WO1999015585A1 - Composition de resine durcissable pour isolant, et isolant - Google Patents
Composition de resine durcissable pour isolant, et isolant Download PDFInfo
- Publication number
- WO1999015585A1 WO1999015585A1 PCT/JP1998/004276 JP9804276W WO9915585A1 WO 1999015585 A1 WO1999015585 A1 WO 1999015585A1 JP 9804276 W JP9804276 W JP 9804276W WO 9915585 A1 WO9915585 A1 WO 9915585A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- curable resin
- carbon
- group
- curable
- cyclic olefin
- Prior art date
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 52
- 239000012212 insulator Substances 0.000 title claims abstract description 51
- 229920005989 resin Polymers 0.000 claims abstract description 140
- 239000011347 resin Substances 0.000 claims abstract description 140
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 54
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 29
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 17
- 239000004711 α-olefin Substances 0.000 claims abstract description 17
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 16
- 229920001955 polyphenylene ether Polymers 0.000 claims abstract description 13
- 239000007870 radical polymerization initiator Substances 0.000 claims abstract description 9
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 8
- -1 cyclic olefins Chemical class 0.000 claims description 99
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 51
- 125000004432 carbon atom Chemical group C* 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 34
- 125000000524 functional group Chemical group 0.000 claims description 31
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 150000002430 hydrocarbons Chemical group 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 238000010526 radical polymerization reaction Methods 0.000 claims description 8
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 125000003700 epoxy group Chemical group 0.000 claims description 7
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000001033 ether group Chemical group 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 5
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- LBBLDJJXDUQFQU-UHFFFAOYSA-N [C].[C].[C] Chemical compound [C].[C].[C] LBBLDJJXDUQFQU-UHFFFAOYSA-N 0.000 claims 1
- XBFJAVXCNXDMBH-GEDKWGBFSA-N molport-035-785-283 Chemical compound C1[C@@H](C23)C=C[C@H]1C3[C@@H]1C[C@H]2CC1 XBFJAVXCNXDMBH-GEDKWGBFSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 abstract description 21
- 239000011810 insulating material Substances 0.000 abstract description 18
- 238000010521 absorption reaction Methods 0.000 abstract description 11
- 239000000463 material Substances 0.000 abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 239000000203 mixture Substances 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 6
- 150000001925 cycloalkenes Chemical class 0.000 abstract 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 75
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 45
- 239000000243 solution Substances 0.000 description 43
- 239000010408 film Substances 0.000 description 33
- 229920001577 copolymer Polymers 0.000 description 28
- 238000003756 stirring Methods 0.000 description 18
- 238000011156 evaluation Methods 0.000 description 13
- 239000011229 interlayer Substances 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 12
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 11
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 10
- 239000002244 precipitate Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000001723 curing Methods 0.000 description 9
- OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000010409 thin film Substances 0.000 description 8
- 239000005062 Polybutadiene Substances 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 229920002857 polybutadiene Polymers 0.000 description 7
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 5
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 5
- 238000010292 electrical insulation Methods 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 5
- 229920006124 polyolefin elastomer Polymers 0.000 description 5
- 239000004065 semiconductor Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 4
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 4
- 229920002799 BoPET Polymers 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 229920001721 polyimide Polymers 0.000 description 4
- 239000003505 polymerization initiator Substances 0.000 description 4
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 4
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 238000010894 electron beam technology Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 239000009719 polyimide resin Substances 0.000 description 3
- 229920005672 polyolefin resin Polymers 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- ZKJNETINGMOHJG-UHFFFAOYSA-N 1-prop-1-enoxyprop-1-ene Chemical class CC=COC=CC ZKJNETINGMOHJG-UHFFFAOYSA-N 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- GUUVPOWQJOLRAS-UHFFFAOYSA-N Diphenyl disulfide Chemical compound C=1C=CC=CC=1SSC1=CC=CC=C1 GUUVPOWQJOLRAS-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 229910021550 Vanadium Chloride Inorganic materials 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 210000003763 chloroplast Anatomy 0.000 description 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 229940069096 dodecene Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- 239000012774 insulation material Substances 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- RPESBQCJGHJMTK-UHFFFAOYSA-I pentachlorovanadium Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[V+5] RPESBQCJGHJMTK-UHFFFAOYSA-I 0.000 description 2
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 2
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- 239000002994 raw material Substances 0.000 description 2
- 229910000679 solder Inorganic materials 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- YOUIDGQAIILFBW-UHFFFAOYSA-J tetrachlorotungsten Chemical compound Cl[W](Cl)(Cl)Cl YOUIDGQAIILFBW-UHFFFAOYSA-J 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- TVEFFNLPYIEDLS-VQHVLOKHSA-N (4e)-deca-1,4,9-triene Chemical compound C=CCCC\C=C\CC=C TVEFFNLPYIEDLS-VQHVLOKHSA-N 0.000 description 1
- XLOVPKCQAPHUKK-UHFFFAOYSA-N 1,2,3,4,4a,5,8,8a-octahydronaphthalene Chemical compound C1C=CCC2CCCCC21 XLOVPKCQAPHUKK-UHFFFAOYSA-N 0.000 description 1
- KETQAJRQOHHATG-UHFFFAOYSA-N 1,2-naphthoquinone Chemical compound C1=CC=C2C(=O)C(=O)C=CC2=C1 KETQAJRQOHHATG-UHFFFAOYSA-N 0.000 description 1
- 229940105324 1,2-naphthoquinone Drugs 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- FYFDQJRXFWGIBS-UHFFFAOYSA-N 1,4-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=C([N+]([O-])=O)C=C1 FYFDQJRXFWGIBS-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- BKLMVYWIOATXTK-UHFFFAOYSA-N 1-[2-(2-prop-1-enoxyethoxy)ethoxy]prop-1-ene Chemical compound CC=COCCOCCOC=CC BKLMVYWIOATXTK-UHFFFAOYSA-N 0.000 description 1
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- OGHKVCJFHNKOEC-UHFFFAOYSA-N 1-methoxyethane-1,2-diol;2-methylprop-2-enoic acid Chemical compound COC(O)CO.CC(=C)C(O)=O OGHKVCJFHNKOEC-UHFFFAOYSA-N 0.000 description 1
- PPWUTZVGSFPZOC-UHFFFAOYSA-N 1-methyl-2,3,3a,4-tetrahydro-1h-indene Chemical compound C1C=CC=C2C(C)CCC21 PPWUTZVGSFPZOC-UHFFFAOYSA-N 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- QWBBPBRQALCEIZ-UHFFFAOYSA-N 2,3-dimethylphenol Chemical compound CC1=CC=CC(O)=C1C QWBBPBRQALCEIZ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- PGJXFACHLLIKFG-UHFFFAOYSA-N 2-methyl-6-phenylphenol Chemical compound CC1=CC=CC(C=2C=CC=CC=2)=C1O PGJXFACHLLIKFG-UHFFFAOYSA-N 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- VTWDKFNVVLAELH-UHFFFAOYSA-N 2-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CC1=CC(=O)C=CC1=O VTWDKFNVVLAELH-UHFFFAOYSA-N 0.000 description 1
- SLQMKNPIYMOEGB-UHFFFAOYSA-N 2-methylhexa-1,5-diene Chemical compound CC(=C)CCC=C SLQMKNPIYMOEGB-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- MQWCQFCZUNBTCM-UHFFFAOYSA-N 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylphenyl)sulfanyl-4-methylphenol Chemical compound CC(C)(C)C1=CC(C)=CC(SC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O MQWCQFCZUNBTCM-UHFFFAOYSA-N 0.000 description 1
- BIISIZOQPWZPPS-UHFFFAOYSA-N 2-tert-butylperoxypropan-2-ylbenzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1 BIISIZOQPWZPPS-UHFFFAOYSA-N 0.000 description 1
- JOVGLRSLWFSVNB-UHFFFAOYSA-N 3,4-dimethylcyclopentene Chemical compound CC1CC=CC1C JOVGLRSLWFSVNB-UHFFFAOYSA-N 0.000 description 1
- GVLZQVREHWQBJN-UHFFFAOYSA-N 3,5-dimethyl-7-oxabicyclo[2.2.1]hepta-1,3,5-triene Chemical compound CC1=C(O2)C(C)=CC2=C1 GVLZQVREHWQBJN-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- UZPWKTCMUADILM-UHFFFAOYSA-N 3-methylcyclohexene Chemical compound CC1CCCC=C1 UZPWKTCMUADILM-UHFFFAOYSA-N 0.000 description 1
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- UFERIGCCDYCZLN-UHFFFAOYSA-N 3a,4,7,7a-tetrahydro-1h-indene Chemical compound C1C=CCC2CC=CC21 UFERIGCCDYCZLN-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- YRIYXMAKROEVBQ-UHFFFAOYSA-N 5,5-dimethylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)(C)CC1C=C2 YRIYXMAKROEVBQ-UHFFFAOYSA-N 0.000 description 1
- INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 description 1
- HUKPVYBUJRAUAG-UHFFFAOYSA-N 7-benzo[a]phenalenone Chemical compound C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=CC=CC2=C1 HUKPVYBUJRAUAG-UHFFFAOYSA-N 0.000 description 1
- QIAKAZKGMANZDJ-UHFFFAOYSA-N C[Mo]C Chemical compound C[Mo]C QIAKAZKGMANZDJ-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- UXMQORVHJMUQFD-UHFFFAOYSA-N Heptanophenone Chemical compound CCCCCCC(=O)C1=CC=CC=C1 UXMQORVHJMUQFD-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- QUEDYRXQWSDKKG-UHFFFAOYSA-M [O-2].[O-2].[V+5].[OH-] Chemical compound [O-2].[O-2].[V+5].[OH-] QUEDYRXQWSDKKG-UHFFFAOYSA-M 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000006757 chemical reactions by type Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 239000012761 high-performance material Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000015654 memory Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- NLDYACGHTUPAQU-UHFFFAOYSA-N tetracyanoethylene Chemical group N#CC(C#N)=C(C#N)C#N NLDYACGHTUPAQU-UHFFFAOYSA-N 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/08—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to polyphenylene oxides
- C08F283/085—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to polyphenylene oxides on to unsaturated polyphenylene oxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/03—Use of materials for the substrate
- H05K1/0313—Organic insulating material
- H05K1/032—Organic insulating material consisting of one material
- H05K1/0326—Organic insulating material consisting of one material containing O
Definitions
- R 13 to R 21 each independently represent a hydrogen atom or an alkyl having 1 to 4 carbon atoms.
- n represents an integer of 0 to 2.
- a 6-membered ring may contain a carbon-carbon double bond.
- R 22 to R 32 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and n represents an integer of 0 to 2.
- R 33 to R 36 are each independently a hydrogen atom or an alkyl having 1 to 4 carbon atoms.
- Specific examples of the compound represented by the general formula (1) include, for example, 2-norporene, 1,4,5,8-dimethanone 1,2,3,4,4a, 5,8,8a 1,2,3,4,4a, 5,4-ethylidene hydronaphthalene, 5-ethylidene-1,2-norporene, 5-vinyl-2-norporene, 2-ethylidene 1,4,5,8 8, 8a-octahydronaphthalene and the like.
- Specific examples of the compound represented by the general formula (2) include tetrahydroindene.
- R 37 to R 44 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- One of R 45 and R 46 represents an unsaturated hydrocarbon group having 2 to 4 carbon atoms, and the other represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 37 to R 44 are preferably a hydrogen atom, a methyl group or an ethyl group.
- No. One of R 45 and R 46 is preferably an ethylidene group or a vinylidene group, and the other is preferably a hydrogen atom, a methyl group or an ethyl group.
- m is preferably 0 or 1 from the viewpoint of mechanical strength (tensile strength, tensile elongation, etc.).
- Specific examples of the compound represented by the general formula (5) include, for example, 5-ethylidene-2-norbornene, 5-vinyl-2-norbornene, 2-ethylidene-1,4,5,8-dimetano 1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene.
- 5-ethylidene-2-norbornene and 2-ethylidene-1,4,5,8-dimethano-1,2,3,4,4a, 5,8,8a-octahydronaphthalene are preferred.
- 5-ethylidene-12-norporene is more preferred.
- the curable resin (A1) for the chloroplast in the present invention is at least one monomer selected from the group consisting of ⁇ -olefins having 2 to 20 carbon atoms, butadiene, cyclic olefins, styrene and (meth) acrylate.
- This is a resin obtained by polymerizing the following. Specifically, for example, the following curable resins (All) to (A13).
- Mono-curable resin A curable resin obtained by polymerizing butadiene and styrene.
- the polymerization method of the anion polymerization may be a known method, and can be easily performed by using a polymerization initiator such as n-butyllithium.
- the weight ratio of butadiene and styrene to be polymerized is usually 80 to 20 to 1Z99, preferably 70 to 30 to 1Z99. Further, a monomer of the third component such as (meth) acrylic acid ester may be copolymerized.
- the number average molecular weight of the curable resin (AII) is usually from 2,000 to 100,000, preferably from 8,000 to 100,000.
- the molecular weight per curable functional group in the curable resin (AII) is usually from 100 to 5,000, preferably from 100 to 3,000.
- the resin thus obtained is thermoplastic and can be dissolved in hydrocarbon solvents such as toluene, decalin, and cyclohexane.
- the curable resin (A 12) is selected from the group consisting of a cyclic olefin (al) having two or more carbon-carbon double bonds and a cyclic olefin (a 2) having one carbon-carbon double bond. Curable resin obtained by ring-opening polymerization of a cyclic olefin (a) having at least one carbon-carbon double bond.
- Examples of the cyclic olefin (al) or (a 2) include, for example, the cyclic olefin (a 3) represented by the general formula (1) and the cyclic olefin (a 4) represented by the general formula (2) At least one member selected from the group consisting of, for example, a cyclic olefin (a 3) or (a 4) having two carbon-carbon double bonds as the cyclic olefin (al) The one having one carbon-carbon double bond can be selected as the cyclic olefin (a2).
- the molecular weight per curable functional group in the curable resin (A12) is usually from 100 to 5,000, preferably from 100 to 3,000.
- the curable resin (A13) is composed of ⁇ -olefin having 2 to 20 carbon atoms (b) and a cyclic olefin having two or more carbon-carbon double bonds (al), and optionally, carbon-carbon. It is a curable resin obtained by polymerizing a cyclic olefin (a 2) having one double bond.
- Examples of the cyclic olefin (al) having two or more carbon-carbon double bonds that can be used here include the cyclic olefins represented by the aforementioned general formulas (3) to (5). .
- the cyclic olefins having one carbon-carbon double bond (a 2) include, for example, cyclic olefins represented by the following general formula (6).
- This curable resin (A13) can be obtained by the usual methods of thermal radical polymerization, photoradical polymerization, coordination anion polymerization with a zigzag-Natta catalyst, or coordination anion polymerization with a meta-mouth catalyst. .
- it is obtained by a method of coordinating anion polymerization using a zirconate catalyst or a metallocene catalyst.
- the ratio of (b) and (a1) is preferably from 90/10 to: L0Z90.
- the curable resin (A13) in the present invention is obtained by polymerizing (b), (al) and (a2), the ⁇ -refined (b) and (cyclic) in (A13)
- the weight ratio (b) / [(a1) + (& 2>) of the sum of the olefin (a 1) and the cyclic olefin (a 2)] is preferably 90 10 to 10 90, more preferably 70Z3. If the blending amount of ⁇ -olefin (b) is less than 10, the mechanical strength (tensile elongation and tensile strength) of the resin after hardening is remarkably reduced. If it exceeds, the heat resistance is significantly reduced.
- the weight ratio (a 1) / (a 2) of the cyclic olefin (a 1) and the cyclic olefin (a 2) is preferably 70 to 30 or less from the viewpoint of heat resistance, and the mechanical strength of the resin after curing. From the viewpoint of (tensile elongation and tensile strength), 10 to 90 or more is preferable, and therefore 70/30 to: L0 to 90 is preferable. More preferably, it is from 45 to 55 to 90.
- the resin thus obtained is thermoplastic and can be dissolved in a hydrocarbon-based solvent such as toluene, decalin, and cyclohexane.
- a second invention of the present invention is a polyphenylene having at least one curable functional group.
- the curable resin for insulators (A2) which is an ether resin, wherein at least one of the curable functional groups is a hydrocarbon group having a carbon-carbon double bond.
- the curable resin (A2) is produced, for example, by subjecting a polyphenylene ether-based resin (A2 ') as a raw material to a graft reaction with a monomer having two hydrocarbon groups having a carbon-carbon double bond. can do.
- the curable resin (A1) is the curable resin described in the first aspect of the present invention, and the curable resin (A 2) is a curable resin that is suitable for the present invention.
- the radical polymerization initiator ( ⁇ ) known thermal radical polymerization initiators, photoradical polymerization initiators, and these can be used in combination.
- a thermal radical initiator is used among these radical polymerization initiators, the half-life temperature of 10 hours is usually at least 80, preferably at least 120, from the viewpoint of storage stability. It is.
- Specific examples of such an initiator include, for example, t_butylperoxyacetate, t-butylperoxybenzoate, dicumylperoxide, t-butylcumylperoxide, 2,5-dimethyl- 2,5-di (t-butylvinyloxy) hexine-3, cumenehydride baroxide and the like.
- radical polymerization initiators specific examples include benzoin alkyl ether, benzyldimethyl ketone, 1-hydroxycyclyl hexyl phenyl ketone, 2-hydroxy-12-methyl-1 —Phenylpropan-1-one, benzophenone, methylbenzoylformate, isopropylthioxanthone, and a mixture of two or more thereof.
- a sensitizer can be used together with these photoradical initiators.
- sensitizers include carbonyl compounds such as anthraquinone, 1,2-naphthoquinone, 1,4-naphthoquinone, benzanthrone, p, p'-tetramethyldiaminobenzozophenone, chloranil, nitrobenzene, p-dinitrobenzene, 2 Nitro compounds such as 12-fluorofluorene, aromatic hydrocarbons such as anthracene and chrysene, sulfur compounds such as diphenyl disulphide, nitroaline, 2-chloro-1-4-nitroaline, 5-nitro Examples thereof include nitrogen compounds such as 12-aminotoluene and tetracyanoethylene.
- carbonyl compounds such as anthraquinone, 1,2-naphthoquinone, 1,4-naphthoquinone, benzanthrone, p, p'-tetramethyldiaminobenzozophenone, chloranil, nitro
- the amount of the radical polymerization initiator used in the composition is usually 0 to 5% by weight. Preferably it is 0.01 to 4% by weight, more preferably 0.05 to 3% by weight. Use of more than 5% by weight has no effect of further improving the polymerization rate, and is uneconomical.
- crosslinking agents (C), (meth) acrylates specifically, for example, alkyl (meth) acrylates such as ethyl methacrylate and propyl acrylate (the alkyl group has 1 to 1 carbon atoms) 18); Alkylene glycol (meth) acrylates such as methoxy-ethylene glycol monomethacrylate and ethylene glycol diacrylate; esters of phenol or ethylene oxide adduct of phenol with (meth) acrylic acid : Esters of polyhydric alcohols having 3 to 6 or more valences such as pentaerythritol (meth) acrylates, trimethylolpropane (meth) acrylates, etc. with (meth) acrylic acid. It is.
- alkyl (meth) acrylates such as ethyl methacrylate and propyl acrylate (the alkyl group has 1 to 1 carbon atoms) 18
- Alkylene glycol (meth) acrylates such as methoxy
- crosslinking agents (C) can be used alone or in combination of two or more.
- the curable resin ( ⁇ ) of the present invention itself is an unsaturated hydrocarbon having at least one carbon-carbon double bond, a part thereof may act as a crosslinking agent and react, Separately, it is desirable to use a crosslinking agent (C) from the viewpoint of physical properties such as heat resistance.
- fillers such as glass fiber, calcium carbonate, and fluororesin beads can also be used as a mixture.
- the mechanical properties tensile elongation and tensile strength
- a method for improving mechanical properties there is a method such as adding glass fiber or carbon fiber.However, these methods have a disadvantage of adversely affecting the dielectric constant.
- resin (A) is used in combination with polyolefin rubber, an insulator having excellent mechanical properties (tensile elongation and tensile strength) and dielectric constant can be obtained without adversely affecting the dielectric constant.
- the curable resin composition (D) of the present invention may be a solution of the curable resin composition as a use form. This can be achieved by blending a predetermined component into a solution obtained by subjecting the curable resin (A) of the present invention to solution polymerization or a product obtained by performing bulk polymerization and then dissolving in a solvent. Solvent and No particular limitation is imposed on the solvent as long as it can dissolve the curable resin (A) and the polymerization initiator (B).
- toluene, xylene, ethylbenzene, trimethylbenzene, chlorobenzene, Decalin, pentane, hexane, cyclohexane, heptane, tetralin, methylcyclohexane, diethylene glycol dimethyl ether and the like can be used.
- the curable resin composition (D) of the present invention may be formed into a film or a pellet.
- a solution obtained by previously dissolving the curable resin composition (D) in a solvent eg, hydrocarbons such as cyclohexane, toluene, and pentane
- a support film such as PE, PP, PET, and fluororesin. It is obtained by coating on top and removing the solvent by drying.
- the thickness of the film is not particularly limited, it is generally 10 to 500 m, preferably 10 to 70 m, and more preferably 10 to 30 m.
- the pellets can be obtained, for example, by subjecting the curable resin composition (D) to injection molding or extrusion molding into a rod shape by a general method, and then cutting it into a pellet shape.
- the average particle size of the pellets is not particularly limited, but is usually 0.1 to 2 mm, preferably 0.1 to 0.5 mm.
- the insulator of the present invention can be obtained by curing the curable resin composition (D) by radical polymerization. It is preferably an insulator having a cured Tg of 130 or more. If T g is less than 130, heat resistance will decrease.
- the dielectric constant of the insulator of the present invention is preferably 3.0 or less.
- This green body can be obtained by subjecting the curable resin composition (D) of the third invention to, if necessary, a drying prebaking or the like, followed by heating and curing or light irradiation to polymerize. this At this time, heat resistance and solvent resistance are imparted.
- Insulators obtained by radical polymerization of the curable resin composition (D) of the present invention include, for example, electronic devices such as semiconductor devices, light emitting diodes, and various memories, hybrid ICs, MCMs, printed circuit boards, and display devices. It is used as an overcoat material for parts, etc. or as an interlayer insulating material.
- an insulating thin film obtained is usually water absorption 1% 0.1 or less, the dielectric constant of the insulation resistance 10 15 ⁇ 10 17 QZcm, 1 MH z, dielectric loss tangent, respectively from 2.2 to 3.0, 0 It is about 000 1 to 0.01, and has lower water absorption and better electrical insulation such as low dielectric constant than the conventionally used insulating materials such as epoxy resin and polyimide resin.
- a polyimide resin generally has a dielectric constant of 3.5 or more and a water absorption of 1% or more, compared with a thin film interlayer insulating film formed of the insulator of the present invention.
- the following polymerization was performed in a glove box replaced with nitrogen.
- 100 g of hexane was charged into a 50-Om 1 four-necked flask equipped with a stirrer and a temperature controller, and the temperature was adjusted to -20 with stirring.
- a hexane solution of n-butyllithium (catalyst concentration 2. Ommo 1) was charged there.
- Butadiene (35 g) was gradually dropped over 60 minutes, and then aged for 60 minutes. Further, styrene (65 g) was added dropwise over 60 minutes, and then aged for 120 minutes.
- the reaction product is added dropwise to 3 kg of isobucobanol while stirring, and the precipitate is distilled under a reduced pressure of 1 OO: and 1 OmmHg in a reduced pressure drier to obtain a crosslinking agent of the present invention.
- 15 g of a polymer (B-1) was obtained.
- the number average molecular weight was 2500.
- One part by weight of oxide (“Park Mill H” manufactured by NOF Corporation) was dissolved in 100 parts by weight of hexane.
- the obtained resin composition solution was applied using a bar coater onto a board having copper wiring formed on a 0.5 mm thick glass filler-containing epoxy board, and dried at 100 for 60 minutes. After polymerization for 1 hour at 180 ° C., an overcoat film having a thickness of 30 was obtained.
- Example 2 Polymerization was performed using the solution of the resin composition described above, a sample was prepared according to JIS K6911, and electrical characteristics (dielectric constant, dielectric loss tangent, insulation resistance) were measured. Further, Tg was measured by the DSC method. In addition, the film thickness of the overlap described in the examples was measured at 10 points, and the maximum and minimum values were shown. Table 1 shows the results.
- Example 2
- hexane solution of getyl aluminum chloride (catalyst concentration 0.2 mmo 1)
- hexane solution of oxy 3 vanadium chloride catalyst concentration 0.02 mrno 1
- 30 g of dicyclopentadiene 55 g of norbornene and 15 g of 1-hexene were charged and polymerized for 120 minutes.
- Example 8 50 parts by weight of the copolymer (A-4) obtained in the same manner as in Example 5 was dissolved in 50 parts by weight of hexane. This solution was coated on a PET film having a thickness of 25 jtm and dried at 80 for 30 minutes. This film was thermocompression-bonded on the same substrate as in Example 1 under the conditions of 12 O, 4 kg weight / cm 2 , and only the PET film was peeled off. When this was polymerized at 180 for 1 hour, an overcoat film having a thickness of 30 ⁇ m was obtained. Evaluation was performed in the same manner as in Example 1. The results are shown in Table 1. Example 8
- Example 5 50 parts by weight of the copolymer (A-5) obtained in the same manner as in Example 6 was dissolved in 50 parts by weight of hexane. The solution was coated on a 25 Atm thick PET film and dried at 80 for 30 minutes. This film was thermocompression-bonded on the same substrate as in Example 1 under the conditions of 12 Ot, 4 kg weight, Zcm 2 , and only the PET film was peeled off. When this was polymerized at 18 Ot: for 1 hour, an overcoat film having a thickness of 30 / xm was obtained. Evaluation was performed in the same manner as in Example 1. The results are shown in Table 1.
- Example 9 2.3 0.0009 1 50 21 to 43 Comparative Example 1 3.8 0.0100 200 24 to 38
- the insulating layers obtained in Examples 1 to 9 of the present invention are excellent in electrical properties such as dielectric constant and dielectric loss tangent.
- the glass transition temperature (Tg) is sufficiently high and the heat resistance is excellent.
- Comparative Example 1 only those having poor electrical characteristics were obtained.
- Example 11 10 g of the copolymer (A-7) obtained in Example 11 was dissolved in 90 g of toluene and charged in the same apparatus as in Example 10. To this, 0.05 g of Raney nickel catalyst was added, and hydrogen was bubbled through the liquid at a rate of 1 LZmin for 180 minutes. The solution was filtered through a 200-mesh wire gauze, dropped into 2 kg of methanol with stirring, and the precipitate was distilled off in a vacuum dryer at 80 under a reduced pressure of 1 OmmHg. Thus, 9 g of a hydrogenated copolymer (A-8) was obtained. IR confirmed that 50% of the double bonds had disappeared.
- Example 13 99 parts by weight of this copolymer and 1 part by weight of cumene hydroperoxide were dissolved in 300 parts by weight of toluene. When this solution was applied and polymerized in the same manner as in Example 1, an overcoat film having a thickness of 30 ⁇ was obtained. Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2.
- Example 13 99 parts by weight of this copolymer and 1 part by weight of cumene hydroperoxide were dissolved in 300 parts by weight of toluene. When this solution was applied and polymerized in the same manner as in Example 1, an overcoat film having a thickness of 30 ⁇ was obtained. Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2. Example 13
- Example 2 80 parts by weight of the polymer (A-6) obtained in Example 10, 19 parts by weight of liquid polybutadiene and 1 part by weight of cumene hydroperoxide were dissolved in 300 parts by weight of toluene. When this solution was applied and polymerized in the same manner as in Example 1, an overcoat film having a thickness of 30 m was obtained. Evaluation was performed in the same manner as in Example 1. The results are shown in Table 2.
- Example 1 0 2.4 0.0009 210 350 1 Example 1 1 2.3 0.0006 200 450 3 Example 1 2 2.3 0.0005 190 480 4 Example 1 3 2.3 0.0006 1 70 700 8 Comparative example 2 2. 4 0.0018 135 420 4
- the insulating layers obtained in Examples 10 to 13 of the present invention have excellent electrical properties such as dielectric constant and dielectric loss tangent, and also have excellent heat resistance due to sufficiently high Tg. In addition, it can be seen that in Example 13 in which the polyolefin rubber was added, the mechanical properties were also improved. In Comparative Example 2, the dielectric loss tangent and T g are insufficient. Industrial applicability
- the insulator obtained by subjecting the curable resin composition of the present invention to radical polymerization has excellent heat resistance, solvent resistance, low water absorption, electrical insulation, low dielectric constant, adhesion, chemical resistance, workability, and the like.
- a thin film can be formed.
- it is suitable for a curable resin composition and an insulator constituting an overcoat material or an interlayer insulating material used for a circuit board used for various electric devices, electronic components, and semiconductor elements.
- the curable resin composition and the insulator of the present invention are not limited to the use in the technical field as described above, and have excellent heat resistance, solvent resistance, low water absorption, and electrical insulation as described above. Utilizing properties such as low dielectric constant and chemical resistance, it can be used in various fields, and it is an excellent material that can be used especially for forming thin films.
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Abstract
L'invention concerne une composition de résine durcissable utilisable comme revêtement ou dans un revêtement, ou bien comme isolant entre laminés ou dans cet isolant, s'agissant des circuits imprimés. Ladite composition (D) pour isolants comprend (A1) une résine durcissable obtenue par polymérisation d'au moins un monomère choisi parmi le groupe dans lequel on trouve les alpha-oléfines C2-20, le butadiène, les cyclo-oléfines, le styrène et les méth(acrylates) et ayant au moins une double liaison carbone-carbone et/ou (A2) une résine d'éther de polyphénylène comportant au moins une double liaison carbone-carbone, (B) un initiateur de polymérisation radicalaire, et (C) au moins un élément choisi parmi le groupe des agents de réticulation ayant chacun une double liaison carbone-carbone. La composition peut former une fine pellicule isolante offrant d'excellentes caractéristiques dans les domaines suivants: résistance thermique, résistance aux solvants, isolation électrique, adhésion serrée, résistance chimique, aptitude au traitement, etc., moyennant une réduction de l'absorption d'eau et de la permettivité.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9/278074 | 1997-09-24 | ||
| JP27807497 | 1997-09-24 | ||
| JP9/331110 | 1997-11-13 | ||
| JP33111097 | 1997-11-13 | ||
| JP10858498 | 1998-04-03 | ||
| JP10/108584 | 1998-04-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1999015585A1 true WO1999015585A1 (fr) | 1999-04-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP1998/004276 WO1999015585A1 (fr) | 1997-09-24 | 1998-09-24 | Composition de resine durcissable pour isolant, et isolant |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO1999015585A1 (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002030167A1 (fr) * | 2000-09-29 | 2002-04-11 | Zeon Corporation | Procede de fabrication d'un substrat de circuit |
| WO2002059176A1 (fr) * | 2001-01-25 | 2002-08-01 | Sanyo Chemical Industries, Ltd | Resine durcissable, matiere resineuse durcissable, pellicule durcissable et isolant electrique |
| WO2003020780A1 (fr) * | 2001-08-30 | 2003-03-13 | General Electric Company | Copolymeres tridimensionnels de resines de polyphenylene ether et de resines styreniques |
| WO2019026839A1 (fr) * | 2017-08-01 | 2019-02-07 | ポリプラスチックス株式会社 | Copolymère et procédé de production de copolymère |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0491110A (ja) * | 1990-08-07 | 1992-03-24 | Asahi Chem Ind Co Ltd | オーバーコート材 |
| JPH04175320A (ja) * | 1990-11-08 | 1992-06-23 | Mitsui Petrochem Ind Ltd | オレフィン系重合体組成物 |
| JPH05505833A (ja) * | 1990-02-14 | 1993-08-26 | エルフ アトケム ソシエテ アノニム | 官能性多元ブロックマクロモノマーと、その製造方法 |
-
1998
- 1998-09-24 WO PCT/JP1998/004276 patent/WO1999015585A1/fr active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05505833A (ja) * | 1990-02-14 | 1993-08-26 | エルフ アトケム ソシエテ アノニム | 官能性多元ブロックマクロモノマーと、その製造方法 |
| JPH0491110A (ja) * | 1990-08-07 | 1992-03-24 | Asahi Chem Ind Co Ltd | オーバーコート材 |
| JPH04175320A (ja) * | 1990-11-08 | 1992-06-23 | Mitsui Petrochem Ind Ltd | オレフィン系重合体組成物 |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002030167A1 (fr) * | 2000-09-29 | 2002-04-11 | Zeon Corporation | Procede de fabrication d'un substrat de circuit |
| WO2002059176A1 (fr) * | 2001-01-25 | 2002-08-01 | Sanyo Chemical Industries, Ltd | Resine durcissable, matiere resineuse durcissable, pellicule durcissable et isolant electrique |
| WO2003020780A1 (fr) * | 2001-08-30 | 2003-03-13 | General Electric Company | Copolymeres tridimensionnels de resines de polyphenylene ether et de resines styreniques |
| WO2019026839A1 (fr) * | 2017-08-01 | 2019-02-07 | ポリプラスチックス株式会社 | Copolymère et procédé de production de copolymère |
| JP6491804B1 (ja) * | 2017-08-01 | 2019-03-27 | ポリプラスチックス株式会社 | 共重合体及び共重合体の製造方法 |
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