WO2018149720A1 - Matière autoadhésive à base de silicone amortissant les vibrations - Google Patents
Matière autoadhésive à base de silicone amortissant les vibrations Download PDFInfo
- Publication number
- WO2018149720A1 WO2018149720A1 PCT/EP2018/053145 EP2018053145W WO2018149720A1 WO 2018149720 A1 WO2018149720 A1 WO 2018149720A1 EP 2018053145 W EP2018053145 W EP 2018053145W WO 2018149720 A1 WO2018149720 A1 WO 2018149720A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- silicone
- pressure
- composition according
- sensitive adhesive
- composition
- Prior art date
Links
- 238000013016 damping Methods 0.000 title abstract description 32
- 150000001875 compounds Chemical class 0.000 title abstract description 7
- 239000013464 silicone adhesive Substances 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims abstract description 67
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 44
- 229920002050 silicone resin Polymers 0.000 claims abstract description 35
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 22
- 238000004132 cross linking Methods 0.000 claims abstract description 13
- 125000002081 peroxide group Chemical group 0.000 claims abstract 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 37
- -1 polydimethylsiloxane Polymers 0.000 claims description 21
- 229920005989 resin Polymers 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 8
- 238000003860 storage Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 6
- 239000002131 composite material Substances 0.000 claims description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 239000004696 Poly ether ether ketone Substances 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 229920002530 polyetherether ketone Polymers 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000004697 Polyetherimide Substances 0.000 claims description 3
- 239000004642 Polyimide Substances 0.000 claims description 3
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 3
- 229920000491 Polyphenylsulfone Polymers 0.000 claims description 3
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 239000004433 Thermoplastic polyurethane Substances 0.000 claims description 3
- 229920002492 poly(sulfone) Polymers 0.000 claims description 3
- 229920001230 polyarylate Polymers 0.000 claims description 3
- 229920006260 polyaryletherketone Polymers 0.000 claims description 3
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 3
- 229920001601 polyetherimide Polymers 0.000 claims description 3
- 229920001721 polyimide Polymers 0.000 claims description 3
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000011112 polyethylene naphthalate Substances 0.000 claims description 2
- 239000004814 polyurethane Substances 0.000 claims description 2
- 239000004695 Polyether sulfone Substances 0.000 claims 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 claims 1
- 229920006393 polyether sulfone Polymers 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 17
- 230000001070 adhesive effect Effects 0.000 abstract description 16
- 239000012528 membrane Substances 0.000 description 18
- 239000000463 material Substances 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- 239000012790 adhesive layer Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 150000002978 peroxides Chemical group 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 3
- 229920002379 silicone rubber Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000004873 anchoring Methods 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 229920005601 base polymer Polymers 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- NYMPGSQKHIOWIO-UHFFFAOYSA-N hydroxy(diphenyl)silicon Chemical class C=1C=CC=CC=1[Si](O)C1=CC=CC=C1 NYMPGSQKHIOWIO-UHFFFAOYSA-N 0.000 description 2
- 230000010363 phase shift Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- AGKBXKFWMQLFGZ-UHFFFAOYSA-N (4-methylbenzoyl) 4-methylbenzenecarboperoxoate Chemical compound C1=CC(C)=CC=C1C(=O)OOC(=O)C1=CC=C(C)C=C1 AGKBXKFWMQLFGZ-UHFFFAOYSA-N 0.000 description 1
- NOBYOEQUFMGXBP-UHFFFAOYSA-N (4-tert-butylcyclohexyl) (4-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)OOC(=O)OC1CCC(C(C)(C)C)CC1 NOBYOEQUFMGXBP-UHFFFAOYSA-N 0.000 description 1
- CCNDOQHYOIISTA-UHFFFAOYSA-N 1,2-bis(2-tert-butylperoxypropan-2-yl)benzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=CC=C1C(C)(C)OOC(C)(C)C CCNDOQHYOIISTA-UHFFFAOYSA-N 0.000 description 1
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-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
- KRDXTHSSNCTAGY-UHFFFAOYSA-N 2-cyclohexylpyrrolidine Chemical compound C1CCNC1C1CCCCC1 KRDXTHSSNCTAGY-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- DALNRYLBTOJSOH-UHFFFAOYSA-N 3,3,5,7,7-pentamethyl-1,2,4-trioxepane Chemical compound CC1CC(C)(C)OOC(C)(C)O1 DALNRYLBTOJSOH-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000002041 carbon nanotube Substances 0.000 description 1
- 229910021393 carbon nanotube Inorganic materials 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229940057404 di-(4-tert-butylcyclohexyl)peroxydicarbonate Drugs 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- QWVBGCWRHHXMRM-UHFFFAOYSA-N hexadecoxycarbonyloxy hexadecyl carbonate Chemical compound CCCCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCCCC QWVBGCWRHHXMRM-UHFFFAOYSA-N 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000003137 locomotive effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000015654 memory Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 239000013500 performance material Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000004987 plasma desorption mass spectroscopy Methods 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 150000003284 rhodium compounds Chemical class 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
Definitions
- the present invention relates to the technical field of pressure-sensitive adhesives, as they are widely used in the art for temporary or permanent bonding of materials and parts to be joined.
- the invention relates to silicone-based PSAs, which are characterized by good vibration damping properties.
- Damping is generally understood to mean the transfer of mechanical energy into so-called lost heat.
- the acoustic damping is about the irreversible conversion of sound energy into heat.
- Acoustic damping - or synonymously sound damping or sound absorption - can occur in gaseous, liquid and solid bodies.
- micro-speakers The generation of sound in mobile phones and smartphones for the reproduction of speech, ringtones, music, etc. is done by small electro-acoustic transducers, so-called micro-speakers.
- the temperature load on the microspeaker, and in particular its diaphragm increases more and more.
- the membrane must therefore be made of a material that has a long life and does not crack even at high temperatures and high mechanical loads. At the same time, the membrane material should also have good acoustic properties to give the speaker a good sound quality.
- the general requirements for the material of a loudspeaker diaphragm are on the one hand high rigidity and low density for generating a high sound pressure and the coverage of a wide frequency range.
- the material should at the same time have a high internal damping in order to achieve a smooth frequency response worry and minimize distortion. Since the stiffness, light and well-damped properties give a constructive contradiction and can not all be fulfilled simultaneously (the stiffer, the lower the damping and vice versa), compromises in terms of rigidity and damping of the membrane material must generally be made or more rigid for each membrane Materials combined with good damping materials.
- US Pat. No. 7,726,441 B2 describes a membrane composed of a multilayer composite of two rigid polymer films and a damping adhesive layer lying between these films.
- US 2014/0017491 A1 describes a silicone adhesive composition which, before curing, comprises a silicone elastomer, a silicone resin, a reaction product of a silicone elastomer and a silicone resin, a silicone hydride crosslinker and a platinum catalyst.
- a resulting adhesive is used in a transfer tape for connecting brake components, for example for connecting the brake disc and brake pad.
- EP 1 018 725 A2 describes a method for deadening a sheet metal part, for example a vehicle body part, by producing a screwed, riveted or welded connection of a metal sheet with the sheet metal part to be deconvolved with the interposition of an adhesive layer.
- a crosslinked silicone adhesive is used as adhesive layer for use in sheet metal parts in the temperature range between -20 ° C and +50 ° C while a polyacrylic acid ester copolymer and for use at higher temperatures in the range of 0 ° C to 100 ° C.
- a crosslinked silicone adhesive is used.
- the energy of the oscillating sheet metal part is conducted to a high degree in the sandwich of at least one adhesive layer and at least one metal sheet, so that the sandwich is able to convert a high vibrational energy fraction into heat.
- EP 1 035 345 A2 describes a damping plate for attachment to a carrier plate of a brake shoe of a disc brake which has a self-adhesive damping layer on the inner side facing the brake shoe.
- Object of the present invention is to provide an easily applicable adhesive with good vibration damping properties available that are adjustable and available over a wide temperature range, the adhesive also has sufficient mechanical stability, especially at elevated temperatures.
- the solution to the problem is based on the idea to use an unconventionally crosslinked, based on alkenyl-containing silicone pressure-sensitive adhesive.
- a first, more general The invention relates to a composition for producing a pressure-sensitive adhesive which
- At least one free-radical generator containing at least one peroxide function contains.
- a pressure sensitive adhesive Under a PSA or synonymous a pressure sensitive adhesive according to the invention, as common in common usage, a substance understood that - especially at room temperature - permanently sticky and sticky.
- a characteristic of a pressure-sensitive adhesive is that it can be applied by pressure to a substrate and adhere there, whereby the pressure to be applied and the duration of this pressure are generally not specified.
- the action will be a short-term minimum pressure that does not exceed a light touch for a brief moment to obtain the adhesion effect. In other cases, a long-term exposure time of high pressure may be necessary.
- Pressure-sensitive adhesives have special, characteristic viscoelastic properties which lead to permanent tackiness and adhesiveness. Characteristic of them is that when they are mechanically deformed, it comes both to viscous flow processes as well as to build elastic restoring forces. Both processes are in a certain ratio with regard to their respective proportions, depending on the exact composition, the structure and the degree of crosslinking of the pressure-sensitive adhesive as well as on the speed and duration of the deformation and on the temperature.
- the proportional viscous flow is necessary to achieve adhesion.
- the viscous components caused by macromolecules with relatively high mobility, allow good wetting and a good flow onto the substrate to be bonded.
- a high proportion of viscous flow leads to a high pressure tack (also referred to as tack or surface tackiness) and thus often also to a high bond strength.
- Strongly crosslinked systems, crystalline or glassy solidified polymers are usually not or at least only slightly tacky due to the lack of flowable components.
- the proportional elastic restoring forces are necessary to achieve cohesion. They are caused for example by very long-chained and strongly entangled as well as by physically or chemically crosslinked macromolecules and allow the transmission of forces acting on an adhesive bond forces. They result in an adhesive bond being able to withstand a sustained load acting on it, for example in the form of a permanent shearing load, to a sufficient extent over a relatively long period of time.
- G ' storage modulus
- G " loss modulus
- G " is a measure of the viscous portion of a substance. Both quantities depend on the deformation frequency and the temperature.
- the sizes can be determined with the help of a rheometer.
- the material to be examined is exposed to a sinusoidal oscillating shear stress in a plate-and-plate arrangement, for example.
- shear stress controlled devices the deformation as a function of time and the time lag of this deformation are compared with the introduction of the shear stress measured. This time offset is referred to as the phase angle ⁇ .
- a substance is generally considered to be pressure sensitive and is defined as tacky if, at room temperature, here by definition at 23 ° C, in the deformation frequency range of 10 ° to 10 1 rad / sec G 'at least partially in the range of 10 3 to 10 7 Pa and if G "is also at least partially within this range.”
- Partially means that at least a portion of the G 'curve lies within the window defined by the deformation frequency range of 10 ° to 10 inclusive 1 rad / sec (abscissa) and the range of G 'values of from 10 3 to 10 7 Pa inclusive (ordinate) is spanned. For G "this applies accordingly.
- compositions according to the invention From the composition according to the invention it is possible-largely by removal of the solvent and crosslinking of the composition-to prepare pressure-sensitive adhesives which have very good damping properties over a wide temperature range and which can be adjusted in a targeted manner. At the same time, the pressure-sensitive adhesives show good mechanical stability at high temperatures, in particular at temperatures of up to 170 ° C. Both the temperature at which the maximum of the damping effect is achieved, and the strength of the damping effect itself can be adjusted. Compositions according to the invention or pressure-sensitive adhesives prepared therefrom can therefore advantageously be used wherever damping, in particular acoustic damping, must be effected even at high temperatures. They are particularly well suited for bonding foils for loudspeaker membranes and for gluing components of brake systems. Another object of the invention is a pressure-sensitive adhesive which is obtainable by thermal crosslinking of a composition according to the invention.
- composition according to the invention contains as component a) at least one silicone.
- a silicone according to the invention is preferably a) a polymer based on siloxane units according to the general formula (1)
- the silicone is preferably a) a linear polymer according to the general formula (2)
- radicals R 'independently of one another are alkyl, phenyl or alkenyl radicals and 0 to 10%, based on the number of radicals R', of OH groups, where at least two radicals R 'are alkenyl groups; and m stands for a natural number of 2,000 to 6,000.
- the radicals R ' can be distributed over the linear silicone in all conceivable and chemically possible constellations. For example, polydimethylsiloxanes, poly (methylphenyl) siloxanes and
- the radicals R 'in the general formula (2) independently of one another represent methyl, ethyl, phenyl or alkenyl radicals, where at least two radicals R' are alkenyl radicals.
- the silicone is particularly preferably a polydimethylsiloxane, a poly (methylphenyl) siloxane or a dimethylsiloxane-diphenylsiloxane copolymer.
- the silicone a) is a polydimethylsiloxane.
- the formula (2) is a structural formula, so also the linkage of the siloxane units with each other again.
- the at least one silicone of component a) contains at least two alkenyl groups. Via the alkenyl groups it is usually possible to crosslink such silicones by adding Si-H groups of a crosslinker substance to the alkenyl groups of the silicone macromolecules. A key finding of the present invention is that crosslinking of such - in fact addition-crosslinkable - silicones is also possible via radicals obtainable from peroxides and leads to pressure-sensitive adhesives having very good damping properties.
- the composition according to the invention is therefore preferably free of substances which contain one or more Si-H groups.
- the alkenyl groups of the silicone contain 2-10 C atoms.
- the alkenyl groups of the silicone are particularly preferably selected independently of one another from the group consisting of vinyl, propenyl, allyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl and decenyl groups.
- the alkenyl groups of the silicone include vinyl groups.
- the alkenyl groups of the silicone are vinyl groups.
- the weight-average molar mass Mw of the at least one silicone a) is preferably 31,000-2,000,000 g / mol, more preferably 45,000-1,000,000 g / mol.
- Silicones a) are contained in the composition according to the invention preferably to a total of 10 to 90 wt .-%, based on the solids content of the composition. It may contain a silicone a) or a mixture of different silicones a). Silicones a) are more preferably contained in the composition according to the invention to a total of 20 to 80 wt .-%, in particular to a total of 45 to 75 wt .-%, each based on the solids content of the composition.
- silicones which contain no alkenyl groups may be present in the composition according to the invention. These may be, for example, pure polydimethylsiloxanes.
- the composition according to the invention contains at least one silicone resin as component b).
- the at least one silicone resin b) is preferably selected from MQ, MTQ, TQ, MT and MDT resins. According to the invention, it is also possible for mixtures of different silicone resins b) to be present in the composition, in particular mixtures of the abovementioned silicone resins. Particularly preferably, the at least one silicone resin b) is an MQ resin. MQ silicone resins are readily available and are characterized by very good stability.
- all silicone resins of the composition according to the invention are very particularly preferably MQ resins.
- the weight-average molar mass Mw of the at least one silicone resin b) is preferably 500 - ⁇ 30,000 g / mol.
- the resin may contain alkenyl groups.
- Suitable silicone resins are e.g. DC 2-7066 from Dow Corning; MQ Resin VSR6201 from Chenguang Fluoro & Silicone Elastomers Co., Ltd .; MQ-RESIN POWDER 803 TF from Wacker Silicones; SR 545 from Momentive Performance Materials or Silmer VQ9XYL and Silmer Q9XYL from Siltech.
- the temperature at which the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ ) of the pressure-sensitive adhesive of the invention reaches its maximum value can be adjusted by varying the resin content Temperature at which the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ ) of a pressure-sensitive adhesive obtainable by thermal crosslinking of a composition according to the invention reaches its maximum value (T ta n ⁇ max), wherein T ta n ⁇ max is adjusted by changing the silicone resin concentration with otherwise constant proportions ,
- silicone resin concentration is understood to mean, of course, the total concentration of silicone resins 80% by weight, based on the total amount of silicone and silicone resins of the composition.
- the proportion of the totality of all silicone resins b) to the total of all silicones a) and all silicone resins b) is at most 90% by weight.
- the proportion of the total of all silicone resins b) to the total of all silicones a) and all silicone resins b) is at least 30 wt .-%, preferably at least 45 wt .-%, in particular 45 to 70 wt .-%.
- the composition according to the invention is preferably free of substances suitable for crosslinking of alkenyl-containing silicones which contain at least two reactive Si-H groups (Si-H crosslinkers).
- the composition of the invention is preferably free of substances suitable for accelerating a reaction of Si-H- with the alkenyl groups. Suitable substances for accelerating a reaction of the Si-H- with the alkenyl groups are, in particular, platinum or platinum compounds, such as, for example, the Karstedt catalyst (a Pt (0) complex compound), or rhodium compounds.
- the composition according to the invention contains at least one radical generator which contains at least one peroxide function.
- a "free-radical generator” is understood as meaning a compound which decomposes thermally or photochemically into free radicals and thereby initiates free-radical reactions
- the radical generator is preferably selected from the group consisting of di (4-methylbenzoyl) peroxide, dibenzoyl peroxide, di (2,4 dichlorobenzoyl) peroxide, dicumyl peroxide, di- (4-tert-butylcyclohexyl) peroxydicarbonate, dilauroyl peroxide, dicetyl peroxydicarbonate, tert-butyl peroxybenzoate, tert-butylcumyl peroxide, di-tert-butyl peroxide, di (tert-butylperoxyisopropyl) benzene, 2,5-dimethyl 2,5-di (tert-butylperoxy) he
- Free-radical generators which contain at least one peroxide function are preferably in the composition according to the invention to a total of 0.3 to 3 wt .-%, particularly preferably to a total of 0.5 to 2 wt .-%, each based on the solids content of the composition, contain.
- the composition according to the invention preferably contains at least one solvent.
- the solvent is preferably selected from aromatic and aliphatic hydrocarbons, in particular from toluene, xylene and gasoline, from aprotic carbonyl compounds, in particular from ketones, esters and ethers and from inert protic solvents, in particular isopropanol.
- composition according to the invention may be used in the sense of auxiliaries and adjuvants, for example anchoring aids; organic and / or inorganic pigments; Fillers such as carbon black, graphite or carbon nanotubes and organic and / or inorganic particles (eg polymethyl methacrylate (PMMA), barium sulfate or titanium oxide ( ⁇ 02)) may be included.
- auxiliaries and adjuvants for example anchoring aids; organic and / or inorganic pigments; Fillers such as carbon black, graphite or carbon nanotubes and organic and / or inorganic particles (eg polymethyl methacrylate (PMMA), barium sulfate or titanium oxide ( ⁇ 02)) may be included.
- PMMA polymethyl methacrylate
- ⁇ 02 titanium oxide
- the composition of the invention independently contains 0.1 to 5 parts by weight of one or more anchoring aids and / or one or more pigments and / or 0.1 to 50 parts by weight of one or more fillers, each based on 100 parts by weight of the total on silicone (s) (base polymer (s)) and silicone resin (s).
- composition according to the invention is free from any constituents which exceed components a) to c) and one or more solvents.
- Another object of the invention is a process for the preparation of a pressure-sensitive adhesive composition comprising the thermal crosslinking of a composition according to the invention.
- Another object of the invention is a pressure-sensitive adhesive which is obtainable by thermal crosslinking of a composition according to the invention.
- thermal crosslinking is here the maximum achievable under the present, in particular from the composition of the composition and the resulting theoretically available sites of linkage, otherwise corresponding to the conditions usual for the crosslinking of silicone adhesives, conditions networking under the influence of heat
- the maximum value of the quotient of loss modulus (G ") and storage modulus (G ') (tan ⁇ , measured at 10 rad / s) of the pressure-sensitive adhesive of the invention in the temperature range between -60 ° C and 170 ° C is at least 0.6; in particular, it is at least 0.8. With these values, good - in particular acoustic - damping properties are obtained.
- compositions according to the invention or pressure-sensitive adhesives obtainable therefrom can advantageously be used for bonding acoustic membranes, for example loudspeaker membranes in mobile telephones, laptops, televisions and other devices equipped with loudspeakers, and for bonding brake system components in motor vehicles.
- the PSA is preferably coated in a layer thickness of 5 to 30 ⁇ on a film, for example by means of direct coating or lamination, and then the other film is applied to the free adhesive mass side.
- Another object of the invention is a multi-layer composite, the
- polypropylene PP
- PET polyethylene terephthalate
- PBT polybutylene terephthalate
- PC polycarbonate
- PU polyurethane
- TPU thermoplastic polyurethane
- PEN polyethylene naphthalate
- PPS Polyphenylene sulfide
- PI polyimide
- PES polyethersulfone
- PSU polyetherimide
- PEI polyarylate
- PAR polyetheretherketone
- PAEK polyaryletherketone
- PAEK polyaryletherketone
- Such a multilayer composite can be used particularly advantageously as an acoustic membrane in the above sense.
- the main component of the two films is particularly preferably a polyetheretherketone.
- compositions according to the invention or the pressure-sensitive adhesives obtainable therefrom are adhesions to ceilings and floors of house and façade elements (eg doors, windows); further bonding (beyond loudspeaker membranes) in electronic devices such as mobile phones, laptops, televisions; Bonding to movable furniture elements such as drawers; Bonding of the interior lining of vehicles and aircraft; Bonding in kitchen appliances (eg mixers); Bonding of moving parts in printers; Adhesions in mass memories or drives of computers; further bonding in vehicles such as from and in oil pans, dashboards, body panels, door panels, vehicle floors, vehicle roofs, trunk lids and tailgates and vehicle windows; in particular, the noise reduction in bonnet hinges in vehicles; the noise reduction in washing machines and dryer drums; the squeak protection between window clamping rings and body of vehicles; Bonding of thick metal substrates in shipbuilding, for example, bonding of ship walls and decks; also bonding of metal plates in locomotives, train trailers and trucks; Bonding of
- the determination of the bond strength steel was carried out at a test climate of 23 ° C +/- 1 ° C temperature and 50% +/- 5% rel. Humidity.
- the tape samples were cut to 20 mm width and adhered to a steel plate.
- the steel plate was cleaned and conditioned before measurement. For this purpose, the plate was first wiped with acetone and then left for 5 minutes in the air, so that the solvent could evaporate.
- the side of the adhesive tape pattern facing away from the test substrate was then covered with a 50 ⁇ m aluminum foil, which prevented the pattern from stretching during the measurement.
- the test pattern was rolled up on the steel substrate.
- the adhesive tape was rolled over with a 2 kg roller 5 times back and forth at a winding speed of 10 m / min.
- the steel plate was slid into a special holder that allowed the pattern to become one Peel angle 90 ° vertically upwards.
- the bond strength was measured with Zwick tensile testing machine.
- the measurement results are given in N / cm and are averaged out of three measurements.
- DC 7651 50 g of DC 7651 were admixed with 19.57 g of DC 7066 and 1.09 g of Perkadox 33 in 5 ml of toluene. The mixture was then homogenized for 2 h with the magnetic stirrer.
- the resulting mixture was applied to a fluorosilicone PET liner in the form of a layer of 50 g / m 2 (for bond strength measurements) and 500 g / m 2 (for Dynamic Mechanical Analysis), followed by 2 min at 90 ° C Crosslinked at 170 ° C for 5 min.
- Table 1 lists the formulations used. Table 1: Compositions for the production of pressure-sensitive adhesives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
L'invention vise à mettre au point une matière adhésive facile à utiliser présentant de bonnes propriétés d'amortissement des vibrations, ces propriétés pouvant être ajustées et se manifestant sur un large spectre de températures, et la matière adhésive présentant en outre une stabilité mécanique suffisante précisément à des températures élevées. Cet objectif est atteint grâce à une composition pour fabriquer une matière autoadhésive qui contient a) au moins une silicone contenant au moins deux groupes alcényle ; b) au moins une résine de silicone ; c) au moins un générateur de radicaux qui contient au moins une fonction peroxyde. L'invention concerne également une matière autoadhésive pouvant être obtenue par réticulation thermique d'une composition selon l'invention.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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EP18705119.8A EP3583185A1 (fr) | 2017-02-17 | 2018-02-08 | Matière autoadhésive à base de silicone amortissant les vibrations |
KR1020197023213A KR20190103331A (ko) | 2017-02-17 | 2018-02-08 | 진동-감쇠 실리콘 접착제 화합물 |
CN201880007873.1A CN110225951A (zh) | 2017-02-17 | 2018-02-08 | 振动阻尼硅酮胶粘剂物质 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102017202624.3 | 2017-02-17 | ||
DE102017202624.3A DE102017202624A1 (de) | 2017-02-17 | 2017-02-17 | Vibrationsdämpfende Silikon-Haftklebmasse |
Publications (1)
Publication Number | Publication Date |
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WO2018149720A1 true WO2018149720A1 (fr) | 2018-08-23 |
Family
ID=61223897
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2018/053145 WO2018149720A1 (fr) | 2017-02-17 | 2018-02-08 | Matière autoadhésive à base de silicone amortissant les vibrations |
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Country | Link |
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EP (1) | EP3583185A1 (fr) |
KR (1) | KR20190103331A (fr) |
CN (1) | CN110225951A (fr) |
DE (1) | DE102017202624A1 (fr) |
TW (1) | TWI669366B (fr) |
WO (1) | WO2018149720A1 (fr) |
Cited By (1)
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KR20250127748A (ko) | 2022-12-23 | 2025-08-26 | 다우 실리콘즈 코포레이션 | 감쇠/충격 흡수 기능의 중간층 접착층을 갖는 전자 물품 |
Families Citing this family (4)
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CN108774488A (zh) * | 2018-06-15 | 2018-11-09 | 歌尔股份有限公司 | 有机硅类压敏胶及其制备方法、复合膜结构、振膜、及发声装置 |
KR102240003B1 (ko) * | 2019-11-22 | 2021-04-14 | 한국신발피혁연구원 | 응집성과 기재 밀착성이 우수한 실리콘 점착제 조성물 및 이를 이용하여 제조되는 실리콘 점착시트 |
CN113411738B (zh) * | 2020-03-17 | 2023-08-22 | 3M创新有限公司 | 用于微型扬声器的音膜及其制备方法 |
CN113411737B (zh) * | 2020-03-17 | 2023-03-10 | 3M创新有限公司 | 用于微型扬声器的音膜及其制备方法 |
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EP1018725A2 (fr) | 1999-01-05 | 2000-07-12 | CWW-GERKO Akustik GmbH & Co. KG | Procédé pour amortir le son d'une pièce en tôle |
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EP3207104B1 (fr) * | 2014-10-13 | 2021-08-25 | Avery Dennison Corporation | Adhésifs de silicone soudables et amortissant les vibrations |
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2017
- 2017-02-17 DE DE102017202624.3A patent/DE102017202624A1/de not_active Withdrawn
-
2018
- 2018-02-08 KR KR1020197023213A patent/KR20190103331A/ko not_active Ceased
- 2018-02-08 EP EP18705119.8A patent/EP3583185A1/fr not_active Withdrawn
- 2018-02-08 WO PCT/EP2018/053145 patent/WO2018149720A1/fr unknown
- 2018-02-08 CN CN201880007873.1A patent/CN110225951A/zh active Pending
- 2018-02-08 TW TW107104436A patent/TWI669366B/zh not_active IP Right Cessation
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Cited By (1)
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KR20250127748A (ko) | 2022-12-23 | 2025-08-26 | 다우 실리콘즈 코포레이션 | 감쇠/충격 흡수 기능의 중간층 접착층을 갖는 전자 물품 |
Also Published As
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KR20190103331A (ko) | 2019-09-04 |
DE102017202624A1 (de) | 2018-08-23 |
TW201835280A (zh) | 2018-10-01 |
EP3583185A1 (fr) | 2019-12-25 |
TWI669366B (zh) | 2019-08-21 |
CN110225951A (zh) | 2019-09-10 |
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