WO1998028379A1 - Compose de scellage et son utilisation en vue de produire des recipients etanches - Google Patents
Compose de scellage et son utilisation en vue de produire des recipients etanches Download PDFInfo
- Publication number
- WO1998028379A1 WO1998028379A1 PCT/EP1997/007108 EP9707108W WO9828379A1 WO 1998028379 A1 WO1998028379 A1 WO 1998028379A1 EP 9707108 W EP9707108 W EP 9707108W WO 9828379 A1 WO9828379 A1 WO 9828379A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- weight
- sealing compound
- sealing
- component
- adhesive
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 102
- 238000007789 sealing Methods 0.000 title claims abstract description 99
- 239000000853 adhesive Substances 0.000 claims abstract description 20
- 230000001070 adhesive effect Effects 0.000 claims abstract description 20
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000049 pigment Substances 0.000 claims abstract description 11
- 239000000654 additive Substances 0.000 claims abstract description 8
- 229920000768 polyamine Polymers 0.000 claims abstract description 8
- 239000003085 diluting agent Substances 0.000 claims abstract description 7
- 239000000945 filler Substances 0.000 claims abstract description 6
- 229920000620 organic polymer Polymers 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims description 17
- 239000012948 isocyanate Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 150000002513 isocyanates Chemical class 0.000 claims description 10
- 230000008569 process Effects 0.000 claims description 10
- 238000004806 packaging method and process Methods 0.000 claims description 9
- -1 polyoxypropylene Polymers 0.000 claims description 7
- 229920002367 Polyisobutene Polymers 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 4
- 229920001083 polybutene Polymers 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 1
- 229920001451 polypropylene glycol Polymers 0.000 claims 1
- 239000002981 blocking agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 231100001261 hazardous Toxicity 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- 238000013508 migration Methods 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 235000019589 hardness Nutrition 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 150000001413 amino acids Chemical class 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
- 239000013065 commercial product Substances 0.000 description 2
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 238000002372 labelling Methods 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 235000000346 sugar Nutrition 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 125000005628 tolylene group Chemical group 0.000 description 2
- FZENGILVLUJGJX-NSCUHMNNSA-N (E)-acetaldehyde oxime Chemical compound C\C=N\O FZENGILVLUJGJX-NSCUHMNNSA-N 0.000 description 1
- JHNRZXQVBKRYKN-VQHVLOKHSA-N (ne)-n-(1-phenylethylidene)hydroxylamine Chemical compound O\N=C(/C)C1=CC=CC=C1 JHNRZXQVBKRYKN-VQHVLOKHSA-N 0.000 description 1
- GSSUDDYGPOVEMX-UHFFFAOYSA-N 2,2,4-trimethylcyclohexane-1,1-diamine Chemical compound CC1CCC(N)(N)C(C)(C)C1 GSSUDDYGPOVEMX-UHFFFAOYSA-N 0.000 description 1
- BKFWZZRDUKASOU-UHFFFAOYSA-N 2-n-cyclohexylpropane-1,2-diamine Chemical compound NCC(C)NC1CCCCC1 BKFWZZRDUKASOU-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 235000019399 azodicarbonamide Nutrition 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001845 chromium compounds Chemical class 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000005007 epoxy-phenolic resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- HDERJYVLTPVNRI-UHFFFAOYSA-N ethene;ethenyl acetate Chemical group C=C.CC(=O)OC=C HDERJYVLTPVNRI-UHFFFAOYSA-N 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 235000012243 magnesium silicates Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- YGNXYFLJZILPEK-UHFFFAOYSA-N n-cyclopentylidenehydroxylamine Chemical compound ON=C1CCCC1 YGNXYFLJZILPEK-UHFFFAOYSA-N 0.000 description 1
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 1
- NAQQTJZRCYNBRX-UHFFFAOYSA-N n-pentan-3-ylidenehydroxylamine Chemical compound CCC(CC)=NO NAQQTJZRCYNBRX-UHFFFAOYSA-N 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 235000013759 synthetic iron oxide Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000005028 tinplate Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000001993 wax Substances 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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
- C09K3/1021—Polyurethanes or derivatives thereof
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3234—Polyamines cycloaliphatic
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3823—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
- C08G18/3825—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing amide groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/60—Polyamides or polyester-amides
- C08G18/603—Polyamides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/02—Polyureas
-
- 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
- C08G2190/00—Compositions for sealing or packing joints
-
- 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
- C08G2390/00—Containers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
- C08L23/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/26—Natural polymers, natural resins or derivatives thereof according to C08L1/00 - C08L5/00, C08L89/00, C08L93/00, C08L97/00 or C08L99/00
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/02—Inorganic compounds
- C09K2200/0217—Salts
- C09K2200/023—Sulfur-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/02—Inorganic compounds
- C09K2200/0239—Oxides, hydroxides, carbonates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/02—Inorganic compounds
- C09K2200/0243—Silica-rich compounds, e.g. silicates, cement, glass
Definitions
- the subject of the present invention is a sealing compound which comprises
- the present invention relates, furthermore, to processes for preparing the sealing compound, to processes for producing closures, especially for the pressure-tight sealing of packaging containers, using this sealing compound, and to such closures.
- Sealing compounds of the type specified at the outset are already known from EP-B-542 766. According to EP-B-542 766, these sealing compounds are employed in producing closures for food packaging containers. The use of the sealing compounds to produce pressure-tight containers, on the other hand, is not described in EP-B-542 766.
- EP-B-546 051 proposed applying, to an already applied sealing compound, an adhesive which ensures both the sealing of the containers without an additional clamping ring and the trouble-free opening of the containers.
- the present invention is based, accordingly, on the object of providing a sealing compound which allows the production of pressure-tight containers, the containers being intended to meet the corresponding standards (for example German Hazardous Goods Ordinance Rail and Hazardous Goods Ordinance Road, Appendix A5) in relation to pressure tightness without the use of an additional clamping ring and without the additional application of an adhesive to the sealing compound.
- the sealing compound should show little or no migration of the constituents of the sealing compound into the packaged product.
- the sealing compound should also meet the other requirements commonly set, for example in relation to chemical resistance and elasticity.
- the sealing compound should be able to be applied and cured on the existing plant.
- the sealing compound of the type specified at the outset which is characterized in that it comprises G) from 1 to 40% by weight of at least one adhesive, the sum of the proportions by weight of all components (A) to (G) employed in the sealing compound being in each case 100% by weight.
- Further subjects of the present invention are processes for preparing the sealing compound, processes for producing closures, especially for the pressure-tight sealing of packaging containers, using this sealing compound, and such closures .
- Compounds suitable as component (A) of the sealing compound are all those having on average at least two isocyanate groups per molecule.
- the isocyanates in this case can be monomers or oligomers and also prepolymers having at least 2 NCO groups per molecule.
- the prepolymers can have been prepared, for example, by the reaction of a diisocyanate with a chain extender.
- (A) are not free but are present in blocked form. It is preferred to employ blocked isocyanates which at room temperature are liquid or are present as a solution or dispersion. It must also be ensured that, in the case of food packaging, the migration rate of the structural components of the isocyanate compound, for example blocking agent, into the product is as low as possible.
- blocking agents of component (A) are, in particular, compounds unobjectionable from the standpoint of foodstuffs law, for example amino acids, cyclized amino acids and sugars, and also, for example, malonic acid and malonic esters.
- Other possible blocking agents are oximes, for example acetoxime, diethyl ketoxime, acetophenone oxime, cyclohexanone oxime, cyclopentanone oxime, formaldoxime, acetaldoxime, and also phenols and caprolactams . When these blocking agents are employed, however, it should be ensured that no problems occur as a result of migration of residues of blocking agent into the product.
- Isocyanates suitable as the isocyanate component are, in particular, all those which, in the form in which they have been fully reacted with one of the above-mentioned blocking agents, are preferably liquid and lead to systems which preferably have Shore A hardnesses (DIN 53 505) of between 20 and 80.
- the isocyanate component should not be readily volatile at room temperature.
- isocyanates examples include di- and/or trimerized 2,4- and 2,6-tolylene diisocyanate, di- and/or trimerized hexamethylene diisocyanate, alone or in a mixture with small amounts of monomeric tolylene or hexamethylene diisocyanate, respectively.
- chain-extended diisocyanates especially chainextended tolylene or hexamethylene diisocyanate.
- Chain extenders employed are diols and/or triols and/or polyols and also mixtures of diols with tri- and/or polyols. It is preferred to employ di- and/or trimerized tolylene diisocyanate or tolylene diisocyanate which has been chain-extended with a diol and/or triol .
- Component (A) is employed in the sealing compound in an amount of from 20 to 95% by weight, preferably from 25 to
- Compounds (component (B) ) suitable for crosslinking the blocked isocyanates which are employed in an amount of from 1.5 to 30% by weight, preferably from 2 to 20% by weight, based in each case on the overall weight of the sealing compound, are di- and/or polyamines, especially diamines which are liquid at room temperature, particularly preferably liquid cycloaliphatic diamines, for example 4,4- diamino-3 , 3-dimethyldicyclohexylmethane, 4 , 4-diaminodicyclo- hexylmethane, polyoxypropylenetriamine having a mean molecular weight MW of from 400 to 450, and also liquid polyaminoamides such as, for example, the commercial product "Versamid 100" from the company Schering AG, and liquid polyaminoamides prepared by condensation of di- and trimeric fatty acids with aliphatic amines, and also amines having a low melting point.
- the amino groups of the amino compounds employed are generally primary and
- the isocyanate component (A) and the amine component (B) are therefore employed in the sealing compounds according to the invention preferably in amounts such that the proportion of component (A) to component (B) is between 7 : 1 and 15 : 1, particularly preferably between 10 : 1 and 14 : 1.
- the sealing compound may also, if desired, include at least one further organic polymer, preferably at least one further plastic and/or elastic and/or reactive organic liquid and/or pulverulent polymer.
- This component (C) is employed in the sealing compound in an amount of from 0 to 50% by weight, preferably from 1 to 35% by weight, based in each case on the overall weight of the sealing compound.
- Suitable modifiers are styrene- butadiene copolymers, styrene-butadiene-styrene rubber, relatively high molecular mass polyethylene homo- and copolymers, relatively high molecular mass ethylene-vinyl acetate copolymers, relatively high molecular mass vinyl acetate-ethylene copolymers, polystyrene, polyvinyl alcohols, polyamides, acrylate polymers, nitrile rubbers, polyurethane precondensates, epoxy resins, polyesters, sugars, etc.
- the sealing compound also contains from 0 to 60% by weight, preferably from 0 to 30% by weight, based in each case on the overall weight of the sealing compound, of pigments and/or fillers, such as, for example, titanium dioxide, synthetic iron oxides, organic pigments, for example phthalocyanines, tartrazines, ultramarine blue, Pigment Yellow 83, Pigment Orange 43, Pigment Orange 5, Pigment Red 4, and also magnesium silicates and aluminum silicates, amorphous and pyrogenic silica, barium sulfate, carbon black, talc, kaolin and chalk (component (D) ) .
- pigments and/or fillers such as, for example, titanium dioxide, synthetic iron oxides, organic pigments, for example phthalocyanines, tartrazines, ultramarine blue, Pigment Yellow 83, Pigment Orange 43, Pigment Orange 5, Pigment Red 4, and also magnesium silicates and aluminum silicates, amorphous and pyrogenic silica, barium sulfate, carbon black, tal
- the sealing compound may also comprise from 0 to 50% by weight, preferably from 0 to 20% by weight, based in each case on the overall weight of the sealing compound, of one or more reactive diluents (component (E) ) .
- suitable compounds are preferably polyfunctional amines, especially cycloaliphatic diamines, for example cyclohexylpropylenediamine etc.
- polyols for example propylene glycol and diethylene glycol and also reactive oils, for example vegetable oils containing OH groups, as reactive diluents.
- they have the disadvantage of a lower reactivity in comparison with polyamines.
- the sealing compound according to the invention may also comprise from 0 to 35% by weight, preferably from 1 to 20% by weight, based on the overall weight of the sealing compound, of other auxiliaries and additives (component (F) ) .
- auxiliaries and additives component (F)
- examples thereof are, in particular, low molecular mass plasticizers, for example phthalates, citrates, sebacates, octoates and the like, and also other customarily employed auxiliaries and additives, for example silicone oils .
- compositions employed as component F are waxes and silicas for obtaining specific flow properties
- thixotropic agents and, in the case of foamed sealing compounds, blowing agents, for example azodicarboxamides or sulfohydrazides .
- the sealing compound according to the invention contains less than 1% by weight, with particular preference essentially no lubricants, since the customarily employed lubricants reduce the tack of the sealing compound.
- the sealing compound is employed primarily for use in closures for pressure-tight containers of the type specified at the outset. Alternatively, it can be employed as a foamed sealing compound.
- the foaming of the sealing compounds brings about a reduction in the Shore A hardness (measured in accordance with DIN 53 505) , an increase in the flexibility, a more favorable weight/volume ratio, and the obtention of a better sealing function as a result of better deformability.
- the tack of the sealing compound is affected only slightly, in general, by the addition of foaming agents .
- the sealing compound contains from 1 to 40% by weight, preferably from 5 to 25% by weight, based in each case on the overall weight of the sealing compound, of at least one adhesive.
- Adhesives suitable in principle for use in the sealing compound according to the invention are all adhesives, especially all adhesives which at room temperature are liquid or highly viscous.
- component (G) can also be employed in the form of a liquid or highly viscous solution or dispersion. Also suitable in principle are so-called hotmelt adhesives.
- Component (G) is generally selected such that at least some of component (G) is located on the surface of the sealing compound, after the sealing compound has been applied, and ensures heightened adhesion or adhesion promotion of the sealing compound relative to the counterpart of the closure (for example metal or further sealing compound) .
- the sealing compound according to the invention it is possible, for example, to employ adhesives based on tall resins and/or colophony resins and the like.
- the adhesives preferably employed in the sealing compound according to the invention are low molecular mass, branched or, preferably, linear or substantially linear homo- and/or copolymers of aliphatic, ethylenically unsaturated hydrocarbons having 2 to 6 C atoms, for example polybutene and/or polyisobutylene or polyisobutene and/or ethylene-propylene copolymers and/or ethylene-vinyl acetate copolymers.
- the preparation of the sealing compound takes place by mixing the individual components, with or without first adding the insoluble components, for example pigments, to component (A) and - where necessary - carrying out dispersion using the dispersing equipment customary in the coating industry. In the case of the preparation of non- foamed sealing compounds, mixing or dispersing is usually carried out under vacuum.
- the sealing compound prepared in this way generally has Shore A hardnesses (DIN 53 505) of between 20 and 80, preferably between 25 and 70.
- the sealing compound according to the invention is usually applied in a coat thickness of from 0.2 to 20 mm, preferably from 1 to 10 mm.
- the above-described sealing compound is applied to the closures, preferably by means of the known "injection process".
- the sealing compound is injected or pressed at slightly elevated temperature, usually from about 30 to 70°C, in the uncured, pastelike state, from one or more nozzles, into the closure parts, which are set in rotation using a suction cup or the like at high rotational speed. Owing to the centrifugal forces, the sealing composition is transferred in the desired contour and form. After this inflow is complete, curing of the sealing compound takes place at temperatures between 150°C and 240°C for a drying time of from 1 to 5 min
- the closure which is to be coated with the sealing compound is understood as being all parts of the packaging material which are connected to the body of the packaging.
- the sealing compounds are applied in pressure-tight containers as are employed for the transportation and the storage of liquid products, for example paints and inks, or other chemicals (for example goods subject to labeling requirements, which in some circumstances may be environmentally hazardous) .
- the sealing compound according to the invention is suitable, for example, for application in the containers described in EP- B-546 051, with sealing being ensured without an additional clamping ring and without the additional application of an adhesive .
- closures may consist of metals, such as aluminum, black plate, tinplate and various ferrous alloys, to which a passivating layer based on nickel compounds, chromium compounds and tin compounds may have been applied.
- the sealing compound can be applied to coated closures, but in particular, owing to the good adhesion to metals, can also be applied to uncoated closures.
- Suitable coating compositions are the coating materials, customary in the packaging industry, based on epoxy-phenolic resin, acrylate resin or polyester, or organosols .
- these coating materials are known (cf. e.g. H. Kittel, Lehrbuch der Lacke und Be Anlagen für Schweizer [Textbook of Paints and Coatings] , Volume IV, Lack- und Be Anlagenmannssysteme, Formultechnik [Paint and coating systems, formulation] , Verlag W.A. Colomb in der H. Heenemann GmbH, Berlin- Oberschwandorf 1976) and therefore require no more detailed description here.
- the sealing compounds of Examples 1 to 5 and of Comparison Example 1 are prepared from the components indicated in Table 1 by mixing.
- the tack (manually) and the exudation behavior (manually and visually) of these sealing compounds are assessed.
- the results of these investigations are likewise shown in Table 1.
- Table 1 Composition of the sealing compounds in parts, and properties of the sealing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Sealing Material Composition (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BR9713759-6A BR9713759A (pt) | 1996-12-21 | 1997-12-18 | Composto de vedação e seu uso para produção de recipientes estanques à pressão |
| AU57596/98A AU5759698A (en) | 1996-12-21 | 1997-12-18 | Sealing compound and its use for producing pressure-tight containers |
| EP97953848A EP0948575A1 (fr) | 1996-12-21 | 1997-12-18 | Compose de scellage et son utilisation en vue de produire des recipients etanches |
| CA002274061A CA2274061A1 (fr) | 1996-12-21 | 1997-12-18 | Compose de scellage et son utilisation en vue de produire des recipients etanches |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19653914A DE19653914A1 (de) | 1996-12-21 | 1996-12-21 | Dichtungsmasse und ihre Verwendung zur Herstellung druckdichter Gebinde |
| DE19653914.5 | 1996-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1998028379A1 true WO1998028379A1 (fr) | 1998-07-02 |
Family
ID=7815944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1997/007108 WO1998028379A1 (fr) | 1996-12-21 | 1997-12-18 | Compose de scellage et son utilisation en vue de produire des recipients etanches |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0948575A1 (fr) |
| AU (1) | AU5759698A (fr) |
| BR (1) | BR9713759A (fr) |
| CA (1) | CA2274061A1 (fr) |
| DE (1) | DE19653914A1 (fr) |
| WO (1) | WO1998028379A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7351784B2 (en) * | 2005-09-30 | 2008-04-01 | Intel Corporation | Chip-packaging composition of resin and cycloaliphatic amine hardener |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6079084A (ja) * | 1983-10-06 | 1985-05-04 | Nissan Motor Co Ltd | 高浸透性シ−リング剤組成物 |
| EP0159448A1 (fr) * | 1984-03-19 | 1985-10-30 | Pratley Investments (Proprietary) Limited | Composition adhésive ou d'étanchement |
| EP0293602A2 (fr) * | 1987-05-07 | 1988-12-07 | H.B. FULLER LICENSING & FINANCING, INC. | Composition adhésive d'uréthane réactive, fusible et stable à la chaleur, comprenant un polymère thermoplastique, un prépolymère compatible et durcissable d'uréthane de polyalcoylènepolyol et un agent d'adhésivité |
| EP0343523A2 (fr) * | 1988-05-23 | 1989-11-29 | Tremco Incorporated | Compositions d'étanchéité ou mélanges de revêtement contenant des promoteurs d'adhésion fonctionnels à base de silane ou de siloxane et non réactifs avec les isocyanates bloqués |
| WO1991014739A1 (fr) * | 1990-03-21 | 1991-10-03 | Henkel Kommanditgesellschaft Auf Aktien | Matiere d'etancheite en polyurethane avec des composes epoxydes |
| WO1992002592A1 (fr) * | 1990-08-10 | 1992-02-20 | Basf Lacke + Farben Aktiengesellschaft | Procede de fabrication de fermetures de recipients d'emballage |
| WO1992004248A1 (fr) * | 1990-09-03 | 1992-03-19 | Metalvarefabriken Baltic A/S | Dispositif de fermeture pour un recipient |
| WO1996015170A1 (fr) * | 1994-11-16 | 1996-05-23 | Minnesota Mining And Manufacturing Company | Adhesif polyolefinique qui durcit par l'action de l'humidite |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2328430C2 (de) * | 1973-06-05 | 1983-05-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Haftklebern |
| DE4407490A1 (de) * | 1994-03-07 | 1995-09-14 | Bayer Ag | Verfahren zur Herstellung heißhärtender Einkomponenten-Polyurethan-Reaktivmassen |
-
1996
- 1996-12-21 DE DE19653914A patent/DE19653914A1/de not_active Ceased
-
1997
- 1997-12-18 CA CA002274061A patent/CA2274061A1/fr not_active Abandoned
- 1997-12-18 EP EP97953848A patent/EP0948575A1/fr not_active Withdrawn
- 1997-12-18 BR BR9713759-6A patent/BR9713759A/pt not_active Application Discontinuation
- 1997-12-18 AU AU57596/98A patent/AU5759698A/en not_active Abandoned
- 1997-12-18 WO PCT/EP1997/007108 patent/WO1998028379A1/fr active Search and Examination
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6079084A (ja) * | 1983-10-06 | 1985-05-04 | Nissan Motor Co Ltd | 高浸透性シ−リング剤組成物 |
| EP0159448A1 (fr) * | 1984-03-19 | 1985-10-30 | Pratley Investments (Proprietary) Limited | Composition adhésive ou d'étanchement |
| EP0293602A2 (fr) * | 1987-05-07 | 1988-12-07 | H.B. FULLER LICENSING & FINANCING, INC. | Composition adhésive d'uréthane réactive, fusible et stable à la chaleur, comprenant un polymère thermoplastique, un prépolymère compatible et durcissable d'uréthane de polyalcoylènepolyol et un agent d'adhésivité |
| EP0343523A2 (fr) * | 1988-05-23 | 1989-11-29 | Tremco Incorporated | Compositions d'étanchéité ou mélanges de revêtement contenant des promoteurs d'adhésion fonctionnels à base de silane ou de siloxane et non réactifs avec les isocyanates bloqués |
| WO1991014739A1 (fr) * | 1990-03-21 | 1991-10-03 | Henkel Kommanditgesellschaft Auf Aktien | Matiere d'etancheite en polyurethane avec des composes epoxydes |
| WO1992002592A1 (fr) * | 1990-08-10 | 1992-02-20 | Basf Lacke + Farben Aktiengesellschaft | Procede de fabrication de fermetures de recipients d'emballage |
| WO1992004248A1 (fr) * | 1990-09-03 | 1992-03-19 | Metalvarefabriken Baltic A/S | Dispositif de fermeture pour un recipient |
| WO1996015170A1 (fr) * | 1994-11-16 | 1996-05-23 | Minnesota Mining And Manufacturing Company | Adhesif polyolefinique qui durcit par l'action de l'humidite |
Non-Patent Citations (1)
| Title |
|---|
| DATABASE WPI Section Ch Week 8524, Derwent World Patents Index; Class A14, AN 85-144196, XP002061783 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7351784B2 (en) * | 2005-09-30 | 2008-04-01 | Intel Corporation | Chip-packaging composition of resin and cycloaliphatic amine hardener |
Also Published As
| Publication number | Publication date |
|---|---|
| DE19653914A1 (de) | 1998-06-25 |
| AU5759698A (en) | 1998-07-17 |
| EP0948575A1 (fr) | 1999-10-13 |
| CA2274061A1 (fr) | 1998-07-02 |
| BR9713759A (pt) | 2000-02-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR102170011B1 (ko) | 하이드록시 작용성 알킬 폴리우레아 함유 조성물 | |
| US4093097A (en) | Plastisol composition and container closure gasket made therefrom | |
| US5130402A (en) | Coating composition and plastisol composition, and articles coated therewith | |
| US4694093A (en) | Polyurethane resin composition | |
| AU2011349560B2 (en) | MDI based linings and membranes from prepolymers with very low free monomeric isocyanates | |
| US5091455A (en) | Polyurethane-poly (vinylchloride) interpenetrating network | |
| AU656926B2 (en) | Plastisol composition | |
| JP2001525882A (ja) | 水酸基末端ポリジエンポリマーから調製したポリウレタン組成物 | |
| KR100292906B1 (ko) | 플라스티졸 조성물 | |
| WO2018101242A1 (fr) | Adhésif réactif, film multicouche et emballage | |
| JP6452018B1 (ja) | 2液型接着剤用の硬化剤、2液型接着剤、積層フィルム及び包装体 | |
| US5376416A (en) | Process for the production of closures for packaging containers | |
| US5384169A (en) | Process for the preparation of closures for packaging containers | |
| WO1998028379A1 (fr) | Compose de scellage et son utilisation en vue de produire des recipients etanches | |
| JP6617916B2 (ja) | 無溶剤接着剤用ポリオール組成物、無溶剤型接着剤、及び積層フィルム | |
| JP3366153B2 (ja) | 塩化ビニル系プラスチゾル組成物 | |
| CA2061597C (fr) | Polymeres de polysulfure durcis a l'isocyanate | |
| JPS61203168A (ja) | ポリウレタン組成物 | |
| JP7395091B2 (ja) | 硬化促進剤組成物 | |
| JPS59131669A (ja) | 塩化ビニル系プラスチゾル組成物 | |
| HK1188803A (en) | Mdi based linings and membranes from prepolymers with very low free monomeric isocyanates |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AK | Designated states |
Kind code of ref document: A1 Designated state(s): AL AM AT AU AZ BB BG BR BY CA CH CN CZ DK EE ES FI GB GE HU IL IS JP KE KG KP KR KZ LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TR TT UA UG US UZ VN |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE |
|
| DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
| ENP | Entry into the national phase |
Ref document number: 2274061 Country of ref document: CA Ref country code: CA Ref document number: 2274061 Kind code of ref document: A Format of ref document f/p: F |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 1997953848 Country of ref document: EP |
|
| WWP | Wipo information: published in national office |
Ref document number: 1997953848 Country of ref document: EP |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 09194717 Country of ref document: US |
|
| WWW | Wipo information: withdrawn in national office |
Ref document number: 1997953848 Country of ref document: EP |
|
| DPE2 | Request for preliminary examination filed before expiration of 19th month from priority date (pct application filed from 20040101) |