JP5491391B2 - 塗料接着付与剤を含有する硬化性シリル含有ポリマー組成物 - Google Patents
塗料接着付与剤を含有する硬化性シリル含有ポリマー組成物 Download PDFInfo
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- JP5491391B2 JP5491391B2 JP2010514781A JP2010514781A JP5491391B2 JP 5491391 B2 JP5491391 B2 JP 5491391B2 JP 2010514781 A JP2010514781 A JP 2010514781A JP 2010514781 A JP2010514781 A JP 2010514781A JP 5491391 B2 JP5491391 B2 JP 5491391B2
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- Prior art keywords
- silicone
- containing polymer
- paint adhesion
- hydrolyzable silyl
- sich
- Prior art date
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- 239000003973 paint Substances 0.000 title claims description 112
- 229920000642 polymer Polymers 0.000 title claims description 102
- 239000000203 mixture Substances 0.000 title claims description 97
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 title claims description 91
- 239000002318 adhesion promoter Substances 0.000 title claims description 66
- 229920001296 polysiloxane Polymers 0.000 claims description 93
- 239000003795 chemical substances by application Substances 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims description 31
- 239000000565 sealant Substances 0.000 claims description 31
- 229920005862 polyol Polymers 0.000 claims description 30
- -1 allenylene Chemical group 0.000 claims description 29
- 150000003077 polyols Chemical class 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 229910000077 silane Inorganic materials 0.000 claims description 21
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 20
- 239000004014 plasticizer Substances 0.000 claims description 20
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 19
- 229910052717 sulfur Inorganic materials 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 150000002009 diols Chemical class 0.000 claims description 16
- 229920000570 polyether Polymers 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000005282 allenyl group Chemical group 0.000 claims description 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 12
- 239000011593 sulfur Substances 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- BUZRAOJSFRKWPD-UHFFFAOYSA-N isocyanatosilane Chemical compound [SiH3]N=C=O BUZRAOJSFRKWPD-UHFFFAOYSA-N 0.000 claims description 10
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- 125000005442 diisocyanate group Chemical group 0.000 claims description 9
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- 239000004814 polyurethane Substances 0.000 claims description 8
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
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- 125000004434 sulfur atom Chemical group 0.000 claims description 6
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- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 5
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
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- 238000001723 curing Methods 0.000 description 7
- 239000012948 isocyanate Substances 0.000 description 7
- 239000013500 performance material Substances 0.000 description 7
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 6
- 239000012975 dibutyltin dilaurate Substances 0.000 description 6
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 5
- 238000004381 surface treatment Methods 0.000 description 5
- 239000012756 surface treatment agent Substances 0.000 description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 4
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical class CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 description 4
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- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
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- 238000003786 synthesis reaction Methods 0.000 description 4
- BKUSIKGSPSFQAC-RRKCRQDMSA-N 2'-deoxyinosine-5'-diphosphate Chemical compound O1[C@H](CO[P@@](O)(=O)OP(O)(O)=O)[C@@H](O)C[C@@H]1N1C(NC=NC2=O)=C2N=C1 BKUSIKGSPSFQAC-RRKCRQDMSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 3
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 3
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
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- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 3
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- 239000004922 lacquer Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 description 1
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 description 1
- SWPRLROHVKTMPN-UHFFFAOYSA-N n-butyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCCCNCC(C)C[Si](OC)(OC)OC SWPRLROHVKTMPN-UHFFFAOYSA-N 0.000 description 1
- YJOGKUUQSLYPQJ-UHFFFAOYSA-N n-ethyl-2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CCNCC(C)(C)CC[Si](OC)(OC)OC YJOGKUUQSLYPQJ-UHFFFAOYSA-N 0.000 description 1
- FRDNYWXDODPUJV-UHFFFAOYSA-N n-ethyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OC)(OC)OC FRDNYWXDODPUJV-UHFFFAOYSA-N 0.000 description 1
- FYZBRYMWONGDHC-UHFFFAOYSA-N n-ethyl-3-trimethoxysilylpropan-1-amine Chemical compound CCNCCC[Si](OC)(OC)OC FYZBRYMWONGDHC-UHFFFAOYSA-N 0.000 description 1
- OKIKLSJWTXOVSF-UHFFFAOYSA-N n-methyl-2-(3-trimethoxysilylpropoxy)propan-1-amine Chemical compound CNCC(C)OCCC[Si](OC)(OC)OC OKIKLSJWTXOVSF-UHFFFAOYSA-N 0.000 description 1
- PIQILASEWZVACI-UHFFFAOYSA-N n-methyl-4-triethoxysilylbutan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCCNC PIQILASEWZVACI-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- MBAUOPQYSQVYJV-UHFFFAOYSA-N octyl 3-[4-hydroxy-3,5-di(propan-2-yl)phenyl]propanoate Chemical compound OC1=C(C=C(C=C1C(C)C)CCC(=O)OCCCCCCCC)C(C)C MBAUOPQYSQVYJV-UHFFFAOYSA-N 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- DNAJDTIOMGISDS-UHFFFAOYSA-N prop-2-enylsilane Chemical compound [SiH3]CC=C DNAJDTIOMGISDS-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- IYMSIPPWHNIMGE-UHFFFAOYSA-N silylurea Chemical class NC(=O)N[SiH3] IYMSIPPWHNIMGE-UHFFFAOYSA-N 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- CFWKOXVDRYZCQI-UHFFFAOYSA-N tert-butyl-(isocyanatomethoxy)-dimethoxysilane Chemical compound CO[Si](OC)(C(C)(C)C)OCN=C=O CFWKOXVDRYZCQI-UHFFFAOYSA-N 0.000 description 1
- KGXPCPDJIFECBX-UHFFFAOYSA-N tert-butyl-diethoxy-(1-isocyanatoethoxy)silane Chemical compound CCO[Si](OCC)(C(C)(C)C)OC(C)N=C=O KGXPCPDJIFECBX-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- BOTMPGMIDPRZGP-UHFFFAOYSA-N triethoxy(isocyanatomethyl)silane Chemical compound CCO[Si](OCC)(OCC)CN=C=O BOTMPGMIDPRZGP-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 description 1
- UOTGHAMTHYCXIM-UHFFFAOYSA-N trimethoxysilylmethylurea Chemical compound CO[Si](OC)(OC)CNC(N)=O UOTGHAMTHYCXIM-UHFFFAOYSA-N 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
Images
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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- 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
-
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- 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
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- 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
- C08G18/48—Polyethers
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- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
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Description
a)少なくとも一つの加水分解性シリル含有ポリマー;
b)少なくとも一つのシリコーン含有塗料接着付与剤;および
c)充填剤、可塑剤、揺変剤、抗酸化剤、紫外線安定化剤、接着促進剤、硬化触媒、湿気除去剤、顔料、染料、界面活性剤、溶媒および殺生物剤からなる群より選択される少なくとも一つの成分、
を含有する硬化性組成物を提供する。
ここで:
R1は500から100,000グラム/モルの数平均分子量を有する一価のもしくは多価の有機ポリマーフラグメントであり;
R2の各々は独立して、二価のアルキレン、アルケニレン、アレニレン、アリーレンおよびアラルキレンからなる群より選択される1から12個の炭素原子を含有する二価のヒドロカルビル基であり、そして酸素、窒素および硫黄からなる群より選択されるヘテロ原子を任意選択で少なくとも一つ含有し;
A1の各々は独立して二価の酸素(−O−)、硫黄(−S−)もしくは構造(−)2NR3の置換窒素から選択され、ここでR3は水素、アルキル、アルケニル、アレニル、アリール、アラルキルもしくは−R2SiX1X2X3基であり、ここで水素以外のそれぞれのR3は1から18個までの炭素原子を含有し、そしてA1が酸素もしくは硫黄の時、A2は(−)2NR3であるという条件であり、そしてaが0の時、A1は酸素であるという条件であり;
A2の各々は独立して、二価の酸素(−O−)、硫黄(−S−)もしくは構造(−)2NR3の置換窒素より選択され、ここでR3は水素、アルキル、アルケニル、アレニル、アリール、アラルキルもしくは−R2SiX7X8X9基であり、ここで水素以外のそれぞれのR3は1から18個までの炭素原子を含有し、そしてA2が酸素もしくは硫黄の時、A1は(−)2NR3であるという条件であり;
X1の各々は独立してR4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−およびR4 2NO−からなる群より選択され、ここでR4は独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4は、1から18個までの炭素原子と、そして任意選択で少なくともひとつの酸素もしくは硫黄原子とを含有し;
X2およびX3の各々は独立して、R4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−、R4 2NO−およびR4からなる群より選択され、ここでそれぞれのR4は独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4は、1から18個までの炭素原子と、そして任意選択で少なくとも一つの酸素もしくは硫黄原子とを含有し;そして
下付き文字aおよびbの各々は独立して整数であり、ここでaは0もしくは1であり、かつbは1から6である。
O=C=N−R5−SiX1X2X3 (2)
によって提供され、
ここで、
R5は、二価のアルキレン、アルケニレン、アレニレン、アリーレンおよびアラルキレンからなる群より選択される1から12個までの炭素原子を含有する二価のヒドロカルビル基であって、そして酸素および硫黄からなる群より選択される少なくとも一つのヘテロ原子を任意選択で含有し;
X1の各々は独立してR4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−およびR4 2NO−からなる群より選択され、ここでR4は独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4は、1から18個までの炭素原子と、そして任意選択で少なくともひとつの酸素もしくは硫黄原子とを含有し;
X2およびX3の各々は独立して、R4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−、R4 2NO−およびR4からなる群より選択され、ここでそれぞれのR4は独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4は、1から18個までの炭素原子と、そして任意選択で少なくとも一つの酸素もしくは硫黄原子とを含有する。
R6−[−(N=C=O)]c (3)
を有し、
ここでR6、そして下付き文字cは整数であり、ここでcは2から6である。R6は、ポリオールとイソシアナート基との反応の結果であるウレタン基を含有するポリマーフラグメントであることは理解されよう。イソシアナート末端プレポリマーは、具体的には約1.1から約2.0、より具体的には約1.4から約1.9、そしてもっとも具体的には約1.6から約1.8の範囲の異なるNCO対OH比において、ジイソシアナートとポリオールと反応させることによって調製される。
H−Y1−R2−SiX1X2X3 (4)
によって与えられ、
ここでR2、X1、X2およびX3は上述の意味を有し、Y1の各々は独立して、酸素(−O−)、硫黄(−S−)、(−)2NR3、−NR3(C=O)NR3−、−NR3(C=O)O−および−NR3(C=O)S−からなる群より選択され、ここで、R3は水素、アルキル、アルケニル、アレニル、アラルキルもしくは−R2SiX1X2X3基であり、ここで水素以外のそれぞれのR3は1から18個の炭素原子を含有する。
ここで、
R7の各々は独立して、1から6個の炭素原子を有する一価の炭化水素基であり;
R8の各々は独立して、1から10個の炭素原子を有する二価の炭化水素であり;
R9の各々は、2から6個の炭素原子を有する二価の直鎖アルキレン基であり;
R10の各々は独立して、3から6個の炭素原子を有する二価の分岐アルキレン基であり;
Zの各々は、水素、1から12個の炭素原子を有するヒドロカルビルラジカル、および−C(=O)R11基からなる群より選択され、ここでR11は水素、または1から20個の炭素原子を有するヒドロカルビルラジカルであり;
下付き文字m、n、xおよびyの各々は整数であり、ここでmは1から100であり;nは1から100であり;xは10から200であり;そしてyは1から20である。
(CH3)3SiO−[Si(CH3)2O−]20[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]3Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]8Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)22(CH2CH(CH3)O)8H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)10CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)20CH3)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15 COCH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)13(CH2CH(CH3)O)15H)O−]4−[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40H)O−]Si(CH3)3;およびそれらの混合物を含む。
(CH3)3SiO−[Si(CH3)2O−]20[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]3Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]8Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)22(CH2CH(CH3)O)8H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)10CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)20CH3)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15 COCH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)13(CH2CH(CH3)O)15H)O−]4−[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40H)O−]Si(CH3)3のようなシリコーン塗料付与剤と組み合わせて用いられる。加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて、可塑剤の量は5と50の間の重量パーセントであり、そしてシリコーン含有塗料接着付与剤は0.1と5の間の重量パーセントである。
シリコーン含有塗料接着付与剤A:
(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)8(CH2CH(CH3)O)20H)O−]9Si(CH3)3
シリコーン含有塗料接着付与剤B:
(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)13(CH2CH(CH3)O)15H)O−]4−[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40H)O−]Si(CH3)3
シリコーン付与剤C:
(CH3)2SiO((CH2)3O(CH2CH2O)12OH)O−[Si(CH3)2O−]15Si((CH2)3O(CH2CH2O)12H)(CH3)2
シリコーン付与剤D:
(CH3)2Si((CH2)3O(CH2CHCH3O)12OH)O−[Si(CH3)2O−]15Si((CH2)3O(CH2CHCH3O)12H)(CH3)2
シリコーン付与剤E:
(CH3)3SiO−[SiCH3((CH2)3O(CH2CH2O)8CH3)20H)O−]2Si(CH3)3
シリコーン付与剤F:
(CH3)3SiO−[Si(CH3)2O−]80[SiCH3((CH2)3O(CH2CH2O)8CH3)8O−]Si(CH3)3
緑色のWalmartによるColorPlace(登録商標)Exterior Acrylic Latex Flat Home Paint custom color(略して「フラット」)
紫色のPittsburgh Paintによる壁と装飾用のManor Hall(登録商標)Interior Pearl Latex(略して「サテン」)
茶色のTrue Value Manufacturing によるE−Z KARE(登録商標)Interior Acrylic Latexセミグロスエナメル(略して「エナメル」)
である。
表3は、とりわけ封止剤塗料接着が5Bの評価分類へと達するための日数によって表される、比較例1から3および実施例4から6(それぞれの配合は表2に示される)の接着能を示す。
表4は、DIDP可塑剤およびさまざまな濃度のシリコーン含有塗料接着付与剤Aの比較例7(比較例1と同一の配合を含有する)および実施例8〜10(表4に示されるシリコーン含有塗料接着付与剤の濃度で実施例4と同一の配合を含有する)のペイント性および塗料接着に対する影響を表すデータを示す。
表5はBenzoflex50可塑剤およびまざまな濃度のシリコーン含有塗料接着付与剤Aの比較例11(比較例2と同一の配合を有する)と実施例12〜14(表5に示されるシリコーン含有塗料接着付与剤の濃度で実施例5と同じ配合を含有する)に対するペイント性および塗料接着に対する影響を表すデータを示す。
表6はBenzoflex9−88可塑剤およびまざまな濃度のシリコーン含有塗料接着付与剤Aの比較例15(可塑剤としてBenzoflex9−88が11.96重量パーセントの量で添加されたことを除いて比較例1と同一の配合を有する)と実施例16〜18(可塑剤としてBenzoflex9−88が11.96重量パーセントの量で添加されたこととシリコーン含有塗料接着付与剤Aが表6に列挙される濃度で添加されたこととを除いて比較例1と同一の配合を有する)に対するペイント性および塗料接着に対する影響を表すデータを示す。
Claims (18)
- 硬化性シリル含有ポリマー組成物であって:
a)少なくとも一つの加水分解性シリル含有ポリマーであって一般式:
ここで:
R1が500から100,000グラム/モルの数平均分子量を有する一価のもしくは多価の有機ポリマーフラグメントであり;
R2の各々が独立して、二価のアルキレン、アルケニレン、アレニレン、アリーレンおよびアラルキレンからなる群より選択される1から12個の炭素原子を含有する二価のヒドロカルビル基であり、そして酸素、窒素および硫黄からなる群より選択されるヘテロ原子を任意選択で少なくとも一つ含有し;
A1の各々が独立して二価の酸素(−O−)、硫黄(−S−)もしくは構造(−)2NR3の置換窒素から選択され、ここでR3が水素、アルキル、アルケニル、アレニル、アリール、アラルキルもしくは−R2SiX1X2X3基であり、ここで水素以外のそれぞれのR3が1から18個までの炭素原子を含有し、そしてA1が酸素もしくは硫黄の時、A2は(−)2NR3であるという条件であり;
A2の各々が独立して、二価の酸素(−O−)、硫黄(−S−)もしくは構造(−)2NR3の置換窒素より選択され、ここでR3が水素、アルキル、アルケニル、アレニル、アリール、もしくはアラルキルであり、ここで水素以外のそれぞれのR3が1から18個までの炭素原子を含有し、そしてA2が酸素もしくは硫黄の時、A1が(−)2NR3であるという条件であり;
X1の各々が独立してR4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−およびR4 2NO−からなる群より選択され、ここでR4が独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4が、1から18個までの炭素原子と、そして任意選択で少なくともひとつの酸素もしくは硫黄原子とを含有し;
X2およびX3の各々が独立して、R4O−、R4C(=O)O−、R4 2C=NO−、R4 2C=CR4O−、R4 2NO−およびR4からなる群より選択され、ここでそれぞれのR4が独立して水素、アルキル、アルケニル、アレニル、アリールおよびアラルキル基からなる群より選択され、ここで水素以外のそれぞれのR4が、1から18個までの炭素原子と、そして任意選択で少なくとも一つの酸素もしくは硫黄原子とを含有し;そして
下付き文字aおよびbの各々が独立して整数であり、ここでaが1であり、かつbが1から6である、少なくとも一つの加水分解性シリル含有ポリマー;
b)少なくとも一つのシリコーン含有塗料接着付与剤であって一般式:
ここで、
R7の各々がメチルであり;
R8の各々がプロピレンであり;
R9の各々がエチレンであり;
R10の各々が2−メチルエチレンであり;
Zの各々が、水素、1から12個の炭素原子を有するヒドロカルビルラジカル、および−C(=O)R11基からなる群より選択され、ここでR11が水素、または1から20個の炭素原子を有するヒドロカルビルラジカルであり;
下付き文字m、n、xおよびyの各々が整数であり、ここでmが8から50であり;nが1から50であり;xが50から150であり;そしてyが3から20である、少なくとも一つのシリコーン含有塗料接着付与剤;および
c)任意選択で、充填剤、可塑剤、揺変剤、抗酸化剤、紫外線安定化剤、接着促進剤、硬化触媒、湿気除去剤、顔料、染料、界面活性剤、溶媒および殺生物剤からなる群より選択される少なくとも一つの成分、
を含有する組成物。 - 前記加水分解性シリル含有ポリマーがシリル化された加水分解性水素化ポリブタジエンジオールである、請求項1に記載の組成物。
- 前記加水分解性シリル含有ポリマーが、シリル化された加水分解性ポリエーテルジオールである、請求項1に記載の組成物。
- 前記加水分解性シリル含有ポリマーが、シリル化された加水分解性ポリウレタンである、請求項1に記載の組成物。
- 前記加水分解性シリル含有ポリマーが、ポリエーテルジオール、ジイソシアナートおよび活性水素含有加水分解性シランから得られる加水分解性シリル化ポリウレタンである、請求項1に記載の組成物。
- 前記加水分解性シリル含有ポリマーが、ヒドロキシル末端ポリエーテルポリオールとイソシアナトシランとの反応によって得られるシリル化ポリウレタンである、請求項1に記載の組成物。
- 前記加水分解性シリル含有ポリマーが、イソシアナート末端ポリエーテルポリオールとアミノシランとの反応によって得られるシリル化ポリウレタンである、請求項1に記載の組成物。
- 前記シリコーン含有塗料接着付与剤が:
(CH3)3SiO−[Si(CH3)2O−]20[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]3Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]8Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)22(CH2CH(CH3)O)8H)O−]10Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)20H)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]50[SiCH3((CH2)3O(CH2CH2O)10(CH2CH(CH3)O)10CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]70[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15CH3)O−]5Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]100[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)20CH3)O−]15Si(CH3)3;(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)15(CH2CH(CH3)O)15COCH3)O−]5Si(CH3)3;および(CH3)3SiO−[Si(CH3)2O−]75[SiCH3((CH2)3O(CH2CH2O)13(CH2CH(CH3)O)15H)O−]4−[SiCH3((CH2)3O(CH2CH2O)35(CH2CH(CH3)O)40H)O−]Si(CH3)3からなる群より選択される少なくとも一つである、請求項1に記載の組成物。 - 加水分解性シリル含有ポリマーが、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて90から99.95重量パーセントの量の範囲である、請求項1に記載の組成物。
- 加水分解性シリル含有ポリマーが、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて95から99.9重量パーセントの量の範囲である、請求項1に記載の組成物。
- シリル含有ポリマーが、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて97から99.5重量パーセントの量の範囲である、請求項1に記載の組成物。
- シリコーン含有塗料接着付与剤が、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて0.05から10重量パーセントの量の範囲である、請求項1に記載の組成物。
- シリコーン含有塗料接着付与剤が、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて0.1から5重量パーセントの量の範囲である、請求項1に記載の組成物。
- シリコーン含有塗料接着付与剤が、加水分解性シリル含有ポリマー(a)とシリコーン含有塗料接着付与剤(b)との総重量に基づいて0.5から3重量パーセントの量の範囲である、請求項1に記載の組成物。
- 前記シリコーン含有塗料接着付与剤(b)が、0.0001から0.005m2/s(100から5000cSt)の範囲の粘度を有する、請求項1に記載の組成物。
- 請求項1の組成物を硬化した硬化物。
- 請求項1の組成物を用いて調製される封止剤。
- ASTM D3359によって測定される、塗装されて4日内に4Bから5B範囲の塗料接着値を有する、請求項17に記載の封止剤。
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WO2003078662A1 (en) * | 2002-03-13 | 2003-09-25 | Genomic Health | Gene expression profiling in biopsied tumor tissues |
US8153261B2 (en) * | 2006-09-01 | 2012-04-10 | Momentive Performance Materials Inc. | Solid polymeric substrate having adherent resin component derived from curable silylated polyurethane composition |
GB0721958D0 (en) | 2007-11-08 | 2007-12-19 | Tremco Illbruck Internat Gmbh | Insulating glass sealant |
EP2516575B1 (en) | 2009-12-22 | 2015-03-18 | Henkel US IP LLC | Moisture cure hot melt adhesives |
US9200160B2 (en) | 2010-03-29 | 2015-12-01 | Momentive Performance Materials Inc. | Silylated polyurethane/polyorganosiloxane blend and sealant composition and fumed silica composition containing same |
WO2012087490A1 (en) | 2010-12-20 | 2012-06-28 | Dow Global Technologies Llc | Curable compositions containing isocyanate functional components having improved durability in the cured state |
KR20140085524A (ko) * | 2011-11-23 | 2014-07-07 | 다우 글로벌 테크놀로지스 엘엘씨 | 경화된 상태에서 개선된 내구성을 갖고 이소시아네이트 관능성 성분을 함유하는 경화성 조성물 |
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WO2014131757A1 (de) * | 2013-02-26 | 2014-09-04 | Sika Technology Ag | Zweikomponentige zusammensetzung |
DE102013216787A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Degussa Gmbh | Guanidingruppen aufweisende semi-organische Siliciumgruppen enthaltende Verbindungen |
CN105916917B (zh) | 2013-12-13 | 2018-06-26 | 莫门蒂夫性能材料股份有限公司 | 用于在无锡催化剂存在下制造硅烷交联的聚烯烃的方法和所得的交联的聚烯烃 |
US9321878B2 (en) | 2013-12-16 | 2016-04-26 | Momentive Performance Materials Inc. | Process for the preparation of silylated polyurethane polymers using titanium-containing and zirconium-containing catalysts |
KR102021844B1 (ko) * | 2015-12-22 | 2019-09-17 | 주식회사 엘지화학 | 변성 공액디엔계 중합체 및 이의 제조방법 |
EP3394188B1 (en) | 2016-01-27 | 2020-11-11 | Momentive Performance Materials Inc. | Dirt pick-up resistant silicone coating composition |
WO2017223173A1 (en) | 2016-06-21 | 2017-12-28 | Bridgestone Americas Tire Operations, Llc | Methods for treating inner liner surface, inner liners resulting therefrom and tires containing such inner liners |
CN109789653B (zh) | 2016-06-30 | 2021-11-12 | 普利司通美国轮胎运营有限责任公司 | 用于处理内衬的方法、由此产生的内衬以及包含此类内衬的轮胎 |
KR101874705B1 (ko) * | 2016-11-15 | 2018-07-04 | 한국타이어 주식회사 | 공명음 저감 타이어 |
US11697306B2 (en) | 2016-12-15 | 2023-07-11 | Bridgestone Americas Tire Operations, Llc | Sealant-containing tire and related processes |
EP3555220B1 (en) | 2016-12-15 | 2022-05-25 | Bridgestone Americas Tire Operations, LLC | Methods for producing polymer-containing coatings upon cured inner liners, methods for producing tires containing such inner liners, and tires containing such inner liners |
JP7169511B2 (ja) * | 2018-10-19 | 2022-11-11 | 株式会社スリーボンド | 一液性湿気硬化型樹脂組成物および硬化物 |
CN110563907A (zh) * | 2019-09-09 | 2019-12-13 | 济南大学 | 一种共价有机骨架材料的制备方法 |
Family Cites Families (37)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL133334C (ja) | 1964-06-19 | 1900-01-01 | ||
NL153569B (nl) | 1965-02-08 | 1977-06-15 | Union Carbide Corp | Werkwijze ter bereiding van een polyurethanschuim, alsmede de geheel of ten dele daaruit bestaande voorwerpen. |
US3280160A (en) | 1965-03-30 | 1966-10-18 | Union Carbide Corp | Siloxane-oxyalkylene block copolymers |
JPS5834167B2 (ja) * | 1974-03-29 | 1983-07-25 | 信越化学工業株式会社 | スイヨウセイシヨウホウザイ |
US3980688A (en) | 1974-09-20 | 1976-09-14 | Union Carbide Corporation | Polysiloxane-polyoxyalkylene block copolymers |
US4025456A (en) * | 1974-09-20 | 1977-05-24 | Union Carbide Corporation | Polysiloxane-polyoxyalkylene block copolymers |
GB1499385A (en) * | 1975-08-29 | 1978-02-01 | Ici Ltd | Organosilicon compounds |
JPS57145147A (en) * | 1981-03-05 | 1982-09-08 | Kanegafuchi Chem Ind Co Ltd | Curable composition |
GB8416697D0 (en) * | 1984-06-30 | 1984-08-01 | British Petroleum Co Plc | Separation of oil from gas |
JPS6225161A (ja) * | 1985-07-25 | 1987-02-03 | Toshiba Silicone Co Ltd | 室温硬化性ポリオルガノシロキサン組成物 |
US4657959A (en) * | 1985-11-15 | 1987-04-14 | Minnesota Mining And Manufacturing Company | Hydrophilic silicones |
JPH0784562B2 (ja) * | 1986-06-18 | 1995-09-13 | 東芝シリコ−ン株式会社 | 室温硬化性ポリオルガノシロキサン組成物 |
US4797452A (en) * | 1987-02-19 | 1989-01-10 | The Goodyear Tire & Rubber Company | Polymeric hydrogenation catalyst containing pendant rhodium containing groups |
US4847398A (en) | 1987-09-09 | 1989-07-11 | Union Carbide Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
US4857251A (en) * | 1988-04-14 | 1989-08-15 | Kimberly-Clark Corporation | Method of forming a nonwoven web from a surface-segregatable thermoplastic composition |
US5191103A (en) | 1991-12-30 | 1993-03-02 | Union Carbide Chemicals & Plastics Technology Corporation | Process and composition for promoting hydrosilylation reactions using sterically hindered nitrogen-containing and phosphorus-containing compounds |
US5354808A (en) * | 1992-12-08 | 1994-10-11 | Minnesota Mining And Manufacturing Company | Polyurethanes including pendant hindered amines and compositions incorporating same |
US5519104A (en) | 1995-03-31 | 1996-05-21 | General Electric Company | 1-component alkoxy curing RTV silicone sealant compositions having extended tooling times |
JP3636817B2 (ja) * | 1995-11-30 | 2005-04-06 | ゴルトシュミット アクチエンゲゼルシャフト | ポリシロキサン−ポリオキシエチレン−ポリオキシプロピレン−トリブロックコポリマーおよび該コポリマーを含有する消泡化合物 |
JPH09151366A (ja) * | 1995-11-30 | 1997-06-10 | Toray Dow Corning Silicone Co Ltd | 粘接着剤組成物 |
TW380151B (en) * | 1996-05-17 | 2000-01-21 | Du Pont | Mar-resistant oligomeric-based coatings |
BR9806096B1 (pt) * | 1997-08-21 | 2009-01-13 | mercaptosilano bloqueado; processo para a manufatura de uma borracha com carga; processo para a manufatura de um mercaptosilano bloqueado; composiÇço de borracha; e silano. | |
US5990257A (en) | 1998-01-22 | 1999-11-23 | Witco Corporation | Process for producing prepolymers which cure to improved sealants, and products formed thereby |
US6428898B1 (en) | 1998-02-06 | 2002-08-06 | E. I. Du Pont De Nemours & Company | Silicon reactive oligomers and coating compositions made therefrom |
US6140445A (en) * | 1998-04-17 | 2000-10-31 | Crompton Corporation | Silane functional oligomer |
US6602964B2 (en) * | 1998-04-17 | 2003-08-05 | Crompton Corporation | Reactive diluent in moisture curable system |
US6197912B1 (en) | 1999-08-20 | 2001-03-06 | Ck Witco Corporation | Silane endcapped moisture curable compositions |
JP3541152B2 (ja) * | 1999-11-10 | 2004-07-07 | 松下電器産業株式会社 | ハードコート剤および光ディスク |
US6635341B1 (en) * | 2000-07-31 | 2003-10-21 | Ppg Industries Ohio, Inc. | Coating compositions comprising silyl blocked components, coating, coated substrates and methods related thereto |
DE10048615A1 (de) | 2000-09-30 | 2002-04-11 | Degussa | Nichtwäßriges, wärmehärtendes Zweikomponenten-Beschichtungsmittel |
DE10116810A1 (de) | 2001-04-04 | 2002-12-19 | Wacker Chemie Gmbh | Bindemittel und deren Verwendung in Verfahren zur Herstellung von Formteilen auf der Basis von Mineralfasern |
US7718730B2 (en) * | 2003-12-19 | 2010-05-18 | Bayer Materialscience Llc | Two-component silylated polyurethane adhesive, sealant, and coating compositions |
EP1740666A1 (en) | 2004-04-27 | 2007-01-10 | E.I.Du pont de nemours and company | Preparation and use of reactive organosilicon compounds |
US20050238899A1 (en) | 2004-04-27 | 2005-10-27 | Isao Nagata | High solids clearcoat compositions containing silane functional compounds |
DE102004055450A1 (de) * | 2004-11-17 | 2006-05-18 | Degussa Ag | Feuchtigkeitshärtendes Bindemittel |
US20060251902A1 (en) * | 2005-05-09 | 2006-11-09 | Chemque, Inc. | Silylated polyurethane moisture cured doming resins |
US8153261B2 (en) | 2006-09-01 | 2012-04-10 | Momentive Performance Materials Inc. | Solid polymeric substrate having adherent resin component derived from curable silylated polyurethane composition |
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US20090005498A1 (en) | 2009-01-01 |
US7569645B2 (en) | 2009-08-04 |
EP2160424A1 (en) | 2010-03-10 |
HK1146731A1 (en) | 2011-07-08 |
CN101784576B (zh) | 2013-11-20 |
WO2009005642A1 (en) | 2009-01-08 |
TWI449719B (zh) | 2014-08-21 |
CN101784576A (zh) | 2010-07-21 |
KR101537084B1 (ko) | 2015-07-15 |
KR20100040801A (ko) | 2010-04-21 |
JP2010531383A (ja) | 2010-09-24 |
EP2160424B1 (en) | 2015-03-04 |
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