CN115678461B - Glass primer and preparation method thereof - Google Patents
Glass primer and preparation method thereof Download PDFInfo
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- CN115678461B CN115678461B CN202211411786.7A CN202211411786A CN115678461B CN 115678461 B CN115678461 B CN 115678461B CN 202211411786 A CN202211411786 A CN 202211411786A CN 115678461 B CN115678461 B CN 115678461B
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- parts
- diisocyanate
- coupling agent
- glass primer
- resin
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- 239000011521 glass Substances 0.000 title claims abstract description 59
- 238000002360 preparation method Methods 0.000 title abstract description 19
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 33
- 239000011347 resin Substances 0.000 claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 24
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 12
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000012948 isocyanate Substances 0.000 claims abstract description 10
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004593 Epoxy Substances 0.000 claims abstract description 9
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 9
- 239000000945 filler Substances 0.000 claims abstract description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 7
- 239000002250 absorbent Substances 0.000 claims abstract description 5
- 230000002745 absorbent Effects 0.000 claims abstract description 5
- 239000007822 coupling agent Substances 0.000 claims description 21
- 239000006229 carbon black Substances 0.000 claims description 19
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 18
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 claims description 14
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 14
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 13
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 12
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 claims description 12
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 11
- 239000004925 Acrylic resin Substances 0.000 claims description 11
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 11
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 11
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 claims description 10
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- 239000002808 molecular sieve Substances 0.000 claims description 9
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 9
- 229920000178 Acrylic resin Polymers 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 5
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 5
- 229920001225 polyester resin Polymers 0.000 claims description 5
- 239000004645 polyester resin Substances 0.000 claims description 5
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 5
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 5
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 claims description 4
- 239000006096 absorbing agent Substances 0.000 claims description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 4
- 229920006122 polyamide resin Polymers 0.000 claims description 4
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 3
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 claims description 3
- ZRWNRAJCPNLYAK-UHFFFAOYSA-N 4-bromobenzamide Chemical compound NC(=O)C1=CC=C(Br)C=C1 ZRWNRAJCPNLYAK-UHFFFAOYSA-N 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 3
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 3
- 125000005442 diisocyanate group Chemical group 0.000 claims description 3
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims description 3
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 3
- 229940011051 isopropyl acetate Drugs 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
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 3
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 claims description 2
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 claims description 2
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 claims description 2
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 claims description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 claims description 2
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 claims description 2
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 claims description 2
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims description 2
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 claims description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 229920001568 phenolic resin Polymers 0.000 claims description 2
- 239000005011 phenolic resin Substances 0.000 claims description 2
- 229940090181 propyl acetate Drugs 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 235000007586 terpenes Nutrition 0.000 claims description 2
- 229940071127 thioglycolate Drugs 0.000 claims description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 claims description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 2
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 17
- 230000032683 aging Effects 0.000 abstract description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 230000001070 adhesive effect Effects 0.000 description 11
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- MTEZSDOQASFMDI-UHFFFAOYSA-N 1-trimethoxysilylpropan-1-ol Chemical compound CCC(O)[Si](OC)(OC)OC MTEZSDOQASFMDI-UHFFFAOYSA-N 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 4
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 4
- 238000004227 thermal cracking Methods 0.000 description 4
- 239000012855 volatile organic compound Substances 0.000 description 4
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 3
- 239000000292 calcium oxide Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 description 2
- LIBWSLLLJZULCP-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)aniline Chemical compound CCO[Si](OCC)(OCC)CCCNC1=CC=CC=C1 LIBWSLLLJZULCP-UHFFFAOYSA-N 0.000 description 2
- PSIDVLNBMQXBFV-UHFFFAOYSA-N n-ethyl-3-triethoxysilylpropan-1-amine Chemical compound CCNCCC[Si](OCC)(OCC)OCC PSIDVLNBMQXBFV-UHFFFAOYSA-N 0.000 description 2
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 2
- -1 γ -trimethoxysilylpropyl Chemical group 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical group CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M isovalerate Chemical compound CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- KFOZMMAXUUCIKU-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OCC)(OCC)OCC KFOZMMAXUUCIKU-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
- 229920000570 polyether Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000004432 silane-modified polyurethane Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000006234 thermal black Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a glass primer and a preparation method thereof, wherein the glass primer comprises, by weight, 2-5 parts of isocyanate, 1-3 parts of mercapto silane coupling agent, 1-3 parts of secondary amino silane coupling agent, 0.001-0.1 part of catalyst, 2-5 parts of primary amino silane coupling agent, 2-5 parts of epoxy silane coupling agent, 40-70 parts of solvent, 0.1-1 part of water absorbent, 5-10 parts of filler and 10-20 parts of resin. The glass primer provided by the invention has good bonding effect and long aging time, and can effectively withstand extreme environments.
Description
Technical Field
The invention belongs to the field of adhesives, and particularly relates to a glass primer and a preparation method thereof, in particular to a glass primer with good bonding effect and a preparation method thereof.
Background
With the development of environmental protection trend, the control of VOC (volatile organic compounds) in automobile assembly workshops is becoming more and more strict, so the use of solvent products (including solvent adhesives, primer, etc.) during the glass assembly process needs to be avoided as much as possible. The matching scheme of adopting the long-acting glass primer and the vehicle body priming-free glass cement is an effective method for improving VOC (volatile organic compound) in a final assembly workshop, after finishing the coating of the glass primer in a glass factory, the final assembly workshop does not need to coat priming, but simultaneously, extremely high requirements are also put on the timeliness of the glass primer, and the adhesion to the glass cement is generally ensured after 3 months of coating.
CN102516921a discloses a silane modified polyurethane glass primer and a preparation method thereof, wherein the primer is prepared from the following raw materials in percentage by weight: 20-60 parts of silane-terminated polyurethane prepolymer, 30-65 parts of solvent, 1-3 parts of water scavenger, 2-10 parts of carbon black, 1-2 parts of anti-settling agent, 2-5 parts of crosslinking accelerator and 0.05-0.2 part of catalyst A; the silane-terminated polyurethane prepolymer is prepared from the following raw materials in parts by weight: 15-25 parts of polyether polyol, 12-24 parts of diisocyanate, 0.01-0.05 part of dibutyl tin dilaurate or stannous octoate, 30-60 parts of ethyl acetate and 12-22 parts of end capping agent. The invention can solve the defects existing in the prior art, can be operated for 40 minutes at normal temperature in air, does not generate obvious thickening phenomenon, does not form a film on the surface of the primer, is convenient for construction, is simple to use, can be directly poured into a container to be directly brushed within 40 minutes, but does not describe the adhesiveness of the product.
Because the glass primer has higher requirement on timeliness, how to provide a glass primer with high bonding strength and long timeliness becomes a problem to be solved urgently.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a glass primer and a preparation method thereof, in particular to a glass primer with good bonding effect and a preparation method thereof. The glass primer provided by the invention has good bonding effect and long aging time, and can effectively withstand extreme environments.
In order to achieve the aim of the invention, the invention adopts the following technical scheme:
in one aspect, the invention provides a glass primer, which comprises, by weight, 2-5 parts of isocyanate, 1-3 parts of a mercaptosilane coupling agent, 1-3 parts of a secondary aminosilane coupling agent, 0.001-0.1 part of a catalyst, 2-5 parts of a primary aminosilane coupling agent, 2-5 parts of an epoxy silane coupling agent, 40-70 parts of a solvent, 0.1-1 part of a water absorbent, 5-10 parts of a filler and 10-20 parts of a resin.
Wherein the isocyanate may be 2 parts, 3 parts, 4 parts or 5 parts, etc., the mercaptosilane coupling agent may be 1 part, 1.5 parts, 2 parts, 2.5 parts or 3 parts, etc., the secondary aminosilane coupling agent may be 1 part, 1.5 parts, 2 parts, 2.5 parts or 3 parts, etc., the catalyst may be 0.001 parts, 0.005 parts, 0.01 parts, 0.05 parts or 0.1 parts, etc., the primary aminosilane coupling agent may be 2 parts, 3 parts, 4 parts or 5 parts, etc., the epoxy silane coupling agent may be 2 parts, 3 parts, 4 parts or 5 parts, etc., the solvent may be 40 parts, 45 parts, 50 parts, 55 parts, 60 parts, 65 parts or 70 parts, the water absorbing agent may be 0.1 parts, 0.2 parts, 0.3 parts, 0.4 parts, 0.5 parts, 0.6 parts, 0.7 parts, 0.8 parts, 0.9 parts or 1 part, the filler may be 5 parts, 6 parts, 7 parts, 8 parts, 9 parts or 10 parts, etc., the resin may be 10 parts, 12 parts, 14 parts, 16 parts, 18 parts or 20 parts, etc., but the present invention is not limited to the above-mentioned values, and other non-mentioned values in the above-mentioned value ranges are equally applicable.
The components can effectively improve the bonding effect of the product by selecting the specific silane coupling agent and compounding the mercapto silane coupling agent and the secondary amino silane coupling agent, can keep the bonding effect after the product is used for a long time, and can effectively withstand extreme environments.
Preferably, the isocyanate includes any one or a combination of at least two of toluene diisocyanate, diphenylmethane diisocyanate, 2, 4-trimethylhexamethylene diisocyanate, 1, 4-phenylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, tolidine diisocyanate, 1, 5-naphthalene diisocyanate, triphenylmethane triisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, lysine diisocyanate, norbornane diisocyanate, trans-cyclohexane-1, 4-diisocyanate, isophorone diisocyanate, bis (isocyanatomethyl) cyclohexane, dicyclohexylmethane diisocyanate, a combination of toluene diisocyanate and diphenylmethane diisocyanate, a combination of diphenylmethane diisocyanate and 2, 4-trimethylhexamethylene diisocyanate, or a combination of 1, 4-phenylene diisocyanate and xylylene diisocyanate, etc., but other unrecited combinations within the above-mentioned combination range are equally applicable, preferably hexamethylene diisocyanate, isophorone diisocyanate, 2, 4-trimethylhexamethylene diisocyanate or xylylene diisocyanate, and further preferably any one of xylylene diisocyanate.
Preferably, the mercaptosilane coupling agent comprises gamma-mercaptopropyl trimethoxysilane and/or gamma-mercaptopropyl triethoxysilane, preferably gamma-mercaptopropyl trimethoxysilane.
Preferably, the secondary aminosilane coupling agent includes any one or a combination of at least two of bis- (γ -trimethoxysilylpropyl) amine, N-phenyl- γ -aminopropyl trimethoxysilane, N-phenyl- γ -aminopropyl triethoxysilane, N-butyl- γ -aminopropyl trimethoxysilane, N-butyl- γ -aminopropyl triethoxysilane, N-ethyl-3-aminopropyl trimethoxysilane, N-ethyl-3-aminopropyl triethoxysilane, for example, a combination of N-phenyl- γ -aminopropyl trimethoxysilane and N-butyl- γ -aminopropyl trimethoxysilane, a combination of bis- (γ -trimethoxysilylpropyl) amine and N-phenyl- γ -aminopropyl trimethoxysilane, or a combination of N-phenyl- γ -aminopropyl triethoxysilane and N-butyl- γ -aminopropyl trimethoxysilane, etc., but other combinations not listed above within the above combination range are equally applicable, preferably a combination of N-phenyl- γ -aminopropyl trimethoxysilane and N-butyl- γ -aminopropyl trimethoxysilane.
The specific secondary amino silane coupling agent can effectively improve the adhesive strength of the product, and in addition, the combination of the specific secondary amino silane coupling agent can further improve the effect of the product.
Preferably, the catalyst comprises an organotin-based catalyst and/or an organobismuth-based catalyst.
Preferably, the organotin-based catalyst includes any one or a combination of at least two of dioctyltin dilaurate, dibutyltin dilaurate, dimethyltin dilaurate, stannous octoate, dibutyltin oxide, dioctyltin oxide, dialkyltin mercaptide or dialkyltin thioglycolate, for example, a combination of dioctyltin dilaurate and dibutyltin dilaurate, a combination of dibutyltin dilaurate and dimethyltin dilaurate or a combination of stannous octoate and dibutyltin oxide, etc., but not limited to the above-listed combinations, other non-listed combinations within the above-listed range are equally applicable, and dibutyltin dilaurate is preferred.
Preferably, the primary aminosilane coupling agent includes any one or a combination of at least two of aminopropyl triethoxysilane, aminopropyl trimethoxysilane, N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane or N- (β -aminoethyl) - γ -aminopropyl triethoxysilane, for example, a combination of aminopropyl triethoxysilane and aminopropyl trimethoxysilane, a combination of aminopropyl trimethoxysilane and N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane or a combination of N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane and N- (β -aminoethyl) - γ -aminopropyl triethoxysilane, etc., but not limited to the above-listed combinations, other combinations not listed within the above-listed combinations are equally applicable, preferably a combination of aminopropyl trimethoxysilane and N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane.
The specific primary amino silane coupling agent can effectively improve the adhesive strength of the product, and in addition, the combination of the specific primary amino silane coupling agent can further improve the effect of the product.
Preferably, the epoxy silane coupling agent comprises glycidyl ether oxypropyl trimethoxysilane and/or glycidyl ether oxypropyl triethoxysilane, preferably glycidyl ether oxypropyl trimethoxysilane.
Preferably, the solvent includes any one or a combination of at least two of butyl acetate, tributylmethylethyl ether, isopropyl acetate, methyl ethyl ketone, dimethyl sulfoxide, isopropyl benzene, ethyl acetate, ethyl formate, isobutyl acetate, methyl isobutyl ketone or propyl acetate, for example, a combination of butyl acetate and tributylmethylethyl ether, a combination of tributylmethylethyl ether and isopropyl acetate, or a combination of methyl ethyl ketone and dimethyl sulfoxide, etc., but is not limited to the above-listed combinations, and other non-listed combinations within the above-listed combinations are equally applicable, preferably butyl acetate and/or methyl ethyl ketone.
Preferably, the water absorbing agent comprises 4A molecular sieve, 3A molecular sieve, caO, caCl 2 Or MgSO 4 Any one or a combination of at least two of these, e.g. a combination of 4A molecular sieve and 3A molecular sieve, a combination of 3A molecular sieve and CaO or CaO and CaCl 2 But not limited to the combinations listed above, and other combinations not listed within the above range are equally applicable, preferably 4A molecular sieves.
Preferably, the filler comprises carbon black including any one or a combination of at least two of gas furnace carbon black, oil furnace carbon black, thermal cracking carbon black, or acetylene carbon black, such as a combination of gas furnace carbon black and oil furnace carbon black, a combination of oil furnace carbon black and thermal cracking carbon black, or a combination of thermal cracking carbon black and acetylene carbon black, etc., but not limited to the combinations listed above, other combinations not listed within the above combinations being equally applicable.
Preferably, the resin includes any one or a combination of at least two of a polyester resin, a polyamide resin, an acrylic resin, a rosin resin or a derivative thereof, a terpene resin or a derivative thereof, a hydrogenated petroleum resin or a derivative thereof, a phenolic resin or a derivative thereof, a xylene resin or a derivative thereof, a coumarone resin or a derivative thereof, a ketone resin or a derivative thereof, for example, a combination of a polyester resin and a polyamide resin, a combination of a polyamide resin and an acrylic resin, or a combination of an acrylic resin and a rosin resin, etc., but is not limited to the above-listed combinations, and other non-listed combinations within the above-listed combination range are equally applicable, and acrylic resins are preferred.
In another aspect, the present invention also provides a method for preparing the glass primer as described above, the method comprising the steps of:
mixing and reacting isocyanate, a mercapto silane coupling agent, a secondary amino silane coupling agent and a catalyst to obtain a first intermediate; mixing and reacting a primary amino silane coupling agent, an epoxy silane coupling agent and a solvent to obtain a second intermediate; and mixing the first intermediate, the second intermediate, the water absorbent, the filler and the resin to obtain the glass primer.
Compared with the prior art, the invention has the following beneficial effects:
the invention provides a glass primer, which can effectively improve the bonding effect of a product by selecting a specific silane coupling agent and compounding a sulfhydryl silane coupling agent and a secondary amino silane coupling agent, can keep the bonding effect after being used for a long time, and can effectively withstand extreme environments; and the effect of the product can be further improved by selecting specific secondary aminosilane coupling agents and primary aminosilane coupling agents.
Detailed Description
In order to further describe the technical means adopted by the present invention and the effects thereof, the following describes the technical scheme of the present invention in combination with the preferred embodiments of the present invention, but the present invention is not limited to the scope of the embodiments.
In the following example, polyacrylic resin was purchased from winning chemical, model DYNACOLL AC 1750;
polyester resin is available from Yingchang chemical industry under the model number DANACOLL 7250;
rosin resins are available from the crude chemical, TAMANOL 830L;
air oven BLACK was purchased from euro Long Tanhei under the model specification BLACK 250;
oil furnace black was purchased from euro Long Tanhei under the model HIBLACK 30L;
thermal black was purchased from European excitation Long Tanhei under the model CORAX N990.
Example 1
The embodiment provides a glass primer, which comprises the following components in parts by weight:
3.5 parts of xylylene diisocyanate, 2 parts of gamma-mercaptopropyl trimethoxysilane, 1 part of N-phenyl-gamma-aminopropyl trimethoxysilane, 1 part of N-butyl-gamma-aminopropyl trimethoxysilane, 0.05 part of dibutyltin dilaurate, 2 parts of aminopropyl trimethoxysilane, 2 parts of N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane, 3 parts of glycidyl ether oxypropyl trimethoxysilane, 55 parts of butyl acetate, 0.5 part of 4A molecular sieve, 7 parts of gas furnace black and 15 parts of polyacrylic resin.
The preparation method comprises the following steps: mixing xylylene diisocyanate, gamma-mercaptopropyl trimethoxysilane, N-phenyl-gamma-aminopropyl trimethoxysilane, N-butyl-gamma-aminopropyl trimethoxysilane and dibutyltin dilaurate, and reacting for 3 hours at 70 ℃ to obtain a first intermediate; mixing aminopropyl trimethoxysilane, N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane, glycidol ether oxypropyl trimethoxysilane and butyl acetate to react at 60 ℃ for 24 hours to obtain a second intermediate; and mixing the first intermediate, the second intermediate, the 4A molecular sieve, the gas furnace carbon black and the polyacrylic resin to obtain the glass primer.
Example 2
The embodiment provides a glass primer, which comprises the following components in parts by weight:
2 parts of isophorone diisocyanate, 1 part of gamma-mercaptopropyl triethoxysilane, 0.5 part of N-phenyl-gamma-aminopropyl trimethoxysilane, 0.5 part of N-ethyl-3-aminopropyl triethoxysilane, 0.001 part of dioctyltin dilaurate, 1 part of aminopropyl triethoxysilane, 1 part of N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane, 2 parts of glycidol ether oxypropyl triethoxysilane, 40 parts of methyl ethyl ketone, 0.1 part of 3A molecular sieve, 5 parts of oil furnace black and 10 parts of polyester resin.
The preparation method is described in example 1.
Example 3
The embodiment provides a glass primer, which comprises the following components in parts by weight:
5 parts of hexamethylene diisocyanate, 3 parts of gamma-mercaptopropyl trimethoxysilane, 3 parts of bis- (gamma-trimethoxysilylpropyl) amine, 0.1 part of stannous octoate, 5 parts of aminopropyl trimethoxysilane, 5 parts of glycidoxypropyl trimethoxysilane, 70 parts of ethyl formate, 1 part of calcium oxide powder sieve, 10 parts of thermal cracking carbon black and 20 parts of rosin resin.
The preparation method is described in example 1.
Example 4
This example provides a glass primer that is identical to example 1 except that the composition does not contain N-phenyl-gamma-aminopropyl trimethoxysilane and the distribution of the portion to N-butyl-gamma-aminopropyl trimethoxysilane is reduced.
The preparation method is described in example 1.
Example 5
This example provides a glass primer that is identical to example 1 except that the composition does not contain N-butyl-gamma-aminopropyl trimethoxysilane and that a reduced fraction is assigned to N-phenyl-gamma-aminopropyl trimethoxysilane.
The preparation method is described in example 1.
Example 6
This example provides a glass primer that is identical to example 1 except that the N-phenyl-gamma-aminopropyl trimethoxysilane is replaced with an equivalent amount of bis- (gamma-trimethoxysilylpropyl) amine.
The preparation method is described in example 1.
Example 7
This example provides a glass primer that is identical to example 1 except that the composition does not contain aminopropyl trimethoxysilane, and reduces the distribution of a portion to N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane.
The preparation method is described in example 1.
Example 8
This example provides a glass primer that is identical to example 1 except that the composition does not contain N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane, and reduces the fraction of the composition that is assigned to aminopropyl trimethoxysilane.
The preparation method is described in example 1.
Example 9
This example provides a glass primer that is identical to example 1 except that the N- (β -aminoethyl) - γ -aminopropyl trimethoxysilane is replaced with an equivalent amount of aminopropyl triethoxysilane.
The preparation method is described in example 1.
Comparative example 1
This comparative example provides a glass primer that is identical to example 1 except that the composition does not contain gamma-mercaptopropyl trimethoxysilane, and the reduced portion is proportionally distributed to N-phenyl-gamma-aminopropyl trimethoxysilane and N-butyl-gamma-aminopropyl trimethoxysilane.
The preparation method comprises the following steps: mixing xylylene diisocyanate, N-phenyl-gamma-aminopropyl trimethoxysilane, N-butyl-gamma-aminopropyl trimethoxysilane and dibutyltin dilaurate, and reacting at 70 ℃ for 3 hours to obtain a first intermediate; mixing aminopropyl trimethoxysilane, N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane, glycidol ether oxypropyl trimethoxysilane and butyl acetate to react at 60 ℃ for 24 hours to obtain a second intermediate; and mixing the first intermediate, the second intermediate, the 4A molecular sieve, the gas furnace carbon black and the polyacrylic resin to obtain the glass primer.
Comparative example 2
This comparative example provides a glass primer that was identical to example 1 except that the composition did not contain N-phenyl-gamma-aminopropyl trimethoxysilane and N-butyl-gamma-aminopropyl trimethoxysilane, but reduced the distribution of a portion to gamma-mercaptopropyl trimethoxysilane.
The preparation method comprises the following steps: mixing xylylene diisocyanate, gamma-mercaptopropyl trimethoxysilane and dibutyltin dilaurate, and reacting at 70 ℃ for 3 hours to obtain a first intermediate; mixing aminopropyl trimethoxysilane, N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane, glycidol ether oxypropyl trimethoxysilane and butyl acetate to react at 60 ℃ for 24 hours to obtain a second intermediate; and mixing the first intermediate, the second intermediate, the 4A molecular sieve, the gas furnace carbon black and the polyacrylic resin to obtain the glass primer.
Comparative example 3
A commercial primer (DT-3000 in Hangzhou river).
And (3) effect test:
the primers provided in examples 1-9 and comparative examples 1-3 were tested for adhesion to the products according to HG/T4363-2012, the primers were painted on glass, then JS-311 polyurethane windshield gums purchased from Hangzhou river were painted on the primer, cured at 20℃for 7 days, and then the adhesion of the polyurethane windshield gums after curing for different times was tested by knife cutting. The evaluation criteria were as follows:
grade | Standard of |
1 | Cohesive failure of more than or equal to 95 percent |
2 | 95%>Cohesive failure of more than or equal to 75 percent |
3 | 75%>Cohesive failure of more than or equal to 50 percent |
4 | 50%>Cohesive failure of more than or equal to 25 percent |
5 | 25%>Cohesive failure of greater than or equal to 0 |
The results were as follows:
it can be found that the product provided by the invention has excellent adhesive property; comparing examples 1, 4-6, it has been found that the present invention can effectively improve the adhesive strength of the product by using a combination of specific secondary aminosilane coupling agents, and can maintain the adhesive effect after a long period of use; comparing examples 1, 7-9, it can be found that the invention can effectively improve the adhesive strength of the product and maintain the adhesive effect after long-term use by adopting the combination of specific primary amino silane coupling agents; as can be seen from comparative examples 1 and 1-2, the present invention effectively improves the adhesive effect of the product by compounding the mercaptosilane coupling agent and the secondary aminosilane coupling agent, and can maintain excellent adhesive effect after long-term use.
In addition, the polyurethane windshield glass paste which is applied with the primer and cured after 1 month is placed in an environment with the temperature of 70 ℃ and the relative humidity of 95% for 500 hours, and then taken out for adhesion detection, and the result is as follows:
group of | Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | Example 6 |
Grade | 1 | 1 | 1 | 2 | 2 | 3 |
Group of | Example 7 | Example 8 | Example 9 | Comparative example 1 | Comparative example 2 | Comparative example 3 |
Grade | 3 | 3 | 3 | 5 | 5 | 5 |
The above results can also show that the product provided by the invention can effectively withstand extreme environments and maintain the bonding effect; comparing examples 1, 4-6, it can be found that the invention can effectively improve the tolerance effect of the product to extreme environment by adopting the combination of specific secondary amino silane coupling agents; comparing examples 1 and 7-9, it can be found that the invention can effectively improve the tolerance effect of the product to extreme environment by adopting the combination of specific primary amino silane coupling agents; as can be seen from comparative example 1 and comparative examples 1-2, the invention effectively improves the tolerance effect of the product to extreme environment by adopting the compounding of the mercapto silane coupling agent and the secondary amino silane coupling agent.
The applicant states that the invention is illustrated by the above examples of the glass primer of the invention and the method of preparing it, but the invention is not limited to the above examples, i.e. it is not meant that the invention must be practiced in dependence on the above examples. It should be apparent to those skilled in the art that any modification of the present invention, equivalent substitution of raw materials for the product of the present invention, addition of auxiliary components, selection of specific modes, etc., falls within the scope of the present invention and the scope of disclosure.
The preferred embodiments of the present invention have been described in detail above, but the present invention is not limited to the specific details of the above embodiments, and various simple modifications can be made to the technical solution of the present invention within the scope of the technical concept of the present invention, and all the simple modifications belong to the protection scope of the present invention.
In addition, the specific features described in the above embodiments may be combined in any suitable manner, and in order to avoid unnecessary repetition, various possible combinations are not described further.
Claims (17)
1. The glass primer is characterized by comprising, by weight, 2-5 parts of isocyanate, 1-3 parts of mercaptosilane coupling agent, 1-3 parts of secondary aminosilane coupling agent, 0.001-0.1 part of catalyst, 2-5 parts of primary aminosilane coupling agent, 2-5 parts of epoxy silane coupling agent, 40-70 parts of solvent, 0.1-1 part of water absorbent, 5-10 parts of filler and 10-20 parts of resin;
the secondary aminosilane coupling agent is a combination of N-phenyl-gamma-aminopropyl trimethoxysilane and N-butyl-gamma-aminopropyl trimethoxysilane;
the primary aminosilane coupling agent is a combination of aminopropyl trimethoxysilane and N- (beta-aminoethyl) -gamma-aminopropyl trimethoxysilane;
the isocyanate comprises any one or a combination of at least two of toluene diisocyanate, diphenylmethane diisocyanate, 2, 4-trimethylhexamethylene diisocyanate, 1, 4-phenylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, tolidine diisocyanate, 1, 5-naphthalene diisocyanate, triphenylmethane triisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, lysine diisocyanate, norbornane diisocyanate, trans-cyclohexane-1, 4-diisocyanate, isophorone diisocyanate, bis (isocyanatomethyl) cyclohexane and dicyclohexylmethane diisocyanate;
the resin comprises any one or a combination of at least two of polyester resin, polyamide resin, acrylic resin, rosin resin or a derivative thereof, terpene resin or a derivative thereof, hydrogenated petroleum resin or a derivative thereof, phenolic resin or a derivative thereof, xylene resin or a derivative thereof, coumarone resin or a derivative thereof, and ketone resin or a derivative thereof.
2. The glass primer of claim 1, wherein the isocyanate comprises any one of hexamethylene diisocyanate, isophorone diisocyanate, 2, 4-trimethylhexamethylene diisocyanate, or xylylene diisocyanate.
3. The glass primer of claim 2, wherein the isocyanate is xylylene diisocyanate.
4. The glass primer of claim 1, wherein the mercaptosilane coupling agent comprises gamma-mercaptopropyl trimethoxysilane and/or gamma-mercaptopropyl triethoxysilane.
5. The glass primer of claim 4, wherein the mercaptosilane coupling agent is gamma mercaptopropyl trimethoxysilane.
6. The glass primer according to claim 1, wherein the catalyst comprises an organotin-based catalyst and/or an organobismuth-based catalyst.
7. The glass primer of claim 6, wherein the organotin-based catalyst comprises any one or a combination of at least two of dioctyltin dilaurate, dibutyltin dilaurate, dimethyltin dilaurate, stannous octoate, dibutyltin oxide, dioctyltin oxide, dialkyltin mercaptide, or dialkyltin thioglycolate.
8. The glass primer of claim 7, wherein the organotin-based catalyst is dibutyltin dilaurate.
9. The glass primer of claim 1, wherein the epoxy silane coupling agent comprises glycidoxypropyl trimethoxysilane and/or glycidoxypropyl triethoxysilane.
10. The glass primer of claim 9, wherein the epoxy silane coupling agent is glycidoxypropyl trimethoxysilane.
11. The glass primer of claim 1, wherein the solvent comprises any one or a combination of at least two of butyl acetate, tributyl methylethyl ether, isopropyl acetate, methyl ethyl ketone, dimethyl sulfoxide, cumene, ethyl acetate, ethyl formate, isobutyl acetate, methyl isobutyl ketone, or propyl acetate.
12. The glass primer according to claim 11, wherein the solvent is butyl acetate and/or methyl ethyl ketone.
13. The glass primer according to claim 1, wherein the water absorbing agent comprises 4A molecular sieve, 3A molecular sieve, caO, caCl 2 Or MgSO 4 Any one or a combination of at least two of these.
14. The glass primer of claim 13, wherein the water absorbing agent is a 4A molecular sieve.
15. The glass primer of claim 1, wherein the filler comprises carbon black comprising any one or a combination of at least two of gas furnace carbon black, oil furnace carbon black, thermal carbon black, or acetylene carbon black.
16. The glass primer of claim 1, wherein the resin is an acrylic resin.
17. A method of preparing a glass primer according to any one of claims 1 to 16, comprising the steps of:
mixing and reacting isocyanate, a mercapto silane coupling agent, a secondary amino silane coupling agent and a catalyst to obtain a first intermediate; mixing and reacting a primary amino silane coupling agent, an epoxy silane coupling agent and a solvent to obtain a second intermediate; and mixing the first intermediate, the second intermediate, the water absorbent, the filler and the resin to obtain the glass primer.
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Citations (3)
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CN1829755A (en) * | 2003-07-31 | 2006-09-06 | Sika技术股份公司 | Isocyanate-free primer composition for glass and glass ceramics |
KR101574702B1 (en) * | 2015-06-19 | 2015-12-04 | 삼지화성(주) | A weather resistant paint composition |
CN111548718A (en) * | 2020-06-04 | 2020-08-18 | 北京高盟新材料股份有限公司 | Long-acting polyurethane primer and preparation method thereof |
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Publication number | Priority date | Publication date | Assignee | Title |
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CN1829755A (en) * | 2003-07-31 | 2006-09-06 | Sika技术股份公司 | Isocyanate-free primer composition for glass and glass ceramics |
KR101574702B1 (en) * | 2015-06-19 | 2015-12-04 | 삼지화성(주) | A weather resistant paint composition |
CN111548718A (en) * | 2020-06-04 | 2020-08-18 | 北京高盟新材料股份有限公司 | Long-acting polyurethane primer and preparation method thereof |
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