RU2418811C2 - Однокомпонентная грунтовка для стекла, включающая оксазолидин - Google Patents
Однокомпонентная грунтовка для стекла, включающая оксазолидинInfo
- Publication number
- RU2418811C2 RU2418811C2 RU2009118301/04A RU2009118301A RU2418811C2 RU 2418811 C2 RU2418811 C2 RU 2418811C2 RU 2009118301/04 A RU2009118301/04 A RU 2009118301/04A RU 2009118301 A RU2009118301 A RU 2009118301A RU 2418811 C2 RU2418811 C2 RU 2418811C2
- Authority
- RU
- Russia
- Prior art keywords
- composition
- primer
- isocyanate
- aminosilane
- glass
- Prior art date
Links
- 239000011521 glass Substances 0.000 title claims abstract description 39
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims abstract description 126
- 239000000758 substrate Substances 0.000 claims abstract description 52
- 239000012948 isocyanate Substances 0.000 claims abstract description 51
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 42
- 239000004615 ingredient Substances 0.000 claims abstract description 35
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 24
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 24
- 229920005862 polyol Polymers 0.000 claims abstract description 23
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000000034 method Methods 0.000 claims abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 22
- 150000003077 polyols Chemical class 0.000 claims abstract description 21
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 125000003118 aryl group Chemical group 0.000 claims abstract description 13
- 125000000160 oxazolidinyl group Chemical group 0.000 claims abstract description 13
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 12
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims abstract description 11
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 11
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 9
- 229920003023 plastic Polymers 0.000 claims abstract description 9
- 239000004033 plastic Substances 0.000 claims abstract description 9
- 238000004026 adhesive bonding Methods 0.000 claims abstract description 5
- 125000003277 amino group Chemical group 0.000 claims abstract description 5
- 230000001070 adhesive effect Effects 0.000 claims description 46
- 239000000853 adhesive Substances 0.000 claims description 45
- -1 aliphatic isocyanate Chemical class 0.000 claims description 26
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 15
- 239000000945 filler Substances 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 238000013461 design Methods 0.000 claims description 4
- JAHICVNZFLZGLH-UHFFFAOYSA-N CC(C)C1OCCN1CCOCCN1C(OCC1)C(C)C Chemical compound CC(C)C1OCCN1CCOCCN1C(OCC1)C(C)C JAHICVNZFLZGLH-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 3
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims description 2
- AMJYHMCHKZQLAY-UHFFFAOYSA-N tris(2-isocyanatophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical group O=C=NC1=CC=CC=C1OP(=S)(OC=1C(=CC=CC=1)N=C=O)OC1=CC=CC=C1N=C=O AMJYHMCHKZQLAY-UHFFFAOYSA-N 0.000 claims description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 13
- 238000003860 storage Methods 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000000565 sealant Substances 0.000 description 35
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 16
- 229910000077 silane Inorganic materials 0.000 description 16
- 238000012360 testing method Methods 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 238000000576 coating method Methods 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 10
- 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 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 239000002318 adhesion promoter Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 7
- 238000013459 approach Methods 0.000 description 6
- 239000008199 coating composition Substances 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000006229 carbon black Substances 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 210000003298 dental enamel Anatomy 0.000 description 4
- 238000009434 installation Methods 0.000 description 4
- 230000003993 interaction Effects 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- QMYGFTJCQFEDST-UHFFFAOYSA-N 3-methoxybutyl acetate Chemical group COC(C)CCOC(C)=O QMYGFTJCQFEDST-UHFFFAOYSA-N 0.000 description 3
- TZZGHGKTHXIOMN-UHFFFAOYSA-N 3-trimethoxysilyl-n-(3-trimethoxysilylpropyl)propan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCCC[Si](OC)(OC)OC TZZGHGKTHXIOMN-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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000032798 delamination Effects 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 239000005329 float glass Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000003381 stabilizer Substances 0.000 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 description 3
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical group O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 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 2
- 238000013508 migration Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- KGLSETWPYVUTQX-UHFFFAOYSA-N tris(4-isocyanatophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound C1=CC(N=C=O)=CC=C1OP(=S)(OC=1C=CC(=CC=1)N=C=O)OC1=CC=C(N=C=O)C=C1 KGLSETWPYVUTQX-UHFFFAOYSA-N 0.000 description 2
- 150000003673 urethanes Chemical class 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- QMTFKWDCWOTPGJ-KVVVOXFISA-N (z)-octadec-9-enoic acid;tin Chemical compound [Sn].CCCCCCCC\C=C/CCCCCCCC(O)=O QMTFKWDCWOTPGJ-KVVVOXFISA-N 0.000 description 1
- CIISBYKBBMFLEZ-UHFFFAOYSA-N 1,2-oxazolidine Chemical compound C1CNOC1 CIISBYKBBMFLEZ-UHFFFAOYSA-N 0.000 description 1
- QKOWXXDOHMJOMQ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)biuret Chemical compound O=C=NCCCCCCNC(=O)N(CCCCCCN=C=O)C(=O)NCCCCCCN=C=O QKOWXXDOHMJOMQ-UHFFFAOYSA-N 0.000 description 1
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
- AXFVIWBTKYFOCY-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetramethylbutane-1,3-diamine Chemical compound CN(C)C(C)CCN(C)C AXFVIWBTKYFOCY-UHFFFAOYSA-N 0.000 description 1
- KIJDMKUPUUYDLN-UHFFFAOYSA-N 2,2-dimethyl-4-trimethoxysilylbutan-1-amine Chemical compound CO[Si](OC)(OC)CCC(C)(C)CN KIJDMKUPUUYDLN-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- MDKHWJFKHDRFFZ-UHFFFAOYSA-N 3,5-dimethylmorpholine Chemical compound CC1COCC(C)N1 MDKHWJFKHDRFFZ-UHFFFAOYSA-N 0.000 description 1
- ZCFUZSLAWUBCCU-UHFFFAOYSA-N 3-[2-(2,2,2-trimethoxyethoxy)ethoxysilyl]propan-1-amine Chemical compound NCCC[SiH2]OCCOCC(OC)(OC)OC ZCFUZSLAWUBCCU-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 241000723347 Cinnamomum Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- FYTJYQMBYUSMTC-UHFFFAOYSA-N N=C=O.OP(O)(O)=S Chemical compound N=C=O.OP(O)(O)=S FYTJYQMBYUSMTC-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 229920013701 VORANOL™ Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000005347 annealed glass Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- BRWZYZWZBMGMMG-UHFFFAOYSA-J dodecanoate tin(4+) Chemical compound [Sn+4].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O BRWZYZWZBMGMMG-UHFFFAOYSA-J 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- WJJLSKWXCMQDLO-UHFFFAOYSA-N ethyl carbamate;1,3-oxazolidine Chemical group C1COCN1.C1COCN1.CCOC(N)=O WJJLSKWXCMQDLO-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000010285 flame spraying Methods 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 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
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000005340 laminated glass Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000002991 molded plastic Substances 0.000 description 1
- 238000000465 moulding Methods 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
- VNBLTKHUCJLFSB-UHFFFAOYSA-N n-(trimethoxysilylmethyl)aniline Chemical compound CO[Si](OC)(OC)CNC1=CC=CC=C1 VNBLTKHUCJLFSB-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-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
- DVYVMJLSUSGYMH-UHFFFAOYSA-N n-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CNCCC[Si](OC)(OC)OC DVYVMJLSUSGYMH-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- COWNFYYYZFRNOY-UHFFFAOYSA-N oxazolidinedione Chemical group O=C1COC(=O)N1 COWNFYYYZFRNOY-UHFFFAOYSA-N 0.000 description 1
- 150000002917 oxazolidines Chemical class 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000004588 polyurethane sealant Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000012205 single-component adhesive Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 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 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000005341 toughened glass Substances 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/002—Priming paints
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C27/00—Joining pieces of glass to pieces of other inorganic material; Joining glass to glass other than by fusing
- C03C27/04—Joining glass to metal by means of an interlayer
- C03C27/048—Joining glass to metal by means of an interlayer consisting of an adhesive specially adapted for that purpose
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
-
- 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
- C08G18/2805—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
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/776—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur phosphorus
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Geochemistry & Mineralogy (AREA)
- General Chemical & Material Sciences (AREA)
- Ceramic Engineering (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91370007P | 2007-04-24 | 2007-04-24 | |
| US60/913,700 | 2007-04-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2009118301A RU2009118301A (ru) | 2010-11-27 |
| RU2418811C2 true RU2418811C2 (ru) | 2011-05-20 |
Family
ID=39618811
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009118301/04A RU2418811C2 (ru) | 2007-04-24 | 2008-02-19 | Однокомпонентная грунтовка для стекла, включающая оксазолидин |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7955702B2 (https=) |
| EP (1) | EP2142579B1 (https=) |
| JP (2) | JP5270561B2 (https=) |
| KR (1) | KR101139026B1 (https=) |
| CN (1) | CN101547953B (https=) |
| AT (1) | ATE536381T1 (https=) |
| BR (1) | BRPI0804499A2 (https=) |
| CA (1) | CA2662947C (https=) |
| RU (1) | RU2418811C2 (https=) |
| WO (1) | WO2008134110A1 (https=) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7781493B2 (en) | 2005-06-20 | 2010-08-24 | Dow Global Technologies Inc. | Protective coating for window glass |
| WO2008134110A1 (en) * | 2007-04-24 | 2008-11-06 | Dow Global Technologies, Inc. | One component glass primer including oxazoladine |
| BRPI0809718A2 (pt) * | 2007-04-24 | 2011-09-13 | Dow Global Technologies Inc | método para ligar um primeiro substrato a um segundo substrato e conjunto de painéis |
| WO2009009159A1 (en) * | 2007-07-12 | 2009-01-15 | Dow Global Technologies, Inc. | Colored primer compositions and methods |
| EP2350211B1 (en) * | 2008-10-29 | 2018-02-28 | Dow Global Technologies LLC | Low energy surface bonding system containing a primer with long open time |
| US8696844B2 (en) * | 2009-04-23 | 2014-04-15 | Pilkington Group Limited | Method of adhesive bonding and vehicle glazing created thereby |
| CN102985385B (zh) * | 2010-03-08 | 2016-03-16 | 陶氏环球技术有限责任公司 | 用于异氰酸酯和硅烷官能化粘合剂的水基底漆组合物 |
| BR112013002031B1 (pt) * | 2010-07-27 | 2020-08-25 | Agc Automotive Americas R&D, Inc | conjunto de janela para um veículo e método para fabricar um conjunto de janela para um veículo |
| EP2484706A1 (de) | 2011-02-03 | 2012-08-08 | Sika Technology AG | Haftvermittlerzusammensetzung |
| US9330993B2 (en) * | 2012-12-20 | 2016-05-03 | Intel Corporation | Methods of promoting adhesion between underfill and conductive bumps and structures formed thereby |
| EP2945994B1 (en) | 2013-01-18 | 2018-07-11 | Basf Se | Acrylic dispersion-based coating compositions |
| DE102013103724A1 (de) * | 2013-04-12 | 2014-10-16 | Osram Opto Semiconductors Gmbh | Trägersystem, Verwendung eines photolabilen Linkers in einem Trägersystem und Verfahren zur Herstellung eines optoelektronischen Bauelements |
| EP2806001A1 (en) * | 2013-05-21 | 2014-11-26 | PPG Industries Ohio Inc. | Coating composition |
| US20160257819A1 (en) * | 2015-03-06 | 2016-09-08 | Prc-Desoto International Incorporated | Partially reacted silane primer compositions |
| KR101858314B1 (ko) * | 2015-03-27 | 2018-06-28 | 주식회사 엘지화학 | 이차 전지용 파우치 외장재 및 이를 포함하는 파우치형 이차 전지 |
| WO2016162394A1 (de) * | 2015-04-07 | 2016-10-13 | Covestro Deutschland Ag | Verfahren zum verkleben von substraten mit klebstoffen |
| CN105255333B (zh) * | 2015-10-09 | 2017-12-19 | 佛山市科顺建筑材料有限公司 | 一种喷涂聚脲弹性涂料及其制备方法 |
| PL3592818T3 (pl) | 2017-03-09 | 2023-04-11 | H. B. Fuller Company | Reaktywny termotopliwy klej poliuretanowy o małej zawartości diizocyjanianu monomerycznego |
| EP3850028A1 (en) * | 2018-09-10 | 2021-07-21 | Huntsman International LLC | Oxazolidinedione-terminated prepolymer |
| CN111218201A (zh) * | 2020-02-28 | 2020-06-02 | 杭州之江新材料有限公司 | 底涂材料、其制备方法和应用以及汽车玻璃托架和粘接组合材料 |
| CN111363467A (zh) * | 2020-05-11 | 2020-07-03 | 郑州中原思蓝德高科股份有限公司 | 一种底涂剂组合物及其制备方法 |
| CN115820098B (zh) * | 2021-09-16 | 2024-01-19 | 海洋化工研究院有限公司 | 一种双组分湿气固化聚氨酯轻质阻燃高强韧涂料及其制备方法 |
| CN116063911B (zh) * | 2022-11-18 | 2024-03-22 | 李泽月 | 一种环保型快速固化的单组分聚脲材料及其制备方法 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU862833A3 (ru) * | 1973-12-14 | 1981-09-07 | Ром Энд Хаас Компани (Фирма) | Состав дл покрытий |
| US4396681A (en) * | 1981-06-10 | 1983-08-02 | Essex Chemical Corporation | Process for coating one pot moisture curable coating composition onto non-porous substrate and article |
| EP0414375A1 (en) * | 1989-08-01 | 1991-02-27 | BP Chemicals Limited | Coating compositions |
| RU2217445C2 (ru) * | 1997-08-07 | 2003-11-27 | Акцо Нобель Н.В. | Композиция для покрытия, способная наноситься пульверизацией и содержащая оксазолидин, изоцианат и соединение, выбранное из меркапто- и сульфокислотного соединений |
| JP2004168957A (ja) * | 2002-11-22 | 2004-06-17 | Yokohama Rubber Co Ltd:The | １液湿気硬化型ポリウレタン組成物 |
| JP2007063551A (ja) * | 2005-08-05 | 2007-03-15 | Auto Kagaku Kogyo Kk | 硬化性組成物 |
Family Cites Families (97)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3151162A (en) * | 1958-11-06 | 1964-09-29 | Texaco Inc | Paraffin wax amines |
| US3152162A (en) | 1959-07-29 | 1964-10-06 | Bayer Ag | Polyisocyanate-carbodiimide adducts and process for the production thereof |
| US3743626A (en) * | 1968-10-18 | 1973-07-03 | Rohm & Haas | Hydrocurable oxazolidine-isocyanate compositions |
| US3549396A (en) * | 1969-08-13 | 1970-12-22 | Ppg Industries Inc | Method for producing pigments of improved dispersibility |
| JPS56109847A (en) * | 1980-01-29 | 1981-08-31 | Kanegafuchi Chem Ind Co Ltd | Primer composition |
| US4394491A (en) * | 1980-10-08 | 1983-07-19 | The Dow Chemical Company | Addition polymerizable adduct of a polymeric monoahl and an unsaturated isocyanate |
| US4367313A (en) * | 1981-06-10 | 1983-01-04 | Essex Chemical Corporation | Coating composition and method |
| US4374210A (en) * | 1981-09-18 | 1983-02-15 | The Upjohn Company | Polyurea-polyurethane from a mixture of a polyol, an aromatic diamine, and an isocyanate-terminated prepolymer |
| US4374237A (en) * | 1981-12-21 | 1983-02-15 | Union Carbide Corporation | Silane-containing isocyanate-terminated polyurethane polymers |
| US4385133A (en) * | 1982-06-07 | 1983-05-24 | The Upjohn Company | Novel compositions and process |
| US4839122A (en) * | 1983-09-26 | 1989-06-13 | Libbey-Owens-Ford Co. | Reaction injection molding of window gasket |
| DE3400860A1 (de) * | 1984-01-12 | 1985-07-18 | Henkel KGaA, 4000 Düsseldorf | Glasprimer |
| DE3407031A1 (de) * | 1984-02-27 | 1985-09-05 | Gurit-Essex, Freienbach | Chemisch haertende zweikomponentenmasse auf der basis von polyurethanen, verfahren zur herstellung einer haertbaren masse auf polyurethanbasis und verwendung von mischungen aus zwei komponenten auf polyurethanbasis |
| US4522975A (en) * | 1984-06-01 | 1985-06-11 | Olin Corporation | Select NCO-terminated, uretdione group-containing polyurethane prepolymers and lignocellulosic composite materials prepared therefrom |
| US4687533A (en) * | 1985-08-26 | 1987-08-18 | Essex Specialty Products, Inc. | Bonding method employing moisture curable polyurethane polymers |
| DE3545899C1 (de) * | 1985-12-23 | 1987-04-23 | Gurit Essex Ag | Verfahren und Vorrichtung zum Auftragen einer mindestens zwei Komponenten umfassenden Klebe-,Dichtungs-,Versiegelungs- oder Beschichtungsmasse auf einen Gegenstand |
| US4697026A (en) * | 1986-01-06 | 1987-09-29 | Dow Corning Corporation | Acryl functional silicone compounds |
| US4643794A (en) * | 1986-03-04 | 1987-02-17 | Ashland Oil, Inc. | Primer and sealant for glass and coated metal |
| US4772716A (en) * | 1986-07-14 | 1988-09-20 | Ciba-Geigy Corporation | Oxazolidines containing silane groups |
| GB8705801D0 (en) * | 1987-03-11 | 1987-04-15 | Ici Plc | Injection moulding compositions |
| US4792316A (en) * | 1987-04-10 | 1988-12-20 | David Skedeleski | Surfboard protective tip |
| JP2708063B2 (ja) * | 1988-11-28 | 1998-02-04 | サンスター技研株式会社 | ガラス用プライマー組成物 |
| EP0376890A3 (de) * | 1988-12-29 | 1991-04-10 | Ciba-Geigy Ag | Silangruppenhaltige Oxazolidine |
| IT1229257B (it) * | 1989-05-11 | 1991-07-26 | Enichem Sintesi | Composti silicio organici contenenti un gruppo oxazolidinico |
| US5167899A (en) * | 1990-07-07 | 1992-12-01 | The Dow Chemical Company | Process for melt blowing microfibers of rigid polyurethane having hard segments |
| US5114989A (en) * | 1990-11-13 | 1992-05-19 | The Dow Chemical Company | Isocyanate-terminated prepolymer and polyurethane foam prepared therefrom |
| GB9220988D0 (en) | 1992-10-06 | 1992-11-18 | Ciba Geigy Ag | Adhesion promoters |
| CA2144530C (en) * | 1992-10-13 | 2005-07-26 | Wen Bin Chiao | Polyurethane sealant compositions |
| JP2782405B2 (ja) * | 1992-12-14 | 1998-07-30 | 信越化学工業株式会社 | 硬化性オルガノポリシロキサン組成物 |
| FR2699529B1 (fr) * | 1992-12-18 | 1995-02-03 | Saint Gobain Vitrage Int | Procédé de traitement d'un vitrage pour l'adhésion d'un profil périphérique. |
| FR2705275B1 (fr) * | 1993-05-13 | 1995-07-21 | Saint Gobain Vitrage Int | Vitrages feuilletés et procédé de fabrication. |
| JPH08511054A (ja) * | 1993-06-03 | 1996-11-19 | エセックス スペシャルティ プロダクツ インコーポレーテッド | 非多孔性基質へのウレタン接着剤の接着を改善するプライマー組成物 |
| US5664041A (en) * | 1993-12-07 | 1997-09-02 | Dsm Desotech, Inc. | Coating system for glass adhesion retention |
| CA2141515A1 (en) | 1994-02-08 | 1995-08-09 | John D. Blizzard | Abrasion-resistant coating |
| CA2141516A1 (en) | 1994-06-13 | 1995-12-14 | John D. Blizzard | Radiation-curable oligomer-based coating composition |
| BR9607155A (pt) * | 1995-01-13 | 1997-11-11 | Essex Specialty Prod | Composição adesiva bicomponente processo para ligar dois substratos entre si |
| EP0730015B1 (en) * | 1995-02-28 | 1999-01-13 | Dow Corning Corporation | Method for making organically-modified, radiation-curable siloxane resins |
| US5853895A (en) * | 1995-04-11 | 1998-12-29 | Donnelly Corporation | Bonded vehicular glass assemblies utilizing two-component urethanes, and related methods of bonding |
| US5922809A (en) * | 1996-01-11 | 1999-07-13 | The Dow Chemical Company | One-part moisture curable polyurethane adhesive |
| AR005429A1 (es) * | 1996-01-11 | 1999-06-23 | Essex Specialty Prod | Prepolimeros de poliuretano, composiciones adhesivas en un solo envase que incluyen dichos prepolimeros y procedimiento para adherir substratos con dichascomposiciones |
| WO1997025360A1 (en) * | 1996-01-11 | 1997-07-17 | Essex Specialty Products, Inc. | One-part curable polyurethane adhesive |
| JPH09235513A (ja) | 1996-02-29 | 1997-09-09 | Yokohama Rubber Co Ltd:The | プライマー組成物 |
| JPH1036481A (ja) | 1996-07-23 | 1998-02-10 | Dainippon Ink & Chem Inc | 一液湿気硬化型ウレタン組成物及び接着剤 |
| US6228433B1 (en) * | 1997-05-02 | 2001-05-08 | Permagrain Products, Inc. | Abrasion resistant urethane coatings |
| US6093455A (en) * | 1997-05-23 | 2000-07-25 | Deco Patents, Inc. | Method and compositions for decorating glass |
| US6080817A (en) * | 1997-12-08 | 2000-06-27 | Basf Corporation | Epoxy-urethane imine and hydroxyl primer |
| US5948927A (en) * | 1998-04-01 | 1999-09-07 | Witco Corporation | Bis-silyl tertiary amines |
| US6140445A (en) * | 1998-04-17 | 2000-10-31 | Crompton Corporation | Silane functional oligomer |
| US6828403B2 (en) * | 1998-04-27 | 2004-12-07 | Essex Specialty Products, Inc. | Method of bonding a window to a substrate using a silane functional adhesive composition |
| US6008305A (en) * | 1998-06-30 | 1999-12-28 | Adco Products, Inc. | Primer for improving the bonding of adhesives to nonporous substrates |
| AU749537B2 (en) | 1998-07-31 | 2002-06-27 | Ppg Industries Ohio, Inc. | Transparency with coating having primer for edge seal |
| US6590682B1 (en) * | 1998-08-10 | 2003-07-08 | Zilog, Inc. | Infrared signal communication system and method including transmission means having automatic gain control |
| US7157507B2 (en) * | 1999-04-14 | 2007-01-02 | Allied Photochemical, Inc. | Ultraviolet curable silver composition and related method |
| US6309755B1 (en) | 1999-06-22 | 2001-10-30 | Exatec, Llc. | Process and panel for providing fixed glazing for an automotive vehicle |
| US6510872B1 (en) * | 1999-07-07 | 2003-01-28 | Wayn-Tex, Incorporated | Carpet backing and methods of making and using the same |
| US6623791B2 (en) | 1999-07-30 | 2003-09-23 | Ppg Industries Ohio, Inc. | Coating compositions having improved adhesion, coated substrates and methods related thereto |
| DE19961632A1 (de) | 1999-12-14 | 2001-06-28 | Inst Oberflaechenmodifizierung | Kit zur Beschichtung von Oberflächen, strahlenhärtbares Beschichtungsmittel und Verfahren zur Erzeugung von kratz-, abrieb- und haftfesten Beschichtungen |
| US6438306B1 (en) * | 2000-04-07 | 2002-08-20 | Dsm N.V. | Radiation curable resin composition |
| US20010041782A1 (en) | 2000-01-12 | 2001-11-15 | Hiroyuki Okuhira | Novel latent curing agent and moisture-curable epoxy resin composition |
| US20010049021A1 (en) | 2000-04-07 | 2001-12-06 | Valimont James L. | Methods of improving bonding strength in primer/sealant adhesive systems |
| JP2002012635A (ja) | 2000-06-28 | 2002-01-15 | Nippon Sheet Glass Co Ltd | 鏡の背面コート用紫外線硬化性樹脂組成物及びこの組成物で背面コートされた鏡 |
| US6581739B1 (en) * | 2000-10-31 | 2003-06-24 | Eaton Corporation | Lightweight magnetic particle device |
| WO2002038688A2 (en) * | 2000-11-09 | 2002-05-16 | 3M Innovative Properties Company | Weather resistant, ink jettable, radiation curable, fluid compositions particularly suitable for outdoor applications |
| EP1217049A1 (de) * | 2000-12-23 | 2002-06-26 | Sika AG, vorm. Kaspar Winkler & Co. | Voranstrich für Beton |
| JP3788911B2 (ja) | 2001-02-07 | 2006-06-21 | 信越化学工業株式会社 | オルガノポリシロキサン組成物 |
| DE10115505B4 (de) * | 2001-03-29 | 2007-03-08 | Basf Coatings Ag | Thermisch und mit aktinischer Strahlung härtbare wäßrige Dispersionen, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE10115604A1 (de) * | 2001-03-29 | 2002-10-10 | Basf Coatings Ag | Thermisch und mit aktinischer Strahlung härtbares Gemisch und seine Verwendung |
| JP4670171B2 (ja) | 2001-04-18 | 2011-04-13 | 横浜ゴム株式会社 | プライマー組成物 |
| JP4423808B2 (ja) | 2001-04-18 | 2010-03-03 | 横浜ゴム株式会社 | プライマー組成物 |
| US6592998B2 (en) | 2001-07-31 | 2003-07-15 | Ppg Industries Ohio, Inc. | Multi-layer composites formed from compositions having improved adhesion, coating compositions, and methods related thereto |
| US6592999B1 (en) * | 2001-07-31 | 2003-07-15 | Ppg Industries Ohio, Inc. | Multi-layer composites formed from compositions having improved adhesion, coating compositions, and methods related thereto |
| JP2003128988A (ja) | 2001-10-23 | 2003-05-08 | Dainippon Ink & Chem Inc | 湿気硬化型プライマー |
| US6720380B2 (en) * | 2001-11-27 | 2004-04-13 | E. I. Du Pont De Nemours And Company | Modular system for coating plastics |
| FR2834992B1 (fr) | 2002-01-21 | 2005-05-27 | Oreal | Polymeres associatifs cationiques amphiphiles, procede de preparation, utilisation comme epaississant et composition les comprenant |
| US6649016B2 (en) * | 2002-03-04 | 2003-11-18 | Dow Global Technologies Inc. | Silane functional adhesive composition and method of bonding a window to a substrate without a primer |
| JP2003336008A (ja) | 2002-05-23 | 2003-11-28 | Dainippon Ink & Chem Inc | 湿気硬化型ウレタンプライマー |
| EP1382625A1 (de) | 2002-07-15 | 2004-01-21 | Sika Technology AG | Primer mit langer Offenzeit für polymere Untergründe |
| US20040077778A1 (en) * | 2002-08-07 | 2004-04-22 | Isidor Hazan | One-pack primer sealer compositions for SMC automotive body panels |
| JP3838953B2 (ja) * | 2002-08-26 | 2006-10-25 | 横浜ゴム株式会社 | プライマー組成物 |
| US8013068B2 (en) * | 2003-01-02 | 2011-09-06 | Rohm And Haas Company | Michael addition compositions |
| US6958189B2 (en) * | 2003-03-31 | 2005-10-25 | Exatec, Llc | Ink for a polycarbonate substrate |
| WO2005059056A1 (en) * | 2003-12-10 | 2005-06-30 | Dow Global Technologies Inc. | System for bonding glass into a structure |
| US7267055B2 (en) * | 2003-12-11 | 2007-09-11 | Exatec, L.L.C. | Inks for use in membrane image transfer printing process |
| US7294656B2 (en) * | 2004-01-09 | 2007-11-13 | Bayer Materialscience Llc | UV curable coating composition |
| JP4960242B2 (ja) | 2004-10-08 | 2012-06-27 | ダウ グローバル テクノロジーズ エルエルシー | 低揮発性イソシアネートモノマー含有ポリウレタンプレポリマー及び接着剤システム |
| US20060198963A1 (en) * | 2005-03-03 | 2006-09-07 | Dimitry Chernyshov | Process for the production of a coating layer on three-dimensional shaped substrates with radiation-curable coating compositions |
| US7781493B2 (en) | 2005-06-20 | 2010-08-24 | Dow Global Technologies Inc. | Protective coating for window glass |
| JP2010504408A (ja) | 2006-09-21 | 2010-02-12 | ピーピージー インダストリーズ オハイオ， インコーポレイテッド | 低温で湿気硬化性の被覆用組成物および関連する方法 |
| BRPI0715322A2 (pt) | 2006-10-05 | 2013-07-16 | Dow Global Technologies Inc | composiÇço de agente ligante melhorada, estrutura ligada e mÉtodo para ligar um painel de vidro À estrutura de um veÍculo |
| RU2455329C2 (ru) * | 2006-12-19 | 2012-07-10 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Добавки, способствующие адгезии, и способы улучшения композиций для покрытия |
| WO2008077042A1 (en) * | 2006-12-19 | 2008-06-26 | Dow Global Technologies, Inc. | Encapsulated panel assemblies and method for making same |
| CN101558456B (zh) * | 2006-12-19 | 2013-07-24 | 陶氏环球技术公司 | 经改善的用于导电透明基材的复合材料和方法 |
| WO2008134110A1 (en) * | 2007-04-24 | 2008-11-06 | Dow Global Technologies, Inc. | One component glass primer including oxazoladine |
| US7807016B2 (en) * | 2007-04-24 | 2010-10-05 | Dow Global Technologies Inc. | Primer adhesion promoters, compositions and methods |
| BRPI0809718A2 (pt) * | 2007-04-24 | 2011-09-13 | Dow Global Technologies Inc | método para ligar um primeiro substrato a um segundo substrato e conjunto de painéis |
| WO2009009159A1 (en) * | 2007-07-12 | 2009-01-15 | Dow Global Technologies, Inc. | Colored primer compositions and methods |
| CN101903483B (zh) * | 2007-12-18 | 2014-09-10 | 陶氏环球技术公司 | 对玻璃粘合剂具有增强的粘合性的窗玻璃用保护涂层 |
-
2008
- 2008-02-19 WO PCT/US2008/054273 patent/WO2008134110A1/en not_active Ceased
- 2008-02-19 CN CN2008800009259A patent/CN101547953B/zh not_active Expired - Fee Related
- 2008-02-19 BR BRPI0804499-6A patent/BRPI0804499A2/pt not_active IP Right Cessation
- 2008-02-19 EP EP08730134A patent/EP2142579B1/en not_active Not-in-force
- 2008-02-19 RU RU2009118301/04A patent/RU2418811C2/ru not_active IP Right Cessation
- 2008-02-19 JP JP2009534955A patent/JP5270561B2/ja not_active Expired - Fee Related
- 2008-02-19 KR KR1020097011959A patent/KR101139026B1/ko not_active Expired - Fee Related
- 2008-02-19 US US12/033,420 patent/US7955702B2/en not_active Expired - Fee Related
- 2008-02-19 AT AT08730134T patent/ATE536381T1/de active
- 2008-02-19 CA CA2662947A patent/CA2662947C/en not_active Expired - Fee Related
-
2011
- 2011-05-25 US US13/115,351 patent/US8168019B2/en not_active Expired - Fee Related
-
2013
- 2013-02-28 JP JP2013039293A patent/JP5749755B2/ja not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU862833A3 (ru) * | 1973-12-14 | 1981-09-07 | Ром Энд Хаас Компани (Фирма) | Состав дл покрытий |
| US4396681A (en) * | 1981-06-10 | 1983-08-02 | Essex Chemical Corporation | Process for coating one pot moisture curable coating composition onto non-porous substrate and article |
| EP0414375A1 (en) * | 1989-08-01 | 1991-02-27 | BP Chemicals Limited | Coating compositions |
| RU2217445C2 (ru) * | 1997-08-07 | 2003-11-27 | Акцо Нобель Н.В. | Композиция для покрытия, способная наноситься пульверизацией и содержащая оксазолидин, изоцианат и соединение, выбранное из меркапто- и сульфокислотного соединений |
| JP2004168957A (ja) * | 2002-11-22 | 2004-06-17 | Yokohama Rubber Co Ltd:The | １液湿気硬化型ポリウレタン組成物 |
| JP2007063551A (ja) * | 2005-08-05 | 2007-03-15 | Auto Kagaku Kogyo Kk | 硬化性組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| US7955702B2 (en) | 2011-06-07 |
| JP5270561B2 (ja) | 2013-08-21 |
| US20110220269A1 (en) | 2011-09-15 |
| KR20090099524A (ko) | 2009-09-22 |
| JP2013151687A (ja) | 2013-08-08 |
| EP2142579A1 (en) | 2010-01-13 |
| ATE536381T1 (de) | 2011-12-15 |
| JP5749755B2 (ja) | 2015-07-15 |
| KR101139026B1 (ko) | 2012-04-26 |
| RU2009118301A (ru) | 2010-11-27 |
| CN101547953A (zh) | 2009-09-30 |
| WO2008134110A1 (en) | 2008-11-06 |
| JP2010507724A (ja) | 2010-03-11 |
| CN101547953B (zh) | 2012-06-13 |
| CA2662947C (en) | 2013-03-26 |
| US8168019B2 (en) | 2012-05-01 |
| EP2142579B1 (en) | 2011-12-07 |
| US20080268261A1 (en) | 2008-10-30 |
| BRPI0804499A2 (pt) | 2011-08-30 |
| CA2662947A1 (en) | 2008-11-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2418811C2 (ru) | Однокомпонентная грунтовка для стекла, включающая оксазолидин | |
| JP5508873B2 (ja) | 一般的なプライマー組成物及び方法 | |
| JP5693217B2 (ja) | 改善されたプライマー接着促進剤、プライマー接着組成物及びプライマー接着方法 | |
| JP2012207121A (ja) | プライマー組成物 | |
| US20230313006A1 (en) | Primer for polyurethane adhesive |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20200220 |