TW294711B - - Google Patents
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- TW294711B TW294711B TW082108206A TW82108206A TW294711B TW 294711 B TW294711 B TW 294711B TW 082108206 A TW082108206 A TW 082108206A TW 82108206 A TW82108206 A TW 82108206A TW 294711 B TW294711 B TW 294711B
- Authority
- TW
- Taiwan
- Prior art keywords
- group
- alkyl
- groups
- aryl
- atoms
- Prior art date
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- 125000000217 alkyl group Chemical group 0.000 claims abstract description 65
- 125000003118 aryl group Chemical group 0.000 claims abstract description 65
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 58
- -1 amidoamines Chemical class 0.000 claims abstract description 51
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 33
- 150000001412 amines Chemical class 0.000 claims abstract description 32
- 239000001257 hydrogen Substances 0.000 claims abstract description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 32
- 239000011253 protective coating Substances 0.000 claims abstract description 32
- 239000008199 coating composition Substances 0.000 claims abstract description 29
- 239000000543 intermediate Substances 0.000 claims abstract description 28
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229910000077 silane Inorganic materials 0.000 claims abstract description 27
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 17
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 15
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 14
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 6
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000004642 Polyimide Chemical class 0.000 claims abstract description 3
- 229920001721 polyimide Chemical class 0.000 claims abstract description 3
- 150000002431 hydrogen Chemical group 0.000 claims abstract 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract 5
- 150000007514 bases Chemical class 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 99
- 238000000576 coating method Methods 0.000 claims description 96
- 239000011248 coating agent Substances 0.000 claims description 78
- 150000003138 primary alcohols Chemical class 0.000 claims description 45
- 239000000853 adhesive Substances 0.000 claims description 41
- 230000001070 adhesive effect Effects 0.000 claims description 41
- 125000004429 atom Chemical group 0.000 claims description 32
- 239000007789 gas Substances 0.000 claims description 31
- 239000000126 substance Substances 0.000 claims description 29
- 230000007062 hydrolysis Effects 0.000 claims description 24
- 238000006460 hydrolysis reaction Methods 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000011230 binding agent Substances 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 17
- 238000011049 filling Methods 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 150000001335 aliphatic alkanes Chemical group 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 14
- 239000013067 intermediate product Substances 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 8
- 230000003628 erosive effect Effects 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 150000001298 alcohols Chemical class 0.000 claims description 7
- 230000002079 cooperative effect Effects 0.000 claims description 7
- 150000003377 silicon compounds Chemical class 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 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 5
- 239000012670 alkaline solution Substances 0.000 claims description 5
- 125000004104 aryloxy group Chemical group 0.000 claims description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 4
- 229960002887 deanol Drugs 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 claims description 3
- 239000012972 dimethylethanolamine Substances 0.000 claims description 3
- 230000004224 protection Effects 0.000 claims description 3
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 3
- AFCAKJKUYFLYFK-UHFFFAOYSA-N tetrabutyltin Chemical compound CCCC[Sn](CCCC)(CCCC)CCCC AFCAKJKUYFLYFK-UHFFFAOYSA-N 0.000 claims description 3
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 claims description 2
- 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 2
- JJPZOIJCDNHCJP-UHFFFAOYSA-N dibutyl(sulfanylidene)tin Chemical compound CCCC[Sn](=S)CCCC JJPZOIJCDNHCJP-UHFFFAOYSA-N 0.000 claims description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 2
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 claims description 2
- JTGNPNLBCGBCMP-UHFFFAOYSA-N tetraoctylstannane Chemical compound CCCCCCCC[Sn](CCCCCCCC)(CCCCCCCC)CCCCCCCC JTGNPNLBCGBCMP-UHFFFAOYSA-N 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims description 2
- 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 2
- LPUCKLOWOWADAC-UHFFFAOYSA-M tributylstannyl 2-methylprop-2-enoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C(C)=C LPUCKLOWOWADAC-UHFFFAOYSA-M 0.000 claims description 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N SnO2 Inorganic materials O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims 2
- 125000002524 organometallic group Chemical group 0.000 claims 2
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 claims 1
- LHYVEOGDJNQNEW-UHFFFAOYSA-N 1-amino-2-methylbutan-2-ol Chemical compound CCC(C)(O)CN LHYVEOGDJNQNEW-UHFFFAOYSA-N 0.000 claims 1
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 claims 1
- GCTFWCDSFPMHHS-UHFFFAOYSA-M Tributyltin chloride Chemical compound CCCC[Sn](Cl)(CCCC)CCCC GCTFWCDSFPMHHS-UHFFFAOYSA-M 0.000 claims 1
- HICCMIMHFYBSJX-UHFFFAOYSA-N [SiH4].[Cl] Chemical compound [SiH4].[Cl] HICCMIMHFYBSJX-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000001930 alkyl chloride group Chemical group 0.000 claims 1
- 150000004982 aromatic amines Chemical class 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims 1
- WOTBZDCALROHDU-UHFFFAOYSA-L dioctyl(sulfanylidene)tin dioctyltin(2+) 8-methyl-2-sulfanylnonanoate Chemical compound C(CCCCCCC)[Sn](CCCCCCCC)=S.C(CCCCC(C)C)C(C(=O)[O-])S.C(CCCCC(C)C)C(C(=O)[O-])S.C(CCCCCCC)[Sn+2]CCCCCCCC WOTBZDCALROHDU-UHFFFAOYSA-L 0.000 claims 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- ZMHZSHHZIKJFIR-UHFFFAOYSA-N octyltin Chemical compound CCCCCCCC[Sn] ZMHZSHHZIKJFIR-UHFFFAOYSA-N 0.000 claims 1
- 150000007530 organic bases Chemical class 0.000 claims 1
- 229920000962 poly(amidoamine) Chemical class 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 239000012974 tin catalyst Substances 0.000 claims 1
- 229910001887 tin oxide Inorganic materials 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052799 carbon Inorganic materials 0.000 abstract description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical group S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Chemical class 0.000 abstract 1
- 229920002647 polyamide Chemical class 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 49
- 238000001723 curing Methods 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- 239000000376 reactant Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 14
- 239000000049 pigment Substances 0.000 description 13
- 239000000945 filler Substances 0.000 description 12
- 229920005862 polyol Polymers 0.000 description 11
- 239000002987 primer (paints) Substances 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 238000005260 corrosion Methods 0.000 description 10
- 238000004132 cross linking Methods 0.000 description 10
- 150000003077 polyols Chemical class 0.000 description 10
- 239000002243 precursor Substances 0.000 description 10
- 230000008901 benefit Effects 0.000 description 9
- 230000007797 corrosion Effects 0.000 description 9
- 229910052710 silicon Inorganic materials 0.000 description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- 239000010703 silicon Substances 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- 239000010456 wollastonite Substances 0.000 description 7
- 229910052882 wollastonite Inorganic materials 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 230000006750 UV protection Effects 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 239000004014 plasticizer Substances 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 150000004756 silanes Chemical class 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000004925 Acrylic resin Substances 0.000 description 5
- 229920000178 Acrylic resin Polymers 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000005046 Chlorosilane Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 238000001879 gelation Methods 0.000 description 4
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical compound CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000000962 organic group Chemical group 0.000 description 4
- 150000002902 organometallic compounds Chemical class 0.000 description 4
- 238000005498 polishing Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000004110 Zinc silicate Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- QBLDFAIABQKINO-UHFFFAOYSA-N barium borate Chemical compound [Ba+2].[O-]B=O.[O-]B=O QBLDFAIABQKINO-UHFFFAOYSA-N 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920000548 poly(silane) polymer Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 230000002028 premature Effects 0.000 description 3
- 229920002050 silicone resin Polymers 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- XSMMCTCMFDWXIX-UHFFFAOYSA-N zinc silicate Chemical compound [Zn+2].[O-][Si]([O-])=O XSMMCTCMFDWXIX-UHFFFAOYSA-N 0.000 description 3
- 235000019352 zinc silicate Nutrition 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- XGIKILRODBEJIL-UHFFFAOYSA-N 1-(ethylamino)ethanol Chemical group CCNC(C)O XGIKILRODBEJIL-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 239000010428 baryte Substances 0.000 description 2
- 229910052601 baryte Inorganic materials 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- WCCJDBZJUYKDBF-UHFFFAOYSA-N copper silicon Chemical compound [Si].[Cu] WCCJDBZJUYKDBF-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
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- 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
- C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
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- 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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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- 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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Formation Of Insulating Films (AREA)
- Surface Treatment Of Glass Fibres Or Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/980,908 US5275645A (en) | 1992-11-24 | 1992-11-24 | Polysiloxane coating |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW294711B true TW294711B (enExample) | 1997-01-01 |
Family
ID=25527952
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW082108206A TW294711B (enExample) | 1992-11-24 | 1993-10-01 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5275645A (enExample) |
| EP (1) | EP0670870B1 (enExample) |
| JP (2) | JP4056082B2 (enExample) |
| KR (1) | KR100206169B1 (enExample) |
| AT (1) | ATE187479T1 (enExample) |
| AU (1) | AU676508B2 (enExample) |
| CA (1) | CA2150114C (enExample) |
| DE (1) | DE69327253T2 (enExample) |
| ES (1) | ES2139022T3 (enExample) |
| MY (1) | MY109339A (enExample) |
| TW (1) | TW294711B (enExample) |
| WO (1) | WO1994012586A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104011813A (zh) * | 2011-12-23 | 2014-08-27 | Abb技术有限公司 | 用于干式变压器芯的耐腐蚀涂层系统 |
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| US6258256B1 (en) | 1994-01-04 | 2001-07-10 | Chevron Phillips Chemical Company Lp | Cracking processes |
| US5511547A (en) * | 1994-02-16 | 1996-04-30 | Biomedical Sensors, Ltd. | Solid state sensors |
| US5539032A (en) * | 1994-03-07 | 1996-07-23 | The United States Of America As Represented By The Secretary Of The Navy | Corrosion resistant self-priming alkyd topcoats |
| AU690719B2 (en) * | 1994-07-15 | 1998-04-30 | Armor All Products Corporation | Water based paint protectant |
| US6419986B1 (en) | 1997-01-10 | 2002-07-16 | Chevron Phillips Chemical Company Ip | Method for removing reactive metal from a reactor system |
| US6281321B1 (en) | 1997-11-27 | 2001-08-28 | Akzo Nobel N.V. | Coating compositions |
| US5948419A (en) * | 1997-12-30 | 1999-09-07 | The Dumais Companies, L.L.C. | Aqueous-based nail coating composition |
| US6344520B1 (en) | 1999-06-24 | 2002-02-05 | Wacker Silicones Corporation | Addition-crosslinkable epoxy-functional organopolysiloxane polymer and coating compositions |
| US6472467B1 (en) | 1999-10-21 | 2002-10-29 | Dow Global Technologies Inc. | Inorganic/organic compositions |
| US6432290B1 (en) | 1999-11-26 | 2002-08-13 | The Governors Of The University Of Alberta | Apparatus and method for trapping bead based reagents within microfluidic analysis systems |
| US6287372B1 (en) | 2000-03-31 | 2001-09-11 | Themec Company Incorporated | Anti-corrosive coating |
| US6835457B2 (en) * | 2001-05-15 | 2004-12-28 | Markem Corporation | Marking substrates |
| DE10212523A1 (de) | 2002-03-21 | 2003-10-02 | Degussa | Lufttrocknende, silanhaltige Beschichtungsmittel |
| ATE356856T1 (de) * | 2003-01-30 | 2007-04-15 | Akzo Nobel Coatings Int Bv | Rtv-beschichtungszusammensetzung |
| CN100338161C (zh) * | 2003-01-30 | 2007-09-19 | 阿克佐诺贝尔国际涂料股份有限公司 | 室温固化的涂料组合物 |
| KR101012950B1 (ko) * | 2003-10-15 | 2011-02-08 | 삼성전자주식회사 | 유기 절연체 형성용 조성물 및 이를 이용하여 제조된 유기절연체 |
| US7175825B2 (en) * | 2003-12-04 | 2007-02-13 | Sundecor Co., Ltd. | Method of producing titania solution |
| US20050131140A1 (en) * | 2003-12-16 | 2005-06-16 | Yuduo Zhu | Modified silicone adhesives and sealants |
| US7129310B2 (en) | 2003-12-23 | 2006-10-31 | Wacker Chemical Corporation | Solid siliconized polyester resins for powder coatings |
| EP1794581A2 (en) | 2004-09-15 | 2007-06-13 | Microchip Biotechnologies, Inc. | Microfluidic devices |
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| EP1979079A4 (en) | 2006-02-03 | 2012-11-28 | Integenx Inc | MICROFLUIDIC DEVICES |
| CN101715483A (zh) * | 2007-02-05 | 2010-05-26 | 微芯片生物工艺学股份有限公司 | 微流体和纳米流体装置、系统和应用 |
| US8722835B2 (en) * | 2007-09-17 | 2014-05-13 | Ppg Industries Ohio, Inc. | One component polysiloxane coating compositions and related coated substrates |
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| EP2606242A4 (en) | 2010-08-20 | 2016-07-20 | Integenx Inc | MICROFLUIDIC DEVICES WITH MECHANICALLY SEALED MEMBRANE VALVES |
| US8951611B2 (en) | 2011-07-11 | 2015-02-10 | Empire Technology Development Llc | Methods and compositions for treating wood |
| US10865440B2 (en) | 2011-10-21 | 2020-12-15 | IntegenX, Inc. | Sample preparation, processing and analysis systems |
| US20150136604A1 (en) | 2011-10-21 | 2015-05-21 | Integenx Inc. | Sample preparation, processing and analysis systems |
| SE1151043A1 (sv) * | 2011-11-07 | 2013-05-08 | Hwq Relining Systems Aktiebolag | Beläggning av ett rör eller ett rörsystem med ett polymermaterial |
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| MX2014008760A (es) | 2012-01-20 | 2015-02-10 | Ideapaint Inc | Recubrimientos de borrado en seco basados en siloxano con componentes organicos de baja volatilidad. |
| JP5350507B2 (ja) * | 2012-02-28 | 2013-11-27 | アイ・タック技研株式会社 | 車両塗装面の保護処理方法 |
| EP2828347B1 (en) | 2012-03-19 | 2020-12-02 | IdeaPaint, Inc. | Clear siloxane-based write-erase coating with low volatile organic character |
| DE102013216777A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Industries Ag | Bei Raumtemperatur härtbare Silikonharz-Zusammensetzungen |
| WO2015073999A1 (en) | 2013-11-18 | 2015-05-21 | Integenx Inc. | Cartridges and instruments for sample analysis |
| US10208332B2 (en) | 2014-05-21 | 2019-02-19 | Integenx Inc. | Fluidic cartridge with valve mechanism |
| BR102014017296A2 (pt) * | 2014-07-14 | 2016-02-16 | Aethra Sistemas Automotivos Sa | tanque de combustível de alta pressão fabricado em chapas de aços de alta resistência ou aços avançados de alta resistência com revestimento organo-metálico |
| CN107106983B (zh) | 2014-10-22 | 2021-04-16 | 尹特根埃克斯有限公司 | 用于样品制备、处理和分析的系统和方法 |
| CA3024534C (en) | 2016-05-20 | 2024-02-20 | Ideapaint, Inc. | Dry-erase compositions and methods of making and using thereof |
| TW201922765A (zh) | 2017-10-10 | 2019-06-16 | 美商片片堅俄亥俄州工業公司 | 離子液體 |
| US10273253B1 (en) | 2017-10-10 | 2019-04-30 | Ppg Industries Ohio, Inc. | Method for producing an ionic liquid |
| CN111902485A (zh) * | 2018-03-28 | 2020-11-06 | 株式会社钟化 | 加热固化型的固化物的制造方法和加热固化型的固化性组合物 |
| WO2020117959A1 (en) | 2018-12-04 | 2020-06-11 | Ppg Industries Ohio, Inc. | Coated substrates with attached dopants coblasted with particles and dopant |
| US20220049358A1 (en) | 2018-12-04 | 2022-02-17 | Ppg Industries Ohio, Inc. | Treated particles and substrates |
| US20220118476A1 (en) * | 2019-02-13 | 2022-04-21 | Chemetall Gmbh | Improved method for applying silane-based coatings on solid surfaces, in particular on metal surfaces |
| JP7356820B2 (ja) * | 2019-05-24 | 2023-10-05 | 東京応化工業株式会社 | 被膜の形成方法 |
| JP2023551402A (ja) * | 2020-12-02 | 2023-12-08 | シーカ テクノロジー アクチェンゲゼルシャフト | より長いミキサーオープンタイムを有する速硬化性２成分系シリコーン組成物 |
| WO2022232817A1 (en) | 2021-04-30 | 2022-11-03 | Ppg Industries Ohio, Inc. | Methods of making coating layers and substrates having same coating layers |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4080190A (en) * | 1976-08-26 | 1978-03-21 | Ameron, Inc. | Siloxane-tin coatings and their use for protecting materials from growth of pestiferous organisms |
| US4227929A (en) * | 1976-08-26 | 1980-10-14 | Ameron, Inc. | Siloxane-tin coatings |
| US4311629A (en) * | 1980-11-12 | 1982-01-19 | Ameron, Inc. | Method for making antifouling coating composition containing hydrolyzed organotin siloxane polymer |
| US4667007A (en) * | 1984-08-27 | 1987-05-19 | General Electric Company | Room temperature vulcanizable organopolysiloxane compositions and method for making |
| DE3736654A1 (de) * | 1987-10-29 | 1989-05-11 | Bayer Ag | Unter abspaltung von oximen haertende 1 k rtv massen |
| GB8827466D0 (en) * | 1988-11-24 | 1988-12-29 | Perennator Gmbh | Organopolysiloxane composition curable to elastomer & use thereof |
-
1992
- 1992-11-24 US US07/980,908 patent/US5275645A/en not_active Expired - Lifetime
-
1993
- 1993-10-01 JP JP51311394A patent/JP4056082B2/ja not_active Expired - Lifetime
- 1993-10-01 ES ES93923207T patent/ES2139022T3/es not_active Expired - Lifetime
- 1993-10-01 WO PCT/US1993/009413 patent/WO1994012586A1/en not_active Ceased
- 1993-10-01 AU AU52971/93A patent/AU676508B2/en not_active Expired
- 1993-10-01 TW TW082108206A patent/TW294711B/zh not_active IP Right Cessation
- 1993-10-01 DE DE69327253T patent/DE69327253T2/de not_active Revoked
- 1993-10-01 EP EP93923207A patent/EP0670870B1/en not_active Revoked
- 1993-10-01 KR KR1019950702079A patent/KR100206169B1/ko not_active Expired - Fee Related
- 1993-10-01 AT AT93923207T patent/ATE187479T1/de not_active IP Right Cessation
- 1993-10-01 CA CA002150114A patent/CA2150114C/en not_active Expired - Lifetime
- 1993-11-24 MY MYPI93002474A patent/MY109339A/en unknown
-
2007
- 2007-05-02 JP JP2007121982A patent/JP2007231291A/ja not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104011813A (zh) * | 2011-12-23 | 2014-08-27 | Abb技术有限公司 | 用于干式变压器芯的耐腐蚀涂层系统 |
| CN109003791A (zh) * | 2011-12-23 | 2018-12-14 | Abb瑞士股份有限公司 | 用于干式变压器芯的耐腐蚀涂层系统 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2150114C (en) | 2002-12-10 |
| KR950704431A (ko) | 1995-11-20 |
| KR100206169B1 (ko) | 1999-07-01 |
| EP0670870A1 (en) | 1995-09-13 |
| AU5297193A (en) | 1994-06-22 |
| DE69327253D1 (de) | 2000-01-13 |
| CA2150114A1 (en) | 1994-06-09 |
| EP0670870A4 (en) | 1995-12-06 |
| MY109339A (en) | 1997-01-31 |
| JP4056082B2 (ja) | 2008-03-05 |
| US5275645A (en) | 1994-01-04 |
| WO1994012586A1 (en) | 1994-06-09 |
| JP2007231291A (ja) | 2007-09-13 |
| DE69327253T2 (de) | 2000-07-13 |
| AU676508B2 (en) | 1997-03-13 |
| ATE187479T1 (de) | 1999-12-15 |
| JPH08503727A (ja) | 1996-04-23 |
| EP0670870B1 (en) | 1999-12-08 |
| ES2139022T3 (es) | 2000-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |