CA1187239A - Enduit et appret - Google Patents

Enduit et appret

Info

Publication number: CA1187239A
Authority: CA; Canada
Prior art keywords: component; radical; epoxy resin; groups; parts
Prior art date: 1981-09-21
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000409330A

Other languages

English (en)

Inventor

Ryuzo Mikami

Katsuyoshi Nakasuji

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

DuPont Toray Specialty Materials KK

Original Assignee

Toray Silicone Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1981-09-21

Filing date

1982-08-12

Publication date

1985-05-14

1981-09-21 Priority claimed from JP56149107A external-priority patent/JPS5852350A/ja

1981-09-25 Priority claimed from JP15145281A external-priority patent/JPS5852365A/ja

1982-08-12 Application filed by Toray Silicone Co Ltd filed Critical Toray Silicone Co Ltd

1985-05-14 Application granted granted Critical

1985-05-14 Publication of CA1187239A publication Critical patent/CA1187239A/fr

Status Expired legal-status Critical Current

Links

239000008199 coating composition Substances 0.000 title claims description 15
239000000203 mixture Substances 0.000 claims abstract description 58
239000003822 epoxy resin Substances 0.000 claims abstract description 41
229920000647 polyepoxide Polymers 0.000 claims abstract description 41
239000000758 substrate Substances 0.000 claims abstract description 28
229920001296 polysiloxane Polymers 0.000 claims abstract description 24
229920002379 silicone rubber Polymers 0.000 claims abstract description 13
239000002253 acid Substances 0.000 claims abstract description 12
150000002148 esters Chemical class 0.000 claims abstract description 11
239000004945 silicone rubber Substances 0.000 claims abstract description 8
239000007787 solid Substances 0.000 claims abstract description 8
-1 ketoacid ester Chemical class 0.000 claims description 45
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 31
125000003545 alkoxy group Chemical group 0.000 claims description 26
229920001971 elastomer Polymers 0.000 claims description 22
239000005060 rubber Substances 0.000 claims description 22
150000001875 compounds Chemical class 0.000 claims description 21
125000004432 carbon atom Chemical group C* 0.000 claims description 17
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 12
125000003700 epoxy group Chemical group 0.000 claims description 12
239000010936 titanium Substances 0.000 claims description 11
229910052719 titanium Inorganic materials 0.000 claims description 11
239000004215 Carbon black (E152) Substances 0.000 claims description 8
229930195733 hydrocarbon Natural products 0.000 claims description 8
239000013522 chelant Substances 0.000 claims 5
239000011253 protective coating Substances 0.000 abstract description 2
230000037452 priming Effects 0.000 abstract 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
238000006243 chemical reaction Methods 0.000 description 27
229910052782 aluminium Inorganic materials 0.000 description 21
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 21
238000010992 reflux Methods 0.000 description 19
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
238000006482 condensation reaction Methods 0.000 description 16
239000010408 film Substances 0.000 description 14
BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 13
238000012360 testing method Methods 0.000 description 12
239000007788 liquid Substances 0.000 description 11
239000000463 material Substances 0.000 description 11
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 11
239000004570 mortar (masonry) Substances 0.000 description 11
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical class [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 10
229910001220 stainless steel Inorganic materials 0.000 description 10
239000010935 stainless steel Substances 0.000 description 10
238000004821 distillation Methods 0.000 description 9
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
238000002156 mixing Methods 0.000 description 9
230000036961 partial effect Effects 0.000 description 9
238000009835 boiling Methods 0.000 description 8
239000007859 condensation product Substances 0.000 description 8
235000019441 ethanol Nutrition 0.000 description 8
230000007062 hydrolysis Effects 0.000 description 8
238000006460 hydrolysis reaction Methods 0.000 description 8
150000003254 radicals Chemical class 0.000 description 8
229910000077 silane Inorganic materials 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
239000003054 catalyst Substances 0.000 description 7
238000001879 gelation Methods 0.000 description 7
239000011521 glass Substances 0.000 description 7
239000000047 product Substances 0.000 description 7
229920005989 resin Polymers 0.000 description 7
239000011347 resin Substances 0.000 description 7
239000000565 sealant Substances 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 6
238000000576 coating method Methods 0.000 description 6
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 6
238000007654 immersion Methods 0.000 description 6
150000004756 silanes Chemical class 0.000 description 6
238000011282 treatment Methods 0.000 description 6
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 5
239000004593 Epoxy Substances 0.000 description 5
238000004566 IR spectroscopy Methods 0.000 description 5
239000000853 adhesive Substances 0.000 description 5
230000001070 adhesive effect Effects 0.000 description 5
125000000217 alkyl group Chemical group 0.000 description 5
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
239000006227 byproduct Substances 0.000 description 5
238000010276 construction Methods 0.000 description 5
238000001035 drying Methods 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000000126 substance Substances 0.000 description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
229910000831 Steel Inorganic materials 0.000 description 4
238000009833 condensation Methods 0.000 description 4
230000005494 condensation Effects 0.000 description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
230000000977 initiatory effect Effects 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
239000000113 methacrylic resin Substances 0.000 description 4
238000000034 method Methods 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
239000010959 steel Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 4
OVSGBKZKXUMMHS-VGKOASNMSA-L (z)-4-oxopent-2-en-2-olate;propan-2-olate;titanium(4+) Chemical compound [Ti+4].CC(C)[O-].CC(C)[O-].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O OVSGBKZKXUMMHS-VGKOASNMSA-L 0.000 description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
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 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
229930185605 Bisphenol Natural products 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 3
NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 3
SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 3
125000005843 halogen group Chemical group 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
229920002857 polybutadiene Polymers 0.000 description 3
239000002904 solvent Substances 0.000 description 3
BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
229920002554 vinyl polymer Polymers 0.000 description 3
239000008096 xylene Substances 0.000 description 3
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 2
UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 2
239000004925 Acrylic resin Substances 0.000 description 2
229920000178 Acrylic resin Polymers 0.000 description 2
101000623895 Bos taurus Mucin-15 Proteins 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-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
239000005062 Polybutadiene Substances 0.000 description 2
239000004721 Polyphenylene oxide Substances 0.000 description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
125000003342 alkenyl group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000011324 bead Substances 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
229960005082 etohexadiol Drugs 0.000 description 2
239000000945 filler Substances 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
238000005227 gel permeation chromatography Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000011256 inorganic filler Substances 0.000 description 2
229910003475 inorganic filler Inorganic materials 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
229920003986 novolac Polymers 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
239000003973 paint Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
229920005668 polycarbonate resin Polymers 0.000 description 2
239000004431 polycarbonate resin Substances 0.000 description 2
229920000570 polyether Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
230000036647 reaction Effects 0.000 description 2
238000007789 sealing Methods 0.000 description 2
239000004590 silicone sealant Substances 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 2
LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 2
CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 2
ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 2
DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 2
POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
UJMZZAZBRIPOHZ-UHFFFAOYSA-N 2-ethylhexan-1-ol;titanium Chemical compound [Ti].CCCCC(CC)CO UJMZZAZBRIPOHZ-UHFFFAOYSA-N 0.000 description 1
AIFLGMNWQFPTAJ-UHFFFAOYSA-J 2-hydroxypropanoate;titanium(4+) Chemical compound [Ti+4].CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O AIFLGMNWQFPTAJ-UHFFFAOYSA-J 0.000 description 1
OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 description 1
KNTKCYKJRSMRMZ-UHFFFAOYSA-N 3-chloropropyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)CCCCl KNTKCYKJRSMRMZ-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
DQCWQEPULNXFKL-UHFFFAOYSA-J C(C(=O)C)CC(=O)[O-].[Ti+4].C(C(=O)C)CC(=O)[O-].C(C(=O)C)CC(=O)[O-].C(C(=O)C)CC(=O)[O-] Chemical compound C(C(=O)C)CC(=O)[O-].[Ti+4].C(C(=O)C)CC(=O)[O-].C(C(=O)C)CC(=O)[O-].C(C(=O)C)CC(=O)[O-] DQCWQEPULNXFKL-UHFFFAOYSA-J 0.000 description 1
MBMKFKOVXPKXCV-UHFFFAOYSA-N CCO[Ti]OCC Chemical compound CCO[Ti]OCC MBMKFKOVXPKXCV-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
229920000298 Cellophane Polymers 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
229920002121 Hydroxyl-terminated polybutadiene Polymers 0.000 description 1
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
DRNPGEPMHMPIQU-UHFFFAOYSA-N O.[Ti].[Ti].CCCCO.CCCCO.CCCCO.CCCCO.CCCCO.CCCCO Chemical compound O.[Ti].[Ti].CCCCO.CCCCO.CCCCO.CCCCO.CCCCO.CCCCO DRNPGEPMHMPIQU-UHFFFAOYSA-N 0.000 description 1
206010037660 Pyrexia Diseases 0.000 description 1
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical class O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
239000002313 adhesive film Substances 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000004183 alkoxy alkyl group Chemical group 0.000 description 1
IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229910000420 cerium oxide Inorganic materials 0.000 description 1
239000003086 colorant Substances 0.000 description 1
238000013329 compounding Methods 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000007872 degassing Methods 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
MNFGEHQPOWJJBH-UHFFFAOYSA-N diethoxy-methyl-phenylsilane Chemical compound CCO[Si](C)(OCC)C1=CC=CC=C1 MNFGEHQPOWJJBH-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000000539 dimer Substances 0.000 description 1
PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000010292 electrical insulation Methods 0.000 description 1
MAWLKRJXJGHDRD-UHFFFAOYSA-N ethene;platinum Chemical group [Pt].C=C MAWLKRJXJGHDRD-UHFFFAOYSA-N 0.000 description 1
MBGQQKKTDDNCSG-UHFFFAOYSA-N ethenyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(C=C)OCC MBGQQKKTDDNCSG-UHFFFAOYSA-N 0.000 description 1
WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
BEGAGPQQLCVASI-UHFFFAOYSA-N ethyl 2-hydroxypropanoate;titanium Chemical compound [Ti].CCOC(=O)C(C)O BEGAGPQQLCVASI-UHFFFAOYSA-N 0.000 description 1
ITAHRPSKCCPKOK-UHFFFAOYSA-N ethyl trimethyl silicate Chemical compound CCO[Si](OC)(OC)OC ITAHRPSKCCPKOK-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
229910021485 fumed silica Inorganic materials 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
239000011147 inorganic material Substances 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
238000011835 investigation Methods 0.000 description 1
150000004715 keto acids Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
230000007774 longterm Effects 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
RJMRIDVWCWSWFR-UHFFFAOYSA-N methyl(tripropoxy)silane Chemical compound CCCO[Si](C)(OCCC)OCCC RJMRIDVWCWSWFR-UHFFFAOYSA-N 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
150000001282 organosilanes Chemical class 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
102200145741 rs35350976 Human genes 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000003566 sealing material Substances 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
230000008719 thickening Effects 0.000 description 1
239000010409 thin film Substances 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 description 1
150000003609 titanium compounds Chemical class 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical compound CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 1
239000002966 varnish Substances 0.000 description 1

Landscapes

Paints Or Removers (AREA)
Epoxy Resins (AREA)

CA000409330A 1981-09-21 1982-08-12 Enduit et appret Expired CA1187239A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
JP56149107A JPS5852350A (ja)	1981-09-21	1981-09-21	プライマ−組成物
JP149107/81		1981-09-21
JP15145281A JPS5852365A (ja)	1981-09-25	1981-09-25	コ−チング剤組成物
JP151452/81		1981-09-25

Publications (1)

Publication Number	Publication Date
CA1187239A true CA1187239A (fr)	1985-05-14

Family

ID=26479104

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000409330A Expired CA1187239A (fr)	1981-09-21	1982-08-12	Enduit et appret

Country Status (1)

Country	Link
CA (1)	CA1187239A (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5138013A (en) *	1990-12-17	1992-08-11	Ford Motor Company	Epoxy curable ion-conducting electrolyte useful in electrochromic devices
US5225582A (en) *	1990-12-17	1993-07-06	Ford Motor Company	Epoxy curable ion-conducting electrolyte useful in electrochromic devices
CN113930147A (zh) *	2021-11-12	2022-01-14	上海三棵树防水技术有限公司	一种硅烷改性脂肪族环氧树脂防水涂料及其制备方法
CN115124694A (zh) *	2021-03-24	2022-09-30	中国科学院海洋研究所	一种羟基有机硅改性环氧树脂及其配制的富镁底漆
CN118653313A (zh) *	2024-06-26	2024-09-17	五合兴华通讯设备有限公司	一种高强度钢绞线

1982
- 1982-08-12 CA CA000409330A patent/CA1187239A/fr not_active Expired

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5138013A (en) *	1990-12-17	1992-08-11	Ford Motor Company	Epoxy curable ion-conducting electrolyte useful in electrochromic devices
US5225582A (en) *	1990-12-17	1993-07-06	Ford Motor Company	Epoxy curable ion-conducting electrolyte useful in electrochromic devices
CN115124694A (zh) *	2021-03-24	2022-09-30	中国科学院海洋研究所	一种羟基有机硅改性环氧树脂及其配制的富镁底漆
CN115124694B (zh) *	2021-03-24	2023-09-19	中国科学院海洋研究所	一种羟基有机硅改性环氧树脂及其配制的富镁底漆
CN113930147A (zh) *	2021-11-12	2022-01-14	上海三棵树防水技术有限公司	一种硅烷改性脂肪族环氧树脂防水涂料及其制备方法
CN113930147B (zh) *	2021-11-12	2023-03-28	上海三棵树防水技术有限公司	一种硅烷改性脂肪族环氧树脂防水涂料及其制备方法
CN118653313A (zh) *	2024-06-26	2024-09-17	五合兴华通讯设备有限公司	一种高强度钢绞线

Legal Events

Date	Code	Title	Description
2002-05-15	MKEC	Expiry (correction)
2002-08-12	MKEX	Expiry

Publication	Publication Date	Title
US4546018A (en)	1985-10-08	Coating composition and primer
US4808483A (en)	1989-02-28	Primer compositions
EP0590954B1 (fr)	1998-09-09	Résine de silicone à fonction époxy
US20060281889A1 (en)	2006-12-14	Silicone composition for water-repellent coating
EP0390154B1 (fr)	1995-01-11	Composition de revêtement de silicone sans solvant
US4436787A (en)	1984-03-13	Durable primer composition
KR102512933B1 (ko)	2023-03-21	실리콘 조성물, 박리지 및 박리 필름
JP3123351B2 (ja)	2001-01-09	硬化性シリコーン組成物
US5213617A (en)	1993-05-25	Primer for silicone substrates
JP7500759B2 (ja)	2024-06-17	放射線架橋性基及び水分架橋性基を有するポリシロキサン
EP0101937B1 (fr)	1986-04-16	Compositions pour apprêts
US5238708A (en)	1993-08-24	Primer for silicone substrates
CA1187239A (fr)	1985-05-14	Enduit et appret
EP1932887B1 (fr)	2011-02-02	Compositions d'organopolysiloxane durcissables à température ambiante
JP7401977B2 (ja)	2023-12-20	ポリオルガノシロキサン及びその製造方法、並びに塗料用組成物
JP3279015B2 (ja)	2002-04-30	コーティング用組成物
JP2000086765A (ja)	2000-03-28	有機ケイ素組成物
JP7718573B2 (ja)	2025-08-05	オルガノポリシロキサンおよびそれを含む室温硬化性オルガノポリシロキサン組成物
US12534577B2 (en)	2026-01-27	Organopolysiloxane and a composition comprising the same
JP2805942B2 (ja)	1998-09-30	コーティング用材料
JP4115673B2 (ja)	2008-07-09	プライマー組成物
JPH03431B2 (fr)	1991-01-08
WO2023195390A1 (fr)	2023-10-12	Composition adhésive de silicone, ruban adhésif et film adhésif
WO2023214526A1 (fr)	2023-11-09	Organopolysiloxane contenant un groupe mercapto et un groupe alcoxysilyle, et composition le comprenant
EP0982359A2 (fr)	2000-03-01	Compositions polyoléfiniques contenant des composés d'organo-silicium comme additifs d'adhésion