JPS6129972B2 - - Google Patents
Info
- Publication number
- JPS6129972B2 JPS6129972B2 JP16566380A JP16566380A JPS6129972B2 JP S6129972 B2 JPS6129972 B2 JP S6129972B2 JP 16566380 A JP16566380 A JP 16566380A JP 16566380 A JP16566380 A JP 16566380A JP S6129972 B2 JPS6129972 B2 JP S6129972B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- weight
- epoxy resin
- groups
- parts
- Prior art date
- 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
Links
- 239000003822 epoxy resin Substances 0.000 claims description 39
- 229920000647 polyepoxide Polymers 0.000 claims description 39
- 239000000203 mixture Substances 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 8
- 229910052726 zirconium Inorganic materials 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 150000003755 zirconium compounds Chemical class 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 5
- 150000003961 organosilicon compounds Chemical class 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- -1 propionyloxy groups Chemical group 0.000 description 19
- 239000000047 product Substances 0.000 description 16
- 238000010438 heat treatment Methods 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 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 9
- 229920001296 polysiloxane Polymers 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 125000005375 organosiloxane group Chemical group 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 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 5
- 150000001282 organosilanes Chemical class 0.000 description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical group ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229910000077 silane Inorganic materials 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- MXILFMVMOOBQEN-UHFFFAOYSA-N 1-[diacetyl(methoxy)silyl]ethanone Chemical compound CO[Si](C(C)=O)(C(C)=O)C(C)=O MXILFMVMOOBQEN-UHFFFAOYSA-N 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000005470 impregnation Methods 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 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
- SHXHPUAKLCCLDV-UHFFFAOYSA-N 1,1,1-trifluoropentane-2,4-dione Chemical compound CC(=O)CC(=O)C(F)(F)F SHXHPUAKLCCLDV-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- MHUOYJONRFYLJK-UHFFFAOYSA-N 1-[diacetyl(hydroxy)silyl]ethanone Chemical compound CC(=O)[Si](O)(C(C)=O)C(C)=O MHUOYJONRFYLJK-UHFFFAOYSA-N 0.000 description 1
- VRXJQVNNEWDODY-UHFFFAOYSA-N 2,2,2-trifluoro-1-trimethoxysilylethanone Chemical compound CO[Si](OC)(OC)C(=O)C(F)(F)F VRXJQVNNEWDODY-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 description 1
- QIRNGVVZBINFMX-UHFFFAOYSA-N 2-allylphenol Chemical compound OC1=CC=CC=C1CC=C QIRNGVVZBINFMX-UHFFFAOYSA-N 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- AMUZLNGQQFNPTQ-UHFFFAOYSA-J 3-oxohexanoate zirconium(4+) Chemical compound [Zr+4].CCCC(=O)CC([O-])=O.CCCC(=O)CC([O-])=O.CCCC(=O)CC([O-])=O.CCCC(=O)CC([O-])=O AMUZLNGQQFNPTQ-UHFFFAOYSA-J 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- OIBNKJBBSATMNK-UHFFFAOYSA-N Cc1ccc([SiH2]O[SiH2]O[SiH3])cc1 Chemical compound Cc1ccc([SiH2]O[SiH2]O[SiH3])cc1 OIBNKJBBSATMNK-UHFFFAOYSA-N 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- NOZLCGFWPVTQQU-UHFFFAOYSA-N [bis(2,3-dimethylphenyl)-hydroxysilyl]oxy-bis(2,3-dimethylphenyl)-hydroxysilane Chemical compound CC1=CC=CC([Si](O)(O[Si](O)(C=2C(=C(C)C=CC=2)C)C=2C(=C(C)C=CC=2)C)C=2C(=C(C)C=CC=2)C)=C1C NOZLCGFWPVTQQU-UHFFFAOYSA-N 0.000 description 1
- LANJTYQEPDJZIG-UHFFFAOYSA-N [diphenyl(propanoyloxy)silyl] propanoate Chemical compound C=1C=CC=CC=1[Si](OC(=O)CC)(OC(=O)CC)C1=CC=CC=C1 LANJTYQEPDJZIG-UHFFFAOYSA-N 0.000 description 1
- FLZHIPYIANNTKE-UHFFFAOYSA-N [methyl(diphenyl)silyl] 2,2,2-triphenylacetate Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C)OC(=O)C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 FLZHIPYIANNTKE-UHFFFAOYSA-N 0.000 description 1
- SHWYWJIHSUBSJK-UHFFFAOYSA-N [methyl(diphenyl)silyl] acetate Chemical compound C=1C=CC=CC=1[Si](C)(OC(=O)C)C1=CC=CC=C1 SHWYWJIHSUBSJK-UHFFFAOYSA-N 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000004844 aliphatic epoxy resin Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- VHQXTWDPVMTHJG-UHFFFAOYSA-N bis(4-chlorophenyl)-diethoxysilane Chemical compound C=1C=C(Cl)C=CC=1[Si](OCC)(OCC)C1=CC=C(Cl)C=C1 VHQXTWDPVMTHJG-UHFFFAOYSA-N 0.000 description 1
- BZJOUGFMZQTTPU-UHFFFAOYSA-N bis(ethenyl)-hydroxy-phenylsilane Chemical compound C=C[Si](O)(C=C)C1=CC=CC=C1 BZJOUGFMZQTTPU-UHFFFAOYSA-N 0.000 description 1
- WSLQBFKTJDZJMD-UHFFFAOYSA-N bis(ethenyl)-phenyl-propoxysilane Chemical compound CCCO[Si](C=C)(C=C)C1=CC=CC=C1 WSLQBFKTJDZJMD-UHFFFAOYSA-N 0.000 description 1
- PMWRCADIEFKPEZ-UHFFFAOYSA-N bis[(ethoxy-methyl-phenylsilyl)oxy]-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](C)(OCC)O[Si](C)(C=1C=CC=CC=1)O[Si](C)(OCC)C1=CC=CC=C1 PMWRCADIEFKPEZ-UHFFFAOYSA-N 0.000 description 1
- LNSAKKIVOOSPJY-UHFFFAOYSA-N bis[(hydroxy-methyl-phenylsilyl)oxy]-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](O)(C)O[Si](C)(C=1C=CC=CC=1)O[Si](C)(O)C1=CC=CC=C1 LNSAKKIVOOSPJY-UHFFFAOYSA-N 0.000 description 1
- HOXJPVIUSOXPJY-UHFFFAOYSA-N bis[[diethyl(hydroxy)silyl]oxy]-diethylsilane Chemical compound CC[Si](O)(CC)O[Si](CC)(CC)O[Si](O)(CC)CC HOXJPVIUSOXPJY-UHFFFAOYSA-N 0.000 description 1
- KWRJBABYOIAKMM-UHFFFAOYSA-N bis[[hydroxy(diphenyl)silyl]oxy]-dimethylsilane Chemical compound C=1C=CC=CC=1[Si](O)(C=1C=CC=CC=1)O[Si](C)(C)O[Si](O)(C=1C=CC=CC=1)C1=CC=CC=C1 KWRJBABYOIAKMM-UHFFFAOYSA-N 0.000 description 1
- HPSAPUFZLRQINY-UHFFFAOYSA-N bis[[hydroxy(diphenyl)silyl]oxy]-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Si](O)(C=1C=CC=CC=1)C1=CC=CC=C1 HPSAPUFZLRQINY-UHFFFAOYSA-N 0.000 description 1
- AXGRPMDOTLDPPO-UHFFFAOYSA-N bis[[methoxy-bis(4-methoxyphenyl)silyl]oxy]-bis(4-methoxyphenyl)silane Chemical compound CO[Si](O[Si](O[Si](OC)(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC)(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC)(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC AXGRPMDOTLDPPO-UHFFFAOYSA-N 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- ZZNQQQWFKKTOSD-UHFFFAOYSA-N diethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCC)(OCC)C1=CC=CC=C1 ZZNQQQWFKKTOSD-UHFFFAOYSA-N 0.000 description 1
- OLLFKUHHDPMQFR-UHFFFAOYSA-N dihydroxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](O)(O)C1=CC=CC=C1 OLLFKUHHDPMQFR-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- JDVIRCVIXCMTPU-UHFFFAOYSA-N ethanamine;trifluoroborane Chemical compound CCN.FB(F)F JDVIRCVIXCMTPU-UHFFFAOYSA-N 0.000 description 1
- UARGAUQGVANXCB-UHFFFAOYSA-N ethanol;zirconium Chemical compound [Zr].CCO.CCO.CCO.CCO UARGAUQGVANXCB-UHFFFAOYSA-N 0.000 description 1
- CCURYGDGSRMUBY-UHFFFAOYSA-N ethenyl-dihydroxy-phenylsilane Chemical compound C=C[Si](O)(O)C1=CC=CC=C1 CCURYGDGSRMUBY-UHFFFAOYSA-N 0.000 description 1
- AQTCEXAZJVCREJ-UHFFFAOYSA-N ethenyl-methoxy-methyl-phenylsilane Chemical compound CO[Si](C)(C=C)C1=CC=CC=C1 AQTCEXAZJVCREJ-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- ZVJXKUWNRVOUTI-UHFFFAOYSA-N ethoxy(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OCC)C1=CC=CC=C1 ZVJXKUWNRVOUTI-UHFFFAOYSA-N 0.000 description 1
- UWYHMQMYENDQBR-UHFFFAOYSA-N ethoxy-bis(pent-2-enyl)-phenylsilane Chemical compound CCC=CC[Si](OCC)(CC=CCC)C1=CC=CC=C1 UWYHMQMYENDQBR-UHFFFAOYSA-N 0.000 description 1
- GJAPGHNWDDJSML-UHFFFAOYSA-N ethoxy-diphenyl-propylsilane Chemical compound C=1C=CC=CC=1[Si](OCC)(CCC)C1=CC=CC=C1 GJAPGHNWDDJSML-UHFFFAOYSA-N 0.000 description 1
- RAPJPBVRDGZZJI-UHFFFAOYSA-N ethoxy-ethyl-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](CC)(OCC)C1=CC=CC=C1 RAPJPBVRDGZZJI-UHFFFAOYSA-N 0.000 description 1
- IQMIFUJDJXYIFP-UHFFFAOYSA-N ethoxy-tris(4-methoxyphenyl)silane Chemical compound C=1C=C(OC)C=CC=1[Si](C=1C=CC(OC)=CC=1)(OCC)C1=CC=C(OC)C=C1 IQMIFUJDJXYIFP-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 229940093858 ethyl acetoacetate Drugs 0.000 description 1
- WSDSILVJDJAONN-UHFFFAOYSA-N ethyl-hydroxy-bis[[hydroxy(dimethyl)silyl]oxy]silane Chemical compound C[Si](O)(C)O[Si](O)(CC)O[Si](C)(C)O WSDSILVJDJAONN-UHFFFAOYSA-N 0.000 description 1
- UFAHFMYBTCNZPM-UHFFFAOYSA-N ethyl-hydroxy-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](O)(CC)C1=CC=CC=C1 UFAHFMYBTCNZPM-UHFFFAOYSA-N 0.000 description 1
- 201000005884 exanthem Diseases 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- IOANYFLVSWZRND-UHFFFAOYSA-N hydroxy(tripropyl)silane Chemical compound CCC[Si](O)(CCC)CCC IOANYFLVSWZRND-UHFFFAOYSA-N 0.000 description 1
- UTIXLFNFNVZQOQ-UHFFFAOYSA-N hydroxy-(hydroxy-methyl-phenylsilyl)oxy-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](O)(C)O[Si](C)(O)C1=CC=CC=C1 UTIXLFNFNVZQOQ-UHFFFAOYSA-N 0.000 description 1
- LFIUFBUPAYXKES-UHFFFAOYSA-N hydroxy-[[(hydroxy-methyl-phenylsilyl)oxy-methyl-phenylsilyl]oxy-methyl-phenylsilyl]oxy-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](O)(C)O[Si](C)(C=1C=CC=CC=1)O[Si](C)(C=1C=CC=CC=1)O[Si](C)(O)C1=CC=CC=C1 LFIUFBUPAYXKES-UHFFFAOYSA-N 0.000 description 1
- ODCVZHDUAQFKHJ-UHFFFAOYSA-N hydroxy-[[[hydroxy(diphenyl)silyl]oxy-diphenylsilyl]oxy-diphenylsilyl]oxy-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Si](O)(C=1C=CC=CC=1)C1=CC=CC=C1 ODCVZHDUAQFKHJ-UHFFFAOYSA-N 0.000 description 1
- KCOBMXWMSZUZLC-UHFFFAOYSA-N hydroxy-[[[hydroxy(dipropyl)silyl]oxy-dipropylsilyl]oxy-dipropylsilyl]oxy-dipropylsilane Chemical compound CCC[Si](O)(CCC)O[Si](CCC)(CCC)O[Si](CCC)(CCC)O[Si](O)(CCC)CCC KCOBMXWMSZUZLC-UHFFFAOYSA-N 0.000 description 1
- MYZTUAOLAYIKSJ-UHFFFAOYSA-N hydroxy-[hydroxy(diphenyl)silyl]oxy-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)O[Si](O)(C=1C=CC=CC=1)C1=CC=CC=C1 MYZTUAOLAYIKSJ-UHFFFAOYSA-N 0.000 description 1
- CBHXEYUPLCLBMM-UHFFFAOYSA-N hydroxy-bis(pent-2-enyl)-phenylsilane Chemical compound CCC=CC[Si](O)(CC=CCC)C1=CC=CC=C1 CBHXEYUPLCLBMM-UHFFFAOYSA-N 0.000 description 1
- ONVJULYGRCXHAY-UHFFFAOYSA-N hydroxy-diphenyl-propylsilane Chemical compound C=1C=CC=CC=1[Si](O)(CCC)C1=CC=CC=C1 ONVJULYGRCXHAY-UHFFFAOYSA-N 0.000 description 1
- MLPRTGXXQKWLDM-UHFFFAOYSA-N hydroxy-methyl-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](O)(C)C1=CC=CC=C1 MLPRTGXXQKWLDM-UHFFFAOYSA-N 0.000 description 1
- PBQZDMZNIYTSRM-UHFFFAOYSA-N hydroxy-phenyl-dipropylsilane Chemical compound CCC[Si](O)(CCC)C1=CC=CC=C1 PBQZDMZNIYTSRM-UHFFFAOYSA-N 0.000 description 1
- JLGXUAUVTZHCIQ-UHFFFAOYSA-N hydroxy-tris(4-methoxyphenyl)silane Chemical compound C1=CC(OC)=CC=C1[Si](O)(C=1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 JLGXUAUVTZHCIQ-UHFFFAOYSA-N 0.000 description 1
- QBCRHYYCPWVRMP-UHFFFAOYSA-N hydroxy-tris(4-nitrophenyl)silane Chemical compound C=1C=C([N+]([O-])=O)C=CC=1[Si](C=1C=CC(=CC=1)[N+]([O-])=O)(O)C1=CC=C([N+]([O-])=O)C=C1 QBCRHYYCPWVRMP-UHFFFAOYSA-N 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- FDQNLKDJSKDJFC-UHFFFAOYSA-N methoxy(trimethyl)silane silane Chemical compound [SiH4].C[Si](OC)(C)C FDQNLKDJSKDJFC-UHFFFAOYSA-N 0.000 description 1
- BKXVGDZNDSIUAI-UHFFFAOYSA-N methoxy(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OC)C1=CC=CC=C1 BKXVGDZNDSIUAI-UHFFFAOYSA-N 0.000 description 1
- FUMSHFZKHQOOIX-UHFFFAOYSA-N methoxy(tripropyl)silane Chemical compound CCC[Si](CCC)(CCC)OC FUMSHFZKHQOOIX-UHFFFAOYSA-N 0.000 description 1
- VGKWMZBSFWXDHX-UHFFFAOYSA-N methoxy-(methoxy-methyl-phenylsilyl)oxy-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](C)(OC)O[Si](C)(OC)C1=CC=CC=C1 VGKWMZBSFWXDHX-UHFFFAOYSA-N 0.000 description 1
- CDHRQJOOOVAAFQ-UHFFFAOYSA-N methoxy-[methoxy(diphenyl)silyl]oxy-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OC)O[Si](OC)(C=1C=CC=CC=1)C1=CC=CC=C1 CDHRQJOOOVAAFQ-UHFFFAOYSA-N 0.000 description 1
- JJVWSJYTXYEQBM-UHFFFAOYSA-N methoxy-bis[[methoxy(diphenyl)silyl]oxy]-phenylsilane Chemical compound C=1C=CC=CC=1[Si](OC)(C=1C=CC=CC=1)O[Si](C=1C=CC=CC=1)(OC)O[Si](OC)(C=1C=CC=CC=1)C1=CC=CC=C1 JJVWSJYTXYEQBM-UHFFFAOYSA-N 0.000 description 1
- ALPYWOWTSPQXHR-UHFFFAOYSA-N methoxy-methyl-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C)(OC)C1=CC=CC=C1 ALPYWOWTSPQXHR-UHFFFAOYSA-N 0.000 description 1
- ANNWVVJJJZVHSF-UHFFFAOYSA-N methoxy-phenyl-dipropylsilane Chemical compound CCC[Si](CCC)(OC)C1=CC=CC=C1 ANNWVVJJJZVHSF-UHFFFAOYSA-N 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910021382 natural graphite Inorganic materials 0.000 description 1
- ZHCAAFJSYLFLPX-UHFFFAOYSA-N nitrocyclohexatriene Chemical group [O-][N+](=O)C1=CC=C=C[CH]1 ZHCAAFJSYLFLPX-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Chemical group COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 231100000046 skin rash Toxicity 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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 1
- 238000003756 stirring Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- ZQJYXISBATZORI-UHFFFAOYSA-N tributyl(ethoxy)silane Chemical compound CCCC[Si](CCCC)(CCCC)OCC ZQJYXISBATZORI-UHFFFAOYSA-N 0.000 description 1
- JYVWRCIOZLRMKO-UHFFFAOYSA-N tributyl(hydroxy)silane Chemical compound CCCC[Si](O)(CCCC)CCCC JYVWRCIOZLRMKO-UHFFFAOYSA-N 0.000 description 1
- WVMSIBFANXCZKT-UHFFFAOYSA-N triethyl(hydroxy)silane Chemical compound CC[Si](O)(CC)CC WVMSIBFANXCZKT-UHFFFAOYSA-N 0.000 description 1
- HUZZQXYTKNNCOU-UHFFFAOYSA-N triethyl(methoxy)silane Chemical compound CC[Si](CC)(CC)OC HUZZQXYTKNNCOU-UHFFFAOYSA-N 0.000 description 1
- AAPLIUHOKVUFCC-UHFFFAOYSA-N trimethylsilanol Chemical compound C[Si](C)(C)O AAPLIUHOKVUFCC-UHFFFAOYSA-N 0.000 description 1
- NLSXASIDNWDYMI-UHFFFAOYSA-N triphenylsilanol Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)C1=CC=CC=C1 NLSXASIDNWDYMI-UHFFFAOYSA-N 0.000 description 1
- PBOGEXKTFUHGDA-UHFFFAOYSA-N tris(2-methylpropyl)silyl acetate Chemical compound CC(C)C[Si](CC(C)C)(CC(C)C)OC(C)=O PBOGEXKTFUHGDA-UHFFFAOYSA-N 0.000 description 1
- MZLAFAYLZFAGSN-UHFFFAOYSA-N tris(4-methoxyphenyl)methoxysilane Chemical compound COC1=CC=C(C=C1)C(O[SiH3])(C1=CC=C(C=C1)OC)C1=CC=C(C=C1)OC MZLAFAYLZFAGSN-UHFFFAOYSA-N 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16566380A JPS5790014A (en) | 1980-11-25 | 1980-11-25 | Epoxy resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16566380A JPS5790014A (en) | 1980-11-25 | 1980-11-25 | Epoxy resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5790014A JPS5790014A (en) | 1982-06-04 |
| JPS6129972B2 true JPS6129972B2 (enrdf_load_stackoverflow) | 1986-07-10 |
Family
ID=15816644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16566380A Granted JPS5790014A (en) | 1980-11-25 | 1980-11-25 | Epoxy resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5790014A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2791438B2 (ja) * | 1988-09-09 | 1998-08-27 | 関西ペイント株式会社 | 樹脂組成物及びその硬化方法 |
| GB9815029D0 (en) | 1998-07-11 | 1998-09-09 | Ici Plc | Polyisocyanate compositions |
| JP5561778B2 (ja) * | 2010-10-21 | 2014-07-30 | 日本化薬株式会社 | 硬化性樹脂組成物およびその硬化物 |
-
1980
- 1980-11-25 JP JP16566380A patent/JPS5790014A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5790014A (en) | 1982-06-04 |
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