JP2511348C - - Google Patents
Info
- Publication number
- JP2511348C JP2511348C JP2511348C JP 2511348 C JP2511348 C JP 2511348C JP 2511348 C JP2511348 C JP 2511348C
- Authority
- JP
- Japan
- Prior art keywords
- group
- organopolysiloxane
- component
- epoxy
- containing organic
- 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 - Lifetime
Links
- 229920001296 polysiloxane Polymers 0.000 claims description 52
- 125000003700 epoxy group Chemical group 0.000 claims description 30
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 25
- 125000000962 organic group Chemical group 0.000 claims description 25
- -1 alkoxysilyl alkene Chemical class 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- 238000007792 addition Methods 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 5
- 238000007259 addition reaction Methods 0.000 claims description 3
- 150000002894 organic compounds Chemical class 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 20
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 9
- 150000002430 hydrocarbons Chemical group 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229910052697 platinum Inorganic materials 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- LSWYGACWGAICNM-UHFFFAOYSA-N 2-(prop-2-enoxymethyl)oxirane Chemical compound C=CCOCC1CO1 LSWYGACWGAICNM-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 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 3
- 238000004566 IR spectroscopy Methods 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000010533 azeotropic distillation Methods 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000001188 haloalkyl group Chemical group 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- SLJFKNONPLNAPF-UHFFFAOYSA-N 4-ethenyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 150000003058 platinum compounds Chemical class 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 2
- NVBKTGWWQBDICL-UHFFFAOYSA-N 1,2,2-triethoxyethenylsilane Chemical compound CCOC([SiH3])=C(OCC)OCC NVBKTGWWQBDICL-UHFFFAOYSA-N 0.000 description 1
- RYIRGDWJXQSKMV-UHFFFAOYSA-N 1,2,2-trimethoxyethenylsilicon Chemical compound COC([Si])=C(OC)OC RYIRGDWJXQSKMV-UHFFFAOYSA-N 0.000 description 1
- WSHVHJSDSVPPIV-UHFFFAOYSA-N 6-methyl-3-propan-2-yl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C(C)C)CCC2(C)OC21 WSHVHJSDSVPPIV-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- LSIGXJYVSGAHHA-UHFFFAOYSA-N C=CC1CC2C(O3)=C3C1C2 Chemical compound C=CC1CC2C(O3)=C3C1C2 LSIGXJYVSGAHHA-UHFFFAOYSA-N 0.000 description 1
- IDYHGSXNTVTKAC-UHFFFAOYSA-N COC=C[SiH](C)C Chemical compound COC=C[SiH](C)C IDYHGSXNTVTKAC-UHFFFAOYSA-N 0.000 description 1
- ZEQZEDMQGNNIKJ-UHFFFAOYSA-N C[SiH2]C=C(OC)OC Chemical compound C[SiH2]C=C(OC)OC ZEQZEDMQGNNIKJ-UHFFFAOYSA-N 0.000 description 1
- UCMZDKNUMKBJAA-UHFFFAOYSA-N C[SiH2]C=C(OCC)OCC Chemical compound C[SiH2]C=C(OCC)OCC UCMZDKNUMKBJAA-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N Octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene (PE) Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- CGMFKBXPQJJHBR-UHFFFAOYSA-N [SiH3]O[SiH](C=C)C=C Chemical compound [SiH3]O[SiH](C=C)C=C CGMFKBXPQJJHBR-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive Effects 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003197 catalytic Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008079 hexane Substances 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N n-heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000002941 palladium compounds Chemical class 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 150000003284 rhodium compounds Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Family
ID=
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2511348B2 (ja) | オルガノポリシロキサンおよびその製造方法 | |
JP3161786B2 (ja) | オルガノポリシロキサンおよびその製造方法 | |
JP3406646B2 (ja) | オルガノポリシロキサンおよびその製造方法 | |
JPS5826376B2 (ja) | ゴム状に硬化しうるオルガノポリシロキサン組成物 | |
JP3251655B2 (ja) | ジオルガノポリシロキサンおよびその製造方法 | |
EP0530496B1 (de) | Organosiliziumverbindungen und Verfahren zu ihrer Herstellung | |
JPH10501022A (ja) | 官能化ポリオルガノシロキサン及びその一つの製造方法 | |
EP0465262A2 (de) | Polysilethylensiloxan | |
JPH0363994B2 (de) | ||
JP3466238B2 (ja) | オルガノポリシロキサンおよびその製造方法 | |
EP2042559B1 (de) | Additionsvernetzbare Silikon-Gummi-Zusammensetzung und gehärtetes Produkt daraus | |
JP2632606B2 (ja) | 硬化性オルガノポリシロキサン組成物 | |
JP2680284B2 (ja) | フラニル基を有するオルガノ珪素化合物、該化合物を製造する方法、光によって架橋可能な組成物、および被覆を製造する方法 | |
JP2511348C (de) | ||
JPH0327589B2 (de) | ||
JP3012358B2 (ja) | 加熱硬化性エポキシ樹脂組成物 | |
JP3622215B2 (ja) | 新規ポリシロキサンとその製造法 | |
JP2001181398A (ja) | 含ケイ素重合体およびその製造方法 | |
JP3584482B2 (ja) | 新規シリコーン化合物とその製造法 | |
JPH0717752B2 (ja) | アルコキシ官能性オルガノポリシロキサンの製造方法 | |
JPH01132634A (ja) | フタル酸エステル変性オルガノポリシロキサンおよびその製造方法 | |
JP2008081675A (ja) | ジオルガノポリシロキサンおよびその製造方法 | |
JPH0912586A (ja) | (ポリ)スタノシロキサン及びその製造方法 | |
JP2746524B2 (ja) | 硬化性ポリシラン組成物 | |
JPH0456838B2 (de) |