WO2023218904A1 - Composition de caoutchouc silicone de type broyable, et article durci associé - Google Patents
Composition de caoutchouc silicone de type broyable, et article durci associé Download PDFInfo
- Publication number
- WO2023218904A1 WO2023218904A1 PCT/JP2023/015873 JP2023015873W WO2023218904A1 WO 2023218904 A1 WO2023218904 A1 WO 2023218904A1 JP 2023015873 W JP2023015873 W JP 2023015873W WO 2023218904 A1 WO2023218904 A1 WO 2023218904A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- silicone rubber
- parts
- component
- mass
- rubber composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 67
- 229920002379 silicone rubber Polymers 0.000 title claims abstract description 56
- 239000004945 silicone rubber Substances 0.000 title claims abstract description 56
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 19
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 15
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 13
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 13
- 230000003014 reinforcing effect Effects 0.000 claims abstract description 11
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims abstract description 7
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims description 16
- 238000007259 addition reaction Methods 0.000 claims description 14
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 claims description 11
- 150000001451 organic peroxides Chemical class 0.000 claims description 8
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 6
- 238000004438 BET method Methods 0.000 claims description 3
- 238000007906 compression Methods 0.000 abstract description 23
- 230000006835 compression Effects 0.000 abstract description 23
- 238000004073 vulcanization Methods 0.000 abstract description 10
- 229910052710 silicon Inorganic materials 0.000 abstract description 5
- 230000006866 deterioration Effects 0.000 abstract description 2
- 239000010703 silicon Substances 0.000 abstract 1
- 238000001723 curing Methods 0.000 description 30
- -1 dimethylsiloxane units Chemical group 0.000 description 28
- 150000001875 compounds Chemical class 0.000 description 15
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 238000005259 measurement Methods 0.000 description 8
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 4
- QYLFHLNFIHBCPR-UHFFFAOYSA-N 1-ethynylcyclohexan-1-ol Chemical compound C#CC1(O)CCCCC1 QYLFHLNFIHBCPR-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 125000005388 dimethylhydrogensiloxy group Chemical group 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229910002012 Aerosil® Inorganic materials 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229910021485 fumed silica Inorganic materials 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000012763 reinforcing filler Substances 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 description 2
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-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
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000005046 Chlorosilane Substances 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 229910004283 SiO 4 Inorganic materials 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 230000002542 deteriorative effect Effects 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000003961 organosilicon compounds Chemical class 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- AGKBXKFWMQLFGZ-UHFFFAOYSA-N (4-methylbenzoyl) 4-methylbenzenecarboperoxoate Chemical compound C1=CC(C)=CC=C1C(=O)OOC(=O)C1=CC=C(C)C=C1 AGKBXKFWMQLFGZ-UHFFFAOYSA-N 0.000 description 1
- KWEKXPWNFQBJAY-UHFFFAOYSA-N (dimethyl-$l^{3}-silanyl)oxy-dimethylsilicon Chemical compound C[Si](C)O[Si](C)C KWEKXPWNFQBJAY-UHFFFAOYSA-N 0.000 description 1
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229910020175 SiOH Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000000370 acceptor Substances 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000013006 addition curing Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical class C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate 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
- 238000000748 compression moulding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 229910002026 crystalline silica Inorganic materials 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 125000002897 diene group Chemical group 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
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- NYMPGSQKHIOWIO-UHFFFAOYSA-N hydroxy(diphenyl)silicon Chemical compound C=1C=CC=CC=1[Si](O)C1=CC=CC=C1 NYMPGSQKHIOWIO-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- UIUXUFNYAYAMOE-UHFFFAOYSA-N methylsilane Chemical compound [SiH3]C UIUXUFNYAYAMOE-UHFFFAOYSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- PARWUHTVGZSQPD-UHFFFAOYSA-N phenylsilane Chemical compound [SiH3]C1=CC=CC=C1 PARWUHTVGZSQPD-UHFFFAOYSA-N 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/011—Crosslinking or vulcanising agents, e.g. accelerators
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
Definitions
- the present invention relates to a millable silicone rubber composition and a cured product thereof.
- Silicone rubber has properties such as excellent weather resistance, electrical properties, low compression set, heat resistance, and cold resistance.
- the silicone rubber composition can be molded and cured by conventional methods, and the molding method can be selected from injection molding, transfer molding, injection molding, compression molding, etc., depending on the purpose. .
- heat treatment primary vulcanization
- secondary vulcanization post-cure
- 40 to 230°C for about 10 minutes to 24 hours.
- Patent Document 1 describes that the heat resistance and compression set of silicone rubber are improved by containing hydrous cerium oxide and hydrous zirconium oxide. However, there is no specific description that good compression set characteristics can be obtained only by primary vulcanization, and the above problem has not been solved.
- Patent Document 2 describes that when a sulfur-containing compound is used, a cured silicone rubber product having excellent compression set properties can be obtained even by primary vulcanization alone. However, when a sulfur-containing compound is used, addition cure inhibition may occur and the vulcanization properties may deteriorate.
- Patent Document 3 states that a silicone rubber cured product containing a reinforcing filler whose surface is treated with a benzotriazole derivative has a low compression set. Although there are descriptions that deterioration in vulcanization properties can also be suppressed, none of these methods have reached a level that can withstand actual use.
- an object of the present invention is to provide a millable silicone rubber composition that produces a cured silicone rubber product with low compression set only by primary vulcanization without deteriorating curability.
- the present inventors have discovered that by adding a specific carboxylic acid, a millable silicone rubber composition that can reduce the compression set of the cured product can be obtained. That is, the present invention provides the following millable silicone rubber composition and cured product thereof.
- the present invention can provide a millable silicone rubber composition that results in a silicone rubber cured product with low compression set only by primary vulcanization without deteriorating curability. Therefore, the cured product of the millable silicone rubber composition of the present invention is useful for applications such as gaskets such as O-rings and packings.
- a mixture of component (A), component (B), and component (C), which will be described later, before blending component (D) is referred to as a (millable type) silicone rubber compound, and this silicone rubber compound A mixture containing component (D) is called a (millable type) silicone rubber composition.
- component (A) is a raw rubber-like organopolysiloxane having an alkenyl group bonded to two or more silicon atoms in one molecule and having a weight average degree of polymerization of 1,000 to 100,000. This is the base polymer (main ingredient) of the composition according to the invention.
- the organopolysiloxane as component (A) has two or more alkenyl groups in one molecule, preferably 2 to 50, particularly 2 to 20. Note that this alkenyl group may be bonded to a silicon atom at the end of the molecular chain, or may be bonded to a silicon atom in the middle of the molecular chain (non-terminal of the molecular chain), or both; Those bonded to the silicon atom at the end of the chain are preferred.
- alkenyl group bonded to the silicon atom in component (A) examples include those having usually 2 to 8 carbon atoms, preferably 2 to 4 carbon atoms.
- Alkenyl groups such as a vinyl group, allyl group, propenyl group, butenyl group, and hexenyl group; and cycloalkenyl groups such as a cyclohexenyl group are mentioned, with vinyl groups and allyl groups being preferred, and vinyl groups being particularly preferred.
- groups other than alkenyl groups include alkyl groups having 1 to 10 carbon atoms, cycloalkyl groups having 5 to 10 carbon atoms, aryl groups having 6 to 10 carbon atoms, and aralkyl groups having 7 to 10 carbon atoms.
- alkyl groups such as methyl group, ethyl group, propyl group, butyl group, hexyl group, and octyl group; cycloalkyl groups such as cyclopentyl group and cyclohexyl group; aryl groups such as phenyl group and tolyl group; benzyl group , aralkyl groups such as 2-phenylethyl group, and the like.
- methyl group and phenyl group are preferred, and methyl group is particularly preferred.
- the molecular structure of the organopolysiloxane (A) component is preferably linear or linear having a partially branched structure.
- the repeating structure of the diorganosiloxane units (R 1 2 SiO 2/2 , R 1 is the same as above, and the same applies hereinafter) constituting the main chain of the organopolysiloxane is formed by repeating only dimethylsiloxane units.
- Diphenylsiloxane units, methylphenylsiloxane units, methylvinylsiloxane units having phenyl groups, vinyl groups, etc. as substituents as part of the dimethylpolysiloxane structure consisting of repeating dimethylsiloxane units that constitute the main chain.
- diorganosiloxane units such as the following are introduced are suitable.
- both ends of the molecular chain are preferably blocked with a triorganosiloxy group such as a trimethylsiloxy group, dimethylphenylsiloxy group, vinyldimethylsiloxy group, divinylmethylsiloxy group, or trivinylsiloxy group.
- a triorganosiloxy group such as a trimethylsiloxy group, dimethylphenylsiloxy group, vinyldimethylsiloxy group, divinylmethylsiloxy group, or trivinylsiloxy group.
- Such organopolysiloxanes can be produced, for example, by (co)hydrolyzing and condensing one or more organohalogenosilanes, or by forming cyclic polysiloxanes (siloxane trimers, tetramers, etc.). It can be obtained by ring-opening polymerization using an alkaline or acidic catalyst.
- the degree of polymerization of the organopolysiloxane is 1,000 to 100,000, preferably 2,000 to 100,000, more preferably 2,000 to 50,000, particularly preferably 3,000 to 20, 000, and is characterized by being so-called raw rubber-like (non-liquid) without self-flowing properties at room temperature (25°C). If the degree of polymerization is less than 1,000, problems such as roll adhesion will occur when a silicone rubber compound is produced, resulting in poor roll workability.
- the degree of polymerization is determined as a weight-average degree of polymerization from the weight-average molecular weight in terms of polystyrene determined by gel permeation chromatography (GPC) analysis measured under the following conditions.
- Component (A) may be used alone or in a mixture of two or more types having different molecular weights (degrees of polymerization) and molecular structures.
- the millable silicone rubber composition of the present invention may contain at least two alkenyl groups in one molecule at 25°C for the purpose of adjusting the viscosity of the composition and the physical properties of the rubber.
- Liquid organopolysiloxane may be added.
- the degree of polymerization of the liquid organopolysiloxane is preferably 100 or more and less than 1,000, more preferably 100 to 800.
- Examples of the alkenyl group and groups other than the alkenyl group in the liquid organopolysiloxane include those exemplified for component (A).
- the organopolysiloxane preferably has a viscosity at 25° C.
- the viscosity is a value measured using a rotational viscometer at 25° C. as described in JIS K7117-1:1999 (the same applies hereinafter).
- the amount of the liquid organopolysiloxane blended is preferably 0 to 20 parts by weight per 100 parts by weight of component (A).
- the reinforcing silica as component (B) acts as a component that imparts excellent mechanical properties to the resulting silicone rubber composition.
- the reinforcing silica may be precipitated silica (wet silica) or fumed silica (dry silica), and has a large number of silanol groups (SiOH) on its surface.
- the specific surface area of the reinforcing silica as component (B) determined by the BET method must be 50 m 2 /g or more, preferably 100 to 400 m 2 /g. If this specific surface area is less than 50 m 2 /g, the reinforcing effect of component (B) will be insufficient.
- the reinforcing silica of component (B) may be used in an untreated state, or if necessary, the surface may be treated with an organosilicon compound such as an organopolysiloxane containing a silanol group, an organopolysilazane, a chlorosilane, or an alkoxysilane. A processed one may also be used. When it is desired to reduce the amount of low-molecular-weight siloxane generated from silicone rubber during or after curing, it is preferable to use an organosilicon compound such as organopolysilazane, chlorosilane, or alkoxysilane. These reinforcing silicas may be used alone or in combination of two or more.
- the amount of reinforcing silica as component (B) is 10 to 100 parts by weight, preferably 15 to 80 parts by weight, more preferably 20 to 70 parts by weight based on 100 parts by weight of organopolysiloxane as component (A). Department. If the blending amount deviates from the above range, not only the processability of the silicone rubber composition will be reduced, but also the mechanical properties of the cured silicone rubber product will be insufficient.
- Component (C) is a saturated aliphatic carboxylic acid, and can reduce the compression set of the primary vulcanized cured product.
- the saturated aliphatic carboxylic acid of component (C) preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms. Specific examples include formic acid, acetic acid, propionic acid, butyric acid, caproic acid, 2-ethylhexanoic acid, lauric acid, myristic acid, and the like. Among these, acetic acid and 2-ethylhexanoic acid are preferred. These saturated aliphatic carboxylic acids may be used alone or in combination of two or more.
- the amount of the saturated aliphatic carboxylic acid as component (C) is 0.1 to 5 parts by weight, preferably 0.3 to 3 parts by weight, per 100 parts by weight of the organopolysiloxane as component (A). .
- the curing agent is not particularly limited as long as it can cure the silicone rubber compound, but examples include (D-1) addition reaction curing agent and (D-2) organic peroxide curing agent shown below.
- Addition reaction curing agent (D-1) As the addition reaction curing agent, an organohydrogenpolysiloxane and a hydrosilylation catalyst are used in combination.
- the organohydrogenpolysiloxane has 2 or more, preferably 3 or more, more preferably 3 to 200, and even more preferably 4 to 100 hydrogen atoms bonded to silicon atoms (i.e., hydrosilyl) in one molecule. As long as it contains a group), it may have a linear, cyclic, branched, or three-dimensional network structure, and a known organohydrogenpolysiloxane is used as a crosslinking agent for addition reaction-curable silicone rubber compositions.
- organohydrogenpolysiloxane represented by the following average composition formula (1) can be used.
- R 1 a H b SiO (4-ab)/2 (1)
- R 1 is independently a monovalent hydrocarbon group having 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, and preferably does not have an aliphatic unsaturated bond.
- alkyl groups such as methyl, ethyl, and propyl groups; cycloalkyl groups such as cyclohexyl; aryl groups such as phenyl and tolyl; benzyl, 2-phenylethyl, and 2-phenylpropyl groups; and groups in which some or all of the hydrogen atoms of these groups are substituted with halogen atoms, etc., such as 3,3,3-trifluoropropyl groups.
- a is 0 ⁇ a ⁇ 3, preferably 0.5 ⁇ a ⁇ 2.2, and more preferably 1.0 ⁇ a ⁇ 2.0.
- b is 0 ⁇ b ⁇ 3, preferably 0.002 ⁇ b ⁇ 1.1, and more preferably 0.005 ⁇ b ⁇ 1. Further, it is a positive number satisfying 0 ⁇ a+b ⁇ 3, preferably 1 ⁇ a+b ⁇ 3, more preferably 1.002 ⁇ a+b ⁇ 2.7.
- Organohydrogenpolysiloxane has two or more, preferably three or more, hydrosilyl groups in one molecule, and these may be located at the end of the molecular chain, in the middle of the molecular chain, or both. Good too.
- the organohydrogenpolysiloxane preferably has a viscosity of 0.5 to 10,000 mPa ⁇ s, particularly 1 to 300 mPa ⁇ s at 25°C.
- organohydrogenpolysiloxanes include 1,1,3,3-tetramethyldisiloxane, 1,3,5,7-tetramethylcyclotetrasiloxane, and tris(hydrogendimethylsiloxane).
- the amount of the organohydrogenpolysiloxane blended is preferably 0.1 to 40 parts by weight based on 100 parts by weight of the silicone rubber compound (total amount of components (A), (B), and (C)).
- the ratio of silicon-bonded hydrogen atoms (hydrosilyl groups) to one aliphatic unsaturated bond (alkenyl group, diene group, etc.) in component (A) is preferably in the range of 0.5 to 10.
- a suitable range is preferably 0.7 to 5. If it is 0.5 or more, crosslinking will be sufficient and sufficient mechanical strength will be obtained, and if it is 10 or less, the physical properties after curing will not deteriorate, especially heat resistance will deteriorate, and compression permanent There is no possibility of large distortion.
- the hydrosilylation catalyst is a catalyst that causes a hydrosilylation addition reaction between the alkenyl group of component (A) and the silicon-bonded hydrogen atom (hydrosilyl group) of the organohydrogenpolysiloxane.
- the hydrosilylation catalyst include platinum group metal catalysts, including simple platinum group metals and compounds thereof, and those conventionally known as catalysts for addition reaction-curing silicone rubber compositions can be used.
- platinum group metal catalysts including simple platinum group metals and compounds thereof, and those conventionally known as catalysts for addition reaction-curing silicone rubber compositions can be used.
- a carrier such as silica, alumina or silica gel
- platinum catalyst such as platinum chloride, chloroplatinic acid, alcoholic solution of chloroplatinic acid hexahydrate, palladium catalyst, rhodium catalyst, etc.
- platinum or a platinum compound (platinum catalyst) is preferred.
- the amount of catalyst added is sufficient as long as it can promote the addition reaction, and is usually used in the range of 1 ppm to 1% by mass in terms of platinum group metal based on the silicone rubber compound, but 10 to 500 ppm by mass is used. A range is preferred. If the addition amount is 1 mass ppm or more, the addition reaction is sufficiently promoted and curing is sufficient, whereas if it is 1 mass % or less, it has sufficient reactivity and is not uneconomical.
- an addition reaction control agent may be used depending on the purpose of the present invention for the purpose of adjusting the curing rate.
- Specific examples thereof include acetylene alcohol control agents such as ethynylcyclohexanol, tetracyclomethylvinyl polysiloxane, and the like.
- the addition reaction control agent may be used alone or in combination of two or more.
- Organic peroxide curing agent (D-2)
- organic peroxide curing agent examples include benzoyl peroxide, 2,4-dichlorobenzoyl peroxide, p-methylbenzoyl peroxide, o-methyl Benzoyl peroxide, 2,4-dicumyl peroxide, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexane, di-t-butyl peroxide, t-butyl perbenzoate, 1,6 -hexanediol-bis-t-butylperoxycarbonate and the like.
- the amount of the organic peroxide curing agent added is preferably 0.1 to 10 parts by mass, particularly 0.1 to 10 parts by mass, based on 100 parts by mass of the silicone rubber compound (total amount of components (A), (B), and (C)). 2 to 5 parts by mass is preferred. If the amount is 0.1 parts by mass or more, curing will not be insufficient, and if it is 10 parts by mass or less, the silicone rubber cured product will not yellow due to decomposition residue of the organic peroxide curing agent. .
- component (A) was combined with component (D-1) and component (D-2) within the above blending amounts.
- component (D-1) was combined with component (D-2) within the above blending amounts.
- It can also be a co-vulcanized millable silicone rubber composition.
- the millable silicone rubber composition of the present invention may optionally contain fillers such as crushed quartz, crystalline silica, diatomaceous earth, and calcium carbonate, colorants, tear strength improvers, acid acceptors, Heat curing of various alkoxysilanes, especially phenyl group-containing alkoxysilanes and their hydrolysates, diphenylsilane diol, carbon functional silane, etc., as thermal conductivity improvers such as alumina and boron nitride, mold release agents, and dispersants for fillers. It is optional to add fillers and additives known in the art to silicone rubber compositions.
- fillers such as crushed quartz, crystalline silica, diatomaceous earth, and calcium carbonate, colorants, tear strength improvers, acid acceptors, Heat curing of various alkoxysilanes, especially phenyl group-containing alkoxysilanes and their hydrolysates, diphenylsilane diol, carbon functional silane, etc.,
- the millable silicone rubber composition of the present invention can be obtained by mixing the components constituting the composition in a known kneader such as a kneader, Banbury mixer, or two-roll kneader.
- a composition containing the components (A) to (D) as the millable silicone rubber composition
- add (C) to the mixture.
- a mixture is prepared by mixing the components (A), (B), and (C) with the other components.
- the mixture may be heated and mixed.
- the millable silicone rubber composition of the present invention can be cured by a known curing method under known curing conditions. Specifically, the composition can be cured by heating usually at 25 to 200°C, preferably 80 to 160°C. The heating time may be about 0.5 minutes to 5 hours, particularly about 1 minute to 3 hours. In addition, when curing the millable silicone rubber composition of the present invention, it may be cured by applying pressure.
- component (A) Dimethylsiloxane/methylvinylpolysiloxane copolymer with a weight average degree of polymerization of about 8,000, which has both ends blocked with dimethylvinylsiloxane units and has 10 methylvinylsiloxane units.
- component (B) The following components were used as component (B).
- component (C) 2-ethylhexanoic acid
- C-2 Acetic acid
- C-3 Ethyl acetate (for comparative example)
- D-1-2 Platinum catalyst (dimethylpolysiloxane solution containing 1% by mass of chloroplatinic acid/1,3-divinyltetramethyldisiloxane complex as platinum atom content)
- D-2) 2,5-dimethyl-2,5-bis(t-butylperoxy)hexane
- Example 1 After mixing in a kneader 100 parts by mass of component (A-1) as component (A) and 35 parts by mass of component (B-1) as component (B), (C-1) as component (C). ) component: 0.3 parts by mass was added and further mixed using a kneader. Thereafter, a heat treatment was performed at 170° C. for 2 hours to prepare a base compound (1).
- the obtained composition was pre-cured for 15 minutes at 120°C and 6.86 MN/ m2 , and the cured product for compression set measurement (1) (dimensions: diameter 29.0 ⁇ 0.5 mm, Thickness: 12.5 ⁇ 0.5 mm) was produced, and the compression set was measured.
- the results are shown in Table 1.
- Examples 2-3, Comparative Examples 1-2 A silicone rubber composition was prepared using the formulation shown in Table 1 in the same manner as in Example 1, and test sheets and cured products were prepared from the resulting composition, and various physical properties were evaluated. The results are shown in Table 1.
- Example 4 After mixing in a kneader 100 parts by mass of component (A-1) as component (A) and 40 parts by mass of component (B-1) as component (B), component (C-2) as component (C). :0.3 part by mass was added and further mixed using a kneader. Thereafter, heat treatment was performed at 170° C. for 2 hours to prepare a base compound (6).
- a silicone rubber composition was obtained by mixing 0.4 parts by mass of component (D-2) as component (D) with 100 parts by mass of base compound (6).
- the obtained composition was press-cured for 10 minutes at 165°C and 6.86 MN/m 2 to form a test sheet (6) (dimensions: 150 x 170 mm, thickness: 2.0 ⁇ 0.2 mm).
- the hardness (durometer A), tensile strength, and elongation at break were measured. The results are shown in Table 2.
- the obtained composition was press-cured for 15 minutes at 165°C and 6.86 MN/ m2 , and the cured product for compression set measurement (6) (dimensions: diameter 29.0 ⁇ 0.5 mm, Thickness: 12.5 ⁇ 0.5 mm) was produced, and the compression set was measured.
- Table 2 The results are shown in Table 2.
- Example 5 Comparative Examples 3-4
- a silicone rubber composition was prepared using the formulation shown in Table 2 in the same manner as in Example 4, and test sheets and cured products were prepared from the resulting composition, and various physical properties were evaluated. The results are shown in Table 2.
- component (A) As component (A), component (A-1): 100 parts by mass; as component (B), component (B-2): 40 parts by mass; as a surface treatment agent for component (B), having silanol groups at both ends; , 4 parts by mass of dimethylpolysiloxane having a weight average degree of polymerization of 4 and a viscosity at 25°C of 15 mPa ⁇ s were mixed in a kneader, and then 0.3 parts by mass of component (C-1) was added and mixed in a kneader. Mixed. Thereafter, heat treatment was performed at 170° C. for 2 hours to prepare a base compound (10).
- the obtained composition was press-cured for 15 minutes at 120°C and 6.86 MN/ m2 , and the cured product for compression set measurement (10) (dimensions: diameter 29.0 ⁇ 0.5 mm, Thickness: 12.5 ⁇ 0.5 mm) was produced, and the compression set was measured.
- the results are shown in Table 3.
- test sheet (11) and a cured product for compression set measurement (11) were prepared in the same manner as in Example 6, except that component (C) was not added, and various physical properties were measured. The results are shown in Table 3.
- Component (B-2) 100 parts by mass was mixed with 10 parts by mass of a benzotriazole derivative represented by the following chemical formula in a sealed mechanical kneading device at normal pressure at room temperature. After mixing and drying, a reinforcing filler surface-treated with a benzotriazole derivative was obtained.
- the curability of the silicone rubber compositions prepared in Example 1, Comparative Example 1, and Comparative Example 6 at 120° C. was measured using a rheometer MDR2000 (manufactured by Alpha Technologies).
- the values in the table are the time (seconds) when the T10 value gives a torque value of 10% of the maximum torque value in 6 minutes from the start of measurement at 120°C, and the time (seconds) when the T90 value gives a torque value of 10% of the maximum torque value in 6 minutes from the start of measurement at 120°C. Indicates the time (seconds) when applying a torque value of 90% of the maximum torque value.
Abstract
L'invention fournit une composition de caoutchouc silicone de type broyable pouvant être transformé en article durci de caoutchouc silicone de faible déformation rémanente à la compression seulement par vulcanisation primaire, sans détérioration des propriétés de durcissement. Plus précisément, l'invention concerne une composition de caoutchouc silicone de type broyable qui comprend : (A) 100 parties en masse d'un organopolysiloxane à l'état de caoutchouc brut de degré moyen de polymérisation en masse compris entre 1000 et 100000 possédant un groupe alcényle lié à deux atomes de silicium dans chaque molécule ; (B) 10 à 100 parties en masse d'une silice de renforcement de surface spécifique selon un procédé BET supérieure ou égale à 50m2/g; (C) 0,1 à 5 parties en masse d'un acide carboxylique aliphatique saturé pour 100 parties en masse du composant (A) ; et une quantité efficace d'un agent de durcissement.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2022079553A JP2023167978A (ja) | 2022-05-13 | 2022-05-13 | ミラブル型シリコーンゴム組成物及びその硬化物 |
JP2022-079553 | 2022-05-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2023218904A1 true WO2023218904A1 (fr) | 2023-11-16 |
Family
ID=88730213
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2023/015873 WO2023218904A1 (fr) | 2022-05-13 | 2023-04-21 | Composition de caoutchouc silicone de type broyable, et article durci associé |
Country Status (2)
Country | Link |
---|---|
JP (1) | JP2023167978A (fr) |
WO (1) | WO2023218904A1 (fr) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03281572A (ja) * | 1990-03-29 | 1991-12-12 | Shin Etsu Chem Co Ltd | シリコーンゴム組成物及びその製造方法並びに硬化物 |
JPH11148014A (ja) * | 1997-09-10 | 1999-06-02 | General Electric Co <Ge> | シリコーンエラストマーの接着および加水分解安定性を改善するための添加剤系 |
JP2014224193A (ja) * | 2013-05-16 | 2014-12-04 | 信越化学工業株式会社 | シリコーンゴム組成物の接着方法及び複合成型品 |
CN106967299A (zh) * | 2017-05-09 | 2017-07-21 | 江苏天辰新材料股份有限公司 | 一种低压缩永久变形硅橡胶及其制备方法 |
JP2017218487A (ja) * | 2016-06-06 | 2017-12-14 | 信越化学工業株式会社 | キーパッド作製用シリコーンゴム組成物及びキーパッド |
WO2021100535A1 (fr) * | 2019-11-22 | 2021-05-27 | 信越化学工業株式会社 | Composition de caoutchouc de silicone pour la production de clavier, et clavier |
-
2022
- 2022-05-13 JP JP2022079553A patent/JP2023167978A/ja active Pending
-
2023
- 2023-04-21 WO PCT/JP2023/015873 patent/WO2023218904A1/fr unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03281572A (ja) * | 1990-03-29 | 1991-12-12 | Shin Etsu Chem Co Ltd | シリコーンゴム組成物及びその製造方法並びに硬化物 |
JPH11148014A (ja) * | 1997-09-10 | 1999-06-02 | General Electric Co <Ge> | シリコーンエラストマーの接着および加水分解安定性を改善するための添加剤系 |
JP2014224193A (ja) * | 2013-05-16 | 2014-12-04 | 信越化学工業株式会社 | シリコーンゴム組成物の接着方法及び複合成型品 |
JP2017218487A (ja) * | 2016-06-06 | 2017-12-14 | 信越化学工業株式会社 | キーパッド作製用シリコーンゴム組成物及びキーパッド |
CN106967299A (zh) * | 2017-05-09 | 2017-07-21 | 江苏天辰新材料股份有限公司 | 一种低压缩永久变形硅橡胶及其制备方法 |
WO2021100535A1 (fr) * | 2019-11-22 | 2021-05-27 | 信越化学工業株式会社 | Composition de caoutchouc de silicone pour la production de clavier, et clavier |
Also Published As
Publication number | Publication date |
---|---|
JP2023167978A (ja) | 2023-11-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6344333B2 (ja) | 付加硬化性シリコーンゴム組成物 | |
JP6572634B2 (ja) | 付加硬化性シリコーンゴム組成物及び硬化物 | |
WO2017159047A1 (fr) | Composition de caoutchouc de silicone durcissable par addition et produit durci | |
WO2019031245A1 (fr) | Composition de silicone durcissable par addition et caoutchouc de silicone durci | |
JP5510148B2 (ja) | ミラブル型シリコーンゴム組成物の製造方法 | |
JP6274082B2 (ja) | 付加硬化性シリコーンゴム組成物 | |
JP6957960B2 (ja) | 透明性を有するシリコーンゴム組成物及びその硬化物 | |
JP6380466B2 (ja) | 動摩擦係数を低減する方法 | |
JP6184091B2 (ja) | ミラブル型シリコーンゴム組成物及びその硬化物 | |
JP5888076B2 (ja) | シリコーンゴム配合物の耐可塑戻り特性向上方法並びにシリコーンゴム硬化物の耐圧縮永久歪特性向上方法及び硬度差低減方法 | |
JP5553076B2 (ja) | シリコーンゴム組成物 | |
JP5527309B2 (ja) | ミラブル型シリコーンゴムコンパウンド及びシリコーンゴム組成物の製造方法 | |
JP2019085532A (ja) | 付加硬化性液状シリコーンゴム組成物 | |
JP6107741B2 (ja) | ミラブル型シリコーンゴムコンパウンド及びミラブル型シリコーンゴム組成物の製造方法 | |
WO2018198830A1 (fr) | Composition de gomme de silicone durcissable par addition | |
WO2022234770A1 (fr) | Composition de caoutchouc de fluorosilicone, et objet moulé durci | |
JP7156216B2 (ja) | ミラブル型シリコーンゴム組成物及びその硬化物、並びにミラブル型シリコーンゴム組成物用シリコーンゴムコンパウンド | |
WO2022113696A1 (fr) | Composition de caoutchouc de silicone de type broyable et produit durci en caoutchouc de silicone | |
JP2016002103A (ja) | 医療用バルーンカテーテル製造用付加硬化性シリコーンゴム組成物 | |
WO2023218904A1 (fr) | Composition de caoutchouc silicone de type broyable, et article durci associé | |
TW202212478A (zh) | 雙液加成硬化型矽酮膠組成物 | |
JP7004936B2 (ja) | シリコーンゲル組成物及びその硬化物並びにパワーモジュール | |
WO2022249858A1 (fr) | Composition de caoutchouc de silicone de type broyable et produit durci en caoutchouc de silicone | |
JP2023064167A (ja) | ミラブル型シリコーンゴム組成物及びシリコーンゴム硬化物 | |
JP2022132904A (ja) | 耐熱性ミラブル型シリコーンゴム組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23803386 Country of ref document: EP Kind code of ref document: A1 |