JP5021371B2 - 有機ケイ素化合物ベースの架橋可能なコンパウンド - Google Patents
有機ケイ素化合物ベースの架橋可能なコンパウンド Download PDFInfo
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- JP5021371B2 JP5021371B2 JP2007149578A JP2007149578A JP5021371B2 JP 5021371 B2 JP5021371 B2 JP 5021371B2 JP 2007149578 A JP2007149578 A JP 2007149578A JP 2007149578 A JP2007149578 A JP 2007149578A JP 5021371 B2 JP5021371 B2 JP 5021371B2
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- 150000001875 compounds Chemical class 0.000 title claims description 70
- 150000003961 organosilicon compounds Chemical class 0.000 title description 30
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 238000010521 absorption reaction Methods 0.000 claims description 9
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 239000003431 cross linking reagent Substances 0.000 claims description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 7
- 238000006482 condensation reaction Methods 0.000 claims description 6
- 239000004579 marble Substances 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
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- 125000001033 ether group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- -1 phosphorus compound Chemical class 0.000 description 35
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
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- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
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- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
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- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000012974 tin catalyst Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 2
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
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- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- QRANWKHEGLJBQC-UHFFFAOYSA-N n-(trimethoxysilylmethyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CNC1CCCCC1 QRANWKHEGLJBQC-UHFFFAOYSA-N 0.000 description 2
- 125000003110 organyloxy group Chemical group 0.000 description 2
- 150000003009 phosphonic acids Chemical class 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
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- 239000004033 plastic Substances 0.000 description 2
- 239000011253 protective coating Substances 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 2
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 2
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 2
- IZRJPHXTEXTLHY-UHFFFAOYSA-N triethoxy(2-triethoxysilylethyl)silane Chemical compound CCO[Si](OCC)(OCC)CC[Si](OCC)(OCC)OCC IZRJPHXTEXTLHY-UHFFFAOYSA-N 0.000 description 2
- JCGDCINCKDQXDX-UHFFFAOYSA-N trimethoxy(2-trimethoxysilylethyl)silane Chemical compound CO[Si](OC)(OC)CC[Si](OC)(OC)OC JCGDCINCKDQXDX-UHFFFAOYSA-N 0.000 description 2
- BLIIUNFDDXZNKB-UHFFFAOYSA-N trimethoxy(morpholin-4-ylmethyl)silane Chemical compound CO[Si](OC)(OC)CN1CCOCC1 BLIIUNFDDXZNKB-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
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004156 Azodicarbonamide Substances 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 229910007991 Si-N Inorganic materials 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 229910006294 Si—N Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- CQQXCSFSYHAZOO-UHFFFAOYSA-L [acetyloxy(dioctyl)stannyl] acetate Chemical compound CCCCCCCC[Sn](OC(C)=O)(OC(C)=O)CCCCCCCC CQQXCSFSYHAZOO-UHFFFAOYSA-L 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
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
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- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- CSDREXVUYHZDNP-UHFFFAOYSA-N alumanylidynesilicon Chemical compound [Al].[Si] CSDREXVUYHZDNP-UHFFFAOYSA-N 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 description 1
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- 239000003899 bactericide agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
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- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 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 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
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- QZUFYZAIYPHVTL-UHFFFAOYSA-L diacetyloxy(butyl)tin Chemical compound CCCC[Sn](OC(C)=O)OC(C)=O QZUFYZAIYPHVTL-UHFFFAOYSA-L 0.000 description 1
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 description 1
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom 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
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000011707 mineral Substances 0.000 description 1
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- WUFHQGLVNNOXMP-UHFFFAOYSA-N n-(triethoxysilylmethyl)cyclohexanamine Chemical compound CCO[Si](OCC)(OCC)CNC1CCCCC1 WUFHQGLVNNOXMP-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 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
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
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- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UQMOLLPKNHFRAC-UHFFFAOYSA-N tetrabutyl silicate Chemical compound CCCCO[Si](OCCCC)(OCCCC)OCCCC UQMOLLPKNHFRAC-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- UZIAQVMNAXPCJQ-UHFFFAOYSA-N triethoxysilylmethyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)COC(=O)C(C)=C UZIAQVMNAXPCJQ-UHFFFAOYSA-N 0.000 description 1
- GYTROFMCUJZKNA-UHFFFAOYSA-N triethyl triethoxysilyl silicate Chemical compound CCO[Si](OCC)(OCC)O[Si](OCC)(OCC)OCC GYTROFMCUJZKNA-UHFFFAOYSA-N 0.000 description 1
- UOKUUKOEIMCYAI-UHFFFAOYSA-N trimethoxysilylmethyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)COC(=O)C(C)=C UOKUUKOEIMCYAI-UHFFFAOYSA-N 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
Description
(A)少なくとも2つの縮合可能な基(kondensationsfaehige Gruppe)を有する有機ケイ素化合物、
(B)微細粒状のメタカルボナート(feinteiliges Metacarbonat)、及び
場合により、
(C)架橋剤
の使用下で製造可能なコンパウンドである。
式
Rは、同一又は相違してよく、かつ、酸素原子によって中断されていてよい、置換若しくは非置換の炭化水素残基を表す、
Yは、同一又は相違してよく、かつヒドロキシル残基又は加水分解可能な残基を表す、
aは、0、1、2又は3、有利には1又は2、特に有利には2であり、かつ
bは、0、1、2又は3、有利には0、1又は2、特に有利には0であり、
但し、a+bからの合計は4以下であり、かつ一分子当たり少なくとも2つの残基Yが存在している]
の単位を含有する有機ケイ素化合物である。
R及びYは、それぞれ同一又は相違していてよく、かつ、上記した意味合いを有する、
eは、30〜5000であり、かつ
fは、0、1又は2である]
の有機ケイ素化合物である。
R2は、同一又は相違してよく、かつ、酸素原子により中断されていてよい、一価の、置換若しくは非置換の炭化水素残基を表し、
Zは、同一又は相違してよく、かつ、上記で、Yに関して挙げた意味合い(ヒドロキシル基を除く)を有し、かつ
cは、2、3又は4である]
の有機ケイ素化合物並びにこの部分加水分解物(Teilhydrolysate)である。
(A)式(I)の単位を含有する有機ケイ素化合物、
(B)微細粒状の大理石(Marmor)、
場合により、
(C)式(III)の架橋剤、
場合により、
(D)硬化促進剤、
場合により、
(E)可塑剤、
場合により、
(F)充填剤、
場合により、
(G)付着促進剤、及び
場合により、
(H)添加剤
からなるコンパウンドである。
300000mPa.sの粘度を有するポリジメチルシロキサン混合物(この際、このシロキサンは、ジメトキシメチルシリル基及びジメトキシビニルシリル基を末端基とし、かつジメトキシメチルシリル末端基対ジメトキシビニルシリル末端基の比は、約1:1である)300g、1000mPa.sの粘度を有するトリメチルシリル末端ブロック化したポリジメチルシロキサン180g、メチルトリメトキシシラン25g、及び付着促進剤(これは、アミノプロピルトリエトキシシラン1部と、エトキシ含有率37%を有するメチルトリエトキシシラン−加水分解物1部との反応により製造)20gを、遊星型混合機中で相互に混合し、かつ15分間撹拌した。引き続き、このバッチを、平均粒径約2.6μm、98%の炭酸カルシウム割合98%、及び吸油量20g/100gを有する粉砕したメタカルボナート(商品名「Saxolith 2 HE」でGEOMIN Erzgebirgische Kalkwerke GmbH(ドイツ国)から購入)240g、比表面積150m2/gを有する親水性の熱分解シリカ(名称HDK(登録商標)V 15 、Wacker Chemie AG(Muenchen)から購入)40g、オクチルホスホン酸1.5g及びスズ触媒(ジ−n−ブチルスズジアセタートと、テトラエトキシシランとの反応により製造)2.8gの均質な混入により補完した。
例1に記載された方法を繰り返したが、但し平均粒径約2.6μm、炭酸カルシウム割合98%、及び吸油量20g/100gを有する粉砕したメタカルボナート(商品名「Saxolith 2 HE」で、GEOMIN Erzgebirgische Kalkwerke GmbH(ドイツ国)から購入)240gの代わりに、平均粒径約5.0μm、炭酸カルシウム割合98%、及び吸油量16g/100gを有する粉砕したメタカルボナート(商品名、OMYACARB(登録商標) 5-GU、Omya GmbH(Koeln)から購入)240gを使用する点で変更した。
例1に記載された方法を繰り返したが、但し平均粒径約2.6μm、炭酸カルシウム割合98%、及び吸油量20g/100gを有する粉砕したメタカルボナート(商品名「Saxolith 2 HE」で、GEOMIN Erzgebirgische Kalkwerke GmbH(ドイツ国)から購入)240gの代わりに、平均粒径約2.0μm、炭酸カルシウム割合98%、及び吸油量18g/100gを有する粉砕したメタカルボナート(商品名「CARBITAL 110」で、Imerys Minerals Ltd.(英国)から購入)240gを使用する点で変更した。
例1に記載された方法を繰り返したが、但し平均粒径約2.6μm、炭酸カルシウム割合98%、及び吸油量20g/100gを有する粉砕したメタカルボナート(商品名「Saxolith 2 HE」で、GEOMIN Erzgebirgische Kalkwerke GmbH(ドイツ国)から購入)240gの代わりに、平均粒径約0.04μm及びBET表面積22m2/gを有する、沈殿した、ステアリン酸で化学的処理した白亜(商品名「WINNOFIL SPM」で、Solvay Soda Deutschland GmbH(Rheinberg)から購入)240gを使用する点で変更した。
Claims (6)
- (A)式
Rは、同一又は相違してよく、かつ、酸素原子によって中断されていてよい、置換若しくは非置換の炭化水素残基を表す、
Yは、同一又は相違してよく、かつヒドロキシル残基又は残基−OR1であり、その際R1は、酸素原子により中断されて良い、置換若しくは非置換の炭化水素残基を表す、
その際、RおよびR 1 は、ハロゲン原子、アミノ基、エーテル基、エステル基、エポキシ基、メルカプト基、シアノ基又は(ポリ)−グリコールにより置換されていてよく、
aは、0、1、2又は3であり、かつ
bは、0、1、2又は3であり、
但し、a+bからの合計は4以下である]
の単位からなる一分子当たり少なくとも2つの残基Yが存在しているシロキサン、
(B)平均粒径0.1〜30μmを有する微細粒状の大理石、及び
場合により、
(C)架橋剤
の使用下で製造可能であるコンパウンドであることを特徴とする、縮合反応により架橋可能なコンパウンド。 - 成分(B)が、少なくとも90質量%の炭酸カルシウム含量を有することを特徴とする、請求項1記載の架橋可能なコンパウンド。
- 成分(B)が、最大で15m2/gの比表面積を有することを特徴とする、請求項1又は2記載の架橋可能なコンパウンド。
- 成分(B)が、1g/100gよりも高い吸油量(ISO 787/5)を有することを特徴とする、請求項1から3までのいずれか1項記載の架橋可能なコンパウンド。
- 成分(B)を、シロキサン(A)100質量部に対して、1〜500質量部の量で使用することを特徴とする、請求項1から4までのいずれか1項記載の架橋可能なコンパウンド。
- 請求項1から5までのいずれか1項記載のコンパウンドの架橋により製造された成形体。
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DE200610026227 DE102006026227A1 (de) | 2006-06-06 | 2006-06-06 | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
DE102006026227.1 | 2006-06-06 |
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US (1) | US7745531B2 (ja) |
EP (1) | EP1865029B1 (ja) |
JP (1) | JP5021371B2 (ja) |
KR (1) | KR100900021B1 (ja) |
CN (1) | CN101085834B (ja) |
DE (2) | DE102006026227A1 (ja) |
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DE102009028142A1 (de) * | 2009-07-31 | 2011-02-03 | Wacker Chemie Ag | Bei Raumtemperatur durch Kondensation vernetzende Siliconmassen |
DE102012208864A1 (de) * | 2012-05-25 | 2013-11-28 | Wacker Chemie Ag | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
EP2851395A1 (de) * | 2013-09-20 | 2015-03-25 | Sika Technology AG | Kombination aus RTV-1 Silikonformulierung und Beschleuniger mit verbesserter Aushärtecharakteristik |
CN103936919B (zh) * | 2014-04-14 | 2016-02-03 | 中国石油大学(华东) | 一种具有良好机械性能的高吸油树脂的制备方法 |
WO2018076337A1 (en) * | 2016-10-31 | 2018-05-03 | Wacker Chemie Ag | One-part room-temperature curable compositions on basis of organosilicon compounds and titanium curing catalysts |
JP6911148B2 (ja) * | 2017-12-15 | 2021-07-28 | ワッカー ケミー アクチエンゲゼルシャフトWacker Chemie AG | オルガニルオキシ基を含んでなるオルガノポリシロキサンに基づく架橋性集団 |
US10883028B2 (en) | 2017-12-26 | 2021-01-05 | Nano And Advanced Materials Institute Limited | Room temperature curable polyoranopolysloxane silicone sealant composition, the silicone sealant and method for preparing thereof |
KR20210020933A (ko) * | 2018-05-24 | 2021-02-24 | 엔비디 나노테크놀로지즈 인코포레이티드 | 지문 돋보임 방지용 코팅 및 이의 제조 방법 |
KR102478350B1 (ko) | 2018-06-01 | 2022-12-15 | 와커 헤미 아게 | 오르가닐옥시기-함유 오르가노폴리실록산을 기초로 하는 가교성 화합물 |
DE102021207333A1 (de) | 2021-07-12 | 2023-01-12 | Wacker Chemie Ag | Verfahren zur Beschichtung von Oberflächen |
CN118019792A (zh) | 2021-10-26 | 2024-05-10 | 瓦克化学股份公司 | 基于含有机氧基的有机聚硅氧烷的可交联物质 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH416896A (de) * | 1960-12-29 | 1966-07-15 | Philips Nv | Verfahren zur Herstellung von zum Kitten von Glühlampen geeigneten Kitten |
DE1414664B2 (de) | 1960-12-29 | 1971-07-29 | N V Philips Gloeilampenfabneken, Eindhoven (Niederlande) | Thermohaertbarer kitt zum festkitten des sockels einer gluehlampe am lampenkolben |
DE1239850B (de) | 1964-10-14 | 1967-05-03 | Basf Ag | Verfahren zur Herstellung siliciumorganischer Bindemittel |
ATE25546T1 (de) | 1982-09-07 | 1987-03-15 | Greatbatch Enterprises Inc | Elektromagnetisches ventil mit geringer triebkraft. |
GB8904082D0 (en) * | 1989-02-22 | 1989-04-05 | Dow Corning Sa | Curable filled polysiloxane compositions |
FR2647798B1 (fr) | 1989-05-31 | 1991-09-13 | Rhone Poulenc Chimie | Dispersion aqueuse a base d'huiles silicones fonctionnalisees pouvant reticuler en un elastomere par elimination de l'eau |
US4959407A (en) | 1989-06-01 | 1990-09-25 | General Electric Company | RTV silicones having bis(ureido)silane chain extenders and aminoxy siloxane crosslinkers |
DE19507416C1 (de) | 1995-03-03 | 1996-09-19 | Bayer Ag | Kondensationsvernetzende Polysiloxanmassen, ein Verfahren zu deren Herstellung sowie deren Verwendung |
JP3413712B2 (ja) * | 1996-12-02 | 2003-06-09 | 信越化学工業株式会社 | ワーキングジョイント部用室温硬化性オルガノポリシロキサン組成物 |
US5948854A (en) * | 1997-09-25 | 1999-09-07 | Dow Corning S.A. | Alkoxy-functional RTV compositions with increased green strength and increased storage stability |
DE10121514A1 (de) | 2001-05-03 | 2002-11-14 | Wacker Chemie Gmbh | Unter Abspaltung von Alkoholen aus Alkoxysilylendgruppen zu Elastomeren vernetzbare Massen |
CA2453535A1 (en) * | 2001-07-27 | 2003-02-13 | Kaneka Corporation | Curable composition |
DE10240756A1 (de) * | 2002-08-30 | 2004-03-11 | Degussa Ag | Alkoxysiloxanhaltiges Trockenmittel für vernetzbare Polymermassen |
DE10349082A1 (de) * | 2003-10-22 | 2005-05-25 | Wacker-Chemie Gmbh | Wässrige Polymerdispersionen |
JP4885544B2 (ja) * | 2003-11-19 | 2012-02-29 | 株式会社カネカ | 硬化性樹脂組成物 |
DE10360469A1 (de) * | 2003-12-22 | 2005-07-14 | Wacker-Chemie Gmbh | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
US20050197436A1 (en) * | 2004-03-05 | 2005-09-08 | Saint-Gobain Performance Plastics Corporation | Flame resistant thermal interface material |
US20070208108A1 (en) * | 2004-04-01 | 2007-09-06 | Katsuyu Wakabayashi | Single-Component Curable Composition |
DE102004046180A1 (de) * | 2004-09-23 | 2006-03-30 | Wacker Chemie Ag | Stickstoff aufweisende Organopolysiloxane und deren Verwendung in vernetzbaren Massen |
JP2006096807A (ja) * | 2004-09-28 | 2006-04-13 | Sunstar Engineering Inc | 硬化性組成物 |
US7452937B2 (en) * | 2005-11-28 | 2008-11-18 | Henkel Corporation | Highly elongated single component, non-corrosive RTV silicone compositions |
JP4912746B2 (ja) * | 2006-05-24 | 2012-04-11 | 信越化学工業株式会社 | 室温硬化性オルガノポリシロキサン組成物 |
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US7745531B2 (en) | 2010-06-29 |
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US20070282060A1 (en) | 2007-12-06 |
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