CN1507468A - 从烷氧基硅烷基端基脱去醇类以形成弹性体的可交联组合物 - Google Patents
从烷氧基硅烷基端基脱去醇类以形成弹性体的可交联组合物 Download PDFInfo
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- CN1507468A CN1507468A CNA028093011A CN02809301A CN1507468A CN 1507468 A CN1507468 A CN 1507468A CN A028093011 A CNA028093011 A CN A028093011A CN 02809301 A CN02809301 A CN 02809301A CN 1507468 A CN1507468 A CN 1507468A
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- 150000001298 alcohols Chemical class 0.000 title claims abstract description 16
- 229920001971 elastomer Polymers 0.000 title abstract description 7
- 239000000806 elastomer Substances 0.000 title abstract description 6
- 125000005370 alkoxysilyl group Chemical group 0.000 title abstract 2
- 238000003776 cleavage reaction Methods 0.000 title abstract 2
- 230000007017 scission Effects 0.000 title abstract 2
- 239000012974 tin catalyst Substances 0.000 claims abstract description 19
- 150000003606 tin compounds Chemical class 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052718 tin Inorganic materials 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 79
- 239000000126 substance Substances 0.000 claims description 32
- -1 phosphorus compound Chemical class 0.000 claims description 25
- 101100301546 Arabidopsis thaliana REM19 gene Proteins 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 229920001296 polysiloxane Polymers 0.000 claims description 17
- 238000003860 storage Methods 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 229910052698 phosphorus Inorganic materials 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 239000011574 phosphorus Substances 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 4
- 229920002396 Polyurea Polymers 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 2
- 229910004856 P—O—P Inorganic materials 0.000 claims description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
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- 239000004814 polyurethane Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 6
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical group [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 1
- 150000003018 phosphorus compounds Chemical class 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 17
- 239000000945 filler Substances 0.000 description 14
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 10
- 239000004205 dimethyl polysiloxane Substances 0.000 description 9
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- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 210000000981 epithelium Anatomy 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 3
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- 229910000077 silane Inorganic materials 0.000 description 3
- MUCRPQTWSDXOKV-UHFFFAOYSA-N 1-[2-(2-hydroxyethoxy)ethoxy]tetradecan-2-ol Chemical compound CCCCCCCCCCCCC(O)COCCOCCO MUCRPQTWSDXOKV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
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- 208000034189 Sclerosis Diseases 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 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
- 230000000052 comparative effect Effects 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000413 hydrolysate Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 125000005375 organosiloxane group Chemical group 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
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- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 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
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 208000035220 Dyserythropoietic Congenital Anemia Diseases 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 229910004283 SiO 4 Inorganic materials 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- OYGQPOAFJKEAFN-UHFFFAOYSA-N [O].C1CCOCC1 Chemical compound [O].C1CCOCC1 OYGQPOAFJKEAFN-UHFFFAOYSA-N 0.000 description 1
- JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical class CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000005081 alkoxyalkoxyalkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
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- 238000005260 corrosion Methods 0.000 description 1
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- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 1
- NGDPCAMPVQYGCW-UHFFFAOYSA-N dibenzothiophene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3C2=C1 NGDPCAMPVQYGCW-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
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- 229930195733 hydrocarbon Natural products 0.000 description 1
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- GTTBQSNGUYHPNK-UHFFFAOYSA-N hydroxymethylphosphonic acid Chemical class OCP(O)(O)=O GTTBQSNGUYHPNK-UHFFFAOYSA-N 0.000 description 1
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- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000004713 phosphodiesters Chemical class 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- BWSRIVKMFCKTEC-UHFFFAOYSA-N piperidin-1-ylphosphane Chemical class PN1CCCCC1 BWSRIVKMFCKTEC-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
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- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 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
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/12—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing tin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
- B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
- B01J31/1675—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins the linkage being to an organometallic polymer covered by groups B01J31/123 - B01J31/127, e.g. polyhydrosiloxanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
-
- 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
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
-
- 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
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
- C08K5/58—Organo-tin compounds containing sulfur
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of zinc, cadmium or mercury
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/42—Tin
-
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Abstract
本发明涉及若干可交联组合物,其可通过从烷氧基硅烷基端基脱去醇类以形成弹性体,并且所述组合物包含锡催化剂。其中所述催化剂是一种配位数为5或6的锡化合物(T),其中在锡原子与具有P=O基的磷化物的P=O之间有配位键。所述锡化合物(T)可通过使化学通式(I)或(III)所表示的具有P=O基的磷化合物,与化学通式(IV)-(VII)所表示的有机锡化合物中的一种的反应来获得,其中,所述化学通式(I)为O=PR1 m(OR2)n(OH)3-m-n(I),所述化学通式(III)为O=PR7 o(NR8 2)p(OR9)3-o-p(III),所述化学通式(IV)为R10 4-rSnXr(IV),所述化学通式(V)为R10 2SnY(V),所述化学通式(VI)为R10 3SnY1/2(VI),所述化学通式(VII)为R10SnY3/2(VII),其中,R1、R2、R7、R8、R9、R10、X、Y、m、n、o、p和r的定义在权利要求1中给出。
Description
技术领域
本发明涉及若干从烷氧基硅烷基端基脱去醇类以形成弹性体的可交联组合物,其包括一种锡催化剂(T),其中所含催化剂包括一配位数为5或6的锡化合物(T)。
自烷氧基硅烷基端基脱去醇类以形成弹性体的可交联组合物,例如脱去醇类以形成弹性体的可交联单组分有机聚硅氧烷组合物(RTV1烷氧基组合物),实施交联加工时需要若干催化剂。
在RTV1及RTV2聚硅氧橡胶中使用二烷基锡(IV)化合物作为缩合催化剂是众所周知的。但在RTV1烷氧基组合物中所述锡化合物的缺点是:借助微量的醇所述锡化合物同样地催化一种不希望的硅氧烷链解离反应(平衡作用)。所述微量醇是在混合处理过程中,经由原料所夹带的水分使用作交联剂的烷氧基硅烷的水解而产生的。所述平衡作用在聚硅氧烷链上产生若干单烷氧基端基,且这些单烷氧基端基无法再进行交联。结果,妨碍了组合物的充分交联,因此该材料的正确使用并不能形成硫化橡胶,或至少是使形成的硫化橡胶力学稳定性欠佳。所述平衡作用大幅地降低了所述RTV1烷氧基组合物的储存稳定性,所述储存稳定性指不对RTV1烷氧基组合物的性能带来可辨识的损失的可储存时间。
在脱去醇类以形成弹性体的其它可交联系统(例如具有烷氧基硅烷基端基的聚醚类)中亦发现类似问题。另外,用作缩合反应催化剂的二烷基锡(IV)化合物还带来储存稳定性问题,经由特别繁复的制备程序(例如在真空中将聚合物/填料混合物烘烤数小时)方可抑制所述储存稳定性问题。
为了改进RTV1烷氧基组合物的储存稳定性曾研发若干不同的方法。作为第一个例子,欧洲专利EP-A-69256曾试图通过添加可与醇发生不可逆反应的化合物来脱去微量的醇。这些化合物被称作去除剂。
另外,也有人曾试图制备不含去除剂的混合物。美国专利US-A-5,674,936中曾述及钛催化剂或锆催化剂特别适于作此用途。但这些催化剂的决定性缺点是它们极易变黄或本身呈黄色。如此则无法制得透明、无色的RTV1混合物。但,由于所述混合物的用途特别广泛,所以其需求很大。
使用由磷酸二酯类制得的具有Sn-O-P键的化合物也为已知,例如在美国专利US-A-3,525,778中所公开的。
然而,当文献中报道的这些锡催化剂用在聚硅氧烷组合物内时,它们会引发上述的聚合物降解反应。例如,由RTV1产品可交联性损失或阻滞可看出此种现象。
美国专利US-A-6,162,756中曾述及:使用由磷酸单酯与有机锡化合物反应所得的具有Sn-O-P键的催化剂可获得进一步改善。然而,已发现:所用磷化合物的酸值极高(由于该发明限制在使用磷酸单酯类,所述磷酸单酯类的使用量必须与锡化合物等摩尔或超过锡化合物的用量)从而导致储存稳定性问题及粘着问题,当粘着键在水中老化时,所述问题特别明显。
本发明的目的是为具备良好的储存稳定性、不需去除剂且可通过从烷氧基硅烷基端基脱去醇类来形成弹性体的可交联组合物提供催化剂。
本发明提供若干可交联组合物,其可通过从烷氧基硅烷基端基脱去醇类以形成弹性体,并且所述组合物包含一种锡催化剂(T),其中所述催化剂是一种配位数为5或6的锡化合物(T),其中在锡原子与具有P=O基的磷化物的P=O之间有配位键,所述锡化合物(T)可通过使化学通式(I)和(III)所表示的具有P=O基的磷化合物以及具有1个或多个P-O-P键的化学通式(I)-(III)所表示的化合物的缩合物或水解物中的一种,与化学通式(IV)、(V)、(VI)和(VII)所表示的有机锡化合物中的一种的反应来获得,
其中,所述化学通式(I)为
O=PR1 m(OR2)n(OH)3-m-n (I)
其中
若m的值是0,n的值是2或3,
若m的值是1、2或3,n的值是0、1或2,
m+n的值是1、2或3,
R1和R2是C1-C30的烃基,或具有化学通式(II)的基,其中所述C1-C30的烃基可被羟基、卤素或氰基取代,
[(CR3 2)b-O]c(CR4 2)d-L-M (II),
其中R3和R4是氢基、甲基或羟基,
b和d的值为2或3,
c是1-15的整数,
L是一选自-O-、-COO-、-OOC-、-CONR5-、-NR6CO-和-CO-的基,
R5和R6是氢基或C1-C10的烷基,和
M是一单价C1-C20的烃基,其为未经取代或被羟基、氟基、氯基、溴基、C1-C10的烷氧基烷基、或氰基取代,条件是每个碳原子上仅有一个R3或R4基可以是羟基,
所述化学通式(III)为
O=PR7 o(NR8 2)p(OR9)3-o-p (III),
其中
R7的定义与R1相同,
R8的定义与R1相同,其中也可能两个R8相互键合,
R9的定义与R1相同或是氢,
o是0、1或2,
p是1、2或3,和
o+p是1、2或3,
所述化学通式(IV)为
R10 4-rSnXr (IV),
所述化学通式(V)为
R10 2SnY (V),
所述化学通式(VI)为
R10 3SnY1/2 (VI),
所述化学通式(VII)为
R10SnY3/2 (VII),
其中
R10是C1-C30的烃基,所述烃基上可有卤基或氰基取代基,
X是卤素、-OH、-OR10、-SR10、-OOCR10、-NR10 2、-NHR10、-OSiR10 3或-OSi(OR10)3,
Y是O或S,和
r是1、2或3。
所述可交联以形成弹性体的组合物具有优良的储存稳定性。
在所述锡化合物(T)中,锡原子与具有P=O基的磷化合物之间存在配位键。磷化合物与锡原子间可以存在的共价键,但并非必需。结果,锡化合物(T)仍可催化烷氧基硅烷基端基的缩合反应。
而与此同时所述组合物内的醇未经充分活化,从而不会参与可降低储存稳定性的干扰反应。
所用具有化学通式(I)的磷化合物例如是:磷酸三丁基酯、磷酸三(丁氧基乙基)酯、磷酸三(月桂基三乙二醇)酯、磷酸二(月桂基三乙二醇)酯、氧化三苯基膦、双(芳基或烷基)羟基甲基膦酸或苯基膦酸。
其中优选正磷酸的三酯。
举例来说,所用具有化学通式(III)的磷化合物的实例是:六甲基磷酸胺或氧化三哌啶基膦。
具有化学通式(IV)-(VII)的有机锡化合物的实例是:二乙酸二丁基锡(DBTA)、二月桂酸二丁基锡(DBTL)或二乙酸二丁基锡(DBTA)、二月桂酸二丁基锡(DBTL)和/或二辛酸二丁基锡(DBTO)与烷氧基硅烷的反应产物,而且还可以仅在所述材料加入可交联生成弹性体的组合物内时才开始所述材料的转化。
在添加入可交联以生成弹性体的组合物之前,或仅在添加于该组合物之后,锡催化剂(T)可由所用磷化合物(选自具有化学通式(I)至(III)的化合物)与一有机锡化合物(选自具有化学通式(IV)至(VII)的化合物)反应而制得。
所述可交联以形成弹性体的组合物是任何预期的组合物(所述组合物可交联,且自烷氧基硅烷基端基脱去醇类以形成弹性体)。所述组合物的实例是:以具有烷氧基硅烷基端基的化合物为主要成分的组合物,这样的化合物例如:有机聚硅氧烷、聚醚、聚酯、聚氨酯、聚脲,以及有机聚硅氧烷、聚醚、聚酯、聚氨酯和聚脲的共聚物。其中优选可通过脱去醇类交联以形成弹性体的有机聚硅氧烷组合物,尤以优选单组分有机聚硅氧烷组合物(RTV1烷氧基组合物)。
使用锡催化剂(T)可改善可通过脱去醇类交联以形成弹性体的单组分有机聚硅氧烷组合物(RTV1烷氧基组合物)对不同基质的粘着作用。
RTV1烷氧基组合物优选包括带有烷氧基终端的有机聚硅氧烷(A),尤其优选包含具有化学通式(VIII)的直线型二有机硅氧烷类。
R11 f(R12O)3-fSi-(O-SiR2)g-O-SiR11 f(OR12)3-f (VIII)
其中
每个R、R11及R12是一未经取代的单价C1-C8烃基或被氟基、氯基、溴基、C1-C4烷氧基烷基、或氰基取代的单价C1-C8烃基,
f是0或1,和
g的值对应于有机聚硅氧烷(A)的粘度为0.05至1000帕斯卡·秒。
优选R、R11及R12基为未经取代的C1-C4烷基,尤其优选甲基。
优选有机聚硅氧烷(A)的粘度为100至70,000毫帕斯卡·秒,尤其优选其粘度为20,000至350,000毫帕斯卡·秒(均在23℃温度下测定)。
优选所述RTV1烷氧基组合物所含有机聚硅氧烷(A)的量至少为35重量%,更优选为至少45重量%,优选其含量至多为80重量%,尤其优选至多70重量%。
所述RTV1烷氧基组合物优选包括烷氧基硅烷(B),所述烷氧基硅烷(B)优选具有化学通式(IX)
R13 μSi(OR14)4-μ, (IX),
其中
R13及R14是未经取代的单价C1-C13烃基或经氟基、氯基、溴基、C1-C4烷氧基烷氧基烷基、或氰基取代、单价C1-C13烃基,和
μ是0或1。
尤其由2至4个烷氧基硅烷的水解及缩合所产生的烷氧基硅烷部分水解产物(B)亦可出现。
部分水解产物(B)的实例是:六甲氧基二硅氧烷及六乙氧基二硅氧烷。
R13优选为未经取代的C1-C6烃基,尤其优选甲基、乙基及丙基。
R14优选为未经取代的C1-C6烃基,尤其优选甲基、乙基、乙烯基和丙基。
所述RTV1烷氧基组合物所含锡催化剂(T)的量优选至少为0.01重量%,尤其优选至少为0.1%重量,并优选至多为3重量%,尤其优选至多为1重量%。
除上述诸成分外,所述RTV1烷氧基组合物可包括其它习知的成分,例如:交联剂、填料、颜料、可溶性染料、香料、增塑剂、杀菌剂、类似树脂的有机聚硅氧烷(包含由(CH3)3SiO1/2单元及SiO4/2单元组成的有机聚硅氧烷),纯有机树脂,例如:丙烯腈、苯乙烯、氯乙烯或丙烯的均聚合物或共聚物(所述纯有机树脂(尤其苯乙烯及丙烯酸正丁基酯的共聚物)可在每个终端单元内具有硅羟基的二有机聚硅氧烷存在的情况下,经由所述单体的自由基聚合而制得)、腐蚀抑制剂、氧化抑制剂、热稳定剂、溶剂、影响电性质的组分(例如:导电黑)、阻燃剂、耐光剂、及皮膜形成时间延长剂(例如:具有Si-C-巯基烷基的硅烷)或其它制泡剂(cell former)(例如:偶氮二甲酰胺)。亦可添加偶合剂。
所述RTV1烷氧基组合物优选包括填料。填料的实例是:非增强性填料,亦即BET比表面积高达50平方米/克的填料,如:具有羧酸涂层的白恶、石英、硅藻土、硅酸钙、硅酸锆、沸石,金属氧化物粉末(如,氧化铝、钛氧化物、铁氧化物、或锌氧化物、或所述金属的混合氧化物)、硫酸钡、碳酸钙、石膏、氮化硅、碳化硅、氮化硼、玻璃粉末、塑胶粉末(例如,聚丙烯腈粉末);增强性填料,亦即BET比表面积超过50平方米/克的填料,例如:热解型硅石(fumed silica)、沉积型硅石、碳黑(如,炉黑及乙炔黑),以及BET比表面积大的硅/铝混合氧化物;纤维型填料,如石棉和合成纤维。
可以对所述填料进行疏水化处理,例如使用有机硅烷或有机硅氧烷或利用硬脂酸进行处理,或经由羟基的酯化形成烷氧基。可以使用一种填料或至少两种填料的混合物。
若用增强性硅石作为唯一的填料,可制得透明的RTV1烷氧基组合物。
所述RTV1烷氧基组合物所含填料的量优选为至少2重量%,尤其优选至少为5重量%,并优选至多为40重量%,尤其优选至多为15重量%。
可用的增塑剂实例是:烷基芳烃或由三甲基硅氧烷基终端保护的二甲基聚硅氧烷,且在室温下呈液体。
优选将氮基烷基-官能硅烷类用作偶合剂。所述偶合剂促进锡催化剂(T)的形成。优选具有化学通式(X)的硅烷类化合物
A-CH2)3-Si(RO15)3 (X),
其中
A是NH2、NH-CH2CH2NH2、NHR、和氧丙环氧基,和
R15的定义与R相同。
尤其优选以γ-氨基丙基三乙氧基硅烷作为偶合剂。
所述RTV1烷氧基组合物优选含有0.5至5重量%的偶合剂,尤其优选其含量至多为3重量%。
本发明还提供一种改善所述交联组合物(其可通过从烷氧基硅烷基端基脱去醇类交联以形成弹性体)的储存稳定性的方法,其中在所述组合物中添加一种锡催化剂(T)。
所述包括锡催化剂(T)的组合物具有很强的适应性,例如用作接缝(包含垂直接缝和间隙宽度为10至40毫米的类似空穴,例如:在建筑物、车辆、船舶、飞机中的缝隙)的密封组合物、或用作粘着剂或油腻子(例如用于门窗建造和用于保护涂料或弹性成型体的制造)、以及电机或电子器具的绝缘材料。
在化学通式(I)至(X)中,所有A、L、M、X、Y、R、R1至R15的基,以及参数b、c、d、f、g、m、n、o、p、r及μ均是各自独立不相干涉,且可相同或不同。
在所有化学通式中,锡原子、硅原子是四价,而磷原子是五价。
在本发明中,“有机聚硅氧烷”一词包含二聚型、低聚型及高聚型硅氧烷类。
在下述实施例中,除另有说明外,所有百分比、份数均是基于重量比。所有粘度均在温度25℃下测得。除另有说明外,下列诸实施例的实施是在环境大气压力下(亦即约10万帕斯卡)及室温下(亦即约20℃)或无需另外加热或冷却,在室温下将反应物放置在一起所产生的温度下。
储存稳定性是依据用来形成弹性体的所述RTV1烷氧基组合物(“混合物”)的硬化(vulcanization)作用随储存时间的变化而测定的。分别在50℃和100℃下存储来加速所述“混合物”的老化。
实施例
实施例1:
用1.5克磷酸三丁基酯将1.0克二乙酸二丁基锡与2.0克四乙氧基硅烷的反应生成物加以处理,并用核磁共振光谱仪对所得混合物加以分析。在119Sn核磁共振光谱中,观察到信号明显地向高场移动,且可归因于络合物的形成,但31P核磁共振光谱则显示P-O-C键并未解离(cleaved)。
实施例2:
在一个可在真空中操作的行星齿轮混合器内,在无水的情况下,将55.4重量份的具有-OSi(OCH3)2(CH3)端基且粘度为80,000毫帕斯卡·秒的聚二甲基硅氧烷与31.2重量份的具有-OSi(CH3)3端基且粘度为100毫帕斯卡·秒的聚二甲基硅氧烷和4.0重量份的甲基三甲氧基硅烷加以混合。随后掺以8.0重量份的热解型硅石,并最后加入0.8重量份的实施例1所制混合物。在真空中加以均化之后,将该“混合物”取出并置入防潮密封包内。所得结果如表1所示。
实施例3-5:
在一个可在真空中操作的行星齿轮混合器内,在无水的情况下,将55.4重量份的具有-OSi(OCH3)2(CH3)端基且粘度为80,000毫帕斯卡·秒的聚二甲基硅氧烷、31.2重量份的具有-OSi(CH3)3端基且粘度为100毫帕斯卡·秒的聚二甲基硅氧烷、4.0重量份甲基三甲氧基硅烷和1.0重量份磷酸酯加以混合。随后掺入8.0重量份的热解型硅石,最后加入0.4重量份的锡催化剂(由4份四乙氧基硅烷与2.2份二乙酸二丁基锡制得的反应产物)。在真空中加以均化之后,将所述“混合物”取出并置入防潮密封包内。所用磷酸酯和所得结果如表1所示。
比较例6(非本发明):
步骤与实施例2至5者相同,所不同的是不添加磷酸酯。所得结果如表1所示。
表1
通过添加磷酸酯对所述“混合物”进行硬化,若不添加磷酸酯则无法制得橡胶。所述实施例显示出对不希望的平衡过程的抑制。
表1
*)Akzo Nobel化学公司出品的磷酸三酯
P=O化合物 | 硬化在100℃温度下1天之后 | 硬化在50℃温度下2周之后 | |
实施例2 | 实施例1的产品 | 优良 | 优良 |
实施例3 | Wacker稳定剂S45(聚乙二醇醚磷酸酯) | 优良 | 优良 |
实施例4 | Fyrol FR-2*) | 优良 | 优良 |
实施例5 | 氧化三六氢吡啶基膦 | 优良 | 优良 |
实施例6 | --- | 无 | 无 |
实施例7:
在一个可在真空中操作的行星齿轮混合器内,在无水的情况下,将55.4重量份的具有-OSi(OCH3)2(CH3)端基且粘度为80,000毫帕斯卡·秒的聚二甲基硅氧烷、31.2重量份的具有-OSi(CH3)3端基且粘度为100毫帕斯卡·秒的聚二甲基硅氧烷和4.0重量份甲基三甲氧基硅烷加以混合。随后掺入8.0重量份的热解型硅石,最后加入0.8重量份的实施例1所制的混合物。在真空中加以均化之后,将所述“混合物”取出并置入防潮密封包内。所得皮膜(表皮)形成时间(ST)如表2所示。
实施例8-9:
在一个可在真空中操作的行星齿轮混合器内,在无水的情况下,将55.4重量份的具有-OSi(OCH3)2(CH3)端基且粘度为80,000毫帕斯卡·秒的聚二甲基硅氧烷、30.5重量份的具有-OSi(CH3)3端基(粘度为100毫帕斯卡·秒)、4.0重量份的甲基三甲氧基硅烷、1.8重量份的含有3-氨基丙基的聚二甲基硅氧烷和1.0重量份的磷酸酯加以混合。随后掺入7.9重量份的热解型硅石,最后加入0.4重量份的锡催化剂(由4份四乙氧基硅烷与2.2份二乙酸二丁基锡制得的反应产物)。在真空中加以均化之后,将所述“混合物”取出并置入防潮密封包内。所用磷酸酯和皮膜形成时间(ST)如表2所示。
比较例10(非本发明者):
步骤与实施例7-9相同,所不同的是不添加磷酸酯。所得结果如表2所示。
表2
*)Akzo Nobel化学公司出品的磷酸三酯
磷酸酯 | 皮膜形成时间室温下1天后(分钟) | 硬化室温1天后(分钟) | 皮膜形成时间50℃下1周后(分钟) | 硬化50℃1周后(分钟) | |
实施例7 | 实施例1的产品 | 20 | 优良 | 20 | 优良 |
实施例8 | Wacker稳定剂S45(聚乙二醇醚磷酸酯) | 15 | 优良 | 15 | 优良 |
实施例9 | Fyrol FR-2*) | 25 | 优良 | 30 | 优良 |
实施例10 | --- | 30 | 优良 | >180 | 无 |
Claims (6)
1、[空缺]脱去[空缺],其包括一种锡催化剂T[空缺],
本发明提供若干可交联组合物,其可通过从烷氧基硅烷基端基脱去醇类以形成弹性体,并且所述组合物包含一种锡催化剂T,其中所述催化剂是一种配位数为5或6的锡化合物T,其中在锡原子与具有P=O基的磷化物的P=O之间有配位键,所述锡化合物T可通过使化学通式(I)和(III)所表示的具有P=O基的磷化合物以及具有1个或多个P-O-P键的化学通式(I)-(III)所表示的化合物的缩合物或水解物中的一种,与化学通式(IV)、(V)、(VI)和(VII)所表示的有机锡化合物中的一种的反应来获得,
其中,所述化学通式(I)为
O=PR1 m(OR2)n(OH)3-m-n (I)
其中
若m的值是0,n的值是2或3,
若m的值是1、2或3,n的值是0、1或2,
m+n的值是1、2或3,
R1和R2是C1-C30的烃基,或具有化学通式(II)的基,其中所述C1-C30的烃基可被羟基、卤素或氰基取代,
[(CR3 2)b-O]c(CR4 2)d-L-M (II),
其中R3和R4是氢基、甲基或羟基,
b和d的值为2或3,
c是1-15的整数,
L是一选自-O-、-COO-、-OOC-、-CONR5-、-NR6CO-和-CO-的基,
R5和R6是氢基或C1-C10的烷基,和
M是一单价C2-C20的烃基,其为未经取代或被羟基、氟基、氯基、溴基、C1-C10的烷氧基烷基、或氰基取代,条件是每个碳原子上仅有一个R3或R4基可以是羟基,
所述化学通式(III)为
O=PR7 o(NR8 2)p(OR9)3-o-p (III),
其中
R7的定义与R1相同,
R8的定义与R1相同,其中也可能两个R8相互键合,
R9的定义与R1相同或是氢,
o是0、1或2,
p是1、2或3,和
o+p是1、2或3,
所述化学通式(IV)为
R10 4-rSnXr (IV),
所述化学通式(V)为
R10 2SnY (V),
所述化学通式(VI)为
R10 3SnY1/2 (VI),
所述化学通式(VII)为
R10SnY3/2 (VII),
其中
R10是C1-C30的烃基,所述烃基上可有卤基或氰基取代基,
X是卤素、-OH、-OR10、-SR10、-OOCR10、-NR10 2、-NHR10、-OSiR10 3或-OSi(OR10)3,
Y是O或S,和
r是1、2或3。
2、如权利要求1的包括一种锡催化剂T的组合物,该组合物是一种以具有烷氧基硅烷基端基的化合物为主要成分的组合物,所述化合物可以是:有机聚硅氧烷类、聚醚类、聚酯类、聚氨酯、聚脲类,以及有机聚硅氧烷类、聚醚类、聚酯类、聚氨酯类及聚脲的共聚物。
3、如权利要求1或2的包括一种锡催化剂T的组合物,该组合物是一种可通过脱去醇类而交联以形成弹性体的单组分有机聚硅氧烷组合物,即RTV1烷氧基组合物。
4、如权利要求3的包括一种锡催化剂T的RTV1烷氧基组合物,该组合物包括0.01-3重量%的锡催化剂T。
5、如权利要求1-4任一的包括一种锡催化剂T的RTV1烷氧基组合物,该组合物包括作为偶合剂的氨烷基官能化硅烷类。
6、一种用以提升可通过从烷氧基硅烷基端基脱去醇类以形成弹性体的可交联组合物的储存稳定性的方法,其中在所述组合物内添加如权利要求1所述的锡催化剂T。
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EP (1) | EP1397428B1 (zh) |
JP (2) | JP2004525248A (zh) |
KR (1) | KR100541629B1 (zh) |
CN (1) | CN1237104C (zh) |
DE (2) | DE10121514A1 (zh) |
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CN101225232B (zh) * | 2007-01-16 | 2011-08-10 | 瓦克化学股份公司 | 用于制造基于有机聚硅氧烷的可交联组合物的方法 |
CN104292797A (zh) * | 2013-07-16 | 2015-01-21 | 施敏打硬株式会社 | 固化性组合物 |
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DE10121514A1 (de) * | 2001-05-03 | 2002-11-14 | Wacker Chemie Gmbh | Unter Abspaltung von Alkoholen aus Alkoxysilylendgruppen zu Elastomeren vernetzbare Massen |
DE10259613A1 (de) | 2002-12-19 | 2004-07-08 | Wacker-Chemie Gmbh | Organopolysiloxanzusammensetzungen und deren Einsatz in bei Raumtemperatur vernetzbaren niedermoduligen Massen |
DE102006026227A1 (de) | 2006-06-06 | 2007-12-13 | Wacker Chemie Ag | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
DE102007009286A1 (de) | 2007-02-26 | 2008-08-28 | Wacker Chemie Ag | Verfahren zur Herstellung von Organyloxygruppen aufweisenden Organosiliciumverbindungen |
DE102007034711A1 (de) | 2007-07-25 | 2009-01-29 | Wacker Chemie Ag | Verfahren zur Herstellung von Organyloxygruppen aufweisenden Organosiliciumverbindungen |
DE102009000556A1 (de) | 2009-02-02 | 2010-08-05 | Wacker Chemie Ag | Alkoxyvernetzende Kautschukmischungen mit Niob- oder Tantal-Kondensationskatalysatoren |
DE102009003044A1 (de) | 2009-05-12 | 2010-11-18 | Wacker Chemie Ag | Verfahren zur Dosierung von Massen auf der Basis von Organopolysiloxanen |
EP2872560A1 (en) * | 2012-08-24 | 2015-05-20 | Dow Global Technologies LLC | Tetramethylstannoxy compounds |
CN107743510A (zh) * | 2015-06-15 | 2018-02-27 | 巴斯夫涂料有限公司 | 涂覆轮辋的方法及以此得到的防污和防制动粉尘的涂层 |
EP4251691A1 (de) | 2021-02-26 | 2023-10-04 | Wacker Chemie AG | Phosphorverbindung enthaltende mischungen und deren verwendung |
WO2023099015A1 (de) | 2021-12-03 | 2023-06-08 | Wacker Chemie Ag | Verfahren zur herstellung von organyloxygruppen aufweisenden organosiliciumverbindungen |
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BE756113A (fr) * | 1968-02-27 | 1971-03-15 | Stauffer Wacker Silicone Corp | Organophosphatostannanes et leur application comme catalyseurs pour le durcissement d'organopolysiloxanes. |
GB1348402A (en) * | 1970-06-09 | 1974-03-20 | Japanese Geon Co Ltd | Process for the polymerisation of alkylene oxtide and catalyst therefor |
DE2524000A1 (de) * | 1975-05-30 | 1976-12-16 | Wacker Chemie Gmbh | Silicium-zinn-verbindungen, verfahren zu ihrer herstellung und ihre verwendung zum herstellen von organopolysiloxanelastomeren |
US4395526A (en) | 1981-06-26 | 1983-07-26 | General Electric Company | One package, stable, moisture curable, polyalkoxy-terminated organopolysiloxane compositions and method for making |
US5099051A (en) * | 1991-08-16 | 1992-03-24 | Dow Corning Corporation | Siloxanyl-phosphate mixture and its use in stabilizing metal silanolates in siloxane polymers |
DE19533963C1 (de) * | 1995-09-13 | 1997-04-03 | Bayer Ag | Phosphorhaltige Organo-Zinn-Katalysatoren, ein Verfahren zu deren Herstellung und deren Verwendung |
DE19549425A1 (de) * | 1995-09-13 | 1997-03-20 | Bayer Ag | Vernetzbare Raumtemperatur-vulkanisierende Massen |
US5674936A (en) | 1996-05-10 | 1997-10-07 | General Electric Company | Non-corrosive translucent RTV compositions having good rheology |
DE19733168A1 (de) * | 1997-07-31 | 1999-02-04 | Wacker Chemie Gmbh | Unter Abspaltung von Alkoholen zu Elastomeren vernetzbare Organopolysiloxanmassen |
DE19822679A1 (de) * | 1998-05-20 | 1999-11-25 | Ge Bayer Silicones Gmbh & Co | Verfahren zur Herstellung von Poly(diorganosiloxanen) mit Diorganyloxyorganylsilyl- oder Triorganylsilyl-Endgruppen, vernetzbare Mischungen, enthaltend Poly(diorganosiloxane)mit Diorganyloxyorganylsilyl- oder Triorganyloxysilyl-Endgruppen und deren Verwendung |
DE19912223A1 (de) * | 1999-03-18 | 2000-09-28 | Wacker Chemie Gmbh | Lagerstabile, unter Abspaltung von Alkoholen zu Elastomeren vernetzbare Organopolysiloxanmassen |
DE10121514A1 (de) * | 2001-05-03 | 2002-11-14 | Wacker Chemie Gmbh | Unter Abspaltung von Alkoholen aus Alkoxysilylendgruppen zu Elastomeren vernetzbare Massen |
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Cited By (3)
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CN101225232B (zh) * | 2007-01-16 | 2011-08-10 | 瓦克化学股份公司 | 用于制造基于有机聚硅氧烷的可交联组合物的方法 |
CN104292797A (zh) * | 2013-07-16 | 2015-01-21 | 施敏打硬株式会社 | 固化性组合物 |
CN104292797B (zh) * | 2013-07-16 | 2017-07-21 | 施敏打硬株式会社 | 固化性组合物 |
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WO2002090431A1 (de) | 2002-11-14 |
JP5080129B2 (ja) | 2012-11-21 |
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US6951912B2 (en) | 2005-10-04 |
US20040082462A1 (en) | 2004-04-29 |
EP1397428A1 (de) | 2004-03-17 |
DE10121514A1 (de) | 2002-11-14 |
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EP1397428B1 (de) | 2004-08-11 |
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