CA1284544C - Preparation de caoutchoucs de silicone rtv a grande resistance, s'applicant rapidement - Google Patents

Preparation de caoutchoucs de silicone rtv a grande resistance, s'applicant rapidement

Info

Publication number: CA1284544C
Authority: CA; Canada
Prior art keywords: och3; catalyst; acids; parts; acid
Prior art date: 1986-08-22
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA000543501A

Other languages

English (en)

Inventor

John J. Dziark

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

General Electric Co

Original Assignee

General Electric Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-08-22

Filing date

1987-07-31

Publication date

1991-05-28

1987-07-31 Application filed by General Electric Co filed Critical General Electric Co

1991-05-28 Application granted granted Critical

1991-05-28 Publication of CA1284544C publication Critical patent/CA1284544C/fr

2008-05-28 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920001971 elastomer Polymers 0.000 title claims abstract description 26
239000005060 rubber Substances 0.000 title claims abstract description 25
229920001296 polysiloxane Polymers 0.000 title abstract description 10
238000002360 preparation method Methods 0.000 title abstract description 3
-1 alkoxy silane Chemical compound 0.000 claims abstract description 59
239000000203 mixture Substances 0.000 claims abstract description 34
239000003054 catalyst Substances 0.000 claims abstract description 27
SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims abstract description 27
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 26
239000010936 titanium Substances 0.000 claims abstract description 26
229910052719 titanium Inorganic materials 0.000 claims abstract description 26
239000003795 chemical substances by application Substances 0.000 claims abstract description 15
238000009833 condensation Methods 0.000 claims abstract description 15
230000005494 condensation Effects 0.000 claims abstract description 15
229910000077 silane Inorganic materials 0.000 claims abstract description 10
239000000945 filler Substances 0.000 claims description 33
238000000034 method Methods 0.000 claims description 22
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
239000002253 acid Substances 0.000 claims description 14
125000003545 alkoxy group Chemical group 0.000 claims description 11
239000003426 co-catalyst Substances 0.000 claims description 10
239000002841 Lewis acid Substances 0.000 claims description 9
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 9
150000007517 lewis acids Chemical class 0.000 claims description 9
150000007513 acids Chemical class 0.000 claims description 8
150000001412 amines Chemical class 0.000 claims description 8
BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 8
239000007848 Bronsted acid Substances 0.000 claims description 7
125000004093 cyano group Chemical group *C#N 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
239000000377 silicon dioxide Substances 0.000 claims description 5
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 claims description 4
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims description 4
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
239000012530 fluid Substances 0.000 claims description 4
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
150000007524 organic acids Chemical class 0.000 claims description 4
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
235000005985 organic acids Nutrition 0.000 claims description 3
125000005372 silanol group Chemical group 0.000 claims description 3
BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 claims description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
235000021314 Palmitic acid Nutrition 0.000 claims description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
235000011054 acetic acid Nutrition 0.000 claims description 2
235000019253 formic acid Nutrition 0.000 claims description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
239000011976 maleic acid Substances 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
DILRJUIACXKSQE-UHFFFAOYSA-N n',n'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 claims description 2
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
235000019260 propionic acid Nutrition 0.000 claims description 2
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 claims description 2
LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 claims description 2
125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 1
238000002156 mixing Methods 0.000 description 11
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
239000000463 material Substances 0.000 description 8
230000000052 comparative effect Effects 0.000 description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
229910021485 fumed silica Inorganic materials 0.000 description 4
FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
NOGBEXBVDOCGDB-NRFIWDAESA-L (z)-4-ethoxy-4-oxobut-2-en-2-olate;propan-2-olate;titanium(4+) Chemical compound [Ti+4].CC(C)[O-].CC(C)[O-].CCOC(=O)\C=C(\C)[O-].CCOC(=O)\C=C(\C)[O-] NOGBEXBVDOCGDB-NRFIWDAESA-L 0.000 description 3
239000000654 additive Substances 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
239000000049 pigment Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000002535 acidifier Substances 0.000 description 2
235000013405 beer Nutrition 0.000 description 2
125000000392 cycloalkenyl group Chemical group 0.000 description 2
XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 2
229940093858 ethyl acetoacetate Drugs 0.000 description 2
239000002245 particle Substances 0.000 description 2
KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
239000004014 plasticizer Substances 0.000 description 2
239000004800 polyvinyl chloride Substances 0.000 description 2
229920000915 polyvinyl chloride Polymers 0.000 description 2
239000000565 sealant Substances 0.000 description 2
238000010998 test method Methods 0.000 description 2
239000004408 titanium dioxide Substances 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
POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
MPJJRYGVHNTASI-SUKNRPLKSA-L (z)-4-oxopent-2-en-2-olate;propane-1,3-diolate;titanium(4+) Chemical compound [Ti+4].[O-]CCC[O-].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O MPJJRYGVHNTASI-SUKNRPLKSA-L 0.000 description 1
125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
KTXWGMUMDPYXNN-UHFFFAOYSA-N 2-ethylhexan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-] KTXWGMUMDPYXNN-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
239000004965 Silica aerogel Substances 0.000 description 1
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
RQVFGTYFBUVGOP-UHFFFAOYSA-N [acetyloxy(dimethyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(C)OC(C)=O RQVFGTYFBUVGOP-UHFFFAOYSA-N 0.000 description 1
IVOBLWIECGLDEZ-UHFFFAOYSA-N [di(butanoyloxy)-methylsilyl] butanoate Chemical compound C[Si](OC(CCC)=O)(OC(CCC)=O)OC(CCC)=O IVOBLWIECGLDEZ-UHFFFAOYSA-N 0.000 description 1
KXJLGCBCRCSXQF-UHFFFAOYSA-N [diacetyloxy(ethyl)silyl] acetate Chemical compound CC(=O)O[Si](CC)(OC(C)=O)OC(C)=O KXJLGCBCRCSXQF-UHFFFAOYSA-N 0.000 description 1
TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 description 1
VLFKGWCMFMCFRM-UHFFFAOYSA-N [diacetyloxy(phenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C1=CC=CC=C1 VLFKGWCMFMCFRM-UHFFFAOYSA-N 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
125000004423 acyloxy group Chemical group 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000000304 alkynyl group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Inorganic materials [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
125000005998 bromoethyl group Chemical group 0.000 description 1
125000005997 bromomethyl group Chemical group 0.000 description 1
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
238000010276 construction Methods 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([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
125000006003 dichloroethyl group Chemical group 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
230000014509 gene expression Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
125000000262 haloalkenyl group Chemical group 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
125000000232 haloalkynyl group Chemical group 0.000 description 1
229910052736 halogen Chemical group 0.000 description 1
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
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
239000011261 inert gas Substances 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
235000015250 liver sausages Nutrition 0.000 description 1
238000005259 measurement Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
125000004370 n-butenyl group Chemical group [H]\C([H])=C(/[H])C([H])([H])C([H])([H])* 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
229910052757 nitrogen Inorganic materials 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
125000000962 organic group Chemical group 0.000 description 1
DUCKXCGALKOSJF-UHFFFAOYSA-N pentanoyl pentanoate Chemical compound CCCCC(=O)OC(=O)CCCC DUCKXCGALKOSJF-UHFFFAOYSA-N 0.000 description 1
229960005382 phenolphthalein Drugs 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
239000012763 reinforcing filler Substances 0.000 description 1
239000012262 resinous product Substances 0.000 description 1
239000011369 resultant mixture Substances 0.000 description 1
IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
229940024463 silicone emollient and protective product Drugs 0.000 description 1
229920002379 silicone rubber Polymers 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
150000003512 tertiary amines Chemical class 0.000 description 1
238000012360 testing method Methods 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
229940094989 trimethylsilane Drugs 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
239000004636 vulcanized rubber Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000002023 wood Substances 0.000 description 1
125000005023 xylyl group Chemical group 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
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/28—Reaction with compounds containing carbon-to-carbon unsaturated bonds
- 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
- C08K5/0091—Complexes with metal-heteroatom-bonds
- 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
- C08K5/54—Silicon-containing compounds

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Compositions Of Macromolecular Compounds (AREA)
Silicon Polymers (AREA)

CA000543501A 1986-08-22 1987-07-31 Preparation de caoutchoucs de silicone rtv a grande resistance, s'applicant rapidement Expired - Lifetime CA1284544C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US89946586A	1986-08-22	1986-08-22
US899,465		1986-08-22

Publications (1)

Publication Number	Publication Date
CA1284544C true CA1284544C (fr)	1991-05-28

Family

ID=25411027

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000543501A Expired - Lifetime CA1284544C (fr)	1986-08-22	1987-07-31	Preparation de caoutchoucs de silicone rtv a grande resistance, s'applicant rapidement

Country Status (6)

Country	Link
JP (1)	JPS6399236A (fr)
KR (1)	KR940003886B1 (fr)
CA (1)	CA1284544C (fr)
DE (1)	DE3727565A1 (fr)
FR (1)	FR2604713A1 (fr)
GB (1)	GB2196014A (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2638752B1 (fr) *	1988-11-04	1992-07-24	Rhone Poulenc Chimie	Procede de preparation de diorganopolysiloxanes a groupements terminaux alcoxy
DE4210349A1 (de) *	1992-03-30	1993-10-07	Nuenchritz Chemie Gmbh	Verfahren zur Herstellung eines bei Raumtemperatur durch Kondensationsreaktionen vernetzenden Silikonkautschukes
JP4231974B2 (ja)	1999-11-17	2009-03-04	信越化学工業株式会社	オルガノオキシ基末端オルガノポリシロキサンの製造方法
FR2900153B1 (fr)	2006-04-21	2008-07-18	Rhodia Recherches & Tech	Procede de condensation de motifs silyles a l'aide d'un catalyseur de type carbene
DE102007009286A1 (de)	2007-02-26	2008-08-28	Wacker Chemie Ag	Verfahren zur Herstellung von Organyloxygruppen aufweisenden Organosiliciumverbindungen
DE102008000140A1 (de) *	2008-01-23	2009-07-30	Wacker Chemie Ag	Verfahren zur Herstellung Isocyanat-terminierter Siloxane
JP2012102175A (ja) *	2010-11-08	2012-05-31	Yokohama Rubber Co Ltd:The	シリコーン樹脂の製造方法および硬化性樹脂組成物

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1987
- 1987-07-31 CA CA000543501A patent/CA1284544C/fr not_active Expired - Lifetime
- 1987-08-12 FR FR8711477A patent/FR2604713A1/fr not_active Withdrawn
- 1987-08-17 JP JP62203249A patent/JPS6399236A/ja active Pending
- 1987-08-19 GB GB08719571A patent/GB2196014A/en not_active Withdrawn
- 1987-08-19 DE DE19873727565 patent/DE3727565A1/de not_active Withdrawn
- 1987-08-22 KR KR1019870009195A patent/KR940003886B1/ko not_active Expired - Lifetime

Also Published As

Publication number	Publication date
FR2604713A1 (fr)	1988-04-08
GB8719571D0 (en)	1987-09-23
KR880002898A (ko)	1988-05-12
GB2196014A (en)	1988-04-20
DE3727565A1 (de)	1988-03-03
JPS6399236A (ja)	1988-04-30
KR940003886B1 (ko)	1994-05-04

Legal Events

Date	Code	Title	Description
1995-11-28	MKLA	Lapsed

Publication	Publication Date	Title
EP0495298B1 (fr)	1996-02-07	Compositions de silicone améliorés, vulcanisables à température ambiante et procédé pour leur préparation
US4483973A (en)	1984-11-20	Adhesion promoters for one-component RTV silicone compositions
US4395526A (en)	1983-07-26	One package, stable, moisture curable, polyalkoxy-terminated organopolysiloxane compositions and method for making
US7151150B2 (en)	2006-12-19	Organopolysiloxane compositions and their use in low-modulus compositions which can be crosslinked at room temperature
US4490500A (en)	1984-12-25	Completely solventless two component RTV silicone composition
US4387177A (en)	1983-06-07	Room temperature curable organopolysiloxane compositions and methods for their preparation
US4673750A (en)	1987-06-16	Auto-adhering one-component RTV silicone sealant composition utilizing glycidoxyalkyl substituted alkoxy-oxime silane as an adhesion promoter
GB2137646A (en)	1984-10-10	One package, stable, moisture curable, alkoxy-terminated organopolysiloxane compositions
JPH0479384B2 (fr)	1992-12-15
GB2144442A (en)	1985-03-06	Room temperature vulcanizable organopolysiloxane compositions
US4552942A (en)	1985-11-12	Silanes and compositions prepared therefrom
US4554338A (en)	1985-11-19	Room temperature vulcanizable organopolysiloxane compositions and method for making
AU735954B2 (en)	2001-07-19	Organopolysiloxane compositions crosslinkable with elimination of alcohols to give elastomers
US3205283A (en)	1965-09-07	Solventless liquid organopolysiloxane encapsulating compositions
CA1284544C (fr)	1991-05-28	Preparation de caoutchoucs de silicone rtv a grande resistance, s'applicant rapidement
US3758441A (en)	1973-09-11	Room temperature vulcanizable silicone rubber stocks
US4918121A (en)	1990-04-17	Curable organopolysiloxane compositions comprising a hydrogel hardening agent
EP0246651A2 (fr)	1987-11-25	Compositions d'organopolysiloxanes durcissables
US6710119B2 (en)	2004-03-23	Room temperature rapid curing organopolysiloxane composition
US3474064A (en)	1969-10-21	Room-temperature vulcanizable silicone rubber stocks
US4918140A (en)	1990-04-17	Curable organopolysiloxane compositions comprising a hydrogel hardening agent
US2878195A (en)	1959-03-17	Process of preparing an organopolysiloxane, the product thereof, mixtures of the product with rubbery polymers, and method of curing the mixtures
US7071278B2 (en)	2006-07-04	Cross-linkable materials based on organosilicon compounds
US5395908A (en)	1995-03-07	Method of preparing in situ reinforced silicone elastomer
US3432463A (en)	1969-03-11	Room temperature vulcanizable organo-polysiloxane elastomer stocks