CA1127344A - Polymeres de polysiloxane a fonction thio - Google Patents

Polymeres de polysiloxane a fonction thio

Info

Publication number: CA1127344A
Authority: CA; Canada
Prior art keywords: thiofunctional; hydrocarbon; organopolysiloxane; siloxanes; equilibration
Prior art date: 1980-01-11
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

Application number

CA343,490A

Other languages

English (en)

Inventor

Eugene R. Martin

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.)

Wacker Chemical Corp

Original Assignee

Wacker Chemical Corp

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.)

1980-01-11

Filing date

1980-01-11

Publication date

1982-07-06

1980-01-11 Application filed by Wacker Chemical Corp filed Critical Wacker Chemical Corp

1980-01-11 Priority to CA343,490A priority Critical patent/CA1127344A/fr

1982-07-06 Application granted granted Critical

1982-07-06 Publication of CA1127344A publication Critical patent/CA1127344A/fr

Status Expired legal-status Critical Current

Links

-1 polysiloxane Polymers 0.000 title claims abstract description 114
229920001296 polysiloxane Polymers 0.000 title claims abstract description 64
229920000642 polymer Polymers 0.000 title claims abstract description 23
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 37
229930195733 hydrocarbon Natural products 0.000 claims abstract description 37
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 29
238000000034 method Methods 0.000 claims abstract description 27
230000008569 process Effects 0.000 claims abstract description 23
239000000203 mixture Substances 0.000 claims abstract description 17
239000003054 catalyst Substances 0.000 claims abstract description 13
239000003377 acid catalyst Substances 0.000 claims abstract description 12
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
125000004122 cyclic group Chemical group 0.000 claims abstract description 12
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 9
239000000376 reactant Substances 0.000 claims abstract description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
150000004756 silanes Chemical class 0.000 claims abstract description 8
229910052710 silicon Inorganic materials 0.000 claims abstract description 7
ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 claims abstract description 6
125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
229920001577 copolymer Polymers 0.000 claims abstract description 5
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
239000001257 hydrogen Substances 0.000 claims abstract description 5
239000010703 silicon Substances 0.000 claims abstract description 5
125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 5
239000007864 aqueous solution Substances 0.000 claims abstract description 4
125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 4
150000003961 organosilicon compounds Chemical class 0.000 claims abstract description 3
238000011067 equilibration Methods 0.000 claims description 15
239000002253 acid Substances 0.000 claims description 14
239000004927 clay Substances 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
238000004519 manufacturing process Methods 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 6
230000003197 catalytic effect Effects 0.000 claims description 2
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract description 16
229910052751 metal Inorganic materials 0.000 abstract description 6
239000002184 metal Substances 0.000 abstract description 6
238000002360 preparation method Methods 0.000 abstract description 6
239000003795 chemical substances by application Substances 0.000 abstract description 4
239000011248 coating agent Substances 0.000 abstract description 2
238000005260 corrosion Methods 0.000 abstract description 2
230000007797 corrosion Effects 0.000 abstract description 2
230000003647 oxidation Effects 0.000 abstract description 2
238000007254 oxidation reaction Methods 0.000 abstract description 2
239000000758 substrate Substances 0.000 abstract description 2
239000000047 product Substances 0.000 description 15
238000006243 chemical reaction Methods 0.000 description 13
239000004205 dimethyl polysiloxane Substances 0.000 description 10
235000013870 dimethyl polysiloxane Nutrition 0.000 description 10
UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 9
229940073561 hexamethyldisiloxane Drugs 0.000 description 9
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 9
238000005481 NMR spectroscopy Methods 0.000 description 7
DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000004458 analytical method Methods 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
229910000077 silane Inorganic materials 0.000 description 5
229910052717 sulfur Inorganic materials 0.000 description 5
239000011593 sulfur Substances 0.000 description 5
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
239000003039 volatile agent Substances 0.000 description 5
125000004429 atom Chemical group 0.000 description 4
239000012530 fluid Substances 0.000 description 4
HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 4
239000007788 liquid Substances 0.000 description 4
HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 4
UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
238000006482 condensation reaction Methods 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
229920002554 vinyl polymer Polymers 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
150000005840 aryl radicals Chemical class 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000004965 chloroalkyl group Chemical group 0.000 description 2
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
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 2
229920005645 diorganopolysiloxane polymer Polymers 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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 2
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 2
150000003573 thiols Chemical class 0.000 description 2
125000003944 tolyl group Chemical group 0.000 description 2
125000005023 xylyl group Chemical group 0.000 description 2
NJECQESCCSENHG-UHFFFAOYSA-N 1,1,2,2,3,3,4,4-octamethyltetrasiletane Chemical compound C[Si]1(C)[Si](C)(C)[Si](C)(C)[Si]1(C)C NJECQESCCSENHG-UHFFFAOYSA-N 0.000 description 1
JHXWINGYJFCASF-UHFFFAOYSA-N 1-trimethoxysilylpropane-2-thiol Chemical compound CO[Si](OC)(OC)CC(C)S JHXWINGYJFCASF-UHFFFAOYSA-N 0.000 description 1
CDNNKGWZSNSADW-UHFFFAOYSA-N 2,2,4,4,6,6,8,8,10,10,12,12,14,14,16,16,18,18,20,20-icosamethyl-1,3,5,7,9,11,13,15,17,19-decaoxa-2,4,6,8,10,12,14,16,18,20-decasilacycloicosane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 CDNNKGWZSNSADW-UHFFFAOYSA-N 0.000 description 1
ISXOGOLHEGHGQF-UHFFFAOYSA-N 2,2,4,4,6,6,8,8,10,10,12,12,14,14,16,16,18,18-octadecamethyl-1,3,5,7,9,11,13,15,17-nonaoxa-2,4,6,8,10,12,14,16,18-nonasilacyclooctadecane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 ISXOGOLHEGHGQF-UHFFFAOYSA-N 0.000 description 1
LKIXPQWNKLANRV-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octabutyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound CCCC[Si]1(CCCC)O[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)O1 LKIXPQWNKLANRV-UHFFFAOYSA-N 0.000 description 1
XOCOMEGNVMCRMP-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octaethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound CC[Si]1(CC)O[Si](CC)(CC)O[Si](CC)(CC)O[Si](CC)(CC)O1 XOCOMEGNVMCRMP-UHFFFAOYSA-N 0.000 description 1
MBMIFMJNNVFCPF-UHFFFAOYSA-N 2,2,4,4,6,6-hexabutyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound CCCC[Si]1(CCCC)O[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)O1 MBMIFMJNNVFCPF-UHFFFAOYSA-N 0.000 description 1
NXJQTYOZFVTCEM-UHFFFAOYSA-N 2,4,6-triphenyl-1,3,5,2,4,6-trioxatrisilinane Chemical compound O1[SiH](C=2C=CC=CC=2)O[SiH](C=2C=CC=CC=2)O[SiH]1C1=CC=CC=C1 NXJQTYOZFVTCEM-UHFFFAOYSA-N 0.000 description 1
FLLAFJNCDLVLJS-UHFFFAOYSA-N 2-dodecylsulfanylethyl-diethoxy-methylsilane Chemical compound CCCCCCCCCCCCSCC[Si](C)(OCC)OCC FLLAFJNCDLVLJS-UHFFFAOYSA-N 0.000 description 1
DVNPFNZTPMWRAX-UHFFFAOYSA-N 2-triethoxysilylethanethiol Chemical compound CCO[Si](CCS)(OCC)OCC DVNPFNZTPMWRAX-UHFFFAOYSA-N 0.000 description 1
JVNUQDMATQWHLN-UHFFFAOYSA-N 6-ethylsulfanylhexyl(trimethoxy)silane Chemical compound CCSCCCCCC[Si](OC)(OC)OC JVNUQDMATQWHLN-UHFFFAOYSA-N 0.000 description 1
229920008712 Copo Polymers 0.000 description 1
XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000527181 Sisor Species 0.000 description 1
101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
LVAXPOVMRMFJSK-UHFFFAOYSA-N [Na].OS(=O)=O Chemical compound [Na].OS(=O)=O LVAXPOVMRMFJSK-UHFFFAOYSA-N 0.000 description 1
VWGDPBQTSZDFMX-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-[[[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C VWGDPBQTSZDFMX-UHFFFAOYSA-N 0.000 description 1
ADANNTOYRVPQLJ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]oxy-dimethylsilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C ADANNTOYRVPQLJ-UHFFFAOYSA-N 0.000 description 1
YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001336 alkenes Chemical group 0.000 description 1
239000012298 atmosphere 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
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
125000006267 biphenyl group Chemical group 0.000 description 1
CMWRUTZCSFMXJQ-UHFFFAOYSA-N bis(triphenylsilyloxy)silicon Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)O[Si]O[Si](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 CMWRUTZCSFMXJQ-UHFFFAOYSA-N 0.000 description 1
125000005998 bromoethyl group Chemical group 0.000 description 1
150000001722 carbon compounds Chemical class 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 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
CNRNVYLXONKYPK-UHFFFAOYSA-N diethoxy-methyl-(2-methylsulfanylethyl)silane Chemical compound CCO[Si](C)(OCC)CCSC CNRNVYLXONKYPK-UHFFFAOYSA-N 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
YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
XCLIHDJZGPCUBT-UHFFFAOYSA-N dimethylsilanediol Chemical compound C[Si](C)(O)O XCLIHDJZGPCUBT-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 description 1
RSIHJDGMBDPTIM-UHFFFAOYSA-N ethoxy(trimethyl)silane Chemical compound CCO[Si](C)(C)C RSIHJDGMBDPTIM-UHFFFAOYSA-N 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
XKJMJYZFAWYREL-UHFFFAOYSA-N hexadecamethylcyclooctasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XKJMJYZFAWYREL-UHFFFAOYSA-N 0.000 description 1
229960000443 hydrochloric acid Drugs 0.000 description 1
235000011167 hydrochloric acid Nutrition 0.000 description 1
229910052909 inorganic silicate Inorganic materials 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
125000005358 mercaptoalkyl group Chemical group 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003377 silicon compounds Chemical class 0.000 description 1
125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 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
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
GSANOGQCVHBHIF-UHFFFAOYSA-N tetradecamethylcycloheptasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 GSANOGQCVHBHIF-UHFFFAOYSA-N 0.000 description 1
229940008424 tetradecamethylhexasiloxane Drugs 0.000 description 1
125000006337 tetrafluoro ethyl group Chemical group 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
ILNLDQNOQQYETQ-UHFFFAOYSA-N tributyl(tributylsilyloxy)silane Chemical compound CCCC[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)CCCC ILNLDQNOQQYETQ-UHFFFAOYSA-N 0.000 description 1
UVCYGQNKZSDEFY-UHFFFAOYSA-N tributyl(tributylsilyloxysilyloxy)silane Chemical compound C(CCC)[Si](O[SiH2]O[Si](CCCC)(CCCC)CCCC)(CCCC)CCCC UVCYGQNKZSDEFY-UHFFFAOYSA-N 0.000 description 1
WSTFHCCDVHQHKA-UHFFFAOYSA-N tributyl-[dibutyl(tributylsilyloxy)silyl]oxysilane Chemical compound CCCC[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)O[Si](CCCC)(CCCC)CCCC WSTFHCCDVHQHKA-UHFFFAOYSA-N 0.000 description 1
DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
WMAOTPCQHADLHO-UHFFFAOYSA-N triethyl(triethylsilyloxysilyloxy)silane Chemical compound C(C)[Si](O[SiH2]O[Si](CC)(CC)CC)(CC)CC WMAOTPCQHADLHO-UHFFFAOYSA-N 0.000 description 1
PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical group CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 1
ZVXWAOBTEZUSAH-UHFFFAOYSA-N trioctyl(trioctylsilyloxysilyloxy)silane Chemical compound C(CCCCCCC)[Si](O[SiH2]O[Si](CCCCCCCC)(CCCCCCCC)CCCCCCCC)(CCCCCCCC)CCCCCCCC ZVXWAOBTEZUSAH-UHFFFAOYSA-N 0.000 description 1
KHQZLUVCZCAMFU-UHFFFAOYSA-N tripropyl(tripropylsilyloxy)silane Chemical compound CCC[Si](CCC)(CCC)O[Si](CCC)(CCC)CCC KHQZLUVCZCAMFU-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

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Silicon Polymers (AREA)

CA343,490A 1980-01-11 1980-01-11 Polymeres de polysiloxane a fonction thio Expired CA1127344A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA343,490A CA1127344A (fr)	1980-01-11	1980-01-11	Polymeres de polysiloxane a fonction thio

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA343,490A CA1127344A (fr)	1980-01-11	1980-01-11	Polymeres de polysiloxane a fonction thio

Publications (1)

Publication Number	Publication Date
CA1127344A true CA1127344A (fr)	1982-07-06

Family

ID=4116022

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA343,490A Expired CA1127344A (fr)	1980-01-11	1980-01-11	Polymeres de polysiloxane a fonction thio

Country Status (1)

Country	Link
CA (1)	CA1127344A (fr)

1980
- 1980-01-11 CA CA343,490A patent/CA1127344A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1999-07-06	MKEX	Expiry

Publication	Publication Date	Title
US4046795A (en)	1977-09-06	Process for preparing thiofunctional polysiloxane polymers
US4616076A (en)	1986-10-07	Organopolysiloxane compounds containing sic-bonded alkoxysilylalkyl and polyoxyalkylene radicals
US3172899A (en)	1965-03-09	Or")noe
US4208503A (en)	1980-06-17	Epoxy-functional polysiloxane polymers
US5276123A (en)	1994-01-04	Alkoxy endblocked polydiorganosiloxane and room temperature vulcanizable silicone elastomers made therefrom
US5384383A (en)	1995-01-24	Pristine phenylpropylalkylsiloxanes
US4230816A (en)	1980-10-28	Thiofunctional polysiloxane polymers
US4251277A (en)	1981-02-17	Compositions containing thiofunctional polysiloxanes
EP0131163A1 (fr)	1985-01-16	Compositions de revêtement
EP0628589B1 (fr)	1997-03-12	Procédé de préparation d'organopolysiloxanes
US5015717A (en)	1991-05-14	Sulfur-containing organopolysiloxane waxes and a method for preparing the same
US4289867A (en)	1981-09-15	Organofunctional polysiloxane polymers and a method for preparing the same
US4612055A (en)	1986-09-16	Stabilized blends of thiofunctional polysiloxane fluids and organopolysiloxane fluids and a process for stabilizing the same
US4684709A (en)	1987-08-04	Organopolysiloxane compounds comprising epoxy-terminated polyoxyalkylene radicals
KR0135548B1 (ko)	1998-04-23	가교시켜 알코올을 제거한 엘라스토머를 얻을 수 있는 오르가노(폴리) 실록산 조성물
US4764577A (en)	1988-08-16	Curable polymeric composition
US4230632A (en)	1980-10-28	Preparation of heat stable silicone fluids
US4490416A (en)	1984-12-25	Organosiloxane-oxyalkylene copolymers
US5378789A (en)	1995-01-03	Phenol-modified silicones
KR970006899B1 (ko)	1997-04-30	플루오로실리콘 중합체 제조용 촉매
CA1127344A (fr)	1982-07-06	Polymeres de polysiloxane a fonction thio
CA1253656A (fr)	1989-05-09	Fluides stabilises a base de polysiloxane renfermant la fonction thio; methode pour les stabiliser
US3218344A (en)	1965-11-16	Alkoxy substituted organosilicon compounds
EP0197540B1 (fr)	1991-11-13	Utilisation d'amines pour stabiliser des polysiloxanes fluides
EP0570208A2 (fr)	1993-11-18	Silicone phénol-modifié