DE3428840A1 - Verfahren zur herstellung von alkoxyendgruppen aufweisendem polydiorganosiloxan - Google Patents
Verfahren zur herstellung von alkoxyendgruppen aufweisendem polydiorganosiloxanInfo
- Publication number
- DE3428840A1 DE3428840A1 DE19843428840 DE3428840A DE3428840A1 DE 3428840 A1 DE3428840 A1 DE 3428840A1 DE 19843428840 DE19843428840 DE 19843428840 DE 3428840 A DE3428840 A DE 3428840A DE 3428840 A1 DE3428840 A1 DE 3428840A1
- Authority
- DE
- Germany
- Prior art keywords
- radicals
- aluminum
- formula
- polydiorganosiloxane
- monovalent
- Prior art date
- 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.)
- Withdrawn
Links
- 238000004519 manufacturing process Methods 0.000 title description 6
- -1 polydimethylsiloxane Polymers 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 25
- 229910052782 aluminium Inorganic materials 0.000 claims description 22
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 16
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 14
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 13
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 13
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical group CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- UAEJRRZPRZCUBE-UHFFFAOYSA-N trimethoxyalumane Chemical group [Al+3].[O-]C.[O-]C.[O-]C UAEJRRZPRZCUBE-UHFFFAOYSA-N 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- 125000005372 silanol group Chemical group 0.000 claims 1
- 239000003039 volatile agent Substances 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 description 19
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000005481 NMR spectroscopy Methods 0.000 description 8
- 229920001296 polysiloxane Polymers 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 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 3
- DYHSMQWCZLNWGO-UHFFFAOYSA-N di(propan-2-yloxy)alumane Chemical compound CC(C)O[AlH]OC(C)C DYHSMQWCZLNWGO-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 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
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 2
- VSIKJPJINIDELZ-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VSIKJPJINIDELZ-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 241001676573 Minium Species 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- DUMWHCLFZJQIGA-UHFFFAOYSA-N [methoxy(dimethyl)silyl] trimethyl silicate Chemical compound CO[Si](C)(C)O[Si](OC)(OC)OC DUMWHCLFZJQIGA-UHFFFAOYSA-N 0.000 description 1
- XPJAOBGOQIDCBY-UHFFFAOYSA-N [methoxy(methylsilyl)amino]oxymethane Chemical compound CON(OC)[SiH2]C XPJAOBGOQIDCBY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- LYEKKHPTJNVVND-UHFFFAOYSA-M aluminum;2-methoxybenzoate;propan-2-olate Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].COC1=CC=CC=C1C([O-])=O LYEKKHPTJNVVND-UHFFFAOYSA-M 0.000 description 1
- 229920005601 base polymer Polymers 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 150000004697 chelate complex Chemical class 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([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
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 1
- DMHKHAWLXIYNLV-UHFFFAOYSA-N dimethoxyalumane Chemical compound CO[AlH]OC DMHKHAWLXIYNLV-UHFFFAOYSA-N 0.000 description 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 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 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical group CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- AAPLIUHOKVUFCC-UHFFFAOYSA-N trimethylsilanol Chemical compound C[Si](C)(C)O AAPLIUHOKVUFCC-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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- 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
-
- 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
- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US52097883A | 1983-08-08 | 1983-08-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE3428840A1 true DE3428840A1 (de) | 1985-02-21 |
Family
ID=24074845
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19843428840 Withdrawn DE3428840A1 (de) | 1983-08-08 | 1984-08-04 | Verfahren zur herstellung von alkoxyendgruppen aufweisendem polydiorganosiloxan |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPS6076536A (enrdf_load_stackoverflow) |
BE (1) | BE900265A (enrdf_load_stackoverflow) |
DE (1) | DE3428840A1 (enrdf_load_stackoverflow) |
FR (1) | FR2550540A1 (enrdf_load_stackoverflow) |
GB (1) | GB2144758A (enrdf_load_stackoverflow) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0210402A3 (en) * | 1985-06-28 | 1987-09-16 | Bayer Ag | Process for preparing polydiorganosiloxanes having alkoxy end groups |
US5670597A (en) * | 1995-01-31 | 1997-09-23 | Wacker-Chemie Gmbh | Process for the preparation of organopolysiloxanes containing organyloxy groups |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2597875B1 (fr) * | 1986-04-28 | 1990-10-05 | Rhone Poulenc Chimie | Procede de preparation de diorganopolysiloxanes a groupements terminaux alcoxy |
JPH0813889B2 (ja) * | 1986-10-07 | 1996-02-14 | 旭硝子株式会社 | 硬化性フルオロシリコーンの製造方法 |
FR2638752B1 (fr) * | 1988-11-04 | 1992-07-24 | Rhone Poulenc Chimie | Procede de preparation de diorganopolysiloxanes a groupements terminaux alcoxy |
JPH0717752B2 (ja) * | 1990-08-08 | 1995-03-01 | 信越化学工業株式会社 | アルコキシ官能性オルガノポリシロキサンの製造方法 |
JP2842309B2 (ja) * | 1995-07-26 | 1999-01-06 | 旭硝子株式会社 | 硬化性フルオロシリコーン組成物 |
JP6057582B2 (ja) * | 2011-08-02 | 2017-01-11 | 石塚硝子株式会社 | Led用封止材料 |
WO2013050579A1 (en) | 2011-10-06 | 2013-04-11 | Delphi Connection Systems Holding France | Controlled-healing polysiloxanes, process for their preparation and use of said polysiloxanes |
JP6039894B2 (ja) | 2011-10-20 | 2016-12-07 | 東レ・ダウコーニング株式会社 | 多成分型室温硬化性シリコーンエラストマー組成物 |
CN104231275B (zh) * | 2014-10-14 | 2017-03-08 | 泸州北方化学工业有限公司 | 烷氧基封端硅油的制备方法 |
DE102015216598A1 (de) | 2015-08-31 | 2017-03-02 | Wacker Chemie Ag | Verfahren zur Herstellung von Organyloxygruppen aufweisenden Organosiliciumverbindungen |
JP7444856B2 (ja) | 2019-03-29 | 2024-03-06 | ダウ・東レ株式会社 | 多成分型硬化性オルガノポリシロキサン組成物、熱伝導性部材および放熱構造体 |
TWI861243B (zh) | 2019-10-30 | 2024-11-11 | 日商陶氏東麗股份有限公司 | 有機聚矽氧烷、其製造方法以及導熱性矽組成物 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4926096U (enrdf_load_stackoverflow) * | 1972-06-09 | 1974-03-06 | ||
JPS55128434U (enrdf_load_stackoverflow) * | 1979-02-28 | 1980-09-11 | ||
JPS5883931U (ja) * | 1981-11-30 | 1983-06-07 | 松下電工株式会社 | レ−ル状コンセント用ハンガ− |
JPS5883929U (ja) * | 1981-11-30 | 1983-06-07 | 松下電工株式会社 | レ−ル状コンセント用ハンガ− |
JPS5883930U (ja) * | 1981-11-30 | 1983-06-07 | 松下電工株式会社 | レ−ル状コンセント用ハンガ− |
-
1984
- 1984-07-13 JP JP59144517A patent/JPS6076536A/ja active Granted
- 1984-07-26 FR FR8411878A patent/FR2550540A1/fr not_active Withdrawn
- 1984-07-31 BE BE0/213419A patent/BE900265A/fr not_active IP Right Cessation
- 1984-08-04 DE DE19843428840 patent/DE3428840A1/de not_active Withdrawn
- 1984-08-06 GB GB08419974A patent/GB2144758A/en not_active Withdrawn
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0210402A3 (en) * | 1985-06-28 | 1987-09-16 | Bayer Ag | Process for preparing polydiorganosiloxanes having alkoxy end groups |
US5670597A (en) * | 1995-01-31 | 1997-09-23 | Wacker-Chemie Gmbh | Process for the preparation of organopolysiloxanes containing organyloxy groups |
Also Published As
Publication number | Publication date |
---|---|
JPS6076536A (ja) | 1985-05-01 |
JPH034566B2 (enrdf_load_stackoverflow) | 1991-01-23 |
GB8419974D0 (en) | 1984-09-12 |
FR2550540A1 (fr) | 1985-02-15 |
GB2144758A (en) | 1985-03-13 |
BE900265A (fr) | 1985-01-31 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8139 | Disposal/non-payment of the annual fee |