DE2030936C3 - Verfahren zur Herstellung von Organopolysiloxanölen - Google Patents
Verfahren zur Herstellung von OrganopolysiloxanölenInfo
- Publication number
- DE2030936C3 DE2030936C3 DE2030936A DE2030936A DE2030936C3 DE 2030936 C3 DE2030936 C3 DE 2030936C3 DE 2030936 A DE2030936 A DE 2030936A DE 2030936 A DE2030936 A DE 2030936A DE 2030936 C3 DE2030936 C3 DE 2030936C3
- Authority
- DE
- Germany
- Prior art keywords
- organosiloxanes
- catalyst
- groups
- inert gas
- oils
- 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.)
- Expired
Links
- 239000003921 oil Substances 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 17
- 229920001296 polysiloxane Polymers 0.000 title claims description 17
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000003054 catalyst Substances 0.000 claims description 26
- 125000005375 organosiloxane group Chemical group 0.000 claims description 22
- -1 siloxane units Chemical group 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 239000007789 gas Substances 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 238000011067 equilibration Methods 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000011261 inert gas Substances 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 4
- 239000011949 solid catalyst Substances 0.000 claims description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 3
- 238000010924 continuous production Methods 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims 1
- 230000007547 defect Effects 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 150000003961 organosilicon compounds Chemical class 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 150000001721 carbon Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 230000002706 hydrostatic effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000005051 trimethylchlorosilane Substances 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Chemical group 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910004283 SiO 4 Inorganic materials 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 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
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 description 1
- GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000005048 methyldichlorosilane Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 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
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
- C08G77/06—Preparatory processes
- C08G77/10—Equilibration processes
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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2030936A DE2030936C3 (de) | 1970-06-23 | 1970-06-23 | Verfahren zur Herstellung von Organopolysiloxanölen |
| NL7108513A NL7108513A (enExample) | 1970-06-23 | 1971-06-21 | |
| GB2900471A GB1325627A (en) | 1970-06-23 | 1971-06-21 | Process for the manufacture of organopolysiloxane oils |
| AT541071A AT302368B (de) | 1970-06-23 | 1971-06-22 | Verfahren zur Herstellung von Organopolysiloxanölen |
| FR7122669A FR2096435B1 (enExample) | 1970-06-23 | 1971-06-22 | |
| JP46045592A JPS4943399B1 (enExample) | 1970-06-23 | 1971-06-23 | |
| BE768926A BE768926A (fr) | 1970-06-23 | 1971-06-23 | Procede de preparation d'huiles de |
| US00156108A US3816493A (en) | 1970-06-23 | 1971-06-23 | Process for preparing organopoly-siloxane oils |
| CA116,438A CA959855A (en) | 1970-06-23 | 1971-06-23 | Process for preparing organopolysiloxane oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2030936A DE2030936C3 (de) | 1970-06-23 | 1970-06-23 | Verfahren zur Herstellung von Organopolysiloxanölen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2030936A1 DE2030936A1 (de) | 1971-12-30 |
| DE2030936B2 DE2030936B2 (de) | 1973-08-09 |
| DE2030936C3 true DE2030936C3 (de) | 1974-03-21 |
Family
ID=5774717
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2030936A Expired DE2030936C3 (de) | 1970-06-23 | 1970-06-23 | Verfahren zur Herstellung von Organopolysiloxanölen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3816493A (enExample) |
| JP (1) | JPS4943399B1 (enExample) |
| AT (1) | AT302368B (enExample) |
| BE (1) | BE768926A (enExample) |
| CA (1) | CA959855A (enExample) |
| DE (1) | DE2030936C3 (enExample) |
| FR (1) | FR2096435B1 (enExample) |
| GB (1) | GB1325627A (enExample) |
| NL (1) | NL7108513A (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4222952A (en) * | 1979-06-25 | 1980-09-16 | Union Carbide Corporation | Siloxane bond rearrangement effected by solid perfluorinated polymers containing pendant sulfonic acid groups |
| DE3632875A1 (de) * | 1986-09-26 | 1988-04-07 | Wacker Chemie Gmbh | Kontinuierliches verfahren zur herstellung von triorganosiloxygruppen als endstaendige einheiten aufweisenden organopolysiloxanen |
| DE3711214A1 (de) * | 1987-04-03 | 1988-10-13 | Wacker Chemie Gmbh | Verfahren zur herstellung von diorganopolysiloxanen mit triorganosiloxygruppen als endstaendigen einheiten |
| US4831174A (en) * | 1987-12-31 | 1989-05-16 | Dow Corning Corporation | Production of polydiorganosiloxane fluids with low silanol content |
| US5068383A (en) * | 1990-11-09 | 1991-11-26 | Dow Corning Corporation | Catalyzed redistribution of polyorganosiloxanes |
| GB9115170D0 (en) * | 1991-07-12 | 1991-08-28 | Dow Corning Sa | Process and apparatus for the production of organosilicon compounds |
| US5408025A (en) * | 1993-07-15 | 1995-04-18 | General Electric Company | Synthesis of low silanol content, triorgano-stopped silicone fluids |
| DE19949554A1 (de) * | 1999-10-14 | 2001-05-10 | Mate Prec Tooling Gmbh | Stanzstempel und Verfahren zu dessen Montage |
| WO2006102518A1 (en) * | 2005-03-24 | 2006-09-28 | Bridgestone Corporation | Compounding silica-reinforced rubber with low volatile organic compound (voc) emission |
| US8501895B2 (en) * | 2007-05-23 | 2013-08-06 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes and amino alkoxy-modified silsesquioxanes |
| US7915368B2 (en) * | 2007-05-23 | 2011-03-29 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes |
| US8962746B2 (en) * | 2007-12-27 | 2015-02-24 | Bridgestone Corporation | Methods of making blocked-mercapto alkoxy-modified silsesquioxane compounds |
| US8513371B2 (en) * | 2007-12-31 | 2013-08-20 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxanes and method of preparation |
| US8794282B2 (en) | 2007-12-31 | 2014-08-05 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| US8642691B2 (en) | 2009-12-28 | 2014-02-04 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| DE102014218918A1 (de) * | 2014-09-19 | 2016-03-24 | Wacker Chemie Ag | Verfahren zur Herstellung von organofunktionellen Siliconharzen |
| US11401440B2 (en) | 2014-12-31 | 2022-08-02 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for adhering steel alloy to rubber |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3169942A (en) * | 1959-12-08 | 1965-02-16 | Union Carbide Corp | Zeolite catalyzed condensation of hydroxyl and/or alkoxy containing silicon compositions |
| US3433764A (en) * | 1965-10-11 | 1969-03-18 | Owens Illinois Inc | Art of producing siloxane condensation products |
-
1970
- 1970-06-23 DE DE2030936A patent/DE2030936C3/de not_active Expired
-
1971
- 1971-06-21 NL NL7108513A patent/NL7108513A/xx not_active Application Discontinuation
- 1971-06-21 GB GB2900471A patent/GB1325627A/en not_active Expired
- 1971-06-22 FR FR7122669A patent/FR2096435B1/fr not_active Expired
- 1971-06-22 AT AT541071A patent/AT302368B/de not_active IP Right Cessation
- 1971-06-23 CA CA116,438A patent/CA959855A/en not_active Expired
- 1971-06-23 JP JP46045592A patent/JPS4943399B1/ja active Pending
- 1971-06-23 US US00156108A patent/US3816493A/en not_active Expired - Lifetime
- 1971-06-23 BE BE768926A patent/BE768926A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE768926A (fr) | 1971-11-03 |
| AT302368B (de) | 1972-10-10 |
| GB1325627A (en) | 1973-08-08 |
| DE2030936A1 (de) | 1971-12-30 |
| JPS4943399B1 (enExample) | 1974-11-20 |
| DE2030936B2 (de) | 1973-08-09 |
| FR2096435A1 (enExample) | 1972-02-18 |
| CA959855A (en) | 1974-12-24 |
| NL7108513A (enExample) | 1971-12-27 |
| FR2096435B1 (enExample) | 1974-04-05 |
| US3816493A (en) | 1974-06-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |