AU593376B2 - Process for the preparation of linear organopolysiloxanediols - Google Patents
Process for the preparation of linear organopolysiloxanediols Download PDFInfo
- Publication number
- AU593376B2 AU593376B2 AU77658/87A AU7765887A AU593376B2 AU 593376 B2 AU593376 B2 AU 593376B2 AU 77658/87 A AU77658/87 A AU 77658/87A AU 7765887 A AU7765887 A AU 7765887A AU 593376 B2 AU593376 B2 AU 593376B2
- Authority
- AU
- Australia
- Prior art keywords
- water
- acid
- cyclic
- linear
- organopolysiloxanediols
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 27
- 238000002360 preparation method Methods 0.000 title claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 229920001296 polysiloxane Polymers 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 21
- 125000004122 cyclic group Chemical group 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 239000008346 aqueous phase Substances 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- 239000003643 water by type Substances 0.000 claims description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 2
- -1 halogenated hydrocarbon radicals Chemical class 0.000 description 18
- 239000000203 mixture Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 239000001117 sulphuric acid Substances 0.000 description 5
- 235000011149 sulphuric acid Nutrition 0.000 description 5
- 239000007848 Bronsted acid Substances 0.000 description 4
- 239000002841 Lewis acid Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 150000007517 lewis acids Chemical class 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 239000011491 glass wool Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001449 anionic compounds Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 229910001412 inorganic anion Inorganic materials 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 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
- 239000004063 acid-resistant material Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 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 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229940071870 hydroiodic acid Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052572 stoneware Inorganic materials 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 description 1
- 238000010792 warming Methods 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
-
- 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
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3629381 | 1986-08-29 | ||
| DE19863629381 DE3629381A1 (de) | 1986-08-29 | 1986-08-29 | Verfahren zur herstellung von lineareen organopolysiloxandiolen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7765887A AU7765887A (en) | 1988-03-03 |
| AU593376B2 true AU593376B2 (en) | 1990-02-08 |
Family
ID=6308450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU77658/87A Expired - Fee Related AU593376B2 (en) | 1986-08-29 | 1987-08-28 | Process for the preparation of linear organopolysiloxanediols |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4762937A (en, 2012) |
| JP (1) | JPS6361023A (en, 2012) |
| AU (1) | AU593376B2 (en, 2012) |
| BR (1) | BR8704445A (en, 2012) |
| DE (1) | DE3629381A1 (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3742068A1 (de) * | 1987-12-11 | 1989-06-22 | Wacker Chemie Gmbh | Verfahren zur herstellung von in den endstaendigen einheiten je eine si-gebundene hydroxylgruppe aufweisenden diorganopolysiloxanen |
| JPH0510661U (ja) * | 1991-07-19 | 1993-02-12 | 積水ハウス株式会社 | 融雪屋根構造 |
| US5908155A (en) * | 1997-07-02 | 1999-06-01 | Nylok Fastener Corporation | Powder discharge apparatus and method for using the same |
| JP2001294593A (ja) * | 2000-04-14 | 2001-10-23 | Dow Corning Toray Silicone Co Ltd | １，３−ジヒドロキシテトラメチルジシロキサンの製造方法 |
| CN103483587A (zh) * | 2013-09-22 | 2014-01-01 | 桐乡市溶力化工有限公司 | 一种结构控制剂及其生产工艺 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2758124A (en) * | 1952-04-11 | 1956-08-07 | Gen Electric | Continuous hydrolysis of organohalogenosilanes |
| GB1088187A (en) * | 1965-01-22 | 1967-10-25 | Vnii Sint Kauchuka | Process for production of dihydroxysiloxanes |
| US3499392A (en) * | 1966-03-17 | 1970-03-10 | Leo R Czermak | Lift and delivery pump |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE658839A (en, 2012) * | ||||
| DE880487C (de) * | 1943-03-30 | 1953-06-22 | Dow Corning | Verfahren zur Polymerisation von fluessigen Organosiloxanpolymeren |
| US3309390A (en) * | 1963-07-01 | 1967-03-14 | Union Carbide Corp | Preparation of hydroxy-endblocked siloxane fluids |
| DE1252682B (de) * | 1964-08-13 | 1967-10-26 | Imperial Chemical Industries Limited, London | Verfahren zur Herstellung von 1,5-Dihydroxyhexaorganotrisiloxanen |
| US3853932A (en) * | 1973-12-28 | 1974-12-10 | Gen Electric | Process for producing silanol end-stopped polymers of low molecular weight |
| DE2403303C3 (de) * | 1974-01-24 | 1986-07-10 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Organopolysiloxanpolyolen |
| US4096160A (en) * | 1976-04-21 | 1978-06-20 | General Electric Company | Continuous devolatilization of silanol-terminated silicone polymer |
| US4497942A (en) * | 1983-12-14 | 1985-02-05 | General Electric Company | Process for hydrolyzing chlorosilanes |
| DD227145A1 (de) * | 1984-09-28 | 1985-09-11 | Nuenchritz Chemie | Verfahren zur herstellung von neutralen, lagerstabilen hydrolysaten des dimethyldichlorsilans |
-
1986
- 1986-08-29 DE DE19863629381 patent/DE3629381A1/de active Granted
-
1987
- 1987-08-06 US US07/082,606 patent/US4762937A/en not_active Expired - Fee Related
- 1987-08-27 JP JP62211524A patent/JPS6361023A/ja active Granted
- 1987-08-28 BR BR8704445A patent/BR8704445A/pt unknown
- 1987-08-28 AU AU77658/87A patent/AU593376B2/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2758124A (en) * | 1952-04-11 | 1956-08-07 | Gen Electric | Continuous hydrolysis of organohalogenosilanes |
| GB1088187A (en) * | 1965-01-22 | 1967-10-25 | Vnii Sint Kauchuka | Process for production of dihydroxysiloxanes |
| US3499392A (en) * | 1966-03-17 | 1970-03-10 | Leo R Czermak | Lift and delivery pump |
Also Published As
| Publication number | Publication date |
|---|---|
| AU7765887A (en) | 1988-03-03 |
| DE3629381C2 (en, 2012) | 1988-12-01 |
| BR8704445A (pt) | 1988-04-19 |
| JPS6361023A (ja) | 1988-03-17 |
| DE3629381A1 (de) | 1988-03-03 |
| JPH0220649B2 (en, 2012) | 1990-05-10 |
| US4762937A (en) | 1988-08-09 |
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