GB1014156A - Organosilicon compounds - Google Patents
Organosilicon compoundsInfo
- Publication number
- GB1014156A GB1014156A GB48971/63A GB4897163A GB1014156A GB 1014156 A GB1014156 A GB 1014156A GB 48971/63 A GB48971/63 A GB 48971/63A GB 4897163 A GB4897163 A GB 4897163A GB 1014156 A GB1014156 A GB 1014156A
- Authority
- GB
- United Kingdom
- Prior art keywords
- siloxanes
- cyclic
- prepared
- reacting
- siloxane
- 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
- 150000003961 organosilicon compounds Chemical class 0.000 title 1
- -1 fluoroalkyl silicon compounds Chemical class 0.000 abstract 11
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 abstract 5
- 229920001577 copolymer Polymers 0.000 abstract 4
- 239000005046 Chlorosilane Substances 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- DPTBKDUMOSZHQI-UHFFFAOYSA-N 2,2,5,5-tetrakis(3,3,3-trifluoropropyl)-1,2,5-oxadisilolane Chemical compound FC(CC[Si]1(O[Si](CC1)(CCC(F)(F)F)CCC(F)(F)F)CCC(F)(F)F)(F)F DPTBKDUMOSZHQI-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- 229910003910 SiCl4 Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000005336 cracking Methods 0.000 abstract 1
- 150000001923 cyclic compounds Chemical class 0.000 abstract 1
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 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 abstract 1
- 150000001451 organic peroxides Chemical class 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 150000003057 platinum Chemical class 0.000 abstract 1
- 238000004382 potting Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 abstract 1
- WDVUXWDZTPZIIE-UHFFFAOYSA-N trichloro(2-trichlorosilylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CC[Si](Cl)(Cl)Cl WDVUXWDZTPZIIE-UHFFFAOYSA-N 0.000 abstract 1
- 239000013638 trimer Substances 0.000 abstract 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
- C08G77/48—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/50—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0896—Compounds with a Si-H linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/12—Organo silicon halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Abstract
The invention comprises fluoroalkyl silicon compounds which are (1) chlorosilanes of the formula ClSi(R)2CH2CH2Si(R)2Cl, (2) cyclic silethylene siloxanes <FORM:1014156/C3/1> and (3) siloxanes containing units of the formula -Si(R)2CH2CH2Si(R)2O-, wherein i each case, R is a perfluoroalkethyl radical. Compounds (1) are prepared either (A) by reacting Cl3SiCH2CH2SiCl3 and a Grignard reagent, (B) by reacting R2Si(Cl)CH=CH2 and HSi(Cl)R2 in the presence of platinum, a platinum salt or an organic peroxide, or (C) by reacting two moles of HSi(Cl)R2 and 1 mole of acetylene. Cyclic siloxanes (2) are prepared by thermally cracking the hydrolysis product of chlorosilane (1) at 200-300 DEG C. in the presence of an alkali-metal hydroxide, and distilling of the cyclic compound. The siloxanes may be homopolymers, copolymers of two or more silethylene siloxanes, or copolymers containing other conventional siloxane units. The siloxanes may be prepared by the action of catalysts (e.g. acids, alkalis, silanolates) on cyclic silethylene siloxanes (20). Copolymers may be prepared by reacting the hydroxyl-end-blocked linear polymers obtained by the hydrolysis of chlorosilane (1) with other siloxanes. The examples describe the preparation of (1) 1,1,3,3 - tetrakis - (3,3,3 - trifluoropropyl)-1,3-disila-2 -oxacyclopentane which was copolymerized in (2) with 1,3,5-trivinyltrimethylcyclotrisiloxane, in (3) with dimethylsiloxane cyclic tetramer, and in (8a) with cyclo-hexylmethyl siloxane cyclic tetramer, benzylchlorophenylsiloxane cyclic trimer and methyl ethy siloxane cyclic tetramer; (4) <FORM:1014156/C3/2> which was hydrolysed in (5) to a siloxane polymer; (6) <FORM:1014156/C3/3> which was copolymerized in (9b) with SiCl4, (CH3)2Si(Cl)(C6H5) and (CH3)2SiCl2; (7) <FORM:1014156/C3/4> (8a) a copolymer prepared from a monophenyl siloxane polymer, <FORM:1014156/C3/5> and hexamethyldisiloxane. Uses.-Dampening, potting, gaskets, moulding, laminated resins and coatings.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25106563A | 1963-01-14 | 1963-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1014156A true GB1014156A (en) | 1965-12-22 |
Family
ID=22950328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB48971/63A Expired GB1014156A (en) | 1963-01-14 | 1963-12-11 | Organosilicon compounds |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1495488A1 (en) |
| GB (1) | GB1014156A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0459783A (en) * | 1990-06-29 | 1992-02-26 | Shin Etsu Chem Co Ltd | Fluorine-containing organic silicon compound |
| JPH0459785A (en) * | 1990-06-29 | 1992-02-26 | Shin Etsu Chem Co Ltd | Fluorine-containing organic silicon compound |
| EP2278612A3 (en) * | 2002-11-28 | 2011-03-02 | Tosoh Corporation | Material composed of organosilane or organosiloxane compound for insulating film, its production method and semiconductor device |
| JP2018505895A (en) * | 2015-02-19 | 2018-03-01 | ジェレスト テクノロジーズ， インコーポレイテッド | Silanes and silicones with distinct hydrophilic and oil repellent substitutions |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0465129A1 (en) * | 1990-06-29 | 1992-01-08 | Shin-Etsu Chemical Co., Ltd. | Fluorine-containing organosilicon compound |
-
1963
- 1963-12-11 GB GB48971/63A patent/GB1014156A/en not_active Expired
-
1964
- 1964-01-13 DE DE19641495488 patent/DE1495488A1/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0459783A (en) * | 1990-06-29 | 1992-02-26 | Shin Etsu Chem Co Ltd | Fluorine-containing organic silicon compound |
| JPH0459785A (en) * | 1990-06-29 | 1992-02-26 | Shin Etsu Chem Co Ltd | Fluorine-containing organic silicon compound |
| EP2278612A3 (en) * | 2002-11-28 | 2011-03-02 | Tosoh Corporation | Material composed of organosilane or organosiloxane compound for insulating film, its production method and semiconductor device |
| US7935425B2 (en) | 2002-11-28 | 2011-05-03 | Tosoh Corporation | Insulating film material containing organic silane or organic siloxane compound, method for producing same, and semiconductor device |
| JP2018505895A (en) * | 2015-02-19 | 2018-03-01 | ジェレスト テクノロジーズ， インコーポレイテッド | Silanes and silicones with distinct hydrophilic and oil repellent substitutions |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1495488A1 (en) | 1969-04-17 |
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