GB968470A - 2,4,4-trimethylpentyl silicon compounds - Google Patents
2,4,4-trimethylpentyl silicon compoundsInfo
- Publication number
- GB968470A GB968470A GB1381962A GB1381962A GB968470A GB 968470 A GB968470 A GB 968470A GB 1381962 A GB1381962 A GB 1381962A GB 1381962 A GB1381962 A GB 1381962A GB 968470 A GB968470 A GB 968470A
- Authority
- GB
- United Kingdom
- Prior art keywords
- parts
- group
- trimethylpentyl
- trimethylpentene
- silanes
- 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
- RSFRQSFKQPLYJL-UHFFFAOYSA-N CC(C[Si])CC(C)(C)C Chemical class CC(C[Si])CC(C)(C)C RSFRQSFKQPLYJL-UHFFFAOYSA-N 0.000 title 1
- -1 2,4,4-trimethylpentyl group Chemical group 0.000 abstract 8
- 150000004756 silanes Chemical class 0.000 abstract 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 abstract 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 4
- 229920001296 polysiloxane Polymers 0.000 abstract 4
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 abstract 3
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 abstract 3
- 239000001768 carboxy methyl cellulose Substances 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 235000010944 ethyl methyl cellulose Nutrition 0.000 abstract 3
- 229920003087 methylethyl cellulose Polymers 0.000 abstract 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 3
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 abstract 3
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000002518 antifoaming agent Substances 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 2
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 abstract 2
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000000377 silicon dioxide Substances 0.000 abstract 2
- RGYAVZGBAJFMIZ-UHFFFAOYSA-N 2,3-dimethylhex-2-ene Chemical compound CCCC(C)=C(C)C RGYAVZGBAJFMIZ-UHFFFAOYSA-N 0.000 abstract 1
- LAAVYEUJEMRIGF-UHFFFAOYSA-N 2,4,4-trimethylpent-2-ene Chemical compound CC(C)=CC(C)(C)C LAAVYEUJEMRIGF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 238000007259 addition reaction Methods 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 230000003254 anti-foaming effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- KTQYJQFGNYHXMB-UHFFFAOYSA-N dichloro(methyl)silicon Chemical compound C[Si](Cl)Cl KTQYJQFGNYHXMB-UHFFFAOYSA-N 0.000 abstract 1
- 239000012530 fluid Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000005048 methyldichlorosilane Substances 0.000 abstract 1
- 239000004200 microcrystalline wax Substances 0.000 abstract 1
- 235000019808 microcrystalline wax Nutrition 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 125000000962 organic group Chemical group 0.000 abstract 1
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 229910000077 silane Inorganic materials 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000002904 solvent 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
-
- 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
-
- 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
-
- 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
- C08G77/38—Polysiloxanes modified by chemical after-treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
The invention comprises compounds of the formula RaR1bSiX4-2-b, where R is a 2,4,4-trimethylpentyl group, R1 is H or an alkyl group containing not more than 6 carbon atoms or an aryl or aralkyl group, X is halogen or an alkoxy or acyloxy group of at most 4 carbon atoms, a is 1 or 2, b is 0, 1 or 2, and a+b is at most 3, or total or partial hydrolysates thereof, or a polysiloxane containing at least one unit RaR1bSi<. The silanes are prepared by the reaction of 2,4,4-trimethylpentene-1 with a hydrolysable silane containing at least one Si-H group. Silanes in which X is alkoxy or acyloxy are conveniently obtained from the corresponding halides. The siloxanes are obtained by hydrolysis of the silanes, or by cohydrolysis of these with other hydrolysable silanes, or, preferably, by reaction of 2,4,4-trimethylpentene-1 with linear or cyclic organohydrogenpolysiloxanes. The addition reaction is preferably carried out in the presence of a platinum-containing catalyst, amounting to 10-6 to 10-1 gm. atoms of Pt per mole of olefin. 2,4,4-trimethylpentene-2 may be used in place of some or all of the 2,4,4-trimethylpentene-1, or a mixture consisting mainly of these may be used. The siloxanes may contain as little as one trimethylpentyl group at one or each end of a chain, but preferably should contain at least 30 such groups per 100 silicon atoms, and often require at least one group on each atom. The remaining organic groups may be alkyl, aryl or aralkyl. Examples describe the use of a chloroplatinic acid catalyst, and a cyclohexene-platinous chloride catalyst in the reaction of a trimethylpentene mixture with methyldichlorosilane, trichlorsilane, and various trimethylsilyl-ended or cyclic polymethylhydrogen siloxanes. Example 11 describes the use of an emulsion containing 95 parts of methyl-(2,4,4-trimethylpentyl)-polysiloxane, 5 parts of a finely divided silica, 0.5 parts of methylethylcellulose, 0.5 parts of sodium carboxymethylcellulose, and 1.5 parts of glycerol monostearate in 57.5 parts of water, as an antifoaming agent (see Division B1), and the use of the same organopolysiloxane with methylethylcellulose, sodium carboxymethylcellulose, a microcrystalline wax, a hydrocarbon solvent and water, in a polish.ALSO:Antifoaming agents comprise silanes or siloxanes containing at least one 2,4,4-trimethylpentyl group attached directly to silicon in the molecule. Examples 11 and 12 describe the preparation and antifoaming effect of emulsions containing 95 parts of a methyl-(2,4,4-trimethylpentyl)-polysiloxane fluid, 5 parts of a fine silica, 0,5 parts of methyl ethyl cellulose, 0,5 parts of sodium carboxymethylcellulose, 1,5 parts of glycerol monostearate, and 57,5 parts of water.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1381962A GB968470A (en) | 1962-04-10 | 1962-04-10 | 2,4,4-trimethylpentyl silicon compounds |
| FR931133A FR1359431A (en) | 1962-04-10 | 1963-04-10 | New organosilicon compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1381962A GB968470A (en) | 1962-04-10 | 1962-04-10 | 2,4,4-trimethylpentyl silicon compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB968470A true GB968470A (en) | 1964-09-02 |
Family
ID=10029971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1381962A Expired GB968470A (en) | 1962-04-10 | 1962-04-10 | 2,4,4-trimethylpentyl silicon compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB968470A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1101786A1 (en) * | 1999-11-22 | 2001-05-23 | General Electric Company | Process for the preparation of silicone fluids |
-
1962
- 1962-04-10 GB GB1381962A patent/GB968470A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1101786A1 (en) * | 1999-11-22 | 2001-05-23 | General Electric Company | Process for the preparation of silicone fluids |
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