GB882053A - Poly-substituted ammonium silicon compounds and process for their preparation - Google Patents
Poly-substituted ammonium silicon compounds and process for their preparationInfo
- Publication number
- GB882053A GB882053A GB30935/57A GB3093557A GB882053A GB 882053 A GB882053 A GB 882053A GB 30935/57 A GB30935/57 A GB 30935/57A GB 3093557 A GB3093557 A GB 3093557A GB 882053 A GB882053 A GB 882053A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aralkyl
- specifications
- alkyl
- silicon
- grouping
- 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
- UHIFJPAQGVQMPP-UHFFFAOYSA-N N.[Si+4] Chemical class N.[Si+4] UHIFJPAQGVQMPP-UHFFFAOYSA-N 0.000 title abstract 3
- -1 nitro- Chemical group 0.000 abstract 9
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229920001296 polysiloxane Polymers 0.000 abstract 3
- 239000002518 antifoaming agent Substances 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 150000004820 halides Chemical class 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- ZDZQMINKLUECNL-UHFFFAOYSA-N 1-chloro-4-(2-iodoethyl)benzene Chemical class ClC1=CC=C(CCI)C=C1 ZDZQMINKLUECNL-UHFFFAOYSA-N 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- BOXDGARPTQEUBR-UHFFFAOYSA-N azane silane Chemical class N.[SiH4] BOXDGARPTQEUBR-UHFFFAOYSA-N 0.000 abstract 1
- 150000005524 benzylchlorides Chemical class 0.000 abstract 1
- 150000001649 bromium compounds Chemical class 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000002210 silicon-based material Substances 0.000 abstract 1
- 229920002545 silicone oil Polymers 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 229920001187 thermosetting polymer Polymers 0.000 abstract 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 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
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- 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
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
Substituted ammonium silicon compounds containing the grouping <FORM:0882053/III/1> where R is alkyl, aralkyl or nitro-, athoxy- or halo-aralkyl, X is halogen, a is at least 3, s is 1 to 3, t is 0 to 2 and s + t is 3, are useful as anti-foam agents. In Example 4, the compound CH3(I)NH2(CH2)3Si(OC2H5)3\t is used as such in an aqueous solution of tri-sodium phosphate. Specifications 882,054, 882,062, 882,069 and 882,096 are referred to. Reference has been directed by the Comptroller to Specifications 684,296, 769,498 and 795,894.ALSO:Polysubstituted ammonium silicon compounds containing the grouping <FORM:0882053/IV (a)/1> where R is alkyl, aralkyl, or nitro-, alkoxy- or halo-aralkyl, X is halogen, a is at least 3, s is 1 to 3, t is 0 to 2 and s+t is 3, are prepared by reacting a halide RX with an aminoalkyl silicon compound having the grouping H2N(CH2)aSi. Th compounds which are claimed have the above formula where the remaining silicon valencies are satisfied by alkoxy radicals with or without alkyl or aryl radicals; but polysiloxanes are included. The polysiloxanes may also be prepared by hydrolyzing the ammonium silanes. The starting silicon materials are described in Specifications 882,054, 882,062, 882,069 and 882,096. Suitable halides are methyl, ethyl, propyl and benzyl chlorides, methyl and p-chlorophenethyl iodides, and ethyl, butyl and anisyl bromides. The yield of tri- and tetrasubstituted ammonium salts is increased if the hydrogen halide by-product is removed as it is formed, e.g. by reacting under reduced pressure. Temperatures of -5 DEG to 150 DEG C. are specified, and organic solvents may be present, e.g. alcohols, ethers and hydrocarbons, some of which appear to influence the degree of substitution on the nitrogen atom. The examples describe the preparation of (1) <FORM:0882053/IV (a)/2> , (2) <FORM:0882053/IV (a)/3> and (3) <FORM:0882053/IV (a)/4> , and (4) the use of (1) as an anti-foam agent. The Specification also refers to the reaction of gamma-aminopropyl polysiloxane or the cyclic tetramer of delta-aminobutylmethylsiloxane with an alkyl or aralkyl halide. The compounds are also useful as sizes for fibrous glass surfaces and as modifiers for silicone oils, greases, rubber and thermosetting resins. Reference has been directed by the Comptroller to Specifications 684,296, 769,498 and 795,894.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US882053XA | 1956-10-12 | 1956-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB882053A true GB882053A (en) | 1961-11-08 |
Family
ID=22209990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30935/57A Expired GB882053A (en) | 1956-10-12 | 1957-10-03 | Poly-substituted ammonium silicon compounds and process for their preparation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB882053A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005030A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4005024A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Rinse aid composition containing an organosilane |
| US4005028A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing detergent composition |
| EP0065643A1 (en) * | 1981-05-21 | 1982-12-01 | Degussa Aktiengesellschaft | Polymeric ammonium compounds with a silica-like structure, process for producing them and their use |
| EP0076625A1 (en) * | 1981-10-03 | 1983-04-13 | Dow Corning Limited | Treating textile fibres |
| DE10036522A1 (en) * | 2000-07-27 | 2002-02-21 | Ge Bayer Silicones Gmbh & Co | Novel linear aminoacid modified polyquaternary polysiloxanes are useful in cosmetic formulations for skin and hair care, in polishes and as softeners |
-
1957
- 1957-10-03 GB GB30935/57A patent/GB882053A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005030A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing anionic detergent composition |
| US4005024A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Rinse aid composition containing an organosilane |
| US4005028A (en) * | 1975-04-22 | 1977-01-25 | The Procter & Gamble Company | Organosilane-containing detergent composition |
| EP0065643A1 (en) * | 1981-05-21 | 1982-12-01 | Degussa Aktiengesellschaft | Polymeric ammonium compounds with a silica-like structure, process for producing them and their use |
| EP0076625A1 (en) * | 1981-10-03 | 1983-04-13 | Dow Corning Limited | Treating textile fibres |
| DE10036522A1 (en) * | 2000-07-27 | 2002-02-21 | Ge Bayer Silicones Gmbh & Co | Novel linear aminoacid modified polyquaternary polysiloxanes are useful in cosmetic formulations for skin and hair care, in polishes and as softeners |
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