GB1008462A - Improvements in and relating to organosilicon compounds - Google Patents
Improvements in and relating to organosilicon compoundsInfo
- Publication number
- GB1008462A GB1008462A GB2967061A GB2967061A GB1008462A GB 1008462 A GB1008462 A GB 1008462A GB 2967061 A GB2967061 A GB 2967061A GB 2967061 A GB2967061 A GB 2967061A GB 1008462 A GB1008462 A GB 1008462A
- Authority
- GB
- United Kingdom
- Prior art keywords
- atoms
- glass cloth
- aminoalkyl
- compound
- formula
- 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 abstract 4
- -1 hydrocarbon radical Chemical class 0.000 abstract 9
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 239000004744 fabric Substances 0.000 abstract 5
- 239000011521 glass Substances 0.000 abstract 5
- 239000000049 pigment Substances 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 238000004040 coloring Methods 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 239000011230 binding agent Substances 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000011152 fibreglass Substances 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 239000005046 Chlorosilane Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000012298 atmosphere Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 abstract 1
- 239000004205 dimethyl polysiloxane Substances 0.000 abstract 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 238000007654 immersion Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 229910000077 silane Inorganic materials 0.000 abstract 1
- 150000004756 silanes Chemical class 0.000 abstract 1
- 238000004513 sizing Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
Classifications
-
- 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
-
- 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
- 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
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)
- Surface Treatment Of Glass Fibres Or Filaments (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Abstract
N - (aminoalkyl) - aminoalkyl silicon compounds may be made by reacting under anhydrous conditions at 50 DEG to 300 DEG C. (1) a silane of the formula (A) <FORM:1008462/C3/1> wherein R1 is a divalent saturated hydrocarbon radical, R is a monovalent hydrocarbon radical of 1 to 10 C atoms and free from aliphatic unsaturation, A is an alkoxy radical of 1 to 8 C atoms, b is 0 or 1, and the Cl is removed from Si by at least 3 C atoms, or a siloxane containing a unit of the formula (B) <FORM:1008462/C3/2> with (2) a diamino compound of the formula (D) <FORM:1008462/C3/3> wherein r is an integer of 2 to 6, the N atoms bonded to the CrH2r group are separated by at least 2 C atoms, G is selected from H, b -hydroxyethyl, alkyl radicals of 1 to 6 C atoms and (CH2.CH2NH)sH radicals wherein s is 1, 2 or 3, and G1 is selected from H, b -aminoethyl, b -hydroxyethyl and alkyl radicals of 1 to 6 C atoms, the molar ratio of (2) to (1) being at least 3: 1. Numerous examples of reactants are given. The reaction may be effected with or without a solvent, under normal or super atmospheric pressure, and preferably in an inert atmosphere. Preferably the chloroalkyl silicon compound is slowly injected into a reactor containing the diamino compound and a solvent and maintained at reaction temperature. In one embodiment the chloroalkyl chlorosilane is reacted with the diamino compound and an alcohol. Examples describe the above preparation of (1) to (5) and (19) silanes and (7) to (18) siloxanes. Example (6) describes the preparation of g -chlorobutylmethylsiloxy-modified dimethylpolysiloxane. Uses.-As sizing agents for glass cloth in making laminates; and as pigment binders for colouring fibre glass subtrates.ALSO:N-(aminoalkyl)aminoalkyl silanes and siloxanes (see Division C3) are used (i) for coating glass cloth, e.g. by immersion in an aqueous or other solvent solution of the organosilicon compound, and (ii) as pigment binders for colouring fibre glass substrates, e.g. glass cloth, thus a pigment is dispersed in an aqueous solution of the organosilicon compound, formic, acetic or propionic acid being added to solubilize the organosilicon compound; glass cloth is then treated with this dispersion, passed through a padder roll and heat cured. Many pigments are specified. Example 20 describes the above method of colouring glass cloth. Reference has been directed by the Comptroller to Specification 858,445.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5031960A | 1960-08-18 | 1960-08-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1008462A true GB1008462A (en) | 1965-10-27 |
Family
ID=21964573
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2967061A Expired GB1008462A (en) | 1960-08-18 | 1961-08-17 | Improvements in and relating to organosilicon compounds |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1152695B (en) |
| GB (1) | GB1008462A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4256623A (en) | 1978-07-06 | 1981-03-17 | Dynamit Nobel Aktiengesellschaft | Binding agents prepared from resins containing adhesivizing agents of long shelf life |
| EP0412483A2 (en) * | 1989-08-07 | 1991-02-13 | Dow Corning Corporation | Alkanolamino functional siloxane compositions |
| US9085712B2 (en) | 2013-03-14 | 2015-07-21 | Bayer Materialscience Llc | Fast cure aspartate polysiloxane hybrid coating |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2254117C2 (en) * | 1972-11-04 | 1984-08-02 | Dynamit Nobel Ag, 5210 Troisdorf | N-substituted β-aminoethylsilanes and their uses |
| DE19854218A1 (en) | 1998-11-25 | 2000-05-31 | Degussa | 3-methacryloxy and 3-acryloxyisobutylalkoxysilanes |
-
1961
- 1961-08-17 GB GB2967061A patent/GB1008462A/en not_active Expired
- 1961-08-18 DE DEU8278A patent/DE1152695B/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4256623A (en) | 1978-07-06 | 1981-03-17 | Dynamit Nobel Aktiengesellschaft | Binding agents prepared from resins containing adhesivizing agents of long shelf life |
| EP0412483A2 (en) * | 1989-08-07 | 1991-02-13 | Dow Corning Corporation | Alkanolamino functional siloxane compositions |
| EP0412483A3 (en) * | 1989-08-07 | 1992-01-22 | Dow Corning Corporation | Alkanolamino functional siloxane compositions |
| US9085712B2 (en) | 2013-03-14 | 2015-07-21 | Bayer Materialscience Llc | Fast cure aspartate polysiloxane hybrid coating |
| US9957417B2 (en) | 2013-03-14 | 2018-05-01 | Covestro Llc | Fast cure aspartate polysiloxane hybrid coating |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1152695B (en) | 1963-08-14 |
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