GB882059A - Organosilicon carbamyl compounds and process for producing the same - Google Patents
Organosilicon carbamyl compounds and process for producing the sameInfo
- Publication number
- GB882059A GB882059A GB30942/57A GB3094257A GB882059A GB 882059 A GB882059 A GB 882059A GB 30942/57 A GB30942/57 A GB 30942/57A GB 3094257 A GB3094257 A GB 3094257A GB 882059 A GB882059 A GB 882059A
- Authority
- GB
- United Kingdom
- Prior art keywords
- gamma
- beta
- aryl
- compound
- alkyl
- 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
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 title 1
- -1 polysiloxanes Polymers 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 229920001296 polysiloxane Polymers 0.000 abstract 2
- KPUSPLCTSXNZAK-UHFFFAOYSA-N 4-(3-triethoxysilylpropanoylamino)benzoic acid Chemical compound C(=O)(O)C1=CC=C(C=C1)NC(=O)CC[Si](OCC)(OCC)OCC KPUSPLCTSXNZAK-UHFFFAOYSA-N 0.000 abstract 1
- JSAZCEWOXSMCID-UHFFFAOYSA-N N-butyl-3-triethoxysilylpropanamide Chemical compound C(CCC)NC(=O)CC[Si](OCC)(OCC)OCC JSAZCEWOXSMCID-UHFFFAOYSA-N 0.000 abstract 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 abstract 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 abstract 1
- 239000006096 absorbing agent Substances 0.000 abstract 1
- 239000000370 acceptor Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229960004050 aminobenzoic acid Drugs 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 229920005565 cyclic polymer Polymers 0.000 abstract 1
- 229940035422 diphenylamine Drugs 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract 1
- 150000002830 nitrogen compounds Chemical class 0.000 abstract 1
- 150000003961 organosilicon compounds Chemical class 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 150000004756 silanes Chemical class 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 229920001187 thermosetting polymer Polymers 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
Organosilicon compounds containing a carbamylalkylsilyl grouping of the formula <FORM:0882059/IV (a)/1> where R and R1 are hydrogen, alkyl, aryl or substituted alkyl or aryl groups, and a is at least 2, are prepared by reacting a compound containing the grouping <FORM:0882059/IV (a)/2> where M is halogen, hydroxy or the group OR11 where R11 is alkyl or aryl, with a compound RR1NH. The products which are claimed are those of the above formula in which the remaining valencies of the silicon are attached to R11bX3-b\t radicals, X being alkoxy, and include silanes and polysiloxanes. The preferred starting materials are esters of carboxyalkylalkoxysilanes, and carboxyalkylpolysiloxanes and their ester and halide derivatives, and include low cyclic polymers and copolymers. These are described in Specifications 882,094 and 882,095. The nitrogen compounds are ammonia or primary or secondary amines and the substituents in the R and R1 groups may be nitro, amino, hydroxy, alkoxy, halo, carboxy, carbalkoxy or carbaryloxy. Examples of amines are methylamine, aniline, p-aminobenzoic acid, n-butylamine, propylene diamine, dimethylamine, methyl phenyl amine, diphenyl amine and phenylethylamine. The reaction may be effected in an organic liquid. Hydrogen halide acceptors such as tertiary amines may be present where appropriate. The examples describe the preparation of (1) beta-(N - p - carboxyphenyl)carbamylethyltriethoxysilane; (2) beta-(N-n-butyl)carbamylethyltriethoxysilane; (3) beta-(N-phenyl)carbamylethyltriethoxy; (4) gamma-(N-3-aminopropyl)carbamylpropylmethyldiethoxysilane; (5) gamma-carbamylpropylmethyldiethoxysilane; (6) and (7) a Me3SiO- end-blocked dimethylsiloxane oil containing gamma-carbamylpropylmethylsiloxane units; (8) a Me3SiO- end-blocked oil containing gamma-(N-2-aminoethyl)carbamylpropylmethylsiloxane; gamma-carboxypropylmethylsiloxane and dimethylsiloxane units. Uses: The compound in Example 1 is an absorber of ultra-violet light. Other compounds:-additives to thermosetting resins and other polysiloxanes, adhesives, sizes for fibrous materials particularly glass.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US882059XA | 1956-10-12 | 1956-10-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB882059A true GB882059A (en) | 1961-11-08 |
Family
ID=22209998
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30942/57A Expired GB882059A (en) | 1956-10-12 | 1957-10-03 | Organosilicon carbamyl compounds and process for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB882059A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0012834A2 (en) * | 1978-12-29 | 1980-07-09 | Union Carbide Corporation | Aminoorganosilicon acylamino compounds |
| JP2008512493A (en) * | 2004-09-10 | 2008-04-24 | ダイオネックス コーポレイション | Organosilane and substrate bonded thereto |
| US7956150B2 (en) | 2004-12-16 | 2011-06-07 | Dow Corning Corporation | Amide-substituted silicones and methods for their preparation and use |
| US8618039B2 (en) | 2006-12-15 | 2013-12-31 | Dow Corning India | Granular materials for finishing denim |
-
1957
- 1957-10-03 GB GB30942/57A patent/GB882059A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0012834A2 (en) * | 1978-12-29 | 1980-07-09 | Union Carbide Corporation | Aminoorganosilicon acylamino compounds |
| EP0012834A3 (en) * | 1978-12-29 | 1980-07-23 | Union Carbide Corporation | Aminoorganosilicon acylamino compounds |
| JP2008512493A (en) * | 2004-09-10 | 2008-04-24 | ダイオネックス コーポレイション | Organosilane and substrate bonded thereto |
| US8425778B2 (en) | 2004-09-10 | 2013-04-23 | Dionex Corporation | Organosilanes and substrate bonded with same |
| US7956150B2 (en) | 2004-12-16 | 2011-06-07 | Dow Corning Corporation | Amide-substituted silicones and methods for their preparation and use |
| US8618039B2 (en) | 2006-12-15 | 2013-12-31 | Dow Corning India | Granular materials for finishing denim |
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