GB1208907A - Two-component curable polyurethane compositions - Google Patents
Two-component curable polyurethane compositionsInfo
- Publication number
- GB1208907A GB1208907A GB51430/67A GB5143067A GB1208907A GB 1208907 A GB1208907 A GB 1208907A GB 51430/67 A GB51430/67 A GB 51430/67A GB 5143067 A GB5143067 A GB 5143067A GB 1208907 A GB1208907 A GB 1208907A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon
- silicon
- complex
- pentaco
- ordinate
- 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
- 239000000203 mixture Substances 0.000 title abstract 5
- 229920002635 polyurethane Polymers 0.000 title abstract 3
- 239000004814 polyurethane Substances 0.000 title abstract 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 12
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 6
- 229910052710 silicon Inorganic materials 0.000 abstract 6
- 239000010703 silicon Substances 0.000 abstract 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229920000768 polyamine Polymers 0.000 abstract 1
- 229920005906 polyester polyol Polymers 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003376 silicon Chemical class 0.000 abstract 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 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
- C07F7/04—Esters of silicic acids
- C07F7/07—Cyclic esters
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
1,208,907. Curable polyurethane compositions; pentaco-ordinate silicon complexes. DOW CORNING CORP. 13 Nov., 1967 [12 Dec., 1966], No. 51430/67. Headings C3R and C3S. Curable polyurethane compositions comprise (1) a curable polyurethane prepolymer, and (2) a pentaco-ordinate silicon complex of the general formula wherein each R is a hydrogen atom or monovalent radical attached to the carbon atom via a carbon-to-carbon bond, R<SP>1</SP> is a monovalent radical attached to the Si atom via a carbon-to-silicon bond or carbon-to-oxygento-silicon bond, and A is a cation formed from an amine containing an active hydrogen atom, there being sufficient of (2) present to cause (1) to cure upon heating of the composition. The prepolymers (1) are suitably based on polyether or polyester polyols. In the complex (2) R is suitably a hydrogen atom or a monovalent hydrocarbon, halogenohydrocarbon, aminohydrocarbon, cyanohydrocarbon or carboxyhydrocarbon radical and R<SP>1</SP> is suitably a hydrocarbon or alkoxy radical containing 1 to 6 carbon atoms. The cation A may be formed from a mono-, di- or polyamine, preferably a primary amine. On heating, the amine is released from the complex and the prepolymer is cured. In examples, a polyurethane prepolymer is cured using complexes of the formula wherein (2) A is H 3 N(CH 2 ) 6 NH 3 , R is H and R<SP>1</SP> is -O-C 2 H 5 , (3 and 4) A is [(CH 3 ) 2 N] 2 C = NH 2 , R is derived from propylene glycol (i.e. is CH 3 - or H and R<SP>1</SP> is C 6 H 5 , (5) A is H 3 N(CH 2 ) 6 NH 3 , R is derived from propylene glycol (i.e. is CH 3 - or H) and R<SP>1</SP> is -O-C 2 H 5 , (6) A is (H 3 NCH 2 CH 2 ) 2 NH, R is H and R<SP>1</SP> is C 6 H 5 , (7) A is (H 3 NCH 2 CH 2 ) 2 NH, R is derived from propylene glycol (i.e. is CH 3 - or H) and R<SP>1</SP> is -O-C 2 H 5 , and (8) A is H 3 N(CH 2 ) 6 NH 3 , R is CH 3 and R<SP>1</SP> is C 6 H 5 . A pentaco-ordinate silicon complex of the formula is prepared by heating at reflux a mixture of phenyltrimethoxysilane, propylene glycol and tetramethyl guanidine in acetonitrile. A pentaco-ordinate silicon complex of the formula is prepared by reacting (C 2 H 5 O) 4 Si, ethylene glycol, hexamethylene diamine and acetonitrile. Specification 1,208,908 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60076366A | 1966-12-12 | 1966-12-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1208907A true GB1208907A (en) | 1970-10-14 |
Family
ID=24404947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51430/67A Expired GB1208907A (en) | 1966-12-12 | 1967-11-13 | Two-component curable polyurethane compositions |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT279900B (en) |
| BE (1) | BE707787A (en) |
| DE (1) | DE1669994A1 (en) |
| GB (1) | GB1208907A (en) |
| NL (2) | NL6716786A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004031256A1 (en) * | 2002-10-01 | 2004-04-15 | Akzo Nobel Coatings International B.V. | Coating composition comprising a compound comprising a spiro-ortho silicate group |
-
0
- NL NL127627D patent/NL127627C/xx active
-
1967
- 1967-11-13 GB GB51430/67A patent/GB1208907A/en not_active Expired
- 1967-12-11 NL NL6716786A patent/NL6716786A/xx unknown
- 1967-12-11 BE BE707787D patent/BE707787A/xx unknown
- 1967-12-11 DE DE19671669994 patent/DE1669994A1/en active Pending
- 1967-12-12 AT AT1121567A patent/AT279900B/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004031256A1 (en) * | 2002-10-01 | 2004-04-15 | Akzo Nobel Coatings International B.V. | Coating composition comprising a compound comprising a spiro-ortho silicate group |
| US7015298B2 (en) | 2002-10-01 | 2006-03-21 | Akzo Nobel N.V. | Coating composition comprising a compound comprising a spiro-ortho silicate group |
Also Published As
| Publication number | Publication date |
|---|---|
| BE707787A (en) | 1968-06-11 |
| DE1669994A1 (en) | 1970-10-29 |
| AT279900B (en) | 1970-03-25 |
| NL6716786A (en) | 1968-06-13 |
| NL127627C (en) | 1900-01-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |