GB971168A - Organic isocyanates - Google Patents
Organic isocyanatesInfo
- Publication number
- GB971168A GB971168A GB9819/61A GB981961A GB971168A GB 971168 A GB971168 A GB 971168A GB 9819/61 A GB9819/61 A GB 9819/61A GB 981961 A GB981961 A GB 981961A GB 971168 A GB971168 A GB 971168A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bromination
- bromine
- methane
- dibromo
- diisocyanate
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/14—Derivatives of isocyanic acid containing at least two isocyanate groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/16—Preparation of derivatives of isocyanic acid by reactions not involving the formation of isocyanate groups
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/773—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur halogens
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises diisocyanates of the formula:-<FORM:0971168/C1/1> in which X1 and X2, which may be the same or different, are hydrogen, chlorine or bromine. Preferred compounds are the 3,31-dibromo-, 3,31,5,51-tetrabromo-, and 3,31-dibromo-5, 51-dichloro-4,41-diisocyanato-diphenyl methane. The isocyanates may be made by brominating the corresponding 4,41-diisocyanatodiphenyl methane in the absence of actinic light to introduce at least one bromine atom into each of the aromatic nuclei. They may also be obtained by brominating the corresponding 4,41-di-amino-diphenyl-methane, the amino groups being protected by acylation during bromination, and then, after removal of the protective groups by hydrolysis, converting the amino groups to isocyanate by reaction with phosgene. Bromination is preferably effected in the presence of a halogen carrier, such as iodine, and an inert solvent, such as carbon tetrachloride at temperatures up to 100 DEG C. The bromine-substituted product may be chlorinated or chlorination may precede the bromination. The chlorination may be effected at temperatures up to 80 DEG C., preferably 10-30 DEG C. An example describes the bromination of 4,41-diisocyanate diphenyl methane in carbon tetrachloride in the presence of iodine to give 3,31-dibromo-4,41-diisocyanato-diphenyl methane.ALSO:Polyurethane materials may be made from a mixture of diisocyanates including one or more of the formula: <FORM:0971168/C3/1> in which X1 and X2, which may be the same or different, are hydrogen, chlorine or bromine, in admixture with unbrominated diisocyanates for example by adding such a mixture to a polyol catalyst system together with antimony oxide and water. The proportion of brominated diisocyanate may be up to 50%, usually 20 to 25% by weight of the unbrominated diisocyanate. The resultant composition, after stirring is poured into a mould and cured, either at room or an elevated temperature.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9819/61A GB971168A (en) | 1961-03-17 | 1961-03-17 | Organic isocyanates |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9819/61A GB971168A (en) | 1961-03-17 | 1961-03-17 | Organic isocyanates |
Publications (1)
Publication Number | Publication Date |
---|---|
GB971168A true GB971168A (en) | 1964-09-30 |
Family
ID=9879394
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9819/61A Expired GB971168A (en) | 1961-03-17 | 1961-03-17 | Organic isocyanates |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB971168A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105949435A (en) * | 2016-06-28 | 2016-09-21 | 合众(佛山)化工有限公司 | Self-flame retardant type waterborne polyurethane emulsion and preparation method thereof |
CN110607068A (en) * | 2019-08-19 | 2019-12-24 | 武汉华星光电半导体显示技术有限公司 | Polymer film, preparation method thereof and flexible folding panel |
-
1961
- 1961-03-17 GB GB9819/61A patent/GB971168A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105949435A (en) * | 2016-06-28 | 2016-09-21 | 合众(佛山)化工有限公司 | Self-flame retardant type waterborne polyurethane emulsion and preparation method thereof |
CN105949435B (en) * | 2016-06-28 | 2018-10-23 | 合众(佛山)化工有限公司 | A kind of self-flame-retardant aqueous polyurethane lotion and preparation method thereof |
CN110607068A (en) * | 2019-08-19 | 2019-12-24 | 武汉华星光电半导体显示技术有限公司 | Polymer film, preparation method thereof and flexible folding panel |
WO2021031359A1 (en) * | 2019-08-19 | 2021-02-25 | 武汉华星光电半导体显示技术有限公司 | Polymer film, preparation method therefor and flexible folding panel |
US11479632B2 (en) | 2019-08-19 | 2022-10-25 | Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. | Polymer film, method of preparing the same, and flexible folding panel |
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