GB573530A - Improvements in or relating to the manufacture and application of synthetic rubber-like materials - Google Patents
Improvements in or relating to the manufacture and application of synthetic rubber-like materialsInfo
- Publication number
- GB573530A GB573530A GB845841A GB845841A GB573530A GB 573530 A GB573530 A GB 573530A GB 845841 A GB845841 A GB 845841A GB 845841 A GB845841 A GB 845841A GB 573530 A GB573530 A GB 573530A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- cyano
- chlorocrotonaldehyde
- cyanhydrin
- butadiene
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- 239000000839 emulsion Substances 0.000 abstract 2
- FXJVNINSOKCNJP-UHFFFAOYSA-N 4-methylbenzenesulfinic acid Chemical compound CC1=CC=C(S(O)=O)C=C1 FXJVNINSOKCNJP-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- 230000000397 acetylating effect Effects 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 238000000197 pyrolysis Methods 0.000 abstract 1
- JAUCIKCNYHCSIR-UHFFFAOYSA-M sodium;2-cyanoacetate Chemical compound [Na+].[O-]C(=O)CC#N JAUCIKCNYHCSIR-UHFFFAOYSA-M 0.000 abstract 1
- 229920003051 synthetic elastomer Polymers 0.000 abstract 1
- 239000005061 synthetic rubber Substances 0.000 abstract 1
- 238000010792 warming Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/14—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F236/16—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Synthetic rubber is produced by copolymerizing a mixture of at least two ingredients, one of which is butadiene-1-3 or 2-chlorbutadiene-1-3 or a methyl or dimethyl derivative of either, and the other a conjugated diene having both chloro and cyano substituents. The polymerization may be effected in aqueous emulsion, a number of emulsifying agents being listed. In examples: (1) and (3) chloroprene is polymerized together with 2-chloro-1-cyanobutadiene-1-3 and with 2-chloro-1-cyanopentadiene-1-3 respectively in aqueous emulsion containing sulphated sperm oil alcohols, p-toluene sulphinic acid and acetic acid; (5) butadiene-1-3 and 2-chloro-1-cyanobutadiene-1-3 are polymerized as in example 1. Specifications 280,661, [Class 2 (iii),, and 520,272 are referred to. 2-Chloro-1-cyano-butadiene-1-3 is made by pyrolysis of a -chlorocrotonaldehyde cyanhydrin acetate in a manner similar to that described in Specification 520,272. a -Chlorocrotonaldehyde cyanhydrin acetate is made by acetylating the cyanhydrin with acetic anhydride. 3-Chloro-1-cyanopentadiene-1-3 is made by decarboxylation of 3-chloro-1-cyano-sorbic acid by warming with quinoline and copper powder. 3-Chloro-1-cyano-sorbic acid is made by adding a -chlorocrotonaldehyde to aqueous sodium cyanoacetate at pH 10-12 at 3-8 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB845841A GB573530A (en) | 1941-07-04 | 1941-07-04 | Improvements in or relating to the manufacture and application of synthetic rubber-like materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB845841A GB573530A (en) | 1941-07-04 | 1941-07-04 | Improvements in or relating to the manufacture and application of synthetic rubber-like materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB573530A true GB573530A (en) | 1945-11-26 |
Family
ID=9852856
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB845841A Expired GB573530A (en) | 1941-07-04 | 1941-07-04 | Improvements in or relating to the manufacture and application of synthetic rubber-like materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB573530A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2227247A (en) * | 1988-12-20 | 1990-07-25 | Donald Alfred Bennett | Substituted butadiene polymer |
-
1941
- 1941-07-04 GB GB845841A patent/GB573530A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2227247A (en) * | 1988-12-20 | 1990-07-25 | Donald Alfred Bennett | Substituted butadiene polymer |
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