GB369725A - Improvements in the manufacture and production of conversion products of rubber - Google Patents
Improvements in the manufacture and production of conversion products of rubberInfo
- Publication number
- GB369725A GB369725A GB562931A GB562931A GB369725A GB 369725 A GB369725 A GB 369725A GB 562931 A GB562931 A GB 562931A GB 562931 A GB562931 A GB 562931A GB 369725 A GB369725 A GB 369725A
- Authority
- GB
- United Kingdom
- Prior art keywords
- peroxide
- rubber
- parts
- products
- acetyl
- 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
- 239000012084 conversion product Substances 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 2
- 239000000047 product Substances 0.000 abstract 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 12
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 abstract 12
- 150000002978 peroxides Chemical class 0.000 abstract 12
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 9
- 125000002252 acyl group Chemical group 0.000 abstract 9
- -1 aliphatic peroxides Chemical class 0.000 abstract 9
- 239000007788 liquid Substances 0.000 abstract 6
- 239000002904 solvent Substances 0.000 abstract 6
- RWBRGEXGHVGTBI-UHFFFAOYSA-N (2-bromoacetyl) 2-bromoethaneperoxoate Chemical compound BrCC(=O)OOC(=O)CBr RWBRGEXGHVGTBI-UHFFFAOYSA-N 0.000 abstract 3
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 abstract 3
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 3
- 239000004902 Softening Agent Substances 0.000 abstract 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 3
- 238000005904 alkaline hydrolysis reaction Methods 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- ZJRXSAYFZMGQFP-UHFFFAOYSA-N barium peroxide Chemical compound [Ba+2].[O-][O-] ZJRXSAYFZMGQFP-UHFFFAOYSA-N 0.000 abstract 3
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 3
- 239000001913 cellulose Substances 0.000 abstract 3
- 229920002678 cellulose Polymers 0.000 abstract 3
- 238000004040 coloring Methods 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000000945 filler Substances 0.000 abstract 3
- 239000010408 film Substances 0.000 abstract 3
- 150000008282 halocarbons Chemical class 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- 238000010348 incorporation Methods 0.000 abstract 3
- 239000004922 lacquer Substances 0.000 abstract 3
- 239000000463 material Substances 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 230000007935 neutral effect Effects 0.000 abstract 3
- 239000003960 organic solvent Substances 0.000 abstract 3
- KOPQZJAYZFAPBC-UHFFFAOYSA-N propanoyl propaneperoxoate Chemical compound CCC(=O)OOC(=O)CC KOPQZJAYZFAPBC-UHFFFAOYSA-N 0.000 abstract 3
- 239000007965 rubber solvent Substances 0.000 abstract 3
- 239000000725 suspension Substances 0.000 abstract 3
- 239000002966 varnish Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/04—Oxidation
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Conversion products of rubber are prepared by acting on rubber and the like in solution in rubber solvents with up to 1 molecular proportion of a neutral peroxide of a carboxylic acid for each diolefine group present. Suitable peroxides mentioned are aliphatic peroxides such as acetyl peroxide, succinic peroxide, propionyl peroxide, mono-, chloro, or mono-bromo-acetyl peroxide, which give products soluble in liquid hydrocarbons or liquid halogenated hydrocarbons, while aromatic peroxides such as benzoyl peroxide, phthalyl peroxide, cinnamic peroxide, or acetyl salicylic peroxide give products which do not dissolve but only swell in the above solvents. The products are stated to be acyl derivatives of a hydroxylated rubber. The acyl group may be split off by acid or alkaline hydrolysis to yield products similar to those obtained by the process of Specification 369,716. The products may be moulded when hot, their plasticity being varied within wide limits by the incorporation of softening agents, colouring materials and fillers. If compounds with alkyl and acyl cellulose derivatives are made they are soluble in organic solvents and may be used for the preparation of lacquers and varnishes, films or artificial threads. In an example 100 parts of acetic anhydride in 500 parts of ethyl ether is shaken at 50 DEG C. for 1 hour with a suspension of 110 parts of barium peroxide in 150 parts of water. The ethereal layer is separated, dried, and the ether distilled. The acetyl peroxide is dissolved in benzene and added to 1000 parts of rubber solution containing 50 parts of rubber and allowed to stand 24 hours. The solvent is removed in steam and a colourless product is obtained.ALSO:Conversion products of rubber are prepared by acting on rubber and the like in solution in rubber solvents with up to 1 molecular proportion of a neutral peroxide of a carboxylic acid for each diolefine group present. Suitable peroxides mentioned are aliphatic peroxides such as acetyl peroxide, succinic peroxide, propionyl peroxide mono chloro or monobromo-acetyl peroxide, which give products soluble in liquid hydrocarbons or liquid halogenated hydrocarbons, while aromatic peroxides such as benzoyl peroxide, phthalyl peroxide, cinnamic peroxide, or acetyl salicylic peroxide give products which do not dissolve but only swell in the above solvents. The products are stated to be acyl derivatives of a hydroxylated rubber. The acyl group may be split off by acid or alkaline hydrolysis to yield products similar to those obtained by the process of Specification 369,716. The products may be moulded when hot, their plasticity being varied within wide limits by the incorporation of softening agents, colouring materials and fillers. If compounds with alkyl and acyl cellulose derivatives are made they are soluble in organic solvents and may be used for the preparation of lacquers and varnishes, films or artificial threads. In an example 100 parts of acetic anhydride in 500 parts of ethyl ether is shaken at 5 DEG C. for 1 hour with a suspension of 110 parts of barium peroxide in 150 parts of water. The ethereal layer is separated, dried, and the ether distilled. The acetyl peroxide is dissolved in benzene and added to 1000 parts of rubber solutions containing 50 parts of rubber and allowed to stand 24 hours. The solvent is removed in steam and a colourless product is obtained.ALSO:Conversion products of rubber are prepared by acting on rubber and the like in solution in rubber solvents with up to 1 molecular proportion of a neutral peroxide of a carboxylic acid for each diolefine group present. Suitable peroxides mentioned are aliphatic peroxides such as acetyl peroxide, succinic peroxide, propionyl peroxide, mono chloro- or mono-bromo-acetyl peroxide, which give products soluble in liquid hydrocarbons or liquid halogenated hydrocarbons, while aromatic peroxides such as benzoyl peroxide, phthalyl peroxide, cinnamic peroxide, or acetyl salicylic peroxide give products which do not dissolve but only swell in the above solvents. The products are stated to be acyl derivatives of a hydroxylated rubber. The acyl group may be split off by acid or alkaline hydrolysis to yield products similar to those obtained by the process of Specification 369,716. The products may be moulded when hot, their plasticity being varied within wide limits by the incorporation of softening agents, colouring materials and fillers. If compounds with alkyl and acyl cellulose derivatives are made they are soluble in organic solvents and may be used for the preparation of lacquers and varnishes, films, or artificial threads. In an example 100 parts of acetic anhydride in 500 parts of ethyl ether is shaken at 50 DEG C. for one hour with a suspension of 110 parts of barium peroxide in 150 parts of water. The ethereal layer is separated, dried, and the ether distilled. The acetyl peroxide is dissolved in benzene and added to 1000 parts of rubber solutions containing 50 parts of rubber and allowed to stand 24 hours. The solvent is removed in steam and a colourless product is obtained.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB562931A GB369725A (en) | 1931-02-23 | 1931-02-23 | Improvements in the manufacture and production of conversion products of rubber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB562931A GB369725A (en) | 1931-02-23 | 1931-02-23 | Improvements in the manufacture and production of conversion products of rubber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB369725A true GB369725A (en) | 1932-03-31 |
Family
ID=9799663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB562931A Expired GB369725A (en) | 1931-02-23 | 1931-02-23 | Improvements in the manufacture and production of conversion products of rubber |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB369725A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2580358A (en) * | 1948-05-17 | 1951-12-25 | William T Miller | Method for storing perhaloacetyl peroxide and stabilized perhaloacetyl peroxide |
| US2580373A (en) * | 1948-05-17 | 1951-12-25 | Zimmerman Charles | Process for preparing perhaloacetyl peroxide |
| US2586550A (en) * | 1947-09-10 | 1952-02-19 | Atomic Energy Commission | Halogen-substituted acetyl peroxide catalyst for halo-olefin polymerization |
| US3028370A (en) * | 1957-09-09 | 1962-04-03 | Phillips Petroleum Co | Thermosetting resins |
| CN114573734A (en) * | 2022-03-10 | 2022-06-03 | 北京化工大学 | High-performance eucommia ulmoides gum elastomer capable of being stretched and crystallized and preparation method and application thereof |
-
1931
- 1931-02-23 GB GB562931A patent/GB369725A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2586550A (en) * | 1947-09-10 | 1952-02-19 | Atomic Energy Commission | Halogen-substituted acetyl peroxide catalyst for halo-olefin polymerization |
| US2580358A (en) * | 1948-05-17 | 1951-12-25 | William T Miller | Method for storing perhaloacetyl peroxide and stabilized perhaloacetyl peroxide |
| US2580373A (en) * | 1948-05-17 | 1951-12-25 | Zimmerman Charles | Process for preparing perhaloacetyl peroxide |
| US3028370A (en) * | 1957-09-09 | 1962-04-03 | Phillips Petroleum Co | Thermosetting resins |
| CN114573734A (en) * | 2022-03-10 | 2022-06-03 | 北京化工大学 | High-performance eucommia ulmoides gum elastomer capable of being stretched and crystallized and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB373643A (en) | Improvements in the manufacture and production of polymerisation products | |
| GB416558A (en) | Improvements in the manufacture of cellulose from ligno-cellulosic materials | |
| US1959590A (en) | Fatty acid esters of carbohydrates and method for producing | |
| GB369725A (en) | Improvements in the manufacture and production of conversion products of rubber | |
| US2492203A (en) | Esters of methacrylic acid | |
| US1988448A (en) | Production of conversion products of rubber | |
| GB401200A (en) | Manufacture of artificial masses | |
| US2288588A (en) | Solvent for organic film-forming materials | |
| US2183982A (en) | Manufacture of mixed esters of cellulose containing dicarboxylic acid groups | |
| GB434783A (en) | Manufacture of products of polymerisation | |
| US2138934A (en) | Sulphonamide compounds | |
| US2424074A (en) | Tall oil ester resins and their production | |
| US2249518A (en) | Plasticized cellulose derivative composition | |
| US2245208A (en) | Process of preparing mixed esters of cellulose containing dicarboxylic acid groups | |
| US2036271A (en) | Cellulose acetate compositions | |
| US2196751A (en) | Plasticized cellulose derivative composition | |
| US3025328A (en) | Alicyclic ethers | |
| US1909092A (en) | Organic solvents and plasticizer | |
| US2445642A (en) | Plastic composition composed of a cellulose compound and an indanol ester | |
| US2387841A (en) | Vinyl resin compositions | |
| GB488997A (en) | Manufacture of plastic masses and shaped articles therefrom | |
| US2196746A (en) | Plasticized cellulose derivative compositions | |
| US3119796A (en) | Monomers, polymers, and copolymers of vinyl acyl pinolates | |
| US1973693A (en) | New composition of matter and method of producing | |
| US1946643A (en) | Cellulose organic ester composition containing an ester of trichloro tertiary-butyl alcohol |