GB677585A - Improvements in or relating to synthetic rubbers and method of stabilizing same - Google Patents
Improvements in or relating to synthetic rubbers and method of stabilizing sameInfo
- Publication number
- GB677585A GB677585A GB12310/50A GB1231050A GB677585A GB 677585 A GB677585 A GB 677585A GB 12310/50 A GB12310/50 A GB 12310/50A GB 1231050 A GB1231050 A GB 1231050A GB 677585 A GB677585 A GB 677585A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tert
- methyl
- phenol
- heptane
- methylene
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Synthetic rubbers, such as copolymers of butadiene with styrene or acrylonitrile, produced by the polymerization of the ingredients in latex form, are stabilized by addition to the latex, prior to coagulation, of a 2,21-methylene bis-(4,6-dialkyl phenol) of the general formula <FORM:0677585/IV (a)/1> where R1 is an alkyl radical of 1 to 3 carbon atoms, and R2 is a tert.-alkyl radical of 4 to 8 carbon atoms, the linkage from the tertiary carbon atom being directly to the benzene nucleus. Phenols specified are 2,21-methylene bis-(4-methyl-6-tert.-butyl phenol), and 2,21-methylene bis-(4-methyl-6-tert.-butyl phenol).ALSO:The preparation of 2,21-methylene bis-(4,6-dialkyl phenols) is described in examples. 2,21 - methylene - bis - (4 - methyl - 6 - tert. - butyl phenol) is prepared by treating a mixture of 4 - methyl - 6 - tert. - butyl phenol, concentrated hydrochloric acid and heptane with 36 per cent aqueous formaldehyde solution, followed by digestion at 50-60 DEG C.; after cooling the solid product is filtered off and washed with heptane-water mixture. 2,21-Methylene-bis-(4-methyl-6-tert.-octyl phenol) is prepared by treating a mixture of 2-tert.-octyl-4-methyl phenol and concentrated hydrochloric acid with 36 per cent aqueous formaldehyde, heptane is then added and the reaction mixture is heated at 55-60 DEG with stirring, the product is then washed with water, and the heptane-water mixture removed by distillation. The products are used as stabilizers for synthetic rubbers.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US291211XA | 1949-07-25 | 1949-07-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB677585A true GB677585A (en) | 1952-08-20 |
Family
ID=21847340
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB12310/50A Expired GB677585A (en) | 1949-07-25 | 1950-05-17 | Improvements in or relating to synthetic rubbers and method of stabilizing same |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE496125A (en) |
CH (1) | CH291211A (en) |
DE (1) | DE927535C (en) |
FR (1) | FR1088904A (en) |
GB (1) | GB677585A (en) |
NL (1) | NL73609C (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1233588B (en) * | 1958-05-13 | 1967-02-02 | Bayer Ag | Anti-aging agent for natural rubber |
CN111088099A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Gas engine oil composition and preparation method thereof |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2883364A (en) * | 1955-03-01 | 1959-04-21 | Goodrich Co B F | Stabilization of rubber with resinous bis-cresols |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE733031C (en) * | 1938-10-14 | 1943-03-18 | Ig Farbenindustrie Ag | Process for stabilizing synthetic rubber-like substances |
US2538355A (en) * | 1949-07-25 | 1951-01-16 | American Cyanamid Co | 2, 2'-alkylene bis-4, 6-dialkyl phenols as rubber stabilizers |
-
0
- NL NL73609D patent/NL73609C/xx active
- BE BE496125D patent/BE496125A/xx unknown
-
1950
- 1950-05-17 GB GB12310/50A patent/GB677585A/en not_active Expired
- 1950-05-23 FR FR1088904D patent/FR1088904A/en not_active Expired
- 1950-06-19 CH CH291211D patent/CH291211A/en unknown
- 1950-06-25 DE DEA2339A patent/DE927535C/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1233588B (en) * | 1958-05-13 | 1967-02-02 | Bayer Ag | Anti-aging agent for natural rubber |
CN111088099A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Gas engine oil composition and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
DE927535C (en) | 1955-05-12 |
NL73609C (en) | |
BE496125A (en) | |
CH291211A (en) | 1953-06-15 |
FR1088904A (en) | 1955-03-11 |
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