GB785656A - Rubber reaction product and preparation and uses thereof - Google Patents
Rubber reaction product and preparation and uses thereofInfo
- Publication number
- GB785656A GB785656A GB21114/55A GB2111455A GB785656A GB 785656 A GB785656 A GB 785656A GB 21114/55 A GB21114/55 A GB 21114/55A GB 2111455 A GB2111455 A GB 2111455A GB 785656 A GB785656 A GB 785656A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitroso
- rubber
- butyl rubber
- naphthalene
- toluene
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
- C08K5/31—Guanidine; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A vulcanizable rubber is reacted before vulcanization with an aromatic compound having an empirical formula ONArMmY in which Ar is a mono or polynuclear aromatic hydrocarbon nucleus, M is an aliphatic divalent hydrocarbon group, m is zero or an integer and Y may be any one or more of the following groups: OR; C=OR; COOR; X1CH; NO2; NR2, where X is halogen and R is hydrogen or a monovalent hydrocarbon radical. Specified aromatic compounds are p-nitrosophenol, o-nitroso cresol the benzoatoester of a nitrosophenol, p-nitrosophenylmethylether, m-nitrosophenyl cyclohexyl ether, p-nitrosobenzyl alcohol, nitrosobenzyl ethyl ether, m-nitrosobenzaldehyde, p-nitrosophenyl ethyl ketone, p-nitrosobenzoic acid, and its methyl and ethyl esters, p-nitrosochlorobenzene, p-nitrosodichlorobenzene, p-nitrosocyano-benzene or -toluene or -naphthalene, nitrosonitrobenzene, -toluene or -naphthalene, nitrosoresorcinol, nitrososalicylic acid, nitrosohydroxyanisole, p-nitroso dimethylaniline, m-nitroso diethyl aniline, and p-nitroso-aniline, -toluidine or -xylidine. Specified rubbers are butyl rubber and butadiene-styrene copolymer rubber. The product may be compounded with the usual curing agents and vulcanized.ALSO:A natural rubber or Butyl rubber is reacted before vulcanization with an aromatic compound having an empirical formula ON ArMmY in which Ar is a mono or polynuclear aromatic hydrocarbon nucleus, M is an aliphatic divalent hydrocarbon group, m is zero or an integer and Y may be any one or more of the following groups; OR; C =OR; COOR; X; CN; NO2; NR2; where X is halogen and R is hydrogen or a monovalent hydrocarbon radical. Specified aromatic compounds are o-nitroso-cresol, p-nitroso-phenol, the benzoate ester of p-nitroso-phenol, p-nitroso-phenylmethyl ether, m-nitroso-phenyl cyclohexyl ether, p-nitrosobenzyl alcohol, nitroso-benzyl ethyl ether, m-nitroso benzaldehyde, p-nitrosophenyl ethyl ketone, p-nitrobenzoic acid and its methyl and ethyl esters, p-nitrosochlorobenzene, op-nitrosodichloro-benzene, p-nitrosocyanobenzene or -toluene or -naphthalene, nitrosonitrobenzene, -toluene or -naphthalene, nitroso-resorcinol, nitrososalicylic acid, nitrosohydroxy anisole, p-nitroso dimethylanidine, m-nitrosodiethylaniline and p-nitroso-aniline or -toluidine or -xylidine. The modified Butyl rubber may be used as a coating for automobile tyre cord. The cord is coated first with an aqueous solution of a resinous phenolic-aldehyde condensation product, preferably resorcinol-formaldehyde and then coated with a cement comprising a volatile solvent solution of the modified Butyl rubber, the cement preferably also containing a rubber pigment or filler such as carbon black, and dried. In particular, the auto tyre cord is coated with an aqueous solution of a resorcinal-formaldehyde resin formed by condensing 0,2 to 3 mols of formaldehyde per mole of resorcinol, in the presence of about 0,5 to 2 parts of sodium hydroxide catalyst per 100 parts resorcinol, the aqueous solution containing about 2-5 weight per cent of resin solids, dried, coated with a modified Butyl rubber cement made by first reacting in isobutylene-isoprene rubber having a Standinger molecular weight of 30,000 to 50,000 and an iodine number of 1 to 10, with 0,5 to 3 per cent p-nitrosophenol at 200-350 DEG DEG F. from 20-1 minutes, cooling at 75 DEG -125 DEG F., compounding the modified Butyl rubber with 30-50 parts of a powdered filler, hot-milling at 225 DEG -350 DEG F. for 15 to 3 minutes, cooling at 75 DEG -125 DEG F., adding the other compounding, including vulcanising, agents, and dissolved in a concentration of 8-20 per cent in a volatile hydrocarbon solvent of 6-8 carbon atoms, the cement also containing 1-10 per cent by volume of a volatile organic viscosity-reducer, and dried. This cord may then be bonded directly with a layer of unmodified Butyl rubber.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US785656XA | 1954-07-23 | 1954-07-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB785656A true GB785656A (en) | 1957-10-30 |
Family
ID=22144845
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21114/55A Expired GB785656A (en) | 1954-07-23 | 1955-07-21 | Rubber reaction product and preparation and uses thereof |
Country Status (5)
Country | Link |
---|---|
BE (2) | BE540014A (en) |
DE (1) | DE1137865B (en) |
FR (1) | FR1134478A (en) |
GB (1) | GB785656A (en) |
NL (2) | NL199125A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1237780B (en) * | 1959-10-23 | 1967-03-30 | Jupp Lebenstedt | Vulcanizable, foamable polyolefin molding compounds |
BE623634A (en) * | 1961-10-19 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2616876A (en) * | 1949-05-06 | 1952-11-04 | Standard Oil Dev Co | Curing rubbery substances with meta-dinitroso aromatic compounds |
-
0
- NL NL96261D patent/NL96261C/xx active
- NL NL199125D patent/NL199125A/xx unknown
- BE BE565930D patent/BE565930A/xx unknown
- BE BE540014D patent/BE540014A/xx unknown
-
1955
- 1955-07-21 FR FR1134478D patent/FR1134478A/en not_active Expired
- 1955-07-21 GB GB21114/55A patent/GB785656A/en not_active Expired
- 1955-07-21 DE DEE11032A patent/DE1137865B/en active Pending
Also Published As
Publication number | Publication date |
---|---|
NL199125A (en) | |
NL96261C (en) | |
BE540014A (en) | |
DE1137865B (en) | 1962-10-11 |
BE565930A (en) | |
FR1134478A (en) | 1957-04-11 |
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