GB1010996A - New pyridthione derivatives and their use as vulcanisation accelerators - Google Patents
New pyridthione derivatives and their use as vulcanisation acceleratorsInfo
- Publication number
- GB1010996A GB1010996A GB35256/62A GB3525662A GB1010996A GB 1010996 A GB1010996 A GB 1010996A GB 35256/62 A GB35256/62 A GB 35256/62A GB 3525662 A GB3525662 A GB 3525662A GB 1010996 A GB1010996 A GB 1010996A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrid
- thione
- group
- pyridthione
- radical
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/36—Sulfur atoms
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pyridine Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Natural rubber and synthetic rubber derived from polymers of 1,3-butadiene or isoprene, or copolymers thereof with styrene, acrylonitrile, isobutylene or methyl methacrylate are vulcanized in the presence of sulphur or sulphur-containing vulcanizing agents such as amine disulphides or thiuram disulphides and using as accelerators either (1) pyridthione derivatives of the formula:- <FORM:1010996/C3/1> where Py represents a 1-pyrid-2-thione or 1-pyrid-4-thione radical, or a 1-pyrid-2-thione or 1-pyrid-4-thione radical the nucleus of which is part of a polycyclic system; Alk represents a divalent saturated hydrocarbon group; and where either (a) n is 1 and X represents the group -NRR1 in which R and R1 are each hydrogen or an aliphatic or aromatic group, or taken together form a ring with the nitrogen atom or (b) n is 2 and X represents the group:-NR11-Z-NR11-, in which R11 is hydrogen or an aliphatic or aromatic group and Z represents a divalent aliphatic or aromatic radical, or in which Z together with the two R11's represent a cyclic system including the two nitrogen atoms; or (2) alkoxy- and cycloalkoxy-carbonylthiopyridines including compounds in which the pyridine ring is part of a polycyclic system.ALSO:The invention comprises (1) pyridthione derivatives of the formula <FORM:1010996/C2/1> where " Py " represents a 1-pyrid-2-thione or 1-pyrid-4-thione radical, or a 1-pyrid-2-thione or 1-pyrid-4-thione radical, the nucleus of which is part of a polycyclic system; " Alk " represents a divalent saturated hydrocarbon group; and where either (a) n is 1 and X represents the group -NRR1 in which R and R1 are each hydrogen or an aliphatic or aromatic group, or taken together form a ring with the nitrogen atom or (b) n is 2 and X represents the group: -NR11-Z-NR11-in which R11 is hydrogen or an aliphatic or aromatic group and Z represents a divalent aliphatic or aromatic radical, or in which Z together with the two R11's represents a cyclic system including the two nitrogen atoms; and (2) alkoxy- and cyclo-alkoxy-carbonylthiopyridines including compounds in which the pyridine ring is part of a polycyclic system. The pyridine ring systems may be substituted by halogen atoms or alkyl groups. The above pyridthione derivatives may be prepared by reacting a compound Py-H (where the hydrogen atom is attached to the ring nitrogen atom) with a halogen-containing amine of the formula <FORM:1010996/C2/2> wherein " Hal " represents a halogen atom. Alternatively, when " Alk " represents a methylene group, the above pyridthione derivatives may be prepared by reacting a compound Py-H with formaldehyde and an appropriate amine. The above alkoxycarbonylthiopyridines may be prepared by reacting a metal salt of a pyridthione (in its mercaptopyridine tautomeric form) with an appropriate alkyl or cycloalkyl haloformate.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB35256/62A GB1010996A (en) | 1962-09-17 | 1962-09-17 | New pyridthione derivatives and their use as vulcanisation accelerators |
FR947097A FR1368623A (en) | 1962-09-17 | 1963-09-10 | New vulcanization accelerators |
US589538A US3346544A (en) | 1962-09-17 | 1966-10-26 | Vulcanization accelerators |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1368623T | |||
GB35256/62A GB1010996A (en) | 1962-09-17 | 1962-09-17 | New pyridthione derivatives and their use as vulcanisation accelerators |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1010996A true GB1010996A (en) | 1965-11-24 |
Family
ID=26235303
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35256/62A Expired GB1010996A (en) | 1962-09-17 | 1962-09-17 | New pyridthione derivatives and their use as vulcanisation accelerators |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1010996A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2211507A (en) * | 1987-10-28 | 1989-07-05 | Uniroyal Englebert Gmbh | A cross-linkable, more especially a sulphur-vulcanisable, rubber mixture |
CN111607180A (en) * | 2020-05-27 | 2020-09-01 | 中国科学院宁波材料技术与工程研究所 | Environment-friendly comprehensive accelerator pre-dispersed master batch and preparation method and application thereof |
-
1962
- 1962-09-17 GB GB35256/62A patent/GB1010996A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2211507A (en) * | 1987-10-28 | 1989-07-05 | Uniroyal Englebert Gmbh | A cross-linkable, more especially a sulphur-vulcanisable, rubber mixture |
GB2211507B (en) * | 1987-10-28 | 1991-10-09 | Uniroyal Englebert Gmbh | A belted tyre incorporating a vulcanisable composition |
CN111607180A (en) * | 2020-05-27 | 2020-09-01 | 中国科学院宁波材料技术与工程研究所 | Environment-friendly comprehensive accelerator pre-dispersed master batch and preparation method and application thereof |
CN111607180B (en) * | 2020-05-27 | 2022-03-08 | 中国科学院宁波材料技术与工程研究所 | Environment-friendly comprehensive accelerator pre-dispersed master batch and preparation method and application thereof |
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