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GB1010996A - New pyridthione derivatives and their use as vulcanisation accelerators - Google Patents

New pyridthione derivatives and their use as vulcanisation accelerators

Info

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
Application number
GB35256/62A
Inventor
Kamal Neguib Ayad
Alan Jeffrey Neale
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monsanto Chemicals Ltd
Original Assignee
Monsanto Chemicals Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Monsanto Chemicals Ltd filed Critical Monsanto Chemicals Ltd
Priority to GB35256/62A priority Critical patent/GB1010996A/en
Priority to FR947097A priority patent/FR1368623A/en
Publication of GB1010996A publication Critical patent/GB1010996A/en
Priority to US589538A priority patent/US3346544A/en
Expired legal-status Critical Current

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.
GB35256/62A 1962-09-17 1962-09-17 New pyridthione derivatives and their use as vulcanisation accelerators Expired GB1010996A (en)

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)

* Cited by examiner, † Cited by third party
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 A kind of environment-friendly comprehensive accelerator pre-dispersed masterbatch and its preparation method and application

Cited By (4)

* Cited by examiner, † Cited by third party
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 A kind of environment-friendly comprehensive accelerator pre-dispersed masterbatch and its preparation method and application
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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