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GB484299A - Improvements in vulcanization of rubber - Google Patents

Improvements in vulcanization of rubber

Info

Publication number
GB484299A
GB484299A GB26510/36A GB2651036A GB484299A GB 484299 A GB484299 A GB 484299A GB 26510/36 A GB26510/36 A GB 26510/36A GB 2651036 A GB2651036 A GB 2651036A GB 484299 A GB484299 A GB 484299A
Authority
GB
United Kingdom
Prior art keywords
amines
alkyl
carbon atoms
amine
phenalkyl
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
GB26510/36A
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.)
Wingfoot Corp
Original Assignee
Wingfoot Corp
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 Wingfoot Corp filed Critical Wingfoot Corp
Publication of GB484299A publication Critical patent/GB484299A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025Crosslinking or vulcanising agents; including accelerators

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

The vulcanization of liquid rubber dispersions is accelerated by the addition thereto of an amine addition product of the zinc salt of a dithiocarbamic acid derived from a secondary amine. The amines which are used to form the addition products may be either primary or secondary amines, and examples of types of suitable amines which are given include the following: alicyclic, phenalkyl, furfuryl and tetrahydrofurfuryl primary amines, aliphatic primary amines having not more than ten carbon atoms, N-alkyl alicyclic secondary amines in which the alkyl group has not more than five carbon atoms, dialkyl alkylene diamines in which the alkyl and alkylene groups have not more than five carbon atoms each, N-alkyl phenalkyl secondary amines in which the alkyl group has not more than five carbon atoms, dialkyl amines having not more than eight carbon atoms, N-alkyltetrahydrofurfuryl secondary amines in which the alkyl group has not more than five carbon atoms, and polymethylene secondary amines in which the polymethylene chain may be interrupted by an oxygen atom. Numerous examples of amines which fall into the above groups are mentioned. These amines are reacted with a zinc salt of a dithiocarbamic acid derived from an amine having the formula <FORM:0484299/IV/1> where R is a radical selected from the group consisting of alkyl, tetrahydrofurfuryl, alicyclic and phenalkyl and R1 is a radical selected from the group consisting of alkyl. tetrahydrofurfuryl and phenalkyl, or R and R1 together form a polymethylene chain which may be interrupted by oxygen. A number of suitable amines are mentioned of which the following are typical: di-n-propyl amine, N-methyl-cyclohexylamine, N-methyl tetrahydroalpha-furfurylamine, di-(beta-phenethyl)amine, morpholine, sym-ethylene diamine, pipecoline, and N-methyl-ethyl amine. The reaction which appears to be one of simple addition is preferably conducted in aqueous solution or suspension, but other solvents such as alcohol, benzene, xylene or gasoline may be used. In examples, (1) cyclohexylamine and zinc dimethyldithiocarbamate are heated together in aqueous solution, (2) mixed amyl primary amines are added to a gasoline suspension of zinc dimethyldithiocarbamate, (3) cyclohexylamine is added to a gasoline suspension of zinc pentamethylene dithiocarbamate and the mixture heated for a short time under reflux. Tables are furnished to show the efficiency of the accelerators of the present invention when incorporated in a standard rubber mix. Specifications 405,099 and 423,308, [both in Group V], are referred to.ALSO:The vulcanization of liquid rubber dispersions is accelerated by the addition thereto of an amine addition product of a zinc salt of a dithiocarbamic acid derived from a secondary amine. The amines which are used to form the addition products may be either primary or secondary amines and examples of types of suitable amines which are given include the following: alicyclic, phenalkyl furfuryl and tetrahydrofurfuryl primary amines, aliphatic primary amines having not more than ten carbon atoms, N-alkyl alicyclic secondary amines in which the alkyl group has not more than five carbon atoms, dialkyl alkylene diamines in which the alkyl and alkylene groups have not more than five carbon atoms each, N-alkyl phenalkyl secondary amines in which the alkyl group has not more than five carbon atoms, dialkyl amines having not more than eight carbon atoms, N - alkyl - tetrahydrofurfuryl secondary amines in which the alkyl group has not more than five carbon atoms, and polymethylene secondary amines in which the polymethylene chain may be interrupted by an oxygen atom. Numerous examples of amines which fall into the above groups are mentioned. These amines are reacted with a zinc salt of a dithiocarbamic acid derived from an amine having the formula <FORM:0484299/V/1> where R is a radical selected from the group consisting of alkyl, tetrahydrofurfuryl, alicyclic and phenalkyl, and R1 is a radical selected from the group consisting of alkyl, tetrahydrofurfuryl and phenalkyl, or R1 and R together form a polymethylene chain which may be interrupted by oxygen. A number of suitable amines are mentioned of which the following are typical: di-n-propyl amine, N-methyl-cyclohexylamine, N - methyl - tetrahydro - alphafurfurylamine, di-(beta phenethyl) amine, morpholine, sym-ethylene diamine, pipecoline, and N-methyl ethylamine. The reaction which appears to be one of simple addition is preferably conducted in aqueous suspension or solution, but other solvents such as alcohol, benzene, xylene, or gasoline may also be used. In examples: (1) cyclohexylamine and zinc dimethyl-dithiocarbamate are heated together in aqueous solution; (2) mixed amyl primary amines are added to a gasoline suspension of zinc dimethyldithiocarbamate; (3) cyclohexylamine is added to a gasoline suspension of zinc pentamethylene dithiocarbamate, and the mixture heated for a short time under reflux. Tables are furnished to show the efficiency of the accelerators of the present invention when incorporated in a standard rubber mix. Specifications 405,099 and 423,308 are referred to.
GB26510/36A 1935-10-12 1936-09-30 Improvements in vulcanization of rubber Expired GB484299A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US484299XA 1935-10-12 1935-10-12

Publications (1)

Publication Number Publication Date
GB484299A true GB484299A (en) 1938-05-02

Family

ID=21954529

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26510/36A Expired GB484299A (en) 1935-10-12 1936-09-30 Improvements in vulcanization of rubber

Country Status (2)

Country Link
FR (1) FR811259A (en)
GB (1) GB484299A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4302573A (en) 1977-11-04 1981-11-24 Ciba-Geigy Corporation Metal salt/amine complexes as epoxy resin catalytic curing agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4302573A (en) 1977-11-04 1981-11-24 Ciba-Geigy Corporation Metal salt/amine complexes as epoxy resin catalytic curing agents

Also Published As

Publication number Publication date
FR811259A (en) 1937-04-10

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