GB646741A - Improvements in accelerators - Google Patents

Improvements in accelerators

Info

Publication number
GB646741A
GB646741A GB8657/48A GB865748A GB646741A GB 646741 A GB646741 A GB 646741A GB 8657/48 A GB8657/48 A GB 8657/48A GB 865748 A GB865748 A GB 865748A GB 646741 A GB646741 A GB 646741A
Authority
GB
United Kingdom
Prior art keywords
beta
thiocarbamo
cyanoethyl
sulphonamide
butyl
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
GB8657/48A
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.)
Uniroyal Inc
Original Assignee
United States Rubber Co
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 United States Rubber Co filed Critical United States Rubber Co
Publication of GB646741A publication Critical patent/GB646741A/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)

Abstract

N-beta-cyanoethyl thiocarbamo sulphonamides having the general formula <FORM:0646741/IV (a)/1> where R is a group from acyclic, alicyclic, aryl, and aralkyl hydrocarbons and beta-cyanoethylene and R1 and R11 are groups from hydrogen, acyclic, alicyclic, and aralkyl hydrocarbons, are used in synthetic rubbers as accelerators. Typical sulphonamides are N-beta - cyanoethyl N - ethyl thiocarbamo sulphonamide, N - beta - cyanoethyl N, N1 - di-n - butyl thiocarbamo sulphonamide, N - n-butyl N - beta - cyanoethyl N1 - cyclohexyl thiocarbamo sulphonamide, di - beta - cyanoethyl thiocarbamo sulphonamide, N-n-butyl N-beta cyanoethyl thiocarbamo sulphonamide, N - ethyl N - beta - cyanoethyl N - cyclohexyl thiocarbamo sulphonamide, N-n-butyl N-betacyanoethyl N1,N1-diethyl thiocarbamo sulphonamide, N-beta-cyanoethyl N-ethyl N1-n-butyl thiocarbamo sulphonamide, and N-beta-cyanoethyl N,N1,N1-triethyl thiocarbamo sulphonamide. In examples, five of the above specified sulphonamides are separately mixed with butadiene-styrene or butadiene-acrylonitrile copolymer, sulphur, coal tar softener, carbon black and zinc oxide, and conventional accelerators such as diphenyl guanidine, mercaptobenzthiazole or dibenzthiazole sulphide may also be used.ALSO:N-beta-cyanoethyl thiocarbamo sulphenamides having the general formula <FORM:0646741/IV (b)/1> where R is a group from acyclic, alicyclic, aryl, and aralkyl hydrocarbons and beta-cyanoethylene, and R1 and R11 are groups from hydrogen, acylic, alicyclic and aralkyl hydrocarbons are used as rubber accelerators as described in Group V. In an example N-beta-cyanoethyl N-ethyl thiocarbamo sulphenamide is prepared by treating with an excess of monochloramine the dithiocarbamate obtained by reacting together N-beta-cyanoethyl ethylamine, sodium hydroxide and carbon disulphide. In further examples the following sulphenamide are prepared by similar methods: N-beta-cyanoethyl N,N1-n-dibutyl thiocarbamo sulphenamide, N-n-butyl N-beta-cyanoethyl N1-cyclohexyl thiocarbamo sulphenamide, di-beta-cyanoethyl thiocarbamo sulphenamide, N-n-butyl N-beta cyanoethyl thiocarbamo sulphenamide, N-ethyl N-beta-cyanoethyl N1-cyclohexyl thiocarbamo sulphenamide, N-n-butyl N-beta cyanoethyl N1,N1-diethyl thiocarbamo sulphenamide, N-beta-cyanoethyl N-ethyl N1-n-butyl thiocarbamo sulphenamide and N-beta-cyanoethyl N,N1,N1-triethyl thiocarbamo sulphenamide.ALSO:N - beta - cyanoethyl thiocarbamo sulphoamides having the general formula <FORM:0646741/V/1> where R is a group from acyclic, alicyclic, aryl, and aralkyl hydrocarbons and beta-cyanoethylene; and R1 and R11 are groups from hydrogen, acyclic, alicyclic, and aralkyl hydrocarbons are used in natural and synthetic rubbers as accelerators. The preparation of the following sulphonamides according to the method described in Group IV (b) is given: N - beta - cyanoethyl N - ethyl thiocarbamo sulphonamide, N - beta - cyanoethyl N, N1-di - n - butyl thiocarbamo sulphonamide, N - n - butyl N - beta - cyanoethyl N1 - cyclohexyl thiocarbamo sulphonamide, di - betacyanoethyl thiocarbamo sulphonamide, N - n-butyl N-beta cyanoethyl thiocarbamo sulphonamide, N - ethyl N - beta - cyanoethyl N-cyclohexyl thiocarbamo sulphonamide, N -n-butyl N - beta - cyanoethyl N1,N1 - diethyl thiocarbamo sulphonamide, N - beta - cyanoethyl N - ethyl N1 - n - butyl thiocarbamo-sulphonamide, and N-beta-cyanoethyl N,N1,N1-triethyl thiocarbamo sulphonamide. In addition many other such sulphonamides are specified. In examples 5 of the above specified sulphonamides are separately mixed with butadiene-styrene copolymer, sulphur, coal tar softener, carbon black and zinc oxide. Butadiene-acrylonitrile copolymer may replace the above copolymer and conventional accelerators such as diphenyl guanidine, mercaptobenzthiazole or dibenzthiazole sulphide may also be used.
GB8657/48A 1947-05-28 1948-03-24 Improvements in accelerators Expired GB646741A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US646741XA 1947-05-28 1947-05-28

Publications (1)

Publication Number Publication Date
GB646741A true GB646741A (en) 1950-11-29

Family

ID=22057537

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8657/48A Expired GB646741A (en) 1947-05-28 1948-03-24 Improvements in accelerators

Country Status (1)

Country Link
GB (1) GB646741A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1213986B (en) * 1959-04-01 1966-04-07 Ici Ltd Process for vulcanizing natural or synthetic rubber

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1213986B (en) * 1959-04-01 1966-04-07 Ici Ltd Process for vulcanizing natural or synthetic rubber

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