Bis-pyrimidyl thiol sulfenimide compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

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544298, 544299, C07D40312

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active

052604543

ABSTRACT:
Heterocyclic thiol sulfenimide compounds are useful as an accelerator in the curing of natural and/or synthetic rubbers. The compound can be represented by the formula ##STR1## wherein each of A.sup.1 and A.sup.2, independently, is at least one heterocyclic ring containing one or more nitrogen atoms therein, or at least one heterocyclic ring containing one or more nitrogen atoms therein and (1) one or more hydrocarbyl substituents, or (2) one or more electron withdrawing groups, or (3) one or more electron releasing groups, wherein A.sup.1 alternatively is thiazyl or a dithiocarbamoyl, and wherein R is a (a) hydrogen atom, or (b) a hydrocarbyl radical having from 1 to 16 carbon atoms, or (c) the hydrocarbon radical of (b) wherein one or more of the carbon atoms is an oxygen atom, a nitrogen atom, or a substituted nitrogen atom wherein said substituted group is an alkyl and in combination with said nitrogen atom forms a heterocyclic ring having a total of from 1 to 7 carbon atoms, or (d) the hydrocarbyl radical of (b) containing a halogen, an amino, a cyano, an alkoxy, a hydroxy, or an alkoxycarbonyl. When the heterocyclic thiol sulfenimide compound is utilized as an accelerator for rubber, improved cure rates, longer scorch delay, and better reversion resistance are obtained in comparison to conventional sulfenamides.

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