Anti-fatigue coagents for rubber vulcanization

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548531, C07D20700

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active

058773274

ABSTRACT:
Novel metal salts of (poly)citraconimide and (poly)itaconimide carboxylic acids, and a vulcanizable rubber composition comprising these novel metal salts and which, upon vulcanization, exhibits improved dynamic properties, are disclosed. Also disclosed are a sulfur-vulcanization process carried out in the presence of these metal salts and the product of said vulcanization process. The novel metal salts are represented by the formulas I and II: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently selected from hydrogen, C.sub.1 -C.sub.18 alkyl groups, C.sub.3 -C.sub.18 cycloalkyl groups, C.sub.6 -C.sub.18 aryl groups, C.sub.7 -C.sub.30 aralkyl groups and C.sub.7 -C.sub.30 alkaryl groups and R.sub.2 and R.sub.3 may combine to form a ring when R.sub.1 is hydrogen; R.sub.4 is selected from divalent, trivalent or tetravalent linear or branched radical chosen from a C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, C.sub.3 -C.sub.18 cycloalkyl, C.sub.3 -C.sub.18 polycycloalkyl, C.sub.6 -C.sub.18 aryl, C.sub.6 -C.sub.30 polyaryl, C.sub.7 -C.sub.30 aralkyl, C.sub.7 -C.sub.30 alkaryl, oligomers of one or more of these radicals, and which radicals may optionally contain one or more of oxygen, nitrogen, silicon, phosphorus, sulfur, sulphone, sulfoxy and boron; B and B.sup.1 are independently selected from the following hetero atoms: oxygen and sulfur, X is a metal selected from Mg, Ti, Zn, Cd, Sr, Ba, Fe, V, Sn, Te, Mo, Mn, Pb and Al, m is an integer from 1-3 and n is an integer of from 2-4.

REFERENCES:
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The Synthesis of Biscitraconimides and Polybiscitraconimides, Galanti, A. et al., Journal of Polymer Science: Polymer Chemistry Edition, vol. 19, 451-475 (1981).
The Synthesis of Bisitaconamic Acids and Isomeric Bisimide Monomers, Journal of Polymer Science; Polymer Chemistry Edition, vol. 20, 233-239, (1982).
Derwent Abstract 95:8561, Change in the structure and properties of vulcanizates based on natural rubber under prolonged vulcanization in the presence of vulcanizing systems containing sulfure and bismaleimides Chavchich, T.A. et al., Kauchuk i Rezina, vol. 4, pp. 20-23, 1998.

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