High molecular weight amine containing antiozonants

Details High molecular weight amine containing antiozonants High molecular weight amine containing antiozonants

C - Chemistry, Metallurgy

08

G

C08G 12/08 (2006.01) C08G 12/02 (2006.01) C08L 21/00 (2006.01) C08L 61/22 (2006.01)

Patent

CA 2109647

The present invention relates to a composition which exhibits antiozonant activity in diene containing rubbers comprising the reaction product of a multi-step process comprising: (1) reacting under condensation conditions reactants consisting of an aldehyde and an amine containing compound to form a condensation product, wherein said aldehyde is selected from the group consisting of formaldehyde, acetaldehyde or mixtures thereof; and said amine containing compound is selected from the group consisting of: N,N'-di-substituted-p-phenylene diamines of the structural formula: Image wherein R1 and R2 are independently selected from the group of radicals consisting of alkyls having 3 to 12 carbon atoms, aryls having 6 to 12 carbon atoms and aralkyls having 7 to 12 carbon atoms; and wherein said condensation conditions include: (i) the presence of an acid catalyst, (ii) a mole ratio of aldehyde to amine containing compound ranging from about 1.01:2 to 2:1, and (iii) said amine containing compound is dissolved in an organic solvent; (2) removing water from said condensation product; (3) adjusting the pH of the condensation reaction product to above 7 to form a basic reaction mixture; (4) filtering off neutralized catalyst to form a solvent reaction mixture; (5) heating said solvent reaction mixture under vacuum to a temperature ranging from about 110°C to 250°C; (6) isolating from the heated solvent reaction mixture the reaction product derived solely from derived solely from said aldehyde and said amine and wherein said reaction product exhibits antiozonant activity in diene containing rubbers.

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