Nitroalkane based hindered phenol compounds and methods of...

C - Chemistry – Metallurgy – 07 – C

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260/611.2, 260/5

C07C 205/17 (2006.01) C07C 205/20 (2006.01) C07C 291/02 (2006.01) C08K 5/32 (2006.01) C09K 15/24 (2006.01)

Patent

CA 1086774

ABSTRACT OF THE DISCLOSURE An improved phenolic antioxidant is disclosed which is effective under conditions of extended use or high temperatures. The compound has a formula (1) Image or (II) Image wherein Ar represent a 3,5-di-tertiary-butyl-4-hydroxybenzyl radical, R1 and R2 each represent hydrogen, a lower C1-C4 alkyl radical or an Ar radical, and R3 represents a lower C1-C4 alkyl radical or methoxy- or ethoxy-substituted lower C1-C4 alkyl radical. Also a process is disclosed for preparing the compound by reacting nitroalkane in the presence of a polar, water miscible organic solvent at room temperature to the reflux temperature of the solvent with either (a) formaldehyde and 2,6-di-t-butylphenol together with a lower aliphatic alcohol if the nitro-alkane is nitromethane, (b) 3,5-di-t-butyl-4- hydroxybenzyl N,N-dialkyldithiocarbamate, or (c) 2,6-di-t butyl-4-alkoxymethyl-phenol.

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