Polymerizable compounds containing tribromomethyl groups

Details Polymerizable compounds containing tribromomethyl groups Polymerizable compounds containing tribromomethyl groups

1977-03-30

1979-06-12

Thomas, Jr., James O.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560218, 526292, C07C 6954

Patent

active

041580974

ABSTRACT:
New compounds containing tribromomethyl groups, of the general formula ##STR1## WHEREIN X is chlorine or bromine, R is hydrogen or methyl and R.sup.1 is hydrogen or a group of the formula --COO--CHX--CBr.sub.3 and a process for their preparation. The compounds may be used for the manufacture of homopolymers or copolymers which find diverse uses, eg. for the manufacture of moldings, coatings or adhesives. The compounds are manufactured by reacting the corresponding acid chlorides or acid bromides with equivalent amounts of tribromoacetaldehyde. The acid chlorides and bromides have the formula ##STR2## wherein X is chlorine or bromine, R is hydrogen or methyl and R.sup.2 is hydrogen or --COX. The reaction is carried out in the presence of from 0.1 to 10 per cent by weight of a Lewis acid, preferably AlBr.sub.3 or FeBr.sub.3, at from 0 to 80.degree. C., generally with reaction times of from 1 to 10 hours, preferably from 2 to 3 hours. The reaction is carried out without solvents or, with particular advantage, in a solution, of about 50 per cent strength, in an inert aliphatic, cycloaliphatic or aromatic solvent, eg. hexane mixtures, octane mixtures, cyclohexane or toluene. From 0.1 to 10 per cent by weight of magnesium oxide is added to the reaction mixture, prior to the distillation to achieve good yields and compound purity.

REFERENCES:
patent: 3165502 (1965-01-01), Caldwell
patent: 3641119 (1972-02-01), Balle' et al.
patent: 3882169 (1975-05-01), Hrabak et al.
patent: 3974205 (1976-08-01), Hrabak et al.
Fieser et al., "Reagents for Organic Synthesis" vol. I (1967) p. 633.

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