Polymerizable cationic monomers

Abstract

Abstract Novel polymerizable cationic monomers, which contain two or more cationic groups in the molecule, and homopolymers and copolymers thereof are described. These novel cationic monomers are compounds represented by the general formula: ##STR1## AND THE QUATERNIZED DERIVATIVES THEREOF (IN WHICH THE TERMINAL TERTIARY AMINO GROUP HAS BEEN QUATERNIZED TO A QUATERNARY AMMONIUM GROUP) OF THE FORMULA: ##STR2## In the forgoing Formulas 1 and 2: A, each of which may be the same or different, represents an alkylene group of from 1 to about 20 carbon atoms but including oxygen interrupted alkylene groups (i.e.; a polyglycol ether group of the formula ##STR3## WHEREIN R 5 represents H, methyl or ethyl and x represents an integer of from 1 to about 20); R represents H or methyl; R 1 represents H or, when R is H, an alkyl group of 1 to 4 carbon atoms, R 1 preferably H or methyl; R 2 , r 3 and R 4 , each of which may be the same or different, each represents alkyl of from 1 to about 20 carbon atoms, aryl (preferably phenyl), alkaryl (preferably benzyl) or the R 2 and R 3 , on the same nitrogen atom, taken together may represent a divalent aliphatic group of 4 to 5 atoms which jointly with the amino nitrogen forms a five or six membered heterocyclic amino group such as pyrrolidinyl, piperidinyl, morpholino or thiamorpholino and these groups may have a lower alkyl substituent such as a methyl or ethyl group: X and Y, each of which may be the same or different, each represents an anion (forming the anionic portion of a quaternary ammonium group) such as a halogen ion (fluorine, chlorine, bromine or iodine), a sulfate ion, a hydroxyl ion or a nitrate ion, X is preferably chlorine or bromine and Y is preferably chlorine, bromine or lower alkyl sulfate (i.e.; methyl or ethyl sulfate), and in case there are two or more X's in the molecule each of them may be the same or different; n represents an integer, including 0, of from 0 to about 10; and m represents an integer of from 1 to about 5. These polymerizable cationic monomers are of primary interest for the production of polymers and more particularly copolymers (with such co-monomers as styrene, vinyl acetate, vinyl chloride, acrylic esters, acrylamide and acrylonitrile) but including homopolymers, especially in the case of compounds in which the acyl group is that of acrylic acid or methacrylic acid, having cationic properties with resultant improvement in such properties as adhesion, anti-static properties, dye receptivity, etc.

Inventors

• 👤 Robert Steckler
• 👤 Seymour Martin Linder

Bibliographic Details