US 4,101,522 A · Azo compounds containing acylating function and azo containing polymers

Abstract

A. A novel class of azo compounds R-N.dbd.N-R.sub.1 where R and/or R.sub.1 are groups containing an acylating function, e.g., acyl chloride, chloroformate or anhydride. Example: Cis-4,4'-Azobis-(4-cyanovaleryl chloride). B. a novel class of azo containing polymers (R'--N.dbd.N--C(R.sub.2)(R.sub.2 ') --R.sub.2 "--Y).sub.m --E--(Z).sub.n wherein R' is t-aliphatic, formed by reacting a polymer having at least one group reactive with an acyl group and a compound as in "A" containing only one acylating function. Example: the reaction product of 4-t-butylazo-4-cyanovaleryl chloride and hydroxyl terminated polybutadiene liquid resin. C. a novel class of azo containing polymers Z(E--Y--R.sub.2 "--C(R.sub.2)(R.sub.2 ')--N.dbd.N--C(R.sub.2)(R.sub.2 ')--R.sub.2 "--Y).sub.m' --E--Z, formed by the reaction of a compound as in "A" having two acylating functions with (1) a monomer having two acyl-reactive groups and a monomer having two acylating functions, or (2) a polymer having at least one acyl-reactive group. D. polymers B and C are useful in the production of block and graft polymers and in curing unsaturated polyester resin-vinyl monomer systems. Polymer C forms block and graft polymers with vinyl monomers with substantially no formation of homopolymers. These block and graft polymers are compatibilizing agents for solutions of homopolymers.

Claims10

Dependent claims

A polymer having the formula:

##STR66## or ##STR67## wherein:
(a) R' is t-aliphatic having 4-10 carbon atoms;
(b) R.sub.2 is lower alkyl of 1 to 8 carbons;
(c) R'.sub.2 is --CN, --C(.dbd.O)OR.sub.6, --OC(.dbd.O)R.sub.6, --CL, --Br, --OC(.dbd.O)H, --GC(.dbd.G)R.sub.5, --GC(.dbd.G)GR.sub.5, --GR.sub.5, --N.sub.3, --SCN, --NCS, --OCN, --OOR.sub.8, --R.sub.5, ##STR68## (d) R.sub.2 " is aliphatic of 1 to 10 carbons, aromatic of 6 to 12 carbons, aromatic-aliphatic of 7 to 20 carbons, or cycloaliphatic of 3 to 10 carbons;
(e) R.sub.2 and R.sub.2 ", when taken together with the tertiary carbon atom connected to the azo nitrogen atom, form a cycloaliphatic triradical of 3-10 carbons.
(f) Y is a divalent radical selected from --C(.dbd.O)O--, --OC(.dbd.O)O--, and, --OC(.dbd.O)R.sub.3 (COOH)C(.dbd.O)O--,
(g) R.sub.3 is an aromatic of 6 to 12 carbons, aliphatic of 1 to 10 carbons, or cycloaliphatic of 3 to 10 carbons;
(h) R.sub.5 is an alkyl or cycloalkyl radical of 1-12 carbons or an aromatic radical of 6-12 carbons;
(i) R.sub.6 is alkyl of 1 to 6 carbons;
(j) R.sub.7 is H, alkyl or cycloalkyl of 1-10 carbons, or aromatic of 6-12 carbons;
(k) R.sub.8 is tertiary aliphatic of 4 to 10 carbons;
(l) R.sub.9 is lower alkylene of 1 to 6 carbons;
(m) G is oxygen or sulfur;
(n) E is a divalent residue of a polyester;
(o) m is 1 to 2;
n is 0 to 1 and m plus n is 2;
(p) m' is 1 to 100;
and
(q) Z is selected from -OH, and --H.

16 more elements

Dependencies are inferred from the claim text.

Azo compounds containing acylating function and azo containing polymers

Life of this patent

Azo compounds containing acylating function and azo containing polymers

Life of this patent

Abstract

Claims10