Polyurethane acrylates of hydroxyalkylated novolac resin
AssigneeHooker Chemicals & Plastics Corporation
InventorsRichard B. Tideswell, Jeffrey E. Selley
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Abstract
Vinyl terminated, fully reacted urethane compositions comprise the reaction product of polyisocyanate, an hydroxyalkylated novolac and an ethylenically unsaturated alcohol. The vinyl terminated compositions are copolymerizable with ethylenically unsaturated monomers to produce thermoset polymers characterized by excellent physical properties and a high degree of resistance to acids and alkalies. The polymers are especially useful in the manufacture of molded articles and laminates and in the formulation of marine coatings.
Claims32
A vinyl terminated, thermosetting polyurethane composition comprising the reaction product of:
- (A) an organic polyisocyanate;
- (B) an hydroxyalkylated novolac characterized by the formula:
- ##STR8## wherein n has an average value of about 0.2 to about 6;
- x, y and z are integers from 1 to 25;
- R.sub.1 is independently selected from the group consisting of hydrogen, fluorine chlorine, bromine, a hydrocarbon radical, a halogen substituted hydrocarbon radical;
- a hydrocarbon ketone radical, and a hydrocarbon carboxylic radical;
- R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, a hydrocarbon radical, and a halogen substituted hydrocarbon radical;
- and
- R.sub.4 is a hydrocarbon radical;
- and
- (C) a monohydric ethylenically unsaturated alcohol characterized by the formula:
- ##STR9## wherein R.sub.6 is --H, or --CH.sub.3 ;
- R.sub.7 is --H, --CH.sub.3, or --C.sub.6 H.sub.5 ;
- and A is a divalent organic radical selected from the group consisting of:
- ##STR10## wherein n is 3 to about 12, and R.sub.8 is --H, --(CH.sub.2).sub.m --CH.sub.3, ##STR11## ##STR12## CH.sub.2 OR.sub.9, or --CH.sub.2 OCH.sub.2 CH--CHR.sub.7 wherein m is an integer from zero to 10 and R.sub.9 is a phenyl or halogenated phenyl radical, alkyl or halogenated alkyl radical having from 2 to 4 carbon atoms, benzoxy or halogenated benzoxy radicals, phenoxy or halogenated phenoxy radical.
A composition characterized by the formula ##STR15## wherein n has an average value of about 0.2 to about 6;
- x, y, and z are integers of 1 to 25;
- R.sub.1 is independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, a hydrocarbon radical, a halogen substituted hydrocarbon radical, a hydrocarbon ketone radical and a hydrocarbon carboxylic radical;
- R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, a hydrocarbon radical and a halogen substituted hydrocarbon radical;
- R.sub.4 is a hydrocarbon radical;
- R.sub.5 is a divalent orgaic radical selected from the group consisting of aryl, polyaryl, -- aliphatic and cyloaliphatic radicals,
- R.sub.6 is a hydrogen or methyl;
- R.sub.7 is hydrogen, methyl or benzyl phenyl and
- A is a divalent organic radical selected from the group consisting of ##STR16## wherein n is 3 to 12, and, - R.sub.8 is an organic radical selected from the group consisting of
- --H, --(CH.sub.2).sub.m CH.sub.3, --CH.sub.2 CH, ##STR17## and and
- --CH.sub.2 OCH.sub.2 CH.dbd.CHR.sub.7
- wherein
- m is zero to 10,
- R.sub.6 is hydrogen or methyl
- R.sub.7 is hydrogen, methyl or benzyl phenyl and
- R.sub.9 is phenyl, halogenated phenyl, alkyl or halogenated alkyl, having 2 to 4 carbon atoms, benzoxy or halogenated benzoxy, phenoxy or halogenated phenoxy.
Dependencies are inferred from the claim text.