Reactive resins with terminal and/or pendant vinyl groups

A method for forming a copolymerizable thermosetting resin with terminal vinyl groups comprising:

• (a) reacting a low molecular weight diol or triol with an excess of diisocyanate, or a mixture of diisocyanates to form a prepolymer with urethane segments and terminal isocyanate groups in accordance with the following equation:
• ##STR11## (b) further reacting said prepolymer with the excess diisocyanate, OCN--R--NCO from the initial reaction to form a polycarbodiimide having carbodiimide segments and urethane segments with isocyanate terminal groups in accordance with the following structure:
• ##STR12## and, (c) further reacting the polycarbodiimide with a hydroxyalkyl methacrylate wherein the alkyl is ethyl, propyl or butyl in the presence of a catalyst to form said resin with terminal vinyl groups as follows:
• ##STR13## wherein R represents a difunctional aliphatic, cycloaliphatic, aromatic, or araliphatic radical having from about 2 to 25 carbon atoms, and free of any group which can react with isocyanate groups;
• R.sub.1 represents a hydrogen, an aliphatic, cycloaliphatic, aromatic, araliphatic radical having from about 1 to 12 carbon atoms;
• R.sub.3 represents a divalent radical selected from the group consisting of aliphatic, cycloaliphatic, araliphatic, aromatic, alkyl substituted aromatic, alkyl substituted cycloaliphatic;
• A represents a divalent group selected from the group consisting of:
• ##STR14## wherein, R.sub.4 is a divalent hydrocarbon radical that is aliphatic or alicyclic;
• y is an integer from 1 to 8;
• p is 2 or 3;
• and q=1 to 40.

A copolymerizable thermosetting resin with pendant and terminal vinyl groups as follows:

• ##STR15## wherein n+m independently=0 to 25, and n+m are at least 1;
• X represents hydrogen, chlorine, bromine, an aliphatic, cycloaliphatic, aromatic, or araliphatic radical containing from about 1 to 12 carbon atoms;
• R represents a difunctional aliphatic, cycloaliphatic, aromatic, or araliphatic radical having from about 2 to 25 carbon atoms, and free of any group which can react with isocyanate groups;
• R.sub.1 represents hydrogen, an aliphatic, cycloaliphatic, aromatic, araliphatic radical having from about 1 to 12 carbon atoms;
• R.sub.2 represents hydrogen or a monovalent radical selected from the group consisting of aliphatic, cycloaliphatic, araliphatic, aromatic, alkyl substituted aromatic, and alkyl substituted cycloaliphatic, which contains one or two double bonds;
• and
• A represents a divalent group selected from the group consisting of:
• ##STR16## wherein, R.sub.4 is a divalent hydrocarbon radical that is aliphatic or alicyclic and y is an integer from 1-8.

A copolymerizable thermosetting resin with pendant and terminal vinyl groups as follows:

• ##STR17## wherein n+m+s=0 to 25, and n+m+s are at least 1;
• X represents hydrogen, chlorine, bromine, an aliphatic, cycloaliphatic, aromatic, or araliphatic radical containing from about 1 to 12 carbon atoms;
• R represents a difunctional aliphatic, cycloaliphatic, aromatic, or araliphatic radical having from about 2 to 25 carbon atoms, and free of any group which can react with isocyanate groups;
• R.sub.1 represents hydrogen, an aliphatic, cycloaliphatic, aromatic, araliphatic radical having from about 1 to 12 carbon atoms;
• R.sub.2 represents hydrogen or a monovalent radical selected from the group consisting of aliphatic, cycloaliphatic, araliphatic, aromatic, alkyl substituted aromatic, and alkyl substituted cycloaliphatic, which contains one or two double bonds;
• and
• A represents a divalent group selected from the group consisting of:
• ##STR18## wherein, R.sub.4 is a divalent hydrocarbon radical that is aliphatic or alicyclic and y is an integer from 1-8.

A copolymerizable resin with terminal vinyl groups comprising ##STR19## wherein R represents a difunctional aliphatic, cycloaliphatic, aromatic, or araliphatic radical having from about 2 to 25 carbon atoms, and free of any group which can react with isocyanate groups;

• R.sub.1 represents a hydrogen, an aliphatic, cycloaliphatic, aromatic, araliphatic radical having from about 1 to 12 carbon atoms;
• R.sub.3 represents a divalent radical selected from the group consisting of aliphatic, cycloaliphatic, araliphatic, aromatic, alkyl substituted aromatic, alkyl substituted cycloaliphatic;
• A represents a divalent group such as:
• ##STR20## wherein, R.sub.4 is a divalent hydrocarbon radical that is aliphatic or alicyclic;
• y is an integer from 1 to 8;
• p is 2 or 3;
• and q=1 to 40.