Organic compounds suitable as reactive diluents and binder precursor compositions including same
AssigneeMinnesota Mining and Manufacturing Company
InventorsErnest L. Thurber, Eric G. Larson, Alan R. Kirk, Gregg D. Dahlke
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Abstract
Organic compounds having at least one ethylenically-unsaturated group are described, the organic compounds being suitable for use in coatable compositions as reactive diluents; compounds of the invention preferably have a divalent organic linking moiety devoid of reactive groups other than optional ethylenically-unsaturated groups, and a polar organic moiety and are particularly adept in solubilizing aminoplast resins having radiation-curable pendant groups.
Claims9
Organic compounds having at least one ethylenically-unsaturated group and being suitable for use as reactive diluents, said compounds being N-substituted succinimide derivatives of formula (III):
- ##STR18## wherein:
- R.sup.12 is selected from the group consisting of --C.sub.x H.sub.2x -- and --(C.sub.y H.sub.2y)--O--(C.sub.y' H.sub.2y'), wherein x is an integer ranging from 1 to 12 inclusive and y and y' are independently an integer ranging from 1 to 6 inclusive;
- R.sup.13 is H;
- W is selected from the group consisting of O, S, NR.sup.13 ;
- Y is selected from the group consisting of O, S, NR.sup.14 ;
- R.sup.14 is selected from the group consisting of H, --C.sub.x H.sub.2x+1 -- wherein x is an integer ranging from 1 to 12 inclusive, --C(.dbd.O)--C(R.sup.13).dbd.CH.sub.2, and --R.sup.12 --O--C(.dbd.O)--C(R.sup.13).dbd.CH.sub.2 ;
- Q is an organic radical which forms phthalimide, hexahydrophthalimide, tetrahydrophthalimide, or derivatives thereof with an N-substituted succinimide ring;
- and
- t is 0 or 1.
Compounds selected from the group consisting of cyclic imides within general formula (VI):
- ##STR19## wherein:
- Q is an organic radical which forms phthalimide, hexahydrophthalimide, tetrahydropthalimide, or derivatives thereof with an N-substituted succinimide ring;
- W is selected from the group consisting of NR.sup.27, O, and S;
- Y is selected from the group consisting of O, S, and NR.sup.28 ;
- R.sup.25 is selected from the group consisting of --C.sub.x H.sub.2x -- and --(C.sub.y H.sub.2y)--)--(C.sub.y' H.sub.2y'), wherein x is an integer ranging from 1 to 12 inclusive and y and y' are independently an integer ranging from 1 to 6 inclusive;
- R.sup.26 is --H;
- R.sup.27 is selected from the group consisting of H and --C.sub.x H.sub.2x+1 ;
- R.sup.28 is selected from the group consisting of H, --C.sub.x H.sub.2x+l, --C(.dbd.W)--C.dbd.CH.sub.2, and C.sub.x H.sub.2x --O--C(.dbd.W)--C.dbd.CH.sub.2 ;
- and wherein for R.sup.27 and R.sup.28, x ranges from 1 to 10 inclusive;
- R.sup.27 and R.sup.28 may be the same or different.
Carbocyclic imides selected from the group consisting of compounds within general formula (XII):
- ##STR20## wherein:
- Z.sup.1 is selected from the group consisting of H, and --C.sub.x H.sub.2x+1 wherein x ranges from 1 to 10 inclusive;
- Y.sup.1 is selected from the group consisting of NR.sup.43 and O;
- W is selected from the group consisting of O, S, NR.sup.42 ;
- R.sup.41 is selected from the group consisting of --C.sub.x H.sub.2x -- and --(C.sub.y H.sub.2y)--O--(C.sub.y' H.sub.2y'), wherein x is an integer ranging from 1 to 12 inclusive and y and y' are independently an integer ranging from 1 to 6 inclusive;
- R.sup.42 is --H;
- R.sup.43 is selected from the group consisting of --H, --C.sub.x H.sub.2x+1, --C(.dbd.W)--CH.dbd.CH.sub.2, and --C.sub.x H.sub.2x --O--C(.dbd.W)--CH.dbd.CH.sub.2 wherein x ranges from 1 to 10 inclusive.
Compounds selected from the group consisting of:
- N-2,3-Di(acryloyloxy)propyl!tetrahydrophthalimide;
- N-2,3-Di(acryloyloxy)propyl!hexahydrophthalimide;
- and
- N-2,3-Di(acryloyloxy)propyl!methyl nadimide.
Dependencies are inferred from the claim text.