Amide-modified resin or hydrocarbyl moiety for dispersing a pigment
View Patent ↗A method of dispersing pigment using an amide-modified resin or an amide-modified hydrocarbyl moiety, and the resulting pigment concentrate or coating or ink composition.
1. A method of dispersing a pigment comprising adding to the pigment an amide-modified resin or amide-modified hydrocarbyl moiety, obtained by modifying a resin, or a hydrocarbyl moiety, by reaction with one or mare compounds of the formula:
R-Het-ALK-NH 2
wherein Het is a nitrogen-containing heterocyclic moiety;
R represents at least one H, a C1-4 alkyl, or a C1-4 alkoxy; and
ALK is a branched or unbranched C1-6 alkylene group,
wherein the resin or hydrocarbyl moiety comprises a carboxylate group or a functional derivative thereof, wherein the resin is polyurethane, polyether, polyacrylate, polyamide, acrylic resin, polyester, terpene, or alkyd, and wherein the hydrocarbyl moiety is branched or unbranched C1-C25 carboxyalkylene, carboxyalkenylene, or carboxyalkynylene group, or a carboxylate functional derivative thereof which has at least 5 carbon atoms, and which may be substituted with an ester group.
2. The method of claim 1 , wherein the resin is a polyester, polyurethane, polyether, polyamide, alkyd resin or terpene.
3. The method of claim 2 , wherein the resin is a polyester comprising a carboxyalkenylene group having 1 to 3 unsaturated carbon-carbon bonds.
4. The method of claim 1 , wherein Het is imidazole, pyridine, or piperidine.
5. The method of claim 1 , wherein Het is imidazole.
6. The method of claim 1 , wherein R is H.
7. The method of claim 1 , wherein ALK is an unbranched C1-3 alkylene group.
8. A method of flushing a pigment comprising adding to the pigment a flushing agent comprising an amide-modified resin or amide-modified hydrocarbyl moiety, the amide-modified resin or amide-modified hydrocarbyl moiety obtained by modifying a resin or hydrocarbyl moiety by reaction with one or more compounds of the formula: R-Het-ALK-NH 2 wherein Het is a nitrogen-containing heterocyclic moiety; R represents at least one of H, C1-4 alkyl, or C1-4 alkoxy; and ALK is a branched or unbranched C1-4 alkylene group,
wherein the resin or hydrocarbyl moiety comprises a carboxylate group or a functional derivative thereof, and wherein the resin is polyurethane, polyether, polyacrylate, polyamide, acrylic resin, polyester, terpene, or alkyd and wherein the hydrocarbyl moiety is branched or unbranched C1-25 carboxyalkylene, carboxyalkenylene, or carboxyalkynylene group, or a carboxylate functional derivative thereof which has at least 5 carbon atoms, and which may be substituted with an ester group.
9. The method of claim 8 wherein the flushing agent comprises an amide-modified polyester resin.
10. The method of claim 9 , wherein the polyester resin comprises a carboxyalkenylene group with 1 to 3 unsaturated carbon-carbon bonds.
11. The method of claim 8 , wherein Het is imidazole, pyridine, or piperidine.
12. The method of claim 8 , wherein Het is imidazole.
13. The method of claim 8 , wherein R is H.
14. The method of claim 8 , wherein ALK is an unbranched C1-3 alkylene group.
15. A coating or ink composition made by dispersing pigment in the composition using a dispersant comprising an amide-modified resin or amide-modified hydrocarbyl moiety, the amide-modified resin or amide-modified hydrocarbyl moiety obtained by modifying a resin or hydrocarbyl moiety by reaction with one or more compounds of the formula: R-Het-ALK-NH 2 wherein Het is a nitrogen-containing heterocyclic moietys; R represents at least one of H, C1-4 alkyl, or C1-4 alkoxy and ALK is a branched or unbranched C1-6 alkylene group,
wherein the resin or hydrocarbyl moiety comprises a carboxylate group or a functional derivative thereof, and wherein the resin is polyurethane, polyether, polyacrylate, polyamide, acrylic resin, polyester, terpene, or alkyd, and wherein the hydrocarbyl moiety is branched or unbranched C1-25 carboxyalkylene, carboxyalkenylene, or carboxyalkynylene.
16. The coating or ink composition of claim 15 wherein the dispersant comprises an amide-modified polyester resin.
17. A method of dispersing a pigment comprising adding to the pigment one or more amide-modified polyester resins of the following formula: Het-ALK-NH—CO—X wherein Het is a nitrogen-containing heterocyclic moiety; ALK is a branched or unbranched alkylene group with 1-4 C atoms; X is a polyester group.
18. The method of claim 17 , wherein Het is pyridine, imidazole, or piperidine.
19. A method of flushing a pigment comprising adding to the pigment a flushing agent comprising one or more amide-modified polyester resins of the following formula: Het-ALK-NH—CO—X wherein Het is a nitrogen-containing heterocyclic moiety; ALK is a branched or unbranched alkylene group with 1-4 C atoms; X is a polyester group.
20. The method of claim 19 , wherein Het is pyridine, imidazole, or piperidine.
21. A pigment dispersing agent comprising an amide-modified resin or amide-modified hydrocarbyl moiety, the amide-modified resin or amide-modified hydrocarbyl moiety obtained by modifying a resin or hydrocarbyl moiety by reaction with one or more compounds of the formula: R-Het-ALK-NH 2 wherein Met is a nitrogen-containing heterocyclic moiety, R represents at least one of H, C1-4 alkyl, or C1-4 alkoxy; and ALK is a branched or unbranched C1-6 alkylene group.
wherein the resin or hydrocarbyl moiety comprises a carboxylate group or a functional derivative thereof, and wherein the resin is polyurethane, polyether, polyamide, polyester, terpene, or alkyd, and wherein the hydrocarbyl moiety is branched or unbranched C1-25 carboxyalkynylene.
22. The pigment dispersing agent of claim 21 comprising at least one amide-modified polyester resin.
23. A flushing agent comprising: an amide-modified resin or amide-modified hydrocarbyl moiety, the snide-modified resin or amide-modified hydrocarbyl moiety obtained by modifying a resin or hydrocarbyl moiety by reaction with one or more compounds of the formula: R-Het-ALK-NH 2 wherein Het is a nitrogen-containing heterocyclic moiety; R represents at least one of H, C1-4 alkyl, or C1-4 alkoxy; and ALK is a branched or unbranched C1-6 alkylene group; and an ink solvent,
wherein the resin or hydrocarbyl moiety comprises a carboxylate group or a functional derivative thereof thereof, and wherein the resin is polyurethane, polyether, polyamide, polyester, terpene, or alkyd, and wherein the hydrocarbyl moiety is branched or unbranched C1-25 carboxyalkynylene.
24. The flushing agent of claim 23 comprising at least one amide-modified polyester resin and an ink solvent.