Curable phase change inks containing crystalline polyesters

The curable phase change ink composition of claim 1, wherein the at least one crystalline polyester has a number average molecular weight (Mn) of from 9,000 Da to 11,000 Da and a polydispersity of from 2.0 to 2.2.

The curable phase change ink composition of claim 1, wherein the at least one crystalline polyester is formed by reacting at least one organic diol with at least one organic diacid,nthe organic diol being selected from the group consisting of ethylene glycol, propylene glycol, tetrafluoro-1,4-butanediol, diethylene glycol, 2,2-dimethyl-1,3-propanediol, cyclohexanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, triethylene glycol, dimer diol, 1,7-heptanediol, benzenedimethanol, cyclohexanedimethanol, 2,2-dibutyl-1,3-propanediol, 2,8-bis(hydroxymethyl) tricycle [5.2.1.02,6]decane, 1,16-hexadecanediol and 2-phenyl-1,3-propanediol, andthe organic diacid being selected from the group consisting of adipic acid, succinic acid, sebacic acid, dodecanedioic acid, fumaric acid, isophthalic acid, terephthalic acid, oxaloacetic acid, dimer diacid, oxalic acid, malonic acid, tetrafluorosuccinic acid, methyl malonic acid, thiodiacetic acid, diglycolic acid, maleic acid, oxaloacetic acid, acetoxyacetic acid, cyclopropane-1,1-dicarboxylic acid, glutaconic acid, itaconic acid, 1,3-acetonedicarboxylic acid, ketoglutaric acid, dimethylmalonic acid, methylsuccinic acid, glutaric acid, muconic acid, cyclobutane-1,1-dicarboxylic acid, 2-oxoadipic acid, 2,2-dimethylsuccinic acid, methylglutaric acid, 3,3⬲-thiodipropionic acid, 4- oxoheptanedioic acid, dimethylglutaric acid, cyclohexane-1,1-dicarboxylic acid, 5-oxoazelaic acid, phenylenediacetic acid, indan-2,2-dicarboxylic acid, tetradecanedioic acid, and hexadecanedioic acid.

The curable phase change ink composition of claim 1, wherein the crystalline polyester comprises a polyester selected from the group consisting of poly(ethylene-adipate), poly(propylene-adipate), poly(butylene-adipate), poly(pentylene-adipate), poly(hexylene-adipate), poly(octylene-adipate), poly(ethylene-succinate), poly(propylene-succinate), poly(butylene-succinate), poly(pentylene-succinate), poly(hexylene-succinate), poly(octylene-succinate), poly(ethylene-sebacate), poly(propylene-sebacate), poly(butylene-sebacate), poly(pentylene-sebacate), poly(hexylene-sebacate), poly(octylene-sebacate), poly(nonylene-sebacate), poly(decylene-sebacate), poly(undecylene-sebacate), poly(dodecylene-sebacate), poly(ethylene-dodecanedioate), poly(propylene-dodecanedioate), poly(butylene-dodecanedioate), poly(pentylene-dodecanedioate), poly(hexylene-dodecanedioate), poly(octylene-dodecanedioate), poly(nonylene-dodecanedioate), poly(decylene-dodecandioate), poly(undecylene-dodecandioate), poly(dodecylene-dodecandioate), poly(ethylene-fumarate), poly(propylene-fumarate), poly(butylene-fumarate), poly(pentylene-fumarate), poly(hexylene-fumarate), poly(octylene-fumarate), poly(nonylene-fumarate), poly(decylene-fumarate), copoly(5-sulfoisophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(propylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(ethylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(propylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(butylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(pentylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(hexylene-succinate), copoly(5 -sulfoisophthaloyl)-copoly(octylene-succinate), copoly(5 -sulfo-isophthaloyl)-copoly(ethylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(butylenes-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), and combinations thereof.

The curable phase change ink composition of claim 1, wherein the curable phase change ink composition has a jetting temperature of from about 70° C. to about 100° C.

The curable phase change ink composition of claim 1, wherein the curable phase change ink composition has a jetting temperature of from about 60° C. to about 100° C.

The curable phase change ink composition of claim 1, wherein the curable phase change ink composition has a gelling temperature of from about 25° C. to about 70° C.

The curable phase change ink composition of claim 1, wherein the ink composition has an elastic modulus (G⬲) of from about 3000 Pa to about 4000 Pa, and a viscosity of 104 mPa*s to 106.5 mPa*s at a gelling temperature of 25° C. to 35° C., and wherein the ink composition has a viscosity of from 3 to 15 mPa*s at a jetting temperature of from 60° C. to 100° C.

The curable phase change ink composition of claim 1, wherein the at least one crystalline polyester is selected from the group consisting of poly(dodecanedoic acid-alt-1,9-nonanediol)ester and poly(dodecanedoic acid-alt-(1,9-nonanediol)0.475(neopentyl glycol)0.025)ester.

The curable phase change ink composition of claim 1, wherein the curable acrylate or acrylated monomer is selected from the group consisting of multifunctional acrylate monomers, acrylated esters, acrylated ethers, acrylated epoxies, and acrylated urethanes.

The curable phase change ink composition of claim 1, wherein the at least one curable acrylate or acrylated monomer comprises propoxylated neopentyl glycol diacrylate.

The curable phase change ink composition of claim 12, wherein the at least one crystalline polyester has a number average molecular weight (Mn) of from 9,000 Da to 11,000 Da and a polydispersity of from 2.0 to 2.2.

The ink printing device of claim 12, wherein the at least one crystalline polyester is formed by reacting at least one organic diol with at least one organic diacid or organic diester,nthe organic diol being selected from the group consisting of ethylene glycol, propylene glycol, tetrafluoro-1,4-butanediol, diethylene glycol, 2,2-dimethyl-1,3-propanediol, cyclohexanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, triethylene glycol, dimer diol, 1,7-heptanediol, benzenedimethanol, cyclohexanedimethanol, 2,2-dibutyl-1,3-propanediol, 2,8-bis(hydroxymethyl) tricycle [5.2.1.02,6]decane, 1,16-hexadecanediol and 2-phenyl-1,3-propanediol, andthe organic diacid being selected from the group consisting of adipic acid, succinic acid, sebacic acid, dodecanedioic acid, fumaric acid, isophthalic acid, terephthalic acid, oxaloacetic acid, dimer diacid, oxalic acid, malonic acid, tetrafluorosuccinic acid, methyl malonic acid, thiodiacetic acid, diglycolic acid, maleic acid, oxaloacetic acid, acetoxyacetic acid, cyclopropane-1,1-dicarboxylic acid, glutaconic acid, itaconic acid, 1,3-acetonedicarboxylic acid, ketoglutaric acid, dimethylmalonic acid, methylsuccinic acid, glutaric acid, muconic acid, cyclobutane-1,1-dicarboxylic acid, 2-oxoadipic acid, 2,2-dimethylsuccinic acid, methylglutaric acid, 3,3⬲-thiodipropionic acid, 4- oxoheptanedioic acid, dimethylglutaric acid, cyclohexane-1,1-dicarboxylic acid, 5-oxoazelaic acid, phenylenediacetic acid, indan-2,2-dicarboxylic acid, tetradecanedioic acid, and hexadecanedioic acid.

The ink printing device of claim 12, wherein the crystalline polyester comprises a polyester selected from the group consisting of poly(ethylene-adipate), poly(propylene-adipate), poly(butylene-adipate), poly(pentylene-adipate), poly(hexylene-adipate), poly(octylene-adipate), poly(ethylene-succinate), poly(propylene-succinate), poly(butylene-succinate), poly(pentylene-succinate), poly(hexylene-succinate), poly(octylene-succinate), poly(ethylene-sebacate), poly(propylene-sebacate), poly(butylene-sebacate), poly(pentylene-sebacate), poly(hexylene-sebacate), poly(octylene-sebacate), poly(nonylene-sebacate), poly(decylene-sebacate), poly(undecylene-sebacate), poly(dodecylene-sebacate), poly(ethylene-dodecanedioate), poly(propylene-dodecanedioate), poly(butylene-dodecanedioate), poly(pentylene-dodecanedioate), poly(hexylene-dodecanedioate), poly(octylene-dodecanedioate), poly(nonylene-dodecanedioate), poly(decylene-dodecandioate), poly(undecylene-dodecandioate), poly(dodecylene-dodecandioate), poly(ethylene-fumarate), poly(propylene-fumarate), poly(butylene-fumarate), poly(pentylene-fumarate), poly(hexylene-fumarate), poly(octylene-fumarate), poly(nonylene-fumarate), poly(decylene-fumarate), copoly(5-sulfoisophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(propylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-adipate), copoly(5-sulfoisophthaloyl)-copoly(ethylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(propylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(butylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(pentylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(hexylene-succinate), copoly(5-sulfoisophthaloyl)-copoly(octylene-succinate), copoly(5-sulfo-isophthaloyl)-copoly(ethylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(butylenes-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(octylene-sebacate), copoly(5-sulfo-isophthaloyl)-copoly(ethylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(propylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(butylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(pentylene-adipate), copoly(5-sulfo-isophthaloyl)-copoly(hexylene-adipate), and combinations thereof.

The curable phase change ink composition of claim 12, wherein the curable phase change ink composition has a jetting temperature of from about 70° C. to about 100° C.

The curable phase change ink composition of claim 12, wherein the curable phase change ink composition has a jetting temperature of from about 60° C. to about 100° C.

The curable phase change ink composition of claim 12, wherein the curable phase change ink composition has a gelling temperature of from about 25° C. to about 70° C.

The curable phase change ink composition of claim 19, wherein the at least one curable wax comprises polyethylene acrylate wax.