Phase change inks

• US 6,328,793 B1
• Filed: 08/03/2000
• Issued: 12/11/2001
• Est. Priority Date: 08/03/2000
• Status: Expired due to Term

• Current Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Original Assignee: Xerox Corporation (Xerox Holdings Corp.)
• Inventors: Goodbrand, H. Bruce, Malhotra, Shadi L.
• Primary Examiner(s): Koslow, C. Melissa
• Assistant Examiner(s): Faison, Veronica F.
• Application Number:
  US09/632,190
• Time in Patent Office: 495 Days
• Field of Search: 106/31.29, 106/31.43, 106/31.61, 106/31.75, 106/31.58, 106/31.86
• US Class Current: 106/31.43
• CPC Class Codes: C09D 11/38 characterised by non-macromolecular additives other than solvents, pigments or dyes

Abstract

Disclosed is an ink composition comprising (a) a benzoyl benzamide compound; (b) a viscosity-modifying benzoyl-group-containing compound; (c) a colorant; and (d) an optional conductivity enhancing agent.

Claims

1. An ink composition comprising (a) a benzoyl benzamide compound;

(b) a viscosity-modifying benzoyl-group-containing compound;

(c) a colorant; and

(d) an optional conductivity enhancing agent.

2. An ink composition according to claim 1 wherein the benzoyl benzamide compound is of the formula

wherein n is an integer of 0, 1, 2, 3, 4, or 5, each X, independently of the others, is a hydroxy group, a halogen atom, an alkyl group, an aryl group, an arylalkyl or alkylaryl group, an amino group, or mixtures thereof.

3. An ink composition according to claim 1 wherein the benzoyl benzamide compound is 2-benzoyl benzamide, 2-(4-chloro benzoyl) benzamide, 2-(4-bromobenzoyl)benzamide, 2-(4-iodobenzoyl) benzamide, 2-(4-hydroxy benzoyl) benzamide, 2-(4-methyl benzoyl) benzamide, 2-(2,4-dimethyl benzoyl) benzamide, 2-(2,4,6-trimethyl benzoyl) benzamide, 2-(2,5-dimethyl benzoyl) benzamide, 2-(2-ethyl benzoyl) benzamide, 2-(4-isopropyl benzoyl) benzamide, 2-(3′

-amino-4′

-chlorobenzoyl) benzamide, 2-(4-diethylamino-2-hydroxy benzoyl) benzamide, or mixtures thereof.

4. An ink composition according to claim 1 wherein the benzoyl benzamide compound is present in the ink in an amount of at least about 60 percent by weight of the ink, and wherein the benzoyl benzamide compound is present in the ink in an amount of no more than about 90 percent by weight of the ink.

5. An ink composition according to claim 1 wherein the viscosity-modifying benzoyl-group-containing compound is of the formula

wherein n is an integer of 0, 1, 2, 3, 4, or 5, each X, independently of the others, is a hydroxy group, a halogen atom, an alkyl group, an aryl group, an arylalkyl or alkylaryl group, an amino group, or mixtures thereof, and R is an alkyl group, an aryl group, an arylalkyl or alkylaryl group, or mixtures thereof.

6. An ink composition according to claim 1 wherein the viscosity-modifying benzoyl-group-containing compound is methyl-o-benzoyl benzoate, ethyl-o-benzoyl benzoate, butyl-o-benzoyl benzoate, a 2-(4-chloro benzoyl) benzoic acid ester, a 2-(4-bromo benzoyl) benzoic acid ester, a 2-(4-iodo benzoyl)benzoic acid ester, a 2-(4-hydroxy benzoyl) benzoic acid ester, a 2-(4-methyl benzoyl) benzoic acid ester, a 2-(2,4-dimethyl benzoyl) benzoic acid ester, a 2-(2,4,6-trimethylbenzoyl) benzoic acid ester, a 2-(2,5-dimethyl benzoyl) benzoic acid ester, a 2-(2-ethylbenzoyl) benzoic acid ester, a 2-(4-isopropyl benzoyl) benzoic acid ester, a 2-(3′

-amino-4′

-chlorobenzoyl) benzoic acid ester, a 2-(4-diethylamino-2-hydroxy benzoyl) benzoic acid ester, dibenzoylmethane, trans-1,2-dibenzoyl ethylene, trans-1,2-dibenzoylcyclopropane, 1,4-dibenzoyl butane, 1,3-dibenzoylbenzene, N-benzoyl nitromethane, N-benzoyl-N-phenyl hydroxyl amine, 4-benzoylbiphenyl, 2-benzoylnaphthalene, benzil, 95, 3,3′

-dimethoxy benzil, 4,4′

-dimethoxy benzil, or mixtures thereof.

7. An ink composition according to claim 1 wherein the viscosity-modifying benzoyl-group-containing compound is present in the ink in an amount of at least about 5 percent by weight of the ink, and wherein the viscosity-modifying benzoyl-group-containing compound is present in the ink in an amount of no more than about 25 percent by weight of the ink.

8. An ink composition according to claim 1 wherein the colorant is a pigment.

9. An ink composition according to claim 1 wherein the colorant is a dye.

10. An ink composition according to claim 1 wherein the colorant is present in the ink in an amount of at least about 1 percent by weight of the ink, and wherein the colorant is present in the ink in an amount of no more than about 15 percent by weight of the ink.

11. An ink composition according to claim 1 wherein the ink contains a conductivity enhancing agent which is imidazole, 4-methyl imidazole, 2-ethyl imidazole, 2-ethyl-4-methylimidazole, 2-propyl imidazole, 2-isopropyl imidazole, 1-acetylimidazole, 1-benzylimidazole, 2-undecyl imidazole, 1,5-dicyclohexyl imidazole, 1-(2,4,6-triisopropyl benzene sulfonyl imidazole, 1-(mesitylene sulfonyl) imidazole, 1-trans-cinnamoyl imidazole, 2-methyl-4-nitro-1-imidazole propionitrile, 1,1′

-carbonyl diimidazole, 1,1′

-thiocarbonyl diimidazole, 1,1′

-sulfonyl diimidazole, 1,1′

-oxalyldiimidazole, 4-(hydroxymethyl)imidazole hydrochloride, 2-heptadecyl imidazole, or mixtures thereof.

12. An ink composition according to claim 1 wherein the ink contains a conductivity enhancing agent, wherein the conductivity enhancing agent is present in the ink in an amount of at least about 20 percent by weight of the ink, and wherein the conductivity enhancing agent is present in the ink in an amount of no more than about 35 percent by weight of the ink.

13. An ink composition according to claim 1 wherein the ink has a haze value of no more than about 25.

14. An ink composition according to claim 1 wherein the ink has a hardness value of at least about 70 at temperatures of from about 20 to about 25°

C.

15. An ink composition according to claim 1 wherein the ink has a melting point of no lower than about 60°

C., and wherein the ink has a melting point of no higher than about 150°

C.

16. An ink composition according to claim 1 wherein at ink jetting temperatures the ink has a melt viscosity of no more than about 25 centipoise.

17. A process which comprises incorporating into an ink jet printing apparatus an ink composition according to claim 1, melting the ink, and causing droplets of the melted ink to be ejected in an imagewise pattern onto a print substrate.

18. A process according to claim 17 wherein the printing apparatus employs an acoustic ink jet process, wherein droplets of the ink are caused to be ejected in imagewise pattern by acoustic beams.

19. A process according to claim 17 wherein the printing apparatus employs an acoustic ink jet printing process wherein droplets of the ink are formed by acoustic beams without imparting a substantial velocity component toward the print substrate, using a droplet forming force that is sufficient only to form the ink droplets, and wherein the printing process further comprises generating an electric field to exert an electrical force different from the droplet forming force on the ink droplets to move the ink droplets toward the print substrate, and controlling the electrical force exerted on the formed complete ink droplets by the electric field.

20. A process according to claim 17 wherein the printing apparatus employs a piezoelectric ink jet process, wherein droplets of the ink are caused to be ejected in imagewise pattern by oscillations of piezoelectric vibrating elements.