Phase change inks

• US 6,336,963 B1
• Filed: 08/03/2000
• Issued: 01/08/2002
• 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: Wong, Raymond W., Breton, Marcel P., Malhotra, Shadi L.
• Primary Examiner(s): Koslow, C. Melissa
• Assistant Examiner(s): Faison, Veronica F.
• Application Number:
  US09/632,192
• Time in Patent Office: 523 Days
• Field of Search: 106/31.29, 106/31.61, 106/31.43, 106/31.75, 523/160, 523/161, 524/601
• US Class Current: 106/31.29
• CPC Class Codes: C09D 11/34 Hot-melt inks

Abstract

Disclosed is an ink composition comprising (a) an ink vehicle comprising a first nitrile compound having a first viscosity at a melt temperature, said melt temperature being at least about 60° C. and said melt temperature being no more than about 150° C., (b) a viscosity modifier comprising a second nitrile compound having a second viscosity at the melt temperature, said second viscosity being lower than said first viscosity, (c) a colorant, (d) an optional polymer comprising a polyester extended with a diisocyanato alkane, (e) an optional conductivity enhancing agent, (f) an optional antioxidant, and (g) an optional UV absorber.

Claims

1. An ink composition comprising (a) an ink vehicle comprising a first nitrile compound having a first viscosity at a melt temperature, said melt temperature being at least about 60°

C. and said melt temperature being no more than about 150°

C., (b) a viscosity modifier comprising a second nitrile compound having a second viscosity at the melt temperature, said second viscosity being lower than said first viscosity, (c) a colorant, (d) an optional polymer comprising a polyester extended with a diisocyanato alkane, (e) an optional conductivity enhancing agent, (f) an optional antioxidant, and (g) an optional UV absorber.

2. An ink composition according to claim 1 wherein the ink vehicle is selected from (a) 4,5-dialkyloxy-1,2-benzenedicarbonitriles of the formula

wherein m and n are each, independently of the other, integers of from 0 to about 18, (b) 4′

-(alkyloxy)-4-biphenyl carbonitriles of the formula

wherein p is an integer of from 0 to about 18, or (c) mixtures thereof.

3. An ink composition according to claim 1 wherein the ink vehicle is 4,5-dioctyloxy-1,2-benzenedicarbonitrile, 4-(4-cumylphenoxy) phthalonitrile, 4′

-(octyloxy)-4-biphenyl carbonitrile, N,O-bis(4-methoxybenzyloxycarbonyl)-2-amino-3-(4-hydroxyphenyl)-pro pionitrile, or mixtures thereof.

4. An ink composition according to claim 1 wherein the ink vehicle is present in the ink in an amount of at least about 40 percent by weight of the ink, and wherein the ink vehicle is present in the ink in an amount of no more than about 80 percent by weight of the ink.

5. An ink composition according to claim 1 wherein the viscosity modifier is benzoylacetonitrile, 2-hydroxyimino-2-phenylacetonitrile, (phenylsulfonyl) acetonitrile, 3,4,5-trimethoxy phenyl acetonitrile, N-(diphenyl methylene) aminoacetonitrile, 2-naphthylacetonitrile, 1,4-phenylenediacetonitrile, nitromethane trispropionitrile, 3-(phenyl sulfonyl) propionitrile, benzylidene malonitrile, 3-acetyl benzonitrile, 4-hydroxy-3-methoxybenzonitrile, 2,4-dimethoxy benzonitrile, 2,6-dimethoxy benzonitrile, 3,5-dimethoxy benzonitrile, 2-amino-4-methyl benzonitrile, 4-chloro-3-nitrobenzonitrile, 5-chloro-2-nitrobenzonitrile, 6-chloro-2-nitrobenzonitrile, 3,4,5-trimethoxy benzonitrile, trans-4-(diethylamino) cinnamonitrile, α

-phenyl cinnamonitrile, 1,1,3,3-propane tetra carbonitrile, 2-quinoline carbonitrile, 3-quinoline carbonitrile, 4-biphenyl carbonitrile, 1-(phenylsulfonyl)-2-pyrrole carbonitrile, 2,8-bis(trifluoromethyl)-4-quinoline carbonitrile, 2-methyl-4-nitro-1-imidazole propionitrile, 4,4′

-trimethylenebis(l-piperidine propionitrile), 3,3′

-(4-formylphenylimino) dipropionitrile, (dimethylamino methylene) malonitrile, 2-amino-4,5-dimethoxy benzonitrile, 4-amino-2,3,5,6-tetrafluoro benzonitrile, or mixtures thereof.

6. An ink composition according to claim 1 wherein the viscosity modifier is present in the ink in an amount of at least about 10 percent by weight of the ink, and wherein the viscosity modifier is present in the ink in an amount of no more than about 55 percent by weight of the ink.

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

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

9. 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.

10. An ink composition according to claim 1 containing a polymer comprising a polyester extended with a diusocyanato alkane which is poly(1,4-butylene succinate) extended with 1,6-diisocyanatohexane, poly(1,4-butylene glutarate) extended with 1,6-diisocyanatohexane, poly(1,4-butylene adipate) extended with 1,6-diisocyanatohexane, poly(1,4-butylene adipate-co-1,4-butylene succinate) extended with 1,6-diisocyanatohexane, or mixtures thereof.

11. An ink composition according to claim 1 containing a polymer comprising a polyester extended with a diisocyanato alkane, wherein the polymer is present in the ink in an amount of at least about 1 percent by weight of the ink, and wherein the polymer is present in the ink in an amount of no more than about 20 percent by weight of the ink.

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

13. 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.

14. 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.

15. 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.

16. 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.

17. A process according to claim 16 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.

18. A process according to claim 16 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.

19. A process according to claim 16 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.

20. A process according to claim 16 wherein the print substrate is heated during the printing process.