IP Library Granted Patent US 7,905,948
Granted Patent B2
US 7,905,948 · App. 11/893,072 · Granted Mar 15, 2011

Phase change ink compositions

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Quick Facts
Patent No.
US 7,905,948
App. No.
11/893,072
Granted
Mar 15, 2011
Kind
B2
Abstract

A phase change ink composition comprising (a) at least one curable monomer or prepolymer, (b) at least one gellant, (c) at least one hyperbranched polymer comprising at least one photoinitiating moiety, (d) a colorant, (e) optionally, a reactive oligomer; and (f) optionally, at least one low molecular weight photo initiator.

Claims (24)

1. A phase change ink composition comprising:

(a) at least one curable monomer or prepolymer, (b) at least one gellant, wherein the gellant is a mixture of

wherein —C 34 H 56+a — represents a branched alkylene group, which may or may not include unsaturations and cyclic groups, substituted and unsubstituted alkylene groups, and wherein heteroatoms either may or may not be present in the alkylene group, wherein a is an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12, (c) at least one hyperbranched polymer comprising at least one photoinitiating moiety, (d) a colorant (e) optionally, a reactive oligomer; and (f) optionally, at least one low molecular weight photoinitiator.

2. The phase change ink composition of claim 1 , wherein the colorant comprises a pigment.

3. The phase change ink composition of claim 1 , wherein the colorant is present in the ink composition in an amount of at least about 0.1 percent by weight of the ink composition to no more than about 8 percent by weight of the ink composition.

4. The phase change ink composition of claim 1 , further comprising a wax containing at least one acrylate.

5. The phase change ink composition of claim 1 , wherein the at least one curable monomer is propoxylated neopentyl glycol diacrylate, isobornyl acrylate, isobornyl methacrylate, lauryl acrylate, lauryl methacrylate, isodecylacrylate, isodecylmethacrylate, caprolactone acrylate, 2-phenoxyethyl acrylate, isooctylacrylate, isooctylmethacrylate, butyl acrylate, or mixtures and combinations thereof.

6. The phase change ink composition of claim 1 , wherein the at least one curable monomer or prepolymer is a multifunctional acrylate or methacrylate compound.

7. The phase change ink composition of claim 6 , wherein the multifunctional acrylate or methacrylate compound is propoxylated neopentyl glycol diacrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, 1,2-ethylene glycol diacrylate, 1,2-ethylene glycol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,12-dodecanol diacrylate, 1,12-dodecanol dimethacrylate, tris(2-hydroxy ethyl) isocyanurate triacrylate, hexanediol diacrylate, tripropylene glycol diacrylate, dipropylene glycol diacrylate, amine modified polyether acrylate, trimethylolpropane triacrylate, glycerol propoxylate triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, ethoxylated pentaerythritol tetraacrylate, or mixtures or combinations thereof.

8. The phase change ink composition of claim 1 , wherein the at least one hyperbranched polymer comprises at least one initiating functional group, at least one co-initiating functional group and at least one compatibilizing group.

9. The phase change ink composition of claim 1 , wherein the at least one hyperbranched polymer is a compound of the formula

wherein R is a hyperbranched polyglycidol or a dendritic polymer polyol.

10. The phase change ink composition of claim 1 , wherein the at least one hyperbranched polymer is a compound of the formula

wherein R is a hyperbranched polyglycidol.

11. The phase change ink composition of claim 1 , wherein the at least one hyperbranched polymer is present in an amount of from about 1 to about 25 percent by weight based upon the weight of the ink composition.

12. The phase change ink composition of claim 1 , wherein the optional reactive oligomer comprises acrylated polyesters, acrylated polyethers, acrylated epoxies, urethane acrylates, pentaerythritol tetraacrylate, or a mixture or combination thereof.

13. The phase change ink composition of claim 1 , wherein the optional reactive oligomer is present in an amount of from about 0.5 to about 10 percent by weight based upon the weight of the ink composition.

14. The phase change ink composition of claim 1 , wherein the optional at least one low molecular weight photoinitiator is selected from the group consisting of benzyl ketones, monomeric hydroxyl ketones, α-amino ketones, acyl phosphine oxides, metallocenes, benzophenone, benzophenone derivatives, isopropyl thioxanthenones, arylsulphonium salts and aryl iodonium salts.

15. The phase change ink composition of claim 1 , wherein the optional at least one low molecular weight photoinitiator is present in an amount of from about 0.5 to about 5 percent by weight based upon the weight of the ink composition.

16. A process which comprises (I) incorporating into an ink jet printing apparatus a phase change ink composition comprising (a) at least one curable monomer or prepolymer, (b) at least one gellant, wherein the gellant is a mixture of

wherein —C 34 H 56+a — represents a branched alkylene group, which may or may not include unsaturations and cyclic groups, substituted and unsubstituted alkylene groups, and wherein heteroatoms either may or may not be present in the alkylene group, wherein a is an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12, (c) at least one hyperbranched polymer comprising at least one photoinitiating moiety, (d) a colorant (e) optionally, a reactive oligomer; and (f) optionally, at least one low molecular weight photoinitiator; (II) melting the ink; (III) causing droplets of the melted ink to be ejected in an imagewise pattern onto a substrate; and (IV) exposing the imagewise pattern to ultraviolet radiation.

17. A process according to claim 16 wherein the substrate is a final recording sheet and droplets of the melted ink are ejected in an imagewise pattern directly onto the final recording sheet and the imagewise pattern on the final recording sheet is exposed to ultraviolet radiation.

18. A process according to claim 16 wherein the substrate is an intermediate transfer member and droplets of the melted ink are ejected in an imagewise pattern onto the intermediate transfer member followed by transfer of the imagewise pattern from the intermediate transfer member to a final recording sheet, and wherein the imagewise pattern on the final recording sheet is exposed to ultraviolet radiation.

19. A process according to claim 18 wherein the intermediate transfer member is heated to a temperature above that of the final recording sheet and below that of the melted ink in the printing apparatus.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →