IP Library Granted Patent US 8,853,293
Granted Patent B2
US 8,853,293 · App. 12/642,538 · Granted Oct 7, 2014

Curable solid ink compositions

Inventors: Marcel P. Breton (Mississauga, CA); Michelle N. Chretien (Mississauga, CA); Peter G. Odell (Mississauga, CA); Christopher Wagner (Toronto, CA)
Assignee: Xerox Corporation
C09D11/101C09D11/34Y10S522/909
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Quick Facts
Patent No.
US 8,853,293
App. No.
12/642,538
Granted
Oct 7, 2014
Kind
B2
Abstract

A radiation curable solid ink composition comprising at least one curable wax that is curable by free radical polymerization; at least one monomer, oligomer, or prepolymer; at least one non-curable wax; at least one free-radical photoinitiator or photoinitiating moiety; and a colorant; wherein the components form a curable ink composition that is a solid at a first temperature of from about 20 to about 25° C.; and wherein the components form a liquid composition at a second temperature of greater than about 40° C.

Claims (41)

1. A radiation curable solid ink composition comprising:

at least one curable wax that is curable by free radical polymerization, wherein the at least one curable wax is present in an amount of from about 1 to about 25% by weight based upon the total weight of the curable solid ink composition;

at least one monomer, oligomer, or prepolymer, wherein the at least one monomer, oligomer, or prepolymer is present in an amount of from about 1 to about 80% by weight based on the total weight of the curable solid ink composition;

wherein the at least one monomer, oligomer, or prepolymer has a melting point of from about 45 to about 80° C.;

at least one non-curable wax, wherein the non-curable wax is present in an amount of from about 20 to about 50% by weight based upon the total weight of the curable solid ink composition;

at least one free-radical photoinitiator, wherein the photoinitiator or photoinitiators are present in a total amount of from about 0.5 to about 15% by weight based upon the total weight of the curable solid ink composition; and

a colorant;

wherein the components form a curable ink composition that is a solid at a first temperature, wherein the first temperature is from about 20 to about 25° C.;

wherein the components form a liquid composition at a second temperature, wherein the second temperature is greater than about 40° C.

2. The radiation curable solid ink composition of claim 1 , wherein the at least one curable wax contains an acrylate, methacrylate, alkene, vinyl, or allylic ether, functional group.

3. The radiation curable solid ink composition of claim 1 , wherein the at least one monomer, oligomer, or prepolymer is an acrylate monomer, a methacrylate monomer, or a mixture or combination thereof.

4. The radiation curable solid ink composition of claim 1 , wherein the at least one monomer, oligomer, or prepolymer is cyclohexane dimethanol diacrylate, tris(2-hydroxy ethyl)isocyanurate triacrylate, acrylate ester, or a mixture or combination thereof.

5. The radiation curable solid ink composition of claim 1 , where the at least one monomer, oligomer, or prepolymer further comprises a nonpolar liquid acrylate or methacrylate monomer selected from the group consisting of isobornyl acrylate, isobornyl methacrylate, caprolactone acrylate, 2-phenoxyethyl acrylate, isooctylacrylate, isooctylmethacrylate, butyl acrylate, or a mixture or combination thereof.

6. The radiation curable solid ink composition of claim 1 , wherein the non-curable wax is an ester wax.

7. The radiation curable solid ink composition of claim 1 , wherein the non-curable wax is an ester wax having an acid value (mg KOH/g) of from greater than about 15 to less than about 100.

8. The radiation curable solid ink composition of claim 1 , wherein the wherein the non-curable wax is an ester wax having a melting point of from about 40 to about 95° C.

9. The radiation curable solid ink composition of claim 1 , wherein the photoinitiator is an ultraviolet radiation activated photoinitiator.

10. The radiation curable solid ink composition of claim 1 , wherein the photoinitiator comprises a three-component photoinitiator system with no synergist.

11. The radiation curable solid ink composition of claim 1 , wherein the photoinitiator comprises 1-hydroxy-cyclohexyl-phenyl-ketone, bis(2,4,6-trimethylbenzoyl)-phenylphosphineoxide, and 2-methyl-1[4-(methylthio)phenyl]-2-morpholinopropan-1-one, or a mixture or combination thereof.

12. The radiation curable solid ink composition of claim 1 , wherein the composition has a pre-cure hardness in the range of about 20 to about 50 at room temperature.

13. The radiation curable solid ink composition of claim 1 , wherein the radiation curable solid ink composition forms a semi-solid state at an intermediate temperature between a jetting temperature and a substrate temperature and wherein the radiation curable solid ink composition remains in a liquid or semi-solid state for a period of time prior to solidification on the substrate.

14. An ink jet printer ink stick or pellet containing a curable solid ink composition comprising at least one curable wax that is curable by free radical polymerization; at least one monomer, oligomer, or prepolymer; at least one non-curable wax; at least one free-radical photoinitiator; and a colorant;

wherein the at least one curable wax is present in an amount of from about 1 to about 25% by weight based upon the total weight of the curable solid ink composition;

wherein the at least one monomer, oligomer, or prepolymer is present in an amount of from about 1 to about 80% by weight based on the total weight of the curable solid ink composition;

wherein the at least one monomer, oligomer, or prepolymer has a melting point of from about 45 to about 80° C.;

wherein the non-curable wax is present in an amount of from about 20 to about 50% by weight based upon the total weight of the curable solid ink composition; and

wherein the photoinitiator or photoinitiators are present in a total amount of from about 0.5 to about 15% by weight based upon the total weight of the curable solid ink composition;

wherein the components form a curable ink composition that is a solid at a first temperature, wherein the first temperature is from about 20 to about 25° C.;

wherein the components form a liquid composition at a second temperature, wherein the second temperature is greater than about 40° C.

15. A radiation curable solid ink composition comprising:

at least one curable wax that is curable by free radical polymerization, wherein the at least one curable wax is present in an amount of from about 1 to about 25% by weight based upon the total weight of the curable solid ink composition;

at least one monomer, oligomer, or prepolymer, wherein the at least one monomer, oligomer, or prepolymer is present in an amount of from about 1 to about 80% by weight based on the total weight of the curable solid ink composition;

at least one non-curable wax, wherein the non-curable wax is present in an amount of from about 20 to about 50% by weight based upon the total weight of the curable solid ink composition;

wherein the non-curable wax is an ester wax;

at least one free-radical photoinitiator, wherein the photoinitiator or photoinitiators are present in a total amount of from about 0.5 to about 15% by weight based upon the total weight of the curable solid ink composition; and

a colorant;

wherein the components form a curable ink composition that is a solid at a first temperature, wherein the first temperature is from about 20 to about 25° C.;

wherein the components form a liquid composition at a second temperature, wherein the second temperature is greater than about 40° C.

16. The radiation curable solid ink composition of claim 15 , wherein the non-curable wax is an ester wax having an acid value (mg KOH/g) of from greater than about 15 to less than about 100.

17. The radiation curable solid ink composition of claim 15 , wherein the wherein the non-curable wax is an ester wax having a melting point of from about 40 to about 95° C.

18. The ink jet printer ink stick or pellet of claim 14 , wherein the non-curable wax is an ester wax.

Assignments (10)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 18, 2009
From: BRETON, MARCEL P.; CHRETIEN, MICHELLE N.; ODELL, PETER G.; WAGNER, CHRISTOPHER
To: XEROX CORPORATION
Reel/Frame 023678/0217 →
Continuity (1)
Related Publication 20110152397A1 · Jun 23, 2011