IP Library Granted Patent US 8,936,359
Granted Patent B2
US 8,936,359 · App. 13/680,322 · Granted Jan 20, 2015

Ink compositions incorporating ester resins

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Quick Facts
Patent No.
US 8,936,359
App. No.
13/680,322
Granted
Jan 20, 2015
Kind
B2
Abstract

An ink composition including one or more ester resins, the ink composition containing an optional colorant; at least one crystalline phase-change agent; an amorphous binder agent; and optionally one or more additives; where the at least one amorphous binder agent includes at least one ester compound.

Claims (33)

1. A phase change ink composition including one or more ester resins, the ink composition comprising:

an optional colorant;

at least one crystalline phase-change agent;

an amorphous binder agent; and

optionally one or more additives; wherein

the at least one amorphous binder agent comprises at least one ester compound represented by:

or a mixture of one or more compounds of General Formulas I and/or II;

where R 1 is:

(a) an alkylene group, including substituted and unsubstituted alkylene groups, wherein hetero atoms either may or may not be present in the alkylene group;

(b) an arylene group, including substituted and unsubstituted arylene groups, wherein hetero atoms either may or may not be present in the arylene group:

(c) an arylalkylene group, including substituted and unsubstituted arylalkylene groups, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of the arylalkylene group; or

(d) an alkylarylene group, including substituted and unsubstituted alkylarylene groups, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of the alkylarylene group;

two or more substituents can be joined together to form a ring; and

each of R 2 -R 25 are independently selected from the group consisting of hydrogen, alkyl groups, arylalkyl groups, alkylaryl groups, and heterocyclic groups; and wherein x is an integer of one or more.

2. The ink composition of claim 1 , wherein R 1 an alkylene group has the structure —(CH 2 ) p — in which p is an integer in a range of from 2 to 12.

3. The ink composition of claim 1 , wherein one or more of the R 2 -R 25 groups are a methyl group and one or more of the R 2 -R 25 groups are hydrogen.

4. The ink composition of claim 1 , wherein the ink composition comprises at least 15 percent by weight bio-renewable content, or an alcohol derived from a bio-renewable material is used to make the at least one ester compound.

5. The ink composition of claim 1 , wherein the weight-percent ratio between the crystalline phase-change agent and the amorphous binder agent is from 95:5 to 60:40, respectively.

6. The ink composition of claim 1 , wherein the amount of amorphous binder agent is in the range of from 5 to 40 percent by weight of the total ink composition; or

the amount of crystalline phase-change agent is in the range of from 60 to 95 percent by weight of the total ink composition.

7. The ink composition of claim 1 , wherein the crystalline phase-change agent comprises a crystalline compound with a melting temperature of less than 150° C.

8. The ink composition of claim 1 , wherein the crystalline phase-change agent is one or more trans-cinnamic diesters having a general formula

wherein R is derived from 1,3-proponediol, 1,4-butanediol, 2.3-butanediol, 1,6-hexanediol, cyclohexane-1,4-dimethanol, para-phenyl 1,4-dimethanol, bis(hydroxymethyl)furan and 2.5-dihydroxymethyl-tetrahydrofuran.

9. The ink composition of claim 1 , wherein the amount of colorant is in the range of from 0.5% to 10% by weight of the ink composition.

10. The ink composition of claim 1 , wherein the colorant is a dye or pigment or mixtures thereof.

11. The ink composition of claim 1 , wherein the one or more additives is selected from the group consisting of compatibilizing agents, synergists, rheology modifiers, plasticizers, and tackifiers.

12. The ink composition of claim 1 , wherein the ink composition is a solid at temperature below 60° C.

13. The ink composition of claim 1 , wherein the ink has a complex viscosity of from 1 to 22 centipoise in a jetting range of from 100 to 140° C.

14. An ink jet device comprising at least one ink retaining reservoir holding the ink composition of claim 1 , an ink jet head, and an ink supply line for providing the ink to the ink jet head.

15. A method of printing, comprising:

incorporating the ink composition of claim 1 into an ink jet printing apparatus;

melting the ink composition inside the ink jet printing apparatus; and

causing droplets of the melted ink to be ejected onto a surface of the recording substrate, either directly or via an intermediate heated transfer belt or drum to form an image.

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 →