IP Library Granted Patent US 11,067,914
Granted Patent B2
US 11,067,914 · App. 16/469,875 · Granted Jul 20, 2021

Liquid electrophotographic ink(s)

Inventors: Getahun Biadglin (Nes Ziona, IL); Emad Masoud (Nes Ziona, IL); Reut Avigdor (Nes Ziona, IL); Albert Teishev (Nes Ziona, IL); Tehila Ben-Ezra (Nes Ziona, IL); Igor Shutyi (Nes Ziona, IL); Hanit Marom Tchaicheeyan (Nes Ziona, IL)
Assignee: HP Indigo B.V.
G03G9/125G03G9/122G03G9/131G03G9/132
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Quick Facts
Patent No.
US 11,067,914
App. No.
16/469,875
Granted
Jul 20, 2021
Kind
B2
Abstract

The present disclosure discloses a liquid electrophotographic ink. The ink can include (A) a liquid vehicle; (B) at least one colorant; (C) a resin comprising an ethylene acid copolymer; (D) an ethylene/(meth)acrylic acid C1-10 alkyl ester copolymer selected from the group consisting of an ethylene/methyl acrylate copolymer and an ethylene/butyl acrylate copolymer; and (E) a condensation product of urea and aldehyde.

Claims (72)

1. A liquid electrophotographic ink comprising:

(A) a liquid vehicle;

(B) at least one colorant;

(C) a resin comprising an ethylene acid copolymer;

(D) an ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer selected from the group consisting of an ethylene/methyl acrylate copolymer and an ethylene/butyl acrylate copolymer; and

(E) a condensation product of urea and aldehyde, wherein the aldehyde comprises formaldehyde.

2. The ink according to claim 1 , wherein (E) the condensation product of urea and aldehyde is present in an amount of from about 5 wt % to about 40 wt % based on the total weight of (C), (D), and (E).

3. The ink according to claim 1 , wherein (D) the ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer is selected from the group consisting of:

an ethylene/methyl acrylate copolymer wherein the methyl acrylate is present in an amount of 20% by weight over the weight of the copolymer,

an ethylene/methyl acrylate copolymer wherein the methyl acrylate is present in an amount of 24% by weight over the weight of the copolymer,

an ethylene/butyl acrylate copolymer wherein the butyl acrylate is present in an amount of 27% by weight over the weight of the copolymer, and

mixtures thereof.

4. The ink according to claim 1 , wherein (C) the ethylene acid copolymer is an ethylene-co-acrylic acid polymer and/or an ethylene-co-methacrylic acid polymer and comprises acrylic and/or methacrylic acid monomers in an amount comprised between about 15 wt % and about 20 wt % based on the total weight of the copolymer.

5. The ink according to claim 4 , wherein (C) the ethylene acid copolymer is combined with an additional polymer selected from the group consisting of poly(meth)acrylic acid, ethylene/(meth)acrylic acid/(meth)acrylic acid C 1-20 (alkyl ester terpolymers, (meth)acrylic acid/(meth)acrylic acid C 1-20 alkyl ester copolymers ethylene-acrylic acid ionomers, and mixtures thereof.

6. A method of making the liquid electrophotographic ink of claim 1 comprising:

mixing

(A) the liquid vehicle,

(B) the at least one colorant,

(C) the resin,

(D) the ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer, and

(E) the condensation product of urea and aldehyde; and

forming particles having a size of 0.01 to 50 microns by grinding (B), (C), (D), and (E).

7. The method according to claim 6 , wherein (E) the condensation product of urea and aldehyde is present in an amount of from about 10 wt % to about 20 wt % based on the total weight of (C), (D), and (E).

8. A liquid electrophotographic printing system comprising:

a liquid electrophotographic printer; and

the liquid electrophotographic ink of claim 1 loaded in the liquid electrophotographic printer,

wherein the liquid electrophotographic ink comprises:

(A) the liquid vehicle,

(B) the at least one colorant,

(C) the resin,

(D) the ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer, and

(E) the condensation product of urea and aldehyde.

9. The liquid electrophotographic printing system according to claim 8 , wherein:

(C) the ethylene acid copolymer is an ethylene-co-acrylic acid polymer and/or an ethylene-co-methacrylic acid polymer and comprises acrylic and/or methacrylic acid monomers in an amount comprised between 15% and 20% by weight over the weight of the copolymer; and

(E) the condensation product of urea and aldehyde is present in the liquid electrophotographic ink in an amount of from about 10 wt % to about 20 wt/o based on the total weight of (C), (D), and (E).

10. A liquid electrophotographic ink comprising:

(A) a liquid vehicle;

(B) at least one colorant;

(C) a resin comprising an ethylene acid copolymer;

(D) an ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer selected from the group consisting of:

an ethylene/methyl acrylate copolymer wherein the methyl acrylate is present in an amount of 20% by weight over the weight of the copolymer,

an ethylene/methyl acrylate copolymer wherein the methyl acrylate is present in an amount of 24% by weight over the weight of the copolymer,

an ethylene/butyl acrylate copolymer wherein the butyl acrylate is present in an amount of 27% by weight over the weight of the copolymer, and

mixtures thereof; and

(E) a condensation product of urea and aldehyde or (cyclo)aliphatic ketone.

11. The ink according to claim 10 , wherein (E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone comprises at least one C 1-10 aliphatic aldehyde, at least one C 5-12 (cyclo)aliphatic ketone, or mixtures thereof.

12. The ink according to claim 11 , wherein the at least one (cyclo)aliphatic ketone is present and is cyclohexanone, methylcyclohexanone, or mixtures thereof.

13. The ink according to claim 11 , wherein (E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone comprises a C 1-5 aliphatic aldehyde.

14. The ink according to claim 10 , wherein (E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone is present in an amount of from about 5 wt % to about 40 wt % based on the total weight of (C), (D), and (E).

15. The ink according to claim 10 , wherein (C) the ethylene acid copolymer is an ethylene-co-acrylic acid polymer and/or an ethylene-co-methacrylic acid polymer and comprises acrylic and/or methacrylic acid monomers in an amount comprised between about 15 wt % and about 20 wt % based on the total weight of the copolymer.

16. The ink according to claim 15 , wherein (C) the ethylene acid copolymer is combined with an additional polymer selected from the group consisting of poly(meth)acrylic acid, ethylene/(meth)acrylic acid/(meth)acrylic acid C 1-20 alkyl ester terpolymers, (meth)acrylic acid/(meth)acrylic acid C 1-20 alkyl ester copolymers, ethylene-acrylic acid ionomers, and mixtures thereof.

17. A method of making the liquid electrophotographic ink of claim 10 comprising:

mixing

(A) the liquid vehicle,

(B) the at least one colorant,

(C) the resin,

(D) the ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer, and

(E) the a condensation product of urea and the aldehyde or (cyclo)aliphatic ketone; and

forming particles having a size of 0.01 to 50 microns by grinding (B), (C), (D), and (E).

18. The method according to claim 17 , wherein (E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone is present in an amount of from about 10 wt % to about 20 wt % based on the total weight of (C), (D), and (E).

19. A liquid electrophotographic printing system comprising:

a liquid electrophotographic printer; and

the liquid electrophotographic ink of claim 10 loaded in the liquid electrophotographic printer,

wherein the liquid electrophotographic ink comprises:

(A) the liquid vehicle,

(B) the at least one colorant,

(C) the resin,

(D) the ethylene/(meth)acrylic acid C 1-10 alkyl ester copolymer, and

(E) the condensation product of urea and aldehyde or (cyclo)aliphatic ketone.

20. The liquid electrophotographic printing system according to claim 19 , wherein:

(C) the ethylene acid copolymer is an ethylene-co-acrylic acid polymer and/or an ethylene-co-methacrylic acid polymer and comprises acrylic and/or methacrylic acid monomers in an amount comprised between 15% and 20% by weight over the weight of the copolymer; and

(E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone comprises formaldehyde and (E) the condensation product of urea and the aldehyde or (cyclo)aliphatic ketone is present in the liquid electrophotographic ink in an amount of from about 10 wt % to about 20 wt % based on the total weight of (C), (D), and (E).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2019
From: BIADGLIN, GETAHUN; MASOUD, EMAD; AVIGDOR, REUT; TEISHEV, ALBERT; BEN-EZRA, TEHILA; SHUTYI, IGOR; MAROM TCHAICHEEYAN, HANIT
To: HEWLETT-PACKARD INDIGO B.V.
Reel/Frame 049471/0778 →
CHANGE OF NAME Recorded Jun 14, 2019
From: HEWLETT-PACKARD INDIGO B.V.
To: HP INDIGO B.V.
Reel/Frame 049471/0860 →
Continuity (1)
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