IP Library › Granted Patent US 11,834,580
Granted Patent B2
US 11,834,580 · App. 17/386,039 · Granted Dec 5, 2023

Ink composition with pH responsive resin particles

Inventors: Sepehr M. Tehrani (North York, CA); Carlos Dondon (Mississauga, CA); Syed Mohsin Ali (Milton, CA); Biby Esther Abraham (Mississauga, CA); C. Geoffrey Allen (Waterdown, CA); Mihaela Maria Birau (Hamilton, CA); Atousa Abdollahi (Etobicoke, CA); Karen A. Moffat (Brantford, CA)
Assignee: Xerox Corporation
C09D11/322C09D11/033C09D11/037C09D11/107
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Quick Facts
Patent No.
US 11,834,580
App. No.
17/386,039
Granted
Dec 5, 2023
Kind
B2
Abstract

Ink compositions are provided which may comprise water; resin particles; a colorant; and optionally, a wax, wherein the resin particles comprise a polymerization product of reactants comprising a dioxane/dioxalane monomer and an additional monomer, wherein the dioxane/dioxalane monomer is an ester of (meth)acrylic acid with an alcohol comprising a dioxane moiety, an ester of (meth)acrylic acid with an alcohol comprising a dioxalane moiety, or both.

Claims (28)

1. An ink composition comprising water; resin particles; a colorant; and optionally, a wax, wherein the resin particles comprise a polymerization product of reactants comprising a dioxane/dioxalane monomer and an additional monomer, wherein the dioxane/dioxalane monomer is an ester of (meth)acrylic acid with an alcohol comprising a dioxane moiety, an ester of (meth)acrylic acid with an alcohol comprising a dioxalane moiety, or both, wherein the water is present at an amount of at least about 50 weight %.

2. The ink composition of claim 1 , wherein the alcohol comprising the dioxane moiety or the alcohol comprising the dioxalane moiety is an acetal of a triol, a ketal of a triol, or a carbonate of a triol.

3. The ink composition of claim 2 , wherein the triol is glycerol or trimethylolpropane.

4. The ink composition of claim 1 , wherein the dioxane/dioxalane monomer has Formula I or Formula II,

wherein R is selected from a group consisting of hydrogen and methyl; R′ is selected from a group consisting of hydrogen and ethyl; and Z is selected from a group consisting of hydrogen, an oxygen of a carbonyl group, an alkyl group, an aryl group, and an alkoxy group.

5. The ink composition of claim 1 , wherein the dioxane/dioxalane monomer is selected from a group consisting of glycerol formal (meth)acrylate, trimethylolpropane formal (meth)acrylate, isopropylideneglycerol (meth)acrylate, and combinations thereof.

6. The ink composition of claim 1 , wherein the dioxane/dioxalane monomer is glycerol formal (meth)acrylate.

7. The ink composition of claim 1 , wherein the resin particles have a D 50 particle size that is dependent upon a pH of a latex comprising water and the resin particles.

8. The ink composition of claim 1 , wherein the resin particles have a D 50 particle size at about pH 3 of no greater than about 90 nm.

9. The ink composition of claim 1 , wherein the ink composition is free of silica particles, a water-soluble resin or emulsion thereof, a water-borne binder, a polymeric dispersant, and combinations thereof.

10. The ink composition of claim 1 , exhibiting a gloss differential of less than about 5 units; a wet rub resistance of at least about 10 as measured using an about 4.5 ng drop of the ink composition; or both.

11. The ink composition of claim 1 , exhibiting a time before gelation upon exposure to air of at least about 2 hours.

12. The ink composition of claim 1 , wherein the ink composition is an aqueous inkjet ink composition.

13. The ink composition of claim 1 , wherein the reactants further comprise styrene, an alkyl (meth)acrylate, an acidic monomer, and a reactive surfactant, wherein one of these is the additional monomer.

14. An ink composition comprising water; resin particles; a colorant; and optionally, a wax, wherein the resin particles comprise a polymerization product of reactants comprising a dioxane/dioxalane monomer and an additional monomer, wherein the dioxane/dioxalane monomer is glycerol formal (meth)acrylate.

15. The ink composition of claim 14 , wherein the reactants further comprise

styrene; an alkyl (meth)acrylate; and methacrylic acid, styrene sulfonic acid, or both, wherein one of these is the additional monomer;

a reactive surfactant;

a multifunctional monomer; and

optionally, a chain transfer agent, an initiator, or both.

16. The ink composition of claim 15 , wherein the glycerol formal (meth)acrylate is present at an amount of from about 2 weight % to about 18 weight %;

the styrene and the alkyl (meth)acrylate are present, together, at an amount of from about 70 weight % to about 97 weight %;

the methacrylic acid, the styrene sulfonic acid, or both, are present, together, at an amount of from about 2 weight % to about 20 weight %; and

the multifunctional monomer is present at an amount of from about 0.001 weight % to about 1 weight %.

17. The ink composition of claim 16 , wherein the resin particles consist of the polymerization product of the reactants and the reactants consist of the glycerol formal (meth)acrylate; the styrene; the alkyl (meth)acrylate; the methacrylic acid, the styrene sulfonic acid, or both; the reactive surfactant; the multifunctional monomer; and optionally, the chain transfer agent, the initiator, or both.

18. The ink composition of claim 17 , wherein the ink composition is an aqueous inkjet ink composition.

19. An ink composition comprising water; resin particles; a colorant; and optionally, a wax, wherein the resin particles comprise a polymerization product of reactants comprising a dioxane/dioxalane monomer and an additional monomer, wherein the dioxane/dioxalane monomer is an ester of (meth)acrylic acid with an alcohol comprising a dioxane moiety, an ester of (meth)acrylic acid with an alcohol comprising a dioxalane moiety, or both, wherein the ink composition exhibits a gloss differential of less than about 5 units; a wet rub resistance of at least about 10 as measured using an about 4.5 ng drop of the ink composition; or both.

20. An ink composition comprising water; resin particles; a colorant; and optionally, a wax, wherein the resin particles comprise a polymerization product of reactants comprising a dioxane/dioxalane monomer and an additional monomer, wherein the dioxane/dioxalane monomer is an ester of (meth)acrylic acid with an alcohol comprising a dioxane moiety, an ester of (meth)acrylic acid with an alcohol comprising a dioxalane moiety, or both, wherein the reactants further comprise styrene, an alkyl (meth)acrylate, an acidic monomer, and a reactive surfactant, wherein one of these is the additional monomer.

Assignments (7)
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 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
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 Jul 27, 2021
From: TEHRANI, SEPEHR M.; DONDON, CARLOS; ALI, SYED MOHSIN; ABRAHAM, BIBY ESTHER; ALLEN, C. GEOFFREY; BIRAU, MIHAELA MARIA; ABDOLLAHI, ATOUSA; MOFFAT, KAREN A.
To: XEROX CORPORATION
Reel/Frame 056993/0427 →
Continuity (1)
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