IP Library Granted Patent US 12,061,441
Granted Patent B2
US 12,061,441 · App. 18/206,700 · Granted Aug 13, 2024

Toner

Inventors: Karen A. Moffat (Brantford, CA); Kimberly D. Nosella (Ancaster, CA); Sepehr M. Tehrani (North York, CA)
Assignee: XEROX CORPORATION
G03G9/08711G03G9/0819G03G9/09
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Quick Facts
Patent No.
US 12,061,441
App. No.
18/206,700
Granted
Aug 13, 2024
Kind
B2
Abstract

Toners are provided which may comprise toner particles, a colorant, and optionally, a wax, wherein the toner particles comprise a resin comprising a polymerization product of reactants comprising a dioxane/dioxolane monomer and a vinyl co-monomer, wherein the dioxane/dioxolane 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 dioxolane moiety, or both.

Claims (22)

1. A toner comprising toner particles, a colorant, and optionally, a wax, wherein the toner particles comprise a resin comprising a polymerization product of reactants comprising a dioxane/dioxolane monomer and a vinyl co-monomer, wherein the dioxane/dioxolane 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 unsubstituted alkyl group, an unsubstituted aryl group, and an unsubstituted alkoxy group.

2. The toner of claim 1 , wherein Z is selected from hydrogen and an unsubstituted alkyl group.

3. The toner of claim 1 , wherein the dioxane/dioxolane monomer is present in the resin at an amount in a range of from about 1 weight % to about 50 weight %.

4. The toner of claim 1 , wherein the vinyl co-monomer comprises an alkyl (meth)acrylate present in the resin at an amount of at least about 15 weight %.

5. The toner of claim 4 , wherein the alkyl (meth)acrylate is butyl (meth)acrylate.

6. The toner of claim 1 , wherein the reactants comprise two different types of the vinyl co-monomer.

7. The toner of claim 6 , wherein the two different types of the vinyl co-monomer are styrene and an alkyl (meth)acrylate.

8. The toner of claim 7 , wherein the alkyl (meth)acrylate is butyl (meth)acrylate.

9. The toner of claim 1 , wherein the reactants comprise three different types of the vinyl co-monomer.

10. The toner of claim 9 , wherein the three different types of the vinyl co-monomer are styrene, an alkyl (meth)acrylate, and a vinyl co-monomer comprising a carboxylic acid group.

11. The toner of claim 10 , the alkyl (meth)acrylate is butyl (meth)acrylate and the vinyl co-monomer comprising the carboxylic acid group is beta-carboxyethyl acrylate.

12. The toner of claim 1 , wherein the toner particles have a volume average particle diameter D 50 of from about 2 μm to 10 μm.

13. The toner of claim 1 , wherein the toner is free of an initiator and is not curable.

14. The toner of claim 1 , wherein the toner is free of a resin other than the resin of the toner particles.

15. The toner of claim 1 , wherein the resin consists of the polymerization product of reactants consisting of the dioxane/dioxolane monomer, from one to three different types of the vinyl co-monomer, and optionally, one or more of an initiator, a chain transfer agent, and a crosslinking agent.

16. The toner of claim 15 , wherein the from one to three different types of the vinyl co-monomer are selected from styrene, an alkyl (meth)acrylate, and beta-carboxyethyl acrylate.

17. A toner comprising toner particles, a colorant, and optionally, a wax, wherein the toner particles comprise a resin comprising a polymerization product of reactants comprising a dioxane/dioxolane monomer, a vinyl co-monomer, and an alkyl (meth)acrylate present in the resin at an amount of at least about 15 weight %, wherein the dioxane/dioxolane 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 unsubstituted alkyl group, an unsubstituted aryl group, and an unsubstituted alkoxy group.

18. The toner of claim 17 , wherein Z is selected from hydrogen and an unsubstituted alkyl group.

19. The toner of claim 18 , wherein the alkyl (meth)acrylate is present in the resin at an amount of at least about 20 weight %.

20. The toner of claim 19 , wherein the vinyl co-monomer is styrene and the alkyl (meth)acrylate is butyl (meth)acrylate.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2023
From: MOFFAT, KAREN A.; NOSELLA, KIMBERLY D.; TEHRANI, SEPEHR M.
To: XEROX CORPORATION
Reel/Frame 063880/0657 →
Continuity (2)
Continuation 17386095 · Jul 27, 2021
Related Publication 20230314971A1 · Oct 5, 2023