IP Library › Granted Patent US 12,681,400
Granted Patent B2
US 12,681,400 · App. 17/476,933 · Granted Jul 14, 2026

Toner compositions and additives

Inventors: Richard Philip Nelson Veregin (Mississauga, CA); Kimberly D. Nosella (Ancaster, CA); Raysa Rodriguez Diaz (Burlington, CA); Melanie Lynn Davis (Hamilton, CA); Cuong Vong (Hamilton, CA)
Assignee: XEROX CORPORATION
G03G9/0872G03G9/0819G03G9/09733B82Y40/00
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Quick Facts
Patent No.
US 12,681,400
App. No.
17/476,933
Filed
Sep 16, 2021
Granted
Jul 14, 2026
Kind
B2
Art Unit
1737
USPC
430/109.3
Abstract

Disclosed herein is a toner composition, developer and additive for a toner composition. The toner composition includes toner particles comprising at least one resin, an optional colorant, an optional wax, and a polymeric toner additive on at least a portion of an external surface of the toner particles. The polymeric toner additive includes a polymeric resin comprising a cross-linked fluorinated acrylic monomer, a cross-linkable monomer containing two or more vinyl groups at 8 wt % to 40 wt % of the polymeric resin, and optionally a charge control agent comprising nitrogen containing group at 0.1 wt % to 1.5 wt % of the polymeric resin.

Claims (25)

1 . A toner composition comprising: toner particles comprising at least one resin, an optional colorant, an optional wax, and a polymeric toner additive on at least a portion of an external surface of the toner particles, the polymeric toner additive comprising:

a first polymeric resin comprising a cross-linked fluorinated acrylic monomer, a cross-linkable monomer comprising divinyl benzene at 30 wt % of the first polymeric resin, and a fluorinated divinyl crosslinking agent, wherein the first polymeric resin has an average or medium particle size (D50) of from about 20 nanometers to about 40 nanometers;

a second polymeric resin comprising cyclohexylmethacrylate (CHMA), divinyl benzene at 25 wt % of the second polymeric resin, and a charge control agent comprising a nitrogen containing group at 0.1 wt % to 1.5 wt % of the second polymeric resin, wherein the second polymeric resin has an average or medium particle size (D50) of from about 71 nanometers to about 115 nanometers; and

wherein the charge control agent comprises dipropylaminoethyl methacrylate, diisopropylaminoethyl methacrylate, dibutylaminoethyl methacrylate, or a combination thereof; and

wherein the toner composition comprises no titania.

2 . The toner composition of claim 1 , wherein the fluorinated acrylic monomer comprises a fluorinated acrylate monomer or fluorinated methacrylate monomer.

3 . The toner composition of claim 1 , wherein the second polymeric resin comprises a non-fluorinated hydrophobic monomer.

4 . The toner composition of claim 1 , wherein the toner particles comprise an emulsion aggregation toner having a size from about 4 microns to about 10 microns.

5 . The toner composition of claim 1 , further comprising a cleaning additive selected from the group consisting of: stearates, cerium oxide, and strontium titanate.

6 . The toner composition of claim 1 , wherein the polymeric toner additive comprises from 0.1 weight percent to 5 weight percent of the toner composition.

7 . A developer comprising: a toner composition; and a toner carrier, wherein the toner composition comprising: toner particles comprising at least one resin, an optional colorant, an optional wax, and a polymeric toner additive on at least a portion of an external surface of the toner particles, the polymeric toner additive comprising:

a first polymeric resin comprising a cross-linked fluorinated acrylic monomer, a cross-linkable monomer comprising divinyl benzene at 30 wt % of the first polymeric resin, and a fluorinated divinyl crosslinking agent, wherein the first polymeric resin has an average or medium particle size (D50) of from about 20 nanometers to about 40 nanometers;

a second polymeric resin comprising cyclohexylmethacrylate (CHMA), divinyl benzene at 25 wt % of the second polymeric resin, and a charge control agent comprising a nitrogen containing group at 0.1 wt % to 1.5 wt % of the second polymeric resin, wherein the second polymeric resin has an average or medium particle size (D50) of from about 71 nanometers to about 115 nanometers; and

wherein the charge control agent comprises dipropylaminoethyl methacrylate, diisopropylaminoethyl methacrylate, dibutylaminoethyl methacrylate, or a combination thereof; and

wherein the toner composition comprises no titania.

8 . The developer of claim 7 , wherein the fluorinated acrylic monomer comprises a fluorinated acrylate monomer or fluorinated methacrylate monomer.

9 . The developer of claim 7 , wherein the second polymeric resin comprises a non-fluorinated hydrophobic monomer.

10 . The developer of claim 7 , further comprising an additive selected from the group of silica, and alumina.

11 . A toner additive comprising:

a first polymeric resin comprising a cross-linked fluorinated acrylic monomer, a cross-linkable monomer comprising divinyl benzene at 30 wt % of the first polymeric resin, and a fluorinated divinyl crosslinking agent, wherein the first polymeric resin has an average or medium particle size (D50) of from about 20 nanometers to about 40 nanometers;

a second polymeric resin comprising cyclohexylmethacrylate (CHMA), divinyl benzene at 25 wt % of the second polymeric resin, and a charge control agent comprising a nitrogen containing group at 0.1 wt % to 1.5 wt % of the second polymeric resin, wherein the second polymeric resin has an average or medium particle size (D50) of from about 71 nanometers to about 115 nanometers; and

wherein the charge control agent comprises dipropylaminoethyl methacrylate, diisopropylaminoethyl methacrylate, dibutylaminoethyl methacrylate, or a combination thereof; and

wherein the toner additive comprises no titania.

12 . The toner additive of claim 11 , wherein the fluorinated acrylic monomer comprises a fluorinated acrylate monomer or fluorinated methacrylate monomer.

13 . The toner additive of claim 11 , wherein the second polymeric resin comprises a non-fluorinated hydrophobic 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 Sep 16, 2021
From: VEREGIN, RICHARD PHILIP NELSON; NOSELLA, KIMBERLY D.; DIAZ, RAYSA RODRIGUEZ; DAVIS, MELANIE LYNN; VONG, CUONG
To: XEROX CORPORATION
Reel/Frame 057504/0135 →
Continuity (1)
Related Publication 20230097294A1 · Mar 30, 2023
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