IP Library Granted Patent US 10,268,130
Granted Patent B2
US 10,268,130 · App. 13/917,664 · Granted Apr 23, 2019

Negative charge carrier resins with RH sensitivity

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Quick Facts
Patent No.
US 10,268,130
App. No.
13/917,664
Granted
Apr 23, 2019
Kind
B2
Abstract

The instant disclosure describes methacrylate coated carrier resins with hydrophobic substituents for charge control and improved RH sensitivity.

Claims (28)

1. A toner carrier composition comprising:

a polymer coating resin consisting of a methacrylate monomer having a hydrophobic substituent and a secondary aminoacrylate monomer, wherein the highest occupied molecular orbital (HOMO) of the methacrylate-containing polymer has greater than about 25% of the electron density of those molecular orbitals located on the hydrophobic substituent and less than about 75% of the electron density of those molecular orbitals on the carbonyl group of the methacrylate moiety, and wherein said methacrylate monomer having a hydrophobic substituent is present from about 98% to 100% by weight of the polymer and said secondary aminoacrylate monomer is present (a) from about 0.5 to about 1%; or (b) from about 1 to about 1.5; or (c) from about 1.5 to about 2% by weight of the polymer,

further wherein the methacrylate monomer has the formula as set forth in formula (I):

wherein Ar comprises at least one aromatic group, and

the secondary amino acrylate monomer is selected from the group consisting of dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, and diethylaminopropyl methacrylate; and

a carrier core particle, wherein the polymer coating resin adheres to a surface of the carrier core particle.

2. The Carrier composition of claim 1 , wherein the monomer exhibits increased delocalization of Fukui (−) function electron densities from the carbonyl group to the hydrophobic substituent as compared to methyl-containing, hexyl-containing or cyclohexyl-containing methacrylate polymers.

3. The carrier composition of claim 1 , wherein Ar is a benzyl group, a naphthyl group or a phenyl group.

4. The Carrier composition of claim 1 , wherein the methacrylate monomer has a carbon oxygen (C/O) ratio of 4.75 or more.

5. The carrier composition of claim 1 , wherein the secondary amino acrylate monomer is present at about 1% by weight of the polymer.

6. The carrier composition of claim 1 , wherein said methacrylate monomer has an improved charging RH ratio as compared to that of methylmethacrylate (MMA).

7. A developer comprising:

a carrier composition;

a toner;

and a toner surface additive;

wherein the carrier composition comprises a polymer coating resin consisting of a methacrylate monomer having a hydrophobic substituent and a secondary aminoacrylate monomer, wherein the highest occupied molecular orbital (HOMO) of the methacrylate-containing polymer has greater than about 25% of the electron density of those molecular orbitals located on the hydrophobic substituent and less than about 75% of the electron density of those molecular orbitals on the carbonyl group of the methacrylate moiety, and wherein said methacrylate monomer having a hydrophobic substituent is present from about 98% to 100% by weight of the polymer and said secondary aminoacrylate monomer is present (a) from about 0.5 to about 1%; or (b) from about 1 to about 1.5; or (c) from about 1.5 to about 2% by weight of the polymer,

further wherein the methacrylate monomer has the formula as set forth in formula (I):

wherein Ar comprises at least one aromatic group, and

the secondary amino acrylate monomer is selected from the group consisting of dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, and diethylaminopropyl methacrylate; and

a carrier core particle, wherein the polymer coating resin adheres to a surface of the carrier core particle.

8. The developer of claim 7 , wherein said at least one methacrylate monomer comprises a carbon:oxygen (C/O) ratio of 4.75 or greater.

9. The developer of claim 7 , wherein said toner surface additive comprises a silica, a titania, an alumina or mixtures thereof.

10. The developer of claim 9 , wherein said silica comprises at least one silica.

11. The developer of claim 7 , wherein an energy gap for forward charge transfer of electrons for said at least one methacrylate monomer and a toner surface additive is at less than about 5.1 eV.

12. The developer of claim 7 , wherein said toner comprises an emulsion aggregation toner.

13. The developer of claim 7 , wherein Ar comprises a benzyl group or a phenyl group.

14. The developer of claim 7 , wherein the secondary amino acrylate monomer is present at about 1% by weight of the polymer.

15. The developer of claim 7 , wherein said at least one methacrylate monomer comprises an improved charging RH ratio as compared to that of methylmethacrylate (MMA).

Assignments (10)
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 →
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 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 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2017
From: NATIONAL RESEARCH COUNCIL OF CANADA
To: XEROX CORPORATION
Reel/Frame 042195/0428 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2013
From: VEREGIN, RICHARD PN; VANBESIEN, DARYL W; HAWKINS, MICHAEL S; LI, QINGBIN; KOVALENKO, ANDRIY; GUSAROV, SERGEY
To: XEROX CORPORATION; NATIONAL RESEARCH COUNCIL OF CANADA
Reel/Frame 031048/0497 →