IP Library Granted Patent US 9,201,324
Granted Patent B2
US 9,201,324 · App. 12/707,693 · Granted Dec 1, 2015

Processes for producing polyester latexes via solvent-based and solvent-free emulsification

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Quick Facts
Patent No.
US 9,201,324
App. No.
12/707,693
Granted
Dec 1, 2015
Kind
B2
Abstract

A process for making a latex emulsion suitable for use in a toner composition includes contacting at least one polyester resin optionally with an organic solvent to form a resin mixture, adding a primary amine, optionally a surfactant, and deionized water to the mixture.

Claims (30)

1. A process comprising:

contacting at least one polyester resin with least one organic solvent and a phase inversion agent to form a resin mixture;

neutralizing said at least one polyester resin with a tris(hydroxymethyl) aminomethane (Tris);

adding water to the mixture to provide a latex emulsion containing latex particles; and

continuously recovering the latex particles.

2. The process according to claim 1 , wherein the at least one polyester resin is selected from the group consisting of amorphous resins, crystalline resins, and combinations thereof.

3. The process according to claim 1 , wherein the at least one organic solvent and the phase inversion agent is selected from the group consisting of alcohols, esters, ethers, ketones, amines, and combinations thereof, in an amount of from about 0.1% by weight to about 99% by weight of the polyester resin.

4. The process according to claim 1 , wherein adding the water occurs at temperatures of from about 25° C. to about 140° C.

5. The process according to claim 1 , wherein the polyester resin is a resin having a number average molecular weight of from about 1,000 to about 50,000, a weight average molecular weight of from about 2,000 to about 150,000, and a molecular weight distribution of from about 1.5 to about 50.

6. The process according to claim 1 , wherein the Tris is present in an amount from about 0.001% to 50% by weight of the resin and is added at a rate of from about 0.4 grams/minute to about 400 kilograms/minute.

7. The process according to claim 1 , wherein the latex particles have a particle size of about 30 nanometers to about 500 nanometers.

8. A process for preparing a polyester emulsion comprising:

contacting at least one polyester resin with a tris(hydroxymethyl) aminomethane (Tris) in the absence of an organic solvent to form a mixture;

melt mixing the mixture;

adding a concentrated surfactant to the mixture;

adding water to the mixture to provide a latex emulsion containing latex particles;

optionally adding one or more additional ingredients of a toner composition to the mixture; and

continuously recovering the latex particles.

9. The process according to claim 8 , wherein the Tris is present in an amount from about 0.001% to 50% by weight of the resin and is added at a rate of from about 0.4 grams/minute to about 400 kilograms/minute.

10. The process according to claim 8 , wherein melt mixing occurs at a temperature of from about 25° C. to about 300° C. and at a rate of from about 10 rpm to about 5,000 rpm, and wherein adding the water occurs at a temperature of from about 25° C. to about 140° C.

11. The process according to claim 8 , wherein the polyester resin is a resin having a number average molecular weight of from about 1,000 to about 50,000, a weight average molecular weight of from about 2,000 to about 150,000, and a molecular weight distribution of from about 1.5 to about 50.

12. The process according to claim 8 , wherein the surfactant is selected from the group consisting of anionic surfactants, ionic surfactants, nonionic surfactants, cationic surfactants, and combinations thereof, and the surfactant is present in an amount from about 0.01% to about 20% by weight of the resin.

13. The process according to claim 8 , wherein the water is added to the resin mixture at a rate of about 10 grams/minute to about 10 kilograms/minute.

14. A toner comprising:

at least one polyester resin neutralized with a tris(hydroxymethyl) aminomethane; and

optionally one or more additional ingredients of a toner composition.

15. The toner according to claim 14 , wherein the at least one polyester resin is selected from the group consisting of amorphous resins, crystalline resins, and combinations thereof.

16. The toner according to claim 14 , wherein the toner has a particle size of from about 2 microns to about 10 microns.

17. The toner according to claim 14 , wherein the toner has a volume average particle size distribution index of from about 1 to about 1.8, and a circularity of from about 0.6 to about 1.

18. The toner according to claim 14 , wherein the polyester resin is a resin having a number average molecular weight of from about 1,000 to about 50,000, a weight average molecular weight of from about 2,000 to about 150,000, and a molecular weight distribution Mw/Mn of from about 1.5 to about 50.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
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 →
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 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 →