IP Library Granted Patent US 7,923,191
Granted Patent B2
US 7,923,191 · App. 11/828,453 · Granted Apr 12, 2011

Polyester resin toner produced by emulsion aggregation

Assignee: Lexmark International, Inc.
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Quick Facts
Patent No.
US 7,923,191
App. No.
11/828,453
Granted
Apr 12, 2011
Kind
B2
Abstract

The present disclosure relates to chemically processed toner. The toner may be prepared by an emulsion aggregation method by forming a polyester dispersion wherein the polyester has an acid value of about 5 to about 50 and a particle size of about 50 to about 500 nanometers. The polyester dispersion may then be combined with a pigment and/or release agent dispersion wherein the pigment and/or release agent dispersion may contain a dispersant. This may then be followed by heating and recovering agglomerated toner particles wherein the toner particles may have a mean particle size of about 3 to about 15 microns and an average degree of circularity of between about 0.90 to about 1.0.

Claims (36)

1. A method of forming a chemically processed toner comprising:

forming a polyester dispersion including a polyester having an acid value of about 5 to about 50 and a particle size of about 50 to about 500 nanometers by combining the polyester in an organic solvent that is miscible with water and introducing water and removing substantially all of said organic solvent wherein said dispersion has a pH of about 6 to about 8;

forming a pigment dispersion including a pigment in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component wherein the weight percent of pigment (P) divided by the weight percent of dispersant (D) provides a ratio P/D equal to about 1:1 to about 8:1 and wherein said pigment has a particle size of about 50 to about 500 nanometers;

forming a release agent dispersion including a release agent in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component wherein the weight percent of release agent (RA) divided by the weight percent of dispersant (D) provides a ratio RA/D equal to about 1:1 to about 15:1 and wherein said release agent has a particle size of about 50 to about 800 nanometers; and

combining said polyester dispersion, said pigment dispersion and said release agent dispersion and agglomerating in the presence of agglomerating agent, heating and recovering agglomerated toner particles wherein said toner particles have mean particle size of about 3 to about 15 microns and an average degree of circularity of between about 0.90 to about 1.0.

2. The method of claim 1 wherein said polyester has a particle size of about 50 to about 250 nanometers and an acid value of about 10 to about 40.

3. The method of claim 1 wherein said polyester indicates the onset of a glass transition temperature (Tg) at a heating rate of about 5° C./minute in a differential scanning calorimeter of about 40 to about 80° C.

4. The method of claim 1 wherein said polyester have a peak MW as determined by gel permeation chromatography (Mp) of about 2,500 to about 40,000 and a molecular weight distribution of about 2 to about 30.

5. The method of claim 1 wherein the polyester has the following formula:

wherein R1 and/or R2 and A may be an aliphatic, aliphatic-aromatic or wholly aromatic group and n may have a value the provides a Mp value of about 2,500 to about 40,000.

6. The method of claim 1 wherein said polyester comprises a co-polyester having the following random repeating unit structures:

wherein n, m and o are integers which provide a Mp value of about 2,500 to about 40,000, X is an aliphatic moiety and y is an integer having a value of 1 to 20.

7. The method of claim 1 wherein said pigment and/or release agent dispersant comprises a copolymer including a hydrophilic component and a hydrophobic component.

8. The method of claim 7 wherein said pigment and/or release agent dispersant comprises a terpolymer having the following formula:

wherein a, b and c are integers may be varied to provide a Mw of about 1,000 to about 20,000.

9. The method of claim 7 wherein said dispersant has a weight average molecular weight (Mw) of about 1,000 to about 20,000.

10. The method of claim 7 wherein said pigment and/or release agent dispersant comprises a terpolymer having the following formula:

wherein the values of n and m are adjusted to provide a weight average molecular weight (Mw) of about 250 to about 5000.

11. The method of claim 1 wherein said solvent is selected from the group consisting of alcohols, ketones, amide solvents, cyclic ether solvents, ethyl acetate, sulfone solvents, and mixtures thereof.

12. The method of claim 1 wherein said pigment and/or release agent dispersant comprises a copolymer including a hydrophilic component and a protective colloid component.

13. The method of claim 1 wherein said pigment and/or release agent dispersant comprises a terpolymer including a hydrophilic component, a protective colloid component, and a hydrophobic component.

14. The method of claim 1 further comprising providing said toner particles in a printer cartridge.

15. A method of forming a chemically processed toner comprising:

forming a polyester dispersion including a polyester having an acid value of about 5 to about 50, a peak MW as determined by gel permeation chromatography of about 2500 to about 40,000, a molecular weight distribution of about 2 to about 30 and a particle size of about 50 to about 500 nanometers, by combining said polyester in an organic solvent that is miscible with water and introducing water and removing substantially all of said organic solvent wherein said dispersion has a pH of about 6 to about 8;

forming a pigment dispersion including a pigment in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component and indicates the onset of a glass transition temperature of about 40-130° C. and wherein the weight percent of pigment (P) divided by the weight percent of dispersant (D) provides a ratio P/D equal to about 1:1 to about 5:1 and wherein said pigment has a particle size of about 50 to about 500 nanometers;

forming a release agent dispersion including a release agent in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component and indicates the onset of a glass transition temperature of about 40 to about 130° C. wherein the weight percent of release agent (RA) divided by the weight percent of dispersant (D) provides a ratio RA/D equal to about 1:1 to about 15:1 and wherein said release agent has a particle size of about 50 to about 800 nanometers; and

combining said polyester dispersion, said pigment dispersion and said release agent dispersion and agglomerating in the presence of agglomerating agent, heating and recovering agglomerated toner particles wherein said toner particles have mean particle size of about 3 to about 15 microns and an average degree of circularity of between about 0.90 to about 1.0.

16. The method of claim 15 wherein said polyester has a particle size of about 50 to about 250 nanometers and an acid value of about 10 to about 40.

17. The method of claim 15 further comprising providing said toner particles in a printer cartridge.

18. A method of forming a chemically processed toner comprising:

forming a polyester dispersion including a polyester having an acid value of about 5 to about 50, a peak MW as determined by gel permeation chromatography of about 2500 to about 40,000, a molecular weight distribution of about 2 to about 30 and a particle size of about 50 to about 500 nanometers, by combining said polyester in an organic solvent that is miscible with water and introducing water and removing substantially all of said organic solvent wherein said dispersion has a pH of about 6 to about 8;

forming a pigment dispersion including a pigment in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component wherein the weight percent of pigment (P) divided by the weight percent of dispersant (D) provides a ratio P/D equal to about 1:1 to about 8:1 and wherein said pigment has a particle size of about 50 to about 500 nanometers;

forming a release agent dispersion including a release agent in the presence of a dispersant wherein said dispersant contains a hydrophilic component and a hydrophobic component wherein the weight percent of release agent (RA) divided by the weight percent of dispersant (D) provides a ratio RA/D equal to about 1:1 to about 15:1 and wherein said release agent has a particle size of about 50 to about 800 nanometers; and

combining said polyester dispersion, said pigment dispersion and said release agent dispersion and agglomerating in the presence of agglomerating agent, heating and recovering agglomerated toner particles wherein said toner particles have mean particle size of about 1 to about 10 microns and an average degree of circularity of greater than about 0.93.

19. The method of claim 18 wherein said polyester has a particle size of about 50 to about 250 nanometers and an acid value of about 10 to about 40.

20. The method of claim 18 further comprising providing said toner particles in a printer cartridge.

Assignments (8)
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0192 →
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0293 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: CITIBANK, N.A.
Reel/Frame 073007/0118 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: JEFFERIES FINANCE LLC
Reel/Frame 073007/0346 →
RELEASE OF SECURITY INTEREST Recorded Jan 18, 2024
From: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
To: LEXMARK INTERNATIONAL, INC.
Reel/Frame 066345/0026 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT U.S. PATENT NUMBER PREVIOUSLY RECORDED AT REEL: 046989 FRAME: 0396. ASSIGNOR(S) HEREBY CONFIRMS THE PATENT SECURITY AGREEMENT. Recorded Oct 24, 2018
From: LEXMARK INTERNATIONAL, INC.
To: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
Reel/Frame 047760/0795 →
PATENT SECURITY AGREEMENT Recorded Aug 30, 2018
From: LEXMARK INTERNATIONAL, INC.
To: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
Reel/Frame 046989/0396 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2007
From: BERTELSEN, CRAIG MICHAEL; BEJAT, LIGIA AURA; BENSING, MICHAEL JAMES; KRASESKI, JOHN JOSEPH; MARTINKOVIC, MATTHEW T.; SUN, JING X.
To: LEXMARK INTERNATIONAL, INC.
Reel/Frame 019611/0393 →
Continuity (1)
Related Publication 20090029282A1 · Jan 29, 2009