IP Library Granted Patent US 7,169,528
Granted Patent B2
US 7,169,528 · App. 10/836,772 · Granted Jan 30, 2007

Process for preparing colored toner particles

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Quick Facts
Patent No.
US 7,169,528
App. No.
10/836,772
Granted
Jan 30, 2007
Kind
B2
Abstract

A process for the preparation of colored polymeric toner particles includes: forming an organic phase by dissolving an organic polymer and, optionally, one or more additives in a water-immiscible organic solvent; forming a dispersion by combining the organic phase with an aqueous phase comprising a particulate stabilizer, a colorant, and, optionally, a promoter, with the proviso that when the colorant is carbon black, it is an acidic carbon black having a pH less than 7; homogenizing the dispersion to form droplets containing the organic solvent, organic polymer, and colorant; removing the organic solvent from the droplets to form colored polymeric toner particles; and separating and drying the toner particles.

Claims (23)

1. A process for the preparation of colored polymeric toner particles comprising:

a) forming an organic phase by dissolving an organic polymer and, optionally, one or more additives in a water-immiscible organic solvent,

b) forming a dispersion by combining the organic phase with an aqueous phase comprising a particulate stabilizer, a colorant, and, optionally, a promoter, with the proviso that when the colorant is carbon black, said carbon black is an acidic carbon black having a pH less than 7;

c) homogenizing the dispersion, thereby forming droplets containing the organic solvent, organic polymer, and colorant;

d) removing the organic solvent from the droplets, thereby forming colored polymeric toner particles; and

e) separating and drying the colored polymeric toner particles.

2. The process of claim 1 wherein said organic polymer is a vinyl polymer or copolymer.

3. The process of claim 2 wherein said organic polymer is a styrene-acrylic copolymer.

4. The process of claim 1 wherein said organic polymer is a monomer condensation copolymer.

5. The process of claim 4 wherein said organic polymer is a polyester.

6. The process of claim 1 wherein said additive is a charge control agent, a wax, or a lubricant.

7. The process of claim 6 wherein said additive is a charge control agent, the amount of said charge control agent being about 0.1–5 wt. % based on the weight of said toner particles.

8. The process of claim 1 wherein said water-immiscible organic solvent is selected from the group consisting of dichloromethane, ethyl acetate, propyl acetate, methyl ethyl ketone, trichloromethane, carbon tetrachloride, ethylene chloride, trichloroethane, toluene, xylene, cyclohexanone, and 2-nitropropane.

9. The process of claim 8 wherein said water-immiscible organic solvent is selected from the group consisting of dichloromethane, ethyl acetate, and propyl acetate.

10. The process of claim 1 wherein said particulate stabilizer is a crosslinked latex polymer or an inorganic oxide.

11. The process of claim 10 wherein said particulate stabilizer is colloidal silica.

12. The process of claim 1 wherein said promoter is selected from the group consisting of sulfonated polystyrenes, alginates, carboxymethyl cellulose, methoxycellulose, gelatin, glue, casein, albumin, gluten, tetramethylammonium hydroxide, tetramethylammonium chloride, diethylaminoethylmethacrylate, water-soluble resinous amine-dicarboxylic acid condensation products, such as the products of diethanol amine and adipic acid, and water-soluble condensation products of ethylene oxide, urea and formaldehyde and polyethyleneimine.

13. The process of claim 12 wherein said promoter is poly(adipic acid-co-methylaminoethanol).

14. The process of claim 1 wherein said promoter is present in an amount of about 0.2 parts to about 0.6 parts per 100 parts of said aqueous phase.

15. The process of claim 1 wherein said colorant is a pigment or a dye.

16. The process of claim 1 wherein said colorant is in the form of a wet cake.

17. The process of claim 1 wherein said colorant is present in an amount of about 1 wt. % to about 30 wt. % based on the weight of said toner particles.

18. The process of claim 17 wherein said colorant is present in an amount of about 2 wt. % to about 15 wt. % based on the weight of said toner particles.

Assignments (12)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056733/0681 →
NOTICE OF SECURITY INTERESTS Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 056984/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0233 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0001 →
RELEASE OF SECURITY INTEREST Recorded Jan 24, 2020
From: BARCLAYS BANK PLC
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST) INC.; KODAK AMERICAS LTD.; KODAK REALTY INC.; LASER PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES LTD.; NPEC INC.
Reel/Frame 052773/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 30, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; PFC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 049901/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 22, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 050239/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (ABL) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 031162/0117 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 5, 2013
From: CITICORP NORTH AMERICA, INC., AS SENIOR DIP AGENT; WILMINGTON TRUST, NATIONAL ASSOCIATION, AS JUNIOR DIP AGENT
To: EASTMAN KODAK COMPANY; PAKON, INC.
Reel/Frame 031157/0451 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 031159/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC; KODAK AMERICAS, LTD.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE
Reel/Frame 031158/0001 →
SECURITY INTEREST Recorded Feb 21, 2012
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 028201/0420 →