IP Library Granted Patent US 7,501,218
Granted Patent B2
US 7,501,218 · App. 11/357,233 · Granted Mar 10, 2009

Electrostatographic toner containing organometallic dimethyl sulfoxide complex charge control agent

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Quick Facts
Patent No.
US 7,501,218
App. No.
11/357,233
Granted
Mar 10, 2009
Kind
B2
Abstract

The present invention is an electrostatographic toner that includes an organometallic complex of dimethyl sulfoxide with a metal salt as a charge control agent having the structure; (M +n ) x ((CH 3 ) 2 SO 2 ) y (A −q ) z where n, q, x and z are integers between 1 and 6, and y is an integer between 2 and 12, The present invention also includes a developer having a toner, an organometallic complex of dimethyl sulfoxide with a metal salt as a charge control agent having the structure; (M +n ) x ((CH 3 ) 2 SO 2 ) y (A −q ) z where n, q, x and z are integers between 1 and 6, and y is an integer between 2 and 12, and a carrier particle.

Claims (24)

1. An electrostatographic toner comprising:

a polymeric binder; and

an organometallic complex of dimethyl sulfoxide with a metal salt as a charge control agent having the structure:

(M +n ) x ((CH 3 ) 2 SO) y (A −q ) z

where M +n represents a metallic cation, A −q represents an anion, n, q, x and z are integers between 1 and 6, and y is an integer between 2 and 12.

2. The electrostatographic toner of claim 1 wherein the dimethyl sulfoxide complex comprises a metal salt having a cation selected from aluminum, tin, cobalt and copper.

3. The electrostatographic toner of claim 2 wherein the metal salt comprises an anion of sulfate, carboxylate, chloride or nitrate.

4. The electrostatographic toner of claim 2 wherein the charge control agent comprises a dimethyl sulfoxide complex of aluminum sulfate.

5. The electrostatographic toner of claim 2 wherein the charge control agent comprises a dimethyl sulfoxide complex of copper sulfate.

6. The electrostatographic toner of claim 2 wherein the charge control agent comprises a dimethyl sulfoxide complex of cobalt (II) sulfate.

7. The electrostatographic toner of claim 2 wherein the charge control agent comprises a dimethyl sulfoxide complex of cobalt (II) chloride.

8. The electrostatographic toner of claim 1 wherein said polymer binder is selected from the group consisting of polycarbonates, resin-modified maleic alkyd polymers, polyainides, phenol-formaldehyde polymers, and polyester condensates.

9. The electrostatographic toner of claim 1 further comprising: colorant materials.

10. The electrostatographic toner of claim 1 further comprising: release agents.

11. The electrostatographic toner of claim 1 wherein the organometallic complex is present in an amount of from 0.05 to 6 parts by weight per 100 parts by weight of the polymeric binder.

12. An electrostatographic developer comprising:

electrostatographic toner comprising a polymeric binder and an organometallic complex of dimethyl sulfoxide with a metal salt as a charge control agent having the structure:

(M +n ) x ((CH 3 ) 2 SO) y (A −q ) z

where M +n represents a metallic cation, A −q represents an anion, n, q, x and z are integers between 1 and 6, and y is an integer between 2 and 12; and

carrier particles.

13. The electrostatographic developer of claim 12 wherein said polymer binder is selected from the group consisting of polycarbonates, resin-modified maleic alkyd polymers, polyamides, phenol-formaldehyde polymers, and polyester condensates.

14. The electrostatographic developer of claim 12 wherein the dimethyl sulfoxide complex comprises a metal salt having a cation selected from aluminum, tin, cobalt and copper.

15. The electrostatographic developer of claim 14 wherein the metal salt comprises an anion of sulfate, carboxylate, chloride or nitrate.

16. The electrostatographic developer of claim 12 wherein the organometallic complex is present in an amount of from 0.05 to 6 parts by weight per 100 parts by weight of the polymeric binder.

Assignments (9)
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 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 049814/0001 →
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 →
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 (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 →
PATENT SECURITY AGREEMENT Recorded Apr 1, 2013
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 030122/0235 →
SECURITY INTEREST Recorded Feb 21, 2012
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 028201/0420 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 17, 2006
From: GUISTINA, ROBERT A.; MORGAN, JASON; TYAGI, DINESH
To: EASTMAN KODAK COMPANY
Reel/Frame 017581/0279 →