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US4411974A Expired / Lapsed US ⏱️ 0.0 years remaining

Ortho-halo phenyl carboxylic acid charge enhancing additives

Assignee: Xerox Corp
•
Filing: 1982-04-12
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Granted: 1983-10-25
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Expires: 2002-04-12
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Abstract

Abstract This invention is directed to negatively charged toner compositions, and developer compositions, the toner composition being comprised of resin particles, and pigment particles, and from about 0.1 to about 10 percent based on the weight of the resin particles, a ortho-halo pheny carboxylic acid charge enhancing additive of the formula: <IMAGE> wherein X is halogen, Y is hydrogen or halogen, and R is an alkylene group of from 1 to about 3 carbon atoms, and n is the number zero (O) or 1; as well as to methods of utilizing such compositions in electrostatographic imaging systems, particularly those systems wherein colored images are produced.

Inventors

  • 👤 Chin H. Lu
  • 👤 Christopher J. Au Clair
  • 👤 Peter F. Erhardt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 14:05
CPC Classifications
G; G03; G03G; G03G9/00; G03G9/08; G03G9/097; G03G9/09733; G03G9/09775; G03G9/09766

Claims Analysis

Total Claims: 36
Claim 1
Independent Claim 66 words
A dry negatively charged toner composition comprised of resin particles, and pigment particles, and from about 0.1 to about 10 weight percent of an ortho-halo phenyl carboxylic acid charge enhancing additive of the formula: ##STR3## wherein X is halogen, Y is hydrogen or halogen, R is an alkylene group of from 1 to about 3 carbon atoms, and n is the number zero (0) or 1.
Claim 2
Dependent Claim 66 words
A dry negatively charged toner composition comprised of resin particles, and pigment particles, and from about 0.1 to about 10 weight percent of an ortho-halo phenyl carboxylic acid charge enhancing additive of the formula: ##STR3## wherein X is halogen, Y is hydrogen or halogen, R is an alkylene group of from 1 to about 3 carbon atoms, and n is the number zero (0) or 1.
Claim 3
Dependent Claim 15 words
A toner composition in accordance with claim 1 wherein X is fluoride, chloride, or bromide.
Claim 4
Dependent Claim 15 words
A toner composition in accordance with claim 1 wherein Y is fluoride, chloride or bromide.
Claim 5
Dependent Claim 18 words
A toner composition in accordance with claim 1 wherein X and Y are halogen, and R is methylene.
Claim 6
Dependent Claim 12 words
A toner composition in accordance with claim 1 wherein n is zero.
Claim 7
Dependent Claim 17 words
A toner composition in accordance with claim 1 wherein the charge enhancing additive is ortho-fluoro benzoic acid.
Claim 8
Dependent Claim 17 words
A toner composition in accordance with claim 1 wherein the charge enhancing additive is 2,6-difluoro benzoic acid.
Claim 9
Dependent Claim 17 words
A toner composition in accordance with claim 1 wherein the charge enhancing additive is 2-fluoro-6-chloro benzoic acid.
Claim 10
Dependent Claim 31 words
A toner composition in accordance with claim 1 wherein the charge enhancing additive is 2-fluoro phenyl acetic acid, 2-fluoro-6-chloro phenyl acetic acid, 2-fluoro phenyl propionic acid, or 2-fluoro-6-chloro phenyl propionic acid.
Claim 11
Dependent Claim 17 words
A toner composition in accordance with claim 1 wherein the resin is a styrene/n-butyl methacrylate copolymer resin.
Claim 12
Dependent Claim 21 words
A toner composition in accordance with claim 1 wherein the pigment particles are carbon black, cyan, magenta, yellow or mixtures thereof.
Claim 13
Dependent Claim 72 words
A developer composition comprised carrier particles, and negatively charged toner particles, comprised of resin particles and pigment particles, and from about 0.1 percent by weight to about 10 percent by weight of an ortho-halo phenyl carboxylic acid of the formula: ##STR4## wherein X is halogen, Y is hydrogen or halogen, R is an alkylene group of from 1 to about 3 carbon atoms, and n is the number zero (0) or 1.
Claim 14
Dependent Claim 72 words
A developer composition comprised carrier particles, and negatively charged toner particles, comprised of resin particles and pigment particles, and from about 0.1 percent by weight to about 10 percent by weight of an ortho-halo phenyl carboxylic acid of the formula: ##STR4## wherein X is halogen, Y is hydrogen or halogen, R is an alkylene group of from 1 to about 3 carbon atoms, and n is the number zero (0) or 1.
Claim 15
Dependent Claim 24 words
A developer composition in accordance with claim 12 wherein X and Y are halogen selected from fluoride, bromide and chloride, and R is methylene.
Claim 16
Dependent Claim 12 words
A developer composition in accordance with claim 12 wherein n is zero.
Claim 17
Dependent Claim 17 words
A developer composition in accordance with claim 12 wherein the charge enhancing additive is ortho-fluoro benozic acid.
Claim 18
Dependent Claim 17 words
A developer composition in accordance with claim 12 wherein the charge enhancing additive is 2,6-difluoro benzoic acid.
Claim 19
Dependent Claim 17 words
A developer composition in accordance with claim 12 wherein the charge enhancing additive is 2-fluoro-6-chloro benzoic acid.
Claim 20
Dependent Claim 32 words
A developer composition in accordance with claim 12 wherein the charge enhancing additive is 2-fluoro phenyl acetic acid, 2-fluoro-6-chloro phenyl acetic acid, 2-fluoro phenyl propionic acid, or 2 fluoro-6-chloro phenyl propionic acid.
Claim 21
Dependent Claim 17 words
A developer composition in accordance with claim 12 wherein the resin is a styrene/n-butyl methacrylate copolymer resin.
Claim 22
Dependent Claim 28 words
A developer composition in accordance with claim 12 wherein the carrier particles consist of a steel core coated with a terpolymer of styrene, methyl methacrylate, and a silane.
Claim 23
Dependent Claim 14 words
A developer composition in accordance with claim 12 wherein the pigment is carbon black.
Claim 24
Dependent Claim 27 words
A developer composition in accordance with claim 12 wherein the pigment particles are comprised of a material selected from cyan, magenta and yellow pigments, or mixtures thereof.
Claim 25
Dependent Claim 15 words
A developer composition in accordance with claim 22 wherein the cyan pigment is copper tetra-4(octadecylsulfonomido)phthalocyanine.
Claim 26
Dependent Claim 14 words
A developer composition in accordance with claim 22 wherein the magenta pigment is 2,9-dimethylquinacridone.
Claim 27
Dependent Claim 16 words
A developer composition in accordance with claim 22 wherein the yellow pigment is 2,5-dimethoxy-4-sulfonoanilide phenylazo-4'-chloro-2,5-dimethoxy aceto-acetanilide.
Claim 28
Dependent Claim 46 words
A method for developing electrostatic latent images comprising forming a positive electrostatic latent image on an inorganic photoresponsive device, contacting the resulting image with the toner composition of claim 1, followed by transferring the image to a suitable substrate and optionally, permanently affixing the image thereto.
Claim 29
Dependent Claim 29 words
A method of imaging in accordance with claim 26 wherein the pigment particles are comprised of cyan, magenta, and yellow pigments, or mixtures thereof, and there results color images.
Claim 30
Dependent Claim 19 words
A method of imaging in accordance with claim 27 wherein the ortho-halo phenyl carboxylic acid is ortho-fluoro benzoic acid.
Claim 31
Dependent Claim 29 words
A method of imaging in accordance with claim 26 wherein the carrier particles consist of a steel core coated with a terpolymer of styrene, methyl methacrylate, and a silane.
Claim 32
Dependent Claim 20 words
A method of imaging in accordance with claim 26 wherein the resin particles are comprised of a styrene/n-butylmethacrylate copolymer resin.
Claim 33
Dependent Claim 73 words
An improved colored developer composition comprised of negatively charged toner particles, and carrier particles, wherein the toner particles are comprised of resin particles, pigment particles selected from cyan, magenta, yellow, or mixtures thereof, and from about 0.1 percent by weight to about 10 percent by weight of 2-fluoro benzoic acid, 2,6-difluoro benzoic acid, 2-fluoro-6-chloro benzoic acid, 2-fluoro phenyl acetic acid, 2-fluoro-6-chloro phenyl acetic acid, 2-fluoro phenyl propionic acid, or 2-fluoro-6-chloro phenyl propionic acid.
Claim 34
Dependent Claim 73 words
An improved colored developer composition comprised of negatively charged toner particles, and carrier particles, wherein the toner particles are comprised of resin particles, pigment particles selected from cyan, magenta, yellow, or mixtures thereof, and from about 0.1 percent by weight to about 10 percent by weight of 2-fluoro benzoic acid, 2,6-difluoro benzoic acid, 2-fluoro-6-chloro benzoic acid, 2-fluoro phenyl acetic acid, 2-fluoro-6-chloro phenyl acetic acid, 2-fluoro phenyl propionic acid, or 2-fluoro-6-chloro phenyl propionic acid.
Claim 35
Dependent Claim 41 words
An improved developer composition in accordance with claim 31 wherein the resin particles are comprised of a styrene/n-butylmethacrylate copolymer, the yellow pigment is 2,5-dimethoxy-4-sulfonoanilide phenylazo-4'-chloro-2,5-dimethoxy aceto-acetanilide, the cyan pigment is copper tetra-4(octadecylsulfonomido)phthalocyanine, and the charge enhancing additive is 2-fluoro benzoic acid.
Claim 36
Dependent Claim 31 words
An improved developer composition in accordance with claim 31 wherein the magenta pigment is 2,9-dimethylquinacridone, the yellow pigment is 2,5-dimethoxy-4-sulfonoanilide phenylazo-4'-chloro-2,5-dimethoxy aceto-acetanilide, and the charge enhancing additive is 2-fluoro benzoic acid.

References Cited (Backward Citations)

US3609082A Cited
US3893935A Cited
US3884825A Cited
US4073739A Cited
US4139483A Cited
US4248954A Cited
US4298672A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-10-24 1987-04-25 1987-10-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-10-24 1991-04-25 1991-10-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-10-24 1995-04-25 1995-10-25 $7700.00 Window Closed / Lapsed

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