IP Library Granted Patent US 8,288,067
Granted Patent B2
US 8,288,067 · App. 12/411,654 · Granted Oct 16, 2012

Toner processes

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Quick Facts
Patent No.
US 8,288,067
App. No.
12/411,654
Granted
Oct 16, 2012
Kind
B2
Abstract

The present disclosure provides toners and processes for making said toners. In embodiments, the toners are invisible when viewed under natural light, but possess a UV additive that renders them visible when exposed to UV light of a specific wavelength. By selecting the appropriate UV additive and ionic crosslinker, with optional chelating agent, the gloss of the toner may be tailored to match the gloss of any substrate, such as paper, to which the toner is to be applied, thereby further enhancing its invisibility under visible light.

Claims (44)

1. An imaged substrate comprising a toner applied in an imagewise pattern to a substrate, wherein the toner comprises:

at least one amorphous polyester resin;

at least one crystalline polyester resin;

at least one additive capable of becoming visible upon exposure to ultraviolet light at a wavelength of from about 200 nm to about 400 nm when placed on a substrate containing fluorescent materials; and

optionally, one or more ingredients selected from the group consisting of waxes, coagulants, and combinations thereof,

wherein the gloss of the toner substantially matches the gloss of the substrate to which it is applied,

wherein the imagewise pattern of toner on the substrate is substantially invisible when viewed under natural light.

2. A substrate according to claim 1 , wherein the at least one amorphous resin is selected from the group consisting of poly(propoxylated bisphenol co-fumarate), poly(ethoxylated bisphenol co-fumarate), poly(butyloxylated bisphenol co-fumarate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-fumarate), poly(1,2-propylene fumarate), poly(propoxylated bisphenol co-maleate), poly(ethoxylated bisphenol co-maleate), poly(butyloxylated bisphenol co-maleate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-maleate), poly(1,2-propylene maleate), poly(propoxylated bisphenol co-itaconate), poly(ethoxylated bisphenol co-itaconate), poly(butyloxylated bisphenol co-itaconate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-itaconate), poly(1,2-propylene itaconate), and combinations thereof.

3. A substrate according to claim 1 , wherein the at least one amorphous resin comprises a poly(propoxylated bisphenol A co-fumarate) resin of the formula:

wherein m is from about 5 to about 1000.

4. A substrate according to claim 1 , wherein the at least one crystalline resin is selected from the group consisting of polyethylene-adipate), poly(propylene-adipate), poly(butylene-adipate), poly(pentylene-adipate), poly(hexylene-adipate), poly(octylene-adipate), poly(ethylene-succinate), polypropylene-succinate), poly(butylene-succinate), poly(pentylene-succinate), poly(hexylene-succinate), poly(octylene-succinate), poly(ethylene-sebacate), poly(propylene-sebacate), poly(butylene-sebacate), poly(pentylene-sebacate), poly(hexylene-sebacate), poly(octylene-sebacate), poly(decylene-sebacate), poly(decylene-decanoate), poly-(ethylene-decanoate), poly-(ethylene-dodecanoate), poly(nonylene-sebacate), poly (nonylene-decanoate), copoly(ethylene-fumarate)-copoly(ethylene -sebacate), copoly(ethylene-fumarate)-copoly(ethylene-decanoate), copoly(ethylene-fumarate)-copoly(ethylene-dodecanoate), and combinations thereof.

5. A substrate according to claim 1 , wherein the at least one additive capable of becoming visible upon exposure to ultraviolet light when placed on a substrate containing fluorescent materials comprises an inorganic material selected from the group consisting of titanium oxide, zinc oxide, aluminum oxide, and combinations thereof, having a particle size of from about 10 nm to about 300 nm.

6. A substrate according to claim 1 , wherein the at least one additive capable of becoming visible upon exposure to ultraviolet light comprises an organic material selected from the group consisting of benzophenones, benzothiazoles and combinations thereof.

7. A substrate according to claim 1 , wherein the at least one additive capable of becoming visible upon exposure to ultraviolet light is present in an amount of from about 0.1% by weight of the toner to about 10% by weight of the toner.

8. A substrate according to claim 1 , further comprising an ionic crosslinker, wherein the ionic crosslinker and the at least one additive capable of becoming visible upon exposure to ultraviolet light is selected so that the toner possesses a gloss matching a gloss of a substrate to which the toner is to be applied.

9. A process comprising:

determining a gloss of a substrate;

contacting at least one amorphous polyester resin, and at least one crystalline polyester resin in an emulsion;

contacting the emulsion with at least one additive capable of becoming visible upon exposure to ultraviolet light at a wavelength of from about 200 nm to about 400 nm;

contacting the emulsion with at least one ionic crosslinker;

contacting the emulsion with an optional wax, and an optional coagulant to form a mixture;

aggregating small particles in the mixture to form a plurality of larger aggregates;

coalescing the larger aggregates to form toner particles; and

recovering the toner particles,

wherein the toner particles possess a gloss that equals the gloss of the substrate;

wherein the toner is substantially invisible when viewed under natural light.

10. A process according to claim 9 , wherein the at least one amorphous polyester resin is selected from the group consisting of poly(propoxylated bisphenol co-fumarate), poly(ethoxylated bisphenol co-fumarate), poly(butyloxylated bisphenol co-fumarate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-fumarate), poly(1,2-propylene fumarate), poly(propoxylated bisphenol co-maleate), poly(ethoxylated bisphenol co-maleate), poly(butyloxylated bisphenol co-maleate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-maleate), poly(1,2-propylene maleate), poly(propoxylated bisphenol co-itaconate), poly(ethoxylated bisphenol co-itaconate), poly(butyloxylated bisphenol co-itaconate), poly(co-propoxylated bisphenol co-ethoxylated bisphenol co-itaconate), poly(1,2-propylene itaconate), and combinations thereof, and the at least one crystalline polyester resin is selected from the group consisting of poly(ethylene-adipate), poly(propylene-adipate), poly(butylene-adipate), poly(pentylene-adipate), poly(hexylene-adipate), poly(octylene-adipate), poly(ethylene-succinate), poly(propylene-succinate), poly(butylene-succinate), poly(pentylene-succinate), poly(hexylene-succinate), poly(octylene-succinate), poly(ethylene-sebacate), poly(propylene-sebacate), poly(butylene-sebacate), poly(pentylene-sebacate), poly(hexylene-sebacate), poly(octylene-sebacate), poly(decylene-sebacate), poly(decylene-decanoate), poly-(ethylene-decanoate), poly-(ethylene-dodecanoate), poly(nonylene-sebacate), poly(nonylene-decanoate), copoly(ethylene-fumarate)-copoly(ethylene-sebacate), copoly(ethylene-fumarate)-copoly(ethylene-decanoate), copoly(ethylene-fumarate)-copoly(ethylene-dodecanoate), and combinations thereof.

11. A process according to claim 9 , wherein the at least one additive capable of becoming visible upon exposure to ultraviolet light comprises an inorganic material selected from the group consisting of titanium oxide, zinc oxide, aluminum oxide, and combinations thereof, having a particle size of from about 10 nm to about 300 nm.

12. A process according to claim 9 , wherein the at least one additive capable of becoming visible upon exposure to ultraviolet light comprises an organic material selected from the group consisting of benzophenones, benzothiazoles, and combinations thereof.

13. A process according to claim 9 , wherein the ionic crosslinker is selected from the group consisting of aluminum sulfate, polyaluminum chloride, polyaluminum sulfosilicate, and combinations thereof, the chelating agent comprises ethylene diamine tetraacetic acid, and wherein the gloss of the toner and the gloss of the substrate is from about 15 ggu to about 70 ggu.

14. A substrate according to claim 1 wherein the toner is an emulsion aggregation toner.

15. A substrate according to claim 1 wherein the additive is blended with the amorphous resin and the crystalline resin in the toner.

16. A substrate according to claim 1 wherein the substrate is paper.

17. A substrate according to claim 1 wherein the toner contains a wax in an amount of from about 1 to about 25 percent by weight.

18. A process which comprises:

(a) providing a substrate with a pre-determined gloss level;

(b) applying a toner image to the substrate, wherein the toner is an emulsion aggregation toner which comprises:

(i) at least one amorphous polyester resin;

(ii) at least one crystalline polyester resin;

(iii) at least one additive capable of becoming visible upon exposure to ultraviolet light at a wavelength of from about 200 nm to about 400 nm when placed on a substrate containing fluorescent materials; and

(iv) a wax; and

(c) fusing the toner image to the substrate;

wherein the gloss of the toner substantially matches the gloss of the substrate to which it is applied;

wherein the toner image on the substrate is substantially invisible when viewed under natural light.

Assignments (9)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2009
From: GONG, YI XIN; QIU, SHIGANG; VANBESIEN, DARYL W.; IFTIME, GABRIEL; ZWARTZ, EDWARD GRAHAM; MOFFAT, KAREN ANN; VEREGIN, RICHARD P.N.
To: XEROX CORPORATION
Reel/Frame 022454/0910 →