# US 8,541,154 B2 · Toner containing fluorescent nanoparticles

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- Number: US 8,541,154 B2
- Document ID: US8541154B2
- Status: Granted
- Kind: B2
- Application number: 12/245,820
- Filed: 2008-10-06
- Published: 2010-04-08
- Granted: 2013-09-24
- Earliest claimed: 2008-10-06
- Assignees: Xerox Corporation
- Applicants: Gabriel Iftime; Daryl W. Vanbesien; Maria M. Birau; Jordan H. Wosnick; Peter M. Kazmaier
- Inventors: Gabriel Iftime; Daryl W. Vanbesien; Maria M. Birau; Jordan H. Wosnick; Peter M. Kazmaier
- Web page: https://patentgrep.com/patent/US8541154B2

## CPC

- G03G 9/0804: {whereby the components are brought together in a liquid dispersing medium}
- G03G 9/08755: {Polyesters}
- G03G 9/0926: {characterised by physical or chemical properties}
- G03G 9/093: Encapsulated toner particles
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

A method for making toners to include at least one nanoscale fluorescent pigment particle composition and/or a fluorescent organic nanoparticle composition. The particles are incorporated into emulsion of toner and used in making toner via emulsion aggregation. Such toners may have a core and/or a shell and the clay composites may be included within the core, the shell or both. The fluorescent organic nanoparticle composition includes a polymeric matrix obtained by modified EA latex process and/or emulsion polymerization and one or more fluorescent dyes and the nanoscale fluorescent pigment particle composition includes pigment molecules with at least one functional moiety, and a sterically bulky stabilizer compound including at least one functional group, the functional moiety of the pigment associates non-covalently with the functional group of the stabilizer, and the presence of the associated stabilizer limits the extent of particle growth and aggregation, to afford nanoscale-sized pigment particles.

## Claims

### Claim 1

A toner composition comprising toner particles formed by an emulsion/aggregation process, wherein the toner particles have a core portion and a shell portion, and comprise:
an unsaturated polymeric resin;
an optional colorant;
an optional wax;
an optional coagulant; and
a fluorescent nanoparticle composition comprising a crystalline benzothioxanthene pigment particle; wherein
the crystalline benzothioxanthene pigment particle has an average particle length of less than about 150 nm, and average particle width of less than about 30 nm, the crystalline benzothioxanthene pigment particle comprising:
a benzothioxanthene pigment having at least one functional moiety, and
at least one sterically bulky stabilizer compound each having at least one functional group, wherein the functional moiety on the benzothioxanthene pigment associates non-covalently with the functional group of the stabilizer.

### Claim 2 (depends on 1)

The toner composition according to claim 1, wherein average particle length of the crystalline benzothioxanthene pigment particle is less than about 100 nm and particle aspect ratio (length:width) is less than 5:1 to about 1:1.

### Claim 3 (depends on 1)

The toner composition according to claim 1, wherein the average particle width of the crystalline benzothioxanthene pigment particle is less than about 20 nm and particle aspect ratio (length:width) is less than 5:1 to about 1:1.

### Claim 4 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes an ester of sorbitol.

### Claim 5 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound is selected from the group consisting of a monoester of sorbitol with palmitic acid, a monoester of sorbitol with stearic acid, and a monoester of sorbitol with oleic acid.

### Claim 6 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound is selected from the group consisting of a triester of sorbitol with palmitic acid, a triester of sorbitol with stearic acid, and a triester of sorbitol with oleic acid.

### Claim 7 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes mono and triesters of sorbitol with palmitic acid.

### Claim 8 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes mono and triesters of sorbitol with stearic acid.

### Claim 9 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes mono and triesters of sorbitol with oleic acid.

### Claim 10 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes an ester of tartaric acid.

### Claim 11 (depends on 1)

The toner composition according to claim 1, wherein the at least one sterically bulky stabilizer compound includes a polymer.

### Claim 12 (depends on 11)

The toner composition according to claim 11, wherein the polymer is selected from the group consisting of polyvinylpyrrolidone, poly(1-vinylpyrrolidone)-graft-(1-hexadecene), poly(1-vinylpyrrolidone)-graft-(1-triacontene), and poly(1-vinylpyrrolidone-co-acrylic acid).