# US 8,465,887 B2 · Lower cost reusable polymer binder

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- Number: US 8,465,887 B2
- Document ID: US8465887B2
- Status: Granted
- Kind: B2
- Application number: 12/779,542
- Filed: 2010-05-13
- Published: 2011-11-17
- Granted: 2013-06-18
- Earliest claimed: 2010-05-13
- Assignees: Xerox Corporation
- Applicants: Adela Goredema; Guerino Sacripante; Gabriel Iftime; Kentaro Morimitsu; Roger Gaynor; Peter M. Kazmaier
- Inventors: Adela Goredema; Guerino Sacripante; Gabriel Iftime; Kentaro Morimitsu; Roger Gaynor; Peter M. Kazmaier
- Web page: https://patentgrep.com/patent/US8465887B2

## CPC

- C08G 63/195: Bisphenol A
- B32B 5/02: characterised by structural features of a {fibrous or filamentary} layer {(layer formed of metallic wires B32B15/02; layer formed of natural mineral fibres B32B19/02; layer formed of wood fibres B32B21/02)}
- B32B 9/005: {comprising one layer of ceramic material, e.g. porcelain, ceramic tile (layered products with at least two ceramic layers composed mainly of ceramic B32B18/00)}
- B32B 9/045: {of synthetic resin}
- B32B 15/08: of synthetic resin
- B32B 21/08: of synthetic resin
- B32B 27/10: of paper or cardboard
- B32B 27/18: characterised by the use of special additives
- B32B 27/281: {comprising polyimides}
- B32B 27/283: {comprising polysiloxanes}
- B32B 27/286: {comprising polysulphones; polysulfides}
- B32B 27/30: comprising vinyl {(co)polymers; comprising acrylic (co)polymers}
- B32B 27/302: {comprising aromatic vinyl (co)polymers, e.g. styrenic (co)polymers}
- B32B 27/306: {comprising vinyl acetate or vinyl alcohol (co)polymers}
- B32B 27/308: {comprising acrylic (co)polymers}
- B32B 27/32: comprising polyolefins {(comprising vinyl (co)polymers or acrylic (co)polymers B32B27/30)}
- B32B 27/36: comprising polyesters
- B32B 27/365: {comprising polycarbonates}
- B32B 27/40: comprising polyurethanes
- B32B 29/00: Layered products comprising {a layer of} paper or cardboard
- C08G 63/6856: {Dicarboxylic acids and dihydroxy compounds}
- C08G 63/78: Preparation processes
- B32B 2250/40: Symmetrical or sandwich layers, e.g. ABA, ABCBA, ABCCBA
- B32B 2307/4026: within the layer by addition of a colorant, e.g. pigments, dyes
- B32B 2307/41: Opaque
- B32B 2307/412: Transparent
- B32B 2307/50: having particular mechanical properties
- B32B 2307/546: Flexural strength; Flexion stiffness
- B32B 2307/732: Dimensional properties
- B32B 2429/02: Records or discs
- Y10T 428/31678: Of metal
- Y10T 428/31989: Of wood
- Y10T 428/31993: Of paper
- Y10T 442/20: Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Exemplary embodiments provide compositions for erasable media and methods of forming polymers for erasable media. The method can include providing a first monomer, the first monomer including one or more alkoxylated bisphenols and adding at least one second monomer and a catalyst to the first monomer to form a mixture at a first temperature, the second monomer selected from the group consisting of an organic diacid, a dialkyl ester of the organic diacid, and combinations thereof. The method can also include melt condensing the mixture by increasing the temperature from the first temperature to a second temperature over a first amount of time to form one or more polymers, wherein the one or more polymers has an acid value in the range of about 0.1 mg-KOH to about 12 mg-KOH.

## Claims

### Claim 1

An erasable medium comprising:
a substrate, wherein the substrate is selected from the group consisting of paper, glass, ceramic, wood, plastic, fabric, textile, metal, plain paper, coated paper, no tear paper, and mixtures thereof; and
a photochromic layer disposed over the substrate, the photochromic layer comprising one or more photochromic polymers dispersed in at least one polymer binder, at least one of the one or more photochromic polymers having the following general formula:
wherein x ranges from about 1 to about 10, n ranges from about 1 to about 1000, and m ranges from 1 to about 1000, and
the at least one polymer binder having one of the following general formulas:
wherein x ranges from about 1 to about 10, n ranges from about 1 to about 1000, and m ranges from 1 to about 1000, and
wherein each of the photochromic polymer and the polymer binder has a glass transition temperature in the range of about 30° C. to about 150° C.

### Claim 2 (depends on 1)

The erasable medium of claim 1, wherein the polymer binder has an acid value in the range of about 0.1 mg-KOH to about 12 mg-KOH.

### Claim 3 (depends on 1)

The erasable medium of claim 1, wherein a portion of the photochromic layer changes from a colorless state to a colored state upon exposure to a temperature in the range of about 30° C. to about 150° C. and a radiant energy.

### Claim 4 (depends on 3)

The erasable medium of claim 3, wherein a portion of the photochromic layer comprises an image having an image lifetime of at least about 3 days.

### Claim 5 (depends on 4)

The erasable medium of claim 4, wherein the image has an initial optical density difference with a surrounding background area of about 0.75 or greater.

### Claim 6 (depends on 5)

The erasable medium of claim 5, wherein after 3 days from the exposure, the image has an optical density difference with a surrounding background area of at least about 40% of the initial optical density difference.

### Claim 7 (depends on 3)

The erasable medium of claim 3, wherein the portion of the photochromic layer changes from the colored state to the colorless state upon exposure to a temperature in the range of about 50° C. to about 200° C.

### Claim 8 (depends on 1)

The erasable medium of claim 1 further comprising a second photochromic layer disposed over the substrate on a side opposite to the photochromic layer, the second photochromic layer comprising one or more photochromic polymers dispersed in at least one polymer binder, at least one of the one or more photochromic polymers having the following general formula:
wherein x ranges from about 1 to about 10, n ranges from about 1 to about 1000, and m ranges from 1 to about 1000; and
the at least one polymer binder having one of the following general formulas:
wherein x ranges from about 1 to about 10 and
wherein each of the photochromic polymer and the polymer binder has a glass transition temperature in the range of about 30° C. to about 150° C.