# US 10,308,826 B2 · Stretchable ink composition

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- Number: US 10,308,826 B2
- Document ID: US10308826B2
- Status: Granted
- Kind: B2
- Application number: 13/957,213
- Filed: 2013-08-01
- Published: 2014-08-07
- Granted: 2019-06-04
- Earliest claimed: 2013-02-06
- Assignees: Xerox Corporation
- Applicants: Xerox Corporation
- Inventors: Yiliang Wu; Cameron Derry; Ke Zhou
- Web page: https://patentgrep.com/patent/US10308826B2

## CPC

- C09D 11/30: Inkjet printing inks
- B41J 2/01: Ink jet
- C08F 2/50: with sensitising agents
- C08F 8/30: Introducing nitrogen atoms or nitrogen-containing groups
- C08F 220/10: Esters
- C08F 220/12: of monohydric alcohols or phenols
- C08F 220/16: of phenols or of alcohols containing two or more carbon atoms
- C08F 220/20: of polyhydric alcohols or phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate}
- C08F 220/26: Esters containing oxygen in addition to the carboxy oxygen
- C08F 265/06: Polymerisation of acrylate or methacrylate esters on to polymers thereof
- C08F 283/045: {on to unsaturated polycarbonamides, polyesteramides or polyimides}
- C08J 3/20: Compounding polymers with additives, e.g. colouring
- C08J 3/24: Crosslinking, e.g. vulcanising, of macromolecules (mechanical aspects B29C35/00; crosslinking agents C08K)
- C08K 3/013: Fillers, pigments or reinforcing additives
- C08K 5/00: Use of organic ingredients
- C08K 5/0025: {Crosslinking or vulcanising agents; including accelerators}
- C08K 5/07: Aldehydes; Ketones
- C08K 5/3417: condensed with carbocyclic rings
- C08K 5/5397: Phosphine oxides
- C09D 11/00: Inks
- C09D 11/02: Printing inks (C09D11/30 takes precedence)
- C09D 11/10: based on artificial resins
- C09D 11/101: Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
- C09D 11/102: containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
- C09D 11/104: Polyesters
- C09D 11/107: from unsaturated acids or derivatives thereof
- C09D 167/07: having terminal carbon-to-carbon unsaturated bonds
- C09D 175/16: having terminal carbon-to-carbon unsaturated bonds
- C08J 2333/08: Homopolymers or copolymers of acrylic acid esters
- C08J 2333/10: Homopolymers or copolymers of methacrylic acid esters
- C08J 2333/12: Homopolymers or copolymers of methyl methacrylate
- C08J 2367/07: having terminal carbon-to-carbon unsaturated bonds
- C08J 2375/16: having terminal carbon-to-carbon unsaturated bonds
- C08L 2312/00: Crosslinking
- Y10T 428/24802: Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
- Y10T 428/2481: including layer of mechanically interengaged strands, strand-portions or strand-like strips
- Y10T 428/24901: including coloring matter
- Y10T 428/24934: including paper layer
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- B41J: TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A stretchable ink composition comprising a polyester; a polyurethane elastomer; water; a co-solvent; an optional surfactant; and an optional colorant.

## Claims

### Claim 1

A stretchable ink composition comprising:
a polyester emulsion or latex, wherein the glass transition temperature of the polyester is from 30° C. to about 180° C.;
a polyurethane elastomer emulsion or latex, wherein the glass transition temperature of the polyurethane elastomer is from about −70° C. to about 10° C.;
water;
a co-solvent;
an optional surfactant; and
an optional colorant.

### Claim 2 (depends on 1)

The stretchable ink of claim 1, wherein the polyester is a compound of the formula
wherein R is hydrogen or methyl, m is an integer of from about 2 to about 10, and n is an integer of from about 2 to about 10.

### Claim 3 (depends on 1)

The stretchable ink of claim 1, wherein the polyurethane emulsion or latex has a volume average particle size of from about 20 to about 800 nanometers; and wherein the polyester emulsion or latex has a volume average particle size of from about 20 nanometers to about 800 nanometers.

### Claim 4 (depends on 1)

The stretchable ink of claim 1, wherein the polyurethane elastomer is a product of a polyol and an isocyanate with diol or diamine as a chain extender;
wherein the polyol is a compound of the formula
HO-M-OH
wherein M is selected from the group consisting of polyester, polyether, polycaprolactones, polybutadiene, and mixtures thereof; and
wherein the isocyanate is a compound of the formula
OCN—R1—NCO
wherein R1 is selected from the group consisting of an aromatic group, an aliphatic group, and mixtures thereof, and wherein R1 has from about 4 to about 24 carbon atoms.

### Claim 5 (depends on 1)

The stretchable ink of claim 1, wherein the polyurethane elastomer is a polyurethane elastomer with a urethane linkage of the formula
OCN—R2—NCO
wherein R2 is selected from the group consisting of an aromatic group, an aliphatic group, and mixtures thereof, and wherein R2 has from about 4 to about 24 carbon atoms.

### Claim 6 (depends on 1)

The stretchable ink of claim 1, wherein the polyurethane elastomer is a polyurethane elastomer with a urea linkage of the formula
H2N—R3—NH2
wherein R3 is selected from the group consisting of an aromatic group, an aliphatic group, and mixtures thereof, and wherein R2 has from about 4 to about 24 carbon atoms.

### Claim 7 (depends on 1)

The stretchable ink of claim 1, wherein the co-solvent is an alcohol or alcohol derivative selected from the group consisting of aliphatic alcohols, aromatic alcohols, diols, glycol ethers, polyglycol ethers, primary aliphatic alcohols, secondary aliphatic alcohols, 1,2-alcohols, 1,3-alcohols, 1,5-alcohols, ethylene glycol alkyl ethers, propylene glycol alkyl ethers, methoxylated glycerol, and ethoxylated glycerol.

### Claim 8 (depends on 1)

The stretchable ink of claim 1, wherein the co-solvent is selected from the group consisting of ethylene glycol, N-methylpyrrolidone, methoxylated glycerol, ethoxylated glycerol, and mixtures thereof.

### Claim 9 (depends on 1)

The stretchable ink of claim 1, wherein the surfactant is selected from the group consisting of ionic surfactants, nonionic surfactants, zwitterionic surfactants, and mixtures thereof.

### Claim 10 (depends on 1)

The stretchable ink of claim 1, wherein the colorant is selected from the group consisting of dyes, pigments, and combinations thereof; and
optionally, wherein the colorant is a dispersion comprising a colorant, an optional surfactant, and an optional dispersant.

### Claim 11 (depends on 1)

The stretchable ink of claim 1, wherein the polyurethane elastomer has a tensile strength of at least 1.0 MPa to no more than 18 MPa.

### Claim 12 (depends on 1)

The stretchable ink of claim 1, having the characteristic that an image printed with the stretchable ink composition can be stretched in one axial direction to up to at least 110% along the length of its original dimension without exhibiting any visible cracks or delamination to the naked human eye; or
having the characteristic that an image printed with the stretchable ink composition can be stretched in one axial direction to from about 110% to about 500% along the length of its original dimension without exhibiting any visible cracks or delamination to the naked human eye.

### Claim 13 (depends on 1)

The stretchable ink of claim 1, wherein the stretchable ink is a radiation curable ink.
