# US 2008/0184911 A1 · Colorant compounds

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- Number: US 2008/0184911 A1
- Document ID: US20080184911A1
- Status: Published application
- Kind: A1
- Application number: 11/702,892
- Filed: 2007-02-06
- Published: 2008-08-07
- Earliest claimed: 2007-02-06
- Assignees: Xerox Corporation
- Inventors: Jeffrey H. Banning
- Web page: https://patentgrep.com/patent/US20080184911A1

## CPC

- C09B 67/0041: {mixtures containing one azo dye}
- C09B 69/045: {of anionic azo dyes}
- C09D 11/328: characterised by dyes
- C09D 11/34: Hot-melt inks
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- 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)

## Abstract

A composition including a basic dye component and an acid dye component providing an internal salt composition wherein at least one of the basic dye component, the acid dye component, or both the basic dye component and the acid dye component comprises a waxy moiety.

## Claims

### Claim 1

A composition having a basic dye component and an acid dye component providing an internal salt composition wherein at least one of the basic dye component, the acid dye component, or both the basic dye component and the acid dye component comprises a waxy moiety.

### Claim 2 (depends on 1)

The composition according to claim 1, wherein the basic dye component comprises a compound of the formula
wherein R1, R2, R3, and R4, each, independently of the others, is (i) a hydrogen atom, (ii) an alkyl group, (iii) an aryl group, (iv) an arylalkyl group, or (v) an alkylaryl group, wherein R5, R6, R7, and R8, each, independently of the others, is (i) a hydrogen atom, (ii) an alkyl group, (iii) an aryl group, (iv) an arylalkyl group, or (v) an alkylaryl group, wherein R1 and R2 can be joined together to form a ring, wherein R3 and R4 can be joined together to form a ring, wherein R5 and R6 can be joined together to form a ring, and wherein R1, R2, R3, R4, R5, and R6, can each be joined to a phenyl ring in the central structure, wherein R1 and R2 can each optionally be joined to one or both of R6 and R7 to form a ring, wherein R3 and R4 can each optionally be joined to one or both of R5 and R8 to form a ring; wherein each R9, R10, and R11, independently of the others, is optionally included and wherein if included each of R9, R10, and R11 is independently of the others (i) a hydroxy group, (ii) a halogen atom, (iii) an amine group, (iv) an imine group, (v) an ammonium group, (vi) a cyano group, (vii) a pyridine group, (viii) a pyridinium group, (ix) an ether group, (x) an aldehyde group, (xi) a ketone group, (xii) an ester group, (xiii) an amide group, (xiv) a carbonyl group, (xv) a thiocarbonyl group, (xvi) a sulfoxide group, (xvii) a nitrile group, (xviii) a mercapto group, (xix) a nitro group, (xx) a nitroso group, (xxi) a sulfone group, (xxii) an acyl group, (xxiii) an acid anhydride group, (xxiv) an azide group, (xxv) an azo group, (xxvi) a cyanato group, (xxvii) an isocyanato group, (xxviii) a thiocyanato group, (xxix) an isothiocyanato group, (xxx) a urethane group, (xxxi) a urea group, or a mixture or combination thereof, wherein two or more substituents can be joined together to form a ring, wherein R9, R10, and R11 can each be joined to a phenyl ring in the central structure;
and wherein the acid dye component includes an anion providing a counter ion to the basic dye component providing a basic dye-acid dye internal salt composition.

### Claim 3 (depends on 1)

The composition according to claim 1, wherein the waxy moiety is an alkyl group having from about 4 to about 150 carbon atoms.

### Claim 4 (depends on 1)

The composition according to claim 1, wherein the waxy moiety is an alkyl group having from about 30 to about 150 carbon atoms.

### Claim 5 (depends on 1)

The composition according to claim 1, wherein the waxy moiety is an alkylaryl group having from about 4 to about 150 carbon atoms or an arylalkyl group having from about 4 to about 150 carbon atoms.

### Claim 6 (depends on 1)

The composition according to claim 1, wherein the waxy moiety is an aryl group having about 6 to about 20 carbon atoms.

### Claim 7 (depends on 2)

The composition according to claim 2, wherein a, b and c are each zero.

### Claim 8 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an alkyl group.

### Claim 9 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a linear alkyl group.

### Claim 10 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a branched alkyl group.

### Claim 11 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a saturated alkyl group.

### Claim 12 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an unsaturated alkyl group.

### Claim 13 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a cyclic alkyl group.

### Claim 14 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a substituted alkyl group.

### Claim 15 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an unsubstituted alkyl group.

### Claim 16 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10 , and R11 is an aryl group.

### Claim 17 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a substituted aryl group.

### Claim 18 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an unsubstituted aryl group.

### Claim 19 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an arylalkyl group or an alkylaryl group.

### Claim 20 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is a substituted arylalkyl group or a substituted alkylaryl group.

### Claim 21 (depends on 2)

The composition according to claim 2, wherein at least one of R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 is an unsubstituted arylalkyl group or an unsubstituted alkylaryl group.

### Claim 22 (depends on 1)

The composition according to claim 1, wherein the basic dye component comprises an aldehyde component and an aniline component.

### Claim 23 (depends on 1)

The composition according to claim 1, having the structure

### Claim 24 (depends on 1)

The composition according to claim 1, having the structure

### Claim 25 (depends on 1)

A composition according to claim 1, wherein the basic dye is selected from the group consisting of Basic Green 1,4, and 5; Basic orange 2 ,14 ,21; Basic Red 1, 2, 5, 9, and 29; Basic Violet 1, 2, 3, 4, 10; Basic yellow 1 and 2 or a mixture or combination thereof.

### Claim 26 (depends on 1)

A composition according to claim 1, wherein the acid dye is selected from the group consisting of Acid Black 1, 2, 24, 26, 29, 50, 52, 58, 58:1, 60, 63, 63:1, 65, 76, 77, 92, 94, 107, 127, 131, 131:1, 132, 132:1, 139, 164, 170, 170:1172, 187, 188, 189, 194, 214, 215, 218, 222, and 224; Acid Blue 1, 7, 9, 15, 22, 25, 27, 29, 40, 41, 45, 61:1, 62, 72, 74, 80, 83, 90, 92, 93, 104, 113, 118, 120, 127, 127:1, 129, 140, 145, 147, 158, 170, 171, 172, 182, 185, 193, 204, 205, 209, 221, 225, 229, 232, 239, 247, 258, 260, 264, 277, 278, 279, 280, 284, 288, 290, 296, 298, 312, 317, 321, 324, 330, 335, and 455; Acid Brown 14, 19, 28, 44:1, 45, 45:1, 50, 58, 96, 97, 98, 103, 106, 107, 108, 110, 112, 113, 114, 116, 126, 127, 147, 160, 161, 163 m, 165, 188, 189, 191, 216, 226, 227, 235, 237, 239, 248, 282, 283, 289, 298, 304, 311, 330, 341, 342, 343, 345, 348, 349, 355, 357, 358, 359, 360, 362, 384, 396, and 397; Acid Green 1, 3, 5, 9, 12, 16, 20, 25, 27, 28, 35, 40, 41, 70, 104, 108, 112, 113, and 116; Acid Orange 1, 3, 6, 7, 8, 10, 12, 24, 33, 47, 51, 52, 60, 61, 62, 63, 64, 67, 69, 74, 80, 86, 116, 120, 127, 135, 142, 144, 154, 156, 161, 162, and 168; Acid Red 1, 2, 4, 8, 14, 17, 18, 26, 27, 29, 33, 37, 42, 44, 50, 51, 52, 57, 64, 66, 73, 80, 85, 87, 88, 89, 90, 91, 92, 94, 97, 99, 103, 111, 114, 115, 118, 119, 127, 128, 131, 137, 138, 143, 145, 150, 151, 167, 174, 182, 183, 186, 194, 211, 213, 217, 226, 249, 251, 252, 257, 259, 260 263, 264, 266, 274, 289, 299, 310, 308, 315, 316, 336, 337, 359, 360, 361, 362, 364, 384, 395, 396, 399, 404, 410, 414, 415, 426, 439, and 735; Acid Violet 1,3, 7, 9, 11, 12, 17, 19, 34, 43, 47, 48, 49, 54, 66, 76, 90, 102, 102:1, 109, 121, and 126; Acid Yellow 1, 3, 5, 7, 9, 11, 17, 19, 23, 25, 29, 34, 36, 40, 42, 44, 49, 54, 61, 65, 67, 73, 76, 79, 99, 104, 114, 116, 121, 127, 128, 129, 135, 137, 151, 152, 158:1, 159, 159:1, 169, 174, 184, 198, 199, 200, 204, 218, 219, 219:1220, 221, 230, 232, 235, 239, and 241 and 99 or a mixture or combination thereof.
