# US 5,704,969 A · Aqueous ink composition and method of recording using the same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 5,704,969 A
- Document ID: US5704969A
- Status: Granted
- Kind: A
- Application number: 08/569,245
- Filed: 1996-04-16
- Granted: 1998-01-06
- Earliest claimed: 1994-04-25
- Assignees: Seiko Epson Corporation
- Inventors: Miharu Kanaya; Akio Owatari
- Web page: https://patentgrep.com/patent/US5704969A

## CPC

- C09D 11/328: characterised by dyes
- C09B 47/26: Amide radicals
- 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)
- 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)

## Abstract

A cyan ink comprising a phthalocyanine derivative represented by the following formula (I), excellent in color reproducibility, suitable for use in the ink jet recording method is disclosed. The combination use of this cyan ink comprising the phthalocyanine derivative with yellow and magenta inks, each comprising a specific dye, gives excellent color printing. ##STR1## wherein X represents an ion of a metal selected from Cu, Fe, Co and Ni, R.sup.1 represents H or an alyl group, Z represents --O, --COOH or NR.sup.2 R.sup.3 (where R.sup.2 represents H or an alkyl group, and R.sup.3 represents an alkyl group or phenyl group), n represents an integer of 1 to 15, k and l represent 0 or 1, and m represents an integer of 1 to 4, provided that k, l and m fulfill the inequality 2.ltoreq.k+1+m.ltoreq.4.

## Claims

### Claim 1

An ink set comprising yellow, magenta and cyan ink compositions, wherein
the cyan ink composition comprises as a colorant the compound represented by the formula (I): ##STR14## wherein X represents an ion of a metal selected from the group consisting of Cu, Fe, Co and Ni,
M represents hydrogen atom, an alkali metal, ammonium or an organic amine,
R.sup.1 represents hydrogen atom or an alkyl group which may be substituted,
Z represents --OH, --COOH or NR.sup.2 R.sup.3 where R.sup.2 represents hydrogen atom or an alkyl group which may be substituted, and R.sup.3 represents an alkyl group which may be substituted, or phenyl group which may be substituted,
n represents an integer of 1 to 15,
k and l each independently represent 0 or 1, and
m represents an integer of 1 to 4,
provided that k, l and m fulfill the inequality 2.ltoreq.k+l+m.ltoreq.4,
b) the yellow ink composition comprises as a colorant
i) a compound represented by the formula (II): ##STR15## wherein R.sup.4 and R.sup.5 each independently represent --OH, or --SO.sub.3 M, or phenyl or naphthyl group substituted with --COOM,
R.sup.6 and R.sup.7 each independently represent hydrogen atom, an alkyl group or an alkoxy group,
R.sup.8 represents hydrogen atom, an alkyl group or a hydroxyalkyl group,
R.sup.9 represents hydrogen atom, --OH or a hydroxyalkyl group, and
M is as defined in the above formula (I); or
ii) a compound represented by the formula (III): ##STR16## wherein R.sup.10 and R.sup.11 each independently represent hydrogen atom, --OH or an alkoxy group,
R.sup.12 and R.sup.13 each independently represent hydrogen atom or an alkyl group, and
M is as defined in the above formula (I), and
c) the magenta ink composition comprises as a colorant a compound represented by the formula (IV): ##STR17## wherein R.sup.14 represents hydrogen atom or an alkyl group,
R.sup.15 represents hydrogen atom, a halogen atom or an alkyl group,
R.sup.16 represents --COOH or --SO.sub.3.sup.-,
R.sup.17 and R.sup.18 each independently represent hydrogen atom, a halogen atom, an alkyl group or --SO.sub.3 M, and
M is as defined in the above formula (I).

### Claim 2 (depends on 1)

The ink set according to claim 1, wherein
the cyan ink composition comprises water, a water-soluble organic solvent, and from 1.5 to 8.0% by weight of the compound represented by the formula (I),
the yellow ink composition comprises 0.5 to 3.0% by weight of the compound represented by the formula (II) or (III), and
the magenta ink composition comprises from 0.5 to 4.0% by weight of the compound represented by the formula (IV).

### Claim 3

A method for forming a color image comprising the step of ejecting droplets of yellow, cyan and magenta ink compositions on a recording medium to form thereon a color image, wherein
a) the cyan ink composition comprises as a colorant a compound represented by the formula (I): ##STR18## wherein X represents an ion of a metal selected from the group consisting of Cu, Fe, Co and Ni,
M represents hydrogen atom, an alkali metal, ammonium or an organic amine,
R.sup.1 represents hydrogen atom or an alkyl group which may be substituted,
Z represents --OH, --COOH or NR.sup.2 R.sup.3 where R.sup.2 represents hydrogen atom or an alkyl group which may be substituted, and R.sup.3 represents an alkyl group which may be substitute, or phenyl group which may be substituted,
n represents an integer of 1 to 15,
k and l each independently represent 0 or 1, and
m represents an integer of 1 to 4,
provided that k, l and m fulfill the inequality 2.ltoreq.k+l+m.ltoreq.4,
b) the yellow ink composition comprises as a colorant
i) a compound represented by the formula (II): ##STR19## wherein R.sup.4 and R.sup.5 each independently represent --OH, or --SO.sub.3 M, or phenyl or naphthyl group substituted with --COOM,
R.sup.6 and R.sup.7 each independently represent hydrogen atom, an alkyl group or an alkoxy group,
R.sup.8 represents hydrogen atom, an alkyl group or a hydroxyalkyl group,
R.sup.9 represents hydrogen atom, --OH or hydroxyalkyl group, and
M is as defined in the above formula (I); or
ii) a compound represented by the formula (III): ##STR20## wherein R.sup.10 and R.sup.11 each independently represent hydrogen atom, --OH or an alkoxy group,
R.sup.12 and R.sup.13 each independently represent hydrogen atom or an alkyl group, and
M is as defined in the above formula (I), and
c) the magenta ink composition comprises as a colorant a compound represented by the formula (IV): ##STR21## wherein R.sup.14 represents hydrogen atom or an alkyl group,
R.sup.15 represents hydrogen atom, a halogen atom or an alkyl group,
R.sup.16 represents --COOH or --SO.sub.3.sup.-,
R.sup.17 and R.sup.18 each independently represent hydrogen atom, a halogen atom, an alkyl group or --SO.sub.3 M, and
M is as defined in the above formula (I).

### Claim 4 (depends on 3)

The method according to claim 3, wherein the cyan ink composition comprises water, a water-soluble organic solvent, and from 1.5 to 8.0% by weight of a phthalocyanine derivative represented by the formula (I) .

### Claim 5 (depends on 3)

The method according to claim 3, herein the color image includes a color of red, green or blue which is formed by superposing two of the ejected ink compositions selected from the group consisting of the yellow, cyan and magenta ink compositions.

### Claim 6 (depends on 3)

The method according to claim 3, wherein the color image includes a color of black which is formed on the recording medium by superposing the ejected yellow, cyan and magenta ink compositions.

### Claim 7 (depends on 3)

The method according to claim 3, wherein
the cyan ink composition comprises 1.5 to 8.0% by weight of the phthalocyanine derivative represented by the formula (I); the yellow ink composition comprises 0.5 to 3.0% by weight of the compound represented by the formula (II) or (III), and
the magenta ink composition comprises 0.5 to 4.0% by weight of the compound represented by the formula (IV).