# US 5,706,042 A · Ink and sheet for ink jet recording and ink jet recording method

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- Number: US 5,706,042 A
- Document ID: US5706042A
- Status: Granted
- Kind: A
- Application number: 08/568,243
- Filed: 1995-12-06
- Granted: 1998-01-06
- Earliest claimed: 1994-12-12
- Assignees: Konica Corporation
- Inventors: Toshihisa Takeyama; Noritaka Nakayama
- Web page: https://patentgrep.com/patent/US5706042A

## CPC

- B41M 5/5218: {characterised by inorganic additives, e.g. pigments, clays}
- B41M 5/0017: {Application of ink-fixing material, e.g. mordant, precipitating agent, on the substrate prior to printing, e.g. by ink-jet printing, coating or spraying}
- C09D 11/328: characterised by dyes
- B41M 7/009: {using thermal means, e.g. infrared radiation, heat}
- B41M: PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING, (correction of typographical errors B41J; processes for applying transfer pictures or the like B44C1/16; fluid media for correction of typographical errors by coating C09D10/00; printing textiles D06P)
- 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 method of recording an image on a recording sheet is disclosed which comprises the step of jetting an ink from a nozzle onto the recording sheet, wherein the ink comprises a dye capable of co-ordinate bonding with a metal ion in two or more coordination positions and the recording sheet comprises a compound containing a metal ion which is capable of co-ordinate bonding with the dye in two or more coordination positions to record the image on a recording sheet.

## Claims

### Claim 1

A method of recording an image on a recording sheet, the method comprising
jetting an ink from a nozzle onto the recording sheet, wherein the ink comprises a dye capable of co-ordinate bonding with a metal ion in two or more coordination positions and the recording sheet comprises a compound containing a metal ion which is capable of co-ordinate bonding with the dye in two or more coordination positions to record the image on a recording sheet, wherein the dye is selected from the group consisting of the following formulas (1) through (9): ##STR3## wherein X.sup.1 represents an atomic group necessary to form a 5- to 7-membered heterocyclic or aromatic carbocyclic ring in which at least one position adjacent to the carbon atom bonding with an azo group is substituted with a nitrogen, oxygen, sulfur, selenium or tellurium atom; X.sup.2 represents an atomic group to form a 5- to 7-membered carbocyclic or heterocyclic ring; G represents a chelating group; W represents --COR.sub.3 or --CSR.sub.3 ; Y represents --O--, --S--, --N.dbd., --NH-- or --NR.sub.4 --; m and n independently represent an integer of 1 to 5; R.sub.1 and R.sub.2 independently represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, an alkoxycarbonyl group, an alkoxycarbonylamino group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, an aryl group or a heterocyclic group; R3 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, a carbamoyl group, a sulfamoyl group, an aryl group or a heterocyclic group; and R4 represents an alkyl group, an alkenyl group, an aryl group or a heterocyclic group.

### Claim 2 (depends on 1)

The method of claim 1, wherein after the recording, the recorded sheet is subjected to heat treatment.

### Claim 3

A method of recording an image on a recording sheet, the method comprising
jetting an ink from a nozzle onto at least image portions of the recording sheet, the ink comprising a compound containing a metal ion capable of co-ordinate bonding with a dye in two or more coordination positions; and
then jetting a recording ink from a nozzle, the recording ink comprising the dye capable of co-ordinate bonding with the metal ion in two or more coordination positions to record the image on a recording sheet, wherein the dye is selected from the group consisting of the following formulas (1) through (9): ##STR4## wherein X.sup.1 represents an atomic group necessary to form a 5- to 7-membered heterocyclic or aromatic carbocyclic ring in which at least one position adjacent to the carbon atom bonding with an azo group is substituted with a nitrogen, oxygen, sulfur, selenium or tellurium atom; X.sup.2 represents an atomic group to form a 5- to 7-membered carbocyclic or heterocyclic ring; G represents a chelating group; W represents --COR.sub.3 or --CSR.sub.3 ; Y represents --O--, --S--, --N.dbd., --NH-- or --NR.sub.4 --; m and n independently represent an integer of 1 to 5; R.sub.1 and R.sub.2 independently represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, an alkoxycarbonyl group, an alkoxycarbonylamino group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, an aryl group or a heterocyclic group; R3 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, a carbamoyl group, a sulfamoyl group, an aryl group or a heterocyclic group; and R4 represents an alkyl group, an alkenyl group, an aryl group or a heterocyclic group.

### Claim 4 (depends on 3)

The method of claim 3, wherein after the recording, the recorded sheet is subjected to heat treatment.

### Claim 5

A method of recording an image on a recording sheet, the method comprising the steps of:
jetting a recording ink from a nozzle onto the recording sheet, the recording ink comprising a dye capable of co-ordinate bonding with a metal ion in two or more coordination positions; and
then jetting an ink from a nozzle onto at least image portions of the recording sheet, the ink comprising a compound containing a metal ion capable of co-ordinate bonding with the dye in two or more coordination positions to record the image on a recording sheet, wherein the dye is selected from the group consisting of the following formulas (1) through (9): ##STR5## wherein X.sup.1 represents an atomic group necessary to form a 5- to 7-membered heterocyclic or aromatic carbocyclic ring in which at least one position adjacent to the carbon atom bonding with an azo group is substituted with a nitrogen, oxygen, sulfur, selenium or tellurium atom; X.sup.2 represents an atomic group to form a 5- to 7-membered carbocyclic or heterocyclic ring; G represents a chelating group; W represents --COR.sub.3 or --CSR.sub.3 ; Y represents --O--, --S--, --N.dbd., --NH-- or --NR.sub.4 --; m and n independently represent an integer of 1 to 5; R.sub.1 and R.sub.2 independently represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, an alkoxycarbonyl group, an alkoxycarbonylamino group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, an aryl group or a heterocyclic group; R3 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, a carbamoyl group, a sulfamoyl group, an aryl group or a heterocyclic group; and R4 represents an alkyl group, an alkenyl group, an aryl group or a heterocyclic group.

### Claim 6 (depends on 5)

The method of claim 5, wherein after the recording, the recorded sheet is subjected to heat treatment.

### Claim 7

Ink for ink-jet recording comprising a dye capable of co-ordinate bonding with a metal ion in two or more coordination positions, wherein the dye is selected from the group consisting of the following formulas (1) through (9): ##STR6## wherein X.sup.1 represents an atomic group necessary to form a 5- to 7-membered heterocyclic or aromatic carbocyclic ring in which at least one position adjacent to the carbon atom bonding with an azo group is substituted with a nitrogen, oxygen, sulfur, selenium or tellurium atom; X.sup.2 represents an atomic group to form a 5- to 7-membered carbocyclic or heterocyclic ring; G represents a chelating group; W represents --COR.sub.3 or --CSR.sub.3 ; Y represents --O--, --S--, --N.dbd., --NH-- or --NR.sub.4 --; m and n independently represent an integer of 1 to 5; R.sub.1 and R.sub.2 independently represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, an alkoxycarbonyl group, an alkoxycarbonylamino group, a carbamoyl group, a sulfamoyl group, a sulfo group, a carboxy group, an aryl group or a heterocyclic group; R3 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, an alkylsulfonamide group, an arylsulfonamide group, an anilino group, an acylamino group, an alkylureido group, an arylureido group, a carbamoyl group, a sulfamoyl group, an aryl group or a heterocyclic group; and R4 represents an alkyl group, an alkenyl group, an aryl group or a heterocyclic group.

### Claim 8 (depends on 7)

The ink for ink-jet recording of claim 7, wherein the chelating group represents --OR', --NHR', --SR', --SeR' or --TeR', wherein R' represents a hydrogen atom, an alkyl group, a phenyl group or a carbonyl group.

### Claim 9 (depends on 7)

The ink for ink-jet recording of claim 7, wherein the dye is a water soluble dye.

### Claim 10 (depends on 9)

The ink for ink-jet recording of claim 9, wherein the metal ion is a transition metal ion.

### Claim 11 (depends on 7)

The ink for ink-jet recording of claim 7, further comprising a compound containing a metal ion which is capable of co-ordinate bonding with the dye in two or more coordination positions.