# US 7,608,140 B2 · Inkjet inks containing azo pyrazolobenzopyrimidineone class of colorants

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- Number: US 7,608,140 B2
- Document ID: US7608140B2
- Status: Granted
- Kind: B2
- Application number: 12/031,766
- Filed: 2008-02-15
- Published: 2009-08-20
- Granted: 2009-10-27
- Earliest claimed: 2008-02-15
- Assignees: Eastman Kodak Company
- Inventors: Steven G. Link; Joan C. Potenza; Paul A. Loncle; Donald R. Diehl; Shari L. Eiff
- Web page: https://patentgrep.com/patent/US7608140B2

## CPC

- C09D 11/32: characterised by colouring agents
- 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

The present invention relates to an aqueous ink comprising at least water, and a colorant of Formula 1 wherein A is any substituted or unsubstituted aromatic or heteroaromatic moiety; R is hydrogen or any non-metallic group; R1 is hydrogen, or any substituted or unsubstituted aryl, alkenyl, alkynyl or alkyl group; R2 and R3 are hydrogen or any non-metallic group, and R2 and R3 can be joined to form a ring that may be aromatic, aliphatic or heterocyclic and may be further substituted; or a colorant of Formula 2: wherein R4 is hydrogen or any non-metallic group; n is an integer of 0-4; and, if n is 2-4, the R4 groups may be the same or different from each other, and a printing method for creating an image on an ink compatible substrate using colorants of Formula 1 or Formula 2.

## Claims

### Claim 1

An aqueous ink comprising at least water and a colorant of Formula 2
wherein:
A is any substituted or unsubstituted aromatic or heteroaromatic moiety;
R is hydrogen or any non-metallic group;
R1 is hydrogen, or any substituted or unsubstituted aryl, alkenyl, alkynyl or alkyl group;
R4 is hydrogen or any non-metallic group;
n is an integer of 0-4;
and, if n is 2-4, the R4 groups may be the same or different from each other.

### Claim 2 (depends on 1)

The aqueous ink of claim 1 wherein the amount of colorant is at least 0.1% but not more than 10% by weight.

### Claim 3 (depends on 1)

The aqueous ink of claim 1 wherein the compound of Formula 2 contains an A group selected from the group consisting of:
wherein:
R4 is hydrogen or any non-metallic group;
t is an integer of 0-4; and
R5 is hydrogen, or any substituted or unsubstituted aryl, alkenyl, alkynyl or alkyl group.

### Claim 4 (depends on 1)

The aqueous ink of claim 1 wherein the compound of Formula 2 contains at least one ionizable group and is soluble in water at a level of 0.5% by weight or more.

### Claim 5 (depends on 4)

The aqueous ink of claim 4 wherein said at least one ionizable group is selected from the group consisting of a sulfonic acid, a carboxylic acid, a sulfuric acid half ester, a sulfinic acid, or a combination thereof.

### Claim 6 (depends on 1)

The aqueous ink of claim 1 wherein the colorant of Formula 2 does not contain an ionizable group and is dispersed in the ink as fine particles.

### Claim 7 (depends on 6)

The aqueous ink of claim 6 wherein the ink comprises a colorant of Formula 2 and a dispersant at a level of 10-70% of the weight of the colorant.

### Claim 8 (depends on 7)

The aqueous ink of claim 7 wherein the dispersant is a polymeric dispersant.

### Claim 9 (depends on 1)

The aqueous ink of claim 1 wherein the ink also comprises a humectant at a level of at least 10% of the ink and no more than 40% of the ink

### Claim 10 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 11 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 12 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 13 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 14 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 15 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 16 (depends on 1)

The aqueous ink of claim 1 wherein said colorant of Formula 2 is:

### Claim 17 (depends on 1)

The aqueous ink of claim 1 wherein the ink further comprises a humectant at a level of at least 10% of the ink and no more than 40% of the ink.

### Claim 18 (depends on 1)

The aqueous ink of claim 1 wherein said ink is an inkjet ink.

### Claim 19

A printing method for creating an image on an ink compatible substrate comprising:
a. providing an apparatus with multiple addressable nozzles capable of ejecting ink droplets with three or more inks simultaneously;
b. loading said apparatus with an ink recording element comprising a support having thereon an image receiving layer;
c. loading said apparatus with a set of at least three inks of different colors to be printed by said apparatus wherein at least one of the inks contains a colorant of Formula I or Formula 2:
wherein: A is any substituted or unsubstituted aromatic or heteroaromatic moiety; R is hydrogen or any non-metallic group; R1 is hydrogen, or any substituted or unsubstituted aryl, alkenyl, alkynyl or alkyl group;
R4 is hydrogen or any non-metallic group;
n is an integer of 0-4;
and, if n is 2-4, the R4 groups may be the same or different from each other.

### Claim 20 (depends on 19)

The printing method according to claim 19 wherein said set of at least three inks of different colors are a cyan colored ink, a magenta colored ink, and a yellow colored ink.

### Claim 21 (depends on 19)

The printing method of claim 19 wherein said apparatus is an inkjet apparatus and said set of at least three inks of different colors are inkjet inks.
