IP Library Granted Patent US 10,087,338
Granted Patent B2
US 10,087,338 · App. 15/613,329 · Granted Oct 2, 2018

Aqueous green inkjet ink compositions

Inventors: Barbara Boland Lussier (Rochester, NY); Daniel Talbot Linehan (Rochester, NY)
Assignee: EASTMAN KODAK COMPANY
C09D11/322C09D11/38C09D11/40C09D133/10
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Quick Facts
Patent No.
US 10,087,338
App. No.
15/613,329
Granted
Oct 2, 2018
Kind
B2
Abstract

An aqueous organic pigment dispersion contains a green copper phthalocyanine pigment and an azo-coupled β-ketoamide pigment. It also includes an organic pigment dispersant at 40 weight % to 100 weight %, based on the sum of the weights of the organic pigments. The weight ratio of the green copper phthalocyanine pigment to the azo-coupled β-ketoamide pigment is from 1:1 to 10:1. The median particle diameter of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment is less than 85 nm. At least 95% of the total particles of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment have a particle diameter of less than 150 nm. This dispersion can be used to prepare aqueous green inkjet ink compositions that can be used in various inkjet printing methods.

Claims (45)

1. An aqueous green inkjet ink composition comprising:

an aqueous organic pigment dispersion comprising:

a green copper phthalocyanine pigment,

an azo-coupled β-ketoamide pigment, and

at least one organic pigment dispersant in an amount of at least 40 weight % and up to and including 100 weight %, based on the sum of the weights of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment,

wherein:

the weight ratio of the green copper phthalocyanine pigment to the azo-coupled β-ketoamide pigment is from 1:1 to and including 10:1,

the median particle diameter of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment is less than 85 nm and at least 95% of the total particles of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment have a particle diameter of less than 150 nm when measured in intensity mode using a laser light scattering particle size analyzer, and

the aqueous organic pigment dispersion exhibits CIELAB color characteristics of a* of at least −80 and up to and including −20, b* of at least 20 and up to and including 80, and L* of at least 20 and up to and including 90; and

at least one humectant,

the aqueous green inkjet ink composition having a viscosity of less than 3 centipoise at 25° C.

2. The aqueous green inkjet ink composition of claim 1 further comprising an anionic polyurethane having an acid number of at least 50 or an anionic acrylic or anionic styrene-acrylic polymer, or both the anionic polyether polyurethane and the anionic acrylic or anionic styrene-acrylic polymer.

3. The aqueous green inkjet ink composition of claim 2 , wherein the anionic polyurethane has an acid number of at least 60 and up to and including 90, and anionic acrylic or anionic styrene-acrylic polymer has an acid number of at least 50 and up to and including 220.

4. The aqueous green inkjet ink composition of claim 2 , comprising both the anionic polyurethane and the anionic acrylic or styrene-acrylic polymer at a weight ratio of from 1:3 and to and including 3:1.

5. The aqueous green inkjet ink composition of claim 2 , wherein the anionic polyurethane and the anionic acrylic or styrene-acrylic polymers are present cumulatively in an amount of at least 1 weight % and less than or equal to 20 weight %, based on the total weight of the aqueous green inkjet ink composition.

6. The aqueous green inkjet ink composition of claim 1 , wherein the weight ratio of the green copper phthalocyanine pigment to the azo-coupled β-ketoamide pigment is from 3:1 to and including 6:1.

7. The aqueous green inkjet ink composition of claim 1 , wherein the azo-coupled β-ketoamide pigment is a yellow mono-azo-coupled β-ketoamide pigment.

8. The aqueous green inkjet ink composition of claim 1 , wherein the green copper phthalocyanine pigment is a halogenated green copper phthalocyanine pigment.

9. The aqueous green inkjet ink composition of claim 1 , wherein the green copper phthalocyanine pigment is C.I. Pigment Green 7 and the azo-coupled β-ketoamide pigment is Pigment Yellow 74.

10. The aqueous green inkjet ink composition of claim 1 , wherein the green copper phthalocyanine pigment is present in an amount of at least 1 weight % and up to and including 5 weight %, based on the total weight of the aqueous green inkjet ink composition.

11. The aqueous green inkjet ink composition of claim 1 , wherein the at least one humectant is a water soluble or water miscible organic solvent having a viscosity that is greater than 40 centipoise when measured at 25° C.

12. The aqueous green inkjet ink composition of claim 1 , comprising a mixture of two or more humectants.

13. The aqueous green inkjet ink composition of claim 1 , wherein the at least one humectant is an alcohol, polyhydric alcohols, polyoxygenated polyol or derivative thereof, nitrogen-containing compound, sulfur-containing compound, or water soluble N-oxide.

14. The aqueous green inkjet ink composition of claim 1 , wherein the at least one humectant has a melting point below 20° C.

15. The aqueous green inkjet ink composition of claim 1 , wherein the at least one humectant is present in an amount of at least 0.5 weight %, up to and including 7 weight %, based on the total weight of the aqueous green inkjet ink composition.

16. An ink set comprising at least the following individual inks:

the aqueous green inkjet ink composition of claim 1 ; and

one or more additional aqueous color inkjet ink compositions, each comprising at least one colorant that is not a green colorant.

17. The ink set of claim 16 , wherein the one or more additional aqueous additional color inkjet ink compositions comprises at least one of following aqueous inkjet ink compositions:

an aqueous cyan inkjet ink composition,

an aqueous magenta inkjet ink composition,

an aqueous yellow inkjet ink composition, or

an aqueous black inkjet ink composition.

18. An aqueous green inkjet ink composition comprising:

an aqueous organic pigment dispersion comprising:

a green copper phthalocyanine pigment,

an azo-coupled β-ketoamide pigment, and

at least one organic pigment dispersant in an amount of at least 40 weight % and up to and including 100 weight %, based on the sum of the weights of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment,

wherein the green copper phthalocyanine pigment is a halogenated green copper phthalocyanine pigment;

the weight ratio of the green copper phthalocyanine pigment to the azo-coupled β-ketoamide pigment is from 1:1 to and including 10:1, and

the median particle diameter of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment is less than 85 nm and at least 95% of the total particles of each of the green copper phthalocyanine pigment and the azo-coupled β-ketoamide pigment have a particle diameter of less than 150 nm when measured in intensity mode using a laser light scattering particle size analyzer; and

at least one humectant,

the aqueous green inkjet ink composition having a viscosity of less than 3 centipoise at 25° C.

19. The aqueous green inkjet ink composition of claim 18 further comprising an anionic polyurethane having an acid number of at least 50 or an anionic acrylic or anionic styrene-acrylic polymer, or both the anionic polyether polyurethane and the anionic acrylic or anionic styrene-acrylic polymer, wherein the anionic polyurethane has an acid number of at least 60 and up to and including 90, and anionic acrylic or anionic styrene-acrylic polymer has an acid number of at least 50 and up to and including 220, and the anionic polyurethane and the anionic acrylic or styrene-acrylic polymers are present cumulatively in an amount of at least 1 weight % and less than or equal to 20 weight %, based on the total weight of the aqueous green inkjet ink composition.

20. The aqueous green inkjet ink composition of claim 18 , wherein the green copper phthalocyanine pigment is C.I. Pigment Green 7 and the azo-coupled β-ketoamide pigment is Pigment Yellow 74.

Assignments (9)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056733/0681 →
NOTICE OF SECURITY INTERESTS Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 056984/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0233 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 30, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; PFC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 049901/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 22, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 050239/0001 →
SECURITY INTEREST Recorded Aug 16, 2017
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.
To: JP MORGAN CHASE BANK, N.A.
Reel/Frame 043302/0515 →
SECURITY INTEREST Recorded Aug 16, 2017
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.
To: BANK OF AMERICA N.A.
Reel/Frame 043302/0477 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2017
From: LUSSIER, BARBARA BOLAND; LINEHAN, DANIEL TALBOT
To: EASTMAN KODAK COMPANY
Reel/Frame 042588/0432 →
Continuity (2)
Division 15092642 · Apr 7, 2016
Related Publication 20170292033A1 · Oct 12, 2017