IP Library Granted Patent US 9,663,669
Granted Patent B1
US 9,663,669 · App. 15/088,205 · Granted May 30, 2017

Aqueous particle-free inkjet ink composition

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Quick Facts
Patent No.
US 9,663,669
App. No.
15/088,205
Granted
May 30, 2017
Kind
B1
Abstract

An aqueous particle-free inkjet ink composition has a pH of 7 to 9, and consists essentially of: (A) a water-soluble dye colorant present in an amount of 2-10 weight %, (B) a water-soluble polymer present in an amount of 1-4 weight %, and an aqueous medium consisting essentially of water. The water-soluble polymer has an acid number or at least 130 and a molecular weight of 5,000 to 20,000. It comprises: (a) 55-80 mol % of recurring units derived from one or more ethylenically unsaturated polymerizable monomers selected from the group consisting of substituted or unsubstituted styrenes, (meth)acrylates, and combinations thereof, each (meth)acrylate comprising either a pendant phenyl group or an alkyl ester group having 12 to 20 carbon atoms; and (b) 20-35 mol % of recurring units comprising (meth)acrylic acid, all based on total water-soluble polymer recurring units.

Claims (21)

1. An aqueous particle-free inkjet ink composition that has a pH of at least 7 and up to and including 9, and consists essentially of:

(A) a water-soluble dye colorant present in an amount of at least 2 weight % and up to and including 10 weight %, based on the total weight of the aqueous particle-free inkjet ink composition,

(B) a water-soluble polymer present in an amount of at least 1 weight % and up to and including 4 weight %, based on the total weight of the aqueous particle-free inkjet ink composition, and

(C) an aqueous medium consisting essentially of water,

wherein the water-soluble polymer has an acid number of at least 130 and a weight average molecular weight of at least 5,000 and up to and including 20,000, and comprises: (a) at least 55 mol % and up to and including 80 mol % of recurring units derived from one or more ethylenically unsaturated polymerizable monomers selected from the group consisting of substituted or unsubstituted styrenes, (meth)acrylates, and combinations thereof, each (meth)acrylate comprising either a pendant phenyl group or an alkyl ester group having 12 to 20 carbon atoms; and (b) at least 20 mol % and up to and including 35 mol % of recurring units comprising (meth)acrylic acid, all recurring unit amounts being based on the total recurring units in the water-soluble polymer.

2. The aqueous particle-free inkjet ink composition of claim 1 , wherein the water-soluble dye colorant is a direct black dye, an acid black dye, or a blend of two or more of such dyes.

3. The aqueous particle-free inkjet ink composition of claim 1 , wherein the water-soluble dye colorant is present in an amount of at least 4 weight % and up to and including 8 weight %, based on the total weight of the aqueous particle-free inkjet ink composition.

4. The aqueous particle-free inkjet ink composition of claim 1 , wherein at least 98 weight % of the aqueous medium consists of water.

5. The aqueous particle-free inkjet ink composition of claim 1 , wherein the water-soluble polymer has an acid number of at least 130 and up to and including 240 and a weight average molecular weight of at least 5,000 and up to and including 15,000.

6. The aqueous particle-free inkjet ink composition of claim 5 wherein the water-soluble polymer comprises: (a) at least 55 mol % and up to and including 80 mol % of recurring units derived from one or more ethylenically unsaturated polymerizable monomers selected from benzyl (meth)acrylates, a substituted or unsubstituted styrene, and a combination thereof; and (b) at least 20 mol % and up to and including 35 mol % of recurring units derived from (meth)acrylic acid, all recurring unit amounts being based on the total recurring units in the water-soluble polymer.

7. The aqueous particle-free inkjet ink composition of claim 1 , wherein the water-soluble polymer is present in the aqueous particle-free inkjet ink composition in an amount of at least 1.5 weight % and up to and including 3 weight %, and the water-soluble dye colorant is present in an amount of at least 4 weight % and up to and including 8 weight %, all amounts being based on the total weight of the aqueous particle-free inkjet ink composition.

8. The aqueous particle-free inkjet ink composition of claim 1 , wherein the water-soluble polymer is one or more of Polymers 1 through 9 below:

Polymer 1: poly(benzyl methacrylate-co-stearyl methacrylate-co-methacrylic acid) (35:30:35 weight ratio), neutralized with potassium hydroxide;

Polymer 2: poly(benzyl methacrylate-co-stearyl methacrylate-co-methacrylic acid) (35:30:35 weight ratio), neutralized with dimethylethanolamine;

Polymer 3: poly(styrene-co-α-methyl styrene-co-acrylic acid-co-ethoxyethoxyethyl acrylate) (52:7:29:12 weight ratio), neutralized with potassium hydroxide;

Polymer 4: poly(styrene-co-methacrylic acid) (64:36 weight ratio), neutralized with dimethylethanolamine;

Polymer 5: poly(lauryl methacrylate-co-methacrylic acid) (67:33 weight ratio), neutralized with dimethylethanolamine;

Polymer 6: poly(benzyl methacrylate-co-methacrylic acid) (67:33 weight ratio), neutralized with potassium hydroxide;

Polymer 7; poly(benzyl methacrylate-co-stearyl methacrylate-co-methacrylic acid) (63.5:15:21.5 weight ratio), neutralized with potassium hydroxide;

Polymer 8: poly(benzyl methacrylate-co-styrene-co-methacrylic acid) (30:45:25 weight ratio), neutralized with dimethylethanol amine; and

Polymer 9: poly(benzyl methacrylate-co-methacrylic acid) (77:23 weight ratio), neutralized with potassium hydroxide.

Assignments (13)
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jul 24, 2023
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A.
Reel/Frame 064364/0847 →
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 056733/0681 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0233 →
RELEASE OF SECURITY INTEREST Recorded Jan 24, 2020
From: BARCLAYS BANK PLC
To: 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.; KODAK PHILIPPINES LTD.; NPEC INC.
Reel/Frame 052773/0001 →
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 Jan 13, 2017
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 041042/0877 →
SECURITY INTEREST Recorded May 17, 2016
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.; KODAK PHILIPPINES, LTD.; NPEC, INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 038615/0973 →
SECURITY INTEREST Recorded May 17, 2016
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.; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BANK OF AMERICA N.A.
Reel/Frame 038617/0198 →
SECURITY INTEREST Recorded May 17, 2016
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; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 038616/0868 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2016
From: COOK, WAYNE LEE
To: EASTMAN KODAK COMPANY
Reel/Frame 038167/0295 →