IP Library Granted Patent US 8,747,969
Granted Patent B2
US 8,747,969 · App. 13/142,151 · Granted Jun 10, 2014

Coated films for inkjet printing

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Quick Facts
Patent No.
US 8,747,969
App. No.
13/142,151
Granted
Jun 10, 2014
Kind
B2
Abstract

Provided are coated films suitable for inkjet printing applications using UV-curable inkjet ink. The films are coated with cationically stabilizable emulsion polymers. The emulsion polymers contain cationically stabilizable amino-functional polymers. Also provided is a method of printing with a UV-inkjet printer comprising jetting UV-curable inkjet ink onto the coated film substrate to form an ink printed image.

Claims (47)

1. An article comprising:

a. a film substrate;

b. a coating composition applied to the film substrate and dried thereupon, wherein the dried coating composition comprises the reaction product of at least one of:

i. a cationically stabilized emulsion polymer that comprises on a dry basis:

1. 30 to 97 wt % of at least one vinylic non-acidic monomer which is uncharged or positively charged in an aqueous solution having a pH between 1 and 8; and

2. 3 to 70 wt % of at least one water-soluble polymeric compound having a number-average molecular weight greater than 5000 which comprises a moiety selected from the group consisting of primary amines, secondary amines, tertiary amines, and quaternary ammonium salts;

ii. a cationically stabilized emulsion polymer that comprises on a dry basis:

1. 70 to 99 wt % of an amino-functional polymer; and

2. 1 to 30 wt % of an unsaturation number enhancer element selected from the group consisting of

where Y is selected from the group consisting of halogen and three-membered oxirane ring, R a and R b are the same or different and selected from the group consisting of H and C 1 to C 6 , alkyl, R c is selected from the group consisting of O and CX 2 , each X can be the same or different and is selected from the group consisting of H, hydroxyl, and halogen, R d is selected from the group consisting of H, hydroxyl, halogen, and any organic radical containing at one carbon atom, wherein each R d can be the same or different, A is selected from the group consisting of O and NR d , CR d and CR d 2 can each be a separate moiety or a portion of a cyclic structure, j, k, m and n are integers ranging from 0 to 6, inclusive, q is an integer ranging from 1 to 6, inclusive, and p is an integer ranging from 0 to 30, inclusive; or

iii. a mixture of (i) and (ii);

iv. an ink image layer deposited on the dried coating composition from a UV-inkjet printer, the ink image layer comprising an ink reaction product formed by UV-curing of UV-curable inkjet ink, the UV-curable inkjet ink comprising:

an epoxy monomer, an epoxy oligomer, or combination thereof; and

a photoinitiator, a photosensitizer, or combination thereof;

and

v. an interlayer reaction product formed between a portion of the ink image layer and a portion of the dried coating composition proximate thereto, the interlayer reaction product being formed upon the UV-curing of the UV-curable inkjet ink.

2. The article of claim 1 , wherein the film substrate comprises a polyolefin selected from polypropylene, polyethylene, ethylene-propylene copolymers, propylene-butene copolymers, ethylene-propylene-butylene terpolymers, and blends thereof.

3. The article of claim 1 , wherein the film substrate is oriented in at least one direction.

4. The article of claim 1 , wherein in the coating composition comprises (i) or (iii) and wherein at least one of said vinylic non-acidic monomer(s) is an epoxy-functional monomer selected from the group consisting of glycidyl acrylate and glycidyl methacrylate.

5. The article of claim 1 , wherein in the coating composition comprises (i) or (iii) and wherein said water-soluble polymeric compound comprises nitrogen-containing monomer selected from the group consisting of acrylonitrile and methacrylonitrile.

6. The article of claim 1 , wherein the coating composition comprises (ii) or (iii) and wherein the amino-functional polymer is a condensation product of a reaction between an amino-functional polymer comprising reactive amine hydrogens with an element selected from the group consisting of halo-functional monomer, halo-functional oligomer, carbonyl-functional monomer, carbonyl-functional oligomer, epoxy-functional monomer, epoxy-functional oligomer, poly-functional acrylic monomer, poly-functional acrylic oligomer, poly-functional methacrylic monomer, and poly-functional methacrylic oligomer, said element containing or forming upon drying an ethenically unsaturated moiety selected from the group consisting of acrylic, methacrylic, and enamine.

7. A method of printing with a UV-inkjet printer, the method comprising:

jetting UV-curable inkjet ink onto a dried coating composition of a coated film substrate to form an ink image layer there upon, wherein the coated film substrate comprises:

a. a film substrate; and

b. a coating composition applied to the film substrate and dried thereupon, wherein the dried coating composition comprises the reaction product of at least one of:

i. a cationically stabilized emulsion polymer that comprises on a dry basis:

1. 30 to 97 wt % of at least one vinylic non-acidic monomer which is uncharged or positively charged in an aqueous solution having a pH between 1 and 8; and

2. 3 to 70 wt % of at least one water-soluble polymeric compound having a number-average molecular weight greater than 5000 which comprises a moiety selected from the group consisting of primary amines, secondary amines, tertiary amines, and quaternary ammonium salts;

ii. a cationically stabilized emulsion polymer that comprises on a dry basis:

1. 70 to 99 wt % of an amino-functional polymer; and

2. 1 to 30 wt % of an unsaturation number enhancer element selected from the group consisting of

where Y is selected from the group consisting of halogen and three-membered oxirane ring, R a and R b are the same or different and selected from the group consisting of H and C 1 to C 6 alkyl, R c is selected from the group consisting of O and CX 2 , each X can be the same or different and is selected from the group consisting of H, hydroxyl, and halogen, R d is selected from the group consisting of H, hydroxyl, halogen, and any organic radical containing at least one carbon atom, wherein each Rd can be the same or different, A is selected from the group consisting of O and NR d , CR d and CR d 2 can each be a separate moiety or a portion of a cyclic structure, j, k, m and n are integers ranging from 0 to 6, inclusive, q is an integer ranging from 1 to 6, inclusive, and p is an integer ranging from 0 to 30, inclusive; or

iii. a mixture of (i) and (ii);

iv. UV-curing the ink image layer on the dried coating composition to form in the ink image layer an ink reaction product formed by UV-curing of UV-curable inkjet ink, the UV-curable inkjet ink comprising:

an epoxy monomer, an epoxy oligomer, or combination thereof; and

a photoinitiator, a photosensitizer, or combination thereof;

and

v. initiating interlayer reaction upon the step of UV-curing, the interlayer reaction being initiated between a portion of the ink image layer and a respective portion of the dried coating composition proximate thereto, the interlayer reaction forming an interlayer reaction product.

8. The method of claim 7 , wherein the film substrate comprises a polyolefin selected from polypropylene, polyethylene, ethylene-propylene copolymers, propylene-butene copolymers, ethylene-propylene-butylene terpolymers, and blends thereof.

9. The method of claim 7 , wherein the film substrate is oriented in at least one direction.

10. The method of claim 7 , wherein in the coating composition comprises (i) or (iii) and wherein at least one of said vinylic non-acidic monomer(s) is an epoxy-functional monomer selected from the group consisting of glycidyl acrylate and glycidyl methacrylate.

11. The method of claim 7 , wherein in the coating composition comprises (i) or (iii) and wherein said water-soluble polymeric compound comprises nitrogen-containing monomer selected from the group consisting of acrylonitrile and methacrylonitrile.

12. The method of claim 7 , wherein the coating composition comprises (ii) or (iii) and wherein the amino-functional polymer is a condensation product of a reaction between an amino-functional polymer comprising reactive amine hydrogens with an element selected from the group consisting of halo-functional monomer, halo-functional oligomer, carbonyl-functional monomer, carbonyl-functional oligomer, epoxy-functional monomer, epoxy-functional oligomer, poly-functional acrylic monomer, poly-functional acrylic oligomer, poly-functional methacrylic monomer, and poly-functional methacrylic oligomer, said element containing or forming upon drying an ethenically unsaturated moiety selected from the group consisting of acrylic, methacrylic, and enamine.

13. The article of claim 1 and further comprising:

the portion of the dried coating composition comprising acrylic functional groups having reactive double bonds and unsaturation sites, the interlayer reaction product being formed at least in part by reactions between the portion of the ink image layer and the respective portion of the dried coating layer at the acrylic functional groups.

14. The method of claim 7 and further comprising:

in the step of initiating, the portion of the dried coating composition comprising acrylic functional groups having reactive double bonds and unsaturation sites, the interlayer reaction product being formed at least in part by reactions between the portion of the ink image layer and the respective portion of the dried coating layer at the acrylic functional groups.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2021
From: JINDAL FILMS AMERICAS LLC
To: JINDAL INNOVATION CENTER SRL
Reel/Frame 057699/0318 →
RELEASE OF SECURITY INTEREST Recorded Jun 17, 2021
From: BANK OF AMERICA, N.A., AS AGENT
To: JINDAL FILMS AMERICAS LLC
Reel/Frame 056616/0092 →
SECURITY INTEREST Recorded Sep 4, 2018
From: JINDAL FILMS AMERICAS LLC
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 047570/0731 →
PURCHASE OF FILMS AMERICAS, LLC Recorded Jan 8, 2014
From: EXXONMOBIL OIL CORPORATION
To: JPF USA LLC
Reel/Frame 031946/0559 →
CHANGE OF NAME Recorded Jan 8, 2014
From: FILMS AMERICAS, LLC
To: JINDAL FILMS AMERICAS LLC
Reel/Frame 031921/0573 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 2, 2014
From: EXXONMOBIL OIL CORPORATION
To: FILMS AMERICAS, LLC
Reel/Frame 031878/0219 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2011
From: LU, PANG-CHIA
To: EXXONMOBIL OIL CORPORATION
Reel/Frame 026496/0802 →