IP Library Granted Patent US 7,504,441
Granted Patent B2
US 7,504,441 · App. 11/974,948 · Granted Mar 17, 2009

Radiation-curable high gloss overprint varnish compositions

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Quick Facts
Patent No.
US 7,504,441
App. No.
11/974,948
Granted
Mar 17, 2009
Kind
B2
Abstract

The present invention relates to radiation-curable overprint varnishes for printed substrates based on multifunctional, uncrosslinked, liquid Michael addition resins. The compositions are UV-curable with little or no photoinitiator present.

Claims (32)

1. A high gloss, UV curable overprint varnish composition, comprising:

A. a liquid Michael addition resin present in amounts up to 99 wt. % based on the total weight of the overprint varnish composition, comprising the uncrosslinked reaction product of,

i. a β-dicarbonyl Michael donor,

ii. at least one multi-functional acrylate oligomer incorporated with mono-functional acrylate, and

iii. at least one amine synergist; and

B. at least one of the following,

i. a diluent,

ii. a photoinitiator,

iii. an adhesion promoter,

iv. a defoaming agent, and

v. a flow and leveling aid,

wherein the high gloss overprint varnish composition has a viscosity of less than about 500 centipolse.

2. The composition of claim 1 , wherein the Michael donor is selected from the group consisting of a β-ketoester, a β-diketone, a β-ketoamide, a β-ketoanilide and mixtures thereof.

3. The composition of claim 1 , wherein the multi-functional acrylate oligomer is selected from the group consisting of monoacrylates, diacrylates, triacrylates, tetraacrylates and mixtures thereof.

4. The composition of claim 1 , wherein the Michael addition resin is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

5. The composition of claim 1 , wherein the Michael donor is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

6. The composition of claim 1 , wherein the Michael acceptor is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

7. The composition of claim 1 , wherein the Michael addition resin is present in an amount from about 60 wt % to about 98 wt %.

8. The composition of claim 1 , wherein the Michael addition resin is present in an amount from about 80 wt % to about 98 wt %.

9. The composition of claim 1 , containing an adhesion promoter.

10. The composition of claim 1 , containing a reactive diluent.

11. The composition of claim 1 , containing a reactive diluent, a photoinitiator, and a flow and leveling aid.

12. The composition of claim 1 , containing a reactive diluent, a defoaming agent and a flow and leveling aid.

13. The composition of claim 1 , containing a reactive diluent and a photoinitiator.

14. A coated article, comprising A. a substrate having at least one printed surface, and B. a high gloss overprint varnish on at least one printed surface of the substrate, comprising the cured, cross-linked reaction product of a liquid Michael addition resin, comprising: i. a β-dicarbonyl Michael donor, ii. at least one multi-functional acrylate oligomer incorporated with mono-functional acrylate and, iii. at least one amine synergist wherein the crosslinked reaction product has a gloss of at least 60.

15. The coated article of claim 14 , wherein the Michael addition resin has a glass of at least 80.

16. The coated article of claim 14 , further comprising one or more, A. diluent, B. photoinitiator, C. adhesion promoter, D. defoaming agent, or E. flow and leveling aid.

17. The coated article of claim 14 , wherein the Michael addition resin is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

18. The coated article of claim 14 , wherein the Michael donor is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

19. The coated article of claim 14 , wherein the Michael acceptor is modified to contain a pendant Type I photoactive and/or Type II photoactive moiety.

20. The coated article of claim 14 , wherein the Michael donor is selected from the group consisting of a β-ketoester, a β-diketone, a β-ketoamide, a β-ketoanilide and mixtures thereof.

21. The coated article of claim 14 , wherein the Michael addition resin is cured via exposure to actinic radiation.

Assignments (6)
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
SECURITY AGREEMENT Recorded Apr 14, 2010
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024225/0289 →
RELEASE OF SECURITY INTEREST Recorded Apr 13, 2010
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 024218/0928 →
SECURITY AGREEMENT Recorded Dec 3, 2008
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY...; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A. AS ADMINISTRATIVE AGENT
Reel/Frame 021924/0001 →