IP Library Granted Patent US 9,540,531
Granted Patent B2
US 9,540,531 · App. 14/958,176 · Granted Jan 10, 2017

Radiation curable ink compositions

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Quick Facts
Patent No.
US 9,540,531
App. No.
14/958,176
Granted
Jan 10, 2017
Kind
B2
Abstract

This invention relates to radiation curable ink compositions comprising one or more mono-functional monomers, optionally one or more oligomers, one or more antioxidants capable to react with peroxy radicals to generate radicals to propagate polymerization, and one or more photoinitiators comprising at least an acylphosphine oxide, wherein the ratio of the antioxidants to acylphpsphine is 1:1 to 1:20 by weight. The ink composition provides tack-free surface cure without requiring nitrogen or other inert gas during curing.

Claims (20)

1. A radiation curable ink composition, comprising:

(a) 50-80% by weight of one or more mono-functional monomers,

(b) 0-25% by weight of one or more oligomers,

(c) 0.1-5% by weight of one or more antioxidants selected from the group consisting of phosphines and phosphites capable to react with peroxy radicals to generate active radicals to propagate polymerization, and

(d) 1-15% by weight of one or more photoinitiators comprising at least an acylphosphine oxide or a polymeric version of acylphosphine oxide,

wherein the ratio of the one or more antioxidants to the acylphosphine oxide is 1:1 to 1:20 by weight.

2. The ink composition of claim 1 , wherein the phosphine has a chemical formula of PR 3 , wherein R is independently H, alkyl, aryl, or halogen, with the proviso that not all R's are H.

3. The ink composition of claim 1 , wherein the phosphite is an aryl organo phosphite, an alkyl organo phosphite, or an aryl-alkyl organo phosphite.

4. The ink composition of claim 1 , wherein the one or more antioxidants are in an amount of 0.5-3% by weight.

5. The ink composition of claim 1 , wherein the one or more photoinitiators comprises at least an acylphosphine oxide.

6. The ink composition of claim 1 , wherein the one or more photoinitiators are in an amount of 5-15% by weight.

7. The ink composition of claim 1 , wherein the ratio of the one or more antioxidants are acylphosphine oxide is 1:1 to 1:10 by weight.

8. The ink composition of claim 1 , further comprising 0-8% by weight of one or more difunctional monomers.

9. The ink composition of claim 1 , wherein the one or more mono-functional monomers are in an amount of 70-80% by weight.

10. The ink composition of claim 1 , wherein the one or more oligomers are in an amount of 5-15% by weight.

11. The ink composition of claim 1 , further comprising 0.01-5% by weight of one or more additives.

12. The ink composition of claim 11 , wherein the additive is a surfactant, a leveling additive, or a stabilizer.

13. The ink composition of claim 1 , further comprising 0-20% by weight of one more colorant components.

14. The ink composition of claim 1 , wherein the ink viscosity is not greater than 40 cP at 25° C.

15. The ink composition of claim 1 , wherein the phosphite has a general formula of P(OR) 3 , wherein R is independently H, alkyl, or aryl, with the proviso that not all R's are H.

Assignments (9)
ASSIGNMENT OF SECURITY INTEREST IN PATENTS Recorded Feb 3, 2025
From: ROYAL BANK OF CANADA [RESIGNING COLLATERAL AGENT]
To: GLAS USA LLC [SUCCESSOR COLLATERAL AGENT]
Reel/Frame 070097/0810 →
RELEASE OF PATENT SECURITY INTEREST Recorded Dec 3, 2024
From: CERBERUS BUSINESS FINANCE AGENCY, LLC
To: ELECTRONICS FOR IMAGING, INC.; FIERY, LLC
Reel/Frame 069477/0479 →
SECURITY INTEREST Recorded Mar 12, 2024
From: ELECTRONICS FOR IMAGING, INC.; FIERY, LLC
To: CERBERUS BUSINESS FINANCE AGENCY, LLC
Reel/Frame 066794/0315 →
RELEASE OF SECURITY INTEREST Recorded Mar 11, 2024
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS AGENT
To: ELECTRONICS FOR IMAGING, INC.
Reel/Frame 066793/0001 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 23, 2019
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
To: ELECTRONICS FOR IMAGING, INC.
Reel/Frame 049840/0316 →
SECURITY INTEREST Recorded Jul 23, 2019
From: ELECTRONICS FOR IMAGING, INC.
To: ROYAL BANK OF CANADA
Reel/Frame 049840/0799 →
SECOND LIEN SECURITY INTEREST IN PATENT RIGHTS Recorded Jul 23, 2019
From: ELECTRONICS FOR IMAGING, INC.
To: DEUTSCHE BANK TRUST COMPANY AMERICAS
Reel/Frame 049841/0115 →
GRANT OF SECURITY INTEREST IN PATENTS Recorded Jan 3, 2019
From: ELECTRONICS FOR IMAGING, INC.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 048002/0135 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 2, 2016
From: CONG, LIANHUI; CLAYTON, TERRILL SCOTT
To: ELECTRONICS FOR IMAGING, INC.
Reel/Frame 039622/0963 →