IP Library Granted Patent US 7,579,388
Granted Patent B2
US 7,579,388 · App. 12/110,331 · Granted Aug 25, 2009

Radiation curable ink compositions and applications thereof

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Quick Facts
Patent No.
US 7,579,388
App. No.
12/110,331
Granted
Aug 25, 2009
Kind
B2
Abstract

Radiation curable ink compositions that include a curable component having a functionality that is greater than two, is present in the ink composition in an amount greater than 30 percent by weight, and has a molecular weight in the range of about 400 g/mole to about 10,000 g/mole; a component that has a functionality that is less than or equal to 2; and an initiator component. A solvent component, pigment, a surface tension modifier and other materials also can be included. The radiation curable inks are employed in ink jet printers and are particularly suited for use in printing on large-scale substrates. The printed images described herein have good adhesion to polymeric substrates such as styrene-based, polycarbonates, polyolefins, polyethylene terephthalate glycol ester, acrylic and others.

Claims (25)

1. A printing method comprising:

a) depositing a curable ink composition from an inkjet print head onto a substrate, wherein the ink composition comprises:

i. a first curable component that is present in the ink composition in an amount greater than 30 weight percent, has a functionality that is greater than 2 and a molecular weight in the range of from about 400 g/mole to about 10,000 g/mole, wherein the first curable component includes any of: (1) a hyperbranched or a dendridic acrylate oligomer; or (2) a polyester tetraacrylate oligomer;

ii. a second curable component that has a functionality that is less than or equal to 2; and

iii. an initiator component; and

b) curing the ink composition.

2. The method of claim 1 , wherein the ink composition is UV curable.

3. The method of claim 1 , wherein the first curable component includes ethoxylated trimethyloipropane triacrylate.

4. The method of claim 3 , wherein ethoxylated trimethylolpropane triacrylate is present in the radiation curable ink composition in an amount of at least about 16 weight percent.

5. The method of claim 4 , wherein ethoxylated trimethylolpropane triacrylate is present in the radiation curable ink composition in an amount in the range of from about 22 to about 31 weight percent.

6. The method of claim 1 , wherein the first curable component includes a hyperbranched or dendridic acrylate oligomer that is present in the radiation curable ink composition in an amount of no more than 9 weight percent.

7. The method of claim 1 , wherein the first curable component has a viscosity greater than 50 centipoise at 25° Celsius.

8. The method of claim 1 , wherein the second curable component includes at least one monofunctional (meth)acrylate compound and at least one difunctional (meth)acrylate compound.

9. The method of claim 1 , wherein the second curable component includes ethoxylated (2) neopentylglycol diacrylate, propoxylated (2) neopentylglycol diacrylate, 1,4-cyclohaxanedimethanol diacrylate, tetrahydrofurfuryl acrylate, isobornyl acrylate, ethoxylated 1,6-hexanediol diacrylate, propoxylated-1,6-hexanediol diacrylate, dipropylene glycol diacrylate or any combination thereof.

10. The method of claim 1 , wherein the second curable component is present in the curable ink composition in an amount of less than about 70 weight percent.

11. The method of claim 10 , wherein the second curable component is present in the curable ink composition in an amount in the range of from about 45 to about 51 weight percent.

12. The method of claim 1 , wherein the second curable component has a viscosity that is less than 50 centipoise at 25° centigrade.

13. The method of claim 1 , wherein the initiator component includes at least one photoinitiator.

14. The method of claim 1 , wherein the initiator component is present in the curable ink composition in an amount in the range of from about 2 to about 20 weight percent.

15. The method of claim 14 , wherein the initiator component is present in the curable ink composition in an amount in the range of from about 7 to about 16 weight percent.

16. The method of claim 1 , further including any of a pigment, a solvent and a surface tension modifier.

17. The method of claim 1 , wherein the radiation curable ink composition has a viscosity that is less than 25 centipoise at jet temperature.

18. The method of claim 17 , wherein the radiation curable ink composition has a viscosity in the range of from 10 to about 13 centipoise at a temperature in the range of from about 40° C. to about 58° C.

19. The method of claim 1 , wherein the radiation curable ink composition has a surface tension that is less than 30 dynes/cm 2 .

20. The method of claim 19 , wherein the radiation curable ink composition has a surface tension in the range of from about 25.5 to about 26.5 dynes/cm 2 .

Assignments (8)
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 →