Radiation curable hybrid inks

Patent metadata

Field	Value
Publication number	US-10689532-B2
Application number	US-201615756254-A
Country	US
Kind code	B2
Filing date	Aug 29, 2016
Priority date	Sep 11, 2015
Publication date	Jun 23, 2020
Grant date	Jun 23, 2020

Abstract

The present invention provides radiation curable hybrid ink and coating compositions comprising large amounts of inert hard resin. The radiation hybrid ink and coating compositions have good lithographic properties, low roller swelling, and a low gloss-back effect when overprinted with a UV varnish. The ink and coating compositions are useful for lithographic wet and waterless printing.

First claim

The invention claimed is:

1. A lithographic radiation curable hybrid ink or coating composition comprising:
a) 10 wt % to 30 wt % one or more inert hard resins selected from the group consisting of rosin resins, rosin resin derivatives, hydrocarbon resins, modified hydrocarbon resins, and combinations thereof; and
b) 5 wt % to 45 wt % one or more multifunctional acrylate monomers;
wherein at least one of the inert hard resins has a cloud point greater than 100° C. in a concentration of 10% by weight in a test oil with a boiling point of 260° C. to 290° C.; and
wherein the ink or coating composition is curable by actinic radiation.

2. The lithographic radiation curable hybrid ink or coating composition of claim 1 , wherein the one or more inert hard resins are selected from the group consisting of maleic rosin resins, aromatic hydrocarbon resins, and combinations thereof.

3. The lithographic radiation curable hybrid ink or coating composition of claim 1 , having one or more of the following:
a) wherein at least one of the inert hard resins is a maleic rosin resin which is soluble in acrylate monomers;
b) wherein at least one of the inert hard resins has a softening point greater than 100° C.; or
c) wherein at least one of the inert hard resins is an aromatic hydrocarbon resin having a softening point greater than 100° C.

4. The lithographic radiation curable hybrid ink or coating composition of claim 3 , wherein the aromatic hydrocarbon resin is a C 9 aromatic hydrocarbon.

5. The lithographic radiation curable hybrid ink or coating composition of claim 1 , having one or more of the following:
a) wherein at least one of the inert hard resins has an acid value of 10 to 40 mg KOH/g;
b) wherein at least one of the inert hard resins is a maleic rosin resin, or mixture thereof, having a softening point greater than 100° C. and an acid value of 10 to 40 mg KOH/g; or
c) wherein at least one inert hard resin has a softening point greater than 100° C., a cloud point greater than 100° C. in a concentration of 10% by weight in a test oil with a boiling point of 260° C. to 290° C., and an acid value of 10 to 40 mg KOH/g.

6. The lithographic radiation curable hybrid ink or coating composition of claim 1 , wherein the one or more inert hard resins are compatible, soluble, or compatible and soluble, with acrylate monomers and oligomers, oils, and alkyd resins.

7. The lithographic radiation curable hybrid ink or coating composition of claim 1 , further comprising one or more resins selected from the group consisting of oil-modified phenolic resins, ketone resins, aldehyde-urea resins, oil modified polyester resins, melamine resins, epoxy resins, polyurethane resins, acrylic styrene resins, and combinations thereof.

8. The lithographic radiation curable hybrid ink or coating composition of claim 1 , wherein the one or more multifunctional acrylate monomers are selected from the group consisting of 1,2-ethylene glycol diacrylate, 1,4-butandiol diacrylate, 1,6-hexandiol diacrylate, dipropylene glycol diacrylate, neopentylglycol diacrylate, ethoxylated neopentylglycol diacrylates, propoxylated neopentylglycol diacrylates, tripropylene glycol diacrylate, bisphenol-A diacrylate, ethoxylated bisphenol-A-diacrylates, bisphenol-A-diglycidylether diacrylate, ethoxylated bisphenol-A-diacrylates, poly(ethylene)glycol diacrylates, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, ethoxylated trimethylolpropane triacrylates, propoxylated trimethylolpropane triacrylates, propoxylated glycerol triacrylates, pentaerythritol triacrylate, ethoxylated pentaerythritol triacrylates, propoxylated pentaerythritol tetraacrylates, ethoxylated pentaerythritol tetraacrylates, ditrimethylolpropane tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, ethoxylated dipentaerythritol hexaacrylates, and combinations thereof.

9. The lithographic radiation curable hybrid ink or coating composition of claim 1 , further comprising one or more of the following:
a) 0.1 wt % to 25 wt % one or more oils, alkyd resins, or combinations thereof;
b) 0.1 wt % to 20 wt % one or more acrylate oligomers;
c) 0.1 wt % to 10 wt % one or more monofunctional acrylate monomers
d) 0.1 wt % to 40 wt % of one or more colorants;
e) 0.1 wt % to 10 wt % of one or more extenders or fillers;
f) 0.1 wt % to 20 wt % of one or more photoinitiators;
g) 0.1 wt % to 3 wt % of one or more dryers; or
h) 0.1 wt % to 4 wt % one or more additives.

10. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more oils are selected from the group consisting of hydrocarbon oils, vegetable oils, fatty acid alkylesters, or combinations thereof.

11. The lithographic radiation curable hybrid ink or coating composition of claim 10 , wherein the one or more vegetable oils are selected from the group consisting of drying oils, semi-drying oils, non-drying oils, and combinations thereof.

12. The lithographic radiation curable hybrid ink or coating composition of claim 9 wherein each of the one or more acrylate oligomers independently has a number average molecular weight of 400 to 3,000 Daltons, and an acrylate functionality equal to or greater than 2.

13. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more acrylate oligomers are chosen from the group consisting of acrylated oils, epoxy acrylates, oil modified polyester acrylates, acrylated polyurethanes, acrylated polyacrylates, acrylated polyethers, acrylated amines, and combinations thereof.

14. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more colorants are chosen from the group consisting of inorganic pigments, organic pigments, dyes, and combinations thereof.

15. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more extenders or fillers are chosen from the group consisting of clay, talc, calcium carbonate, magnesium carbonate, silica, and combinations thereof.

16. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more photoinitiators are chosen from the group consisting of oligomeric photoinitiators, polymeric photoinitiators, and combinations thereof.

17. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein at least one of the photoinitiators is an oligomeric benzophenone derivative.

18. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more dryers are each independently selected from the group consisting of fatty acid salts, heavy metal salts of organic carboxylic acid, and combinations thereof.

19. The lithographic radiation curable hybrid ink or coating composition of claim 9 , wherein the one or more additives are selected from the group consisting of surface active agents, dispersants, de-aerators, waxes, shelf-life stabilizers, wetting agents, slip agents, flow agents, fluorocarbon surfactants, silicones, organic polymeric surfactants, or combinations thereof.

20. A method of printing an article comprising applying the lithographic radiation curable hybrid ink or coating composition of claim 1 as a UV-coldset lithographic ink, or as a UV-heatset lithographic ink.

21. A printed article comprising the lithographic radiation curable hybrid ink or coating composition of claim 1 .

Assignees

• Sun Chemical Corp

Inventors

• Gaudl Kai-Uwe
• Parris Juanita

Classifications

• C09D171/02

  Polyalkylene oxides · CPC title

• C08G65/18

  Oxetanes · CPC title

• C08G65/16

  Cyclic ethers having four or more ring atoms · CPC title

• C09D11/105

  Alkyd resins · CPC title

• C09D11/06

  based on fatty oils · CPC title