IP Library Granted Patent US 12,410,331
Granted Patent B2
US 12,410,331 · App. 18/859,926 · Granted Sep 9, 2025

LED-curable offset inks containing aluminum additives

Inventors: Christian Johnke (Karlstein am Main, DE); Kai-Uwe Gaudl (Karlstein am Main, DE); Matthias Hellblau (Karlstein am Main, DE)
Assignee: SUN CHEMICAL B.V.
C09D11/101B41J2/01B41J2/2107C09D11/03C09D11/037C09D11/104C09D11/322
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Quick Facts
Patent No.
US 12,410,331
App. No.
18/859,926
Granted
Sep 9, 2025
Kind
B2
Abstract

An LED curable lithographic ink comprising: 25-85% of one or more acrylates, wherein at least one acrylate is a pentaacrylate or hexaacrylate; 0-20% of one or more photoinitiators; 5-60% of one or more rosin-modified polyester resins, wherein the rosin-modified polyester resin has a molecular weight of 5,000 to 35,000 Daltons; 0.2-5% of one or more aluminum additives; 0.1-5% of one or more polymerization stabilizers; and 0-50% colorant.

Claims (44)

1. A printing ink or varnish composition comprising:

25-85% of one or more acrylates, wherein at least one acrylate is a pentaacrylate or hexaacrylate;

0-20% of one or more photoinitiators;

5-60% of one or more rosin-modified polyester resins, wherein the rosin-modified polyester resin has a molecular weight of 5,000 to 35,000 Daltons;

0.2-5% of one or more aluminum additives;

0.1-5% of one or more polymerization stabilizers; and

0-50% colorant, wherein the rosin-modified polyester resin is derived from i) a gum-rosin, wood rosin or tall oil rosin; ii) one or more difunctional acids or anhydrides; iii) one or more mono-, di-, tri- or tetra-functional polyols; and iv) one or more monofunctional acids.

2. The composition of claim 1 wherein the rosin-modified polyester resin has a molecular weight of 5,000 to 35,000 Daltons, an acid value of 10-30 mgKOH/g and a softening point of 85-110° C.

3. The composition of claim 1 wherein the composition comprises no more than 5% of a vegetable and/or mineral oil.

4. The composition of claim 1 wherein at least one acrylate is a pentaacrylate.

5. The composition of claim 4 , wherein the pentaacrylate is dipentaerythritol pentaacrylate.

6. The composition of claim 1 wherein at least one acrylate is a hexaacrylate.

7. The composition of claim 6 , wherein the hexaacrylate is dipentaerythritol hexaacrylate.

8. The composition of claim 1 , wherein the composition is curable by UV-LED radiation.

9. The composition of claim 1 , wherein the composition comprises 0.5-20% of one or more photoinitiators.

10. The composition of claim 1 , wherein the composition comprises 0% photoinitiators (i.e., the composition is free of photoinitiators) and the composition is curable by electron beam radiation.

11. The composition of claim 1 , wherein at least one of the photoinitiators is selected from the group consisting of thioxantone, an acylphosphine oxide, an aminobenzophenone, an aminoalkylphenones, a ketocumarine or a mixture thereof.

12. The composition of claim 1 , wherein the aluminum additive is selected from the group consisting of an aluminum alkoxide, an aluminum chelate, an aluminum carboxylate or blends thereof.

13. The composition of claim 12 , wherein the aluminum additive is:

(a) an aluminum alkoxide selected from the group consisting of aluminum mono-, di- or tripropoxylate; aluminum mono-, di- or triisopropoxylate; aluminum mono-, di- or tributyrate; aluminum mono-, di- or triisobutyrate, and blends thereof;

(b) an aluminum chelate selected from the group consisting of aluminum mono-ethyl acetoacetate chelate with di-isopropylate; aluminum di- and tri-chelates with alkyl acetoacetate or alkyl diketones, and blends thereof; or

(c) an aluminum carboxylate selected from the group consisting of aluminum tri acetic acid ester or aluminum tri propionic acid ester, and blends thereof.

14. The composition of claim 1 , wherein the aluminum additive is aluminum di-isopropoxide ethyl acetoacetate.

15. The composition of claim 1 , wherein the aluminum additive is in an inert solvent, wherein the inert solvent is selected from a mineral oil or vegetable oil.

16. The composition of claim 1 wherein the rosin-modified polyester resins is derived from i) a gum-rosin, wood rosin or tall oil rosin, ii) one or more difunctional acids or anhydrides selected from maleic acid, maleic anhydride, cyclohexene dicarboxylic acid dianhydride or methyl cyclohexene dicarboxylic acid dianhydride; iii) one or more mono-, di-, tri- or tetra-functional polyols selected from glycerol or trimethylol propane; and iv) one or more monofunctional acids selected from benzoic acid, methyl benzoic acid, tert-butyl benzoic acid, naphthoic acid and linoleic acid.

17. The composition of claim 16 , wherein the rosin-modified polyester resin is derived from i) a gum-rosin or tall oil rosin; ii) one or more difunctional acids or anhydrides selected from cyclohexene dicarboxylic acid dianhydride or methyl cyclohexene dicarboxylic acid dianhydride; iii) one or more mono-, di-, tri- or tetra-functional polyols, selected from glycerol or trimethylol propane; and iv) one or more monofunctional acids selected from benzoic acid, methyl benzoic acid, tert-butyl benzoic acid, naphthoic acid and linoleic acid.

18. The composition of claim 16 wherein the rosin-modified polyester resin is derived from i) a gum-rosin or tall oil rosin; ii) one or more difunctional acids or anhydrides selected from cyclohexene dicarboxylic acid dianhydride or methyl cyclohexene dicarboxylic acid dianhydride; iii) one or more mono-, di-, tri- or tetra-functional polyols, selected from glycerol or trimethylol propane; and iv) benzoic acid.

19. The composition of claim 1 , wherein:

(a) the rosin-modified polyester resin exhibits a molecular weight of 8,000-35,000 Daltons; and/or

(b) the rosin-modified polyester resin has an acid number of 12-25 mg KOH/g.

20. An LED curable offset ink or coating composition which is or which comprises the varnish composition of claim 1 .

21. The composition of claim 1 , exhibiting a ≥5% improvement in ink and press performance score compared to a comparative example without aluminum additive, preferably exhibiting a ≥10% improvement in ink and press performance score compared to a comparative example without aluminum additive, more preferably exhibiting a ≥15% improvement in ink and press performance score compared to a comparative example without aluminum additive.

22. A printed article comprising the composition of claim 1 .

23. A method of preparing printed matter comprising:

applying a composition according to claim 1 to a substrate by offset printing; and

curing the composition by UV-LED or electron beam.

24. A printing ink or varnish composition comprising:

25-85% of one or more acrylates, wherein at least one acrylate is a pentaacrylate or hexaacrylate;

0-20% of one or more photoinitiators;

5-60% of one or more rosin-modified polyester resins, wherein the rosin-modified polyester resin has a molecular weight of 5,000 to 35,000 Daltons;

0.2-5% of one or more aluminum additives;

0.1-5% of one or more polymerization stabilizers; and

0-50% colorant, wherein the rosin-modified polyester resin is derived from i) a gum-rosin, wood rosin or tall oil rosin; ii) one or more difunctional acids or anhydrides; iii) one or more mono-, di-, tri- or tetra-functional polyols; and iv) one or more monofunctional acids; and

wherein the rosin-modified polyester resin has a molecular weight of 5,000 to 35,000 Daltons and/or a softening point of 85-110° C.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2024
From: JOHNKE, CHRISTIAN; GAUDL, KAI-UWE; HELLBLAU, MATTHIAS
To: SUN CHEMICAL B.V.
Reel/Frame 069016/0063 →
Priority Claims (1)
EP 22199131 · Sep 30, 2022 · regional
Continuity (1)
Related Publication 20250109307A1 · Apr 3, 2025
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