RADIATION-CURABLE ACRYLATE-BASED INK-JET PRINTING INK

• US 20150184005A1
• Filed: 07/04/2013
• Published: 07/02/2015
• Est. Priority Date: 07/05/2012
• Status: Active Grant

• Current Assignee: HAPA AG (Is Company SRL)
• Original Assignee: HAPA AG (Is Company SRL)
• Inventors: Howald, Nicole, Rrahimi, Migjen
• Granted Patent: US 9,365,730 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C09D 11/101 Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
• CPC Class Codes: C09D 11/322 Pigment inks

Abstract

The disclosed radiation-curable acrylate-based ink-jet ink comprises a pigment, a bifunctional acrylate and, optionally, a trifunctional or multifunctional acrylate, a compound that has an ethylenic double bond and a molecular weight of 90 to 205, and a photoinitiator in the form of an acyl phosphine oxide, and furthermore contains 0.05 to 3.0 wt. % of stabilizer and 0.05 to 1.5 wt. % of surfactant.

Claims

1. :

Radiation-curable inkjet printer ink on an acrylate base, comprised of a pigment, a difunctional acrylate and, optionally, a trifunctional or multifunctional acrylate, a compound (A) with an ethylenic double bond and a molecular weight of 90 to 205 as well as a photoinitiator (B) in the form of an acylphosphine oxide, which is characterized by the fact that it contains 0.05 to 3.0 weight percent of stabilizer and 0.05 to 1.5 weight percent of surfactant.

2. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains the difunctional acrylate in an amount of 30 to 90 weight percent.

3. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains a trifunctional or multifunctional acrylate in an amount of up to 15, more preferably up to 10 weight percent.

4. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it additionally contains a monofunctional acrylate with a molecular weight higher than 210 in an amount of up to 20 weight percent, more preferably up to 12 weight percent.

5. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains photoinitiator (B) in an amount of 2 to 18 weight percent, more preferably 4 to 14 weight percent.

6. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the compound (A) is present in the form of acryloyl morpholine or ethylenglycolphenyletheracrylate (PH(EO)A).

7. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains the compound (A) in an amount of 10 to 50 weight percent, more preferably 15 to 45 weight percent.

8. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains an adhesion promoter, particularly in the form of pentaerythritol tetrakis(3-mercaptobutanoate) (PE1).

9. :

Inkjet printer ink in accordance with claim 8, characterized by the fact that the adhesion promoter is present in an amount of up to 7 weight percent, more preferably up to 4 weight percent.

10. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains a white pigment, particularly titanium dioxide, soot or a colored pigment.

11. :

Inkjet printer ink in accordance with claim 10, characterized by the fact that it contains white pigment in an amount of up to 20 weight percent, more preferably 10 to 16 weight percent.

12. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that glycerol propoxylate (1P0/0H)triacrylate (Genorad

     16) and/or glycerol propoxylate esterified with acrylic acid (CAS;

52408-84-1) (Genorad

     20) are used as the stabilizer.

13. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the difunctional acrylate is present as hexanediol diacrylate (Miramer M200), propoxylated neopentyl glycol (NPG(PO)2DA) (Miramer

     216) and/or dipropylene acrylate (Miramer

     222).

14. :

Inkjet printer ink at least in accordance with claim 1, characterized by the fact that the trifunctional or multifunctional acrylate is present as dipentaerythritol hexaacrylate (Miramer

     600), trimethylolpropane triacrylate (Miramer

     300) and/or ethoxylated trimethylolpropane triacrylate (Miramer

     3130).

15. :

Inkjet printer ink in accordance with claim 4, characterized by the fact that the monofunctional acrylate is present as lauryl acrylate (Miramer

     120) and/or isodecyl acrylate (Miramer

     130), particularly with the added functionality of a softening agent.

16. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the photoinitiator (B) is present in the form of phenyl-bis-2,4,6-trimethyl benzoylphosphine oxide (Irgacure

     819), 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (Double Cure TPO), ethyl 4-dimethylaminobenzoate-benzoyldiphenyl phosphine oxide (Genocure EPD) and/or ethyl(2,4,6-trimethylbenzoyl)phenylphosphinate (Genocure TPO-L).

17. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains a photoinitiator (C) in addition to photoinitiator (B) that does not have any structural elements of phosphine oxide.

18. :

Inkjet printer ink in accordance with claim 17, characterized by the fact that it contains photoinitiator (C) in the form of (2-dimethylamino-2-(4-methyl-benzyl)-1(4-morpholine-4-yl-phenyl)-butane-1-on Irgacure

     379), 2-hydroxy-1-{444-(2-hydroxy-2-methylpropionyl)benzyl]-phenyl}-2-methyl-propane-1-one (Irgacure

     127) and/or 4,4′

-bis(diethylamino)benzophenone (Double Cure EMF).

19. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the surfactant is present as a polyether-modified polydimethylsiloxane (BYK-377).

20. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it contains additives in the form of UV absorbers, antioxidants, optical brighteners, wetting agents, anti-foaming agents, particularly naphtha petroleum (CAS-No. 64741-65-7/BYK-088), agents inducing electrical conductivity, biocides, softening agents, thixotropic agents, organic and/or inorganic fillers and/or antistatic agents.

21. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that it is free of solvents, particularly non-reactive solvents.

22. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the pigment exhibits an average particle size of 10 to 300 nm, more preferably between 70 to 250 nm.

23. :

Inkjet printer ink in accordance with claim 1, characterized by the fact that the viscosity amounts to 5 to 50 mPa·

s, more preferably 5 to 30 mPa·

s at 25°

C.

24. :

Inkjet printer ink in accordance with claim 4 characterized by the fact that the molar ratio between monofunctional acrylate and compound (A) is higher than 2, more preferably higher than 2.2.

25. :

Inkjet printer ink in accordance with claim 24, characterized by the fact that the molar ratio amounts to 2.2 to 100, more preferably 2.2 to 35 in total.

26. :

Radiation-curable inkjet printer ink on an acrylate base, comprised of a difunctional acrylate and, optionally, a trifunctional or multifunctional acrylate, a compound (A) with an ethylenic double bond and a molecular weight of 90 to 205 as well as a photoinitiator (B) in the form of an acylphosphine oxide, which is characterized by the fact that it contains 0.05 to 3.0 weight percent of stabilizer and 0.05 to 1.5 weight percent of surfactant.

27. :

(canceled)