Digital printing inks

Patent metadata

Field	Value
Publication number	US-11021620-B2
Application number	US-201515119484-A
Country	US
Kind code	B2
Filing date	Feb 27, 2015
Priority date	Feb 28, 2014
Publication date	Jun 1, 2021
Grant date	Jun 1, 2021

Abstract

The present invention provides digital printing inks comprising one or more acrylamides. Particularly preferred are inks containing diacetone acrylamide. The inks of the invention show good cure speed, blocking resistance, tack free cure, stability and resistance to blocking, and adhesion to the substrate. The inks of the invention are useful for replacing the currently used inks containing odiferous and toxic components.

First claim

What is claimed is:

1. A digital printing ink comprising:
a) 0.5-60 wt % of an acrylamide material or blends thereof;
b) 0-80 wt % of a monofunctional acrylate monomer or blends thereof;
c) 0-10 wt % of a difunctional acrylate monomer or blends thereof;
d) 0-5 wt % of a trifunctional or higher acrylate monomer or blends thereof;
e) 0.1-25 wt % of a photoinitiator or blends thereof;
f) 0-18 wt % of an amine synergist;
g) 0-5 wt % of N-vinyl compounds; and
h) 0-80 wt % water;
i) 0-50 wt % of an acrylated polyurethane dispersion; and
j) 0-30 wt % of a water-compatible organic solvent;

wherein the composition contains no N-vinyl caprolactam, N-vinyl pyrrolidone, or N-acryloyl morpholine; and
wherein the acrylamide material is selected from the group consisting of diacetone acrylamide, N-isobutoxymethyl acrylamide, N-isopropyl acrylamide, N,N′-methylene bisacrylamide, or 2-(prop-2-enamido)ethylacetate, or a combination thereof.

2. The ink of claim 1 , wherein at least a portion of the acrylamide material is diacetone acrylamide, or wherein the majority of the acrylamide material is diacetone acrylamide, or wherein all of the acrylamide material is diacetone acrylamide.

3. The ink of claim 1 , wherein the monofunctional acrylate monomer, or blends thereof, comprises no more than 25 wt % of isobornyl acrylate, t-butyl cyclohexyl acrylate or 3,3,5-trimethyl cyclohexyl acrylate.

4. The ink of claim 1 , wherein the monofunctional monomer, or blends thereof, comprises 0.1-20 wt % of isobornyl acrylate, t-butyl cyclohexyl acrylate and 3,3,5-trimethyl cyclohexyl acrylate.

5. The ink of claim 1 , wherein the monofunctional monomer, or blends thereof, contains no isobornyl acrylate, t-butyl cyclohexyl acrylate or 3,3,5-trimethyl cyclohexyl acrylate.

6. The ink of claim 1 , containing no N-vinyl compounds.

7. The ink of claim 1 , containing no difunctional or higher monomers.

8. The ink of claim 1 , wherein the photoinitiator is present in an amount of 0.1-20 wt %.

9. The ink of claim 1 , wherein the water is present in an amount of 20-70 wt %.

10. The ink of claim 1 , wherein the acrylamide material is present in an amount of 1-40 wt %.

11. The ink of claim 1 , further comprising a colorant.

12. The ink of claim 1 , further comprising one or more additives selected from the group consisting of stabilizers, surfactants, defoamers, slip additives, wetting additives and synergists.

13. An ink according to claim 1 , wherein the ink is an ink jet ink.

14. An ink according to claim 1 , wherein the ink is an aerosol jet ink.

15. Use of the digital ink of claim 1 , comprising printing the ink onto a substrate.

16. A printed article comprising the digital ink of claim 1 .

17. The digital printing ink of claim 1 , wherein the ink is water-based, and comprises 0.5-60 wt % of an acrylamide material or blends thereof, 15-50 wt % of an acrylated polyurethane dispersion, and 1-80 wt % water.

18. The ink of claim 17 , wherein the acrylated polyurethane dispersion is present in an amount of 20-30 wt %.

19. The ink of claim 17 , wherein the water is present in an amount of 20-80 wt %.

20. The ink of claim 17 , wherein the solvent is present in an amount of 1-30 wt %.

21. The ink of claim 17 , wherein the acrylamide material is present in an amount of 0.5-40 wt %.

22. The digital printing ink of claim 1 , further comprising a pigment selected from carbon black, zinc oxide, titanium dioxide, phthalocyanine, anthraquinones, perylenes, carbazoles, monoazobenzimidazoles, disazo, rhodamines, indigoids, quinacridones, diazopyranthrones, dinitroanilines, pyrazoles, diazopyranthrones, pyrazoles, dianisidines, pyranthrones, tetracholoroisoindolines, dioxazines, monoazoacrylides and anthrapyrimidines, blue pigments PB1, PB15, PB15:1, PB15:2, PB15:3, PB15:4, PB15:6, PB16, PB60; brown pigments PBS, PB23, and PB265; green pigments PG1, PG7, PG10 and PG36; yellow pigments PY3, PY14, PY16, PY17, PY24, PY65, PY73, PY74 PY83, PY95, PY97, PY108, PY109, PY110, PY113, PY128, PY129, PY138, PY139, PY150, PY151, PY154, PY156, PY175, PY180 and PY213; orange pigments PO5, PO15, PO16, PO31, PO34, PO36, PO43, PO48, PO51, PO60, PO61 and PO71; red pigments PR4, PR5, PR7, PR9, PR22, PR23, PR48, PR48:2, PR49, PR112, PR122, PR123, PR149, PR166, PR168, PR170, PR177, PR179, PR190, PR202, PR206, PR207, PR224 and PR254: violet pigments PV19, PV23, PV32, PV37 and PV42; black pigments PBk1, PBk6, PBk7, PBk8, PBk9, PBk10, PBk11, PBk12, PBk13, PBk14, PBk17, PBk18, PBk19, PBk22, PBk23, PBk24, PBk25, PBk26, PBk27, PBk28, PBk29, PBk30, PBk31, PBk32, PBk33, PBk34, PBk35, NBk1, NBk2, NBk3, NBk4, NBk6; and combinations thereof.

23. A method of making a digital ink, comprising mixing:
a) 0.5-60 wt % of an acrylamide material or blends thereof;
b) 0-80 wt % of a monofunctional acrylate monomer or blends thereof;
c) 0-10 wt % of a difunctional acrylate monomer or blends thereof;
d) 0-5 wt % of a trifunctional or higher acrylate monomer or blends thereof;
e) 0.1-25 wt % of a photoinitiator or blends thereof;
f) 0-18 wt % of an amine synergist;
g) 0-5 wt % of N-vinyl compounds;
h) 0-80 wt % water;
i) 0-50 wt % of an acrylated polyurethane dispersion; and
j) 0-30 wt % of a water-compatible organic solvent;

wherein the composition contains no N-vinyl caprolactam, N-vinyl pyrrolidone, or N-acryloyl morpholine; and
wherein the acrylamide material is selected from the group consisting of diacetone acrylamide, N-isobutoxymethyl acrylamide, N-isopropyl acrylamide, N,N′-methylene bisacrylamide, or 2-(prop-2-enamido)ethylacetate, or a combination thereof.

Assignees

• Sun Chemical Corp

Inventors

• Herlihy Shaun

Classifications

• C09D11/30 Primary

  Inkjet printing inks · CPC title

• C09D11/38

  characterised by non-macromolecular additives other than solvents, pigments or dyes · CPC title

• C08F2/50

  with sensitising agents · CPC title

• C09D11/101

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• C09D11/104

  Polyesters · CPC title