Ultraviolet ray curable ink composition for use in ink jet method and printed object

Patent metadata

Field	Value
Publication number	US-9771489-B2
Application number	US-201314094539-A
Country	US
Kind code	B2
Filing date	Dec 2, 2013
Priority date	Dec 3, 2012
Publication date	Sep 26, 2017
Grant date	Sep 26, 2017

Abstract

An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method is provided. The ultraviolet ray curable ink composition includes a polymerizable compound and metal powder. The metal powder is constituted from metal particles subjected to a surface treatment with a fluorine type silane compound and/or a fluorine type phosphoric acid ester as a surface treatment agent. A polymerizable compound includes a monomer having an alicyclic structure. This makes it possible to provide the ultraviolet ray curable ink composition which has excellent storage stability, can provide excellent dispersion stability of the metal particles of the metal powder. A printed object is also provided. Such a printed object is produced by using the ultraviolet ray curable ink composition.

First claim

What is claimed is:

1. An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method, comprising:
a polymerizable compound; and
metal powder;
wherein the metal powder is constituted from metal particles subjected to a surface treatment with a fluorine-containing surface treatment agent,

wherein the polymerizable compound includes a monomer having an alicyclic structure,
wherein the amount of the monomer having the alicyclic structure contained in the ultraviolet ray curable ink composition is in the range of 71.9 mass % or more but 87 mass % or less.

2. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein each of the metal particles of the metal powder is constituted from a base particle and Al constitutes at least a surface of the base particle, and the metal particle is subjected to the surface treatment with the fluorine-containing surface treatment agent.

3. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein each of the metal particles of the metal powder is of a scaly shape.

4. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein the fluorine-containing surface treatment agent has a chemical structure represented by the following formula (1):
R 1 SiX 1 a R 2 (3-a)   (1)

where in the above formula (1), “R 1 ” represents a hydrocarbon group in which a part or all of hydrogen atoms are substituted with fluorine atoms, “X 1 ” represents a hydrolysis group, an ether group, a chloro group or a hydroxyl group, “R 2 ” represents an alkyl group having a carbon number in the range of 1 or more but 4 or less, and “a” is an integral number in the range of 1 or more but 3 or less.

5. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein the average particle size of the metal particles of the metal powder is in the range of 500 nm or more but 3.0 μm or less.

6. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein the monomer having the alicyclic structure includes a monofunctional monomer having a hetero atom in the alicyclic structure.

7. The ultraviolet ray curable ink composition as claimed in claim 6 , wherein the amount of the monofunctional monomer contained in the ultraviolet ray curable ink composition is in the range of 10 mass % or more but 80 mass % or less.

8. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein the monomer having the alicyclic structure includes one or more selected from the group consisting of tris(2-acryloyloxy ethyl) isocyanurate, dicyclopentenyl oxyethyl acrylate, adamantyl acrylate, γ-butyrolactone acrylate, N-vinyl caprolactam, N-vinyl pyrrolidone, pentamethyl piperidyl acrylate, tetramethyl piperidyl acrylate, 2-methyl-2-adamantyl acrylate, 2-ethyl-2-adamantyl acrylate, mevalonic acid lactone acrylate, dimethylol tricyclodecane diacrylate, dimethylol dicyclopentane diacrylate, dicyclopentenyl acrylate, dicyclopentanyl acrylate, isobornyl acrylate, cyclohexyl acrylate, acryloyl morpholine and tetrahydrofurfuryl acrylate.

9. The ultraviolet ray curable ink composition as claimed in claim 1 , wherein the polymerizable compound includes one or more selected from the group consisting of phenoxy ethyl acrylate, 2-(2-vinyloxy ethoxy) ethyl acrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, 2-hydroxy-3-phenoxy propyl acrylate and 4-hydroxy butyl acrylate in other than the monomer having the alicyclic structure.

10. The ultraviolet ray curable ink composition as claimed in claim 1 , further comprising a substance A having a partial structure represented by the following formula (5),

where in the formula (5), “R 1 ” is an oxygen atom, a hydrogen atom, a hydrocarbon group or an alkoxyl group, and each of “R 2 ”, “R 3 ”, “R 4 ” and “R 5 ” is independently a hydrogen atom or a hydrocarbon group.

11. The ultraviolet ray curable ink composition as claimed in claim 10 , wherein when the amount of the substance A is defined as X A mass % and the amount of the metal powder is defined as X M mass %, the following relation is satisfied: 0.01≦X A /X M ≦0.8.

12. An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method, comprising:
a polymerizable compound; and
metal powder;
wherein the metal powder is constituted from metal particles subjected to a surface treatment with a fluorine-containing surface treatment agent represented by CF 3 (CF 2 ) 5 (CH 2 ) 2 P(O)(OH) 2 and/or CF 3 (CF 2 ) 5 (CH 2 ) 2 P(O)(OH)(OCH 2 CH 3 ),
wherein the polymerizable compound includes a monomer having an alicyclic structure, and
wherein the amount of the monomer having the alicyclic structure contained in the ultraviolet ray curable ink composition is in the range of 71.9 mass % or more but 87 mass % or less.

13. An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method, comprising:
a polymerizable compound; and
metal powder;
wherein the metal powder is constituted from metal particles subjected to a surface treatment with a fluorine-containing surface treatment agent,

wherein the polymerizable compound includes a monomer having an alicyclic structure,
wherein the amount of the monomer having the alicyclic structure contained in the ultraviolet ray curable ink composition is in the range of 71.9 mass % or more but 87 mass % or less, and wherein the fluorine-containing surface treatment agent comprises at least one of formulas (1) to (4):
P(O)R n (OH) 3-n   (1);

where in the above formula (1), “R” is CF 3 (CF 2 ) m (CH 2 ) l — or CF 3 (CF 2 ) m O—, “n” is an integral number in the range of 1 or more but 3 or less, “m” is an integral number in the range of 5 or more but 17 or less, and “l” is an integral number in the range of 1 or more but 12 or less;
CF 3 (CF 2 ) 5 (CH 2 ) 2 P(O)(OH)(OCH 2 CH 3 )  (2);

CF 3 (CF 2 ) 4 (CH 2 ) 2 O—P(O)(OH) 2   (3); or

CF 3 (CF 2 ) 5 (CH 2 ) 2 O—P(O)(OH)(OC 2 H 5 )  (4).

14. A printed object produced by applying the ultraviolet ray curable ink composition defined by claim 13 onto a recording medium, and then irradiating the ultraviolet ray curable ink composition with an ultraviolet ray.

Assignees

• Seiko Epson Corp

Inventors

• Toyoda Naoyuki
• Hirata Koki
• Ogawa Tomohiro
• Shibatani Masaya
• Terada Masaru
• Takiguchi Hiroshi

Classifications

• C09D11/38 Primary

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

• C09D11/322

  Pigment inks · CPC title

• Y10T428/24802

  Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] · CPC title