Active-energy-ray-curable composition, active-energy-ray-curable ink, two-dimensional or three-dimensional image forming method, two-dimensional or three-dimensional image forming apparatus, and cured material

Patent metadata

Field	Value
Publication number	US-10030159-B2
Application number	US-201715454403-A
Country	US
Kind code	B2
Filing date	Mar 9, 2017
Priority date	Mar 11, 2016
Publication date	Jul 24, 2018
Grant date	Jul 24, 2018

Abstract

An active-energy-ray-curable composition, a cured material of the active-energy-ray-curable composition satisfying a critical load of 5.0 g or more but 25.0 g or less, the critical load being obtained by a continuous loading test method using a variable normal load friction and wear measurement device, the cured material having an average thickness of 10 μm and being formed by coating the active-energy-ray-curable composition on a substrate and by irradiating and curing the active-energy-ray-curable composition with active energy rays having illuminance of 1.5 W/cm2 and an amount of irradiation of 200 mJ/cm2.

First claim

What is claimed is:

1. An active-energy-ray-curable composition, comprising:
one or more curable monomers;
at least one selected from the group consisting of:
a multifunctional monomer,
an oligomer including an ethylenically-unsaturated double bond,
a resin, and
silica particles; and

a polymerization initiator;
wherein a cured material of the active-energy-ray-curable composition satisfies a critical load W 1 of 5.0 g or more but 25.0 g or less, the critical load W 1 being obtained by a continuous loading test method using a variable normal load friction and wear measurement device, the cured material having an average thickness of 10 μm and being formed by coating the active-energy-ray-curable composition on a substrate and by irradiating and curing the active-energy-ray-curable composition with active energy rays having illuminance of 1.5 W/cm 2 and an amount of irradiation of 200 mJ/cm 2 .

2. The active-energy-ray-curable composition according to claim 1 , further comprising a polymerization initiator.

3. The active-energy-ray-curable composition according to claim 2 , wherein the polymerization initiator includes an a-hydroxyacetophenone polymerization initiator.

4. The active-energy-ray-curable composition according to claim 3 , wherein the α-hydroxyacetophenone polymerization initiator includes 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one.

5. The active-energy-ray-curable composition according to claim 2 ,
wherein the curable monomer is a monofunctional monomer which is present in an amount of 50% by mass or more but 100% by mass or less.

6. The active-energy-ray-curable composition according to claim 1 , comprising the resin.

7. The active-energy-ray-curable composition according to claim 6 , wherein the resin has a weight average molecular weight of 10,000 or more but 20,000 or less.

8. The active-energy-ray-curable composition according to claim 6 , wherein an amount of the resin is 3% by mass or more.

9. The active-energy-ray-curable composition according to claim 1 , comprising the oligomer including an ethylenically-unsaturated double bond.

10. The active-energy-ray-curable composition according to claim 9 , wherein a weight average molecular weight of the oligomer including an ethylenically-unsaturated double bond is 2,000 or more but 5,000 or less.

11. The active-energy-ray-curable composition according to claim 9 , wherein an amount of the oligomer including an ethylenically-unsaturated double bond is 10% by mass or less.

12. The active-energy-ray-curable composition according to claim 1 , comprising the silica particles.

13. The active-energy-ray-curable composition according to claim 12 , wherein an average primary particle diameter of the silica particles is 40 nm or more but 60 nm or less.

14. The active-energy-ray-curable composition according to claim 1 , wherein the critical load W 1 is 10.0 g or more but 20.0 g or less.

15. The active-energy-ray-curable composition according to claim 1 , wherein a viscosity of the active-energy-ray-curable composition at 25° C. is 3 mPa·s or more but 40 mPa·s or less.

16. The active-energy-ray-curable composition according to claim 1 , wherein the active-energy-ray-curable composition is curable with ultraviolet rays.

17. A two-dimensional or three-dimensional image forming apparatus comprising
an irradiator configured to irradiate the active-energy-ray-curable composition according to claim 1 with active energy rays, and a substrate coated with the active-energy-ray-curable composition.

18. A cured material comprising:
a substrate; and
a cured film on the substrate,
wherein the cured film is obtained by irradiating and curing the active-energy-ray-curable composition according to claim 1 with active energy rays.

19. The active-energy-ray-curable composition according to claim 1 , wherein the monofunctional monomer having one ethylenically unsaturated bond is selected from the group consisting of tetrahydrofurfuryl acrylate, isobornyl acrylate, phenoxyethyl acrylate, N-vinylcaprolactam, 1-adamantyl acrylate, isooctyl acrylate, acryloyl morpholine, stearyl acrylate, and an acrylic acid ester.

20. The active-energy-ray-curable composition according to claim 1 ,
wherein 50% by mass of the curable monomers have one ethylenically unsaturated bond, wherein % by mass is based on the total mass of the curable monomers and the total mass of the active-energy-ray-curable composition;
the oligomer has a weight average molecular weight of 2,000 or more but 5,000 or less,
the resin has a weight average molecular weight of 10,000 or more but 20,000 or less, and
the silica particles have an average primary particle diameter of 40 nm or more but 60 nm or less; and
the active-energy-ray-curable composition further comprises a polymerization initiator.

21. An active-energy-ray-curable ink comprising
an active-energy-ray-curable composition, comprising:
one or more curable monomers;
at least one selected from the group consisting of:
a multifunctional monomer,
an oligomer including an ethylenically-unsaturated double bond,
a resin, and
silica particles; and

a polymerization initiator; and
a colorant;
wherein a cured material of the active-energy-ray-curable composition satisfies a critical load W 1 of 5.0 g or more but 25.0 g or less, the critical load being obtained by a continuous loading test method using a variable normal load friction and wear measurement device, the cured material having an average thickness of 10 μm and being formed by coating the active-energy-ray-curable composition on a substrate and by irradiating and curing the active-energy-ray-curable composition with active energy rays having illuminance of 1.5 W/cm 2 and an amount of irradiation of 200 mJ/cm 2 .

22. A two-dimensional or three-dimensional image forming method comprising
coating an active-energy-ray-curable composition onto a substrate,
irradiating the active-energy-ray-curable composition on the substrate with active energy rays to cure the active-energy-ray-curable composition and form the image,
wherein the active-energy-ray-curable composition comprises:
one or more curable monomers;
at least one selected from the group consisting of:
a multifunctional monomer,
an oligomer including an ethylenically-unsaturated double bond,
a resin, and
silica particles; and

a polymerization initiator;
wherein a cured material of the active-energy-ray-curable composition satisfies a critical load W 1 of 5.0 g or more but 25.0 g or less, the critical load W 1 being obtained by a continuous loading test method using a variable normal load friction and wear measurement device, the cured material having an average thickness of 10 μm and being formed by coating the active-energy-ray-curable composition on a substrate and by irradiating and curing the active-energy-ray-curable composition with active energy rays having illuminance of 1.5 W/cm 2 and an amount of irradiation of 200 mJ/cm 2 .

23. The method according to claim 22 , wherein the active-energy-ray-curable composition comprises an α-hydroxyacetophenone polymerization initiator,
the oligomer present in an amount of 10% by mass or less based on 100% by mass of the active-energy-ray-curable composition.

24. The method according to claim 23 , wherein the α-hydroxyacetophenone polymerization initiator includes 2-hydroxy-1-{4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phen

Assignees

• Kumai Mio
• Matsumoto Mihoko
• Koyano Masayuki
• Miyahara Kaori
• Miyaake Azumi
• Mizutani Yuuki
• Momose Ayano
• Koeda Maiko
• Haga Yuri
• Nakane Hiroki
• Shimizu Takayuki
• Kobayashi Hiroki
• Ricoh Co Ltd

Inventors

• Kumai Mio
• Matsumoto Mihoko
• Koyano Masayuki
• Miyahara Kaori
• Miyaake Azumi
• Mizutani Yuuki
• Momose Ayano
• Koeda Maiko
• Haga Yuri
• Nakane Hiroki
• Shimizu Takayuki
• Kobayashi Hiroki

Classifications

• C09D11/38

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

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• C09D11/106

  containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• C09D11/102

  containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds · CPC title

• C09D11/101 Primary

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