Active-energy-ray-curable liquid composition, three-dimensional object forming material set, method for producing three-dimensional object, and three-dimensional object producing apparatus

Patent metadata

Field	Value
Publication number	US-11078374-B2
Application number	US-201716308709-A
Country	US
Kind code	B2
Filing date	Jun 5, 2017
Priority date	Jun 13, 2016
Publication date	Aug 3, 2021
Grant date	Aug 3, 2021

Abstract

Provided is an active-energy-ray-curable liquid composition containing a monomer (A) having a hydrogen-bonding capacity and a solvent (B) having a hydrogen-bonding capacity, wherein the active-energy-ray-curable liquid composition satisfies conditions below, <Conditions> a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray is a solid having a compressive stress of 2.0 kPa or greater when compressed by 1% at 25 degrees C., and the cured product has a water decaying property.

First claim

The invention claimed is:

1. An active-energy-ray-curable liquid composition comprising:
a monofunctional monomer (A) having a hydrogen-bonding capacity; and
a solvent (B) having a hydrogen-bonding capacity,
wherein the solvent (B) comprises at least one selected from the group consisting of a diol that comprises 3 or more but 6 or less carbon atoms, a monoalcohol that comprises 6 or more carbon atoms, a cyclic alcohol that comprises 6 or more carbon atoms, a polypropylene glycol monoether that comprises 6 or more carbon atoms, a carboxylic acid compound, an amine compound, an ester compound, a ketone compound, and a urea compound, and
wherein the active-energy-ray-curable liquid composition satisfies conditions below,
<Conditions>
a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray is a solid having a compressive stress of 2.0 kPa or greater when compressed by 1% at 25 degrees C., and the cured product has a water decaying property.

2. An active-energy-ray-curable liquid composition comprising:
a monofunctional monomer (A) having a hydrogen-bonding capacity; and
a solvent (B) having a hydrogen-bonding capacity,
wherein a cured product of the active-energy-ray-curable liquid composition has a water decaying property,
wherein the solvent (B) comprises at least one selected from the group consisting of a diol that comprises 3 or more but 6 or less carbon atoms, a monoalcohol that comprises 6 or more carbon atoms, a cyclic alcohol that comprises 6 or more carbon atoms, a polypropylene glycol monoether that comprises 6 or more carbon atoms, a carboxylic acid compound, an amine compound, an ester compound, a ketone compound, and a urea compound, and
wherein a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray is a solid having a compressive stress of 0.5 kPa or greater when compressed by 1% at 25 degrees C.

3. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein the active-energy-ray-curable liquid composition satisfies at least any one of a condition A to a condition C below as the water decaying property,
<Condition A>
when a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray and having a depth of 20 mm, a width of 20 mm, and a height of 5 mm is immersed in 20 mL of water and subjected to ultrasonic application at a temperature of either 40 degrees C. or 60 degrees C. for 30 minutes, a residual solid has a volume of less than 30% by volume,
<Condition B>
when a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray and having a depth of 20 mm, a width of 20 mm, and a height of 5 mm is immersed in 20 mL of water and left to stand still at 25 degrees C. for 1 hour, a residual solid has a volume of 90% by volume or less,
<Condition C>
when a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray and having a depth of 20 mm, a width of 20 mm, and a height of 5 mm is immersed in 20 mL of water and left to stand still at 25 degrees C. for 1 hour, a residual solid has a size of 1 mm or less in at least one direction or the cured product is completely dissolved.

4. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein the active-energy-ray-curable liquid composition satisfies a condition below,
<Condition>
a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray and having a depth of 20 mm, a width of 20 mm, and a height of 5 mm has a height change rate of 10% or less between a height of the cured product immediately after cured and a height of the cured product after left to stand still at 40 degrees C. for 24 hours.

5. The active-energy-ray-curable liquid composition according to claim 1 , further comprising
a hydrogen-bondable polymer (C).

6. The active-energy-ray-curable liquid composition according to claim 5 ,
wherein the hydrogen-bondable polymer (C) has a number average molecular weight of 400 or greater.

7. The active-energy-ray-curable liquid composition according to claim 2 ,
wherein the solvent (B) comprises at least one selected from the group consisting of the diol that comprises 3 or more but 6 or less carbon atoms and the monoalcohol that comprises 6 or more carbon atoms.

8. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein the solvent (B) comprises at least one selected from the group consisting of the diol that comprises 3 or more but 6 or less carbon atoms and the monoalcohol that comprises 6 or more carbon atoms.

9. The active-energy-ray-curable liquid composition according to claim 8 ,
wherein the diol that comprises 3 or more but 6 or less carbon atoms or the monoalcohol that comprises 6 or more carbon atoms comprises an alcohol having a SP value of 22 MPa 1/2 or less, and
wherein the active-energy-ray-curable liquid composition further comprises a polyvalent alcohol (D) having a SP value of 30 MPa 1/2 or greater.

10. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein the monofunctional monomer (A) has a molecular weight of 100 or greater but 500 or less.

11. The active-energy-ray-curable liquid composition according to claim 10 ,
wherein the monofunctional monomer (A) comprises at least any one of acryloylmorpholine and N-hydroxyethylacrylamide.

12. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein a ratio by mass (A/B) of a content (% by mass) of the monofunctional monomer (A) to a content (% by mass) of the solvent (B) is 0.20 or greater but 2.5 or less.

13. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein a content of the monofunctional monomer (A) is 30% by mass or greater but 60% by mass or less, and
wherein a content of the solvent (B) is 10% by mass or greater but 50% by mass or less.

14. The active-energy-ray-curable liquid composition according to claim 1 ,
wherein the active-energy-ray-curable liquid composition has a viscosity of 100 mPa·s or less at 25 degrees C.

15. A three-dimensional object forming material set comprising:
an active-energy-ray-curable liquid composition that comprises
a monofunctional monomer (A) having a hydrogen-bonding capacity, and
a solvent (B) having a hydrogen-bonding capacity and comprising at least one selected from the group consisting of a diol that comprises 3 or more but 6 or less carbon atoms, a monoalcohol that comprises 6 or more carbon atoms, a cyclic alcohol that comprises 6 or more carbon atoms, a polypropylene glycol monoether that comprises 6 or more carbon atoms, a carboxylic acid compound, an amine compound, an ester compound, a ketone compound, and a urea compound,

wherein the active-energy-ray-curable liquid composition satisfies conditions below; and
an active-energy-ray-curable liquid composition that does not have a water decaying property,
<Conditions>
a cured product obtained by irradiating the active-energy-ray-curable liquid composition with 500 mJ/cm 2 of an active energy ray is a solid having a compressive stress of 2.0 kPa or greater when compressed by 1% at 25 degrees C., and the cured product has a water decaying property.

16. A method for producing a three-dimensional object, the method comprising
producing a three-dimension

Assignees

• Ricoh Co Ltd

Inventors

• Naito Hiroyuki
• Iwata Hiroshi
• Norikane Yoshihiro
• Shimada Yoshihito
• Sugiura Kenji

Classifications

• B33Y70/00

  Materials specially adapted for additive manufacturing · 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

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• B33Y30/00

  Apparatus for additive manufacturing; Details thereof or accessories therefor · CPC title

• C08L71/02

  Polyalkylene oxides · CPC title