US 11,866,527 B2
Photocurable composition, cured product, and dental product
Toshikazu Sakamaki, Tokyo (JP); Mai Kimura, Sodegaura (JP); Hiroki Murai, Ichihara (JP); Takaaki Hayashi, Funabashi (JP); and Suguru Endo, Ichikawa (JP)
Assigned to MITSUI CHEMICALS, INC., Tokyo (JP)
Appl. No. 17/912,098
Filed by MITSUI CHEMICALS, INC., Tokyo (JP)
PCT Filed Mar. 22, 2021, PCT No. PCT/JP2021/011703
§ 371(c)(1), (2) Date Sep. 16, 2022,
PCT Pub. No. WO2021/193527, PCT Pub. Date Sep. 30, 2021.
Claims priority of application No. 2020-058696 (JP), filed on Mar. 27, 2020.
Prior Publication US 2023/0137212 A1, May 4, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C08F 2/46 (2006.01); C08F 2/50 (2006.01); C08G 61/04 (2006.01); A61K 6/887 (2020.01); A61K 6/62 (2020.01); C08F 222/10 (2006.01); C08F 220/30 (2006.01); C08F 220/18 (2006.01); A61C 13/00 (2006.01); C08F 220/20 (2006.01); C08K 5/5397 (2006.01); B33Y 10/00 (2015.01); B33Y 70/00 (2020.01); B33Y 80/00 (2015.01)
CPC C08F 2/50 (2013.01) [A61C 13/0019 (2013.01); A61K 6/62 (2020.01); A61K 6/887 (2020.01); C08F 220/1811 (2020.02); C08F 220/20 (2013.01); C08F 220/301 (2020.02); C08F 222/1065 (2020.02); C08K 5/5397 (2013.01); B33Y 10/00 (2014.12); B33Y 70/00 (2014.12); B33Y 80/00 (2014.12)] 17 Claims
 
1. A photocurable composition comprising a photopolymerizable component and a photopolymerization initiator, wherein:
in a case in which a test piece P1 with a length of 39 mm, a width of 8 mm, and a thickness of 4 mm, is produced by photofabrication under conditions in which the photocurable composition is irradiated with visible light having a wavelength of 405 nm at an irradiation dose of 12 mJ/cm2 to form a cured layer P1 with a thickness of 100 m, the cured layer P1 is stacked in a thickness direction thereof to form a rectangular fabrication product P1 with a length of 39 mm, a width of 8 mm, and a thickness of 4 mm, and the fabrication product P1 is irradiated with ultraviolet rays having a wavelength of 365 nm at an irradiation dose of 10 J/cm2 to produce the test piece P1, a total fracture work of the test piece P1 measured in compliance with ISO20795-1:2008 is 1100 J/m2 or more;
wherein the photopolymerizable component comprises:
a di(meth)acrylic monomer (A) having two (meth)acryloyloxy groups and two urethane bonds; and
an acrylic monomer (B) having one acryloyl group; and
wherein di(meth)acrylic monomer (A) comprises a compound represented by the following Formula (1),

OG Complex Work Unit Chemistry
wherein, in Formula (1), R1 is a divalent chain hydrocarbon group, a divalent hydrocarbon group with an aromatic structure, or a divalent hydrocarbon group with an alicyclic structure: each of R2 and R3 is independently a divalent chain hydrocarbon group that may have a substituent; and each of R4 and R5 is independently a methyl group or a hydrogen atom.