US 12,297,318 B2
Curable resin composition
Kyohei Wada, Kawasaki (JP); Chiaki Nishiura, Tokyo (JP); and Ryo Ogawa, Kawasaki (JP)
Assigned to Canon Kabushiki Kaisha, Tokyo (JP)
Filed by CANON KABUSHIKI KAISHA, Tokyo (JP)
Filed on Jul. 13, 2023, as Appl. No. 18/351,831.
Application 18/351,831 is a division of application No. 16/211,419, filed on Dec. 6, 2018, abandoned.
Claims priority of application No. 2017-238733 (JP), filed on Dec. 13, 2017; application No. 2017-238734 (JP), filed on Dec. 13, 2017; application No. 2017-238735 (JP), filed on Dec. 13, 2017; application No. 2018-223323 (JP), filed on Nov. 29, 2018; and application No. 2018-223324 (JP), filed on Nov. 29, 2018.
Prior Publication US 2023/0357488 A1, Nov. 9, 2023
Int. Cl. C08G 59/38 (2006.01); B29C 64/30 (2017.01); B33Y 70/00 (2020.01); C08G 59/32 (2006.01); C08G 59/36 (2006.01); C08G 59/40 (2006.01); C08G 65/18 (2006.01); C08G 65/22 (2006.01); B29C 64/106 (2017.01); B29K 63/00 (2006.01); B33Y 10/00 (2015.01)
CPC C08G 59/38 (2013.01) [B29C 64/30 (2017.08); B33Y 70/00 (2014.12); C08G 59/3245 (2013.01); C08G 59/36 (2013.01); C08G 59/4064 (2013.01); C08G 65/18 (2013.01); C08G 65/22 (2013.01); B29C 64/106 (2017.08); B29K 2063/00 (2013.01); B33Y 10/00 (2014.12)] 21 Claims
 
1. A method of manufacturing a three-dimensional shaped article, comprising the steps of:
preparing a curable resin composition that comprises a first component, a second component and a curing agent;
forming a first layer of the curable resin composition;
photocuring the first layer of the curable resin composition based on a first slice data to shape a first part of the shaped article;
forming a second layer of the curable resin composition;
photocuring the second layer of the curable resin composition based on a second slice data to shape a second part of the shaped article; and
removing a part of the curable resin composition from a surface of a cured product including the first part and the second part, wherein
the second component is an oxetane compound, and
the first component is represented by formula (1)

OG Complex Work Unit Chemistry
where X1 and X2 are independently a divalent linking group containing an aromatic ring,
L1, L2, L3 and L4 are independently a divalent linking group containing one or more bonds selected from the group consisting of —O—, —C—O—, —S—, —CS—, an ester bond, a urethane bond, an ether bond, a thiourethane bond and a thioether bond,
Y1 and Y2 are independently an epoxy group, a cycloalkene oxide group or an oxetanyl group,
n is an average value of repeating structural units and is a real number of 0.1 to 10, and
X3 is represented by formula (1-VIII)

OG Complex Work Unit Chemistry
where m is an integer selected so that the alkylene group has 4 to 18 carbon atoms,
R1 and R2 are hydrogen or a methyl group, and
* denotes a bond to L1 or L2.