US 11,897,189 B2
Inks for 3D printing having low polymerization shrinkage
Khalil Moussa, Chapel Hill, NC (US)
Assigned to 3D SYSTEMS, INC., Rock Hill, SC (US)
Filed by 3D SYSTEMS, INC., Rock Hill, SC (US)
Filed on May 26, 2022, as Appl. No. 17/825,396.
Application 17/825,396 is a continuation of application No. 16/691,249, filed on Nov. 21, 2019.
Claims priority of provisional application 62/773,370, filed on Nov. 30, 2018.
Prior Publication US 2022/0282102 A1, Sep. 8, 2022
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); B29C 64/124 (2017.01); B33Y 10/00 (2015.01); C08F 20/28 (2006.01); C08F 20/36 (2006.01); C09D 11/101 (2014.01); C09D 11/104 (2014.01); B22F 10/12 (2021.01); B33Y 70/10 (2020.01); B33Y 70/00 (2020.01); B33Y 80/00 (2015.01); C08K 5/00 (2006.01); B22F 12/63 (2021.01); B22F 10/40 (2021.01)
CPC B29C 64/124 (2017.08) [B22F 10/12 (2021.01); B33Y 10/00 (2014.12); B33Y 70/10 (2020.01); C08F 20/28 (2013.01); C08F 20/36 (2013.01); C09D 11/101 (2013.01); C09D 11/104 (2013.01); B22F 10/40 (2021.01); B22F 12/63 (2021.01); B33Y 70/00 (2014.12); B33Y 80/00 (2014.12); C08K 5/0025 (2013.01)] 20 Claims
 
1. A method of printing a three-dimensional article comprising:
selectively depositing layers of an ink in a fluid state onto a substrate to form the three-dimensional article,
wherein the ink comprises:
20-60 wt. % oligomeric curable material;
15-50 wt. % cyclocarbonate (meth)acrylate monomer; and
0.1-5 wt. % photoinitiator, based on the total weight of the ink,
wherein the oligomeric curable material comprises one or more ethylenically unsaturated species having a weight average molecular weight of 500-6,000;
wherein the cyclocarbonate (meth)acrylate monomer has the structure of Formula (A1):

OG Complex Work Unit Chemistry
wherein R1 is selected from the group consisting of a linear or branched C1-C4 alkylene moiety;
R2 is H or CH3; and
wherein the ink, when cured, exhibits a tear strength of 30 to 200 kN/m when measured according to ASTM D624.