US 11,655,403 B2
Printable curable mixtures and cured compositions
Kelly A. Volp, Minneapolis, MN (US); Kathleen S. Shafer, Woodbury, MN (US); Ross E. Behling, Woodbury, MN (US); Ann M. Gilman, Woodbury, MN (US); Mark F. Ellis, St. Paul, MN (US); Matthew R. D. Smith, Woodbury, MN (US); Aaron T. Hedegaard, Woodbury, MN (US); Xiaoming Jiang, Shanghai (CN); and Cyrus A. Anderson, Bellingham, WA (US)
Assigned to 3M Innovative Properties Company, St. Paul, MN (US)
Appl. No. 16/621,276
Filed by 3M INNOVATIVE PROPERTIES COMPANY, St. Paul, MN (US)
PCT Filed Jun. 27, 2018, PCT No. PCT/IB2018/054756
§ 371(c)(1), (2) Date Dec. 11, 2019,
PCT Pub. No. WO2019/003138, PCT Pub. Date Jan. 3, 2019.
Claims priority of provisional application 62/527,227, filed on Jun. 30, 2017.
Prior Publication US 2020/0115597 A1, Apr. 16, 2020
Int. Cl. C09J 133/14 (2006.01); C08L 33/14 (2006.01); C09J 7/38 (2018.01)
CPC C09J 133/14 (2013.01) [C08L 33/14 (2013.01); C09J 7/38 (2018.01); C09J 7/385 (2018.01); B32B 2405/00 (2013.01); C09J 2433/00 (2013.01)] 11 Claims
 
1. A curable mixture comprising:
(a) a first curable composition comprising
(1) a (meth)acrylate copolymer having at least two pendant (meth)acryloyl groups, the (meth)acrylate copolymer having a weight average molecular weight in a range of 35,000 to 300,000 Daltons;
(2) a crosslinking monomer having at least two (meth)acryloyl groups, wherein the crosslinking monomer is present in an amount range from 1 to 10 weight percent based on a total weight of the curable mixture; and
(3) a free radical photoinitiator that is sensitive to actinic radiation of a first wavelength that is at least 380 nanometers; and
(b) a second curable composition that is miscible with the first curable composition and that is combined with the first curable composition only after formation of the (meth)acrylate copolymer having at least two pendant (meth)acryloyl groups, the second curable composition comprising
(1) an epoxy resin;
(2) a polyether polyol; and
(3) a photo-acid generator that is sensitive to actinic radiation of a second wavelength that is less than 380 nanometers and that is not sensitive to actinic radiation of the first wavelength;
wherein the first curable composition but not the second curable composition is curable at the first wavelength and wherein the second curable composition is cured after the first curable composition, and
wherein the curable mixture is free or have less than 0.5 weight percent of active hydrogen-containing compounds having an amino or mercapto group that can react with epoxy resin; and
wherein the curable mixture is printable.