US 11,667,803 B2
Curable high refractive index ink compositions and articles prepared from the ink compositions
Evan L. Schwartz, Vadnais Heights, MN (US); Claire Hartmann-Thompson, Lake Elmo, MN (US); Sonja S. Mackey, St. Paul, MN (US); Wayne S. Mahoney, St. Paul, MN (US); Saswata Chakraborty, Cottage Grove, MN (US); and Kelly A. Volp, Minneapolis, MN (US)
Assigned to 3M INNOVATIVE PROPERTIES COMPANY, St. Paul, MN (US)
Appl. No. 16/631,201
Filed by 3M INNOVATIVE PROPERTIES COMPANY, St. Paul, MN (US)
PCT Filed Jul. 23, 2018, PCT No. PCT/US2018/043231
§ 371(c)(1), (2) Date Jan. 15, 2020,
PCT Pub. No. WO2019/023096, PCT Pub. Date Jan. 31, 2019.
Claims priority of provisional application 62/537,121, filed on Jul. 26, 2017.
Prior Publication US 2020/0216697 A1, Jul. 9, 2020
Int. Cl. C09D 11/101 (2014.01); C08K 9/06 (2006.01); C08K 3/22 (2006.01); C09D 11/38 (2014.01); C08L 71/02 (2006.01); G02B 1/111 (2015.01)
CPC C09D 11/38 (2013.01) [C08K 3/22 (2013.01); C08K 9/06 (2013.01); C08L 71/02 (2013.01); G02B 1/111 (2013.01); C08K 2003/2241 (2013.01); C08K 2201/011 (2013.01)] 9 Claims
OG exemplary drawing
 
1. A curable ink composition comprising:
a curable aromatic monomer composition, wherein the curable monomer composition comprises:
at least one aromatic (meth)acrylate compound of Formula III:

OG Complex Work Unit Chemistry
wherein R2 is H or CH3;
X is linked to the aromatic group at either the ortho, para, or meta position and is O, S, or a single bond;
Q is a single bond, O, S, SiR2 where R is an alkyl group, a carbonyl group (C═O), an amino group NR where R is hydrogen or an alkyl, or an SO2 group;
n is an integer ranging from 0 to 10; and
L is an alkylene group having 1 to 5 carbon atoms;
at least one multifunctional aromatic (meth)acrylate monomer of general Formula IV:
H2C═CR2-(CO)—O—W—O—(CO)—R2C═CH2  Formula IV
where R2 is hydrogen or methyl,
(CO) is a carbonyl group C═O, and
W is a divalent group comprising a heteroaromatic group, a fused aromatic group, or a group containing both heteroalkylene and aromatic groups; and
at least on initiator; and
surface treated metal oxide nanoparticles, wherein the surface treated metal oxide nanoparticles comprise metal oxide nanoparticles that have been surface treated with a mixture of at least two silane-functional surface treatment agents;
wherein the curable ink composition is inkjet printable, having a viscosity of 30 centipoise or less at a temperature of from room temperature to 60° C., and is free from solvents, and wherein the curable ink composition when printed and cured has a refractive index of 1.55 or greater, and is optically clear.