US 12,460,134 B2
Polymerizable liquid crystal ink formulations
Eduardo Beltran Gracia, Southampton (GB); Stephen Mulcahy, Southampton (GB); and Daniel Walker, Eastleigh (GB)
Assigned to MERCK PATENT GMBH, Darmstadt (DE)
Appl. No. 17/312,857
Filed by MERCK PATENT GMBH, Darmstadt (DE)
PCT Filed Dec. 9, 2019, PCT No. PCT/EP2019/084124
§ 371(c)(1), (2) Date Jun. 10, 2021,
PCT Pub. No. WO2020/120353, PCT Pub. Date Jun. 18, 2020.
Claims priority of application No. 18211998 (EP), filed on Dec. 12, 2018.
Prior Publication US 2022/0056340 A1, Feb. 24, 2022
Int. Cl. C09D 11/033 (2014.01); C09D 11/107 (2014.01); C09D 11/30 (2014.01); C09D 11/36 (2014.01); C09D 11/38 (2014.01); C09K 19/38 (2006.01); C09K 19/58 (2006.01); G02B 5/20 (2006.01); C09K 19/04 (2006.01); C09K 19/52 (2006.01)
CPC C09K 19/3852 (2013.01) [C09D 11/033 (2013.01); C09D 11/107 (2013.01); C09D 11/30 (2013.01); C09D 11/36 (2013.01); C09D 11/38 (2013.01); C09K 19/586 (2013.01); G02B 5/201 (2013.01); C09K 2019/0448 (2013.01); C09K 2019/525 (2013.01); C09K 2219/00 (2013.01)] 13 Claims
 
1. An ink formulation comprising:
10 to 50% w/w of one or more polymerizable liquid crystalline compounds and 50 to 90% w/w of organic solvent,
wherein the organic solvent is (a) a mixture of cyclohexanone and di(propylene glycol) methyl ether acetate at a ratio of 2:1 to 1:2, or (b) a mixture of di(propylene glycol) methyl ether acetate and propylene glycol monomethyl ether acetate at a ratio of 2:1 to 1:2,
wherein said one or more polymerizable liquid crystalline compounds are selected from formulae DRMa1, MRM1, and MRM7,

OG Complex Work Unit Chemistry
wherein
P0 is, in case of multiple occurrence independently of one another, a polymerizable group, preferably an acryl, methacryl, oxetane, epoxy, vinyl, heptadiene, vinyloxy, propenyl ether or styrene group,
L has on each occurrence identically or differently one of the meanings given for L1 in formula DRM, and is preferably, in case of multiple occurrence independently of one another, selected from F, Cl, CN or optionally halogenated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy with 1 to 5 C atoms,
r is 0, 1, 2, 3 or 4,
x and y are independently of each other 0 or identical or different integers from 1 to 12,
z is each and independently, 0 or 1, with z being 0 if the adjacent x or y is 0,
R0 is alkyl, alkoxy, thioalkyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy with 1 or more, preferably 1 to 15 C atoms or denotes Y0,
w is 1,
and wherein, in formulae MRM1 and MRM7, the benzene and naphthalene rings can additionally be substituted with one or more identical or different groups L, and
wherein said ink formulations is suitable for inkjet printing.