US 11,739,270 B2
Polymerizable compound as well as liquid crystal composition and liquid crystal display device each including polymerizable compound
Masanao Hayashi, Kita-adachi-gun (JP); Ayaki Hosono, Kita-adachi-gun (JP); and Shota Kosaka, Kita-adachi-gun (JP)
Assigned to DIC CORPORATION, Tokyo (JP)
Appl. No. 16/968,961
Filed by DIC Corporation, Tokyo (JP)
PCT Filed Feb. 14, 2019, PCT No. PCT/JP2019/005257
§ 371(c)(1), (2) Date Aug. 11, 2020,
PCT Pub. No. WO2019/167640, PCT Pub. Date Sep. 6, 2019.
Claims priority of application No. 2018-036499 (JP), filed on Mar. 1, 2018.
Prior Publication US 2020/0399539 A1, Dec. 24, 2020
This patent is subject to a terminal disclaimer.
Int. Cl. G02F 1/1333 (2006.01); C09K 19/56 (2006.01); C07C 69/54 (2006.01); C07C 69/653 (2006.01); C09K 19/30 (2006.01); C09K 19/34 (2006.01)
CPC C09K 19/56 (2013.01) [C07C 69/54 (2013.01); C07C 69/653 (2013.01); C09K 19/3066 (2013.01); C09K 19/3402 (2013.01); C09K 2019/3425 (2013.01)] 7 Claims
 
1. A compound represented by a general formula (i):

OG Complex Work Unit Chemistry
wherein
Ri1 denotes a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, or a halogenated alkyl group having 1 to 30 carbon atoms, —CH2— in the alkyl or halogenated alkyl group is optionally replaced with —CH═CH—, —C≡—, —O—, —NH—, —COO—, —OCO—, or —OCOO—, but —O— is not adjacent to another —O—,
Ri2 denotes a linear alkyl group having 2 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a linear halogenated alkyl group having 2 to 10 carbon atoms, or a branched halogenated alkyl group having 3 to 10 carbon atoms, wherein —CH2— in the alkyl or halogenated alkyl group is optionally replaced with —CH═CH—, —O—, —COO—, or —OCO—, but —O— is not adjacent to another —O—,
a ring A denotes a divalent aromatic group, a divalent alicyclic group, a divalent heterocyclic compound group, a divalent fused ring, or a divalent fused polycyclic ring, a hydrogen atom in these ring structures is optionally replaced with Li1, Li1 denotes a halogen atom, a cyano group, a nitro group, P-Sp-, a monovalent organic group having a group represented by a general formula Ki1, a linear alkyl group having 1 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a linear halogenated alkyl group having 1 to 10 carbon atoms, or a branched halogenated alkyl group having 3 to 10 carbon atoms, wherein —CH2— in the alkyl or halogenated alkyl group is optionally replaced with —CH═CH—, —C≡C—, —O—, —NH—, —COO—, —OCO—, or —OCOO—, but —O— is not adjacent to another —O—,
a ring B denotes a formula (B-1),

OG Complex Work Unit Chemistry
wherein a hydrogen atom in the ring B is optionally replaced with Li2, Li2 denotes a halogen atom, a monovalent organic group having a group represented by the general formula Ki1, a linear alkyl group having 1 to 10 carbon atoms, wherein—CH2— in the alkyl or halogenated alkyl group is optionally replaced with —CH═CH—, —C≡—, —O—, —COO—, or —OCO—, but —O— is not adjacent to another —O—,
Zi1 denotes a single bond, —O—, —CH═CH—, —CF═CF—, —C≡C—, —COO—, —OCO—, —OCOO—, —CF2O—, —OCF2—, —CH═CHCOO—, —OCOCH═CH—, —CH═C(CH3)COO—, —OCOC(CH3)═CH—, —CH2—CH(CH3)COO—, —OCOCH(CH3)—CH2—, —OCH2CH2O—, or an alkylene group having 2 to 10 carbon atoms, and one —CH2— or two or more nonadjacent —CH2— groups in the alkylene group are optionally replaced with —O—, —COO—, or —OCO—,
Zi3 denotes a single bond, —O—, —CH═CH—, —COO—, —OCO—, —OCOO—, —CH═CHCOO—, —OCOCH═CH—, —CH═C(CH3)COO—, —OCOC(CH3)═CH—, —CH2—CH(CH3)COO—, —OCOCH(CH3)—CH2—, or a linear alkylene group having 2 to 20 carbon atoms, a branched alkylene group having 3 to 20 carbon atoms, one —CH2— or two or more nonadjacent —CH2— groups in the alkylene group are optionally replaced with —O—, —COO—, or —OCO—,
Ki1 denotes a group represented by one of general formulae (K-1) to (K-6),

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
RK1 denotes a hydrogen atom, a linear alkyl group having 1 to 6 carbon atoms, or a alkyl group having 3 to 6 carbon atoms, and TK1 independently denotes a group represented by one of general formulae (T-1) to (T-6),

OG Complex Work Unit Chemistry
ST1 denotes a single bond, a linear alkylene group having 1 to 15 carbon atoms, a branched alkylene group having 3 to 15 carbon atoms, a linear alkenylene group having 2 to 18 carbon atoms, or a branched alkenylene group having 3 to 18 carbon atoms, wherein —CH2— in the alkylene or alkelene group is optionally replaced with —O—, —COO—, —C(═O)—, —C(═CH2)—, or —OCO— such that oxygen atoms are not directly adjacent to each other, RT1 denotes an alkyl group having 1 to 5 carbon atoms, —CH2— in the alkyl group is optionally replaced with —O—, —COO—, —C(═O)—, —C(═CH2)—, or —OCO— such that oxygen atoms are not directly adjacent to each other, and RT2 and RT3 independently denote a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and
P denotes a polymerizable group, Sp denotes a spacer group or a single bond, m denotes an integer in the range of 1 to 4, a plurality of As, if present, may be the same or different, a plurality of Zi1s, if present, may be the same or different, a plurality of Ps, if present, may be the same or different, and a plurality of Sps, if present, may be the same or different.