Liquid crystal display device including liquid crystal medium containing low molecular weight polar compound for homogeneously aligning liquid crystal medium

Patent metadata

Field	Value
Publication number	US-10787608-B2
Application number	US-201716301444-A
Country	US
Kind code	B2
Filing date	Feb 24, 2017
Priority date	May 18, 2016
Publication date	Sep 29, 2020
Grant date	Sep 29, 2020

Abstract

In formula (1), M is a nonpolar group having 1 or more carbons, and P is a polar group.

First claim

What is claimed is:

1. A liquid crystal display device, comprising:
a pair of transparent substrates, wherein the pair of transparent substrates are facing each other;
a transparent electrode formed on at least one of surfaces facing each other of the pair of transparent substrates; and
a liquid crystal medium sealed between the pair of transparent substrates and containing a low molecular weight polar compound,
with the proviso that the liquid crystal display device does not contain an alignment film and where alignment treatment is not applied.

2. The liquid crystal display device according to claim 1 , wherein the liquid crystal medium between the pair of transparent substrates exhibits homogeneous alignment.

3. The liquid crystal display device according to claim 1 , wherein the low molecular weight polar compound is polymerized between the pair of transparent substrates and converted into an oligomer or a polymer.

4. The liquid crystal display device according to claim 1 , wherein the liquid crystal medium further contains a polymerizable compound, and the low molecular weight polar compound and the polymerizable compound are polymerized or copolymerized between the pair of transparent substrates and converted into an oligomer or a polymer.

5. The liquid crystal display device according to claim 1 , wherein the transparent electrode has a comb-teeth structure.

6. The liquid crystal display device according to claim 1 , wherein the transparent electrode is formed on either of the pair of transparent substrates.

7. The liquid crystal display device according to claim 1 , wherein the low molecular weight polar compound is a compound represented by formula (2), (3) or (4):

wherein, in formulas (2) and (3),
R 4 is hydrogen, halogen or alkyl having 1 to 20 carbons, and in R 4 , at least one piece of —CH 2 — may be independently replaced by —O— or —S—, and at least one piece of —(CH 2 ) 2 — may be replaced by —CH═CH—, and in the groups, at least one hydrogen may be replaced by halogen,
P 1 , P 2 , P 3 and P 4 are independently a group represented by formula (Q-0) or straight-chain, branched-chain or cyclic alkyl having 1 to 25 carbons, and in P 1 , P 2 , P 3 and P 4 , at least one piece of —CH 2 — nonadjacent to each other may be independently replaced by —N(—P 0 —, —O—, —S—, —CO—, —CO—O—, —O—CO— or —O—CO—O— in such a manner that N, O and/or S atoms are not directly connected to each other, at least one tertiary carbon (CH group) may be replaced by N, at least one hydrogen may be independently replaced by F or Cl, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, in which P 1 , P 2 , P 3 and P 4 contain one or more heteroatoms selected from N, S and/or O, and
P 0 is independently straight-chain, branched-chain or cyclic alkyl having 1 to 25 carbons, and in P 0 , at least one piece of —CH 2 — nonadjacent to each other may be independently replaced by —N(—P 0 )—, —O—, —S—, —CO—, —CO—O—, —O—CO— or —O—CO—O— in such a manner that N, O and/or S atoms are not directly connected to each other, at least one tertiary carbon (CH group) may be replaced by N, at least one hydrogen may be independently replaced by F or Cl, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, and
in formula (Q-0), R 1 , R 2 and R 3 are independently hydrogen, halogen or alkyl having 1 to 20 carbons, and in R 1 , R 2 and R 3 , at least one piece of —CH 2 — may be independently replaced by —O— or —S—, and at least one piece of —(CH 2 ) 2 — may be replaced by —CH═CH—, and in the groups, at least one hydrogen may be replaced by halogen:

wherein, in formula (4),
R 5 is alkyl having 1 to 15 carbons, and in R 5 , at least one piece of —CH 2 — may be independently replaced by —O— or —S—, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by halogen;
ring A 1 and ring A 4 are independent 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl, fluorene-2,7-diyl, phenanthrene-2,7-diyl, anthracene-2,6-diyl, perhydrocyclopenta[a]phenanthrene-3,17-diyl or 2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,17-diyl, and in the rings, at least one hydrogen may be independently replaced by fluorine, chlorine, alkyl having 1 to 12 carbons, alkenyl having 2 to 12 carbons, alkoxy having 1 to 11 carbons or alkenyloxy having 2 to 11 carbons, and in the groups, at least one hydrogen may be independently replaced by fluorine or chlorine;
Z 1 is independently a single bond or alkylene having 1 to 10 carbons, and in Z 1 , at least one piece of —CH 2 — may be independently replaced by —O—, —CO—, —COO—, —OCO— or —OCOO—, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by halogen;
Sp 1 is a single bond or alkylene having 1 to 10 carbons, and in Sp 1 , at least one piece of —CH 2 — may be independently replaced by —O—, —CO—, —COO—, —OCO— or —OCOO—, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by halogen;
M 1 and M 2 are independently hydrogen, halogen, alkyl having 1 to 5 carbons, or alkyl having 1 to 5 carbons in which at least one hydrogen is replaced by halogen;
a is 0, 1, 2, 3 or 4; and
R 6 is a group represented by formula (1a) or formula (1b):

wherein, in formulas (1a) and (1b),
Sp 2 and Sp 3 are independently a single bond or alkylene having 1 to 10 carbons, and in Sp 2 and Sp 3 , at least one piece of —CH 2 — may be independently replaced by —O—, —NH—, —CO—, —COO—, —OCO— or —OCOO—, and at least one piece of —(CH 2 ) 2 — may be independently replaced by —CH═CH— or —C≡C—, and in the groups, at least one hydrogen may be replaced by halogen;
S 1 is >CH— or >N—; and
X 1 is independently —OH, —NH 2 , —OR 7 , —N(R 7 ) 2 , a group represented by formula (x1), —COOH, —SH, —B(OH) 2 or a group represented by —Si(R 7 ) 3 , in which R 7 is independently hydrogen or alkyl having 1 to 10 carbons, and in R 7 , at least one piece of —CH 2 — may be replaced by —O—, at least one piece of —(CH 2 ) 2 — may be replaced by —CH═CH—, and at least one hydrogen may be replaced by halogen, and w in formula (x1) is 1, 2, 3 or 4.

8. The liquid crystal display device according to claim 1 , having a liquid crystal composition containing at least one low molecular weight polar compound represented by any one of formulas (2) to (4):

wherein, in formulas (2) and (3),
R 4 is hydrogen, halogen or alkyl having 1 to 20 carbons, and in R 4 , at least one piece of —CH 2 — may be independently replaced by —O— or —S—, and at least one piece of —(CH 2 ) 2 — may be replaced by —CH═CH—, and in the groups, at least one hydrogen may be replaced by halogen,
P 1 , P 2 , P 3 and P 4 are independently a group represented by formula (Q-0) or straight-chain, branched-chain or cyclic alkyl having 1 to 25 carbons, and in P 1 , P 2 , P 3 and P 4 , at least one piece of —CH 2 — nonadjacent to each other may be independently

Assignees

• Jnc Corp
• Jnc Petrochemical Corp

Inventors

• Yano Tomohiro
• Kondou Fumitaka
• Yamamoto Shin-Ichi

Classifications

• C07C69/54

  Acrylic acid esters; Methacrylic acid esters · CPC title

• G02F1/13

  based on liquid crystals, e.g. single liquid crystal display cells · CPC title

• C09K19/30

  containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings · CPC title

• C09K19/12

  at least two benzene rings directly linked, e.g. biphenyls · CPC title

• G02F1/133738

  for homogeneous alignment · CPC title