Liquid-crystal medium comprising poylmerizable compounds

Patent metadata

Field	Value
Publication number	US-2023242817-A1
Application number	US-202318102128-A
Country	US
Kind code	A1
Filing date	Jan 27, 2023
Priority date	Jan 30, 2022
Publication date	Aug 3, 2023
Grant date	—

Abstract

The present invention relates to a liquid-crystal (LC) medium comprising polymerizable compounds, to its use for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the PSA (polymer sustained alignment) or SA (self-aligning) mode, to an LC display of the PSA or SA mode comprising the LC medium, and to a process of manufacturing the LC display using the LC medium, especially an energy-saving LC display and energy-saving LC display production process.

First claim

1 . An LC medium having negative dielectric anisotropy and comprising one or more polymerizable compounds and one or more dopants of formula IA

wherein alkyl and alkyl* each, independently of one another, denote a C 1-6 -straight-chain, C 3-6 -branched or C 3-6 -cyclic alkyl radical, wherein the total proportion of the dopants of formula IA in the LC medium is from 0.01 to 0.8% by weight.

2 . The LC medium according to claim 1 , wherein the dopants of formula IA are of the following subformulae:

3 . The LC medium according to claim 1 , having a total proportion of dopants of formula IA in the LC medium of 0.02 to 0.6% by weight.

4 . The LC medium according to claim 1 , further comprising one or more compounds of formula IB

in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meaning:
R 1 , R 2 C 1-25 -straight chain, C 3-25 -branched or C 3-25 -cyclic alkyl, wherein one or more non-adjacent CH 2 -groups are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CR 0 ═CR 00 —, —C≡C—,

in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F or Cl,
R 0 , R 00 H or alkyl having 1 to 12 C atoms,
L 1 , L 2 F or Cl,
Y H, F, Cl, CF 3 , CHF 2 or CH 3 .

5 . The LC medium according to claim 4 , wherein the compounds of formula IB are of the following subformulae:

in which alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms, alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms, alkoxy and alkoxy* each, independently of one another, denote a straight-chain alkoxy radical having 1-6 C atoms, and L 11 and L 12 each, independently of one another, denote F or Cl.

6 . The LC medium according to claim 4 , wherein the compounds of formula IB are of the following subformulae:

in which alkoxy denotes a straight-chain alkoxy radical having 1-6 C atoms.

7 . The LC medium according to claim 1 , additionally comprising one or more compounds of formula IC

Wherein
R 1 , R 2 C 1-25 -straight chain, C 3-25 -branched or C 3-25 -cyclic alkyl, wherein one or more non-adjacent CH 2 -groups are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CR 0 ═CR 00 —, —C≡C—,

in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F or Cl,
R 0 , R 00 H or alkyl having 1 to 12 C atoms,
L 1 , L 2 For Cl.

8 . The LC medium according to claim 7 , wherein the compounds of formula IC are of the following subformulae:

in which alkyl and alkyl* independently of each other denote a straight-chain alkyl radical having 1-6 C atoms, and (0) denotes an oxygen atom or a single bond.

9 . The LC medium according to claim 1 , additionally comprising one or more compounds of the formulae IIA, IIB and IID and optionally one or more compounds of formula IIC which are different from formula IA

in which
R 2A and R 2B each, independently of one another, denote H, a C 1-15 -alkyl or C 2-15 -alkenyl radical which is unsubstituted, monosubstituted by CN or CF 3 or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups in these radicals may be replaced by —O—, —S—,

—C≡C—, —CF 2 O—, —OCF 2 —, —OC—O— or —O—CO— in such a way that 0 atoms are not linked directly to one another,

L 1 to L 4 each, independently of one another, denote F, Cl, CF 3 or CHF 2 ,
Y denotes H, F, Cl, CF 3 , CHF 2 or CH 3 ,
Z 2 , Z 2B , Z 2D each, independently of one another, denote a single bond, —CH 2 CH 2 —, —CH═CH—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OC H 2 —, —COO—, —COO—, —C 2 F 4 —, —CF═CF—, —CH═CHCH 2 O—,
p denotes 0, 1 or 2, and
q on each occurrence, identically or differently, denotes 0 or 1.

10 . The LC medium according to claim 1 , additionally comprising one or more compounds of formula IV

in which
R 41 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and
R 42 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms.

11 . The LC medium according to claim 1 , additionally comprising one or more compounds of formula V

in which
R 51 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and
R 52 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, an unsubstituted alkoxy radical having 1 to 6 C atoms, or an unsubstituted alkenyl radical having 2 to 7 C atoms.

identically or differently, denote

Z 51 , Z 52 each, independently of one another, denote —CH 2 —CH 2 —, —CH 2 —O—, —CH═CH—, —C≡C—, —COO— or a single bond, and
n is 1 or 2.

12 . The LC medium according to claim 1 , additionally comprising one or more additives that are stabilizers, chiral dopants, polymerization initiators or self-alignment additives.

13 . The LC medium according to claim 1 , further comprising one or more polymerizable compounds of formula M
R a —B 1 —(Z b —B 2 ) m —R b   M

in which the individual radicals, on each occurrence identically or differently, and each, independently of one another, have the following meaning:
R a , R b P, P-Sp-, H, F, Cl, Br, I, —CN, —NO 2 , —NCO, —NCS, —OCN, —SCN, —SF 5 or C 1-25 -straight-chain or C 3-25 -branched alkyl, in which, in addition, one or more non-adjacent CH 2 groups may each be replaced, independently of one another,
by —C(R 0 )═C(R 00 )—, —C≡C—, —N(R 00 )—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that 0 and/or S atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F, Cl, Br, I, CN, P or P-Sp-, wh

Assignees

• Merck Patent Gmbh

Inventors

• He Sunny
• Guo Lynne
• Yu Shuo (Fisher)
• Huang Yen-Kai

Classifications

• C09K19/58 Primary

  Dopants or charge transfer agents · CPC title

• C09K19/42

  Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 · CPC title

• C09K19/10

  containing at least two benzene rings · CPC title

• C09K19/3491 Primary

  having sulfur as hetero atom · CPC title

• C09K19/3003

  Compounds containing at least two rings in which the different rings are directly linked (covalent bond) · CPC title