Polymerizable LC material and polymer film

Patent metadata

Field	Value
Publication number	US-11851600-B2
Application number	US-202117529872-A
Country	US
Kind code	B2
Filing date	Nov 18, 2021
Priority date	Nov 20, 2020
Publication date	Dec 26, 2023
Grant date	Dec 26, 2023

Abstract

An optical component and a electro optical devices comprising the optical component. Further, a cholesteric polymerizable liquid crystalline (LC) material, preferably utilized in an optical component in accordance with the present invention, a process for the production of the cholesteric polymerizable LC material, a process to convert the cholesteric polymerizable material into a polymer film, a polymer film obtainable from the cholesteric polymerizable LC material, and the use of the polymer films in an optical component or device comprising a polymer film.

First claim

The invention claimed is:

1. An optical component, comprising a linear polarizer, a quarter wave plate, and a patterned or structured light reflecting polymer film, the patterned or structured light reflecting polymer film comprising a cholesteric liquid crystal polymer, wherein the patterned light reflecting polymer film is a non-continuous film covering only a part of a whole area of one surface of the optical component, wherein less than 90% of the whole area of the one surface of the optical component is covered by the film, or wherein the structured light reflecting polymer film is a continuous film that exhibits distinct areas of different selective wavelength reflection throughout a continuous layer of the film.

2. The optical component according to claim 1 , wherein the linear polarizer comprises a reflective polarizer or an absorptive polarizer.

3. The optical component according to claim 1 , comprising a a quarter wave plate obtained or obtainable from one or more polymerizable liquid crystalline materials comprising one or more compounds of formula T,
R T1 -(A T1 Z T1 ) m1 -G T1 -(Z T2 -A T2 ) m2 -R T2   T

wherein
R T1 and R T2 each and independently from another denotes H or hydrocarbon group having 1 to 20 carbon atoms, the group may have a substituent group, any carbon atom may be substituted with a heteroatom, and at least one of R T1 and R T2 denotes P-Sp-,
P denotes a polymerizable group
Sp denotes a spacer group,
A T1 and A T2 each and independently and in each occurrence denote a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a naphthalene-2,6-diyl group, a naphthalene-1,4-diyl group, a tetrahydronaphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group, or a 1,3-dioxane-2,5-diyl group, whereby these groups may be unsubstituted or may be substituted with one or more of substituent groups L,
L denotes each and independently in each occurrence F, Cl, Br, I, a pentafluorosulfuranyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, in which one —CH 2 — or two or more non-adjacent —CH 2 — may be each independently substituted with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C═C—, and any hydrogen atom in the alkyl group may be substituted by F, or L may denote a group represented by P-Sp-,
Z T1 and Z T2 each independently represent —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH—, —NH—O—, —O—NH—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═N—N═CH—, —CF═CF—, —C═C—, a single bond, or a group represented by —CR 01 R 02 O— or —OCR 01 R 02 —,
R 01 and R 02 each independently represent a hydrogen atom, F, Cl, Br, I, or a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, in which one —CH 2 — or two or more non-adjacent —CH 2 — may be each independently substituted with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C═C—, and any hydrogen atom in the alkyl group may be substituted with F or Cl;
G T1 denotes a group selected from formulae M-1 to M-9,

whereby these groups may be unsubstituted or substituted with one or more of the substituent groups L,
T 1 denotes a group selected from formulae T 1-1 and T 1-2 below,

W T1 denotes a group containing an aromatic group having 6 to 40 carbon atoms and/or a non-aromatic group having 1 to 40 carbon atoms, which may be substituted, the aromatic group may be a hydrocarbon ring or a heterocyclic ring, and the non-aromatic group may be a hydrocarbon group or a group in which any carbon atom in a hydrocarbon group is substituted with a heteroatom (provided that, oxygen atoms are not directly connected with each other),
W T2 denotes a hydrogen atom or a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group having 3 to 20 carbon atoms, in which one —CH 2 — or two or more non-adjacent —CH 2 — groups may be each independently substituted with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C═C—, and any hydrogen atom in the alkyl group may be substituted with F, or W T2 may denote a group of 2 to 30 carbon atoms, or a group of 6 to 30 carbon atoms having at least one aromatic group, and the group may be unsubstituted or may be substituted with one or more of substituent groups L, or W T2 may denote a group by P-Sp-,
Y denotes a hydrogen atom, F, Cl, Br, I, a pentafluorosulfuranyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropylamino group, a trimethylsilyl group, a dimethylsilyl group, a thioisocyano group, or a linear or branched alkyl group having 1 to 20 carbon atoms, in which one —CH 2 — or two or more non-adjacent —CH 2 — may be each independently substituted with —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, —CF═CF—, or —C═C—, and any hydrogen atom in the alkyl group may be substituted by F, or Y may represent a group represented by P-Sp-,
m1 and m2 each independently represent an integer of 1 to 6,
and/or
one or more compounds of formula I,

wherein
U 1 and U 2 are independently of each other selected from

including their mirror images, wherein the rings U 1 and U 2 are each bonded to the group —(B) q -via the axial bond, and one or two non-adjacent CH 2 groups in these rings are optionally replaced by O and/or S, and the rings U 1 and U 2 are optionally substituted by one or more groups L,
Q 1 and Q 2 are independently of each other CH or SiH,
Q 3 is C or Si,
B is in each occurrence independently of one another —C≡C—, —CY 1 ═CY 2 — or an optionally substituted aromatic or heteroaromatic group,
Y 1 and Y 2 are independently of each other H, F, Cl, CN or R 0 ,
q is an integer from 1 to 10,
A 1 to A 4 are independently of each other, in each occurrence, selected from non-aromatic, aromatic or heteroaromatic carbocylic or heterocyclic groups, which are optionally substituted by one or more groups R 5 , and wherein each of -(A 1 -Z 1 ) m —U 1 —(Z 2 -A 2 ) n - and -(A 3 -Z 3 ) o —U 2 —(Z 4 -A 4 ) p - does not contain more aromatic groups than non-aromatic groups,
Z 1 to Z 4 are independently of each other, in each occurrence, —O—, —S—, —CO—, —COO—, —OCO—, —O—COO—, —CO—NR 0 —, —NR 0 —CO—, —NR 0 —CO—NR 0 —, —OCH 2 —, —CH 2 O—, —SCH 2

Assignees

• Merck Patent Gmbh

Inventors

• Mulcahy Stephen
• Parri Owain Llyr

Classifications

• H10K59/875

  Arrangements for extracting light from the devices · CPC title

• C09K19/3866 Primary

  containing steroid groups · CPC title

• C09K19/586 Primary

  Optically active dopants; chiral dopants · CPC title

• G02B5/3016

  involving passive liquid crystal elements (optical properties of liquid crystals G02F1/0063; polarising elements associated with active liquid crystal devices G02F1/133528) · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title