Chiral compounds

Patent metadata

Field	Value
Publication number	US-10982149-B2
Application number	US-201615766175-A
Country	US
Kind code	B2
Filing date	Sep 7, 2016
Priority date	Oct 6, 2015
Publication date	Apr 20, 2021
Grant date	Apr 20, 2021

Abstract

Chiral compounds of formula I

wherein the paramters have the meaning given in claim 1 , liquid crystal mixtures comprising at least one chiral compound of formula I, to chiral linear or crosslinked liquid crystal polymers obtainable by polymerizing a polymerizable mixture comprising at least one chiral compound of formula I, to the use of chiral compound of formula I and mixtures and polymers obtained thereof in liquid crystal displays, active and passive optical elements, adhesives, synthetic resins with anisotropic mechanical properties, cosmetic and pharmaceutical compositions, diagnostics, liquid crystal pigments, for decorative and security applications, nonlinear optics, optical information storage or as chiral dopants, and a liquid crystal display comprising a mixture comprising at least one chiral compound of formula I.

First claim

The invention claimed is:

1. A process comprising alkylating or acetalizing a compound of the formula

to produce a compound of the formula

wherein A 11 , A l2 , A 21 , A 22 each, identically or differently, denote 1,4-phenylene, 1,4-cyclohexylene, naphthalene-2,6-diyl, it being possible for all these groups to be unsubstituted, mono- or polysubstituted with L 31 ,
R 11 , R 21 , R 31 each, identically or differently, denote H, F, Cl, CN, straight chain or branched alkyl with up to 7 C atoms which may be unsubstituted, mono- or polysubstituted by F, Cl, or CN, it being also possible for one or more non-adjacent CH 2 groups to be replaced, in each case independently from one another, by —O—, —CO—, —C(O)O—, —OC(O)—, —OCO—O—, —SC(O)—, —C(O)S—, —CH═CH— or —C≡C— in such a manner that —O— and/or —S— atoms are not linked directly to one another, or a polymerizable group,
Z 11 , Z 12 ,
Z 21 and Z 22 each, identically or differently, denote —O—, —CO—, —C(O)O—, —OC(O)—, —O—C(O)O—, —OCH 2 —, —CH 2 O—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 —, —CH═CH—, —CF═CH—, —CH═CF—, —CF═CF—, —C≡C—, or a single bond,
Z 31 denotes —O—, —OC(O)—, —OCH 2 —, —CH 2 CH 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 — or a single bond,
L 11 , L 21 , L 31 each, identically or differently, denote F, Cl, or alkyl or alkoxy with 1 to 7 C atoms, wherein one or more H atoms may be substituted by F or Cl,
m1, m2 each, identically or differently, is 0, 1, 2 or 3,
r1, r2, s1 each, identically or differently, are 0, 1 or 2, and
s denotes 0 or 1.

Assignees

• Merck Patent Gmbh

Inventors

• Bremer Matthias
• Plummer Edward
• Eichhorn Thomas
• Schreiner Peter
• Kuehn Christian

Classifications

• C09K2019/323

  containing a binaphthyl · CPC title

• C07D321/10

  condensed with carbocyclic rings or ring systems · CPC title

• C09K19/588 Primary

  Heterocyclic compounds · CPC title

• C09K2019/3433

  Seven-membered ring with oxygen(s) in fused, bridged or spiro ring systems · CPC title

• G02F1/13

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