Direactive mesogenic compounds and intermediates

Details Direactive mesogenic compounds and intermediates Direactive mesogenic compounds and intermediates

1997-08-05

2000-07-18

Kelly, C. H.

Compositions

Liquid crystal compositions

Containing nonsteryl liquid crystalline compound of...

25229966, 25229967, 25229901, C09K 1912, C09K 1920, C09K 1952

Patent

active

060903082

DESCRIPTION:

BRIEF SUMMARY
The invention relates to direactive mesogenic compounds or mixtures thereof obtainable by derivative of formula CH.sub.2 .dbd.CW--(CO).sub.a --O-- or a reactive derivative thereof, in which a is 0 or 1
The invention furthermore relates to the preparation of such compounds and to their use in electrooptical scattering systems and for the preparation of oriented liquid crystal polymers.
Reactive liquid crystal compounds can be polymerized in situ, whilst in their liquid crystal phase, to give highly crosslinked anisotropic films which can be used, for example, as polarizing beam splitters (see, for example, EP 0,428,213). Reactive liquid crystal compounds have furthermore been proposed for electrooptical scattering systems (see, for example, EP 0,451,905), cholesteric polarizers (e.g. EP 0,606,940) and compensation films for STN displays (e.g. EP 0,423,881).
Reactive liquid crystal diesters of formula ##STR1## are mentioned in EP 0,261,712 (n=o), EP 0,331,233 (n=1). Reactive liquid crystal biphenyls of formula ##STR2## are disclosed by EP 0,405,713.
The International Patent application WO 93/22397 discloses a compound of formula ##STR3##
These reactive liquid crystalline compounds often exhibit, however, rather high melting points disadvantageous values of the birefringence and comparable narrow mesophase ranges.
In view of the broad range of applications of reactive liquid crystal compounds it was desirable to have available further compounds of this type which fulfill the various requirements such as a reasonably low melting point, a high birefringence, a broad mesogenic range and preferably an enantiotropic nematic range to a high degree.
It was an object of the present invention to provide new reactive liquid crystalline compounds with advantageous properties thus extending the pool of reactive liquid crystal compounds available to the expert. Other objects of the present invention can be taken from the following detailed specification.
The present invention thus relates to reactive mesogenic compounds or mixtures thereof obtainable by treating mesogenic diols of formula I, in particular those having a symmetric structure unit with a mixture of halides of formula II and III and to their use in electrooptical systems of scattering type and for the preparation of oriented liquid crystal polymers. The invention furthermore relates to the preparation of compounds according to formula I.
Preferred embodiments of the present invention are: each formula IV, V and VI, ##STR4## b) Direactive compound or mixture thereof in which be replaced by --O-- or one --CH-- group may be replaced by --C(CN)--; alkoxy or alkanoyl with 1 to 6 C atoms, --C.tbd.C--, --CH.sub.2 O--, --OCH.sub.2 -- or a single bond, and structure elements (1) to (6). ##STR5## in which L is CH.sub.3, Cl, F, OCH.sub.3 or --CO--CH.sub.3, and


______________________________________ m 5 5 5 4 4 n 2 3 4 2 3 ______________________________________
A further aspect of the present invention is direactive compounds of formula IV A structure element of formula (1), (5) or (6), in particular direactive compounds of the formula IVA1 ##STR6## in which R.sup.1, R.sup.2,
Other aspects of the invention are the polymers prepared by polymerizing a monomer as described above and direactive compounds or mixtures thereof as described above, comprising mesogene-containing molecules, said mesogenes having two side chains attached thereto that contain hydroxyl or vinyl group at the end thereof, said mesogenes and said functional groups being separated by at least two to twenty spacer atoms, wherein both spacer groups have different chain length.
Above and below, the term reactive mesogenic compounds refers to reactive rod-like molecules which may be enantiotropic, monotropic or isotropic, preferably, however, enantiotropic or monotropic.
In the inventive compounds in which MG is a mesogenic group of formula VIII, A.sup.1 and A.sup.2 can be independently from each other an unsubstituted or a substituted 1,4-phenylene group of formula ##STR7## X.sup.2, X.sup.3, X.su

REFERENCES:
patent: 5210630 (1993-05-01), Heyderickx et al.
patent: 5401437 (1995-03-01), Im
patent: 5567349 (1996-10-01), Kelly et al.
patent: 5593617 (1997-01-01), Kelly et al.
patent: 5622648 (1997-04-01), Parri et al.
patent: 5641426 (1997-06-01), Nerad et al.
patent: 5833880 (1998-11-01), Siemensmeyer et al.

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