Liquid crystalline (E, E)-butadiene compounds and mixtures and d

Details Liquid crystalline (E, E)-butadiene compounds and mixtures and d Liquid crystalline (E, E)-butadiene compounds and mixtures and d

1999-03-19

2000-08-22

Wu, Shean C.

Stock material or miscellaneous articles

Liquid crystal optical display having layer of specified...

25229961, 25229962, 25229963, 25229966, 25229967, 544242, 544298, 544335, 546339, 546340, 546341, 548136, 549369, 568657, 568667, C09K 1930, G02F 113, C07C 43188, C07C 43215, C07D21330, C07D23902, C07D31906

Patent

active

061069086

DESCRIPTION:

BRIEF SUMMARY
The present invention describes new compounds. In particular it describes compounds for use in liquid crystal mixtures and in liquid crystal displays (LCDs) or in applications relating to inter alia thermography utilising nematic liquid crystal or chiral nematic liquid crystal mixtures.


BACKGROUND OF THE INVENTION

LCDs, such as multiplexed Twisted Nematic TN-LCDs, Super Twisted Nematic STN-LCDs, Super Birefringent SBE-LCDs, Electrically Controlled Birefringence ECB-LCDs, or flexoelectric LCDs are currently used or being developed for computer monitors, laptop or notebook computers, portable telephones, personal digital assistants, etc. The optical, electrical and temporal performance, e.g., contrast, threshold and driving voltages, and response times, of such displays depends crucially on the ratios of the elastic constants (k.sub.33, k.sub.22, k.sub.11) and the cell gap, d. Currently commercially available nematic mixtures for sophisticated high-information-content LCDs, such as STN-LCDs, incorporate trans-1,4-disubstituted-cyclohexyl derivatives with a terminal alkenyl chain (i.e., incorporating a carbon--carbon double bond) directly attached to the cyclohexane ring in order to produce the necessary elastic constant ratios for short response times, high multiplexing rates and low driving voltages. Such materials are costly and difficult to synthesise due to the requirement for a trans configuration of the 1,4-disubstituted cyclohexane ring and the necessity of synthesising the carbon--carbon double bond stepwise from this trans-1,4-disubstituted-cyclohexyl intermediate. If the carbon--carbon double bond is substituted at both carbon atoms, it must have a trans (E) configuration in order to exhibit an advantageous combination of elastic constants and to have an acceptably high nematic-isotropic transition temperature (N-I). The trans configuration is then generally produced by isomerisation of the cis (Z) form generated by the preceding Wittig reaction. These materials exhibit low or intermediate values of birefringence (.DELTA.n) due to the presence of the saturated cyclohexane rings. As the ratio d..DELTA.n determines the optical properties of TN-LCDs and is fixed for driving the LCD in the first or second minimum, it is clear that higher values of .DELTA.n would allow smaller cell gaps. As the response time, t.sub.on of TN-LCDs is inversely proportional to d.sup.2, smaller cell gaps have a dramatic effect on t.sub.on. Low values of t.sub.on also allow the use of colour or more shades of colour due to the shorter frame times.
Liquid crystals with a (E,E)-butadiene chain are known and are described in for example W. Meier and K. Markau Z. Phys. Chem. N. F., (1961), Vol. 28, pp 190, Y. Goto and T. Ogawa, EPA 0 280 902 (1988).
For all the above applications it is not usual for a single compound to exhibit all of the properties highlighted, normally mixtures of compounds are used which when mixed together induce the desired phases and required properties.


BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 is a plan view of a matrix multiplex addresses liquid crystal display;
FIG. 2 is a cross-section of a display such as that of FIG. 1 in a transmission mode; and
FIG. 3 is a cross-section of a display similar to FIG. 2 operating in a reflective mode.


DETAILED DESCRIPTION OF THE INVENTION

According to this invention materials are provided of Formula I: ##STR2## wherein n may be 1-5; benzene, 2,5-disubstituted pyrimidine, 2,5-disubstituted pyridine, 2,6-disubstituted naphthalene which may be laterally substituted with F, Cl, Br or CN, trans-1,4-disubstituted cyclohexane, 2,5-disubstituted dioxane, 2,5-disubstituted thiophene, 2,5-disubstituted furan, 2,5-disubstituted thiodiazole; C.sub.2 H.sub.4, CH.sub.2 O, OCH.sub.2, C.sub.4 H.sub.8, C.sub.3 H.sub.6 O, (E)--CH.dbd.CHC.sub.2 H.sub.4, (E)--CH.dbd.CHCH.sub.2 O, --C.tbd.C--; Cl, Br, CN, OCHF.sub.2, OC.sub.w F.sub.2w+1, NCS or CH.dbd.C(CN).sub.2, CH.dbd.CF.sub.2, (E)--CH.dbd.CHCl; R.sub.1 may contain up to 20 carbon atoms and may be branched or a straight chain

REFERENCES:
patent: 5449810 (1995-09-01), Fujita et al.
patent: 5609791 (1997-03-01), Fujits et al.
patent: 5662830 (1997-09-01), Fujita et al.
CA 106: 155970, 1986.
Chemical Abstracts, vol. 125, No. 6, Aug. 5, 1996, Columbus, Ohio, US; abstract No. 072143, Sakamaki Y et al: Hexadienoyloxybenzoic acid phenolic compound ester and liquid crystal composition XP002050221 see abstract & JP 08 059 556 A (Citizen Watch Co Ltd; Japan) Mar. 5, 1996.
Chemical Abstracts, vol. 113, No. 14, Oct. 1, 1990, Columbus, Ohio, US; abstract No. 124013, Shibata T et al: "2-'4-(2-7-Octadienyloxy)phenyl!-5-alkylpy rimidines as liquid crystals" XP002050222 see abstract & JP 09 062 865 * (Adeka Argus Chemical Co., Ltd.; Japan).
Kelly S M: "The effect of the position and configuration of carbon-carbon double bonds on the mesomorphism of thermotropic, non-amphiphilic liquid crystals" Liq. Cryst. (LICRE6,02678292):1996; vol.20 (5); pp.493-515, Hull Univ.;Sch. Chem.; Hull; HU6 7RX; UK (GB), XP002050219 see the whole document.
Kurihara S et al: "Polymerization of liquid crystalline monomers with diene groups and formation of polymer network with uniaxial molecule alignment" J. Appl. Polym. Sci. 9JAPNAB, 00218995;1996; vol. 61 (2); pp. .279-283, Kumamoto University; Faculty Engineering; Kumamoto; 860; Japan (JP), XP002050220 see the whole document.

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