Stock material or miscellaneous articles – Liquid crystal optical display having layer of specified...
Reexamination Certificate
2000-07-24
2002-11-26
Wu, Shean C. (Department: 1756)
Stock material or miscellaneous articles
Liquid crystal optical display having layer of specified...
C252S299610, C252S299630, C252S299660, C252S299670, C544S335000, C558S411000, C558S415000, C558S425000, C564S346000, C564S366000, C564S442000, C570S127000, C570S129000, C570S141000
Reexamination Certificate
active
06485799
ABSTRACT:
TECHNICAL FIELD
The present invention relates to a new liquid crystal compound, a liquid crystal composition containing the compound, and a liquid crystal display element using the composition.
BACKGROUND ART
A display element using characteristics such as optical anisotropy and dielectric anisotropy of liquid crystal materials has widely been utilized for a watch, an electric calculator and so on, and the display element utilizing a nematic phase is most common in practical. A display mode in this case includes a TN (twisted nematic) mode, a DS (dynamic scattering) mode, a GH (guest host) mode, a DAP (deformation of aligned phase) mode and so on. The liquid crystal materials require to exhibit a liquid crystal phase in a wide temperature range centering at room temperature, to be stable against water, light, heat, air, and so on, and in an electric field or in electromagnetic radiation under the condition used, and to have sufficient physical properties for driving a display element. The materials should be safe for the use of general consumers.
Values of physical properties such as optical anisotropy, dielectric anisotropy, and electric conductivity, which are required for the liquid crystal composition, depends on the display modes and shape of the elements.
It is required to have low viscosity, a wide temperature range, and a large value of dielectric anisotropy for the liquid crystal materials useful for a liquid crystal display element with the TN mode being widely used. However, no single compound which satisfies these conditions simultaneously has been known, and the liquid crystal materials used at present are composed by a mixture of liquid crystal compounds having their own characteristics.
Especially in recent, owing to the trend of thinning, lightning, and electric power-saving of a liquid crystal display panel, an important object for the development is to lower driving voltage of the panel. For lowering driving voltage of the panel, the shortest way is to develop liquid crystal materials having a large value of dielectric anisotropy which is possible to switch with a small quantity of electric power.
Development of some new compounds has been tried for the purpose of obtaining a compound with a large value of dielectric anisotropy. Ester compounds represented by formula (10) which are disclosed in Japanese Patent Publication Sho 60-55058 B (1985), compounds represented by formula (11) which are disclosed in Laid-Open Japanese Patent application Sho 63-502346 A (1988), or aniline derivatives represented by formula (12) which are disclosed in Z. Naturforsch., B; Anorg. Chem., Org. Chem 1979, 34B (8) 1092, are listed as an example of compounds having high dielectric anisotropy. These compounds do not seem to satisfy characteristics required for a liquid crystal compound such as a temperature range of liquid crystal phase, a value of optical anisotropy, viscosity, and a value of dielectric anisotropy.
wherein Ra, Rb, and Rc represent alkyl.
An object of the present invention is to solve the defects in conventional technology described above, and is to provide a new liquid crystal compound having excellent properties as a liquid crystal component, namely a large value of dielectric anisotropy, a large value of optical anisotropy, a wide temperature range of a liquid crystal phase, and good miscibility with other liquid crystal materials, a liquid crystal composition containing the compound, and a liquid crystal display element composed from the composition.
THE PREFFERED EMBODIMENTS
To achieve the object described above, the present invention is characterized by the following components.
(1) An aniline derivative represented by general formula (1)
wherein R and R′ represent independently each other alkyl with 1 to 10 carbon, alkoxyalkyl with 1 to 10 carbon, or hydrogen; X represents cyano, halogen, haloalkyl, haloalkyloxy, or 2-cyanoethynyl; Y represents fluorine or hydrogen; na and nc represent independently each other 0 or 1; Za, Zb, and Zc represent independently each other a single bond, 1,2-ethylene, carbonyloxy, or oxymethylene; ring A1 represents 1,4-phenylene in which hydrogen may be substituted by fluorine; ring A2 and ring A3 represent independently each other 1,4-cyclohexylene, 1,4-phenylene in which hydrogen may be substituted by fluorine, or 1,3-pyrimidine-2,5-diyl.
(2) The aniline derivative described in item (1) wherein both of na and nc is 0.
(3) The aniline derivative described in item (2) wherein X is halogen, trihaloalkyl, or trihaloalkyloxy.
(4) The aniline derivative described in item (2) wherein X is cyano or 2-cyanoethynyl.
(5) The aniline derivative described in item (2) wherein Za is carbonyloxy.
(6) The aniline derivative described in item (5) wherein X is cyano or 2-cyanoethynyl.
(7) The aniline derivative described in item (1) wherein na is 1, nc is 0.
(8) The aniline derivative described in item (7) wherein x is halogen.
(9) The aniline derivative described in item (7) wherein X is cyano or 2-cyanoethynyl.
(10) The aniline derivative described in item (7) wherein Zb is carbonyloxy.
(11) The aniline derivative described in item (9) wherein Zb is carbonyloxy.
(12) The aniline derivative described in item (1) wherein both of na and nc is 1.
(13) A liquid crystal composition containing one or more aniline derivatives described in any one of items (1) to (12).
(14) The liquid crystal composition characterized in that the composition comprises one or more compounds described in any one of items (1) to (12) as the first component, and one or more compounds selected from the group consisting of general formulae (2), (3), and (4).
wherein R
1
represents alkyl having 1 to 10 carbon, any methylene nonadjacent each other in the alkyl may be replaced with oxygen or —CH═CH—, and any hydrogen in the alkyl may be replaced with fluorine; X
1
represents fluorine, chlorine, —OCF
3
, —OCF
2
H, —CF
3
, —CF
2
H, —CFH
2
, —OCF
2
CF
2
H, or —OCF
2
CFHCF
3
; L
1
and L
2
independently each other represent hydrogen or fluorine; Z
4
and Z
5
independently each other 1,2-ethylene, 1,4-butylene, —COO—, —CF
2
O—, —OCF
2
—, —CH═CH—, or a single bond; a ring B represents trans-1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, or 1,4-phenylene in which hydrogen on the ring may be substituted by fluorine; a ring C represents trans-1,4-cyclohexylene or 1,4-phenylene in which hydrogen on the ring may be substituted by fluorine.
(15) The liquid crystal composition characterized in that the composition comprises one or more compounds described in any one of items (1) to (12) as the first component and one or more compounds selected from the group represented in general formulae (5) and (6) as the second component.
wherein R
2
and R
3
represent alkyl having 1 to 10 carbon and any methylene nonadjacent each other in the alkyl may be replaced with oxygen or —CH═CH—, and any hydrogen in the alkyl may be replaced with fluorine; X
2
represents —CN or —C≡C—CN; a ring D represents trans-1,4-cyclohexylene, 1,4-phenylene, or pyrimidine-2,5-diyl; a ring F represents trans-1,4-cyclohexylene or 1,4-phenylene; Z
6
represent 1,2-ethylene,—COO— or a single bond; L
3
, L
4
, and L
5
represent hydrogen or fluorine; b, c, and d represent independently each other 0 or 1.
(16) The liquid crystal composition characterized in that the composition comprises one or more compounds described in any one of items (1) to (12) as the first component, one or more compounds selected from the group represented in general formulae (2), (3), and (4) as the second component, and one or more compounds selected from the group represented in general formulae (7), (8), and (9) as the third component.
wherein R
4
and R
5
represent alkyl having 1 to 10 carbon, and any methylene nonadjacent each other in the alkyl may be replaced with oxygen or —CH═CH—, and any hydrogen in the alkyl may be replaced with fluorine; rings G, I, and J represent each independently trans-1,4-cyclohexylene, pyrimidine-2,5-diyl, and 1,4-phenylene in which hydrogen in the ring may be substituted with fluo
Fujita Atsuko
Nakagawa Etsuo
Nakamura Nobumasa
Takeshita Fusayuki
Tamura Norio
Chisso Corporation
Wu Shean C.
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