JP2002226412A - Tolan compound, liquid crystal composition comprising the same and liquid crystal display - Google Patents
Tolan compound, liquid crystal composition comprising the same and liquid crystal displayInfo
- Publication number
- JP2002226412A JP2002226412A JP2001026285A JP2001026285A JP2002226412A JP 2002226412 A JP2002226412 A JP 2002226412A JP 2001026285 A JP2001026285 A JP 2001026285A JP 2001026285 A JP2001026285 A JP 2001026285A JP 2002226412 A JP2002226412 A JP 2002226412A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- crystal composition
- tolan compound
- tolan
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 78
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- -1 Tolan compound Chemical class 0.000 title claims abstract description 28
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical class C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 abstract description 18
- 230000007704 transition Effects 0.000 abstract description 4
- 239000000470 constituent Substances 0.000 abstract description 2
- 230000000007 visual effect Effects 0.000 abstract description 2
- 239000002178 crystalline material Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000463 material Substances 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- UEXCJVNBTNXOEH-UHFFFAOYSA-N Ethynylbenzene Chemical group C#CC1=CC=CC=C1 UEXCJVNBTNXOEH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XLQSXGGDTHANLN-UHFFFAOYSA-N 1-bromo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(Br)C=C1 XLQSXGGDTHANLN-UHFFFAOYSA-N 0.000 description 1
- HLUVLSYQSNGSKG-UHFFFAOYSA-N 1-ethynyl-4-(4-propylcyclohexyl)benzene Chemical group C1CC(CCC)CCC1C1=CC=C(C#C)C=C1 HLUVLSYQSNGSKG-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- YNHIGQDRGKUECZ-UHFFFAOYSA-L bis(triphenylphosphine)palladium(ii) dichloride Chemical compound [Cl-].[Cl-].[Pd+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YNHIGQDRGKUECZ-UHFFFAOYSA-L 0.000 description 1
- 150000004768 bromobenzenes Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- QARVLSVVCXYDNA-UHFFFAOYSA-N phenyl bromide Natural products BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は液晶材料として有用
なトラン化合物に関し、さらにこのトラン化合物を含有
する液晶組成物、ならびにこのトラン化合物を含有する
液晶組成物を用いた液晶表示装置に関するものである。The present invention relates to a tolan compound useful as a liquid crystal material, and more particularly to a liquid crystal composition containing the tolan compound and a liquid crystal display device using the liquid crystal composition containing the tolan compound. .
【０００２】[0002]
【従来の技術】液晶表示装置は、時計、電卓をはじめワ
ープロ、テレビ等に広く利用されている。これらの液晶
表示装置の中で特に多く使用されているのは、液晶材料
の光学的異方性および誘電率異方性を利用した液晶表示
装置である。2. Description of the Related Art Liquid crystal display devices are widely used in clocks, calculators, word processors, televisions, and the like. Among these liquid crystal display devices, a liquid crystal display device utilizing the optical anisotropy and the dielectric anisotropy of a liquid crystal material is particularly frequently used.
【０００３】液晶表示装置に用いられる液晶材料に要求
される特性としては、液晶温度範囲が広いこと、電気光
学的に速い応答速度を得るために粘度が小さいこと、広
い視野角範囲、高いコントラストを得るために適切な複
屈折（△ｎ）を持つこと、低い駆動電圧を得るために誘
電率異方性（△ε）が大きいこと、化学的および光学的
に安定であることなどが挙げられる。The characteristics required of a liquid crystal material used in a liquid crystal display device include a wide liquid crystal temperature range, a small viscosity for obtaining a high response speed electro-optically, a wide viewing angle range, and a high contrast. It is necessary to have an appropriate birefringence (△ n) for obtaining the same, to have a large dielectric anisotropy (△ ε) for obtaining a low driving voltage, and to be chemically and optically stable.
【０００４】これまで、実用されている液晶組成物は通
常、室温付近に液晶相を有する化合物と、室温より高い
温度領域に液晶相を有する化合物とを混合して調整され
る。液晶表示装置が屋外で使用し得るためには−４０℃
〜９０℃の温度範囲で安定に存在しなければならず、ま
た誘電率異方性、屈折率異方性の温度依存性を考慮する
と、Ｎ−Ｉ点（ネマティック−等方相転移温度）付近で
は急激な変化が起こるので、Ｎ−Ｉ点の高い液晶材料が
必要となる。Conventionally, liquid crystal compositions that are practically used are usually prepared by mixing a compound having a liquid crystal phase near room temperature and a compound having a liquid crystal phase in a temperature range higher than room temperature. -40 ° C for liquid crystal display to be usable outdoors
It must exist stably in the temperature range of up to 90 ° C., and considering the temperature dependence of the dielectric anisotropy and the refractive index anisotropy, near the NI point (nematic-isotropic phase transition temperature). Since a rapid change occurs, a liquid crystal material having a high NI point is required.
【０００５】また、広視野角、高コントラストを得るた
めには、液晶層のリターデーション△ｎ・ｄ（△ｎは液
晶材料の複屈折、ｄは液晶層の厚み）を最適化する必要
がある。しかし、実用に使用される液晶表示装置では液
晶層の厚みｄが、ある限定された範囲で設定されてお
り、かつ応答速度を速くすることが要求されているため
に、液晶層の厚みｄは薄くなる傾向が強まっている。よ
って、複屈折△ｎが大きな液晶材料が必要とされてい
る。In order to obtain a wide viewing angle and a high contrast, it is necessary to optimize the retardation Δn · d (Δn is the birefringence of the liquid crystal material and d is the thickness of the liquid crystal layer) of the liquid crystal layer. . However, in a liquid crystal display device used for practical use, the thickness d of the liquid crystal layer is set within a certain limited range, and it is required to increase the response speed. The tendency to become thinner is increasing. Therefore, a liquid crystal material having a large birefringence Δn is required.
【０００６】これまで、種々の液晶化合物が開発され、
使用されているが、以上のような特性を全て満足する単
一の液晶化合物は未だに見い出されていない。そのため
にいろいろな特性を持った数種の液晶化合物を混合した
り、あるいは非液晶化合物を混合したりして実用に供し
ているのが現状であるが、やはり、充分満足できるもの
ではない。Until now, various liquid crystal compounds have been developed,
Although used, a single liquid crystal compound that satisfies all the above characteristics has not been found yet. For this purpose, several types of liquid crystal compounds having various characteristics are mixed or non-liquid crystal compounds are mixed for practical use, but it is still not satisfactory.
【０００７】このように混合して用いられるトラン系の
化合物では、４−アルキル−４’−トリフルオロメトキ
シ−トランなどが、Ｐｒｏｃ．Ｓｐｉｅ．Ｉｎｔ．Ｓｏ
ｃ．Ｏｐｔ．Ｅｎｇ１２５７、８４（１９９０）などに
記載されているが、特性を充分に満足させるものではな
かった。Among the tolan compounds used in such a mixture, 4-alkyl-4'-trifluoromethoxy-tolan and the like are described in Proc. Spie. Int. So
c. Opt. Eng 1257, 84 (1990), but did not sufficiently satisfy the characteristics.
【０００８】[0008]
【発明が解決しようとする課題】以上示したように、こ
れまで、液晶組成物については種々検討されているが、
未だ完全と言われるものは見いだされていない。また、
液晶組成物に用いられる化合物は、いずれもその特性に
一長一短があり、さらに液晶表示装置によって、前記要
求される特性の度合いも異なるため、目的に応じた特性
を与える新たな液晶化合物および、液晶添加物の出現が
待ち望まれている。そこで本発明の目的は、液晶組成物
に混合することによって、液晶組成物のＮ−Ｉ点を高く
し、複屈折△ｎを大きくすることのできる新規なトラン
化合物を提供することである。As described above, various studies have been made on liquid crystal compositions.
Nothing has been found to be perfect yet. Also,
Each of the compounds used in the liquid crystal composition has advantages and disadvantages in characteristics, and furthermore, the degree of the required characteristics varies depending on the liquid crystal display device. The emergence of things is awaited. Therefore, an object of the present invention is to provide a novel tolan compound that can increase the NI point of the liquid crystal composition and increase the birefringence Δn by being mixed with the liquid crystal composition.
【０００９】[0009]
【課題を解決するための手段】本発明のトラン化合物は
下記一般式（Ｉ）で表されるものである。The tolan compound of the present invention is represented by the following general formula (I).
【００１０】[0010]
【化２】 Embedded image
【００１１】（ただし、Ｒはアルキル基を表す。）(Where R represents an alkyl group)
【００１２】また、本発明の液晶組成物は、前記一般式
（Ｉ）で表されるトラン化合物を少なくとも一種含有す
るものである。Further, the liquid crystal composition of the present invention contains at least one tolan compound represented by the above general formula (I).
【００１３】また、本発明の液晶表示装置は、前記一般
式（Ｉ）で表されるトラン化合物を、少なくとも一種含
有する液晶組成物を搭載してなる液晶表示装置である。Further, the liquid crystal display device of the present invention is a liquid crystal display device equipped with a liquid crystal composition containing at least one of the tolan compounds represented by the general formula (I).
【００１４】本発明の液晶組成物における、本発明のト
ラン化合物の配合量は他の液晶化合物の種類、配合比等
により、一概に決められるものではないが、一般的に
は、好ましくは１ないし５０重量％、さらに好ましくは
３ないし２０重量％である。Although the amount of the tolan compound of the present invention in the liquid crystal composition of the present invention is not determined unconditionally by the type and the mixing ratio of the other liquid crystal compounds, it is generally preferably 1 to 3. It is 50% by weight, more preferably 3 to 20% by weight.
【００１５】本発明のトラン化合物は、液晶組成物に混
合することによって、液晶組成物のＮ−Ｉ点（ネマティ
ック−等方相転移温度）を高くし、しきい値電圧Ｖthや
粘性ηをそれほど変えることなく、複屈折△ｎを大きく
することのできる優れた化合物である。The tolan compound of the present invention, when mixed with a liquid crystal composition, raises the NI point (nematic-isotropic phase transition temperature) of the liquid crystal composition and significantly reduces the threshold voltage Vth and viscosity η. It is an excellent compound that can increase the birefringence Δn without changing it.
【００１６】また、本発明のトラン化合物は多くの液晶
化合物と混合し、液晶組成物を製造することができる。
本発明のトラン化合物と混合可能な液晶化合物としては
エステル系、シクロヘキシルフェニル系、ビフェニル
系、ピリミジン系、ジオキサン系、トラン系などが挙げ
られる。さらに、これらの液晶化合物を複数混合したも
のに本発明のトラン化合物を混合して用いることもでき
る。Further, the tolan compound of the present invention can be mixed with many liquid crystal compounds to produce a liquid crystal composition.
Examples of the liquid crystal compound that can be mixed with the tolan compound of the present invention include ester, cyclohexylphenyl, biphenyl, pyrimidine, dioxane, and tolan compounds. Further, a mixture of a plurality of these liquid crystal compounds may be mixed with the tolan compound of the present invention.
【００１７】本発明のトラン化合物を含有する液晶組成
物は、上述のように、液晶材料として優れた特性を有
し、またこの液晶組成物を搭載した液晶表示装置は温度
範囲が広く、広い視野角を持つことができる。As described above, the liquid crystal composition containing the tolan compound of the present invention has excellent properties as a liquid crystal material, and a liquid crystal display device equipped with this liquid crystal composition has a wide temperature range and a wide visual field. Can have horns.
【００１８】[0018]
【発明の実施の形態】前述したとおり、本発明のトラン
化合物は前記化２における一般式（Ｉ）で表されるもの
である。一般式（Ｉ）において、Ｒはアルキル基を表す
本発明のトラン化合物の製造方法について、化３に例
を挙げて説明する。BEST MODE FOR CARRYING OUT THE INVENTION As described above, the tolan compound of the present invention is represented by the general formula (I) in Chemical formula 2. In the general formula (I), R represents an alkyl group. The method for producing the tolan compound of the present invention will be described with reference to Chemical Formula 3.
【００１９】まず、置換フェニルアセチレン（ａ）と置
換ブロモベンゼン（ｂ）とを、トリエチルアミン等の存
在下にて反応させ、水洗、乾燥、再結晶することにより
一般式（Ｉ）で表されるトラン化合物を得ることができ
る。First, a substituted phenylacetylene (a) and a substituted bromobenzene (b) are reacted in the presence of triethylamine or the like, washed with water, dried and recrystallized to form a transcript represented by the general formula (I). A compound can be obtained.
【００２０】[0020]
【化３】 Embedded image
【００２１】[0021]
【実施例】以下、実施例を用いて、本発明をさらに具体
的に説明するが、本発明はこれら実施例に何ら限定され
るものではない。また、本実施例における、しきい値電
圧Ｖthは、液晶組成物をセル厚９μｍのＴＮ型液晶表示
装置に搭載して測定した値である。EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. In this example, the threshold voltage Vth is a value measured by mounting the liquid crystal composition on a TN type liquid crystal display device having a cell thickness of 9 μm.
【００２２】（実施例１）４−（４−プロピルシクロヘ
キシル）フェニルアセチレン４０．７ｇに４−トリフル
オロメチル−ブロモベンゼン３３．８ｇ、ビス（トリフ
ェニルフォスフィン）パラジウム（ＩＩ）クロライド
０．１ｇ、ヨウ化銅０．１ｇ、トリフェニルフォスフィ
ン０．８ｇ、トリエチルアミン３００ｍｌを加え、３時
間加熱、撹拌した。反応物を水の中へ注ぎ、塩酸で中和
し、結晶を析出させる。結晶をろ別後、水洗し、真空乾
燥後、酢酸エチルとメタノールの混合溶媒で再結晶を行
い、化４記載の化合物２９ｇを得た。この化合物はネマ
ティック液晶相を有し、Ｃ−Ｎ点（結晶−ネマティック
相転移温度）が１５１℃、Ｎ−Ｉ点が１７０℃であっ
た。また、この化合物の赤外線吸収スペクトルを図１に
示す。Example 1 43.8 g of 4- (4-propylcyclohexyl) phenylacetylene was added to 33.8 g of 4-trifluoromethyl-bromobenzene, 0.1 g of bis (triphenylphosphine) palladium (II) chloride, 0.1 g of copper iodide, 0.8 g of triphenylphosphine, and 300 ml of triethylamine were added, and the mixture was heated and stirred for 3 hours. The reaction is poured into water and neutralized with hydrochloric acid to precipitate crystals. The crystals were separated by filtration, washed with water, dried in vacuo, and recrystallized with a mixed solvent of ethyl acetate and methanol to obtain 29 g of a compound represented by Chemical Formula 4. This compound had a nematic liquid crystal phase, and had a CN point (crystal-nematic phase transition temperature) of 151 ° C. and an NI point of 170 ° C. FIG. 1 shows the infrared absorption spectrum of this compound.
【００２３】[0023]
【化４】 Embedded image
【００２４】（実施例２）市販のネマティック液晶組成
物ＺＬＩ−１１３２（メルク社製）９０重量部に、実施
例１で製造した本発明のトラン化合物を１０重量部加
え、液晶組成物を作製した。この液晶組成物を実施例２
とし、さらにＺＬＩ−１１３２のみからなる液晶組成物
を比較例として、それぞれのＮ−Ｉ点、Δｎ、粘度、Ｖ
thを測定した。その結果を次表に示す。Example 2 To 90 parts by weight of a commercially available nematic liquid crystal composition ZLI-1132 (manufactured by Merck), 10 parts by weight of the tolan compound of the present invention prepared in Example 1 was added to prepare a liquid crystal composition. . This liquid crystal composition was prepared in Example 2.
Further, a liquid crystal composition consisting of only ZLI-1132 was used as a comparative example, and the respective NI points, Δn, viscosity, and V
th was measured. The results are shown in the following table.
【００２５】[0025]
【表１】 [Table 1]
【００２６】実施例２から明らかなように、本発明のト
ラン化合物は、それを含有する液晶組成物の、Ｎ−Ｉ点
を高くし、さらに複屈折△ｎを大きくすることができ
る。As is clear from Example 2, the tolan compound of the present invention can increase the NI point and further increase the birefringence Δn of the liquid crystal composition containing the same.
【００２７】[0027]
【発明の効果】本発明のトラン化合物は、液晶組成物に
混合することによって、液晶組成物のＮ−Ｉ点を高く
し、しきい値電圧Ｖthや粘性をそれほど変えることな
く、複屈折を大きくすることができる。そのため、本発
明のトラン化合物を含有する液晶組成物は液晶材料とし
て優れた特性を有し、またこの液晶組成物を搭載した液
晶表示装置は、温度範囲が広く、広い視野角を持つ。さ
らに、本発明のトラン化合物は種々の化合物との充分な
相互溶解性が得られ、液晶組成物の構成物質として多く
の液晶材料と組み合わせて使用することができ、液晶組
成物の特性改良に有用なものである。The tolan compound of the present invention, when mixed with a liquid crystal composition, raises the NI point of the liquid crystal composition and increases the birefringence without significantly changing the threshold voltage Vth and the viscosity. can do. Therefore, the liquid crystal composition containing the tolan compound of the present invention has excellent characteristics as a liquid crystal material, and a liquid crystal display device equipped with the liquid crystal composition has a wide temperature range and a wide viewing angle. Furthermore, the tolan compound of the present invention has sufficient mutual solubility with various compounds, can be used in combination with many liquid crystal materials as a constituent material of a liquid crystal composition, and is useful for improving characteristics of a liquid crystal composition. It is something.
【図１】本発明のトラン化合物の赤外線吸収スペクトル
を表す図である。FIG. 1 is a diagram showing an infrared absorption spectrum of a tolan compound of the present invention.
Claims (3)
も一種含有する液晶組成物。2. A liquid crystal composition comprising at least one tolan compound according to claim 1.
も一種含有する液晶組成物を搭載してなる液晶表示装
置。3. A liquid crystal display device comprising a liquid crystal composition containing at least one of the tolan compounds according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001026285A JP2002226412A (en) | 2001-02-02 | 2001-02-02 | Tolan compound, liquid crystal composition comprising the same and liquid crystal display |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001026285A JP2002226412A (en) | 2001-02-02 | 2001-02-02 | Tolan compound, liquid crystal composition comprising the same and liquid crystal display |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2002226412A true JP2002226412A (en) | 2002-08-14 |
Family
ID=18891125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2001026285A Pending JP2002226412A (en) | 2001-02-02 | 2001-02-02 | Tolan compound, liquid crystal composition comprising the same and liquid crystal display |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003089678A (en) * | 2001-09-19 | 2003-03-28 | Citizen Watch Co Ltd | Ester compound and liquid crystal composition comprising the same |
| CN115141634A (en) * | 2021-03-31 | 2022-10-04 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element comprising same and liquid crystal display |
| CN115141635A (en) * | 2021-03-31 | 2022-10-04 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element or liquid crystal display comprising same |
| CN115181577A (en) * | 2021-04-01 | 2022-10-14 | 石家庄诚志永华显示材料有限公司 | Positive dielectric anisotropy liquid crystal composition, liquid crystal display element or liquid crystal display |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000129261A (en) * | 1998-08-18 | 2000-05-09 | Minolta Co Ltd | Liquid crystal composition and liquid crystal photo modulation element |
-
2001
- 2001-02-02 JP JP2001026285A patent/JP2002226412A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000129261A (en) * | 1998-08-18 | 2000-05-09 | Minolta Co Ltd | Liquid crystal composition and liquid crystal photo modulation element |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003089678A (en) * | 2001-09-19 | 2003-03-28 | Citizen Watch Co Ltd | Ester compound and liquid crystal composition comprising the same |
| CN115141634A (en) * | 2021-03-31 | 2022-10-04 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element comprising same and liquid crystal display |
| CN115141635A (en) * | 2021-03-31 | 2022-10-04 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element or liquid crystal display comprising same |
| CN115141635B (en) * | 2021-03-31 | 2025-07-18 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element or liquid crystal display comprising same |
| CN115181577A (en) * | 2021-04-01 | 2022-10-14 | 石家庄诚志永华显示材料有限公司 | Positive dielectric anisotropy liquid crystal composition, liquid crystal display element or liquid crystal display |
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