JPS58210046A - 3-alpha,alpha,alpha-trifluoromethylbenzoic acid 4-(trans-4'- alkylcyclohexyl)phenyl ester - Google Patents
3-alpha,alpha,alpha-trifluoromethylbenzoic acid 4-(trans-4'- alkylcyclohexyl)phenyl esterInfo
- Publication number
- JPS58210046A JPS58210046A JP9374582A JP9374582A JPS58210046A JP S58210046 A JPS58210046 A JP S58210046A JP 9374582 A JP9374582 A JP 9374582A JP 9374582 A JP9374582 A JP 9374582A JP S58210046 A JPS58210046 A JP S58210046A
- Authority
- JP
- Japan
- Prior art keywords
- alpha
- trans
- alkylcyclohexyl
- phenyl ester
- trifluoromethylbenzoic acid
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
不発IMは弱い負の011(異方性を持ち、かつ低粘性
の新規な含フツソ液晶化合物及びそれを含有する液晶組
成物に関する。DETAILED DESCRIPTION OF THE INVENTION The misfire IM relates to a novel fluorine-containing liquid crystal compound having weak negative 011 (anisotropy and low viscosity) and a liquid crystal composition containing the same.
液晶表示素子は液晶物質が有する光学異方性及び訪電異
方性を利用したものであるが、その表示方式にはTN型
(ねじれネマチック型)、DB型(動的散乱型)、ゲス
ト・ホス)W、DAP型、ホワイト・ティラー型など各
種の方式であり、それぞれの方式により使用される液晶
物質に要求される性質も異る。例えば表示素子の棟類に
よって、液晶物質として誘電異方性△eが正のものを必
要としたり、負のものを必要としたり、或はその中間的
な値のものが適したりする。しかしいずれにしても使用
される液品物′辺はできるだけ広い温度範囲で液晶相を
示し、又水分、熱、空気、光などに対して安定である必
要がある。現在のところ単一化合物でこの様な条件をす
べて満たすものはなく、数種の数品化合物や非液晶化合
物を混合して一応実用に耐えるものを得ているのが現状
である。Liquid crystal display elements utilize the optical anisotropy and electrical anisotropy of liquid crystal materials, and their display methods include TN type (twisted nematic type), DB type (dynamic scattering type), and guest/electronic scattering type. There are various types such as Hoss) W, DAP type, and White Tiller type, and each type requires different properties of the liquid crystal material used. For example, depending on the structure of the display element, a liquid crystal material with a positive or negative dielectric anisotropy Δe may be required, or a material with an intermediate value may be suitable. However, in any case, the liquid product used must exhibit a liquid crystal phase over as wide a temperature range as possible, and must be stable against moisture, heat, air, light, etc. At present, there is no single compound that satisfies all of these conditions, and the current state of affairs is to mix several kinds of compounds and non-liquid crystal compounds to obtain something that can be put to practical use.
一般にΔδの大きな化合物で構成されている液晶組成物
に△eの絶対値の小さな化合物を添加することにより、
低温での結晶の析出を防止できることが判っている。By adding a compound with a small absolute value of Δe to a liquid crystal composition that is generally composed of a compound with a large Δδ,
It has been found that crystal precipitation can be prevented at low temperatures.
本発明はこのような目的に使用して有用な弱い負のhw
異方性を持つ新規な含フツソ液晶化合物を提供するもの
である。The present invention provides a weak negative hw that is useful for such purposes.
The present invention provides a novel fluorine-containing liquid crystal compound having anisotropy.
即ち、本発明は一般式
(上式中Rは炭素数1〜10のアルギル基を示す)
で表わされる3−α、α、α−トリフルオpメチル女、
N4M−)ランス−4〜(トラ7スー4’−アルキルシ
クロヘキシル)フェニルエステル及びそれを含有する液
晶組成物である。That is, the present invention provides 3-α,α,α-trifluoro p-methyl expressed by the general formula (in the above formula, R represents an argyl group having 1 to 10 carbon atoms);
N4M-) lance-4-(tra7-4'-alkylcyclohexyl) phenyl ester and a liquid crystal composition containing the same.
本発明の化合物は55℃前後のスメクチック−透明点又
は融点を持ち、誘電異方性値Δeは−0,5程度と小さ
く、又低粘性であり、液晶組成物の一成分として有用な
ものである。The compound of the present invention has a smectic clearing point or melting point of around 55°C, a small dielectric anisotropy value Δe of about -0.5, and a low viscosity, making it useful as a component of a liquid crystal composition. be.
次に本発明の化合物の製造法について述べる。Next, a method for producing the compound of the present invention will be described.
3−α、α、α−トリフルオロ安息香酸クロリドをピリ
ジン存在下、トランス−4−(トランス−4′−アルキ
ルシクロヘキシル)フェノールと反応すれば、3−α、
α、α−トリフルオロ安息香酸−トランス−4−(トラ
ンス−4′−アルキルシクロヘキシル)フェニルエステ
ルカ化られる。これを化学式で示すと、
(1)
(上式中Rは炭素数1〜10のアルキル基を示す)以下
実施例及応用例により本発明の化合物につき更に詳細に
説明する。If 3-α,α,α-trifluorobenzoic acid chloride is reacted with trans-4-(trans-4′-alkylcyclohexyl)phenol in the presence of pyridine, 3-α,
α,α-Trifluorobenzoic acid-trans-4-(trans-4'-alkylcyclohexyl)phenyl ester is converted into ester. This is represented by a chemical formula: (1) (In the above formula, R represents an alkyl group having 1 to 10 carbon atoms) The compound of the present invention will be explained in more detail with reference to Examples and Application Examples below.
実施例1〔3−α、α、α−トリフルオロ安息香酸−ト
ランス−4−(トランス−4′−ヘフf−Aシクロヘキ
シル)フェニルエステルの製造〕
トランス−4−(ト7ンスー4′−へブチルシクロヘキ
シル)フェノール2.8 ? (fつ、01モル)をピ
リジン50−に溶かし、そこへ3−α、α。Example 1 [Production of 3-α,α,α-trifluorobenzoic acid-trans-4-(trans-4′-hef-f-Acyclohexyl)phenyl ester] Butylcyclohexyl)phenol 2.8? (f, 01 mol) was dissolved in pyridine 50-, and 3-α, α was added thereto.
α−トリフルオロ安息香酸クロリド2.1f(0,0]
−モル)を加え、よく撹拌してから一晩放置スる。トル
エン100−を加え、トルエン層を5N−HOJ、つい
で2N−NaOH溶液、ライで水で中性になるまでトル
エン層を洗う。無水硫酸ナトリウムで乾燥後、減圧でト
ルエンを留去し、残った結晶をエタノール20−で再結
晶すると目的の3−α、α、α−トリフルオロ安息香酸
)5ンスー4−()ランス−4′−へブチルシクロヘキ
シル)フェニルエステルカテキタ。α-Trifluorobenzoic acid chloride 2.1f (0,0]
-mol), stir well and leave overnight. Add 100% of toluene and wash the toluene layer with 5N HOJ, then 2N NaOH solution, and water until neutral. After drying over anhydrous sodium sulfate, toluene was distilled off under reduced pressure, and the remaining crystals were recrystallized with ethanol 20- to give the desired 3-α,α,α-trifluorobenzoic acid)5-4-()lance-4. '-Hebutylcyclohexyl) phenyl ester catechta.
収量2.591収率56チで、その融点は87.7〜8
8.5℃、スメクチック−透明点(S−I点)は56.
4℃であった。Yield: 2.591 Yield: 56 cm, melting point: 87.7-8
At 8.5°C, the smectic clearing point (S-I point) is 56.
The temperature was 4°C.
上記においてトランス−4−(hランス−4′−へブチ
ルシクロヘキシル)フェノールの代りに第1表に示す他
のアルキル基を有するトランX−4−()ランス−4′
−アルキルシクロヘキシル)フェノールを使用し、他の
操作は全く同様にして目的の化合物を製造した。これら
の結果を先の結果と共に第1表に示す。In the above, trans-4-(htrans-4'-hebutylcyclohexyl)phenol is replaced by trans-X-4-()trans-4' having another alkyl group shown in Table 1.
-alkylcyclohexyl)phenol, and the other operations were exactly the same to produce the target compound. These results are shown in Table 1 along with the previous results.
第 1 表
実施例2(応用例)
4−ベンチルー4′−シアノビフェニル 45チ・1−
へブチル−4′−シアノビフェニル 299b4−オク
チルオキシ−4′−シアノビフェニル15≠
4−ベンチルー4′−シアノターフェニル 11%なる
組成の成品混合物のネマチック−透明点(N−1点)は
63℃、粘度は20℃で48Cpである。この組成物9
5部に3−α、α、α−トリフルオロ安息香酸−トラン
ス−4−()ランス−4′−へブチルシクロヘキシル)
フェニルエステル5部を加えて得られる液晶混合物のN
−1点は58℃、粘度は20℃で45cpとなった。Table 1 Example 2 (Application example) 4-benzene 4'-cyanobiphenyl 45thi·1-
Hebutyl-4'-cyanobiphenyl 299b 4-octyloxy-4'-cyanobiphenyl 15≠ 4-Benchyl-4'-cyanoterphenyl The nematic clearing point (N-1 point) of a product mixture with a composition of 11% is 63°C , the viscosity is 48 Cp at 20°C. This composition 9
5 parts of 3-α,α,α-trifluorobenzoic acid-trans-4-()trans-4′-hebutylcyclohexyl)
N of the liquid crystal mixture obtained by adding 5 parts of phenyl ester
The -1 point was 58°C, and the viscosity was 45 cp at 20°C.
以 上 257−that's all 257-
Claims (2)
香酸−4−()ランス−4′−アルキルシクロヘキシル
)フェニルエステル。(1) 3-α,α,α-trifluoromethylbenzoic acid-4-() lance-4'-alkylcyclohexyl represented by the general formula (in the above formula, R represents an alkyl group having 1 to 10 carbon atoms) ) Phenyl ester.
香酸−4−()ランス−4′−アルキルシクロヘキシル
)フェニルエステルヲ少なくとも1成分含むことを特徴
とする液晶組成物。(2) 3-α,α,α-trifluoromethylbenzoic acid-4-() lance-4'-alkylcyclohexyl represented by the general formula (in the above formula, R represents an alkyl group having 1 to 10 carbon atoms) ) A liquid crystal composition comprising at least one component of phenyl ester.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9374582A JPS58210046A (en) | 1982-06-01 | 1982-06-01 | 3-alpha,alpha,alpha-trifluoromethylbenzoic acid 4-(trans-4'- alkylcyclohexyl)phenyl ester |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9374582A JPS58210046A (en) | 1982-06-01 | 1982-06-01 | 3-alpha,alpha,alpha-trifluoromethylbenzoic acid 4-(trans-4'- alkylcyclohexyl)phenyl ester |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS58210046A true JPS58210046A (en) | 1983-12-07 |
Family
ID=14090952
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9374582A Pending JPS58210046A (en) | 1982-06-01 | 1982-06-01 | 3-alpha,alpha,alpha-trifluoromethylbenzoic acid 4-(trans-4'- alkylcyclohexyl)phenyl ester |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS58210046A (en) |
-
1982
- 1982-06-01 JP JP9374582A patent/JPS58210046A/en active Pending
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