JPS63267765A - Liquid crystal cyanopyrazine derivative - Google Patents
Liquid crystal cyanopyrazine derivativeInfo
- Publication number
- JPS63267765A JPS63267765A JP9865487A JP9865487A JPS63267765A JP S63267765 A JPS63267765 A JP S63267765A JP 9865487 A JP9865487 A JP 9865487A JP 9865487 A JP9865487 A JP 9865487A JP S63267765 A JPS63267765 A JP S63267765A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- pyrazine
- cyano
- formula
- derivative
- 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 25
- PMSVVUSIPKHUMT-UHFFFAOYSA-N cyanopyrazine Chemical class N#CC1=CN=CC=N1 PMSVVUSIPKHUMT-UHFFFAOYSA-N 0.000 title claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000005916 2-methylpentyl group Chemical group 0.000 claims description 3
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 claims description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 abstract description 16
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 239000000203 mixture Substances 0.000 abstract description 10
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 abstract description 8
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 abstract description 3
- 150000003983 crown ethers Chemical class 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- -1 n-decyl Chemical group 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- NVIUQLTVQRPTAW-UHFFFAOYSA-N 4-(5-hexylpyrazin-2-yl)benzonitrile Chemical compound C1=NC(CCCCCC)=CN=C1C1=CC=C(C#N)C=C1 NVIUQLTVQRPTAW-UHFFFAOYSA-N 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- GELVZYOEQVJIRR-UHFFFAOYSA-N 2-chloropyrazine Chemical class ClC1=CN=CC=N1 GELVZYOEQVJIRR-UHFFFAOYSA-N 0.000 description 1
- 125000003469 3-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- FRPTVBMFZHOJAC-UHFFFAOYSA-N 4-pyrazin-2-ylbenzonitrile Chemical compound C1=CC(C#N)=CC=C1C1=CN=CC=N1 FRPTVBMFZHOJAC-UHFFFAOYSA-N 0.000 description 1
- NGRFOASSUAWCEO-UHFFFAOYSA-N 5-(4-decoxyphenyl)pyrazine-2-carbonitrile Chemical compound C1=CC(OCCCCCCCCCC)=CC=C1C1=CN=C(C#N)C=N1 NGRFOASSUAWCEO-UHFFFAOYSA-N 0.000 description 1
- IKHMFZJVURCZAU-UHFFFAOYSA-N 5-(4-dodecoxyphenyl)pyrazine-2-carbonitrile Chemical compound C1=CC(OCCCCCCCCCCCC)=CC=C1C1=CN=C(C#N)C=N1 IKHMFZJVURCZAU-UHFFFAOYSA-N 0.000 description 1
- RZBSEGBMCJSSPZ-WGSAOQKQSA-N C1=CC(OCCCCC)=CC=C1OC(=O)[C@@H]1CC[C@@H](CCCC)CC1 Chemical compound C1=CC(OCCCCC)=CC=C1OC(=O)[C@@H]1CC[C@@H](CCCC)CC1 RZBSEGBMCJSSPZ-WGSAOQKQSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は、新規な液晶性シアノピラジン誘導体に関する
もので、本発明のピラジン誘導体は、液晶組成物の成分
として使用することができる。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a novel liquid crystalline cyanopyrazine derivative, and the pyrazine derivative of the present invention can be used as a component of a liquid crystal composition.
［従来の技術］
近年、表示方法として、液晶表示（ＬＣＤ）が盛んに用
いられるようになった。[Prior Art] In recent years, liquid crystal displays (LCDs) have been widely used as a display method.
この液晶表示用の液晶としては、熱、光および水分等に
対して安定であり、室温を中心とした広い温度範囲で液
晶相を示し、適度なしきい電圧、飽和電圧を有し、応答
速度が速いこと等が要求され、従来、断る要求を満たす
ために種々の液晶性化合物や非液晶性化合物を適宜混合
して得られる液晶組成物が使用されている。The liquid crystal for this liquid crystal display is stable against heat, light, moisture, etc., exhibits a liquid crystal phase over a wide temperature range centered on room temperature, has an appropriate threshold voltage and saturation voltage, and has a high response speed. High speed is required, and liquid crystal compositions obtained by suitably mixing various liquid crystal compounds and non-liquid crystal compounds have conventionally been used to meet these demands.
［発明が解決しようとする問題点］
従来の液晶組成物は、しきい電圧、電圧−透過率特性の
急峻度等の液晶として要求される性能を十分に満足し得
るものではない。[Problems to be Solved by the Invention] Conventional liquid crystal compositions cannot fully satisfy the performance required for liquid crystals, such as threshold voltage and steepness of voltage-transmittance characteristics.
［問題点を解決するための手段］
本発明は、液晶組成物に用いられる化合物として一般式
（１）
（式中、Ｒは炭素数１〜１２のアルキル基を示す）で表
される液晶性シアノピラジン誘導体を提供することによ
り前記目的を達成したものである。[Means for Solving the Problems] The present invention provides a liquid crystal compound represented by general formula (1) (wherein R represents an alkyl group having 1 to 12 carbon atoms) as a compound used in a liquid crystal composition. The above object has been achieved by providing a cyanopyrazine derivative.
本発明の化合物は、その多くが、高い液晶性を示し、且
つ、無色で熱心光に対しても安定である。Most of the compounds of the present invention exhibit high liquid crystallinity, are colorless, and are stable even to intense light.
また、式（１）において、Ｒが分校状アルキル基の場合
は、Ｒが直鎖のものに比べて透明点が低下するが、融点
、特に凝固点が大きく低下するため他の液晶との相溶性
がより良くなる。本発明の化合物は、他の液晶性化合物
や非液晶性化合物と適宜混合して、液晶組成物のしきい
電圧を下げる目的に使用することができる。In addition, in formula (1), when R is a branched alkyl group, the clearing point is lower than when R is a straight chain, but the melting point, especially the freezing point, is greatly lowered, making it difficult to compatibility with other liquid crystals. becomes better. The compound of the present invention can be appropriately mixed with other liquid crystal compounds or non-liquid crystal compounds and used for the purpose of lowering the threshold voltage of a liquid crystal composition.
前記一般式（Ｉ＞で表される本発明のシアノピラジン誘
導体において、Ｒで示される炭素数１〜１２のアルキル
基としては、メチル、エチル、ｎ−プロピル、ｎ−ブチ
ル１、ｎ−ペンチル、ｎ−ヘキシル、ｎ−ヘプチル、ｎ
−オクチル、ｎ−）ニル、ｎ−デシル、ｎ−ウンデシル
およびｎ−ドデシルのような直鎖状アルキル基、および
、２−メチルブチル、３−メチルブチル、２−メチルペ
ンチル、３−メチルペンチル、２−メチルヘキシル、３
−メチルヘキシル、４−メチルヘキシル、および３，７
−シメチルオクチルのような光学活性または非光学活性
（ラセミの場合を含む）な分枝鎖状アルキル基を挙げる
ことができる。In the cyanopyrazine derivative of the present invention represented by the general formula (I>), the alkyl group having 1 to 12 carbon atoms represented by R includes methyl, ethyl, n-propyl, n-butyl 1, n-pentyl, n-hexyl, n-heptyl, n
linear alkyl groups such as -octyl, n-)nyl, n-decyl, n-undecyl and n-dodecyl, and 2-methylbutyl, 3-methylbutyl, 2-methylpentyl, 3-methylpentyl, 2- Methylhexyl, 3
-methylhexyl, 4-methylhexyl, and 3,7
Examples include optically active or non-optically active (including racemic) branched alkyl groups such as -dimethyloctyl.
特に、２−メチルペンチル、２−メチルヘキシルの場合
が好ましい。Particularly preferred are 2-methylpentyl and 2-methylhexyl.
本発明の液晶性シアノピラジン誘導体は、例えば以下の
方法によって製造することができる。The liquid crystalline cyanopyrazine derivative of the present invention can be produced, for example, by the following method.
すなわち、特開昭６１−１２９１７１号公報に記載の方
法に準じて得られる２−クロロ−５−（ｐ−アルコキシ
フェニル）ピラジンをクラウンエーテルの存在下にシア
ン化カリウムと反応させて目的のシアノピラジン誘導体
を得ることができる。That is, 2-chloro-5-(p-alkoxyphenyl)pyrazine obtained according to the method described in JP-A-61-129171 is reacted with potassium cyanide in the presence of crown ether to obtain the desired cyanopyrazine derivative. Obtainable.
［実施例］
以下に実施例および使用例により本発明をざらに詳しく
説明する。[Examples] The present invention will be explained in detail below using Examples and Usage Examples.
実施例１
２−シアノ−５−（オクチルオキシフェニル）ピラジン
の製造
２−クロロ−５−（オクチルオキシフェニル）ピラジン
２．２０９、シアン化カリウム１，３５９．１８−クラ
ウン−６，１，２０ｇをアセトニトリル３ｄ中に加えて
、１４時間遠流加熱した。Example 1 Production of 2-cyano-5-(octyloxyphenyl)pyrazine 2.209 g of 2-chloro-5-(octyloxyphenyl)pyrazine and 1,359.18-crown-6,1,20 g of potassium cyanide were dissolved in 3 d of acetonitrile. The mixture was then heated with distant current for 14 hours.
冷後水５０７！に注ぎ、エーテル（５０Ｉ１１１Ｘ３）
で抽出した。エーテル液を水洗（５０ｄＸ２＞後、無水
硫酸マグネシウムで乾燥した。溶媒留去後、１醪られた
固イ本をシリカゲルカラムクロマトグラフィーにかけて
［展開液：エーテル（２〜３％）−ヘキサン］、１．０
４ｇの目的物を得た。メタノールから再結品後、さらに
ヘキサンから再結晶して０．８１の２−シアノ−５−′
＠（ｐ−オクチルオキシフェニル）ピラジンを得た。Cold water 507! Pour into ether (50I111X3)
Extracted with. The ether solution was washed with water (50 dX2) and then dried over anhydrous magnesium sulfate. After distilling off the solvent, the solidified solids were subjected to silica gel column chromatography [Developing solution: ether (2-3%)-hexane], 1 .0
4 g of the target product was obtained. After recrystallization from methanol and further recrystallization from hexane, 2-cyano-5-' of 0.81
@(p-octyloxyphenyl)pyrazine was obtained.
ｍｐ ８１〜２℃、ｃｐ （Ｓ−■＞１０７°Ｃ１ｆｐ
７６℃。mp 81~2℃, cp (S-■>107℃1fp
76℃.
ＩＲ（ＫＢｒ＞ ：２９０５．２８４０．２２１０．１
５９５．１５５０，１５００，１４５５．１３３０．１
３１０．１２６０．１２４０．１１６０．１０３５．１
０１０．９９０．８３０Ｃｍ−１゜ＮＭＲ（ＣＤＣＮ
３）：０．８９ （３Ｈ，ｔ、Ｊ＝７Ｈｚ＞、１．１−
１．６ （１０Ｈ） 、１．８３ （２Ｈ，ｍ＞ 、４
．０４ （２Ｈ，ｔ、Ｊ＝４Ｈｚ＞、７．０４ （２Ｈ
，ｄ、Ｊ＝９Ｈｚ＞、８゜０６ （２Ｈ，ｄ、Ｊ＝９Ｈ
ｚ）、８．８６ （１Ｈ１ｄ、Ｊ＝１Ｈｚ＞、９．０７
（１Ｈ，ｄ、Ｊ＝１Ｈｚ＞ｐｐｍ。IR(KBr> :2905.2840.2210.1
595.1550, 1500, 1455.1330.1
310.1260.1240.1160.1035.1
010.990.830Cm-1°NMR (CDCN
3): 0.89 (3H, t, J=7Hz>, 1.1-
1.6 (10H), 1.83 (2H, m>, 4
．． 04 (2H, t, J=4Hz>, 7.04 (2H
, d, J=9Hz>, 8°06 (2H, d, J=9H
z), 8.86 (1H1d, J=1Hz>, 9.07
(1H, d, J=1Hz>ppm.
元素分析 Ｃ（％） Ｈ（％） Ｎ（％）実測値
７４．４５７．６１１３．６７
Ｃ１９Ｈ２３Ｎ３０トＬＴ（７）計Ｗｆｉａ７３．７４
７．５０ １３．５９
実施例１と全く同様に、相当する２−クロロピラジン誘
導体奪シアン化することにより次の化合物が得られる。Elemental analysis C (%) H (%) N (%) Actual value 74.457.6113.67 C19H23N30 LT (7) Total Wfia 73.74
7.50 13.59 In exactly the same manner as in Example 1, the following compound is obtained by decyanating the corresponding 2-chloropyrazine derivative.
２−シアノ−５−（ｐ−ブトキシフェニル）ピラジン：
２−シアノ−５−（ｐ−ペンチルオキシフェニル）ピラ
ジン；２−シアノ−５−（ｐ−へキシルオキシフェニル
）ピラジン＝２−シアノ−５−（ｐ−へブチルオキシフ
ェニル）ピラジンｍｐ８．５〜６℃、Ｓ−Ｎ １００
．５℃、ＣＰ （ＮＩ＞１０１℃、’ｆ’ｐａｉ℃。2-cyano-5-(p-butoxyphenyl)pyrazine:
2-cyano-5-(p-pentyloxyphenyl)pyrazine; 2-cyano-5-(p-hexyloxyphenyl)pyrazine = 2-cyano-5-(p-hebutyloxyphenyl)pyrazine mp8.5~ 6℃, S-N 100
．． 5°C, CP (NI>101°C, 'f'pai°C.
２−シアノ−５−（ｐ−ノニルオキシフェニル）ピラジ
ン；２−シアノ−５−（ｐ−デシルオキシフェニル）ピ
ラジン；２−シアノ−５−（ｐ−ドデシルオキシフェニ
ル）ピラジン：２−シアノ−５−［ｐ−（２−メチルブ
トキシ）フェニル］ピラジン：２−シアノ−５−［ｐ−
（３−メチルブトキシ）フェニル］ピラジン＝２−シア
ノ−５−［ｐ−（２−メチルペンチルオキシ）フェニル
］ピラジンｍｐ６４〜５℃、ｃｐ （ＳＩ）７２°Ｃ１
ｆｐ４０℃。2-cyano-5-(p-nonyloxyphenyl)pyrazine; 2-cyano-5-(p-decyloxyphenyl)pyrazine; 2-cyano-5-(p-dodecyloxyphenyl)pyrazine: 2-cyano-5 -[p-(2-methylbutoxy)phenyl]pyrazine: 2-cyano-5-[p-
(3-Methylbutoxy)phenyl]pyrazine = 2-cyano-5-[p-(2-methylpentyloxy)phenyl]pyrazine mp64-5℃, cp (SI) 72°C1
fp40℃.
２−シアノ−５−［ｐ−（３−メチルペンチルオキシ）
フェニルコピラジン：２−シアノ−５−［ｐ−（２−メ
チルへキシルオキシ）フェニル］ピラジン；２−シアノ
−５−［ｐ−（３，７−シメチルオエクチルオキシ）フ
ェニル］ピラジン混合例
２−シアノ−５−［ｐ−メチルペンチルオキシ）フェニ
ル］ピラジン ６３部と２−ヘキシル−５−（ｐ−シア
ノフェニル）ピラジン［ｍｐ７０〜７１℃、Ｃｐ（ＮＩ
＞５６℃、ｆｐ４８℃］３−７部からなる混合物は、ｍ
ｐ５５〜６℃、ＣＩ） （ＮＩ＞５０〜２°Ｃ，ｆｐ３
２℃を示す。2-cyano-5-[p-(3-methylpentyloxy)
Phenylcopyrazine: 2-cyano-5-[p-(2-methylhexyloxy)phenyl]pyrazine; 2-cyano-5-[p-(3,7-dimethyloectyloxy)phenyl]pyrazine Mixing Example 2 -cyano-5-[p-methylpentyloxy)phenyl]pyrazine 63 parts and 2-hexyl-5-(p-cyanophenyl)pyrazine [mp70-71°C, Cp(NI
>56°C, fp48°C] 3-7 parts m
p55~6℃, CI) (NI>50~2℃, fp3
Indicates 2°C.
２−シアノ−５−［ｐ−メチルペンチルオキシ）フェニ
ル］ピラジン７４部と２−ヘキシル−５−（ｐ−シアノ
フェニル）ピラジン２６部からなる混合物はｍｐ５３〜
５℃、Ｃｐ（ＮＩ）５６〜８℃、ｆｐ３０℃を示す。A mixture consisting of 74 parts of 2-cyano-5-[p-methylpentyloxy)phenyl]pyrazine and 26 parts of 2-hexyl-5-(p-cyanophenyl)pyrazine has an mp53~
5°C, Cp (NI) 56-8°C, fp 30°C.
ｐ−エトキシフェニル−トランス−４−プロピルシクロ
ヘキサンカルボキシラー８１フ部、ｐ−ブトキシフェニ
ル−トランス−４−プロビルシクロヘキサン力ルポキシ
ラート１１部、ｐ−ペンチルオキシフェニル−トランス
−４−プロビルシクロヘキサンカルホキシラー８１５部
、ｐ−プロポキシフェニル−トランス−４−ベンチルシ
クロヘキサンカルホキシラー８１５部、ｐ−ペンチルオ
キシフェニル＝トランス−４−プチルシクロヘキサンカ
ンボキシラート１５部、ｐ−ペンチルオキシフェニル−
トランス−４−ペンチルシクロヘキサンカルホキシラー
８１１部、２−シアノ−５−［ｐ−（２−メチルペンチ
ルオキシ）フェニル］ピラジン１２部、２−へキシル−
５−（ｐ−シアノフェニル）ピラジン４部からなる混合
物はｍｐ−２５°Ｃ，Ｃｐ６９℃、ｆｐ−３０℃以下を
示す。81 parts of p-ethoxyphenyl-trans-4-propylcyclohexanecarboxyler, 11 parts of p-butoxyphenyl-trans-4-propylcyclohexanecarboxylate, p-pentyloxyphenyl-trans-4-propylcyclohexanecarboxyler 815 parts, p-propoxyphenyl-trans-4-bentylcyclohexane carboxyl 815 parts, p-pentyloxyphenyl trans-4-butylcyclohexane carboxylate 15 parts, p-pentyloxyphenyl-
811 parts of trans-4-pentylcyclohexanecarboxyl, 12 parts of 2-cyano-5-[p-(2-methylpentyloxy)phenyl]pyrazine, 2-hexyl-
A mixture consisting of 4 parts of 5-(p-cyanophenyl)pyrazine exhibits mp -25°C, Cp 69°C, and fp -30°C or less.
［発明の効果］
本発明により提供されるシアノピラジン誘導体は、他の
液晶性化合物と混合することにより適当なしきい電圧と
、適当な液晶温度範囲を有する液晶組成物を提供するこ
とができる。[Effects of the Invention] The cyanopyrazine derivative provided by the present invention can provide a liquid crystal composition having an appropriate threshold voltage and an appropriate liquid crystal temperature range by mixing with other liquid crystal compounds.
Claims (3)
表される液晶性シアノピラジン誘導体。(1) Liquid crystalline cyanopyrazine derivative represented by the general formula (I) ▲Mathematical formula, chemical formula, table, etc.▼(I) (In the formula, R represents an alkyl group having 1 to 12 carbon atoms).
直鎖アルキル基であることを特徴とする特許請求の範囲
第１項記載の液晶性シアノピラジン誘導体。(2) The liquid crystalline cyanopyrazine derivative according to claim 1, wherein in the above formula (I), R is a linear alkyl group having 5 to 10 carbon atoms.
基、３−メチルブチル基、２−メチルペンチル基あるい
は２−メチルヘキシル基であることを特徴とする特許請
求の範囲第１項記載の液晶性シアノピラジン誘導体。(3) The liquid crystal according to claim 1, wherein in the above formula (I), R is a 2-methylbutyl group, 3-methylbutyl group, 2-methylpentyl group, or 2-methylhexyl group. Cyanopyrazine derivative.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9865487A JPS63267765A (en) | 1987-04-23 | 1987-04-23 | Liquid crystal cyanopyrazine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9865487A JPS63267765A (en) | 1987-04-23 | 1987-04-23 | Liquid crystal cyanopyrazine derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63267765A true JPS63267765A (en) | 1988-11-04 |
Family
ID=14225495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9865487A Pending JPS63267765A (en) | 1987-04-23 | 1987-04-23 | Liquid crystal cyanopyrazine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63267765A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989004308A1 (en) * | 1987-11-12 | 1989-05-18 | Terumo Kabushiki Kaisha | Pyrazine derivatives and medicinal preparation containing same |
-
1987
- 1987-04-23 JP JP9865487A patent/JPS63267765A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989004308A1 (en) * | 1987-11-12 | 1989-05-18 | Terumo Kabushiki Kaisha | Pyrazine derivatives and medicinal preparation containing same |
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