JPS5943504B2 - liquid crystal mixture - Google Patents
liquid crystal mixtureInfo
- Publication number
- JPS5943504B2 JPS5943504B2 JP6458575A JP6458575A JPS5943504B2 JP S5943504 B2 JPS5943504 B2 JP S5943504B2 JP 6458575 A JP6458575 A JP 6458575A JP 6458575 A JP6458575 A JP 6458575A JP S5943504 B2 JPS5943504 B2 JP S5943504B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- liquid
- liquid crystals
- crystals
- crystal mixture
- 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.)
- Expired
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 60
- 239000000203 mixture Substances 0.000 title claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- 239000012769 display material Substances 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- 239000004988 Nematic liquid crystal Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- -1 azoxy compound Chemical class 0.000 description 2
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000005669 field effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Description
【発明の詳細な説明】
本発明は新規液晶化合物、および液晶混合物に係わり、
さらに詳しくは一般式がＲＯ゜ＣＯＯＯＣＯＯ〇ＣＮ（
Ｒは炭素数３〜１０の直鎖アルキル基を示す）で表わさ
れる液晶化合物と他の液晶化合物からなる液晶混合物に
関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to novel liquid crystal compounds and liquid crystal mixtures,
For more details, the general formula is RO゜COOOOCOO〇CN(
R represents a straight-chain alkyl group having 3 to 10 carbon atoms) and another liquid crystal compound.
近年、エレクトロニクス技術等の進歩により低電圧で駆
動でき、かつ安価な表示材料が要求されている。この要
求を満たす表示材料として現在液晶が注目されており、
すでに一部の商品には液晶が使用されている。この注目
されている液晶は有機化合物よりなるが、一般の有機化
合物が結晶→液体と相変化するのに対して、液晶は結晶
から直接液体に変化しないで、この間に液体の持つ流動
性と結晶の持つ複屈折性を併せ持つ相を示す。このよう
な性質を有す液晶は液晶分子の配向の違いにより、ネマ
チーツク液晶、スメクチツク液晶、コレステツク液晶に
分けられる。現在、表示材料として主に使用されている
液晶はネマチツク液晶である。In recent years, advances in electronics technology have created a demand for inexpensive display materials that can be driven at low voltages. Liquid crystals are currently attracting attention as a display material that meets this demand.
Liquid crystals are already being used in some products. The liquid crystals that are attracting attention are made of organic compounds, but while ordinary organic compounds undergo a phase change from crystal to liquid, liquid crystals do not directly change from crystal to liquid; Indicates a phase that also has birefringence. Liquid crystals having such properties are classified into nematic liquid crystals, smectic liquid crystals, and cholestect liquid crystals, depending on the orientation of liquid crystal molecules. Currently, the liquid crystal mainly used as a display material is a nematic liquid crystal.
このネマチツク液晶を用いた表示方式には光散乱方式と
電界効果型方式の二種類がある。本発明の液晶化合物は
電界効果型方式に用いられるネマチツク液晶である。さ
て、液晶は表示材料として非常に有望であるが、液晶が
表示材料として用いられるためには次のようなことが要
求される。１ 液晶温度範囲が広いこと。There are two types of display systems using this nematic liquid crystal: a light scattering system and a field effect system. The liquid crystal compound of the present invention is a nematic liquid crystal used in a field effect system. Now, liquid crystal is very promising as a display material, but the following requirements are required for liquid crystal to be used as a display material. 1. Wide liquid crystal temperature range.
２ 液晶が化学的に安定であり、熱、光、酸素等により
分解しないこと。2. Liquid crystals are chemically stable and do not decompose due to heat, light, oxygen, etc.
このようなことが液晶材料には要求されるが、従来の液
晶材料には次のような欠点や改良しなければならない点
があつた。Although this is required of liquid crystal materials, conventional liquid crystal materials have the following drawbacks and points that need to be improved.
１ 従来の液晶は主に分子中央にシッフ塩基を有する液
晶（以下、シッフ液晶と略記する）であつた。1. Conventional liquid crystals are mainly liquid crystals having a Schiff base at the center of the molecule (hereinafter abbreviated as Schiff liquid crystal).
し力走、シッフ液晶は水分の影響を受けやすいので、取
扱いやシールドが難しかつた。２ 比較的安定な液晶と
して、アゾキシ化合物系の液晶がある（以下、アゾキシ
液晶と略記する）。However, Schiff liquid crystals were easily affected by moisture, making them difficult to handle and shield. 2. As a relatively stable liquid crystal, there is an azoxy compound-based liquid crystal (hereinafter abbreviated as azoxy liquid crystal).
しかし、この液晶は可視領域の光を吸収するため、紫外
線よりの可視光によつても劣化する欠点がある。この欠
点を除去する方法としては、有色フィルターで表示部を
保護する方法がある。しかしこの方法では表示部全体ば
等定の色に着色し、暗くなり、表示能力が落ちるという
欠点がある。３ 上記１、２で述べた欠点を有しない液
晶として、白色で非常に安定な分子中央にエステル結合
を有する結晶がある。However, since this liquid crystal absorbs light in the visible region, it has the disadvantage that it deteriorates even when exposed to visible light such as ultraviolet rays. One way to eliminate this drawback is to protect the display section with a colored filter. However, this method has the disadvantage that the entire display area is colored in a uniform color, becoming dark and the display performance is reduced. 3. As a liquid crystal that does not have the drawbacks mentioned in 1 and 2 above, there is a white and very stable crystal that has an ester bond in the center of the molecule.
（以下エステル液晶と略記する）しかし従来のエステル
液晶は液晶温度範囲が狭いという欠点がある。例えば４
−ｎ−アルキル安息香酸−４’ −ｎ−アルキルフェニ
ルエステルや、４−ｎ−アルキル安息香酸−４′−ｎ−
シアノフエニルエステルなどのエステル液晶があるが、
これらの液晶には次に示すように液晶温度範囲が非常に
狭いという欠点がある。(hereinafter abbreviated as ester liquid crystal) However, conventional ester liquid crystals have a drawback of having a narrow liquid crystal temperature range. For example 4
-n-alkylbenzoic acid-4'-n-alkylphenyl ester, 4-n-alkylbenzoic acid-4'-n-
There are ester liquid crystals such as cyanophenyl ester,
These liquid crystals have the disadvantage that the liquid crystal temperature range is very narrow, as shown below.
本発明は従来のエステル液晶の欠点を改良するためにな
されたものである。The present invention has been made to improve the drawbacks of conventional ester liquid crystals.
本発明の液晶化合物は一般式が次に示されるような４−
（４−ｎ−アルコキシベンゾイルオキシ）安息香酸−２
′−クロル−４′−シアノフエニルエステルである。The liquid crystal compound of the present invention has a general formula of 4-
(4-n-alkoxybenzoyloxy)benzoic acid-2
'-chloro-4'-cyanophenyl ester.
ＲＯＯＣＯＯＯＯＯＯＣＮ（Ｒは炭素数３〜１０の直鎖
アルキル基を意味する）。ROOCOOOOOOCN (R means a straight chain alkyl group having 3 to 10 carbon atoms).
この液晶の特性の一例を示すと次表になる。An example of the characteristics of this liquid crystal is shown in the following table.
このように本発明の液晶化合物の液晶温度範囲は１００
℃以上と非常に広く、従来の液晶の温度範囲の数倍以上
あり、非常にすぐれた液晶である。尚欠点としては融点
が高いということがあげられるが、この欠点は従来の液
晶を混合することによつて除かれる。例えば次のような
混合液晶を作ることによつて常温で使用可能な液晶を作
ることができる。以下実施例により混合例を述べる。Thus, the liquid crystal temperature range of the liquid crystal compound of the present invention is 100
It is an extremely superior liquid crystal, with a very wide temperature range of more than ℃, several times the temperature range of conventional liquid crystals. The disadvantage is that it has a high melting point, but this disadvantage can be eliminated by incorporating conventional liquid crystals. For example, by making the following mixed liquid crystal, it is possible to make a liquid crystal that can be used at room temperature. Mixing examples will be described below with reference to Examples.
実施例 １
実施例 ２
実施例より、本発明の液晶化合物を従来のエステル液晶
に加えることにより、液晶温度範囲は非常に広がること
がわかる。Example 1 Example 2 From the examples, it can be seen that by adding the liquid crystal compound of the present invention to the conventional ester liquid crystal, the liquid crystal temperature range is greatly expanded.
尚この効果はアゾキシ液晶、シツフ液晶、ビフエニール
液晶に本発明の液晶化合物を加えた場合にも同様にみら
れた。このように、本発明の液晶化合物は単体成分では
勿論のこと、他の液晶に加えた場合にもその特性は非常
にすぐれている。このようにすぐれている本発明の液晶
化合物、およびこの液晶を含有する液晶混合物は腕時計
、電卓等の表示部はもとより、種々の民生機器等の表示
部の表示材料として好適なものである。尚本発明の液晶
化合物は次のような合成手順を経て合成された。This effect was similarly observed when the liquid crystal compound of the present invention was added to azoxy liquid crystal, Schiff liquid crystal, and biphenyl liquid crystal. As described above, the liquid crystal compound of the present invention has extremely excellent properties not only when used as a single component but also when added to other liquid crystals. The excellent liquid crystal compound of the present invention and the liquid crystal mixture containing this liquid crystal are suitable as display materials for the display parts of wristwatches, calculators, etc. as well as various consumer appliances. The liquid crystal compound of the present invention was synthesized through the following synthesis procedure.
Claims (1)
Ｒは炭素数３〜１０の直鎖アルキル基を示す）で表わさ
れる液晶化合物の少なくとも一種と他の液晶化合物との
混合物からなることを特徴とする液晶混合物。1 Consists of a mixture of at least one liquid crystal compound whose general formula is represented by ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (where R represents a straight-chain alkyl group having 3 to 10 carbon atoms) and another liquid crystal compound. A liquid crystal mixture characterized by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6458575A JPS5943504B2 (en) | 1975-05-29 | 1975-05-29 | liquid crystal mixture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6458575A JPS5943504B2 (en) | 1975-05-29 | 1975-05-29 | liquid crystal mixture |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS51139581A JPS51139581A (en) | 1976-12-01 |
| JPS5943504B2 true JPS5943504B2 (en) | 1984-10-22 |
Family
ID=13262458
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6458575A Expired JPS5943504B2 (en) | 1975-05-29 | 1975-05-29 | liquid crystal mixture |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5943504B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS577458A (en) * | 1980-06-16 | 1982-01-14 | Seiko Epson Corp | Liquid crystal ester and its production |
-
1975
- 1975-05-29 JP JP6458575A patent/JPS5943504B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS51139581A (en) | 1976-12-01 |
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