JPH03265684A - Nematic liquid crystal composition - Google Patents
Nematic liquid crystal compositionInfo
- Publication number
- JPH03265684A JPH03265684A JP6542890A JP6542890A JPH03265684A JP H03265684 A JPH03265684 A JP H03265684A JP 6542890 A JP6542890 A JP 6542890A JP 6542890 A JP6542890 A JP 6542890A JP H03265684 A JPH03265684 A JP H03265684A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- compound
- nematic liquid
- crystal composition
- crystal display
- 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
- 239000004988 Nematic liquid crystal Substances 0.000 title claims abstract description 19
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 2
- 229940126062 Compound A Drugs 0.000 abstract 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 abstract 1
- 210000004027 cell Anatomy 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000007704 transition Effects 0.000 description 3
- 229910052731 fluorine Chemical group 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000010365 information processing Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000000704 physical effect Effects 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、電気光学的表示材料として有用なネマチック
液晶組成物とそれを用いた液晶表示装置に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a nematic liquid crystal composition useful as an electro-optical display material and a liquid crystal display device using the same.
液晶表示セルの代表的なものにTN−LCD (ツィス
テッド、ネマチック液晶表示装置)があり、時計、電卓
、電子手帳、ポケットコンピュータ、ワードプロセッサ
、パーソナルコンピュータなどに使用されている。近年
0Ali器の処理情報の増加に伴い、一画面に表示され
る情報量が増大しており、従来のTN−LCDではコン
トラスト及び視野角等の表示品位面から特にワードプロ
セッサ、パーソナルコンピュータなどの高時分割駆動の
要求に応えられなくなっている。A typical liquid crystal display cell is a TN-LCD (twisted nematic liquid crystal display), which is used in watches, calculators, electronic notebooks, pocket computers, word processors, personal computers, and the like. In recent years, the amount of information displayed on a single screen has increased with the increase in processing information of 0Ali devices, and conventional TN-LCDs are particularly difficult to display at high speeds such as word processors and personal computers due to display quality such as contrast and viewing angle. It is no longer possible to meet the demand for split drive.
このような状況の中で、シエファ−(Scheffer
)等〔SID ’85 Digest、 P120 (
1985))あるいは表相等[SID ’86 Dig
est、 P122 (1986))によってSTN
(スーパー・ツィステッド・ネマチック)−LCDが開
発され、ワードプロセッサ、パーソナルコンピュータな
どの高情報処理用の表示に広く普及しはじめている。In this situation, Scheffer
) etc. [SID '85 Digest, P120 (
1985)) or surface phase etc. [SID '86 Dig
est, P122 (1986)) by STN
(Super twisted nematic)-LCDs have been developed and are beginning to be widely used as displays for high information processing applications such as word processors and personal computers.
5TN−LCDにおいて、配向面と液晶分子のなす角度
、すなわちプレチルト角の制御は、液晶表示セルの作製
にあたって、歩止まり等に大きな影響を与える重要な因
子となる。In a 5TN-LCD, control of the angle between the alignment plane and the liquid crystal molecules, that is, the pretilt angle, is an important factor that greatly affects the yield and the like in manufacturing the liquid crystal display cell.
配向法には、Sin、の斜方蒸着によってプレチルト角
を約20’の高チルト角に制御する方法が知られている
が、さらに実用的には、例えば、口座化学社製の「サン
エバー150」の如き有機膜をラビングすることによっ
て約5°のプレチルト角に制御する方法が知られている
。その他にも、各種の有機膜が開発されており、ラビン
グ法によって、5〜10@にプレチルト角を制御して使
われている。プレチルト角が高いほどストライブ・ドメ
インが発生しにくくなり、液晶表示セルの作製時の歩止
まりが良くなることが知られているが、ラビング法を使
って、プレチルト角が5°〜10゜で一定の安定した配
向膜をつくることは極めて難しいというのが現状である
。As an orientation method, a method is known in which the pretilt angle is controlled to a high tilt angle of about 20' by oblique evaporation of Sin. A method is known in which the pretilt angle is controlled to about 5° by rubbing an organic film. In addition, various organic films have been developed and are used by controlling the pretilt angle to 5 to 10@ by a rubbing method. It is known that the higher the pretilt angle, the less likely stripe domains will occur and the better the yield during the production of liquid crystal display cells. The current situation is that it is extremely difficult to create a consistently stable alignment film.
本発明が解決しようとする課題は、品質面からラビング
法を用いて実用的に安定な配向膜によって形成可能なプ
レチルト角が約5°の液晶表示セルに封入することによ
って、5°より高いプレチルト角を形成することができ
るネマチック液晶組成物を提供することにある。The problem to be solved by the present invention is to create a liquid crystal display cell with a pretilt angle of about 5°, which can be formed with a practically stable alignment film by using a rubbing method in terms of quality. An object of the present invention is to provide a nematic liquid crystal composition capable of forming corners.
本発明は、上記課題を解決するために、分子の末端に一
般式(I)
−o+cn、÷、OR’ ・・・
(1)(式中、R1は炭素原子数1〜10の直鎖状アル
キル基を表わし、nは1〜5の整数を表わす。)で表わ
される官能基を有する化合物(以下、化合物(A)とい
う。)及び一般式(B)
(式中、Rtは炭素原子数1〜10の直鎖状アルキル基
を表わす、)
で表わされる化合物
を含有するネマチック液晶a酸物を提供する。In order to solve the above problems, the present invention has the general formula (I) -o+cn, ÷, OR'... at the end of the molecule.
(1) A compound (hereinafter referred to as compound (A)) having a functional group represented by (wherein, R1 represents a linear alkyl group having 1 to 10 carbon atoms, and n represents an integer of 1 to 5) ) and general formula (B) (wherein Rt represents a linear alkyl group having 1 to 10 carbon atoms).
本発明で使用する化合物(A)の代表的なものの相転移
温度を第1表に掲げる。Table 1 lists the phase transition temperatures of typical compounds (A) used in the present invention.
(表中、Cは結晶相、Sはスメクチック相、Nはネマチ
ツク相、■は等方性液体相を夫々表わす。)本発明で使
用する化合物(A)の、本発明のネマチック液晶組成物
中の含有量は、3〜40重量%の範囲が好ましい。(In the table, C represents a crystalline phase, S represents a smectic phase, N represents a nematic phase, and ■ represents an isotropic liquid phase.) Compound (A) used in the present invention in the nematic liquid crystal composition of the present invention. The content is preferably in the range of 3 to 40% by weight.
本発明で使用する一般式(B)で表わされる化合物の代
表的なものの相転移温度を第2表に掲げる。Table 2 lists the phase transition temperatures of typical compounds represented by the general formula (B) used in the present invention.
/
第
表
本発明で使用する一般式(B)で表わされる化合物の、
本発明のネマチック液晶組成物中の含有量は、5〜50
重量%の範囲が好ましい。/ Table 1 Compounds represented by general formula (B) used in the present invention,
The content in the nematic liquid crystal composition of the present invention is 5 to 50
A weight percent range is preferred.
本発明で使用する化合物(A)及び一般式(B)で表わ
される化合物と混合して使用することができる液晶化合
物の好ましい代表例を以下に挙げる。Preferred representative examples of liquid crystal compounds that can be used in combination with the compound (A) and the compound represented by the general formula (B) used in the present invention are listed below.
R3×今覚)COO4R’
R” ×7】C山!Y
R’−(IEハ5ンC山4y
(上記一般式中、R3はアルキル基を表わし、R4はア
ルキル基又はアルコキシル基を表わし、Xは水素原子又
はフッ素原子を表わし、Yはフッ素原子、シアノ基、ア
ルキル基又はアルコキシル基を表わす。)
本発明で使用するネマチック液晶組成物は、従来の液晶
組成物を封入した時よりもプレチルト角を高くすること
を特徴とするものであって、約5゜のプレチルト角を形
成できる液晶表示セルに限定されるものではない。R3×Imakaku) COO4R'R" (X represents a hydrogen atom or a fluorine atom, and Y represents a fluorine atom, a cyano group, an alkyl group, or an alkoxyl group.) The nematic liquid crystal composition used in the present invention has a pretilt temperature lower than when a conventional liquid crystal composition is encapsulated. The present invention is not limited to liquid crystal display cells that are characterized by a high angle and can form a pretilt angle of about 5 degrees.
プレチルト角1″の差によってストライプ・ドメインが
顕著に発生しにくくなり、STN液晶表示セルの作製時
の歩止まりが良くなる。Due to the difference in pretilt angle of 1'', stripe domains are significantly less likely to occur, and the yield rate during production of STN liquid crystal display cells is improved.
本発明のネマチック液晶組成物を封入した5TNLCD
を作製したところ、ストライプ・ドメインが顕著に発生
しにくくなり、歩留りの改善を確認できた。5TN LCD encapsulating the nematic liquid crystal composition of the present invention
When fabricated, stripe domains were significantly less likely to occur, and it was confirmed that the yield was improved.
さらに、本発明のごとき垂直配向性の液晶組成物は、例
えばECB (複圧折制?11)方式の表示装置におい
て必要とされる垂直配向時にも極めて有用である。Further, the vertical alignment liquid crystal composition of the present invention is extremely useful for vertical alignment required in, for example, an ECB (double pressure bending system?11) type display device.
以下に実施例により本発明を詳述するが、本発明はこれ
らの実施例に限定されるものではない。The present invention will be explained in detail below with reference to Examples, but the present invention is not limited to these Examples.
実施例1〜8
第3表に実施例1〜8で使用する各混合液晶の組成を示
した。また、比較の為に分子の末端に一般式(I)で表
わされる官能基を有する化合物を含有しない比較例1の
混合液晶の組成を示した。Examples 1-8 Table 3 shows the composition of each mixed liquid crystal used in Examples 1-8. For comparison, the composition of a mixed liquid crystal of Comparative Example 1 which does not contain a compound having a functional group represented by the general formula (I) at the end of the molecule is shown.
但し、表中の数字は、重量%を示す。However, the numbers in the table indicate weight %.
実施例1〜8及び比較例1で使用した各混合液晶のN−
1転移温度(TN−1)、屈折率の異方性(Δn)及び
誘電異方性(Δε)の物性を測定した結果を第4表に示
した。N- of each mixed liquid crystal used in Examples 1 to 8 and Comparative Example 1
Table 4 shows the results of measuring the physical properties of 1 transition temperature (TN-1), refractive index anisotropy (Δn), and dielectric anisotropy (Δε).
さらに、各混合液晶を、日量化学社製「サンエバー15
0」の有機膜をラビングして形成した配向膜を上下反平
行にして組合せたセル中に封入し、磁場電位法によって
、プレチルト角を測定した。Furthermore, each mixed liquid crystal was
An alignment film formed by rubbing an organic film of 0" was sealed vertically antiparallel in a combined cell, and the pretilt angle was measured by a magnetic field potential method.
結果を同じく第4表に示した。The results are also shown in Table 4.
実施例1〜8のいずれも比較例1より1@もしくはそれ
以上のプレチルト角を上昇させた。All of Examples 1 to 8 increased the pretilt angle by 1@ or more than Comparative Example 1.
実施例9
実施例1〜8及び比較例1で使用した各混合液晶にカイ
ラル物質(メルク社製rS−811J)を添加した混合
液晶を、対向する平面透明電極上に「サンエバー150
」の有機膜をラビングして形成した配向膜をもつツイス
ト角220°のクサビ形セル及び表示用セルに各々注入
して緒特性を測定した。Example 9 A mixed liquid crystal obtained by adding a chiral substance (rS-811J manufactured by Merck & Co., Ltd.) to each of the mixed liquid crystals used in Examples 1 to 8 and Comparative Example 1 was placed on opposing flat transparent electrodes using "Sunever 150".
'' was injected into a wedge-shaped cell with a twist angle of 220° and a display cell each having an alignment film formed by rubbing an organic film, and the cell characteristics were measured.
なお、カイラル物質は、カイラル物質の添加による混合
液晶の固有らせんピッチPと表示用セルのセル厚dが、
Δn−d =0.85. d / p =0.53と
なるように添加した。Note that the chiral substance has the characteristic helical pitch P of the mixed liquid crystal and the cell thickness d of the display cell due to the addition of the chiral substance.
Δnd=0.85. It was added so that d/p = 0.53.
ここで、Δd/pは、ストライプ・ドメインが発生しな
い境界のクサビ形セルの厚みをd、とd□カイラル物質
を添加したスーパー・ライステンド・ネマチック液晶の
表示特性の測定結果を第5表に示した。実施例1〜8の
いずれも、比較例1よりストライプ・ドメインが発生し
にくくなっている。また、急峻性Tも1に近くなり高時
分割特性に優れた液晶表示特性を示した。Here, Δd/p is the thickness of the wedge-shaped cell at the boundary where striped domains do not occur, and d is the thickness of the wedge-shaped cell at the boundary where d□ Table 5 shows the measurement results of the display characteristics of the super light stained nematic liquid crystal doped with a chiral substance. Indicated. In all of Examples 1 to 8, stripe domains are less likely to occur than in Comparative Example 1. Further, the steepness T was close to 1, and liquid crystal display characteristics with excellent high time division characteristics were exhibited.
と定義され、大きい値が優れている。is defined, and larger values are better.
また、表示用セル面に垂直な光の透過率が10%及び8
0%となる時の電圧を各々vth及びVsatとした時
の電気光学特性の急峻性γはVsat/Vthと定義さ
れ、1に近い程高時分割特性に優れている。In addition, the transmittance of light perpendicular to the display cell surface is 10% and 8%.
The steepness γ of the electro-optical characteristics is defined as Vsat/Vth, where the voltage at the time of 0% is vth and Vsat, respectively, and the closer it is to 1, the better the high time division characteristics are.
実施例1〜8及び比較例1で用いた混合液晶に〔発明の
効果〕
本発明に係わる一般式(1)の官能基を分子の末端に有
する化合物(A)及び一般式(B)で表わされる化合物
を含有するネマチック液晶mt物は、通常のネマチック
液晶組成物と混合して用いた場合に約5°のプレチルト
角を形成可能な配向膜を有する液晶表示セルに封入する
ことによって、そのプレチルト角を上昇させることがで
きるものである。The mixed liquid crystals used in Examples 1 to 8 and Comparative Example 1 [Effect of the invention] A compound (A) having a functional group of the general formula (1) according to the present invention at the end of the molecule and a compound represented by the general formula (B). The pretilt angle of the nematic liquid crystal mt compound containing the compound is sealed in a liquid crystal display cell having an alignment film that can form a pretilt angle of about 5° when mixed with a normal nematic liquid crystal composition. It is something that can raise the angle.
従って、本発明に係わるネマチック液晶組成物は、スト
ライブ・ドメインの発生率が顕著に低く、LCD作製時
の歩留りが良好な5TN−LCDの材料として極めて有
用である。Therefore, the nematic liquid crystal composition according to the present invention has a significantly low incidence of stripe domains and is extremely useful as a material for 5TN-LCD, which has a good yield during LCD manufacturing.
代 理 人teenager Reason Man
Claims (1)
基を表わし、nは1〜5の整数を表わす。)で表わされ
る官能基を有する化合物 及び一般式 ▲数式、化学式、表等があります▼ (式中、R^2は炭素原子数1〜10の直鎖状アルキル
基を表わす。) で表わされる化合物 を含有することを特徴とするネマチック液晶組成物。 2、請求項1記載のネマチック液晶組成物を用いたスー
パー・ツィステッド・ネマチック液晶表示装置。 3、請求項1記載のネマチック液晶組成物を垂直配向さ
せることを特徴とする液晶表示装置。[Claims] 1. At the end of the molecule there is a general formula ▲ a mathematical formula, a chemical formula, a table, etc. ▼ (wherein R^1 represents a linear alkyl group having 1 to 10 carbon atoms, and n is 1 (represents an integer from 1 to 5) and general formulas ▲ Numerical formulas, chemical formulas, tables, etc. A nematic liquid crystal composition characterized by containing a compound represented by: 2. A super twisted nematic liquid crystal display device using the nematic liquid crystal composition according to claim 1. 3. A liquid crystal display device, characterized in that the nematic liquid crystal composition according to claim 1 is vertically aligned.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6542890A JPH03265684A (en) | 1990-03-15 | 1990-03-15 | Nematic liquid crystal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6542890A JPH03265684A (en) | 1990-03-15 | 1990-03-15 | Nematic liquid crystal composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03265684A true JPH03265684A (en) | 1991-11-26 |
Family
ID=13286808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6542890A Pending JPH03265684A (en) | 1990-03-15 | 1990-03-15 | Nematic liquid crystal composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03265684A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108203584A (en) * | 2016-12-16 | 2018-06-26 | 江苏和成显示科技有限公司 | A kind of compound and its liquid-crystal composition and application |
CN109207164A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109207168A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109575951A (en) * | 2017-09-28 | 2019-04-05 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its liquid crystal display device |
CN109575946A (en) * | 2017-09-28 | 2019-04-05 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its liquid crystal display device |
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-
1990
- 1990-03-15 JP JP6542890A patent/JPH03265684A/en active Pending
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
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CN108203584A (en) * | 2016-12-16 | 2018-06-26 | 江苏和成显示科技有限公司 | A kind of compound and its liquid-crystal composition and application |
CN108203584B (en) * | 2016-12-16 | 2021-11-23 | 江苏和成显示科技有限公司 | Compound, liquid crystal composition and application thereof |
CN109207164B (en) * | 2017-06-30 | 2021-08-06 | 江苏和成显示科技有限公司 | Liquid crystal composition and application thereof |
CN109207168A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109207168B (en) * | 2017-06-30 | 2021-08-06 | 江苏和成显示科技有限公司 | Liquid crystal composition and application thereof |
US11162028B2 (en) | 2017-06-30 | 2021-11-02 | Jiangsu Hecheng Display Technology Co., Ltd. | Liquid crystal composition and application thereof |
CN109207164A (en) * | 2017-06-30 | 2019-01-15 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its application |
CN109575951A (en) * | 2017-09-28 | 2019-04-05 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its liquid crystal display device |
CN109575946A (en) * | 2017-09-28 | 2019-04-05 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its liquid crystal display device |
CN109575947A (en) * | 2017-09-28 | 2019-04-05 | 江苏和成显示科技有限公司 | A kind of liquid-crystal composition and its liquid crystal display device |
CN109575947B (en) * | 2017-09-28 | 2022-06-17 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device thereof |
CN109575946B (en) * | 2017-09-28 | 2022-10-21 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device thereof |
CN109575951B (en) * | 2017-09-28 | 2022-10-21 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device thereof |
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