JPH0160196B2 - - Google Patents

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Publication number
JPH0160196B2
JPH0160196B2 JP7616182A JP7616182A JPH0160196B2 JP H0160196 B2 JPH0160196 B2 JP H0160196B2 JP 7616182 A JP7616182 A JP 7616182A JP 7616182 A JP7616182 A JP 7616182A JP H0160196 B2 JPH0160196 B2 JP H0160196B2
Authority
JP
Japan
Prior art keywords
liquid crystal
component
compound
general formula
carbon atoms
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
Application number
JP7616182A
Other languages
Japanese (ja)
Other versions
JPS58194972A (en
Inventor
Hideo Sato
Shigeru Sugimori
Kenji Terajima
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JNC Corp
Original Assignee
Chisso Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chisso Corp filed Critical Chisso Corp
Priority to JP7616182A priority Critical patent/JPS58194972A/en
Publication of JPS58194972A publication Critical patent/JPS58194972A/en
Publication of JPH0160196B2 publication Critical patent/JPH0160196B2/ja
Granted legal-status Critical Current

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  • Liquid Crystal Substances (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は表示素子用液晶組成物に関し、特に応
答速度が早く、表示可能温度領域の広い液晶表示
素子に適した液晶組成物に関する。 最近、液晶表示装置は時計、電卓以外に計測器
にも使用されるようになつて来た。計測器は屋内
ばかりでなく屋外にも設置されるので、表示可能
温度範囲も広いことが必要であり更に高速応答性
も要求される。従つてこの目的に使用される液晶
の粘度は極めて低いことが必要とされる。 現在迄に知られている液晶のうち、粘度が極め
て低い液晶化合物を第一表にその特性値と共に示
す。
The present invention relates to a liquid crystal composition for a display element, and particularly to a liquid crystal composition that has a fast response speed and is suitable for a liquid crystal display element with a wide displayable temperature range. Recently, liquid crystal display devices have come to be used not only for watches and calculators but also for measuring instruments. Since measuring instruments are installed not only indoors but also outdoors, they need to have a wide displayable temperature range and are also required to have high-speed response. Therefore, the viscosity of the liquid crystal used for this purpose is required to be extremely low. Among the liquid crystals known to date, liquid crystal compounds with extremely low viscosity are shown in Table 1 along with their characteristic values.

【表】 第一表から判るように、これらの液晶は、粘度
は極めて低いが一方、ネマチツク−アイソトロピ
ツク転移温度(N−I点)が低く、使用可能温度
範囲が極めて狭いという欠点を有する。使用可能
温度範囲を広げ、尚かつ高速応答性を保持するた
めには、高いN−I点を持つていて、しかも粘度
が低い液晶化合物を、第一表の液晶化合物と組み
合せることが必要になる。 その様な化合物の一つとして本出願人が先に特
許出願している〔特願昭56−49689号(特公昭62
−39136号公報参照)〕一般式 (上式に於てRは炭素数1〜10のアルキル基を示
し、R′は炭素数1〜10のアルキル基又はアルコ
キシ基を示す) で表わされる化合物がある。()式で表わされ
る化合物はN−I点が150℃以上あり、20℃に於
ける粘度(η20℃)も20cp(外挿値)と極めて低
く、組成物の粘度を高くすることなしに液晶温度
範囲を広くすることが出来る。又、可視領域に実
質上吸収を持たないので、組成物を着色すること
もない。耐水性、耐候性にも優れている。 第二表に好ましい液晶温度範囲を有する()
式の化合物のいくつかとその特性値を示す。
[Table] As can be seen from Table 1, these liquid crystals have an extremely low viscosity, but have the disadvantage of a low nematic-isotropic transition temperature (N-I point) and an extremely narrow usable temperature range. . In order to expand the usable temperature range and maintain high-speed response, it is necessary to combine a liquid crystal compound with a high N-I point and low viscosity with the liquid crystal compounds in Table 1. Become. The present applicant has previously filed a patent application for one of such compounds [Patent Application No. 49689/1989 (Patent Application No. 49689/1989)
-Refer to Publication No. 39136)] General formula (In the above formula, R represents an alkyl group having 1 to 10 carbon atoms, and R' represents an alkyl group or an alkoxy group having 1 to 10 carbon atoms). The compound represented by formula () has an N-I point of 150°C or higher, and its viscosity at 20°C (η20°C) is extremely low at 20 cp (extrapolated value), so it can be used as a liquid crystal without increasing the viscosity of the composition. The temperature range can be widened. Furthermore, since it has virtually no absorption in the visible region, it does not color the composition. It also has excellent water resistance and weather resistance. Table 2 has the preferred liquid crystal temperature range ()
Some of the compounds of formula and their characteristic values are shown.

【表】 液晶を実際に表示装置に使用する場合には以上
の2成分だけでは誘電異方性が充分大きくないの
で更に誘電異方性値の絶対値の大きな液晶化合物
を加える必要がある。この場合、使用する表示方
式によつて誘電異方性は正のものか、負のものか
いずれかを選択して使用する。この様な化合物と
して正の誘電異方性をもつものとしては一般式 (Rは炭素数1〜10のアルキル基を示す)の化合
物が最も代表的で好ましいものであり、又負の誘
電異方性を持つものとしては一般式 (R、R′は炭素数1〜10のアルキル基を示す) の化合物が最も好ましい。 本発明は以上の3つの成分を必須成分とする液
晶組成物である。この3成分、即ち第一表の化合
物(これを(a)成分とする)、()式の化合物(こ
れを(b)成分とする)及び誘電異方性の大きい液晶
化合物(これを(c)成分とする)を組み合せること
によつてN−I点が75℃以上で、20℃に於ける粘
度が25cp以下である優れた表示素子液晶組成物
を容易に得ることができる。(a)、(b)、(c)の各成分
の最終組成物に於ける割合は、(a)成分が20〜50%
(重量、以下同じ)、好ましくは30〜40%、(b)成分
が25〜50%,好ましくは35〜45%、(c)成分が15〜
40%,好ましくは20〜30%の範囲で表示装置のタ
イプ、その他の要因を考慮して決定すればよい。 以下に本発明の組成物の特に好ましい具体例を
実施例として示す。 実施例 1 (a)成分の化合物として (b)成分の化合物として (c)成分の誘電率の異方性が正で大きい液晶化合
物として の計6成分からなる液晶組成物を調製し、その液
晶温度範囲を測定したところ−5℃〜89℃であ
り、20℃での粘度は17cpであつた。32Hz5Vの電
圧印加時の応答速度は、0℃で立ち上がり時間
80ms、立ち下がり時間80msと極めて早く、計測
器用として好適な特性を示した。 実施例 2 (a)成分の化合物として (b)成分の化合物として (c)成分の誘電率異方性が正で大きい液晶化合物
として の計7成分からなる液晶組成物を調製し、その液
晶温度範囲を測定したところ−30℃以下〜78℃で
あり、20℃での粘度は19cpであつた。32Hz5Vの
電圧印加時の応答速度は、0℃で立ち上がり時間
60ms、立ち下がり時間100msと極めて早く計測
器用として好適な特性を示した。 実施例 3 (a)成分の化合物として (b)成分の化合物として (c)成分の誘電率異方性が正で大きい液晶化合物
として の7成分からなる液晶組成物を調製し、その液晶
温度範囲を測定したところ−15℃〜80℃であり20
℃での粘度は21cpであつた。32Hz、5Vの電圧印
加時の応答速度は、0℃で立ち上がり時間95ms、
立ち上がり時間120msと充分早く、計測器用とし
て好適な特性を示した。 実施例 4 (a)成分の化合物として (b)成分の化合物として (c)成分の誘電率異方性が負で大きい液晶化合物
として の9成分からなる液晶組成物を調製し、その液晶
温度範囲を測定したところ−20℃〜88℃であり、
20℃での粘度は21cpであつた。この液晶組成物
にアゾ系色素を1%添加し、垂直配向処理を施し
たセルに注入し、32Hz,8Vの電圧を印加した。
0℃での応答速度は、立ち上がり時間が350ms、
立ち下がり時間が450msであり、計測器用として
好適な特性を示した。
[Table] When a liquid crystal is actually used in a display device, the dielectric anisotropy is not sufficiently large with the above two components alone, so it is necessary to further add a liquid crystal compound with a large absolute value of the dielectric anisotropy value. In this case, either positive or negative dielectric anisotropy is selected and used depending on the display method used. The general formula for such compounds with positive dielectric anisotropy is (R represents an alkyl group having 1 to 10 carbon atoms) is the most representative and preferred compound, and as a compound having negative dielectric anisotropy, the general formula The most preferred compound is (R and R' represent an alkyl group having 1 to 10 carbon atoms). The present invention is a liquid crystal composition containing the above three components as essential components. These three components, namely, the compound in Table 1 (this is the component (a)), the compound of formula () (this is the component (b)), and the liquid crystal compound with large dielectric anisotropy (this is the component (c) By combining components (), an excellent display element liquid crystal composition having an N-I point of 75° C. or higher and a viscosity of 25 cp or lower at 20° C. can be easily obtained. The proportion of each component (a), (b), and (c) in the final composition is 20 to 50% of component (a).
(weight, the same below), preferably 30 to 40%, component (b) 25 to 50%, preferably 35 to 45%, component (c) 15 to 40%
It may be determined in the range of 40%, preferably 20 to 30%, taking into account the type of display device and other factors. Particularly preferred specific examples of the compositions of the present invention are shown below as examples. Example 1 As a compound of component (a) (b) As a compound of component (c) As a liquid crystal compound with a large positive dielectric anisotropy A liquid crystal composition consisting of six components in total was prepared, and its liquid crystal temperature range was measured to be -5°C to 89°C, and the viscosity at 20°C was 17 cp. The response speed when applying a voltage of 32Hz5V is the rise time at 0℃.
It has an extremely fast fall time of 80ms and a fall time of 80ms, making it suitable for use in measuring instruments. Example 2 As a compound of component (a) (b) As a compound of component (c) As a liquid crystal compound with large positive dielectric anisotropy A liquid crystal composition consisting of seven components in total was prepared, and the liquid crystal temperature range was measured to be -30°C or lower to 78°C, and the viscosity at 20°C was 19 cp. The response speed when applying a voltage of 32Hz5V is the rise time at 0℃.
It exhibited extremely fast characteristics suitable for use in measuring instruments, with a fall time of 60 ms and a fall time of 100 ms. Example 3 As a compound of component (a) (b) As a compound of component (c) As a liquid crystal compound with large positive dielectric anisotropy A liquid crystal composition consisting of seven components was prepared, and the liquid crystal temperature range was measured to be -15℃ to 80℃, which was 20℃.
The viscosity at °C was 21 cp. The response speed when applying a voltage of 32Hz and 5V is a rise time of 95ms at 0℃,
The rise time was 120 ms, which was sufficiently fast, and showed characteristics suitable for use in measuring instruments. Example 4 As a compound of component (a) (b) As a compound of component (c) As a liquid crystal compound with large negative dielectric anisotropy A liquid crystal composition consisting of nine components was prepared, and the liquid crystal temperature range was measured to be -20°C to 88°C,
The viscosity at 20°C was 21 cp. 1% of an azo dye was added to this liquid crystal composition, and the mixture was injected into a cell subjected to vertical alignment treatment, and a voltage of 32 Hz and 8 V was applied.
The response speed at 0℃ is a rise time of 350ms,
The fall time was 450ms, and it exhibited characteristics suitable for use in measuring instruments.

Claims (1)

【特許請求の範囲】 1 下記(a)、(b)、(c)の3成分を必須成分とする液
晶組成物。 (a)成分は一般式 (R、R′は炭素数1〜10のアルキル基を示す) 又は一般式 (R、R′は前記と同じ) 又は一般式 (Rは前記と同じ) で表わされる化合物の少くともいずれか1種又は
その混合物であり、 (b)成分は一般式 (Rは炭素数1〜10のアルキル基を示し、R′は
炭素数1〜10のアルキル基またはアルコキシ基を
示す) で表わされる化合物の少くとも1種又はその混合
物であり、 (c)成分は誘電異方性の絶対値が6以上の液晶化
合物又は混合物。 2 (c)成分が一般式 (Rは炭素数1〜10のアルキル基を示す)である
特許請求の範囲第1項記載の液晶組成物。 3 (c)成分が一般式 (R、R′は炭素数1〜10のアルキル基を示す) である特許請求の範囲第1項記載の液晶組成物。 4 (a)成分が20〜50%、(b)成分が25〜50%,(c)成
分が15〜40%であるところの特許請求の範囲第1
項又は第2項又は第3項記載の液晶組成物。
[Scope of Claims] 1. A liquid crystal composition containing the following three components (a), (b), and (c) as essential components. (a) Component is the general formula (R and R' represent an alkyl group having 1 to 10 carbon atoms) or general formula (R, R' are the same as above) or general formula (R is the same as above) at least one type of compound or a mixture thereof, and component (b) is the general formula (R represents an alkyl group having 1 to 10 carbon atoms, and R' represents an alkyl group or an alkoxy group having 1 to 10 carbon atoms), or a mixture thereof; component (c) is a liquid crystal compound or mixture with an absolute value of dielectric anisotropy of 6 or more. 2 (c) component is general formula (R represents an alkyl group having 1 to 10 carbon atoms) The liquid crystal composition according to claim 1. 3 (c) component is general formula (R and R' represent an alkyl group having 1 to 10 carbon atoms) The liquid crystal composition according to claim 1. 4 Claim 1 in which component (a) is 20 to 50%, component (b) is 25 to 50%, and component (c) is 15 to 40%.
The liquid crystal composition according to item 1 or 2 or 3.
JP7616182A 1982-05-07 1982-05-07 Liquid crystal composition Granted JPS58194972A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7616182A JPS58194972A (en) 1982-05-07 1982-05-07 Liquid crystal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7616182A JPS58194972A (en) 1982-05-07 1982-05-07 Liquid crystal composition

Publications (2)

Publication Number Publication Date
JPS58194972A JPS58194972A (en) 1983-11-14
JPH0160196B2 true JPH0160196B2 (en) 1989-12-21

Family

ID=13597331

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7616182A Granted JPS58194972A (en) 1982-05-07 1982-05-07 Liquid crystal composition

Country Status (1)

Country Link
JP (1) JPS58194972A (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3221462A1 (en) * 1981-06-18 1983-01-05 F. Hoffmann-La Roche & Co AG, 4002 Basel LIQUID CRYSTAL MIXTURE
US4759870A (en) * 1984-08-14 1988-07-26 Casio Computer Co., Ltd. Liquid crystal composition
JPH0721141B2 (en) * 1985-07-11 1995-03-08 セイコーエプソン株式会社 Liquid crystal composition for dynamic drive liquid crystal display device
JP2660702B2 (en) * 1987-12-14 1997-10-08 チッソ株式会社 Liquid crystal composition
JP3544207B2 (en) * 1990-04-13 2004-07-21 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング Liquid crystal medium
KR0171590B1 (en) * 1990-04-13 1999-03-20 위르겐 호이만, 라인하르트 슈틀러 Liquid crystal medium
DE59108431D1 (en) * 1990-04-13 1997-02-06 Merck Patent Gmbh LIQUID CRYSTAL MEDIUM
DE4107119A1 (en) * 1990-08-03 1992-02-06 Merck Patent Gmbh LIQUID CRYSTAL MEDIUM

Also Published As

Publication number Publication date
JPS58194972A (en) 1983-11-14

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