JPS5911387A - Liquid crystal display element - Google Patents

Abstract

PURPOSE:To provide a liquid crystal display element having improved reactivity and reduced dependence on temperature, consisting of a liquid crystal layer formed with a specified liquid crystal composition, a pair of substrates at least one of which is transparent, electrodes formed on the surface in contact with the liquid crystal layer and an orientation controlling film. CONSTITUTION:The static-driven liquid display element consists of a liquid crystal layer formed with a liquid crystal composition, a pair of substrates which are arranged in parallel holding the liquid crystal layer between them and at least one of which is transparent, electrodes formed on the surface of the substrate in contact with the liquid crystal layer and an orientation controlling film which is formed on the surface of the substrate in contact with the liquid crystal layer and controls orientation of the liquid crystal molecules. The liquid crystal composition contains at least one colorless liquid crystal compd. satisfying the following conditions. (1) It contains at least one six-membered ring in the molecular structure. (2) The six-membered ring has at least two carbon atoms. (3) A methylene group is linked directly to at least one of the carbon atoms. (4) The methylene group is at the terminal of an acrylic group. (5) The terminal group is an alkoxyl group.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a liquid crystal display element, and more particularly to a statically driven liquid crystal display element for automobile panels and the like.

Liquid crystal display elements have been commercialized for watches, clocks, electronic desktop Tl' calculators, character displays, etc., but in the future, application to display devices with higher functionality is being considered.

For example, automobile panels are one such example, but since the operation at low temperatures, especially the response characteristics, has been poor, research has been actively carried out by the liquid crystal material development department, and recently the response speed at -20C is up to 1 second. Although improvements have been made, further improvements are desired for practical purposes, and a time of 1 second or less at -30C is required. These requirements are difficult to meet by examining the composition of existing liquid crystals.

In addition, static display shows a wide range from low to high temperatures.
It is required to be able to display over a temperature range, and high-speed response is essential over the entire temperature range, especially at low temperatures. However, existing liquid crystal materials have a problem in that their viscosity increases significantly when the temperature drops.

An object of the present invention is to provide a liquid crystal display element whose response characteristics are less dependent on temperature.

The present invention comprises a liquid crystal layer, two substrates sandwiching this layer and arranged parallel to each other, and an electrode and an alignment control film for aligning liquid crystal molecules formed on the liquid crystal layer side of each substrate, A liquid crystal display element in which at least one of the substrates is a transparent substrate is characterized in that a liquid crystal composition suitable for static driving is selected. This liquid crystal composition has at least one component (1) at least one 6-6 in the molecular skeleton.
(11) at least one of the six-membered rings has two or more carbon atoms; (lii) a methylene group is directly bonded to at least one of the carbon atoms; The group is one end of an acyclic group, and (v) contains a colorless liquid crystal compound in which the terminal group of the acyclic group is an alkoxy group.In particular, as an acyclic group, 1,000 H
tt"; OC,, H, □1 or size C1-111O+
CHz ”n5-0C1,H2t++(n, m,
tld, 1-8) Set a't'Jb le. ) is suitable.

In this specification, the term "liquid crystal compound" refers to a compound that does not exhibit a liquid crystal phase by itself but exhibits a liquid crystal phase when mixed with another liquid crystal compound.

The above conditions (i) and (i+1) are intended to ensure compatibility with other liquid crystal materials. Examples of groups containing a 6-membered ring that satisfy these conditions include the following, which are -coo-, -
cmiC-, -CH=CH-, -Ct-12CH2-.

-CH20+, -C) (2NH- or ike is bonded by a single bond.Also, alkyl group, alkoxy group,
Acyl group, acyloxy group, alkoxycarbonyl group,
Cyano group, nitro group, halogen group, halogenated alkyl group, halogenated alkoxy group or -(-CH2→i
0 Cl + 1HCtH2L + + or + CH2→
HO+ CH2hOCIHtL, + (n, l
m is an integer of 1 to 8, and t is an integer of 0 to 8. )
As the nematic liquid crystal for preparing the liquid crystal composition in the present invention, any known liquid crystal material can be used. Gaba MO4゜CryS
t, &Ljq, Cr)'st□63.3-18 (1
981) or Bd, by A, R,, Kmals &
F., wonWillisen;Nonemis
sive li:1ectrooptic1) ispl
Bya, psa-p11911975), Plen
Compounds or derivatives described in Umpress, N, Y, & London can be used.

Among these, compounds that are particularly effective in the present invention are compounds containing at least one of the following Schiffhexane rings and bicyclooctane rings, or compounds into which a fluorine atom is introduced, which have a relatively small Δn. In the following formula, R1 represents an alkyl group or an alkoxy group, R1 represents an alkyl group, an alkoxy group, a cyano group, or a cyclooctyl group, and at least one type of cyclooctyl group is a cyclohexyl group. It is not limited to liquid crystal compounds, and of course the above conditions (
It may be composed only of liquid crystal compounds satisfying 1) to (v). Further, if necessary, the optically active substance may be added entirely.

Next, a method for synthesizing the liquid crystal compound will be explained by giving an example of a liquid crystal compound that satisfies each of the conditions (1) to (V) above. In addition, the following valley type middle R
s and R4 each represent an alkyl group.

Manufacturing method and physical properties of photochromic compound to be used> Lithium aluminum hydride (LiCA4) 31 in a flask
．． Add 2 g and 20 (IJ) and suspend. 1 t of the solution is added dropwise to this while stirring on water cooling, and after the addition is complete, stirring is continued for 2 hours at room temperature. Next, this reaction The solution was poured into 3 t of diluted hydrochloric acid and stirred, the organic layer was separated and the solvent was evaporated. After dissolving in 40 g of thionyl chloride (80C4) and refluxing for 4 hours, the reaction solution was pressurized into 500 mJ of ice water. In a separate flask, add n-propyl alcohol (CsHyOH).
Add 100ml of sodium metal (Na) to this.
Sprinkle 4 g'fr and heat until completely dissolved. This was obtained above.

Heat to reflux for an hour. This reaction solution was poured into 300 mA' of water and extracted with ether ((C2H4)zO).
4H5) A colorless liquid crystal compound is obtained by distilling off 20 f.

Q1 Elemental analysis of sample 1 (11j (C; 83.43%I
Hil 1.30%) is the calculated molecular weight of Ca, 'Ha IO (C.

83.38%, Hi 11.33%). 〃The infrared absorption spectrum of sample 1 is 1100 c
Absorption of ether bond appears at m-'. From both facts and the relationship with the raw material compound, it was confirmed that Sample 1 was a liquid crystal compound of the above formula.

Table IVC shows the phase transition temperatures of Sample 1 and other samples obtained by a manufacturing method similar to Sample 1.

(9) (10) Manufacturing method and physical properties of colorless liquid crystal compound> Elemental analysis value of sample 17 (Ci 83.30%, H: 11.42%)
was in good agreement with the calculated molecular weight of c21Ha 40. In addition, the infrared absorption spectrum of sample 17 is 1110dlVC
Absorption of the tether bond appears. From both facts and the relationship with the raw material compounds, it was confirmed that Sample 17 was a liquid crystal compound of the above formula.

Table 2 shows the phase transition temperatures of Sample 17 and other samples obtained by a manufacturing method similar to Sample 17.

(11) (12) Manufacturing method and physical properties of colorless liquid crystal compound; and C2H+
Add 600ml of +OH, stir with water cooling at t-, 6°, then add sodium borohydride (Na(B)L)) 17.1
g was added little by little and stirred at room temperature for 2 hours. Next water 2
After adding 50g of Th and stirring and distilling off Ct Hs OH, put 5OC435, 7gTh into another flask and add -CH
20,832 g of the solution was added and stirred under reflux for 4 hours.

This reaction solution was poured into water, the organic layer was separated, and 100 tnl of C3H7OH and 014 g of Na were added to another flask, heated to reflux temperature, and stirred for 4 hours as described above. When this reaction solution is poured into water and subjected to C2f(fi)20 extraction, a colorless liquid crystal compound is obtained.

(13) Elemental analysis value of sample 27 (C; 79.13%y Hi8
．． 89%, N, 5.31%) is the molecular weight of C, full, NO [calculated value (C; 79.33%, H; 9.01%, N:
5.44%). In addition, the infrared absorption spectrum of sample 27 shows a cyano group at 2220 cm-' and a cyano group at 1115 cm-'.
Absorption of ether bond appears at d'. From both facts and the relationship with the raw material compound, it was confirmed that Sample 27 was a liquid crystal compound of the above formula.

Sample 27 has a phase transition temperature of C~■; 21°C, N-I, -
7 (NZ' monotropic liquid crystal).

Manufacturing method and physical properties of colorless liquid crystal compound>; 5 oct,
Stir at 60C for 8 hours in an AOG metal container.

Thereafter, excess 5OC4 was removed and distilled under reduced pressure (14
) Drip slowly. Continue stirring for 1 hour after completion of dropping and add 59g
get.

Separate (7) 7 lascos of Na(B)it) 6 g and C2H
Add IIOI-1300 and stir vigorously. While stirring, add 59g while keeping the temperature below 402r.

After stirring for 4 hours, 10 rats of CHs co OH were added dropwise. This yields 40g.

Add 40g1csO0420g' and reflux for 2 hours.

After that, excess 5OC4 was removed and the residue was evaporated under reduced pressure (40g).
get.

Add 1 methyl alcohol (CHsOH) to another flask.
Add 00IIL and 5 g of Na to completely melt the Na. 15) Remove the knife and continue refluxing for 20 hours. Thus, vacuum distillation-C
HloCHa is obtained and then CHaCOCHs low@
Gas chromatography purity 99.5%f by recrystallization
Sample 28) was obtained.

Elemental analysis of sample 28 jW (C; 75.23%lH
i9.61%) was in good agreement with the calculated molecular weight of C2o Hs o Os (C; 75.43%, Hi 9.63%). In addition, the infrared absorption spectrum of sample 28 is 1100
The absorption of ether bond at cm-' is 41750cnT-'
Absorption of ester bonds appears. Based on the relationship between both facts and the raw material compounds, sample 28 is a liquid crystal of the above formula! It was confirmed that it was a Higo diproboscis.

Table 3 shows the phase transition temperatures of Sample 28 and other samples obtained by a manufacturing method similar to Sample 28.

(16) (17) Manufacturing method and physical properties of colorless liquid crystal compound represented by (r is a whole number of 1 to 6); In a flask, 2-octanone (CHs (CH2)s
600 g of tert-butanol ((C
Hn)s (CHIs o o g, and 30% KOH
/CH30H solution and stirred under water cooling. Add 375 g of acrylonidine (Cf, 2=CHCN) to this solution while keeping the temperature below 5C.
A solution of Hs)s dissolved in 400 g of C0H is added dropwise. At the end of the dropwise addition, stirring was continued for 1 hour, and then diluted hydrochloric acid was added to the reaction solution to make it neutral. The precipitated salt was filtered off,
Distillation of the residue under reduced pressure yields 3-acetyl/&/-1,5-dicyano-3-pentylpentane.

232 g of this reaction product 120% NaOH aqueous solution 4
00g and heated and stirred for 8 hours.

Next, make it weakly acidic with dilute hydrochloric acid, and convert it into chloroform (CHCts).
Perform extraction. When the solvent is distilled off, 4-acetyl-4-bentylheptaniic acid is obtained.

130 g of this reaction product is dissolved in 2075° (18) ml of (CHiCO), heated under reflux for 3 hours, and then distilled under reduced pressure to obtain 4-acetyl-4-pentylcyclohexanone.

70 g of this reaction product was mixed with 60 g of 10% KOH aqueous solution.
0 ml and heated under reflux for 5 hours. After cooling, dilute hydrochloric acid is added to make it neutral, and (Ct Ha ) 20 extraction is performed. (CtH5LOt- If distilled off, 1-hydroxy-4
-Pentyl-3-bicyclo(2,2,2)octanone is obtained.

This reaction product 21 g fI:NH2NHt 130
Dissolve m1VC and heat to reflux for 5 hours. After cooling, KO
H29g and HO(CHs)t O(Cut)aOH1
Add 80ml and heat to 230-240C. At this time, NH.

-NH2'e is distilled off, and after the generation of nitrogen gas (N,) stops, 1.7 t of cold water is added (CIHa>to oil extraction is carried out. (CtHa
4-pentylbicyclo(2,2,2)octane is obtained.

20 g'e of this reaction product, 160 g of hydrobromic acid and 40 g of concentrated sulfuric acid were added to a mixed solution, and heated under reflux for 4 hours. After cooling, it was pressurized into 50ml of water, and (C4H
a) To extraction, (C2H5)i0'fr is distilled off and then distilled under reduced pressure to obtain 1-bromo-4-pentylbicyclo(2,2,2)octane.

In another flask, mix 150 m of sulfuric acid and mercury sulfate (HgSO
4)1. a g,! : were mixed and cooled to 51:, and the above 1-bromo-4-pentylbisifu o (
2,2,2) Octa/3 g (7) n C6HI
Add solution 5IrLl. Next, this 1c98% H
Add COOHlmJ little by little. After gas generation has stopped, the reaction solution is added to 600 ml of ice water to precipitate crystals.

When the crystals are filtered off, 1-carboxy-4-pentylbicyclo(2,2,2)octane is obtained.

Add 3.0 g of this reaction product to 5OC2t30d,
Continue stirring for 8 hours while maintaining the temperature at 60 iC. When this is distilled, hydrogen bromide gas (HBr) is blown into a solution of 1-carbonyl chloride-4'-pentylbicyclo(2,2,2)octane (20) for 2 hours.

After that, stirring is continued for 2 hours and distillation yields 4-(α-.The boiling point of this compound is 125-126 G/15
#Hg.

Furthermore, in another flask, add 300ml of C5Hy OH.
Dissolve 5g of Na and use this! After stirring, the reaction product was poured into ice water, and the separated oil layer e (C, I
(1,0), extract at 0. When the extract is dehydrated, 4-
(α-propoxymethyl)phenol 1r, continue for 3 hours. The reaction product was washed with water and converted into (CtHi)zO'f.

The target product, 4-(α-propoxymethyl)phenyl-4'-pentylbicyclo(2
, 2, 2) Octane C21) Material 43) is obtained.

The infrared absorption spectrum of sample 43 shows ester absorption at 1750 cm-' and ether absorption at 1100 crrI-'. In the mass spectrum of sample 43, a molecular ion peak appears at m/e372. In addition, elemental analysis values (
C; 77.41%, H; 9.71%) and Ct<Hs
? Calculated molecular weight of Os (C, 77, 38%l Hi
9.74%). From these facts and the relationship between the raw material compounds, it was confirmed that sample 43 was a liquid crystalline compound of the above formula. Note that sample 43 is N - I i 24.
0. C-N i (21,01).

A liquid crystal compound corresponding to the above general formula is produced according to Sample 43. That is, first, Rs CHI C
Condensation of CH2=CHCN with 0CHx under basic conditions yields t. Next, the cyan group is hydrolyzed using an alkali to form a carboxyl group, and further (C8ICO)20(22
) The desired product is obtained by heating the cyclohexanone derivative in the presence of an alkali, sequentially discharging the bicyclooctatool with NH2NH2, and performing acidified formic acid treatment in a basic solvent.

For example, a liquid crystal compound with r = 3 has (C
Obtained by esterification reaction with H2L Of'L.

can be obtained. CHsOf(Na20gT in 600TLl
After dissolving the solution, remove the r-bromide solution by heating and refluxing. After 6 hours, the reaction solution was poured into ice water and separated (23).The boiling point was 96-98 C'/15 rrrmHg. Next, cool it in water. This was then followed by CHsCOCl 79
g K was added dropwise little by little, and stirring was continued for 6 hours while cooling with water.

This reaction solution is poured into dilute hydrochloric acid, CI (2C4J- is separated, CH2Ct is distilled off, and the boiling point of the compound is 94-95C10.3 mmHg. 67 g of this compound (1) and 88% HCOOH620ml
Mix, stir, and then repeat (CHa C0LO310T
n11m sulfur m 41111% 35% hydrogen peroxide solution 11Q
Add aJ. This solution is heated to 40-50C and stirred for 8 hours. After fC, the reaction solution is poured into water and the separated oil layer is extracted. The solvent was distilled off from the extract, and CHAOH
Add 100ml of 2N NaOH and 250rrtl and heat under reflux for 2 hours. After cooling, the reaction solution is acidified with hydrochloric acid to form an oil layer (24)! 4-(r-methoxy is obtained by distilling to
It is unHg.

When the other raw material compound is used as described above, the infrared absorption spectrum of the target product 4-(r-methoxypropyl)phenyl-4'-pentylbicyclo(2,2,2) Sample 44 becomes 1750 cm-'. Ester absorption and ether absorption appear at 1100Crn-'. The quality spectrum of sample 44 shows that the molecular ion peak is mle.
It appears in 372. Also direct elemental analysis (Ci 77.
32%, H79, 76%) and the calculated molecular weight of C2aH410t (C; 77.38% I Hi 9.74%) were in good agreement. Based on these facts and the relationship between raw material compounds:
It was confirmed that Sample 44 complied with the above formula. In addition, sample 44 has N-I (25): 53.2. C-N: 43.1.

Add 20 Qm (() and stir vigorously to make W!A cloudy.

The mixture was stirred at room temperature for 4 hours, then poured into 2 t of diluted hydrochloric acid, stirred, and heated to reflux. After 4 hours, the reaction solution was poured into ice water.

Add C, H, OH200++J and Na0 to another flask.
Add 08g of Na, heat and dissolve it, and add this (26g of
) and heat and stir for 4 hours. When this reaction solution is poured into water (C2H,) and O extraction is performed, a colorless liquid crystal is formed.45)
is obtained.

Elemental analysis value of sample 45 (CH3S, 09%l Hilo
, 65%) is the calculated molecular weight of QoHatOa (c; 78
．． 90%, H; 10.59%). In addition, the infrared absorption spectrum of sample 45 is 1100 cm-'
Absorption of ether bonds appears. From both facts and the relationship with the raw material compound, it was confirmed that Sample 45 was a liquid crystal compound of the above formula.

Sample 45 was a monotropic liquid crystal with a phase transition temperature of IN and -44C.

Manufacturing method and physical properties of colorless liquid crystalline compound represented by: 50 ml of CHs O(CHa ) t OH in a flask
Add and dissolve 0.4 g of Na. In addition to the above (
27) Well, stir at 80C for 4 hours. Thereafter, the reaction solution was poured into water (Cv Hal 20 extraction was performed) to obtain a colorless liquid crystal (sample #+46).

Elemental analysis value of sample 46 (Ci 79.31%r Hil
o, 62%l ij C1l Ha402 (1) Calculated molecular weight (C.

79.19%, H; 10.76%). The infrared absorption spectrum of the additional lever compound is as shown in the above article 46.
was completely confirmed to be a liquid crystal compound of the above formula.

The phase transition temperature of sample 46 was C-I 19.5U.

10 Hz OI (Production method and physical properties of colorless liquid crystal compound represented by 4) While cooling a mixed solution with 4-hydroxybenzyl alcohol (28) with ice water, dry odor gas (Br2) was added to it for 2 hours. The mixture is then stirred for 2 hours and distilled to give a 4-hydroxybenzyl compound with a boiling point of 125-126C/15Hg.

Next, anhydrous CHsOf (300 ml Vc Na 5 g
25 g of K dissolved in m''F was heated to m''F. The reaction product was kept under reflux for 4 hours and then poured into ice water lt. The separated oil layer was extracted with (C2Ha)tO, and the extract was dried. Thus, 4-( methoxymethyl)phenol is obtained.

On the other hand, 50 g of 4-n-benzene-4'-cyanobicyclohexane was dissolved in 50 m/Ctf (aOH), a solution of 25 g of KOH and 15 z! of water was added to this solution, and the mixture was refluxed for 8 hours to obtain a precipitate. This gives -bicyclohexanecarboxylic acid.

This compound 45 gk 100ml) SOC410(l
Fill with aA' and continue stirring for 8 hours while maintaining the temperature at 50C.

(29) After subsequent distillation, 4-n-proyl-4'-bicyclohexylcarbonyl chloride is obtained.

Next, add 1 ml of the previously obtained 4-(methoxymethyl)phenol (50 g (content: about 15%) of the 1 ml O solution).

Thereafter, the mixture is refluxed for 2 hours, washed with water, (CtHa)20 is distilled off, and the residue is recrystallized as Cl-1fi C'0C)(a).

The infrared absorption spectrum of the compound obtained by the above method is 175
Absorption of ester at 0crrr', and 1l100C
Ether absorption appears at ``''. Also, in the mass spectrum, a molecular ion peak appears at m/e372.From these two facts and the relationship with the raw material compound, the compound synthesized here is 4-n-propyl-4. It was confirmed that the sample was (methoxymethylphenyl)4'-bicyclohexylcarboxylate sample 47).

The relative temperature of this compound was 50-193C (30). This compound has excellent chemical stability.

<Yi JA Examples 1 to 6 and Comparison Row 1>; Now, each single item of the liquid crystalline compound for an element of the present invention described above was added with a base liquid crystal AK having the composition shown in Table 4 below, and an 11'N element was manufactured. . Note that two substrates were used, and the inner substrates were combined using a spacer material and a sealing material so that they were parallel to each other. A polyimide thin film was completely applied to the opposing surface of the inner substrate and rubbed to provide an alignment film. The gap between the elements was 8 μm. Furthermore, the twist angle was 80°.

(31) (32) The response characteristics of the TN resistor are determined by applying 2.5 times the threshold voltage of each element at 30G, that is, performing static driving, and changing the ii ratio from 0 to 90% in the rise time. (TON)
, and 100→10% at the time of OFF' was determined as the falling time (Torr). The results are summarized in Table 5. In each example, some of the liquid crystal compounds of the base liquid crystal AVc samples 1 to 47 were added together with 'tm-+, but the combination of samples was an equimolar mixture in each example.

Table 5 (33) The response speed at -30C is less than 1 second for all of the U's in this implementation.

<Example 6 and Comparative Examples 2 to 4>; The relationship between the amounts of samples 5, 7.31 and 39 added in Example 6 and the response speed at -30 tl' is shown in FIG. In the figure, curve 1 represents Example 6, and curves 11 to 1■ represent Comparative Examples 2 to 4. Comparative Example 2 is an equimolar mixture of base liquid crystals AVcn = 7 in place of the above-mentioned sample for the device of the present invention,
same as below. ).

FIG. 1 also shows that the composition (Example 6) containing the liquid crystalline compound for confectionery of the present invention is different from that of Comparative Examples 2 to 4 having a similar structure.
It can be seen that the response characteristic at -300 is better than h. In addition, in order to reduce the time to 1 second at -30C (34), the above-mentioned samples for the device of the present invention (samples 5, 7.31, and 39 if the cutting is 1I6) should be 20%, preferably It is desirable that the weight loss is 25% or more.

(Example 1 and Comparative Example 12) In Example 1, the response characteristics were measured by changing the measurement temperature, and the results shown in FIG. 2 were obtained. In this case, the same measurements were performed for Comparative Example 2 above. Curve V represents Example 1,
Curve v1 shows Comparative Example 2.

It can be seen from FIG. 2 that the ether compound for the device of the present invention is superior in response speed compared to Comparative Example 2, especially in the low temperature range.

These characteristics mean that the temperature dependence of the response characteristics is small, which is useful in practice! This is the 1st characteristic.

Next, the temperature dependence of viscosity change in Example 1 and Comparative Example 2 was examined. The results are shown in Figure 3. Curve v11 shows Example 1, and curve v111 shows Comparative Example 2.

As is clear from the figure, the viscosity of the ether compound for the device of the present invention (35) changes much less due to temperature than Comparative Example 2. In other words, the elements related to this implementation row are class 1
Compared to conventional products, the increase in viscosity when the temperature drops is significantly smaller. This also means that the temperature dependence of the response characteristics is small. Therefore, the element of this embodiment has static drive VcJ! I'm here.

As explained above, the liquid crystal display element of the present invention has great characteristics not found in conventional materials, such as excellent response characteristics at low temperatures compared to those under static driving, and small temperature dependence of the response characteristics.

In addition, although the present invention has the above-mentioned characteristics especially in static drive, the display method is not limited to time-division drive using voltage averaging method, that is, not only TN display method but also transistor or thin film transistor (TF”
'fr: It is clear that it can also be used in the accu-dip matrix drive.

[Brief explanation of the drawing]

Figures 1 to 3 all show the characteristics of the actual nm example and the comparative U liquid crystal display element, Figure 4 is a response characteristic diagram to the amount of comparative sample added to the base liquid crystal, and Figure 2 (36) is a response characteristic diagram for temperature, and Figure 3 is a response characteristic diagram for temperature (37
)

Claims (1)

[Scope of Claims] 1. A liquid crystal layer formed from a liquid crystal composition, two substrates sandwiching the liquid crystal layer and arranged parallel to each other, at least one of which is transparent, and each of the substrates. In a static drive liquid crystal display element comprising: an electrode formed on a surface in contact with the liquid crystal layer; and an alignment control film similarly formed on a surface of each substrate in contact with the liquid crystal layer to control the alignment of liquid crystal molecules. . A liquid crystal display element, wherein at least one component of the liquid crystal composition is a colorless liquid crystal compound that satisfies each of the following conditions. (Contains at least one 6-membered 4 in the molecular skeleton,
(11) At least one of the six-membered rings has two or more carbon atoms, and a methylene group is directly bonded to at least one of the carbon atoms, and 4V) The methylene group serves as one end of the acyclic group. and (V) the terminal group of the acyclic group is an alkoxy group.