JPH07165672A - Optically inactive low-molecular compound - Google Patents

Abstract

PURPOSE:To obtain the subject new compound, having a low crystallization temperature and useful as a material for a liquid crystal in the field of optoelectronics without causing the phase separation even by adding thereof into a liquid crystal composition for improving the responsiveness of the liquid crystal composition to the electric field, in preparing the ferroelectric liquid crystal composition. CONSTITUTION:This compound is expressed by formula I [R<1> is biphenyl, formula II to IV, etc.; H in the aromatic ring may be substituted with F; R<2> is a 4-20 optically inactive alkyl; (l) and (m) are each 2-20; (n) is 1-20; Y is single bond, 0, COO or OCO], e.g. a compound expressed by formula V. The compound expressed by formula V is obtained by adding DMF to diethylacetic acid and tetramethylammonium hydroxide pentahydrate and reacting a compound expressed by formula VI therewith.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a non-optically active low molecular weight compound which is preferably used as a liquid crystal material in the field of optoelectronics.

[0002]

2. Description of the Related Art Ferroelectric polymer liquid crystals have a problem that they have a slow response speed as compared with low molecular weight ferroelectric liquid crystals. Several methods of adding a low molecular weight liquid crystal compound to a high molecular weight liquid crystal compound have been proposed in order to improve the electric field response of the ferroelectric high molecular weight liquid crystal (Japanese Patent Laid-Open No. 63-284291 and Japanese Patent Laid-Open No. 63-284291). -289090 publication). However, the low molecular weight liquid crystal compound and the high molecular weight liquid crystal compound are generally poor in compatibility, and phase separation often occurs when 20% by weight or more of the low molecular weight liquid crystal compound is added to the composition.

[0003]

DISCLOSURE OF THE INVENTION According to the present invention, when a ferroelectric liquid crystal composition is prepared, phase separation hardly occurs even when added to the composition in order to improve electric field response of the liquid crystal composition, It is an object of the present invention to provide a novel non-optically active low molecular compound having a low crystallization temperature.

[0004]

Means for Solving the Problems As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that they have a specific branched alkyl group at the end of the molecule, and further have a branched central carbon and skeleton. The non-optically active low molecular weight compound in which two functional groups consisting of hetero atoms such as COO and O are introduced into the polymer has a low crystallization temperature, and phase separation hardly occurs even when added to the polymer liquid crystal compound. The present invention has been completed based on the findings and these findings.

That is, the present invention provides a non-optically active low molecular weight compound represented by the following general formula.

[0006]

[Chemical 3] (In the formula, R ¹ is

[0007]

[Chemical 4] The hydrogen atom of the aromatic ring may be replaced by a fluorine atom, R ² is a non-optically active alkyl group having 4 to 20 carbon atoms, l is an integer of 2 to 20, and m is 2 to 20. An integer, n is an integer of 1 to 20, Y is a single bond, O, COO or OCO. ) In the above general formula, R ² preferably has 4 to 1 carbon atoms.
2, particularly preferably an alkyl group having 6 to 10 carbon atoms. l and m are preferably 2 to 10, particularly preferably 2
4 is an integer of 4, and n is preferably an integer of 4 to 12, particularly preferably an integer of 6 to 10.

The novel non-optically active low molecular weight compound of the present invention is
Even when added to the ferroelectric polymer liquid crystal compound when preparing the liquid crystal composition, phase separation hardly occurs and a stable liquid crystal composition can be obtained.

Specific examples of the non-optically active low molecular weight compound of the present invention include the following compounds.

[0010]

[Chemical 5] Since the non-optically active low molecular weight compound of the present invention has good compatibility with the ferroelectric polymer liquid crystal compound, when added to the ferroelectric polymer liquid crystal compound to form a liquid crystal composition, It can be added in a wide range of 1 to 99% by weight. Considering the spontaneous polarization, tilt angle, and response speed of the liquid crystal composition, the addition ratio in the composition is preferably 10 to 50% by weight. Depending on the characteristics of the ferroelectric high-molecular liquid crystal compound such as molecular weight distribution, the addition ratio is 10% by weight.
If it is less, spontaneous polarization may become too large or the response speed may become slow. If the addition ratio is more than 50% by weight, the strength when formed into a panel may become insufficient.

The method of adding the low molecular weight compound of the present invention to the ferroelectric high molecular weight liquid crystal compound is to dissolve the low molecular weight compound of the present invention and the ferroelectric high molecular weight liquid crystal compound in a solvent such as dichloromethane or toluene. A method in which a uniform solution is prepared and then the solvent is distilled off to obtain a liquid crystal composition is preferably adopted.

By sandwiching the thus-prepared liquid crystal composition between two substrates with pattern electrodes and making the substrate spacing sufficiently smaller than the helical pitch of the liquid crystal composition, a Clark-Lagaval type element can be manufactured. it can.

A glass substrate or a plastic substrate such as polyether sulfone (PES) or polyethylene terephthalate (PET) is used as the substrate, and is not particularly limited as long as it can form an electrode. As the electrodes, oxides such as ITO or metals such as aluminum are used.

The alignment of the liquid crystal composition can be performed by a rubbing method, a shearing method, or an electric field application.

[0015]

EXAMPLES The present invention will now be described in detail based on examples, but the present invention is not limited thereto.

Example 1 Synthesis of Compound (1) Compound (1) was synthesized by the reaction shown below.

[0017]

[Chemical 6] 0.464 g of diethyl acetic acid and 0.724 g of tetramethylammonium hydroxide pentahydrate were stirred at room temperature until a transparent liquid was obtained, and then 4 ml of DMF was used.
Was added. Compound (14) 1.008 g of DMF
A 40 ml solution was added and reacted at 40 ° C. for 12 hours. After completion of the reaction, the reaction mixture was poured into a dilute hydrochloric acid aqueous solution and extracted with dichloromethane. The organic layer is magnesium sulfate (anhydrous)
After drying with, the mixture was filtered, and the solvent was distilled off from the filtrate under reduced pressure. The residue was purified by column chromatography (filled with silica gel, developed with 10% ethyl acetate / n-hexane) to obtain 0.758 g of the desired compound (1) (yield 70.5%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 8.56 (s, 2H), 8.34 (d, 2H),
6.96 (d, 2H), 4.08 (t, 2H), 4.0
2 (t, 2H), 2.59 (t, 2H), 2.20
(M, 1H), 1.85 to 1.17 (m, 32H),
0.88 (m, 9H)

The value measured by FD-MS was 538.
(Calculated value: C ₃₄H₅₄N₂O₃= 538.90).

The compound (1) observed by a polarizing microscope
The phase transition behavior (cooling process) of was as follows. (Iso: isotropic phase, S _A : smectic A phase, S _C : smectic C phase, Cryst .: crystalline phase)

Example 2 Synthesis of Compound (2) Compound (2) was synthesized by the reaction shown below.

[0021]

[Chemical 7] Using (±) -2-ethylhexanoic acid in place of the diethyl acetic acid and the compound (15) in place of the compound (14), the same procedure as in Example 1 was carried out to obtain the compound (15). 0.232 g of the target compound (2) was obtained from 0.549 g (yield 37.4%).
The ¹ H-NMR (TMS / CDCl ₃ ) analysis result (ppm) of the obtained compound is shown below. 8.12 (m, 4
H), 7.28 (d, 2H), 6.97 (d, 2H),
4.33 (t, 2H), 4.10 (t, 2H), 4.0
5 (t, 2H), 2.25 (m, 1H), 1.89-
1.19 (m, 24H), 0.90 (m, 9H)

The value measured by FD-MS was 568.
(Calculated value: C ₃₄H₄₈O₇= 568.82).

The compound (2) observed by a polarizing microscope
The phase transition behavior (cooling process) of was as follows.

Example 3 Synthesis of Compound (3) Compound (3) was synthesized by the reaction shown below.

[0025]

[Chemical 8] By substituting (±) -2-ethylhexanoic acid for diethyl acetic acid and performing the same operation as in Example 1, 1.08 g of compound (14) was converted to desired compound (3). .613 g was obtained (yield 5
4.0%). ¹ H-NMR of the obtained compound (TMS /
The analysis result (ppm) of CDCl ₃ ) is shown below. 8.
56 (s, 2H), 8.34 (d, 2H), 6.97
(D, 2H), 4.08 (t, 2H), 4.02 (t,
2H), 2.59 (t, 2H), 2.25 (m, 1
H), 1.85 to 1.19 (m, 36H), 0.88
(M, 9H)

The value measured by FD-MS was 566.
(Calculated value: C ₃₆H₅₈N₂O₃= 566.96).

The compound (3) observed by a polarization microscope
The phase transition behavior (cooling process) of was as follows.

Example 4 Synthesis of Compound (4) Compound (4) was synthesized by the reaction shown below.

[0029]

[Chemical 9] Using the compound (16) instead of the compound (14) and performing the same operation as in Example 1, the compound (16) 0.
0.140 g of the target compound (4) was obtained from 581 g (yield 22.7%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 7.82 (m, 1H), 7.10 (d, 2H),
6.90 (d, 2H), 6.81 (m, 1H), 4.1
3 (t, 2H), 4.06 (t, 2H), 3.95
(T, 2H), 2.20 (m, 1H), 1.85 to 1.
18 (m, 30H), 0.88 (m, 9H)

The value measured by FD-MS was 618.
(Calculated value: C ₃₆H₅₂O₆F₂= 618.88).

The compound (4) observed by a polarization microscope
The phase transition behavior (cooling process) of was as follows.

Example 5 Synthesis of Compound (5) Compound (5) was synthesized by the reaction shown below.

[0033]

[Chemical 10] By using the compound (17) instead of the compound (14) and performing the same operation as in Example 1, the compound (17) 0.
0.403 g of the target compound (5) was obtained from 518 g (yield 72.9%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 8.06 (d, 2H), 7.61 (d, 2H),
7.56 (d, 2H), 6.98 (d, 2H), 4.3
3 (t, 2H), 4.07 (t, 2H), 4.00
(T, 2H), 2.19 (m, 1H), 1.87-1.
20 (m, 28H), 0.95 (t, 3H), 0.89
(T, 6H)

The value measured by FD-MS was 552.
(Calculated value: C ₃₅H₅₂O_Five= 552.87).

Further, the compound (5) was observed by a polarization microscope.
The phase transition behavior (cooling process) of was as follows.

Example 6 Synthesis of compound (6) Compound (6) was synthesized by the reaction shown below.

[0037]

[Chemical 11] Compound (18) was used in place of compound (14) and was subjected to the same procedure as in Example 1 to give compound (18) 0.
0.598 g of the target compound (6) was obtained from 680 g (yield 83.6%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 8.61 (s, 2H), 8.48 (d, 2H),
8.15 (d, 2H), 7.33 (d, 2H), 6.9
8 (d, 2H), 4.05 (m, 4H), 2.62
(T, 2H), 2.20 (m, 1H), 1.85 to 1.
20 (m, 40H), 0.88 (m, 9H)

The value measured by FD-MS was 714.
(Calculated value: C ₄₅H₆₆N₂O_Five= 715.13).

Further, the compound (6) was observed by a polarization microscope.
The phase transition behavior (cooling process) of was as follows. (N: nematic phase)

Example 7 Synthesis of Compound (7) Compound (7) was synthesized by the reaction shown below.

[0041]

[Chemical 12] Using the compound (18) in place of the compound (14) and (±) -2-ethylhexanoic acid in place of the diethyl acetic acid, the same procedure as in Example 1 was carried out to obtain the compound (18). 0.639 g of the target compound (7) was obtained from 0.680 g (yield 86.0%).
The ¹ H-NMR (TMS / CDCl ₃ ) analysis result (ppm) of the obtained compound is shown below. 8.61 (s, 2
H), 8.48 (d, 2H), 8.15 (d, 2H),
7.33 (d, 2H), 6.97 (d, 2H), 4.0
5 (m, 4H), 2.63 (t, 2H), 2.25
(M, 1H), 1.87 to 1.18 (m, 44H),
0.88 (m, 9H)

The value measured by FD-MS was 742.
(Calculated value: C ₄₇H₇₀N₂O_Five= 743.19).

Further, the compound (7) was observed by a polarization microscope.
The phase transition behavior (cooling process) of was as follows.

Example 8 Synthesis of Compound (8) Compound (8) was synthesized by the reaction shown below.

[0045]

[Chemical 13] Using the compound (19) in place of the compound (14) and (±) -2-ethylhexanoic acid in place of the diethyl acetic acid, the same procedure as in Example 1 was carried out to obtain the compound (19). 0.235 g of the target compound (8) was obtained from 0.425 g (yield 50.2%).
The ¹ H-NMR (TMS / CDCl ₃ ) analysis result (ppm) of the obtained compound is shown below. 8.62 (s, 2
H), 8.49 (d, 2H), 8.15 (d, 2H),
7.33 (d, 2H), 6.97 (d, 2H), 4.0
6 (m, 4H), 2.62 (t, 2H), 2.25
(M, 1H), 1.87 to 1.18 (m, 36H),
0.88 (m, 9H)

The value measured by FD-MS was 686.
(Calculated value: C ₄₃H₆₂N₂O_Five= 687.07).

Further, the compound (8) was observed by a polarization microscope.
The phase transition behavior (cooling process) of was as follows.

Example 9 Synthesis of compound (9) Compound (9) was synthesized by the reaction shown below.

[0049]

[Chemical 14] By using the compound (20) instead of the compound (14) and performing the same operation as in Example 1, the compound (20).
0.226 g of the target compound (9) was obtained from 652 g (yield 33.0%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 8.18 (d, 2H), 7.81 (d, 1H),
7.74 (d, 1H), 7.62 (s, 2H), 7.4
0 (d, 1H), 7.35 (d, 1H), 6.98
(D, 2H), 4.05 (t, 4H), 2.77 (t,
2H), 2.20 (m, 1H), 1.85 to 1.20
(M, 40H), 0.88 (m, 9H)

The value measured by FD-MS was 686.
(Calculated value: C ₄₅H₆₆O_Five= 687.11).

Further, the compound (9) was observed by a polarization microscope.
The phase transition behavior (cooling process) of was as follows.

Example 10 Synthesis of Compound (10) Compound (10) was synthesized by the reaction shown below.

[0053]

[Chemical 15] By using (±) -2-ethylhexanoic acid instead of diethyl acetic acid and using compound (21) instead of compound (14), the same procedure as in Example 1 was carried out to give compound (21 ) 0.096 g of the target compound (10) was obtained from 0.534 g (yield 17.0).
%). ¹ H-NMR (TMS / CDC of the obtained compound
l ₃₎ analysis of the (ppm) shown below. 8.62
(S, 1H), 8.19 (d, 2H), 8.10 (d
d, 1H), 8.01 (d, 1H), 7.86 (d, 1)
H), 7.73 (d, 1H), 7.42 (dd, 1)
H), 7.00 (d, 2H), 4.38 (t, 2H),
4.05 (t, 4H), 2.25 (m, 1H), 1.8
7 to 1.20 (m, 40H), 0.88 (m, 9H)

The value measured by FD-MS was 730.
(Calculated value: C ₄₆H₆₆O₇= 731.12).

Further, the compound (1
The phase transition behavior (temperature lowering process) of 0) was as follows.

Example 11 Synthesis of Compound (11) Compound (11) was synthesized by the reaction shown below.

[0057]

[Chemical 16] Compound (22) was used in place of compound (14), and (±) -2-ethylhexanoic acid was used in place of diethyl acetic acid to carry out the same operation as in Example 1 to give compound (22). ) 0.334 g of the target compound (11) was obtained from 0.462 g (yield 66.3).
%). ¹ H-NMR (TMS / CDC of the obtained compound
l ₃₎ analysis of the (ppm) shown below. 8.15
(D, 2H), 8.10 (d, 2H), 7.66 (m,
4H), 7.30 (d, 2H), 6.98 (d, 2)
H), 4.35 (t, 2H), 4.05 (t, 4H),
2.25 (m, 1H), 1.87 to 1.20 (m, 40
H), 0.88 (m, 9H)

The value measured by FD-MS was 756.
(Calculated value: C ₄₈H₆₈O₇= 757.16).

Further, the compound (1
The phase transition behavior (temperature lowering process) of 1) was as follows.

Example 12 Synthesis of compound (12) Compound (12) was synthesized by the reaction shown below.

[0061]

[Chemical 17] By using the compound (23) instead of the compound (14) and performing the same operation as in Example 1, the compound (23) 0.
0.377 g of the target compound (12) from 643 g
Obtained (yield 55.0%). ¹ H-NM of the obtained compound
The analysis results (ppm) of R (TMS / CDCl ₃ ) are shown below. 8.92 (s, 2H), 8.40 (d, 2)
H), 7.54 (d, 2H), 7.00 (m, 4H),
4.05 (m, 6H), 2.20 (m, 1H), 1.8
7 to 1.20 (m, 24H), 0.88 (m, 9H)

The value measured by FD-MS was 574.
(Calculated value: C ₃₆H₅₀N₂O_Four= 574.88).

Further, the compound (1
The phase transition behavior (cooling process) of 2) was as follows.

Example 13 Synthesis of compound (13) Compound (13) was synthesized by the reaction shown below.

[0065]

[Chemical 18] By using the compound (24) instead of the compound (14) and performing the same operation as in Example 1, the compound (24) 0.
0.393 g of the target compound (13) from 577 g
Obtained (yield 65.0%). ¹ H-NM of the obtained compound
The analysis results (ppm) of R (TMS / CDCl ₃ ) are shown below. 8.17 (d, 2H), 7.32 (m, 5
H), 7.00 (m, 3H), 4.06 (m, 6H),
2.20 (m, 1H), 1.90 to 1.20 (m, 40
H), 0.88 (m, 9H)

The value measured by FD-MS was 764.
(Calculated value: C ₄₇H₆₆O₆F₂= 765.13).

Further, the compound (1
The phase transition behavior (cooling process) of 3) was as follows.

Example 14 Synthesis of compound (25) Compound (25) was synthesized by the reaction shown below.

[0069]

[Chemical 19] Using compound (18) in place of compound (14) and 2-decyldodecanoic acid in place of diethyl acetic acid, the same procedure as in Example 1 was carried out to obtain 0.680 g of compound (18). 0.493 g of the target compound (25) was obtained (yield 52.4%). The ¹ H-NMR (TMS / CDCl ₃ ) analysis result (ppm) of the obtained compound is shown below. 8.61 (s, 2H),
8.48 (d, 2H), 8.15 (d, 2H), 7.3
2 (d, 2H), 6.97 (d, 2H), 4.05
(M, 4H), 2.63 (t, 2H), 2.30 (m,
1H), 1.86 to 1.18 (m, 72H), 0.87
(M, 9H)

The value measured by FD-MS was 938.
(Calculated value: C ₆₁H₉₈N₂O_Five= 939.61).

Further, the compound (1
The phase transition behavior (temperature lowering process) of 1) was as follows.

Comparative Example 1 Synthesis of Compound (28) Compound (28) was synthesized according to the synthetic route shown below.

[0073]

[Chemical 20]

() Synthesis of compound (18) Benzoic acid derivative (26) 9.16 g of toluene 50 ml
11.33 g of thionyl chloride and a few drops of pyridine were added to the solution, and the mixture was reacted at 65 ° C. for 4 hours. Attach an aspirator for 30 minutes at 65 ° C and then 1 hour at 80 ° C.
The solvent and excess thionyl chloride were distilled off. To the remaining oily substance, a solution of 1.88 g of pyridine in 50 ml of toluene and a hydroxyphenylpyrimidine derivative (27) 7.4.
A solution of 6 g of toluene in 50 ml was added dropwise. After reacting for 12 hours at room temperature, filtration was performed to remove salts. The solvent was distilled off from the filtrate under reduced pressure, and the residue was subjected to column chromatography (neutral alumina-filled precolumn, silica gel-filled main column, 10% ethyl acetate / 20% dichloromethane / n).
-Developing with hexane), 9.31 g of the target compound (18) was obtained (yield 58%).

The analysis results (ppm) of ¹ H-NMR (TMS / CDCl ₃ ) are shown below. 8.55 (s, 2H) 4.00 (t, 2H) 8.45 (d, 2H) 3.38 (t, 2H) 8.10 (d, 2H) 2.58 (t, 2H) 7. 38 (d, 2H) 2.10 to 0.70 (m, 39
H) 6.90 (d, 2H)

() Synthesis of Compound (28) After stirring 2.77 g of trimethylacetic acid and 4.92 g of tetramethylammonium hydroxide pentahydrate at room temperature until a transparent liquid was obtained, 50 ml of DMF was added. A solution of 9.20 g of compound (18) in 550 ml of DMF was added,
The reaction was carried out at 40 ° C for 12 hours. After completion of the reaction, the reaction mixture was poured into a dilute hydrochloric acid aqueous solution and extracted with dichloromethane. The organic layer was dried over magnesium sulfate (anhydrous) and then filtered, and the solvent was distilled off from the filtrate under reduced pressure. The residue was purified by column chromatography (filled with silica gel, 10% ethyl acetate / 20% dichloromethane / n-hexane development) to obtain 7.47 g of the target compound (28) (yield 79%). ¹ H-NMR of the obtained compound
The analysis results (ppm) of (TMS / CDCl ₃ ) are shown below. 8.55 (s, 2H) 4.00 (m, 4H) 8.45 (d, 2H) 2.56 (t, 2H) 8.10 (d, 2H) 2.10 to 0.70 (m, 48
H) 7.39 (d, 2H) 6.90 (d, 2H) Further, the phase transition behavior (temperature lowering process) of the compound (28) by observation with a polarization microscope was as follows. (S ₁ : unidentified smectic phase)

Comparative Example 2 Synthesis of Compound (29) Compound (29) was synthesized according to the synthetic route shown below.

[0078]

[Chemical 21]

0.176 g of isobutyric acid and 0.3 of tetramethylammonium hydroxide pentahydrate
After stirring 62 g at room temperature until it became a transparent liquid, DM
F4 ml was added. Compound (18) 0.680 g DM
An F40 ml solution was added, and the mixture was reacted at 40 ° C. for 12 hours.
After completion of the reaction, the reaction mixture was poured into a dilute hydrochloric acid aqueous solution and extracted with dichloromethane. The organic layer was dried over magnesium sulfate (anhydrous), filtered, and the solvent was distilled off from the filtrate under reduced pressure. The residue was subjected to column chromatography (silica gel packed, 10% ethyl acetate / 20% dichloromethane / n
By purification with -hexane, 0.493 g of the target compound (29) was obtained (yield 71.8%).
The results (ppm) of ¹ H-NMR (TMS / CDCl ₃ ) analysis of the obtained compound are shown below. 8.61 (s, 2H) 2.63 (t, 2H) 8.48 (d, 2H) 2.54 (m, 1H) 8.15 (d, 2H) 1.87-1.20 (m, 36
H) 7.32 (d, 2H) 1.16 (d, 6H) 6.98 (d, 2H) 0.88 (t, 3H) 4.05 (m, 4H) In addition, the compound ( The phase transition behavior (temperature lowering process) of 29) was as follows.

FIG. 1 shows the non-optically active low molecular weight compounds (6), (7) and (25) of the present invention obtained in Examples 6, 7 and 14 and the non-optically active low molecular weight compounds obtained in Comparative Examples 1 and 2. It shows the phase transition behavior of the optically active low molecular weight compounds (28) and (29). As is clear from FIG. 1, the low molecular weight compound of the present invention has a specific branched alkyl group at the molecular end.

[0081]

[Chemical formula 22] It was possible to lower the crystallization temperature as compared with the low molecular weight compound of Comparative Example by introducing the. If the branched alkyl group has large values of l and m, the crystallization temperature may increase, and considering the effect of lowering the crystallization temperature,
The optimum value of m is 10 or less.

[0082]

INDUSTRIAL APPLICABILITY According to the present invention, by blending with a ferroelectric polymer liquid crystal compound, it is possible to obtain a stable liquid crystal composition having excellent electric field response and causing no phase separation for a long period of time. A new compound having is obtained.

[Brief description of drawings]

FIG. 1 is a graph showing the phase transition behavior of compounds (28), (29), (6), (7) and (25).

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI Technical display location G02F 1/13 500 // C09K 19/10 9279-4H 19/20 9279-4H 19/34 9279- 4H

Claims (1)

[Claims] 1. A non-optically active low-molecular compound represented by the following general formula. [Chemical 1] (In the formula, R ¹ is The hydrogen atom of the aromatic ring may be replaced by a fluorine atom, R ² is a non-optically active alkyl group having 4 to 20 carbon atoms, l is an integer of 2 to 20, and m is 2 to 20. An integer, n is an integer of 1 to 20, Y is a single bond, O, COO or OCO. )