TW201807166A - Liquid crystal composition, liquid crystal display element or liquid crystal display having lower viscosity, higher clearing point and K value - Google Patents

Abstract

The present invention discloses a liquid crystal composition, which comprises one or more compounds of formula I, one or more compounds of formula II, and one or more compounds of formula III. The present invention provides a liquid crystal composition and a liquid crystal display element or a liquid crystal display having the liquid crystal composition, wherein the liquid crystal composition has lower viscosity, higher clearing point and K value, thereby realizing quicker response, in the meantime, it has appropriate dielectric anisotropy [Delta] [epsilon], appropriate optical anisotropy [Delta]n, and higher stability to heat and light.

Description

Liquid crystal composition, liquid crystal display element or liquid crystal display

The present invention relates to the technical field of liquid crystal display, and particularly to a liquid crystal composition, and a liquid crystal display element or a liquid crystal display containing the liquid crystal composition.

In the development of LCD, the current LCD liquid crystals are developing in the direction of faster response and better reliability, and the high-speed response characteristics of liquid crystal mixtures are derived from the corresponding physical parameters of their components, such as rotational viscosity gamma1, elastic constant ( K), etc., high-definition monomers also help mix and match crystals. It can be seen that the ideal liquid crystal monomer should have characteristics such as low gamma1, high K, appropriate refractive index, and high definition point.

In order to achieve this feature, alkoxy groups are introduced into the molecular structure when designing the molecule. Generally speaking, alkoxy groups are connected to a benzene ring to obtain high K, low viscosity, wide nematic temperature range, etc. Characteristics.

such as:

In the present invention, the liquid crystal mixture is used in this way to try to overcome the shortcomings of the alkoxy smectic, which makes it possible in commercial liquid crystal applications, and will greatly improve the display speed of the liquid crystal.

An object of the present invention is to provide a nematic liquid crystal composition including an alkoxy-based liquid crystal and other liquid crystal compositions, and an alkoxy-based liquid crystal compound is present in the components.

The present invention provides a liquid crystal composition comprising one or more compounds represented by Formula I, one or more compounds represented by Formula II, and one or more compounds represented by Formula III. I Ⅱ Ⅲ

Here, R ₁ and R ₂ each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, Fluorine-substituted alkenyl having 2 to 10 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl, cyclobutyl, or cyclopropyl;

R ₃ and R ₄ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, or a fluorine substituted carbon Alkoxy group with 1-10 atoms, alkenyl group with 2-10 carbon atoms, alkenyl group with 2-10 carbon atoms substituted with fluorine, alkenyloxy group with 3-8 carbon atoms Or fluorine substituted alkenyloxy group having 3 to 8 carbon atoms, and the double bond is not directly connected to the benzene ring;

R ₅ represents an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, and 1 to 10 carbon atoms substituted with fluorine Alkoxy, alkenyl having 2-10 carbon atoms, alkenyl having 2-10 carbon atoms substituted by fluorine, alkenyloxy group having 3-8 carbon atoms or fluorine-substituted carbon atoms 3 to 8 alkenyloxy groups, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl;

(F) each independently represents H or F;

m represents 1, 2 or 3;

n represents 1 or 0;

Q represents F, OCF ₃ , CF ₃ , OCF ₂ H;

P represents methyl or H;

, Each independently represents one or two of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene, and when , When both represent a phenylene group, R ₃ and R ₄ cannot represent an alkoxy group;

, Each independently represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene;

Represents phenylene and / or fluorophenylene.

The liquid crystal composition provided by the present invention has lower viscosity, higher sharpness point, and elastic constant, and can achieve fast response. At the same time, it has moderate dielectric anisotropy Δε, moderate optical anisotropy Δn, and high contrast. Thermal and light stability. The liquid crystal display element or liquid crystal display containing the liquid crystal composition has a wide nematic temperature range, suitable birefringence anisotropy, very high resistivity, good ultraviolet resistance, high charge retention, and low steam. Pressure and other characteristics.

The technical solution of the present invention is further improved in that the one or more compounds represented by Formula I are one or more of the compounds represented by Formula I1 to Formula I21; the one or more compounds represented by Formula II are represented by Formulas II1-II9. One or more of the compounds shown; the one or more compounds of the formula III are one or more of the compounds of the formulae III1-III20 I1 I2 I3 I4 I5 I6 I7 I9 I10 I11 I12 I13 I14 I15 I16 I17 I18 I19 I20 I21 II1 Ⅱ2 Ⅱ3 Ⅱ4 II5 II6 II7 Ⅱ8 II9

Wherein, R ₃₁ and R ₄₁ each independently represent a linear alkyl group having 1 to 5 carbon atoms; Ⅲ1 Ⅲ2 Ⅲ3 III4 III5 III6 III7 Ⅲ8 Ⅲ9 III10 III11 III12 III13 III14 III15 III16 III17 III18 III19 III20

Here, R ₅₁ each independently represents a linear alkyl group having 1 to 5 carbon atoms.

The liquid crystal composition provided by the present invention may further include one or more compounds represented by formula IV F

R ₆ and R ₇ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, or fluorine substituted Alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms substituted with fluorine, and 3 to 8 alkenyl carbon atoms Oxygen or fluorine substituted alkenyloxy group having 3 to 8 carbon atoms, and the double bond is not directly connected to the benzene ring, and any of the methylene groups may be substituted by cyclopentyl or cyclopropyl;

O represents 0, 1, or 2;

Represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene.

One or more compounds represented by the formula VI is preferably one or more of the compounds represented by the following formulae IV1-IV12, IV1 IV2 IV3 IV4 IV5 IV6 IV7 IV8 IV9 IV10 IV11 IV12

Here, R ₆₁ and R ₇₁ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, and a carbon number of 3-8 alkenyloxy, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl.

The liquid crystal composition provided by the present invention may further include one or more compounds having the formula V, Ⅴ

Among them, R ₈ represents an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, and 1 substituted carbon with fluorine -10 alkoxy, alkenyl having 2-10 carbon atoms, fluorine-substituted alkenyl having 2-10 carbon atoms, alkenyloxy having 3-8 carbon atoms, or fluorine-substituted Alkenyloxy groups having 3 to 8 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl;

p and q each independently represent 0, 1 or 2;

Z represents a single bond, -COO-, -CH ₂ O-, or CH ₂ CH _2- ;

U means F or -OCF ₃ ;

, Each independently represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene.

One or more of the compounds represented by the formula V is preferably one or more of the compounds represented by the following formulae V1-V15, Ⅴ1 Ⅴ2 Ⅴ3 Ⅴ4 Ⅴ5 Ⅴ6 Ⅴ7 Ⅴ8 Ⅴ9 Ⅴ10 Ⅴ11 Ⅴ12 Ⅴ13 Ⅴ14 Ⅴ15 Ⅴ16 Ⅴ17 Ⅴ18 Ⅴ19 Ⅴ20

Wherein R ₈₁ each independently represents a linear alkyl group having 1 to 5 carbon atoms;

(F) each independently represents H or F.

The liquid crystal composition provided by the present invention may further include one or more compounds represented by formula VI Ⅵ

Among them, R ₉ and R ₁₀ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, and fluorine substituted Alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms substituted with fluorine, and 3 to 8 alkenyl carbon atoms Oxy or fluorine substituted alkenyloxy group having 3 to 8 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl;

s means 1 or 2;

t represents 0, 1, or 2;

Z ₁ and Z ₂ each independently represent a single bond, -COO-, -CH ₂ O-, or CH ₂ CH _2- ;

, Each independently represents a cyclohexylene group, a cyclohexylene group, a phenylene group and / or a fluorophenylene group.

One or more of the compounds represented by formula VI is preferably one or more of the compounds represented by formula VI1-VI14, Ⅵ1 Ⅵ2 Ⅵ3 Ⅵ4 Ⅵ5 Ⅵ6 Ⅵ7 Ⅵ8 Ⅵ9 VI10 Ⅵ11 VI12 VI13 Ⅵ14

Among them, R ₉₁ and R _{10 1} each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, and fluorine Substituted alkoxy groups having 1 to 10 carbon atoms, alkenyl groups having 2 to 10 carbon atoms, fluorine substituted alkenyl groups having 2 to 10 carbon atoms, and chains having 3 to 8 carbon atoms Alkenyloxy or fluorine-substituted alkenyloxy having 3 to 8 carbon atoms.

The invention also relates to a liquid crystal display element or a liquid crystal display comprising any one of the liquid crystal compositions described above; the display element or display is an active matrix display element or display or a passive matrix display element or display.

The liquid crystal display element or liquid crystal display is preferably an active matrix addressing liquid crystal display element or a liquid crystal display.

The active matrix display element or display is specifically a TN-TFT or IPS-TFT liquid crystal display element or display.

Since the above technical solution is adopted, the technical progress achieved by the present invention lies in:

The liquid crystal composition provided by the present invention has a lower viscosity, a higher sharpness point, and an elastic constant, and can achieve a fast response. At the same time, it has a moderate dielectric anisotropy Δε, a moderate optical anisotropy Δn, and a high contrast. Thermal and light stability. The liquid crystal material containing the liquid crystal composition provided by the present invention has not only good chemical and thermal stability, but also stability to electric fields and electromagnetic radiation. Moreover, as a liquid crystal material for thin film transistor technology (TFT-LCD), it also has a wide nematic temperature range, suitable birefringence anisotropy, very high resistivity, good UV resistance, and high charge retention. Rate and low vapor pressure.

The present invention is further described below with reference to specific embodiments, but the present invention is not limited to the following embodiments.

Unless otherwise specified, the chain alkyl group means a straight-chain alkyl group or a branched alkyl group.

The methods are general methods unless otherwise specified.

The raw materials can be obtained from publicly available sources unless otherwise specified.

Unless otherwise stated, the percentages are all mass percentages.

The temperature is in degrees Celsius (° C). The specific meaning and test conditions of other symbols are as follows:

Cp means liquid crystal clear point (℃), DSC quantitative method test;

S-N represents the crystalline state of the liquid crystal to the melting point (° C) of the nematic type;

Δn represents optical anisotropy, no is the refractive index of ordinary light, ne is the refractive index of extraordinary light, the test conditions are 25 ± 2 ℃, 589nm, Abbe refractometer test;

Δε represents the dielectric anisotropy, Δε = ε∥-ε⊥, where ε∥ is the dielectric constant parallel to the molecular axis, ε⊥ is the dielectric constant perpendicular to the molecular axis, and the test conditions are 25 ± 0.5 ° C. 20 micron parallel box, INSTEC: ALCT-IR1 test;

γ1 is the rotational viscosity (mPa · s), the test conditions are 25 ± 0.5 ℃, 20 micron parallel box, INSTEC: ALCT-IR1 test;

ρ is the resistivity (Ω · cm), the test condition is 25 ± 2 ℃, the test instrument is TOYO SR6517 high resistance meter and LE-21 liquid electrode.

VHR represents the voltage holding rate (%), the test conditions are 20 ± 2 ° C, the voltage is ± 5V, the pulse width is 10ms, and the voltage holding time is 16.7ms. The test equipment is TOYO Model6254 LCD performance comprehensive tester.

τ represents the response time (ms), the test instrument is DMS-501, the test conditions are 25 ± 0.5 ℃, the test box is a 3.3 micron IPS test box, the electrode spacing and electrode width are both 10 micrometers, and the angle between the rubbing direction and the electrode is 10 ° .

T (%) indicates transmittance, T (%) = 100% * Working voltage (Vop) brightness / light source brightness, test equipment DMS501, test condition is 25 ± 0.5 ℃, test box is 3.3 micron IPS test box, electrode spacing and The electrode width is 10 microns, and the angle between the rubbing direction and the electrode is 10 °

The liquid crystal monomer structure of the embodiment of the present invention is represented by a code, and the method of representing the structure of the liquid crystal ring structure, the end group and the linking group is shown in the following table (a) and (b)

Table (1): Corresponding codes of ring structure

Table (II): Corresponding codes of end groups and linking groups

For example:

C (5) CCV1

3B B (3F) B (3F , 5F) CF 2 OB (3F, 4F, 5F)

Example 1:

Example 2:

Example 3:

Example 4:

Example 5:

Example 6:

Comparative Example 1:

In Comparative Example 1, compared with Example 1, when the component I-5BBO2 was replaced with 5BB1, Cp decreased significantly, and K ₁₁ decreased from 24.8 in Example 1 to 14.9 in Comparative Example 1. The refractive index and rotational viscosity were almost unchanged. Change, the response speed becomes worse, and the liquid crystal phase temperature range becomes narrower.

It can be seen that 5BBO2 can significantly improve the response speed and widen the temperature range of liquid crystal elements compared to 5BB1.

no

no

no

Claims (10)

A liquid crystal composition comprising one or more compounds represented by Formula I, one or more compounds represented by Formula II, and one or more compounds represented by Formula III, I Ⅱ Ⅲ wherein R ₁ and R ₂ each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, and an alkenyl group having 2 to 10 carbon atoms And fluorine-substituted alkenyl having 2 to 10 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl, cyclobutyl, or cyclopropyl; R ₃ and R ₄ each independently represent the number of carbon atoms 1-10 alkyl groups, fluorine-substituted alkyl groups having 1-10 carbon atoms, alkoxy groups having 1-10 carbon atoms, fluorine-substituted alkoxy groups having 1-10 carbon atoms, carbon Alkenyl with 2-10 atoms, fluorine-substituted alkenyl with 2-10 carbon atoms, alkenyloxy with 3-8 carbon atoms, or fluorine-substituted carbon atoms with 3-8 Alkenyloxy, and the double bond is not directly connected to the benzene ring; R ₅ represents an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, and 1 to 10 carbon atoms Alkoxy, fluorine-substituted alkoxy having 1-10 carbon atoms, alkenyl having 2-10 carbon atoms, fluorine-substituted alkenyl having 2-10 carbon atoms, carbon atoms 3-8 alkenyloxy or fluorine substituted alkenyloxy having 3-8 carbon atoms, And any of the methylene groups may be replaced by cyclopentyl or cyclopropyl; (F) each independently represents H or F; m represents 1, 2 or 3; n represents 1 or 0; Q represents F, OCF ₃ , CF ₃ , OCF ₂ H; P represents methyl or H; , Each independently represents one or two of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene, and when , When both represent a phenylene group, R ₃ and R ₄ cannot represent an alkoxy group; , Each independently represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene; Represents phenylene and / or fluorophenylene. The liquid crystal composition according to item 1 of the scope of the patent application, wherein the one or more compounds represented by Formula I is one or more of the compounds represented by Formula I1 to Formula I21, and the one or more compounds represented by Formula II are One or more of the compounds represented by formulas II1-II9, and the one or more compounds of formula III are one or more of the compounds represented by formula III1-III20: I1 I2 I3 I4 I5 I6 I7 I9 I10 I11 I12 I13 I14 I15 I16 I17 I18 I19 I20 I21 II1 Ⅱ2 Ⅱ3 Ⅱ4 II5 II6 II7 Ⅱ8 II9 wherein R _{3 1} and R _{4 1} each independently represent a linear alkyl group having 1 to 5 carbon atoms; Ⅲ1 Ⅲ2 Ⅲ3 III4 III5 III6 III7 Ⅲ8 Ⅲ9 III10 III11 III12 III13 III14 III15 III16 III17 III18 III19 III20 wherein R ₅₁ each independently represents a linear alkyl group having 1 to 5 carbon atoms. The liquid crystal composition according to item 1 or 2 of the scope of patent application, wherein the liquid crystal composition further comprises one or more compounds represented by formula IV, IV wherein R ₆ and R ₇ each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, and fluorine Substituted alkoxy groups having 1 to 10 carbon atoms, alkenyl groups having 2 to 10 carbon atoms, fluorine substituted alkenyl groups having 2 to 10 carbon atoms, and chains having 3 to 8 carbon atoms Alkenyloxy or fluorine substituted alkenyloxy group having 3 to 8 carbon atoms, and the double bond is not directly connected to the benzene ring, any of the methylene groups may be substituted by cyclopentyl or cyclopropyl; O represents 0 , 1 or 2; Represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene. The liquid crystal composition according to item 3 of the scope of application for a patent, wherein the one or more compounds represented by the formula IV are one or more of the compounds represented by the following formulae IV1-IV12, IV1 IV2 IV3 IV4 IV5 IV6 IV7 IV8 IV9 IV10 IV11 IV12 wherein R ₆₁ and R ₇₁ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, and carbon number Is an alkenyloxy group of 3-8, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl. The liquid crystal composition according to item 1 or 2 of the scope of patent application, wherein the liquid crystal composition further comprises one or more compounds having the formula V, Ⅴ Among them, R ₈ represents an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, and a fluorine substituted carbon number to 1-10 alkoxy, 2-10 carbon alkenyl, fluorine-substituted alkenyl 2-10 carbon, 3-8 carbon alkenyl or fluorine substituted Alkenyloxy having 3 to 8 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl; p and q each independently represent 0, 1 or 2; Z represents a single bond, -COO-, -CH ₂ O- or CH ₂ CH _2- ; U represents F or -OCF ₃ ; , Each independently represents one or more of cyclohexylene, cyclohexenylene, phenylene, and / or fluorophenylene. The liquid crystal composition according to item 5 of the scope of patent application, wherein the one or more compounds represented by the formula V are one or more of the compounds represented by the following formulae V1-V15, Ⅴ1 Ⅴ2 Ⅴ3 Ⅴ4 Ⅴ5 Ⅴ6 Ⅴ7 Ⅴ8 Ⅴ9 Ⅴ10 Ⅴ11 Ⅴ12 Ⅴ13 Ⅴ14 Ⅴ15 Ⅴ16 Ⅴ17 Ⅴ18 Ⅴ19 V20 wherein R ₈₁ each independently represents a linear alkyl group having 1 to 5 carbon atoms; (F) each independently represents H or F. The liquid crystal composition according to item 1 or 2 of the patent application scope, wherein the liquid crystal composition further comprises one or more compounds represented by formula VI, Ⅵ wherein R ₉ and R ₁₀ each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, and fluorine Substituted alkoxy groups having 1 to 10 carbon atoms, alkenyl groups having 2 to 10 carbon atoms, fluorine substituted alkenyl groups having 2 to 10 carbon atoms, and chains having 3 to 8 carbon atoms Alkenyloxy or fluorine substituted alkenyloxy group having 3 to 8 carbon atoms, and any of the methylene groups may be replaced by cyclopentyl or cyclopropyl; s represents 1 or 2; t represents 0, 1 or 2; Z ₁ and Z ₂ each independently represent a single bond, -COO-, -CH ₂ O-, or CH ₂ CH _2- ; , Each independently represents a cyclohexylene group, a cyclohexylene group, a phenylene group and / or a fluorophenylene group. The liquid crystal composition according to item 7 of the scope of patent application, wherein the one or more compounds represented by formula VI are one or more of the compounds represented by formula VI1-VI14, Ⅵ1 Ⅵ2 Ⅵ3 Ⅵ4 Ⅵ5 Ⅵ6 Ⅵ7 Ⅵ8 Ⅵ9 VI10 Ⅵ11 VI12 VI13 Ⅵ14 wherein R ₉₁ and R _{10 1} each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted with fluorine, an alkoxy group having 1 to 10 carbon atoms, Fluorine-substituted alkoxy having 1-10 carbon atoms, alkenyl having 2-10 carbon atoms, fluorine-substituted alkenyl having 2-10 carbon atoms, and 3-8 carbon atoms Alkenyloxy or fluorine-substituted alkenyloxy having 3 to 8 carbon atoms. A liquid crystal display element includes the liquid crystal composition according to any one of claims 1 to 8, and the display element is an active matrix display element or a passive matrix display element. A liquid crystal display includes the liquid crystal composition according to any one of claims 1 to 8, and the display is an active matrix display or a passive matrix display.