Liquid crystal composition of negative monomer containing cyclopentyl cyclohexenyl and liquid crystal display element or liquid crystal display thereof

10519377 ยท 2019-12-31

Assignee

Inventors

Cpc classification

International classification

Abstract

Disclosed are a liquid crystal composition and a display element or display using the liquid crystal composition, wherein the liquid crystal composition contains one or more compounds of general formulas I, II and III, ##STR00001##
The liquid crystal composition disclosed in the present invention has an excellent performance, an optical anisotropy in the range of 0.080 to 0.150, a low rotary viscosity, a fast response time, and good chemical, optical and thermal stabilities, and is very suitable for manufacturing liquid crystal display elements, particularly suitable for active matrix display elements, such as active matrix displays using a VA, FFS or IPS mode.

Claims

1. A liquid crystal composition, wherein said liquid crystal composition comprises a first component consisting of one or more compounds represented by general formula I, a second component consisting of one or more compounds represented by general formula II, and a third component consisting of one or more compounds represented by general formula III: ##STR00042## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 each independently represent an alkyl group having a carbon atom number of 1-5, an alkoxy group having a carbon atom number of 1-5 or an alkenyl group having a carbon atom number of 2-5, wherein any CH.sub.2 in the groups represented by R.sub.4 and R.sub.5 may be substituted with a cycloalkylene having a carbon atom number of 3-5; m represents 1 or 2, and n represents 0 or 1; Z represents a single bond, COO, CH.sub.2O or CH.sub.2CH.sub.2; ##STR00043##

2. The liquid crystal composition according to claim 1, wherein said liquid crystal composition, the content in mass percentage of said first component is 1-30%, the content in mass percentage of said second component is 10-65%, and the content in mass percentage of said third component is 1-50%.

3. The liquid crystal composition according to claim 1, wherein said compound represented by general formula I is a compound represented by formulas I1 to I3: ##STR00044## said compound represented by general formula II is a compound represented by formulas II1 to II5, ##STR00045## said compound represented by general formula III is a compound represented by formulas III1 to III17, ##STR00046## ##STR00047## wherein r represents an integer of 1 to 5; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 each independently represent an alkyl group having a carbon atom number of 1-5, an alkoxy group having a carbon atom number of 1-5 or an alkenyl group having a carbon atom number of 2-5, wherein any CH.sub.2 in the groups represented by R.sub.4 and R.sub.5 may be substituted with a cycloalkylene having a carbon atom number of 3-5.

4. The liquid crystal composition according to claim 1, wherein said liquid crystal composition further comprises a fourth component consisting of one or more compounds represented by general formula IV, with the content in mass percentage of said fourth component being 1-30%, ##STR00048## wherein R.sub.6 represents a linear alkyl group having a carbon atom number of 1-5, wherein any CH.sub.2 may be substituted with a cycloalkylene having a carbon atom number of 3-5; and R.sub.7 represents a linear alkyl group having a carbon atom number of 1-5.

5. The liquid crystal composition according to claim 4, wherein said compound represented by general formula IV is a compound represented by formulas IV1 to IV5: ##STR00049## wherein R.sub.6 represents a linear alkyl group having a carbon atom number of 1-5, wherein any CH.sub.2 may be substituted with a cycloalkylene having a carbon atom number of 3-5.

6. The liquid crystal composition according to claim 1, wherein said liquid crystal composition further comprises a fifth component consisting of one or more compounds represented by general formula V, with the content in mass percentage of said fifth component being 1-15%, ##STR00050## wherein R.sub.8 and R.sub.9 each independently represent an alkyl group having a carbon atom number of 1-5, an alkoxy group having a carbon atom number of 1-5 or an alkenyl group having a carbon atom number of 2-5, wherein any CH.sub.2 in the groups represented by R.sub.8 and R.sub.9 may be substituted with a cycloalkylene having a carbon atom number of 3-5; and W represents O or S.

7. The liquid crystal composition according to claim 1, wherein said liquid crystal composition further comprises a sixth component consisting of one or more compounds represented by general formula VI, with the content in mass percentage of said sixth component being 1-15%, ##STR00051## wherein R.sub.10 and R.sub.11 each independently represent an alkyl group having a carbon atom number of 1-5, an alkoxy group having a carbon atom number of 1-5 or an alkenyl group having a carbon atom number of 2-5, wherein any CH.sub.2 in the groups represented by R.sub.10 and R.sub.11 may be substituted with a cycloalkylene having a carbon atom number of 3-5.

8. A liquid crystal display element or liquid crystal display comprising the liquid crystal composition of claim 1, wherein said display element or display is an active matrix display element or display or a passive matrix display element or display.

9. The liquid crystal display element or liquid crystal display according to claim 8, wherein said active matrix display element or display is a TN-TFT, IPS-TFT or VA-TFT liquid crystal display element or display.

Description

DETAILED DESCRIPTION OF EMBODIMENTS

(1) The present invention is further described in detail in conjunction with particular examples below:

(2) parts referred to in the following examples are all by weight, and the temperature unit is C., and the specific meanings of other symbols and the test conditions are as follows:

(3) S-N represents the melting point ( C.) for the transformation of a liquid crystal from crystal state to nematic phase;

(4) Cp represents the clearing point ( C.) of a liquid crystal, with the test instrument being Mettler-Toledo-FP System micro-thermal analyzer;

(5) .sub.1 is rotatory viscosity (mPa.Math.s), with the test conditions being: 25 C., INSTEC: ALCT-IR1, and 20 m parallel cells or 18 m vertical cells;

(6) K.sub.11 is a twist elastic constant, and K.sub.33 is a splay elastic constant, with the test conditions being: 25 C., INSTEC: ALCT-IR1, and 20 m parallel cells or 18 m vertical cells;

(7) represents dielectric anisotropy, =//, where // is a dielectric constant parallel to the molecular axis, and is a dielectric constant perpendicular to the molecular axis, with the test conditions being: 25 C., INSTEC: ALCT-IR1, and 20 m parallel cells or 18 m vertical cells;

(8) An represents the optical anisotropy, n=none, where no is the refractive index of an ordinary light, ne is the refractive index of an extraordinary light, with the test conditions being: 589 nm and 250.2 C.;

(9) In the following Examples 1-6, liquid crystal compounds are respectively weighed in proportion to prepare liquid crystal media. All the various liquid crystal monomers used can be synthesized by means of known methods or obtained commercially.

(10) The equipment and instruments used for preparing liquid crystal media are:

(11) (1) electronic precision balance (accuracy: 0.1 mg)

(12) (2) stainless steel beaker for weighing a liquid crystal

(13) (3) spoon for adding a monomer

(14) (4) magnetic rotor for stirring

(15) (5) controlled-temperature electromagnetic stirrer

(16) A method for preparing a liquid crystal medium comprises the following steps:

(17) (1) monomers to be used are placed in order neatly;

(18) (2) a stainless steel beaker is placed on a balance, and the monomers are transferred into the stainless steel beaker by means of small spoons;

(19) (3) the monomeric liquid crystals are added in order according to required weights;

(20) (4) the stainless steel beaker, to which the materials have been added, is placed on a magnetic stirring instrument for heating and melting; and

(21) (5) after the mixture in the stainless steel beaker is mostly melted, a magnetic rotor is added to the stainless steel beaker for uniformly stirring the liquid crystal mixture, and after cooling to room temperature, the liquid crystal medium is obtained.

(22) In the examples of the invention of the present application, liquid crystal monomer structures are represented by codes, and codes for ring structures, terminal groups and linking groups of liquid crystals are represented as in Tables (I) and (II) below

(23) TABLE-US-00001 TABLE I Corresponding code for ring structure Ring structure Corresponding code embedded image C 0embedded image L embedded image P embedded image G embedded image GI embedded image Y embedded image Sc embedded image Sb embedded image Sa

(24) TABLE-US-00002 TABLE II Corresponding code for terminal group and linking group Terminal group and Corresponding linking group code C.sub.nH.sub.2n+1 n C.sub.nH.sub.2n+1O nO CH.sub.2O O COO Z CH.sub.2CH.sub.2 E CH.sub.2CH.sub.2 V embedded image Cp embedded image Cpr

(25) For example,

(26) ##STR00040##
expressed as 3CCV1,

(27) ##STR00041##
expressed as 3CCOYO2.

Example 1

(28) TABLE-US-00003 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 2 S-N: 40 C. component I CpLYO3 2 Cp: 75 C. Second II 3CCV 37 n: 0.100 component II 3CPO2 2 n.sub.e: 1.585 II 3CCP1 7 : 3.0 II 1VCPP2 4 .sub.: 6.8 Third III 3CYO2 2 K.sub.11/K.sub.33: component III 3CYO4 6 12.1/13.2 III 3PYO2 10 .sub.1: 66.4 mPa .Math. s III 2CCYO2 4 III 3CCOYO2 14 III 5PPY02 10

Example 2

(29) TABLE-US-00004 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 2 S-N: 40 C. component Cp: 85 C. Second II 3CCV 40 n: 0.100 component II 3CPO2 6 n.sub.e: 1.585 II 3CCP1 : 2.9 II 3CCPO1 2 .sub.: 6.4 II 1VCPP2 6 K.sub.11/K.sub.33: II 3CPP2 3 14.6/14.8 Third III 3CCOYO2 10 .sub.1: 87.2 mPa .Math. s component III 2CCOYO2 10 III 3PYO2 2 III 5PPYO2 4 Sixth VI Cp1OSaO4 9 component

Example 3

(30) TABLE-US-00005 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 5 S-N: 40 C. component Cp: 92 C. Second II 3CC2 20 n: 0.116 component II 3CCPO1 5 n.sub.e: 1.459 II 5CPP2 5 : 3.2 II 3CPP2 5 .sub.: 6.4 Third III 3CYO2 9 K.sub.11/K.sub.33: component III 3CYO4 10 14.0/13.9 III 2CCYO2 7 .sub.1: 96.8 mPa .Math. s III 2CPYO2 3 III 2CGIYO2 2 III 3PPYO2 10 Fourth IV 2PYP3 6 component Sixth VI Cpr1OSbO4 3 component

Example 4

(31) TABLE-US-00006 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 10 S-N: 40 C. component I CpLYO3 10 Cp: 77 C. I CpLYV1 10 n: 0.113 Second II 3CCV 27 n.sub.e: 1.600 component II 3CCPO1 6 : 4.0 II 1VCPP2 2 .sub.: 8.0 Third III 3CYO2 2 K.sub.11/K.sub.33: component III 3CCYO2 5 14.7/15.6 III 2CCYO2 8 .sub.1: 105.9 mPa .Math. s III 2CPYO2 1 III 3PPYO2 5 III 5PPYO2 5 III 2CCOYO2 3 Fourth IV 2PYP3 2 component Fifth V Cpr1OScO5 2 component Sixth VI 5OSaO4 2 component

Example 5

(32) TABLE-US-00007 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 8 S-N: 40 C. component I CpLYO3 7 Cp: 73 C. Second II 2CC3 8 n: 0.124 component II 5CPP2 2 n.sub.e: 1.615 Third III 3CYO2 10 : 5.0 component III 5CYO2 15 .sub.: 9.6 III 5CCYO2 10 K.sub.11/K.sub.33: III 3CCYO2 10 12.4/13.3 III 2CPYO2 10 .sub.1: 176.2 mPa .Math. s III 2PGIYO2 5 Fourth IV 2PYP3 5 component IV Cpr1PYP2 5 Sixth VI Cp1OSaO4 5 component

Example 6

(33) TABLE-US-00008 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 10 S-N: 40 C. component I CpLYO3 5 Cp: 66 C. I CpLY04 5 n: 0.101 Second II 3CCV 10 n.sub.e: 1.590 component II 5CC3 5 : 3.3 II 2CC3 20 .sub.: 7.4 II 3CPP2V1 8 K.sub.11/K.sub.33: II 1VCPP2 5 11.8/13.0 II 3CPP2 7 .sub.1: 76.4 mPa .Math. s II 3CCPO1 5 Third III 3CCOYO2 2 component Fifth V CPr1OSbO4 4 component V Cpr1OScO5 3 V 5OSbO2 3 Sixth VI 5O5aO4 4 component VI CPr1OSaO2 4

Example 7

(34) TABLE-US-00009 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 2 S-N: 40 C. component I CpLY3 2 Cp: 79 C. I CpLYV1 2 n: 0.142 Second II 3CCV 3 n.sub.e: 1.640 component II 2CC3 3 : 4.4 II 5CC3 3 .sub.: 8.8 II 3CPP2V1 5 K.sub.11/K.sub.33: II 3CPP2 5 13.4/14.4 II 3CCPO1 5 .sub.1: 140.2 mPa .Math. s II 5PP1 5 II 3CPO2 5 Third III 3CYO2 5 component III 3PYO2 5 III 2OPYO2 5 III 3CCYO2 5 III 3CPYO2 5 III 3CGIYO4 5 III 5PPYO2 5 III 3PGIYO4 5 III 2CCOYO2 3 III 3COYO2 4 Fourth IV 2PYP3 2 component IV Cpr1PYP3 2 Fifth V Cpr1OScO5 2 component V 5OSbO2 2 Sixth VI 5OSaO4 2 component VI CPr1OSaO2 3

Example 8

(35) TABLE-US-00010 General Code for Monomer Performance Component formula monomer content/% parameter First I CpLYO2 10 S-N: 40 C. component Cp: 72 C. Second II 3CCV 30 n: 0.103 component II 1VCPP2 5 n.sub.e: 1.590 Third III 3CYO4 10 : 3.8 component III 5CYO2 4 .sub.: 7.9 III 5CCYO2 8 K.sub.11/K.sub.33: 11.4/11.8 III 3CCYO2 8 .sub.1: 86.2 mPa .Math. s III 2CPYO2 7 III 3CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

Comparative Example 1 with Respect to Example 8

(36) TABLE-US-00011 General Code for Monomer Performance Component formula monomer content/% parameter 3LYO2 10 S-N: 40 C. Second II 3CCV 30 Cp: 70 C. component II 1VCPP2 5 n: 0.101 Third III 3CYO4 10 n.sub.e: 1.589 component III 5CYO2 4 : 3.8 III 5CCYO2 8 .sub.: 7.7 III 3CCYO2 8 K.sub.11/K.sub.33: 12.8/14.0 III 2CPYO2 7 .sub.1: 84.5 mPa .Math. s III 3CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

Comparative Example 2 with Respect to Example 8

(37) TABLE-US-00012 General Code for Monomer Performance Component formula monomer content/% parameter Third III CpCYO2 10 S-N: 40 C. component Cp: 72 C. Second II 3CCV 30 n: 0.100 component II 1VCPP2 5 n.sub.e: 1.586 Third III 3CYO4 10 : 3.8 component III 5CYO2 4 .sub.: 7.9 III 5CCYO2 8 K.sub.11/K.sub.33: 11.1/11.6 III 3CCYO2 8 .sub.1: 93.7 mPa .Math. s III 2CPYO2 7 III 3CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

Comparative Example 3 with Respect to Example 8

(38) TABLE-US-00013 General Code for Monomer Performance Component formula monomer content/% parameter Third III 3CYO2 10 S-N: 40 C. component Cp: 70 C. Second II 3CCV 30 n: 0.099 component II 1VCPP2 5 n.sub.e: 1.584 Third III 3CYO4 10 : 3.8 component III 5CYO2 4 .sub.: 7.9 III 5CCYO2 8 K.sub.11/K.sub.33: 10.1/11.2 III 3CCYO2 8 .sub.1: 85.2 mPa .Math. s III 2CPYO 7 III 3CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

Comparative Example 4 with Respect to Example 8

(39) TABLE-US-00014 General Code for Monomer Performance Component formula monomer content/% parameter 3CLYO2 10 S-N: 40 C. Second II 3CCV 30 Cp: 80 C. component II 1VCPP2 5 n: 0.106 Third III 3CYO4 10 n.sub.e: 1.593 component III 5CYO2 4 : 3.8 III 5CCY02 8 .sub.: 7.7 III 3CCY02 8 K.sub.11/K.sub.33: 13.3/14.5 III 2CPYO2 7 .sub.1: 115.2 mPa .Math. s III 3 CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

Comparative Example 5 with Respect to Example 8

(40) TABLE-US-00015 General Code for Monomer Performance Component formula monomer content/% parameter Third III 3PY02 10 S-N: 40 C. component Cp: 69 C. Second II 3CCV 30 n: 0.105 component II 1VCPP2 5 n.sub.e: 1.594 Third III 3CYO4 10 : 3.7 component III 5CYO2 4 .sub.: 8.0 III 5CCYO2 8 K.sub.11/K.sub.33: 10.2/10.8 III 3CCYO2 8 .sub.1: 84.0 mPa .Math. s III 2CPYO2 7 III 3CPYO2 8 Fourth IV 2PYP3 5 component Sixth VI CPr1OSaO4 5 component

(41) As can be seen from the above comparative examples with respect to Example 8, the liquid crystal composition of the present invention has a higher refractive index and a lower rotary viscosity .sub.1 that those with cyclopentyl and alkyl-based CYs and alkyl-based LYs, and although the liquid crystal composition has a low refractive index and clearing point with respect to those with alkyl-based CLYs, the rotary viscosity .sub.1 thereof is particularly low; the liquid crystal composition of the present invention when applied to liquid crystal display can achieve a fast response, and is particularly suitable for liquid crystal materials for VA, IPS, and FFS modes.