Liquid crystal composition

10954445 · 2021-03-23

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Inventors

Cpc classification

International classification

Abstract

Disclosed is a liquid crystal composition comprising one or more compounds represented by formula I and/or formula II and one or more compounds represented by formula III: ##STR00001##
wherein the definition of each substituent is given. The composition involved in the present invention has a low viscosity .sub.1, a high clearing point Tni and a large optical anisotropy n, and can realize a rapid response of liquid crystal display.

Claims

1. A liquid crystal composition, wherein said liquid crystal composition comprises one or more compounds represented by formula I and one or more compounds represented by formula III: ##STR00037## wherein R.sub.1and R.sub.4 each independently represent an alkyl group having a carbon atom number of 1-5 or an alkenyl group having a carbon atom number of 2-5; R.sub.3 represents an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8; wherein any one or more non-connected CH.sub.2 in groups represented by R.sub.1, R.sub.3 and R.sub.4 may be substituted with cyclopentyl, cyclobutyl, cyclopropyl or O; and ##STR00038## each independently represent 1,4-phenylene, 1,4-cyclohexylene or 1,4-cyclohexenylene.

2. The liquid crystal composition according to claim 1, wherein said one or more compounds represented by formula III are one or more of compounds represented by formulas III-1 to III-12, ##STR00039##

3. The liquid crystal composition according to claim 1, wherein in said liquid crystal composition, a total mass content of said one or more compounds represented by formula I is 1-20%, and a total mass content of said one or more compounds represented by formula III is 5-85%.

4. The liquid crystal composition according to claim 1, wherein said liquid crystal composition is a positive liquid crystal composition, and further comprises one or more compounds represented by formula IV, ##STR00040## wherein R.sub.5 represents an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8; wherein any one or more CH.sub.2 in the group represented by R.sub.5 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl; ##STR00041## each independently represent one or two of ##STR00042## m represents 1 or 2; Z.sub.1 and Z.sub.2 each independently represent a single bond, CF.sub.2O, CH.sub.2CH.sub.2 or CH.sub.2O; and Y.sub.1 represents F, a fluoro-substituted alkyl group having a carbon atom number of 1-5, a fluoro-substituted alkoxy group having a carbon atom number of 1-5, a fluoro-substituted alkenyl group having a carbon atom number of 2-5, or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8.

5. The liquid crystal composition according to claim 4, wherein said one or more compounds represented by formula IV are one or more of compounds represented by formulas IV1 to IV22, ##STR00043## ##STR00044## ##STR00045## wherein one of X.sub.1 and X.sub.2 represents F and the other represents H; R.sub.5 each independently represents an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8, wherein any CH.sub.2 in R.sub.4 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl; Y.sub.1 each independently represents F, a fluoro-substituted alkyl group having a carbon atom number of 1-5, a fluoro-substituted alkoxy group having a carbon atom number of 1-5, a fluoro-substituted alkenyl group having a carbon atom number of 2-5, or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8; and (F) each independently represents H or F.

6. The liquid crystal composition according to claim 1, wherein said liquid crystal composition is a negative liquid crystal composition, and further comprises one or more compounds represented by formula V ##STR00046## wherein R.sub.6 and R.sub.7 each independently represent an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8, wherein any CH.sub.2 in the groups represented by R.sub.6 and R.sub.7 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl; Z.sub.3 and Z.sub.4 each independently represent a single bond, CH.sub.2CH.sub.2 or CH.sub.2O; ##STR00047## each independently represent one or two of ##STR00048## o represents 1 or 2; and n represents 0, 1 or 2.

7. The liquid crystal composition according to claim 6, wherein said one or more compounds represented by formula V are one or more of compounds represented by formulas V1 to V11, ##STR00049## ##STR00050## wherein R.sub.6 and R.sub.7 each independently represent an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8, wherein any CH.sub.2 in the groups represented by R.sub.6 and R.sub.7 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl.

8. The liquid crystal composition according to claim 1, wherein said liquid crystal composition is a negative liquid crystal composition, and further comprises one or more compounds represented by formula VI, ##STR00051## wherein R.sub.8 and R.sub.9 each independently represent an alkyl group having a carbon atom number of 1-10, a fluoro-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluoro-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluoro-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluoro-substituted alkenoxy group having a carbon atom number of 3-8, wherein any CH.sub.2 in the groups represented by R.sub.8 and R.sub.9 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl.

9. 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.

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

Description

DETAILED DESCRIPTION OF EMBODIMENTS

(1) The present invention is further described in conjunction with particular examples below, but the present invention is not limited to the following examples. Said methods are all conventional methods, unless otherwise specified. Said raw materials can all be obtained from disclosed commercial approaches unless otherwise specified. Said percentages are all mass percentages unless otherwise specified.

(2) In the following examples,

(3) CP represents a clearing point, directly determined by WRX-1S microscopic thermal analyzer, with a temperature rate set to be 3 C./min.

(4) n represents an optical anisotropy (589 nm, 25 C.),

(5) represents a dielectric anisotropy (25 C., 1 KHz, HP4284A, and a 5.2 m TN left-hand cell),

(6) .sub.1 represents a rotary viscosity (mPa.Math.s) at 25 C., VHR (%) represents a charge holding ratio (5V, 60 Hz, 20 C.), and (10.sup.13 .Math.cm) represents an electrical resistivity (at 20 C.)

(7) Instruments for measuring voltage holding ratio VHR (%) and electrical resistivity (10.sup.13 .Math.cm) are both TOYO06254 and TOYO6517 model liquid crystal physical property evaluation systems (test temperature: 20 C., time: 16 ms, and test cell 7.0 m)

(8) In the examples of the present invention application, liquid crystal monomer structures are represented by codes, wherein the code representation of ring structures, end groups and linking groups of the liquid crystals are shown in tables (I) and (II) below

(9) TABLE-US-00001 TABLE (I) Corresponding code for ring structure Ring structure Corresponding code embedded image C embedded image P embedded image G embedded image U embedded image GI embedded image Y embedded image A embedded image D embedded image BHHO- -FF 0embedded image B embedded image B(S)

(10) TABLE-US-00002 TABLE (II) Corresponding code for end group and linking group End group and linking group Corresponding code CnH2n + 1- n- CnH2n + 1O nO- OCF3 OT CF3 -T CF2O Q F F CN CN CH.sub.2CH.sub.2 -E- CHCH -V- CC -W- COO COO CHCHC.sub.nH.sub.2n+1 Vn- embedded image C(5)- embedded image C(4)- embedded image C(3)-

EXAMPLE

(11) ##STR00035##

Example 1

(12) TABLE-US-00003 Category Liquid crystal monomer code Content (%) IV PPGU-Cpr1-F 2.0 III CC-3-V 50.0 IV PGUQU-3-F 3.5 IV PPGI-3-F 5 IV PPGU-Cp-F 1.5 I CPP-3-2V1 2.0 III PP-5-1 11.5 IV PTP-1-O2 5.0 III CP-3-02 0.5 IV CCP-V-1 0.5 IV CPUP-3-OCF3 5.0 II CPP-1V-2 2.0 IV CPTP-3-2 5.0 III CC-3-V1 6.0 IV PGPC-2-5 0.5 [1 KHz, 25 C.]: 2.4 n [589 nm, 25 C.]: 0.120 Cp: 85 C. .sub.1: 48 mPa .Math. s.

Comparative Example 1

(13) TABLE-US-00004 Category Liquid crystal monomer code Content (%) IV PPGU-Cpr1-F 2.0 III CC-3-V 50.0 IV PGUQU-3-F 3.5 IV PPGI-3-F 5 IV PPGU-Cp-F 1.5 CPP-3-2 2.0 III PP-5-1 11.5 IV PTP-1-O2 5.0 III CP-3-02 0.5 IV CCP-V-1 0.5 IV CPUP-3-OCF3 5.0 CPP-3-2 2.0 IV CPTP-3-2 5.0 III CC-3-V1 6.0 IV PGPC-2-5 0.5 [1 KHz, 25 C.]: 2.4 n [589 nm, 25 C.]: 0.119 Cp: 77 C. .sub.1: 49 mPa .Math. s.

(14) The Cp of the comparative example is significantly reduced.

Example 2

(15) TABLE-US-00005 Category Liquid crystal monomer code Content (%) III CC-3-V 52.5 III CC-3-V1 2.0 III PP-5-1 6.0 I CPP-3-2V1 8.0 IV PGUQU-3-F 3.5 V PYP-23 2.5 IV PPGI-3-F 4.0 IV PPGI-5-F 4.0 IV CPU-3-F 5.5 IV PGP-Cpr1-1 6.0 IV PPGU-Cp-F 2.0 IV PPGU-Cpr-F 2.5 IV CPUP-3-OCF3 1.5 [1 KHz, 25 C.]: 2.6 n [589 nm, 25 C.]: 0.122 Cp: 85 C. .sub.1: 47 mPa .Math. s.

Comparative Example 2

(16) TABLE-US-00006 Category Liquid crystal monomer code Content (%) III CC-3-V 52.5 III CC-3-V1 2.0 III PP-5-1 6.0 CPP-3-2 8.0 IV PGUQU-3-F 3.5 V PYP-23 2.5 IV PPGI-3-F 4.0 IV PPGI-5-F 4.0 IV CPU-3-F 5.5 IV PGP-Cpr1-1 6.0 IV PPGU-Cp-F 2.0 IV PPGU-Cpr-F 2.5 IV CPUP-3-OCF3 1.5 [1 KHz, 25 C.]: 2.6 n [589 nm, 25 C.]: 0.120 Cp: 77 C. .sub.1: 47 mPa .Math. s.

(17) The Cp of the comparative example is significantly reduced.

Example 3

(18) TABLE-US-00007 Category Liquid crystal monomer code Content (%) III CCH-53 4.0 III PP-51 2.5 III CC-3-V 46.0 V CCY-3-O2 10.0 V CCY-5-O2 7.0 IV PUQU-Cp-F 15.5 IV PPGU-Cp-F 2.0 II CPP-1V-2 3.0 I CPP-3-2V1 10.0 [1 KHz, 25 C.]: 3.0 n [589 nm, 25 C.]: 0.097 Cp: 80 C. .sub.1: 73 mPa .Math. s.

Example 4

(19) TABLE-US-00008 Category Liquid crystal monomer code Content (%) III CCH-53 4.00 III PP-51 2.50 III CC-3-V 46.00 V CCY-3-O2 10.00 V CCY-5-O2 7.00 IV PUQU-Cp-F 15.50 IV PPGU-Cp-F 2.00 I CPP-1V-2 3.00 I CPP-3-2V1 10.00 [1 KHz, 25 C.]: 3.0 n [589 nm, 25 C.]: 0.094 Cp: 76 C. .sub.1: 68 mPa .Math. s.

Example 5

(20) TABLE-US-00009 Category Liquid crystal monomer code Content (%) III CCH-53 3.0 III PP-51 6.0 III CC-3-V 53.0 III CC-3-V1 10.0 IV PGUQU-Cp-F 6.0 IV APUQU-Cp-F 4.0 IV PPGU-Cp-F 2.0 IV PGP-Cpr1-1 6.0 I CPP-3-2V1 10.0 [1 KHz 25 C.]: 2.7 n [589 nm, 25 C.]: 0.099 Cp: 82 C. .sub.1: 49 mPa .Math. s.

Example 6

(21) TABLE-US-00010 Category Liquid crystal monomer code Content (%) IV CPP-3-2 9.0 IV CPP-3-O1 3.0 V CCOY-3-O2 15.0 III CC-3-V 26.0 V CY-3-O4 29.97 I CPP-3-2V1 10.0 V PYP-Cpr1-2 7.0 embedded image 0.03 [1 KHz, 25 C.]: 2.8 n[589 nm, 25 C.]: 0.103 Cp: 75 C. .sub.1: 84 mPa.s.

Example 7

(22) TABLE-US-00011 Category Liquid crystal monomer code Content (%) III CC-3-V 19 V CY-3-O2 18 V CY-5-O2 13.5 V CCY-3-O2 11 V CCY-2-O2 5 V PYP-23 7 III CC-2-3 8.5 II CPP-1V-2 8.5 I CPP-3-2V1 9.5 [1 KHz, 25 C.]: 3.0 n [589 nm, 25 C.]: 0.103 Cp: 76 C. .sub.1: 80 mPa .Math. s.

Example 8

(23) TABLE-US-00012 Category Liquid crystal monomer code Content (%) IV CPP-3-2 4.0 III PP-5-O2 4.5 V CCOY-3-O2 15.0 III CC-3-V 28.5 V CCOY-2-O2 10.0 V COY-Cp-O2 5.5 V PY-3-O2 13.0 V CCOY-4-O2 10.0 II CPP-1V-2 5.0 I CPP-3-2V1 4.5 [1 KHz, 25 C.]: 4.1 n [589 nm, 25 C.]: 0.107 Cp: 88 C. .sub.1: 115 mPa .Math. s.

Example 9

(24) TABLE-US-00013 Category Liquid crystal monomer code Content (%) IV CPP-3-2 9 V CPY-3-O2 11 V CY-3-O2 18 III CC-4-3 6 V CCY-2-O2 6 V CPY-2-O2 10 V CY-3-O4 10 III CC-2-3 22 I CPP-3-2V1 8 [1 KHz, 25 C.]: 3.0 n [589 nm, 25 C.]: 0.103 Cp: 75 C. .sub.1: 84 mPa .Math. s.

Example 10

(25) TABLE-US-00014 Category Liquid crystal monomer code Content (%) IV CPP-3-2 8 V CCOY-3-O2 10 III CC-3-V 25 III CP-3-O2 6.5 V CCY-3-O2 4 V CCOY-2-O2 10 V COY-Cp-O2 7 V PY-3-O2 9 V CPY-3-O2 9 I CPP-3-2V1 7.5 II CPP-1V-2 4 [1 KHz, 25 C.]: 3.5 n [589 nm, 25 C.]: 0.11 Cp: 90 C. .sub.1: 108 mPa .Math. s.

(26) It can be seen from the above examples that the liquid crystal composition of the present invention has a higher Cp, and can achieve a wider service temperature range when being used for liquid crystal display. It is especially suitable for vehicle-mounted liquid crystal materials for TN, IPS, FFS and VA modes with a wide temperature service range, etc.