Highly vertical dielectric liquid crystal composition and liquid crystal display device
10655062 ยท 2020-05-19
Assignee
Inventors
- Ke-Lun Shu (Shijiazhuang, CN)
- Mingxia Wang (Shijiazhuang, CN)
- Huan Liu (Shijiazhuang, CN)
- Wenxiao Xing (Shijiazhuang, CN)
- Zhengqiang Li (Shijiazhuang, CN)
- Yiping Wang (Shijiazhuang, CN)
- Yongfeng Bao (Shijiazhuang, CN)
- Guoliang YUN (Shijiazhuang, CN)
Cpc classification
C09K2019/3422
CHEMISTRY; METALLURGY
C09K2019/3027
CHEMISTRY; METALLURGY
C09K2323/00
CHEMISTRY; METALLURGY
C09K19/2028
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K19/20
CHEMISTRY; METALLURGY
C09K19/44
CHEMISTRY; METALLURGY
C09K2019/3408
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
G02F1/1337
PHYSICS
International classification
C09K19/20
CHEMISTRY; METALLURGY
G02F1/13
PHYSICS
C09K19/44
CHEMISTRY; METALLURGY
G02F1/1337
PHYSICS
C09K19/12
CHEMISTRY; METALLURGY
Abstract
A liquid crystal composition having 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: ##STR00001##
The liquid crystal composition has a good stability against light and heat and a lower viscosity, and can achieve a wider refractive index and higher clearing point by the adjustment the ratio of the monomers. In particular, the liquid crystal composition has a higher light transmittance, allowing a display device to have a higher brightness or an energy saving effect.
Claims
1. A liquid crystal composition comprising one or more of compounds represented by formulas I1 to I14; one or more of compounds represented by formulas II1 to II14; and one or more of compounds represented by formulas III1 to III5: ##STR00041## ##STR00042## ##STR00043## ##STR00044## wherein: R.sub.11 and R.sub.31 each independently represents an alkyl group having a carbon atom number of 1-6; R.sub.21 each independently represents an alkyl group having a carbon atom number of 1-5; and R.sub.51 and R.sub.61 each independently represents an alkyl group having a carbon atom number of 1-6, an alkoxy group having a carbon atom number of 1-6, an alkenyl group having a carbon atom number of 2-6 or an alkenoxy group having a carbon atom number of 3-6.
2. The liquid crystal composition according to claim 1, wherein, in said liquid crystal composition, a total content in mass percentage of said one or more compounds represented by formula I1 to I14 is 1-40%, a total content in mass percentage of said one or more compounds represented by formula II1 to II14 is 1-40%, and a total content in mass percentage of said one or more compounds represented by formula III1 to III5 is 1-80%.
3. The liquid crystal composition according to claim 1, further comprising one or more compounds represented by formula IV ##STR00045## wherein R.sub.7 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 an fluoro-substituted alkenoxy group having a carbon atom number of 3-8; and any one or more CH.sub.2 in the groups represented by R.sub.7 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl; ##STR00046## each independently represent: ##STR00047## r represents 0, 1, 2 or 3; 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.2 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.
4. The liquid crystal composition according to claim 3, wherein said one or more compounds represented by formula IV are one or more of compounds represented by formulas IV0 to IV25: ##STR00048## ##STR00049## ##STR00050## ##STR00051## wherein: X.sub.1 and X.sub.2 each independently represent H or F; R.sub.7 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, and any one or two CH.sub.2 in the groups represented by R.sub.7 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl; and the (F)s each independently represent H or F.
5. A liquid crystal display element or liquid crystal display comprising the liquid crystal composition of claim 1, wherein said liquid crystal display element or liquid crystal display is an active matrix display element or display or a passive matrix display element or display.
Description
DETAILED DESCRIPTION OF EMBODIMENTS
(1) The present invention is further described as below in combination with particular embodiments, but the present invention is not limited to the following embodiments. The methods are all conventional methods, unless otherwise specified. The raw materials, unless otherwise specified, are commercially available.
(2) The reaction process is generally monitored through TLC (Note to client: insert what TLC stands for), and the post-treatments after the reaction is completed are generally water washing, extracting, combining organic phases and then drying, evaporating and removing the solvent under a reduced pressure, recrystallization and column chromatographic separation; and a person skilled in the art would be able to achieve the present invention according to the following description.
(3) In this description, the percentages are mass percentages, the temperatures are in degree Celsius ( C.), and the specific meanings of other symbols and the test conditions are as follows:
(4) Cp represents the clearing point ( C.) of the liquid crystal measured by a DSC quantitative method;
(5) n represents the optical anisotropy, n.sub.o is the refractive index of an ordinary light, n.sub.e is the refractive index of an extraordinary light, the test condition is 252 C. and 589 nm, and an abbe refractometer is used for the test;
(6) represents the dielectric anisotropy, =.sub.//.sub., wherein .sub.// is a dielectric constant parallel to a molecular axis, and .sub. is a dielectric constant perpendicular to the molecular axis, the test condition is 250.5 C., a 20 micron parallel cell is used, and INSTEC: ALCT-IR1 is used for the test;
(7) 1 represents a rotary viscosity (mPa.Math.s), the test condition is 250.5 C., a 20 micron parallel cell is used, and INSTEC: ALCT-IR1 is used for the test; and
(8) Tr (%) represents a transmittance, Tr (%)=100%*bright state (Vop) luminance/light source luminance, the test device is DMS501, the test condition is 250.5 C., the test cell is a 3.3 micron IPS test cell, both the electrode spacing and the electrode width are 10 microns, and the included angle between the frictional direction and the electrode is 10; therefore, there is a positive correlation between .sub. and Tr, so in the evaluation of the transmittance, .sub.L can be used as an evaluation index for indication.
(9) In the examples of the present invention application, liquid crystal monomer structures are represented by codes, wherein the code representation of cyclic structures, end groups and linking groups of the liquid crystals are shown in tables (I) and (II) below
(10) TABLE-US-00001 TABLE (I) Corresponding code for ring structure Cyclic structure Corresponding code
(11) TABLE-US-00002 TABLE (II) Corresponding code for end group and linking group End group and linking group Corresponding code C.sub.nH.sub.2n+1 n- C.sub.nH.sub.2n+1O nO OCF.sub.3 OT CF.sub.3 -T CF.sub.2O Q F F CN N CH2CH2 E CHCH V CC T COO Z CHCHCnH2n+1 Vn
(12) For example:
(13) ##STR00040##
Comparative Example 1
(14) TABLE-US-00003 Classification Liquid crystal monomer codes Content (%) III CC-3-V 50 III CP-3-O2 5 III CCP-3-1 2 III CPPC-3-3 3 II PUQY-3-F 10 II PGUQY-5-F 10 II PUQY-C(3)1-F 10 II PGUQY-C(3)1-F 5 II APUQY-4-F 5 [1 KHz, 20 C.]: 2.3 .sub.: 3.1 n[589 nm, 20 C.]: 0.101 Cp: 78 C. .sub.1: 130 mPa .Math. s. Tr: 5.4%
Comparative Example 2
(15) TABLE-US-00004 Classification Liquid crystal monomer codes Content (%) III CC-3-V 50 III CP-3-O2 5 III CCP-3-1 2 III CPPC-3-3 3 I PUQY-3-O2 5 I PUQY-C(5)-O2 15 I PGUQY-3-O2 10 I PGUQY-C(5)-O2 5 I DGUQY-3-O2 5 [1 KHz, 20 C.]: 2.4 .sub.: 3.0 n[589 nm, 20 C.]: 0.101 Cp: 75 C. .sub.1: 120 mPa .Math. s. Tr: 5.3%
Example 1
(16) TABLE-US-00005 Classification Liquid crystal monomer code Content (%) III CC-3-V 50 III CP-3-O2 5 III CCP-3-1 2 III CPPC-3-3 3 II PUQY-3-F 5 II PGUQY-5-F 3 II PUQY-C(3)1-F 2 II PGUQY-C(3)1-F 5 II APUQY-4-F 5 I PUQY-3-O2 5 I PUQY-C(5)-O2 3 I PGUQY-3-O2 2 I PGUQY-C(5)-O2 5 I DGUQY-3-O2 5 [1 KHz, 20 C.]: 2.5 .sub.: 4.7 n[589 nm, 20 C.]: 0.100 Cp: 78 C. .sub.1: 96 mPa .Math. s. Tr: 6.0%
(17) After filling test cells with the liquid crystal compositions for testing, the following results are obtained: the transmittance of Comparative Example 1 is 5.4%, the transmittance of Comparative Example 2 is 5.3%, and the transmittance of Example 1 is 6% which is increased by 11% and 13%, respectively, as compared with those of Comparative Examples 1 and 2.
Example 2
(18) TABLE-US-00006 Classification Liquid crystal monomer code Content (%) III CC-3-V 40 III CC-2-3 2 III CC-V-V1 3 III CPP-1-V 3 III CLP-3-2 2 II PUQY-3-F 5 II PGUQY-5-F 5 II CPUQY-3-F 3 II APUQY-4-F 3 II PUQY-C(5)-F 2 II PGUQY-C(5)-F 2 I PUQY-3-O2 5 I PUQY-3-O4 5 I PGUQY-3-O4 5 I PGUQY-3-O2 5 I DGUQY-3-O2 10 [1 KHz, 20 C.]: 4.0 .sub.: 4.6 n[589 nm, 20 C.]: 0.107 Cp: 81 C. .sub.1: 80 mPa .Math. s. Tr: 6.0%
Example 3
(19) TABLE-US-00007 Classification Liquid crystal monomer code Content (%) III CC-3-V 35 III CC-2-3 5 III CPP-1-5 5 II PUQY-3-F 10 II PGUQY-5-F 10 II PUQY-5-F 10 I PUQY-C(3)1-O2 5 I PGUQY-C(3)1-O2 5 I PUQY-3-O2 5 I PGUQY-3-O2 5 I APUQY-3-O2 5 [1 KHz, 20 C.]: 4.0 .sub.: 4.9 n[589 nm, 20 C.]: 0.114 Cp: 77 C. .sub.1: 85 mPa .Math. s. Tr: 6.1%
Example 4
(20) TABLE-US-00008 Classification Liquid crystal monomer code Content (%) III CC-3-V 45 III CC-2-3 5 III CCP-3-1 5 II PUQY-3-F 10 II PGUQY-5-F 10 II PUQY-5-F 10 II PGUQY-4-F 10 I PGUQY-3-O2 5 [1 KHz, 20 C.]: 4.0 .sub.: 4.9 n[589 nm, 20 C.]: 0.114 Cp: 77 C. .sub.1: 82 mPa .Math. s. Tr: 6.0%
Example 5
(21) TABLE-US-00009 Classification Liquid crystal monomer code Content (%) III CC-3-V 30 III CC-3-5 5 III CCP-V-1 5 II DGUQY-3-F 5 II PGUQY-5-F 15 I PUQY-3-O2 10 I APUQY-3-O2 10 I CPUQY-3-O2 5 I PGUQY-3-O2 15 [1 KHz, 20 C.]: 4.0 .sub.: 4.9 n[589 nm, 20 C.]: 0.114 Cp: 81 C. .sub.1: 87 mPa .Math. s. Tr: 6.1%
Example 6
(22) TABLE-US-00010 Classification Liquid crystal monomer code Content (%) IV CCU-3-F 5 III CC-3-V 40 III CCP-V-1 5 III CCP-V2-1 5 II DGUQY-3-F 8 II PGUQY-5-F 2 I PUQY-3-O2 10 I PGUQY-3-O2 10 I PGUQY-C(3)1-O2 15 [1 KHz, 20 C.]: 2.0 .sub.: 5.7 n[589 nm, 20 C.]: 0.105 Cp: 100 C. .sub.1: 70 mPa .Math. s. Tr: 6.3%
Example 7
(23) TABLE-US-00011 Classification Liquid crystal monomer code Content (%) IV CCU-3-F 5 IV CPU-3-F 5 IV CCP-3-OT 5 IV PGUQU-C(5)-F 5 III CC-3-V 30 III CCP-3-V1 2 III CP-3-O2 3 II DGUQY-3-F 10 II PGUQY-5-F 10 II PUQY-3-F 10 II CUQY-3-F 5 I PUQY-3-O2 5 I PUQY-5-O2 5 [1 KHz, 20 C.]: 2.0 .sub.: 6.0 n[589 nm, 20 C.]: 0.105 Cp: 100 C. .sub.1: 73 mPa .Math. s. Tr: 6.4%
Example 8
(24) TABLE-US-00012 Classification Liquid crystal monomer code Content (%) IV CCU-3-F 5 IV CGU-5-F 5 IV CPU-3-F 5 IV PGU-3-F 5 IV PGUQU-3-F 5 IV PPGI-3-F 5 III CC-3-V 25 III CPP-3-2 5 II PUQY-3-F 5 I PUQY-3-O2 10 I PUQY-3-O4 10 I PGUQY-3-O2 10 I PGUQY-4-O2 5 [1 KHz, 20 C.]: 2.0 .sub.: 6.2 n[589 nm, 20 C.]: 0.105 Cp: 100 C. .sub.1: 71 mPa .Math. s. Tr: 6.3%
Example 9
(25) TABLE-US-00013 Classification Liquid crystal monomer code Content (%) V CY-3-O2 2 V CCY-3-O2 3 V PY-5-O2 2 V CPY-3-O2 3 IV CCU-3-F 5 IV CGU-5-F 3 IV PGUQU-3-F 2 III CC-3-V 20 II PUQY-3-F 10 II PUQY-5-F 10 II PGUQY-3-F 10 I PUQY-3-O2 10 I PUQY-3-O4 10 I PGUQY-3-O2 10 [1 KHz, 20 C.]: 4.7 .sub.: 6.3 n[589 nm, 20 C.]: 0.133 Cp: 105 C. .sub.1: 68 mPa .Math. s. Tr: 6.5%
Example 10
(26) TABLE-US-00014 Classification Liquid crystal monomer code Content (%) V CPY-3-O2 5 V PYP-3-O2 5 V COY-3-O2 5 V CCOY-3-O2 5 IV CCU-3-F 5 IV CGU-5-F 5 IV PGUQU-3-F 5 III CC-3-V 30 III CCP-V-1 5 III PP-1-5 5 II PUQY-3-F 7 II PUQY-5-F 5 II PGUQY-3-F 3 I PUQY-3-O2 2 I PUQY-3-O4 3 I PGUQY-3-O2 5 [1 KHz, 20 C.]: 3.3 .sub.: 7.2 n[589 nm, 20 C.]: 0.110 Cp: 105 C. .sub.1: 52 mPa .Math. s. Tr: 6.2%
Example 11
(27) TABLE-US-00015 Classification Liquid crystal monomer code Content (%) VI B-3-O2 2 VI B(S)-3-O4 2 VI BHHO-3-2FF 1 V CPY-3-O2 5 V COY-3-O2 5 V CCOY-3-O2 5 IV CCU-3-F 5 IV CGU-5-F 5 IV PGUQU-3-F 5 IV DCU-3-F 5 IV CDU-3-F 5 IV CCGU-3-F 5 III CC-3-V 30 II PUQY-3-F 2 II PUQY-5-F 2 II PGUQY-3-F 1 I PUQY-3-O2 5 I PUQY-3-O4 5 I PGUQY-3-O2 5 [1 KHz, 20 C.]: 4.1 .sub.: 7.8 n[589 nm, 20 C.]: 0.102 Cp: 110 C. .sub.1: 52 mPa .Math. s. Tr: 6.5%
Example 12
(28) TABLE-US-00016 Classification Liquid crystal monomer code Content (%) VII PGP-3-2 2 VII PGP-3-F 2 VII PP-1-5 2 VII PGP-V-F 1 VI B-3-O2 3 V CPY-3-O2 5 IV CCU-3-F 5 IV CGU-5-F 5 IV PGUQU-3-F 5 IV DCU-3-F 5 IV CDU-3-F 5 III CC-2-3 2 III CC-3-V 40 III CC-3-V1 2 III CCP-V-1 1 II PUQY-3-F 2 II PUQY-5-F 3 II PGUQY-3-F 5 I PUQY-3-O2 5 I PUQY-3-O4 2 I PGUQY-3-O2 3 [1 KHz, 20 C.]: 5.7 .sub.: 8.2 n[589 nm, 20 C.]: 0.104 Cp: 105 C. .sub.1: 51 mPa .Math. s. Tr: 6.5%
(29) The liquid crystal composition of the present invention has a good stability against light and heat, a lower viscosity, a wider refractive index that may be achieved by adjustment, and a higher clearing point (a very wide service temperature range), and in particular, the liquid crystal composition has a higher light transmittance, thus allowing a display device to have a higher brightness or an energy saving effect.