Liquid crystal composition and photoelectric display device thereof
11466212 · 2022-10-11
Assignee
Inventors
Cpc classification
C09K2019/3027
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
C09K2019/0448
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
C09K19/3028
CHEMISTRY; METALLURGY
International classification
Abstract
A liquid crystal composition includes one or more compounds of general Formula I in an amount of 1%-30% by weight of the total weight of the liquid crystal composition, one or more compounds of general Formula II in an amount of 5%-35% by weight of the total weight of the liquid crystal composition, and one or more compounds of general Formula III in an amount of 1%-35% by weight of the total weight of the liquid crystal composition. The liquid crystal composition has an appropriate clearing point, an appropriate optical anisotropy, an appropriate dielectric anisotropy, as well as a higher voltage holding ratio, a higher transmittance, a good high-temperature resistant performance and a faster response speed, thus being suitable for display modes, such as VA, IPS and FFS. A photoelectric display device includes the liquid crystal composition. ##STR00001##
Claims
1. A liquid crystal composition comprising: one or more compounds of general Formula I in an amount of 10%-25% by weight of the total weight of the liquid crystal composition ##STR00018## one or more compounds of general Formula II in an amount of 5%-35% by weight of the total weight of the liquid crystal composition ##STR00019## and one or more compounds selected from the group consisting of general Formulas III-3, III-6 to III-10, and III-12 to III-15 in an amount of 1%-35% by weight of the total weight of the liquid crystal composition ##STR00020## ##STR00021## wherein, R.sub.1, R.sub.3 and R.sub.5 each independently represents C.sub.1-7 alkyl or alkoxy; R.sub.2 and R.sub.4 each independently represents C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl or alkenoxy; wherein one or more —H in R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 can each be independently substituted by halogen, and one or more —CH.sub.2— in R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 can each be independently substituted by cyclopentyl, cyclopropyl or cyclobutyl; L.sub.1, L.sub.2, L.sub.3, and L.sub.4 each independently represents —F, —Cl, —CF.sub.3, —OCF.sub.3 or —CH.sub.2F.
2. The liquid crystal composition according to claim 1, wherein the compound of general Formula I is selected from a group consisting of the following compounds: ##STR00022## and the compound of general Formula II is selected from a group consisting of the following compounds: ##STR00023## wherein, R.sub.2 represents C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl, R.sub.3′ represents C.sub.1-7 alkyl, and m represents 0, 1 or 2.
3. The liquid crystal composition according to claim 1, wherein the one or more compounds of general Formula I provides 10%-25% by weight of the total weight of the liquid crystal composition, the one or more compounds of general Formula II provides 8%-30% by weight of the total weight of the liquid crystal composition, and the one or more compounds of general Formula III provides 5%-30% by weight of the total weight of the liquid crystal composition.
4. The liquid crystal composition according to claim 1, further comprising: one or more compounds of general Formula IV in an amount of 10%-70% by weight of the total weight of the liquid crystal composition ##STR00024## wherein, R.sub.6 and R.sub.7 each independently represents C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl; Z.sub.3 represents single bond, —CH.sub.2CH.sub.2—, —CH═CH— or —CH.sub.2O—; and ring A3 represents 1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene.
5. The liquid crystal composition according to claim 4, wherein the one or more compounds of general Formula IV provides 20%-60% by weight of the total weight of the liquid crystal composition.
6. The liquid crystal composition according to claim 5, wherein the compound of general Formula IV is selected from a group consisting of the following compounds: ##STR00025##
7. The liquid crystal composition according to claim 1, further comprising: one or more compounds of general Formula V in an amount of 1%-20% by weight of the total weight of the liquid crystal composition ##STR00026## wherein, R.sub.8 and R.sub.9 each independently represents C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl.
8. The liquid crystal composition according to claim 7, wherein at least one of R.sub.8 and R.sub.9 represents C.sub.2-7 alkenyl.
9. The liquid crystal composition according to claim 8, wherein the compound of general Formula V provides 1-15% by weight of the total weight of the liquid crystal composition.
10. A photoelectric display device comprising the liquid crystal composition according to claim 1.
11. The liquid crystal composition according to claim 1, further comprising: one or more compounds from a group consisting of the following compounds: ##STR00027## wherein: R.sub.4 represents C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl or alkenoxy; R.sub.5 represents C.sub.1-7 alkyl or alkoxy; and wherein one or more —H in R.sub.4 and R.sub.5 can each be independently substituted by halogen, and one or more —CH.sub.2— in R.sub.4 and R.sub.5 can each be independently substituted by cyclopentyl, cyclopropyl or cyclobutyl.
Description
DETAILED DESCRIPTION OF THE INVENTION
(1) The present invention will be illustrated by combining the detailed embodiments below. It should be noted that, the following examples are exemplary embodiments of the present invention, which are only used to illustrate the present invention, not to limit it. Other combinations and various modifications within the conception of the present invention are possible without departing from the subject matter and scope of the present invention.
(2) For the convenience of the expression, the group structures of the liquid crystal compounds in the following Examples are represented by the codes listed in Table 1:
(3) TABLE-US-00001 TABLE 1 Codes of the group structures of the liquid crystal compounds Unit structure of group Code Name of the group
(4) Take the compound with the following structural formula as an example:
(5) ##STR00017##
(6) Represented by the codes listed in Table 1, this structural formula can be expressed as 1VCPWO2, in which, “1” in the code represents that the group on the left is —CH.sub.3; “2” in the code represents the group on the right is —C.sub.2H.sub.5; “V” in the code represents —CH═CH—, “C” in the code represents 1,4-cyclohexylene; “P” in the code represents 1,4-phenylene; “W” in the code represents 2,3-difluoro-1,4-phenylene; and “O” in the code represents —O—.
(7) The abbreviated codes of the test items in the following Examples are represented as follows: Δn optical anisotropy (589 nm, 25° C.) Δε dielectric anisotropy (1 KHz, 25° C.) Cp clearing point (nematic-isotropic phases transition temperature, ° C.) γ1 rotational viscosity (mPa*s, at 25° C.) V.sub.90 saturation voltage (characteristic voltage with 90% relative transmittance) τ.sub.off the time required to reduce the transmittance from 90% to 10% when removing the electric field (ms, 25° C.) T Transmittance (%, DMS 505 tester, cell gap 3.5 μm) VHR voltage holding ratio (%) I.sub.on (initial) initial ion concentration (pC/cm.sup.2, 60° C.) I.sub.on (high temperature) high-temperature ion concentration (pC/cm.sup.2, 150° C.) ΔI.sub.on difference in ion concentration (pC/cm.sup.2)
(8) in which,
(9) Cp is tested and obtained with melting point quantitative analysis;
(10) Δn is tested and obtained with an Abbe refractometer under sodium lamp (589 nm) light source at 25° C.; Δε=ε.sub.//−ε.sub.⊥, in which, ε.sub.// is the dielectric constant parallel to the molecular axis, ε.sub.⊥ is the dielectric constant perpendicular to the molecular axis, with the test conditions: 25±0.5° C., 1 kHz, VA type test cell with a cell gap of 6 μm;
(11) γ1 is tested and obtained using INSTEC:ALCTIR1 at 25±0.5° C. with a parallel test cell having a cell gap of 20 km;
(12) V.sub.90 is tested and obtained with a DMS505 tester under the test conditions: 25° C., square wave/60 HZ, test voltage: 0-10 V;
(13) τ.sub.off is the time required to reduce the transmittance from 90% to 10% when removing the electric field and is measured with a VA type test cell having a cell gap of 3.5 m;
(14) T of the optic-tunable device is measured at the temperature of 25° C. with a DMS505 tester under the test conditions: square wave/60 HZ, test voltage: 4V, VA type test cell having a cell gap of 3.5 m;
(15) VHR is tested and obtained using a TOYO 6254 liquid crystal physical property evaluation system; the test voltage: 5 V, 6 Hz, VA type test cell with a cell gap of 9 m;
(16) I.sub.on (initial) is tested and obtained using a TOYO 6254 liquid crystal physical property evaluation system under the test conditions: 10 V, 0.01 HZ, 60° C., VA type test cell with a cell gap of 9 μm; I.sub.on (initial) is tested and obtained by placing the VA type test cell at a constant temperature of 150° C. for 1 hour after the I.sub.on (initial) is tested and obtained; and ΔI.sub.on=I.sub.on (high temperature)−I.sub.on (initial).
(17) The components used in the following Examples can either be synthesized by method known in the art or be obtained commercially. The synthetic techniques are conventional, and each of the obtained liquid crystal compounds is tested to meet the standards of electronic compound.
(18) The liquid crystal compositions are prepared in accordance with the ratios specified in the following Examples through conventional methods in the art, such as heating, ultrasonic wave, or suspension.
(19) The liquid crystal compositions of following Examples are prepared and then tested. The components and test results for the performances of the liquid crystal composition of each Example are shown below.
Comparative Example 1
(20) The liquid crystal composition of Comparative Example 1 is prepared according to each compound and weight percentage listed in Table 2 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(21) TABLE-US-00002 TABLE 2 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 79.2 3CC1OWO2 10 Δn 0.1081 5CC1OWO2 7 Δε −4.2 3CCV 35.5 VHR 80% VCPWO2 10 γ1 79 2PP2V1 2 V.sub.90 3.854 VCPWO4 4 τ.sub.off 4.95 1PWO2 11 T 25.98% 2PWO2 7.5 I.sub.on (initial) 4269 VCPWO3 4 I.sub.on (high 7028 temperature) Total 100 ΔI.sub.on 2759
Comparative Example 2
(22) The liquid crystal composition of Comparative Example 2 is prepared according to each compound and weight percentage listed in Table 3 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(23) TABLE-US-00003 TABLE 3 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 79.2 3CC1OWO2 10 Δn 0.1095 5CC1OWO2 7 Δε −4 3CCV 26.5 VHR 78% 1VCPWO2 10 γ1 95 2PP2V1 8 V.sub.90 3.911 VCPWO4 4 τ.sub.off 5.12 1CWO2 11 T 25.90% 2CWO2 7.5 I.sub.on (initial) 4312 VCPWO3 4 I.sub.on (high 7244 temperature) 3CPWO2 3 ΔI.sub.on 2932 Total 100
Example 1
(24) The liquid crystal composition of Example 1 is prepared according to each compound and weight percentage listed in Table 4 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(25) TABLE-US-00004 TABLE 4 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 5 Cp 78.5 3CC1OWO2 14 Δn 0.1078 5CCWO2 7 Δε −3.9 3CCV 2 VHR 83% 1VCPWO2 7 γ1 105 2PP2V1 2 V.sub.90 4.012 1CPWO4 5 τ.sub.off 5.25 1PWO2 7 T 25.87% 2PWO2 5 I.sub.on (initial) 4021 1CPWO3 7 I.sub.on (high 6471 temperature) 3CC2 24 ΔI.sub.on 2450 4CC3 10 3P2PWO2 5 Total 100
Example 2
(26) The liquid crystal composition of Example 2 is prepared according to each compound and weight percentage listed in Table 5 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(27) TABLE-US-00005 TABLE 5 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 10 Cp 79.3 3CC1OWO2 10.5 Δn 0.1091 5CC1OWO2 10 Δε −4 3CCV 20 VHR 84% 1VCPWO2 9 γ1 102 2PP2V1 7.5 V.sub.90 3.986 1VCPWO4 2 τ.sub.off 5.18 3PWO2 8 T 25.89% 1VCC2WO3 8 I.sub.on (initial) 3921 3CC2 10 I.sub.on (high 6361 temperature) 1PP2V 5 ΔI.sub.on 2440 Total 100
Example 3
(28) The liquid crystal composition of Example 3 is prepared according to each compound and weight percentage listed in Table 6 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(29) TABLE-US-00006 TABLE 6 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 78 3CC1OWO2 10 Δn 0.108 5CC1OWO2 9 Δε −4.2 4CCV 20 VHR 85% 1VCPWO2 10 γ1 96 2PP2V1 7.5 V.sub.90 3.901 1VCPWO4 2 τ.sub.off 5.11 3PWO2 13 T 25.95% 1VCC2WO3 9 I.sub.on (initial) 3954 3CC2 10.5 I.sub.on (high 6298 temperature) Total 100 ΔI.sub.on 2344
Example 4
(30) The liquid crystal composition of Example 4 is prepared according to each compound and weight percentage listed in Table 7 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(31) TABLE-US-00007 TABLE 7 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 80 3C2C1OWO2 10 Δn 0.109 5CC1OWO2 8 Δε −4.2 5CCV 25.5 VHR 90% 1VCPWO2 15 γ1 89 2PP2V1 2 V.sub.90 3.852 3C2WO1 1.5 τ.sub.off 4.98 3PWO2 11 T 26.02% 5PWO2 5 I.sub.on (initial) 3897 1CC2WO3 1 I.sub.on (high 5447 temperature) 1PP2WO2 1 ΔI.sub.on 1850 5CC3 9 3C2CV1 2 Total 100
Example 5
(32) The liquid crystal composition of Example 5 is prepared according to each compound and weight percentage listed in Table 8 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(33) TABLE-US-00008 TABLE 8 Formulation of the liquid crystal composition and the its performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 79.2 3CC1OWO2 10 Δn 0.1088 5CC1OWO2 7 Δε −4.2 3CCV 35.5 VHR 93% 1VCPWO2 10 γ1 80 2PP2V1 2 V.sub.90 3.806 1VCPWO4 4 τ.sub.off 4.92 1PWO2 11 T 26.11% 2PWO2 7.5 I.sub.on (initial) 3859 1VCPWO3 4 I.sub.on (high 5459 temperature) Total 100 ΔI.sub.on 1600
Example 6
(34) The liquid crystal composition of Example 6 is prepared according to each compound and weight percentage listed in Table 9 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(35) TABLE-US-00009 TABLE 9 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 1VCC1OWO2 9 Cp 80.5 3CC1OWO2 9 Δn 0.1102 3CC2 8 Δε −4.3 5CC1OWO2 6 VHR 94% 3CCV 28 γ1 76 1VCPWO2 11 V.sub.90 3.801 1V2PWO2 6 τ.sub.off 4.86 1VCPWO4 4 T 26.16% 1PWO2 9 I.sub.on (initial) 3869 V2PWO2 6 I.sub.on (high 5384 temperature) 1VCPWO3 4 ΔI.sub.on 1515 Total 100
Example 7
(36) The liquid crystal composition of Example 7 is prepared according to each compound and weight percentage listed in Table 10 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(37) TABLE-US-00010 TABLE 10 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CC1OWO2 9 Cp 79 1VCC1OWO3 9 Δn 0.1102 3CC2 6 Δε −4.2 5CC1OWO2 3 VHR 97% 3CCV 30 γ1 72 1VCPWO2 13 V90 3.797 1V2PWO2 6 τ.sub.off 4.81 1VCPWO4 4 T 26.2% 1PWO2 9 I.sub.on (initial) 3801 2PWO2 7 I.sub.on (high 5041 temperature) 1VCPWO3 4 ΔI.sub.on 1240 Total 100
Example 8
(38) The liquid crystal composition of Example 8 is prepared according to each compound and weight percentage listed in Table 11 and then tested for performance by filling the same between two substrates of a liquid crystal display device.
(39) TABLE-US-00011 TABLE 11 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 1VCC1OWO2 7 Cp 73 3CC1OWO2 9 Δn 0.111 5C2C1OWO2 1 Δε −4.1 3CCV 36 VHR 98% 1VCPWO2 12 γ1 63 1VCPWO4 6 V.sub.90 3.795 1PWO2 9 τ.sub.off 4.74 2PWO2 9 T 26.26% 1VCPWO3 6 I.sub.on (initial) 3754 3PWO2 5 I.sub.on (high 4904 temperature) Total 100 ΔI.sub.on 1150
(40) Based on the above Examples 1-8, it is indicated that the liquid crystal composition provided herein has an appropriate clearing point, an appropriate optical anisotropy, an appropriate dielectric anisotropy, as well as a higher voltage holding ratio, a higher transmittance, a lower initial ion concentration and a small difference in ion concentration (i.e., a good high-temperature resistant performance). In particular, when the contents of the compounds of general Formula I and general Formula II are increased, the above performance advantages are more obvious, and the rotational viscosity of the liquid crystal composition is also significantly reduced, thereby obtaining a faster response speed. Such liquid crystal compositions are suitable for display modes, such as VA, IPS and FFS.
(41) Further, it can be seen from the above Comparative Example 1 and Example 5 that the liquid crystal composition of Comparative Example 1 (which comprises compound with similar structure as the compound of general Formula I of the present invention rather than the compound of general Formula I) is significantly inferior to the liquid crystal composition of Example 5 in voltage holding ratio, high-temperature resistant performance, and transmittance. This indicates that the compound of general Formula I of the present invention has an important contribution to the overall performance of the liquid crystal composition.
(42) Furthermore, as can be seen from the comparison between the above Comparative Example 2 and Examples 1-8, the liquid crystal composition without the compound of general Formula II of the present invention is significantly inferior to the liquid crystal compositions of Examples 1-8 of the present invention in voltage holding ratio, high-temperature resistant performance, and transmittance. This indicates that the compound of general Formula II of the present invention is also essential for maintaining voltage holding ratio, high-temperature resistant performance and transmittance of the liquid crystal composition of the present invention at high levels.
(43) The above embodiments are merely illustrative of the technical concepts and the features of the present invention, are included merely for purposes of illustration and implement of the present invention, and are not intended to limit the scope of the present invention. Equivalent variations or modifications are intended to be included within the scope of the invention.