Liquid crystal composition and liquid crystal display device having same

Abstract

A liquid crystal composition includes at least one compound of general formula I, at least one compound of general formula II and at least one compound of general formula III. The liquid crystal composition has a higher optical anisotropy, the relatively large elastic constants K.sub.11 and K.sub.33 while maintaining a relatively high clearing point, an appropriate dielectric anisotropy and a better low-temperature intersolubility. A liquid crystal display device which includes the liquid crystal composition has advantages of a fast response, a high contrast and a wide temperature range, thereby having a good display effect and a large range of applicability. ##STR00001##

Claims

1. A liquid crystal composition comprising: at least one compound of general formula I ##STR00074## at least one compound of general formula II ##STR00075##  and at least one compound of general formula III ##STR00076## in which: R.sub.1 and R.sub.2 each independently represents —H, —F, C.sub.1-12 linear alkyl or alkoxy, C.sub.2-12 alkenyl or alkenoxy, or —OR.sup.1′OR.sub.2′, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F, wherein R.sub.1′ represents C.sub.3-12 alkylene or C.sub.3-12 alkenylene, R.sub.2′ represents linear C.sub.1-12 alkyl or C.sub.2-12 alkenyl; R.sub.3 and R.sub.4 each independently represents —H, —F, C.sub.1-12 linear alkyl or alkoxy, C.sub.2-12 alkenyl or alkenoxy, or —OR.sup.3′OR.sub.4′, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F, wherein R.sub.3′ represents C.sub.3-12 alkylene or C.sub.3-12 alkenylene, R.sub.4′ represents linear C.sub.1-12 alkyl or C.sub.2-12 alkenyl; R.sub.5 and R.sub.6 each independently represents —H, —F, C.sub.1-12 linear alkyl or alkoxy, C.sub.3-6 cycloalkyl, or C.sub.2-12 alkenyl or alkenoxy; Z.sub.1 represents single bond; Z.sub.2, Z.sub.3 and Z.sub.4 each independently represents single bond, —COO—, —OCO—, —CH.sub.2O—, —OCH.sub.2— or —CH.sub.2CH.sub.2—; L.sub.1 and L.sub.2 each independently represents —H, —F, —Cl, —CN or —NCS; L.sub.3 and L.sub.4 each independently represents —F, —Cl, —CN or —NCS; ring ##STR00077## represents ##STR00078## wherein one or more —CH.sub.2— in ##STR00079## can be replaced by —O—, one or more H on ##STR00080## can be substituted by halogen; ring ##STR00081## ring ##STR00082## ring ##STR00083## and ring ##STR00084## each independently represents ##STR00085## a represents 0, 1, 2 or 3, when a is 2 or 3, ring ##STR00086## can be same or different, with at least one ring ##STR00087## represents ##STR00088## b, c, and d each independently represents 0 or 1; wherein at least one of R.sub.1 or R.sub.2 is —OR.sub.1′OR.sub.2′ or at least one of R.sub.3 or R.sub.4 is —OR.sub.3′OR.sub.4′.

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: ##STR00089##

3. The liquid crystal composition according to claim 2, wherein the compound of general formula I-1 is selected from a group consisting of the following compounds: ##STR00090## in which, R.sub.11 and R.sub.21 each independently represents C.sub.1-10 linear alkyl or alkoxy, or C.sub.2-10 alkenyl or alkenoxy, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F; R.sub.1′ represents C.sub.3-10 alkylene or C.sub.3-10 alkenylene, R.sub.2′ represents linear C.sub.1-10 alkyl or C.sub.2-10 alkenyl.

4. The liquid crystal composition according to claim 2, wherein the compound of general formula I-2 is selected from a group consisting of the following compounds: ##STR00091## in which, R.sub.12 and R.sub.22 each independently represents C.sub.1-10 linear alkyl or alkoxy, or C.sub.2-10 alkenyl or alkenoxy, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F; R.sub.1′ represents C.sub.3-10 alkylene or C.sub.3-10 alkenylene, R.sub.2′ represents linear C.sub.1-10 alkyl or C.sub.2-10 alkenyl.

5. The liquid crystal composition according to claim 1, wherein the compound of general formula II is selected from a group consisting of the following compounds: ##STR00092##

6. The liquid crystal composition according to claim 5, wherein the compound of general formula II comprises at least one liquid crystal compound having an end group of —OR.sub.3′OR.sub.4′.

7. The liquid crystal composition according to claim 1, wherein the compound of general formula III is selected from a group consisting of the following compounds: ##STR00093## in which, R.sub.51, R.sub.52, R.sub.53, R.sub.61, R.sub.62 and R.sub.63 each independently represents —H, —F, C.sub.1-12 alkyl or alkoxy, C.sub.2-12 alkenyl or alkenoxy, ##STR00094## wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F; Z.sub.2, Z.sub.3 and Z.sub.4 each independently represents single bond, —COO—, —OCO—, —CH.sub.2O—, —OCH.sub.2— or —CH.sub.2CH.sub.2—; ring ##STR00095## ring ##STR00096## ring ##STR00097## and ring ##STR00098## each independently represents ##STR00099##

8. The liquid crystal composition according to claim 7, wherein the compound of general formula III-1 is selected from a group consisting of the following compounds: ##STR00100## in which, R.sub.51 and R.sub.61 each independently represents H, C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl or alkenoxy.

9. The liquid crystal composition according to claim 7, wherein the compound of general formula III-2 is selected from a group consisting of the following compounds: ##STR00101## in which, R.sub.52 and R.sub.62 each independently represents H, C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl or alkenoxy.

10. The liquid crystal composition according to claim 7, wherein the compound of general formula III-3 is selected from a group consisting of the following compounds: ##STR00102## in which, R.sub.53 and R.sub.63 each independently represents H, C.sub.1-7 alkyl or alkoxy, or C.sub.2-7 alkenyl or alkenoxy.

11. A liquid crystal display device comprising the liquid crystal composition of claim 1.

12. The liquid crystal composition according to claim 1, further comprising one or more compounds selected from the group consisting of: ##STR00103## wherein R.sub.3 and R.sub.4 each independently represents —H, —F, C.sub.1-12 linear alkyl or alkoxy, C.sub.3-6 cycloalkyl, C.sub.2-12 alkenyl or alkenoxy, or —OR.sub.3′OR.sub.4′, wherein one or more H of the alkyl or alkoxy and the alkenyl or alkenoxy can be substituted by F, wherein R.sub.3′ represents C.sub.3-12 alkylene or C.sub.3-12 alkenylene, R.sub.4′ represents linear C.sub.1-12 alkyl or C.sub.2-12 alkenyl.

13. The liquid crystal composition according to claim 12, wherein at least one R.sub.3 or R.sub.4 represents —OR.sub.3′OR.sub.4′.

Description

COMPARATIVE EXAMPLE 1

(1) The liquid crystal composition of Comparative Example 1 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. The test data is shown in the Table below:

(2) 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 3CWO2 10 Δn 0.095 5CWO2 10 Cp 76 2CPWO2 8 Δε −3.1 3CPWO2 8 V10 2.38 3CWO4 8 K.sub.11 12.6 3CCWO2 5 K.sub.33 11.5 5CCWO2 5 t.sub.−40°C. 5 days 4CCWO2 4 3CPP2 6 3CCV 29 3CCV1 5 3PGPC2 2 Total 100

Example 1

(3) 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. The test data is shown in the Table below:

(4) 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 3CCP1 5 Δn 0.105 3CCV 26.5 Cp 90 3CCV1 9 Δε −3.7 3CWO2 8 V10 2.4 3CCWO2 9 K.sub.11 15.1 5CCWO2 9 K.sub.33 18.3 2CCWO2 6 t.sub.−40°C. 12 days 2OWWO4O1 3 3OWWO4O1 3 4PPWO4 1.5 4PPWO2 1.5 3PPWO4 1.5 3PPWO2 1.5 5PPWO2 1.5 2PWWO4O1 2.5 3PWWO4O1 3 3PWWO3O1 3 4PWWO4O1 3 4PWWO3O1 2.5 Total 100

Example 2

(5) 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. The test data is shown in the Table below:

(6) 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 3CPP2 3 Δn 0.101 3CPP1 2 Cp 75 3CCP1 3 Δε −4.6 3CCV 27 V10 1.95 5CWO2 7 K.sub.11 15.5 3CWO4 6 K.sub.33 17.8 3CCWO2 11 t.sub.−40° C. 13 days 4CCWO2 6 2CCWO2 9 2CCWO4O1 8 2CPWO3O1 8 3PPWO2 2 2PWWO4 2 3PWWO4 2 3PWWO2 2 2PWWO4O1 2 Total 100

Example 3

(7) 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. The test data is shown in the Table below:

(8) 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 3CCP1 5 Δn 0.109 3CPP2 3 Cp 78.5 3CCV 34 Δε −3.3 5PP1 3 V10 2.2 2OWWO4O1 6 K.sub.11 15.1 3OWWO4O1 6 K.sub.33 18.3 3CCWO2 10 t.sub.−40° C. 11 days 5CCWO2 3 4CCWO2 8 4PWPO4O1 7 2PWWO4O1 7 3PWWO4O1 8 Total 100

Example 6

(9) 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. The test data is shown in the Table below:

(10) 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 3CCV 32 Δn 0.108 3CCV1 8 Cp 78.6 3CPP2 7 Δε −3.3 3CWO2 2 V10 2.13 2CWO4O1 6 K.sub.11 15.8 3CCWO2 5 K.sub.33 18.6 5CCWO2 5 t.sub.−40° C. 10 days 2CPWO2 5 4CPWO4O1 2 3CCWO4O1 6 3CC1OWO1 3 3CC1OWO4O1 4 4PWPO4O1 3 2PWWO4O1 6 3PWWO4O1 6 Total 100

Example 5

(11) 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. The test data is shown in the Table below:

(12) TABLE-US-00008 TABLE 8 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 5 Δn 0.103 3CPPC3 2 Cp 85.8 3CCP1 8 Δε −3.1 3CCV 28 V10 2.16 3CCV1 12 K.sub.11 15.9 3CPWO2 5 K.sub.33 17.5 3CCWO2 3 t.sub.−40° C. 13 days 2CPWO1 4 2OWWO4O1 6 3CWO4O1 6 4CPWO4O1 4 2CC1OWO4O1 3 3CC1OWO4O1 3 4CC1OWO4O1 3 4PWWO4O1 4 4PWWO3O1 4 Total 100

Example 6

(13) 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. The test data is shown in the Table below:

(14) 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 3CPP2 7 Δn 0.11 2CPP3 3 Cp 88 3CCV 32 Δε −2.9 3CWO2 9 V10 2.46 5CWO2 4 K.sub.11 15.9 3CCWO2 10 K.sub.33 17.2 5CCWO3O1 5 t.sub.−40° C. 14 days 4CCWO4O1 6 3CCWO3O1 3 2PWPO4O1 3 3CWPO4O1 3 4PWPO3O1 3 3PWWO4 2 3PWWO2 2 3PWWO3 4 3PPWO4 4 Total 100

Example 7

(15) 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. The test data is shown in the Table below:

(16) 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 3CCV 39 Δn 0.110 3CCV1 2.5 Cp 90 3CPP1 5.5 Δε −2.6 3CPP2 9 V10 2.59 3CWO4 2 K.sub.11 16.1 5CWO4O2 6 K.sub.33 18.8 3CCWO1 5 t.sub.−40° C. 13 days 4CCWO2 5.5 2CCWO3O1 3 3CCWO3O1 10 5CPWO4O2 3 3CPWO3O1 1 4CPWO3O1 1.5 3PPWO2 1 3PPWO4O1 3 3PWWO4O1 3 Total 100

Example 8

(17) 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. The test data is shown in the Table below:

(18) 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 3CCV 35 Δn 0.108 3CPP2 7 Cp 85.4 3CCP1 3 Δε −2.5 3CWO2 19 V10 2.44 5CWO2 4 K.sub.11 16.2 3CWO4O1 3 K.sub.33 18.6 3PWP3 3 t.sub.−40° C. 14 days 3CCWO2 5 5CCWO2 5 4CCWO2 6 4CCWO4O1 2 5CCWO4O1 2 3CPWO3O1 2 3CPWO4O1 2 3PPWO3O1 2 Total 100

Example 9

(19) The liquid crystal composition of Example 9 is prepared according to each compound and weight percentage listed in Table 12 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(20) TABLE-US-00012 TABLE 12 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 2CPWO2 6 Δn 0.105 3CPWO2 6 Cp 99 3CPWO4 5 Δε −5 3C1OWO2 5 V10 2.1 3CPWO3 6 K.sub.11 15.8 2PWWO4O1 3 K.sub.33 18.5 3PWWO4O1 3 t.sub.−40° C. 8 days 2CC1OWO2 5 3CC1OWO2 6 3PWO2 6 2PWP3 5 2PWP4 8 3CPP2 5 3CCV 15 VCCP1 10 V2CCP1 5 3PPWO2 1 Total 100

Example 10

(21) The liquid crystal composition of Example 10 is prepared according to each compound and weight percentage listed in Table 13 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(22) TABLE-US-00013 TABLE 13 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CWO2 9 Δn 0.109 2CPWO2 8 Cp 81 3CPWO2 8 Δε −3.9 3CPWO4 7 V10 2.2 3CWO4 5.5 K.sub.11 13.7 3PWWO3O1 3 K.sub.33 15.2 4PWWO4O1 3 t.sub.−40° C. 18 days 3CPWO3 8 3CCWO2 10.5 3CCV 30 3PPWO4 2 2PPWO5 2 2PPWO3 2 1PP2V 2 Total 100

Example 11

(23) The liquid crystal composition of Example 11 is prepared according to each compound and weight percentage listed in Table 14 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(24) TABLE-US-00014 TABLE 14 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CWO2 13 Δn 0.105 2CPWO2 5 Cp 90 3CPWO2 5 Δε −3.1 3CWO4 6.5 V10 2.3 3CPWO3 4 K.sub.11 14.2 4PWWO4O1 3 K.sub.33 15.9 4PWWO3O1 3 t.sub.−40° C. 8 days 3CCWO2 8 3CCWO3 7.5 3CCV 20 3CCV1 12 2PPWO4 3 2PPWO2 3 3PPWO3 3 1PP2V 4 Total 100

Example 12

(25) The liquid crystal composition of Example 12 is prepared according to each compound and weight percentage listed in Table 15 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(26) TABLE-US-00015 TABLE 15 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 7 Δn 0.1 3CPP1 2 Cp 75 3CWO2 13 Δε −2.5 2C1OWO2 4 V10 2.5 3CWO4 6 K.sub.11 13.8 3CCWO2 7 K.sub.33 15.6 3CCWO3 6 t.sub.−40° C. 10 days 2CCWO4O1 3 2CPWO3O1 3 2OWWO4O1 2 4CC1OWO2 1.5 3CCV 24.5 3CCV1 9 3PPWO5 4 4PPWO2 4 4PPWO3 4 Total 100

Example 13

(27) The liquid crystal composition of Example 13 is prepared according to each compound and weight percentage listed in Table 16 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(28) TABLE-US-00016 TABLE 16 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 9.5 Δn 0.115 2CPP3 5 Cp 94 3C1OWO2 11 Δε −2.9 2CC1OWO2 5 V10 2.6 3CC1OWO2 5 K.sub.11 15.1 4CC1OWO2 6 K.sub.33 17.8 3CCV 17 t.sub.−40° C. 14 days 3CCV1 12 2C1OWO2 4 4C1OWO2 4 4PPWO4 2 4PPWO5 2 4PWPO4O1 4 2PWWO4O1 4 V2PTP2V 5 3CCP1 4.5 Total 100

Example 14

(29) The liquid crystal composition of Example 14 is prepared according to each compound and weight percentage listed in Table 17 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(30) Table 17 Formulation of the liquid crystal composition and its test performances

(31) TABLE-US-00017 TABLE 17 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 8   Δn  0.109 3C1OWO2 8   Cp 85   2CC1OWO2 7   Δε −4.5   3CC1OWO2 8.5 V10 2.1 4CC1OWO2 9   K.sub.11 14.1  3PPO2 5   K.sub.33 15.5  3CCV 12   t.sub.−40°C. 10 days 3CCV1 12   2C1OWO2 6.5 4C1OWO2 6.5 3PPWO4 2   3PPWO2 2   3CC1OWO4O1 4   4PWPO4O1 3   2PWWO4O1 3   3CCP1 3.5 Total 100   

Example 15

(32) The liquid crystal composition of Example 15 is prepared according to each compound and weight percentage listed in Table 18 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(33) TABLE-US-00018 TABLE 18 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPPC3 3 Δn 0.095 5CPPC3 3 Cp 105 3CGPC3 3 Δε −2.1 3C1OWO2 2 V10 2.8 2CC1OWO2 6 K.sub.11 16.3 3CC1OWO2 6 K.sub.33 18.5 4CC1OWO2 5 t.sub.−40° C. 16 days 3PPO2 3 3CPO2 2 3CCV 31 3CCV1 12 3CWO4O1 5 4CPWO4O1 6 2CC1OWO4O1 4 2C1OWO2 2 4C1OWO2 2 3PPWO4 2 3PPWO2 2 4PPWO2 1 Total 100

Example 16

(34) The liquid crystal composition of Example 16 is prepared according to each compound and weight percentage listed in Table 19 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(35) TABLE-US-00019 TABLE 19 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 4 Δn 0.106 2CPP2 4 Cp 83 5PP1 4 Δε −1.5 3PWO2 8 V10 3.1 3CWO2 6 K.sub.11 16.5 5CWO2 5 K.sub.33 18.6 3CWO4 5 t.sub.−40° C. 13 days 5CWO4 2 3CGP2 6 3CCWO2 3 5CCWO2 3 2CCWO2 1 3CC1OWO4O1 3 4CC1OWO4O1 3 4PWWO4O1 4 4PWWO3O1 4 3CCV 25 3CCV1 6 3PPWO4 2 3PPWO2 2 Total 100

Example 17

(36) The liquid crystal composition of Example 17 is prepared according to each compound and weight percentage listed in Table 20 and then tested for performance by filling the same between two substrates of a liquid crystal display device. The test data is shown in the Table below:

(37) TABLE-US-00020 TABLE 20 Formulation of the liquid crystal composition and its test performances Code of Weight Test results for the component percentage performance parameters 3CPP2 5 Δn 0.09 2CPP3 5 Cp 88 3C1OWO2 6 Δε −3.1 2CC1OWO2 6 V10 2.3 3CC1OWO2 6 K.sub.11 14.5 3CC2 18 K.sub.33 16.6 5CC2 6 t.sub.−40° C. 13 days 4CC3 7 4CC1OWO2 5 2PWPO4O1 3 3CWPO4O1 3 4PWPO3O1 3 3PWWO4 3 3PWWO2 4 3PPO2 1 3CCV1 9 4C1OWO2 3 3PPWO4 2 3PPWO2 3 4PPWO2 2 Total 100

(38) As can be seen from Comparative Example 1 and Examples 1-17, the liquid crystal composition of the present invention has a higher optical anisotropy, a higher clearing point, an appropriate dielectric anisotropy, a better low-temperature intersolubility and the relatively large elastic constants Ku and K.sub.33, such that the liquid crystal display device comprising the liquid crystal composition of the present invention can have advantages of a fast response, a high contrast and a wide temperature range, thereby having a good display effect and a large range of applicability.

INDUSTRIAL APPLICABILITY

(39) The liquid crystal compositions related in the present invention can be applied to the field of liquid crystal.