NEGATIVE LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL DISPLAY ELEMENT OR LIQUID CRYSTAL DISPLAY
20230167362 · 2023-06-01
Inventors
- Wei ZHANG (Shijiazhuang, Hebei, CN)
- Qing CUI (Shijiazhuang, Hebei, CN)
- Gang WEN (Shijiazhuang, Hebei, CN)
- Sumin KANG (Shijiazhuang, Hebei, CN)
Cpc classification
G02F1/13712
PHYSICS
C09K2019/3027
CHEMISTRY; METALLURGY
C09K2019/3408
CHEMISTRY; METALLURGY
C09K19/3098
CHEMISTRY; METALLURGY
C09K19/12
CHEMISTRY; METALLURGY
C09K19/3066
CHEMISTRY; METALLURGY
International classification
C09K19/12
CHEMISTRY; METALLURGY
Abstract
The present invention belongs to the technical field of liquid crystal materials, and in particular relates to a negative liquid crystal composition and a liquid crystal display element or liquid crystal display containing the liquid crystal composition. The present invention discloses a negative dielectric nematic liquid crystal composition, comprising a compound represented by Formula I, one or more compounds represented by Formula II, and one or more compounds represented by Formula III. The liquid crystal composition has a relatively low rotational viscosity (γ.sub.1), a high clearing point (Cp), a good solubility and a high stability to heat and light (VHR) on the basis of maintaining an appropriate optical anisotropy (Δn), and can be used for developing a liquid crystal display element or liquid crystal display with a low cell thickness, a wide temperature for display, and a fast response.
##STR00001##
Claims
1. A negative dielectric nematic liquid crystal composition, comprising a compound represented by Formula I, one or more compounds represented by Formula II, and one or more compounds represented by Formula III: ##STR00054## wherein R and R.sub.3 independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, or a fluoro-substituted alkoxy with a carbon atom number of 1-10; R.sub.1 represents an alkyl with a carbon atom number of 1-10 or a fluoro-substituted alkyl with a carbon atom number of 1-10; and R.sub.2 represents an alkenyl with a carbon atom number of 2-10 or a fluoro-substituted alkenyl with a carbon atom number of 2-10.
2. The liquid crystal composition according to claim 1, wherein the compound represented by Formula II is selected from the group consisting of compounds represented by Formulas II-1 to 11-15: ##STR00055## ##STR00056##
3. The liquid crystal composition according to claim 1, wherein the compounds represented by Formula III include one or more selected from the group consisting of compounds represented by Formulas III-1 to III-11: ##STR00057## ##STR00058##
4. The liquid crystal composition according to claim 1, wherein the liquid crystal composition further comprises one or more compounds represented by Formula IV other than those represented by Formula I: ##STR00059## wherein R.sub.4 and R.sub.5 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and ##STR00060## represents ##STR00061##
5. The liquid crystal composition according to claim 4, wherein the liquid crystal composition further comprises one or more compounds represented by Formula V: ##STR00062## wherein R.sub.6 and R.sub.7 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and ##STR00063## represents ##STR00064##
6. The liquid crystal composition according to claim 5, wherein the liquid crystal composition further comprises one or more compounds represented by Formula VI: ##STR00065## wherein R.sub.8 and R.sub.9 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and X.sub.1, X.sub.2, X.sub.3 and X.sub.4 each independently represent H or F, and at least any two thereof simultaneously represent F.
7. The liquid crystal composition according to claim 6, wherein the liquid crystal composition further comprises one or more compounds represented by Formula VII: ##STR00066## wherein R.sub.10 and R.sub.12 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8, and any one or more —CH.sub.2— in the groups represented by R.sub.10 and R.sub.12 are optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; and Z represents —O—, —S— or —CH.sub.2O—.
8. The liquid crystal composition according to claim 7, wherein the liquid crystal composition further comprises one or more compounds represented by Formula VIII: ##STR00067## R.sub.12 and R.sub.13 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and ##STR00068## each independently represent 1,4-phenylene, 1,4-cyclohexylene or 1,4-cyclohexenylene.
9. The liquid crystal composition according to claim 8, wherein the liquid crystal composition further comprises one or more compounds represented by Formula IX: ##STR00069## wherein R.sub.14 and R.sub.15 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and m represents 1 or 2.
10. A liquid crystal display element or liquid crystal display comprising the liquid crystal composition according to claim 1, wherein the liquid crystal display element or liquid crystal display is an active matrix addressing display element or display, or a passive matrix addressing display element or display.
Description
DETAILED DESCRIPTION OF EMBODIMENTS
[Liquid Crystal Composition]
[0026] The present invention provides a negative dielectric nematic liquid crystal composition, characterized by comprising a compound represented by Formula I, one or more compounds represented by Formula II, and one or more compounds represented by Formula III:
##STR00009##
[0027] wherein
[0028] R and R.sub.3 independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, or a fluoro-substituted alkoxy with a carbon atom number of 1-10;
[0029] R.sub.1 represents an alkyl with a carbon atom number of 1-10 or a fluoro-substituted alkyl with a carbon atom number of 1-10; and
[0030] R.sub.2 represents an alkenyl with a carbon atom number of 2-10 or a fluoro-substituted alkenyl with a carbon atom number of 2-10.
[0031] The liquid crystal composition of the present invention has a relatively low rotational viscosity (γ.sub.1), a high clearing point (Cp), a good solubility and a high stability to heat and light (VHR) on the basis of maintaining an appropriate optical anisotropy (Δn), and can realize a fast response for a liquid crystal display.
[0032] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula IV other than those represented by Formula I:
##STR00010##
[0033] wherein
[0034] R.sub.4 and R.sub.5 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and
##STR00011##
represents
##STR00012##
[0035] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula IV is selected from the group consisting of compounds represented by Formulas IV-1 to IV-13:
##STR00013## ##STR00014##
[0036] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula V:
##STR00015##
[0037] wherein
[0038] R.sub.6 and R.sub.7 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and
##STR00016##
represents
##STR00017##
[0039] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula V is selected from the group consisting of compounds represented by Formulas V-1 to V-30:
##STR00018## ##STR00019## ##STR00020## ##STR00021##
[0040] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula VI:
##STR00022##
[0041] wherein
[0042] R.sub.8 and R.sub.9 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and
[0043] X.sub.1, X.sub.2, X.sub.3 and X.sub.4 each independently represent H or F, and at least any two thereof simultaneously represent F.
[0044] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula VI is selected from the group consisting of compounds represented by Formulas VI-1 to VI-15:
##STR00023## ##STR00024##
[0045] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula VII:
##STR00025##
[0046] wherein
[0047] R.sub.10 and R.sub.11 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8, and any one or more —CH.sub.2— in the groups represented by R.sub.10 and R.sub.11 are optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; and
[0048] Z represents —O—, —S— or —CH.sub.2O—.
[0049] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula VII is selected from the group consisting of compounds represented by Formulas VII-1 to VII-12:
##STR00026## ##STR00027##
[0050] wherein
[0051] R.sub.101 and R.sub.111 each independently represent an alkyl with a carbon atom number of 1-10.
[0052] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula VIII:
##STR00028##
[0053] R.sub.12 and R.sub.13 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and
##STR00029##
each independently represent 1,4-phenylene, 1,4-cyclohexylene or 1,4-cyclohexenylene.
[0054] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula VIII is selected from the group consisting of compounds represented by Formulas VIII-1 to VIII-3:
##STR00030##
[0055] wherein
[0056] R.sub.12 and R.sub.13 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8.
[0057] The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by Formula IX:
##STR00031##
[0058] wherein
[0059] R.sub.14 and R.sub.15 each independently represent an alkyl with a carbon atom number of 1-10, a fluoro-substituted alkyl with a carbon atom number of 1-10, an alkoxy with a carbon atom number of 1-10, a fluoro-substituted alkoxy with a carbon atom number of 1-10, an alkenyl with a carbon atom number of 2-10, a fluoro-substituted alkenyl with a carbon atom number of 2-10, an alkenoxy with a carbon atom number of 3-8, or a fluoro-substituted alkenoxy with a carbon atom number of 3-8; and
[0060] m represents 1 or 2.
[0061] Preferably, in the liquid crystal composition of the present invention, the aforementioned compound represented by Formula IX is selected from the group consisting of compounds represented by Formulas IX-1 to IX-15:
##STR00032## ##STR00033##
[0062] As the aforementioned alkyl with a carbon atom number of 1-10, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, hexyl, heptyl, octyl, nonyl, decyl, etc. can be listed by for example.
[0063] As the aforementioned alkoxy with a carbon atom number of 1-10, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, pentoxy, hexyloxy, heptyloxy, octyloxy, nonoxy, decyloxy, etc. can be listed for example.
[0064] As the aforementioned alkenyl with a carbon atom number of 2-10, vinyl, 1-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, etc. can be listed for example.
[0065] In the aforementioned fluoro-substituted alkyl with a carbon atom number of 1-10, fluoro-substituted alkoxy with a carbon atom number of 1-10, fluoro-substituted alkenyl with a carbon atom number of 2-10, and fluoro-substituted alkenoxy with a carbon atom number of 3-8, the term “fluoro-substituted” can be monofluoro-substituted, or polyfluoro-substituted, such as difluoro-substituted and trifluoro-substituted, or may also be perfluoro-substituted, and there is no particular limitation on the number of the instances of fluorine substitution. For example, as the fluoro-substituted alkyl with a carbon atom number of 1-10, fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 1,2-difluoroethyl, 1,1-difluoroethyl, 1,1,2-trifluoroethyl, 1,1,1,2,2-pentafluoro-substituted ethyl, etc. can be listed, for example, without limitation.
[0066] A variety of functional dopants may also be added to the liquid crystal compound of the present invention, and the content of the dopants is preferably 0.01% and 1%. As the dopants, an antioxidant, an ultraviolet absorber and a chiral agent can be listed for example.
[0067] Examples of the chiral agent (levorotatory or dextrorotatory) are preferably, by way of example,
##STR00034##
[Liquid Crystal Display Element or Liquid Crystal Display]
[0068] The present invention further relates to a liquid crystal display element or liquid crystal display comprising any one of the above-mentioned liquid crystal compositions; and the display element or display is an active matrix display element or display or a passive matrix display element or display.
[0069] The liquid crystal display element or liquid crystal display of the present invention is preferably an active matrix addressing liquid crystal display element or liquid crystal display.
[0070] As the aforementioned active matrix display element or display, TN-TFT or IPS-TFT or FFS-TFT or UV2A-TFT liquid crystal display elements or other TFT displays can be specifically listed for example.
[0071] The liquid crystal display element or liquid crystal display of the present invention comprises the liquid crystal composition disclosed in the present invention. The liquid crystal display element or liquid crystal display of the present invention has a wider display temperature range, a fast response speed and a good reliability.
EXAMPLES
[0072] In order to explain the present invention more clearly, the present invention will be further explained below in conjunction with examples. A person skilled in the art should understand that the following detailed description is illustrative rather than restrictive, and should not limit the scope of protection of the present invention.
[0073] In the description, unless otherwise specified, the percentages all refer to mass percentages, the temperatures are degrees Celsius (° C.), and the specific meanings and test conditions of the other symbols are as follows:
[0074] Cp represents the clear point (° C.) of a liquid crystal, as measured by DSC quantitative method;
[0075] An represents optical anisotropy, n.sub.o is the refractive index of ordinary light and n.sub.e is the refractive index of extraordinary light, and the test conditions are 25° C.±2° C., 589 nm, and Abbe refractometer test;
[0076] Δε represents dielectric anisotropy, Δε=ε.sub.∥-ε.sub.⊥, wherein ε.sub.∥ is the dielectric constant parallel to the molecular axis, and ε.sub.⊥ is the dielectric constant perpendicular to the molecular axis, and the test conditions are 25° C.±0.5° C., 20 μm vertical cell, and INSTEC:ALCT-IR1 test;
[0077] γ.sub.1 represents rotational viscosity (mPa.Math.s), and the test conditions are 25° C.±0.5° C., 20 μm vertical cell, and INSTEC:ALCT-IR1 test;
[0078] K.sub.11 is splay elastic constant, K.sub.33 is bend elastic constant, and the test conditions are: 25° C., INSTEC:ALCT-IR1, and 20 μm vertical cell; and
[0079] VHR represents voltage retention rate (%), and the test conditions are 60° C.±1° C., voltage ±5 V, pulse width 10 ms, and voltage retention time 1.667 ms. The test equipment is TOYO Model 6254 LCD performance comprehensive tester.
[0080] For low-temperature storage, 1 g of sample liquid crystal is taken and placed in a 7 ml ampoule bottle (the ampoule bottle needs to be cleaned twice and dried) as a sample. Three samples form a group. If one sample crystallizes in a group, this group will be regarded as crystal precipitation, and the storage time is recorded. The storage condition is −20° C.±1° C., and the storage equipment is a thermostatic glove box; and
[0081] the backlight aging conditions are backlight intensity 12000 nit, aging temperature 60° C.±1° C., and applied voltage AC 7 V.
[0082] The preparation method for the liquid crystal composition involves: weighing various liquid crystal monomers at a certain ratio and putting the liquid crystal monomers into a stainless steel beaker, placing the stainless steel beaker containing these liquid crystal monomers on a magnetic stirring instrument for heating and melting, adding a magnetic rotor to the stainless steel beaker when most of the liquid crystal monomers in the stainless steel beaker have melted, uniformly stirring the mixture, and cooling the mixture to room temperature to obtain the liquid crystal composition.
[0083] The structures of the liquid crystal monomers in the examples of the present invention are represented by codes, and the code representation method for liquid crystal ring structures, terminal groups and linker groups is shown in Tables 1 and 2 below.
TABLE-US-00001 TABLE 1 Corresponding codes of ring structures Corresponding Ring structure code
TABLE-US-00002 TABLE 2 Corresponding codes of terminal groups and linker groups Terminal groups Corresponding and linker groups code C.sub.nH.sub.2n+1— n- C.sub.nH.sub.2n+1O— nO- —CF.sub.3 -T —OCF.sub.3 -OT —CH.sub.2O— -O- —F -F —CH.sub.2CH.sub.2— -E- —CH═CH— -V- —CH═CH—C.sub.nH.sub.2n+1 Vn-
[0084] For example:
##STR00048##
with the code being CPY-2-O2;
##STR00049##
with the code being CCY-3-O2;
##STR00050##
with the code being COY-3-O2;
##STR00051##
with the code being CCOY-3-O2;
##STR00052##
with the code being W-CpO-O4; and
##STR00053##
with the code being S-CpO-O4.
Example 1
[0085] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 3 below.
TABLE-US-00003 TABLE 3 Formula and corresponding properties of the liquid crystal composition of Example 1 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 II CPY-2-O2 10 II CPY-3-O2 10 III PGP-2-2V 10 IV CY-5-O2 5 V CLY-4-O2 5 VI PPY-3-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 30 IX COY-3-O2 5 Δε [1 KHz, 25° C.]: −3.9 Δn [589 nm, 25° C.]: 0.135 K.sub.11: 14.0 K.sub.33: 13.9 Cp: 80° C. γ.sub.1: 73.6 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Comparative Example 1
[0086] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 4 below.
TABLE-US-00004 TABLE 4 Formula and corresponding properties of the liquid crystal composition of Comparative Example 1 Class Code of liquid crystal monomer Content (%) II CPY-2-O2 10 II CPY-3-O2 10 III PGP-2-2V 10 IV PY-3-O2 10 IV CY-5-O2 5 V CLY-4-O2 5 VI PPY-3-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 30 IX COY-3-O2 5 Δε [1 KHz, 25° C.]: −3.8 Δn [589 nm, 25° C.]: 0.130 K.sub.11: 14.4 K.sub.33: 13.7 Cp: 80° C. γ.sub.1: 80.9 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
[0087] The PY-1-O2 in Example 1 was replaced by PY-3-O2, as Comparative Example 1.
Comparative Example 2
[0088] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 5 below.
TABLE-US-00005 TABLE 5 Formula and corresponding properties of the liquid crystal composition of Comparative Example 2 Class Code of liquid crystal monomer Content (%) II CPY-2-O2 10 II CPY-3-O2 10 III PGP-2-2V 10 IV PY-2O-O2 10 IV CY-5-O2 5 V CLY-4-O2 5 VI PPY-3-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 30 IX COY-3-O2 5 Δε [1 KHz, 25° C.]: −4.2 Δn [589 nm, 25° C.]: 0.138 K.sub.11: 14.4 K.sub.33: 13.3 Cp: 83° C. γ.sub.1: 87.3 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
[0089] The PY-1-O2 in Example 1 was replaced by PY-2O-O2, as Comparative Example 2.
Comparative Example 3
[0090] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 6 below.
TABLE-US-00006 TABLE 6 Formula and corresponding properties of the liquid crystal composition of Comparative Example 3 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 III PGP-2-2V 10 IV CY-5-O2 5 V CLY-3-O2 10 V CLY-3-O3 10 V CLY-4-O2 5 VI PPY-3-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 30 IX COY-3-O2 5 Δε [1 KHz, 25° C.]: −4.0 Δn [589 nm, 25° C.]: 0.125 K.sub.11: 15.8 K.sub.33: 15.0 Cp: 83° C. γ.sub.1: 79.3 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: crystal precipitation occurred after 120 hours
[0091] The CPY-2-O2 in Example 1 was replaced by CLY-3-O3, and the CPY-3-O2 was replaced by CLY-3-O2, as Comparative Example 3.
Comparative Example 4
[0092] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 7 below.
TABLE-US-00007 TABLE 7 Formula and corresponding properties of the liquid crystal composition of Comparative Example 4 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 III PGP-2-2V 10 IV CY-5-O2 5 V CCY-2-O2 10 V CCY-3-O2 10 V CLY-4-O2 5 VI PPY-3-O2 5 VII COY-3-O2 5 VIII S-4O-O2 5 VIII S-5O-O2 5 IX CC-3-V 30 Δε [1 KHz, 25° C.]: −4.0 Δn [589 nm, 25° C.]: 0.122 K.sub.11: 14.7 K.sub.33: 14.4 Cp: 81° C. γ.sub.1: 82.3 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
[0093] The CPY-2-O2 in Example 1 was replaced by CCY-2-O2, and the CPY-3-O2 was replaced by CCY-3-O2, as Comparative Example 4.
Comparative Example 5
[0094] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 8 below.
TABLE-US-00008 TABLE 8 Formula and corresponding properties of the liquid crystal composition of Comparative Example 5 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 II CPY-2-O2 10 II CPY-3-O2 10 IV CY-5-O2 5 V CLY-4-O2 5 VI PPY-3-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 30 IX COY-3-O2 5 PGP-2-3 10 Δε [1 KHz, 25° C.]: −3.8 Δn [589 nm, 25° C.]: 0.132 K.sub.11: 13.5 K.sub.33: 13.7 Cp: 76° C. γ.sub.1: 81.8 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: crystal precipitation occurred after 120 hours
[0095] The PGP-2-2V in Example 1 was replaced by PGP-2-3, as Comparative Example 5.
Comparative Example 6
[0096] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 9 below.
TABLE-US-00009 TABLE 9 Formula and corresponding properties of the liquid crystal composition of Comparative Example 6 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 II CPY-2-O2 10 II CPY-3-O2 10 IV CY-5-O2 5 V CLY-4-O2 5 VI PPY-3-O2 5 VII COY-3-O2 5 VIII S-4O-O2 5 VIII S-5O-O2 5 IX CC-3-V 30 CPP-3-2 10 Δε [1 KHz, 25° C.]: −3.9 Δn [589 nm, 25° C.]: 0.126 K.sub.11: 14.6 K.sub.33: 14.3 Cp: 81° C. γ.sub.1: 78.7 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: crystal precipitation occurred after 120 hours
[0097] The PGP-2-2V in Example 1 was replaced by CPP-3-2, as Comparative Example 6.
Example 2
[0098] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 10 below.
TABLE-US-00010 TABLE 10 Formula and corresponding properties of the liquid crystal composition of Example 2 Class Code of liquid crystal monomer Content (%) I PY-1-O2 7 II CPY-5-O2 13 III PGP-2-2V 15 IV PY-3-O2 10 V CLY-2-O4 5 VI PPY-5-O2 5 VII S-4O-O2 5 VII S-5O-O2 10 VIII CC-3-V 30 Δε [1 KHz, 25° C.]: −3.6 Δn [589 nm, 25° C.]: 0.148 K.sub.11: 14.3 K.sub.33: 13.7 Cp: 79° C. γ.sub.1: 62.4 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 3
[0099] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 11 below.
TABLE-US-00011 TABLE 11 Formula and corresponding properties of the liquid crystal composition of Example 3 Class Code of liquid crystal monomer Content (%) I PY-1-O2 9 II CPY-3-O2 11 III PGP-2-2V 5 IV LY-3-O2 7 V CLY-3-O2 5 V CLY-4-O2 6 VI PYY-3-O2 5 VII S-3O-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 37 Δε [1 KHz, 25° C.]: −3.9 Δn [589 nm, 25° C.]: 0.125 K.sub.11: 14.0 K.sub.33: 13.9 Cp: 81° C. γ.sub.1: 61.0 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 4
[0100] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 12 below.
TABLE-US-00012 TABLE 12 Formula and corresponding properties of the liquid crystal composition of Example 4 Class Code of liquid crystal monomer Content (%) I PY-1-O2 8 II CPY-3-O2 10 III PGP-2-2V 7 IV CY-3-O2 5 V CLY-3-O2 5 V CLY-4-O2 6 VI PPY-3-O2 5 VII S-3O-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 33 VIII PP-1-2V1 6 Δε [1 KHz, 25° C.]: −3.8 Δn [589 nm, 25° C.]: 0.133 K.sub.11: 15.3 K.sub.33: 14.5 Cp: 80° C. γ.sub.1: 63.0 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 5
[0101] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 13 below.
TABLE-US-00013 TABLE 13 Formula and corresponding properties of the liquid crystal composition of Example 5 Class Code of liquid crystal monomer Content (%) I PY-1-O2 7 II CPY-3-O2 7 III PGP-2-2V 6 IV CY-3-O2 7 V CLY-3-O2 5 V CLY-4-O2 6 VI PYP-3-2 5 VII S-CpO-O2 5 VII S-CpO-O4 10 VIII CC-3-V 37 IX COY-3-O2 5 Δε [1 KHz, 25° C.]: −4.4 Δn [589 nm, 25° C.]: 0.118 K.sub.11: 14.9 K.sub.33: 13.9 Cp: 80° C. γ.sub.1: 72.0 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 6
[0102] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 14 below.
TABLE-US-00014 TABLE 14 Formula and corresponding properties of the liquid crystal composition of Example 6 Class Code of liquid crystal monomer Content (%) I PY-1-O2 6 II CPY-3-O2 9 III PGP-2-2V 5 IV CY-3-O2 7 V CLY-3-O2 5 V CCY-2-O2 6 VI PPY-3-O4 5 VII S-CpO-O2 5 VII S-CpO-O4 5 VIII CC-3-V 32 VIII CP-3-O2 5 IX COY-3-O2 5 IX CCOY-3-O2 5 Δε [1 KHz, 25° C.]: −4.4 Δn [589 nm, 25° C.]: 0.122 K.sub.11: 14.3 K.sub.33: 13.9 Cp: 80° C. γ.sub.1: 75.1 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 7
[0103] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 15 below.
TABLE-US-00015 TABLE 15 Formula and corresponding properties of the liquid crystal composition of Example 7 Class Code of liquid crystal monomer Content (%) I PY-1-O2 7 II CPY-3-O2 8 III PGP-1-2V 5 IV PY-5-O2 7 V CCY-3-O2 5 V CLY-5-O2 6 VI PGiY-3-O2 5 VII S-CpO-O2 5 VII S-CpO-O4 5 VIII CC-3-V 32 VIII CC-3-V1 5 IX COY-3-O1 5 IX CCOY-2-O2 5 Δε [1 KHz, 25° C.]: −4.4 Δn [589 nm, 25° C.]: 0.122 K.sub.11: 14.3 K.sub.33: 13.9 Cp: 80° C. γ.sub.1: 79.1 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 8
[0104] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 16 below.
TABLE-US-00016 TABLE 16 Formula and corresponding properties of the liquid crystal composition of Example 8 Class Code of liquid crystal monomer Content (%) I PY-1-O2 11 II CPY-2-O2 7 III PGP-2-2V 7 IV PY-2O-O4 5 V CCY-3-O1 5 V CLY-4-O2 6 VI PGiY-3-O2 5 VII S-3O-O2 5 VII S-4O-O2 5 VII S-5O-O2 5 VIII CC-3-V 33 CCP-V-1 6 Δε [1 KHz, 25° C.]: −4.2 Δn [589 nm, 25° C.]: 0.133 K.sub.11: 15.3 K.sub.33: 14.5 Cp: 80° C. γ.sub.1: 72.0 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 9
[0105] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 17 below.
TABLE-US-00017 TABLE 17 Formula and corresponding properties of the liquid crystal composition of Example 9 Class Code of liquid crystal monomer Content (%) I PY-1-O2 9 II CPY-2-O2 8 III PGP-2-2V 8 IV PY-3-O1 5 V CLY-3-O1 4 V CLY-4-O2 7 VI PGiY-5-O2 5 VIII S-5O-O2 7 VIII S-4O-O2 3 VIII W-5O-O2 5 IX CC-3-V 35 CCP-V-1 4 Δε [1 KHz, 25° C.]: −4.2 Δn [589 nm, 25° C.]: 0.130 K.sub.11: 13.8 K.sub.33: 14.5 Cp: 81° C. γ.sub.1: 73.2 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
Example 10
[0106] The formula and corresponding properties of the liquid crystal compositions were as shown in Table 18 below.
TABLE-US-00018 TABLE 18 Formula and corresponding properties of the liquid crystal composition of Example 10 Class Code of liquid crystal monomer Content (%) I PY-1-O2 10 II CPY-3-O2 10 III PGP-2-2V 5 IV CY-3-O2 7 V CLY-3-O2 5 V CLY-4-O2 6 VI PPY-3-O2 5 VII W-3O-O2 5 VII W-4O-O2 5 VII W-5O-O2 5 VIII CC-3-V 30 VIII CC-3-V1 7 Δε [1 KHz, 25° C.]: −3.9 Δn [589 nm, 25° C.]: 0.119 K.sub.11: 12.0 K.sub.33: 12.2 Cp: 78° C. γ.sub.1: 60.3 mPa .Math. s At 25° C.: no crystal precipitation Placed at −20° C.: no crystal precipitation after 240 hours
TABLE-US-00019 TABLE 19 Comparison of VHR values of Examples 1-10 and Comparative Examples 1-6 VHR, VHR, VHR, high-temper- initial ultraviolet ature aging (60° C., (60° C., (60° C., Experiment No. 0.6 Hz) 0.6 Hz) 0.6 Hz) Example 1 82.1% 76.3% 82.5% Example 2 85.1% 75.3% 85.5% Example 3 83.1% 76.2% 83.5% Example 4 83.1% 76.3% 83.5% Example 5 80.1% 76.3% 81.5% Example 6 81.3% 77.1% 81.2% Example 7 80.3% 75.6% 80.8% Example 8 80.8% 75.2% 81.2% Example 9 81.2% 76.2% 81.3% Example 10 82.3% 75.2% 83.8% Comparative Example 1 82.7% 72.2% 80.1% Comparative Example 2 78.7% 68.3% 75.7% Comparative Example 3 83.7% 75.3% 81.7% Comparative Example 4 83.3% 75.7% 82.1% Comparative Example 5 80.7% 72.1% 79.1% Comparative Example 6 81.3% 72.5% 79.4%
[0107] The reliability of the liquid crystal composition was tested by ultraviolet and high-temperature aging tests and VHR test. The smaller the change of the VHR data of the liquid crystal composition before and after the ultraviolet and high-temperature tests, the stronger the ultraviolet and high-temperature resistance. Therefore, the ultraviolet resistance and high-temperature resistance could be judged by comparing the difference of the VHR data of the examples and the comparative examples before and after the tests.
[0108] In the above experiment, the liquid crystals of the examples and the liquid crystals of the comparative examples were respectively poured into test pieces for testing. VHR represented voltage retention rate (%), and the test conditions were 60° C.±1° C., voltage ±5 V, pulse width 10 ms, and voltage retention time 1.667 ms. The test equipment was TOYO Model 6254 LCD performance comprehensive tester. The initial value of VHR was the data obtained by testing the test piece that did not undergo any treatment, and the VHR ultraviolet was the VHR value obtained by testing the piece filled with the liquid crystal after irradiation with 5000 mJ ultraviolet light at normal temperature. VHR high-temperature aging was the VHR value obtained by placing the piece filled with liquid crystal in a high-temperature oven at 100° C. for 1 hour. Compared with the comparative examples, the VHR data of the liquid crystal compositions of the examples before and after the ultraviolet and high-temperature tests all had smaller changes than the initial VHR values, so that they had strong resistance to external environment damage during the working process and a higher reliability, and could be better used for high-frequency and quick-response liquid crystal display element or liquid crystal display.
TABLE-US-00020 TABLE 20 Comparison table of normal temperature and low-temperature storage of Examples 1-10 and Comparative Examples 1-6 Placed at −20° C. Experiment No. 25° C. for 240 h Example 1 No crystal precipitation No crystal precipitation Example 2 No crystal precipitation No crystal precipitation Example 3 No crystal precipitation No crystal precipitation Example 4 No crystal precipitation No crystal precipitation Example 5 No crystal precipitation No crystal precipitation Example 6 No crystal precipitation No crystal precipitation Example 7 No crystal precipitation No crystal precipitation Example 8 No crystal precipitation No crystal precipitation Example 9 No crystal precipitation No crystal precipitation Example 10 No crystal precipitation No crystal precipitation Comparative No crystal precipitation No crystal precipitation Example 1 Comparative No crystal precipitation No crystal precipitation Example 2 Comparative No crystal precipitation Crystal precipitation Example 3 Comparative No crystal precipitation No crystal precipitation Example 4 Comparative No crystal precipitation Crystal precipitation Example 5 Comparative No crystal precipitation Crystal precipitation Example 6
[0109] The liquid crystal composition of the present invention has a relatively low rotational viscosity (γ.sub.1), a high clearing point (Cp), a good solubility, a wider working temperature range, and a high stability to heat and light (VHR) on the basis of maintaining an appropriate optical anisotropy (Δn), and can realize a fast response of liquid crystal display. The liquid crystal composition can be used for developing a high-frequency liquid crystal display element or liquid crystal display, and therefore, the display element or liquid crystal display comprising the liquid crystal composition disclosed by the present invention can be developed as a high-frequency liquid crystal display element or liquid crystal display with a wide temperature display and a fast response.
[0110] The above examples disclosed by the present invention are only to clearly illustrate the instances of the present invention, rather than defining the embodiments of the present invention. For those of ordinary skill in the art, other different forms of changes or variations can also be made on the basis of the above description. It is impossible to exhaustively list all the embodiments here, and all obvious changes or variations that are derived from the technical solution of the present invention are still within the scope of protection of the present invention.