CN112824487A - Liquid crystal composition, high-frequency assembly and microwave antenna array - Google Patents
Liquid crystal composition, high-frequency assembly and microwave antenna array Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 110
- 239000000203 mixture Substances 0.000 title claims abstract description 85
- 150000001875 compounds Chemical class 0.000 claims abstract description 56
- 125000004432 carbon atom Chemical group C* 0.000 claims description 103
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 125000003342 alkenyl group Chemical group 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 25
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 23
- -1 R9Representation F Chemical group 0.000 claims description 22
- 125000004979 cyclopentylene group Chemical group 0.000 claims description 12
- 125000004980 cyclopropylene group Chemical group 0.000 claims description 12
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 11
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 description 19
- 230000000875 corresponding effect Effects 0.000 description 18
- 238000009472 formulation Methods 0.000 description 16
- 239000000178 monomer Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- 239000002019 doping agent Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000003491 array Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004976 cyclobutylene group Chemical group 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 238000011982 device technology Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01P—WAVEGUIDES; RESONATORS, LINES, OR OTHER DEVICES OF THE WAVEGUIDE TYPE
- H01P1/00—Auxiliary devices
- H01P1/20—Frequency-selective devices, e.g. filters
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01Q—ANTENNAS, i.e. RADIO AERIALS
- H01Q21/00—Antenna arrays or systems
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- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention relates to a liquid crystal composition, a high-frequency assembly containing the liquid crystal composition and a microwave antenna array, and belongs to the field of liquid crystal antennas. The liquid crystal composition of the present invention comprises one or more compounds selected from the group consisting of compounds represented by formula IA, compounds represented by formula IB, and one or more compounds selected from the group consisting of compounds represented by formula II. The liquid crystal composition has low rotational viscosity, good low-temperature intersolubility and high low-frequency dielectric constant.
Description
Technical Field
The invention belongs to the technical field of liquid crystal antennas, and particularly relates to a liquid crystal composition, a high-frequency assembly containing the liquid crystal composition and a microwave antenna array containing the liquid crystal composition.
Background
In recent years, liquid crystal materials having low dielectric loss and high dielectric tuning rate have attracted attention for application in liquid crystal microwave device technologies such as filters, tunable frequency selective surfaces, phase shifters, phased array radars, and 5G communication networks. And as the tuning material of the microwave device core, the dielectric tuning rate of the liquid crystal material determines the tuning capability of the microwave device. The dielectric tuning rate (τ) of the liquid crystal material is determined by the dielectric anisotropy (Δ ∈) of the liquid crystal material under microwave and the dielectric constant (∈ /) in the direction parallel to the molecules:
τ＝Δε/ε∥
dielectric loss of a liquid crystal material is an important factor affecting the insertion loss of its microwave device. In order to obtain a high quality liquid crystal microwave device, it is necessary to reduce the dielectric loss of the liquid crystal material. For liquid crystal materials, the loss tangent varies with the liquid crystal molecular director, i.e., the loss in the major axis and minor axis directions of the liquid crystal molecules varies, and the maximum loss value max (tan δ) is generally used to calculate the loss of the liquid crystal material∥,tanδ⊥) As a loss of liquid crystal material.
In order to comprehensively evaluate the performance parameters of the liquid crystal material under microwave, a quality factor (eta) parameter is introduced:
η＝τ/max(tanδ∥,tanδ⊥)
that is, the larger the dielectric tuning rate of the liquid crystal material is, the smaller the loss is, the larger the quality factor is, and the better the performance of the liquid crystal material is.
The nematic phase temperature range of the liquid crystal material determines the working temperature range of the liquid crystal microwave device, and the wider nematic phase temperature interval of the liquid crystal material means the wider working temperature range of the microwave device.
Since the dielectric constant of a liquid crystal material at high frequencies is related to the birefringence of the liquid crystal, it is shown by the following formula:
in order to obtain a higher dielectric constant, a liquid crystal material having a high birefringence is also required.
In order to meet the requirement of fast switching operation of a high-frequency component, the liquid crystal material is required to have lower rotational viscosity. In order to satisfy the requirement that the high-frequency component works under the driving of an electric field, the liquid crystal material is required to have a proper dielectric constant under a low frequency, such as 1 KHz.
Disclosure of Invention
The present inventors have conducted intensive studies in order to solve at least one of the above-mentioned technical problems, and found that the liquid crystal composition of the present invention has a low rotational viscosity, good low-temperature mutual solubility and a high low-frequency dielectric constant.
The invention also provides a high-frequency component containing the liquid crystal composition and a microwave antenna array.
Specifically, the present invention comprises the following:
in a first aspect of the present invention, there is provided a liquid crystal composition comprising:
one or more compounds selected from the group consisting of compounds represented by formula IA, compounds represented by formula IB, and one or more compounds selected from the group consisting of compounds represented by formula II,
in the formula IA, R1Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R1Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r2Representation F, CF3Or OCF3；
m represents 1, 2 or 3; n represents 0 or 1;
in formula IB, R3Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R3At least one-CH of the group2-by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
m1、n1、p1、q1represents 0 or 1, m1+n1+p1+q1Is 1, 2, 3 or 4;
X represents F, CF3、OCF3Or CN;
L1、L2each independently represents H or F;
L3each independently represents a methyl group, an ethyl group or a propyl group.
In another aspect of the present invention, there is provided a high frequency module comprising the liquid crystal composition of the present invention.
In yet another aspect of the invention, a microwave antenna array is provided comprising the high frequency assembly of the invention.
The liquid crystal composition of the present invention has the characteristics of low rotational viscosity, good low-temperature mutual solubility and high low-frequency dielectric constant by containing a combination of one or more compounds selected from the group consisting of the compounds represented by the formula IA and the formula IB, and one or more compounds selected from the group represented by the formula II.
The high-frequency component and the microwave antenna array have quick response, wide working temperature range and low driving voltage by containing the liquid crystal composition.
Detailed Description
[ liquid Crystal composition ]
The liquid crystal composition of the present invention comprises one or more compounds selected from the group consisting of compounds represented by formula IA, compounds represented by formula IB, and one or more compounds selected from the group consisting of compounds represented by formula II,
in the formula IA, R1Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R1Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r2Representation F, CF3Or OCF3；
m represents 1, 2 or 3; n represents 0 or 1;
in formula IB, R3Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R3At least one-CH of the group2-by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
m1、n1、p1、q1represents 0 or 1, m1+n1+p1+q1Is 1, 2, 3 or 4;
X represents F, CF3、OCF3Or CN;
L1、L2each independently of the otherGround represents H or F;
L3each independently represents a methyl group, an ethyl group or a propyl group.
The liquid crystal composition of the present invention is characterized by low rotational viscosity, good low-temperature mutual solubility and high low-frequency dielectric constant by containing a combination of one or more compounds selected from the group consisting of the compounds represented by the formula IA and the formula IB, and one or more compounds selected from the group represented by the formula II.
In the liquid crystal composition of the present invention, optionally, the compound represented by the above formula IA is selected from the group consisting of compounds represented by the formulae IA 1 to IA 10,
in formulae IA 1 to IA 10, R1Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R1Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene. Preferably, R1Each independently represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms.
In the liquid crystal composition of the present invention, optionally, the compound represented by the above formula IB is selected from the group consisting of compounds represented by the formulae IB 1 to IB 10,
as described above for formulae IB 1 to IB 10In the compound, R3Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R3At least one-CH of the group2-by cyclopentylene, cyclobutyl or cyclopropylene. R3One or more non-adjacent-CH in the alkyl with 1-10 carbon atoms2Examples of the group substituted with a cyclopropylene group, a cyclobutylene group or a cyclopentylene group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a methylcyclopropylidene group, an ethylcyclopropylidene group, a propylcyclopropylidene group, an isopropylcyclopropylidene group, a n-butylcyclopropylidene group, an isobutylcyclopropylidene group, a tert-butylcyclopropylidene group, a methylcyclobutylene group, an ethylcyclobutylidene group, a propylcyclobutylidene group, an isopropylidene group, a n-butylidene group, an isobutylcyclobutylidene group, a tert-butylidene group, a methylcyclopentylene group, an ethylcyclopentylidene group, a propylcyclopentylidene group, an isopropylcyclopentylidene group, a n-butylcyclopentylidene group and an isobutylcyclopentylidene group. R3Among the groups shown, cyclopropylene or cyclopentylene is preferable from the viewpoint of rotational viscosity, solubility, clearing point and the like of the liquid crystal compound.
The liquid crystal composition of the present invention is preferably a positive dielectric anisotropic liquid crystal composition.
In the liquid crystal composition of the present invention, the amount (mass ratio) of the compounds represented by the formulae ia and ib added to the liquid crystal composition is not particularly limited, and the total amount of the two may be, for example, 1 to 30%, preferably 5 to 20%; the amount (mass ratio) of the compound represented by the formula II added to the liquid crystal composition is not particularly limited, and may be, for example, 50 to 99%, preferably 60 to 80%.
In the liquid crystal composition of the present invention, optionally, the compound represented by the above formula II is selected from the group consisting of compounds represented by the formulae II 1 to II 16,
wherein R is5Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; l is3Represents a methyl group, an ethyl group or a propyl group.
The liquid crystal composition of the invention optionally further comprises one or more compounds shown as a formula III,
in the formula III, R6、R7Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
X1、X2、X3Each independently represents H or F, and X2、X3Not simultaneously F.
In the liquid crystal composition of the present invention, optionally, the compound represented by the above formula III is selected from the group consisting of compounds represented by formulas III 1 to III 3,
wherein R is61、R71Each independently represents an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms.
The liquid crystal composition of the invention can optionally further comprise one or more compounds shown as a formula IV,
in the formula IV, R8Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, R9Representation F, CF3、OCF3An alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
By containing the compound represented by formula IV in the liquid crystal composition of the present invention, the birefringence and clearing point of the liquid crystal composition of the present invention can be significantly improved.
In the liquid crystal composition of the present invention, optionally, the compound represented by the formula IV is selected from the group consisting of compounds represented by the formulae IV1 to IV7,
wherein R is8Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, R91Representation F, CF3、OCF3，R92Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms,An alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
Y1、Y2、Y3、Y4each independently represents H or F, and Y1、Y2、Y3、Y4Not simultaneously represent H.
The amount (mass ratio) of the compound represented by the formula IV added to the liquid crystal composition of the present invention is not particularly limited, and may be, for example, 1 to 20%, preferably 5 to 15%.
In the liquid crystal composition of the present invention, a dopant having various functions may be optionally added, and when a dopant is contained, the content of the dopant is preferably 0.01 to 1% by mass in the liquid crystal composition, and examples of the dopant include an antioxidant, a light stabilizer, and a chiral agent.
The antioxidants may be mentioned, for example,
examples of the light stabilizer include the following,
u represents an integer of 1 to 10.
[ high frequency module, microwave antenna array ]
The invention also relates to a high frequency component comprising the liquid crystal composition of the invention.
The invention also relates to a microwave antenna array comprising the high-frequency assembly of the invention.
The high-frequency assembly and the microwave antenna array comprise the liquid crystal composition, and have the advantages of quick response, wide working temperature range and low driving voltage.
Examples
In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.
In the invention, the preparation method is a conventional method if no special description is provided, the used raw materials can be obtained from a public commercial way if no special description is provided, the percentages refer to mass percentage, the temperature is centigrade (DEG C), the liquid crystal compound also becomes a liquid crystal monomer, and the specific meanings and test conditions of other symbols are as follows:
cp represents a liquid crystal clearing point (DEG C), and is measured by a DSC quantitative method;
Δ n represents optical anisotropy, and Δ n ═ ne-noWherein n isoRefractive index of ordinary light, neThe refractive index of the extraordinary ray is measured under the conditions of 20 +/-2 ℃ and 589nm, and the Abbe refractometer is used for testing;
Δ ε represents dielectric anisotropy, and Δ ε∥-ε⊥Wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥The dielectric constant is perpendicular to the molecular axis, the test conditions are 20 +/-0.5 ℃, 20 micron antiparallel cells, INSTEC is ALCT-CUST-4C test;
γ1expressed as rotational viscosity (mPas) at 20. + -. 0.5 ℃ in 20 μm antiparallel boxes, INSTEC: ALCT-CUST-4C test.
The preparation method of the liquid crystal composition comprises the following steps: weighing each liquid crystal monomer according to a certain proportion, putting the liquid crystal monomers into a stainless steel beaker, putting the stainless steel beaker filled with each liquid crystal monomer on a magnetic stirring instrument for heating and melting, adding a magnetic rotor into the stainless steel beaker after the liquid crystal monomers in the stainless steel beaker are melted, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
The performance of the liquid crystal at high frequency is tested by adopting a test method reported in the literature: penischke, A. (2004). Capacity qualification method for conversion of liquid crystals up to 35GHz. microwave Conference, 2004.34 THEuropean.
Liquid crystals were introduced into Polytetrafluoroethylene (PTFE) or fused silica capillaries, and the filled capillaries were introduced into the middle of a chamber with a resonance frequency of 19 GHz. The input signal source is then applied and the results of the output signal are recorded with a vector network analyzer. The change in the resonance frequency and the Q factor between the capillary filled with the liquid crystal and the blank capillary was measured, and the dielectric constant and the loss tangent were calculated. The dielectric constant components perpendicular and parallel to the liquid crystal director are obtained by the alignment of the liquid crystal in a magnetic field, the direction of which is set accordingly and then rotated correspondingly by 90 °.
The liquid crystal monomer structure used in the embodiment of the invention is represented by codes, and the code representation methods of the liquid crystal ring structure, the end group and the connecting group are shown in the following tables 1 and 2:
table 1: corresponding code of ring structure
Table 2: corresponding codes for end groups and linking groups
Examples are:
Example 1:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 3 below.
Table 3: formulation and corresponding Properties of the liquid Crystal composition of example 1
Example 2:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 4 below.
Table 4: formulation and corresponding Properties of the liquid Crystal composition of example 2
Example 3:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 5 below.
Table 5: formulation and corresponding Properties of the liquid Crystal composition of example 3
Example 4:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 6 below.
Table 6: formulation and corresponding Properties of the liquid Crystal composition of example 4
Example 5:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 7 below.
Table 7: formulation and corresponding Properties of the liquid Crystal composition of example 5
Example 6:
the formulation and corresponding properties of the liquid crystal compositions are shown in Table 8 below.
Table 8: formulation and corresponding Properties of the liquid Crystal composition of example 6
Example 7:
the formulation and corresponding properties of the liquid crystal compositions are shown in table 9 below.
Table 9: formulation and corresponding Properties of the liquid Crystal composition of example 7
Comparative example 1:
the formulation and corresponding properties of the liquid crystal composition are shown in table 10 below.
Table 10: formulation and corresponding Properties of the liquid Crystal composition of comparative example 1
As can be seen from the above examples, the examples provide liquid crystal compositions having low rotational viscosity, good low temperature miscibility and high low frequency miscibilityA dielectric constant. Also, it is apparent that the liquid crystal compositions provided in examples have lower rotational viscosity γ, as compared with the liquid crystal compositions provided in comparative examples1Better low temperature miscibility and higher low frequency dielectric constant. Therefore, high frequency modules, microwave antenna arrays comprising the example liquid crystal compositions have faster response speeds, wider operating temperature ranges and lower driving voltages.
Claims (10)
1. A liquid crystal composition, comprising:
one or more compounds selected from the group consisting of compounds represented by formula IA, compounds represented by formula IB, and one or more compounds selected from the group consisting of compounds represented by formula II,
in the formula IA, R1Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R1Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r2Representation F, CF3Or OCF3；
m represents 1, 2 or 3; n represents 0 or 1;
in formula IB, R3Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atomsOr alkenyloxy having 3 to 8 carbon atoms, and R3At least one-CH of the group2-by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
m1、n1、p1、q1represents 0 or 1, m1+n1+p1+q1Is 1, 2, 3 or 4;
X represents F, CF3、OCF3Or CN;
L1、L2each independently represents H or F;
L3each independently represents a methyl group, an ethyl group or a propyl group.
2. The liquid crystal composition of claim 1, wherein the compound of formula IA is selected from the group consisting of compounds of formula IA 1 through formula IA 10,
in formulae IA 1 to IA 10, R1Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms; and R is1Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene.
3. The liquid crystal composition of claim 1, wherein the compound of formula IB is selected from the group consisting of compounds of formula IB 1 through formula IB 10,
in formulae IB 1 to IB 10, R3Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R3At least one-CH of the group2-by cyclopentylene, cyclobutyl or cyclopropylene.
4. The liquid crystal composition of claim 1, wherein the compound of formula II is selected from the group consisting of compounds of formulae II 1 to II 16,
wherein R is5Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms; l is3Represents a methyl group, an ethyl group or a propyl group.
5. The liquid crystal composition of claim 1, further comprising one or more compounds of formula III,
in the formula III, R6、R7Each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
X1、X2、X3Each independently represents H or F, and X2、X3Not simultaneously F.
6. The liquid crystal composition of claim 5, wherein the compound of formula III is selected from the group consisting of compounds of formulae III 1 to III 3,
wherein R is61、R71Each independently represents an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms.
7. The liquid crystal composition of claim 1, further comprising one or more compounds of formula IV,
in the formula IV, R8Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, R9Representation F, CF3、OCF3An alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
8. The liquid crystal composition of claim 7, wherein the compound of formula IV is selected from the group consisting of compounds of formulae IV1 to IV7,
wherein R is8Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, R91Representation F, CF3、OCF3，R92Represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms;
Y1、Y2、Y3、Y4each independently represents H or F, and Y1、Y2、Y3、Y4Not simultaneously represent H.
9. A high frequency component comprising the liquid crystal composition according to any one of claims 1 to 8.
10. A microwave antenna array comprising the high frequency assembly of claim 9.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102510891A (en) * | 2009-09-25 | 2012-06-20 | 默克专利股份有限公司 | Components for high-frequency technology and liquid crystal media |
| CN105176542A (en) * | 2015-09-02 | 2015-12-23 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound, and preparation method and application thereof |
| CN107109226A (en) * | 2014-10-24 | 2017-08-29 | 捷恩智株式会社 | Liquid-crystal composition and liquid crystal display cells |
| CN108865179A (en) * | 2018-08-17 | 2018-11-23 | 西安近代化学研究所 | A kind of liquid-crystal composition and the high frequency assembly comprising it |
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102510891A (en) * | 2009-09-25 | 2012-06-20 | 默克专利股份有限公司 | Components for high-frequency technology and liquid crystal media |
| CN107109226A (en) * | 2014-10-24 | 2017-08-29 | 捷恩智株式会社 | Liquid-crystal composition and liquid crystal display cells |
| CN105176542A (en) * | 2015-09-02 | 2015-12-23 | 石家庄诚志永华显示材料有限公司 | Liquid crystal compound, and preparation method and application thereof |
| CN108865179A (en) * | 2018-08-17 | 2018-11-23 | 西安近代化学研究所 | A kind of liquid-crystal composition and the high frequency assembly comprising it |
Non-Patent Citations (1)
| Title |
|---|
| RAN CHEN等: "High-frame-rate liquid crystal phase modulator for augmented reality displays", LIQUID CRYSTALS, pages 1 - 7 * |
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