CN112824488A - Liquid crystal composition, high-frequency assembly and microwave antenna array - Google Patents

Liquid crystal composition, high-frequency assembly and microwave antenna array Download PDF

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CN112824488A
CN112824488A CN201911146346.1A CN201911146346A CN112824488A CN 112824488 A CN112824488 A CN 112824488A CN 201911146346 A CN201911146346 A CN 201911146346A CN 112824488 A CN112824488 A CN 112824488A
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carbon atoms
group
liquid crystal
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crystal composition
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李佳明
梁志安
员国良
康素敏
李洪峰
张璇
王薇
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Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
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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
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01Q—ANTENNAS, i.e. RADIO AERIALS
    • H01Q21/00—Antenna arrays or systems

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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 the characteristics of high quality factor, high dielectric tuning rate, low dielectric loss, high birefringence and low rotational viscosity.

Description

Liquid crystal composition, high-frequency assembly and microwave antenna array
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 with low dielectric loss and high dielectric tuning rate have been used in filters, tunable frequenciesThe application in the liquid crystal microwave device technologies such as selective surface, phase shifter, phased array radar, 5G communication network, etc. is receiving much attention. 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 liquid crystal material has a dielectric tuning rate (τ) determined by the dielectric anisotropy (Δ ∈) of the liquid crystal material under microwave and the dielectric constant (∈) in the direction parallel to the molecules∥) Determining that:
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:
Figure BDA0002282308260000011
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 problems, and have found that the liquid crystal composition of the present invention has characteristics of high quality factor, high dielectric tuning rate, low dielectric loss, high birefringence, and low rotational viscosity.
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,
Figure BDA0002282308260000021
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；
Figure BDA0002282308260000022
Each independently represent
Figure BDA0002282308260000023
Figure BDA0002282308260000024
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 R3Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
Figure BDA0002282308260000031
Each independently represent
Figure BDA0002282308260000032
Figure BDA0002282308260000033
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
w represents O or S;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F;
r and s each independently represent 0, 1, 2, 3.
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 invention has the characteristics of high quality factor, high dielectric tuning rate, low dielectric loss, high birefringence and low rotational viscosity by containing one or more compounds selected from the group consisting of the compounds shown in the formula IA and the formula IB and the combination of one or more compounds selected from the group shown in the formula II.
The high-frequency component and the microwave antenna array have the characteristics of high tuning performance, low dielectric loss and quick response 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,
Figure BDA0002282308260000041
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；
Figure BDA0002282308260000042
Each independently represent
Figure BDA0002282308260000043
Figure BDA0002282308260000044
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 R3Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
Figure BDA0002282308260000045
Each independently represent
Figure BDA0002282308260000046
Figure BDA0002282308260000051
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
w represents O or S;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F;
r and s each independently represent 0, 1, 2, 3.
The liquid crystal composition of the present invention has the characteristics of high quality factor, high dielectric tuning rate, low dielectric loss, high birefringence and low rotational viscosity 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,
Figure BDA0002282308260000052
Figure BDA0002282308260000061
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,
Figure BDA0002282308260000071
Figure BDA0002282308260000081
as mentioned above for the compounds of the 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 R3Any one or more-CH of the groups shown2-optionally substituted by a sub-ringPentyl, cyclobutyl or cyclopropylene substitution. 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 50%, preferably 5 to 30%; 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, 1 to 80%, preferably 10 to 50%.
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 IIA 1 to IIA 4,
Figure BDA0002282308260000082
Figure BDA0002282308260000091
wherein R is5、R6Each independently represents H, an alkyl group having 1 to 10 carbon atoms, a C1 to C10 alkoxy group, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 3 to 8 carbon atoms, and R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F.
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 IIB 1 to IIB 4,
Figure BDA0002282308260000092
wherein R is5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F.
Optionally, the compound of formula II is selected from the group consisting of compounds of formulae IIA 1-1 to IIB 1-3,
Figure BDA0002282308260000101
the liquid crystal composition of the invention can optionally further comprise one or more compounds shown as a formula III,
Figure BDA0002282308260000102
in the formula III, R7Represents 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 is7Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene
Figure BDA0002282308260000103
Each independently represent
Figure BDA0002282308260000104
Figure BDA0002282308260000105
Z represents a single bond, -CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH＝CH-、-C≡C-、-COO-、-OOC-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-or-CF ═ CF —;
X1、X2each independently represents H or F;
y represents-F, -CF3、-OCF3、-OCF2H or-OCH2F；
n1Represents 0, 1 or 2.
The compound represented by the formula iii is a positive dielectric anisotropy compound, and the liquid crystal composition of the present invention contains the compound represented by the formula iii, whereby the threshold voltage of the liquid crystal composition can be further adjusted.
The amount (mass ratio) of the compound represented by the formula iii added to the liquid crystal composition of the present invention is not particularly limited, and may be, for example, 1 to 50%, preferably 10 to 30%.
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 the following formulae III 1 to III 7,
Figure BDA0002282308260000111
as R in the aforementioned formulae III 1 to III 77Each 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 R7Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, (F) each independently represents H or F; (O) CF in the formula III 73Denotes CF3Or OCF3。
The liquid crystal composition of the invention can optionally further comprise one or more compounds shown as a formula IV,
Figure BDA0002282308260000112
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;
Figure BDA0002282308260000121
each independently represent
Figure BDA0002282308260000122
Figure BDA0002282308260000123
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,
Figure BDA0002282308260000124
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,
Figure BDA0002282308260000131
Figure BDA0002282308260000132
examples of the light stabilizer include the following,
Figure BDA0002282308260000133
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 characteristics of high tuning performance, low dielectric loss and quick response.
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
Figure BDA0002282308260000151
Table 2: corresponding codes for end groups and linking groups
Figure BDA0002282308260000152
Figure BDA0002282308260000161
Examples are:
Figure BDA0002282308260000162
the code is PGUQU-3-F;
Figure BDA0002282308260000163
the code is PGUQU-Cp-F;
Figure BDA0002282308260000164
the code is PGUQU-Cpr 1-F;
Figure BDA0002282308260000171
the code is DPUQK-3-F;
Figure BDA0002282308260000172
the code is APUQK-3-F;
Figure BDA0002282308260000173
the code is WSeW-4-4;
Figure BDA0002282308260000174
the code is WSfW-4-4;
Figure BDA0002282308260000175
the code is PGP-Cpr 1-F;
Figure BDA0002282308260000176
the code is CPUP-3-OT;
Figure BDA0002282308260000177
the code is PPGU-3-F;
Figure BDA0002282308260000178
the code is PPYY-4-3.
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
Figure BDA0002282308260000179
Figure BDA0002282308260000181
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
Figure BDA0002282308260000182
Figure BDA0002282308260000191
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
Figure BDA0002282308260000201
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
Figure BDA0002282308260000211
Figure BDA0002282308260000221
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
Figure BDA0002282308260000222
Figure BDA0002282308260000231
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
Figure BDA0002282308260000232
Figure BDA0002282308260000241
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
Figure BDA0002282308260000242
Figure BDA0002282308260000251
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
Figure BDA0002282308260000261
Figure BDA0002282308260000271
As can be seen from the above examples, the liquid crystal composition provided by the examples has the characteristics of high quality factor, high dielectric tuning rate, low dielectric loss, high birefringence and low rotational viscosity. And, compared with the liquid crystal composition provided by the comparative example, it is obvious that the liquid crystal composition provided by the example has higher quality factor, higher dielectric tuning rate, lower dielectric loss, higher birefringence and lower rotational viscosity gamma1. Therefore, high frequency components, microwave antenna arrays comprising the example liquid crystal compositions have high tuning performance, low dielectric loss, and faster response speed.

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,
Figure FDA0002282308250000011
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；
Figure FDA0002282308250000012
Each independently represent
Figure FDA0002282308250000013
Figure FDA0002282308250000014
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 R3Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene; r4Representation F, CF3Or OCF3；
Figure FDA0002282308250000015
Each independently represent
Figure FDA0002282308250000016
Figure FDA0002282308250000021
p represents 1, 2 or 3; q represents 0 or 1;
in the formula II, R5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
w represents O or S;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F;
r and s each independently represent 0, 1, 2, 3.
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,
Figure FDA0002282308250000022
Figure FDA0002282308250000031
in formulae IA 1 to IA 10, R1Each of which isIndependently 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,
Figure FDA0002282308250000032
Figure FDA0002282308250000041
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 R3Any one or more-CH of the groups shown2-optionally substituted 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 IIA 1 to IIA 4,
Figure FDA0002282308250000051
wherein R is5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally cyclopentyleneOr a cyclobutyl or cyclopropylene group, R5、R6Not H at the same time;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F.
5. The liquid crystal composition of claim 1, wherein the compound of formula II is selected from the group consisting of compounds of formulae IIB 1 through IIB 4,
Figure FDA0002282308250000052
wherein R is5、R6Each independently represents H, 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 R5、R6Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene, R5、R6Not H at the same time;
l each 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 any one or more-CH groups represented by L2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene, any one or more H of the groups represented by L being optionally substituted with F.
6. The liquid crystal composition of claim 1, further comprising one or more compounds of formula III,
Figure FDA0002282308250000061
in the formula III, R7Represents 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 is7Any one or more-CH of the groups shown2Optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene
Figure FDA0002282308250000062
Each independently represent
Figure FDA0002282308250000063
Figure FDA0002282308250000064
Z represents a single bond, -CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH＝CH-、-C≡C-、-COO-、-OOC-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-or-CF ═ CF —;
X1、X2each independently represents H or F;
y represents-F, -CF3、-OCF3、-OCF2H or-OCH2F；
n1Represents 0, 1 or 2.
7. The liquid crystal composition of claim 1, further comprising one or more compounds of formula IV,
Figure FDA0002282308250000065
in the formula IV, R8Represents an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atomsAn 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;
Figure FDA0002282308250000071
each independently represent
Figure FDA0002282308250000072
Figure FDA0002282308250000073
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,
Figure FDA0002282308250000074
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.
CN201911146346.1A 2019-11-21 2019-11-21 Liquid crystal composition, high-frequency assembly and microwave antenna array Withdrawn CN112824488A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI796263B (en) * 2021-08-17 2023-03-11 大陸商江蘇和成顯示科技有限公司 A liquid crystal composition and a spatial light modulator comprising it

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI796263B (en) * 2021-08-17 2023-03-11 大陸商江蘇和成顯示科技有限公司 A liquid crystal composition and a spatial light modulator comprising it

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