CN114144499A - Liquid crystal composition and application thereof - Google Patents
Liquid crystal composition and application thereof Download PDFInfo
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- CN114144499A CN114144499A CN201980098645.4A CN201980098645A CN114144499A CN 114144499 A CN114144499 A CN 114144499A CN 201980098645 A CN201980098645 A CN 201980098645A CN 114144499 A CN114144499 A CN 114144499A
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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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
- C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
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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
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
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Abstract
A liquid crystal composition with high quality and low power consumption characteristics and suitable for various liquid crystal display devices and PDLC devices belongs to the field of liquid crystal materials. The liquid crystal composition comprises at least one or more compounds represented by a general formula I, at least one or more compounds represented by a general formula II and at least one or more compounds represented by a general formula III. The liquid crystal composition has large vertical dielectric, large optical anisotropy and higher resistivity; meanwhile, on the premise of ensuring high dielectric, large optical anisotropy and low driving voltage, the voltage holding ratio of the mixed liquid crystal is effectively increased, the power consumption is reduced, and the liquid crystal has a wide application prospect.
Description
The invention relates to a liquid crystal composition, belongs to the field of liquid crystal display materials and the field of liquid crystal dimming materials, and particularly relates to a liquid crystal composition which has high quality and low power consumption characteristics and is suitable for various liquid crystal display devices and PDLC devices and application thereof.
Currently, liquid crystal is widely used in the fields of information display and light modulation. In recent years, the application fields of liquid crystal compounds have been remarkably widened to various display devices, electro-optical devices, electronic components, sensors, and the like. For this reason, many different structures have been proposed, particularly in the field of nematic liquid crystals, nematic liquid crystal compounds having hitherto been widely used in flat panel displays and in the field of dimming.
With the increasing demands of consumers, the display material and the light modulation material are more and more focused on the problem of power consumption while requiring low driving. The driving voltage is influenced by the dielectric anisotropy of the liquid crystal material, the larger the dielectric anisotropy is, the lower the driving voltage is, and the liquid crystal composition provided by the invention has the characteristics of high voltage holding ratio while having high dielectric anisotropy, thereby realizing the effect of effectively reducing the power consumption.
Disclosure of Invention
The invention aims to provide a liquid crystal composition which has large vertical dielectric, large optical anisotropy and higher resistivity. The liquid crystal composition comprises: at least one or more compounds represented by formula I, at least one or more compounds represented by formula II, and at least one or more compounds represented by formula III;
wherein, the general formula I is as follows:
R 1represents an alkyl group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms; l is1represents-H or-F; a. the1Represents 1, 4-phenylene or 1, 4-cyclohexylene; a represents 0 or 1.
The general formula II is as follows:
R 2represents an alkyl group having 1 to 7 carbon atoms; a. the2Represents 1, 4-phenylene or 1, 4-cyclohexylene; a. the3Representsb and c each independently represent 0 or 1.
The general formula III is as follows:
R 3represents an alkyl group having 1 to 7 carbon atoms or an alkenyl or alkoxy group having 2 to 7 carbon atoms; r4Represents an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or-F; a. the4Represents 1, 4-phenylene or 1, 4-cyclohexylene; l is2、L 3Both are-H or both are-F; d represents 0 or 1.
The composition provided by the invention can be further added with a compound represented by a general formula IV; the compound has the characteristics of higher polarity and excellent intersolubility, and can improve the comprehensive performance of the composition.
The general formula IV is as follows:
R 4represents an alkyl group having 1 to 7 carbon atoms;
the invention further provides that the compound represented by the general formula I is a polar compound containing an ester group structure and a cyano group structure, and the structure has large dielectric anisotropy.
The compound represented by the general formula I is one or more of structures shown in formulas IA to IH:
in the formulae IA to IG, R1Represents a straight-chain alkyl group having 1 to 7 carbon atoms; r in IH2Represents a straight-chain alkyl group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.
Preferably, in the formulae IA to IG, R1Represents a linear alkyl group having 1 to 7 carbon atoms; r in IH2Represents a linear alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
More preferably, the compound represented by the general formula I is selected from one or more of the compounds represented by formulae IA1 to IH 5:
further preferably, the compound represented by the general formula I is selected from one or more compounds represented by formulas IA 1-IA 4, IB 1-IB 4 and IC 1-IC 4, in particular one or two compounds represented by formulas IA2 and IB 2.
Preferably, the liquid crystal composition provided by the invention comprises 15-60% by weight of the compound represented by the general formula I, preferably 30-50% by weight of the compound represented by the general formula I, and more preferably 35-42% by weight of the compound represented by the general formula I.
The invention further provides that the compound represented by the general formula II is a polar compound containing a3, 4, 5-trifluorobenzene structure and a difluoromethoxy bridge bond or a 2-methyl-3, 4, 5-trifluorobenzene structure and a difluoromethoxy bridge bond, and the structure has large dielectric anisotropy and higher resistivity. The compound represented by the general formula II is one or more of structures shown in formulas IIA-IIF:
in the formulas IIA to IIF, R2Represents a linear alkyl group having 1 to 7 carbon atoms;
preferably, in the formulae IIA to IIF, R2Represents a linear alkyl group having 2 to 5 carbon atoms;
more preferably, the compound represented by the general formula II is selected from one or more compounds represented by the formulae IIA1 to IIF 4:
preferably, the liquid crystal composition provided by the invention comprises 3-30% by weight of the compound represented by the general formula II, preferably 5-20% by weight of the compound represented by the general formula II, and more preferably 5-15% by weight of the compound represented by the general formula II.
The invention further provides that the compound represented by the general formula III contains an alkyne bond structure, and the structure has large optical anisotropy. The compound represented by the general formula III is one or more of structures shown in formulas IIIA, IIIB and IIIC:
in the formulae IIIA, IIIB and IIIC, R3Represents a linear alkyl group having 1 to 7 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms or a linear alkenyl group having 2 to 7 carbon atoms; r4Represents a C1-7 linear alkyl group, a C1-7 linear alkoxy group, a C2-7 linear alkenyl group or-F;
preferably, in said formulae IIIA, IIIB and IIIC, R3Represents a linear alkyl group having 2 to 8 carbon atoms; r4Represents a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms or a linear alkenyl group having 2 to 5 carbon atoms;
more preferably, the compound represented by the general formula III is selected from one or more compounds represented by formula IIIA 1-IIIA 3, formula IIIB 1-IIIB 4, and formula IIIC 1-IIIC 9:
more preferably, the compound represented by the general formula III is selected from one or more of IIIA1, IIIA2 and IIIA 3.
Preferably, the liquid crystal composition provided by the invention comprises 20-60% by weight of the compound represented by the general formula III, preferably 30-50% by weight of the compound represented by the general formula III, and more preferably 35-48% by weight of the compound represented by the general formula III.
The invention further provides a cyano-containing structure of the compound represented by the general formula IV, wherein the structure has large dielectric anisotropy and excellent intersolubility. The compound represented by the general formula IV is selected from one or more of the compounds represented by the formulas IV1 to IV 4:
preferably, the liquid crystal composition provided by the invention comprises 0-20% by weight of the compound represented by the general formula IV, preferably 4-12% by weight of the compound represented by the general formula IV, and more preferably 5-10% by weight of the compound represented by the general formula IV.
The invention further provides that the liquid crystal composition comprises the following compounds in percentage by weight:
1) 15-60% of a compound represented by the general formula I,
2)3 to 30% of a compound represented by the general formula II,
3)20 to 60% of a compound represented by the general formula III,
4)0 to 20% of a compound represented by the general formula IV.
Preferably, the liquid crystal composition comprises the following components in percentage by weight:
1)30 to 50% of a compound represented by the general formula I,
2)5 to 20% of a compound represented by the general formula II,
3)30 to 50% of a compound represented by the general formula III,
4) 4-12% of a compound represented by the general formula IV.
More preferably, the liquid crystal composition comprises the following components in percentage by weight:
1) 35-42% of a compound represented by the general formula I,
2)5 to 15% of a compound represented by the general formula II,
3)35 to 48% of a compound represented by the general formula III,
4) 5-10% of a compound represented by the general formula IV.
The compound represented by the general formula I of the liquid crystal composition provided by the invention has high positive dielectric anisotropy (+. DELTA. epsilon.), the compound represented by the general formula II has high positive dielectric anisotropy (+. DELTA. epsilon.) and high charge retention rate, the compound represented by the general formula III has the characteristic of large optical anisotropy, and the compound represented by the general formula IV has good intersolubility and positive dielectric anisotropy. The components act synergistically to achieve excellent performance.
In order to increase the stability of the liquid crystal compositions with respect to heat and light, in particular ultraviolet light, it is also possible, as the case may be, to add ultraviolet absorbers, for example: benzotriazoles, benzophenones, triazines, benzoates; hindered amine light stabilizers; a hindered phenolic antioxidant.
The method for producing the liquid crystal composition of the present invention is not particularly limited, and it can be produced by a conventional method, for example, mixing two or more liquid crystal compounds at a high temperature and dissolving each other, that is, dissolving the liquid crystal compounds in a solvent for the compounds and mixing, and then distilling off the solvent under reduced pressure; or dissolving the component with small content in the main component with large content at high temperature, or dissolving the components in organic solvent, mixing the solutions, and removing the solvent to obtain the final product. Wherein the solvent can be acetone, chloroform or methanol.
The liquid crystal composition can be used for liquid crystal display devices and liquid crystal dimming devices, and is particularly suitable for PDLC devices.
The invention is achieved by using a catalyst containing-CF2The O-monomer, the cyano-containing monomer and the alkynyl-containing monomer are mixed, and the obtained liquid crystal composition effectively increases the voltage holding ratio of the mixed liquid crystal, reduces the power consumption and has wide application prospect on the premise of ensuring high dielectric, large optical anisotropy and low driving voltage.
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention.
Unless otherwise indicated, percentages in the present invention are weight percentages; the temperature units are centigrade; cp represents the clearing point (unit:. degree. C.) of the liquid crystal composition; Δ n represents optical anisotropy (test condition: 20 ℃); deltaε represents the dielectric anisotropy (test conditions: 25 ℃ C., 1000 Hz); VHR represents the voltage holding ratio (test condition: 60 ℃, driving voltage 1V is kept for 0.3ms, and released for 6.5 ms; unit:%);
in the following examples, the group structures in the liquid crystal compounds are represented by codes shown in Table 1.
Table 1: radical structure code of liquid crystal compound
Take the following compound structure as an example:
expressed as: 3PGUQUF
Expressed as: v2PZUCN
In the following examples, the weight percentages of the components in the liquid crystal composition and the performance parameters of the liquid crystal composition are shown in the following tables.
Example 1
TABLE 2 weight percentages and performance parameters of the components in the liquid crystal compositions
Example 2
TABLE 3 weight percents of the components and the performance parameters of the liquid crystal compositions
Example 3
TABLE 4 weight percents of the components and the performance parameters of the liquid crystal compositions
Example 4
TABLE 5 weight percents of the components and Performance parameters of the liquid Crystal compositions
Example 5
TABLE 6 weight percents of the components and the performance parameters of the liquid crystal compositions
Example 6
TABLE 7 weight percents of the components and the performance parameters of the liquid crystal compositions
Example 7
TABLE 8 weight percents of the components and Performance parameters of the liquid Crystal compositions
Example 8
TABLE 9 weight percents of the components and Performance parameters of the liquid Crystal compositions
Example 9
TABLE 10 weight percents of the components and the performance parameters of the liquid crystal compositions
Example 10
TABLE 11 weight percents of the components and Performance parameters of the liquid Crystal compositions
Comparative example 1
Table 12: the weight percentage and performance parameters of each component in the liquid crystal composition
The liquid crystal compositions obtained in example 1 and comparative example 1 were compared together for each of their performance parameter values, see table 13.
Table 13: comparison of Performance parameters of liquid Crystal compositions
Cp | △n | Δε | VHR | |
Example 1 | 108 | 0.251 | 24.1 | 80 |
Comparative example 1 | 106 | 0.252 | 24.6 | 70 |
By comparison, it can be seen that: compared with comparative example 1, the liquid crystal mixture provided by example 1 has basically the same threshold voltage, optical anisotropy and dielectric anisotropy, and in this case, the liquid crystal mixture provided by example 1 has a higher VHR, which means that under the condition of similar driving voltage and the like, the liquid crystal provided by the invention has lower power consumption and can effectively save energy.
As can be seen from the above examples, the liquid crystal composition provided by the present invention contains both a highly polar dielectric anisotropic compound and a highly optically anisotropic compound, has the characteristics of low threshold, high optical anisotropy, and high VHR, and effectively ensures low threshold and lower power consumption. Therefore, the liquid crystal composition provided by the invention is suitable for various display devices and PDLC devices.
The invention provides a liquid crystal composition which has high quality and low power consumption characteristics and is suitable for various liquid crystal display devices and PDLC devices. The liquid crystal composition comprises at least one or more compounds represented by a general formula I, at least one or more compounds represented by a general formula II and at least one or more compounds represented by a general formula III. The liquid crystal composition provided by the invention has large vertical dielectric, large optical anisotropy and higher resistivity; meanwhile, on the premise of ensuring high dielectric, large optical anisotropy and low driving voltage, the voltage holding ratio of the mixed liquid crystal is effectively increased, the power consumption is reduced, and the mixed liquid crystal has better economic value and application prospect.
Claims (9)
- A liquid crystal composition, wherein the composition comprises: at least one or more compounds represented by formula I:wherein R is1Represents an alkyl group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms; l is1represents-H or-F; a. the1Represents 1, 4-phenylene or 1, 4-cyclohexylene; a represents 0 or 1;and at least one or more compounds represented by the general formula II:wherein R is2Represents an alkyl group having 1 to 7 carbon atoms; a. the2Represents 1, 4-phenylene or 1, 4-cyclohexylene; a. the3Representsb and c each independently represent 0 or 1;and at least one or more compounds represented by the general formula III:wherein R is3Represents an alkyl group having 1 to 7 carbon atoms or an alkenyl or alkoxy group having 2 to 7 carbon atoms; r4Represents an alkyl group having 1 to 7 carbon atoms, an alkoxy group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or-F; a. the4Represents 1, 4-phenylene or 1, 4-cyclohexylene; l is2、L 3Both are-H or both are-F; d represents 0 or 1.
- The liquid crystal composition of claim 1 or 2, wherein the compound represented by formula I is one or more of the structures represented by formulas IA to IH:wherein R in the formulae IA to IG1Represents a straight-chain alkyl group having 1 to 7 carbon atoms; r in the formula IH2Represents a straight-chain alkyl group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms;preferably, R in said formulae IA to IG1Represents a linear alkyl group having 1 to 7 carbon atoms; r in the formula IH2Represents a linear alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms;more preferably, the compound represented by the general formula I is selected from one or more of the compounds represented by formulas IA1 to IH 5:preferably, the compound represented by the general formula I is selected from one or more compounds represented by formulas IA-1 to IA-4, IB1 to IB4 and IC-1 to IC-4, and is preferably selected from one or two compounds represented by formulas IA2 and IB 2;preferably, the liquid crystal composition contains 15 to 60 weight percent of the compound represented by the general formula I, preferably 30 to 50 weight percent of the compound represented by the general formula I, and more preferably 35 to 42 weight percent of the compound represented by the general formula I.
- The liquid crystal composition of any one of claims 1 to 3, wherein the compound represented by formula II is one or more of the structures of formulae IIA to IIF:wherein R in the formulas IIA to IIF2Represents a linear alkyl group having 1 to 7 carbon atoms;preferably, R in the formulae IIA to IIF2Represents a linear alkyl group having 2 to 5 carbon atoms;more preferably, the compound represented by the general formula II is selected from one or more compounds represented by the formulae IIA1 to IIF 4:preferably, the liquid crystal composition comprises 3 to 30 weight percent of the compound represented by the general formula II, preferably 5 to 20 weight percent of the compound represented by the general formula II, and more preferably 5 to 15 weight percent of the compound represented by the general formula II.
- The liquid crystal composition of any one of claims 1 to 4, wherein the compound represented by formula III is one or more of the structures of formula IIIA, formula IIIB, and formula IIIC:wherein R in the formula IIIA, the formula IIIB and the formula IIIC3Represents a linear alkyl group having 1 to 7 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms or a linear alkenyl group having 2 to 7 carbon atoms; r4Represents a C1-7 linear alkyl group, a C1-7 linear alkoxy group, a C2-7 linear alkenyl group or-F;preferably, R in said formulae IIIA, IIIB and IIIC3Represents a linear alkyl group having 2 to 8 carbon atoms; r4Represents a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms or a linear alkenyl group having 2 to 5 carbon atoms;more preferably, the compound represented by the general formula III is selected from one or more compounds represented by formula IIIA 1-IIIA 3, formula IIIB 1-IIIB 4, and formula IIIC 1-IIIC 9:more preferably, the compound represented by the general formula III is selected from one or more of IIIA1, IIIA2 and IIIA 3;preferably, the liquid crystal composition comprises 20 to 60 weight percent of the compound represented by the general formula III, preferably 30 to 50 weight percent of the compound represented by the general formula III, and more preferably 35 to 48 weight percent of the compound represented by the general formula III.
- The liquid crystal composition of any one of claims 1 to 5, wherein the compound represented by the general formula IV is one or more compounds selected from the group consisting of compounds represented by formulas IV1 to IV 4:preferably, the liquid crystal composition comprises 0-20% by weight of the compound represented by the general formula IV, preferably 4-12% by weight of the compound represented by the general formula IV, and more preferably 5-10% by weight of the compound represented by the general formula IV.
- Liquid crystal composition according to any one of claims 2 to 6, characterized in that it comprises the following compounds in percentages by weight:1) 15-60% of a compound represented by the general formula I,2)3 to 30% of a compound represented by the general formula II,3)20 to 60% of a compound represented by the general formula III,4)0 to 20% of a compound represented by the general formula IV;preferably, the liquid crystal composition comprises the following components in percentage by weight:1)30 to 50% of a compound represented by the general formula I,2)5 to 20% of a compound represented by the general formula II,3)30 to 50% of a compound represented by the general formula III,4) 4-12% of a compound represented by general formula IV;more preferably, the liquid crystal composition comprises the following components in percentage by weight:1) 35-42% of a compound represented by the general formula I,2)5 to 15% of a compound represented by the general formula II,3)35 to 48% of a compound represented by the general formula III,4) 5-10% of a compound represented by the general formula IV.
- The liquid crystal composition according to any of claims 1 to 7, wherein the liquid crystal composition further comprises an ultraviolet absorber, a hindered amine light stabilizer, a hindered phenol antioxidant;preferably, the ultraviolet absorbent is benzotriazole, benzophenone, triazine, or benzoate.
- Use of the liquid crystal composition according to any one of claims 1 to 8 in liquid crystal display devices and liquid crystal dimming devices.
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CN112824494A (en) * | 2019-11-21 | 2021-05-21 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, high-frequency assembly and microwave antenna array |
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WO2017002791A1 (en) * | 2015-07-02 | 2017-01-05 | Dic株式会社 | Liquid crystal composition and liquid crystal display element using same |
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CN109181712B (en) * | 2018-10-10 | 2021-08-20 | 西安近代化学研究所 | Benzofuran liquid crystal compound with difluoromethyl ether bridge bond and composition thereof |
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KR20130102012A (en) * | 2012-03-06 | 2013-09-16 | 메르크 파텐트 게엠베하 | Cholesteric liquid crystal medium and liquid crystal display |
CN104662125A (en) * | 2015-01-23 | 2015-05-27 | 北京欣奕华科技有限公司 | Liquid crystal compound, preparing method thereof, liquid crystal composition and liquid crystal panel |
CN109642160A (en) * | 2016-08-24 | 2019-04-16 | 默克专利股份有限公司 | Liquid crystal media and liquid crystal display |
CN109957406A (en) * | 2017-12-22 | 2019-07-02 | 默克专利股份有限公司 | Liquid crystal media and liquid crystal display |
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CN112824494A (en) * | 2019-11-21 | 2021-05-21 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, high-frequency assembly and microwave antenna array |
CN112824494B (en) * | 2019-11-21 | 2024-05-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, high-frequency component and microwave antenna array |
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