CN114144499B - Liquid crystal composition and application thereof - Google Patents
Liquid crystal composition and application thereof Download PDFInfo
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- CN114144499B CN114144499B CN201980098645.4A CN201980098645A CN114144499B CN 114144499 B CN114144499 B CN 114144499B CN 201980098645 A CN201980098645 A CN 201980098645A CN 114144499 B CN114144499 B CN 114144499B
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 72
- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 150000001875 compounds Chemical class 0.000 claims abstract description 82
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 150000001412 amines Chemical class 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims 1
- 239000012964 benzotriazole Substances 0.000 claims 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims 1
- 230000003287 optical effect Effects 0.000 abstract description 12
- 239000004983 Polymer Dispersed Liquid Crystal Substances 0.000 abstract description 5
- 230000014759 maintenance of location Effects 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 3
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 description 3
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 239000012769 display material Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- LRQPEHJWTXCLQY-UHFFFAOYSA-N 1,2,3-trifluoro-4-methylbenzene Chemical group CC1=CC=C(F)C(F)=C1F LRQPEHJWTXCLQY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
Classifications
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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
-
- 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
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
- Y02B20/00—Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps
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- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Suitable for having high-quality and low-power consumption characteristicsA liquid crystal composition 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 property, large optical anisotropy and higher resistivity; meanwhile, on the premise of ensuring high dielectric property, large optical anisotropy and low driving voltage, the voltage retention rate of the mixed liquid crystal is effectively increased, the power consumption is reduced, and the liquid crystal display device has wide application prospect.
Description
Technical Field
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 with high quality and low power consumption characteristics and suitable for various liquid crystal display devices and PDLC devices and application thereof.
Background
At present, liquid crystals are widely used in the information display field and the dimming field. In recent years, the application field of liquid crystal compounds has 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, and particularly in the field of nematic liquid crystals, nematic liquid crystal compounds have been widely used so far in flat panel displays and in the field of dimming.
With the increasing demands of consumers, the problems of power consumption are increasingly emphasized while low driving is required for display materials and dimming materials. The liquid crystal composition provided by the invention has the characteristics of high dielectric anisotropy and high voltage retention rate, and achieves the effect of effectively reducing power consumption.
Disclosure of Invention
The invention aims to provide a liquid crystal composition which has large vertical dielectric property, large optical anisotropy and high resistivity. The liquid crystal composition comprises: at least one or more compounds represented by the general formula I, at least one or more compounds represented by the general formula II and at least one or more compounds represented by the general formula III;
wherein the general formula I has the following structure:
R 1 represents an alkyl group having 1 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms; l (L) 1 represents-H or-F; a is that 1 Represents 1, 4-phenylene or 1, 4-cyclohexylene; a represents 0 or 1.
The general formula II is as follows:
R 2 represents an alkyl group of 1 to 7 carbon atoms; a is that 2 Represents 1, 4-phenylene or 1, 4-cyclohexylene; a is that 3 Representative of
b and c each independently represent 0 or 1.
The general formula III is as follows:
R 3 represents alkyl of 1 to 7 carbon atoms or alkenyl or alkoxy of 2 to 7 carbon atoms; r is R 4 Represents alkyl of 1 to 7 carbon atoms, alkoxy of 1 to 7 carbon atoms, alkenyl of 2 to 7 carbon atoms or-F; a is that 4 Represents 1, 4-phenylene or 1, 4-cyclohexylene; l (L) 2 、L 3 Either both-H or both-F; d represents 0 or 1.
The invention provides a composition, which 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 has the following structure:
R 4 represents an alkyl group of 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 formulas IA to IG, R 1 Represents a straight-chain alkyl group of 1 to 7 carbon atoms; r in IH 2 Represents a straight-chain alkyl group of 1 to 7 carbon atoms or an alkenyl group of 2 to 7 carbon atoms.
Preferably, in the formulas IA to IG, R 1 Represents a linear alkyl group of 1 to 7 carbon atoms; r in IH 2 Represents a linear alkyl group of 2 to 5 carbon atoms or an alkenyl group of 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 the formulae IA1 to IH 5:
further preferably, the compound represented by the general formula I is selected from one or more of compounds represented by formulas IA1 to IA4, IB1 to IB4 and IC1 to IC4, especially one or two of 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 polar compound containing 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 to IIF:
in the formulas IIA to IIF, R 2 Represents a linear alkyl group of 1 to 7 carbon atoms;
preferably, in formulae IIA to IIF, R 2 Represents 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 of the 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 proposes that the compounds represented by the general formula III contain an acetylenic structure which has a large optical anisotropy. The compound represented by the general formula III is one or more of structures shown in the formulas IIIA, IIIB and IIIC:
in the formulae IIIA, IIIB and IIIC, R 3 Represents a linear alkyl group of 1 to 7 carbon atoms, a linear alkoxy group of 1 to 7 carbon atoms or a linear alkenyl group of 2 to 7 carbon atoms; r is R 4 Represents a linear alkyl group of 1 to 7 carbon atoms, a linear alkoxy group of 1 to 7 carbon atoms, a linear alkenyl group of 2 to 7 carbon atoms or-F;
preferably, R in the formulae IIIA, IIIB and IIIC 3 Represents a linear alkyl group having 2 to 8 carbon atoms; r is R 4 Represents a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 5 carbon atomsAlkoxy or straight chain alkenyl of 2 to 5 carbon atoms;
more preferably, the compound represented by the general formula III is selected from one or more of compounds represented by formulas IIIA1 to IIIA3, formulas IIIB1 to IIIB4 and formulas IIIC1 to 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 that the compound represented by the general formula IV contains a cyano structure, and the structure has large dielectric anisotropy and excellent intersolubility. The compound represented by the general formula IV is selected from one or more of compounds represented by formulas IV 1-IV 4:
preferably, the liquid crystal composition provided by the invention comprises 0 to 20 weight percent of the compound represented by the general formula IV, preferably 4 to 12 weight percent of the compound represented by the general formula IV, and more preferably 5 to 10 weight percent 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 to 60 percent of compound represented by a general formula I,
2) 3 to 30 percent of a compound represented by a 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 percent of compound represented by a 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 to 12% of a compound represented by the general formula IV.
More preferably, the liquid crystal composition comprises the following components in weight percent:
1) 35 to 42 percent of compound represented by a 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 to 10% of a compound represented by the general formula IV.
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 large optical anisotropy, and the compound represented by the general formula IV has good intersolubility and positive dielectric anisotropy. Excellent properties can be achieved by synergistic action between the components.
In order to improve the stability of the liquid crystal composition against heat and light, in particular ultraviolet light, ultraviolet absorbers may also be added, as the case may be, for example: benzotriazoles, benzophenones, triazines, benzoates; hindered amine light stabilizers; hindered phenolic antioxidants.
The method for preparing the liquid crystal composition of the present invention is not particularly limited, and may be prepared by conventional methods, for example, mixing two or more liquid crystal compounds at 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 components with smaller content in the main component with larger content at higher temperature, or dissolving the components in organic solvent, mixing the solutions, and removing the solvent. Wherein the solvent can be common organic solvent such as 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 realized by adopting the catalyst containing-CF 2 The O-monomer, the cyano-containing monomer and the alkynyl-containing monomer are mixed, and the obtained liquid crystal composition effectively increases the voltage retention rate of the mixed liquid crystal and reduces the power consumption on the premise of ensuring high dielectric property, large optical anisotropy and low driving voltage, thereby having wide application prospect.
Detailed Description
The following examples are illustrative of the invention and are not intended to limit the scope of the invention.
Unless otherwise indicated, percentages in the present invention are weight percentages; the temperature unit is in degrees celsius; cp represents the clearing point (unit:. Degree. C.) of the liquid crystal composition; deltan represents the optical anisotropy (test conditions: 20 ℃); delta epsilon represents dielectric anisotropy (test conditions: 25 ℃,1000 Hz); VHR represents the voltage holding ratio (test condition: 60 ℃, drive voltage 1V held for 0.3ms, released for 6.5ms; unit:%);
in the following examples, the group structures in the liquid crystal compounds are represented by codes shown in Table 1.
Table 1: group structure code of liquid crystal compound
Taking 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 percent of the components and Property parameters in the liquid Crystal compositions
Example 2
TABLE 3 weight percent of the components and Property parameters in the liquid Crystal compositions
Example 3
TABLE 4 weight percent of the components and Property parameters in the liquid Crystal compositions
Example 4
TABLE 5 weight percent of the components and Property parameters in the liquid Crystal composition
Example 5
TABLE 6 weight percent of the components and Property parameters in the liquid Crystal composition
Example 6
TABLE 7 weight percent of the components and Property parameters in the liquid Crystal composition
Example 7
TABLE 8 weight percent of the components and Property parameters in the liquid Crystal compositions
Example 8
TABLE 9 weight percent of the components and Property parameters in the liquid Crystal compositions
Example 9
Table 10 weight percent of each component and performance parameters in liquid crystal compositions
Example 10
TABLE 11 weight percent of the components and Property parameters in the liquid Crystal compositions
Comparative example 1
Table 12: weight percent of each component in the liquid crystal composition and performance parameter
The values of the respective performance parameters of the liquid crystal compositions obtained in example 1 and comparative example 1 were compared in summary, 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 |
The comparison shows that: the liquid crystal mixture of example 1 was substantially consistent in threshold voltage, optical anisotropy, and dielectric anisotropy as compared with comparative example 1, and in this case, the VHR of the liquid crystal mixture of example 1 was higher, which means that the liquid crystal provided by the present invention had lower power consumption in the case where conditions such as driving voltage were similar, and energy was effectively saved.
As is clear from the above examples, the liquid crystal composition provided by the present invention contains both a highly polar dielectric anisotropic compound and a large optical anisotropic compound, has the characteristics of low threshold, large optical anisotropy and high VHR, and is effective in ensuring low threshold while reducing power consumption. Therefore, the liquid crystal composition provided by the invention is suitable for various display devices and PDLC devices.
Industrial applicability
The invention provides a liquid crystal composition which has high quality and low power consumption 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 property, large optical anisotropy and higher resistivity; meanwhile, on the premise of ensuring high dielectric property, large optical anisotropy and low driving voltage, the voltage retention rate of the mixed liquid crystal is effectively increased, the power consumption is reduced, and the liquid crystal display device has good economic value and application prospect.
Claims (4)
1. The liquid crystal composition is characterized by comprising compounds represented by general formulas I-IV;
wherein the compound represented by the general formula I is a mixture of the following compounds:
the compounds represented by the general formula II are two or three of the compounds represented by IIA, IIB and IID:
R 2 represents a linear alkyl group having 1 to 7 carbon atoms;
the compound represented by the general formula III is a mixture of compounds represented by the formulas IIIA 1-IIIA 3:
the compound represented by the general formula IV is:
in the liquid crystal composition,
the dosage of the compound represented by the general formula I is 36-42wt%; the dosage of the compound represented by the general formula II is 15-20wt%; the dosage of the compound represented by the general formula III is 38-45wt%; the dosage of the compound represented by the general formula IV is 6-8wt%.
2. The liquid crystal composition according to claim 1, further comprising an ultraviolet absorber, a hindered amine light stabilizer, a hindered phenol antioxidant.
3. The liquid crystal composition according to claim 2, wherein the ultraviolet absorber is benzotriazole, benzophenone, triazine, benzoate.
4. Use of the liquid crystal composition according to any one of claims 1 to 3 in a liquid crystal display device and a liquid crystal dimming device.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2019/104320 WO2021042281A1 (en) | 2019-09-04 | 2019-09-04 | Liquid crystal composition and use thereof |
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| Publication Number | Publication Date |
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| CN114144499A CN114144499A (en) | 2022-03-04 |
| CN114144499B true CN114144499B (en) | 2023-06-30 |
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| 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 |
| CN113234452B (en) * | 2021-05-27 | 2023-06-16 | 重庆汉朗精工科技有限公司 | Liquid crystal composition and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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| EP1477546B1 (en) * | 2003-05-14 | 2006-05-24 | Chisso Petrochemical Corporation | Perfluoropropenyl-containing compound, liquid crystal composition and liquid crystal display element |
| CN102140350B (en) * | 2010-12-31 | 2013-07-31 | 北京八亿时空液晶科技股份有限公司 | Nematic liquid crystal composition |
| WO2017002791A1 (en) * | 2015-07-02 | 2017-01-05 | Dic株式会社 | Liquid crystal composition and liquid crystal display element using same |
| EP3127989B1 (en) * | 2015-08-07 | 2020-12-23 | Merck Patent GmbH | Liquid crystalline medium |
| 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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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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| CN114144499A (en) | 2022-03-04 |
| WO2021042281A1 (en) | 2021-03-11 |
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