CN107418597A - Low temperature liquid crystal material and its application - Google Patents

Low temperature liquid crystal material and its application Download PDF

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Publication number
CN107418597A
CN107418597A CN201710603989.9A CN201710603989A CN107418597A CN 107418597 A CN107418597 A CN 107418597A CN 201710603989 A CN201710603989 A CN 201710603989A CN 107418597 A CN107418597 A CN 107418597A
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China
Prior art keywords
liquid crystal
formula
low temperature
compound
crystal material
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Application number
CN201710603989.9A
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Chinese (zh)
Inventor
程迎秋
房凤梅
尹环
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YANTAI XIANHUA CHEM-TECH Co Ltd
Yangzhou High Speed Electronic Technology Co Ltd
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YANTAI XIANHUA CHEM-TECH Co Ltd
Yangzhou High Speed Electronic Technology Co Ltd
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Priority to CN201710603989.9A priority Critical patent/CN107418597A/en
Publication of CN107418597A publication Critical patent/CN107418597A/en
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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
    • C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
    • 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
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/58—Dopants or charge transfer agents
    • C09K19/586—Optically active dopants; chiral dopants
    • 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
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Nonlinear Science (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Mathematical Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

The present invention relates to a kind of low temperature liquid crystal material, including：The II classes compound shown in compound I, formula (II), the Group III compound shown in formula (III), the IV classes compound shown in formula (IV) and the one or more in the V class compounds shown in formula (V) shown in formula (I), wherein, the compound structure shown in formula (I) formula (IV) is as follows：Wherein, in the compound shown in formula (I) formula (IV), R1‑R7Independently selected from C1‑C5Alkyl, C1‑C5Alkoxy and C1‑C5Alkylene；R1’‑R9' independently selected from phenyl ring and trans-cycloh；X is hydrogen or fluorine；Y is ester group or alkynyl；M, n is independently selected from 0 and 1.Present invention also offers a kind of application of low temperature liquid crystal material in low-temperature working LCDs is prepared.LCDs is prepared using the formula of the present invention, improves the ability that HTN liquid crystal displays itself can work in the environment below 45 DEG C, and response speed on this condition is less than 20 seconds.

Description

Low temperature liquid crystal material and its application
Technical field
The present invention relates to LCDs field, more particularly to a kind of low temperature liquid crystal material and its application.
Background technology
Now widely used monochromatic segment encode HTN LCDs, the maximum low-temperature working temperature of itself can only arrive -40 DEG C, when temperature is less than -40 DEG C, LCDs is substantially without response.Intelligence of the national grid requirement equipped with LCDs Ammeter can work under -45 DEG C of environment, and require -45 DEG C of environment under liquid crystal display response speed at 20 seconds and it is following (see《State Power network incorporated business of family standard》Q/GDW11179.10-2015 the 10th part：Liquid crystal display).But current most liquid crystals Display screen is difficult to meet this requirement, when in use, it is necessary to take other means to enable HTN liquid crystal displays in -45 DEG C of rings Worked in border.Up to the present, the method for liquid crystal display heating is typically close to using additional heating board so that liquid crystal display can be super Worked in low temperature environment, but this method needs separately to do a set of firing equipment and temperature control device, both adds cost, and because of power consumption Heating adds energy consumption.
The content of the invention
In order to solve the above technical problems, it is an object of the invention to provide a kind of low temperature liquid crystal material and its application, improve The ability that HTN liquid crystal displays itself can work in the environment below -45 DEG C, and response speed on this condition is less than 20 Second, solving existing HTN liquid crystal displays can not be from the problem to be worked in -45 DEG C of ultra-low temperature surroundings.
The invention provides a kind of low temperature liquid crystal material, including：The II shown in compound I, formula (II) shown in formula (I) The V class chemical combination shown in the IV classes compound and formula (V) shown in Group III compound, formula (IV) shown in class compound, formula (III) One or more in thing, wherein, the compound structure shown in formula (I)-formula (IV) is as follows：
Wherein, in the compound shown in formula (I)-formula (IV),
R1-R7Independently selected from C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene；
R1’-R9' independently selected from phenyl ring or trans-cycloh；
X is hydrogen or fluorine；
Y is ester group or alkynyl；M, n is independently selected from 0 or 1.
Further, compound I includes the one or more in following components：
, R1And R2Independently selected from C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene.Compound I has relatively low Viscosity, preferable dissolubility.
Further, II classes compound includes the one or more in following components：
R3For C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene.II class compounds have larger dielectric constant, can be very well Improvement liquid crystal DV/DT
Further, Group III compound includes the one or more in following components：
R4For C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene.Group III compound has good low temperature intersolubility, can Ensure the low-temperature stability of liquid-crystal composition.
Further, IV classes compound includes the one or more in following components：
R5For C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene.IV class compounds have larger dielectric constant, larger Refractive index, the DV/DT of liquid crystal can be improved well.
Further, V classes compound includes the one or more in following components：
R6And R7Independently selected from C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene.V class compounds have high limpid Point, for widening the nematic phase temperature upper limit of mixed liquid crystal, so as to widen LCD operating temperature range.
Further, low temperature liquid crystal material also includes optical activity component, and optical activity component is：
Further, the percentage by weight of each component is in low temperature liquid crystal material：Compound I 1%-60%, II class Compound 1%-30%, Group III compound 1%-20%, IV class compound 1%-30%, V class compound 1%-25%.
Further, the percentage by weight of each component is in low temperature liquid crystal material：Compound I 20%-60%, II class Compound 5%-25%, Group III compound 5%-20%, IV class compound 10%-30%, V class compound 5%-25%.
Further, the content of V class compounds is 10%-25% in low temperature liquid crystal material.
Further, the percentage by weight of optical activity component described in low temperature liquid crystal material is 0.05%-0.5%.
Further, the percentage by weight of optical activity component described in low temperature liquid crystal material is 0.1%-0.3%.
Present invention also offers application of the above-mentioned low temperature liquid crystal material in low-temperature working LCDs is prepared.
Further, low-temperature working LCDs is HTN LCDs.
By such scheme, the present invention at least has advantages below：
The transition temperature range of the liquid-crystal composition of the present invention is wide, has high resistivity, high stability, has moderate pair The characteristic of refraction ansiotropy and quick response, while there is preferable height temperature stability, in a low temperature of 0 to -45 DEG C still Quick response can so be accomplished.By the adjustment to each component content, low temperature liquid crystal material of the invention can have different thresholds Threshold voltage and Δ n (optical anisotropy) characteristic.
Using the LCDs prepared by the formula of the present invention, it can lean on itself under -45 DEG C of ultra-low temperature surroundings Capacity operation, response speed is less than 20 seconds in -45 DEG C of environment, can meet national grid requirement, it is not necessary to take other auxiliary Help firing equipment.
Described above is only the general introduction of technical solution of the present invention, in order to better understand the technological means of the present invention, And can be practiced according to the content of specification, below with presently preferred embodiments of the present invention and coordinate accompanying drawing describe in detail as after.
Brief description of the drawings
Fig. 1 is the photo using the HTN LCDs prepared by the low temperature liquid crystal material of the present invention.
Embodiment
With reference to the accompanying drawings and examples, the embodiment of the present invention is described in further detail.Implement below Example is used to illustrate the present invention, but is not limited to the scope of the present invention.
In the examples below, the unit of temperature for degree Celsius, Δ n represent optical anisotropy (589nm, 20 DEG C), Δ ε Dielectric anisotropy is represented, V10 represents voltage when relative permeability is 10% in electro-optical curve, and Cp represents clearing point, S → N Smectic-nematic Phase temperature is represented, τ represents ton+toff (response time, unit：Ms), ton is represented until reaching maximum right Turn-on time during than degree 90%, toff represent the break time until when reaching maximum-contrast 10%.
Embodiment 1
A kind of low temperature liquid crystal material, include each component of following mass percent：
Cyclohexyl in all of above structural formula is anti-configuration.The physical parameter of the low temperature liquid crystal material of the present embodiment It is as follows：
Δ n=0.085；Δ ε=16；Cp=89 DEG C；V10=1.33V；τ=14ms；S→N≤-50℃.
Embodiment 2
A kind of low temperature liquid crystal material, include each component of following mass percent：
Cyclohexyl in all of above structural formula is anti-configuration.The physical parameter of the low temperature liquid crystal material of the present embodiment It is as follows：Δ n=0.100；Δ ε=18；Cp=90 DEG C；V10=1.30V；τ=15ms；S→N≤-50℃.
Embodiment 3
Cyclohexyl in all of above structural formula is anti-configuration.The physical parameter of the low temperature liquid crystal material of the present embodiment It is as follows：Δ n=0.085；Δ ε=3；Cp=90 DEG C；V10=2.45V；τ=5ms；S→N≤-50℃.
Embodiment 4
Cyclohexyl in all of above structural formula is anti-configuration.The physical parameter of the low temperature liquid crystal material of the present embodiment It is as follows：Δ n=0.100；Δ ε=3；Cp=90 DEG C；V10=2.50V；τ=5ms；S→N≤-50℃.
Using the formula in embodiment 1, prepare HTN LCDs (see Fig. 1).HTN LCDs shown in Fig. 1 exists Without under conditions of other aids in temperature control equipment, the sustainable work 96h at -45 DEG C, the screens switch time is 9s.
The formula of the present invention, can have minimum dV/dT and ultrafast sound in the mobility at being maintained at -45 DEG C~-55 DEG C Speed is answered, and there is extremely wide storage temperature, can be widely used in the environment of -45 DEG C of job requirements, use the present invention Formula prepared by LCDs, its can under -45 DEG C of ultra-low temperature surroundings by self-ability work, in -45 DEG C of rings Response speed is less than 20 seconds in border, can meet national grid requirement, it is not necessary to take other ancillary heating equipments.
Described above is only the preferred embodiment of the present invention, is not intended to limit the invention, it is noted that for this skill For the those of ordinary skill in art field, without departing from the technical principles of the invention, can also make it is some improvement and Modification, these improvement and modification also should be regarded as protection scope of the present invention.

Claims (9)

  1. A kind of 1. low temperature liquid crystal material, it is characterised in that including：The II classes shown in compound I, formula (II) shown in formula (I) The V class compounds shown in the IV classes compound and formula (V) shown in Group III compound, formula (IV) shown in compound, formula (III) In one or more, wherein, the compound structure shown in formula (I)-formula (IV) is as follows：
    Wherein, in the compound shown in formula (I)-formula (IV),
    R1-R7Independently selected from C1-C5Alkyl, C1-C5Alkoxy or C1-C5Alkylene；
    R1’-R9' independently selected from phenyl ring or trans-cycloh；
    X is hydrogen or fluorine；
    Y is ester group or alkynyl；M, n is independently selected from 0 or 1.
  2. 2. low temperature liquid crystal material according to claim 1, it is characterised in that also including optical activity component, the optical activity Component is：
  3. 3. low temperature liquid crystal material according to claim 1 or 2, it is characterised in that each component in the low temperature liquid crystal material Percentage by weight be：Compound I 1%-60%, II class compound 1%-30%, Group III compound 1%-20%, IV class Compound 1%-30%, V class compound 1%-25%.
  4. 4. low temperature liquid crystal material according to claim 1 or 2, it is characterised in that each component in the low temperature liquid crystal material Percentage by weight be：Compound I 20%-60%, II class compound 5%-25%, Group III compound 5%-20%, IV class Compound 10%-30%, V class compound 5%-25%.
  5. 5. low temperature liquid crystal material according to claim 4, it is characterised in that：V class compounds in the low temperature liquid crystal material Content be 10%-25%.
  6. 6. low temperature liquid crystal material according to claim 2, it is characterised in that：Optical activity described in the low temperature liquid crystal material The percentage by weight of component is 0.05%-0.5%.
  7. 7. low temperature liquid crystal material according to claim 2, it is characterised in that：Optical activity described in the low temperature liquid crystal material The percentage by weight of component is 0.1%-0.3%.
  8. 8. application of the low temperature liquid crystal material according to claim 1 or 2 in low-temperature working LCDs is prepared.
  9. 9. application according to claim 7, it is characterised in that：The low-temperature working LCDs is HTN liquid crystal displays Screen.
CN201710603989.9A 2017-07-21 2017-07-21 Low temperature liquid crystal material and its application Pending CN107418597A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010022891A1 (en) * 2008-08-29 2010-03-04 Merck Patent Gmbh Liquid crystalline medium and liquid crystal display
CN102433131A (en) * 2011-09-23 2012-05-02 北京八亿时空液晶科技股份有限公司 Liquid crystal composition suitable for 3D glasses
CN102977895A (en) * 2012-11-30 2013-03-20 石家庄诚志永华显示材料有限公司 Twisted nematic first polar small liquid crystal composition
CN104334687A (en) * 2012-05-28 2015-02-04 捷恩智株式会社 Optically isotropic liquid crystal medium and optical element
CN104388100A (en) * 2014-10-09 2015-03-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010022891A1 (en) * 2008-08-29 2010-03-04 Merck Patent Gmbh Liquid crystalline medium and liquid crystal display
CN102433131A (en) * 2011-09-23 2012-05-02 北京八亿时空液晶科技股份有限公司 Liquid crystal composition suitable for 3D glasses
CN104334687A (en) * 2012-05-28 2015-02-04 捷恩智株式会社 Optically isotropic liquid crystal medium and optical element
CN102977895A (en) * 2012-11-30 2013-03-20 石家庄诚志永华显示材料有限公司 Twisted nematic first polar small liquid crystal composition
CN104388100A (en) * 2014-10-09 2015-03-04 石家庄诚志永华显示材料有限公司 Liquid crystal composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
高鸿锦等: "《液晶与平板显示技术》", 30 June 2007, 北京邮电大学出版社 *

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Application publication date: 20171201