CN113773855A - Negative liquid crystal composition and application thereof - Google Patents

Negative liquid crystal composition and application thereof Download PDF

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Publication number
CN113773855A
CN113773855A CN202111023025.XA CN202111023025A CN113773855A CN 113773855 A CN113773855 A CN 113773855A CN 202111023025 A CN202111023025 A CN 202111023025A CN 113773855 A CN113773855 A CN 113773855A
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Prior art keywords
liquid crystal
component
crystal composition
compound
content
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Inventor
王恩洋
黄善兴
胡艳华
李蓝苹
张雪
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Chongqing Hanlang Precision Technology Co ltd
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Chongqing Hanlang Precision Technology 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
    • G02F1/137—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/13712—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering the liquid crystal having negative dielectric anisotropy

Abstract

The invention relates to a negative liquid crystal composition and application thereof, belonging to the technical field of liquid crystal materials. The liquid crystal composition comprises A, B, C and D four compound components, wherein according to the weight percentage, the A component is 0-28%, the B component is 51-86%, the C component is 10-27%, and the D component is 0-9%; A. b, C and the general formula of the D component is as follows:

Description

Negative liquid crystal composition and application thereof
Technical Field
The invention relates to a negative liquid crystal composition and application thereof, wherein the liquid crystal composition is mainly applied to LCOS devices, can also be applied to vehicle-mounted, industrial control and isothermal liquid crystal display devices, and belongs to the technical field of liquid crystal materials.
Background
LCOS Liquid Crystal displays (i.e., Liquid Crystal on Silicon) are new products introduced into the market in recent years, and are applied to projection apparatuses and glasses type microdisplays.
LCOS (Liquid Crystal on Silicon) displays are a new type of reflective projection display device that uses semiconductor Silicon technology to control the Liquid Crystal and "project" color images. The LCOS display has the characteristics of high light utilization efficiency, small volume, high aperture ratio, mature manufacturing technology, and the like, and can easily realize high resolution and sufficient color expression. It is therefore expected that LCOS displays will have great advantages for future large screen display applications. However, LCOS has high requirements for driving voltage, response time, and contrast, for example, in the working process, since backlight brightness is high and heat is easily generated, a clearing point of liquid crystal is required to be high, and a low driving voltage is beneficial to reducing power consumption, and thus a high dielectric constant is required. Birefringence has a large influence on contrast, and thus proper birefringence is particularly important.
Disclosure of Invention
Aiming at the problems that the liquid crystal material used in LCOS on the market at present has lower clearing point and lower contrast ratio, the invention develops a liquid crystal composition with higher clearing point, larger negative dielectric anisotropy and proper birefringence, and the liquid crystal composition can be well applied to LCOS display.
In order to achieve the purpose, the invention adopts the following technical scheme:
a negative liquid crystal composition comprises A, B, C and D four compound components, wherein the A component accounts for 0-28 wt%, the B component accounts for 51-86 wt%, the C component accounts for 10-27 wt%, the D component accounts for 0-9 wt%, and the sum of the weight percentages of the four components is 100 wt%;
the component A is a compound shown as the following general formula:
Figure BDA0003242092500000011
wherein R is1Represents a straight-chain alkyl group having 1 to 5 carbon atoms or a straight-chain alkoxy group having 1 to 5 carbon atomsOr an alkenyl group having 2 to 5 carbon atoms, L1 represents 1 or 2;
the component B is a compound shown as the following general formula:
Figure BDA0003242092500000021
wherein R is2Represents an alkyl group having 1 to 5 carbon atoms, R3Represents an alkoxy group or an alkyl group having 1 to 5 carbon atoms, A1 represents
Figure BDA0003242092500000022
Or
Figure BDA0003242092500000023
L2 represents 1 or 2, L3 represents 0 or 1;
the component C is a compound shown as the following general formula:
Figure BDA0003242092500000024
wherein R is4、R5Independently represent a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, A2, A3 and A4 independently represent
Figure BDA0003242092500000025
Or
Figure BDA0003242092500000026
L4 represents 0, 1 or 2;
the component D is a compound shown as the following general formula:
Figure BDA0003242092500000027
wherein R is6Represents a C1-5 linear alkyl group, R7Represents a linear alkyl group having 1 to 5 carbon atoms.
The component A is a mixture formed by mixing one or more of the following compounds A-1 to A-8:
Figure BDA0003242092500000028
Figure BDA0003242092500000031
the component B is a mixture formed by mixing one or more of the following compounds B-1 to B-20:
Figure BDA0003242092500000032
Figure BDA0003242092500000041
Figure BDA0003242092500000051
the component C is a mixture formed by mixing one or more of the following compounds C-1 to C-48:
Figure BDA0003242092500000061
Figure BDA0003242092500000071
Figure BDA0003242092500000081
Figure BDA0003242092500000091
the component D is a mixture formed by mixing one or more of the following compounds D-1 to D-7:
Figure BDA0003242092500000092
Figure BDA0003242092500000101
in the liquid crystal composition, the content of the component A compound is 0-28% by mass, preferably 0-26% by mass, more preferably 0-22% by mass, and most preferably 0-13% by mass; the content of the component B compound is 51-86%, preferably 52-86%, more preferably 54-85%, and most preferably 51-80%; the content of the C component compound is 10-27%, preferably 12-25%, more preferably 14-23%, and most preferably 16-21%; the content of the D component compound is 0-9%, preferably 0-8%, more preferably 0-7.5%, and most preferably 0-7%. When the liquid crystal composition contains the component A or the component D, the content of the component A or the component D is more than or equal to 0.5 percent, preferably more than or equal to 3 percent, and more preferably more than or equal to 7 percent.
The negative liquid crystal composition material can be applied to liquid crystal display devices of negative display modes, in particular wide-temperature liquid crystal display devices, including LCOS liquid crystal displays.
The invention has the advantages that:
the liquid crystal composition has the advantages of higher clearing point, larger dielectric anisotropy, proper optical anisotropy and wide nematic phase temperature range (the nematic phase temperature range is larger than 130 ℃), has excellent performance, is very suitable for LCOS liquid crystal displays, can also be suitable for other related liquid crystal wide-temperature displays, and enables the liquid crystal devices to be used in high-temperature and high-cold areas.
Detailed Description
The preparation of the liquid crystal composition adopts the following method: the method comprises the steps of weighing each monomer in the liquid crystal composition according to weight percentage by using a balance, adding liquid and then adding solid in an adding sequence, wherein the adding of the solid has no specific requirement, heating and stirring at 110 ℃ to enable all components to be melted and mixed uniformly, filtering, degassing and finally packaging to obtain a target sample. Alternatively, solutions of the components in an organic solvent, such as acetone, chloroform, methanol, etc., may be mixed, and after thorough mixing, the solvent may be removed, such as by distillation, etc., followed by filtration, degassing, and packaging to obtain the desired sample.
In the examples of the present invention, the components of the liquid crystal composition are in weight percent, and all temperatures are given in degrees celsius. All items were tested at room temperature (25 ℃) to give data.
The test items in the embodiment of the invention are abbreviated as follows:
TNI: clearing the bright spots;
TCN: a solid to liquid phase transition point;
Δ n: refractive index anisotropy (589nm, 25 ℃);
Δ ε: dielectric anisotropy (1KHz, 25 ℃);
wherein, Delta Epsilon is Epsilon/Epsilon⊥Wherein ε/' is the dielectric constant parallel to the molecular axis,. epsilon. is the dielectric constant perpendicular to the molecular axis, test conditions: 25 ℃ and 1 KHz;
k11: a splay elastic constant;
k33: a bending elastic constant;
v10: threshold voltage, voltage required for the transmittance of the liquid crystal box to reach 90%;
v90: saturation voltage, the voltage required for the transmittance of the liquid crystal box to reach 10%;
ton: under the applied voltage, the brightness of the liquid crystal box is from 10% to 90%, and the time required by the liquid crystal torsion is long;
toff: under the condition of no voltage application, the brightness of the liquid crystal box is from 90% to 10%, and the time required by liquid crystal torsion is long;
γ 1: represents the rotational viscosity [ mPas ] measured at 25 ℃ at a box thickness of 20 μm, as determined by Instec.
The following are representative examples, but the present invention is not limited to these liquid crystal compositions.
Example 1:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 1, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in table 1.
TABLE 1 formulation and Performance parameters of the liquid Crystal composition of example 1
Figure BDA0003242092500000111
Figure BDA0003242092500000121
Example 2:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 2, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in table 2.
TABLE 2 formulation and Performance parameters of the liquid Crystal composition of example 2
Figure BDA0003242092500000122
Figure BDA0003242092500000131
Example 3:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 3, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in table 3.
Table 3 formulation and performance parameters of the liquid crystal composition of example 3
Figure BDA0003242092500000132
Example 4:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 4, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in table 4.
Table 4 formulation and performance parameters of the liquid crystal composition of example 4
Figure BDA0003242092500000141
Example 5:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 5, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in table 5.
TABLE 5 formulation and Performance parameters of the liquid Crystal composition of example 5
Figure BDA0003242092500000142
Figure BDA0003242092500000151
Example 6:
the liquid crystal compositions were prepared according to the methods of the present invention, as shown in Table 6 for the weight percent of the components, and filled into test cells for performance testing, the results of the performance parameters determined are shown in Table 6.
TABLE 6 formulation and Performance parameters of the liquid Crystal composition of example 6
Figure BDA0003242092500000152
Figure BDA0003242092500000161
Example 7:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 7, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in table 7.
TABLE 7 formulation and Performance parameters for the liquid Crystal composition of example 7
Figure BDA0003242092500000162
Example 8:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in Table 8, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in Table 8.
TABLE 8 formulation and Performance parameters for the liquid Crystal composition of example 8
Figure BDA0003242092500000171
Example 9:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in Table 9, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in Table 9.
TABLE 9 formulation and Performance parameters for the liquid Crystal composition of example 9
Figure BDA0003242092500000172
Figure BDA0003242092500000181
Example 10:
the liquid crystal compositions were prepared according to the methods of the present invention and the compositions in weight percent of the components of the liquid crystal compositions shown in Table 10, and were filled into test cells for performance testing, the results of which are shown in Table 10.
TABLE 10 formulation and Performance parameters of the liquid Crystal composition of example 10
Figure BDA0003242092500000182
Figure BDA0003242092500000191
Example 11:
the liquid crystal compositions were prepared according to the methods of the present invention and the compositions in weight percent of the components of the liquid crystal compositions shown in Table 11, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in Table 11.
TABLE 11 formulation and Performance parameters for liquid Crystal compositions of example 11
Figure BDA0003242092500000192
Figure BDA0003242092500000201
Example 12:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in table 12, and the liquid crystal compositions were filled into a test cell for performance testing, and the results of the measured performance parameters are shown in table 12.
TABLE 12 formulation and Performance parameters for liquid Crystal compositions of example 12
Figure BDA0003242092500000202
Example 13:
the liquid crystal compositions were prepared according to the methods of the present invention and the compositions in weight percent of the components of the liquid crystal compositions shown in Table 13, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in Table 13.
TABLE 13 formulation and Performance parameters for liquid Crystal compositions of example 13
Figure BDA0003242092500000211
Example 14:
the liquid crystal compositions were prepared according to the methods of the present invention and the weight percentages of the components of the liquid crystal compositions shown in Table 14, and filled into test cells for performance testing, and the results of the measured performance parameters are shown in Table 14.
TABLE 14 formulation and Performance parameters for the liquid Crystal compositions of example 14
Figure BDA0003242092500000212
Figure BDA0003242092500000221
As can be seen from the above examples, the liquid crystal composition of the present invention has a high clearing point, a large dielectric anisotropy, a suitably large optical anisotropy, a wide nematic phase temperature range (the nematic phase temperature range is greater than 140 ℃) (see the table in each example for specific test data), and can be well applied to LCOS display, so that the liquid crystal device can be used in high and high cold regions.

Claims (10)

1. A negative liquid crystal composition, characterized by: comprises A, B, C and D four compound components, wherein the A component accounts for 0-28 percent, the B component accounts for 51-86 percent, the C component accounts for 10-27 percent and the D component accounts for 0-9 percent according to weight percentage;
the component A is a compound with the following general formula:
Figure FDA0003242092490000011
wherein R is1Represents a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and L1 represents 1 or 2;
the component B is a compound with the following general formula:
Figure FDA0003242092490000012
wherein R is2Represents an alkyl group having 1 to 5 carbon atoms, R3Represents an alkoxy group or an alkyl group having 1 to 5 carbon atoms, A1 represents
Figure FDA0003242092490000013
Or
Figure FDA0003242092490000014
L2 represents 1 or 2, L3 represents 0 or 1;
the component C is a compound with the following general formula:
Figure FDA0003242092490000015
wherein R is4、R5Independently represent a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, A2, A3 and A4 independently represent
Figure FDA0003242092490000016
Or
Figure FDA0003242092490000017
L4 represents 0, 1 or 2;
the component D is a compound with the following general formula:
Figure FDA0003242092490000021
wherein R is6、R7Each represents a linear alkyl group having 1 to 5 carbon atoms.
2. The negative liquid crystal composition according to claim 1, wherein: the component A is one or more of compounds A-1 to A-8:
Figure FDA0003242092490000022
Figure FDA0003242092490000031
3. the negative liquid crystal composition according to claim 1, wherein: the component B is one or more of compounds B-1 to B-20:
Figure FDA0003242092490000032
Figure FDA0003242092490000041
Figure FDA0003242092490000051
4. the negative liquid crystal composition according to claim 1, wherein: the component C is one or more of compounds C-1 to C-48:
Figure FDA0003242092490000052
Figure FDA0003242092490000061
Figure FDA0003242092490000071
Figure FDA0003242092490000081
Figure FDA0003242092490000091
5. the negative liquid crystal composition according to claim 1, wherein: the component D is one or more of compounds D-1 to D-7:
Figure FDA0003242092490000092
Figure FDA0003242092490000101
6. the negative liquid crystal composition according to claim 1, wherein: in the liquid crystal composition, according to the mass percentage, the content of the component A compound is 0-26%, the content of the component B compound is 52-86%, the content of the component C compound is 12-25%, and the content of the component D compound is 0-8%.
7. The negative liquid crystal composition according to claim 6, wherein: in the liquid crystal composition, according to the mass percentage, the content of the component A compound is 0-22%, the content of the component B compound is 54-85%, the content of the component C compound is 14-23%, and the content of the component D compound is 0-7.5%.
8. The negative liquid crystal composition according to claim 7, wherein: in the liquid crystal composition, according to the mass percentage, the content of the component A compound is 0-13%, the content of the component B compound is 51-80%, the content of the component C compound is 16-21%, and the content of the component D compound is 0-7%.
9. Use of the negative liquid crystal composition according to any one of claims 1 to 8 for the preparation of a negative display mode liquid crystal display device.
10. Use according to claim 9, characterized in that: the liquid crystal display device is a wide-temperature liquid crystal display device and comprises an LCOS liquid crystal display.
CN202111023025.XA 2021-09-01 2021-09-01 Negative liquid crystal composition and application thereof Pending CN113773855A (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104284962A (en) * 2013-03-06 2015-01-14 Dic株式会社 Nematic liquid-crystal composition and liquid-crystal display element obtained using same
CN105683831A (en) * 2013-10-30 2016-06-15 Dic株式会社 Liquid-crystal display element
CN108239544A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 The liquid-crystal composition and its display device of negative dielectric anisotropic
CN108239542A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 Liquid-crystal composition and its display device with negative dielectric anisotropic
WO2021127952A1 (en) * 2019-12-24 2021-07-01 北京八亿时空液晶科技股份有限公司 Low-viscosity, fast-response liquid crystal composition and application in liquid crystal display

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104284962A (en) * 2013-03-06 2015-01-14 Dic株式会社 Nematic liquid-crystal composition and liquid-crystal display element obtained using same
CN105683831A (en) * 2013-10-30 2016-06-15 Dic株式会社 Liquid-crystal display element
CN108239544A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 The liquid-crystal composition and its display device of negative dielectric anisotropic
CN108239542A (en) * 2016-12-23 2018-07-03 江苏和成显示科技有限公司 Liquid-crystal composition and its display device with negative dielectric anisotropic
WO2021127952A1 (en) * 2019-12-24 2021-07-01 北京八亿时空液晶科技股份有限公司 Low-viscosity, fast-response liquid crystal composition and application in liquid crystal display

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