CN117511560A - Liquid crystal composition and display panel - Google Patents

Liquid crystal composition and display panel Download PDF

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Publication number
CN117511560A
CN117511560A CN202310145201.XA CN202310145201A CN117511560A CN 117511560 A CN117511560 A CN 117511560A CN 202310145201 A CN202310145201 A CN 202310145201A CN 117511560 A CN117511560 A CN 117511560A
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carbon atoms
liquid crystal
independently
compound
crystal composition
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刘欢
刘晓
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TCL China Star Optoelectronics Technology Co Ltd
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TCL China Star Optoelectronics Technology Co Ltd
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    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K19/3405Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a five-membered ring
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
    • C09K19/3494Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom the heterocyclic ring containing sulfur and oxygen atoms
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1345Conductors connecting electrodes to cell terminals
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1347Arrangement of liquid crystal layers or cells in which the final condition of one light beam is achieved by the addition of the effects of two or more layers or cells
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/136Liquid crystal cells structurally associated with a semi-conducting layer or substrate, e.g. cells forming part of an integrated circuit
    • G02F1/1362Active matrix addressed cells
    • CCHEMISTRY; METALLURGY
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    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring

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Abstract

The embodiment of the application discloses a liquid crystal composition and a display panel, wherein the liquid crystal composition comprises a first compound, and the structural formula of the first compound is as follows:the liquid crystal composition provided by the application comprises a liquid crystal compound containing dibenzofuran derivatives, and the liquid crystal compound contains dibenzofuran derivativesThe compound has higher negative dielectric anisotropy, good liquid crystal intersolubility, relatively low rotational viscosity and the like, and can reduce response time and improve contrast ratio when being applied to display devices.

Description

Liquid crystal composition and display panel
Technical Field
The application relates to the technical field of display, in particular to a liquid crystal composition and a display panel.
Background
The contrast and response speed of the liquid crystal material are key factors for improving the display performance of the display, and the optical, electrical and mechanical properties of the liquid crystal molecules depend on the structure and substituent groups of the liquid crystal molecules.
With the development of display devices, development of a liquid crystal material having a faster response is desired.
Disclosure of Invention
The embodiment of the invention provides a liquid crystal composition and a display panel, which are used for solving the technical problem that the response speed of the existing liquid crystal material is to be improved.
In order to solve the problems, the technical scheme provided by the invention is as follows:
the embodiment of the application provides a liquid crystal composition, which comprises a first compound, wherein the structural formula of the first compound is as follows:
wherein R is 1 、R 2 Independently of one another, selected from H, F, cl, br, I, CN, SCN, NCS, SF 5 An alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkynyl group having 2 to 15 carbon atoms, or R 1 、R 2 R is selected independently of one another from alkyl having 1 to 15 carbon atoms, alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms 1 、R 2 Is H, CN or CF 3 Monosubstituted, or R 1 、R 2 One or more CH(s) 2 The radicals being independently of one another replaced by-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -, -CF=CH-, -CH=CF-, -CF=CF-, -CH=CH-or-C≡C-substitution and making the hetero atoms thereof not directly bonded, or R is 1 、R 2 Independently of each other, by F, cl, br or I;
X 1 、X 2 、X 3 、X 4 independently of one another selected from CH 2 、C=O、CF 2 O or S, or X 1 、X 2 Selected from CH 2 When X is 1 、X 2 Independently of each other, one or both H's are replaced by F, cl, br or I.
In some embodiments of the present application, R 1 、R 2 Independently of one another, from H or F, and R 1 、R 2 And not H at the same time.
In some embodiments of the present application, R 1 、R 2 Independently of one another selected from alkyl groups having 1 to 7 carbon atoms, alkenyl groups having 2 to 7 carbon atoms, alkynyl groups having 2 to 7 carbon atoms or CF 3 The method comprises the steps of carrying out a first treatment on the surface of the Or R is 1 、R 2 Independently of one another selected from alkyl having 1 to 7 carbon atoms, alkenyl having 2 to 7 carbon atoms, alkynyl having 2 to 7 carbon atoms, and R 1 、R 2 One or two CH 2 The radicals being replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
In some embodiments of the present application, R 1 、R 2 Independently of one another selected from alkyl groups having 2 to 7 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms or CF 3 The method comprises the steps of carrying out a first treatment on the surface of the Or R is 1 、R 2 Independently of one another selected from alkyl having 2 to 7 carbon atoms, alkenyl having 3 to 6 carbon atoms, alkynyl having 3 to 6 carbon atoms, and R 1 、R 2 One or two CH 2 The radicals being replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
In some embodiments of the present application, the structural formula of the first compound is selected from at least one of the structural formulae shown in formulae IA to II:
wherein Alkyl is selected from Alkyl having 1-15 carbon atoms, alkenyl having 2-15 carbon atoms or alkynyl having 2-15 carbon atoms;
or, alkyl is selected from Alkyl having 1 to 15 carbon atoms, alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms, and one or two CH's in the Alkyl 2 The radicals being independently of one another replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
In some embodiments of the present application, the first compound has a structural formula selected from at least one of the following structural formulas:
in some embodiments of the present application, the liquid crystal composition further comprises a second compound selected from at least one of the compounds represented by formulas ii 1 to ii 9:
wherein R is 3 、R 4 Independently of one another, from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms; or, R 3 、R 4 Independently of one another, from alkyl groups having 1 to 10 carbon atoms, from 1 to 10 carbon atomsAlkoxy of atoms, alkenyl of 2 to 10 carbon atoms, alkenyloxy of 2 to 10 carbon atoms, alkynyl of 2 to 10 carbon atoms or alkynyloxy of 2 to 10 carbon atoms, and R 3 And R is 4 Independently of each other, is substituted by F, cl, br or I.
In some embodiments of the present application, the liquid crystal composition further comprises a third compound selected from at least one of the compounds represented by formulas iii 1 to iii 9:
wherein R is 5 And R is 6 Independently of one another, from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms; or, R 5 And R is 6 Independently of one another selected from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms, and R 5 And R is 6 Independently of each other, is substituted by F, cl, br or I.
In some embodiments of the present application, the liquid crystal composition comprises, relative to the total weight of the liquid crystal composition:
1% -35% by mass of the first compound;
1% -75% by mass of the second compound; and
and the mass fraction of the third compound is 1-50%.
The embodiment of the invention also provides a display panel which comprises an array substrate, a color film substrate and a liquid crystal layer, wherein the array substrate and the color film substrate are oppositely arranged, the liquid crystal layer is clamped between the array substrate and the color film substrate, and the material of the liquid crystal layer comprises the liquid crystal composition of any embodiment.
The beneficial effects of the invention are as follows: the liquid crystal composition provided by the embodiment of the application comprises the liquid crystal compound containing the dibenzofuran derivative, and the compound has higher negative dielectric anisotropy, good liquid crystal intersolubility, relatively low rotational viscosity and the like, and can reduce response time and improve contrast ratio when applied to a display device.
Drawings
In order to more clearly illustrate the embodiments or the technical solutions in the prior art, the following description will briefly introduce the drawings that are needed in the embodiments or the description of the prior art, it is obvious that the drawings in the following description are only some embodiments of the invention, and that other drawings can be obtained according to these drawings without inventive effort for a person skilled in the art.
Fig. 1 is a schematic structural diagram of a display panel according to an embodiment of the present invention.
Detailed Description
The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the drawings in the embodiments of the present application. It will be apparent that the described embodiments are only some, but not all, of the embodiments of the present application. All other embodiments, which can be made by those skilled in the art based on the embodiments herein without making any inventive effort, are intended to be within the scope of the present application.
The embodiment of the application provides a liquid crystal composition, which comprises a first compound, wherein the structural formula of the first compound is as follows:
wherein R is 1 、R 2 Independently of one another, selected from H, F, cl, br, I, CN, SCN, NCS, SF 5 An alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkynyl group having 2 to 15 carbon atoms.
R 1 、R 2 R, independently of one another, is selected from the abovementioned alkyl, alkenyl or alkynyl radicals 1 、R 2 The terminal groups of (C) may be substituted by H,CN or CF 3 Mono-substitution; r is R 1 、R 2 One or more CH(s) 2 The radicals can be replaced independently of one another by-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -, -CF=CH-, -CH=CF-, -CF-, -CH=CH-, or-C≡C-substituted and having heteroatoms not directly bonded; r is R 1 、R 2 May also be substituted independently of one another by F, cl, br or I.
X 1 、X 2 、X 3 、X 4 Independently of one another selected from CH 2 、C=O、CF 2 O or S, wherein X 1 、X 2 Selected from CH 2 When X is 1 、X 2 May be independently substituted with F, cl, br, I.
The liquid crystal composition provided by the embodiment of the application comprises the liquid crystal compound containing the dibenzofuran derivative, and the compound has higher negative dielectric anisotropy, good liquid crystal intersolubility, relatively low rotational viscosity and the like, and can reduce response time and improve contrast ratio when applied to a display device.
In some embodiments, the first compound may have the structural formula:wherein R and R 1 The groups represented are the same. The synthetic route for the first compound is shown below:
if R is 1 、R 2 When each represents an alkyl group, the alkyl groups may be linear or branched. In the examples of the present application, R 1 、R 2 Preferably a linear alkyl group.
If R is 1 And R is 2 Each independently of the others represents an alkenyl group having 2 to 15 carbon atoms or an alkynyl group having 2 to 15 carbon atoms, which alkenyl or alkynyl group may be a straight-chain or branched alkenyl or alkynyl group, preferably a straight-chain alkenyl or alkynyl group.
In some embodiments, R 1 、R 2 Can be selected from H or F independently of one another, and R 1 、R 2 And not H at the same time.
In some embodiments, R 1 、R 2 Can be selected independently of one another from alkyl groups having 1 to 7 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl or heptyl.
R 1 、R 2 But also can be selected independently of one another from alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms, such as vinyl, prop-1-enyl, prop-2-enyl, prop-1-enyl, but-2-enyl, but-3-enyl, pent-1-enyl, pent-2-enyl, pent-3-enyl, pent-4-enyl, hex-1-enyl, hex-2-enyl, hex-3-enyl, hex-4-enyl, hex-5-enyl, hept-1-enyl, hept-2-enyl, hept-3-enyl, hept-4-enyl, hept-5-enyl, hept-6-enyl, ethynyl, prop-1-ynyl, prop-2-ynyl, but-1-ynyl, but-2-ynyl, but-3-ynyl, pent-1-ynyl, pent-2-ynyl, pent-3-alkynyl, pent-4-ynyl, hex-1-ynyl, hex-2-ynyl, hex-3-ynyl, hex-4-alkynyl, hept-5-ynyl, hept-1-enyl, hept-1-alkynyl, and the isomeric forms E and E-6-alkynyl. Among alkenyl and alkynyl groups, prop-2-enyl, but-3-enyl, pent-2-enyl, pent-3-enyl, pent-4-enyl, prop-2-ynyl, but-3-ynyl, pent-2-ynyl, pent-3-ynyl or pent-4-ynyl are preferred.
When R is 1 、R 2 R, independently of one another, is selected from the above alkyl, the above alkenyl or the above alkynyl 1 、R 2 One or two CH 2 The radicals may independently be replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of heteroatoms.
Further, R 1 、R 2 Can be selected independently of one another from alkyl groups having 2 to 7 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms or CF 3
When R is 1 、R 2 R, independently of one another, is selected from the abovementioned alkyl radicals having 2 to 7 carbon atoms, alkenyl radicals having 3 to 6 carbon atoms or alkynyl radicals having 3 to 6 carbon atoms 1 、R 2 One or two CH 2 The radicals may independently be replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of heteroatoms.
Optionally, the structural formula of the first compound is at least one of structural formulas shown in formula IA to formula II:
wherein, the Alkyl is selected from Alkyl with 1-15 carbon atoms, alkenyl with 2-15 carbon atoms or alkynyl with 2-15 carbon atoms;
or, alkyl is selected from Alkyl having 1 to 15 carbon atoms, alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms, and one or two CH's in the Alkyl 2 The radicals being independently of one another replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
In some embodiments of the present application, the structural formula of the compound may preferably be at least one of the following structural formulas:
/>
the first compounds mentioned in any of the above examples, as well as the groups, substituents thereof, have asymmetric or chiral centers and can exist as isomers, such as pure enantiomers, diastereomers, E or Z isomers, or as mixtures of a plurality of isomers in any desired ratio, for example as racemates, E/Z isomer mixtures.
Further, the liquid crystal composition of the embodiments of the present application further includes a second compound selected from at least one of compounds represented by formulas ii 1 to ii 9:
/>
wherein R is 3 、R 4 Independently of one another, from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms. Wherein R is 3 、R 4 May be substituted independently of one another by F, cl, br or I.
Further, the liquid crystal composition further includes a third compound selected from at least one of compounds represented by formulas iii 1 to iii 9:
wherein R is 5 And R is 6 Each otherIndependently selected from alkyl groups having 1 to 10 carbon atoms, alkoxy groups having 1 to 10 carbon atoms, alkenyl groups having 2 to 10 carbon atoms, alkenyloxy groups having 2 to 10 carbon atoms, alkynyl groups having 2 to 10 carbon atoms, or alkynyloxy groups having 2 to 10 carbon atoms. Wherein R is 5 And R is 6 May be substituted independently of one another by F, cl, br or I.
Further, the liquid crystal composition comprises the following components in weight percent, relative to the total weight of the liquid crystal composition: 1% -35% of the first compound; 1% -75% of said second compound; 1% -50% of said third compound.
The liquid crystal composition can contain other functional materials such as chiral agents, initiators, polymerization inhibitors, organic solvents, other auxiliary agents and the like besides the first compound, the second compound and the third compound when the liquid crystal composition is applied to a display device.
Preferably, the liquid crystal composition of the embodiment of the invention comprises the following components in percentage by weight: 1% -35% of a first compound; 1% -75% of a second compound; 1% -50% of a third compound.
Further, the liquid crystal composition comprises the following components in percentage by weight: 1% -25% of a first compound; 45% -70% of a second compound; 10% -40% of a third compound.
Further, the liquid crystal composition comprises the following components in percentage by weight: 1% -15% of a first compound; 50% -70% of a second compound; 15% -30% of a third compound.
In a specific embodiment, the liquid crystal composition comprises the following components in percentage by weight: 1% to 20% of a first compound of formula IA; 0-10% of a first compound of formula IB; (3) 0-10% of a first compound represented by formula IC; 0-10% of a first compound represented by formula ID; 0-10% of a first compound of formula IE; 0-10% of a first compound of formula IF; 0-10% of a first compound of formula IG; 0-10% of a first compound of formula IH; 0-10% of a first compound of formula II; (10) 45% -70% of a second compound; 10% -40% of a third compound.
Preferably, the liquid crystal composition comprises the following components in percentage by weight: 1% to 15% of a first compound of formula IA; 0-5% of a first compound of formula IB; (3) 0-5% of a first compound represented by formula IC; 0-5% of a first compound represented by formula ID; 0-5% of a first compound of formula IE; 0-5% of a first compound of formula IF; 0-5% of a first compound of formula IG; 0-5% of a first compound of formula IH; 0-5% of a first compound of formula II; (10) 45% -70% of a second compound; 10% -35% of a third compound.
Particularly preferably, the liquid crystal composition comprises the following components in percentage by weight: 3% -13% of a first compound represented by formula IA; 0-5% of a first compound of formula IB; (3) 0-5% of a first compound represented by formula IC; 0-5% of a first compound represented by formula ID; 0-5% of a first compound of formula IE; 0-5% of a first compound of formula IF; 0-5% of a first compound of formula IG; 0-5% of a first compound of formula IH; 0-5% of a first compound of formula II; (10) 45% -70% of a second compound; 15% -30% of a third compound.
The preparation of the liquid crystal composition can be carried out by adopting a thermal dissolution method, and comprises the following steps:
s10, weighing liquid crystal compounds (a first compound, a second compound and a third compound) according to mass percentage, wherein the weighing and adding sequence has no specific requirement, and the liquid crystal compounds can be weighed and mixed at one time according to the sequence from low melting point to high melting point; s20, heating and stirring at 60-100 ℃ to fully dissolve and mix the components; s30, cooling to room temperature, and packaging to obtain a target sample.
The inventors conducted mixed crystal experiments on the liquid crystal compositions thus obtained, and the specific examples are shown in tables 1 to 6 below. According to a detection method conventional in the art, various performance parameters of the liquid crystal composition of the embodiment of the invention are obtained, wherein specific meanings of the performance parameters in the table are as follows: the temperature unit is DEG C; tni represents the clearing point (unit:. Degree. C.) of the liquid crystal composition; Δn represents optical anisotropy at 25 ℃, n e Refractive index being extraordinary ray; γ1 generationTable rotational viscosity at 25 ℃ (unit: mPa.s); delta epsilon represents dielectric anisotropy at 25 ℃, and epsilon is dielectric constant perpendicular to the long axis of liquid crystal molecules; k (K) 11 K is the coefficient of elasticity of the stretch 33 Is the bending modulus of elasticity.
TABLE 1 component partitioning and Performance parameters of the liquid Crystal composition of example 1
TABLE 2 component partitioning and Performance parameters of the liquid Crystal composition of example 2
TABLE 3 component partitioning and Performance parameters of the liquid Crystal composition of example 3
TABLE 4 component partitioning and Performance parameters of the liquid Crystal composition of example 4
TABLE 5 component partitioning and Performance parameters of the liquid Crystal composition of example 5
TABLE 6 component partitioning and Performance parameters of the liquid Crystal composition of example 6
The contrast of the liquid crystal is related to the dielectric anisotropy of the liquid crystal, and when the liquid crystal has dielectric negativity, the contrast can be improved, and the measured data show that the dielectric anisotropy delta epsilon of the liquid crystal composition of the embodiment of the invention is between-4.2 and-3.75, and has higher dielectric negativity, so that the contrast of the liquid crystal composition can be improved.
The response time of the liquid crystal is positively correlated with the rotational viscosity γ1, and is correlated with the dielectric anisotropy Δεand the splay elastic coefficient K 11 Is inversely related; in the liquid crystal composition provided by the embodiment of the invention, the first compound has higher dielectric negativity, so that the dielectric negativity of the liquid crystal can be improved, and the response time can be reduced; the second compound has dielectric neutrality and low viscosity, can reduce the viscosity of liquid crystal and reduce response time; the third compound has dielectric negativity, and delta n, tni and viscosity can be adjusted according to requirements, so that the liquid crystal property is adjusted as a whole. From the above measured data, the liquid crystal composition provided in the examples of the present invention has a rotational viscosity γ1 of 79 to 90mpa·s, has a low rotational viscosity, and can reduce the response time; k (K) 11 13.85-15.7, has higher splay elastic coefficient and can reduce response time; dielectric anisotropy delta epsilon is between-4.2 and-3.75, has higher dielectric negativity, and can reduce response time; the clearing point Tni of the liquid crystal composition is at 80 ℃ or above, has higher clearing point, and can have ideal liquid crystal phase in a wide temperature range.
Based on the above embodiment, as shown in fig. 1, the embodiment of the present invention further provides a display panel 100, which includes an array substrate 10 and a color film substrate 30 disposed opposite to each other, and a liquid crystal layer 20 sandwiched between the array substrate 10 and the color film substrate 30, where the material of the liquid crystal layer 20 includes the liquid crystal composition of the above embodiment. The liquid crystal composition is applied to a display panel, so that the response time of the display panel can be reduced, and the contrast ratio of the display panel can be improved.
The array substrate 10 of the display panel 100 includes a thin film transistor array for driving the liquid crystal layer to emit light. The display panel 100 further includes a backlight module disposed on a side of the array substrate 10 facing away from the liquid crystal layer 20, where the backlight module is configured to provide a backlight source for the liquid crystal layer 20.
The liquid crystal composition can be applied to watches, mobile phones, televisions, computers and other displays, and is applicable to VA, ECB, PALC, FFS or IPS and other types of displays.
In the foregoing embodiments, the descriptions of the embodiments are emphasized, and for parts of one embodiment that are not described in detail, reference may be made to related descriptions of other embodiments.
The above describes in detail a liquid crystal composition and a display panel provided by the embodiments of the present invention, and specific examples are applied herein to illustrate the principles and embodiments of the present invention, and the above description of the embodiments is only for helping to understand the technical solution and core ideas of the present invention; those of ordinary skill in the art will appreciate that: the technical scheme described in the foregoing embodiments can be modified or some technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit of the invention.

Claims (10)

1. A liquid crystal composition comprising a first compound having the formula:
wherein R is 1 、R 2 Independently of one another, selected from H, F, cl, br, I, CN, SCN, NCS, SF 5 An alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkynyl group having 2 to 15 carbon atoms, or R 1 、R 2 R is selected independently of one another from alkyl having 1 to 15 carbon atoms, alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms 1 、R 2 Is H, CN or CF 3 Monosubstituted, or R 1 、R 2 One or more CH(s) 2 The radicals being independently of one another replaced by-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -, -CF=CH-, -CH=CF-, -CF=CF-, -CH=CH-or-C≡C-substitution and making the hetero atoms thereof not directly bonded, or R is 1 、R 2 Independently of each other, by F, cl, br or I;
X 1 、X 2 、X 3 、X 4 independently of one another selected from CH 2 、C=O、CF 2 O or S, or X 1 、X 2 Selected from CH 2 When X is 1 、X 2 Independently of each other, one or both H's are replaced by F, cl, br or I.
2. A liquid crystal composition according to claim 1, wherein R 1 、R 2 Independently of one another, from H or F, and R 1 、R 2 And not H at the same time.
3. The liquid crystal composition according to claim 1, wherein R 1 、R 2 Independently of one another selected from alkyl groups having 1 to 7 carbon atoms, alkenyl groups having 2 to 7 carbon atoms, alkynyl groups having 2 to 7 carbon atoms or CF 3 The method comprises the steps of carrying out a first treatment on the surface of the Or R is 1 、R 2 Independently of one another selected from alkyl having 1 to 7 carbon atoms, alkenyl having 2 to 7 carbon atoms, alkynyl having 2 to 7 carbon atoms, and R 1 、R 2 One or two CH 2 The radicals being replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
4. A liquid crystal composition according to claim 3, wherein R 1 、R 2 Independently of one another selected from alkyl groups having 2 to 7 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkynyl groups having 3 to 6 carbon atoms or CF 3 The method comprises the steps of carrying out a first treatment on the surface of the Or R is 1 、R 2 Independently of one another, from alkyl groups having 2 to 7 carbon atoms, from 3 to 6 carbon atomsAlkenyl of a child, alkynyl having 3-6 carbon atoms, and R 1 、R 2 One or two CH 2 The radicals being replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
5. The liquid crystal composition according to claim 1, wherein the structural formula of the first compound is selected from at least one of structural formulas shown in formulas IA to II:
wherein Alkyl is selected from Alkyl having 1-15 carbon atoms, alkenyl having 2-15 carbon atoms or alkynyl having 2-15 carbon atoms;
or, alkyl is selected from Alkyl having 1 to 15 carbon atoms, alkenyl having 2 to 15 carbon atoms or alkynyl having 2 to 15 carbon atoms, and one or two CH's in the Alkyl 2 The radicals being independently of one another replaced by-O-, -CO-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 O、-OCH 2 -substitution and non-direct bonding of the heteroatoms therein.
6. The liquid crystal composition according to claim 1, wherein the structural formula of the first compound is selected from at least one of the following structural formulas:
7. the liquid crystal composition according to claim 1, further comprising a second compound selected from at least one of compounds represented by formulas ii 1 to ii 9:
wherein R is 3 、R 4 Independently of one another, from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms; or, R 3 、R 4 Independently of one another selected from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms, and R 3 And R is 4 Independently of each other, is substituted by F, cl, br or I.
8. The liquid crystal composition according to claim 7, further comprising a third compound selected from at least one of compounds represented by formulas iii 1 to iii 9:
wherein R is 5 And R is 6 Independently of one another, from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms; or, R 5 And R is 6 Independently of one another selected from alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms, alkenyl having 2 to 10 carbon atoms, alkenyloxy having 2 to 10 carbon atoms, alkynyl having 2 to 10 carbon atoms or alkynyloxy having 2 to 10 carbon atoms, and R 5 And R is 6 Independently of each other, is substituted by F, cl, br or I.
9. The liquid crystal composition of claim 8, wherein the liquid crystal composition comprises, relative to the total weight of the liquid crystal composition:
1% -35% by mass of the first compound;
1% -75% by mass of the second compound; and
and the mass fraction of the third compound is 1-50%.
10. A display panel comprising an array substrate and a color film substrate which are oppositely arranged, and a liquid crystal layer which is arranged between the array substrate and the color film substrate in a sandwiched manner, wherein the material of the liquid crystal layer comprises the liquid crystal composition as claimed in any one of claims 1 to 9.
CN202310145201.XA 2023-01-31 2023-01-31 Liquid crystal composition and display panel Pending CN117511560A (en)

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