CN113667488A - Liquid crystal composition and liquid crystal display device - Google Patents

Liquid crystal composition and liquid crystal display device Download PDF

Info

Publication number
CN113667488A
CN113667488A CN202010412526.6A CN202010412526A CN113667488A CN 113667488 A CN113667488 A CN 113667488A CN 202010412526 A CN202010412526 A CN 202010412526A CN 113667488 A CN113667488 A CN 113667488A
Authority
CN
China
Prior art keywords
liquid crystal
ring
crystal composition
carbon atoms
same
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202010412526.6A
Other languages
Chinese (zh)
Inventor
潘帝可
贺笛
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jiangsu Hecheng Display Technology Co Ltd
Original Assignee
Jiangsu Hecheng Display Technology Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jiangsu Hecheng Display Technology Co Ltd filed Critical Jiangsu Hecheng Display Technology Co Ltd
Priority to CN202010412526.6A priority Critical patent/CN113667488A/en
Priority to TW110116589A priority patent/TWI768879B/en
Publication of CN113667488A publication Critical patent/CN113667488A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • 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

Abstract

The invention provides a liquid crystal composition containing at least one compound shown in a general formula I and at least one compound shown in a general formula II and a liquid crystal display device containing the liquid crystal composition. Compared with the prior art, the liquid crystal composition provided by the invention has larger elastic constant, smaller rotational viscosity, shorter response time and better low-temperature storage stability under the condition of maintaining proper optical anisotropy, proper clearing point and proper absolute value of dielectric anisotropy, so that a liquid crystal display device comprising the liquid crystal composition has higher contrast, faster response speed and wider use temperature range.

Description

Liquid crystal composition and liquid crystal display device
Technical Field
The invention relates to the field of liquid crystal, in particular to a liquid crystal composition and a liquid crystal display device comprising the same.
Background
Liquid crystal display elements are used in various household appliances such as watches and calculators, measuring instruments, automobile panels, word processors, computers, printers, televisions, and the like. Liquid crystal display elements are classified into types of PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), and the like, according to the type of display mode. Liquid crystal display devices can be classified into a PM (passive matrix) type and an AM (active matrix) type according to the driving method of the device. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into a TFT (thin film transistor), an MIM (metal insulator metal), and the like. Types of TFTs include amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter is classified into a high temperature type and a low temperature type according to a manufacturing process. Liquid crystal display elements can be classified into a reflection type using natural light, a transmission type using a backlight, and a semi-transmission type using both light sources of natural light and backlight, depending on the type of light source.
The liquid crystal display element contains a liquid crystal composition having a nematic phase, and the liquid crystal composition has appropriate characteristics. By improving the characteristics of the liquid crystal composition, an AM element having good characteristics can be obtained. The correlation between the characteristics of the liquid crystal composition and the characteristics of the AM element is summarized in table 1 below.
TABLE 1 Properties of liquid Crystal composition and AM element
Numbering Properties of the composition Characteristics of AM element
1 Wide temperature range of nematic phase Wide temperature range
2 Low viscosity Short response time
3 Appropriate optical anisotropy High contrast
4 The absolute value of dielectric anisotropy is large Low threshold voltage, low power consumption, and high contrast
5 Has large specific resistance High voltage holding ratio and high contrast ratio
6 UV and heat stabilization Long service life
7 Large elastic constant High contrast and short response time
Liquid crystal materials need to have a suitably large absolute value of dielectric anisotropy, a suitably high optical anisotropy, and good low-temperature miscibility and thermal stability. In addition, the liquid crystal material should also have a short response time and a high contrast ratio. The following further describes the performance indexes of the composition based on commercially available liquid crystal display elements. The temperature range of the nematic phase is associated with the operating temperature range of the liquid crystal display element. The upper limit temperature of the nematic phase is preferably 70 ℃ or higher, and the lower limit temperature of the nematic phase is preferably about-10 ℃ or lower. The viscosity of the composition is correlated with the response time of the liquid crystal display element, and a shorter response time is preferable for the liquid crystal display element to display a moving image. Therefore, the viscosity of the liquid crystal composition is preferably small, and more preferably, the viscosity of the liquid crystal composition is small at low temperature.
From the preparation angle of the liquid crystal material, various performances of the liquid crystal material are mutually influenced by the influence, and other performances may be changed by the improvement of a certain performance index. Therefore, creative efforts are often required to prepare liquid crystal materials having suitable properties in all aspects.
Disclosure of Invention
The purpose of the invention is as follows: in view of the defects in the prior art, the present invention aims to provide a liquid crystal composition having a large elastic constant, a small rotational viscosity, a short response time and a good low-temperature storage stability while maintaining a suitable large optical anisotropy, a suitable clearing point and a suitable absolute value of dielectric anisotropy, so that a liquid crystal display device comprising the liquid crystal composition has a high contrast ratio, a fast response speed and a wide temperature use range.
It is also an object of the present invention to provide a liquid crystal display device comprising the above liquid crystal composition, which is particularly suitable for use in VA, PSVA, IPS or NFFS display elements.
The technical scheme is as follows: in order to achieve the above object, the present invention provides a liquid crystal composition comprising:
at least one compound of the general formula I
Figure BDA0002493801430000021
And
at least one compound of the formula II
Figure BDA0002493801430000022
Wherein the content of the first and second substances,
R1、R2and R3Each independently represents-H, halogen, straight or branched alkyl having 1 to 12 carbon atoms,
Figure BDA0002493801430000023
Figure BDA0002493801430000024
In which one or more than two non-adjacent-CH groups in the linear or branched alkyl group containing 1-12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively, and one or more-H of the foregoing groups may be independently substituted by-F or-Cl, respectively;
ring (C)
Figure BDA0002493801430000025
Ring (C)
Figure BDA0002493801430000026
Ring (C)
Figure BDA0002493801430000027
Ring (C)
Figure BDA0002493801430000028
And ring
Figure BDA0002493801430000029
Each independently represent
Figure BDA0002493801430000031
Wherein
Figure BDA0002493801430000032
Figure BDA0002493801430000033
One or more-CH of2-may be replaced by-O-and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure BDA0002493801430000034
Can each independently be substituted by-F, -Cl, -CN, -CH3or-OCH3Substituted, and one or more of the rings-CH-may be replaced by-N;
X1represents-O-, -S-, -CO-, -CF2-, -NH-or-NF-;
Y1and Y2Each independently represents-H, halogen, halogenated or non-halogenated alkyl having 1 to 3 carbon atoms, halogenated or non-halogenated alkoxy having 1 to 3 carbon atoms;
Z1、Z2、Z3and Z4Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
n1And n2Each independently represents 0, 1 or 2, wherein when n is1When 2, ring
Figure BDA0002493801430000035
May be the same or different, Z1May be the same or different, when n2When 2, ring
Figure BDA0002493801430000036
May be the same or different, Z2May be the same or different; and is
n3And n4Each independently represents 0, 1 or 2, and 0. ltoreq. n3+n4Is less than or equal to 3, wherein when n is3When 2, ring
Figure BDA0002493801430000037
May be the same or different, Z3May be the same or different, when n4When 2, ring
Figure BDA0002493801430000038
Which may be the same or different from each other,Z4may be the same or different.
In some embodiments of the invention, preferably, Y is1And Y2Each independently represents-H, -F, -Cl, -CH3、-OCH3、-CF3or-OCF3(ii) a Further preferably, Y1And Y2Each independently represents-H, -F or-Cl.
In some embodiments of the invention, preferably, Z is1And Z2Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH2CH2-、-CF2CF2-、-CF2O-or-OCF2-。
In some embodiments of the invention, preferably, the ring
Figure BDA0002493801430000039
And ring
Figure BDA00024938014300000310
Each independently represent
Figure BDA00024938014300000311
Figure BDA0002493801430000041
In some embodiments of the invention, the compound of formula I is selected from the group consisting of:
Figure BDA0002493801430000042
Figure BDA0002493801430000043
and
Figure BDA0002493801430000044
wherein the content of the first and second substances,
ring (C)
Figure BDA0002493801430000045
Having a ring
Figure BDA0002493801430000046
The same definition;
Z1' having and Z1The same definition; and is
X1represents-O-, -S-or-CO-.
In some embodiments of the invention, preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms; even further preferably, R1And R2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.
The lower limit of the weight percentage of the compound of formula I relative to the total weight of the liquid crystal composition of the present invention is 1%, 1.5%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, 16%, 20%, or 25%; the upper limit of the weight percentage of the compound of formula I relative to the total weight of the liquid crystal composition of the present invention is 40%, 35%, 30%, 28%, 25%, 20%, 19%, 18%, 16%, 15%, 14%, 12%, 10%, 8% or 6%.
In some embodiments of the invention, the compound of formula I comprises 1% to 40% by weight of the liquid crystal composition; preferably, the compound of the general formula I accounts for 2-30% of the liquid crystal composition by weight; further preferably, the compound of the general formula I accounts for 2-25% of the liquid crystal composition by weight.
In some embodiments of the present invention, in order to obtain a larger clearing point and a shorter response time, the liquid crystal composition preferably contains at least two compounds of formula II; in order to further obtain a higher contrast, the liquid crystal composition preferably contains at least three compounds selected from the group of compounds of the formula II.
In some embodiments of the invention, the compound of formula II is selected from the group consisting of:
Figure BDA0002493801430000051
Figure BDA0002493801430000052
II-3; and
Figure BDA0002493801430000053
wherein the content of the first and second substances,
R3represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms;
ring (C)
Figure BDA0002493801430000054
Ring (C)
Figure BDA0002493801430000055
And ring
Figure BDA0002493801430000056
Each independently represent
Figure BDA0002493801430000057
Figure BDA0002493801430000058
Ring (C)
Figure BDA0002493801430000059
And ring
Figure BDA00024938014300000510
Each independently represent
Figure BDA00024938014300000511
Figure BDA00024938014300000512
Ring (C)
Figure BDA00024938014300000513
Ring (C)
Figure BDA00024938014300000514
Ring (C)
Figure BDA00024938014300000515
And ring
Figure BDA00024938014300000516
Each independently represent
Figure BDA0002493801430000061
Z31、Z33、Z41、Z43And Z44Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-；
Z32And Z42Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
n31Represents 0, 1 or 2, n41Represents a number of 0 or 1, and,and 0 < n31+n41Is less than or equal to 3, wherein when n is31＝2In the meantime, the ring
Figure BDA0002493801430000062
May be the same or different, Z31May be the same or different;
n32and n42Each independently represents 0, 1 or 2, and 0. ltoreq. n32+n42Is less than or equal to 3, wherein when n is32When 2, ring
Figure BDA0002493801430000063
May be the same or different, Z32May be the same or different, and when n is42When 2, ring
Figure BDA0002493801430000064
May be the same or different, Z42May be the same or different;
n43represents 0, 1 or 2, wherein when n43When 2, ring
Figure BDA0002493801430000065
May be the same or different, Z43May be the same or different;
n44represents 0, 1 or 2, wherein when n44When 2, ring
Figure BDA0002493801430000066
May be the same or different, Z44May be the same or different;
n34represents 1 or 2, wherein when n34When 2, ring
Figure BDA0002493801430000067
May be the same or different;
L11、L12、L21and L22Each independently represents-H, -F, -Cl or-CN;
L32represents-H, -CH3or-OCH3(ii) a And is
X2And X3Each independently represents-F, -Cl, -CF3or-OCF3。
In some embodiments of the invention, the compound of formula II-1 is selected from the group consisting of:
Figure BDA0002493801430000068
Figure BDA0002493801430000071
Figure BDA0002493801430000072
and
Figure BDA0002493801430000073
in some embodiments of the invention, the compound of formula II-2 is selected from the group consisting of:
Figure BDA0002493801430000074
Figure BDA0002493801430000075
and
Figure BDA0002493801430000081
in some embodiments of the invention, the compound of formula II-3 is selected from the group consisting of:
Figure BDA0002493801430000082
Figure BDA0002493801430000083
and
Figure BDA0002493801430000084
wherein the content of the first and second substances,
L11、L21、L31and L41Each independently represents-H or-F.
In some embodiments of the invention, the compound of formula II-4 is selected from the group consisting of:
Figure BDA0002493801430000085
Figure BDA0002493801430000091
Figure BDA0002493801430000092
and
Figure BDA0002493801430000093
wherein the content of the first and second substances,
L12、L22、L42、L52and L62Each independently represents-H or-F.
The lower limit of the weight percentage of the compound of formula II in the liquid crystal composition of the present invention relative to the total weight of the liquid crystal composition of the present invention is 1%, 1.5%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 14%, or 15%; the upper limit of the weight percentage of the compound of formula II with respect to the total weight of the liquid crystal composition of the present invention is 30%, 28%, 26%, 24%, 20%, 18%, 16%, 15%, 14%, 12% or 10%.
In some embodiments of the invention, the compound of formula II comprises 1% to 30% by weight of the liquid crystal composition; preferably, the compound of the general formula II accounts for 13 to 25 percent of the weight of the liquid crystal composition; further preferably, the compound of the general formula II accounts for 13-20% of the liquid crystal composition by weight.
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula M:
Figure BDA0002493801430000094
wherein the content of the first and second substances,
RM1and RM2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002493801430000095
Figure BDA0002493801430000096
A linear or branched alkoxy group having 1 to 11 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
ring (C)
Figure BDA0002493801430000097
Ring (C)
Figure BDA0002493801430000098
And ring
Figure BDA0002493801430000099
Each independently represent
Figure BDA00024938014300000910
Or
Figure BDA00024938014300000911
Wherein
Figure BDA00024938014300000912
One or more-CH of2-may be replaced by-O-and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure BDA00024938014300000913
At most one-H in (a) may be substituted by halogen;
ZM1and ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-; and is
nMRepresents 0, 1 or 2, wherein when nMWhen 2, ring
Figure BDA0002493801430000101
May be the same or different, ZM2May be the same or different.
In some embodiments of the invention, the compound of formula M is selected from the group consisting of:
Figure BDA0002493801430000102
Figure BDA0002493801430000111
Figure BDA0002493801430000112
and
Figure BDA0002493801430000113
in some embodiments of the invention, preferably, RM1And RM2Each independently represents a linear alkyl group having 1 to 10 carbon atoms, a linear alkane having 1 to 9 carbon atomsOxy, linear alkenyl containing 2 to 4 carbon atoms, or linear alkenyloxy containing 2 to 4 carbon atoms; further preferably, RM1And RM2Each independently represents a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 7 carbon atoms, a linear alkenyl group having 2 to 4 carbon atoms, or a linear alkenyloxy group having 2 to 4 carbon atoms; even further preferably, RM1And RM2Each independently represents a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, a linear alkenyl group having 2 to 4 carbon atoms, or a linear alkenyloxy group having 2 to 4 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2Each independently represents a straight-chain alkenyl group having 2 to 4 carbon atoms; further preferably, RM1And RM2Each independently represents an alkenyl group having 2 to 3 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2One of which is a linear alkenyl group having 2 to 4 carbon atoms and the other of which is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2Each independently represents a linear alkyl group having 1 to 8 carbon atoms or a linear alkoxy group having 1 to 7 carbon atoms; further preferably, RM1And RM2Each independently represents a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.
In some embodiments of the invention, preferably, RM1And RM2Either of which is a linear alkyl group having 1 to 5 carbon atoms and the other is a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms; further preferably, RM1And RM2Each independently is a linear alkyl group containing 1 to 5 carbon atoms.
In some embodiments of the present invention, the content of the compound of formula M must be properly adjusted depending on desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drop trace, burn-in, dielectric anisotropy, and the like.
The preferred lower limit of the weight percentage of the compound of formula M with respect to the total weight of the liquid crystal composition of the present invention is 10%, 12%, 14%, 15%, 16%, 17%, 18%, 20%, 25%, 30%, 35%, 40%, 45% or 50%; preferred upper limit values of the weight percentage of the compound of the general formula M relative to the total weight of the liquid crystal composition of the present invention are 70%, 67%, 65%, 60%, 55%, 50%, 45.5%, 45%, 40%, 35%, 30%, 28%, 27%, 26%, 25.5%, 25%, 24%, 23%, 22%, 21% or 20%.
In some embodiments of the invention, the compound of formula M comprises 10% to 70% by weight of the liquid crystal composition; preferably, the compound of the general formula M accounts for 10-50% of the liquid crystal composition by weight; further preferably, the compound of the general formula M accounts for 15-40% of the liquid crystal composition by weight.
The content of the compound of the formula M is preferably higher in the lower limit value and higher in the upper limit value when the viscosity of the liquid crystal composition of the present invention needs to be kept low and the response time is short; further, when it is necessary to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value is high and the upper limit value is high; in order to keep the driving voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable that the lower limit value and the upper limit value are low.
In some embodiments of the invention, R is preferred when reliability is a concernM1And RM2Are all alkyl; in the case where importance is attached to reduction in volatility of the compound, R is preferablyM1And RM2Are both alkoxy groups; when importance is attached to the reduction in viscosity, R is preferably usedM1And RM2At least one of which is alkenyl.
In some embodiments of the invention, the compound of formula M-1 is selected from the group consisting of:
Figure BDA0002493801430000121
Figure BDA0002493801430000131
Figure BDA0002493801430000132
and
Figure BDA0002493801430000133
in some embodiments of the invention, the at least one compound of formula II comprises a compound of formula II-1-1 and/or the at least one compound of formula M comprises a compound of formula M-1-1.
The lower limit of the weight percentage of the compound of formula M-1-1 to the liquid crystal composition of the present invention with respect to the total weight of the liquid crystal composition of the present invention is 10%, 12%, 14%, 15%, 16%, 17%, 18%, 20%, or 25%; the upper limit of the weight percentage of the compound of formula M-1-1 with respect to the total weight of the liquid crystal composition of the present invention is 45%, 40%, 35%, 30%, 28%, 27%, 26%, 25.5%, 25%, 24%, 23%, 22%, 21%, or 20%.
In some embodiments of the invention, the compound of formula M-1-1 comprises 10% to 45% by weight of the liquid crystal composition; preferably, the compound of the general formula M-1-1 accounts for 10 to 30 percent of the weight of the liquid crystal composition; preferably, the compound of the general formula M-1-1 accounts for 20-30% of the liquid crystal composition by weight.
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula N:
Figure BDA0002493801430000134
wherein the content of the first and second substances,
RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002493801430000135
Figure BDA0002493801430000136
A linear or branched alkoxy group having 1 to 11 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
ring (C)
Figure BDA0002493801430000137
And ring
Figure BDA0002493801430000138
Each independently represent
Figure BDA0002493801430000139
Wherein
Figure BDA00024938014300001310
One or more-CH of2-may be replaced by-O-, and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure BDA00024938014300001311
Each of which may be independently substituted by-F, -Cl or-CN, one or more rings of-CH-may be replaced by-N;
ZN1and ZN2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
LN1And LN2Each independently represents-H, an alkyl group containing 1 to 3 carbon atoms or halogen; and is
nN1Represents 0, 1, 2 or 3, nN2Represents 0 or 1, and 0. ltoreq. nN1+nN2Is less than or equal to 3, wherein when n isN1When 2 or 3, ring
Figure BDA0002493801430000141
May be the same or different, ZN1May be the same or different.
In some embodiments of the invention, the ring
Figure BDA0002493801430000142
And ring
Figure BDA0002493801430000143
Each independently represent
Figure BDA0002493801430000144
In some embodiments of the invention, the compound of formula N is selected from the group consisting of:
Figure BDA0002493801430000145
Figure BDA0002493801430000151
Figure BDA0002493801430000152
and
Figure BDA0002493801430000161
the lower limit value of the weight percentage of the compound of formula N with respect to the total weight of the liquid crystal composition of the present invention is 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 26%, 28%, 29%, 30% or 35%; the upper limit of the weight percentage of the compound of formula N with respect to the total weight of the liquid crystal composition of the present invention is 80%, 75%, 70%, 65%, 60%, 58%, 56%, 54%, 52%, 50%, 45%, 40%, 35%, 30%, 29%, 28%, 25%, 24%, 22% or 20%.
In some embodiments of the invention, the compound of formula N comprises 10% to 80% by weight of the liquid crystal composition; preferably, the compound of the general formula N accounts for 30-70% of the liquid crystal composition by weight; further preferably, the compound of the general formula N accounts for 35-65% of the liquid crystal composition by weight.
In some embodiments of the present invention, when it is desired to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value and the upper limit value of the content of the compound of formula N are low; further, when it is necessary to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, the lower limit value and the upper limit value of the content of the compound of the general formula N are preferably low; in addition, when the absolute value of the dielectric anisotropy is increased in order to keep the driving voltage low, it is preferable that the lower limit value and the upper limit value of the content of the compound of the general formula N are increased.
In some embodiments of the invention, preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms; further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms; even further preferably, RN1And RN2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 4 carbon atomsLinear or branched alkenyloxy radicals of atoms.
In some embodiments of the invention, it is still further preferred that RN1Represents a linear or branched alkyl group having 1 to 5 carbon atoms or a linear or branched alkenyl group having 2 to 4 carbon atoms; even further preferably, RN1Represents a linear or branched alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms; even more preferably, RN2Represents a linear or branched alkoxy group having 1 to 5 carbon atoms.
In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound selected from the group consisting of compounds of formula A-1 and formula A-2:
Figure BDA0002493801430000171
wherein the content of the first and second substances,
RA1and RA2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure BDA0002493801430000172
Figure BDA0002493801430000173
A linear or branched alkoxy group having 1 to 11 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
ring (C)
Figure BDA0002493801430000174
Ring (C)
Figure BDA0002493801430000175
Ring (C)
Figure BDA0002493801430000176
And ring
Figure BDA0002493801430000177
Each independently represent
Figure BDA0002493801430000178
Wherein
Figure BDA0002493801430000179
Figure BDA00024938014300001710
One or more-CH of2-may be replaced by-O-and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure BDA00024938014300001711
Can each independently be substituted by-F, -Cl, -CN, -CH3or-OCH3Substituted, and one or more of the rings-CH-may be replaced by-N;
ZA11、ZA21and ZA22Each independently represents a single bond, -CH2CH2-、-CF2CF2-、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH2O-or-OCH2-；
LA11、LA12、LA13、LA21And LA22Each independently represents-H, an alkyl group having 1 to 3 carbon atoms, or a halogen;
XA1and XA2Each independently represents halogen, straight or branched haloalkyl or haloalkoxy having 1 to 5 carbon atoms, or straight or branched haloalkenyl or haloalkenyloxy having 2 to 5 carbon atoms;
nA11represents 0, 1, 2 or 3, wherein when n isA11When 2 or 3, ring
Figure BDA00024938014300001712
May be the same or different, ZA11May be the same or different;
nA12represents 1 or 2, wherein when nA12When 2, ring
Figure BDA00024938014300001713
May be the same or different; and is
nA2Represents 1, 2 or 3, wherein when n isA2When 2 or 3, ring
Figure BDA00024938014300001714
May be the same or different, ZA21May be the same or different.
In some embodiments of the invention, the compound of formula A-1 is selected from the group consisting of:
Figure BDA0002493801430000181
Figure BDA0002493801430000191
Figure BDA0002493801430000192
and
Figure BDA0002493801430000201
wherein the content of the first and second substances,
RA1represents a straight-chain or branched alkyl group having 1 to 8 carbon atoms,
Figure BDA0002493801430000202
A linear or branched alkoxy group having 1 to 7 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
Rvand RwEach independently represents-CH2-or-O-;
LA11、LA12、LA11’、LA12’、LA14、LA15and LA16Each independently represent-H or-F;
LA13and LA13' independently of each other represents-H or-CH3；
XA1represents-F, -CF3or-OCF3(ii) a And is
v and w each independently represent 0 or 1.
The lower limit of the weight percentage of the compound of formula a-1 with respect to the total weight of the liquid crystal composition of the present invention is 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, or 18%; the upper limit value of the weight percentage of the compound of formula a-1 with respect to the total weight of the liquid crystal composition of the present invention is 25%, 24%, 22%, 20%, 18%, 16%, 15%, or 14%.
In some embodiments of the invention, the compound of formula A-1 comprises 0% to 25% by weight of the liquid crystal composition.
With respect to the preferable content of the compound of the general formula A-1, in the case where the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high, it is preferable that the lower limit value and the upper limit value thereof are made slightly low; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable that the lower limit value and the upper limit value are slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to set the lower limit to a slightly higher value and the upper limit to a slightly higher value.
In some embodiments of the invention, the compound of formula a-2 is selected from the group consisting of:
Figure BDA0002493801430000203
Figure BDA0002493801430000211
Figure BDA0002493801430000221
Figure BDA0002493801430000222
and
Figure BDA0002493801430000223
wherein the content of the first and second substances,
RA2represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
LA21、LA22、LA23、LA24and LA25Each independently represents-H or F; and is
XA2represents-F, -CF3、-OCF3or-CH2CH2CH＝CF2。
The lower limit of the weight percentage of the compound of formula a-2 with respect to the total weight of the liquid crystal composition of the present invention is 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, or 18%; the upper limit value of the weight percentage of the compound of formula a-2 with respect to the total weight of the liquid crystal composition of the present invention is 25%, 24%, 22%, 20%, 18%, 16%, 15%, or 14%.
In some embodiments of the invention, the compound of formula A-2 comprises 0% to 25% by weight of the liquid crystal composition.
The preferable content of the compound of the general formula a-2 is set to a lower limit and a lower upper limit when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable that the lower limit value and the upper limit value are slightly lower; in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, it is preferable to set the lower limit to a slightly higher value and the upper limit to a slightly higher value.
The alkenyloxy group in the present invention is preferably selected from groups represented by any one of formulae (OV1) to (OV9), and particularly preferably formula (OV1), formula (OV2), formula (OV8), or (OV 9). The groups represented by formulae (OV1) to (OV9) are shown below:
Figure BDA0002493801430000231
wherein denotes the carbon atom in the ring structure to which it is bonded.
In addition to the above compounds, the liquid crystal composition of the present invention may contain a conventional nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, antioxidant, ultraviolet absorber, infrared absorber, polymerizable monomer, light stabilizer, and the like.
Possible dopants which are preferably added to the liquid crystal composition according to the invention are shown below.
Figure BDA0002493801430000232
Figure BDA0002493801430000241
Figure BDA0002493801430000242
And
Figure BDA0002493801430000243
in some embodiments of the invention, the dopant comprises 0% to 5% by weight of the liquid crystal composition; preferably, the dopant accounts for 0.01-1% of the liquid crystal composition by weight.
Further, additives such as an antioxidant and a light stabilizer used in the liquid crystal composition of the present invention are preferably as follows:
Figure BDA0002493801430000244
Figure BDA0002493801430000251
Figure BDA0002493801430000261
wherein n represents a positive integer of 1 to 12.
Preferably, the light stabilizer is selected from the group consisting of the light stabilizers shown below:
Figure BDA0002493801430000262
in some embodiments of the invention, the light stabilizer comprises from 0% to 5% by weight of the total liquid crystal composition; preferably, the light stabilizer accounts for 0.01 to 1 percent of the total weight of the liquid crystal composition; more preferably, the light stabilizer is 0.01 to 0.1 percent of the total weight of the liquid crystal composition.
Another aspect of the present invention provides a liquid crystal display device comprising the above liquid crystal composition.
In some embodiments of the present invention, the liquid crystal display device is particularly suitable for use in VA, PSVA, IPS or NFFS display elements.
Advantageous effects
Compared with the prior art, the liquid crystal composition has larger elastic constant, smaller rotational viscosity, shorter response time and better low-temperature storage stability under the condition of maintaining proper optical anisotropy, proper clearing point and proper absolute value of dielectric anisotropy, so that a liquid crystal display device containing the liquid crystal composition has higher contrast, faster response speed and wider use temperature range.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structures of the liquid crystal compounds are represented by the codes listed in Table 2:
TABLE 2 radical structural code of liquid crystal compounds
Figure BDA0002493801430000271
Figure BDA0002493801430000281
Compounds of the following formula are exemplified:
Figure BDA0002493801430000282
the structural formula is represented by the code listed in Table 2, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is 3, namely, the alkyl group is-C3H7(ii) a C in the code represents 1, 4-cyclohexylene, G represents 2-fluoro-1, 4-phenylene and F represents a fluoro substituent.
The abbreviated codes of the test items in the following examples are as follows:
cp clearing Point (nematic phase-transition temperature of isotropic phase,. degree.C.)
Δ n optical anisotropy (589nm, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
K11Elasticity constant of splay
K22Torsional elastic constant
K33Flexural elastic constant
KaveAverage elastic constant
γ1Rotational viscosity (mPa. s, 25 ℃ C.)
t-40℃Low temperature storage time (h, -40 ℃ C.)
Tau response time (ms)
Wherein the content of the first and second substances,
cp: obtained by testing a melting point instrument;
Δ n: testing with Abbe refractometer under sodium lamp (589nm) at 25 deg.C;
Δε：Δε＝ε∥-ε⊥wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥For the dielectric constant perpendicular to the molecular axis, test conditions: a VA type test box with the temperature of 25 ℃, the frequency of 1KHz and the box thickness of 6 mu m;
K11、K22and K33: the C-V curve of the liquid crystal is obtained by calculation through an LCR instrument and a VA type test box, and the test conditions are as follows: a VA type test cell having a cell thickness of 6 μm, V ═ 0.1 to 20V; kave＝(K11+K22+K33)/3；
γ1: testing by using an LCM-2 type liquid crystal physical property evaluation system; and (3) testing conditions are as follows: 25 ℃, 160V-260V and the thickness of the test box is 20 mu m;
t-40℃: placing nematic liquid crystal medium in a glass bottle, storing at-40 deg.C, and recording time when crystal precipitation is observed;
τ: the test result is obtained by using a DMS505 tester at 25 ℃, and the test conditions are as follows: a VA-type test cell having a cell thickness of 6 μm and a V90 drive at 25 ℃.
Liquid crystal compositions were prepared according to the respective liquid crystal composition ratios specified in the following comparative examples and examples. The liquid crystal composition is prepared by a conventional method in the art, such as mixing in a prescribed ratio by heating, ultrasonic wave, suspension, etc.
Comparative example 1
The liquid crystal composition of comparative example 1 was prepared with the compounds and their weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 3 liquid crystal composition formulation and Performance parameter test results
Figure BDA0002493801430000291
Comparative example 2
The liquid crystal composition of comparative example 2 was prepared with the compounds and their weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 4 liquid crystal composition formulation and Performance parameter test results
Figure BDA0002493801430000292
Figure BDA0002493801430000301
Example 1
The liquid crystal composition of example 1 was prepared with the compounds and their weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 5 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000302
Figure BDA0002493801430000311
Example 2
The liquid crystal composition of example 2 was prepared with the compounds and their weight percentages listed in table 6, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 6 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000312
Example 3
The liquid crystal composition of example 3 was prepared with the compounds and their weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 7 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000313
Figure BDA0002493801430000321
Example 4
The liquid crystal composition of example 4 was prepared with the compounds and their weight percentages listed in table 8, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 8 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000322
Figure BDA0002493801430000331
Example 5
The liquid crystal composition of example 5 was prepared with the compounds and their weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 9 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000332
Example 6
The liquid crystal composition of example 6 was prepared with the compounds and their weight percentages listed in table 10, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 10 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000333
Figure BDA0002493801430000341
Example 7
The liquid crystal composition of example 7 was prepared with the compounds and their weight percentages listed in table 11, and filled between two substrates of a liquid crystal display for performance testing.
TABLE 11 liquid crystal composition formulations and performance parameter test results
Figure BDA0002493801430000342
As can be seen from comparison of comparative example 1 and example 1, the liquid crystal composition of the present invention has a smaller rotational viscosity, a shorter response time, and a better low-temperature storage stability while maintaining a suitable optical anisotropy, a suitable clearing point, a suitable absolute value of dielectric anisotropy, and a suitable elastic constant.
As can be seen from comparison of comparative example 2 and example 1, the liquid crystal composition of the present invention has a higher elastic constant, a smaller rotational viscosity, and a shorter response time while maintaining a suitable optical anisotropy, a suitable clearing point, a suitable absolute value of dielectric anisotropy, and a suitable low-temperature storage stability.
In summary, the liquid crystal composition of the present invention has a larger elastic constant, a smaller rotational viscosity, a shorter response time and a better low-temperature storage stability while maintaining a suitable optical anisotropy, a suitable clearing point and a suitable absolute value of dielectric anisotropy, such that a liquid crystal display device comprising the liquid crystal composition has a higher contrast ratio, a faster response speed and a wider application temperature range.
The above embodiments are merely illustrative of the technical concept and features of the present invention, and the present invention is not limited thereto, and equivalent changes and modifications made according to the spirit of the present invention should be covered thereby.

Claims (10)

1. A liquid crystal composition, comprising:
at least one compound of the general formula I
Figure FDA0002493801420000011
And
at least one compound of the formula II
Figure FDA0002493801420000012
Wherein the content of the first and second substances,
R1、R2and R3Each independently represents-H, halogen, straight or branched alkyl having 1 to 12 carbon atoms,
Figure FDA0002493801420000013
Figure FDA0002493801420000014
Wherein one or two or more non-adjacent-CH groups in the linear or branched alkyl group having 1 to 12 carbon atoms2-may be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-O-, or-O-CO-, respectively, and one or more-H of the foregoing groups may be independently substituted by-F or-Cl, respectively;
ring (C)
Figure FDA0002493801420000015
Ring (C)
Figure FDA0002493801420000016
Ring (C)
Figure FDA0002493801420000017
Ring (C)
Figure FDA0002493801420000018
And ring
Figure FDA0002493801420000019
Each independently represent
Figure FDA00024938014200000110
Wherein
Figure FDA00024938014200000111
Figure FDA00024938014200000112
One or more-CH of2-may be replaced by-O-and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure FDA00024938014200000113
Can each independently be substituted by-F, -Cl, -CN, -CH3or-OCH3Substituted, and one or more of the rings-CH-may be replaced by-N;
X1represents-O-, -S-, -CO-, -CF2-, -NH-or-NF-;
Y1and Y2Each independently represents-H, halogen, halogenated or non-halogenated alkyl having 1 to 3 carbon atoms, halogenated or non-halogenated alkoxy having 1 to 3 carbon atoms;
Z1、Z2、Z3and Z4Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
n1And n2Each independently represents 0, 1 or 2, wherein when n is1When 2, ring
Figure FDA00024938014200000114
May be the same or different, Z1May be the same or different, when n2When 2, ring
Figure FDA00024938014200000115
May be the same or different, Z2May be the same or different; and is
n3And n4Each independently represents 0, 1 or 2, and 0. ltoreq. n3+n4Is less than or equal to 3, wherein when n is3When 2, ring
Figure FDA00024938014200000116
May be the same or different, Z3May be the same or different, when n4When 2, ring
Figure FDA00024938014200000117
May be the same or different, Z4May be the same or different.
2. The liquid crystal composition of claim 1, wherein the compound of formula I is selected from the group consisting of:
Figure FDA0002493801420000021
Figure FDA0002493801420000022
and
Figure FDA0002493801420000023
wherein the content of the first and second substances,
ring (C)
Figure FDA0002493801420000024
Having a ring
Figure FDA0002493801420000025
The same definition;
Z1' having and Z1The same definition; and is
X1represents-O-, -S-or-CO-.
3. The liquid crystal composition of claim 1, wherein the compound of formula II is selected from the group consisting of:
Figure FDA0002493801420000026
Figure FDA0002493801420000027
and
Figure FDA0002493801420000028
wherein the content of the first and second substances,
R3represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms;
ring (C)
Figure FDA0002493801420000031
Ring (C)
Figure FDA0002493801420000039
And ring
Figure FDA00024938014200000310
Each independently represent
Figure FDA0002493801420000032
Figure FDA0002493801420000033
Ring (C)
Figure FDA00024938014200000311
And ring
Figure FDA00024938014200000312
Each independently represent
Figure FDA0002493801420000034
Figure FDA0002493801420000035
Ring (C)
Figure FDA0002493801420000036
Ring (C)
Figure FDA0002493801420000037
Ring (C)
Figure FDA00024938014200000313
And ring
Figure FDA00024938014200000314
Each independently represent
Figure FDA0002493801420000038
Z31、Z33、Z41、Z43And Z44Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-；
Z32And Z42Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
n31Represents 0, 1 or 2, n41Represents 0 or 1, and 0 < n31+n41Is less than or equal to 3, wherein when n is31When 2, ring
Figure FDA00024938014200000315
May be the same or different, Z31May be the same or different;
n32and n42Each independently represents 0, 1 or 2, and 0. ltoreq. n32+n42Is less than or equal to 3, wherein when n is32When 2, ring
Figure FDA00024938014200000316
May be the same or different, Z32May be the same or different, and when n is42When 2 is trueRing (C)
Figure FDA00024938014200000317
May be the same or different, Z42May be the same or different;
n43represents 0, 1 or 2, wherein when n43When 2, ring
Figure FDA00024938014200000318
May be the same or different, Z43May be the same or different;
n44represents 0, 1 or 2, wherein when n44When 2, ring
Figure FDA00024938014200000319
May be the same or different, Z44May be the same or different;
n34represents 1 or 2, wherein when n34When 2, ring
Figure FDA0002493801420000041
May be the same or different;
L11、L12、L21and L22Each independently represents-H, -F, -Cl or-CN;
L32represents-H, -CH3or-OCH3(ii) a And is
X2And X3Each independently represents-F, -Cl, -CF3or-OCF3。
4. Liquid crystal composition according to any of claims 1 or 3, characterized in that the liquid crystal composition comprises at least two compounds selected from the group consisting of compounds of general formula II.
5. The liquid crystal composition of claim 1, wherein the compound of formula I is present in an amount of 1-40% by weight of the liquid crystal composition; and the compound of the general formula II accounts for 1 to 30 weight percent of the liquid crystal composition.
6. The liquid crystal composition of claim 1, further comprising at least one compound of formula M:
Figure FDA0002493801420000042
wherein the content of the first and second substances,
RM1and RM2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0002493801420000043
Figure FDA0002493801420000044
A linear or branched alkoxy group having 1 to 11 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
ring (C)
Figure FDA0002493801420000045
Ring (C)
Figure FDA0002493801420000048
And ring
Figure FDA0002493801420000049
Each independently represent
Figure FDA0002493801420000046
Figure FDA0002493801420000047
Wherein
Figure FDA00024938014200000410
One or more of-CH2-may be replaced by-O-and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure FDA00024938014200000411
At most one-H in (a) may be substituted by halogen;
ZM1and ZM2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-C≡C-、-CH＝CH-、-CH2CH2-or- (CH)2)4-; and is
nMRepresents 0, 1 or 2, wherein when nMWhen 2, ring
Figure FDA00024938014200000412
May be the same or different, ZM2May be the same or different.
7. Liquid crystal composition according to claim 6, characterized in that the at least one compound of formula II comprises a compound of formula II-1-1 and/or the at least one compound of formula M comprises a compound of formula M-1-1:
Figure FDA0002493801420000051
and
Figure FDA0002493801420000052
8. the liquid crystal composition according to claim 7, wherein the at least one compound of formula M-1-1 is present in an amount of 10% to 45% by weight of the liquid crystal composition.
9. The liquid crystal composition of claim 1, further comprising at least one compound of formula N:
Figure FDA0002493801420000053
wherein the content of the first and second substances,
RN1and RN2Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0002493801420000054
Figure FDA0002493801420000055
A linear or branched alkoxy group having 1 to 11 carbon atoms, a linear or branched alkenyl group having 2 to 4 carbon atoms, or a linear or branched alkenyloxy group having 2 to 4 carbon atoms;
ring (C)
Figure FDA0002493801420000057
And ring
Figure FDA0002493801420000058
Each independently represent
Figure FDA0002493801420000056
Wherein
Figure FDA0002493801420000059
One or more-CH of2-may be replaced by-O-, and one or more single bonds in the ring may be replaced by a double bond, wherein
Figure FDA00024938014200000510
Each of which may be independently substituted by-F, -Cl or-CN, one or more rings of-CH-may be replaced by-N;
ZN1and ZN2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-、-OCH2-、-CH＝CH-、-C≡C-、-CH2CH2-、-CF2CF2-、-(CH2)4-、-CF2O-or-OCF2-；
LN1And LN2Each independently represents-H, an alkyl group containing 1 to 3 carbon atoms or halogen; and is
nN1Represents 0, 1, 2 or 3, nN2Represents 0 or 1, and 0. ltoreq. nN1+nN2Is less than or equal to 3, wherein when n isN1When 2 or 3, ring
Figure FDA00024938014200000511
May be the same or different, ZN1May be the same or different.
10. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 9.
CN202010412526.6A 2020-05-15 2020-05-15 Liquid crystal composition and liquid crystal display device Pending CN113667488A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202010412526.6A CN113667488A (en) 2020-05-15 2020-05-15 Liquid crystal composition and liquid crystal display device
TW110116589A TWI768879B (en) 2020-05-15 2021-05-07 Liquid crystal composition and liquid crystal display device

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010412526.6A CN113667488A (en) 2020-05-15 2020-05-15 Liquid crystal composition and liquid crystal display device

Publications (1)

Publication Number Publication Date
CN113667488A true CN113667488A (en) 2021-11-19

Family

ID=78537610

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010412526.6A Pending CN113667488A (en) 2020-05-15 2020-05-15 Liquid crystal composition and liquid crystal display device

Country Status (2)

Country Link
CN (1) CN113667488A (en)
TW (1) TWI768879B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114032107A (en) * 2021-12-27 2022-02-11 苏州汉朗光电有限公司 Negative liquid crystal composition containing dibenzofuran compound and application thereof
CN114181714A (en) * 2021-12-27 2022-03-15 苏州汉朗光电有限公司 Liquid crystal composition containing dibenzofuran structure compound and application thereof
CN114196423A (en) * 2021-12-27 2022-03-18 苏州汉朗光电有限公司 Liquid crystal composition containing positive and negative liquid crystal compounds and application thereof
CN114214075A (en) * 2021-12-27 2022-03-22 苏州汉朗光电有限公司 Polymerizable liquid crystal composition and application thereof

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002055463A1 (en) * 2001-01-11 2002-07-18 Clariant International Ltd. Fluorinated aromatic compounds and the use of the same in liquid crystal mixtures
CN107257839A (en) * 2015-03-13 2017-10-17 默克专利股份有限公司 Liquid crystal media
CN107973766A (en) * 2016-10-21 2018-05-01 石家庄诚志永华显示材料有限公司 The liquid-crystal compounds of dibenzofuran derivative containing cycloalkyl and its application
CN108264498A (en) * 2017-08-16 2018-07-10 石家庄诚志永华显示材料有限公司 Compound, the liquid crystal media comprising the compound and its application
CN108624337A (en) * 2017-03-16 2018-10-09 默克专利股份有限公司 Liquid crystal media
CN109554181A (en) * 2017-09-26 2019-04-02 默克专利股份有限公司 Liquid crystal media and liquid crystal display comprising it
CN110300746A (en) * 2017-02-27 2019-10-01 捷恩智株式会社 Compound, liquid-crystal composition and liquid crystal display element with dibenzofurans ring
CN110951493A (en) * 2018-09-27 2020-04-03 默克专利股份有限公司 Liquid-crystalline medium

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110922986A (en) * 2018-09-20 2020-03-27 北京八亿时空液晶科技股份有限公司 Liquid crystal composition containing dibenzofuran polymerizable compound and application thereof

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002055463A1 (en) * 2001-01-11 2002-07-18 Clariant International Ltd. Fluorinated aromatic compounds and the use of the same in liquid crystal mixtures
CN107257839A (en) * 2015-03-13 2017-10-17 默克专利股份有限公司 Liquid crystal media
CN107973766A (en) * 2016-10-21 2018-05-01 石家庄诚志永华显示材料有限公司 The liquid-crystal compounds of dibenzofuran derivative containing cycloalkyl and its application
CN110300746A (en) * 2017-02-27 2019-10-01 捷恩智株式会社 Compound, liquid-crystal composition and liquid crystal display element with dibenzofurans ring
CN108624337A (en) * 2017-03-16 2018-10-09 默克专利股份有限公司 Liquid crystal media
CN108264498A (en) * 2017-08-16 2018-07-10 石家庄诚志永华显示材料有限公司 Compound, the liquid crystal media comprising the compound and its application
CN109554181A (en) * 2017-09-26 2019-04-02 默克专利股份有限公司 Liquid crystal media and liquid crystal display comprising it
CN110951493A (en) * 2018-09-27 2020-04-03 默克专利股份有限公司 Liquid-crystalline medium

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114032107A (en) * 2021-12-27 2022-02-11 苏州汉朗光电有限公司 Negative liquid crystal composition containing dibenzofuran compound and application thereof
CN114181714A (en) * 2021-12-27 2022-03-15 苏州汉朗光电有限公司 Liquid crystal composition containing dibenzofuran structure compound and application thereof
CN114196423A (en) * 2021-12-27 2022-03-18 苏州汉朗光电有限公司 Liquid crystal composition containing positive and negative liquid crystal compounds and application thereof
CN114214075A (en) * 2021-12-27 2022-03-22 苏州汉朗光电有限公司 Polymerizable liquid crystal composition and application thereof
CN114181714B (en) * 2021-12-27 2023-11-10 重庆汉朗精工科技有限公司 Liquid crystal composition containing dibenzofuran structural compound and application thereof

Also Published As

Publication number Publication date
TWI768879B (en) 2022-06-21
TW202144549A (en) 2021-12-01

Similar Documents

Publication Publication Date Title
CN113667488A (en) Liquid crystal composition and liquid crystal display device
WO2018192474A1 (en) Liquid crystal composition and display device thereof
CN111826170A (en) PSA type liquid crystal composition and display device thereof
CN113667490A (en) Liquid crystal composition and liquid crystal display device
CN109207164B (en) Liquid crystal composition and application thereof
CN109207167B (en) Liquid crystal composition and application thereof
CN111117659A (en) Liquid crystal composition and display device thereof
CN113667493A (en) Liquid crystal composition and liquid crystal display device
CN109575944B (en) Liquid crystal composition and liquid crystal display device thereof
CN109135764B (en) Liquid crystal composition with negative dielectric anisotropy and liquid crystal display device
CN111117658A (en) Liquid crystal composition and display device thereof
CN112538357B (en) Liquid crystal composition and liquid crystal display device thereof
CN111117655B (en) Liquid crystal composition and display device thereof
CN111117654B (en) Liquid crystal composition and display device thereof
CN109575941B (en) Liquid crystal composition and liquid crystal display device thereof
CN114196420A (en) Liquid crystal composition and liquid crystal display device thereof
CN112724986B (en) Liquid crystal composition having positive dielectric anisotropy and liquid crystal display device thereof
CN112048319B (en) Liquid crystal composition and display device thereof
CN113736478B (en) Liquid crystal composition and liquid crystal display component
CN113736476B (en) Liquid crystal composition and liquid crystal display component
CN115707756B (en) Liquid crystal composition and application thereof
CN111117647B (en) Liquid crystal composition and display device thereof
CN112724987B (en) Liquid crystal composition having positive dielectric anisotropy and liquid crystal display device thereof
CN113667489A (en) Liquid crystal composition and liquid crystal display device
CN111117652B (en) Liquid crystal composition and display device thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
CB02 Change of applicant information
CB02 Change of applicant information

Address after: Building 2, Sino Japan Cooperation Innovation Park, No. 16, Zidan Road, Qinhuai District, Nanjing, Jiangsu Province, 210000

Applicant after: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd.

Address before: 212212 East Side of Yangzhong Yangtze River Bridge, Zhenjiang City, Jiangsu Province

Applicant before: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd.