CN115558504A - Negative dielectric anisotropy liquid crystal composition, application and liquid crystal display - Google Patents

Negative dielectric anisotropy liquid crystal composition, application and liquid crystal display Download PDF

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CN115558504A
CN115558504A CN202211159050.5A CN202211159050A CN115558504A CN 115558504 A CN115558504 A CN 115558504A CN 202211159050 A CN202211159050 A CN 202211159050A CN 115558504 A CN115558504 A CN 115558504A
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liquid crystal
compounds represented
crystal composition
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吴伟
孙刚
吴立东
张雪
李国庆
范程士
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Chongqing Hanlang Precision Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • 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
    • C09K19/42Mixtures 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • 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

Abstract

The disclosure provides a negative dielectric anisotropy liquid crystal composition, application and a liquid crystal display. The liquid crystal composition contains one or more compounds in a compound group shown in a general formula J, which accounts for 5-40% of the total mass of the liquid crystal composition, as a first component; one or more compounds of compounds represented by general formulas Na and Nb accounting for 10-50% of the total mass of the liquid crystal composition are used as a second component; contains one or more compounds in the compound group shown in the general formula K accounting for 10-60% of the total mass of the liquid crystal composition as a third component. The liquid crystal composition has higher nematic phase-isotropic liquid crystal phase transition temperature (Tni), proper refractive index anisotropy (delta n) and dielectric anisotropy, extremely small rotational viscosity (gamma 1), wide liquid crystal phase range and better reliability, can effectively improve response time when being used for a liquid crystal display device, and greatly expands application scenes requiring high performance.

Description

Negative dielectric anisotropy liquid crystal composition, application and liquid crystal display
Technical Field
The disclosure relates to the technical field of liquid crystal compositions, in particular to a negative dielectric anisotropy liquid crystal composition, application and a liquid crystal display.
Background
Liquid crystal displays are widely used in smart phones, notebook computers, tablet computers, monitors, televisions, public displays, billboards, vehicle-mounted displays, industrial displays, and the like. As the type of liquid crystal display technology, TN (twisted nematic) type, STN (super twisted nematic) type, GH (guest host) type, IPS (in-plane switching) type, FFS (fringe field switching) type, OCB (optically compensated birefringence) type, ECB (voltage controlled birefringence) type, VA (vertically aligned) type, CSH (color super vertically aligned) type, FLC (ferroelectric liquid crystal) type, and the like are mainly included. The driving method of the liquid crystal display mainly includes a static driving method, a multiplex driving method, a simple matrix method, and an Active Matrix (AM) method in which driving is performed by using a TFT (thin film transistor), a TFD (thin film diode), or the like.
Among them, IPS type, FFS type, ECB type, VA type, CSH type, and the like exhibit favorable characteristics when a negative dielectric anisotropy liquid crystal composition (negative liquid crystal composition) is used.
Display technologies using a negative liquid crystal composition include a VA type, a PSVA (Polymer Stabilized vertical Alignment) type, a PSA (Polymer Stabilized Alignment) type, and the like in a vertical Alignment system, and an IPS type, an FFS type, and the like in a horizontal Alignment system. In large-scale liquid crystal display devices such as TVs, monitors, etc., people have continuously upgraded and improved properties such as wide viewing angle, high transmittance, high contrast, fast response, high reliability, etc., and accordingly, the properties of the liquid crystal composition are also required to be continuously upgraded and improved. Particularly, the liquid crystal composition needs to have properties such as lower rotational viscosity and suitable birefringence in response to fast response, thereby effectively improving response time.
The information disclosed in this background section of the application is only for enhancement of understanding of the general background of the application and should not be taken as an acknowledgement or any form of suggestion that this information forms the prior art that is already known to a person skilled in the art.
Disclosure of Invention
The application provides a negative dielectric anisotropy liquid crystal composition which has the advantages of high clearing point, extremely low rotational viscosity, proper birefringence, wider nematic phase temperature, better stability and capability of effectively improving the response time of a liquid crystal display.
The application provides a negative dielectric anisotropy liquid crystal composition, which comprises one or more compounds in a compound group shown in a general formula J, accounting for 5-40% of the total mass of the liquid crystal composition, as a first component; one or more compounds of compounds represented by general formulas Na and Nb accounting for 10-50% of the total mass of the liquid crystal composition are used as a second component; one or more compounds in a compound group shown in a general formula K accounting for 10-60% of the total mass of the liquid crystal composition are used as a third component;
Figure BDA0003858650720000021
in the above formula, R 1 、R 2 、R Na1 、R Na2 、R Nb1 、R Nb2 、R K1 And R K2 Each independently of the others, represents C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkenyl; or one or more-CH 2-groups which are not adjacent to each other among C1-C6 alkyl groups or C1-C6 alkoxy groups are independently substituted by-CH = CH-, -O-, -CO-, -COO-or-OCO-; or-CH in C1-C6 alkyl or C1-C6 alkoxy 2 -one or more H atoms on the group are substituted by F;
X 1 、X 2 、X 3 、X 4 and X 5 Each independently of the other H, F, CH 3 、OCH 3
Z Na1 denotes-CH = CH-, -CH 2 CH 2 -、-CH 2 O-、-CF 2 O-、-OCH 2 -or-OCF 2 -;
Rings A, B and C each, independently of one another, represent 1,4-cyclohexylene or 1,4-phenylene, or one or more H on the ring may be substituted by F; x represents 0 or 1; p represents 1 or 2; q represents 0, 1 or 2; k represents 0, 1 or 2.
Further, X in the formula J 1 ,X 2 ,X 5 Preferably represented by H, X 3 And X 4 Preferably denoted F.
Further, preferred are compounds of the group of compounds represented by structural formulae J-1 to J-25:
Figure BDA0003858650720000031
Figure BDA0003858650720000041
further, the compound represented by the general formula Na is preferably a compound in the group of compounds represented by structural formulae Na-1 to Na-5, and the compound represented by Nb is preferably a compound in the group of compounds represented by structural formulae Nb-1 to Nb-3:
Figure BDA0003858650720000042
Figure BDA0003858650720000051
in the formula, R Na1 And R Nb1 Is C1-C5 alkyl, C1-C5R Na2 And R Nb2 Is C1-C5 alkyl,
Alkoxy of C1-C5.
Further, the compound represented by the general formula Na-1 is preferably a compound in the group of compounds represented by the structural formulae Na-1-1 to Na-1-18;
the compounds represented by the general formula Na-2 are preferably compounds from the group of the compounds represented by the structural formulae Na-2-1 to Na-2-18;
the compounds represented by the general formula Na-3 are preferably compounds from the group of the compounds represented by the structural formulae Na-3-1 to Na-3-18;
the compounds represented by the general formula Na-4 are preferably compounds of the group of compounds represented by the structural formulae Na-4-1 to Na-4-18;
the compounds represented by the general formula Na-5 are preferably compounds of the group of compounds represented by the structural formulae Na-5-1 to Na-5-18;
the compound represented by the general formula Nb-1 is preferably a compound in the group of compounds represented by the structural formulae Nb-1-1 to Nb-1-9;
the compound represented by the general formula Nb-2 is preferably a compound in the group of compounds represented by the structural formulae Nb-2-1 to Nb-2-9;
Figure BDA0003858650720000061
Figure BDA0003858650720000071
Figure BDA0003858650720000081
Figure BDA0003858650720000091
Figure BDA0003858650720000101
Figure BDA0003858650720000111
Figure BDA0003858650720000121
Figure BDA0003858650720000131
Figure BDA0003858650720000141
Figure BDA0003858650720000151
further, the compound represented by the general formula K is preferably a compound of the group of compounds represented by the structural formulae K-1 to K-5:
Figure BDA0003858650720000152
in the formula, R K1 And R K2 Preferably a C1-C5 alkyl group, a C1-C5 alkoxy group or a C1-C5 alkenyl group.
Further, the compounds represented by the general formulae K-1, K-2, K-3, K-4 and K-5 are preferably compounds of the group of compounds represented by the structural formulae K-1-1 to K-1-17, the structural formulae K-2-1 to K-2-18, the structural formulae K-3-1 to K-3-10, the structural formulae K-4-1 to K-4-27, and the structural formulae K-5-1 to K-5-24, respectively:
Figure BDA0003858650720000153
Figure BDA0003858650720000161
Figure BDA0003858650720000171
Figure BDA0003858650720000181
Figure BDA0003858650720000191
Figure BDA0003858650720000201
further, the liquid crystal composition also comprises 0.2-0.5% of compounds in the compound groups shown by the general formulas RM-1 and RM-2 based on the total weight of the liquid crystal composition:
Figure BDA0003858650720000202
in the formula, R m31 、R m32 、R m33 、R m34 、R m35 、R m36 、R m37 And R m38 Each independently of the other represents H, F, cl, CH 3 、OCH 3 Or OCH 2 CH 3
Further, the compound represented by the general formula RM-1 is preferably a compound in the group of compounds represented by the structural formulae RM-1-1 to RM-1-27, and the compound represented by the general formula RM-2 is preferably a compound in the group of compounds represented by the structural formulae RM-2-1 to RM-2-27:
Figure BDA0003858650720000211
Figure BDA0003858650720000221
Figure BDA0003858650720000231
Figure BDA0003858650720000241
Figure BDA0003858650720000251
Figure BDA0003858650720000261
in addition, the liquid crystal composition of the present invention may further contain one or more compounds represented by the formulae Y-1 to Y-9 as a stabilizer in an amount of 50ppm to 5000ppm, preferably 100ppm to 3000ppm, and more preferably 200ppm to 2000ppm.
The structures of the compounds represented by the formulas Y-1 to Y-9 are as follows:
Figure BDA0003858650720000271
Figure BDA0003858650720000281
the liquid crystal composition of the present invention has a nematic phase to isotropic phase transition temperature (Tni) of 60 to 120 ℃, preferably 70 to 90 ℃.
The liquid crystal composition of the present invention has a refractive index anisotropy (. DELTA.n) at 25 ℃ of 0.08 to 0.16, preferably 0.09 to 0.12.
The liquid crystal composition of the present invention has a dielectric anisotropy (. DELTA.. Di-elect cons.) of-2.0 to-8.5, preferably-2.0 to-6.5 at 25 ℃.
The liquid crystal composition of the present invention has a rotational viscosity (γ 1) at 25 ℃ of 40 to 200mPa · s, preferably 50 to 180mPa · s, more preferably 60 to 160mPa · s, even more preferably 60 to 130mPa · s, even more preferably 65 to 130mPa · s, and even more preferably 65 to 125mPa · s.
It is obvious to the person skilled in the art that the liquid crystal composition proposed according to the invention may also comprise compounds in which, for example, H, O, F has been replaced by the corresponding isotope.
The negative dielectric anisotropy liquid crystal composition provided by the invention is particularly suitable for liquid crystal display devices for active matrix driving, and can be used for liquid crystal display devices such as VA, PSVA, PSA, SAVA, GHLC, IPS, FFS and the like.
Advantageous effects
The negative liquid crystal composition provided by the invention has higher nematic phase-isotropic liquid crystal phase transition temperature (Tni), proper refractive index anisotropy (delta n) and dielectric anisotropy, extremely small rotational viscosity (gamma 1), wide liquid crystal phase range and better reliability, can effectively improve response time when being used for a liquid crystal display device, and greatly expands application scenes for high performance requirements.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present disclosure more apparent, the technical solutions of the embodiments of the present disclosure will be clearly and completely described below, and it should be apparent that the described embodiments are only a part of the embodiments of the present disclosure, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments disclosed herein without making any creative effort, shall fall within the protection scope of the present disclosure.
The technical solution of the present disclosure is explained in detail below with specific examples. These several specific embodiments may be combined with each other and some details of the same or similar concepts or processes may not be repeated in some embodiments. Unless explicitly stated otherwise, all temperatures indicated in this application, such as the clearing point Tni, are expressed in degrees celsius (° c).
In the examples, the following abbreviations are used for all the descriptions of the compounds:
the ring structures are shown in table 1.
TABLE 1 Ring Structure abbreviation
Figure BDA0003858650720000291
The linker structure is shown in table 2:
TABLE 2 linker Structure abbreviation
Figure BDA0003858650720000301
The end and tail structures are shown in table 3:
TABLE 3 end group and Tail group Structure abbreviation
Figure BDA0003858650720000302
Compounds of the formula:
Figure BDA0003858650720000303
the compound in formula J-7 is abbreviated as 4SWO2; the compound in the formula Na-4-14 is abbreviated as 3CClOWO3.
In the examples, the physical parameter characteristics tested were as follows:
tni: nematic phase-isotropic liquid phase transition temperature (° c); Δ n: refractive index anisotropy at 25 degrees Celsius (C.); Δ ε: dielectric anisotropy at 25 degrees Celsius (C.); γ 1: rotational viscosity (mPas) at 25 ℃ (. Degree.C.).
Low temperature storage (-20 ℃/10 days): when the liquid crystal composition was stored at-20 ℃ and no crystal (deposition) was observed, pass was judged as pass, and when crystal (deposition) was observed, fail was judged as fail.
Low temperature storage (-30 ℃/10 days): when the liquid crystal composition was stored at-30 ℃ and no crystal (deposition) was observed, pass was judged as pass, and when crystal (deposition) was observed, fail was judged as fail.
Low temperature storage (-40 ℃/10 days): when the liquid crystal composition was stored at-40 ℃ and no crystal (deposition) was observed, pass was judged as pass, and when crystal (deposition) was observed, fail was judged as fail.
The manufacturing method and the evaluation method of the liquid crystal display device provided by the invention are as follows:
first, a polyimide inducing vertical or horizontal alignment was coated on the surface of a substrate containing an ITO layer to form an alignment film, and then the alignment film was subjected to rubbing treatment or photo-alignment treatment, and a liquid crystal device was formed between two ITO substrates at an interval of 3.5 μm thick. The liquid crystal composition may be injected into the liquid crystal device by an ODF method or a vacuum-cast method. The liquid crystal device (V90) was then tested for response time using LCT-5016C equipment (test temperature 25 deg.C).
The composition ratio and performance parameter evaluation results of the examples of the present invention and the comparative examples (comparative examples are selected from patent document CN 101128566B) for comparing the effects of the present invention are as follows:
comparative example 1:
table 4 composition ratio (% by mass) and performance parameters of comparative example 1
Figure BDA0003858650720000311
Comparative example 2:
table 5 composition ratio (% by mass) and performance parameters of comparative example 2
Figure BDA0003858650720000312
Example 1:
table 6 composition ratio (% by mass) and performance parameters of example 1
Figure BDA0003858650720000321
Example 2:
table 7 composition ratio (% by mass) and performance parameters of example 2
Figure BDA0003858650720000322
Example 3:
table 8 composition ratio (% by mass) and performance parameters of example 3
Figure BDA0003858650720000323
Example 4:
table 9 composition ratio (% by mass) and performance parameters of example 4
Figure BDA0003858650720000331
Example 5:
TABLE 10 composition ratio (% by mass) and Performance parameters of example 5
Figure BDA0003858650720000332
Example 6:
TABLE 11 composition ratio (% by mass) and Property parameters of example 6
Figure BDA0003858650720000341
Example 7:
table 12 composition ratio (% by mass) and performance parameters of example 7
Figure BDA0003858650720000342
Example 8:
TABLE 13 composition ratio (% by mass) and Performance parameters of example 8
Figure BDA0003858650720000351
Example 9:
TABLE 14 composition ratio (% by mass) and Performance parameters of example 9
Figure BDA0003858650720000352
Example 10:
TABLE 15 compositional proportions (% by mass) and performance parameters of example 10
Figure BDA0003858650720000361
Example 11:
TABLE 16 compositional proportions (% by mass) and performance parameters of example 11
Figure BDA0003858650720000362
Example 12:
TABLE 17 compositional proportions (% by mass) and performance parameters of example 12
Figure BDA0003858650720000363
Example 13:
table 18 composition ratio (% by mass) and performance parameters of example 13
Figure BDA0003858650720000371
Example 14:
TABLE 19 composition ratio (% by mass) and Property parameters of example 14
Figure BDA0003858650720000372
Example 15:
TABLE 20 compositional proportions (% by mass) and Performance parameters for example 15
Figure BDA0003858650720000373
Example 16:
TABLE 21 compositional proportions (% by mass) and performance parameters of example 16
Figure BDA0003858650720000381
Example 17:
TABLE 22 composition ratio (% by mass) and Property parameters of example 17
Figure BDA0003858650720000382
Example 18:
TABLE 23 compositional proportions (% by mass) and performance parameters of example 18
Figure BDA0003858650720000383
Example 19:
TABLE 24 compositional proportions (% by mass) and performance parameters of example 19
Figure BDA0003858650720000391
Example 20:
TABLE 25 composition ratio (% by mass) and Property parameters of example 20
Figure BDA0003858650720000392
Example 21:
TABLE 26 composition ratio (% by mass) and Property parameters of example 21
Figure BDA0003858650720000393
The response times of comparative example 1, examples 1 to 11 were tested using a 3.5 micron VA liquid crystal cell and the evaluation data were as follows:
TABLE 27 statistical tables of response times for comparative example 1 and examples 1 to 11
Figure BDA0003858650720000394
Figure BDA0003858650720000401
As can be seen from Table 27, the values of γ 1/K33 in examples 1 to 11 are all smaller than that in comparative example 1, as the response time becomes faster as the values of γ 1/K33 parameters become smaller, according to the formula of response time t ^ γ 1 × d ^ 2/K33. Meanwhile, the response time of the VA liquid crystal cell test is also smaller than that of comparative example 1 in the response time data of the corresponding examples 1 to 2. Therefore, the negative liquid crystal composition provided by the invention can achieve the beneficial effect of improving the response time of a liquid crystal display.
The response times of comparative example 2, example 12 to example 21 were tested using a 3.5 micron IPS liquid crystal cell and the evaluation data were as follows:
TABLE 28 response times for comparative example 2, examples 12 to 21
γ1/K22※ Response time (V90)
Comparative example 2 3.37 18.2ms
Example 12 3.21 16.8ms
Example 13 2.85 15.3ms
Example 14 3.01 15.2ms
Example 15 2.91 14.6ms
Example 16 3.00 14.5ms
Example 17 3.01 15.3ms
Example 18 2.90 14.4ms
Example 19 2.74 14.1ms
Example 20 3.13 16.2ms
Example 21 2.94 15.7ms
In table 28, color K22= K11/2.
According to the formula of response time t oc gamma 1 x d 2/K22, the smaller the value of the parameter gamma 1/K22, the faster the response time, and from the parameters in Table 28, it can be seen that the values of the parameter gamma 1/K22 in examples 12 to 21 are all smaller than those in comparative example 2. Meanwhile, the response time of the IPS liquid crystal cell test is smaller than that of comparative example 2 in the corresponding examples 12 to 21. Therefore, the negative liquid crystal composition provided by the invention can achieve the beneficial effect of improving the response time of a liquid crystal display.
From the above results, it was confirmed that the negative liquid crystal composition of the present invention has a high Tni of 74 ℃ to 90.7 ℃; suitable refractive index anisotropy (Δ n), Δ n is from 0.0925 to 0.110; suitable dielectric anisotropy, Δ ε is-3.5 to-2.7; the liquid crystal display device has extremely low rotary viscosity (gamma 1), wide liquid crystal phase range, good reliability and extremely low rotary viscosity gamma 1, can effectively improve the response time of the liquid crystal display, and greatly expands the application scene of the liquid crystal display device.
It is noted that, unless expressly stated otherwise, all the features disclosed in this specification (including any accompanying claims and abstract) may be replaced by alternative features serving the same, equivalent or similar purpose. Thus, unless expressly stated otherwise, each feature disclosed is one example only of a generic series of equivalent or similar features. Where used, further, preferably, still further and more preferably is a brief introduction to the description of the other embodiment based on the foregoing embodiment, the combination of the contents of the further, preferably, still further or more preferably back strap with the foregoing embodiment being a complete construction of the other embodiment. Several further, preferred, still further or more preferred arrangements of the back tape of the same embodiment may be combined in any combination to form a further embodiment.
Finally, it should be noted that: the above embodiments are only used for illustrating the technical solutions of the present disclosure, and not for limiting the same; while the present disclosure has been described in detail with reference to the foregoing embodiments, those of ordinary skill in the art will understand that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and such modifications or substitutions do not depart from the spirit and scope of the corresponding technical solutions of the embodiments of the present disclosure.

Claims (15)

1. A negative dielectric anisotropy liquid crystal composition is characterized by comprising one or more compounds in a compound group shown in a general formula J, which accounts for 5-40% of the total mass of the liquid crystal composition, as a first component; one or more compounds of compounds represented by general formulas Na and Nb accounting for 10-50% of the total mass of the liquid crystal composition are used as a second component; one or more compounds in a compound group shown in a general formula K accounting for 10-60% of the total mass of the liquid crystal composition are used as a third component;
Figure FDA0003858650710000011
in the above formula, R 1 、R 2 、R Na1 、R Na2 、R Nb1 、R Nb2 、R K1 And R K2 Each independently of the others, represents C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkenyl; or one or more-CH 2-groups which are not adjacent to each other among C1-C6 alkyl groups or C1-C6 alkoxy groups are independently substituted by-CH = CH-, -O-, -CO-, -COO-or-OCO-; or-CH in C1-C6 alkyl or C1-C6 alkoxy 2 -one or more H atoms on the group are substituted by F;
X 1 、X 2 、X 3 、X 4 and X 5 Each independently of the other H, F, CH 3 、OCH 3
Z Na1 denotes-CH = CH-, -CH 2 CH 2 -、-CH 2 O-、-CF 2 O-、-OCH 2 -or-OCF 2 -;
Rings A, B and C each, independently of one another, represent 1,4-cyclohexylene or 1,4-phenylene, or one or more H on the ring may be substituted by F; x represents 0 or 1; p represents 1 or 2; q represents 0, 1 or 2; k represents 0, 1 or 2.
2. The negative dielectric anisotropic liquid crystal composition of claim 1, wherein: x in the general formula J 1 ,X 2 ,X 5 Is represented by H, X 3 And X 4 Denoted as F.
3. The negative dielectric anisotropic liquid crystal composition of claim 2, wherein: formula J is a compound from the group of compounds represented by structural formulae J-1 to J-25:
Figure FDA0003858650710000012
Figure FDA0003858650710000021
Figure FDA0003858650710000031
4. the negative dielectric anisotropic liquid crystal composition of claims 1 to 3, wherein the compound represented by the general formula Na is a compound selected from the group of compounds represented by the structural formulae Na-1 to Na-5, and the compound represented by Nb is a compound selected from the group of compounds represented by the structural formulae Nb-1 to Nb-3:
Figure FDA0003858650710000032
Figure FDA0003858650710000041
in the formula, R Na1 And R Nb1 Is C1-C5 alkyl, R of C1-C5 Na2 And R Nb2 Is C1-C5 alkyl or C1-C5 alkoxy.
5. The negative dielectric anisotropic liquid crystal composition of claim 4,
the compounds represented by the general formula Na-1 are compounds in the group of compounds represented by the structural formulae Na-1-1 to Na-1-18;
the compounds represented by the general formula Na-2 are compounds in the group of compounds represented by the structural formulae Na-2-1 to Na-2-18;
the compounds represented by the general formula Na-3 are compounds in the group of compounds represented by the structural formulae Na-3-1 to Na-3-18;
the compounds represented by the general formula Na-4 are compounds in the group of compounds represented by the structural formulae Na-4-1 to Na-4-18;
the compounds represented by the general formula Na-5 are compounds in the group of compounds represented by the structural formulae Na-5-1 to Na-5-18;
the compounds represented by the general formula Nb-1 are compounds in the group of compounds represented by the structural formulae Nb-1-1 to Nb-1-9;
the compounds represented by the general formula Nb-2 are compounds in the group of compounds represented by the structural formulae Nb-2-1 to Nb-2-9;
the compounds represented by the general formula Nb-1 are compounds of the group of compounds represented by the structural formulae Nb-3-1 to Nb-3-9:
Figure FDA0003858650710000051
Figure FDA0003858650710000061
Figure FDA0003858650710000071
Figure FDA0003858650710000081
Figure FDA0003858650710000091
Figure FDA0003858650710000101
Figure FDA0003858650710000111
Figure FDA0003858650710000121
Figure FDA0003858650710000131
Figure FDA0003858650710000141
6. the negative dielectric anisotropic liquid crystal composition of claim 5, wherein the compound represented by the general formula K is a compound selected from the group consisting of compounds represented by the structural formulae K-1 to K-5:
Figure FDA0003858650710000142
in the formula, R K1 And R K2 Preferably a C1-C5 alkyl group, a C1-C5 alkoxy group or a C1-C5 alkenyl group.
7. The negative dielectric anisotropic liquid crystal composition of claim 6, wherein the compounds represented by the general formulae K-1, K-2, K-3, K-4 and K-5 are compounds of the group of compounds represented by the structural formulae K-1-1 to K-1-17, the structural formulae K-2-1 to K-2-18, the structural formulae K-3-1 to K-3-10, the structural formulae K-4-1 to K-4-27, and the structural formulae K-5-1 to K-5-24, respectively:
Figure FDA0003858650710000143
Figure FDA0003858650710000151
Figure FDA0003858650710000161
Figure FDA0003858650710000171
Figure FDA0003858650710000181
Figure FDA0003858650710000191
8. the negative dielectric anisotropy liquid crystal composition of claim 7, further comprising 0.2% to 0.5% by weight of a compound selected from the group consisting of compounds represented by general formulae RM-1 and RM-2, based on the total weight of the liquid crystal composition:
Figure FDA0003858650710000192
in the formula, R m31 、R m32 、R m33 、R m34 、R m35 、R m36 、R m37 And R m38 Each independently of the other represents H, F, cl, CH 3 、OCH 3 Or OCH 2 CH 3
9. The negative dielectric anisotropic liquid crystal composition of claim 8, wherein: the compounds represented by the general formula RM-1 are compounds in the group of compounds represented by the structural formulae RM-1-1 to RM-1-27, and the compounds represented by the general formula RM-2 are compounds in the group of compounds represented by the structural formulae RM-2-1 to RM-2-27:
Figure FDA0003858650710000201
Figure FDA0003858650710000211
Figure FDA0003858650710000221
Figure FDA0003858650710000231
Figure FDA0003858650710000241
Figure FDA0003858650710000251
10. the negative dielectric anisotropic liquid crystal composition of claim 9, further comprising one or more compounds represented by formulae Y-1 to Y-9 as a stabilizer, wherein the compounds represented by formulae Y-1 to Y-9 have the structures:
Figure FDA0003858650710000261
11. the negative dielectric anisotropic liquid crystal composition of claim 10, wherein the stabilizer is present in an amount of 50ppm to 5000ppm.
12. The negative dielectric anisotropic liquid crystal composition of claim 10, wherein the stabilizer is present in an amount of 100ppm to 3000ppm.
13. The negative dielectric anisotropic liquid crystal composition of any one of claims 10 to 12, wherein the stabilizer is present in an amount of 200ppm to 2000ppm.
14. The negative dielectric anisotropy liquid crystal composition is applied to liquid crystal display devices for driving VA, PSVA, SAVA, GHLC, IPS and FFS active matrixes.
15. A liquid crystal display which is a VA or PSVA or SAVA or GHLC or IPS or FFS liquid crystal display comprising the negative dielectric anisotropic liquid crystal composition of any of claims 1 to 13.
CN202211159050.5A 2022-09-22 2022-09-22 Negative dielectric anisotropy liquid crystal composition, application and liquid crystal display Pending CN115558504A (en)

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Publication number Priority date Publication date Assignee Title
DE19907063A1 (en) * 1999-02-19 2000-08-24 Clariant Gmbh New fluorinated thiophene derivatives useful as components of liquid crystal mixtures for use in switching and display devices
JP2007084487A (en) * 2005-09-22 2007-04-05 Adeka Corp Thiophene compound, liquid crystal composition comprising the same compound and liquid crystal element
US20100252777A1 (en) * 2009-04-06 2010-10-07 Merck Patent Gesellschaft Mit Beschrankter Haftung Liquid-crystalline medium and liquid-crystal display
CN112334565A (en) * 2018-06-29 2021-02-05 默克专利股份有限公司 Thiophene compound, liquid crystal medium and liquid crystal display comprising same
CN113234453A (en) * 2021-05-27 2021-08-10 苏州汉朗光电有限公司 Liquid crystal composition and liquid crystal display

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19907063A1 (en) * 1999-02-19 2000-08-24 Clariant Gmbh New fluorinated thiophene derivatives useful as components of liquid crystal mixtures for use in switching and display devices
JP2007084487A (en) * 2005-09-22 2007-04-05 Adeka Corp Thiophene compound, liquid crystal composition comprising the same compound and liquid crystal element
US20100252777A1 (en) * 2009-04-06 2010-10-07 Merck Patent Gesellschaft Mit Beschrankter Haftung Liquid-crystalline medium and liquid-crystal display
CN112334565A (en) * 2018-06-29 2021-02-05 默克专利股份有限公司 Thiophene compound, liquid crystal medium and liquid crystal display comprising same
CN113234453A (en) * 2021-05-27 2021-08-10 苏州汉朗光电有限公司 Liquid crystal composition and liquid crystal display

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