CN115261031A - Negative liquid crystal composition and preparation method and application thereof - Google Patents
Negative liquid crystal composition and preparation method and application thereof Download PDFInfo
- Publication number
- CN115261031A CN115261031A CN202211001321.4A CN202211001321A CN115261031A CN 115261031 A CN115261031 A CN 115261031A CN 202211001321 A CN202211001321 A CN 202211001321A CN 115261031 A CN115261031 A CN 115261031A
- Authority
- CN
- China
- Prior art keywords
- general formula
- liquid crystal
- compound shown
- crystal composition
- follows
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 83
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 80
- 238000002360 preparation method Methods 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 118
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 4
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 3
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 claims 1
- 230000004044 response Effects 0.000 abstract description 7
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 description 35
- 238000000034 method Methods 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 4
- 125000005647 linker group Chemical group 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 1
- 206010047571 Visual impairment Diseases 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention provides a negative liquid crystal composition, which comprises a compound shown as a general formula J, and at least one of a compound shown as a general formula K, a compound shown as a general formula B, a compound shown as a general formula C and a compound shown as a general formula E; the invention has the beneficial effects that: the liquid crystal composition has wide liquid crystal phase range, high clearing point Tni, extremely low rotational viscosity gamma 1 and high VHR, can effectively improve the response time of a liquid crystal display and the reliability, and greatly expands the application of a liquid crystal display device.
Description
Technical Field
The invention belongs to the technical field of liquid crystal materials, and particularly relates to a negative liquid crystal composition and a preparation method and application thereof.
Background
Liquid crystal displays are widely used in smart phones, notebook computers, tablet computers, monitors, televisions, public displays, billboards, vehicle displays, industrial displays, and the like. As technical modes of liquid crystal display, TN (twisted nematic) mode, STN (super twisted nematic) mode, GH (guest host) mode, IPS (in-plane switching) mode, FFS (fringe field switching) mode, OCB (optically compensated birefringence) mode, ECB (voltage controlled birefringence) mode, VA (vertical alignment) mode, CSH (color super vertical alignment) mode, FLC (ferroelectric liquid crystal) mode, 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 liquid crystal composition having negative dielectric anisotropy (Δ ∈) (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.
However, the negative liquid crystal materials actually used in displays must have good chemical and photo-thermal stability and good stability to electric fields and electromagnetic radiation, and they should also have low viscosity and produce short response times, low threshold voltages and high contrast in the display panel. Furthermore, they should have a suitable liquid-crystalline nematic phase at the usual operating temperatures, i.e. in the broadest possible range above and below room temperature, and it is generally necessary to mix the liquid-crystalline compounds of the various components in combination, and it is therefore important that the components are readily miscible with one another, i.e. that the individual compounds should have a high solubility in the typical composition. Further, their photoelectric parameter properties such as resistivity, dielectric anisotropy Δ ∈ and optical anisotropy Δ n must satisfy various requirements depending on the type of display mode technology and the field of application.
VA type displays using a negative liquid crystal composition are mainly used for televisions, monitors, and the like because they have better viewing angle dependence. However, there is still a need for improved response times for applications such as television and game monitors, particularly at frame rates (image change frequency/repetition rate) greater than 60 Hz. However, it is necessary not to affect the properties such as low temperature stability and high reliability at the same time.
Disclosure of Invention
The invention aims to provide a negative liquid crystal composition with wide nematic phase temperature range, high voltage holding ratio, good low-temperature stability, low rotational viscosity value and short response time, and a preparation method and application thereof.
In order to achieve the purpose, the invention adopts the following technical scheme:
a negative liquid crystal composition comprises a compound shown as a general formula J and at least one of a compound shown as a general formula K, a compound shown as a general formula B, a compound shown as a general formula C and a compound shown as a general formula E;
the structural formula of the compound shown in the general formula J is as follows:
the structural formula of the compound shown in the general formula K is as follows:
the structural formula of the compound shown in the general formula B is as follows:
the structural formula of the compound shown in the general formula C is as follows:
the structural formula of the compound shown in the general formula E is as follows:
wherein R1 and R2 each independently of the other represent an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, wherein one or non-adjacent 2 or more-CH 2-groups among the alkyl group having 1 to 9 carbon atoms and the alkoxy group having 1 to 8 carbon atoms may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
n1 and n2 each independently of one another represent 0,1 or 2, and n1 and n2 cannot be 0 at the same time;
rings A1 and A2 each represent, independently of one another:
r9 and R10, R5 and R6, R7 and R8 each independently of one another represent an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group; wherein one or non-adjacent 2 or more-CH 2-groups among the alkyl group having 1 to 6 carbon atoms and the alkoxy group having 1 to 5 carbon atoms may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
rings A, B and C each independently of one another represent 1, 4-cyclohexylene or 1, 4-phenylene;
k represents 0,1 or 2;
z1 represents-CH = CH-, -CH2CH2-, -CH2O-, -CF2O-, -OCH2-, or-OCF 2-;
p represents 1, 2 or 3; x represents 0 or 1;
q represents 0,1 or 2;
r11 and R12 each, independently of one another, denote H, F, cl, CH 3 、OCH 3 Or OCH 2 CH 3 。
Preferably, the compounds of formula J have the formula J-1 to J-9:
the structural formula of the compound shown as J-1 is as follows:
the structural formula of the compound shown as J-2 is as follows:
the structural formula of the compound shown as J-3 is as follows:
the structural formula of the compound shown in J-4 is as follows:
the structural formula of the compound shown in J-5 is as follows:
the structural formula of the compound shown as J-6 is as follows:
the structural formula of the compound shown as J-7 is as follows:
the structural formula of the compound shown as J-8 is as follows:
the structural formula of the compound shown as J-9 is as follows:
in the formula, R1 and R2 each independently of one another preferably represent an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, in which one or 2 and more-CH 2-groups which are not adjacent to each other among the alkyl group having 1 to 6 carbon atoms or the alkoxy group having 1 to 5 carbon atoms may be independently substituted by-CH = CH-, -O-, -CO-, -COO-or-OCO-.
In the above negative liquid crystal composition, as a preferred embodiment, the compound represented by the general formula K is selected from one or more of the group consisting of formulae K-1-1 to K-1-16, formulae K-2-1 to K-2-15, formulae K-3-1 to K-3-4, formulae K-4-1 to K-4-15, and formulae K-5-1 to K-5-16:
in the above negative liquid crystal composition, as a preferred embodiment, the compound represented by the general formula B is one or more selected from the group consisting of formulae B-1-1 to B-1-18, formulae B-2-1 to B-2-18, formulae B-3-1 to B-3-18, and formulae B-4-1 to B-4-18:
in the above negative liquid crystal composition, as a preferred embodiment, the compound represented by the general formula C is one or more selected from the group consisting of formulas C-1-1 to C-1-10 and formulas C-2-1 to C-2-10:
in the above negative liquid crystal composition, as a preferred embodiment, the compound represented by the general formula E is a compound represented by the general formulae E-1 to E-6:
the structural formula of the compound shown as E-1 is as follows:
the structural formula of the compound shown as E-2 is as follows:
the structural formula of the compound shown as E-3 is as follows:
the structural formula of the compound shown as E-4 is as follows:
the structural formula of the compound shown as E-5 is as follows:
the structural formula of the compound shown as E-6 is as follows:
the above negative liquid crystal composition, as a preferred embodiment, further comprises a stabilizer, said stabilizer being a compound represented by Y-1 to Y-7;
the compound shown as Y-1 is:
the compound shown as Y-2 is:
the compound shown as Y-3 is:
the compound shown as Y-4 is:
the compound shown as Y-5 is:
the compound shown as Y-6 is:
the compound shown as Y-7 is:
the negative liquid crystal composition comprises 1-80 parts of a compound shown in a general formula J, 0-80 parts of a compound shown in a general formula K, 0-70 parts of a compound shown in a general formula B, 0-60 parts of a compound shown in a general formula C and 0-1 part of a compound shown in a general formula E in parts by weight;
the amounts of the compounds of the general formula K, B, C and E cannot be 0 simultaneously.
As a preferable embodiment, the negative liquid crystal composition comprises the following components, by weight, 5-70 parts of a compound shown in a general formula J, 5-70 parts of a compound shown in a general formula K, 0-50 parts of a compound shown in a general formula B, 0-60 parts of a compound shown in a general formula C and 0.1-0.5 part of a compound shown in a general formula E.
As a preferable embodiment, the negative liquid crystal composition comprises the following components, by weight, 10-70 parts of a compound shown as a general formula J, 10-70 parts of a compound shown as a general formula K, 10-50 parts of a compound shown as a general formula B, 5-60 parts of a compound shown as a general formula C, 0.2-0.4 part of a compound shown as a general formula E and 0.05-0.1 part of a stabilizer.
In a second aspect of the present application, there is provided a method for preparing a negative liquid crystal composition, comprising the steps of: and heating and dissolving the compound with the melting point lower than 90 ℃ in the composition, adding the rest compound, heating, dissolving, mixing and uniformly stirring to obtain the negative liquid crystal composition.
In the above method for preparing a negative liquid crystal composition, as a preferred embodiment, the temperature for dissolving by heating is 90 ℃.
In a third aspect of the present application, there is provided a use of a negative liquid crystal composition in VA mode, PSVA mode, IPS mode, FFS mode displays and liquid crystal electro-optical devices.
The invention has the beneficial effects that: the liquid crystal composition has wide liquid crystal phase range, high clearing point Tni, extremely low rotational viscosity gamma 1 and high VHR, can effectively improve the response time of a liquid crystal display and the reliability, and greatly expands the application of a liquid crystal display device.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the technical solutions of the present invention will be described in detail below. It is to be understood that the described embodiments are merely a few embodiments of the invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the examples given herein without any inventive step, are within the scope of the present invention.
The negative liquid crystal composition comprises a compound shown as a general formula J and at least one of a compound shown as a general formula K, a compound shown as a general formula B, a compound shown as a general formula C and a compound shown as a general formula E;
the structural formula of the compound shown in the general formula J is as follows:
the structural formula of the compound shown in the general formula K is as follows:
the structural formula of the compound shown in the general formula B is as follows:
the structural formula of the compound shown in the general formula C is as follows:
the structural formula of the compound shown in the general formula E is as follows:
wherein R1 and R2 each independently of the other represent an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, wherein one or non-adjacent 2 or more-CH 2-groups among the alkyl group having 1 to 9 carbon atoms and the alkoxy group having 1 to 8 carbon atoms may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
n1 and n2 each independently of one another represent 0,1 or 2, and n1 and n2 cannot be 0 at the same time;
rings A1 and A2 each represent, independently of one another:
r9 and R10, R5 and R6, R7 and R8 each independently of one another represent an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group; wherein-CH of 2 or more which is one or non-adjacent of an alkyl group having 1 to 6 carbon atoms and an alkoxy group having 1 to 5 carbon atoms 2 -may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
rings A, B and C each independently of one another represent 1, 4-cyclohexylene or 1, 4-phenylene;
k represents 0,1 or 2;
z1 represents-CH = CH-, -CH2CH2-, -CH2O-, -CF2O-, -OCH2-, or-OCF 2-;
p represents 1, 2 or 3; x represents 0 or 1;
q represents 0,1 or 2;
r11 and R12 each, independently of one another, represent H, F, cl, CH3, OCH3 or OCH2CH3.
In the compositions of the following examples and comparative examples, "%" represents "% by mass".
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 physical parameter characteristics tested were as follows:
tni: nematic phase-isotropic liquid phase transition temperature (. Degree. C.);
Δ n: refractive index anisotropy at 25 degrees Celsius (. Degree. C.);
Δ ε: dielectric anisotropy at 25 degrees Celsius (C.);
γ 1: rotational viscosity (mPas) at 25 ℃ (. Degree.C.).
Low temperature storage (-30 ℃/10 days): the judgment of "pass" was that no crystal (deposition) was observed when the liquid crystal composition was stored at-30 ℃ and the judgment of "fail" was that crystal (deposition) was observed.
In the examples of the liquid crystal composition, the following abbreviations are used for the descriptions of the compounds.
The ring structures are shown in table 1:
TABLE 1
The linker structure is shown in table 2:
TABLE 2
| Linker structure | For short | Linker structure | For short |
| -C≡C- | T | -CH＝CH- | V |
| -CH2O- | 1O | -CH2CH2- | 2 |
| -CF2O- | Q | -O- | O |
| COO- | E |
The end and tail structures are shown in table 3:
TABLE 3
| Radical (I) | For short | Radical of | For short |
| -OCF3 | OCF3 | -CF3 | CF3 |
| -CN | N | -NCS | NCS |
| CnH2n+1- | n | -F | F |
| -OH | H |
The following compounds are exemplified:
the components used in the following examples of the liquid crystal composition can be synthesized by a known method or commercially available. These synthesis techniques are conventional and the liquid crystal compounds obtained all meet the specifications for electronic chemicals.
Liquid crystal compositions were prepared according to the formulation of each composition as specified in the examples of liquid crystal compositions below. The liquid crystal composition is prepared by mixing according to a specified proportion according to a heating dissolving mixing mode.
Example 1
The negative liquid crystal composition described in example 1 was composed of the following raw materials in mass percent, and the raw material composition is shown in table 4:
TABLE 4
Example 2
The negative liquid crystal composition of example 2 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 5.
TABLE 5
Example 3
The negative liquid crystal composition described in example 3 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 6.
TABLE 6
Example 4
The negative liquid crystal composition described in example 4 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 7.
TABLE 7
Example 5
The negative liquid crystal composition described in example 5 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 8.
TABLE 8
Example 6
The negative liquid crystal composition described in example 6 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 9.
TABLE 9
Example 7
The negative liquid crystal composition described in example 7 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 10.
Watch 10
Example 8
The negative liquid crystal composition described in example 8 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 11.
TABLE 11
Example 9
The negative liquid crystal composition described in example 9 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 12.
TABLE 12
Example 10
The negative liquid crystal composition described in example 10 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 13.
Watch 13
Example 11
The negative liquid crystal composition described in example 11 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 14.
TABLE 14
Example 12
The negative liquid crystal composition described in example 12 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 15.
Watch 15
Example 13
The negative liquid crystal composition described in example 13 was composed of the following raw materials in the following mass percentages, and the raw material compositions are shown in table 16.
TABLE 16
Example 14
The negative liquid crystal composition described in example 14 was composed of the following raw materials in the following mass percentages, and the raw material compositions are shown in table 17.
TABLE 17
Example 15
The negative liquid crystal composition described in example 15 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 18.
Watch 18
Example 16
The negative liquid crystal composition described in example 16 was prepared from the following raw materials in the following mass percentages, and the raw material compositions are shown in table 19.
Watch 19
Example 17
The negative liquid crystal composition of example 17 was prepared from the following raw materials in the following weight percentages, and the raw materials were as shown in table 20.
Watch 20
Comparative example 1
Comparative example 1 the negative liquid crystal composition was composed of the following raw materials in mass percent as shown in table 21:
TABLE 21
The performance evaluation of the negative liquid crystal composition applied to the liquid crystal display.
First, a polyimide inducing vertical alignment was coated on the surface of a substrate including an ITO layer to form an alignment film, and then the alignment film was subjected to a rubbing process, and a liquid crystal device was formed between two ITO substrates at an interval of 3.5 μm thick. The liquid crystal device was vacuum-injected with a negative liquid crystal composition. Then, the response time (test temperature 25 ℃) of the liquid crystal device (V90) was measured using LCT-5016C equipment, and the reliability voltage holding ratio (VHR, 60Hz, 5V) was measured using Toyo corporation 6524 liquid crystal reliability test equipment. The results are shown in Table 22.
TABLE 22
As can be seen from table 22: the response times of examples 1 to 17 of the present application were all faster compared to comparative example 1, because the use of component J in the liquid crystal composition and the rational combination with other components achieved a lower γ 1. In addition, the reliability VHR values of embodiments 1 to 17 become larger, that is, better, and it is possible to reduce or improve the problem that the panel is likely to have a defect such as an afterimage due to the lower reliability VHR.
The above description is only a preferred embodiment of the present application and is not intended to limit the present application, and various modifications and changes may be made to the present application by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present application shall be included in the protection scope of the present application.
Claims (8)
1. A negative liquid crystal composition is characterized by comprising a compound shown as a general formula J and at least one of a compound shown as a general formula K, a compound shown as a general formula B, a compound shown as a general formula C and a compound shown as a general formula E;
the structural formula of the compound shown in the general formula J is as follows:
the structural formula of the compound shown in the general formula K is as follows:
the structural formula of the compound shown in the general formula B is as follows:
the structural formula of the compound shown in the general formula C is as follows:
the structural formula of the compound shown in the general formula E is as follows:
wherein R1 and R2 each independently represent an alkyl group having 1 to 9 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, in which one or 2 or more-CH groups which are not adjacent to each other among the alkyl group having 1 to 9 carbon atoms and the alkoxy group having 1 to 8 carbon atoms 2 -may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
n1 and n2 each independently of one another represent 0,1 or 2, and n1 and n2 cannot be 0 at the same time;
rings A1 and A2 each independently of one another represent:
r9 and R10, R5 and R6, R7 and R8 each independently represent an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group; wherein-CH of 2 or more which is one or non-adjacent of an alkyl group having 1 to 6 carbon atoms and an alkoxy group having 1 to 5 carbon atoms 2 -may be independently substituted with-CH = CH-, -O-, -CO-, -COO-or-OCO-;
rings A, B and C each independently of one another represent 1, 4-cyclohexylene or 1, 4-phenylene;
k represents 0,1 or 2;
z1 represents-CH = CH-, -CH 2 CH 2 -、-CH 2 O-、-CF 2 O-、-OCH 2 -or-OCF 2 -；
p represents 1, 2 or 3; x represents 0 or 1;
q represents 0,1 or 2;
R 11 and R 12 Each independently of the other represents H, F, cl, CH 3 、OCH 3 Or OCH 2 CH 3 。
2. The negative liquid crystal composition according to claim 1, wherein the compound represented by the general formula J is represented by J-1 to J-9:
the compound shown as J-1 is as follows:
the compound shown as J-2 is as follows:
the compound shown as J-3 is as follows:
the compound shown as J-4 is as follows:
the compound shown as J-5 is:
the compound shown as J-6 is as follows:
the compound shown as J-7 is as follows:
the compound shown as J-8 is as follows:
the compound shown as J-9 is as follows:
3. the negative liquid crystal composition according to claim 2, comprising 1 to 80 parts by weight of a compound represented by the general formula J, 0 to 80 parts by weight of a compound represented by the general formula K, 0 to 70 parts by weight of a compound represented by the general formula B, 0 to 60 parts by weight of a compound represented by the general formula C, and 0 to 1 part by weight of a compound represented by the general formula E;
the amounts of the compounds of the formula K, of the compounds of the formula B, of the compounds of the formula C and of the compounds of the formula E cannot be 0 at the same time.
4. The negative liquid crystal composition according to claim 2, comprising 5 to 70 parts by weight of the compound represented by the general formula J, 5 to 70 parts by weight of the compound represented by the general formula K, 0 to 50 parts by weight of the compound represented by the general formula B, 0 to 60 parts by weight of the compound represented by the general formula C, and 0.1 to 0.5 part by weight of the compound represented by the general formula E.
5. The negative liquid crystal composition according to claim 2, comprising 10 to 70 parts by weight of the compound represented by the general formula J, 10 to 70 parts by weight of the compound represented by the general formula K, 10 to 50 parts by weight of the compound represented by the general formula B, 5 to 60 parts by weight of the compound represented by the general formula C, and 0.2 to 0.4 part by weight of the compound represented by the general formula E.
6. A process for preparing a negative liquid crystal composition according to any one of claims 1 to 5, comprising the steps of: and heating and dissolving the compound with the melting point lower than 90 ℃ in the composition, adding the rest compound, heating, dissolving, mixing and uniformly stirring to obtain the negative liquid crystal composition.
7. The method for producing a negative liquid crystal composition according to claim 6, wherein the temperature for dissolving by heating is 90 ℃.
8. Use of the negative liquid crystal composition of any of claims 1 to 5 in VA mode, PSVA mode, IPS mode, FFS mode displays and liquid crystal electro-optical devices.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211001321.4A CN115261031A (en) | 2022-08-19 | 2022-08-19 | Negative liquid crystal composition and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211001321.4A CN115261031A (en) | 2022-08-19 | 2022-08-19 | Negative liquid crystal composition and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115261031A true CN115261031A (en) | 2022-11-01 |
Family
ID=83753063
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211001321.4A Pending CN115261031A (en) | 2022-08-19 | 2022-08-19 | Negative liquid crystal composition and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115261031A (en) |
Citations (7)
| 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 |
| US20190345129A1 (en) * | 2017-08-16 | 2019-11-14 | Shijiazhuang Chengzhi Yonghua Display Material Co., Ltd. | Compound, liquid crystal medium containing the compound and application thereof |
| CN110643372A (en) * | 2018-06-26 | 2020-01-03 | 捷恩智株式会社 | Liquid crystal composition, use thereof, and liquid crystal display element |
| 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 |
| CN113717736A (en) * | 2021-08-10 | 2021-11-30 | 重庆汉朗精工科技有限公司 | Negative liquid crystal composition with quick response and application thereof |
-
2022
- 2022-08-19 CN CN202211001321.4A patent/CN115261031A/en active Pending
Patent Citations (7)
| 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 |
| US20190345129A1 (en) * | 2017-08-16 | 2019-11-14 | Shijiazhuang Chengzhi Yonghua Display Material Co., Ltd. | Compound, liquid crystal medium containing the compound and application thereof |
| CN110643372A (en) * | 2018-06-26 | 2020-01-03 | 捷恩智株式会社 | Liquid crystal composition, use thereof, and liquid crystal display element |
| 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 |
| CN113717736A (en) * | 2021-08-10 | 2021-11-30 | 重庆汉朗精工科技有限公司 | Negative liquid crystal composition with quick response and application thereof |
Non-Patent Citations (1)
| Title |
|---|
| 李瑞军: "含硫液晶显示材料", 化工新型材料, no. 08 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104194801B (en) | Liquid-crystalline medium | |
| TWI535828B (en) | A nematic liquid crystal composition, and a liquid crystal display device using the same | |
| TWI585190B (en) | Nematic liquid crystal composition and liquid crystal display element using the same | |
| TWI632230B (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| WO2016115928A1 (en) | Liquid crystal composition containing 2-methyl-3,4,5-trifluorobenzene liquid crystal compound and application thereof | |
| JP2016135851A (en) | Liquid crystal medium | |
| CN107760318B (en) | Liquid crystal composition and liquid crystal display device | |
| CN104781370B (en) | Liquid crystal media | |
| CN104837957A (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| TW202028430A (en) | Liquid crystal composition, liquid crystal display element and liquid crystal display | |
| CN107267157B (en) | Negative dielectric anisotropy liquid crystal composition and application thereof | |
| KR101982119B1 (en) | Positive dielectric liquid crystal composition | |
| CN113980687B (en) | Negative liquid crystal composition and liquid crystal display | |
| CN103773382B (en) | Liquid-crystalline medium | |
| JP2005281559A (en) | Nematic liquid crystal composition and liquid display element using the same | |
| TWI646174B (en) | Liquid crystal composition and display device | |
| JP2009132793A (en) | Liquid crystal composition, and liquid crystal display using the same | |
| JP4655479B2 (en) | Nematic liquid crystal composition and liquid crystal display device using the same | |
| CN109722256B (en) | Liquid crystal composition and application thereof | |
| CN112300808B (en) | Liquid crystal composition and liquid crystal display element using same | |
| CN107548413B (en) | Liquid-crystalline medium | |
| CN107151557B (en) | Liquid crystal composition containing cyclohexene compound and application | |
| CN115261031A (en) | Negative liquid crystal composition and preparation method and application thereof | |
| JP2013203940A (en) | Liquid crystal composition and liquid crystal element | |
| CN115386385A (en) | Negative liquid crystal composition and preparation method and application 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 | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20221101 |