CN113249129A - Liquid crystal composition and liquid crystal display - Google Patents

Liquid crystal composition and liquid crystal display Download PDF

Info

Publication number
CN113249129A
CN113249129A CN202110586218.XA CN202110586218A CN113249129A CN 113249129 A CN113249129 A CN 113249129A CN 202110586218 A CN202110586218 A CN 202110586218A CN 113249129 A CN113249129 A CN 113249129A
Authority
CN
China
Prior art keywords
liquid crystal
general formula
group
carbon atoms
compounds
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.)
Granted
Application number
CN202110586218.XA
Other languages
Chinese (zh)
Other versions
CN113249129B (en
Inventor
吴伟
陈雷
吴立东
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.)
Chongqing Hanlang Precision Technology Co ltd
Original Assignee
Halation Photonics Corp
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 Halation Photonics Corp filed Critical Halation Photonics Corp
Priority to CN202110586218.XA priority Critical patent/CN113249129B/en
Publication of CN113249129A publication Critical patent/CN113249129A/en
Application granted granted Critical
Publication of CN113249129B publication Critical patent/CN113249129B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C09K19/46Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
    • 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

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 relates to a liquid crystal composition and a liquid crystal display, and belongs to the technical field of liquid crystal display. The liquid crystal composition contains one or more than two compounds shown as general formulas J-1 and J-2, one or more than two compounds shown as general formula Na, one or more than two compounds shown as general formula Nb, one or more than two compounds shown as general formula K and reactive compounds shown as general formula RM. The liquid crystal composition has excellent performance, negative dielectric anisotropy, large refractive index anisotropy, high nematic phase-isotropic liquid phase transition temperature and small rotary viscosity, and the polymerization reaction speed of the reactive monomer is high enough. The liquid crystal display using the liquid crystal composition has small residual amount of the reactive monomer, so that the change of the pretilt angle before and after driving is small, high voltage holding ratio is displayed, poor display such as screen burn is not generated or inhibited, and excellent display quality is displayed.

Description

Liquid crystal composition and liquid crystal display
Technical Field
The invention relates to a liquid crystal composition and a liquid crystal display, and the liquid crystal composition can be applied to a PSVA type or PSA type liquid crystal display device, belonging to the technical field of liquid crystal display.
Background
Liquid crystal displays are widely used in mobile phones, smart phones, notebook computers, tablet computers, televisions, and the like. As the liquid crystal display technology mode, a TN (twisted nematic) mode, an STN (super twisted nematic) mode, a GH (guest host) mode, an IPS (in-plane switching) mode, an FFS (fringe field switching) mode, an OCB (optically compensated birefringence) mode, an ECB (voltage controlled birefringence) mode, a VA (vertical alignment) mode, a CSH (color super vertical alignment) mode, an FLC (ferroelectric liquid crystal) mode, and the like are mainly included. The liquid crystal display driving method 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, the IPS type, FFS type, ECB type, VA type, CSH type, and the like exhibit favorable characteristics when a liquid crystal composition (negative liquid crystal composition) exhibiting a negative dielectric anisotropy (Δ ∈) is used.
In display technologies using a negative liquid crystal composition, there are a vertical Alignment system represented by a VA type, and a PSVA (Polymer Stabilized vertical Alignment) type or a PSA (Polymer Stabilized Alignment) type in which a reactive monomer is further polymerized in a liquid crystal phase to control liquid crystal Alignment, and a horizontal Alignment system represented by an IPS type or an FFS type. The vertical alignment method has features of a wide viewing angle, high transmittance, high contrast, and fast response speed, and is mainly used for large display devices such as TVs, monitors, and the like.
In the liquid crystal display of PSVA type or PSA type, a polymer structure is formed in a cell in order to control the pretilt angle of liquid crystal molecules, and the liquid crystal display has the remarkable characteristics of high-speed response and high contrast in the vertical alignment mode.
The manufacturing process of the liquid crystal display of PSVA type or PSA type is as follows: the liquid crystal composition containing the reactive monomer is injected between the substrates, and ultraviolet irradiation is performed while the liquid crystal molecules are aligned by applying a voltage, thereby polymerizing the reactive monomer and fixing the alignment of the liquid crystal molecules. Therefore, in the step of polymerizing the reactive monomer in the liquid crystal composition, the polymerization reaction rate of the reactive monomer is very important. On the other hand, if the polymerization reaction rate is high, the residual amount of the reactive monomer decreases in a short ultraviolet irradiation time, and thus deterioration of reliability of the liquid crystal composition due to ultraviolet irradiation is less likely to occur. In addition, it has the advantages of low energy consumption and high production efficiency.
On the other hand, when the polymerization reaction rate is low, a long ultraviolet irradiation time is required to reduce the residual amount of the reactive monomer. Therefore, when strong ultraviolet rays are irradiated for a long time in the polymerization step, the production apparatus becomes large, the production efficiency is lowered, and the reliability of the liquid crystal composition is deteriorated due to the ultraviolet rays. However, if the irradiation time of ultraviolet rays is shortened, the amount of the residual reactive monomer increases, and the residual reactive monomer causes a display defect called burn-in.
Therefore, a liquid crystal composition capable of improving the polymerization reaction rate of the reactive monomer is desired. An example of patent document CN 104726107B in the related art proposes a method of improving the polymerization reaction rate of a reactive monomer by extending the absorption wavelength of a liquid crystal material to be used to the longer wavelength side using a terphenyl compound (for example, structural formula R-1), but the variation in the pretilt angle and the reliability represented by the voltage holding ratio are not sufficient.
Figure BDA0003087986440000021
Disclosure of Invention
The purpose of the present invention IS to provide a liquid crystal composition containing a reactive monomer, which has a sufficiently high polymerization rate of the reactive monomer, IS most suitable for a PSA or PSVA liquid crystal display having no or little display defects such as Image Sticking (IS) and MURA due to a change in pretilt angle, and has high VHR and high reliability.
The present inventors have intensively studied in detail and found that the above technical problems can be solved by using a liquid crystal composition containing a compound having a specific chemical structure and a reactive monomer.
In order to achieve the purpose, the invention adopts the following technical scheme:
a liquid crystal composition containing one or more compounds represented by general formulae J-1 and J-2 as a first component, one or more compounds represented by general formula Na as a second component, one or more compounds represented by general formula Nb as a third component, one or more compounds represented by general formula K as a fourth component, and a reactive compound represented by general formula RM (reactive monomer) as a fifth component;
wherein the structures of the compounds shown in the general formulas J-1 and J-2 are as follows:
Figure BDA0003087986440000022
in the formula, RJ1Represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, one or more-CH groups not adjacent to the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-;
the structure of the compound shown as the general formula Na is as follows:
Figure BDA0003087986440000023
in the formula, RNa1And RNa2The meaning of (A) and RJ1Are identical, i.e. RNa1And RNa2Each represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, and one or more-CH groups which are not adjacent to each other in the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; zNa1represents-CH-, -CH ═ CH-2CH2-、-CH2O-、-CF2O-、-OCH2-or-OCF2-; x represents 0, 1, 2 or 3; p represents 1, 2 or 3;
the structure of the compound represented by the general formula Nb is as follows:
Figure BDA0003087986440000024
in the formula, RNb1And RNb2The meaning of (A) and RJ1Are identical, i.e. RNb1And RNb2Each represents an alkyl group having 1 to 12 carbon atoms,Cyclopentyl, cyclobutyl or cyclopropyl, one or more-CH groups not adjacent thereto being one of said alkyl groups2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; q represents 0, 1 or 2;
the structure of the compound shown in the general formula K is as follows:
Figure BDA0003087986440000025
in the formula, RK1And RK2The meaning of (A) and RJ1Are identical, i.e. RK1And RK2Each represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, and one or more-CH groups which are not adjacent to each other in the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; rings A, B and C each, independently of one another, denote 1, 4-cyclohexylene or 1, 4-phenylene, k denotes 0 or 1;
the structure of the reactive compound of formula RM is:
Figure BDA0003087986440000031
in the formula, Rm1And Rm2Each independently of the other being a methacrylate or acrylate group, Sm1And Sm2Each represents an alkyl group having 1 to 6 carbon atoms, one or more-CH groups not adjacent to each other in the alkyl group2-may each independently be substituted by-O-or-S-, y or y' represents 0 or 1; rm31、Rm32、Rm33、Rm34、Rm35、Rm36、Rm37And Rm38Each independently of the other represents H, F, Cl, CH3、OCH3Or OCH2CH3
The structure is shown in general formulas J-1 and J-2, RJ1Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms; preferably 1 to 1 carbon atomAn alkyl group of 6, an alkoxy group of 1 to 6 carbon atoms, an alkenyl group of 2 to 6 carbon atoms, or an alkenyloxy group of 2 to 6 carbon atoms; more preferably an alkyl group having 1 to 5 carbon atoms.
The compounds of formulae J-1 and J-2 are preferably compounds of the group of compounds represented by structural formulae J-1-1 to J-1-11, and structural formulae J-2-1 to J-2-11:
Figure BDA0003087986440000041
the compounds represented by the general formulae J-1 and J-2 may be used singly or in combination of two or more. When two or more compounds represented by the general formulae J-1 and J-2 are used, a combination selected from the group consisting of compounds represented by the structural formulae J-1-1 to J-1-9 and compounds represented by the structural formulae J-2-1 to J-2-9 is preferable.
In the compound with the structure shown as the general formula Na, RNa1And RNa2Each independently represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group having 2 to 6 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms. p represents 1, 2 or 3, preferably 1 or 2. ZNa1represents-CH-, -CH ═ CH-2-CH2-、-CH2O-、-CF2O-、-OCH2-or-OCF2-, preferably-CH-, -CH2-CH2-、-CH2O-or-CF2O-, and x is 0 or 1.
The compounds of the general formula Na are preferably compounds of the group of compounds of the formulae Na-1 to Na-5:
Figure BDA0003087986440000042
Figure BDA0003087986440000051
in the formula, RNa1And RNa2With R in the general formula NaNa1And RNa2The same meaning is indicated, and an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms is preferable.
The compounds of the general formula Na-1 are preferably compounds of the group of the compounds of the formulae Na-1-1 to Na-1-18:
Figure BDA0003087986440000052
Figure BDA0003087986440000061
the compounds of the general formula Na-2 are preferably compounds of the group of compounds of the formulae Na-2-1 to Na-2-18:
Figure BDA0003087986440000071
Figure BDA0003087986440000081
the compounds of the general formula Na-3 are preferably compounds of the group of compounds of the formulae Na-3-1 to Na-3-18:
Figure BDA0003087986440000082
Figure BDA0003087986440000091
Figure BDA0003087986440000101
the compounds of the general formula Na-4 are preferably compounds of the group of compounds of the formulae Na-4-1 to Na-4-18:
Figure BDA0003087986440000102
Figure BDA0003087986440000111
the compounds of the general formula Na-5 are preferably compounds of the group of compounds of the formulae Na-5-1 to Na-5-18:
Figure BDA0003087986440000121
Figure BDA0003087986440000131
Figure BDA0003087986440000141
one compound represented by the general formula Na may be used alone, or two or more compounds may be used in combination.
In the compound represented by the general formula Nb, RNb1Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group having 2 to 6 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms. RNb2Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 2 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms, and is preferably an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group having 2 to 11 carbon atomsAn alkenyloxy group having 2 to 6, and more preferably an alkoxy group having 2 to 5 carbon atoms. q represents 0, 1 or 2, preferably 1 or 2.
The compound represented by the general formula Nb is preferably a compound in the group of compounds represented by the structural formulae Nb-1 to Nb-3:
Figure BDA0003087986440000142
in the formula, RNb1And RNb2The meaning of (A) is as defined for R in the formula NbNb1And RNb2Wherein R isNb1Preferably an alkyl group having 1 to 5 carbon atoms, RNb2An alkoxy group having 2 to 5 carbon atoms is preferable.
The compounds represented by the general formula Nb-1 are preferably compounds from the group of compounds represented by the structural formulae Nb-1-1 to Nb-1-9:
Figure BDA0003087986440000143
Figure BDA0003087986440000151
the compounds represented by the general formula Nb-2 are preferably compounds from the group of compounds represented by the structural formulae Nb-2-1 to Nb-2-9:
Figure BDA0003087986440000152
Figure BDA0003087986440000161
the compounds represented by the general formula Nb-3 are preferably compounds from the group of compounds represented by the structural formulae Nb-3-1 to Nb-3-9:
Figure BDA0003087986440000162
Figure BDA0003087986440000171
one kind of the compound represented by the general formula Nb may be used alone, or two or more kinds may be used in combination.
In the compounds of the formula K, RK1Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group having 2 to 6 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms. Rk2Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 2 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms or an alkenyloxy group having 2 to 6 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 2 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. Rings A and B and C each, independently of one another, denote 1, 4-cyclohexylene or 1, 4-phenylene, and k denotes 0 or 1.
The compounds of the general formula K are preferably compounds of the group of compounds of the formulae K-1 to K-5:
Figure BDA0003087986440000172
in the formula, RK1And RK2In accordance with the meaning indicated in the formula K, wherein RK1Preferably an alkyl group having 1 to 5 carbon atoms, RK2An alkyl group having 1 to 5 carbon atoms, an alkoxy group having 2 to 5 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms is preferable.
The compounds of the general formula K-1 are preferably compounds of the group of compounds of the formulae K-1-1 to K-1-17:
Figure BDA0003087986440000173
Figure BDA0003087986440000181
Figure BDA0003087986440000191
the compounds of the general formula K-2 are preferably compounds of the group of the compounds of the formulae K-2-1 to K-2-18:
Figure BDA0003087986440000192
Figure BDA0003087986440000201
the compounds of the general formula K-3 are preferably compounds of the group of compounds of the formulae K-3-1 to K-3-10:
Figure BDA0003087986440000202
Figure BDA0003087986440000211
the compounds of the general formula K-4 are preferably compounds of the group of compounds of the formulae K-4-1 to K-4-27:
Figure BDA0003087986440000212
Figure BDA0003087986440000221
the compounds of the general formula K-5 are preferably compounds of the group of compounds of the formulae K-5-1 to K-5-24:
Figure BDA0003087986440000231
Figure BDA0003087986440000241
the compound represented by the general formula K may be used alone or in combination of two or more.
In the reactive compounds of the formula RM, Rm1And Rm2Each independently of the other represents a methacrylate group or an acrylate group; sm1And Sm2Each represents an alkyl group having 1 to 6 carbon atoms, one or more-CH groups not adjacent to each other in the alkyl group2-may be independently substituted by-O-, -S-; y or y 'represents 0 or 1, y or y' is preferably 0; rm31、Rm32、Rm33、Rm34、Rm35、Rm36、Rm37And Rm38Each independently of the other represents H, F, Cl, CH3、OCH3Or OCH2CH3Preferably H, F or OCH3
The compounds of the formula RM are preferably compounds of the group of compounds of the formulae RM-1 to RM-2:
Figure BDA0003087986440000242
Figure BDA0003087986440000251
in the formula, Rm31、Rm32、Rm33、Rm34、Rm35、Rm36、Rm37And Rm38Each independently of the other represents H, F, Cl, CH3、OCH3Or OCH2CH3Preferably H, F or OCH3
The compounds of the general formula RM-1 are preferably compounds of the group of compounds of the formulae RM-1-1 to RM-1-27:
Figure BDA0003087986440000252
Figure BDA0003087986440000261
Figure BDA0003087986440000271
Figure BDA0003087986440000281
the compounds of the general formula RM-2 are preferably compounds of the group of compounds of the formulae RM-2-1 to RM-2-27:
Figure BDA0003087986440000282
Figure BDA0003087986440000291
Figure BDA0003087986440000301
Figure BDA0003087986440000311
one compound represented by the general formula RM may be used alone, or two or more compounds may be used in combination.
In the liquid crystal composition of the present invention, the mass of the compounds represented by the general formulae J-1 and J-2 (first component) is 1 to 50%, the mass of the compound represented by the general formula Na (second component) is 1 to 90%, the mass of the compound represented by the general formula Nb (third component) is 1 to 50%, the mass of the compound represented by the general formula K (fourth component) is 0.1 to 80%, and the mass of the reactive monomer represented by the general formula RM (fifth component) is 0.1 to 20%.
The mass ratio of the compounds represented by the general formulae J-1 and J-2 is preferably in the range of 1 to 35%, more preferably 1 to 20%, relative to the total mass of the composition of the present invention. In the present invention,% means mass% unless otherwise specified.
The proportion of the compound represented by the general formula Na is preferably in the range of 5 to 75%, more preferably 10 to 50%, relative to the total amount of the composition of the present invention.
The proportion of the compound represented by the general formula Nb is preferably in the range of 5 to 40%, more preferably 5 to 35%, relative to the total amount of the composition of the present invention.
The proportion of the compound represented by the general formula K is preferably in the range of 0.1 to 50%, more preferably 0.1 to 30%, relative to the total amount of the composition of the present invention.
The proportion of the compound represented by the general formula RM is preferably in the range of 0.1 to 5%, more preferably 0.1 to 0.5%, relative to the total amount of the composition of the present invention.
The total amount of the compounds represented by general formulae J-1 and J-2, general formula Na, general formula Nb and general formula K is preferably 80 to 100% relative to the total amount of the liquid crystal composition of the present invention; further preferably 85 to 100%; further preferably 90 to 100%; further preferably 95 to 100%; further preferably 98-100%; further preferably 99 to 100%; further preferably 99 to 99.9%; further preferably 99 to 99.8%; more preferably 99 to 99.7%.
In the liquid crystal composition proposed by the present invention, a combination of compounds represented by the general formulae J-1 and J-2 is preferable in order to sufficiently accelerate the polymerization reaction of the reactive monomer.
The liquid crystal composition of the present invention has a nematic phase to isotropic phase transition temperature (Tni) of 50 ℃ to 150 ℃, preferably 60 ℃ to 120 ℃, and more preferably 70 ℃ to 90 ℃.
The liquid crystal composition of the present invention has a refractive index anisotropy (Δ n) at 25 ℃ of 0.05 to 0.20, preferably 0.08 to 0.16, and more preferably 0.09 to 0.12.
The liquid crystal composition of the present invention has a dielectric anisotropy (. DELTA.. di-elect cons.) of-2.5 to-8.5, preferably-2.5 to-6.5, and more preferably-3.0 to-5.0 at 25 ℃.
The liquid crystal composition of the present invention has a rotational viscosity (. gamma.1) at 25 ℃ of 50 to 200 mPas, preferably 55 to 180 mPas, more preferably 60 to 160 mPas, even more preferably 60 to 150 mPas, even more preferably 65 to 140 mPas.
In order to solve the technical problem of the present invention, it is necessary to combine the compounds represented by the general formulae J-1 and J-2 as the first component, the compound represented by the general formula Na as the second component, the compound represented by the general formula Nb as the third component, the compound represented by the general formula K as the fourth component, and the reactive monomer compound represented by the general formula RM) as the fifth component.
In the present invention, substantially free means free of substances other than those not contained in the meaning.
It is not necessary for the person skilled in the art to state that the liquid crystal composition according to the invention may also comprise compounds in which, for example, H, N, O, Cl, F have been replaced by the corresponding isotopes.
In the liquid crystal composition of the present invention, the reactive monomer can be polymerized even in the absence of a polymerization initiator, and a suitable and preferred polymerization method is thermal or photopolymerization, preferably photopolymerization, particularly UV photopolymerization, and if necessary, an initiator for promoting the polymerization reaction, such as benzophenones, acetophenones and the like, commercially available Irgacure651, Irgacure184 and the like, may be added. If an initiator is used, the content ratio by weight in the composition is 0.001 to 3%, preferably 0.001 to 2%, and more preferably 0.001 to 1%.
The liquid crystal composition of the present invention may contain one or more compounds represented by the formulae Y-1 to Y-7 as a stabilizer in an amount of 10ppm to 2000ppm, preferably 30ppm to 1000ppm, and more preferably 50ppm to 500 ppm.
Figure BDA0003087986440000331
The liquid crystal composition containing the reactive monomer is polymerized by UV light irradiation, thereby endowing the liquid crystal with alignment capability, and further being used in a liquid crystal display device for regulating and controlling the light transmission amount by using the liquid crystal birefringence of the composition.
The liquid crystal display device manufactured by using the liquid crystal composition has no or few display defects such as Image Sticking (IS), has high Voltage Holding Ratio (VHR) and excellent reliability, and IS particularly suitable for PSVA or PSA mode of TFT liquid crystal display devices.
In addition, in the manufacturing process of the liquid crystal display device based on the ODF method, the optimum amount of liquid crystal to be injected needs to be dropped according to the size of the liquid crystal display device, and the liquid crystal composition proposed by the present invention has little influence of a sudden pressure change and an impact in a dropping device generated when the liquid crystal is dropped, and can stably continue dropping the liquid crystal for a long time, so that the yield of the liquid crystal display device can be kept high. In particular, in a small liquid crystal display device commonly used in a smart phone which is recently popular, it is difficult to control the deviation from the optimum value within a certain range because the optimum liquid crystal injection amount is small, but a stable liquid crystal discharge amount can be realized even in a small liquid crystal display device by using the liquid crystal composition proposed by the present invention.
According to the liquid crystal composition provided by the present invention, the polymerization reaction speed of the reactive monomer IS sufficiently high, and a liquid crystal display element having high VHR and excellent reliability, in which display defects such as IS due to a change in the pretilt angle are not or hardly caused, can be obtained. In conclusion, the liquid crystal composition of the present invention can significantly improve the production efficiency of a PSVA type or PSA type liquid crystal display device, and thus has an extremely high industrial utility value.
The liquid crystal composition provided by the invention is not only suitable for the occasion of producing a liquid crystal display device of a PSVA type or a PSA type, but also suitable for producing a liquid crystal display device of a SAVA (self-aligned vertical alignment) type which does not have an alignment film as a characteristic.
The liquid crystal composition provided by the invention is particularly suitable for liquid crystal display devices for active matrix driving. Can be used for liquid crystal display devices such as PSVA, PSA, PS-IPS, PS-FFS, NPS, SAVA, PSLC, GHLC and the like.
The liquid crystal display device of the present invention preferably has the following features: a first substrate and a second substrate disposed opposite to each other; a common electrode provided on the first substrate or the second substrate; a pixel electrode provided on the first substrate or the second substrate and having a Thin Film Transistor (TFT); and a liquid crystal layer containing a liquid crystal composition and provided between the first substrate and the second substrate. An alignment film for controlling the alignment direction of liquid crystal molecules may be provided on the opposite side of at least one of the first substrate and/or the second substrate so as to be in contact with the liquid crystal layer, as necessary. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected depending on the driving mode of the liquid crystal display device, and a known alignment film such as a rubbing alignment film (for example, polyimide) or a photo alignment film (for example, decomposed polyimide) can be used. Further, a Color Filter (CF) may be provided on the first substrate or the second substrate as appropriate, or a CF may be provided on the pixel electrode or the common electrode.
As the 2 substrates of the liquid crystal cell used in the liquid crystal display device proposed by the present invention, a transparent material having flexibility such as glass or plastic may be used, or one of the substrates may be an opaque material such as silicon. The transparent substrate having a transparent electrode layer can be obtained by, for example, sputtering Indium Tin Oxide (ITO) on a transparent substrate such as a glass plate. The CF can be produced by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. The method of producing CF by the pigment dispersion method is exemplified by applying a curable coloring composition for CF onto the transparent substrate, performing patterning treatment, and then curing the composition by heating or light irradiation. This process is performed for 3 colors of red, green, and blue, respectively, so that a pixel portion for CF can be manufactured. Further, a pixel electrode provided with an active element such as a TFT, a thin film diode, a metal insulator, or a metal resistivity element may be provided on the substrate. Preferably, the first substrate and the second substrate are opposed to each other so that the common electrode and the pixel electrode layer are located inside.
The interval between the first substrate and the second substrate may be adjusted by the spacer. In this case, the thickness of the light control layer is preferably adjusted to 0.5 to 50 μm, more preferably 0.5 to 30 μm, still more preferably 1.0 to 20 μm, yet more preferably 1.0 to 10 μm, and yet more preferably 1.0 to 5 μm. When a polarizing plate is used, the product of the refractive index anisotropy Δ n of the liquid crystal and the cell thickness d is preferably adjusted so as to maximize the transmittance. In the case of two polarizing plates, the polarizing axes of the polarizing plates may be adjusted so that the viewing angle and the contrast are improved. Further, a retardation film for enlarging the viewing angle can be used. Examples of the spacer used include glass particles, plastic particles, alumina particles, and photoresist materials. Then, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrates as necessary in a form provided with a liquid crystal injection port, the substrates are bonded to each other, and the sealant is thermally cured by heating. As a method for sandwiching the liquid crystal composition between 2 substrates, a general vacuum injection method, ODF method, or the like can be used.
As a method for polymerizing the reactive monomer contained in the liquid crystal composition proposed by the present invention, it is desirable to polymerize the reactive monomer at an appropriate polymerization rate in order to obtain good liquid crystal alignment performance, and therefore, a method of polymerizing the reactive monomer by irradiating active energy rays such as ultraviolet rays or electron beams alone or in combination or in sequence is preferable. In the case of using ultraviolet rays, either a polarized light source or an unpolarized light source may be used. In addition, in the case of polymerizing the liquid crystal composition in a state of being sandwiched between 2 substrates, at least the substrate on the irradiation surface side must have appropriate transparency to the active energy ray. In addition, the following method may also be used: after polymerizing only a specific portion using a mask at the time of light irradiation, the orientation state of the unpolymerized portion is changed by changing the conditions such as an electric field, a magnetic field, or temperature, and further, the polymerization is performed by irradiation with an active energy ray. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying a direct current electric field or an alternating current electric field to the liquid crystal composition. It should be noted that the applied alternating electric field is preferably alternating current with a frequency of 1Hz to 10kHz, more preferably 30Hz to 10kHz, and still more preferably 60Hz to 1kHz, and the voltage is selected according to the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display device may be controlled by an applied voltage. In the liquid crystal display device of the PSVA type or PSA type, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees, and more preferably controlled to 85 degrees to 89.5 degrees from the viewpoints of alignment stability and contrast.
In the liquid crystal display device of the PSVA type or PSA type, when the reactive monomer IS not polymerized and remains after the device IS manufactured, burn-In (IS) occurs. The amount of the residual reactive monomer is preferably 30ppm or less, more preferably 20ppm or less, more preferably 10ppm or less, and particularly preferably 0 or less as the lower limit of detection.
The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams used in the polymerization reaction of the reactive monomer contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display device having a substrate with an alignment film, it is preferable that the liquid crystal composition is maintained in a liquid crystal state in a temperature range. Namely, the polymerization is preferably carried out at 15 to 60 ℃ and more preferably at 20 to 50 ℃.
As a light source for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used. Preferably an ultra-high pressure UV lamp, a fluorescent UV lamp from TOSHIBA. The wavelength of the ultraviolet light to be irradiated is preferably ultraviolet light whose wavelength range is not in the absorption wavelength range of the liquid crystal composition, and the ultraviolet light is preferably filtered and used as necessary. The intensity of the ultraviolet ray to be irradiated is preferably 0.1mW/cm2~100W/cm2More preferably 0.5mW/cm2~50W/cm2More preferably 0.5mW/cm2~30W/cm2More preferably 0.5mW/cm2~20W/cm2More preferably 1mW/cm2~10W/cm2. The energy of the ultraviolet ray to be irradiated may be appropriately adjusted, and is preferably 10mJ/cm2To 500J/cm2More preferably 10mJ/cm2To 300J/cm2More preferably 10mJ/cm2To 200J/cm2More preferably 100mJ/cm2To 200J/cm2More preferably 100mJ/cm2To 100J/cm2More preferably 200mJ/cm2To 100J/cm2
The invention has the advantages that:
the liquid crystal composition of the present invention has a negative dielectric anisotropy (Δ ∈), exhibits a large refractive index anisotropy (Δ n), a high nematic phase-isotropic liquid phase transition temperature (Tni), a small rotational viscosity (γ 1), and has a sufficiently high polymerization reaction rate of a reactive monomer. The liquid crystal display using the liquid crystal composition of the present invention has a small residual amount of the reactive monomer, and thus shows a small change in the pretilt angle before and after driving, a high Voltage Holding Ratio (VHR), no or suppressed display defects such as burn-in, and excellent display quality.
Detailed Description
The present invention will be further described with reference to the following examples, but the present invention is not limited to these examples.
In the compositions of comparative examples and examples below, "%" represents "% by mass".
All concentrations in this application are given in weight percent and refer to the corresponding compositions and composition components, unless explicitly stated otherwise.
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 abbreviations for the compounds described in the present application are used for all descriptions of the compounds.
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.).
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 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 a rubbing process, and a liquid crystal cell was formed between two ITO substrates at an interval of 4.0 μm thickness. A liquid crystal composition containing a reactive monomer is vacuum-injected into the liquid crystal cell. Then, ultraviolet rays were continuously irradiated using a high-pressure mercury lamp while applying a voltage of 60Hz and 15V to the liquid crystal cell of the liquid crystal composition containing the reactive monomer. At this time, the illuminance measured under the condition of adjusting the central wavelength to 365nm was 100mW/cm2Cumulative light quantity of irradiation 20J/cm2. The ultraviolet irradiation conditions were set as irradiation conditions a. The liquid crystal molecules in the liquid crystal cell are given a pretilt angle by the irradiation condition a. Then, the illuminance measured using a fluorescent UV lamp under a condition adjusted to a central wavelength of 313nm was 5mW/cm2Further, the cumulative light quantity of irradiation was 10J/cm2The ultraviolet light (2) was used to obtain a liquid crystal display element. The ultraviolet irradiation conditions were set as irradiation conditions B. The residual amount of the reactive monomer in the liquid crystal cell that has not reacted under the irradiation condition a is reduced by the irradiation condition B.
The liquid crystal cell after the ultraviolet irradiation was subjected to a change test of the pretilt angle to evaluate poor screen burn-in display due to the change of the pretilt angle. First, the pretilt angle of the liquid crystal display element was measured as an initial pretilt angle. Then, the liquid crystal display element was irradiated with a backlight for 12 hours while applying a voltage of 30V at 60Hz, and then the pretilt angle was measured as the pretilt angle after the test. The value obtained by subtracting the pre-tilt angle after the test from the initial pre-tilt angle measured was defined as the pre-tilt angle change amount (°). The pretilt angle test apparatus uses OPTIPRO micro manufactured by SHINTECK. As the pretilt angle change amount approaches 0 °, the probability of occurrence of poor burn-in display due to pretilt angle change is low, and as the pretilt angle change amount is 0.3 ° or more, the probability of occurrence of poor burn-in display due to pretilt angle change is high.
The residual amounts (ppm) of the reactive monomers in the liquid crystal display element after the irradiation with ultraviolet rays under the irradiation condition a and the irradiation condition B were measured. The method for measuring the residual amount of the reactive monomer will be described. First, an acetonitrile solution containing a liquid crystal composition, a polymer and an unreacted reactive monomer obtained by decomposing a liquid crystal display element was analyzed by high performance liquid chromatography, and peak areas of the respective components were measured. The amount of the remaining reactive monomer is determined from the ratio of the peak area of the liquid crystal compound to the peak area of the unreacted reactive monomer as an index. The residual amount of reactive monomer is determined from this value and the amount of reactive monomer initially added. The limit of detection of the residual amount of the reactive monomer was 30 ppm. When the reactive monomer remains after the ultraviolet irradiation under the irradiation conditions a and B, the possibility of display failure due to the remaining reactive monomer becomes high. The Voltage Holding Ratio (VHR) of the liquid crystal display device after the irradiation with the ultraviolet rays under the above irradiation condition a and the irradiation condition B was measured under the conditions of a frequency of 60Hz, a voltage of 5V, and a temperature of 60 ℃.
The liquid crystal composition was prepared and evaluated as follows:
liquid crystal compositions Host R1 and Host R2, Host 01 to Host 06 were prepared and measured for physical property parameters. The composition of the liquid crystal composition and the physical parameters thereof are shown in table 1.
Wherein the Host R1 contains terphenyl compound R-1 as a comparison liquid crystal composition, and the Host 01 to the Host 06 are all composed of compounds with structures shown by J, Na, Nb and K.
Figure BDA0003087986440000361
TABLE 1 compositions (% by mass) and physical parameters of the liquid crystal compositions Host R1 and Host R2, Host 01 to Host 06
Host R1 Host R2 Host 01 Host 02 Host 03 Host 04 Host 05 Host 06
J-1-5 3 2 3
J-1-9 3 3 4
J-2-5 3 3 2
J-2-9 3 4 3
Na-1-10 5 5 5 8 6 5 8 6
Na-2-14 7 9 9 5 10 9 5 10
Na-3-13 5 6 6 6 5 6 6 5
Na-4-10 9 9 9 7 8 9 7 8
Na-4-11 8 8 8 8 8 8 8 8
Nb-2-1 10 10 10 7 6 10 7 6
Nb-2-2 8 8 8 8 8 8 8 8
K-1-1 18 19 18 18 18 18 18 18
K-1-5 6 6 6 6 6 6 6 6
K-3-4 5 10 5 9 10 5 9 10
K-2-10 16 10 10 12 9 10 12 9
R-1 3
TNI/℃ 75.6 73.1 73.5 74.9 76.6 75.6 73.6 75.2
Δn 0.1004 0.1009 0.1005 0.1015 0.1002 0.1002 0.1004 0.1018
Δε -3.5 -3.2 -3.1 -3.2 -3.4 -3.5 -3.1 -3.4
γ1/mPa·s 98 91 92 95 95 98 92 95
K11/pN 14.3 13.7 13.5 14.3 14.8 14.4 13.5 13.9
K33/pN 126 131 124 125 133 126 124 124
Comparative examples 01 to 08 and examples 01 to 24:
the prepared liquid crystal compositions Host R1 and Host R2, Host 01 to Host 10 were added with 0.3% of the reactive monomer represented by RM-1-1 or M-1-2 or RM-1-15 or RM-1-16, respectively, to prepare liquid crystal compositions containing the reactive monomer, comparative examples 01 to 08 and examples 01 to 24, and the above comparative examples and examples were evaluated. The evaluation results are shown in tables 2 to 5.
Figure BDA0003087986440000371
TABLE 2 compositions and Properties of comparative examples 01 and 02, examples 01 to 06
Figure BDA0003087986440000381
From the results in table 2 above, it was confirmed that in examples 01 to 06, the pretilt angle change amount was very small, VHR was very high, and the residual amount of the reactive monomer was also very small. On the other hand, in comparative example 01, since the composition contains terphenyl compounds R-1, the amount of the residual reactive monomer is small, but the pretilt angle variation is large and VHR is low, indicating that display defects such as screen burn-in are likely to occur; in comparative example 02, although VHR was high, the amount of the residual reactive monomer was large, and the pretilt angle change amount was large, indicating that display defects such as burn-in were also likely to occur. The results of comparative examples are all inferior to those of examples in the comparative analysis of the pretilt angle change amount actually evaluated. Thus, it is shown that examples 01 to 06 are excellent liquid crystal compositions which solve the technical problems of the present invention, and excellent liquid crystal display devices can be obtained.
TABLE 3 compositions and Properties of comparative examples 03 and 04, examples 07 to 12
Figure BDA0003087986440000382
From the results in table 3 above, it was confirmed that in examples 07 to 12, the pretilt angle change amount was very small, VHR was very high, and the residual amount of the reactive monomer was also very small. On the other hand, in comparative example 03, since the composition contains terphenyl compounds R-1, the amount of the residual reactive monomer is small, but the pretilt angle change amount is large and VHR is low, indicating that display defects such as screen burn-in are likely to occur; in comparative example 04, although VHR was high, the amount of the residual reactive monomer was large, and the pretilt angle change amount was large, indicating that display defects such as burn-in were also likely to occur. The results of comparative examples are all inferior to those of examples in the comparative analysis of the pretilt angle change amount actually evaluated. Thus, it is shown that examples 07 to 12 are also excellent liquid crystal compositions which solve the technical problems of the present invention, and excellent liquid crystal display devices can be obtained.
TABLE 4 compositions and Properties of comparative examples 05 and 06, examples 13 to 18
Figure BDA0003087986440000391
From the results in table 4 above, it was confirmed that in examples 13 to 18, the pretilt angle change amount was very small, VHR was very high, and the residual amount of the reactive monomer was also very small. On the other hand, in comparative example 05, since the composition contains terphenyl compounds R-1, the amount of the residual reactive monomer is small, but the pretilt angle variation is large and VHR is low, indicating that display defects such as screen burn-in are likely to occur; in comparative example 06, although VHR was high, the amount of the residual reactive monomer was large, and the pretilt angle change amount was large, indicating that display defects such as burn-in were also likely to occur. The results of comparative examples are all inferior to those of examples in the comparative analysis of the pretilt angle change amount actually evaluated. It is thus demonstrated that examples 13 to 18 are also excellent liquid crystal compositions which solve the technical problems of the present invention, and excellent liquid crystal display devices can be obtained.
TABLE 5 compositions and Properties of comparative examples 07 and 08, examples 19 to 24
Figure BDA0003087986440000392
From the results in Table 5 above, it was confirmed that in examples 19 to 24, the pretilt angle change amount was very small, VHR was very high, and the residual amount of the reactive monomer was also very small. On the other hand, in comparative example 07, since the composition contains terphenyl R-1, the amount of the reactive monomer remaining is small, but the pretilt angle variation is large and VHR is low, indicating that display defects such as screen burn-in are likely to occur; in comparative example 08, although VHR was high, the pretilt angle change amount was large, indicating that display defects such as burn-in were also likely to occur. The results of comparative examples are all inferior to those of examples in the comparative analysis of the pretilt angle change amount actually evaluated. It is thus demonstrated that examples 19 to 24 are also excellent liquid crystal compositions which solve the technical problems of the present invention, and excellent liquid crystal display devices can be obtained.
From the above results, it was confirmed that the liquid crystal composition of the present invention has a sufficiently high polymerization rate of the reactive monomer, and is most suitable for PSA-type or PSVA-type liquid crystal display devices which are free from display defects such as burn-in due to changes in pretilt angle, have a high VHR, and are excellent in reliability.

Claims (15)

1. A liquid crystal composition characterized by: the liquid crystal composition contains one or more than two compounds shown as general formulas J-1 and J-2, one or more than two compounds shown as general formula Na, one or more than two compounds shown as general formula Nb, one or more than two compounds shown as general formula K and a reactive compound shown as general formula RM;
the compounds of formulae J-1 and J-2 are:
Figure FDA0003087986430000011
in the formula, RJ1Represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, one or more-CH groups not adjacent to the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or OCO, respectively;
the compound represented by the general formula Na is:
Figure FDA0003087986430000012
in the formula, RNa1And RNa2Each represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, and one or more-CH groups which are not adjacent to each other in the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; zNa1represents-CH-, -CH ═ CH-2-CH2-、-CH2O-、-CF2O-、-OCH2-or-OCF2-; x represents 0, 1, 2 or 3; p represents 1, 2 or 3;
the compound represented by the general formula Nb is:
Figure FDA0003087986430000013
in the formula, RNb1And RNb2Each represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, and one or more-CH groups which are not adjacent to each other in the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; q represents 0, 1 or 2;
the compound represented by the general formula K is:
Figure FDA0003087986430000014
in the formula, RK1And RK2Each represents an alkyl group having 1 to 12 carbon atoms, a cyclopentyl group, a cyclobutyl group or a cyclopropyl group, and one or more-CH groups which are not adjacent to each other in the alkyl group2-may be independently substituted with-CH ═ CH-, -O-, -CO-, -COO-, or-OCO-; rings A, B and C each, independently of one another, denote 1, 4-cyclohexylene or 1, 4-phenylene, k denotes 0 or 1;
the reactive compound of formula RM is:
Figure FDA0003087986430000021
in the formula, Rm1And Rm2Each independently of the other being a methacrylate or acrylate group, Sm1And Sm2Each represents an alkyl group having 1 to 6 carbon atoms, one or more-CH groups not adjacent to each other in the alkyl group2-may each independently be substituted by-O-or-S-, y or y' represents 0 or 1, Rm31、Rm32、Rm33、Rm34、Rm35、Rm36、Rm37And Rm38Each independently of the other represents H, F, Cl, CH3、OCH3Or OCH2CH3
2. The liquid crystal composition according to claim 1, wherein: the structure is shown in general formula J3 and in the compound, RJ1Represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms;
in the compound with the structure shown as the general formula Na, RNa1And RNa2Each independently represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 12 carbon atoms; zNa1Denotes CH ═ CH, CH2CH2、CH2O or CF2O; x represents 0 or 1; p represents 1 or 2;
in the compound represented by the general formula Nb, RNb1And RNb2Each represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms; q represents 1 or 2;
in the compounds of the formula K, RK1And Rk2Each represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, an alkenyl group having 2 to 12 carbon atoms or an alkenyloxy group having 2 to 11 carbon atoms;
in the reactive compounds of the formula RM, Rm31、Rm32、Rm33、Rm34、Rm35、Rm36、Rm37And Rm38Each independently of the other H, F or OCH3
3. The liquid crystal composition according to claim 2, characterized in that: the compounds represented by general formulas J-1 and J-2 are selected from the group consisting of compounds represented by structural formulas J-1-1 to J-1-11, and structural formulas J-2-1 to J-2-11:
Figure FDA0003087986430000031
4. the liquid crystal composition according to claim 2, characterized in that: the compound represented by the general formula Na is selected from compounds represented by the structural formulas Na-1 to Na-5:
Figure FDA0003087986430000032
Figure FDA0003087986430000041
5. the liquid crystal composition according to claim 4, wherein: the compound represented by the general formula Na-1 is selected from the group consisting of compounds represented by the structural formulae Na-1-1 to Na-1-18:
Figure FDA0003087986430000042
Figure FDA0003087986430000051
the compound represented by the general formula Na-2 is selected from the group consisting of compounds represented by the structural formulae Na-2-1 to Na-2-18:
Figure FDA0003087986430000061
Figure FDA0003087986430000071
the compound represented by the general formula Na-3 is selected from the group consisting of compounds represented by the structural formulae Na-3-1 to Na-3-18:
Figure FDA0003087986430000072
Figure FDA0003087986430000081
Figure FDA0003087986430000091
the compound represented by the general formula Na-4 is selected from the group consisting of compounds represented by the structural formulae Na-4-1 to Na-4-18:
Figure FDA0003087986430000092
Figure FDA0003087986430000101
the compound represented by the general formula Na-5 is selected from the group consisting of compounds represented by the structural formulae Na-5-1 to Na-5-18:
Figure FDA0003087986430000111
Figure FDA0003087986430000121
6. the liquid crystal composition according to claim 2, characterized in that: the compound represented by the general formula Nb is selected from compounds represented by structural formulas Nb-1 to Nb-3:
Figure FDA0003087986430000131
7. the liquid crystal composition according to claim 6, wherein: the compound represented by the general formula Nb-1 is selected from compounds represented by structural formulas Nb-1-1 to Nb-1-9:
Figure FDA0003087986430000132
Figure FDA0003087986430000141
the compound represented by the general formula Nb-2 is selected from compounds represented by structural formulas Nb-2-1 to Nb-2-9:
Figure FDA0003087986430000142
Figure FDA0003087986430000151
the compound represented by the general formula Nb-3 is selected from compounds represented by structural formulas Nb-3-1 to Nb-3-9:
Figure FDA0003087986430000152
8. the liquid crystal composition according to claim 2, characterized in that: the compound represented by the general formula K is selected from compounds represented by structural formulas K-1 to K-5:
Figure FDA0003087986430000161
9. the liquid crystal composition according to claim 8, wherein: the compound represented by the general formula K-1 is selected from compounds represented by structural formulas K-1-1 to K-1-17:
Figure FDA0003087986430000162
Figure FDA0003087986430000171
the compound represented by the general formula K-2 is selected from compounds represented by structural formulas K-2-1 to K-2-18:
Figure FDA0003087986430000172
Figure FDA0003087986430000181
the compound represented by the general formula K-3 is selected from compounds represented by structural formulas K-3-1 to K-3-10:
Figure FDA0003087986430000182
Figure FDA0003087986430000191
the compound represented by the general formula K-4 is selected from compounds represented by structural formulas K-4-1 to K-4-27:
Figure FDA0003087986430000192
Figure FDA0003087986430000201
Figure FDA0003087986430000211
the compound represented by the general formula K-5 is selected from compounds represented by structural formulas K-5-1 to K-5-24:
Figure FDA0003087986430000212
Figure FDA0003087986430000221
Figure FDA0003087986430000231
10. the liquid crystal composition according to claim 2, characterized in that: the compound represented by the general formula RM is selected from compounds represented by general formulas RM-1 to RM-2:
Figure FDA0003087986430000232
11. the liquid crystal composition according to claim 10, wherein: the compound represented by the general formula RM-1 is selected from the group consisting of compounds represented by the structural formulae RM-1-1 to RM-1-27:
Figure FDA0003087986430000233
Figure FDA0003087986430000241
Figure FDA0003087986430000251
Figure FDA0003087986430000261
the compound represented by the general formula RM-2 is selected from the group consisting of compounds represented by the structural formulae RM-2-1 to RM-2-27:
Figure FDA0003087986430000262
Figure FDA0003087986430000271
Figure FDA0003087986430000281
Figure FDA0003087986430000291
Figure FDA0003087986430000301
12. the liquid crystal composition according to claim 1, wherein: in the liquid crystal composition, the mass of the compounds represented by the general formulas J-1 and J-2 is 1-50%, the mass of the compound represented by the general formula Na is 1-90%, the mass of the compound represented by the general formula Nb is 1-50%, the mass of the compound represented by the general formula K is 0.1-80%, and the mass of the reactive monomer represented by the general formula RM is 0.1-10%; the sum of the mass of the compounds represented by the general formulas J-1 and J-2, the general formula Na, the general formula Nb and the general formula K is 80-100%.
13. The liquid crystal composition according to claim 3, wherein: when the compounds represented by the general formulas J-1 and J-2 are two or more, the combination of the compounds represented by the structural formulas J-1-1 to J-1-9 and the compounds represented by the structural formulas J-2-1 to J-2-9 is adopted.
14. The liquid crystal composition according to claim 1, wherein: the liquid crystal composition also contains one or more than two stabilizers, and the mass content of the stabilizers is 10ppm to 2000 ppm; the structural formula of the stabilizer is shown as Y-1 to Y-7:
Figure FDA0003087986430000311
15. a liquid crystal display, characterized by: is prepared by using the liquid crystal composition as defined in any one of claims 1 to 14; the liquid crystal display is a liquid crystal display device for driving an active matrix, and comprises PSVA, PSA, PS-IPS, PS-FFS, NPS, SAVA, PSLC and GHLC type liquid crystal display devices.
CN202110586218.XA 2021-05-27 2021-05-27 Liquid crystal composition and liquid crystal display Active CN113249129B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202110586218.XA CN113249129B (en) 2021-05-27 2021-05-27 Liquid crystal composition and liquid crystal display

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202110586218.XA CN113249129B (en) 2021-05-27 2021-05-27 Liquid crystal composition and liquid crystal display

Publications (2)

Publication Number Publication Date
CN113249129A true CN113249129A (en) 2021-08-13
CN113249129B CN113249129B (en) 2023-11-10

Family

ID=77185161

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202110586218.XA Active CN113249129B (en) 2021-05-27 2021-05-27 Liquid crystal composition and liquid crystal display

Country Status (1)

Country Link
CN (1) CN113249129B (en)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012126709A (en) * 2010-11-26 2012-07-05 Agc Seimi Chemical Co Ltd Liquid crystal compound, liquid crystal composition, and liquid crystal element
CN102757794A (en) * 2012-07-13 2012-10-31 江苏和成显示科技股份有限公司 Liquid crystal composition and display device thereof
CN104321409A (en) * 2012-06-15 2015-01-28 Dic株式会社 Nematic liquid crystal composition and liquid crystal display element using same
CN105694909A (en) * 2016-01-13 2016-06-22 石家庄诚志永华显示材料有限公司 Liquid crystal composition
CN110655927A (en) * 2018-06-29 2020-01-07 石家庄诚志永华显示材料有限公司 Liquid crystal composition and liquid crystal display element or liquid crystal display
CN111154500A (en) * 2018-11-08 2020-05-15 Dic株式会社 Liquid crystal composition and liquid crystal display element

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012126709A (en) * 2010-11-26 2012-07-05 Agc Seimi Chemical Co Ltd Liquid crystal compound, liquid crystal composition, and liquid crystal element
CN104321409A (en) * 2012-06-15 2015-01-28 Dic株式会社 Nematic liquid crystal composition and liquid crystal display element using same
CN102757794A (en) * 2012-07-13 2012-10-31 江苏和成显示科技股份有限公司 Liquid crystal composition and display device thereof
CN105694909A (en) * 2016-01-13 2016-06-22 石家庄诚志永华显示材料有限公司 Liquid crystal composition
CN110655927A (en) * 2018-06-29 2020-01-07 石家庄诚志永华显示材料有限公司 Liquid crystal composition and liquid crystal display element or liquid crystal display
CN111154500A (en) * 2018-11-08 2020-05-15 Dic株式会社 Liquid crystal composition and liquid crystal display element

Also Published As

Publication number Publication date
CN113249129B (en) 2023-11-10

Similar Documents

Publication Publication Date Title
JP5987264B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JP6265312B1 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JP6369663B1 (en) Liquid crystal composition and liquid crystal display element
JPWO2014136770A1 (en) Nematic liquid crystal composition and liquid crystal display device using the same
WO2012086504A1 (en) Liquid crystal composition containing polymerizable compound, and liquid crystal display element utilizing same
KR20160095026A (en) Nematic liquid crystal composition and liquid crystal display device using same
CN109423306B (en) Liquid crystal composition and liquid crystal display element
WO2014156815A1 (en) Liquid crystal display element
CN106873248B (en) Liquid crystal display panel and liquid crystal display device
KR20200031076A (en) Liquid crystal composition and liquid crystal display element
CN111373017B (en) Liquid crystal composition and liquid crystal display element
JP6452019B1 (en) Liquid crystal composition and liquid crystal display element
CN113234453B (en) Liquid crystal composition and liquid crystal display
CN111183205B (en) Liquid crystal composition and liquid crystal display element
CN113265261A (en) Liquid crystal composition and liquid crystal display
CN113249129B (en) Liquid crystal composition and liquid crystal display
CN112980465B (en) Liquid crystal composition and liquid crystal display element
JP2020097678A (en) Liquid crystal composition and liquid crystal display element

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
TA01 Transfer of patent application right
TA01 Transfer of patent application right

Effective date of registration: 20221202

Address after: 401346 Floor 2, Building 3, No. 16, Shigui Avenue, Jieshi Town, Banan District, Chongqing

Applicant after: Chongqing hanlang Precision Technology Co.,Ltd.

Address before: 8 / F, building 1, science and Technology Innovation Park, Sangtian Island, No.1 Huayun Road, Suzhou Industrial Park, Jiangsu Province

Applicant before: HALATION PHOTONICS Corp.

GR01 Patent grant
GR01 Patent grant