CN116064045A - Liquid crystal composition and liquid crystal display device comprising same - Google Patents
Liquid crystal composition and liquid crystal display device comprising same Download PDFInfo
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- CN116064045A CN116064045A CN202111284829.5A CN202111284829A CN116064045A CN 116064045 A CN116064045 A CN 116064045A CN 202111284829 A CN202111284829 A CN 202111284829A CN 116064045 A CN116064045 A CN 116064045A
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- 238000000034 method Methods 0.000 claims description 12
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- 102100038077 CD226 antigen Human genes 0.000 description 3
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- 239000000178 monomer Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 229910021417 amorphous silicon Inorganic materials 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
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- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 2
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
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- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
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- 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 description 1
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 101100208473 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) lcm-2 gene Proteins 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 206010047571 Visual impairment Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
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- 238000013329 compounding Methods 0.000 description 1
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- 230000005494 condensation Effects 0.000 description 1
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- 210000002858 crystal cell Anatomy 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- IYYZUPMFVPLQIF-ALWQSETLSA-N dibenzothiophene Chemical class C1=CC=CC=2[34S]C3=C(C=21)C=CC=C3 IYYZUPMFVPLQIF-ALWQSETLSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 125000000262 haloalkenyl group Chemical group 0.000 description 1
- 125000004438 haloalkoxy group Chemical group 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
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- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 125000003566 oxetanyl group Chemical group 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
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- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K19/3405—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a five-membered ring
-
- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3098—Unsaturated non-aromatic rings, e.g. cyclohexene rings
-
- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—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
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- 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
-
- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/122—Ph-Ph
Abstract
The invention provides a liquid crystal composition and a liquid crystal display device comprising the same, wherein the liquid crystal composition comprises at least one compound of a general formula F, at least one compound of a general formula I and at least one compound of a general formula II. The liquid crystal composition of the present invention has a small rotational viscosity and a high VHR (UV) with maintaining an appropriate clearing point, an appropriate optical anisotropy, an appropriate absolute value of dielectric anisotropy, and an appropriate VHR (initial), so that a liquid crystal display device including the same has a high response speed, a high low temperature stability, and a high reliability.
Description
Technical Field
The invention relates to the field of liquid crystals, in particular to a liquid crystal composition and a liquid crystal display device comprising the liquid crystal composition.
Background
The liquid crystal display device can be used for various household electrical appliances such as a timepiece and an electronic calculator, a measuring device, an automobile panel, a word processor, a computer, a printer, a television, and the like. The liquid crystal display element may be classified into a type of PC (phase change), TN (twisted nematic), STN (super twisted nematic ), ECB (electrically controlled birefringence, electrically controlled birefringence), OCB (optically compensated bend ), IPS (in-plane switching), VA (vertical alignment), and the like according to the type of display mode. Liquid crystal display elements can be classified into a PM (passive matrix) type and an AM (active matrix) type according to the driving method of the elements. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into TFT (thin film transistor ), MIM (metal insulator metal, metal-insulator-metal) and the like. The types of TFTs include amorphous silicon (amorphous silicon) and polysilicon (polycrystal silicon). The latter is classified into a high temperature type and a low temperature type according to the manufacturing process. The liquid crystal display element can be classified into a reflective type using natural light, a transmissive type using background light, and a semi-transmissive type using both natural light and backlight light sources, according to the type of light source.
The liquid crystal display element contains a liquid crystal composition having a nematic phase, and the liquid crystal composition has appropriate characteristics. By improving the characteristics of the liquid crystal composition, an AM element having good characteristics can be obtained. The correlation between the characteristics of the liquid crystal composition and the characteristics of the AM element is summarized in table 1 below.
TABLE 1 Properties of liquid Crystal composition and AM element
| Numbering device | Characteristics of the liquid Crystal composition | Characteristics of AM element |
| 1 | Wide temperature range of nematic phase | Can be used in a wide temperature range |
| 2 | Low viscosity | Short response time |
| 3 | Proper optical anisotropy | High contrast |
| 4 | Positive or negative dielectric anisotropy with large absolute value | Low threshold voltage, low power consumption, and high contrast |
| 5 | Has a large specific resistance | High voltage holding ratio and contrast ratio |
| 6 | Is stable to ultraviolet rays and heat | Long service life |
| 7 | Large elastic constant | High contrast and short response time |
In order to increase the response speed of the liquid crystal display device, it is necessary to reduce the rotational viscosity of the liquid crystal material as much as possible. However, since the clearing point, optical anisotropy, absolute value of dielectric anisotropy, etc. of a liquid crystal material having a low viscosity are generally low, it is necessary to consider other performance requirements in lowering the viscosity when preparing a formulation of a mixed liquid crystal.
The threshold voltage of the mixed liquid crystal mainly depends on the delta epsilon of the liquid crystal, and the delta epsilon is large, so that the threshold voltage of the liquid crystal is reduced, and the delta epsilon of the mixed liquid crystal is modulated to a proper value through the mixing of monomer liquid crystals with different polarities, so that the requirement of the working voltage of a display device is met. However, increasing Δεof the liquid crystal may increase the viscosity of the liquid crystal and decrease the stability of the liquid crystal.
With the improvement of resolution of liquid crystal displays, liquid crystal displays of 4K and 8K type are increasingly emerging, and thus liquid crystal panels are required to have smaller aperture ratios and higher transmittance. The negative liquid crystal composition has higher transmittance, particularly in the PSA mode and the NFFS mode, the advantage of high transmittance is more obvious, but the structure of the negative liquid crystal determines that the negative liquid crystal composition has larger rotational viscosity, high ion concentration and low voltage retention rate, so that the negative liquid crystal afterimage effect is obviously inferior to that of the positive liquid crystal, and therefore, the development of the negative liquid crystal composition with smaller rotational viscosity and higher voltage retention rate is needed to improve the defects of the traditional negative liquid crystal, and the liquid crystal composition meeting the market demand is provided.
The Chinese patent application CN1942461A and the German patent application DE10101022A1 disclose liquid crystal compounds which can solve the problems to a certain extent, and the Chinese patent application CN107973766A performs ring substitution on the end group structure of the compounds on the basis of the prior art, but the compounds disclosed at present have the problems of smaller absolute value of dielectric anisotropy, larger rotational viscosity, low voltage retention rate and poor low-temperature intersolubility. Chinese patent applications CN105820824a and CN110577838A disclose a dibenzothiophene/furan liquid crystal composition which solves the above problems to some extent, but still has a higher rotational viscosity, lower VHR, in particular lower VHR (UV). It is known that the liquid crystal panel is required to be irradiated with UV light to some extent during the manufacturing process, and the light measurement of ultraviolet light with a wavelength of 365nm is about 6000 MJ to 1000MJ, whereas the conventional dibenzofuran and dibenzothiophene compounds have lower VHR (UV) after being irradiated with UV light, so that the reliability of the display is reduced, and a ghost is generated.
It is not possible to adjust many physical properties of the liquid crystal at the same time by the preparation of the mixed liquid crystal formulation, and it is possible to adjust one property parameter without affecting the value of the other parameter, and it is still a highly desirable problem in the art to add a certain monomer liquid crystal to adjust a certain property parameter of the mixed liquid crystal, which may be advantageous for one or more other property parameters, but may be disadvantageous for the improvement of some other property parameters, and thus how to obtain a liquid crystal composition, which can solve or partially solve the above-mentioned problems.
Disclosure of Invention
The invention aims to: in view of the drawbacks of the prior art, an object of the present invention is to provide a liquid crystal composition having a smaller rotational viscosity and a higher VHR (UV) while maintaining a proper clearing point, a proper optical anisotropy, a proper absolute value of dielectric anisotropy, a proper VHR (initial).
The invention also aims to provide a liquid crystal display device comprising the liquid crystal composition.
The technical scheme is as follows: in order to achieve the above object, the present invention provides a liquid crystal composition comprising at least one compound of the general formula F, at least one compound of the general formula I and at least one compound of the general formula II:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R F1 represents-H, halogen, straight-chain or branched alkyl having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms,
Wherein one or not adjacent two or more-CH groups in the straight-chain or branched alkyl group having 1 to 12 carbon atoms 2 -may each independently be replaced by-c≡c-, -O-, -CO-O-or-O-CO-, and one or more-H in a linear or branched alkyl group containing 1 to 12 carbon atoms may each independently be replaced by-F or-Cl;
R 1 、R 2 、R 3 and R is 4 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Wherein one or not adjacent two or more-CH groups in the straight-chain or branched alkyl group having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
And (C) a ring->
Each independently represents
Wherein the method comprises the steps of
One or more of-CH 2 -can be replaced independently of one another by-O-, one or more single bonds in the ring can be replaced by double bonds, wherein +.>
And->
wherein-H may be independently substituted by-CN, -F or-Cl, and-ch=may be substituted by-n=in one or more rings;
Ring(s)
Representation->
X F representation-O-, O- -S-or-CO-;
L F1 、L F2 、L 1 and L 2 Each independently represents-H, -F, -Cl, -CF 3 or-OCF 3 ；
L 3 、L 4 、L 5 And L 6 Each independently represents-F, -Cl, -CF 3 or-OCF 3 ；
Z F1 And Z F2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
n F1 And n F2 Each independently represents 0, 1 or 2, wherein when n F1 When 2 is represented, the ring
May be the same or different, wherein when n F2 When 2 is indicated, the ring->
Z, which may be the same or different F2 May be the same or different;
n F3 an integer of 0 to 4; and is also provided with
n 1 And n 2 Each independently represents 0 or 1.
In some embodiments of the invention, preferably, L F1 And L F2 Each independently represents-F or-Cl.
In some embodiments of the invention, the compound of formula F is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
X F1 and X F2 Each independently represents-CH 2 -or-O-.
In some embodiments of the invention, preferably, n F3 Represents 0 or 1; preferably n F3 And represents 0.
In some embodiments of the invention, preferably, Z F1 And Z F2 Each independently represents a single bond, -CH 2 O-or-OCH 2 -, further preferably, Z F1 And Z F2 All represent a single bond.
In some embodiments of the invention, n F1 And n F2 At least one of them represents 0; preferably n F1 And n F2 All represent 0.
In some embodiments of the invention, preferably, R F1 Represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, R F1 Represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
In some embodiments of the invention, R is selected from the group consisting of a compound of formula F-1, a compound of formula F-2, a compound of formula F-3, a compound of formula F-4, a compound of formula F-18, and a compound of formula F-19 F1 Represents a straight-chain or branched alkoxy group having 1 to 7 (e.g., 1, 2, 3, 4, 5, 6, or 7) carbon atoms.
In some embodiments of the invention, the compound of formula F is selected from the group consisting of a compound of formula F-1, a compound of formula F-2, a compound of formula F-5 and a compound of formula F-6 in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a suitable VHR (initial), a small rotational viscosity and a high VHR (UV) for the liquid crystal composition of the invention.
In some embodiments of the invention, the liquid crystal composition of the invention comprises at least two compounds of formula F, preferably the liquid crystal composition comprises at least two compounds of formula F-1, in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial), a smaller rotational viscosity and a higher VHR (UV).
In some embodiments of the invention, the content of the compound of formula F is preferably adjusted so that the liquid crystal composition of the invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial).
In some embodiments of the invention, the compound of formula F comprises 0.1% to 30% by weight of the liquid crystal composition (including all values therebetween), e.g., 0.1%, 0.5%, 1%, 2%, 4%, 5%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30% or a range of values between any two thereof.
In some embodiments of the invention, preferably, R 1 And R is 2 Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, R 1 And R is 2 Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
In some embodiments of the invention, the compound of formula I is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R 1 ' and R 2 ' each independently represents a straight or branched alkyl group containing 1 to 11 carbon atoms.
In some embodiments of the invention, the content of the compound of formula I is preferably adjusted such that the liquid crystal composition of the invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a suitable clearing point, a suitable optical anisotropy, a larger absolute value of the dielectric anisotropy, a suitable VHR (initial).
In some embodiments of the invention, the compounds of formula I comprise from 0.1% to 30% by weight of the liquid crystal composition (including all values therebetween), e.g., 0.1%, 0.5%, 1%, 2%, 4%, 6%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30% or a range of values between any two thereof; preferably, in order for the liquid crystal composition of the present invention to compromise a greater VHR (UV), a greater absolute value of dielectric anisotropy and a smaller rotational viscosity, it is preferred that the compound of formula I account for 10% to 30% by weight of the liquid crystal composition.
In some embodiments of the invention, the liquid crystal composition of the invention preferably comprises at least three compounds of formula I in order to obtain a larger VHR (UV), a suitable absolute value of the dielectric anisotropy, and to maintain a smaller rotational viscosity.
In some embodiments of the invention, in order for the liquid crystal composition of the invention to also have a lower rotational viscosity and a higher VHR (UV) with maintaining a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial), preferably the compound of formula I is selected from the group consisting of the compound of formula I-1, the compound of formula I-4 and the compound of formula I-6; further preferably, the compound of formula I is selected from the group consisting of compounds of formula I-4 and compounds of formula I-6; particularly preferably, the compounds of the formula I comprise at least one compound of the formula I-6.
In some embodiments of the invention, the compound of formula II is selected from the group consisting of:
In some embodiments of the invention, 0.ltoreq.n 1 +n 2 Is less than or equal to 1; preferably n 2 And represents 0.
In some embodiments of the present invention, it is preferred to adjust the content of the compound of formula II such that the liquid crystal composition of the present invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a proper clearing point, a proper optical anisotropy, a proper absolute value of dielectric anisotropy, a proper VHR (initial).
In some embodiments of the invention, the compound of formula II comprises 0.1% to 50% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.1%, 0.5%, 1%, 2%, 4%, 6%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 33%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 45%, 46%, 48%, 50% or a range of values between any two thereof; preferably, in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy and a small rotational viscosity of the liquid crystal composition of the invention, the compound of formula II represents 10% to 50% by weight of the liquid crystal composition; further preferably 30% to 50%.
In some embodiments of the invention, the liquid crystal composition of the invention comprises at least three compounds of formula II in order to compromise proper clearing point, proper optical anisotropy, proper absolute value of dielectric anisotropy and small rotational viscosity; preferably, the liquid crystal composition of the present invention comprises at least three compounds of formula II in an amount of 10% to 50% by weight of the liquid crystal composition.
In some embodiments of the invention, in order for the liquid crystal composition of the invention to have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a suitable VHR (initial), a smaller rotational viscosity and a higher VHR (UV), preferably the compound of formula II is selected from the group consisting of compounds of formula II-1 and compounds of formula II-4; in order to further compromise the proper clearing point, proper optical anisotropy, proper absolute value of dielectric anisotropy and small rotational viscosity of the liquid crystal composition of the present invention, it is preferable that the compound of formula II-4 account for 3% -30% by mass of the liquid crystal composition (including all values therebetween) (e.g., 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30% or a range of values between any two thereof); it is further preferred that the compound of formula II-4 comprises from 10% to 30% by mass of the liquid crystal composition (including all values therebetween) (e.g., 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30% or a range of values therebetween); still more preferably 15% -30% (including all values therebetween) (e.g., 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or a range of values between any two thereof).
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula N:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R N1 and R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Wherein one or not adjacent two or more-CH groups in the straight-chain or branched alkyl group having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
And (C) a ring->
Each independently represents->
Wherein the method comprises the steps of
One or more of-CH 2 Can be replaced by-O-wherein +.>
Wherein-ch=may be replaced by-n=in one or more rings, each independently of the others being replaced by-F, -Cl or-CN;
Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
L N1 And L N2 Independently represent-H, alkyl containing 1-3 (e.g., 1, 2, 3) carbon atoms, or halogen;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0.ltoreq.n N1 +n N2 Not more than 3, wherein when n N1 When=2 or 3, the ring
Z, which may be the same or different N1 May be the same or different; and is also provided with
When n is N1 +n N2 When=1, the compound of formula N does not contain a duplex structure.
In some embodiments of the invention, L N1 And L N2 All represent-H.
In some embodiments of the invention, the compound of formula N is selected from the group consisting of:
In some embodiments of the present invention, when it is desired to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value and the upper limit value of the content of the compound of the general formula N be low; further, when it is desired to keep the clearing point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value and the upper limit value of the content of the compound of the general formula N be low; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable that the lower limit value and the upper limit value of the content of the compound of the formula N be high.
In some embodiments of the invention, preferably, R N1 And R is N2 Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, R N1 And R is N2 Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
In some embodiments of the present invention, in order for the liquid crystal composition of the present invention to also have a smaller rotational viscosity and a higher VHR (UV) with maintaining a proper clearing point, a proper optical anisotropy, a proper absolute value of dielectric anisotropy, a proper VHR (initial), preferably, the compound of formula N is selected from the group consisting of the compound of formula N-2, the compound of formula N-7, the compound of formula N-15 and the compound of formula N-22.
In some embodiments of the invention, the content of the compound of formula N is preferably adjusted so that the liquid crystal composition of the invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial).
In some embodiments of the invention, the compound of formula N comprises 0.1% to 40% by weight of the liquid crystal composition (including all values therebetween), e.g., 0.1%, 1%, 4%, 5%, 6%, 8%, 10%, 11%, 12%, 14%, 16%, 18%, 19%, 20%, 22%, 23%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40% or a range of values between any two thereof.
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula M:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R M1 and R is M2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Wherein one or not adjacent two or more-CH groups in the straight-chain or branched alkyl group having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Ring->
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-, one or more single bonds in the ring can be replaced by double bonds, wherein +.>
At most one-H of (c) may be substituted by halogen;
Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-C≡C-、-CH＝CH-、-CH 2 CH 2 -or- (CH) 2 ) 4 -; and is also provided with
n M Represent 01 or 2, where when n M When=2, the ring
Z, which may be the same or different M2 May be the same or different.
In some embodiments of the invention, preferably, R M1 And R is M2 Each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms; further preferably, R M1 And R is M2 Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 Each independently represents a linear alkenyl group having 2 to 8 carbon atoms; further preferably, R M1 And R is M2 Each independently represents a linear alkenyl group having 2 to 5 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 One of which is a linear alkenyl group having 2 to 5 carbon atoms and the other is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 Each independently represents a linear alkoxy group having 1 to 8 carbon atoms; further preferably, R M1 And R is M2 Each independently represents a linear alkoxy group having 1 to 5 carbon atoms.
In some embodiments of the invention, preferably, R M1 And R is M2 One of which is a linear alkoxy group having 1 to 5 carbon atoms and the other is a linear alkyl group having 1 to 5 carbon atoms.
In some embodiments of the invention, R is preferred when reliability is important M1 And R is M2 Are all alkyl groups; in the case where importance is attached to reducing the volatility of the compound, R is preferably M1 And R is M2 Are all alkoxy groups; when importance is attached to the reduction of viscosity, R is preferable M1 And R is M2 At least one of which is alkenyl.
As used herein, the term "containing 1-r carbon atoms" (where r is an integer greater than 1) may be any integer between 1 and r (inclusive of the end values 1 and r) carbon atoms, for example, containing 2 carbon atoms, containing (r-1) carbon atoms, or containing r carbon atoms. For example, "containing 1-12 carbon atoms" may be containing 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms.
As used herein, the term "y 1 -y 2 The integer "of (a) may be any integer between the ranges (inclusive of the end value y 1 And y 2 ). For example, an "integer of 0-12" may be, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12.
The alkenyl group in the present invention is preferably selected from the group represented by any one of the formulas (V1) to (V9), and particularly preferably is formula (V1), formula (V2), formula (V8) or (V9). The groups represented by the formulas (V1) to (V9) are as follows:
wherein represents the attachment site in the bonded ring structure.
The alkenyloxy group in the present invention is preferably selected from the group represented by any one of the formulae (OV 1) to (OV 9), and particularly preferably is the formula (OV 1), the formula (OV 2), the formula (OV 8) or the formula (OV 9). The groups represented by the formulas (OV 1) to (OV 9) are as follows:
Wherein represents the attachment site in the bonded ring structure.
In some embodiments of the invention, the compound of formula M is selected from the group consisting of:
In some embodiments of the invention, the compounds of formula M are preferably selected from the group consisting of compounds of formula M-1, compounds of formula M-11 and compounds of formula M-13 in order for the liquid crystal composition of the invention to also have a lower rotational viscosity and a higher VHR (UV) with maintenance of a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial).
In some embodiments of the present invention, the content of the compound of formula M must be appropriately adjusted according to the desired properties of solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, etc.
Regarding the content of the compound of the general formula M, when it is necessary to keep the viscosity of the liquid crystal composition of the present invention low and the response time short, it is preferable that the lower limit value is high and the upper limit value is high; further, when it is necessary to keep the clear point of the liquid crystal composition of the present invention high and the temperature stability is good, it is preferable that the lower limit value is high and the upper limit value is high; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable that the lower limit value and the upper limit value be low.
In some embodiments of the invention, the content of the compound of formula M is preferably adjusted so that the liquid crystal composition of the invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a suitable VHR (initial).
In some embodiments of the invention, the compound of formula M comprises 0.1% to 60% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 47.5%, 48%, 50%, 52%, 53.5%, 54%, 56%, 58%, 60% or a range of values between any two thereof.
In some embodiments of the present invention, in order to apply the liquid crystal composition of the present invention to a high-transmittance type liquid crystal display, the liquid crystal composition of the present invention further comprises at least one compound selected from the group consisting of compounds of the general formula a-1 and compounds of the general formula a-2:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R A1 and R is A2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, 
Wherein one or not adjacent two or more-CH groups in the straight-chain or branched alkyl group having 1 to 12 carbon atoms 2 Can be independently and individually substituted by-CH=CH-, -C≡C-, -O-, -CO-O-or-O-CO-substitution, and having a linear or branched alkyl radical of 1 to 12 carbon atoms,
Wherein one or more of-H's may each be independently substituted with-F or-Cl;
ring(s)
Ring->
Ring->
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-, one or more single bonds in the ring can be replaced by double bonds, wherein +.>
Wherein-ch=may be replaced by-n=in one or more rings, each independently of the others being replaced by-F, -Cl or-CN;
Z A11 、Z A21 and Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -；
L A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, an alkyl group having 1 to 3 carbon atoms, or halogen;
X A1 and X A2 Each independently represents halogen, a linear or branched haloalkyl or haloalkoxy group having 1 to 5 carbon atoms, or a linear or branched haloalkenyl or haloalkenoxy group having 2 to 5 carbon atoms;
n A11 represents 0, 1, 2 or 3, wherein when n A11 When=2 or 3, the ring
Z, which may be the same or different A11 May be the same or different;
n A12 represents 1 or 2, wherein when n A12 When=2, the ring
May be the same or different; and is also provided with
n A2 Represents 0, 1, 2 or 3, wherein when n A2 When=2 or 3, the ring
Z, which may be the same or different A21 May be the same or different.
In some embodiments of the invention, the compound selected from the group consisting of the compound of formula a-1 and the compound of formula a-2 comprises 0.1% to 60% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60% or a range of values between any two thereof.
In some embodiments of the invention, the compound of formula a-1 is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R A1 represents a linear or branched alkyl group having 1 to 8 carbon atoms,
Wherein one or not adjacent two or more-CH's in the straight-chain or branched alkyl group having 1 to 8 carbon atoms 2 -may each independently be replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-, and one or more-H present in these groups may each independently be substituted by-F or-Cl;
R v And R is w Each independently represents-CH 2 -or-O-;
L A11 、L A12 、L A11 ’、L A12 ’、L A14 、L A15 and L A16 Each independently represents-H or-F;
L A13 and L A13 ' each independently represents-H or-CH 3 ；
X A1 representing-F, -CF 3 or-OCF 3 The method comprises the steps of carrying out a first treatment on the surface of the And is also provided with
v and w each independently represent 0 or 1.
In some embodiments of the invention, the compound of formula a-1 comprises 0.1% to 50% by weight of the liquid crystal composition (including all values therebetween), e.g., 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50% or a range of values between any two thereof.
In the case where the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high, the preferable content of the compound of the general formula a-1 is preferably set to a low lower limit and the upper limit; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to keep the lower limit value slightly low and the upper limit value slightly low; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable to have a slightly higher lower limit value and a slightly higher upper limit value.
In some embodiments of the invention, the compound of formula a-2 is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R A2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, wherein one or not adjacent two or more-CH groups in the linear or branched alkyl group having 1 to 8 carbon atoms 2 Can be independently and individually substituted by-CH=CH-, -C≡C-, -O-, -CO-O-or-O-CO-substitution,and one or more of the-H groups present in these groups may each independently be substituted by-F or-Cl;
L A21 、L A22 、L A23 、L A24 and L A25 Each independently represents-H or-F; and is also provided with
X A2 representing-F, -CF 3 、-OCF 3 or-CH 2 CH 2 CH＝CF 2 。
In some embodiments of the invention, the compound of formula a-2 comprises 0.1% to 50% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50% or a range of values between any two thereof.
In the case where the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is high, the preferable content of the compound of the general formula a-2 is preferably set to a low lower limit and the upper limit; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferable to keep the lower limit value slightly low and the upper limit value slightly low; in order to keep the drive voltage low and to increase the absolute value of the dielectric anisotropy, it is preferable to have a slightly higher lower limit value and a slightly higher upper limit value.
In some embodiments of the invention, the liquid crystal composition further comprises at least one compound of formula B:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R B1 and R is B2 Each independently represents halogen, -CF 3 、-OCF 3 A linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Wherein the alkyl group is a straight-chain or branched alkyl group having 1 to 12 carbon atoms, (-) -a>
One or not adjacent two or more-CH 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-, one or more single bonds in the ring can be replaced by double bonds, wherein +.>
wherein-H may be independently substituted by-CN, -F or-Cl, and-ch=may be substituted by-n=in one or more rings;
X B representation-O-, O- -S-or-CO-;
L B1 and L B2 Each independently represents-H, -F, -Cl, -CF 3 or-OCF 3 ；
Z B1 And Z B2 Each independently represents a single bond, -O-, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -; and is also provided with
n B1 And n B2 Each independently represents 0, 1 or 2, wherein when n B1 When 2 is represented, the ring
May be the same or different, wherein when n B2 When 2 is indicated, the ring->
Z, which may be the same or different B2 May be the same or different.
In some embodiments of the invention, the compound of formula B is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R B1 ' and R B2 ' each independently represents a straight or branched alkyl group containing 1 to 11 carbon atoms.
In some embodiments of the invention, the compound of formula B comprises 0.1% to 30% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30% or a range of values between any two thereof.
In some embodiments of the invention, the liquid crystal composition further comprises at least one polymerizable compound of formula RM:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 5 represents-H, halogen, -CN, -Sp 2 -P 2 A linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Wherein the alkyl group is a straight-chain or branched alkyl group having 1 to 12 carbon atoms, (-) -a>
One or not adjacent two or more-CH 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-, and one or more-H may each be independently replaced by-F or-Cl;
Ring(s)
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 Can be replaced by-O-and one or more single bonds in the ring can be replaced by double bonds, wherein +.>
Wherein one or more of-H may be independently selected from the group consisting of-F, -Cl, -CN, -Sp 3 -P 3 Containing 1-12 (e.g., 1, 2, 3, 4)5, 6, 7, 8, 9, 10, 11 or 12) a halogenated or non-halogenated linear alkyl group, a halogenated or non-halogenated linear alkoxy group containing 1 to 11 carbon atoms, (-) or->
Substituted, and-ch=in one or more rings may be replaced by-n=;
ring(s)
Representation of
Wherein->
Wherein one or more of-H may be independently selected from the group consisting of-F, -Cl, -CN, -Sp 3 -P 3 Halogenated or non-halogenated linear alkyl groups containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, halogenated or non-halogenated linear alkoxy groups containing 1 to 11 carbon atoms, and the like>
Substituted, and-ch=in one or more rings may be replaced by-n=;
P 1 、P 2 and P 3 Each independently represents a polymerizable group;
Sp 1 、Sp 2 and Sp 3 Each independently represents a spacer group or a single bond;
Z 1 and Z 2 Each independently represents-O-, -S-, -CO-; -CO-O-, -O-CO-O-, -CH 2 O-、-OCH 2 -、-CH 2 S-、-SCH 2 -、-CF 2 O-、-OCF 2 -、-CF 2 S-、-SCF 2 -、-(CH 2 ) d -、-CF 2 CH 2 -、-CH 2 CF 2 -、-(CF 2 ) d -、-CH＝CH-、-CF＝CF-、-CH＝CF-、-CF＝CH-、-C≡C-、-CH＝CH-CO-O-、-O-CO-CH＝CH-、-CH 2 CH 2 -CO-O-、-O-CO-CH 2 CH 2 -、-CHR 1 -、-CR 1 R 2 -or a single bond, wherein R 1 And R is 2 Each independently represents a linear or branched alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, and d represents an integer of 1 to 4; x is X 0 represents-O-, -S-, -CO-, -CF 2 -, -NH-or-NF-; and a represents 0, 1 or 2, b represents 0 or 1, wherein when a represents 2, the ring
Z, which may be the same or different 1 May be the same or different.
In some embodiments of the invention, the compound of formula RM is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
X 1 -X 10 and X 12 Each independently represents-F, -Cl, -Sp 3 -P 3 A linear alkyl or alkoxy radical having 1 to 5 carbon atoms,
The polymerizable groups to which the invention relates are groups suitable for polymerization reactions (e.g. free radical or ionic bond polymerization, polyaddition or polycondensation), or groups suitable for addition or condensation on the polymer backbone. For chain polymerization, polymerizable groups containing-CH=CH-or-C.ident.C-are particularly preferred, and for ring-opening polymerization, oxetanyl or epoxy groups, for example, are particularly preferred.
In some embodiments of the invention, the polymerizable group P 1 、P 2 And P 3 Each independently represents
or-SH; preferably, the polymerizable group P 1 、P 2 And P 3 Each independently represents- >
/>
or-SH; further preferred, the polymerizable group P 1 、P 2 And P 3 Each independently represents->
As used herein, the term "spacer group" is known to those skilled in the art and is described in the literature (e.g., pure appl. Chem.2001,73 (5), 888, and C.Tschierske, G.Pelzl, S.Diele, angew.Chem.2004,116,6340-6368). As used herein, the term "spacer group" means a flexible group that connects a mesogenic group and a polymerizable group in a polymerizable compound. Typical spacer groups are for example- (CH) 2 )p 1 -、-(CH 2 CH 2 O)q 1 -CH 2 CH 2 -、-(CH 2 CH 2 S)q 1 -CH 2 CH 2 -、-(CH 2 CH 2 NH)q 1 -CH 2 CH 2 -、-CR 0 R 00 -(CH 2 )p 1 -or- (SiR) 0 R 00 -O)p 1 -, wherein p 1 Represents an integer of 1 to 12, q 1 R represents an integer of 1 to 3 0 And R is 00 Each independently represents-H, a straight or branched alkyl group having 1 to 12 carbon atoms, or a cyclic alkyl group having 3 to 12 carbon atoms. A particularly preferred spacer group is- (CH) 2 )p 1 -、-(CH 2 )p 1 -O-、-(CH 2 )p 1 -O-CO-、-(CH 2 )p 1 -CO-O-、-(CH 2 )p 1 -O-CO-O-or-CR 0 R 00 -(CH 2 )p 1 -。
In some embodiments of the invention, the polymerizable compound of formula RM comprises 0.001% -5% (including all values therebetween) by weight of the liquid crystal composition, e.g., 0.001%, 0.002%, 0.004%, 0.005%, 0.006%, 0.008%, 0.01%, 0.02%, 0.04%, 0.06%, 0.08%, 0.1%, 0.2%, 0.25%, 0.26%, 0.27%, 0.28%, 0.29%, 0.3%, 0.32%, 0.33%, 0.34%, 0.35%, 0.4%, 0.5%, 0.6%, 0.8%, 1%, 1.2%, 1.6%, 1.8%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, or a range of values between any two thereof.
In some embodiments of the invention, the liquid crystal composition further comprises at least one additive.
In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may contain a usual nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, dopant, antioxidant, ultraviolet absorber, infrared absorber, polymerizable monomer, light stabilizer, or the like.
Possible dopants preferably added to the liquid crystal composition according to the invention are shown below:
In some embodiments of the invention, the dopant comprises 0% to 5% by weight of the liquid crystal composition; preferably, the dopant comprises 0.01% to 1% by weight of the liquid crystal composition.
The additives such as antioxidants, light stabilizers, and ultraviolet absorbers used in the liquid crystal composition of the present invention are preferably the following:
wherein n represents a positive integer of 1 to 12.
Preferably, the antioxidant is selected from the compounds shown below:
in some embodiments of the invention, the light stabilizer comprises 0% to 5% by weight of the total weight of the liquid crystal composition; preferably, the light stabilizer comprises 0.01% to 1% by weight of the total weight of the liquid crystal composition.
The liquid crystal composition containing a polymerizable compound of the present invention can be polymerized even in the absence of a polymerization initiator, but may further contain a polymerization initiator for the purpose of promoting polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzil ketals, and acylphosphine oxides.
As a polymerization method of a polymerizable compound, a method of polymerizing by irradiation with active energy rays such as ultraviolet rays or electron beams is preferable because it is desired that polymerization proceeds rapidly. When ultraviolet rays are used, a polarized light source may be used, or an unpolarized light source may be used. In addition, when polymerization is performed in a state in which the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must have appropriate transparency with respect to the active energy rays. Further, it is also possible to polymerize only a specific portion by using a mask at the time of light irradiation, then change the orientation state of the unpolymerized portion by changing the conditions such as an electric field, a magnetic field, or a temperature, and further irradiate an active energy ray to polymerize. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying a voltage to the liquid crystal composition.
The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams is preferably in a temperature range in which the liquid crystal state of the liquid crystal composition of the present invention is maintained. Preferably at a temperature near room temperature (i.e., 15-Polymerization was carried out at 35 ℃. As the lamp that generates ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used. The wavelength of the irradiated ultraviolet light is preferably ultraviolet light having a wavelength outside the absorption wavelength region of the liquid crystal composition, and is preferably used by blocking ultraviolet light if necessary. The intensity of the irradiated ultraviolet rays is preferably 0.1mW/cm 2 -50mW/cm 2 . When ultraviolet rays are irradiated, the intensity thereof may be changed, and the time for irradiating the ultraviolet rays is appropriately selected according to the intensity of the irradiated ultraviolet rays, preferably 10s to 600s.
As used herein, the terms "tilt" and "tilt angle" will be understood as the tilt alignment of liquid crystal molecules with respect to the cell surface in a liquid crystal display device (in the present invention, VA, IPS or FFS type liquid crystal display device is preferred). The tilt angle represents the average angle (< 90 °) formed between the longitudinal molecular axis of the liquid crystal molecules (liquid crystal director loss) and the surface of the outer plate of the liquid crystal cell. A low value of the tilt angle (i.e., a large angle deviating from 90 deg.) corresponds to a large tilt.
In still another aspect, the present invention also provides a liquid crystal display device comprising the above liquid crystal composition.
In some embodiments of the invention, the above-described liquid crystal composition is particularly suitable for use in VA, IPS or FFS type display elements.
The beneficial effects are that: compared with the prior art, the liquid crystal composition has smaller rotational viscosity and higher VHR (UV) under the conditions of maintaining proper clear point, proper optical anisotropy, proper absolute value of dielectric anisotropy and proper VHR (initial), so that a liquid crystal display device comprising the liquid crystal composition has higher response speed, better low-temperature stability and higher reliability.
Detailed Description
The invention will be described below in connection with specific embodiments. The following examples are illustrative of the present invention and are not intended to limit the present invention. Other combinations and various modifications within the spirit of the invention may be made without departing from the spirit or scope of the invention.
In the present invention, unless otherwise specified, the contents refer to weight percentages.
For ease of expression, in each of the following examples, the group structure of each compound is represented by the code listed in Table 2:
TABLE 2 group Structure codes for Compounds
Take as an example a compound of the formula:
the structural formula is expressed by codes listed in table 2, and can be expressed as follows: nCCGF, where n in the code represents the number of C atoms in the left-hand alkyl group, e.g., n is "3", i.e., the alkyl group is-C 3 H 7 The method comprises the steps of carrying out a first treatment on the surface of the C in the code represents 1, 4-cyclohexylene, G represents 2-fluoro-1, 4-phenylene and F represents a fluorine substituent.
The shorthand designations for the test items in the following examples are as follows:
cp clearing point (nematic phase-isotropic phase transition temperature, DEG C)
Delta n optical anisotropy (589 nm,20 ℃ C.)
Delta epsilon dielectric anisotropy (1 KHz,20 ℃ C.)
VHR (initial) initial voltage holding ratio (%)
Voltage holding ratio after VHR (UV) ultraviolet light (UV) irradiation (%)
t -30℃ Low temperature storage time (day, -30 ℃ C.)
γ 1 Rotational viscosity (mPa.s, 20 ℃ C.)
Pretilt angle (°,20 ℃ C.) formed after PTA1 ultraviolet (UV 1) irradiation
Wherein, the liquid crystal display device comprises a liquid crystal display device,
cp: obtained by a melting point tester test.
An: the product was obtained by testing at 20℃under a sodium light (589 nm) source using an Abbe refractometer.
Δε：Δε＝ε || -ε ⊥ Wherein ε is || For dielectric constant parallel to the molecular axis ε ⊥ Is the dielectric constant perpendicular to the molecular axis; test conditions: VA type test box with 20 deg.C, 1KHz and box thickness of 6 μm.
VHR (initial): the initial voltage retention rate is tested by using a TOY06254 type liquid crystal physical property evaluation system; the test temperature is 60 ℃, the test voltage is 5V, the test frequency is 6Hz, and the thickness of the TN type test box is 9 mu m.
VHR (UV) was tested using a TOY06254 type liquid crystal physical property evaluation system; using a wavelength of 365nm and an energy of 6000mJ/cm 2 After the UV light of (2) is irradiated to the liquid crystal, the test temperature is 60 ℃, the test voltage is 5V, the test frequency is 6Hz, and the thickness of the TN type test box is 9 mu m.
t -30℃ : the nematic liquid crystal medium was placed in a glass bottle, stored at-30℃and the time recorded when crystal precipitation was observed.
γ 1 : the liquid crystal display is obtained by testing by using an LCM-2 liquid crystal physical property evaluation system; test conditions: 20 ℃, 160-240V and 20 mu m thick test box.
PTA1: the PTA was tested using the crystal rotation method, liquid crystal was poured into a VA type test cell (cell thickness 3.5 μm), voltage (15V, 60 Hz) was applied, and simultaneously irradiation was performed for 90s using ultraviolet light UV1, so that the polymerizable compound was polymerized to form pretilt angle PTA1.
The components used in the examples below were synthesized by known methods or obtained commercially. These synthetic techniques are conventional and the resulting liquid crystal compounds have been tested to meet the electronic class of compound standards.
Liquid crystal compositions were prepared in accordance with the proportions of the respective liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared by mixing the components in proportion by a conventional method in the art, such as heating, ultrasonic wave, suspending and the like.
Comparative example 1
The liquid crystal composition of comparative example 1 was prepared according to each of the compounds listed in table 3 and weight percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 3 formulation of liquid Crystal composition and results of Performance parameter test
Example 1
The liquid crystal composition of example 1 was prepared according to the respective compounds listed in table 4 and weight percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 4 formulation of liquid Crystal composition and results of Performance parameter test
From a comparison of comparative example 1 and example 1, it is understood that the liquid crystal composition of the present invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining an appropriate clearing point, an appropriate optical anisotropy, an appropriate absolute value of dielectric anisotropy, and an appropriate VHR (initial).
Example 2
The liquid crystal composition of example 2 was prepared according to the respective compounds listed in table 5 and weight percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 5 formulation of liquid Crystal composition and results of Performance parameter test
Example 3
Liquid crystal compositions were prepared from the compounds listed in Table 6 in an amount of 0.3% by weight
The liquid crystal compositions shown in table 6 were added as example 3, and filled between two substrates of a liquid crystal display for performance test.
TABLE 6 formulation of liquid Crystal composition and results of Performance parameter test
Example 4
Liquid crystal compositions were prepared from the compounds listed in Table 7 in an amount of 0.3% by weight
The liquid crystal compositions shown in table 7 were added as example 4, and filled between two substrates of a liquid crystal display for performance test.
TABLE 7 formulation of liquid Crystal composition and results of Performance parameter test
Example 5
Liquid crystal compositions were prepared from the compounds listed in Table 8 in an amount of 0.3% by weight
The liquid crystal compositions shown in table 8 were added as example 5, and filled between two substrates of a liquid crystal display for performance test.
TABLE 8 formulation of liquid Crystal composition and results of Performance parameter test
Example 6
Liquid crystal compositions were prepared from the compounds listed in Table 9 in an amount of 0.3% by weight
The liquid crystal composition shown in table 9 was added as example 6, and it was filled between two substrates of a liquid crystal display for performance test.
TABLE 9 formulation of liquid Crystal composition and results of Performance parameter test
Example 7
Liquid crystal compositions were prepared from the compounds listed in Table 10 in an amount of 0.3% by weight
The liquid crystal composition shown in table 10 was added as example 7, and it was filled between two substrates of a liquid crystal display for performance test.
TABLE 10 formulation of liquid Crystal composition and results of Performance parameter test
Example 8
Liquid crystal compositions were prepared from the compounds listed in Table 11 in an amount of 0.3% by weight
The liquid crystal composition shown in table 11 was added as example 8, and it was filled between two substrates of a liquid crystal display for performance test.
TABLE 11 formulation of liquid Crystal composition and results of Performance parameter test
Example 9
The addition of 0.3% of RM-1-1 polymerizable compound to the liquid crystal composition of example 2 allows polymerization with a faster angular velocity, resulting in a smaller pretilt angle, pta1=1.5 °.
In summary, the liquid crystal composition of the present invention has a smaller rotational viscosity and a higher VHR (UV) while maintaining a proper clearing point, a proper optical anisotropy, a proper absolute value of dielectric anisotropy, and a proper VHR (initial), so that a liquid crystal display device including the same has a faster response speed, a better low temperature stability, and a higher reliability. And the dielectric anisotropy of the present application is only sacrificed by up to 25% in terms of 34% (summarized by comparison of example 8 and comparative example 1), i.e., the liquid crystal composition of the present application allows the liquid crystal composition of the present application to simultaneously give a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a suitable VHR (initial), a smaller rotational viscosity and a higher VHR (UV) by the compounding of the components.
The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the present invention and to implement it, but not limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be included in the scope of the present invention.
Claims (12)
1. A liquid crystal composition comprising at least one compound of formula F, at least one compound of formula I, and at least one compound of formula II:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R F1 represents-H, halogen, straight-chain or branched alkyl having 1 to 12 carbon atoms,
Wherein one or not adjacent two or more of the straight-chain or branched alkyl groups having 1 to 12 carbon atoms are-CH 2 -being able to be replaced independently of each other by-c≡c-, -O-, -CO-O-or-O-CO-, and one or more-H of said linear or branched alkyl groups containing 1 to 12 carbon atoms being able to be replaced independently of each other by-F or-Cl;
R 1 、R 2 、R 3 and R is 4 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Wherein one or not adjacent two or more of the straight-chain or branched alkyl groups having 1 to 12 carbon atoms are-CH 2 -can be replaced independently of each other by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-, single bonds in one or more rings can be replaced by double bonds, wherein +.>
Wherein-ch=in one or more rings can be replaced by-n=;
ring(s)
Representation->
X F representation-O-, O- -S-or-CO-;
L F1 、L F2 、L 1 and L 2 Each independently represents-H, -F, -Cl, -CF 3 or-OCF 3 ；
L 3 、L 4 、L 5 And L 6 Each independently represents-F, -Cl, -CF 3 or-OCF 3 ；
Z F1 And Z F2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
n F1 And n F2 Each independently represents 0, 1 or 2, wherein when n F1 When 2 is represented, the ring
Identical or different, where, when n F2 When 2 is indicated, the ring->
Identical or different, Z F2 The same or different;
n F3 an integer of 0 to 4; and is also provided with
n 1 And n 2 Each independently represents 0 or 1.
2. The liquid crystal composition according to claim 1, wherein the compound of formula F is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
X F1 and X F2 Each independently represents-CH 2 -or-O-.
3. The liquid crystal composition according to claim 1, wherein the compound of formula I is selected from the group consisting of:
Wherein, the liquid crystal display device comprises a liquid crystal display device,
R 1 ' and R 2 ' each independently represents a straight or branched alkyl group containing 1 to 11 carbon atoms.
4. The liquid crystal composition according to claim 1, wherein the compound of formula II is selected from the group consisting of:
5. The liquid crystal composition according to claim 1, wherein the liquid crystal composition further comprises at least one compound of formula N:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R N1 and R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Wherein one or not adjacent two or more of the straight-chain or branched alkyl groups having 1 to 12 carbon atoms are-CH 2 -can be replaced independently of each other by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
And (C) a ring->
Each independently represents->
Wherein the method comprises the steps of
One or more of-CH 2 Can be replaced by-O-wherein +.>
Wherein-ch=in one or more rings can be replaced by-n=;
Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
L N1 And L N2 Independently of each other, -H, alkyl having 1 to 3 carbon atoms or halogen;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0.ltoreq.n N1 +n N2 Not more than 3, wherein when n N1 When=2 or 3, the ring
Identical or different, Z N1 The same or different; and is also provided with
When n is N1 +n N2 When=1, the compound of formula N does not contain a duplex structure.
6. The liquid crystal composition according to claim 5, wherein the compound of formula N is selected from the group consisting of:
7. The liquid crystal composition according to claim 5, further comprising at least one compound of formula M:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R M1 and R is M2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Wherein one or not adjacent two or more of the straight-chain or branched alkyl groups having 1 to 12 carbon atoms are-CH 2 -can be replaced independently of each other by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Ring->
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-, single bonds in one or more rings can be replaced by double bonds, wherein +.>
Can be substituted by halogen;
Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-C≡C-、-CH＝CH-、-CH 2 CH 2 -or- (CH) 2 ) 4 -; and is also provided with
n M Represents 0, 1 or 2, wherein when n M When=2, the ring
Identical or different, Z M2 The same or different.
8. The liquid crystal composition according to claim 7, wherein the compound of formula M is selected from the group consisting of:
9. The liquid crystal composition according to claim 1, characterized in that it further comprises at least one polymerizable compound of formula RM:
wherein, the liquid crystal display device comprises a liquid crystal display device,
R 5 represents-H, halogen, -CN, -Sp 2 -P 2 A linear or branched alkyl group having 1 to 12 carbon atoms,
Wherein said straight or branched alkyl group having 1 to 12 carbon atoms,/or->
One or not adjacent two or more-CH 2 Can be independently and individually substituted by-ch=ch-, -C.ident.C-, -O-, -CO-, a part of-CO-O-or-O-CO-substitution, and one or more of-H can each independently be substituted with-F or-Cl;
ring(s)
And (C) a ring->
Each independently represents->
Wherein->
One or more of-CH 2 -can be replaced by-O-and one or more single bonds in the ring can be replaced by double bonds, wherein +.>
Wherein one or more of-H can be independently replaced by-F, -Cl, -CN, -Sp 3 -P 3 A halogenated or non-halogenated linear alkyl group having 1 to 12 carbon atoms, a halogenated or non-halogenated linear alkoxy group having 1 to 11 carbon atoms, </sub > >
Substitution, and-ch=can be replaced by-n=in one or more rings;
ring(s)
Representation->
Wherein->
Wherein one or more of-H can be independently replaced by-F, -Cl, -CN, -Sp 3 -P 3 A halogenated or non-halogenated linear alkyl group having 1 to 12 carbon atoms, a halogenated or non-halogenated linear alkoxy group having 1 to 11 carbon atoms, </sub >>
Substitution, and-ch=can be replaced by-n=in one or more rings;
P 1 、P 2 and P 3 Each independently represents a polymerizable group;
Sp 1 、Sp 2 and Sp 3 Each independently represents a spacer group or a single bond;
Z 1 and Z 2 Each independently represents-O-, -S-, -CO-; -CO-O-, -O-CO-O-, -CH 2 O-、-OCH 2 -、-CH 2 S-、-SCH 2 -、-CF 2 O-、-OCF 2 -、-CF 2 S-、-SCF 2 -、-(CH 2 ) d -、-CF 2 CH 2 -、-CH 2 CF 2 -、-(CF 2 ) d -、-CH＝CH-、-CF＝CF-、-CH＝CF-、-CF＝CH-、-C≡C-、-CH＝CH-CO-O-、-O-CO-CH＝CH-、-CH 2 CH 2 -CO-O-、-O-CO-CH 2 CH 2 -、-CHR 1 -、-CR 1 R 2 -or a single bond, wherein R 1 And R is 2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, and d represents an integer of 1 to 4;
X 0 represents-O-, -S-, -CO-, -CF 2 -, -NH-or-NF-; and is also provided with
a represents 0, 1 or 2, b represents 0 or 1, wherein when a represents 2, the ring
Identical or different, Z 1 The same or different.
10. The liquid crystal composition according to claim 7, wherein the compound of formula F is 0.1-30% by weight of the liquid crystal composition; the weight percentage of the compound of the general formula I in the liquid crystal composition is 0.1-30%; the compound of the general formula II accounts for 0.1-50% of the weight of the liquid crystal composition; the compound of the general formula N accounts for 0.1-40% of the weight of the liquid crystal composition; the compound of the general formula M accounts for 0.1-60% of the weight of the liquid crystal composition.
11. The liquid crystal composition of claim 1, further comprising at least one additive.
12. A liquid crystal display device comprising the liquid crystal composition of any one of claims 1 to 11.
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| CN107257839A (en) * | 2015-03-13 | 2017-10-17 | 默克专利股份有限公司 | Liquid crystal media |
| CN108264498A (en) * | 2017-08-16 | 2018-07-10 | 石家庄诚志永华显示材料有限公司 | Compound, the liquid crystal media comprising the compound and its application |
| JP2019147859A (en) * | 2018-02-26 | 2019-09-05 | Jnc株式会社 | Liquid crystal composition and liquid crystal display element |
| CN110300746A (en) * | 2017-02-27 | 2019-10-01 | 捷恩智株式会社 | Compound, liquid-crystal composition and liquid crystal display element with dibenzofurans ring |
| CN112779025A (en) * | 2020-01-07 | 2021-05-11 | 默克专利股份有限公司 | Liquid-crystalline medium |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107257839A (en) * | 2015-03-13 | 2017-10-17 | 默克专利股份有限公司 | Liquid crystal media |
| CN110300746A (en) * | 2017-02-27 | 2019-10-01 | 捷恩智株式会社 | Compound, liquid-crystal composition and liquid crystal display element with dibenzofurans ring |
| CN108264498A (en) * | 2017-08-16 | 2018-07-10 | 石家庄诚志永华显示材料有限公司 | Compound, the liquid crystal media comprising the compound and its application |
| JP2019147859A (en) * | 2018-02-26 | 2019-09-05 | Jnc株式会社 | Liquid crystal composition and liquid crystal display element |
| CN112779025A (en) * | 2020-01-07 | 2021-05-11 | 默克专利股份有限公司 | Liquid-crystalline medium |
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