CN116496795A - Liquid crystal composition and liquid crystal display panel - Google Patents
Liquid crystal composition and liquid crystal display panel Download PDFInfo
- Publication number
- CN116496795A CN116496795A CN202211440047.0A CN202211440047A CN116496795A CN 116496795 A CN116496795 A CN 116496795A CN 202211440047 A CN202211440047 A CN 202211440047A CN 116496795 A CN116496795 A CN 116496795A
- Authority
- CN
- China
- Prior art keywords
- liquid crystal
- crystal composition
- independently
- carbon atoms
- display panel
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 163
- 239000000203 mixture Substances 0.000 title claims abstract description 85
- 150000001875 compounds Chemical class 0.000 claims abstract description 44
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 33
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 20
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 17
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 17
- 125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 15
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 15
- 125000005133 alkynyloxy group Chemical group 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims description 18
- 239000000758 substrate Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 10
- 230000007935 neutral effect Effects 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 8
- 238000006467 substitution reaction Methods 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- -1 methoxy, ethyl Chemical group 0.000 description 37
- 238000005452 bending Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 6
- 230000002349 favourable effect Effects 0.000 description 5
- 230000009286 beneficial effect Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 2
- 125000000474 3-butynyl group Chemical group [H]C#CC([H])([H])C([H])([H])* 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 230000002596 correlated effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- YCLAMANSVUJYPT-UHFFFAOYSA-L aluminum chloride hydroxide hydrate Chemical compound O.[OH-].[Al+3].[Cl-] YCLAMANSVUJYPT-UHFFFAOYSA-L 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—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
-
- 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
-
- 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
- C09K19/34—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
- C09K2019/3408—Five-membered ring with oxygen(s) in fused, bridged or spiro ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Nonlinear Science (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention provides a liquid crystal composition and a liquid crystal display panel, wherein the liquid crystal composition comprises one or more ofA compound represented by the formula; wherein m and n are independently of each other 0, 1, 2 or 3; l (L) 1 、L 2 H, F, cl, br, I, CN, or alkyl having 1 to 15 carbon atoms; r is R 1 And R is 2 H, F, cl, br, I, CN, SCN, NCS, SF independently of each other 5 Or an alkyl or alkoxy group having 1 to 15 carbon atoms, or an alkenyl, alkenyloxy, alkynyl or alkynyloxy group having 2 to 15 carbon atoms; z is Z 1 And each Z 2 Independently of one another, is a single bond, -O-, -CF 2 O‑、‑OCF 2 ‑、‑CH 2 CH 2 ‑、‑CH 2 O-or-OCH 2 ‑，And each ofEach independently of the other is Or (b)
Description
Technical Field
The present disclosure relates to the field of display, and in particular, to a liquid crystal composition and a liquid crystal display panel.
Background
With the development of display technology, flat display devices such as liquid crystal display devices (Liquid Crystal Display, LCD) have been widely used in various consumer electronic products such as mobile phones, televisions, personal digital assistants, digital cameras, notebook computers, and desktop computers, and have become the mainstream of display devices, because of their advantages such as high image quality, power saving, thin body, and wide application range.
In order to meet the demands of various consumer electronics, liquid crystal materials for display elements and display devices such as IPS display mode, FFS display mode, and VA display mode are required to have (1) a low driving voltage: the liquid crystal material has larger dielectric anisotropy; (2) fast response: the liquid crystal material has smaller viscosity and larger elastic coefficient; (3) high temperature resistance: the liquid crystal material has higher clearing point; (4) high contrast: the liquid crystal material has suitable optical anisotropy and dielectric negativity.
In order to show better display effect, the contrast ratio, response time and other performances of the existing liquid crystal display panel need to be further improved.
Disclosure of Invention
The invention provides a liquid crystal composition and a liquid crystal display panel, which are used for improving the performances of contrast ratio, response time and the like of the liquid crystal display panel.
In order to solve the problems, the technical scheme provided by the invention is as follows:
the invention provides a liquid crystal composition, which comprises one or more compounds represented by a formula I:
wherein m and n are independently of each other 0, 1, 2 or 3;
L 1 、L 2 h, F, cl, br, I, CN, or alkyl having 1 to 15 carbon atoms;
Z 1 、Z 2 independently of one another, is a single bond, -O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -cf=ch-, -ch=cf-, -cf=cf-, -ch=ch-, or-c≡c-; the Z is 1 Said Z 2 Wherein H is zero substituted or mono substituted or polysubstituted by F, cl, br or I;
each of which is provided withAnd each->Independently of one another->
Said->And said->Wherein H is zero substituted or mono substituted or polysubstituted by F, cl or Br;
R 1 and R is 2 H, F, cl, br, I, CN, SCN, independently of one another,NCS、SF 5 Or an alkyl or alkoxy group having 1 to 15 carbon atoms, or an alkenyl, alkenyloxy, alkynyl or alkynyloxy group having 2 to 15 carbon atoms; the R is 1 Terminal group of (C), said R 2 Is zero-substituted or monosubstituted by H, CN or CF3, said R 1 Said R is 2 Middle CH 2 The radicals being-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -, -CF=CH-, -CH=CF-, -CF=CF-, -CH=CH-or-C≡C-zero or one or more substitutions, and the heteroatoms are not directly bonded.
Alternatively, in some embodiments of the invention, the L 1 Said L 2 H, F independently of each other.
Alternatively, in some embodiments of the invention, the L 1 And said L 2 All are F.
Optionally, in some embodiments of the invention, the Z 1 Said Z 2 Independently of one another, is a single bond, -O-, -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -。
Alternatively, in some embodiments of the present invention, the compound represented by formula I is selected from one or more of the compounds represented by the following sub-formulae I-1 to I-27; the sub-formulae I-1 to I-27 are in particular:
wherein R is 1 And R is 2 H, F, or alkyl or alkoxy having 1 to 7 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 7 carbon atomsThe R is 1 Said R is 2 One or two CH 2 The radicals being-O-, -C (O) O-, -OC (O) -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -substitution and non-direct bonding of heteroatoms; the alkyl or alkoxy groups are preferably straight-chain compounds having 1 to 7 carbon atoms.
Alternatively, in some embodiments of the present invention, the compound represented by formula I is selected from one or more of the following sub-formulae IA-1 to IA-27, and formulas IA-1 to IA-27 are specifically:
optionally, in some embodiments of the present invention, the liquid crystal composition further comprises a neutral monomer comprising any one or more of the compounds represented by formulas ii 1 to ii 9; the formulae II 1 to II 9 are in particular:
wherein R is 3 And R is 4 Independently of one another, alkyl or alkoxy having 1 to 10 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms; the R is 3 And said R 4 Wherein the H atoms are zero substituted or mono substituted or polysubstituted by F, cl, br or I.
Optionally, in some embodiments of the invention, the liquid crystal composition further comprises a polar monomer comprising any one or more of the compounds represented by formulas iii 1 to iii 5; the formulae III 1 to III 5 are in particular:
wherein R is 5 And R is 6 Independently of one another, alkyl or alkoxy having 1 to 10 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms;the R is 5 And said R 6 Wherein the H atoms are zero substituted or mono substituted or polysubstituted by F, cl, br or I.
Alternatively, in some embodiments of the present invention, the liquid crystal composition includes
The saidSaid->Said->The saidSaid->Said->Said->Said->The saidSaid->Is respectively 30%, 8%, 13%, 5% by weight,8%, 6%, 10%, 6%, 8%, 6%; or alternatively
The liquid crystal composition comprises
Said->The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidSaid->Is respectively 18%, 11%, 5%, 11%, 8%, 6%, 7%, 14%; or alternatively, the process may be performed,
the saidThe liquid crystal composition comprises
Said->The saidSaid->Said->The saidSaid->The saidSaid->The saidSaid->The saidIs 35%, 5%, 10%, 8%, 9%, 2%, 4%, 10%, 6%, 7%, 4%, respectively; or alternatively, the process may be performed,
the liquid crystal composition comprises Said->The saidSaid->Said->The saidSaid->Said->Said->Said->The saidSaid->The said
Said->The saidIs respectively 10%, 5%, 9% by weight 9%, 8%, 5%, 7%; or alternatively, the process may be performed,
the liquid crystal composition comprises
The saidSaid->Said->The saidSaid->Said->Said->Said->The saidSaid->Is respectively 35%, 10%, 5%, 6%, 7%, 8%9%, 6%, 8%; or alternatively, the process may be performed,
the liquid crystal composition comprises
The saidSaid->Said->Said->Said->Said->The saidSaid->The saidSaid->The said
Said->The saidIs 35%, 3%, 5%, 3%, 8%, 9%, 8%, 6%, 4%, 6%, 3%, 4% by weight, respectively.
Correspondingly, the invention also provides a liquid crystal display panel, which comprises a first substrate, a second substrate and a liquid crystal layer, wherein the first substrate and the second substrate are oppositely arranged, the liquid crystal layer is arranged between the first substrate and the second substrate, and the liquid crystal layer comprises the liquid crystal composition according to any one embodiment of the invention.
The invention provides a liquid crystal composition and a liquid crystal display panel, wherein the liquid crystal composition has lower viscosity and larger clearing point, dielectric negativity, optical anisotropy, splay elastic coefficient and bend elastic coefficient, so that the contrast ratio of the liquid crystal display panel is improved, and the response speed of the liquid crystal display panel is accelerated.
Drawings
Technical solutions and other advantageous effects of the present application will be made apparent from the following detailed description of specific embodiments of the present application with reference to the accompanying drawings.
Fig. 1 is a schematic structural diagram of a liquid crystal display panel according to an embodiment of the invention.
Detailed Description
The following description of the present embodiments and/or examples will be provided for clarity and completeness of the description of the present embodiments and/or examples, and it is apparent that the embodiments and/or examples described below are merely some, but not all, embodiments and/or examples of the present invention. All other embodiments and/or examples, which a person of ordinary skill in the art would achieve without undue burden, are within the scope of the invention based on embodiments and/or examples in the present invention.
The directional terms mentioned in the present invention, such as [ upper ], [ lower ], [ left ], [ right ], [ front ], [ rear ], [ inner ], [ outer ], [ side ], etc., are only referring to the directions of the attached drawings. Accordingly, directional terminology is used to describe and understand the invention and is not intended to be limiting. The terms "first," "second," and the like are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implicitly indicating the number of technical features indicated. Thus, a feature defining "a first", "a second", etc. may explicitly or implicitly include one or more such feature.
The embodiment of the invention provides a liquid crystal composition and a liquid crystal display panel comprising the same, so as to improve the performances of the liquid crystal display panel, such as contrast ratio, response time and the like.
In one embodiment, the present invention provides a liquid crystal composition comprising one or more compounds represented by formula i:Ⅰ
wherein m and n are independently of each other 0, 1, 2 or 3; preferably said m and said n are independently of each other 0, 1 or 2; it is particularly preferred that said m and said n are independently of each other 0 or 1.
L 1 、L 2 H, F, cl, br, I, CN, or alkyl having 1 to 15 carbon atoms; preferably said L 1 Said L 2 H, F independently of each other; particularly preferably said L 1 And said L 2 All are F.
Z 1 、Z 2 Independently of one another, is a single bond, -O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -cf=ch-, -ch=cf-, -cf=cf-, -ch=ch-, or-c≡c-; preferably, said Z 1 Said Z 2 Independently of one another, is a single bond, -O-, -C (O) O-, -OC (O) -, -CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CH 2 O-、-OCH 2 -, -ch=ch-, or-c≡c-; special purposePreferably, the Z 1 Said Z 2 Independently of one another, is a single bond, -O-, -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -. The Z is 1 Said Z 2 May be substituted with F, cl, br, I.
Each of which is provided withAnd each->Independently of one another->
Preferably each of said->And each of said->Each independently of the other is-> Particularly preferably each of said +.>And each of said->Each independently of the other isSaid->And said->May be substituted with F, cl, br.
R 1 And R is 2 H, F, cl, br, I, CN, SCN, NCS, SF independently of each other 5 The method comprises the steps of carrying out a first treatment on the surface of the Preferably said R 1 And said R 2 Independently of one another, H or F. Alternatively, the R 1 And said R 2 Independently of each other, an alkyl group having 1 to 15 carbon atoms or an alkoxy group, which may be a linear group or a branched group, which is a linear aliphatic hydrocarbon group, which is a branched aliphatic hydrocarbon group; preferably said R 1 And said R 2 Independently of one another, are linear radicals having from 1 to 7 carbon atoms; particularly preferably said R 1 And said R 2 Independently of one another, methyl, methoxy, ethyl, ethoxy, propyl, propoxy, butyl, butoxy, pentyl, pentoxy, hexyl or hexoxy. Alternatively, the R 1 And said R 2 Independently of one another, an alkenyl group, an alkenyloxy group, an alkynyl group or an alkynyloxy group having 2 to 15 carbon atoms, the alkenyl group, the alkenyloxy group, the alkynyl group, the alkynyloxy group being either a straight-chain group or a branched-chain group, and the alkenyl group, the alkenyloxy group, the alkynyl group, the alkynyloxy group having at least one carbon-carbon double bond or carbon-carbon triple bond; preferably said R 1 And said R 2 Independently of one another, alkenyl or alkynyl having 2 to 7 carbon atoms, with particular preference being given to R 1 And said R 2 Independent of each other, vinyl, prop-1-enyl, prop-2-enyl, but-1-enyl, but-2-enyl, but-3-enyl, pent-1-enyl, pent-2-enyl, pent-3-enyl, pent-4-enyl, hex-1-enyl, hex-2-enyl, hex-3-enyl, hex-4-enyl, hex-5-enyl, hept-1-enyl, hept-2-enyl, hept-3-enyl, hept-4-enyl, hept-5-enyl, hept-6-enyl, ethynyl, prop-1-ynyl, prop-2-ynyl, but-1-ynyl, but-2-ynyl, but-3-ynyl, pent-2-ynyl, pent-3-ynyl, pent-4-ynyl, hex-1-ynyl-2-alkynyl, hex-3-alkynyl, hex-4-alkynyl, hex-5-alkynyl, hept-1-alkynyl, hept-2-alkynyl, hept-3-alkynyl, hept-4-alkynyl, hept-5-alkynyl or hept-6-alkynyl, and alkenyl may be E and Z isomers. Among alkenyl and alkynyl groups, prop-2-enyl, but-3-enyl, pent-2-enyl, pent-3-enyl, pent-4-enyl, prop-2-ynyl, but-3-ynyl, pent-2-ynyl, pent-3-ynyl or pent-4-ynyl are preferred.
The R is 1 Terminal group of (C), said R 2 May be monosubstituted by H, CN or CF 3; the R is 1 Said R is 2 One or more CH(s) 2 The radicals may be replaced by-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -, -CF=CH-, -CH=CF-, -CF=CF-, -CH=CH-or-C≡C-substitution and making the hetero atom not directly bonded, preferably said R 1 One or more CH's in (C) 2 The radicals may be replaced by-O-, -C (O) O-, -OC (O) -CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CH 2 O-、-OCH 2 -, -CH=CH-or-C≡C-substitution and making hetero atoms not directly bonded, said R 2 One or more CH's in (C) 2 The radicals may be replaced by-O-, -C (O) O-, -OC (O) -CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CH 2 O-、-OCH 2 -, -CH=CH-or-C≡C-substitution and makes the hetero atom not directly bonded.
In one embodiment, the compound represented by formula I is selected from any one or more of the sub-formulae I-1 to I-27; the formulae I-1 to I-27 are in particular:
wherein R is 1 And R is 2 H, F, or alkyl or alkoxy having 1 to 7 carbon atoms, or having 2-alkenyl, alkenyloxy, alkynyl or alkynyloxy of 7 carbon atoms, said R 1 Said R is 2 One or two CH 2 The radicals being-O-, -C (O) O-, -OC (O) -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -substitution and non-direct bonding of heteroatoms; the alkyl or alkoxy groups are preferably straight-chain compounds having 1 to 7 carbon atoms.
Preferably, the compound represented by formula I is selected from one or more of the following sub-formulae IA-1 to IA-27, and specifically formulas IA-1 to IA-27 are:
in an embodiment of the present invention, the compound represented by formula i is optically active and has a chiral center. The compounds of the formula I can exist in the form of isomers, such as pure enantiomers, diastereomers, E isomers, Z isomers or as mixtures of a plurality of isomers in any desired ratio, for example as racemates, E/Z isomer mixtures.
In one embodiment, when the compound represented by formula i includes one synthesized by the following synthetic route:
in one embodiment, the liquid crystal composition further comprises a neutral monomer comprising any one or more of the compounds represented by formulas ii 1 to ii 9; the formulae II 1 to II 9 are in particular:
wherein R is 3 And R is 4 Independently of one another, alkyl or alkoxy having 1 to 10 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms; the R is 3 And said R 4 In (a) and (b)The H atom may be mono-or polysubstituted by F, cl, br, I.
In one embodiment, the liquid crystal composition further includes a polar monomer including any one or more of the compounds represented by formulas iii 1 to iii 5; the formulae III 1 to III 5 are in particular:
wherein R is 5 And R is 6 Independently of one another, alkyl or alkoxy having 1 to 10 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms; the R is 5 And said R 6 The H atoms in (2) may be mono-or polysubstituted by F, cl, br, I.
In one embodiment, the formula I includes from 1% to 95%, from 1% to 85%, and from 1% to 80%, by weight, of the compound, the neutral monomer, and the polar monomer, respectively. Preferably, the formula I comprises 1% to 80%, 5% to 60% and 10% to 60% by weight of the compound, the neutral monomer and the polar monomer, respectively. More preferably, the formula I includes compounds, the neutral monomer and the polar monomer in a weight percentage of 1% -70%, 10% -50% and 10% -45%, respectively.
In another embodiment, the formula I includes from 1% to 70%, from 10% to 50%, and from 10% to 45%, by weight, of the compound, the neutral monomer, and the polar monomer, respectively. Preferably, the formula I comprises 1% to 50%, 10% to 45% and 10% to 40% by weight of the compound, the neutral monomer and the polar monomer, respectively. More preferably, the formula I comprises 1% to 40%, 15% to 45% and 10% to 30% by weight of the compound, the neutral monomer and the polar monomer, respectively.
The liquid crystal composition according to the present invention will be explained in detail with reference to specific examples.
Example 1
TABLE 1
Referring to table 1, table 1 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises/>
The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidSaid->Is respectively 30%, 8% and 13% by weight、5％、8％、6％、10％、6％、8％、6％。
Response time of liquid crystal Wherein γ1 is the rotational viscosity of the liquid crystal material, d is the thickness of the liquid crystal cell, Δεis the dielectric anisotropy of the liquid crystal, V th For the threshold voltage, K11 is the splay elastic modulus, K22 is the twist elastic modulus, and K33 is the bend elastic modulus. From the above formula, the response time of the liquid crystal is positively correlated with the rotational viscosity γ1, and negatively correlated with the dielectric anisotropy Δε, the splay elastic modulus K11, and the bend elastic modulus K33. The liquid crystal composition provided in this example had a rotational viscosity γ1 of 96 mPas, a dielectric anisotropy Δεof-2.9, a splay elastic modulus K11 of 14.2 and a bend elastic modulus K33 of 15.1. The liquid crystal composition provided by the application has larger negative dielectric constant delta epsilon, smaller rotational viscosity gamma 1, larger splay elastic coefficient K11 and larger bending elastic coefficient K33, so that the liquid crystal composition has quicker response time and is beneficial to improving the response speed of a liquid crystal display panel.
The contrast of liquid crystals is related to the dielectric anisotropy of the liquid crystals, and negative dielectric anisotropy helps to improve the contrast of the liquid crystals. The compound represented by the formula I has larger negative polarity, and the liquid crystal composition has larger negative dielectric constant delta epsilon by adding the compound represented by the formula I into the liquid crystal composition, so that the contrast ratio of the liquid crystal display panel is improved.
In addition, the liquid crystal composition provided in this example has a higher clearing point Tni (87 ℃), and thus has a wider operating temperature range and a higher maximum operating temperature. The liquid crystal composition has a large negative dielectric constant delta epsilon (-2.9) at 25 ℃ and a low driving voltage.
In the liquid crystal composition provided by the embodiment, the compound represented by the formula I has larger polarity and larger dielectric negativity, and the addition of the compound is beneficial to shortening the response time of liquid crystal and improving the contrast ratio of the liquid crystal composition; the compounds of formula II have dielectric neutral, low viscosity properties, and their addition also helps to shorten the response time of the liquid crystal; the compound represented by the formula III has dielectric negativity, high Tni characteristics and the like; the compounds represented by the formula I, the formula II and the formula III in the liquid crystal composition can be appropriately adjusted according to actual needs so as to adjust various properties of the liquid crystal composition.
In summary, the liquid crystal composition provided in the embodiment has a larger dielectric negativity, a smaller rotational viscosity, a larger splay elastic coefficient, a larger bending elastic coefficient, a larger vertical dielectric constant and a higher clear point, which is beneficial to improving the response speed and contrast of the liquid crystal display panel, reducing the driving voltage of the liquid crystal display panel, expanding the working temperature range of the liquid crystal display panel, and improving the highest working temperature of the liquid crystal display panel.
The preparation method of the liquid crystal composition comprises the following steps:
step B1, weighing the preset weight according to the weight percentages of 30%, 8%, 13%, 5%, 8%, 6%, 10%, 6%, 8% and 6%, respectivelySaid->The saidSaid->The saidSaid->Said->Said->Said->The said
Step B2, sequentially adding the compounds in a melting container from low melting point to high melting point, and heating and stirring at 60-100 ℃ to enable the liquid crystal composition to be fully dissolved and mixed;
and B3, cooling the liquid crystal composition to room temperature.
Example two
TABLE 2
Referring to table 2, table 2 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises
Said->Said->Said->Said->Said->The saidSaid->The saidSaid->The saidSaid->Is 18%, 11%, 5%, 11%, 8%, 6%, 7%, 14% by weight, respectively.
Similarly, the liquid crystal composition provided by the embodiment has larger dielectric negativity, smaller rotational viscosity, larger splay elastic coefficient, larger bending elastic coefficient, larger vertical dielectric constant and higher clear point, is favorable for improving the response speed and contrast of the liquid crystal display panel, and simultaneously reduces the driving voltage of the liquid crystal display panel, expands the working temperature range of the liquid crystal display panel and improves the highest working temperature of the liquid crystal display panel.
Example III
TABLE 3 Table 3
Referring to table 3, table 3 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises />The saidSaid->Said->Said->Said->The saidSaid->The saidSaid->The saidSaid->Is 35%, 5%, 10%, 8%, 9%, 2%, 4%, 10%, 6%, 7%, 4% by weight, respectively.
Similarly, the liquid crystal composition provided by the embodiment has larger dielectric negativity, smaller rotational viscosity, larger splay elastic coefficient, larger bending elastic coefficient, larger vertical dielectric constant and higher clear point, is favorable for improving the response speed and contrast of the liquid crystal display panel, and simultaneously reduces the driving voltage of the liquid crystal display panel, expands the working temperature range of the liquid crystal display panel and improves the highest working temperature of the liquid crystal display panel.
Example IV
TABLE 4 Table 4
Referring to table 4, table 4 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises /> The saidSaid->Said->Said->Said->The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidIs respectively 10%, 5%, 9% by weight 9%, 8%, 5%, 7%.
Similarly, the liquid crystal composition provided by the embodiment has larger dielectric negativity, smaller rotational viscosity, larger splay elastic coefficient, larger bending elastic coefficient, larger vertical dielectric constant and higher clear point, is favorable for improving the response speed and contrast of the liquid crystal display panel, and simultaneously reduces the driving voltage of the liquid crystal display panel, expands the working temperature range of the liquid crystal display panel and improves the highest working temperature of the liquid crystal display panel.
Example five
TABLE 5
Referring to table 5, table 5 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises />Said->The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidThe mass percentages of (a) are 35%, 10%, 5%, 6%, 7%, 8%, 9%, 6% and 8%, respectively.
Similarly, the liquid crystal composition provided by the embodiment has larger dielectric negativity, smaller rotational viscosity, larger splay elastic coefficient, larger bending elastic coefficient, larger vertical dielectric constant and higher clear point, is favorable for improving the response speed and contrast of the liquid crystal display panel, and simultaneously reduces the driving voltage of the liquid crystal display panel, expands the working temperature range of the liquid crystal display panel and improves the highest working temperature of the liquid crystal display panel.
Example six
TABLE 6
Referring to table 6, table 6 shows the ratios of the compounds of the respective components of the liquid crystal composition and the performance parameters of the liquid crystal composition provided in this example. The liquid crystal composition comprises /> The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidSaid->The saidIs 35%, 3%, 5%, 3%, 8%, 9%, 8%, 6%, 4%, 6%, 3%, 4% by weight, respectively.
Similarly, the liquid crystal composition provided by the embodiment has larger dielectric negativity, smaller rotational viscosity, larger splay elastic coefficient, larger bending elastic coefficient, larger vertical dielectric constant and higher clear point, is favorable for improving the response speed and contrast of the liquid crystal display panel, and simultaneously reduces the driving voltage of the liquid crystal display panel, expands the working temperature range of the liquid crystal display panel and improves the highest working temperature of the liquid crystal display panel.
Referring to fig. 1, the present invention further provides a liquid crystal display panel, which includes a first substrate 11, a second substrate 12, and a liquid crystal layer 13, wherein the first substrate 11 and the second substrate 12 are disposed opposite to each other, the liquid crystal layer 13 is disposed between the first substrate 11 and the second substrate 12, and the liquid crystal layer 13 includes the liquid crystal composition according to any one of the embodiments of the present invention. The liquid crystal display panel includes the liquid crystal composition according to any one of the embodiments of the present invention, so that the liquid crystal composition according to any one of the embodiments of the present invention has technical features and advantages, and detailed descriptions thereof are omitted herein with reference to the above embodiments. The liquid crystal display panel provided by the embodiment of the invention can be any one of a vertical alignment (Vertical alignment, VA) liquid crystal display panel, a birefringence control (Electrically Controlled Birefringence, ECB) liquid crystal display panel, a plasma addressing liquid crystal display panel (Plasma Addressed Liquid Crystal, PALC), a fringe field Switching (Fringe Field Switching, FFS) liquid crystal display panel, an In-Plane Switching (IPS) liquid crystal display panel, and the like.
In summary, the embodiment of the invention provides a liquid crystal composition and a liquid crystal display panel, wherein the liquid crystal composition has low viscosity and large clearing point, dielectric negativity, optical anisotropy, splay elastic coefficient and bending elastic coefficient, so that the contrast ratio of the liquid crystal display panel is improved, and the response speed of the liquid crystal display panel is accelerated.
The liquid crystal composition and the liquid crystal display panel provided by the embodiment of the invention are described in detail, and specific examples are applied to the description of the principle and the implementation mode of the invention, and the description of the above examples is only used for helping to understand the method and the core idea of the invention; meanwhile, as those skilled in the art will have variations in the specific embodiments and application scope in light of the ideas of the present invention, the present description should not be construed as limiting the present invention.
Claims (10)
1. A liquid crystal composition comprising one or more compounds represented by formula i:
wherein m and n are independently of each other 0, 1, 2 or 3;
L 1 、L 2 h, F, cl, br, I, CN, or alkyl having 1 to 15 carbon atoms;
Z 1 、Z 2 independently of one another, is a single bond, -O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -cf=ch-, -ch=cf-, -cf=cf-, -ch=ch-, or-c≡c-; the Z is 1 Said Z 2 Wherein H is zero substituted or mono substituted or polysubstituted by F, cl, br or I;
each of which is provided withAnd each->Independently of one another->
Said->And said->Wherein H is zero substituted or mono substituted or polysubstituted by F, cl or Br;
R 1 and R is 2 H, F, cl, br, I, CN, SCN, NCS, SF independently of each other 5 Or an alkyl or alkoxy group having 1 to 15 carbon atoms, or an alkenyl, alkenyloxy, alkynyl or alkynyloxy group having 2 to 15 carbon atoms; the R is 1 Terminal group of (C), said R 2 Is zero-substituted or monosubstituted by H, CN or CF3, said R 1 Said R is 2 Middle CH 2 The radicals being-O-, -S-, -SO 2 -、-CO-、-C(O)O-、-OC(O)-、-OC(O)O-、-CF 2 O-、-OCF 2 -、-CH 2 CH 2 -、-CF 2 CF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CHF-CHF-、-CH 2 O-、-OCH 2 -cf=ch-, -ch=cf-, -CF-, -ch=ch-, or-c≡c-zero-substitution or mono-or polysubstituted, and such that the heteroatoms are not directly bonded.
2. The liquid crystal composition of claim 1, wherein L is 1 Said L 2 Independently of one another, H or F.
3. The liquid crystal composition of claim 1, wherein L is 1 And said L 2 All are F.
4. The liquid crystal composition of claim 1, wherein Z 1 Said Z 2 Independently of one another, is a single bond, -O-, -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -。
5. The liquid crystal composition according to claim 1, wherein the compound represented by formula I is selected from one or more of the following compounds represented by the sub-formulae I-1 to I-27; the sub-formulae I-1 to I-27 are in particular:
wherein R is 1 And R is 2 H, F independently of one another, or alkyl or alkoxy having 1 to 7 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 7 carbon atoms, which R is 1 Said R is 2 One or two CH 2 The radicals being-O-, -C (O) O-, -OC (O) -CF 2 O-、-OCF 2 -、-CH 2 O-、-OCH 2 -substitution and non-direct bonding of heteroatoms; the alkyl or alkoxy groups are preferably straight-chain compounds having 1 to 7 carbon atoms.
6. The liquid crystal composition according to claim 5, wherein the compound represented by formula I is selected from one or more of the following sub-formulae IA-1 to IA-27, and specifically formulas IA-1 to IA-27 are:
7. the liquid crystal composition according to claim 1, further comprising a neutral monomer comprising any one or more of the compounds represented by formulas ii 1 to ii 9; the formulae II 1 to II 9 are in particular:
wherein R is 3 And R is 4 Independently of one another, alkyl or alkoxy having 1 to 10 carbon atoms, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms; the R is 3 And said R 4 Wherein the H atoms are zero substituted or mono substituted or polysubstituted by F, cl, br or I.
8. The liquid crystal composition according to claim 1, further comprising a polar monomer comprising any one or more of compounds represented by formulas iii 1 to iii 5; the formulae III 1 to III 5 are in particular:
wherein R is 5 And R is 6 Independently of one another, alkyl or alkane having from 1 to 10 carbon atomsOxy, or alkenyl, alkenyloxy, alkynyl or alkynyloxy having 2 to 10 carbon atoms; the R is 5 And said R 6 Wherein the H atoms are zero substituted or mono substituted or polysubstituted by F, cl, br or I.
9. The liquid crystal composition of claim 1, wherein the liquid crystal composition comprises
The said
Said->Said->The said
Said->Said->The said
Said->The said
Said->Is respectively 30%, 8%, 13%, 5%, 8%, 6%, 10%, 6%, 8%, 6% by weight; or alternatively
The liquid crystal composition comprises
Said->Said->The said
Said->The said
Said->The said
Said->The said
Said->The said
Is respectively 18%, 11%, 5%, 11%, 8%, 6%, 7%, 14%; or alternatively, the process may be performed,
the liquid crystal composition comprises
The said
Said->Said->The said
Said->The said
Said->The said
Said->The said
Said->Is 35%, 5%, 10%, 8%, 9%, 2%, 4%, 10%, 6%, 7%, 4%, respectively; or alternatively, the process may be performed,
the liquid crystal composition comprises
Said->The said
Said->Said->The said
Said->The said
Said->The said
Said->The said
Said->The said
Said->Is respectively 10%, 5%, 9% by weight 9%, 8%, 5%, 7%; or alternatively, the process may be performed,
the liquid crystal composition comprises
Said->The said
Said->The said
Said->The said
Said->The said
Said->The said
Is respectively 35%, 10%, 5%, 6%, 7%, 8%, 9%, 6%, 8% by mass; or alternatively, the process may be performed,
the liquid crystal composition comprises
The said
Said->The said
Said->The said
Said->The said
Said->The said
Said->The said
Said->The said
Is 35%, 3%, 5%, 3%, 8%, 9%, 8%, 6%, 4%, 6%, 3%, 4% by weight, respectively.
10. A liquid crystal display panel comprising a first substrate, a second substrate, and a liquid crystal layer, wherein the first substrate and the second substrate are disposed opposite to each other, the liquid crystal layer is disposed between the first substrate and the second substrate, and the liquid crystal layer comprises the liquid crystal composition according to any one of claims 1 to 9.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211440047.0A CN116496795A (en) | 2022-11-17 | 2022-11-17 | Liquid crystal composition and liquid crystal display panel |
| PCT/CN2023/128224 WO2024104135A1 (en) | 2022-11-17 | 2023-10-31 | Liquid crystal composition and liquid crystal display panel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211440047.0A CN116496795A (en) | 2022-11-17 | 2022-11-17 | Liquid crystal composition and liquid crystal display panel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN116496795A true CN116496795A (en) | 2023-07-28 |
Family
ID=87325495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211440047.0A Pending CN116496795A (en) | 2022-11-17 | 2022-11-17 | Liquid crystal composition and liquid crystal display panel |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN116496795A (en) |
| WO (1) | WO2024104135A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024104135A1 (en) * | 2022-11-17 | 2024-05-23 | 惠州华星光电显示有限公司 | Liquid crystal composition and liquid crystal display panel |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004053279A1 (en) * | 2003-11-25 | 2005-06-23 | Merck Patent Gmbh | Benzofuran and benzothiophene derivatives, useful as components of liquid crystal media for electro-optical display devices are new |
| CN108865175A (en) * | 2018-05-24 | 2018-11-23 | 西安瑞立电子材料有限公司 | A kind of liquid-crystal composition containing two furans of dibenzo and its application |
| CN109762577A (en) * | 2019-02-12 | 2019-05-17 | 西安近代化学研究所 | A kind of liquid-crystal compounds, composition and compounds process for production thereof based on pentamethylene and benzofuran skeleton |
| CN114702967A (en) * | 2022-04-26 | 2022-07-05 | 北京八亿时空液晶科技股份有限公司 | Novel liquid crystal compound and preparation method and application thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW555837B (en) * | 2001-07-02 | 2003-10-01 | Merck Patent Gmbh | Chiral compounds |
| CN113667493A (en) * | 2020-05-15 | 2021-11-19 | 江苏和成显示科技有限公司 | Liquid crystal composition and liquid crystal display device |
| CN113698942B (en) * | 2020-05-22 | 2024-02-27 | 江苏和成显示科技有限公司 | Liquid crystal compound with negative dielectric anisotropy, liquid crystal composition thereof and display device |
| CN113845925B (en) * | 2020-06-28 | 2024-05-14 | 江苏和成显示科技有限公司 | Liquid crystal composition containing dibenzo derivative and liquid crystal display device |
| CN115247069A (en) * | 2021-04-27 | 2022-10-28 | 江苏和成显示科技有限公司 | Liquid crystal composition and application thereof |
| CN116496795A (en) * | 2022-11-17 | 2023-07-28 | Tcl华星光电技术有限公司 | Liquid crystal composition and liquid crystal display panel |
-
2022
- 2022-11-17 CN CN202211440047.0A patent/CN116496795A/en active Pending
-
2023
- 2023-10-31 WO PCT/CN2023/128224 patent/WO2024104135A1/en unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004053279A1 (en) * | 2003-11-25 | 2005-06-23 | Merck Patent Gmbh | Benzofuran and benzothiophene derivatives, useful as components of liquid crystal media for electro-optical display devices are new |
| CN108865175A (en) * | 2018-05-24 | 2018-11-23 | 西安瑞立电子材料有限公司 | A kind of liquid-crystal composition containing two furans of dibenzo and its application |
| CN109762577A (en) * | 2019-02-12 | 2019-05-17 | 西安近代化学研究所 | A kind of liquid-crystal compounds, composition and compounds process for production thereof based on pentamethylene and benzofuran skeleton |
| CN114702967A (en) * | 2022-04-26 | 2022-07-05 | 北京八亿时空液晶科技股份有限公司 | Novel liquid crystal compound and preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| GHAZWAN ALI SALMAN ET AL.,: "Pyrrole versus quinoline formation in the palladium catalyzed reaction of 2-alkynyl-3-bromothiophenes and 2-alkynyl-3-bromofurans with anilines. A combined experimental and computational study", 《ORG. BIOMOL. CHEM》, vol. 10, 25 October 2012 (2012-10-25), pages 9464 * |
| MAUD JACUBERT ET AL.,: "MPHT-Promoted Bromocyclization of ortho-Substituted Arylalkynes: Application to the Synthesis of 2-Substituted 3-Bromobenzofurans and -Benzo[b]thiophenes", 《EUR. J. ORG. CHEM》, 23 June 2010 (2010-06-23), pages 4492 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024104135A1 (en) * | 2022-11-17 | 2024-05-23 | 惠州华星光电显示有限公司 | Liquid crystal composition and liquid crystal display panel |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2024104135A1 (en) | 2024-05-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI654285B (en) | Liquid-crystal medium, and electro-optical display containing same | |
| KR101939739B1 (en) | Liquid crystal displays and liquid crystalline media with homeotropic alignment | |
| TWI674312B (en) | Liquid crystalline medium and liquid crystal display | |
| JP6157854B2 (en) | Polymerizable compounds and their use in liquid crystal displays | |
| KR101457281B1 (en) | Liquid crystal medium and electrooptical display containing same | |
| KR20190095153A (en) | Compounds for the homeotropic alignment of liquid-crystalline media | |
| TW201302995A (en) | Polymerisable compounds and the use thereof in liquid-crystal media and liquid-crystal displays | |
| CN116496795A (en) | Liquid crystal composition and liquid crystal display panel | |
| JP4945836B2 (en) | Liquid crystal composition and liquid crystal display device using the same | |
| CN112779025A (en) | Liquid-crystalline medium | |
| JPH0780864B2 (en) | Method of using optically active tetrahydrofuran-2-carboxylic acid ester as a dopant in a liquid crystal mixture, liquid crystal mixture having the ester and novel optically active tetrahydrofuran-2-carboxylic acid ester | |
| JP2006509853A5 (en) | ||
| EP1818384A1 (en) | Liquid crystal compound, liquid crystal composition, and liquid crystal display device | |
| JP2005314598A (en) | Nematic liquid crystal composition and liquid crystal display device using the same | |
| JP4214580B2 (en) | Nematic liquid crystal composition and liquid crystal display device using the same | |
| CN115785971A (en) | Liquid crystal composition and liquid crystal display panel | |
| JP2006206887A (en) | Liquid crystal composition | |
| CN115746870A (en) | Liquid crystal composition and liquid crystal display panel | |
| CN117511566A (en) | Liquid crystal composition and liquid crystal display panel | |
| JP6870784B2 (en) | Polymerizable liquid crystal compositions and liquid crystal display devices, and compounds | |
| CN115746871A (en) | Liquid crystal composition and liquid crystal display panel | |
| JP2007320985A (en) | Nematic liquid crystal composition and liquid crystal display element produced by using the same | |
| CN117487567A (en) | Liquid crystal composition and liquid crystal display panel | |
| CN115710514A (en) | Liquid crystal composition and liquid crystal display panel | |
| CN115975651A (en) | Liquid crystal composition and display panel |
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 |