WO2017116213A1 - Composé à cristaux liquides et composition de cristaux liquide le contenant - Google Patents

Composé à cristaux liquides et composition de cristaux liquide le contenant Download PDF

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Publication number
WO2017116213A1
WO2017116213A1 PCT/KR2016/015590 KR2016015590W WO2017116213A1 WO 2017116213 A1 WO2017116213 A1 WO 2017116213A1 KR 2016015590 W KR2016015590 W KR 2016015590W WO 2017116213 A1 WO2017116213 A1 WO 2017116213A1
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Prior art keywords
compound
liquid crystal
formula
carbon atoms
reaction
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PCT/KR2016/015590
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English (en)
Korean (ko)
Inventor
강병남
이동현
조지은
이현지
최지은
최진욱
송정인
윤성일
Original Assignee
주식회사 동진쎄미켐
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Priority claimed from KR1020160182926A external-priority patent/KR20170080514A/ko
Application filed by 주식회사 동진쎄미켐 filed Critical 주식회사 동진쎄미켐
Publication of WO2017116213A1 publication Critical patent/WO2017116213A1/fr

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    • 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
    • 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

Definitions

  • Liquid crystal compound and liquid crystal composition comprising the same
  • the present invention relates to a liquid crystal compound and a liquid crystal composition comprising the same, and more particularly, to a liquid crystal compound having high refractive anisotropy and a liquid crystal composition comprising the same.
  • Liquid crystal display devices are used in watches, electronic calculators, various electrical devices, measuring devices, automotive panels, word processors, electronic notebooks, printers, computers, televisions, and the like.
  • the liquid crystal material used in such a liquid crystal display element is capable of low voltage driving and high speed response, and is required to be operable in a wide temperature range. Specifically, in order to drive stably in a wide temperature range, the liquid crystal material exhibits stable physical properties at about -20 ° C or less (low temperature stability), and is required to have a transparent point of about 70 ° C or more.
  • the liquid crystal material is required to have a high absolute value of dielectric anisotropy, a low rotational viscosity, and an appropriate elastic modulus (Kn, K 22 , K 33 average values).
  • the liquid crystal display device may have twisted nematic (TN), super-twisted nematic (STN), ln-plane switching (IPS), fringe field switching (FFS), or VA (depending on the characteristics of the LCD panel). Viral alignment) and the like, and the required physical properties of the various liquid crystal display devices 1 to 2 It is impossible to satisfy
  • the present invention is to provide a liquid crystal compound having a high refractive index anisotropy and a manufacturing method thereof.
  • this invention is providing the liquid crystal composition containing 1 or more types of said liquid crystal compounds.
  • this invention is providing the liquid crystal display element containing the said liquid crystal composition.
  • the present invention provides a liquid crystal compound represented by the following formula (1):
  • R 2 is alkyl having 1 to 10 carbon atoms or alkoxy having 1 to 10 carbon atoms
  • R 3 is alkyl having 1 to 10 carbon atoms, alkoxy having 1 to 10 carbon atoms,
  • alkenyl having 2 to 10 carbon atoms Ring A is cyclonuylene or phenylene
  • Xi to X 3 are each independently hydrogen, halogen, or 1 to C
  • n is an integer of 0-2.
  • the present invention also provides a liquid crystal composition comprising at least one liquid crystal compound.
  • the present invention provides a liquid crystal display device comprising the liquid crystal composition.
  • liquid crystal compound of the present invention VA, MVA, PVA, PS-VA, PALC, FFS, PS-FFS, IPS or PS-IPS mode having high refractive index anisotropy and requiring a quick response time
  • the liquid crystal composition optimized for the liquid crystal display element of can be provided.
  • FIG. 1 is a schematic diagram of a liquid crystal display device according to an embodiment.
  • the liquid crystal compound of the present invention is represented by the following general formula (1):
  • Ri is alkyl having 2 to 10 carbon atoms or alkoxy having 1 to 10 carbon atoms
  • f is alkyl having 1 to 10 carbon atoms or alkoxy having 1 to 10 carbon atoms
  • R 3 is alkyl having 1 to 10 carbon atoms and alkoxy having 1 to 10 carbon atoms Or alkenyl having 2 to 10 carbon atoms,
  • Ring A is cyclonuylene or phenylene
  • Li and L 2 are each independently a single bond, -CH 2 0-, -OCH2-, -CH2CH2-,-
  • CH CH-, -C ⁇ C-, -CH 2 CF2-, -CHFCHF-, -CF 2 CH 2- , -CH 2 CHF-, -CHFCH 2 -,-
  • Xi to X 3 are each independently hydrogen, halogen, or haloalkyl of 1 to 4 carbon atoms,
  • n is an integer of 0-2.
  • the liquid crystal composition of this invention contains 1 or more types of said liquid crystal compounds.
  • the liquid crystal display element of this invention contains the said liquid crystal composition.
  • terms such as first and second are used to describe various components, and the terms are used only for the purpose of distinguishing one component from other components.
  • each layer or element is referred to as being formed “on” or “on” of each layer or element, each layer or element is It means that it is formed directly on each layer or element, or that another layer or element can be further formed between each layer, the object, the substrate.
  • Liquid crystal compound according to an aspect of the present invention is represented by the following formula 1: [Formula 1]
  • f3 ⁇ 4 is alkyl of 1 to 10 carbon atoms or alkoxy of 1 to 10 carbon atoms :
  • R 3 is alkyl of 1 to 10 carbon atoms, alkoxy of 1 to 10 carbon atoms Or alkenyl having 2 to 10 carbon atoms,-ring A is cyclonuylene or phenylene,
  • Xi to X 3 are each independently hydrogen, halogen, or haloalkyl of 1 to 4 carbon atoms, n is an integer of 0-2.
  • the viscosity and various physical properties of the liquid crystal may be adjusted according to the control of the substituent of the 4,4-disubstituted cyclonuclear group located at the terminal, and thus the liquid crystal phase may be optimized. Specifically, when one of the 4-position substituents of the terminal cyclonuclear group is alkyl, as the carbon number of the other substituents decreases, high transparent point and high refractive index anisotropy value may be exhibited.
  • the liquid crystal compound may realize physical property values such as refractive anisotropy and dielectric anisotropy, which are variously required by controlling two substituents as compared to when a substituent of a terminal cyclonuclear group is broken.
  • ⁇ may be alkyl having 2 to 5 carbon atoms or alkoxy having 1 to 5 carbon atoms
  • R 2 and R 3 may be each independently alkyl having 1 to 5 carbon atoms or alkoxy having 1 to 5 carbon atoms.
  • ⁇ is alkyl having 2 to 5 carbon atoms
  • R 2 is alkyl having 1 to 5 carbon atoms
  • Rr is an alkyl group of a carbon number of 2 to 5
  • R 2 is either an alkoxy group having 1 to 5 carbon atoms
  • Or may be alkoxy having 1 to 5 carbon atoms
  • R 2 may be alkyl having 1 to 5 carbon atoms.
  • both and R 2 may be ethyl.
  • Rr ethyl, propyl, butyl, or pentyl and R 2 may be methyl or mesoxy.
  • ⁇ may be methoxy, ethoxy, propoxy, appendix, or phenoxy, and R 2 may be methyl.
  • R 3 may be methyl, ethyl, mesooxy, hydroxy, vinyl, or 1-propenyl.
  • L 2 may each be a single bond.
  • a single bond means the case where no separate atom exists in the part represented by and L ⁇ 2> .
  • ⁇ to X3 may be each independently hydrogen, halogen, or haloalkyl having 1 or 2 carbon atoms.
  • haloalkyl means alkyl substituted with one or more halogens.
  • X to X 3 may be each independently hydrogen, fluoro, or trifluoromethyl.
  • X and X 2 may each be fluoro and x 3 may be hydrogen.
  • above and x 3 are each hydrogen, X 2 may be fluoro.
  • d) and x 2 may each be hydrogen and X 3 may be fluoro.
  • the hydrogen, X 2 and X 3 may each be pullouro.
  • X and X 2 may be fluoro
  • X 3 may be hydrogen.
  • d) to X 3 may be all hydrogen.
  • n may be 0, wherein the liquid crystal compound may have two rings.
  • n may be 1, wherein the liquid crystal compound may have three rings.
  • the ⁇ may be 2, wherein the liquid crystal compound may have four rings.
  • Representative examples of the liquid crystal compound represented by Formula 1 may be one of the compounds represented by Formula 1-1 to 1-20: [Formula 1-1]
  • the liquid crystal compounds of Formulas 1-1 to 1-12, 1-19, and 1-20 may contain two fluoro atoms in a benzene ring to exhibit negative dielectric anisotropy, and may be represented by Formulas 1-13 to 1-18.
  • the liquid crystal compound of may contain only hydrogen atoms in the benzene ring to represent neutrality.
  • the liquid crystal compound represented by Chemical Formula 1 according to one embodiment may be prepared by the same method as in Banung Formula 1 below.
  • A3 A4 T-1 "(in the above formulas 2 and 3, and R 2 is as defined above, R 4 is alkyl having 1 to 10 carbon atoms) Specifically, 4,4-di to the compound represented by the formula (1)
  • a compound represented by T-1 may be prepared by the reaction formula 2.
  • Sodium hydride may be used as a base to prepare a compound represented by T-1-1, and
  • Acetic acid may be used to prepare the compound represented by T-1.
  • the present invention provides a liquid crystal composition comprising at least one liquid crystal compound represented by the formula (1).
  • the liquid crystal composition may comprise a liquid crystal compound represented by at least one 1 to 60 parts by weight 0 /., Based on the total weight of liquid crystal composition by the above formula (1).
  • the liquid crystal composition may include one or more liquid crystal compounds represented by Chemical Formula 1 at 1 to 30% by weight based on the total weight of the liquid crystal composition.
  • the compound represented by Chemical Formula 1 is included in the above range, the dielectric anisotropy and refractive index anisotropy of the liquid crystal composition of one embodiment may be more optimized, and a fast response speed may be ensured.
  • the liquid crystal composition may further include various liquid crystal compounds for overall performance of the liquid crystal display device in addition to the liquid crystal compound of Formula 1.
  • the liquid crystal composition may further include one or more liquid crystal compounds selected from the group consisting of Chemical Formulas 2 to 5 to be described later.
  • the liquid crystal composition may further include a known low viscosity liquid crystal compound.
  • a liquid crystal compound represented by the following formula (2) may be used as such a low viscosity liquid crystal compound.
  • R 11 and R 12 are independently hydrogen, or one of the radicals of the alkoxy group having 1 to 15 carbon atoms and alkyl having 1 to 15, or more than one of the radicals -CH 2 respectively is an oxygen atom are A radical substituted with —C ⁇ C—, —CH ⁇ CH—, —CF 2 0—, —0-, —COO—, or —OCO— so that no direct linkage occurs or at least one H of the radicals is replaced by halogen; ,
  • a 3 and A 4 are each independently cyclonuylene or phenylene.
  • the liquid crystal compound represented by Chemical Formula 2 one or more liquid crystal compounds selected from the group consisting of compounds represented by Chemical Formulas 2-1 and 2-2 may be used: Transparent points and rotations of the liquid crystal composition while maintaining a high specific resistance Viscosity, refractive index anisotropy, and dielectric can be easily adjusted.
  • R 11 and R 12 may be defined as R 11 and R 12 of formula (II).
  • the liquid crystal composition may include a liquid crystal compound represented by Formula 2 at 10 to 50 weight 0 /.
  • the liquid crystal compound represented by Chemical Formula 2 is included in the above range, an optimized liquid crystal phase may be realized.
  • the liquid crystal composition may further include a liquid crystal compound having a high phase transition temperature or a high refractive index with a known liquid crystal compound.
  • a liquid crystal compound represented by the following formula (3) may be used.
  • R 13 and R 14 are each independently hydrogen, alkyl of 1 to 15 carbon atoms and alkoxy of 1 to 15 carbon atoms, or one or more -CH 2 -of the radicals
  • a 5 and A 7 are each independently cyclonuylene or phenylene
  • a 6 is a phenylene group substituted with a cyclohexylene, phenylene or halogen, p is an integer of 1 or 2; Transparent point, rotational viscosity, refractive index anisotropy, and dielectric anisotropy of the liquid crystal composition while maintaining a high resistivity using at least one liquid crystal compound selected from the group consisting of the following Chemical Formulas 3-1 to 3-5 as the liquid crystal compound represented by Chemical Formula 3 Etc. can be easily adjusted.
  • the liquid crystal composition may include a liquid crystal compound represented by Chemical Formula 3 at 5 to 40 wt% based on the total weight of the liquid crystal composition. As the liquid crystal compound represented by Chemical Formula 3 is included in the above range, an optimized liquid crystal phase may be realized.
  • R 13 and R 14 may be defined as R 13 and R 14 of formula (3).
  • the liquid crystal composition may further include a known negative dielectric liquid crystal compound.
  • a liquid crystal compound represented by the following formula (4) may be used.
  • R 15 and R 16 are each independently a radical of any one of hydrogen, alkyl having 1 to 15 carbon atoms and alkoxy having 1 to 15 carbon atoms, or one or more of -CH 2 -is an oxygen atom Radicals substituted with —C ⁇ C—, —CH ⁇ CH—, —CF 2 O—, —O—, —COO— or —OCO— so that no direct linkage occurs, or at least one H of the radicals is replaced by halogen; ,
  • a 8 and A 9 are each independently phenylene substituted with cyclonuxylene, tetrahydropyranylene, phenylene or halogen,
  • q is an integer between 0 and 2.
  • the liquid crystal compound represented by Formula 4 using at least one liquid crystal compound selected from the group consisting of Formulas 4-1 to 4-4
  • the transparent point, rotational viscosity, refractive index anisotropy, dielectric anisotropy, etc. of a liquid crystal composition can be adjusted easily, maintaining high specific resistance.
  • R 15 and R 16 may be defined as R 15 and R 16 of formula (4).
  • the liquid crystal composition may include a liquid crystal compound represented by Chemical Formula 4 at 10 to 75 weight 0 /. As the liquid crystal compound represented by Chemical Formula 4 is included in the above range, an optimized liquid crystal phase may be realized. As another example, the liquid crystal ⁇ composition may further include a known high-k liquid crystal compound. As such a liquid crystal compound, a liquid crystal compound represented by the following formula (5) may be used. [Formula 5]
  • R 17 and R 18 are each independently hydrogen, alkyl having 1 to 15 carbon atoms and alkoxy having 1 to 15 carbon atoms, or black is one or more -CH 2 -of the radicals Radicals substituted with —C ⁇ C—, —CH ⁇ CH—, —CF 2 0—, —0-, —COO— or —OCO— such that they are not directly linked or one or more H of these radicals are replaced with halogen; ,
  • a 10 , A 11 and A 12 are each independently any one of cyclonuylene, tetrahydropyranylene, phenylene and phenylene substituted with halogen;
  • r and v are integers from 0 to 1, r + v is 1 or 2,
  • liquid crystal compound selected from the group consisting of 4 it is possible to easily control the transparent point, rotational viscosity, refractive index anisotropy, dielectric anisotropy, etc. of the liquid crystal composition while maintaining a high specific resistance.
  • R 17 and R 18 may be defined as R 17 and R 18 of formula (5).
  • the liquid crystal composition may include a liquid crystal compound represented by Formula 5 at 0 to 20% by weight based on the total weight of the liquid crystal composition. As the liquid crystal compound represented by Chemical Formula 5 is included in the above range, an optimized liquid crystal phase may be realized.
  • the liquid crystal composition may appropriately include one or more liquid crystal compounds of the liquid crystal compounds represented by Chemical Formulas 2 to 5 in consideration of the intended uses and effects of the liquid crystal composition.
  • the liquid crystal composition may include a liquid crystal compound represented by Formula 2, Formula 3, and Formula 4 in order to balance various various physical properties of the liquid crystal composition. In this case, one or more liquid crystal compounds may be used as the liquid crystal compounds represented by Formulas 2 to 4, respectively.
  • the liquid crystal composition may further include various additives commonly used in the art to which the present invention belongs, in addition to the liquid crystal compound.
  • the liquid crystal composition may further include an antioxidant.
  • the liquid crystal composition may further include a semiungsung mesogen.
  • reactive mesogens include mesogenic groups exhibiting liquid crystal phase behavior, unsaturated functional groups capable of photopolymerization, photocrosslinking or photocuring at least one end thereof, for example, vinyl groups, It may be defined as a compound having a (meth) acryl group, an epoxy group, or the like, and may include any compound which satisfies this definition as a semi-ungsogenic mesogen.
  • the semi-amorphous mesogen may include a diacrylate monomer having a liquid crystal skeleton or a dimethacrylate monomer having a liquid crystal skeleton.
  • the liquid crystal composition may further include a UV stabilizer.
  • UV stabilizers can be used Hals (Hindered amine light stabilizer) series.
  • the antioxidant and / or UV stabilizer may be used in an amount of about 1 to 2,000 ppm or about 200 to 500 ppm based on the total weight of the liquid crystal composition.
  • a liquid crystal composition comprising an antioxidant and / or a UV stabilizer in the above range may exhibit stability against oxidation and / or UV while maintaining the overall physical properties of the required liquid crystal.
  • the present invention provides a liquid crystal display device comprising the liquid crystal composition.
  • a liquid crystal display device 100 may include a crab 1 substrate 10, a crab 2 substrate 30, and a crab 1 substrate 10 and the second substrate 30 facing each other.
  • the liquid crystal layer 20 disposed therebetween, and the liquid crystal layer 20 may include the liquid crystal composition described above.
  • the first substrate 10 and the second substrate 30 may be used without particular limitation as long as they are typically used in the liquid crystal display device 100, and specifically, a glass or plastic substrate may be used.
  • a common electrode may be disposed on one surface of the first substrate 10, and a pixel electrode may be disposed on one surface of the second substrate 30.
  • An indium tin oxide (ITO) may be disposed as the common electrode or the pixel electrode.
  • the liquid crystal display device 100 may include vertical alignment (VA), multidomain vertical alignment (MVA), patterned vertical alignment (PVA), polymer stabilized vertical alignment (PS-VA), or ln-plane switching using IPS. It may be a liquid crystal display device of the mode.
  • the liquid crystal display device 100 may include the liquid crystal layer 20 including the liquid crystal composition having high refractive index anisotropy while exhibiting negative dielectric anisotropy as described above, and may exhibit excellent overall performance.
  • Halogen in this specification is fluoro (F), chloro (CI), bromo (Br) or iodo (I).
  • ⁇ , ⁇ -unsaturated compound 5-1 (30.0 g, 197 mmol) is completely dissolved in EtOAc (300 mL, 10 mL / g) and Pd / C (1.50 g, 5 wt%, palladium carbon 10%) After giving a hydrogenation reaction was stirred for 2 hours at room temperature. After completion of reaction, the reaction product was separated and purified by filtration under reduced pressure using Celite to give a colorless liquid compound 5-2 (21.3 g, 84% yield).
  • Dissolve compound 19-5 (li ⁇ -ethyl ⁇ '. S'-clifluorobiphenyl ⁇ -ylH-methyl- ⁇ propylcyclohexanol) (2.20 g, 5.90 mmol) in toluene (20.0 mL, 10 mL / g) Toluenesulfonic acid monohydrate (p-TsOHH 2 0) (60 mg, 0.300 mm) was added and reaction was carried out for 2 hours at 65-70 ° C. After the reaction was completed, saturated sodium bicarbonate was added. The solution was added, extracted with EtOAc, dried over anhydrous Na 2 S0 4, and the organic layer was concentrated. The concentrated organic layer was recrystallized with MeOH-to give a colorless liquid compound 19-5-1 (1.60 g, 74% yield).
  • Dissolve compound (12-1) (8-methyl-1,4-dioxaspiro [4.5] decan-8-ol) (50.0 g, 282 mm) in toluene (1,000 mL, 20 mlJg), After putting sodium hydride (NaH) (6.78 g, 367 mm) under 0 ° C and nitrogen conditions, the mixture was stirred at room temperature for 30 minutes and then stirred again at 60 ° C for 1 hour. Next, Compound 11-2 (propyl 4-methylbenzenesulfonate) (78.6 g, 367 mmol) was dissolved in toluene (80 mL, 1 mL / g), and then added to the reaction mixture, under reflux conditions for 24 hours.
  • NaH sodium hydride
  • Compound 11-2 propyl 4-methylbenzenesulfonate
  • ⁇ r (l rH ⁇ ZS8) is 98 90 ⁇ ⁇ ) l £ ZS 00 ⁇ z H / E ue ⁇ - -. -(H2 ⁇ ) Z ⁇ ( ⁇ ) (2 ⁇ 92 ⁇ S ⁇ ) 1 ( ⁇ ) (9 ⁇ 699t- b Z ⁇ EEE ----.-. " - " ( ⁇ ⁇ Z ( pH ⁇ 2 ⁇ Z8 ⁇ ⁇ ( H ) (L Z90 Z 9899.EZEE -----.---.-.-.
  • the physical properties of the liquid crystal compound was defined as the extrapolation of the measured values obtained for the samples made in common a combined 10% by weight of the liquid crystal compound and mother liquid crystals 90 parts by weight 0 /.
  • To measure the physical properties by applying to the following formula 1 value.
  • the mother liquid crystal the transparent point Tni was 78 ° C., and the refractive index anisotropy [ ⁇ ] was used at 0.10.
  • the TA-series differential scanning calorimetry (DSC) of TA was used to observe the phase transition temperature by heating and concentrating 1 cycle of the liquid crystal compound to Tni + 50 ° C at room temperature at a rate of rc / min under nitrogen. 5 2) Refractive Index Anisotropy of Liquid Crystal Compounds ( ⁇ )
  • liquid crystal compositions of Examples and Comparative Examples having compositions as shown in Tables 4 and 5 below were prepared.
  • the liquid crystal compound is represented by a code, and the meaning of the code is described in Table 1 above.
  • the numerical values refer to weight%.
  • T N ! of the liquid crystal compound is placed on the hot plate of the melting point measuring device equipped with a polarization microscope, and heated at a rate of 3 ° C / min to change the temperature when a part of the liquid crystal compound is changed to an isotropic liquid in the liquid crystal phase Observation was made.
  • the liquid crystal composition of the embodiment exhibits excellent refractive index anisotropy compared to the liquid crystal composition of the comparative example which does not include the liquid crystal compound according to the embodiment of the present invention.
  • the liquid crystal compositions of Examples 1, 2, 4, 5, and 6 have excellent negative dielectric anisotropy compared to the liquid crystal compositions of Comparative Examples by addition of liquid crystal compounds according to one embodiment of the present invention. It confirmed that it was shown.
  • the absolute value of the dielectric anisotropy decreased as the liquid crystal compound of Preparation Example 14 showed neutrality.
  • the liquid crystal composition of the embodiment exhibits excellent refractive index anisotropy as compared to the liquid crystal composition of the comparative example does not contain a liquid crystal compound according to an embodiment of the present invention.
  • the anisotropy of the refraction of the liquid crystal composition including the same increases as the content of the liquid crystal compounds of Preparation Examples 10 and 14 increases.
  • the negative dielectric anisotropy also exhibited a high relative to the liquid crystal composition of the comparative example.
  • first substrate 20 liquid crystal layer

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  • Crystallography & Structural Chemistry (AREA)
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Abstract

La présente invention concerne un composé à cristaux liquides représenté par la formule chimique 1 ci-dessous. Plus particulièrement, selon la présente invention, le composé à cristaux liquides présente une anisotropie de réfraction élevée et permet ainsi d'obtenir une composition de cristaux liquides optimisée pour divers dispositifs d'affichage à cristaux liquides, en particulier des dispositifs d'affichage à cristaux liquides en mode VA, MVA, PVA, PS-VA, PALC, FFS, PS-FFS, IPS ou PS-IPS nécessitant un temps de réponse rapide. (1) Dans la formule, R1 à R3, A, L1, L2, X1 à X3 et n sont les mêmes que ceux définis dans la description.
PCT/KR2016/015590 2015-12-30 2016-12-30 Composé à cristaux liquides et composition de cristaux liquide le contenant WO2017116213A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR10-2015-0189846 2015-12-30
KR20150189846 2015-12-30
KR1020160182926A KR20170080514A (ko) 2015-12-30 2016-12-29 액정 화합물 및 이를 포함하는 액정 조성물
KR10-2016-0182926 2016-12-29

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59167542A (ja) * 1983-03-15 1984-09-21 Chisso Corp 光学活性液晶
JPS59170030A (ja) * 1983-03-16 1984-09-26 Chisso Corp 液晶性化合物
WO1991016401A1 (fr) * 1990-04-13 1991-10-31 MERCK Patent Gesellschaft mit beschränkter Haftung Milieu de cristaux liquides
JP2002193852A (ja) * 2000-12-19 2002-07-10 Merck Patent Gmbh 負のｄｃ異方性のアルケニル化合物と液晶性媒体
KR20040066242A (ko) * 2003-01-17 2004-07-27 삼성전자주식회사 고속 액정 조성물 및 이를 이용한 액정 표시 장치

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59167542A (ja) * 1983-03-15 1984-09-21 Chisso Corp 光学活性液晶
JPS59170030A (ja) * 1983-03-16 1984-09-26 Chisso Corp 液晶性化合物
WO1991016401A1 (fr) * 1990-04-13 1991-10-31 MERCK Patent Gesellschaft mit beschränkter Haftung Milieu de cristaux liquides
JP2002193852A (ja) * 2000-12-19 2002-07-10 Merck Patent Gmbh 負のｄｃ異方性のアルケニル化合物と液晶性媒体
KR20040066242A (ko) * 2003-01-17 2004-07-27 삼성전자주식회사 고속 액정 조성물 및 이를 이용한 액정 표시 장치

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