TWI546368B - Liquid crystalline medium and liquid crystal display - Google Patents

Liquid crystalline medium and liquid crystal display Download PDF

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TWI546368B
TWI546368B TW096146149A TW96146149A TWI546368B TW I546368 B TWI546368 B TW I546368B TW 096146149 A TW096146149 A TW 096146149A TW 96146149 A TW96146149 A TW 96146149A TW I546368 B TWI546368 B TW I546368B
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久保伸夫
飯島雅裕
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馬克專利公司
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    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
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    • C09K19/3001Cyclohexane rings
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    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
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    • C09K19/2007Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
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    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
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    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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Description

液晶介質及液晶顯示器Liquid crystal medium and liquid crystal display

本發明係關於液晶介質及包括該等介質之液晶顯示器,尤其係關於藉由時序多工定址之顯示器且具體而言係關於超扭曲向列(STN)顯示器。This invention relates to liquid crystal media and liquid crystal displays including such media, and more particularly to displays that are addressed by time series multiplexing and, in particular, to super twisted nematic (STN) displays.

液晶顯示器(LCD)廣泛地用於顯示資訊。使用諸如以下電-光模式:扭曲向列(TN)-、超扭曲向列(STN)-、光學補償彎曲(OCB)-及電控雙折射(ECB)-模式以及其各種修改、及其他模式。除該等模式外,所有皆使用一實際上與基板垂直、相應地與液晶層垂直之電場,亦有使用實際上與基板平行、相應地與液晶層平行之電場的電-光模式,如(例如)平面內切換模式(如德國專利第40 00 451號及歐洲專利第0 588 568號中所揭示)。該電-光模式尤其用於現代桌上型監視器之LCD且設想用於多媒體應用顯示器之應用。Liquid crystal displays (LCDs) are widely used to display information. Use of electro-optical modes such as: twisted nematic (TN)-, super twisted nematic (STN)-, optically compensated bend (OCB)- and electronically controlled birefringence (ECB)-modes, as well as various modifications thereof, and other modes . Except for these modes, all use an electric field that is substantially perpendicular to the substrate, correspondingly perpendicular to the liquid crystal layer, and an electro-optic mode that uses an electric field that is substantially parallel to the substrate and correspondingly parallel to the liquid crystal layer, such as For example, an in-plane switching mode (as disclosed in German Patent No. 40 00 451 and European Patent No. 0 588 568). This electro-optic mode is especially useful for LCDs of modern desktop monitors and is envisioned for use in multimedia application displays.

TN-及STN顯示器廣泛地用於例如蜂窩式電話及遊戲中。該等顯示器除低生產成本外,其一些最大優點係其對作業電壓相當低的需求及其較低功耗。本發明之液晶較佳用於此類顯示器中。TN- and STN displays are widely used in, for example, cellular phones and games. In addition to low production costs, some of the greatest advantages of these displays are their relatively low demand for operating voltages and their lower power consumption. The liquid crystal of the present invention is preferably used in such displays.

對於該等顯示器,需求具有改良性能之新穎液晶介質。尤其是,介電各向異性(Δε)應足夠高以允許適當低的作業電壓。較佳地,Δε應高於30且極佳高於45,然而較佳不高於80,且尤其不高於70。否則,混合物之電阻率易於低至甚至對於大多數STN顯示器亦不可接受的程度,STN顯示 器在此方面具有較由電致動組件矩陣定址之顯示器(AM LCD或AMD)不嚴格的要求。除該參數外,該介質必須展示適合寬範圍向列相、對於所用電-光效應在恰當範圍內之雙折射(Δn)、相當小的旋轉黏度及如上文所提到至少足夠高的比電阻。For such displays, there is a need for novel liquid crystal media with improved performance. In particular, the dielectric anisotropy (Δε) should be high enough to allow a suitably low operating voltage. Preferably, Δε should be above 30 and preferably above 45, but preferably not above 80, and especially not above 70. Otherwise, the resistivity of the mixture is easily low to the extent that it is unacceptable for most STN displays, STN display In this respect, the device has less stringent requirements than displays (AM LCD or AMD) that are addressed by the matrix of electrically actuated components. In addition to this parameter, the medium must exhibit a birefringence (Δn) suitable for a wide range of nematic phases, a suitable range for the electro-optic effect used, a relatively small rotational viscosity, and at least a sufficiently high ratio as mentioned above. resistance.

本發明之顯示器較佳藉由時序多工定址,例如藉由如Alt及Pleshko提出之正交波形圖,且亦可藉由尤其用於快速切換顯示器之所謂主動定址。然而,本發明液晶亦可有利地用於利用其他已知定址方式之顯示器。The display of the present invention is preferably addressed by time-multiplexed multiplex, such as by orthogonal waveforms as proposed by Alt and Pleshko, and by so-called active addressing, particularly for fast switching displays. However, the liquid crystal of the present invention can also be advantageously used in displays that utilize other known addressing methods.

有各種使用低分子量液晶材料連同聚合物材料之複合材料系統的不同顯示模式,例如聚合物分散液晶(PDLC)-、向列彎曲配向相(NCAP)-及聚合物網絡(PN)-系統(如(例如)於WO 91/05 029中所揭示者或軸對稱微結構域(ASM)系統)及其他。與該等相反,根據本發明尤佳之模式使用如此定向於表面上之液晶介質。該等表面通常經預處理以達成液晶材料之均勻配向。本發明之顯示模式較佳使用一基本平行於複合材料層之電場。There are various display modes for various composite systems using low molecular weight liquid crystal materials together with polymeric materials, such as polymer dispersed liquid crystal (PDLC)-, nematically curved alignment phase (NCAP)- and polymer network (PN)-systems (eg (for example) as disclosed in WO 91/05 029 or an axisymmetric microdomain (ASM) system and others. In contrast to these, the preferred mode according to the invention uses a liquid crystal medium so oriented on the surface. The surfaces are typically pretreated to achieve a uniform alignment of the liquid crystal material. The display mode of the present invention preferably uses an electric field that is substantially parallel to the composite layer.

LCD用於直視顯示器及投影式顯示器。LCDs are used for direct view displays and projection displays.

適用於LCD且尤其STN顯示器之液晶組合物已自美國專利第6,730,372號中得知。然而該等組合物具有明顯的缺點。該等大多數除各種缺陷外,亦具有過低的電阻率值及/或需要過高的作業電壓。該等多數亦可導致不利地長響應時間。Liquid crystal compositions suitable for use in LCDs, and in particular STN displays, are known from U.S. Patent No. 6,730,372. However, these compositions have significant disadvantages. Most of these, in addition to various defects, also have too low resistivity values and/or require excessive operating voltages. These majority can also result in unfavorably long response times.

因此,迫切需要根據所用顯示模式具有適用於實際應用 之性質的液晶介質,例如寬向列相範圍、低黏度、合適的光學各向異性Δn、且尤其高Δε。Therefore, there is an urgent need to have practical application depending on the display mode used. Liquid crystalline media of the nature, such as a wide nematic phase range, low viscosity, suitable optical anisotropy Δn, and especially high Δε.

令人吃驚地,現已發現可實現具有適當高的Δε、適合相範圍、及Δn之液晶介質,其未展示先前技術材料之缺陷或至少在明顯較低的程度上展示該等缺陷。Surprisingly, it has now been found that liquid crystal media having suitably high Δε, suitable phase ranges, and Δn can be achieved without exhibiting defects of the prior art materials or exhibiting such defects at least to a significantly lesser extent.

根據本申請案,該等經改良液晶介質至少包括下列組份:第一正介電性組份,即組份A,其包括一或多種式I化合物及一或多種選自式II及III之群的化合物 其中R1 、R2 及R3 彼此獨立為具有1至7個C原子之烷基、烷氧 基、氟化烷基或氟代烷氧基、具有2至7個C原子之烯基、烯氧基、烷氧基烷基或氟代烯基,且R1 較佳為烯基,及m係0或1,及第二正介電性組份,即組份B,其包括一或多種式IV之化合物 其中R4 具有式II中針對R2 給出之含義Z4 係-CO-O-或單鍵, X4 係F或OCF3 及Y4 係H或F及視情況另一(第三)正介電性組份,即組份C,視情況介電中性組份,即組份D,視情況負介電性組份,即組份E,及視情況、較佳必須對掌性組份,即組份F。According to the present application, the modified liquid crystal medium comprises at least the following components: a first positive dielectric component, component A, comprising one or more compounds of formula I and one or more selected from the group consisting of formulas II and III. Group of compounds Wherein R 1 , R 2 and R 3 are each independently an alkyl group having 1 to 7 C atoms, an alkoxy group, a fluorinated alkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkene An oxy, alkoxyalkyl or fluoroalkenyl group, and R 1 is preferably alkenyl, and m is 0 or 1, and a second positive dielectric component, component B, which comprises one or more Compound of formula IV Wherein R 4 has the meaning given to R 2 in formula II as Z 4 -CO-O- or a single bond, X 4 is F or OCF 3 and Y 4 is H or F and, as the case may be, another (third) positive dielectric component, component C, optionally dielectrically neutral component, ie component D, The negative dielectric component, component E, and, as the case may be, the palm component, component F.

較佳該第一正介電性組份(即組份A)包括一或多種強正 介電性化合物(該等化合物具有20或更大、較佳30或更大之介電各向異性),更佳主要、更佳基本上且尤佳完全由其組成且較佳由一或多種式I及III且最佳式I、II、III之各化合物組成。Preferably, the first positive dielectric component (ie, component A) comprises one or more strong positive components a dielectric compound (having a dielectric anisotropy of 20 or more, preferably 30 or more), more preferably predominantly, more preferably substantially and particularly preferably consisting entirely of and preferably one or more Compositions of each of Formulas I and III and the preferred Formulas I, II, and III.

較佳地,本發明液晶混合物包括一種或多種其中m為0之式III化合物、及/或一或多種其中m為1之式III化合物。Preferably, the liquid crystal mixture of the present invention comprises one or more compounds of formula III wherein m is 0, and/or one or more compounds of formula III wherein m is 1.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種各式I、II及III化合物。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formulae I, II and III.

較佳地,該第二正介電性組份(即組份B)包括一或多種正介電性化合物(該等化合物具有介於3至19之間、較佳介於5至16之間之介電各向異性),更佳主要、更佳基本上且尤佳完全由其組成且較佳由一或多種式IV化合物組成。Preferably, the second positive dielectric component (ie, component B) comprises one or more positive dielectric compounds (the compounds have a relationship between 3 and 19, preferably between 5 and 16 Dielectric anisotropy), more preferably predominantly, more preferably substantially and particularly preferably consists entirely of and preferably consists of one or more compounds of formula IV.

較佳地,根據本發明之液晶混合物包括一或多種式IV化合物,其中X4 係OCF3 且Y4 係H。Preferably, the liquid crystal mixture according to the invention comprises one or more compounds of the formula IV, wherein X 4 is OCF 3 and Y 4 is H.

根據本發明之另一較佳液晶混合物包括一或多種式IV化合物,其中X4 係F且Y4 係F。Another preferred liquid crystal mixture according to the present invention comprises one or more compounds of formula IV wherein X 4 is F and Y 4 is F.

在本發明之一較佳實施例中,根據本發明之該液晶混合物包括一或多種選自式IVa至IVd化合物之群的式IV化合物 其中R4 具有上文所給出之含義。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula IV selected from the group of compounds of the formulae IVa to IVd Wherein R 4 has the meaning given above.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種式IVa化合物。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula IVa.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種式IVb化合物及/或一或多種選自式IVc至IVd化合物之群的化合物。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula IVb and/or one or more compounds selected from the group of compounds of the formulae IVc to IVd.

在本發明之一較佳實施例中,該第二正介電性組份(即組份B)包括一或多種選自式IVa至IVd之群的式IV化合物,更佳主要、更佳基本上且尤佳完全由其組成。In a preferred embodiment of the invention, the second positive dielectric component (i.e., component B) comprises one or more compounds of formula IV selected from the group of formulae IVa to IVd, more preferably primary, better basic. It is composed entirely of it.

較佳地,根據本發明之液晶混合物包括另一(第三)正介電性組份(即組份C)。該組份具有3以上、較佳介於3至19之間且最佳介於5至15之間之介電各向異性。較佳地,其包括正介電性化合物,較佳主要、較佳基本上且尤佳完全 由其組成。較佳地,該組份包括一或多種式V之正介電性化合物,更佳主要、更佳基本上及尤佳完全由其組成 其中R5 ,具有上文式II中針對R2 給出之含義, 彼此獨立,且在 出現兩次,且該等彼此獨立地為 之情況下,較佳 中至少之一或分別係 Z51 及Z52 彼此獨立,且在Z51 出現兩次,且該等彼此獨立為-CH2 CH2 -、-COO-、反式--CH=CH-、反式--CF=CF-、-CH2 O-、-CF2 O-或單鍵之情況下,較佳該等至少之一係單鍵且最佳(若存在)該等至少兩個係單鍵,X5 係F、Cl、鹵代烷基、鹵代烷氧基、鹵代烯基或鹵代烯氧基,其中鹵代較佳係氟代及/或氯代,較佳鹵代及較佳X5 係F、OCF3 或OCF2 H,n係0、1或2,較佳1或2,且其中不包括式IVa至IVd化合物。Preferably, the liquid crystal mixture according to the invention comprises another (third) positive dielectric component (i.e. component C). The composition has a dielectric anisotropy of 3 or more, preferably between 3 and 19, and most preferably between 5 and 15. Preferably, it comprises a positively dielectric compound, preferably predominantly, preferably substantially and particularly preferably consisting entirely of it. Preferably, the component comprises one or more positive dielectric compounds of the formula V, more preferably predominantly, more preferably substantially and particularly preferably consisting entirely of Wherein R 5 has the meaning given above for R 2 in formula II, Independent of each other and at Appear twice, and the ones are independent of each other In the case of At least one or each of Z 51 and Z 52 are independent of each other and appear twice in Z 51 , and these are independently -CH 2 CH 2 -, -COO-, trans--CH=CH-, trans--CF=CF- In the case of -CH 2 O-, -CF 2 O- or a single bond, preferably at least one of the single bonds and preferably (if present) the at least two single bonds, X 5 is F, Cl, haloalkyl, haloalkoxy, haloalkenyl or haloalkenyloxy, wherein halo is preferably fluoro and/or chloro, preferably halo and preferably X 5 F, OCF 3 or OCF 2 H, n is 0, 1 or 2, preferably 1 or 2, and does not include compounds of the formulae IVa to IVd.

較佳地,根據本發明之液晶混合物除組份A及B外包含至少一種另一組份。該第三組份可係組份C、D及E中之任一種。較佳地,本發明之第三組份係組份C或D,尤佳為組份C。Preferably, the liquid crystal mixture according to the invention comprises at least one further component in addition to components A and B. The third component can be any of components C, D and E. Preferably, the third component of the present invention is component C or D, and particularly preferably component C.

顯然,根據本發明之混合物亦可包含該四種組份,較佳組份A、B、C及D、以及視情況其所有四種組份。It will be apparent that the mixture according to the invention may also comprise the four components, preferably components A, B, C and D, and optionally all four components.

較佳地,根據本發明之液晶混合物包括介電中性組份,即組份D。該組份具有介於-1.5至+3之間之介電各向異性。較佳地,其包括一或多種介電中性化合物,更佳其主要、更佳基本上且尤佳完全由其組成。較佳地,該組份包 括一或多種式VI之介電中性化合物,更佳主要、更佳基本上且尤佳完全由其組成 其中R61 及R62 ,彼此獨立,具有上文式I中針對R2 所給出之含義, 彼此獨立,且在 出現兩次,且該等彼此獨立地為 之情況下,較佳 中至少之一、更佳兩個或以上係 Z61 及Z62 係彼此獨立,且在Z61 出現兩次,且該等彼此獨立為-CH2 CH2 -、-COO-、反式--CH=CH-、反式--CF=CF-、-CH2 O-、-OCH2 -、-CF2 O-、-OCO2 -或一單鍵之情況下,較佳該等至少之一係單鍵且最佳(若存在)該等至少兩個係單鍵及I係0、1或2。Preferably, the liquid crystal mixture according to the invention comprises a dielectric neutral component, component D. This component has a dielectric anisotropy between -1.5 and +3. Preferably, it comprises one or more dielectric neutral compounds, more preferably it consists primarily, more preferably substantially and particularly preferably consists entirely of it. Preferably, the component comprises one or more dielectric neutral compounds of the formula VI, more preferably predominantly, more preferably substantially and particularly preferably consisting entirely of Wherein R 61 and R 62 are independent of each other and have the meaning given above for R 2 in formula I, Independent of each other and at Appear twice, and the ones are independent of each other In the case of At least one, better two or more Z 61 and Z 62 are independent of each other and appear twice in Z 61 , and these are independently -CH 2 CH 2 -, -COO-, trans--CH=CH-, trans--CF=CF In the case of -, -CH 2 O-, -OCH 2 -, -CF 2 O-, -OCO 2 - or a single bond, preferably at least one of these is a single bond and is optimal (if present) such At least two are single bonds and I are 0, 1 or 2.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種選自式Va至Vf化合物之群的式V化合物 其中R5 係具有1至7個C原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個C原子之烯基、烯氧基、烷氧基烷基或氟代烯基,X5 彼此獨立地係F、Cl或各自具有1至4個C原子之氟代烷基或氟代烷氧基或各自具有2至4個C原子之氟代烯基或氟代烯氧基,較佳F、OCF3 或OCF2 H,L51 至L56 彼此獨立地係H或F,較佳該等至少之一、較佳L5 、更佳該等(較佳選自L51 、L52 及L53 )中 兩個或以上為F。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula V selected from the group of compounds of the formulae Va to Vf Wherein R 5 is an alkyl group having 1 to 7 C atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group, an alkoxyalkyl group Or a fluoroalkenyl group, X 5 independently of each other is F, Cl or a fluoroalkyl or fluoroalkoxy group each having 1 to 4 C atoms or a fluoroalkenyl group each having 2 to 4 C atoms or Fluoroalkenyloxy, preferably F, OCF 3 or OCF 2 H, L 51 to L 56 are independently H or F, preferably at least one, preferably L 5 , more preferably (preferably) Two or more selected from the group consisting of L 51 , L 52 and L 53 ) are F.

尤佳者係包含一或多種選自式Va-1至Va-4、Vb-1至Vb-15、Vc-1至Vc-4、Vd-1至Vd-8、Ve-1至Ve-4、Vf-1至Vf-4及Vg-1至Vg-4化合物之群的化合物的液晶混合物, 其中R5 係具有1至7個C原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個C原子之烯基、烯氧基、烷氧基烷基或氟代烯基。More preferably, one or more selected from the group consisting of Formulas Va-1 to Va-4, Vb-1 to Vb-15, Vc-1 to Vc-4, Vd-1 to Vd-8, Ve-1 to Ve-4 a liquid crystal mixture of a compound of a group of Vf-1 to Vf-4 and Vg-1 to Vg-4 compounds, Wherein R 5 is an alkyl group having 1 to 7 C atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group, an alkoxyalkyl group Or fluoroalkenyl.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種式Vf-4化合物。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula Vf-4.

在本發明之另一較佳實施例(其可為與先前相同之實施例或一不同實施例)中,根據本發明之液晶混合物包括組份D,組份D包括選自式VIa至VIh、較佳自VIa至VId及VIg、最佳選自VIa及VIg化合物之群的式VI化合物,其較佳主要且最佳完全由其組成, 其中R61 及R62 彼此獨立地係具有1至7個C原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個C原子之烯基、烯氧基、烷氧基烷基或氟代烯基及 L6 係H或F。In another preferred embodiment of the invention, which may be the same as the previous embodiment or a different embodiment, the liquid crystal mixture according to the invention comprises component D, and component D comprises selected from the group consisting of formulas VIa to VIh, Preferred from VIa to VId and VIg, a compound of formula VI, preferably selected from the group of VIa and VIg compounds, preferably consists primarily of, and optimally consists of, Wherein R 61 and R 62 are each independently an alkyl group having 1 to 7 C atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group , alkoxyalkyl or fluorinated alkenyl group and L 6 based H or F.

在本發明之一較佳實施例中,根據本發明之液晶混合物包括一或多種式VIg化合物。In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula VIg.

較佳地,該等液晶混合物包括一或多種選自下列化合物之群的化合物式VIa化合物,其中R61 及R62 係烷基,式VIa化合物,其中R61 係烷基且R62 係烷氧基,式VIa化合物,其中R61 係烷基且R62 係烯基,式VIb化合物,其中R61 及R62 係烷基,式VIb化合物,其中R61 係烷基且R62 係烷氧基,式VIc化合物,其中R61 及R62 係烷基,式VIc化合物,其中R61 係烷基且R62 係烷氧基,式VIc化合物,其中R61 係烷基且R62 係烯基及式VId化合物,其中R61 及R62 係烷基。Preferably, the liquid crystal mixture comprises one or more compounds of the formula VIa, wherein R 61 and R 62 are alkyl groups, a compound of the formula VIa wherein R 61 is an alkyl group and R 62 is an alkoxy group. A compound of the formula VIa, wherein R 61 is alkyl and R 62 is alkenyl, a compound of the formula VIb, wherein R 61 and R 62 are alkyl, a compound of the formula VIb, wherein R 61 is alkyl and R 62 is alkoxy A compound of the formula VIc, wherein R 61 and R 62 are alkyl, a compound of the formula VIc, wherein R 61 is alkyl and R 62 is alkoxy, a compound of the formula VIc, wherein R 61 is alkyl and R 62 is alkenyl and A compound of formula VId wherein R 61 and R 62 are alkyl.

尤佳液晶混合物除一或多種選自式VIb至VId及VIg之群的化合物外尚包括一或多種式VIa化合物,尤佳者係包含式VIa化合物之混合物,其中R61 係烷基及R62 係烯基。Preferably, the liquid crystal mixture comprises one or more compounds of the formula VIa in addition to one or more compounds selected from the group of formulae VIb to VId and VIg, more preferably a mixture comprising a compound of the formula VIa wherein R 61 is an alkyl group and R 62 Alkenyl.

另外,根據本發明之液晶混合物可包括另一可選組份,即組份E,其具有負介電各向異性且包括較佳為式VII之負介電性化合物,較佳主要、更佳基本上且最佳完全由其組成 其中R71 及R72 彼此獨立地具有上文式I中針對R1 所給出之 含義, Z71 及Z72 彼此獨立係-CH2 CH2 -、-COO-、反式--CH=CH-、反式--CF=CF-、-CH2 O-、-CF2 O-或單鍵,較佳該等至少之一係單鍵且最佳兩者皆係單鍵,L71 及L72 彼此獨立地係C-F或N,較佳該等至少之一係C-F且最佳其兩者皆為C-F及k係0或1。Further, the liquid crystal mixture according to the present invention may comprise another optional component, component E, which has a negative dielectric anisotropy and comprises a negative dielectric compound preferably of formula VII, preferably predominantly and preferably. Basically and optimally composed entirely of Wherein R 71 and R 72 independently of one another have the meaning given above for R 1 in formula I, Z 71 and Z 72 are independent of each other -CH 2 CH 2 -, -COO-, trans--CH=CH-, trans--CF=CF-, -CH 2 O-, -CF 2 O- or single Preferably, at least one of the bonds is a single bond and preferably both are single bonds, and L 71 and L 72 are independently CF or N, preferably at least one of CF and preferably both. Both CF and k are 0 or 1.

可作為對掌性組份(即組份F)相應地用於彼對掌性組份中之對掌性化合物已為專業人士所熟知。該等化合物係已知對掌性摻雜劑,如(例如)壬酸膽固醇基酯(CN)C15或 CB15(其可購自Merck KGaA)。亦有用者係諸如以下之對掌性摻雜劑:R-811及S-811、R-1011及S-1011或R-5011及S-5011,該等為成對對映異構體化合物,該等亦可購自Merck KGaA。後者允許藉由使用該化合物之合適對映異構體來選擇膽固醇螺旋之所期望扭向。It can be used as a palm-like component (i.e., component F) for the palm compound in the palm-to-palm component as well known to the skilled person. These compounds are known to be palmitic dopants such as, for example, cholesteryl citrate (CN) C15 or CB15 (which is commercially available from Merck KGaA). Also useful are, for example, the following palmitic dopants: R-811 and S-811, R-1011 and S-1011 or R-5011 and S-5011, which are pairs of enantiomeric compounds, These are also available from Merck KGaA. The latter allows the desired twist of the cholesterol helix to be selected by using the appropriate enantiomer of the compound.

較佳地,根據本發明之液晶介質包括組份A至F且具體而言選自式I至VII化合物之群的化合物,較佳主要且最佳完全由其組成。Preferably, the liquid-crystalline medium according to the invention comprises components A to F and in particular a compound selected from the group of compounds of the formulae I to VII, preferably predominantly and optimally consisting entirely of it.

在本申請案中包括在組合物情況下係指所指實體(例如介質或組份)較佳以10%或更多且最佳20%或更多之總濃度含有所討論之該(等)組份或該(等)化合物。Included in the present application in the context of a composition means that the indicated entity (eg, medium or component) preferably contains the discussed concentration of 10% or more and optimally 20% or more. Component or the (etc.) compound.

在此上下文中,主要由…組成係指所指實體含有55%或更多、較佳60%或更多且最佳70%或更多所討論之該(等)組份或該(等)化合物。In this context, consisting essentially of: means that the indicated entity contains 55% or more, preferably 60% or more, and most preferably 70% or more of the (etc.) component or the (etc.) Compound.

在此上下文中,基本上由…組成係指所指實體含有80%或更多、較佳90%或更多且最佳95%或更多所討論之該(等)組份或該(等)化合物。In this context, consisting essentially of means that the indicated entity contains 80% or more, preferably 90% or more, and most preferably 95% or more of the (etc.) component or the ) compound.

在此上下文中,完全由…組成係指所指實體含有98%或更多、較佳99%或更多且最佳100.0%所討論之該(等)組份或該(等)化合物。In this context, consisting entirely of is meant that the indicated entity contains 98% or more, preferably 99% or more, and most preferably 100.0% of the (or) component or compound(s) in question.

尤佳者係其中組份A包括選自式I至III化合物之群的化合物、較佳主要且最佳完全由其組成之液晶介質。Particularly preferred are those in which component A comprises a compound selected from the group of compounds of formulae I to III, preferably predominantly and optimally composed entirely of liquid crystal media.

組份E較佳包括一或多種較佳選自式VIIa至VIIc化合物之群的式VII化合物,其較佳主要且最佳完全由其組成 其中R71 及R72 具有上文中針對式VII所給出相應含義。Component E preferably comprises one or more compounds of the formula VII, preferably selected from the group of compounds of the formulae VIIa to VIIc, which are preferably predominantly and optimally composed entirely of Wherein R 71 and R 72 have the corresponding meanings given above for formula VII.

在式VIIa至VIIc中,R71 較佳係正-烷基或1-E-烯基且R72 較佳係正-烷基或烷氧基。In formulae VIIa to VIIc, R 71 is preferably n-alkyl or 1-E-alkenyl and R 72 is preferably n-alkyl or alkoxy.

其他上文未明確提到之液晶原性化合物亦可視情況且有利地用於本發明介質中。該等化合物已為該領域內專業人士所熟知。Other liquid crystal-derived compounds not specifically mentioned above may also be used in the medium of the invention as appropriate and advantageously. Such compounds are well known to those skilled in the art.

組份A較佳以所有混合物的40至90%、更佳50至80%、更佳55至70%、及最佳60至65%之濃度使用。Component A is preferably used in a concentration of 40 to 90%, more preferably 50 to 80%, more preferably 55 to 70%, and most preferably 60 to 65% of all the mixture.

組份B較佳以所有混合物的5至50%、更佳7至40%、更佳10至30%、及最佳15至25%之濃度使用。Component B is preferably used in a concentration of from 5 to 50%, more preferably from 7 to 40%, more preferably from 10 to 30%, and most preferably from 15 to 25% of all the mixture.

組份C較佳以所有混合物的0至40%、更佳2至30%、更佳3至20%、及最佳5至15%之濃度使用。Component C is preferably used in a concentration of from 0 to 40%, more preferably from 2 to 30%, more preferably from 3 to 20%, and most preferably from 5 to 15% of all the mixture.

組份D較佳以所有混合物的0至40%、較佳0至20%及最佳5至15%之濃度使用。Component D is preferably used in a concentration of from 0 to 40%, preferably from 0 to 20% and most preferably from 5 to 15% of all the mixture.

組份E較佳以所有混合物的0至30%、較佳0至20%及最佳 5至15%之濃度使用。Component E is preferably from 0 to 30%, preferably from 0 to 20%, and most preferably all of the mixture Use at a concentration of 5 to 15%.

組份F較佳以所有混合物的0至10%、較佳0至5%及最佳0.5至2%之濃度使用。Component F is preferably used in a concentration of from 0 to 10%, preferably from 0 to 5%, and most preferably from 0.5 to 2% of all the mixture.

本發明介質可視情況包括其他液晶化合物以調節物理性質。該等化合物已為該領域內專業人士所熟知。該等在本發明介質中之濃度係較佳0%至30%、更佳0%至20%及最佳5%至15%。The medium of the present invention may include other liquid crystal compounds as appropriate to adjust physical properties. Such compounds are well known to those skilled in the art. The concentrations in the medium of the invention are preferably from 0% to 30%, more preferably from 0% to 20% and most preferably from 5% to 15%.

較佳的,該等液晶介質包含50%至100%、更佳70%至100%及最佳80%至100%及尤其90%至100%的所有組份A、B、C、D、E及F(較佳組份A、B、C、D及F),其進而分別包含一或多種式I、II、III(組份A)、IV(組份B)、V(組份C)、VI(組份D)及VII(組份E)之化合物,較佳主要且最佳完全由其組成。Preferably, the liquid crystal medium comprises 50% to 100%, more preferably 70% to 100% and most preferably 80% to 100% and especially 90% to 100% of all components A, B, C, D, E And F (preferred components A, B, C, D and F), which in turn comprise one or more of formulas I, II, III (component A), IV (component B), V (component C), respectively The compounds of VI (component D) and VII (component E) are preferably predominantly and optimally composed entirely of them.

根據本發明之液晶介質之特徵較佳在於透明點為70℃或更高、較佳75℃或更高、更佳80℃或更高且尤其85℃或更高。The liquid crystal medium according to the present invention is preferably characterized by a clearing point of 70 ° C or higher, preferably 75 ° C or higher, more preferably 80 ° C or higher and especially 85 ° C or higher.

本發明液晶介質之Δn較佳係0.11或更大,更佳0.12或更大,更佳介於0.120至0.200之間,更佳介於0.120至0.180之間,最佳介於0.120至0.126之間且尤其介於0.120至0.150之間。The Δn of the liquid crystal medium of the present invention is preferably 0.11 or more, more preferably 0.12 or more, still more preferably 0.120 to 0.200, still more preferably 0.120 to 0.180, most preferably 0.120 to 0.126 and especially Between 0.120 and 0.150.

在1kHz及20℃下根據本發明液晶介質之Δε較佳係25.0或更大,更佳35.0或更大,更佳45或更大,最佳55.0或更大且尤其65.0或更大。The Δε of the liquid crystal medium according to the present invention at 1 kHz and 20 ° C is preferably 25.0 or more, more preferably 35.0 or more, still more preferably 45 or more, most preferably 55.0 or more, and especially 65.0 or more.

本發明介質之向列相較佳至少自0℃擴展至70℃、更佳 至少自-20℃至70℃、最佳至少自-30℃至75℃且尤其至少自-40℃至80℃,其中"至少"與下限結合係指相溫度範圍至少向下擴展至下限且較佳至低於下限之溫度,而與上限結合係指相溫度範圍至少向上擴展至上限且較佳至高於上限之溫度。Preferably, the nematic phase of the medium of the invention is extended from at least 0 ° C to 70 ° C, preferably At least from -20 ° C to 70 ° C, optimally at least from -30 ° C to 75 ° C and especially at least from -40 ° C to 80 ° C, wherein "at least" and the lower limit are combined to mean that the phase temperature range extends at least downward to a lower limit and Preferably, the temperature is below the lower limit, and the combination with the upper limit means that the phase temperature range extends at least upward to an upper limit and preferably to a temperature above the upper limit.

根據本發明液晶介質在STN單元中較佳具有0.11或更大、更佳0.12或更大、更佳介於0.120至0.200之間、更佳介於0.120至0.180之間、最佳介於0.120至0.126之間且尤其介於0.120至0.150之間之臨限電壓(V10 )。The liquid crystal medium according to the present invention preferably has 0.11 or more, more preferably 0.12 or more, more preferably 0.120 to 0.200, more preferably 0.120 to 0.180, and most preferably 0.120 to 0.126 in the STN unit. A threshold voltage (V 10 ) between 0.120 and 0.150, in particular.

在本申請案中,術語正介電性係指Δε>3.0之化合物或組份,介電中性係-1,5Δε3.0且負介電性係Δε<-1,5之化合物或組份。Δε係在1kHz及20℃下測定。化合物之介電各向異性係根據向列主體混合物中10%個別化合物溶液之結果確定。該等試驗混合物之電容係在具有垂直及均勻配向兩種單元中測定。該兩種類型單元之單元間隙係約10微米。所施加電壓係頻率為1kHz之矩形波且均方根值通常為0.5伏至1.0伏,然而其始終經選擇以低於相應試驗混合物之電容臨限值。In the present application, the term positive dielectric refers to a compound or component of Δε > 3.0, dielectric neutral -1,5 Δε A compound or component having a negative dielectric of Δ ε < -1,5. The Δε system was measured at 1 kHz and 20 °C. The dielectric anisotropy of the compound was determined based on the results of a 10% individual compound solution in the nematic host mixture. The capacitance of the test mixtures is determined in both vertical and uniform alignment units. The cell gap of the two types of cells is about 10 microns. The applied voltage is a rectangular wave having a frequency of 1 kHz and the root mean square value is typically from 0.5 volts to 1.0 volts, however it is always selected to be below the capacitance threshold of the corresponding test mixture.

對於正介電性化合物及介電中性以及負介電性化合物分別將混合物ZLI-4792及混合物ZLI-3086(兩者均購自Merck KGaA, Germany)用作主體混合物。該等化合物之介電容率係根據添加感興趣化合物後主體混合物相應值的變化來測定並外推至感興趣化合物100%濃度。如此量測在20℃之量測溫度下具有向列相之組份,所有其他組份如同化合物 一樣處理。The mixture ZLI-4792 and the mixture ZLI-3086 (both purchased from Merck KGaA, Germany) were used as the host mixture for the positive dielectric compound and the dielectric neutral and negative dielectric compounds, respectively. The permittivity of the compounds is determined and extrapolated to the 100% concentration of the compound of interest based on the change in the corresponding value of the host mixture after addition of the compound of interest. Such a component having a nematic phase at a measured temperature of 20 ° C, all other components are like a compound Treat the same.

若未另外明確說明,否則以下兩個術語係指:術語臨限電壓在本申請案中係指光學臨限值且係提供用於10%之相對對比率(V10 )且術語飽和電壓係指光學飽和值且係提供用於90%之相對對比率(V90 )。電容臨限電壓(V0 ,亦稱為Freedericksz-臨限VFr )僅在明確提到時使用。Unless otherwise explicitly stated, the following two terms refer to: the term threshold voltage in this application refers to the optical threshold and is provided for a relative contrast ratio (V 10 ) of 10% and the term saturation voltage refers to the optical system provides a saturation value and a relative ratio of 90% (V 90). The capacitor threshold voltage (V 0 , also known as Freedericksz - Thrence V Fr ) is used only when explicitly mentioned.

除非另外明確說明,否則在本申請案中所給出參數之範圍皆包括極限值。Unless otherwise expressly stated, the scope of the parameters given in this application includes the limit values.

除非另外明確說明,否則在整個本申請案中所有濃度皆以質量百分數給出且指相應全部混合物,所有溫度皆以攝氏度(degrees centigrade, Celsius)給出且所有溫差皆以攝氏度給出。所有物理性質已經且係根據"Merck Liquid Crystals, Physical Properties of Liquid Crystals", Status Nov. 1997, Merck KGaA, Germany測定且除非另外明確說明,否則係在20℃之溫度下給出。光學各向異性(Δn)係在589.3奈米之波長下測定。介電各向異性(Δε)係在1kHz之頻率下測定。臨限電壓及其他光電性質已利用在Merck KGaA (Germany)製備之試驗單元測定。用於測定Δε之試驗單元具有22微米之單元間隙。電極係一具有1.13公分2 面積及保護環之圓形ITO電極。定向層係用於垂直定向(ε︱︱)之卵磷脂及購自Japan Synthetic Rubber用於均勻定向(ε )之聚醯亞胺AL-1054。電容係利用頻率響應分析器Solatron 1260使用0.3 Vrms 電壓之正弦波測定。電光量測中所用光係白光。所用裝置係Otsuka (Japan)出售之設備。特性電壓 已在垂直觀察下測定。臨限(V10 )-中間灰度(V50 )-及飽和(V90 )電壓經測定分別用於10%、50%及90%相對對比率。Unless otherwise expressly stated, all concentrations throughout this application are given in mass percent and refer to the corresponding total mixture, all temperatures are given in degrees centigrade (Celsius) and all temperature differences are given in degrees Celsius. All physical properties have been determined according to "Merck Liquid Crystals, Physical Properties of Liquid Crystals", Status Nov. 1997, Merck KGaA, Germany and are given at a temperature of 20 ° C unless otherwise explicitly stated. The optical anisotropy (Δn) was measured at a wavelength of 589.3 nm. The dielectric anisotropy (Δε) was measured at a frequency of 1 kHz. Threshold voltages and other optoelectronic properties have been determined using test units prepared by Merck KGaA (Germany). The test unit used to determine Δε has a cell gap of 22 microns. The electrode is a circular ITO electrode having a 1.13 cm 2 area and a guard ring. The oriented layer was used for the vertically oriented (ε-) lecithin and the polyimine AL-1054 from Japan Synthetic Rubber for uniform orientation (ε ). The capacitance was measured using a frequency response analyzer Solatron 1260 using a sine wave of 0.3 V rms voltage. The light used in electro-optical measurement is white light. The device used was a device sold by Otsuka (Japan). The characteristic voltage has been measured under vertical observation. The threshold (V 10) - mid gray (V 50) - and saturation (V 90) voltages respectively, was determined for 10%, 50% and 90% relative contrast ratio.

根據本發明之液晶介質可以常規濃度包含其他添加劑及對掌性摻雜劑。該等其他成份之總濃度以總混合物計係介於0%至10%、較佳0.1%至6%之間。所用個別化合物各自之濃度較佳介於0.1%至3%之間。在本申請案中該等及類似添加劑之濃度並不計入液晶介質之液晶組份及化合物之濃度值及範圍內。The liquid crystal medium according to the present invention may contain other additives and a palmitic dopant in a conventional concentration. The total concentration of the other ingredients is between 0% and 10%, preferably between 0.1% and 6%, based on the total mixture. The concentration of each of the individual compounds used is preferably between 0.1% and 3%. The concentrations of these and similar additives in this application are not included in the concentration and range of the liquid crystal components and compounds of the liquid crystal medium.

根據本發明之發明液晶介質由數種化合物、較佳3至30種、更佳8至20種及最佳10至16種化合物組成。該等化合物係以常規方法混合。通常,將以較少量使用化合物之所需量溶於以較大量使用之化合物中。在溫度高於以較高濃度使用之化合物的透明點的情況下,尤其易於觀察到溶解過程的完成。然而,亦可能藉由其他常規方法製備該等介質,例如使用可為(例如)化合物之同源或共熔混合物之所謂預混合物,或使用所謂的多瓶系統,該等成份自身為即用混合物。The liquid crystal medium according to the invention comprises a plurality of compounds, preferably 3 to 30, more preferably 8 to 20 and most preferably 10 to 16 compounds. These compounds are mixed in a conventional manner. Generally, the amount of the compound to be used in a relatively small amount is dissolved in the compound used in a larger amount. In the case where the temperature is higher than the clearing point of the compound used at a higher concentration, the completion of the dissolution process is particularly easy to observe. However, it is also possible to prepare such media by other conventional methods, for example using so-called premixes which may be, for example, homologous or eutectic mixtures of the compounds, or using so-called multi-bottle systems which are themselves ready-to-use mixtures. .

藉由加入適合的添加劑,可以此方式改良根據本發明之液晶介質,以便其可用於所有已知類型之任一如此使用液晶介質之液晶顯示器中(如TN-、TN-AMD、ECB-AMD、VAN-AMD、IPS及OCB LCD),且具體而言用於複合材料系統中(如PDLC、NCAP、PN LCD)且尤其用於ASM-PA LCD。The liquid crystal medium according to the present invention can be modified in this manner by adding suitable additives so that it can be used in any liquid crystal display of any of the known types such as TN-, TN-AMD, ECB-AMD, VAN-AMD, IPS and OCB LCD), and in particular for composite systems (eg PDLC, NCAP, PN LCD) and especially for ASM-PA LCD.

該等液晶之熔點T(C,N)、由層列(S)至向列(N)相之轉變T(S,N)及透明點T(N,I)係以攝氏度給出。The melting point T (C, N) of the liquid crystals, the transition T(S, N) from the layer (S) to the nematic (N) phase, and the transparent point T (N, I) are given in degrees Celsius.

在本申請案且尤其在下列實例中,該等液晶化合物之結構係由縮寫(亦稱為首字母縮寫詞)表示。根據下列兩個表A及B可簡單的將縮寫轉換成相應結構。所有基團Cn H2n+1 及Cm H2m+1 皆係分別具有n及m個C原子之直鏈烷基。表B之解釋係不言而喻。表A僅列出結構核心之縮寫。該等各個化合物由核心的縮寫後接連字符及取代基R1 、R2 、L1 及L2 之指定代碼表示如下: In the present application and especially in the following examples, the structures of the liquid crystal compounds are represented by abbreviations (also referred to as acronyms). The abbreviations can be simply converted into corresponding structures according to the following two tables A and B. All of the groups C n H 2n+1 and C m H 2m+1 are linear alkyl groups having n and m C atoms, respectively. The explanation in Table B is self-evident. Table A lists only the abbreviations of the structural core. The individual compounds are represented by the core abbreviation followed by the consecutive characters and the designations of the substituents R 1 , R 2 , L 1 and L 2 as follows:

根據本發明之液晶介質較佳包含七種或更多種、較佳八種或更多種選自表A及B化合物之群較佳不同式的化合物,及/或一種或更多種、更佳兩種或更多種、較佳三種或更多種選自表A化合物之群較佳不同式的化合物及/或三種或更多種、更佳四種或更多種化合物、更佳五種或更多種選自表B化合物之群較佳不同式的化合物。The liquid crystal medium according to the present invention preferably comprises seven or more, preferably eight or more compounds selected from the group of the compounds of Tables A and B, and/or one or more, more Preferably two or more, preferably three or more compounds selected from the group of compounds of Table A are preferably different compounds and/or three or more, more preferably four or more compounds, more preferably five One or more compounds selected from the group of compounds of Table B are preferably different.

在下表即表C中,顯示通常在本發明之液晶介質中用作對掌性摻雜劑的對掌性化合物之實例。 In the table below, Table C, there is shown an example of a palmitic compound which is generally used as a palmitic dopant in the liquid crystal medium of the present invention.

在下表即表D中,顯示通常在根據本發明之液晶介質中用作穩定劑之化合物實例。 In the table below, Table D, there are shown examples of compounds which are generally used as stabilizers in the liquid crystal medium according to the present invention.

實例Instance

下列所給出之實例係說明本發明而非以任何方式對其加以限制。The following examples are given to illustrate the invention and are not intended to limit it in any way.

然而,為專業人士闡釋組合物可達成且其中其範圍可修改之物理性質。尤其,因此而為專業人士充分界定可較佳達成之各性質之組合。However, it is a matter for the professional to explain the physical properties that the composition can achieve and in which its scope can be modified. In particular, the combination of the various properties that can be better achieved is thus well defined for the professional.

實例1Example 1

一種可實現具有下表中所給出組合物及性質之液晶混合物。 A liquid crystal mixture having the composition and properties given in the table below.

該混合物具有有利Δn值及高Δε值且非常適用於以STN模式作業之顯示器。The mixture has a favorable Δn value and a high Δε value and is very suitable for displays operating in the STN mode.

實例2Example 2

實現具有下表中所給出之組合物及性質之液晶混合物。 A liquid crystal mixture having the composition and properties given in the table below was achieved.

該混合物具有有利的Δn值及高Δε值且非常適用於以STN模式作業之顯示器。This mixture has advantageous Δn values and high Δε values and is well suited for displays operating in STN mode.

Claims (13)

一種液晶介質,其特徵在於其包括第一正介電性組份,即組份A,其包括一或多種式I化合物及一或多種選自式II及III之群的化合物 其中R1、R2及R3 彼此獨立地係具有1至7個碳原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個碳原子之烯基、烯氧基、烷氧基烷基或氟代烯基及m 係0或1,及第二正介電性組份,即組份B,其包括一或多種式IV之化合物 其中R4 具有式II中針對R2給出之含義,Z4 係-CO-O-或單鍵, X4 係F或OCF3及Y4 係H或F。 A liquid-crystalline medium characterized by comprising a first positive dielectric component, component A, comprising one or more compounds of formula I and one or more compounds selected from the group of formulas II and III Wherein R 1 , R 2 and R 3 are each independently an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 carbon atoms, An alkenyloxy, alkoxyalkyl or fluoroalkenyl group and m system 0 or 1, and a second positive dielectric component, component B, comprising one or more compounds of formula IV Wherein R 4 has the meaning given to R 2 in formula II, Z 4 is -CO-O- or a single bond, system , or X 4 is F or OCF 3 and Y 4 is H or F. 如請求項1之液晶介質,其中該液晶介質包括一正介電性組份A,該組份包括一或多種其中R1係烯基之式I化合物。 The liquid crystal medium of claim 1, wherein the liquid crystal medium comprises a positive dielectric component A comprising one or more compounds of formula I wherein R 1 is an alkenyl group. 如請求項1之液晶介質,其中R1係選自CH2=CH-,CH2=CH-(CH2-)n,或CnH2n+1-CH=CH-,其中n係1至5之整數。 The liquid crystal medium of claim 1, wherein R 1 is selected from the group consisting of CH 2 =CH-, CH 2 =CH-(CH 2 -) n , or C n H 2n+1 -CH=CH-, wherein n is 1 to An integer of 5. 如請求項1之液晶介質,其中R1係CnH2n+1-CH=CH-,n係1至5之整數。 A liquid crystal medium according to claim 1, wherein R 1 is C n H 2n+1 -CH=CH-, and n is an integer of 1 to 5. 如請求項4之液晶介質,其中R1係1-丁烯-1-基。 A liquid crystal medium according to claim 4, wherein R 1 is 1-buten-1-yl. 如請求項1至5中任一項之液晶介質,其中該液晶介質包括第三正介電性組份,即組份C,該組份包括一或多種式V化合物 其中 R5 係具有1至7個碳原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個碳原子之烯基、烯氧基、烷氧基烷基或氟代烯基, 彼此獨立,且在 出現兩次,且該等彼此獨立地為 之情況下,Z51及Z52 彼此獨立,且在Z51出現兩次,且該等彼此獨立為-CH2CH2-、-COO-、反式- -CH=CH-、反式- -CF=CF-、-CH2O-、-CF2O-或單鍵之情況下,X5 係F、Cl、鹵代烷基、鹵代烷氧基、鹵代烯 基或鹵代烯氧基,n 係0、1或2,且其中不包括式IVa至IVd化合物。 The liquid crystal medium of any one of claims 1 to 5, wherein the liquid crystal medium comprises a third positive dielectric component, component C, the component comprising one or more compounds of formula V Wherein R 5 is an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 carbon atoms, an alkenyloxy group, an alkoxyalkyl group Or fluoroalkenyl, Independent of each other and at Appear twice, and the ones are independent of each other Under the circumstances, Z 51 and Z 52 independently of one another, and appears twice in the Z 51, independently of one another and such -CH 2 CH 2 -, - COO- , trans - -CH = CH-, trans - - In the case of CF=CF-, -CH 2 O-, -CF 2 O- or a single bond, X 5 is a F, Cl, haloalkyl, haloalkoxy, haloalkenyl or haloalkenyloxy group, n-system 0, 1 or 2, and the compounds of the formulae IVa to IVd are not included therein. 如請求項1至5中任一項之液晶介質,其中該液晶介質包括介電中性組份,即組份D,該組份包括一或多種式VI化合物 其中R61及R62,彼此獨立地係具有1至7個碳原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個碳原子之烯基、烯氧基、烷氧基烷基或氟代烯基, 彼此獨立,且在 出現兩次,且該等彼此獨立地為 之情況下,Z61及Z62 係彼此獨立,且在Z61出現兩次,且該等彼此獨立為-CH2CH2-、-COO-、反式- -CH=CH-、反式- -CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCO2-或一單鍵之情況下及l 係0、1或2。 The liquid crystal medium of any one of claims 1 to 5, wherein the liquid crystal medium comprises a dielectric neutral component, component D, the component comprising one or more compounds of formula VI Wherein R 61 and R 62 are , independently of each other, an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 carbon atoms, an olefin oxygen; Base, alkoxyalkyl or fluoroalkenyl, Independent of each other and at Appear twice, and the ones are independent of each other In the case, Z 61 and Z 62 are independent of each other and appear twice in Z 61 , and these are independently -CH 2 CH 2 -, -COO-, trans--CH=CH-, trans- -CF=CF-, -CH 2 O-, -OCH 2 -, -CF 2 O-, -OCO 2 - or a single bond and l system 0, 1 or 2. 如請求項1至5中任一項之液晶介質,其中該液晶介質包括負介電性組份,即組份E,該組份包括一或多種式VII化合物 其中R71及R72 彼此獨立地係具有1至7個碳原子之烷基、烷氧基、氟代烷基或氟代烷氧基、具有2至7個碳原子之烯基、烯氧基、烷氧基烷基或氟代烯基, ,, Z71及Z72 彼此獨立係-CH2CH2-、-COO-、反式- -CH=CH-、反式- -CF=CF-、-CH2O-、-CF2O-或單鍵,L71及L72 彼此獨立地係C-F或N,及k 係0或1。 The liquid crystal medium of any one of claims 1 to 5, wherein the liquid crystal medium comprises a negative dielectric component, component E, the component comprising one or more compounds of formula VII Wherein R 71 and R 72 are each independently an alkyl group having 1 to 7 carbon atoms, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 carbon atoms, an alkenyloxy group , alkoxyalkyl or fluoroalkenyl, system , , or Z 71 and Z 72 are independent of each other -CH 2 CH 2 -, -COO-, trans - -CH=CH-, trans--CF=CF-, -CH 2 O-, -CF 2 O- or single The keys, L 71 and L 72 are independently CF or N, and k is 0 or 1. 如請求項1至5中任一項之液晶介質,其中該液晶介質包括一或多種選自式IVa至IVd化合物之群的式IV化合物, 其中R4具有請求項1中所給出之含義。 The liquid-crystalline medium according to any one of claims 1 to 5, wherein the liquid-crystalline medium comprises one or more compounds of the formula IV selected from the group of compounds of the formulae IVa to IVd, Wherein R 4 has the meaning given in claim 1. 如請求項1至5中任一項之液晶介質,其中該液晶介質包括一或多種如請求項1所給出之式III化合物。 The liquid crystal medium according to any one of claims 1 to 5, wherein the liquid crystal medium comprises one or more compounds of the formula III as given in claim 1. 一種液晶顯示器,其特徵在於其包括如請求項1至10中任一項之液晶介質。 A liquid crystal display comprising the liquid crystal medium according to any one of claims 1 to 10. 如請求項11之液晶顯示器,其特徵在於其係STN顯示器。 A liquid crystal display according to claim 11, characterized in that it is an STN display. 一種如請求項1至10中任一項之液晶介質在液晶顯示器中之用途。 A use of a liquid crystal medium according to any one of claims 1 to 10 in a liquid crystal display.
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KR20120058901A (en) * 2010-11-30 2012-06-08 주식회사 동진쎄미켐 Fast Response Bimesogenic Compound with Adjusted Dielectric Anisotropy of Both Side Mesogenic Groups
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Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19748618B4 (en) * 1996-12-05 2009-12-03 Merck Patent Gmbh Liquid crystal mixture and its use in an electro-optical liquid crystal display
DE19707807A1 (en) * 1997-02-27 1998-09-03 Merck Patent Gmbh Electro-optical liquid crystal display
DE19950194A1 (en) * 1998-10-20 2000-05-18 Merck Patent Gmbh In Plane Switching electrooptical liquid crystal displays with low threshold voltage and low temperature stability have positive dielectric anisotropy medium containing bis-cyclohexylene compounds
DE10004636A1 (en) * 1999-02-16 2000-08-17 Merck Patent Gmbh Liquid crystal medium for electro-optical use contains compounds with two ethylene- or butylene-linked cyclohexane rings attached to a fluorinated 4-trifluoro-methoxyphenyl group, optionally by a connecting group
EP1261679A1 (en) * 2000-02-28 2002-12-04 MERCK PATENT GmbH Supertwisted nematic liquid crystal displays, liquid crystal compositions and compounds
DE10111142A1 (en) * 2000-04-07 2001-10-11 Merck Patent Gmbh Electro-optical liquid crystal display with orientation reversal layer, useful for in-plane switching displays, having liquid crystal medium containing mesogenic 2-cyano-5-phenyl-pyrimidine derivative
DE10111139A1 (en) * 2000-04-07 2001-10-11 Merck Patent Gmbh Electro-optical liquid crystal display with orientation reversal layer, useful for in-plane switching displays, having liquid crystal medium containing 4-cyclohexyl-cyclohexane-1-carboxylic acid ester derivative
DE10116400A1 (en) * 2000-04-28 2001-12-06 Merck Patent Gmbh Liquid crystal medium containing compounds with strongly positive dielectric anisotropy, useful in electro-optical display devices
AU2002213869A1 (en) * 2000-11-29 2002-06-11 Merck Patent G.M.B.H Electro-optical liquid crystal display and liquid crystalline medium
KR20040010230A (en) * 2002-07-18 2004-01-31 메르크 파텐트 게엠베하 Liquid crystalline medium and liquid crystal display
KR20040045373A (en) * 2002-11-25 2004-06-01 메르크 파텐트 게엠베하 Liquid crystalline medium and liquid crystal display
JP5436739B2 (en) * 2002-12-11 2014-03-05 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング Liquid crystal composition used in a bistable liquid crystal device
JP2004339483A (en) * 2003-03-14 2004-12-02 Merck Patent Gmbh Liquid crystal medium

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