TW200838987A - Liquid crystalline medium and liquid crystal display - Google Patents

Liquid crystalline medium and liquid crystal display Download PDF

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TW200838987A
TW200838987A TW096146149A TW96146149A TW200838987A TW 200838987 A TW200838987 A TW 200838987A TW 096146149 A TW096146149 A TW 096146149A TW 96146149 A TW96146149 A TW 96146149A TW 200838987 A TW200838987 A TW 200838987A
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liquid crystal
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TWI546368B (en
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Nobuo Kubo
Masahiro Iijima
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Merck Patent Gmbh
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/46Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20Non-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
    • 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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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • 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
    • C09K19/3028Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20Non-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
    • 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
    • C09K2019/2035Ph-COO-Ph
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • 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
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • 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
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3009Cy-Ph

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Abstract

The instant invention relates to liquid crystalline media comprising a first dielectrically positive component, component A, comprising one or more compounds of formula I and one or more compounds selected from the group of formulae II and III and a second dielectrically positive component, component B, comprising one or more compounds of formula IV wherein the parameters have the meaning given in the specification and to liquid crystal displays comprising these media, especially to TN- and STN displays and in particular to STN displays.

Description

200838987 九、發明說明: 【發明所屬之技術領域】 等介質之液晶顯示器, 示器且具體而言係關於 本發明係關於液晶介質及包括該 尤其係關於藉由時序多工定址之顯 超扭曲向列(STN)顯示器。 【先前技術】 "液晶顯示器(LCD)歧地用於顯示資訊。使用諸如以下 電光杈式.扭曲向列(TN)_、超扭曲向列(stn)_、光學補 償彎曲(〇叫及電控雙折射(E叫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 =)平面内切換模式(如德國專利第4〇 〇〇 451號及歐洲專利 第〇 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。200838987 IX. Description of the invention: [Technical field of the invention] Liquid crystal display of a medium, etc., and in particular with respect to the present invention relates to a liquid crystal medium and, in particular, to a super-twisting direction by timing multiplex addressing Column (STN) display. [Prior Art] "Liquid Crystal Display (LCD) is used to display information. Uses such as electro-optical tweezers, twisted nematic (TN)_, super-twisted nematic (stn)_, optically compensated bends (click and electronically controlled birefringence (E-call mode and its various modifications, and other modes. In addition to the modes, all use an electric field that is substantially perpendicular to the substrate and correspondingly perpendicular to the liquid crystal layer, and an electric-light mode that uses an electric field that is substantially parallel to the substrate and correspondingly parallel to the liquid crystal layer, such as (example = In-plane switching mode (as disclosed in German Patent No. 4, 451 and European Patent No. 588 568). This electro-optic mode is especially useful for LCDs of modern desktop monitors and is intended for multimedia application displays. Application.

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。 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 電麼。較佳地,Δε應高於3〇且極佳高於45,然而較佳不高 於80 ’且尤其不高於7〇。否則,混合物之電阻率易於低至 甚至對於大多數S ΤΝ顯示器亦不可接受的程度,s T]s[顯示 126111.doc 200838987 器在此方面具有較由電致動組件矩陣定址之顯示器_ 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-光效應在恰當範圍内 之雙折射(Δη)、相當小的旋轉點度及如上文所提到至少足 夠高的比電阻。 本發明之顯示器較佳藉由時序多工定址,例如藉由如 AUmeshk。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。 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(pDLq·、 向列彎曲配向相⑽AP)_及聚合物網絡(ρΝ)·系統(如(例 於购嶋_中所揭示者或軸對稱微結構域(綱) 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 晶材料之均句配向。本發明之顯示模式較佳使用一 行於複合材料層之電場。 LCD用於直視顯示器及投影式顯示器。 適用於LCD且尤其STN顯示器之液晶組合物已自美國 利第M3〇s372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/ =要過高的作業電塵。該等多數亦可導致不利地長響應 因此,追切需要根據所用顯示模式具有適用於實際應用 126111.doc 200838987 、低黏度、合適的 之性質的液晶介質,例如寬向列相範圍 光學各向異性An、且尤其高Δε。 【發明内容】 7人d地’現已發現可實現具有適當高的^、適合相 範圍及Δη之液曰曰’丨貝,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。 一 根據本申請案’該等經改良液晶介質至少包括下列組 份: 'TN- and STN displays are widely used in, for example, cellular telephones and games. Some of the greatest advantages of such displays, in addition to low production costs, 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. 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 for a suitably low operating power. Preferably, Δε should be higher than 3 〇 and preferably higher than 45, but preferably not higher than 80 ′ and especially not higher than 7 〇. Otherwise, the resistivity of the mixture tends to be as low as even unacceptable for most S-displays, s T]s [display 126111.doc 200838987 in this respect has a display that is addressed by the matrix of electrically actuated components - LCD or AMD) is not a strict requirement. In addition to this parameter, the medium must exhibit birefringence (Δη) suitable for a wide range of nematic phases, in the proper range for the electro-optic effect used, a relatively small degree of rotation, and at least sufficiently high as mentioned above. Specific resistance. The display of the present invention is preferably addressed by time series multiplexing, such as by, for example, AUmeshk. The proposed orthogonal waveform is also available by so-called active addressing, especially 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. 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 crystals (pDLq·, nematically curved alignment phase (10) AP) and polymer networks (ρΝ) systems (eg, In contrast to the disclosure of the invention, or the axisymmetric microstructures (others) and others, in contrast to the preferred mode of the invention, the liquid crystal medium thus oriented on the surface is used. The display mode of the present invention preferably uses one line of electric field in the composite material layer. The LCD is used for direct view display and projection display. The liquid crystal composition suitable for LCD and especially STN display has been used in the United States. It is known from M3〇s372. However, these compositions have significant disadvantages. Most of these, in addition to various defects, also have too low resistivity values and/or excessively high working dust. Can result in unfavorably long response. Therefore, the chasing needs to have a liquid crystal suitable for practical application according to the display mode used, 126111.doc 200838987, low viscosity, suitable properties Qualitative, for example, wide nematic phase range optical anisotropy An, and especially high Δ ε. [Summary] 7 people d ground' has now been found to achieve a liquid 曰曰 '丨 with a suitably high ^, suitable phase range and Δη Shell, which does not exhibit defects of the prior art materials or exhibits such defects at least to a significantly lesser extent. According to the present application, the modified liquid crystal media comprises at least the following components:

第一正介電性組份,即組份A,其包括一或多種式工化合 物及一或多種選自式之群的化合物 〇The first positive dielectric component, component A, comprises one or more of the chemical compounds and one or more compounds selected from the group consisting of 〇

F CO〇F CO〇

CN HI 其中 R、R及R彼此獨立為具有1至7個c原子之烷基、烷氧 126111.doc 200838987 基、氟化烧基或氟代烧氧基、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較佳為稀基,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1¥之 化合物CN HI wherein R, R and R are each independently an alkyl group having 1 to 7 c atoms, an alkoxy group 126111.doc 200838987 group, a fluorinated alkyl group or a fluoroalkyloxy group, and an alkene having 2 to 7 C atoms. a base, an alkenyloxy group, an alkoxyalkyl group or a fluoroalkenyl group, and R1 is preferably a dilute group, and m is 0 or 1, and a second positive dielectric component, component B, comprising one Or a variety of compounds of formula 1

IV 其中 R4 具有式II中針對R2給出之含IV where R4 has the formula given for R2 in formula II

Z4 係-C0-0•或單鍵,Z4 series - C0-0• or single button,

X4 係F或OCF3及 Y4 係Η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Ε,及 視情況、較佳必須對掌性組份,即組份F。 較佳該第一正介電性組份(即組份Α)包括一或多種強正 126111.doc -10- 200838987 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ΙΠ且最佳式卜π、ΠΙ之各 化合物組成。 較佳地,本發明液晶混合物包括一種或多種其中瓜為❹ 之式III化合物、及/或一或多種其中瓜為】之式m化合物。 在本發明之-較佳實施例中,根據本發明之液日日日混合物 包括一或多種各式I、II及m化合物。 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。 較佳地,根據本發明之液晶混合物包括一或多種式以化 合物,其中X4係OCF3且Y4係H。 根據本發明之另一較佳液晶混合物包括一或多種式以化 合物,其中X4係F且Y4係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1¥化合物X4 is F or OCF3 and Y4 system or F and optionally another (third) positive dielectric component, ie component C, as appropriate, dielectric neutral component, ie component D, as appropriate The electrical component, ie the component Ε, and, as the case may be, the palm component, ie component F, is preferred. Preferably, the first positive dielectric component (ie, component Α) comprises one or more strong positive 126111.doc -10- 200838987 dielectric compounds (the compounds have 20 or greater, preferably 30 or greater) The dielectric anisotropy) is preferably predominantly, more preferably substantially and particularly preferably composed entirely of one or more of the compounds of the formula I and the formula π, ΠΙ. Preferably, the liquid crystal mixture of the present invention comprises one or more compounds of the formula III wherein the melon is ruthenium and/or one or more compounds of the formula m wherein the melon is. In a preferred embodiment of the invention, the liquid daily blend according to the invention comprises one or more compounds of the formulae I, II and m. 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 the formula Iv. Preferably, the liquid crystal mixture according to the present invention comprises one or more compounds of the formula wherein X4 is OCF3 and Y4 is H. Another preferred liquid crystal mixture according to the present invention comprises one or more compounds of the formula wherein X4 is F and Y4 is F. In a preferred embodiment of the invention, the liquid crystal composition according to the invention comprises one or more compounds of the formula 1 selected from the group of compounds of the formulae IVa to IVd.

FF

126111.doc -11 - 200838987126111.doc -11 - 200838987

IVb IVc IVd 其中r4具有上文所給出之含義 在本發明之一較佳實施例中 包括一或多種式IVa化合物。IVb IVc IVd wherein r4 has the meaning given above In one preferred embodiment of the invention one or more compounds of formula IVa are included.

根據本發明之液晶混合物 =本發明之—較佳實施例中,根據本發明之液晶混合物 匕括一或多種式Ivb化合物及/或一或多種選自式ive至雨 化合物之群的化合物。 在本發明之-較佳實施例中,該第二正介電性組份(即 、、、刀)匕括或夕種選自式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。 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 126111, doc •12· 200838987 由其組成。較佳地,該組份包括_或多種〇之正 化合物’更佳主要、更佳基本上及尤佳完全由其組成Liquid crystal mixture according to the invention = 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 formulas ive to rain compounds. In a preferred embodiment of the invention, the second positive dielectric component (ie, knives) includes or is selected from the group consisting of the compounds of formula iv of formulas IVa to IVd, more preferably predominantly Jia is basically and especially well composed of it. Preferably, the liquid crystal mixture according to the present 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 126111, doc • 12· 200838987. Preferably, the component comprises _ or a plurality of ruthenium compounds. Better, mainly, substantially, and preferably fully composed of

具有上文式II中針對R2給出之含義Has the meaning given to R2 in Formula II above

彼此獨立,且在Independent of each other and at

出現兩次,且該等彼此獨立地為Appear twice, and the ones are independent of each other

126111.doc -13- 200838987 中至少之一或分別係At least one of 126111.doc -13- 200838987 or separately

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-、-CH2〇-、-Cf2〇_或單鍵之情Independent of each other, and appearing twice in z51, and these are independent of each other as _CH2CH2·, -coo·, trans--CH=CH-, trans...CF=CF-, -CH2〇-, -Cf2〇_ Or one-touch

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, χ5 係F、ci、鹵代烷基、i代烷氧基、幽代烯 基或_代烯氧基,其中自代較佳係氟代及/或 氣代’車父佳鹵代及較佳X5係F、〇cf3或 OCF2H, n 係0、1或2,較佳1或2, 且其中不包括式1\^至IVd化合物。 車乂 it地,根據本發明之液晶混合物除組份A及B外包含Preferably, at least one of the ones is a single bond and is optimal (if present) of the at least two single bonds, χ5 is F, ci, haloalkyl, i alkoxy, decyl or _ Alkenyloxy, wherein the self-generation is preferably fluoro and/or gas-substituted, and preferably X5, F, cf or OCF2H, n is 0, 1 or 2, preferably 1 or 2. And the compound of the formula 1\^ to IVd is not included therein. The liquid crystal mixture according to the present invention is contained in addition to components A and B.

至少一種另一組份。該第三組份可係組份C、D&E中之任 一種。較佳地,本發明之第三組份係組份C*D,尤佳為 組份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及〇、以及視情況其所有四種組份。 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·丨.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“基本上且尤佳完全由其組成。較佳地,該組份包 1261Il.doc -14- 200838987 括一或多種式νι之介電中性化合物 上且尤佳完全由其組成 更佳主要 更佳基本At least one other component. The third component can be any of components C, D & E. Preferably, the third component of the present invention is C*D, particularly preferably component C. It will be apparent that the mixture according to the invention may also comprise the four components, preferably components A, B, c and hydrazine, and optionally all four components. Preferably, the liquid crystal mixture according to the invention comprises a dielectric neutral component, component D. This component has a dielectric anisotropy between 丨.5 and +3. Preferably, it comprises one or more dielectric neutral compounds, more preferably it is more "substantially and especially preferably composed entirely of. Preferably, the component package 1261Il.doc -14-200838987 comprises one or more The medium-sized compound of the formula νι is preferably better composed of it, mainly better and basic.

R61 及 R62,R61 and R62,

彼此獨立,具有上文式I中針對R2所給出之 含義,Independent of each other, with the meaning given in the above formula I for R2,

出現兩次,且該等彼此獨立地為Appear twice, and the ones are independent of each other

之情況下,較佳 126111.doc -15- 200838987In the case of 126111.doc -15- 200838987

中至少之一、更佳兩個或以上係At least one, better two or more

Z及Z62 係彼此獨立,且在Z61出現兩次,且該等彼此 獨立為-CH2CH2-、_CO〇-、反式 _ _CH=CH-、 反式…CF=CF-、-CH2〇-、-〇Ch2_、_CF2〇-、Z and Z62 are independent of each other and appear twice in Z61, and these are independently -CH2CH2-, _CO〇-, trans__CH=CH-, trans...CF=CF-, -CH2〇-, - 〇Ch2_, _CF2〇-,

-〇C〇2_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- 〇C〇2_ or a single bond, preferably at least one of the single bonds and preferably (if present) the at least two single bonds and

I 係0、1或2。 在本發明夕 ^ 較佳實施例中,根據本發明之液晶混合物 5夕種選自式Va至Vf化合物之群的式v化合物I is 0, 1 or 2. In a preferred embodiment of the invention, the liquid crystal mixture according to the invention is selected from the group consisting of compounds of the formula Va to Vf.

126111.doc -16 - 200838987 53 51126111.doc -16 - 200838987 53 51

其中 R5 X5 係具有1至7個C原子之烷基、烷氧基、敦代 烷基或氟代烷氧基、具有2至7個c原子之稀 基、烯氧基、烷氧基烷基或氟代稀基, 彼此獨立地係F、C1或各自具有1至4個c原子 之氟代烧基或氟代燒氧基或各自具有2至4個 C原子之氟代烯基或氟代烯氧基,較佳ρ、 〇CF3 或 〇CF2H, L51 至 L56 彼此獨立地係Η或F,較佳該等至少之一、較 佳L、更佳該等(較佳選自乙51、[52及l53)中 126111.doc -17- 200838987 兩個或以上為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_l 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, R- -COO-Wherein R 5 X 5 is an alkyl group having 1 to 7 C atoms, an alkoxy group, a hydroxyalkyl group or a fluoroalkoxy group, a dilute group having 2 to 7 c atoms, an alkenyloxy group, an alkoxyalkyl group or Fluorocarbon, independently of each other, F, C1 or a fluoroalkyl or fluoroalkyloxy group each having 1 to 4 c atoms or a fluoroalkenyl or fluoroolefin each having 2 to 4 C atoms Oxygen, preferably ρ, 〇CF3 or 〇CF2H, L51 to L56 are each independently or F, preferably at least one, preferably L, more preferably (preferably selected from B, [52] And l53) 126111.doc -17- 200838987 Two or more are F. 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_l to Vd-8, Ve-1 to Ve-4, Vf Liquid crystal mixture of compounds of groups -1 to Vf-4 and Vg-1 to Vg-4, R--COO-

-OCF 3-OCF 3

Va-1Va-1

coo-Coo-

FF

OCFOCF

Va-2 3 R-Va-2 3 R-

C〇〇C〇〇

FF

OCF,OCF,

Va-3 ρ ΡVa-3 ρ Ρ

οοοΟοο

FF

Va-4Va-4

coo-Coo-

OCF 3OCF 3

Vb-1Vb-1

FF

coo-Coo-

OCF,OCF,

Vb-2 R-Vb-2 R-

FF

F c〇〇-F c〇〇-

OCF,OCF,

Vb-3 126111.doc -18 - 200838987 5Vb-3 126111.doc -18 - 200838987 5

Vb-4Vb-4

RR

Vb-5Vb-5

Vb-6Vb-6

Vb-7Vb-7

Vb-8Vb-8

Vb-9Vb-9

Vb-10Vb-10

Vb-11 126111.doc -19- 200838987Vb-11 126111.doc -19- 200838987

Vb-12Vb-12

Vb-13Vb-13

Vb-14Vb-14

Vb-15Vb-15

Vc-1Vc-1

Vc-2Vc-2

Vc-3Vc-3

Vc-4 126111.doc -20- 200838987Vc-4 126111.doc -20- 200838987

FF

FF

FF

Vd-1Vd-1

Vd-2Vd-2

Vd-3Vd-3

Vd-4Vd-4

Vd-5Vd-5

Vd-6Vd-6

Vd-7Vd-7

Vd-8 126111.doc -21 - 2200838987Vd-8 126111.doc -21 - 2200838987

33

Vf-1Vf-1

Vf-2Vf-2

Vf - 3Vf - 3

Vf-4 126111.doc -22- 200838987Vf-4 126111.doc -22- 200838987

Vg-lVg-l

Vg-2Vg-2

Vg-3Vg-3

Vg-4 R 係具有1至7個C原子之烷基、烷氧基、氟代Vg-4 R is an alkyl group having 1 to 7 C atoms, an alkoxy group, or a fluorinated group.

烧基或氟代烷氧基、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。 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。 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Vlh、較佳自至vid及 VIg、最佳選自VIa及VIg化合物之群的式…化合物,其較 佳主要且最佳完全由其組成, 126111.doc -23- 200838987An alkyl group or a fluoroalkoxy group, an alkenyl group having 2 to 7 C atoms, an alkenyloxy group, an alkoxyalkyl group or a fluoroalkenyl group. 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. In another preferred embodiment of the present invention, which may be the same as the previous embodiment or a different embodiment, the liquid crystal mixture according to the present invention comprises component D, and component D comprises selected from the group consisting of Formulas VIa to Vlh. Preferably, a compound of the formula ... preferably selected from the group consisting of VIa and VIg compounds, preferably predominantly and optimally consisting entirely of it, 126111.doc -23- 200838987

Via ;61-〇Or,Via ;61-〇Or,

VIbVIb

Vic VIdVic VId

VieVie

VlfVlf

R及R 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R and R are each independently an alkyl group, an alkoxy group, a fluoroalkyl group or a fluoroalkoxy group having 1 to 7 C atoms, and have 2 to 7

c原子之烯基、烯轰A ’土歸乳基、烷氧基烷基或氟代 埽基及 126111.doc -24- 200838987 L6 係H或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。 車乂仏地’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R6】係烷基且R62係烷氧基,Alkenyl group of c atom, olefin A A tert-butyl group, alkoxyalkyl group or fluoroalkyl group and 126111.doc -24- 200838987 L6 is H or F. In a preferred embodiment of the invention, the liquid crystal mixture according to the invention comprises one or more compounds of the formula VIg. The liquid crystal mixture comprises one or more compounds selected from the group consisting of compounds of formula VIa wherein R61 and R62 are alkyl groups, compounds of formula Via, wherein R6 is alkyl and R62 is alkoxy,

式VIa化合物,其中R61係烷基且R62係烯基, 式VIb化合物,其中R6i及R62係烷基, 式VIb化合物,其中r6i係烷基且r62係烷氧基, 式Vic化合物,其中r6i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r6i係烷基且r62係烯基及 式VId化合物,其中R61及R62係烷基。 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r6i係烷基及r62係烯基。 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A compound of the formula VIa, wherein R61 is alkyl and R62 is alkenyl, a compound of the formula VIb, wherein R6i and R62 are alkyl, a compound of the formula VIb, wherein r6i is alkyl and r62 is alkoxy, a compound of the formula Vic, wherein r6i R62 is an alkyl group, a compound of the formula VIc, wherein R61 is an alkyl group and R62 is an alkoxy group, a compound of the formula Vic, wherein r6i is an alkyl group and the r62 is an alkenyl group and a compound of the formula VId, wherein R61 and R62 are alkyl groups. 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, and more preferably a mixture comprising a compound of the formula Via, wherein the r6i is an alkyl group and the r62 olefin base. 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

其中 彼此獨立地具有上文式I中針對Ri所給出之 126111.doc -25- 200838987Which independently of each other has the above formula I given for Ri 126111.doc -25- 200838987

含義,meaning,

較佳Better

z71 及 z72 L71 及 L72 kZ71 and z72 L71 and L72 k

彼此獨立係-CH2CH2·、-COO-、反式--CH=CH- 、反式…CF=CF-、_CH2〇-、-CF20_或單鍵, 較佳該等至少之一係單鍵且最佳兩者皆係單 鍵, 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 係0或1。 可作為對掌性組份(即組份F)相應地用於彼對掌性組份 中之對萃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 126111.doc •26- 200838987 CB15(其可購自Merck KGaA)。亦有用者係諸如以下之對 : R-811AS-811 > R-lOll^S-lOH^R.50!^ s_5〇ii,該等為成對對映異構體化合物,該等亦可講自 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。 較佳地,根據本發明之液晶介質包括組份八至1?且具體 而吕選自式I至VII化合物之群的化合物,争交佳主要且最佳 完全由其組成。Independent of each other -CH2CH2·, -COO-, trans--CH=CH-, trans...CF=CF-, _CH2〇-, -CF20_ or a single bond, preferably at least one of which is a single bond and Preferably, both are single bonds, independently of each other, CF or N, preferably at least one of which is CF and optimally both of which are cF and system 0 or 1. It is well known to the skilled person that the antagonistic component of the palm component can be used as the palm component (i.e., component F). These compounds are known to be palmitic dopants such as, for example, cholesteryl citrate (CN) C15 or 126111.doc • 26-200838987 CB15 (which is commercially available from Merck KGaA). Also useful are the following pairs: R-811AS-811 > R-lOll^S-lOH^R.50!^ s_5〇ii, these are paired enantiomer compounds, and these can also be said From Merck KGaA. The latter allows the desired twist of the cholesterol helix to be selected by using the appropriate enantiomer of the compound. Preferably, the liquid-crystalline medium according to the present invention comprises a compound of the group VIII to 1 and specifically selected from the group of compounds of the formulae I to VII, the content of which is mainly and optimally composed entirely of.

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1G%或更多且最佳·或更多 含有所討論之該(等)組份或該(等)化合物。 & 在此上下文中,主要由…組成係指所指實體含有“%或 更多、較佳,/❶或更多且最佳7〇%或更多所討論之該 組伤或該(等)化合物。 在此上下文中’基本上由…組成係指所指實體含有肋% 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。 下文中凡王由···組成係指所指實體含有98%戋 更多、較佳99%或更多且最佳1〇〇〇%所討論之該(等)組份 或該(等)化合物。 尤佳者係其中組份A包括選自式工腿化合物之群的化八 物、較佳主要且最佳完全由其組成之液晶介質。 ° 組份E較佳包括一或多種較佳選自式術至服化合物 之群的式VI1化合物,其較佳主要且最佳完全由其組成 126Ill.doc -27. 200838987Included in the present application, in the context of a composition, means that the indicated entity (eg, medium or component) is preferably 1 G% or more and preferably contains more or more of the component(s) in question or (etc.) a compound. & In this context, consisting primarily of ... means that the indicated entity contains "% or more, preferably, / or more and optimally 7 % or more of the group of injuries discussed or the Compound. In this context, 'substantially composed of" means that the indicated entity contains rib% or more, preferably 90% or more, and most preferably 95% or more of the component(s) discussed or The compound (hereinafter) is composed of 98% 戋 more, preferably 99% or more and preferably 1% of the group referred to in the following. Or a compound of the present invention. Particularly preferred is a liquid crystal medium in which component A comprises a group selected from the group of leg compounds, preferably predominantly and optimally composed entirely of liquid crystal medium. Included in the composition of one or more compounds of formula VI1, preferably selected from the group of formulae to the compound, preferably consisting predominantly and optimally consisting entirely of 126Ill.doc -27. 200838987

VilaVila

VllbVllb

VileVile

其中 R71及R72具有上文中針對式VII所給出相應含義。 在式中,R”較佳係正_烷基或烯基且R72 較佳係正-烧基或烧氧基。 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内專業人 士所熟知。 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。 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。 組份C較佳以所有混合物的〇至40%、更佳2至30%、更佳 3至20%、及最佳5至15%之濃度使用。 組份10較佳以所有混合物的〇至40%、較佳〇至20%及最佳 5至15%之濃度使用。 組份E較佳以所有混合物的〇至30%、較佳〇至20%及最佳 126111.doc -28 - 200838987 5至15%之濃度使用。 組份F較佳以所有混合物的〇至1〇%、較佳〇至5%及最佳 〇·5至2%之濃度使用。 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内專業人士所熟知。該等在本 發明介質中之濃度係較佳〇%至3〇%、更佳〇%至2〇%及最佳 5%至 15% 〇 較佳的’该等液晶介質包含5〇%至1 〇〇%、更佳至 100%及最佳80%至1〇〇%及尤其90%至1〇〇%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、m(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。 根據本發明之液晶介質之特徵較佳在於透明點為7〇t:或 更高、較佳75°C或更高、更佳80°C或更高且尤其85。(:或更 高。 本發明液晶介質之Δη較佳係〇 · 11或更大,更佳〇.丨2或更 大,更佳介於0.120至0.200之間,更佳介於〇12〇至〇18〇之 間,最佳介於0_120至0.126之間且尤其介於〇12〇至〇15〇之 間。 在1 kHz及20°C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55〇或更 大且尤其65.0或更大。 本發明介質之向列相較佳至少自〇。〇擴展至7〇〇c、更佳 126111.doc -29- 200838987 至少自-20°C至70°C、最佳至少自_30°C至75°C且尤其至少 自-40°C至80°C,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。 根據本發明液晶介質在STN單元中較佳具有οι!或更 大、更佳0.12或更大、更佳介於mo至0.200之間、更佳 介於0.120至0.180之間、最佳介於〇12〇至〇」26之間且尤其 介於0.120至0.150之間之臨限電壓(乂1〇)。 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-1,5SAM3.0且負介電性係之化合 物或組份。Δε係在1 kHz及20°C下測定。化合物之介電各 向異性係根據向列主體混合物中1 〇%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1〇微 米。所施加電壓係頻率為1 kHz之矩形波且均方根值通常 為〇·5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。 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°c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 126111.doc -30- 200838987 ' 樣處理。 夕卜日月 卜月確說明,否則以下兩個術語係指:術語臨限 電壓在本申v 月/、中係指光學臨限值且係提供用於1 〇 %之相 對對比率(V 、H j 術語飽和電壓係指光學飽和值且係提供用 於9〇%之相對對比率(V9〇)。電容臨限電壓(Vq,亦稱為 eedencksz-臨限u僅在明確提到時使用。 除非另外明確說明,否則在本巾請案中所給出參數之範 圍皆包括極限值。 、&另外明確説明,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,〜…仍)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 Li_dWherein R71 and R72 have the corresponding meanings given above for formula VII. In the formula, R" is preferably n-alkyl or alkenyl and R72 is preferably n-alkyl or alkoxy. Other liquid crystal-derived compounds not specifically mentioned above may also be used as appropriate and advantageously In the medium of the present invention, such compounds are well known to those skilled in the art. Component A is preferably from 40 to 90%, more preferably from 50 to 80%, still more preferably from 55 to 70%, and most preferably 60% of all mixtures. It is used at a concentration of 65%. Component B is preferably used in a concentration of 5 to 50%, more preferably 7 to 40%, more preferably 10 to 30%, and most preferably 15 to 25% of all the mixture. Preferably, the mixture is used in a concentration of 40%, more preferably 2 to 30%, more preferably 3 to 20%, and most preferably 5 to 15% of the mixture. Component 10 is preferably used in all mixtures from 40% to 40%. It is preferably used at a concentration of 20% and preferably 5 to 15%. Component E is preferably from 30%, preferably from 20% to 126111.doc -28 - 200838987 5 to 15% of all mixtures. The concentration of component F is preferably used in a concentration of from 〇 to 1%, preferably from 5% to 5%, and most preferably from 5% to 2% of all mixtures. The medium of the invention may optionally include other liquid crystal compounds to modulate the physics. nature. Such compounds are well known to those skilled in the art. Such concentrations in the medium of the present invention are preferably from 〇% to 3%, more preferably from 至% to 2%, and most preferably from 5% to 15%. 'The liquid crystal medium comprises from 5% to 1%, more preferably 100% and most preferably from 80% to 10,000% and especially from 90% to 10,000% of all components a, BC, D, E and F (preferably components a, B, C, D and F), which in turn comprise one or more of formulas I, II, m (component A), IV (component B), V (component C) The compound of VI (component D) and VII (component E) preferably consists mainly and optimally. The liquid crystal medium according to the invention is preferably characterized by a transparent point of 7 〇 t: or higher. Preferably, it is 75 ° C or higher, more preferably 80 ° C or higher and especially 85. (: or higher. The Δη of the liquid crystal medium of the present invention is preferably 〇·11 or larger, more preferably 〇.丨2 Or larger, more preferably between 0.120 and 0.200, more preferably between 〇12〇 and 〇18〇, optimally between 0_120 and 0.126 and especially between 〇12〇 and 〇15〇. 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 larger, more preferably 45 or more, most preferably 55 Å or more and especially 65.0 or more. The nematic phase of the medium of the present invention is preferably at least self-tanning. 〇 extends to 7 〇〇 c, preferably 126111. Doc -29- 200838987 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, where "at least, combined with the lower limit The phase temperature range extends at least downwardly to a lower limit and preferably to a lower temperature, and the upper limit means that the phase temperature range extends at least upwardly to an upper limit and preferably to a temperature above the upper limit. The liquid crystal medium according to the present invention preferably has οι! or greater, more preferably 0.12 or greater, more preferably from mo to 0.200, more preferably between 0.120 and 0.180, and most preferably in the STN unit. A threshold voltage (乂1〇) between 2626 and especially between 0.120 and 0.150. In the present application, the term positive dielectric refers to a compound or component of Δε > 3.0, a dielectric neutral-1,5SAM3.0 and a negatively dielectric compound or component. The Δε system was measured at 1 kHz and 20 °C. The dielectric anisotropy of the compound is determined based on the results of 1% by weight of the individual compound solution in the nematic host mixture. The capacitance of the test mixtures was determined in two units with vertical and uniform alignment. The cell gap of the two types of cells is about 1 micrometer. The applied voltage is a rectangular wave with a frequency of 1 kHz and the rms value is typically 〇·5 volts to 1.0 volts, however it is always chosen to be lower than the capacitance threshold of the corresponding test mixture. 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 the addition of the compound of interest. The components having the nematic phase at the measurement temperature of 20 ° C were measured as in the case of the compound 126111.doc -30-200838987. The U.S. day and month do indicate that otherwise the following two terms refer to: the term threshold voltage in the present v/month, in the middle refers to the optical threshold and provides a relative contrast ratio of 1 〇% (V, H j The term saturation voltage refers to the optical saturation value and is provided for a relative contrast ratio (V9 〇) of 9〇%. The capacitance threshold voltage (Vq, also known as eedencksz-premium u) is used only when explicitly mentioned. Unless otherwise expressly stated, the scope of the parameters given in this application note includes the limits. & additionally, otherwise, all concentrations in this application are given in mass percent and refer to the corresponding total mixture. All temperatures are given in degrees centigrade (~... still) and all temperature differences are given in degrees Celsius. All physical properties are already based on "Merck Li_d"

Crystals, Physical Properties of Liquid Crystals11, StatusCrystals, Physical Properties of Liquid Crystals11, Status

Nov· 1997’ Merck KGaA,Germany測定且除非另外明確說 明,否則係在2η:之溫度下給出。光學各向異性(Δη)係在 589·3奈米之波長下測定。介電各向異性(△勾係在】之 頻率下測定。臨限電壓及其他光電性f已利用在仏滅 KGaA (Germany)製備之試驗單元測定。用於測定&之試驗 單元具有22微米之單元間隙。電極係一具有113公分2面積 及保護環之圓形ΙΤΟ電極。定向層係用於垂直定向&丨丨)之 卵磷脂及購自Japan Synthetic Rubber用於均勻定向(ει)之 聚醯亞胺AL-1054。電容係利用頻率響應分析器s〇i价⑽ 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 126111.doc -31 · 200838987 已在垂直觀察下測定。臨限(Vl〇)·中間灰度(V5〇)-及飽和 (V9〇)電壓經測定分別用於i〇Q/❶、5〇%及卯%相對對比率。 ,根據本發明之液晶介質可以常規濃度包含其他添加劑及 對莩f生摻雜劑。邊等其他成份之總濃度以總混合物計係介 於〇 /〇至10 /〇、較佳〇· i %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。在本中請案中該等及類 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 濃度值及範圍内。 根據本叙明之發明液晶介質由數種化合物、較佳3至川 種、更佳8至20種及最佳1〇至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 貝’例如使用可為(例如)化合物之同源或共炼混合物之所 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。 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ΤΝ-、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。 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。 126111.doc -32- 200838987 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CnH2n+1 及CmH2m+i皆係分別具有n&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:Nov. 1997' Merck KGaA, Germany, and unless otherwise explicitly stated, is given at a temperature of 2η:. The optical anisotropy (Δη) was measured at a wavelength of 589·3 nm. The dielectric anisotropy (Δ 系 is at the frequency) is determined. The threshold voltage and other photo-electricity f have been determined using a test unit prepared by quenching KGaA (Germany). The test unit used for the measurement & Cell gap. The electrode is a round germanium electrode with a surface area of 113 cm 2 and a guard ring. The oriented layer is used for vertical orientation & 卵 lecithin and from Japan Synthetic Rubber for uniform orientation (ει) Yttrium imine AL-1054. The capacitance is measured using a frequency response analyzer s〇i price (10) 1260 using a sine wave of 0·3 Vrms voltage. The light used in electro-optic measurement is white light. The device used was a device sold by Otsuka (Japan). Characteristic voltage 126111.doc -31 · 200838987 It has been measured under vertical observation. The threshold (Vl〇)·intermediate gray scale (V5〇)- and saturation (V9〇) voltages were measured for i〇Q/❶, 5〇%, and 卯% relative contrast ratio, respectively. The liquid crystal medium according to the present invention may contain other additives and a dopant for a conventional concentration in a conventional concentration. The total concentration of other components, such as the total mixture, is between 〇 / 〇 to 10 / 〇, preferably 〇 · i % to 6%. 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. The liquid crystal medium according to the invention described herein consists of several compounds, preferably 3 to chuan, more preferably 8 to 20 and most preferably 1 to 16 compounds. The compounds are mixed in a conventional manner. Generally, the amount required to use the compound in a smaller 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 capsules by other conventional methods, for example using so-called premixes which may be homologous or co-refined mixtures of, for example, compounds, or using so-called multi-bottle systems, which are themselves ready-to-use. mixture. 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 ΤΝ-, 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. 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. 126111.doc -32- 200838987 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 CnH2n+1 and CmH2m+i are linear alkyl groups having n&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 hyphen and the designation codes for the substituents R1, R2, L1 and L2 as follows:

Rl、R2、U L2之代碼 Rl R2 Ll L2 nm CnH2n+l CmH2m+l H H nom CnH2n+l OCmH2m+l H H nO.m 〇CnH2n+l CnJHbm+l H H n CnH2n+l CN H H nN.F CnH2n+l CN H F nN.F.F CnH2n+l CN F F nF CnH2n+l F H H nF.F CnH2n+l F H F nF.F.F CnH2n+l F F F nOF OCBH2n+i F H H nCl CnH2n+l Cl H H nCLF CnH2n+l Cl H F nCLF.F CnH2n+l Cl F F Ncf3 CnH2n+l cf3 H H nCF3.F Cntfcn+l cf3 H F nCFs.F.F CnH2n+l cf3 F F nOCF3 CnH2n+l OCF3 H H nOCF3.F CnH2n+l OCF3 H F nOCF3.F.F CnH2n+l OCF3 F F nOCF2 CnH2n+l OCHF2 H H nOCF2.F CnH2n+l OCHF2 H F nOCF2.F.F CnH2n+l OCHF2 F F nS CnHln+l NCS H H nS.F CnH2n+l NCS H F nS.F.F CnH2n+l NCS F F rVsN CrH2rH-CH=CH-CsH2s- CN H H rEsN CrH2r+l-〇-CsH2s- CN H H nAm CnH2n+l COOCmH2m+i H H 126111.doc -33 - 200838987 表A :Rl, R2, U L2 code Rl R2 Ll L2 nm CnH2n+l CmH2m+l HH nom CnH2n+l OCmH2m+l HH nO.m 〇CnH2n+l CnJHbm+l HH n CnH2n+l CN HH nN.F CnH2n+ l CN HF nN.FF CnH2n+l CN FF nF CnH2n+l FHH nF.F CnH2n+l FHF nF.FF CnH2n+l FFF nOF OCBH2n+i FHH nCl CnH2n+l Cl HH nCLF CnH2n+l Cl HF nCLF.F CnH2n+l Cl FF Ncf3 CnH2n+l cf3 HH nCF3.F Cntfcn+l cf3 HF nCFs.FF CnH2n+l cf3 FF nOCF3 CnH2n+l OCF3 HH nOCF3.F CnH2n+l OCF3 HF nOCF3.FF CnH2n+l OCF3 FF nOCF2 CnH2n+l OCHF2 HH nOCF2.F CnH2n+l OCHF2 HF nOCF2.FF CnH2n+l OCHF2 FF nS CnHln+l NCS HH nS.F CnH2n+l NCS HF nS.FF CnH2n+l NCS FF rVsN CrH2rH-CH=CH- CsH2s- CN HH rEsN CrH2r+l-〇-CsH2s- CN HH nAm CnH2n+l COOCmH2m+i HH 126111.doc -33 - 200838987 Table A:

R"R"

EPCHEPCH

R1R1

R2R2

CCHCCH

126111.doc -34- 200838987126111.doc -34- 200838987

COOCOO

R"R"

〇>-C〇〇〇>-C〇〇

MEME

HPHP

COO—( O >-RCOO—( O >-R

COOCOO

CPCP

CHCH

R -^^CH2CH2—R -^^CH2CH2—

COO—( O )-RCOO—( O )-R

EHP 表B : CH. I c2h5-ch-ch2~( o CB15EHP Table B: CH. I c2h5-ch-ch2~( o CB15

0 KCN CH. I 30 KCN CH. I 3

c2h5-ch-ch2-o—\ O )~( O >-CN C15C2h5-ch-ch2-o-\ O )~( O >-CN C15

CnH2l n+1CnH2l n+1

^n^2n+1^n^2n+1

CGP-n-X (X=F,Cl,OCF3)CGP-n-X (X=F, Cl, OCF3)

CGG-n.FX (X=F,Cl,OCF3) F F CnH2n+1CGG-n.FX (X=F, Cl, OCF3) F F CnH2n+1

CGU-n-X (X=F,Cl,OCF3)CGU-n-X (X=F, Cl, OCF3)

GP-n-X (X=F? Cl5 OCF3)GP-n-X (X=F? Cl5 OCF3)

CnH 2n+1CnH 2n+1

CCGU-n-X (X=F,Cl,OCF3) 126111.doc -35- 200838987CCGU-n-X (X=F, Cl, OCF3) 126111.doc -35- 200838987

Inm 0 )—〇 /" CmH2m+1Inm 0 )—〇 /" CmH2m+1

FF

CmH 2m+1CmH 2m+1

CnH2n+1 C2H4-<2M2 ECBC-nmCnH2n+1 C2H4-<2M2 ECBC-nm

cnH2n+1-\ >-< >-c〇-CK 〇CCPC-nmcnH2n+1-\ >-<>-c〇-CK 〇CCPC-nm

CnH: 2n+1CnH: 2n+1

2m+1 CPCC-ii-m2m+1 CPCC-ii-m

C2H5—(^y~C〇0—( 〇 >""( 〇 >-CNC2H5—(^y~C〇0—( 〇 >""( 〇 >-CN

CHECHE

H2C = CHH2C = CH

CnH2n+1CnH2n+1

CC-n-VCC-n-V

CnH2n+iCnH2n+i

CmH2m+1 CC-n-VmCmH2m+1 CC-n-Vm

CnH2o+1 ~<^)^(CH2)m-CH=CH2CnH2o+1 ~<^)^(CH2)m-CH=CH2

CC-n-mV -36- 126111.doc 200838987CC-n-mV -36- 126111.doc 200838987

CCP-V-mCCP-V-m

CnH2n+1 —/CnH2n+1 —/

CCP-nV-mCCP-nV-m

CDU-n-X PGU-n-X (X=F,Cl,OCF3) (X=F,Cl,OCF3)CDU-n-X PGU-n-X (X=F, Cl, OCF3) (X=F, Cl, OCF3)

FF

CnH2n+1 y^\^y—~CO-Q—CnH2n+1 y^\^y—~CO-Q—

FF

CCZU-n-X (X=F,Cl,OCF3)CCZU-n-X (X=F, Cl, OCF3)

FF

ch2=ch —^〈 o co-0~〈〇&gt;^CNCh2=ch —^< o co-0~〈〇&gt;^CN

FF

PZU-V-N 1261II.doc 37- 200838987PZU-V-N 1261II.doc 37- 200838987

CH2=CH-(CH2)n-^^caCH2=CH-(CH2)n-^^ca

PZU-Vn-NPZU-Vn-N

CnH2n+1-CH=CHH〇KCO,CnH2n+1-CH=CHH〇KCO,

PZU-nV-N 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。 在下表即表C中,顯不通常在本發明之液晶介質中 對掌性摻雜劑的對掌性化合物之實例。 、PZU-nV-N The liquid-crystalline 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, preferably different formulas and/or three or more, more preferably four or more Compounds, more preferably five or more compounds selected from the group of compounds of Table B, are preferably different. In the table below, Table C, an example of a palmitic compound for a palmitic dopant is generally not found in the liquid crystal medium of the present invention. ,

表CTable C

C2 H 5-C H-C Η 20 ch3 C15C2 H 5-C H-C Η 20 ch3 C15

CB15 c2h5-ch-ch2—&lt; 0 CH. 126111.doc -38 - 200838987CB15 c2h5-ch-ch2—&lt; 0 CH. 126111.doc -38 - 200838987

H〇 ( ο、—^ / \ .0 〇-Λ 〇H〇 ( ο, —^ / \ .0 〇-Λ 〇

〇-CH-CcH CH, R/S-811〇-CH-CcH CH, R/S-811

ch2-ch-c2h5 I ChU CM 44Ch2-ch-c2h5 I ChU CM 44

c8h17oC8h17o

Ί3 126111.doc -39- 200838987Ί3 126111.doc -39- 200838987

F FF F

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.

表DTable D

126111.doc -40- 200838987126111.doc -40- 200838987

126111.doc -41 - 200838987126111.doc -41 - 200838987

126111.doc -42- 200838987126111.doc -42- 200838987

126111.doc -43- 200838987 【實施方式】 實例 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。 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。 實例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。 組合物 物理性質 化合物 聊) =82 °C 編號 縮寫 濃度/% 1 PZU-V2-N 13.0 Δη (20°C,589.3奈米) =0.1461 2 ME-2N.F 9.0 3 ME-3N.F 9.0 △ε (20〇C,1 kHz) =67.7 4 ME-4N.F 12.0 5 ME-5N.F 12.0 扭向 =240 Ο 6 HP-3N.F 4.0 頻率 =80 Hz 7 HP-4N.F 3.0 Vio =0.75 伏 8 CCP-30CF3.F 2.0 V90/V10 =1.178 9 CCP-3F.F.F 4.0 10 CCP-5F.F.F 4.0 11 CDU-3-F 4.0 12 CDU-5-F 4.0 13 CCGU-3-F 10.0 14 CCPC-33 4,0 15 CCPC-34 3.0 16 CCPC-35 3.0 Σ 100.0126111.doc -43- 200838987 [Embodiment] EXAMPLES The following examples are given to illustrate the invention and are not intended to limit it in any way. However, it is a matter for the professional to explain the physical properties of the composition that can be achieved and whose scope can be modified. In particular, it is therefore sufficient for a professional to define a combination of properties that can be better achieved. Example 1 • A liquid crystal mixture having the composition and properties given in the table below. Composition physical properties compound chat) =82 °C No. Abbreviation concentration /% 1 PZU-V2-N 13.0 Δη (20°C, 589.3 nm) =0.1461 2 ME-2N.F 9.0 3 ME-3N.F 9.0 △ ε (20〇C, 1 kHz) =67.7 4 ME-4N.F 12.0 5 ME-5N.F 12.0 Twist = 240 Ο 6 HP-3N.F 4.0 Frequency = 80 Hz 7 HP-4N.F 3.0 Vio = 0.75 volts 8 CCP-30CF3.F 2.0 V90/V10 =1.178 9 CCP-3F.FF 4.0 10 CCP-5F.FF 4.0 11 CDU-3-F 4.0 12 CDU-5-F 4.0 13 CCGU-3-F 10.0 14 CCPC-33 4,0 15 CCPC-34 3.0 16 CCPC-35 3.0 Σ 100.0

該混合物具有有利Δη值及高Δε值且非常適用於以STN模 式作業之顯示器。 126111.doc -44- 200838987 實例2 實現具有下表中所給出之組合物及性質之液晶混合物。 組合物 |物理性質 化合物 &quot;&quot;&quot;丨縮寫 2 4 6 7 8 9 0 12 3 4 1X 11 11 IX 11 Σ PZU-2V-N PCH-3N.F.F ME-2N.F ME-3N.F ME-4N.F HP-3N.F HP-4N.F HP-5N.F CDU-3-F CCZU- 2-F CCZU- 3-F CCZU- 5-F CCGU-3-F CCPC-34 CCPC-35 濃度/% 5^0~ 14.0 9.0 9.0 11.0 5.0 5.0 5.0 4.0 5.0 10.0 5.0 6.0 3.0 3.0 100.0 聊) =77 °C △n(20°C,589.3奈米) =0.1294 Δε (20°C?lkHz) =43.9 扭向 =240 〇 頻率 =80 Hz v10 =0.76 伏 V90/V10 =1.147This mixture has a favorable Δη value and a high Δε value and is very suitable for displays operating in STN mode. 126111.doc -44- 200838987 Example 2 A liquid crystal mixture having the compositions and properties given in the table below was implemented. Composition|physical properties compound&quot;&quot;&quot;丨 abbreviation 2 4 6 7 8 9 0 12 3 4 1X 11 11 IX 11 Σ PZU-2V-N PCH-3N.FF ME-2N.F ME-3N.F ME-4N.F HP-3N.F HP-4N.F HP-5N.F CDU-3-F CCZU- 2-F CCZU- 3-F CCZU- 5-F CCGU-3-F CCPC-34 CCPC- 35 Concentration /% 5^0~ 14.0 9.0 9.0 11.0 5.0 5.0 5.0 4.0 5.0 10.0 5.0 6.0 3.0 3.0 100.0 Chat) =77 °C △n(20°C, 589.3 nm) =0.1294 Δε (20°C?lkHz) =43.9 Twist = 240 〇 Frequency = 80 Hz v10 = 0.76 V V90/V10 =1.147

該混合物具有有利的Δη值及高Δε值且非常適用於以STN 模式作業之顯示器。 126111.doc 45-The mixture has advantageous Δη values and high Δε values and is well suited for displays operating in STN mode. 126111.doc 45-

Claims (1)

200838987 十、申請專利範圍: 1. 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 合物及一或多種選自式Π及m之群的化合物200838987 X. Patent Application Range: 1. A liquid crystal medium characterized in that it comprises a first positive dielectric component, component A, comprising one or more formulas and one or more selected from the group consisting of Π and m Group of compounds III 其中III where mR彼此獨立地係具有1至7個碳原子之烧基、 烧氧基、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 第一正介電性組份,即組份B,其包括一或多種式IV 之化合物mR is, 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 alkenyloxy group, an alkoxyalkyl group. a fluoro or alkenyl group and m system 0 or 1, and a first positive dielectric component, component B, comprising one or more compounds of formula IV 126111.doc 200838987 其中 R4 具有式π中針對R2給出之含義, Z4 係-co-o_或單鍵,126111.doc 200838987 where R4 has the meaning given to R2 in the formula π, Z4 is a -co-o_ or a single bond, X4 係F或OCF3及 Y4 係Η或F。 2·如請求項1之液晶介質,其特徵在於其包括一正介電性 組份A,該組份包括一或多種其中Ri係烯基之式Σ化合 物。 3.如請求項1及2中其中一項之液晶介質,其特徵在於其包 括第三正介電性組份’即組份C ’該組份包括一或多種 如說明書正文中所給出之式V化合物。 4·如請求項1及2中其中一項之液晶介質,其特徵在於其包 括介電中性組份,即組份D,該組份包括一或多種如說 明書正文中所給出之式VI化合物。 5·如請求項1及2中其中一項之液晶介質,其特徵在於其包 括負介電性組份,即組份Ε,該組份包括一或多種如說 明書正文中所給出之式VII化合物。 6.如請求項1及2中其中一項之液晶介質,其特徵在於其包 括一或多種選自式IVa至IVd化合物之群的式…化人物, 126111.doc 200838987 FX4 is F or OCF3 and Y4 system or F. A liquid crystal medium according to claim 1, which is characterized in that it comprises a positive dielectric component A comprising one or more compounds of the formula wherein R is an alkenyl group. 3. A liquid crystal medium according to any one of claims 1 and 2, characterized in that it comprises a third positive dielectric component 'i.e. component C'. The component comprises one or more as given in the text of the specification Compound of formula V. 4. A liquid crystal medium according to any one of claims 1 and 2, characterized in that it comprises a dielectric neutral component, i.e. component D, the composition comprising one or more of formula VI as given in the text of the specification Compound. 5. A liquid-crystalline medium according to any one of claims 1 and 2, characterized in that it comprises a negative dielectric component, i.e. a component enthalpy, the component comprising one or more of formula VII as given in the text of the specification Compound. 6. A liquid-crystalline medium according to any one of claims 1 and 2, characterized in that it comprises one or more formulas selected from the group consisting of the compounds of the formulae IVa to IVd, 126111.doc 200838987 F IVa IVb FIVa IVb F IVc IVd • 4項1夂2中其中一項之液晶介質, 益一+ 、 /、特被在於其包 或夕種如請求項1所給出之式III化合物。IVc IVd • The liquid crystal medium of one of the four items 1夂2, Yiyi+, /, is specially characterized by its formula or the compound of the formula III given in claim 1. 8· 一種液晶顯示H,其特徵在於其包括如請求項⑴中其 中一項之液晶介質。 9·如請求項8之液晶顯示器,其特徵在於其係STN顯示器。 10· —種如請求項1至7中其中一項之液晶介質在液晶顯示器 中之用途。 126111.doc 200838987 七、指定代表圖: (一) 本案指定代表圖為:(無) (二) 本代表圖之元件符號簡單說明: 八、本案若有化學式時,請揭示最能顯示發明特徵的化學式: FA liquid crystal display H characterized by comprising a liquid crystal medium according to one of the claims (1). 9. The liquid crystal display of claim 8, characterized in that it is an STN display. 10. Use of a liquid crystal medium according to one of claims 1 to 7 in a liquid crystal display. 126111.doc 200838987 VII. Designated representative map: (1) The representative representative of the case is: (none) (2) The symbolic symbol of the representative figure is simple: 8. If there is a chemical formula in this case, please reveal the best indication of the characteristics of the invention. Chemical formula: F COO—CN ICOO-CN I FF 126111.doc -6-126111.doc -6-
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