TW201910494A - Negative monomer liquid crystal composition containing cyclohexenyl group of cyclopentyl group and liquid crystal display element thereof excellent in performance and chemical, optical and thermal stability and especially suitable for manufacturing active matrix display elements - Google Patents
Negative monomer liquid crystal composition containing cyclohexenyl group of cyclopentyl group and liquid crystal display element thereof excellent in performance and chemical, optical and thermal stability and especially suitable for manufacturing active matrix display elements Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 99
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 239000011159 matrix material Substances 0.000 title claims abstract description 13
- 230000003287 optical effect Effects 0.000 title abstract description 13
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- 239000000126 substance Substances 0.000 title abstract description 3
- 239000000178 monomer Substances 0.000 title description 7
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 title description 6
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 61
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 150000001721 carbon Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 abstract description 9
- 230000006872 improvement Effects 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- 239000010935 stainless steel Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 3
- 230000004044 response Effects 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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Abstract
Description
本申請發明屬於液晶化合物領域，具體涉及一種負介電各向異性液晶組合物，以及應用該液晶組合物的液晶顯示元件。The invention of the present application belongs to the field of liquid crystal compounds, and in particular to a negative dielectric anisotropic liquid crystal composition, and a liquid crystal display element to which the liquid crystal composition is applied.
顯示是把電信號（資料資訊）轉變為可視光（視覺資訊）的過程，完成顯示的設備即人機界面（Man-Machine Interface，MMI），平板顯示器（Flat Panel Display，FPD）是目前最為流行的一類顯示裝置。液晶顯示器（Liquid Crystal Display，LCD）是FPD中最早被開發出來，並被商品化的產品。目前，薄膜電晶體液晶顯示器（Thin Film Transistor Liquid Crystal，TFT-LCD）已經成為LCD應用中的主流產品。The display is a process of converting electrical signals (data information) into visible light (visual information). The device that displays the display is the Man-Machine Interface (MMI), and the flat panel display (FPD) is currently the most popular. A type of display device. Liquid Crystal Display (LCD) is the first product developed and commercialized in FPD. At present, Thin Film Transistor Liquid Crystal (TFT-LCD) has become a mainstream product in LCD applications.
TFT-LCD的發展經歷了漫長的基礎研究階段，在實現大生產，商業化之後，TFT-LCD產品以其輕薄、環保、高性能等優點，其尺寸越做越大，應用越來越廣。無論是小尺寸的手機屏、還是大尺寸的筆記型電腦（Notebook PC）或監視器（Monitor），以及大型化的液晶電視（LCDTV），到處可見TFT-LCD的應用。早期商用的TFT-LCD產品基本採用了扭曲向列（Twisted Nematic，TN）型顯示模式，其最大問題是視角不夠大。隨著TFT-LCD產品尺寸的增加，特別是TFT-LCD在TV領域的應用，具有廣視角特點的面內切換（In-Plane Swiching，IPS）顯示模式被開發出來並加以運用。IPS顯示模式最早由美國人R.Soref（索裡夫）在1974年論文上發表，並由德國人G. Baur（鮑爾）提出把IPS作為廣視角技術應用於TFT-LCD中。1995年，日本的日立公司開發出了世界首款13.3寸IPS模式的廣視角TFT-LCD產品。韓國的現代公司在IPS的基礎上開發了邊緣電場切換（Fringe Field Switching，FFS）顯示模式的TFT-LCD產品。The development of TFT-LCD has gone through a long period of basic research. After the realization of large-scale production and commercialization, TFT-LCD products have become more and more large in size and application due to their advantages of thinness, environmental protection and high performance. Whether it is a small-sized mobile phone screen, a large-sized notebook computer (Notebook PC) or monitor (Monitor), and a large-scale LCD TV (LCDTV), TFT-LCD applications can be seen everywhere. Early commercial TFT-LCD products basically adopted the Twisted Nematic (TN) display mode, and the biggest problem was that the viewing angle was not large enough. With the increase in the size of TFT-LCD products, especially the application of TFT-LCD in the TV field, an In-Plane Swiching (IPS) display mode with wide viewing angle characteristics has been developed and applied. The IPS display mode was first published in the 1974 paper by American R. Soref (Sorif), and the German G. Baur (Bauer) proposed the application of IPS as a wide viewing angle technology in TFT-LCD. In 1995, Hitachi, Japan developed the world's first 13.3-inch IPS mode wide viewing angle TFT-LCD product. Hyundai's Hyundai Inc. has developed a TFT-LCD product based on Fringe Field Switching (FFS) display mode based on IPS.
TFT-LCD是TFT開關控制下的液晶顯示裝置，液晶的電學和光學特性直接影響到顯示的效果。不同種類的液晶，電學和光學特性不同，顯示模式不同。對TFT-LCD所用的液晶材料影響較大的性能參數有：工作溫度範圍、驅動電壓、反應速度、對比度、色調、階調、視野角等，其中驅動電壓受介電常數各向異性和彈性係數影響較大，黏度和彈性係數影響液晶材料的反應速度，相位差和折射率各向異性則影響液晶顯示的色調。以往那些含氰基化合物是無法滿足這些條件的，只有含氟的液晶材料才能適用於製作TFT-LCD。The TFT-LCD is a liquid crystal display device under the control of a TFT switch, and the electrical and optical characteristics of the liquid crystal directly affect the display effect. Different types of liquid crystals have different electrical and optical characteristics and different display modes. The performance parameters that affect the liquid crystal material used in TFT-LCD are: operating temperature range, driving voltage, reaction speed, contrast, hue, tone, viewing angle, etc., where the driving voltage is subjected to dielectric anisotropy and elastic coefficient. The influence is large, the viscosity and the elastic coefficient affect the reaction speed of the liquid crystal material, and the phase difference and the refractive index anisotropy affect the color tone of the liquid crystal display. In the past, those containing cyano compounds could not meet these conditions, and only fluorine-containing liquid crystal materials could be used to fabricate TFT-LCDs.
另外，一種液晶分子是無法達到TFT-LCD顯示的所有要求，必須要進行多種液晶分子的組合。藉由組合多種液晶分子可以實現液晶材料的各種物理特性要求，這些要求主要包括1）高穩定性。2）適度的雙折射率。3）低黏度。4）較大的介電各向異性。5）寬的溫度範圍。理想的保存溫度範圍為-40℃~100℃，一般有特殊應用如車載顯示，該溫度可能擴寬到-40℃~110℃。In addition, a liquid crystal molecule cannot meet all the requirements of a TFT-LCD display, and a combination of a plurality of liquid crystal molecules must be performed. Various physical property requirements of liquid crystal materials can be achieved by combining a plurality of liquid crystal molecules, and these requirements mainly include 1) high stability. 2) Moderate birefringence. 3) Low viscosity. 4) Large dielectric anisotropy. 5) Wide temperature range. The ideal storage temperature range is -40 ° C ~ 100 ° C, generally have special applications such as car display, the temperature may be extended to -40 ° C ~ 110 ° C.
現如今，LCD產品技術已經很成熟，成功地解決了視角、解析度、色飽和度和亮度等技術難度，其顯示性能已經接近或超過CRT顯示器。大尺寸和中小尺寸LCD在各自的領域已逐漸佔據平板顯示器的主流地位。為了追求更高的性能規格，加快反應時間已經成為各家器件廠商追求的目標。Nowadays, LCD product technology is very mature, successfully solving technical difficulties such as viewing angle, resolution, color saturation and brightness, and its display performance has approached or exceeded CRT display. Large-size and medium-sized LCDs have gradually occupied the mainstream position of flat panel displays in their respective fields. In order to pursue higher performance specifications, accelerating response time has become the goal pursued by various device manufacturers.
具體而言，液晶的反應時間受限於液晶的旋轉黏度γ1/彈性常數K，因此從液晶材料方面考慮，需要想盡方法去降低液晶介質的旋轉黏度γ1同時提升彈性常數K來達到加快反應時間。而在實際研究中發現，旋轉黏度和彈性常數是一對較為矛盾的參數，降低旋轉黏度的同時會引起彈性常數的下降，達不到降低反應時間的目標。從器件方面可以藉由降低盒厚d來達到加快反應時間的目標，而且這是很容易實現的，但是由於器件的延遲量Δnd是固定的，那麼降低盒厚d則需要在液晶材料方面提高其光學各向異性Δn。Specifically, the reaction time of the liquid crystal is limited by the rotational viscosity γ1/elastic constant K of the liquid crystal. Therefore, from the viewpoint of the liquid crystal material, it is necessary to reduce the rotational viscosity γ1 of the liquid crystal medium and increase the elastic constant K to accelerate the reaction time. . In actual research, it is found that the rotational viscosity and the elastic constant are a pair of contradictory parameters. When the rotational viscosity is lowered, the elastic constant is lowered, and the target of reducing the reaction time is not achieved. From the device side, the target of accelerating the reaction time can be achieved by lowering the cell thickness d, and this is easy to realize, but since the delay amount Δnd of the device is fixed, lowering the cell thickness d requires an improvement in liquid crystal material. Optical anisotropy Δn.
因此，為了達到上述要求，需要開發一系列性能優越的化合物來解決液晶顯示器反應時間慢的問題。Therefore, in order to meet the above requirements, it is necessary to develop a series of compounds with superior performance to solve the problem of slow reaction time of the liquid crystal display.
針對現有末端基團烷基類的環己烯基團的負性液晶化合物存在專利問題及含有環戊基取代基的環己烷基團的負性液晶化合物折射率低的技術問題，本發明意在提供一種含有環戊基的環己烯基團的負性液晶化合物的液晶介質。該液晶組合物的光學各向異性在0.080～0.150範圍內，具有寬的向列型溫度範圍、良好的低溫性能，並且具有良好的互溶性，還具有良好的光和熱穩定性，同時還具有低的旋轉黏度、較快的反應時間，適合於高性能的顯示元件。本文中之「顯示元件」一詞，其涵蓋的範圍包含了一般所稱之顯示器、顯示裝置等。The present invention is directed to a technical problem of a negative liquid crystal compound having a cyclohexene group of a terminal group alkyl group, and a problem of a low refractive index of a negative liquid crystal compound having a cyclopentyl group-containing cyclohexane group. A liquid crystal medium of a negative liquid crystal compound containing a cyclopentyl group of a cyclopentyl group is provided. The liquid crystal composition has an optical anisotropy in the range of 0.080 to 0.150, has a wide nematic temperature range, good low temperature performance, and has good mutual solubility, and also has good light and heat stability, and also has Low rotational viscosity and fast response time, suitable for high performance display components. The term "display element" as used herein encompasses a range of commonly referred to as displays, display devices, and the like.
為解決上述技術問題，本發明所採用的技術方案是：In order to solve the above technical problems, the technical solution adopted by the present invention is:
本發明提供了一種液晶組合物，其包含由一種或多種通式Ⅰ所示化合物組成的第一組份、由一種或多種通式Ⅱ所示化合物組成的第二組份以及由一種或多種通式Ⅲ所示化合物組成的第三組份，（Ⅰ），（Ⅱ），（Ⅲ）； 其中， R1 、R2 、R3 、R4 、R5 各自獨立地表示碳原子數為1-5的烷基、碳原子數為1-5的烷氧基、碳原子數為2-5的鏈烯基，所述R4 、R5 所示基團中任一個CH2 可以被碳原子數為3-5的伸環烷基替代； m表示1或2，n表示0或1； Z表示單鍵、-COO-、-CH2 O-或-CH2 CH2 -；、表示及/或；表示、、、、、或。The present invention provides a liquid crystal composition comprising a first component consisting of one or more compounds of formula I, a second component consisting of one or more compounds of formula II, and one or more a third component of the compound of formula III, (I), (II), (III); wherein R 1 , R 2 , R 3 , R 4 and R 5 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, and a carbon number; 2-5 alkenyl, said R 4, R 5 in the group represented by any one of the CH 2 can be of 3-5 carbon atoms, a cycloalkyl group extending alternatively; m represents 1 or 2, n denotes 0 Or 1; Z represents a single bond, -COO-, -CH 2 O- or -CH 2 CH 2 -; , Express And/or ; Express , , , , , or .
由於採用了上述技術方案，本發明所取得的技術進步在於：Due to the adoption of the above technical solutions, the technological advances achieved by the present invention are:
本發明公開了一種負介電各向異性液晶介質，該液晶介質性能優異，光學各向異性在0.080～0.150範圍內，並且具有低的旋轉黏度、較快的反應時間、適當的負介電各向異性和良好的低溫可靠性，非常適用於製造VA模式的液晶顯示元件，尤其適合於主動矩陣顯示元件，如使用FFS或IPS、MVA、PVA、PSVA、UV2A效應的主動矩陣顯示器。The invention discloses a negative dielectric anisotropic liquid crystal medium, which has excellent performance, optical anisotropy in the range of 0.080 to 0.150, and has low rotational viscosity, fast reaction time and appropriate negative dielectric. Anisotropic and good low temperature reliability, very suitable for manufacturing VA mode liquid crystal display elements, especially for active matrix display elements, such as active matrix displays using FFS or IPS, MVA, PVA, PSVA, UV2A effects.
本發明提供的通式Ⅰ所示化合物，由於引入了環戊基取代基，不僅規避了末端基團為烷基類的負性液晶化合物的專利問題，也同時提高了其清晰點和K33數值；且由於環己烯基團的引入，較環己烷類基團提高了負性液晶化合物的折射率。因而使得包含有通式Ⅰ所示液晶化合物的液晶介質具有很高的清晰點、大的介電各向異性、大的K33值和高的折射率。正是因為通式Ⅰ所示液晶化合物具有此類優點，未來將成為主動矩陣顯示元件用液晶介質的所需液晶化合物。The compound of the formula I provided by the present invention not only circumvents the patent problem of the negative liquid crystal compound whose terminal group is an alkyl group, but also improves the sharpness point and the K33 value due to the introduction of the cyclopentyl substituent; And because of the introduction of the cyclohexene group, the refractive index of the negative liquid crystal compound is improved compared to the cyclohexane group. Thus, the liquid crystal medium containing the liquid crystal compound represented by the general formula I has a high sharpness point, a large dielectric anisotropy, a large K33 value, and a high refractive index. It is precisely because the liquid crystal compound of the formula I has such advantages that it will become a desired liquid crystal compound for a liquid crystal medium for an active matrix display element in the future.
本發明提供的通式Ⅱ所示的介電中性的化合物，一般具有較小的黏度和良好的互溶性。根據實際需要，可以加入適量的通式Ⅱ化合物來對液晶介質的各項特性進行調整。The dielectrically neutral compounds of the formula II provided by the present invention generally have a small viscosity and good mutual solubility. According to actual needs, an appropriate amount of the compound of the general formula II can be added to adjust various properties of the liquid crystal medium.
本發明提供的通式Ⅲ所示的介電負性的化合物，末端為直鏈烷基基團的化合物可以用來降低液晶的預傾角，以改善液晶的黑態，提高對比並且調整液晶的有序度，以改善液晶在顯示器件中的殘像水準；末端為直鏈烯基基團的化合物由於其具有大的K值，在斷電後，由於本身彈性常數作用，可以間接提升其反應時間的下降時間。The present invention provides a dielectrically negative compound of the formula III, a compound having a linear alkyl group at the end, which can be used to lower the pretilt angle of the liquid crystal, to improve the black state of the liquid crystal, to improve contrast and to adjust the liquid crystal. Ordering, in order to improve the image level of the liquid crystal in the display device; the compound having a linear alkenyl group at the end can indirectly increase the reaction time due to its own elastic constant after power-off due to its large K value. The fall time.
本發明技術方案的進一步改進在於：所述液晶組合物中，第一組份的質量百分含量為1~55%，第二組份的質量百分含量為1~55%，第三組份的質量百分含量為1~50%。A further improvement of the technical solution of the present invention is that, in the liquid crystal composition, the first component has a mass percentage of 1 to 55%, and the second component has a mass percentage of 1 to 55%, and the third component The mass percentage is 1~50%.
本發明技術方案的進一步改進在於：所述通式Ⅰ所示化合物具體為式Ⅰ1~Ⅰ3所示的化合物，（Ⅰ1），（Ⅰ2），（Ⅰ3）， 所述通式Ⅱ所示化合物具體為式Ⅱ1~Ⅱ5所示化合物，（Ⅱ1），（Ⅱ2），（Ⅱ3），（Ⅱ4），（Ⅱ5）， 所述通式Ⅲ所示化合物具體為式Ⅲ1~Ⅲ20所示化合物，（Ⅲ1），（Ⅲ2），（Ⅲ3），（Ⅲ4），（Ⅲ5），（Ⅲ6），（Ⅲ7），（Ⅲ8），（Ⅲ9），（Ⅲ10），（Ⅲ11），（Ⅲ12），（Ⅲ13），（Ⅲ14），（Ⅲ15），（Ⅲ16），（Ⅲ17）， 其中， r表示1~5的整數； R2 、R3 、R4 、R5 各自獨立地表示碳原子數為1-5的烷基、碳原子數為1-5的烷氧基、碳原子數為2-5的鏈烯基，所述R4 、R5 所示基團中中任一個CH2 可以被碳原子數為3-5的伸環烷基替代。A further improvement of the technical solution of the present invention is that the compound represented by the formula I is specifically a compound represented by the formulas I1 to I3, (I1), (I2), (I3), the compound represented by the formula II is specifically a compound represented by the formula II1 to II5, (II1), (II2), (II3), (II4), (II5), the compound represented by the formula III is specifically a compound represented by the formula III1 to III20, (III1), (III2), (III3), (III4), (III5), (III6), (III7), (III8), (III9), (III10), (III11), (III12), (III13), (III14), (III15), (III16), (III17), wherein r represents an integer of 1 to 5; and R 2 , R 3 , R 4 and R 5 each independently represent an alkyl group having 1 to 5 carbon atoms and an alkoxy group having 1 to 5 carbon atoms; group, carbon atoms, an alkenyl group of 2 to 5, the R 4, any group represented by R 5 is a CH 2 can be of 3-5 carbon atoms, cycloalkyl extending alternative.
較佳地，所述通式Ⅰ所示化合物具體為式Ⅰ1-1~Ⅰ3-10所示化合物，（Ⅰ1-1），（Ⅰ1-2），（Ⅰ1-3），（Ⅰ1-4），（Ⅰ1-5），（Ⅰ2-1），（Ⅰ2-2），（Ⅰ2-3），（Ⅰ2-4），（Ⅰ2-5），（Ⅰ3-1），（Ⅰ3-2），（Ⅰ3-3），（Ⅰ3-4），（Ⅰ3-5），（Ⅰ3-6），（Ⅰ3-7），（Ⅰ3-8），（Ⅰ3-9），（Ⅰ3-10）。Preferably, the compound represented by the formula I is specifically a compound represented by the formulae I1-1 to I3-10. (I1-1), (I1-2), (I1-3), (I1-4), (I1-5), (I2-1), (I2-2), (I2-3), (I2-4), (I2-5), (I3-1), (I3-2), (I3-3), (I3-4), (I3-5), (I3-6), (I3-7), (I3-8), (I3-9), (I3-10).
較佳地，所述通式Ⅱ所示化合物具體為式Ⅱ1-1~Ⅱ5-4所示化合物，（Ⅱ1-1），（Ⅱ1-2），（Ⅱ1-3），（Ⅱ1-4），（Ⅱ1-5），（Ⅱ1-6），（Ⅱ2-1），（Ⅱ2-2），（Ⅱ2-3），（Ⅱ2-4），（Ⅱ3-1），（Ⅱ3-2），（Ⅱ3-3），（Ⅱ3-4），（Ⅱ4-1），（Ⅱ4-2），（Ⅱ4-3），（Ⅱ4-4），（Ⅱ5-1），（Ⅱ5-2），（Ⅱ5-3），（Ⅱ5-4）。Preferably, the compound represented by the formula II is specifically a compound represented by the formula II1-1 to II5-4. (II1-1), (II1-2), (II1-3), (II1-4), (II1-5), (II1-6), (II2-1), (II2-2), (II2-3), (II2-4), (II3-1), (II3-2), (II3-3), (II3-4), (II4-1), (II4-2), (II4-3), (II4-4), (II5-1), (II5-2), (II5-3), (II5-4).
較佳地，所述通式Ⅲ所示化合物具體為式Ⅲ1-1~Ⅲ17-3所示化合物，（Ⅲ1-1），（Ⅲ1-2），（Ⅲ1-3），（Ⅲ2-1），（Ⅲ2-2），（Ⅲ2-3），（Ⅲ2-4），（Ⅲ2-5），（Ⅲ2-6），（Ⅲ3-1），（Ⅲ3-2），（Ⅲ3-3），（Ⅲ3-4），（Ⅲ3-5），（Ⅲ3-6），（Ⅲ3-7），（Ⅲ3-8），（Ⅲ4-1），（Ⅲ4-2），（Ⅲ4-3），（Ⅲ4-4），（Ⅲ5-1），（Ⅲ5-2），（Ⅲ5-3），（Ⅲ5-4），（Ⅲ6-1），（Ⅲ6-2），（Ⅲ6-3），（Ⅲ6-4），（Ⅲ7-1），（Ⅲ7-2），（Ⅲ7-3），（Ⅲ7-4），（Ⅲ8-1），（Ⅲ8-2），（Ⅲ8-3），（Ⅲ9-1），（Ⅲ9-2），（Ⅲ9-3），（Ⅲ10-1），（Ⅲ10-2），（Ⅲ10-3），（Ⅲ11-1），（Ⅲ11-2），（Ⅲ11-3），（Ⅲ12-1），（Ⅲ12-2），（Ⅲ12-3），（Ⅲ13-1），（Ⅲ13-2），（Ⅲ13-3），（Ⅲ14-1），（Ⅲ14-2），（Ⅲ14-3），（Ⅲ15-1），（Ⅲ15-2），（Ⅲ15-3），（Ⅲ16-1），（Ⅲ16-2），（Ⅲ16-3），（Ⅲ17-1），（Ⅲ17-2），（Ⅲ17-3）。Preferably, the compound represented by the formula III is specifically a compound of the formula III1-1 to III17-3, (III1-1), (III1-2), (III1-3), (III2-1), (III2-2), (III2-3), (III2-4), (III2-5), (III2-6), (III3-1), (III3-2), (III3-3), (III3-4), (III3-5), (III3-6), (III3-7), (III3-8), (III4-1), (III4-2), (III4-3), (III4-4), (III5-1), (III5-2), (III5-3), (III5-4), (III6-1), (III6-2), (III6-3), (III6-4), (III7-1), (III7-2), (III7-3), (III7-4), (III8-1), (III8-2), (III8-3), (III9-1), (III9-2), (III9-3), (III10-1), (III10-2), (III10-3), (III11-1), (III11-2), (III11-3), (III12-1), (III12-2), (III12-3), (III13-1), (III13-2), (III13-3), (III14-1), (III14-2), (III14-3), (III15-1), (III15-2), (III15-3), (III16-1), (III16-2), (III16-3), (III17-1), (III17-2), (III17-3).
本發明技術方案的進一步改進在於：所述液晶組合物還包含由一種或多種通式Ⅳ所示化合物組成的第四組份，所述液晶組合物中第四組份的質量百分含量為1~30%，（Ⅳ）， 其中， R6 表示碳原子數為1~5的直鏈烷基，其中任一個CH2 可以被碳原子數為3-5的伸環烷基替代； R7 表示碳原子數為1~5的直鏈烷基。A further improvement of the technical solution of the present invention is that the liquid crystal composition further comprises a fourth component consisting of one or more compounds represented by the general formula IV, wherein the fourth component has a mass percentage of 1 in the liquid crystal composition. ~30%, (IV), wherein R 6 represents a linear alkyl group having 1 to 5 carbon atoms, and any of CH 2 may be replaced by a cycloalkyl group having 3 to 5 carbon atoms; and R 7 represents a carbon atom; A linear alkyl group of 1 to 5.
本發明技術方案的進一步改進在於：所述通式Ⅳ所示化合物具體為式Ⅳ1~Ⅳ8所示化合物，（Ⅳ1），（Ⅳ2），（Ⅳ3），（Ⅳ4），（Ⅳ5）， 其中， R6 表示碳原子數為1~5的直鏈烷基，其中任一個CH2 可以被碳原子數為3-5的伸環烷基替代。A further improvement of the technical solution of the present invention is that the compound represented by the formula IV is specifically a compound represented by the formulae IV1 to IV8. (IV1), (IV2), (IV3), (IV4), (IV5), wherein R 6 represents a linear alkyl group having 1 to 5 carbon atoms, and any of CH 2 may be replaced by a stretched alkyl group having 3 to 5 carbon atoms.
較佳地，所述通式Ⅳ所示化合物具體為式Ⅳ1-1~Ⅳ5-1所示化合物，（Ⅳ1-1），（Ⅳ1-2），（Ⅳ1-3），（Ⅳ1-4），（Ⅳ1-5），（Ⅳ1-6），（Ⅳ1-7），（Ⅳ2-1），（Ⅳ2-2），（Ⅳ2-3），（Ⅳ2-4），（Ⅳ2-5），（Ⅳ2-6），（Ⅳ3-1），（Ⅳ3-2），（Ⅳ3-3），（Ⅳ3-4），（Ⅳ3-5），（Ⅳ4-1），（Ⅳ4-2），（Ⅳ5-1）。Preferably, the compound represented by the formula IV is specifically a compound represented by the formula IV1-1 to IV5-1. (IV1-1), (IV1-2), (IV1-3), (IV1-4), (IV1-5), (IV1-6), (IV1-7), (IV2-1), (IV2-2), (IV2-3), (IV2-4), (IV2-5), (IV2-6), (IV3-1), (IV3-2), (IV3-3), (IV3-4), (IV3-5), (IV4-1), (IV4-2), (IV5-1).
本發明技術方案的進一步改進在於：所述液晶組合物還包含由一種或多種通式Ⅴ所示化合物組成的第五組份，所述液晶組合物中第五組份的質量百分含量為1~15%，（Ⅴ）， 其中， R8 、R9 各自獨立地表示碳原子數為1-5的烷基、碳原子數為1-5的烷氧基、碳原子數為2-5的鏈烯基，所述R8 、R9 所示基團中任一個CH2 可以被碳原子數為3-5的伸環烷基替代； W表示O或S。A further improvement of the technical solution of the present invention is that the liquid crystal composition further comprises a fifth component consisting of one or more compounds represented by the general formula V, wherein the fifth component has a mass percentage of 1 in the liquid crystal composition. ~15%, (V), wherein R 8 and R 9 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. said R 8, a number of R 9 is CH 2 group shown in any one of 3-5 carbon atoms, may extend alternatively cycloalkyl; represents O or S. W is
本發明技術方案的進一步改進在於：所述通式Ⅴ所示化合物具體為式Ⅴ1~Ⅴ2所示化合物，（Ⅴ1）（Ⅴ2） 其中， R8 、R9 各自獨立地表示碳原子數為1-5的烷基、碳原子數為1-5的烷氧基、碳原子數為2-5的鏈烯基，所述R8 、R9 所示基團中任一個CH2 可以被碳原子數為3-5的伸環烷基替代；A further improvement of the technical solution of the present invention is that the compound represented by the formula V is specifically a compound represented by the formula V1 to V2, (V1) (V2) wherein R 8 and R 9 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. said R 8, CH 2 is a carbon atom R groups can be any extension of FIG. 9 3-5 cycloalkyl substitute;
較佳地，所述通式Ⅳ所示化合物具體為式Ⅴ1-1~Ⅴ2-2所示化合物，（Ⅴ1-1），（Ⅴ1-2），（Ⅴ2-1），（Ⅴ2-2）。Preferably, the compound represented by the formula IV is specifically a compound represented by the formula V1-1 to V2-2. (V1-1), (V1-2), (V2-1), (V2-2).
本發明技術方案的進一步改進在於：所述液晶組合物還包含由一種或多種通式Ⅵ所示化合物組成的第六組份，所述液晶組合物中第六組份的質量百分含量為1~15%，（Ⅵ）， 其中，R10 、R11 各自獨立地表示碳原子數為1-5的烷基、碳原子數為1-5的烷氧基、碳原子數為2-5的鏈烯基，所示R10 、R11 所示基團中任一個CH2 可以碳原子數為3-5的伸環烷基替代。A further improvement of the technical solution of the present invention is that the liquid crystal composition further comprises a sixth component consisting of one or more compounds represented by the formula VI, wherein the sixth component has a mass percentage of 1 in the liquid crystal composition. ~15%, (VI), wherein R 10 and R 11 each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. R 10, one CH 2 group shown by the number of R 11 can be any stretch of 3-5 carbon atoms, cycloalkyl substitute.
較佳地，所述通式Ⅳ所示化合物具體為式Ⅵ1和Ⅵ2所示化合物，（Ⅵ1），（Ⅵ2）， R111 表示碳原子數為1-5的烷氧基。Preferably, the compound of the formula IV is specifically a compound of the formulae VI1 and VI2, (VI1), (VI2), R 111 represents an alkoxy group having 1 to 5 carbon atoms.
本發明還公開了包含上述的負介電各向異性液晶組合物的液晶顯示元件，所述顯示元件為主動矩陣顯示元件或無源矩陣顯示元件。The present invention also discloses a liquid crystal display element comprising the above negative dielectric anisotropic liquid crystal composition, the display element being an active matrix display element or a passive matrix display element.
由於採用了上述技術方案，本發明取得的技術進步在於：Due to the adoption of the above technical solutions, the technological advances achieved by the present invention are:
本發明公開的液晶介質性能優異，光學各向異性在0.080～0.150範圍內，並且具有低的旋轉黏度、較快的反應時間、和良好的化學、光、熱穩定性，非常適用於製造液晶顯示元件，尤其適合於主動矩陣顯示元件，如使用VA、FFS或IPS模式的主動矩陣顯示器。The liquid crystal medium disclosed by the invention has excellent performance, optical anisotropy in the range of 0.080 to 0.150, low rotation viscosity, fast reaction time, good chemical, optical and thermal stability, and is very suitable for manufacturing liquid crystal display. Components, especially suitable for active matrix display elements, such as active matrix displays using VA, FFS or IPS modes.
詳細而言，本發明公開的液晶組合物具有較低的黏度、與其他液晶性化合物的良好的相容性，且具有適當大小的光學各向異性及介電常數各向異性，使用於液晶顯示元件中的情形時，具有快速反應特徵的液晶組成物以及含有該液晶組成物的液晶顯示元件。In detail, the liquid crystal composition disclosed by the present invention has low viscosity, good compatibility with other liquid crystal compounds, and has an appropriate optical anisotropy and dielectric anisotropy, and is used for liquid crystal display. In the case of an element, a liquid crystal composition having a rapid reaction characteristic and a liquid crystal display element containing the liquid crystal composition.
本發明公開的液晶組合物，各成分的不同比例，會表現出略有差異的性能，比如介電各向異性Δε、光學各向異性Δn、液晶的向列相轉化為液體的轉變溫度點CP、低溫下穩定性都會有所差異，可以應用於不同類型的顯示元件，但是相同的特點是其旋轉黏度γ1較低。應用於液晶顯示元件，可以實現快速反應。In the liquid crystal composition disclosed by the present invention, different ratios of the respective components may exhibit slightly different properties, such as dielectric anisotropy Δ ε, optical anisotropy Δn, and transition temperature point CP of liquid crystal into a liquid. The stability at low temperatures will vary and can be applied to different types of display elements, but the same feature is that the rotational viscosity γ1 is lower. It can be applied to liquid crystal display elements for fast response.
下面結合實施例對本發明做進一步詳細說明：The present invention will be further described in detail below with reference to the embodiments:
下述實施例中所涉及的份數均為重量百分含量，溫度單位為℃，其他符號的具體意義及測試條件如下： S-N表示液晶的晶態到向列相的熔點（℃）； Cp表示液晶的清晰點（℃），測試儀器：Mettler-Toledo-FP System顯微熱分析儀； γ1為旋轉黏度（mPa·s），測試條件為：25℃、INSTEC:ALCT-IR1、20微米平行盒或18微米垂直盒； K11為扭曲彈性常數，K33為展曲彈性常數，測試條件為：25℃、INSTEC:ALCT-IR1、20微米平行盒或18微米垂直盒； △ε表示介電各向異性，△ε=ε∥ -ε⊥，其中，ε∥ 為平行於分子軸的介電常數，ε⊥為垂直於分子軸的介電常數，測試條件：25℃、INSTEC:ALCT-IR1、20微米平行盒或18微米垂直盒； Δn表示光學各向異性，△n=no-ne，其中，no為尋常光的折射率，ne為非尋常光的折射率，測試條件：589nm、25±0.2℃；The parts referred to in the following examples are all by weight, and the temperature unit is °C. The specific meanings and test conditions of other symbols are as follows: SN represents the crystalline state of the liquid crystal to the melting point of the nematic phase (°C); Cp represents Liquid crystal clear point (°C), test instrument: Mettler-Toledo-FP System micro thermal analyzer; γ1 is rotational viscosity (mPa·s), test conditions: 25 ° C, INSTEC: ALCT-IR1, 20 micron parallel box Or 18 micron vertical box; K11 is the torsional elastic constant, K33 is the elastic constant of the splay, the test conditions are: 25 ° C, INSTEC: ALCT-IR1, 20 micron parallel box or 18 micron vertical box; △ ε represents dielectric anisotropy , △ ε = ε ∥ - ε ⊥, where ε ∥ is a dielectric constant parallel to the molecular axis, ε ⊥ is a dielectric constant perpendicular to the molecular axis, test conditions: 25 ° C, INSTEC: ALCT-IR 1, 20 μm Parallel box or 18 micron vertical box; Δn represents optical anisotropy, Δn=no-ne, where no is the refractive index of ordinary light, ne is the refractive index of extraordinary light, test conditions: 589 nm, 25 ± 0.2 ° C ;
下面的實施例1~6分別按比例稱取液晶化合物，製備得液晶介質。所使用的各種液晶單體均可以藉由公知的方法進行合成，或藉由商業途徑獲得。In the following Examples 1 to 6, the liquid crystal compounds were weighed in proportion, and a liquid crystal medium was prepared. The various liquid crystal monomers used can be synthesized by a known method or obtained commercially.
製備液晶介質所用的設備和儀器為： （1）電子精密天平（精確度0.1mg） （2）不銹鋼燒杯：用於稱量液晶 （3）勺子：用於加入單體 （4）磁石：用於攪拌 （5）控溫電磁攪拌器The equipment and instruments used to prepare the liquid crystal medium are: (1) Electronic precision balance (accuracy 0.1 mg) (2) Stainless steel beaker: used for weighing liquid crystal (3) Spoon: for adding monomer (4) magnet: for Stirring (5) temperature control electromagnetic stirrer
液晶介質的製備方法包括以下步驟： （1）將所用單體按順序擺放整齊； （2）把不銹鋼燒杯放置在天平上，用小勺將單體盛入不銹鋼燒杯中； （3）依次按所需重量添加單體液晶； （4）把加好料的不銹鋼燒杯放置在磁力攪拌儀器上加熱融化； （5）待不銹鋼燒杯中混合物大部份融化後，往不銹鋼燒杯中加入一顆磁石，將液晶混合物攪拌均勻，冷卻到室溫後即得液晶介質。The preparation method of the liquid crystal medium comprises the following steps: (1) arranging the monomers used in order; (2) placing the stainless steel beaker on the balance, and filling the monomer into the stainless steel beaker with a small spoon; (3) pressing in order Adding a monomer liquid crystal to the required weight; (4) placing the heated stainless steel beaker on a magnetic stirring instrument to heat and melt; (5) adding a magnet to the stainless steel beaker after the mixture is mostly melted in the stainless steel beaker, The liquid crystal mixture was stirred uniformly, and after cooling to room temperature, a liquid crystal medium was obtained.
本發明申請實施例液晶單體結構用代碼表示，液晶環結構、端基、連接基團的代碼表示方法見下表（一）、表（二）The liquid crystal monomer structure of the embodiment of the present invention is represented by a code, and the code representation methods of the liquid crystal ring structure, the terminal group and the linking group are shown in the following table (1) and Table (2).
表（一）：環結構的對應代
表（二）：端基與連結基團的對應代碼
實施例1
實施例2
實施例3
實施例4
實施例5
實施例6
實施例7
實施例8
實施例8的對比例1
實施例8的對比例2
實施例8的對比例3
實施例8的對比例4
實施例8的對比例5
由以上實施例8的對比例可以看出：本發明的液晶組合物較環戊基和烷基類CY及烷基類的LY具有較高的折射率和較低的旋轉黏度γ1，與烷基類的CLY相比折射率和清晰點雖低，但其旋轉黏度γ1特別低，將本發明的液晶組合物用於液晶顯示，可以實現快速反應，尤其適合於VA、IPS、FFS模式用液晶材料。It can be seen from the comparative example of the above Example 8 that the liquid crystal composition of the present invention has a higher refractive index and a lower rotational viscosity γ1 than the cyclopentyl group and the alkyl group CY and the alkyl group LY, and the alkyl group. The CLY-like type has a lower refractive index and sharpness, but its rotational viscosity γ1 is particularly low. The liquid crystal composition of the present invention is used for liquid crystal display, and can realize rapid reaction, and is particularly suitable for liquid crystal materials for VA, IPS, and FFS modes. .
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Claims (9)
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| CN105567251B (en) * | 2016-01-13 | 2018-07-31 | 石家庄诚志永华显示材料有限公司 | Liquid-crystal composition |
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