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TWI881186B - A liquid crystal composition containing terphenyl and a terminal cycloalkyl group and its application - Google Patents

A liquid crystal composition containing terphenyl and a terminal cycloalkyl group and its application Download PDF

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TWI881186B
TWI881186B TW110140151A TW110140151A TWI881186B TW I881186 B TWI881186 B TW I881186B TW 110140151 A TW110140151 A TW 110140151A TW 110140151 A TW110140151 A TW 110140151A TW I881186 B TWI881186 B TW I881186B
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TW202219254A (en
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李承賀
陳卯先
郭云鵬
任婕
劉友然
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大陸商北京八億時空液晶科技股份有限公司
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Abstract

本發明涉及一種液晶組合物,具體涉及一種向列相液晶組合物,更具體地涉及一種含有三聯苯與末端含有環烷基的液晶組合物及其應用;該液晶組合物具有低的旋轉粘度、大的彈性常數與大的光學各向異性,進而具有低的旋轉粘度與彈性常數的比值,更薄的液晶層厚度,其在液晶顯示器中的使用能明顯改善液晶顯示器的回應速度和對比度,本發明所述液晶組合物具有良好的低溫互溶性,有效改善顯示器使用溫度範圍,同時含有通式IV所代表的單體,可有效改善DC型殘像,有效地改善顯示效果。 The present invention relates to a liquid crystal composition, specifically to a nematic phase liquid crystal composition, and more specifically to a liquid crystal composition containing terphenyl and a cycloalkyl group at the end and its application; the liquid crystal composition has low rotational viscosity, large elastic constant and large optical anisotropy, and thus has a low ratio of rotational viscosity to elastic constant, and a thinner liquid crystal layer thickness. Its use in a liquid crystal display can significantly improve the response speed and contrast of the liquid crystal display. The liquid crystal composition of the present invention has good low-temperature miscibility, effectively improving the display's operating temperature range, and contains a monomer represented by general formula IV, which can effectively improve DC-type afterimages and effectively improve display effects.

Figure 110140151-A0305-11-0001-1
Figure 110140151-A0305-11-0001-1

Description

一種含有三聯苯與末端含有環烷基的液晶組合物及其應用 A liquid crystal composition containing terphenyl and a terminal cycloalkyl group and its application

本發明涉及一種液晶組合物,具體涉及一種向列相液晶組合物,更具體地涉及一種含有三聯苯與末端含有環烷基的液晶組合物及其應用;本發明所提供的液晶組合物具有快的回應時間和大的對比度,用於液晶顯示器中可提升液晶顯示器的回應速度和對比度。 The present invention relates to a liquid crystal composition, specifically to a nematic phase liquid crystal composition, and more specifically to a liquid crystal composition containing terphenyl and a terminal cycloalkyl group and its application; the liquid crystal composition provided by the present invention has a fast response time and a large contrast ratio, and can be used in a liquid crystal display to improve the response speed and contrast ratio of the liquid crystal display.

近年來,LCD顯示器作為最主流的顯示器,已廣泛用於各種產品中,其中負性液晶顯示器因為其獨有的高透過率特性,廣泛用於手機、筆記型電腦、平板電腦、電腦顯示器、電視等方面。 In recent years, LCD displays, as the most mainstream displays, have been widely used in various products. Among them, negative liquid crystal displays are widely used in mobile phones, laptops, tablet computers, computer monitors, televisions, etc. due to their unique high transmittance characteristics.

目前,負性液晶顯示器存在的主要劣勢為回應速度較慢、低溫互溶性較差,如何改善回應速度並改善低溫互溶性成為負性液晶顯示器的重要課題,通過研究發現,液晶的旋轉粘度與彈性常數比值降低有助於改善液晶分子的回應速度,液晶的光學各向異性增加有助於降低顯示器面板液晶層厚度,從而改善顯示器的回應速度,但是液晶的低溫互溶性並不理想。 At present, the main disadvantages of negative liquid crystal displays are slow response speed and poor low-temperature miscibility. How to improve the response speed and low-temperature miscibility has become an important issue for negative liquid crystal displays. Through research, it is found that reducing the ratio of the rotational viscosity and elastic constant of liquid crystal helps to improve the response speed of liquid crystal molecules, and increasing the optical anisotropy of liquid crystal helps to reduce the thickness of the liquid crystal layer of the display panel, thereby improving the response speed of the display. However, the low-temperature miscibility of liquid crystal is not ideal.

隨著使用者對液晶顯示器的顯示效果要求越來越高,為了滿足高性能和高品質的顯示效果,液晶面板趨向于使用具有高的阻抗特性的配向層(PI),而高阻抗的配向層具有更低的離子性,對於改善液晶顯示器的閃爍 (Flicker)、離子型殘像非常有效,但是高阻抗的PI吸附離子的能力較強,容易產生RDC(殘餘電壓),形成DC型殘像問題。 As users have higher and higher requirements for the display effects of LCDs, in order to meet high performance and high quality display effects, LCD panels tend to use alignment layers (PI) with high impedance characteristics. High impedance alignment layers have lower ionicity and are very effective in improving LCD flicker and ionic afterimages. However, high impedance PI has a strong ability to absorb ions and is prone to generate RDC (residual voltage), resulting in DC afterimage problems.

鑒於此,特提出本發明。 In view of this, this invention is proposed.

本發明旨在提供一種含有三聯苯與末端含有環烷基的液晶組合物,該液晶組合物具有大光學各向異性、低旋轉粘度、大彈性常數,且低溫互溶性好,以此實現改善液晶顯示器回應速度、對比度與使用溫度的目的。該液晶組合物具有負的介電各向異性,用於液晶顯示器中具有更高的透過率和具有改善液晶顯示器閃爍的效果;同時該液晶組合物可以減弱RDC效應,對於改善DC型殘像以及對於殘像恢復非常有效。 The present invention aims to provide a liquid crystal composition containing terphenyl and a cycloalkyl group at the end, which has large optical anisotropy, low rotational viscosity, large elastic constant, and good low-temperature miscibility, thereby achieving the purpose of improving the response speed, contrast and operating temperature of liquid crystal displays. The liquid crystal composition has negative dielectric anisotropy, and has a higher transmittance and an effect of improving the flicker of liquid crystal displays when used in liquid crystal displays; at the same time, the liquid crystal composition can weaken the RDC effect, which is very effective for improving DC-type afterimages and afterimage recovery.

本領域公知,降低組合物的清亮點可以實現降低旋轉粘度的目的,但是隨著清亮點的降低,可導致顯示器使用溫度上限降低,而本發明所提供的的液晶組合物具有高的清亮點、低的旋轉粘度、大的彈性常數和大的光學各向異性,同時可以減弱RDC效應,對於改善DC型殘像以及對於殘像恢復非常有效,從而實現快速回應的液晶顯示器,並且具有更好的顯示效果。此外,本發明所提供的液晶組合物具有良好的低溫互溶性,可以更好的適應於各類使用環境中。 It is well known in the art that lowering the clearing point of the composition can achieve the purpose of lowering the rotational viscosity, but as the clearing point decreases, the upper limit of the display's operating temperature may decrease. The liquid crystal composition provided by the present invention has a high clearing point, low rotational viscosity, a large elastic constant and a large optical anisotropy, and can also weaken the RDC effect, which is very effective in improving DC-type residual images and recovering residual images, thereby achieving a fast-response liquid crystal display with better display effects. In addition, the liquid crystal composition provided by the present invention has good low-temperature miscibility and can be better adapted to various usage environments.

具體而言,所述液晶組合物包括通式I所代表的化合物中的至少一種,通式II所代表的化合物中的至少一種,通式III所代表的化合物中的至少一種,通式IV所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0003-2
其中,通式I中,L1代表S或O;R1代表C6~C12的直鏈烷基;X代表
Figure 110140151-A0305-12-0003-3
通式II中,R2、R3各自獨立地代表C1~C12的直鏈烷基、C1~C12的直 鏈烷氧基或C2~C12的直鏈烯基;a代表0或1;A1代表
Figure 110140151-A0305-12-0003-4
Figure 110140151-A0305-12-0003-5
通式III中,R4、R5各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;通式IV中,R6、R7各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;L2、L3、L4各自獨立地代表H或F。 Specifically, the liquid crystal composition includes at least one of the compounds represented by general formula I, at least one of the compounds represented by general formula II, at least one of the compounds represented by general formula III, and at least one of the compounds represented by general formula IV;
Figure 110140151-A0305-12-0003-2
Wherein, in the general formula I, L 1 represents S or O; R 1 represents a C 6 ~C 12 straight chain alkyl group; X represents
Figure 110140151-A0305-12-0003-3
In the general formula II, R 2 and R 3 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; a represents 0 or 1; A 1 represents
Figure 110140151-A0305-12-0003-4
or
Figure 110140151-A0305-12-0003-5
In the general formula III, R 4 and R 5 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; in the general formula IV, R 6 and R 7 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; L 2 , L 3 and L 4 each independently represent H or F.

將上述液晶組合物用於液晶顯示器中,可有效改善液晶顯示器的回應速度和對比度,並改善低溫互溶性和殘像。 Using the above liquid crystal composition in a liquid crystal display can effectively improve the response speed and contrast of the liquid crystal display, and improve low-temperature miscibility and afterimage.

作為上述技術方案的優選,通式I所代表的化合物選自式I-1~式I-12中的一種或多種:

Figure 110140151-A0305-12-0003-6
Figure 110140151-A0305-12-0004-7
As a preferred embodiment of the above technical solution, the compound represented by general formula I is selected from one or more of formula I-1 to formula I-12:
Figure 110140151-A0305-12-0003-6
Figure 110140151-A0305-12-0004-7

作為上述技術方案的優選,通式II所代表的化合物選自式IIA~式IIF中的一種或多種:

Figure 110140151-A0305-12-0004-8
其中,R2、R3各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基;優選地,通式II所代表的化合物選自式IIA1~式IIF48中的一種或多種:
Figure 110140151-A0305-12-0005-9
Figure 110140151-A0305-12-0006-10
Figure 110140151-A0305-12-0007-11
Figure 110140151-A0305-12-0008-12
Figure 110140151-A0305-12-0009-13
Figure 110140151-A0305-12-0010-14
Figure 110140151-A0305-12-0011-15
Figure 110140151-A0305-12-0012-16
As a preferred embodiment of the above technical solution, the compound represented by general formula II is selected from one or more of formula IIA to formula IIF:
Figure 110140151-A0305-12-0004-8
Wherein, R 2 and R 3 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group; preferably, the compound represented by general formula II is selected from one or more of formulas IIA1 to IIF48:
Figure 110140151-A0305-12-0005-9
Figure 110140151-A0305-12-0006-10
Figure 110140151-A0305-12-0007-11
Figure 110140151-A0305-12-0008-12
Figure 110140151-A0305-12-0009-13
Figure 110140151-A0305-12-0010-14
Figure 110140151-A0305-12-0011-15
Figure 110140151-A0305-12-0012-16

作為上述技術方案的優選,通式III所代表的化合物選自式IIIA~式IIIB中的一種或多種:

Figure 110140151-A0305-12-0012-17
其中,R4、R5各自獨立地代表C1~C7的直鏈烷基或C2~C7的直鏈烯基; 優選地,通式III所代表的化合物選自式IIIA1~式IIIB45中的一種或多種:
Figure 110140151-A0305-12-0013-18
Figure 110140151-A0305-12-0014-19
Figure 110140151-A0305-12-0015-21
As a preferred embodiment of the above technical solution, the compound represented by general formula III is selected from one or more of formula IIIA to formula IIIB:
Figure 110140151-A0305-12-0012-17
Wherein, R 4 and R 5 each independently represent a C 1 -C 7 straight chain alkyl group or a C 2 -C 7 straight chain alkenyl group; Preferably, the compound represented by general formula III is selected from one or more of formula IIIA1 to formula IIIB45:
Figure 110140151-A0305-12-0013-18
Figure 110140151-A0305-12-0014-19
Figure 110140151-A0305-12-0015-21

作為上述技術方案的優選,通式IV所代表的化合物選自式IVA~式IVB中的一種或多種:

Figure 110140151-A0305-12-0016-22
其中,R6代表C1~C7的直鏈烷基或C2~C7的直鏈烯基;R7代表C1~C7的直鏈烷基或C1~C7的直鏈烷氧基;優選地,通式IV所代表的化合物選自式IVA1~式IVB36中的一種或多種:
Figure 110140151-A0305-12-0016-23
Figure 110140151-A0305-12-0017-24
Figure 110140151-A0305-12-0018-25
As a preferred embodiment of the above technical solution, the compound represented by general formula IV is selected from one or more of formulas IVA to IVB:
Figure 110140151-A0305-12-0016-22
Wherein, R 6 represents a C 1 ~C 7 straight chain alkyl group or a C 2 ~C 7 straight chain alkenyl group; R 7 represents a C 1 ~C 7 straight chain alkyl group or a C 1 ~C 7 straight chain alkoxy group; preferably, the compound represented by general formula IV is selected from one or more of formulas IVA1 to IVB36:
Figure 110140151-A0305-12-0016-23
Figure 110140151-A0305-12-0017-24
Figure 110140151-A0305-12-0018-25

作為上述技術方案的優選,所述液晶組合物還包括通式V所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0018-26
其中,R8、R9各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A2、A3各自獨立地代表反式1,4-環己基或1,4-亞苯基;本發明中,上述通式V所代表的化合物為中性兩環結構化合物,該類化合物具有非常低的旋轉粘度,對於降低液晶組合物的旋轉粘度非常有效。 As a preferred embodiment of the above technical solution, the liquid crystal composition further comprises at least one of the compounds represented by general formula V;
Figure 110140151-A0305-12-0018-26
Wherein, R 8 and R 9 each independently represent a C 1 ~C 12 straight-chain alkyl group, a C 1 ~C 12 straight-chain alkoxy group or a C 2 ~C 12 straight-chain alkenyl group; A 2 and A 3 each independently represent a trans-1,4-cyclohexyl group or a 1,4-phenylene group; in the present invention, the compound represented by the above general formula V is a neutral two-ring structure compound, which has a very low rotational viscosity and is very effective in reducing the rotational viscosity of the liquid crystal composition.

優選地,通式V所代表的化合物選自式VA~式VC中的一種或多種:

Figure 110140151-A0305-12-0019-27
其中,R8、R9各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基。 Preferably, the compound represented by general formula V is selected from one or more of formula VA to formula VC:
Figure 110140151-A0305-12-0019-27
Wherein, R 8 and R 9 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group.

更優選地,通式V所代表的化合物選自式VA1~式VC24中的一種或多種:

Figure 110140151-A0305-12-0019-28
Figure 110140151-A0305-12-0020-29
Figure 110140151-A0305-12-0021-30
More preferably, the compound represented by general formula V is selected from one or more of formula VA1 to formula VC24:
Figure 110140151-A0305-12-0019-28
Figure 110140151-A0305-12-0020-29
Figure 110140151-A0305-12-0021-30

作為上述技術方案的優選,所述液晶組合物還包括通式VI所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0021-31
其中,R10、R11各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A4代表反式1,4-環己基或1,4-亞苯基; 優選地,通式VI所代表的化合物選自式VIA~式VIB中的一種或多種:
Figure 110140151-A0305-12-0021-128
其中,R10、R11各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基; 更優選地,通式VI所代表的化合物選自式VIA1~式VIB63中的一種或多種:
Figure 110140151-A0305-12-0021-32
Figure 110140151-A0305-12-0022-33
Figure 110140151-A0305-12-0023-34
Figure 110140151-A0305-12-0024-35
As a preferred embodiment of the above technical solution, the liquid crystal composition further comprises at least one of the compounds represented by general formula VI;
Figure 110140151-A0305-12-0021-31
wherein R 10 and R 11 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; A 4 represents a trans-1,4-cyclohexyl group or a 1,4-phenylene group; preferably, the compound represented by general formula VI is selected from one or more of formulas VIA to VIB:
Figure 110140151-A0305-12-0021-128
wherein R 10 and R 11 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group; more preferably, the compound represented by general formula VI is selected from one or more of formulas VIA1 to VIB63:
Figure 110140151-A0305-12-0021-32
Figure 110140151-A0305-12-0022-33
Figure 110140151-A0305-12-0023-34
Figure 110140151-A0305-12-0024-35

本發明的液晶組合物中,除了上述的化合物以外,也可以含有通常的抗氧化劑、紫外線吸收劑、光穩定劑或紅外線吸收劑等。 In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may also contain common antioxidants, ultraviolet absorbers, light stabilizers or infrared absorbers, etc.

作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~50%的通式I所代表的化合物; (2)、5~70%的通式II所代表的化合物;(3)、1~40%的通式III所代表的化合物;(4)、1~50%的通式IV所代表的化合物;(5)、0~70%的通式V所代表的化合物;(6)、0~50%的通式VI所代表的化合物。 As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1-50% of the compound represented by general formula I; (2) 5-70% of the compound represented by general formula II; (3) 1-40% of the compound represented by general formula III; (4) 1-50% of the compound represented by general formula IV; (5) 0-70% of the compound represented by general formula V; (6) 0-50% of the compound represented by general formula VI.

作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~30%的通式I所代表的化合物;(2)、10~70%的通式II所代表的化合物;(3)、3~30%的通式III所代表的化合物;(4)、1~30%的通式IV所代表的化合物;(5)、10~60%的通式V所代表的化合物;(6)、0~35%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、3~20%的通式I所代表的化合物;(2)、15~65%的通式II所代表的化合物;(3)、4~25%的通式III所代表的化合物;(4)、1~25%的通式IV所代表的化合物;(5)、15~55%的通式V所代表的化合物;(6)、0~30%的通式VI所代表的化合物;更優選地,所述液晶組合物包含以下重量百分比的組分:(1)、3~15%的通式I所代表的化合物;(2)、25~55%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物; (4)、3~20%的通式IV所代表的化合物;(5)、20~50%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、3~25%的通式I所代表的化合物;(2)、20~70%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、27~60%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、3~15%的通式I所代表的化合物;(2)、30~55%的通式II所代表的化合物;(3)、4~15%的通式III所代表的化合物;(4)、3~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、6~30%的通式I所代表的化合物;(2)、30~70%的通式II所代表的化合物;(3)、1~20%的通式III所代表的化合物;(4)、5~30%的通式IV所代表的化合物; (5)、20~58%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、7~18%的通式I所代表的化合物;(2)、30~50%的通式II所代表的化合物;(3)、1~12%的通式III所代表的化合物;(4)、9~25%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~12%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~15%的通式I所代表的化合物;(2)、33~65%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、15~53%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、1~7%的通式I所代表的化合物;(2)、33~55%的通式II所代表的化合物;(3)、6~15%的通式III所代表的化合物;(4)、5~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物。 As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1-30% of the compound represented by general formula I; (2) 10-70% of the compound represented by general formula II; (3) 3-30% of the compound represented by general formula III; (4) 1-30% of the compound represented by general formula IV; (5) 10-60% of the compound represented by general formula V; (6) 0-35% of the compound represented by general formula VI; Preferably, the liquid crystal composition comprises the following The components in weight percentage are: (1) 3-20% of the compound represented by the general formula I; (2) 15-65% of the compound represented by the general formula II; (3) 4-25% of the compound represented by the general formula III; (4) 1-25% of the compound represented by the general formula IV; (5) 15-55% of the compound represented by the general formula V; (6) 0-30% of the compound represented by the general formula VI; More preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 3-15% of the compound represented by the general formula I (2) 25-55% of the compound represented by general formula II; (3) 4-20% of the compound represented by general formula III; (4) 3-20% of the compound represented by general formula IV; (5) 20-50% of the compound represented by general formula V; (6) 0-20% of the compound represented by general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 3-25% of the compound represented by general formula I; (2) 20-7 0% of the compound represented by the general formula II; (3) 4 to 20% of the compound represented by the general formula III; (4) 3 to 20% of the compound represented by the general formula IV; (5) 27 to 60% of the compound represented by the general formula V; (6) 0 to 20% of the compound represented by the general formula VI; Preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 3 to 15% of the compound represented by the general formula I; (2) 30 to 55% of the compound represented by the general formula II; (3) 4 to 15% of the compound represented by the general formula (4) 3 to 15% of the compound represented by the general formula III; (5) 27 to 46% of the compound represented by the general formula V; (6) 0 to 10% of the compound represented by the general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 6 to 30% of the compound represented by the general formula I; (2) 30 to 70% of the compound represented by the general formula II; (3) 1 to 20% of the compound represented by the general formula III; (4) ), 5-30% of the compound represented by the general formula IV; (5), 20-58% of the compound represented by the general formula V; (6), 0-15% of the compound represented by the general formula VI; Preferably, the liquid crystal composition comprises the following components in weight percentage: (1), 7-18% of the compound represented by the general formula I; (2), 30-50% of the compound represented by the general formula II; (3), 1-12% of the compound represented by the general formula III; (4), 9-25% of the compound represented by the general formula IV; (5) , 27~46% of the compound represented by the general formula V; (6) 0~12% of the compound represented by the general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1~15% of the compound represented by the general formula I; (2) 33~65% of the compound represented by the general formula II; (3) 4~20% of the compound represented by the general formula III; (4) 3~20% of the compound represented by the general formula IV; (5) 15~53% of the compound represented by the general formula V Compound; (6) 0~15% of the compound represented by general formula VI; preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 1~7% of the compound represented by general formula I; (2) 33~55% of the compound represented by general formula II; (3) 6~15% of the compound represented by general formula III; (4) 5~15% of the compound represented by general formula IV; (5) 27~46% of the compound represented by general formula V; (6) 0~10% of the compound represented by general formula VI.

本發明所提供的液晶組合物通過通式I所代表的化合物提升介電各向異性、降低旋轉粘度及改善互溶性;通過通式II所代表的化合物提升介電各向異性和改善互溶性;通過通式III所代表的化合物提升彈性常數和清亮點;通過通式IV所代表的化合物增加光學各向異性和提升介電各向異性;通過添加通式V的化合物降低旋轉粘度;通過添加通式VI的化合物提升清亮點;以此實現快速回應液晶顯示器所需要的液晶組合物。 The liquid crystal composition provided by the present invention improves dielectric anisotropy, reduces rotational viscosity and improves mutual solubility through the compound represented by general formula I; improves dielectric anisotropy and improves mutual solubility through the compound represented by general formula II; improves elastic constant and clearing point through the compound represented by general formula III; increases optical anisotropy and improves dielectric anisotropy through the compound represented by general formula IV; reduces rotational viscosity by adding the compound represented by general formula V; improves clearing point by adding the compound represented by general formula VI; thereby realizing the liquid crystal composition required for fast response liquid crystal display.

隨著使用者對液晶顯示器的顯示效果要求越來越高,為了滿足高性能和高品質的顯示效果,液晶面板趨向于使用具有高的阻抗特性的配向層(PI),而高阻抗的配向層具有更低的離子性,對於改善液晶顯示器的閃爍(Flicker)、離子型殘像非常有效,但是高阻抗的PI吸附離子的能力較強,容易產生RDC(殘餘電壓),形成DC型殘像問題。本發明研發人員發現,加入本發明所提供的通式IV所代表的三聯苯類單晶,可以減弱RDC效應,對於改善DC型殘像以及對於殘像恢復非常有效。 As users have higher and higher requirements for the display effects of liquid crystal displays, in order to meet high performance and high quality display effects, liquid crystal panels tend to use alignment layers (PI) with high impedance characteristics. High impedance alignment layers have lower ionicity, which is very effective in improving flicker and ionic afterimages of liquid crystal displays. However, high impedance PI has a strong ability to adsorb ions, which easily generates RDC (residual voltage) and forms DC afterimage problems. The researchers of the present invention have found that adding the terphenyl single crystal represented by the general formula IV provided by the present invention can weaken the RDC effect, which is very effective in improving DC afterimages and restoring afterimages.

本發明所述液晶組合物的製備方法無特殊限制,可採用常規方法將兩種或多種化合物混合進行生產,如通過在高溫下混合不同組分並彼此溶解的方法製備,其中,將液晶組合物溶解在用於該化合物的溶劑中並混合,然後在減壓下蒸餾出該溶劑;或者本發明所述液晶組合物可按照常規的方法製備,如將其中含量較小的組分在較高的溫度下溶解在含量較大的主要組分中,或將各所屬組分在有機溶劑中溶解,如丙酮、氯仿或甲醇等,然後將溶液混合去除溶劑後得到。 There is no special limitation on the preparation method of the liquid crystal composition of the present invention. It can be produced by mixing two or more compounds in a conventional method, such as preparing by mixing different components at high temperature and dissolving them in each other, wherein the liquid crystal composition is dissolved in a solvent for the compound and mixed, and then the solvent is distilled out under reduced pressure; or the liquid crystal composition of the present invention can be prepared according to a conventional method, such as dissolving a component with a smaller content in a main component with a larger content at a higher temperature, or dissolving each component in an organic solvent, such as acetone, chloroform or methanol, and then mixing the solutions to remove the solvent to obtain.

本發明所述液晶組合物具有低的旋轉粘度、大的彈性常數與大的光學各向異性,進而具有低的旋轉粘度與彈性常數的比值,更薄的液晶層厚度,其在液晶顯示器中的使用能明顯改善液晶顯示器的回應速度和對比度,本 發明所述液晶組合物具有良好的低溫互溶性,有效改善顯示器使用溫度範圍,同時含有通式IV所代表的單體,可有效改善DC型殘像,有效地改善顯示效果。 The liquid crystal composition of the present invention has low rotational viscosity, large elastic constant and large optical anisotropy, and thus has a low ratio of rotational viscosity to elastic constant and a thinner liquid crystal layer thickness. Its use in a liquid crystal display can significantly improve the response speed and contrast of the liquid crystal display. The liquid crystal composition of the present invention has good low-temperature miscibility, effectively improving the operating temperature range of the display. At the same time, it contains the monomer represented by the general formula IV, which can effectively improve the DC type afterimage and effectively improve the display effect.

本發明同時提供上述液晶組合物在液晶顯示器中的應用。 The present invention also provides the application of the above-mentioned liquid crystal composition in a liquid crystal display.

具體而言,所述液晶組合物包括通式I所代表的化合物中的至少一種,通式II所代表的化合物中的至少一種,通式III所代表的化合物中的至少一種,通式IV所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0029-36
其中,通式I中,L1代表S或O;R1代表C6~C12的直鏈烷基;X代表
Figure 110140151-A0305-12-0029-37
通式II中,R2、R3各自獨立地代表C1~C12的直鏈烷基、C1~C12的直 鏈烷氧基或C2~C12的直鏈烯基;a代表0或1;A1代表
Figure 110140151-A0305-12-0029-38
Figure 110140151-A0305-12-0029-39
通式III中,R4、R5各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基; 通式IV中,R6、R7各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;L2、L3、L4各自獨立地代表H或F。 Specifically, the liquid crystal composition includes at least one of the compounds represented by general formula I, at least one of the compounds represented by general formula II, at least one of the compounds represented by general formula III, and at least one of the compounds represented by general formula IV;
Figure 110140151-A0305-12-0029-36
Wherein, in the general formula I, L 1 represents S or O; R 1 represents a C 6 ~C 12 straight chain alkyl group; X represents
Figure 110140151-A0305-12-0029-37
In the general formula II, R 2 and R 3 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; a represents 0 or 1; A 1 represents
Figure 110140151-A0305-12-0029-38
or
Figure 110140151-A0305-12-0029-39
In the general formula III, R 4 and R 5 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; in the general formula IV, R 6 and R 7 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; L 2 , L 3 and L 4 each independently represent H or F.

將上述液晶組合物用於液晶顯示器中,可有效改善液晶顯示器的回應速度和對比度,並改善低溫互溶性和殘像。 Using the above liquid crystal composition in a liquid crystal display can effectively improve the response speed and contrast of the liquid crystal display, and improve low-temperature miscibility and afterimage.

作為上述技術方案的優選,通式I所代表的化合物選自式I-1~式I-12中的一種或多種:

Figure 110140151-A0305-12-0030-40
Figure 110140151-A0305-12-0031-41
As a preferred embodiment of the above technical solution, the compound represented by general formula I is selected from one or more of formula I-1 to formula I-12:
Figure 110140151-A0305-12-0030-40
Figure 110140151-A0305-12-0031-41

作為上述技術方案的優選,通式II所代表的化合物選自式IIA~式IIF中的一種或多種:

Figure 110140151-A0305-12-0031-42
其中,R2、R3各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基; 優選地,通式II所代表的化合物選自式IIA1~式IIF48中的一種或多種:
Figure 110140151-A0305-12-0031-43
Figure 110140151-A0305-12-0032-44
Figure 110140151-A0305-12-0033-45
Figure 110140151-A0305-12-0034-46
Figure 110140151-A0305-12-0035-47
Figure 110140151-A0305-12-0036-48
Figure 110140151-A0305-12-0037-49
Figure 110140151-A0305-12-0038-50
Figure 110140151-A0305-12-0039-51
As a preferred embodiment of the above technical solution, the compound represented by general formula II is selected from one or more of formula IIA to formula IIF:
Figure 110140151-A0305-12-0031-42
Wherein, R 2 and R 3 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group; Preferably, the compound represented by general formula II is selected from one or more of formulas IIA1 to IIF48:
Figure 110140151-A0305-12-0031-43
Figure 110140151-A0305-12-0032-44
Figure 110140151-A0305-12-0033-45
Figure 110140151-A0305-12-0034-46
Figure 110140151-A0305-12-0035-47
Figure 110140151-A0305-12-0036-48
Figure 110140151-A0305-12-0037-49
Figure 110140151-A0305-12-0038-50
Figure 110140151-A0305-12-0039-51

作為上述技術方案的優選,通式III所代表的化合物選自式IIIA~式IIIB中的一種或多種:

Figure 110140151-A0305-12-0039-52
其中,R4、R5各自獨立地代表C1~C7的直鏈烷基或C2~C7的直鏈烯基; 優選地,通式III所代表的化合物選自式IIIA1~式IIIB45中的一種或多種:
Figure 110140151-A0305-12-0039-53
Figure 110140151-A0305-12-0040-54
Figure 110140151-A0305-12-0041-55
Figure 110140151-A0305-12-0042-56
As a preferred embodiment of the above technical solution, the compound represented by general formula III is selected from one or more of formula IIIA to formula IIIB:
Figure 110140151-A0305-12-0039-52
Wherein, R 4 and R 5 each independently represent a C 1 -C 7 straight chain alkyl group or a C 2 -C 7 straight chain alkenyl group; Preferably, the compound represented by general formula III is selected from one or more of formula IIIA1 to formula IIIB45:
Figure 110140151-A0305-12-0039-53
Figure 110140151-A0305-12-0040-54
Figure 110140151-A0305-12-0041-55
Figure 110140151-A0305-12-0042-56

作為上述技術方案的優選,通式IV所代表的化合物選自式IVA~ 式IVB中的一種或多種:

Figure 110140151-A0305-12-0042-57
其中,R6代表C1~C7的直鏈烷基或C2~C7的直鏈烯基;R7代表 C1~C7的直鏈烷基或C1~C7的直鏈烷氧基; 優選地,通式IV所代表的化合物選自式IVA1~式IVB36中的一種或多種:
Figure 110140151-A0305-12-0042-58
Figure 110140151-A0305-12-0043-59
Figure 110140151-A0305-12-0044-60
As a preferred embodiment of the above technical solution, the compound represented by general formula IV is selected from one or more of formula IVA to formula IVB:
Figure 110140151-A0305-12-0042-57
Wherein, R 6 represents a C 1 ~C 7 straight chain alkyl group or a C 2 ~C 7 straight chain alkenyl group; R 7 represents a C 1 ~C 7 straight chain alkyl group or a C 1 ~C 7 straight chain alkoxy group; Preferably, the compound represented by general formula IV is selected from one or more of formulas IVA1 to IVB36:
Figure 110140151-A0305-12-0042-58
Figure 110140151-A0305-12-0043-59
Figure 110140151-A0305-12-0044-60

作為上述技術方案的優選,所述液晶組合物還包括通式V所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0045-61
其中,R8、R9各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A2、A3各自獨立地代表反式1,4-環己基或1,4-亞苯基; 本發明中,上述通式V所代表的化合物為中性兩環結構化合物,該類化合物具有非常低的旋轉粘度,對於降低液晶組合物的旋轉粘度非常有效。 As a preferred embodiment of the above technical solution, the liquid crystal composition further comprises at least one of the compounds represented by general formula V;
Figure 110140151-A0305-12-0045-61
Wherein, R 8 and R 9 each independently represent a C 1 ~C 12 straight-chain alkyl group, a C 1 ~C 12 straight-chain alkoxy group or a C 2 ~C 12 straight-chain alkenyl group; A 2 and A 3 each independently represent a trans-1,4-cyclohexyl group or a 1,4-phenylene group; In the present invention, the compound represented by the above general formula V is a neutral two-ring structure compound, which has a very low rotational viscosity and is very effective in reducing the rotational viscosity of the liquid crystal composition.

優選地,通式V所代表的化合物選自式VA~式VC中的一種或多種:

Figure 110140151-A0305-12-0045-62
其中,R8、R9各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基。 Preferably, the compound represented by general formula V is selected from one or more of formula VA to formula VC:
Figure 110140151-A0305-12-0045-62
Wherein, R 8 and R 9 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group.

更優選地,通式V所代表的化合物選自式VA1~式VC24中的一種或多種:

Figure 110140151-A0305-12-0045-63
Figure 110140151-A0305-12-0046-64
Figure 110140151-A0305-12-0047-65
More preferably, the compound represented by general formula V is selected from one or more of formula VA1 to formula VC24:
Figure 110140151-A0305-12-0045-63
Figure 110140151-A0305-12-0046-64
Figure 110140151-A0305-12-0047-65

作為上述技術方案的優選,所述液晶組合物還包括通式VI所代表的化合物中的至少一種;

Figure 110140151-A0305-12-0047-66
其中,R10、R11各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A4代表反式1,4-環己基或1,4-亞苯基; 優選地,通式VI所代表的化合物選自式VIA~式VIB中的一種或多種:
Figure 110140151-A0305-12-0047-67
其中,R10、R11各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基; 更優選地,通式VI所代表的化合物選自式VIA1~式VIB63中的一種或多種:
Figure 110140151-A0305-12-0048-68
Figure 110140151-A0305-12-0049-69
Figure 110140151-A0305-12-0050-70
Figure 110140151-A0305-12-0051-71
As a preferred embodiment of the above technical solution, the liquid crystal composition further comprises at least one of the compounds represented by general formula VI;
Figure 110140151-A0305-12-0047-66
wherein R 10 and R 11 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; A 4 represents a trans-1,4-cyclohexyl group or a 1,4-phenylene group; preferably, the compound represented by general formula VI is selected from one or more of formulas VIA to VIB:
Figure 110140151-A0305-12-0047-67
wherein R 10 and R 11 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group; more preferably, the compound represented by general formula VI is selected from one or more of formulas VIA1 to VIB63:
Figure 110140151-A0305-12-0048-68
Figure 110140151-A0305-12-0049-69
Figure 110140151-A0305-12-0050-70
Figure 110140151-A0305-12-0051-71

本發明的液晶組合物中,除了上述的化合物以外,也可以含有通常的抗氧化劑、紫外線吸收劑、光穩定劑或紅外線吸收劑等。 In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may also contain common antioxidants, ultraviolet absorbers, light stabilizers or infrared absorbers, etc.

作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~50%的通式I所代表的化合物;(2)、5~70%的通式II所代表的化合物;(3)、1~40%的通式III所代表的化合物;(4)、1~50%的通式IV所代表的化合物;(5)、0~70%的通式V所代表的化合物;(6)、0~50%的通式VI所代表的化合物。 As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1-50% of the compound represented by general formula I; (2) 5-70% of the compound represented by general formula II; (3) 1-40% of the compound represented by general formula III; (4) 1-50% of the compound represented by general formula IV; (5) 0-70% of the compound represented by general formula V; (6) 0-50% of the compound represented by general formula VI.

作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~30%的通式I所代表的化合物;(2)、10~70%的通式II所代表的化合物;(3)、3~30%的通式III所代表的化合物;(4)、1~30%的通式IV所代表的化合物;(5)、10~60%的通式V所代表的化合物; (6)、0~35%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、3~20%的通式I所代表的化合物;(2)、15~65%的通式II所代表的化合物;(3)、4~25%的通式III所代表的化合物;(4)、1~25%的通式IV所代表的化合物;(5)、15~55%的通式V所代表的化合物;(6)、0~30%的通式VI所代表的化合物;更優選地,所述液晶組合物包含以下重量百分比的組分:(1)、3~15%的通式I所代表的化合物;(2)、25~55%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、20~50%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、3~25%的通式I所代表的化合物;(2)、20~70%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、27~60%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分: (1)、3~15%的通式I所代表的化合物;(2)、30~55%的通式II所代表的化合物;(3)、4~15%的通式III所代表的化合物;(4)、3~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、6~30%的通式I所代表的化合物;(2)、30~70%的通式II所代表的化合物;(3)、1~20%的通式III所代表的化合物;(4)、5~30%的通式IV所代表的化合物;(5)、20~58%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、7~18%的通式I所代表的化合物;(2)、30~50%的通式II所代表的化合物;(3)、1~12%的通式III所代表的化合物;(4)、9~25%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~12%的通式VI所代表的化合物;作為上述技術方案的優選,所述液晶組合物包含以下重量百分比的組分:(1)、1~15%的通式I所代表的化合物; (2)、33~65%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、15~53%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;優選地,所述液晶組合物包含以下重量百分比的組分:(1)、1~7%的通式I所代表的化合物;(2)、33~55%的通式II所代表的化合物;(3)、6~15%的通式III所代表的化合物;(4)、5~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物。 As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1-30% of the compound represented by general formula I; (2) 10-70% of the compound represented by general formula II; (3) 3-30% of the compound represented by general formula III; (4) 1-30% of the compound represented by general formula IV; (5) 10-60% of the compound represented by general formula V; (6) 0-35% of the compound represented by general formula VI; Preferably, the liquid crystal composition comprises the following The components in weight percentage are: (1) 3-20% of the compound represented by the general formula I; (2) 15-65% of the compound represented by the general formula II; (3) 4-25% of the compound represented by the general formula III; (4) 1-25% of the compound represented by the general formula IV; (5) 15-55% of the compound represented by the general formula V; (6) 0-30% of the compound represented by the general formula VI; More preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 3-15% of the compound represented by the general formula I (2) 25-55% of the compound represented by the general formula II; (3) 4-20% of the compound represented by the general formula III; (4) 3-20% of the compound represented by the general formula IV; (5) 20-50% of the compound represented by the general formula V; (6) 0-20% of the compound represented by the general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 3-25% of the compound represented by the general formula I; (2) 20-70 % of the compound represented by the general formula II; (3) 4~20% of the compound represented by the general formula III; (4) 3~20% of the compound represented by the general formula IV; (5) 27~60% of the compound represented by the general formula V; (6) 0~20% of the compound represented by the general formula VI; Preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 3~15% of the compound represented by the general formula I; (2) 30~55% of the compound represented by the general formula II; (3) 4~15% (4) 3 to 15% of the compound represented by the general formula III; (5) 27 to 46% of the compound represented by the general formula V; (6) 0 to 10% of the compound represented by the general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 6 to 30% of the compound represented by the general formula I; (2) 30 to 70% of the compound represented by the general formula II; (3) 1 to 20% of the compound represented by the general formula III; (4) ), 5~30% of the compound represented by the general formula IV; (5), 20~58% of the compound represented by the general formula V; (6), 0~15% of the compound represented by the general formula VI; Preferably, the liquid crystal composition comprises the following components in weight percentage: (1), 7~18% of the compound represented by the general formula I; (2), 30~50% of the compound represented by the general formula II; (3), 1~12% of the compound represented by the general formula III; (4), 9~25% of the compound represented by the general formula IV; (5), 27~46% of the compound represented by the general formula V; (6) 0~12% of the compound represented by the general formula VI; As a preferred embodiment of the above technical solution, the liquid crystal composition comprises the following components in weight percentage: (1) 1~15% of the compound represented by the general formula I; (2) 33~65% of the compound represented by the general formula II; (3) 4~20% of the compound represented by the general formula III; (4) 3~20% of the compound represented by the general formula IV; (5) 15~53% of the compound represented by the general formula V; Compound; (6) 0~15% of the compound represented by general formula VI; preferably, the liquid crystal composition comprises the following components in weight percentage: (1) 1~7% of the compound represented by general formula I; (2) 33~55% of the compound represented by general formula II; (3) 6~15% of the compound represented by general formula III; (4) 5~15% of the compound represented by general formula IV; (5) 27~46% of the compound represented by general formula V; (6) 0~10% of the compound represented by general formula VI.

以下實施例用於說明本發明,但不用來限制本發明的範圍。 The following embodiments are used to illustrate the present invention but are not intended to limit the scope of the present invention.

除非另有說明,本發明中百分比為重量百分比;溫度單位為攝氏度;△n代表光學各向異性(25℃);ε和ε分別代表平行和垂直介電常數(25℃,1000Hz);△ε代表介電各向異性(25℃,1000Hz);γ1代表旋轉粘度(mPa.s,25℃);Cp代表液晶組合物的清亮點(℃);K11、K22、K33分別代表展曲、扭曲和彎曲彈性常數(pN,25℃)。 Unless otherwise specified, percentages in the present invention are percentages by weight; the unit of temperature is degrees Celsius; △n represents optical anisotropy (25°C); ε and ε represent parallel and perpendicular dielectric constants (25°C, 1000 Hz), respectively; △ε represents dielectric anisotropy (25°C, 1000 Hz); γ1 represents rotational viscosity (mPa.s, 25°C); Cp represents the clearing point of the liquid crystal composition (°C); K 11 , K 22 , and K 33 represent splay, twist, and bending elastic constants (pN, 25°C), respectively.

以下各實施例中,液晶化合物中基團結構用表1所示代碼表示。 In the following embodiments, the group structures in the liquid crystal compounds are represented by the codes shown in Table 1.

Figure 110140151-A0305-12-0054-72
Figure 110140151-A0305-12-0054-72
Figure 110140151-A0305-12-0055-73
Figure 110140151-A0305-12-0055-73

以如下化合物結構為例:

Figure 110140151-A0305-12-0055-74
表示為:6OSO1B
Figure 110140151-A0305-12-0055-75
表示為:3CPW02 Take the following compound structure as an example:
Figure 110140151-A0305-12-0055-74
Represented as: 6OSO1B
Figure 110140151-A0305-12-0055-75
Represented as: 3CPW02

以下各實施例中,液晶組合物的製備均採用熱溶解方法,包括以下步驟:用天平按重量百分比稱量液晶化合物,其中稱量加入順序無特定要 求,通常以液晶化合物熔點由高到低的順序依次稱量混合,在60~100℃下加熱攪拌使得各組分溶解均勻,再經過濾、旋蒸,最後封裝即得目標樣品。 In the following embodiments, the preparation of the liquid crystal composition adopts a thermal dissolution method, including the following steps: weighing the liquid crystal compound by weight percentage using a balance, wherein there is no specific requirement for the weighing and adding order, and the liquid crystal compounds are usually weighed and mixed in order from high to low melting points, heated and stirred at 60-100°C to make each component dissolve evenly, and then filtered, rotary evaporated, and finally packaged to obtain the target sample.

以下各實施例中,液晶組合物中各組分的重量百分比及液晶組合物的性能參數見下述表格。 In the following embodiments, the weight percentage of each component in the liquid crystal composition and the performance parameters of the liquid crystal composition are shown in the following table.

實施例1 Example 1

Figure 110140151-A0305-12-0056-76
Figure 110140151-A0305-12-0056-76

實施例2 Example 2

Figure 110140151-A0305-12-0056-77
Figure 110140151-A0305-12-0056-77

實施例3 Example 3

Figure 110140151-A0305-12-0056-79
Figure 110140151-A0305-12-0056-79
Figure 110140151-A0305-12-0057-80
Figure 110140151-A0305-12-0057-80

實施例4 Example 4

Figure 110140151-A0305-12-0057-81
Figure 110140151-A0305-12-0057-81

實施例5 Example 5

Figure 110140151-A0305-12-0057-82
Figure 110140151-A0305-12-0057-82

實施例6 Example 6

Figure 110140151-A0305-12-0058-83
Figure 110140151-A0305-12-0058-83

實施例7 Example 7

Figure 110140151-A0305-12-0058-84
Figure 110140151-A0305-12-0058-84

實施例8 Example 8

Figure 110140151-A0305-12-0058-85
Figure 110140151-A0305-12-0058-85

實施例9 Example 9

Figure 110140151-A0305-12-0059-86
Figure 110140151-A0305-12-0059-86

實施例10 Example 10

Figure 110140151-A0305-12-0059-87
Figure 110140151-A0305-12-0059-87

實施例11 Example 11

Figure 110140151-A0305-12-0059-88
Figure 110140151-A0305-12-0059-88

實施例12 Example 12

Figure 110140151-A0305-12-0060-89
Figure 110140151-A0305-12-0060-89

實施例13 Example 13

Figure 110140151-A0305-12-0060-90
Figure 110140151-A0305-12-0060-90

實施例14 Example 14

Figure 110140151-A0305-12-0060-91
Figure 110140151-A0305-12-0060-91

實施例15 Example 15

表16:液晶組合物中各組分的重量百分比及性能參數

Figure 110140151-A0305-12-0061-92
Table 16: Weight percentage and performance parameters of each component in the liquid crystal composition
Figure 110140151-A0305-12-0061-92

實施例16 Example 16

Figure 110140151-A0305-12-0061-93
Figure 110140151-A0305-12-0061-93

實施例17 Example 17

Figure 110140151-A0305-12-0061-94
Figure 110140151-A0305-12-0061-94
Figure 110140151-A0305-12-0062-95
Figure 110140151-A0305-12-0062-95

實施例18 Example 18

Figure 110140151-A0305-12-0062-96
Figure 110140151-A0305-12-0062-96

實施例19 Example 19

Figure 110140151-A0305-12-0062-97
Figure 110140151-A0305-12-0062-97

實施例20 Example 20

Figure 110140151-A0305-12-0062-100
Figure 110140151-A0305-12-0062-100

Figure 110140151-A0305-12-0063-101
Figure 110140151-A0305-12-0063-101

實施例21 Example 21

Figure 110140151-A0305-12-0063-102
Figure 110140151-A0305-12-0063-102

實施例22 Example 22

Figure 110140151-A0305-12-0063-103
Figure 110140151-A0305-12-0063-103

實施例23 Example 23

Figure 110140151-A0305-12-0063-104
Figure 110140151-A0305-12-0064-105
Figure 110140151-A0305-12-0063-104
Figure 110140151-A0305-12-0064-105

實施例24 Example 24

Figure 110140151-A0305-12-0064-106
Figure 110140151-A0305-12-0064-106

實施例25 Example 25

Figure 110140151-A0305-12-0064-107
Figure 110140151-A0305-12-0064-107

實施例26 Example 26

表27:液晶組合物中各組分的重量百分比及性能參數

Figure 110140151-A0305-12-0065-108
Table 27: Weight percentage and performance parameters of each component in the liquid crystal composition
Figure 110140151-A0305-12-0065-108

對比例1 Comparative Example 1

Figure 110140151-A0305-12-0065-109
Figure 110140151-A0305-12-0065-109

將實施例1與對比例1所得液晶組合物的各性能參數值進行匯總比較,參見表29。 The performance parameter values of the liquid crystal compositions obtained in Example 1 and Comparative Example 1 are summarized and compared, see Table 29.

Figure 110140151-A0305-12-0065-110
Figure 110140151-A0305-12-0065-110

經比較可知:與對比例1相比,實施例1提供的液晶組合物具有更低的旋轉粘度、更大的光學各向異性(△n)和更大的彈性常數,相對於對比例1’實施例1的γ1降低14%左右,△n提升了0.011,d2*γ1/K22降低39%左右,即用於液晶顯示器中可以改善39%左右的回應速度。相對於對比例1, 實施例1的Kavg提升了1.4,而本領域公知的Kavg提升可以提升液晶顯示器的對比度,所以本發明提供的液晶組合物具有更高的對比度。 By comparison, it can be seen that: compared with comparative example 1, the liquid crystal composition provided by Example 1 has lower rotational viscosity, greater optical anisotropy (△n) and greater elastic constant. Compared with comparative example 1, γ1 of Example 1 is reduced by about 14%, △n is increased by 0.011, and d 2 *γ1/K 22 is reduced by about 39%, that is, the response speed can be improved by about 39% when used in a liquid crystal display. Compared with comparative example 1, Kavg of Example 1 is increased by 1.4, and it is well known in the art that the improvement of Kavg can improve the contrast of a liquid crystal display, so the liquid crystal composition provided by the present invention has a higher contrast.

由以上實施例可知,本發明所提供的液晶組合物具有低的旋轉粘度、更大的光學各向異性和更大的彈性常數,用顯示器中可有效改善液晶顯示器的回應速度與對比度。因此,本發明所提供的液晶組合物適用於液晶顯示裝置,能夠明顯改善液晶顯示器的回應速度特性與對比度特性。 From the above examples, it can be seen that the liquid crystal composition provided by the present invention has low rotational viscosity, greater optical anisotropy and greater elastic constant, and can effectively improve the response speed and contrast of the liquid crystal display when used in the display. Therefore, the liquid crystal composition provided by the present invention is suitable for liquid crystal display devices, and can significantly improve the response speed characteristics and contrast characteristics of liquid crystal displays.

準備Host液晶,作為母體,具體配方如表30。 Prepare Host liquid crystal as the matrix. The specific formula is shown in Table 30.

Figure 110140151-A0305-12-0066-111
Figure 110140151-A0305-12-0066-111

分別將6OSO1B、7OSO1B與3OSO1B、4OSO1B與Host液晶以重量比10%:90%製成混合液晶,各取2g裝在7ml西林瓶中,分別放置於-10℃與-20℃的低溫冰箱中10天后觀察液晶狀態,進行低溫互溶性驗證,具體實驗結果如表31所示:

Figure 110140151-A0305-12-0066-112
Mix 6OSO1B, 7OSO1B, 3OSO1B, 4OSO1B and Host liquid crystal in a weight ratio of 10%:90% to make mixed liquid crystals. Take 2g of each and put them in 7ml vials. Place them in low-temperature refrigerators at -10℃ and -20℃ respectively. After 10 days, observe the state of the liquid crystals and verify the low-temperature miscibility. The specific experimental results are shown in Table 31:
Figure 110140151-A0305-12-0066-112

實驗結果表明6OSO1B與7OSO1B用於混合液晶時低溫互溶性更好,可以在更低溫度下工作,而3OSO1B與4OSO1B低溫互溶性差於6OSO1B與 7OSO1B。由以上結果可推斷通式I化合物R1為C6~C12時具有更好的低溫互溶性,因此,本發明所提供的液晶組合物適用於液晶顯示裝置,能夠明顯擴大液晶顯示器的使用溫度範圍。 The experimental results show that 6OSO1B and 7OSO1B have better low-temperature miscibility when used in mixed liquid crystals and can work at lower temperatures, while 3OSO1B and 4OSO1B have lower low-temperature miscibility than 6OSO1B and 7OSO1B. From the above results, it can be inferred that the compound of formula I has better low-temperature miscibility when R 1 is C 6 ~C 12. Therefore, the liquid crystal composition provided by the present invention is suitable for liquid crystal display devices and can significantly expand the operating temperature range of liquid crystal displays.

將3PGiWO2和3PWP2分別與HOST液晶以重量比5%:95%製成混合液晶,將3PGiWO2+Host、3PWP2+Host、Host分別灌注到TN模式測試盒中,測試RDC。RDC具體測試方法為:在60℃下,加10V直流電壓保持30min,之後撤去電壓10min後測試殘餘電壓。具體實驗結果如表32所示:

Figure 110140151-A0305-12-0067-113
3PGiWO2 and 3PWP2 were mixed with HOST liquid crystal at a weight ratio of 5%:95% to make mixed liquid crystal. 3PGiWO2+Host, 3PWP2+Host, and Host were poured into the TN mode test box to test RDC. The specific RDC test method is: at 60℃, add 10V DC voltage for 30 minutes, then remove the voltage for 10 minutes and test the residual voltage. The specific experimental results are shown in Table 32:
Figure 110140151-A0305-12-0067-113

實驗結果表明3PGiWO2和3PWP2用於混合液晶時,具有更低的RDC。根據以上結果,通式IV所代表的三聯苯類單晶,可以減弱RDC效應,對於改善DC型殘像以及對於殘像恢復非常有效。 Experimental results show that 3PGiWO2 and 3PWP2 have lower RDC when used in mixed liquid crystals. Based on the above results, the terphenyl single crystal represented by general formula IV can weaken the RDC effect and is very effective in improving DC-type afterimages and restoring afterimages.

雖然,上文中已經用一般性說明、具體實施方式及試驗,對本發明作了詳盡的描述,但在本發明基礎上,可以對之作一些修改或改進,這對本領域技術人員而言是顯而易見的。因此,在不偏離本發明精神的基礎上所做的這些修改或改進,均屬於本發明要求保護的範圍。 Although the present invention has been described in detail above by general explanation, specific implementation methods and tests, it is obvious to those skilled in the art that some modifications or improvements can be made to the present invention. Therefore, these modifications or improvements made without departing from the spirit of the present invention are within the scope of protection claimed by the present invention.

Claims (10)

一種含有三聯苯與末端含有環烷基的液晶組合物,其特徵在於,包括通式I所代表的化合物中的至少一種,通式II所代表的化合物中的至少一種,通式III所代表的化合物中的至少一種,通式IV所代表的化合物中的至少一種;
Figure 110140151-A0305-13-0001-116
其中,通式I中,L1代表S或O;R1代表C6~C12的直鏈烷基;X代表
Figure 110140151-A0305-13-0001-117
通式II中,R2、R3各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基 或C2~C12的直鏈烯基;a代表0或1;A1代表
Figure 110140151-A0305-13-0001-118
Figure 110140151-A0305-13-0001-119
通式III中,R4、R5各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;通式IV中,R6、R7各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;L2代表H或F,L3、L4代表F。
A liquid crystal composition containing terphenyl and a terminal cycloalkyl group, characterized in that it comprises at least one of the compounds represented by general formula I, at least one of the compounds represented by general formula II, at least one of the compounds represented by general formula III, and at least one of the compounds represented by general formula IV;
Figure 110140151-A0305-13-0001-116
Wherein, in the general formula I, L 1 represents S or O; R 1 represents a C 6 ~C 12 straight chain alkyl group; X represents
Figure 110140151-A0305-13-0001-117
In the general formula II, R 2 and R 3 each independently represent a C 1 to C 12 straight chain alkyl group, a C 1 to C 12 straight chain alkoxy group or a C 2 to C 12 straight chain alkenyl group; a represents 0 or 1; A 1 represents
Figure 110140151-A0305-13-0001-118
Figure 110140151-A0305-13-0001-119
In the general formula III, R 4 and R 5 each independently represent a C 1 to C 12 straight-chain alkyl group, a C 1 to C 12 straight-chain alkoxy group or a C 2 to C 12 straight-chain alkenyl group; in the general formula IV, R 6 and R 7 each independently represent a C 1 to C 12 straight-chain alkyl group, a C 1 to C 12 straight-chain alkoxy group or a C 2 to C 12 straight-chain alkenyl group; L 2 represents H or F, and L 3 and L 4 represent F.
如請求項1所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,通式I所代表的化合物選自式I-9~式I-12中的一種或多種:
Figure 110140151-A0305-13-0002-120
The liquid crystal composition containing terphenyl and terminal cycloalkyl as described in claim 1, wherein the compound represented by general formula I is selected from one or more of formulas I-9 to I-12:
Figure 110140151-A0305-13-0002-120
如請求項1所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,通式II所代表的化合物選自式IIA~式IIF中的一種或多種:
Figure 110140151-A0305-13-0002-121
其中,R2、R3各自獨立地代表C1~C7的直鏈烷基、C1~C7的直鏈烷氧基或C2~C7的直鏈烯基。
The liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 1, wherein the compound represented by general formula II is selected from one or more of formulas IIA to IIF:
Figure 110140151-A0305-13-0002-121
Wherein, R 2 and R 3 each independently represent a C 1 -C 7 straight chain alkyl group, a C 1 -C 7 straight chain alkoxy group or a C 2 -C 7 straight chain alkenyl group.
如請求項1所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,通式III所代表的化合物選自式IIIA~式IIIB中的一種或多種:
Figure 110140151-A0305-13-0002-122
其中,R4、R5各自獨立地代表C1~C7的直鏈烷基或C2~C7的直鏈烯基。
The liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 1, wherein the compound represented by general formula III is selected from one or more of formula IIIA to formula IIIB:
Figure 110140151-A0305-13-0002-122
Wherein, R 4 and R 5 each independently represent a C 1 -C 7 straight chain alkyl group or a C 2 -C 7 straight chain alkenyl group.
如請求項1所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,通式IV所代表的化合物選自式IVB:
Figure 110140151-A0305-13-0003-124
其中,R6代表C1~C7的直鏈烷基或C2~C7的直鏈烯基;R7代表C1~C7的直鏈烷基或C1~C7的直鏈烷氧基。
The liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 1, wherein the compound represented by general formula IV is selected from formula IVB:
Figure 110140151-A0305-13-0003-124
Wherein, R 6 represents a C 1 -C 7 straight chain alkyl group or a C 2 -C 7 straight chain alkenyl group; R 7 represents a C 1 -C 7 straight chain alkyl group or a C 1 -C 7 straight chain alkoxy group.
如請求項1~5任一項所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,所述液晶組合物還包括通式V所代表的化合物中的至少一種;
Figure 110140151-A0305-13-0003-125
其中,R8、R9各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A2、A3各自獨立地代表反式1,4-環己基或1,4-亞苯基。
The liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in any one of claims 1 to 5, wherein the liquid crystal composition further comprises at least one of the compounds represented by general formula V;
Figure 110140151-A0305-13-0003-125
Wherein, R 8 and R 9 each independently represent a C 1 -C 12 straight chain alkyl group, a C 1 -C 12 straight chain alkoxy group or a C 2 -C 12 straight chain alkenyl group; A 2 and A 3 each independently represent a trans-1,4-cyclohexyl group or a 1,4-phenylene group.
如請求項6所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,所述液晶組合物還包括通式VI所代表的化合物中的至少一種;
Figure 110140151-A0305-13-0003-126
其中,R10、R11各自獨立地代表C1~C12的直鏈烷基、C1~C12的直鏈烷氧基或C2~C12的直鏈烯基;A4代表反式1,4-環己基或1,4-亞苯基。
The liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 6, wherein the liquid crystal composition further comprises at least one of the compounds represented by general formula VI;
Figure 110140151-A0305-13-0003-126
Wherein, R 10 and R 11 each independently represent a C 1 -C 12 straight chain alkyl group, a C 1 -C 12 straight chain alkoxy group or a C 2 -C 12 straight chain alkenyl group; A 4 represents a trans-1,4-cyclohexyl group or a 1,4-phenylene group.
如請求項7所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,所述液晶組合物包含以下重量百分比的組分:(1)、1~50%的通式I所代表的化合物;(2)、5~70%的通式II所代表的化合物; (3)、1~40%的通式III所代表的化合物;(4)、1~50%的通式IV所代表的化合物;(5)、0~70%的通式V所代表的化合物;(6)、0~50%的通式VI所代表的化合物。 A liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 7, wherein the liquid crystal composition comprises the following components in weight percentage: (1) 1-50% of the compound represented by general formula I; (2) 5-70% of the compound represented by general formula II; (3) 1-40% of the compound represented by general formula III; (4) 1-50% of the compound represented by general formula IV; (5) 0-70% of the compound represented by general formula V; (6) 0-50% of the compound represented by general formula VI. 如請求項8所述的含有三聯苯與末端含有環烷基的液晶組合物,其中,所述液晶組合物包含以下重量百分比的組分:(1)、1~30%的通式I所代表的化合物;(2)、10~70%的通式II所代表的化合物;(3)、3~30%的通式III所代表的化合物;(4)、1~30%的通式IV所代表的化合物;(5)、10~60%的通式V所代表的化合物;(6)、0~35%的通式VI所代表的化合物。 A liquid crystal composition containing terphenyl and a terminal cycloalkyl group as described in claim 8, wherein the liquid crystal composition comprises the following components in weight percentage: (1) 1-30% of the compound represented by general formula I; (2) 10-70% of the compound represented by general formula II; (3) 3-30% of the compound represented by general formula III; (4) 1-30% of the compound represented by general formula IV; (5) 10-60% of the compound represented by general formula V; (6) 0-35% of the compound represented by general formula VI. 一種液晶組合物在液晶顯示器中的應用,其包含請求項1~9任一項所述液晶組合物。 An application of a liquid crystal composition in a liquid crystal display, comprising the liquid crystal composition described in any one of claims 1 to 9.
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