TWI781343B - Liquid crystal composition, liquid crystal display element, liquid crystal display - Google Patents

Liquid crystal composition, liquid crystal display element, liquid crystal display Download PDF

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TWI781343B
TWI781343B TW108129980A TW108129980A TWI781343B TW I781343 B TWI781343 B TW I781343B TW 108129980 A TW108129980 A TW 108129980A TW 108129980 A TW108129980 A TW 108129980A TW I781343 B TWI781343 B TW I781343B
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carbon atoms
liquid crystal
formula
group
crystal composition
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TW202045991A (en
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李佳明
康素敏
張璿
梁志安
員國良
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大陸商石家莊誠志永華顯示材料有限公司
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    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked

Abstract

本發明涉及液晶組合物,包含該液晶組合物的液晶顯示元件、液晶顯示器,屬於液晶顯示領域。本發明的液晶組合物包含式I所示的化合物;以及,一種或多種選自下述的式IIA所示化合物、式IIB所示化合物組成的組中的化合物。該液晶組合物具有在維持旋轉粘度、反應速度良好的基礎上進一步提高了低溫溶解性效果的液晶組合物。 The invention relates to a liquid crystal composition, and a liquid crystal display element and a liquid crystal display comprising the liquid crystal composition belong to the field of liquid crystal displays. The liquid crystal composition of the present invention comprises the compound represented by formula I; and one or more compounds selected from the group consisting of the compound represented by formula IIA and the compound represented by formula IIB. The liquid crystal composition has a liquid crystal composition which further improves the low-temperature solubility effect on the basis of maintaining a rotational viscosity and a good reaction speed.

Description

液晶組合物、液晶顯示元件、液晶顯示器 Liquid crystal composition, liquid crystal display element, liquid crystal display

本發明屬於液晶顯示技術領域,更具體地,涉及液晶組合物,以及包含有該液晶組合物的液晶顯示元件或液晶顯示器。 The invention belongs to the technical field of liquid crystal display, and more specifically relates to a liquid crystal composition, and a liquid crystal display element or a liquid crystal display containing the liquid crystal composition.

隨著顯示技術的發展,液晶顯示器(Liquid Crystal Display,LCD)等平面顯示裝置因具有高畫質、省電、機身薄及應用範圍廣等優點,而被廣泛的應用於手機、電視、個人數位助理、數位相機、筆記型電腦、桌上型電腦等各種消費性電子產品,成為顯示裝置中的主流。人們對液晶平板顯示的要求越來越高。因此對液晶平板顯示器所用的液晶材料品質特性也提出了更高的要求。 With the development of display technology, liquid crystal displays (Liquid Crystal Display, LCD) and other flat display devices are widely used in mobile phones, televisions, personal Various consumer electronic products such as digital assistants, digital cameras, notebook computers, and desktop computers have become the mainstream of display devices. People have higher and higher requirements for liquid crystal flat panel displays. Therefore, higher requirements are placed on the quality characteristics of liquid crystal materials used in liquid crystal flat panel displays.

液晶材料作為液晶顯示器重要的光電子材料之一,對改善液晶顯示器的性能發揮重要的作用。任何的顯示用液晶組合物都要求有較寬的液晶態溫度,較高的穩定性,較低的旋轉粘度,對電場有較快的反應速度。因此,不斷開發新的性能優異的液晶材料,從而得到滿足要求的液晶組合物具有重要意義。 As one of the important optoelectronic materials of liquid crystal display, liquid crystal material plays an important role in improving the performance of liquid crystal display. Any liquid crystal composition for display requires wider liquid crystal temperature, higher stability, lower rotational viscosity, and faster response to electric field. Therefore, it is of great significance to continuously develop new liquid crystal materials with excellent performance, so as to obtain a liquid crystal composition that meets the requirements.

為了解決上述技術問題,本發明人等進行了深入研究,發現通過採用本發明的液晶組合物,能夠獲得在維持良好的旋轉粘度和反應速度的基礎上進一步提高低溫溶解性效果的液晶組合物。 In order to solve the above-mentioned technical problems, the present inventors conducted intensive research and found that by using the liquid crystal composition of the present invention, it is possible to obtain a liquid crystal composition that further improves the effect of low-temperature solubility while maintaining good rotational viscosity and reaction speed.

本發明還提供含有該液晶組合物的液晶顯示元件,以及液晶顯示器。 The present invention also provides a liquid crystal display element containing the liquid crystal composition, and a liquid crystal display.

具體地,本發明包含以下內容:本發明的第一方面,提供一種液晶組合物,其包含:式I所示的化合物;以及,一種或多種選自下述的式IIA所示化合物、式IIB所示化合物組成的組中的化合物,

Figure 108129980-A0305-02-0003-2
Specifically, the present invention includes the following content: The first aspect of the present invention provides a liquid crystal composition, which includes: a compound shown in formula I; and, one or more compounds selected from the following compounds shown in formula IIA, formula IIB Compounds of the group consisting of the indicated compounds,
Figure 108129980-A0305-02-0003-2

Figure 108129980-A0305-02-0003-3
Figure 108129980-A0305-02-0003-3

Figure 108129980-A0305-02-0003-4
Figure 108129980-A0305-02-0003-4

式IIA中,R1表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基;且R1所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;R2表示F、-CF3或者-OCF3In formula IIA, R 1 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 3-8 carbon atoms Alkenyloxy; and any one or more -CH 2 - in the group represented by R 1 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; R 2 represents F, -CF 3 or -OCF 3 .

Figure 108129980-A0305-02-0003-6
Figure 108129980-A0305-02-0003-7
Figure 108129980-A0305-02-0003-13
各自獨立的表示
Figure 108129980-A0305-02-0003-9
Figure 108129980-A0305-02-0003-10
Figure 108129980-A0305-02-0003-11
Figure 108129980-A0305-02-0003-12
Figure 108129980-A0305-02-0003-5
m表示1、2或3;n表示0或1;式IIB中,R3表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R3所示基團 中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;R4表示F、-CF3或者-OCF3
Figure 108129980-A0305-02-0004-15
Figure 108129980-A0305-02-0004-16
Figure 108129980-A0305-02-0004-17
各自獨立的表示
Figure 108129980-A0305-02-0004-18
Figure 108129980-A0305-02-0004-19
Figure 108129980-A0305-02-0004-20
Figure 108129980-A0305-02-0004-21
Figure 108129980-A0305-02-0004-14
p表示1、2或3;q表示0或1。
Figure 108129980-A0305-02-0003-6
,
Figure 108129980-A0305-02-0003-7
,
Figure 108129980-A0305-02-0003-13
independent expression
Figure 108129980-A0305-02-0003-9
,
Figure 108129980-A0305-02-0003-10
,
Figure 108129980-A0305-02-0003-11
,
Figure 108129980-A0305-02-0003-12
,
Figure 108129980-A0305-02-0003-5
m represents 1, 2 or 3; n represents 0 or 1; in formula IIB, R 3 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, and a 2-10 carbon atom group. 10 alkenyl group or alkenyloxy group with 3-8 carbon atoms, and any one or more -CH 2 - in the group represented by R 3 is optionally replaced by cyclopentylene, cyclobutylene or Cyclopropyl substitution; R 4 represents F, -CF 3 or -OCF 3 ;
Figure 108129980-A0305-02-0004-15
,
Figure 108129980-A0305-02-0004-16
,
Figure 108129980-A0305-02-0004-17
independent expression
Figure 108129980-A0305-02-0004-18
,
Figure 108129980-A0305-02-0004-19
,
Figure 108129980-A0305-02-0004-20
,
Figure 108129980-A0305-02-0004-21
,
Figure 108129980-A0305-02-0004-14
p represents 1, 2 or 3; q represents 0 or 1.

本發明的另一方面,提供一種液晶顯示元件,其包含本發明的液晶組合物,該液晶顯示元件為有源矩陣顯示元件或無源矩陣顯示元件。 Another aspect of the present invention provides a liquid crystal display element, which comprises the liquid crystal composition of the present invention, and the liquid crystal display element is an active matrix display element or a passive matrix display element.

本發明的又一方面,提供一種液晶顯示器,其包含本發明的液晶組合物,該液晶顯示器為有源矩陣顯示器或無源矩陣顯示器。 Still another aspect of the present invention provides a liquid crystal display comprising the liquid crystal composition of the present invention, and the liquid crystal display is an active matrix display or a passive matrix display.

本發明的液晶組合物通過含有式I所示化合物、以及選自式IIA、式IIB所示化合物組成的組中的化合物的組合,從而在維持旋轉粘度、反應速度良好的基礎上進一步提高低溫溶解性。進而,本發明的液晶組合物具有適中的光學各向異性△n,較低的閾值電壓,良好的抗紫外、抗高溫能力。 The liquid crystal composition of the present invention contains the compound shown in formula I and the combination of compounds selected from the group consisting of compounds shown in formula IIA and formula IIB, so as to further improve low-temperature dissolution on the basis of maintaining rotational viscosity and good reaction speed. sex. Furthermore, the liquid crystal composition of the present invention has moderate optical anisotropy Δn, low threshold voltage, and good anti-ultraviolet and high-temperature resistance.

本發明的液晶顯示元件、液晶顯示器通過包含本發明的液晶組合物,具有在維持旋轉粘度、反應速度良好的基礎上進一步提高低溫溶解性的效果。 The liquid crystal display element and the liquid crystal display of the present invention have the effect of further improving the low-temperature solubility while maintaining the rotational viscosity and improving the reaction speed by including the liquid crystal composition of the present invention.

[液晶组合物][Liquid Crystal Composition]

本發明的液晶組合物包含下述的式I所示的化合物;以及, 一種或多種選自下述的式IIA、式IIB所示化合物組成的組中的化合物,

Figure 108129980-A0305-02-0005-30
The liquid crystal composition of the present invention comprises a compound represented by the following formula I; and, one or more compounds selected from the group consisting of compounds represented by the following formula IIA and formula IIB,
Figure 108129980-A0305-02-0005-30

Figure 108129980-A0305-02-0005-31
Figure 108129980-A0305-02-0005-31

Figure 108129980-A0305-02-0005-32
Figure 108129980-A0305-02-0005-32

式IIA中,R1表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基;且R1所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;R2表示F、-CF3或者-OCF3

Figure 108129980-A0305-02-0005-22
Figure 108129980-A0305-02-0005-23
Figure 108129980-A0305-02-0005-24
各自獨立的表示
Figure 108129980-A0305-02-0005-25
Figure 108129980-A0305-02-0005-26
Figure 108129980-A0305-02-0005-27
Figure 108129980-A0305-02-0005-28
Figure 108129980-A0305-02-0005-29
m表示1、2或3;n表示0或1。 In formula IIA, R 1 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 3-8 carbon atoms Alkenyloxy; and any one or more -CH 2 - in the group represented by R 1 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; R 2 represents F, -CF 3 or -OCF 3 ;
Figure 108129980-A0305-02-0005-22
,
Figure 108129980-A0305-02-0005-23
,
Figure 108129980-A0305-02-0005-24
independent expression
Figure 108129980-A0305-02-0005-25
,
Figure 108129980-A0305-02-0005-26
,
Figure 108129980-A0305-02-0005-27
,
Figure 108129980-A0305-02-0005-28
,
Figure 108129980-A0305-02-0005-29
m represents 1, 2 or 3; n represents 0 or 1.

式IIB中,R3表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R3所示基團中任意一個或多個-CH2-被亞環戊基、亞環丁基或亞環丙基替代;R4表示F、-CF3或者-OCF3

Figure 108129980-A0305-02-0006-34
Figure 108129980-A0305-02-0006-35
Figure 108129980-A0305-02-0006-36
各自獨立的表示
Figure 108129980-A0305-02-0006-37
Figure 108129980-A0305-02-0006-38
Figure 108129980-A0305-02-0006-39
Figure 108129980-A0305-02-0006-40
Figure 108129980-A0305-02-0006-33
p表示1、2或3;q表示0或1。 In formula IIB, R represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms, or an alkenyl group with 3-8 carbon atoms. Alkenyloxy, and any one or more -CH 2 - in the group represented by R 3 is replaced by cyclopentylene, cyclobutylene or cyclopropylene; R 4 represents F, -CF 3 or -OCF 3 ;
Figure 108129980-A0305-02-0006-34
,
Figure 108129980-A0305-02-0006-35
,
Figure 108129980-A0305-02-0006-36
independent expression
Figure 108129980-A0305-02-0006-37
,
Figure 108129980-A0305-02-0006-38
,
Figure 108129980-A0305-02-0006-39
,
Figure 108129980-A0305-02-0006-40
,
Figure 108129980-A0305-02-0006-33
p represents 1, 2 or 3; q represents 0 or 1.

本發明液晶組合物中,可選的,前述式IIA所示化合物选自式IIA1~式IIA10所示化合物组成的组,

Figure 108129980-A0305-02-0006-41
In the liquid crystal composition of the present invention, optionally, the compound represented by the aforementioned formula IIA is selected from the group consisting of compounds represented by the formula IIA1~formula IIA10,
Figure 108129980-A0305-02-0006-41

Figure 108129980-A0305-02-0006-42
Figure 108129980-A0305-02-0006-42

Figure 108129980-A0305-02-0006-43
Figure 108129980-A0305-02-0006-43

Figure 108129980-A0305-02-0006-44
Figure 108129980-A0305-02-0006-44

Figure 108129980-A0305-02-0006-45
Figure 108129980-A0305-02-0006-45

Figure 108129980-A0305-02-0006-46
Figure 108129980-A0305-02-0006-46

Figure 108129980-A0305-02-0007-47
Figure 108129980-A0305-02-0007-47

Figure 108129980-A0305-02-0007-48
Figure 108129980-A0305-02-0007-48

Figure 108129980-A0305-02-0007-49
Figure 108129980-A0305-02-0007-49

Figure 108129980-A0305-02-0007-50
Figure 108129980-A0305-02-0007-50

式IIA1~式IIA10中的R1與前述的式IIA中R1的含義相同,各自獨立地表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基。 R in formula IIA1~formula IIA10 has the same meaning as R in the aforementioned formula IIA, each independently representing an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, and a carbon atom Alkenyl having 2-10 carbon atoms or alkenyloxy having 3-8 carbon atoms.

本發明液晶組合物中,可選的,前述式IIB所示化合物选自式IIB1~式IIB10所示化合物组成的组,

Figure 108129980-A0305-02-0007-51
In the liquid crystal composition of the present invention, optionally, the compound represented by the aforementioned formula IIB is selected from the group consisting of compounds represented by the formula IIB1~formula IIB10,
Figure 108129980-A0305-02-0007-51

Figure 108129980-A0305-02-0007-52
Figure 108129980-A0305-02-0007-52

Figure 108129980-A0305-02-0007-53
Figure 108129980-A0305-02-0007-53

Figure 108129980-A0305-02-0008-55
Figure 108129980-A0305-02-0008-55

Figure 108129980-A0305-02-0008-56
Figure 108129980-A0305-02-0008-56

Figure 108129980-A0305-02-0008-57
Figure 108129980-A0305-02-0008-57

Figure 108129980-A0305-02-0008-58
Figure 108129980-A0305-02-0008-58

Figure 108129980-A0305-02-0008-59
Figure 108129980-A0305-02-0008-59

Figure 108129980-A0305-02-0008-60
Figure 108129980-A0305-02-0008-60

Figure 108129980-A0305-02-0008-61
Figure 108129980-A0305-02-0008-61

作為前述的式IIB1~IIB10所示化合物中的R3所示的碳原子數為1~10的烷基中一個或多個不相鄰的-CH2-被亞環丙基、亞環丁基或亞環戊基取代後得到的基團,可以列舉出例如環丙基、環丁基、環戊基、甲基亞環丙基、乙基亞環丙基、丙基亞環丙基、異丙基亞環丙基、正丁基亞環丙基、異丁基亞環丙基、叔丁基亞環丙基、甲基亞環丁基、乙基亞環丁基、丙基亞環丁基、異丙基亞環丁基、正丁基亞環丁基、異丁基亞環丁基、叔丁基亞環丁基、甲基亞環戊基、乙基亞環戊基、丙基亞環戊基、異丙基亞環戊基、正丁基亞環戊基、 異丁基亞環戊基等。R3所示的基團中,從液晶化合物旋轉粘度、溶解度、清亮點等方面考慮優選的是亞環丙基或亞環戊基。 One or more non-adjacent -CH 2 -cyclopropylene, cyclobutylene in the alkyl group with 1 to 10 carbon atoms represented by R in the compound shown in the aforementioned formulas IIB1~IIB10 Or the group obtained after the substitution of cyclopentylene, for example, cyclopropyl, cyclobutyl, cyclopentyl, methyl cyclopropylene, ethyl cyclopropylene, propyl cyclopropylene, iso Propylcyclopropylene, n-butylcyclopropylene, isobutylcyclopropylene, tert-butylcyclopropylene, methylcyclobutylene, ethylcyclobutylene, propylcyclobutylene base, isopropylcyclobutylene, n-butylcyclobutylene, isobutylcyclobutylene, tert-butylcyclobutylene, methylcyclopentylene, ethylcyclopentylene, propyl Cyclopentylene, isopropylcyclopentylene, n-butylcyclopentylene, isobutylcyclopentylene and the like. Among the groups represented by R 3 , cyclopropylene or cyclopentylene is preferable from the viewpoints of liquid crystal compound rotational viscosity, solubility, clearing point, and the like.

本發明的液晶组合物優選為正介電各向異性液晶组合物。 The liquid crystal composition of the present invention is preferably a positive dielectric anisotropy liquid crystal composition.

本發明的液晶组合物中,式I所示化合物在液晶组合物中的添加量(質量比)沒有特別的限定,可以為例如1~70%,優選為5~50%;式IIA、式IIB所示化合物在液晶组合物中的添加量(質量比)沒有特別的限定,兩者的合計量可以為例如1~50%,優選為1~30%。 In the liquid crystal composition of the present invention, the addition amount (mass ratio) of the compound shown in formula I in the liquid crystal composition is not particularly limited, and can be, for example, 1-70%, preferably 5-50%; formula IIA, formula IIB The addition amount (mass ratio) of the compounds shown in the liquid crystal composition is not particularly limited, and the total amount of the two may be, for example, 1-50%, preferably 1-30%.

本發明的液晶組合物中,可選的,其還包含一種或多種下述的除式I所示化合物之外的式III所示化合物,

Figure 108129980-A0305-02-0009-62
In the liquid crystal composition of the present invention, optionally, it also includes one or more of the following compounds represented by formula III other than the compound represented by formula I,
Figure 108129980-A0305-02-0009-62

式III中,R5、R6各自獨立地表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基;

Figure 108129980-A0305-02-0009-64
Figure 108129980-A0305-02-0009-65
各自獨立地表示
Figure 108129980-A0305-02-0009-66
Figure 108129980-A0305-02-0009-67
。 In formula III, R 5 and R 6 each independently represent an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms, or a carbon atom Alkenyloxy groups with a number of 3-8;
Figure 108129980-A0305-02-0009-64
,
Figure 108129980-A0305-02-0009-65
express independently
Figure 108129980-A0305-02-0009-66
or
Figure 108129980-A0305-02-0009-67
.

通過在本發明的液晶組合物中含有除式I所示化合物之外的式III所示化合物,能夠使得本發明的液晶組合物的旋轉黏度降低、互溶性好,從而有利於進一步提高液晶组合物的反應速度。 By containing the compound shown in formula III in addition to the compound shown in formula I in the liquid crystal composition of the present invention, the rotational viscosity of the liquid crystal composition of the present invention can be reduced and the mutual solubility is good, which is conducive to further improving the liquid crystal composition. reaction speed.

前述的除式I所示化合物之外的式III所示化合物在液晶组合物中的添加量(質量比)沒有特別的限定,可以為例如10~70%,優選為20~60%。 The addition amount (mass ratio) of the aforementioned compound represented by formula III except the compound represented by formula I in the liquid crystal composition is not particularly limited, and may be, for example, 10-70%, preferably 20-60%.

可選的,前述的除式I所示化合物之外的式III所示化合物選自下述的式III1~式III16所示化合物组成的组,

Figure 108129980-A0305-02-0009-63
Optionally, the aforementioned compound shown in formula III other than the compound shown in formula I is selected from the group consisting of compounds shown in the following formula III1 ~ formula III16,
Figure 108129980-A0305-02-0009-63

Figure 108129980-A0305-02-0010-68
Figure 108129980-A0305-02-0010-68

本發明的液晶組合物中,可選的,還可以包含一種或多種除式IIB所示化合物之外的式IV所示化合物,

Figure 108129980-A0305-02-0010-69
In the liquid crystal composition of the present invention, optionally, one or more compounds shown in formula IV other than the compound shown in formula IIB can also be included,
Figure 108129980-A0305-02-0010-69

式IV中,R7表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基;且R7所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;

Figure 108129980-A0305-02-0010-71
Figure 108129980-A0305-02-0010-72
各自獨立地表示
Figure 108129980-A0305-02-0010-73
Figure 108129980-A0305-02-0010-74
Figure 108129980-A0305-02-0010-75
Figure 108129980-A0305-02-0010-76
Figure 108129980-A0305-02-0010-77
Figure 108129980-A0305-02-0010-70
Z2表示單鍵、-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH=CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-或-CF=CF-;X1、X2、X3各自獨立地表示H或F;Y1表示-F、-CF3、-OCF3、-OCF2H或-OCH2F;r表示0、1或2。 In formula IV, R 7 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 3-8 carbon atoms Alkenyloxy; and any one or more -CH 2 - in the group represented by R 7 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene;
Figure 108129980-A0305-02-0010-71
,
Figure 108129980-A0305-02-0010-72
express independently
Figure 108129980-A0305-02-0010-73
,
Figure 108129980-A0305-02-0010-74
,
Figure 108129980-A0305-02-0010-75
,
Figure 108129980-A0305-02-0010-76
,
Figure 108129980-A0305-02-0010-77
,
Figure 108129980-A0305-02-0010-70
Z 2 represents a single bond, -CH 2 -, -CH 2 -CH 2 -, -(CH 2 ) 3 -, -(CH 2 ) 4 -, -CH=CH-, -C≡C-, -COO- , -OOC-, -CF 2 O-, -OCH 2 -, -CH 2 O-, -OCF 2 -, -CF 2 CH 2 -, -CH 2 CF 2 -, -C 2 F 4 -, or -CF =CF-; X 1 , X 2 , X 3 each independently represent H or F; Y 1 represents -F, -CF 3 , -OCF 3 , -OCF 2 H or -OCH 2 F; r represents 0, 1 or 2.

前述的式IV所示化合物為正介電各向異性化合物,通過在本發明的液晶組合物中含有前述的式IV所示化合物,能夠進一步調節液晶組合物的閾值電壓。 The compound represented by the aforementioned formula IV is a compound with positive dielectric anisotropy. By including the compound represented by the aforementioned formula IV in the liquid crystal composition of the present invention, the threshold voltage of the liquid crystal composition can be further adjusted.

前述的式IV所示化合物在本發明的液晶组合物中的添加量(質量比)沒有特別的限定,可以為例如1~50%,優選為10~30%。 The addition amount (mass ratio) of the compound represented by the aforementioned formula IV in the liquid crystal composition of the present invention is not particularly limited, and may be, for example, 1-50%, preferably 10-30%.

可選的,前述式IV所示化合物選自下述的式IV1-IV26所示化合物组成的组,

Figure 108129980-A0305-02-0011-78
Optionally, the compound represented by the aforementioned formula IV is selected from the group consisting of compounds represented by the following formulas IV1-IV26,
Figure 108129980-A0305-02-0011-78

Figure 108129980-A0305-02-0012-79
Figure 108129980-A0305-02-0012-79

Figure 108129980-A0305-02-0012-80
Figure 108129980-A0305-02-0012-80

Figure 108129980-A0305-02-0012-81
Figure 108129980-A0305-02-0012-81

Figure 108129980-A0305-02-0012-82
Figure 108129980-A0305-02-0012-82

Figure 108129980-A0305-02-0012-83
Figure 108129980-A0305-02-0012-83

Figure 108129980-A0305-02-0012-84
Figure 108129980-A0305-02-0012-84

Figure 108129980-A0305-02-0012-85
Figure 108129980-A0305-02-0012-85

Figure 108129980-A0305-02-0012-86
Figure 108129980-A0305-02-0012-86

Figure 108129980-A0305-02-0012-87
Figure 108129980-A0305-02-0012-87

Figure 108129980-A0305-02-0012-88
Figure 108129980-A0305-02-0012-88

Figure 108129980-A0305-02-0013-89
Figure 108129980-A0305-02-0013-89

Figure 108129980-A0305-02-0013-90
Figure 108129980-A0305-02-0013-90

Figure 108129980-A0305-02-0013-91
Figure 108129980-A0305-02-0013-91

Figure 108129980-A0305-02-0013-92
Figure 108129980-A0305-02-0013-92

Figure 108129980-A0305-02-0013-93
Figure 108129980-A0305-02-0013-93

Figure 108129980-A0305-02-0013-94
Figure 108129980-A0305-02-0013-94

式IV1-IV26中的R7各自獨立地表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R7所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;式IV1~式IV7中的(F)各自獨立地表示H或F;式IV7中的-(O)CF3表示-CF3或-OCF3R in formula IV1- IV26 each independently represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 2-10 carbon atoms is 3-8 alkenyloxy groups, and any one or more -CH 2 - in the groups represented by R 7 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; formula IV1 ~ formula (F) in IV7 each independently represent H or F; -(O)CF 3 in formula IV7 represents -CF 3 or -OCF 3 .

本發明的液晶組合物中,可選的,其還包含一種或多種下述的式V所示化合物,

Figure 108129980-A0305-02-0013-95
In the liquid crystal composition of the present invention, optionally, it also includes one or more compounds represented by the following formula V,
Figure 108129980-A0305-02-0013-95

式V中,R8、R9各自獨立地表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基;

Figure 108129980-A0305-02-0014-97
Figure 108129980-A0305-02-0014-98
各自獨立地表示
Figure 108129980-A0305-02-0014-99
Figure 108129980-A0305-02-0014-100
、或者、
Figure 108129980-A0305-02-0014-101
。 In formula V, R 8 and R 9 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine;
Figure 108129980-A0305-02-0014-97
,
Figure 108129980-A0305-02-0014-98
express independently
Figure 108129980-A0305-02-0014-99
,
Figure 108129980-A0305-02-0014-100
,or,
Figure 108129980-A0305-02-0014-101
.

通過在本發明的液晶組合物中含有前述的式V所示的化合物,有利於提升液晶组合物的清亮點、以及展曲彈性常數K11By including the compound represented by the aforementioned formula V in the liquid crystal composition of the present invention, it is beneficial to increase the clearing point and the splay elastic constant K 11 of the liquid crystal composition.

本發明的液晶組合物中,前述的式V所示化合物在液晶组合物中的添加量(質量比)可以为1~30%,優選為5~20%。 In the liquid crystal composition of the present invention, the addition amount (mass ratio) of the compound represented by the aforementioned formula V in the liquid crystal composition may be 1-30%, preferably 5-20%.

可選的,前述式V所示的化合物选自下述的式V1~式V4所示化合物组成的組,

Figure 108129980-A0305-02-0014-102
Optionally, the compound represented by the aforementioned formula V is selected from the group consisting of compounds represented by the following formula V1 ~ formula V4,
Figure 108129980-A0305-02-0014-102

其中,R81、R91各自獨立的表示碳原子數2~6的烷基或碳原子數為2~6的烯基;其中,前述的碳原子數為2~6的烯基可以列舉出例如乙烯基、2-丙烯基或者3-戊烯基。R92表示碳原子數為1~5的烷氧基。 Wherein, R 81 and R 91 each independently represent an alkyl group with 2 to 6 carbon atoms or an alkenyl group with 2 to 6 carbon atoms; wherein, the aforementioned alkenyl group with 2 to 6 carbon atoms can include, for example, Vinyl, 2-propenyl or 3-pentenyl. R92 represents an alkoxy group having 1 to 5 carbon atoms.

本發明的液晶組合物中,可選的,還包含一種或多種下述的式VI所示化合物,

Figure 108129980-A0305-02-0014-96
Optionally, the liquid crystal composition of the present invention may further comprise one or more compounds represented by the following formula VI,
Figure 108129980-A0305-02-0014-96

式VI中,R10、R11各自獨立地表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基;

Figure 108129980-A0305-02-0014-103
表示
Figure 108129980-A0305-02-0014-105
Figure 108129980-A0305-02-0014-106
、或者、
Figure 108129980-A0305-02-0014-107
;F1、F2、F3各自獨立地表示H或F,且F2、F3不同時為F。 In formula VI, R 10 and R 11 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine;
Figure 108129980-A0305-02-0014-103
express
Figure 108129980-A0305-02-0014-105
,
Figure 108129980-A0305-02-0014-106
,or,
Figure 108129980-A0305-02-0014-107
; F 1 , F 2 , F 3 each independently represent H or F, and F 2 , F 3 are not F at the same time.

通過在本發明的液晶組合物中含有式VI所示化合物,可以顯著地提升本發明的液晶組合物的清亮點。 By including the compound represented by formula VI in the liquid crystal composition of the present invention, the clearing point of the liquid crystal composition of the present invention can be significantly improved.

本發明的液晶組合物中前述的式VI所示化合物在液晶组合物中的添加量(質量比)可以为1~10%,優選為2~5%。 In the liquid crystal composition of the present invention, the addition amount (mass ratio) of the compound represented by the aforementioned formula VI in the liquid crystal composition can be 1-10%, preferably 2-5%.

可選的,前述式VI所示的化合物選自式VI1~VI3所示化合物组成的组,

Figure 108129980-A0305-02-0015-108
Optionally, the compound shown in the aforementioned formula VI is selected from the group consisting of compounds shown in formula VI1~VI3,
Figure 108129980-A0305-02-0015-108

Figure 108129980-A0305-02-0015-109
Figure 108129980-A0305-02-0015-109

Figure 108129980-A0305-02-0015-110
Figure 108129980-A0305-02-0015-110

其中,R101、R111各自獨立地表示碳原子數為1~6的烷基或原子數為2~6的烯基。 Wherein, R 101 and R 111 each independently represent an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 atoms.

本發明的液晶組合物中,可選的,其還包含一種或多種下述的式VII所示化合物,

Figure 108129980-A0305-02-0015-111
In the liquid crystal composition of the present invention, optionally, it also includes one or more compounds represented by the following formula VII,
Figure 108129980-A0305-02-0015-111

式VII中,R12、R13各自獨立地表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基,且R12、R13中任意一個或多個不相鄰的-CH2-任選被亞環戊基、亞環丁基或亞環丙基取代;

Figure 108129980-A0305-02-0016-113
Figure 108129980-A0305-02-0016-114
各自獨立地表示
Figure 108129980-A0305-02-0016-115
Figure 108129980-A0305-02-0016-116
Figure 108129980-A0305-02-0016-117
Figure 108129980-A0305-02-0016-118
Figure 108129980-A0305-02-0016-119
Figure 108129980-A0305-02-0016-112
s表示1或2;t表示0、1或2。 In formula VII, R 12 and R 13 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms, or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine, and any of R 12 and R 13 One or more non-adjacent -CH2- are optionally substituted by cyclopentylene, cyclobutylene or cyclopropylene;
Figure 108129980-A0305-02-0016-113
,
Figure 108129980-A0305-02-0016-114
express independently
Figure 108129980-A0305-02-0016-115
,
Figure 108129980-A0305-02-0016-116
,
Figure 108129980-A0305-02-0016-117
,
Figure 108129980-A0305-02-0016-118
,
Figure 108129980-A0305-02-0016-119
,
Figure 108129980-A0305-02-0016-112
s means 1 or 2; t means 0, 1 or 2.

本發明人發現,通過在液晶組合物中進一步含有式VII所示化合物,能夠利用式VII所示化合物所具有的較大的垂直介電,來調節液晶組合物的垂直介電常數,使得液晶組合物能夠保持低旋轉黏度,從而獲得在維持一定的反應速度的基礎上垂直介電常數提高從而透過率提高了的液晶組合物。 The present inventors found that by further containing the compound shown in the formula VII in the liquid crystal composition, the larger vertical dielectric constant of the liquid crystal composition can be adjusted by utilizing the larger vertical dielectric constant of the compound shown in the formula VII, so that the liquid crystal composition The compound can maintain a low rotational viscosity, thereby obtaining a liquid crystal composition with an increased vertical dielectric constant and thus increased transmittance on the basis of maintaining a certain reaction speed.

本發明的液晶組合物中,前述的式VII所示化合物在液晶組合物中的添加量(質量比)沒有特別的限定,可以為例如1-30%,優選為10-25%。 In the liquid crystal composition of the present invention, the addition amount (mass ratio) of the compound represented by the aforementioned formula VII in the liquid crystal composition is not particularly limited, and may be, for example, 1-30%, preferably 10-25%.

可選的,前述式VII所示化合物選自下述的式VII1-VII21所示化合物組成的組,

Figure 108129980-A0305-02-0016-120
Optionally, the compound represented by the aforementioned formula VII is selected from the group consisting of compounds represented by the following formulas VII1-VII21,
Figure 108129980-A0305-02-0016-120

Figure 108129980-A0305-02-0017-121
Figure 108129980-A0305-02-0017-121

其中,R121、R131各自獨立地表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,並且R121、R131所示基團中任意一個或多個不相連的-CH2-任選各自獨立地被亞環戊基、亞環丁基或亞環丙基取代。 Wherein, R 121 and R 131 each independently represent an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or 3-8 alkenyloxy groups, and any one or more unconnected -CH 2 - in the groups represented by R 121 and R 131 are optionally independently replaced by cyclopentylene, cyclobutylene or subcyclo Propyl substitution.

本發明的液晶組合物中,可選的,其還包含一種或多種式VIII所示的化合物,

Figure 108129980-A0305-02-0018-216
In the liquid crystal composition of the present invention, optionally, it also includes one or more compounds represented by formula VIII,
Figure 108129980-A0305-02-0018-216

式VIII中,R14、R15各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基,並且R14、R15中任意一個或多個不相鄰的-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;W表示-O-、-S-或-CH2O-。 In formula VIII, R 14 and R 15 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkyl group with 1 to 10 carbon atoms substituted by fluorine, an alkoxy group with 1 to 10 carbon atoms, Alkoxy group with 1 to 10 carbon atoms substituted by fluorine, alkenyl group with 2 to 10 carbon atoms, alkenyl group with 2 to 10 carbon atoms substituted by fluorine, and alkenyl group with 3 to 8 carbon atoms Alkenyloxy or fluorine-substituted alkenyloxy with 3 to 8 carbon atoms, and any one or more non-adjacent -CH 2 - in R 14 and R 15 is optionally replaced by cyclopentylene, Cyclobutyl or cyclopropylene instead; W represents -O-, -S- or -CH 2 O-.

前述式VIII所示的化合物相對於前述的式VII所示化合物具有更大的垂直介電常數。本發明的液晶組合物中,通過進一步含有前述的式VIII所示化合物,能夠通過少量添加式VIII所示的化合物獲得更大的垂直介電常數,有利於進一步提高液晶組合物的透過率。 The compound represented by the foregoing formula VIII has a larger vertical dielectric constant than the compound represented by the foregoing formula VII. In the liquid crystal composition of the present invention, by further containing the compound represented by the aforementioned formula VIII, a larger vertical dielectric constant can be obtained by adding a small amount of the compound represented by the formula VIII, which is beneficial to further improve the transmittance of the liquid crystal composition.

本發明的液晶組合物中,式VIII所示化合物在液晶組合物中的添加量(質量比)沒有特別的限定,可以為例如1~15%,優選為2~10%。 In the liquid crystal composition of the present invention, the addition amount (mass ratio) of the compound represented by formula VIII in the liquid crystal composition is not particularly limited, and may be, for example, 1-15%, preferably 2-10%.

可選地,前述式VIII所示的化合物選自式VIII1~式VIII6所示化合物組成的組,

Figure 108129980-A0305-02-0018-125
Optionally, the compound shown in the aforementioned formula VIII is selected from the group consisting of compounds shown in formula VIII1 ~ formula VIII6,
Figure 108129980-A0305-02-0018-125

其中,R151表示碳原子數為2~6的烷基。 Wherein, R 151 represents an alkyl group with 2 to 6 carbon atoms.

本發明的液晶组合物中,可選的,還可以加入各種功能的掺雜劑,在含有掺雜劑的情況下,掺雜劑的含量優選在液晶组合物中所佔的質量百分比為0.01~1%,這些掺雜劑可以列舉出例如抗氧化劑、紫外線吸收劑、手性劑。 In the liquid crystal composition of the present invention, optionally, various functional dopants can also be added. In the case of containing a dopant, the content of the dopant is preferably 0.01 to 0.01% by mass in the liquid crystal composition. 1%, these dopants include, for example, antioxidants, ultraviolet absorbers, and chiral agents.

紫外線吸收劑可以列舉出,

Figure 108129980-A0305-02-0019-127
Examples of ultraviolet absorbers include,
Figure 108129980-A0305-02-0019-127

u表示1~10的整數。 u represents an integer from 1 to 10.

[液晶顯示元件、液晶顯示器][Liquid crystal display element, liquid crystal display]

本發明還涉及包含本發明的液晶組合物的液晶顯示元件,所述顯示元件為有源矩陣顯示元件或無源矩陣顯示元件。 The invention also relates to a liquid crystal display element comprising the liquid crystal composition of the invention, said display element being an active matrix display element or a passive matrix display element.

本發明還涉及包含本發明的液晶組合物的液晶顯示器,所述顯示器為有源矩陣顯示器或無源矩陣顯示器。 The invention also relates to a liquid crystal display comprising the liquid crystal composition of the invention, said display being an active matrix display or a passive matrix display.

本發明的液晶顯示元件、液晶顯示器通過包含前述的本發明的液晶組合物,具有較寬的向列相溫度範圍、合適的光學各向異性、高電壓保持率、良好的抗紫外、抗高溫性能、快的反應速度,以及低的閾值電壓。 The liquid crystal display element and the liquid crystal display of the present invention contain the aforementioned liquid crystal composition of the present invention, have a wide nematic phase temperature range, suitable optical anisotropy, high voltage retention, good anti-ultraviolet and high-temperature resistance properties , fast response speed, and low threshold voltage.

對於本發明的液晶顯示元件、液晶顯示器,只要含有本發明的液晶組合物,則對其結構沒有任何限定,本領域技術人員能夠根據所需的性能選擇合適的液晶顯示元件、液晶顯示器的結構。 For the liquid crystal display element and liquid crystal display of the present invention, as long as it contains the liquid crystal composition of the present invention, there is no limitation on its structure, and those skilled in the art can select the appropriate structure of liquid crystal display element and liquid crystal display according to the required performance.

實施例Example

為了更清楚地說明本發明,下面結合優選實施例對本發明做進一步的說明。本領域技術人員應當理解,下面所具體描述的內容是說明性的而非限制性的,不應以此限制本發明的保護範圍。 In order to illustrate the present invention more clearly, the present invention will be further described below in conjunction with preferred embodiments. Those skilled in the art should understand that the content specifically described below is illustrative rather than restrictive, and should not limit the protection scope of the present invention.

本發明中,製備方法如無特殊說明則均為常規方法,所用的原料如無特別說明均可從公開的商業途徑獲得,百分比均是指質量百分比,溫度為攝氏度(℃),液晶化合物也成為液晶單體,其他符號的具體意義及測試條件如下:Cp表示液晶清亮點(℃),DSC定量法測試;△n表示光學各向異性,△n=ne-no,其中,no為尋常光的折射率,ne為非尋常光的折射率,測試條件為25±2℃,589nm,阿貝折射儀測試;△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,測試條件為25±0.5℃,20微米反平行盒,INSTEC:ALCT-CUST-4C測試;VHR表示電壓保持率(%),測試條件為20±2℃、電壓為±5V、脈衝寬度為10ms、電壓保持時間16.7ms。測試設備為TOYO Model6254液晶性能綜合測試儀;γ1表示旋轉黏度(mPa.s),測試條件為25±0.5℃,20微米反平行盒,INSTEC:ALCT-CUST-4C測試。 In the present invention, the preparation method is a conventional method unless otherwise specified, and the raw materials used can be obtained from open commercial channels if not otherwise specified, and the percentages all refer to mass percentages, and the temperature is degrees Celsius (° C.), and the liquid crystal compound also becomes Liquid crystal monomer, the specific meanings and test conditions of other symbols are as follows: Cp means liquid crystal clearing point (°C), tested by DSC quantitative method; △n means optical anisotropy, △n=n e -n o , where n o is The refractive index of ordinary light, ne is the refractive index of extraordinary light, the test condition is 25±2℃, 589nm, tested by Abbe refractometer; △ε means dielectric anisotropy, △ε=ε//-ε⊥ , where, ε// is the dielectric constant parallel to the molecular axis, ε⊥ is the dielectric constant perpendicular to the molecular axis, the test condition is 25±0.5°C, 20 micron antiparallel cell, INSTEC: ALCT-CUST-4C test ; VHR means the voltage holding rate (%), the test condition is 20±2℃, the voltage is ±5V, the pulse width is 10ms, and the voltage holding time is 16.7ms. The test equipment is TOYO Model6254 liquid crystal performance comprehensive tester; γ1 means rotational viscosity (mPa.s), the test condition is 25±0.5°C, 20 micron antiparallel cell, INSTEC: ALCT-CUST-4C test.

液晶組合物的製備方法如下:將各液晶單體按照一定配比稱量後放入不鏽鋼燒杯中,將裝有各液晶單體的不鏽鋼燒杯置於磁力攪拌儀器上加 熱融化,待不鏽鋼燒杯中的液晶單體融化後,往不鏽鋼燒杯中加入磁力轉子,將混合物攪拌均勻,冷卻到室溫後即得液晶組合物。 The preparation method of the liquid crystal composition is as follows: put each liquid crystal monomer into a stainless steel beaker after weighing according to a certain proportion, place the stainless steel beaker containing each liquid crystal monomer on a magnetic stirring apparatus and add Heat and melt, after the liquid crystal monomer in the stainless steel beaker is melted, add a magnetic rotor into the stainless steel beaker, stir the mixture evenly, and obtain the liquid crystal composition after cooling to room temperature.

本發明實施例中使用的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2、表3。 The structures of liquid crystal monomers used in the embodiments of the present invention are represented by codes, and the code representation methods of liquid crystal ring structures, terminal groups, and linking groups are shown in Table 2 and Table 3 below.

Figure 108129980-A0305-02-0021-128
Figure 108129980-A0305-02-0021-128
Figure 108129980-A0305-02-0022-129
Figure 108129980-A0305-02-0022-129

Figure 108129980-A0305-02-0022-130
Figure 108129980-A0305-02-0022-130

舉例:

Figure 108129980-A0305-02-0022-131
,其代碼為CC-Cp-V1;
Figure 108129980-A0305-02-0022-132
,其代碼為PGP-Cpr1-2;
Figure 108129980-A0305-02-0022-133
,其代碼為CPUP-3-OT;
Figure 108129980-A0305-02-0023-134
,其代碼為DPUQK-3-F;
Figure 108129980-A0305-02-0023-135
,其代碼為CPY-2-O2;
Figure 108129980-A0305-02-0023-136
,其代碼為CCY-3-O2;
Figure 108129980-A0305-02-0023-137
,其代碼為COY-3-O2;
Figure 108129980-A0305-02-0023-138
,其代碼為CCOY-3-O2;
Figure 108129980-A0305-02-0023-139
,其代碼為Sb-CpO-O4;
Figure 108129980-A0305-02-0023-140
,其代碼為Sc-CpO-O4。 Example:
Figure 108129980-A0305-02-0022-131
, whose code is CC-Cp-V1;
Figure 108129980-A0305-02-0022-132
, whose code is PGP-Cpr1-2;
Figure 108129980-A0305-02-0022-133
, whose code is CPUP-3-OT;
Figure 108129980-A0305-02-0023-134
, whose code is DPUQK-3-F;
Figure 108129980-A0305-02-0023-135
, whose code is CPY-2-O2;
Figure 108129980-A0305-02-0023-136
, whose code is CCY-3-O2;
Figure 108129980-A0305-02-0023-137
, whose code is COY-3-O2;
Figure 108129980-A0305-02-0023-138
, whose code is CCOY-3-O2;
Figure 108129980-A0305-02-0023-139
, whose code is Sb-CpO-O4;
Figure 108129980-A0305-02-0023-140
, whose code is Sc-CpO-O4.

實施例1:Example 1:

液晶組合物的配方及相應的性能如下表4所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 4 below.

Figure 108129980-A0305-02-0023-141
Figure 108129980-A0305-02-0023-141
Figure 108129980-A0305-02-0024-142
Figure 108129980-A0305-02-0024-142

實施例2:Example 2:

液晶組合物的配方及相應的性能如下表5所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 5 below.

Figure 108129980-A0305-02-0024-143
Figure 108129980-A0305-02-0024-143
Figure 108129980-A0305-02-0025-144
Figure 108129980-A0305-02-0025-144

實施例3:Example 3:

液晶組合物的配方及相應的性能如下表6所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 6 below.

Figure 108129980-A0305-02-0025-145
Figure 108129980-A0305-02-0025-145
Figure 108129980-A0305-02-0026-146
Figure 108129980-A0305-02-0026-146

實施例4:Example 4:

液晶組合物的配方及相應的性能如下表7所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 7 below.

Figure 108129980-A0305-02-0026-147
Figure 108129980-A0305-02-0026-147

實施例5:Example 5:

液晶組合物的配方及相應的性能如下表8所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 8 below.

Figure 108129980-A0305-02-0027-148
Figure 108129980-A0305-02-0027-148

實施例6:Embodiment 6:

液晶組合物的配方及相應的性能如下表9所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 9 below.

表9:實施例6的液晶組合物的配方及相應的性能

Figure 108129980-A0305-02-0028-149
Table 9: Formula and corresponding performance of the liquid crystal composition of embodiment 6
Figure 108129980-A0305-02-0028-149

實施例7:Embodiment 7:

液晶組合物的配方及相應的性能如下表10所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 10 below.

表10:實施例7的液晶組合物的配方及相應的性能

Figure 108129980-A0305-02-0029-150
Table 10: Formula and corresponding performance of the liquid crystal composition of embodiment 7
Figure 108129980-A0305-02-0029-150

對比例1:Comparative example 1:

液晶組合物的配方及相應的性能如下表13所示。 The formula and corresponding properties of the liquid crystal composition are shown in Table 13 below.

表13:對比例1的液晶組合物的配方及相應的性能

Figure 108129980-A0305-02-0030-151
Table 13: Formula and corresponding properties of the liquid crystal composition of Comparative Example 1
Figure 108129980-A0305-02-0030-151

實施例4與對比例1液晶組合物的組分基本相同,但對比例1液晶組合物中不包含式I所示化合物。實施例4與對比例1同時在-20℃環境放置進行比較,不包含式I所示化合物的對比例1的液晶組合物在放置148小時後出現晶析,而實施例1~7的液晶組合物經過720小時放置仍未出現晶析。 The components of the liquid crystal composition of Example 4 and Comparative Example 1 are basically the same, but the liquid crystal composition of Comparative Example 1 does not contain the compound represented by formula I. Example 4 was compared with Comparative Example 1 when placed in a -20°C environment at the same time. The liquid crystal composition of Comparative Example 1 that did not contain the compound represented by formula I crystallized after being placed for 148 hours, while the liquid crystal composition of Examples 1 to 7 After 720 hours of standing, no crystallization occurred.

Figure 108129980-A0305-02-0001-1
Figure 108129980-A0305-02-0001-1

Claims (9)

一種液晶組合物,包含:式I所示的化合物;以及一種或多種選自由下述式IIA所示化合物、式IIB所示化合物所組成的族群中的化合物,
Figure 108129980-A0305-02-0032-152
Figure 108129980-A0305-02-0032-153
Figure 108129980-A0305-02-0032-154
式IIA中,R1表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R1所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;R2表示F、-CF3或者-OCF3
Figure 108129980-A0305-02-0032-156
Figure 108129980-A0305-02-0032-157
Figure 108129980-A0305-02-0032-158
各自獨立的表示
Figure 108129980-A0305-02-0032-160
Figure 108129980-A0305-02-0032-161
Figure 108129980-A0305-02-0032-162
Figure 108129980-A0305-02-0032-163
Figure 108129980-A0305-02-0032-164
Figure 108129980-A0305-02-0032-155
m表示1、2或3;n表示0或1;式IIB中,R3表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧 基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R3所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;R4表示F、-CF3或者-OCF3
Figure 108129980-A0305-02-0033-169
Figure 108129980-A0305-02-0033-170
Figure 108129980-A0305-02-0033-171
各自獨立的表示
Figure 108129980-A0305-02-0033-172
Figure 108129980-A0305-02-0033-173
Figure 108129980-A0305-02-0033-174
Figure 108129980-A0305-02-0033-175
Figure 108129980-A0305-02-0033-176
Figure 108129980-A0305-02-0033-165
Figure 108129980-A0305-02-0033-166
Figure 108129980-A0305-02-0033-167
;以及p表示1、2或3;q表示0或1。
A liquid crystal composition comprising: a compound represented by formula I; and one or more compounds selected from the group consisting of compounds represented by formula IIA and compounds represented by formula IIB,
Figure 108129980-A0305-02-0032-152
Figure 108129980-A0305-02-0032-153
Figure 108129980-A0305-02-0032-154
In formula IIA, R 1 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 3-8 carbon atoms Alkenyloxy, and any one or more -CH 2 - in the group represented by R 1 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene; R 2 represents F, -CF 3 or -OCF 3 ;
Figure 108129980-A0305-02-0032-156
,
Figure 108129980-A0305-02-0032-157
,
Figure 108129980-A0305-02-0032-158
independent expression
Figure 108129980-A0305-02-0032-160
,
Figure 108129980-A0305-02-0032-161
,
Figure 108129980-A0305-02-0032-162
,
Figure 108129980-A0305-02-0032-163
,
Figure 108129980-A0305-02-0032-164
,
Figure 108129980-A0305-02-0032-155
m represents 1, 2 or 3; n represents 0 or 1; in formula IIB, R 3 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, and a 2-10 carbon atom group. 10 alkenyl group or alkenyloxy group with 3-8 carbon atoms, and any one or more -CH 2 - in the group represented by R 3 is optionally replaced by cyclopentylene, cyclobutylene or Cyclopropyl substitution; R 4 represents F, -CF 3 or -OCF 3 ;
Figure 108129980-A0305-02-0033-169
,
Figure 108129980-A0305-02-0033-170
,
Figure 108129980-A0305-02-0033-171
independent expression
Figure 108129980-A0305-02-0033-172
,
Figure 108129980-A0305-02-0033-173
,
Figure 108129980-A0305-02-0033-174
,
Figure 108129980-A0305-02-0033-175
,
Figure 108129980-A0305-02-0033-176
,
Figure 108129980-A0305-02-0033-165
,
Figure 108129980-A0305-02-0033-166
or
Figure 108129980-A0305-02-0033-167
; and p represents 1, 2 or 3; q represents 0 or 1.
如請求項1所述的液晶組合物,更包含一種或多種下述的除式I所示化合物之外的式III所示化合物:
Figure 108129980-A0305-02-0033-168
式III中,R5、R6各自獨立地表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基;
Figure 108129980-A0305-02-0033-177
Figure 108129980-A0305-02-0033-179
各自獨立地表示
Figure 108129980-A0305-02-0033-180
Figure 108129980-A0305-02-0033-181
The liquid crystal composition as described in Claim 1, further comprising one or more of the following compounds represented by formula III other than the compound represented by formula I:
Figure 108129980-A0305-02-0033-168
In formula III, R 5 and R 6 each independently represent an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms, or a carbon atom Alkenyloxy groups with a number of 3-8;
Figure 108129980-A0305-02-0033-177
,
Figure 108129980-A0305-02-0033-179
express independently
Figure 108129980-A0305-02-0033-180
or
Figure 108129980-A0305-02-0033-181
.
如請求項1或2所述的液晶組合物,更包含一種或多種下述的除式IIB所示化合物之外的式IV所示化合物,
Figure 108129980-A0305-02-0033-178
式IV中,R7表示碳原子數為1-10的烷基、碳原子數為1-10的烷氧基、碳原子數為2-10的鏈烯基或碳原子數為3-8的鏈烯氧基,且R7所示基團中任意一個或多個-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;
Figure 108129980-A0305-02-0034-186
Figure 108129980-A0305-02-0034-187
各自獨立地表示
Figure 108129980-A0305-02-0034-188
Figure 108129980-A0305-02-0034-189
Figure 108129980-A0305-02-0034-190
Figure 108129980-A0305-02-0034-191
Figure 108129980-A0305-02-0034-192
Figure 108129980-A0305-02-0034-193
Figure 108129980-A0305-02-0034-182
Z2表示單鍵、-CH2-、-CH2-CH2-、-(CH2)3-、-(CH2)4-、-CH=CH-、-C≡C-、-COO-、-OOC-、-CF2O-、-OCH2-、-CH2O-、-OCF2-、-CF2CH2-、-CH2CF2-、-C2F4-或-CF=CF-;X1、X2、X3各自獨立地表示H或F;Y1表示-F、-CF3、-OCF3、-OCF2H或-OCH2F;以及r表示0、1或2。
The liquid crystal composition as described in claim 1 or 2, further comprising one or more of the following compounds represented by formula IV other than the compound represented by formula IIB,
Figure 108129980-A0305-02-0033-178
In formula IV, R 7 represents an alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms or an alkenyl group with 3-8 carbon atoms Alkenyloxy, and any one or more -CH 2 - in the group represented by R 7 is optionally replaced by cyclopentylene, cyclobutylene or cyclopropylene;
Figure 108129980-A0305-02-0034-186
,
Figure 108129980-A0305-02-0034-187
express independently
Figure 108129980-A0305-02-0034-188
,
Figure 108129980-A0305-02-0034-189
,
Figure 108129980-A0305-02-0034-190
,
Figure 108129980-A0305-02-0034-191
,
Figure 108129980-A0305-02-0034-192
,
Figure 108129980-A0305-02-0034-193
,
Figure 108129980-A0305-02-0034-182
Z 2 represents a single bond, -CH 2 -, -CH 2 -CH 2 -, -(CH 2 ) 3 -, -(CH 2 ) 4 -, -CH=CH-, -C≡C-, -COO- , -OOC-, -CF 2 O-, -OCH 2 -, -CH 2 O-, -OCF 2 -, -CF 2 CH 2 -, -CH 2 CF 2 -, -C 2 F 4 -, or -CF =CF-; X 1 , X 2 , X 3 each independently represent H or F; Y 1 represents -F, -CF 3 , -OCF 3 , -OCF 2 H or -OCH 2 F; and r represents 0, 1 or 2.
如請求項1或2所述的液晶組合物,更包含一種或多種下述的式V所示化合物,
Figure 108129980-A0305-02-0034-183
式V中,R8、R9各自獨立地表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基;以及
Figure 108129980-A0305-02-0034-194
Figure 108129980-A0305-02-0034-195
各自獨立地表示
Figure 108129980-A0305-02-0034-196
Figure 108129980-A0305-02-0034-197
、或
Figure 108129980-A0305-02-0034-198
The liquid crystal composition as described in claim 1 or 2, further comprising one or more compounds represented by the following formula V,
Figure 108129980-A0305-02-0034-183
In formula V, R 8 and R 9 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine; and
Figure 108129980-A0305-02-0034-194
,
Figure 108129980-A0305-02-0034-195
express independently
Figure 108129980-A0305-02-0034-196
,
Figure 108129980-A0305-02-0034-197
,or
Figure 108129980-A0305-02-0034-198
.
如請求項1或2所述的液晶組合物,更包含一種或多種下述的式VI所示化合物,
Figure 108129980-A0305-02-0034-184
式VI中,R10、R11各自獨立地表示碳原子數為1~10的烷基、碳原子 數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基;
Figure 108129980-A0305-02-0035-200
表示
Figure 108129980-A0305-02-0035-201
Figure 108129980-A0305-02-0035-202
、或
Figure 108129980-A0305-02-0035-203
;以及F1、F2、F3各自獨立地表示H或F,且F2、F3不同時為F。
The liquid crystal composition as described in claim 1 or 2, further comprising one or more compounds represented by the following formula VI,
Figure 108129980-A0305-02-0034-184
In formula VI, R 10 and R 11 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine;
Figure 108129980-A0305-02-0035-200
express
Figure 108129980-A0305-02-0035-201
,
Figure 108129980-A0305-02-0035-202
,or
Figure 108129980-A0305-02-0035-203
and F 1 , F 2 , F 3 each independently represent H or F, and F 2 , F 3 are not F at the same time.
如請求項1或2所述的液晶組合物,更包含一種或多種下述的式VII所示化合物,
Figure 108129980-A0305-02-0035-199
式VII中,R12、R13各自獨立地表示碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基,且R12、R13中任意一個或多個不相鄰的-CH2-任選被亞環戊基、亞環丁基或亞環丙基取代;Z3表示單鍵、-CF2O-、-CH2CH2-或-CH2O-;Z4表示單鍵、-CH2CH2-或-CH2O-;
Figure 108129980-A0305-02-0035-204
Figure 108129980-A0305-02-0035-205
各自獨立地表示
Figure 108129980-A0305-02-0035-206
Figure 108129980-A0305-02-0035-207
Figure 108129980-A0305-02-0035-208
Figure 108129980-A0305-02-0035-209
Figure 108129980-A0305-02-0035-210
Figure 108129980-A0305-02-0035-211
Figure 108129980-A0305-02-0035-212
Figure 108129980-A0305-02-0035-213
Figure 108129980-A0305-02-0035-214
;以及s表示1或2;t表示0、1或2。
The liquid crystal composition as described in claim 1 or 2, further comprising one or more compounds represented by the following formula VII,
Figure 108129980-A0305-02-0035-199
In formula VII, R 12 and R 13 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkoxy group with 1 to 10 carbon atoms, an alkenyl group with 2 to 10 carbon atoms, or a fluorine-substituted Alkenyl with 2 to 10 carbon atoms, alkenyloxy with 3 to 8 carbon atoms, or alkenyloxy with 3 to 8 carbon atoms substituted by fluorine, and any of R 12 and R 13 One or more non-adjacent -CH 2 - are optionally substituted by cyclopentylene, cyclobutylene or cyclopropylene; Z 3 represents a single bond, -CF 2 O-, -CH 2 CH 2 - or -CH 2 O-; Z 4 represents a single bond, -CH 2 CH 2 - or -CH 2 O-;
Figure 108129980-A0305-02-0035-204
,
Figure 108129980-A0305-02-0035-205
express independently
Figure 108129980-A0305-02-0035-206
,
Figure 108129980-A0305-02-0035-207
,
Figure 108129980-A0305-02-0035-208
,
Figure 108129980-A0305-02-0035-209
,
Figure 108129980-A0305-02-0035-210
,
Figure 108129980-A0305-02-0035-211
,
Figure 108129980-A0305-02-0035-212
,
Figure 108129980-A0305-02-0035-213
or
Figure 108129980-A0305-02-0035-214
; and s represents 1 or 2; t represents 0, 1 or 2.
如請求項1或2所述的液晶組合物,更包含一種或多種式VIII所示的化合物,
Figure 108129980-A0305-02-0036-215
式VIII中,R14、R15各自獨立地表示碳原子數為1~10的烷基、氟取代的碳原子數為1~10的烷基、碳原子數為1~10的烷氧基、氟取代的碳原子數為1~10的烷氧基、碳原子數為2~10的鏈烯基、氟取代的碳原子數為2~10的鏈烯基、碳原子數為3~8的鏈烯氧基或氟取代的碳原子數為3~8的鏈烯氧基,並且R14、R15中任意一個或多個不相鄰的-CH2-任選被亞環戊基、亞環丁基或亞環丙基替代;以及W表示-O-、-S-或-CH2O-。
The liquid crystal composition as described in Claim 1 or 2, further comprising one or more compounds represented by formula VIII,
Figure 108129980-A0305-02-0036-215
In formula VIII, R 14 and R 15 each independently represent an alkyl group with 1 to 10 carbon atoms, an alkyl group with 1 to 10 carbon atoms substituted by fluorine, an alkoxy group with 1 to 10 carbon atoms, Alkoxy group with 1 to 10 carbon atoms substituted by fluorine, alkenyl group with 2 to 10 carbon atoms, alkenyl group with 2 to 10 carbon atoms substituted by fluorine, and alkenyl group with 3 to 8 carbon atoms Alkenyloxy or fluorine-substituted alkenyloxy with 3 to 8 carbon atoms, and any one or more non-adjacent -CH 2 - in R 14 and R 15 is optionally replaced by cyclopentylene, cyclobutyl or cyclopropylene instead; and W represents -O-, -S- or -CH2O- .
一種液晶顯示元件,其包含請求項1-7中任一項所述的液晶組合物,所述液晶顯示元件為有源矩陣顯示元件或無源矩陣顯示元件。 A liquid crystal display element, which comprises the liquid crystal composition described in any one of claims 1-7, and the liquid crystal display element is an active matrix display element or a passive matrix display element. 一種液晶顯示器,其包含請求項1-7中任一項所述的液晶組合物,所述液晶顯示器為有源矩陣顯示器或無源矩陣顯示器。 A liquid crystal display comprising the liquid crystal composition described in any one of claims 1-7, the liquid crystal display being an active matrix display or a passive matrix display.
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