TW202014504A - Liquid crystal composition, liquid crystal display element, and liquid crystal display prominent in having good solubility at low temperature - Google Patents
Liquid crystal composition, liquid crystal display element, and liquid crystal display prominent in having good solubility at low temperature Download PDFInfo
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Abstract
Description
本發明涉及液晶顯示技術領域。更具體地,涉及一種液晶組合物及液晶顯示元件或液晶顯示器。The invention relates to the technical field of liquid crystal display. More specifically, it relates to a liquid crystal composition and a liquid crystal display element or a liquid crystal display.
使用液晶組合物作為顯示材料具有明顯的優點,如驅動電壓低、功耗微小、可靠性高、顯示訊息量大、彩色顯示、無閃爍、可以實現平板顯示等。目前已知有一萬多種液晶材料,其中常用的液晶顯示材料有上千種,按液晶分子的中心橋鍵和環的特徵進行分類,主要有聯苯液晶、苯基環己烷液晶、酯類液晶、炔類、二氟甲氧橋類、乙烷類及雜環類等。Using the liquid crystal composition as a display material has obvious advantages, such as low driving voltage, small power consumption, high reliability, large amount of display information, color display, no flicker, and flat panel display. At present, there are more than 10,000 kinds of liquid crystal materials, among which there are thousands of commonly used liquid crystal display materials, which are classified according to the central bridge bond and ring characteristics of liquid crystal molecules, mainly including biphenyl liquid crystal, phenylcyclohexane liquid crystal, and esters Liquid crystals, acetylenes, difluoromethoxy bridges, ethanes and heterocycles, etc.
為了能使顯示器件的性能更加接近理想化,人們一直在致力於研究新的液晶組合物,這得以使液晶組合物及顯示器件的性能仍在不斷的向前發展。In order to make the performance of the display device closer to idealization, people have been working on new liquid crystal compositions, which has enabled the performance of the liquid crystal composition and the display device to continue to develop.
實際上,很多情況下液晶混合物要在很低的溫度下也可以工作,尤其是室外環境下使用,要探討在-30℃下也可以長時間工作,這就要求液晶組合物要有良好的低溫性能,也就是說,液晶組合物在低溫下長時間保存,不會析出單體,所以開發在低溫下具有良好互溶性的液晶組合物仍然很有必要。In fact, in many cases, the liquid crystal mixture can work at a very low temperature, especially for outdoor use, and it should be discussed that it can work for a long time at -30 ℃, which requires the liquid crystal composition to have a good low temperature The performance, that is to say, the liquid crystal composition is stored at a low temperature for a long time, and no monomer is precipitated, so it is still necessary to develop a liquid crystal composition having good miscibility at a low temperature.
為瞭解決上述技術問題,本發明人等進行了深入研究,發現了本發明的具有較低的黏度,可以實現快速反應,同時具有適中的介電各向異性Δε、適中的光學各向異性Δn、高的對熱和光的穩定性,尤其突出的是具有良好的低溫互溶性的液晶組合物。In order to solve the above technical problems, the present inventors conducted in-depth research and found that the present invention has a low viscosity and can achieve a rapid response, while having moderate dielectric anisotropy Δε, moderate optical anisotropy Δn , High stability to heat and light, especially outstanding is the liquid crystal composition with good low temperature miscibility.
本發明的目的之一在於提供一種液晶組合物,其含有一種或多種式I所示化合物、一種或多種式II所示化合物、一種或多種式III所示化合物以及一種或多種式IV所示化合物,One of the objects of the present invention is to provide a liquid crystal composition containing one or more compounds represented by formula I, one or more compounds represented by formula II, one or more compounds represented by formula III, and one or more compounds represented by formula IV ,
I I
II II
Ⅲ Ⅲ
IV IV
其中,R1 、R2 、R5 、R7 、R8 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;R3 、R4 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;R6 為環丙基、環丁基或環戊基;Wherein, R 1 , R 2 , R 5 , R 7 , and R 8 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, and 2 carbon atoms -10 alkenyl, fluorine-substituted alkenyl having 2-10 carbon atoms, alkenyloxy having 3-8 carbon atoms or fluorine-substituted alkenyloxy having 3-8 carbon atoms ; R 3 and R 4 represent an alkyl group having 1-10 carbon atoms, a fluorine-substituted alkyl group having 1-10 carbon atoms, a carbon atom having 1-10 alkoxy groups, and a fluorine-substituted carbon atom number; Alkoxy groups of 1-10, alkenyl groups of 2-10 carbon atoms, alkenyl groups of 2-10 carbon atoms substituted by fluorine, alkenyloxy groups of 3-8 carbon atoms or fluorine Substituted alkenyloxy group having 3-8 carbon atoms; R 6 is cyclopropyl, cyclobutyl or cyclopentyl;
Z1 、Z2 各自獨立地表示單鍵、-CH2 CH2 -或-CH2 O-;Z 1 and Z 2 each independently represent a single bond, -CH 2 CH 2 -or -CH 2 O-;
、各自獨立地表示1,4-亞苯基或1,4-亞環己基, , Each independently represents 1,4-phenylene or 1,4-cyclohexylene,
m、n各自獨立地表示0、1或2;且m+n≥1,m and n independently represent 0, 1 or 2; and m+n≥1,
X表示O或者S。X represents O or S.
本發明的另一目的在於,提供一種液晶顯示元件或液晶顯示器,其含有本發明的液晶組合物。Another object of the present invention is to provide a liquid crystal display element or liquid crystal display, which contains the liquid crystal composition of the present invention.
本發明的液晶組合物能夠實現快速反應,同時具有適中的介電各向異性Δε、適中的光學各向異性Δn、高的對熱和光的穩定性,尤其突出的是具有良好的低溫互溶性。The liquid crystal composition of the present invention can realize a rapid reaction, and at the same time has moderate dielectric anisotropy Δε, moderate optical anisotropy Δn, high stability to heat and light, and particularly outstanding is good low temperature miscibility.
本發明實施例的液晶顯示元件或液晶顯示器,具有較寬的向列相溫度範圍、合適的或較高的雙折射率各向異性Δn、非常高的電阻率、良好的抗紫外線性能、高電荷保持率以及低蒸汽壓的特點。The liquid crystal display element or liquid crystal display of the embodiment of the present invention has a wide nematic phase temperature range, a suitable or high birefringence anisotropy Δn, very high resistivity, good ultraviolet resistance, and high charge Features of retention rate and low vapor pressure.
本發明的液晶組合物,含有一種或多種式I所示化合物、一種或多種式II所示化合物、一種或多種式III所示化合物以及一種或多種式IV所示化合物,The liquid crystal composition of the present invention contains one or more compounds represented by formula I, one or more compounds represented by formula II, one or more compounds represented by formula III, and one or more compounds represented by formula IV,
I I
II II
Ⅲ Ⅲ
IV IV
其中,R1 、R2 、R5 、R7 、R8 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;R3 、R4 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;R6 為環丙基、環丁基或環戊基;Wherein, R 1 , R 2 , R 5 , R 7 , and R 8 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, and 2 carbon atoms -10 alkenyl, fluorine-substituted alkenyl having 2-10 carbon atoms, alkenyloxy having 3-8 carbon atoms or fluorine-substituted alkenyloxy having 3-8 carbon atoms ; R 3 and R 4 represent an alkyl group having 1-10 carbon atoms, a fluorine-substituted alkyl group having 1-10 carbon atoms, a carbon atom having 1-10 alkoxy groups, and a fluorine-substituted carbon atom number; Alkoxy groups of 1-10, alkenyl groups of 2-10 carbon atoms, alkenyl groups of 2-10 carbon atoms substituted by fluorine, alkenyloxy groups of 3-8 carbon atoms or fluorine Substituted alkenyloxy group having 3-8 carbon atoms; R 6 is cyclopropyl, cyclobutyl or cyclopentyl;
Z1 、Z2 各自獨立地表示單鍵、-CH2 CH2 -或-CH2 O-;Z 1 and Z 2 each independently represent a single bond, -CH 2 CH 2 -or -CH 2 O-;
、各自獨立地表示1,4-亞苯基或1,4-亞環己基, , Each independently represents 1,4-phenylene or 1,4-cyclohexylene,
m、n各自獨立地表示0、1或2;且m+n≥1,m and n independently represent 0, 1 or 2; and m+n≥1,
X表示O或者S。X represents O or S.
本發明的液晶組合物中,前述一種或多種式Ⅱ所示化合物較佳選自式Ⅱ1-Ⅱ9所示化合物組成的群組。In the liquid crystal composition of the present invention, the aforementioned one or more compounds represented by Formula II are preferably selected from the group consisting of compounds represented by Formula II1-II9.
II1 II1
II2 II2
II3 II3
II4 II4
II5 II5
II6 II6
II7 II7
II8 II8
II9 II9
其中,R3 、R4 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。Where R 3 and R 4 represent an alkyl group having 1-10 carbon atoms, a fluorine-substituted alkyl group having 1-10 carbon atoms, a carbon atom having 1-10 alkoxy groups, and a fluorine-substituted carbon atom Alkoxy group having 1-10 carbon atoms, alkenyl group having 2-10 carbon atoms, fluorine-substituted alkenyl group having 2-10 carbon atoms, alkenyloxy group having 3-8 carbon atoms or Alkenyloxy group having 3-8 carbon atoms substituted by fluorine.
本發明的液晶組合物中,前述一種或多種式Ⅲ所示化合物較佳選自式Ⅲ1-Ⅲ6所示化合物組成的群組。In the liquid crystal composition of the present invention, the aforementioned one or more compounds represented by Formula III are preferably selected from the group consisting of compounds represented by Formula III1-III6.
Ⅲ1 Ⅲ1
Ⅲ2 Ⅲ2
Ⅲ3 Ⅲ3
Ⅲ4 Ⅲ4
Ⅲ5 Ⅲ5
Ⅲ6 Ⅲ6
其中,R5 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。Where R 5 represents an alkyl group having 1-10 carbon atoms, a fluorine-substituted alkyl group having 1-10 carbon atoms, an alkenyl group having 2-10 carbon atoms, and a fluorine-substituted carbon atom having 2 -10 alkenyl group, alkenyloxy group having 3-8 carbon atoms or fluorine-substituted alkenyloxy group having 3-8 carbon atoms.
本發明的液晶組合物中,前述一種或多種式Ⅳ所示化合物較佳選自式Ⅳ1-Ⅳ11所示化合物組成的群組In the liquid crystal composition of the present invention, the aforementioned one or more compounds represented by formula IV are preferably selected from the group consisting of compounds represented by formula IV1-IV11
Ⅳ1 Ⅳ1
Ⅳ2 Ⅳ2
Ⅳ3 Ⅳ3
Ⅳ4 Ⅳ4
Ⅳ5 Ⅳ5
Ⅳ6 Ⅳ6
Ⅳ7 Ⅳ7
Ⅳ8 Ⅳ8
Ⅳ9 Ⅳ9
Ⅳ10 Ⅳ10
Ⅳ11 Ⅳ11
作為較佳技術方案,本申請的液晶組合物中,一種或多種式I所示化合物總重量百分含量較佳為0.1~10%、一種或多種式II所示化合物總重量百分含量較佳為10~60%、一種或多種式III所示化合物總重量百分含量較佳為1~15%、一種或多種式IV所示化合物總重量百分含量較佳為10~60%。As a preferred technical solution, in the liquid crystal composition of the present application, the total weight percentage of one or more compounds represented by Formula I is preferably 0.1 to 10%, and the total weight percentage of one or more compounds represented by Formula II is preferably 10 to 60%, the total weight percentage of one or more compounds represented by formula III is preferably 1 to 15%, and the total weight percentage of one or more compounds represented by formula IV is preferably 10 to 60%.
本申請的液晶組合物中,可選的,還可以包括一種或多種式V所示化合物:In the liquid crystal composition of the present application, optionally, one or more compounds represented by formula V may also be included:
V V
其中,R9 、R10 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R9 、R10 所示基團中任意一個或多個不相連的-CH2 -各自獨立地任選被亞環丙基取代;Wherein R 9 and R 10 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a fluorine substitution Alkoxy groups having 1-10 carbon atoms, alkenyl groups having 2-10 carbon atoms, fluorine-substituted alkenyl groups having 2-10 carbon atoms, and alkenes having 3-8 carbon atoms Oxygen or fluorine substituted alkenyloxy group having 3-8 carbon atoms, and any one or more unconnected -CH 2 -in the groups represented by R 9 and R 10 are each independently optionally ring-substituted Propyl substitution
、各自獨立地表示1,4-亞苯基、氟代1,4-亞苯基、1,4-亞環己基,且、不同時為1,4-亞環己基; , Each independently represents 1,4-phenylene, fluoro 1,4-phenylene, 1,4-cyclohexylene, and , Not simultaneously 1,4-cyclohexylene;
p表示0或1。p represents 0 or 1.
本發明的液晶組合物中,在含有前述式V所示化合物的情況下,前述一種或多種式Ⅴ所示化合物較佳選自式Ⅴ1-Ⅴ8所示化合物組成的群組,In the liquid crystal composition of the present invention, when the compound represented by the aforementioned formula V is contained, the aforementioned one or more compounds represented by the formula V are preferably selected from the group consisting of compounds represented by the formulas V1-V8,
Ⅴ1 Ⅴ1
Ⅴ2 Ⅴ2
Ⅴ3 Ⅴ3
Ⅴ4 Ⅴ4
Ⅴ5 Ⅴ5
Ⅴ6 Ⅴ6
Ⅴ7 Ⅴ7
Ⅴ8 Ⅴ8
R9 、R10 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R9 、R10 所示基團中任意一個或多個不相連的-CH2 -各自獨立地任選被亞環丙基取代。R 9 and R 10 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkyl group having 1 to 10 carbon atoms substituted by fluorine, an alkoxy group having 1 to 10 carbon atoms, and a carbon substituted by fluorine Alkoxy groups having 1 to 10 atoms, alkenyl groups having 2 to 10 carbon atoms, fluorine-substituted alkenyl groups having 2 to 10 carbon atoms, and alkenyl groups having 3 to 8 carbon atoms Or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and any one or more unconnected -CH 2 -in the groups represented by R 9 and R 10 are each independently optionally cyclopropylene replace.
本申請的液晶組合物中,可選的,還可以包含一種或多種式VI所示化合物:In the liquid crystal composition of the present application, optionally, one or more compounds represented by formula VI may also be included:
Ⅵ Ⅵ
其中,R11 和R12 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;Wherein R 11 and R 12 each independently represent an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or a fluorine substitution Alkoxy groups having 1-10 carbon atoms, alkenyl groups having 2-10 carbon atoms, fluorine-substituted alkenyl groups having 2-10 carbon atoms, and alkenes having 3-8 carbon atoms Alkenyloxy groups with 3-8 carbon atoms substituted by oxy or fluorine;
表示1,4-亞苯基、1,4-亞環己基或1,4-亞環己烯基; Represents 1,4-phenylene, 1,4-cyclohexylene or 1,4-cyclohexenylene;
F1 、F2 或F3 各自獨立地表示H或F,且F2 、F3 不同時為F。F 1 , F 2 or F 3 each independently represent H or F, and F 2 and F 3 are not F at the same time.
本發明的液晶組合物中,在含有前述的式VI所示化合物的情況下,前述一種或多種式VI所示的化合物較佳選自式VI1-VI4所示化合物組成的群組:In the liquid crystal composition of the present invention, when the aforementioned compound represented by Formula VI is contained, the aforementioned one or more compounds represented by Formula VI are preferably selected from the group consisting of compounds represented by Formula VI1-VI4:
Ⅵ1; Ⅵ1;
Ⅵ2; Ⅵ2;
Ⅵ3; Ⅵ3;
Ⅵ4; Ⅵ4;
其中,R11 、R12 各自獨立地表示碳原子數為1-10的烷基。Here, R 11 and R 12 each independently represent an alkyl group having 1 to 10 carbon atoms.
本申請的液晶組合物中,可選的,還可以包含一種或多種式VII所示化合物:In the liquid crystal composition of the present application, optionally, one or more compounds represented by formula VII may also be included:
Ⅶ Ⅶ
R13 、R14 各自獨立地表示W-Sp-、H、Cl、F或碳原子數為1-12的烷基;所述碳原子數為1-12的烷基中一個或兩個不相鄰的CH2 基團各自獨立地任選被-O-、-CH2 =CH2 -、-CO-、-OCO-或-COO-取代,其中R13 、R14 中至少一者表示W-Sp-;R 13 and R 14 each independently represent W-Sp-, H, Cl, F or an alkyl group having 1-12 carbon atoms; one or two of the alkyl groups having 1-12 carbon atoms are not in phase The adjacent CH 2 groups are each optionally substituted with -O-, -CH 2 =CH 2 -, -CO-, -OCO-, or -COO-, wherein at least one of R 13 and R 14 represents W- Sp-;
、各自獨立地表示亞苯基、被W-Sp-、Cl、F、碳原子數為1-12的烷基和/或碳原子數為1-12的烷氧基取代的亞苯基或茚滿基,其中所述碳原子數為1-12的烷基、所述碳原子數為1-12的烷氧基中一個或兩個不相鄰的-CH2 -基團各自獨立地任選被-O-、-CH2 =CH2 -、-CO-、-OCO-或-COO-取代,且與R13 在的任意位置鍵合,與R14 在的任意位置鍵合; , Each independently represents a phenylene group, a phenylene group or indane substituted with W-Sp-, Cl, F, an alkyl group having 1 to 12 carbon atoms and/or an alkoxy group having 1 to 12 carbon atoms Group, wherein one or two non-adjacent -CH 2 -groups in the alkyl group having 1 to 12 carbon atoms and the alkoxy group having 1 to 12 carbon atoms are each independently selected -O-, -CH 2 =CH 2 -, -CO-, -OCO- or -COO-, and With R 13 in Bonding anywhere With R 14 in Bonding at any position of
q表示0、1或2;q means 0, 1 or 2;
W表示甲基丙烯酸酯基或丙烯酸酯基;W represents methacrylate group or acrylate group;
Z3 、Sp各自獨立地表示單鍵、-COO-、-CH2 O-或-CH2 CH2 -。Z 3 and Sp each independently represent a single bond, -COO-, -CH 2 O- or -CH 2 CH 2 -.
式VII所示化合物為可聚合化合物,在液晶組合物中作為反應性介晶(RM)發揮作用。The compound represented by Formula VII is a polymerizable compound and functions as a reactive mesogen (RM) in the liquid crystal composition.
本發明的液晶組合物中,在含有前述的式VII所示化合物的情況下,式VII所示化合物進一步較佳選自式VII1-VII8所示化合物:When the liquid crystal composition of the present invention contains the aforementioned compound represented by formula VII, the compound represented by formula VII is more preferably selected from compounds represented by formulas VII1-VII8:
Ⅶ1 Ⅶ1
Ⅶ2 Ⅶ2
Ⅶ3 Ⅶ3
Ⅶ4 Ⅶ4
Ⅶ5 Ⅶ5
Ⅶ6 Ⅶ6
Ⅶ7 Ⅶ7
Ⅶ8。 Ⅶ8.
可聚合化合物可以單獨地加到液晶組合物中,也可以使用兩種或兩種以上的可聚合化合物的混合物。The polymerizable compound may be added to the liquid crystal composition alone, or a mixture of two or more polymerizable compounds may be used.
本發明的另一方面提供一種液晶顯示元件或液晶顯示器,其包含前述的本發明的液晶組合物,本發明的液晶顯示元件或液晶顯示器為主動矩陣顯示元件或顯示器或被動矩陣顯示元件或顯示器。Another aspect of the present invention provides a liquid crystal display element or liquid crystal display comprising the aforementioned liquid crystal composition of the present invention. The liquid crystal display element or liquid crystal display of the present invention is an active matrix display element or display or a passive matrix display element or display.
可選的,前述液晶顯示元件或液晶顯示器較佳為主動矩陣尋址液晶顯示元件或液晶顯示器。Optionally, the aforementioned liquid crystal display element or liquid crystal display is preferably an active matrix addressable liquid crystal display element or liquid crystal display.
可選的,前述主動矩陣顯示元件或顯示器具體為PSVA-TFT液晶顯示元件或顯示器。Optionally, the aforementioned active matrix display element or display is specifically a PSVA-TFT liquid crystal display element or display.
為了更清楚地說明本發明,下面結合較佳實施例對本發明做進一步的說明。本領域中具有通常知識者應當理解,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 explain the present invention more clearly, the present invention will be further described below in conjunction with preferred embodiments. Those with ordinary knowledge in the art should understand that the content specifically described below is illustrative rather than restrictive, and should not be used to 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揭露的商業途徑獲得,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:In the present invention, the preparation methods are conventional methods without special instructions, and the raw materials used can be obtained from the disclosed commercial sources without special instructions. The percentages refer to the mass percentage, the temperature is in degrees Celsius (℃), and the liquid crystal compound also becomes Liquid crystal monomer, the specific meaning of other symbols and test conditions are as follows:
Cp表示液晶清亮點(℃),DSC定量法測試;Cp means liquid crystal clear point (℃), DSC quantitative test;
Δn表示光學各向異性,Δn=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;Δn represents optical anisotropy, Δn=n e -n o , where n o is the refractive index of ordinary light, n e is the refractive index of unusual light, the test condition is 25±2℃, 589 nm, Abbe refractometer test;
Δε表示介電各向異性,Δε=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微米平行盒,INSTEC:ALCT-IR1測試;Δε represents dielectric anisotropy, Δε=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℃, 20 micron parallel box, INSTEC: ALCT-IR1 test;
γ1表示旋轉黏度(mPa·s),測試條件為25±0.5℃,20微米平行盒,INSTEC:ALCT-IR1測試;γ1 represents rotational viscosity (mPa·s), the test condition is 25±0.5℃, 20 micron parallel box, INSTEC: ALCT-IR1 test;
本發明的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銹鋼燒杯中,將裝有各液晶單體的不銹鋼燒杯置於磁力攪拌儀器上加熱融化,待不銹鋼燒杯中的液晶單體大部份融化後,往不銹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 of the present invention is as follows: each liquid crystal monomer is weighed according to a certain ratio and placed in a stainless steel beaker, and the stainless steel beaker containing each liquid crystal monomer is placed on a magnetic stirring instrument to be heated and melted. After most of the liquid crystal monomers in the beaker melted, a magnetic rotor was added to the stainless steel beaker, the mixture was stirred evenly, and the liquid crystal composition was obtained after cooling to room temperature.
本發明實施例中所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1、表2。The liquid crystal monomer structure used in the embodiments of the present invention is represented by codes, and the code representation methods of the liquid crystal ring structure, end groups, and connecting groups are shown in Table 1 and Table 2 below.
表1 環結構的對應代碼
表2 端基與鏈接基團的對應代碼
舉例:Examples:
,其代碼為CC-Cp-V1; , The code is CC-Cp-V1;
,其代碼為PGP- Cpr1-2; , Its code is PGP-Cpr1-2;
,其代碼為COY-3-O2; , The code is COY-3-O2;
其代碼為CCY-4-O2。 The code is CCY-4-O2.
實施例1:Example 1:
液晶組合物的配方及相應的性能如下表3所示。The formula and corresponding properties of the liquid crystal composition are shown in Table 3 below.
表3 實施例1液晶組合物的配方及相應的性能
實施例1中各液晶化合物的含量是以實施例1的液晶組合物中式I、式II、式III、式IV所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 1 was calculated on the basis that the total content of the compounds represented by Formula I, Formula II, Formula III, and Formula IV in the liquid crystal composition of Example 1 was 100%.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例2:Example 2:
液晶組合物的配方及相應的性能如下表4所示。The formulation and corresponding properties of the liquid crystal composition are shown in Table 4 below.
表4 實施例2液晶組合物的配方及相應的性能
實施例2中各液晶化合物的含量是以實施例2的液晶組合物中式I、式II、式III、式IV所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 2 was calculated on the basis that the total content of the compounds represented by Formula I, Formula II, Formula III, and Formula IV in the liquid crystal composition of Example 2 was 100%.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例3:Example 3:
液晶組合物的配方及相應的性能如下表5所示。The formulation and corresponding properties of the liquid crystal composition are shown in Table 5 below.
表5 實施例3液晶組合物的配方及相應的性能
實施例3中各液晶化合物的含量是以實施例3的液晶組合物中式I、式II、式III、式IV、式V所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 3 was calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, and Formula V in the liquid crystal composition of Example 3 being 100%.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例4:Example 4:
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.
表6 實施例4液晶組合物的配方及相應的性能
實施例4中各液晶化合物的含量是以實施例4的液晶組合物中式I、式II、式III、式IV、式V所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 4 was calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, and Formula V in the liquid crystal composition of Example 4 being 100%.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例5:Example 5:
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.
表7 實施例5液晶組合物的配方及相應的性能
實施例5中各液晶化合物的含量是以實施例5的液晶組合物中式I、式II、式III、式IV、式V、式VI所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 5 is calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, Formula V, and Formula VI in the liquid crystal composition of Example 5 as 100% of.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例6:Example 6:
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.
表8 實施例6液晶組合物的配方及相應的性能
實施例6中各液晶化合物的含量是以實施例6的液晶組合物中式I、式II、式III、式IV、式V、式VI所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 6 is calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, Formula V, and Formula VI in the liquid crystal composition of Example 6 as 100% of.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例7:Example 7:
液晶組合物的配方及相應的性能如下表9所示。The formulation and corresponding properties of the liquid crystal composition are shown in Table 9 below.
表9 實施例7液晶組合物的配方及相應的性能
實施例7中各液晶化合物的含量是以實施例7的液晶組合物中式I、式II、式III、式IV、式VI所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 7 was calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, and Formula VI in the liquid crystal composition of Example 7 being 100%.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例8:Example 8:
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8液晶組合物的配方及相應的性能
實施例8中各液晶化合物的含量是以實施例8的液晶組合物中式I、式II、式III、式IV、式V、式VII所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 8 is calculated based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, Formula V, and Formula VII in the liquid crystal composition of Example 8 as 100% of.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
實施例9:Example 9:
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9液晶組合物的配方及相應的性能
實施例9中各液晶化合物的含量是以實施例9的液晶組合物中式I、式II、式III、式IV、式V、式Ⅵ、式VII所示的化合物的總含量為100%作為基準來計算得到的。The content of each liquid crystal compound in Example 9 is based on the total content of the compounds represented by Formula I, Formula II, Formula III, Formula IV, Formula V, Formula VI, and Formula VII in the liquid crystal composition of Example 9 as 100% To calculate.
將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,無晶體析出。The obtained liquid crystal composition was placed in a 10 ml glass bottle and stored at -30°C for 100 hours without crystal precipitation.
對比例1Comparative Example 1
液晶組合物的配方及相應的性能如下表11所示。The formula and corresponding properties of the liquid crystal composition are shown in Table 11 below.
表11 對比例1液晶組合物的配方及相應的性能
對比例1:將實施例2中式I CLG-3-O1化合物替換為習知技術CCP-3-O1,性能參數幾乎沒有變化,但是將得到的液晶組合物置於10ml玻璃瓶中,在-30℃保存100小時,有晶體析出,由此可見本方案的組合物具有良好的低溫互溶性。Comparative Example 1: The compound of formula I CLG-3-O1 in Example 2 was replaced with the conventional technology CCP-3-O1, the performance parameters hardly changed, but the obtained liquid crystal composition was placed in a 10ml glass bottle at -30°C After 100 hours of storage, crystals precipitated, which shows that the composition of the present scheme has good low-temperature miscibility.
無。no.
無。no.
無。no.
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EP4050084A1 (en) * | 2021-02-26 | 2022-08-31 | Merck Patent GmbH | Liquid-crystal medium |
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CN113845925B (en) * | 2020-06-28 | 2024-05-14 | 江苏和成显示科技有限公司 | Liquid crystal composition containing dibenzo derivative and liquid crystal display device |
CN116376564A (en) * | 2021-02-01 | 2023-07-04 | 烟台显华科技集团股份有限公司 | Negative dielectric anisotropic liquid crystal composition and liquid crystal display device |
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