TW201742854A - 穩定劑、包含該穩定劑的液晶組合物及液晶顯示元件 - Google Patents

穩定劑、包含該穩定劑的液晶組合物及液晶顯示元件 Download PDF

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TW201742854A
TW201742854A TW105124448A TW105124448A TW201742854A TW 201742854 A TW201742854 A TW 201742854A TW 105124448 A TW105124448 A TW 105124448A TW 105124448 A TW105124448 A TW 105124448A TW 201742854 A TW201742854 A TW 201742854A
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carbon atoms
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fluorine
liquid crystal
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Gang Wen
Jin Song Meng
Hong Yong Shang
li mei Zhang
Guo Liang Yun
Xing Zhang
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Shijiazhuang Chengzhi Yonghua Display Materials Co Ltd
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Abstract

本發明公開了一種式Ⅰ所示新型穩定劑,□Ⅰ 本發明還公開了一種包含式Ⅰ化合物的液晶組合物。 本發明所公開的液晶組合物具有低黏度γ1、適中的介電異方性Δε、適中的光學異方性Δn,最主要的,具有高的可靠性,可以實現液晶顯示的快速應答。

Description

穩定劑、包含該穩定劑的液晶組合物及液晶顯示元件
本發明涉及液晶顯示領域,具體涉及一種新型穩定劑,及包含此種穩定劑的液晶組合物及包含該液晶組合物的液晶顯示元件或液晶顯示器。
目前,液晶化合物的應用範圍拓展的越來越廣,其可應用於多種類型的顯示器、電光元件、感測器等中。用於上述顯示領域的液晶化合物的種類繁多,其中向列型液晶應用最為廣泛。向列型液晶已經應用在被動TN、STN矩陣顯示器和具有TFT主動矩陣的系統中。
對於薄膜電晶體技術(TFT-LCD)應用領域,近年來市場雖然已經非常巨大,技術也逐漸成熟,但人們對顯示技術的要求也在不斷的提高,尤其是在實現快速應答,降低驅動電壓以降低功耗等方面。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。
作為液晶材料,需要具有良好的化學和熱穩定性以及對電場和電磁輻射的穩定性。而作為薄膜電晶體技術(TFT-LCD)用液晶材料,不僅需要具有如上穩定性外,還應具有較寬的向列型溫度範圍、合適的雙折射率異方性、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等性能。
對於動態畫面顯示應用,消除顯示畫面殘影和拖尾,要求液晶具有很快的應答速度,因此要求液晶具有較低的旋轉黏度γ1 ;另外,對於可擕式設備,為了降低設備能耗,希望液晶的驅動電壓盡可能低;而對於電視等用途的顯示器來說,對於液晶的驅動電壓要求不是那麼的低。
目前,液晶顯示應用的環境也逐漸多樣化,除了液晶電視成為主流外,車載顯示、手提電腦、Pad、手機等等,也逐漸佔領人們的生活。此類移動設備使用環境複雜多變,就要求液晶材料具有高的熱穩定性、高的光穩定性、很好的化學穩定性,對溫度變化不敏感。
單純的依靠材料本身已經不能滿足如此苛刻的使用條件。人們很早就將穩定劑引入到了液晶材料當中,比如在專利DE19539141A1中引入的位阻酚穩定劑,TW201229217A公佈的位阻胺穩定劑。
在為液晶材料帶來穩定性提升的同時,還要求,不能過多的破壞或降低液晶材料本身的光學性能。不能失去了液晶材料本身所要求的適中的介電異方性Δε、適中的光學異方性Δn、具有較低的旋轉黏度γ1 、具有較高的彈性常數K值,可以實現快速應答。
針對液晶材料對穩定劑越來越多的要求,我們開發了式Ⅰ所示新型穩定劑,不僅能提高液晶材料熱和光的穩定性,還具有較高的清晰點,較好的低溫互溶性,能給混合液晶材料帶來更為優異的液晶性能,本發明的目的還在於提供一種液晶組合物及包含該液晶組合物的液晶顯示元件或液晶顯示器,該液晶組合物具有較低的黏度,可以實現快速應答,同時具有適中的介電異方性Δε、適中的光學異方性Δn、高的對熱和光的穩定性。包含該液晶組合物的液晶顯示元件或液晶顯示器具有較寬的向列型溫度範圍、合適的雙折射率異方性、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等性能。
為了實現上述有益技術效果,本發明提供了一種式Ⅰ所示穩定劑:
其中,M表示環戊基、環丁基或環丙基;
Z1 、Z2 各自獨立地表示單鍵、-CH2 -、-CH2 CH2 -、-O-、-CH2 O-、-OCH2 -或-COO-;
表示和/或中的一種或兩種;
n表示0、1或2。
式Ⅰ所示穩定劑,較佳選自如下結構:Ⅰ-aⅠ-bⅠ-c
其中,M代表環戊基、環丁基或環丙基;
表示
Z1 、Z2 各自獨立地表示單鍵、-CH2 -、-CH2 CH2 -、-O-、-CH2 O-、-OCH2 -或-COO-。
式Ⅰ-a所示穩定劑進一步較佳為如下結構:Ⅰ-a-1Ⅰ-a-2Ⅰ-a-3Ⅰ-a-4Ⅰ-a-5Ⅰ-a-6Ⅰ-a-7Ⅰ-a-8Ⅰ-a-9Ⅰ-a-10Ⅰ-a-11Ⅰ-a-12Ⅰ-a-13Ⅰ-a-14Ⅰ-a-15Ⅰ-a-16Ⅰ-a-17Ⅰ-a-18。
式Ⅰ-b所示穩定劑,進一步較佳選自如下結構:Ⅰ-b-1Ⅰ-b-2Ⅰ-b-3。
上述結構除了提供了優異的穩定液晶可靠性的作用外,還具有優異的液晶性能,較高的清晰點,較低的黏度。在添加上述穩定劑後,液晶本身光學性能不會變差。
式Ⅰ-c所示穩定劑,進一步較佳選自如下結構:Ⅰ-c-1Ⅰ-c-2Ⅰ-c-3Ⅰ-c-4Ⅰ-c-5Ⅰ-c-6Ⅰ-c-7Ⅰ-c-8Ⅰ-c-9Ⅰ-c-10Ⅰ-c-11Ⅰ-c-12Ⅰ-c-13Ⅰ-c-14Ⅰ-c-15。
本發明還提供了一種新型液晶組合物,本發明所提供的液晶組合物包含一種或多種如前所述的穩定劑。
本發明所提供的液晶組合物進一步可以包含式Ⅱ1至Ⅱ14化合物的一種或多種化合物;Ⅱ-1Ⅱ-2Ⅱ-3Ⅱ-4Ⅱ-5Ⅱ-6Ⅱ-7Ⅱ-8Ⅱ-9Ⅱ-10Ⅱ-11Ⅱ-12Ⅱ-13Ⅱ-14
其中,R0、R0’、R1、R1’、R2、R2’、R3、R3’各自獨立地表示碳原子數為1-10的烷基、碳原子數為2-10的烯基或碳原子數為1-10的烷氧基,其中任意的-CH2 -能被-O-取代,任意的氫能被F取代;
(F)各自獨立地表示H或F。
本發明所提供的液晶組合物,具備高K值,低黏度,高清晰點,合適的折射率異方性,特別適用於TFT液晶顯示,特別是,由於其特別優越的可靠性,在高端IPS-TFT,VA-TFT,PSVA-TFT液晶中具有很好的應用價值。
作為較佳方案,所述液晶組合物中式Ⅰ所示化合物總質量百分比含量較佳為0.001-5%;式Ⅱ-1至Ⅱ-10所示化合物總質量百分比含量較佳為1-60%;Ⅱ-11至Ⅱ-14所示化合物質量百分比含量較佳為0-30%,進一步較佳為1-30%;
作為較佳實施例,R0、R2各自獨立地表示碳原子數為1-5的烷基或碳原子數為2-5的烯基,R1,R3各自獨立地表示碳原子數為1-5的烷基或烷氧基。
本發明液晶組合物可以為正性液晶組合物,所述液晶組合物進一步可以包含一種或多種式Ⅲ所示化合物
其中,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,且R4 中任一個或多個CH2 可以被環戊基、環丁基或環丙基替代;
各自獨立地表示:
和/或中的一種或兩種;
m表示1或2;
Z3 、Z4 各自獨立地表示單鍵、-CF2 O-、-CH2 CH2 -或-CH2 O-;
Y2 表示F、氟取代的碳原子數為1-5的烷基、氟取代的碳原子數為1-5的烷氧基、氟取代的碳原子數為2-5的鏈烯基或氟取代的碳原子數為3-8的鏈烯氧基。
式Ⅲ所示化合物較佳為Ⅲ1-Ⅲ22化合物Ⅲ1Ⅲ2Ⅲ3Ⅲ4Ⅲ5Ⅲ6Ⅲ7Ⅲ8Ⅲ9Ⅲ10Ⅲ11Ⅲ12Ⅲ13Ⅲ14Ⅲ15Ⅲ16Ⅲ17Ⅲ18Ⅲ19Ⅲ20Ⅲ21Ⅲ22
其中,X1 、X2 各自獨立的表示H或F,且不能同時為F,也不能同時為H;
R4 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,且R4 中任一個CH2 可以被環戊基、環丁基或環丙基替代;
(F)各自獨立地表示H或F;
Y2 各自獨立地表示F、氟取代的碳原子數為1-5的烷基、氟取代的碳原子數為1-5的烷氧基、氟取代的碳原子數為2-5的鏈烯基或氟取代的碳原子數為3-8的鏈烯氧基。
本發明所提供的液晶組合物可以為負型液晶組合物,進一步可以包含一種或多種式Ⅳ所示的化合物
其中,R5 、R6 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,且R5 、R6 中任一個CH2 可以被環戊基、環丁基或環丙基替代;
Z5 、Z6 各自獨立地表示單鍵、-CH2 CH2 -、-CH2 O-;
各自獨立地表示其中一種;
m表示1或2;
n表示0、1或2。
式Ⅳ所示化合物較佳為Ⅳ1-Ⅳ11化合物Ⅳ1Ⅳ2Ⅳ3Ⅳ4Ⅳ5Ⅳ6Ⅳ7Ⅳ8Ⅳ9Ⅳ10Ⅳ11
其中,R5 、R6 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,且R5 、R6 中任一個CH2 可以被環戊基、環丁基或環丙基替代。
本發明液晶組合物可以為負型液晶組合物,進一步可以包含一種或多種式Ⅴ所示的化合物
其中,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,且R7 、R8 中任一個CH2 可以被環戊基、環丁基或環丙基替代。
式Ⅴ所示的化合物較佳為:
R81 表示碳原子數為1-10的烷氧基。
液晶組合物各成分的不同比例,會表現出略有差異的性能,比如介電異方性Δε、光學異方性Δn、液晶的向列型轉化為液體的轉變溫度點CP、低溫下穩定性都會有所差異,可以應用於不同類型的顯示元件,但是相同的特點是其旋轉黏度γ1 較低。應用於液晶顯示元件,可以實現快速應答。
本發明所提供的液晶化合物中還可以加入手性劑。
手性劑較佳為(左旋或右旋):
本發明還涉及包含上述任意一種液晶組合物的液晶顯示元件或液晶顯示器;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。
所述液晶顯示元件或液晶顯示器較佳為主動矩陣定址液晶顯示元件或液晶顯示器。
所述主動矩陣顯示元件或顯示器具體為TN-TFT或IPS-TFT液晶顯示元件或顯示器。
本發明所提供的液晶組合物具有較低的黏度,可以實現快速應答,同時具有適中的介電異方性Δε、適中的光學異方性Δn、高的對熱和光的穩定性。
包含本發明所提供的液晶組合物的液晶材料,不但具有良好的化學和熱穩定性以及對電場和電磁輻射的穩定性。而且,作為薄膜電晶體技術(TFT-LCD)用液晶材料,還具有較寬的向列型溫度範圍、合適的雙折射率異方性、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等性能。
下面結合具體實施例對本發明作進一步闡述,但本發明並不限於以下實施例。所述方法如無特別說明均為一般方法。所述原料如無特別說明均能從公開商業途徑而得。所述百分比如無特別說明,均為質量百分比。
下述實施例中,
CP表示清晰點,直接使用WRX-1S顯微熱分析儀測定,設定升溫速率為3℃/min。
Δn表示光學異方性(589nm,20oC),
Δε表示介電異方性 (25℃,1KHz,HP4284A,5.2微米TN左旋盒) ,
γ1 表示20o C時旋轉黏度(mpas),VHR (%)代表電荷保持率(5V, 60Hz, 20℃),ρ(×1013Ω·cm) 代表電阻率(20℃)
電壓保持率VHR(%)的測試儀與電阻率ρ(×1013 Ω·cm)均為TOYO06254和TOYO6517型液晶物性評價系統(測試溫度20℃,時間16ms ,測試盒為7.0微米)
反應過程一般藉由TLC監控反應的進程,反應結束的後處理一般是水洗、提取、合併有機相後乾燥、減壓下蒸除溶劑,以及重結晶、管柱層析,本領域的技術人員都能夠按照下面的描述來實現本發明。
本發明申請實施例液晶單體結構用代碼表示,液晶環結構、端基、連接基團的代碼表示方法見下表(一)、表(二)
表(一):環結構的對應代碼
表(二):端基與連結基團的對應代碼
舉例:
C(5)CCV1
3B B(3F) B(3F,5F) CF2 O B(3F,5F)F
路線:
實施例1Ⅰ-a-1
路線:
操作流程:
2L三口瓶中加入4-環戊基環己基苯酚(95g,0.389mol),500ml石油醚,攪拌5min,加入39g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(151g,2.04mol)與100ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入300ml水,1LEA,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶3次,得57g,GC:99.88%,收率40%。
實施例2Ⅰ-a-9
路線:
2L三口瓶中加入4-(5’-環丁基四氫吡喃)苯酚(93g,0.4mol),500ml石油醚,攪拌5min,加入39g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(151g,2.04mol)與100ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入300ml水,1L乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶4次,得50g,GC:99.66%,收率35%。
實施例3Ⅰ-a-16
路線:
1L三口瓶中加入4-(5’-環丙基-1’,3’-二氧六環)苯酚(44g,0.2mol),300ml石油醚,攪拌5min,加入20g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(74g,1mol)與50ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入200ml水,500mL乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶4次,得33g,GC:99.5%,收率50%。
實施例4Ⅰ-b-1
路線:
1L三口瓶中加入4’-環戊基-4-羥基-1,1’-聯苯(47.6g,0.2mol),300ml石油醚,攪拌5min,加入20g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(74g,1mol)與50ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入200ml水,500mL乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶4次,得60g,GC:99.9%,收率85%。
實施例5
Ⅰ-c-3
路線:
2L三口瓶中加入4-環丙基苯酚(53.6g,0.4mol),500ml石油醚,攪拌5min,加入39g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(151g,2.04mol)與100ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入300ml水,1L乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶3次,得40g,GC:99.6%,收率40%。
實施例6Ⅰ-c-4
路線:
1L三口瓶中加入4-(環戊基氧基)苯酚(35.6g,0.2mol),300ml石油醚,攪拌5min,加入20g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(74g,1mol)與50ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入200ml水,500mL乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶4次,得29g,GC:99.75%,收率50%。
實施例7Ⅰ-c-7
路線:
1L三口瓶中加入4-(環戊基甲氧基)苯酚(38.4g,0.2mol),300ml石油醚,攪拌5min,加入20g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(74g,1mol)與50ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入200ml水,500mL乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶4次,得27.4g,GC:99.65%,收率45%。
實施例8Ⅰ-c-11
路線:
2L三口瓶中加入4-環丁基乙基苯酚(70.4g,0.4mol),500ml石油醚,攪拌5min,加入39g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(151g,2.04mol)與100ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入300ml水,1L乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶3次,得48.4g,GC:99.7%,收率42%。
實施例9Ⅰ-c-15
路線:
2L三口瓶中加入4-環丙基甲基苯酚(59.2g,0.4mol),500ml石油醚,攪拌5min,加入39g濃硫酸,升溫至70℃(水浴),滴加叔丁醇(151g,2.04mol)與100ml石油醚混合液,滴加時間2h,控溫70-72℃,滴完,保溫4h;直接分液,分去硫酸,加入300ml水,1L乙酸乙酯,攪拌5min,分液,有機相直接旋幹,1倍石油醚,3倍乙醇加熱溶解產品,冰箱冷凍6小時,吸濾,重複結晶3次,得41.6g,GC:99.6%,收率40%。
將以下液晶組合物作為母體MUTY
分別添加不同結構的穩定劑500ppm,灌注液晶盒後,進行UV照射(5000mJ)實驗,高熱120℃保持三小時保存實驗,測試其VHR資料,對比如下:
其中BHT代表
T001代表
從上表可以看出,本發明所提供的穩定劑,相對於習知技術有更大的優勢,對混合液晶能提供更好熱抗性,從而為滿足TFT顯示對混合液晶越來越高的可靠性要求提供更好的保障。
本發明實施例所提供的式Ⅰ所代表的化合物作為添加劑應用於液晶組合物中,是在液晶組合物組分中額外添加,例如,添加1%的式Ⅰ-a-1,則表示為:
其他組分: 100%
式Ⅰ-a-1: 1%。
實施例10
實施例11
實施例12
實施例13
實施例14
實施例15
實施例16
實施例17
實施例18
由以上實施例可以看出:本發明的液晶組合物具有較低的旋轉黏度γ1,用於液晶顯示,可以實現快速應答,同時具有適中的介電異方性Δε、適中的光學異方性Δn、高的對熱的穩定性。尤其適合於TN、IPS、VA模式用液晶材料。
第1圖為式Ⅰ-a-1所示化合物的質譜圖。
第2圖為式Ⅰ-b-1所示化合物的質譜圖。

Claims (11)

  1. 一種式Ⅰ所示穩定劑,Ⅰ 其中,M表示環戊基、環丁基或環丙基; Z1 、Z2 各自獨立地表示單鍵、-CH2 -、-CH2 CH2 -、-O-、-CH2 O-、-OCH2 -或-COO-;表示和/或中的一種或兩種; n表示0、1或2。
  2. 如申請專利範圍第1項所述之穩定劑,其中該式Ⅰ所示穩定劑選自如下結構:Ⅰ-aⅠ-bⅠ-c 其中,M代表環戊基、環丁基或環丙基;表示; Z1 、Z2 各自獨立地表示單鍵、-CH2 -、-CH2 CH2 -、-O-、-CH2 O-、-OCH2 -或-COO-。
  3. 如申請專利範圍第2項所述之穩定劑,其中該式Ⅰ-a所示穩定劑選自如下結構:Ⅰ-a-1Ⅰ-a-2Ⅰ-a-3Ⅰ-a-4Ⅰ-a-5Ⅰ-a-6Ⅰ-a-7Ⅰ-a-8Ⅰ-a-9Ⅰ-a-10Ⅰ-a-11Ⅰ-a-12Ⅰ-a-13Ⅰ-a-14Ⅰ-a-15Ⅰ-a-16Ⅰ-a-17Ⅰ-a-18; 該式Ⅰ-b所示穩定劑選自如下結構:Ⅰ-b-1Ⅰ-b-2Ⅰ-b-3 該式Ⅰ-c所示穩定劑選自如下結構:Ⅰ-c-1Ⅰ-c-2Ⅰ-c-3Ⅰ-c-4Ⅰ-c-5Ⅰ-c-6Ⅰ-c-7Ⅰ-c-8Ⅰ-c-9Ⅰ-c-10Ⅰ-c-11Ⅰ-c-12Ⅰ-c-13Ⅰ-c-14Ⅰ-c-15。
  4. 一種包含如申請專利範圍第1項至第3項中任一項所述之穩定劑的液晶組合物,其中該液晶組合物包含式Ⅱ1至Ⅱ14所示化合物中的一種或多種化合物;Ⅱ-1Ⅱ-2Ⅱ-3Ⅱ-4Ⅱ-5Ⅱ-6Ⅱ-7Ⅱ-8Ⅱ-9Ⅱ-10Ⅱ-11Ⅱ-12Ⅱ-13Ⅱ-14 其中,R0、R0’、R1、R1’、R2、R2’、R3、R3’各自獨立地表示碳原子數為1-10的烷基、碳原子數為2-10的烯基或碳原子數為1-10的烷氧基,其中任意的-CH2 -能被-O-取代,任意的氫能被F取代; (F)各自獨立地表示H或F。
  5. 如申請專利範圍第4項所述之液晶組合物,其中該液晶組合物中式Ⅰ所示化合物總質量百分比含量為0.001-5%;式Ⅱ-1至Ⅱ-10所示化合物總質量百分比含量為1-60%;Ⅱ-11至Ⅱ-14所示化合物質量百分比含量為0-30%; 其中,R0、R2各自獨立地表示碳原子數為1-5的烷基或碳原子數為2-5的烯基,R1,R3各自獨立地表示碳原子數為1-5的烷基或烷氧基。
  6. 如申請專利範圍第4項所述之液晶組合物,其中該液晶組合物為正型液晶組合物,其進一步包含一種或多種式Ⅲ所示化合物Ⅲ 其中,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,且R4 中任一個或多個CH2 可以被環戊基、環丁基或環丙基替代;各自獨立地表示:和/或中的一種或兩種; m表示1或2; Z3 、Z4 各自獨立地表示單鍵、-CF2 O-、-CH2 CH2 -或-CH2 O-; Y2 表示F、氟取代的碳原子數為1-5的烷基、氟取代的碳原子數為1-5的烷氧基、氟取代的碳原子數為2-5的鏈烯基或氟取代的碳原子數為3-8的鏈烯氧基。
  7. 如申請專利範圍第6項所述之液晶組合物,其中該一種或多種式Ⅲ所示化合物為Ⅲ1-Ⅲ22所示化合物中的一種或多種化合物Ⅲ1Ⅲ2Ⅲ3Ⅲ4Ⅲ5Ⅲ6Ⅲ7Ⅲ8Ⅲ9Ⅲ10Ⅲ11Ⅲ12Ⅲ13Ⅲ14Ⅲ15Ⅲ16Ⅲ17Ⅲ18Ⅲ19Ⅲ20Ⅲ21Ⅲ22 其中,X1 、X2 各自獨立的表示H或F,且不能同時為F,也不能同時為H; R4 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,且R4 中任一個CH2 可以被環戊基、環丁基或環丙基替代; (F)各自獨立地表示H或F; Y2 各自獨立地表示F、氟取代的碳原子數為1-5的烷基、氟取代的碳原子數為1-5的烷氧基、氟取代的碳原子數為2-5的鏈烯基或氟取代的碳原子數為3-8的鏈烯氧基。
  8. 如申請專利範圍第4項所述之液晶組合物,其中該液晶組合物為負型液晶組合物,其進一步包含一種或多種式Ⅳ所示的化合物Ⅳ 其中,R5 、R6 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,且R5 、R6 中任一個CH2 可以被環戊基、環丁基或環丙基替代; Z5 、Z6 各自獨立地表示單鍵、-CH2 CH2 -、-CH2 O-;各自獨立地表示其中一種; m表示1或2; n表示0、1或2。
  9. 如申請專利範圍第8項所述之液晶組合物,其中該一種或多種式Ⅳ所示的化合物為Ⅳ1-Ⅳ11所示化合物中的一種或多種化合物Ⅳ1Ⅳ2Ⅳ3Ⅳ4Ⅳ5Ⅳ6Ⅳ7Ⅳ8Ⅳ9Ⅳ10Ⅳ11 其中,R5 、R6 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,且R5 、R6 中任一個CH2 可以被環戊基、環丁基或環丙基替代。
  10. 如申請專利範圍第4項至9項中任一項所述之液晶組合物,其中該液晶組合物為負型液晶組合物,其進一步包含一種或多種式Ⅴ所示的化合物Ⅴ 其中,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,且R7 、R8 中任一個CH2 可以被環戊基、環丁基或環丙基替代。
  11. 一種包含如申請專利範圍第4項至第10項中任一項所述之液晶組合物的液晶顯示元件,其中該液晶顯示元件為主動矩陣顯示元件,或者被動矩陣顯示元件。
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI826484B (zh) * 2018-08-04 2023-12-21 大陸商石家莊誠志永華顯示材料有限公司 化合物、液晶組合物、液晶顯示元件及液晶顯示器

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107557019A (zh) * 2016-06-30 2018-01-09 石家庄诚志永华显示材料有限公司 液晶组合物
WO2019116902A1 (ja) * 2017-12-11 2019-06-20 Dic株式会社 液晶表示素子
CN111315846A (zh) * 2017-12-11 2020-06-19 Dic株式会社 液晶显示元件
CN110396415B (zh) * 2018-04-25 2021-01-26 北京八亿时空液晶科技股份有限公司 一种新型液晶垂直配向剂及其制备方法与应用
JP6564495B1 (ja) * 2018-05-14 2019-08-21 Jnc株式会社 液晶組成物および液晶表示素子
CN115651668A (zh) * 2022-10-31 2023-01-31 重庆汉朗精工科技有限公司 向列相液晶组合物及其应用

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50138050A (zh) * 1974-04-23 1975-11-04
JPH06116556A (ja) * 1992-10-09 1994-04-26 Mitsui Toatsu Chem Inc フェノール系シアニン色素の光安定化剤及び該光安定化剤を含有する光記録媒体
DE19539141B4 (de) * 1995-10-20 2016-07-07 Merck Patent Gmbh 2,6-Di-tert.-butylphenole
US6767937B2 (en) * 2001-10-03 2004-07-27 Eastman Kodak Company Stabilizer system for polymer components of displays
JP5306903B2 (ja) * 2008-07-02 2013-10-02 富士フイルム株式会社 インプリント用硬化性組成物、これを用いた硬化物およびその製造方法、並びに、液晶表示装置用部材
DE102009022309A1 (de) * 2009-05-22 2010-11-25 Merck Patent Gmbh Flüssigkristallanzeige
DE102011108708A1 (de) * 2010-09-25 2012-03-29 Merck Patent Gmbh Flüssigkristallanzeigen und flüssigkristalline Medien mit homöotroper Ausrichtung
JP5784746B2 (ja) * 2010-12-10 2015-09-24 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングMerck Patent Gesellschaft mit beschraenkter Haftung 液晶媒体および電気光学的ディスプレイ
CN103030534B (zh) * 2012-11-23 2015-02-04 石家庄诚志永华显示材料有限公司 含有2,3-二氟苯基的负性液晶化合物及其制备方法与应用
CN103254356B (zh) * 2013-04-25 2016-01-13 深圳市华星光电技术有限公司 可聚合混合物及其液晶组合物
US10330981B2 (en) * 2014-11-11 2019-06-25 Samsung Display Co., Ltd. Liquid crystal display device
CN104650923B (zh) * 2015-02-15 2017-10-20 石家庄诚志永华显示材料有限公司 液晶组合物及其应用
CN105295955A (zh) * 2015-09-30 2016-02-03 石家庄诚志永华显示材料有限公司 一种正负混合液晶组合物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI826484B (zh) * 2018-08-04 2023-12-21 大陸商石家莊誠志永華顯示材料有限公司 化合物、液晶組合物、液晶顯示元件及液晶顯示器

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