CN108727252A - 一种并芴化合物及其有机电致发光器件 - Google Patents

一种并芴化合物及其有机电致发光器件 Download PDF

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CN108727252A
CN108727252A CN201810534048.9A CN201810534048A CN108727252A CN 108727252 A CN108727252 A CN 108727252A CN 201810534048 A CN201810534048 A CN 201810534048A CN 108727252 A CN108727252 A CN 108727252A
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张弘
蔡辉
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Changchun Haipurunsi Technology Co Ltd
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Abstract

本发明提供一种并芴化合物及其有机电致发光器件,属于有机光电材料技术领域。该化合物具有式(Ⅰ)所示结构,本发明中的并芴化合物具有较大的共轭平面结构,从而可以提供高的电子流动性;引入缺电子基团吡啶、嘧啶、三嗪类结构,更利于接受电子,使其具有良好的传输性能;引入桥连结构,一方面可以增大化合物分子量,使得到的材料具有高玻璃化转变温度并且能够防止结晶的作用,另一方面使得这类衍生物在空间立体结构上有一定的扭曲,提高其成膜性。将该化合物作为发光层中的主体材料使用而制成的有机电致发光器件,表现出驱动电压低、发光效率高的优点,是性能优良的有机发光材料。

Description

一种并芴化合物及其有机电致发光器件
技术领域
本发明涉及有机光电材料技术领域,具体涉及一种并芴化合物及其有机电致发光器件。
背景技术
随着信息产业的进步,传统的显示器已不能满足人们的要求,如:阴极射线管(cathode ray tube,CRT)显示器体积大、驱动电压高;液晶显示器(liquid crystaldisplay,LCD)亮度低、视角窄、工作温度范围小;等离子显示器(plasma display panel,PDP)造价昂贵、分辨率不高、耗电量大。
有机电致发光二极管(organic light-emitting diodes,OLEDs)作为一种全新的显示技术在各个性能上拥有现有显示技术无以伦比的优势,如具有全固态、自主发光、亮度高、高分辨率、视角宽(170度以上)、响应速度快、厚度薄、体积小、重量轻、可使用柔性基板、低电压直流驱动(3-10V)、功耗低、工作温度范围宽等,使得它的应用市场十分广泛,如照明系统、通讯系统、车载显示、便携式电子设备、高清晰度显示甚至是军事领域。
有机电致发光材料在近些年内不断实现突破,取得了令人瞩目的进展,对传统的显示材料构成了强有力的挑战。柔性OLED商业化以后,目前世界上与之相关的科研及商业力量都在不遗余力的开展这方面的工作。虽然有机电致发光材料研究已经取得巨大的成果,但是OLED在商业化的过程中还有一些亟待解决的问题。
发光材料分为荧光材料和磷光材料,发光层的形成方法是荧光主体材料中掺杂磷光材料(有机金属)的方法和荧光主体材料掺杂荧光(包含氮的有机物)掺杂剂的方法。常用的主体材料概可以分为几种,如空穴传输主体材料、电子传输主体材料、双极主体材料、惰性主体材料、荧光配合物主体材料和磷光配合物主体材料。
在使用磷光材料制备的有机发光器件中,大多使用TPD等含有三苯胺基团材料当作发光层的主体发光材料。然而,这一类材料的热稳定性较差,导致使用磷光材料的有机发光器件的寿命较短,因而降低了此类材料的使用程度。如何设计新的性能更好的材料进行调节,一直是本领域技术人员亟待解决的问题。
发明内容
本发明的目的是提供一种并芴化合物及其有机电致发光器件,本发明中的并芴化合物具有较大的共轭平面结构从而可以提供高的电子流动性;引入缺电子基团,更利于接受电子;引入桥连结构,增大化合物分子量,使得到的材料具有高玻璃化转变温度并且能够防止结晶的作用。将该化合物作为发光层中的主体材料使用而制成的有机电致发光器件,表现出驱动电压低、发光效率高的优点,是性能优良的有机发光材料。
本发明首先提供一种并芴化合物,具有如下通式(Ⅰ)所示结构:
A由通式(Ⅱ)表示:
其中R选自甲基、乙基、丙基、异丙基、丁基、叔丁基、正己基、苯基、联苯基或两个R连接成环;
X相同或者不同的选自CR3或者N,其中R3相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
L选自单键、取代或未取代的C6-C30的二价芳基、取代或未取代的C3~C30的二价杂芳基中的一种;
B由通式(Ⅲ)表示:
其中R1、R2独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
X1相同或者不同的选自CR4或者N,并且至少一个为N,其中R4相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
优选的,所述的A选自如下所示结构中的任意一种:
优选的,所述L选自单键或者如下所示结构中的任意一种:
优选的,所述B由通式(Ⅲ-a)、(Ⅲ-b)或(Ⅲ-c)表示:
其中R1、R2、R3独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
优选的,所述的并芴化合物选自如下所示结构中的任意一种:
本发明还提供一种有机电致发光器件,所述有机电致发光器件包括阳极、阴极以及位于所述阳极与所述阴极之间的若干个有机功能层,所述的有机功能层含有所述的并芴化合物任意一种或至少两种的组合。
优选的,所述有机功能层包括发光层,所述发光层包括所述的并芴化合物的任意一种或至少两种的组合。
优选的,所述并芴化合物在发光层中用作主体材料。
本发明的有益效果:
为了解决现有技术中磷光主体材料的热稳定性差,使用寿命短等问题,本发明首先提供一种含有并芴结构的化合物,该化合物具有式(Ⅰ)所示结构。本发明中的并芴化合物具有较大的共轭平面结构,从而可以提供高的电子流动性;引入缺电子基团吡啶、嘧啶、三嗪类结构,更利于接受电子,使其具有良好的传输性能;引入桥连结构,一方面可以增大化合物分子量,使得到的材料具有高玻璃化转变温度并且能够防止结晶的作用,另一方面使得这类衍生物在空间立体结构上有一定的扭曲,提高其成膜性。将该化合物作为发光层中的主体材料使用而制成的有机电致发光器件,表现出驱动电压低、发光效率高的优点,是性能优良的有机发光材料。
具体实施方式
为了进一步理解本发明,下面结合实施例对本发明优选实施方案进行描述,但是应当理解,这些描述只是为进一步说明本发明的特征和优点,而不是对本发明权利要求的限制。
需要说明的是,除非另有规定,本发明所使用的科技术语的含义与本领域技术人员通常所理解的含义相同。
本发明所述烷基是指烷烃分子中少掉一个氢原子而成的烃基,其可以为直链烷基、支链烷基或环烷基,实例可包括甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基、戊基、异戊基、环戊基、环己基等,但不限于此。
本发明所述芳基是指芳烃分子的芳核碳上去掉一个氢原子后,剩下一价基团的总称,其可以为单环芳基或稠环芳基,实例可包括苯基、联苯基、萘基、蒽基、菲基或芘基等,但不限于此。
本发明所述杂芳基是指芳基中一个或多个芳核碳被杂原子替代得到的基团的总称,所述杂原子包括但不限于氧、硫、氮或硅原子,所述杂芳基可以为单环或稠环,实例可包括吡啶基、吩噻嗪基、吩恶嗪基、嘧啶基、苯并嘧啶基、咔唑基、三嗪基、苯并噻唑基、苯并咪唑基、吖啶基等,但不限于此。
本发明所述的二价芳基是指芳烃分子的两个芳核碳上各去掉一个氢原子后,剩下的二价基团的总称,其可以为二价单环芳基或二价稠环芳基,例如可选自亚苯基、亚联苯基、亚三联苯基、亚萘基、亚蒽基、亚菲基、亚芘基、亚芴基或亚苯并菲基等,但不限于此。
本发明所述二价杂芳基是指二价芳基中的一个或多个芳核碳被杂原子替换得到的基团的总称,所述杂原子包括但不限于氧、硫或氮原子,所述二价杂芳基可以为二价单环杂芳基或二价稠环杂芳基,例如可以选自亚吡啶基、亚喹啉基、亚咔唑基、亚噻吩基、亚苯并噻吩基、亚呋喃基、亚苯并呋喃基、亚嘧啶基、亚苯并嘧啶基、亚咪唑基或亚苯并咪唑基等,但不限于此。
本发明所述的二价芳基是指芳烃分子的两个芳核碳上各去掉一个氢原子后,剩下的二价基团的总称,其可以为二价单环芳基或二价稠环芳基,例如可选自亚苯基、亚联苯基、亚三联苯基、亚萘基、亚蒽基、亚菲基、亚芘基、亚芴基或亚苯并菲基等,但不限于此。
本发明所述二价杂芳基是指二价芳基中的一个或多个芳核碳被杂原子替换得到的基团的总称,所述杂原子包括但不限于氧、硫或氮原子,所述二价杂芳基可以为二价单环杂芳基或二价稠环杂芳基,例如可以选自亚吡啶基、亚喹啉基、亚咔唑基、亚噻吩基、亚苯并噻吩基、亚呋喃基、亚苯并呋喃基、亚嘧啶基、亚苯并嘧啶基、亚咪唑基或亚苯并咪唑基等,但不限于此。
本发明所述取代的烷基、取代的芳基、取代的杂芳基等中,所述取代基可以独立的选自氘原子、氰基、硝基、卤素原子、C1-C10的烷基、C1-C10的烷氧基、C1-C10的烷硫基、C6-C30的芳基、C6-C30的芳氧基、C6-C30的芳硫基、C3-C30的杂芳基,C1~C30的硅烷基、C2~C10的烷胺基、C6~C30的芳胺基等,例如氘原子、氰基、硝基、卤素、甲基、乙基、丙基、异丙基、叔丁基、甲氧基、甲硫基、苯基、联苯基、三联苯基、萘基、蒽基、菲基、苯并菲基、苝基、芘基、芴基、9,9-二甲基芴基、苯甲基、苯氧基、苯硫基、二苯胺基、二甲胺基、咔唑基、9-苯基咔唑基、呋喃基、噻吩基、三苯基硅基、三甲基硅基、三氟甲基、吩噻嗪基、吩噁嗪基、吖啶基、哌啶基、吡啶基、吡嗪基、三嗪基、嘧啶基等,但不限于此。
本发明首先提供一种并芴化合物,具有如式(I)所示的结构式:
A由通式(Ⅱ)表示:
其中R选自甲基、乙基、丙基、异丙基、丁基、叔丁基、正己基、苯基、联苯基或两个R连接成环;
X相同或者不同的选自CR3或者N,其中R3相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
L选自单键、取代或未取代的C6-C30的二价芳基、取代或未取代的C3~C30的二价杂芳基中的一种;
B由通式(Ⅲ)表示:
其中R1、R2独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
X1相同或者不同的选自CR4或者N,并且至少一个为N,其中R4相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
优选的,所述的A选自如下所示结构中的任意一种:
优选的,所述L选自单键或者如下所示结构中的任意一种:
优选的,所述B由通式(Ⅲ-a)、(Ⅲ-b)或(Ⅲ-c)表示:
其中R1、R2、R3独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
优选的,所述的并芴化合物选自如下所示结构中的任意一种:
以上列举了本发明所述并芴化合生物的一些具体的结构形式,但本发明并不局限于所列的这些化学结构,凡是以式(I)所示结构为基础,R、R1、R2、R3为如上所限定的基团都应该包含在内。
本发明所述并芴化合物,其制备方法如下:
含有A的二溴化物和含有L的硼酸酯化合物偶联,将所得化合物与含B的硼酸酯化合物偶联得到所述并芴化合物。
本发明对上述反应没有特殊的限制,采用本领域技术人员所熟知的常规反应即可,该制备方法操作简单,易于生产。
本发明还提供一种有机电致发光器件,所述有机电致发光器件为本领域技术人员所熟知的有机电致发光器件即可,本发明所述有机电致发光器件包括阳极、阴极以及位于所述阳极与阴极之间的若干个有机功能层,所述有机功能层中包括所述的并芴化合物任意一种或至少两种的组合。所述有机功能层可以包括空穴注入层、空穴传输层、电子阻挡层、发光层、空穴阻挡层、电子传输层与电子注入层中的至少一层,优选所述有机功能层包括发光层,所述发光层包括所述的并芴化合物的任意一种或至少两种的组合。更优选所述并芴化合物在发光层中用作主体材料。
本发明对以下实施例中所采用的原料的来源没有特别的限制,可以为市售产品或采用本领域技术人员所熟知的制备方法制备得到。
实施例1:
化合物1的制备
中间体A的制备
将1-1(31.81g,100.00mmol)加入50.0mL浓硫酸中,室温搅拌2h,发现反应液颜色变黄,缓慢加入300.0mL水中,再用氢氧化钠中和反应液到中性,有固体析出,冷却后抽滤得固体1-2(21.18g,75.56mmol)。将1-2溶于150ml乙二醇中,加入40ml 30%的水合肼回流反应,将反应液冷却后倒入水中,过滤沉淀得到白色固体1-3(14.29g,56.12mmol)。将1-3溶于150mL甲苯中,加入30g 1-4,1.5g四丁基溴化胺,回流,冷却过滤柱层析得到白色粉末(14.76g,47.55mmol)。最后将其溴代,将白色粉末溶于100.0mL三氯甲烷中,加入1.0g无水氯化铁,零度滴加20.0mL液溴,反应完毕,用亚硫酸钠饱和溶液洗涤多次反应液,旋干,得白色固体中间体A(18.83g,40.22mmol)。
化合物1的制备
氩气氛下,将1-6(20.51g,100mmol)、中间体A(23.30g,50mmol)、四(三苯基膦)钯(0.35g,0.3mmol)、甲苯(43ml)、碳酸钠水溶液(2M,21ml)加入烧瓶中,回流反应8小时,冷却至室温,用甲苯萃取,有机相用饱和食盐水洗涤,有机相干燥后,用柱层析法纯化,得到化合物1 17.42g,产率75%。质谱m/z:464.61(计算值:464.62)。理论元素含量(%)C34H28N2:C,87.90;H,6.07;N,6.03实测元素含量(%):C,87.91;H,6.08;N,6.02。上述证实获得产物为目标产物1。
实施例2:
化合物10的制备
中间体A的制备
与实施例1中中间体A的制备相同。
化合物10-6的制备
将10-6-a(5.68g,20mmol)、联硼酸频那醇酯(6.22g,24mmol)、1,1’-双(二苯基膦)-二茂铁-二氯化钯(II)二氯甲烷络合物(0.49g,0.6mmol)、乙酸钾(5.90g,60mmol)和79ml甲苯在回流下反应16小时,冷却,加入26ml水,搅拌30分钟,分离出有机相,通过短硅藻土床过滤,随后将有机溶剂蒸掉,所得粗品在庚烷/甲苯中重结晶;氩气氛下,将所得固体(6.64g,15mmol)、10-6-c(4.21g,14.3mmol)、四(三苯基膦)钯(0.35g,0.3mmol)、甲苯(43ml)、碳酸钠水溶液(2M,21ml)加入烧瓶中,回流反应8小时,冷却至室温,用甲苯萃取,有机相用饱和食盐水洗涤,有机相干燥后,用柱层析法纯化,得到化合物10-6。
化合物10的制备
氩气氛下,将10-6(20.51g,100mmol)、中间体A(23.30g,50mmol)、四(三苯基膦)钯(0.35g,0.3mmol)、甲苯(43ml)、碳酸钠水溶液(2M,21ml)加入烧瓶中,回流反应8小时,冷却至室温,用甲苯萃取,有机相用饱和食盐水洗涤,有机相干燥后,用柱层析法纯化,得到化合物10 31.08g,产率78%。质谱m/z:796.31(计算值:796.32)。理论元素含量(%)C58H40N2O2:C,87.41;H,5.06;N,3.52;O,4.01实测元素含量(%):C,87.42;H,5.07;N,3.53;O,4.02。上述证实获得产物为目标产物10。
实施例3:
化合物24的制备
化合物24的制备
将实施例2中的1-4替换为如上所示24-4,10-6-C替换为如上所示24-6-C,得到化合物24。质谱m/z:1003.31(计算值:1003.32)。理论元素含量(%)C74H58N4:C,88.59;H,5.83;N,5.58实测元素含量(%):C,88.58;H,5.82;N,5.59。上述证实获得产物为目标产物24。
实施例4:
化合物36的制备
化合物36的制备
将实施例2中的1-4替换为如上所示36-4,10-6-a替换为如上所示36-6-a,10-6-c替换为如上所示36-6-c,得到化合物36。质谱m/z:965.21(计算值:965.23)。理论元素含量(%)C74H48N2:C,92.08;H,5.01;N,2.90实测元素含量(%):C,92.07;H,5.02;N,2.91。上述证实获得产物为目标产物36。
实施例5:
化合物47的制备
化合物47的制备
将实施例2中的1-4替换为如上所示47-4,10-6-a替换为如上所示47-6-a,10-6-c替换为如上所示47-6-c,得到化合物47。质谱m/z:961.18(计算值:961.17)。理论元素含量(%)C74H44N2:C,92.47;H,4.61;N,2.91实测元素含量(%):C,92.46;H,4.63;N,2.92。上述证实获得产物为目标产物47。
实施例6:
化合物57的制备
中间体A的制备
与实施例1中中间体A的制备相同。
化合物57-6的制备
在氮气的保护下,向2L反应釜中加入57-6-a(31.68g,100.08mmol),57-6-b(20.41g,100.08mmol),碳酸钾(1.24g,9.00mmol),甲苯200mL搅拌。反应釜内温度升到70℃,加入Pd(PPh3)4(1.04g,0.90mmol),蒸馏水100mL搅拌,搅拌回流11h,充分反应。加入70mL蒸馏水终止反应后,减压过滤,用蒸馏水洗涤固体,然后用丙酮,甲苯,THF来重结晶,得到固体后再升华,甲苯重结晶,得到固体57-6-c;将三叔丁基膦(4.4mL的1.0M的甲苯溶液,1.48g,0.05mmol)、醋酸钯(0.4g,1.83mmol)和叔丁醇钠(52.7g,549mmol)添加至固体57-6-c(31.40g,100.00mmol)和化合物57-6-d(16.72g,100.00mmol)在脱气甲苯(500mL)中的溶液,并且将该混合物在回流下加热2小时。将该反应混合物冷却至室温,用甲苯稀释并且经由硅藻土过滤。将该滤液用水稀释,并用甲苯提取,并且合并有机相,将其在真空下进行蒸发。将该残余物经由硅胶(庚烷/二氯甲烷)进行过滤,并从异丙醇中结晶,得到化合物57-6-e。
将57-6-e(8.01g,20mmol)、联硼酸频那醇酯(6.22g,24mmol)、1,1’-双(二苯基膦)-二茂铁-二氯化钯(II)二氯甲烷络合物(0.49g,0.6mmol)、乙酸钾(5.90g,60mmol)和79ml甲苯在回流下反应16小时,冷却,加入26ml水,搅拌30分钟,分离出有机相,通过短硅藻土床过滤,随后将有机溶剂蒸掉,所得粗品在庚烷/甲苯中重结晶,得到化合物57-6 6.71g,产率75%。
化合物57的制备
与实施例1中化合物1的制备相同。
质谱m/z:796.97(计算值:796.98)。理论元素含量(%)C58H40N2O2:C,87.41;H,5.06;N,3.52;O,4.02实测元素含量(%):C,87.42;H,5.07;N,3.53;O,4.03。上述证实获得产物为目标产物57。
实施例7:
化合物82的制备
化合物82的制备
将实施例57中的57-6替换为如上所示82-6,得到化合物82。质谱m/z:772.96(计算值:772.98)。理论元素含量(%)C54H40N6:C,83.91;H,5.22;N,10.87实测元素含量(%):C,83.92;H,5.23;N,10.86。上述证实获得产物为目标产物82。
实施例8:
化合物106的制备
中间体A的制备
与实施例1中中间体A的制备相同。
化合物106的制备
在氮气的保护下,向2L反应釜中加入中间体A(46.82g,100.08mmol),106-6(28.31g,100.08mmol),碳酸钾(1.24g,9.00mmol),甲苯200mL搅拌。反应釜内温度升到70℃,加入Pd(PPh3)4(1.04g,0.90mmol),蒸馏水100mL搅拌,搅拌回流11h,充分反应。加入70mL蒸馏水终止反应后,减压过滤,用蒸馏水洗涤固体,然后用丙酮,甲苯,THF来重结晶,得到固体后再升华,甲苯重结晶,得到化合物106-7;重复上述过程,得到化合物106 46.56g,产率75%。
质谱m/z:620.76(计算值:620.77)。理论元素含量(%)C42H32N:C,81.27;H,5.20;N,13.54实测元素含量(%):C,81.28;H,5.21;N,13.53。上述证实获得产物为目标产物106。
实施例9:
化合物115的制备
化合物115的制备
将实施例8中的57-4替换为如上所示115-4,106-8替换为如上所示115-8,得到化合物115。质谱m/z:981.26(计算值:981.27)。理论元素含量(%)C70H56N6:C,85.68;H,5.75;N,8.56实测元素含量(%):C,85.67;H,5.76;N,8.57。上述证实获得产物为目标产物115。
实施例10:
化合物120的制备
化合物120的制备
将实施例8中的106-6替换为如上所示120-6,106-8替换为如上所示120-8,得到化合物120。质谱m/z:1053.22(计算值:1053.23)。理论元素含量(%)C70H52F4N6:C,79.83;H,4.98;N,7.98;F,7.22实测元素含量(%):C,79.82;H,4.97;N,7.97;F,7.21。上述证实获得产物为目标产物120。
[对比应用实施例]
将透明阳极电极ITO基板分别用去离子水、丙酮、乙醇超声清洗各15分钟,然后在等离子清洗器中清洗2分钟,干燥并且抽真空至5×10-5Pa。随后将处理后的ITO基板进行蒸镀。首先蒸镀一层HAT-CN作为空穴传输层,蒸镀速率为0.1nm/s,蒸镀厚度为10nm。然后是发光层的蒸镀,混合蒸镀所述有机发光层材料CBP/Ir(ppy)3,作为绿光磷光掺杂材料,掺杂浓度为5%,蒸镀速率为0.005nm/s,蒸镀厚度为30nm,随后蒸镀50nm的TPBI作为电子传输层,蒸镀速率为0.01nm/s,在电子传输层上真空蒸镀Al层作为阴极,厚度为30nm。
[应用实施例1-10]
将对比应用实施例中的CBP换成应用实施例1-10中的所示化合物1、10、24、36、47、57、82、106、115、120。
表1为本发明实施例制备的化合物以及比较物质制备的发光器件的发光特性测试结果。
[表1]发光器件的发光特性测试
以上结果表明,本发明的化合物作为绿光主体材料,应用于有机电致发光器件中,发光效率高,是性能良好的有机发光材料。
虽然本发明用示范性实施方案进行了特别的描述,但应该理解在不偏离权利要求所限定的本发明的精神与范围的情况下,本领域普通技术人员可对其进行各种形式和细节上的改变。

Claims (8)

1.一种并芴化合物,其特征在于,具有如下通式(Ⅰ)所示结构:
A由通式(Ⅱ)表示:
其中R选自甲基、乙基、丙基、异丙基、丁基、叔丁基、正己基、苯基、联苯基或两个R连接成环;
X相同或者不同的选自CR3或者N,其中R3相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
L选自单键、取代或未取代的C6-C30的二价芳基、取代或未取代的C3~C30的二价杂芳基中的一种;
B由通式(Ⅲ)表示:
其中R1、R2独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种;
X1相同或者不同的选自CR4或者N,并且至少一个为N,其中R4相同或者不同的选自H、卤素、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
2.根据权利要求1所述并芴化合物,其特征在于,所述的A选自如下所示结构中的任意一种:
3.根据权利要求1所述并芴化合物,其特征在于,L选自单键或者如下所示结构中的任意一种:
4.根据权利要求1所述并芴化合物,其特征在于,B由通式(Ⅲ-a)、(Ⅲ-b)或(Ⅲ-c)表示:
其中R1、R2、R4独立的选自氢、取代或未取代的C1-C30烷基、取代或未取代的C6-C30的芳基、取代或未取代的C3~C30的杂芳基中的一种。
5.根据权利要求1所述并芴化合物,其特征在于所述的并芴化合物选自如
6.一种有机电致发光器件,包括阳极、阴极以及位于所述阳极与所述阴极之间的若干个有机功能层,其特征在于,所述有机功能层中包括权利要求1~5任一项所述的并芴化合物任意一种或至少两种的组合。
7.根据权利要求6所述的一种有机电致发光器件,其特征在于,所述有机功能层包括发光层,所述发光层包括权利要求1~5任一项所述的并芴化合物的任意一种或至少两种的组合。
8.根据权利要求6所述的一种有机电致发光器件,其特征在于,所述并芴化合物在发光层中用作主体材料。
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Cited By (3)

* Cited by examiner, † Cited by third party
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CN108358918A (zh) * 2018-04-25 2018-08-03 长春海谱润斯科技有限公司 一种芘衍生物及其有机电致发光器件
CN108358919A (zh) * 2018-04-25 2018-08-03 长春海谱润斯科技有限公司 一种菲衍生物及其有机电致发光器件
CN108440524A (zh) * 2018-04-25 2018-08-24 长春海谱润斯科技有限公司 一种三亚苯衍生物及其有机电致发光器件

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108358918A (zh) * 2018-04-25 2018-08-03 长春海谱润斯科技有限公司 一种芘衍生物及其有机电致发光器件
CN108358919A (zh) * 2018-04-25 2018-08-03 长春海谱润斯科技有限公司 一种菲衍生物及其有机电致发光器件
CN108440524A (zh) * 2018-04-25 2018-08-24 长春海谱润斯科技有限公司 一种三亚苯衍生物及其有机电致发光器件

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