CN108623515A - 含有不饱和含氮杂环的二氢蒽类化合物、有机电致发光器件及显示装置 - Google Patents

含有不饱和含氮杂环的二氢蒽类化合物、有机电致发光器件及显示装置 Download PDF

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CN108623515A
CN108623515A CN201810261021.7A CN201810261021A CN108623515A CN 108623515 A CN108623515 A CN 108623515A CN 201810261021 A CN201810261021 A CN 201810261021A CN 108623515 A CN108623515 A CN 108623515A
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organic electroluminescence
electroluminescence device
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Wang Meini
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Abstract

本发明涉及显示技术领域,特别是涉及一种含有不饱和含氮杂环的二氢蒽类化合物、有机电致发光器件及显示装置。根据本发明的化合物如式(I)所示:

Description

含有不饱和含氮杂环的二氢蒽类化合物、有机电致发光器件 及显示装置
技术领域
本发明涉及显示技术领域,特别是涉及一种含有不饱和含氮杂环的二氢蒽类化合物、有机电致发光器件及显示装置。
背景技术
有机电致发光器件(Organic Light Emitting Display,简称OLED)作为新型的平板显示器,与液晶显示器(Liquid Crystal Display,简称LCD)相比,具有薄、轻、宽视角、主动发光、发光颜色连续可调、成本低、响应速度快、能耗小、驱动电压低、工作温度范围宽、生产工艺简单、发光效率高及可柔性显示等优点,得到了产业界和科学界的极大关注。
有机电致发光器件的发展促进了人们对有机电致发光材料的研究。相对于无机发光材料,有机电致发光材料具有以下优点:有机材料加工性能好,可通过蒸镀或者旋涂的方法在任何基板上成膜;有机分子结构的多样性使得可以通过分子结构设计及修饰的方法来调节有机材料的热稳定性、机械性能、发光及导电性能,使得材料有很大的改进空间。
有机电致发光的产生靠的是在有机半导体材料中传输的载流子(电子和空穴)的重组。众所周知,有机材料的导电性很差,有机半导体中没有延续的能带,载流子的传输常用跳跃理论来描述。为了能使有机电致发光器件在应用方面达到突破,必须克服有机材料电荷注入及传输能力差的困难。科学家们通过器件结构的调整,例如增加器件有机材料层的数目,并且使不同的有机层扮演不同的功能层,例如有的功能材料可以促进电子从阴极注入,有的功能材料可以促进空穴从阳极注入,有的材料可以促进电荷的传输,有的材料则能起到阻挡电子或者空穴传输的作用,当然在有机电致发光器件里最重要的各种颜色的发光材料也要达到与相邻功能材料相匹配的目的,因此,效率好寿命长的有机电致发光器件通常是器件结构以及各种有机材料优化搭配的结果,这就为化学家们设计开发各种结构的功能化材料提供了极大的机遇和挑战。
现有的有机电致发光器件一般包括从上至下依次排列的阴极、电子注入层、电子传输层(Electron transport Layer,简称ETL)、有机发光层(Emitting Layer,简称EML)、空穴传输层、空穴注入层、阳极和基底。有机电致发光器件效率的提高,主要是在有机发光层内尽量提高激子的形成几率,因此有机电致发光器件的有机发光层和与之相邻的空穴传输层的材料对有机电致发光器件的发光效率和亮度起到至关重要的作用。而现有技术中的空穴传输层或有机发光层使有机电致发光器件具有较高的驱动电压和较低的发光效率。
发明内容
本发明提供了一种含有不饱和含氮杂环的二氢蒽类化合物、包含该化合物的有机电致发光器件及具有该有机电致发光器件的显示装置,用以解决现有技术中有机电致发光器件的高驱动电压和低发光效率的问题。
根据本发明的一方面,提供了一种含有不饱和含氮杂环的二氢蒽类化合物,该化合物如式(I)所示:
其中Ar1,Ar2选自含碳原子3~60的不饱和的含氮杂环、碳原子12~40的不饱和的含氧杂环;Ar3,Ar4分别独立地选自总碳原子数为6~30的由碳和氢组成的芳香烃基;并且Ar1,Ar2,Ar3,Ar4可以被含碳原子1-30的脂肪族烷基、含碳原子1-30的脂肪族烷氧基、碳原子6-20的由碳和氢组成的芳香基所取代;
并且Ar1、Ar2被碳原子6-20的由碳和氢组成的芳香基取代时,可以Ar1、Ar2直接和二氢蒽环上的C原子连接,也可以是Ar1、Ar2通过碳原子6-20的由碳和氢组成的芳香基和二氢蒽环上的C原子连接,举例说明如下:
当Ar1、Ar2选自吡啶基,碳原子6-20的由碳和氢组成的芳香基选自苯基时,Ar1、Ar2直接和二氢蒽环上的C原子连接时,所得到的化合物如式(II)所示:
当Ar1、Ar2选自吡啶基,碳原子6-20的由碳和氢组成的芳香基选自苯基时,Ar1、Ar2通过碳原子6-20的由碳和氢组成的芳香基和二氢蒽环上的C原子连接,所得到的化合物如式(III)所示:
进一步的,Ar3,Ar4选自:B-1:
其中,Ar7、Ar8、Ar9分别独立地选自总碳原子数为6~30的由碳和氢组成的芳香烃基,m选自0或者1;其中*表示B-1和式(I)所示化合物中N原子连接的位置。
优选的,Ar1、Ar2选自:吡啶基、喹啉基、异喹啉基、嘧啶基、三嗪基、苯并咪唑基、二苯并呋喃基、苯并苯并呋喃基、二萘并呋喃基,所述Ar1、Ar2可以被甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、环丙基、环丁基、环戊基、环己基、二环己基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基、环丙氧基、环丁氧基、环戊氧基、环己氧基、二环己氧基、苯基、联苯基、萘基、蒽基、菲基、三亚苯基取代;含碳原子1-30的脂肪族烷基选自:甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、环丙基、环丁基、环戊基、环己基、二环己基;含碳原子1-30的脂肪族烷氧基选自:甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基、环丙氧基、环丁氧基、环戊氧基、环己氧基、二环己氧基;碳原子6-20的由碳和氢组成的芳香基选自:苯基、联苯基、萘基、蒽基、菲基、三亚苯基;总碳原子数为6~30的由碳和氢组成的芳香烃基选自:苯基、联苯基、三联苯基、萘基、蒽基、菲基、三亚苯基、芘基、芴基、荧蒽基、茚并芴基、环戊并菲基、螺芴基、苯并芴基、二苯并芴基、萘并蒽基、苯并蒽基。
可选地,根据本发明的含有不饱和含氮杂环的二氢蒽类化合物选自:
需要说明的是,以上所列具体结构中,相邻基团的连接方式均为唯一的,例如在P-20中,二氢蒽环上连接的苯环对位被二苯并呋喃取代,实际上,二氢蒽环上连接的苯环的间位被二苯并呋喃取代,和二氢蒽环上连接的苯环的邻位被二苯并呋喃取代所形成的化合物,如下(a)、(b)所示:
均可以达到本发明的效果,属于本发明所要公开并保护的内容。此类取代
位置的变更,并没有改变本发明化合物的主体结构,没有影响到本发明化合物
的应用技术效果。
因此,在本发明通式(I)
中,Ar1,Ar2,Ar3,Ar4所代表的结构内部不同或者相同基团之间连接方式的变更,均属于本发明的公开并保护的范围之内。
根据本发明的另一方面,提供了一种有机电致发光器件,所述有机电致发光器件包含根据本发明所述的含有不饱和含氮杂环的二氢蒽类化合物。
可选地,所述有机电致发光器件的有机发光层的主体材料、空穴传输层的材料、空穴注入材料或者电子传输材料为根据本发明的含有不饱和含氮杂环的二氢蒽类化合物。
可选地,根据本发明的有机电致发光器件,所述有机发光层为蓝色发光层、绿色发光层、黄色发光层或红色发光层。
根据本发明的另一方面,提供了一种显示装置,该显示装置包括根据本发明的有机电致发光器件。
同时,本发明还提供了一种电子设备,该电子设备含有电子显示屏幕。
进一步的,上述电子设备选自:手机、电脑、平板电脑、手表、VR显示器、数码相机、手环、计数器、电子手表。
本发明的有益效果如下:
将本发明提供的化合物用于有机电致发光器件的空穴传输层、空穴注入层、电子传输层或者有机发光层的主体材料,提高了有机电致发光器件的发光效率、降低了有机电致发光器件的驱动电压。
具体实施方式
具体实施方式仅为对本发明的说明,而不构成对本发明内容的限制,下面将结合具体的实施方式对本发明进行进一步说明和描述。
为了更加详细地说明本发明的化合物,下面将列举上述具体化合物的合成方法对本发明进行进一步的描述。
化合物P-1的合成
(1)中间体M-1的合成:
在1000毫升三口瓶中,氮气保护,加入400毫升四氢呋喃,15.8克(0.1mol)2-溴吡啶,降温至-78℃,缓慢滴加59.4毫升(0.095mol)1.6M的丁基锂的正己烷溶液,加毕于-78℃保温30分钟,控制-78到-70℃,缓慢加入8.32克(0.04mol)蒽醌,加毕,缓慢升值室温,然后加入100毫升36%的盐酸,5毫升95%的硫酸,室温搅拌8小时,加入氢氧化钠溶液调节PH值至中性,加水和二氯甲烷分液,有机层水洗,无水硫酸镁干燥,硅胶柱层析分离,石油醚:乙酸乙酯=5:2(体积比)洗脱分离,得到式M-1所示化合物5.1克,收率31.72%。
对得到的式M-1所示产品进行了质谱检测,得到产品的m/e:402。
对得到的式M-1所示产品进行了核磁检测,得到的核磁解析数据如下:
1HNMR(500MHz,CDCl3):δ8.55(m,2H),δ7.66(m,4H),δ7.52(m,2H),δ7.22(m,2H),δ7.11(m,6H)。
(2)化合物P-1的合成
在250毫升的三口瓶中,在氮气保护下,加入100毫升干燥的甲苯,4.03克(0.01mol)式M-1所示化合物,4.06克(0.024mol)二苯胺,2.5克(0.026mol)叔丁醇钠,0.22克(0.0004mol)双(二亚苄基丙酮)钯,0.78克(0.0004mol)10%的三叔丁基膦的甲苯溶液,加热至回流反应12小时后降至室温,加入稀盐酸,分液,有机层用水洗涤到中性,用无水硫酸镁干燥后,用硅胶柱分离,用石油醚:乙酸乙酯(体积比为5:1)作为洗脱剂进行洗脱,得到式P-1所示的产品2.9克,收率为43.41%。
对得到的化合物P-1,进行质谱检测,产品m/e:668。
对得到的化合物P-1进行了核磁检测,得到的核磁谱图的解析数据如下:
1HNMR(500MHz,CDCl3):δ8.56(m,2H),δ8.7.81(m,4H),δ7.51(m,2H),δ7.40(m,8H),δ7.31(m,8H),δ7.22(m,2H),δ7.16(m,6H),δ7.02(m,4H)。
本发明其他部分化合物的合成
合成方法参照P-1的合成方法,只是根据需要在M-1的合成中,将其中的2-溴吡啶换成溴代物1,在化合物P-1的合成中,将其中的二苯胺换成相应的芳香胺类化合物,对所得到的化合物进行了质谱检测,合成过程所用的原料及产品质谱检测结果见下表:
根据本发明的另一方面,提供了一种有机电致发光器件,该有机电致发光器件的有机发光层的主体材料、空穴传输层的材料或者电子传输材料为根据本发明的化合物。
根据本发明的有机电致发光器件,所述有机发光层为蓝色发光层、绿色发光层、黄色发光层或红色发光层。
有机电致发光器件的典型结构为:基片/阳极/空穴注入层/空穴传输层(HTL)/有机发光层(EL)/电子传输层(ETL)/电子注入层/阴极。有机电致发光器件结构可以为单发光层也可以是多发光层。
其中,基片可以使用传统有机电致发光器件中的基板,如:玻璃或塑料。阳极可以采用透明的高导电性材料,如:铟锡氧(ITO)、铟锌氧(IZO)、二氧化锡(SnO2)、氧化锌(ZnO)。
空穴注入层的空穴注入材料(Hole Injection Material,简称HIM),要求具有高的热稳定性(高的Tg),与阳极有较小的势垒,能真空蒸镀形成无针孔薄膜。常用的HIM均为芳香多胺类化合物,主要是三芳胺类衍生物。
空穴传输层的空穴传输材料(Hole Transport Material,简称HTM),要求具有高的热稳定性(高的Tg),较高的空穴传输能力,能真空蒸镀形成无针孔薄膜。常用的HTM均为芳香多胺类化合物,主要是三芳胺类衍生物。
有机发光层包括主体材料(host)和客体材料,其中客体材料为发光材料,例如染料,主体材料需要具备以下特点:可逆的电化学氧化还原电位,与相邻的空穴传输层及电子传输层相匹配的HOMO能级及LUMO能级,良好且相匹配的空穴及电子传输能力,良好的高的热稳定性及成膜性,以及合适的单线态或者三线态能隙用来控制激子在发光层,还有与相应的荧光染料或者磷光染料间良好的能量转移。有机发光层的发光材料,以染料为例,需要具备以下特点:具有高的荧光或者磷光量子效率;染料的吸收光谱与主体的发射光谱有好的重叠,即主体与染料能量适配,从主体到染料能有效地能量传递;红、绿、蓝的发射峰尽可能窄,以获得好的色纯度;稳定性好,能够进行蒸镀等。
电子传输层的电子传输材料(Electron transport Material,简称ETM)要求ETM有可逆而且足够高的电化学还原电位,合适的HOMO能级和LUMO(Lowest UnoccupiedMolecular Orbital,最低未占分子轨道)能级值使得电子能够更好地注入,而且最好具有空穴阻挡能力;较高的电子传输能力,有好的成膜性和热稳定性。ETM一般为具有缺电子结构的共轭平面的芳香化合物。电子传输层采用Alq3(8-羟基喹啉铝)或者TAZ(3-苯基-4-(1’-萘基)-5-苯-1,2,4-三唑)或者TPBi(1,3,5-三(N-苯基-2-苯并咪唑)苯)或者取自这三种材料的任意两种的搭配。
根据本发明的另一方面,提供了一种显示装置,该显示装置包括根据本发明的有机电致发光器件
由此可见,根据本发明的化合物、有机电致发光器件和显示装置的可选因素较多,根据本发明的权利要求可以组合出不同的实施例。本发明的实施例仅作为对本发明的具体描述,并不作为对本发明的限制。下面将结合含有本发明的化合物的有机电致发光器件作为实施例对本发明进行进一步描述。
本发明中使用的几种材料具体结构见下:
实施例1
以本发明的化合物作为红色磷光OLED有机电致发光器件中的主体材料,作为对比的有机电致发光器件,红光主体材料选用CBP。
有机电致发光器件结构为:ITO/NPB(20nm)/红光主体材料(30nm):Ir(piq)3[5%]/TPBI(10nm)/Alq3(15nm)/LiF(0.5nm)/Al(150nm)。
有机电致发光器件制备过程如下:将涂布了ITO透明导电层的玻璃板在商用清洗剂中超声处理,在去离子水中冲洗,在丙酮:乙醇混合溶剂中超声除油,在洁净环境下烘烤至完全除去水份,用紫外光和臭氧清洗,并用低能阳离子束轰击表面;
把上述带有阳极的玻璃基片置于真空腔内,抽真空至1×10-5~9×10-3Pa,在上述阳极层膜上真空蒸镀空穴传输层NPB,蒸镀速率为0.1nm/s,蒸镀膜厚为20nm;
在空穴传输层之上真空蒸镀发光主体材料和染料,作为有机电致发光器件的发光层,蒸镀速率为0.1nm/s,蒸镀总膜厚为30nm;其中“Ir(piq)3[5%]”是指红光染料的掺杂比例,即红光主体材料与Ir(piq)3的重量份比为100:5;
在发光层之上依次真空蒸镀电子传输层TPBI和Alq3,其蒸镀速率均为0.1nm/s,蒸镀膜厚分别为10nm和15nm;
在电子传输层上真空蒸镀0.5nm的LiF,150nm的Al作为电子注入层和阴极。
有机电致发光器件性能见表1:
表1
由上表可以看到,采用本发明化合作为磷光主体的有机电致发光器件相对于采用CBP作为主体的有机电致发光器件获得了较好的效果,获得了更高的电流效率和较低的驱动电压。
实施例2
以本发明的化合物作为绿色磷光OLED有机电致发光器件中的主体材料,作为对比的有机电致发光器件,绿光主体材料分别选用CBP。
有机电致发光器件结构为:ITO/NPB(20nm)/绿光主体材料(30nm):Ir(ppy)3[7%]/TPBI(10nm)/Alq3(15nm)/LiF(0.5nm)/Al(150nm)。
有机电致发光器件制备过程如下:将涂布了ITO透明导电层的玻璃板在商用清洗剂中超声处理,在去离子水中冲洗,在丙酮:乙醇混合溶剂中超声除油,在洁净环境下烘烤至完全除去水份,用紫外光和臭氧清洗,并用低能阳离子束轰击表面;
把上述带有阳极的玻璃基片置于真空腔内,抽真空至1×10-5~9×10-3Pa,在上述阳极层膜上真空蒸镀空穴传输层NPB,蒸镀速率为0.1nm/s,蒸镀膜厚为20nm;
在空穴传输层之上真空蒸镀发光主体材料和染料,作为有机电致发光器件的发光层,蒸镀速率为0.1nm/s,蒸镀总膜厚为30nm;其中“Ir(ppy)3[7%]”是指绿光染料的掺杂比例,即绿光主体材料与Ir(ppy)3的重量份比为100:7;
在发光层之上依次真空蒸镀电子传输层TPBI和Alq3,其蒸镀速率均为0.1nm/s,蒸镀膜厚分别为10nm和15nm;
在电子传输层上真空蒸镀0.5nm的LiF,150nm的Al作为电子注入层和阴极。
有机电致发光器件性能见表2:
表2
由上表可以看到,采用本发明化合作为磷光主体的有机电致发光器件相对于采用CBP作为主体的有机电致发光器件获得了较好的效果,获得了更高的电流效率和较低的驱动电压。
实施例3
以本发明的化合物作为有机电致发光器件中的空穴传输层,作为对比的有机电致发光器件,空穴传输材料分别选用NPB。
有机电致发光器件结构为:ITO/HIL02(100nm)/HTL(40nm)/EM1(30nm)/ETL(20nm)/LiF(0.5nm)/Al(150nm)。
本实施例中的有机电致发光器件制作中选用玻璃基板,ITO作阳极材料,HIL02作空穴注入层,EM1作有机发光层的主体材料,LiF/Al作电子注入层/阴极材料。
本实施例中的有机电致发光器件制备过程如下:
将涂布了ITO透明导电层(作为阳极)的玻璃基板在清洗剂中进行超声处理,然后在去离子水中冲洗,再在丙酮与乙醇混合溶剂中超声除油,再在洁净环境下烘烤至完全除水,用紫外光和臭氧清洗,并用低能阳离子束轰击表面,以改善表面的性质,提高与空穴传输层的结合能力;
将上述玻璃基板置于真空腔内,抽真空至1×10-5~9×10-3Pa,在阳极上真空蒸镀HIL02作为空穴注入层,蒸镀速率0.1nm/s,蒸镀膜厚为100nm;
在空穴注入层上真空蒸镀空穴传输层,蒸镀速率为0.1nm/s,蒸镀膜厚为40nm;
在空穴传输层之上真空蒸镀EM1作为器件的有机发光层,蒸镀速率为0.1nm/s,蒸镀总膜厚为30nm;
在有机发光层之上真空蒸镀TAZ作为有机电致发光器件的电子传输层;其蒸镀速率为0.1nm/s,蒸镀总膜厚为20nm;
在电子传输层(ETL)上真空蒸镀0.5nm的LiF作为电子注入层;
在电子注入层之上真空蒸镀150nm的铝(Al)作为阴极。
有机电致发光器件性能见表3:
表3
由上表可以看到,利用本发明的化合物作为空穴传输层可以提高有机电致发光器件的发光效率,降低有机电致发光器件的驱动电压。
实施例4
以本发明的化合物作为有机电致发光器件中的电子传输层,作为对比的有机电致发光器件,电子传输材料选用TAZ。
有机电致发光器件结构为:ITO/HIL02(100nm)/NPB(40nm)/EM1(30nm)/ETL(20nm)/LiF(0.5nm)/Al(150nm)。
本实施例中的有机电致发光器件制作中选用玻璃基板,ITO作阳极材料,HIL02作空穴注入层,NPB作空穴传输层,EM1作有机发光层的主体材料,LiF/Al作电子注入层/阴极材料。
本实施例中的有机电致发光器件制备过程如下:
将涂布了ITO透明导电层(作为阳极)的玻璃基板在清洗剂中进行超声处理,然后在去离子水中冲洗,再在丙酮与乙醇混合溶剂中超声除油,再在洁净环境下烘烤至完全除水,用紫外光和臭氧清洗,并用低能阳离子束轰击表面,以改善表面的性质,提高与空穴传输层的结合能力;
将上述玻璃基板置于真空腔内,抽真空至1×10-5~9×10-3Pa,在阳极上真空蒸镀HIL02作为空穴注入层,蒸镀速率0.1nm/s,蒸镀膜厚为100nm;
在空穴注入层上真空蒸镀NPB,蒸镀速率为0.1nm/s,蒸镀膜厚为40nm;
在空穴传输层之上真空蒸镀EM1作为器件的有机发光层,蒸镀速率为0.1nm/s,蒸镀总膜厚为30nm;
在有机发光层之上真空蒸镀电子传输材料,作为有机电致发光器件的电子传输层;其蒸镀速率为0.1nm/s,蒸镀总膜厚为20nm;
在电子传输层(ETL)上真空蒸镀0.5nm的LiF作为电子注入层;
在电子注入层之上真空蒸镀150nm的铝(Al)作为阴极。
有机电致发光器件性能见表4:
表4
由上表可以看到,利用本发明的化合物作为电子传输层可以提高有机电致发光器件的发光效率,降低有机电致发光器件的驱动电压。
实施例5
以本发明的化合物作为有机电致发光器件中的空穴注入材料,作为对比的有机电致发光器件,空穴注入材料选用HIL02。
有机电致发光器件结构为:ITO/HIL(100nm)/NPB(40nm)/EM1(30nm)/ETL(20nm)/LiF(0.5nm)/Al(150nm)。
本实施例中的有机电致发光器件制作中选用玻璃基板,ITO作阳极材料,NPB作空穴传输层,EM1作有机发光层的主体材料,TAZ作为电子传输层材料,LiF/Al作电子注入层/阴极材料。
本实施例中的有机电致发光器件制备过程如下:
将涂布了ITO透明导电层(作为阳极)的玻璃基板在清洗剂中进行超声处理,然后在去离子水中冲洗,再在丙酮与乙醇混合溶剂中超声除油,再在洁净环境下烘烤至完全除水,用紫外光和臭氧清洗,并用低能阳离子束轰击表面,以改善表面的性质,提高与空穴传输层的结合能力。
将上述玻璃基板置于真空腔内,抽真空至1×10-5-9×10-3Pa,在阳极上真空蒸镀空穴注入层,蒸镀速率0.1nm/s,蒸镀膜厚为100nm。
在空穴注入层上真空蒸镀NPB作为空穴传输层,蒸镀速率为0.1nm/s,蒸镀膜厚为40nm。
在空穴传输层之上真空蒸镀EM1作为器件的有机发光层,蒸镀速率为0.1nm/s,蒸镀总膜厚为30nm。
在有机发光层之上真空蒸镀TAZ作为有机电致发光器件的电子传输层;其蒸镀速率为0.1nm/s,蒸镀总膜厚为20nm。
在电子传输层(ETL)上真空蒸镀0.5nm的LiF作为电子注入层;
在电子注入层之上真空蒸镀150nm的铝(Al)作为阴极。
有机电致发光器件性能见表5:
表5
由上表可以看到,利用本发明的化合物作为空穴注入层可以提高有机电致发光器件的发光效率,降低有机电致发光器件的驱动电压。
显然,本领域的技术人员可以对本发明进行各种改动和变型而不脱离本发明的精神和范围。这样,倘若本发明的这些修改和变型属于本发明权利要求及其等同技术的范围之内,则本发明也意图包含这些改动和变型在内。

Claims (10)

1.一种含有不饱和含氮杂环的二氢蒽类化合物,如式(I)所示:
其中Ar1,Ar2选自含碳原子3~60的不饱和的含氮杂环、碳原子12~40的不饱和的含氧杂环;
Ar3,Ar4分别独立地选自总碳原子数为6~30的由碳和氢组成的芳香烃基;
所述Ar1,Ar2,Ar3,Ar4可以被含碳原子1-30的脂肪族烷基、含碳原子1-30的脂肪族烷氧基、碳原子6-20的由碳和氢组成的芳香基所取代;
并且Ar1、Ar2被碳原子6-20的由碳和氢组成的芳香基取代时,可以Ar1、Ar2直接和二氢蒽环上的C原子连接,也可以是Ar1、Ar2通过碳原子6-20的由碳和氢组成的芳香基和二氢蒽环上的C原子连接。
2.根据权利要求1所述的二氢蒽类化合物,
其中Ar3,Ar4选自:B-1:
其中,Ar7、Ar8、Ar9分别独立地选自总碳原子数为6~30的由碳和氢组成的芳香烃基,m选自0或者1;
其中*表示B-1和式(I)所示化合物中N原子连接的位置。
3.根据权利要求1或2任一所述的含有不饱和含氮杂环的二氢蒽类化合物,
其中Ar1、Ar2选自:吡啶基、喹啉基、异喹啉基、嘧啶基、三嗪基、苯并咪唑基、二苯并呋喃基、苯并苯并呋喃基、二萘并呋喃基,所述Ar1、Ar2可以被甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、环丙基、环丁基、环戊基、环己基、二环己基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基、环丙氧基、环丁氧基、环戊氧基、环己氧基、二环己氧基、苯基、联苯基、萘基、蒽基、菲基、三亚苯基取代;
含碳原子1-30的脂肪族烷基选自:甲基、乙基、丙基、丁基、戊基、己基、庚基、辛基、壬基、癸基、环丙基、环丁基、环戊基、环己基、二环己基;
含碳原子1-30的脂肪族烷氧基选自:甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基、环丙氧基、环丁氧基、环戊氧基、环己氧基、二环己氧基;
碳原子6-20的由碳和氢组成的芳香基选自:苯基、联苯基、萘基、蒽基、菲基、三亚苯基;
总碳原子数为6~30的由碳和氢组成的芳香烃基选自:苯基、联苯基、三联苯基、萘基、蒽基、菲基、三亚苯基、芘基、芴基、荧蒽基、茚并芴基、环戊并菲基、螺芴基、苯并芴基、二苯并芴基、萘并蒽基、苯并蒽基。
4.根据权利要求1所述的含有不饱和含氮杂环的二氢蒽类化合物,选自以下结构:
5.一种有机电致发光器件,其特征在于,所述有机电致发光器件含有权利要求1-4任一所述的含有不饱和含氮杂环的二氢蒽类化合物。
6.根据权利要求5所述的有机电致发光器件,其特征在于,所述有机电致发光器件的有机发光层的主体材料、空穴传输层的材料、空穴注入层的材料或电子传输层的材料为权利要求1-4任一所述的含有不饱和含氮杂环的二氢蒽类化合物。
7.根据权利要求6所述的有机电致发光器件,其特征在于,所述有机发光层为蓝色发光层、绿色发光层、黄色发光层或红色发光层。
8.一种显示装置,其特征在于,包括如权利要求5~7任一所述的有机电致发光器件。
9.一种电子设备,包含权利要求8所述显示装置。
10.根据权利要求9所述的电子设备,所述电子设备选自手机、电脑、平板电脑、手表、VR显示器、数码相机、手环、计数器、电子手表。
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