CN103450238B - 一种硼核星状空穴传输材料的制备方法 - Google Patents

一种硼核星状空穴传输材料的制备方法 Download PDF

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CN103450238B
CN103450238B CN201310394684.3A CN201310394684A CN103450238B CN 103450238 B CN103450238 B CN 103450238B CN 201310394684 A CN201310394684 A CN 201310394684A CN 103450238 B CN103450238 B CN 103450238B
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CN103450238A (zh
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蓝碧健
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Taicang Biqi New Material Research Development Co Ltd
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Abstract

本发明属于功能材料领域,具体涉及硼核星状空穴传输材料的制备方法。该材料由三(4-碘苯基)硼烷、N-取代苯胺以及碘为起始原料,通过一步法制备获得,制备工艺简单。

Description

一种硼核星状空穴传输材料的制备方法
技术领域
本发明属于功能材料技术领域,具体涉及硼核星状空穴传输材料的制备方法。
背景技术
目前大多数的有机空穴传输材料为芳香胺类化合物,这类芳香胺化合物上N原子具有很强的给电子能力,表现出很好的电正性,因此,这类化合物一般都具有很高的空穴迁移率。对于有机电致发光空穴传输材料,除了要求其具有很高的空穴迁移率外,还要求满足以下条件:(1)能够形成无针孔的均一无定形薄膜;(2)所形成的无定形薄膜具有很好的热稳定性;(3)具有合适的HOMO轨道能级,以保证空穴在电极/有机层以及有机层/有机层界面之间的有效注入与传输。由于器件在工作中要产生焦耳热,这些热量常常引起材料的再结晶,这种薄膜的结晶破坏了薄膜的均一性,同时破坏了空穴传输层同阳极以及有机层之间良好的界面接触,从而导致器件的效率和寿命下降。因此,要提高器件的效率及寿命,通常使用具有高熔点或高玻璃化温度的材料,而目前有机空穴传输材料的发展重点在于提高材料的成膜性及其薄膜的热稳定性。
本发明以B元素为核心,与三个芳香胺连接,形成饱和硼烷,是一种新型空穴传输材料,其优点如下:(1)不同于以N为核心的星状化合物,本发明以B为核心可以避免芳香胺被空气氧化,材料稳定性得到提高。(2)通常有机电致发光器件中,空穴传输速度远大于电子传输速度,导致发光效率低下,本发明制备的材料由于B元素存在,起调节空穴传输速度作用,使得器件中与电子传输速度匹配,从而提高光电转换效率。
发明内容
本发明的目的在于提出一类硼核星状空穴传输材料的制备方法,该材料由三(4-碘苯基)硼烷、N-取代苯胺以及碘为起始原料,通过一步法制备获得,反应方程式如下:
其中R为甲基、乙基之一种。
具体步骤如下:
氮气保护下,将三(4-碘苯基)硼烷、N-取代苯胺以及碘加至三颈瓶中,搅拌,加热至180~220℃,反应6~12小时,冷却,加入乙醇,搅拌,过滤,固体用真空升华法纯化,得目标空穴传输材料。
附图说明
图1为硼核星状空穴传输材料的制备反应方程式。
具体实施方式
下面通过实施例进一步描述本发明
实施例1
氮气保护下,将0.01mol三(4-碘苯基)硼烷、0.05molN-甲基苯胺以及50mg碘加至三颈瓶中,搅拌,加热至180℃,反应6小时,冷却,加入乙醇100mL,搅拌,过滤,固体用真空升华法纯化,得空穴传输材料三(4-(N-甲基-N-苯基)胺基苯基)硼烷(A),收率:36%,熔点:〉300℃,元素分析:C,84.12;H,6.43;B,1.92;N,7.53,计算值C,84.02;H,6.51;B,1.94;N,7.54,质谱测试:m/z:557(100.0%)。
实施例2
氮气保护下,将0.01mol三(4-碘苯基)硼烷、0.05molN-乙基苯胺以及50mg碘加至三颈瓶中,搅拌,加热至220℃,反应12小时,冷却,加入乙醇100mL,搅拌,过滤,固体用真空升华法纯化,得空穴传输材料三(4-(N-乙基-N-苯基)胺基苯基)硼烷(B),收率:42%,熔点:〉300℃,元素分析:C,84.10;H,7.09;B,1.78;N,7.03,计算值C,84.13;H,7.06;B,1.80;N,7.01,质谱测试:m/z:599(100.0%)。

Claims (1)

1.一种硼核星状空穴传输材料的制备方法,其特征在于该材料由三(4-碘苯基)硼烷、N-取代苯胺以及碘为起始原料,通过一步法制备获得,反应方程式如下:
其中R为甲基、乙基之一种;
具体步骤如下:
氮气保护下,将三(4-碘苯基)硼烷、N-取代苯胺以及碘加至三颈瓶中,搅拌,加热至180~220℃,反应6~12小时,冷却,加入乙醇,搅拌,过滤,固体用真空升华法纯化,得目标空穴传输材料。
CN201310394684.3A 2013-09-03 2013-09-03 一种硼核星状空穴传输材料的制备方法 Active CN103450238B (zh)

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JPS5483435A (en) * 1977-12-15 1979-07-03 Ricoh Co Ltd Photoreceptor for electrophtography
CN101263147A (zh) * 2005-09-05 2008-09-10 奥斯兰姆奥普托半导体有限责任公司 用于n掺杂有机电子元件中电子传输层的材料
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