A sextuple hydrogen bonding molecular duplex bearing 1,8-naphthalimide moieties and polymer light-emitting diode based on it

A sextuple hydrogen bonding molecular duplex bearing 1,8-naphthalimide moieties and polymer light-emitting diode based on it
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一种含1,8-萘二甲酰亚胺部分的六重氢键分子双链体及基于其的聚合物发光二极管

DOI:
10.1039/b910045h
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发表时间:
2009-01-01
影响因子:
--
通讯作者:
Lu, Zhiyun
Lu, Zhiyun
中科院分区:
其他
文献类型:
--
作者:
Liu, Jingjing;Wang, Yi;Lu, Zhiyun

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本文报道了一种1,8-萘酰亚胺荧光基团修饰的六重氢键自组装同源二聚体的分子结构,该二聚体由两条线性低聚酰胺分子链组成,其中一条链上带有DDADAA和AADADD的互补氢键序列,并通过H-1 NMR、ESI-MS、C-13 NMR和元素分析对其进行了表征。在紫外光激发下,目标化合物在溶液和固体膜中分别发出强的黄绿色光,发射峰位于518 nm和535 nm,其光致发光量子效率(固态)比小分子1,8-萘酰亚胺(0.637 vs 0.324)有很大提高。以该聚合物为发光材料,制备了两种黄色绿色聚合物发光二极管(PLED),器件结构为ITO/PEDOT:PSS(50 nm)/PFO + dopant(5wt%)(80 nm)/CsF(3 nm)/Al(150 nm)。结果表明,以该复合物为发射体的PLED的性能有了显著的提高,例如,与以该复合物为发射体的PLED相比,其外发光量子效率(QE(ext))高得多,为1.87%(ph/el),而开启电压低得多,为6.4V(QE(ext):0.12%;开启电压:15 V),表明氢键自组装基序与发光荧光团的结合是电致发光材料设计的一种有效途径。
In this paper, the molecular structure of a 1,8-naphthalimide fluorophore modified sextuple H-bond self-assembly homodimer, comprising two linear oligoamide molecular strands bearing arrays on one edge with complementary hydrogen bond sequences of DDADAA and AADADD, is characterized via H-1 NMR, ESI-MS, C-13 NMR, and elementary analysis. The target duplex emits strong yellowish green light with emission peaks at 518 nm and 535 nm under UV photoexcitation in solution and solid film, respectively, and its photoluminescence quantum efficiency (solid state) has been enhanced greatly compared to its small molecular 1,8-naphthalimide counterpart (0.637 versus 0.324). Employing the duplex and the counterpart as emitting dopants, two yellowish green polymer light-emitting diodes (PLED) with the device configuration of ITO/PEDOT:PSS (50 nm)/PFO + dopant (5wt%) (80 nm)/CsF (3 nm)/Al (150 nm) have been fabricated. The results indicate that the PLED with the duplex as emitter has dramatically improved performance, for example, a much higher external electroluminescence quantum efficiency (QE(ext)) of 1.87% (ph/el), and a much lower turn-on voltage of 6.4 V, compared to the one with the counterpart as emitter (QE(ext): 0.12%; turn-on voltage: 15 V), suggesting that the incorporation of H-bond self-assembly motif with the light-emitting fluorophore is an effective way for the design of electroluminescent materials.