Alkyl and Dendron Substituted Quinacridones: Synthesis, Structures, and Luminescent Properties

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• 作者：Jia Wang ; Yunfeng Zhao ; Chuandong Dou ; Hui Sun ; Peng Xu ; Kaiqi Ye ; Jingying Zhang ; Shimei Jiang ; Fei Li ; Yue Wang
• 刊名：Journal of Physical Chemistry B
• 出版年：2007
• 出版时间：May 17, 2007
• 年：2007
• 卷：111
• 期：19
• 页码：5082 - 5089
• 全文大小：460K
• 年卷期：v.111,no.19(May 17, 2007)
• ISSN：1520-5207

文摘

The synthesis of two alkyl substituted quinacridone derivatives, N,N'-di(n-hexyl)-1,3,8,10-tetramethylquinacridone (1) and N,N'-di(n-hexyl)-2,9-di(t-butyl)quinacridone (2), and four dendritic quinacridone derivatives,N,N'-didendritic-1,3,8,10-tetramethylquinacridones (3-G1 and 3-G2) and N,N'-didendritic-2,9-di(tert-butyl)quinacridones (4-G1 and 4-G2) are reported. X-ray crystal structure and thermal analysis revealed that thequinacridone derivatives reported in this paper exhibit the evolution from crystalline phase to amorphousphase upon varying from alkyl substituted quinacridones to dendritic quinacridones. The concentration-dependent ¹H NMR, UV-vis, and photoluminescence (PL) spectroscopic studies demonstrated the aggregationproperties of the quinacridone derivatives in solution. For dendritic quinacridones with the sufficient shieldof dendrons, the fluorescence concentration quenching can be significantly suppressed and emission intensityin concentrated solution and solid state could be greatly enhanced. Compound 4-G2 displays good solutionprocess property and higher PL yield in concentrated solution, suggesting that it is a potential candidate forthe fabrication of high-performance organic electroluminescent devices (OLEDs) on the basis of low-costsolution process technique.