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Progress in Chemistry 2010, Vol. 22 Issue (10): 1973-1982 Previous Articles   Next Articles

• Review •

Optoelectronic Properties and Applications of Optically Active Binaphthol Derivatives

An Zhongfu1  Chen Runfeng1,2**   Shi Huifang1  Ma Cong1   Shi Naien2 Huang Wei2**   

  1. (1. Institute of Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing 210046, China; 2. Key Laboratory for Organic Electronics & Information Displays, Nanjing University of Posts & Telecommunications, Nanjing 210046, China)
  • Received: Revised: Online: Published:
  • Contact: Chen Runfeng E-mail:iamrfchen@njupt.edu.cn
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Chiral binaphthol derivatives (BINOLs) have recently attracted considerable attention as active materials in photoelectric applications such as sensors, organic light-emitting diodes (OLED), nonlinear optics, and molecular machines due to their particular C2-unsymmetry, polysubstitution, and stable chiral conformation. In this review, the design strategies and applications of BINOLs are summarized according to their different molecular modification methods. The relationships between the structures and optoelectronic properties are also elucidated. Mono-substituted and polysubstituted BINOLs are mainly applied to fluorescent sensors based on photo-induced electron transfer (PET) and hydrogen bond interaction mechanisms. Disubstituted BINOLs are widely used in OLEDs, due to their outstanding optoelectronic properties that can be adjusted by changing the conformation and conjugation of the twisty π-conjugated naphthalene of BINOLs. There are also many other applications, such as in nonlinear optics and molecular machines grounding on the C2-symmetric and chiral character of BINOLs. Further development and prospects of BINOLs are also discussed.

 Contents
1. Introduction
2. Mono-substituted binaphthol derivatives(BINOLs)
2.1 2,2'-substituted BINOLs
2.2 3,3'-substituted BINOLs
2.3 6,6'-substituted BINOLs
3. Disubstituted BINOLs
3.1 2, 3-substituted BINOLs
3.2 2, 6-substituted BINOLs
4. Polysustituted BINOLs
5. Other substituted BINOLs
6. Conclusion and outlook

Key words: binaphthol, organic electroluminescence, Chiral recognition

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