Useful Acceptor-Type Organic Semiconductor Building Blocks

No.175(October 2017)

N1105: Naphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole) (1)
D5288: 5,10-Dibromonaphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole) (2)
B5470: 5,10-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole) (3)

Naphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole) (NTz) structures (1－3) are useful electron-deficient type building blocks for organic semiconductors. Some donor–acceptor conjugated polymers containing the NTz structures exhibited better power conversion efficiency (PCE) compared with widely used 2,1,3-benzothiadiazole-based polymers in organic photovoltaic devices.^1,2) In addition, several conjugated polymers exhibiting beyond 10% PCEs were reported in 2016.³⁾

References

1)Donor–acceptor conjugated polymer based on naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole for high-performance polymer solar cells
- M. Wang, X. Hu, P. Liu, W. Li, X. Gong, F. Huang, Y. Cao, J. Am. Chem. Soc. 2011, 133, 9638.
2)Synthesis, characterization, and transistor and solar cell applications of a naphthobisthiadiazole-based semiconducting polymer
- I. Osaka, M. Shimawaki, H. Mori, I. Doi, E. Miyazaki, T. Koganezawa, K. Takimiya, J. Am. Chem. Soc. 2012, 134, 3498.
3)Implication of fluorine atom on electronic properties, ordering structures, and photovoltaic performance in naphthobisthiadiazole-based semiconducting polymers
- K. Kawashima, T. Fukuhara, Y. Suda, Y. Suzuki, T. Koganezawa, H. Yoshida, H. Ohkita, I. Osaka, K. Takimiya, J. Am. Chem. Soc. 2016, 138, 10265.

Related Compounds

B0921: 2,1,3-Benzothiadiazole

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Useful Acceptor-Type Organic Semiconductor Building Blocks

References

Related Compounds

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