Synthesis and characterization of electron-deficient and highly soluble (bis)indenofluorene building blocks for n-type semiconducting polymers

Hakan Usta; Antonio Facchetti; Tobin J. Marks

doi:10.1021/ol8000574

Synthesis and characterization of electron-deficient and highly soluble (bis)indenofluorene building blocks for n-type semiconducting polymers

Hakan Usta, Antonio Facchetti, Tobin J. Marks

Northwestern University

Research output: Contribution to journal › Article › peer-review

89 Citations (Scopus)

Abstract

(Chemical Equation Presented) New electron-deficient and soluble indenofluorene-based and bisindenofluorene-based ladder-type building blocks embedding carbonyl and dicyanovinylene functionalities were synthesized, and their optical and electrochemical properties were characterized. These derivatives exhibit optical band gaps of 1.83 to 2.44 eV and low LUMO energies of -3.24 to -4.30 eV, representing a promising new building block class for n-type polymeric electronic materials.

Original language	English
Pages (from-to)	1385-1388
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	7
DOIs	https://doi.org/10.1021/ol8000574
Publication status	Published - Apr 3 2008

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Chemical Equation Presented) New electron-deficient and soluble indenofluorene-based and bisindenofluorene-based ladder-type building blocks embedding carbonyl and dicyanovinylene functionalities were synthesized, and their optical and electrochemical properties were characterized. These derivatives exhibit optical band gaps of 1.83 to 2.44 eV and low LUMO energies of -3.24 to -4.30 eV, representing a promising new building block class for n-type polymeric electronic materials.",

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AB - (Chemical Equation Presented) New electron-deficient and soluble indenofluorene-based and bisindenofluorene-based ladder-type building blocks embedding carbonyl and dicyanovinylene functionalities were synthesized, and their optical and electrochemical properties were characterized. These derivatives exhibit optical band gaps of 1.83 to 2.44 eV and low LUMO energies of -3.24 to -4.30 eV, representing a promising new building block class for n-type polymeric electronic materials.

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