Dibenzosiloles and 12H-indololo[3,2-d]naphtho[1,2-b][1]siloles: exploration of organic chromophores exhibiting efficient solid-state fluorescence

Chem Rec. 2015 Feb;15(1):73-85. doi: 10.1002/tcr.201402084. Epub 2014 Dec 11.

Abstract

The construction of a diorganosilylene bridge over a biaryl moiety at the 2,2'-positions is a versatile strategy for fine-tuning its HOMO-LUMO energy gap, which is closely linked to the electronic and optical properties of the compounds. Therefore, there is growing interest in the use of silicon-bridged biaryl motifs as key cores of various types of advanced functional materials, such as light-emitting, semiconducting, photovoltaic, and sensing materials. To accelerate the advances of materials based on silicon-bridged biaryls, it is essential to create new classes of biaryls and explore their functions and properties. This Personal Account describes recent research on the development of organic chromophores based on functionalized dibenzosiloles and 12H-indololo[3,2-d]naphtho[1,2-b][1]siloles as solid-state emitters.

Keywords: chromophores; fluorescence; polycycles; silicon; structure-activity relationships.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemistry*
  • Fluorescence
  • Fluorescent Dyes / chemistry*
  • Models, Molecular
  • Naphthalenes / chemistry*
  • Quantum Theory
  • Semiconductors
  • Silanes / chemistry*

Substances

  • Benzene Derivatives
  • Fluorescent Dyes
  • Naphthalenes
  • Silanes
  • silole