Donor–Acceptor Iptycenes with Thermally Activated Delayed Fluorescence

Abstract

A new donor–acceptor iptycene containing carbazole donors and a thiadiazoloquinoxaline acceptor was synthesized and its photo‐ and electrochemical properties evaluated. The key intermediate 1 allows a lateral modification through cross‐coupling, and the (triisopropylsilyl)acetylene product 2 exhibits bright yellow fluorescence with emission lifetimes of 2.42 µs in deoxygenated hexane. The long lifetime and high quantum efficiency (73 %) is quenched by O2 and therefore attributed to thermally activated delayed fluorescence (TADF). This approach allows functionalization through cross‐coupling reactions and depicts a promising scaffold for the synthesis of TADF‐active molecules.

Document Details

Document Type
Pub Defense Publication
Publication Date
Aug 31, 2017
Source ID
10.1002/ejoc.201700703

Entities

People

  • Constantin‐christian A. Voll
  • Jens U. Engelhart
  • Marc A Baldo
  • Markus Einzinger
  • Timothy M. Swager

Organizations

  • Air Force Office of Scientific Research
  • Massachusetts Institute of Technology

Tags

Fields of Study

  • Chemistry

Readers

  • Nanocomposite Materials Science
  • Organic Chemistry
  • Solar Photovoltaics and Thermoelectric Devices.

Technology Areas

  • Quantum Computing