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Title: Red phosphorescence from benzo[2,1,3]thiadiazoles at room temperature

Abstract

In this paper, we describe the red phosphorescence exhibited by a class of structurally simple benzo[2,1,3]thiadiazoles at room temperature. The photophysical properties of these molecules in deoxygenated cyclohexane, including their absorption spectra, steady-state photoluminescence and excitation spectra, and phosphorescence lifetimes, are presented. Finally, time-dependent density functional theory calculations were carried out to better understand the electronic excited states of these benzo[2,1,3]thiadiazoles and why they are capable of phosphorescence.

Authors:
 [1];  [1];  [1];  [1];  [1]
  1. Massachusetts Inst. of Technology, Cambridge, MA (United States)
Publication Date:
Research Org.:
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1344917
Grant/Contract Number:  
FG02-07ER46474
Resource Type:
Accepted Manuscript
Journal Name:
Journal of Organic Chemistry
Additional Journal Information:
Journal Volume: 81; Journal Issue: 11; Journal ID: ISSN 0022-3263
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Gutierrez, Gregory D., Sazama, Graham T., Wu, Tony, Baldo, Marc A., and Swager, Timothy M. Red phosphorescence from benzo[2,1,3]thiadiazoles at room temperature. United States: N. p., 2016. Web. doi:10.1021/acs.joc.6b00789.
Gutierrez, Gregory D., Sazama, Graham T., Wu, Tony, Baldo, Marc A., & Swager, Timothy M. Red phosphorescence from benzo[2,1,3]thiadiazoles at room temperature. United States. doi:10.1021/acs.joc.6b00789.
Gutierrez, Gregory D., Sazama, Graham T., Wu, Tony, Baldo, Marc A., and Swager, Timothy M. Mon . "Red phosphorescence from benzo[2,1,3]thiadiazoles at room temperature". United States. doi:10.1021/acs.joc.6b00789. https://www.osti.gov/servlets/purl/1344917.
@article{osti_1344917,
title = {Red phosphorescence from benzo[2,1,3]thiadiazoles at room temperature},
author = {Gutierrez, Gregory D. and Sazama, Graham T. and Wu, Tony and Baldo, Marc A. and Swager, Timothy M.},
abstractNote = {In this paper, we describe the red phosphorescence exhibited by a class of structurally simple benzo[2,1,3]thiadiazoles at room temperature. The photophysical properties of these molecules in deoxygenated cyclohexane, including their absorption spectra, steady-state photoluminescence and excitation spectra, and phosphorescence lifetimes, are presented. Finally, time-dependent density functional theory calculations were carried out to better understand the electronic excited states of these benzo[2,1,3]thiadiazoles and why they are capable of phosphorescence.},
doi = {10.1021/acs.joc.6b00789},
journal = {Journal of Organic Chemistry},
number = 11,
volume = 81,
place = {United States},
year = {2016},
month = {5}
}

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Works referencing / citing this record:

Pyridalthiadiazole acceptor-functionalized triarylboranes with multi-responsive optoelectronic characteristics
journal, January 2017

  • Yin, Xiaodong; Liu, Kanglei; Ren, Yi
  • Chemical Science, Vol. 8, Issue 8
  • DOI: 10.1039/c6sc03097a

Efficient room-temperature phosphorescence based on a pure organic sulfur-containing heterocycle: folding-induced spin–orbit coupling enhancement
journal, January 2018

  • Liu, Haichao; Gao, Yu; Cao, Jungang
  • Materials Chemistry Frontiers, Vol. 2, Issue 10
  • DOI: 10.1039/c8qm00320c

Pyridalthiadiazole acceptor-functionalized triarylboranes with multi-responsive optoelectronic characteristics
journal, January 2017

  • Yin, Xiaodong; Liu, Kanglei; Ren, Yi
  • Chemical Science, Vol. 8, Issue 8
  • DOI: 10.1039/c6sc03097a

Efficient room-temperature phosphorescence based on a pure organic sulfur-containing heterocycle: folding-induced spin–orbit coupling enhancement
journal, January 2018

  • Liu, Haichao; Gao, Yu; Cao, Jungang
  • Materials Chemistry Frontiers, Vol. 2, Issue 10
  • DOI: 10.1039/c8qm00320c

Exploiting racemism enhanced organic room-temperature phosphorescence to demonstrate Wallach’s rule in the lighting chiral chromophores
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