Repository logo

Infoscience

  • English
  • French
Log In
Logo EPFL, École polytechnique fédérale de Lausanne

Infoscience

  • English
  • French
Log In
  1. Home
  2. Academic and Research Output
  3. Journal articles
  4. Thieno[3,4-b]pyrazine as an Electron Deficient pi-Bridge in D-A-pi-A DSCs
 
Loading...
Thumbnail Image
research article

Thieno[3,4-b]pyrazine as an Electron Deficient pi-Bridge in D-A-pi-A DSCs

Liyanage, Nalaka P.
•
Yella, Aswani  
•
Nazeeniddin, Mohammad  
Show more
2016
ACS Applied Materials & Interfaces

Thieno[3,4-b]pyrazine (TPz) is examined as an electron deficient pi-bridge enabling near-infrared (NIR) spectral access in dye sensitized solar cells (DSCs). Seven dissymmetric dyes for DSCs were synthesized (NL2-NL8) with TPz as the pi-bridge utilizing palladium catalyzed C-H activation methodology. C-H bond cross-coupling was uniquely effective among the cross-couplings and electrophilic aromatic substitution reactions analyzed in monofunctionalizing the TPz building block. The TPz-based NL2-NL8 dyes examine the effects of various donors, pi-spacers, and acceptors within the donor-pi bridge-acceptor (D-pi-A) dye design. Proaromatic TPz stabilizes the excited-state oxidation potential (Es+/s*) of the dyes by maintaining aromaticity upon excitation of the dye molecule. This leads to concise conjugated systems capable of accessing the NIR region. Through judicious structural modifications, dye band gaps were reduced to 1.48 eV, and power conversion efficiencies (PCEs) reached 7.1% in this first generation TPz-dye series.

  • Details
  • Metrics
Type
research article
DOI
10.1021/acsami.5b12503
Web of Science ID

WOS:000371453600037

Author(s)
Liyanage, Nalaka P.
•
Yella, Aswani  
•
Nazeeniddin, Mohammad  
•
Graetzel, Michael  
•
Delcamp, Jared H.  
Date Issued

2016

Publisher

Amer Chemical Soc

Published in
ACS Applied Materials & Interfaces
Volume

8

Issue

8

Start page

5376

End page

5384

Subjects

thienopyrazine

•

NIR dyes

•

C-H activation

•

dye-sensitized solar cells

•

proaromaticity

•

panchromatic absorption

Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LPI  
GMF  
Available on Infoscience
April 1, 2016
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/125271
Logo EPFL, École polytechnique fédérale de Lausanne
  • Contact
  • infoscience@epfl.ch

  • Follow us on Facebook
  • Follow us on Instagram
  • Follow us on LinkedIn
  • Follow us on X
  • Follow us on Youtube
AccessibilityLegal noticePrivacy policyCookie settingsEnd User AgreementGet helpFeedback

Infoscience is a service managed and provided by the Library and IT Services of EPFL. © EPFL, tous droits réservés