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Funnel shaped molecules containing benzo/pyrido[1,2,5]thiadiazole functionalities as peripheral acceptors for organic photovoltaic applications

Paramasivam, Mahalingavelar, Gupta, Akhil, Babu, N. Jagadeesh, Bhanuprakash, K., Bhosale, Sheshanath V. and Rao, V. Jayathirtha 2016, Funnel shaped molecules containing benzo/pyrido[1,2,5]thiadiazole functionalities as peripheral acceptors for organic photovoltaic applications, RSC advances, vol. 6, no. 71, pp. 66978-66989, doi: 10.1039/c6ra06616j.

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Title Funnel shaped molecules containing benzo/pyrido[1,2,5]thiadiazole functionalities as peripheral acceptors for organic photovoltaic applications
Author(s) Paramasivam, Mahalingavelar
Gupta, AkhilORCID iD for Gupta, Akhil orcid.org/0000-0002-1257-8104
Babu, N. Jagadeesh
Bhanuprakash, K.
Bhosale, Sheshanath V.
Rao, V. Jayathirtha
Journal name RSC advances
Volume number 6
Issue number 71
Start page 66978
End page 66989
Total pages 12
Publisher Royal Society of Chemistry
Place of publication Cambridge, Eng.
Publication date 2016-07
ISSN 2046-2069
Keyword(s) Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
HETEROJUNCTION SOLAR-CELLS
INTERNAL CHARGE-TRANSFER
POWER CONVERSION EFFICIENCY
HOLE-TRANSPORTING MATERIALS
ELECTROLUMINESCENT DEVICES
CONJUGATED SYSTEM
EXACT-EXCHANGE
PERFORMANCE
DYE
DERIVATIVES
Summary A series of four novel funnel shaped triphenylamine core derivatized materials with various combinations of 3,6-di-tert-butyl-9H-carbazole as donors and benzo/pyrido[1,2,5]thiadiazole as peripheral acceptors were designed, synthesized and characterized. Optical and electrochemical studies revealed that increasing acceptor strength in the structure leads to a bathochromic shift in their absorption profile and stabilizes the lowest unoccupied molecular orbital (LUMO) energy level. Enhancement in the intensity of an intramolecular charge transfer transition with synergistic downshift of the highest occupied molecular orbital (HOMO) and LUMO levels was observed by increasing the number of acceptor units. Thermogravimetric analyses (TGA) indicated that the materials containing pyrido[1,2,5]thiadiazole (PTD) acceptor functionality have excellent thermal stability compared to the materials containing benzo[1,2,5]thiadiazole (BTD) functionality. The measurement of glass transition temperature (Tg) corroborated TGA results and the values were found to be in the range of 148-198 °C. X-ray analyses indicated that more twist in the structure leads to absorption in the high energy region and varying the number of electron donor and acceptor groups has an impact on the modulation of frontier energy levels. A power conversion efficiency of 2.21% for the molecule with PTD as an acceptor and bis-carbazole as donor was achieved for the preliminary photovoltaic devices under simulated AM 1.5 illumination (100 mW cm-2).
Language eng
DOI 10.1039/c6ra06616j
Field of Research 099999 Engineering not elsewhere classified
Socio Economic Objective 0 Not Applicable
HERDC Research category C1 Refereed article in a scholarly journal
Copyright notice ©2016, The Royal Society of Chemistry
Persistent URL http://hdl.handle.net/10536/DRO/DU:30085168

Document type: Journal Article
Collection: Institute for Frontier Materials
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