Anthanthrene as a large PAH building block for the synthesis of conjugated polymers

2015 ◽  
Vol 6 (27) ◽  
pp. 4859-4863 ◽  
Author(s):  
Antoine Lafleur-Lambert ◽  
Jean-Benoît Giguère ◽  
Jean-Francois Morin

New anthanthrene-based conjugated polymers exhibiting promising optical and electronic properties for organic electronics applications were prepared from low-cost vat orange 3.

2021 ◽  
Author(s):  
Félix Gagnon ◽  
Vicky Tremblay ◽  
Armand Soldera ◽  
Michael Udunyi Ocheje ◽  
Simon Rondeau-Gagné ◽  
...  

In this article, a new series of conjugated polymers based on a low-cost, easily accessible vat dye called Vat orange 1 or 2,9-dibromo-dibenzo[b,def]chrysene-7,14-dione, have been prepared. This compound was made...


2016 ◽  
Vol 157 ◽  
pp. 820-830 ◽  
Author(s):  
Saatviki Gupta ◽  
Thomas J. Whittles ◽  
Yogita Batra ◽  
Vibha Satsangi ◽  
Satheesh Krishnamurthy ◽  
...  

2015 ◽  
Vol 51 (67) ◽  
pp. 13229-13232 ◽  
Author(s):  
Tao Tang ◽  
Tingting Lin ◽  
FuKe Wang ◽  
Chaobin He

A new aspect of CPDT based conjugated polymers that CPDT units in the polymers can be protonated with a significant change in optical and electronic properties was reported.


2020 ◽  
Author(s):  
Jordann A.L. Wells ◽  
Muhammad Anwar Shameem ◽  
Arvind Kumar Gupta ◽  
Andreas Orthaber

The heterofulvenoid cyclopentadithiophene-phosphaalkene is a versatilie building block for opto-electronic tuning with donor and acceptor moieties. Both the annulated thienyl rings and the phosphaalkene bond can be functionalised using a variety of chemical transfomations, e.g. forming C-C, C-E (E = Si, Br) bonds or oxidation and metal coordination, respectively. Solid-state structures, optical and electronic properties are probed theoretically and experimentally, illustrating the opto-electronic tailoring opportunities at this motif.


2020 ◽  
Vol 8 (22) ◽  
pp. 7463-7475 ◽  
Author(s):  
Sandra L. Pittelli ◽  
Shawn A. Gregory ◽  
James F. Ponder ◽  
Shannon K. Yee ◽  
John R. Reynolds

A new family of redox-active dioxythienothiophene (DOTT) polymers are studied for their solid state ordering and doping susceptibility, along with their optical and electronic properties.


2020 ◽  
Vol 11 (36) ◽  
pp. 5735-5749
Author(s):  
Sina Sabury ◽  
Tyler J. Adams ◽  
Margaret Kocherga ◽  
S. Michael Kilbey ◽  
Michael G. Walter

Nucleobase functionalities in conjugated, alternating copolymers participate in interbase hydrogen bonding, which promotes molecular assembly and organization in thin films and enhances optical and electronic properties.


2018 ◽  
Vol 115 (11) ◽  
pp. 2699-2704 ◽  
Author(s):  
Dominic Raithel ◽  
Lena Simine ◽  
Sebastian Pickel ◽  
Konstantin Schötz ◽  
Fabian Panzer ◽  
...  

The backbone conformation of conjugated polymers affects, to a large extent, their optical and electronic properties. The usually flexible substituents provide solubility and influence the packing behavior of conjugated polymers in films or in bad solvents. However, the role of the side chains in determining and potentially controlling the backbone conformation, and thus the optical and electronic properties on the single polymer level, is currently under debate. Here, we investigate directly the impact of the side chains by studying the bulky-substituted poly(3-(2,5-dioctylphenyl)thiophene) (PDOPT) and the common poly(3-hexylthiophene) (P3HT), both with a defined molecular weight and high regioregularity, using low-temperature single-chain photoluminescence (PL) spectroscopy and quantum-classical simulations. Surprisingly, the optical transition energy of PDOPT is significantly (∼2,000 cm−1 or 0.25 eV) red-shifted relative to P3HT despite a higher static and dynamic disorder in the former. We ascribe this red shift to a side-chain induced backbone planarization in PDOPT, supported by temperature-dependent ensemble PL spectroscopy. Our atomistic simulations reveal that the bulkier 2,5-dioctylphenyl side chains of PDOPT adopt a clear secondary helical structural motif and thus protect conjugation, i.e., enforce backbone planarity, whereas, for P3HT, this is not the case. These different degrees of planarity in both thiophenes do not result in different conjugation lengths, which we found to be similar. It is rather the stronger electronic coupling between the repeating units in the more planar PDOPT which gives rise to the observed spectral red shift as well as to a reduced calculated electron−hole polarization.


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