Assessing the Donor–Acceptor Nature and the Electrochemical Stability of a Fluorene–Diketopyrrolopyrrole–Thiophene-Based Copolymer
Source abstract
Abstract
Organic dyes have been studied for applications in large-area, flexible, cheap, and efficient organic electronic devices. Among them, diketopyrrolopyrrole (DPP) has gained attention thanks to its planar structure, photochemical and thermal stability, and easy processability. Also, the electron-withdrawing nature of DPP makes its application attractive in the synthesis of donor–acceptor (D–A) copolymers, with appealing features such as the tunable energy levels and photophysical and electrochemical properties. Inspired by these exciting characteristics, a copolymer was developed based on DPP, thiophene, and fluorene (PFDPP2T). Photophysical and electrochemical studies using both experimental and theoretical approaches were performed aiming to understand the properties of this material, such as, for instance, the D–A characteristic and the outstanding electrochemical stability upon oxidation that enables more than 400 cycles of p-doping. The outcomes unveil fundamental aspects of this class of copolymers, reinforcing their suitability for photo-electrochemical and optoelectronic applications.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Organic Electronics and Photovoltaics · Conducting polymers and applications · Organic Light-Emitting Diodes Research
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Chemistry and Biology Department, Federal University of Technology − Parana (UTFPR), 81280-340 Curitiba, Brazil
Graduate Program in Chemistry, Federal University of Technology − Parana (UTFPR), 81280-340 Curitiba, Brazil
Graduate Program in Physics and Astronomy, Federal University of Technology − Parana (UTFPR), 80230-901 Curitiba, Brazil
Phantom-g, CICECO − Aveiro Institute of Materials, Department of Physics, University of Aveiro, 3810-193 Aveiro, Portugal
Materials Theory Division, Department of Physics and Astronomy, Ångström Laboratory, Uppsala University, 75120 Uppsala, Sweden
Department of Engineering and Physics, Karlstad University, 65188 Karlstad, Sweden
Funding
VetenskapsrÃ¥det · Energimyndigheten · Instituto Nacional de Ciência e Tecnologia em Eletrônica Orgânica · Centrum för idrottsforskning · European Regional Development Fund · Instituto Serrapilheira · Linköpings Universitet · Conselho Nacional de Desenvolvimento CientÃfico e Tecnológico · Fundação para a Ciência e a Tecnologia · Coordenação de Aperfeiçoamento de Pessoal de NÃvel Superior · Fundação Parque Tecnológico Itaipu · STandUP for Energy collaboration
References (80)
Show source-provided references
1. 10.1038/s41566-019-0573-510.1038/s41566-019-0573-5 ↗
2. 10.1002/aenm.20200140810.1002/aenm.202001408 ↗
3. 10.1039/D0EE01828G10.1039/D0EE01828G ↗
4. 10.1016/j.dyepig.2017.03.02510.1016/j.dyepig.2017.03.025 ↗
5. 10.1002/adma.20100231310.1002/adma.201002313 ↗
6. 10.1126/sciadv.aar833210.1126/sciadv.aar8332 ↗
7. 10.1016/j.cej.2020.12457210.1016/j.cej.2020.124572 ↗
8. 10.1002/cssc.20200020010.1002/cssc.202000200 ↗
9. 10.1016/j.egyr.2020.08.00110.1016/j.egyr.2020.08.001 ↗
10. 10.1002/adfm.20190643610.1002/adfm.201906436 ↗
11. 10.1039/c9ta05236d10.1039/c9ta05236d ↗
12. 10.3390/polym1103056310.3390/polym11030563 ↗
13. 10.1021/ma101844510.1021/ma1018445 ↗
14. 10.1007/s10854-019-02019-z10.1007/s10854-019-02019-z ↗
15. 10.1016/j.mtchem.2020.10024210.1016/j.mtchem.2020.100242 ↗
16. 10.1002/adma.20160001310.1002/adma.201600013 ↗
17. 10.1039/cs997260020310.1039/cs9972600203 ↗
18. 10.1002/adma.20150113210.1002/adma.201501132 ↗
19. 10.1002/adma.20120179510.1002/adma.201201795 ↗
20. 10.1021/acs.jpcc.8b0940810.1021/acs.jpcc.8b09408 ↗
21. 10.1021/acs.jpcc.9b0605710.1021/acs.jpcc.9b06057 ↗
22. 10.1038/s41467-017-01928-z10.1038/s41467-017-01928-z ↗
23. 10.1016/j.jlumin.2019.01.03110.1016/j.jlumin.2019.01.031 ↗
24. 10.1021/acs.macromol.7b0239310.1021/acs.macromol.7b02393 ↗
25. 10.1002/polb.2239010.1002/polb.22390 ↗
26. 10.3390/ma1005051210.3390/ma10050512 ↗
27. 10.1021/cr050054x10.1021/cr050054x ↗
28. Rodrigues P. C. · J. Appl. Polym. Sci. · 2015 · 132 · 10.1002/app.425
29. 10.1021/acsapm.0c0079110.1021/acsapm.0c00791 ↗
30. 10.1016/j.xcrp.2020.10004110.1016/j.xcrp.2020.100041 ↗
31. 10.1021/ja306844f10.1021/ja306844f ↗
32. 10.1021/jp302744710.1021/jp3027447 ↗
33. 10.1063/1.487047010.1063/1.4870470 ↗
34. 10.1016/j.polymer.2013.07.04910.1016/j.polymer.2013.07.049 ↗
35. 10.1039/C5NJ02072G10.1039/C5NJ02072G ↗
36. 10.1021/jp909183x10.1021/jp909183x ↗
37. 10.1039/C4CP02322F10.1039/C4CP02322F ↗
38. 10.1021/acsapm.0c0099510.1021/acsapm.0c00995 ↗
39. 10.1039/C5EE01974E10.1039/C5EE01974E ↗
40. 10.1016/j.jiec.2019.07.03510.1016/j.jiec.2019.07.035 ↗
41. 10.1063/1.181787310.1063/1.1817873 ↗
42. 10.1021/jp306365q10.1021/jp306365q ↗
43. 10.1002/adfm.20100265110.1002/adfm.201002651 ↗
44. 10.1007/s00214-007-0310-x10.1007/s00214-007-0310-x ↗
45. 10.1063/1.44707910.1063/1.447079 ↗
46. 10.1063/1.43898010.1063/1.438980 ↗
47. 10.1063/1.43895510.1063/1.438955 ↗
48. 10.1007/3-540-37072-2_410.1007/3-540-37072-2_4 ↗
49. 10.1016/S0065-3276(08)60600-010.1016/S0065-3276(08)60600-0 ↗
50. 10.1016/j.theochem.2009.08.01810.1016/j.theochem.2009.08.018 ↗
51. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Petersson, G. A.; Nakatsuji, H.; Li, X.; Caricato, M.; Marenich, A. V.; Bloino, J.; Janesko, B. G.; Gomperts, R.; Mennucci, B.; Hratchian, H. P.; Ortiz, J. V.; Izmaylov, A. F.; Sonnenberg, J. L.; Williams-Young, D.; Ding, F.; Lipparini, F.; Egidi, F.; Goings, J.; Peng, B.; Petrone, A.; Henderson, T.; Ranasinghe, D.; Zakrzewski, V. G.; Gao, J.; Rega, N.; Zheng, G.; Liang, W.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Throssell, K.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M. J.; Heyd, J. J.; Brothers, E. N.; Kudin, K. N.; Staroverov, V. N.; Keith, T. A.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A. P.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Millam, J. M.; Klene, M.; Adamo, C.; Cammi, R.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Farkas, O.; Foresman, J. B.; Fox, D. J. Gaussian 16, Revision D.09; Gaussian, Inc.: Wallingford, CT, 2016.
52. Ashcroft N. M. · 1976
53. 10.1002/adfm.20140224410.1002/adfm.201402244 ↗
54. 10.1021/jp810292n10.1021/jp810292n ↗
55. 10.1021/acs.chemmater.0c0148910.1021/acs.chemmater.0c01489 ↗
56. 10.1021/acsami.7b1598310.1021/acsami.7b15983 ↗
57. 10.1021/jp211042v10.1021/jp211042v ↗
58. 10.1016/j.solmat.2011.03.04310.1016/j.solmat.2011.03.043 ↗
59. 10.1021/jp400823d10.1021/jp400823d ↗
60. 10.1021/ja906613910.1021/ja9066139 ↗
61. 10.1021/cr900182s10.1021/cr900182s ↗
62. 10.1021/acs.jpca.0c0907410.1021/acs.jpca.0c09074 ↗
63. 10.1039/b301403g10.1039/b301403g ↗
64. 10.1021/cm901487f10.1021/cm901487f ↗
65. 10.1016/j.eurpolymj.2013.08.02110.1016/j.eurpolymj.2013.08.021 ↗
66. 10.1016/j.electacta.2018.10.12310.1016/j.electacta.2018.10.123 ↗
67. 10.1021/acs.chemmater.6b0532710.1021/acs.chemmater.6b05327 ↗
68. 10.1038/nmat485610.1038/nmat4856 ↗
69. 10.1002/pola.2302810.1002/pola.23028 ↗
70. 10.1016/j.electacta.2019.03.16910.1016/j.electacta.2019.03.169 ↗
71. 10.1021/acs.jpcc.0c0952710.1021/acs.jpcc.0c09527 ↗
72. 10.1016/j.orgel.2010.05.00110.1016/j.orgel.2010.05.001 ↗
73. 10.1016/j.jpowsour.2020.22881410.1016/j.jpowsour.2020.228814 ↗
74. 10.1002/cssc.20190285610.1002/cssc.201902856 ↗
75. 10.1016/j.fluid.2008.11.00410.1016/j.fluid.2008.11.004 ↗
76. 10.1021/jp103886510.1021/jp1038865 ↗
77. 10.1016/j.synthmet.2019.06.01610.1016/j.synthmet.2019.06.016 ↗
78. 10.1021/cr900226k10.1021/cr900226k ↗
79. 10.1039/c4tc02685c10.1039/c4tc02685c ↗
80. 10.1016/j.orgel.2019.06.03010.1016/j.orgel.2019.06.030 ↗