Singlet Fission in Thin Solid Films of Bis(thienyl)diketopyrrolopyrroles

Rais, David; Toman, Petr; Pfleger, Jiří; Acharya, Udit; Panthi, Yadu R.; Menšík, Miroslav; Zhigunov, Alexander; Thottappali, Muhammed A.; Vala, Martin; Marková, Aneta; Stříteský, Stanislav; Weiter, Martin; Cigánek, Martin; Krajčovič, Jozef; Pauk, Karel; Imramovský, Aleš; Zaykov, Alexandr; Michl, Josef

doi:10.1002/cplu.202000623

Title: Singlet Fission in Thin Solid Films of Bis(thienyl)diketopyrrolopyrroles

Journal Article · Tue Dec 01 00:00:00 EST 2020 · ChemPlusChem

DOI:https://doi.org/10.1002/cplu.202000623· OSTI ID:1854332

^[1]; Toman, Petr ^[1]; Pfleger, Jiří ^[1]; Acharya, Udit ^[2]; Panthi, Yadu R. ^[2]; Menšík, Miroslav ^[1]; Zhigunov, Alexander ^[1]; Thottappali, Muhammed A. ^[2]; Vala, Martin ^[3]; Marková, Aneta ^[3]; Stříteský, Stanislav ^[3]; Weiter, Martin ^[3]; Cigánek, Martin ^[3]; Krajčovič, Jozef ^[3]; Pauk, Karel ^[4]; Imramovský, Aleš ^[4]; Zaykov, Alexandr ^[5]; Michl, Josef ^[6]

Inst. of Macromolecular Chemistry Czech Academy of Sciences (Czech Republic)
Inst. of Macromolecular Chemistry Czech Academy of Sciences (Czech Republic); Charles Univ. (Czech Republic)
Brno Univ. of Technology (Czech Republic)
Inst. of Organic Chemistry and Technology at the University of Pardubice (Czech Republic)
Czech Academy of Sciences (Czech Republic); Univ. of Chemistry and Technology (Czech Republic)
Czech Academy of Sciences (Czech Republic); Univ. of Colorado, Boulder, CO (United States)

The singlet fission (SF) process discovered in bis(thienyl)diketopyrrolopyrroles (TDPPs) can boost their potential for photovoltaics (PV). The crystal structures of TDPP analogs carrying n-hexyl, n-butyl, or 2-(adamant-1-yl)ethyl substituents are similar, but contain increasingly slipped stacked neighbor molecules. The observed SF rate constants, k_SF, (7±4), (9±3) and (5.6±1.9) ns^–1 for thin films of the three compounds, respectively, are roughly equal, but the triplet quantum yields vary strongly: (120±40), (160±40) and (70±16), respectively. The recent molecular pair model reproduces the near equality of all three k_SF at the crystal geometries and identifies all possible pair arrangements in which SF is predicted to be faster, by up to two orders of magnitude. Furthermore, it is also clear that the presently non-existent ability to predict the rates of processes competing with SF is pivotal for providing a guide for efforts to optimize the materials for PV.

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Research Organization:: Univ. of Colorado, Boulder, CO (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0007004

OSTI ID:: 1854332

Journal Information:: ChemPlusChem, Vol. 85, Issue 12; ISSN 2192-6506

Publisher:: ChemPubSoc EuropeCopyright Statement

Country of Publication:: United States

Language:: English

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