Copolymers Containing 1-Methyl-2-phenyl-imidazole Moieties as Permanent Dipole Generating Units: Synthesis, Spectroscopic, Electrochemical, and Photovoltaic Properties

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dc.contributor.authorKulszewicz-Bajer, Irena
dc.contributor.authorNowakowski, Robert
dc.contributor.authorZagórska, Małgorzata
dc.contributor.authorMaranda-Niedbała, Agnieszka
dc.contributor.authorMech, Wojciech
dc.contributor.authorWróbel, Zbigniew
dc.contributor.authorDrapała, Jakub
dc.contributor.authorWielgus, Ireneusz
dc.contributor.authorKorona, Krzysztof P.
dc.contributor.editorBaumgarten, Martin
dc.contributor.organizationFaculty of Chemistry, Warsaw University of Technologyen
dc.contributor.organizationInstitute of Physical Chemistry, Polish Academy of Sciencesen
dc.contributor.organizationFaculty of Physics, Warsaw Universityen
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.date.accessioned2022-06-24T10:31:17Z
dc.date.available2022-06-24T10:31:17Z
dc.date.issued2022
dc.description.abstractNew donor–acceptor conjugated alternating or random copolymers containing 1-methyl-2- phenylbenzimidazole and benzothiadiazole (P1), diketopyrrolopyrrole (P4), or both acceptors (P2) are reported. The specific feature of these copolymers is the presence of a permanent dipole-bearing moiety (1-methyl-2-phenyl imidazole (MPI)) fused with the 1,4-phenylene ring of the polymer main chain. For comparative reasons, polymers of the same main chain but deprived of the MPI group were prepared, namely, P5 with diketopyrrolopyrrole and P3 with both acceptors. The presence of the permanent dipole results in an increase of the optical band gap from 1.51 eV in P3 to 1.57 eV in P2 and from 1.49 eV in P5 to 1.55 eV in P4. It also has a measurable effect on the ionization potential (IP) and electrochemical band gap (Eg CV), leading to their decrease from 5.00 and 1.83 eV in P3 to 4.92 and 1.79 eV in P2 as well as from 5.09 and 1.87 eV in P5 to 4.94 and 1.81 eV in P4. Moreover, the presence of permanent dipole lowers the exciton binding energy (Eb ) from 0.32 eV in P3 to 0.22 eV in P2 and from 0.38 eV in P5 to 0.26 eV in P4. These dipole-induced changes in the polymer properties should be beneficial for photovoltaic applications. Bulk heterojunction solar cells fabricated from these polymers (with PC71BM acceptor) show low series resistance (rs), indicating good electrical transport properties. The measured power conversion efficiency (PCE) of 0.54% is limited by the unfavorable morphology of the active layer.en
dc.description.sponsorshipNational Science Center, Poland (NCN, grant no. 2019/33/B/ST5/00582) Polish National Center of Research and Development (TECHMATSTRATEG 1/347431/14/NCBR/2018) National Science Centre, Poland, (grant no. 2015/17/B/ST4/03845)
dc.identifier.citationKulszewicz-Bajer, I.;Nowakowski, R.; Zagórska, M.;Maranda-Niedbała, A.; Mech, W.;Wróbel, Z.; Drapała, J.; Wielgus, I.;Korona, K.P. Copolymers Containing1-Methyl-2-phenyl-imidazoleMoieties as Permanent DipoleGenerating Units: Synthesis,Spectroscopic, Electrochemical, andPhotovoltaic Properties.Molecules2022,27, 915. https://doi.org/10.3390/molecules27030915en
dc.identifier.doi10.3390/molecules27030915
dc.identifier.issn1420-3049
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21377
dc.language.isoen
dc.publisherMDPIen
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectconjugated donor–acceptor polymersen
dc.subjectelectrochemical propertiesen
dc.subjectmorphological studiesen
dc.subjectphotovoltaic propertiesen
dc.titleCopolymers Containing 1-Methyl-2-phenyl-imidazole Moieties as Permanent Dipole Generating Units: Synthesis, Spectroscopic, Electrochemical, and Photovoltaic Propertiesen
dc.typearticleen
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