Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Synthesis of 2,2′-[2,2′-(arenediyl)bis(anthra[2,3-b]thiophene-5,10-diylidene)]tetrapropanedinitriles and their performance as non-fullerene acceptors in organic photovoltaics. / Baranov, Denis S.; Krivenko, Olga L.; Kazantsev, Maxim S. и др.
в: Synthetic Metals, Том 255, 116097, 01.09.2019.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
}
TY - JOUR
T1 - Synthesis of 2,2′-[2,2′-(arenediyl)bis(anthra[2,3-b]thiophene-5,10-diylidene)]tetrapropanedinitriles and their performance as non-fullerene acceptors in organic photovoltaics
AU - Baranov, Denis S.
AU - Krivenko, Olga L.
AU - Kazantsev, Maxim S.
AU - Nevostruev, Danil A.
AU - Kobeleva, Elena S.
AU - Zinoviev, Vladimir A.
AU - Dmitriev, Alexey A.
AU - Gritsan, Nina P.
AU - Kulik, Leonid V.
PY - 2019/9/1
Y1 - 2019/9/1
N2 - Three novel molecules based on thiophene-fused 11,11,12,12-tetracyano-9,10-anthraquinodimethane (TCAQ) units linked through functionalized π-conjugated arene bridges are synthesized by three-step sequence of Sonagashira coupling, double thioannulation and Knoevenagel condensation. The energy of their frontier orbitals shows that these molecules are suitable for replacing fullerenes as electron acceptors in composites with conjugated donor polymers used in organic photovoltaics (OPV). The composite of polymer donor PCDTBT with fluorene-linked thiophene-fused TCAQs demonstrates good solubility in organic solvents and bulk heterojunction morphology with characteristic donor and acceptor domain size of several tens of nanometers, favourable for photoelectric conversion. This composite also exhibits prominent light-induced EPR signal indicating efficient photoinduced free charge generation. OPV devices based on this composite were fabricated by vacuum-free method. They show photoelectric conversion with maximum PCE of 0.71%.
AB - Three novel molecules based on thiophene-fused 11,11,12,12-tetracyano-9,10-anthraquinodimethane (TCAQ) units linked through functionalized π-conjugated arene bridges are synthesized by three-step sequence of Sonagashira coupling, double thioannulation and Knoevenagel condensation. The energy of their frontier orbitals shows that these molecules are suitable for replacing fullerenes as electron acceptors in composites with conjugated donor polymers used in organic photovoltaics (OPV). The composite of polymer donor PCDTBT with fluorene-linked thiophene-fused TCAQs demonstrates good solubility in organic solvents and bulk heterojunction morphology with characteristic donor and acceptor domain size of several tens of nanometers, favourable for photoelectric conversion. This composite also exhibits prominent light-induced EPR signal indicating efficient photoinduced free charge generation. OPV devices based on this composite were fabricated by vacuum-free method. They show photoelectric conversion with maximum PCE of 0.71%.
KW - Functionalized anthra[2,3-b]thiophenes
KW - Non-fullerene acceptors
KW - Photovoltaic properties
KW - Synthesis
KW - π-Extended TCNQ-based molecules
KW - DESIGN
KW - ACENES
KW - SEMICONDUCTORS
KW - 11,11,12,12-TETRACYANO-9,10-ANTHRAQUINODIMETHANE
KW - HETEROACENES
KW - CONJUGATED POLYMERS
KW - TETRACYANOQUINODIMETHANE
KW - CHARGE-TRANSFER
KW - DERIVATIVES
KW - pi-Extended TCNQ-based molecules
KW - ELECTRON-ACCEPTORS
UR - http://www.scopus.com/inward/record.url?scp=85067611919&partnerID=8YFLogxK
U2 - 10.1016/j.synthmet.2019.06.013
DO - 10.1016/j.synthmet.2019.06.013
M3 - Article
AN - SCOPUS:85067611919
VL - 255
JO - Synthetic Metals
JF - Synthetic Metals
SN - 0379-6779
M1 - 116097
ER -
ID: 20641192