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Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties

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Carbazole-based small molecule electron donors : Syntheses, characterization, and material properties. / Sippola, Roosa J.; Hadipour, Afshin; Kastinen, Tuuva; Vivo, Paola; Hukka, Terttu I.; Aernouts, Tom; Heiskanen, Juha P.

In: Dyes and Pigments, Vol. 150, j.dyepig.2017.11.014, 08.11.2017, p. 79-88.

Research output: Contribution to journalArticleScientificpeer-review

Harvard

Sippola, RJ, Hadipour, A, Kastinen, T, Vivo, P, Hukka, TI, Aernouts, T & Heiskanen, JP 2017, 'Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties', Dyes and Pigments, vol. 150, j.dyepig.2017.11.014, pp. 79-88. https://doi.org/10.1016/j.dyepig.2017.11.014

APA

Sippola, R. J., Hadipour, A., Kastinen, T., Vivo, P., Hukka, T. I., Aernouts, T., & Heiskanen, J. P. (2017). Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties. Dyes and Pigments, 150, 79-88. [j.dyepig.2017.11.014]. https://doi.org/10.1016/j.dyepig.2017.11.014

Vancouver

Author

Sippola, Roosa J. ; Hadipour, Afshin ; Kastinen, Tuuva ; Vivo, Paola ; Hukka, Terttu I. ; Aernouts, Tom ; Heiskanen, Juha P. / Carbazole-based small molecule electron donors : Syntheses, characterization, and material properties. In: Dyes and Pigments. 2017 ; Vol. 150. pp. 79-88.

Bibtex - Download

@article{9afd4f10774447dc818ea6db21216c1a,
title = "Carbazole-based small molecule electron donors: Syntheses, characterization, and material properties",
abstract = "Efficient synthetic methods for carbazole-based small molecule electron donors with donor–acceptor (D–A) and A–D–A type structures were developed. In order to study the relation between chemical structures and material properties, the prepared compounds were characterized in detail using absorption spectroscopy, differential pulse voltammetry, and computational methods. In addition, symmetrical A–D–A type compounds were tested as an active layer component in bulk heterojunction based organic solar cell (OSC) devices with conventional structure. The results show that the two compound types have many similar properties. However, the extended molecular structure of A–D–A type compounds offer better film forming properties and higher molar absorption coefficients compared with the D–A type materials. Furthermore, the attachment of fluoro substituents in the A units has a positive effect on all solar cell device parameters. Moreover, the computational studies revealed that the molecular structures are twisted between the central carbazole D unit and π-bridge which may result in inefficient intramolecular charge transfer and, also, relatively limited short-circuit currents in OSC devices.",
keywords = "Absorption, DFT, Electron donor, Organic solar cell, Suzuki-Miyaura, Synthesis",
author = "Sippola, {Roosa J.} and Afshin Hadipour and Tuuva Kastinen and Paola Vivo and Hukka, {Terttu I.} and Tom Aernouts and Heiskanen, {Juha P.}",
year = "2017",
month = "11",
day = "8",
doi = "10.1016/j.dyepig.2017.11.014",
language = "English",
volume = "150",
pages = "79--88",
journal = "Dyes and Pigments",
issn = "0143-7208",
publisher = "Elsevier",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Carbazole-based small molecule electron donors

T2 - Syntheses, characterization, and material properties

AU - Sippola, Roosa J.

AU - Hadipour, Afshin

AU - Kastinen, Tuuva

AU - Vivo, Paola

AU - Hukka, Terttu I.

AU - Aernouts, Tom

AU - Heiskanen, Juha P.

PY - 2017/11/8

Y1 - 2017/11/8

N2 - Efficient synthetic methods for carbazole-based small molecule electron donors with donor–acceptor (D–A) and A–D–A type structures were developed. In order to study the relation between chemical structures and material properties, the prepared compounds were characterized in detail using absorption spectroscopy, differential pulse voltammetry, and computational methods. In addition, symmetrical A–D–A type compounds were tested as an active layer component in bulk heterojunction based organic solar cell (OSC) devices with conventional structure. The results show that the two compound types have many similar properties. However, the extended molecular structure of A–D–A type compounds offer better film forming properties and higher molar absorption coefficients compared with the D–A type materials. Furthermore, the attachment of fluoro substituents in the A units has a positive effect on all solar cell device parameters. Moreover, the computational studies revealed that the molecular structures are twisted between the central carbazole D unit and π-bridge which may result in inefficient intramolecular charge transfer and, also, relatively limited short-circuit currents in OSC devices.

AB - Efficient synthetic methods for carbazole-based small molecule electron donors with donor–acceptor (D–A) and A–D–A type structures were developed. In order to study the relation between chemical structures and material properties, the prepared compounds were characterized in detail using absorption spectroscopy, differential pulse voltammetry, and computational methods. In addition, symmetrical A–D–A type compounds were tested as an active layer component in bulk heterojunction based organic solar cell (OSC) devices with conventional structure. The results show that the two compound types have many similar properties. However, the extended molecular structure of A–D–A type compounds offer better film forming properties and higher molar absorption coefficients compared with the D–A type materials. Furthermore, the attachment of fluoro substituents in the A units has a positive effect on all solar cell device parameters. Moreover, the computational studies revealed that the molecular structures are twisted between the central carbazole D unit and π-bridge which may result in inefficient intramolecular charge transfer and, also, relatively limited short-circuit currents in OSC devices.

KW - Absorption

KW - DFT

KW - Electron donor

KW - Organic solar cell

KW - Suzuki-Miyaura

KW - Synthesis

U2 - 10.1016/j.dyepig.2017.11.014

DO - 10.1016/j.dyepig.2017.11.014

M3 - Article

VL - 150

SP - 79

EP - 88

JO - Dyes and Pigments

JF - Dyes and Pigments

SN - 0143-7208

M1 - j.dyepig.2017.11.014

ER -