Publication

Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules

Luponosov, Y. N., Min, J., Solodukhin, A. N., Kozlov, O. V., Obrezkova, M. A., Peregudova, S. M., Ameri, T., Chvalun, S. N., Pshenichnikov, M. S., Brabec, C. J. & Ponomarenko, S. A., May-2016, In : Organic Electronics. 32, p. 157-168 12 p.

Research output: Contribution to journalArticleAcademicpeer-review

APA

Luponosov, Y. N., Min, J., Solodukhin, A. N., Kozlov, O. V., Obrezkova, M. A., Peregudova, S. M., ... Ponomarenko, S. A. (2016). Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules. Organic Electronics, 32, 157-168. https://doi.org/10.1016/j.orgel.2016.02.027

Author

Luponosov, Yuriy N. ; Min, Jie ; Solodukhin, Alexander N. ; Kozlov, Oleg V. ; Obrezkova, Marina A. ; Peregudova, Svetlana M. ; Ameri, Tayebeh ; Chvalun, Sergei N. ; Pshenichnikov, Maxim S. ; Brabec, Christoph J. ; Ponomarenko, Sergei A. / Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules. In: Organic Electronics. 2016 ; Vol. 32. pp. 157-168.

Harvard

Luponosov, YN, Min, J, Solodukhin, AN, Kozlov, OV, Obrezkova, MA, Peregudova, SM, Ameri, T, Chvalun, SN, Pshenichnikov, MS, Brabec, CJ & Ponomarenko, SA 2016, 'Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules' Organic Electronics, vol. 32, pp. 157-168. https://doi.org/10.1016/j.orgel.2016.02.027

Standard

Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules. / Luponosov, Yuriy N.; Min, Jie; Solodukhin, Alexander N.; Kozlov, Oleg V.; Obrezkova, Marina A.; Peregudova, Svetlana M.; Ameri, Tayebeh; Chvalun, Sergei N.; Pshenichnikov, Maxim S.; Brabec, Christoph J.; Ponomarenko, Sergei A.

In: Organic Electronics, Vol. 32, 05.2016, p. 157-168.

Research output: Contribution to journalArticleAcademicpeer-review

Vancouver

Luponosov YN, Min J, Solodukhin AN, Kozlov OV, Obrezkova MA, Peregudova SM et al. Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules. Organic Electronics. 2016 May;32:157-168. https://doi.org/10.1016/j.orgel.2016.02.027


BibTeX

@article{a8df56f7fd174e9ba43007805e8c148d,
title = "Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules",
abstract = "The first representatives of star-shaped molecules having 3-alkylrhodanine (alkyl-Rh) electron-withdrawing groups, linked through bithiophene pi-spacer with electron-donating either triphenylamine (TPA) or tris(2-methoxyphenyl)amine (m-TPA) core were synthesized. The physical properties and photovoltaic performance of these novel molecules with 3-ethylrhodanine groups were comprehensively studied and compared to their full analogs having dicyanovinyl (DCV) units as the other type of well-known and frequently used acceptor groups. On one hand, the former demonstrate several advantages such as higher solubility and better photovoltaic performance in bulk-heterojunction (BHJ) organics solar cells (OSCs) as compared to the latter. Nevertheless, the former have slightly lower optical/electrochemical bandgaps and higher thermooxidation stability. On the other hand, molecules of both series based on m-TPA core along with higher solubility and higher position of HOMO energy levels have more pronounced tendency to crystalize as compared to the TPA-based molecules. Detailed investigation of the structure-property relationships for these series of molecules revealed that donor and acceptor unit combinations influence both charge generation and charge transport/recombination properties, as demonstrated by the ultrafast photoinduced absorption spectroscopy, space charge limited current measurements and transient photovoltage technique. These results give more insight how to fine-tune and predict physical properties and photovoltaic performance of small molecules having either alkyl-Rh or DCV units in their chemical structures and thus providing a molecular design guideline for the next generation of high-performance photovoltaic materials. (C) 2016 Elsevier B.V. All rights reserved.",
keywords = "Star-shaped molecules, 3-Ethylrhodanine, Triphenylamine, Dicyanovinyl, Organic solar cells, Ultrafast charge separation, ORGANIC SOLAR-CELLS, POWER CONVERSION EFFICIENCY, INTERNAL CHARGE-TRANSFER, OPEN-CIRCUIT VOLTAGE, TRIAZINE CORE, SEMICONDUCTORS, OLIGOMERS, CHROMOPHORES, SUBSTITUTION, LIFETIME",
author = "Luponosov, {Yuriy N.} and Jie Min and Solodukhin, {Alexander N.} and Kozlov, {Oleg V.} and Obrezkova, {Marina A.} and Peregudova, {Svetlana M.} and Tayebeh Ameri and Chvalun, {Sergei N.} and Pshenichnikov, {Maxim S.} and Brabec, {Christoph J.} and Ponomarenko, {Sergei A.}",
year = "2016",
month = "5",
doi = "10.1016/j.orgel.2016.02.027",
language = "English",
volume = "32",
pages = "157--168",
journal = "Organic Electronics",
issn = "1566-1199",
publisher = "ELSEVIER SCIENCE BV",

}

RIS

TY - JOUR

T1 - Effects of electron-withdrawing group and electron-donating core combinations on physical properties and photovoltaic performance in D-pi-A star-shaped small molecules

AU - Luponosov, Yuriy N.

AU - Min, Jie

AU - Solodukhin, Alexander N.

AU - Kozlov, Oleg V.

AU - Obrezkova, Marina A.

AU - Peregudova, Svetlana M.

AU - Ameri, Tayebeh

AU - Chvalun, Sergei N.

AU - Pshenichnikov, Maxim S.

AU - Brabec, Christoph J.

AU - Ponomarenko, Sergei A.

PY - 2016/5

Y1 - 2016/5

N2 - The first representatives of star-shaped molecules having 3-alkylrhodanine (alkyl-Rh) electron-withdrawing groups, linked through bithiophene pi-spacer with electron-donating either triphenylamine (TPA) or tris(2-methoxyphenyl)amine (m-TPA) core were synthesized. The physical properties and photovoltaic performance of these novel molecules with 3-ethylrhodanine groups were comprehensively studied and compared to their full analogs having dicyanovinyl (DCV) units as the other type of well-known and frequently used acceptor groups. On one hand, the former demonstrate several advantages such as higher solubility and better photovoltaic performance in bulk-heterojunction (BHJ) organics solar cells (OSCs) as compared to the latter. Nevertheless, the former have slightly lower optical/electrochemical bandgaps and higher thermooxidation stability. On the other hand, molecules of both series based on m-TPA core along with higher solubility and higher position of HOMO energy levels have more pronounced tendency to crystalize as compared to the TPA-based molecules. Detailed investigation of the structure-property relationships for these series of molecules revealed that donor and acceptor unit combinations influence both charge generation and charge transport/recombination properties, as demonstrated by the ultrafast photoinduced absorption spectroscopy, space charge limited current measurements and transient photovoltage technique. These results give more insight how to fine-tune and predict physical properties and photovoltaic performance of small molecules having either alkyl-Rh or DCV units in their chemical structures and thus providing a molecular design guideline for the next generation of high-performance photovoltaic materials. (C) 2016 Elsevier B.V. All rights reserved.

AB - The first representatives of star-shaped molecules having 3-alkylrhodanine (alkyl-Rh) electron-withdrawing groups, linked through bithiophene pi-spacer with electron-donating either triphenylamine (TPA) or tris(2-methoxyphenyl)amine (m-TPA) core were synthesized. The physical properties and photovoltaic performance of these novel molecules with 3-ethylrhodanine groups were comprehensively studied and compared to their full analogs having dicyanovinyl (DCV) units as the other type of well-known and frequently used acceptor groups. On one hand, the former demonstrate several advantages such as higher solubility and better photovoltaic performance in bulk-heterojunction (BHJ) organics solar cells (OSCs) as compared to the latter. Nevertheless, the former have slightly lower optical/electrochemical bandgaps and higher thermooxidation stability. On the other hand, molecules of both series based on m-TPA core along with higher solubility and higher position of HOMO energy levels have more pronounced tendency to crystalize as compared to the TPA-based molecules. Detailed investigation of the structure-property relationships for these series of molecules revealed that donor and acceptor unit combinations influence both charge generation and charge transport/recombination properties, as demonstrated by the ultrafast photoinduced absorption spectroscopy, space charge limited current measurements and transient photovoltage technique. These results give more insight how to fine-tune and predict physical properties and photovoltaic performance of small molecules having either alkyl-Rh or DCV units in their chemical structures and thus providing a molecular design guideline for the next generation of high-performance photovoltaic materials. (C) 2016 Elsevier B.V. All rights reserved.

KW - Star-shaped molecules

KW - 3-Ethylrhodanine

KW - Triphenylamine

KW - Dicyanovinyl

KW - Organic solar cells

KW - Ultrafast charge separation

KW - ORGANIC SOLAR-CELLS

KW - POWER CONVERSION EFFICIENCY

KW - INTERNAL CHARGE-TRANSFER

KW - OPEN-CIRCUIT VOLTAGE

KW - TRIAZINE CORE

KW - SEMICONDUCTORS

KW - OLIGOMERS

KW - CHROMOPHORES

KW - SUBSTITUTION

KW - LIFETIME

U2 - 10.1016/j.orgel.2016.02.027

DO - 10.1016/j.orgel.2016.02.027

M3 - Article

VL - 32

SP - 157

EP - 168

JO - Organic Electronics

JF - Organic Electronics

SN - 1566-1199

ER -

ID: 36086606