Issue 11, 2013

An effect on the side chain position of D–π–A-type conjugated polymers with sp2-hybridized orbitals for organic photovoltaics

Abstract

A D–π–A-type poly[alkylidenefluorene-alt-di-2-thienyl-2,1,3-benzothiadiazole] (P1) was synthesized via Suzuki coupling reaction. Based on the positions of the spacer (π) and acceptor (A) in the polymers, a dodecyl chain (P2) and an octyloxy chain (P3), respectively, were introduced. Both chains were introduced to the spacer and acceptor of P4. The obtained polymers (P2–P4) were soluble in organic solvents such as chlorobenzene, THF and o-dichlorobenzene at room temperature. Also, the introduction of a dodecyl chain to the spacer reduced the energy of the highest occupied molecular orbital (HOMO) level (−5.5 to −5.56 eV) but increased the tilt angle (45.4–53.0°), which had prevented the main chain from π–π stacking. The orientation of the obtained polymers in thin films was confirmed by XRD measurement. P3 with only an octyloxy chain showed a face-on-rich structure with a π–π stacking distance of 3.7 Å compared to other polymers. The polymer solar cells were fabricated through a solution process, and showed a power conversion efficiency (PCE) of 3.6%, with a short-circuit current density (Jsc) of 8.9 mA cm−2, an open-circuit voltage (Voc) of 0.88 V, and a fill factor (FF) of 45.7%. With the introduction of poly[9,9-bis(6′-(diethanolamino)hexyl)fluorene] (PFN-OH), a PCE of 3.9% was confirmed.

Graphical abstract: An effect on the side chain position of D–π–A-type conjugated polymers with sp2-hybridized orbitals for organic photovoltaics

Supplementary files

Article information

Article type
Paper
Submitted
06 Feb 2013
Accepted
09 Mar 2013
First published
12 Mar 2013

Polym. Chem., 2013,4, 3225-3235

An effect on the side chain position of D–π–A-type conjugated polymers with sp2-hybridized orbitals for organic photovoltaics

K. W. Song, H. J. Song, T. H. Lee, S. W. Heo and D. K. Moon, Polym. Chem., 2013, 4, 3225 DOI: 10.1039/C3PY00195D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements