Cited by 13Organic Electronics and PhotovoltaicsPorphyrin and Phthalocyanine ChemistryOrganic Light-Emitting Diodes Research

Synthesis and characterization of porphyrin‐based D‐π‐A conjugated polymers for polymer solar cells

Jiang, Pei, Shi, Shaowei, Chen, Song, Wang, Xiaochen, Wang, Haiqiao, Li, Yongfang, Li, Xiaoyu·2013·Journal of Polymer Science Part A: Polymer Chemistry

Abstract

Two novel porphyrin‐based D‐A conjugated copolymers, PFTTQP and PBDTTTQP, consisting of accepting quinoxalino[2,3‐b′]porphyrin unit and donating fluorene or benzo[1,2‐b:4,5‐b′]dithiophene unit, were synthesized, respectively via a Pd‐catalyzed Stille‐coupling method. The quinoxalino[2,3‐b′]porphyrin, an edge‐fused porphyrin monomer, was used as a building block of D‐A copolymers, rather than the simple porphyrin unit in conventional porphyrin‐based photovoltaic polymers reported in literature, to enhance the coplanarity and to extend the π‐conjugated system of polymer main chains, and consequently to facilitate the intramolecular charge transfer (ICT). The thermal stability, optical, and electrochemical properties as well as the photovoltaic characteristics of the two polymers were systematically investigated. Both the polymers showed high hole mobility, reaching 4.3 × 10−4 cm2 V−1 s−1 for PFTTQP and 2.0 × 10−4 cm2 V−1 s−1 for PBDTTTQP. Polymer solar cells (PSCs) made from PFTTQP and PBDTTTQP demonstrated power conversion efficiencies (PCEs) of 2.39% and 1.53%, both of which are among the highest PCE values in the PSCs based on porphyrin‐based conjugated polymers. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013

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Crossref · 10.1002/pola.26607

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  • Tan et al. synthesized an asymmetrical donor-acceptor polymer A32 using a benzo[1,2b:4,5b']dithiophene unit.

    “Tan et al. synthesized an asymmetrical donor -acceptor (D -A) polymer ( A32 , Fig. 6) using a benzo[1,2b :4,5b 0 ]dithiophene (BDT) unit.”
  • They also synthesized a polymer A33 with an extended absorption spectrum by inserting 4,7-di(4-hexylthiophen-2-yl)benzothiadiazole into the main chain of the copolymer.

    “They also synthesized a polymer ( A33 , Fig. 6) with an extended absorption spectrum by inserting 4,7-di(4-hexylthiophen-2-yl)benzothiadiazole (T-DTBT) into the main chain of the copolymer. 39”
  • The same group replaced carbazole with fluorene or benzo[1,2b:4,5b']dithiophene and synthesized two polymers A27 and A28.

    “Later, the same group extended their idea by replacing carbazole with  uorene or benzo[1,2b :4,5b 0 ]dithiophene and synthesized two polymers ( A27 and A28 , Fig. 6). 39”
  • Fluorene-containing copolymer A27 shows a deeper HOMO level and attains a higher Voc of 0.81 V in OSCs than A28.

    “Fluorene-containing copolymer A27 shows a deeper HOMO level and attains a higher V oc of 0.81 V in OSCs than A28 .”
  • A33 showed a higher PCE compared to A32 because of its deep HOMO energy level, low band-gap and broad absorption range.

    “A33 showed a higher PCE compared to A32 because of its deep HOMO energy level, low band-gap and broad absorption range.”

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Authors
Jiang, P., Shi, S., Chen, S., Wang, X., Wang, H., Li, Y., & Li, X.
Affiliations
  • Beijing University of Chemical Technology (CN)
  • China Textile Academy (CN)
  • Chinese Academy of Sciences (CN)
Corresponding author
  • Wang, Haiqiao
  • Li, Yongfang
  • Li, Xiaoyu
Venue
Journal of Polymer Science Part A: Polymer Chemistry
Publisher
Wiley
Published
2013-02-27
Volume
51
Issue
10
Pages
2243-2251
ISSN
  • 0887-624X (ISSN-L)
  • 1099-0518
OpenAlex
W2094414157
Cited by
13
References
0
Citations by year
2020: 1 · 2019: 1 · 2018: 1 · 2017: 3 · 2016: 2 · 2015: 4 · 2013: 1
FWCI
1.40
Type
journal article
Language
en
Open access
closed
Locations
Journal of Polymer Science Part A Polymer Chemistry (publishedVersion)
Topics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Light-Emitting Diodes Research
Keywords
D-A copolymers, polymer solar cells, fluorene, benzo[1,2-b:4,5-b']dithiophene, intramolecular charge transfer, hole mobility, power conversion efficiency, photovoltaic polymers

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