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Cited by 195Organic Electronics and PhotovoltaicsOrganic Light-Emitting Diodes ResearchConducting polymers and applications

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Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends

Chen, Chiu-Hsiang, Hsieh, Chao-Hsiang, Dubosc, Martin, Cheng, Yen-Ju, Hsu, Chain-Shu·2010·Macromolecules
DOI 10.1021/ma902206u
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Abstract

Six of three-component donor−acceptor random copolymers P1−P6, symbolized as (thiophene donor) m −(thiophene acceptor) n, were rationally designed and successfully synthesized by the palladium-catalyzed Stille coupling. The 4 H -cyclopenta[2,1- b:3,4- b ′]dithiophene (CPDT) unit serves as the donor for P1−P4, while the benzothiadiazole (BT), quinoxaline (QU), dithienoquinoxaline, and thienopyrazine (TP) units are used as the acceptor for P1, P2, P3, and P4, respectively. P5 and P6 are structurally analogous to P1 and P2 except for using the dithieno[3,2- b:2′,3′- d ]silole (DTS) unit as the donor. Because the band gap lowering ability of the acceptor units in the polymer is in the order TP > BT > QU presumably due to the quinoid form population in the polymers, the optical band gaps can be well adjusted to be 1.2, 1.6, and 1.8 eV for P4, P1, and P2, respectively. It is found that the two bridged bithiophene units, CPDT and DTS, have similar steric and electronic effects on the P1 and P5 as well as P2 and P6, respectively, leading to comparable intrinsic properties and device performances. Bulk heterojunction photovoltaic cells based on ITO/PEDOT:PSS/polymer:PC 71 BM/Ca/Al configuration were fabricated and characterized. Although P4 exhibits the lowest optical band gap, broadest absorption spectrum, and highest mobility, the too low-lying LUMO level hinders the efficient exciton dissociation, resulting in a low PCE of 0.7%. Compared with poly[2,6-(4,4-bis(2-ethylhexyl)-4 H -cy…

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  • Ternary blends provide a potential pathway toward higher photovoltaic performance, while maintaining the simplicity of processing single junctions.

    “Thus, ternary blends provide a potential pathway toward higher photovoltaic performance, while maintaining the simplicity of processing single junctions.”

    From Recent progress in porphyrin-based materials for organic solar cells (2018) · cites this paper as [138]

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Research works printed but not linked: 59

  1. Brabec C. J., 2001, Adv. Funct. Mater., 11, 15, 10.1002/1616-3028(200102)11:1<15::AID-ADFM15>3.0.CO;2-A · DOI
  2. Günes S., 2007, Chem. Rev., 107, 1324, 10.1021/cr050149z · DOI · Paper page
  3. Yu G., 1995, Science, 270, 1789, 10.1126/science.270.5243.1789 · DOI
  4. Hummelen J. C., 1995, J. Org. Chem., 60, 532, 10.1021/jo00108a012 · DOI
  5. Sariciftci N. S., 1992, Science, 258, 1474, 10.1126/science.258.5087.1474 · DOI
  6. Brabec C. J., 2001, Chem. Phys. Lett., 340, 232, 10.1016/S0009-2614(01)00431-6 · DOI
  7. Singh T. B., 2005, Org. Electron., 6, 105, 10.1016/j.orgel.2005.03.006 · DOI
  8. Zhang Y., 2009, Chem. Mater., 21, 2598, 10.1021/cm9009282 · DOI
  9. Kitamura C., 1996, Chem. Mater., 8, 570, 10.1021/cm950467m · DOI
  10. Yamamoto T., 1996, J. Am. Chem. Soc., 118, 10389, 10.1021/ja961550t · DOI
  11. Coppo P., 2005, J. Mater. Chem., 15, 1123, 10.1039/b412143k · DOI
  12. Coppo P., 2003, Macromolecules, 36, 2705, 10.1021/ma0258354 · DOI
  13. Liu M. S., 2003, Chem. Mater., 15, 3496, 10.1021/cm030063r · DOI
  14. Chen J., 2007, Macromol. Rapid Commun., 28, 1714, 10.1002/marc.200700326 · DOI
  15. Zhu Z., 2007, Macromolecules, 40, 1981, 10.1021/ma062376o · DOI
  16. Mühlbacher D., 2006, Adv. Mater., 18, 2884, 10.1002/adma.200600160 · DOI
  17. Moulé A. J., 2008, Chem. Mater., 20, 4045, 10.1021/cm8006638 · DOI
  18. Hou J., 2008, J. Am. Chem. Soc., 130, 16144, 10.1021/ja806687u · DOI
  19. Liao L., 2007, Macromolecules, 40, 9406, 10.1021/ma071825x · DOI
  20. Hou J., 2009, J. Phys. Chem. C, 113, 1601, 10.1021/jp808255b · DOI
  21. Huo L., 2009, Macromolecules, 42, 6564, 10.1021/ma9012972 · DOI
  22. Campbell A. J., 2001, Appl. Phys. Lett., 79, 2133, 10.1063/1.1406143 · DOI
  23. Hou J., 2009, J. Phys. Chem. C, 113, 1601, 10.1021/jp808255b · DOI
  24. Zhou Q., 2004, Appl. Phys. Lett., 84, 1653, 10.1063/1.1667614 · DOI
  25. Chen C. P., 2008, J. Am. Chem. Soc., 130, 12828, 10.1021/ja801877k · DOI
  26. Peng Q., 2008, J. Phys. Chem. B, 112, 2801, 10.1021/jp7105428 · DOI
  27. Zhao C., 2008, J. Polym. Sci., Part A: Polym. Chem., 46, 2680, 10.1002/pola.22599 · DOI
  28. Herguth P., 2002, Macromolecules, 35, 6094, 10.1021/ma020405z · DOI
  29. Beaujuge P. M., 2009, J. Am. Chem. Soc., 131, 7614, 10.1021/ja900519k · DOI
  30. Kim J. Y., 2007, Science, 317, 222, 10.1126/science.1141711 · DOI
  31. Kim Y., 2008, J. Phys. D: Appl. Phys., 41, 225101, 10.1088/0022-3727/41/22/225101 · DOI
  32. Kim H., 2009, J. Phys. Chem. C, 113, 1620, 10.1021/jp809589n · DOI
  33. Kim Y., 2005, Synth. Met., 152, 105, 10.1016/j.synthmet.2005.07.189 · DOI
  34. Honda S., 2009, Appl. Mater. Interfaces, 1, 804, 10.1021/am800229p · DOI
  35. Dastoor P. C., 2007, J. Phys. Chem. C, 111, 15415, 10.1021/jp0748664 · DOI · Paper page
  36. Johansson E. M. J., 2009, J. Phys. Chem. C, 113, 3014, 10.1021/jp808610f · DOI
  37. Lucas P., 2000, Synthesis, 9, 1253, 10.1055/s-2000-6416 · DOI
  38. Beyer R., 1998, Synth. Mater., 92, 95, 10.1016/S0379-6779(98)80018-0 · DOI
  39. Jeffries A. T., 1981, J. Org. Chem., 46, 2885, 10.1021/jo00327a009 · DOI
  40. Kraak A., 1968, Tetrahedron, 24, 3381, 10.1016/S0040-4020(01)92636-5 · DOI
  41. Brzeziński J. Z., 2002, Synthesis, 8, 1053, 10.1055/s-2002-31958 · DOI
  42. Tierney S., 2005, Synth. Met., 148, 195, 10.1016/j.synthmet.2004.09.015 · DOI
  43. Brédas J. L., 1985, J. Chem. Phys., 82, 3808, 10.1063/1.448868 · DOI
  44. Hou J., 2008, Macromolecules, 41, 6012, 10.1021/ma800820r · DOI
  45. Tsai J.-H., 2009, Macromolecules, 42, 1897, 10.1021/ma802720n · DOI
  46. Lee W.-Y., 2007, Macromol. Chem. Phys., 208, 1919, 10.1002/macp.200700158 · DOI
  47. Ono K., 1994, Angew. Chem., Int. Ed., 33, 1977, 10.1002/anie.199419771 · DOI
  48. Karikomi M., 1995, J. Am. Chem. Soc., 117, 6791, 10.1021/ja00130a024 · DOI
  49. Wienk M. M., 2003, Angew. Chem., Int. Ed., 42, 3371, 10.1002/anie.200351647 · DOI
  50. Yao Y., 2006, Appl. Phys. Lett., 89, 153507, 10.1063/1.2361082 · DOI
  51. Brabec C. J., 2002, Thin Solid Films, 403, 368, 10.1016/S0040-6090(01)01586-3 · DOI
  52. Mihailetchi V. D., 2003, J. Appl. Phys., 94, 6849, 10.1063/1.1620683 · DOI
  53. Mühlbacher D., 2006, Adv. Mater., 18, 2884, 10.1002/adma.200600160 · DOI
  54. Erb T., 2005, Adv. Funct. Mater., 15, 1193, 10.1002/adfm.200400521 · DOI
  55. Chen H.-Y., 2009, Adv. Mater.
  56. Yang R., 2005, Macromolecules, 38, 244, 10.1021/ma047969i · DOI
  57. Kitamura C., 1996, Chem. Mater., 8, 570, 10.1021/cm950467m · DOI
  58. Kenning D. D., 2002, J. Org. Chem., 67, 9073, 10.1021/jo0262255 · DOI
  59. Van P. C., 1984, J. Org. Chem., 49, 5250, 10.1021/jo00200a048 · DOI

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Metadata

Authors
Chen, C.-H., Hsieh, C.-H., Dubosc, M., Cheng, Y.-J., & Hsu, C.-S.
Affiliations
National Yang Ming Chiao Tung University (TW)
Corresponding author
  • Cheng, Yen-Ju
  • Hsu, Chain-Shu
ORCID
Venue
Macromolecules
Publisher
American Chemical Society (ACS)
Published
2009-12-09
Volume
43
Issue
2
Pages
697-708
ISSN
  • 0024-9297 (ISSN-L)
  • 1520-5835
DOI
10.1021/ma902206u
OpenAlex
W2052386717
Cited by
195
References
2
Citations by year
2026: 2 · 2025: 3 · 2024: 5 · 2023: 1 · 2022: 2 · 2021: 7 · 2020: 5 · 2019: 3 · 2018: 14 · 2017: 7 · 2016: 11 · 2015: 11 · 2014: 28 · 2013: 23 · 2012: 35
FWCI
19.30
Type
journal article
Language
en
Open access
closed
Locations
Macromolecules (publishedVersion)
Topics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Light-Emitting Diodes Research
  • Physical Sciences › Materials Science › Polymers and Plastics › Conducting polymers and applications
Keywords
conjugated polymers, bithiophene, dithienosilole, donor-acceptor polymers, benzothiadiazole, quinoxaline, optical band gap tuning, acceptor strength, ternary mixtures, PC71BM, bulk heterojunction solar cells, power conversion efficiency

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