Conjugated polymer consisting of dibenzosilole and quinoxaline as donor materials for organic photovoltaics

European Polymer Journal

Volumn 49, Issue 10, 2013, Pages 3261-3270

  Song, Ho Jun ^a   Lee, Joo Young ^a   Lee, Eui Jin ^a   Moon, Doo Kyung ^a  

^a Konkuk University   (South Korea)

Author keywords

Conjugated polymer; Dibenzosilole; OPVs; Quinoxaline

Indexed keywords

BROAD DIFFRACTION PEAK; DIBENZOSILOLE; HIGH THERMAL STABILITY; INTERFACIAL ADHESIONS; OPVS; QUINOXALINES; SUZUKI COUPLING REACTION; X-RAY DIFFRACTION MEASUREMENTS;

SOLAR CELLS; X RAY DIFFRACTION;

CONJUGATED POLYMERS;

EID: 84883868965     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2013.06.032     Document Type: Article

References (30)

1. R.H. Friend, R.W. Gymer, A.B. Holmes, J.H. Burroughes, R.N. Marks, and C. Taliani Electroluminescence in conjugated polymers Nature 397 6715 1999 121 128
2. W. Lu, J. Kuwabara, and T. Kanbara Polycondensation of dibromofluorene analogues with tetrafluorobenzene via direct arylation Macromolecules 44 6 2011 1252 1255
3. H.J. Song, J.Y. Lee, I.S. Song, D.K. Moon, and J.R. Haw Synthesis and electroluminescence properties of fluorene-anthracene based copolymers for blue and white emitting diodes J Ind Eng Chem 17 2 2011 352 357
4. H.J. Song, D.H. Kim, T.H. Lee, and D.K. Moon Emission color tuning of copolymers containing polyfluorene, benzothiadiazole, porphyrin derivatives Eur Polym J 48 8 2012 1485 1494
5. A. Iwan, M. Palewicz, A. Chuchmała, L. Gorecki, A. Sikora, and B. Mazurek Opto(electrical) properties of new aromatic polyazomethines with fluorene moieties in the main chain for polymeric photovoltaic devices Synth Met 162 1-2 2012 143 153
6. J.Y. Lee, H.J. Song, S.M. Lee, J.H. Lee, and D.K. Moon Synthesis and investigation of photovoltaic properties for polymer semiconductors based on porphyrin compounds as light-harvesting units Eur Polym J 47 8 2011 1686 1693
7. N. Xiang, Y. Liu, W. Zhou, H. Huang, X. Guo, and Z. Tan Synthesis and characterization of porphyrin-terthiophene and oligothiophene p-conjugated copolymers for polymer solar cells Euro Polym J 46 5 2010 1084 1092
8. H.-Y. Chen, J. Hou, A.E. Hayden, H. Yang, K.N. Houk, and Y. Yang Silicon atom substitution enhances interchain packing in a thiophene-based polymer system Adv Mater 22 3 2010 371 375
9. S. Subramaniyan, H. Xin, F.S. Kim, S. Shoaee, J.R. Durrant, and S.A. Jenekhe Effects of side chains on thiazolothiazole-based copolymer semiconductors for high performance solar cells Adv Energy Mater 1 5 2011 854 860
10. Y. Li Molecular design of photovoltaic materials for polymer solar cells: toward suitable electronic energy levels and broad absorption Acc Chem Res 45 5 2012 723 733
11. L. Huo, S. Zhang, X. Guo, F. Xu, Y. Li, and J. Hou Replacing alkoxy groups with alkylthienyl groups: a feasible approach to improve the properties of photovoltaic polymers Angew Chem Int Ed 50 41 2011 9697 9702
12. T. Yamamoto, H. Kokubo, M. Kobashi, and Y. Sakai Alignment and field-effect transistor behavior of an alternative π-conjugated copolymer of thiophene and 4-alkylthiazole Chem Mater 16 23 2004 4616 4618
13. T. Yasuda, Y. Sakai, S. Aramaki, and T. Yamamoto New coplanar (ABA)n-type Donor-Acceptor π-conjugated copolymers constituted of alkylthiophene (Unit A) and pyridazine (Unit B): synthesis using hexamethylditin, self-organized solid structure, and optical and electrochemical properties of the copolymers Chem Mater 17 24 2005 6060 6068
14. Y. Lee, Y.M. Nam, and W.H. Jo Enhanced device performance of polymer solar cells by planarization of quinoxaline derivative in a low-bandgap polymer J Mater Chem 21 24 2011 8583 8590
15. N. Blouin, A. Michaud, D. Gendron, S. Wakim, E. Blair, and R. Neagu-Plesu Toward a rational design of poly(2,7-carbazole) derivatives for solar cells J Am Chem Soc 130 2 2007 732 742
16. L. Huo, Za Tan, Y. Zhou, E. Zhou, M. Han, and Y. Li Poly(quinoxaline vinylene) with conjugated phenylenevinylene side chain: a potential polymer acceptor with broad absorption band Macromol Chem Phys 208 12 2007 1294 1300
17. L. Huo, Za Tan, X. Wang, Y. Zhou, M. Han, and Y. Li Novel two-dimensional donor-acceptor conjugated polymers containing quinoxaline units: synthesis, characterization, and photovoltaic properties J Polym Sci: Polym Chem 46 12 2008 4038 4049
18. Y. Huang, X. Guo, F. Liu, L. Huo, Y. Chen, and T.P. Russell Improving the ordering and photovoltaic properties by extending π-conjugated area of electron-donating units in polymers with D-A structure Adv Mater 24 25 2012 3383 3389
19. Y. Zhang, J. Zou, H.-L. Yip, K.-S. Chen, D.F. Zeigler, and Y. Sun Indacenodithiophene and quinoxaline-based conjugated polymers for highly efficient polymer solar cells Chem Mater 23 9 2011 2289 2291
20. H.J. Song, T.H. Lee, M.H. Han, J.Y. Lee, and D.K. Moon Synthesis of donor-acceptor polymers through control of the chemical structure: improvement of PCE by planar structure of polymer backbones Polymer 54 3 2013 1072 1079
21. P.-L.T. Boudreault, A. Michaud, and M. Leclerc A new poly(2,7- dibenzosilole) derivative in polymer solar cells Macromol Rapid Commun 28 22 2007 2176 2179
22. K.L. Chan, M.J. McKiernan, C.R. Towns, and A.B. Holmes Poly(2,7-Dibenzosilole): a blue light emitting polymer J Am Chem Soc 127 21 2005 7662 7663
23. G. Lu, H. Usta, C. Risko, L. Wang, A. Facchetti, and M.A. Ratner Synthesis, characterization, and transistor response of semiconducting silole polymers with substantial hole mobility and air stability. Experiment and theory J Am Chem Soc 130 24 2008 7670 7685
24. H.-J. Song, D.-H. Kim, E.-J. Lee, S.-W. Heo, J.-Y. Lee, and D.-K. Moon Conjugated polymer consisting of quinacridone and benzothiadiazole as donor materials for organic photovoltaics: coplanar property of polymer backbone Macromolecules 45 19 2012 7815 7822
25. J. Hou, T.L. Chen, S. Zhang, L. Huo, S. Sista, and Y. Yang An easy and effective method to modulate molecular energy level of poly(3-alkylthiophene) for high-Voc polymer solar cells Macromolecules 42 23 2009 9217 9219
26. X.K. Gao, Y. Wang, X.D. Yang, Y.Q. Liu, W.F. Qiu, and W.P. Wu Dibenzotetrathiafulvalene bisimides: new building blocks for organic electronic materials Adv Mater 19 19 2007 3037 3042
27. J.-M. Jiang, P.-A. Yang, T.-H. Hsieh, and K.-H. Wei Crystalline low-band gap polymers comprising thiophene and 2,1,3-benzooxadiazole units for bulk heterojunction solar cells Macromolecules 44 23 2011 9155 9163
28. Z. He, C. Zhong, X. Huang, W.-Y. Wong, H. Wu, and L. Chen Simultaneous enhancement of open-circuit voltage, short-circuit current density, and fill factor in polymer solar cells Adv Mater 23 40 2011 4636 4643
29. A. Gadisa, W. Mammo, L.M. Andersson, S. Admassie, F. Zhang, and M.R. Andersson A new donor-acceptor-donor polyfluorene copolymer with balanced electron and hole mobility Adv Funct Mater 17 18 2007 3836 3842
30. E. Wang, L. Hou, Z. Wang, Z. Ma, S. Hellström, and W. Zhuang Side-chain architectures of 2,7-carbazole and quinoxaline-based polymers for efficient polymer solar cells Macromolecules 44 7 2011 2067 2073