Effect of oxadiazole side chains based on alternating fluorene-thiophene copolymers for photovoltaic cells

European Polymer Journal

Volumn 45, Issue 7, 2009, Pages 2079-2086

  Zhao, Bin ^a   Liu, Daxi ^a   Peng, Li ^a   Li, Hui ^a   Shen, Ping ^a   Xiang, Na ^a   Liu, Yijiang ^a   Tan, Songting ^a,b  

^a Key Laboratory of Polymeric Materials and Application Technology of Hunan Province   (China)

^b XIANGTAN UNIVERSITY   (China)

Author keywords

Conjugated polymers; Fluorene; Oxadiazole; Solar cells; Suzuki coupling reaction; Thiophene

Indexed keywords

ALTERNATING CONJUGATED COPOLYMERS; BUTYRIC ACIDS; CYCLIC VOLTAMMOGRAMS; ELECTRON DONORS; ELECTRON-DEFICIENT; FLUORENE; FLUORENE-THIOPHENE COPOLYMERS; LUMO ENERGY LEVELS; MAXIMUM POWER; METHYL ESTERS; OXADIAZOLE; PHOTOVOLTAIC PROPERTY; SIDE CHAINS; SUZUKI COUPLING REACTION; THERMAL STABILITY; THIOPHENE DERIVATIVES; WEIGHT RATIOS;

CELL MEMBRANES; CONJUGATED POLYMERS; CONVERSION EFFICIENCY; COPOLYMERIZATION; COPOLYMERS; ELECTROCHEMICAL PROPERTIES; ESTERS; FATTY ACIDS; FULLERENES; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PALLADIUM; PHOTOELECTROCHEMICAL CELLS; PHOTOVOLTAIC CELLS; POLYMERS; SOLAR CELLS; SOLAR ENERGY; THIOPHENE;

ORGANIC POLYMERS;

EID: 66949122086     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2009.03.018     Document Type: Article

References (29)

1. Burroughes J.H., Bradley D.D.C., Brown A.R., Marks R.N., Mackay K., Friend R.H., et al. Light-emitting diodes based on conjugated polymer. Nature 347 (1990) 539-541
2. Cravino A. Conjugated polymers with tethered electron-accepting moieties as ambipolar materials for photovoltaics. Polym Int 56 (2007) 943-956
3. Shen P., Sang G.Y., Lu J.J., Zhao B., Wan M.X., Zou Y.P., et al. Effect of 3D π-π stacking on photovoltaic and electroluminescent properties in triphenylamine-containing poly(p-phenylenevinylene) derivatives. Macromolecules 41 15 (2008) 5716-5722
4. Lu J.J., Shen P., Zhao B., Yao B., Xie Z.Y., Liu E.H., et al. Two novel triphenylamine-substituted poly(p-phenylenevinylene)derivatives: synthesis, photo- and electroluminescent properties. Eur Polym J 44 (2008) 2348-2355
5. Ong B.S., Wu Y.L., Liu P., and Gardner S. Structurally ordered polythiophene nanoparticles for high-performance organic thin-film transistors. Adv Mater 17 (2005) 1141-1144
6. Hou J.H., Tan Z.A., Yan Y., He Y.J., Yang C.H., and Li Y.F. Synthesis and photovoltaic properties of two-dimensional conjugated polythiophenes with bi(thienylene-vinylene) side chains. J Am Chem Soc 128 14 (2006) 4911-4916
7. Tang W.H., Kietzke T., Vemulamada P., and Chen Z.K. Synthesis, characterization, and photovoltaic properties of novel conjugated copolymers derived from phenothiazines. J Polym Sci A Polym Chem 45 (2007) 5266-5276
8. Redecker M., and Bradley D.D.C. Nondispersive hole transport in an electro-luminescent polyfluorene. Appl Phys Lett 73 11 (1998) 1565-1567
9. Li Y.N., Ding J.F., Day M., Tao Y., Lu J.P., and D'iorio M. Synthesis and properties of random and alternating fluorene/carbazole copolymers for use in blue light-emitting devices. Chem Mater 16 11 (2004) 2165-2173
10. Wang F., Luo J., Yang K.X., Chen J.W., Huang F., and Cao Y. Conjugated fluorene and silole copolymers: synthesis, characterization, electronic transition, light emission, photovoltaic cell, and field effect hole mobility. Macromolecules 38 6 (2005) 2253-2260
11. Gadisa A., Mammo W., Andersson L.M., Admassie S., Zhang F.L., Andersson M.R., et al. A new donor-acceptor-donor polyfluorene copolymer with balanced electron and hole mobility. Adv Funct Mater 17 (2007) 3836-3842
12. Zhang F.L., Mammo W., Andersson L.M., Admassie S., Andersson M.R., and Inganäs O. Low-bandgap alternating fluorene copolymer/methanofullerene heterojunctions in efficient near-infrared polymer solar cells. Adv Mater 18 (2006) 2169-2173
13. Pei J., Yu W.L., and Huang W. A novel series of efficient thiophene-based light-emitting conjugated polymers and application in polymer light-emitting diodes. Macromolecules 33 7 (2000) 2462-2471
14. Li Y.W., Xue L.L., Xia H.J., Xu B., Wen S.P., and Tian W.J. Synthesis and properties of polythiophene derivatives containing triphenylamine moiety and their photovoltaic applications. J Polym Sci A Polym Chem 46 (2008) 3970-3984
15. Tang W.H., Ke L., Tan L.W., Lin T.T., Kietzke T., and Chen Z.K. Conjugated copolymers based on fluorene-thieno[3,2-b]thiophene for light-emitting diodes and photovoltaic cells. Macromolecules 40 17 (2007) 6164-6171
16. Veres J., Ogier S.D., Leeming S.W., Cupertino D.C., and Khaffaf S.M. Low-k insulators as the choice of dielectrics in organic field-effect transistors. Adv Funct mater 13 3 (2003) 199-204
17. 70-derivative-based solar cells. Adv Funct Mater 15 10 (2005) 1665-1670
18. Ashraf R.S., Hoppe H., Shahid M., Gobsch G., Sensfuss S., and Klemm E. Synthesis and properties of fluorene-based polyheteroarylenes for photovoltaic devices. J Polym Sci A Polym Chem 44 24 (2006) 6952-6961
19. Dudek S.P., Pouderoijen M., Abbel R., Schenning A.P.H.J., and Meijer E.W. Synthesis and energy-transfer properties of hydrogen-bonded oligofluorenes. J Am Chem Soc 127 30 (2005) 11763-11768
20. Goto H., Dai X.M., Narihiro H., and Akagi K. Synthesis of polythiophene derivatives bearing ferroelectric liquid crystalline substituents. Macromolecules 37 7 (2004) 2353-2362
21. Miyaura N., and Suzuki A. Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem Rev 95 7 (1995) 2457-2483
22. Li X.Z., Zeng W.J., Zhang Y., Hou Q., Yang W., and Cao Y. Synthesis and properties of novel poly(p-phenylenevinylene) copolymers for near-infrared emitting diodes. Eur Polym J 41 12 (2005) 2923-2933
23. Agrawal A.K., and Jenekhe S.A. Electrochemical properties and electronic structures of conjugated polyquinolines and polyanthrazolines. Chem Mater 8 2 (1996) 579-589
24. Mihailetchi V.D., Blorn P.W.M., Hummelen J.C., and Rispens M.T. Cathode dependence of the open-circuit voltage of polymer: fullerene bulk heterojunction solar cells. J Appl Phys 94 10 (2003) 6849-6854
25. Liu J.S., Tanaka T., Sivula K., Alivisatos A.P., and Fréchet J.M.J. Employing end-functional polythiophene to control the morphology of nanocrystal-polymer composites in hybrid solar cells. J Am Chem Soc 126 21 (2004) 6550-6551
26. 2 solar cells. Adv Funct mater 15 4 (2005) 609-618
27. Blom P.W.M., Mihailetchi V.D., Koster L.J.A., and Markov D.E. Device physics of polymer:fullerene bulk heterojunction solar cells. Adv Mater 19 (2007) 1551-1566
28. Koster L.J.A., Mihailetchi V.D., and Blom P.W.M. Ultimate efficiency of polymer/ fullerene bulk heterojunction solar cells. Appl Phys Lett 88 (2006) 093511-093513
29. Bundgaard E., Shaheen S.E., Krebs F.C., and Ginley D.S. Bulk heterojunctions based on a low band gap copolymer of thiophene and benzothiadiazole. Sol Energ Mater Sol Cells 91 (2007) 1631-1637