A phenylenevinylene-thiophene-phenyleneethynylene copolymer: Synthesis, characterization, and photovoltaic properties

Polymers for Advanced Technologies

Volumn 19, Issue 7, 2008, Pages 865-871

  Zou, Yingping ^a,b   Tan, Zhan'ao ^a   Huo, Lijun ^a   Li, Yongfang ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

Conjugated polymers; Optical properties; Polymer solar cell; Synthesis

Indexed keywords

AROMATIC COMPOUNDS; COMPLEXATION; COPOLYMERIZATION; DECOMPOSITION; PALLADIUM; PHOTORESISTS; PLASTIC PRODUCTS; POLYMERS; PYROLYSIS; THIOPHENE;

CONJUGATED POLYMERS; CROSS-COUPLING REACTIONS; METHOXY; OPTICAL PROPERTIES; PHENYLENE VINYLENE; PHENYLENE-ETHYNYLENE; PHOTOVOLTAIC PROPERTIES; POLYMER SOLAR CELL; SYNTHESIS; THERMAL DECOMPOSITION; THIENYL;

ORGANIC POLYMERS;

ADSORPTION; COPOLYMER; FILM; LUMINESCENCE; SYNTHESIS; TEMPERATURE;

EID: 48749114379     PISSN: 10427147     EISSN: 10991581     Source Type: Journal    
DOI: 10.1002/pat.1051     Document Type: Article

References (33)

1. Pschirer NG, Miteva T, Evans U, Roberts RS, Marshall AR, Neher D, Myrick ML, Bunz UHF. Blue solid-state photoluminescence and electroluminescence from novel poly(para-phenyleneethynylene) copolymers. Chem. Mater. 2001; 13: 291.
2. Li HC, Zhang YG, Hu YF, Ma DG, Wang LX, Jing XB, Wang FS. Novel soluble n-phenyl-carbazole-containing PPVs for light-emitting devices: synthesis, electrochemical, optical, and electroluminescent properties. Macromol. Chem. Phys. 2004; 205: 247.
3. Lee NHS, Chen ZK, Huang W, Xu YS, Cao Y. Synthesis and characterization of naphthyl-substituted poly(p-phenylene-vinylene)s with few structural defects for polymer light-emitting diodes. J. Polym. Sci. Part A: Polym. Chem. 2004; 42: 1647.
4. Yang J, Jiang CY, Zhang Y, Yang RQ, Yang W, Hou Q, Cao Y. High-efficiency saturated red emitting polymers derived from fluorene and naphthoselenadiazole. Macromolecules 2004; 37: 1211.
5. Zou YP, Tan ST, Yuan ZL, Yu ZQ. Synthesis, photo- and electroluminescence properties of a PPV derivative with di(ethylene oxide) segment in the backone. J. Mater. Sci. 2005; 40: 3561.
6. Tan ST, Zou YP, Zhu WG, Jiang CY. Synthesis, photo- and electroluminescence properties of asymmetrical alternating copoly(p-phenylenevinylene) derivatives. Opt. Mater. 2006; 28: 1108.
7. Bizzarri PC, Lanzi M, Paganin L, Casa CD, Bertinelli F, Casalboni M, Sarcinelli F, Quatela A. Versatile synthesis of soluble multifunctional thiophene copolymers with NLO activity. Macromol. Chem. Phys. 2003; 204: 1982.
8. Heeney M, Bailey C, Genevicius K, Shkunov M, Sparrowe D, Tierney S, McCulloch L. Stable polythiophene semiconductors incorporating thieno[2,3-b]thiophene. J. Am. Chem. Soc. 2005; 127: 1078.
9. Zou YP, Wu WP, Sang GY, Yang Y, Liu YQ, Li YF. Polythiophene derivative with phenothiazine-vinylene conjugated side chain: synthesis and its application in field-effect transistors. Macromolecules 2007; 40: 7231.
10. Ho FIA, Leclerc M. New colorimetric and fluorometric chemosensor based on a cationic polythiophene derivative for iodide-specific detection. J. Am. Chem. Soc. 2003; 125: 4412.
11. Abe'rem MB, Ho HA, Lederc M. Functional polythiophenes as optical chemo- and biosensors. Tetrahedron. 2004; 60: 11169.
12. Liu JS, Kadnikova EN, Liu YX, McGehee MD, Fre'chet JMJ. Polythiophene containing thermally removable solubilizing groups enhances the interface and the performance of polymer-titania hybrid solar cells. J. Am. Chem. Soc. 2004; 126: 9486.
13. Kietzke T, Hörhold HH, Neher D. Efficient polymer solar cells based on M3EH-PPV. Chem. Mater. 2005; 17: 6532.
14. Hou JH, Tan ZA, Yan Y, He YJ, Yang CH, Li YF. Synthesis and photovoltaic properties of two-dimensional conjugated polythiophenes with bi(thienylenevinylene) side chains. J. Am. Chem. Soc. 2006; 128: 4911.
15. Hou JH, He C, Yang CH, Li YF. Poly[3-(5-octylthienylene-vinyl)-thiophene]: a side-chain conjugated polymer with very broad absorption band. Chem. Commun. 2006; 871.
16. Zou YP, Hou JH, Yang CH, Li YF. A novel n-type conjugated polymer DOCN-PPV: synthesis, optical, and electrochemical properties. Macromolecules 2006; 39: 8889.
17. Lu SL, Yang MJ, Luo J, Cao Y, Bai FL. Novel alternating dioctyloxyphenylene vinylene-benzothiadiazole copolymer: synthesis and photovoltaic performance. Macromol. Chem. Phys. 2005; 206: 664.
18. Ni QX, Swanson LS, Lane PA, Shinar J, Ding YW, Maghsoodi SI, Barton TJ. Conductivity, optical absorption, photoluminescence, and X-band optically detected magnetic resonance of novel poly(2,5-dibutoxyparaphenyleneacetylene) (PDBOPA). Synth. Met. 1992; 50: 447.
19. Padinger F, Rittberger RS, Sariciftci NS. Effects of postproduction treatment on plastic solar cells. Adv. Funct. Mater. 203; 13: 85,
20. Vamvounis G, Holdcroft S. Enhancing solid-state emission from conjugated polymers via self-forming host-guest systems. Adv. Mater. 2004; 16: 716.
21. Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ. Polymer photovoltaic cells: enhanced efficiencies via a network of internal donor-acceptor heterojunctions. Science 1995; 270: 1789.
22. Hide F, Maria A, Schwartz J, Heeger AJ. New developments in the photonic applications of conjugated polymers. Acc. Chem. Res. 1997; 30: 430.
23. Weder C, Wrighton MS, Spreiter R, Bosshard C, GOnter P. Effect of the solid state structure on the third-order nonlinear optical response of poly(2,5-dialkoxy-p-phenyleneethynylene)s. J. Phys. Chem. 1996; 100: 18931.
24. Stone MT, Moore JS. A water-soluble m-phenylene ethynylene foldamer. Org. Lett. 2004; 6: 469.
25. Pinto MR, Kristal BM, Schanze KS. A water-soluble poly (phenylene ethynylene) with pendant phosphonate groups: synthesis, photophysics, and layer-by-layer self-assembled films. Langmuir 2003; 19: 6523.
26. Tan C, Pinto MR, Schanze KS. Photophysics, aggregation and amplified quenching of a water-soluble poly(phenylene ethynylene). Chem. Commun. 2002; 446.
27. Huo LJ, Hou JH, He C, Han MF, Li YF. Synthesis, characterization and photovoltaic properties of poly{[1′,4′-bis(thienyl-vinyl)] -2-methoxy-5-(2′-ethylhexyloxy)-l,4-phenylene-vinylene}. Synth. Met. 2006; 156: 276.
28. Li YF, Cao Y, Gao J, Wang DL, Yu G, Heeger AJ. Electro-chemical properties of luminescent polymers and polymer light-emitting electrochemical cells, Synth. Met. 1999; 99: 243.
29. Sun QJ, Wang HQ, Yang CH, Li YF. Synthesis and electro-luminescence of novel copolymers containing crown ether spacers. J. Mater. Chem. 2003; 13: 800.
30. Lu SL, Yang MJ, Luo J, Cao Y. Photovoltaic devices based on a novel poly(phenylene ethynylene) derivative. Synth. Met. 2004; 140: 199.
31. Okuyama K, Hasegawa T, Ito M, Mikami N. Electronic spectra of tolane in a supersonic free jet: large-amplitude torsional motion. J. Phys. Chem. 1984; 88: 1711.
32. Seminario JM, Zacarias AG, Tour JM. Theoreticat interpretation of conductivity measurements of a thiotolane sandwich. A molecular scale electronic controller. J. Am. Chem. Soc. 1998; 120: 3970.
33. Egbe DAM, Nguyen LH, Hoppe H, Mühlbacher D, Sariciftci NS. Side chain influence on electrochemical and photovoltaic properties of yne-containing poly(phenylene vinylene)s. Macromol. Rapid Commun. 2005; 26: 1389.