화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.19, No.2, 421-426, March, 2013
DOI10.1016/j.jiec.2012.08.033  Export Citation
Synthesis and photovoltaic characterization of D/A structure compound based on N-substituted phenothiazine and benzothiadiazole
Dae-Hee Yun, Han-Sol Yoo, Soo-Won Heo1, Ho-Jun Song1, Doo-Kyung Moon1, Je-Wan Woo, and Yong-Sung Park†
  • Department of Iindustrial Chemistry, Sangmyung University, 7 Hongji-dong, Jongno-gu, Seoul 110-743, Republic of Korea
  • 1Department of Materials Chemistry and Engineering, Konkuk University, 1 Hwanyang-dong, Gwangin-gu, Seoul 143-701, Republic of Korea
E-mail:
In this study, poly [(N-10'-dodecyl-phenothizin-3,7-ylene)-alt-(2,2'-bithiophen-5-yl)] (P1) and poly [(N-10'-dodecyl-phenothiazin-3,7-ylene)-alt-(5',6'-dioctyloxy-benzothiadiazole-bithiophene)] (P2) were synthesized by Suzuki coupling reaction. Optical and electrochemical characteristics of the synthesized polymers, P1 and P2, were then analyzed, indicating that their wavelength of maximum absorption was 453 nm and 533 nm, respectively, and their band-gap was 1.93 eV and 1.74 eV, respectively. The maximum power conversion efficiency (PCE) of organic photovoltaic cells created by using P1 and P2 were 0.74% (P1:PC71BM = 1:4,w/w) and 1.00% (P2:PC71BM = 1:3,w/w), respectively, and the short circuit current density (JSC), fill factor (FF), and open circuit voltage (VOC) of the device were 3.5 mA/cm2, 31.8%, and 0.68 V, respectively, for P1 and 3.9 mA/cm2, 32.7%, and 0.78 V, respectively, for P2.
Keywords:Phenothiazine derivative;Benzothiadiazole derivative;Organic photovoltaics (OPVs);Suzuki coupling;Donor-acceptor structure
  1. Lee JY, Kim SH, Song IS, Moon DK, Journal of Materials Chemistry., 21, 16480 (2011)
  2. Lee JY, Song KW, Song HJ, Moon DK, Synthetic Metals., 161, 2434 (2011)
  3. Lee JY, Song KW, Ku JR, Sung TH, Moon DK, Sol. Energy Mater. Sol. Cells, 95(12), 3377 (2011)
  4. Li YF, Zou YP, Adv. Mater., 20(15), 2952 (2008)
  5. Li YW, Xue LL, Li H, Li ZF, Xu B, Wen SP, Tian WJ, Macromolecules, 42(13), 4491 (2009)
  6. Song IS, Heo SW, Lee JY, Moon DK, J. Ind. Eng. Chem., 17(4), 651 (2011)
  7. Song HJ, Lee SM, Lee JY, Chio BH, Moon DK, Synthetic Metals., 161, 2451 (2011)
  8. Song HJ, Lee JY, Song IS, Moon DK, Haw JR, J. Ind. Eng. Chem., 17(2), 352 (2011)
  9. Yamada S, Park S, Song S, Heo M, Shim JY, Jin Y, Kim I, Lee H, Lee K, Yoshinaga K, Kim JY, Suh H, Polymer, 51(26), 6174 (2010)
  10. Park MJ, Lee J, Park JH, Lee SK, Lee JI, Chu HY, Hwang DH, Shim HK, Macromolecules, 41(9), 3063 (2008)
  11. Kim JH, Seo YH, Lee WH, Hong YT, Lee SK, Shin WS, Moon SJ, Kang IN, Synthetic Metals., 161, 72 (2011)
  12. Jung MS, Shin W, Park SJ, You HR, Park JB, Suh HS, Lim YH, Yoon DY, Kim JH, Synthetic Metals., 159, 1928 (2009)
  13. Zou YP, Wu WP, Sang GY, Yang Y, Liu YQ, Li YF, Macromolecules, 40(20), 7231 (2007)
  14. Mondal R, Becerril HA, Verploegen E, Kim DW, Norton JE, Ko SW, Miyaki N, Lee SJ, Toney MF, Bredas JL, McGehee MD, Bao W, Journal of Materials Chemistry., 20, 5823 (2010)
  15. Kim C, Quinn JR, Facchetti A, Marks TJ, Adv. Mater., 22(3), 342 (2010)
  16. Zou J, Yip HL, Hau SK, Jen AKY, Applied Physics Letters., 96, 203301 (2010)
  17. Gaynor W, Burkhard GF, McGehee MD, Peumans P, Advanced Materials., 23, 1910 (2011)
  18. Heo SW, Lee JY, Song HJ, Ku JR, Moon DK, Sol. Energy Mater. Sol. Cells, 95(11), 3041 (2011)
  19. Heo SW, Song KW, Choi MH, Sung TH, Moon DK, Sol. Energy Mater. Sol. Cells, 95(12), 3564 (2011)
  20. Brabec CJ, Hauch JA, Schilinsky P, Waldauf C, MRS Bulletin., 30, 50 (2005)
  21. Su WP, Schrieffer JR, Heeger AJ, Physical Review Letters., 42, 1698 (1979)
  22. Heeger AJ, Kivelson S, Schrieffer JR, Su WP, Reviews of Modern Physics., 60, 781 (1988)
  23. Devreese JT, Evrard RP, van Doren VE (Eds.), Highly Conducting One-dimensional Solids, Plenum, New York (1979)
  24. Liang YY, Wu Y, Feng DQ, Tsai ST, Son HJ, Li G, Yu LP, J. Am. Chem. Soc., 131(1), 56 (2009)
  25. Peet J, Kim JY, Coates NE, Ma WL, Moses D, Heeger AJ, Bazan GC, Mature Materials., 6, 497 (2007)
  26. Liang YY, Feng DQ, Wu Y, Tsai ST, Li G, Ray C, Yu LP, J. Am. Chem. Soc., 131(22), 7792 (2009)
  27. Park SH, Roy A, Beaupre S, Cho S, Coates N, Moon JS, Moses D, Leclerc M, Lee K, Heeger AJ, Nature Photonics., 3, 297 (2009)
  28. Hou JH, Chen HY, Zhang SQ, Chen RI, Yang Y, Wu Y, Li G, J. Am. Chem. Soc., 131(43), 15586 (2009)
  29. Hou JH, Chen HY, Zhang SQ, Li G, Yang Y, J. Am. Chem. Soc., 130(48), 16144 (2008)
  30. Bundgaard E, Hagemann O, Manceau M, Jorgensen M, Krebs FC, Macromolecules, 43(19), 8115 (2010)
  31. Nielsen CB, Schroeder BC, Hadipour A, Rand BP, Watkins SE, McCulloch L, Journal of Materials Chemistry., 21, 17642 (2011)
  32. Campos LM, Tontcheva A, Gunes S, Sonmez G, Neugebauer H, Sariciftci NS, Wudl F, Chemistry of Materials., 17, 1033 (2005)
  33. Bundgaard E, Krebs FC, Sol. Energy Mater. Sol. Cells, 91(11), 954 (2007)
  34. Kim JH, Mi DB, Kang IN, Shin WS, Yoon SC, Moon SJ, Lee CJ, Lee JK, Hwang DH, Journal of Nanoscience and Nanotechnology., 11, 5876 (2011)
  35. Xie Z, Midya A, Loh KP, Adams S, Blackwood DJ, Wang J, Zhang X, Chen Z, Progress in Photovoltaics: Research and Application., 18, 573 (2010)
  36. Padhy H, Huang JH, Sahu D, Patra D, Kekuda D, Chu CW, Lin HC, J. Polym. Sci. A: Polym. Chem., 48(21), 4823 (2010)
  37. Cao D, Peng J, Hong Y, Fang X, Wang L, Meier H, Organic Letters., 13, 1610 (2011)
  38. Yin JF, Chen JG, Lin JT, Bhattacharya D, Hsu YC, Lin HC, Ho KC, Lu KL, Journal of Materials Chemistry., 22, 130 (2012)
  39. Cauquis G, Deronzier A, Serve D, Bulletin Society of Chemistry - France., 295 (1976)
  40. Massie SP, Department of Chemistry, Fisk University, Nashville, Tennessee (1954)
  41. Helgesen M, Gevorgyan SA, Krebs FC, Janssen RAJ, Chemistry of Materials., 21, 4669 (2009)
  42. Hung JH, Li KC, Wei HY, Chen PY, Lin LY, Kekuda D, Lin HC, Ho KC, Chu CW, Organic Electronics., 10, 1109 (2009)
  43. Lee J, Lee JI, Park MJ, Jung YK, Cho NS, Cho HJ, Hwang DH, Lee SK, Park JH, Hong JW, Chu HY, Shim HK, J. Polym. Sci. A: Polym. Chem., 45(7), 1236 (2007)
  44. Kim SK, Lee JK, Hwang DH, Synthetic Metals., 152, 201 (2005)
  45. Tu X, Fu X, Jiang Q, Displays. (2010)
  46. Padhy H, Huang JH, Sahu D, Patra D, Kekuda D, Chu CW, Lin HC, J. Polym. Sci. A: Polym. Chem., 48(21), 4823 (2010)
  47. Misra A, Kumar P, Srivastava R, Dhawan SK, Kamalasanan MN, Chandra S, Indian Journal of Pure and Applied Physics., 43, 921 (2005)
  48. Lee JY, Choi MH, Song HJ, Moon DK, J. Polym. Sci. A: Polym. Chem., 48(21), 4875 (2010)
  49. Doskocz J, Soloducho J, Cabaj J, Lapkowski M, Golba S, Palewska K, Electroanalysis., 19, 1394 (2007)