화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Applied Chemistry for Engineering, Vol.24, No.5, 537-543, October, 2013
Export Citation
Benzothiadiazole-benzodithiophene을 기반으로 한 D/A구조의 공액 고분자 합성 및 광전변환 효율 특성 개선 연구
Synthesis and Characterization of Power Conversion Efficiency of D/A Structure Conjugated Polymer Based on Benzothiadiazole-Benzodithiophene
성기호, 윤대희, 우제완†
  • 상명대학교 공업화학과
Ki-Ho Seong, Dae-Hee Yun, and Je-Wan Woo†
  • Department of Industrial Chemistry, Sangmyung University, Seoul 110-743, Korea
E-mail:
초록
본 연구에서는 유기박막태양전지로 적용 가능한 push-pull 구조의 고분자를 합성하여 그 특성을 확인하였다. 전자주개 물질로는 benzodithiophene 유도체를 도입하였고, 전자받개물질은 benzothiadiazole 유도체를 사용하여 Stille coupling 반응으로 poly{4,8-didodecyloxybenzo[1,2-b;3,4-b]dithiophene-alt-5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]-thiadiazole} (PDBDT-TBTD)를 합성하였다. 각 합성 단계별 단량체의 확인은 1H-NMR과 GC-MS를 통해 이루어졌으며, 합성된 conjugated polymer는 GPC, TGA, UV-Vis, cyclic voltammetry를 이용하여 물리적, 광학적 및 전기화학적 특성을 확인하였다. PDBDT-TBTD의 수평균 분자량은 6200이였으며, 초기 분해온도(5% weight loss temperature, Td)값은 323 ℃로 측정 되었다. 박막형태에서의 최대 흡수파장은 599 nm이며, 광학적 밴드갭(Egopt)은 1.70 eV으로 확인되었다. 유기박막태양전지 소자는 ITO/PEDOT : PSS/PDBDT-TBTD : PC71BM/BaF2/Ba/Al 구조로 제작하였으며, PDBDT-TBTD와 PC71BM를 1 : 2 (w/w)의 비율로 블렌딩하여 광활성층으로 사용하였다. 제작된 소자는 solar simulator으로 광전변환효율을 확인하였고, 최대 광전변환효율은 2.1%이었다.
In this study, the push-pull structure polymer for organic photo voHaics (OPVs) was synthesized and characterized. The poly{4,8-didodecyloxybenzo[1,2-b;3,4-b]dithiophene-alt-5,6-bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]-thiadiazole} (PDBDT-TBTD) was synthesized by Stille coupling reaction using the benzothiadiazole (BTD) derivative as an electron acceptor and benzodithiophene (BDT) derivative as an electron donor. The structure of monomers and polymers was identified by 1H-NMR and GC-MS. The optical, physical and electrochemical properties of the conjugated polymer were identified by GPC, TGA, UV-Vis and cyclic voltammetry. The number average molecular weight (Mn) and initial decomposition temperature (5% weight loss temperature, Td) of PDBDT-TBTD were 6200 and 323 ℃, respectively. The absorption maxima on the film was about 599 nm and the optical band gap was about 1.70 eV. The structure of device was ITO/PEDOT : PSS/PDBDT-TBTD : PC71BM/BaF2/Ba/Al. PDBDT-TBTD and PC71BM were blended with the weight ratio of 1:2 which were then used as an optical active layer. The power conversion efficiency (PCE) of fabricated device was measured by solar simulator and the best PCE was 2.1%.
Keywords:benzodithiophene;benzothiadiazole;π-π stacking;conjugated polymer;bulk-heterojunction
  1. Lee JY, Yoo SH, Kim BJ, Phys. High. Tecnol., 21, 20 (2012)
  2. Hong YR, Ng JY, Wong HK, Moh LC, Yip YJ, Chen ZK, Norsten TB, Sol. Energy Mater. Sol. Cells., 102, 58 (2012)
  3. Liu YS, Wan XJ, Wang F, Zhou JY, Long GK, Tian JG, Chen YS, Adv. Mater., 23(45), 5387 (2011)
  4. Heo SW, Song KW, Choi MH, Oh HS, Moon DK, Sol. Energy Mater. Sol. Cells., 114, 82 (2013)
  5. Zhang MJ, Guo X, Wang XC, Wang HQ, Li YF, Chem. Mater., 23, 4264 (2011)
  6. Biniek L, Chochos CL, Leclerc N, Boyron O, Fall S, Leveque P, Heiser T, J. Polym. Sci. A: Polym. Chem., 50(9), 1861 (2012)
  7. Umeyama T, Hirose K, Noda K, Matsushige K, Shishido T, Hayashi H, Matano Y, Ono N, Imahori H, J. Phys. Chem. C., 116, 1256 (2012)
  8. Lee JY, Heo SW, Choi H, Kwon YJ, Haw JR, Moon DK, Sol. Energy Mater. Sol. Cells, 93(11), 1932 (2009)
  9. Wu FY, Zha DJ, Chen L, Chen YW, J. Polym. Sci. A: Polym. Chem., 51(7), 1506 (2013)
  10. Morvillo P, Parenti F, Diana R, Fontanesi C, Mucci A, Tassinari F, Schenetti L, Sol. Energy Mater. Sol. Cells., 104, 45 (2012)
  11. Shi Q, Fan H, Liu Y, Chen J, Ma L, Hu W, Shuai Z, Li Y, Zhan X, Macromolecules., 44, 4230 (2010)
  12. Yoo HS, Park YS, Appl. Chem. Eng., 24(1), 93 (2013)
  13. Zhang MJ, Fan HJ, Guo X, Yang Y, Wang SS, Zhang ZG, Zhang J, Zhan XW, Li YF, J. Polym. Sci. A: Polym. Chem., 49(12), 2746 (2011)
  14. Ding P, Zou YP, Chu CC, Xiao DQ, Hsu CS, J. Appl. Polym. Sci., 125(5), 3936 (2012)
  15. Chan LH, Juang SY, Chen MC, Lin YJ, Polymer, 53(12), 2334 (2012)
  16. Song HJ, Kim DH, Lee EJ, Heo SW, Lee JY, Moon DK, Macromolecules, 45(19), 7815 (2012)
  17. Jiang JM, Yang PA, Hsieh TH, Wei KH, Macromolecules, 44(23), 9155 (2011)
  18. Price SC, Stuart AC, You W, Macromolecules, 43(10), 4609 (2010)
  19. Yun DH, Yoo HS, Heo SW, Song HJ, Moon DK, Woo JW, Park YS, J. Ind. Eng. Chem., 19(2), 421 (2013)
  20. He YJ, Wu WP, Zhao GJ, Liu YQ, Li YF, Macromolecules, 41(24), 9760 (2008)
  21. Li YW, Chen YJ, Liu X, Wang Z, Yang XM, Tu YF, Zhu XL, Macromolecules, 44(16), 6370 (2011)
  22. Yoon JH, Ryu KS, KIC news., 11, 6 (2008)