화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.75, 138-147, July, 2019
DOI10.1016/j.jiec.2019.03.015  Export Citation
Design and synthesis of acceptor.donor.acceptor small molecule based on caffeine derivative for efficient and stable polymer solar cells
Ye Jin Lee, Sung Jae Jeon, Jun Young Choi, and Doo Kyung Moon†
  • Nano and Information Materials (NIMs) Laboratory, Department of Chemistry Engineering, Konkuk University, 120, Neungdong-ro, Gwangjin-gu, Seoul 05029, Republic of Korea
E-mail:
We designed and synthesized IDTBTCf (Indacenodithiophene-benzothiadiazolecaffeine) non-fullerene acceptor by using the caffeine derivative as the electron withdrawing end-group. It showed strong polarization that is possible to improve stability by causing non-covalent interaction in active layer. When 2.5 wt% IDTBTCf was introduced as the third component in PTB7:PC71BM binary blend, the power conversion efficiency (PCE) is more higher value of 8.7% than the reference (8.4%). As a result of stability measurement without encapsulation in a glove box for 172 h, a device with IDTBTCf (degradation rate of efficiency, 8%) showed better stability than the reference one (degradation rate of efficiency, 15.5%).
Keywords:Caffeine;Non-covalent interaction;Polymer solar cell;Stability
  1. Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ, Science, 270(5243), 1789 (1995)
  2. Heeger AJ, Adv. Mater., 26(1), 10 (2014)
  3. Liu C, Wang K, Gong X, Heeger AJ, Chem. Soc. Rev., 45(17), 4825 (2016)
  4. He YJ, Chen HY, Hou JH, Li YF, J. Am. Chem. Soc., 132(4), 1377 (2010)
  5. Zhao WC, Li SS, Yao HF, Zhang SQ, Zhang Y, Yang B, Hou JH, J. Am. Chem. Soc., 139(21), 7148 (2017)
  6. Bin H, Gao L, Zhang ZG, Yang Y, Zhang Y, Zhang C, Chen S, Xue L, Yang C, Xiao M, Li Y, Nat. Commun., 7(May), 1 (2016)
  7. Liu YH, Zhang Z, Feng SY, Li M, Wu LL, Hou R, Xu XJ, Chen XB, Bo ZS, J. Am. Chem. Soc., 139(9), 3356 (2017)
  8. Qian DP, Ye L, Zhang MJ, Liang YR, Li LJ, Huang Y, Guo X, Zhang SQ, Tan ZA, Hou JH, Macromolecules, 45(24), 9611 (2012)
  9. Zhu K, Tang D, Zhang K, Wang Z, Ding L, Liu Y, Yuan L, Fan J, Song B, Zhou Y, Li Y, Org. Electron.: Phys. Mater. Appl., 48, 179 (2017)
  10. Sun Q, Zhang F, Hai J, Yu J, Huang H, Teng F, Tang W, Electron. Mater. Lett., 11(2), 236 (2015)
  11. Han YW, Jeon SJ, Choi JY, Kim JH, Moon DK, Sol. RRL, 1800077, 180007 (2018)
  12. Dou L, You J, Yang J, Chen CC, He Y, Murase S, Moriarty T, Emery K, Li G, Yang Y, Nat. Photonics, 6(3), 180 (2012)
  13. Jiang T, Xue Z, Ford M, Shaw J, Cao X, Tao Y, Hu Y, Huang W, RSC Adv., 6(82), 78720 (2016)
  14. You J, Dou L, Yoshimura K, Kato T, Ohya K, Moriarty T, Emery K, Chen CC, Gao J, Li G, Yang Y, Nat. Commun., 4, 1410 (2013)
  15. Huang J, Wang H, Yan K, Zhang X, Chen H, Li CZ, Yu J, Adv. Mater., 29(19), 1 (2017)
  16. Gao HH, Sun Y, Wan X, Ke X, Feng H, Kan B, Wang Y, Zhang Y, Li C, Chen Y, Adv. Sci., 1 (2018).
  17. Zhong W, Cui J, Fan B, Ying L, Wang Y, Wang X, Zhang G, Jiang XF, Huang F, Cao Y, Chem. Mater., 29(19), 8177 (2017)
  18. Son HJ, Carsten B, Jung IH, Yu L, Energy Environ. Sci., 5(8), 8158 (2012)
  19. An Q, Zhang F, Sun Q, Wang J, Li L, Zhang J, Tang W, Deng Z, J. Mater. Chem. A, 3(32), 16653 (2015)
  20. Luo Z, Xiong W, Liu T, Cheng W, Wu K, Sun Y, Yang C, Org. Electron.: Phys. Mater. Appl., 41, 166 (2017)
  21. Uddin MA, Woo HY, Cho MJ, Choi DH, ACS Appl. Mater. Interfaces, 9(10), 8838 (2017)
  22. Zhang Z, Feng L, Xu S, Liu Y, Peng H, Zhang ZG, Li Y, Zou Y, Adv. Sci., 4(11), 1 (2017)
  23. Zhao B, Wang W, Xin J, Wu H, Liu H, Guo Z, Cong Z, Ma W, Gao C, ACS Sustain. Chem. Eng., 6(2), 2177 (2018)
  24. Lin Y, Zhan X, Accounts Chem. Res., 49(2), 175 (2016)
  25. Zhao F, Dai S, Wu Y, Zhang Q, Wang J, Jiang L, Ling Q, Wei Z, Ma W, You W, Wang C, Zhan X, Adv. Mater., 29(18), 1 (2017)
  26. Cheng P, Yan C, Lau TK, Mai J, Lu X, Zhan X, Adv. Mater., 2, 5822 (2016)
  27. Song X, Fan M, Zhang K, Ding D, Chen W, Li Y, Yu L, Sun M, Yang R, Macromol. Rapid Commun., 39(8), 1 (2018)
  28. Marchetti S, An Interdisciplinary Investigation into Alcohol, Caffeine, and Prozac, McMaster University - Honours Integrated Science I, 2016.
  29. Wang X, Wang K, Wang M, Polym. Chem., 6(10), 1846 (2015)
  30. Hu HW, Jiang K, Yang GF, Liu J, Li ZK, Lin HR, Liu YH, Zhao JB, Zhang J, Huang F, Qu YQ, Ma W, Yan H, J. Am. Chem. Soc., 137(44), 14149 (2015)
  31. Wang J, Wang S, Duan C, Colberts FJM, Mai J, Liu X, Jia X, Lu X, Janssen RAJ, Huang F, Cao Y, Adv. Eng. Mater., 7(22) (2017)
  32. Lee J, Kim JH, Moon B, Kim HG, Kim M, Shin J, Hwang H, Cho K, Macromolecules, 48(6), 1723 (2015)
  33. Li Y, Zhong L, Wu FP, Yuan Y, Bin HJ, Jiang ZQ, Zhang Z, Zhang ZG, Li Y, Liao LS, Energy Environ. Sci., 9(11), 3429 (2016)
  34. Su W, Fan Q, Guo X, Chen J, Wang Y, Wang X, Dai P, Ye C, Bao X, Ma W, Zhang M, Li Y, J. Mater. Chem. A, 6(17), 7988 (2018)
  35. Ameri T, Khoram P, Min J, Brabec CJ, Adv. Mater., 25(31), 4245 (2013)
  36. Liang Y, Xu Z, Xia J, Tsai ST, Wu Y, Li G, Ray C, Yu L, Adv. Mater., 22(20), 135 (2010)
  37. Fernandes L, Gaspar H, Tome JPC, Figueira F, Bernardo G, Polym. Bull., 75(2), 515 (2018)
  38. Zhang FJ, Zhuo ZL, Zhang J, Wang X, Xu XW, Wang ZX, Xin YS, Wang J, Wang J, Tang WH, Xu Z, Wang YS, Sol. Energy Mater. Sol. Cells, 97, 71 (2012)
  39. Zhang Q, Peng R, Zhang C, Chen D, Lin Z, Chang J, Zhang J, Hao Y, Polymers, 10(2) (2018)
  40. Lu H, Zhang JC, Chen JY, Liu Q, Gong X, Feng SY, Xu XJ, Ma W, Bo ZS, Adv. Mater., 28(43), 9559 (2016)
  41. Koppe M, Egelhaaf HJ, Dennler G, Scharber MC, Brabec CJ, Schilinsky P, Hoth CN, Adv. Funct. Mater., 20(2), 338 (2010)
  42. Koppe M, Egelhaaf HJ, Clodic E, Morana M, Luer L, Troeger A, Sgobba V, Guldi DM, Ameri T, Brabec CJ, Adv. Eng. Mater., 3(7), 949 (2013)
  43. Gunes S, Neugebauer H, Sariciftci NS, Chem. Rev., 107(4), 1324 (2007)
  44. Liu F, Zhao W, Tumbleston JR, Wang C, Gu Y, Wang D, Briseno AL, Ade H, Russell TP, Adv. Eng. Mater., 4(5), 1 (2014)
  45. Zheng Y, Huang J, Wang G, Kong J, Huang D, Beromi MM, Hazari N, Taylor AD, Yu J, Mater. Today, 21(1), 79 (2018)
  46. Ran NA, Roland S, Love JA, Savikhin V, Takacs CJ, Fu YT, Li H, Coropceanu V, Liu X, Bredas JL, Bazan GC, Toney MF, Neher D, Nguyen TQ, Nat. Commun., 8(1), 1 (2017)