화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.46, 304-314, February, 2017
Effect of conjugated 2D-side groups on quinacridone-based copolymers to adjust deep HOMO level for photovoltaics
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Different conjugated 2D-side groups were introduced to polymerize four types of two-dimensional polymers, PQCT-m8Qx, PQCT-mEHQx, PQCT-BT and PQCT-DPP, through a Suzuki coupling reaction. In comparison with the linear polymer which used the same backbone, the two-dimensional (2D) conjugated side chain polymer exhibits the delocalization of its electron clouds due to the extension of the side chain. So, all four polymers showed a low HOMO level, thus showing high VOC. Among the four, the HOMO level of PQCT-BT was the lowest, by -5.63 eV. When manufacturing a device, VOC was 0.92 V, which is the highest.
  1. Chen HYY, Hou JH, Zhang SQ, Liang YY, Yang GW, Yang Y, Yu LP, Wu Y, Li G, Nat. Photonics, 3(11), 649 (2009)
  2. Choi MH, Song KW, Heo SW, Han YW, Moon DK, J. Ind. Eng. Chem., 26, 173 (2010)
  3. He ZC, Zhong CM, Huang X, Wong WY, Wu HB, Chen LW, Su SJ, Cao Y, Adv. Mater., 23(40), 4636 (2011)
  4. Zhou HX, Yang LQ, You W, Macromolecules, 45(2), 607 (2012)
  5. Kim HY, Choi MH, Han YW, Moon DK, Haw JR, J. Ind. Eng. Chem., 33(-), 209 (2016)
  6. Fan Q, Liu Y, Xiao M, Su W, Gao H, Chen J, Tan H, Wang Y, Yang R, Zhu W, J. Mater. Chem. C, 3, 6240 (2015)
  7. Li K, Li Z, Feng K, Xu X, Wang L, Peng Q, J. Am. Chem. Soc., 135(36), 13549 (2013)
  8. Huo LJ, Liu T, Fan BB, Zhao ZY, Sun XB, Wei DH, Yu MM, Liu YQ, Sun YM, Adv. Mater., 27(43), 6969 (2015)
  9. Price SC, Stuart AC, Yang L, Zhou H, You W, J. Am. Chem. Soc., 133(12), 4625 (2011)
  10. Scharber MC, Wuhlbacher D, Koppe M, Denk P, Waldauf C, Heeger AJ, Brabec CL, Adv. Mater., 18(6), 789 (2006)
  11. Yang B, Yuan YB, Sharma P, Poddar S, Korlacki R, Ducharme S, Gruverman A, Saraf R, Huang JS, Adv. Mater., 24(11), 1455 (2012)
  12. Kim YJ, Kim HN, Hwang MC, Kim YH, Park CE, Synth. Met., 198, 93 (2014)
  13. Zhou H, Yang L, Stoneking S, You W, ACS Appl. Mater. Interfaces, 2(5), 1377 (2010)
  14. Ren J, Bao X, Han L, Wang J, Qiu M, Zhu Q, Hu T, Sheng R, Sun M, Yang R, J. Polym. Sci. A: Polym. Chem., 6, 4415 (2015)
  15. Zhang S, Zhang Z, Li Y, Adv. Polym. Technol., 32(2013), 822 (2012)
  16. Gu ZJ, Tang P, Zhao B, Luo H, Guo X, Chen HJ, Yu G, Liu XP, Shen P, Tan ST, Macromolecules, 45(5), 2359 (2012)
  17. Huang YS, Ye LL, Wu F, Mei SL, Chen HJ, Tan ST, J. Polym. Sci. A: Polym. Chem., 54(5), 668 (2016)
  18. Liu X, Huang Y, Cao Z, Weng C, Chen H, Tan S, J. Polym. Sci. A: Polym. Chem., 4, 4737 (2013)
  19. Chen J, Xiao M, Su W, Duan X, Duan L, Peng W, Tan H, Yang R, Zhu W, Polymer, 55(19), 4857 (2014)
  20. Shen P, Bin HJ, Xiao L, Li YF, Macromolecules, 46(24), 9575 (2013)
  21. Xu X, Feng K, Li K, Peng Q, J. Mater. Chem., 3(46), 23149 (2015)
  22. De Feyter S, Gesquire A, De Schryver FC, Keller U, Mellen K, Chem. Mater., 14(3), 989 (2002)
  23. Osaka I, Akita M, Koganezawa T, Takimiya K, Chem. Mater., 24(6), 1235 (2012)
  24. Kim DH, Song HJ, Heo SW, Song KW, Moon DK, Sol. Energy Mater. Sol. Cells, 120(-), 94 (2014)
  25. Yun DH, Yoo HS, Seong KH, Lim JH, Park YS, Woo JW, Appl. Chem. Eng., 25(5), 487 (2014)
  26. Gowacki ED, Coskun H, Blood-Forsythe MA, Monkowius U, Leonat L, Grzybowski M, Gryko D, White MS, Aspuru-Guzik A, Sariciftci NS, Mater. Appl., 15(12), 3521 (2014)
  27. Song HJ, Kim DH, Lee EJ, Heo SW, Lee JY, Moon DK, Macromolecules, 45(19), 7815 (2012)
  28. Gu Z, Shen P, Tsang SW, Tao Y, Zhao B, Tang P, Nie Y, Fang Y, Tan S, Chem. Commun., 47(33), 9381 (2011)
  29. Tan H, Deng XP, Yu JT, Zhao BF, Wang YF, Liu Y, Zhu WG, Wu HB, Cao Y, Macromolecules, 46(1), 113 (2013)
  30. Kuo CY, Huang YC, Hsiow CY, Yang YW, Huang CI, Rwei SP, Wang HL, Wang L, Macromolecules, 46(15), 5985 (2013)
  31. Wang T, Pearson AJ, Lidzey DG, J. Mater. Chem. C, 7266 (2013)
  32. Li H, Gu C, Jiang L, Wei L, Hu W, Fu H, J. Mater. Chem. C, 1(10), 2021 (2013)
  33. Liao LY, Zhang W, Xiao Z, Cao JM, Liu ZP, Zuo QQ, Ding LM, Polym. J., 45(5), 571 (2013)
  34. Yue W, Ashraf RS, Nielsen CB, Collado-Fregoso E, Niazi MR, Yousaf SA, Kirkus M, Chen HY, Amassian A, Durrant JR, McCulloch I, Adv. Mater., 27(32), 4702 (2015)
  35. Zhang X, Chen L, Wang G, Zhang ZG, Li Y, Shen P, Synth. Met., 211, 121 (2016)
  36. Wang Y, Yu QF, Park HJ, Ryu SH, Choi JH, Yoon UC, Bull. Korean Chem. Soc., 32(8), 3081 (2011)
  37. Petrus ML, Bouwer RKM, Lafont U, Athanasopoulos S, Greenham NC, Dingemans TJ, J. Mater. Chem. A, 2(25), 9474 (2014)
  38. Duan C, Willems REM, van Franeker JJ, Bruijnaers BJ, Wienk MM, Janssen RAJ, J. Mater. Chem. A, 4(5), 1855 (2016)
  39. Kim DH, Song HJ, Lee EJ, Ko EJ, Moon DK, Synth. Met., 210, 304 (2015)
  40. Song KW, Song HJ, Lee TH, Heo SW, Moon DK, J. Polym. Sci. A: Polym. Chem., 4, 3225 (2013)
  41. Chen JJA, Chen TL, Kim B, Poulsen DA, Mynar JL, Fre’chet JMJ, Ma B, ACS Appl. Mater. Interfaces, 2(9), 2679 (2010)
  42. Hwang KH, Kim DH, Choi MH, Han JP, Moon DK, J. Ind. Eng. Chem., 34(-), 66 (2016)
  43. Choi MH, Ko EJ, Han YW, Lee EJ, Moon DK, Polymer, 74(-), 205 (2015)
  44. Xu T, Yu L, Mater. Today, 17(1), 11 (2014)
  45. Shibasaki K, Yasuda T, Yamamoto Y, Kijima M, J. Polym. Sci. A: Polym. Chem., 6(32), 5921 (2015)