Journal of Industrial and Engineering Chemistry, Vol.63, 191-200, July, 2018
Effect of non-covalent interactions on molecular stacking and photovoltaic properties in organic photovoltaics
E-mail:
The conjugated structures of donor.acceptor (D.A) type with sulfur (S), nitrogen (N) and oxygen (O) atoms aid to close packing each other in the backbone by non-covalent interactions. Furthermore, noncovalent interactions are exerted three dimensionally and affect various properties. To know this effects, we introduced different S, N and O contents as benzothiadiazole (BT) and dithienophenazine (DTPz, up or down direction of S) units on each polymer backbone. Among the three polymers, P2 with up direction of S showed an open-circuit voltage (Voc) of 0.90 V, fill factor (FF) of 54.7% and reached best power conversion efficiency (PCE) of 4.8%.
Keywords:Organic photovoltaics (OPVs);Non-covalent interaction;Face-on orientation;Dithienophenazine (DTPz);Benzothiadiazole (BT)
- Cevher SC, Hizalan G, Temiz C, Udum YA, Toppare L, Cirpan A, Polymer, 101, 208 (2016)
- Dou LT, You JB, Hong ZR, Xu Z, Li G, Street RA, Yang Y, Adv. Mater., 25(46), 6642 (2013)
- Zhao J, Li Y, Yang G, Jiang K, Lin H, Ade H, Ma W, Yan H, Nat. Energy, 1, 15027 (2016)
- Salatelli E, Benelli T, Caretti D, Cocchi V, Giorgini L, Lanzi M, Mazzocchetti L, Polymer, 97, 314 (206)
- Gan QQ, Bartoli FJ, Kafafi ZH, Adv. Mater., 25(17), 2385 (2013)
- Wang T, Pearson AJ, Lidzey DG, J. Mater. Chem. C, 1, 7266 (2013)
- Morvillo P, Diana R, Fontanesi C, Ricciardi R, Lanzi M, Mucci A, Tassinari F, Schenetti L, Minarini C, Parenti F, Polym. Chem., 5, 2391 (2014)
- Heeger AJ, Adv. Mater., 26(1), 10 (2014)
- Peng F, Zhao B, Xu J, Zhang Y, Fang Y, He R, Wu H, Yang W, Cao Y, Org. Electron., 29, 151 (2016)
- Choi MH, Song KW, Moon DK, Polym. Chem., 6, 2636 (2015)
- Fan Q, Liu Y, Xiao M, Tan H, Wang Y, Su W, Yu D, Yang R, Zhu W, Org. Electron. Phys., 15, 3375 (2014)
- 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)
- Zhang Y, Zou J, Yip HL, Chen KS, Zeigler DF, Sun Y, Jeni AKY, Chem. Mater., 23, 2289 (2011)
- He RF, Yu L, Cai P, Peng F, Xu J, Ying L, Chen JW, Yang W, Cao Y, Macromolecules, 47(9), 2921 (2014)
- Lee TH, Choi MH, Jeon SJ, Moon DK, Polymer, 99, 756 (2016)
- Wood S, Kim JH, Wade J, Park JB, Hwang DH, Kim JS, J. Mater. Chem. C, 4, 7966 (2016)
- Li G, Lu Z, Li C, Bo Z, Polym. Chem., 6, 1613 (2015)
- Fan Q, Xu X, Liu Y, Su W, He X, Zhang YM, Tan H, Wang Y, Peng Q, Zhu W, Polym. Chem., 8, 1747 (2016)
- Song HJ, Lee TH, Han MH, Lee JY, Moon DK, Polymer, 54(3), 1072 (2013)
- Lee Y, Nam YM, Jo WH, J. Mater. Chem., 21, 8583 (2011)
- Guo Z, Lei T, Jin Z, Wang J, Pei J, Org. Lett., 15, 3530 (2013)
- Xie Y, Fujimoto T, Dalgleish S, Shuku Y, Matsushita MM, Awaga K, J. Mater. Chem. C, 1, 3467 (2013)
- Richard CA, Pan Z, Parthasarathy A, Arroyave FA, Estrada LA, Schanze KS, Reynolds JR, J. Mater. Chem. A, 2, 9866 (2014)
- Kesters J, Verstappen P, Vanormelingen W, Drijkoningen J, Vangerven T, Sol. Energy Mater. Sol. Cells, 136, 70 (2015)
- Zhang Y, Zou JY, Yip HL, Chen KS, Davies JA, Sun Y, Jen AKY, Macromolecules, 44(12), 4752 (2011)
- Zhang JE, Cai WZ, Huang F, Wang EG, Zhong CM, Liu SJ, Wang M, Duan CH, Yang TB, Cao Y, Macromolecules, 44(4), 894 (2011)
- Putta A, Mottishaw JD, Wang Z, Sun H, Cryst. Growth Des., 14, 350 (2014)
- Nguyen TL, Xu S, Hwang S, Park CE, Woo HY, Chem. Mater., 26, 2147 (2014)
- Uddin MA, Lee TH, Xu S, Park SY, Kim T, Song S, Nguyen TL, Ko SJ, Hwang S, Kim JY, Woo HY, Chem. Mater., 27, 5997 (2015)
- Mondal R, Becerril HA, Verploegen E, Kim D, Norton JE, et al., J. Mater. Chem., 20, 5823 (2010)
- Getmanenko YA, Fonari M, Risko C, Sandhu B, Galan E, Zhu L, Tongwa P, et al., J. Mater. Chem. C, 1, 1467 (2013)
- Meyer A, Sigmund E, Luppertz F, Schnakenburg G, Gadaczek I, Bredow T, Jester SS, Hoger S, Beilstein J. Org. Chem., 6, 1180 (2010)
- Choi MH, Song KW, Heo SW, Han YW, Moon DK, J. Ind. Eng. Chem., 26, 173 (2014)
- Lu X, Lan T, Qin Z, Wang ZS, Zhou G, ACS Appl. Mater. Interfaces, 6, 19308 (2014)
- Li S, Zhao B, He Z, Chen S, Yu J, Zhong A, Tang R, Wu H, Li Q, Qin J, Li Z, J. Mater. Chem. A, 1, 4508 (2013)
- Choi MH, Kim HY, Lee EJ, Moon DK, Polymer, 91, 162 (2016)
- Heo H, Kim H, Lee D, Jang S, Ban L, Lim B, Lee J, Lee Y, Macromolecules, 49(9), 3328 (2016)
- Maharramov AM, Mahmudov KT, Kopylovich MN, Pombeiro AJL(Ed.), John Wiley & Sons Inc., Hoboken, NJ, p.1 2016.
- Mahmudov KT, Pombeiro AJL, Chem. Eur. J., 22, 16356 (2016)
- Mahmudov KT, Kopylovich MN, Silva MFCGD, Pombeiro AJL, Coord. Chem. Rev., 345, 54 (2017)
- Mahmudov KT, Kopylovich MN, Silva MFCGD, Pombeiro AJL, Dalton Trans., 46, 10121 (2017)
- Kim B, Yeom HR, Yun MH, Kim JY, Yang C, Macromolecules, 45(21), 8658 (2012)
- Mahrok AK, Carrera EI, Tilley AJ, Ye S, Seferos DS, Chem. Commun., 51, 5475 (2015)
- Planells M, Schroeder BC, McCulloch I, Macromolecules, 47(17), 5889 (2014)
- Chen W, Du Z, Han L, Xiao M, Shen W, Wang T, Zhou Y, Yang R, J. Mater Chem. A, 3, 3130 (2015)
- Pierini F, Lanzi M, Nakielski P, Pawlowska S, Urbanek O, Zembrzycki K, Kowalewski TA, Macromolecules, 50(13), 4972 (2017)
- Franeker JJV, Turbiez M, Li W, Wienk MM, Janssen RAJ, Nat. Commun., 6, 6229 (2017)
- Adv. Energy Mater., Feng K, Yang G, Xu X, Zhang G, Yan H, Awartani O, Ye L, Ade H, Li Y, Peng Q, Adv. Energy Mater., 1602773 (2017).