Structural Tuning of Low Band Gap Intermolecular Push/Pull Side-chain Polymers for Organic Photovoltaic Applications

Ansuman Nayak; P.S. Rama Sreekanth; Santosh Kumar Sahu; Duryodhan Sahu

doi:10.1007/s10118-017-1967-9

Your Location：

Home >

Browse articles >

Structural Tuning of Low Band Gap Intermolecular Push/Pull Side-chain Polymers for Organic Photovoltaic Applications

Papers | Updated：2021-02-18

- Structural Tuning of Low Band Gap Intermolecular Push/Pull Side-chain Polymers for Organic Photovoltaic Applications
- Chinese Journal of Polymer Science Vol. 35, Issue 9, Pages: 1073-1085(2017)
- Affiliations：
  
  a.Department of Chemistry, National Institute of Science and Technology, Palur Hills, Berhampur, Odisha India, 761008
  b.Department of Chemistry, Gandhi Institute of Engineering and Technology, Gunpur, Odisha India
  c.Department of Mechanical Engineering, National Institute of Science and Technology, Palur Hills, Berhampur, Odisha India, 761008
- Author bio：
  
  Duryodhan Sahu, E-mail:duryodhansahu18@gmail.com
- Funds：
- DOI：10.1007/s10118-017-1967-9
  CLC：
- Received：06 March 2017，
  
  Revised：2017-3-30，
  
  Accepted：03 April 2017，
  
  Published：05 September 2017
- Accepted：
Scan QR Code
Ansuman Nayak, P.S. Rama Sreekanth, Santosh Kumar Sahu, et al. Structural Tuning of Low Band Gap Intermolecular Push/Pull Side-chain Polymers for Organic Photovoltaic Applications[J]. Chinese Journal of Polymer Science, 2017, 35(9): 1073-1085.
DOI：

Ansuman Nayak, P.S. Rama Sreekanth, Santosh Kumar Sahu, et al. Structural Tuning of Low Band Gap Intermolecular Push/Pull Side-chain Polymers for Organic Photovoltaic Applications[J]. Chinese Journal of Polymer Science, 2017, 35(9): 1073-1085. DOI： 10.1007/s10118-017-1967-9.

摘要

Abstract

A series of novel low band gap donor-acceptor (D-A) type organic co-polymers (

BT-F-TPA

BT-CZ-TPA

and

BT-SI-TPA

) consisting of electron-deficient acceptor blocks both in main chains (

) and at the pendant (

) were polymerized with different electron rich donor (

) blocks

i.e.

9-dihexyl-9

-fluorene

-alkyl-2

7-carbazole

and 2

6-dithinosilole

respectively

via

Suzuki method. These polymers exhibited relatively low band gaps (1.65-1.88 eV) and broad absorption ranges (680-740 nm). Bulk heterojunction (BHJ) solar cells incorporating these polymers as electron donors

blended with[6

6]-phenyl-C

-butyric acid methyl ester (PC

BM) or[6

6]-phenyl-C

-butyric acid methyl ester (PC

BM) as electron-acceptors in different weight ratios were fabricated and tested under 100 mW/cm

of AM 1.5 with white-light illumination. The photovoltaic device containing donor

BT-SI-TPA

and acceptor PC

BM in 1:2 weight ratio showed the best power conversion efficiency (PCE) value of 1.88%

with open circuit voltage (

)=0.75 V

short circuit current density (

)=7.60 mA/cm

and fill factor (FF)=33.0%.

关键词

Keywords

references

J.W. Chen , Y. Cao . Acc. Chem. Res. , 2009 . 42 1709 DOI: 10.1021/ar900061z http://doi.org/10.1021/ar900061z .

L. Dou , J. You , Z. Hong , Z. Xu , G. Li , R.A. Street , Y. Yang . Adv. Mater. , 2013 . 25 6671 .

Y.J. Cheng , S.H. Yang , C.S. Hsu . Chem. Rev. , 2009 . 109 5868 DOI: 10.1021/cr900182s http://doi.org/10.1021/cr900182s .

S.H. Park , A. Roy , S. Beaupre , S. Cho , N. Coates , J.S. Moon , D. Moses , M. Leclerc , K. Lee , A.J. Heeger . Nat. Photon. , 2009 . 3 297 DOI: 10.1038/nphoton.2009.69 http://doi.org/10.1038/nphoton.2009.69 .

C.C. Chen , W.H. Chang , K. Yoshimura , K. Ohya , J. You , J. Gao , Z. Hong , Y. Yang . Adv. Mater. , 2014 . 26 5670 DOI: 10.1002/adma.201402072 http://doi.org/10.1002/adma.201402072 .

F.C. Krebs , N. Espinosa , M. Hösel , R.R. Søndergaard , M. Jørgensen . Adv. Mater. , 2014 . 26 29 DOI: 10.1002/adma.201302031 http://doi.org/10.1002/adma.201302031 .

Z.C. He , C.M. Zhong , X. Huang , W.Y. Wong , H.B. Wu , L.W. Chen , S.J. Su , Y. Cao . Adv. Mater. , 2011 . 23 4636 DOI: 10.1002/adma.201103006 http://doi.org/10.1002/adma.201103006 .

Y. Li , L. Xue , H. Xia , B. Xu , S. Wen , W. Tian , Polym. Sci. J. . Part A: Polym. Chem. , 2008 . 46 3970 DOI: 10.1002/(ISSN)1099-0518 http://doi.org/10.1002/(ISSN)1099-0518 .

L. Xue , J. He , X. Gu , Z. Yang , B. Xu , W. Tian . J. Phys. Chem. C. , 2009 . 113 12911 .

T.L. Wang , Y.T. Shieh , C.H. Yang , Y.Y. Chen , T.H. Ho , C.H. Chen . J. Polym. Res. , 2013 . 20 213 DOI: 10.1007/s10965-013-0213-6 http://doi.org/10.1007/s10965-013-0213-6 .

Y.Y. Liang , Z. Xu , J.B. Xia , S.T. Tsai , Y. Wu , G. Li , C. Ray , L.P. Yu . Adv. Mater. , 2010 . 22 135 DOI: 10.1002/adma.v22:2 http://doi.org/10.1002/adma.v22:2 .

M.S. Su , C.Y. Kuo , M.C. Yuan , U.S. Jeng , C.J. Su , K.H. Wei . Adv. Mater. , 2011 . 23 3315 DOI: 10.1002/adma.201101274 http://doi.org/10.1002/adma.201101274 .

N. Blouin , A. Michaud , D. Gendron , S. Wakim , E. Blair , R. Neagu-Plesu , M. Belletete , G. Durocher , Y. Tao , M. Leclerc . J. Am. Chem. Soc. , 2008 . 130 742 .

F. Huang , K.S. Chen , H.L. Yip , S.K. Hau , O. Acton , Y. Zhang , J.D. Luo , A.K.Y. Jen . J. Am. Chem. Soc. , 2009 . 131 13886 DOI: 10.1021/ja9066139 http://doi.org/10.1021/ja9066139 .

M.C. Scharber , D. Mühlbacher , M. Koppe , P. Denk , C. Waldauf , A.J. Heeger , C.J. Brabec . Adv. Mater. , 2006 . 18 789 DOI: 10.1002/(ISSN)1521-4095 http://doi.org/10.1002/(ISSN)1521-4095 .

C. Li , Y. Li , X. Wang , B. Zhang , C. Yu . J. Polym. Res. , 2015 . 22 96 DOI: 10.1007/s10965-015-0740-4 http://doi.org/10.1007/s10965-015-0740-4 .

L.J.A. Koster , V.D. Mihailetchi , P.W.M. Blom . Appl. Phys. Lett. , 2006 . 88 093511 DOI: 10.1063/1.2181635 http://doi.org/10.1063/1.2181635 .

C.J. Brabec , C. Winder , N.S. Sariciftci , J.C. Hummelen , A. Dhanabalan , P.A. van Hal , R.A.J. Janssen . Adv. Funct. Mater. , 2002 . 12 709 DOI: 10.1002/1616-3028(20021016)12:10<709::AID-ADFM709>3.0.CO;2-N http://doi.org/10.1002/1616-3028(20021016)12:10<709::AID-ADFM709>3.0.CO;2-N .

J.J.M. Halls , J. Cornil , D.A. dos Santos , R. Silbey , D.H. Hwang , A.B. Holmes , J.L. Brédas , R.H. Friend . Phys. Rev. B. , 1999 . 60 5721 DOI: 10.1103/PhysRevB.60.5721 http://doi.org/10.1103/PhysRevB.60.5721 .

J. Hou , M.H. Park , S. Zhang , Y. Yao , L.M. Chen , J.H. Li , Y. Yang . Macromolecules , 2008 . 41 6012 DOI: 10.1021/ma800820r http://doi.org/10.1021/ma800820r .

Y. Fu , H. Cha , G.Y. Lee , B.J. Moon , C.E. Park , T. Park . Macromolecules , 2012 . 45 3004 DOI: 10.1021/ma3002438 http://doi.org/10.1021/ma3002438 .

M. Zhang , H.N. Tsao , W. Pisula , C. Yang , A.K. Mishra , K. Müllen . J. Am. Chem. Soc. , 2007 . 129 3472 DOI: 10.1021/ja0683537 http://doi.org/10.1021/ja0683537 .

W. Li , K.H. Hendriks , M.M. Wienk , R.A.J. Janssen . Acc. Chem. Res. , 2016 . 49 78 DOI: 10.1021/acs.accounts.5b00334 http://doi.org/10.1021/acs.accounts.5b00334 .

A. Singh. , A. Dey , D. Das , P.K. Iyer . ACS Appl. Mater. Interfaces , 2016 . 8 ( 17 ): 10904 DOI: 10.1021/acsami.6b03102 http://doi.org/10.1021/acsami.6b03102 .

Y. Xia , H. Zhang , J. Li , J. Tong , P. Zhang , C. Yang . J. Polym. Res. , 2015 . 22 633 DOI: 10.1007/s10965-014-0633-y http://doi.org/10.1007/s10965-014-0633-y .

E. Wang , M. Wang , L. Wang , C. Duan , J. Zhang , W. Cai , C. He , H. Wu , Y. Cao . Macromolecules , 2009 . 42 4410 DOI: 10.1021/ma900601y http://doi.org/10.1021/ma900601y .

J. Hou , H.Y. Chen , S. Zhang , G. Li , Y. Yang . J. Am. Chem. Soc. , 2008 . 130 16144 DOI: 10.1021/ja806687u http://doi.org/10.1021/ja806687u .

D. Sun , D. Meng , Y. Cai , B. Fan , Y. Li , W. Jiang , L. Huo , Y. Sun , Z. Wang . J. Am. Chem. Soc. , 2015 . 137 11156 DOI: 10.1021/jacs.5b06414 http://doi.org/10.1021/jacs.5b06414 .

H. Fan , Z. Zhang , Y. Li , X. Zhan . J.Polym. Sci., Part A: Polym. Chem. , 2011 . 49 1462 DOI: 10.1002/pola.24568 http://doi.org/10.1002/pola.24568 .

C. Duan , W. Cai , F. Huang , J. Zhang , M. Wang , T. Yang , C. Zhong , X. Gong , Y. Cao . Macromolecules , 2010 . 43 5262 DOI: 10.1021/ma100616f http://doi.org/10.1021/ma100616f .

S.L. Hsu , C.M. Chen , K.H. Wei . J.Polym. Sci., Part A: Polym. Chem. , 2010 . 48 5126 DOI: 10.1002/pola.v48:22 http://doi.org/10.1002/pola.v48:22 .

H.S. Wang , M.S. Su , K.H. Wei . J.Polym. Sci., Part A: Polym. Chem. , 2010 . 48 3331 DOI: 10.1002/pola.24117 http://doi.org/10.1002/pola.24117 .

W. Li , Q. Li , S. Liu , C. Duan , L. Ying , F. Huang , Y. Cao . Sci. China Chem. , 2015 . 58 ( 2 ): 257 DOI: 10.1007/s11426-014-5275-8 http://doi.org/10.1007/s11426-014-5275-8 .

Z.G. Zhang , K.L. Zhang , G. Liu , C.X. Zhu , K.G. Neoh , E.T. Kang . Macromolecules , 2009 . 42 3104 DOI: 10.1021/ma900236h http://doi.org/10.1021/ma900236h .

Z.G. Zhang , Y.L. Liu , Y. Yang , K.Y. Hou , B. Peng , G.J. Zhao , M.J. Zhang , X. Guo , E.T. Kang , Y.F. Li . Macromolecules , 2010 . 43 9376 DOI: 10.1021/ma101491c http://doi.org/10.1021/ma101491c .

C.H. Duan , K.S. Chen , F. Huang , H.L. Yip , S. Liu , J. Zhang , A.K.Y. Jen , Y. Cao . Chem. Mater. , 2010 . 22 6444 DOI: 10.1021/cm1027157 http://doi.org/10.1021/cm1027157 .

Y.T. Chang , S.L. Hsu , G.Y. Chen , M.H. Su , T.A. Singh , E.W.G. Diau , K.H. Wei . Adv. Funct. Mater. , 2008 . 18 2356 DOI: 10.1002/adfm.v18:16 http://doi.org/10.1002/adfm.v18:16 .

J.H. Hou , Z.A. Tan , Y. Yan , Y.J. He , C.H. Yang , Y.F. Li . J. Am. Chem. Soc. , 2006 . 128 4911 DOI: 10.1021/ja060141m http://doi.org/10.1021/ja060141m .

Z. Wu , Y. Zhu , W. Li , Y. Huang , J. Chen , C. Duan , F. Huang , Y. Cao . Sci. China Chem. , 2016 . 59 ( 12 ): 1583 DOI: 10.1007/s11426-016-0203-5 http://doi.org/10.1007/s11426-016-0203-5 .

D. Sahu , H. Padhy , D. Patra , J.H. Huang , C.W. Chu , H.C. Lin . J.Polym. Sci., Part A: Polym. Chem. , 2010 . 48 5812 DOI: 10.1002/pola.v48:24 http://doi.org/10.1002/pola.v48:24 .

R.H. Lee , C.M. Chu , S.Y. Shiau , R.J. Jeng , J.C. Hwang , B.T. Liu , C.C. Huang . J. Polym. Res. , 2012 . 19 9992 DOI: 10.1007/s10965-012-9992-4 http://doi.org/10.1007/s10965-012-9992-4 .

H. Padhy , J.H. Huang , D. Sahu , D. Patra , D. Kekuda , C.W. Chu , H.C. Lin . J. Polym. Sci., Part A: Polym. Chem. , 2010 . 48 4823 DOI: 10.1002/pola.v48:21 http://doi.org/10.1002/pola.v48:21 .

E. Lim , B.J. Jung , H.K. Shim . Macromolecules , 2003 . 36 4288 DOI: 10.1021/ma034168r http://doi.org/10.1021/ma034168r .

L. Liao , L. Dai . Macromolecules , 2007 . 40 9406 DOI: 10.1021/ma071825x http://doi.org/10.1021/ma071825x .

P.M. Beaujuge , W. Pisula , H.N. Tsao , S. Ellinger , K. Muellen , J.R. Reynolds . J. Am. Chem. Soc. , 2009 . 131 7514 DOI: 10.1021/ja900519k http://doi.org/10.1021/ja900519k .

L. Huo , H.Y. Chen , J. Hou , T.L. Chen , Y. Yang . Chem. Commun. , 2009 . 37 ( 37 ): 5570 .

D. Patra , D. Sahu , H. Padhy , D. Kekuda , C.W. Chu , H.C. Lin . Macromol. Chem. Phys. , 2011 . 212 1960 DOI: 10.1002/macp.v212.18 http://doi.org/10.1002/macp.v212.18 .

Y. Zou , D. Gendron , R. Neagu-Plesu , M. Leclerc . Macromolecules , 2009 . 42 6361 DOI: 10.1021/ma901114j http://doi.org/10.1021/ma901114j .

D. Sahu , H. Padhy , D. Patra , J.F. Yin , Y.C. Hsu , J.T. Lin , K.L. Lu , K.H. Wei , H.C. Lin . Tetrahedron , 2011 . 67 303 DOI: 10.1016/j.tet.2010.11.044 http://doi.org/10.1016/j.tet.2010.11.044 .

H.C. Chu , D. Sahu , Y.C. Hsu , H. Padhy , D. Patra , J.T. Lin , D. Bhattacharya , K.L. Lu , K.H. Wei , H.C. Lin . Dyes. Pigms. , 2012 . 93 1488 DOI: 10.1016/j.dyepig.2011.09.012 http://doi.org/10.1016/j.dyepig.2011.09.012 .

D.M. de Leeuw , M.M.J. Simenon , A.R. Brown , R.E.F. Einhard . Synth. Met. , 1997 . 87 53 DOI: 10.1016/S0379-6779(97)80097-5 http://doi.org/10.1016/S0379-6779(97)80097-5 .

Q. Zheng , B.J. Jung , J. Sun , H.E. Katz . J. Am. Chem. Soc. , 2010 . 132 5394 DOI: 10.1021/ja909111p http://doi.org/10.1021/ja909111p .

Y. Yao , C.J. Shi , G. Li , V. Shrotriya , Q.B. Pei , Y. Yang . Appl. Phys. Lett. , 2006 . 89 153507 DOI: 10.1063/1.2361082 http://doi.org/10.1063/1.2361082 .

D. Sahu , C.H. Tsai , H.Y. Wei , K.C. Ho , F.C. Chang , C.W. Chu . J. Mater. Chem. , 2012 . 22 7945 DOI: 10.1039/c2jm16760c http://doi.org/10.1039/c2jm16760c .

B. Walker , A.B. Tamayo , X.D. Dang , P. Zalar , J.H. Seo , A. Garcia , M. Tantiwiwat , T.Q. Nguyen . Ad. Funct. Mater. , 2009 . 19 3063 DOI: 10.1002/adfm.v19:19 http://doi.org/10.1002/adfm.v19:19 .

N.S. Baek , S.K. Hau , H.L. Yip , O. Acton , K.S. Chen , A.K.Y. Jen . Chem. Mater. , 2008 . 20 5734 DOI: 10.1021/cm8016424 http://doi.org/10.1021/cm8016424 .

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Thienopyrazine or Dithiadiazatrindene Containing Low Band Gap Conjugated Polymers for Polymer Solar Cells

End-group and Side-chain Dual-engineering of Selenium-fused Acceptors for 20.08% Efficiency Polymer Solar Cells with Low Energy Loss

Tough Hydrogen Bonding Crosslinked Poly(3-fluorothiophene) Network via Electrosynthesis for High-performance Electrochromic Supercapacitors

Manipulating Hierarchical Aggregation Structure via Film-forming Kinetics Enables Organic Photovoltaics over 20% Efficiency

Durable Anti-fogging and Abrasion-resistant Coatings Based on Polyoxometalates-Hydrophilic Resin Composites with Enhanced Cohesion and Adhesion

Related Author

Mukhamed L. Keshtov

Dmitry V. Marochkin

Ying-ying Fu

Zhi-yuan Xie

Yan-hou Geng

Vitaly S. Kochurov

Alexei R. Khokhlov

Wen-Yan Su

Related Institution

Lomonosov Moscow State University, Faculty of Physics 119991, Moscow, GSP-1, 1-2 Leninskiye Gory Russia

State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences

.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 119991, GSP-1, Moscow, V-334, Vavilova St. 28

College of Polymer Science and Engineering, National Key Laboratory of Advanced Polymer Materials, Sichuan University

School of Materials Science and Engineering, Xi’an University of Science and Technology

⁰