Furan-containing Conjugated Polymers for Organic Solar Cells

Amjad Islam; Zhi-yang Liu; Rui-xiang Peng; Wei-gang Jiang; Tao Lei; Wang Li; Lei Zhang; Rong-juan Yang; Guan Qian; Zi-yi Ge

doi:10.1007/s10118-017-1886-9

Your Location：

Home >

Browse articles >

Furan-containing Conjugated Polymers for Organic Solar Cells

Review | Updated：2021-02-18

- Furan-containing Conjugated Polymers for Organic Solar Cells
- Chinese Journal of Polymer Science Vol. 35, Issue 2, Pages: 171-183(2017)
- Affiliations：
  
  a.Ningbo Key Laboratory of Silicon and Organic Thin Film Optoelectronic Technologies, Ningbo Institute of Materials Technology & Engineering, Chinese Academy of Sciences, Ningbo 315201, China
  b.University of Chinese Academy of Sciences, Beijing 100049, China
- Author bio：
  
  Zi-yi Ge (葛子义), E-mail:geziyi@nimte.ac.cn
- Funds：
- DOI：10.1007/s10118-017-1886-9
  CLC：
- Received：23 July 2016，
  
  Revised：2016-8-19，
  
  Accepted：21 August 2016，
  
  Published：2017-02
- Accepted：
Scan QR Code
Amjad Islam, Zhi-yang Liu, Rui-xiang Peng, et al. Furan-containing Conjugated Polymers for Organic Solar Cells[J]. Chinese Journal of Polymer Science, 2017, 35(2): 171-183.
DOI：

Amjad Islam, Zhi-yang Liu, Rui-xiang Peng, et al. Furan-containing Conjugated Polymers for Organic Solar Cells[J]. Chinese Journal of Polymer Science, 2017, 35(2): 171-183. DOI： 10.1007/s10118-017-1886-9.

摘要

Abstract

Development of organic semiconductors is one of the most intriguing and productive topics in material science and engineering. Many efforts have been made on the synthesis of aromatic building blocks such as benzene

thiophene and pyrrole due to the facile preparation accompanied by the intrinsic environmental stability and relatively efficient properties of the resulting polymers. In the past

furan has been less explored in this field because of its high oxidation potential. Recently

furan has attracted obsession due to its weaker aromaticity

the greater solubilities of furan-containing

-conjugated polymers relative to other benzenoid systems and the accessibility of furan-based starting materials from renewable resources. This review elaborates the advancements of organic photovoltaic polymers containing furan building blocks. The uniqueness and advantages of furan-containing building blocks in semiconducting materials are also discussed.

关键词

Keywords

references

un S , and Dalton S.S. , .R L . "Introduction to organic electronic and optoelectronic materials and devices" , : New York CRC Press , 2008 .

S.R. Forrest . Nature , 2004 . 428 911 DOI: 10.1038/nature02498 http://doi.org/10.1038/nature02498 .

G. Li , R. Zhu , Y. Yang . Nat. Photon. , 2012 . 6 153 DOI: 10.1038/nphoton.2012.11 http://doi.org/10.1038/nphoton.2012.11 .

Y. Zhao , Y. Guo , Y. Liu . Adv. Mater. , 2013 . 25 5372 DOI: 10.1002/adma.201302315 http://doi.org/10.1002/adma.201302315 .

X. Ouyang , X. Peng , L. Ai , X. Zhang , Z. Ge . Nat. Photon. , 2015 . 9 520 DOI: 10.1038/nphoton.2015.126 http://doi.org/10.1038/nphoton.2015.126 .

J. Lee , A.R. Han , H. Yu , T.J. Shin , C. Yang , J.H. Oh . J. Am. Chem. Soc. , 2013 . 135 9540 DOI: 10.1021/ja403949g http://doi.org/10.1021/ja403949g .

L. Dou , J. You , Z. Hong , Z. Xu , G. Li , R.A. Street , Y. Yang . Adv. Mater. , 2013 . 25 6642 DOI: 10.1002/adma.v25.46 http://doi.org/10.1002/adma.v25.46 .

J.M. Szarko , B.S. Rolczynski , S.J. Lou , T. Xu , J. Strzalka , T.J. Marks , L. Yu , L.X. Chen . Adv. Funct. Mater. , 2014 . 24 10 DOI: 10.1002/adfm.v24.1 http://doi.org/10.1002/adfm.v24.1 .

H. Letheby . J. Chem. Soc. , 1862 . 15 161 DOI: 10.1039/JS8621500161 http://doi.org/10.1039/JS8621500161 .

Surville R. De , M. Jozefowicz , L.T. Yu , J. Perichon , R. Buvet . Electrochim. Acta , 1968 . 13 1451 DOI: 10.1016/0013-4686(68)80071-4 http://doi.org/10.1016/0013-4686(68)80071-4 .

H. Shirakawa , E.A. Louis , A.G. MacDiarmid , C.K. Chiang , A.J. Heeger , Chem. Soc. J. . Chem. Commun. , 1977 . 578 .

C.B. Gorman , E.J. Ginsburg , R.H. Grubbs . J. Am. Chem. Soc. , 1993 . 115 1397 DOI: 10.1021/ja00057a024 http://doi.org/10.1021/ja00057a024 .

B.R. Weinberger , M. Akhtar , S.C. Gau . Synth. Met. , 1982 . 4 187 DOI: 10.1016/0379-6779(82)90012-1 http://doi.org/10.1016/0379-6779(82)90012-1 .

A.F. Diaz , K.K. Kanazawa , G.P. Gardini , Chem. Soc. J. . Chem. Commun. , 1979 . 635 http://dx.doi.org/10.1039/C39790000635 http://dx.doi.org/10.1039/C39790000635 , .

A.F. Diaz , J.M.V. Vasquez , A.M. Duran . IBM J. Res. Dev. , 1981 . 25 42 DOI: 10.1147/rd.251.0042 http://doi.org/10.1147/rd.251.0042 .

T. Yamamoto , K. Sanechika , A. Yamamoto , Polym. Sci. J. . Polym. Lett. Ed. , 1980 . 18 9 DOI: 10.1002/pol.1980.130180103 http://doi.org/10.1002/pol.1980.130180103 .

J.W.P. Lin , L.P. Dudek , Polym. Sci. J. . Polym. Lett. Ed. , 1980 . 18 2869 http://onlinelibrary.wiley.com/doi/10.1002/pol.1980.170180910/full http://onlinelibrary.wiley.com/doi/10.1002/pol.1980.170180910/full , .

S. Glenis , G. Tourillon , F. Garnier . Thin Solid Films , 1986 . 139 221 DOI: 10.1016/0040-6090(86)90053-2 http://doi.org/10.1016/0040-6090(86)90053-2 .

J.H. Burroughes , D.D.C. Bradley , A.R. Brown , R.N. Marks , K. Mackay , R.H. Friend , P.L. Burns , A.B. Holmes . Nature , 1990 . 347 539 DOI: 10.1038/347539a0 http://doi.org/10.1038/347539a0 .

S. Karg , W. Riess , V. Dyakonov , M. Schwoerer . Synth. Met. , 1993 . 54 427 DOI: 10.1016/0379-6779(93)91088-J http://doi.org/10.1016/0379-6779(93)91088-J .

R.D. McCullough , R.D. Lowe , Chem. Soc. J. . Chem. Commun. , 1992 . 70 http://dx.doi.org/10.1039/c39920000070 http://dx.doi.org/10.1039/c39920000070 , .

I.H. Campbell , D.L. Smith , J.P. Ferraris . Appl. Phys. Lett. , 1995 . 66 30 http://dx.doi.org/10.1063/1.113848 http://dx.doi.org/10.1063/1.113848 , .

H. Usta , C. Risko , Z. Wang , H. Huang , M.K. Deliomeroglu , A. Zhukhovitskiy , A. Facchetti , T.J. Marks . J. Am. Chem. Soc. , 2009 . 131 5586 DOI: 10.1021/ja809555c http://doi.org/10.1021/ja809555c .

R.S. Kularatne , H.D. Magurudeniya , P. Sista , M.C. Biewer , M.C. Stefan , Polym. Sci. J. . Part A:Polym. Chem. , 2013 . 51 743 DOI: 10.1002/pola.26425 http://doi.org/10.1002/pola.26425 .

Y. Takeda , T.L. Andrew , J.M. Lobez , A.J. Mork , T.M. Swager . Angew. Chem. Int. Ed. , 2012 . 51 9042 DOI: 10.1002/anie.201204066 http://doi.org/10.1002/anie.201204066 .

Y.J. Hwang , N.M. Murari , S.A. Jenekhe . Polym. Chem. , 2013 . 4 3187 DOI: 10.1039/c3py00325f http://doi.org/10.1039/c3py00325f .

S.S. Sun , N.S. Saricici . "Organic photovoltaics mechanisms, materials, , devices", , : Boca Raton, FL CRC press , 2005 .

C. Moussalem , O. Segut , F. Gohier , M. Allain , P. Fŕere . ACS Sustainable Chem. Eng. , 2014 . 2 1043 DOI: 10.1021/sc500042u http://doi.org/10.1021/sc500042u .

Joule, J.A. and Mills, K., "Heterocyclic chemistry", Blackwell Publishing Ltd, West Sussex, UK, 2010

S. Sitthisa , D.E. Resasco . Catal. Lett. , 2011 . 141 784 DOI: 10.1007/s10562-011-0581-7 http://doi.org/10.1007/s10562-011-0581-7 .

L. Ye , S. Zhang , W. Zhao , H. Yao , J. Hou . Chem. Mater. , 2014 . 26 3603 DOI: 10.1021/cm501513n http://doi.org/10.1021/cm501513n .

Miessler, G.L. and Tarr, D.A., "Inorganic chemistry", Prentice Hall, Upper Saddle River, USA, NJ, 2010

H. Zhou , L. Yang , W. You . Macromolecules , 2012 . 45 607 DOI: 10.1021/ma201648t http://doi.org/10.1021/ma201648t .

A. Kumar , J.G. Bokria , Z. Buyukmumcu , T. Dey , G.A. Sotzing . Macromolecules , 2008 . 41 7098 DOI: 10.1021/ma702773e http://doi.org/10.1021/ma702773e .

H. Li , P. Jiang , C. Yi , C. Li , S. Liu , S. Tan , B. Zhao , J. Braun , W. Meier , T. Wandlowski , S. Decurtins . Macromolecules , 2010 . 43 8058 DOI: 10.1021/ma101693d http://doi.org/10.1021/ma101693d .

C.H. Woo , P.M. Beaujuge , T.W. Holcombe , O.P. Lee , J.M.J. Fréchet . J. Am. Chem. Soc. , 2010 . 132 15547 DOI: 10.1021/ja108115y http://doi.org/10.1021/ja108115y .

H. Bunz , Chem. Angew. . Int. Ed. , 2010 . 49 5037 DOI: 10.1002/anie.v49:30 http://doi.org/10.1002/anie.v49:30 .

O. Gidron , A. Dadvand , Y. Sheynin , M. Bendikov , D. Perepichka . Chem. Commun. , 2011 . 47 1976 DOI: 10.1039/C0CC04699J http://doi.org/10.1039/C0CC04699J .

L. Huo , Y. Huang , B. Fan , X. Guo , Y. Jing , M. Zhang , Y. Li , J. Hou . Chem. Commun. , 2012 . 48 3318 DOI: 10.1039/c2cc17708k http://doi.org/10.1039/c2cc17708k .

P. Sista , P. Huang , S.S. Gunathilake , M.P. Bhatt , R.S. Kularatne , M.C. Stefan , M.C. J. Polym. Sci. Biewer . Part A:Polym. Chem. , 2012 . 50 4316 DOI: 10.1002/pola.v50.20 http://doi.org/10.1002/pola.v50.20 .

H. Li , P. Tang , Y. Zhao , S. Liu , Y. Aeschi , L. Deng , J. Braun , B. Zhao , Y. Liu , S. Tan , W. Meier , S. Decurtins , Polym. Sci. J. . Part A:Polym. Chem. , 2012 . 50 2935 DOI: 10.1002/pola.26075 http://doi.org/10.1002/pola.26075 .

M. Wang , C.H. Li , A.F. Lv , Z.H. Wang , Z.S. Bo . Macromolecules , 2012 . 45 3017 DOI: 10.1021/ma202752h http://doi.org/10.1021/ma202752h .

H. Tsuji , C. Mitsui , L. Ilies , Y. Sato , E. Nakamura . J. Am. Chem. Soc. , 2007 . 129 11902 DOI: 10.1021/ja074365w http://doi.org/10.1021/ja074365w .

H. Tsuji , C. Mitsui , Y. Sato , E. Nakamura . Adv. Mater. , 2009 . 21 3776 DOI: 10.1002/adma.v21:37 http://doi.org/10.1002/adma.v21:37 .

B. Liu , X. Chen , Y. Zou , L. Xiao , X. Xu , Y. He , L. Li , Y. Li . Macromolecules , 2012 . 45 6898 DOI: 10.1021/ma301053q http://doi.org/10.1021/ma301053q .

B. Liu , X. Chen , Y. Zou , Y. He , L. Xiao , X. Xu , L. Li , Y. Li . Polym. Chem. , 2013 . 4 470 DOI: 10.1039/C2PY20580G http://doi.org/10.1039/C2PY20580G .

Z. He , C. Zhong , S. Su , M. Xu , H. Wu , Y. Cao . Nat. Photon. , 2012 . 6 593 DOI: 10.1038/nphoton.2012.190 http://doi.org/10.1038/nphoton.2012.190 .

H. Chen , J. Hou , S. Zhang , Y. Liang , G. Yang , Y. Yang , L. Yu , Y. Wu , G. Li . Nat. Photon. , 2009 . 3 649 DOI: 10.1038/nphoton.2009.192 http://doi.org/10.1038/nphoton.2009.192 .

L. Huo , Z. Li , X. Guo , Y. Wu , M. Zhang , L. Ye , S. Zhang , J. Hou . Polym. Chem. , 2013 . 4 3047 DOI: 10.1039/c3py00074e http://doi.org/10.1039/c3py00074e .

L. Huo , S. Zhang , X. Guo , F. Xu , Y. Li , J. Hou , Chem. Angew. . Int. Ed. , 2011 . 50 9697 DOI: 10.1002/anie.201103313 http://doi.org/10.1002/anie.201103313 .

X. Guo , M. Zhang , J. Tan , S. Zhang , L. Huo , W. Hu , Y. Li , J. Hou . Adv. Mater. , 2012 . 24 6536 DOI: 10.1002/adma.v24.48 http://doi.org/10.1002/adma.v24.48 .

B. Liu , B. Qiu , X. Chen , L. Xiao , Y. Li , Y. He , L. Jiang , Y. Zou . Polym. Chem. , 2014 . 5 5002 DOI: 10.1039/C4PY00392F http://doi.org/10.1039/C4PY00392F .

J. Hollinger , A.A. Jahnke , N. Coombs , D.S. Seferos . J. Am. Chem. Soc. , 2010 . 132 8546 DOI: 10.1021/ja103191u http://doi.org/10.1021/ja103191u .

J. Warnan , C. Cabanetos , A.E. Labban , M.R. Hansen , C. Tassone , M.F. Toney , P.M. Beaujuge . Adv. Mater. , 2014 . 26 4357 DOI: 10.1002/adma.v26.25 http://doi.org/10.1002/adma.v26.25 .

C. Cabanetos , A.E. Labban , J.A. Bartelt , J.D. Douglas , W.R. Mateker , J.M.J. Fréchet , M.D. McGehee , P.M. Beaujuge . J. Am. Chem. Soc. , 2013 . 135 4656 DOI: 10.1021/ja400365b http://doi.org/10.1021/ja400365b .

L. Huo , L. Ye , Y. Wu , Z. Li , X. Guo , S. Zhang , J. Hou . Macromolecules , 2012 . 45 6923 DOI: 10.1021/ma301254x http://doi.org/10.1021/ma301254x .

C. Cui , W. Wong , Y. Li . Energy Environ. Sci. , 2014 . 7 2276 DOI: 10.1039/C4EE00446A http://doi.org/10.1039/C4EE00446A .

B. Qiu , R. Cui , J. Yuan , H. Peng , Z. Zhang , Y. Li , Y. Zou . Phys. Chem. Chem. Phys. , 2015 . 17 17592 DOI: 10.1039/C5CP02127H http://doi.org/10.1039/C5CP02127H .

R.D. McCullough . Adv. Mater. , 1998 . 10 93 DOI: 10.1002/(ISSN)1521-4095 http://doi.org/10.1002/(ISSN)1521-4095 .

J. Mei , Z. Bao . Chem. Mater. , 2014 . 26 604 DOI: 10.1021/cm4020805 http://doi.org/10.1021/cm4020805 .

C. Hu , Y. Fu , S. Li , Z. Xie , Q. Zhang . Polym. Chem. , 2012 . 3 2949 DOI: 10.1039/c2py20504a http://doi.org/10.1039/c2py20504a .

A.T. Yiu , P.M. Beaujuge , Q.P. Lee , C.H. Woo , M.F. Toney , J.M.J. Fréchet . J. Am. Chem. Soc. , 2012 . 134 2180 DOI: 10.1021/ja2089662 http://doi.org/10.1021/ja2089662 .

J.T. Henssler , A.J. Matzger . J. Org. Chem. , 2012 . 77 9298 DOI: 10.1021/jo301744s http://doi.org/10.1021/jo301744s .

Y. Wang , F. Yang , Y. Liu , R. Peng , S. Chen , Z. Ge . Macromolecules , 2013 . 46 1368 DOI: 10.1021/ma3025738 http://doi.org/10.1021/ma3025738 .

Y. Wang , Y. Liu , S. Chen , R. Peng , Z. Ge . Chem. Mater. , 2013 . 25 3196 DOI: 10.1021/cm401618h http://doi.org/10.1021/cm401618h .

J.M. Jiang , H.K. Lin , Y.C. Lin , H.C. Chen , S.C. Lan , C.K. Chang , K.H. Wei . Macromolecules , 2014 . 47 70 DOI: 10.1021/ma401897b http://doi.org/10.1021/ma401897b .

S. Zhang , L. Ye , W. Zhao , D. Liu , H. Yao , J. Hou . Macromolecules , 2014 . 47 4653 DOI: 10.1021/ma500829r http://doi.org/10.1021/ma500829r .

W. Zhou , C. Yu , H. Chen , T. Jia , W. Zhang , G. Yu , F. Li . J. Phys. Chem. C , 2016 . 120 4824 DOI: 10.1021/acs.jpcc.6b00890 http://doi.org/10.1021/acs.jpcc.6b00890 .

Y. Miyata , T. Nishinaga , K. Komatsu . J. Org. Chem. , 2005 . 70 1147 DOI: 10.1021/jo048282z http://doi.org/10.1021/jo048282z .

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Modulating Molecular Electrostatic Potential Unlocks Efficient Exciton Dissociation in A-D-A-type Narrow Bandgap Acceptors-based Organic Solar Cells

Regulating Intermolecular Interactions through Phenyl-alkyl Side-chain Engineering for High-efficiency Organic Solar Cells

Advancing the Thin-film Mechanics of Conjugated Polymers: Characterization, Modulation, and Innovation

Robust Intrinsically Stretchable Organic Photodetectors Enabled by High-molecular-weight Conjugated Polymer Fibrils

From Molecular Defect to Macroscopic Performance: Manipulating Dichroism and Mechanics in Iodine-doped Poly(vinyl alcohol) via Ethylene Incorporation

Related Author

Jin Li

Ping Jiang

Hao-Jia Ding

Ming-Tao Liu

Yue Zhen

Dan Liu

Jia-Nan Fang

Pei-Pei Zhu

Related Institution

Key Laboratory of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education/National Engineering Research Center for Carbohydrate Synthesis, College of Chemistry and Materials, Jiangxi Normal University

State Key Laboratory of Advanced Fiber Materials & College of Materials Science and Engineering, Donghua University

College of Chemistry and Materials, Gannan Normal University

State Key Laboratory of Advanced Fiber Materials, College of Materials Science and Engineering, Donghua University

National Synchrotron Radiation Laboratory, University of Science and Technology of China

⁰