Synthesis and Characterisation of High Fullerene Content Polymers and Their Use in Organic Photovoltaic Devices

Narrow dispersity polymers with a high tethered fullerene content were synthesised by first polymerising poly(chloromethyl styrene) using reversible addition–fragmentation chain transfer (RAFT) polymerisation and subsequently functionalising them with pristine fullerene. The polymers comprised 52 % by weight fullerene, corresponding to approximately one fullerene per monomer in the polymer with a different morphology to poly(3-hexyl thiophene) (P3HT) : phenyl-C61-butyric acid methyl ester (PCBM) systems. Bulk heterojunctions formed from the polymer tethered fullerene (PTF) with P3HT yielded functioning organic photovoltaic devices with power conversion efficiencies ranging from 0.0030 to 0.22 % as the PTF was increased from 1 : 0.8 to 1 : 1.3. Process optimisation resulted in a maximum efficiency of 0.4 %.

[1]  B. Benicewicz,et al.  Synthesis of well-defined side chain fullerene polymers and study of their self-aggregation behaviors , 2013 .

[2]  L. Perrin,et al.  Synthesis and characterization of fullerene based systems for photovoltaic applications: Evidence for percolation threshold , 2011 .

[3]  P. Topham,et al.  Block copolymer strategies for solar cell technology , 2011 .

[4]  C. Brabec,et al.  Influence of blend microstructure on bulk heterojunction organic photovoltaic performance. , 2011, Chemical Society reviews.

[5]  Si-tae Noh,et al.  A kinetic study of thermal decomposition of glycidyl azide polymer (GAP)-based energetic thermoplastic polyurethanes , 2010 .

[6]  S. Darling,et al.  Block Copolymer Nanostructures for Technology , 2010 .

[7]  Seth R. Marder,et al.  n‐Type Organic Semiconductors in Organic Electronics , 2010, Advanced materials.

[8]  H. Cramail,et al.  Synthesis of Donor-Acceptor Multiblock Copolymers Incorporating Fullerene Backbone Repeat Units , 2010 .

[9]  Thuc‐Quyen Nguyen,et al.  Self‐Assembly and Charge‐Transport Properties of a Polythiophene–Fullerene Triblock Copolymer , 2010, Advanced materials.

[10]  A. Samoc,et al.  Polyhedral oligomeric silsesquioxane-bound iminofullerene , 2010 .

[11]  Richard H Friend,et al.  Effect of annealing on P3HT:PCBM charge transfer and nanoscale morphology probed by ultrafast spectroscopy. , 2010, Nano letters.

[12]  R. Zentel,et al.  Versatile ω‐end group functionalization of RAFT polymers using functional methane thiosulfonates , 2009 .

[13]  T. Emrick,et al.  Synthesis and photophysical property of well-defined donor–acceptor diblock copolymer based on regioregular poly(3-hexylthiophene) and fullerene , 2009 .

[14]  F. Giacalone,et al.  Fullerene polymers: synthesis and properties. , 2006, Chemical reviews.

[15]  G. Hadziioannou,et al.  Donor-acceptor diblock copolymers based on PPV and C-60: Synthesis, thermal properties, and morphology , 2004 .

[16]  David Adam,et al.  The synthesis and characterisation of halogen and nitro phenyl azide derivatives as highly energetic materials , 2001 .

[17]  Victor V. Krasnikov,et al.  Supramolecular self-assembly and opto-electronic properties of semiconducting block copolymers , 2001 .

[18]  G. Hadziioannou,et al.  Semiconducting Diblock Copolymers Synthesized by Means of Controlled Radical Polymerization Techniques , 2000 .

[19]  M. Dresselhaus,et al.  FULLERENES AND FULLERENE­ DERIVED SOLIDS AS ELECTRONIC MATERIALS , 1995 .

[20]  C. Hawker.  A Simple and Versatile Method for the Synthesis of C60 Copolymers , 1994 .

[21]  Y. Rubin,et al.  Characterization of the soluble all-carbon molecules C60 and C70 , 1990 .

[22]  T. S. Chao,et al.  Infrared Spectra of Organic Azides , 1957 .

[23]  P. Meredith,et al.  Controlling Hierarchy in Solution‐processed Polymer Solar Cells Based on Crosslinked P3HT , 2013 .