Imperial College London

ProfessorMartinHeeney

Faculty of Natural SciencesDepartment of Chemistry

Professor of Organic Materials
 
 
 
//

Contact

 

+44 (0)20 7594 1248m.heeney Website

 
 
//

Location

 

133ChemistrySouth Kensington Campus

//

Summary

 

Publications

Publication Type
Year
to

251 results found

Boufflet P, Casey A, Xia Y, Stavrinou PN, Heeney Met al., 2017, Pentafluorobenzene end-group as a versatile handle for para fluoro “click” functionalization of polythiophenes, Chemical Science, Vol: 8, Pages: 2215-2225, ISSN: 2041-6520

© The Royal Society of Chemistry.A convenient method of introducing pentafluorobenzene (PFB) as a single end-group in polythiophene derivatives is reported via in situ quenching of the polymerization. We demonstrate that the PFB-group is a particularly useful end-group due to its ability to undergo fast nucleophilic aromatic substitutions. Using this molecular handle, we are able to quantitatively tether a variety of common nucleophiles to the polythiophene backbone. The mild conditions required for the reaction allows sensitive functional moieties, such as biotin or a cross-linkable trimethoxysilane, to be introduced as end-groups. The high yield enabled the formation of a diblock rod-coil polymer from equimolar reactants under transition metal-free conditions at room temperature. We further demonstrate that water soluble polythiophenes end-capped with PFB can be prepared via the hydrolysis of an ester precursor, and that such polymers are amenable to functionalization under aqueous conditions.

JOURNAL ARTICLE

Casey A, Green JP, Shakya Tuladhar P, Kirkus M, Han Y, Anthopoulos TD, Heeney Met al., 2017, Cyano substituted benzotriazole based polymers for use in organic solar cells, J. Mater. Chem. A, ISSN: 2050-7488

JOURNAL ARTICLE

Patra D, Lee J, Lee J, Sredojevic DN, White AJP, Bazzi HS, Brothers EN, Heeney M, Fang L, Yoon MH, Al-Hashimi Met al., 2017, Synthesis of low band gap polymers based on pyrrolo[3,2-d:4,5-d′]bisthiazole (PBTz) and thienylenevinylene (TV) for organic thin-film transistors (OTFTs), Journal of Materials Chemistry C, Vol: 5, Pages: 2247-2258, ISSN: 2050-7534

© The Royal Society of Chemistry.New low band gap copolymers P1-P4, based on thienylenevinylene (TV) and pyrrolo[3,2-d:4,5-d′]bisthiazole (PBTz) units composed of different alkyl side chains, such as 2-octyldodecyl (OD), n-hexadecyl (HD), 2-ethylhexyl (EH), and 9-heptadecyl (HD) groups, respectively, have been synthesized and characterized. Electrochemical and optical studies of the copolymers indicated low energy band gaps in the range of 1.40-1.47 eV. Moreover, theoretical calculation with density functional theory (DFT) and time-dependent DFT calculations demonstrated that the energy band gaps, HOMO energy levels and maximum absorption values in the copolymers were in good agreement with the experimental results. The decomposition temperature of all copolymers was measured to be above 340 °C by thermogravimetric analysis (TGA), which indicates high thermal stability. Thermally annealed OTFT devices based on P1-P4 thin films demonstrated a range of hole mobilities; thus, the P2 based OTFT device exhibited the highest hole mobility of 0.062 cm2 V−1 s−1.

JOURNAL ARTICLE

Rodriquez D, Kim JH, Root SE, Fei Z, Boufflet P, Heeney M, Kim TS, Lipomi DJet al., 2017, Comparison of Methods for Determining the Mechanical Properties of Semiconducting Polymer Films for Stretchable Electronics., ACS Appl Mater Interfaces, Vol: 9, Pages: 8855-8862

This paper describes a comparison of two characterization techniques for determining the mechanical properties of thin-film organic semiconductors for applications in soft electronics. In the first method, the film is supported by water (film-on-water, FOW), and a stress-strain curve is obtained using a direct tensile test. In the second method, the film is supported by an elastomer (film-on-elastomer, FOE), and is subjected to three tests to reconstruct the key features of the stress-strain curve: the buckling test (tensile modulus), the onset of buckling (yield point), and the crack-onset strain (strain at fracture). The specimens used for the comparison are four poly(3-hexylthiophene) (P3HT) samples of increasing molecular weight (Mn = 15, 40, 63, and 80 kDa). The methods produced qualitatively similar results for mechanical properties including the tensile modulus, the yield point, and the strain at fracture. The agreement was not quantitative because of differences in mode of loading (tension vs compression), strain rate, and processing between the two methods. Experimental results are corroborated by coarse-grained molecular dynamics simulations, which lead to the conclusion that in low molecular weight samples (Mn = 15 kDa), fracture occurs by chain pullout. Conversely, in high molecular weight samples (Mn > 25 kDa), entanglements concentrate the stress to few chains; this concentration is consistent with chain scission as the dominant mode of fracture. Our results provide a basis for comparing mechanical properties that have been measured by these two techniques, and provide mechanistic insight into fracture modes in this class of materials.

JOURNAL ARTICLE

Al-Hashimi M, Han Y, Smith J, Bazzi HS, Alqaradawi SYA, Watkins SE, Anthopoulos TD, Heeney Met al., 2016, Influence of the heteroatom on the optoelectronic properties and transistor performance of soluble thiophene-, selenophene- and tellurophene-vinylene copolymers, CHEMICAL SCIENCE, Vol: 7, Pages: 1093-1099, ISSN: 2041-6520

JOURNAL ARTICLE

Bannock JE, Xu W, Baissas T, Heeney M, de Mello JCet al., 2016, Rapid flow-based synthesis of poly(3-hexylthiophene) using 2-methyltetrahydrofuran as a bio-derived reaction solvent, EUROPEAN POLYMER JOURNAL, Vol: 80, Pages: 240-246, ISSN: 0014-3057

JOURNAL ARTICLE

Bannock JH, Treat ND, Chabinyc M, Stingelin N, Heeney M, de Mello JCet al., 2016, The influence of polymer purification on the efficiency of poly(3-hexylthiophene):fullerene organic solar cells, SCIENTIFIC REPORTS, Vol: 6, ISSN: 2045-2322

JOURNAL ARTICLE

Boufflet P, Wood S, Wade J, Fei Z, Kim J-S, Heeney Met al., 2016, Comparing blends and blocks: Synthesis of partially fluorinated diblock polythiophene copolymers to investigate the thermal stability of optical and morphological properties, BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, Vol: 12, Pages: 2150-+, ISSN: 1860-5397

JOURNAL ARTICLE

Cachelin P, Green JP, Peijs T, Heeney M, Bastiaansen CWMet al., 2016, Optical Acetone Vapor Sensors Based on Chiral Nematic Liquid Crystals and Reactive Chiral Dopants, ADVANCED OPTICAL MATERIALS, Vol: 4, Pages: 592-596, ISSN: 2195-1071

JOURNAL ARTICLE

Casey A, Dimitrov SD, Shakya-Tuladhar P, Fei Z, Malgorzata N, Han Y, Anthopoulos TD, Durrant JR, Heeney Met al., 2016, Effect of Systematically Tuning Conjugated Donor Polymer Lowest Unoccupied Molecular Orbital Levels via Cyano Substitution on Organic Photovoltaic Device Performance, CHEMISTRY OF MATERIALS, Vol: 28, Pages: 5110-5120, ISSN: 0897-4756

JOURNAL ARTICLE

Casey A, Han Y, Gann E, Green JP, McNeill CR, Anthopoulos TD, Heeney Met al., 2016, Vinylene-Linked Oligothiophene-Difluorobenzothiadiazole Copolymer for Transistor Applications, ACS APPLIED MATERIALS & INTERFACES, Vol: 8, Pages: 31154-31165, ISSN: 1944-8244

JOURNAL ARTICLE

Dimitrov SD, Schroeder BC, Nielsen CB, Bronstein H, Fei Z, McCulloch I, Heeney M, Durrant JRet al., 2016, Singlet Exciton Lifetimes in Conjugated Polymer Films for Organic Solar Cells, POLYMERS, Vol: 8, ISSN: 2073-4360

JOURNAL ARTICLE

Fei Z, Han Y, Martin J, Scholes FH, Al-Hashimi M, AlQaradawi SY, Stingelin N, Anthopoulos TD, Heeney Met al., 2016, Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide, MACROMOLECULES, Vol: 49, Pages: 6384-6393, ISSN: 0024-9297

JOURNAL ARTICLE

Green JP, Han Y, Kilmurray R, McLachlan MA, Anthopoulos TD, Heeney Met al., 2016, An Air-Stable Semiconducting Polymer Containing Dithieno[3,2-b:2 ',3 '-d]arsole, ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, Vol: 55, Pages: 7148-7151, ISSN: 1433-7851

JOURNAL ARTICLE

Green JP, Han Y, Kilmurray R, McLachlan MA, Anthopoulos TD, Heeney Met al., 2016, An Air-Stable Semiconducting Polymer Containing Dithieno[3,2- b :2′,3′- d ]arsole, Angewandte Chemie, Vol: 128, Pages: 7264-7267, ISSN: 0044-8249

JOURNAL ARTICLE

Han Y, Barnes G, Lin Y-H, Martin J, Al-Hashimi M, AlQaradawi SY, Anthopoulos TD, Heeney Met al., 2016, Doping of Large Ionization Potential Indenopyrazine Polymers via Lewis Acid Complexation with Tris(pentafluorophenyl)borane: A Simple Method for Improving the Performance of Organic Thin-Film Transistors, CHEMISTRY OF MATERIALS, Vol: 28, Pages: 8016-8024, ISSN: 0897-4756

JOURNAL ARTICLE

Isakov I, Paterson AF, Solomeshch O, Tessler N, Zhang Q, Li J, Zhang X, Fei Z, Heeney M, Anthopoulos TDet al., 2016, Hybrid complementary circuits based on p-channel organic and n-channel metal oxide transistors with balanced carrier mobilities of up to 10 cm(2)/Vs, APPLIED PHYSICS LETTERS, Vol: 109, ISSN: 0003-6951

JOURNAL ARTICLE

Kang K, Watanabe S, Broch K, Sepe A, Brown A, Nasrallah I, Nikolka M, Fei Z, Heeney M, Matsumoto D, Marumoto K, Tanaka H, Kuroda S-I, Sirringhaus Het al., 2016, 2D coherent charge transport in highly ordered conducting polymers doped by solid state diffusion, NATURE MATERIALS, Vol: 15, Pages: 896-+, ISSN: 1476-1122

JOURNAL ARTICLE

Kassar T, Gueldal NS, Berlinghof M, Ameri T, Kratzer A, Schroeder BC, Li Destri G, Hirsch A, Heeney M, McCulloch I, Brabec CJ, Unruh Tet al., 2016, Real-Time Investigation of Intercalation and Structure Evolution in Printed Polymer:Fullerene Bulk Heterojunction Thin Films, ADVANCED ENERGY MATERIALS, Vol: 6, ISSN: 1614-6832

JOURNAL ARTICLE

Paterson AF, Treat ND, Zhang W, Fei Z, Wyatt-Moon G, Faber H, Vourlias G, Patsalas PA, Solomeshch O, Tessler N, Heeney M, Anthopoulos TDet al., 2016, Small Molecule/Polymer Blend Organic Transistors with Hole Mobility Exceeding 13 cm(2) V-1 s(-1), ADVANCED MATERIALS, Vol: 28, Pages: 7791-+, ISSN: 0935-9648

JOURNAL ARTICLE

Zhang W, Han Y, Zhu X, Fei Z, Feng Y, Treat ND, Faber H, Stingelin N, McCulloch I, Anthopoulos TD, Heeney Met al., 2016, A Novel Alkylated Indacenodithieno[3,2-b]thiophene-Based Polymer for High-Performance Field-Effect Transistors, ADVANCED MATERIALS, Vol: 28, Pages: 3922-+, ISSN: 0935-9648

JOURNAL ARTICLE

Andemach R, Utzat H, Dimitrov SD, McCulloch I, Heeney M, Durrant JR, Bronstein Het al., 2015, Synthesis and Exciton Dynamics of Triplet Sensitized Conjugated Polymers, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 137, Pages: 10383-10390, ISSN: 0002-7863

JOURNAL ARTICLE

Andernach RE, Rossbauer S, Ashraf RS, Faber H, Anthopoulos TD, McCulloch I, Heeney M, Bronstein HAet al., 2015, Conjugated Polymer-Porphyrin Complexes for Organic Electronics, CHEMPHYSCHEM, Vol: 16, Pages: 1223-1230, ISSN: 1439-4235

JOURNAL ARTICLE

Boufflet P, Han Y, Fei Z, Treat ND, Li R, Smilgies D-M, Stingelin N, Anthopoulos TD, Heeney Met al., 2015, Using Molecular Design to Increase Hole Transport: Backbone Fluorination in the Benchmark Material Poly(2,5-bis(3-alkylthiophen-2-yl)thieno[3,2-b]-thiophene (pBTTT), ADVANCED FUNCTIONAL MATERIALS, Vol: 25, Pages: 7038-7048, ISSN: 1616-301X

JOURNAL ARTICLE

Buchaca-Domingo E, Vandewal K, Fei Z, Watkins SE, Scholes FH, Bannock JH, de Mello JC, Richter LJ, DeLongchamp DM, Amassian A, Heeney M, Salleo A, Stingelin Net al., 2015, Direct Correlation of Charge Transfer Absorption with Molecular Donor:Acceptor Interfacial Area via Photothermal Deflection Spectroscopy, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 137, Pages: 5256-5259, ISSN: 0002-7863

JOURNAL ARTICLE

Casey A, Han Y, Fei Z, White AJP, Anthopoulos TD, Heeney Met al., 2015, Cyano substituted benzothiadiazole: a novel acceptor inducing n-type behaviour in conjugated polymers, JOURNAL OF MATERIALS CHEMISTRY C, Vol: 3, Pages: 265-275, ISSN: 2050-7526

JOURNAL ARTICLE

Casey A, Han Y, Wyatt MF, Anthopoulos TD, Heeney Met al., 2015, Novel soluble thieno[3,2-b] thiophene fused porphyrazine, RSC Advances, Vol: 5, Pages: 90645-90650, ISSN: 2046-2069

JOURNAL ARTICLE

Colella NS, Zhang L, McCarthy-Ward T, Mannsfeld SCB, Winter HH, Heeney M, Watkins JJ, Briseno ALet al., 2015, Controlled integration of oligo- and polythiophenes at the molecular scale, PHYSICAL CHEMISTRY CHEMICAL PHYSICS, Vol: 17, Pages: 26525-26529, ISSN: 1463-9076

JOURNAL ARTICLE

Collado-Fregoso E, Boufflet P, Fei Z, Gann E, Ashraf S, Li Z, McNeill CR, Durrant JR, Heeney Met al., 2015, Increased Exciton Dipole Moment Translates into Charge-Transfer Excitons in Thiophene-Fluorinated Low-Bandgap Polymers for Organic Photovoltaic Applications, CHEMISTRY OF MATERIALS, Vol: 27, Pages: 7934-7944, ISSN: 0897-4756

JOURNAL ARTICLE

De Jonghe-Risse J, Causa M, Buchaca-Domingo E, Heeney M, Moser J-E, Stingelin N, Banerji Net al., 2015, Using the Stark effect to understand charge generation in organic solar cells, 14th Conference on Physical Chemistry of Interfaces and Nanomaterials, Publisher: SPIE-INT SOC OPTICAL ENGINEERING, ISSN: 0277-786X

CONFERENCE PAPER

This data is extracted from the Web of Science and reproduced under a licence from Thomson Reuters. You may not copy or re-distribute this data in whole or in part without the written consent of the Science business of Thomson Reuters.

Request URL: http://wlsprd.imperial.ac.uk:80/respub/WEB-INF/jsp/search-html.jsp Request URI: /respub/WEB-INF/jsp/search-html.jsp Query String: respub-action=search.html&id=00606985&limit=30&person=true