Imperial College London

ProfessorMartinHeeney

Faculty of Natural SciencesDepartment of Chemistry

Professor of Organic Materials
 
 
 
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Contact

 

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

 
 
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Location

 

401GMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Publication Type
Year
to

330 results found

Ballantyne AM, Wilson JS, Nelson J, Bradley DDC, Durrant JR, Heeney M, Duffy W, McCulloch Iet al., 2006, TOF mobility measurements in pristine films of P3HT: control of hole injection and influence of film thickness, Conference on Organic Photovoltaics VII, Publisher: SPIE-INT SOC OPTICAL ENGINEERING, ISSN: 0277-786X

Conference paper

Ohkita H, Cook S, Astuti Y, Duffy W, Heeney M, Tierney S, McCulloch I, Bradley DDC, Durrant JRet al., 2006, Radical ion pair mediated triplet formation in polymer-fullerene blend films, CHEMICAL COMMUNICATIONS, Pages: 3939-3941, ISSN: 1359-7345

Journal article

McGlashon AJ, Whitehead KS, Bradley DDC, Heeney M, McCulloch I, Zhang W, Campbell AJet al., 2006, Photolithographically patternable electroluminescent liquid crystalline materials for full-colour organic light emitting displays, Publisher: Spie-Int Society Optical Engineering, Pages: U98-U107, ISSN: 0277-786X

Conference paper

Crouch DJ, Skabara PJ, Lohr JE, McDouall JJW, Heeney M, McCulloch I, Sparrowe D, Shkunov M, Coles SJ, Horton PN, Hursthouse MBet al., 2005, Thiophene and selenophene copolymers incorporating fluorinated phenylene units in the main chain: Synthesis, characterization, and application in organic field-effect transistors, CHEMISTRY OF MATERIALS, Vol: 17, Pages: 6567-6578, ISSN: 0897-4756

Journal article

Cammidge AN, Nekelson F, Helliwell M, Heeney MJ, Cook MJet al., 2005, A capping methodology for the synthesis of lower mu-oxo-phthalocyaninato silicon oligomers, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 127, Pages: 16382-16383, ISSN: 0002-7863

Journal article

Shkunov M, Simms R, Heeney M, Tierney S, McCulloch Iet al., 2005, Ambipolar field-effect transistors based on solution-processable blends of thieno[2,3-b]thiophene terthiophene polymer and methanofullerenes, ADVANCED MATERIALS, Vol: 17, Pages: 2608-+, ISSN: 0935-9648

Journal article

Kreouzis T, Baldwin RJ, Shkunov M, McCulloch I, Heeney M, Zhang Wet al., 2005, High mobility ambipolar charge transport in a cross-linked reactive mesogen at room temperature, APPLIED PHYSICS LETTERS, Vol: 87, ISSN: 0003-6951

Journal article

McCulloch I, Bailey C, Giles M, Heeney M, Love I, Shkunov M, Sparrowe D, Tierney Set al., 2005, Influence of molecular design on the field-effect transistor characteristics of terthiophene polymers, CHEMISTRY OF MATERIALS, Vol: 17, Pages: 1381-1385, ISSN: 0897-4756

Journal article

McCulloch I, Bailey C, Giles M, Genevicius K, Heeney M, Shkunov M, Sparrowe D, Tierney S, Suzuki Met al., 2005, Designing air stable thiophene polymers based on control of conjugation length., 229th National Meeting of the American-Chemical-Society, Publisher: AMER CHEMICAL SOC, Pages: U1148-U1148, ISSN: 0065-7727

Conference paper

Tierney S, Heeney M, McCulloch I, 2005, Microwave-assisted synthesis of polythiophenes via the Stille coupling, SYNTHETIC METALS, Vol: 148, Pages: 195-198, ISSN: 0379-6779

Journal article

Crouch DJ, Skabara PJ, Heeney M, McCulloch I, Coles SJ, Hursthouse MBet al., 2005, Hexyl-substituted oligothiophenes with a central tetrafluorophenylene unit: crystal engineering of planar structures for p-type organic semiconductors, CHEMICAL COMMUNICATIONS, Pages: 1465-1467, ISSN: 1359-7345

Journal article

McCulloch I, Heeney M, Bailey C, 2005, Stable Polythiophene Semiconductors Incorporating Thieno[2,3-b]thiophene, J. Am. Chem. Soc, Vol: 127, Pages: 1078-1079, ISSN: 0002-7863

Journal article

Chabinyc ML, Salleo A, Wu YL, Liu P, Ong BS, Heeney M, McCulloch Iet al., 2004, Lamination method for the study of interfaces in polymeric thin film transistors, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 126, Pages: 13928-13929, ISSN: 0002-7863

Journal article

Heeney M, Bailey C, Giles M, Shkunov M, Sparrowe D, Tierney S, Zhang WM, McCulloch Iet al., 2004, Alkylidene fluorene liquid crystalline semiconducting polymers for organic field effect transistor devices, MACROMOLECULES, Vol: 37, Pages: 5250-5256, ISSN: 0024-9297

Journal article

Sonar P, Zhang JY, Grimsdale AC, Mullen K, Surin M, Lazzaroni R, Leclere P, Tierney S, Heeney M, McCulloch Iet al., 2004, 4-hexylbithieno[3,2-b : 2 ' 3 '-elpyridine: An efficient electron-accepting unit in fluorene and indenofluorene copolymers for light-emitting devices, MACROMOLECULES, Vol: 37, Pages: 709-715, ISSN: 0024-9297

Journal article

Osikowicz W, Murdey R, Giles M, Heeney M, Tierney S, McCulloch I, Salaneck WRet al., 2004, Electronic structure of a novel alkylidene fluorene polymer in the pristine state, CHEMICAL PHYSICS LETTERS, Vol: 385, Pages: 184-188, ISSN: 0009-2614

Journal article

Shkunov M, Zhang WM, Bailey C, Fleming B, Giles M, Heeney M, Love L, Sparrowe D, Tierney S, McCulloch Iet al., 2004, Self-assembled liquid crystalline solution processable semiconductors, Conference on Organic Optoelectronics and Photonics, Publisher: SPIE-INT SOC OPTICAL ENGINEERING, Pages: 60-71, ISSN: 0277-786X

Conference paper

McCulloch I, Bailey C, Giles M, Heeney M, Sparrowe D, Shkunov M, Tierney Set al., 2003, Liquid crystal semiconducting polymers and their application in organic field effect transistors., 226th National Meeting of the American-Chemical-Society, Publisher: AMER CHEMICAL SOC, Pages: U399-U399, ISSN: 0065-7727

Conference paper

Heeney M, Bailey C, Giles M, Graham D, Sparrowe D, Shkunov M, Tierney S, Zhang WM, McCulloch Iet al., 2003, Organic field effect transistors fabricated from polymerisable liquid crystals., 226th National Meeting of the American-Chemical-Society, Publisher: AMER CHEMICAL SOC, Pages: U429-U429, ISSN: 0065-7727

Conference paper

McCulloch I, Zhang W, Heeney M, Bailey Cet al., 2003, Polymerisable liquid crystalline organic semiconductors and their fabrication in organic field effect transistors, J. Mater.Chem, Pages: 2436-2444, ISSN: 0959-9428

Journal article

Burnham PM, Cook MJ, Gerrard LA, Heeney MJ, Hughes DLet al., 2003, Structural characterisation of a red phthalocyanine, CHEMICAL COMMUNICATIONS, Pages: 2064-2065, ISSN: 1359-7345

Journal article

Heeney M, Graham D, Shkunov M, Sparrowe D, Giles M, Bailey C, Tierney S, Zhang WM, McCulloch Iet al., 2003, New liquid crystalline semiconductors and their fabrication in organic field effect transistor devices, Symposium on Organic and Polymeric Materials and Devices held at the 2003 MRS Spring Meeting, Publisher: MATERIALS RESEARCH SOCIETY, Pages: 287-291, ISSN: 0272-9172

Conference paper

Shkunov M, Zhang WM, Graham D, Sparrowe D, Heeney M, Giles M, Tierney S, Bailey C, McCulloch I, Kreouzis Tet al., 2003, New liquid crystalline solution processable organic semiconductors and their performance in field effect transistors, Conference on Organic Field Effect Transistors II, Publisher: SPIE-INT SOC OPTICAL ENGINEERING, Pages: 181-192, ISSN: 0277-786X

Conference paper

Cook MJ, Heeney MJ, 2000, Phthalocyaninodehydroannulenes, CHEMISTRY-A EUROPEAN JOURNAL, Vol: 6, Pages: 3958-3967, ISSN: 0947-6539

Journal article

Cook MJ, Heeney MJ, 2000, A diphthalocyanino-dehydro[12]annulene, CHEMICAL COMMUNICATIONS, Pages: 969-970, ISSN: 1359-7345

Journal article

Cammidge AN, Chambrier I, Cook MJ, Garland AD, Heeney MJ, Welford Ket al., 1997, Octaalkyl- and Octaalkoxy-2,3-naphthalocyanines, JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, Vol: 1, Pages: 77-86, ISSN: 1088-4246

Journal article

Rimmele M, Ableidinger K, Marsh AV, Cheetham NJ, Taublaender MJ, Buchner A, Prinz J, Fröhlich J, Unterlass MM, Heeney M, Glöcklhofer Fet al., Thioalkyl- and Sulfone-Substituted Poly(p-Phenylene Vinylene)s

<jats:p>Poly(p-phenylene vinylene)s (PPVs) have been studied for decades, but research on this interesting class of conjugated polymers is far from being completed. New applications like in bioimaging keep emerging and even simple structural variations are still waiting to be explored. Surprisingly, not even dithioalkyl-substituted PPVs (S-PPVs) have been reported in the peer-reviewed literature, although the corresponding dialkoxy-substituted PPVs (O-PPVs) like MEH-PPV or MDMO-PPV are most frequently used and although thioalkyl substituents can improve the material properties significantly. We herein report the development of a highly efficient, scalable two-step synthesis of Gilch monomers for S-PPVs starting from low-cost 1,4-diiodobenzene. A low-temperature polymerization protocol has been developed for these monomers, affording high-molecular weight S-PPVs in excellent yields. The thermal, electrochemical, and photophysical properties of S-PPVs are reported to highlight the potential of these polymers. Furthermore, treatment with dimethyldioxirane is demonstrated to result in rapid conversion into sulfone-substituted PPVs (SO&lt;sub&gt;2&lt;/sub&gt;-PPVs), introducing a route to high-molecular weight SO&lt;sub&gt;2&lt;/sub&gt;-PPVs with exceptional stability and solid-state photoluminescence quantum yields of up to 0.46.</jats:p>

Journal article

Meindl B, Pfennigbauer K, Stöger B, Heeney M, Glöcklhofer Fet al., Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives, Publisher: American Chemical Society (ACS)

<jats:p>Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.&lt;br&gt;</jats:p>

Working paper

Meindl B, Pfennigbauer K, Stöger B, Heeney M, Glöcklhofer Fet al., Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives, Publisher: American Chemical Society (ACS)

<jats:p>Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.&lt;br&gt;</jats:p>

Working paper

Reichsöllner E, Creamer A, Cong S, Casey A, Eder S, Heeney M, Glöcklhofer Fet al., Fast and Selective Post-Polymerization Modification of Conjugated Polymers Using Dimethyldioxirane

<jats:p>Modification of functional groups attached to conjugated polymer backbones can drastically alter the material properties. Oxidation of electron-donating thioalkyl substituents to electron-withdrawing sulfoxides or sulfones is a particularly effective modification. However, so far, this reaction has not been studied for the modification of conjugated polymers used in organic electronics. Crucial questions regarding selectivity and reaction time waited to be addressed. Here, we show that the reaction is highly selective and complete within just a few minutes when using dimethyldioxirane (DMDO) for the oxidation of thioalkyl substituents attached to the well investigated conjugated polymers poly(9-(1-octylnonyl)carbazole-alt-4,7-dithienylbenzothiadiazole) (PCDTBT) and poly(9,9-dioctylfluorene-alt-benzothiadiazole) (F8BT). The selectivity was confirmed by comparison with polymers obtained from pre-oxidized monomers and by control experiments using related polymers without thioalkyl substituents. Using DMDO, the oxidation yields acetone as the only side-product, which reduces the work-up to mere evaporation of solvents and excessive reagent. Our results show that this oxidation is an exciting method for the preparation of electron-deficient conjugated polymers. It may even allow the preparation of electron acceptors for solar cells directly from the electron donors.</jats:p>

Journal article

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