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

 

133ChemistrySouth Kensington Campus

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Summary

 

Publications

Publication Type
Year
to

273 results found

Jimison LH, Toney MF, McCulloch I, Heeney M, Salleo Aet al., 2009, Charge-Transport Anisotropy Due to Grain Boundaries in Directionally Crystallized Thin Films of Regioregular Poly(3-hexylthiophene), ADVANCED MATERIALS, Vol: 21, Pages: 1568-+, ISSN: 0935-9648

JOURNAL ARTICLE

Kao CY, Lee B, Wielunski LS, Heeney M, McCulloch I, Garfunkel E, Feldman LC, Podzorov Vet al., 2009, Doping of Conjugated Polythiophenes with Alky Silanes, ADVANCED FUNCTIONAL MATERIALS, Vol: 19, Pages: 1906-1911, ISSN: 1616-301X

JOURNAL ARTICLE

Kim Y, Nelson J, Zhang T, Cook S, Durrant JR, Kim H, Park J, Shin M, Nam S, Heeney M, McCulloch I, Ha C-S, Bradley DDCet al., 2009, Distorted Asymmetric Cubic Nanostructure of Soluble Fullerene Crystals in Efficient Polymer:Fullerene Solar Cells, ACS NANO, Vol: 3, Pages: 2557-2562, ISSN: 1936-0851

JOURNAL ARTICLE

Koppe M, Brabec CJ, Heiml S, Schausberger A, Duffy W, Heeney M, McCulloch Iet al., 2009, Influence of Molecular Weight Distribution on the Gelation of P3HT and Its Impact on the Photovoltaic Performance, MACROMOLECULES, Vol: 42, Pages: 4661-4666, ISSN: 0024-9297

JOURNAL ARTICLE

Mayer AC, Toney MF, Scully SR, Rivnay J, Brabec CJ, Scharber M, Koppe M, Heeney M, McCulloch I, McGehee MDet al., 2009, Bimolecular Crystals of Fullerenes in Conjugated Polymers and the Implications of Molecular Mixing for Solar Cells, ADVANCED FUNCTIONAL MATERIALS, Vol: 19, Pages: 1173-1179, ISSN: 1616-301X

JOURNAL ARTICLE

McCulloch I, Heeney M, 2009, Flexible Electronics Materials and Applications, Publisher: Springer, ISBN: 978-0-387-74362-2

BOOK

McCulloch I, Heeney M, 2009, Thienothiophene Copolymers in Field Effect Transistors, Pages: 647-672

JOURNAL ARTICLE

McCulloch I, Heeney M, Chabinyc ML, DeLongchamp D, Kline RJ, Coelle M, Duffy W, Fischer D, Gundlach D, Hamadani B, Hamilton R, Richter L, Salleo A, Shkunov M, Sporrowe D, Tierney S, Zhong Wet al., 2009, Semiconducting Thienothiophene Copolymers: Design, Synthesis, Morphology, and Performance in Thin-Film Organic Transistors, ADVANCED MATERIALS, Vol: 21, Pages: 1091-1109, ISSN: 0935-9648

JOURNAL ARTICLE

McGehee MD, Mayer AC, Toney MF, Scully SR, Rivnay J, Cates NC, Gysel R, Heeney M, McCulloch Iet al., 2009, Bimolecular crystals and intercalated molecular structures of polymer/fullerene in bulk heterojunction solar cells, ACS National Meeting Book of Abstracts, ISSN: 0065-7727

The performance of polymer:fullerene solar cells is heavily influenced by the packing and ordering at the molecular level in the blends as the local packing determines the stability, carrier recombination dynamics, and charge transport properties of these blends. We use x-ray diffraction, ambipolar charge transport measurements, and optical microscopy to demonstrate the formation of stable well-ordered bimolecular crystals of fullerene intercalated between the side-chains of the semiconducting polymer poly(2,5-bis(3-tetradecylthiophen-2-yl)thieno[3,2-b]thiophene (pBTTT). We show that fullerene intercalation is general and is likely to occur in blends with both amorphous and semicrystalline polymers when there is enough free volume between the side-chains to accommodate the fullerene molecule. These findings offer explanations for why luminescence is completely quenched in crystals much larger than exciton diffusion lengths, how the hole mobility of poly(2-methoxy-5-(3′,7′-dimethyloxy)-p-phylene vinylene) (MDMO-PPV) increases by over 2 orders of magnitude when blended with fullerene derivatives, and why large-scale phase separation occurs in some polymer:fullerene blend ratios while thermodynamically stable mixing on the molecular scale occurs for others, and finally what determines the optimum polymer:fullerene blending ratios.

JOURNAL ARTICLE

Rolfe NJ, Heeney M, Wyatt PB, Drew AJ, Kreouzis T, Gillin WPet al., 2009, Elucidating the role of hyperfine interactions on organic magnetoresistance using deuterated aluminium tris(8-hydroxyquinoline), PHYSICAL REVIEW B, Vol: 80, ISSN: 1098-0121

JOURNAL ARTICLE

Shoaee S, An Z, Zhang X, Barlow S, Marder SR, Duffy W, Heeney M, McCulloch I, Durrant JRet al., 2009, Charge photogeneration in polythiophene-perylene diimide blend films, CHEMICAL COMMUNICATIONS, Pages: 5445-5447, ISSN: 1359-7345

JOURNAL ARTICLE

Smith J, Hamilton R, McCulloch I, Heeney M, Anthony JE, Bradley DDC, Anthopoulos TDet al., 2009, High mobility p-channel organic field effect transistors on flexible substrates using a polymer-small molecule blend, SYNTHETIC METALS, Vol: 159, Pages: 2365-2367, ISSN: 0379-6779

JOURNAL ARTICLE

Tanabe M, Goldfinger MB, Okoshi K, Nagayama H, Heeney Met al., 2009, Crystalline Materials: Liquid-Crystal Displays, Pages: 85-110

JOURNAL ARTICLE

Zhang W, Smith J, Hamilton R, Heeney M, Kirkpatrick J, Song K, Watkins SE, Anthopoulos T, McCulloch Iet al., 2009, Systematic Improvement in Charge Carrier Mobility of Air Stable Triarylamine Copolymers, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 131, Pages: 10814-+, ISSN: 0002-7863

JOURNAL ARTICLE

Zhao N, Noh Y-Y, Chang J-F, Heeney M, McCulloch I, Sirringhaus Het al., 2009, Polaron Localization at Interfaces in High-Mobility Microcrystalline Conjugated Polymers, ADVANCED MATERIALS, Vol: 21, Pages: 3759-3763, ISSN: 0935-9648

JOURNAL ARTICLE

Anthony JE, Heeney M, Ong BS, 2008, Synthetic aspects of organic semiconductors, MRS BULLETIN, Vol: 33, Pages: 698-705, ISSN: 0883-7694

JOURNAL ARTICLE

Ballantyne AM, Chen L, Dane J, Hammant T, Braun FM, Heeney M, Duffy W, McCulloch I, Bradley DDC, Nelson Jet al., 2008, The effect of poly(3-hexylthiophene) molecular weight on charge transport and the performance of polymer : fullerene solar cells, ADVANCED FUNCTIONAL MATERIALS, Vol: 18, Pages: 2373-2380, ISSN: 1616-301X

JOURNAL ARTICLE

Crouch DJ, Skabara PJ, Heeney M, McCulloch I, Sparrowe D, Coles SJ, Hursthouse MBet al., 2008, Hexyl-Substituted Oligoselenophenes with Central Tetrafluorophenylene Units: Synthesis, Characterisation and Application in Organic Field Effect Transistors, MACROMOLECULAR RAPID COMMUNICATIONS, Vol: 29, Pages: 1839-1843, ISSN: 1022-1336

JOURNAL ARTICLE

DeLongchamp DM, Kline RJ, Jung Y, Lin EK, Fischer DA, Gundlach DJ, Cotts SK, Moad AJ, Richter LJ, Toney MF, Heeney M, McCulloch Iet al., 2008, Molecular basis of mesophase ordering in a thiophene-based copolymer, MACROMOLECULES, Vol: 41, Pages: 5709-5715, ISSN: 0024-9297

JOURNAL ARTICLE

Gather MC, Heeney M, Zhang W, Whitehead KS, Bradley DDC, McCulloch I, Campbell AJet al., 2008, An alignable fluorene thienothiophene copolymer with deep-blue electroluminescent emission at 410 nm, CHEMICAL COMMUNICATIONS, Pages: 1079-1081, ISSN: 1359-7345

JOURNAL ARTICLE

Grzegorczyk WJ, Savenije TJ, Heeney M, Tierney S, McCulloch I, van Bavel S, Siebbeles LDAet al., 2008, Relationship between Film Morphology, Optical, and Conductive Properties of Poly(thienothiophene): [6,6]-Phenyl C-61-Butyric Acid Methyl Ester Bulk Heterojunctions, JOURNAL OF PHYSICAL CHEMISTRY C, Vol: 112, Pages: 15973-15979, ISSN: 1932-7447

JOURNAL ARTICLE

Heeney M, Zhang W, Mcculloch I, 2008, WO2008131835. Organic semiconductors.

The invention relates to novel substituted dibenzo[d,d']benzo[1,2-b;4,5-b']dithiophenes I [R1-R3 = halogen, CN, NC, NCO, NCS, OCN, SCN, CONR4R5, COX, COR4, NH2, NR4R5, SH, SR4, SO3H, SO2R4, OH, NO2, CF3, SF5, silyl, carbyl, hydrocarbyl, neighboring R1-R2 may form ring with each other or benzene ring, R1 and R2 may also be H; X = halogen; R4, R5 = H, aliph. or arom. hydrocarbyl having 1-20 C]. Methods of their synthesis, org. semiconducting material formulations and layers comprising them, and electronic devices like org. field effect transistors (OFETs) comprising them are also described. [on SciFinder(R)]

PATENT

Heeney M, Zhang W, Tierney S, McCulloch Iet al., 2008, WO2008077465. Polymers comprising fused selenophenes for use in optical, electrooptical and electronic devices.

Disclosed is a polymer (I), wherein one of X1 and X2 is Se and the other one is S or Se, R1 and R2 are independently of each other identical or different groups selected from H, halogen, -CN, -NC, -NCO, - NCS, -OCN, -SCN, -C(=O)NR0R00, -C(=O)X0, -C(=O)R0, -NH2, -NR0R0, -SH, -SR0, -SO3H, -SO2R0, -OH, -NO2, -CF3, -SF5, P-Sp-, optionally substituted silyl, or carbyl or hydrocarbyl with 1 to 40 C atoms which is/are optionally substituted and optionally comprise one or more hetero atoms, P is a polymerizable group, Sp is a spacer group or a single bond, X0 is halogen, R0 and R00 are independently of each other H or an optionally substituted aliph. or arom. hydrocarbon group having 1 to 20 C atoms, Ar is in case of multiple occurrence independently of one another -CY1=CY2, acetylene or mono- or polynuclear aryl or heteroraryl which is optionally substituted, Y1 and Y2 are independently of each other H, F, Cl or CN, m is 0-4, and n is an integer > 10. The invention relates to polymers comprising fused selenophene rings, to their use as semiconductors or charge transport materials in optical, electrooptical or electronic devices, and to optical, electrooptical or electronic devices comprising them. In the examples of the invention, first 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)selenopheno[3,2-b]thiophene was prepd. and (0.25 g, 0.56 mmol) of it was polymd. with (0.43 g, 0.56 mol) of 5,5'-dibromo-4,4'-dihexadecyl-2,2'-bithiophene by using Pd2[dba]3, tris-(tert-butyl) phosphine tetrafluoroborate and K2CO3 as catalysts, after pptn. and purifn. 0.37 g, 82 % of poly[5,5'-(4,4'-dihexadecyl-[2,2']bithiophene)-co-(selenopheno[3,2-b]thiophene)] was obtained. [on SciFinder(R)]

PATENT

Heeney M, Zhang W, Tierney S, McCulloch Iet al., 2008, WO2008011957. Substituted benzodithiophenes and benzodiselenophenes for use as semiconductors or charge transport materials in optical, electro-optical or electronic devices.

The invention relates to alkynyl substituted benzodithiophenes and benzodiselenophenes, their use esp. as semiconductors or charge transport materials in optical, electro-optical or electronic devices and to such devices comprising these materials. [on SciFinder(R)]

PATENT

Hoffart T, Falk B, McCulloch I, Zhang W, Heeney Met al., 2008, WO2008092490. Process for preparing regioregular polythiophenes and polyselenophenes.

The invention relates to a process for prepg. regioregular polymers, in particular head-to-tail (HT) poly(3-substituted) thiophenes and selenophenes, with high regioregularity and defined mol. wt., to the polymers prepd. by this process, and to the use of the polymers as semiconductors or charge transport materials in optical, electrooptical and electronic devices, including field effect transistors, electroluminescent, photovoltaic and sensor devices. Thus, 2,5-dibromo-3-hexylthiophene (3.5 kg) was dissolved in THF (18 kg) under N2, followed by adding a soln. of n-butylmagnesium chloride in THF (2M, 5.1 kg), and heating the mixt. to 25°. In parallel, 2,5-dibromo-3-hexylthiophene (87 g) was dissolved in THF (7.5 kg) in a sep. vessel under N2, followed by adding 1,3-bis(diphenylphosphino)propane (112 g) and Ni(COD)2 (73 g), stirring the mixt. at 60° for 10 min, and cooling to 25°. The catalyst mixt. was added to the Grignard mixt., and the system was heated to reflux for 5 min, followed by adding a soln. of n-butylmagnesium chloride in THF (2M, 0.7 kg), refluxing for 10 min, adding a 25%-aq. HCl soln. (8.5 kg) and methanol (40 kg) to obtain a polymer (73.4% yield) having a no.-av. mol. wt. of 19,770, a wt.-av. mol. wt. of 34,070, and a content of head-to-tail couplings of 94.7%. [on SciFinder(R)]

PATENT

Hwang I-W, Kim JY, Cho S, Yuen J, Coates N, Lee K, Heeney M, McCulloch I, Moses D, Heeger AJet al., 2008, Bulk heterojunction materials composed of poly(2,5-bis(3-tetradecylthiophen-2-yl)thieno[3,2-b]thiophene): Ultrafast electron transfer and carrier recombination, JOURNAL OF PHYSICAL CHEMISTRY C, Vol: 112, Pages: 7853-7857, ISSN: 1932-7447

JOURNAL ARTICLE

Ishwara T, Bradley DDC, Nelson J, Ravirajan P, Vanseveren I, Cleij T, Vanderzande D, Lutsen L, Tierney S, Heeney M, McCulloch Iet al., 2008, Influence of polymer ionization potential on the open-circuit voltage of hybrid polymer/TiO(2) solar cells, APPLIED PHYSICS LETTERS, Vol: 92, ISSN: 0003-6951

JOURNAL ARTICLE

Jung Y, Kline RJ, Fischer DA, Lin EK, Heeney M, McCulloch I, DeLongchamp DMet al., 2008, The effect of interfacial roughness on the thin film morphology and charge transport of high-performance polythiophenes, ADVANCED FUNCTIONAL MATERIALS, Vol: 18, Pages: 742-750, ISSN: 1616-301X

JOURNAL ARTICLE

Li FM, Dhagat P, Haverinen HM, McCulloch I, Heeney M, Jabbour GE, Nathan Aet al., 2008, Polymer thin film transistor without surface pretreatment on silicon nitride gate dielectric, APPLIED PHYSICS LETTERS, Vol: 93, ISSN: 0003-6951

JOURNAL ARTICLE

Mannsfeld SCB, Sharei A, Liu S, Roberts ME, McCulloch I, Heeney M, Bao Zet al., 2008, Highly Efficient Patterning of Organic Single-Crystal Transistors from the Solution Phase, ADVANCED MATERIALS, Vol: 20, Pages: 4044-+, ISSN: 0935-9648

JOURNAL ARTICLE

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