267 results found
McCulloch I, Heeney M, 2009, Thienothiophene Copolymers in Field Effect Transistors, Pages: 647-672
McCulloch I, Heeney M, Chabinyc ML, et 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
McGehee MD, Mayer AC, Toney MF, et 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.
Rolfe NJ, Heeney M, Wyatt PB, et 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
Shoaee S, An Z, Zhang X, et al., 2009, Charge photogeneration in polythiophene-perylene diimide blend films, CHEMICAL COMMUNICATIONS, Pages: 5445-5447, ISSN: 1359-7345
Smith J, Hamilton R, McCulloch I, et 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
Zhang W, Smith J, Hamilton R, et 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
Zhao N, Noh Y-Y, Chang J-F, et al., 2009, Polaron Localization at Interfaces in High-Mobility Microcrystalline Conjugated Polymers, ADVANCED MATERIALS, Vol: 21, Pages: 3759-3763, ISSN: 0935-9648
Anthony JE, Heeney M, Ong BS, 2008, Synthetic aspects of organic semiconductors, MRS BULLETIN, Vol: 33, Pages: 698-705, ISSN: 0883-7694
Ballantyne AM, Chen L, Dane J, et 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
Crouch DJ, Skabara PJ, Heeney M, et 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
DeLongchamp DM, Kline RJ, Jung Y, et al., 2008, Molecular basis of mesophase ordering in a thiophene-based copolymer, MACROMOLECULES, Vol: 41, Pages: 5709-5715, ISSN: 0024-9297
Gather MC, Heeney M, Zhang W, et al., 2008, An alignable fluorene thienothiophene copolymer with deep-blue electroluminescent emission at 410 nm, CHEMICAL COMMUNICATIONS, Pages: 1079-1081, ISSN: 1359-7345
Grzegorczyk WJ, Savenije TJ, Heeney M, et 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
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)]
Heeney M, Zhang W, Tierney S, et 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)]
Heeney M, Zhang W, Tierney S, et 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)]
Hoffart T, Falk B, McCulloch I, et 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)]
Hwang I-W, Kim JY, Cho S, et 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
Ishwara T, Bradley DDC, Nelson J, et 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
Jung Y, Kline RJ, Fischer DA, et 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
Li FM, Dhagat P, Haverinen HM, et al., 2008, Polymer thin film transistor without surface pretreatment on silicon nitride gate dielectric, APPLIED PHYSICS LETTERS, Vol: 93, ISSN: 0003-6951
Mannsfeld SCB, Sharei A, Liu S, et al., 2008, Highly Efficient Patterning of Organic Single-Crystal Transistors from the Solution Phase, ADVANCED MATERIALS, Vol: 20, Pages: 4044-+, ISSN: 0935-9648
McCulloch I, Coelle M, Genevicius K, et al., 2008, Electrical properties of reactive liquid crystal semiconductors, International Symposium on Organic and Inorganic Electronic Materials and Related Nanotechnologies, Publisher: JAPAN SOC APPLIED PHYSICS, Pages: 488-491, ISSN: 0021-4922
Moad AJ, DeLongchamp DM, Kline RJ, et al., 2008, COLL 369-Molecular characterization of the thermal phase behavior of two high performance semiconducting polymers, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Vol: 235, ISSN: 0065-7727
Northrup JE, Chabinyc ML, Hamilton R, et al., 2008, Theoretical and experimental investigations of a polyalkylated-thieno[3,2-b]thiophene semiconductor, JOURNAL OF APPLIED PHYSICS, Vol: 104, ISSN: 0021-8979
Ohkita H, Cook S, Astuti Y, et al., 2008, Charge carrier formation in polythiophene/fullerene blend films studied by transient absorption spectroscopy, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, Vol: 130, Pages: 3030-3042, ISSN: 0002-7863
Parmer JE, Mayer AC, Hardin BE, et al., 2008, Organic bulk heterojunction solar cells using poly(2,5-bis(3-tetradecyllthiophen-2-yl)thieno[3,2,-b]thiophene), APPLIED PHYSICS LETTERS, Vol: 92, ISSN: 0003-6951
Rawcliffe R, Shkunov M, Heeney M, et al., 2008, Organic field-effect transistors of poly(2,5-bis(3-dodecylthiophen-2-yl)thieno[2,3-b] thiophene) deposited on five different silane self-assembled monolayers, CHEMICAL COMMUNICATIONS, Pages: 871-873, ISSN: 1359-7345
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