Synthesis and properties of n-type doped semiconducting materials

Chmil, K.; Leeuw, Dago M. de; Simenon, M.M.J.; Tol, A. J. W.

doi:10.1016/s0379-6779(97)80795-3

Cited by 6 publications

(4 citation statements)

References 4 publications

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“…The bi(oxadiazole) moieties are introduced to enhance the n-doping capability of the polymer . Oxadiazole unit has been widely used to improve the color stability and electron transporting properties of polymer blue-light-emitting diodes based on polyfluorenes. − Bi(oxadiazole) is expected to be more effective than oxadiazole in promoting n-doping . EO-PF-DPO exhibited blue photoluminescence in dilute solution and thin films.…”

Section: Introductionmentioning

confidence: 99%

A Fluorene−Oxadiazole Copolymer for White Light-Emitting Electrochemical Cells

Sun

Zhong

et al. 2010

Macromolecules

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Solid-state, white light-emitting electrochemical cells (LECs) based on a fluorene−oxadiazole copolymer have been successfully demonstrated. The copolymer has a π-conjugated backbone consisting of 75 mol % fluorene and 25 mol % 5,5′-diphenyl-2,2′-bi-1,3,4-oxadiazole. 2-(2-(2-Methoxyethoxy)ethoxy)ethyl attached on the 9-C of the fluorenes was introduced to promote ionic conductivity necessary for the operation of LECs. The copolymer, synthesized by Suzuki coupling reactions, has a number-average molecular weight of 8700 and polydispersity of 2.41. The LECs were fabricated by spin-coating the copolymer admixed with lithium trifluoromethanesulfonate onto indium−tin oxide (ITO) substrate coated with poly(ethylenedioxythiophene)−poly(styrenesulfonic acid) (PEDOT:PSS). The opposite electrode was vapor evaporated aluminum. The LEC devices showed a white electroluminescence with CIE coordinates of (0.24, 0.31). The emission spectrum consisted of emissions from both the individual polymer chains and excimers. The white LECs are promising for solid-state lighting devices with a simple device structure and low-cost fabrication.

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Section: Introductionmentioning

confidence: 99%

A Fluorene−Oxadiazole Copolymer for White Light-Emitting Electrochemical Cells

Sun

Zhong

et al. 2010

Macromolecules

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“…Different approaches were the combination of 1,3,4-oxadiazole and 1,3,4-thiadiazole units [18] and the inclusion of silacylopentadiene or cyclopentadienone rings into an oligothiophene backbone. [19] In view of technological applications it is certainly of great value to know the specific influence of the various heterocyclic moieties and the resulting structureϪproperty relationships in mixed oligoheterocycles.…”

Section: Introductionmentioning

confidence: 99%

Structure-Property Relationships in Mixed Oligoheterocycles Based on End-Capped Oligothiophenes

Mitschke¹,

Debaerdemaeker²,

Bäuerle³

2000

Eur. J. Org. Chem.

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“…Instead, substituted oxadiazoles are typically formed by the ring closure of appropriately substituted hydrazides, and for mono-oxadiazoles with electron-rich substituents, these methods are standard and effective . Although a few papers reported the synthesis of perfluoroalkyl substituted bis oxadiazoles and diphenyl bis oxadiazoles using the reaction of oxalyl chloride with tetrazole derivatives, the yield is very low . With electron-deficient substituents and bis oxadiazoles, standard methods require modifications developed in the course of the present work to overcome the diminished nucleophilicity of the hydrazide oxygens and lower solubility of bis hydrazides containing four hydrogen-bonded NH groups.…”

Section: Resultsmentioning

confidence: 99%

Syntheses, Solid State Structures, and Electrical Properties of Oxadiazole-Based Oligomers with Perfluorinated Endgroups

et al. 2008

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A series of four new oligomers with oxadiazole rings and perfluorinated endgroups was synthesized, utilizing ring closure and coupling reaction procedures that we developed to be compatible with this family of compounds. Three shorter oligomers (three and four rings) crystallize readily and show rigid well-defined structures with close π interactions as determined by X-ray crystallography and thus are a suitable basis for further development as organic semiconductors. Reduction potentials (E 1/2) are at or slightly more negative than –1.1 V versus Ag/AgCl. The longest of the oligomers, with a terthiophene core, showed hole mobility in a field-effect transistor of 0.002 cm2/Vs and a threshold voltage well into accumulation. On the basis of electrochemical redox potentials, we expect that elaboration of this oligomer motif with further electron-withdrawing groups will ultimately lead to n-channel organic semiconductors.

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Synthesis and properties of n-type doped semiconducting materials

Cited by 6 publications

References 4 publications

A Fluorene−Oxadiazole Copolymer for White Light-Emitting Electrochemical Cells

A Fluorene−Oxadiazole Copolymer for White Light-Emitting Electrochemical Cells

Structure-Property Relationships in Mixed Oligoheterocycles Based on End-Capped Oligothiophenes

Syntheses, Solid State Structures, and Electrical Properties of Oxadiazole-Based Oligomers with Perfluorinated Endgroups

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