High ON/OFF ratio and stability of amorphous organic field-effect transistors based on spiro-linked compounds

Saragi, Tobat P. I.; Fuhrmann‐Lieker, Thomas; Salbeck, Josef

doi:10.1016/j.synthmet.2004.10.007

Cited by 74 publications

(46 citation statements)

References 11 publications

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“…[56] Salbeck and co-workers have developed molecular materials based on hybrid 3D systems combining TPA and spirobifluorene (36)(37)(38)(39). [57][58][59] These materials have been used as hole-transporting material in light-emitting devices [54] and solar cells. [57] Field-effect transistors have been realized by thermal evaporation of compounds 36 and 38 on a bottom-contact SiO 2 /p-Si substrate.…”

Section: D Conjugated Systemsmentioning

confidence: 99%

“…The devices show a rather low hole mobility of 7 × 10 -5 cm 2 V -1 s -1 , but a high on/off ratio and excellent long-term stability. [58] More recently, the same group has analyzed the charge-transport properties of a series of spirolinked hybrid compounds of the TPA-spirobifluorene family with reference to the parent linearly conjugated systems. the 3D systems lead to slightly lower hole mobilities than the linear ones.…”

Section: D Conjugated Systemsmentioning

confidence: 99%

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From One‐ to Three‐Dimensional Organic Semiconductors: In Search of the Organic Silicon?

2007

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Organic semiconductors based on π‐conjugated systems are the focus of considerable interest in the emerging area of soft or flexible photonics and electronics. Whereas in recent years the performances of devices such as organic light‐emitting diodes (OLEDs), organic field‐effect transistors (OFETs), or solar cells have undergone considerable progress, a number of technical and fundamental problems related to the low dimensionality of organic semiconductors based on linear π‐conjugated systems remain unsatisfactorily resolved. This low dimensionality results in an anisotropy of the optical and charge‐transport properties, which in turn implies a control of the material organization/molecular orientation during or after device fabrication. Such a constraint evidently represents a problem when device fabrication by solution‐based processes, such as printing techniques, is envisioned. The aim of this short Review is to illustrate possible alternative strategies based on the development of organic semiconductors with higher dimensionality, capable to exhibit isotropic electronic properties.

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Section: D Conjugated Systemsmentioning

confidence: 99%

Section: D Conjugated Systemsmentioning

confidence: 99%

From One‐ to Three‐Dimensional Organic Semiconductors: In Search of the Organic Silicon?

2007

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“…6 The amorphous character of organic thin films prevents grain boundaries (crystallites) to be formed during film preparation leading to spatial homogeneity of the charge carriers transport properties. 7 In the solid state, it was found that the cruciform 2,5,2′,5′-tetra(4-terbutylphenyl)-1,1′-biphenyl molecular structure adopts a folded helical conformation, characterized by an almost parallel orientation of the terminal phenyl rings combined by a partial overlap. 1 This type of conformation should enhance charge mobility since it will promote extended π-π orbital overlap.…”

Section: Introductionmentioning

confidence: 99%

Excited State Properties of Oligophenyl and Oligothienyl Swivel Cruciforms

et al. 2008

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A comprehensive study has been undertaken of the electronic spectral and photophysical properties of two oligophenyl (BPH and BPHF) and one oligothienyl (BTF) swivel cruciforms involving measurements of absorption, fluorescence, and phosphorescence spectra, quantum yields of fluorescence (φ F ), phosphorescence (φ Ph ) and triplet formation (φ T ), lifetimes of fluorescence (τ F ) and of the triplet state (τ T ), and quantum yields of singlet oxygen production (φ ∆ ). From these, all radiative k F and radiationless rate constants, k IC and k ISC , have been obtained in solution. The energies of the lowest lying singlet and triplet excited states were also determined at 293 K. Several of the above properties have also been obtained at low temperature and in the solid state (thin films). In general, for the phenyl oligophenyl (BPH) and for the oligothienyl (BTF) compounds, the radiationless decay channels (φ IC + φ ISC ) are the dominant pathway for the excited-state deactivation, whereas with the fluorene based oligophenyl BPHF the radiative route prevails. In contrast to the general rule found for related oligomers (and polymers) where radiative emission from T 1 is absent, with the compounds studied, phosphorescence has been observed for all of the compounds, indicating that this type of functionalization can lead to emissive triplets. Time-resolved fluorescence decays with picosecond resolution revealed multiexponential (bi-and triexponential) decay laws compatible with the existence of more than one species or conformation in the excited state. These results are discussed on the basis of conformational flexibility in the excited state.

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“…This is a further advantage of amorphous organic thin-film semiconductors. [10,12] In contrast, no transistor effect can be observed if SpiroQuaterphenyl is used as active material in the same device structure and treatment as for Spiro-4P-CPDT. We attributed this effect to a large potential barrier for electron injection as confirmed by the large oxidation potential calculated from electrochemical measurements.…”

mentioning

confidence: 99%

“…field-effect transistors, [9][10][11][12] and lasers. [13][14][15][16][17][18] We recently reported that the charge transport properties in thin films of spiro-linked compounds based on the 9,9′-spirobifluorene core are slightly different with respect to their corresponding parent compounds.…”

mentioning

confidence: 99%

4,4′‐Spirobi[cyclopenta[2,1‐b;3,4‐b′]dithiophene: A New Generation of Heterocyclic Spiro‐Type Molecules

et al. 2007

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High ON/OFF ratio and stability of amorphous organic field-effect transistors based on spiro-linked compounds

Cited by 74 publications

References 11 publications

From One‐ to Three‐Dimensional Organic Semiconductors: In Search of the Organic Silicon?

From One‐ to Three‐Dimensional Organic Semiconductors: In Search of the Organic Silicon?

Excited State Properties of Oligophenyl and Oligothienyl Swivel Cruciforms

4,4′‐Spirobi[cyclopenta[2,1‐b;3,4‐b′]dithiophene: A New Generation of Heterocyclic Spiro‐Type Molecules

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