Tetracene-based field-effect transistors using solution processes

Chien, Ching Ting; Lin, Chih Chun; Watanabe, Motonori; Lin, Yan Duo; Chao, Ting Han; Chiang, Ta Chung; Huang, Xin; Wen, Yuh Sheng; Tu, Chih Hsin; Sun, Chia Hsing; Chow, Tahsin J.

doi:10.1039/c2jm31134h

Cited by 38 publications

(18 citation statements)

References 36 publications

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“…[1][2][3][4][5][6][7][8][9][10][11][12] Charge transport in these materials is dependent on the strength of the electronic couplings between adjacent molecules, the extent of geometric and lattice relaxations upon charge injection (ionization), and the differences in site energies. Each of these factors can be affected by changes in chemical structure, processing conditions, and the presence of defects.…”

Section: Introductionmentioning

confidence: 99%

Impact of Molecular Orientation and Packing Density on Electronic Polarization in the Bulk and at Surfaces of Organic Semiconductors

Ryno

Risko

Brédas

2016

ACS Appl. Mater. Interfaces

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The polarizable environment surrounding charge carriers in organic semiconductors impacts the efficiency of the charge transport process. Here, we consider two representative organic semiconductors, tetracene and rubrene, and evaluate their polarization energies in the bulk and at the organic-vacuum interface using a polarizable force field that accounts for induced-dipole and quadrupole interactions. Though both oligoacenes pack in a herringbone motif, the tetraphenyl substituents on the tetracene backbone of rubrene alter greatly the nature of the packing. The resulting change in relative orientations of neighboring molecules is found to reduce the bulk polarization energy of holes in rubrene by some 0.3 eV when compared to tetracene. The consideration of model organic-vacuum interfaces highlights the significant variation in the electrostatic environment for a charge carrier at a surface although the net change in polarization energy is small; interestingly, the environment of a charge even just one layer removed from the surface can be viewed already as representative of the bulk. Overall, it is found that in these herringbone-type layered crystals the polarization energy has a much stronger dependence on the intralayer packing density than interlayer packing density.

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Section: Introductionmentioning

confidence: 99%

Impact of Molecular Orientation and Packing Density on Electronic Polarization in the Bulk and at Surfaces of Organic Semiconductors

Ryno

Risko

Brédas

2016

ACS Appl. Mater. Interfaces

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“…In addition, the photoprecursor method may permit light pattering of the active layer by employing the already well- 8 photoconvertible acene precursors. In this context, Chow and coworkers prepared monoketone derivatives of acenes including compound 9, which can be transformed to the parent acenes both by thermolysis and photolysis [41][42][43][44][45][46][47]. This review specifically focuses on another class of photoconvertible precursors of acenes; i.e., -diketone-type precursors.…”

Section: Introductionmentioning

confidence: 99%

“…Photochemical synthesis of nonacene(5) and its photoinduced ionization in a solid argon matrix at 30 K[64]. Examples of monoketone-type precursors of acenes reported by Chow and coworkers[41,42,[44][45][46].…”

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confidence: 99%

“…Yamada et al suggested in one of their early reports that the photolysis of -diketone pentacene 37 would proceed via a singlet excited state based on their experimental observation[57]. A few years later, Neckers and coworkers carried out steady state photolysis, nanosecond laser flush photolysis, and femtosecond pump-probe experiment to understand the photolysis mechanism of the α-diketone-type precursors of anthracene(16), hexacene(44), and heptacene(45) [94]. Their results indicated that both the singlet and the triplet excited states would be involved in the photoinduced decarbonylation process; namely, after the excitation to a singlet excited = 2-anthranyl b: R = 2-thienyl c: R = 5-hexylthiophen-2-yl…”

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confidence: 99%

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Synthesis and photoreactivity of α-diketone-type precursors of acenes and their use in organic-device fabrication

Suzuki

Aotake

Yamaguchi

et al. 2014

Journal of Photochemistry and Photobiology C: Photochemistry Re

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Acenes are highly promising p-type organic semiconductors, and have been the subject of intense studies. However, acenes are often low in solubility and stability, which poses major obstacles in the synthesis and processing of this class of compounds. In order to overcome the problem, a series of diketone-type acene precursors have been developed. These precursors are generally more soluble and stable than the corresponding acene compounds, and their quantitative conversion can be achieved simply by photoirradiation both in solution and in the solid state. Further, the irreversible photoinduced removal of the -diketone unit can be used to alter the optoelectronic properties of fluorophores. This review overviews the synthesis and photochemical properties of -diketone-type acene precursors, as well as their use as intermediates in preparation of large acenes or highly functionalized acene derivatives. Computational studies on the mechanism of -diketone photolysis and the use of diketone derivatives in fabrication of organic devices are also summarized in this review.

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“…1, 2 Within the past decade special emphasis was given to crystalline tetracene (Tc), which has been used as the active semiconductor in developing novel organic electronic devices including ambipolar organic light emitting transistors (OLETs), 3 organic field-effect transistors (OFETs), [4][5][6][7] and organic solar cells (OSCs). 8,9 In order to understand the fundamental electronic properties and their dynamics upon photo-excitation steady state absorption, [10][11][12] emission, 10,[13][14][15][16] photoemission, 17 and transient absorption [18][19][20][21][22][23][24][25] spectroscopy studies on both Tc crystals and Tc polycrystalline thin films have been used.…”

Section: Introductionmentioning

confidence: 99%

Ultrafast dynamics of excitons in tetracene single crystals

Birech

Schwoerer

Schmeiler

et al. 2014

The Journal of Chemical Physics

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Articles you may be interested inUltrafast exciton dynamics in free standing 200 nm thin tetracene single crystals were studied at room temperature by femtosecond transient absorption spectroscopy in the visible spectral range. The complex spectrally overlapping transient absorption traces of single crystals were systematically deconvoluted. From this, the ultrafast dynamics of the ground, excited, and transition states were identified including singlet exciton fission into two triplet excitons. Fission is generated through both, direct fission of higher singlet states S n on a sub-picosecond timescale, and thermally activated fission of the singlet exciton S 1 on a 40 ps timescale. The high energy Davydov component of the S 1 exciton is proposed to undergo fission on a sub-picoseconds timescale. At high density of triplet excitons their mutual annihilation (triplet-triplet annihilation) occurs on a <10 ps timescale.

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Tetracene-based field-effect transistors using solution processes

Cited by 38 publications

References 36 publications

Impact of Molecular Orientation and Packing Density on Electronic Polarization in the Bulk and at Surfaces of Organic Semiconductors

Impact of Molecular Orientation and Packing Density on Electronic Polarization in the Bulk and at Surfaces of Organic Semiconductors

Synthesis and photoreactivity of α-diketone-type precursors of acenes and their use in organic-device fabrication

Ultrafast dynamics of excitons in tetracene single crystals

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