Optical properties of N,N′-bis(3-phenoxy-3-phenoxy-phenoxy)-1,4,5,8-naphthalene-tetracarboxylic diimide by spectroscopic ellipsometry

Yang, Da Seul; Shrestha, R.P.; Dingemans, Theo J.; Samulski, Edward T.; Irene, E. A.

doi:10.1016/j.tsf.2005.04.123

Cited by 10 publications

(2 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This confirms better conjugation in this compound as was concluded from FTIR and NMR data. In the UV–vis spectra electronic transitions of azomethine naphthalenediimides and polymers are dominated by a strong band of pronounced vibrational structure with three maxima at about 340, 360, and 380 nm, ascribed to the π–π* transition in the naphthalenediimide core. , Similarly, as was observed in AzPhDIs, the compounds with bithiophene rings exhibited an absorption range bathochromically shifted as compared to that of other materials (cf. Figure b,c).…”

Section: Results and Discussionmentioning

confidence: 66%

(Photo)physical Properties of New Molecular Glasses End-Capped with Thiophene Rings Composed of Diimide and Imine Units

et al. 2014

View full text Add to dashboard Cite

New symmetrical arylene bisimide derivatives formed by using electron-donating–electron-accepting systems were synthesized. They consist of a phthalic diimide or naphthalenediimide core and imine linkages and are end-capped with thiophene, bithiophene, and (ethylenedioxy)thiophene units. Moreover, polymers were obtained from a new diamine, N,N′-bis(5-aminonaphthalenyl)naphthalene-1,4,5,8-dicarboximide and 2,5-thiophenedicarboxaldehyde or 2,2′-bithiophene-5,5′-dicarboxaldehyde. The prepared azomethine diimides exhibited glass-forming properties. The obtained compounds emitted blue light with the emission maximum at 470 nm. The value of the absorption coefficient was determined as a function of the photon energy using spectroscopic ellipsometry. All compounds are electrochemically active and undergo reversible electrochemical reduction and irreversible oxidation processes as was found in cyclic voltammetry and differential pulse voltammetry (DPV) studies. They exhibited a low electrochemically (DPV) calculated energy band gap (Eg) from 1.14 to 1.70 eV. The highest occupied molecular orbital and lowest unoccupied molecular orbital levels and Eg were additionally calculated theoretically by density functional theory at the B3LYP/6-31G(d,p) level. The photovoltaic properties of two model compounds as the active layer in organic solar cells in the configuration indium tin oxide/poly(3,4-(ethylenedioxy)thiophene):poly(styrenesulfonate)/active layer/Al under an illumination of 1.3 mW/cm2 were studied. The device comprising poly(3-hexylthiophene) with the compound end-capped with bithiophene rings showed the highest value of Voc (above 1 V). The conversion efficiency of the fabricated solar cell was in the range of 0.69–0.90%.

show abstract

Section: Results and Discussionmentioning

confidence: 66%

(Photo)physical Properties of New Molecular Glasses End-Capped with Thiophene Rings Composed of Diimide and Imine Units

et al. 2014

View full text Add to dashboard Cite

show abstract

“…Details with respect to synthetic procedures and product work-up have been previously reported 7 and the film spin cast deposition procedures as well as optical properties were also previously reported. 14 OTFT fabrication began with heavily doped Si wafers that serve to support the device and to act as the gate electrode for the OTFTs. After the standard RCA clean procedure 15 followed by a 10 s dip in HF in water solution ͑47% HF͒ the Si substrates were blown dry in pure N 2 obtained from boiloff of liquid.…”

Section: Methodsmentioning

confidence: 99%

Mobility study of a new naphthalenetetracarboxylic diimide derivative

Yang

Shrestha

et al. 2006

Journal of Vacuum Science &Amp; Technology B: Microelectronics and Nanometer Structures Processing, Measurement, and Phenomena

Self Cite

View full text Add to dashboard Cite

New naphthalenetetracarboxylic diimide derivative based thin film organic transistors (OTFTs) have been fabricated on a variety of dielectrics: SiO2, polyethylene, and polyvinylidene fluoride trifluoroethylene. Resulting inverted gate OTFTs were found to be p channel with Au contacts. In situ annealing studies revealed densification and significant mobility improvement. The mobility of as-deposited films was around 10−4cm2V−1s−1 for the best material and this could be improved by two orders of magnitude by a judicious annealing regimen and using a low static dielectric constant material for the gate dielectric.

show abstract

Hybrid Supramolecular Naphthalene Diimide‐thiophene Structures and their Application in Polymer Electronics

Krüger

Janietz

Sainova

et al. 2007

Adv Funct Materials

View full text Add to dashboard Cite

Solution‐processable molecules based on 1,4,5,8‐naphthalenetetracarboxylic diimide (NTCDI, 1), which constitutes the central unit, have been synthesized with thiophene substituents of varying chain length attached to the naphthalene core. In this paper, the synthetic route to this new class of star‐shaped NTCDI derivatives are given. Cyclovoltammetric, UV spectroscopic, photoelectron spectroscopy, and field effect transistor measurements are performed to characterize the electronic and optical properties of the new materials. The relationship between the donor–acceptor structure and the electronic and optical properties is thus shown in detail. Organic field‐effect transistor devices have been built from this series of molecules and the results clearly describe the transfer from n‐type to an ambipolar character depending on the structural components, i.e., naphthalene, diimide, and thiophene, of the molecules.

show abstract

Optical properties of N,N′-bis(3-phenoxy-3-phenoxy-phenoxy)-1,4,5,8-naphthalene-tetracarboxylic diimide by spectroscopic ellipsometry

Cited by 10 publications

References 16 publications

(Photo)physical Properties of New Molecular Glasses End-Capped with Thiophene Rings Composed of Diimide and Imine Units

(Photo)physical Properties of New Molecular Glasses End-Capped with Thiophene Rings Composed of Diimide and Imine Units

Mobility study of a new naphthalenetetracarboxylic diimide derivative

Hybrid Supramolecular Naphthalene Diimide‐thiophene Structures and their Application in Polymer Electronics

Contact Info

Product

Resources

About