Synthesis, structure and physical properties of a new TTF derivative containing a PPD part

Fujiwara, Hideki; Sugishima, Yasuo; Tsujimoto, Keijiro

doi:10.1088/1742-6596/132/1/012025

Cited by 5 publications

(1 citation statement)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Particularly, photoinduced intramolecular electron transfer (PET) process between electron-donating TTF derivatives (D) and electron-accepting parts (A) such as fluorophores, C 60 and chelating ligands has yielded several photofunctional materials such as chemical sensors based on fluorescence probe functionalities, organic photovoltaic (OPV) cells and nonlinear optical devices [1][2][3][4][5][6][7]. Among them, to develop photoinduced conducting materials and photo-electric conversion materials, we have investigated the photofunctional materials using the TTF-based D-A type dyads containing strongly fluorescent parts such as 2, 5-diphenyl-1, 3, 4-oxadiazole (PPD) [8,9], 1, 3-benzothiazole (BTA) [10][11][12], fluorene [13,14] and 4, 4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BOD-IPY) [15,16] as antennas for photoexcitation. On the other hand, since the first fabrication of organic light-emitting diodes (OLEDs) using tris(8-quinolinato)aluminum (Alq 3 , q = 8-quinolinato) [17], various kinds of 8-quinolinato transition metal complexes Mq x have attracted much attention because of their strongly fluorescent character, high thermal stability and excellent electron transport properties [18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Physical Properties of Tetrathiafulvalene-8-Quinolinato Zinc(II) and Nickel(II) Complexes

2021

View full text Add to dashboard Cite

To develop donor–acceptor–donor (D–A–D) type new photo-electric conversion materials, new tetrathiafulvalene (TTF)-Mq2-TTF complexes 1 and 2 were synthesized, where two bis(n-hexylthio)tetrathiafulvalene moieties were attached to the Mq2 part (1: M = Zn, 2: M = Ni, q = 8-quinolinato) through amide bonds. UV-Vis absorption spectra of these complexes showed strong and sharp absorption maxima at 268 nm and small absorption maxima around 410 nm, corresponding to those of Znq2 and Niq2 parts. Furthermore, complexes 1 and 2 exhibited absorption tails up to a much longer wavelength region of ca. 700 nm, suggesting the appearance of charge transfer absorption from TTF to the Mq2 parts. The photoelectrochemical measurements on the thin films of these complexes casted on ITO-coated glass substrates suggest that positive photocurrents can be generated by the photoinduced intramolecular electron transfer process between the TTF and Mq2 parts.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis and Physical Properties of Tetrathiafulvalene-8-Quinolinato Zinc(II) and Nickel(II) Complexes

2021

View full text Add to dashboard Cite

show abstract

Photofunctional Conductors Based on TTF‐BODIPY Dyads Bearing p‐Phenylene and p‐Phenylenevinylene Spacers

et al. 2014

View full text Add to dashboard Cite

This paper describes the syntheses, crystal structure analyses and physical properties of new D–A dyads containing tetrathiafulvalene (TTF) and 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene (BODIPY) moieties linked by a p‐phenylene or p‐phenylenevinylene spacer for the development of photoresponsive organic conducting materials that can show photofunctionality in the visible region. The absorption spectra of the synthesized dyads recorded in CHCl3 show strong absorptions at 505 nm originating from the BODIPY moiety and weak charge‐transfer absorptions at around 550 nm. The fluorescence corresponding to the BODIPY moiety was suppressed to less than half in all the dyads, which suggests the formation of photoinduced charge‐transfer states. All the thin‐film samples of the dyads spin‐coated onto ITO‐coated glass substrates exhibited electric current generation that are related to the absorption spectra of the thin films. In the crystalline samples of three dyads, the TTF moieties formed 1D conducting columns through the dimerization of the TTF moieties and relatively strong side‐by‐side interactions between neighbouring stacking columns. All the neutral crystals exhibited photoinduced conductivity along the stacking direction of the TTF moieties and the crystal with the weakest dimerization and the strongest side‐by‐side interaction showed the greatest photoconductivity of the three crystals. The PF6 salt of the dyad with a p‐phenylene spacer and a 2:1 stoichiometry of the dyad and anion exhibited semi‐conducting behaviour with a conductivity of 3.0 × 10–4 S cm–1 at room temperature and an activation energy of 0.18 eV, probably because this crystal has a half‐filled Mott insulating band structure that originates from strongly dimerized intermolecular interactions. Upon photoirradiation, this salt showed a slight enhancement of conductivity.

show abstract

New fluorene-substituted TTF derivatives as photofunctional materials

Fujiwara

Tsujimoto

Sugishima

et al. 2010

Physica B: Condensed Matter

View full text Add to dashboard Cite

Synthesis, structure and physical properties of a new TTF derivative containing a PPD part

Cited by 5 publications

References 14 publications

Synthesis and Physical Properties of Tetrathiafulvalene-8-Quinolinato Zinc(II) and Nickel(II) Complexes

Synthesis and Physical Properties of Tetrathiafulvalene-8-Quinolinato Zinc(II) and Nickel(II) Complexes

Photofunctional Conductors Based on TTF‐BODIPY Dyads Bearing p‐Phenylene and p‐Phenylenevinylene Spacers

New fluorene-substituted TTF derivatives as photofunctional materials

Contact Info

Product

Resources

About