Friedel-Crafts acylation of tetrathienoacene (TTA) followed by a reduction reaction resulting in various octyl-substituted TTA derivatives is described for the first time. Varying conditions of the ...acylation reaction allowed control over the formation of mono- or diketones, which were further reduced to mono- or dialkyls. It was shown that an alkyl group can be introduced either in α, β, or both positions of TTA in a controllable way. Optical, thermal, electrochemical and semiconducting properties of the mono and dioctyl substituted derivatives of TTA are presented. Small and wide-angle diffraction investigations made it possible to attribute the
P
2 monoclinic crystal structure for
C8-TTA-C8
and mesophase existence for
C8-TTA
at room temperature. Top-contact bottom gate OFETs with a
C8-TTA-C8
active layer fabricated by vacuum deposition or solution processing showed similar characteristics pointing out its good processability.
Friedel-Crafts acylation of tetrathienoacene (TTA) followed by a reduction reaction led to promising organic semiconductor
C8-TTA-C8
, which was preliminarily tested as an active layer in OFETs.
The results of a study of the influence of the crystal structure features of organic linear conjugated oligomers on the trends of their crystallization from solutions are given.
Electrolyte-gated organic field-effect transistors (EGOFETs) provide a versatile platform for ultrasensitive, fast, and reliable detection of biological molecules in liquid media using low-cost ...bioelectronic sensors. The key functional layers of the EGOFETs include the semiconductor and biorecognition layers based on conjugated organic molecules, which must meet high requirements for the operational stability in various electrolytes when detecting analytes. In this work, EGOFETs based on 2,6-dioctyltetrathienoacene as the semiconductor material were fabricated by the doctor blade method compatible with printing technologies. We also report on EGOFETs with the biorecognition layer based on a biotin-containing derivative of 1benzothieno3,2-
b
benzothiophene, which was applied by the Langmuir—Schaeffer method. The possibility of stable operation of the fabricated EGOFETs in various electrolytes and their sensor responses to the electrolyte pH value and streptavidin are demonstrated.
We present the status of research and development of a new highly efficient liquid scintillator based on linear alkylbenzene and organosilicon scintillation fluor, so called NOL (Nanostructured ...Organosilicon Luminophore). The measurements of the emission kinetics under irradiation by gamma-quanta and alpha-particles were performed. The results of long term stability measurements are decribed.
Improved tetrathienoacene synthesis Skorotetcky, M S; Borshchev, O V; Ponomarenko, S A
IOP conference series. Materials Science and Engineering,
01/2019, Letnik:
525, Številka:
1
Journal Article
Recenzirano
Odprti dostop
Annotation This paper describes a method for preparation of 2,6-dibromo-thieno3,2-bthieno2',3':4,5thieno2,3-dthiophene (tetrathienoacene), an important building block of conjugated organic materials. ...The synthesis route involves the preparation of 3-bromothieno3,2-bthiophene from 3,4-dibromothiophene, followed by the preparation of the corresponding disulfide and oxidative ring closure to produce tetrathienoacene. The combination and adaptation of various literature methods allowed to increase the total reaction yields in the case of 3-bromothieno3,2-bthiophene from 54% to 72% and tetrathienoacene from 27% to 45%.
A series of nanostructured organosilicon luminophores (NOLs) composed of a central 1,4-bis(5-phenyl-1,3-oxazol-2-yl)benzene (POPOP) acceptor chromophore and various peripheral
p
-terphenyl and ...2,5-diphenyl-1,3-oxazole donor fragments have been synthesized for the first time using van Leusen reaction and direct palladium-catalyzed C-arylation of oxazole ring. Due to different functionalities of the silicon branching centers, NOLs with different donor-acceptor ratios have been obtained. The synthesized structures are expected to possess good optical characteristics for use in photonics and optoelectronics.
In this work synthesis and study of novel nanostructured organosilicon luminophores (NOLs) based on p-terphenyl and POPOP (1,4-bis(5-phenyloxazol-2-yl) benzene) moieties with unique optical ...properties is reported. NOLs are branched molecules composed from a donor-acceptor-donor framework with different optical bandgap luminescence moieties connected via silicon atoms. As a result effective intramolecular Förster resonance energy transfer can be observed. The main advantages of such materials in comparison with conventional organic luminophores are high molar absorption coefficient, excellent photoluminescence quantum yield, fast luminescence decay time, good processability and low toxicity. Using NOLs in plastic scintillators, widely utilized for radiation detection and in elementary particles discoveries, led to significant improving their efficiency, which combines both high light output and fast decay time. In the best samples the scintillation light yield was 20% higher in comparison with the standard commercially available plastic scintillator UPS-89.
Two alternative synthetic approaches to new silicon-containing oligo(arylenevinylenes), 1,4-bis-{(
E
)-2-4-(trimethylsilyl)phenylethenyl}benzene and 9,10-bis{(
E
...)-2-4-(trimethylsilyl)phenylethenyl}anthracene via Heck reactions of trimethyl(4-vinylphenyl)silane with the corresponding dibromoarenes and of (4-bromophenyl)trimethylsilane with the corresponding divinylarenes were studied. The reaction of 9,10-divinylanthracene with (4-bromophenyl)trimethylsilane was found to be accompanied by elimination of one trimethylsilyl group.
For the first time, the results on the solubility and growth of new oligomers with a single conjugated core from solutions of organic crystals are reported. The new oligomers consist of ...benzothiadiazole, phenylene, and oxazole units and have various terminal substituents. Using DSC and TGA methods, melting parameters are found and thermal stability upon heating is studied.
The results of growth from solutions of organic crystals of a new π-conjugated linear oligomer (Hex-O-Ph)
2
-BTD consisting of benzothiadiazole (BTD), phenyl (Ph) and oxazole (O) units and
n
-hexyl ...terminal substituents are presented. Well soluble at 20°C in
n
-hexane (1.7 g/L) and acetone (1.9 g/L), (Hex-O-Ph)
2
-BTD crystals are formed in the shape of films or plates up to 8 mm long and about 10 μm thick at the liquid–air interface within five days. The polymorphism and melting parameters of the new compound are determined by the method of differential scanning calorimetry. The structure of the single-crystal film is analyzed by Х-ray diffraction. The crystal structure of (Hex-O-Ph)
2
-BTD is found to be formed from close-packed (001) layers with a thickness of
d
001
= 2.39 nm.
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