Dibenzotetrathiafulvalene Struktur

Dibenzotetrathiafulvalene

Bezeichnung:Dibenzotetrathiafulvalene

CAS-Nr24648-13-3

Englisch Name:Dibenzotetrathiafulvalene

CBNumberCB21238143

SummenformelC14H8S4

Molgewicht304.47

MOL-Datei24648-13-3.mol

Dibenzotetrathiafulvalene physikalisch-chemischer Eigenschaften

Schmelzpunkt	239-243 °C
Siedepunkt	367.1±42.0 °C(Predicted)
Dichte	1.538±0.06 g/cm3(Predicted)

Sicherheit

Kennzeichnung gefährlicher	N
R-Sätze:	50/53
S-Sätze:	60-61
RIDADR	UN 3077 9/PG 3
WGK Germany	3

Gefahreninformationscode (GHS)

Dibenzotetrathiafulvalene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Verwenden
Dibenzotetrathiafulvalene(DBTTF, also known as 1,3-Benzodithiole,2-(1,3-benzodithiol-2-ylidene)-) is an organic electronic material that can be used to form semiconductor charge transfer salts with electron accepting (n-type) materials (TCNQ and F4TCNQ). It can also be used to form charge transfer complexes (TCNQ and DDQ) with a variety of semiconductor crystals for the manufacture of organic field effect transistors (OFETs) and organic light emitting diodes (OLEDs).
Synthese
Dibenzotetrathiafulvalene was prepared from 2,2'-Bi-1,3-benzodithiol under reaction conditions with 2,3-dicyano-5,6-dichloro-p-benzoquinone and dichloromethane. The specific method of operation is described below:
General procedure: Dithioacetal (0.1 mmol) and DDQ (68 mg, 0.30 mol) were dissolved in CH2Cl2 (3 mL). The resultant dark blue mixture was stirred at room temperature for 16 h and was then washed with a saturated NaOH aqueous solution (2 mL) and CH2Cl2 (10 mL). The orange organic phase was dried over anhydrous Na2SO4, filtered, and then evaporated under reduced pressure. The crude solid was recrystallized from hexane to give the corresponding dibenzotetrathiafulvalene derivative. Dibenzotetrathiafulvalene. Yield: 30 mg (99%); orange solid; mp 239.8-243.0 °C. 1H NMR (500 MHz, CDCl3): δ = 7.27-7.24 (m, 4 H), 7.13-7.10 (m, 4 H). 13C NMR (125 MHz, CDCl3): δ = 136.6, 125.9, 121.9, 110.6. MS (FAB): m/z = 304 [M+]. HRMS (FAB): m/z calcd for [M]+ (C14H8S4): 303.9509; found: 303.9519.

Dibenzotetrathiafulvalene Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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