100231-56-9

Usage

Uses

Used in Organic Chemistry:
2,3,7,8-tetrafluorooxanthrene is used as a building block for the synthesis of novel fluorescent dyes. Its fluorinated structure contributes to the development of new compounds with enhanced properties, such as improved fluorescence, which is crucial in various analytical and diagnostic applications.
Used in Materials Science:
In the field of materials science, 2,3,7,8-tetrafluorooxanthrene is used as a component in the creation of new polymers and other functional materials. Its incorporation can lead to materials with altered electronic properties, such as increased conductivity or better stability, which are essential for advanced technological applications.
Used in Optoelectronics:
2,3,7,8-tetrafluorooxanthrene is used in the field of optoelectronics, where its potential application lies in the development of organic semiconductors. 2,3,7,8-tetrafluorooxanthrene's electronic properties can be harnessed to improve the performance of devices such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), contributing to the advancement of sustainable and energy-efficient technologies.
Used in Research and Development:
2,3,7,8-tetrafluorooxanthrene is also used as a research compound for studying the effects of fluorination on the properties of polycyclic aromatic hydrocarbons. This research can lead to a better understanding of the structure-property relationships in these systems and facilitate the design of new materials with tailored properties.

Upstream product

• 2268-16-8 2,4,5-trifluorophenol 

Relevant academic research and scientific papers

Polyfluorinated dibenzodioxins and dibenzofurans - synthesis, analysis, formation and toxicology

The 75 congeners of the polyfluorinated dibenzodioxins (PFDDs) and about half of the 135 polyfluorinated dibenzofurans (PFDFs) have been synthesized by pyrolysis of fluorophenols and fluorobenzenes. The individual congeners were characterized by GC/MS. 2,3,7,8-TFDD was also characterized by 1H-, 13C- and 19F-NMR spectroscopy. The retention behavior of PFDDs and PFDFs during gaschromatographic separation is entirely different from that of PCDDs/PCDFs or PBDDs/PBDFs. The PFDDs/PFDFs elute earlier than the PCDDs/PCDFs and the order of the elution is not governed by the degree of substitution, O8FDD eluting e.g. much earlier than the M1FDDs. A preliminary toxicological evaluation of 2,3,7,8-TFDD was carried out. The elimination of 2,3,7,8-TFDD from mice after a single i.p. injection is biphasic with a very rapid elimination half-live of 5 minutes and a slower phase of 165 minutes. This means a dramatically reduced half-live compared to 2,3,7,8-TCDD with 8.5 d. In liver the TFDD level reaches a maximum 30 minutes after injection and also declined in a biphasic manner. In rat hepatocytes a primary culture induction of CYP4501A1-catalyzed EROD activity could be demonstrated, indicating that 2,3,7,8-TFDD activates the dioxin receptor. In rat hepatocyte cultures similar EC50 values were found for 2,3,7,8-TCDD and 2,3,7,8-TFDD. So far no de novo synthesis of PFDD/PFDF could be detected under conditions were PCDDs/PCDFs are formed Also, formation of PFDDs/PFDFs could not be detected during thermal treatment of fluorotrichloromethane or Teflon.

Synthesis of polyfluorinated dibenzo-p-dioxins

Fluorinated dibenzo-p-dioxins (PFDD) have been selectively synthesized from fluorophenols and isolated by liquid-column- and thin layer chromatography. The structures were confirmed by IR, MS, HR-MS, 1H-NMR and 19F-NMR-spectroscopy. Reaction times, melting points and the IR-absorption bands are presented for several PFDD's as well as 1H- and 19F-NMR-spectra for two PFDD's and the mass-spectrum for 2,3,7,8-T4FDD.

Preparation method for polyfluorinated dibenzo-p-dioxin

The invention discloses a preparation method for polyfluorinated dibenzo-p-dioxin, and belongs to the technical field of synthesis of fluorine-containing compounds. The preparation method takes fluorine phenol (FP) with a substituted fluorine atom on an o-position and potassium tert-butoxide (t-BuOK) as reaction raw materials, and takes sulfolane (C4H8O2S) as a solvent; under protection of inert gas, the reaction temperature is 180-220 DEG C, and reaction is performed for 24-32 hours; and separation and purification are performed, so that even number of fluorine atom substituted polyfluorinated dibenzo-p-dioxin is obtained. The preparation method is a general method for synthesizing PFDDs with even fluorine atoms, is gentle in reaction condition, is convenient to operate, and is relativelyhigh in yield; and moreover, the obtained PFDDs is relatively high in purity.