BENZENE-D6 is a deuterated derivative of benzene. It is an essential deuterated solvent and tracer for labelling aromatic compounds. It is widely used in synthesizing deuterated compounds and mass spectrometry detection technology because of its unique isotope effect, solubility, super stability, high deuterated rate and no radioactivity. This paper reviews the application of deuterated benzene and the latest progress in its synthesis.
Some or all deuterated organic compounds are widely used in life science, environmental science, pesticide residue detection, pollutant tracking, physical science and other fields because they show unique signals in mass spectrometry (MS), nuclear magnetic resonance (H-NMR) and electron spin resonance (ESR). BENZENE-D6 are widely used to analyze reaction mechanisms and material metabolism pathways as marker compounds. To manufacture deuterated compounds, it is preferable to use deuterated solvent deuterated benzene as an important deuterium source in Lewis acid H / D exchange catalyst aluminium trichloride or ethyl aluminium chloride or acid trifluoromethanesulfonic acid. In industry, the synthesis of deuterated benzene can be divided into three categories: hydrogen-deuterium exchange method, heavy hydrogenation of introduced halogen and polymerization synthesis method.
Deuterium is an isotope of hydrogen with an abundance of 0.015%, and its double atomic mass is called heavy hydrogen. Hydrogen and deuterium have very similar chemical effects; However, there are significant physical effects due to the mass difference between isotopes. Deuterium has lower zero energy, vibration frequency, and amplitude than hydrogen; Because D has a smaller van der Waals radius than h, C-D's extension and bending motion are smaller than C-H. When the hydrogen on benzene is replaced by deuterium and converted into fully deuterium benzene, its properties change for isotope effects, such as solubility and stability. This paper focuses on its application in new materials and chemical testing technology.
BENZENE-D6 with fully deuterated or partially deuterated compounds have the advantages of high fluorescence quantum yield and long lifetime. By partially or entirely modifying the protons of semiconductor organic compounds with deuterium, the high-voltage stability of materials can be improved. The opening voltage can be reduced to effectively prolong the service life of materials, improve the external quantum efficiency and luminous efficiency of light-emitting materials, and effectively improve the luminous efficiency of light-emitting devices.
Currently, deuterium is widely used as an organic light-emitting diode and its derivatives. In 2010, Fu Xinliang et al. reported that 1,2,3,4-tetradeuterated-9-bromoanthracene was obtained from deuterated benzene and phthalic anhydride as raw materials through condensation, ring-closing, reduction, Bromination and other reactions and purification. The raw materials used are cheap, and the amount of solvent is small and easy to recover. Therefore, the production cost can be significantly reduced to ensure product purity and yield, so it is suitable for industrial production. In addition, the synthetic method is simple, convenient and safe.