Synthesis Of Ethylenediamine Research Articles

Green Catalytic Synthesis of Ethylenediamine from Ethylene Glycol and Monoethanolamine: A Review.

Ethylenediamine (EDA) is a crucial chemical raw material and fine chemical intermediate. Compared with the industrial approach of ammonolysis of 1,2-dichloroethane, the catalytic amination of ethylene glycol (EG) is an economical and environmentally benign route that will be the future trend for EDA synthesis. Herein, we systemically review the recent progress in direct and indirect catalytic conversion of EG to EDA. Furthermore, different types of catalysts are discussed: (i) supported metal and multimetallic catalysts, (ii) solid acid catalysts, and (iii) other active catalysts (e.g., ionic liquids and metal complexes). Finally, we conclude with the frontiers and future prospects of the catalytic synthesis of EDA from EG and monoethanolamine, providing readers a snapshot of this field.

Synthesis and characterization of fluorescence poly(amidoamine) dendrimer-based pigments

In this work, we looked at how to make fluorescence hybrid poly(amidoamine) dendrimer (PAMAM) dendrimers using calcozine red 6G and coumarin end groups. After synthesis of ethylenediamine (EDA)-cored 4th generation PAMAM dendrimer (G4.0), surface functional groups is reacted with calcozine red 6G (Rh6G) and 7-methacryloyloxy-4-methylcoumarin. Fourier transform infrared spectroscopy, proton nuclear magnetic resonance (1H NMR), and X-ray diffraction are used to characterize the structure of synthesized fluorescent hybrid dendrimers. Optical properties are demonstrated using a fluorescence spectrophotometer, and UV–Vis–NIR reflectance spectra. According to UV–Vis–NIR reflectance spectra, hybrid dendrimers were transparent in the NIR range. Moreover, quantum yield (Φs) of hybrid dendrimers was calculated in dimethylformamide (DMF), ethanol, dimethyl sulfoxide (DMSO), and distilled water (H2O). Dendrimers in which Rh6G was utilized to modification showed the maximum quantum yield in ethanol due to great interaction of structure with ethanol and the arrangement of ring-opened amide shape of calcozine red 6G.

Vicinal difunctionalization of carbon\u2013carbon double bond for the platform synthesis of trifluoroalkyl amines

Regioselective vicinal diamination of carbon–carbon double bonds with two different amines is a synthetic challenge under transition metal-free conditions, especially for the synthesis of trifluoromethylated amines. However, the synthesis of ethylene diamines and fluorinated amine compounds is demanded, especially in the pharmaceutical sector. Herein, we demonstrate that the controllable double nucleophilic functionalization of an activated alkene synthon, originated from a trifluoropropenyliodonium salt with two distinct nucleophiles, enables the selective synthesis of trifluoromethylated ethylene amines and diamines on broad scale with high efficiency under mild reaction conditions. Considering the chemical nature of the reactants, our synthetic approach brings forth an efficient methodology and provides versatile access to highly fluorinated amines.

Catalytic Behavior of Alkali Treated H-MOR in Selective Synthesis of Ethylenediamine via Condensation Amination of Monoethanolamine

Catalytic behavior of alkali treated mordenite (H-MOR) in selective synthesis of ethylenediamine (EDA) via condensation amination of monoethanolamine (MEA) was investigated. Changes in the structural and acidic properties of alkali treated H-MOR were systematically investigated by N2 adsorption/desorption isotherms, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), temperature programmed ammonia desorption (NH3-TPD), pyridine adsorption was followed by infrared spectroscopy (Py-IR), and X-ray fluorescence (XRF) analyses. The results show that alkali treatment produces more opening mesopores on the H-MOR crystal surfaces and leads to an increase in the number of B acid sites and the strength of the acid sites. The mesopores effectively enhance the rate of diffusion in the bulk catalyst. Moreover, the B acid sites are active sites in selective synthesis of EDA. Due to improvements in the diffusion conditions and reactivities, alkali treated H-MOR shows an excellent catalytic performance under mild reaction conditions. The conversion of MEA was 52.8% and selectivity to EDA increased to 93.6%, which is the highest selectivity achieved so far. Furthermore, possible mechanism for the formation of EDA is discussed.

Microwave Assisted Synthesis of Ethylenediamine Functionalized Graphene as Supporting Materials for Pt Electrocatalysts in Direct Methanol Fuel Cell

Microwave Assisted Synthesis of Ethylenediamine Functionalized Graphene as Supporting Materials for Pt Electrocatalysts in Direct Methanol Fuel Cell

Synthesis of Ethylenediamine in a Tubular Reactor: Experimental and Theoretical Kinetics

The mechanism and kinetics of the ammonolysis of 1,2-dichloroethane in the liquid phase have been investigated using a combination of experimental and theoretical methods. The experiments was carried out in tubular reactors. The reaction as carried out at 6 MPa and 160°C, with 5 min of residence time, 60%wt of ammonia concentration and a reactant molar ratio n(ammonia): n(1,2-dichloroethane) = 30: 1 gave the optimum result. The parameters of the reaction kinetics were obtained using linear regression, and the reaction rate constant at a low conversion of 1,2-dichloroethane is 1.12s −1 (160°C, 6 MPa) according to the calculated kinetics equation. Theoretical calculation was performed using density functional theory and the reaction profile so calculated gave the dominant pathway. The results of calculation also indicated a reaction order of approximately 1 at low conversions of 1,2-dichloroethane with a related rate constant of 0.51s −1 (160°C, 6 MPa), which agreed with the experimental results.

The prebiotic synthesis of ethylenediamine monoacetic acid, the repeating unit of peptide nucleic acids

The polymerization of ribonucleic acids or their precursors constitutes an important event in prebiotic chemistry. The various problems using ribonucleotides to make RNA suggest that there may have been a precursor. An attractive possibility are the peptide nucleic acids (PNA). PNAs are nucleotide analogs that make use of a polymer of ethylenediamine monoacetic acid (EDMA or 2-amninoethyl glycine) with the bases attached by an acetic acid. EDMA is an especially attractive alternative to the ribose phosphate or deoxyribose phosphate backbone because it contains no chiral centers and is potentially prebiotic, but there is no reported prebiotic synthesis. We have synthesized both EDMA and ethylenediamine diacetic acid (EDDA) from the prebiotic compounds ethylenediamine, formaldehyde, and hydrogen cyanide. The yields of EDMA range from 11 to 79% along with some sEDDA and uEDDA. These reactions work with concentrations of 10(exp -1)M and as low as 10(exp -4)M, and the reaction is likely to be effective at even lower concentrations. Ethylenediamine is a likely prebiotic compound, but it has not yet been demonstrated, although compounds such as ethanolamine and cysteamine have been proven to be prebiotic. Under neutral pH and heating at l00 C, EDMA is converted to the lactam, monoketopiperazine (MKP). The cyclization occurs and has an approximate ratio of MKP/EDMA = 3 at equilibrium. We have measured the solubilities of EDMA center dot H20 as 6.4 m, EDMA center dot HCl center dot H20 as 13.7 m, and EDMA center dot 2HCl center dot H20 as 3.4 m. These syntheses together with the high solubility of EDMA suggest that EDMA would concentrate in drying lagoons and might efficiently form polymers. Given the instability of ribose and the poor polymerizability of nucleotides, the prebiotic presence of EDMA and the possibility of its polymerization raises the possibility that PNAs are the progenitors of present day nucleic acids. A pre-RNA world may have existed in which PNAs or polymers with related peptide backbones were the dominant information macromolecules.

Synthesis of Ethylenediamine labeled with Carbon-14

Synthesis of Ethylenediamine labeled with Carbon-14