23911-25-3

Usage

Uses

Used in Polymer Synthesis:
ETHYLENEDIAMINETETRAACETIC DIANHYDRIDE is used as a reagent for the synthesis of a new class of polymer, poly-2.6-piperazinedione. This application takes advantage of its ability to react with hydroxyl and amino groups, contributing to the formation of the desired polymer structure.
Used in Functionalized Polymers:
In the field of polymer chemistry, ETHYLENEDIAMINETETRAACETIC DIANHYDRIDE is used in the synthesis of EDTA functionalized polyacrylnitriles (PANs). It is directly reacted with amine and hydroxyl functionalized polyacrylnitrile to produce polymers with specific properties, such as chelating capabilities, which can be beneficial for various applications including environmental remediation and medical uses.

InChI:InChI=1/C10H12N2O6/c13-7-3-11(4-8(14)17-7)1-2-12-5-9(15)18-10(16)6-12/h1-6H2

Upstream product

• 60-00-4 ethylenediaminetetraacetic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 81329-81-9 EDTA monoanhydride 
• 2096-83-5 tetraphenyldiphosphine oxide 
• 41314-54-9 CA IX ligand 
• 41314-68-5 4,4′-((2,2′-(ethane-1,2-diylbis((carboxymethyl) azanediyl)) bis(acetyl))bis(azanediyl))bis(2-hydroxybenzoic acid) 

Relevant academic research and scientific papers

A preliminary assay of the potential of soy protein isolate and its hydrolysates to provide interfiber bonding enhancements in lignocellulosic furnishes

Soy protein isolate (SPI) was extracted from soy flour and hydrolyzed with hydrochloric acid, sodium hydroxide, and enzyme, separately, to provide a series of hydrolysates. The SPI and its hydrolysis products were later cross-linked with ethylendiaminetetraacetic acid (EDTA) in the presence of sodium hypophosphite (SPH) after which they were complexed to chitosan as part of an on-going general chemical strategy in our laboratories to improve their incorporation into old corrugated container (OCC) matrix and thus increase inter-fiber bonding. Approximately 2% SPI-EDTA-chitosan and hydrolyzed SPI-EDTA-chitosan additives by mass (OCC-based slurry) were thoroughly mixed before generating a sheet for physical testing. The tensile and burst indices of the SPI-EDTA-chitosan additive-treated OCC pulp sheet increased 46.3% and 61.85%, respectively, while the inter fiber bonding of SPI-EDTA-chitosan additive-treated OCC pulp sheet increased 74.86% compared to the control, albeit having a decreased tear strength and roughness, with significantly increased gloss. The additive-treated pulp sheet was characterized by thermogravimetric analysis (TGA), dynamic mechanical analysis (DMA), and ATR to provide evidence for product synthesis.

Stability, structure and dynamics of cationic lanthanide(III) complexes of N,N′-bis(propylamide)ethylenediamine-N,N′-diacetic acid

The cationic [Ln(EDTA-PA2)]+ complexes (EDTA-PA2 = EDTA-bispropylamide) have been characterized by a multinuclear NMR study. 89Y and 13C NMR data indicate the formation of 1:1 and 1:2 (Ln:ligand) complexes in aqueous solution. The stability constants of these complexes, as determined by potentiometric measurements, are log KGdL = 10.3 and log KGdL2 = 14.3. 13C Relaxation times of the Nd3+ complex show hexadentate binding of the organic ligand via the two amines, the two carboxylates and the two amide oxygen atoms. The complexes are present in solution as a mixture of three isomers: two trans forms and a cis one. Luminescence measurements demonstrate that both Eu3+ and Tb3+ complexes are nona-coordinated at low concentrations (～10-3 M). Three water molecules then complete the coordination sphere. At higher concentrations, the complexes exist in solution as a mixture of nona- and octa-coordinated species, the relative concentration of the latter increases with increasing concentration as a consequence of intermolecular interactions operating in aqueous solutions. Data sets obtained from variable-temperature 17O NMR at 7.05 T and variable-temperature 1H nuclear magnetic relaxation dispersion (NMRD) on the Gd3+ complex were fitted simultaneously to give insight into the parameters governing the water 1H relaxivity. Fast rotation limits the relaxivity at 10-40 MHz.

90. Synthesis of Vitamin B12 Derivatives with a Peripheral Metal Binding Site

The synthesis and structural characterization of the vitamin B12 derivatives 9 and 10 equipped with a peripheral EDTA (ethylenediaminetetraacetic acid) binding site is described. It is based on the condensation of an activated ester of cobester-c-acid with ethane-1,2-diamine or 2-aminoethanol followed by acylation of the resulting amines with the monoanhydride 8 of EDTA. The title compounds 9 and 10 can be used as modifiers for metal oxide semiconductor electrodes and are potential precursors for the synthesis of bimetallic, supramolecular catalysts.

Preparation of efficient and environment-friendly silica-supported EDTA platinum catalyst and its applications in hydrosilylation of olefins and methyldichlorosilane

A novel catalyst by preparing silica supported ethylenediaminetetraacetic acid (EDTA) platinum complex was developed. The preparation conditions, such as heating temperature and solvent types, were optimized. The catalyst was phosphine-free and sulfur-free which was characterized by infrared spectroscopy (IR), energy dispersive X-ray spectrometer (EDS), transmission electron microscopy (TEM), high resolution transmission electron microscopy (HRTEM), X-ray photoelectron spectroscopy (XPS), ultraviolet spectroscopy (UV) and atomic absorption spectroscopy (AAS). Its catalytic activity was evaluated by catalyzing solventless hydrosilylation reactions. In the hydrosilylation reaction between 1-hexene and methyldicholosilane, the new catalyst showed a higher catalytic activity than that provided by Spiere's catalyst. Moreover, the new catalyst could be reused for 12 times without obvious loss of catalytic activity. To confirm its practical feasibility, catalyzing the hydrosilylation reaction between 1-octene and methyldichlorosilane was performed. Our results indicated that the new catalyst can efficiently catalyze the hydrosilylation reaction.

New compounds: fatty acid and long chain hydrocarbon derivatives containing a strong chelating agent

Fatty acid and long chain hydrocarbon analogs that contain a strong chelating group were synthesized as part of an effort to determine if the biological function of the fatty acid can be used to transport metallic isotopes to the myocardium.

Europium-based fluorescence nanoparticle sensor for rapid and ultrasensitive detection of an anthrax biomarker

Sensor and sensibility: A sensor that combines the properties of a europium complex and an organic-dye-doped silica nanoparticle allows the rapid and ultrasensitive detection of an anthrax biomarker (see picture yellow dots: silica nanoparticles, outer shell: EuIII complex). The sensor response is superior to that obtained with traditional terbium-based sensors. (Figure Presented).

Luminescent and magnetic materials with a high content of Eu3+-EDTA complexes

Bifunctional optical magnetic materials with a high europium content have been prepared. Chelating groups were introduced on the Fe3O4 surface with organosilanes containing ethylenediaminetetraacetic acid (EDTA) derivatives, which were previously prepared via a reaction between EDTA-dianhydride and aminoalkoxysilane agents: 3-(trimethoxysilyl)propylamine (1N), N-[3(trimethoxysilyl)propyl]ethylenediamine (2N) and N1-(3-trimethoxysilylpropyl)diethylenetriamine) (3N). The first coordination sphere of Ln-EDTA complexes present on the modified surfaces of Fe3O4 particles was completed by addition of β-diketonate ligands (tta: thenoyltrifluoroacetone, dbm: dibenzoylmethane, bzac: benzoylacetone and acac: acetylacetone) in order to improve their luminescence properties. The materials were characterized by powder X-ray diffraction (XRD), vibrating sample magnetometry (VSM), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), and wavelength dispersive X-ray fluorescence (WDXRF) and Fourier-transform infrared (FT-IR) spectroscopy as well as by zeta potential measurements and luminescence spectroscopy. The hybrid materials exhibited intense red emission, which can be assigned to the 4f-4f transitions of the Eu3+ ion, indicating an efficient intramolecular ligand-to-metal energy transfer. The experimental intensity parameters (Ω2 and Ω4), lifetimes (τ), as well as radiative (Arad) and non-radiative (Anrad) decay rates of the Eu3+ ion were determined and discussed. The strategies used to obtain these materials may contribute to the development of several bifunctional systems for practical applications.

Catalytic and SERS activities of tryptophan-EDTA capped silver nanoparticles

This report describes the synthesis of silver nanoparticles (AgNPs) by in situ reduction of silver nitrate with designed ethylenediaminetetraacetic acid-tryptophan bioconjugates. Conjugation of EDTA was chosen to augment water solubility of resulting conjugate, which in turn facilitates synthesis of AgNPs in aqueous medium. Various spectroscopic and microscopy techniques were employed to characterize the EDTA-tryptophan capped AgNPs. The nanoparticles show excellent catalytic activity towards reduction of p-nitrophenol to p-aminophenol with a rate constant of 16.43×10-2 min-1. In addition, as-synthesized AgNPs show high SERS activity, which was used for low concentration detection of biomolecules. Copyright

Anti-degradation gelatin films crosslinked by active ester based on cellulose

Functionalization of microcrystalline cellulose (MCC) with EDTA dianhydride (EDTAD) was first achieved using an esterification reaction. N-Hydroxysuccinimide-activated MCC-EDTAD ester (MEN), a novel macromolecule crosslinker based on MCC, was synthesized for the modification of gelatin films. The reaction between gelatin and MEN was verified by the residual free amino test, FTIR and XRD spectra. The introduction of MEN into gelatin decreased the film degradation ratio and increased its thermal stability, flexibility, hydrophobicity, light barrier performance and water uptake ability. Additionally, SEM images proved the successful surface grafting reaction and degradation phenomenon. This unique gelatin film material with advanced properties broke the limitation of the blending method for modification of gelatin with macromolecules and broadened its application as a novel sustained-release material.

Luminescent lanthanide graphene for detection of bacterial spores and cysteine

Here, we describe a new approach for preparation of luminescent lanthanide graphene in the presence of dipicolinic acid (DPA). Hg2+ can competitively bind with DPA which greatly quenches the fluorescence and the resultant complex is able to selectively and sensitively detect cysteine with a detection limit of 5 nM.