164462-16-2

Usage

Application

Green chelating agent MGDA.Na3 as chelating agent, is applicable to a variety of fields. Meanwhile, it has excellent toxicological safety property and stable biodegradability. As a metal ion chelating agent, MGDA.Na3 can chelate metal ions to form stable soluble complexes. MGDA.Na3 can be used in wide pH scope, and create synergistic effect with boicides in the system. MGDA.Na3 can work as substitute for salts of phosphonates, NTA, EDTA, citrate and the other chelating agents in detergent. MGDA(Na3) is a stablizer for sodium perborate and sodium percarbonate and effective builder in non-phosphor detergent formulation. MGDA.Na3 was proofed as high-efficiency bleaching and stubborn strains removing ability in commercial non-phosphor dishwashing formulations. MGDA(Na3) has wonderful clean ability in high efficiency washing powder, washing liquid and soap detergent, e.g. after adding MGDA.Na3 into various soaps, it has the effect to prevent rancidity, color change and dirt precipitation. MGDA(Na3) is used as scale remover and scale inhibitor to prevent scale formulation and soften water, which can also resolve metal salts and hydroxide to clean indissolvable salt scales in various industries.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C7H11NO6.3Na/c1-4(7(13)14)8(2-5(9)10)3-6(11)12;;;/h4H,2-3H2,1H3,(H,9,10)(H,11,12)(H,13,14);;;/q;3*+1/p-3

Synthetic route

L-alanin (56-41-7) + chloroacetic acid (79-11-8) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
With sodium hydroxide In water at 87 - 90℃; for 1.5h; pH=10 - 10.5; Temperature; pH-value; Large scale;	99.75%

formic acid (64-18-6) + L-alanin (56-41-7) + Glyoxilic acid (298-12-4) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
Stage #1: formic acid; L-alanin In water at 23 - 27℃; for 0.666667h; Stage #2: Glyoxilic acid In water at 78 - 82℃; for 5h; Stage #3: With sodium hydroxide In water at 50℃; for 0.5h; pH=11; Temperature; pH-value;	97%

DL-alanine sodium salt (23338-69-4) + chloroacetic acid (79-11-8) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
With sodium hydroxide In water at 82 - 98℃; for 5.01h;	96.63%

chloroacetic acid (79-11-8) + rac-Ala-OH (302-72-7) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
Stage #1: rac-Ala-OH With sodium carbonate; sodium iodide In water at 55℃; for 1.08333h; pH=9.5 - 9.9; Large scale; Stage #2: chloroacetic acid In water at 45 - 92℃; Reagent/catalyst; Large scale;	96%

oxirane (75-21-8) + rac-Ala-OH (302-72-7) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2) + N-(1-Carboxyethyl)glycine disodium salt

Conditions	Yield
Stage #1: oxirane; rac-Ala-OH With sodium hydroxide In water at 40 - 45℃; under 15001.5 Torr; for 15.5h; Autoclave; Inert atmosphere; Stage #2: With sodium hydroxide; Cu-doped zirconium dioxide In water at 170 - 190℃; under 3750.38 - 7500.75 Torr; for 16.25h; Product distribution / selectivity; Autoclave; Inert atmosphere;	A 90% B 5.2%

methylglycinenitrile-N,N-diacetonitrile (185257-07-2) → N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2)

Conditions	Yield
With sodium hydroxide; water at 25 - 95℃; for 10 - 12.25h; Product distribution / selectivity;	85%

N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2) → N,N-bis(phosphonomethyl)-1-aminoethylphosphonic acid (45203-32-5)

Conditions	Yield
With phosphorus(III) oxide; methanesulfonic acid at 35℃; for 16h; Concentration; Time; Temperature;	55.6 %Spectr.

N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2) → α-alanine-N-diacetic acid (22149-55-9)

Conditions	Yield
With methanesulfonic acid In water at 22℃; pH=2 - 10;

4-amino-2-methylquinoline (6628-04-2) + bis(acetylacetonate)oxovanadium (3153-26-2) + N,N-bis(carboxymethyl)-DL-alanine trisodium salt (164462-16-2) + water (7732-18-5) → [4-amino-2-methylquinolinium][VO(2-methylnitrilotriacetate)(H2O)]2H2O

Conditions	Yield
Stage #1: bis(acetylacetonate)oxovanadium; N,N-bis(carboxymethyl)-DL-alanine trisodium salt; water at 70℃; Stage #2: 4-amino-2-methylquinoline In ethanol

Upstream product

• 56-41-7 L-alanin 
• 79-11-8 chloroacetic acid 
• 23338-69-4 DL-alanine sodium salt 
• 64-18-6 formic acid 
• 298-12-4 Glyoxilic acid 
• 302-72-7 rac-Ala-OH 
• 75-21-8 oxirane 
• 50-00-0 formaldehyd 
• 74-90-8 hydrogen cyanide 
• 64033-02-9 C₇H₁₄NO₄^(1-)*Na⁽¹⁺⁾ 
• 185257-07-2 methylglycinenitrile-N,N-diacetonitrile 

Relevant academic research and scientific papers

PROCESS FOR MANUFACTURE OF A COMPLEXING AGENT

A process for making a complexing agent with an enantiomeric excess of at least 60%, wherein said process comprises the following steps: (a) reacting an aqueous slurry of alanine with an enantiomeric excess of at least 60% with formaldehyde and hydrocyanic acid, thereby forming an aqueous solution of alanine- bisacetonitrile, (b) saponifying the alanine-bisacetonitrile from step (a) by combining the aqueous solution obtained in step (a) with an aqueous solution of alkali metal hydroxide.

Preparation method of green chelating agent methyl glycine diacetic acid (MGDA) sodium salt

The invention relates to a preparation method of a green chelating agent, namely MGDA sodium salt. Specifically, in an aqueous solution reaction system, L-alanine, glyoxylic acid and formic acid are subjected to a reductive amination reaction, so two hydrogen atoms, connected with N, on L-alanine are substituted, and two carboxymethyl groups are introduced into L-alanine to prepare a MGDA sodium salt solution. Through detection, the effective content of the MGDA sodium salt can reach 40% or above, and yield can reach 86% or above on a dry basis. The method is short in production period, simpleand clean in process, and mild in reaction condition, a new thought is provided for preparation of the MGDA sodium salt, highly toxic substances such as hydrocyanic acid are replaced, the reaction becomes safe and environmentally friendly, and industrial production difficulty is reduced; and substances such as chloroacetic acid are replaced, and a produced MGDA sodium salt product does not contain chloride ions and is suitable for large-scale production.

Preparation method of green chelating agent trisodium N,N-bis(carboxymethyl)alanine

The invention provides a preparation method of a green chelating agent trisodium N,N-bis(carboxymethyl)alanine. The method specifically comprises the steps as follows: partially or completely neutralized L-alanine and chloroacetic acid are subjected to an SN2 bimolecular nucleophilic substitution under an alkaline condition that the pH value is 10-12 in a water solution reaction system to producetrisodium methyl glutamate diacetate. In the reaction process, water in the reaction system is timely removed out at constant speed under the negative pressure of 0-minus 0.005 MPa, so that reaction substrates always keep higher reaction activity. The method is short in reaction cycle and simple in production process, and the production process is simple, and the product yield can reach 99%; chloroacetic acid replaces highly toxic substances such as hydrocyanic acid and the like, thus, the method is safe and environmentally friendly; produced water can be recycled to be used for reaction synthesis and product dilution, no toxic byproducts or wastewater is produced, the cost is low, and large-scale industrial production is facilitated.

Preparation method of dicarboxymethyl amino acid salt

The invention provides a preparation method of dicarboxylmethyl amino acid salt, and the method comprises the following steps: by using amino acids, liquid caustic soda and chloroacetic acid as raw materials, continuously synthesizing an N, N-dicarboxyl methyl amino acid salt solution product in a manner that materials are subjected to continuous two-stage liquid-liquid static mixing and then enter a continuous reactor for heating reaction. The method is beneficial to stabilization of product quality, high in product yield, capable of increasing the equipment utilization rate, shortening the production period and reducing the production cost, free of three wastes in the whole process, safe, environment-friendly and easy to realize large-scale production.

Amino acid type chelating agent as well as large-scale preparation method and application thereof

The invention provides degradable amino acid type chelating agent composition suitable for large-scale industrial production and a preparation method of the degradable amino acid type chelating agentcomposition. Amino acid, haloacetic acid and alkali in an aqueous solution are subjected to a reaction at reaction temperature of 40-120 DEG C in a regulated pH range of 8-13 under the action of an iodide catalyst, and after the reaction, the amino acid type chelating agent composition is obtained. The method has the characteristics of being safe, efficient and free of amplification effect, containing fewer impurities and facilitating realization of large-scale production; the raw materials are easily available, and reaction yield is high; an obtained product has better application performance. The invention further provides an application of the composition as a chelating agent in the fields of daily chemicals, food, agriculture, forestry, papermaking, textile, printing and dyeing, watertreatment, coal and the like.

PROCESS TO PREPARE A SOLID COMPOSITION OF AN AMINO ACID DIACETIC ACID

The present invention relates to a process for the preparation of a solid composition of an amino acid diacetic acid compound wherein the amino acid diacetic acid compound is methyl glycine-N,N-diacetic acid or a salt thereof, or glutamic N,N-diacetic acid or a derivative thereof, containing a step of feeding a saturated or oversaturated aqueous composition of the amino acid diacetic acid compound in an aqueous solvent to a drum dryer,wherein the aqueous composition is fed to the drum surface with a layer thickness of 0.1-10 mm, the drum has a surface temperature of 80-180°C, and the drum operates at a tangential speed of 0.1 -100 m/min and the mass is removed from the drum before a full revolution of the drum, and the product obtainable by the process.

Container comprising a detergent composition containing MGDA with an enantiomeric excess of the L-isomer

Container comprising a single unit dose of a detergent composition containing at least one complexing agent (A) dissolved in an aqueous medium, said complexing agent (A) being a mixture of the L-and D-enantiomers of methyl glycine diacetic acid (MGDA) or its respective mono-, di- or trialkali metal or mono-, di- or triammonium salts, said mixture containing predominantly the respective L-isomer with an enantiomeric excess (ee) in the range of from 5 to 85%, wherein said container is made from a polymer.

Preparation method of methylglycine-N,Ndiacetic acid

The invention belongs to the field of compounding agents and particularly relates to a preparation method of methylglycine-N,Ndiacetic acid. The preparation method provided by the invention comprises the following steps: by taking iminodiacetic acid, acetaldehyde and hydrocyanic acid as raw materials to obtain methylglycine diacetonitrile, dropwise adding the methylglycine diacetonitrile in an alkaline solution to carry out hydrolyzation, and obtaining the methylglycine-N,Ndiacetic acid as a target product. The method is short in reaction time, simple to operate and very little in side product in the reaction process and produced waste water, is efficient and environmentally friendly and is suitable for continuous production in large scale; and in addition, the prepared methylglycine-N,Ndiacetic acid has the reaction yield capable of reaching 90 percent or above and NTA smaller than 0.1 percent and is little in amount of impurities.

PROCESS FOR PREPARING AMINOPOLYCARBOXYLATES

What is proposed is a process for preparing aminopolycarboxylates proceeding from the corresponding polyalkanolamines by oxidative dehydrogenation in the presence of a catalyst comprising 1 to 90% by weight of copper, based on the total weight of the catalyst, using a base, which comprises first performing a partial conversion of the polyalkanolamine to a reaction mixture comprising the aminopolycarboxylate at a temperature in the range from 140 to 180° C. until at least 10 to 90 mol % of the polyalkanolamine has been depleted, and then continuing the conversion at elevated temperature.

PROCESS FOR THE PREPARATION OF A CRYSTALLINE L-MGDA TRIALKALI METAL SALT

A process is proposed for the preparation of a crystalline L-MGDA trialkali metal salt by crystallization from an aqueous solution thereof which has been obtained by Strecker synthesis, starting from L-α-alanine, by reaction with formaldehyde and hydrocyanic acid to give L-α-alanine-N,N-diacetonitrile and subsequent alkaline saponification of the L-α-alanine-N,N-diacetonitrile to give the L-MGDA trialkali metal salt, wherein a temperature of 150° C. is not exceeded during the alkaline saponification.