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Method for the manufacture of phosphonoalkyl iminodiacetic acids

A technology of phosphonoalkyliminodiacetic acid and iminodiacetic acid is applied in the field of phosphonomethyliminodiacetic acid components and N-phosphonomethylglycine, which can solve the lack of selectivity of reaction products, etc. question

Inactive Publication Date: 2012-05-09
STRAITMARK HLDG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The main difficulties lie in the choice of acid catalyst, usually sulfuric acid and / or hydrochloric acid, the presence of chlorides, often alkali metal chlorides, formation of undesirable levels of by-products and lack of selectivity of reaction products
In addition, PMIDA prepared according to the prior art requires special care when converting to glyphosate, while the corrosiveness of chloride ions may have an adverse effect on plant economics

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0048] 1. In a three-neck round bottom flask equipped with a mechanical stirrer and a Dean-Stark tube, mix 66.56 g (0.5 mol) iminodiacetic acid (IDA) with 164 g (2 mol, 4 equivalents) of phosphorous acid and 70 mL water to mix. The reaction mixture was heated to reflux and water was distilled through a Dean-Stark tube until the temperature of the reaction mixture reached 136°C. Then 43.2 mL of 36.6 wt % formaldehyde in water (1.15 equiv) was added over 70 minutes. During the addition, 53 mL of water was removed from the reaction mixture via a Dean-Stark tube, maintaining the temperature of the reaction mixture between 130°C and 136°C. A precipitate formed during the addition. After complete formaldehyde addition, the reaction mixture was kept at reflux for 35 minutes. The precipitate was isolated from the cooled reaction mixture by filtration and washed with water. pass 1 H and 31 P NMR analyzed the dried precipitate and determined it to be 99% pure N-(phosphonomethyl)im...

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PUM

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Abstract

An improved method for the manufacture of phosphonoalkyl iminodiacetic acid (PAIDA) is disclosed. The iminodiacetic acid starting material is reacted with a considerable amount, in excess of stoichiometric requirements, of phosphorous acid to thereby yield a reaction medium insoluble reaction product which can be separated from the reaction medium. In a particularly preferred approach, the phosphorous acid is prepared in situ starting from liquid P4O6.

Description

technical field [0001] The present invention relates to a novel process for the preparation of phosphonoalkyliminodiacetic acid (PAIDA), in particular the phosphonomethyliminodiacetic acid (PMIDA) component, which is the main intermediate used in the preparation of glyphosate , also known as N-phosphonomethylglycine. In detail, the iminodiacetic acid (IDA) starting component is reacted with phosphorous acid and formaldehyde, and the phosphorous acid is in excess of 100%-600% relative to the stoichiometric level required for the synthesis of phosphonomethyliminodiacetic acid compounds. It has been found, within the context of the claimed technology, that primarily the reaction product of phosphonoalkyliminodiacetic acid is substantially insoluble in the reaction medium and can be routinely isolated and recovered. In a particularly preferred and predominant embodiment, by hydrolysis of liquid P in the reaction medium 4 o 6 The phosphorous acid reactant is prepared in situ. ...

Claims

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Application Information

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IPC IPC(8): C07F9/38
CPCC07F9/3808
Inventor 帕特里克·诺特塞德里克·尼古拉斯·皮拉尔戴维·莱米
Owner STRAITMARK HLDG