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Biodegradable diethanolamine derivative chelating agent and preparation process thereof

A technology of diethanolamine and chelating agent, applied in the field of biodegradable diethanolamine derivative chelating agent and preparation thereof, can solve the problems of difficult removal and expensive transition metal catalyst

Inactive Publication Date: 2020-01-24
PTT GLOBAL CHEMICAL PUBLIC COMPANY LIMITED
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above method uses a transition metal catalyst which is difficult to remove in the final step and is an expensive process

Method used

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  • Biodegradable diethanolamine derivative chelating agent and preparation process thereof
  • Biodegradable diethanolamine derivative chelating agent and preparation process thereof
  • Biodegradable diethanolamine derivative chelating agent and preparation process thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Example 1: Preparation of diethanolamine derivatives from reaction with maleic anhydride (ligand 1)

[0055]

[0056] Diethanolamine derivatives and maleic anhydride can be synthesized according to the reaction of formula (I). The diethanolamine precursor, maleic anhydride, and selected catalysts were added to approximately 15-20 mL of dichloromethane solvent, with the amounts of each compound indicated in Table 1. Then, the resulting mixture was refluxed at 50 °C until the reaction was complete. Monitor the amount of precursor used. The solvent was removed from the obtained product. The obtained product was dissolved in 50 mL of distilled water, and washed at least 3 times with dichloromethane (30 mL each time). After washing, the obtained product was dried under vacuum and used 1 H NMR spectroscopy and liquid chromatography-mass spectrometry (LC / MS) techniques were used to analyze its properties. The % yields and calcium chelation values ​​of the synthesized...

Embodiment 2

[0064] Example 2: Preparation of diethanolamine derivatives from reaction with succinic anhydride (ligand 2)

[0065]

[0066] Diethanolamine derivatives and succinic anhydride can be synthesized by reaction according to formula (II). The diethanolamine precursor, succinic anhydride, and selected catalysts were added to approximately 15–20 mL of dichloromethane solvent, with the amounts of each compound indicated in Table 3. Then, the resulting mixture was refluxed at 50 °C until the reaction was complete. Monitor the amount of precursor used. The solvent was removed from the obtained product. The obtained product was dissolved in distilled water (50 mL), and washed with dichloromethane at least 3 times (30 mL each). After washing, the obtained product was dried under vacuum and used 1 H NMR spectroscopy and liquid chromatography-mass spectrometry (LC / MS) techniques were used to analyze its properties. The % yields and calcium chelation values ​​of the synthesized di...

Embodiment 3

[0074] Example 3: Preparation of diethanolamine derivatives from reaction with phthalic anhydride (ligand 3)

[0075]

[0076] Diethanolamine derivatives and phthalic anhydride can be synthesized by a reaction according to formula (III). Add the diethanolamine precursor, phthalic anhydride, and the selected catalyst to about 15-20 mL of dichloromethane solvent, where the amount of each compound is shown in Table 5. Then, the resulting mixture was refluxed at 50 °C until the reaction was complete. Monitor the amount of precursor used. The solvent was removed from the obtained product. The obtained product was dissolved in distilled water (50 mL), and washed with dichloromethane at least 3 times (30 mL each). After washing, the obtained product was dried under vacuum and used 1 H NMR spectroscopy and liquid chromatography-mass spectrometry (LC / MS) techniques were used to analyze its properties. The % yields and calcium chelation values ​​of the synthesized diethanolami...

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PUM

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Abstract

The present invention relates to a new diethanolamine derivative chelating agent having high water solubility, a good chelating property, and biological degradation. The said new chelating agent can be prepared from reaction of diethanolamine and cyclic anhydride compound using lewis acid as the catalyst. The said process is uncomplicated, and does not use a severe condition, and also reduces theuse of harmful chemicals.

Description

technical field [0001] Chemistry involving biodegradable diethanolamine derivative chelating agents. Background technique [0002] Chelating agents are substances used to bond with metal ions to separate them. Currently, there are several classes of chelating agents. An important factor in the effectiveness of a chelating agent for metal ions is the molecular structure of the chelating agent and its function on the molecule. The main groups of widely used chelating agents are aminopolycarboxylate and organophosphonate because of their excellent chelating properties for metal ions, such as ethylenediaminetetraacetic acid (EDTA ), nitrilotriamine pentaacetic acid (NTA), diethylenetriaminepentaacetic acid (DTPA), diethylenetriamine pentamethylene phosphonic acid (DTPMP) group, hydroxyethylidenediphosphonic acid (HEDP) and nitrilotrimethylenephosphonic acid (NTMP). [0003] However, the chelator group has limitations in its natural degradability and high toxicity. Therefore...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/16C07C233/30
CPCC07C235/74C07C235/76C07C235/84B01J45/00C07C231/02C07C231/22C07C231/14C07C233/47C07C233/49C07C233/83
Inventor P·邦素里亚克S·科欧贴
Owner PTT GLOBAL CHEMICAL PUBLIC COMPANY LIMITED
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