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N, N, N', N'-tetraallylethylene diamine and preparation method thereof

A technology of tetraallyl ethylenediamine and ethylenediamine, which is applied in the N field, can solve the problems of quaternary ammonium salt polymers that have not been disclosed in literature, and achieve the effects of improving utilization rate, increasing yield, and reducing the discharge of three wastes

Inactive Publication Date: 2009-12-16
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The diallyl quaternary ammonium monomers currently researched and developed are all molecules containing only one group of diallylamine groups consisting of one N atom and two diallyl groups. For the same molecule The research and development of two groups of bis-diallylamine groups consisting of two N atoms and two diallyl groups and their quaternary ammonium salt polymers have not been disclosed in the literature

Method used

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  • N, N, N', N'-tetraallylethylene diamine and preparation method thereof
  • N, N, N', N'-tetraallylethylene diamine and preparation method thereof
  • N, N, N', N'-tetraallylethylene diamine and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0044] (1) According to the molar ratio of ethylenediamine, allyl chloride and alkali as 1:2.1:2.1, first add 100mL of ethylenediamine into a 1L stainless steel reaction kettle with a mechanical stirrer, add 90mL of water to make a mass Add 262 mL of allyl chloride to a 50% aqueous solution, seal the reaction vessel, and react at 50°C for 5 hours; then add 185.1 mL of 45% NaOH solution while stirring to neutralize, and cool to room temperature , crystallize out, separate the solid, and return the liquid phase to the reactor;

[0045] (2) Add 50% of the alkali used in step (1), i.e. 61.5g NaOH, to the above liquid phase, stir and dissolve, then add 262mL of allyl chloride and 4.5g of phase transfer catalyst PEG-400 in the same amount used in step (1) 1. Close the reactor, react at 60 DEG C for 5 hours, then add 50% of the alkali used in step (1), i.e. 61.5 g NaOH, continue the reaction for 5 hours in the closed reactor, cool to room temperature, precipitate crystals, and separa...

Embodiment 2

[0056] (1) The aqueous phase and the low-boiling fraction collected in step (5) in Example 1 are added to the reactor and then participate in this round of reaction;

[0057] (2) According to the molar ratio of ethylenediamine, allyl chloride and alkali as 1:2.1:2.1, add 100mL of ethylenediamine and 262mL of allyl chloride into the reaction kettle respectively, seal the reaction kettle, and react at 50°C 5h; then add 185.1mL NaOH solution with a concentration of 45% by mass to neutralize while stirring, cool to room temperature, precipitate crystals, separate solids, and return the liquid phase to the reactor;

[0058] (3) Add 50% of the alkali used in step (2), i.e. 61.5g NaOH, to the above liquid phase, stir and dissolve, then add 262mL of allyl chloride and 4.5g phase transfer catalyst PEG-400 in the same amount used in step (2) 1. Close the reactor, react at 60 DEG C for 5 hours, then add 50% of the alkali used in step (2), i.e. 61.5 g NaOH, continue the reaction for 5 hou...

Embodiment 3

[0064] (1) The aqueous phase and the low boiling point fraction that step (6) collects among the embodiment 2 is added in the reactor and participates in this round of reaction again;

[0065] (2) According to the molar ratio of ethylenediamine, allyl chloride and alkali as 1:2.0:2.0, add 100mL of ethylenediamine and 249mL of allyl chloride into the reaction kettle respectively, seal the reaction kettle, and react at 40°C 6h; then add 176.5mL NaOH solution with a concentration of 45% by mass to neutralize while stirring, cool to room temperature, precipitate crystals, separate solids, and return the liquid phase to the reactor;

[0066] (3) Add step (2) 50% alkali of the amount used in the above-mentioned liquid phase, i.e. 59gNaOH, fully stir and dissolve and then add the same allyl chloride 249mL and 2.3g phase transfer catalyst PEG-400 of the amount used in step (2), Close the reactor, react at 60°C for 6 hours, then add 50% of the alkali used in step (2), i.e. 59g NaOH, co...

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Abstract

The invention relates to N, N, N', N'-tetraallylethylene diamine and a preparation method thereof. The structural formula of the compound is represented. The preparation method uses the technical scheme comprising the steps of using ethylene diamine, allylhalide and alkali as raw materials, preparing N, N, N', N'-tetraallylethylene diamine through two steps, namely firstly facilitating the ethylene diamine to react with the allylhalide in the absence of the alkali, after completing the reaction, adding the alkali to prepare an intermediate product diallylethylene diamine, and then facilitating the intermediate product obtained in the first step to react with the allylhalide in the presence of the alkali and a phase transfer agent again, collecting low-boiling-point fractions and returning water phase to participate in the next round of reaction. The invention overcomes the defects that the existing diallyl quaternary ammonium salt molecule has relatively less active radicals, and the application range is relatively narrow; the N, N, N', N'-tetraallylethylene diamine can be used as an organic synthetic intermediate, the intermediate and cross-linking agent of bi(diallyl) quaternary ammonium salt monomer.

Description

technical field [0001] The present invention relates to a kind of N,N,N',N'-tetraallyl ethylenediamine and its preparation method. Background technique [0002] In 1951, American scholars G.B.Butler and F.L.Ingley discovered that diallyl quaternary ammonium salts were polymerized under the action of free radical initiators such as tert-butyl hydroperoxide to form water-soluble polymers, and then G.B.Butler and R.J.Angelo proposed the molecule in 1957. The polymerization reaction mechanism of internal ring formation-intermolecular growth explained the reason why diallyl quaternary ammonium salt monomer molecules use free radical initiators to generate linear polymers containing five-membered or six-membered rings. The upsurge of research, development and application of quaternary ammonium salt polymers. Calgon Co. of the United States successfully developed polydimethyldiallylammonium chloride in the mid-1960s, and launched products such as Calgon 261 and Cat-Floc, which wer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/22C07C209/08C08K5/17
Inventor 刘立华吴俊肖体乐令玉林
Owner HUNAN UNIV OF SCI & TECH
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