Process for making aminoalcohol compounds

A compound, amino alcohol technology, applied in the field of manufacturing amino alcohol compounds, can solve problems such as by-products affecting the color and odor of target materials

Inactive Publication Date: 2012-11-28
ANGUS CHEM CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Known commercial methods have many disadvantages, the main disadvantage being the formation of unwanted by-products affecting the color and odor of the target material

Method used

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  • Process for making aminoalcohol compounds
  • Process for making aminoalcohol compounds
  • Process for making aminoalcohol compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-8

[0041] Examples 1-8: 2-Amino-2-ethyl-1,3-propanediol

[0042] Examples 1-8 relate to 2-amino-2-ethyl-1,3-propanediol (AEPD), which can be prepared from 1-nitropropane and formaldehyde.

[0043] The analysis (characterization) methods used in the examples are as follows.

[0044] GC analysis. The effect of process variations on GC area % was monitored using an HP 5890 Series II Gas Chromatograph with a J&W DB-5 column of 30 m*0.25 mm*1.0 μm. Set the FID detector at 250°C and the injector at 180°C. The column temperature program is: 60°C for 4 minutes, ramp up to 220°C at a constant rate of 30°C / min, hold for 7 minutes, ramp up to 280°C at a constant rate of 20°C / min, and hold for 2 minutes. The injection volume was 1 μL, the split ratio was 100:1, and helium was used as the carrier gas.

[0045] HPLC analysis. The concentrations of the unwanted by-products of the condensation reaction, 2-nitrobutanol (2-NB) and 2-nitro-2-ethyl-1,3-propanediol (NEPD), were determined by HP...

Embodiment 1

[0058] Embodiment 1, this embodiment (control) uses 900.3g NEPD solution. No propylamine was added to the autoclave heel. 1169.3 g of autoclave filtrate was recovered.

Embodiment 2

[0059] Embodiment 2, this embodiment uses 900.1g NEPD solution. To the autoclave residue was added 5 mol.% propylamine (14.1 g). 1138.3 g of autoclave filtrate was recovered.

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Abstract

Provided is a process for making an aminoalcohol compound. The process comprises using an excess amount of aliphatic aldehyde in a condensation step between the aldehyde and a nitroalkane, and using an aldehyde scavenger in a reductive hydrogenation step. The process yields aminoalcohol compounds exhibiting reduced color and odor.

Description

field of invention [0001] The present invention relates to a process for the manufacture of aminoalcohol compounds. The methods provide aminoalcohol compounds that exhibit reduced color and odor. Background of the invention [0002] Amino alcohol compounds play an important role in a variety of commercial and consumer products. For example, they can be used as neutralizing agents in paints and coatings or in personal care products. [0003] On a commercial scale, aminoalcohol compounds are usually prepared by a two-step process. The first step is the condensation of a nitroalkane compound with an aliphatic aldehyde such as formaldehyde to form a nitroalcohol compound. The second step is the reductive hydrogenation of nitroalcohols to aminoalcohol compounds. [0004] The known commercial methods have many disadvantages, the main disadvantage being the formation of unwanted by-products which affect the color and odor of the target material. Therefore, it would be an advan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/02C07C215/10
CPCC07C213/02C07C215/10
Inventor D·穆尔
Owner ANGUS CHEM CO
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