The synthesis method of 2-(2-Aminoethoxy)ethanol

Introduction

2-(2-Aminoethoxy)ethanol, also called 2AEE, is a colourless liquid with a faint,fish-like odour. It is a versatile amine used in gas treatment as an amine solvent for the bulk removal of hydrogen sulfide, carbon dioxide and carbonyl sulfide. ADEG is also used in electronics, metalworking, agrochemicals and polyurethane foam insulation.

Synthesis

The amination of alcohols such as diethylene glycol (DEG) with an aminating agent such as ammonia produces amines such as 2-(2-Aminoethoxy)ethanol and morpholine in varying ratios depending on the catalyst used and the reaction conditions. Generally, the catalysts used are metals and metal oxides supported on oxides such as silica, alumina, thoria, zirconia, and others. The ammonia: DEG molar ratio is generally in the range of up to 50, and the reaction is carried out at temperatures of 100-300° C. and pressures of 10 to 260 Bar. These reactions are carried out in batch, continuous and semi-continuous modes in diverse phases such as liquid, vapour, and liquid-vapour phases.

Plan 1: 50 gms of catalyst comprising Cobalt Oxide on Alumina (equivalent to 15 wt % Co) was charged in a tubular reactor and reduced at 200° C. under hydrogen flow. DEG (62 gms/hr), ammonia (325 gms/hr) and 53 NL/hr of hydrogen gas were fed in the downflow mode into the reactor at 180° C. and pressure of 14 Bar (g) for 6.5 hours to yield weight ratio of 2AEE: Morpholine 4.3

Plan 2: 50 gms of catalyst comprising Cobalt Oxide on Alumina (equivalent to 15 wt % Co) was charged in a tubular reactor and reduced at 200° C. under hydrogen flow. DEG (73 gms/hr), ammonia (382 gms/hr) and 62 NL/hr of hydrogen gas were fed in the downflow mode into the reactor at 180° C. and pressure 14 Bar (g) for 6.5 hours to yield weight ratio of 2AEE: Morpholine 6.2

Plan 3: 50 gms of catalyst comprising Cobalt Oxide on Keiselguhr (equivalent to 40 wt % Co) was charged in a tubular reactor and reduced at 200° C. under hydrogen flow. DEG (62 gms/hr), ammonia (310 gms/hr) and 42 NL/hr of hydrogen gas were fed in the downflow mode into the reactor at 210° C. and pressure 14 Bar (g) for 6.75 hours to yield weight ratio of 2AEE: Morpholine 3.1.

Plan 4: 50 gms of catalyst comprising Cobalt Oxide on Keiselguhr (equivalent to 40 wt % Co) was charged in a tubular reactor and reduced at 200° C. under hydrogen flow. DEG (62.5 gms/hr), ammonia (320 gms/hr) and 43 NL/hr of hydrogen gas were fed in the downflow mode into the reactor at 210° C. and pressure of 14 Bar (g) for 7 hours to yield weight ratio of 2AEE: Morpholine 3.8.

Health hazard

2-(2-Aminoethoxy)Ethanol can affect you when inhaled and by passing through the skin. Contact can severely irritate and burn the skin and eyes. Inhaling 2-(2-Aminoethoxy)Ethanol can irritate the nose and throat. Inhaling 2-(2-Aminoethoxy)Ethanol can irritate the lungs. Higher exposures may cause a build-up of fluid in the lungs(pulmonary oedema),a medical emergency.2-(2-Aminoethoxy)Ethanol is a DOT CORROSIVE material.

References

[1] US20120202995A1 - Process for the preparation of 2-(2-aminoethoxy) ethanol (2aee) and morpholine with 2aee: morpholine >3 - Google Patents https://patents.google.com/patent/US20120202995A1/en

[2] Microsoft Word - 0073.doc (nj.gov)https://www.nj.gov/health/eoh/rtkweb/documents/fs/0073.pdf

You may like