Aminoethylpiperazine
Chemical compound
From Wikipedia, the free encyclopedia
Aminoethylpiperazine (AEP) is a derivative of piperazine. This ethyleneamine contains three nitrogen atoms; one primary, one secondary and one tertiary. It is a corrosive organic liquid and can cause second or third degree burns. Aminoethylpiperazine can also cause pulmonary edema as a result of inhalation. It is REACH and TSCA registered.[1]
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| Names | |
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| Preferred IUPAC name
2-(Piperazin-1-yl)ethan-1-amine | |
| Other names
2-(1-Piperazinyl)ethylamine, AEP, N-AEP, N-(2-Aminoethyl)piperazine, 2-Piperazinoethylamine, 1-(2-Aminoethyl)piperazine, 1-Piperazine ethanamine, 1-Aminoethylpiperazine | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.004.920 |
| EC Number |
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PubChem CID |
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| RTECS number |
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| UNII | |
| UN number | 2815 |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H15N3 | |
| Molar mass | 129.207 g·molâ1 |
| Appearance | Colourless to yellowish liquid |
| Density | 0.984 g/cm3 at 20 °C |
| Melting point | â19 °C (â2 °F; 254 K) |
| Boiling point | 222 °C (432 °F; 495 K) |
| miscible | |
| Vapor pressure | 0.076 mmHg @ 20 °C |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards |
harmful, corrosive, sensitizing |
| GHS labelling: | |
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| Danger | |
| H302, H312, H314, H317, H412 | |
| P260, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P405, P501 | |
| NFPA 704 (fire diamond) | |
| Flash point | 93 °C (199 °F; 366 K) |
| 315 °C (599 °F; 588 K) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Production
Ethylene dichloride is reacted with ammonia as a main method of production. This process produces various ethylene amines which can then be purified by distillation. These include ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, other higher homologues and aminoethyl piperazine. [2][3] AEP is also manufactured by reacting ethylenediamine or ethanolamine/ammonia mixtures over a catalyst.
Epoxy resin curing agent
A key use of AEP is as an epoxy curing agent.[4] When used as an epoxy resin curing agent, it is usually used in conjunction with other amines as an accelerator as it only has 3 amine hydrogens for cross-linking. The tertiary amine on the molecule acts as an accelerator and the other three amine hydrogens allow sites for crosslinking the epoxy.[5] This then allows coating systems to be formulated that prevent corrosion of steel and other substrates.[6] Novolac resins may also be cured by this material and blends.[7]
Other uses
Uses include inhibition of corrosion, surface activation, and as an asphalt additive. As AEP is alkaline and carbon dioxide is weakly acidic, it has been researched as a carbon dioxide sequestrant.[8] This is part of ongoing research in Carbon capture and storage.[9][10]