Aminoethylpiperazine

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.

{{cite encyclopedia | vauthors = Eller K, Henkes E, Rossbacher R, Höke H | chapter = Amines, Aliphatic | encyclopedia = Ullmann's Encyclopedia of Industrial Chemistry | year = 2005 | publisher = Wiley-VCH | location = Weinheim | doi = 10.1002/14356007.a02_001 |isbn=3527306730 }}{{cite book| vauthors = Brydson JA |title=Plastics Materials|url=https://archive.org/details/plasticsmaterial00bryd|url-access=limited|pages=[https://archive.org/details/plasticsmaterial00bryd/page/n772 744]–777|chapter=Epoxide Resins| veditors = Brydson JA |year=1999|publisher=Butterworth-Heinemann |location=Oxford|doi=10.1016/B978-075064132-6/50067-X|isbn=9780750641326|edition=Seventh}} AEP is also manufactured by reacting ethylenediamine or ethanolamine/ammonia mixtures over a catalyst.

A key use of AEP is as an epoxy curing agent.Howarth G.A "Synthesis of a legislation compliant corrosion protection coating system based on urethane, oxazolidine and waterborne epoxy technology" Master of Science Thesis April 1997 Imperial College London 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.{{Cite book |last=May |first=Clayton |url=https://www.worldcat.org/oclc/1004366333 |title=Epoxy Resins : Chemistry and Technology, 2nd Edition |date=2017 |isbn=978-1-351-44996-0 |location=London |oclc=1004366333}} This then allows coating systems to be formulated that prevent corrosion of steel and other substrates.{{Cite journal |last1=Garcia |first1=Filiberto González |last2=Soares |first2=Bluma G. |last3=Pita |first3=Victor J. R. R. |last4=Sánchez |first4=Rubén |last5=Rieumont |first5=Jacques |date=2007-11-05 |title=Mechanical properties of epoxy networks based on DGEBA and aliphatic amines |url=https://onlinelibrary.wiley.com/doi/10.1002/app.24895 |journal=Journal of Applied Polymer Science |language=en |volume=106 |issue=3 |pages=2047–2055 |doi=10.1002/app.24895}} Novolac resins may also be cured by this material and blends.{{Cite journal |last1=Atta |first1=Ayman M. |last2=Abdou |first2=M. I. |last3=Elsayed |first3=Abdel-Atif A. |last4=Ragab |first4=Mohamed E. |date=2008-11-01 |title=New bisphenol novolac epoxy resins for marine primer steel coating applications |url=https://www.sciencedirect.com/science/article/pii/S0300944008001367 |journal=Progress in Organic Coatings |language=en |volume=63 |issue=4 |pages=372–376 |doi=10.1016/j.porgcoat.2008.06.013 |issn=0300-9440}}

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.{{Cite journal |last1=Choi |first1=Jeong Ho |last2=Kim |first2=Young Eun |last3=Nam |first3=Sung Chan |last4=Yun |first4=Soung Hee |last5=Yoon |first5=Yeo Il |last6=Lee |first6=Jung-Hyun |date=2016-11-01 |title=CO2 absorption characteristics of a piperazine derivative with primary, secondary, and tertiary amino groups |url=https://doi.org/10.1007/s11814-016-0180-9 |journal=Korean Journal of Chemical Engineering |language=en |volume=33 |issue=11 |pages=3222–3230 |doi=10.1007/s11814-016-0180-9 |s2cid=99511394 |issn=1975-7220}} This is part of ongoing research in Carbon capture and storage.{{Cite journal |last1=Du |first1=Yang |last2=Li |first2=Le |last3=Namjoshi |first3=Omkar |last4=Voice |first4=Alexander K. |last5=Fine |first5=Nathan A. |last6=Rochelle |first6=Gary T. |date=2013-01-01 |title=Aqueous Piperazine/N-(2-Aminoethyl) Piperazine for CO2 Capture |journal=Energy Procedia |series=GHGT-11 Proceedings of the 11th International Conference on Greenhouse Gas Control Technologies, 18-22 November 2012, Kyoto, Japan |language=en |volume=37 |pages=1621–1638 |doi=10.1016/j.egypro.2013.06.038 |issn=1876-6102|doi-access=free }}{{cite journal|last1=Li|first1=Le|last2=Voice|first2=Alexander K.|last3=Li|first3=Han|last4=Namjoshi|first4=Omkar|last5=Nguyen|first5=Thu|last6=Du|first6=Yang|last7=Rochelle|first7=Gary T.|title=Amine blends using concentrated piperazine|journal=Energy Procedia|date=2013|volume=37|pages=353–369|doi=10.1016/j.egypro.2013.05.121|doi-access=free}}

The toxicology has been extensively studied and is well understood.{{Cite journal |last=Leung |first=Hon-Wing |date=1994-01-01 |title=Evaluation of the genotoxic potential of alkyleneamines |url=https://dx.doi.org/10.1016/0165-1218%2894%2990057-4 |journal=Mutation Research/Genetic Toxicology |language=en |volume=320 |issue=1 |pages=31–43 |doi=10.1016/0165-1218(94)90057-4 |pmid=7506385 |issn=0165-1218}}{{Cite web |last=PubChem |title=1-(2-Aminoethyl)piperazine |url=https://pubchem.ncbi.nlm.nih.gov/compound/8795 |access-date=2023-05-03 |website=pubchem.ncbi.nlm.nih.gov |language=en}}

• Piperazine

{{reflist}}

• [https://web.archive.org/web/20070926220343/http://www.patentstorm.us/patents/4698427-description.html Catalytic method for the conjoint manufacture of N-aminoethylpiperazine]
• [https://web.archive.org/web/20070517151835/http://ptcl.chem.ox.ac.uk/MSDS/AM/aminoethylpiperazine.html Safety MSDS Data]
• [http://www.ethyleneamines.com/NR/rdonlyres/0DABE460-7BA8-4270-8FDA-7F241F36FD4A/0/AEP.pdf Safety data sheet]
• [https://web.archive.org/web/20070929191154/http://www.delamine.com/SDS_ENG/SDS_AEP_GB.pdf Data sheet]

{{Piperazines}}

Category:1-Piperazinyl compounds

Category:Aminoethyl compounds