Interfacial polymerization of cyanuric chloride and monomeric amines: pH resistant thin film composite polyamine nanofiltration membranes

Kah Peng Lee, Gerrald Bargeman, Ralph de Rooij, Antonius J.B. Kemperman, Nieck Edwin Benes

Research output: Contribution to journalArticleAcademicpeer-review

30 Citations (Scopus)

Abstract

Polyamine nanofiltration membranes have a high stability at extreme pH conditions. In contrast to polyamides, polyamines do not contain the carbonyl group that is susceptible to nucleophilic attack. A previous study has shown that polyamine membranes can be prepared from the interfacial polymerization reaction of polyethylenimine and cyanuric chloride, and that indeed these membranes have a high resistance towards hydrolysis. In the present study, the potential of a variety of other multifunctional amine / cyanuric chloride combinations is screened for the formation of stable polyamine nanofiltration membranes. For several traditional amine precursors it is found that the moderate reactivity of the cyanuric chloride hampers the formation of thin selective membrane films. For two linear amine monomers, both of which are precursors to polyethylenimine, the formation of well-defined, thin, stable, and selective polyamine films is observed. In particular, diethylene triamine is identified as a suitable monomer for the interfacial reaction. The membranes derived from this amine have a higher salt rejection and water permeability as compared to the previously studied polyethylenimine based membranes, and show a comparably high stability at extreme pH conditions. Cross-flow filtration of different salts and neutral solutes at different pH indicates that both steric effects as well as Donnan exclusion effects are relevant for the rejection of solutes. The membrane skin layer is very dense at neutral pH (MWCO of about 200 Da), and becomes slightly more open at extreme alkaline conditions.
Original languageEnglish
Pages (from-to)487-496
JournalJournal of membrane science
Volume523
DOIs
Publication statusPublished - 2017

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Nanofiltration membranes
Polyamines
Polymerization
Amines
amines
polymerization
chlorides
membranes
Membranes
Polyethyleneimine
Thin films
composite materials
Composite materials
thin films
Salts
Monomers
rejection
solutes
monomers
Nylons

Keywords

  • METIS-318375
  • IR-101858

Cite this

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title = "Interfacial polymerization of cyanuric chloride and monomeric amines: pH resistant thin film composite polyamine nanofiltration membranes",
abstract = "Polyamine nanofiltration membranes have a high stability at extreme pH conditions. In contrast to polyamides, polyamines do not contain the carbonyl group that is susceptible to nucleophilic attack. A previous study has shown that polyamine membranes can be prepared from the interfacial polymerization reaction of polyethylenimine and cyanuric chloride, and that indeed these membranes have a high resistance towards hydrolysis. In the present study, the potential of a variety of other multifunctional amine / cyanuric chloride combinations is screened for the formation of stable polyamine nanofiltration membranes. For several traditional amine precursors it is found that the moderate reactivity of the cyanuric chloride hampers the formation of thin selective membrane films. For two linear amine monomers, both of which are precursors to polyethylenimine, the formation of well-defined, thin, stable, and selective polyamine films is observed. In particular, diethylene triamine is identified as a suitable monomer for the interfacial reaction. The membranes derived from this amine have a higher salt rejection and water permeability as compared to the previously studied polyethylenimine based membranes, and show a comparably high stability at extreme pH conditions. Cross-flow filtration of different salts and neutral solutes at different pH indicates that both steric effects as well as Donnan exclusion effects are relevant for the rejection of solutes. The membrane skin layer is very dense at neutral pH (MWCO of about 200 Da), and becomes slightly more open at extreme alkaline conditions.",
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author = "Lee, {Kah Peng} and Gerrald Bargeman and {de Rooij}, Ralph and Kemperman, {Antonius J.B.} and Benes, {Nieck Edwin}",
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Interfacial polymerization of cyanuric chloride and monomeric amines: pH resistant thin film composite polyamine nanofiltration membranes. / Lee, Kah Peng; Bargeman, Gerrald; de Rooij, Ralph; Kemperman, Antonius J.B.; Benes, Nieck Edwin.

In: Journal of membrane science, Vol. 523, 2017, p. 487-496.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Interfacial polymerization of cyanuric chloride and monomeric amines: pH resistant thin film composite polyamine nanofiltration membranes

AU - Lee, Kah Peng

AU - Bargeman, Gerrald

AU - de Rooij, Ralph

AU - Kemperman, Antonius J.B.

AU - Benes, Nieck Edwin

PY - 2017

Y1 - 2017

N2 - Polyamine nanofiltration membranes have a high stability at extreme pH conditions. In contrast to polyamides, polyamines do not contain the carbonyl group that is susceptible to nucleophilic attack. A previous study has shown that polyamine membranes can be prepared from the interfacial polymerization reaction of polyethylenimine and cyanuric chloride, and that indeed these membranes have a high resistance towards hydrolysis. In the present study, the potential of a variety of other multifunctional amine / cyanuric chloride combinations is screened for the formation of stable polyamine nanofiltration membranes. For several traditional amine precursors it is found that the moderate reactivity of the cyanuric chloride hampers the formation of thin selective membrane films. For two linear amine monomers, both of which are precursors to polyethylenimine, the formation of well-defined, thin, stable, and selective polyamine films is observed. In particular, diethylene triamine is identified as a suitable monomer for the interfacial reaction. The membranes derived from this amine have a higher salt rejection and water permeability as compared to the previously studied polyethylenimine based membranes, and show a comparably high stability at extreme pH conditions. Cross-flow filtration of different salts and neutral solutes at different pH indicates that both steric effects as well as Donnan exclusion effects are relevant for the rejection of solutes. The membrane skin layer is very dense at neutral pH (MWCO of about 200 Da), and becomes slightly more open at extreme alkaline conditions.

AB - Polyamine nanofiltration membranes have a high stability at extreme pH conditions. In contrast to polyamides, polyamines do not contain the carbonyl group that is susceptible to nucleophilic attack. A previous study has shown that polyamine membranes can be prepared from the interfacial polymerization reaction of polyethylenimine and cyanuric chloride, and that indeed these membranes have a high resistance towards hydrolysis. In the present study, the potential of a variety of other multifunctional amine / cyanuric chloride combinations is screened for the formation of stable polyamine nanofiltration membranes. For several traditional amine precursors it is found that the moderate reactivity of the cyanuric chloride hampers the formation of thin selective membrane films. For two linear amine monomers, both of which are precursors to polyethylenimine, the formation of well-defined, thin, stable, and selective polyamine films is observed. In particular, diethylene triamine is identified as a suitable monomer for the interfacial reaction. The membranes derived from this amine have a higher salt rejection and water permeability as compared to the previously studied polyethylenimine based membranes, and show a comparably high stability at extreme pH conditions. Cross-flow filtration of different salts and neutral solutes at different pH indicates that both steric effects as well as Donnan exclusion effects are relevant for the rejection of solutes. The membrane skin layer is very dense at neutral pH (MWCO of about 200 Da), and becomes slightly more open at extreme alkaline conditions.

KW - METIS-318375

KW - IR-101858

U2 - 10.1016/j.memsci.2016.10.012

DO - 10.1016/j.memsci.2016.10.012

M3 - Article

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EP - 496

JO - Journal of membrane science

JF - Journal of membrane science

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