Synthesis of poly(acrylonitrile-co-divinylbenzene-co-vinylbenzyl chloride)-derived hypercrosslinked polymer microspheres and a preliminary evaluation of their potential for the solid-phase capture of pharmaceuticals

Nur Nida Syamimi Subri, Peter A. G. Cormack, Siti Nurul Ain Md. Jamil, Luqman Chuah Abdullah , Rusli Daik

Research output: Contribution to journalArticle

Abstract

Poly[acrylonitrile (AN)-co-divinylbenzene (DVB)-co-vinylbenzyl chloride (VBC)] terpolymers were synthesized by precipitation polymerization in the form of porous polymer microspheres. The poly(AN-co-DVB-co-VBC) polymers were then hypercrosslinked, via a Friedel-Crafts reaction with FeCl3 in nitrobenzene, to provide a significant uplift in the specific surface areas of the polymers. FT-IR spectra of the hypercrosslinked poly(AN-co-DVB-co-VBC)s showed that the chloromethyl groups derived from VBC were consumed by the Friedel-Crafts reactions, which was consistent with successful hypercrosslinking. Hypercrosslinking installed a number of new, small pores into the polymers, as evidenced by a dramatic increase in the specific surface areas upon hypercrosslinking (from ∼530 to 1080 m2 g−1). The hypercrosslinked polymers are very interesting for a range of applications, not least of all for solid-phase extraction (SPE) work, where the convenient physical form of the polymers (beaded format), their low mean particle diameters, and narrow particle size distributions, as well as their high specific surface areas and polar character (arising from the AN residues), make them attractive candidates as SPE sorbents. In this regard, in a preliminary study one of the hypercrosslinked polymers was utilized as an SPE sorbent for the capture of the polar pharmaceutical diclofenac from a polar environment.
LanguageEnglish
Article number45677
Number of pages9
JournalJournal of Applied Polymer Science
Volume135
Issue number2
Early online date26 Aug 2017
DOIs
StatePublished - 10 Jan 2018

Fingerprint

divinyl benzene
Microspheres
Drug products
Chlorides
Polymers
Pharmaceutical Preparations
Friedel-Crafts reaction
Specific surface area
Sorbents
Acrylonitrile
Terpolymers
Nitrobenzene
Diclofenac
polyacrylonitrile
Particle size analysis
Particles (particulate matter)

Keywords

  • diclofenac
  • hypercrossed terpolymer
  • polar pharmaceuticals
  • polyacrylonitrile
  • UV absorption

Cite this

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title = "Synthesis of poly(acrylonitrile-co-divinylbenzene-co-vinylbenzyl chloride)-derived hypercrosslinked polymer microspheres and a preliminary evaluation of their potential for the solid-phase capture of pharmaceuticals",
abstract = "Poly[acrylonitrile (AN)-co-divinylbenzene (DVB)-co-vinylbenzyl chloride (VBC)] terpolymers were synthesized by precipitation polymerization in the form of porous polymer microspheres. The poly(AN-co-DVB-co-VBC) polymers were then hypercrosslinked, via a Friedel-Crafts reaction with FeCl3 in nitrobenzene, to provide a significant uplift in the specific surface areas of the polymers. FT-IR spectra of the hypercrosslinked poly(AN-co-DVB-co-VBC)s showed that the chloromethyl groups derived from VBC were consumed by the Friedel-Crafts reactions, which was consistent with successful hypercrosslinking. Hypercrosslinking installed a number of new, small pores into the polymers, as evidenced by a dramatic increase in the specific surface areas upon hypercrosslinking (from ∼530 to 1080 m2 g−1). The hypercrosslinked polymers are very interesting for a range of applications, not least of all for solid-phase extraction (SPE) work, where the convenient physical form of the polymers (beaded format), their low mean particle diameters, and narrow particle size distributions, as well as their high specific surface areas and polar character (arising from the AN residues), make them attractive candidates as SPE sorbents. In this regard, in a preliminary study one of the hypercrosslinked polymers was utilized as an SPE sorbent for the capture of the polar pharmaceutical diclofenac from a polar environment.",
keywords = "diclofenac, hypercrossed terpolymer, polar pharmaceuticals, polyacrylonitrile, UV absorption",
author = "Subri, {Nur Nida Syamimi} and Cormack, {Peter A. G.} and Jamil, {Siti Nurul Ain Md.} and Abdullah, {Luqman Chuah} and Rusli Daik",
note = "This is the peer reviewed version of the following article: Subri, N. N. S., Cormack, P. A. G., Md. Jamil, S. N. A., Abdullah, L. C. and Daik, R. (2017), Synthesis of poly(acrylonitrile-co-divinylbenzene-co-vinylbenzyl chloride)-derived hypercrosslinked polymer microspheres and a preliminary evaluation of their potential for the solid-phase capture of pharmaceuticals. J. Appl. Polym. Sci., 45677, which has been published in final form at https://doi.org/10.1002/app.45677. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.",
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Synthesis of poly(acrylonitrile-co-divinylbenzene-co-vinylbenzyl chloride)-derived hypercrosslinked polymer microspheres and a preliminary evaluation of their potential for the solid-phase capture of pharmaceuticals. / Subri, Nur Nida Syamimi; Cormack, Peter A. G.; Jamil, Siti Nurul Ain Md.; Abdullah , Luqman Chuah; Daik, Rusli.

In: Journal of Applied Polymer Science, Vol. 135, No. 2, 45677, 10.01.2018.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of poly(acrylonitrile-co-divinylbenzene-co-vinylbenzyl chloride)-derived hypercrosslinked polymer microspheres and a preliminary evaluation of their potential for the solid-phase capture of pharmaceuticals

AU - Subri,Nur Nida Syamimi

AU - Cormack,Peter A. G.

AU - Jamil,Siti Nurul Ain Md.

AU - Abdullah ,Luqman Chuah

AU - Daik,Rusli

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PY - 2018/1/10

Y1 - 2018/1/10

N2 - Poly[acrylonitrile (AN)-co-divinylbenzene (DVB)-co-vinylbenzyl chloride (VBC)] terpolymers were synthesized by precipitation polymerization in the form of porous polymer microspheres. The poly(AN-co-DVB-co-VBC) polymers were then hypercrosslinked, via a Friedel-Crafts reaction with FeCl3 in nitrobenzene, to provide a significant uplift in the specific surface areas of the polymers. FT-IR spectra of the hypercrosslinked poly(AN-co-DVB-co-VBC)s showed that the chloromethyl groups derived from VBC were consumed by the Friedel-Crafts reactions, which was consistent with successful hypercrosslinking. Hypercrosslinking installed a number of new, small pores into the polymers, as evidenced by a dramatic increase in the specific surface areas upon hypercrosslinking (from ∼530 to 1080 m2 g−1). The hypercrosslinked polymers are very interesting for a range of applications, not least of all for solid-phase extraction (SPE) work, where the convenient physical form of the polymers (beaded format), their low mean particle diameters, and narrow particle size distributions, as well as their high specific surface areas and polar character (arising from the AN residues), make them attractive candidates as SPE sorbents. In this regard, in a preliminary study one of the hypercrosslinked polymers was utilized as an SPE sorbent for the capture of the polar pharmaceutical diclofenac from a polar environment.

AB - Poly[acrylonitrile (AN)-co-divinylbenzene (DVB)-co-vinylbenzyl chloride (VBC)] terpolymers were synthesized by precipitation polymerization in the form of porous polymer microspheres. The poly(AN-co-DVB-co-VBC) polymers were then hypercrosslinked, via a Friedel-Crafts reaction with FeCl3 in nitrobenzene, to provide a significant uplift in the specific surface areas of the polymers. FT-IR spectra of the hypercrosslinked poly(AN-co-DVB-co-VBC)s showed that the chloromethyl groups derived from VBC were consumed by the Friedel-Crafts reactions, which was consistent with successful hypercrosslinking. Hypercrosslinking installed a number of new, small pores into the polymers, as evidenced by a dramatic increase in the specific surface areas upon hypercrosslinking (from ∼530 to 1080 m2 g−1). The hypercrosslinked polymers are very interesting for a range of applications, not least of all for solid-phase extraction (SPE) work, where the convenient physical form of the polymers (beaded format), their low mean particle diameters, and narrow particle size distributions, as well as their high specific surface areas and polar character (arising from the AN residues), make them attractive candidates as SPE sorbents. In this regard, in a preliminary study one of the hypercrosslinked polymers was utilized as an SPE sorbent for the capture of the polar pharmaceutical diclofenac from a polar environment.

KW - diclofenac

KW - hypercrossed terpolymer

KW - polar pharmaceuticals

KW - polyacrylonitrile

KW - UV absorption

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DO - 10.1002/app.45677

M3 - Article

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T2 - Journal of Applied Polymer Science

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