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 Siti Nurul, Luqman Chuah Abdullah, Rusli Daik

Research output: Contribution to journalArticle

6 Citations (Scopus)

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.

Original languageEnglish
JournalJournal of Applied Polymer Science
DOIs
Publication statusAccepted/In press - 2017

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
  • Hypercrosslinked terpolymer
  • Polar pharmaceuticals
  • Polyacrylonitrile
  • UV absorption

ASJC Scopus subject areas

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

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, Hypercrosslinked terpolymer, Polar pharmaceuticals, Polyacrylonitrile, UV absorption",
author = "Subri, {Nur Nida Syamimi} and Cormack, {Peter A.G.} and {Siti Nurul}, {Siti Nurul Ain} and Abdullah, {Luqman Chuah} and Rusli Daik",
year = "2017",
doi = "10.1002/app.45677",
language = "English",
journal = "Journal of Applied Polymer Science",
issn = "0021-8995",
publisher = "John Wiley and Sons Inc.",

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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 - Siti Nurul, Siti Nurul Ain

AU - Abdullah, Luqman Chuah

AU - Daik, Rusli

PY - 2017

Y1 - 2017

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 - Hypercrosslinked terpolymer

KW - Polar pharmaceuticals

KW - Polyacrylonitrile

KW - UV absorption

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