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Selective triphenylphosphine oxide imprinted polymer for solid scavenger application in organic synthesis

Authors
  • KARUEHANON, WEEANUCH1
  • FUNFUENHA, WATCHAREE2
  • PHUTTAWONG, NATTAPORN3
  • 1 Lampang Rajabhat University, Lampang, 52100, Thailand , Lampang (Thailand)
  • 2 Rajamangala University of Technology Lanna, Chiang Mai, 50300, Thailand , Chiang Mai (Thailand)
  • 3 University of Phayo, Phayao, 56000, Thailand , Phayao (Thailand)
Type
Published Article
Journal
Journal of Chemical Sciences
Publisher
Springer India
Publication Date
Feb 02, 2022
Volume
134
Issue
1
Identifiers
DOI: 10.1007/s12039-021-02021-1
Source
Springer Nature
Keywords
Disciplines
  • Regular Article
License
Yellow

Abstract

Molecularly imprinted polymers of triphenylphosphine oxide (MIPs-TPPO) were synthesized and evaluated for use as a solid scavenger to remove triphenylphosphine oxide from reaction mixtures, a byproduct commonly formed during organic synthesis reactions involving triphenylphosphine (PPh3) reagent. The efficiency of synthesized polymers was initially investigated using a variety of functional monomers and cross-linkers. Precipitation polymerization in acetonitrile was carried out at 80 °C for 6 h with benzoyl peroxide as an initiator, then template removal with dichloromethane. The MIPs-TPPOs affinity was evaluated by rebinding study with template molecule; additionally, the effect of binding time, selectivity, and reusability of synthesized MIPs-TPPOs were investigated. From the results, polymers containing styrene as a functional monomer and ethyleneglycol dimethacrylate as a cross-linker demonstrated the highest performance (86.00%Bound) after only 1 h. Moreover, the selected MIPs-TPPO can be reused at least five times, and this selective material can act as a solid scavenger of triphenylphosphine oxide.Graphical abstract Molecularly Imprinted Polymers for triphenylphosphine oxide (MIPs-TPPO) were first synthesized and evaluated. The effects of monomer types, binding time, and reusability were investigated. It was found that MIPs-TPPO showed high efficiency with only one hour of binding time and at least five times reusability.

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