• Login
    View Item 
    •   KovsieScholar Home
    • Electronic Theses and Dissertations
    • All Electronic Theses and Dissertations
    • View Item
    •   KovsieScholar Home
    • Electronic Theses and Dissertations
    • All Electronic Theses and Dissertations
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Synthesis and functionalisation of polyepichlorohydrin

    Thumbnail
    View/Open
    Thebe, T.P..pdf (1.735Mb)
    Date
    2004-12
    Author
    Mokone, T. P.
    Metadata
    Show full item record
    Abstract
    During this study, benzo-15-crown-5 was synthesised as sodium cation scavenging ligand. This crown ether moiety was then functionalised to 4’-formylbenzo-15-crown-5 and 4’-(hydroxymethyl)benzo-15-crown-5. The first synthesis of ferrocyl isocyanate is reported. The reaction between this compound and 4’-(hydroxymethyl)benzo-15-crown-5 provided a novel new benzo-15-crown-5 / ferrocene conjugate that is linked by a urethane bond. Epichlorohydrin was polymerised to polyepichlorohydrin derivatives having molar masses of 2 000 and 20 000 g mol-1 following a cationic ring-opening process and utilising a BF3 / phenol initiator system. The chloro-containing alkyl side chains of polyepichlorohydrin were then re-functionalised to -N3, -NH2, -NCO and -OH functional groups. The reactivity of the -NH2, -NCO and -OH functional groups on these polymers was tested through various model reactions. These included anchoring of the carboxylic acid-containing ferrocene series, Fc-(CH2)nCOOH with n = 0 – 3, onto the amine-functionalised polymer under the influence of the coupling reagent O-benzotriazolyl-N,N,N’,N’-tetramethyluronium hexafluorophosphate. The four newly obtained polymer-bound ferrocene derivatives may have appreciable anticancer activity. Through the course of this study eleven hitherto unknown compounds were synthesised for the first time. These include three highly reactive polymeric derivatives of polyepichlorohydrin, five polymer-bound ferrocene derivatives, a polymer-bound phenyl derivative, ferrocyl isocyanate and a ferrocene-crown ether conjugate. Keywords: benzo-15-crown-5, alcohol, aldehyde, polyepichlorohydrin, azide, amine, isocyanate, hydroxy, ferrocene
    URI
    http://hdl.handle.net/11660/2695
    Collections
    • All Electronic Theses and Dissertations
    • Masters Degrees (Chemistry)

    DSpace software copyright © 2002-2016  DuraSpace
    Contact Us | Send Feedback
     

     

    Browse

    All of KovsieScholarCommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsThis CollectionBy Issue DateAuthorsTitlesSubjects

    My Account

    LoginRegister

    Statistics

    View Usage Statistics

    DSpace software copyright © 2002-2016  DuraSpace
    Contact Us | Send Feedback