• Login
    View Item 
    •   DSpace@RPI Home
    • The Linhardt Research Labs
    • Linhardt Research Labs Papers
    • View Item
    •   DSpace@RPI Home
    • The Linhardt Research Labs
    • Linhardt Research Labs Papers
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Biobased diglycidyl ether diphenolates: effect of the ester moiety on fragrance oil microencapsulation by interfacial polymerization

    Author
    Wang, Xue; Amason, Anna Christina; Miceli, Rebecca T.; He, Peng; Lei, Yabin; Gabbard, Ron; Wieland, Julie Ann; Linhardt, Robert J.; Corr, David T.; Gross, Richard A.
    ORCID
    https://orcid.org/0000-0003-2219-5833
    Thumbnail
    Other Contributors
    Date Issued
    2022-09-05
    Subject
    Biology; Chemistry and chemical biology; Chemical and biological engineering; Biomedical engineering
    Degree
    Terms of Use
    In Copyright : this Item is protected by copyright and/or related rights. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s). https://rightsstatements.org/page/InC/1.0/;
    Full Citation
    Xue Wang, Anna-Christina Amason, Rebecca T. Miceli, Peng He, Yabin Lei, Ron Gabbard, Julie Ann Wieland, Robert J. Linhardt, David T. Corr, Richard A. Gross, Biobased diglycidyl ether diphenolates: Effect of the ester moiety on fragrance oil microencapsulation by interfacial polymerization, Colloids and Surfaces A: Physicochemical and Engineering Aspects, Volume 648, 2022, 129243, ISSN 0927-7757, https://doi.org/10.1016/j.colsurfa.2022.129243.
    Metadata
    Show full item record
    URI
    https://doi.org/10.1016/j.colsurfa.2022.129243; https://hdl.handle.net/20.500.13015/5424
    Abstract
    Health risks are associated with capsule-forming synthetic chemicals such as formaldehyde, isocyanates, and bisphenol A (BPA). This work is focused on using safe biobased molecules to build capsule walls for oil encapsulation. Cellulose-derived diphenolic acid was converted into a series of diglycidyl ether n-alkyl diphenolates (DGEDP-esters). Interfacial polymerization of oil-soluble DGEDP-esters and water-soluble amine hardeners, hexamethylenediamine (HMDA) and chitosan oligosaccharide (COS), were used to build capsule walls. DGEDP-esters with small methyl and polar monomethyl ethylene glycol (DGEDP-ME and DGEDP-MG, respectively) are most reactive forming compact crosslinked capsules with high microencapsulation efficiency (EE of 97% and 94.3%) and good stability (oil leaking was ≤ 15.7% after acidification, and ≤ 64.2% after sonication). With increased hydrophobicity of the DGEDP ester moiety, deformed capsules with low EE (63 – 87%) and poor stability (oil leaking was ≥ 18.4% after acidification, and ≥ 81.8% after sonication) were obtained. Oil encapsulated with DGEDP-esters exhibits oil release of 0.5 – 8% at day 30 (45 °C and 11 kPa). The use of COS as the hardener yields capsules with EE (88.3 – 94%) and higher oil release (9–15% at day 30) compared to HMDA, but the acid stability was remarkably improved (oil leaking ≤ 3.7%). Cytotoxicity tests suggest that capsules formed with DGEDP-ME and HMDA or COS show very low cytotoxicity against human breast cancer cells and human fibroblasts cells (cell viability of 87–102% after 24 h exposure at capsule concentration of 2 mg/mL). These observations demonstrate that the structures of DGEDP epoxy monomers and amine hardeners have significant effects. Preferred DGEDP ester groups were methyl and mono-methoxy, and effective capsule formation was achieved using either HMDA or COS, the latter providing the advantage of being a readily renewable biobased multifunctional amine.;
    Description
    Colloids and Surfaces A: Physicochemical and Engineering Aspects, in press; Note : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
    Department
    The Linhardt Research Labs.; The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS);
    Relationships
    The Linhardt Research Labs Online Collection; Rensselaer Polytechnic Institute, Troy, NY; Colloids and Surfaces A: Physicochemical and Engineering Aspects; https://harc.rpi.edu/;
    Access
    https://login.libproxy.rpi.edu/login?url=https://doi.org/10.1016/j.colsurfa.2022.129243;
    Collections
    • Linhardt Research Labs Papers

    Browse

    All of DSpace@RPICommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsThis CollectionBy Issue DateAuthorsTitlesSubjects

    My Account

    Login

    DSpace software copyright © 2002-2022  DuraSpace
    Contact Us | Send Feedback
    DSpace Express is a service operated by 
    Atmire NV