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Ring-opening Approaches to Functional Renewable Polymers
KTH, Skolan för kemi, bioteknologi och hälsa (CBH), Fiber- och polymerteknologi, Polymerteknologi.ORCID-id: 0000-0001-7304-6737
2018 (engelsk)Doktoravhandling, med artikler (Annet vitenskapelig)
sted, utgiver, år, opplag, sider
KTH Royal Institute of Technology, 2018.
Serie
TRITA-CBH-FOU ; 2018:19
HSV kategori
Identifikatorer
URN: urn:nbn:se:kth:diva-227039ISBN: 978-91-7729-781-9 (tryckt)OAI: oai:DiVA.org:kth-227039DiVA, id: diva2:1202930
Disputas
2018-06-05, F3, KTH Royal Institute of Technology, Lindstedtsvägen 26, Stockholm, 10:00 (engelsk)
Opponent
Veileder
Forskningsfinansiär
Swedish Research Council, 621201356 25Swedish Research Council Formas, 2016-00700_3
Merknad

QC 20180504

Tilgjengelig fra: 2018-05-04 Laget: 2018-05-02 Sist oppdatert: 2018-05-04bibliografisk kontrollert
Delarbeid
1. Exploiting Ring-Opening Aminolysis–Condensation as a Polymerization Pathway to Structurally Diverse Biobased Polyamides
Åpne denne publikasjonen i ny fane eller vindu >>Exploiting Ring-Opening Aminolysis–Condensation as a Polymerization Pathway to Structurally Diverse Biobased Polyamides
2018 (engelsk)Inngår i: Biomacromolecules, ISSN 1525-7797, E-ISSN 1526-4602Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

A pathway to biobased polyamides (PAs) via ring-opening aminolysis–condensation (ROAC) under benign conditions with diverse structure was designed. Ethylene brassylate (EB), a plant oil-derived cyclic dilactone, was used in combination with an array of diamines of diverse chemical structure, and ring-opening of the cyclic dilactone EB was revealed as a driving force for the reaction. The ROAC reactions were adjusted, and reaction conditions of 100 °C under atmospheric pressure using 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as a catalyst for 24 h were optimal. The structures of the polyamides were confirmed by mass spectroscopy, FTIR, and NMR, and the PAs had viscosity average molecular weights (Mη) of ∼5–8 kDa. Glassy or semicrystalline PAs with glass transition temperatures between 48 and 55 °C, melting temperatures of 120–200 °C for the semicrystalline PAs, and thermal stabilities above 400 °C were obtained and were comparable to the existing PAs with similar structures. As a proof-of-concept of their usage, one of the PAs was shown to form fibers by electrospinning and films by melt pressing. Compared to conventional methods for PA synthesis, the ROAC route portrayed a reaction temperature at least 60–80 °C lower, could be readily carried out without a low-pressure environment, and eliminated the use of solvents and toxic chemicals. Together with the plant oil-derived monomer (EB), the ROAC route provided a sustainable alternative to design biobased PAs.

sted, utgiver, år, opplag, sider
American Chemical Society (ACS), 2018
HSV kategori
Identifikatorer
urn:nbn:se:kth:diva-225835 (URN)10.1021/acs.biomac.8b00322 (DOI)000432476800020 ()29584417 (PubMedID)2-s2.0-85047009192 (Scopus ID)
Forskningsfinansiär
Swedish Research Council, 621201356 25
Merknad

QC 20180418

Tilgjengelig fra: 2018-04-09 Laget: 2018-04-09 Sist oppdatert: 2018-06-18bibliografisk kontrollert
2. From Food Additive to High-Performance Heavy Metal Adsorbent: A Versatile and Well-Tuned Design
Åpne denne publikasjonen i ny fane eller vindu >>From Food Additive to High-Performance Heavy Metal Adsorbent: A Versatile and Well-Tuned Design
2016 (engelsk)Inngår i: ACS Sustainable Chemistry & Engineering, ISSN 2168-0485Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

A biosourced, cross-linked hydrogel-type heavy metal adsorbent is presented. Various factors such as the highly efficient chemical interactions, the various network structures, the decreased energy consumption during cross-linking, and the negligible amount of generated waste are considered when designing the adsorbent. The widely applied, naturally occurring food additive δ-gluconolactone is studied as a building block for the adsorbent. Aminolysis reactions were applied to form linear dimer precursors between diamines and δ-gluconolactones. The abundant hydroxyl groups on the dimers from δ-gluconolactone were fully exploited by using them as the cross-linking sites for reactions with ethylenediaminetetraacetic dianhydride, a well-known metal-chelating moiety. The versatility of the adsorbent and its metal-ion binding capacity is well tuned using dimers with different structures and by controlling the feed ratios of the precursors. Buffers with different pH values were used as the conditioning media to examine the swelling properties and the mechanical properties of the hydrogels, revealing that both properties can be controlled. High heavy metal chelating performance of the adsorbent was determined by isothermal adsorption kinetics, titration, and thermal gravimetric analysis. The adsorbent exhibits an outstanding chelating ability toward the three tested heavy metals (Cu(II), Co(II), Ni(II)), and the maximum adsorption capacity (qm ∼ 121 mg·g–1) is higher than that of the majority of the reported biosourced adsorbents.

sted, utgiver, år, opplag, sider
ACS Publications, 2016
HSV kategori
Forskningsprogram
Fiber- och polymervetenskap
Identifikatorer
urn:nbn:se:kth:diva-190063 (URN)10.1021/acssuschemeng.6b01109 (DOI)000382713100041 ()2-s2.0-84986305878 (Scopus ID)
Merknad

QC 20160809

Tilgjengelig fra: 2016-08-02 Laget: 2016-08-02 Sist oppdatert: 2018-05-02bibliografisk kontrollert
3. Isocyanate-Free, UV-Crosslinked Poly(Hydroxyurethane) Networks: A Sustainable Approach toward Highly Functional Antibacterial Gels
Åpne denne publikasjonen i ny fane eller vindu >>Isocyanate-Free, UV-Crosslinked Poly(Hydroxyurethane) Networks: A Sustainable Approach toward Highly Functional Antibacterial Gels
2017 (engelsk)Inngår i: Macromolecular Bioscience, ISSN 1616-5187, E-ISSN 1616-5195Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

An increased sustainabile awarness has inspired the development of new polymeric networks in a remarkable way and this strive should be combined with environmentally concerned end-uses. Therefore, a UV-crosslinked polyhydroxyurethane film with antibacterial properties is developed. First, a hydroxyurethane precursor is synthesized using aminolysis condensation, circumventing the use of isocyanates. The films are subsequently crosslinked under solvent-free conditions through a UV-triggered thiol-ene mechanism. The reactions are monitored by 1H nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and Raman spectroscopy, and the networks have gel contents above 90%, and are transparent, hydrophilic, and highly flexible. Antibacterial properties are achieved by a controlled quaternization of the network's tertiary-amine and methylation of thiol-ether functionality, resulting in quaternary ammonium compounds (QACs) and sulfonium compounds. The antibacterial properties are evaluated against both Escherichia coli and Staphylococcus aureus using the agar plate diffusion and tube shaking methods. The QAC-loaded films exhibit outstanding bactericide properties (>99.9%) and the antibacterial mechanism is demonstrated to be a dual killing mechanism, i.e., diffusion killing and contact active killing.

sted, utgiver, år, opplag, sider
John Wiley & Sons, 2017
HSV kategori
Identifikatorer
urn:nbn:se:kth:diva-214965 (URN)10.1002/mabi.201700190 (DOI)000415130800012 ()2-s2.0-85033666355 (Scopus ID)
Forskningsfinansiär
Swedish Research Council Formas, 2016-00700_3Swedish Research Council, 621201356 25
Merknad

QC 20171003

Tilgjengelig fra: 2017-09-27 Laget: 2017-09-27 Sist oppdatert: 2018-05-02bibliografisk kontrollert

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