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Unimolecular Nanocontainers Prepared by ROP and Subsequent ATRP from Hydroxypropylcellulose
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.ORCID iD: 0000-0002-8348-2273
2008 (English)In: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 41, no 12, 4405-4415 p.Article in journal (Refereed) Published
Abstract [en]

Hydroxypropylcellulose (HPC) is used as a macroinitiator for ring-opening polymerization of epsilon-caprolactone for the synthesis of a high molecular weight comb polymer consisting of a cellulose backbone and PCL grafts. The PCL end groups are converted into initiating sites for ATRP and chain extension of the PCL block is performed through grafting of tert-butyl acrylate to different lengths. The comb block copolymers are thereafter converted to amphiphilic polymers through deprotection of the tert-butyl group by acidic treatment, resulting in PCL-block-PAA grafts. These block copolymers are suspended in water and cross-linked using a water-soluble diamine to different attempted cross-link densities. Initial studies of the solubilization and encapsulation capacities of the amphiphilic polymers are performed using the hydrophobic model compound pyrene.

Place, publisher, year, edition, pages
2008. Vol. 41, no 12, 4405-4415 p.
Keyword [en]
Amines; Arsenic compounds; Atom transfer radical polymerization; Block copolymers; Chemical reactions; Complexation; Copolymerization; Copolymers; Crosslinking; Encapsulation; Monomers; Plastic products; Polymerization; Ring opening polymerization; Synthesis (chemical); Acidic treatment; American Chemical Society (ACS); Amphiphilic polymers; Butyl acrylate (BuA); Butyl group; Caprolactone (PCL); Chain extensions; Cross-link densities; De-protection; End groups; High-molecular weight (HMW); Hydrophobic model; Hydroxypropyl cellulose (HPC); Macro initiators; Nanocontainers; Ring opening polymerization (ROP); Unimolecular; Polymers
National Category
Polymer Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-7711DOI: 10.1021/ma702681uISI: 000256843100047Scopus ID: 2-s2.0-47249111376OAI: oai:DiVA.org:kth-7711DiVA: diva2:12816
Note
QC 20100826. Uppdaterad från Submitted till Published 20100826.Available from: 2007-11-23 Created: 2007-11-23 Last updated: 2010-08-26Bibliographically approved
In thesis
1. Tuning Properties of Surfaces and Nanoscopic Objects using Dendronization and Controlled Polymerizations
Open this publication in new window or tab >>Tuning Properties of Surfaces and Nanoscopic Objects using Dendronization and Controlled Polymerizations
2007 (English)Doctoral thesis, comprehensive summary (Other scientific)
Abstract [en]

In this study, dendronization and grafting via controlled polymerization techniques, atom transfer radical polymerization (ATRP) and ring-opening polymerization (ROP), have been explored. Modification of surfaces and cellulose using these techniques, which enable grafting of well-defined polymer architectures, has been investigated. The interest in using cellulose stems from its renewability, biocompatibility, high molecular weight, and versatile functionalization possibilities.

Dendronization was performed using disulfide-cored didendrons of 2,2-bis(methylol)propionic acid (bis-MPA) on gold surfaces, for the formation of self-assembled monolayers. It was found that the height of the monolayer increased with increasing dendron generation and that the end-group functionality controlled the wettability of the modified surface.

Superhydrophobic cellulose surfaces could be obtained when a ‘graft-on-graft’ architecture was obtained using ATRP from filter paper after subsequent post-functionalized using a perfluorinated compound. The low wettability could be explained by a combination of a high surface roughness and the chemical composition.

Biobased dendronized polymers were synthesized through the ‘attach to’ route employing dendronization of soluble cellulose, in the form of hydroxypropyl cellulose (HPC). The dendronized polymers were studied as nanosized objects using atomic force microscopy (AFM) and it was found that the dendron end-group functionality had a large effect on the molecular conformation on surfaces of spun cast molecules.

ATRP of vinyl monomers was conducted from an initiator-functionalized HPC and an initiator-functionalized first generation dendron, which was attached to HPC. The produced comb polymers showed high molecular weight and their sizes could be estimated via AFM of spun cast molecules on mica and from dynamic light scattering in solution, to around 100-200 nm. The comb polymers formed isoporous membranes, exhibiting pores of a few micrometers, when drop cast from a volatile solvent in a humid environment. HPC was also used to initiate ROP of ε-caprolactone, which was chain extended using ATRP to achieve amphiphilic comb block copolymers. These polymers could be suspended in water, cross-linked and were able to solubilize a hydrophobic compound.

Place, publisher, year, edition, pages
Stockholm: KTH, 2007. 70 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2007:83
Keyword
Dendrimers, dendronized polymers, cellulose, Atom Transfer Radical Polymerization, Ring-Opening Polymerization, surface modification, grafting, superhydrophobic, amphiphilic polymer, block copolymer, Atomic Force Microscopy
National Category
Polymer Chemistry
Identifiers
urn:nbn:se:kth:diva-4550 (URN)978-91-7178-820-7 (ISBN)
Public defence
2007-12-14, D3, Huvudbyggnaden, Lindstedtsvägen 5, Stockholm, 14:00
Opponent
Supervisors
Note
QC 20100826Available from: 2007-11-23 Created: 2007-11-23 Last updated: 2010-08-26Bibliographically approved

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Malmström, Eva

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