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Side-by-side comparison of dendritic-linear hybrids and their hyperbranched analogs as micellar carriers of chemotherapeutics
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Coating Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Coating Technology.
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2013 (English)In: Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, E-ISSN 1099-0518, Vol. 51, no 19, 3992-3996 p.Article in journal (Refereed) Published
Abstract [en]

Amphiphilic block copolymers are successfully synthesized possessing a hydrophobic dendritic component based on the bis-MPA monomer and a hydrophilic linear polyethylene glycol (PEG) component. The hybrids were either conjured in small scale using robust click reactions between perfect dendrons and linear PEG or multigram polycondensation of hyperbranched blocks from PEG. In all cases, the amphiphiles were assembled to micelles, were found nontoxic and successfully loaded with the chemotherapeutic doxorubicin.

Place, publisher, year, edition, pages
2013. Vol. 51, no 19, 3992-3996 p.
Keyword [en]
amphiphilic, biocompatibility, 2, 2-bis(hydroxymethyl)propionic acid, bis-MPA, block copolymers, click chemistry, dendritic-linear hybrids, drug delivery, micelles, synthesis
National Category
Polymer Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-127462DOI: 10.1002/pola.26825ISI: 000323654300002Scopus ID: 2-s2.0-84883208788OAI: oai:DiVA.org:kth-127462DiVA: diva2:644402
Funder
VinnovaSwedish Research Council, 2011-3720 2010-453 2009-3259
Note

QC 20131004

Available from: 2013-08-30 Created: 2013-08-30 Last updated: 2017-12-06Bibliographically approved
In thesis
1. Multifunctional Dendritic Scaffolds: Synthesis, Characterization and Potential applications
Open this publication in new window or tab >>Multifunctional Dendritic Scaffolds: Synthesis, Characterization and Potential applications
2013 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The development of materials for advanced applications requires innovative macromolecules with well-defined structures and the inherent ability to be tailored in a straightforward manner. Dendrimers, being a subgroup of the dendritic polymer family, possess properties which fulfill such demands. They have a highly branched architecture with a high number of functional groups and are one of the most well-defined types of macromolecules ever synthesized. However, despite their well-defined nature and high functional density, traditional dendrimers commonly lack diverse chemical functionalities. Therefore, this thesis focuses on the synthesis of more complex dendritic materials to extend their tailoring capacity by introduction of dualfunctionalities for multipurpose actions. It covers the synthesis of dualfunctional dendrimers, dendritic modification of linear poly(ethylene glycol) polymers and cellulose surfaces, and the synthesis of linear dendritic hybrids. The building blocks enabling this synthesis, AB2C monomers, were also developed during this work. The orthogonal nature between click groups (azide, alkyne and alkene) and hydroxyl groups have efficiently been utilized for postfunctionalization by robust click chemistry and traditional esterification reactions. Furthermore, linear dendritic hybrids were synthesized, merging the properties of linear and dendritic macromolecules. The dendritic frameworks were tailored towards the production of bone fracture adhesives, novel biofunctional dendritic hydrogels, biosensors and micellar drug delivery vehicles.

Abstract [sv]

Utveckling av material för avancerade applikationer kräver innovativa makromolekyler med väldefinierade strukturer och som kan skräddarsys på ett enkelt sätt. Dendrimerer är en undergrupp av dendritiska polymerer vars egenskaper uppfyller dessa krav. De har en mycket förgrenad arkitektur med många funktionella grupper och är en av de mest väldefinierade befintliga syntetiska makromolekylerna. Trots dess väldefinierade karaktär och höga funktionalitet saknar ofta traditionella dendrimerer multipla kemiska funktionaliteter. Denna avhandling fokuserar därför på syntesen av mer komplexa dendritiska material för att förbättra deras kapacitet att skräddarsys, detta görs genom att introducera fler funktionaliteter som kan utnyttjas för multipla ändamål . Avhandlingen redogör för syntesen av difunktionella dendrimerer, dendritiska modifikationer av polyetylenglykol och cellulosaytor samt syntes av traditionella dendritiska hybrider. Byggstenarna som möjliggör syntesen, AB2C monomerer, framställdes också under detta arbete. Den ortogonala karaktären mellan klick grupper (azid, alkyn och alkene) och hydroxylgrupper har utnyttjats effektivt för funktionaliseringar genom användande av robust ”Click”-kemi och traditionella esterifikationsreaktioner. Vidare tillverkades de linjära dendritiska hybrider för att kombinera egenskaperna hos både linjära och traditionella dendritiska polymerer i en och samma makromolekyl. Samtliga dendritiska strukturer skräddarsyddes för applikationer så som benlimmer, biofunktionella dendritiska hydrogeler, biosensorer och läkemedels-bärande miceller.

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2013. 87 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2013:32
Keyword
Dendrimer, AB2C monomer, Click chemistry, CuAAC, thiol-ene coupling chemistry, TEC, linear dendritic hybrids, micelle, hydrogel, bone adhesive
National Category
Polymer Chemistry
Identifiers
urn:nbn:se:kth:diva-127429 (URN)978-91-7501-817-1 (ISBN)
Public defence
2013-09-20, Sal F3, Lindstedtsvägen 26, KTH, Stockholm, 10:00 (English)
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Supervisors
Note

QC 20130830

Available from: 2013-08-30 Created: 2013-08-29 Last updated: 2013-08-30Bibliographically approved

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Malkoch, Michael

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