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  • 1.
    Andrén, Oliver C. J.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Walter, Marie V.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Yang, Ting
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Multifunctional Poly(ethylene glycol): Synthesis, Characterization, and Potential Applications of Dendritic-Linear-Dendritic Block Copolymer Hybrids2013Inngår i: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 46, nr 10, s. 3726-3736Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Emerging dendritic-linear-dendritic (DLD) hybrids that possess synergetic properties of linear and highly functional branched dendritic polymers are becoming important macromolecular scaffolds in fields ranging from biomedicine to nanotechnology. By exploiting pseudo-one-step polycondensation reactions, a facile and scalable synthetic methodology for the construction of highly functional DLDs has been developed. A library of three sets of DLDs exhibiting a hydrophilic linear PEG core with covalently attached hyperbranched bis-MPA blocks was synthesized up to the seventh generation with 256 reactive peripheral hydroxyl groups. The degree of branching for the hybrids was found between 0.40 and 0.59 with dispersities ranging from 1.03 to 1.88. The introduction of hyperbranched components resulted in control over or even full disruption of the crystallinity of the PEG. Postfunctionalizations of the peripheral hydroxyl groups with azides, allyls, and ATRP initiators yielded reactive intermediates. These intermediates were successfully assessed through UV-initiated thiol-ene coupling reactions for the synthesis of charged hybrids. ATRP of styrene from the pheriphery afforded amphiphilic macromolecules. Finally, their scaffolding capacity was evaluated for the fabrication of 3D networks, i.e, novel dendritic hydrogels and highly ordered breath figures.

  • 2. Feliu, Neus
    et al.
    Walter, Marie Valérie
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Montañez, Maria I.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Kunzmann, Andrea
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Nyström, Andreas
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Fadeel, Bengt
    Stability and biocompatibility of a library of polyester dendrimers in comparison to polyamidoamine dendrimers2012Inngår i: Biomaterials, ISSN 0142-9612, E-ISSN 1878-5905, Vol. 33, nr 7, s. 1970-1981Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Dendrimers can be designed for several biomedical applications due to their well-defined structure, functionality and dimensions. The present study focused on the in vitro biocompatibility evaluation of a library of aliphatic polyester dendrimers based on 2,2-bis(methylol)propionic acid (bis-MPA) with an overall diameter of 0.5-2 nm. In addition, dendrimers with two different chemical surfaces (neutral with hydroxyl end group and anionic with carboxylic end group) and dendrons corresponding to the structural fragments of the dendrimers were evaluated. Commercial polyamidoamine dendrimers (PAMAM) with cationic (amine) or neutral (hydroxyl) end group were also included for comparison. Cell viability studies were conducted in human cervical cancer (HeLa) and acute monocytic leukemia cells (THP.1) differentiated into macrophage-like cells as well as in primary human monocyte-derived macrophages. Excellent biocompatibility was observed for the entire hydroxyl functional bis-MPA dendrimer library, whereas the cationic, but not the neutral PAMAM exerted dose-dependent cytotoxicity in cell lines and primary macrophages. Studies to evaluate material stability as a function of pH, temperature, and time, demonstrated that the stability of the 4th generation hydroxyl functional bis-MPA dendrimer increased at acidic pH. Taken together, bis-MPA dendrimers are degradable and non-cytotoxic to human cell lines and primary cells.

  • 3.
    Lundberg, Pontus
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Walter, Valérie Marie
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Montañez, Maria I.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Hult, Daniel
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Linear dendritic polymeric amphiphiles with intrinsic biocompatibility: synthesis and characterization to fabrication of micelles and honeycomb membranes2011Inngår i: Polymer Chemistry, ISSN 1759-9954, Vol. 2, s. 394-402Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Linear dendritic hybrid materials enable a range of architectural variations which offers novel possibilities in the tailoring of polymeric materials. In this study dendrons based on the 2,2-bis(methylol)propionic acid (bis-MPA) building block, bearing click chemistry moieties in the core and peripheral hydroxyl functionalities, have been used as macroinitiators for ring opening polymerization of ε-caprolactone. A library of star branched polymers with poly(ε-caprolactone) chains was initially constructed using dendrons up to 4th generation. In a second step, the popular CuAAC or thiol–ene click reaction was efficiently used to attach poly(ethylene glycol) chains of different lengths to the core. Potential applications of the resulted amphiphilic linear dendritic hybrids were investigated. Both self-assembled micelles loaded with doxorubicin anticancer drug and ordered honeycomb membranes with enhanced surface area were successfully fabricated and characterized.

  • 4.
    Montanez, Maria I.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Campos, Luis M.
    Antoni, Per
    Hed, Yvonne
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Walter, Marie Valerié
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Krull, Brandon T.
    Khan, Anzar
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Hawker, Craig J.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Accelerated Growth of Dendrimers via Thiol-Ene and Esterification Reactions2010Inngår i: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 43, nr 14, s. 6004-6013Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    By taking advantage of the orthogonal nature of thiol-ene coupling and anhydride based esterification reactions, a facile and chemoselective strategy to dendritic macromolecules has been developed The ability to interchange growth steps based on thiol-ene and anhydride chemistry allows the synthesis of fifth-generation dendrimers in only five steps and under benign reaction conditions In addition, the presented coupling chemistries eliminate the traditional need for protection/deprotection steps and afford dendrimers in high yield and purity The modularity of this strategy coupled with the latent reactivity of the alkene/hydroxyl chain ends was demonstrated by using different cores (alkene and hydroxyl functional), various AB(2) and CD2 monomers and a range of chain end groups As a result, three dendritic libraries were prepared which exhibited tunability of both the chemical functionality and physical properties including the fabrication of PEG hydrogels.

  • 5.
    Neus, Feliu Torres
    et al.
    Karolinska Inst, Stockholm, Sweden .
    Walter, Marie V.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Montanez, Maria I.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Kunzmann, Andrea
    Karolinska Inst, Stockholm, Sweden .
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Nyström, Andreas
    Karolinska Inst, Stockholm, Sweden .
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Fadeel, Bengt
    Karolinska Inst, Stockholm, Sweden .
    Biocompatibility of polyester dendrimers in comparison to polyamidoamine dendrimers2012Inngår i: Toxicology Letters, ISSN 0378-4274, E-ISSN 1879-3169, Vol. 211, s. S203-S204Artikkel i tidsskrift (Annet vitenskapelig)
  • 6.
    Walter, Marie V.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Novel Porous Films from Functional and Biocompatible Linear-Dendritic Hybrids2013Doktoravhandling, med artikler (Annet vitenskapelig)
    Abstract [en]

    In the last decades, the fabrication of ordered nano- and microporous structures has attracted increasing interest due to their specific properties and multiple possible applications in electronics, as templates or in the biological field. The development of such materials has been favored by the introduction of the simple breath-figure templating method in the 1990’s. In order to fully exploit the potential of these porous materials, the use of advanced functional molecules as precursors is essential. One suitable class of molecules is the well-defined linear-dendritic hybrids (LD hybrids) family. The structural variations, multiple end-groups and possible amphiphilicity of these molecules are significant advantages that could lead to highly sophisticated functional materials with potential usage in biology. Therefore, this project was directed towards the synthesis of advanced LD hybrids and the evaluation of their ability to form ordered functional porous films.

    A degradation and toxicity study was initially conducted on polyester-based 2,2-bis(methylol)propionic acid (bis-MPA) dendrimers under physiological conditions to support the potential usage of these molecules for biological purposes. The materials were found to undergo a relatively fast depolymerization process at pH 7.5. Moreover, the initial dendrimer and its decomposition products were proven to be non-toxic for immune competent cells, allowing for the utilization of these molecules for biological applications.

    A linear-dendritic-linear hybrid library was successfully synthesized from biocompatible poly(ethylene glycol) (PEG), poly(ε-caprolactone) (PCL) and bis-MPA building blocks using a combination of ring-opening polymerization (ROP)and copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The materials, consisting of one long PEG block connected to the focal point of the dendron and several PCL arms attached at its periphery, were used to construct ordered porous films using the breath figure method. The polymeric architecture strongly affected the ordering of the films with a more regular morphology obtained from a more flexible polymer. Changing the semi-crystalline PCL to amorphous polylactide (PLA) also permitted the formation of porous arrays. Interestingly, films obtained from inverted structures possessing one long PCL block and several short PEG chains, also presented a regular morphology. Moreover they could be activated to exhibit multiple surface hydroxyl groups.

    To increase the number of orthogonal synthetic methodologies available for the preparation of advanced macromolecules, high molecular weight dendritic macrothiols were synthesized. These molecules were efficiently coupled to a number of core molecules via thiol-ene coupling, generating a comprehensive library of dendritic materials. This approach represents an attractive alternative to the commonly used, but potentially toxic, CuAAC.

    Exploiting the obtained results, a final LD hybrid was synthesized from atom transfer radical polymerization (ATRP) of 2-hydroxyethyl methacrylate (HEMA) derivatives and thiol-ene coupling (TEC) with macrothiols. This macromolecule was successfully utilized to form functional ordered porous arrays and the availability of peripheral alkyne functional groups was demonstrated by efficient coupling with fluorescent Rhodamine-B. The HEMA-backbone allowed for the introduction of cross-linkable azide groups that were used to significantly improve the thermal stability of the films from 50 °C to 200 °C. These materials have the potential to be used in applications such as catalysis, in medicine and as sensors.

    Fulltekst (pdf)
    Thesis Marie Walter
  • 7.
    Walter, Marie V.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Andrén, Oliver C. J.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Brismar, Hjalmar
    KTH, Skolan för teknikvetenskap (SCI), Tillämpad fysik, Cellens fysik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Thermally stable and functional honeycomb films from linear dendritic hybrids derived from HEMA and Bis-MPAManuskript (preprint) (Annet vitenskapelig)
  • 8.
    Walter, Marie V.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Lundberg, Pontus
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Novel Macrothiols for the Synthesis of a Structurally Comprehensive Dendritic Library using Thiol-Ene Click Chemistry2011Inngår i: Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, E-ISSN 1099-0518, Vol. 49, nr 13, s. 2990-2995Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The authors are grateful to the Swedish Research Council (VR) for its financial support (grants 2008-5609, 2006-3617, and 2009-3259).

  • 9.
    Walter, Marie V.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Lundberg, Pontus
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Hult, Daniel
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik, Ytbehandlingsteknik.
    A one component methodology for the fabrication of honeycomb films from biocompatible amphiphilic block copolymer hybrids: a linear-dendritic-linear twist2013Inngår i: Polymer Chemistry, ISSN 1759-9954, Vol. 4, nr 9, s. 2680-2690Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The development of a facile method for the fabrication of breath figure (BF) films from hydrophobic polymers is gaining significant importance for their accessibility as templates in fields ranging from electronics and cell culturing to sensing and catalysis. By introducing polyester-based dendritic linkers, a library of micrometre sized honeycomb structures was successfully fabricated from amphiphilic linear-dendritic-linear hybrids comprising hydrophobic PCL or PLA and hydrophilic PEG blocks. From the array of produced films, the incorporation of a third generation dendritic linker was found to generate well-ordered honeycomb films in the several hundreds of micrometre range. This one component approach minimizes the number of unknown parameters and represents a fully reliable methodology for the fabrication of functional BFs from challenging and biocompatible polymers.

  • 10.
    Walter, Marie V.
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Simplifying the synthesis of dendrimers: accelerated approaches2012Inngår i: Chemical Society Reviews, ISSN 0306-0012, E-ISSN 1460-4744, Vol. 41, nr 13, s. 4593-4609Artikkel, forskningsoversikt (Fagfellevurdert)
    Abstract [en]

    Dendrimers are highly branched and monodisperse macromolecules that display an exact and large number of functional groups distributed with unprecedented control on the dendritic framework. Based on their globular structure, compared to linear polymers of the same molecular weight, dendrimers are foreseen to deliver extraordinary features for applications in areas such as cancer therapy, biosensors for diagnostics and light harvesting scaffolds. Of the large number of reports on dendrimer synthesis only a few have reached commercial availability. This limitation can be traced back to challenges in the synthetic paths including a large number of reaction steps required to obtain dendritic structures with desired features. Along with an increased number of reaction steps come not only increased waste of chemical and valuable starting materials but also an increased probability to introduce structural defects in the dendritic framework. This tutorial review briefly covers traditional growth approaches to dendrimers and mainly highlights accelerated approaches to dendrimers. A special focus capitalizes on the impact of the click chemistry concept on dendrimer synthesis and the promise it has to successfully accomplish highly sophisticated dendrimers, both traditional as well as heterofunctional, in a minimum number of chemical steps. It is clear that accelerated synthetic approaches are of greatest importance as these will encourage the scientific community to synthesize and access dendrimers for specific applications. The final goal of accelerated synthesis is to deliver economically justified dendritic materials for future applications without compromising the environmental perspective.

  • 11.
    Walter, Marie Valérie
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Cheval, Nicolas
    Liszka, Olimpia
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknik.
    Fahmi, Amir
    Hybrid One-Dimensional Nanostructures: One-Pot Preparation of Nanoparticle Chains via Directed Self-Assembly of in Situ Synthesized Discrete Au Nanoparticles2012Inngår i: Langmuir, ISSN 0743-7463, E-ISSN 1520-5827, Vol. 28, nr 14, s. 5947-5955Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The fabrication of well-defined one-dimensional (1D) arrays is becoming a challenge for the development of the next generation of advanced nanodevices. Herein, a simple concept is proposed for the in situ synthesis and self-assembly of gold nanoparticles (AuNPs) into ID arrays via a one-step process. The results demonstrated the formation of nanoparticle chains (NPC) with high aspect ratio based on discrete Au nanoparticles stabilized by short thiol ligands. A model was proposed to explain the self-assembly based on the investigation of several parameters such as pH, solvent, temperature, and nature of the ligand on the 1D assembly formation. Hydrogen bonding was identified as a key factor to direct the self-assembly of the hybrid organic inorganic nanomaterials into the well-defined 1D nanostructures. This simple and cost-effective concept could potentially be extended to the fabrication of a variety of hybrid 1D nanostructures possessing unique physical properties leading to a wide range of applications including catalysis, bionanotechnology, nanoelectronics, and photonics.

  • 12.
    Walter, Marie Valérie
    et al.
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknologi, Ytbehandlingsteknik.
    Pontus, Lundberg
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknologi, Ytbehandlingsteknik.
    Hult, Daniel
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknologi, Ytbehandlingsteknik.
    Hult, Anders
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknologi, Ytbehandlingsteknik.
    Malkoch, Michael
    KTH, Skolan för kemivetenskap (CHE), Fiber- och polymerteknologi, Ytbehandlingsteknik.
    Honeycomb films from amphiphilic linear-dendritic-linear hybrids: effect of branching and of the block lengthManuskript (preprint) (Annet vitenskapelig)
1 - 12 of 12
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  • ieee
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  • en-GB
  • en-US
  • fi-FI
  • nn-NO
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