Amphiphilic polymer conetworks derived from aqueous solutions for biocatalysis in organic solvents

Dech, Stephan; Wruk, Veronica; Fik, Christoph P.; Tiller, Joerg C.

doi:10.1016/j.polymer.2011.12.027

Cited by 58 publications

(40 citation statements)

References 42 publications

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“…It is noteworthy that incomplete crosslinking would affect the homogeneous formation of the conetworks and reduce mechanical properties. Generally, the sol fraction percentage below 10% indicates essentially complete crosslinking . As shown in Table , the sol fraction of each APCN below 7.6% indicates satisfactory control over the conetwork structure.…”

Section: Resultsmentioning

confidence: 94%

Novel Anti‐Biofouling Soft Contact Lens: l‐Cysteine Conjugated Amphiphilic Conetworks via RAFT and Thiol–Ene Click Chemistry

Zhang

Liu

Wang

et al. 2017

Macromolecular Bioscience

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A unique l-cysteine conjugated antifouling amphiphilic conetwork (APCN) is synthesized through end-crosslinking of well-defined triblock copolymers poly(allyl methacrylate)-b-poly(ethylene glycol)-b-poly(allyl methacrylate) via a combination of reversible addition-fragmentation chain transfer (RAFT) polymerization and thiol-ene "click" chemistry. The synthesized poly(ethylene glycol) macro-RAFT agent initiates the polymerization of allyl methacrylate in a controlled manner. The vinyl pendant groups of the precursor partially conjugate with l-cysteine and the rest fully crosslink with mercaptopropyl-containing siloxane via thiol-ene click chemistry under UV irradiation into APCNs, which show distinguished properties, that is, excellent biocompatibility, more than 39.6% water content, 101 barrers oxygen permeability, optimized mechanical properties, and more than 93% visible light transmittance. What's more, the resultant APCNs exhibit eminent resistance to protein adsorption, where the bovine serum albumin and lysozyme adsorption are decreased to 12 and 21 µg cm , respectively. The outstanding properties of APCNs depend on the RAFT controlled method, which precisely designs the hydrophilic/hydrophobic segments and eventually greatly improves the crosslinking efficiency and homogeneity. Meantime, the l-cysteine monolayer can effectively reduce the surface hydrophobicity and prevent protein adsorption, which exhibits the viability for antifouling surface over and under ophthalmic devices, suggesting a promising soft contact lens.

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Section: Resultsmentioning

confidence: 94%

Novel Anti‐Biofouling Soft Contact Lens: l‐Cysteine Conjugated Amphiphilic Conetworks via RAFT and Thiol–Ene Click Chemistry

Zhang

Liu

Wang

et al. 2017

Macromolecular Bioscience

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“…Recently, novel alpha,omegafunctionalized amphiphilic lipopolymers based on a proximal lipid moiety and hydrophilic poly(2-oxazoline) were used in asymmetric functionalized model lipid membranes for transmembrane transport and cell adhesion/recognition [52]. Amphiphilic co-networks composed of more hydrophilic poly(2-hydroxyethyl acrylate) and more hydrophobic, telechelic poly(2-ethyl-2-oxazoline) segments were prepared as free-standing membranes for entrapment of an enzyme molecule [53]. Amphiphilic miktoarm star copolymers containing cyclodextrin core can be used as nanocarriers in drug delivery but also in biocatalysis.…”

Section: Poly(2-oxazolines) As Materials For Biomedical Applicationsmentioning

confidence: 99%

Biocompatibility and Immunocompatibility Assessment of Poly(2-Oxazolines)

Kronek¹,

Paulovičová²,

Paulovičová³

et al. 2013

Practical Applications in Biomedical Engineering

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“…Low‐molecular‐weight gelators (LMWGs) can self‐assemble into fibers, rods, ribbons, or other aggregates of different morphologies in suitable liquids through hydrogen bonding, π–π stacking, London dispersion forces, and other types of van der Waals interactions, leading to the formation of 3D self‐assembled fibrillar networks (SAFINs) . To this end, there are several reports on the development of amino acid/peptide‐based LMWGs capable of immobilizing water and organic solvents, which results in the formation of hydrogels and organogels, respectively . However, chemists have continuously indulged in the synthesis of simple precursors, categorized as ambidextrous gelators (AGs), which can simultaneously act as both low‐molecular‐weight hydrogelators and organogelators .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a Low‐Molecular‐Weight Fluorescent Ambidextrous Gelator: Development of Graphene‐ and Graphene‐Oxide‐Included Gel Nanocomposites

Mandal

Das

2015

ChemPlusChem

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Low‐molecular‐weight fluorescent supramolecular ambidextrous gelators have drawn enormous attention owing to their ever‐increasing number of potential applications. In this study, we synthesized a low‐molecular‐weight fluorescent ambidextrous gelator consisting of hydrophobic pyrenebutyric acid moieties at the N termini of a central l‐lysine, and an ethyleneoxy unit coupled with 1‐(3‐aminopropyl)imidazole via a succinic acid linker as a hydrophilic moiety at the C terminus. This compound showed efficient hydrogelation and organogelation, having minimum gelation concentrations of 0.5 % (w/v) in a DMSO/water mixture (1:4 v/v) and 0.2 % (w/v) in nitrobenzene. The presence of the pyrene moieties in the structure rendered the ambidextrous gelator fluorescent. Significant amounts of both graphene oxide and reduced graphene oxide were included within these gels to form a stable soft nanohybrid. Hydrogen bonding, π–π stacking and van der Waals interactions are the key factors for self‐assembly leading to gelation. The complementary interactions between the π‐electronic surface of 2D graphene sheet and the aromatic pyrene moieties of the gelator play key roles in the inclusion of the nanomaterials into the gels. The inclusion of carbon nanomaterials within the gels resulted in a notable improvement in the stiffness of the soft nanocomposites compared to native gels. The native gels and soft nanocomposites have shear thinning properties and are thixotropic in nature.

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Amphiphilic polymer conetworks derived from aqueous solutions for biocatalysis in organic solvents

Cited by 58 publications

References 42 publications

Novel Anti‐Biofouling Soft Contact Lens: l‐Cysteine Conjugated Amphiphilic Conetworks via RAFT and Thiol–Ene Click Chemistry

Novel Anti‐Biofouling Soft Contact Lens: l‐Cysteine Conjugated Amphiphilic Conetworks via RAFT and Thiol–Ene Click Chemistry

Biocompatibility and Immunocompatibility Assessment of Poly(2-Oxazolines)

Synthesis of a Low‐Molecular‐Weight Fluorescent Ambidextrous Gelator: Development of Graphene‐ and Graphene‐Oxide‐Included Gel Nanocomposites

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