Dataset Information

New Functional Polymer Materials via Click Chemistry-Based Modification of Cellulose Acetate.

ABSTRACT: Cellulose acetate (CA) was partially acrylated, and the resulting cellulose acetate acrylate (acryl-substitution degree of 0.2) underwent quantitative thio-Michael click reactions with various thiols. A toolbox of functional CA polymers was obtained in this way, and their properties were studied. The modification with fatty alkyl thiols led to hydrophobic materials with large water drop contact angles. Octadecylthio-, butoxycarbonylpropylthio-, and furanylthio-modifications formed highly transparent materials. The new derivative CAASFur disintegrated completely under industrial composting conditions. Films of modified CA polymers were cast and investigated in terms of barrier properties. The nanocomposite of CAAS18 compounded with a synthetic layered silicate (hectorite) of a large aspect ratio showed permeabilities as low as 0.09 g mm m^-2 day^-1 for water vapor and 0.16 cm³ mm m^-2 day^-1 atm^-1 for oxygen. This portfolio of functional CA polymers opens the door to new applications.

SUBMITTER: Rohrl M

PROVIDER: S-EPMC10034841 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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New Functional Polymer Materials via Click Chemistry-Based Modification of Cellulose Acetate.

Röhrl Maximilian M Ködel Justus F JF Timmins Renee L RL Callsen Christoph C Aksit Merve M Fink Michael F MF Seibt Sebastian S Weidinger Andy A Battagliarin Glauco G Ruckdäschel Holger H Schobert Rainer R Breu Josef J Biersack Bernhard B

ACS omega 20230309 11

Cellulose acetate (CA) was partially acrylated, and the resulting cellulose acetate acrylate (acryl-substitution degree of 0.2) underwent quantitative thio-Michael click reactions with various thiols. A toolbox of functional CA polymers was obtained in this way, and their properties were studied. The modification with fatty alkyl thiols led to hydrophobic materials with large water drop contact angles. Octadecylthio-, butoxycarbonylpropylthio-, and furanylthio-modifications formed highly transpa ...[more]

PMID: 36969451

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Project description:Dynamic covalent chemistry has been exploited to prepare numerous examples of adaptable polymeric materials that exhibit unique properties. Herein, the chemical adsorption of aldehyde-functional diblock copolymer spherical nanoparticles onto amine-functionalized surface-grafted polymer brushes via dynamic Schiff base chemistry is demonstrated. Initially, a series of cis-diol-functional sterically-stabilized spheres of 30-250 nm diameter were prepared via reversible addition-fragmentation chain transfer (RAFT) aqueous dispersion polymerization. The pendent cis-diol groups within the steric stabilizer chains of these precursor nanoparticles were then oxidized using sodium periodate to produce the corresponding aldehyde-functional spheres. Similarly, hydrophilic cis-diol-functionalized methacrylic brushes grafted from a planar silicon surface using activators regenerated by electron transfer atom transfer radical polymerization (ARGET ATRP) were selectively oxidized to generate the corresponding aldehyde-functional brushes. Ellipsometry and X-ray photoelectron spectroscopy were used to confirm brush oxidation, while scanning electron microscopy studies demonstrated that the nanoparticles did not adsorb onto a cis-diol-functional precursor brush. Subsequently, the aldehyde-functional brushes were treated with excess small-molecule diamine, and the resulting imine linkages were converted into secondary amine bonds via reductive amination. The resulting primary amine-functionalized brushes formed multiple dynamic imine bonds with the aldehyde-functional diblock copolymer spheres, leading to a mean surface coverage of approximately 0.33 on the upper brush layer surface, regardless of the nanoparticle size. Friction force microscopy studies of the resulting nanoparticle-decorated brushes enabled calculation of friction coefficients, which were compared to that measured for the bare aldehyde-functional brush. Friction coefficients were reasonably consistent across all surfaces except when particle size was comparable to the size of the probe tip. In this case, differences were ascribed to an increase in contact area between the tip and the brush-nanoparticle layer. This new model system enhances our understanding of nanoparticle adsorption onto hydrophilic brush layers.

Dataset Information

New Functional Polymer Materials via Click Chemistry-Based Modification of Cellulose Acetate.

Publications

New Functional Polymer Materials via Click Chemistry-Based Modification of Cellulose Acetate.

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