scholarly journals Emulsion-templated synthetic polypeptide scaffolds prepared by ring-opening polymerization of N-carboxyanhydrides

2020 ◽  
Vol 11 (26) ◽  
pp. 4260-4270 ◽  
Author(s):  
Ozgun Can Onder ◽  
Petra Utroša ◽  
Simon Caserman ◽  
Marjetka Podobnik ◽  
Magda Tušek Žnidarič ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Polymerization ◽  
High Internal Phase Emulsion ◽  
Internal Phase ◽  
Synthetic Polypeptides ◽  
Synthetic Polypeptide

Ring-opening polymerization of N-carboxyanhydrides was performed in oil-in-oil high internal phase emulsion to obtain well-defined macroporous synthetic polypeptides.

High Internal Phase Emulsion Ring-Opening Polymerization of Pentadecanolide: Strategy to Obtain Porous Scaffolds in a Single Step

2016 ◽  
Vol 217 (15) ◽  
pp. 1752-1758 ◽  
Author(s):  
Esha Sharma ◽  
Archana Samanta ◽  
Jit Pal ◽  
Supreet S. Bahga ◽  
Bhanu Nandan ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Polymerization ◽  
Single Step ◽  
Porous Scaffolds ◽  
High Internal Phase Emulsion ◽  
Internal Phase

scholarly journals A Natural Rubber Waste Derived Surfactant for High Internal Phase Emulsion Templating of Poly(dicyclopentadiene)

2021 ◽  
Author(s):  
Viktor Schallert ◽  
Christian Slugovc
Keyword(s):  
Natural Rubber ◽  
Ring Opening ◽  
Ester Group ◽  
Ionic Surfactants ◽  
Ionic Surfactant ◽  
High Internal Phase Emulsion ◽  
Cross Metathesis ◽  
Rubber Waste ◽  
Internal Phase ◽  
Emulsion Templating

The use of a surfactant derived from the degradation of natural rubber gloves via cross-metathesis with methyl acrylate and subsequent saponification of the ester group for the stabilization of water in dicyclopentadiene high internal phase emulsions is described. The versatility of the resulting high internal phase emulsion was demonstrated by polymerizing the continuous dicyclopentadiene phase via Ring-opening Metathesis Polymerization yielding macroporous poly(dicyclopentadiene) foams with a porosity of 82 %. The use of the ionic surfactant allows for the preparation of foams, which are resistant to absorb water. This property was hitherto not accessible with protocols involving the use of non-ionic surfactants commonly employed in emulsion templating of polymers.<br>

scholarly journals A Natural Rubber Waste Derived Surfactant for High Internal Phase Emulsion Templating of Poly(dicyclopentadiene)

2021 ◽  
Author(s):  
Viktor Schallert ◽  
Christian Slugovc
Keyword(s):  
Natural Rubber ◽  
Ring Opening ◽  
Ester Group ◽  
Ionic Surfactants ◽  
Ionic Surfactant ◽  
High Internal Phase Emulsion ◽  
Cross Metathesis ◽  
Rubber Waste ◽  
Internal Phase ◽  
Emulsion Templating

The use of a surfactant derived from the degradation of natural rubber gloves via cross-metathesis with methyl acrylate and subsequent saponification of the ester group for the stabilization of water in dicyclopentadiene high internal phase emulsions is described. The versatility of the resulting high internal phase emulsion was demonstrated by polymerizing the continuous dicyclopentadiene phase via Ring-opening Metathesis Polymerization yielding macroporous poly(dicyclopentadiene) foams with a porosity of 82 %. The use of the ionic surfactant allows for the preparation of foams, which are resistant to absorb water. This property was hitherto not accessible with protocols involving the use of non-ionic surfactants commonly employed in emulsion templating of polymers.<br>

A Robust, Open-Flask, Moisture-Tolerant, and Scalable Route to Unprotected α/β-Amino Acid N-Carboxyanhydrides

2020 ◽  
Author(s):  
Zi-You Tian ◽  
HUA LU
Keyword(s):  
Amino Acid ◽  
Functional Groups ◽  
Ring Opening ◽  
Biomedical Applications ◽  
Functional Group ◽  
Ring Opening Polymerization ◽  
High Yield ◽  
Synthetic Polypeptides ◽  
Acid Catalyzed ◽  
Hydroxyl Acid

Synthetic polypeptides, commonly prepared by the ring-opening polymerization (ROP) of amino acid N-carboxyanhydrides (NCA), are a family of biomimetic materials with vast biomedical applications. A great hurdle in the pro-duction of synthetic polypeptides is the synthesis of NCA, which requires ultra-dry solvents, Schlenk line/gloveboxes, and the protection of sidechain functional groups. Herein, we report a robust and scalable new method for the production of unpro-tected NCA monomers in air and under moisture. The method employs propylene oxide or epichlorohydrin as an inexpensive and ultra-fast scavenger of hydrogen chloride to prevent NCA from acid-catalyzed decomposition under moist conditions. The broad scope and outstanding functional group tolerance of the method are demonstrated by the successful synthesis of more than 30 different NCAs, including many otherwise inaccessible compounds with reactive functional groups (e.g. hy-droxyl, thiol, and carboxylic acid), at high yield and up to ten-gram scale. The scope of the method can be further extended to various α-hydroxyl acid O-carboxyanhydrides (OCA) and β-amino acid NCAs (βNCA). Given these merits, our strategy holds great potential for revolutionizing the synthesis of NCA and polypeptides, and dramatically expanding the industrial application of synthetic polypeptides

scholarly journals The Effects of Enhancing the Crosslinking Degree in High Internal Phase Emulsion Templated Poly(dicyclopentadiene) Cured by Ring-Opening Metathesis Polymerization by a Crosslinking Comonomer

2019 ◽  
Author(s):  
Efthymia Vakalopoulou ◽  
Christian Slugovc
Keyword(s):  
Mechanical Properties ◽  
Ring Opening ◽  
Morphological Characteristics ◽  
Ring Opening Metathesis Polymerization ◽  
Crosslinking Degree ◽  
High Internal Phase Emulsion ◽  
Metathesis Polymerization ◽  
Internal Phase ◽  
Comonomer Content

The effect of enhancing the crosslinking degree in polyHIPEs made from dicyclopentadiene by additionally using a crosslinking comonomer is described. Foams of 80% porosity with 10-40 w% comonomer content in the continous phase are prepared and show similar porosities and morphological characteristics as foams prepared with dicyclopentadiene alone. Assessing the mechanical properties reveals that the ductility is decreasing while the stiffness of the samples is increasing with increasing comonomer content. The foams containing the crosslinking comonomer take up at least five fold mass of toluene therby swelling to at least 30 v%. Upon drying of the swollen specimens, their initial shap and porosity are recovered. This feature distinguishes them from polyHIPEs made from dicyclopentadiene only.<br>

scholarly journals The Effects of Enhancing the Crosslinking Degree in High Internal Phase Emulsion Templated Poly(dicyclopentadiene) Cured by Ring-Opening Metathesis Polymerization by a Crosslinking Comonomer

2019 ◽  
Author(s):  
Efthymia Vakalopoulou ◽  
Christian Slugovc
Keyword(s):  
Mechanical Properties ◽  
Ring Opening ◽  
Morphological Characteristics ◽  
Ring Opening Metathesis Polymerization ◽  
Crosslinking Degree ◽  
High Internal Phase Emulsion ◽  
Metathesis Polymerization ◽  
Internal Phase ◽  
Comonomer Content

The effect of enhancing the crosslinking degree in polyHIPEs made from dicyclopentadiene by additionally using a crosslinking comonomer is described. Foams of 80% porosity with 10-40 w% comonomer content in the continous phase are prepared and show similar porosities and morphological characteristics as foams prepared with dicyclopentadiene alone. Assessing the mechanical properties reveals that the ductility is decreasing while the stiffness of the samples is increasing with increasing comonomer content. The foams containing the crosslinking comonomer take up at least five fold mass of toluene therby swelling to at least 30 v%. Upon drying of the swollen specimens, their initial shap and porosity are recovered. This feature distinguishes them from polyHIPEs made from dicyclopentadiene only.<br>

scholarly journals A Robust, Open-Flask, Moisture-Tolerant, and Scalable Route to Unprotected α/β-Amino Acid N-Carboxyanhydrides

2020 ◽  
Author(s):  
Zi-You Tian ◽  
HUA LU
Keyword(s):  
Amino Acid ◽  
Functional Groups ◽  
Ring Opening ◽  
Biomedical Applications ◽  
Functional Group ◽  
Ring Opening Polymerization ◽  
High Yield ◽  
Synthetic Polypeptides ◽  
Acid Catalyzed ◽  
Hydroxyl Acid

Synthetic polypeptides, commonly prepared by the ring-opening polymerization (ROP) of amino acid N-carboxyanhydrides (NCA), are a family of biomimetic materials with vast biomedical applications. A great hurdle in the pro-duction of synthetic polypeptides is the synthesis of NCA, which requires ultra-dry solvents, Schlenk line/gloveboxes, and the protection of sidechain functional groups. Herein, we report a robust and scalable new method for the production of unpro-tected NCA monomers in air and under moisture. The method employs propylene oxide or epichlorohydrin as an inexpensive and ultra-fast scavenger of hydrogen chloride to prevent NCA from acid-catalyzed decomposition under moist conditions. The broad scope and outstanding functional group tolerance of the method are demonstrated by the successful synthesis of more than 30 different NCAs, including many otherwise inaccessible compounds with reactive functional groups (e.g. hy-droxyl, thiol, and carboxylic acid), at high yield and up to ten-gram scale. The scope of the method can be further extended to various α-hydroxyl acid O-carboxyanhydrides (OCA) and β-amino acid NCAs (βNCA). Given these merits, our strategy holds great potential for revolutionizing the synthesis of NCA and polypeptides, and dramatically expanding the industrial application of synthetic polypeptides

A Recommender System for Inverse Design of Polycarbonates and Polyesters

2020 ◽  
Author(s):  
Nathaniel Park ◽  
Dmitry Yu. Zubarev ◽  
James L. Hedrick ◽  
Vivien Kiyek ◽  
Christiaan Corbet ◽  
...  
Keyword(s):  
Ring Opening ◽  
High Performance ◽  
Recommendation System ◽  
Polymeric Materials ◽  
Monomer Conversion ◽  
Design Strategy ◽  
Ring Opening Polymerization ◽  
Inverse Design ◽  
False Negatives ◽  
Accelerate Development

The convergence of artificial intelligence and machine learning with material science holds significant promise to rapidly accelerate development timelines of new high-performance polymeric materials. Within this context, we report an inverse design strategy for polycarbonate and polyester discovery based on a recommendation system that proposes polymerization experiments that are likely to produce materials with targeted properties. Following recommendations of the system driven by the historical ring-opening polymerization results, we carried out experiments targeting specific ranges of monomer conversion and dispersity of the polymers obtained from cyclic lactones and carbonates. The results of the experiments were in close agreement with the recommendation targets with few false negatives or positives obtained for each class.<br>

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