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• W2973670442 endingPage "1274" @default.
• W2973670442 startingPage "1268" @default.
• W2973670442 abstract "Polyorthoesters are generally considered to be highly biocompatible, surface-eroding materials. However, sensitive intermediates and poor mechanical performance have largely prevented their widespread application to date. Herein, a simple and versatile method to synthesize orthoester- and acetal-based polymers is presented. Using 2-methylene-1,3-dioxe-5-pene as a stable bifunctional monomer, sequential highly selective click reactions led initially to the formation of orthoesters (OE) in a Markovnikov alcohol addition or acetals via anti-Markovnikov thiol-ene addition. Subsequent photoinitiated thiol addition onto the remaining endocyclic and backbone alkene functionalities lead to thioether formation to produce a class of poly(orthoester-thioether)s or poly(acetal-thioether)s via a step-growth polymerization. While all obtained polymers were found to possess a weight-average molecular weight of above 10 kg·mol-1, the application of an OE monomer with additional double bond functionality led to a cross-linked polymer network which displayed surface-erosion behavior." @default.
• W2973670442 created "2019-09-26" @default.
• W2973670442 creator A5030433677 @default.
• W2973670442 creator A5078990969 @default.
• W2973670442 date "2019-09-17" @default.
• W2973670442 modified "2023-10-11" @default.
• W2973670442 title "Synthesis of Rapidly Surface Eroding Polyorthoesters and Polyacetals Using Thiol–ene Click Chemistry" @default.
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• W2973670442 doi "https://doi.org/10.1021/acsmacrolett.9b00463" @default.
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• W2973670442 hasPublicationYear "2019" @default.
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