Litcius/Paper detail

Damage and Repair in Informational Poly(<i>N</i>‐substituted urethane)s

Tathagata Mondal, Laurence Charles, Jean‐François Lutz

2020Angewandte Chemie International Edition36 citationsDOIOpen Access PDF

Abstract

The degradation and repair of uniform sequence-defined poly(N-substituted urethane)s was studied. Polymers containing an ω-OH end-group and only ethyl carbamate main-chain repeat units rapidly degrade in NaOH solution through an ω→α depolymerization mechanism with no apparent sign of random chain cleavage. The degradation mechanism is not notably affected by the nature of the side-chain N-substituents and took place for all studied sequences. On the other hand, depolymerization is significantly influenced by the molecular structure of the main-chain repeat units. For instance, hexyl carbamate main-chain motifs block unzipping and can therefore be used to control the degradation of specific sequence sections. Interestingly, the partially degraded polymers can also be repaired; for example by using a combination of N,N'-disuccinimidyl carbonate with a secondary amine building-block. Overall, these findings open up interesting new avenues for chain-healing and sequence editing.

Topics & Concepts

DepolymerizationDegradation (telecommunications)PolymerCarbamateSequence (biology)Chain (unit)ChemistryPolymer chemistrySide chainAmine gas treatingCleavage (geology)Block (permutation group theory)Materials scienceOrganic chemistryMathematicsBiochemistryComputer scienceComposite materialPhysicsFracture (geology)TelecommunicationsGeometryAstronomyChemical Synthesis and AnalysisPhotochromic and Fluorescence ChemistryPolymer composites and self-healing