Chemoselective Synthesis of Uniform Sequence-Coded Polyurethanes and Their Use as Molecular Tags

Ufuk Saim Gunay, Benoît Eric Petit, Denise Karamessini, Abdelaziz Al Ouahabi, Jean Arthur Amalian, Christophe Chendo, Michel Bouquey, Didier Gigmes, Laurence Charles*, Jean François Lutz

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

105 Citations (Scopus)

Abstract

Polyurethanes (PUs) constitute a popular class of plastic materials with a wide range of applications in construction, coatings, and the automotive industry. PUs are usually synthesized by step-growth polymerization and, therefore, exhibit non-uniform molecular structures. Here, we show that uniform PUs can be prepared by a facile chemoselective multistep-growth approach. This strategy permits precise control of the chain lengths of the PUs formed and their primary structure, thus making the preparation of coded monomer sequences possible. Furthermore, it was found that these polymers are remarkably easy to analyze by tandem mass spectrometry sequencing. Thus, these precision polymers can potentially be used as molecular barcodes in various applications. As a proof of concept, their use as anti-counterfeiting tags for identification of materials is reported here.

Original languageEnglish
Pages (from-to)114-126
Number of pages13
JournalChem
Volume1
Issue number1
DOIs
Publication statusPublished - 1 Dec 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Inc.

Funding

J.F.L. thanks the H2020 program of the European Union (project Euro-Sequences, H2020-MSCA-ITN-2014, grant agreement no. 642083), the Cluster of Excellence Chemistry of Complex Systems (LabEx CSC), and the CNRS for financial support. The PhD positions of D.K. and B.E.P. are supported by the ITN Euro-Sequences and LabEX CSC, respectively. The doctoral visit in Strasbourg of U.S.G. was supported by the Scientific and Technological Research Council of Turkey (TUBITAK 2214-A Program). L.C. acknowledges support from Spectropole, the Analytical Facility of Aix-Marseille University, for allowing special access to instruments purchased with European funding (FEDER OBJ2142-3341). The experimental results of this publication were also obtained with the help of the Polymer Characterization Platform of the Institut Charles Sadron. The authors also thank Mélanie Legros, Huseyin Dogan, and Catherine Foussat for the SEC and TGA measurements and Thomas Hermans (Université de Strasbourg) for providing access to the 3D printer.

FundersFunder number
Cluster of Excellence Chemistry of Complex Systems
ITN Euro-Sequences
Institut Charles Sadron
Horizon 2020 Framework Programme642083
European CommissionH2020-MSCA-ITN-2014
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu
Centre National de la Recherche Scientifique
European Regional Development FundOBJ2142-3341
LabEx Chimie des Systèmes Complexes

    Keywords

    • SDG12: Responsible consumption and production
    • SDG9: Industry, innovation, and infrastructure

    Fingerprint

    Dive into the research topics of 'Chemoselective Synthesis of Uniform Sequence-Coded Polyurethanes and Their Use as Molecular Tags'. Together they form a unique fingerprint.

    Cite this