Isocyanoacetate‐Aldehyde Polymerization: A Facile Tool toward Functional Oxazoline‐Containing Polymers. Issue 12 (28th May 2020)

• Record Type: Journal Article
• Authors: Cheng, Tianyu; Chen, Yizhao; Ding, Jie; Qin, Anjun; Tang, Ben Zhong
• Is Part Of: Macromolecular rapid communications. Volume 41:Issue 12(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2020-05-28
• Subjects: aggregation‐induced emission -- isocyanides -- metal ion detection -- oxazoline‐containing polymers -- polymerization; Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.202000179
• Languages: English
• ISSNs: 1022-1336

Abstract

Abstract: As an important nitrogen source, isocyanides have been involved in numerous organic reactions. As a result, many complicated compounds have been successfully synthesized through isocyanide chemistry. However, compared with its popular research in organic reactions, the application of isocyanides in polymerization is less investigated. In this work, a new polymerization based on isocyanide monomers is established. By simply mixing diisocyanoacetates and dialdehydes in the presence of a catalytic system of CuCl/PPh3 /organobase in dichloromethane at room temperature readily produces soluble and thermally stable oxazoline‐containing polymers with moderate weight‐averaged molecular weights ( M w up to 11 200) in excellent yields (up to 97%) after 6 h. Furthermore, introducing the tetraphenylethene moiety into the main chains endows the resultant polymers with aggregation‐induced emission, which can function as fluorescent probes for Fe 3+ ion detection with high sensitivity and selectivity. This work not only enriches the family of isocyanide‐based polymerizations but also provides an efficient tool for the preparation of functional heterocycle‐containing polymers. Abstract : A new polymerization based on isocyanide monomers is established. Soluble oxazoline‐containing polymers with moderate weight‐average molecular weights are produced in excellent yields under mild reaction conditions. Moreover, the tetraphenylethene‐containing polymers feature aggregation‐induced emission characteristics, and their aggregates can be used to detect Fe 3+ ions with high sensitivity and excellent selectivity .