N-Amino Norbornene Imides as Scalable Monomers for Living Ring-Opening Metathesis Polymerization

IF 5.1 Q1 POLYMER SCIENCE

ACS Macro Letters Pub Date : 2025-03-06 DOI:10.1021/acsmacrolett.5c00032

Ijaj Ahmed, Indradip Mandal, Rafael V. M. Freire, Aurelien Crochet, Stefan Salentinig, Andreas F. M. Kilbinger

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引用次数: 0

Abstract

Ring-opening metathesis polymerization (ROMP) is a well-established polymerization method that uses strained cyclic olefins to produce polymers with controlled molecular weight and dispersity suitable for aggregation in solution, leading to polymerization induced self-assembly (PISA). Herein, we report new norbornene-based monomers for the living ROMP that were synthesized on the multigram scale (20 g) starting from cis-5-norbornene-exo-2,3-dicarboxylic anhydride and hydrazine. Upon further reaction with carboxylic acid chlorides, non-hydrogen-bond-forming derivatives could be obtained. In the presence of Grubbs third generation catalyst (G3), the synthesized monomers could be polymerized to produce well-defined polymers with controlled molecular weights (M_n) and narrow dispersities (Đ). Furthermore, amphiphilic block copolymers were synthesized using a combination of acylated and nonacylated monomers, and the PISA behavior was investigated using dynamic light scattering (DLS). We believe that the self-assembly of the copolymers derived from the new norbornene-based monomers via the living ROMP method described here could be useful for developing advanced functional nanomaterials with various morphologies.

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来源期刊

ACS Macro Letters 化学-

CiteScore

10.40

自引率

3.40%

发文量

209

审稿时长

1 months

期刊介绍： ACS Macro Letters publishes research in all areas of contemporary soft matter science in which macromolecules play a key role, including nanotechnology, self-assembly, supramolecular chemistry, biomaterials, energy generation and storage, and renewable/sustainable materials. Submissions to ACS Macro Letters should justify clearly the rapid disclosure of the key elements of the study. The scope of the journal includes high-impact research of broad interest in all areas of polymer science and engineering, including cross-disciplinary research that interfaces with polymer science. With the launch of ACS Macro Letters, all Communications that were formerly published in Macromolecules and Biomacromolecules will be published as Letters in ACS Macro Letters.