Efficient Conversion of Inert Nitriles to Multifunctional Poly(5-amino-1,2,3-triazole)s via Regioselective Click Polymerization with Azide Monomers under Ambient Conditions

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(10), P. 6652 - 6664

Published: Feb. 29, 2024

Nitrile compounds are abundant, stable, cheap, and readily available natural chemical industrial sources. However, the efficient conversion of nitrile monomers to functional polymers is mostly limited due their inert reactivity, developing polymerizations based on under very mild conditions still a big challenge. In this work, facile powerful base-catalyzed acetonitrile-azide click polymerization was successfully established ambient conditions. This also enjoys merits short reaction time (15 min), 100% atom economy, transition-metal-free catalyst system, regioselectivity. A series poly(5-amino-1,2,3-triazole)s (PATAs) with high weight-average molecular weights (Mw, up 204,000) were produced in excellent yields (up 99%). The PATAs containing tetraphenylethene (TPE) moieties exhibit unique aggregation-induced emission (AIE) characteristics, which could be used sensitively detect Fe(III) ions low limit detection (1.205 × 10–7 M) specifically image lysosomes living cells. Notably, facilely post-modified primary amino groups polymer chains even through one-pot tandem reaction. Thus, work not only establishes new convert stable nitriles but generates versatile properties for diverse applications.

Language: Английский

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Chitosan based fluorescent interpenetrating network polymeric probes for the sensitive detection and efficient removal of Hg+ ions

Carbohydrate Polymers, Journal Year: 2025, Volume and Issue: unknown, P. 123624 - 123624

Published: April 1, 2025

Language: Английский

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Water‐Involved Carbon‐Nitrogen Triple‐Bond Monomer Based Polymerization toward Processable Functional Polyamides under Ambient Conditions

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(44)

Published: Aug. 6, 2024

Polyamide plays a pivotal role in engineering thermoplastics. Constrained by the harsh conditions and arduous procedures for its industrial synthesis, developing facile synthesis of polyamides is still challengeable holds profound significance. Herein, we successfully utilized water as one monomers to synthesize functional under ambient conditions. A powerful multicomponent polymerization water, isocyanides, chlorooximes was established phosphate-buffered saline. Soluble thermally stable with high weight-average molecular weights (up 53 900) were obtained excellent yields 95 %). The exhibits unique polymerization-induced emission characteristics, converting non-emissive into unconventional emissive polymers. Notably, resultant could undergo effective post-modification via hydroxyl-yne click reaction. By incorporating various groups polyamide, color be fine-tuned from blue green red. Remarkably, refractive index (n) polyamide at 589 nm increased 1.6173 1.7227 Δn unprecedentedly 0.1054 non-heavy atom-containing polymers after post-modification, micron-thick films exhibited transparency visible region. Thus, this work not only establishes toward novel but also opens up an avenue their versatile functionalization.

Language: Английский

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Water‐Involved Carbon‐Nitrogen Triple‐Bond Monomer Based Polymerization toward Processable Functional Polyamides under Ambient Conditions

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(44)

Published: Aug. 6, 2024

Abstract Polyamide plays a pivotal role in engineering thermoplastics. Constrained by the harsh conditions and arduous procedures for its industrial synthesis, developing facile synthesis of polyamides is still challengeable holds profound significance. Herein, we successfully utilized water as one monomers to synthesize functional under ambient conditions. A powerful multicomponent polymerization water, isocyanides, chlorooximes was established phosphate‐buffered saline. Soluble thermally stable with high weight‐average molecular weights (up 53 900) were obtained excellent yields 95 %). The exhibits unique polymerization‐induced emission characteristics, converting non‐emissive into unconventional emissive polymers. Notably, resultant could undergo effective post‐modification via hydroxyl‐yne click reaction. By incorporating various groups polyamide, color be fine‐tuned from blue green red. Remarkably, refractive index ( n ) polyamide at 589 nm increased 1.6173 1.7227 Δ unprecedentedly 0.1054 non‐heavy atom‐containing polymers after post‐modification, micron‐thick films exhibited transparency visible region. Thus, this work not only establishes toward novel but also opens up an avenue their versatile functionalization.

Language: Английский

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Photoluminescence of Tetra(benzimidazole)phenylethene Derivatives and Their Carbene Metallacycles in Aggregates and Langmuir–Blodgett Films

Langmuir, Journal Year: 2024, Volume and Issue: 40(45), P. 23632 - 23644

Published: Oct. 30, 2024

Molecular structure, external stimuli, and environmental factors all have a strong effect on the internal molecular rotation vibration of aggregate-induced emission (AIE) luminogens. Here, we report AIE for several newly synthesized amphiphilic tetra(benzimidazole)phenylethene (TBiPE) derivatives their binuclear N-heterocyclic carbene silver (NHC-Ag) metallacycles in solutions, aggregates, Langmuir–Blodgett (LB) films. Monolayer behaviors microscopic images indicate that introducing alkyl chains NHC-Ag can facilitate formation well-defined insoluble monomolecular layer at air–water interface. Absorption luminescence spectral features suggest both TBiPEs' cyclization structure provide additional driving forces to restrict motion tetraphenylethene (TPE) unit, thus enhancing effects. Further, stimuli such as poor solvent addition LB film deposition also play important roles photoluminescent intensity, maximum wavelength, lifetime. These result around 30–40 nm blue-shift wavelength 2–3 times shorter luminescent phenomena be attributed reason nonradiative energy transfer efficiency is weakened because enhanced hydrophobic interaction metal–carbene coordination well closely packed arrangement AIEgens films; consequently, radiation increased.

Language: Английский

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