Visible Light Induced Degradation of Poly(methyl methacrylate‐co‐methyl α‐chloro acrylate) Copolymer at Ambient Temperature DOI
Zeynep Arslan, Hüseyin Cem Kılıçlar, Yusuf Yağcı

et al.

Macromolecular Rapid Communications, Journal Year: 2023, Volume and Issue: 44(9)

Published: March 21, 2023

Poly(methyl methacrylate) (PMMA) is a well-known and widely used commodity plastic. High production amount of PMMA causes excessive waste creation that highlights the necessity recycling. Conventional recycling methods require elevated temperatures to induce degradation or depolymerization. In this work, visible light induced photodegradation system by using dimanganese decacarbonyl (Mn2 (CO)10 ) with high halogen affinity reported. Halide functional photodegradable polymers are prepared copolymerization methyl methacrylate α-chloroacrylate conventional reversible addition-fragmentation chain-transfer polymerization. Synthesized copolymers efficiently degraded low molecular weight oligomers under irradiation in presence Mn2 . Characteristics precursors, polymers, kinetics depolymerization investigated gel permeation chromatography (GPC), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), Fourrier transform infrared (FTIR), proton nuclear magnetic resonance (1 H-NMR) spectroscopies. The reported approach expected trigger further development more environmentally friendly techniques near future as we moving toward greener sustainable world.

Language: Английский

Kinetically-driven reactivity of sulfinylamines enables direct conversion of carboxylic acids to sulfinamides DOI Creative Commons
Hang T. Dang,

Arka Porey,

Sachchida Nand

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 14(46), P. 13384 - 13391

Published: Jan. 1, 2023

Sulfinamides are some of the most centrally important four-valent sulfur compounds that serve as critical entry points to an array emergent medicinal functional groups, molecular tools for bioconjugation, and synthetic intermediates including sulfoximines, sulfonimidamides, sulfonimidoyl halides, well a wide range other S(iv) S(vi) functionalities. Yet, accessible chemical space sulfinamides remains limited, approaches largely confined two-electron nucleophilic substitution reactions. We report herein direct radical-mediated decarboxylative sulfinamidation first time enables access from broad structurally diverse carboxylic acids. Our studies show formation prevails despite inherent thermodynamic preference radical addition nitrogen atom, while machine learning-derived model facilitates prediction reaction efficiency based on computationally generated descriptors underlying reactivity.

Language: Английский

Citations

17

Dual Acridine/Decatungstate Photocatalysis for the Decarboxylative Radical Addition of Carboxylic Acids to Azomethines DOI

Zakhar M. Rubanov,

Vitalij V. Levin, Alexander D. Dilman

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3174 - 3178

Published: April 8, 2024

A concept for the dual use of acridine and tetrabutylammonium decatungstate photocatalysts in reactions carboxylic acids is proposed. Imines generated situ from aldehydes p-methoxyaniline, as well other azomethines, were used radical acceptors. The role believed to facilitate turnover photocatalyst by means hydrogen atom transfer.

Language: Английский

Citations

8

Acridine photocatalysis enables tricomponent direct decarboxylative amine construction DOI Creative Commons
Xianwei Sui, Hang T. Dang,

Arka Porey

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(25), P. 9582 - 9590

Published: Jan. 1, 2024

Diverse amines and amino acids are now readily accessed from carboxylic acids, aldehydes, amine precursors in a direct decarboxylative reaction enabled by homogeneous triple catalytic system based on acridine photocatalysis.

Language: Английский

Citations

8

Mechanochemical Backbone Editing for Controlled Degradation of Vinyl Polymers DOI
Zhuang Li, Xiaohui Zhang, Yajun Zhao

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(33)

Published: May 27, 2024

The chemically inert nature of fully saturated hydrocarbon backbones endows vinyl polymers with desirable durability, but it also leads to their significant environmental persistence. Enhancing the sustainability these materials requires a pivotal yet challenging shift: transforming backbone into one that is degradable. Here, we present versatile platform for mechanochemically editing towards degradable polymer chains by integrating cyclobutene-fused succinimide (CBS) units along through photo-iniferter reversible addition-fragmentation chain-transfer (RAFT) copolymerization. Significantly, evenly insertion CBS does not compromise thermal or chemical stability rather offers means adjust properties polymethylacrylate (PMA). Meanwhile, reactive acyclic imide can be selectively introduced mechanochemical activation (pulse ultrasonication ball-milling grinding) when required. Subsequent hydrolysis groups enables efficient degradation, yielding telechelic oligomers. This approach holds promise inspiring design and modification more environmentally friendly editing.

Language: Английский

Citations

8

Visible Light Induced Degradation of Poly(methyl methacrylate‐co‐methyl α‐chloro acrylate) Copolymer at Ambient Temperature DOI
Zeynep Arslan, Hüseyin Cem Kılıçlar, Yusuf Yağcı

et al.

Macromolecular Rapid Communications, Journal Year: 2023, Volume and Issue: 44(9)

Published: March 21, 2023

Poly(methyl methacrylate) (PMMA) is a well-known and widely used commodity plastic. High production amount of PMMA causes excessive waste creation that highlights the necessity recycling. Conventional recycling methods require elevated temperatures to induce degradation or depolymerization. In this work, visible light induced photodegradation system by using dimanganese decacarbonyl (Mn2 (CO)10 ) with high halogen affinity reported. Halide functional photodegradable polymers are prepared copolymerization methyl methacrylate α-chloroacrylate conventional reversible addition-fragmentation chain-transfer polymerization. Synthesized copolymers efficiently degraded low molecular weight oligomers under irradiation in presence Mn2 . Characteristics precursors, polymers, kinetics depolymerization investigated gel permeation chromatography (GPC), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), Fourrier transform infrared (FTIR), proton nuclear magnetic resonance (1 H-NMR) spectroscopies. The reported approach expected trigger further development more environmentally friendly techniques near future as we moving toward greener sustainable world.

Language: Английский

Citations

15