Metal free, white LED induced, room temperature degradation of methyl methacrylate - Methyl haloacrylate copolymers

Cakir, Yusra Bahar; Kılıçlar, Hüseyin Cem; Yagci, Yusuf

doi:10.1016/j.reactfunctpolym.2023.105656

Cited by 6 publications

(4 citation statements)

References 48 publications

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“…The lower-than-expected molecular weights can be attributed to the β-carbon fragmentation of the POEOMA 500 backbone via formation of midchain radicals (MCRs) upon activation of C–Br bond (Scheme ). , The MCRs generated from C–Br bonds in the backbone of polyacrylates were sufficiently stable to synthesize graft/brush copolymers, whereas the polymethacrylates underwent fragmentation using ruthenium or photocatalysts. − …”

Section: Results and Discussionmentioning

confidence: 99%

Hydrophilic Poly(meth)acrylates by Controlled Radical Branching Polymerization: Hyperbranching and Fragmentation

Kapil,

Jazani,

Sobieski

et al. 2024

Macromolecules

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Topology significantly impacts polymer properties and applications. Hyperbranched polymers (HBPs) synthesized via atom transfer radical polymerization (ATRP) using inimers typically exhibit broad molecular weight distributions and limited control over branching. Alternatively, copolymerization of inibramers (IB), such as α-chloro/bromo acrylates with vinyl monomers, yields HBPs with precise and uniform branching. Herein, we described the synthesis of hydrophilic HB polyacrylates in water by copolymerizing a water-soluble IB, oligo(ethylene oxide) methyl ether 2-bromoacrylate (OEOBA), with various hydrophilic acrylate comonomers. Visible-light-mediated controlled radical branching polymerization (CRBP) with dual catalysis using eosin Y (EY) and copper complexes resulted in HBPs with various molecular weights (M n = 38 000 to 170 000) and degrees of branching (2%−24%). Furthermore, the optimized conditions enabled the successful application of the OEOBA to synthesize linearhyperbranched block copolymers and hyperbranched polymer protein hybrids (HB-PPH), demonstrating its potential to advance the synthesis of complex macromolecular architecture under environmentally benign conditions. Copolymerization of hydrophilic methacrylate monomer, oligo(ethylene oxide) methyl ether methacrylate (OEOMA 500 ), and inibramer OEOBA was accompanied by fragmentation via β-carbon C−C bond scission and subsequent growth of polymer chains from the fragments. Furthermore, computational studies investigating the fragmentation depending on the IB and comonomer structure supported the experimental observations. This work expands the toolkit of water-soluble inibramers for CRBP and highlights the critical influence of the inibramer structure on reaction outcomes.

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Section: Results and Discussionmentioning

confidence: 99%

Hydrophilic Poly(meth)acrylates by Controlled Radical Branching Polymerization: Hyperbranching and Fragmentation

Kapil,

Jazani,

Sobieski

et al. 2024

Macromolecules

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“…[26] In a subsequent study, the same authors employed a series of metal-free and environmentally-friendly photocatalysts such as erythrosine B, Eosin Y and 10-phenylphenothiazine to degrade a range of similar polymethacrylic copolymers, also observing a dramatic decrease in the molecular weight and, as such, the successful degradation of these materials. [27] In an alternative co-monomer approach, Ouchi, Nishikawa and co-workers employed a vinyl boronate unit to trigger the mid-chain degradation of polymethacrylic copolymers (Figure 5c). [28] This was achieved by synergistically utilizing a dual stimulus including base activation and photocatalysis under blue light irradiation.…”

Section: Degradation Of Poly(meth)acrylatesmentioning

confidence: 99%

Photocatalytic Upcycling and Depolymerization of Vinyl Polymers

Parkatzidis,

Wang,

Anastasaki

2024

Angewandte Chemie

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Photocatalytic upcycling and depolymerization of vinyl polymers have emerged as promising strategies to combat plastic pollution and promote a circular economy. This mini review critically summarizes current developments in the upcycling and degradation of vinyl polymers including polystyrene and poly(meth)acrylates. Of these material classes, polymethacrylates also possess the unique possibility to undergo a photocatalytic depolymerization back to monomer under thermodynamically favourable conditions, thus presenting significant advantages over traditional thermal strategies. Our perspective on current formidable challenges and potential future directions are also discussed.

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“…Under visible light irradiation and in the presence of dimanganese decarbonyl (Mn 2 (CO) 10 ) the copolymers could be efficiently degraded to lower molecular weight materials [26] . In a subsequent study, the same authors employed a series of metal‐free and environmentally‐friendly photocatalysts such as erythrosine B, Eosin Y and 10‐phenylphenothiazine to degrade a range of similar polymethacrylic copolymers, also observing a dramatic decrease in the molecular weight and, as such, the successful degradation of these materials [27] . In an alternative co‐monomer approach, Ouchi, Nishikawa and co‐workers employed a vinyl boronate unit to trigger the mid‐chain degradation of polymethacrylic copolymers (Figure 5c).…”

Section: Introductionmentioning

confidence: 99%