Cellulose-based fluorescent films with anti-counterfeiting and UV shielding capabilities enabled by enamine bonds

Qiao, Yuhong; Ma, Youwei; Chen, Xiaomin; Guo, Wenyao; Min, Yulin; Fan, Jinchen; Shi, Zixing

doi:10.1039/d3ma00132f

“…Last but not the least, development of chemically recyclable SGPs as alternatives to conventional and nonrecyclable counterparts presents a promising solution to addressing the plastic wastes. There are copious examples that have successfully synthesized novel types of chemically recyclable SGPs, such as vinylogous urethane-, − triketoenamine-, cyanurate-, boronic esters-, − diketoenamine- , based polymers. These advancements underscore the feasibility of synthesizing polymers that can undergo controlled depolymerization processes, thereby circumventing the limitations associated with traditional SGPs.…”

Section: Discussionmentioning

confidence: 99%

Chemical Recycling of Step-Growth Polymers Guided by Le Chatelier’s Principle

Liu,

Ma

2024

ACS Eng. Au

0

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Reaction of β‐Ketoester and 1,3‐Diol to Access Chemically Recyclable and Mechanically Robust Poly(vinyl alcohol) Thermosets through Incorporation of β‐(1,3‐dioxane)ester

Ma,

Zheng,

Slor

et al. 2024

Angewandte Chemie

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The development of mechanically robust, chemically stable, and yet recyclable polymers represents an essential undertaking in the context of advancing a circular economy for plastics. We introduce a novel cleavable β‐(1,3‐dioxane)ester (DXE) linkage, synthesized through the catalyst‐free reaction of β‐ketoester and 1,3‐diol, to cross‐link poly(vinyl alcohol) (PVA) for the formation of high‐performance thermosets with inherent chemical recyclability. PVA, modified with β‐ketoester through the transesterification reaction with excess tert‐butyl acetoacetate, cross‐links with the unmodified 1,3‐diols within PVA itself upon thermal treatment. Cross‐linking improves PVA’s mechanical properties, with Young’s modulus and toughness that reach up to 656 MPa and 84 MJ cm‐3, i.e. 3‐ and 12‐fold those of linear PVA. Thermal treatment of the cross‐linked PVA under acid conditions leads to deconstruction of the networks, allowing the almost PVA excellent recovery (> 90%) . In the absence of thermal or acidic treatment, cross‐linked PVA maintains its dimensional stability. We show that the recovery of PVA is also possible when the treatment is performed in the presence of other plastics commonly found in recycling mixtures. Furthermore, PVA‐based composites comprising carbon fibers and activated charcoal cross‐linked by the DXE linkages are also shown to be recyclable with recovery of the PVA and the fillers.

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Reaction of β‐Ketoester and 1,3‐Diol to Access Chemically Recyclable and Mechanically Robust Poly(vinyl alcohol) Thermosets through Incorporation of β‐(1,3‐dioxane)ester

Ma,

Zheng,

Slor

et al. 2024

Angew Chem Int Ed

0

View full text Add to dashboard Cite

The development of mechanically robust, chemically stable, and yet recyclable polymers represents an essential undertaking in the context of advancing a circular economy for plastics. We introduce a novel cleavable β‐(1,3‐dioxane)ester (DXE) linkage, synthesized through the catalyst‐free reaction of β‐ketoester and 1,3‐diol, to cross‐link poly(vinyl alcohol) (PVA) for the formation of high‐performance thermosets with inherent chemical recyclability. PVA, modified with β‐ketoester through the transesterification reaction with excess tert‐butyl acetoacetate, cross‐links with the unmodified 1,3‐diols within PVA itself upon thermal treatment. Cross‐linking improves PVA’s mechanical properties, with Young’s modulus and toughness that reach up to 656 MPa and 84 MJ cm‐3, i.e. 3‐ and 12‐fold those of linear PVA. Thermal treatment of the cross‐linked PVA under acid conditions leads to deconstruction of the networks, allowing the almost PVA excellent recovery (> 90%) . In the absence of thermal or acidic treatment, cross‐linked PVA maintains its dimensional stability. We show that the recovery of PVA is also possible when the treatment is performed in the presence of other plastics commonly found in recycling mixtures. Furthermore, PVA‐based composites comprising carbon fibers and activated charcoal cross‐linked by the DXE linkages are also shown to be recyclable with recovery of the PVA and the fillers.

show abstract

Cellulose-based fluorescent films with anti-counterfeiting and UV shielding capabilities enabled by enamine bonds

Abstract: Natural cellulose-based materials with multifunctionality are highly pursued and yet a scientific challenge. To this end, the fluorescent polymer films with UV shielding and anti-counterfeiting abilities were designed by grafting...

Cited by 5 publications

References 38 publications

Chemical Recycling of Step-Growth Polymers Guided by Le Chatelier’s Principle

Chemical Recycling of Step-Growth Polymers Guided by Le Chatelier’s Principle

Reaction of β‐Ketoester and 1,3‐Diol to Access Chemically Recyclable and Mechanically Robust Poly(vinyl alcohol) Thermosets through Incorporation of β‐(1,3‐dioxane)ester

Reaction of β‐Ketoester and 1,3‐Diol to Access Chemically Recyclable and Mechanically Robust Poly(vinyl alcohol) Thermosets through Incorporation of β‐(1,3‐dioxane)ester

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