Preparation of peroxide initiator monomer containing degradable disulphide bond DOI
Fang Jiang,

Fang-Jung Huang,

Hongjun Yang

et al.

Materials Research Innovations, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 5

Published: Feb. 27, 2025

A functional initiator monomer containing lipoic acid ester both with degradable disulphide bond and peroxide was designed synthesised. Here, the precursors are tert-butyl (isopropylbenzene) hydroperoxide, while dichloromethane (tetrahydrofuran) used as a solvent 4-dimethylaminopyridine (DMAP) N, N'-dicyclohexylcarbodiimide (DCC) were condensation agents. The structure purity of characterised by proton nuclear magnetic resonance (1H-NMR) high-performance liquid chromatography (HPLC). prepared is high over 90%. precursor material low-cost widely available, does not require special methods to purify product, which means it can be directly in synthesis vinyl polymers. Therefore, provides great application prospects for green environmentally friendly materials.

Language: Английский

Recyclable/degradable materials via the insertion of labile/cleavable bonds using a comonomer approach DOI Creative Commons
Catherine Lefay, Yohann Guillaneuf

Progress in Polymer Science, Journal Year: 2023, Volume and Issue: 147, P. 101764 - 101764

Published: Nov. 15, 2023

Language: Английский

Citations

49

Controlled-Radical Polymerization of α-Lipoic Acid: A General Route to Degradable Vinyl Copolymers DOI Creative Commons
Kaitlin R. Albanese,

Parker T. Morris,

Javier Read de Alaniz

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(41), P. 22728 - 22734

Published: Oct. 9, 2023

Here, we present the synthesis and characterization of statistical block copolymers containing α-lipoic acid (LA) using reversible addition-fragmentation chain-transfer (RAFT) polymerization. LA, a readily available nutritional supplement, undergoes efficient radical ring-opening copolymerization with vinyl monomers in controlled manner predictable molecular weights low molar-mass dispersities. Because lipoic diads resulting include disulfide bonds, these materials efficiently rapidly degrade when exposed to mild reducing agents such as tris(2-carboxyethyl)phosphine (Mn = 56 → 3.6 kg mol-1). This scalable versatile polymerization method affords facile way synthesize degradable polymers architectures, weights, dispersities from acid, commercially renewable monomer.

Language: Английский

Citations

48

Bulk Depolymerization of Methacrylate Polymers via Pendent Group Activation DOI
Rhys W. Hughes, Megan E. Lott, Isabella S. Zastrow

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(9), P. 6217 - 6224

Published: Feb. 21, 2024

In this study, we present an efficient approach for the depolymerization of poly(methyl methacrylate) (PMMA) copolymers synthesized via conventional radical polymerization. By incorporating low mol % phthalimide ester-containing monomers during polymerization process, colorless and transparent polymers closely resembling unfunctionalized PMMA are obtained, which can achieve >95% reversion to methyl methacrylate (MMA). Notably, our catalyst-free bulk method exhibits exceptional efficiency, even high-molecular-weight polymers, including ultrahigh-molecular-weight (10

Language: Английский

Citations

34

Design of depolymerizable polymers toward a circular economy DOI Creative Commons
Julian F. Highmoore, Lasith S. Kariyawasam, Scott R. Trenor

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(5), P. 2384 - 2420

Published: Jan. 1, 2024

While our society is facing the challenge of accumulating plastic waste, this review discusses recent advances towards polymer circularity with an emphasis on manipulations monomer–polymer equilibrium to create chemically recyclable polymers.

Language: Английский

Citations

16

Degradable, Ultraviolet‐Crosslinked Pressure‐Sensitive Adhesives Made from Thioester‐Functional Acrylate Copolymers DOI Creative Commons
R. A. Bakar,

Kyle S. Hepburn,

Joseph L. Keddie

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(34)

Published: June 28, 2023

Abstract Pressure‐sensitive adhesives (PSAs) are made from soft, irreversibly lightly crosslinked polymers. Even after removal surfaces, they retain insoluble networks which pose problems during the recycling of glass and cardboard. Herein, degradable PSAs presented that provide required performance in use but have can be degraded use. A series copolymers was prepared through radical copolymerization n ‐butyl acrylate, 4‐acryloyloxy benzophenone (ABP) photo‐crosslinker, dibenzo[c,e]oxepin‐5(7H)‐thione (DOT) to backbone thioesters. The optimum tack peel strengths were found for molar contents 0.05 mol% ABP 0.25 DOT. Degradation thioesters aminolysis or thiolysis led full dissolution networks, loss adhesive properties films (decreases measured strengths), quick detachment model labels a substrate. Inclusion DOT into offers viable route toward recyclable packaging labels.

Language: Английский

Citations

25

Defining Reactivity–Deconstructability Relationships for Copolymerizations Involving Cleavable Comonomer Additives DOI

David Lundberg,

Kwangwook Ko, Landon J. Kilgallon

et al.

ACS Macro Letters, Journal Year: 2024, Volume and Issue: 13(5), P. 521 - 527

Published: April 16, 2024

The incorporation of cleavable comonomers as additives into polymers can imbue traditional with controlled deconstructability and expanded end-of-life options. efficiency which comonomer (CCAs) enable deconstruction is sensitive to their local distribution within a copolymer backbone, dictated by copolymerization behavior. While qualitative heuristics exist that describe deconstructability, comprehensive quantitative connections between CCA loadings, reactivity ratios, polymerization mechanisms, reactions on the copolymers containing CCAs have not been established. Here, we broadly define these relationships using stochastic simulations characterizing various mechanisms (e.g., coltrolled/living, free-radical, reversible ring-opening polymerizations), ratio pairs (spanning 2 orders magnitude 0.01 100), loadings (2.5% 20%), sequence-dependent behavior). We show general agreement simulated experimentally observed fragment sizes from literature, demonstrating predictive power methods used herein. These results will guide development more efficient inform formulation deconstructable materials.

Language: Английский

Citations

15

Supramolecular/Dynamic Covalent Design of High‐Performance Pressure‐Sensitive Adhesive from Natural Low‐Molecular‐Weight Compounds DOI
Sha Luo, Na Wang,

Yanjuan Pan

et al.

Small, Journal Year: 2024, Volume and Issue: 20(25)

Published: Jan. 15, 2024

Abstract Adhesive materials have played an essential role in the history of humanity. Natural adhesives composed low‐molecular‐weight monomers been overshadowed by modern petroleum‐based glues. With development green economy, demand for eco‐friendly has increased. Herein, two natural biocompatible compounds, namely thioctic acid ( TA ) and malic MA ), are selected to prepare a high‐performance pressure‐sensitive adhesive poly[ ‐ ]. This can be quantitatively obtained via simple mixing heating process. Poly[ ] shows interesting useful properties, including reversible flexibility, high elongation, good self‐healing, owing its dynamic polymerization pattern cross‐linking behavior. exhibits excellent adhesion performance under various extreme conditions, such as at low temperatures hot water. High values shear strength (3.86 MPa), peel (7.90 N cm −1 loop tack (10.60 tensile (1.02 resistance (1628 h) demonstrate strong effect Additionally, regenerated monomer forms from with recovery rate (>90%). Meanwhile, anti‐bacterial behavior TA‐MA is recorded. study not only reported new but also fully displayed feasibility using small molecules achieve robust surface adhesion.

Language: Английский

Citations

14

From health supplement to versatile monomer: Radical ring-opening polymerization and depolymerization of α-lipoic acid DOI
Kaitlin R. Albanese, Javier Read de Alaniz, Craig J. Hawker

et al.

Polymer, Journal Year: 2024, Volume and Issue: 304, P. 127167 - 127167

Published: May 11, 2024

Language: Английский

Citations

10

Biomass-derived closed-loop recyclable chemically crosslinked polymer composites for green soft electronics DOI

Dokyung Woo,

Nawon Kang,

Hyeongmin Park

et al.

Chemical Engineering Journal, Journal Year: 2024, Volume and Issue: 488, P. 150818 - 150818

Published: March 29, 2024

Language: Английский

Citations

9

Photoiniferter Polymerization: Illuminating the History, Ascendency, and Renaissance DOI
Rhys W. Hughes, Megan E. Lott,

Rebecca A. Olson S

et al.

Progress in Polymer Science, Journal Year: 2024, Volume and Issue: 156, P. 101871 - 101871

Published: Aug. 22, 2024

Language: Английский

Citations

9