Semi‐Crystalline Poly(thioether) Prepared by Visible‐Light‐Induced Organocatalyzed Thiol‐ene Polymerization in Emulsion - Archive ouverte HAL
Article Dans Une Revue Macromolecular Rapid Communications Année : 2021

Semi‐Crystalline Poly(thioether) Prepared by Visible‐Light‐Induced Organocatalyzed Thiol‐ene Polymerization in Emulsion

Résumé

A photocatalytic thiol-ene aqueous emulsion polymerization under visible-light is described to prepare linear semicrystalline latexes using 2,2'-dimercaptodiethyl sulfide as dithiol and various dienes. The procedure involves low irradiance (3 mW cm-2 ), LED irradiation source, eosin-Y disodium as organocatalyst, low catalyst loading (<0.05% mol), and short reaction time scales (<1 h). The resulting latexes have molecular weights of about 10 kg mol-1 , average diameters of 100 nm, and a linear structure consisting only of thioether repeating units. Electron-transfer reaction from a thiol to the triplet excited state of the photocatalyst is suggested as the primary step of the mechanism (type I), whereas oxidation by singlet oxygen generated by energy transfer has a negligible effect (type II). Only polymers prepared with aliphatic dienes such as diallyl adipate or di(ethylene glycol) divinyl ether exhibit a high crystallization tendency as revealed by differential scanning calorimetry, polarized optical microscopy, and X-ray diffraction. Ordering and crystallization are driven by molecular packing of poly(thioether) chains combining structural regularity, compactness, and flexibility.

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Polymères
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Dates et versions

hal-03575201 , version 1 (15-02-2022)

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Cuong Minh Quoc Le, Gautier Schrodj, Ibrahima Ndao, Brahim Bessif, Barbara Heck, et al.. Semi‐Crystalline Poly(thioether) Prepared by Visible‐Light‐Induced Organocatalyzed Thiol‐ene Polymerization in Emulsion. Macromolecular Rapid Communications, 2021, pp.2100740. ⟨10.1002/marc.202100740⟩. ⟨hal-03575201⟩
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