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1,1′- Thiocarbonyldiimidazole Radical Copolymerization for the Preparation of Degradable Vinyl Polymers
Ist Teil von
ACS macro letters, 2024-01, Vol.13 (1), p.47-51
Ort / Verlag
United States: American Chemical Society
Erscheinungsjahr
2024
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
1,1′-Thiocarbonyldiimidazole (TCDI) readily undergoes radical copolymerization with tert-butyl acrylate (tBA), N,N-dimethylacrylamide, and styrene. 1H NMR monitoring of the comonomer reactivity revealed a notable compatibility between TCDI and comonomers, resulting in similar consumption rates when TCDI was introduced at a 10% feed ratio. Furthermore, trithiocarbonate-mediated RAFT copolymerization of TCDI with tBA gave polymers that exhibited a linear increase of molar mass (M n th = 2–10 kg mol–1) with conversion with relatively low dispersities (1.2–1.4). Importantly, this process enabled a successful chain extension of the produced P(TCDI-co-tBA) copolymer with styrene to form a diblock copolymer. The copolymers generated through this method contain TCDI-derived diimidazolyl thioether moieties, as established through 1H NMR spectroscopy. Additionally, degradation experiments using isopropylamine, benzoyl peroxide, sodium methoxide, and bleach have provided further confirmation of the presence of degradable TCDI moieties in the vinyl copolymer backbone.