Sulfur-containing polyacrylates. Part 1. Poly[2-(2-hydroxyethylthio)ethyl methacrylate] – synthesis and characterization
Sulfur-containing polyacrylates. Part 1. Poly[2-(2-hydroxyethylthio)ethyl methacrylate]
– synthesis and characterization
In the transesterification reaction of methyl methacrylate with 2,2'-thiobisethanol in the presence of tetramethyloammonium hydroxide 2-(2-hydroxyethylthio)ethyl methacrylate has been prepared. This compound, abbreviated as MHT, is a sulfur analog of 2-(2-hydroxyethoxy)ethyl methacrylate (MHO). Polymerization of MHT and MHO, both containing below 1% of respective dimethacrylates, has been initiated photochemically with light of wavelength equal to 366 nm in the presence of benzophenone and N,N-dimethylaminoethanol. A comparison of some properties of MHT- and MHO-polymers revealed that swelling in water of MHT is much lower (33% at maximum) than that of MHO (252% at maximum). On the contrary, swelling of poly-MHT in dimethylformamide is much higher (1512%) than that of poly-MHO (445%). A similar situation has been found for dirnethylsulfoxide (1845% and 043%, respectively). The wetting angle of poly-MHT (65°) is higher than that of poly-MHO (47°) and is similar to that of poly(2-hydroxypentyl methacrylate). The thermal resistance of sulfur-containing poly-MHT was higher than that of poly-MHO. Its initial temperature of decomposition is 523 К (250°C), whereas for poly-MHO it is 493 К (220°C).
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