Room-Temperature Polycondensation of Dicarboxylic Acids and Diols Catalyzed by Water-Stable Lewis Acids

Autor: Takasu, Akinori, Iio, Yoshitaka, Mimura, Taiki, Hirabayashi, Tadamichi
Zdroj: Polymer Journal; December 2005, Vol. 37 Issue: 12 p946-953, 8p
Abstrakt: Room-temperature polycondensations of methylsuccinic acid (MSA) (at 35 °C), bromosuccinic acid (BSA), 2-bromoadipic acid (BAA) (at 40 °C), and citraconic acid (CA) (at 60 °C) with diols containing 1,3-propanediol (1,3-PD) and 1,4-butanediol (1,4-BD) were performed under reduced pressure (0.3–30 mmHg) using scandium trifluoromethanesulfonate [Sc(OTf)3], scandium trifluoromethanesulfonimide [Sc(NTf2)3], and polymer-supported scandium trifluoromethanesulfonate (PS–Sc) to give poly(alkylene alkanoate)s with Mn= 0.67 × 104-1.41 × 104(Mw/Mn= 1.4–2.1) with quantitative yields. The catalysts are recovered quantitatively and reused. Room-temperature polycondensation made it possible to use thermally unstable monomers containing carbon-carbon double bond and bromo functionality. The atom-transfer radical polymerization (ATRP) of methyl methacrylate (MMA) ([M]0/[I]0=10) using poly(butylene succinate-co-butylene bromoadipate) [poly(BS-co-BBA)] (Mn= 0.75 × 104, Mw/Mn= 2.0) as the macroinitiator and complex of CuBr and 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA) as the catalyst was carried out in anisole at 80 °C for 10 h under nitrogen atmosphere to give polyester having PMMA side chains [Mn= 2.01 × 104and Mw/Mn= 1.9, 65% yield].
Databáze: Supplemental Index