ISSN:
0887-624X
Keywords:
end-capped polyester
;
SmI2
;
Tishchenko-type polyaddition
;
dialdehydes
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
SmI2-catalyzed polyaddition of 1,12-dodecanedial followed by treatment with benzaldehyde gives a polyester (1) containing three structural units, [OCH2—(CH2)10—CH2O], [OCH2—(CH2)10—CO], and [CO—(CH2)10—CO], in the main chain and an OCH2Ph end-capping group. GPC analysis of 1 shows molecular weights of Mn = 5.5 × 103 and Mw = 14 × 103. The 1H-NMR spectrum reveals the polymer structure with the COOCH2Ph end group as well as the Mn value (2.6 × 103) calculated based on an amount of the end-capping group and lower than that estimated from GPC. Mixtures of terephthalaldehyde and 1,12-dodecanedial in several molar ratios undergo similar polyaddition catalyzed by SmI2 to give the corresponding copolyesters after treatment with benzaldehyde. Increase in the ratio of 1,12-dodecanedial causes increase in yield and molecular weight of the copolymer. Terephthalaldehyde shows a tendency to give alcohol-side —O—R—O— unit in the polyester, whereas 1,12-dodecanedial is mostly incorporated as the acid-side —CO—R′—CO— unit. Terminal aldehyde group derived from dodecanedial is capped effectively by benzaldehyde to give the COOCH2Ph end group. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35: 2821-2825, 1997
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
