Synthesis of polyurethanes from saccharide-derived diols and diisocyanates and their hydrolyzability
✍ Scribed by Sirinat Wilbullucksanakul; Kazuhiko Hashimoto; Masahio Okada
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- English
- Weight
- 547 KB
- Volume
- 197
- Category
- Article
- ISSN
- 1022-1352
No coin nor oath required. For personal study only.
✦ Synopsis
Polyurethanes with saccharide moieties in their repeating units (8 and 9) were prepared by polyaddition of methyl aand ~-~-g~ucofuranosidurono-6,3-lactones (3a and 38, respectively) and 1,43,6-dianhydro-~-glucitol(4) with hexamethylene diisocyanate (5 a) and methyl (S)-2,6-diisocyanatohexanoate (5 b), which was derived from L-lysine, in NN-dimethylformamide at 25 "C using dibutyltin dilaurate as a catalyst. Their properties were compared with those of the polyurethanes (6 and 7) prepared from ~-glucaro-l,4:6,3-dilactone (1) and D-mannaro-l,4:6,3-dilactone (2), respectively, in our previous work. Hydrolyzability of the polyurethanes containing 1, 2, or 3a units in buffer solutions was found to be higher than that of the polyurethanes derived from 3p or 4.
Recently, polyurethanes 6 and 7 were found to be hydrolyzed in phosphate buffers ").
The introduction of dilactone skeletons into the main chains may increase the hydrolyzability of the resulting polyurethanes.
In this work, saccharide-derived polyurethanes having one and no lactone moieties in the repeating units (8 and 9, respectively) were prepared through the polyaddition of methyl aand /3-~-glucofuranosidurono-6,3-lactone (3a and 38, respectively) and 1,43,6-dianhydro-~-glucitol(4) with diisocyanates (5 a and 5 b), and their solubilities, mechanical strength, transition temperatures, and hydrolyzability were determined and compared with those of 6 and 7 having dilactone moieties in the repeating units.
📜 SIMILAR VOLUMES
Various segmented polyurethane materials with a polyurethane hard segment (HS) content of 40 wt % were prepared by bulk polymerization of a poly(tetramethylene ether) glycol with M n of 2000, 1,4-butanediol, and various diisocyanates. The diisocyanates used were pure 4,4Ј-diphenylmethane diisocyanat
Many polyurethane elastomers display excellent mechanical properties and adequate biocompatibility. However, many medicalgrade polyurethanes are prepared from aromatic diisocyanates and can degrade in vivo to carcinogenic aromatic diamines, although the question of whether the concentrations of thes
## Abstract A fluorene diol derivative, 9,9‐__bis__[4‐(2‐hydroxyethoxy)phenyl]fluorene (**1**), reacted with diisocyanates such as 1,3‐__bis__(isocyanatomethyl)cyclohexane (**2a**), 1,6‐diisocyanatohexane (**2b**), and 1,3‐__bis__(isocyanatomethyl)benzene (**2c**) under temperature‐controlled micro