Ring-opening polymerization of cyclic urethanes and ring-closing depolymerization of the respective polyurethanes
✍ Scribed by Stephan Neffgen; Helmut Keul; Hartwig Höcker
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- English
- Weight
- 487 KB
- Volume
- 17
- Category
- Article
- ISSN
- 1022-1336
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✦ Synopsis
Abstract
The cationic ring‐opening polymerization of trimethylene urethane (tetrahydro‐2 H‐1,3‐oxazin‐2‐one) in the melt with methyl trifluoromethanesulfonate as initiator results in poly(trimethylene urethane) in yields of ≈70%. Under the same reaction conditions 2,2‐dimethyltrimethylene urethane (5,5‐dimethyltetrahydro‐2__H__‐1,3‐oxazin‐2‐one) cannot be polymerized. Poly(2,2‐dimethyltrimethylene urethane), however, was obtained via polycondensation polymerization. Both polymers exhibit a uniform microstructure as deduced from NMR spectroscopic analysis. Ring‐closing depolymerization in the melt with dibutyltin dimethoxide or titanium tetraisopropoxide at 140°C results the respective monomers in yields of ≈90%.
📜 SIMILAR VOLUMES
The cationic ring-opening polymerization of six-membered cyclic pseudoureas, 2-(1-pyrrolidinyl)-( 2a) and 2-morpholino-5,6-dihydro-4H-1,3-oxazine ( 2b), was examined, which proceeded in two different ways, depending on the nature of initiator. The polymerization of 2 with methyl p-toluenesulfonate o