- AutorIn
- Ingmar Polenz
- Andreas Laue
- Tamas Uhrin
- Tobias Rueffer
- Heinrich Lang
- Friedrich Schmidt
- Stefan Spange
- Titel
- Thermally cleavable Imine Base / Isocyanate Adducts and Oligomers suitable as Initiators for Radical Homo- and Copolymerization
- Zitierfähige Url:
- https://nbn-resolving.org/urn:nbn:de:bsz:ch1-qucosa-152196
- Quellenangabe
- Polymer Chemistry, 2014, 1-3, 1759-9962
- Abstract (DE)
- Dieser Beitrag ist aufgrund einer (DFG-geförderten) Allianz- bzw. Nationallizenz frei zugänglich.
- Abstract (EN)
- The addition of isocyanates to C=N double bonds of imines gives triazindione heterocycle structures; their thermal properties are reported. Mono-isocyanates were used to form 2:1 adducts with the imine bases 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) and 2-tert-butyl-1,1,3,3-tetramethylguanidine (tBuTMG). A 2:1 stoichiometry of the adducts was proven by NMR and IR spectroscopy, and single crystal X-Ray diffraction; certain cleavage temperatures (70 and 160 °C) were measured. Thermal analysis (TG-MS) of adducts indicates the release of free isocyanate during adduct cleavage. Furthermore, a new class of step-growth oligomers (MN = 750–7,000 g∙mol–1) composed of multi-functional isocyanates and these imine bases was introduced. Their systematic spectroscopic and thermal analysis is shown revealing the similarity in their chemical properties to the 2:1 adducts. Radical homo- and copolymerization of acrylates is initiated by the meta-stable adducts and oligomers of this work; the generation of novel telomeric block-copolymer architectures composed of polyacrylate and oligourea building blocks is demonstrated.
- Andere Ausgabe
- DOI: 10.1039/C4PY01002G
- Link zur Originalpublikation in der Zeitschrift Polymer Chemistry
Link: http://dx.doi.org/10.1039/C4PY01002G - Back cover Polym. Chem., 2014,5
Link: http://pubs.rsc.org/en/content/articlelanding/2014/py/c4py90081b#!divAbstract - Freie Schlagwörter (EN)
- imine base, isocyanate, telomeric block-copolymers, radical polymerization
- Klassifikation (DDC)
- 540
- Normschlagwörter (GND)
- Isocyanate
- Verlag
- Royal Society of Chemistry, Cambridge ; London
- URN Qucosa
- urn:nbn:de:bsz:ch1-qucosa-152196
- Veröffentlichungsdatum Qucosa
- 18.09.2014
- Dokumenttyp
- Artikel
- Sprache des Dokumentes
- Englisch