Well‐defined Biobased Segmented Polyureas Synthesis via a TBD‐catalyzed Isocyanate‐free Route

Macromolecular Rapid Communications - Tập 32 Số 17 - Trang 1379-1385 - 2011
Donglin Tang1,2, Dirk J. Mulder2, Bart A. J. Noordover2, Cor E. Koning2
1Dutch Polymer Institute DPI, PO Box 902, 5600 AX Eindhoven, The Netherlands
2Laboratory of Polymer Chemistry, Eindhoven, University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands

Tóm tắt

AbstractVia an isocyanate‐free route, a series of segmented polyureas (PUs) were synthesized from (potentially) renewable resources. To the best of our knowledge, the present work shows for the first time that the organic superbase guanidine 1,5,7‐triazabicyclododecene (TBD) which was originally developed as a catalyst for the ring‐opening polymerization of lactones, lactides or cyclic carbonates, is also a promising catalyst for the transurethanization between dicarbamates and diamino‐terminated poly(propylene glycol) (PPGda) providing PUs via an isocyanate‐free strategy. The renewable segmented PUs contain monodisperse hard segments (HSs). This well‐defined structure was verified by the DMTA plots of the PUs, showing a sharp glass transition, a sharp flow transition and a flat rubbery plateau. The flow and maximum use temperature (Tfl) of the PUs increases with the increasing number of urea groups in the corresponding dicarbamates. In addition, at constant HS length, the length of the soft‐segment (SS) can be changed to adjust the properties of the PU materials, enabling their application as adhesives, soft elastomers, or rigid plastics. magnified image

Từ khóa


Tài liệu tham khảo

10.1002/bit.22502

Holden G., 2004, Thermoplastic Elastomers

10.1002/mame.200800147

10.1002/app.27282

10.1016/j.polymer.2005.04.041

10.1021/ma051874e

10.1016/S1567-5769(01)00174-6

10.1002/anie.200351867

10.1002/(SICI)1521-3773(19991004)38:19<2917::AID-ANIE2917>3.0.CO;2-7

10.1002/1521-3900(200209)187:1<325::AID-MASY325>3.0.CO;2-L

10.1002/pola.22058

10.1021/ma9025948

10.1021/ol0614166

10.1021/ma0619381

10.1021/ja060662

10.1002/marc.200800365

10.1002/marc.201000291

10.1039/B301951A

10.1016/j.molcata.2005.06.001

Millis J., 2007, Abstr. Papers Am. Chem. Soc., 234, POLY‐347

10.1039/b907530e

10.1002/bbb.43

10.1016/j.apcatb.2006.02.019

D.Tang B. A. J.Noordover R. J.Sablong C. E.Koning S.Thiyagarajan D.van Es J.van Haveren proceedings inPolycondensation Conference 2010 Kerkrade The Netherlands September2010 p.166.

R. M.Versteegen PhD Thesis 2003 Technische Universiteit Eindhoven Eindhoven The Netherlands.

10.1080/15583726908545897

G. J. E.Biemond PhD Thesis University of Twente Enschede The Netherlands 2006.