Jump to main content
Jump to site search

Issue 6, 2012
Previous Article Next Article

AB type polyaddition route to thermoplastic polyurethanes from fatty acid derivatives

Author affiliations

Abstract

Naturally occurring oleic acid and undecylenic acid derivatives were successfully utilized to synthesize a series of new semi-crystalline polyurethanes via the AB-type polycondensation approach. A set of four novel AB-type monomers was prepared via the use of environmentally benign thiol–ene chemistry. These AB-type monomers were self-polycondensed (with or without catalyst) in two ways: (a) the hydroxyl–acyl azide approach and (b) the melt transurethane method in order to obtain reasonably high molar mass polyurethanes. The resulting polymers were thoroughly characterized by NMR, SEC, DSC, TGA and MALDI-TOF mass spectroscopy. The MALDI-TOF analysis confirmed the formation of linear polyurethanes with a trace amount of macrocycles. All the polyurethanes exhibited fair thermal stability with no significant weight loss below 200 °C. The polyurethanes based on undecylenic acid as a monomer displayed a thermoplastic behavior with well-identified melting transitions. Further, DSC analysis revealed that polyurethanes prepared from undecylenic acid by different methods showed different glass and melting transitions. Two glass transition temperatures due to soft and hard segments were observed for polyurethanes synthesized from oleic acid derivatives, indicating a phase-separated morphology.

Graphical abstract: AB type polyaddition route to thermoplastic polyurethanes from fatty acid derivatives

Back to tab navigation

Supplementary files

Publication details

The article was received on 02 Mar 2012, accepted on 29 Mar 2012 and first published on 30 Apr 2012


Article type: Paper
DOI: 10.1039/C2PY20123B
Citation: Polym. Chem., 2012,3, 1594-1605
  •   Request permissions

    AB type polyaddition route to thermoplastic polyurethanes from fatty acid derivatives

    A. S. More, B. Gadenne, C. Alfos and H. Cramail, Polym. Chem., 2012, 3, 1594
    DOI: 10.1039/C2PY20123B

Search articles by author

Spotlight

Advertisements