TY  - JOUR
A1  - Kreye, Oliver
A1  - Türünc, Oguz
A1  - Sehlinger, Ansgar
A1  - Rackwitz, Jenny
A1  - Meier, Michael A. R.
T1  - Structurally diverse polyamides obtained from monomers derived via the Ugi multicomponent reaction
JF  - Chemistry - a European journal
N2  - The combination of the Ugi four-component reaction (Ugi-4CR) with acyclic diene metathesis (ADMET) or thiolene polymerization led to the formation of poly-1-(alkylcarbamoyl) carboxamides, a new class of substituted polyamides with amide moieties in the polymer backbone, as well as its side chains. 10-Undecenoic acid, obtained by pyrolysis of ricinoleic acid, the main fatty acid of castor oil, was used as the key renewable building block. The use of different primary amines, as well as isonitriles (isocyanides) for the described Ugi reactions provided monomers with high structural diversity. Furthermore, the possibility of versatile post-modification of functional groups in the side chains of the corresponding polymers should be of considerable interest in materials science. The obtained monomers were polymerized by ADMET, as well as thiolene, chemistry and all polymers were fully characterized. Finally, ortho-nitrobenzylamide-containing polyamides obtained by this route were shown to be photoresponsive and exhibited a dramatic change of their properties upon irradiation with light.
KW  - metathesis
KW  - polyamides
KW  - polymerization
KW  - renewable resources
KW  - Ugi reaction
KW  - thiol-ene reactions
Y1  - 2012
U6  - https://doi.org/10.1002/chem.201103341
SN  - 0947-6539
VL  - 18
IS  - 18
SP  - 5767
EP  - 5776
PB  - Wiley-VCH
CY  - Weinheim
ER  -