Which Polyesters Can Mimic Polyethylene?. Issue 1 (19th November 2012)

• Record Type: Journal Article
• Authors: Stempfle, Florian; Ortmann, Patrick; Mecking, Stefan
• Is Part Of: Macromolecular rapid communications. Volume 34:Issue 1(2013:Jan.)
• Page Start: 47
• Page End: 50
• Publication Date: 2012-11-19
• Subjects: Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.201200611
• Languages: English
• ISSNs: 1022-1336

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Self‐metathesis of erucic acid by [(PCy₃)(η‐<italic>C</italic>‐C₃H₄N₂Mes₂)Cl₂Ru = CHPh] (Grubbs second‐ generation catalyst) followed by catalytic hydrogenation and purification via the ester yields 1, 26‐hexacosanedioate (&gt;99% purity). Polyesterification with 1, 26‐hexacosanediol, generated from the diester, affords polyester‐26, 26, which features a <italic>T</italic>_m of 114 °C (<italic>T</italic>_c = 92 °C, Δ<italic>H</italic>_m = 160 J g⁻¹). Ultralong‐chain model polyesters‐38, 23 (<italic>T</italic>_m = 109 °C) and −44, 23 (<italic>T</italic>_m = 111 °C), generated via multistep procedures including acyclic diene metathesis polymerization, underline that melting points of such aliphatic polyesters do not gradually increase with methylene sequence chain length. Available data suggest that to mimic linear polyethylenes thermal properties, even longer sequences, amounting to at least four times a fatty acid chain, fully incorporated in a linear fashion are required.</p> </abstract>