ADMET polymerization of bio-based biphenyl compounds. Issue 44 (18th September 2015)

• Record Type: Journal Article
• Authors: Llevot, A.; Grau, E.; Carlotti, S.; Grelier, S.; Cramail, H.
• Is Part Of: Polymer chemistry. Volume 6:Issue 44(2015)
• Page Start: 7693
• Page End: 7700
• Publication Date: 2015-09-18
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/c5py01232e
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : Bio-based phenols were dimerized and employed as monomers in ADMET polymerization. Abstract : Four biphenyl monomers derived from vanillin or eugenol were synthesized and polymerized by the ADMET methodology. The biphenyl compounds were produced by enzymatic dimerization of 2-methoxy-4-methylphenol, methyl vanillate, vanillin and eugenol. Further chemical modifications of the obtained dimers such as transesterification, Wittig reaction or allylation led to α, ω-dienes. The reactivity of these bio-based monomers towards ADMET polymerization employing several catalysts was investigated. Only oligomers were obtained when the diallylated compound was employed. The polymers based on dieugenol and the bis-unsaturated diester exhibit good thermal stability and T g at 17 and 54 °C, respectively. Polymerization of the divinyl compound obtained by the Wittig reaction of divanillin showed a reasonable molar mass of 30 000 g mol −1, a high T g at around 160 °C and thermostability with a 5% weight loss occurring at 380 °C.