Synthesis and characterization of partially bio-based polyimides based on biphenylene-containing diisocyanate derived from vanillic acid

Sachin Kuhire , Amol Ichake , Etienne Grau (1, 2) , Henri Cramail (3, 2) , Prakash Wadgaonkar

1 LCPO - Laboratoire de Chimie des Polymères Organiques
2 Team 2 LCPO : Biopolymers & Bio-sourced Polymers
3 LCPO - Laboratoire de Chimie des polymères organiques

A new bio-based biphenylene-containing diisocyanate, namely, 5,5'-diisocyanato-2,2',3,3'-tetramethoxy-1,1'-biphenyl (BDI) was synthesized starting from vanillic acid-a lignin-derived phenolic acid. A series of new partially bio-based polyimides was prepared by polycondensation of BDI with five commercially available aromatic dianhydrides. Polyimides exhibited good solubility in organic solvents and medium molecular weights (Mn (GPC, polystyrene standard) = 25,100-32,200 g mol-1). Polyimides showed good thermal stability with 10 % degradation temperature and glass transition temperature in the range 459-473°C and 262-329°C, respectively.

Mots clés: Lignin; Step-growth polymers; Renewable resources; Vanillic acid; Diisocyanate; Aromatic polyimide

Domaines: Polymères; Matériaux; Science des matériaux [cond-mat.mtrl-sci]

Sachin Kuhire, Amol Ichake, Etienne Grau, Henri Cramail, Prakash Wadgaonkar. Synthesis and characterization of partially bio-based polyimides based on biphenylene-containing diisocyanate derived from vanillic acid. European Polymer Journal, 2018, 109, pp.257-264. ⟨10.1016/j.eurpolymj.2018.09.054⟩. ⟨hal-01972928⟩