An agro-waste origin cardanol benzoxazine monomer (Ca) has shown potential as a suitable sustainable linker to chemically bind petroleum industry generated waste, elemental sulphur (S) to form random copolymers poly(S-r-Ca). A series of random copolymers with varied weight percent of elemental sulphur (20-95%) were synthesised via bulk polymerisation methodology. The Ca monomer offered several reaction sites to facilitate the formation of sulphur rich copolymers as supported by FT-IR, H-1 NMR, Raman spectroscopy, XRD, DSC and TGA studies. The curing temperature of Ca was found to be lowered to reaction temperature i.e. 185 degrees C from 242 degrees C using elemental sulphur as co-reactant. Preliminary studies of random poly(S-r-Ca) copolymers with a very high sulphur loadings (> 80% w/w) demonstrated inverse vulcanisation and suggest their utility as an efficient substitute to elemental sulphur as a cathode material in Li-S battery. (C) 2016 Elsevier Ltd. All rights reserved.