Reaction between 1,3,5-Triisopropylbenzene and Elemental Sulfur Extending the Scope of Reagents in Inverse Vulcanization

Macromol Rapid Commun. 2023 Apr;44(8):e2300014. doi: 10.1002/marc.202300014. Epub 2023 Feb 22.

Abstract

Inverse vulcanization utilizes an organic compound as reagent for crosslinking elemental sulfur to result in corresponding polymeric material with a high sulfur content. This work, employing 1,3,5-triisopropylbenzene (TIPB) as the reagent, demonstrates the first attempt on extending the scope of crosslinking agents of inverse vulcanization to saturate compounds. Under nuclear magnetic spectroscopic analysis, the reactions between TIPB and elemental sulfur take places through ring-opening reaction of S8 resulting in sulfur radicals at sulfur chain ends, radicals transferring to isopropyl groups of TIPB, and radical coupling reactions between carbon radicals and sulfur radicals. The obtained products are similar to the sulfur polymers from conventional inverse vulcanization processes and show self-healing property.

Keywords: crosslinking; elemental sulfur; inverse-vulcanization; radical transfers; sulfur polymers.

MeSH terms

  • Carbon
  • Indicators and Reagents
  • Organic Chemicals*
  • Polymers / chemistry
  • Sulfur* / chemistry

Substances

  • Indicators and Reagents
  • Sulfur
  • Organic Chemicals
  • Polymers
  • Carbon