Synthesis of recyclable tire additives via equilibrium ring-opening metathesis polymerization

Robert Tuba, Janos Balogh, Antisar Hlil, MacIej Barłóg, Mohammed Al-Hashimi, Hassan S. Bazzi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Linear trans-polypentenamers are highly desired materials among synthetic tire additives due to their comparable physical properties to natural rubber. trans-Polypentenamer can be prepared by equilibrium ring-opening metathesis polymerization (ROMP) using well-defined ruthenium catalyst systems. This unique feature of the equilibrium polymerization reaction opens a way for the synthesis of durable, environmentally benign elastomers where polymers including synthetic tire additives can be synthesized and readily recycled using the same transition metal catalyst system. The addition of silica fillers significantly improves the physical properties of the composite materials in comparison to the use of polymeric material. It is also known that the structural effects and the polymer-filler surface interaction are of prime importance. Herein, we report on the synthesis of silica filler compatible recyclable polypentenamer copolymers via equilibrium ROMP of cyclopentene 1 and 4-(triethoxy)siloxy cyclopentene 11. It has been demonstrated that polypentenamer tire additives can be synthesized via equilibrium ROMP affording polymers with high yields (>80%) at 0 °C and can be readily depolymerized at 40 °C and/or under diluted conditions using the same metathesis catalyst systems. Furthermore, the polypentenamer can also be synthesized in neat at room temperature and at very low (105) monomer/catalyst ratio. This methodology is based on the synthesis of polyolefins utilizing a ruthenium-based metathesis catalyst via equilibrium ROMP of cyclopentenes and their silylated derivatives.

Original languageEnglish
Pages (from-to)6090-6094
Number of pages5
JournalACS Sustainable Chemistry and Engineering
Volume4
Issue number11
DOIs
Publication statusPublished - 7 Nov 2016

Fingerprint

Ring opening polymerization
tire
Tires
polymerization
Cyclopentanes
catalyst
Catalysts
Fillers
Polymers
ruthenium
Ruthenium
polymer
Silicon Dioxide
Physical properties
physical property
silica
Silica
Elastomers
Rubber
Polyolefins

Keywords

  • Equilibrium polymerization
  • Polypentenamer
  • Ring opening metathesis polymerization (ROMP)
  • Ruthenium catalysts
  • Silica composites

ASJC Scopus subject areas

  • Chemistry(all)
  • Environmental Chemistry
  • Chemical Engineering(all)
  • Renewable Energy, Sustainability and the Environment

Cite this

Synthesis of recyclable tire additives via equilibrium ring-opening metathesis polymerization. / Tuba, Robert; Balogh, Janos; Hlil, Antisar; Barłóg, MacIej; Al-Hashimi, Mohammed; Bazzi, Hassan S.

In: ACS Sustainable Chemistry and Engineering, Vol. 4, No. 11, 07.11.2016, p. 6090-6094.

Research output: Contribution to journalArticle

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