Hydrocarbon-Soluble Piperazine-Containing Dilithium Anionic Initiator for High Cis-1,4 Isoprene Polymerization

Alison R. Schultz, Sachin Bobade, Philip J. Scott, Timothy E. Long

Research output: Contribution to journalArticlepeer-review

6 Scopus citations


The synthesis of 1,4-bis[4-(1-phenylethenyl)benzyl] piperazine and subsequent reaction with sec-butyllithium enables a novel piperazine-containing difunctional organolithium initiator for the living anionic polymerization of isoprene. Piperazine provides a polar unit within the difunctional initiator, promoting ion dissociation and miscibility with hydrocarbon solvents, and enabling the formation of well-defined polyisoprene homopolymers with predictable molecular weights and controlled microstructure. In situ Fourier transform infrared spectroscopy monitors the dilithium initiator formation and the anionic polymerization of isoprene, revealing kinetic insight into this synthetic method. Furthermore, sequential monomer addition with styrene affords poly(styrene-block-isoprene-block-styrene) triblock copolymers with controlled molecular weights and narrow polydispersities. This novel initiator facilitates the synthesis of thermoplastic elastomers with desired cis-1,4 microstructure in polydienes.

Original languageEnglish (US)
Article number1700201
JournalMacromolecular Chemistry and Physics
Issue number1
StatePublished - Jan 5 2018
Externally publishedYes


  • anionic polymerization
  • block copolymers
  • in situ FTIR
  • piperazine
  • polyisoprene

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry


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