Novel semiconducting biomaterials derived from a proline ester and tetracyanoquinodimethane identified by handpicked selection of individual crystals

  • Lisandra L. Martin*
  • , Jinzhen Lu
  • , Ayman Nafady
  • , Thanh Hai Le
  • , Amal I. Siriwardana
  • , Xiaohu Qu
  • , Daouda A.K. Traore
  • , Matthew Wilce
  • , Alan M. Bond
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Complex mixtures of cation:anion stoichometries often result from the syntheses of tetracyanoquinodimethane (TCNQ) salts, and often these cannot be easily separated. In this study, the reaction of N,N-dimethyl-d-proline- methylester (Pro(CH 3) 3 +) with LiTCNQ resulted in a mixture of crystals. Hand selection and characterisation of each crystal type by X-ray, infrared, Raman and electrochemistry has provided two stoichometries, 1:1 [Pro(CH 3) 3TCNQ] and 2:3 ([(Pro(CH 3) 3) 2(TCNQ) 3]). A detailed comparison of these structures is provided. The electrochemical method provides an exceptionally sensitive method of distinguishing differences in stoichiometry. The room temperature conductivity of the mixture is 3.1×10 -2Scm -1, which lies in the semiconducting range.

Original languageEnglish
Pages (from-to)935-941
Number of pages7
JournalAustralian Journal of Chemistry
Volume65
Issue number7
DOIs
Publication statusPublished - 2012
Externally publishedYes

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