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

doi:10.1071/CH12183

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

Monash University

Research output: Contribution to journal › Article › peer-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 language	English
Pages (from-to)	935-941
Number of pages	7
Journal	Australian Journal of Chemistry
Volume	65
Issue number	7
DOIs	https://doi.org/10.1071/CH12183
Publication status	Published - 2012
Externally published	Yes

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@article{eeb4e81720834df1aba79215f0424fd8,

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

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.",

author = "Martin, \{Lisandra L.\} and Jinzhen Lu and Ayman Nafady and Le, \{Thanh Hai\} and Siriwardana, \{Amal I.\} and Xiaohu Qu and Traore, \{Daouda A.K.\} and Matthew Wilce and Bond, \{Alan M.\}",

year = "2012",

doi = "10.1071/CH12183",

language = "English",

volume = "65",

pages = "935--941",

journal = "Australian Journal of Chemistry",

issn = "0004-9425",

publisher = "CSIRO",

number = "7",

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TY - JOUR

T1 - Novel semiconducting biomaterials derived from a proline ester and tetracyanoquinodimethane identified by handpicked selection of individual crystals

AU - Martin, Lisandra L.

AU - Lu, Jinzhen

AU - Nafady, Ayman

AU - Le, Thanh Hai

AU - Siriwardana, Amal I.

AU - Qu, Xiaohu

AU - Traore, Daouda A.K.

AU - Wilce, Matthew

AU - Bond, Alan M.

PY - 2012

Y1 - 2012

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84864946473

U2 - 10.1071/CH12183

DO - 10.1071/CH12183

M3 - Article

AN - SCOPUS:84864946473

SN - 0004-9425

VL - 65

SP - 935

EP - 941

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 7

ER -

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

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