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Influence of the chiral dopant anion on the generation of induced optical activity in polyanilines

Journal Article


Abstract


  • Emeraldine base (EB) is doped with (1S)-(+)-3-bromocamphor-10-sulfonic acid and a novel chiral acrylamidesulfonic acid (4) in NMP and DMF solvents to give new optically active polyaniline salts (PAn.HA). The conjugate base anions (A-) of these chiral dopants (as with the previously studied (+)-camphor-10-sulfonic acid, HCSA) contain SO-3 and carbonyl (C=O) groups that may maintain the polyaniline chains in a preferred one-sense helical screw via simultaneous electrostatic and H-bonding. Optically active polyaniline salts are also produced via analogous doping of EB (in NMP or DMF) with the chiral dicarboxylic acids (+)- or (-)-tartaric acid and O.O′-dibenzoyl-n-tartaric acid, which possess quite different structural motifs to HCSA. A common feature of all the dopants successful in generating optically active polyaniline salts is their bidental nature, allowing attachment of the dopant to the polymer backbone at two places simultaneously. © 1997 Elsevier Science Ltd.

Publication Date


  • 1997

Citation


  • Ashraf, S. A., Kane-Maguire, L. A. P., Majidi, M. R., Pyne And, S. G., & Wallace, G. G. (1997). Influence of the chiral dopant anion on the generation of induced optical activity in polyanilines. Polymer, 38(11), 2627-2631. doi:10.1016/S0032-3861(97)85595-4

Scopus Eid


  • 2-s2.0-0031140648

Start Page


  • 2627

End Page


  • 2631

Volume


  • 38

Issue


  • 11

Abstract


  • Emeraldine base (EB) is doped with (1S)-(+)-3-bromocamphor-10-sulfonic acid and a novel chiral acrylamidesulfonic acid (4) in NMP and DMF solvents to give new optically active polyaniline salts (PAn.HA). The conjugate base anions (A-) of these chiral dopants (as with the previously studied (+)-camphor-10-sulfonic acid, HCSA) contain SO-3 and carbonyl (C=O) groups that may maintain the polyaniline chains in a preferred one-sense helical screw via simultaneous electrostatic and H-bonding. Optically active polyaniline salts are also produced via analogous doping of EB (in NMP or DMF) with the chiral dicarboxylic acids (+)- or (-)-tartaric acid and O.O′-dibenzoyl-n-tartaric acid, which possess quite different structural motifs to HCSA. A common feature of all the dopants successful in generating optically active polyaniline salts is their bidental nature, allowing attachment of the dopant to the polymer backbone at two places simultaneously. © 1997 Elsevier Science Ltd.

Publication Date


  • 1997

Citation


  • Ashraf, S. A., Kane-Maguire, L. A. P., Majidi, M. R., Pyne And, S. G., & Wallace, G. G. (1997). Influence of the chiral dopant anion on the generation of induced optical activity in polyanilines. Polymer, 38(11), 2627-2631. doi:10.1016/S0032-3861(97)85595-4

Scopus Eid


  • 2-s2.0-0031140648

Start Page


  • 2627

End Page


  • 2631

Volume


  • 38

Issue


  • 11