Chiral amplification of disodium cromoglycate chromonics induced by a codeine derivative

F. Berride, E. Troche-Pesqueira, António Gabriel Malagueta Feio, E. J. Cabrita, T. Sierra, A. Navarro-Vázquez, M. M. Cid

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Chromonic liquid crystals (CLC) are lyotropic phases formed by discotic mesogens in water. Simple chiral dopants such as amino acids have been reported to turn chromonic liquid crystals into their cholesteric counterparts. Here we report a chirality amplification effect in the nematic phase of a 9 wt% disodium cromoglycate (DSCG) lyotropic liquid crystal (LLC) upon doping with a water-soluble codeine derivative. The transition on cooling the isotropic to the nematic phase showed the presence of homochiral spindle-shaped droplets (tactoids). NMR DOSY experiments on a triple gradient probe revealed a small degree of diffusion anisotropy for the alkaloid embedded in the liquid crystal structure. These results in combination with XRD, CD and POM experiments agree with a supramolecular aggregation model based on simple columnar stacks.

Original languageEnglish
Pages (from-to)6810-6815
Number of pages6
JournalSoft Matter
Volume13
Issue number38
DOIs
Publication statusPublished - 1 Jan 2017

Fingerprint

Liquid Crystals
Codeine
Cromolyn Sodium
Amplification
liquid crystals
Derivatives
Doping (additives)
alkaloids
spindles
Water
Chirality
chirality
Alkaloids
water
amino acids
Anisotropy
Agglomeration
Crystal structure
Experiments
Nuclear magnetic resonance

Keywords

  • RESIDUAL DIPOLAR COUPLINGS
  • LIQUID-CRYSTALS
  • WATER
  • NMR
  • ELUCIDATION
  • MESOPHASES
  • DIFFUSION
  • SYSTEM

Cite this

Berride, F., Troche-Pesqueira, E., Feio, A. G. M., Cabrita, E. J., Sierra, T., Navarro-Vázquez, A., & Cid, M. M. (2017). Chiral amplification of disodium cromoglycate chromonics induced by a codeine derivative. Soft Matter, 13(38), 6810-6815. https://doi.org/10.1039/c7sm01227f
Berride, F. ; Troche-Pesqueira, E. ; Feio, António Gabriel Malagueta ; Cabrita, E. J. ; Sierra, T. ; Navarro-Vázquez, A. ; Cid, M. M. / Chiral amplification of disodium cromoglycate chromonics induced by a codeine derivative. In: Soft Matter. 2017 ; Vol. 13, No. 38. pp. 6810-6815.
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Berride, F, Troche-Pesqueira, E, Feio, AGM, Cabrita, EJ, Sierra, T, Navarro-Vázquez, A & Cid, MM 2017, 'Chiral amplification of disodium cromoglycate chromonics induced by a codeine derivative', Soft Matter, vol. 13, no. 38, pp. 6810-6815. https://doi.org/10.1039/c7sm01227f

Chiral amplification of disodium cromoglycate chromonics induced by a codeine derivative. / Berride, F.; Troche-Pesqueira, E.; Feio, António Gabriel Malagueta; Cabrita, E. J.; Sierra, T.; Navarro-Vázquez, A.; Cid, M. M.

In: Soft Matter, Vol. 13, No. 38, 01.01.2017, p. 6810-6815.

Research output: Contribution to journalArticle

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AU - Berride, F.

AU - Troche-Pesqueira, E.

AU - Feio, António Gabriel Malagueta

AU - Cabrita, E. J.

AU - Sierra, T.

AU - Navarro-Vázquez, A.

AU - Cid, M. M.

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Y1 - 2017/1/1

N2 - Chromonic liquid crystals (CLC) are lyotropic phases formed by discotic mesogens in water. Simple chiral dopants such as amino acids have been reported to turn chromonic liquid crystals into their cholesteric counterparts. Here we report a chirality amplification effect in the nematic phase of a 9 wt% disodium cromoglycate (DSCG) lyotropic liquid crystal (LLC) upon doping with a water-soluble codeine derivative. The transition on cooling the isotropic to the nematic phase showed the presence of homochiral spindle-shaped droplets (tactoids). NMR DOSY experiments on a triple gradient probe revealed a small degree of diffusion anisotropy for the alkaloid embedded in the liquid crystal structure. These results in combination with XRD, CD and POM experiments agree with a supramolecular aggregation model based on simple columnar stacks.

AB - Chromonic liquid crystals (CLC) are lyotropic phases formed by discotic mesogens in water. Simple chiral dopants such as amino acids have been reported to turn chromonic liquid crystals into their cholesteric counterparts. Here we report a chirality amplification effect in the nematic phase of a 9 wt% disodium cromoglycate (DSCG) lyotropic liquid crystal (LLC) upon doping with a water-soluble codeine derivative. The transition on cooling the isotropic to the nematic phase showed the presence of homochiral spindle-shaped droplets (tactoids). NMR DOSY experiments on a triple gradient probe revealed a small degree of diffusion anisotropy for the alkaloid embedded in the liquid crystal structure. These results in combination with XRD, CD and POM experiments agree with a supramolecular aggregation model based on simple columnar stacks.

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