Revealing the roles of desolvation and molecular self-assembly in crystal nucleation from solution: benzoic and p -aminobenzoic acids

R. A. Sullivan, R. J. Davey, G. Sadiq, G. Dent, K. R. Back, J. H. Ter Horst, D. Toroz, R. B. Hammond

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

There has been much recent interest in the role of solution chemistry and in particular the importance of molecular self-assembly in the nucleation of crystalline phases. Techniques such as FTIR and NMR have highlighted the existence of solution-phase dimers which in many cases mirror the structural synthons found in the resulting macroscopic crystals. However, there are no reported examples in which this new insight into the solution phase has been linked directly to the kinetics of crystal nucleation. Here for the first time, using a combination of solution FTIR, computational chemistry, and measured crystal nucleation rate data, such a link is demonstrated for p-aminobenzoic (PABA) and benzoic acids nucleating from polar and nonpolar solvents. Solute dimerization and desolvation are found to be rate-determining processes in the overall nucleation pathway.

LanguageEnglish
Pages2689-2696
Number of pages8
JournalCrystal Growth and Design
Volume14
Issue number5
Early online date3 Apr 2014
DOIs
Publication statusPublished - 7 May 2014

Fingerprint

4-Aminobenzoic Acid
Self assembly
self assembly
Nucleation
nucleation
Crystals
acids
Acids
crystals
Computational chemistry
computational chemistry
Dimerization
Benzoic acid
Benzoates
benzoic acid
dimerization
Dimers
solutes
Mirrors
dimers

Keywords

  • solution chemistry
  • molecular self assembly
  • crystalline phases

Cite this

Sullivan, R. A. ; Davey, R. J. ; Sadiq, G. ; Dent, G. ; Back, K. R. ; Ter Horst, J. H. ; Toroz, D. ; Hammond, R. B. / Revealing the roles of desolvation and molecular self-assembly in crystal nucleation from solution : benzoic and p -aminobenzoic acids. In: Crystal Growth and Design . 2014 ; Vol. 14, No. 5. pp. 2689-2696.
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Revealing the roles of desolvation and molecular self-assembly in crystal nucleation from solution : benzoic and p -aminobenzoic acids. / Sullivan, R. A.; Davey, R. J.; Sadiq, G.; Dent, G.; Back, K. R.; Ter Horst, J. H.; Toroz, D.; Hammond, R. B.

In: Crystal Growth and Design , Vol. 14, No. 5, 07.05.2014, p. 2689-2696.

Research output: Contribution to journalArticle

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AU - Sullivan, R. A.

AU - Davey, R. J.

AU - Sadiq, G.

AU - Dent, G.

AU - Back, K. R.

AU - Ter Horst, J. H.

AU - Toroz, D.

AU - Hammond, R. B.

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