Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Solubility and Melting Properties of Salicylic acid
KTH, School of Chemical Science and Engineering (CHE), Chemical Engineering and Technology, Transport Phenomena.
KTH, School of Chemical Science and Engineering (CHE), Chemical Engineering and Technology, Transport Phenomena.
2006 (English)In: Journal of Chemical and Engineering Data, ISSN 0021-9568, E-ISSN 1520-5134, Vol. 51, no 5, 1668-1671 p.Article in journal (Refereed) Published
Abstract [en]

The solubility of salicylic acid has been investigated in methanol, acetonitrile, acetic acid, acetone, water, and ethyl acetate from (10 to 50) degrees C. No new polymorphs or solvates of salicylic acid were found. The melting properties of salicylic acid were determined by differential scanning calorimetry. A correlation was observed between the solubility and the van't Hoff enthalpy of solution. A higher solubility was related to a lower van't Hoff enthalpy of solution. Water differed from the organic solvents in terms of solubility and its correlation to the van't Hoff enthalpy of solution. In addition, the morphology of salicylic acid crystals recrystallized from water differed from the other solvents.

Place, publisher, year, edition, pages
2006. Vol. 51, no 5, 1668-1671 p.
Keyword [en]
Ethyl acetates, Salicylic acids, Van't Hoff enthalpy
National Category
Chemical Engineering
Identifiers
URN: urn:nbn:se:kth:diva-8416DOI: 10.1021/je060134dISI: 000240496200031Scopus ID: 2-s2.0-33749824948OAI: oai:DiVA.org:kth-8416DiVA: diva2:13730
Note
QC 20100831Available from: 2008-05-12 Created: 2008-05-12 Last updated: 2017-12-14Bibliographically approved
In thesis
1. Solid-liquid Phase Equilibria and Crystallization of Disubstituted Benzene Derivatives
Open this publication in new window or tab >>Solid-liquid Phase Equilibria and Crystallization of Disubstituted Benzene Derivatives
2008 (English)Doctoral thesis, comprehensive summary (Other scientific)
Abstract [en]

The Ph.D. project compiled in this thesis has focused on the role of the solvent in solid-liquid phase equilibria and in nucleation kinetics. Six organic substances have been selected as model compounds, viz. ortho-, meta- and para-hydroxybenzoic acid, salicylamide, meta- and para-aminobenzoic acid. The different types of crystal phases of these compounds have been explored, and their respective solid-state properties have been determined experimentally. The solubility of these crystal phases has been determined in various solvents between 10 and 50 oC. The kinetics of nucleation has been investigated for salicylamide by measuring the metastable zone width, in five different solvents under different experimental conditions.

A total of 15 different crystal phases were identified among the six model compounds. Only one crystal form was found for the ortho-substituted compounds, whereas the meta-isomeric compounds crystallized as two unsolvated polymorphs. The para-substituted isomers crystallized as two unsolvated polymorphs and as several solvates in different solvents.

It was discovered that the molar solubility of the different crystal phases was linked to the temperature dependence of solubility. In general, a greater molar solubility corresponds to a smaller temperature dependence of solubility.

The generality of this relation for organic compounds was investigated using a test set of 41 organic solutes comprising a total of 115 solubility curves. A semi-empirical solubility model was developed based on how thermodynamic properties relate to concentration and temperature. The model was fitted to the 115 solubility curves and used to predict the temperature dependence of solubility. The model allows for entire solubility curves to be constructed in new solvents based on the melting properties of the solute and the solubility in that solvent at a single temperature.

Based on the test set comprising the 115 solubility curves it was also found that the melting temperature of the solute can readily be predicted from solubility data in organic solvents.

The activity of the solid phase (or ideal solubility) of four of the investigated crystal phases was determined within a rigorous thermodynamic framework, by combining experimental data at the melting temperature and solubility in different solvents and temperatures. The results show that the assumptions normally used in the literature to determine the activity of the solid phase may give rise to errors up to a factor of 12.

An extensive variation in the metastable zone width of salicylamide was obtained during repeated experiments performed under identical experimental conditions. Only small or negligible effects on the onset of nucleation were observed by changing the saturation temperature or increasing the solution volume. The onset of nucleation was instead considerably influenced by different cooling rates and different solvents. A correlation was found between the supersaturation ratio at the average onset of nucleation and the viscosity of the solvent divided by the solubility of the solute. The trends suggest that an increased molecular mobility and a higher concentration of the solute reduce the metastable zone width of salicylamide.

Place, publisher, year, edition, pages
Stockholm: KTH, 2008. xx, 98 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2008-32
Keyword
Salicylic acid, m-hydroxybenzoic acid, p-hydroxybenzoic acid, salicylamide, m-aminobenzoic acid, p-aminobenzoic acid, solubility, solid-liquid equilibria, thermodynamics, activity of the solid phase, ideal solubility, activity coefficient, van't Hoff enthalpy of solution, solid state, solution properties, metastable zone width, primary nucleation, nucleation kinetics
National Category
Chemical Engineering
Identifiers
urn:nbn:se:kth:diva-4742 (URN)978-91-7178-949-5 (ISBN)
Public defence
2008-05-30, D3, D, Lindstedtsvägen 5, KTH, 10:00
Opponent
Supervisors
Note
QC 20100831Available from: 2008-05-12 Created: 2008-05-12 Last updated: 2010-08-31Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Nordström, FredrikRasmuson, Åke
By organisation
Transport Phenomena
In the same journal
Journal of Chemical and Engineering Data
Chemical Engineering

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 789 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf