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Titolo:
Solubility of fluorinated pharmaceuticals in dense carbon dioxide
Autore:
Laitinen, A; Jauhiainen, O; Aaltonen, O;
Indirizzi:
VTT Chem Technol, FIN-02044 Espoo, Finland VTT Chem Technol Espoo Finland FIN-02044 chnol, FIN-02044 Espoo, Finland
Titolo Testata:
ORGANIC PROCESS RESEARCH & DEVELOPMENT
fascicolo: 5, volume: 4, anno: 2000,
pagine: 353 - 356
SICI:
1083-6160(200009/10)4:5<353:SOFPID>2.0.ZU;2-0
Fonte:
ISI
Lingua:
ENG
Soggetto:
SUPERCRITICAL FLUIDS; CATALYST; ETHANE; ACID;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
19
Recensione:
Indirizzi per estratti:
Indirizzo: Laitinen, A VTT Chem Technol, Biol Kuja 7,POB 1401, FIN-02044 Espoo, Finland VTT Chem Technol Biol Kuja 7,POB 1401 Espoo Finland FIN-02044
Citazione:
A. Laitinen et al., "Solubility of fluorinated pharmaceuticals in dense carbon dioxide", ORG PROC R, 4(5), 2000, pp. 353-356

Abstract

The solubilities of benzoic acid and fluorinated benzoic acid derivatives in dense carbon dioxide mere measured at 35 and 55 degrees C to find out how much fluorination increases the solubility of organic pharmaceuticals in dense carbon dioxide. The solubilities of two higher molecular weight pharmaceuticals, triflupromazine and flufenamic acid, in dense carbon dioxide were also measured. The solubility of benzoic acid is approximately 0.2 wt % at 35 degrees C and 100 bar. Attaching one fluorine atom increased the solubility of benzoic acid slightly, and the solubility of 3-fluorobenzoic acidwas approximately 1 wt %. The solubility of 3,4-difluorobenzoic acid was 1.3 wt % at 35 degrees C and 103 bar. Introduction of a trifluoromethyl group increased the solubility significantly, and the solubility of 3-(trifluoromethyl)benzoic acid in dense carbon dioxide at 35 degrees C and 100 bar was approximately 7 wt %, which is almost 40 times higher than the solubilityof benzoic acid in the same conditions. The solubility of triflupromazine was relatively high, i.e., 4.4 wt % at 43 degrees C and 145 bar. Flufenamicacid was very sparingly soluble at ambient temperatures (<50 degrees C), and 70-80 degrees C was necessary to reach 1-3 wt % solubility. These experiments show that dense carbon dioxide is a feasible solvent for fluorinated pharmaceuticals and that the fluorine content of a compound can be used as a clue to find carbon dioxide soluble molecules.

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Documento generato il 26/09/20 alle ore 18:24:04