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Water solubility enhancement of phthalates by cetyltrimethylammonium bromide and -cyclodextrin.

Authors
Song-W; Li-A; Xu-X
Source
Ind Eng Chem Res 2003 Feb; 42(5):949-955
NIOSHTIC No.
20038995
Abstract
Water solubility enhancements of six phthalates (five aliphatic phthalates and one phenyl phthalate) by cetyltrimethylammonium bromide (CTAB) and -cyclodextrin (-CD) were studied at 25 C. The solubilities of these phthalates are remarkably enhanced by CTAB solutions above the critical micelle concentration (cmc). Only marginal enhancement of phthalate solubility was observed in solutions containing CTAB below its cmc and -CD at low concentrations (less than 5 mM). The solubility enhancements of the phthalates are proportional to the added amount of CTAB and -CD. Partition coefficients of the phthalates between monomeric CTAB surfactant and water (KMN) and between CTAB micelle and water (KMC) were estimated from the experimental data. The mechanisms of solubility enhancements by CTAB and -CD were discussed. A log-linear equation was proposed and evaluated for the solubilization by CTAB below cmc, while the previously proposed linear partitioning model was questioned. The structures of the complexes formed between phthalates and -CD were proposed, and the formation constants were estimated. The values of log KMC, log KMN, and log K-CD of the phthalates were found to correlate linearly with the log KOW of phthalates, with the exception of the solid phenyl phthalate.
Keywords
Water-analysis; Mathematical-models; Chemical-properties; Chemical-synthesis; Models; Phthalates; Aliphatic-compounds; Surfactants
CODEN
IECRED
CAS No.
57-09-0; 7585-39-9
Publication Date
20030201
Document Type
Journal Article
Funding Type
Grant
Fiscal Year
2003
NTIS Accession No.
NTIS Price
Identifying No.
Grant-Number-T42-OH-008672
Issue of Publication
5
ISSN
0888-5885
Source Name
Industrial & Engineering Chemistry Research
State
IL
Performing Organization
University of Illinois-Chicago
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