1972
DOI: 10.1021/je60055a033
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Preparation and properties of tetrachloroterephthalate esters

Abstract: The preparation and properties of 12 tetrachloroterephthalate esters are reported. Several different types are described. Properties of the di-n-alkyl esters are compared with those of the isomeric ortho esters. The tetrachloroterephthalates are higher melting and have less tendency to form molecular complexes with aromatic hydrocarbons. Alkyl tetrachloroterephthalates resist saponification and transesteriflcafion. Several synthetic methods are illustrated. Some infrared absorption characteristics are also giv… Show more

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Cited by 8 publications
(4 citation statements)
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“…These results allow us to draw a qualitative conclusion concerning the dependence of excess molar entropy SE on pressure. According to Maxwell's equation (dSE/dP)T = ~(dVE/dT)P (2) and from the previous discussion, we get a positive derivative (dSE/dP)T, and the deviation from ideal behavior thus increases with pressure. Benzene, 71-43-2; trichloroethylene, 79-01-6.…”
mentioning
confidence: 70%
See 1 more Smart Citation
“…These results allow us to draw a qualitative conclusion concerning the dependence of excess molar entropy SE on pressure. According to Maxwell's equation (dSE/dP)T = ~(dVE/dT)P (2) and from the previous discussion, we get a positive derivative (dSE/dP)T, and the deviation from ideal behavior thus increases with pressure. Benzene, 71-43-2; trichloroethylene, 79-01-6.…”
mentioning
confidence: 70%
“…It has been shown in a previous work (1) that tetrachloroterephthalate esters are suitable as a stationary liquid phase in gas chromatography. The wide range of temperatures over which they can be used, the possibility of making derivative compounds taking the tetrachioroterephthaloyl nucleus as the basic unit (2,3), and their selectivity for the separation of aromatic isomers are some of the major features that make them a good choice for a liquid phase in gas chromatography.…”
Section: Introductionmentioning
confidence: 99%
“…Oligomer formation allows a decrease in ratio of methylene to tetrahaloterephthaloyl groups "to minimize solvating (attractive) interactions which may act counter to the desired separation" or do not contribute to it (/, 2). Shortening the esterified alkyl groups with simple tetrachlorinated diesters to accomplish this gives materials with increased volatility and higher melting points (3,12). Both properties are undesirable for gas chromatographic applications.…”
Section: Molecular Design-tetrachloroterephthaloyl Oligomers Asmentioning
confidence: 99%
“…HPLC grade tetrahydrofuran-UV (Burdick and Jackson Labs) (THF) was dried over 5-Á molecular sieves for 2-7 days. Commercial tetrachloroterephthaloyl chloride (TCTPC12), mp 146.5-148 °C, was recrystallized in our laboratories (46) and 4-(methoxycarbonyl)-2,3,5,6-tetrachlorobenzoyl chloride (Me,-Cl-TCTP), mp 106-107 °C, was isolated as an intermediate by preparative liquid chromatography in the course of methanolysis of tetrachloroterephthaloyl chloride.…”
mentioning
confidence: 99%