Thermoanalytical study of o,o′-dibenzoyl-(2R,3R)-tartaric acid supra-molecular compounds: Part I. Investigation of compounds with water, achiral alcohols and phenols

R. Illés, Cs Kassai, G. Pokol, J. Madarász, E. Fogassy, D. Kozma

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Thermal behaviour of O,O'-dibcnzoyl-(2R,3R)-tartaric acid (DBTA), its monohydrate, and its potential supramolccular compounds with achiral alcohols and phenols were investigated with TG, DSC, EGD. The structural differences among the anhydrous DBTA, its monohydrate, and the supramolecular derivatives were investigated with X-ray powder diffraction. The thermal behaviour of DBTA-supramolcculars with isopropyl, tert-butyl, and 5-cyclohexyl alcohols is found to be similar to each other but essentially different from that of both DBTA and its monohydrate. On heating they melt and decompose between 60-180°C while they loose in one or two steps the bound alcohol. The thermal stability of the supramolecular compounds increases with the boiling point of the alcohol component. According to the X-ray powder diffraction patterns each supramolccular substance has different structure, that may also result in the different thermal stability of the compounds. The molar ratio of DBTA:achiral alcohol samples is 1:1.01-1:1.57 estimated from the corresponding mass losses. The XRD patterns of the prepared two DBTA-phenoI materials are different from those of DBTA-achiral alcohol samples. The phenol compounds melt with slow mass losses and give an endothermic peak between 73-83°C but the melting point of the anhydrous DBTA cannot be observed. DBTA:phcnol molar ratio is estimated to be 1:0.41 and 1:0.65 for phenol and 2-methylphenol, respectively.

Original languageEnglish
Pages (from-to)745-755
Number of pages11
JournalJournal of Thermal Analysis and Calorimetry
Volume61
Issue number3
Publication statusPublished - 2000

Fingerprint

Phenols
phenols
alcohols
Alcohols
acids
Acids
Water
water
Phenol
X ray powder diffraction
Thermodynamic stability
thermal stability
Boiling point
boiling
Diffraction patterns
melting points
Melting point
tartaric acid
x rays
diffraction patterns

Keywords

  • Chiral complex
  • DSC
  • Hydrate
  • Optical resolution

ASJC Scopus subject areas

  • Chemical Engineering(all)

Cite this

@article{6698c15ead5a449884ea197be71deb47,
title = "Thermoanalytical study of o,o′-dibenzoyl-(2R,3R)-tartaric acid supra-molecular compounds: Part I. Investigation of compounds with water, achiral alcohols and phenols",
abstract = "Thermal behaviour of O,O'-dibcnzoyl-(2R,3R)-tartaric acid (DBTA), its monohydrate, and its potential supramolccular compounds with achiral alcohols and phenols were investigated with TG, DSC, EGD. The structural differences among the anhydrous DBTA, its monohydrate, and the supramolecular derivatives were investigated with X-ray powder diffraction. The thermal behaviour of DBTA-supramolcculars with isopropyl, tert-butyl, and 5-cyclohexyl alcohols is found to be similar to each other but essentially different from that of both DBTA and its monohydrate. On heating they melt and decompose between 60-180°C while they loose in one or two steps the bound alcohol. The thermal stability of the supramolecular compounds increases with the boiling point of the alcohol component. According to the X-ray powder diffraction patterns each supramolccular substance has different structure, that may also result in the different thermal stability of the compounds. The molar ratio of DBTA:achiral alcohol samples is 1:1.01-1:1.57 estimated from the corresponding mass losses. The XRD patterns of the prepared two DBTA-phenoI materials are different from those of DBTA-achiral alcohol samples. The phenol compounds melt with slow mass losses and give an endothermic peak between 73-83°C but the melting point of the anhydrous DBTA cannot be observed. DBTA:phcnol molar ratio is estimated to be 1:0.41 and 1:0.65 for phenol and 2-methylphenol, respectively.",
keywords = "Chiral complex, DSC, Hydrate, Optical resolution",
author = "R. Ill{\'e}s and Cs Kassai and G. Pokol and J. Madar{\'a}sz and E. Fogassy and D. Kozma",
year = "2000",
language = "English",
volume = "61",
pages = "745--755",
journal = "Journal of Thermal Analysis and Calorimetry",
issn = "1388-6150",
publisher = "Springer Netherlands",
number = "3",

}

TY - JOUR

T1 - Thermoanalytical study of o,o′-dibenzoyl-(2R,3R)-tartaric acid supra-molecular compounds

T2 - Part I. Investigation of compounds with water, achiral alcohols and phenols

AU - Illés, R.

AU - Kassai, Cs

AU - Pokol, G.

AU - Madarász, J.

AU - Fogassy, E.

AU - Kozma, D.

PY - 2000

Y1 - 2000

N2 - Thermal behaviour of O,O'-dibcnzoyl-(2R,3R)-tartaric acid (DBTA), its monohydrate, and its potential supramolccular compounds with achiral alcohols and phenols were investigated with TG, DSC, EGD. The structural differences among the anhydrous DBTA, its monohydrate, and the supramolecular derivatives were investigated with X-ray powder diffraction. The thermal behaviour of DBTA-supramolcculars with isopropyl, tert-butyl, and 5-cyclohexyl alcohols is found to be similar to each other but essentially different from that of both DBTA and its monohydrate. On heating they melt and decompose between 60-180°C while they loose in one or two steps the bound alcohol. The thermal stability of the supramolecular compounds increases with the boiling point of the alcohol component. According to the X-ray powder diffraction patterns each supramolccular substance has different structure, that may also result in the different thermal stability of the compounds. The molar ratio of DBTA:achiral alcohol samples is 1:1.01-1:1.57 estimated from the corresponding mass losses. The XRD patterns of the prepared two DBTA-phenoI materials are different from those of DBTA-achiral alcohol samples. The phenol compounds melt with slow mass losses and give an endothermic peak between 73-83°C but the melting point of the anhydrous DBTA cannot be observed. DBTA:phcnol molar ratio is estimated to be 1:0.41 and 1:0.65 for phenol and 2-methylphenol, respectively.

AB - Thermal behaviour of O,O'-dibcnzoyl-(2R,3R)-tartaric acid (DBTA), its monohydrate, and its potential supramolccular compounds with achiral alcohols and phenols were investigated with TG, DSC, EGD. The structural differences among the anhydrous DBTA, its monohydrate, and the supramolecular derivatives were investigated with X-ray powder diffraction. The thermal behaviour of DBTA-supramolcculars with isopropyl, tert-butyl, and 5-cyclohexyl alcohols is found to be similar to each other but essentially different from that of both DBTA and its monohydrate. On heating they melt and decompose between 60-180°C while they loose in one or two steps the bound alcohol. The thermal stability of the supramolecular compounds increases with the boiling point of the alcohol component. According to the X-ray powder diffraction patterns each supramolccular substance has different structure, that may also result in the different thermal stability of the compounds. The molar ratio of DBTA:achiral alcohol samples is 1:1.01-1:1.57 estimated from the corresponding mass losses. The XRD patterns of the prepared two DBTA-phenoI materials are different from those of DBTA-achiral alcohol samples. The phenol compounds melt with slow mass losses and give an endothermic peak between 73-83°C but the melting point of the anhydrous DBTA cannot be observed. DBTA:phcnol molar ratio is estimated to be 1:0.41 and 1:0.65 for phenol and 2-methylphenol, respectively.

KW - Chiral complex

KW - DSC

KW - Hydrate

KW - Optical resolution

UR - http://www.scopus.com/inward/record.url?scp=0033657843&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0033657843&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0033657843

VL - 61

SP - 745

EP - 755

JO - Journal of Thermal Analysis and Calorimetry

JF - Journal of Thermal Analysis and Calorimetry

SN - 1388-6150

IS - 3

ER -