Thermodynamics Research Center / ThermoML | Thermochimica Acta

A comparative study of the thermal properties of homologous series of crystallisable n-alkyl maleate and itaconate monoesters

Richard, J.-V.[Jean-Victor], Delaite, C.[Christelle], Riess, G.[Gerard], Schuller, A.-S.[Anne-Sophie]
Thermochim. Acta 2016, 623, 136-143
ABSTRACT
Homologous series of crystallisable C8-C22even-numbered alkane oligomers with either maleate or itaconate monoesters end-groups were synthesized. Their total phase change enthalpy (DHtpce) and entropy (DStpce) on melting, determined by DSC, show a linear dependence with the number of carbons of the alkyl chain. A comparison was performed with corresponding succinate derivatives. The influence of the end functions on Stpcewas examined in view of Stpcevalues estimated by the group additivity approach. A fair agreement between the experimental and the estimated entropy values could be demonstrated. Thermogravimetric analysis (TGA) has shown that the maleate oligomers are less stable than the corresponding succinate and itaconate derivatives. This behaviour could be confirmed by the activation energies of the degradation process.
Compounds
# Formula Name
1 C12H20O4 maleic acid monooctyl ester
2 C16H28O4 maleic acid monododecyl ester
3 C20H36O4 maleic acid monohexadecyl ester
4 C26H48O4 maleic acid monodocosyl ester
5 C13H22O4 itaconic acid 1-octyl ester
6 C17H30O4 itaconic acid 1-n-dodecyl ester
7 C21H38O4 itaconic acid 1-n-hexadecyl ester
8 C27H50O4 itaconic acid 1-n-docosyl ester
9 C12H22O4 succinic acid monooctyl ester
10 C16H30O4 butanedioic acid, monododecyl ester
11 C20H38O4 succinic acid monohexadecyl ester
12 C26H50O4 succinic acid monodocosyl ester
13 C13H22O4 itaconic acid 4-n-octyl ester
14 C17H30O4 itaconic acid 4-n-dodecyl ester
15 C21H38O4 itaconic acid 4-n-hexadecyl ester
16 C27H50O4 itaconic acid 4-n-docosyl ester
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 2
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 3
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 4
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 9
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 10
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 11
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 11
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 12
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 12
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 13
  • 5
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • DTA:corrimp
  • 1
  • POMD
  • 14
  • 6
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 14; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • DTA:corrimp
  • 1
  • POMD
  • 15
  • 7
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 15; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • DTA:corrimp
  • 1
  • POMD
  • 8
  • 16
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 16; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal of unknown type
  • DTA:corrimp
  • 1