2
0
2017
wan
hu
0
journal
Original
Wang, T.-C.[Tzu-Chi]
Hu, W.-H.[Wun-Han]
J. Chem. Eng. Data
2017
2020-09-29
Solid Liquid Equilibria of Nine Binary Systems with Dicarboxylic Acids
In this study, solid liquid equilibria of dicarboxylic acids for binary mixtures, hexanedioic acid (1) + octanedioic acid (2) (eutectic temperature TE = 390.54 K, eutectic composition x1E = 0.419); hexanedioic acid (1) + nonanedioic acid (2) (TE = 372.52 K, x1E = 0.269); hexanedioic acid (1) + decanedioic acid (2) (TE = 387.43 K, x1E = 0.514); heptanedioic acid (1) + octanedioic acid (2) (TE = 365.81 K, x1E = 0.782); heptanedioic acid (1) + nonanedioic acid (2) (TE = 352.50 K, x1E = 0.558); heptanedioic acid (1) + decanedioic acid (2) (TE = 367.07 K, x1E = 0.753); octanedioic acid (1) + decanedioic acid (2) (TE = 387.97 K, x1E = 0.465); nonanedioic acid (1) + octanedioic acid (2) (TE = 367.62 K, x1E = 0.712); and nonanedioic acid (1) + decanedioic acid (2) (TE = 370.49 K, x1E = 0.687), are measured using differential scanning calorimetry and correlated using Clarke-Glew equation. An observation here is simple eutectic phase diagrams for these systems. It can be noted that experiment results, correlated with Wilson and nonrandom two-liquid activity coefficient models, are highly satisfactory.
solid-liquid equilibria
dicarboxylic acids
binary mixtures
differential scanning
calorimetry
10.1021/acs.jced.6b00628
3
62
931-937
1
InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
WNLRTRBMVRJNCN-UHFFFAOYSA-N
1,6-hexanedioic acid
1,4-butanedicarboxylic acid
acifloctin
acinetten
adilactetten
adipic acid
asapic
hexanedioic acid
inipol DS
C6H10O4
1
Commercial source
1
99
2
Stated by supplier
2
InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
WLJVNTCWHIRURA-UHFFFAOYSA-N
1,7-heptanedioic acid
heptanedioic acid
pimelic acid
C7H12O4
1
Commercial source
1
99
2
Stated by supplier
3
InChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)
TYFQFVWCELRYAO-UHFFFAOYSA-N
1,8-octanedioic acid
1,6-hexanedicarboxylic acid
suberic acid
C8H14O4
1
Commercial source
1
99
2
Stated by supplier
4
InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
BDJRBEYXGGNYIS-UHFFFAOYSA-N
1,9-nonanedioic acid
azelaic acid
nonanedioic acid
C9H16O4
1
Commercial source
1
98
2
Stated by supplier
5
InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
CXMXRPHRNRROMY-UHFFFAOYSA-N
1,10-decanedioic acid
decanedioic acid
n-decanedioic acid
sebacic acid
C10H18O4
1
Commercial source
1
99
2
Stated by supplier
1
1
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
425.25
5
1
0.93
2
1
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
39.03
4
1
1.16
3
2
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
378.57
5
1
0.93
4
2
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
30.76
4
1
1.07
5
3
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
415.07
5
1
0.93
6
3
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
30.7
4
1
1.07
7
4
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
379.89
5
1
0.93
8
4
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
35.92
4
1
1.12
9
5
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
406.76
5
1
0.93
10
5
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
46.74
4
1
1.25
11
1
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Liquid
Crystal
3
Air at 1 atmosphere
1
391.34
5
1
0.76
12
1
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.05037
4
1
412.69
5
1
1.01
1
0.0968
4
1
409.92
5
1
1.01
1
0.15402
5
1
406.55
5
1
1.01
1
0.17097
5
1
405.99
5
1
0.99
1
0.19718
5
1
405.51
5
1
1.01
1
0.22404
5
1
402.86
5
1
1.06
1
0
1
1
415.07
5
1
0.99
13
1
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.62689
5
1
405.58
5
1
1
1
0.64994
5
1
406.5
5
1
1
1
0.69978
5
1
408.13
5
1
1.01
1
0.7507
5
1
411.86
5
1
1.03
1
0.79509
5
1
415.33
5
1
1.03
1
0.8467
5
1
418.64
5
1
1.01
1
0.89952
5
1
421.01
5
1
1.01
1
0.94917
5
1
423.7
5
1
1
1
1
1
1
425.28
5
1
0.99
14
4
1
1
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Liquid
Crystal
4
Air at 1 atmosphere
1
372.13
5
1
0.76
15
4
1
1
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.54645
5
1
400.7
5
1
0.99
1
0.60042
5
1
402.36
5
1
1.02
1
0.6552
5
1
407.72
5
1
1.03
1
0.70124
5
1
409.98
5
1
1.01
1
0.79801
5
1
415.69
5
1
1.02
1
0.84823
5
1
418.71
5
1
1.01
1
0.89675
5
1
421.18
5
1
1.01
1
0.95262
5
1
424.23
5
1
1
1
0.74825
5
1
412.54
5
1
1.01
1
1
1
1
425.28
5
1
0.99
16
4
1
1
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.0511
4
1
379.73
5
1
0.99
1
0.07985
4
1
378.05
5
1
1.01
1
0.10039
5
1
377.25
5
1
0.99
1
0.14891
5
1
375.97
5
1
0.99
1
0
1
1
379.89
5
1
0.99
17
5
1
1
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
1
Liquid
Crystal
5
Air at 1 atmosphere
1
391.36
5
1
0.76
18
5
1
1
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.05091
4
1
405.84
5
1
0.99
1
0.10365
5
1
404
5
1
1
1
0.14713
5
1
402.15
5
1
1
1
0.19675
5
1
400.15
5
1
0.99
1
0.2475
5
1
398.78
5
1
0.99
1
0
1
1
406.76
5
1
0.99
19
5
1
1
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
1
Liquid
1
0.59748
5
1
401.82
5
1
1.06
1
0.65019
5
1
406.83
5
1
1.03
1
0.70207
5
1
410.06
5
1
1.02
1
0.79908
5
1
416.89
5
1
1.02
1
0.84862
5
1
419.1
5
1
1.01
1
0.89751
5
1
422.14
5
1
1
1
0.95217
5
1
423.84
5
1
0.99
1
1
1
1
425.28
5
1
0.99
20
2
1
3
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
2
Liquid
Crystal
3
Air at 1 atmosphere
1
365.86
5
1
0.76
21
2
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.85096
5
1
370.98
5
1
1.01
1
0.90263
5
1
373.67
5
1
1.01
1
0.9514
5
1
376.84
5
1
1.01
1
1
1
1
378.57
5
1
0.99
22
2
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.05132
4
1
413.19
5
1
1
1
0.10221
5
1
411.07
5
1
1.02
1
0.14582
5
1
407.38
5
1
1.01
1
0.20127
5
1
406.02
5
1
1
1
0.24781
5
1
402.73
5
1
1
1
0.3
5
1
401.22
5
1
1.02
1
0.34793
5
1
396.13
5
1
1.04
1
0.39741
5
1
393.21
5
1
1.02
1
0.45211
5
1
389.6
5
1
1
1
0.50107
5
1
389.01
5
1
1
1
0.54835
5
1
385.25
5
1
1.04
1
0
1
1
415.07
5
1
0.99
23
2
1
4
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
2
Liquid
Crystal
4
Air at 1 atmosphere
1
352.75
5
1
0.9
24
2
1
4
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.0505
4
1
378.08
5
1
0.99
1
0.09652
4
1
378.17
5
1
1
1
0.14658
5
1
374.02
5
1
1.01
1
0.20269
5
1
372.61
5
1
1
1
0.25055
5
1
370.08
5
1
1.01
1
0.3
5
1
367.75
5
1
1.01
1
0.35496
5
1
364.45
5
1
1.01
1
0.40268
5
1
362.58
5
1
1
1
0
1
1
379.89
5
1
0.99
25
2
1
4
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.75
5
1
365.4
5
1
1.01
1
0.77674
5
1
366.9
5
1
1
1
0.80542
5
1
367.89
5
1
1.01
1
0.82458
5
1
369.49
5
1
1.03
1
0.84962
5
1
371.06
5
1
1.01
1
0.89672
5
1
373.63
5
1
1
1
0.95137
5
1
376.05
5
1
1
1
1
1
1
378.57
5
1
0.99
26
2
1
5
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
2
Liquid
Crystal
5
Air at 1 atmosphere
1
365.27
5
1
0.76
27
2
1
5
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.84937
5
1
370.75
5
1
1.01
1
0.89888
5
1
373.32
5
1
1
1
0.94782
5
1
374.96
5
1
1.01
1
1
1
1
378.57
5
1
0.99
28
2
1
5
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
2
Liquid
1
0.04986
4
1
404.92
5
1
1
1
0.10147
5
1
403.18
5
1
1
1
0.15209
5
1
401.28
5
1
1
1
0.19922
5
1
399.42
5
1
1
1
0.24847
5
1
397.2
5
1
1
1
0.2983
5
1
394.58
5
1
1
1
0.35222
5
1
392.33
5
1
1.01
1
0.39943
5
1
389.43
5
1
1
1
0.44984
5
1
388.2
5
1
0.99
1
0
1
1
406.76
5
1
0.99
29
5
1
3
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
3
Liquid
Crystal
5
Air at 1 atmosphere
1
382.31
5
1
1.07
30
5
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
3
Liquid
1
0.04889
4
1
405.25
5
1
1
1
0.10018
5
1
402.11
5
1
1.01
1
0.15026
5
1
400.05
5
1
1
1
0.20085
5
1
398.51
5
1
0.99
1
0.25
5
1
396.69
5
1
1
1
0.29776
5
1
394.39
5
1
1
1
0
1
1
406.76
5
1
0.99
31
5
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
3
Liquid
1
0.64878
5
1
396.83
5
1
1
1
0.69978
5
1
398.72
5
1
1
1
0.75013
5
1
401.38
5
1
1
1
0.8
5
1
402.99
5
1
1.01
1
0.84818
5
1
406.35
5
1
1.02
1
0.89935
5
1
409.57
5
1
1.01
1
0.95239
5
1
412.3
5
1
1.01
1
1
1
1
415.07
5
1
0.99
32
4
1
3
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
4
Liquid
Crystal
3
Air at 1 atmosphere
1
367.46
5
1
0.76
33
4
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
4
Liquid
1
0.04956
4
1
410.74
5
1
1.01
1
0.09951
4
1
409.14
5
1
1
1
0.152
5
1
406.75
5
1
1
1
0.20245
5
1
404.57
5
1
1.01
1
0.24775
5
1
401.17
5
1
1.01
1
0.29692
5
1
399.04
5
1
1.02
1
0.34562
5
1
394.67
5
1
1.02
1
0.40265
5
1
392.32
5
1
1.02
1
0.45097
5
1
387.9
5
1
1.02
1
0.50079
5
1
386.14
5
1
1
1
0
1
1
415.07
5
1
0.99
34
4
1
3
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
4
Liquid
1
0.79912
5
1
374.05
5
1
1
1
0.85042
5
1
375.82
5
1
1
1
0.90024
5
1
377.57
5
1
0.99
1
0.94637
5
1
378.71
5
1
0.99
1
1
1
1
379.089
6
1
0.986
35
5
1
4
1
Principal objective of the work
MPG
MPG
2/7/2017
1
Eutectic temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
4
Liquid
Crystal
5
Air at 1 atmosphere
1
369.6
5
1
0.76
36
5
1
4
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
4
Liquid
1
0
1
1
406.76
5
1
0.99
1
0.05339
4
1
406.07
5
1
0.99
1
0.10313
5
1
404.57
5
1
1.01
1
0.15189
5
1
401
5
1
1.01
1
0.20131
5
1
399.35
5
1
1
1
0.25072
5
1
396.95
5
1
1.01
1
0.29963
5
1
394.18
5
1
0.99
1
0.35063
5
1
394.96
5
1
1
1
0.39708
5
1
389.62
5
1
1.03
1
0.45253
5
1
387.61
5
1
1
37
5
1
4
1
Principal objective of the work
EP
EP
2/7/2017
1
Solid-liquid equilibrium temperature, K
DTA
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
100
1
1
Mole fraction
4
Liquid
1
0.84728
5
1
376.07
5
1
1.01
1
0.86799
5
1
377.14
5
1
0.99
1
0.90314
5
1
377.86
5
1
0.99
1
0.922
5
1
378.16
5
1
1
1
0.95315
5
1
380.03
5
1
0.99
1
1
1
1
379.89
5
1
0.99