2
0
2011
mat
kim
1
journal
Original
Matsuda, H.[Hiroyuki]
Kimura, H.[Haruka]
Nagano, Y.[Yuko]
Kurihara, K.[Kiyofumi]
Tochigi, K.[Katsumi]
Ochi, K.[Kenji]
J. Chem. Eng. Data
2011
2020-09-29
Solid-Liquid Equilibria in Three Binary Mixtures Containing Diphenyl Carbonate
This study aims to measure the solid-liquid equilibria (SLE) of systems containing diphenyl carbonate (DPC) for production of high-purity DPC as required for a nonphosgene-based polycarbonate production process. SLE data for three binary systems: methanol + DPC, dimethyl carbonate (DMC) + DPC, and phenol + DPC, were determined at atmospheric pressure by visually observing the melting points of a wide range of compositions. An experimental apparatus to allow both accurate control of temperature and visual observation of melting was designed for this study, and the experimental apparatus and procedure were verified by measuring the SLE of the system 2-methyl-1H-imidazole + 1-dodecanol. The binary mixtures DMC + DPC were simple eutectic systems, and the eutectic point was determined. From the experimental SLE for the two binary mixtures methanol + DPC and phenol + DPC, a solid addition compound containing a 1:1 ratio of methanol or phenol and DPC can be expected. The experimental SLE data of the three binary mixtures were represented by the semi-empirical equation of Ott and Goates. A nonrandom two-liquid (NRTL) model was also used for the data reduction of the systems DMC + DPC.
10.1021/je101199g
4
56
1500-1505
1
InChI=1S/C12H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3
LQZZUXJYWNFBMV-UHFFFAOYSA-N
dodecan-1-ol
1-dodecanol
dodecanol
dodecyl alcohol
lauryl alcohol
n-dodecyl alcohol
C12H26O
1
Commercial source
1
98
2
Stated by supplier
2
Molecular sieve treatment
3
99
2
Gas chromatography
2
InChI=1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6)
LXBGSDVWAMZHDD-UHFFFAOYSA-N
2-methylimidazole
2-methyl-1H-imidazole
C4H6N2
1
Commercial source
1
99
2
Stated by supplier
2
Dried by vacuum heating
3
InChI=1S/CH4O/c1-2/h2H,1H3
OKKJLVBELUTLKV-UHFFFAOYSA-N
methanol
methyl alcohol
CH4O
1
Commercial source
1
Molecular sieve treatment
2
99.9
3
Gas chromatography
4
InChI=1S/C13H10O3/c14-13(15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H
ROORDVPLFPIABK-UHFFFAOYSA-N
diphenyl carbonate
C13H10O3
1
Commercial source
1
99
2
Stated by supplier
2
Dried by vacuum heating
5
InChI=1S/C3H6O3/c1-5-3(4)6-2/h1-2H3
IEJIGPNLZYLLBP-UHFFFAOYSA-N
dimethyl carbonate
C3H6O3
1
Commercial source
1
Molecular sieve treatment
2
99.9
3
Gas chromatography
6
InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H
ISWSIDIOOBJBQZ-UHFFFAOYSA-N
phenol
benzenol
hydroxybenzene
phenyl hydroxide
C6H6O
1
Commercial source
1
99
2
Stated by supplier
1
1
1
Principal objective of the work
VVD
TRC
5/7/2018
1
Normal melting temperature, K
VISOBS:UFactor:4
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
296.51
5
1
0.62
2
2
1
Principal objective of the work
VVD
TRC
5/7/2018
1
Normal melting temperature, K
VISOBS:UFactor:8
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
419.38
5
1
1.24
3
4
1
Principal objective of the work
VVD
TRC
5/7/2018
1
Normal melting temperature, K
VISOBS:UFactor:8
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
353.96
5
1
1.24
4
5
1
Principal objective of the work
VVD
TRC
5/7/2018
1
Normal melting temperature, K
VISOBS:UFactor:4
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
278.16
5
1
0.62
5
1
1
2
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic temperature, K
Derived from phase diagram analysis
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
Crystal
1
Air at 1 atmosphere
1
290.94
5
1
0.6
6
1
1
2
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic composition: mole fraction
Derived from phase diagram analysis
2
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
Crystal
1
Air at 1 atmosphere
1
0.2501
4
1
0.0019
7
1
1
2
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
2
Liquid
1
0
2
1
296.51
5
1
0.62
1
0.0698
3
1
295.43
5
1
0.62
1
0.0863
3
1
295.01
5
1
0.62
1
0.1004
4
1
294.61
5
1
0.62
1
0.1495
4
1
293.64
5
1
0.62
1
0.1988
4
1
292.38
5
1
0.62
1
0.2427
4
1
291.28
5
1
0.62
8
1
1
2
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:8
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
2
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
2
Liquid
1
0.2574
4
1
292.59
5
1
1.24
1
0.2692
4
1
297.08
5
1
1.24
1
0.2837
4
1
301.21
5
1
1.24
1
0.2981
4
1
306.48
5
1
1.24
1
0.3123
4
1
310.4
5
1
1.24
1
0.3409
4
1
316.5
5
1
1.24
1
0.357
4
1
322.17
5
1
1.24
1
0.3775
4
1
326.28
5
1
1.24
1
0.4075
4
1
334.48
5
1
1.24
1
0.4346
4
1
339.69
5
1
1.24
1
0.4514
4
1
343.69
5
1
1.24
1
0.4693
4
1
348.67
5
1
1.24
1
0.4922
4
1
351.83
5
1
1.24
1
0.5148
4
1
356.84
5
1
1.24
1
0.5305
4
1
359.37
5
1
1.24
1
0.5646
4
1
365.2
5
1
1.24
1
0.5826
4
1
369.11
5
1
1.24
1
0.5981
4
1
372.22
5
1
1.24
1
0.6174
4
1
374.89
5
1
1.24
1
0.6224
4
1
375.29
5
1
1.24
1
0.6415
4
1
379.32
5
1
1.24
1
0.6554
4
1
381.93
5
1
1.24
1
0.7018
4
1
387.68
5
1
1.24
1
0.7523
4
1
393.38
5
1
1.24
1
0.7944
4
1
398.78
5
1
1.24
1
0.8467
4
1
404.7
5
1
1.24
1
0.8984
4
1
410.47
5
1
1.24
1
0.9493
4
1
414.17
5
1
1.24
1
1
5
1
419.38
5
1
1.24
9
3
1
4
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:8
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
3
Liquid
1
0
2
1
353.96
5
1
1.24
1
0.1005
4
1
346
5
1
1.24
1
0.2034
4
1
339.3
5
1
1.24
1
0.3029
4
1
335.53
5
1
1.24
1
0.3566
4
1
332.67
5
1
1.24
1
0.4034
4
1
329.84
5
1
1.24
1
0.4765
4
1
328.2
5
1
1.24
1
0.4947
4
1
328.15
5
1
1.24
1
0.4947
4
1
328.15
5
1
1.24
1
0.5415
4
1
327.43
5
1
1.24
1
0.5762
4
1
326.25
5
1
1.24
1
0.6589
4
1
325.22
5
1
1.24
1
0.6665
4
1
325.21
5
1
1.24
1
0.7054
4
1
324.03
5
1
1.24
1
0.7396
4
1
323.2
5
1
1.24
1
0.7658
4
1
323.22
5
1
1.24
1
0.8045
4
1
323.2
5
1
1.24
1
0.8074
4
1
322.83
5
1
1.24
1
0.8541
4
1
320.91
5
1
1.24
1
0.8634
4
1
319.66
5
1
1.24
1
0.8787
4
1
316.03
5
1
1.24
1
0.9003
4
1
313.16
5
1
1.24
1
0.9191
4
1
308.29
5
1
1.24
10
4
1
5
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic temperature, K
Derived from phase diagram analysis
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
Crystal
4
Air at 1 atmosphere
1
273.42
5
1
0.6
11
4
1
5
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic composition: mole fraction
Derived from phase diagram analysis
5
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
Crystal
4
Air at 1 atmosphere
1
0.9073
4
1
0.0007
12
4
1
5
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
5
Liquid
1
0
2
1
353.96
5
1
0.62
1
0.1148
4
1
347.03
5
1
0.62
1
0.208
4
1
342.44
5
1
0.62
1
0.3037
4
1
337.98
5
1
0.62
1
0.4103
4
1
331.49
5
1
0.62
1
0.5112
4
1
324.37
5
1
0.62
1
0.6028
4
1
316.65
5
1
0.62
1
0.7059
4
1
306.69
5
1
0.62
1
0.7974
4
1
294.3
5
1
0.62
1
0.8999
4
1
275.12
5
1
0.62
1
0.9021
4
1
274.35
5
1
0.62
1
0.905
4
1
273.6
5
1
0.62
13
4
1
5
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
5
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
5
Liquid
1
0.9202
4
1
273.6
5
1
0.62
1
0.939
4
1
274.81
5
1
0.62
1
0.9447
4
1
275.45
5
1
0.62
1
0.9507
4
1
275.91
5
1
0.62
1
0.9602
4
1
276.51
5
1
0.62
1
0.9695
4
1
277.08
5
1
0.62
1
0.9901
4
1
277.69
5
1
0.62
1
1
5
1
278.16
5
1
0.62
14
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic temperature, K
Derived from phase diagram analysis
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
Crystal of intercomponent compound 1
Air at 1 atmosphere
1
325.61
5
1
0.6
15
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic temperature, K
Derived from phase diagram analysis
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal of intercomponent compound 1
Crystal
6
Air at 1 atmosphere
1
306.63
5
1
0.6
16
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic composition: mole fraction
Derived from phase diagram analysis
6
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
Crystal of intercomponent compound 1
Air at 1 atmosphere
1
0.4952
4
1
0.0038
17
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Eutectic composition: mole fraction
Derived from phase diagram analysis
6
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal of intercomponent compound 1
Crystal
6
Air at 1 atmosphere
1
0.8989
4
1
0.0008
18
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
6
Liquid
1
0
2
1
353.96
5
1
0.62
1
0.1021
4
1
348.53
5
1
0.62
1
0.2014
4
1
343.03
5
1
0.62
1
0.2996
4
1
337.52
5
1
0.62
1
0.4
4
1
332.13
5
1
0.62
1
0.4553
4
1
328.29
5
1
0.62
1
0.4808
4
1
326.46
5
1
0.62
1
0.4905
4
1
325.88
5
1
0.62
19
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal of intercomponent compound 1
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
6
Liquid
1
0.4999
4
1
325.72
5
1
0.62
1
0.5053
4
1
325.7
5
1
0.62
1
0.52
4
1
325.1
5
1
0.62
1
0.5489
4
1
325.09
5
1
0.62
1
0.5992
4
1
323.79
5
1
0.62
1
0.6493
4
1
322.48
5
1
0.62
1
0.6996
4
1
320.69
5
1
0.62
1
0.7518
4
1
317.99
5
1
0.62
1
0.7979
4
1
314.52
5
1
0.62
1
0.8484
4
1
309.98
5
1
0.62
1
0.8902
4
1
307.23
5
1
0.62
1
0.8981
4
1
306.76
5
1
0.62
20
4
1
6
1
Principal objective of the work
GPC
XXX
5/13/2011
1
Solid-liquid equilibrium temperature, K
VISOBS:UFactor:4
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
6
1
Pressure, kPa
Liquid
101
3
1
Mole fraction
6
Liquid
1
0.9001
4
1
306.85
5
1
0.62
1
0.9048
4
1
307.44
5
1
0.62
1
0.9201
4
1
308.63
5
1
0.62
1
0.93
4
1
309.29
5
1
0.62
1
0.9498
4
1
310.43
5
1
0.62
1
1
5
1
313.99
5
1
0.62