Solubility of Anthraquinone Derivatives in Supercritical Carbon Dioxide: New Correlations
Abstract
:1. Introduction
2. Existing Solubility Models
2.1. Empirical Models
2.1.1. Chrastil Model
2.1.2. Adachi and Lu Model
2.1.3. Mitra–Wilson Model
2.1.4. Keshmiri Model
2.1.5. Khansary Model
2.1.6. Bian Model
2.1.7. Garlapati and Madras Model
2.1.8. Reddy Model
2.2. Solid–Liquid Equilibrium Criteria Model
3. New Models
3.1. Model 1
3.2. Model 2
4. Methodology
5. Results and Discussion
6. Conclusions
Supplementary Materials
Author Contributions
Funding
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Serial Number & Name | Tm | b (KJ/mol) | v2·104 c (m3/mol) | |
---|---|---|---|---|
1. | C.I. disperse blue 3 | 453.6 a | 35.48 | 2.172 |
2. | Blue 1 | 599.74 b | 34.42 | 1.894 |
3. | 1,4-dihydroxy-9,10-anthraquinone | 469.15 a | 27.81 | 1.665 |
4. | 1-Hydroxy-4-(prop-2-enyloxy)-9,10-anthraquinone | 463.38 b | 31.74 | 2.030 |
5. | 1,4-bis(prop-2′-enyloxy)-9,10-anthraquinone | 448.17 b | 35.67 | 2.280 |
6. | 1-amino-2-methylanthraquinone | 478.15 a | 24.12 | 1.789 |
7. | 1- amino-2-ethyl-9,10-anthraquinone | 427.15 a | 26.95 | 1.732 |
8. | 1-amino-2,3-dimethylanthraquinone | 486.15 a | 24.60 | 1.790 |
9. | 1-hydroxy-9,10-anthraquinone | 599.28 a | 23.92 | 1.610 |
10. | 1-hydroxy-2-methylanthraquinone | 458.15 a | 24.40 | 1.759 |
11. | 1-hydroxy-2-(methoxy methyl)anthraquinone | 433.94 b | 29.72 | 1.964 |
12. | 1-hydroxyl-2-(ethoxy methyl)anthraquinone | 401.15 a | 32.55 | 2.113 |
13. | 1-hydroxy-2-(1-propoxy methyl)anthraquinone | 424.0 b | 35.39 | 2.263 |
14. | 1-hydroxy-2-(1-butoxymethyl) anthraquinone | 389.74 b | 38.22 | 2.412 |
15. | 1-hydroxy-2-(n-amyloxy methyl) anthraquinone | 418.64 b | 41.06 | 2.561 |
16. | Quinizarin | 469.15a | 27.81 | 1.665 |
17. | Violet 1(1,4-diaminoanthraquinone) | 539.15 a | 27.23 | 1.178 |
18. | Blue 59 (1,4-bis (ethyl amino)anthraquinone) | 471.15 a | 33.04 | 1.880 |
19. | Red 15 (1-amino-4-hydroxyanthraquinone) | 489.15 a | 27.51 | 1.116 |
20. | 1 hydroxy-4-nitroanthraquinone | 540 a | 26.61 | 1.214 |
21 | 1,8-dihidroxy-4,5-dinitroanthraquinone | 573.1 a | 33.19 | 1.254 |
22. | 1,4 diamino-2,3-dichloroanthraquinone | 576 a | 29.38 | 1.758 |
23. | 1-aminoanthraquinone | 526 a | 23.63 | 1.176 |
24. | 1-nitroanthraquinone | 505.5 a | 22.73 | 1.554 |
25. | C.I. Disperse orange 11 | 478.15 a | 24.12 | 1.789 |
Serial Number and Name | Chemical Structure | Solubility Range × 106 | T(K) and P(MPa) Range | N | Reference | |
---|---|---|---|---|---|---|
1. | C.I. disperse blue 3 | 0.68–63.575 | (323.7–413.7); (10.51–32.98) | 23 | [33] | |
2. | Blue 1 | 6.63–44.5 | (333.3–373.2); (20–40) | 18 | [34] | |
3. | 1,4-dihydroxy-9,10-anthraquinone | 13–314 | (308–348); (12.16–40.53) | 40 | [35,36] | |
4. | 1-Hydroxy-4-(prop-2′-enyloxy)-9,10-anthraquinone | 9–498 | (308–348); (12.16–40.53) | 38 | [36] | |
5. | 1,4-bis(prop-2′-enyloxy)-9,10-anthraquinone | 2–200 | (308–348); (12.16–40.53) | 34 | [36] | |
6. | 1-amino-2-methylanthraquinone | 4.6–109.6 | (308–348); (12.2–35.5) | 43 | [37] | |
7. | 1- amino-2-ethyl-9,10-anthraquinone | 2.6–77.8 | (308–348); (12.2–35.5) | 43 | [37] | |
8. | 1-amino-2,3-dimethylanthraquinone | 4.6–37.9 | (308–348); (12.2–35.5) | 41 | [37] | |
9. | 1-hydroxy-9,10-anthraquinone | 30–445 | (308–348); (12.2–35.5) | 45 | [38] | |
10. | 1-hydroxy-2-methylanthraquinone | 9–737 | (308–348); (12.2–35.5) | 45 | [38] | |
11. | 1-hydroxy-2-(methoxy methyl)anthraquinone | 1–537 | (308–348); (12.2–35.5) | 45 | [38] | |
12. | 1-hydroxyl-2-(ethoxy methyl)anthraquinone | 23–1100 | (308–348); (12.2–35.5) | 45 | [38] | |
13. | 1-hydroxy-2-(1-propoxy methyl)anthraquinone | 103–1676 | (308–348); (12.2–35.5) | 45 | [38] | |
14. | 1-hydroxy-2-(1-butoxymethyl) anthraquinone | 82–2699 | (308–348); (12.2–35.5) | 45 | [38] | |
15. | 1-hydroxy-2-(n-amyloxy methyl) anthraquinone | 38–2640 | (308–348); (12.2–35.5) | 45 | [38] | |
16. | Quinizarin | 69–6940 | (353.2–393.2); (12–30) | 15 | [35,36] | |
17. | Violet 1(1,4-diaminoanthraquinone) | 0.13–2.61 | (323.15–383.15); (15–25) | 15 | [16] | |
18. | Blue 59 (1,4-bis (ethyl amino)anthraquinone) | 0.218–14.9 | (323.15–383.15); (12.5–25) | 26 | [16] | |
19. | Red 15 (1-amino-4-hydroxyanthraquinone) | 1.84–24.5 | (323.15–383.15); (12.5–25) | 20 | [18] | |
20. | 1 hydroxy-4-nitroanthraquinone | 1.22–8.64 | (323.15–383.15); (15–25) | 15 | [18] | |
21 | 1,8-dihidroxy-4,5-dinitroanthraquinone | 0.168–1.12 | (323.15–383.15); (15–25) | 15 | [4] | |
22. | 1,4 diamino-2,3-dichloroanthraquinone | 0.053–5.24 | (323.15–383.15); (12.5–25) | 18 | [4] | |
23. | 1-aminoanthraquinone | 0.55–35.1 | (323.15–383.15); (12.5–25) | 18 | [17] | |
24. | 1-nitroanthraquinone | 0.984–25.2 | (323.15–383.15); (12.5–25) | 18 | [17] | |
25. | C.I. Disperse orange 11 | 0.58–30.3 | (323.15–383.15); (12–25) | 12 | [32] |
Sl.No* | a | b | c | AARD% |
---|---|---|---|---|
1 | 16,983 | 0.111170 | 1.15140 | 55.328 |
2 | 14,423 | 8.083700 | 0.76039 | 34.399 |
3 | 14,867 | 0.524320 | 1.01780 | 12.935 |
4 | 13,786 | 0.390040 | 1.04700 | 14.982 |
5 | 15,545 | 0.025248 | 1.30360 | 36.224 |
6 | 14,282 | 1.375900 | 0.92731 | 16.165 |
7 | 17,441 | 0.022117 | 1.31830 | 25.785 |
8 | 19,195 | 0.002538 | 1.52380 | 23.006 |
9 | 13,508 | 0.477910 | 1.03180 | 12.740 |
10 | 16,683 | 0.021064 | 1.32190 | 8.198 |
11 | 15,754 | 0.000044 | 1.97910 | 82.871 |
12 | 13,395 | 0.693360 | 0.99182 | 18.228 |
13 | 13,574 | 0.153700 | 1.13460 | 16.541 |
14 | 10,512 | 2.867000 | 0.86305 | 17.309 |
15 | 13,936 | 0.081591 | 1.18840 | 36.363 |
16 | 16,800 | 0.000017 | 2.01370 | 32.140 |
17 | 22,206 | 0.000122 | 1.59150 | 39.940 |
18 | 18,628 | 0.010357 | 1.38690 | 8.268 |
19 | 22,846 | 0.009591 | 1.38010 | 6.304 |
20 | 22,936 | 0.001514 | 1.56360 | 11.761 |
21 | 23,417 | 0.001591 | 1.55150 | 28.828 |
22 | 19,181 | 0.005504 | 1.45030 | 14.566 |
23 | 22,218 | 0.002795 | 1.50580 | 5.625 |
24 | 18,613 | 0.096199 | 1.17250 | 10.777 |
25 | 18,221 | 0.010624 | 1.39170 | 20.698 |
Sl.No* | A12 | A21·105 | N1 | N2 | N3 | AARD% | R2 | Adj.R2 | RMSE·107 | SSE·1016 |
---|---|---|---|---|---|---|---|---|---|---|
1 | 4.6317 | 7.4408 | −123.220 | 5849.4 | 16.501 | 10.3260 | 0.925 | 0.904 | 30.93 | 2,295,600 |
2 | 3.6237 | 0.1369 | −22.280 | 491.4 | 1.197 | 1.2124 | 0.998 | 0.997 | 0.04 | 2.85400 |
3 | 3.8856 | 56.018 | −119.110 | 5355.7 | 16.390 | 4.3482 | 0.980 | 0.977 | 76.09 | 23,159,000 |
4 | 4.1249 | 66.839 | −255.500 | 11861.0 | 36.544 | 7.8210 | 0.802 | 0.773 | 185.89 | 138,230,000 |
5 | 4.4232 | 34.492 | 352.360 | −17338.0 | −53.119 | 7.8357 | 0.905 | 0.891 | 96.46 | 37,222,000 |
6 | 3.9076 | 20.069 | −35.941 | 1222.0 | 4.032 | 4.6621 | 0.949 | 0.943 | 28.25 | 3,592,400 |
7 | 4.3202 | 11.976 | −44.086 | 1418.5 | 5.251 | 5.8040 | 0.941 | 9.340 | 29.90 | 4,023,100 |
8 | 3.7536 | 10.665 | −133.510 | 5959.7 | 18.268 | 2.3299 | 0.981 | 0.979 | 6.39 | 183,520 |
9 | 3.7520 | 100.30 | −65.421 | 2831.4 | 8.549 | 2.5184 | 0.960 | 0.954 | 66.34 | 19,807,000 |
10 | 4.1139 | 100.84 | −118.880 | 5233.1 | 16.522 | 8.1326 | 0.945 | 0.938 | 308.08 | 427,110,000 |
11 | 3.6917 | 132.15 | −81.270 | 3572.1 | 10.940 | 8.1276 | 0.843 | 0.823 | 309.64 | 431,440,000 |
12 | 3.8667 | 183.28 | −54.582 | 2282.9 | 7.074 | 4.9246 | 0.960 | 0.955 | 300.20 | 405,550,000 |
13 | 3.8025 | 327.28 | −73.225 | 3236.9 | 9.889 | 3.6837 | 0.963 | 0.958 | 333.17 | 499,500,000 |
14 | 4.0108 | 399.95 | −203.750 | 9484.9 | 29.170 | 6.1019 | 0.964 | 0.960 | 825.19 | 3,064,200,000 |
15 | 4.2943 | 294.42 | −80.585 | 3362.6 | 11.087 | 9.7765 | 0.919 | 0.909 | 1267.30 | 7,226,900,000 |
16 | 4.8875 | 1186.7 | 967.570 | −52133.0 | −140.540 | 11.4640 | 0.906 | 0.867 | 8137.90 | 119,200,000,000 |
17 | 3.8754 | 0.4939 | −95.533 | 4234.2 | 12.097 | 4.6045 | 0.946 | 0.924 | 0.66 | 657.72 |
18 | 4.2476 | 2.0376 | −114.860 | 5180.0 | 15.189 | 10.5440 | 0.967 | 0.960 | 6.82 | 139,560 |
19 | 4.1111 | 3.8448 | −141.350 | 6609.0 | 19.113 | 8.9540 | 0.922 | 0.879 | 9.75 | 199,440 |
20 | 3.7799 | 1.8628 | −78.114 | 3418.2 | 9.746 | 3.1992 | 0.993 | 0.989 | 1.63 | 3990.60 |
21 | 3.5828 | 0.3210 | −31.261 | 922.3 | 2.662 | 1.1563 | 0.973 | 0.958 | 0.10 | 13.78 |
22 | 4.3364 | 0.5898 | −148.990 | 6728.0 | 20.046 | 10.9930 | 0.891 | 0.831 | 2.82 | 14339 |
23 | 4.1502 | 4.8759 | −128.930 | 5935.5 | 17.365 | 9.4322 | 0.903 | 0.848 | 14.82 | 395,570 |
24 | 3.9199 | 4.3919 | −67.609 | 2866.9 | 8.373 | 5.3605 | 0.977 | 0.965 | 7.33 | 96,592 |
25 | 4.3723 | 3.6415 | 28.875 | −2317.9 | −5.576 | 10.1480 | 0.970 | 0.953 | 16.25 | 316,930 |
Sl.No* | A12 | A21·105 | A | B | C·10−5 | AARD/% | R2 | Adj.R2 | RMSE·1012 | SSE·106 |
---|---|---|---|---|---|---|---|---|---|---|
1 | 4.6319 | 7.461 | −1.0778 | −6194.3 | 10.941 | 10.347 | 0.925 | 0.904 | 229.99000 | 3.0956 |
2 | 3.6237 | 0.137 | −13.461 | −353.46 | 0.744 | 1.2124 | 1.000 | 1.000 | 0.00029 | 0.0040 |
3 | 3.8855 | 56.020 | 0.35304 | −5347.8 | 8.728 | 4.3504 | 0.980 | 0.977 | 2319.70 | 7.6153 |
4 | 4.1251 | 66.837 | 10.906 | −12028 | 19.499 | 7.8214 | 0.947 | 0.940 | 13855.00 | 18.6110 |
5 | 4.4208 | 34.554 | −34.627 | 17225 | −28.081 | 7.8227 | 0.905 | 0.891 | 3719.90 | 9.6436 |
6 | 3.9077 | 20.070 | −6.642 | −1350.7 | 2.048 | 4.6627 | 0.949 | 0.943 | 360.00 | 2.8284 |
7 | 4.3203 | 11.977 | −5.9057 | −1950 | 2.697 | 5.8043 | 0.941 | 0.934 | 403.16 | 2.9932 |
8 | 3.7542 | 10.660 | −0.2361 | −6047.9 | 9.856 | 2.3265 | 0.981 | 0.979 | 18.39 | 0.6393 |
9 | 3.752 | 100.310 | −3.0674 | −2776.4 | 4.593 | 2.5168 | 0.961 | 0.956 | 1983.30 | 6.6387 |
10 | 4.114 | 100.850 | 1.5165 | −5534 | 8.762 | 8.1321 | 0.945 | 0.938 | 42,770.00 | 30.8290 |
11 | 3.7153 | 120.250 | 0.29924 | −4765.9 | 7.677 | 4.0867 | 0.984 | 0.982 | 2753.40 | 7.8222 |
12 | 3.8668 | 183.240 | −2.9085 | −2409.6 | 3.886 | 4.9225 | 0.960 | 0.954 | 40,519 | 30.0070 |
13 | 3.8026 | 327.230 | −1.0388 | −3291.2 | 5.381 | 3.6796 | 0.963 | 0.958 | 49,885 | 33.2950 |
14 | 4.0108 | 400.240 | 8.7869 | −9511.2 | 15.448 | 6.1073 | 0.965 | 0.960 | 307,640 | 82.6830 |
15 | 4.2944 | 294.450 | −0.13121 | −3641.3 | 5.518 | 9.7817 | 0.919 | 0.909 | 725,400 | 126.960 |
16 | 4.8875 | 1186.800 | −75.478 | 52,674 | −97.606 | 11.464 | 0.906 | 0.867 | 11,919,000 | 813.740 |
17 | 3.8754 | 0.494 | −6.4227 | −4295.6 | 7.500 | 4.6045 | 0.946 | 0.916 | 0.06577 | 0.0662 |
18 | 4.2476 | 2.038 | −2.9703 | −5529.4 | 9.416 | 10.544 | 0.967 | 0.960 | 13.9560 | 0.6820 |
19 | 4.1111 | 3.845 | −0.55598 | −6866.1 | 11.846 | 8.954 | 0.922 | 0.896 | 19.9440 | 0.9745 |
20 | 3.7799 | 1.863 | −6.3245 | −3452.8 | 6.041 | 3.1992 | 0.993 | 0.989 | 0.39906 | 0.1631 |
21 | 3.5828 | 0.321 | −11.654 | −954.12 | 1.649 | 1.1563 | 0.973 | 0.958 | 0.00138 | 0.0096 |
22 | 4.3364 | 0.590 | −1.3261 | −7404.6 | 12.425 | 10.993 | 0.891 | 0.846 | 1.43390 | 0.2823 |
23 | 4.1502 | 4.876 | −1.0106 | −6311.3 | 10.770 | 9.4324 | 0.903 | 0.862 | 39.5560 | 1.4824 |
24 | 3.9199 | 4.392 | −5.9336 | −3036 | 5.190 | 5.3605 | 0.977 | 0.968 | 9.65920 | 0.7326 |
25 | 4.3723 | 3.642 | −12.201 | 1613.4 | −3.456 | 10.148 | 0.970 | 0.945 | 31.6930 | 1.6251 |
Model | No. of Constants | R2 | Adj. R2 | SSE | RMSE | AARD % |
---|---|---|---|---|---|---|
Chrastil | 3 | 0.89690 | 0.89295 | 1.30 −6 | 1.01 −4 | 17.485 |
Adachi-Lu | 5 | 0.89850 | 0.89780 | 1.27 | 7.69 −2 | 15.130 |
Mitra-Wilson | 5 | 0.87990 | 0.87560 | 3.539 | 1.70 −1 | 21.240 |
Keshmiri et al. | 5 | 0.89100 | 0.35800 | 2.75 −7 | 1.00 −4 | 17.298 |
Khansary et al. | 5 | 0.89100 | 0.88700 | 6.67 −7 | 6.24 −5 | 17.530 |
Bian et al. | 5 | 0.89644 | 0.89278 | 2.69 −7 | 4.97 −5 | 18.251 |
Garlapati-Madras | 5 | 0.87800 | 0.87300 | 2.01 −7 | 4.53 −5 | 16.599 |
Reddy et al. | 5 | 0.75600 | 0.74400 | 3.92 −6 | 1.50 −4 | 29.711 |
SLE model | 3 | 0.88985 | 0.86064 | 4.44 −6 | 1.77 −4 | 23.599 |
New Model 1 | 5 | 0.93930 | 0.92270 | 5.26 −7 | 4.825 −5 | 6.538 |
New Model 2 | 5 | 0.95092 | 0.93728 | 4.73 −4 | 5.244 −7 | 6.377 |
Paired t-test Results for AARD, R2 and Adj.R2 | ||||||
Models | AARD | R2 | Adj. R2 | |||
New Model 1 | New Model 2 | New Model 1 | New Model 2 | New Model 1 | New Model 2 | |
Chrastil | S | S | NS | NS | NS | NS |
Adachi-Lu | S | S | NS | NS | NS | NS |
Mitra-Wilson | S | S | S | S | NS | NS |
Keshmiri et al. | S | S | NS | NS | NS | NS |
Khansary et al. | S | S | S | S | S | NS |
Bian et al. | S | S | NS | NS | NS | NS |
Garlapati-Madras | S | S | S | S | NS | NS |
Reddy et al. | S | S | S | S | NS | S |
SLE model | S | S | S | S | NS | NS |
Paired t-test Results for SSE and RMSE | ||||||
Models | SSE | RMSE | ||||
New Model 1 | New Model 2 | New Model 1 | New Model 2 | |||
Chrastil | NS | NS | NS | NS | ||
Adachi-Lu | NS | NS | S | NS | ||
Mitra-Wilson | NS | NS | S | S | ||
Keshmiri et al. | NS | NS | NS | NS | ||
Khansary et al. | NS | NS | S | NS | ||
Bian et al. | NS | NS | NS | NS | ||
Garlapati-Madras | NS | NS | NS | NS | ||
Reddy et al. | NS | NS | NS | NS | ||
SLE model | NS | NS | NS | NS |
Sl.No* | Equation (18) | Equation (21) | Equation (2) | Equation (3) | Equation (4) | Equation (5) | Equation (6) | Equation (7) | Equation (8) | Equation (9) | SLE (Equations (10)−(12)) |
---|---|---|---|---|---|---|---|---|---|---|---|
1 | −572.60 | −883.48 | −543.41 | −547.95 | −544.26 | −529.96 | −533.91 | −548.37 | −521.14 | −520.16 | −502.02916 |
2 | −686.29 | −804.56 | −604.41 | −296.42 | −285.04 | −603.40 | −608.51 | −587.68 | −602.21 | −583.75 | −577.05251 |
3 | −932.89 | −1530.00 | −968.16 | −303.79 | −230.96 | −975.80 | −948.67 | −929.28 | −880.29 | −824.08 | −904.08437 |
4 | −815.91 | −1417.10 | −711.57 | −53.04 | −44.02 | −700.99 | −706.31 | −693.52 | −698.85 | −672.92 | −692.25585 |
5 | −769.80 | −1285.45 | −730.70 | −140.86 | −99.47 | −731.25 | −724.22 | −704.18 | −716.47 | −677.58 | −656.16322 |
6 | −1086.85 | −1691.20 | −1051.84 | −326.98 | −284.62 | −1041.34 | −1035.41 | −1010.52 | −1017.78 | −951.70 | −999.79284 |
7 | −1081.98 | −1688.77 | −1001.05 | −257.98 | −232.93 | −1006.04 | −1001.16 | −1009.39 | −999.11 | −945.54 | −960.43326 |
8 | −1155.83 | −1671.09 | −1022.17 | −331.42 | −313.68 | −1020.25 | −1035.60 | −1005.96 | −977.98 | −980.62 | −1008.7995 |
9 | −1063.09 | −1733.98 | −973.50 | −220.08 | −210.03 | −954.59 | −955.82 | −973.06 | −975.24 | −894.61 | −974.00663 |
10 | −924.90 | −1664.88 | −970.35 | −215.20 | −156.93 | −961.05 | −951.72 | −929.51 | −928.08 | −832.69 | −975.57241 |
11 | −924.44 | −1726.60 | −815.67 | −760.86 | −930.34 | −820.67 | −943.42 | −811.84 | −808.04 | −986.59 | −921.64403 |
12 | −927.23 | −1666.10 | −913.68 | −153.10 | −143.13 | −916.41 | −889.74 | −923.98 | −887.23 | −849.04 | −900.93092 |
13 | −917.85 | −1661.42 | −876.78 | −128.34 | −80.13 | −883.27 | −875.88 | −866.40 | −821.62 | −790.88 | −871.09925 |
14 | −836.22 | −1620.49 | −815.23 | −26.09 | −22.74 | −795.27 | −789.52 | −795.24 | −845.10 | −743.41 | −815.42235 |
15 | −797.61 | −1601.19 | −790.56 | −791.01 | −764.98 | −787.64 | −774.85 | −789.17 | −793.49 | −732.22 | −773.78737 |
16 | −200.68 | −482.72 | −218.20 | −189.25 | 25.92 | −216.10 | −196.21 | −217.34 | −223.00 | −170.32 | −202.70016 |
17 | −485.91 | −623.97 | −270.41 | −234.37 | −238.65 | −486.03 | −469.66 | −494.58 | −491.75 | −463.79 | −173.59318 |
18 | −724.58 | −1042.54 | −758.18 | −324.42 | −304.19 | −729.89 | −732.67 | −755.40 | −699.79 | −705.83 | −763.27385 |
19 | −542.68 | −787.26 | −265.77 | −241.05 | −228.48 | −547.15 | −532.15 | −545.48 | −514.00 | −533.35 | −569.89688 |
20 | −458.87 | −610.44 | −438.25 | −182.81 | −199.53 | −429.90 | −419.25 | −456.83 | −432.72 | −433.09 | −441.6821 |
21 | −543.89 | −652.93 | −485.64 | −245.06 | −236.68 | −470.10 | −480.91 | −486.40 | −479.42 | −481.78 | −467.63919 |
22 | −532.90 | −727.94 | −559.09 | −248.76 | −247.35 | −538.41 | −527.98 | −556.60 | −539.48 | −528.07 | −570.46594 |
23 | −473.19 | −698.09 | −472.09 | −182.95 | −178.74 | −459.60 | −456.90 | −486.09 | −446.49 | −435.79 | −486.12245 |
24 | −498.56 | −710.77 | −485.77 | −195.10 | −185.25 | −475.73 | −471.13 | −497.48 | −476.43 | −481.84 | −505.23963 |
25 | −309.92 | −456.09 | −303.97 | −110.80 | −97.41 | −298.57 | −295.69 | −298.64 | −275.30 | −287.64 | −295.23155 |
Overall | −730.59 | −1177.56 | −681.86 | −268.31 | −249.34 | −695.18 | −694.29 | −694.92 | −682.04 | −660.29 | −680.36 |
Sl.No* | N1 | N2 | N3 | Tm (K) a | |
---|---|---|---|---|---|
1 | −123.22 | 5849.4 | 16.501 | 140.5761 | 46,711.00 |
2 | −22.28 | 491.4 | 1.197 | 26.78756 | 3976.00 |
3 | −119.11 | 5355.7 | 16.39 | 140.8947 | 42,620.00 |
4 | −255.5 | 11861 | 36.544 | 181.0266 | 94,055.00 |
5 | 352.36 | −17338 | −53.119 | NA | NA |
6 | −35.941 | 1222 | 4.032 | 63.66784 | 9723.90 |
7 | −44.086 | 1418.5 | 5.251 | 63.68529 | 11,226.00 |
8 | −133.51 | 5959.7 | 18.268 | 136.2973 | 47,423.00 |
9 | −65.421 | 2831.4 | 8.549 | 113.3441 | 22,545.00 |
10 | −118.88 | 5233.1 | 16.522 | 140.9835 | 41,585.00 |
11 | −81.27 | 3572.1 | 10.94 | 125.9199 | 28,425.00 |
12 | −54.582 | 2282.9 | 7.074 | 105.5913 | 18,215.00 |
13 | −73.225 | 3236.9 | 9.889 | 128.3756 | 25,761.00 |
14 | −203.75 | 9484.9 | 29.17 | 183.3302 | 75,220.00 |
15 | −80.585 | 3362.6 | 11.087 | 123.8086 | 26,666.00 |
16 | 967.57 | −52133 | −140.54 | NA | NA |
17 | −95.533 | 4234.2 | 12.097 | 109.262 | 33,795.00 |
18 | −114.86 | 5180 | 15.189 | 124.6076 | 41,299.00 |
19 | −141.35 | 6609 | 19.113 | 141.5514 | 52,723.00 |
20 | −78.114 | 3418.2 | 9.746 | 104.079 | 27,366.00 |
21 | −31.261 | 922.3 | 2.662 | 43.4634 | 7402.40 |
22 | −148.99 | 6728 | 20.046 | 131.4074 | 53,603.00 |
23 | −128.93 | 5935.5 | 17.365 | 136.1121 | 47,327.00 |
24 | −67.609 | 2866.9 | 8.373 | 98.16466 | 22,930.00 |
25 | 28.875 | −2317.9 | −5.576 | NA | NA |
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Alwi, R.S.; Garlapati, C.; Tamura, K. Solubility of Anthraquinone Derivatives in Supercritical Carbon Dioxide: New Correlations. Molecules 2021, 26, 460. https://doi.org/10.3390/molecules26020460
Alwi RS, Garlapati C, Tamura K. Solubility of Anthraquinone Derivatives in Supercritical Carbon Dioxide: New Correlations. Molecules. 2021; 26(2):460. https://doi.org/10.3390/molecules26020460
Chicago/Turabian StyleAlwi, Ratna Surya, Chandrasekhar Garlapati, and Kazuhiro Tamura. 2021. "Solubility of Anthraquinone Derivatives in Supercritical Carbon Dioxide: New Correlations" Molecules 26, no. 2: 460. https://doi.org/10.3390/molecules26020460