Journal of Textile Research ›› 2022, Vol. 43 ›› Issue (01): 153-160.doi: 10.13475/j.fzxb.20210904808

• Dyeing and Finishing & Chemicals • Previous Articles     Next Articles

Study on solubility of disperse dyes in supercritical carbon dioxide fluid

HAN Zhixin1,2, WU Wei1,2, WANG Jian3, XU Hong1,2,4, MAO Zhiping1,2,4,5()   

  1. 1. Key Laboratory of Science and Technology of Eco-Textile, Ministry of Education, Donghua University, Shanghai 201620, China
    2. College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China
    3. Qingdao Jifa Group Co., Ltd., Qingdao, Shandong 266000, China
    4. Innovation Center for Textile Science and Technology, Donghua University, Shanghai 201620, China
    5. National Engineering Research Center for Dyeing and Finishing of Textiles, Donghua University, Shanghai 201620, China
  • Received:2021-09-13 Revised:2021-10-13 Online:2022-01-15 Published:2022-01-28
  • Contact: MAO Zhiping E-mail:zhpmao@dhu.edu.cn

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Abstract:

To better screen disperse dyes suitable for supercritical carbon dioxide (ScCO2) fluid dyeing, a prediction method for assessing disperse dye solubility in supercritical CO2 fluid was established based on the use of state equation method, the group contribution method and computational chemistry method, achieving different conditions and different dye structures of disperse dye solubility in supercritical CO2 fluid. The results show that different working conditions affect the solubility of Disperse Blue 79 dyes, and lower temperature and higher pressure are more favorable to the dissolution process. From the perspective of molecular structure, the solubility of anthraquinone disperse dyes in supercritical CO2 fluid is lower than that of azo dyes because the anthraquinone dyes have better molecular flatness and are conducive to π-π stacking. The solubility of disperse dyes can be effectively improved by decreasing the interaction between molecules within dyes or increasing the interaction between dyes and ScCO2 fluid. It was concluded that introducing alkyl groups or groups containing C＝O into the molecular structure of dye can improve the solubility of dye in ScCO2 fluid.

Key words: disperse dye, supercritical carbon dioxide fluid staining, equation of state, solubility, molecular dynamics simulation

CLC Number: 

  • O647.9

Tab.1

Predicted values of various basic physical quantities of Dispersed Blue 79"

临界温
度/K		 临界压
力/MPa		 沸点/
K		 偏心因子
ω		 摩尔体积/
(cm3·mol-1)		 饱和蒸汽压/MPa
363.15 K 373.15 K 383.15 K 393.15 K 403.15 K
1 332.44 1.073 57 1 052.2 0.721 7 417.2 6.544 6×10-16 2.690 3×10-15 1.019 4×10-14 3.583 1×10-14 1.175 2×10-13

Tab.2

Literature reported and predicted solubility of Disperse Blue 79 in ScCO2 fluids under different temperatures and pressures"

温度/K 压力/MPa 溶解度/(mol·mol-1)
模拟计算值 文献报道值
363.15 16 1.63×10-7 1.34×10-7
20 1.08×10-6 7.88×10-7
24 2.33×10-6 3.72×10-6
28 2.38×10-5 —
373.15 16 1.73×10-7 —
20 1.17×10-6 —
24 1.51×10-6 —
28 6.69×10-6 —
383.15 16 1.74×10-7 —
20 2.44×10-7 —
24 3.95×10-6 —
28 3.09×10-6 —
393.15 16 1.39×10-7 1.47×10-7
20 5.66×10-7 6.51×10-7
24 3.47×10-6 2.98×10-6
28 5.08×10-6 —
403.15 16 1.50×10-7 —
20 1.35×10-6 —
24 1.02×10-6 —
28 1.08×10-5 —

Tab.3

Predicted free energies of solvation, sublimation and dissolution of Disperse Blue 79 in ScCO2fluids"

温度/
K		 压力/
MPa		 自由能平均值/(kJ·mol-1)
溶剂化自由能 升华自由能 溶解自由能
363.15 16 -61.753 9 63.846 8 2.092 926
20 -66.605 3 -2.758 48
24 -67.710 3 -3.863 54
28 -73.340 3 -9.489 33
373.15 16 -59.171 2 61.222 27 2.051 067
20 -64.290 5 -3.068 23
24 -63.955 6 -2.733 36
28 -67.229 0 -6.010 88
383.15 16 -56.488 1 58.618 67 2.130 599
20 -56.781 1 1.833 403
24 -64.579 3 -5.960 65
28 -62.515 7 -3.897 03
393.15 16 -53.114 3 56.040 18 2.925 91
20 -56.931 8 -0.891 59
24 -61.816 7 -5.780 66
28 -61.833 4 -5.793 22
403.15 16 -50.757 6 53.482 63 2.724 99
20 -57.342 0 -3.859 36
24 -55.487 7 -2.005 02
28 -62.109 7 -8.627 04

Tab.4

Calculated values of physical quantities of different disperse dyes"

分散染料 临界温
度/K		 临界压
力/MPa		 沸点/
K		 偏心因子 饱和蒸
汽压/MPa		 摩尔体积/
(cm3·mol-1)		 溶剂化自由能/
(kJ·mol-1)		 溶解度/
(mol·mol-1)		 升华自由能/
(kJ·mol-1)		 溶解自由能/
(kJ·mol-1)
分散蓝60 1 059.5 2.368 860.5 1.701 2 3.82×10-15 253.70 -47.722 9 1.04×10-9 64.964 42 17.241 520
分散蓝134 939.9 1.914 748.6 1.257 0 2.90×10-10 264.80 -32.151 5 8.20×10-7 27.304 31 -4.847 220
分散绿6:1 1 070.1 1.682 867.1 1.369 9 1.65×10-13 323.70 -41.151 1 1.05×10-8 52.339 89 11.188 780
分散紫28 964.0 3.295 745.3 1.309 3 5.67×10-11 187.50 -34.118 9 1.66×10-7 32.775 22 -1.343 660
分散红60 985.3 3.006 768.2 1.340 5 1.49×10-11 230.40 -37.115 9 1.45×10-7 37.258 27 0.142 319
分散红165 108 7.4 1.534 884.9 1.346 8 9.54×10-14 363.10 -39.573 0 4.99×10-9 54.181 67 14.608 620
分散红302 1 003.7 2.368 812.8 1.657 3 1.61×10-13 259.60 -44.022 6 1.51×10-8 52.436 17 8.413 562
分散蓝79 1 332.4 1.074 1 052.2 0.721 7 1.18×10-13 417.20 -55.487 7 1.05×10-6 53.482 63 -2.005 020
分散蓝183 1 121.0 1.389 915.6 1.308 5 3.12×10-14 331.60 -59.305 1 4.70×10-7 57.932 19 -1.377 150
分散蓝284 1 112.2 1.450 908.3 1.344 9 2.85×1 0 - 1 4 316.30 -61.737 1 7.94×10-7 58.233 57 -3.503 560
分散橙30 1 083.8 1.288 884.5 1.227 8 5.74×10-13 325.10 -53.273 3 1.36×10-6 48.166 6 -5.106 740
分散红167 1 157.9 1.091 939.2 1.006 3 5.59×10-13 387.10 -50.849 7 1.01×10-6 48.254 5 -2.595 230
分散黄163 1 097.3 1.352 894.5 1.257 3 2.03×10-13 303.00 -48.225 2 9.14×10-8 51.649 23 3.424 027

Tab.5

Solvation free energies and their decomposition of different disperse dyes in ScCO2 fluids"

染料
类型		 染料种类 对自由能的贡献/(kJ·mol-1) 溶剂化自由能/
(kJ·mol-1)
库仑 范德华
蒽醌类 B60 -11.416 2 -36.305 3 -47.721 5
P28 -7.209 4 -26.909 4 -34.117 5
G6:1 -2.228 3 -38.921 4 -41.149 7
R302 -9.434 9 -34.586 3 -44.021 2
B134 -4.025 4 -28.126 1 -32.151 5
R165 -0.840 0 -38.733 1 -39.573 0
R60 -6.511 8 -30.605 6 -37.115 9
偶氮类 B79 -10.378 5 -45.109 2 -55.487 7
O30 -15.164 7 -38.107 2 -53.273 3
Y163 -16.479 7 -31.746 9 -48.226 6
R167 -11.253 9 -39.593 8 -50.849 7
B183 -28.542 5 -30.762 6 -59.305 1
B284 -20.940 4 -40.796 7 -61.737 1
B354 -10.372 5 -38.466 6 -48.841 9

Fig.1

Electrostatic potentials of disperse dye and CO2 molecules"

Fig.2

Spatial distribution function of CO2 molecules"

Fig.3

RDG diagram of interactions between two dye molecules in Disperse Blue 79 and Disperse Green 6:1 dye crystals"

Tab.6

Dye uptake of disperse dyes for PET yarns in ScCO2 fuilds"

染料名称 上染率/%
分散蓝60 58.8
分散蓝79 100.0
分散橙30 100.0
分散黄163 31.0
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