Journal of Textile Research ›› 2020, Vol. 41 ›› Issue (09): 95-101.doi: 10.13475/j.fzxb.20191003007

• Dyeing and Finishing & Chemicals • Previous Articles     Next Articles

Molecular dynamics simulation of solubility of C.I. Disperse Brown 19 in supercritical CO2 and water

WANG Chunyi1,2, 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. Jifa Group Co., Ltd., Qingdao, Shandong 266000, China
    4. Innovation Center for Textile Science and Technology, Donghua University, Shanghai 201620, China
    5. Anoky Group Co., Ltd., Shanghai 201703, China
  • Received:2019-10-15 Revised:2020-04-30 Online:2020-09-15 Published:2020-09-25
  • Contact: MAO Zhiping E-mail:zhpmao@dhu.edu.cn

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Abstract:

In order to explore the solubility differences of disperse dyes in supercritical CO2 and water under their dyeing conditions, the solvation free energy and the binding free energy of C.I. Disperse Brown 19 in these two solvents were syudied, based on the molecular dynamics simulation, using thermodynamic integration method respectively, and the weak interaction between dye molecules and solvent molecules was examined by average noncovalent interaction method. The results showed that the absolute values of free energy of C.I. Disperse Brown 19 dye molecules in supercritical CO2 (24 MPa, 130 ℃) and water (0.25 MPa, 130 ℃) were small, whereas the absolute value of solvation free energy in supercritical CO2 was slightly less than that in water, and the absolute value of binding free energy was slightly greater than in water. The interactions (van der Waals force) between C.I. Disperse Brown 19 dye molecules and supercritical CO2 molecules and water molecules were both weak and unstable, and,the interactions between the dye molecule and the supercritical CO2 molecules were more unstable than that with water molecules.

Key words: disperse dyes, supercritical CO2, free energy, solubility, molecular dynamics simulation

CLC Number: 

  • O647.9

Fig.1

Chemical structure of C.I. Disperse Brown 19"

Tab.1

Simulation settings for free energy calculations"

体系 溶剂 染料
分子
个数		 溶剂
分子
个数		 盒子
边长/nm		 压力/
MPa		 温度/
℃
Ⅰ 超临界CO2 1 1 356 3.5 24.00 130
Ⅱ H2O 0.25 130
Ⅲ 超临界CO2 2 4 016 5.0 24.00 130
Ⅳ H2O 0.25 130

Fig.2

Initial configurations for free energy calculations. (a)One dye molecule in solvent; (b) Two dye molecules in solvent"

Tab.2

Simulation settings for analysis of weak interactions"

体系 溶剂 盒子边长/nm 压力/MPa 温度/℃
Ⅰ 超临界CO2 3.5 24.00 130
Ⅱ H2O 3.5 0.25 130

Fig.3

Initial configuration for the analysis of weak interactions"

Tab.3

Free energies of C.I. Disperse Brown 19 in supercritical CO2 and water"

体系 溶剂 压力/
MPa		 温度/
℃		 ΔGsol/
(kJ·mol-1)		 ΔGbind/
(kJ·mol-1)
Ⅰ-1 超临界
CO2		 24.00 130 -45.12±0.20 -9.76±0.42
Ⅰ-2 -47.43±0.17 -9.37±0.32
Ⅰ-3 -47.03±0.11 -9.13±1.57
Ⅱ-1 H2O 0.25 130 -55.99±0.54 -8.73±1.50
Ⅱ-2 -55.69±0.86 -8.80±1.57
Ⅱ-3 -55.77±0.78 -9.12±1.78

Fig.4

Analysis of weak interactions between C.I. Disperse Brown 19 and supercritical CO2 molecules (a) and water molecules (b) (isosurface of NCI=0.35)"

Fig.5

Stability of weak interactions between C.I. Disperse Brown 19 and supercritical CO2 molecules (a) and water molecules (b) (isosurface of NCI=0.35)"

Tab.4

Solubilities of different disperse dyes in supercritical CO2 and water"

溶剂 染料 压力/
MPa		 温度/
℃		 溶解度/
(mol·mol-1)		 参考
文献
超临界
CO2		 分散橙30 12~24 60~120 1.2×10-8~
6.8×10-6		 [6]
分散蓝79 12~24 60~120 0.7×10-8~
3.7×10-6		 [6]
分散红167 12~24 60~120 0.9×10-8~
2.1×10-6		 [6]
分散橙25 10~30 50~110 1.9×10-9~
1.7×10-5		 [7]
分散蓝354 10~30 50~110 0.6×10-8~
4.4×10-5		 [7]
分散红73 15~30 70~110 3.0×10-6~
3.0×10-5		 [8]
分散黄119 15~30 80~120 1.6×10-8~
1.9×10-7		 [9]
分散红343 15~30 80~120 3.8×10-9~
3.5×10-6		 [9]
分散紫28 12~25 50~110 0.5×10-7~
5.2×10-6		 [27]
分散红60 15~34 40~150 1.0×10-6~
3.9×10-5		 [28]
水 分散橙3 0.1 60~90 2.2×10-7~
1.1×10-6		 [29]
分散红19 0.1 60~90 2.1×10-7~
1.7×10-6		 [29]
分散蓝14 0.1 60~90 1.4×10-7~
3.2×10-7		 [29]
分散蓝26 0.1 60~90 2.4×10-8~
1.1×10-6		 [29]
分散红11 0.1 60~90 4.4×10-7~
1.0×10-6		 [29]
分散黄54 120 0.4×10-6 [10]
分散黄82 130 3.8×10-7 [10]
分散橙30 130 1.6×10-6 [10]
分散红82 130 3.9×10-6 [10]
分散黄114 130 0.8×10-6 [10]
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