分散染料在超临界二氧化碳流体中的溶解性

doi:10.13475/j.fzxb.20210904808

纺织学报 ›› 2022, Vol. 43 ›› Issue (01): 153-160.doi: 10.13475/j.fzxb.20210904808

分散染料在超临界二氧化碳流体中的溶解性

韩之欣¹^,², 吴伟¹^,², 王健³, 徐红¹^,²^,⁴, 毛志平¹^,²^,⁴^,⁵()

1.东华大学生态纺织教育部重点实验室, 上海 201620
2.东华大学化学化工与生物工程学院, 上海 201620
3.青岛即发集团股份有限公司, 山东青岛 266000
4.东华大学纺织科技创新中心, 上海 201620
5.东华大学国家染整工程技术研究中心, 上海 201620

收稿日期:2021-09-13 修回日期:2021-10-13 出版日期:2022-01-15 发布日期:2022-01-28
通讯作者: 毛志平
作者简介:韩之欣(1997—),女,硕士生。主要研究方向为超临界二氧化碳流体染色理论。
基金资助:
山东省自然科学基金重大基础研究项目(ZR2020ZD22);山东省重大科技创新工程项目(2019JZZY010406)

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. 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 Published:2022-01-15 Online:2022-01-28
Contact: MAO Zhiping

摘要/Abstract

摘要：

为更好地筛选适用于超临界二氧化碳(ScCO₂)流体染色的分散染料,使用状态方程结合基团贡献法和计算化学法,得到不同工况条件及不同染料结构对分散染料在超临界CO₂流体中溶解度的影响规律,建立了分散染料在超临界CO₂流体中溶解度预测方法。结果表明:不同工况条件会影响分散蓝79染料的溶解度,其中较低的温度和较高的压力对溶解过程更有利;从分子结构来看,蒽醌染料分子平面性更好,有利于π-π堆积,故蒽醌类分散染料在超临界CO₂流体中的溶解度比偶氮染料更低;降低染料内部分子间相互作用或提高染料与ScCO₂流体间相互作用均可有效提高分散染料溶解性,故在染料分子结构中引入烷基或含C＝O的基团可提高染料在ScCO₂流体中的溶解性。

关键词: 分散染料, 超临界二氧化碳流体染色, 状态方程, 溶解性, 分子动力学模拟

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

中图分类号:

O647.9

韩之欣, 吴伟, 王健, 徐红, 毛志平. 分散染料在超临界二氧化碳流体中的溶解性[J]. 纺织学报, 2022, 43(01): 153-160.

HAN Zhixin, WU Wei, WANG Jian, XU Hong, MAO Zhiping. Study on solubility of disperse dyes in supercritical carbon dioxide fluid[J]. Journal of Textile Research, 2022, 43(01): 153-160.

图/表 9

表1

表2

表3

表4

不同分散染料物理量的计算值"

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

表4

表5

图1

图2

图3

表6

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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
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)	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

温度/ K	压力/ MPa	自由能平均值/(kJ·mol^-1)
温度/ K	压力/ MPa	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

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)
染料类型	染料种类	库仑	范德华	溶剂化自由能/ (kJ·mol^-1)
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

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

分散染料在超临界二氧化碳流体中的溶解性

Study on solubility of disperse dyes in supercritical carbon dioxide fluid

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温度/K	压力/MPa	溶解度/(mol·mol^-1)
温度/K	压力/MPa	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	—

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