纺织学报 ›› 2022, Vol. 43 ›› Issue (04): 97-101.doi: 10.13475/j.fzxb.20210301705

• 染整与化学品 • 上一篇    下一篇

高疏水性染料的制备及其对超高分子量聚乙烯织物的染色性能

王菊, 张丽平(), 王晓春, 杨萌阳   

  1. 北京服装学院 材料设计与工程学院, 北京 100029
  • 收稿日期:2021-03-03 修回日期:2022-01-26 出版日期:2022-04-15 发布日期:2022-04-20
  • 通讯作者: 张丽平
  • 作者简介:王菊(1996—),女,硕士。主要研究方向为新型纺织品研发与应用。
  • 基金资助:
    北京市教委科研项目(KM201910012009)

Preparation of highly hydrophobic dyes and their dyeing of ultra-high molecular weight polyethylene fabric

WANG Ju, ZHANG Liping(), WANG Xiaochun, YANG Mengyang   

  1. School of Materials Design & Engineering, Beijing Institute of Fashion Technology, Beijing 100029, China
  • Received:2021-03-03 Revised:2022-01-26 Published:2022-04-15 Online:2022-04-20
  • Contact: ZHANG Liping

摘要:

为解决常规染料难以上染超高分子量聚乙烯(UHMWPE)纤维的问题,以1-羟基-4-对甲苯氨基蒽醌和卤代烃为原料,通过威廉姆森醚化反应制备了3种具有高疏水性的紫色改性染料1-对甲苯氨基-4-蒽醌己基醚、1-对甲苯氨基-4-蒽醌癸基醚和1-对甲苯氨基-4-蒽醌十四烷基醚,并采用高温高压染色工艺对UHMWPE织物进行染色。通过红外光谱、核磁共振氢谱和Chem3D Ultra 8.0软件对改性染料进行分析;探讨了改性染料对UHMWPE织物的染色性能。结果表明,随着烷基取代基的增加,改性染料的疏水性逐渐提高,与UHMWPE织物的亲和力显著增强,当取代基碳数为14时,染料与纤维间的亲和力可达到11.18 kJ/mol,耐摩擦色牢度和耐皂洗色牢度均可达到4~5级。

关键词: 染色, 超高分子量聚乙烯织物, 高疏水性染料, 威廉姆森醚化反应, 溶解度参数

Abstract:

Conventional dyes are difficult to add color to ultra-high molecular weight poly-ethylene (UHMWPE) fibers. To address this problem, 1-hydroxy-4-p-toluylaminoanthraquinone and halogenated hydrocarbons were selected as raw materials, and three high hydrophobicity purple dyes, i.e. 1-p-toluylamino-4-anthraquinone hexyl ether, 1-p-toluylamino-4-anthraquinone decyl ether and 1-p-toluylamino-4-anthraquinone tetradecyl ether were prepared through Williamson etherification reaction. The target product was characterized and analyzed by infrared spectroscopy, proton nuclear magnetic resonance spectroscopy and Chem3D Ultra 8.0 software. The UHMWPE fabric was dyed through a high-temperature and high-pressure dyeing process, and the dyeing properties were discussed. The results show that with the increase of alkyl substituents, the hydrophobicity of modified dyes gradually increases, and the affinity with UHMWPE fabric is significantly enhanced. When the substituent carbon number is 14, the affinity between the dye and the fiber becomes 11.18 kJ/mol, and the rubbing color fastness and soaping color fastness reach grade 4-5.

Key words: dyeing, ultra-high molecular weight polyethylene fabric, highly hydrophobic dyes, Williamson etherification reaction, solubility parameter

中图分类号: 

  • TQ619.0

图1

改性染料的制备反应方程式 注:图中RI/RCl代表卤代烷。"

图2

3种染料的核磁共振氢谱图"

图3

4种染料的红外光谱图"

表1

染料的lgP和溶解度参数δ值"

染料编号 lgP 溶解度参数
δ/(J·cm-3)1/2
a 3.98 10.09
b 6.32 9.29
c 7.99 9.08
d 9.66 8.93

表2

染料对UHMWPE织物的染色性能"

染料
编号
上染
率/%
K/S
最大吸
收波
长/nm
耐摩擦色牢
度/级
耐皂洗色牢
度/级
湿 褪色 沾色
a 7.37 0.70 584 3 4 4~5 4~5
b 14.98 1.46 545 3~4 4~5 4~5 5
c 20.14 1.79 545 3~4 4~5 4~5 5
d 22.89 2.10 545 4 4~5 4~5 5

图4

4种染料标准工作曲线"

图5

4种染料的吸附拟合等温曲线(130 ℃)"

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