Journal of Textile Research ›› 2022, Vol. 43 ›› Issue (04): 97-101.doi: 10.13475/j.fzxb.20210301705

• Dyeing and Finishing & Chemicals • Previous Articles     Next Articles

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 Online:2022-04-15 Published:2022-04-20
  • Contact: ZHANG Liping E-mail:amyer007@163.com

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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

CLC Number: 

  • TQ619.0

Fig.1

Reaction equation for preparation of modified dyes"

Fig.2

1H NMR spectrum of three dyes. (a)1-p-tolylamino-4-anthraquinone hexyl ether;(b)1-p-tolylamino-4-anthraquinone decyl ether;(c)1-p-tolylamino-4-anthraquinone tetradecyl ether"

Fig.3

Infrared spectrum of four dyes"

Tab.1

lgP and solubility parameter δ values of dyes"

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

Tab.2

Dyeing properties of dyes on UHMWPE fabric"

染料
编号		 上染
率/%		 K/S
值		 最大吸
收波
长/nm		 耐摩擦色牢
度/级		 耐皂洗色牢
度/级
干 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

Fig.4

Standard working curve of four dyes"

Fig.5

Adsorption fitting isotherms of four dyes(130 ℃)"

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