Synthesis of Super Hydrophobic Disperse Dyes Having Long Alkyl Substituents and Their Dyeability onto Unmodified Polypro

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ISSN 1229-9197 (print version) ISSN 1875-0052 (electronic version)

Synthesis of Super Hydrophobic Disperse Dyes Having Long Alkyl Substituents and Their Dyeability onto Unmodified Polypropylene Fibers Heejung Ma and Taekyeong Kim* Department of Textile System Engineering, College of Engineering, Kyungpook National University, Daegu 41566, Korea (Received March 6, 2019; Revised August 8, 2019; Accepted December 8, 2019) Abstract: The new series of super hydrophobic disperse dyes having different length of alkyl substituents was synthesized to dye pure polypropylene fibers. From butyl to dodecyl groups were introduced to an anthraquinoid chromophore. The adsorption interaction of the dyes toward the polypropylene fiber was increased with the increase of the length of alkyl chains due to enhancement of hydrophobicity of the dyes. The optimum alkyl group was determined as the longest dodecyl group in this study. Their absorption spectra in the visible range appeared almost the same regardless of the length of alkyl groups, which meant that the length of alkyl groups did not influence on optical properties of the dyes relating to color appearances. The color fastnesses of the dyed fabrics to washing, rubbing, and light were good enough for practical application. Keywords: Polypropylene, Dyeing, Hydrophobicity, Anthraquinoid dye, Disperse dye

hydrophobicity to the dyes [9-11]. They were focused mainly on three primary colors, such as yellow, red, and blue [1219]. Considering practical aspects, it is necessary to have as many color dyes as possible to make full range of colors. Therefore, our group recently has been trying to synthesize intermediate color dyes namely violet, bluish-green, orange, and magenta [20-24]. In this study, a new series of navy dyes having one long alkyl chain in 1-position of anthraquinoid chromophore was synthesized and applied in the unmodified polypropylene fiber. This is different from the blue dyes of previous studies having two long alkyl chains at 1- and 4-positions of anthraquinoid chromophore. The five super hydrophobic navy dyes having different length of alkyl substituents were synthesized and evaluated in terms of dyeing and fastness properties according to the length of alkyl substituents.

Introduction Polypropylene fiber has good tenacity and elasticity properties which are comparable to those of commercial polyester and polyamide fibers in terms of their application to apparel and industrial fields. It has excellent chemical resistance as well and is also known as floating fibers since the density is 0.90-0.92 [1-3], which is the lowest of all commercial fibers [4]. The polypropylene fiber can be applied in the fast drying sportswear and heat insulation substrates as moisture absorption and thermal conductivity are as low as 0.05 % and 0.12 W/mK, respectively [2,5]. However, they have been considered to be undyeable fibers because of their hydrophobicity and compact internal structure [6-8]. To dye the polypropylene fibers practically, two different kinds of dyeing methods can b