4.7 Article

Cleaner production of disperse florescent dyes in supercritical CO2 and their applications in dyeing polyester fabric

Journal

DYES AND PIGMENTS
Volume 202, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2022.110250

Keywords

Fluorescent dyes; Supercritical carbon dioxide; Synchronous synthesis and dyeing; Catalytic reduction of nitro

Funding

  1. National Natural Science Foundation of China [21606032, 21706021, 21903011]
  2. Dalian Scientific Innovation Fund, China [2018J12GX056]
  3. Dalian Youth Science and Technology Star Fund, China [2018RQ46, 2021RQ112]
  4. State Key Laboratory of Fine Chemicals, Dalian University of Technology, China [KF 2013]
  5. Central Government-guided Local Scientific and Technological Development Fund of Dalian, China

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This study successfully constructed three fluorescent dyes in supercritical carbon dioxide and proposed a synchronous synthesis and dyeing method. The clean production of fluorescent dyes was achieved by optimizing temperature and pressure. This synchronous synthesis and dyeing method helps reduce environmental pollution and promotes sustainable development.
Supercritical carbon dioxide (scCO(2)) is commonly used as an excellent solvent in chemical reactions and dyeing fields because of its advantages. In this work, three coumarin and 1,8-naphthalimide fluorescent dyes (DAMC, NP-NH, and NP-dimethyl) were successfully constructed on the basis of the Au/titanium dioxide (Au/TiO2) catalytic reduction of nitro in scCO(2) instead of SnCl2/hydrochloric acid solution, and their structures were confirmed correctly by mass spectrometry (MS) and nuclear magnetic resonance (NMR). The cleaner synthesis and dyeing polyester fabrics of coumarin derivative (DAMC) in the presence or absence of N-methyl-pyrrolidone (NMP) were first studied by employing stepwise and synchronous methods. All results for DAMC indicated that the synchronous synthesis and dyeing method is more beneficial. Here, the synchronous synthesis and dyeing polyester fabrics of 1,8-naphthalimide derivatives (NP-NH and NP-dimethyl) in scCO(2) were also investigated. Through the comprehensive analysis of color strength (K/S) value and fixation rate, the optimal temperatures and pressures of synthesis and dyeing for NP-NH and NP-dimethyl were obtained in the absence or presence of NMP. The dyed fabrics with NP-NH and NP-dimethyl exhibited yellow or yellowish-brown in daylight and bright fluorescent yellowish-green in ultraviolet light. All results showed that the clean production of fluorescent dyes (DAMC, NP-NH, and NP-dimethyl) can be realized by the hydrogenation of nitro with efficient Au/TiO2 catalyst in scCO(2), meanwhile, the synchronous synthesis and dyeing method was proposed for the synthesized dyes. The realization of synchronous synthesis and dyeing fabrics for fluorescent dyes in scCO(2) is an effective way to prevent environment pollution brought by the processes of synthesis and dyeing. Thus, the constructing and dyeing strategy of fluorescent dyes will be beneficial to the sustainable development of environment.

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