Study On The Dope Dyeing Performance Of The Nucleophilic Substitution-modified Anthraquinone Dyes

Various anthraquinone and its derivative based dyes with different color and excellent performance play a vital role in the coloring industry.Presently,the demand of anthraquinone dyes increase with the growth demand of the colorized products.However,the anthraquinone dyes suffer from low thermal stability,high mobility,and lack of interaction with polymer materials,which are far from the criterion of the dope dyeing.Herein,four anti-thermomigrating anthraquinone dyes were prepared via a nucleophilic substitution strategy.The intermolecular interaction and thermal stability of anthraquinone dyes were improved due to introduction of polar groups.Meanwhile,the structure-function relationships between different polar groups and dyeing performance were highly discussed.This work proposed a feasible strategy for the modification of anthraquinone dyes.The main research works are summarized as the follows:1)Four different polar group modified anthraquinone dyes were synthesized from the1,5-bis（cyclohexylamino）anthracene-9,10-dione（SR207）via a nucleophilic substitution reaction.The structure of these anthraquinone dyes were confirmed with ~1H and ¹³C NMR.Meanwhile,the maximum absorption wavelength and color eigenvalue were measured with UV-Vis spectrum and color matching machine,respectively.The color was changed from red to bluish violet after modification.Moreover,all the modified dyes exhibited enhanced thermal stability than the parent dyes,and 1,5-bis（cyclohexylamino）-4,8-bis（p-tolylthio）anthracene-9,10-dione（SR207-TC）showed the best thermal stability.2)The dyeing performance,solvent resistance,and anti-thermostability of the as-prepared four dyes were investigated by melting blend with polypropylene or polystyrene.Specifically,electron-donating group modified dyes exhibited best dyeing performance.In addition,the SR207-TC and SR207-FTP were chosen to dyeing polysulfone due to their better dyeing performance.The thermal migration of the dyed polysulfone membrane was highly reduced from16.2%to 7.6%and 4.7%,respectively.