A Study on the Synthesis of C.I.Disperse Red 92
Luo Shu
Abstract
Luo Shu
Abstract
Using 1-amino-2-phenoxy-4-hydroxyanthraquinone,chlorosulfonic acid,thionyl chloride,and 3-ethoxypropylamine as raw materials and sodium carbonate as acid-binding agent,C.I.Disperse Red 92 was synthesized.The efects of amount of chlorosulfonic acid,thionyl chloride,and reaction temperature on the yield of C.I.Disperse Red 92 in the sulfonate and chlorination were investigated.The effects of amount of 3-ethoxypropylamine,pH,and reaction temperature on the yield of C.I.Disperse Red 92 in the amidation and hydrysis were studied.The better reaction condition was obtained by experiments,the raw materials molar ratio of 1-amino-2-phenoxy-4-hydroxyanthraquinone:chlorosulfonic acid:thionyl chloride:3-ethoxypropylamine was found to be 1:8:0.5:1;the sulfonate and chlorination process reaction temperature was 30~35℃;the amidation process reaction pH was 7~8,reaction temperature was15~20℃.The destination product was identified by HPLC,1H-NMR,IR and MS.Its total yield was over 91% by1-amino-2-phenoxy-4-hydroxyanthraquinone and over 99% purity was obtained.The recovery of solvent was 95%.
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Using 1-amino-2-phenoxy-4-hydroxyanthraquinone,chlorosulfonic acid,thionyl chloride,and 3-ethoxypropylamine as raw materials and sodium carbonate as acid-binding agent,C.I.Disperse Red 92 was synthesized.The efects of amount of chlorosulfonic acid,thionyl chloride,and reaction temperature on the yield of C.I.Disperse Red 92 in the sulfonate and chlorination were investigated.The effects of amount of 3-ethoxypropylamine,pH,and reaction temperature on the yield of C.I.Disperse Red 92 in the amidation and hydrysis were studied.The better reaction condition was obtained by experiments,the raw materials molar ratio of 1-amino-2-phenoxy-4-hydroxyanthraquinone:chlorosulfonic acid:thionyl chloride:3-ethoxypropylamine was found to be 1:8:0.5:1;the sulfonate and chlorination process reaction temperature was 30~35℃;the amidation process reaction pH was 7~8,reaction temperature was15~20℃.The destination product was identified by HPLC,1H-NMR,IR and MS.Its total yield was over 91% by1-amino-2-phenoxy-4-hydroxyanthraquinone and over 99% purity was obtained.The recovery of solvent was 95%.
Key concepts: Thionyl chloride, Yield (engineering), Chemistry, Sulfonate, Molar ratio, Solvent, Raw material, Organic chemistry