2007Journal of Zhejiang University of TechnologyRequires access

Study on the synthesis of C.I.disperse red 92

Jianhong Jia

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Abstract

Taking 1-amino-2-phenoxy-4-hydranthraquinone,chlorosulfonic acid,thionyl chloride,and 3-ethoxypropylamine as raw materials,using sodium carbonate as an acid-bingding agent,C.I.disperse red 92 was synthesized.The effects of chlorosulfonic acid and thionyl chloride concentrations,as well as reaction temperature on the yield of C.I.disperse red 92 in the sulfonate and chlorination process were investigated.The effects of 3-ethoxypropylamine concentration,pH,and reaction temperature on the yield of C.I.disperse red 92 in the amidation and hydrysis process were studied.A better reaction condition was obtained.The raw materials molar ratio of 1-amino-2-phenoxy-4-hydranthraquinone chlorosulfonic acid,thionyl chloride and 3-ethoxypropylamine was found to be l,8,0.6,and 1.In the sulfonate and chlorination process,reaction temperature was 30~35 ℃.In the amidation and hydrysis process,pH was 7~8,reaction temperature was15~20 ℃,respectively.The destination product was identified with HPLC,1H-NMR,IR and MS.Its total yield was over 91% by1-amino-2-phenoxy-4-hydranthraquinone,and over 99% purity was obtained.The recovery of solvent was 95%.

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What this paper is about

Taking 1-amino-2-phenoxy-4-hydranthraquinone,chlorosulfonic acid,thionyl chloride,and 3-ethoxypropylamine as raw materials,using sodium carbonate as an acid-bingding agent,C.I.disperse red 92 was synthesized.The effects of chlorosulfonic acid and thionyl chloride concentrations,as well as reaction temperature on the yield of C.I.disperse red 92 in the sulfonate and chlorination process were investigated.The effects of 3-ethoxypropylamine concentration,pH,and reaction temperature on the yield of C.I.disperse red 92 in the amidation and hydrysis process were studied.A better reaction condition was obtained.The raw materials molar ratio of 1-amino-2-phenoxy-4-hydranthraquinone chlorosulfonic acid,thionyl chloride and 3-ethoxypropylamine was found to be l,8,0.6,and 1.In the sulfonate and chlorination process,reaction temperature was 30~35 ℃.In the amidation and hydrysis process,pH was 7~8,reaction temperature was15~20 ℃,respectively.The destination product was identified with HPLC,1H-NMR,IR and MS.Its total yield was over 91% by1-amino-2-phenoxy-4-hydranthraquinone,and over 99% purity was obtained.The recovery of solvent was 95%.

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Available abstract

Taking 1-amino-2-phenoxy-4-hydranthraquinone,chlorosulfonic acid,thionyl chloride,and 3-ethoxypropylamine as raw materials,using sodium carbonate as an acid-bingding agent,C.I.disperse red 92 was synthesized.The effects of chlorosulfonic acid and thionyl chloride concentrations,as well as reaction temperature on the yield of C.I.disperse red 92 in the sulfonate and chlorination process were investigated.The effects of 3-ethoxypropylamine concentration,pH,and reaction temperature on the yield of C.I.disperse red 92 in the amidation and hydrysis process were studied.A better reaction condition was obtained.The raw materials molar ratio of 1-amino-2-phenoxy-4-hydranthraquinone chlorosulfonic acid,thionyl chloride and 3-ethoxypropylamine was found to be l,8,0.6,and 1.In the sulfonate and chlorination process,reaction temperature was 30~35 ℃.In the amidation and hydrysis process,pH was 7~8,reaction temperature was15~20 ℃,respectively.The destination product was identified with HPLC,1H-NMR,IR and MS.Its total yield was over 91% by1-amino-2-phenoxy-4-hydranthraquinone,and over 99% purity was obtained.The recovery of solvent was 95%.

Key concepts: Thionyl chloride, Yield (engineering), Chemistry, Sulfonate, Molar ratio, Solvent, Sodium carbonate, Chloride

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