DDSA酯化法制备胭脂虫红色素衍生物
Preparation Cochineal Dye Derivative by DDSA Esterification
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摘要: 以十二烯基丁二酸酐(DDSA)作酯化剂,对胭脂虫红色素的主要成分胭脂红酸分子进行改性修饰,制得了油溶性较好的胭脂虫红色素衍生物。通过单因素及响应曲面优化试验确定了反应的最佳条件:0.5 g原料,DDSA与胭脂虫红色素的质量比值为2.3, 催化剂三乙胺(Et3N)的用量为 1.8 mL, 温度为67 ℃, 反应时间为6 h, 溶剂N,N-二甲基甲酰胺20 mL,此条件下,产物得率为41.59%。通过FT-IR及UV-Vis对目标产物的结构进行表征,表明DDSA与胭脂虫红色素发生了酯化反应,制得的胭脂虫红色素衍生物的λmax及颜色在碱性溶液中受pH值影响较大;其可溶于食用玉米油,有较好的染色效果且稳定性良好,溶解度(20 ℃)为6.53, 有效改良了胭脂虫红色素的油溶性。Abstract: Oil-soluble cochineal dye derivative was obtained through molecule esterification of carminic acid with dodecyl succinicanhydride (DDSA). Based on the results of the single factor experiments, response surface methodology was applied to further optimize the pretreatment conditions. The obtained optimal conditions were raw materials 0.5 g, the quality ratio of DDSA and cochineal dye 2.3, the dosage of the catalyst triethylamine 1.8 mL, temperature 67 ℃, reaction time 6 h, and solvent N, N-dimethyl formamide 20 mL. Under these conditions, the product yield was 41.59%. The structure of the product was characterized by FT-IR and UV-Vis. The results showed that esterification reaction happened between DDSA and cochineal dye. The λmax and color of target product was strongly influenced by pH in alkaline solution. The product presented good solubility in corn oil, dyeing effect and stability with the solubility of 6.53 in oil (20 ℃). The solubility of cochineal red pigment was improved effectively.