本研究提出了一種利用共結晶法從薑黃色素 CURDs 中提純 Form 薑黃 素 CUR 的方法，重點研究了薑黃素 (CUR)-間 苯二酚 RES））-乙醇 EtOH 系統。 目標是建立 CUR-RES-EtOH 三元相圖並在此基礎上設計有效的純化條件 。 透過差示掃描量熱法 DSC 確定了 CUR-RES的 T-x二元相行為，並透過粉末 X射線衍射 PXRD 確認了 1:1 CUR-RES共結晶的形成。進一步利用改良 Schreinemaker濕殘留法結合高效液相層析 HPLC）、 DSC分析和質量平衡計算， 研究了 CUR、 RES和 EtOH的平衡。成功 在 25 °C及 1大氣壓的條件下 建立了 CUR-RES-EtOH三元相圖，識別了共結晶的形成和解離 區域。基於此相圖，開發 了一個兩階段的共結晶提純過程。第一階段， Form CUR晶體 的純度提高至 91.3 wt% 產率為 64.2 在第二階段，純度進一步提高至 96.0 wt% 最終產率為 71.2 wt%，得出 純化 CUR溶劑利用率 為 7.05 mg/ EtOH mL。同時， 在 25 C 和 1 大氣壓下 α型 RES 固體 回收過程也得到了發展。共晶形成後，透過加入水將 薑黃 色 素從母液中沉澱出來，隨後透過在 60 C 和 1 大氣壓下蒸發剩餘溶液來 回收 α型 RES固體 ，純度接近 99 wt%，產率為 70 wt%。;This study presents a process for purifying Form curcumin (CUR) from curcuminoids (CURDs) using co-crystallization, focusing on the curcumin (CUR)-resorcinol (RES)-ethanol (EtOH) system. The objectives were to construct the CUR-RES-EtOH ternary phase diagram and design effective purification conditions based on it. The T-x binary phase behavior of CUR-RES was determined by differential scanning calorimetry (DSC), confirming a 1:1 CUR-RES cocrystal formation via powder X-ray diffraction (PXRD). The equilibrium of CUR, RES, and EtOH was further explored using a modified Schreinemaker’s wet residue method, combined with high-performance liquid chromatography (HPLC), DSC analysis, and mass balance calculations. The CUR-RES-EtOH ternary phase diagram was established at 25 °C and 1 atm, identifying cocrystal formation and dissociation regions. A two-stage cocrystallization process was developed based on the ternary phase diagram. In the first stage, Form CUR crystals purity increased to 91.3 wt% with a yield of 64.2 wt%, and in the second stage, the purity was further enhanced to 96.0 wt% with a yield of 71.2 wt%. The final solvent usage efficiency of purified CUR was 7.05 mg/EtOH mL. The α-form RES solids recovery process was also developed at 25 °C and 1 atm. After cocrystal formation, curcuminoids were precipitated from the mother liquor by the addition of water, and α-form RES solids was subsequently recovered by iii evaporating the remaining solution at 60 °C and 1 atm, achieving a purity close to 99 wt% and a yield of 70 wt%. This approach supports both purification and recycling.
