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Solubility Determination and Modeling of 9,9-Dihexyl-2,7-dibromofluorene in Twelve Solvent Systems at 283.15–323.15 K
Journal of Chemical & Engineering Data ( IF 2.6 ) Pub Date : 2022-09-28 , DOI: 10.1021/acs.jced.2c00531
Jingzhou Guo, Junwei Yang, Yuanzuo Zou, Yuan Pu, Dan Wang

The 9,9-Dihexyl-2,7-dibromofluorene (F6-Br) is an important intermediate product in the synthesis of functional polyfluorenes for various applications. The solvent/antisolvent method has been one of the efficient methods to purify organic molecules for advanced applications, for which the solubility data of solutes in different solvents are the basis of purification. In this work, the solubility values of F6-Br in 12 kinds of solvents in the temperature range of 283.15–323.15 K and atmospheric pressure were determined by using the isothermal saturation method. The selected solvents were methanol, ethanol, acetonitrile, n-butanol, isopropanol, dichloromethane, dimethyl sulfoxide, 1,4-dioxane, ethyl acetate, n-hexane, tetrahydrofuran, chloroform, and toluene. The measured solubility data were correlated by the modified Apelblat equation. The maximum value of mean square deviation was 3.95 × 10–3, which retains practical guiding significance. The purification of F6-Br via solvent/antisolvent precipitation processing was demonstrated, and the involvement of rotating packed-bed-based technology significantly intensified the process efficiency, which showed promising application value for industrial production.

中文翻译:

9,9-Dihexyl-2,7-dibromofluorene 在 283.15–323.15 K 的十二种溶剂系统中的溶解度测定和建模

9,9-Dihexyl-2,7-dibromofluorene (F6-Br) 是合成各种应用的功能性聚芴的重要中间产物。溶剂/反溶剂法一直是纯化有机分子用于高级应用的有效方法之一,其中溶质在不同溶剂中的溶解度数据是纯化的基础。本工作采用等温饱和法测定了F6-Br在283.15~323.15 K温度范围和大气压下12种溶剂中的溶解度值。选择的溶剂是甲醇、乙醇、乙腈、丁醇、异丙醇、二氯甲烷、二甲亚砜、1,4-二恶烷、乙酸乙酯、-己烷、四氢呋喃、氯仿和甲苯。测量的溶解度数据通过修改后的 Apelblat 方程关联。均方差最大值为3.95 × 10 –3,具有实际指导意义。证明了溶剂/反溶剂沉淀法纯化F6-Br,旋转填充床技术的介入显着提高了工艺效率,在工业生产中显示出良好的应用价值。
更新日期:2022-09-28
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