CN113387770A - 一种异三聚茚及其同分异构体的拆分方法 - Google Patents
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Abstract
本发明公开了一种异三聚茚及其同分异构体的拆分方法，利用高效液相色谱拆分异三聚茚及其同分异构体，包括以下步骤：将异三聚茚与正三聚茚等比例称取并混合，以乙腈为溶剂，超声使其充分溶解；以85‑95%乙腈+5‑15%水为流动相，等梯度洗脱。本发明可以实现异三聚茚及其同分异构体的分离和测定，并能直观地检验正三聚茚与异三聚茚的纯度。
Description
技术领域
本发明属于光电材料纯化分离领域，具体涉及一种异三聚茚及其同分异构体的拆分方法。
背景技术
异三聚茚（isotuxene）是正三聚茚（truxene）的同分异构体，其与正三聚茚虽然具有相似的扩展型骨架，但不同的苯环排列导致了不同的共轭效应，使异三聚茚的最大吸收波长比正三聚茚红移了将近50 nm，更接近可见光区。理论计算的结果也证明，异三聚茚的HOMO-LUMO 能级差比正三聚茚更小。因此，理论上异三聚茚的光电性质应优于正三聚茚。但受合成方法的制约，目前科学界对异三聚茚的研究远小于正三聚茚，仅有台湾大学杨吉水等人考察了部分衍生物在有机电子器件（如有机太阳能电池）领域的应用潜力。
异三聚茚、正三聚茚的结构式如下：
2018年，周岑等人公开了一种一步大量合成异三聚茚的方法，为异三聚茚及其衍生物的性质研究提供了充分保障。该合成方法同时生成副产物正三聚茚，并且在后处理过程中有部分正三聚茚会残留在主产物中。由于异三聚茚和正三聚茚结构极其相似，它们的极性非常相近，而混有正三聚茚的异三聚茚，由于纯度不够，会导致其性能明显下降，因此，需要一种可靠的分析方法拆分主产物异三聚茚和副产物正三聚茚，以判断主产物的纯度。然而，迄今为止，对该混合体系的有效拆分尚未见报道。若能发展一种有效的拆分分离手段，监控异三聚茚生产过程中的纯化步骤，则可以为高纯度异三聚茚的制备奠定基础。
发明内容
本发明的目的在于提供一种异三聚茚及其同分异构体的拆分方法，可以实现异三聚茚及其同分异构体的分离和测定，并能直观地检验异三聚茚的纯度。
为实现上述目的，本发明采用如下技术方案：
一种异三聚茚及其同分异构体的拆分方法，其特征在于：利用高效液相色谱拆分异三聚茚及其同分异构体，包括以下步骤：
（1）将异三聚茚与正三聚茚等比例称取并混合，加入溶剂，超声使其充分溶解；
（2）以乙腈和水为流动相，等梯度洗脱。
异三聚茚与正三聚茚各取1mg。
所述的溶剂为乙腈、甲醇、乙醇中的一种或几种的混合物。
色谱柱为苯基键合硅胶担体柱，150 mm× 4.6 mm，1.8 μm。
流动相中乙腈与水的体积比为85-95:5-15；高效液相色谱仪运行时间 15 min；进样量5-20μL；柱温25~40 ℃；流速0.5-1.5mL/min，检测波长270~300nm。
本发明的有益效果在于：本发明采用高效液相色谱仪对异三聚茚及其同分异构体进行拆分，固定相为苯基键合硅胶担体，以乙腈和水的混合溶剂为流动相，不仅实现了异三聚茚及其同分异构体的分离和测定，还能直观地检验异三聚茚的纯度。方法简便，易操作，有利于推广应用。
附图说明
图1是异三聚茚及其同分异构体的分离谱图；
图2是异三聚茚及其同分异构体含量检测图。
具体实施方式
为了使本发明所述的内容更加便于理解，下面结合具体实施方式对本发明所述的技术方案做进一步的说明，但是本发明不仅限于此。
实施例1
一种异三聚茚及其同分异构体的拆分方法：将常规反应制得的异三聚茚与正三聚茚等比例取1mg混合，稀释液稀释至0.1mg/mL，经超声波振荡仪振荡使其充分溶解。以苯基乙基键合硅胶担体为固定相，以水和乙腈混合溶液为流动相，用高效液相色谱系统拆分异三聚茚异构体正三聚茚:所述的稀释液选自乙腈、甲醇、乙醇中一种或者几种组成的混合物。所述的色谱柱为 Agilent Eclipse PAH柱。所述的流动相流速为0.5mL/min，色谱柱温度为25℃，检测波长为273nm。所述的进样量为5μL。所述流动相中，按体积比计算，乙腈：水为17:3。
实施例2
一种异三聚茚及其同分异构体的拆分方法：将常规反应制得的异三聚茚与正三聚茚等比例取1mg混合，稀释液稀释至0.5 mg/mL，经超声波振荡仪振荡使其充分溶解。以苯基乙基键合硅胶担体 为固定相，以水和乙腈混合溶液为流动相，用高效液相色谱系统拆分异三聚茚异构体正三聚茚:所述的稀释液选自乙腈、甲醇、乙醇中一种或者几种组成的混合物。所述的色谱柱为 Agilent Eclipse PAH柱。所述的流动相流速为1.0mL/min，色谱柱温度为30℃，检测波长为273nm。所述的进样量为10μL。所述流动相中，按体积比计算，乙腈：水为17:3。
实施例3
一种异三聚茚及其同分异构体的拆分方法：将常规反应制得的异三聚茚与正三聚茚等比例取1mg混合，稀释液稀释至1.0 mg/mL，经超声波振荡仪振荡使其充分溶解。以五氟苯基键合硅胶担体 为固定相，以水和乙腈混合溶液为流动相，用高效液相色谱系统拆分异三聚茚异构体正三聚茚:所述的稀释液选自乙腈、甲醇、乙醇中一种或者几种组成的混合物。所述的色谱柱为 Agilent Eclipse PAH柱。所述的流动相流速为1.5mL/min，色谱柱温度为40℃，检测波长为273nm。所述的进样量为20μL。所述流动相中，按体积比计算，乙腈：水为19：1。
以上所述仅为本发明的较佳实施例，凡依本发明申请专利范围所做的均等变化与修饰，皆应属本发明的涵盖范围。
Claims (5)
1.一种异三聚茚及其同分异构体的拆分方法，其特征在于：利用高效液相色谱拆分异三聚茚及其同分异构体，包括以下步骤：
将异三聚茚与正三聚茚等比例称取并混合，加入溶剂，超声使其充分溶解；
以乙腈和水为流动相，等梯度洗脱。
2.根据权利要求1所述的方法，其特征在于：异三聚茚与正三聚茚各取1mg。
3.根据权利要求1所述的方法，其特征在于：所述的溶剂为乙腈、甲醇、乙醇中的一种或几种的混合物。
4.根据权利要求1所述的方法，其特征在于：色谱柱为苯基键合硅胶担体柱，150 mm×4.6 mm，1.8 μm。
5.根据权利要求1所述的方法，其特征在于：流动相中乙腈与水的体积比为85-95:5-15；高效液相色谱仪运行时间 15 min；进样量5-20μL；柱温25~40 ℃；流速0.5-1.5mL/min，检测波长270~300nm。
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| CN105906467A (zh) * | 2016-04-27 | 2016-08-31 | 厦门大学 | 一种有机光电材料异三聚茚的合成方法 |
| CN105929084A (zh) * | 2016-07-18 | 2016-09-07 | 江苏德源药业股份有限公司 | 高效液相色谱拆分苯甲酸阿格列汀及其对映异构体的方法 |
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| CN105906467A (zh) * | 2016-04-27 | 2016-08-31 | 厦门大学 | 一种有机光电材料异三聚茚的合成方法 |
| CN105929084A (zh) * | 2016-07-18 | 2016-09-07 | 江苏德源药业股份有限公司 | 高效液相色谱拆分苯甲酸阿格列汀及其对映异构体的方法 |
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| 周莹等: "《有机化学实验》", vol. 1, 湖南大学出版社, pages: 87 - 88 * |
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