河北师范大学孙贺略团队近日实现了具有强准分子圆偏振发光芘二聚体的一步合成。该研究于2025年7月1日发表在《中国化学》杂志上。

从简单的有机分子中开发圆极化发光材料对推进其实际应用具有重要意义，但仍受到低不对称因子（g_lum）和复杂的合成工艺等挑战的阻碍。

研究组报告了一个简单的一步[2+2]缩合策略，以77%的产率获得具有1,6-取代芘和反式-1,2-二氨基环己烷单元的希夫碱芘二聚体。利用约束D₂对称结构中芘环的面对π-π叠加，成功实现了强准分子CPL，其|g_lum|值为0.021，CPL亮度B_CPL值为154.5 M^-1·cm^-1。优化后的激发态结构表明，高|g_lum|值是由电偶极跃迁矩和磁偶极跃迁矩平行排列引起的。重要的是，刚性的芘二聚体结构确保了稳健CPL在不同条件下的性能不变，包括温度、浓度、溶剂以及聚合物薄膜的变化。

附：英文原文

Title: One-Step Synthesis of a Pyrene Dimer with Intense Excimer Circularly Polarized Luminescence†

Author: Qing-Yu Meng, Xiao-Fang Hou, Jia-Qi Zhao, Jun-Qing Luo, Wen-Kai Chen, Zhimin Sun, Jiao-Mei Cheng, Xu-Man Chen, He-Lue Sun

Issue&Volume: 2025-07-01

Abstract: The development of circularly polarized luminescence (CPL) materials from simple organic molecules is of critical importance for advancing their practical applications, yet it remains hindered by challenges such as low dissymmetry factors (glum) and complex synthetic process. Herein, we report a facile one-step [2+2] condensation strategy to access a Schiff-base pyrene dimer featuring 1,6-substituted pyrenes and trans-1,2-diaminocyclohexane units in 77% yield. Taking advantages of face-to-face π-π stacking of pyrene rings in the constrained D2 symmetric structure, intense excimer CPL was successfully realized with a |glum| value of 0.021 and a CPL brightness, BCPL, value of 154.5 M-1·cm-1. The optimized excited state structures reveal that the high |glum| value arises from the parallel arrangement of electric and magnetic dipole transition moments. Importantly, the rigid pyrene dimer architecture ensures robust CPL performance invariant under diverse conditions, including changes in temperature, concentration, and solvents, as well as in polymer films.

DOI: 10.1002/cjoc.70156

Source: https://onlinelibrary.wiley.com/doi/10.1002/cjoc.70156