State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Qianjin Street, Changchun, 130012, P. R. China.
Adv Mater. 2018 May;30(21):e1800814. doi: 10.1002/adma.201800814. Epub 2018 Apr 6.
Organic crystals are generally brittle and tend to crack under applied stress. Doped organic crystals are even more brittle because of lattice defects. Herein, the first doped organic crystals 1d@2d, which display elastic bending ability under applied stress, are reported. Moreover, the potential applications of elastic-doped crystals 1d@2d in flexible optoelectronics are impressively demonstrated. The elastic crystals 1d@2d with high quality and large size are crystalized by a simple and unique "self-doping" process, which is a regular solution evaporation of crude product 1d (2,5-dihydro-3,6-bis(octylamino)terephthalate) containing a minute amount of 2d (3,6-bis(octylamino)terephthalate) as the oxidized byproduct. The host 1d is easily crystallized to form elastic crystals but is nonfluorescent, while the guest 2d has poor crystallinity and is highly emissive. The doping approach integrates the advantages of both 1d and 2d, and thus endows doped crystals 1d@2d with good elasticity as well as intense orange fluorescence. Taking these advantages, the application potentials of these doped crystals 1d@2d are evaluated by measuring optical waveguide and amplified spontaneous emission in both the straight and bent states.
有机晶体通常很脆,在施加应力时容易破裂。掺杂有机晶体由于晶格缺陷而更加脆弱。本文报道了首例在施加应力下表现出弹性弯曲能力的掺杂有机晶体 1d@2d。此外,还展示了弹性掺杂晶体 1d@2d 在柔性光电子学中的潜在应用。弹性晶体 1d@2d 是通过一种简单而独特的“自掺杂”过程结晶而成的,该过程是粗产物 1d(2,5-二氢-3,6-双(辛基氨基)对苯二甲酸酯)的规则溶液蒸发,其中含有微量的 2d(3,6-双(辛基氨基)对苯二甲酸酯)作为氧化副产物。主体 1d 很容易结晶形成弹性晶体,但没有荧光,而客体 2d 结晶度差,发射性强。掺杂方法集成了 1d 和 2d 的优点,从而赋予掺杂晶体 1d@2d 良好的弹性和强烈的橙色荧光。利用这些优点,通过测量直态和弯曲态下的光波导和放大自发发射,评估了这些掺杂晶体 1d@2d 的应用潜力。