CN113429339A - 基于卤键构筑的有机超分子晶体发光材料及其制备方法 - Google Patents

基于卤键构筑的有机超分子晶体发光材料及其制备方法 Download PDF

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CN113429339A
CN113429339A CN202110558731.8A CN202110558731A CN113429339A CN 113429339 A CN113429339 A CN 113429339A CN 202110558731 A CN202110558731 A CN 202110558731A CN 113429339 A CN113429339 A CN 113429339A
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pyridyl
benzene
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李俊霞
茹慧芳
熊林园
薄文贝
付露露
杜仲祥
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Luoyang Normal University
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Abstract

本发明涉及基于卤键构筑的有机超分子晶体发光材料及其制备方法，属于晶体材料发光领域，本发明以3,5,6‑三氯吡啶‑2‑氧乙酸和1,4‑二(4‑吡啶基)苯为主要原料，以乙醇/水为溶剂，通过溶解、调节pH值、水热合成等方法，制备了一种卤键调控下的有机超分子晶体发光材料。单晶结构分析表明，该材料中3,5,6‑三氯吡啶‑2‑氧乙酸和1,4‑二(4‑吡啶基)苯两种有机分子的物质的量之比为2:1，加合后的分子通过Cl···Cl和Cl···O卤键构筑成三维网状结构。荧光光谱测试结果表明，该材料在404nm和423nm处，具有较强的发光性能，是理想的紫色发光材料。

Description

基于卤键构筑的有机超分子晶体发光材料及其制备方法
技术领域
本发明属于晶体发光材料技术领域，涉及一种有机超分子晶体发光材料。
背景技术
超分子材料是由多个不同分子通过非共价键弱相互作用组装而形成空间结构多变、理化性能优异、应用价值广泛的一类功能材料。超分子晶体材料作为超分子材料的重要组成部分，已成为新材料、新器件发展的重要手段。卤键是一种与氢键类似的非共价键作用, 由于其特有的可调性、疏水性、大原子尺寸及方向性等优点，对超分子材料的构筑和理化性能的调控具有不可替代的作用，并为新型超分子功能材料的研究和开发提供了广泛地应用前景。
目前，超分子晶体材料的研究主要集中在金属有机框架化合物(MOFs)的制备、结构和性能上，对由卤键构筑的有机超分子材料的研究及应用较少。因此，设计、开发一种原料来源简单易得、制备工艺简便易行、能耗低、污染小、发光性能良好的新型有机超分子晶体发光材料具有十分重要的研究意义和应用价值。
发明内容
针对上述问题，本发明的目的一在于提供一种基于卤键构筑的有机超分子晶体发光材料，目的二在于提供所述有机超分子晶体发光材料的制备方法。以3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯为主要原料，以乙醇/水为溶剂，通过溶解、调节pH值、水热合成等方法，制备一种卤键调控下的有机超分子晶体发光材料。所述有机超分子晶体发光材料为三维网状结构，该材料在404nm和423nm处，具有较强的发光性能，是理想的紫色发光材料。
为了实现上述目的，本发明采用的具体方案为：
一种基于卤键构筑的有机超分子晶体发光材料，所述有机超分子晶体发光材料为[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]，其中含有3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯两种有机分子，两种所述有机分子的物质的量之比为2:1；所述有机超分子晶体发光材料由若干个加合物通过Cl···Cl和Cl···O卤键构筑成三维网状结构，所述加合物的分子结构为：
Figure DEST_PATH_IMAGE001
。
本发明还请求保护基于卤键构筑的有机超分子晶体发光材料的制备方法，包括以下步骤：
步骤一、按照质量份数分别称取以下原料：3,5,6-三氯吡啶-2-氧乙酸35~70份和1,4-二(4-吡啶基)苯30~60份，备用；称取一定量的碱，将其溶于乙醇/水混合溶剂中，配制成碱液，备用；
步骤二、将步骤一称取的3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯，加入到乙醇/水混合溶剂中，搅拌，使其完全溶解，得混合液；
步骤三、将步骤一配制的碱液，逐滴滴加到步骤二所得的混合液反应物体系中，使反应物体系的pH=5~6；
步骤四、将步骤三所得反应体系，倒入玻璃瓶中，再将玻璃瓶置于聚四氟乙烯封闭套中；
步骤五、将盛有反应体系的聚四氟乙烯封闭套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为80~120℃，使其反应8~10h，冷却静置，得无色针状晶体，即为紫色有机超分子发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
作为对上述方案的进一步优化，步骤一所述的碱为氨水、氢氧化钠、氢氧化钾、碳酸钠或碳酸钾。更进一步地，步骤一所述碱液的浓度的为0.5 mol L–1。
作为对上述方案的进一步优化，步骤一或步骤二中所述乙醇/水混合溶剂中乙醇和水的体积比为0.25:1~0.5:1。
有益效果：本发明所述的有机超分子晶体发光材料，是基于卤键构筑的[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]三维有机超分子晶体发光材料，其原料简单易得、生产成本低廉、工艺条件易控、环境友好且空间结构新颖，在404nm和423nm处，具有较强的发光性能，是理想的紫色发光材料。
附图说明
图1是 [3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]的分子结构图；
图2是由Cl···Cl和Cl···O卤键构筑的[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]有机超分子材料的三维网状结构图；
图3是1,4-二(4-吡啶基)苯的荧光光谱图；
图4是[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]的荧光光谱图。
具体实施方式
下面将结合本发明实施例，对本发明实施例中的技术方案进行清楚、完整地描述。
实施例1
一种基于卤键构筑的有机超分子[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]晶体发光材料，其制备方法包括以下步骤：
步骤一、分别称取3,5,6-三氯吡啶-2-氧乙酸25.65mg和1,4-二(4-吡啶基)苯23.23mg放入盛有乙醇/水混合溶剂的50mL玻璃反应器中，搅拌，使其完全溶解，得混合液；其中，乙醇/水混合溶剂中乙醇和水的体积比为0.25:1；
步骤二、用氨水配制浓度为0.5 mol L–1的碱液；其中，溶剂为乙醇/水混合溶剂，所述乙醇/水混合溶剂中乙醇和水的体积比为0.25:1；
步骤三、将步骤二配制的碱液，逐滴滴加到步骤一所得反应物体系中，使反应物体系的pH=6；
步骤四、将步骤三所得反应体系，倒入15mL玻璃瓶，加蒸馏水至刻度，摇匀，并将玻璃瓶至于聚四氟乙烯套中；
步骤五、将盛有反应体系的聚四氟乙烯套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为80℃，使其反应10h，冷却静置，得无色针状晶体。
步骤六、将所得晶体进行结构表征和发光性能测试分析，晶体结构如图1、图2，发光性能如图4，得有机超分子紫色发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
实施例2
一种基于卤键构筑的有机超分子[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]晶体发光材料及其制备方法，包括以下步骤：
步骤一、分别称取3,5,6-三氯吡啶-2-氧乙酸51.30mg和1,4-二(4-吡啶基)苯23.23mg放入盛有乙醇/水混合溶剂的50mL玻璃反应器中，搅拌，使其完全溶解，得混合液；其中，乙醇/水混合溶剂中乙醇和水的体积比为0.35:1；
步骤二、用氢氧化钠配制浓度为0.5 mol L–1的碱液；其中，溶剂为乙醇/水混合溶剂，所述乙醇/水混合溶剂中乙醇和水的体积比为0.35:1；
步骤三、将步骤二配制的碱液，逐滴滴加到步骤一所得反应物体系中，使反应物体系的pH=6；
步骤四、将步骤三所得反应体系，倒入15mL玻璃瓶，加蒸馏水至刻度，摇匀，并将玻璃瓶至于聚四氟乙烯套中；
步骤五、将盛有反应体系的聚四氟乙烯套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为90℃，使其反应9h，冷却静置，得无色针状晶体。
步骤六、将所得晶体进行结构表征和发光性能测试分析，晶体结构如图1、图2，发光性能如图4，得有机超分子紫色发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
实施例3
一种基于卤键构筑的有机超分子[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]晶体发光材料及其制备方法，包括以下步骤：
步骤一、分别称取3,5,6-三氯吡啶-2-氧乙酸76.95mg和1,4-二(4-吡啶基)苯46.46mg放入盛有乙醇/水混合溶剂的50mL玻璃反应器中，搅拌，使其完全溶解，得混合液；其中，乙醇/水混合溶剂中乙醇和水的体积比为0.5:1；
步骤二、用氢氧化钠配制浓度为0.5 mol L–1的碱液；其中，溶剂为乙醇/水混合溶剂，所述乙醇/水混合溶剂中乙醇和水的体积比为0.5:1；
步骤三、将步骤二配制的碱液，逐滴滴加到步骤一所得反应物体系中，使反应物体系的pH=5；
步骤四、将步骤三所得反应体系，倒入15mL玻璃瓶，加蒸馏水至刻度，摇匀，并将玻璃瓶至于聚四氟乙烯套中；
步骤五、将盛有反应体系的聚四氟乙烯套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为100℃，使其反应8h，冷却静置，得无色针状晶体。
步骤六、将所得晶体进行结构表征和发光性能测试分析，晶体结构如图1、图2，发光性能如图4，得有机超分子紫色发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
实施例4
一种基于卤键构筑的有机超分子[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]晶体发光材料及其制备方法，包括以下步骤：
步骤一、分别称取3,5,6-三氯吡啶-2-氧乙酸46.67mg和1,4-二(4-吡啶基)苯46.46mg放入盛有乙醇/水混合溶剂的50mL玻璃反应器中，搅拌，使其完全溶解，得混合液；其中，乙醇/水混合溶剂中乙醇和水的体积比为0.45:1；
步骤二、用氢氧化钠配制浓度为0.5 mol L–1的碱液；其中，溶剂为乙醇/水混合溶剂，所述乙醇/水混合溶剂中乙醇和水的体积比为0.45:1；
步骤三、将步骤二配制的碱液，逐滴滴加到步骤一所得反应物体系中，使反应物体系的pH=5；
步骤四、将步骤三所得反应体系，倒入15mL玻璃瓶，加蒸馏水至刻度，摇匀，并将玻璃瓶至于聚四氟乙烯套中；
步骤五、将盛有反应体系的聚四氟乙烯套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为120℃，使其反应10h，冷却静置，得无色针状晶体。
步骤六、将所得晶体进行结构表征和发光性能测试分析，晶体结构如图1、图2，发光性能如图4，得有机超分子紫色发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
本发明有机超分子[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]晶体发光材料是以3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯为主要原料，以乙醇/水为溶剂，通过溶解、调节pH值、水热合成等方法，制备的一种卤键调控下的有机超分子晶体发光材料。单晶结构分析表明，该材料中3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯两种有机分子的物质的量之比为2:1（附图1），加合后的分子通过Cl···Cl和Cl···O卤键构筑成三维网状结构（附图2）。如附图3和4所示，荧光光谱测试结果表明，该材料在404nm和423nm处，具有较强的发光性能，与1,4-二(4-吡啶基)苯相比分别红移17nm和19nm，是理想的紫色发光材料。
需要说明的是，以上所述的实施方案应理解为说明性的，而非限制本发明的保护范围，本发明的保护范围以权利要求书为准。对于本领域技术人员而言，在不背离本发明实质和范围的前提下，对本发明作出的一些非本质的改进和调整仍属于本发明的保护范围。

Claims (5)

1.一种基于卤键构筑的有机超分子晶体发光材料，其特征在于：所述有机超分子晶体发光材料为[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]，其中含有3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯两种有机分子，两种所述有机分子的物质的量之比为2:1；所述有机超分子晶体发光材料由若干个加合物通过Cl···Cl和Cl···O卤键构筑成三维网状结构，所述加合物的分子结构为：
Figure 271053DEST_PATH_IMAGE001
。
2.根据权利要求1所述的基于卤键构筑的有机超分子晶体发光材料的制备方法，其特征在于：包括以下步骤：
步骤一、按照质量份数分别称取以下原料：3,5,6-三氯吡啶-2-氧乙酸35~70份和1,4-二(4-吡啶基)苯30~60份，备用；称取一定量的碱，将其溶于乙醇/水混合溶剂中，配制成碱液，备用；
步骤二、将步骤一称取的3,5,6-三氯吡啶-2-氧乙酸和1,4-二(4-吡啶基)苯，加入到乙醇/水混合溶剂中，搅拌，使其完全溶解，得混合液；
步骤三、将步骤一配制的碱液，逐滴滴加到步骤二所得的混合液反应物体系中，使反应物体系的pH=5~6；
步骤四、将步骤三所得反应体系，倒入玻璃瓶中，再将玻璃瓶置于聚四氟乙烯封闭套中；
步骤五、将盛有反应体系的聚四氟乙烯封闭套放入高压反应釜，置于控温烘箱中，开启烘箱，设置温度为80~120℃，使其反应8~10h，冷却静置，得无色针状晶体，即为有机超分子紫色光发光材料[3,5,6-三氯吡啶-2-氧乙酸·1,4-二(4-吡啶基)苯]。
3.根据权利要求2所述的制备方法，其特征在于：步骤一所述的碱为氨水、氢氧化钠、氢氧化钾、碳酸钠或碳酸钾。
4.根据权利要求3所述的制备方法，其特征在于：步骤一所述碱液的浓度的为0.5 mol/L。
5.根据权利要求2所述的制备方法，其特征在于：步骤一或步骤二中所述乙醇/水混合溶剂中乙醇和水的体积比为0.25:1~0.5:1。
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