CN108358970A - 一种红光发射离子型铱配合物的结构及制备方法 - Google Patents
一种红光发射离子型铱配合物的结构及制备方法 Download PDFInfo
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- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
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- PNGLEYLFMHGIQO-UHFFFAOYSA-M sodium;3-(n-ethyl-3-methoxyanilino)-2-hydroxypropane-1-sulfonate;dihydrate Chemical compound O.O.[Na+].[O-]S(=O)(=O)CC(O)CN(CC)C1=CC=CC(OC)=C1 PNGLEYLFMHGIQO-UHFFFAOYSA-M 0.000 claims 1
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- -1 Fig. 1) Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910021638 Iridium(III) chloride Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
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- DANYXEHCMQHDNX-UHFFFAOYSA-K trichloroiridium Chemical compound Cl[Ir](Cl)Cl DANYXEHCMQHDNX-UHFFFAOYSA-K 0.000 description 2
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Abstract
本发明公开了一种新型离子型铱配合物的结构及制备方法，其特征是以2‑(3,5‑二甲苯基)喹啉(dmpq)为主配体，4,4'‑二溴‑2,2'‑联吡啶(Br2bpy)为N^N配体；在温和的反应条件、简单的操作步骤下得到结构如下所示的新型离子型铱配合物。其最大发射波长642nm，为红光发射的离子型铱配合物。并报道了这种离子型铱配合物的制备方法，产率达到82.7％，
Description
技术领域
本发明涉及发光电化学池(LECs)用电致磷光材料合成技术领域，具体是红光发射离子型铱配合物及制备方法。
背景技术
固体发光电化学池(Solid-state Light-emitting Electrochemical Eells,LECs)是反应物在电极表面经过高能的电子转移反应产生激发态物质从而发光。与OLEDs相比，LECs具有高效率和低成本的优势，在传感器领域具有潜在的应用前景。
阳离子铱配合物自从2004年Slinker等(J.AM.CHEM.SOC.2004,126:2763-2767)首次报道了阳离子铱配合物的LECs器件。阳离子铱配合物具有发光效率高，可以实现从蓝光到红光的发射。由于LECs结构简单，一层发光层夹在两个电极中间，通电发光。制备方法也简单，颜色可调，启动电压低，使得基于阳离子铱配合物的LECs成为具有应用前景的光学器件。高效的LECs器件制备需要高效的阳离子铱配合物。研究发现阳离子铱配合物在LECs，细胞成像，化学传感，光催化等领域都具有潜在的应用价值。
鉴于此，本发明提供了一种以2-(3,5-二甲苯基)喹啉(dmpq)为主配体，4,4'-二溴-2,2'-联吡啶(Br2bpy)为N^N配体的红光发射离子型铱配合物及其合成方法，为LECs提供一种发光体的选择。
发明内容
本发明的目的是提供一种红光发射的离子型铱配合物及制备方法。
本发明提供的技术方案如下：
一方面，提供一种红光发射的离子型铱配合物，所述铱配合物的结构式如下结构所示。
本发明提供了一种离子型铱配合物的制备方法，所述制备方法包括以下具体步骤：
步骤一：氯桥二聚体的合成
氩气保护下，将2-(3,5-二甲苯基)喹啉(dmpq)溶于乙二醇单乙醚和去离子水的混合液中(3:1,v/v)，加入水合三氯化铱加热回流反应得到氯桥二聚体。合成路线如下所示：
步骤二：[Ir(dmpq)2(Br2bpy)]+PF6 -的合成
氩气保护下，将上述氯桥二聚体溶于二氯甲烷和甲醇(1:1,v/v)的混合溶液中，加入N^N配体4,4'-二溴-2,2'-联吡啶，加热回流反应，冷至室温，继续加入六氟磷酸钾得所述离子铱配合物。合成路线如下所示：
本发明采用元素分析、核磁共振(1H NMR和13C NMR)、质谱、红外光谱证实了离子型铱配合物的结构，并获得了一种全新的红光发射的铱配合物及其制备方法，为LECs提供一种发光体的选择。
附图说明
图1表示[Ir(dmpq)2(Br2bpy)]+PF6 -的氢谱；
图2表示[Ir(dmpq)2(Br2bpy)]+PF6 -的碳谱；
图3表示[Ir(dmpq)2(Br2bpy)]+PF6 -的质谱；
图4表示[Ir(dmpq)2(Br2bpy)]+PF6 -的红外光谱；
图5表示配合物[Ir(dmpq)2(Br2bpy)]+PF6 -的光致发光光谱。
具体实施方式
(1)氯桥二聚体(dmpq)2Ir2Cl2(dmpq)2的合成：
将2-(3,5-二甲苯基)喹啉(dmpq)(9g,38.6mmol)和水合三氯化铱(4.50g,12.76mmol)置于250mL圆底烧瓶中，再加入60mL乙二醇单乙醚和20mL去离子水作为溶剂，氩气保护下，回流反应24h。冷却至室温，过滤，滤饼分别用乙醇、石油醚、乙醇洗涤，固体真空干燥，得到的粗产品8g，直接用于下一步反应，产率90.7％。
(2)配合物[Ir(dmpq)2(Br2bpy)]+PF6 -的合成
将(dmpq)2Ir2Cl2(dmpq)2二聚体(2.43g,1.76mmol)和4,4'-二溴-2,2'-联吡啶(Br2bpy)(1.25g,3.98mmol)置于反应瓶中，再加入100mL CH2Cl2和CH3OH(1:1,v/v)的混合溶液，氩气保护下，加热回流反应3h后，降至室温。然后在反应混合液中继续加入过量的KPF6(0.97g,5.28mmol)，搅拌1h后，除去溶剂，得到的固体溶于二氯甲烷，过滤除去不溶物。蒸出滤液中的溶剂，所得固体用二氯甲烷与甲醇混合溶液重结晶，得到橙红色固体产物1.62g，产率82.7％。
结构解析：
(1)元素分析，理论值(％)：C 47.36，N 5.02，H 3.07；实测值(％)：C 47.35N5.03，H 3.05。实测值和理论值相吻合。
(2)氢谱(1H NMR，500MHz，DMSO，图1)，化学位移(ppm)：2.39(s,12H),5.74(m,2H),6.70–7.11(m,4H),7.31–7.35(m,2H),7.78–7.80(m,4H),8.03–8.04(m,4H),8.23–8.36(m,2H),8.40–8.49(m,2H).
(3)碳谱(13C NMR，500MHz，DMSO，图2)，化学位移(ppm)：20.64,22.36,54.94,118.54,123.75,124.00,125.92,126.57,126.65,127.19,127.78,128.92,130.15,131.60,132.36,133.46,136.19,139.43,143.66,145.94,147.20,147.42,148.57,150.83,154.53,169.23。
(4)质谱(ESI-MS，图3)：m/z 971[M-PF6]+，与[Ir(dmpq)2(Br2bpy)]+的分子量相吻合。
(5)红外光谱(KBr,cm-1，图4):843(Ar-p),2923(C-H),1514,1539,1590(Ar),1271(C-N),1149(C-C).
元素分析、核磁氢谱、核磁碳谱、质谱和红外光谱等的结果表明，样品与[Ir(dmpq)2(Br2bpy)]+PF6 -目标配合物相吻合。
配合物[Ir(dmpq)2(Br2bpy)]+PF6 -的光致发光光谱(图5)如图所示，从图5中可以看到配合物的发射波长从500nm到800nm，其最大发射波长为642nm，为红色铱配合物。
Claims (2)
1.一种离子型铱配合物，其特征在于：其结构式如下，以2-(3,5-二甲苯基)喹啉为环金属配体，4,4'-二溴-2,2'-联吡啶为N^N配体，六氟磷酸为阴离子，
2.权利要求1中所述的离子型铱配合物的合成方法，其特征在于：在氩气气氛下，以水合三氯化铱为原料，2-(3,5-二甲苯基)喹啉为主配体，乙二醇单乙醚和水(3:1,v/v)为溶剂，回流反应24h，冷却至室温，过滤，干燥后得到氯桥二聚体；并以此和N^N配体4,4'-二溴-2,2'-联吡啶在二氯甲烷和甲醇(1:1,v/v)的混合溶液中加热回流反应3h，降至室温，加入过量的六氟磷酸钾，继续搅拌1h后，过滤除去不溶物，所得固体用二氯甲烷和甲醇的混合溶液重结晶，得到相应的离子型铱配合物。
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| CN115073530B (zh) * | 2022-06-07 | 2024-03-15 | 昆明贵金属研究所 | 一种离子型铱配合物磷光材料的制备方法 |
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