吡啶基二齿羧酸为配体的配位聚合物的构筑及性质研究
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摘要
近年来，一种新类型材料-金属有机骨架化合物（MOFs），或者称为多孔配位聚合物(PCPs)，因为其新颖的拓扑结构，以及作为功能材料在气体吸附和分离、催化、药物传输、分子磁性、光学性质等方面的应用，引起了科研人员的广泛关注。金属有机骨架化合物的结构是由金属离子（或金属氧簇）与有机配体连接而构成。在构建骨架结构的过程中，使用不同的有机配体是得到不同结构类型的常用方法。另外也可以通过调节溶剂体系，使用不同的金属盐等方式，得到不同的金属簇，形成不同的无机结构基元，由此构建各种不同的结构。在合成晶体的过程中，为了得到新颖的结构，常利用不同的合成策略，模板法和柱-层支撑是常见的两种方法。柱-柱柱层支撑和配体-配体柱层支撑是两种广泛利用的支撑类型。2011年，Eddaoudi小组利用一系列含有间苯二羧酸和含氮基团两部分官能团的有机配体，合成了桨轮状双核簇无机结构基元的三维结构，并提出了配体-柱的柱层支撑策略。相较于第一主族的过渡金属离子，镧系金属离子由于本身具有的4f电子，因而具有较大的配位环境和更加灵活的配位方式。这些特点使得预测镧系金属配位聚合物（Ln-MOFs）的结构变得更加困难。由于镧系金属离子灵活的配位环境和高的配位数，以f区的金属离子为金属中心时，可以得到多样的结构，并能构造出一些新的和不常见的拓扑结构类型。众所周知，Ln-MOFs具有独特的荧光性质和磁学性质，镧系化合物发射出的强烈荧光有可能使其在传感器，光学器件和光储存器等方面具有潜在的应用价值。由于镧系离子中宇称跃迁禁阻效应的影响，其荧光吸收系数较弱，镧系离子的荧光通常需要通过螯合合适的有机发色团作为天线来敏化。研究表明，镧系离子对提供孤对电子的氧原子有较高的亲和性，在敏化镧系离子的荧光发射时，苯甲酸及它的衍生物是很好的选择。因此，结构中含有间苯二羧酸的配体是较好的敏化天线。
本论文利用模板法和柱-层支撑（轴-轴柱层支撑和配体-轴柱层支撑）等方法，以5-吡啶基-4-间苯二羧酸（H_2pyip）作为有机配体，使用不同的金属源，在溶剂热的条件下，通过改变加入体系的有机胺、作为柱支撑的第二配体、溶剂及反应配比等条件，成功的合成了一系列金属有机配位聚合物。这些化合物具有不同的维数、不同的拓扑结构和不同的核数，并展现出不同的性质，主要研究内容如下：
（1）以Cd(NO_3)_2·4H_2O作为金属源，5-吡啶基-4-间苯二羧酸配体（H_2pyip）为有机配体，通过加入第二配体（哌嗪(doa)、1，4-二氧六环(pz)、吡嗪(pip)和4，4-联吡啶(bipy)），合理的设计和系统的合成了四种结构新颖的镉金属有机配位聚合物，分别命名为（[Cd(pyip)(DMF)](1)，[Cd(pyip)(doa)](2)，[Cd(pyip)(pz)](3)和[Cd(pyip)(bipy)(H_2O)0.5](4)）。化合物1是一个具有rtl拓扑结构的（3，6）-连接的三维骨架结构，而化合物2-4都是二重穿插结构，具有少见的（3，5）-连接的hms拓扑类型。在化合物2-4中，doa、pz和bipy作为桥联配体，使得这三个化合物中相邻的层的距离从7.34拓展到了11.36。本章讨论了第二配体的几何构型和长度对桥联配体与层之间的夹角的影响，以及对最终结构的空间群的影响。在不同的有机溶剂中，化合物1-4的结构都能保持完整，实验表明化合物2-4具有较高的热稳定性。同时，对化合物1-4的荧光性质进行了研究，结果表明，化合物1-4稳固的构型和高的热稳定性适合作为荧光材料。
（2）以H_2pyip为有机配体，在溶剂热体系下，成功的合成了一系列的二维镧系金属有机配位聚合物，分别命名为[Ln_2(pyip)_3(HCOO)]-·DMF·H3O+（Ln=Eu (5)，Tb (6)，Dy (7)，Gd (8)，Y (9)，Sm (10)）。该系列化合物具有相同的网络拓扑结构，由于金属中心的不同而展现出不同的荧光性质。在这些化合物的结构中，由体系中N，N-二甲基甲酰胺（DMF）分解产生的甲酸（HCOOH）以及H_2pyip配体可以简化成二连接的节点，双核Ln()可以看成是一个四连接的节点，构筑了一个单四连接节点的sql拓扑结构；这一系列同构的化合物，是由相同的H_2pyip配体，不同的镧系金属中心组装而成。由于镧系金属离子宇称跃迁禁阻效应的影响，其吸收系数较弱，它们的荧光通常需要通过连接合适的有机发色团作为天线来敏化。本章主要讨论了，在激发H_2pyip配体时，对这六个化合物的荧光性质的敏化效果。通过荧光性质的测定，化合物5和6显示出对应的镧系金属中心-铕和铽的特征吸收，发出明显的红光和绿光。化合物7的荧光吸收显示的是镝金属中心的特征吸收和H_2pyip配体的荧光吸收。在化合物8和9中，显示的H_2pyip配体的荧光吸收。
（3）在溶剂热体系下，以H_2pyip为有机配体，通过使用不同的金属盐，利用柱-支撑的合成策略，成功的合成了五个不同维数和不同核数的金属有机配位聚合物11-15，分别命名为[Mn2(pyip)2(H_2O)2]·6.5H_2O (11),[Zn2(pyip)2(HCOO)]·H3O·H_2O (12),[(Mn_3O)(pyip)_4(H_2O)](13),[Mn5(pyip)_4(HCOO)2(H_2O)2]·2H_2O (14)和[Ni2(pyip)2(DMF)](15)。通过单晶结构解析可知，化合物11是一个二维层状化合物，具有类蜂巢的骨架结构。化合物12是一个（3，6）-连接的jea拓扑类型的三维的柱-层结构。合成化合物11和12时，利用了前驱体法和柱-柱的柱层支撑法；化合物13是一个具有三核锰金属簇无机结构基元的的三维结构，具有（3，6）-连接的ant拓扑类型。在化合物14中，金属中心同时具有单核和直线型的三核锰簇两种不同的无机结构基元，将金属中心和有机配体简化后，得到一个（3，6）-连接的新颖拓扑结构。化合物15是一个具有二核镍簇的三维骨架化合物，与化合物13同属于ant拓扑结构。在化合物13-15中，含有双核，三核（三角形和直线形）的无机结构基元，采用了配体-柱的柱层支撑的合成策略。
In recent years, a new class of microporous material known as metal-organic frameworks(MOFs) or porous coordination polymers (PCPs) has attracted great attention not only theirintriguing structural topologies but also their potential applications as functional materials inthe area of gas adsorption, separation, catalysis, drug delivery, molecular magnetism,photo-luminescent and so on. MOFs are extended structures which constructed with metalatoms or metal (-oxide) clusters secondary building units (SBUs) and organic linkers.Although variety of the construction of MOFs can be synthesized by using different organicligands, kinds of metal (-oxide) clusters are highly influenced by several factors includingmetal-ligand ratio, pH, solvent of crystallization, temperature and the style of metal-salts. Bythese ways, different multinucleate clusters can be obtained to build various structures. Toobtain novel MOFs, much effort have been devoted to the design and modification of SBUsfavoring organic linkers. Template-assisted synthesis and pillar-layered synthesis are twoimportant methods to construct intriguing frameworks in particular solvent systems. In2003,Eddaoudi and co-workers got a series of three-dimensional structures with the paddle-wheelinorganic building unit, and presented a new strategy, henceforth referred to as ligand-to-axial(L-A) pillaring. It is expected that a multifunctional ligand simultaneously containingcarboxylate and nitrogen. Compared to the first-row transition metal ions, lanthanide ionshave larger coordination spheres and more flexible coordination geometries arising from4felectrons. These characteristics make that it is difficult to predict the final structure of thelanthanide complex. As the flexibility of the coordination environment and high coordinationnumbers of the lanthanide ions, the structures of the f-block metal ions are diversity andexhibit some new and unusual topology style. It is well known that lanthanide metal-organicframeworks (Ln-MOFs) possess unique luminescence and magnetic properties. Lanthanidecomplexes usually exhibit intense luminescence and are potentially applicable for sensors,lighting devices, and optical storage. Owing to the weak absorption coefficient of theparity-forbidden transitions, the luminescence of the lanthanide ions is usually sensitized by suitable organic antenna chromophores. Research indicates that lanthanide ions have highaffinity for oxygen donor atoms, and benzoic acid and its derivatives offer an excellent choiceto sensitize the lanthanide emission, so ligands containing isophthalate groups are excellentcandidates as linkers.
In this paper, by adjusting the metal-ligand ratio, pH, temperature, solvent ofcrystallization, the second coligand and the style of metal-salts, a series of MOFs have beensuccessfully systhesized by using the pillar-layered method and template-assisted methodunder solvothermal condition. Their structures and properties were characterized, and themain contents are as follows:
(1) Four three-dimensional (3D) Cd-based MOFs,[Cd(pyip)(dmf)](1),[Cd(pyip)(doa)](2),[Cd(pyip)(pz)](3) and [Cd(pyip)(bipy)(H_2O)0.5](4)(dmf=N,N’-dimethylformamide, doa=1,4-dioxane, pz=pyrazine, bipy=4,4'-bipyridine) have been rationally designed andsystematically synthesized by using5-(pyridine-4-yl)isophthalic acid (H_2pyip) andCd(NO_3)_2·4H_2O under solvothermal condition. Compound1possesses a mineral-like3,6-connected rtl network, and compounds2-4exhibit3,5-connected interpenetrating hmsnetwork constructed with2-fold layers and bridging coligands pillars (doa, pz and bipy),respectively. In compounds2-4, doa, pz and bipy act as pillars to extend the distance betweenthe two layers from7.34to11.36, and the different conformation and length of thecoligands have influenced the angles between the bridging ligands and the layers. Additionally,the four compounds exhibit strong luminescent emissions in the solid state at roomtemperature and the latter three compounds exhibit robust architectures as evidenced by theirpermanent porosity and high thermal stability.
(2) A series of lanthanide-based isomorphic Ln-MOFs, formulated as[Ln_2(pyip)_3(HCOO)(H_2O)2]·DMF·H3O (Ln=Eu (5), Tb (6), Dy (7), Gd (8), Y (9), Sm (10);have been systematically synthesized by the reaction of the corresponding trivalent lanthanidesalts and H_2pyip ligands, and the formate anion may be generated via either hydrolysis ordecarbonylation of the DMF molecular under solvothermal condition. Each Ln(III) ion iseight-coordinated and forms a binuclear pseudo-paddlewheel SBU. The SBUs areinterconnected into2D sheets by H_2pyip ligands and formate anions, then the structureexhibits a4-connected sql topological net. Compounds5-10both have a3D supramolecular framework extended by hydrogen bonding interactions between the adjacent layers.Furthermore, the results of the luminescent properties indicate that the same rigid linker havedifferent influence on the characteristic photoluminescence when the metal centers arechanged. Compounds5and6show the characteristic emission bands for corresponding Ln(III)ions, and emit sharp red light and green light. Compound7shows the characteristic emissionbond of Dy(III) ions and pyip2-ligand. Compounds8and9have a broad excitation bandwhich assigned to pyip2-ligand.
(3) Five compounds11-15with different SBUs and topologies have been synthesizedby the reaction of the corresponding metal salts and H_2pyip ligands under solvothermalcondition, named [Mn2(pyip)2(H_2O)2]·6.5H_2O (11),[Zn2(pyip)2(HCOO)]·H3O·H_2O (12),[(Mn_3O)(pyip)_4(H_2O)](13),[Mn5(pyip)_4(HCOO)2(H_2O)2]·2H_2O (14) and [Ni2(pyip)2(DMF)](15), respectively. Single crystal X-ray diffraction analyses indicate that the structure ofcompound11is a two-dimensional layer with hcb net. The structure of12is a pillar-layerednet. It contains the similar layers as shown in11, furthermore, the layer structure expandedinto3D structure by bridging formic acid linker. Compound12is a (3,4)-connected jeanetwork. The structure of13is3D with trinuclear SBUs, and can be regarded as a (3,6)-connected ant network. In the structure of14, the metal centers exhibit two differentcoordination modes, and compound14is a new (3,6)-connected network. The structure of15with dinuclear SBUs belongs to ant network. It is worth notice that the metal ions and theorganic ligands both have two types of connections in the compound14. Compounds13-15consisted of different types of inorganic SBUs (mononuclear, binuclear and trinuclear cluster)and employed ligand-axial pillar-layered approach.
本论文利用模板法和柱-层支撑（轴-轴柱层支撑和配体-轴柱层支撑）等方法，以5-吡啶基-4-间苯二羧酸（H_2pyip）作为有机配体，使用不同的金属源，在溶剂热的条件下，通过改变加入体系的有机胺、作为柱支撑的第二配体、溶剂及反应配比等条件，成功的合成了一系列金属有机配位聚合物。这些化合物具有不同的维数、不同的拓扑结构和不同的核数，并展现出不同的性质，主要研究内容如下：
（1）以Cd(NO_3)_2·4H_2O作为金属源，5-吡啶基-4-间苯二羧酸配体（H_2pyip）为有机配体，通过加入第二配体（哌嗪(doa)、1，4-二氧六环(pz)、吡嗪(pip)和4，4-联吡啶(bipy)），合理的设计和系统的合成了四种结构新颖的镉金属有机配位聚合物，分别命名为（[Cd(pyip)(DMF)](1)，[Cd(pyip)(doa)](2)，[Cd(pyip)(pz)](3)和[Cd(pyip)(bipy)(H_2O)0.5](4)）。化合物1是一个具有rtl拓扑结构的（3，6）-连接的三维骨架结构，而化合物2-4都是二重穿插结构，具有少见的（3，5）-连接的hms拓扑类型。在化合物2-4中，doa、pz和bipy作为桥联配体，使得这三个化合物中相邻的层的距离从7.34拓展到了11.36。本章讨论了第二配体的几何构型和长度对桥联配体与层之间的夹角的影响，以及对最终结构的空间群的影响。在不同的有机溶剂中，化合物1-4的结构都能保持完整，实验表明化合物2-4具有较高的热稳定性。同时，对化合物1-4的荧光性质进行了研究，结果表明，化合物1-4稳固的构型和高的热稳定性适合作为荧光材料。
（2）以H_2pyip为有机配体，在溶剂热体系下，成功的合成了一系列的二维镧系金属有机配位聚合物，分别命名为[Ln_2(pyip)_3(HCOO)]-·DMF·H3O+（Ln=Eu (5)，Tb (6)，Dy (7)，Gd (8)，Y (9)，Sm (10)）。该系列化合物具有相同的网络拓扑结构，由于金属中心的不同而展现出不同的荧光性质。在这些化合物的结构中，由体系中N，N-二甲基甲酰胺（DMF）分解产生的甲酸（HCOOH）以及H_2pyip配体可以简化成二连接的节点，双核Ln()可以看成是一个四连接的节点，构筑了一个单四连接节点的sql拓扑结构；这一系列同构的化合物，是由相同的H_2pyip配体，不同的镧系金属中心组装而成。由于镧系金属离子宇称跃迁禁阻效应的影响，其吸收系数较弱，它们的荧光通常需要通过连接合适的有机发色团作为天线来敏化。本章主要讨论了，在激发H_2pyip配体时，对这六个化合物的荧光性质的敏化效果。通过荧光性质的测定，化合物5和6显示出对应的镧系金属中心-铕和铽的特征吸收，发出明显的红光和绿光。化合物7的荧光吸收显示的是镝金属中心的特征吸收和H_2pyip配体的荧光吸收。在化合物8和9中，显示的H_2pyip配体的荧光吸收。
（3）在溶剂热体系下，以H_2pyip为有机配体，通过使用不同的金属盐，利用柱-支撑的合成策略，成功的合成了五个不同维数和不同核数的金属有机配位聚合物11-15，分别命名为[Mn2(pyip)2(H_2O)2]·6.5H_2O (11),[Zn2(pyip)2(HCOO)]·H3O·H_2O (12),[(Mn_3O)(pyip)_4(H_2O)](13),[Mn5(pyip)_4(HCOO)2(H_2O)2]·2H_2O (14)和[Ni2(pyip)2(DMF)](15)。通过单晶结构解析可知，化合物11是一个二维层状化合物，具有类蜂巢的骨架结构。化合物12是一个（3，6）-连接的jea拓扑类型的三维的柱-层结构。合成化合物11和12时，利用了前驱体法和柱-柱的柱层支撑法；化合物13是一个具有三核锰金属簇无机结构基元的的三维结构，具有（3，6）-连接的ant拓扑类型。在化合物14中，金属中心同时具有单核和直线型的三核锰簇两种不同的无机结构基元，将金属中心和有机配体简化后，得到一个（3，6）-连接的新颖拓扑结构。化合物15是一个具有二核镍簇的三维骨架化合物，与化合物13同属于ant拓扑结构。在化合物13-15中，含有双核，三核（三角形和直线形）的无机结构基元，采用了配体-柱的柱层支撑的合成策略。
In recent years, a new class of microporous material known as metal-organic frameworks(MOFs) or porous coordination polymers (PCPs) has attracted great attention not only theirintriguing structural topologies but also their potential applications as functional materials inthe area of gas adsorption, separation, catalysis, drug delivery, molecular magnetism,photo-luminescent and so on. MOFs are extended structures which constructed with metalatoms or metal (-oxide) clusters secondary building units (SBUs) and organic linkers.Although variety of the construction of MOFs can be synthesized by using different organicligands, kinds of metal (-oxide) clusters are highly influenced by several factors includingmetal-ligand ratio, pH, solvent of crystallization, temperature and the style of metal-salts. Bythese ways, different multinucleate clusters can be obtained to build various structures. Toobtain novel MOFs, much effort have been devoted to the design and modification of SBUsfavoring organic linkers. Template-assisted synthesis and pillar-layered synthesis are twoimportant methods to construct intriguing frameworks in particular solvent systems. In2003,Eddaoudi and co-workers got a series of three-dimensional structures with the paddle-wheelinorganic building unit, and presented a new strategy, henceforth referred to as ligand-to-axial(L-A) pillaring. It is expected that a multifunctional ligand simultaneously containingcarboxylate and nitrogen. Compared to the first-row transition metal ions, lanthanide ionshave larger coordination spheres and more flexible coordination geometries arising from4felectrons. These characteristics make that it is difficult to predict the final structure of thelanthanide complex. As the flexibility of the coordination environment and high coordinationnumbers of the lanthanide ions, the structures of the f-block metal ions are diversity andexhibit some new and unusual topology style. It is well known that lanthanide metal-organicframeworks (Ln-MOFs) possess unique luminescence and magnetic properties. Lanthanidecomplexes usually exhibit intense luminescence and are potentially applicable for sensors,lighting devices, and optical storage. Owing to the weak absorption coefficient of theparity-forbidden transitions, the luminescence of the lanthanide ions is usually sensitized by suitable organic antenna chromophores. Research indicates that lanthanide ions have highaffinity for oxygen donor atoms, and benzoic acid and its derivatives offer an excellent choiceto sensitize the lanthanide emission, so ligands containing isophthalate groups are excellentcandidates as linkers.
In this paper, by adjusting the metal-ligand ratio, pH, temperature, solvent ofcrystallization, the second coligand and the style of metal-salts, a series of MOFs have beensuccessfully systhesized by using the pillar-layered method and template-assisted methodunder solvothermal condition. Their structures and properties were characterized, and themain contents are as follows:
(1) Four three-dimensional (3D) Cd-based MOFs,[Cd(pyip)(dmf)](1),[Cd(pyip)(doa)](2),[Cd(pyip)(pz)](3) and [Cd(pyip)(bipy)(H_2O)0.5](4)(dmf=N,N’-dimethylformamide, doa=1,4-dioxane, pz=pyrazine, bipy=4,4'-bipyridine) have been rationally designed andsystematically synthesized by using5-(pyridine-4-yl)isophthalic acid (H_2pyip) andCd(NO_3)_2·4H_2O under solvothermal condition. Compound1possesses a mineral-like3,6-connected rtl network, and compounds2-4exhibit3,5-connected interpenetrating hmsnetwork constructed with2-fold layers and bridging coligands pillars (doa, pz and bipy),respectively. In compounds2-4, doa, pz and bipy act as pillars to extend the distance betweenthe two layers from7.34to11.36, and the different conformation and length of thecoligands have influenced the angles between the bridging ligands and the layers. Additionally,the four compounds exhibit strong luminescent emissions in the solid state at roomtemperature and the latter three compounds exhibit robust architectures as evidenced by theirpermanent porosity and high thermal stability.
(2) A series of lanthanide-based isomorphic Ln-MOFs, formulated as[Ln_2(pyip)_3(HCOO)(H_2O)2]·DMF·H3O (Ln=Eu (5), Tb (6), Dy (7), Gd (8), Y (9), Sm (10);have been systematically synthesized by the reaction of the corresponding trivalent lanthanidesalts and H_2pyip ligands, and the formate anion may be generated via either hydrolysis ordecarbonylation of the DMF molecular under solvothermal condition. Each Ln(III) ion iseight-coordinated and forms a binuclear pseudo-paddlewheel SBU. The SBUs areinterconnected into2D sheets by H_2pyip ligands and formate anions, then the structureexhibits a4-connected sql topological net. Compounds5-10both have a3D supramolecular framework extended by hydrogen bonding interactions between the adjacent layers.Furthermore, the results of the luminescent properties indicate that the same rigid linker havedifferent influence on the characteristic photoluminescence when the metal centers arechanged. Compounds5and6show the characteristic emission bands for corresponding Ln(III)ions, and emit sharp red light and green light. Compound7shows the characteristic emissionbond of Dy(III) ions and pyip2-ligand. Compounds8and9have a broad excitation bandwhich assigned to pyip2-ligand.
(3) Five compounds11-15with different SBUs and topologies have been synthesizedby the reaction of the corresponding metal salts and H_2pyip ligands under solvothermalcondition, named [Mn2(pyip)2(H_2O)2]·6.5H_2O (11),[Zn2(pyip)2(HCOO)]·H3O·H_2O (12),[(Mn_3O)(pyip)_4(H_2O)](13),[Mn5(pyip)_4(HCOO)2(H_2O)2]·2H_2O (14) and [Ni2(pyip)2(DMF)](15), respectively. Single crystal X-ray diffraction analyses indicate that the structure ofcompound11is a two-dimensional layer with hcb net. The structure of12is a pillar-layerednet. It contains the similar layers as shown in11, furthermore, the layer structure expandedinto3D structure by bridging formic acid linker. Compound12is a (3,4)-connected jeanetwork. The structure of13is3D with trinuclear SBUs, and can be regarded as a (3,6)-connected ant network. In the structure of14, the metal centers exhibit two differentcoordination modes, and compound14is a new (3,6)-connected network. The structure of15with dinuclear SBUs belongs to ant network. It is worth notice that the metal ions and theorganic ligands both have two types of connections in the compound14. Compounds13-15consisted of different types of inorganic SBUs (mononuclear, binuclear and trinuclear cluster)and employed ligand-axial pillar-layered approach.
引文
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