CN110330516A - 一种三元咪唑配体锌配合物及其制备方法 - Google Patents
一种三元咪唑配体锌配合物及其制备方法 Download PDFInfo
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 239000003446 ligand Substances 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000010668 complexation reaction Methods 0.000 title abstract description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 9
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical class CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 3
- 239000011701 zinc Substances 0.000 claims description 19
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000013078 crystal Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 8
- YWDUZLFWHVQCHY-UHFFFAOYSA-N 1,3,5-tribromobenzene Chemical compound BrC1=CC(Br)=CC(Br)=C1 YWDUZLFWHVQCHY-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000012046 mixed solvent Substances 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 239000011592 zinc chloride Substances 0.000 claims description 4
- 235000005074 zinc chloride Nutrition 0.000 claims description 4
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 3
- 238000010926 purge Methods 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000005086 pumping Methods 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 20
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract description 10
- 239000001569 carbon dioxide Substances 0.000 abstract description 10
- 238000000926 separation method Methods 0.000 abstract description 9
- 239000007789 gas Substances 0.000 abstract description 6
- 238000010521 absorption reaction Methods 0.000 abstract description 5
- 229920000642 polymer Polymers 0.000 abstract description 3
- 238000000746 purification Methods 0.000 abstract description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 239000012621 metal-organic framework Substances 0.000 description 6
- 125000002971 oxazolyl group Chemical group 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229940026110 carbon dioxide / nitrogen Drugs 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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Abstract
本发明公开一种三元咪唑配体锌配合物及其制备方法，属于聚合物自组装技术领域。其化学式为[Zn3(L)2Cl6]，其中L为1,3,5‑三（2‑甲基‑1H‑咪唑）苯配体。本发明制备工艺简单，成本低，温和条件，且三元咪唑配体锌配合物对二氧化碳具有良好的吸附性能，选择性好，能很好地实现二氧化碳与氮气的分离，在能源气体纯化领域有很好的应用前景。
Description
技术领域
本发明属于高分子化学、聚合物自组装及超分子材料技术领域，具体涉及一种三元咪唑配体锌配合物及其制备方法。
背景技术
唑基金属有机骨架材料是由金属离子和唑基配体连接而成的晶体结构，具有特殊的孔道结构，微孔发达，是一种理想的气体吸附分离材料。唑基金属有机骨架材料对于二氧化碳捕捉及分离表现出极大的潜力[Chemsuschem,2014,7,3202]，可用于高纯气体净化领域，主要吸附去除二氧化碳杂质气体。研究表明，通过使用不同的金属或者配体可以构筑各种新型晶体结构的唑基金属有机骨架材料，并根据其应用进行定向设计和合成，这使其在气体吸附分离方面具有极大的应用前景。
发明内容
基于现有唑基金属有机骨架材料在二氧化碳吸附分离方面性能不够理想，本发明的目的在于设计并合成具有新型晶体结构的唑基金属有机骨架材料。
为达到上述目的，本发明采用的技术方案为：
一种三元咪唑配体锌配合物，化学式为[Zn3(L1)2Cl6]，其中L为1,3,5-三(2-甲基-1H-咪唑)苯配体，其结构式如Ⅰ所示：
所述的三元咪唑配体锌配合物，晶体属于单斜晶系，P 21/c空间群，并以3-c连接网络形成hca型拓扑结构，晶胞参数为a＝16.949(12)，b＝17.183(12)，α＝90，β＝93.407(9)，γ＝90°，
所述三元咪唑配体锌配合物的制备方法包括如下步骤：
(1)制备L配体：将1,3,5-三溴苯、2-甲基咪唑、碳酸钾和硫酸铜混合并研磨均匀，装入聚四氟内衬反应器中，氮气吹扫1后放入烘箱加热反应；反应结束后，降至室温，用水洗涤抽滤后保留滤渣，经萃取，过滤，旋蒸得到配体L；
(2)将步骤(1)制备的L配体和氯化锌加入N,N-二甲基甲酰胺和水的混合溶剂中，然后滴加浓盐酸，搅拌至溶液澄清；
(3)将步骤(2)制备的澄清溶液移至玻璃瓶内，加盖，放置于烘箱中80℃-85℃反应，反应结束后，经过滤，洗涤，干燥，得到三元咪唑配体锌配合物。
步骤(1)和步骤(2)中所用水为去离子水。1,3,5-三溴苯、2-甲基咪唑、碳酸钾和硫酸铜摩尔比为40:240:160:1
步骤(2)中L配体和氯化锌的摩尔比为2:5。配体L的浓度为6～7mmol/L。步骤(2)中浓盐酸的滴加体积与混合溶剂体积比为1:400。
作为一种优选方案，步骤(1)中烘箱温度180℃，反应时间为24h；
作为一种优选方案，步骤(2)中N,N-二甲基甲酰胺和水体积比为3:1；
作为一种优选方案，步骤(2)中浓盐酸的浓度为12mol/L；
作为一种优选方案，步骤(3)中烘箱反应时间为24h。
本发明具有以下有益效果：
本发明通过三元咪唑配合成了一种新型的锌基二维堆叠晶体结构，合成方法简单，产率达80％以上，该配合物对二氧化碳具有良好的吸附性能，选择性好，能很好地实现二氧化碳与氮气和甲烷的分离，在能源气体纯化领域有很好的应用前景。
附图说明
图1为本发明配合物的配体连接图。
图2为本发明配体物的金属连接图。
图3为本发明配合物的二维层拓扑图。
图4为本发明配合物的粉末X射线衍射图，图中，1-本发明配合物的粉末X射线衍射图，2-模拟图。
图5为本发明配合物298K温度下的二氧化碳和氮气等温吸附曲线图。
图6为本发明配合物298K温度下模拟的二氧化碳/甲烷和二氧化碳/氮气分离系数。
具体实施方式
下面结合具体实施例对本发明作进一步的解释说明，但具体实施例并不对本发明作任何限定。除非特别说明，实施例中所涉及的试剂、方法均为本领域常用的试剂和方法。
实施例1
(1)配体L的制备
1,3,5-三溴苯(6.3g,20mmol)、2-甲基咪唑(9.85g,120mmol)、碳酸钾(11.05g,80mmol)研磨均匀，加入硫酸铜(125mg,0.5mmol)，继续研磨均匀。将上述固体装入聚四氟内衬反应器中，氮气吹扫10分钟后装入不锈钢反应釜，紧固，放入烘箱180℃反应24小时。反应结束后，降至室温，用水抽滤洗涤(3*100mL)，除去无机盐及未反应的2-甲基咪唑；将上述滤渣，二氯甲烷萃取(3*250mL二氯甲烷)，加硫酸镁(静置3-4小时)干燥除去萃取残留的水分，过滤，旋蒸除去二氯甲烷，得到产品，产率78％。
(2)三元咪唑配体锌配合物的制备
将步骤(1)制备的L配体(3.8mg，0.012mmol)和氯化锌(4mg，0.03mmol)，加入N,N-二甲基甲酰胺(1.5mL)和水(0.5mL)的混合溶剂中，滴加浓盐酸5μL(浓盐酸的浓度为12mol/L)，搅拌至溶液澄清；将澄清溶液移至10mL玻璃瓶内，加盖，放置于烘箱中80℃反应24小时，反应结束后，将浅黄色块状晶体过滤，N,N-二甲基甲酰胺洗涤，干燥，得到三元咪唑配体锌配合物，产率81％。
实施例2
(1)配体L的制备
同实施例1。
(2)三元咪唑配体锌配合物的制备
同实施例1，烘箱反应时间调整为16h，产率55％。
对比例1
(1)配体L的制备
同实施例1。
(2)三元咪唑配体锌配合物的制备
同实施例1，但未滴加浓盐酸，反应结束后无晶体析出。
对比例2
(1)配体L的制备
同实施例1。
(2)三元咪唑配体锌配合物的制备
同实施例1，但烘箱温度设定为65℃，反应结束后无晶体析出。
实施例1所得样品在298K下二氧化碳和氮气的等温吸附曲线见附图5，可知在298K和1bar条件下，其对二氧化碳和氮气吸附量分别为3.43mmol/g和0.09mmol/L，并根据理想吸附溶液理论计算了其IAST分离系数，相比于同类配体MOFs材料(锌/三氮唑/对苯二甲酸，见下表)，实施例1所得样品具有更好的吸附性能，且其二氧化碳/氮气分离性能也表现优异(附图6所示)。
*Inorg.Chem.2015,54,9862-9868(doi:10.1021/acs.inorgchem.5b01611)
Claims (3)
1. 一种三元咪唑配体锌配合物，其特征在于，其化学式为[Zn3(L)2Cl6]，其中L为1,3,5-三（2-甲基-1H-咪唑）苯配体（Ⅰ），（Ⅰ）结构式如所示：
（Ⅰ）
所述的三元咪唑配体锌配合物晶体属于单斜晶系，P 21/c空间群，并以3-c连接网络形成hca型拓扑结构，晶胞参数为a=16.949(12)，b=17.183(12)，c=18.588(13) Å，α=90，β=93.407(9)，γ=90°，V=5403.9 Å3。
2.制备如权利要求1所述的三元咪唑配体锌配合物的方法，其特征在于，包括如下步骤：
（1）制备L配体：将1,3,5-三溴苯、2-甲基咪唑、碳酸钾和硫酸铜混合并研磨均匀，装入聚四氟内衬反应器中，氮气吹扫后放入烘箱加热反应；反应结束后，降至室温，用水洗涤抽滤后保留滤渣，经萃取，过滤，旋蒸得到配体L；
（2）将步骤（1）制备的L配体和氯化锌加入N,N-二甲基甲酰胺和水的混合溶剂中，然后滴加浓盐酸，搅拌至溶液澄清；
（3）将步骤（2）制备的澄清溶液移至玻璃瓶内，加盖，放置于烘箱中80℃-85℃反应，反应结束后，经过滤，洗涤，干燥，得到三元咪唑配体锌配合物。
3.如权利要求2所述的三元咪唑配体锌配合物的制备方法，其特征在于，步骤（3）中烘箱反应时间为24h。
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