CN105820179A - 一种3-(羧甲氧基)-2萘甲酸铜配合物及其制备方法 - Google Patents
一种3-(羧甲氧基)-2萘甲酸铜配合物及其制备方法 Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- QTDDFQYKFUWJBT-UHFFFAOYSA-N [Cu].C(=O)(O)COC=1C(=CC2=CC=CC=C2C1)C(=O)O Chemical compound [Cu].C(=O)(O)COC=1C(=CC2=CC=CC=C2C1)C(=O)O QTDDFQYKFUWJBT-UHFFFAOYSA-N 0.000 title description 2
- 238000010668 complexation reaction Methods 0.000 title description 2
- 150000004699 copper complex Chemical class 0.000 claims abstract description 21
- RTQQJRWQRMTKOZ-UHFFFAOYSA-N 3-(carboxymethoxy)naphthalene-2-carboxylic acid Chemical group C1=CC=C2C=C(C(O)=O)C(OCC(=O)O)=CC2=C1 RTQQJRWQRMTKOZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000010949 copper Substances 0.000 claims abstract description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052802 copper Inorganic materials 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 5
- 230000015572 biosynthetic process Effects 0.000 claims abstract 2
- -1 naphthalic acid copper complex Chemical class 0.000 claims abstract 2
- 238000003786 synthesis reaction Methods 0.000 claims abstract 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 30
- 239000013078 crystal Substances 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000013110 organic ligand Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 229910000000 metal hydroxide Inorganic materials 0.000 claims description 3
- 150000004692 metal hydroxides Chemical class 0.000 claims description 3
- YRNNKGFMTBWUGL-UHFFFAOYSA-L copper(ii) perchlorate Chemical compound [Cu+2].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O YRNNKGFMTBWUGL-UHFFFAOYSA-L 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 2
- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims 1
- 229910001863 barium hydroxide Inorganic materials 0.000 claims 1
- 239000000292 calcium oxide Substances 0.000 claims 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910000365 copper sulfate Inorganic materials 0.000 claims 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical group Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims 1
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 claims 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000004679 hydroxides Chemical class 0.000 claims 1
- 229910052738 indium Inorganic materials 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium;hydroxide;hydrate Chemical compound [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 claims 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims 1
- 239000000347 magnesium hydroxide Substances 0.000 claims 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims 1
- 239000012046 mixed solvent Substances 0.000 claims 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 230000035484 reaction time Effects 0.000 claims 1
- DDGDWXGKPCHUCI-UHFFFAOYSA-N strontium;hydrate Chemical compound O.[Sr] DDGDWXGKPCHUCI-UHFFFAOYSA-N 0.000 claims 1
- 238000001338 self-assembly Methods 0.000 abstract description 2
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000004729 solvothermal method Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 150000001735 carboxylic acids Chemical group 0.000 description 2
- 239000013256 coordination polymer Substances 0.000 description 2
- 229920001795 coordination polymer Polymers 0.000 description 2
- 230000005595 deprotonation Effects 0.000 description 2
- 238000010537 deprotonation reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000004467 single crystal X-ray diffraction Methods 0.000 description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002050 diffraction method Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000005621 ferroelectricity Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical group [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000001455 metallic ions Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000021148 sequestering of metal ion Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Abstract
本发明公开了一种萘二酸铜配合物及其制备方法。其化学式为[Cu(32AA)(H2O)]，其中32AA为3‑(羧甲氧基)‑2萘甲酸。本发明提供的铜配合物为二价铜与3‑(羧甲氧基)‑2萘甲酸通过溶剂热法得到。本发明的配合物是经过分子自组装而成的单晶配合物。所述配合物合成原料易得，成本低，纯度大，且该配合物易制备，高产率，高稳定性及高结晶度。另外，该配合物在磁学领域具有非常好的潜在应用价值。
Description
技术领域
本发明属于配位化学领域，具体涉及萘二酸铜配合物及其制备方法。
背景技术
配合物不仅有着新颖多样的结构，更重要的是它们的性质在气体吸附与存储、药物运输、磁性、铁电、催化、传感等方面具有潜在的应用价值(L. H. Cao, Y. L. Wei, Y.Yang, H. Xu, S. Q. Zang, H. W. Hou, T. C. W. Mak, Cryst. Growth Des. 2014,14, 1827-1838; N. B. Li, J. Y. Wang, X. H. Zhang, R. H. Qiu, X. Wang, J. Y.Chen, S. F. Yin, X. H. Xu, Dalton Trans. 2014, 43, 11696-11708; L. N. Duan,Q. Q. Dang, C. Y. Han, X. M. Zhang, Dalton Trans. 2015, 44, 1800-1804)。进入新世纪,随着科技和社会的快速发展，能源短缺，环境污染等问题日益引起人类的关注，研究和开发新型功能材料显得日益重要，因此也激发了科学家们对配合物功能性研究的热潮。
羧酸类配体因其灵活多变的配位模式而广泛应用于构筑功能配合物。羧基带一个负电荷，并且有两个可与金属离子配位的氧原子；能与金属离子鳌合，形成稳定的呈电中性的配位聚合物网络骨架。另外羧酸还可以根据去质子化或配位程度的不同，提供氢键的给体或受体。有时同一个多羧酸配体可以部分去质子，同时提供氢键的给体和受体，进行配位键和氢键驱动的超分子的自组装。因此本发明提供了一种3-(羧甲氧基)-2萘甲酸为有机配体与铜配位得到了一种新型的具有一维(ID)结构的配位聚合物。
发明内容
本发明的目的在于提供一种萘二酸铜配合物及其制备方法。
本发明提供一种萘二酸铜配合物，分子式为：C13H10CuO6，化学式为[Cu(32AA)(H2O)]，其中32AA为3-(羧甲氧基)-2萘甲酸，32AA分子式如图1。
本发明提供的萘二酸铜配合物主要采取以下技术方案：
将3-(羧甲氧基)-2萘甲酸(32AA)有机配体、二价的铜金属盐和碱（碱土）金属氢氧化物以一定比例的物质的量溶于水中，并加入一定量的有机溶剂，然后将混合液置于四氟乙烯的反应釜中。最后，将反应釜转移到电热鼓风干燥箱中加热一段时间后，缓慢降至室温，冷却析出颗粒状晶体。
然后将得到的晶体产品进行单晶X射线衍射在PC机上用SHELXXTL程序包解析确定其晶体结构(图2-图5)。并检测了此配合物的红外光谱图如图6。
附图说明
图1、本发明中萘二酸(32AA)有机配体的分子式。
图2、本发明的铜配合物中以铜为中心的晶体配位结构图。
图3、本发明的铜配合物中沿晶体轴b轴的一维链图。
图4、本发明的铜配合物中沿ab面方向的二维平面图。
图5、本发明的铜配合物的三维堆积图。
图6、本发明的铜配合物的红外图谱。
具体实施方式
下面对本发明的实施例作详细的说明，本实施例在以本发明技术方案为前提下进行实施，给出了详细的实施方式和具体的操作过程，但本发明的保护范围不限于下述的实施例。
本发明的目的在于提供一种萘二酸铜配合物及其制备方法，其分子式为：C13H10CuO6，化学式为[Cu(32AA)(H2O)]，其中32AA为3-(羧甲氧基)-2萘甲酸。
为实现上述目的，将(0.074 g, 0.3 mmol ) 3-(羧甲氧基)-2萘甲酸(32AA)有机配体、(0.037 g, 0.3 mmol) 高氯酸铜和 (0.024 g, 0.6 mmol) 氢氧化钠分别加入聚四氟乙烯的反应釜中，并加入4毫升蒸馏水和6毫升的甲醇溶液。最后，将反应釜转移到电热鼓风干燥箱中加热160度，加热三天后缓慢降至室温，冷却析出颗粒状晶体。然后将得到的晶体产品进行单晶X射线衍射在PC机上用SHELXXTL程序包解析确定其晶体结构。最后得到的此配合物的晶体学参数见表1。
表1、萘二酸铜配合物的晶胞及测量参数。
图2是由单晶衍射法得到的萘二酸铜配合物中以铜为中心的晶体配位结构图。在不对称单元中有一个铜原子，两个32AA配体和一个自由水分子。其中二价铜离子是六配位的稍微倾斜的八面体构型与两个32AA配体的五个氧原子和一个配位水中的氧原子配位。
图3是铜配合物中沿晶体轴b轴向外延伸的一维链状结构图。如图所示，每一个相邻的铜通过32AA配体中的羧基氧原子首尾相连形成的沿晶体轴b轴向外延伸的一维链状结构图。
Claims (7)
1.一种萘二酸铜配合物，分子式为：C13H10CuO6，化学式为[Cu(32AA)(H2O)]，其中32AA为3-(羧甲氧基)-2萘甲酸，其特征在于合成步骤为：将一定比例的3-(羧甲氧基)-2萘甲酸(32AA)有机配体、二价的铜金属盐和碱（碱土）金属氢氧化物溶于一定量的水和有机溶剂中，然后将反应混合液转移到反应釜中加热完成后缓慢降至室温、过滤、静置、析出目标产物并确定其晶体结构。
2.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所选的二价的铜金属盐为氯化铜，硫酸铜，高氯酸铜，硝酸铜中的一种或多种。
3.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所使用的3-(羧甲氧基)-2萘甲酸(32AA)有机配体、二价的铜金属盐和氢氧化钠的比例为 0.1~3.5 :0.1~3.5 : 0.1~3.5 : 0.1~3.5。
4.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所选的温度范围从室温到 200 摄氏度。
5.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所需要的反应时间范围从 0.4 小时到 168 小时。
6.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所选的有机溶剂为含碳原子数为 1-10 的单醇、双醇、三醇或多羟基醇、丙酮、 乙酸乙酯、二甲基亚砜、N,N-二甲基甲酰胺、二氯甲烷、三氯甲烷、四氯化碳、硝基甲烷、四氢呋喃、N-甲基吡咯烷酮、石油醚、苯、甲苯的单一溶剂或混合溶剂。
7.根据权利要求书 1 所述的一种萘二酸铜配合物的制备方法，其特征在于所选的碱（碱土）金属氢氧化物为氢氧化锂，氢氧化钠，氢氧化钾，氢氧化铷，氢氧化銫，氢氧化镁，氢氧化钙，氢氧化锶，氢氧化钡的单一氢氧化物或混合氢氧化物。
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106432749A (zh) * | 2016-09-28 | 2017-02-22 | 齐鲁工业大学 | 一种混合配体的二维金属镍配位聚合物及其制备方法 |
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- 2016-03-21 CN CN201610159329.1A patent/CN105820179A/zh active Pending
Non-Patent Citations (2)
| Title |
|---|
| ZHI-GUO KONG等: ""Crystal structure and photoluminescence of a new two-dimensional Cd(II) coordination polymer based on 3-(carboxymethoxy)-2-naphthoic acid"", 《Z. NATURFORSCH.》 * |
| 李碧辉 等: ""3-羧基甲氧基-2-萘甲酸钴配合物的水热合成晶体结构和电化学研究"", 《无机化学学报》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106432749A (zh) * | 2016-09-28 | 2017-02-22 | 齐鲁工业大学 | 一种混合配体的二维金属镍配位聚合物及其制备方法 |
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