Switchable Dielectric Materials Based on 2-Methylimidazole
陈立庄;孙俊;吉沁;潘其建;黄遥
a(School of Environmental and Chemical Engineering,Jiangsu University of Science and Technology, Zhenjiang 212003, China)
b(School of Chemical Engineering, Yunnan Open University, Kunming 650223, China)
基于2-甲基咪唑配体的可调开关介电材料
CHEN Li-Zhuang;SUN Jun;JI Qin;PAN Qi-Jian;HUANG Yao
a(School of Environmental and Chemical Engineering,Jiangsu University of Science and Technology, Zhenjiang 212003, China)
b(School of Chemical Engineering, Yunnan Open University, Kunming 650223, China)
Two novel coordination polymers with molecular structures (2MI)+[Zn(2MI)Cl3]- (1) and (2MI)+NO3- (2) based on ligand 2-methylimidazole (2MI) were synthesized under solution method. Compound 1 crystallizes in the monoclinic system, space group Cc with a = 7.489(2), b = 13.448(4), c = 13.983(4) Å, β = 98.402(2)°, Z = 4 and V = 102.246(2) Å3. Compound 2 crystallizes in the orthorhombic system, space group pnma with a = 14.296(3), b = 6.3180(12), c = 7.3862(13) Å, β = 90°, Z = 4 and V = 667.1(2) Å3. Dielectric measurements show compounds 1 and 2 have reversible dielectric anomalous behaviors with variation frequencies at different temperature.
基金资助:Supported by the National Natural Science Foundation of China (No. 21201087 and 21671084), NSF of Jiangsu Province (BK20131244 and BK20130460), the Foundation of Jiangsu Educational Committee (16KJB430011), and the Qing Lan Project of Jiangsu Province and Jiangsu Overseas Research & Training Program for University Prominent Young & Middle-aged Teacher and Presidents, Six talent peaks project in Jiangsu Province (2014-XCL-008)
通讯作者:
clz1977@sina.com
E-mail: clz1977@sina.com
引用本文:
陈立庄;孙俊;吉沁;潘其建;黄遥. Switchable Dielectric Materials Based on 2-Methylimidazole[J]. 结构化学, 2017, 36(2): 329-337.
CHEN Li-Zhuang;SUN Jun;JI Qin;PAN Qi-Jian;HUANG Yao. 基于2-甲基咪唑配体的可调开关介电材料. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2017, 36(2): 329-337.
REFERENCES
(1)Blake, A. J.; Champness, N. R.; Hubberstey, P.; Li, W. S.; Withersby, M. A.; Schröder, M. Inorganic crystal engineering using self-assembly of tailored building-blocks. Coord. Chem. Rev. 1999,183, 117–138.
(2) Moulton, B.; Zaworotko, M. J. From molecules to crystal engineering: supramolecular isomerism and polymorphism in network solids. Chem. Rev. 2001, 101, 1629–1658.
(3) Hagrman, P. J.; Hagrman, D.; Zubieta, J. Organic-inorganic hybrid materials: from “simple” coordination polymers to organodiamine-templated molybdenum oxides. Angew. Chem. Int. Ed. 1999, 30, 2638–2684.
(4) Wang, Y. B.; Liu, D. S.; Pan, T. H.; Liang, Q.; Huang, X. H.; Wu, S. T. Structural variation from 1D to 3D: effect of metal centers on the construction of metal-organic coordination polymers with N-(1H-tetrazol-5-yl)benzamide ligand. CrystEngComm. 2010, 12, 3886–3893.
(5) Yang, D. U.; Hao, H. M.; Zhang, Q. C.; Zhao, H. X.; Long, L. S.; Huang, R. B.; Zheng, L. S. An above-room-temperature switchable molecular dielectric with a large dielectric change between high and low dielectric states. Science China (Chemistry) 2013, 56, 917–922.
(6) Misran, H.; Aminuddin, A. M.; Zini, F. A. M.; Ghazali, M. J.; Ramesh, S. Facile synthesis and characterizations of MOF-5 coordination polymer with various metal linker ratios for ammonia gas storage. Int. Conf. Adv. M. 2011, 1315, 277–282.
(7) Gao, Y.; Zhang, Z. Q.; Zhou, X. F.; Hu, Z. Z. Study on luminescent properties in aromatic substituted imidazole derivatives. Science & Technology in Chemical Industry 2005.
(8) Yang, M. D.; Xi, W. G.; Zheng, J.; Zhang, X. Z.; Zhou, H. P.; Wu, Z. C.; Wu, J. Y.; Tian, Y. P. Syntheses, structures, and luminescent properties of zinc(II) complexes based on imidazole derivative. Russ. J. Coord. Chem. 2014, 40, 588–593.
(9) Eseola, A. O.; Li, W.; Sun, W. H.; Zhang, M.; Xiao, L. W.; Woods, J. A. O. Luminescent properties of some imidazole and oxazole based heterocycles: synthesis, structure and substituent effects. Dyes & Pigments 2011, 88, 262–273.
(10) Baca, S. G.; Filippova, I. G.; Gerbeleu, N. V.; Simonov, Y. A.; Gdaniec, M.; Timco, G. A.; Gherco, O. A.; Malaestean, Y. L. Zinc(II) carboxylates with imidazole and 2-methylimidazole: unprecedented cyclic dimer and polynuclear coordination polymers based on bridging phthalate ions. Inogr Chim. Acta 2003, 344, 109–116.
(11) Chen, L. Z.; Zhao, H.; Ge, J. Z.; Xiong, R. G.; Hu, H. W. Observation of deuteration effect in Co-crystal system: hexamethylenetetraminium 3,5-dinitrobenzoate hemideuterated water. Cryst. Growth Des. 2009, 9, 3828–3831.
(12) Chen, L. Z.; Huang, D. D.; Ge, J. Z.; Pan, Q. J. Reversible ferroelastic phase transition of N-chloromethyl-1,4-diazabicyclo[2.2.2]octonium trichlorobromoaquo copper(II). Inorg Chem Commun. 2014, 45, 5-9.
(13) Chen, L. Z.; Huang, D. D.; Pan, Q. J.; Ge, J. Z. Novel pure Pnma-P212121 ferroelastic phase transition of 1,4-diisopropyl-1,4-diazonia-bicyclo[2.2.2]octane tetra-chlorobromo-M(II) (M = Mn and Co). RSC Adv. 2015, 5, 13488–13494.
(14) Chen, L. Z.; Cao, X. X.; Huang, D. D.; Pan, Q. J. Switchable dielectric phase transition in tris(1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane) tetra(tetrafluoroborate) dichloride. Inorg. Chem. Commun. 2015, 61, 93–96.
(15) Chen, L. Z.; Huang, D. D.; Pan, Q. J.; Zhang, L. Temperature-induced isosymmetric reversible structural phase transition in [Cl2Cd(dabco-CH2Cl)]2•(μ-Cl)2. J. Mol. Struct. 2014, 1078, 68–73.
(16) Chen, L. Z.; Huang, D. D.; Ge, J. Z.; Pan, Q. J. Temperature-induced reversible structural phase transition of N-chloromethyl-1,4- diazabicyclo[2.2.2]octonium trichloroaquo-manganese(II). J. Mol. Struct. 2014, 1072, 307–312.
(17) Huang, D. D.; Pan, Q. J.; Dan, Y. Y.; Chen, L. Z. Hydrothermal syntheses, crystal structures, TGA and electrochemistry properties of two metal-organic coordination compounds based on 4΄-((1H-1,2,4-triazol-1-yl-)methyl-[1,1΄-biphenyl]-2-carbonitrile. Chin. J. Struct. Chem. 2015, 1, 123–132.
(18) Chen, L. Z.; Wang, F. M.; Cao, X. X. Synthesis, structure, and luminescent and dielectric properties of a novel 1D chain zinc(II) complex {[Zn(DCImPyO)•(H2O)2]•H3O}n. Chin. J. Struct. Chem. 2012, 31, 1417–1422.
(19) Chen, L. Z.; Pan, Q. J.; Cao, X. X.; Wang, F. M. Crystal structure, magnetism, and dielectric properties based on the axially chiral ligand 2,2΄-dinitro-4,4΄-biphenyldicarboxylic acid. CrystEngComm. 2016, 18, 1944–1952.
(20) Chen, L. Z.; Huang, D. D.; Ge, J. Z.; Wang, F. M. Temperature-induced reversible structural phase transition of 1-(chloromethyl)-1,4-diazoniabicyclo[2.2.2]octane bis(perchlorate). CrystEngComm. 2014, 16, 2944–2949.
(21) Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Determination. University of Göttingen, Germany 1997.
(22) Sheldrick, G. M. SHELXL-97, Program for Crystal Structure Refinement. University of Göttingen, Germany 1997.
(23) Blatov, V.; Shevchenko, A.; Serezhkin, V.; Korchagin, D. http://www.topos.ssu.samara.ru.
(24) Zhu, R. Q. Dichloridotris(2-methyl-1H-imidazolekN3)cadmium. Acta Crystallogra Sect. E 2012, 68, 439.
(25) Novakovi, S. B.; Bogdanovi, G. A.; Christian, H.; Gamall, M.; Djordje, F.; Christoph, J. Charge-density distribution and electrostatic flexibility of ZIF-8 based on high-resolution X-ray diffraction data and periodic calculations. Inorg. Chem. 2015, 54, 2660–2670.
(26) Yao, S. Y.; Tian, Y. Q. An exceptional self-penetrating 4-connected network derived from a (3,4)-connected net of tfa-c topology. CrystEngComm. 2010, 12, 697–699.
(27) Cui, H. B.; Takahashi, K; Okano, Y.; Kobayashi, H.; Wang, Z.; Kobayashi, A. Dielectric properties of porous molecular crystals that contain polar molecules. Angew. Chem. 2005, 44, 6508–6512.
(28) Guo, P. C.; Chen, T. Y.; Ren, X. M.; Ning, W. H.; Jin, W. A low-κ dielectric metal-organic-framework compound showing novel three-step dielectric relaxations originating from orientational motion of dipolar guest molecules. New J. Chem. 2014, 38, 2254–2257.
(29) Xue, C.; Xu, H.; Huang, R. Y.; Ren, X. M. Mutual transformation between crystalline phases and dielectric properties of coordination polymers with the formula [Cd(N-methylimidazole)2(H2O)x(glutarate)]•nH2O (x = 0 or 1; n = 0 or 4). CrystEngComm. 2014, 16, 9857–9865.
(30) Zhou, B.; Kobayashi, A.; Cui, H. B.; Long, L. S.; Fujimori, H.; Kobayashi, H. Anomalous dielectric behavior and thermal motion of water molecules confined in channels of porous coordination polymer crystals. J. Am. Chem. Soc. 2011, 133, 5736–5739.
(31) Xu, H. R.; Zhang, Q. C.; Ren, Y. P.; Zhao, H. X.; Long, L. S.; Huang, R. B.; Zheng, L. S. The influence of water on dielectric property in cocrystal compound of [orotic acid][melamine]•H2O. CrystEngComm. 2011, 13, 6361–6364.
(32) Li, X. L.; Chen, K.; Liu, Y.; Wang, Z. X.; Wang, T. W.; Zuo, J. L.; Li, Y. Z.; Wang, Y.; Zhu, J. S.; Liu, J. M.; Song, Y.; You, X. Z. Molecule-based ferroelectric thin films: mononuclear lanthanide enantiomers displaying room-temperature ferroelectric and dielectric properties. Angew. Chem. 2007, 46, 6820–6823.
(33) Fu, D. W.; Cai, H. L.; Liu, Y.; Ye, Q.; Zhang, W.; Zhang, Y.; Chen, X. Y.; Giovannetti, G.; Capone, M.; Li, J.; Xiong, R. G. Diisopropylammonium bromide is a high-temperature molecular ferroelectric crystal. Science 2013, 339, 425–428.
(34) Qu, B. T.; Lai, J. C.; Liu, S.; Liu, F.; Gao, Y. D.; You, X. Z. Cu- and Ag-based metal-organic frameworks with 4-pyranone-2,6-dicarboxylic acid: syntheses, crystal structures, and dielectric properties. Cryst. Growth Des. 2015, 15, 1707–1713.
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