Citation: Wei-Qiang Liao, Qin-Qin Zhou, Peng-Fei Li, Yi Zhang. Crystal structure and phase transition of 2-methoxyanilinium perchlorate-18-crown-6[J]. Chinese Chemical Letters, ;2014, 25(05): 723-726. doi: 10.1016/j.cclet.2014.01.025 shu

Crystal structure and phase transition of 2-methoxyanilinium perchlorate-18-crown-6

1.
Ordered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China

Corresponding author: Yi Zhang,
Received Date: 19 November 2013
Available Online: 8 January 2014
Fund Project: This work was supported by the National Natural Science Foundation of China (No. 21101025). (No. 21101025)

A new phase transition compound, 2-methoxyanilinium perchlorate-18-crown-6 (1) {(o- CH₃OC₆H₄NH₃)⁺(18-crown-6)·ClO₄^-}, has been synthesized and separated as crystals. Differential scanning calorimetry (DSC) measurements show a pair of sharp peaks at 225 K (heating) and 210 K (cooling), indicating the phase transition is first-order. Dielectric anomalies observed at 225 K (heating) and 210 K (cooling) further confirm the phase transition. The crystal structures determined at 298 K and 123 K are both triclinic in P-1. The most distinct difference between room-temperature and lowtemperature structures is the order-disorder transition of the host 18-crown-6 molecule, which is the driving force of the phase transition.
- Phase transition,
- Dielectric,
- Crystal structure,
- Host molecule
1. [1]
  [1] S. Horiuchi, R. Kumai, Y. Okimoto, Y. Tokura, Chemical approach to neutral-ionic valence instability, quantum phase transition, and relaxor ferroelectricity inorganic charge-transfer complexes, Chem. Phys. 325 (2006) 78-91.
2. [2]
  [2] Z. Czapla, S. Dacko, A. Waskowska, Ferroelectric phase transition in hydrogenbonded 2-aminopyridine phosphate (NC₄H₄NH₂)·H₃PO₄, J. Phys.: Condens. Matter 15 (2003) 3793-3803.
3. [3]
  [3] S.G. Li, J.H. Luo, Z.H. Sun, et al., Phase transition triggered by ordering of unique pendulum-like motions in a supramolecular complex: potassium hydrogen bis(- dichloroacetate)-18-crown-6, Cryst. Growth Des. 13 (2013) 2675-2679.
4. [4]
  [4] Z.H. Sun, J.H. Luo, S.Q. Zhang, et al., Solid-state reversible quadratic nonlinear optical molecular switch with an exceptionally large contrast, Adv. Mater. 25 (2013) 4159-4163.
5. [5]
  [5] Z.H. Sun, X.Q. Wang, J.H. Luo, et al., Ferroelastic phase transition and switchable dielectric behavior associated with ordering of molecular motion in a perovskitelike architectured supramolecular cocrystal, J. Mater. Chem. C 1 (2013) 2561- 2567.
6. [6]
  [6] Y. Zhang, W. Zhang, S.H. Li, et al., Ferroelectricity induced by ordering of twisting motion in a molecular rotor, J. Am. Chem. Soc. 132 (2010) 11044-11049.
7. [7]
  [7] W. Zhang, H.Y. Ye, H.L. Cai, et al., Discovery of new ferroelectrics:[H₂dbco]₂·[Cl₃] [CuCl₃(H₂O)₂]·H₂O (dbco = 1,4-diaza-bicyclo[2.2.2]octane), J. Am. Chem. Soc. 132 (2010) 7300-7302.
8. [8]
  [8] Z.H. Sun, J.H. Luo, T.L. Chen, et al., Distinct molecular motions in a switchable chromophore dielectric 4-N,N-dimethylamino-4'-N'-methylstilbazolium trifluoromethanesulfonate, Adv. Funct. Mater. 22 (2012) 4855-4861.
9. [9]
  [9] C.M. Ji, Z.H. Sun, S.Q. Zhang, et al., N-Isopropylbenzylammonium tetrafluoroborate: an organic dielectric relaxor with a tunable transition between high and low dielectric states, J. Mater. Chem. C 2 (2014) 567-572.
10. [10]
  [10] D.W. Fu, W. Zhang, H.L. Cai, et al., Supramolecular bola-like ferroelectric: 4- methoxyanilinium tetrafluoroborate-18-crown-6, J. Am. Chem. Soc. 32 (2011) 12780-12786.
11. [11]
  [11] T. Akutagawa, T. Hasegawa, T. Nakamura, T. Inabe, Supramolecular cation assemblies of hydrogen-bonded (NH₄⁺/NH₂NH₃⁺)(crown ether) in [Ni(dmit)₂] based molecular conductors and magnets, J. Am. Chem. Soc. 124 (2002) 8903-8911.
12. [12]
  [12] T. Akutagawa, D. Sato, Q. Ye, et al., [18]Crown-6 rotator in spin-ladder compound of m-aminoanilinium([18]crown-6)[Ni(dmit)₂]^-, Dalton Trans. 39 (2010) 8219- 8227.
13. [13]
  [13] T. Akutagawa, H. Koshinaka, D. Sato, et al., Ferroelectricity and polarity control in solid-state flip-flop supramolecular rotators, Nat. Mater. 8 (2009) 342-347.
14. [14]
  [14] W. Zhang, Y. Cai, R.G. Xiong, H. Yoshikawa, K. Awaga, Exceptional dielectric phase transitions in a perovskite-type cage compound, Angew. Chem. Int. Ed. 49 (2010) 6608-6610.
15. [15]
  [15] Y. Zhang, K. Awaga, H. Yoshikawa, R.G. Xiong, Ferroelastic phase transition and dielectric anomalies in 2,4,6-trimethylanilinium perchlorate, J. Mater. Chem. 22 (2012) 9841-9845.
16. [16]
  [16] D.W. Fu, H.L. Cai, Y. Liu, et al., Diisopropylammonium bromide is a high-temperature molecular ferroelectric crystal, Science 339 (2013) 425-428.
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沈阳化工大学材料科学与工程学院沈阳 110142