Synthesis, characterization, and phase transition of an inorganic–organic hybrid compound, [(3-nitroanilinium + )(18-crown-6)][IO 4 − ](CH 3 OH)

Liu, Zunqi; Liu, Yang; Chen, Yuan; Zhao, Wu-Qiang; Fang, Wei-Na

doi:10.1016/j.cclet.2016.07.013

Cited by 19 publications

(10 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The results of hydrogen bond analysis for LT and HT structures suggest that the proton presents no distinct transfer in the N-H···O hydrogen bonds of supramolecule A. The finding is similar to that in our previous reported 18-crown-6 clathrates [27]. In supramolecule B, the 18-crown-6 ring employs a typical crown formation with a corresponding dihedral angle between the aromatic ring of 4-nitroanilinium cation and the crown ether planes of remains disordered over two staggered orientations with a common F 5 -P 1 -F 6 linear bond in the LT and HT structures.…”

Section: Description Of Crystal Structuresupporting

confidence: 89%

See 1 more Smart Citation

Crystal Structure and Phase Transition of the C–H···F–H-Bonded Supramolecular Compound with 4-Nitroanilinium Based on 18-Crown-6

et al. 2017

Self Cite

View full text Add to dashboard Cite

Abstract:A novel inorganic-organic hybrid supramolecular macrocyclic compound, (4-nitroanilinium) (18-crown-6)(PF 6 )(1), was synthesized and characterized by infrared spectroscopy, thermogravimetric analysis, elemental analysis, differential scanning calorimetry (DSC), and single-crystal X-ray diffraction. Crystal 1 is found to comprise 1D C-H···F-P hydrogen-bonded chains of (4-nitroanilinium + ) (18-crown-6) supramolecular cations and PF 6 − anions. DSC measurements confirm that 1 undergoes a reversible phase transition at 255 K with a hysteresis width of 6 K. A strong dielectric response is observed above 250 K at a low frequency (500 Hz), suggesting the occurrence of proton transfer in the C-H···F-P hydrogen bonds. A precise analysis on the main packing and structural differences, as well as the changes in the intermolecular interaction between the low-and high-temperature phases, reveals that C-H···F-P hydrogen bonds are the main factors affecting phase transition and dielectric behavior.

show abstract

Section: Description Of Crystal Structuresupporting

confidence: 89%

Section: Description Of Crystal Structuresupporting

confidence: 89%

Crystal Structure and Phase Transition of the C–H···F–H-Bonded Supramolecular Compound with 4-Nitroanilinium Based on 18-Crown-6

et al. 2017

Self Cite

View full text Add to dashboard Cite

show abstract

“…A large number of crown type molecular materials have been synthesized in the recent decades [23][24][25][26][27][28][29][30][31][32][33][34]. For example, 4-methoxyanilinium tetrafluoroborate-18-crown-6 shows a second-order ferroelectric phase transition at 127 K, together with an abrupt dielectric anomaly, Debye-type relaxation behaviour [24].…”

Section: Introductionmentioning

confidence: 99%

“…(4-HNA)(18-crown-6)(HSO 4 ) underwent phase transition at about 255 K with space group of P2 1 /c in the high-temperature phase and P2 1 /n in the low-temperature phase [29]. [(3-nitroanilinium+)(18-crown-6)][IO 4 ](CH 3 OH) was discovered displaying dielectric anomalous behaviors at phase temperature of 220 K, with space group of C2/c both before and after phase transition [30].…”

Section: Introductionmentioning

confidence: 99%

Growth and Property Investigations of Two Organic–Inorganic Hybrid Molecular Crystals with High Thermal Stability: 4-Iodoanilinium perchlorate 18-crown-6 and 4-Iodoanilinium Borofluorate 18-crown-6

et al. 2019

View full text Add to dashboard Cite

Two new organic–inorganic hybrid molecular single crystals, 4-Iodoanilinium perchlorate 18-crown-6 (1) and 4-Iodoanilinium borofluorate 18-crown-6 (2), with large sizes and high thermal stability were successfully synthesized by solution method. Their structures, phase purities, thermal stability, dielectric, absorption and fluorescence spectra were systematically investigated for potential applications. Compounds 1 and 2 crystallize in orthorhombic crystal system, in same space group, namely Pnma. The thermal measurements shown 1 and 2 maintain high thermal stability up to 150 °C. The temperature dependency of dielectric constant was studied, and no distinct anomaly was observed. The band gap were calculated to be 3.38 eV and 3.57 eV for 1 and 2, respectively, slightly smaller than those of layer perovskite (benzylammonium)2PbCl4 semiconducting materials, which have potential applications in optoelectronic detection field. The investigations throw light on the semiconductor properties of organic–inorganic hybrid crown type material and provide two types of crown compounds with high thermal stability.

show abstract

“…As a result, the motion of organic ammonium cations changes their dynamic state. This alteration further leads to dielectric changes and ferroelectricity through the phase transitions between the disordered high-temperature phase (HTP) and ordered low-temperature phase (LTP) [30][31][32][33]. On the contrary, the asymmetric unit of the supramolecular adduct also contains counter anions.…”

Section: Introductionmentioning

confidence: 99%

Inorganic Anions Regulate the Phase Transition in Two Organic Cation Salts Containing [(4-Nitroanilinium)(18-crown-6)]+ Supramolecules

et al. 2017

Self Cite

View full text Add to dashboard Cite

Two novel inorganic-organic hybrid supramolecular assemblies, namely, (4-HNA) (18-crown-6)(HSO 4 ) (1) and (4-HNA) 2 (18-crown-6) 2 (PF 6 ) 2 (CH 3 OH) (2) (4-HNA = 4-nitroanilinium), were synthesized and characterized by infrared spectroscopy, single X-ray diffraction, differential scanning calorimetry (DSC), and temperature-dependent dielectric measurements. The two compounds underwent reversible phase transitions at about 255 K and 265 K, respectively. These phase transitions were revealed and confirmed by the thermal anomalies in DSC measurements and abrupt dielectric anomalies during heating. The phase transition may have originated from the [(4-HNA)(18-crown-6)] + supramolecular cation. The inorganic anions tuned the crystal packings, and thus influenced the phase-transition points and types. The variable-temperature X-ray diffraction data for crystal 1 revealed the occurrence of a phase transition in the high-temperature phase with the space group of P2 1 /c and in the low-temperature phase with the space group of P2 1 /n. Crystal 2 exhibited the same space group P2 1 /c at different temperatures. The results indicated that crystals 1 and 2 both underwent an iso-structural phase transition.

show abstract

Synthesis, characterization, and phase transition of an inorganic–organic hybrid compound, [(3-nitroanilinium + )(18-crown-6)][IO 4 − ](CH 3 OH)

Cited by 19 publications

References 25 publications

Crystal Structure and Phase Transition of the C–H···F–H-Bonded Supramolecular Compound with 4-Nitroanilinium Based on 18-Crown-6

Crystal Structure and Phase Transition of the C–H···F–H-Bonded Supramolecular Compound with 4-Nitroanilinium Based on 18-Crown-6

Growth and Property Investigations of Two Organic–Inorganic Hybrid Molecular Crystals with High Thermal Stability: 4-Iodoanilinium perchlorate 18-crown-6 and 4-Iodoanilinium Borofluorate 18-crown-6

Inorganic Anions Regulate the Phase Transition in Two Organic Cation Salts Containing [(4-Nitroanilinium)(18-crown-6)]+ Supramolecules

Contact Info

Product

Resources

About