Chiral to Chiral Phase Transition in a Novel Hydrogen Bond Type Molecular Ferroelectric

Yang, Chenghu; Tan, Yu‐Hui; Wang, Changfeng; Chen, Shaopeng; Wen, He‐Rui; Tang, Yun‐Zhi

doi:10.1002/slct.201801332

Cited by 4 publications

(5 citation statements)

References 35 publications

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“…Molecular phase transitions materials are very popular in the recent years because they exhibit a lot of special physical properties such as ferroelectrics, switchable dielectrics, electro-optic effect, nonlinear optic properties, and so forth. − Especially, they show great advantages such as light weight, friendly environment (not contain lead), structural flexibility, and easy synthesis as compared with the traditional ceramic materials. − …”

Section: Introductionmentioning

confidence: 99%

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]

et al. 2020

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The molecular design and regulation has shown bright future for constructing smart molecular materials such as ferroelectrics, dielectric switches, electro-optic effect, and so forth. Here, by poly-H/F substitution in a simple organic-inorganic hybrid 2[CH2FCH2NH3]·[CdCl4], 1 (CH2FCH2NH3 = fluorine ethylamine cation), we obtained two novel hybrids, namely, 2[CHF2CH2NH3]·[CdCl4], 2 (CHF2CH2NH3 = 2,2′-difluorine ethylamine cation) and 2[CF3CH2NH3]·[CdCl4], 3 (CF3CH2NH3 = 2,2′,2″-trifluorine ethylamine cation). Further investigations show that compounds 1, 2, and 3 experience solid reversible phase transitions with temperatures at 294, 319, and 329 K respectively. These unique phase transitions were confirmed by their remarkable dielectric and heat anomalies around the phase transition temperatures. X-ray single-crystal diffraction analyses before and after the phase transitions show that the order–disorder motions of F atoms and the twist motions from the 2D [CdCl4]2– framework lead to these solid reversible phase transitions. Also, the Hirshfeld surface calculation of compounds 1, 2, and 3 suggests that the increasing ratio of the F···F interaction from the intermolecular interaction makes a major contribution for the substantial increase of their phase transition temperatures.

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Section: Introductionmentioning

confidence: 99%

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]

et al. 2020

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“…The blue dots and the dark blue line are the experimental data and the fitting curve, respectively. (b) Diagram of comparison between different organic ferroelectrics. ,,− Note: MDABCO = N -methyl- N ′-diazabicyclo[2.2.2]octonium, 1 = di(benzylamino)-substituted derivative of muconic acid, APFA = 2-amino-2′,4,4′,6,6′-penta-fuoroazobenzene. (c) Correspondence diagram of the SHG intensity and particle size of [HDABCO][ l -MA] at room temperature.…”

Section: Resultsmentioning

confidence: 99%

Enantiomeric Hydrogen-bonded Chains Driving Ferroelectric and Nonlinear Optical Behavior

Zhang

Jiang

et al. 2022

Chem. Mater.

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Organic multiferroic materials have been widely investigated due to their novel physical properties and broad applications. However, the discovery of organic small-molecular multiferroic compounds is still rare. Herein, based on the chemical design strategy of introducing homochirality, we present a pair of enantiomeric organic small-molecular compounds [HDABCO (1,octonium)][L-and D-MA (malic acid)], which displays high Curie temperatures (T c ) of 409/412 K, superior optoelectronic performance, and unique ferroelectric and ferroelastic nature. In comparison with the reported ferroelectrics with the [HDABCO] + cation chain structure, the enantiomers show a neutral one-dimensional chain, where hydrogen bonds connect [HDABCO] + cations and [MA] − anions. Strikingly, [HDABCO][L-and D-MA] exhibit a large second harmonic generation (SHG) intensity of about 2.46 and 2.53 times that of KH 2 PO 4 (KDP), exceeding those of all the organic ferroelectrics (about 0.2−1 × KDP). With excellent SHG signal and ferroic properties, as well as the merit of low acoustic impedance z 0 matching that of the body and easy processing, [HDABCO][L-and D-MA] are potential candidates for future biocompatible electronic devices with multi-functionality.

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“…At room temperature, since compounds 1-R and 1-S crystallized in the chiral space group P 2 1 2 1 2 1 , 1-R and 1-S were measured using CD, which can effectively identify enantiomeric relationships. − It is generally known that the two states of the enantiomer satisfy the mirror symmetry relationship. The chiral characteristics of 1-R and 1-S crystals were investigated by CD in the UV – vis absorption range.…”

Section: Resultsmentioning

confidence: 99%

Organic Single-Component Enantiomers with High Phase Transition Temperatures and Dielectric Switching Properties

Ying

Tang

Tan

et al. 2022

Crystal Growth & Design

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Homochirality enables molecules to exhibit many specific physical properties, but single-component homochiral enantiomers with hightemperature reversible phase transitions and excellent dielectric switching properties are rarely reported. Here, we report a pair of single-component organic enantiomeric phase transition materials (R and S)-10,2-camphorsultams (1-R and 1-S). The two enantiomers display very similar physical and chemical properties, including structural phase transition temperatures up to 390 K, steplike dielectric anomalies from 2 to 8, and flexible dielectric switching properties. Homochiral (R and S)-10,2-camphorsultams (1-R and 1-S) crystallize at room temperature in polar point group 222, and the crystal structure and strong circular dichroism signal exhibit a clear mirror-image relationship. Furthermore, the intermolecular interactions of 1-R and 1-S are discussed in detail by Hirshfeld surface analysis. This work will promote the development of highperformance organic single-component reversible plastic phase transition materials.

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Chiral to Chiral Phase Transition in a Novel Hydrogen Bond Type Molecular Ferroelectric

Cited by 4 publications

References 35 publications

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]

Enantiomeric Hydrogen-bonded Chains Driving Ferroelectric and Nonlinear Optical Behavior

Organic Single-Component Enantiomers with High Phase Transition Temperatures and Dielectric Switching Properties

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Chiral to Chiral Phase Transition in a Novel Hydrogen Bond Type Molecular Ferroelectric

Cited by 4 publications

References 35 publications

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH2FCH2NH3]·[CdCl4]

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH2FCH2NH3]·[CdCl4]

Enantiomeric Hydrogen-bonded Chains Driving Ferroelectric and Nonlinear Optical Behavior

Organic Single-Component Enantiomers with High Phase Transition Temperatures and Dielectric Switching Properties

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Product

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Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]

Regulating Reversible Phase Transition Behaviors by Poly-H/F Substitution in Hybrid Perovskite-Like 2[CH₂FCH₂NH₃]·[CdCl₄]