Controllable Orientation of Ester-Group-Induced Intermolecular Halogen Bonding in a 2D Self-Assembly

Zha, Bao; Dong, Meiqiu; Miao, Xinrui; Miao, Kai; Hu, Yi; Wu, Yican; Xu, Li; Deng, Wenli

doi:10.1021/acs.jpclett.6b01508

Cited by 43 publications

(35 citation statements)

References 44 publications

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“…Patil et al reported that the formation of crystal structure of 3,6‐di(thiophen‐2‐yl)pyrrolo[3,4‐c]pyrrole‐1,4 (2H,5H)‐dione (TDPP) was dominated by the intermolecular hydrogen bonding between C═O of the DPP units and the hydrogen atom of thiophene rings in the neighboring molecule . Scanning tunneling microscopy (STM) provides an effective approach to identify the intermolecular interactions from the molecular level …”

Section: Introductionmentioning

confidence: 99%

Intermolecular H···O═C bonds induced 2D self‐assembly of thiophene based diketopyrrolopyrrole derivative

Zha

et al. 2017

Surface & Interface Analysis

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Compounds with diketopyrrolopyrrole (DPP) and thiophene moieties have attracted considerable attention because of their promising charge transport properties. The molecular conformation and self-assembly of 2,5-dihexadecyl-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (TDPP-C16) molecule have been investigated by scanning tunneling microscopy and density functional theory alculation. The TDPP-C16 molecules adsorb with their optimized S-shaped conformation and form a zipper-like pattern on highly oriented pyrolytic graphite surface. R and S rotated structures are observed. The nanostructure is dominated by intermolecular double hydrogen bonds between C═O of the DPP units and hydrogen atom of thiophene rings in the neighboring molecules in each row. Atomic force microscopy and density functional theory calculation also display the existence of strong intermolecular hydrogen bonding. The results provide molecular evidence for the intermolecular interactions of the surface structure, which could benefit to the design of the organic semiconducting materials and understanding of underlying principle of charge transfer process.

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Section: Introductionmentioning

confidence: 99%

Intermolecular H···O═C bonds induced 2D self‐assembly of thiophene based diketopyrrolopyrrole derivative

Zha

et al. 2017

Surface & Interface Analysis

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“…The halogen-heteroatom interactions can also tune the formation of 2D supramolecular networks at the liquid/solid interface. The 5,10-DBTD and 5,10-DITD molecules are investigated by combinations of STM observations and DFT calculations [89]. This experiment focuses on how the orientations of the ester substituent for 5,10-DBTD and 5,10-DITD affect positive charge distribution of halogens by DFT, which plays a key role in determining the formation of intermolecular XB and various self-assembled arrangements.…”

Section: Self-assembled Patterns Of Phenanthrene Derivatives At the Liquid/hopg Interfacementioning

confidence: 99%

“…This work gives a deep insight into the role of ester orientation and concentration on the formation of halogen-heteroatom contacts, which proves relevant for identification of multiple XBs in 2D crystal engineering. Reproduced from [89] with permission from the American Chemical Society.…”

Section: Self-assembled Patterns Of Phenanthrene Derivatives At the Liquid/hopg Interfacementioning

confidence: 99%

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Halogen Bonds Fabricate 2D Molecular Self-Assembled Nanostructures by Scanning Tunneling Microscopy

2020

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Halogen bonds are currently new noncovalent interactions due to their moderate strength and high directionality, which are widely investigated in crystal engineering. The study about supramolecular two-dimensional architectures on solid surfaces fabricated by halogen bonding has been performed recently. Scanning tunneling microscopy (STM) has the advantages of realizing in situ, real-time, and atomic-level characterization. Our group has carried out molecular self-assembly induced by halogen bonds at the liquid–solid interface for about ten years. In this review, we mainly describe the concept and history of halogen bonding and the progress in the self-assembly of halogen-based organic molecules at the liquid/graphite interface in our laboratory. Our focus is mainly on (1) the effect of position, number, and type of halogen substituent on the formation of nanostructures; (2) the competition and cooperation of the halogen bond and the hydrogen bond; (3) solution concentration and solvent effects on the molecular assembly; and (4) a deep understanding of the self-assembled mechanism by density functional theory (DFT) calculations.

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“…Klorin (77,78) merupakan salah satu unsur kimia dengan simbol Cl dengan nomor atom 17. Senyawa ini berada digolongan halogen (79)(80)(81)(82)(83) , senyawa yang paling ringan kedua berada diantara fluor dan bromin. Klorin berwujud gas yang berwarna kuning-hijau pada suhu kamar.…”

Section: Karakter Atom Penyusun Dari Senyawa Nh4cl 51 Nitrogen N Gamunclassified

Analisis Molekular dan Transpor Ion Amonium Clorida

Rhaska¹,

Zainul²

2019

Preprint

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Ammonium Chlorida merupakan seanyawa anorganik dengan rumus kimia NH4Cl, berupa garam Kristal putih yang sangat mudah larut dalam air.Ammonium Chlorida banyak digunakan pada bidang industry. Tujuan dari review ini untuk mengetahui karakteristik molekul dan transpor ion Ammonium Chlorida. Metode yang digunakan untuk mengetahui karakteristik molekul yaitu metode pemodelan komputasi di ChemOffice 15.0, dan untuk mengetahui transpor ion Ammonium Chlorida yaitu dengan parameter konduktivitas, viskositas, mobilitas ion, dan gerakan hanyut.Hasil yang didapat yaitu struktur molekul Ammonium Chlorida pada analisis molekuler 2D, dan bentuk molekul 3D. Ammonium klorida memiliki sifat termokimia dalam fasa solid dengan ΔS,C,ΔHf,ΔG pada tekanan 1 atm pada suhu 25°C yang masing-masing memiliki nilai 94,56 J mol-1 K-1, 84,1 J mol-1 K-1, -314,43 kJmol-1, dan -202,97 kJmol-1. Pada suhu yang 100°C dengan tekanan yang sama 1 atm ΔH reaksi yang didapatkan bernilai positif sehingga reaksi pembentukan NH4Cl bersifat endotermis. Interaksi molekul yang terjadi pada ion NH4Cl dapat diperhatikan melalui beberapa parameter, diantaranya adalah konduktivitas, mobilitas, serta kecepatan hanyut ionnya. Konduktivitas dari NH4Cl dipengaruhi oleh konsentrasi, semakin banyak ion yang ada dalam larutan maka mobilitas ion yang juga berhubungan dengan kecepatan hanyut dalam larutan akan semakin berkurang sehingga nilai konduktivitas akan menurun. Mobilitas ion NH4+ yaitu 3,5×10-8m2s-1V-1, serta kecepatan hanyut NH4Cl sebesar 3,00 V/cm. Berdasrkan metoda komputasi dengan ChemOffice 3D, energy yang dibutuhkan NH4Cl untuk bergerak sebesar 14,87 kcal/mol

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Controllable Orientation of Ester-Group-Induced Intermolecular Halogen Bonding in a 2D Self-Assembly

Cited by 43 publications

References 44 publications

Intermolecular H···O═C bonds induced 2D self‐assembly of thiophene based diketopyrrolopyrrole derivative

Intermolecular H···O═C bonds induced 2D self‐assembly of thiophene based diketopyrrolopyrrole derivative

Halogen Bonds Fabricate 2D Molecular Self-Assembled Nanostructures by Scanning Tunneling Microscopy

Analisis Molekular dan Transpor Ion Amonium Clorida

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