Versatile Hydrogen-Bonded Assemblies of Twisted Tetra[3,4]thienylene Tetracarboxylic Acid with Selective Solvent Sorption

Takashi Takeda; Masataka Ozawa; Tomoyuki Akutagawa

doi:10.1021/acs.cgd.9b00664

Versatile Hydrogen-Bonded Assemblies of Twisted Tetra[3,4]thienylene Tetracarboxylic Acid with Selective Solvent Sorption

Takashi Takeda, Masataka Ozawa, Tomoyuki Akutagawa

Polymer Hybrid Materials Research Center

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

We demonstrated versatile hydrogen-bonded assemblies of a twisted πsystem with newly synthesized tetra[3,4]thienylene tetracarboxylic acid ThTCA. Due to its twisted saddle-shaped central πaromatic unit with an anisotropic arrangement of carboxyl units, a variety of dimensional solvate molecular crystals could be obtained, in contrast to typical aromatic carboxylic acid derivatives with low-dimensional assemblies. The versatile molecular assemblies could be converged to ThTCA_desol by desolvation with a simple annealing technique. ThTCA_desol showed selective solvent sorption behavior, which was governed by the solvent association energy and saturated vapor pressure. Especially, ThTCA_desol showed the selective sorption of EtOH, among primary alcohols.

Original language	English
Pages (from-to)	4784-4792
Number of pages	9
Journal	Crystal Growth and Design
Volume	19
Issue number	8
DOIs	https://doi.org/10.1021/acs.cgd.9b00664
Publication status	Published - 2019 Aug 7

ASJC Scopus subject areas

Chemistry(all)
Materials Science(all)
Condensed Matter Physics

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title = "Versatile Hydrogen-Bonded Assemblies of Twisted Tetra[3,4]thienylene Tetracarboxylic Acid with Selective Solvent Sorption",

abstract = "We demonstrated versatile hydrogen-bonded assemblies of a twisted πsystem with newly synthesized tetra[3,4]thienylene tetracarboxylic acid ThTCA. Due to its twisted saddle-shaped central πaromatic unit with an anisotropic arrangement of carboxyl units, a variety of dimensional solvate molecular crystals could be obtained, in contrast to typical aromatic carboxylic acid derivatives with low-dimensional assemblies. The versatile molecular assemblies could be converged to ThTCAdesol by desolvation with a simple annealing technique. ThTCAdesol showed selective solvent sorption behavior, which was governed by the solvent association energy and saturated vapor pressure. Especially, ThTCAdesol showed the selective sorption of EtOH, among primary alcohols.",

author = "Takashi Takeda and Masataka Ozawa and Tomoyuki Akutagawa",

note = "Funding Information: This work was partly supported by JSPS KAKENHI Grant Number JP17K05769 and the research program “Network Joint Research Center for Materials and Devices”.",

year = "2019",

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doi = "10.1021/acs.cgd.9b00664",

language = "English",

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AU - Takeda, Takashi

AU - Ozawa, Masataka

AU - Akutagawa, Tomoyuki

N1 - Funding Information: This work was partly supported by JSPS KAKENHI Grant Number JP17K05769 and the research program “Network Joint Research Center for Materials and Devices”.

PY - 2019/8/7

Y1 - 2019/8/7

N2 - We demonstrated versatile hydrogen-bonded assemblies of a twisted πsystem with newly synthesized tetra[3,4]thienylene tetracarboxylic acid ThTCA. Due to its twisted saddle-shaped central πaromatic unit with an anisotropic arrangement of carboxyl units, a variety of dimensional solvate molecular crystals could be obtained, in contrast to typical aromatic carboxylic acid derivatives with low-dimensional assemblies. The versatile molecular assemblies could be converged to ThTCAdesol by desolvation with a simple annealing technique. ThTCAdesol showed selective solvent sorption behavior, which was governed by the solvent association energy and saturated vapor pressure. Especially, ThTCAdesol showed the selective sorption of EtOH, among primary alcohols.

AB - We demonstrated versatile hydrogen-bonded assemblies of a twisted πsystem with newly synthesized tetra[3,4]thienylene tetracarboxylic acid ThTCA. Due to its twisted saddle-shaped central πaromatic unit with an anisotropic arrangement of carboxyl units, a variety of dimensional solvate molecular crystals could be obtained, in contrast to typical aromatic carboxylic acid derivatives with low-dimensional assemblies. The versatile molecular assemblies could be converged to ThTCAdesol by desolvation with a simple annealing technique. ThTCAdesol showed selective solvent sorption behavior, which was governed by the solvent association energy and saturated vapor pressure. Especially, ThTCAdesol showed the selective sorption of EtOH, among primary alcohols.

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