Calix[4]arene-Based Porous Organic Nanosheets

Dinesh Shetty, Tina Skorjanc, Jesus Raya, Sudhir Kumar Sharma, Ilma Jahovic, Kyriaki Polychronopoulou, Zouhair Asfari, Dong Suk Han, Sajeewa Dewage, John Carl Olsen, Ramesh Jagannathan, Serdal Kirmizialtin, Ali Trabolsi

Research output: Contribution to journalArticle

Abstract

Calixarenes are a common motif in supramolecular chemistry but have rarely been incorporated in structurally well-defined covalent 2D materials. Such a task is challenging, especially without a template, because of the nonplanar configuration and conformational flexibility of the calixarene ring. Here, we report the first-of-a-kind solvothermal synthesis of a calix[4]arene-based 2D polymer (CX4-NS) that is porous, covalent, and isolated as few-layer thick (3.52 nm) nanosheets. Experimental and theoretical characterization of the nanosheets is presented. Atomic force microscopy and transmission electron microscopy results are consistent with the calculated lowest energy state of the polymer. In the lowest energy state, parallel layers are tightly packed, and the calixarenes adopt the 1,2-alternate conformation, which gives rise to a two-dimensional pattern and a rhombic unit cell. We tested the material's ability to adsorb I2 vapor and observed a maximum capacity of 114 wt %. Molecular simulations extended to model I2 capture showed excellent agreement with experiments. Furthermore, the material was easily regenerated by mild ethanol washings and could be reused with minimal loss of efficiency.

Original languageEnglish (US)
Pages (from-to)17359-17365
Number of pages7
JournalACS Applied Materials and Interfaces
Volume10
Issue number20
DOIs
StatePublished - May 23 2018

Fingerprint

Calixarenes
Nanosheets
Electron energy levels
Polymers
Supramolecular chemistry
Washing
Conformations
Atomic force microscopy
Ethanol
Vapors
Transmission electron microscopy
calix(4)arene
Experiments

Keywords

  • calix[4]arene
  • iodine adsorption
  • molecular dynamics
  • organic nanosheets
  • porous materials

ASJC Scopus subject areas

  • Materials Science(all)

Cite this

Shetty, D., Skorjanc, T., Raya, J., Sharma, S. K., Jahovic, I., Polychronopoulou, K., ... Trabolsi, A. (2018). Calix[4]arene-Based Porous Organic Nanosheets. ACS Applied Materials and Interfaces, 10(20), 17359-17365. https://doi.org/10.1021/acsami.8b03800

Calix[4]arene-Based Porous Organic Nanosheets. / Shetty, Dinesh; Skorjanc, Tina; Raya, Jesus; Sharma, Sudhir Kumar; Jahovic, Ilma; Polychronopoulou, Kyriaki; Asfari, Zouhair; Han, Dong Suk; Dewage, Sajeewa; Olsen, John Carl; Jagannathan, Ramesh; Kirmizialtin, Serdal; Trabolsi, Ali.

In: ACS Applied Materials and Interfaces, Vol. 10, No. 20, 23.05.2018, p. 17359-17365.

Research output: Contribution to journalArticle

Shetty, D, Skorjanc, T, Raya, J, Sharma, SK, Jahovic, I, Polychronopoulou, K, Asfari, Z, Han, DS, Dewage, S, Olsen, JC, Jagannathan, R, Kirmizialtin, S & Trabolsi, A 2018, 'Calix[4]arene-Based Porous Organic Nanosheets', ACS Applied Materials and Interfaces, vol. 10, no. 20, pp. 17359-17365. https://doi.org/10.1021/acsami.8b03800
Shetty D, Skorjanc T, Raya J, Sharma SK, Jahovic I, Polychronopoulou K et al. Calix[4]arene-Based Porous Organic Nanosheets. ACS Applied Materials and Interfaces. 2018 May 23;10(20):17359-17365. https://doi.org/10.1021/acsami.8b03800
Shetty, Dinesh ; Skorjanc, Tina ; Raya, Jesus ; Sharma, Sudhir Kumar ; Jahovic, Ilma ; Polychronopoulou, Kyriaki ; Asfari, Zouhair ; Han, Dong Suk ; Dewage, Sajeewa ; Olsen, John Carl ; Jagannathan, Ramesh ; Kirmizialtin, Serdal ; Trabolsi, Ali. / Calix[4]arene-Based Porous Organic Nanosheets. In: ACS Applied Materials and Interfaces. 2018 ; Vol. 10, No. 20. pp. 17359-17365.
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