A polyrotaxanated covalent organic network based on viologen and cucurbit[7]uril

Gobinda Das, Sudhir Kumar Sharma, Thirumurugan Prakasam, Felipe Gándara, Renny Mathew, Nour Alkhatib, Na’il Saleh, Renu Pasricha, John Carl Olsen, Maria Baias, Serdal Kirmizialtin, Ramesh Jagannathan, Ali Trabolsi

Research output: Contribution to journalArticle

Abstract

Since their initial presentation in 2005 by Yaghi and co-workers, covalent organic frameworks (COFs) have been the focus of much development. Here we introduce mechanical bonds into COFs by employing a method that involves supramolecular self-assembly, dynamic imine-bond formation, and liquid-liquid interfacial condensation and produces a continuous 2D polyrotaxaneted film. A diamino-viologen linker is complexed with the macrocycle cucurbit[7]uril (CB[7]) to form pseudorotaxanes that then condense with an aromatic tri-aldehyde core at the interface of two solvents. The unrotaxanated COF is prepared by condensing the viologen and the trialdehyde in the absence of CB[7], and the chemical and physical properties of the formed films are compared. The CB[7]–encapsulated film is mechanically and thermally more robust and more luminescent. The synthetic strategy presented here allows the incorporation of mechanically interlocked molecules (MIMs) into polymeric materials and provides access to materials that have properties and functionalities that are yet to be explored.

Original languageEnglish (US)
Article number106
JournalCommunications Chemistry
Volume2
Issue number1
DOIs
StatePublished - Dec 1 2019

Fingerprint

Viologens
Rotaxanes
liquid
Covalent bonds
Imines
Liquids
aldehyde
Aldehydes
Self assembly
Chemical properties
condensation
chemical property
Condensation
Physical properties
physical property
Molecules
Polymers
cucurbit(7)uril
material

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Chemistry
  • Environmental Chemistry
  • Biochemistry

Cite this

A polyrotaxanated covalent organic network based on viologen and cucurbit[7]uril. / Das, Gobinda; Sharma, Sudhir Kumar; Prakasam, Thirumurugan; Gándara, Felipe; Mathew, Renny; Alkhatib, Nour; Saleh, Na’il; Pasricha, Renu; Olsen, John Carl; Baias, Maria; Kirmizialtin, Serdal; Jagannathan, Ramesh; Trabolsi, Ali.

In: Communications Chemistry, Vol. 2, No. 1, 106, 01.12.2019.

Research output: Contribution to journalArticle

Das, Gobinda ; Sharma, Sudhir Kumar ; Prakasam, Thirumurugan ; Gándara, Felipe ; Mathew, Renny ; Alkhatib, Nour ; Saleh, Na’il ; Pasricha, Renu ; Olsen, John Carl ; Baias, Maria ; Kirmizialtin, Serdal ; Jagannathan, Ramesh ; Trabolsi, Ali. / A polyrotaxanated covalent organic network based on viologen and cucurbit[7]uril. In: Communications Chemistry. 2019 ; Vol. 2, No. 1.
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