Macrocycle Co‐Crystals Showing Vapochromism to Haloalkanes

Organic co‐crystal engineering is a promising method to make multifunctional materials. Here, the marriage of macrocyclic chemistry and co‐crystal engineering provides a smart strategy to build vapochromic materials. The macrocycle co‐crystals (MCCs) were constructed from π‐electron rich pillar[5]ar...

Full description

Saved in:
Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 59; no. 49; pp. 22012 - 22016
Main Authors Li, Bin, Cui, Lei, Li, Chunju
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 01.12.2020
EditionInternational ed. in English
Subjects
Charge transfer
co-crystals
Color
Construction materials
Crystal structure
Crystals
Diimide
haloalkanes
macrocycles
Multifunctional materials
Organic compounds
pillararenes
vapochromism
VOCs
Volatile organic compounds
Online AccessGet full text

Cover

More Information
Summary:Organic co‐crystal engineering is a promising method to make multifunctional materials. Here, the marriage of macrocyclic chemistry and co‐crystal engineering provides a smart strategy to build vapochromic materials. The macrocycle co‐crystals (MCCs) were constructed from π‐electron rich pillar[5]arene (P5) and an electron‐deficient pyromellitic diimide derivative (PDI) on a 10 g scale. MCCs of P5‐PDI are in red owing to the formation of a charge‐transfer (CT) complex. After solvent removal, a white crystalline solid with a new structure (P5‐PDIα) is yielded, which exhibits selective vapochromic responses to volatile organic compounds (VOCs) of haloalkanes, accompanied by color changes from white to red or orange. Powder and single‐crystal X‐ray diffraction analyses reveal that the color changes are attributed to the vapor‐triggered solid‐state structural transformation to form CT co‐crystals. Coating films of P5 and PDI on glass showed a visible vapochromic behavior with good reversibility. A smart strategy to build functional materials was designed through the marriage of macrocyclic chemistry and co‐crystal engineering. The resulting macrocycle co‐crystals (MCCs), P5‐PDIα exhibit selective vapochromic responses to volatile organic compounds of haloalkanes, accompanied by color changes from white to red or orange and vapor‐triggered solid‐state structural transformation to form charge‐transfer co‐crystals.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202010802