Pillar[5]arene-Diketopyrrolopyrrole Fluorescent Copolymer: A Promising Recognition and Adsorption Material for Adiponitrile by Selective Formation of a Conjugated Polypseudorotaxane

Wei Cui; Hao Tang; Linxian Xu; Lingyun Wang; Herbert Meier; Derong Cao

doi:10.1002/marc.201700161

Pillar[5]arene-Diketopyrrolopyrrole Fluorescent Copolymer: A Promising Recognition and Adsorption Material for Adiponitrile by Selective Formation of a Conjugated Polypseudorotaxane

Macromol Rapid Commun. 2017 Jul;38(14). doi: 10.1002/marc.201700161. Epub 2017 May 19.

Authors

Wei Cui¹, Hao Tang¹, Linxian Xu¹, Lingyun Wang¹, Herbert Meier², Derong Cao¹

Affiliations

¹ School of Chemistry and Chemical Engineering, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou, 510641, China.
² Institute of Organic Chemistry, University of Mainz, D-55099, Mainz, Germany.

PMID: 28524251
DOI: 10.1002/marc.201700161

Abstract

Conjugated pillar[5]arene-diketopyrrolopyrrole copolymer (P1) is synthesized by the copolymerization of a difunctionalized pillar[5]arene and a diketopyrrolopyrrole-based monomer, which shows large extinction coefficients (1.1 × 10⁴ m^-1 cm^-1 ) at 519 nm and strong emission at 587 nm. P1 exhibits very strong host-guest binding affinity towards adiponitrile but low binding affinity towards 1,4-dihalobutane and 1,4-bis(imidazol-1-yl)butane. Such an enhanced selectivity is first found in the polypseudorotaxane between pillararene and neutral guests in organic solution and is successfully used for the recognition and adsorption of adiponitrile by the formation of a P1-adiponitrile polypseudorotaxane.

Keywords: Pillararene; adsorption materials; conjugated polymers; polypseurodaxanes; selective binding.

MeSH terms

Adsorption
Nitriles / chemistry*
Nitriles / isolation & purification*
Polymers / chemistry*
Rotaxanes / chemistry*

Substances

Nitriles
Polymers
Rotaxanes
adiponitrile