4.6 Article

5,5′-Diazaisoindigo: an Electron-Deficient Building Block for Donor-Acceptor Conjugated Polymers

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 12, Issue 3, Pages 302-307

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201601671

Keywords

conjugated polymers; diazaisoindigo; donor-acceptor systems; electron-deficient compounds

Funding

  1. Major State Basic Research Development Program from the Ministry of Science and Technology [2013CB933501, 2015CB856505]
  2. National Natural Science Foundation of China [91427303, 21420102005, 21302009, 21190031, 51273003]

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A novel electron-deficient building block, 5,5'-diazaisoindigo (5DNIID), was synthesized through a facile method in good yield. As a derivative of isoindigo, 5DNIID shows an ultra-low LUMO level of -3.92 eV after incorporation of two electron-deficient nitrogen atoms into the para-position of the amine groups in the isoindigo pi skeleton. Modified polymerization conditions were applied to efficiently afford the donor-acceptor (D-A) conjugated polymer 5DNIID-2T, which exhibited a p-type charge transport property.

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