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Persistent radical anion polymers based on naphthalenediimide and a vinylene spacer

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dc.contributor.authorDebnath, Sashi
dc.contributor.authorBoyle, Connor J.
dc.contributor.authorZhou, Dongming
dc.contributor.authorWong, Bryan M.
dc.contributor.authorKittilstved, Kevin R.
dc.contributor.authorVenkataraman, Dhandapani
dc.contributor.departmentUniversity of Massachusetts Amherst
dc.contributor.departmentUniversity of Massachusetts Amherst
dc.contributor.departmentUniversity of Massachusetts Amherst
dc.contributor.departmentUniversity of California, Riverside
dc.contributor.departmentUniversity of Massachusetts Amherst
dc.contributor.departmentUniversity of Massachusetts Amherst
dc.date2023-09-23T21:25:47.000
dc.date.accessioned2024-04-26T09:01:05Z
dc.date.available2018-05-15T00:00:00Z
dc.date.issued2018-01-01
dc.description.abstractPersistent n-doped conjugated polymers were achieved by doping the electron accepting PDNDIV and PFNDIVpolymers with ionic (TBACN) or neutral (TDAE) dopants. The great electron affinities, as indicated by the low LUMO levels of PDNDIV (−4.09 eV) and PFNDIV (−4.27 eV), facilitated the chemical reduction from either TBACN or TDAE. The low-lying LUMOs of the neutral polymers PDNDIV and PFNDIV were achieved by incorporation of vinylene spacers between the electron poor NDI units to increase the conjugation length without the use of an electron donor, and this was lowered further by an electron-withdrawing fluorinated N-substituent on the NDI moiety. The polymer radical anions were found to persist for several days under ambient conditions by EPR spectroscopy. A distinguishing and noteworthy feature of these polymers is that they can be consecutively reduced by up to four electrons in acetonitrile. Conductivity measurements demonstrate the prospective impact of PDNDIV and PFNDIV for organic electronics.
dc.description.sponsorshipUMass SOAR Fund
dc.identifier.doihttps://doi.org/https://doi.org/10.1039/C8RA02417K
dc.identifier.orcidhttp://orcid.org/0000-0002-9852-7454
dc.identifier.urihttps://hdl.handle.net/20.500.14394/6622
dc.relation.ispartofRSC Advances
dc.relation.urlhttps://scholarworks.umass.edu/cgi/viewcontent.cgi?article=2716&context=chem_faculty_pubs&unstamped=1
dc.rightsUMass Amherst Open Access Policy
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/
dc.source.issue8
dc.source.statuspublished
dc.subjectChemistry
dc.titlePersistent radical anion polymers based on naphthalenediimide and a vinylene spacer
dc.typearticle
dc.typearticle
digcom.contributor.authorDebnath, Sashi
digcom.contributor.authorBoyle, Connor J.
digcom.contributor.authorZhou, Dongming
digcom.contributor.authorWong, Bryan M.
digcom.contributor.authorisAuthorOfPublication|email:kittilstved@chem.umass.edu|institution:University of Massachusetts Amherst|Kittilstved, Kevin R.
digcom.contributor.authorisAuthorOfPublication|email:dv@chem.umass.edu|institution:University of Massachusetts Amherst|Venkataraman, Dhandapani
digcom.date.embargo2018-05-15T00:00:00-07:00
digcom.identifierchem_faculty_pubs/1450
digcom.identifier.contextkey12128576
digcom.identifier.submissionpathchem_faculty_pubs/1450
dspace.entity.typePublication
relation.isAuthorOfPublication0b45b88a-b66c-409a-82c8-120f492f8ab5
relation.isAuthorOfPublicationcc6df0d5-e69f-4ffc-8c9e-f59eb5a3a8b8
relation.isAuthorOfPublication.latestForDiscovery0b45b88a-b66c-409a-82c8-120f492f8ab5
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