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Title: Inserting Porphyrin Quantum Dots in Bottom-Up Synthesized Graphene Nanoribbons

Abstract

Diels–Alder copolymerization of tetraphenylcyclopentadienone, a precursor for cove graphene nanoribbons (cGNRs), with bifunctional porphyrins yields defined nanostructures comprised of a single cGNR-porphyrin-cGNR heterojunction within each ribbon. 13C NMR labeling and high-resolution mass spectrometry of solubilized polymer intermediates indicates that every porphyrin is covalently linked to two extended segments of cGNRs. UV/Vis absorption and fluorescence emission spectroscopy reveal a strong electronic correlation between the porphyrin and the adjacent cGNR segments that can be attenuated through reversible metalation of the porphyrin core. This versatile bottom-up synthetic strategy provides access to structurally well-defined, functional GNR-quantum dot-GNR heterostructures within a single graphene nanoribbon.

Authors:
 [1]; ORCiD logo [2]
  1. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry
  2. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Science Division; Univ. of California, Berkeley, CA (United States). Kavli Energy NanoSciences Inst.
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Materials Sciences & Engineering Division; USDOE
OSTI Identifier:
1461124
Alternate Identifier(s):
OSTI ID: 1410700
Grant/Contract Number:  
AC02-05CH11231; SC0010409
Resource Type:
Accepted Manuscript
Journal Name:
Chemistry - A European Journal
Additional Journal Information:
Journal Volume: 23; Journal Issue: 70; Journal ID: ISSN 0947-6539
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Perkins, Wade, and Fischer, Felix R. Inserting Porphyrin Quantum Dots in Bottom-Up Synthesized Graphene Nanoribbons. United States: N. p., 2017. Web. doi:10.1002/chem.201705252.
Perkins, Wade, & Fischer, Felix R. Inserting Porphyrin Quantum Dots in Bottom-Up Synthesized Graphene Nanoribbons. United States. doi:10.1002/chem.201705252.
Perkins, Wade, and Fischer, Felix R. Mon . "Inserting Porphyrin Quantum Dots in Bottom-Up Synthesized Graphene Nanoribbons". United States. doi:10.1002/chem.201705252. https://www.osti.gov/servlets/purl/1461124.
@article{osti_1461124,
title = {Inserting Porphyrin Quantum Dots in Bottom-Up Synthesized Graphene Nanoribbons},
author = {Perkins, Wade and Fischer, Felix R.},
abstractNote = {Diels–Alder copolymerization of tetraphenylcyclopentadienone, a precursor for cove graphene nanoribbons (cGNRs), with bifunctional porphyrins yields defined nanostructures comprised of a single cGNR-porphyrin-cGNR heterojunction within each ribbon.13C NMR labeling and high-resolution mass spectrometry of solubilized polymer intermediates indicates that every porphyrin is covalently linked to two extended segments of cGNRs. UV/Vis absorption and fluorescence emission spectroscopy reveal a strong electronic correlation between the porphyrin and the adjacent cGNR segments that can be attenuated through reversible metalation of the porphyrin core. This versatile bottom-up synthetic strategy provides access to structurally well-defined, functional GNR-quantum dot-GNR heterostructures within a single graphene nanoribbon.},
doi = {10.1002/chem.201705252},
journal = {Chemistry - A European Journal},
number = 70,
volume = 23,
place = {United States},
year = {2017},
month = {11}
}

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