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Energy and Electron Transfer Dynamics within a Series of Perylene Diimide/Cyclophane Systems

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/jacs.5b10329· OSTI ID:1387520
 [1];  [2];  [3];  [3];  [3];  [4];  [3];  [2];  [2];  [1];  [4];  [2];  [3];  [1]
  1. Univ. of Cambridge (United Kingdom)
  2. Northwestern Univ., Evanston, IL (United States); Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)
  3. Northwestern Univ., Evanston, IL (United States)
  4. Jacobs Univ. Bremen (Germany)
+ Show Author Affiliations

Artificial photosynthetic systems for solar energy conversion exploit both covalent and supramolecular chemistry to produce favorable arrangements of light-harvesting and redox-active chromophores in space. An understanding of the interplay between key processes for photosynthesis, namely light-harvesting, energy transfer, and photoinduced charge separation and the design of novel, self-assembling components capable of these processes are imperative for the realization of multifunctional integrated systems. Herein we report our investigations on the potential of extended tetracationic cyclophane/perylene diimide systems as components for artificial photosynthetic applications. We show how the selection of appropriate heterocycles, as extending units, allows for tuning of the electron accumulation and photophysical properties of the extended tetracationic cyclophanes. Spectroscopic techniques confirm energy transfer between the extended tetracationic cyclophanes and perylene diimide is ultrafast and quantitative, while the heterocycle specifically influences the energy transfer related parameters and the acceptor excited state.

Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); Cambridge Home and European Scholarship Scheme; Robert Gardiner Memorial Scholarship; European Research Council (ERC); Engineering and Physical Sciences Research Council (EPSRC); Joint Center of Excellence in Integrated Nano-Systems (JCIN); National Science Foundation (NSF); Deutsche Forschungsgemeinschaft (DFG)
Grant/Contract Number:
SC0001059
OSTI ID:
1387520
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 48 Vol. 137; ISSN 0002-7863
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English

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Cited By (9)

Two-Component Fluorescent-Semiconducting Hydrogel from Naphthalene Diimide-Appended Peptide with Long-Chain Amines: Variation in Thermal and Mechanical Strengths of Gels journal November 2016
Broad-Spectrum Tunable Photoluminescent Nanomaterials Constructed from a Modular Light-Harvesting Platform Based on Macrocyclic Amphiphiles journal June 2016
Perylene Diimide Based Imine Cages for Inclusion of Aromatic Guest Molecules and Visible‐Light Photocatalysis journal July 2019
Halogen bonding influences perylene-core twists in non-core substituted perylene tetraesters journal January 2016
Influence of imide-substituents on the H-type aggregates of perylene diimides bearing cetyloxy side-chains at bay positions journal January 2017
From anthraquinone to heterocoronene as stable red chromophore journal January 2018
Coexistence of distinct intramolecular electron transfer pathways in polyoxometalate based molecular triads journal January 2018
Structure and luminescence properties of supramolecular polymers of amphiphilic aromatic thioether–peptide conjugates in water journal January 2019
Novel dithiano-thieno fused perylene diimides: synthesis, characterization and application in organic thin-film transistors (OTFTs) journal January 2019

Figures / Tables (12)

Figure 1(p. 21)figure Figure 1
Figure 2(p. 22)figure Figure 2
Figure 3(p. 23)figure Figure 3
Figure 4(p. 24)figure Figure 4
Figure 5(p. 25)figure Figure 5
Figure 6(p. 26)figure Figure 6
Scheme 1(p. 27)figure Scheme 1
Scheme 2(p. 27)figure Scheme 2
Table 1(p. 28)table Table 1
Table 2(p. 28)table Table 2
Table 3(p. 29)table Table 3
Table 4(p. 29)table Table 4

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
absorption
bio-inspired
catalysis (heterogeneous)
catalysis (homogeneous)
charge transport
defects
electrodes - solar
excited states
fluorescence
hydrogen and fuel cells
materials and chemistry by design
membrane
optics
photosynthesis (natural and artificial)
quantum mechanics
redox reactions
solar (fuels)
solar (photovoltaic)
spin dynamics
synthesis (novel materials)
synthesis (self-assembly)