Facile synthesis and self-assembly of diazafluorenone-based p–n (donor–acceptor) organic semiconductors

Tetrahedron ◽  
2012 ◽  
Vol 68 (39) ◽  
pp. 8216-8221 ◽  
Author(s):  
Wei-Jie Li ◽  
Hai-Mei Wu ◽  
Yi-Bao Li ◽  
Chao-Peng Hu ◽  
Ming-Dong Yi ◽  
...  
Keyword(s):  
Organic Semiconductors ◽  
Self Assembly ◽  
Facile Synthesis ◽  
Donor Acceptor

Supramolecular control of organic p/n-heterojunctions by complementary hydrogen bonding

2014 ◽  
Vol 174 ◽  
pp. 297-312 ◽  
Author(s):  
Hayden T. Black ◽  
Huaping Lin ◽  
Francine Bélanger-Gariépy ◽  
Dmitrii F. Perepichka
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Organic Semiconductors ◽  
Crystal Engineering ◽  
Self Assembly ◽  
Structural Control ◽  
Molecular Structures ◽  
Mutual Arrangement ◽  
Donor And Acceptor ◽  
Donor Acceptor

The supramolecular structure of organic semiconductors (OSCs) is the key parameter controlling their performance in organic electronic devices, and thus methods for controlling their self-assembly in the solid state are of the upmost importance. Recently, we have demonstrated the co-assembly of p- and n-type organic semiconductors through a three-point hydrogen-bonding interaction, utilizing an electron-rich dipyrrolopyridine (P2P) heterocycle which is complementary to naphthalenediimides (NDIs) both in its electronic structure and H bonding motif. The hydrogen-bonding-mediated co-assembly between P2P donor and NDI acceptor leads to ambipolar co-crystals and provides unique structural control over their solid-state packing characteristics. In this paper we expand our discussion on the crystal engineering aspects of H bonded donor–acceptor assemblies, reporting three new single co-crystal X-ray diffraction structures and analyzing the different packing characteristics that arise from the molecular structures employed. Particular attention is given toward understanding the formation of the two general motifs observed, segregated and mixed stacks. Co-assembly of the donor and acceptor components into a single, crystalline material, allows the creation of ambipolar semiconductors where the mutual arrangement of p- and n-conductive channels is engineered by supramolecular design based on complementary H bonding.

Energetic Control of Redox-Active Polymers Towards Safe Organic Bioelectronic Materials

2019 ◽  
Author(s):  
Alexander Giovannitti ◽  
Reem B. Rashid ◽  
Quentin Thiburce ◽  
Bryan D. Paulsen ◽  
Camila Cendra ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Organic Semiconductors ◽  
Side Reaction ◽  
Semiconducting Polymers ◽  
Side Reactions ◽  
Redox Active ◽  
Donor Acceptor ◽  
Electrochemical Devices ◽  
Biological Environment ◽  
Device Operation

<p>Avoiding faradaic side reactions during the operation of electrochemical devices is important to enhance the device stability, to achieve low power consumption, and to prevent the formation of reactive side‑products. This is particularly important for bioelectronic devices which are designed to operate in biological systems. While redox‑active materials based on conducting and semiconducting polymers represent an exciting class of materials for bioelectronic devices, they are susceptible to electrochemical side‑reactions with molecular oxygen during device operation. We show that this electrochemical side reaction yields hydrogen peroxide (H<sub>2</sub>O<sub>2</sub>), a reactive side‑product, which may be harmful to the local biological environment and may also accelerate device degradation. We report a design strategy for the development of redox-active organic semiconductors based on donor-acceptor copolymers that prevent the formation of H<sub>2</sub>O<sub>2</sub> during device operation. This study elucidates the previously overlooked side-reactions between redox-active conjugated polymers and molecular oxygen in electrochemical devices for bioelectronics, which is critical for the operation of electrolyte‑gated devices in application-relevant environments.</p>

Synthesis of azobenzene-containing liquid crystalline block copolymer nanoparticles via polymerization induced hierarchical self-assembly

2021 ◽  
Author(s):  
Wei Wen ◽  
Wangqi Ouyang ◽  
Song Guan ◽  
Aihua Chen
Keyword(s):  
Block Copolymer ◽  
Self Assembly ◽  
Liquid Crystalline ◽  
Facile Synthesis ◽  
Liquid Crystalline Nanoparticles

A facile synthesis of non-spherical photoresponsive azobenzene-containing liquid crystalline nanoparticles via polymerization-induced hierarchical self-assembly (PIHSA).

Self-Assembly of a Donor–Acceptor Nanotube. A Strategy To Create Bicontinuous Arrays

2011 ◽  
Vol 133 (47) ◽  
pp. 19125-19130 ◽  
Author(s):  
Siyu Tu ◽  
Se Hye Kim ◽  
Jojo Joseph ◽  
David A. Modarelli ◽  
Jon R. Parquette
Keyword(s):  
Self Assembly ◽  
Donor Acceptor

Facile synthesis of a novel BaSnO3/MXene nanocomposite by electrostatic self-assembly for efficient photodegradation of 4-nitrophenol

2021 ◽  
pp. 111949
Author(s):  
Shu Chen ◽  
Rui Liu ◽  
Zeyuan Kuai ◽  
Xuezhi Li ◽  
Shanshan Lian ◽  
...  
Keyword(s):  
Self Assembly ◽  
Facile Synthesis

Self-assembly of octachloroperylene diimide into 1D rods and 2D plates by manipulating the growth kinetics for waveguide applications

2014 ◽  
Vol 50 (35) ◽  
pp. 4620-4623 ◽  
Author(s):  
Huiying Liu ◽  
Xinqiang Cao ◽  
Yishi Wu ◽  
Qing Liao ◽  
Ángel J. Jiménez ◽  
...  
Keyword(s):  
Growth Kinetics ◽  
Self Assembly ◽  
Optical Waveguides ◽  
Facile Synthesis

This communication describes the facile synthesis of Cl8-PTCDI 1D rods and 2D plates by controlling the growth kinetics, as well as their shape dependent optical waveguides.

Molecular Tetrominoes: Selective Masking of Donor pi-face to Control Configuration of Donor-Acceptor Complex

2021 ◽  
Author(s):  
Jenna L Sartucci ◽  
Arindam Maity ◽  
Manikandan Mohanan ◽  
Jeffery A. Bertke ◽  
Miklos Kertesz ◽  
...  
Keyword(s):  
Organic Semiconductors ◽  
Organic Electronics ◽  
Molecular Design ◽  
Design Rules ◽  
Acceptor Complex ◽  
Donor Acceptor ◽  
Doping Mechanism ◽  
Control Configuration

Understanding the doping mechanism in organic semiconductors and generating molecular design rules to control the doping process is crucial to improve the performance of organic electronics. Even though controlling the...

Facile synthesis and self-assembly behaviour of pH-responsive degradable polyacetal dendrimers

2016 ◽  
Vol 7 (40) ◽  
pp. 6154-6158 ◽  
Author(s):  
Da Huang ◽  
Fei Yang ◽  
Xing Wang ◽  
Hong Shen ◽  
Yezi You ◽  
...  
Keyword(s):  
Polyethylene Glycol ◽  
Self Assembly ◽  
Ph Responsive ◽  
Facile Synthesis

Well-defined POSS hybrid polyacetal dendrimers functionalized with terminal polyethylene glycol and zwitterion could assemble into pH-responsive degradable micelles and nanofibers.

Light harvesting vesicular donor–acceptor scaffold limits the rate of charge recombination in the presence of an electron donor

2014 ◽  
Vol 7 (5) ◽  
pp. 1661-1669 ◽  
Author(s):  
Rijo T. Cheriya ◽  
Ajith R. Mallia ◽  
Mahesh Hariharan
Keyword(s):  
Charge Transfer ◽  
Survival Time ◽  
Electron Donor ◽  
Self Assembly ◽  
Light Harvesting ◽  
Charge Recombination ◽  
Donor Acceptor

This work highlights the utility of π–π stacked self-assembly for enhanced survival time of charge transfer intermediates upon photoexcitation of donor–acceptor systems.

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