Electronic properties of isoindigo-based conjugated polymers bearing urea-containing and linear alkyl side chains

2018 ◽  
Vol 6 (44) ◽  
pp. 12070-12078 ◽  
Author(s):  
Brynn P. Charron ◽  
Michael U. Ocheje ◽  
Mariia Selivanova ◽  
Arthur D. Hendsbee ◽  
Yuning Li ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Electronic Properties ◽  
Side Chain ◽  
Side Chains ◽  
Engineering Study ◽  
Alkyl Side Chains

A side-chain engineering study has been performed with isoindigo-based conjugated polymers to modulate their physical and electronic properties through the incorporation of urea-containing and saturated linear side chains.

scholarly journals Controlled steric selectivity in molecular doping towards closest-packed supramolecular conductors

2020 ◽  
Vol 1 (1) ◽  
Author(s):  
Shinya Kohno ◽  
Yu Yamashita ◽  
Naotaka Kasuya ◽  
Tsubasa Mikie ◽  
Itaru Osaka ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Steric Effects ◽  
Side Chain ◽  
Side Chains ◽  
Void Space ◽  
Alkyl Side Chains ◽  
Recent Developments ◽  
High Carrier ◽  
Molecular Doping ◽  
Steric Selectivity

Abstract Recent developments in molecular doping technologies allow extremely high carrier densities in polymeric semiconductors, exhibiting great diversity because of the unique size, conformation, and steric effect of molecular dopants. However, it is controversial how steric effects can limit the doping efficiency and to what extent dopants can be accommodated in polymers. Here, we employ two distinct conjugated polymers with different alkyl side-chain densities, where polymers are doped via anion-change, allowing greater variation in the incorporation of molecular dopants having different electrostatic potentials and shapes. We characterize the doping efficiency with regard to steric effects, considering the unique void space in the conjugated polymers. Our study reveals that doping efficiency of polymers with sparse alkyl side-chains is significantly greater than that with dense side-chains. A closest-packed supramolecule is realized with a particular combination of a sparse polymer and a large dopant, giving rise to high conductivity, air stability, and remarkably high work function. This work provides a critical insight into overcoming steric effects in molecular doping.

Low band gap conjugated polymers combining siloxane-terminated side chains and alkyl side chains: side-chain engineering achieving a large active layer processing window for PCE > 10% in polymer solar cells

2017 ◽  
Vol 5 (33) ◽  
pp. 17619-17631 ◽  
Author(s):  
Xuncheng Liu ◽  
Li Nian ◽  
Ke Gao ◽  
Lianjie Zhang ◽  
Lechi Qing ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Active Layer ◽  
Polymer Solar Cells ◽  
Hole Transport ◽  
Random Copolymers ◽  
Side Chain ◽  
Active Layer Thickness ◽  
Side Chains ◽  
Alkyl Side Chains ◽  
Thickness Tolerance

Side-chain random copolymers show high 3-D hole transport and offer excellent active layer thickness tolerance.

scholarly journals Direct observation of backbone planarization via side-chain alignment in single bulky-substituted polythiophenes

2018 ◽  
Vol 115 (11) ◽  
pp. 2699-2704 ◽  
Author(s):  
Dominic Raithel ◽  
Lena Simine ◽  
Sebastian Pickel ◽  
Konstantin Schötz ◽  
Fabian Panzer ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Electronic Properties ◽  
Red Shift ◽  
Structural Motif ◽  
Side Chain ◽  
Side Chains ◽  
Single Chain ◽  
Optical And Electronic Properties ◽  
Backbone Conformation ◽  
The Impact

The backbone conformation of conjugated polymers affects, to a large extent, their optical and electronic properties. The usually flexible substituents provide solubility and influence the packing behavior of conjugated polymers in films or in bad solvents. However, the role of the side chains in determining and potentially controlling the backbone conformation, and thus the optical and electronic properties on the single polymer level, is currently under debate. Here, we investigate directly the impact of the side chains by studying the bulky-substituted poly(3-(2,5-dioctylphenyl)thiophene) (PDOPT) and the common poly(3-hexylthiophene) (P3HT), both with a defined molecular weight and high regioregularity, using low-temperature single-chain photoluminescence (PL) spectroscopy and quantum-classical simulations. Surprisingly, the optical transition energy of PDOPT is significantly (∼2,000 cm−1 or 0.25 eV) red-shifted relative to P3HT despite a higher static and dynamic disorder in the former. We ascribe this red shift to a side-chain induced backbone planarization in PDOPT, supported by temperature-dependent ensemble PL spectroscopy. Our atomistic simulations reveal that the bulkier 2,5-dioctylphenyl side chains of PDOPT adopt a clear secondary helical structural motif and thus protect conjugation, i.e., enforce backbone planarity, whereas, for P3HT, this is not the case. These different degrees of planarity in both thiophenes do not result in different conjugation lengths, which we found to be similar. It is rather the stronger electronic coupling between the repeating units in the more planar PDOPT which gives rise to the observed spectral red shift as well as to a reduced calculated electron−hole polarization.

scholarly journals Synthesis of New Derivatives of BEDT-TTF: Installation of Alkyl, Ethynyl, and Metal-Binding Side Chains and Formation of Tris(BEDT-TTF) Systems

2021 ◽  
Vol 7 (8) ◽  
pp. 110
Author(s):  
Songjie Yang ◽  
Matteo Zecchini ◽  
Andrew Brooks ◽  
Sara Krivickas ◽  
Desiree Dalligos ◽  
...  
Keyword(s):  
Metal Binding ◽  
Tricarboxylic Acid ◽  
Metal Salts ◽  
Side Chain ◽  
Side Chains ◽  
Ethynyl Group ◽  
X Ray ◽  
Transition Metal Salts ◽  
Alkyl Side Chains ◽  
Derivatives Of

The syntheses of new BEDT-TTF derivatives are described. These comprise BEDT-TTF with one ethynyl group (HC≡C-), with two (n-heptyl) or four (n-butyl) alkyl side chains, with two trans acetal (-CH(OMe)2) groups, with two trans aminomethyl (-CH2NH2) groups, and with an iminodiacetate (-CH2N(CH2CO2−)2 side chain. Three transition metal salts have been prepared from the latter donor, and their magnetic properties are reported. Three tris-donor systems are reported bearing three BEDT-TTF derivatives with ester links to a core derived from benzene-1,3,5-tricarboxylic acid. The stereochemistry and molecular structure of the donors are discussed. X-ray crystal structures of two BEDT-TTF donors are reported: one with two CH(OMe)2 groups and with one a -CH2N(CH2CO2Me)2 side chain.

Consistent red luminescence in π-conjugated polymers with tuneable elastic moduli over five orders of magnitude

2020 ◽  
Vol 7 (5) ◽  
pp. 1421-1426 ◽  
Author(s):  
Zhenfeng Guo ◽  
Akira Shinohara ◽  
Chengjun Pan ◽  
Florian J. Stadler ◽  
Zhonghua Liu ◽  
...  
Keyword(s):  
Elastic Modulus ◽  
Conjugated Polymers ◽  
Elastic Moduli ◽  
Luminescent Properties ◽  
Side Chains ◽  
Wide Range ◽  
Alkyl Side Chains ◽  
Red Luminescence

Bulky but flexible alkyl side chains enable π-conjugated polymers to possess wide-range elastic modulus tuneability, yet consistent red luminescent properties.

High-performance near-infrared organic phototransistors based on diketopyrrolopyrrole conjugated polymers with partial removal of long branched alkyl side chains

2020 ◽  
Vol 8 (47) ◽  
pp. 16915-16922
Author(s):  
Yu Tang ◽  
Weijie Ge ◽  
Ping Deng ◽  
Qiaoming Zhang ◽  
Yingjie Liao ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Charge Transport ◽  
High Performance ◽  
Near Infrared ◽  
Side Chains ◽  
Partial Removal ◽  
Nir Absorption ◽  
Alkyl Side Chains

Near-infrared (NIR) phototransistors based on diketopyrrolopyrrole polymers with partial removal of side chains are reported with improved NIR photoresponses, which take advantage of both strengthened NIR absorption and improved charge transport.

Synergy strategy to the flexible alkyl and chloride side-chain engineered quinoxaline-based D–A conjugated polymers for efficient non-fullerene polymer solar cells

2021 ◽  
Author(s):  
Liang Zeng ◽  
Ruijie Ma ◽  
Qiang Zhang ◽  
Tao Liu ◽  
Yiqun Xiao ◽  
...  
Keyword(s):  
Solar Cells ◽  
Conjugated Polymers ◽  
Halogen Atom ◽  
Polymer Solar Cells ◽  
Fine Tuning ◽  
Side Chain ◽  
Side Chains

We are developing both copolymers with quinoxaline (Qx) as acceptor units by fine tuning the side chains with halogen atom chlorine (Cl) and flexible alkyl engineering for efficient non-fullerene polymer solar cells.

n-Alkylresorcinol Occurrence in Mercurialis perennis L. (Euphorbiaceae)

2010 ◽  
Vol 65 (3-4) ◽  
pp. 174-179 ◽  
Author(s):  
Peter Lorenz ◽  
Matthias Knödler ◽  
Julia Bertrams ◽  
Melanie Berger ◽  
Ulrich Meyer ◽  
...  
Keyword(s):  
Side Chain ◽  
Side Chains ◽  
Alkyl Side Chain ◽  
Alkyl Side Chains ◽  
Chain Lengths ◽  
New View

Investigation of the dichloromethane extracts from herbal and root parts of Mercurialis perennis L. afforded a mixture of 11 homologous n-alkylresorcinols (ARs) with saturated odd-numbered alkyl side chains (C15:0-C27:0). In addition to three predominant ARs (C19:0, C21:0 and C23:0), a number of minor ARs were identified by use of LC-MS/MS and GC-MS techniques. Among the compounds detected, four uncommon ARs with evennumbered alkyl side chain lengths were also determined. The overall AR concentration in herbal parts was 7 to 9 times higher compared to that of the roots. The results presented may open a new view on the phytochemistry and pharmacognosy of M. perennis and other members of the Euphorbiaceae family.

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