scholarly journals Use of side-chain for rational design of n-type diketopyrrolopyrrole-based conjugated polymers: what did we find out?

2014 ◽  
Vol 16 (32) ◽  
pp. 17253-17265 ◽  
Author(s):  
Catherine Kanimozhi ◽  
Nir Yaacobi-Gross ◽  
Edmund K. Burnett ◽  
Alejandro L. Briseno ◽  
Thomas D. Anthopoulos ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Intermolecular Interactions ◽  
Electron Mobility ◽  
Rational Design ◽  
Side Chain ◽  
Side Chains ◽  
Polymer Backbone ◽  
Alternating Copolymers

Electron mobility of diketopyrrolopyrrole (DPP) based alternating copolymers of >2 cm2V−1s−1requires the combination of strong intramolecular conjugation along the polymer backbone with optimized intermolecular interactions that can be tuned with suitable side-chains.

scholarly journals The role of side chains in the interaction of new antitumor pyrimidoacridinetriones with DNA: molecular dynamics simulations.

2000 ◽  
Vol 47 (1) ◽  
pp. 47-57 ◽  
Author(s):  
J Mazerski ◽  
I Antonini ◽  
S Martelli
Keyword(s):  
Molecular Dynamics ◽  
Rational Design ◽  
Md Simulations ◽  
Ring System ◽  
Side Chain ◽  
Side Chains ◽  
Intercalation Complex ◽  
Highly Active ◽  
Simulation Techniques ◽  
Dynamics Simulations

Pyrimidoacridinetriones (PATs) are a new group of highly active antitumor compounds. It seems reasonable to assume that, like for some other acridine derivatives, intercalation into DNA is a necessary, however not a sufficient condition for antitumor activity of these compounds. Rational design of new compounds of this chemotype requires knowledge about the structure of the intercalation complex, as well as about interactions responsible for its stability. Computer simulation techniques such as molecular dynamics (MD) may provide valuable information about these problems. The results of MD simulations performed for three rationally selected PATs are presented in this paper. The compounds differ in the number and position of side chains. Each of the compounds was simulated in two systems: i) in water, and ii) in the intercalation complex with the dodecamer duplex d(GCGCGCGCGCGC)2. The orientation of the side chain in relation to the ring system is determined by the position of its attachment. Orientation of the ring system inside the intercalation cavity depends on the number and position of side chain(s). The conformations of the side chain(s) of all PATs studied in the intercalation complex were found to be very similar to those observed in water.

scholarly journals Variation of the Side Chain Branch Position Leads to Vastly Improved Molecular Weight and OPV Performance in 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene/2,1,3-benzothiadiazole Copolymers

2011 ◽  
Vol 2011 ◽  
pp. 1-10 ◽  
Author(s):  
Robert C. Coffin ◽  
Christopher M. MacNeill ◽  
Eric D. Peterson ◽  
Jeremy W. Ward ◽  
Jack W. Owen ◽  
...  
Keyword(s):  
Thin Film ◽  
Molecular Weight ◽  
Thin Film Transistor ◽  
Power Conversion ◽  
Hole Mobility ◽  
Side Chain ◽  
Side Chains ◽  
Absorption Profile ◽  
Polymer Backbone ◽  
Chain Branch

Through manipulation of the solubilizing side chains, we were able to dramatically improve the molecular weight(Mw)of 4,8-dialkoxybenzo[1,2-b:4,5-b′]dithiophene (BDT)/2,1,3-benzothiadiazole (BT) copolymers. When dodecyl side chains (P1) are employed at the 4- and 8-positions of the BDT unit, we obtain a chloroform-soluble copolymer fraction withMwof 6.3 kg/mol. Surprisingly, by moving to the commonly employed 2-ethylhexyl branch (P2),Mwdecreases to 3.4 kg/mol. This is despite numerous reports that this side chain increases solubility andMw. By moving the ethyl branch in one position relative to the polymer backbone (1-ethylhexyl,P3),Mwis dramatically increased to 68.8 kg/mol. As a result of thisMwincrease, the shape of the absorption profile is dramatically altered, withλmax= 637 nm compared with 598 nm forP1and 579 nm forP2. The hole mobility as determined by thin film transistor (TFT) measurements is improved from~1×10−6 cm2/Vs forP1andP2to7×10−4 cm2/Vs forP3, while solar cell power conversion efficiency in increased to2.91%forP3relative to0.31%and0.19%forP1andP2, respectively.

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.

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.

Mechanically strong, fluorescent hydrogels from zwitterionic, fully π-conjugated polymers

2014 ◽  
Vol 50 (64) ◽  
pp. 8930-8933 ◽  
Author(s):  
Einat Elmalem ◽  
Frank Biedermann ◽  
Maik R. J. Scherer ◽  
Alexandros Koutsioubas ◽  
Chris Toprakcioglu ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Conjugated Polymer ◽  
Side Chains ◽  
Polymer Backbone

Mechanically strong supramolecular hydrogels can be obtained by combining a rigid, fully π-conjugated polymer backbone and zwitterionic side chains.

scholarly journals Rational Design of Donor Acceptor Based Semiconducting Copolymers with High Dielectric Constant

2020 ◽  
Author(s):  
Aiswarya Abhisek Mohapatra ◽  
Yifan Dong ◽  
Puttaraju Boregowda ◽  
Ashutosh Mohanty ◽  
Aditya Sadhanala ◽  
...  
Keyword(s):  
Dielectric Constant ◽  
Organic Semiconductors ◽  
Density Functional ◽  
Rational Design ◽  
Dielectric Constants ◽  
Side Chains ◽  
Free Charge ◽  
Coulombic Interaction ◽  
Polymer Backbone ◽  
Donor Acceptor

<div> <div> <div> <p>An efficient photogeneration of free charge carriers has long been recognized as the paramount challenge in organic photovoltaic (OPV) devices. The low dielectric constant organic semiconductors fall short to reduce strong Coulombic interaction of tightly bound exciton and hence lead to a loss mechanism in OPVs due to charge-carrier recombination. To circumvent this problem, we adopt a strategy to enhance the dielectric constant of organic semiconductors by incorporating tetraethyleneglycol (TEG) side-chains. We report synthesis of three new semiconducting copolymers by combining thiophene substituted diketopyrrolopyrrole (TDPP) monomer with three other monomeric units with varying electron donating strength: benzodithiophene (BBT-3TEG-TDPP), TDPP (TDPP-3TEG-TDPP) and naphthalene diimide (PNDITEG-TDPP). BBT-3TEG-TDPP and PNDITEG-TDPP showed highest dielectric constants (~ 5) at 1MHz frequency suggesting efficient contribution of dipolar polarization from TEG side-chains. To understand the electronic contribution of the polymer backbone and the polarity of TEG side-chains, and the resulting enhancement of the dielectric constant, we further performed first-principles density functional theory calculations. Single-component organic solar cells (OSC) fabricated utilizing these polymers resulted in poor performance which is attributed to the absence of free charge generation. Furthermore, transient absorption spectroscopy studies show low exciton diffusion length as observed in donor-acceptor type conjugated polymers. Our results suggest that, the strategy of enhancing dielectric constant with polar side-chains is not sufficient to reduce Coulombic interaction between hole and electron in OSCs. </p> </div> </div> </div>

scholarly journals Temperature dependant structural changes in thin films of random semifluorinated PMMA copolymers

2013 ◽  
Vol 28 (S2) ◽  
pp. S144-S160 ◽  
Author(s):  
Dieter Jehnichen ◽  
Peter Friedel ◽  
Romy Selinger ◽  
Andreas Korwitz ◽  
Martin Wengenmayr ◽  
...  
Keyword(s):  
Thin Films ◽  
Phase Separation ◽  
Structural Changes ◽  
Bulk Material ◽  
Fluorine Content ◽  
Film Surface ◽  
Phase Behaviour ◽  
Side Chain ◽  
Side Chains ◽  
Polymer Backbone

Semifluorinated (SF) side chain polymers show phase separation between polymer backbone and SF side chains. Due to strong interaction between SF segments the side chains determine the structure behaviour strongly, often resulting in layered structures in which backbones and layers of SF side chains alternate. The interest in this work was directed to find out the dependence of these structures on concentration of SF side chains. Thin films of random copolymers consisting of methylmethacrylate (MMA) and semifluorinated side chain methacrylate (SFMA) segments and with different fluorine content in the perfluoroalkyl side chains (abbreviated as H10F10 and H2F8) were prepared by spin-coating. Phase separation and structure changes were initiated by external subsequent annealing. Corresponding bulk material served as basic information. Generation of ordered structures and variation of film parameters were observed using different X-ray scattering methods (XRR, GIWAXS, and GISAXS). The phase behaviour in bulk is governed by the SF side chain amount and their specific fluorine content which control the self-organization tendency of SF side chains. Additionally, the confinement in thin films generates an orientation of side chains normally to film surface.

scholarly journals Modified structure of two-dimensional polythiophene derivatives by incorporating electron-deficient units into terthiophene-vinylene conjugated side chains and the polymer backbone: synthesis, optoelectronic and self-assembly properties, and photovoltaic application

RSC Advances ◽  
2016 ◽  
Vol 6 (72) ◽  
pp. 67976-67985 ◽  
Author(s):  
Chuen-Yo Hsiow ◽  
Yu-Hsiang Lin ◽  
Rathinam Raja ◽  
Syang-Peng Rwei ◽  
Wen-Yen Chiu ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Self Assembly ◽  
Molecular Engineering ◽  
Side Chains ◽  
Two Dimensional ◽  
Photovoltaic Properties ◽  
Polymer Backbone ◽  
Photovoltaic Application

Molecular engineering on the conjugated side chains of two-dimensional (2D) conjugated polymers was conducted and its effect on the optical, electronic, self-assembly and photovoltaic properties was investigated.

Effects of conformational symmetry in conjugated side chains on intermolecular packing of conjugated polymers and photovoltaic properties

RSC Advances ◽  
2015 ◽  
Vol 5 (128) ◽  
pp. 106044-106052 ◽  
Author(s):  
Jisoo Shin ◽  
Min Kim ◽  
Jaewon Lee ◽  
Donghun Sin ◽  
Heung Gyu Kim ◽  
...  
Keyword(s):  
Charge Carrier ◽  
Conjugated Polymers ◽  
Carrier Mobility ◽  
Light Harvesting ◽  
Charge Carrier Mobility ◽  
Polymer Chains ◽  
Side Chain ◽  
Side Chains ◽  
Photovoltaic Properties

Introduction of the symmetric conjugated side chain to the conjugated backbone of the polymer was found to improve both the light-harvesting ability of the polymer and its charge carrier mobility, apparently by increasing the packing between the polymer chains.

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