Dihedral angle control to improve the charge transport properties of conjugated polymers in organic field effect transistors

Dharmapurikar, Satej S.; Chithiravel, Sundaresan; Mane, Manoj V.; Deshmukh, Gunvant; Krishnamoorthy, Kothandam

doi:10.1016/j.cplett.2018.01.052

Cited by 13 publications

(4 citation statements)

References 47 publications

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“…The presence of adjacent thiophene/pyrrole rings are captured by bfp _1/ bfp _5, and has a positive impact on conductivity. However, the presence of a benzene ring negatively affects hole conduction as it is often associated with a large dihedral angle in the main chain, leading to a weak π-conjugation. , A rise in the percentage of non-hydrogen atoms for a polymer chain indicates an increase in the degree of unsaturation and number of heteroatoms, and thus it is positively correlated with σ. Number of cyclic tetravalent nodes in a repeat unit , N3–C4–H1 , C4–C4–H1 , and C3–C3–N2 are negatively correlated as they block π-conjugation, and a low value is preferred.…”

Section: Resultsmentioning

confidence: 99%

An Informatics Approach for Designing Conducting Polymers

Sahu

Chen

et al. 2021

ACS Appl. Mater. Interfaces

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Doping conjugated polymers, which are potential candidates for the next generation of organic electronics, is an effective strategy for manipulating their electrical conductivity. However, selecting a suitable polymer–dopant combination is exceptionally challenging because of the vastness of the chemical, configurational, and morphological spaces one needs to search. In this work, high-performance surrogate models, trained on available experimentally measured data, are developed to predict the p-type electrical conductivity and are used to screen a large candidate hypothetical data set of more than 800 000 polymer–dopant combinations. Promising candidates are identified for synthesis and device fabrication. Additionally, new design guidelines are extracted that verify and extend knowledge on important molecular fragments that correlate to high conductivity. Conductivity prediction models are also deployed at for broader open-access community use.

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Section: Resultsmentioning

confidence: 99%

An Informatics Approach for Designing Conducting Polymers

Sahu

Chen

et al. 2021

ACS Appl. Mater. Interfaces

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“…Beyond their traditional utilization as dyes and pigments, indigo‐based chromophores have been extensively studied over the past decade as non‐fullerene acceptors in organic solar cells (OSCs) and active components of field‐effect transistors (FETs) [1–7] . In comparison, the chemistry of the structural isomer β‐isoindigo remains largely unexplored, despite the presence of this structural unit (in the cis ‐configuration) in well‐known π‐extended chromophores such as tetrabenzotriazocorroles [8–15] and expanded phthalocyanines [16] .…”

Section: Methodsmentioning

confidence: 99%

β‐Isoindigo‐azaDIPYs: Fully Conjugated Hybrid Systems with Broad Absorption in the Visible Region

et al. 2021

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A one‐step synthetic pathway for the preparation of fully conjugated β‐isoindigo‐azaDIPY hybrid chromophores comprised of β‐isoindigo and azadipyrromethene moieties is reported. The target compounds were characterized by spectroscopic, crystallographic, and theoretical methods and show unprecedented broad absorption across the visible region of the electromagnetic spectrum. The X‐ray crystal structure of the octa(n‐butyl)‐β‐isoindigo‐azaDIPY derivative revealed that a trans‐configuration of the β‐isoindigo fragment accompanies a planar conjugated core.

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“…Therein, the thermolysis of a thin film of the device at 220 °C, accompanied by the elimination of Boc groups, led to a significant decrease of the OFET performance. For the example of the polymers 52 series, the importance of the spatial arrangement of the isoindigo and DPP fragments relative to each other was demonstrated [ 96 ]. Thus, the dihedral angle 179° in a furan polymer determines the conductivity μ h /μ e = 0.01 cm 2 ⋅V −1 ⋅s −1 /1.6⋅10 −3 cm 2 ⋅V −1 ⋅s −1 , while polymers containing thiophene or p -phenylene spacers did not possess conductivity at all due to the lower planarity (dihedral angle 143°, Scheme 26 , Table 7 ).…”

Section: Reviewmentioning

confidence: 99%

Recent advances in the application of isoindigo derivatives in materials chemistry

Богданов¹,

Миронов²

2021

Beilstein J. Org. Chem.

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In this review, the data on the application of isoindigo derivatives in the chemistry of functional materials are analyzed and summarized. These bisheterocycles can be used in the creation of organic solar cells, sensors, lithium ion batteries as well as in OFET and OLED technologies. The potentials of the use of polymer structures based on isoindigo as photoactive component in the photoelectrochemical reduction of water, as matrix for MALDI spectrometry and in photothermal cancer therapy are also shown. Data published over the past 5 years, including works published at the beginning of 2021, are given.

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Dihedral angle control to improve the charge transport properties of conjugated polymers in organic field effect transistors

Cited by 13 publications

References 47 publications

An Informatics Approach for Designing Conducting Polymers

An Informatics Approach for Designing Conducting Polymers

β‐Isoindigo‐azaDIPYs: Fully Conjugated Hybrid Systems with Broad Absorption in the Visible Region

Recent advances in the application of isoindigo derivatives in materials chemistry

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