7-Alkoxy-appended coumarin derivatives: synthesis, photo-physical properties, aggregation behaviours and current–voltage (<i>I</i>–<i>V</i>) characteristic studies on thin films

Paul, Abhijit Rudra; Dey, Bapi; Suklabaidya, Sudip; Hussain, Syed Arshad; Majumdar, Swapan

doi:10.1039/d1ra00762a

Cited by 4 publications

(3 citation statements)

References 43 publications

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“…These minimal interactive distances result from the close packing of compounds due to O—O (methoxy groups) S—S and O—S (thiophene groups) intermolecular interactions. “Lewis soft” oxygen present in the alkoxy group will passivate trap states and thus result in the lower threshold voltages [58,59] . Compounds 4 d and 4 e with branched and linear alkyl substitution exhibited small differences in their mobilities, μ h 0.52 cm 2 /Vs and 0.42 cm 2 /Vs , respectively.…”

Section: Resultsmentioning

confidence: 99%

“…"Lewis soft" oxygen present in the alkoxy group will passivate trap states and thus result in the lower threshold voltages. [58,59] Compounds 4 d and 4 e with branched and linear alkyl substitution exhibited small differences in their mobilities, μ h 0.52 cm 2 /Vs and 0.42 cm 2 /Vs , respectively. This difference is attributed to the electron-pushing nature of tert-butyl group than n-pentyl substituent on the phenyl ring.…”

Section: Chemphyschemmentioning

confidence: 96%

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High Mobility and ON/OFF Ratio of Solution‐Processable p‐Channel OFETs from Arylacetylene End‐Capped Alkoxyphenanthrenes

et al. 2022

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New arylacetylene end-capped alkoxyphenanthrenes were synthesized and demonstrated as the best active layer for solution-processable p-channel organic field-effect transistors. The alkoxy chain embedded compounds exhibited enhanced solubility and induced non-covalent interactions resulting in effective molecular packing. The 'Lewis soft' heteroatoms direct the most stable conformation with dihedral angles possible for molecular interactions, and energy levels. DFT studies supported the fine-tuning of FMOs, with high HOMO levels À 5.2 eV ensuring a low barrier for charge injection. OFET devices exhibited a maximum charge carrier mobility up to 1.30 cm 2 /Vs with the highest ON/OFF ratio of 10 7 . The strong ππ interactions and the crystallinity of the films are well supported by GIXRD and SEM analysis.

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Section: Resultsmentioning

confidence: 99%

Section: Chemphyschemmentioning

confidence: 96%

High Mobility and ON/OFF Ratio of Solution‐Processable p‐Channel OFETs from Arylacetylene End‐Capped Alkoxyphenanthrenes

et al. 2022

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“…Thus, the development of an efficient protocol for a useful organic transformation under ambient conditions using simply water as a solvent medium is one of the important aspects of green chemistry practice. During our ongoing research [56] to explore coumarin based novel materials for making memory devices and other switching behavior we are in need of multiple gram quantity of coumarin 3‐carboxylic acids. In this context report of Maggi et al [57] .…”

Section: Introductionmentioning

confidence: 99%

Ecofriendly Approach for the Large‐Scale Synthesis of 4‐Unsubstituted Coumarin‐3‐carboxylic Acids from o‐Hydroxy‐araldehydes with Meldrum's Acid in the Water‐SDS Micellar System

et al. 2023

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This paper introduces a base and catalyst‐free “on water” protocol for the “Green” access to a series of privileged, potential biologically active important synthetic targets coumarin‐3‐carboxylic acids of diverse structures bearing electron withdrawing/donating groups, hydrophobic long chain alkyl groups in aromatic ring. The target compounds were synthesized by reacting substituted o‐hydroxy‐aryldehydes with Meldrum's acid in the water ‐ SDS micellar system. Water‐SDS is a proven, yet powerful surfactant system to provide hydrophobic cavities in water as a reactor for the organic reactants. It is believed that the condensation occurs inside the hydrophobic cavity which helps the completion of the reaction. Multi‐gram scale reaction was also performed to demonstrate the scalability and practical applicability of the developed methodology. Moreover, the reusability of the post‐reaction waste shows that the waste can be reused in consecutive cycles without compromising the yield. The structure of one of the synthesized compounds was further confirmed by single‐crystal XRD studies. This developed protocol promises advantages like energy efficiency, operational simplicity, easy workup, chromatography‐free purification, recyclability of post‐reaction waste, scalable method and provides excellent yields of the targeted coumarin ‐3‐carboxylic acids.

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Design and synthesis of bis-coumarinyl methanes from 4-hydroxy-coumarin and aldehydes catalysed by Amberlyst 15 via dual C–C coupling: introducing coumarin based thin film organic nano-materials for memory devices

Paul

Sarkar

Hossain³

et al. 2022

Res Chem Intermed

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7-Alkoxy-appended coumarin derivatives: synthesis, photo-physical properties, aggregation behaviours and current–voltage (I–V) characteristic studies on thin films

Abstract: In this article, we demonstrate the design, synthesis and physico-chemical characteristics, including electrical switching behaviours of long alkoxy-appended coumarin carboxylate/carboxylic acid in thin films.

Cited by 4 publications

References 43 publications

High Mobility and ON/OFF Ratio of Solution‐Processable p‐Channel OFETs from Arylacetylene End‐Capped Alkoxyphenanthrenes

High Mobility and ON/OFF Ratio of Solution‐Processable p‐Channel OFETs from Arylacetylene End‐Capped Alkoxyphenanthrenes

Ecofriendly Approach for the Large‐Scale Synthesis of 4‐Unsubstituted Coumarin‐3‐carboxylic Acids from o‐Hydroxy‐araldehydes with Meldrum's Acid in the Water‐SDS Micellar System

Design and synthesis of bis-coumarinyl methanes from 4-hydroxy-coumarin and aldehydes catalysed by Amberlyst 15 via dual C–C coupling: introducing coumarin based thin film organic nano-materials for memory devices

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