Synthesis of 1,6‐<scp>didecylnaphtho</scp>[1,2‐<i>b</i>:5,6‐<i>b</i>']<scp>difuran‐based</scp> copolymers by direct heteroarylation polymerization

Muller, Evan; Burney‐Allen, Alfred A.; Shaw, Jessica; Wheeler, David L.; Duzhko, Volodimyr V.; Jeffries‐EL, Malika

doi:10.1002/pol.20200069

Cited by 4 publications

(3 citation statements)

References 47 publications

(53 reference statements)

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“…Direct C H arylation reaction is well established for synthesis of conjugated molecules and polymers by using various units, namely furan, 14 thiophene, 15,16,17,18 selenophene, 19 pyrazole 20,21 based core moiety. 22,23,24,25,26 Recently, direct C H arylation reaction has gained significant importance for the preparation of conjugated materials for optoelectronic applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of 3,4‐dioxythiophene and 1,4‐dialkoxybenzene based copolymers via direct CH arylation: Dopant‐free hole transport material for perovskite solar cells

Mishra

Gupta

Patra

2021

Journal of Polymer Science

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Direct C H arylation coupling reaction has gained significant importance in synthesis of conjugated polymers for organic electronic applications. We report here a facile and straightforward method called "direct C H arylation" reaction to synthesize conjugated 3,4-dioxythiophene and 1,4-dialkoxybenzene based copolymers as hole transport material (HTM) for perovskite solar cells. Two electron-rich conjugated polymers P1-2 were synthesized, in which 1,4-dibromo-2,5-bis(dodecyloxy)benzene and 3,4-dialkoxy-thiophene units were used for polymerization. The resulting polymers were characterized and exhibited high solubility in organic solvents. Electrochemical and optical characterizations were carried out by cyclic voltammetry and UV-Vis-NIR absorption spectroscopy and found that these polymers show higher-lying HOMO energy levels with wide band gap. Density functional theory calculation was performed on these polymers (P1-2) and correlated with our experimental results. Finally, perovskite solar cells were fabricated by solution-processable deposition of P1-2 as dopant-free HTM with device geometry ITO/SnO 2 /Perovskite/HTM(P1/P2)/Ag and achieved a maximum power conversion efficiency of 5.28%. This study provides information on designing and simple preparation by direct C H arylation reaction of higher-lying HOMO energy level polymer as HTM for perovskite solar cells.

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Section: Introductionmentioning

confidence: 99%

Synthesis and properties of 3,4‐dioxythiophene and 1,4‐dialkoxybenzene based copolymers via direct CH arylation: Dopant‐free hole transport material for perovskite solar cells

Mishra

Gupta

Patra

2021

Journal of Polymer Science

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“…TPD has a simple, symmetric, fused, planar and compact structure leading to electron delocalization through the backbone of the polymer. [14][15][16][17] Due to geometric strain, it exhibits decreased steric repulsion between the neighboring units. Additionally, the interactions between the sulfur and oxygen atoms lead to backbone planarity.…”

Section: Introductionmentioning

confidence: 99%

“…Thieno[3,4‐c]pyrrole‐4,6‐dione‐TPD has been used as an acceptor moiety in various conjugated polymers utilized for organic solar cells. TPD has a simple, symmetric, fused, planar and compact structure leading to electron delocalization through the backbone of the polymer 14–17 . Due to geometric strain, it exhibits decreased steric repulsion between the neighboring units.…”

Section: Introductionmentioning

confidence: 99%

Construction of amperometric biosensor modified with conducting polymer/carbon dots for the analysis of catechol

Yaşa

Deniz

Forough

et al. 2020

Journal of Polymer Science

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Phenolic compounds used in food industries and pesticide industry, are environmentally toxic and pollute the rivers and ground water. For that reason, detection of phenolic compounds such as catechol by using simple, efficient and cost-effective devices have been becoming increasingly popular. In this study, a suitable and a novel matrix was composed using a novel conjugated polymer, namely poly[1-(5-(4,8-bis(5-(2-ethylhexyl)thiophen-2-yl)benzo[1,2-b:4,5-b'] dithiophen-2-yl)furan-2-yl)-5-(2-ethylhexyl)-3-(furan-2-yl)-4H thieno[3,4-c]pyrrole-4,6(5H)-dione] (PFTBDT) and carbon dots (CDs) to detect catechol. PFTBDT and CDs were synthesized and the optoelectronic properties of PFTBDT were investigated via electrochemical and spectroelectrochemical studies. Laccase enzyme was immobilized onto the constructed film matrix on the graphite electrode. The proposed biosensor was found to have a low detection limit (1.23 μM) and a high sensitivity (737.44 μA/mM.cm −2) with a linear range of 1.25-175 μM. Finally, the applicability of the proposed enzymatic biosensor was evaluated in a tap water sample and a satisfactory recovery (96-104%) was obtained for catechol determination.

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Structure–Property Relationships of Solution‐Processable Diarylethene‐Based Main‐Chain Photochromic Polymers

Gwebu,

Marshall,

Sonar

et al. 2024

Macro Chemistry & Physics

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A series of alternating copolymers of a dithienylethene with di‐n‐alkyl‐fluorene (P1‐P3), di‐n‐hexylphenylene (P4), 9‐heptadecanylcarbazole (P5) and 4,8‐bis(3,5‐dioctyl‐2‐thienyl)‐1,5‐dithia‐s‐indacene (P6) were designed, synthesized and characterized. All of the polymers were soluble in common organic solvents such as chloroform, dichloromethane, toluene and tetrahydrofuran. The side‐chain length affected the solubility of the polymer, molecular weight and the glass transition temperature. Solutions of P1‐P6 showed photochromism with high quantum yields of 6‐π electrocyclization (41‐87%) and cycloreversion (0.4‐1.1%). These polymers also formed uniform thin films and the rates of solid state photoisomerization were measured relative to P4, which had the highest cyclization and cycloreversion rates. The color of the photochromic polymer was tuned according to the comonomer and the maximum absorption wavelength ranged from 569 to 675 nm in the closed isomeric form. All the polymers were thermally stable and showed no signs of photo‐degradation after being exposed to UV‐light for 120 min in air. Based on these promising results, these polymers may be useful for multi‐functional organic electronic devices.This article is protected by copyright. All rights reserved

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Synthesis of 1,6‐didecylnaphtho[1,2‐b:5,6‐b']difuran‐based copolymers by direct heteroarylation polymerization

Abstract: This is the author manuscript accepted for publication and has undergone full peer review but has not been through the copyediting, typesetting, pagination and proofreading process, which may lead to differences between this version and the Version of Record. Please cite this article as

Cited by 4 publications

References 47 publications

Synthesis and properties of 3,4‐dioxythiophene and 1,4‐dialkoxybenzene based copolymers via direct CH arylation: Dopant‐free hole transport material for perovskite solar cells

Synthesis and properties of 3,4‐dioxythiophene and 1,4‐dialkoxybenzene based copolymers via direct CH arylation: Dopant‐free hole transport material for perovskite solar cells

Construction of amperometric biosensor modified with conducting polymer/carbon dots for the analysis of catechol

Structure–Property Relationships of Solution‐Processable Diarylethene‐Based Main‐Chain Photochromic Polymers

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