Thiophene-based molecules as hole transport materials for efficient perovskite solar cells or as donors for organic solar cells

Idrissi, Abdennacer; Fakir, Zouhair El; Atir, Redouane; Habsaoui, Amar; Touhami, M. Ebn; Bouzakraoui, Saïd

doi:10.1016/j.matchemphys.2022.126851

Cited by 15 publications

(4 citation statements)

References 42 publications

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“…Furtheromore, the thiophene moiety also shows wide biological activities, such as antibacterial, [11–13] antioxidant, antifungal, SARS‐CoV‐2 main protease inhibition, [14–17] anti‐inflammatory, [18] and anti‐tubercular [19] . Thiophene‐based dyes were also applied as sensitizers to many solar cells [20,21] . Two new thiophene‐containing polymers are designed and synthesized successfully for selective dispersion of high‐purity (>99 %) semiconducting single‐walled carbon nanotubes [22,23] .…”

Section: Introductionmentioning

confidence: 99%

“…[19] Thiophene-based dyes were also applied as sensitizers to many solar cells. [20,21] Two new thiophenecontaining polymers are designed and synthesized successfully for selective dispersion of high-purity (> 99 %) semiconducting single-walled carbon nanotubes. [22,23] In light of the above considerations, a number of novel heterocyclic scaffolds with a thiophene moiety were created by reacting 3-oxobutanamidothiophene derivatives 2 a and 2 b with diverse nucleophiles in the presence of distinct bases.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Biological Evaluation, and Docking Study of a New Series of Thiophene Derivatives Based on 3‐Oxobutanamidothiophene as an Anticancer Agent

Mehdhar,

Saeed,

Abdel‐Latif

et al. 2024

ChemistrySelect

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Herein, the constructing synthon 3‐oxobutanamidothiophene derivatives 2 a and 2 b were synthesized and utilized for building a wide variety of pyran, thiazole, pyrazole or pyrimidine ring heterocyclic compounds that can be used as anticancer medications. 3‐Oxobutanamidothiophene derivatives 2 a,b were coupled with 4‐substitutedphenyl diazonium chloride to produce the corresponding hydrazones derivatives 3 a–f. Various thiophene‐pyran derivatives 4 a,b were synthesized through the treatment of thiophene components 2 a,b with different arylidene‐malononitrile. 2‐Aminothiophene derivatives 5 were prepared via Gewald's reaction between 2 a,b, elemental sulfur, and various activated nitrile derivatives. The 3‐oxobutanamidothiophene derivatives 2 a,b were reacted with PhNCS and the potassium salt intermediates 6 a,b with ethyl bromoacetate to pick up the corresponding thiophene‐thiazolidin‐4‐one derivatives 7. Treatment of the conforming thiocarbamoyl compounds 8 a,b, which undergo heating with three types of α‐halogenated reagents to afford the corresponding substitutedthiophene‐3‐carboxamides 9 a,b. Condensation of keteneN,S‐acetals 10 a,b with hydrazines furnished the thiophene‐pyrazole‐4‐carboxamide hybrids 11 a,b, while condensation with urea and/or thiourea afforded the corresponding thiophene‐pyrimidine‐5‐carboxamides 12 a,b. The recently synthesized thiophene compounds were characterized there in vitro anticancer properties against HepG2 (hepatocellular carcinoma) and MDA‐MB‐231 (breast cancer) were evaluated. Molecular docking was also performed to predict the binding modes of synthesized derivatives with the good anticancer results designed as potential inhibitors for a specific target.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation, and Docking Study of a New Series of Thiophene Derivatives Based on 3‐Oxobutanamidothiophene as an Anticancer Agent

Mehdhar,

Saeed,

Abdel‐Latif

et al. 2024

ChemistrySelect

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“…[11] Additionally, the engineering of a thiophene-chitosan (TCS) hydrogel demonstrated superior Hg (II) ion binding capacity from aqueous solutions, attributed to the presence of thiophene moieties within the hydrogel matrix. [12] Notably, certain compounds with the thiophene heterocycle [13] are vital in applications ranging from solar cell materials, [14][15][16] nanoparticle functionalization, [17] fluorescent markers, [18,19] antimicrobial agents, [20] electrochromic substances, [21] to chromophores. [22] In alignment with the aforementioned insights and building upon our ongoing efforts to synthesize and assess novel thiophene derivatives for their potential as anticancer agents, this study aims to enrich the pool of anticancer compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some Novel Thiophene Analogues as Potential Anticancer Agents

Almatari,

Saeed,

Abdel‐Ghani

et al. 2024

Chemistry & Biodiversity

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The aim of this study involves the synthesis novel thiophene analogues that can be used as anticancer medications through a strategic multicomponent reaction connecting ethyl 4‐chloroacetoacetate (1), phenyl isothiocyanate, and a series of active methylene reagents, including ethyl acetoacetate (2), malononitrile, ethyl cyanoacetate, cyanoacetamide 6a‐c, N‐phenyl cyanoacetamide derivatives 13a‐c, and acetoacetanilide derivatives 18. This reaction was facilitated by dry dimethylformamide with a catalytic quantity of K2CO3. The resultant thiophene derivatives were identified as 4, 8a‐b, 9, 12a‐d, 15a‐c, and 20a‐b. Further reaction of compound 4 with hydrazine hydrate yielded derivative 5, respectively. When compound 1 was refluxed with ethyl 3‐mercapto‐3‐(phenylamino)‐2‐(p‐substituted phenyldiazenyl)acrylate 10a‐e in the presence of sodium ethoxide, it produced thiophene derivatives 12a‐d. Comprehensive structural elucidation of these newly synthesized thiophene‐analogues was accomplished via elemental and spectral analysis data. Furthermore, the study delves into the cytotoxicity of the newly synthesized thiophenes was evaluated using the HepG2, A2780, and A2780CP cell lines. The amino‐thiophene derivative 15b exhibited an increased growth inhibition of A2780, and A2780CP with IC50 values 12±0.17, and 10±0.15 µM, respectively compared to Sorafenib with IC50 values 7.5±0.54 and 9.4±0.14. This research opens new avenues for developing thiophene‐based anticancer agents.

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“…The field of organic semiconductors [7,8], in particular, greatly profits from oligo-and polythiophenes, thanks to their optoelectronic properties, such as luminescence, charge carrier mobility and tunability of the HOMO-LUMO energy gap, which can be adjusted by varying both the number of thiophene subunits and the chemical nature and position of substituents on the heteroaromatic rings. For these reasons, some of the most investigated applications of oligo-and polythiophenes are represented by organic lightemitting diodes (OLEDs) [9], organic field-effect transistors (OFETs) [10], organic solar cells (OSCs) and other photovoltaic applications [11,12], and conductivity-based sensors and biosensors [13,14].…”

Section: Introductionmentioning

confidence: 99%

4,4′-([2,2′-Bithiophene]-5,5′-diylbis(ethyne-2,1-diyl))bis(1-methylpyridin-1-ium) Iodide

Romagnoli,

D’Annibale,

Latini

2023

Molbank

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Viologens are a highly advantageous class of compounds for the synthesis of functional materials. Owing to their versatile structure, they can embed additional conjugated moieties, thus representing a convenient platform, for example for organic semiconductors and other energy-related uses. A straightforward synthesis of an extended viologen containing a bithiophene is described here, together with its UV-visible absorption and fluorescence spectroscopy, showing multiple absorption and emission bands. Thanks to its ease of synthesis and optical properties, this organic salt appears to be of potential interest for various optoelectronic applications.

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Thiophene-based molecules as hole transport materials for efficient perovskite solar cells or as donors for organic solar cells

Cited by 15 publications

References 42 publications

Synthesis, Biological Evaluation, and Docking Study of a New Series of Thiophene Derivatives Based on 3‐Oxobutanamidothiophene as an Anticancer Agent

Synthesis, Biological Evaluation, and Docking Study of a New Series of Thiophene Derivatives Based on 3‐Oxobutanamidothiophene as an Anticancer Agent

Synthesis of Some Novel Thiophene Analogues as Potential Anticancer Agents

4,4′-([2,2′-Bithiophene]-5,5′-diylbis(ethyne-2,1-diyl))bis(1-methylpyridin-1-ium) Iodide

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