Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations

Niknam, Esmaeil; Mahmoodi, Ali; Panahi, Farhad; Dokoohaki, Maryam Heydari; Zolghadr, Amin Reza; Khalafi‐Nezhad, Ali

doi:10.1039/d1ra00457c

Cited by 9 publications

(4 citation statements)

References 68 publications

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“…There are several possible explanations for the exceptional tinting strength of DCNP, the first attributed to the chemical structure of chromophores. The organic dyes, particularly cationic dyes used in the cationic exchange reaction to synthesize DCNP, are known to have high relative color strength (K/S value) due to the presence of electron-donating and electron-withdrawing functional groups in their structure, inducing light/material interactions. − The next possible explanation is attributed to the morphological properties of clay. The distance between negative sites of montmorillonite is estimated to be approximately 1.2 nm, , randomly distributed on the surface of clay platelets with a specified distance and occupied by cationic chromophores after the cationic exchange reaction.…”

Section: Results and Discussionmentioning

confidence: 99%

A Yellow Lead-Free Pavement Marking Paint Based on Hybrid Dye-Clay Nanopigment: Morphological, Thermomechanical, and Photophysical Properties

Mahmoodi

Dadras

Jiryaei

et al. 2021

ACS Sustainable Chem. Eng.

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This study utilized a yellow hybrid dye-clay nanopigment (DCNP) in a paint formulation to prepare a lead-free, eco-friendly pavement marking paint as an alternative to the conventional lead chromate (PbCrO4) paints. Two paint formulations based on DCNP and PbCrO4 were fabricated using a mechanical mixing method followed by sonication. The paint films were obtained via solution casting. The morphological property investigation demonstrated that the DCNP was well dispersed in the polymeric paint film with the formation of a partially intercalated/exfoliated structure. The film colored with DCNP showed a 75% improvement in storage modulus (E′), much higher than that of the film filled with PbCrO4 (39%). DCNP increased the glass transition temperature (T g) of the paint by 5 °C, implying a favorable impact of this pigment on the pavement marking’s thermomechanical stability. The photophysical characterization revealed that the brilliant yellow color of the paint featured the yellow component value (+b*) of 69.9 units. Furthermore, the pavement marking standard colors were achieved with a considerably smaller amount of colorant when using DCNP due to its exceptional color strength. In conclusion, the remarkable functional properties of the nanopigment DCNP indicate its great potential as a promising alternative to lead chromate in pavement markings.

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Section: Results and Discussionmentioning

confidence: 99%

A Yellow Lead-Free Pavement Marking Paint Based on Hybrid Dye-Clay Nanopigment: Morphological, Thermomechanical, and Photophysical Properties

Mahmoodi

Dadras

Jiryaei

et al. 2021

ACS Sustainable Chem. Eng.

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“…The BFSB compound was synthesised based on our previously reported procedure 24 . Six different solvents, toluene, dichloromethane, ethyl acetate, tetrahydrofuran, methanol and N , N ‐dimethylformamide (DMF), were purchased from Merck Co. and were used without further purification to prepare solutions.…”

Section: Methodsmentioning

confidence: 99%

Aldehyde‐functionalised distyrylbenzene: Photophysical properties and primary amine sensitivity evaluation in solution and solid state

Miri

Kandi

Panahi

2022

Coloration Technology

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The identification of amines is a highly beneficial process in the industrial sector; food corruption, including fish and shellfish and, more importantly, breathing amines, causes dangerous illnesses. In this study, the optical properties and amine sensing of a π‐conjugated organic compound, 1,4‐bis[4‐formylstyryl]benzene (BFSB), containing two aldehyde functional groups, was investigated. BFSB showed ultraviolet–visible absorption in the range of 318‐329 nm with a high molar extinction coefficient (ε = 2.21*105–2.83*105 M−1 cm−1) in the tested solvent with different polarities. BFSB emits in the visible spectrum (420‐514 nm) with Stokes shifts of ca. 6678‐11 991 cm−1. Density functional theory at the B3LYP/6–31 ++ G level of calculation was employed to evaluate the molar structures and frontier orbitals. The combination of BFSB with poly(methyl methacrylate) and polyvinyl alcohol polymers exhibits different photophysical properties. Interaction of this dye with various primary amines in both solution and solid forms leads to the quick formation of an imine group (the reaction of aldehyde with amine and then dehydration). A hypsochromic shift was observed upon treatment of amine with BFSB.

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“…Nowadays, metal–organic frameworks (MOFs) are identified as ideal matrix for Pd NCs due to their high loading capacity, fine tunability, and large surface area . Recently, the amino groups functionalized MOFs (NH 2 -MOFs) are usually prepared by chelating the amino-containing ligands with the metal precusors, coupled by in situ generation of Pd NCs.…”

Section: Introductionmentioning

confidence: 99%

Self-enhanced Electrochemiluminescence Luminophore Based on Pd Nanocluster-Anchored Metal Organic Frameworks via Ion Annihilation for Sensitive Cell Assay of Human Lung Cancer

Yuan,

Song,

Zhan

et al. 2023

Anal. Chem.

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Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations

Abstract: The Pd–NHC–MIL-101(Cr) catalyst was found to be an efficient heterogeneous catalyst in the synthesis of DSB and stilbene π-conjugated materials using Heck chemistry.

Cited by 9 publications

References 68 publications

A Yellow Lead-Free Pavement Marking Paint Based on Hybrid Dye-Clay Nanopigment: Morphological, Thermomechanical, and Photophysical Properties

A Yellow Lead-Free Pavement Marking Paint Based on Hybrid Dye-Clay Nanopigment: Morphological, Thermomechanical, and Photophysical Properties

Aldehyde‐functionalised distyrylbenzene: Photophysical properties and primary amine sensitivity evaluation in solution and solid state

Self-enhanced Electrochemiluminescence Luminophore Based on Pd Nanocluster-Anchored Metal Organic Frameworks via Ion Annihilation for Sensitive Cell Assay of Human Lung Cancer

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