From cyclohexanone to photosensitive polyesters: Synthetic pathway, basic characterization, and photo-/halochromic properties

Homocianu, Mihaela; Serbezeanu, Diana; Macsim, Ana Maria; Vlad‐Bubulac, Tăchiță

doi:10.1016/j.molliq.2020.113888

Cited by 10 publications

(12 citation statements)

References 33 publications

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“…A mixture of cyclohexanone (5 mmol) and p ‐hydroxybenzaldehyde (10 mmol) in methanol (25 mL) in the presence of hydrochloric acid (37% w/v, 0.25 g) was stirred at room temperature for 24 h. At the end of the reaction, the solid product was filtered and dried. Purification was achieved by recrystallization from methanol 42 . Yield: 95%.…”

Section: Methodsmentioning

confidence: 99%

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Flexible thin films based on poly(ester imide) materials for optoelectronic applications

Serbezeanu¹,

Homocianu²,

Macsim³

et al. 2021

Polymer International

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A series of high-performance poly(ester imide)s bearing cycloaliphatic moieties was manufactured by a two-step procedure via solution polycondensation of an aromatic-aliphatic dianhydride containing preformed ester units and cyclohexanone ring in the main chain, with various aromatic diamines. The new dianhydride monomer, namely 2-oxocyclohexane-1,3-bis[4,4 0 -bis(trimellitate)benzylidene] dianhydride, was synthesized by the reaction between 2,6-bis(4-hydroxybenzylidene)cyclohexanone and trimellitic anhydride chloride. The chemical structure of the resulting dianhydride was confirmed by means of Fourier transform infrared, 1 H NMR and 13 C NMR spectroscopies. The poly(ester imide)s from the series exhibited water uptake capacity in the range 3.45-10.09%. The onset temperatures, corresponding to the first detected thermal weight loss in the samples, ranged from 367 to 441 °C. Besides the cycloaliphatic moieties coming from the dianhydride monomer, the other aliphatic segments present in the diamine structures were responsible for improved optical performance in the resulting poly(ester imide)s, the transmittance being higher than 80% at 684 nm.

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Section: Methodsmentioning

confidence: 99%

“…Purification was achieved by recrystallization from methanol. 42 Yield: 95%. Melting point: 270-275 °C.…”

Section: Synthesis Of Monomers and Polymers Synthesis Of Dhchmentioning

confidence: 99%

Flexible thin films based on poly(ester imide) materials for optoelectronic applications

Serbezeanu¹,

Homocianu²,

Macsim³

et al. 2021

Polymer International

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“…Fluorescent polyester materials refer to the materials that could emit light under irradiation of light of specific wavelength [184]. In recent years, people have begun to pre pare fluorescent materials through compositing organic photosensitive substances and inorganic substrates, in which fluorescent components are uniformly dispersed into base materials [185]. Due to the excellent luminescence properties of rare earth complexes, fluorescent SNs can be synthesized by coating rare earth complexes to SNs, and further blended with polyester matrix achieving fluorescent materials [186].…”

Section: Fluorescent Materialsmentioning

confidence: 99%

Emerging Applications of Silica Nanoparticles as Multifunctional Modifiers for High Performance Polyester Composites

et al. 2021

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Nano-modification of polyester has become a research hotspot due to the growing demand for high-performance polyester. As a functional carrier, silica nanoparticles show large potential in improving crystalline properties, enhancing strength of polyester, and fabricating fluorescent polyester. Herein, we briefly traced the latest literature on synthesis of silica modifiers and the resultant polyester nanocomposites and presented a review. Firstly, we investigated synthesis approaches of silica nanoparticles for modifying polyester including sol-gel and reverse microemulsion technology, and their surface modification methods such as grafting silane coupling agent or polymer. Then, we summarized processing technics of silica-polyester nanocomposites, like physical blending, sol-gel processes, and in situ polymerization. Finally, we explored the application of silica nanoparticles in improving crystalline, mechanical, and fluorescent properties of composite materials. We hope the work provides a guideline for the readers working in the fields of silica nanoparticles as well as modifying polyester.

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“…Previous studies [ 18 , 22 ] have shown that various 2,6-dibenzylidene-cyclohexanone derivatives (substituted with H, p-Cl, p-NO 2 , p-OCH 3 , p-N(CH 3 ) 2 ) exhibit acidochromic behavior and biological activity [ 22 ]. It was observed that protonation/deprotonation of the cyclohexanone derivatives substituted with phenylphosphonic dichloride, phenyl dichlorophosphate, terephthaloyl chloride, or terephthaloyl-bis-(4-oxybenzoylchloride) leads to the formation of a new absorption band and a change in the color of the solution [ 23 ]. The detailed electronic properties and their relationship with environmental parameters (acidity, basicity, polarity, etc.)…”

Section: Introductionmentioning

confidence: 99%

Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative

Homocianu¹,

Serbezeanu²,

Vlad‐Bubulac³

2023

IJMS

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In this paper, we studied the photophysical behavior of 2,6-bis(4-hydroxybenzylidene) cyclohexanone (BZCH) under the influence of various stimuli. The photophysical properties were correlated with different solvent parameters, such as the Kamlet–Abraham–Taft (KAT), Catalán, and Laurence solvent scales, suggesting that the behavior of BZCH is influenced by both nonspecific and specific solvent-solute interactions. The Catalán solvent dipolarity/polarizability parameters were found to have a significant role in the solvatochromic behavior, which is also confirmed by the KAT and Laurence models. The acidochromism and photochromism properties of this sample in dimethylsulfoxide and chloroform solutions were also investigated. The compound showed reversible acidochromism after the addition of dilute NaOH/HCl solutions, accompanied by a change in color and the appearance of a new absorption band (514 nm). The photochemical behavior was also examined by irradiating BZCH solutions with both 254 and 365 nm light.

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From cyclohexanone to photosensitive polyesters: Synthetic pathway, basic characterization, and photo-/halochromic properties

Cited by 10 publications

References 33 publications

Flexible thin films based on poly(ester imide) materials for optoelectronic applications

Flexible thin films based on poly(ester imide) materials for optoelectronic applications

Emerging Applications of Silica Nanoparticles as Multifunctional Modifiers for High Performance Polyester Composites

Solvatochromism, Acidochromism and Photochromism of the 2,6-Bis(4-hydroxybenzylidene) Cyclohexanone Derivative

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