Electronic investigation of light-induced reversible coordination of Co(II)/spiropyran complex

Miguez, Flávio B.; Reis, Izadora Fonseca; Dutra, Lucas P.; Silva, Igor M. S.; Verano‐Braga, Thiago; Lopes, Juliana Fedoce; Sousa, Frederico B. De

doi:10.1016/j.dyepig.2019.107757

Cited by 20 publications

(12 citation statements)

References 39 publications

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“…The IR absorption spectrum of the different spiropyrans showed characteristic bands in the range of 1620-1680, 1310-1360, 1200-1300, 1735-1750, 1150-1250 cm −1 , attributed to C=C (aliphatic), C-N, C-O (ether), C=O (ester) and C-O (ether), respectively [40]. The IR spectroscopic analyses of the encapsulated spiropyrans were also carried out.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of novel silica encapsulated spiropyran-based thermochromic materials

Iqbal

Umar

et al. 2022

R. Soc. open sci.

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A series of novel spiropyrans were synthesized through the condensation of substituted 3,3-dimethyl-2-methyleneindoline with different nitro-substituted o -hydroxy aromatic aldehydes. Indoles were initially substituted with a variety of alkanes and esters moieties. The substituted 3,3-dimethyl-2-methyleneindoline was then reacted with nitro-substituted o -hydroxy aromatic aldehydes to yield the respective spiropyrans. The synthesized novel spiropyrans were encapsulated in silica nano-shells to protect them from the effect of moisture and pH. The thermochromic behaviour of novel spiropyrans was studied by UV-visible spectroscopy. The thermally induced isomerization of spiropyran derivatives was carried out in a water/ethanol mixture. The thermal isomerization of spiro-heterocyclic (colourless form) to merocyanine (MC) (coloured form) was a discontinuous process and was observed in a temperature range of 5–60°C via UV-visible spectrometer. The absorption process occurs reversibly regardless of the heating/cooling sequence. The spiropyran derivatives, therefore, have a potential application for colorimetric temperature indication.

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Section: Resultsmentioning

confidence: 99%

Synthesis of novel silica encapsulated spiropyran-based thermochromic materials

Iqbal

Umar

et al. 2022

R. Soc. open sci.

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“…Figure S4 demonstrates that PEG 2000 did not show significant absorption in the wavelengths (200–800 nm) used for analysis; however, it is possible to observe two main bands assigned in region I and II for the PEGSP2. The electronic transitions at region I (chromene moiety) region II (indoline moiety) are described as a π-π* transition between molecular orbitals [27,28]. Density Functional Theory studies reported in the literature claim that most of LUMO orbitals are distributed over the chromene moiety, being those HOMO orbitals mainly in the indoline moiety depending on the substituents bonded to the indolic nitrogen [29,30].…”

Section: Resultsmentioning

confidence: 99%

Nanostructured and Photochromic Material for Environmental Detection of Metal Ions

2019

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Compared to conventional spectroscopy or chromatography analysis, chemical sensing based on colorimetric changes offers an alternative to monitor potential metal hazards in aqueous environment through rapid and low-cost colorimetric changes which can be easily interpreted. In this work poly(ethylene glycol) (PEG 2000) was modified with a carboxylic acid spiropyran (SPCOOH) derivate by Steglich esterification (PEGSP2). PEGSP2 was incorporated into a poly(ε-caprolactone) (PCL) polymer matrix by electrospinning technique to produce nanofibers with photochromic properties. Spectroscopic analysis, thermal gravimetric analysis (TGA), and differential scanning calorimetry (DSC) were used to characterize PEGSP2. Drop shape analysis (DSA) and scanning electronic microscopy (SEM) were used to characterize the electrospun (ES) nanofibers morphology. Several metal ions solutions relevant to environmental hazards were prepared to be spotted on the surface of ES nanofibers for photochromatic sensing. Among them, Mg2+, Ca2+, Zn2+, Cd2+, La3+, and Er3+ demonstrated orange fluorescence when exposed to UV light. ES nanofibers also presented higher wettability when compared to a pure PCL polymer matrix, which is critical for sensitivity. Eighteen metals ions could be detected on the electrospun material. Additionally, among all metal ions Fe3+ was the most sensitive one in solution, in a µmol L−1 range.

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“…The solution was stirred for 1 h, and then, a dark-orange solid was obtained from the complex precipitation induced by UV radiation in anhydrous Et 2 O. 23 Lanthanum(III) Complex Characterization. Infrared Spectroscopy Using Attenuated Total Reflectance.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…This precipitation procedure is analogous to that of previously reported work. 23 The isolated solid was then characterized by means of FTIR− ATR, and the spectra of both SPCOOH and LaMC are presented in Figure S2. The spectrum of SPCOOH is in accordance with that previously reported in the literature.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…These observations indicate that the La 3+ ion coordinates through the carbonyl of the carboxylic acid group and the phenolate, which is in accordance with previously reported data. 23 Additional information regarding the LaMC complex structure was obtained via matrix-assisted laser desorption/ ionization-time of flight (MALDI-TOF) spectrometry and computational methods. Figure 1a depicts the MALDI-TOF results for LaMC.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Structural and Electronic Characterization of a Photoresponsive Lanthanum(III) Complex Incorporated into Electrospun Fibers for Phosphate Ester Catalysis

Reis

Miguez

Vargas

et al. 2020

ACS Appl. Mater. Interfaces

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Herein, we present the light-induced synthesis and characterization of a La 3+ /spiropyran derivative complex (LaMC) and its application as a catalyst when incorporated into electrospun polycaprolactone (PCL) fibers. In addition to experimental methods, computational calculations were also essential to better understand the structure and electronic characteristics of LaMC. The LaMC complex was identified as a 10-coordinated structure with the La 3+ ion coordinated by four oxygens from the phenolate and the carbonyl of the carboxyl acid group from both MC ligands and by six oxygens from three nitrate ligands. In addition, LaMC was capable of getting reversibly isomerized by UV or visible light cycling. All PCL fibers were successively obtained, and their morphologies, surface properties, and catalytic behavior were studied. Results showed that PCL/LaMC fibers were capable of catalyzing bis(2,4-dinitrophenyl)phosphate degradation efficiently. Complete hydrolysis was accomplished in only 1.5 days relative to the half-life time of 35 days for the uncatalyzed hydrolysis at pH 8.1 and 25 °C.

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Electronic investigation of light-induced reversible coordination of Co(II)/spiropyran complex

Cited by 20 publications

References 39 publications

Synthesis of novel silica encapsulated spiropyran-based thermochromic materials

Synthesis of novel silica encapsulated spiropyran-based thermochromic materials

Nanostructured and Photochromic Material for Environmental Detection of Metal Ions

Structural and Electronic Characterization of a Photoresponsive Lanthanum(III) Complex Incorporated into Electrospun Fibers for Phosphate Ester Catalysis

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