Azobenzene vs azopyridine and matrix molar masses effect on photoinduced phenomena

Bujak, Karolina; Orlikowska, Hanna; Sobolewska, Anna; Schab‐Balcerzak, Ewa; Janeczek, Henryk; Bartkiewicz, Stanisław; Konieczkowska, Jolanta

doi:10.1016/j.eurpolymj.2019.03.028

Cited by 15 publications

(4 citation statements)

References 88 publications

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“…The trans to cis -isomer photoconversion efficiency (%) was determined by monitoring the change in the absorbance at the wavelength corresponding to the absorption maximum of the trans -form, before and immediately after light irradiation. Cis -isomer content was calculated using the following equation 40 : where A 0 and A t correspond to the maximum normalized absorbance, respectively before and after reaching the photostationary state. After 6 min of UV-light irradiation the azo(HEMA- co -MMA) reached the photostationary state where 50% of cis -isomers were generated.…”

Section: Resultsmentioning

confidence: 99%

Photoresponse of new azo pyridine functionalized poly(2-hydroxyethyl methacrylate-co-methyl methacrylate)

Konieczkowska,

Neugebauer,

Kozanecka-Szmigiel

et al. 2024

Sci Rep

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A new azo polymer containing photoisomerizable azo pyridine functionalities was synthesized via Mitsunobu reaction of 4-(4-hydroxyphenylazo)pyridine with poly(2-hydroxyethyl methacrylate-co-methyl methacrylate) (p(HEMA-co-MMA)) for creating new photochromic materials. The resulting polymer with azo pyridine side groups was characterized for structural, thermal, and optical properties. UV–vis, 1H NMR and IR spectroscopies confirmed that all hydroxyl groups in p(HEMA-co-MMA) were substituted with azo dye. The obtained azo copolymer exhibited high thermal stability (around 240 °C) and a glass transition temperature (113 °C), promising for applications. The trans-to-cis isomerization upon UV irradiation and the thermal back reaction of the azo chromophore in the copolymer in the solid state was studied. A photostationary state with 50% content of cis-isomers upon 6 min of UV irradiation was reached, and during 48 h dark relaxation at ambient temperature, all cis-isomers converted to the trans form. Additionally, the possibility of efficient photogeneration of surface relief gratings with high amplitude of azo copolymer surface modulation was demonstrated.

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Section: Resultsmentioning

confidence: 99%

Photoresponse of new azo pyridine functionalized poly(2-hydroxyethyl methacrylate-co-methyl methacrylate)

Konieczkowska,

Neugebauer,

Kozanecka-Szmigiel

et al. 2024

Sci Rep

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“…Although the isomerization of azo-compounds has been widely investigated in solution, − only a few studies have approached the issue in the solid state so far. ,, The mechanism of photoisomerization takes place through two alternative pathways, which involve the rotation around the NN bond or the inversion of one nitrogen atom of the azo bond , (Figure ). During the trans -to- cis isomerization, the n–π* band of the cis isomer increases, in contrast to the decrease in the π–π* band of the trans isomer.…”

Section: Introductionmentioning

confidence: 99%

Design of a Library of Azo-pyridinic Derivatives as Building Blocks for Photoresponsive Materials

Prencipe,

Mazzeo,

Montis

et al. 2024

Crystal Growth & Design

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Azo-pyridinic derivatives are renowned for their ability to undergo reversible molecular switching when exposed to light. By combining the photoresponsive properties of azo-benzene with the supramolecular capabilities of pyridyl groups, azopyridines offer a route to develop multifunctional responsive materials through noncovalent interactions or reversible chemical reactions. Although azo-pyridine and its derivatives are commonly used in crystal engineering, their spectroscopic characterization is typically limited in solution and only poor attention has been given to their photoresponsive behavior in the solid state. Here, we present a library of azo-pyridinic derivatives designed as potential photoresponsive compounds with different spectroscopic behaviors based on the chemical decoration of the phenyl ring. Comprehensive characterization, including crystal structure, thermal analysis, and spectroscopic analysis, was performed for all compounds. Finally, their trans-to-cis isomerization propensity in the solid state is correlated with their crystal structures.

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“…Consequently, they are assessed as being very good hosts for supramolecular azo systems devoted to the inscription of stable optical anisotropy. Ten years ago, the scientific group of E. Schab-Balcerzak reported for the first time the obtaining of hydrogen-bonded supramolecular azo-polyimides [ 25 , 26 , 27 , 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

Testing the Performance of the Azo-Polyimide Supramolecular Systems as Substrate for Sensors Based on Platinum Electrodes

Sava¹,

Asăndulesa²,

Barzic³

et al. 2023

Materials

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Azo-polyimide films with supramolecular structure were obtained by casting onto glass plates a mixture based on polyamidic acid and different quantities of azochromophore, followed by thermal treatment to realize the final azo-polyimide structure. The dielectric characteristics of the supramolecular structure of polymer films were investigated by broad-band dielectric spectroscopy measurements at different temperatures and frequencies. The free-standing films proved to be flexible and tough and maintained their integrity after repeated bending. The work of adhesion at the polymer/platinum interface was calculated after the evaluation of the surface energy parameters before and after plasma treatment. Atomic force microscopy was used to image the surface morphology, the evolution of the roughness parameters, and the adhesion force between the platinum-covered tip and the polymer surface, registered at the nanoscale with the quantity of the azo dye introduced in the system. The simulation of the columnar growth of a platinum layer was made to provide information about the deposition parameters that should be used for optimal results in the deposition of platinum electrodes for sensors.

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Azobenzene vs azopyridine and matrix molar masses effect on photoinduced phenomena

Cited by 15 publications

References 88 publications

Photoresponse of new azo pyridine functionalized poly(2-hydroxyethyl methacrylate-co-methyl methacrylate)

Photoresponse of new azo pyridine functionalized poly(2-hydroxyethyl methacrylate-co-methyl methacrylate)

Design of a Library of Azo-pyridinic Derivatives as Building Blocks for Photoresponsive Materials

Testing the Performance of the Azo-Polyimide Supramolecular Systems as Substrate for Sensors Based on Platinum Electrodes

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