Influence of peripheral substituents on the optical properties of heterocyclic azo dyes

Derkowska-Zielinska, Beata; Skowroński, Łukasz; Kozłowski, Tomasz; Smokal, Vitaliy; Kysil, Andrii I.; Biitseva, Angelina V.; Krupka, Oksana

doi:10.1016/j.optmat.2015.10.001

Cited by 40 publications

(23 citation statements)

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“…The performance of the lowermost electronically excited states of conjugated chromophore azobenzene has attracted the attention of chemists performing experimental and theoretical works to explicate and interpret the mechanism of double-bond photoisomerization. The composites containing chromophore groups

have gained evident awareness due to their potential applications in optical data storage devices, optical switching, photonic devices, polarization holography, and optical sensors [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 ]. The azo-benzene dyes are made up of organic molecules that take the shape of odorless rings interconnected by a conjugated chromophore azo group

together with heterocyclic systems.…”

Section: Introductionmentioning

confidence: 99%

Kinematics of Photoisomerization Processes of PMMA-BDK-MR Polymer Composite Thin Films

et al. 2020

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We investigate and report on the kinematics of photoisomerization processes of polymer composite thin films based on azo dye methyl red (MR) hosted in polymethylmethacrylate (PMMA) incorporated with Benzyl dimethyl ketal (BDK) as a photo-initiator. Understanding photoisomerization mechanisms is crucial for several optical applications such as Read/Write/Erase (WRE) optical data storage media, UV light Read/Write heads, and UV light sensors. The as-prepared polymer composite thin films are characterized using UV–Vis spectroscopy. Furthermore, Fourier transform infrared spectroscopy (FTIR) and scanning electron microscope (SEM) are employed to investigate the optical, chemical, and morphological properties of trans- and cis-states of PMMA-BDK-MR polymer composite thin films. The presence of the azo dye MR in the composite is essential for the efficient performance of the cis ↔ trans cycles through illumination ↔ thermal relaxation for Write/Read/Erase optical data storage and UV-light sensors. Moreover, UV–Vis and FTIR results confirm the hysteresis cycle of trans- and cis-states and that PMMA-BDK-MR thin films may be regarded as potential candidates for successful Write/Read/Erase optical data storage and UV-light sensors. In addition, the morphology of the thin film surface is investigated by SEM technique. The SEM images indicate that uncured surfaces of PMMA-BDK-MR thin films are inhomogeneous compared with the corresponding surfaces after curing. The transformation from inhomogeneous surfaces to homogeneous surfaces is attributed to the polymerization of thin films by UV curing.

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together with heterocyclic systems.…”

Section: Introductionmentioning

confidence: 99%

Kinematics of Photoisomerization Processes of PMMA-BDK-MR Polymer Composite Thin Films

et al. 2020

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“…Polymers containing chromophore molecules have been extensively studied by many research groups due to their promising photonic applications to the optical data storage, surface-relief holography, optical switching, etc. [1][2][3][4][5][6][7][8]. The desirable properties of azobenzene materials are attributed to the highly efficient photo-reversable trans-cis isomerization of azobenzene moieties [9][10][11].…”

Section: Introductionmentioning

confidence: 99%

Changes in Optical Properties of Azopolymers in an Electric Field

Smokal¹,

Kharchenko²,

Krupka³

et al. 2020

Ukr. J. Phys.

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We report the preliminary results obtained for polymers incorporating the azobenzene side-group as an optically active molecule. The reversible change of the thin film absorption is observed when illuminating it with monochromatic linearly polarized light under the applied external DC field. The magnotude of a change depends on the angle between the light polarization and the DC electric field direction.

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“…Azo polymers belong to the most extensively studied organic materials, mostly because of their well-known photochromic properties, low dielectric constant, high laser damage threshold, good mechanical and photothermal stability, ease of processing, and flexibility in molecular design 1−3 which allows tailoring of their optical properties for a specific application through the proper modification of their chemical structure. 4,5 The core of photoactive azo moiety is made of the conjugated azo (−NN−) group in association with one or more aromatic or heterocyclic systems. Among azo chromophores there are derivatives featuring donor-π-acceptor (D-π-A) structures, thus making them intramolecular charge-transfer chromophores, which exhibit excellent photophysical properties because of the extensive π-systems delocalized between the acceptor and donor groups across the azo linkage.…”

Section: Introductionmentioning

confidence: 99%

“…7 The structures of the obtained polymers (see Figure 1) were confirmed by 1 H NMR characterization as presented elsewhere. 4,7 The compositions of the copolymers were wellcontrolled by the initial ratio of the azo monomers and MMA. Gel permeation chromatography was used to determine the copolymers molecular weights and polydispersity indices.…”

Section: Introductionmentioning

confidence: 99%

Photoresponsive Behavior of Heterocyclic Azo Polymers with Various Functional Groups

et al. 2019

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Here, we report on efficiency of light-induced processes in a series of methacrylic polymers containing heterocyclic azo moieties covalently attached to the polymer backbone. The optical response of the polymers was investigated in experiments on photoinduced birefringence measurements and surface relief gratings inscription upon irradiation with polarized blue light. The experimental results indicate that the presence of acceptor-type (Br) substituent in the side benzene ring linked to the heterocyclic ring has a beneficial effect on efficiency of birefringence generation, while incorporation of donor-type (CH3, OCH3) substituents lowers the level of photoinduced birefringence. Moreover, the process of surface relief structure formation was successfully observed for all studied polymers. The obtained surface-modulation depth reached up to 100 nm for two out of four investigated materials. No straightforward relation between the induced azo chromophore alignment level and the efficiency of mass-transport process is observed.

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Influence of peripheral substituents on the optical properties of heterocyclic azo dyes

Cited by 40 publications

References 10 publications

Kinematics of Photoisomerization Processes of PMMA-BDK-MR Polymer Composite Thin Films

Kinematics of Photoisomerization Processes of PMMA-BDK-MR Polymer Composite Thin Films

Changes in Optical Properties of Azopolymers in an Electric Field

Photoresponsive Behavior of Heterocyclic Azo Polymers with Various Functional Groups

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