Stilbazolium merocyanine systems in Langmuir and Langmuir–Blodgett molecular layers

Łabuszewska, K.; Cegielski, R.; Niedbalska, M.; Martyński, Tomasz

doi:10.1016/j.colsurfa.2008.02.039

Cited by 3 publications

(3 citation statements)

References 11 publications

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“…To identify thermodynamically favorable matrix molecules for embedding dyes in monolayers or layered materials, Langmuir miscibility experiments can be conducted, which have been extensively used for fundamental studies in pharmaceutical and chemical technology, − and also, few examples from photochemistry − are reported. In the literature, majorly Langmuir–Blodgett (LB)-established amphiphiles are investigated for their suitability as Langmuir matrices for dyes, such as arachidic acid, , other fatty acids, ,− phospholipids, and liquid crystals . However, for alignment of dyes and for optoelectronic function, Langmuir matrices composed of rigid and π-conjugated amphiphiles appear promising but have not yet been researched for their function as Langmuir matrices.…”

Section: Introductionmentioning

confidence: 99%

Embedding an Amphiphilic 4-Hydroxy Thiazole Dye in Langmuir Matrices: Studying Miscibilities with Arylic and Alkylic Matrix Amphiphiles via Langmuir Isotherms and Photo-induced Force Microscopy

et al. 2021

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We present here a fundamental study on the miscibility between a prototype amphiphilic dye and alkylic and arylic Langmuir monolayers. Embedding dyes in such matrices is crucial for utilizing dyes in any photo-energy conversion process if the involved dyes form aggregates that provide thermal deactivation channels. Because miscibility in Langmuir matrices depends on the blending ratio between the dye and matrix and on the Langmuir film density, as characterized via the surface pressure and the mean molecular area, we employ Langmuir miscibility studies to identify ideal miscibility parameters for each matrix. Atomic force microscopy (AFM) results support miscibility between the dye and both matrix materials at low surface pressures, where smooth and homogeneous films are obtained. AFM and photo-induced force microscopy (PiFM) reveal phase separation if the Langmuir monolayers are deposited at surface pressures above 8 mN/m at which reorientation of the chromophores has been reported. The nanoscale chemical fingerprint mapping enabled by PiFM enables assigning segregated spots to small stearic acid (SA)-enriched domains that have not been detected via AFM, thus demonstrating the value of the IR-spectroscopic contrast provided by PiFM. In this work, we have presented a so far unexploited matrix material (terphenylene carboxylic acid; TPCA) and found it equally suitable for embedding dyes as the standard amphiphile SA. In contrast to SA, TPCA is composed of rigid and electrically conducting π-electron systems, hence, being predestined for aligning dyes in Langmuir matrices and for application in optoelectronic systems.

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Section: Introductionmentioning

confidence: 99%

Embedding an Amphiphilic 4-Hydroxy Thiazole Dye in Langmuir Matrices: Studying Miscibilities with Arylic and Alkylic Matrix Amphiphiles via Langmuir Isotherms and Photo-induced Force Microscopy

et al. 2021

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“…for the determination of the polarity of solvents 1 or solid surfaces employed as stationary phases in chromatography 2 , for the characterisation of polymers 3 , organized media 4 and supercritical fluids 5 as well as in the analysis of solventdependent kinetic and thermodynamic processes occurring in mixed solvents 6 , to monitor the presence of some metal ions (i.e. cobalt, copper and iron) 7 , and in quantitative analysis of binary and ternary solvent mixtures 8 . Among numerous compounds exhibiting solvatochromic properties, derivatives of hydroxyaryl-7H-indolo[1,2-a]quinolinium cation 9 -12 play an important role.…”

Section: Introductionmentioning

confidence: 99%

A new method for the preparation of solvatochromic 5-(5-X-6-hydroxynaphthyl-2)-7H-indolo[1,2-a]quinolinium merocyanines

Sawicka

Soroka

Ga̧siorowska

2010

Polish Journal of Chemical Technology

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A new method for the preparation of 7H-indolo[1,2-a]quinolinium solvatochromic dye precursors has been investigated. 5-(6-Hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate, 5-(5-bromo-6-hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate and 5-(5-nitro-6-hydroxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium perchlorate were obtained via demethylation of the corresponding 5-(5-X-6-methoxynaphthyl-2)-7,7-dimethyl-7H-indolo[1,2-a]quinolinium salts. The application of pyridinium hydrochloride in the demethylation of the methoxy perchlorates allowed to obtain the products with the almost quantitative yield in a very short time, especially when the reaction was carried out using microwave irradiation.

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“…The study of mixed films of dissimilar components [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] is of practical interest due to the fact that a great number of compounds of technological interest need a film former. Phthalocyanines (Pc), porphyrins (P), metallo-porphyrins (MP) and metallophthalocyanines (MPc) are an example.…”

Section: Introductionmentioning

confidence: 99%

Phase separation in mixed monolayers of arachidic acid and a phthalocyanine of zinc

Torrent‐Burgués

2012

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Mixed Langmuir and Langmuir-Blodgett films of dissimilar components, arachidic acid and a phthalocyanine of zinc, have been investigated. These compounds form mixed films with phase separation, with domains at the sub-micro scale which are detected by AFM in LB films but not observed by BAM. These domains present different contrast in the surface potential images obtained with SP-AFM and in the friction images. The analysis of the isotherms and of the AFM images, at several compositions, reveals that the components are immiscible. The difference in height between the arachidic acid and the phthalocyanine of zinc phases is in accordance with the heights of the molecules, and points to the presence of a monolayer in the zinc phthalocyanine phase. AFM has revealed as a necessary technique to elucidate the miscibility in mixed films at the nanometric scale. UV-Vis spectroscopy shows changes in the spectra bands of LB films in respect to those in solution, due to the organization of the molecules in the LB film.

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Stilbazolium merocyanine systems in Langmuir and Langmuir–Blodgett molecular layers

Cited by 3 publications

References 11 publications

Embedding an Amphiphilic 4-Hydroxy Thiazole Dye in Langmuir Matrices: Studying Miscibilities with Arylic and Alkylic Matrix Amphiphiles via Langmuir Isotherms and Photo-induced Force Microscopy

Embedding an Amphiphilic 4-Hydroxy Thiazole Dye in Langmuir Matrices: Studying Miscibilities with Arylic and Alkylic Matrix Amphiphiles via Langmuir Isotherms and Photo-induced Force Microscopy

A new method for the preparation of solvatochromic 5-(5-X-6-hydroxynaphthyl-2)-7H-indolo[1,2-a]quinolinium merocyanines

Phase separation in mixed monolayers of arachidic acid and a phthalocyanine of zinc

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