Synthetic Analogue of Stilbene Containing an Imidazole Nucleus

Siddiqui, Saika; Hosmane, Ramachandra S.

doi:10.3390/50600856

Cited by 2 publications

(2 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Materials . The gemini-type amphiphiles bis(2‘-heptadecyl-3‘-ethylimidazolium)-1, n -alkane dibromide (abbreviated as ImC17C n , n = 2, 4, 6, 8 and 10), were synthesized by a modified literature method . The purity of the compounds was checked by elemental analysis.…”

Section: Methodsmentioning

confidence: 99%

Fabrication and Photoluminescence of Hybrid Organized Molecular Films of a Series of Gemini Amphiphiles and Europium(III)-Containing Polyoxometalate

2005

View full text Add to dashboard Cite

Organic/inorganic hybrid monolayers, consisting of an oval decatungstoeuropate (EuW10) with photoluminescence and a series of gemini-type amphiphiles with various lengths of the flexible hydrophobic spacers, were formed through electrostatic interaction at the air/water interface. The ultrathin hybrid multilayer films could be fabricated through the horizontal transfer of the monolayers onto the solid substrates. The characteristic absorption band of EuW10 in the UV spectra of the hybrid films showed a slight red shift in comparison with that in solution, indicating the ordered arrangement of EuW10 in the hybrid films. FT-IR spectra of the hybrid films presented characteristic bands of EuW10, indicating that the structure of the cluster was kept in the films. X-ray diffraction measurements of the films revealed that the well-defined layer structures were formed in these multilayer films and the EuW10 cluster ions were orientated with their short axis parallel to the film surface. Typical photoluminescence of the 5D0 --> 7F2 and 5D0 --> 7F1 transitions of EuW10 was observed in the hybrid films. Interestingly, the relative intensity of the two emission bands varied with the spacer length of the gemini amphiphiles in the films. A size matching between EuW10 and the gemini amphiphile with a hexamethylene spacer was observed, which showed the lowest ratio of the emission intensity of 5D0 --> 7F2 to that of 5D0 --> 7F1. Circular nanoparticles were observed in the AFM images for all these hybrid films. In addition, the size of the formed nanoparticles showed a dependence on the spacer length.

show abstract

Section: Methodsmentioning

confidence: 99%

Fabrication and Photoluminescence of Hybrid Organized Molecular Films of a Series of Gemini Amphiphiles and Europium(III)-Containing Polyoxometalate

2005

View full text Add to dashboard Cite

show abstract

“…Anionic porphyrin, tetrakis(4-sulfonatonphenyl)porphine (TPPS), was purchased from Tokyo Kasei and used without further purification. Synthesis of the gemini amphiphiles was carried out from the starting material of 2-heptadecyl-1 H -imidazole (Tokyo Kasei) in two steps. , The intermediate 1-ethyl-2-heptadecyl-1 H -imidazole was synthesized by nucleophilic reaction of 2-heptadecyl-1 H -imidazole with bromoethane. Then the compound was reacted with dibromoalkane with different alkane lengths.…”

Section: Methodsmentioning

confidence: 99%

Supramolecular Assemblies between a New Series of Gemini-Type Amphiphiles and TPPS at the Air/Water Interface: Aggregation, Chirality, and Spacer Effect

2004

View full text Add to dashboard Cite

Supramolecular assemblies between a series of novel gemini amphiphiles (BisImC17Cn) and TPPS (tetrakis(4-sulfonatophenyl)porphine) at the air/water interface were investigated. It was found that the gemini amphiphiles could form stable complex monolayers at the air/water interface with TPPS through electrostatic interaction and π−π stacking. There is an inflection point in each of the surface pressure−area isotherms of the complex monolayers. At a certain pH value of the subphase, TPPS could complex with the gemini amphiphiles as a J-aggregate. AFM measurements revealed that nanofibers were formed in the transferred films onto solid substrates by a horizontal lifting method. Interestingly, all the complex films containing the J-aggregate of TPPS showed CD signals in the J-band although both of the amphiphiles and TPPS were achiral. Helical stacking of the TPPS underneath the gemini monolayers was suggested to be responsible for the supramolecular chirality of the multilayer films. The spacers in the gemini amphiphiles have great influence on the chirality of the system. For the film transferred at a surface pressure below the inflection point, the CD signals showed splitting only when the spacer length is larger than four methylene units. The films transferred at the surface pressure above the inflection points showed splitting CD signals of the Soret band of J-aggregates, which could be ascribed to the interaction between the J-aggregates. Moreover, for the film transferred above the inflection points, the CD intensity of the films decreased when the spacer length of the gemini amphiphile increased. It is further observed that many properties such as the width and thickness of the formed nanofibers showed a turning point at a spacer length of six methylene units. A mechanism including the convex of the spacers when they were larger than six methylenes was proposed.

show abstract

Synthetic Analogue of Stilbene Containing an Imidazole Nucleus

Cited by 2 publications

References 10 publications

Fabrication and Photoluminescence of Hybrid Organized Molecular Films of a Series of Gemini Amphiphiles and Europium(III)-Containing Polyoxometalate

Fabrication and Photoluminescence of Hybrid Organized Molecular Films of a Series of Gemini Amphiphiles and Europium(III)-Containing Polyoxometalate

Supramolecular Assemblies between a New Series of Gemini-Type Amphiphiles and TPPS at the Air/Water Interface: Aggregation, Chirality, and Spacer Effect

Contact Info

Product

Resources

About