A dioxaborine cyanine dye as a photoluminescence probe for sensing carbon nanotubes

The unique properties of carbon nanotubes have made them the material of choice for many current and future industrial applications. As a consequence of the increasing development of nanotechnology, carbon nanotubes show potential threat to health and environment. Therefore, development of efficient method for detection of carbon nanotubes is required. In this work, we have studied the interaction of indopentamethinedioxaborine dye (DOB-719) and single-walled carbon nanotubes (SWNTs) using absorption and photoluminescence (PL) spectroscopy. In the mixture of the dye and the SWNTs we have revealed new optical features in the spectral range of the intrinsic excitation of the dye due to resonance energy transfer from DOB-719 to SWNTs. Specifically, we have observed an emergence of new PL peaks at the excitation wavelength of 735 nm and a redshift of the intrinsic PL peaks of SWNT emission (up to 40 nm) in the near-infrared range. The possible mechanism of the interaction between DOB-719 and SWNTs has been proposed. Thus, it can be concluded that DOB-719 dye has promising applications for designing efficient and tailorable optical probes for the detection of SWNTs

Emergence of additional visible range photoluminescence due to aggregation of cyanine dye:astraphloxin on carbon nanotubes dispersed with anionic surfactant

Self-organization of organic molecules with carbon nanomaterials leads to formation of functionalized molecular nano-complexes with advanced features. We present a study of physical and chemical properties of carbon nanotube-surfactant-indocarbocyanine dye (astraphloxin) in water focusing on aggregation of the dye and resonant energy transfer from the dye to the nanotubes. Self-assembly of astraphloxin is evidenced in absorbance and photoluminescence depending dramatically on the concentrations of both the dye and surfactant in the mixtures. We observed an appearance of new photoluminescence peaks in visible range from the dye aggregates. The aggregates characterized with red shifted photoluminescence peaks at 595, 635 and 675 nm are formed mainly due to the presence of surfactant at the premicellar concentration. The energy transfer from the dye to the nanotubes amplifying near-infrared photoluminescence from the nanotubes is not affected by the aggregation of astraphloxin molecules providing important knowledge for further development of advanced molecular nano-complexes. The aggregation with the turned-on peaks and the energy transfer with amplified photoluminescence create powerful tools of visualization and/or detection of the nanotubes in visible and near-infrared spectral range, respectively, boosting its possible applications in sensors, energy generation/storage, and healthcare

Поліметинові барвники на основі 2,2-дифлуоро-1,3,2-діоксаборину: міні-огляд

Aim. To summarize and analyze literature data on the polymethine dyes containing the 2,2-difluoro-1,3,2-dioxaborine ring.Results and discussion. Boron difluoride complex of β-diketone (2,2-difluoro-1,3,2-dioxaborine, F2DB) is a unique structural motif endowing organic compounds with prominent physicochemical properties, such as a strong fluorescence and high mo-lar attenuation coefficients. Incorporation of the F2DB core into a polymethine chromophore either as an end-group or as an integral part of the polymethine chain allows obtaining dyes with exceptional characteristics, highly appealing for design of up-to-date functional materials. This review focuses on the synthesis and spectral properties of the F2DB-containing polymethines along with the latest advancement in the synthesis of highly fluorescent polyanionic polymethines. A brief discussion of the effects of the structural modification of the π-conjugated system on the photophysical properties of dyes is included.Conclusions. The literature on the F2DB-containing polymethines demonstrates a high potential of the F2DB core for the development of strongly fluorescent and intensely absorbing dyes.Мета. Узагальнити та проаналізувати літературні дані про поліметинові барвники на основі 2,2-дифлуоро-1,3,2-діоксаборину.Результати та їх обговорення. Бородифлуоридний комплекс β-дикетону (2,2-дифлуоро-1,3,2-діоксаборин, F2DB) є унікаль-ним структурним елементом, який надає органічним сполукам особливі фізико-хімічні властивості, такі, як сильна флуоресценція та високі коефіцієнти молярної екстинкції. Уведення ядра F2DB до поліметинового хромофора як кін-цевої групи чи як складової частини поліметинового ланцюга дає змогу отримувати барвники з винятковими характе-ристиками, привабливі для розробки сучасних функціональних матеріалів. У цьому огляді висвітлено питання синтезу та спектральних властивостей поліметинів, що містять ядро F2DB, а також останні досягнення в синтезі високофлуо-ресцентних поліаніонних поліметинів. Додано коротке обговорення впливу структурних модифікацій π-спряженої системи на фотофізичні властивості барвників.Висновки. Аналіз літератури про поліметини, що містять ядро F2DB, свідчить про високий потенціал діоксаборино-вого комплексу для розробки барвників з яскравою флуоресценцією та інтенсивним світлопоглинанням

Self-Assembly for Two Types of J-Aggregates: Cis-Isomers of Dye on the Carbon Nanotube Surface and Free Aggregates of Dye Trans-Isomers

Development of novel nanoscale devices requires unique functional nanomaterials. Furthermore, chemical design of different nanoparticles in one unit is a complex task, particularly the application of self-assembly J-aggregates, which can substantially advance the nanomaterial's properties due to resonant delocalization of excitons. Here, we have demonstrated for the first time formation of resonantly coherent J-aggregates on carbon nanotubes with highly efficient energy transfer from the aggregates to the nanotubes. All the energy of photons absorbed by the aggregates is conveyed to the nanotubes, completely quenching the J-band emission and photosensitizing the nanotubes. Overall, we discovered formation of two types of J-aggregates, where one type is related to self-assembly of cis-isomers on the nanotube surface and the second type is associated to self-organizing trans-isomers into free J-aggregates without the nanotubes. Importantly, the J-aggregates on carbon nanotubes with strong energy transfer peaks of photoluminescence in the near infrared range are of high interest for practical applications on biomedical imaging and nanoscale optoelectronic and nanophotonic devices

Two-Photon Absorption Spectrum of a Single Crystal Cyanine-like Dye

The two-photon absorption (2PA) spectrum of an organic single crystal is reported. The crystal is grown by self-nucleation of a subsaturated hot solution of acetonitrile, and is composed of an asymmetrical donor-π-acceptor cyanine-like dye molecule. To our knowledge, this is the first report of the 2PA spectrum of single crystals made from a cyanine-like dye. The linear and nonlinear properties of the single crystalline material are investigated and compared with the molecular properties of a toluene solution of its monomeric form. The maximum polarization-dependent 2PA coefficient of the single crystal is 52 ± 9 cm/GW, which is more than twice as large as that for the inorganic semiconductor CdTe with a similar absorption edge. The optical properties, linear and nonlinear, are strongly dependent upon incident polarization due to anisotropic molecular packing. X-ray diffraction analysis shows π-stacking dimers formation in the crystal, similar to H-aggregates. Quantum chemical calculations demonstrate that this dimerization leads to the splitting of the energy bands and the appearance of new red-shifted 2PA bands when compared to the solution of monomers. This trend is opposite to the blue shift in the linear absorption spectra upon H-aggregation