Near-infrared tetra-substituted aluminum 2, 3-naphthalocyanine dyes for optical fiber applications

Casay, Guillermo A.; Narayanan, Narasimhachari; Evans, Lawrence; Czuppon, Tibor; Patonay, Gábor

doi:10.1016/0039-9140(96)01989-3

Cited by 16 publications

(6 citation statements)

References 21 publications

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“…Optical sensing of many cations has been reported such as sodium [11,12], potassium [13,14], lithium [15,16], ammonium [17], calcium [18,19], mercury [20,21] and lead [22,23]. In optical sensors the concentration dependence of the signal is a direct result of the interaction of the carrier/ receptor molecule (ligand, ionophore) with the metal ions to be analyzed.…”

Section: Introductionmentioning

confidence: 99%

Ion sensing film optodes based on chromogenic calix[4]arene: application to the detection of Hg2+, Ni2+ and Eu3+ ions

Ebdelli

Rouis

Mlika

et al. 2011

J Incl Phenom Macrocycl Chem

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International audienceThe development of sensors for the detection of transition metal ions has attracted a special attention because of the toxic impact of these elements on our environment. Due to their sensitivity, reliable, inexpensive and easy use for on site analysis, optical chemical sensors (optodes) have received an increasing attention for a rapid determination of toxic species in water. A new chromogenic calix[4]arene has been investigated on the basis of the high recognition properties of calixarenes associated to the optical response provided by their functionalization with a phenyl azo group. Thin tetrakis-(phenylazo) calix[4]arene amide derivative layers deposited on a glass suprasil substrate have been characterized by contact angle measurements showing a good surface coverage whereas a uniform morphology of the calixarene membrane in acetonitrile solvent was observed by scanning electron microscopy (SEM). The ability of the tetrakis-(phenylazo) calix[4]arene amide derivative thin film to complex Hg2+, Ni2+ and Eu3+ ions have been demonstrated by the modification of the calixarenes main absorption band at 343 nm and appearance of a new absorption band at 500 nm upon addition of Eu3+. The different sensors could be regenerated with hydrochloric acid. The dynamic concentration range, ion selectivity, response time, repeatability and reproducibility are discussed. These results are suitable to the development of optodes for the detection of metal pollutant

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Section: Introductionmentioning

confidence: 99%

Ion sensing film optodes based on chromogenic calix[4]arene: application to the detection of Hg2+, Ni2+ and Eu3+ ions

Ebdelli

Rouis

Mlika

et al. 2011

J Incl Phenom Macrocycl Chem

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“…For instance, in the design of dye‐sensitized solar cells with enhanced light harvesting capabilities in the NIR ,,. Such interest has motivated the detailed theoretical and experimental characterization of their singlet‐singlet transitions,,,, and it is well known that the presence of donor or acceptor moieties on the backbone, π‐conjugation,,,, or heavy atoms may lead to modifications in the absorption energy. On the other hand, information about their lowest‐lying triplet state is much scarcer.…”

Section: Introductionmentioning

confidence: 99%

Potential Use of Squarates and Croconates as Singlet Fission Sensitizers

2018

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The geometrical and electronic structures of 44 squarate and croconate derivatives are computationally studied by quantum chemistry methods, in the pursuit of new singlet fission sensitizers. A non-negligible singlet open-shell diradical character is observed for most of the studied molecules, which can be controlled through chemical substitution as well as by the size of the central ring. Such a diradical character is related to small singlet-triplet energy gaps, facilitating the accomplishment of the singlet fission energetic requirements. In general, the present results indicate that squarates hold superior singlet fission capabilities than croconates, although we have identified several derivatives within both families as promising singlet fission sensitizers.

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“…In general, to improve absorption towards longer wavelength, it requires small highest occupied molecular orbital–lowest unoccupied molecular orbital (HOMO‐LUMO) gap (HLG). The decrease in HLG can be obtained either by increasing π ‐conjugation or by introducing a heavy element in the back bone . The increase in π ‐conjugation offered limited success, while insertion of a heavy element in back bone makes the labile molecular frame.…”

Section: Introductionmentioning

confidence: 99%

Visible absorbing symmetrical squaraine and croconine dye derivatives: A comparative computational study

Tripathi

Promila

2016

J. Phys. Org. Chem.

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Visible absorbing C-N bonding squaraines (SQ1-SQ5) and croconines (CR1-CR5) with an increase in conjugation at donor groups and heteroaromatic donor substituents have been studied by density functional theory and time-dependent density functional theory methodologies. In these molecules, croconines always have absorption nearly 100-nm red shift than its corresponding squaraines (it is in consistent with C-C bonding, near infrared absorbing squaraine and croconines). The reason behind this drastic red shift, by changing the central acceptor of 4-membered squarate ring with 5-membered croconate ring, has been analyzed by considering the concept of diradical character and variation in central C-C-C angle. It is also observed that within the same series of molecules (either in squaraine or in croconines), with an increase in donor capacity (conjugation), absorption increases towards longer wavelength region because of destabilization of HOMO and stabilization of LUMO levels. A small blue shift was observed for heteroaromatic donor groups when compared with aromatic donor group.

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Near-infrared tetra-substituted aluminum 2, 3-naphthalocyanine dyes for optical fiber applications

Cited by 16 publications

References 21 publications

Ion sensing film optodes based on chromogenic calix[4]arene: application to the detection of Hg2+, Ni2+ and Eu3+ ions

Ion sensing film optodes based on chromogenic calix[4]arene: application to the detection of Hg2+, Ni2+ and Eu3+ ions

Potential Use of Squarates and Croconates as Singlet Fission Sensitizers

Visible absorbing symmetrical squaraine and croconine dye derivatives: A comparative computational study

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