54136-24-2Relevant articles and documents
Indoline and benzothiazole-based squaraine dye-sensitized solar cells containing bis-pendent sulfonate groups: Synthesis, characterization and solar cell performance
Al-horaibi, Sultan A.,Asiri, Abdullah M.,El-Shishtawy, Reda M.,Gaikwad, Suresh T.,Rajbhoj, Anjali S.
, p. 591 - 597 (2019)
Two new symmetric squaraine sensitizers (SQTHZ and SQIND) carrying benzothiazole and indoline moieties as strong electron donating groups to inject the electron into the TiO2 nanoparticles were tested as DSSC. The theoretical calculations and absorption results show that the electron density of LUMO of SQTHZ is delocalized in the whole chromophore, leading to strong electronic coupling between SQTHZ sensitizer and the conduction band of TiO2. Furthermore, the presence of long alkyl chain with pendent bis-SO3 - groups would inhibit recombination and decrease the dye aggregation. Interestingly, SQTHZ displayed UV–Vis and NIR absorption at a longer wavelength compared to SQIND. This structure feature, as well as optical properties, would lead to improved efficiency of dye-sensitized solar cell with overall better photovoltaic performance (η of 3.31%, Jsc of 7.65 mA/cm2, Voc of 0.59, ff of 0.71 and IPCE of 47% at 674 nm) compared to SQIND.
Ferrocene-modified bis(spiropyridopyran)s as synthetic signaling receptors for guanine-guanine dinucleoside derivatives
Takase,Inouye
, p. 2432 - 2433 (2001)
A ferrocene-linked bis(spiropyridopyran) was designed and synthesized, that recognized guanine-guanine dinucleoside derivatives via complementary hydrogen bonds in CH2Cl2, resulting in the isomerization of the colorless spiropyridopyran as self-indicating receptors.
Synthesis of novel thermally reversible photochromic axially chiral spirooxazines
Jin, Li-Mei,Li, Yannian,Ma, Ji,Li, Quan
, p. 3552 - 3555 (2010)
(Equation Presented). The Suzuki reactions of diboronic acid 1 and bromo-spirooxazine 2, under N2 atmosphere and aerobic conditions, gave the dispirooxazine-substituted binaphthyl product 3 and the monospirooxazine-substituted binaphthyl derivative 4, respectively. The thermally reversible photochromic behavior of the target axially chiral spirooxazines 3 was investigated, and both the ring-opening process upon irradiation with 365 nm light and the thermally reverse ring-closing process were fast. These chiral spirooxazines were found to impart their chirality to an achiral liquid crystal host, at low doping levels, to form a self-organized photoresponsive helical superstructure.
Near-Infrared Heptamethine Cyanine Dyes for Nanoparticle-Based Photoacoustic Imaging and Photothermal Therapy
St. Lorenz, Anna,Buabeng, Emmanuel Ramsey,Taratula, Oleh,Taratula, Olena,Henary, Maged
, p. 8798 - 8805 (2021/06/28)
We have synthesized and characterized a library of near-infrared (NIR) heptamethine cyanine dyes for biomedical application as photoacoustic imaging and photothermal agents. These hydrophobic dyes were incorporated into a polymer-based nanoparticle system to provide aqueous solubility and protection of the photophysical properties of each dye scaffold. Among those heptamethine cyanine dyes analyzed, 13 compounds within the nontoxic polymeric nanoparticles have been selected to exemplify structural relationships in terms of photostability, photoacoustic imaging, and photothermal behavior within the NIR (～650-850 nm) spectral region. The most contributing structural features observed in our dye design include hydrophobicity, rotatable bonds, heavy atom effects, and stability of the central cyclohexene ring within the dye core. The NIR agents developed within this project serve to elicit a structure-function relationship with emphasis on their photoacoustic and photothermal characteristics aiming at producing customizable NIR photoacoustic and photothermal tools for clinical use.
Halogenated cyanine dyes for synergistic photodynamic and photothermal therapy
Liu, Hao,Yin, Juanjuan,Xing, Enyun,Du, Yingying,Su, Yu,Feng, Yaqing,Meng, Shuxian
, (2021/04/09)
Cyanine dyes are widely used in the field of tumor phototherapy due to their excellent photophysical properties. To explore the heavy atoms effects on the photothermal and photodynamic performance of phototherapeutic agents, chlorine, bromine, and iodine were introduced to synthesize a series of cyanine dyes (IR6, IR7, and IR8). We have found that all halogenated cyanine dyes exhibited high excitation wavelength (around 800 nm) and low dark toxicity. Among them, IR8 behaved the best singlet oxygen production ability in the three dyes. For photothermal performance, IR8 exhibited the best photothermal conversion rate (46.6%), photothermal stability, and excellent therapy efficiency (half-maximal inhibitory concentration, IC50 = 16.2 μg/mL). IR7 behaved a greater enhancement of the photothermal conversion rate (43.4%) than IR6 (42.3%). In conclusion, the heavy atoms effects on the photothermal and photodynamic properties of cyanine dyes are positively correlated with the increase of the atomic number of the halogen atom, and the iodine atom may be the most worthy of consideration in the all halogen atoms.
