50839-66-2Relevant academic research and scientific papers
Elaboration of multimodal ligands based on BOX units: Toward full zinc release in Zn(II) complexes by external stimulation
Aidibi, Youssef,Allain, Magali,El-Ghayoury, Abdelkrim,Leriche, Philippe,Sanguinet, Lionel
, (2021)
The development of molecular switches such as photochromic and electrochromic systems still represents a major concern in numerous application fields. If numerous pure organic switch families have been explored so far, concerning the coordination compounds, the choice seems more limited. In this context, we are exploring the possibility to elaborate a new addressable ligand family based on benzazolo-oxazolidine (BOX) moiety, a poorly investigated switch family, known for its acido-, electro- and photochromism properties. As proof of concept, two ligands bearing a BOX moiety were prepared using a pyridine as metal binding site after what corresponding Zn(II) complexes were synthesized and characterized. The acido-, electro- and photochemical behaviors of the free ligand as well as complexes were studied. This study reveals a subtle and interesting tautomeric equilibrium between oxazolidine ring opening and pyridine protonation whatever the nature of the stimulation. More interestingly, it conducts to observe the possibility to catch and release zinc ion on demand by using two external and orthogonal stimulations.
A general strategy to increase emission shift of two-photon ratiometric pH probes using a reversible intramolecular reaction of spiro-oxazolidine
He, Xiuquan,Tian, Minggang,Yang, Rui,Yu, Xiaoqiang,Zhang, Huamiao
, (2021)
Fluorescent pH probes have been served as powerful tools in biological and pathological studies in recent years due to the important roles of pH values in various physiological processes. Although plenty of pH probes have been delivered, development of two-photon ratiometric pH probes with large emission shift for detecting the variation of intracellular pH values is still a greatly challenging task. To address this concern, in this work, we have discovered a general strategy designing pH probes by means of a pH-dependent reversible intramolecular reaction of spiro-oxazolidine which can efficiently change their conjugation length and the electronic effect concurrently. To display the generality of the strategy, we have synthesized six pH probes, and all these probes exhibit short emission in basic conditions and dramatically red-shifted emission in acid environments. The emission shift of the six probes is more than 150 nm and even up to 210 nm, much larger than shift of all commercial and reported pH probes. The chemical sensing mechanism of intramolecular ring opening/closing reaction of spiro-oxazolidine has been confirmed with 1H NMR spectra and density functional theory (DFT) calculations. Finally, we have used one of six with one- and two-photon properties to successfully image lysosomal pH changes under confocal and two-photon microscopes in a ratiometric manner. We believed that this spiro-oxazolidine strategy can serve as a general and powerful platform for the design of ideal pH probes.
PEGylated cyanine dye nanoparticles as photothermal agents for mosquito and cancer cell control
Xu, Qi,Shen,Zhang, Yongchao,Shao, Xusheng
, p. 2398 - 2404 (2019)
Conversion of light energy to heat via photothermal conversion agents (PTCAs) is of great interest and has potential applications. Here, we described a heptamethine cyanine (Cy7) dye nanoparticles (Cy7-PEG NPs) prepared from heptamethine cyanine and poly(
Photo-driven near-IR fluorescence switch: Synthesis and spectroscopic investigation of squarine-spiropyran dyad
Doddi, Siva,Ramakrishna, Bheerappagari,Venkatesh, Yeduru,Bangal, Prakriti Ranjan
, p. 97681 - 97689 (2015)
With the objective of developing near-infrared fluorescence switch molecules for potential applications, synthesis of new dyad with two methyl 3-(3′,3′-dimethyl-6-nitrospiro[chromene-2,2′-indolin]-1′-yl)propanoate (6), spiropyran (SP), units as the photochromic acceptors and a near-infrared fluorescence probe, (E)-4-((1-(2-hydroxyethyl)-3,3-dimethyl-3H-indol-1-ium-2-yl)methylene)-2-((E)-(1-(2-hydroxyethyl)-3,3-dimethylindolin-2-ylidene)methyl)-3-oxocyclobut-1-en-1-olate (SQ), (3) as fluorescent donor are described. Two SP units are attached to the two indole nitrogen of squarine core with almost no conjugation with the SQ unit. The spectroscopic properties of the newly synthesized dyad, SP-SQ-SP(7), and corresponding model compounds (SP, SQ) have been studied in acetonitrile solution, poly(ethylene glycol) (PEG) polymer matrices and in nanoparticle form dispersed in aqueous medium. These dyes (3 and 7) exhibited absorption in the range 550-670 nm, with significant absorption coefficients (10-5 M-1 cm-1) in the ACN. The fluorescence emission spectra of these dyes cover very broad range from 630 to 750 nm and fluorescence quantum yields are of the order of 0.2 in ACN solution. External stimulations (ultraviolet light and visible light) generate reversible changes in the structure of 7, resulting in changes in the absorption spectra due to the presence of the two spiropyran units. The absorption spectrum of the MC, a ring open form of SP, in dyad SP-SQ-SP(7) has large spectral overlap with the fluorescence spectrum of the SQ unit. Thus, the fluorescence intensity of dyad 7 is modulated by reversible conversion among the two states of the photochromic spiropyran units and the fluorescence resonance energy transfer (FRET) between the MC form and the SQ unit. High-contrast "on/off" fluorescence switching is successfully achieved with remarkably fatigue resistance in solution, in polymer film and in nanoparticle form of dyad (7). The described results indicate that this system may represent an efficient fluorescent switch molecule in potentially rewritable high-density optical data or image storage utilizing near-infrared luminescence intensity readout schemes.
Synthesis, structural and nonlinear optical properties of 2-(3-Cyano-4-{5-[1-(2-Hydroxyethyl)-3,3-dimethyl-1,3-dihydro-indol-2-ylidene] -Penta-1,3-dienyl}-5,5-dimethyl-5H-furan-2-ylidene)-malononitrile
Bhuiyan,Gainsford,Kutuvantavida,Quilty,Kay,Williams,Waterland
, p. 272 - 283 (2011)
A chromophore for nonlinear optics with extended conjugation has been synthesized, and its structure determined from X-ray diffraction data. The compound crystallizes in the monoclinic system with the space group P2 1/n and Z = 4. The unit cell parameters are a = 10.7826(4) A, b = 14.5943(5) A, c = 15.3792(5) and beta = 96.213(2). A thin film containing 5% of the chromophore in amorphous polycarbonate when poled at 180C and 60 V/m yields a maximum r33 value of 206 pm/V. This is seven times higher than the value found for the archetypical inorganic material, lithium niobate. Copyright Taylor &Francis Group, LLC.
Leaf-Inspired Self-Healing Polymers
Yang, Ying,Davydovich, Dmitriy,Hornat, Chris C.,Liu, Xiaolin,Urban, Marek W.
supporting information, p. 1928 - 1936 (2018/06/27)
Hierarchical multiphase fibrous morphologies provide strength and elasticity for biological species, facilitating responses to environmental changes. Wound closure of leaves is one example. If polymers can be formed in a similar manner by introducing mult
Preparation method of novel dispiropyran chromophore
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Paragraph 0047; 0048, (2018/12/14)
The invention discloses a preparation method of novel dispiropyran chromophore. Salicylaldehyde and trioxymethylene are used as raw materials, glacial acetic acid is used as a solvent, thick sulfuricacid is used as a catalyst to synthesize a salicylaldehy
NOVEL COMPOUND, PHOTOSENSITIVE RESIN COMPOSITION INCLUDING THE SAME AND COLOR FILTER
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Paragraph 0272; 0273, (2018/09/20)
For compounds of formula 1, said compound including photosensitive resin composition and said color filter number is encoded using photosensitive resin composition bath ball number. [Formula 1] (In said formula 1, each substituents defined specification efined.) (by machine translation)
Spiropyran-azobenzene-DBU system as solvent indicator
Xu, Zhiping,Li, Shen,Shen, Yujun,Chen, Meijun,Shao, Xusheng
, p. 3829 - 3832 (2018/10/04)
A dyad bearing azobenzene and spiropyran units was synthesized and its applications in indicating the polarity and protic or aprotic properties of a solvent were explored. The spiropyran-azobenzene derivative (SPAB) can be induced to different forms in different miscellaneous solvents accompanied with different color changes and spectral characteristics at the presence of organic base DBU. In a nonpolar or low-polar solvent, SPAB exists in thermostable spiropyran form with yellow color output. While in an aprotic polar solvent, the spiropyran part isomerized to merocyanine form giving a blue color. When SPAB is subjected to a protic solvent, the alkylation reaction occurs at the oxygen generating the alkylated-SPAB with red color. This solvent-dependent property can be used for discriminating solvent type.
Resettable, multi-readout logic gates based on controllably reversible aggregation of gold nanoparticles
Liu, Dingbin,Chen, Wenwen,Sun, Kang,Deng, Ke,Zhang, Wei,Wang, Zhuo,Jiang, Xingyu
supporting information; experimental part, p. 4103 - 4107 (2011/07/07)
A resettable logic system based on spiropyran-modified gold nanoparticles that is capable of AND, OR, and INHIBIT logic operations has been constructed. Several methods can record the output of this process, including the naked eye, UV/Vis spectroscopy, d
