16856-04-5Relevant academic research and scientific papers
A novel water-soluble multicolor halo- And photochromic switching system based on a nitrile-rich acceptor
Belikov, Mikhail Yu.,Ievlev, Mikhail Yu.,Bardasov, Ivan N.
, p. 10287 - 10295 (2021)
A directed synthesis of the first nitrile-rich dye showing visible-light-induced negative photochromism in aqueous medium was implemented. The possibility to change the color of an aqueous solution from yellow to magenta by varying the pH from 5 to 8 was
Water-Soluble Spiropyrans with Inverse Photochromism and Their Photoresponsive Electrostatic Self-Assembly
Moldenhauer, Daniel,Gr?hn, Franziska
, p. 3966 - 3978 (2017)
A new type of light responsive nanoscale assemblies based on water-soluble spiropyrans is presented. We have synthesized four anionic spiropyrans bearing multiple sulfonate groups and investigated their photochromic behavior in aqueous solution. Depending on the pH, either inverse photochromism (acidic conditions) or normal photochromism (alkaline conditions) is found. Kinetic data for the interconversion of the spiropyran and merocyanine isomers including the subsequent slow hydrolysis have been obtained by UV/Vis spectroscopy. The results show that the spiropyrans undergo hydrolysis in both alkaline and acidic solution, while in the latter the rate is far slower than in the former. This prolonged hydrolytic stability together with the inverse photochromism under acidic conditions makes the sulfonated spiropyrans suitable to build photoresponsive nanostructures with cationic polyelectrolytes. We show how the self-assembly process is driven by electrostatic interactions and how the spiropyrans’ photochromic property allows the size control of the supramolecular objects by visible light. The assembly size is characterized by dynamic light scattering and TEM. In addition, UV/Vis and fluorescence spectroscopy and ζ-potential measurements help to explain the size change upon visible light irradiation.
FeIII–Salen-Based Probes for the Selective and Sensitive Detection of E450 in Foodstuff
Gasser, Gilles,Goud, Bruno,Jakubaszek, Marta,Spingler, Bernhard,Yadav, Prerna,Zelder, Felix
, (2020/04/29)
Inorganic pyrophosphate (PPi) is considered as a diagnostic marker for various diseases such as cancer and vascular calcification. PPi also plays an important preservative role as an additive E450 in foodstuff. In this work, a selective FeIII–salen-based probe for PPi is described; this probe disassembles in the presence of the target analyte into its molecular blocks, 1,2-propanediamine and 3-chloro-5-formyl-4-hydroxybenzenesulfonic acid. The latter signaling unit leads to a fluorometric response. Compared with a related prototype, the new complex shows a 2.3-times stronger emission at 500 nm and a 155-times better selectivity of PPi over adenosine triphosphate (ATP). Importantly, the new probe was successfully applied for detecting E450 in foodstuff.
Light-Driven Expansion of Spiropyran Hydrogels
Li, Chuang,Iscen, Aysenur,Palmer, Liam C.,Schatz, George C.,Stupp, Samuel I.
supporting information, p. 8447 - 8453 (2020/05/22)
The incorporation of molecular switches in organic structures is of great interest in the chemical design of stimuli-responsive materials that mimic the complex functions of living systems. Merocyanine dyes that convert to spiropyran moieties upon exposure to visible light have been extensively studied as they can be incorporated in hydrated covalent networks that will expel water when this conversion occurs and induce a volumetric shrinkage. We report here on a sulfonate-based water-soluble photoswitch that, in contrast to the well-known systems, triggers a volumetric expansion in hydrogels upon exposure to photons. Contraction is in turn observed under dark conditions in a highly reversible manner. The novel behavior of the photoswitch incorporated in the covalent network was predicted by coarse-grained simulations of the system's chemical structure. Using pH control and polymeric structures that differ in lower critical solution temperature, we were able to develop hydrogels with highly tunable volumetric expansion. The novel molecular function of the systems developed here led to materials with the negative phototaxis observed in plants and could expand the potential use of hydrogels as sensors, soft robots, and actuators.
Schiff base metal manganese complex and preparation method and application thereof
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Paragraph 0011; 0019, (2016/10/09)
The invention discloses a Schiff base metal manganese complex and a preparation method and application thereof.The method includes the steps of making salicylaldehyde and aniline react to obtain N-phenyl salicylaldehyde imine, making N-phenyl salicylaldehyde imine react with sulfamic acid and sodium carbonate with urea as the catalyst to obtain sulfo salicylic aldehyde, making sulfo salicylic aldehyde react with cyanide urea to obtain sulfo salicylic aldehyde condensation cyanide urea ligand, and coordinating ligand with metal manganese salt to obtain the Schiff base metal manganese complex.Sulfo salicylic aldehyde condensation cyanide urea ligand obtained through the technical scheme has excellent water solubility; the metal manganese complex obtained by coordinating ligand with metal manganese salt has high capacity for catalyzing peroxide hydrogen decomposition and producing many bleaching activity components; the complex further contains amido bonds or like amido bonds and cyano groups, so hydrogen peroxide decomposition can be accelerated to produce bleaching activity substances; due to cyano groups of short carbon chains, peroxide hydrogen decomposition can be easily catalyzed by the Schiff base metal manganese complex, the complex can be applied for bleaching peroxide hydrogen of fabric at low temperature, and the processed fabric has the advantages of being high in whiteness and excellent in capillary effect.
Detecting biologically relevant phosphates with locked salicylaldehyde probes in water
Kumari, Namita,Zelder, Felix
, p. 17170 - 17173 (2015/12/01)
This communication describes a disassembly based approach for the detection of biologically relevant di- and triphosphates in water using locked fluorescent salicylaldehyde probes.
Challenging conventional f-element separation chemistry-reversing uranyl(vi)/lanthanide(iii) solvent extraction selectivity
Hawkins,Bustillos,Copping,Scott,May,Nilsson
, p. 8670 - 8673 (2014/07/22)
The water soluble tetradentate Schiff base, N,N'-bis(5- sulfonatosalicylidene)-diaminoethane (H2salen-SO3), will readily coordinate to the uranyl(vi) cation, but not to the same extent to trivalent lanthanide cations. This allows for
Aqueous-phase hydroformylation of 1-octene using hydrophilic sulfonate salicylaldimine dendrimers
Hager, Emma B.,Makhubela, Banothile C.E.,Smith, Gregory S.
, p. 13927 - 13935 (2013/01/15)
Water-soluble dendritic ligands based on tris-2-(5-sulfonato salicylaldimine ethyl)amine (5) and DAB-(5-sulfonato salicylaldimine) (6) (DAB = diaminobutane) were synthesized by means of Schiff base condensation and sulfonation reactions. These dendritic l
Nickel complex catalyzed reduction of imines
Vetter,Berkessel
, p. 419 - 422 (2007/10/02)
The 1:1 complexes formed in situ from nickel(II) acetate and the thiosemicarbazones of ortho-hydroxy aromatic aldehydes catalyze the hydrosilylation of imines. A variety of imines were reduced in good to excellent yields employing two equivalents of a silane such as triethylsilane and 5 mol% of the catalysts.
Studies on Singlet Oxygen in Aqueous Solution. Part 2. Water-soluble Square-planar Nickel Complexes as Quenchers
Botsivali, Maria,Evans, Dennis F.,Missen, Paul H.,Upton, Mark W.
, p. 1147 - 1150 (2007/10/02)
Three water-soluble square-planar nickel complexes have been investigated as quenchers of 1O2 in aqueous solution, using anthracene-9,10-bis(ethanesulphonate) as a trap.Disodium nickelate(II) and its propylen
