160469-44-3Relevant articles and documents
Linear and Star-Shaped Extended Di- and Tristyrylbenzenes: Synthesis, Characterization and Optical Response to Acid and Metal Ions
Bunz, Uwe H. F.,Freudenberg, Jan,Kotlear, Eugen A.,Kushida, Soh,Maier, Steffen,Rominger, Frank,Zhang, Hao
supporting information, (2020/06/17)
Two linear 1,4-distyrylbenzenes and five star-shaped 1,3,5-tristyrylbenzene derivatives (L2a and L2b, Y0–Y3 and YNBu) were synthesized and spectroscopically characterized. The photophysical properties, optical response to acid and metal ions were investigated. Upon backbone extension of linear distyrylbenzenes or the introduction of dibutylanilines, the electronic spectra are redshifted. Incorporation of electron-deficient pyridyl units does not significantly affect the optical properties. Variation of the number of pyridine rings and substitution pattern tune the fluorescence response to acids and metal ions. The novel arenes discriminate Al3+, Mn2+, Fe3+, Fe2+, Cd2+, Ag+ and Hg2+.
Synthesis and photophysical properties of two-photon absorbing spirofluorene derivatives
Lim, Jea-Geon,Prabhakaran, Prem,Park, Jin Sun,Son, Yong,Kim, Tae-Dong,Yang, Dong-Yol,Lee, Kwang-Sup
experimental part, p. 4403 - 4408 (2012/08/28)
New spirofluorene-based quadrupolar two-photon absorbing dyes having triphenylamine and N,Ndibutylaniline as electron donors at the end of molcules were designed and synthesized. The thirdorder nonlinear optical properties of these compounds were studied using a two-photon excited fluorescence method. They were found to have high two-photon absorption cross-section owing to extended conjugation of the spirofluorene moiety. The effect of varying the donor strength could be discerned by comparing the two compounds. They were successfully used as a photosensitizers for two-photon initiated polymerization of three-dimensional micro-objects. Copyright
Enhanced aqueous solubility of long wavelength voltage-sensitive dyes by covalent attachment of polyethylene glycol
Patrick, Michael J.,Ernst, Lauren A.,Waggoner, Alan S.,Thai, Dung,Tai, Dean,Salama, Guy
, p. 3347 - 3353 (2008/10/09)
Long wavelength voltage-sensitive dyes (VSDs) called Pittsburgh (PGH) dyes were recently synthesized by coupling various heterocyclic groups to a styryl-thiophene intermediate forming extended, partially rigid chromophores. Unlike most styryl VSDs, dyes with a sulfonic acid anchor directly attached to the chromophore showed no solvatochromic absorption shifts. The limited water solubility of many long wavelength VSDs requires the use of surfactants to transport the dye through physiological saline solutions and effectively label biological membranes. Here, we tested the chemical substitution of the sulfonic acid moiety with polyethyleneglycol (PEG) chains, ranging from MW 750 to 5000, to overcome the poor solubility of VSDs while retaining their properties as VSDs. The chemical synthesis of PGH dyes and their PEG derivatives are described. The PEG derivatives were soluble in aqueous solutions (>1 mM) and still reported membrane potential changes. In frog and mouse hearts, the voltage sensitivity (ΔF/F per action potential) and spectral properties of PEG dyes were the same as the sulfonated analogues. Thus, the solubility of VSDs can be considerably improved with small polyethyleneglycol chains and can provide an effective approach to improve staining of excitable tissues and optical recordings of membrane potential. The Royal Society of Chemistry.
