Abstract:Novel hexa‐armed and pyrene (Pyr) end‐capped phosphazene dendrimer [N3P3‐(Pyr)6] and star polymer with poly(ε‐caprolactone) (PCL) arms [N3P3‐(PCL‐Pyr)6] were prepared via two series of reactions. In these series, core‐first approach was used starting from a hexa‐hydroxy functional phosphazene derivative (N3P3‐(OH)6). It was used as an initiator in the ring‐opening polymerization of ε‐caprolactone to prepare a hexa‐armed PCL star polymer (N3P3‐(PCL‐OH)6). Hydroxyl functionalities of N3P3‐(OH)6 and N3P3‐(PCL‐OH)… Show more
“…29 He and coworkers reported that dansyl-functional aminoquinoline derivative can be employed in ratiometric detection of Zn(II) cation. 32,33 They have less entanglement in the solid state, high solubility in various organic solvents, as well as lower solution and bulk viscosities compared to linear ones having similar molecular weights. 31 Star-shaped polymers having multiple arms joined at the central core have attracted the attention of scientists due to their unique shape and possible processing advantages resulting from their compact structure.…”
Novel hexa-armed dansyl end-capped poly(e-caprolactone) (PCL) star polymer with phosphazene core (P2) was prepared via ring opening polymerization (ROP) and esterification reactions. P2 showed dual fluorescence emission when excited at 328 nm in acetonitrile : water (6 : 4) due to twisted intramolecular charge transfer (TICT) between dimethylamino and naphthalene units in the dansyl moiety. TICT emission band (A band) in the emission spectra red-shifted with increasing solvent polarity. P2 responded to the addition of Pb 21 , Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 metal ions by decreasing TICT emission band with slight bathochromic shifts. The highest quenching efficiency was observed for Pb 21 ion with Stern-Volmer constant of 324.74M 21 . The Stern-Volmer plot for Pb 21 was rather linear with the increasing concentration of the quencher, indicating a dynamic (collisional) quenching mechanism. Stern-Volmer constants for Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 ions were found to be 212. 33, 189.21, 36.24, 20.84, and 20.69, respectively. Besides, the highest quenching efficiency (94.24%) was attained in the presence of Pb 21 , suggesting that P2 could be employed as a potential Pb 21 chemical probe.
“…29 He and coworkers reported that dansyl-functional aminoquinoline derivative can be employed in ratiometric detection of Zn(II) cation. 32,33 They have less entanglement in the solid state, high solubility in various organic solvents, as well as lower solution and bulk viscosities compared to linear ones having similar molecular weights. 31 Star-shaped polymers having multiple arms joined at the central core have attracted the attention of scientists due to their unique shape and possible processing advantages resulting from their compact structure.…”
Novel hexa-armed dansyl end-capped poly(e-caprolactone) (PCL) star polymer with phosphazene core (P2) was prepared via ring opening polymerization (ROP) and esterification reactions. P2 showed dual fluorescence emission when excited at 328 nm in acetonitrile : water (6 : 4) due to twisted intramolecular charge transfer (TICT) between dimethylamino and naphthalene units in the dansyl moiety. TICT emission band (A band) in the emission spectra red-shifted with increasing solvent polarity. P2 responded to the addition of Pb 21 , Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 metal ions by decreasing TICT emission band with slight bathochromic shifts. The highest quenching efficiency was observed for Pb 21 ion with Stern-Volmer constant of 324.74M 21 . The Stern-Volmer plot for Pb 21 was rather linear with the increasing concentration of the quencher, indicating a dynamic (collisional) quenching mechanism. Stern-Volmer constants for Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 ions were found to be 212. 33, 189.21, 36.24, 20.84, and 20.69, respectively. Besides, the highest quenching efficiency (94.24%) was attained in the presence of Pb 21 , suggesting that P2 could be employed as a potential Pb 21 chemical probe.
“…Click chemistry method was selected due to its versatility, reliability, and specificity even in heterogeneous reaction systems . Moreover, it hardly requires protection of functional groups, gives high reaction yields, and has exclusive selectivity for the 1,4‐triazole formation …”
Section: Resultsmentioning
confidence: 99%
“…Pyrene‐containing macromolecular structures have attracted a great deal of attention to be employed in fluorescent probes due to their long fluorescence lifetime and a well‐defined fluorescence spectrum, which is sensitive to the polarity of the environment . There are numerous studies in the literature on the fluorescence sensor applications of pyrene‐containing molecular compounds and high‐molecular polymers toward various analytes, including nitroaromatic compounds, metal ions, anions, and glucose …”
A novel pyrene‐functionalized thiophene compound (Thi‐Pyr) and pyrene‐functionalized styrene polymers (P7–9) are synthesized via 1,3‐dipolar cycloaddition reaction between the azide functional groups of the precursors and 1‐ethynylpyrene. Glass transition temperature of the styrene polymers increases remarkably upon the covalent attachment of the pyrene unit through triazole linkers, whereas the thermal stabilities of the styrene polymers are not affected by the incorporation of pyrene moieties. Thi‐Pyr exhibits the characteristic pyrene monomer emission bands; on the other hand, P7–9 show the excimer emission bands of pyrene due to the excitation of ground state dimeric species. The monomer emissions of Thi‐Pyr and the excimer emissions of P7–9 are distinguishably increased by the addition of HP2O73−, Cl−, and Br− anions. The responses of Thi‐Pyr and P7–9 to the addition of HP2O73− are stronger than any other anions, indicating their selectivity to HP2O73− anion to some extent.
“…When BR^is the halogen, it can be replaced with ease by alkoxy, aryloxy or amino groups via nucleophilic substitution reactions [1][2][3][4][5][6]. Hexachlorocyclotriphosphazene, trimer, N 3 P 3 Cl 6 , (1) or octachlorocyclotetraphosphazene, tetramer, N 4 P 4 Cl 8 (2) namely cyclophosphazenes are a kind of phosphazene compounds that they show many special characteristics.…”
In the present work, 3-[2-(diethylamino)ethyl]-7-oxy-4-methylcoumarin substituted cyclotriphosphazene (4) and cyclotetraphosphazene (5) derivatives were synthesized by the reactions of hexachlorocyclotriphosphazene (1) or octachlorocyclotetraphosphazene (2) with 3-[2-(diethylamino)ethyl]-7-hydroxy-4-methylcoumarin (3) for the first time. The quaternized cationic (6 and 7) and zwitterionic (8 and 9) derivatives of these compounds (4 and 5) were obtained by the reactions of dimethyl sulfate and 1,3-propanesultone, respectively. All newly synthesized cyclophosphazene compounds (4-9) were fully characterized by elemental analysis and general spectroscopic techniques such as FT-IR, (31)P-NMR, (1)H-NMR and MALDI-TOF mass. All these coumarin substituted cyclophosphazene compounds (4-9) were soluble in most of organic solvents and quaternized ionic and zwitterionic compounds (6-9) also showed excellent solubility in water. The fluorescence behaviors of novel cyclophosphazene compounds were investigated in methanol and water solutions. The chemosensor properties of newly synthesized water soluble quaternized ionic and zwitterionic cyclotriphosphazene and cyclotetraphosphazene derivatives (6-9) were investigated in aqueous media. These cyclophosphazene derivatives showed fluorescence chemosensor behavior with high selectivity for Fe(3+) ions in aqueous solution.
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