1103535-99-4Relevant articles and documents
1,2,3-Triazolyl functionalized thiophene, carbazole and fluorene based A-: Alt -B type π-conjugated copolymers for the sensitive and selective detection of aqueous and vapor phase nitroaromatics (NACs)
Giri, Dipanjan,Patra, Sanjib K.
, p. 14469 - 14480 (2020)
A series of highly emissive π-conjugated A-alt-B type copolymers (P1-P3) appended with a 1,2,3-triazole moiety was synthesized via Suzuki polymerization. The well-defined and soluble π-conjugated copolymers were characterized via multinuclear NMR spectroscopy and tetradetector GPC studies, showing a molecular weight (Mn) in the range of 16.4-20.1 kDa with a polydispersity index in the range of 1.25-1.42. The synthesized emissive π-conjugated polymer probes were explored as fluorescent chemosensors for nitroaromatic compounds (NACs) in solution, vapor and contact mode. Detailed photophysical and sensing studies were performed to understand the polymer-NAC interaction, inducing the selective fluorescence quenching of the π-conjugated polymer probes through the photoinduced electron transfer (PET) mechanism. All the polymeric probes (P1-P3) were highly reversible in nature with NACs, and thus could be reused multiple times. The limit of detection of the probes towards nitroaromatics was found to be in the range of 120-200 ppb with a high association constant in the order of 104 M-1. Furthermore, test paper kits were also fabricated, which allowed the trace detection of picric acid by the naked eye, making it a practical means for the quick, easy and inexpensive on-site detection of NAC-based explosives.
Poly(benzodithieno-imidazole-alt-carbazole) based π-conjugated copolymers: Highly selective and sensitive turn-off fluorescent probes for Hg2+
Giri, Dipanjan,Bankura, Arindam,Patra, Sanjib K.
, p. 338 - 353 (2018/11/30)
In this work, highly emissive and soluble π-conjugated poly(benzodithieno-imidazole-alt-carbazole) π-conjugated copolymers (P1 and P2) have been synthesized through Pd(0)-catalyzed Suzuki coupling polymerization protocol from the corresponding monomers. For solubilizing in common organic solvents, heptyl (in P1) or 2-(2-(2-methoxyethoxy)ethoxy)ethyl (in P2) substituents have been introduced at benzodithieno-imidazole and 9-position of carbazole unit. The well-defined and soluble π-conjugated polymers have been characterized by multinuclear NMR spectra as well as by tetradetector GPC studies showing molecular weight (Mn) of 16.5 and 14.3 kDa with the polydispersity indices of 1.36 and 1.31 respectively. The emissive π-conjugated polymers show remarkable selectivity and sensitivity towards Hg2+ ion as turn-off fluorescent probes as a result of molecular wire effect, without interference by other competing metal ions. The detailed photophysical and sensing studies have been demonstrated to understand the insight of polymer-metal ion interaction which is responsible for selective fluorescence quenching of the π-conjugated polymers. DFT studies have been performed to gain the insight of the electronic properties of the sensor by determining the frontier molecular orbitals and the HOMO-LUMO energy levels for a model probe (M1). The polymeric probes (P1 and P2) are reversible in nature, and can also act as secondary sensors for S2-. The limit of detection of the polymer probes towards Hg2+ is found to be in the range of 40–50 ppb with high association constant in the order of 105 M?1 suggesting its high applicability as chemosensor for Hg2+. The polymers have also been explored as thin film polymeric sensor towards Hg2+ to demonstrate its practical utility.
