13669-05-1Relevant academic research and scientific papers
Synthesis and application of poly-SNS-anchored carboxylic acid: A novel functional matrix for biomolecule conjugation
Ekiz, Fulya,Ouzkaya, Funda,Akin, Mehriban,Timur, Suna,Tanyeli, Cihangir,Toppare, Levent
, p. 12337 - 12343 (2011)
Here we report the synthesis of a novel conducting polymer and its properties as an immobilization platform for biosensor application. The conducting polymer has functional groups used for the formation of amide bonding with the enzyme immobilized on the polymer surface. After covalent immobilization of glucose oxidase (GOx) on the polymeric matrix, its application for glucose biosensing was investigated in detail. Scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS) and contact angle measurements were used to monitor the surface properties of the polymer before and after biomolecule conjugation. The optimized biosensor showed a very good linearity between 0.01 mM and 1.2 mM, a 13 s response time and a detection limit (LOD) of 0.004 mM to glucose. Also, kinetic parameters, operational and storage stabilities were determined. Apparent Michaelis constant (Km app) and Imax values of 1.17 mM and 11.28 μA, respectively, were obtained.
A new multicolored and near-infrared electrochromic material based on triphenylamine-containing poly(3,4-dithienylpyrrole)
Lai, Jian-Cheng,Lu, Xin-Rong,Qu, Bo-Tao,Liu, Feng,Li, Cheng-Hui,You, Xiao-Zeng
, p. 3735 - 3745 (2014)
A new compound containing both 3,4-dithienylpyrrole (DTP) and triphenylamine (TPA) groups, namely, 4′-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)-N,N-diphenylbiphenyl-4-amine (DTP-Ph-TPA), was designed and synthesized. The polymer poly-DTP-Ph-TPA (PDTP-Ph-TPA)
Synthesis and spectroscopic characterization on 4-(2,5-di-2-thienyl-1H-pyrrol-1-yl) benzoic acid: A DFT approach
Kurt,Sas, E. Babur,Can,Okur,Icli,Demic,Karabacak,Jayavarthanan,Sundaraganesan
, p. 8 - 17 (2016)
Abstract A complete structural and vibrational analysis of the 4-(2,5-di-2-thienyl-1H-pyrrol-1-yl) benzoic acid (TPBA), was carried out by ab initio calculations, at the density functional theory (DFT) method. Molecular geometry, vibrational wavenumbers a
Synthesis and spectroelectrochemical properties of two new dithienylpyrroles bearing anthraquinone units and their polymer films
Wang, Gang,Fu, Xiangkai,Huang, Jing,Wu, Liu,Du, Qiuliang
, p. 6933 - 6940 (2010)
Two new kinds of dithienylpyrroles bearing anthraquinone units have been prepared by the Knorr-Paal condensation between 1,4-di(thiophen-2-yl)butane-1,4- dione and 1-/2-amino-anthraquinone. The corresponding polymer films were successfully synthesized via electropolymerization. The electrochemical, electro-optical properties and electrochromic behavior of the two polymer films were further investigated by thermogravimetric analysis, cyclic voltammetry and UV-vis absorption spectra. The results demonstrated that the two polymer films were thermally stable up to nearly 300°C. Both the two electroactive polymer films presented a stable and well-defined reversible redox process as well as multicolor electrochromic change from yellow (in the reduced state) to grey (in the neutral state) and then to blue (in the oxidized state).
Effect of sodium naphthalenide, a key SET reagent, on trifluoroacetyl derivatives
Banerji, Avijit,Bandyopadhyay, Debasish,Basak, Bidyut,Sur, Kumar R.,Paul, Jyoti N.,Banerji, Julie,Chatterjee, Asima
, p. 7033 - 7035 (2005)
Aromatic trifluoroacetyl derivatives on treatment with single electron transfer (SET) reagent, sodium naphthalenide, yield symmetrical defluorinated dimers, whereas for aliphatic trifluoroacetyl compounds the reaction usually fails. Investigations have been made for different substituents as well as for similar types of chloro and bromo compounds to establish the scope of the reaction.
Synthesis of 2,5-di(2-thienyl)-1H-pyrrole N-linked with conjugated bridges
Just,Chane-Ching,Lacaze
, p. 3467 - 3472 (2002)
The Knorr-Paal reaction of 1,4-di(2-thienyl)-1,4-butanedione with anilines to yield N-substituted-2,5-di-(2-thienyl)-1H-pyrroles (SNS derivatives) was tested by using different acid catalysts in toluene and acetic acid. Di-SNS derivatives were also synthesized in toluene at reflux in the presence of propionic acid, these mild conditions giving acceptable yields in a one-step procedure.
New pyrimidines incorporating thiophene and pyrrole moieties: synthesis and electrochemical polymerization
Bushueva, Anastasiya Yu.,Shklyaeva, Elena V.,Abashev, Georgii G.
, p. 329 - 331 (2009)
The synthesis and electrochemical polymerization on the indium-tin oxide covered glass plates of two new substituted pyrimidines, namely, (1H-pyrrol-1-yl)-4,6-di(thiophen-2-yl)pyrimidine and [2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl]-4,6-di(thiophen-2-yl)-pyrimidine was performed; the structure of the latter was determined by X-ray methods.
Polymerization and biosensor application of water soluble peptide-SNS type monomer conjugates
Soylemez, Saniye,Yilmaz, Tu??e,Buber, Ece,Udum, Yasemin A.,?z?ubuk?u, Salih,Toppare, Levent
, p. 7384 - 7392 (2017)
A simple and efficient approach for the preparation of a biosensing platform was developed based on newly designed peptide-SNS type monomer conjugates. The approach involves the electrochemical polymerization of the peptide-SNS type monomer on the electrode surface. To synthesize the peptide bearing monomers, the SNS-type monomer having a carboxylic acid functional group was anchored to the C-terminal of the peptide by solid phase peptide synthesis via coupling reagents. Utilization of peptides to increase the solubility of the monomers was first investigated in this report. The obtained monomers, soluble in water, were fully characterized by spectral analyses and utilized as matrices for biomolecule attachment. Polymerization of monomers in water has the potential to provide an alternative process for the electrochemical preparation of the polymers in aqueous media, without using any organic solvent. Under the optimized conditions, the biosensor responded to the target analyte, glucose, in a strikingly selective and sensitive manner, and showed promising feasibility for the quantitative analysis of glucose in beverages.
Multielectrochromic amide-based poly(2,5-dithienylpyrrole) bearing a fluorene derivative: Synthesis, characterization, and optoelectronic properties
Neto, Jorge L.,da Silva, Luis P.A.,da Silva, Joel B.,Ferreira, Raul L.,da Silva, Ana Júlia C.,da Silva, Júlio C.S.,de Oliveira, ítalo N.,Lima, Dimas J.P.,Ribeiro, Adriana S.
, (2021)
A novel 2,5-dithienylpyrrole derivative bearing a fluorene substituent (SNSFCA) was synthesized and successfully electropolymerized on ITO electrodes in acetonitrile (CH3CN) containing tetrabutylammonium tetrafluoroborate ((C4H9)4NBF4). The fluorescence properties of SNSFCA and its polymer (PSNSFCA) were investigated upon laser excitation at 337 nm, however, the polymer was not fluorescent, which may be explained by DFT methods. PSNSFCA films present multielectrochromism in a narrow range of applied potential (0.0 ≤ E ≤ 0.4 V vs. Ag/Ag+), as shown by the track of the CIE 1931 xy chromaticity coordinates, besides high absorption in the near infrared (NIR) region. The electrochromic properties of PSNSFCA films, such as good chromatic contrast (Δ%T), coloration efficiency (η) in the range of 110–350 cm2 C?1, and stability to redox cycling aroused the possibility of its application as an electrochromic material in optoelectronic devices.
A new processable donor-acceptor polymer displaying neutral state yellow electrochromism
Oguzhan, Eda,Bilgili, Hakan,Baycan Koyuncu, Fatma,Ozdemir, Eyup,Koyuncu, Sermet
, p. 6283 - 6292 (2013)
We report here the synthesis of a new solution processable neutral state yellow polymeric electrochromic material containing 2,5-bis-dithienyl-1H-pyrrole (SNS)-donor and 1,8 naphthalimide-acceptor (SNS-NI) as a subunit. The electrochemical and optical properties were investigated via cyclic voltammetry (CV), UV-Vis absorption and fluorescence emission measurements, respectively. Besides, electrochromic performance of poly(SNS-NI) has been compared to the both the film preparation method and poly(1-phenyl-2,5-dithiophen-2-ylpyrrole) [poly(SNS-P)] as a standard polymer. In the poly(SNS-NI), yellow color of the polymer film at neutral state converted to green and then dark blue upon the polymer film fully oxidized in the positive regime. SNS-NI polymer film prepared via spin casting process exhibits a high contrast ratio in the near-IR region (ΔT% = 56% at 890 nm), a response time of about 1 s, high coloration efficiency (299 cm2 C-1) and retained its performance by 98.6% even after 5000 cycles. Finally, the results clearly indicate that both electronic nature of the molecule and film preparation method have a major impact on electrochromic performance of these polymers.
