304891-35-8Relevant academic research and scientific papers
Poly(benzyl ether) dendrimers with strongly fluorescent distyrylbenzene cores as the fluorophores for peroxyoxalate chemiluminescence: Insulating effect of dendritic structures on fluorescent sites
Koike, Ryu,Katayose, Yoshiaki,Ohta, Akira,Motoyoshiya, Jiro,Nishii, Yoshinori,Aoyama, Hiromu
, p. 11020 - 11026 (2005)
Poly(benzyl ether) dendrimers containing strongly fluorescent distyrylbenzene cores were synthesized, and their fluorescence and electrochemical properties as well as the action as fluorophores in the chemiluminescence reactions were investigated. While a
Copolymers for iodide detection and methods thereof
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Page/Page column 6; 26, (2020/02/03)
Copolymers having thiophene based and vinylene based moieties. Methods of producing the copolymers, and methods of utilizing the copolymers as chromogenic sensors for selective detection of iodide anion are also provided.
π-Conjugate Fluorophore-Tagged and Enzyme-Responsive l -Amino Acid Polymer Nanocarrier and Their Color-Tunable Intracellular FRET Probe in Cancer Cells
Saxena, Sonashree,Jayakannan, Manickam
, p. 2594 - 2609 (2017/08/18)
The present investigation accounts one of the first example of enzyme-responsive and π-conjugate-tagged l-amino acid amphiphilic polymer and their fluorescence resonance energy transfer (FRET) probes for color-tunable intracellular bioimaging in cancer ce
Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
John, Suru Vivian,Cimrová, Věra,Ulbricht, Christoph,Pokorná, Veronika,Ru?i?ka, Ale?,Giguère, Jean-Benoit,Lafleur-Lambert, Antoine,Morin, Jean-Fran?ois,Iwuoha, Emmanuel,Egbe, Daniel Ayuk Mbi
, p. 8357 - 8371 (2017/11/21)
Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copolymers (P1-P5) based on poly[(arylene ethynylene)-alt-(arylene vinylene)]s backbone (-Ph-C=C-Anth-C=C-Ph-CH - CH-Ph-CH - CH-)n. During the synthesis of P1-P5, different alkyloxy side chains were incorporated in order to tune the properties of the polymers. Of the copolymer series only P1 (containing anthanthrone and branched 2-ethylhexyloxy side chains on phenylenes), P2 and P3 (for which the anthanthrones containing carbonyl groups were converted to anthanthrene containing alkyloxy substituents) were soluble. The photophysical, electrochemical, electroluminescent and photovoltaic properties of P1-P3 are reported, compared and discussed with respect to the effects of side chains.
The Hammett correlation between distyrylbenzene substituents and chemiluminescence efficiency providing various ρ-values for peroxyoxalate chemiluminescence of several oxalates
Maruyama, Takayuki,Narita, Susumu,Motoyoshiya, Jiro
, p. 222 - 231 (2013/03/13)
Peroxyoxalate chemiluminescence (PO-CL) was investigated using eight oxalates with various phenol moieties and the distyrylbenzene (DSB) fluorophores with various substituents. The ρ-values in the Hammett correlation between the substituent constants (σp+) of the DSBs and the singlet chemiexcitation yields (ΦS) for the PO-CL reactions varied from -0.50 to -1.01 depending on the oxalate structure, and the reactive oxalates tended to afford the higher absolute ρ-values but with a few exceptions. Based on the CIEEL mechanism, these experimental observations suggest that the aryloxy groups still remain in the 1,2-dioxetanones (DOTs), which are the postulated high-energy intermediates, and control the electronic properties of DOTs as electron-acceptors. The LUMO energies of the DOTs calculated by the ab initio method with a B3LYP/6-31g(d) basis set reveal that the lower the DOT-LUMO energies, the higher the absolute ρ-values were provided for the corresponding oxalates, as predicted by the frontier molecular orbital (FMO) theory. Thus, the chemical species interacting with the DSBs would be not unitary and will be DOTs.
C-H/π-interaction-guided self-assembly in π-conjugated oligomers
Goel, Mahima,Jayakannan, Manickam
, p. 2867 - 2874 (2012/05/04)
We report CH/π hydrogen-bond-driven self-assembly in π-conjugated skeletons based on oligophenylenevinylenes (OPVs) and trace the origin of interactions at the molecular level by using single-crystal structures. OPVs were designed with appropriate pendants in the aromatic core and varied by hydrocarbon or fluorocarbon tails along the molecular axis. The roles of aromatic π-stack, van der Waals forces, fluorophobic effect and CH/π interactions were investigated on the theromotropic liquid crystallinity of OPV molecules. Single-crystal structures of hydrocarbon OPVs provided direct evidence for the existence of CH/π interactions between the π-ring (H-bond acceptor) and alkyl C-H (H-bond donor). The four important crystallographic parameters, dc-x=3.79 A, θ=21.49°, =150.25° and dHp-x=0.73 A, matched in accordance with typical CH/π interactions. The CH/π interactions facilitate the close-packing of mesogens in x-y planes, which were further protruded along the c axis producing a lamellar structure. In the absence of CH/π interactions, van der Waals interactions drove the assembly towards a Schlieren nematic texture. Fluorocarbon OPVs exhibited smectic liquid-crystalline textures that further underwent Smectic A (SmA) to Smectic C (SmC) phase transitions with shrinkage up to 11 %. The orientation and translational ordering of mesogens in the liquid-crystalline (LC) phases induced H- and J-type molecular arrangements in fluorocarbon and hydrocarbon OPVs, respectively. Upon photoexcitation, the H- and J-type molecular arrangements were found to emit a blue or yellowish/green colour. Time-resolved fluorescence decay measurements confirmed longer lifetimes for H-type smectic OPVs relative to that of loosely packed one-dimensional nematic hydrocarbon-tailed OPVs. Weak-force-driven self-assembly: CH/π hydrogen-bonding-driven diverse molecular self-assembly in π-conjugated molecules is reported (see figure). The self-organisation of π-conjugated mesogens in three-dimensional crystal lattices is proven to be vital for tuning the thermotropic liquid-crystalline phases and their emission colour. Copyright
Side chain effects in hybrid PPV/PPE polymers
Egbe, Daniel Ayuk Mbi,Roll, Carsten Peter,Birckner, Eckhard,Grummt, Ulrich-Walter,Stockmann, Regina,Klemm, Elisabeth
, p. 3825 - 3837 (2007/10/03)
The Horner-Wadsworth-Emmons olefination reaction of luminophoric dialdehydes 1 and 2 and bisphosphonates 3 provide high-molecular-weight and thermostable PPV/PPE hybrid polymers 4 and 5 of well-defined general constitutional structure -(CH=CH-Ph-CH=CH-Ph-
