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Phenylene Rings (phenylene + ring)
Selected AbstractsDensity functional crystal orbital study of cyano-substituted poly(para -phenylene-vinylene) and poly(quinoxaline-vinylene)INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, Issue 8 2006F. Bartha Abstract We have calculated the optical and electronic properties of several conjugated organic polymers: poly(p -phenylene-vinylene) (PPV) and its derivatives. Cyano substitutions on the phenylene ring: poly(2,5-dicyano- p -phenylene-vinylene) (2,5-DCN-PPV) and on the vinylene linkage: poly(p -phenylene-7(,8)-(di)cyano-vinylene) are considered. In addition, poly(quinoxaline-vinylene) (PQV) is studied. The infinite isolated quasi-1D chains are treated with periodic boundary conditions, using atomic basis sets. In a comparative study of PPV, some issues regarding the selection of the functionals and basis sets are discussed and excitation energies derived from time-dependent and from ordinary methods are compared. It is concluded that for these polymers the calculations are informative at the B3LYP/6-31G** density functional theory (DFT) level. The absolute values might change with improved methods, but the similarity of the polymers suggests that the relative characterization is adequate. Band structures are communicated along with characteristics of the highest occupied and the lowest unoccupied crystal orbitals (HOCO and LUCO). Electron affinities, ionization potentials, valence and conduction bandwidths, and effective masses at the bandgap are given. © 2006 Wiley Periodicals, Inc. Int J Quantum Chem, 2006 [source] Synthesis and characterization of the soluble fluorescent poly[2-decyloxy-5-(2,-(6,-dodecyloxy)naphthyl)-1,4-phenylenevinylene]JOURNAL OF APPLIED POLYMER SCIENCE, Issue 4 2007Hung-Te Chang Abstract A new soluble fluorescent polymer, poly[2-decyloxy-5-(2,-(6,-dodecyl-oxy)naphthyl)-1,4-phenylenevinylene] (DDN-PPV), with no tolane-bisbenzyl (TBB) structure defects is prepared by the dehydrohalogenation of 1,4-bis(bromomethyl)-2-decyloxy-5-(2,-(6,-dodecyloxy)naphthyl)benzene (as monomer) in this study. The aforementioned monomer is synthesized via such chemical reactions as alkylation, bromination, and Suzuki coupling reactions. The structure and properties of the DDN-PPV are examined by 1H NMR, FTIR, UV/vis, TGA, photoluminescence (PL), and electroluminescence (EL) analyses. The two asymmetric decyloxy and 6,-dodecyloxynaphthyl substituents on the phenylene ring make the DDN-PPV soluble in organic solvents and eliminate the TBB structure defects. With the DDN-PPV acting as a light-emitting polymer, a device is fabricated with a sequential lamination of ITO/PEDOT/DDN-PPV/Ca/Ag. The EL spectrum of the device shows a maximum emission at 538 nm. The turn on voltage of the device is about 16.6 V. Its maximum brightness is 14 cd/m2 at a voltage of 18.2 V. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 103: 2734,2741, 2007 [source] Amplified Spontaneous Emission of Poly(ladder-type phenylene)s , The Influence of Photophysical Properties on ASE Thresholds,ADVANCED FUNCTIONAL MATERIALS, Issue 20 2008Frédéric Laquai Abstract Amplified spontaneous emission (ASE) of a series of blue-emitting poly(ladder-type phenylene)s (LPPP)s has been studied in thin film polymer waveguide structures. The chemically well-defined step-ladder polymers consist of an increasing number of bridged phenylene rings per monomer unit starting from fully arylated poly(ladder-type indenofluorene) up to poly(ladder-type pentaphenylene). The ASE characteristics of the polymers including the onset threshold values for ASE, the gain and loss coefficients as well as the photoluminescence (PL) properties, i.e., the solid state fluorescence lifetimes, decay kinetics and solid state quantum efficiencies have been studied by time-resolved PL spectroscopy. A fully arylated polyfluorene has been synthesized and its photophysical properties were compared to the step-ladder polymers. Steady-state photoinduced absorption and ultrafast transient absorption spectroscopy have been used to study excited state absorption of singlet and triplet states and polarons present in the solid state. The results demonstrate a minimum regarding the onset threshold value of ASE for a fully arylated poly(ladder-type indenofluorene) and a successive increase of the ASE threshold for the step-ladder polymers with more bridged phenylene rings. In particular, carbazole-containing step-ladder LPPPs exhibit significantly increased ASE threshold values as compared to their carbazole-free analogues due to a pronounced overlap of stimulated emission (SE) and photoinduced absorption (PA). [source] Restraining the associations of anthracene fluorophore by chemically linking to poly(methyl methacrylate)JOURNAL OF APPLIED POLYMER SCIENCE, Issue 1 2008Fu-Kun Su Abstract Associations (dimer or aggregate) of anthracene (An) fluorophores tend to interrupt the monomer emission and reduce the quantum yield (,PL); therefore, poly(methyl methacrylate) (PMMA) chain was used in this study to chemically link to anthracene and to block the mutual associations among the anthracene fluorophores. With this aim, the target polymers were prepared by anionic polymerizations with 9,10-dibromoanthracene/s -butyllithium as initiating system to proceed polymerizations of methyl methacrylate (MMA) directly or in the presence of 1,1-diphenylethylene (DPE). Use of DPE before addition of MMA produces stable initiating anionic species and avoids potential side reactions during polymerization; however, it also introduces four ,-phenylene rings around the central anthracene ring, which interfere with the corresponding emission pattern and reduce the ,PL (32%) value due to potential interactions between phenylene rings and anthracene. On the contrast, polymerization without participation of DPE results in polymer with central anthracene ring directly connected to two PMMA chains, which gives clean vibronic emission pattern with limited association emissions and enhanced ,PL (52%) value. Physical blending of anthracene by PMMA is less efficient to restrain the associations and results in a film of lower ,PL (20%). © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008 [source] Synthesis and properties of new aromatic poly(ester-imide)s derived from 4- p -biphenyl-2,6-bis(4-trimellitimidophenyl) pyridine and various dihydroxy compoundsPOLYMER INTERNATIONAL, Issue 1 2007Hossein Behniafar Abstract A novel class of wholly aromatic poly(ester-imide)s, having a biphenylene pendant group, with inherent viscosities of 0.32,0.49 dL g,1 was prepared by the diphenylchlorophosphate-activated direct polyesterification of the preformed imide-ring-containing diacid, 4- p -biphenyl-2,6-bis(4-trimellitimidophenyl)pyridine (1) with various aromatic dihydroxy compounds in the presence of pyridine and lithium chloride. A reference diacid, 2,6-bis(trimellitimido)pyridine (2) without a biphenylene pendant group and two phenylene rings in the backbone, was also synthesized for comparison purposes. At first, with due attention to structural similarity and to compare the characterization data, a model compound (3) was synthesized by the reaction of compound 1 with two mole equivalents of phenol. Moreover, the optimum condition of polymerization reactions was obtained via a study of the model compound synthesis. All of the resulting polymers were characterized by Fourier transform infrared and 1H NMR spectroscopy and elemental analysis. The ultraviolet ,max values of the poly(ester-imide)s were also determined. All of the resulting polymers exhibited excellent solubility in common organic solvents, such as pyridine, chloroform, tetrahydrofuran, and m -cresol, as well as in polar organic solvents, such as N -methyl-2-pyrrolidone, N,N -dimethylacetamide, N,N -dimethylformamide, and dimethyl sulfoxide. The crystalline nature of the polymers obtained was evaluated by means of wide-angle X-ray diffraction. The resulting poly(ester-imide)s showed nearly an amorphous nature, except poly(ester-imide) derived from 4,4,-dihydroxy biphenyl. The glass transition temperatures (Tg) of the polymers determined by differential scanning calorimetry thermograms were in the range 298,342 °C. The 10% weight loss temperatures (T10%) from thermogravimetric analysis curves were found to be in the range 433,471 °C in nitrogen. Films of the polymers were also prepared by casting the solutions. Copyright © 2006 Society of Chemical Industry [source] Modular Synthesis and Dynamics of a Variety of Donor,Acceptor Interlocked Compounds Prepared by Click ChemistryCHEMISTRY - AN ASIAN JOURNAL, Issue 5 2007Abstract A series of donor,acceptor [2]-, [3]-, and [4]rotaxanes and self-complexes ([1]rotaxanes) have been synthesized by a threading-followed-by-stoppering approach, in which the precursor pseudorotaxanes are fixed by using CuI -catalyzed Huisgen 1,3-dipolar cycloaddition to attach the required stoppers. This alternative approach to forming rotaxanes of the donor,acceptor type, in which the donor is a 1,5-dioxynaphthalene unit and the acceptor is the tetracationic cyclophane cyclobis(paraquat- p -phenylene), proceeds with enhanced yields relative to the tried and tested synthetic strategies, which involve the clipping of the cyclophane around a preformed dumbbell containing ,-electron-donating recognition sites. The new synthetic approach is amenable to application to highly convergent sequences. To extend the scope of this reaction, we constructed [2]rotaxanes in which one of the phenylene rings of the tetracationic cyclophane is perfluorinated, a feature which significantly weakens its association with ,-electron-rich guests. The activation barrier for the shuttling of the cyclophane over a spacer containing two triazole rings was determined to be (15.5±0.1),kcal,mol,1 for a degenerate two-station [2]rotaxane, a value similar to that previously measured for analogous degenerate compounds containing aromatic or ethylene glycol spacers. The triazole rings do not seem to perturb the shuttling process significantly; this property bodes well for their future incorporation into bistable molecular switches. [source] | |||||||||||||