SYNTHESIS AND CHEMICAL PROPERTIES OF POLY(ARYLENEETHYNYLENE)S WITH AN OLIGO(p-PHENYLENE) GROUP AT m-PHENYLENE LINKAGE
نویسندگان
چکیده
The Pd-complex-catalyzed polymerization of 2,7-dibromo-9,9-dihexylfluorene, 2,5-dibromo-3-hexylthiophene, and 1,4-dibromo-2,5-dioctyloxybenzene with 3,5-diethynyl-4-methoxy[1,1';4',1'']terphenyl afforded poly(aryleneethynylene)s (PAEs), Polymer-1, Polymer-2, and Polymer-3, respectively; the Pd-complexcatalyzed polymerization of the same with 1,3-diethynylbenzene afforded PAEs, Polymer-4, Polymer-5, and Polymer-6, respectively. A model compound, Model-1, was synthesized by the reaction of 3,5-dibromo-4-methoxy[1,1';4',1'']terphenyl with ethynylbenzene in a 1:2 molar ratio. UV-vis measurements revealed that the π conjugation system of the polymer chain is interrupted at the m-phenylene group. The polymers and the model compound were photoluminescent in solution. The polymers received electrochemical oxidation in film; these polymers exhibited electrochromism and showed good thermal stability. ISAO YAMAGUCHI and JUN MISHIMA 128
منابع مشابه
Synthesis of an elongated linear oligo(phenylene ethynylene)-based building block for application in DNA-programmed assembly.
The synthesis of an elongated linear oligonucleotide-functionalised module (ELOM) is described. The ELOM structure is based on an oligo(phenylene ethynylene) backbone substituted with two decyloxy groups. The two termini constitute two salicylaldehyde moieties acting as chemical cross-linkers. Before incorporation into an oligonucleotide sequence the organic part of the module, the elongated li...
متن کاملOne-pot synthesis of nanocaterpillar structures via in situ nanoparticlization of fully conjugated poly(p-phenylene)-block-polythiophene.
1D nanocaterpillar structures were spontaneously formed during the synthesis of fully conjugated poly(2,5-dihexyloxy-1,4-phenylene)-block-polythiophene due to the strong π-π interactions between the polythiophene blocks. With the elongation of the polythiophene block, nanostructures evolved from nanospheres to nanocaterpillars and their length and height increased with good control.
متن کاملOptically active, amphiphilic poly(meta-phenylene ethynylene)s: synthesis, hydrogen-bonding enforced helix stability, and direct AFM observation of their helical structures.
Optically active, amphiphilic poly(meta-phenylene ethynylene)s (PPEa) bearing L- or D-alanine-derived oligo(ethylene glycol) side chains connected to the backbone via amide linkages were prepared by microwave-assisted polycondensation. PPEa's exhibited an intense Cotton effect in the π-conjugated main-chain chromophore regions in various polar and nonpolar organic solvents due to a predominantl...
متن کاملSynthesis and antimicrobial activity of some bis-quinazoline derivatives.
The hitherto unknown bis[quinazolin-4-one-2-yl]-m-phenylene (2d), and its 3-N-substituted derivatives were prepared from the corresponding bis[3,1-benzoxazin-4-one-2-yl]-m-phenylene (1) as precursor. The quinazolinone derivative 2d was converted into bis[quinazolin-4-thioxo-2-yl]-m-phenylene (3) via different routes, bis[4-chloroquinazolin-2-yl]-m-phenylene (8) and bis[4-hydrazinoquinazolin-2-y...
متن کاملSynthesis and self-assembly of an amphiphilic poly(phenylene ethynylene) ionomer.
We have synthesized a conjugated amphiphilic polyelectrolyte, a poly(phenylene ethynylene) (PPE), and the structurally analogous neutral polymer. The solution-phase aggregation of the uncharged PPE can be reversibly controlled by varying the solvent polarity and concentration, while the charged polymer appears to self-assemble at any concentration in compatible solvents. These conclusions are b...
متن کامل