Preparation of hyperbranched copolymers containing triphenylamine and divinylbenzene units

The synthesis of triphenylamine-based polyarylenevinylene with linear and hyperbranched architecture is described. The synthetic route is based on Wittig polycondensation reaction at room temperature using as partners di-or tri-aldehyde of triphenylamine and bis-or tris-phosphonium salts. The polymers are separated as two fractions, one insoluble in chloroform and another one soluble in chloroform and insoluble in methanol. All polymers are obtained mostly in cis configuration, but cis linear polymers are thermally isomerized to corresponding trans structures, while branched structures are more thermally stable and isomerization process was not clearly evidenced. Characterization of the polymers was performed using NMR and FT-IR spectroscopy and thermal gravimetric analysis, while the optoelectronic properties were studied by UV-Vis and fluorescence and cyclic voltammetry, and compared with model compounds.

Section: Introductionmentioning

confidence: 99%

Linear and hyperbranched triphenylamine-based polyarylenevinylenes: a comparative optoelectronic study

Ivan¹,

Vacareanu²,

Grigoraş³

2013

“…TPA-based oligomers with linear, dendrimer or star-shaped architectures have been synthesized and studied for various applications as organic light emitting materials or field-effect transistors and two-photon related applications [8][9][10][11][12][13][14][15][16][17] while TPA-based polymers have been studied due to their excellent hole-transporting capacity, low ionization potential, high quantum yield of photoluminescence and thermal stability [16][17][18][19][20][21][22][23][24][25][26]. All these properties are attributed to the presence of a TPA group.…”

Section: Introductionmentioning

confidence: 99%

Polyazomethines with Triphenylamine Groups Synthesized by Suzuki Polycondensation Reactions

Mihai

Ivanoiu

Vacareanu³

et al. 2012

Two new linear, conjugated triphenylamine-based polyazomethines were synthesized by the Suzuki polycondensation of N,N -bis[4-(4-bromophenyl)(phenyl)aminobenzylidene]-1,4-phenylendiamine with 2,5-thiophenediboronic acid and 9,9-dioctylfluorene-2,7-diboronic acid, respectively, using Pd(PPh 3 ) 4 as catalyst. The obtained structures were characterized by spectral methods ( 1 H-NMR, FT-IR, UV-Vis and fluorescence), as well as by thermal analysis.

“…TPA-based oligomers with linear, dendrimer or star-shaped architecture have been synthesized and studied for various applications as organic light-emitting materials or field-effect transistors and two-photon related applications [14][15][16][17][18][19][20][21][22][23], while TPA-based polymers have been studied due to their excellent hole-transporting capacity, low ionization potential, high quantum yield of photoluminescence and thermal stability [22][23][24][25][26][27][28][29][30][31][32] and all these properties are associated with TPA groups. Until now there are only a few reports about TPA-based PAMs and most of them are not fully conjugated polymers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Linear, Branched and Hyperbranched Triphenylamine-Based Polyazomethines

Grigoraş¹,

Stafie²

2009

Novel triphenylamine-based linear, hyperbranched and branched conjugated polyazomethines have been synthesized by free-catalyst solution polycondensation of 1,4-diaminobenzene with 4,4 -diformyl triphenylamine, 4,4 ,4 -triformyl triphenylamine and their mixture in different molar ratios. Linear polyazomethine has a good solubility in organic solvents while branched and hyperbranched polymers are partially soluble. A wholly soluble hyperbranched polyazomethine was obtained by end-capping of polymer at gelation point using a monofunctional aromatic amine, p-anisidine. Characterization of all polymers was made by 1 H-NMR, FT-IR and UV-Vis and photoluminescence spectroscopy and thermal methods. Electrochemical behavior of polymers was studied by cyclic voltammetry using thin films cast from THF solution on a platinum disc working electrode in acetonitrile solvent and tetrabutylammonium tetrafluoroborate as electrolyte.