Preparation and properties of two-legged ladder polymers based on polydiacetylenes

Abstract

A novel diacetylene derivative, N,N 0 -bis[5-(3-tolylaminocarbonyloxy)-1,3-pentadiynyl]-N,N 0 -diphenyl-1,4-phenylenediamine (1), was prepared, where two diacetylene groups were connected by a 1,4phenylenediamine moiety. The molecules stacked one-dimensionally and showed solid-statepolymerization reactivity above 80 C. The decay of the monomers at 100 C proceeded gradually without a marked induction period and was fully completed after 400 h. The obtained polymer was a crystalline solid judged by powder X-ray diffraction (PXRD) patterns and SEM imaging. The conjugated p-system of the obtained polymer was classified as a two-legged conjugated ladder. The polymer showed a broad absorption from the visible to the near IR region, indicating a decrease in the optical band gap of ca. 1.0 eV, because of the expansion of the p-conjugated system from a onedimensional system to a ladder. The ladder polymer showed high conductivity after I 2 doping from s 293K ¼ 5 Â 10 À12 S cm À1 to 1.2 Â 10 À5 S cm À1 . The conductivity depended heavily on the pressure of iodine and reached s 373K ¼ 2.3 Â 10 À1 S cm À1 . The activation energy of the ladder polymer was also estimated as 360 meV.

Synthesis, Electronic and Optical Properties of Cobalt(II) Dithiocarbamate Fluorescent Nanowires for Optoelectronic Devices

“…8a show two different slopes. This kind of behaviour is reported earlier in doped polymeric sample (Tabata et al, 2012). This plot is linear with two different slopes, implicating two different activated conduction in low I 2 doped Co(dtc-SB) NWs.…”

“…Schiff base Phenylenediamine ligand (SB) was first prepared using p-Phenylenediamine which get condensed with glyoxal to form imine bridged ligand SB. Direct introduction of aromatic rings in the ligand decreases the flexibility for structural change and consequently deactivate reactivity (Tabata, Tokoyama, Yamakado, & Okuno, 2012). In order to avoid any strain in the ligand conjugated system, aromatic rings are bridged using diimine to maintain the planarity.…”

Preparation and Single Crystal Structure Determination of the First Biobased Furan-Polydiacetylene Using Topochemical Polymerization

“…While some natural furan-based diacetylene (DA) do exist [38][39][40], no attempts to polymerize them have been reported. This seems quite surprising since polydiacetylene (PDA) has attracted tremendous attention for applications in various fields [41,42] due to its unique chromatic [43][44][45][46][47][48][49][50] and semi-conductive properties [51][52][53][54][55][56][57][58][59][60][61].…”

Synthesis, Thermal Properties and Sensitivity of Ladder‐Like Nitrocellulose Grafted by Polyethylene Glycol

“…The ladder polymer is a kind of macromolecule with a ladder-type structure, and it has many advantages, such as a regular molecular structure, better mechanical properties [ and chemical resistance [16,17]. The polyethylene glycol (PEG) has a good compatibility with many organic components, and it has been used as the soft segments of ETPEs [18,19].…”