Polymers with alternating anthracene and phenylene building blocks linked by ethynylene and/or vinylene units: Studying structure‐properties‐relationships

Abstract

Four conjugated polymers (P1-P4) consisting of alternating anthracene-9,10-diyl and 1,4-phenylene building blocks connected via ethynylene as well as vinylene (P1 and P2), ethynylene-only (P3), and vinylene-only (P4) moieties, respectively, were synthesized and studied. The phenylene units in all four polymers bear 2-ethylhexyloxy side-chains to promote good solubility. The three polymers with vinylene units (P1, P2, and P4) were prepared using the Horner-Wadsworth-Emmons reaction. For the synthesis of the aryleneethynylene polymer P3, the palladium-catalyzed Sonogashira cross-coupling reaction was used. The polymers were characterized by NMR, Fourier transform infrared spectroscopy, and Raman spectroscopy. Photophysical, absorption and photoluminescence, and electrochemical properties were studied. Spectroscopic ellipsometry measurements were performed to gain more insight on the optical properties. In addition, the transport properties were investigated using admittance spectroscopy. The bulk hole mobility and its dependence on the electric field were evaluated for P1 and P2.

Femtosecond Transient Absorption Studies of Polymer Aggregation on Photovoltaic Performance: Role of an Integrated Aggregation Promotor in the Polymer Chain

“…Detailed synthetic procedures of PBDCS and PBDS are explained in the Supporting Information and Scheme S1. PBDCS and PBDS were synthesized using the Stille coupling reaction, based on a procedure reported elsewhere. ,, Materials obtained from commercial suppliers were used without further purification. 1 H and 13 C NMR spectra were recorded on Bruker Avance 500 spectrometers.…”

Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity

“…Rhodanine, 67 rhodanine-3-acetic acid, 68 1-acetyl-2-thiohydantoin, 50,69 2-thiohydantoin-3-acetic acid 70 and dichlorobis (triphenylophosphine)palladium( ii ) 71 were prepared following the cited papers. 4-(diphenylamino)phenylboronic acid, 1,4-dibromonaphthalene, 4-bromo-1-naphthalenecarbaldehyde and 10-bromo-9-anthracenecarbaldehyde, 72,73 were synthesized according to the published procedures with slight modifications.…”

Influence of Sidechain Elongation on Photovoltaic Response of Sidechain-Based Statistical Anthracene-Containing Copolymer

“…The synthesis of the intermediates as well as the polymers P1 and P2 was conducted according to the literature descriptions [14,20,[22][23][24]. The synthesis and characterization of P1 (AnE-PVstat) and its precursors are well documented in literature [20].…”