Synthesis and characterization of new polyamides and polyimides derived from (E)‐9‐[β‐(2,4‐diaminophenyl)vinyl]anthracene

Abstract

A new anthracene-containing diamine, (E)-9-~-(2,4-diaminophenyI)vinyl]anthracene, was prepared and used for the synthesis of a series of polyamides and polyimides by low temperature solution polycondensation. The polymers were highly amorphous, soluble in aprotic solvents and gave films with good optical quality on spin-casting. The polymers showed 10% weight loss at a temperature of 415-460°C under nitrogen. The poymers exhibited an intense luminescence in the region of 450-500 nm due the emission from the excited state of the diamine moiety. It was shown that charge-transfer (CT) interactions in polyimides were negligibly small in both the ground and the excited state, probably due to the bulky diamine fragment together with the rigid polymer backbone.

Molecular Design, Synthesis, and Properties of Highly Fluorescent Polyimides

“…Furthermore, several PIs containing fluorescent dyes in the main chain or side chain have been synthesized, in which anthracence, , naphthalene, , perylene, fluorene, , acridin, and furyl group − were used as fluorophores. However, strong intermolecular CT interactions exerted between alternating dianhydride and diamine moieties and van der Waals interactions caused by the dense intermolecular packing of PIs formed during high-temperature curing above 250 °C.…”

Synthesis and Characterization of Novel Hyperbranched Polymers with Discrete Conjugated Units via Heck Reaction

“…Copolymerization of monomer 5 with P,P' -dibromo-4-ethynylstyrene (6) produced partially soluble hyperbranched copolymer poly-56. Average conjugated length was longer for poly-56.…”

“…Therefore, we attempted to increase the solubility of the polymer introducing flexible spacers, thus obtaining a hyperbranched polymer containing discrete conjugated units. Some linear polymers containing discrete conjugated units such as fluorescein, 3 • 4 diethynylanthracene, 5 vinylphenylanthracene, 6 and arylenevinylideneethynylene 7 have been prepared at the laboratory. They showed photo-and electroluminescence and the third order harmonic generation up to 3 x 10-10 esu and gave films with good optical quality by casting.…”

Synthesis and properties of soluble, fluorescent polyesters and polyethers with substitutedm-terphenyl segments in the main chain

“…5,6 Certain anthracene-containing polymers have been recently synthesized. [7][8][9][10][11][12][13] This investigation deals with the synthesis and characterization of a new class of photoluminescent polyesters and polyethers bearing substituted m-terphenyl segments in the main chain. They were prepared from two bisphenols that were synthesized through pyrylium salts by a convenient and inexpensive method applied in our laboratory.…”