Preparation and optical properties of soluble π-conjugated poly(aryleneethynylene) type polymers

Abstract

x-Conjugated poly(aryleneethyny1ene) type polymers fC-C-Ar-C=C-Ar'),, (Ar and/or Ar' = pyridine-2,5-diyl or al kylsubstituted arylene) synthesized by a palladium-catalysed coupling reaction are soluble in organic solvents and processable to make good thin films by casting, have large refractive index increment (AnlAc = 0.29-0.38), and exhibit photoluminescence as well as fairly st-mg third harmonic generation, $3) value of about 10-10 esu.

Synthesis and nonlinear optical properties of 1,3- and 1,4-disubstituted type of poly(phenyleneethynylene)s containing electron-donor and acceptor group

“…The oily 2-(2-methoxyethoxy)ethyl-p-toluenesulfonate was filered off with a yield of 69% and used without further purification. 1 …”

“…The solvent was evaporated, the crude solid was filtered off and washed with ether to give 14 in a yield of 46%. 1 …”

“…The solvent was evaporated to give 9 in 93% yield. 1 9 (5.3 g, 16.9 mmol) and BTM N ICl 2 (3.2 g, 35.5 mmol) were added to the acetic acid (32 mL) solution containing zinc chloride (96 g, 700 mmol), and stirred for 10 h at ambient temperature. The solution was extracted with chloroform after pouring into 100 mL of water.…”

“…After the solvent was evaporated, the solid was collected and washed with ether to give 6 in a yield 16%. 1 (15) 2,5-Dibromoaniline (25 g, 99.6 mmol) was dissolved in acetic acid (40 mL), and cooled to 0 8C. To the solution acetic anhydride (36 mL) was dropwise added for 30 min at 0 8C, and heated to 70 8C for 20 min.…”

“…A variety of poly(aryleneethynylene) polymers have been synthesized for the study of their nonlinear optical properties [1][2][3] . Particularly, poly(phenyleneethynylene)s containing electron-donor and acceptor groups have attracted attention to concerning the unique structure of a linear rod like p-conjugated system leading to the enhancement of the nonlinear optical properties 4) .…”