1-bromo-4-dodecylbenzene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: One equivalent weight of diphenylamine, 1 equivalent weight of 1-bromo-4-dodecylbenzene, 0.1 equivalent weight of palladium(II) acetate, 0.4 equivalent weight of tri(t-butyl)phosphine and 4.8 equivalent weight of potassium t-butoxide were heated in a toluene solution at 90° C. for 2 hours to obtain 4-dodecyl-N,N-diphenylaniline. To the above resultant, 2 equivalent weight of N-bromosuccinimide was added and stirred for 30 minutes at room temperature in N,N-dimethylformamide to obtain 4-dodecyl-N,N-bis(4-bromophenyl)aniline. To the obtained compound, 3 equivalent weight of thiophene boric acid, 0.06 equivalent weight of tetrakis(triphenylphosphine)palladium and 2 equivalent weight of potassium carbonate were added, and heated and refluxed for 3 days in a mixture solvent of THF and water to obtain 4-dodecyl-N,N-bis(4-thiophene-2-yl)phenyl)aniline. To the obtained compound, 5 equivalent weight of phosphorus oxychloride and 5 equivalent weight of N,N-dimethylformamide were added and heated at 105° C. for 5 hours under nitrogen atmosphere for diformylizing the thiophene ring. An acetic acid solution composed of the above obtained diformilized compound, 4 equivalent weight of cyanoacetic acid and 5 equivalent weight of ammonium acetate was heated and refluxed for 1 hour. Thus Dye 1 could be obtained.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: One equivalent weight of diphenylamine, 1 equivalent weight of 1-bromo-4-dodecylbenzene, 0.1 equivalent weight of palladium(II) acetate, 0.4 equivalent weight of tri(t-butyl)phosphine and 4.8 equivalent weight of potassium t-butoxide were heated in a toluene solution at 90° C. for 2 hours to obtain 4-dodecyl-N,N-diphenylaniline. To the above resultant, 2 equivalent weight of N-bromosuccinimide was added and stirred for 30 minutes at room temperature in N,N-dimethylformamide to obtain 4-dodecyl-N,N-bis(4-bromophenyl)aniline. To the obtained compound, 3 equivalent weight of thiophene boric acid, 0.06 equivalent weight of tetrakis(triphenylphosphine)palladium and 2 equivalent weight of potassium carbonate were added, and heated and refluxed for 3 days in a mixture solvent of THF and water to obtain 4-dodecyl-N,N-bis(4-thiophene-2-yl)phenyl)aniline. To the obtained compound, 5 equivalent weight of phosphorus oxychloride and 5 equivalent weight of N,N-dimethylformamide were added and heated at 105° C. for 5 hours under nitrogen atmosphere for diformylizing the thiophene ring. An acetic acid solution composed of the above obtained diformilized compound, 4 equivalent weight of cyanoacetic acid and 5 equivalent weight of ammonium acetate was heated and refluxed for 1 hour. Thus Dye 1 could be obtained.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: One equivalent weight of diphenylamine, 1 equivalent weight of 1-bromo-4-dodecylbenzene, 0.1 equivalent weight of palladium(II) acetate, 0.4 equivalent weight of tri(t-butyl)phosphine and 4.8 equivalent weight of potassium t-butoxide were heated in a toluene solution at 90° C. for 2 hours to obtain 4-dodecyl-N,N-diphenylaniline. To the above resultant, 2 equivalent weight of N-bromosuccinimide was added and stirred for 30 minutes at room temperature in N,N-dimethylformamide to obtain 4-dodecyl-N,N-bis(4-bromophenyl)aniline. To the obtained compound, 3 equivalent weight of thiophene boric acid, 0.06 equivalent weight of tetrakis(triphenylphosphine)palladium and 2 equivalent weight of potassium carbonate were added, and heated and refluxed for 3 days in a mixture solvent of THF and water to obtain 4-dodecyl-N,N-bis(4-thiophene-2-yl)phenyl)aniline. To the obtained compound, 5 equivalent weight of phosphorus oxychloride and 5 equivalent weight of N,N-dimethylformamide were added and heated at 105° C. for 5 hours under nitrogen atmosphere for diformylizing the thiophene ring. An acetic acid solution composed of the above obtained diformilized compound, 4 equivalent weight of cyanoacetic acid and 5 equivalent weight of ammonium acetate was heated and refluxed for 1 hour. Thus Dye 1 could be obtained.