Aminobenzodione-based polymers with low bandgaps and solvatochromic behavior

作者：Zhang Haichang; Ghasimi Saman; Tieke Bernd^*; Schade Alexander; Spange Stefan

来源：Polymer Chemistry, 2014, 5(12): 3817-3823.

DOI：10.1039/c3py01702h

Pd-catalyzed amination polymerization of deep blue aminobenzodifuranone monomer 3-(4-bromo-phenyl)7-( 4-octylaminophenyl)-benzo[1,2-b: 4,5-b']-difuran-2,6-dione (M1) is described, as well as polymerization of symmetric dibromophenyl-benzodifuranone (M2), or the corresponding dibromophenylbenzodipyrrolidone (M3) with N, N'-dialkylated phenylenediamines (M4a,b). The resulting polymers P1-3 exhibit low bandgaps (1.08-1.47 eV), broad UV/vis absorption bands (400-900 nm), and a large solvatochromic shift up to 3140 cm(-1) from n-hexane to hexamethylphosphoramide. Multiple linear regression analyses of (nu) over tilde max of the solvent-dependent solvatochromic UV/vis absorption bands of M1, P1 and P2a are presented, from which Kamlet-Taft and Catalan solvent parameters were determined. All monomers and polymers exhibit high extinction coefficients up to 8.6 x 10(4) L mol(-1) cm(-1) and high photostability, and might be suitable for electronic applications.

• 出版日期2014