Zhang, Haichang, Ghasimi, Saman, Tieke, Bernd, Schade, Alexander ORCID: 0000-0002-6826-0656 and Spange, Stefan (2014). Aminobenzodione-based polymers with low bandgaps and solvatochromic behavior. Polym. Chem., 5 (12). S. 3817 - 3824. CAMBRIDGE: ROYAL SOC CHEMISTRY. ISSN 1759-9962

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Abstract

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.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Zhang, HaichangUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Ghasimi, SamanUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Tieke, BerndUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Schade, AlexanderUNSPECIFIEDorcid.org/0000-0002-6826-0656UNSPECIFIED
Spange, StefanUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
URN: urn:nbn:de:hbz:38-450297
DOI: 10.1039/c3py01702h
Journal or Publication Title: Polym. Chem.
Volume: 5
Number: 12
Page Range: S. 3817 - 3824
Date: 2014
Publisher: ROYAL SOC CHEMISTRY
Place of Publication: CAMBRIDGE
ISSN: 1759-9962
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
SOLVENT ACIDITY SCALE; CONJUGATED POLYMERS; POLARIZABILITY SP; MAIN-CHAIN; BENZODIFURANONE; BASICITY; UNITS; DYES; POLARITY; SBMultiple languages
Polymer ScienceMultiple languages
URI: http://kups.ub.uni-koeln.de/id/eprint/45029

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