A novel homopolyarylsulfone with 4-(carbazol-9-yl) triphenylamine moieties was synthesized successfully through N–C coupling reactions under similar conditions to the synthesis of polyarylsulfones (PSU). By using this simple method and adjusting the feed ratio between 9-(4-aminobenzene) carbazole (NH2–Ar–Cz) and bisphenol A, a series of high-performance copolymers with high molecular weight, good film-reforming ability, great thermal stability, and excellent photoelectric characteristics were also prepared, which have good application potential in the field of organic optoelectronics.
SchmidtAWReddyKRKnolkerHJ. Occurrence, biogenesis, and synthesis of biologically active carbazole alkaloids. Chem Rev2012; 112: 3193–3328.
2.
MorinJFLeclercMDominiqueA. Polycarbazoles: 25 Years of progress. Macromol Rapid Commun2005; 26: 761–778.
3.
GrimsdaleACChanKLMartinRE. Synthesis of light-emitting conjugated polymers for applications in electroluminescent devices. Chem Rev2009; 109: 897–1091.
4.
HsiaoSHWangHMLinJW. Synthesis and characterization of thieno[3,4-b]thiophene-based copolymers bearing 4-substituted phenyl ester pendants: facile fine-tuning of HOMO energy levels. Mater Chem Phys2013; 141: 665–673.
5.
LiYQFangRCZhengAM. Nonvolatile memory devices based on polyimides bearing noncoplanar twisted biphenyl units containing carbazole and triphenylamine side-chain groups. J Mater Chem2011; 21: 15643–15654.
6.
WangHMHsiaoSH. Substituent effects on electrochemical and electrochromic properties of aromatic polyimides with 4-(carbazol-9-yl)triphenylamine moieties. J Polym Sci Pol Chem2014; 52: 1172–1184.
7.
LiouGSHsiaoSHHuangNK. Synthesis, photophysical, and electrochromic characterization of wholly aromatic polyamide blue-light-emitting materials. Macromolecules2006; 39: 5337–5346.
8.
GhaemyMAlizadehRBehmadiH. Synthesis of soluble and thermally stable polyimide from new diamine bearing N-[4-(9H-carbazol-9-yl)phenyl] formamide pendent group. Eur Polym J2009; 45: 3108–3115.
9.
LiuYChaoDYaoH. New triphenylamine-based poly(amine-imide)s with carbazole-substituents for electrochromic applications. Org Electron2014; 15: 1422–1431.
10.
WangFWangZWangH. Synthesis and characterization of soluble poly(arylene ether ketone)s with high glass transition temperature based on 3,6-bi(4-fluorobenzoyl)-N-alkylcarbazole. Polym Int2015; 64: 258–266.
11.
WangFWangZWangH. Carbazole-based poly(aryl ether ketone) containing crosslinkable allyl groups on the side chains: synthesis, characterization and properties. Polym Int2015; 64: 858–866.
12.
LiuYLiWHlilAR. Synthesis and properties of carbazole-containing copolymers from bis[3-(4-fluorobenzoyl)carbazole] methane. J Macromol Sci A2010; 47: 1051–1054.
13.
LiuYLiWHlilAR. Polycarbazole copolymers from 3-(4-fluorobenzoyl)carbazole and 4,4’-biphenol via combined C-N and C-O coupling reactions with activated difluorides. J Macromol Sci A2010; 47: 784–787.
14.
LiuYQiYHlilAR. Polycarbazoles via C-N coupling reactions of phthaloyl bis-9H-carbazoles with activated difluorides. J Polym Sci Pol Chem2009; 47: 4326–4331.
15.
ChenZOnoRJWigginsKM. Synthesis and characterization of polyketones containing pendant carbazoles. Polymer2011; 52: 1731–1737.
16.
GaoYHlilAWangJY. Synthesis of homo- and copoly(arylene bicarbazole)s via nucleophilic substitution polycondensation reactions of NH groups with activated dihalides. Macromolecules2007; 40: 4744–4746.
17.
NursalimGChenY. Electrocoupling process and electrochemical deposition of poly(9-vinylcarbazole-co-4-vinyltriphenylamine) films. Polymer2010; 51: 3187–3195.
