Synthesis of fac-Ir(ppy)3 end-functionalized poly(4-diphenylaminostyrene) using fac-Ir(ppy)2(vppy) as a single-monomer addition reagent

• Published in: Polymer journal Vol. 45; no. 6; pp. 601 - 605
• Main Authors: Natori, Itaru, Natori, Shizue, Kanasashi, Anna, Tsuchiya, Kosuke, Ogino, Kenji
• Format: Journal Article
• Language: English
• Published: London Nature Publishing Group UK 01.06.2013; Nature Publishing Group
• Subjects: 639/638/455/941; 639/638/455/959; Applied sciences; Biomaterials; Bioorganic Chemistry; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Exact sciences and technology; Organic polymers; original-article; Physicochemistry of polymers; Polymer Sciences; Polymers with particular properties; Preparation, kinetics, thermodynamics, mechanism and catalysts; Surfaces and Interfaces; Thin Films; end-functionalization; Ir(ppy); phosphorescence; poly(4-diphenylaminostyrene); living anionic polymerization; End group; Iridium complex; Luminescent material; Termination reaction; Experimental study; Functional polymer; Styrene derivative polymer; Monodispersed polymer; Amine polymer; Preparation; Soluble compound; Anionic polymerization; fec-Ir(ppy)
• ISSN: 0032-3896; 1349-0540
• DOI: 10.1038/pj.2012.175

The compound fac -Ir(ppy) 3 ( fac , facial; ppy, 2-phenylpyridyl) end-functionalized poly(4-diphenylaminostyrene) (PDAS) was synthesized by adding fac -Ir(ppy) 2 (vppy) (vppy,2-(4-vinylphenyl)pyridyl) to poly(4-diphenylaminostyryl)lithium (PDASLi). In this reaction, fac -Ir(ppy) 2 (vppy) acts as a fac -Ir(ppy) 3 single-monomer addition reagent for PDASLi. The first fac -Ir(ppy) 2 (vppy) molecule readily binds to the carbanion of PDASLi, but the addition of a second fac -Ir(ppy) 2 (vppy) molecule to the carbanion on the vinyl group of fac -Ir(ppy) 2 (vppy) does not proceed. Thus, fac- Ir(ppy) 3 end-functionalized PDAS, which consists of one PDAS molecule and one fac- Ir(ppy) 3 molecule, was successfully obtained for the first time. The synthesis of fac -Ir(ppy) 3 ( fac , facial; ppy, 2-phenylpyridyl) end-functionalized poly(4-diphenylaminostyrene) (PDAS) was achieved by the addition reaction of fac -Ir(ppy) 2 (vppy) (vppy, 2-(4-vinylphenyl)pyridyl) to poly(4-diphenylaminostyryl)lithium (PDASLi). In this reaction, fac -Ir(ppy) 2 (vppy) acts as a fac -Ir(ppy) 3 single-monomer addition reagent for PDASLi; the first fac -Ir(ppy) 2 (vppy) molecule readily binds to the carbanion of PDASLi, while the addition of a second fac -Ir(ppy) 2 (vppy) molecule to the carbanion on the vinyl group of fac -Ir(ppy) 2 (vppy) does not proceed. Thus, fac- Ir(ppy) 3 end-functionalized PDAS consisting of one PDAS molecule and one fac- Ir(ppy) 3 molecule was successfully obtained for the first time.