The fluorescent effects on theN-substituents of polyarylenevinylenes having 1,2-diphenylmaleimide moieties

Abstract

Model compounds and polymers having N-substituted 1,2-diphenylmaleimide moieties were synthesized and characterized by NMR, IR, UV, and fluorescence spectroscopy. The fluorescence intensity could be controlled by N-substituents of model compounds and polymers. As the structure of an N-substituent of them was bulkier, or the electron density of an N-substituent was denser, the photoluminescence intensity was increased. All the compounds showed greenish yellow photoluminescence with the maximum intensity between 510 and 537 nm. From quantum efficiency data of the model compounds and the polymers, the fluorescence intensity of the polymer 11 was higher than that of the model compound 4.

Synthesis and Characterization of 3,4-Diphenylmaleimide Copolymers That Exhibit Orange to Red Photoluminescence and Electroluminescence

“…Peng et al reported that PLED of ITO/PEDOT:PSS/PFML (a N -octyl derivative)/Alq 3 /Mg:Ag exhibited EL with a peak intensity of 363 cd/m 2 (18 V) and a of 559 nm,5f which values are very similar to those 365 cd/m 2 (15 V) and of 566 nm of the PFML device herein (Table ). Whereas the PFML PLED herein showed a relatively low EL efficiency of 0.13% or 0.35 cd/A, the corresponding EL efficiency data are not available in Peng et al's previous report.…”

“…Furthermore, N -alkyl derivative of 3,4-bis(4-bromophenyl)maleimide, BrML (Scheme ), is an ideal monomer that can form polyarylenes with high molecular weights through various types of polycondensation. Several studies have utilized various different N -alkyl derivatives of BrML in the preparation of 3,4-diphenylmaleimide-based polyaryl macromolecules . Although the authors recently developed efficient and bright small molecules of arylamine-substituted 3,4-diphenylmaleimide for use in red organic light-emitting diode (OLED), , only yellow to orange-yellow fluorescent polymers have so far been derived from maleimides …”

Monodisperse and fluorescent poly(styrene-co-methacrylic acid-co-2-naphthyl methacrylate)/Fe3O4 composite particles

“…Monodisperse styrene/methacrylic acid copolymer particles prepared using emulsifier-free emulsion polymerization enables us to synthesize fluorescent monodisperse latex particles [22]. Homopolymers and copolymers of acrylnaphthols, commonly used in chromophore containing polymers are capable of exhibiting intermolecular excimer fluorescence [24][25][26]. In addition, these acrylnaphthols can be useful for photostabilizers against photodegradation of the copolymer [27,28].…”

One-step Barton decarboxylation by micellar catalysis – application to the synthesis of maleimide derivatives

“…33,34 Maleimide derivatives can be considered as either interesting target compounds [35][36][37][38][39][40] or organic synthons/monomers. [41][42][43][44][45][46][47][48][49][50] Different pathways for substituted N-phenylmaleimide synthesis have been thus developed in the literature: starting from unsubstituted 40,47 or substituted 51 N-phenylmaleimides ;…”

“…33,34 Maleimide derivatives can be considered as either interesting target compounds [35][36][37][38][39][40] or organic synthons/monomers. [41][42][43][44][45][46][47][48][49][50] Different pathways for substituted N-phenylmaleimide synthesis have been thus developed in the literature: starting from unsubstituted 40,47 or substituted 51 N-phenylmaleimides; itaconic, 52 citraconic, 36,37 or dimethylmaleic anhydrides; 39 phenylisocyanide; 53,54 or phenyliminovinylidenphosphoran. 51 However, these syntheses gave products with moderate yields and are usually performed in organic solvents.…”