Poly(cyclooctene)s with Pendant Fluorescent and Phosphorescent Metal Complexes

Abstract

Poly(cyclooctene)s with pendant Alq3 and fac‐Ir(ppy)3 were synthesized. Carbazole‐based comonomers were used to increase the solubility of the polymers and to transfer the energy into metal complexes. Excitation spectra of all polymers provided evidence of energy transfer. We established that the polymer backbone does not interfere with the optical properties of the metal complexes. All copolymers retained the optical properties of their small molecule metal complex analogs in solution and the solid state, making these polymers promising materials for potential electro‐optical applications.

Recent Developments in the Application of Phosphorescent Iridium(III) Complex Systems

“…Weck and co-workers used the ring-opening metathesis polymerization (ROMP) of functionalized exo-norbornene [134,136] or cyclooctene monomers [135] to synthesize homo-and copolymers equipped with Ir III emitters. A first proof of the feasibility was gained by polymerizing norbornenes bearing tris-cyclometallated (facial and meridional) complexes as well as charged bis-cyclometallated iridium(III) bipyridine complexes and by performing copolymerizations with alkyl-functionalized norbornene.…”

“…[134] They demonstrated the copolymerization of a cyclooctene-functionalized triscyclometallated Ir III complex with a carbazole-functionalized cyclooctene. [135] Further on, norbornenes bearing various heteroleptic tris-cyclometallated Ir III complexes were copolymerized with a (bis-carbazole-fluorene)-norbornene derivative. [136,137] Testing several materials in a multilayer device assembly, a maximum efficiency of 4.9% (at 100 cd m 2 ) could be realized.…”

“…V) The most widely utilized method to access polymers containing phosphorescent Ir III complexes is the (co)polymerization, [33,[134][135][136][137][138][139][140][141][142][143][144][145][146][147][148] or (co)condensation, [36,[93][94][95]119,120, of suitably functionalized complexes. Weck and co-workers used the ring-opening metathesis polymerization (ROMP) of functionalized exo-norbornene [134,136] or cyclooctene monomers [135] to synthesize homo-and copolymers equipped with Ir III emitters.…”

Ring-Opening Metathesis Polymerization Kinetics of Cyclooctene with Second Generation Grubbs’ Catalyst

“…The less strained 1,5-cyclooctadiene has been extensively used as a model to compare the activity of metathesis initiators and kinetic constants are available in the literature (11)(12)(13). However, there is little information on kinetics of cis-cyclooctene which is a candidate for the synthesis of active materials such as shape memory polymers (14), supports for photoactive compounds (15), that can act as sensors or actuators and for the preparation of functionalized derivatives of polyethylene and interesting copolymers of ethylene through ROMP followed by hydrogenation of the unsaturated polymers (16)(17)(18). In this paper ROMP of cis-cyclooctene with the 'second generation Grubbs catalyst' is reported from the point of view of kinetics measurement.…”

Light-emitting poly(dendrimer)s

“…One method of increasing the viscosity of dendrimer-based materials would be to attach them to a polymer backbone. There have been a number of reports of polymers with small molecule phosphorescent materials attached to flexible polymer backbones 18 , but not of dendrimers attached to a polymer backbone. The polymers generally contain a heteroleptic iridium(III) complex in which the complex is attached to the backbone via an acetylacetonoate ligand 19 .…”