Recyclable heterogeneous palladium-catalyzed carbon–carbon coupling polycondensations toward highly purified conjugated polymers

Conjugated polymers are usually synthesized by homogeneous palladium complexes-catalyzed Heck, Suzuki, and Stille coupling reactions, which suffer from the non- recyclability of expensive palladium catalysts and palladium contamination of the desired polymer due to palladium leaching. In order to ov...

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Bibliographic Details
Published in:Journal of polymer research 2020, Vol.27 (1), Article 1
Main Authors: Zou, Feihua, Yao, Fang, Liu, Limin, Cai, Mingzhong
Format: Article
Language:English
Subjects:
Carbon
Catalysts
Catalytic activity
Characterization and Evaluation of Materials
Chemical reactions
Chemical synthesis
Chemistry
Chemistry and Materials Science
Coupling
Industrial Chemistry/Chemical Engineering
Iron oxides
Leaching
Nanoparticles
Original Paper
Palladium
Polymer Sciences
Polymers
Reaction products
Recyclability
Silicon dioxide
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Summary:Conjugated polymers are usually synthesized by homogeneous palladium complexes-catalyzed Heck, Suzuki, and Stille coupling reactions, which suffer from the non- recyclability of expensive palladium catalysts and palladium contamination of the desired polymer due to palladium leaching. In order to overcome these drawbacks, a bidentate phosphino-modified magnetic nanoparticles-anchored palladium complex (PdCl 2 -Fe 3 O 4 @SiO 2 -2P) as a clean and efficient heterogeneous catalyst for the carbon–carbon coupling polycondensations was developed in present work. The PdCl 2 -Fe 3 O 4 @SiO 2 -2P catalyst exhibited an enhanced catalytic activity for Heck, Suzuki, and Stille coupling polymerizations, as compared with the most commonly used homogeneous Pd(PPh 3 ) 4 . Moreover, this heterogeneous palladium catalyst showed advantage of much less palladium impurity (below 13 ppm) in the isolated polymers. Importantly, PdCl 2 -Fe 3 O 4 @SiO 2 -2P can facilely be separated from the reaction products and recovered by using an external magnetic field, and recycled at least eight times with almost consistent catalytic activity.
ISSN:1022-9760
1572-8935
DOI:10.1007/s10965-019-1979-y