Recoverable reusable polyisobutylene (PIB)-Bound ruthenium bipyridine (Ru(PIB-bpy)3Cl2) photoredox polymerization catalysts

Nilusha Priyadarshani; Yannan Liang; Jakkrit Suriboot; Hassan S. Bazzi; David E. Bergbreiter

doi:10.1021/mz400232y

Recoverable reusable polyisobutylene (PIB)-Bound ruthenium bipyridine (Ru(PIB-bpy)₃Cl₂) photoredox polymerization catalysts

Nilusha Priyadarshani, Yannan Liang, Jakkrit Suriboot, Hassan S. Bazzi, David E. Bergbreiter^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

51 Citations (Scopus)

Abstract

Polyisobutylene (PIB)-bound ruthenium bipyridine [Ru(PIB-bpy) ₃]²⁺ metal complexes were prepared from PIB ligands formed by alkylation of 4,4′-dimethylbipyridine with polyisobutylene bromide. The product Ru(PIB-bpy)₃Cl₂ complexes with at least one PIB ligand per bipyridine unit function as soluble recyclable photoredox catalysts in free radical polymerization of acrylate monomers under visible light irradiation at 25 C with ethyl 2-bromoisobutyrate as the initiator in the presence of diisopropylethylamine. The polyacrylate products contained only about 1 ppm Ru contamination. This PIB-bound catalyst was recyclable and showed about 50-fold less Ru leaching as compared to Ru leaching in a polymerization catalyzed by the low molecular weight Ru catalyst, Ru(bpy)₃(PF ₆)₂.

Original language	English
Pages (from-to)	571-574
Number of pages	4
Journal	ACS Macro Letters
Volume	2
Issue number	7
DOIs	https://doi.org/10.1021/mz400232y
Publication status	Published - 16 Jul 2013
Externally published	Yes

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title = "Recoverable reusable polyisobutylene (PIB)-Bound ruthenium bipyridine (Ru(PIB-bpy)3Cl2) photoredox polymerization catalysts",

abstract = "Polyisobutylene (PIB)-bound ruthenium bipyridine [Ru(PIB-bpy) 3]2+ metal complexes were prepared from PIB ligands formed by alkylation of 4,4′-dimethylbipyridine with polyisobutylene bromide. The product Ru(PIB-bpy)3Cl2 complexes with at least one PIB ligand per bipyridine unit function as soluble recyclable photoredox catalysts in free radical polymerization of acrylate monomers under visible light irradiation at 25 C with ethyl 2-bromoisobutyrate as the initiator in the presence of diisopropylethylamine. The polyacrylate products contained only about 1 ppm Ru contamination. This PIB-bound catalyst was recyclable and showed about 50-fold less Ru leaching as compared to Ru leaching in a polymerization catalyzed by the low molecular weight Ru catalyst, Ru(bpy)3(PF 6)2.",

author = "Nilusha Priyadarshani and Yannan Liang and Jakkrit Suriboot and Bazzi, {Hassan S.} and Bergbreiter, {David E.}",

year = "2013",

month = jul,

day = "16",

doi = "10.1021/mz400232y",

language = "English",

volume = "2",

pages = "571--574",

journal = "ACS Macro Letters",

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TY - JOUR

T1 - Recoverable reusable polyisobutylene (PIB)-Bound ruthenium bipyridine (Ru(PIB-bpy)3Cl2) photoredox polymerization catalysts

AU - Priyadarshani, Nilusha

AU - Liang, Yannan

AU - Suriboot, Jakkrit

AU - Bazzi, Hassan S.

AU - Bergbreiter, David E.

PY - 2013/7/16

Y1 - 2013/7/16

N2 - Polyisobutylene (PIB)-bound ruthenium bipyridine [Ru(PIB-bpy) 3]2+ metal complexes were prepared from PIB ligands formed by alkylation of 4,4′-dimethylbipyridine with polyisobutylene bromide. The product Ru(PIB-bpy)3Cl2 complexes with at least one PIB ligand per bipyridine unit function as soluble recyclable photoredox catalysts in free radical polymerization of acrylate monomers under visible light irradiation at 25 C with ethyl 2-bromoisobutyrate as the initiator in the presence of diisopropylethylamine. The polyacrylate products contained only about 1 ppm Ru contamination. This PIB-bound catalyst was recyclable and showed about 50-fold less Ru leaching as compared to Ru leaching in a polymerization catalyzed by the low molecular weight Ru catalyst, Ru(bpy)3(PF 6)2.

AB - Polyisobutylene (PIB)-bound ruthenium bipyridine [Ru(PIB-bpy) 3]2+ metal complexes were prepared from PIB ligands formed by alkylation of 4,4′-dimethylbipyridine with polyisobutylene bromide. The product Ru(PIB-bpy)3Cl2 complexes with at least one PIB ligand per bipyridine unit function as soluble recyclable photoredox catalysts in free radical polymerization of acrylate monomers under visible light irradiation at 25 C with ethyl 2-bromoisobutyrate as the initiator in the presence of diisopropylethylamine. The polyacrylate products contained only about 1 ppm Ru contamination. This PIB-bound catalyst was recyclable and showed about 50-fold less Ru leaching as compared to Ru leaching in a polymerization catalyzed by the low molecular weight Ru catalyst, Ru(bpy)3(PF 6)2.

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U2 - 10.1021/mz400232y

DO - 10.1021/mz400232y

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VL - 2

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JO - ACS Macro Letters

JF - ACS Macro Letters

IS - 7

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Recoverable reusable polyisobutylene (PIB)-Bound ruthenium bipyridine (Ru(PIB-bpy)₃Cl₂) photoredox polymerization catalysts

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