Styrene-containing Phosphine-sulfonate Ligands for Nickel- and Palladium-catalyzed Ethylene Polymerization

Behzadi, Shabnam; Zou, Chen; Yang, Bangpei; Tan, Chen; Chen, Changle

doi:10.1007/s10118-021-2509-z

“…Similar results were observed in some [P,O]-type and αdiimine catalytic systems. 23,35,39 The results of Pd-and Ni-catalyzed ethylene copolymerization with polar monomers are summarized in Table 2. Both Pd and Ni catalysts can catalyze ethylene copolymerization with methyl acrylate (MA), allyl acetate (ALA), and allyl chloride (ALC) (Table 2, entries 1−14), indicating that the PNCOtype ligands are versatile for both Pd-and Ni-catalyzed ethylene−polar monomer copolymerization.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Influences of Ligand Backbone Substituents on Phosphinecarbonylpalladium and -nickel Catalysts for Ethylene Polymerization and Copolymerization with Polar Monomers

Zhu

¹

,

Liang

²

,

Huang

³

et al. 2021

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A series of phosphinecarbonylpalladium and -nickel catalysts bearing various substituents on the ligand backbone were prepared, characterized, and used in ethylene polymerization and copolymerization with polar monomers. The Pd and Ni catalysts can achieve high activities as well as high polymer molecular weights in both ethylene polymerization and copolymerization with polar monomers. The electron-donating group from the carbonyl side can effectively increase the polymer molecular weights. Utilization of a cyclic backbone structure can increase the catalytic activities at the expense of the polymer molecular weights. Moreover, installation of a pyridyl moiety in the ligand backbone can enable Lewis acid responsiveness and can enhance the polymerization activities. These results suggest the importance of the ligand backbone for the properties of catalysts in ethylene polymerization and copolymerization reactions.

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“…Owing to the high oxophilicity of nickel towards polar functional groups, it remains a great challenge to develop high‐performance homogeneous nickel catalysts for the copolymerization of ethylene with polar comonomers, [2, 36, 45–63] and it is even more difficult to develop heterogeneous nickel systems for this task. To the best of our knowledge, there has only been one literature report on the heterogeneous nickel‐catalyzed copolymerization of ethylene with polar comonomer besides our work on Ni‐MMAO/SiO 2 .…”

Section: Methodsmentioning

confidence: 99%

Hydrogen‐Bonding‐Induced Heterogenization of Nickel and Palladium Catalysts for Copolymerization of Ethylene with Polar Monomers

Zhang

¹

,

Zou

²

,

Zhao

³

et al. 2021

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The practical synthesis of polar-functionalized polyolefins using transition-metal-catalyzed copolymerization of olefins with polar monomers is a challenge; the use of heterogeneous catalysts is little explored. Herein, we report the synthesis of heterogeneous naphthoquinone-based nickel (Ni/ SiO 2 ) and palladium (Pd/SiO 2 ) catalysts through hydrogen bonding interactions of the ligands with the silica surface. Ni/ SiO 2 exhibits high activities (up to 2.65 10 6 g mol À1 h À1 ) during the copolymerization of ethylene with 5-hexene-1-ylacetate, affording high-molecular-weight (M n up to 630 000) polar-functionalized semicrystalline polyethylene (comonomer incorporation up to 2.8 mol %), along with great morphology control. The resulting copolymers possess improved surface properties and great mechanical properties. Pd/SiO 2 can mediate ethylene copolymerization with polar monomers with moderate activity to produce high-molecular-weight copolymers with tunable comonomer incorporation.Scheme 1. Plausible heterogenization approaches for olefin polymerization catalysts.

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“…Owing to the high oxophilicity of nickel towards polar functional groups, it remains a great challenge to develop high-performance homogeneous nickel catalysts for the copolymerization of ethylene with polar comonomers, [2,36,[45][46][47][48][49][50][51][52][53][54][55][56][57][58][59][60][61][62][63] and it is even more difficult to develop heterogeneous nickel systems for this task. To the best of our knowledge, there has only been one literature report on the heterogeneous nickelcatalyzed copolymerization of ethylene with polar comonomer besides our work on Ni-MMAO/SiO 2 .…”

Section: Angewandte Chemiementioning

confidence: 99%

Hydrogen‐Bonding‐Induced Heterogenization of Nickel and Palladium Catalysts for Copolymerization of Ethylene with Polar Monomers

Zhang

¹

,

Zou

²

,

Zhao

³

et al. 2021

Self Cite

View full text Add to dashboard Cite

The practical synthesis of polar-functionalized polyolefins using transition-metal-catalyzed copolymerization of olefins with polar monomers is a challenge; the use of heterogeneous catalysts is little explored. Herein, we report the synthesis of heterogeneous naphthoquinone-based nickel (Ni/ SiO 2 ) and palladium (Pd/SiO 2 ) catalysts through hydrogen bonding interactions of the ligands with the silica surface. Ni/ SiO 2 exhibits high activities (up to 2.65 10 6 g mol À1 h À1 ) during the copolymerization of ethylene with 5-hexene-1-ylacetate, affording high-molecular-weight (M n up to 630 000) polar-functionalized semicrystalline polyethylene (comonomer incorporation up to 2.8 mol %), along with great morphology control. The resulting copolymers possess improved surface properties and great mechanical properties. Pd/SiO 2 can mediate ethylene copolymerization with polar monomers with moderate activity to produce high-molecular-weight copolymers with tunable comonomer incorporation.Scheme 1. Plausible heterogenization approaches for olefin polymerization catalysts.

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Styrene-containing Phosphine-sulfonate Ligands for Nickel- and Palladium-catalyzed Ethylene Polymerization

Cited by 24 publications

References 71 publications

Influences of Ligand Backbone Substituents on Phosphinecarbonylpalladium and -nickel Catalysts for Ethylene Polymerization and Copolymerization with Polar Monomers

Influences of Ligand Backbone Substituents on Phosphinecarbonylpalladium and -nickel Catalysts for Ethylene Polymerization and Copolymerization with Polar Monomers

Hydrogen‐Bonding‐Induced Heterogenization of Nickel and Palladium Catalysts for Copolymerization of Ethylene with Polar Monomers

Hydrogen‐Bonding‐Induced Heterogenization of Nickel and Palladium Catalysts for Copolymerization of Ethylene with Polar Monomers

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