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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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Published in: | Journal of polymer research 2020, Vol.27 (1), Article 1 |
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creator | Zou, Feihua Yao, Fang Liu, Limin Cai, Mingzhong |
description | 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. |
doi_str_mv | 10.1007/s10965-019-1979-y |
format | article |
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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.</description><identifier>ISSN: 1022-9760</identifier><identifier>EISSN: 1572-8935</identifier><identifier>DOI: 10.1007/s10965-019-1979-y</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>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</subject><ispartof>Journal of polymer research, 2020, Vol.27 (1), Article 1</ispartof><rights>The Polymer Society, Taipei 2019</rights><rights>2019© The Polymer Society, Taipei 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-e7242532d15b2417eddf0b95489a18ea369e6c08a0c6761569fdfdab0f9a62a03</citedby><cites>FETCH-LOGICAL-c353t-e7242532d15b2417eddf0b95489a18ea369e6c08a0c6761569fdfdab0f9a62a03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Zou, Feihua</creatorcontrib><creatorcontrib>Yao, Fang</creatorcontrib><creatorcontrib>Liu, Limin</creatorcontrib><creatorcontrib>Cai, Mingzhong</creatorcontrib><title>Recyclable heterogeneous palladium-catalyzed carbon–carbon coupling polycondensations toward highly purified conjugated polymers</title><title>Journal of polymer research</title><addtitle>J Polym Res</addtitle><description>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.</description><subject>Carbon</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Characterization and Evaluation of Materials</subject><subject>Chemical reactions</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Coupling</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Iron oxides</subject><subject>Leaching</subject><subject>Nanoparticles</subject><subject>Original Paper</subject><subject>Palladium</subject><subject>Polymer Sciences</subject><subject>Polymers</subject><subject>Reaction products</subject><subject>Recyclability</subject><subject>Silicon dioxide</subject><issn>1022-9760</issn><issn>1572-8935</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kMFq3TAQRU1IIGnSD-jO0LVSSbYka1lCmwQChdKuxVga-_mhJzmSTXFWIb-QP8yX1A8Xuspq7uKeO3CK4hOj14xS9SUzqqUglGnCtNJkOSkumFCcNLoSp2umnBOtJD0vPuS8p1QIJZuL4uUn2sV6aD2WO5wwxR4DxjmXI3gPbpgPxMIEfnlCV1pIbQxvz69bKG2cRz-EvhyjX2wMDkOGaYghl1P8A8mVu6Hf-aUc5zR0w3Ehhv3cw7TGI3PAlK-Ksw58xo__7mXx-_u3Xzd35OHH7f3N1wdiK1FNBBWvuai4Y6LlNVPoXEdbLepGA2sQKqlRWtoAtVJJJqTuXOegpZ0GyYFWl8XnbXdM8XHGPJl9nFNYXxpe1bUQtRJibbGtZVPMOWFnxjQcIC2GUXNUbTbVZlVtjqrNsjJ8Y_LaDT2m_8vvQ38B3LSHfw</recordid><startdate>2020</startdate><enddate>2020</enddate><creator>Zou, Feihua</creator><creator>Yao, Fang</creator><creator>Liu, Limin</creator><creator>Cai, Mingzhong</creator><general>Springer Netherlands</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>2020</creationdate><title>Recyclable heterogeneous palladium-catalyzed carbon–carbon coupling polycondensations toward highly purified conjugated polymers</title><author>Zou, Feihua ; Yao, Fang ; Liu, Limin ; Cai, Mingzhong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-e7242532d15b2417eddf0b95489a18ea369e6c08a0c6761569fdfdab0f9a62a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Carbon</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Characterization and Evaluation of Materials</topic><topic>Chemical reactions</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Coupling</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Iron oxides</topic><topic>Leaching</topic><topic>Nanoparticles</topic><topic>Original Paper</topic><topic>Palladium</topic><topic>Polymer Sciences</topic><topic>Polymers</topic><topic>Reaction products</topic><topic>Recyclability</topic><topic>Silicon dioxide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zou, Feihua</creatorcontrib><creatorcontrib>Yao, Fang</creatorcontrib><creatorcontrib>Liu, Limin</creatorcontrib><creatorcontrib>Cai, Mingzhong</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of polymer research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zou, Feihua</au><au>Yao, Fang</au><au>Liu, Limin</au><au>Cai, Mingzhong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Recyclable heterogeneous palladium-catalyzed carbon–carbon coupling polycondensations toward highly purified conjugated polymers</atitle><jtitle>Journal of polymer research</jtitle><stitle>J Polym Res</stitle><date>2020</date><risdate>2020</risdate><volume>27</volume><issue>1</issue><artnum>1</artnum><issn>1022-9760</issn><eissn>1572-8935</eissn><abstract>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.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><doi>10.1007/s10965-019-1979-y</doi></addata></record> |
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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 |
title | Recyclable heterogeneous palladium-catalyzed carbon–carbon coupling polycondensations toward highly purified conjugated polymers |
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