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Syntheses and Electrochemical Properties of TEMPO Radical Substituted Silicones: Active Material for Organic Radical Batteries
A silicone‐based radical polymer 2 was synthesized by hydrosilylation of PMHS with 4‐allyl‐2,2,6,6‐tetramethylpiperidine‐N‐oxyl ether 1 in the presence of a platinum‐ or rhodium‐catalyst. A reversible redox peak of 2 at 3.56 V (vs. Li/Li+) was observed by CV measurements. A coin‐shaped cell of 2 sho...
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Published in: | Macromolecular chemistry and physics 2009-09, Vol.210 (17), p.1402-1407 |
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container_title | Macromolecular chemistry and physics |
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creator | Suguro, Masahiro Mori, Atsunori Iwasa, Shigeyuki Nakahara, Kentaro Nakano, Kaichiro |
description | A silicone‐based radical polymer 2 was synthesized by hydrosilylation of PMHS with 4‐allyl‐2,2,6,6‐tetramethylpiperidine‐N‐oxyl ether 1 in the presence of a platinum‐ or rhodium‐catalyst. A reversible redox peak of 2 at 3.56 V (vs. Li/Li+) was observed by CV measurements. A coin‐shaped cell of 2 shows a discharge capacity of 46 mAh · g−1, which is 47% of the theoretical capacity of 2 (98 mAh · g−1). A directly TEMPO‐substituted silicone, poly[methyl(2,2,6,6‐tetramethylpiperidine‐N‐oxyl‐4‐oxyl)siloxane] 3 was also obtained by rhodium‐catalyzed dehydrogenative alcoholysis of PMHS with TEMPO‐OH. The coin‐shaped cell of 3 shows a discharge capacity of 80 mAh · g−1, which is 69% of the theoretical capacity of 3 (116 mAh · g−1).
The transition‐metal‐catalyzed reactions of PMHS with TEMPO derivatives afford silicone‐based organic radical polymers with interesting charge/discharge capabilities, making them promising candidates as active materials in rechargeable batteries. |
doi_str_mv | 10.1002/macp.200900251 |
format | article |
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The transition‐metal‐catalyzed reactions of PMHS with TEMPO derivatives afford silicone‐based organic radical polymers with interesting charge/discharge capabilities, making them promising candidates as active materials in rechargeable batteries.</description><identifier>ISSN: 1022-1352</identifier><identifier>EISSN: 1521-3935</identifier><identifier>DOI: 10.1002/macp.200900251</identifier><language>eng</language><publisher>Weinheim: WILEY‐VCH Verlag</publisher><subject>Batteries ; Dehydrogenation ; Discharge ; Ethers ; Hydrosilylation ; lithium ion ; organic radical ; Radicals ; rechargeable battery ; silicone ; Silicones ; TEMPO</subject><ispartof>Macromolecular chemistry and physics, 2009-09, Vol.210 (17), p.1402-1407</ispartof><rights>Copyright © 2009 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4241-fe25e4b16f0209b4d9e1f2f948650de1df419975473e077161bd674d5d5758053</citedby><cites>FETCH-LOGICAL-c4241-fe25e4b16f0209b4d9e1f2f948650de1df419975473e077161bd674d5d5758053</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>Suguro, Masahiro</creatorcontrib><creatorcontrib>Mori, Atsunori</creatorcontrib><creatorcontrib>Iwasa, Shigeyuki</creatorcontrib><creatorcontrib>Nakahara, Kentaro</creatorcontrib><creatorcontrib>Nakano, Kaichiro</creatorcontrib><title>Syntheses and Electrochemical Properties of TEMPO Radical Substituted Silicones: Active Material for Organic Radical Batteries</title><title>Macromolecular chemistry and physics</title><description>A silicone‐based radical polymer 2 was synthesized by hydrosilylation of PMHS with 4‐allyl‐2,2,6,6‐tetramethylpiperidine‐N‐oxyl ether 1 in the presence of a platinum‐ or rhodium‐catalyst. A reversible redox peak of 2 at 3.56 V (vs. Li/Li+) was observed by CV measurements. A coin‐shaped cell of 2 shows a discharge capacity of 46 mAh · g−1, which is 47% of the theoretical capacity of 2 (98 mAh · g−1). A directly TEMPO‐substituted silicone, poly[methyl(2,2,6,6‐tetramethylpiperidine‐N‐oxyl‐4‐oxyl)siloxane] 3 was also obtained by rhodium‐catalyzed dehydrogenative alcoholysis of PMHS with TEMPO‐OH. The coin‐shaped cell of 3 shows a discharge capacity of 80 mAh · g−1, which is 69% of the theoretical capacity of 3 (116 mAh · g−1).
The transition‐metal‐catalyzed reactions of PMHS with TEMPO derivatives afford silicone‐based organic radical polymers with interesting charge/discharge capabilities, making them promising candidates as active materials in rechargeable batteries.</description><subject>Batteries</subject><subject>Dehydrogenation</subject><subject>Discharge</subject><subject>Ethers</subject><subject>Hydrosilylation</subject><subject>lithium ion</subject><subject>organic radical</subject><subject>Radicals</subject><subject>rechargeable battery</subject><subject>silicone</subject><subject>Silicones</subject><subject>TEMPO</subject><issn>1022-1352</issn><issn>1521-3935</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNqFkE1PGzEQhleoSNDAlbNvPW069trrdW9pFAoSUSISzivHHoPRfqS2A8qF386mqeDIaWb0Ps8c3iy7ojCmAOxnq812zADUcAh6kp1TwWheqEJ8G3ZgLKeFYGfZ9xifAaACJc-zt9W-S08YMRLdWTJr0KTQmydsvdENWYZ-iyH5Ie4dWc_mywW51_ZfttptYvJpl9CSlW-86TuMv8jEJP-CZK4TBj9grg9kER51582H-lunQ4rxIjt1uol4-X-Osofr2Xp6k98t_txOJ3e54YzT3CETyDe0dMBAbbhVSB1zilelAIvUOk6VkoLLAkFKWtKNLSW3wgopKhDFKPtx_LsN_d8dxlS3PhpsGt1hv4u1rCSUVcHLgRwfSRP6GAO6eht8q8O-plAfeq4PPdcfPQ-COgqvvsH9F3Q9n0yXn-47ftqCUg</recordid><startdate>20090904</startdate><enddate>20090904</enddate><creator>Suguro, Masahiro</creator><creator>Mori, Atsunori</creator><creator>Iwasa, Shigeyuki</creator><creator>Nakahara, Kentaro</creator><creator>Nakano, Kaichiro</creator><general>WILEY‐VCH Verlag</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20090904</creationdate><title>Syntheses and Electrochemical Properties of TEMPO Radical Substituted Silicones: Active Material for Organic Radical Batteries</title><author>Suguro, Masahiro ; Mori, Atsunori ; Iwasa, Shigeyuki ; Nakahara, Kentaro ; Nakano, Kaichiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4241-fe25e4b16f0209b4d9e1f2f948650de1df419975473e077161bd674d5d5758053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Batteries</topic><topic>Dehydrogenation</topic><topic>Discharge</topic><topic>Ethers</topic><topic>Hydrosilylation</topic><topic>lithium ion</topic><topic>organic radical</topic><topic>Radicals</topic><topic>rechargeable battery</topic><topic>silicone</topic><topic>Silicones</topic><topic>TEMPO</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Suguro, Masahiro</creatorcontrib><creatorcontrib>Mori, Atsunori</creatorcontrib><creatorcontrib>Iwasa, Shigeyuki</creatorcontrib><creatorcontrib>Nakahara, Kentaro</creatorcontrib><creatorcontrib>Nakano, Kaichiro</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Macromolecular chemistry and physics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Suguro, Masahiro</au><au>Mori, Atsunori</au><au>Iwasa, Shigeyuki</au><au>Nakahara, Kentaro</au><au>Nakano, Kaichiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses and Electrochemical Properties of TEMPO Radical Substituted Silicones: Active Material for Organic Radical Batteries</atitle><jtitle>Macromolecular chemistry and physics</jtitle><date>2009-09-04</date><risdate>2009</risdate><volume>210</volume><issue>17</issue><spage>1402</spage><epage>1407</epage><pages>1402-1407</pages><issn>1022-1352</issn><eissn>1521-3935</eissn><abstract>A silicone‐based radical polymer 2 was synthesized by hydrosilylation of PMHS with 4‐allyl‐2,2,6,6‐tetramethylpiperidine‐N‐oxyl ether 1 in the presence of a platinum‐ or rhodium‐catalyst. A reversible redox peak of 2 at 3.56 V (vs. Li/Li+) was observed by CV measurements. A coin‐shaped cell of 2 shows a discharge capacity of 46 mAh · g−1, which is 47% of the theoretical capacity of 2 (98 mAh · g−1). A directly TEMPO‐substituted silicone, poly[methyl(2,2,6,6‐tetramethylpiperidine‐N‐oxyl‐4‐oxyl)siloxane] 3 was also obtained by rhodium‐catalyzed dehydrogenative alcoholysis of PMHS with TEMPO‐OH. The coin‐shaped cell of 3 shows a discharge capacity of 80 mAh · g−1, which is 69% of the theoretical capacity of 3 (116 mAh · g−1).
The transition‐metal‐catalyzed reactions of PMHS with TEMPO derivatives afford silicone‐based organic radical polymers with interesting charge/discharge capabilities, making them promising candidates as active materials in rechargeable batteries.</abstract><cop>Weinheim</cop><pub>WILEY‐VCH Verlag</pub><doi>10.1002/macp.200900251</doi><tpages>6</tpages></addata></record> |
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subjects | Batteries Dehydrogenation Discharge Ethers Hydrosilylation lithium ion organic radical Radicals rechargeable battery silicone Silicones TEMPO |
title | Syntheses and Electrochemical Properties of TEMPO Radical Substituted Silicones: Active Material for Organic Radical Batteries |
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