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Polycondensation of xylylene dibromides by transition metals in water suspension
Treatment of benzyl chloride with iron powder in water suspension results in the formation of benzyl radicals, which are subsequently dimerized into bibenzyl. This reaction has now been extended to p ‐xylylene dibromide under a set of conditions as summarized in Table I. High yields (70–80%) of poly...
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| Published in: | Journal of polymer science. Part A. General papers 1963-06, Vol.1 (6), p.2101-2107 |
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| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c281t-3dd649c3fa002a8ef70e697eb96cca810c9efff438cd572ba4f7832387e1b97f3 |
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| cites | cdi_FETCH-LOGICAL-c281t-3dd649c3fa002a8ef70e697eb96cca810c9efff438cd572ba4f7832387e1b97f3 |
| container_end_page | 2107 |
| container_issue | 6 |
| container_start_page | 2101 |
| container_title | Journal of polymer science. Part A. General papers |
| container_volume | 1 |
| creator | Sisido, Keiiti Kusano, Nobuo Noyori, Ryôzi Nozaki, Yôko Simosaka, Masatosi Nozaki, Hitosi |
| description | Treatment of benzyl chloride with iron powder in water suspension results in the formation of benzyl radicals, which are subsequently dimerized into bibenzyl. This reaction has now been extended to
p
‐xylylene dibromide under a set of conditions as summarized in Table I. High yields (70–80%) of poly‐
p
‐xylylene, which was identified by infrared spectrum, x‐ray diffraction pattern, and other properties, were obtained with reduced iron suspended in a mixture of xylene and water (50:50) or in dimethylformamide. Zinc powder coated with nickel (Urushibara nickel CB) gave comparable yields of poly‐
p
‐xylylene, while cobalt powder or zinc—cobalt couple afforded inferior yields. Similar reaction of
o
‐ and
m
‐xylylene dibromides gave soluble polymers. The presence of
o
‐xylylene as an unstable intermediate of the polymerization of
o
‐xylylene dibromide has been indicated by trapping this transitory hydrocarbon with acrylonitrile and with methyl acrylate as diene adducts. |
| doi_str_mv | 10.1002/pol.1963.100010628 |
| format | article |
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p
‐xylylene dibromide under a set of conditions as summarized in Table I. High yields (70–80%) of poly‐
p
‐xylylene, which was identified by infrared spectrum, x‐ray diffraction pattern, and other properties, were obtained with reduced iron suspended in a mixture of xylene and water (50:50) or in dimethylformamide. Zinc powder coated with nickel (Urushibara nickel CB) gave comparable yields of poly‐
p
‐xylylene, while cobalt powder or zinc—cobalt couple afforded inferior yields. Similar reaction of
o
‐ and
m
‐xylylene dibromides gave soluble polymers. The presence of
o
‐xylylene as an unstable intermediate of the polymerization of
o
‐xylylene dibromide has been indicated by trapping this transitory hydrocarbon with acrylonitrile and with methyl acrylate as diene adducts.</description><identifier>ISSN: 0449-2951</identifier><identifier>EISSN: 1542-6246</identifier><identifier>DOI: 10.1002/pol.1963.100010628</identifier><language>eng</language><publisher>New York: John Wiley & Sons, Inc</publisher><ispartof>Journal of polymer science. Part A. General papers, 1963-06, Vol.1 (6), p.2101-2107</ispartof><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-3dd649c3fa002a8ef70e697eb96cca810c9efff438cd572ba4f7832387e1b97f3</citedby><cites>FETCH-LOGICAL-c281t-3dd649c3fa002a8ef70e697eb96cca810c9efff438cd572ba4f7832387e1b97f3</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>Sisido, Keiiti</creatorcontrib><creatorcontrib>Kusano, Nobuo</creatorcontrib><creatorcontrib>Noyori, Ryôzi</creatorcontrib><creatorcontrib>Nozaki, Yôko</creatorcontrib><creatorcontrib>Simosaka, Masatosi</creatorcontrib><creatorcontrib>Nozaki, Hitosi</creatorcontrib><title>Polycondensation of xylylene dibromides by transition metals in water suspension</title><title>Journal of polymer science. Part A. General papers</title><addtitle>J. Polym. Sci. A Gen. Pap</addtitle><description>Treatment of benzyl chloride with iron powder in water suspension results in the formation of benzyl radicals, which are subsequently dimerized into bibenzyl. This reaction has now been extended to
p
‐xylylene dibromide under a set of conditions as summarized in Table I. High yields (70–80%) of poly‐
p
‐xylylene, which was identified by infrared spectrum, x‐ray diffraction pattern, and other properties, were obtained with reduced iron suspended in a mixture of xylene and water (50:50) or in dimethylformamide. Zinc powder coated with nickel (Urushibara nickel CB) gave comparable yields of poly‐
p
‐xylylene, while cobalt powder or zinc—cobalt couple afforded inferior yields. Similar reaction of
o
‐ and
m
‐xylylene dibromides gave soluble polymers. The presence of
o
‐xylylene as an unstable intermediate of the polymerization of
o
‐xylylene dibromide has been indicated by trapping this transitory hydrocarbon with acrylonitrile and with methyl acrylate as diene adducts.</description><issn>0449-2951</issn><issn>1542-6246</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1963</creationdate><recordtype>article</recordtype><recordid>eNo9kMtOwzAQRS0EEqXwA6z8Ayl-JH4soYIWqUAXIJaW44wlQxpXdhDN3zelqKvR6M65Gh2EbimZUULY3Ta2M6oFP2yEEsHUGZrQqmSFYKU4RxNSlrpguqKX6CrnL0I4k0xP0Hod28HFroEu2z7EDkePd0M7tNABbkKd4iY0kHE94D7ZLoe_ow30ts04dPjX9pBw_snbsWGMrtGFHyO4-Z9T9PH0-D5fFqu3xfP8flU4pmhf8KYRpXbc2_F9q8BLAkJLqLVwzipKnAbvfcmVayrJalt6qTjjSgKttfR8itix16WYcwJvtilsbBoMJebgxIxOzMGJOTkZoeIIhdzD7kTY9G2E5LIyn68LM39ZLB-YXhvF98s5ZuU</recordid><startdate>196306</startdate><enddate>196306</enddate><creator>Sisido, Keiiti</creator><creator>Kusano, Nobuo</creator><creator>Noyori, Ryôzi</creator><creator>Nozaki, Yôko</creator><creator>Simosaka, Masatosi</creator><creator>Nozaki, Hitosi</creator><general>John Wiley & Sons, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>196306</creationdate><title>Polycondensation of xylylene dibromides by transition metals in water suspension</title><author>Sisido, Keiiti ; Kusano, Nobuo ; Noyori, Ryôzi ; Nozaki, Yôko ; Simosaka, Masatosi ; Nozaki, Hitosi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-3dd649c3fa002a8ef70e697eb96cca810c9efff438cd572ba4f7832387e1b97f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1963</creationdate><toplevel>online_resources</toplevel><creatorcontrib>Sisido, Keiiti</creatorcontrib><creatorcontrib>Kusano, Nobuo</creatorcontrib><creatorcontrib>Noyori, Ryôzi</creatorcontrib><creatorcontrib>Nozaki, Yôko</creatorcontrib><creatorcontrib>Simosaka, Masatosi</creatorcontrib><creatorcontrib>Nozaki, Hitosi</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of polymer science. Part A. General papers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sisido, Keiiti</au><au>Kusano, Nobuo</au><au>Noyori, Ryôzi</au><au>Nozaki, Yôko</au><au>Simosaka, Masatosi</au><au>Nozaki, Hitosi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Polycondensation of xylylene dibromides by transition metals in water suspension</atitle><jtitle>Journal of polymer science. Part A. General papers</jtitle><addtitle>J. Polym. Sci. A Gen. Pap</addtitle><date>1963-06</date><risdate>1963</risdate><volume>1</volume><issue>6</issue><spage>2101</spage><epage>2107</epage><pages>2101-2107</pages><issn>0449-2951</issn><eissn>1542-6246</eissn><abstract>Treatment of benzyl chloride with iron powder in water suspension results in the formation of benzyl radicals, which are subsequently dimerized into bibenzyl. This reaction has now been extended to
p
‐xylylene dibromide under a set of conditions as summarized in Table I. High yields (70–80%) of poly‐
p
‐xylylene, which was identified by infrared spectrum, x‐ray diffraction pattern, and other properties, were obtained with reduced iron suspended in a mixture of xylene and water (50:50) or in dimethylformamide. Zinc powder coated with nickel (Urushibara nickel CB) gave comparable yields of poly‐
p
‐xylylene, while cobalt powder or zinc—cobalt couple afforded inferior yields. Similar reaction of
o
‐ and
m
‐xylylene dibromides gave soluble polymers. The presence of
o
‐xylylene as an unstable intermediate of the polymerization of
o
‐xylylene dibromide has been indicated by trapping this transitory hydrocarbon with acrylonitrile and with methyl acrylate as diene adducts.</abstract><cop>New York</cop><pub>John Wiley & Sons, Inc</pub><doi>10.1002/pol.1963.100010628</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0449-2951 |
| ispartof | Journal of polymer science. Part A. General papers, 1963-06, Vol.1 (6), p.2101-2107 |
| issn | 0449-2951 1542-6246 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_pol_1963_100010628 |
| source | Wiley Online Library Polymer Backfiles |
| title | Polycondensation of xylylene dibromides by transition metals in water suspension |
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