Green Chemistry of Polyurethanes: Synthesis, Functional Composition, and Reactivity of Cyclocarbonate-Containing Sunflower Oil Triglycerides—Renewable Raw Materials for New Urethanes
Epoxy- and cyclocarbonate-containing oligomers are synthesized by oxidizing sunflower oil and subsequent catalytic carbonization via reaction with carbon dioxide. Using mass spectrometry, it is shown that oligomers, which are triglycerides of epoxy- and cyclocarbonate-containing carboxylic acid deri...
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| Veröffentlicht in: | Polymer science. Series B 2019-09, Vol.61 (5), p.540-549 |
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| creator | Levina, M. A. Miloslavskii, D. G. Zabalov, M. V. Pridatchenko, M. L. Gorshkov, A. V. Shashkova, V. T. Krasheninnikov, V. L. Tiger, R. P. |
| description | Epoxy- and cyclocarbonate-containing oligomers are synthesized by oxidizing sunflower oil and subsequent catalytic carbonization via reaction with carbon dioxide. Using mass spectrometry, it is shown that oligomers, which are triglycerides of epoxy- and cyclocarbonate-containing carboxylic acid derivatives, are characterized by a wide distribution over composition, reflecting the entire set of components contained in natural raw materials. It is found that oligomers derived from sunflower oil contain 16 types of triglycerides in various combinations in contrast to 25 types of triglycerides contained in soybean oil-based oligomers. At the same time, the reactivity of both oligomers as the main representatives of renewable plant materials for new urethanes, which is evaluated by studying the
n
-butylaminolysis model reaction, is approximately the same. |
| doi_str_mv | 10.1134/S1560090419050117 |
| format | Article |
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-butylaminolysis model reaction, is approximately the same.</description><identifier>ISSN: 1560-0904</identifier><identifier>EISSN: 1555-6123</identifier><identifier>DOI: 10.1134/S1560090419050117</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Carbon dioxide ; Carboxylic acids ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Composition ; Mass spectrometry ; Oligomers ; Organic chemistry ; Oxidation ; Polymer Sciences ; Polyurethane resins ; Raw materials ; Soybean oil ; Soybeans ; Sunflower oil ; Sunflowers ; Synthesis ; Triglycerides ; Urethanes ; Vegetable oils</subject><ispartof>Polymer science. Series B, 2019-09, Vol.61 (5), p.540-549</ispartof><rights>Pleiades Publishing, Ltd. 2019</rights><rights>Copyright Springer Nature B.V. 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-bfe7f2678391b1c4e602a9f5f12131fce2d9c826e7a0f8dcd7fecef8d38a58383</citedby><cites>FETCH-LOGICAL-c353t-bfe7f2678391b1c4e602a9f5f12131fce2d9c826e7a0f8dcd7fecef8d38a58383</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1560090419050117$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1560090419050117$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids></links><search><creatorcontrib>Levina, M. A.</creatorcontrib><creatorcontrib>Miloslavskii, D. G.</creatorcontrib><creatorcontrib>Zabalov, M. V.</creatorcontrib><creatorcontrib>Pridatchenko, M. L.</creatorcontrib><creatorcontrib>Gorshkov, A. V.</creatorcontrib><creatorcontrib>Shashkova, V. T.</creatorcontrib><creatorcontrib>Krasheninnikov, V. L.</creatorcontrib><creatorcontrib>Tiger, R. P.</creatorcontrib><title>Green Chemistry of Polyurethanes: Synthesis, Functional Composition, and Reactivity of Cyclocarbonate-Containing Sunflower Oil Triglycerides—Renewable Raw Materials for New Urethanes</title><title>Polymer science. Series B</title><addtitle>Polym. Sci. Ser. B</addtitle><description>Epoxy- and cyclocarbonate-containing oligomers are synthesized by oxidizing sunflower oil and subsequent catalytic carbonization via reaction with carbon dioxide. Using mass spectrometry, it is shown that oligomers, which are triglycerides of epoxy- and cyclocarbonate-containing carboxylic acid derivatives, are characterized by a wide distribution over composition, reflecting the entire set of components contained in natural raw materials. It is found that oligomers derived from sunflower oil contain 16 types of triglycerides in various combinations in contrast to 25 types of triglycerides contained in soybean oil-based oligomers. At the same time, the reactivity of both oligomers as the main representatives of renewable plant materials for new urethanes, which is evaluated by studying the
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-butylaminolysis model reaction, is approximately the same.</description><subject>Carbon dioxide</subject><subject>Carboxylic acids</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Composition</subject><subject>Mass spectrometry</subject><subject>Oligomers</subject><subject>Organic chemistry</subject><subject>Oxidation</subject><subject>Polymer Sciences</subject><subject>Polyurethane resins</subject><subject>Raw materials</subject><subject>Soybean oil</subject><subject>Soybeans</subject><subject>Sunflower oil</subject><subject>Sunflowers</subject><subject>Synthesis</subject><subject>Triglycerides</subject><subject>Urethanes</subject><subject>Vegetable oils</subject><issn>1560-0904</issn><issn>1555-6123</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp1UUtu2zAQFYoWaJDkAN0R6DZqOKSoT3eFkKQF8insZC3Q1NBmIJMOSdXQLofoYXqeniR0nKKLILOZGbwPBvOy7BPQLwC8OJ2DKCltaAENFRSgepcdgBAiL4Hx97u5pPkO_5gdh3BPU_GGAzQH2Z8Lj2hJu8K1CdFPxGny0w3T6DGupMXwlcwnG1cYTDgh56NV0TgrB9K69cYFs9tOiLQ9maFM2C8Tnz3aSQ1OSb9I5Ih562yUxhq7JPPR6sFt0ZMbM5Bbb5bDpNCbHsPfx98ztLiViwHJTG7JVdJ6I4dAtPPkGrfk7t9dR9kHnQA8fumH2d352W37Pb-8ufjRfrvMFRc85guNlWZlVfMGFqAKLCmTjRYaGHDQClnfqJqVWEmq6171lUaFaeK1FDWv-WH2ee-78e5hxBC7ezf69IHQsfRCxgtBi8SCPUt5F4JH3W28WUs_dUC7XUbdq4yShu01IXHtEv1_57dFT78omLI</recordid><startdate>20190901</startdate><enddate>20190901</enddate><creator>Levina, M. A.</creator><creator>Miloslavskii, D. G.</creator><creator>Zabalov, M. V.</creator><creator>Pridatchenko, M. L.</creator><creator>Gorshkov, A. V.</creator><creator>Shashkova, V. T.</creator><creator>Krasheninnikov, V. L.</creator><creator>Tiger, R. P.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20190901</creationdate><title>Green Chemistry of Polyurethanes: Synthesis, Functional Composition, and Reactivity of Cyclocarbonate-Containing Sunflower Oil Triglycerides—Renewable Raw Materials for New Urethanes</title><author>Levina, M. A. ; Miloslavskii, D. G. ; Zabalov, M. V. ; Pridatchenko, M. L. ; Gorshkov, A. V. ; Shashkova, V. T. ; Krasheninnikov, V. L. ; Tiger, R. 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P.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Green Chemistry of Polyurethanes: Synthesis, Functional Composition, and Reactivity of Cyclocarbonate-Containing Sunflower Oil Triglycerides—Renewable Raw Materials for New Urethanes</atitle><jtitle>Polymer science. Series B</jtitle><stitle>Polym. Sci. Ser. B</stitle><date>2019-09-01</date><risdate>2019</risdate><volume>61</volume><issue>5</issue><spage>540</spage><epage>549</epage><pages>540-549</pages><issn>1560-0904</issn><eissn>1555-6123</eissn><abstract>Epoxy- and cyclocarbonate-containing oligomers are synthesized by oxidizing sunflower oil and subsequent catalytic carbonization via reaction with carbon dioxide. Using mass spectrometry, it is shown that oligomers, which are triglycerides of epoxy- and cyclocarbonate-containing carboxylic acid derivatives, are characterized by a wide distribution over composition, reflecting the entire set of components contained in natural raw materials. 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| subjects | Carbon dioxide Carboxylic acids Chemical synthesis Chemistry Chemistry and Materials Science Composition Mass spectrometry Oligomers Organic chemistry Oxidation Polymer Sciences Polyurethane resins Raw materials Soybean oil Soybeans Sunflower oil Sunflowers Synthesis Triglycerides Urethanes Vegetable oils |
| title | Green Chemistry of Polyurethanes: Synthesis, Functional Composition, and Reactivity of Cyclocarbonate-Containing Sunflower Oil Triglycerides—Renewable Raw Materials for New Urethanes |
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