High-Boiling By-Products of the Synthesis of Trimethylolpropane and Their Processing into Esters
According to the data of 1 H NMR spectroscopy, trimethylolpropane, di(trimethylolpropane), linear formals, and structures including a fragment of a cyclic formal are the main components of the bottom residue after vacuum distillation of raw trimethylolpropane yielded in the technological process of...
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| Veröffentlicht in: | Russian journal of applied chemistry 2022-05, Vol.95 (5), p.717-725 |
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| container_title | Russian journal of applied chemistry |
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| creator | Marochkin, D. V. Karchevskaya, O. G. Kron, T. E. Ryzhkov, F. V. Korneeva, G. A. Noskov, Yu. G. |
| description | According to the data of
1
H NMR spectroscopy, trimethylolpropane, di(trimethylolpropane), linear formals, and structures including a fragment of a cyclic formal are the main components of the bottom residue after vacuum distillation of raw trimethylolpropane yielded in the technological process of
n
-butyral condensation with formaldehyde proceeding by the Cannizzaro–Tishchenko reaction. The content of other impurities is minor. The heavy bottoms can be converted in high yield to a mixture of esters of trimethylolpropane and di(trimethylolpropane) by esterification with
n
-pentanoic acid. Such esters are characterized by a low pour point, high chemical resistance, thermal stability, and good viscosity-temperature properties, as well as sufficient compatibility with various plastic materials, and therefore, can be employed as lubricants, polymer plasticizers, and other products. |
| doi_str_mv | 10.1134/S1070427222050123 |
| format | Article |
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1
H NMR spectroscopy, trimethylolpropane, di(trimethylolpropane), linear formals, and structures including a fragment of a cyclic formal are the main components of the bottom residue after vacuum distillation of raw trimethylolpropane yielded in the technological process of
n
-butyral condensation with formaldehyde proceeding by the Cannizzaro–Tishchenko reaction. The content of other impurities is minor. The heavy bottoms can be converted in high yield to a mixture of esters of trimethylolpropane and di(trimethylolpropane) by esterification with
n
-pentanoic acid. Such esters are characterized by a low pour point, high chemical resistance, thermal stability, and good viscosity-temperature properties, as well as sufficient compatibility with various plastic materials, and therefore, can be employed as lubricants, polymer plasticizers, and other products.</description><identifier>ISSN: 1070-4272</identifier><identifier>EISSN: 1608-3296</identifier><identifier>DOI: 10.1134/S1070427222050123</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Condensates ; Esterification ; Esters ; Industrial Chemistry/Chemical Engineering ; NMR spectroscopy ; Organic Synthesis and Industrial Organic Chemistry ; Thermal resistance ; Thermal stability ; Vacuum distillation</subject><ispartof>Russian journal of applied chemistry, 2022-05, Vol.95 (5), p.717-725</ispartof><rights>Pleiades Publishing, Ltd. 2022</rights><rights>Pleiades Publishing, Ltd. 2022.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c316t-5dc5c622fe22acfb1209d05d816898a2d2c0f60df940dc28498240875c2778513</citedby><cites>FETCH-LOGICAL-c316t-5dc5c622fe22acfb1209d05d816898a2d2c0f60df940dc28498240875c2778513</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/S1070427222050123$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070427222050123$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Marochkin, D. V.</creatorcontrib><creatorcontrib>Karchevskaya, O. G.</creatorcontrib><creatorcontrib>Kron, T. E.</creatorcontrib><creatorcontrib>Ryzhkov, F. V.</creatorcontrib><creatorcontrib>Korneeva, G. A.</creatorcontrib><creatorcontrib>Noskov, Yu. G.</creatorcontrib><title>High-Boiling By-Products of the Synthesis of Trimethylolpropane and Their Processing into Esters</title><title>Russian journal of applied chemistry</title><addtitle>Russ J Appl Chem</addtitle><description>According to the data of
1
H NMR spectroscopy, trimethylolpropane, di(trimethylolpropane), linear formals, and structures including a fragment of a cyclic formal are the main components of the bottom residue after vacuum distillation of raw trimethylolpropane yielded in the technological process of
n
-butyral condensation with formaldehyde proceeding by the Cannizzaro–Tishchenko reaction. The content of other impurities is minor. The heavy bottoms can be converted in high yield to a mixture of esters of trimethylolpropane and di(trimethylolpropane) by esterification with
n
-pentanoic acid. Such esters are characterized by a low pour point, high chemical resistance, thermal stability, and good viscosity-temperature properties, as well as sufficient compatibility with various plastic materials, and therefore, can be employed as lubricants, polymer plasticizers, and other products.</description><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Condensates</subject><subject>Esterification</subject><subject>Esters</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>NMR spectroscopy</subject><subject>Organic Synthesis and Industrial Organic Chemistry</subject><subject>Thermal resistance</subject><subject>Thermal stability</subject><subject>Vacuum distillation</subject><issn>1070-4272</issn><issn>1608-3296</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp1UEtPwzAMjhBIjMEP4BaJc8Bx2zQ9smkwpEkgrZxLyWPtVJqRdIf-ezKGxAFxsuXvYfsj5JrDLedJerfmkEOKOSJCBhyTEzLhAiRLsBCnsY8wO-Dn5CKELQAUQsgJeVu2m4bNXNu1_YbORvbind6rIVBn6dAYuh77WEL7PSh9-2GGZuxct_NuV_eG1r2mZWNaT6NSmRAOPm0_OLoIg_HhkpzZugvm6qdOyevDopwv2er58Wl-v2Iq4WJgmVaZEojWINbKvnOEQkOmJReykDVqVGAFaFukoBXKtJCYgswzhXkuM55Myc3RNx72uTdhqLZu7_u4sopf58gjP4ksfmQp70Lwxla7-FLtx4pDdQiy-hNk1OBREyK33xj_6_y_6AuNL3P8</recordid><startdate>20220501</startdate><enddate>20220501</enddate><creator>Marochkin, D. V.</creator><creator>Karchevskaya, O. G.</creator><creator>Kron, T. E.</creator><creator>Ryzhkov, F. V.</creator><creator>Korneeva, G. A.</creator><creator>Noskov, Yu. G.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20220501</creationdate><title>High-Boiling By-Products of the Synthesis of Trimethylolpropane and Their Processing into Esters</title><author>Marochkin, D. V. ; Karchevskaya, O. G. ; Kron, T. E. ; Ryzhkov, F. V. ; Korneeva, G. A. ; Noskov, Yu. G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-5dc5c622fe22acfb1209d05d816898a2d2c0f60df940dc28498240875c2778513</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Condensates</topic><topic>Esterification</topic><topic>Esters</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>NMR spectroscopy</topic><topic>Organic Synthesis and Industrial Organic Chemistry</topic><topic>Thermal resistance</topic><topic>Thermal stability</topic><topic>Vacuum distillation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Marochkin, D. V.</creatorcontrib><creatorcontrib>Karchevskaya, O. G.</creatorcontrib><creatorcontrib>Kron, T. E.</creatorcontrib><creatorcontrib>Ryzhkov, F. V.</creatorcontrib><creatorcontrib>Korneeva, G. A.</creatorcontrib><creatorcontrib>Noskov, Yu. G.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of applied chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Marochkin, D. V.</au><au>Karchevskaya, O. G.</au><au>Kron, T. E.</au><au>Ryzhkov, F. V.</au><au>Korneeva, G. A.</au><au>Noskov, Yu. G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>High-Boiling By-Products of the Synthesis of Trimethylolpropane and Their Processing into Esters</atitle><jtitle>Russian journal of applied chemistry</jtitle><stitle>Russ J Appl Chem</stitle><date>2022-05-01</date><risdate>2022</risdate><volume>95</volume><issue>5</issue><spage>717</spage><epage>725</epage><pages>717-725</pages><issn>1070-4272</issn><eissn>1608-3296</eissn><abstract>According to the data of
1
H NMR spectroscopy, trimethylolpropane, di(trimethylolpropane), linear formals, and structures including a fragment of a cyclic formal are the main components of the bottom residue after vacuum distillation of raw trimethylolpropane yielded in the technological process of
n
-butyral condensation with formaldehyde proceeding by the Cannizzaro–Tishchenko reaction. The content of other impurities is minor. The heavy bottoms can be converted in high yield to a mixture of esters of trimethylolpropane and di(trimethylolpropane) by esterification with
n
-pentanoic acid. Such esters are characterized by a low pour point, high chemical resistance, thermal stability, and good viscosity-temperature properties, as well as sufficient compatibility with various plastic materials, and therefore, can be employed as lubricants, polymer plasticizers, and other products.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070427222050123</doi><tpages>9</tpages></addata></record> |
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| source | SpringerNature Journals |
| subjects | Chemistry Chemistry and Materials Science Chemistry/Food Science Condensates Esterification Esters Industrial Chemistry/Chemical Engineering NMR spectroscopy Organic Synthesis and Industrial Organic Chemistry Thermal resistance Thermal stability Vacuum distillation |
| title | High-Boiling By-Products of the Synthesis of Trimethylolpropane and Their Processing into Esters |
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