Ammonium bio-ionic liquids based on camelina oil as potential novel agrochemicals

Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil. The ionic liquids were obtained with high yield based on the reaction between camelina oil, which contained the following carboxylic acids: C18:3ω-3 linolenic >30%, C20:1 eicoseno...

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Veröffentlicht in:RSC advances 2018-01, Vol.8 (5), p.28676-28683
Hauptverfasser: Pernak, Juliusz, gosz, Bartosz, Klejdysz, Tomasz, Marcinkowska, Katarzyna, Rogowski, Jacek, Kurasiak-Popowska, Danuta, Stuper-Szablewska, Kinga
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container_end_page 28683
container_issue 5
container_start_page 28676
container_title RSC advances
container_volume 8
creator Pernak, Juliusz
gosz, Bartosz
Klejdysz, Tomasz
Marcinkowska, Katarzyna
Rogowski, Jacek
Kurasiak-Popowska, Danuta
Stuper-Szablewska, Kinga
description Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil. The ionic liquids were obtained with high yield based on the reaction between camelina oil, which contained the following carboxylic acids: C18:3ω-3 linolenic >30%, C20:1 eicosenoic 28%, C18:2ω-6 linoleic 13%, C18:1 oleic 13%, C16:0 palmitic 4.5%, C22:1 erucic 4.5% and C18:0 stearic 2.5%, and quaternary ammonium hydroxides comprising cations such as: choline, di(hydrogenated tallow)dimethylammonium, oleylmethylbis(2-hydroxyethyl)ammonium, benzalkonium, tetradecyltrimethylammonium, tetramethylammonium and didecyldimethylammonium. The synthesized bio-ILs were characterized as high viscosity liquids which are thermally stable and their solubility in water and organic solvents depended on the type of cation. Two extreme examples of bio-ILs include the water soluble one comprising choline as the cation and the one comprising the di(hydrogenated tallow)dimethylammonium cation, which is soluble in hexane. The presented results show the importance of ammonium bio-ILs as antifeedants with a wide spectrum of activity. The tested beetles (Insecta: Coleoptera) of storage pests: grain weevil ( Sitophilus granarius (L.)), confused flour beetle ( Tribolium confusum Duv.) and khapra beetle ( Trogoderma granarium Ev.) presented notable differences in terms of susceptibility to the synthesized ILs. The synthesized bio-ILs are effective adjuvants for herbicides belonging to the sylfonylurea group. They exhibited high activity despite the fact they were applied at a dose almost half that used for commercial adjuvants, which opens the era of adjuvant ILs. Aside from its use in the production of biodiesel, renewable diesel and renewable jet fuel, camelina oil is starting to become a potential resource for the production of novel agrochemicals. Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil.
doi_str_mv 10.1039/c8ra03519a
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The ionic liquids were obtained with high yield based on the reaction between camelina oil, which contained the following carboxylic acids: C18:3ω-3 linolenic &gt;30%, C20:1 eicosenoic 28%, C18:2ω-6 linoleic 13%, C18:1 oleic 13%, C16:0 palmitic 4.5%, C22:1 erucic 4.5% and C18:0 stearic 2.5%, and quaternary ammonium hydroxides comprising cations such as: choline, di(hydrogenated tallow)dimethylammonium, oleylmethylbis(2-hydroxyethyl)ammonium, benzalkonium, tetradecyltrimethylammonium, tetramethylammonium and didecyldimethylammonium. The synthesized bio-ILs were characterized as high viscosity liquids which are thermally stable and their solubility in water and organic solvents depended on the type of cation. Two extreme examples of bio-ILs include the water soluble one comprising choline as the cation and the one comprising the di(hydrogenated tallow)dimethylammonium cation, which is soluble in hexane. The presented results show the importance of ammonium bio-ILs as antifeedants with a wide spectrum of activity. The tested beetles (Insecta: Coleoptera) of storage pests: grain weevil ( Sitophilus granarius (L.)), confused flour beetle ( Tribolium confusum Duv.) and khapra beetle ( Trogoderma granarium Ev.) presented notable differences in terms of susceptibility to the synthesized ILs. The synthesized bio-ILs are effective adjuvants for herbicides belonging to the sylfonylurea group. They exhibited high activity despite the fact they were applied at a dose almost half that used for commercial adjuvants, which opens the era of adjuvant ILs. Aside from its use in the production of biodiesel, renewable diesel and renewable jet fuel, camelina oil is starting to become a potential resource for the production of novel agrochemicals. 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The ionic liquids were obtained with high yield based on the reaction between camelina oil, which contained the following carboxylic acids: C18:3ω-3 linolenic &gt;30%, C20:1 eicosenoic 28%, C18:2ω-6 linoleic 13%, C18:1 oleic 13%, C16:0 palmitic 4.5%, C22:1 erucic 4.5% and C18:0 stearic 2.5%, and quaternary ammonium hydroxides comprising cations such as: choline, di(hydrogenated tallow)dimethylammonium, oleylmethylbis(2-hydroxyethyl)ammonium, benzalkonium, tetradecyltrimethylammonium, tetramethylammonium and didecyldimethylammonium. The synthesized bio-ILs were characterized as high viscosity liquids which are thermally stable and their solubility in water and organic solvents depended on the type of cation. Two extreme examples of bio-ILs include the water soluble one comprising choline as the cation and the one comprising the di(hydrogenated tallow)dimethylammonium cation, which is soluble in hexane. 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Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil.</description><subject>Adjuvants</subject><subject>Agrochemicals</subject><subject>Ammonium hydroxide</subject><subject>Beetles</subject><subject>Biodiesel fuels</subject><subject>Carboxylic acids</subject><subject>Cations</subject><subject>Chemistry</subject><subject>Choline</subject><subject>Diesel fuels</subject><subject>Herbicides</subject><subject>Hydrogenation</subject><subject>Hydroxides</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Jet engine fuels</subject><subject>Pests</subject><subject>Solvents</subject><subject>Synthesis</subject><subject>Thermal stability</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkc1LxDAQxYMoKurFuxLwIkI1SZM2uQjL4hcIoug5JOlUI22zJlvB_97o6voxlxlmfjze8BDapeSYklKdOBkNKQVVZgVtMsKrgpFKrf6aN9BOSs8kVyUoq-g62iiF4IzXZBPdTvo-DH7ssfWh8Hl0uPMvo28StiZBg8OAnemh84PBwXfYJDwLcxjm3nR4CK-QV48xuCfovTNd2kZrbW6w89W30MP52f30sri-ubiaTq4Lx5mcF4ba2lFaV40RlhJpOS2hFrwiiloODRfWtqQ1suEgWgaG1Q0oR2qhpIO6LrfQ6UJ3NtoeGpcdRdPpWfS9iW86GK__Xgb_pB_Dq1ZE8pKLLHD4JRDDywhprnufHHSdGSCMSbOqYoKrUqiMHvxDn8MYh_yeZkRKwpSkNFNHC8rFkFKEdmmGEv0Rlp7Ku8lnWJMM7_-2v0S_o8nA3gKIyS2vP2mX7x5Mmb4</recordid><startdate>20180101</startdate><enddate>20180101</enddate><creator>Pernak, Juliusz</creator><creator>gosz, Bartosz</creator><creator>Klejdysz, Tomasz</creator><creator>Marcinkowska, Katarzyna</creator><creator>Rogowski, Jacek</creator><creator>Kurasiak-Popowska, Danuta</creator><creator>Stuper-Szablewska, Kinga</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-5101-8196</orcidid></search><sort><creationdate>20180101</creationdate><title>Ammonium bio-ionic liquids based on camelina oil as potential novel agrochemicals</title><author>Pernak, Juliusz ; gosz, Bartosz ; Klejdysz, Tomasz ; Marcinkowska, Katarzyna ; Rogowski, Jacek ; Kurasiak-Popowska, Danuta ; Stuper-Szablewska, Kinga</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-a1b7c1176da5b108b413e7546091b4ed45bbf0fa8d4e5f2ea27de9c07598ce773</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Adjuvants</topic><topic>Agrochemicals</topic><topic>Ammonium hydroxide</topic><topic>Beetles</topic><topic>Biodiesel fuels</topic><topic>Carboxylic acids</topic><topic>Cations</topic><topic>Chemistry</topic><topic>Choline</topic><topic>Diesel fuels</topic><topic>Herbicides</topic><topic>Hydrogenation</topic><topic>Hydroxides</topic><topic>Ionic liquids</topic><topic>Ions</topic><topic>Jet engine fuels</topic><topic>Pests</topic><topic>Solvents</topic><topic>Synthesis</topic><topic>Thermal stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pernak, Juliusz</creatorcontrib><creatorcontrib>gosz, Bartosz</creatorcontrib><creatorcontrib>Klejdysz, Tomasz</creatorcontrib><creatorcontrib>Marcinkowska, Katarzyna</creatorcontrib><creatorcontrib>Rogowski, Jacek</creatorcontrib><creatorcontrib>Kurasiak-Popowska, Danuta</creatorcontrib><creatorcontrib>Stuper-Szablewska, Kinga</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pernak, Juliusz</au><au>gosz, Bartosz</au><au>Klejdysz, Tomasz</au><au>Marcinkowska, Katarzyna</au><au>Rogowski, Jacek</au><au>Kurasiak-Popowska, Danuta</au><au>Stuper-Szablewska, Kinga</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ammonium bio-ionic liquids based on camelina oil as potential novel agrochemicals</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2018-01-01</date><risdate>2018</risdate><volume>8</volume><issue>5</issue><spage>28676</spage><epage>28683</epage><pages>28676-28683</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil. The ionic liquids were obtained with high yield based on the reaction between camelina oil, which contained the following carboxylic acids: C18:3ω-3 linolenic &gt;30%, C20:1 eicosenoic 28%, C18:2ω-6 linoleic 13%, C18:1 oleic 13%, C16:0 palmitic 4.5%, C22:1 erucic 4.5% and C18:0 stearic 2.5%, and quaternary ammonium hydroxides comprising cations such as: choline, di(hydrogenated tallow)dimethylammonium, oleylmethylbis(2-hydroxyethyl)ammonium, benzalkonium, tetradecyltrimethylammonium, tetramethylammonium and didecyldimethylammonium. The synthesized bio-ILs were characterized as high viscosity liquids which are thermally stable and their solubility in water and organic solvents depended on the type of cation. Two extreme examples of bio-ILs include the water soluble one comprising choline as the cation and the one comprising the di(hydrogenated tallow)dimethylammonium cation, which is soluble in hexane. The presented results show the importance of ammonium bio-ILs as antifeedants with a wide spectrum of activity. The tested beetles (Insecta: Coleoptera) of storage pests: grain weevil ( Sitophilus granarius (L.)), confused flour beetle ( Tribolium confusum Duv.) and khapra beetle ( Trogoderma granarium Ev.) presented notable differences in terms of susceptibility to the synthesized ILs. The synthesized bio-ILs are effective adjuvants for herbicides belonging to the sylfonylurea group. They exhibited high activity despite the fact they were applied at a dose almost half that used for commercial adjuvants, which opens the era of adjuvant ILs. Aside from its use in the production of biodiesel, renewable diesel and renewable jet fuel, camelina oil is starting to become a potential resource for the production of novel agrochemicals. Third generation bio-ionic liquids (bio-ILs) were synthesized based on cheap and increasingly available camelina oil.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35542470</pmid><doi>10.1039/c8ra03519a</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-5101-8196</orcidid><oa>free_for_read</oa></addata></record>
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subjects Adjuvants
Agrochemicals
Ammonium hydroxide
Beetles
Biodiesel fuels
Carboxylic acids
Cations
Chemistry
Choline
Diesel fuels
Herbicides
Hydrogenation
Hydroxides
Ionic liquids
Ions
Jet engine fuels
Pests
Solvents
Synthesis
Thermal stability
title Ammonium bio-ionic liquids based on camelina oil as potential novel agrochemicals
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