Highly water soluble agrichemicals by using engineered organic salts for reducing adverse environmental impacts
Although herbicides are essential for ensuring high crop yields, the development of sustainable formulations remains a challenge in modern agriculture. Herbicide use is typically affected by the poor water solubility of the compounds they contain, and so they are often applied at very high doses tha...
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Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2019, Vol.21 (23), p.6419-6429 |
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creator | Carvalho, Paulo S Guimarães, Gelton G. F Diniz, Luan F Ellena, Javier Ribeiro, Caue |
description | Although herbicides are essential for ensuring high crop yields, the development of sustainable formulations remains a challenge in modern agriculture. Herbicide use is typically affected by the poor water solubility of the compounds they contain, and so they are often applied at very high doses that exceed those needed for weed control (WC). Highly soluble herbicides allow application without the excessive formation of undissolved solids, but only a few routes have been developed for this purpose. Herein, a crystal engineering approach is presented for improving the solubility of the herbicide ametryn (AMT). Organic salts of AMT with fumaric acid (m.p. ∼ 135 °C) and maleic acid (m.p. ∼ 125 °C) were successfully prepared, providing substantial improvement in the solubility (10-fold and 20-fold, respectively), compared to pure AMT, along with thermal stability. Herbicidal activity tests confirmed the effectiveness of these systems, which showed good WC performance at 1 kg ha
−1
, considerably below the 2.5 kg ha
−1
for AMT. The results demonstrate that these systems offer an accessible technology for reducing the use of AMT in agricultural practices and a strategy for the design of new WC chemistries.
Enhanced water-solubility of ametryn herbicide is achieved by means of crystal engineering approach, providing an alternative for the production of reduced and high efficiency agrochemical dosage formulations. |
doi_str_mv | 10.1039/c9gc02439e |
format | Article |
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−1
, considerably below the 2.5 kg ha
−1
for AMT. The results demonstrate that these systems offer an accessible technology for reducing the use of AMT in agricultural practices and a strategy for the design of new WC chemistries.
Enhanced water-solubility of ametryn herbicide is achieved by means of crystal engineering approach, providing an alternative for the production of reduced and high efficiency agrochemical dosage formulations.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/c9gc02439e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Agricultural practices ; Agrochemicals ; Crop yield ; Crystallography ; Environmental impact ; Formulations ; Fumaric acid ; Green chemistry ; Herbicides ; Maleic acid ; Organic chemistry ; Organic salts ; Salts ; Solubility ; Sustainable development ; Sustainable yield ; System effectiveness ; Thermal stability ; Weed control</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2019, Vol.21 (23), p.6419-6429</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c318t-f6014d6ce3be7f61268b6c1d9ad75040891ce6a1ed98ea98e17fd2eca9aa737d3</citedby><cites>FETCH-LOGICAL-c318t-f6014d6ce3be7f61268b6c1d9ad75040891ce6a1ed98ea98e17fd2eca9aa737d3</cites><orcidid>0000-0002-5551-9155 ; 0000-0003-4702-9065 ; 0000-0002-0676-3098 ; 0000-0001-9029-5241 ; 0000-0002-8908-6343</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids></links><search><creatorcontrib>Carvalho, Paulo S</creatorcontrib><creatorcontrib>Guimarães, Gelton G. F</creatorcontrib><creatorcontrib>Diniz, Luan F</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>Ribeiro, Caue</creatorcontrib><title>Highly water soluble agrichemicals by using engineered organic salts for reducing adverse environmental impacts</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>Although herbicides are essential for ensuring high crop yields, the development of sustainable formulations remains a challenge in modern agriculture. Herbicide use is typically affected by the poor water solubility of the compounds they contain, and so they are often applied at very high doses that exceed those needed for weed control (WC). Highly soluble herbicides allow application without the excessive formation of undissolved solids, but only a few routes have been developed for this purpose. Herein, a crystal engineering approach is presented for improving the solubility of the herbicide ametryn (AMT). Organic salts of AMT with fumaric acid (m.p. ∼ 135 °C) and maleic acid (m.p. ∼ 125 °C) were successfully prepared, providing substantial improvement in the solubility (10-fold and 20-fold, respectively), compared to pure AMT, along with thermal stability. Herbicidal activity tests confirmed the effectiveness of these systems, which showed good WC performance at 1 kg ha
−1
, considerably below the 2.5 kg ha
−1
for AMT. The results demonstrate that these systems offer an accessible technology for reducing the use of AMT in agricultural practices and a strategy for the design of new WC chemistries.
Enhanced water-solubility of ametryn herbicide is achieved by means of crystal engineering approach, providing an alternative for the production of reduced and high efficiency agrochemical dosage formulations.</description><subject>Agricultural practices</subject><subject>Agrochemicals</subject><subject>Crop yield</subject><subject>Crystallography</subject><subject>Environmental impact</subject><subject>Formulations</subject><subject>Fumaric acid</subject><subject>Green chemistry</subject><subject>Herbicides</subject><subject>Maleic acid</subject><subject>Organic chemistry</subject><subject>Organic salts</subject><subject>Salts</subject><subject>Solubility</subject><subject>Sustainable development</subject><subject>Sustainable yield</subject><subject>System effectiveness</subject><subject>Thermal stability</subject><subject>Weed control</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpF0FFLwzAQB_AgCs7pi-9CwDehmjRt0jxKmVMY-KLPJU2uXUbbzKSd7NubOZkPxx3Hjzv4I3RLySMlTD5p2WqSZkzCGZrRjLNEpoKcn2aeXqKrEDaEUCp4NkPu1bbrbo-_1QgeB9dNdQdYtd7qNfRWqy7geo-nYIcWw9DaAcCDwc63arAaB9WNATfO47id9EEpswMfIOqd9W7oYRhVh22_VXoM1-iiiTfh5q_P0efL4qN8TVbvy7fyeZVoRosxaTihmeEaWA2i4TTlRc01NVIZkZOMFJJq4IqCkQWoWFQ0JgWtpFKCCcPm6P54d-vd1wRhrDZu8kN8WaWMijxnuRBRPRyV9i4ED0219bZXfl9RUh0CrUq5LH8DXUR8d8Q-6JP7D5z9APLjdTg</recordid><startdate>2019</startdate><enddate>2019</enddate><creator>Carvalho, Paulo S</creator><creator>Guimarães, Gelton G. F</creator><creator>Diniz, Luan F</creator><creator>Ellena, Javier</creator><creator>Ribeiro, Caue</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0002-5551-9155</orcidid><orcidid>https://orcid.org/0000-0003-4702-9065</orcidid><orcidid>https://orcid.org/0000-0002-0676-3098</orcidid><orcidid>https://orcid.org/0000-0001-9029-5241</orcidid><orcidid>https://orcid.org/0000-0002-8908-6343</orcidid></search><sort><creationdate>2019</creationdate><title>Highly water soluble agrichemicals by using engineered organic salts for reducing adverse environmental impacts</title><author>Carvalho, Paulo S ; Guimarães, Gelton G. F ; Diniz, Luan F ; Ellena, Javier ; Ribeiro, Caue</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c318t-f6014d6ce3be7f61268b6c1d9ad75040891ce6a1ed98ea98e17fd2eca9aa737d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Agricultural practices</topic><topic>Agrochemicals</topic><topic>Crop yield</topic><topic>Crystallography</topic><topic>Environmental impact</topic><topic>Formulations</topic><topic>Fumaric acid</topic><topic>Green chemistry</topic><topic>Herbicides</topic><topic>Maleic acid</topic><topic>Organic chemistry</topic><topic>Organic salts</topic><topic>Salts</topic><topic>Solubility</topic><topic>Sustainable development</topic><topic>Sustainable yield</topic><topic>System effectiveness</topic><topic>Thermal stability</topic><topic>Weed control</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Carvalho, Paulo S</creatorcontrib><creatorcontrib>Guimarães, Gelton G. F</creatorcontrib><creatorcontrib>Diniz, Luan F</creatorcontrib><creatorcontrib>Ellena, Javier</creatorcontrib><creatorcontrib>Ribeiro, Caue</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Carvalho, Paulo S</au><au>Guimarães, Gelton G. F</au><au>Diniz, Luan F</au><au>Ellena, Javier</au><au>Ribeiro, Caue</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly water soluble agrichemicals by using engineered organic salts for reducing adverse environmental impacts</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2019</date><risdate>2019</risdate><volume>21</volume><issue>23</issue><spage>6419</spage><epage>6429</epage><pages>6419-6429</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>Although herbicides are essential for ensuring high crop yields, the development of sustainable formulations remains a challenge in modern agriculture. Herbicide use is typically affected by the poor water solubility of the compounds they contain, and so they are often applied at very high doses that exceed those needed for weed control (WC). Highly soluble herbicides allow application without the excessive formation of undissolved solids, but only a few routes have been developed for this purpose. Herein, a crystal engineering approach is presented for improving the solubility of the herbicide ametryn (AMT). Organic salts of AMT with fumaric acid (m.p. ∼ 135 °C) and maleic acid (m.p. ∼ 125 °C) were successfully prepared, providing substantial improvement in the solubility (10-fold and 20-fold, respectively), compared to pure AMT, along with thermal stability. Herbicidal activity tests confirmed the effectiveness of these systems, which showed good WC performance at 1 kg ha
−1
, considerably below the 2.5 kg ha
−1
for AMT. The results demonstrate that these systems offer an accessible technology for reducing the use of AMT in agricultural practices and a strategy for the design of new WC chemistries.
Enhanced water-solubility of ametryn herbicide is achieved by means of crystal engineering approach, providing an alternative for the production of reduced and high efficiency agrochemical dosage formulations.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9gc02439e</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-5551-9155</orcidid><orcidid>https://orcid.org/0000-0003-4702-9065</orcidid><orcidid>https://orcid.org/0000-0002-0676-3098</orcidid><orcidid>https://orcid.org/0000-0001-9029-5241</orcidid><orcidid>https://orcid.org/0000-0002-8908-6343</orcidid></addata></record> |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Agricultural practices Agrochemicals Crop yield Crystallography Environmental impact Formulations Fumaric acid Green chemistry Herbicides Maleic acid Organic chemistry Organic salts Salts Solubility Sustainable development Sustainable yield System effectiveness Thermal stability Weed control |
title | Highly water soluble agrichemicals by using engineered organic salts for reducing adverse environmental impacts |
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