Muconic acid isomers as platform chemicals and monomers in the biobased economy
Muconic acid (MA) is a high value-added dicarboxylic acid with conjugated double bonds, presenting three isomeric forms, i.e. , cis , cis -MA, cis , trans -MA and trans , trans -MA. Its production is garnering increased interest owing to its potential as a starting material for the synthesis of valu...
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Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2020-01, Vol.22 (5), p.1517-1541 |
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creator | Khalil, Ibrahim Quintens, Greg Junkers, Tanja Dusselier, Michiel |
description | Muconic acid (MA) is a high value-added dicarboxylic acid with conjugated double bonds, presenting three isomeric forms,
i.e.
,
cis
,
cis
-MA,
cis
,
trans
-MA and
trans
,
trans
-MA. Its production is garnering increased interest owing to its potential as a starting material for the synthesis of value-added products as well as by being a versatile monomer for the production of specialty polymers. This review presents a systematic overview of production and synthesis routes to MA isomers as well as the routes for its final valorization. The production of MA through chemical pathways and the progress developed in the biotechnological pathways will be discussed. Traditional and new processes for achieving successful isomerization into the value-added
trans
,
trans
form of MA are also discussed and compared, with their constraints and possible solutions. The valorization of the three different isomers of MA into value-added chemicals such as adipic or terephthalic acids and MA polymers are summarized. Finally, the review concludes with a thorough summary, a practical insights section and an outlook. This work thus offers new perspectives and guidelines to tackle the challenges in MA chemistry, especially when aiming to combine an efficient biotechnological production of MA with its valorization.
A complete overview of the chemical and biotechnological synthesis of muconic acid, its isomerization, and valorization into chemicals and polymers is presented. |
doi_str_mv | 10.1039/c9gc04161c |
format | Article |
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i.e.
,
cis
,
cis
-MA,
cis
,
trans
-MA and
trans
,
trans
-MA. Its production is garnering increased interest owing to its potential as a starting material for the synthesis of value-added products as well as by being a versatile monomer for the production of specialty polymers. This review presents a systematic overview of production and synthesis routes to MA isomers as well as the routes for its final valorization. The production of MA through chemical pathways and the progress developed in the biotechnological pathways will be discussed. Traditional and new processes for achieving successful isomerization into the value-added
trans
,
trans
form of MA are also discussed and compared, with their constraints and possible solutions. The valorization of the three different isomers of MA into value-added chemicals such as adipic or terephthalic acids and MA polymers are summarized. Finally, the review concludes with a thorough summary, a practical insights section and an outlook. This work thus offers new perspectives and guidelines to tackle the challenges in MA chemistry, especially when aiming to combine an efficient biotechnological production of MA with its valorization.
A complete overview of the chemical and biotechnological synthesis of muconic acid, its isomerization, and valorization into chemicals and polymers is presented.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/c9gc04161c</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Chemicals ; Dicarboxylic acids ; Green chemistry ; Isomerization ; Isomers ; Monomers ; Muconic acid ; Polymers</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2020-01, Vol.22 (5), p.1517-1541</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c446t-eb2056ce707950c4ab688156216097a901a56cc383be06d0d829f77b703b99233</citedby><cites>FETCH-LOGICAL-c446t-eb2056ce707950c4ab688156216097a901a56cc383be06d0d829f77b703b99233</cites><orcidid>0000-0002-7867-9346 ; 0000-0002-6825-5777 ; 0000-0002-3074-2318 ; 0000-0003-0263-1079</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Khalil, Ibrahim</creatorcontrib><creatorcontrib>Quintens, Greg</creatorcontrib><creatorcontrib>Junkers, Tanja</creatorcontrib><creatorcontrib>Dusselier, Michiel</creatorcontrib><title>Muconic acid isomers as platform chemicals and monomers in the biobased economy</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>Muconic acid (MA) is a high value-added dicarboxylic acid with conjugated double bonds, presenting three isomeric forms,
i.e.
,
cis
,
cis
-MA,
cis
,
trans
-MA and
trans
,
trans
-MA. Its production is garnering increased interest owing to its potential as a starting material for the synthesis of value-added products as well as by being a versatile monomer for the production of specialty polymers. This review presents a systematic overview of production and synthesis routes to MA isomers as well as the routes for its final valorization. The production of MA through chemical pathways and the progress developed in the biotechnological pathways will be discussed. Traditional and new processes for achieving successful isomerization into the value-added
trans
,
trans
form of MA are also discussed and compared, with their constraints and possible solutions. The valorization of the three different isomers of MA into value-added chemicals such as adipic or terephthalic acids and MA polymers are summarized. Finally, the review concludes with a thorough summary, a practical insights section and an outlook. This work thus offers new perspectives and guidelines to tackle the challenges in MA chemistry, especially when aiming to combine an efficient biotechnological production of MA with its valorization.
A complete overview of the chemical and biotechnological synthesis of muconic acid, its isomerization, and valorization into chemicals and polymers is presented.</description><subject>Chemicals</subject><subject>Dicarboxylic acids</subject><subject>Green chemistry</subject><subject>Isomerization</subject><subject>Isomers</subject><subject>Monomers</subject><subject>Muconic acid</subject><subject>Polymers</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLxDAQRoMouK5evAsRb0J10qRJc5Siq7CyFz2XdJq6XbZNTbqH_fdmrejN03zMe8zAR8glgzsGXN-j_kAQTDI8IjMmJE90quD4N8v0lJyFsAFgTEkxI6vXHbq-RWqwrWkbXGd9oCbQYWvGxvmO4tp2LZpt3PY17Vw_KW1Px7WlVesqE2xNLR7I_pycNNG1Fz9zTt6fHt-K52S5WrwUD8sEhZBjYqsUMolWgdIZoDCVzHOWyZRJ0MpoYCZi5DmvLMga6jzVjVKVAl5pnXI-JzfT3cG7z50NY7lxO9_Hl2XKlQChZCaidTtZ6F0I3jbl4NvO-H3JoDwUVhZ6UXwXVkT5apJ9wF_vr9DIr__j5VA3_Au9HnGD</recordid><startdate>20200101</startdate><enddate>20200101</enddate><creator>Khalil, Ibrahim</creator><creator>Quintens, Greg</creator><creator>Junkers, Tanja</creator><creator>Dusselier, Michiel</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/0000-0002-7867-9346</orcidid><orcidid>https://orcid.org/0000-0002-6825-5777</orcidid><orcidid>https://orcid.org/0000-0002-3074-2318</orcidid><orcidid>https://orcid.org/0000-0003-0263-1079</orcidid></search><sort><creationdate>20200101</creationdate><title>Muconic acid isomers as platform chemicals and monomers in the biobased economy</title><author>Khalil, Ibrahim ; Quintens, Greg ; Junkers, Tanja ; Dusselier, Michiel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c446t-eb2056ce707950c4ab688156216097a901a56cc383be06d0d829f77b703b99233</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Chemicals</topic><topic>Dicarboxylic acids</topic><topic>Green chemistry</topic><topic>Isomerization</topic><topic>Isomers</topic><topic>Monomers</topic><topic>Muconic acid</topic><topic>Polymers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Khalil, Ibrahim</creatorcontrib><creatorcontrib>Quintens, Greg</creatorcontrib><creatorcontrib>Junkers, Tanja</creatorcontrib><creatorcontrib>Dusselier, Michiel</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>Khalil, Ibrahim</au><au>Quintens, Greg</au><au>Junkers, Tanja</au><au>Dusselier, Michiel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Muconic acid isomers as platform chemicals and monomers in the biobased economy</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2020-01-01</date><risdate>2020</risdate><volume>22</volume><issue>5</issue><spage>1517</spage><epage>1541</epage><pages>1517-1541</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>Muconic acid (MA) is a high value-added dicarboxylic acid with conjugated double bonds, presenting three isomeric forms,
i.e.
,
cis
,
cis
-MA,
cis
,
trans
-MA and
trans
,
trans
-MA. Its production is garnering increased interest owing to its potential as a starting material for the synthesis of value-added products as well as by being a versatile monomer for the production of specialty polymers. This review presents a systematic overview of production and synthesis routes to MA isomers as well as the routes for its final valorization. The production of MA through chemical pathways and the progress developed in the biotechnological pathways will be discussed. Traditional and new processes for achieving successful isomerization into the value-added
trans
,
trans
form of MA are also discussed and compared, with their constraints and possible solutions. The valorization of the three different isomers of MA into value-added chemicals such as adipic or terephthalic acids and MA polymers are summarized. Finally, the review concludes with a thorough summary, a practical insights section and an outlook. This work thus offers new perspectives and guidelines to tackle the challenges in MA chemistry, especially when aiming to combine an efficient biotechnological production of MA with its valorization.
A complete overview of the chemical and biotechnological synthesis of muconic acid, its isomerization, and valorization into chemicals and polymers is presented.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9gc04161c</doi><tpages>25</tpages><orcidid>https://orcid.org/0000-0002-7867-9346</orcidid><orcidid>https://orcid.org/0000-0002-6825-5777</orcidid><orcidid>https://orcid.org/0000-0002-3074-2318</orcidid><orcidid>https://orcid.org/0000-0003-0263-1079</orcidid><oa>free_for_read</oa></addata></record> |
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identifier | ISSN: 1463-9262 |
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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Chemicals Dicarboxylic acids Green chemistry Isomerization Isomers Monomers Muconic acid Polymers |
title | Muconic acid isomers as platform chemicals and monomers in the biobased economy |
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