Loading…
Highly selective production of propionic acid from lactic acid catalyzed by NaI
Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl g...
Saved in:
Published in: | Green chemistry : an international journal and green chemistry resource : GC 2020-11, Vol.22 (21), p.7468-7475 |
---|---|
Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323 |
---|---|
cites | cdi_FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323 |
container_end_page | 7475 |
container_issue | 21 |
container_start_page | 7468 |
container_title | Green chemistry : an international journal and green chemistry resource : GC |
container_volume | 22 |
creator | Liu, Shengqin Feng, Huan Li, Teng Wang, Yantao Rong, Nianxin Yang, Weiran |
description | Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl group. Herein, a metal-free catalytic system for the highly selective transformation of bio-based LA to PA, which was used as the solvent to simplify the separation step, is reported using NaI as the catalyst. Under the optimal reaction conditions, a >99% yield of PA can be obtained from LA. A heat-induced radical-activated hydrogen mechanism was proposed based on the kinetic study and intermediate capture. The metal-free system can be reused five times without any loss in activity, and the PA product is easily separated. In addition, a two-step method using cellulose as the raw material to produce PA was conducted. This strategy offers a green and efficient approach to synthesize PA from biomass resources.
Efficient and highly selective production of propionic acid from biomass derived lactic acid was realized using I
−
/H
2
without adding other strong acids or metal catalysts. |
doi_str_mv | 10.1039/d0gc02676j |
format | article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D0GC02676J</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2456361754</sourcerecordid><originalsourceid>FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323</originalsourceid><addsrcrecordid>eNp9kEFLAzEQhYMoWKsX70LEm7CabNKkOUrVtlLsRc8hnSR1y7a7JrvC-utNbak3T_Nm3sfM8BC6pOSOEqbuLVkCyYUUqyPUo1ywTOWSHB-0yE_RWYwrQiiVgvfQfFIsP8oOR1c6aIovh-tQ2TbJaoMrv-3qJAvABgqLfajWuDTJ3g_ANKbsvp3Fiw6_muk5OvGmjO5iX_vo_fnpbTTJZvPxdPQwy4Bx3mSeDAVIY5iXVoIVTClpFouBB8G9Ss95xemQewBrnCOOK--kcdIa8FKxnPXRzW5vevCzdbHRq6oNm3RS53wgmKBywBN1u6MgVDEG53UdirUJnaZEbwPTj2Q8-g3sJcFXOzhEOHB_gSb_-j9f19azH2nBc-o</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2456361754</pqid></control><display><type>article</type><title>Highly selective production of propionic acid from lactic acid catalyzed by NaI</title><source>Royal Society of Chemistry</source><creator>Liu, Shengqin ; Feng, Huan ; Li, Teng ; Wang, Yantao ; Rong, Nianxin ; Yang, Weiran</creator><creatorcontrib>Liu, Shengqin ; Feng, Huan ; Li, Teng ; Wang, Yantao ; Rong, Nianxin ; Yang, Weiran</creatorcontrib><description>Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl group. Herein, a metal-free catalytic system for the highly selective transformation of bio-based LA to PA, which was used as the solvent to simplify the separation step, is reported using NaI as the catalyst. Under the optimal reaction conditions, a >99% yield of PA can be obtained from LA. A heat-induced radical-activated hydrogen mechanism was proposed based on the kinetic study and intermediate capture. The metal-free system can be reused five times without any loss in activity, and the PA product is easily separated. In addition, a two-step method using cellulose as the raw material to produce PA was conducted. This strategy offers a green and efficient approach to synthesize PA from biomass resources.
Efficient and highly selective production of propionic acid from biomass derived lactic acid was realized using I
−
/H
2
without adding other strong acids or metal catalysts.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/d0gc02676j</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Acids ; Carboxyl group ; Catalysts ; Cellulose ; Feed industry ; Food industry ; Green chemistry ; Hydroxyl groups ; Lactic acid ; Petrochemicals industry ; Propionic acid</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2020-11, Vol.22 (21), p.7468-7475</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323</citedby><cites>FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323</cites><orcidid>0000-0001-8053-7753</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Liu, Shengqin</creatorcontrib><creatorcontrib>Feng, Huan</creatorcontrib><creatorcontrib>Li, Teng</creatorcontrib><creatorcontrib>Wang, Yantao</creatorcontrib><creatorcontrib>Rong, Nianxin</creatorcontrib><creatorcontrib>Yang, Weiran</creatorcontrib><title>Highly selective production of propionic acid from lactic acid catalyzed by NaI</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl group. Herein, a metal-free catalytic system for the highly selective transformation of bio-based LA to PA, which was used as the solvent to simplify the separation step, is reported using NaI as the catalyst. Under the optimal reaction conditions, a >99% yield of PA can be obtained from LA. A heat-induced radical-activated hydrogen mechanism was proposed based on the kinetic study and intermediate capture. The metal-free system can be reused five times without any loss in activity, and the PA product is easily separated. In addition, a two-step method using cellulose as the raw material to produce PA was conducted. This strategy offers a green and efficient approach to synthesize PA from biomass resources.
Efficient and highly selective production of propionic acid from biomass derived lactic acid was realized using I
−
/H
2
without adding other strong acids or metal catalysts.</description><subject>Acids</subject><subject>Carboxyl group</subject><subject>Catalysts</subject><subject>Cellulose</subject><subject>Feed industry</subject><subject>Food industry</subject><subject>Green chemistry</subject><subject>Hydroxyl groups</subject><subject>Lactic acid</subject><subject>Petrochemicals industry</subject><subject>Propionic acid</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLAzEQhYMoWKsX70LEm7CabNKkOUrVtlLsRc8hnSR1y7a7JrvC-utNbak3T_Nm3sfM8BC6pOSOEqbuLVkCyYUUqyPUo1ywTOWSHB-0yE_RWYwrQiiVgvfQfFIsP8oOR1c6aIovh-tQ2TbJaoMrv-3qJAvABgqLfajWuDTJ3g_ANKbsvp3Fiw6_muk5OvGmjO5iX_vo_fnpbTTJZvPxdPQwy4Bx3mSeDAVIY5iXVoIVTClpFouBB8G9Ss95xemQewBrnCOOK--kcdIa8FKxnPXRzW5vevCzdbHRq6oNm3RS53wgmKBywBN1u6MgVDEG53UdirUJnaZEbwPTj2Q8-g3sJcFXOzhEOHB_gSb_-j9f19azH2nBc-o</recordid><startdate>20201107</startdate><enddate>20201107</enddate><creator>Liu, Shengqin</creator><creator>Feng, Huan</creator><creator>Li, Teng</creator><creator>Wang, Yantao</creator><creator>Rong, Nianxin</creator><creator>Yang, Weiran</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/0000-0001-8053-7753</orcidid></search><sort><creationdate>20201107</creationdate><title>Highly selective production of propionic acid from lactic acid catalyzed by NaI</title><author>Liu, Shengqin ; Feng, Huan ; Li, Teng ; Wang, Yantao ; Rong, Nianxin ; Yang, Weiran</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acids</topic><topic>Carboxyl group</topic><topic>Catalysts</topic><topic>Cellulose</topic><topic>Feed industry</topic><topic>Food industry</topic><topic>Green chemistry</topic><topic>Hydroxyl groups</topic><topic>Lactic acid</topic><topic>Petrochemicals industry</topic><topic>Propionic acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Shengqin</creatorcontrib><creatorcontrib>Feng, Huan</creatorcontrib><creatorcontrib>Li, Teng</creatorcontrib><creatorcontrib>Wang, Yantao</creatorcontrib><creatorcontrib>Rong, Nianxin</creatorcontrib><creatorcontrib>Yang, Weiran</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>Liu, Shengqin</au><au>Feng, Huan</au><au>Li, Teng</au><au>Wang, Yantao</au><au>Rong, Nianxin</au><au>Yang, Weiran</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly selective production of propionic acid from lactic acid catalyzed by NaI</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2020-11-07</date><risdate>2020</risdate><volume>22</volume><issue>21</issue><spage>7468</spage><epage>7475</epage><pages>7468-7475</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>Propionic acid (PA), a valuable chemical widely used in the food and feed industry, is currently produced by the petrochemical industry. Selective production of PA from bio-based lactic acid (LA) is difficult due to the high activation energy of the hydroxyl group at the α position of the carboxyl group. Herein, a metal-free catalytic system for the highly selective transformation of bio-based LA to PA, which was used as the solvent to simplify the separation step, is reported using NaI as the catalyst. Under the optimal reaction conditions, a >99% yield of PA can be obtained from LA. A heat-induced radical-activated hydrogen mechanism was proposed based on the kinetic study and intermediate capture. The metal-free system can be reused five times without any loss in activity, and the PA product is easily separated. In addition, a two-step method using cellulose as the raw material to produce PA was conducted. This strategy offers a green and efficient approach to synthesize PA from biomass resources.
Efficient and highly selective production of propionic acid from biomass derived lactic acid was realized using I
−
/H
2
without adding other strong acids or metal catalysts.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0gc02676j</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-8053-7753</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1463-9262 |
ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2020-11, Vol.22 (21), p.7468-7475 |
issn | 1463-9262 1463-9270 |
language | eng |
recordid | cdi_crossref_primary_10_1039_D0GC02676J |
source | Royal Society of Chemistry |
subjects | Acids Carboxyl group Catalysts Cellulose Feed industry Food industry Green chemistry Hydroxyl groups Lactic acid Petrochemicals industry Propionic acid |
title | Highly selective production of propionic acid from lactic acid catalyzed by NaI |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T00%3A07%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Highly%20selective%20production%20of%20propionic%20acid%20from%20lactic%20acid%20catalyzed%20by%20NaI&rft.jtitle=Green%20chemistry%20:%20an%20international%20journal%20and%20green%20chemistry%20resource%20:%20GC&rft.au=Liu,%20Shengqin&rft.date=2020-11-07&rft.volume=22&rft.issue=21&rft.spage=7468&rft.epage=7475&rft.pages=7468-7475&rft.issn=1463-9262&rft.eissn=1463-9270&rft_id=info:doi/10.1039/d0gc02676j&rft_dat=%3Cproquest_cross%3E2456361754%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c344t-f086c7aa3f7d7cd63997abb5fc64f9011f94184fccdaee0e49fe7ae7dacf79323%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2456361754&rft_id=info:pmid/&rfr_iscdi=true |