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...

Full description

Saved in:
Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2020-11, Vol.22 (21), p.7468-7475
Main Authors: Liu, Shengqin, Feng, Huan, Li, Teng, Wang, Yantao, Rong, Nianxin, Yang, Weiran
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 &gt;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 &gt;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 &gt;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