Chlorination of aromatic compounds and catalystst therefor

A process for the chlorination of an aromatic compound of the following formula (A) : wherein R is H or C1 to C12 alkyl, cycloalkyl, aryl, alkaryl, aralkyl or carboxyalkyl, the or each R is selected from H, C1-C4 alkyl (especially methyl), C1-C4 haloalkyl or polyhaloalkyl, e.g. C1-C4 perfluoroalkyl,...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: SMITH, KEITH, PAYNE, KEITH, BROWN, CHRISTOPHER MARTIN, TZIMAS, MICHAEL
Format: Patent
Sprache:eng ; fre ; ger
Schlagworte:
Online-Zugang:Volltext bestellen
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page
container_issue
container_start_page
container_title
container_volume
creator SMITH, KEITH
PAYNE, KEITH
BROWN, CHRISTOPHER MARTIN
TZIMAS, MICHAEL
description A process for the chlorination of an aromatic compound of the following formula (A) : wherein R is H or C1 to C12 alkyl, cycloalkyl, aryl, alkaryl, aralkyl or carboxyalkyl, the or each R is selected from H, C1-C4 alkyl (especially methyl), C1-C4 haloalkyl or polyhaloalkyl, e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C5-C12 aryl (e.g. phenyl), alkaryl or aralkyl, or halogen, and n is an integer which is 0, 1 or 2, and the or each R, if present, may independently be attached at the ortho or the meta position (preferably at the meta position), which process comprises reacting (preferably in heterogeneous liquid/solid phase below 35 DEG C) the aromatic compound (which is preferably phenol) with a chlorinating agent (preferably sulphuryl chloride) in the presence of a sulphur-containing catalyst, optionally also in the presence of a Lewis acid co-catalyst, characterised in that the sulphur-containing catalyst is an organic compound according to the following formula (I) or formula (II) : in which: PS represents a polymeric backbone preferably selected from polystyrene or a polysiloxane, e.g. a polyalkylsiloxane or a polyalkylarylsiloxane; x is an integer which is 0 or from 1 to 12; R , R , R and R are each independently selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or aralkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; X and X are each independently selected from the group consisting of halogen (preferably Cl, Br or I), thiol, dialkylsulphonium halide and R5, where R5 is selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or arallkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; y is a number (which may be integral or non-integral) greater than zero, preferably up to about 10000, more preferably in the range from about 1 to about 1000, particularly from about 1 to about 500 and especially from about 2 to about 100; wherein in the above definitions of R , R , R , R and R the optional substituents may be independently selected from the following: halogen (e.g. F, Cl), hydroxy, amino, cyano, nitro, C1-C4 alkyl, C1-C4 ha
format Patent
fullrecord <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_EP0866048A2</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>EP0866048A2</sourcerecordid><originalsourceid>FETCH-epo_espacenet_EP0866048A23</originalsourceid><addsrcrecordid>eNrjZLByzsjJL8rMSyzJzM9TyE9TSCzKzwVykhWS83ML8kvzUooVEvNSFJITSxJzKotLiksUSjJSi1LT8ot4GFjTEnOKU3mhNDeDgptriLOHbmpBfnxqcUFicmpeakm8a4CBhZmZgYmFo5ExEUoAYHwvUA</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>Chlorination of aromatic compounds and catalystst therefor</title><source>esp@cenet</source><creator>SMITH, KEITH ; PAYNE, KEITH ; BROWN, CHRISTOPHER MARTIN ; TZIMAS, MICHAEL</creator><creatorcontrib>SMITH, KEITH ; PAYNE, KEITH ; BROWN, CHRISTOPHER MARTIN ; TZIMAS, MICHAEL</creatorcontrib><description>A process for the chlorination of an aromatic compound of the following formula (A) : wherein R is H or C1 to C12 alkyl, cycloalkyl, aryl, alkaryl, aralkyl or carboxyalkyl, the or each R is selected from H, C1-C4 alkyl (especially methyl), C1-C4 haloalkyl or polyhaloalkyl, e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C5-C12 aryl (e.g. phenyl), alkaryl or aralkyl, or halogen, and n is an integer which is 0, 1 or 2, and the or each R, if present, may independently be attached at the ortho or the meta position (preferably at the meta position), which process comprises reacting (preferably in heterogeneous liquid/solid phase below 35 DEG C) the aromatic compound (which is preferably phenol) with a chlorinating agent (preferably sulphuryl chloride) in the presence of a sulphur-containing catalyst, optionally also in the presence of a Lewis acid co-catalyst, characterised in that the sulphur-containing catalyst is an organic compound according to the following formula (I) or formula (II) : in which: PS represents a polymeric backbone preferably selected from polystyrene or a polysiloxane, e.g. a polyalkylsiloxane or a polyalkylarylsiloxane; x is an integer which is 0 or from 1 to 12; R , R , R and R are each independently selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or aralkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; X and X are each independently selected from the group consisting of halogen (preferably Cl, Br or I), thiol, dialkylsulphonium halide and R5, where R5 is selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or arallkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; y is a number (which may be integral or non-integral) greater than zero, preferably up to about 10000, more preferably in the range from about 1 to about 1000, particularly from about 1 to about 500 and especially from about 2 to about 100; wherein in the above definitions of R , R , R , R and R the optional substituents may be independently selected from the following: halogen (e.g. F, Cl), hydroxy, amino, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C1-C4 alkoxycarbonyl.</description><edition>6</edition><language>eng ; fre ; ger</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY ; CHEMISTRY ; COMPOSITIONS BASED THEREON ; MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVINGCARBON-TO-CARBON UNSATURATED BONDS ; METALLURGY ; ORGANIC CHEMISTRY ; ORGANIC MACROMOLECULAR COMPOUNDS ; PERFORMING OPERATIONS ; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL ; THEIR PREPARATION OR CHEMICAL WORKING-UP ; THEIR RELEVANT APPARATUS ; TRANSPORTING</subject><creationdate>1998</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19980923&amp;DB=EPODOC&amp;CC=EP&amp;NR=0866048A2$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25563,76418</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19980923&amp;DB=EPODOC&amp;CC=EP&amp;NR=0866048A2$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>SMITH, KEITH</creatorcontrib><creatorcontrib>PAYNE, KEITH</creatorcontrib><creatorcontrib>BROWN, CHRISTOPHER MARTIN</creatorcontrib><creatorcontrib>TZIMAS, MICHAEL</creatorcontrib><title>Chlorination of aromatic compounds and catalystst therefor</title><description>A process for the chlorination of an aromatic compound of the following formula (A) : wherein R is H or C1 to C12 alkyl, cycloalkyl, aryl, alkaryl, aralkyl or carboxyalkyl, the or each R is selected from H, C1-C4 alkyl (especially methyl), C1-C4 haloalkyl or polyhaloalkyl, e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C5-C12 aryl (e.g. phenyl), alkaryl or aralkyl, or halogen, and n is an integer which is 0, 1 or 2, and the or each R, if present, may independently be attached at the ortho or the meta position (preferably at the meta position), which process comprises reacting (preferably in heterogeneous liquid/solid phase below 35 DEG C) the aromatic compound (which is preferably phenol) with a chlorinating agent (preferably sulphuryl chloride) in the presence of a sulphur-containing catalyst, optionally also in the presence of a Lewis acid co-catalyst, characterised in that the sulphur-containing catalyst is an organic compound according to the following formula (I) or formula (II) : in which: PS represents a polymeric backbone preferably selected from polystyrene or a polysiloxane, e.g. a polyalkylsiloxane or a polyalkylarylsiloxane; x is an integer which is 0 or from 1 to 12; R , R , R and R are each independently selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or aralkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; X and X are each independently selected from the group consisting of halogen (preferably Cl, Br or I), thiol, dialkylsulphonium halide and R5, where R5 is selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or arallkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; y is a number (which may be integral or non-integral) greater than zero, preferably up to about 10000, more preferably in the range from about 1 to about 1000, particularly from about 1 to about 500 and especially from about 2 to about 100; wherein in the above definitions of R , R , R , R and R the optional substituents may be independently selected from the following: halogen (e.g. F, Cl), hydroxy, amino, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C1-C4 alkoxycarbonyl.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</subject><subject>CHEMISTRY</subject><subject>COMPOSITIONS BASED THEREON</subject><subject>MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVINGCARBON-TO-CARBON UNSATURATED BONDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>ORGANIC MACROMOLECULAR COMPOUNDS</subject><subject>PERFORMING OPERATIONS</subject><subject>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</subject><subject>THEIR PREPARATION OR CHEMICAL WORKING-UP</subject><subject>THEIR RELEVANT APPARATUS</subject><subject>TRANSPORTING</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1998</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZLByzsjJL8rMSyzJzM9TyE9TSCzKzwVykhWS83ML8kvzUooVEvNSFJITSxJzKotLiksUSjJSi1LT8ot4GFjTEnOKU3mhNDeDgptriLOHbmpBfnxqcUFicmpeakm8a4CBhZmZgYmFo5ExEUoAYHwvUA</recordid><startdate>19980923</startdate><enddate>19980923</enddate><creator>SMITH, KEITH</creator><creator>PAYNE, KEITH</creator><creator>BROWN, CHRISTOPHER MARTIN</creator><creator>TZIMAS, MICHAEL</creator><scope>EVB</scope></search><sort><creationdate>19980923</creationdate><title>Chlorination of aromatic compounds and catalystst therefor</title><author>SMITH, KEITH ; PAYNE, KEITH ; BROWN, CHRISTOPHER MARTIN ; TZIMAS, MICHAEL</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_EP0866048A23</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; fre ; ger</language><creationdate>1998</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY</topic><topic>CHEMISTRY</topic><topic>COMPOSITIONS BASED THEREON</topic><topic>MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVINGCARBON-TO-CARBON UNSATURATED BONDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>ORGANIC MACROMOLECULAR COMPOUNDS</topic><topic>PERFORMING OPERATIONS</topic><topic>PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL</topic><topic>THEIR PREPARATION OR CHEMICAL WORKING-UP</topic><topic>THEIR RELEVANT APPARATUS</topic><topic>TRANSPORTING</topic><toplevel>online_resources</toplevel><creatorcontrib>SMITH, KEITH</creatorcontrib><creatorcontrib>PAYNE, KEITH</creatorcontrib><creatorcontrib>BROWN, CHRISTOPHER MARTIN</creatorcontrib><creatorcontrib>TZIMAS, MICHAEL</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>SMITH, KEITH</au><au>PAYNE, KEITH</au><au>BROWN, CHRISTOPHER MARTIN</au><au>TZIMAS, MICHAEL</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Chlorination of aromatic compounds and catalystst therefor</title><date>1998-09-23</date><risdate>1998</risdate><abstract>A process for the chlorination of an aromatic compound of the following formula (A) : wherein R is H or C1 to C12 alkyl, cycloalkyl, aryl, alkaryl, aralkyl or carboxyalkyl, the or each R is selected from H, C1-C4 alkyl (especially methyl), C1-C4 haloalkyl or polyhaloalkyl, e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C5-C12 aryl (e.g. phenyl), alkaryl or aralkyl, or halogen, and n is an integer which is 0, 1 or 2, and the or each R, if present, may independently be attached at the ortho or the meta position (preferably at the meta position), which process comprises reacting (preferably in heterogeneous liquid/solid phase below 35 DEG C) the aromatic compound (which is preferably phenol) with a chlorinating agent (preferably sulphuryl chloride) in the presence of a sulphur-containing catalyst, optionally also in the presence of a Lewis acid co-catalyst, characterised in that the sulphur-containing catalyst is an organic compound according to the following formula (I) or formula (II) : in which: PS represents a polymeric backbone preferably selected from polystyrene or a polysiloxane, e.g. a polyalkylsiloxane or a polyalkylarylsiloxane; x is an integer which is 0 or from 1 to 12; R , R , R and R are each independently selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or aralkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; X and X are each independently selected from the group consisting of halogen (preferably Cl, Br or I), thiol, dialkylsulphonium halide and R5, where R5 is selected from the group consisting of: optionally substituted straight or branched chain alkyl or alkanediyl having from 1 to 20 (preferably 1 to 10) carbon atoms, optionally substituted straight or branched chain alkaryl or arallkyl having from 5 to 20 carbon atoms, and optionally substituted aryl having from 5 to 20 carbon atoms; y is a number (which may be integral or non-integral) greater than zero, preferably up to about 10000, more preferably in the range from about 1 to about 1000, particularly from about 1 to about 500 and especially from about 2 to about 100; wherein in the above definitions of R , R , R , R and R the optional substituents may be independently selected from the following: halogen (e.g. F, Cl), hydroxy, amino, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl e.g. C1-C4 perfluoroalkyl, C1-C4 alkoxy, C1-C4 alkoxycarbonyl.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record>
fulltext fulltext_linktorsrc
identifier
ispartof
issn
language eng ; fre ; ger
recordid cdi_epo_espacenet_EP0866048A2
source esp@cenet
subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
COMPOSITIONS BASED THEREON
MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVINGCARBON-TO-CARBON UNSATURATED BONDS
METALLURGY
ORGANIC CHEMISTRY
ORGANIC MACROMOLECULAR COMPOUNDS
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR PREPARATION OR CHEMICAL WORKING-UP
THEIR RELEVANT APPARATUS
TRANSPORTING
title Chlorination of aromatic compounds and catalystst therefor
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T07%3A43%3A38IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-epo_EVB&rft_val_fmt=info:ofi/fmt:kev:mtx:patent&rft.genre=patent&rft.au=SMITH,%20KEITH&rft.date=1998-09-23&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3EEP0866048A2%3C/epo_EVB%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true