New quaternary ammonium salts
The invention comprises compounds of the formula: CH2 = C(R)-CONH-R1-N(tert.)X wherein R is hydrogen or a methyl group, R1 is an alkylene radical, N (tert.) represents the group of atoms forming an aliphatic, cycloaliphatic, araliphatic or heterocyclic tertiary amine in which the nitrogen atom may c...
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creator | JONES GWILYM THOMAS |
description | The invention comprises compounds of the formula: CH2 = C(R)-CONH-R1-N(tert.)X wherein R is hydrogen or a methyl group, R1 is an alkylene radical, N (tert.) represents the group of atoms forming an aliphatic, cycloaliphatic, araliphatic or heterocyclic tertiary amine in which the nitrogen atom may carry as a substituent a carboxyalkyl group, and X represents the monovalent anion of a salt-forming acid. X is exemplified by bromide, chloride, phosphate, acetate, stearate, methosulphate, dodecosulphate and para-toluenesulphonate anions. The compounds are prepared by quaternizing an N-(tertiary amino-substituted alkyl)-acrylamide or methacrylamide with, for example, alkyl, alkenyl or aralkyl halides, alkyl sulphates, or halogen substituted fatty carboxylic acid salts, if desired in presence of a polymerization inhibitor such as 2 : 4-dimethyl-6-tert.-butylphenol. Specified amide starting materials are N-(b - diethylaminoethyl) - methacrylamide, N-(g - dimethylaminopropyl) - methacrylamide, N-(g - diethylaminopropyl) - methacrylamide, N-(g - dibutylaminopropyl) - methacrylamide, N-(b - piperidinoethyl) - methacrylamide, N - (b -dimethylaminoethyl) - acrylamide, N - (b - diethylaminoethyl) - acrylamide, N - (g - dimethylaminopropyl) - acrylamide, N - (g - dibutylaminopropyl) - acrylamide, N - (b - dimethylaminoethyl) - methacrylamide, N - (b -morpholinoethyl) - methacrylamide, N - (g -piperidionopropyl) - methacrylamide and N-(g - hexamethyleneiminopropyl) - methacrylamide. The examples describe the preparation of trimethyl - (b - methacrylylaminoethyl) - ammonium methosulphate, methyl - (b - methacrylylaminoethyl) - piperidinium methosulphate, diethyl - methyl - (b - methacrylylaminoethyl) - ammonium methosulphate, trimethyl-(g - methacrylylaminopropyl) - ammonium methosulphate, methyl - diethyl - (g - methacrylylaminopropyl) - ammonium methosulphate, trimethyl - (b - acrylaminoethyl) - ammonium methosulphate, methyl - diethyl(b - acrylylaminoethyl) - ammonium methosulphate, trimethyl - (g - acrylylaminopropyl) - ammonium - methosulphate, allyl - diethyl - (b -methacrylylaminoethyl) - ammonium bromide, methyl - diethyl - (g - methacrylylaminopropyl)-ammonium - para - toluenesulphonate, butyldiethyl - (g - methacrylylaminopropyl) - ammonium bromide, diethyl - benzyl - (g - meth-,-acrylylaminopropyl) - ammonium chloride methyl - dibutyl - (g - methacrylaminopropyl)-ammonium methosulphate, methyl-dibutyl-(g -acrylylaminopropyl) - ammonium methosulphate, tributyl - |
format | Patent |
fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_GB785992A</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>GB785992A</sourcerecordid><originalsourceid>FETCH-epo_espacenet_GB785992A3</originalsourceid><addsrcrecordid>eNrjZJD1Sy1XKCxNLEktykssqlRIzM3Nz8sszVUoTswpKeZhYE1LzClO5YXS3Axybq4hzh66qQX58anFBYnJqXmpJfHuTuYWppaWRo7GBBUAABlPIz4</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>New quaternary ammonium salts</title><source>esp@cenet</source><creator>JONES GWILYM THOMAS</creator><creatorcontrib>JONES GWILYM THOMAS</creatorcontrib><description>The invention comprises compounds of the formula: CH2 = C(R)-CONH-R1-N(tert.)X wherein R is hydrogen or a methyl group, R1 is an alkylene radical, N (tert.) represents the group of atoms forming an aliphatic, cycloaliphatic, araliphatic or heterocyclic tertiary amine in which the nitrogen atom may carry as a substituent a carboxyalkyl group, and X represents the monovalent anion of a salt-forming acid. X is exemplified by bromide, chloride, phosphate, acetate, stearate, methosulphate, dodecosulphate and para-toluenesulphonate anions. The compounds are prepared by quaternizing an N-(tertiary amino-substituted alkyl)-acrylamide or methacrylamide with, for example, alkyl, alkenyl or aralkyl halides, alkyl sulphates, or halogen substituted fatty carboxylic acid salts, if desired in presence of a polymerization inhibitor such as 2 : 4-dimethyl-6-tert.-butylphenol. Specified amide starting materials are N-(b - diethylaminoethyl) - methacrylamide, N-(g - dimethylaminopropyl) - methacrylamide, N-(g - diethylaminopropyl) - methacrylamide, N-(g - dibutylaminopropyl) - methacrylamide, N-(b - piperidinoethyl) - methacrylamide, N - (b -dimethylaminoethyl) - acrylamide, N - (b - diethylaminoethyl) - acrylamide, N - (g - dimethylaminopropyl) - acrylamide, N - (g - dibutylaminopropyl) - acrylamide, N - (b - dimethylaminoethyl) - methacrylamide, N - (b -morpholinoethyl) - methacrylamide, N - (g -piperidionopropyl) - methacrylamide and N-(g - hexamethyleneiminopropyl) - methacrylamide. The examples describe the preparation of trimethyl - (b - methacrylylaminoethyl) - ammonium methosulphate, methyl - (b - methacrylylaminoethyl) - piperidinium methosulphate, diethyl - methyl - (b - methacrylylaminoethyl) - ammonium methosulphate, trimethyl-(g - methacrylylaminopropyl) - ammonium methosulphate, methyl - diethyl - (g - methacrylylaminopropyl) - ammonium methosulphate, trimethyl - (b - acrylaminoethyl) - ammonium methosulphate, methyl - diethyl(b - acrylylaminoethyl) - ammonium methosulphate, trimethyl - (g - acrylylaminopropyl) - ammonium - methosulphate, allyl - diethyl - (b -methacrylylaminoethyl) - ammonium bromide, methyl - diethyl - (g - methacrylylaminopropyl)-ammonium - para - toluenesulphonate, butyldiethyl - (g - methacrylylaminopropyl) - ammonium bromide, diethyl - benzyl - (g - meth-,-acrylylaminopropyl) - ammonium chloride methyl - dibutyl - (g - methacrylaminopropyl)-ammonium methosulphate, methyl-dibutyl-(g -acrylylaminopropyl) - ammonium methosulphate, tributyl - (g - methacrylaminopropyl)-ammonium bromide and benzyl-dibutyl-(g -methacrylylaminopropyl) - ammonium chloride. According to the Provisional Specification the alkylene radical R1 in the above formula may be interrupted by hetero-atoms such as oxygen.</description><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1957</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&date=19571106&DB=EPODOC&CC=GB&NR=785992A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25563,76318</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19571106&DB=EPODOC&CC=GB&NR=785992A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>JONES GWILYM THOMAS</creatorcontrib><title>New quaternary ammonium salts</title><description>The invention comprises compounds of the formula: CH2 = C(R)-CONH-R1-N(tert.)X wherein R is hydrogen or a methyl group, R1 is an alkylene radical, N (tert.) represents the group of atoms forming an aliphatic, cycloaliphatic, araliphatic or heterocyclic tertiary amine in which the nitrogen atom may carry as a substituent a carboxyalkyl group, and X represents the monovalent anion of a salt-forming acid. X is exemplified by bromide, chloride, phosphate, acetate, stearate, methosulphate, dodecosulphate and para-toluenesulphonate anions. The compounds are prepared by quaternizing an N-(tertiary amino-substituted alkyl)-acrylamide or methacrylamide with, for example, alkyl, alkenyl or aralkyl halides, alkyl sulphates, or halogen substituted fatty carboxylic acid salts, if desired in presence of a polymerization inhibitor such as 2 : 4-dimethyl-6-tert.-butylphenol. Specified amide starting materials are N-(b - diethylaminoethyl) - methacrylamide, N-(g - dimethylaminopropyl) - methacrylamide, N-(g - diethylaminopropyl) - methacrylamide, N-(g - dibutylaminopropyl) - methacrylamide, N-(b - piperidinoethyl) - methacrylamide, N - (b -dimethylaminoethyl) - acrylamide, N - (b - diethylaminoethyl) - acrylamide, N - (g - dimethylaminopropyl) - acrylamide, N - (g - dibutylaminopropyl) - acrylamide, N - (b - dimethylaminoethyl) - methacrylamide, N - (b -morpholinoethyl) - methacrylamide, N - (g -piperidionopropyl) - methacrylamide and N-(g - hexamethyleneiminopropyl) - methacrylamide. The examples describe the preparation of trimethyl - (b - methacrylylaminoethyl) - ammonium methosulphate, methyl - (b - methacrylylaminoethyl) - piperidinium methosulphate, diethyl - methyl - (b - methacrylylaminoethyl) - ammonium methosulphate, trimethyl-(g - methacrylylaminopropyl) - ammonium methosulphate, methyl - diethyl - (g - methacrylylaminopropyl) - ammonium methosulphate, trimethyl - (b - acrylaminoethyl) - ammonium methosulphate, methyl - diethyl(b - acrylylaminoethyl) - ammonium methosulphate, trimethyl - (g - acrylylaminopropyl) - ammonium - methosulphate, allyl - diethyl - (b -methacrylylaminoethyl) - ammonium bromide, methyl - diethyl - (g - methacrylylaminopropyl)-ammonium - para - toluenesulphonate, butyldiethyl - (g - methacrylylaminopropyl) - ammonium bromide, diethyl - benzyl - (g - meth-,-acrylylaminopropyl) - ammonium chloride methyl - dibutyl - (g - methacrylaminopropyl)-ammonium methosulphate, methyl-dibutyl-(g -acrylylaminopropyl) - ammonium methosulphate, tributyl - (g - methacrylaminopropyl)-ammonium bromide and benzyl-dibutyl-(g -methacrylylaminopropyl) - ammonium chloride. According to the Provisional Specification the alkylene radical R1 in the above formula may be interrupted by hetero-atoms such as oxygen.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1957</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZJD1Sy1XKCxNLEktykssqlRIzM3Nz8sszVUoTswpKeZhYE1LzClO5YXS3Axybq4hzh66qQX58anFBYnJqXmpJfHuTuYWppaWRo7GBBUAABlPIz4</recordid><startdate>19571106</startdate><enddate>19571106</enddate><creator>JONES GWILYM THOMAS</creator><scope>EVB</scope></search><sort><creationdate>19571106</creationdate><title>New quaternary ammonium salts</title><author>JONES GWILYM THOMAS</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB785992A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1957</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>JONES GWILYM THOMAS</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>JONES GWILYM THOMAS</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>New quaternary ammonium salts</title><date>1957-11-06</date><risdate>1957</risdate><abstract>The invention comprises compounds of the formula: CH2 = C(R)-CONH-R1-N(tert.)X wherein R is hydrogen or a methyl group, R1 is an alkylene radical, N (tert.) represents the group of atoms forming an aliphatic, cycloaliphatic, araliphatic or heterocyclic tertiary amine in which the nitrogen atom may carry as a substituent a carboxyalkyl group, and X represents the monovalent anion of a salt-forming acid. X is exemplified by bromide, chloride, phosphate, acetate, stearate, methosulphate, dodecosulphate and para-toluenesulphonate anions. The compounds are prepared by quaternizing an N-(tertiary amino-substituted alkyl)-acrylamide or methacrylamide with, for example, alkyl, alkenyl or aralkyl halides, alkyl sulphates, or halogen substituted fatty carboxylic acid salts, if desired in presence of a polymerization inhibitor such as 2 : 4-dimethyl-6-tert.-butylphenol. Specified amide starting materials are N-(b - diethylaminoethyl) - methacrylamide, N-(g - dimethylaminopropyl) - methacrylamide, N-(g - diethylaminopropyl) - methacrylamide, N-(g - dibutylaminopropyl) - methacrylamide, N-(b - piperidinoethyl) - methacrylamide, N - (b -dimethylaminoethyl) - acrylamide, N - (b - diethylaminoethyl) - acrylamide, N - (g - dimethylaminopropyl) - acrylamide, N - (g - dibutylaminopropyl) - acrylamide, N - (b - dimethylaminoethyl) - methacrylamide, N - (b -morpholinoethyl) - methacrylamide, N - (g -piperidionopropyl) - methacrylamide and N-(g - hexamethyleneiminopropyl) - methacrylamide. The examples describe the preparation of trimethyl - (b - methacrylylaminoethyl) - ammonium methosulphate, methyl - (b - methacrylylaminoethyl) - piperidinium methosulphate, diethyl - methyl - (b - methacrylylaminoethyl) - ammonium methosulphate, trimethyl-(g - methacrylylaminopropyl) - ammonium methosulphate, methyl - diethyl - (g - methacrylylaminopropyl) - ammonium methosulphate, trimethyl - (b - acrylaminoethyl) - ammonium methosulphate, methyl - diethyl(b - acrylylaminoethyl) - ammonium methosulphate, trimethyl - (g - acrylylaminopropyl) - ammonium - methosulphate, allyl - diethyl - (b -methacrylylaminoethyl) - ammonium bromide, methyl - diethyl - (g - methacrylylaminopropyl)-ammonium - para - toluenesulphonate, butyldiethyl - (g - methacrylylaminopropyl) - ammonium bromide, diethyl - benzyl - (g - meth-,-acrylylaminopropyl) - ammonium chloride methyl - dibutyl - (g - methacrylaminopropyl)-ammonium methosulphate, methyl-dibutyl-(g -acrylylaminopropyl) - ammonium methosulphate, tributyl - (g - methacrylaminopropyl)-ammonium bromide and benzyl-dibutyl-(g -methacrylylaminopropyl) - ammonium chloride. According to the Provisional Specification the alkylene radical R1 in the above formula may be interrupted by hetero-atoms such as oxygen.</abstract><oa>free_for_read</oa></addata></record> |
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title | New quaternary ammonium salts |
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