Development of a New Monomer for the Synthesis of Intrinsic Antimicrobial Polymers with Enhanced Material Properties
The use of biocidal compounds in polymers is steadily increasing because it is one solution to the need for safety and hygiene. It is possible to incorporate an antimicrobial moiety to a polymer. These polymers are referred to as intrinsic antimicrobial. The biocidal action results from contact of t...
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Veröffentlicht in: | International journal of molecular sciences 2015-08, Vol.16 (8), p.20050-20066 |
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description | The use of biocidal compounds in polymers is steadily increasing because it is one solution to the need for safety and hygiene. It is possible to incorporate an antimicrobial moiety to a polymer. These polymers are referred to as intrinsic antimicrobial. The biocidal action results from contact of the polymer to the microorganisms, with no release of active molecules. This is particularly important in critical fields like food technology, medicine and ventilation technology, where migration or leaching is crucial and undesirable. The isomers N-(1,1-dimethylethyl)-4-ethenyl-benzenamine and N-(1,1-dimethyl-ethyl)-3-ethenyl-benzenamine (TBAMS) are novel (Co-)Monomers for intrinsic anti-microbial polymers. The secondary amines were prepared and polymerized to the corresponding water insoluble polymer. The antimicrobial activity was analyzed by the test method JIS Z 2801:2000. Investigations revealed a high antimicrobial activity against Staphylococcus aureus and Escherichia coli with a reduction level of >4.5 log10 units. Furthermore, scanning electron microscopy (SEM) of E. coli. in contact with the polymer indicates a bactericidal action which is caused by disruption of the bacteria cell membranes, leading to lysis of the cells. |
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It is possible to incorporate an antimicrobial moiety to a polymer. These polymers are referred to as intrinsic antimicrobial. The biocidal action results from contact of the polymer to the microorganisms, with no release of active molecules. This is particularly important in critical fields like food technology, medicine and ventilation technology, where migration or leaching is crucial and undesirable. The isomers N-(1,1-dimethylethyl)-4-ethenyl-benzenamine and N-(1,1-dimethyl-ethyl)-3-ethenyl-benzenamine (TBAMS) are novel (Co-)Monomers for intrinsic anti-microbial polymers. The secondary amines were prepared and polymerized to the corresponding water insoluble polymer. The antimicrobial activity was analyzed by the test method JIS Z 2801:2000. Investigations revealed a high antimicrobial activity against Staphylococcus aureus and Escherichia coli with a reduction level of >4.5 log10 units. Furthermore, scanning electron microscopy (SEM) of E. coli. in contact with the polymer indicates a bactericidal action which is caused by disruption of the bacteria cell membranes, leading to lysis of the cells.</description><identifier>ISSN: 1422-0067</identifier><identifier>ISSN: 1661-6596</identifier><identifier>EISSN: 1422-0067</identifier><identifier>DOI: 10.3390/ijms160820050</identifier><identifier>PMID: 26305247</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Anti-Bacterial Agents - chemical synthesis ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Antimicrobial agents ; Cell Membrane - drug effects ; Escherichia coli ; Escherichia coli - drug effects ; Microbial Sensitivity Tests ; Polymers ; Polymers - chemistry ; Protein synthesis ; Staphylococcus aureus ; Staphylococcus aureus - drug effects</subject><ispartof>International journal of molecular sciences, 2015-08, Vol.16 (8), p.20050-20066</ispartof><rights>Copyright MDPI AG 2015</rights><rights>2015 by the authors; licensee MDPI, Basel, Switzerland. 2015</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c448t-8227cec44ba97dc060fb014f528620e3b3daac3a4cc9963ca014d7c579ee7ebb3</citedby><cites>FETCH-LOGICAL-c448t-8227cec44ba97dc060fb014f528620e3b3daac3a4cc9963ca014d7c579ee7ebb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC4581340/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC4581340/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26305247$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Brodkorb, Florian</creatorcontrib><creatorcontrib>Fischer, Björn</creatorcontrib><creatorcontrib>Kalbfleisch, Katrin</creatorcontrib><creatorcontrib>Robers, Oliver</creatorcontrib><creatorcontrib>Braun, Carina</creatorcontrib><creatorcontrib>Dohlen, Sophia</creatorcontrib><creatorcontrib>Kreyenschmidt, Judith</creatorcontrib><creatorcontrib>Lorenz, Reinhard</creatorcontrib><creatorcontrib>Kreyenschmidt, Martin</creatorcontrib><title>Development of a New Monomer for the Synthesis of Intrinsic Antimicrobial Polymers with Enhanced Material Properties</title><title>International journal of molecular sciences</title><addtitle>Int J Mol Sci</addtitle><description>The use of biocidal compounds in polymers is steadily increasing because it is one solution to the need for safety and hygiene. It is possible to incorporate an antimicrobial moiety to a polymer. These polymers are referred to as intrinsic antimicrobial. The biocidal action results from contact of the polymer to the microorganisms, with no release of active molecules. This is particularly important in critical fields like food technology, medicine and ventilation technology, where migration or leaching is crucial and undesirable. The isomers N-(1,1-dimethylethyl)-4-ethenyl-benzenamine and N-(1,1-dimethyl-ethyl)-3-ethenyl-benzenamine (TBAMS) are novel (Co-)Monomers for intrinsic anti-microbial polymers. The secondary amines were prepared and polymerized to the corresponding water insoluble polymer. The antimicrobial activity was analyzed by the test method JIS Z 2801:2000. Investigations revealed a high antimicrobial activity against Staphylococcus aureus and Escherichia coli with a reduction level of >4.5 log10 units. Furthermore, scanning electron microscopy (SEM) of E. coli. in contact with the polymer indicates a bactericidal action which is caused by disruption of the bacteria cell membranes, leading to lysis of the cells.</description><subject>Anti-Bacterial Agents - chemical synthesis</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Antimicrobial agents</subject><subject>Cell Membrane - drug effects</subject><subject>Escherichia coli</subject><subject>Escherichia coli - drug effects</subject><subject>Microbial Sensitivity Tests</subject><subject>Polymers</subject><subject>Polymers - chemistry</subject><subject>Protein synthesis</subject><subject>Staphylococcus aureus</subject><subject>Staphylococcus aureus - drug effects</subject><issn>1422-0067</issn><issn>1661-6596</issn><issn>1422-0067</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>BENPR</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNqFkc1v1DAQxS1URMvCkWtlqRcugYk_4uSCVLWlrbQFJOBsOc6k61ViL7a31f73uLRULRdOM9L7zdPMPELe1fCB8w4-uvWc6gZaBiDhBTmoBWMVQKP2nvT75HVKawDGmexekX3WcJBMqAOST_EGp7CZ0WcaRmroF7ylV8GHGSMdQ6R5hfT7zpeSXLpDLn2Ozidn6bHPbnY2ht6ZiX4L064MJXrr8oqe-ZXxFgd6ZTLGP3oMG4zZYXpDXo5mSvj2oS7Iz89nP04uquXX88uT42VlhWhz1TKmLJa-N50aLDQw9lCLUbK2YYC854Mxlhthbdc13JoiDspK1SEq7Hu-IJ_ufTfbfsbBlhujmfQmutnEnQ7G6eeKdyt9HW60kG3NBRSD9w8GMfzaYsp6dsniNBmPYZt03XLFQUgl_o8qUFK2UsqCHv2DrsM2-vKJQnWsU6IFVajqnir_TSni-Lh3Dfouev0s-sIfPj32kf6bNf8Nc1GsNQ</recordid><startdate>20150824</startdate><enddate>20150824</enddate><creator>Brodkorb, Florian</creator><creator>Fischer, Björn</creator><creator>Kalbfleisch, Katrin</creator><creator>Robers, Oliver</creator><creator>Braun, Carina</creator><creator>Dohlen, Sophia</creator><creator>Kreyenschmidt, Judith</creator><creator>Lorenz, Reinhard</creator><creator>Kreyenschmidt, Martin</creator><general>MDPI AG</general><general>MDPI</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope><scope>7X8</scope><scope>7TK</scope><scope>5PM</scope></search><sort><creationdate>20150824</creationdate><title>Development of a New Monomer for the Synthesis of Intrinsic Antimicrobial Polymers with Enhanced Material Properties</title><author>Brodkorb, Florian ; 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subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antimicrobial agents Cell Membrane - drug effects Escherichia coli Escherichia coli - drug effects Microbial Sensitivity Tests Polymers Polymers - chemistry Protein synthesis Staphylococcus aureus Staphylococcus aureus - drug effects |
title | Development of a New Monomer for the Synthesis of Intrinsic Antimicrobial Polymers with Enhanced Material Properties |
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