Aquatic Toxicity and Biodegradability of Advanced Cationic Surfactant APA-22 Compatible with the Aquatic Environment
Cationic surfactant is a chemical substance used in hair conditioner, fabric softener and other household products. By investigating the relationship between the aquatic toxicity and the chemical structures of two types of mono alkyl cationic surfactants, alkyl trimethylammonium salts and alkyl dime...
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Veröffentlicht in: | Journal of Oleo Science 2008, Vol.57(10), pp.529-538 |
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creator | Yamane, Masayuki Toyo, Takamasa Inoue, Katsuhisa Sakai, Takaya Kaneko, Youhei Nishiyama, Naohiro |
description | Cationic surfactant is a chemical substance used in hair conditioner, fabric softener and other household products. By investigating the relationship between the aquatic toxicity and the chemical structures of two types of mono alkyl cationic surfactants, alkyl trimethylammonium salts and alkyl dimethylamine salts, we have found that the C22 alkyl chain length is effective to reduce the toxicity. Besides, we have recognized that the amidopropyl functional group contributes to the enhanced biodegradability by investigating the biodegradation trend of (alkylamidopropyl)dimethylamine salt (alkyl chain length: C18). Based on these findings, we have developed mono alkyl cationic surfactant called APA-22, N-[3-(dimethylamino)propyl]docosanamide salt. APA-22 is formed by the C22 alkyl chain, amidopropyl functional group and di-methyltertiary amine group. We evaluated the aerobic and anaerobic biodegradability of APA-22 by two standard methods (OECD Test Guideline 301B and ECETOC technical document No.28) and found that this substance was degraded rapidly in both conditions. The toxicity to algae, invertebrate and fish of this substance are evaluated by using OECD Test Guideline 201, 202 and 203, respectively. All acute toxicity values are >1 mg/L, which indicates that environmental toxicity of this substance is relatively less toxic to aquatic organism. In addition, we estimated the biodegradation pathway of APA-22 and observed the complete disappearance of APA-22 and its intermediates during the test periods. Based on the environmental data provided above, we concluded that APA22 is more compatible with the aquatic environment compared to other cationic surfactants with mono long alkyl chain. |
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By investigating the relationship between the aquatic toxicity and the chemical structures of two types of mono alkyl cationic surfactants, alkyl trimethylammonium salts and alkyl dimethylamine salts, we have found that the C22 alkyl chain length is effective to reduce the toxicity. Besides, we have recognized that the amidopropyl functional group contributes to the enhanced biodegradability by investigating the biodegradation trend of (alkylamidopropyl)dimethylamine salt (alkyl chain length: C18). Based on these findings, we have developed mono alkyl cationic surfactant called APA-22, N-[3-(dimethylamino)propyl]docosanamide salt. APA-22 is formed by the C22 alkyl chain, amidopropyl functional group and di-methyltertiary amine group. We evaluated the aerobic and anaerobic biodegradability of APA-22 by two standard methods (OECD Test Guideline 301B and ECETOC technical document No.28) and found that this substance was degraded rapidly in both conditions. The toxicity to algae, invertebrate and fish of this substance are evaluated by using OECD Test Guideline 201, 202 and 203, respectively. All acute toxicity values are >1 mg/L, which indicates that environmental toxicity of this substance is relatively less toxic to aquatic organism. In addition, we estimated the biodegradation pathway of APA-22 and observed the complete disappearance of APA-22 and its intermediates during the test periods. Based on the environmental data provided above, we concluded that APA22 is more compatible with the aquatic environment compared to other cationic surfactants with mono long alkyl chain.</description><identifier>ISSN: 1345-8957</identifier><identifier>EISSN: 1347-3352</identifier><identifier>DOI: 10.5650/jos.57.529</identifier><identifier>PMID: 18781053</identifier><language>eng</language><publisher>Japan: Japan Oil Chemists' Society</publisher><subject>Amides - metabolism ; Amides - toxicity ; Animals ; aquatic toxicity ; biodegradation ; Biodegradation, Environmental ; Cations - chemistry ; Cations - metabolism ; Cations - toxicity ; Daphnia - drug effects ; environmental compatibility ; Eukaryota - drug effects ; Fishes ; Hair Preparations - chemistry ; Hair Preparations - metabolism ; Hair Preparations - toxicity ; Molecular Structure ; mono alkyl cationic surfactant ; Surface-Active Agents - chemistry ; Surface-Active Agents - metabolism ; Surface-Active Agents - toxicity ; Toxicity Tests, Acute ; Water - chemistry</subject><ispartof>Journal of Oleo Science, 2008, Vol.57(10), pp.529-538</ispartof><rights>2008 by Japan Oil Chemists' Society</rights><rights>Copyright Japan Science and Technology Agency 2008</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c473t-4b7af771f30d7052bb66f34f0dce4823515ac9aba00b9887ea92433581e5134f3</citedby><cites>FETCH-LOGICAL-c473t-4b7af771f30d7052bb66f34f0dce4823515ac9aba00b9887ea92433581e5134f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1881,4021,27921,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18781053$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamane, Masayuki</creatorcontrib><creatorcontrib>Toyo, Takamasa</creatorcontrib><creatorcontrib>Inoue, Katsuhisa</creatorcontrib><creatorcontrib>Sakai, Takaya</creatorcontrib><creatorcontrib>Kaneko, Youhei</creatorcontrib><creatorcontrib>Nishiyama, Naohiro</creatorcontrib><title>Aquatic Toxicity and Biodegradability of Advanced Cationic Surfactant APA-22 Compatible with the Aquatic Environment</title><title>Journal of Oleo Science</title><addtitle>J Oleo Sci</addtitle><description>Cationic surfactant is a chemical substance used in hair conditioner, fabric softener and other household products. By investigating the relationship between the aquatic toxicity and the chemical structures of two types of mono alkyl cationic surfactants, alkyl trimethylammonium salts and alkyl dimethylamine salts, we have found that the C22 alkyl chain length is effective to reduce the toxicity. Besides, we have recognized that the amidopropyl functional group contributes to the enhanced biodegradability by investigating the biodegradation trend of (alkylamidopropyl)dimethylamine salt (alkyl chain length: C18). Based on these findings, we have developed mono alkyl cationic surfactant called APA-22, N-[3-(dimethylamino)propyl]docosanamide salt. APA-22 is formed by the C22 alkyl chain, amidopropyl functional group and di-methyltertiary amine group. We evaluated the aerobic and anaerobic biodegradability of APA-22 by two standard methods (OECD Test Guideline 301B and ECETOC technical document No.28) and found that this substance was degraded rapidly in both conditions. The toxicity to algae, invertebrate and fish of this substance are evaluated by using OECD Test Guideline 201, 202 and 203, respectively. All acute toxicity values are >1 mg/L, which indicates that environmental toxicity of this substance is relatively less toxic to aquatic organism. In addition, we estimated the biodegradation pathway of APA-22 and observed the complete disappearance of APA-22 and its intermediates during the test periods. Based on the environmental data provided above, we concluded that APA22 is more compatible with the aquatic environment compared to other cationic surfactants with mono long alkyl chain.</description><subject>Amides - metabolism</subject><subject>Amides - toxicity</subject><subject>Animals</subject><subject>aquatic toxicity</subject><subject>biodegradation</subject><subject>Biodegradation, Environmental</subject><subject>Cations - chemistry</subject><subject>Cations - metabolism</subject><subject>Cations - toxicity</subject><subject>Daphnia - drug effects</subject><subject>environmental compatibility</subject><subject>Eukaryota - drug effects</subject><subject>Fishes</subject><subject>Hair Preparations - chemistry</subject><subject>Hair Preparations - metabolism</subject><subject>Hair Preparations - toxicity</subject><subject>Molecular Structure</subject><subject>mono alkyl cationic surfactant</subject><subject>Surface-Active Agents - chemistry</subject><subject>Surface-Active Agents - metabolism</subject><subject>Surface-Active Agents - toxicity</subject><subject>Toxicity Tests, Acute</subject><subject>Water - chemistry</subject><issn>1345-8957</issn><issn>1347-3352</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkU2LFDEQhoMo7rp68QdIQPAg9JjPSfexHdYPWFBwPYfqdLKToTuZTdKr--_NOLMreEmFqqfepN5C6DUlK7mW5MMu5pVUK8m6J-iccqEaziV7-vcum7aT6gy9yHlHSM1L9Ryd0Va1lEh-jkp_u0DxBl_H3974co8hjPijj6O9STDC4KdDMjrcj3cQjB3xpvIx1JYfS3JgCoSC--99wxjexHlfq8Nk8S9ftrhsLX544DLc-RTDbEN5iZ45mLJ9dYoX6Oeny-vNl-bq2-evm_6qMULx0ohBgVOKOk5GRSQbhvXaceHIaKxoGZdUgulgAEKGrm2VhY6JOmJLrayjO36B3h119yneLjYXPfts7DRBsHHJmnYdOThYwbf_gbu4pFD_pqkQovpGCavU-yNlUsw5Waf3yc-Q7jUl-qBTu7KWStdNVPjNSXIZZjv-Q0_WV6A_Artc4MY-ApCqW5N90DpIH0_WPdbMFpK2gf8BhGOa_Q</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>Yamane, Masayuki</creator><creator>Toyo, Takamasa</creator><creator>Inoue, Katsuhisa</creator><creator>Sakai, Takaya</creator><creator>Kaneko, Youhei</creator><creator>Nishiyama, Naohiro</creator><general>Japan Oil Chemists' Society</general><general>Japan Science and Technology Agency</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>8FD</scope><scope>F28</scope><scope>FR3</scope><scope>7QO</scope><scope>7U7</scope><scope>C1K</scope><scope>F1W</scope><scope>H99</scope><scope>L.F</scope><scope>L.G</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>2008</creationdate><title>Aquatic Toxicity and Biodegradability of Advanced Cationic Surfactant APA-22 Compatible with the Aquatic Environment</title><author>Yamane, Masayuki ; 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By investigating the relationship between the aquatic toxicity and the chemical structures of two types of mono alkyl cationic surfactants, alkyl trimethylammonium salts and alkyl dimethylamine salts, we have found that the C22 alkyl chain length is effective to reduce the toxicity. Besides, we have recognized that the amidopropyl functional group contributes to the enhanced biodegradability by investigating the biodegradation trend of (alkylamidopropyl)dimethylamine salt (alkyl chain length: C18). Based on these findings, we have developed mono alkyl cationic surfactant called APA-22, N-[3-(dimethylamino)propyl]docosanamide salt. APA-22 is formed by the C22 alkyl chain, amidopropyl functional group and di-methyltertiary amine group. We evaluated the aerobic and anaerobic biodegradability of APA-22 by two standard methods (OECD Test Guideline 301B and ECETOC technical document No.28) and found that this substance was degraded rapidly in both conditions. The toxicity to algae, invertebrate and fish of this substance are evaluated by using OECD Test Guideline 201, 202 and 203, respectively. All acute toxicity values are >1 mg/L, which indicates that environmental toxicity of this substance is relatively less toxic to aquatic organism. In addition, we estimated the biodegradation pathway of APA-22 and observed the complete disappearance of APA-22 and its intermediates during the test periods. Based on the environmental data provided above, we concluded that APA22 is more compatible with the aquatic environment compared to other cationic surfactants with mono long alkyl chain.</abstract><cop>Japan</cop><pub>Japan Oil Chemists' Society</pub><pmid>18781053</pmid><doi>10.5650/jos.57.529</doi><tpages>10</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Amides - metabolism Amides - toxicity Animals aquatic toxicity biodegradation Biodegradation, Environmental Cations - chemistry Cations - metabolism Cations - toxicity Daphnia - drug effects environmental compatibility Eukaryota - drug effects Fishes Hair Preparations - chemistry Hair Preparations - metabolism Hair Preparations - toxicity Molecular Structure mono alkyl cationic surfactant Surface-Active Agents - chemistry Surface-Active Agents - metabolism Surface-Active Agents - toxicity Toxicity Tests, Acute Water - chemistry |
title | Aquatic Toxicity and Biodegradability of Advanced Cationic Surfactant APA-22 Compatible with the Aquatic Environment |
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