Synthesis and application of an alternative plasticizer Di(2-Ethylhexyl)-1,2-cyclohexane dicarboxylate
ABSTRACT Cyclohexane dicarboxylic acid esters are environmentally friendly and non‐toxic plasticizers, and have similar performance with phthalates which have potential toxicity to human health. In this article, di(2‐ethylhexyl)‐1,2‐cyclohexane dicarboxylate (DEHCH) was synthesized via esterificatio...
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| Veröffentlicht in: | Journal of applied polymer science 2014-01, Vol.131 (2), p.np-n/a |
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| creator | Ou, Yuanhui Ding, Xuejia Zhang, Long |
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Cyclohexane dicarboxylic acid esters are environmentally friendly and non‐toxic plasticizers, and have similar performance with phthalates which have potential toxicity to human health. In this article, di(2‐ethylhexyl)‐1,2‐cyclohexane dicarboxylate (DEHCH) was synthesized via esterification between hexahydrophthalic anhydride (HHPA) with iso‐octanol by using concentrated sulfuric acid as a catalyst. The effects of reaction parameters on esterification were studied by investigating the temperature, reaction time, molar ratio of iso‐octanol‐to‐HHPA, and catalyst content. Conversions of HHPA to esters were determined. Functional group analysis was conducted by using FTIR and 1H‐NMR spectroscopy. PVC compounds after addition of the synthesized plasticizer DEHCH presented similar plasticizing performance with DEHP and DINCH, as demonstrated by comparisons of the results of mechanical properties, transparency, and volatilization and migration tests obtained for plasticized PVC compounds. DEHCH can also be considered as an alternative plasticizer for DEHP. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39763. |
| doi_str_mv | 10.1002/app.39763 |
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Cyclohexane dicarboxylic acid esters are environmentally friendly and non‐toxic plasticizers, and have similar performance with phthalates which have potential toxicity to human health. In this article, di(2‐ethylhexyl)‐1,2‐cyclohexane dicarboxylate (DEHCH) was synthesized via esterification between hexahydrophthalic anhydride (HHPA) with iso‐octanol by using concentrated sulfuric acid as a catalyst. The effects of reaction parameters on esterification were studied by investigating the temperature, reaction time, molar ratio of iso‐octanol‐to‐HHPA, and catalyst content. Conversions of HHPA to esters were determined. Functional group analysis was conducted by using FTIR and 1H‐NMR spectroscopy. PVC compounds after addition of the synthesized plasticizer DEHCH presented similar plasticizing performance with DEHP and DINCH, as demonstrated by comparisons of the results of mechanical properties, transparency, and volatilization and migration tests obtained for plasticized PVC compounds. DEHCH can also be considered as an alternative plasticizer for DEHP. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39763.</description><identifier>ISSN: 0021-8995</identifier><identifier>EISSN: 1097-4628</identifier><identifier>DOI: 10.1002/app.39763</identifier><identifier>CODEN: JAPNAB</identifier><language>eng</language><publisher>Hoboken, NJ: Blackwell Publishing Ltd</publisher><subject>Anhydrides ; Applied sciences ; Compounding ingredients ; Exact sciences and technology ; Materials science ; mechanical properties ; plasticizer ; Plasticizers ; poly(vinyl chloride) ; Polymer industry, paints, wood ; Polymers ; Technology of polymers</subject><ispartof>Journal of applied polymer science, 2014-01, Vol.131 (2), p.np-n/a</ispartof><rights>2013 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3983-aa480fe0de9063edd6def3390b8627e3dfcda3983bc29742a752e479cf2cc63f3</citedby><cites>FETCH-LOGICAL-c3983-aa480fe0de9063edd6def3390b8627e3dfcda3983bc29742a752e479cf2cc63f3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fapp.39763$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fapp.39763$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27923,27924,45573,45574</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28228750$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Ou, Yuanhui</creatorcontrib><creatorcontrib>Ding, Xuejia</creatorcontrib><creatorcontrib>Zhang, Long</creatorcontrib><title>Synthesis and application of an alternative plasticizer Di(2-Ethylhexyl)-1,2-cyclohexane dicarboxylate</title><title>Journal of applied polymer science</title><addtitle>J. Appl. Polym. Sci</addtitle><description>ABSTRACT
Cyclohexane dicarboxylic acid esters are environmentally friendly and non‐toxic plasticizers, and have similar performance with phthalates which have potential toxicity to human health. In this article, di(2‐ethylhexyl)‐1,2‐cyclohexane dicarboxylate (DEHCH) was synthesized via esterification between hexahydrophthalic anhydride (HHPA) with iso‐octanol by using concentrated sulfuric acid as a catalyst. The effects of reaction parameters on esterification were studied by investigating the temperature, reaction time, molar ratio of iso‐octanol‐to‐HHPA, and catalyst content. Conversions of HHPA to esters were determined. Functional group analysis was conducted by using FTIR and 1H‐NMR spectroscopy. PVC compounds after addition of the synthesized plasticizer DEHCH presented similar plasticizing performance with DEHP and DINCH, as demonstrated by comparisons of the results of mechanical properties, transparency, and volatilization and migration tests obtained for plasticized PVC compounds. DEHCH can also be considered as an alternative plasticizer for DEHP. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39763.</description><subject>Anhydrides</subject><subject>Applied sciences</subject><subject>Compounding ingredients</subject><subject>Exact sciences and technology</subject><subject>Materials science</subject><subject>mechanical properties</subject><subject>plasticizer</subject><subject>Plasticizers</subject><subject>poly(vinyl chloride)</subject><subject>Polymer industry, paints, wood</subject><subject>Polymers</subject><subject>Technology of polymers</subject><issn>0021-8995</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp1kF1LHDEUhoO04Gp70X8wUASFRvM1yeTSr2rpYoW2eBmymRM2Ns6MyWzr9Nc366oXQslFyDnP-56TF6EPlBxSQtiRHYZDrpXkW2hGiVZYSNa8QbPSo7jRut5GOznfEkJpTeQM-e9TNy4hh1zZrq2KPAZnx9B3Ve9LqbJxhNSVym-ohmjzGFz4C6k6C_sMn4_LKS7hYYoHmH5i2E0u9uVtO6ja4pMWfenZEd6ht97GDO-f7l308_P5j9NLPP928eX0eI4d1w3H1oqGeCAtaCI5tK1swXOuyaKRTAFvvWvtmlw4ppVgVtUMhNLOM-ck93wX7W98h9TfryCP5i5kBzGWjfpVNlSouha65qSgH1-ht_2q_DSuKSFoOYoV6mBDudTnnMCbIYU7myZDiVknbkpk5jHxwu49OdrsbPTJdi7kFwFrGGtUvZ58tOH-hAjT_w3N8fX1szPeKEIe4eFFYdMvIxVXtbm5ujD8RDSSz4X5yv8BgqyegA</recordid><startdate>20140115</startdate><enddate>20140115</enddate><creator>Ou, Yuanhui</creator><creator>Ding, Xuejia</creator><creator>Zhang, Long</creator><general>Blackwell Publishing Ltd</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20140115</creationdate><title>Synthesis and application of an alternative plasticizer Di(2-Ethylhexyl)-1,2-cyclohexane dicarboxylate</title><author>Ou, Yuanhui ; Ding, Xuejia ; Zhang, Long</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3983-aa480fe0de9063edd6def3390b8627e3dfcda3983bc29742a752e479cf2cc63f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Anhydrides</topic><topic>Applied sciences</topic><topic>Compounding ingredients</topic><topic>Exact sciences and technology</topic><topic>Materials science</topic><topic>mechanical properties</topic><topic>plasticizer</topic><topic>Plasticizers</topic><topic>poly(vinyl chloride)</topic><topic>Polymer industry, paints, wood</topic><topic>Polymers</topic><topic>Technology of polymers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ou, Yuanhui</creatorcontrib><creatorcontrib>Ding, Xuejia</creatorcontrib><creatorcontrib>Zhang, Long</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ou, Yuanhui</au><au>Ding, Xuejia</au><au>Zhang, Long</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and application of an alternative plasticizer Di(2-Ethylhexyl)-1,2-cyclohexane dicarboxylate</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2014-01-15</date><risdate>2014</risdate><volume>131</volume><issue>2</issue><spage>np</spage><epage>n/a</epage><pages>np-n/a</pages><issn>0021-8995</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>ABSTRACT
Cyclohexane dicarboxylic acid esters are environmentally friendly and non‐toxic plasticizers, and have similar performance with phthalates which have potential toxicity to human health. In this article, di(2‐ethylhexyl)‐1,2‐cyclohexane dicarboxylate (DEHCH) was synthesized via esterification between hexahydrophthalic anhydride (HHPA) with iso‐octanol by using concentrated sulfuric acid as a catalyst. The effects of reaction parameters on esterification were studied by investigating the temperature, reaction time, molar ratio of iso‐octanol‐to‐HHPA, and catalyst content. Conversions of HHPA to esters were determined. Functional group analysis was conducted by using FTIR and 1H‐NMR spectroscopy. PVC compounds after addition of the synthesized plasticizer DEHCH presented similar plasticizing performance with DEHP and DINCH, as demonstrated by comparisons of the results of mechanical properties, transparency, and volatilization and migration tests obtained for plasticized PVC compounds. DEHCH can also be considered as an alternative plasticizer for DEHP. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 39763.</abstract><cop>Hoboken, NJ</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1002/app.39763</doi><tpages>5</tpages></addata></record> |
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| subjects | Anhydrides Applied sciences Compounding ingredients Exact sciences and technology Materials science mechanical properties plasticizer Plasticizers poly(vinyl chloride) Polymer industry, paints, wood Polymers Technology of polymers |
| title | Synthesis and application of an alternative plasticizer Di(2-Ethylhexyl)-1,2-cyclohexane dicarboxylate |
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