Thainá Araruna, Jéssica F. Sousa, Ricardo H. Kruger, Angelo H. L. Machado, Fabricio Machado
{"title":"基于二(甲基)丙烯化和丙烯酰胺化柠檬二烯单体的新型可生物降解和可再生聚合物的生态友好型开发","authors":"Thainá Araruna, Jéssica F. Sousa, Ricardo H. Kruger, Angelo H. L. Machado, Fabricio Machado","doi":"10.1007/s10924-024-03406-2","DOIUrl":null,"url":null,"abstract":"<div><p>In this work, new biobased polymeric materials were synthesized using interesting limonene-based multifunctional monomers as building blocks: the tetrafunctional 2,8-dihydroxy-1,9-diacrylate and 2,8-dihydroxy-1,9-dimethacrylate, and the trifunctional 2-hydroxy-1-acrylamide. These monomers were prepared by the addition reaction between the diepoxidized limonene and (meth)acrylic acid or <i>N</i>-hydroxyethyl acrylamide. The complete conversion of unsaturations of limonene into epoxides, as well as the formation of monomers, were confirmed by Nuclear Magnetic Resonance analysis of proton and carbon (<sup>1</sup>H and <sup>13</sup>C NMR), Fourier Transform Infrared Spectroscopy (FTIR) and Mass Spectrometry (ESI-MS). The monomeric products were polymerized via miniemulsion polymerization with different initiators and co-stabilizers, resulting in new poly(meth)acrylates and polyamide polymers, which is a hydrogel. The polymers showed a high degree of crosslinking, porosity and good thermal properties characterized by Scanning Electron Microscopy (SEM), FTIR, Differential Scanning Calorimetry (DSC) and Thermogravimetric Analysis (TGA). In addition, the polymeric materials were tested to evaluate the formation of biofilm by the action of <i>Comomanoas sp</i>, whose results indicated that the synthesized new biobased polymers are susceptible to biodegradation.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":659,"journal":{"name":"Journal of Polymers and the Environment","volume":"32 12","pages":"6576 - 6602"},"PeriodicalIF":4.7000,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Eco-friendly Development of New Biodegradable and Renewable Polymers Based on Di(meth)Acrylated and Acrylamidated Monomers Derived from Limonene Dioxide\",\"authors\":\"Thainá Araruna, Jéssica F. Sousa, Ricardo H. Kruger, Angelo H. L. Machado, Fabricio Machado\",\"doi\":\"10.1007/s10924-024-03406-2\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>In this work, new biobased polymeric materials were synthesized using interesting limonene-based multifunctional monomers as building blocks: the tetrafunctional 2,8-dihydroxy-1,9-diacrylate and 2,8-dihydroxy-1,9-dimethacrylate, and the trifunctional 2-hydroxy-1-acrylamide. These monomers were prepared by the addition reaction between the diepoxidized limonene and (meth)acrylic acid or <i>N</i>-hydroxyethyl acrylamide. The complete conversion of unsaturations of limonene into epoxides, as well as the formation of monomers, were confirmed by Nuclear Magnetic Resonance analysis of proton and carbon (<sup>1</sup>H and <sup>13</sup>C NMR), Fourier Transform Infrared Spectroscopy (FTIR) and Mass Spectrometry (ESI-MS). The monomeric products were polymerized via miniemulsion polymerization with different initiators and co-stabilizers, resulting in new poly(meth)acrylates and polyamide polymers, which is a hydrogel. The polymers showed a high degree of crosslinking, porosity and good thermal properties characterized by Scanning Electron Microscopy (SEM), FTIR, Differential Scanning Calorimetry (DSC) and Thermogravimetric Analysis (TGA). In addition, the polymeric materials were tested to evaluate the formation of biofilm by the action of <i>Comomanoas sp</i>, whose results indicated that the synthesized new biobased polymers are susceptible to biodegradation.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":659,\"journal\":{\"name\":\"Journal of Polymers and the Environment\",\"volume\":\"32 12\",\"pages\":\"6576 - 6602\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2024-09-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Polymers and the Environment\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s10924-024-03406-2\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"ENGINEERING, ENVIRONMENTAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Polymers and the Environment","FirstCategoryId":"5","ListUrlMain":"https://link.springer.com/article/10.1007/s10924-024-03406-2","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ENGINEERING, ENVIRONMENTAL","Score":null,"Total":0}
Eco-friendly Development of New Biodegradable and Renewable Polymers Based on Di(meth)Acrylated and Acrylamidated Monomers Derived from Limonene Dioxide
In this work, new biobased polymeric materials were synthesized using interesting limonene-based multifunctional monomers as building blocks: the tetrafunctional 2,8-dihydroxy-1,9-diacrylate and 2,8-dihydroxy-1,9-dimethacrylate, and the trifunctional 2-hydroxy-1-acrylamide. These monomers were prepared by the addition reaction between the diepoxidized limonene and (meth)acrylic acid or N-hydroxyethyl acrylamide. The complete conversion of unsaturations of limonene into epoxides, as well as the formation of monomers, were confirmed by Nuclear Magnetic Resonance analysis of proton and carbon (1H and 13C NMR), Fourier Transform Infrared Spectroscopy (FTIR) and Mass Spectrometry (ESI-MS). The monomeric products were polymerized via miniemulsion polymerization with different initiators and co-stabilizers, resulting in new poly(meth)acrylates and polyamide polymers, which is a hydrogel. The polymers showed a high degree of crosslinking, porosity and good thermal properties characterized by Scanning Electron Microscopy (SEM), FTIR, Differential Scanning Calorimetry (DSC) and Thermogravimetric Analysis (TGA). In addition, the polymeric materials were tested to evaluate the formation of biofilm by the action of Comomanoas sp, whose results indicated that the synthesized new biobased polymers are susceptible to biodegradation.
期刊介绍:
The Journal of Polymers and the Environment fills the need for an international forum in this diverse and rapidly expanding field. The journal serves a crucial role for the publication of information from a wide range of disciplines and is a central outlet for the publication of high-quality peer-reviewed original papers, review articles and short communications. The journal is intentionally interdisciplinary in regard to contributions and covers the following subjects - polymers, environmentally degradable polymers, and degradation pathways: biological, photochemical, oxidative and hydrolytic; new environmental materials: derived by chemical and biosynthetic routes; environmental blends and composites; developments in processing and reactive processing of environmental polymers; characterization of environmental materials: mechanical, physical, thermal, rheological, morphological, and others; recyclable polymers and plastics recycling environmental testing: in-laboratory simulations, outdoor exposures, and standardization of methodologies; environmental fate: end products and intermediates of biodegradation; microbiology and enzymology of polymer biodegradation; solid-waste management and public legislation specific to environmental polymers; and other related topics.