{"title":"用顺序CuAAC键合化学和aza-Michael加成法制备Jeffamine交联聚氯乙烯薄膜","authors":"Cagatay Altinkok","doi":"10.1080/10601325.2023.2257769","DOIUrl":null,"url":null,"abstract":"AbstractThe objective of this study is to present a promising route to design a series of new poly(vinyl chloride) (PVC) films cross-linked with polyetheramine (PEA), namely jeffamine, by combining copper (I)-catalyzed azide-alkyne cycloaddition “click” reaction (CuAAC) and aza-Michael addition (PVC-Jeffs). In the first step, the clickable azido‐functional PVC is prepared easily by displacement reaction between chlorine groups and sodium azide (PVC-N3) and then reacted with propargyl acrylate by CuAAC (PVC-acr). The second step is aza-Michael addition of PVC-acr and Jeffamine to achieve the desired PVC-Jeffs. Transparent and uniform films are prepared by casting from dichloromethane solvent. The effect of loading ratio by weight (PVC/Jeffamine (w/w) = 9:1; 8:2 and 7:3) on the thermal properties of final PVC-Jeffs is systematically explored. The chemical structure of PVC-Jeffs and their intermediates is characterized by Fourier transform infrared (FT-IR) and proton nuclear magnetic resonance (1H-NMR) spectroscopies, whereas thermal characteristics of the samples are investigated by thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses. The higher Jeffamine loaded PVC-Jeff exhibit enhanced thermostability and glass transition temperature with the Tg of 69.9 °C. Hence, this kind of strategy to achieve the PVC based films with good characteristics is expected to be applied in the preparation of biomedical materials.Keywords: aza-Michael additioncopper-catalyzed azide-alkyne cycloadditioncross-linked filmsJeffaminepoly(vinyl chloride) AcknowledgmentThe authors thank Denge Kimya for supplying the Jeffamine® ED-600.Disclosure statementNo potential conflict of interest was reported by the author(s).","PeriodicalId":50159,"journal":{"name":"Journal of Macromolecular Science Part A-Pure and Applied Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2023-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Development of Jeffamine cross-linked poly(vinyl chloride) films by sequential CuAAC click chemistry and aza-Michael addition\",\"authors\":\"Cagatay Altinkok\",\"doi\":\"10.1080/10601325.2023.2257769\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"AbstractThe objective of this study is to present a promising route to design a series of new poly(vinyl chloride) (PVC) films cross-linked with polyetheramine (PEA), namely jeffamine, by combining copper (I)-catalyzed azide-alkyne cycloaddition “click” reaction (CuAAC) and aza-Michael addition (PVC-Jeffs). In the first step, the clickable azido‐functional PVC is prepared easily by displacement reaction between chlorine groups and sodium azide (PVC-N3) and then reacted with propargyl acrylate by CuAAC (PVC-acr). The second step is aza-Michael addition of PVC-acr and Jeffamine to achieve the desired PVC-Jeffs. Transparent and uniform films are prepared by casting from dichloromethane solvent. The effect of loading ratio by weight (PVC/Jeffamine (w/w) = 9:1; 8:2 and 7:3) on the thermal properties of final PVC-Jeffs is systematically explored. The chemical structure of PVC-Jeffs and their intermediates is characterized by Fourier transform infrared (FT-IR) and proton nuclear magnetic resonance (1H-NMR) spectroscopies, whereas thermal characteristics of the samples are investigated by thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses. The higher Jeffamine loaded PVC-Jeff exhibit enhanced thermostability and glass transition temperature with the Tg of 69.9 °C. Hence, this kind of strategy to achieve the PVC based films with good characteristics is expected to be applied in the preparation of biomedical materials.Keywords: aza-Michael additioncopper-catalyzed azide-alkyne cycloadditioncross-linked filmsJeffaminepoly(vinyl chloride) AcknowledgmentThe authors thank Denge Kimya for supplying the Jeffamine® ED-600.Disclosure statementNo potential conflict of interest was reported by the author(s).\",\"PeriodicalId\":50159,\"journal\":{\"name\":\"Journal of Macromolecular Science Part A-Pure and Applied Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2023-09-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Macromolecular Science Part A-Pure and Applied Chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1080/10601325.2023.2257769\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"POLYMER SCIENCE\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Macromolecular Science Part A-Pure and Applied Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/10601325.2023.2257769","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
Development of Jeffamine cross-linked poly(vinyl chloride) films by sequential CuAAC click chemistry and aza-Michael addition
AbstractThe objective of this study is to present a promising route to design a series of new poly(vinyl chloride) (PVC) films cross-linked with polyetheramine (PEA), namely jeffamine, by combining copper (I)-catalyzed azide-alkyne cycloaddition “click” reaction (CuAAC) and aza-Michael addition (PVC-Jeffs). In the first step, the clickable azido‐functional PVC is prepared easily by displacement reaction between chlorine groups and sodium azide (PVC-N3) and then reacted with propargyl acrylate by CuAAC (PVC-acr). The second step is aza-Michael addition of PVC-acr and Jeffamine to achieve the desired PVC-Jeffs. Transparent and uniform films are prepared by casting from dichloromethane solvent. The effect of loading ratio by weight (PVC/Jeffamine (w/w) = 9:1; 8:2 and 7:3) on the thermal properties of final PVC-Jeffs is systematically explored. The chemical structure of PVC-Jeffs and their intermediates is characterized by Fourier transform infrared (FT-IR) and proton nuclear magnetic resonance (1H-NMR) spectroscopies, whereas thermal characteristics of the samples are investigated by thermogravimetric (TGA) and differential scanning calorimetry (DSC) analyses. The higher Jeffamine loaded PVC-Jeff exhibit enhanced thermostability and glass transition temperature with the Tg of 69.9 °C. Hence, this kind of strategy to achieve the PVC based films with good characteristics is expected to be applied in the preparation of biomedical materials.Keywords: aza-Michael additioncopper-catalyzed azide-alkyne cycloadditioncross-linked filmsJeffaminepoly(vinyl chloride) AcknowledgmentThe authors thank Denge Kimya for supplying the Jeffamine® ED-600.Disclosure statementNo potential conflict of interest was reported by the author(s).
期刊介绍:
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry (JMS-PAC) is a necessary resource for academic and industrial scientists and engineers whose interests center on both synthetic and naturally occurring polymers and their applications.