{"title":"Investigating the structure-performance correlation of amines based recyclable vanillin epoxy thermosets","authors":"Muhammad Abdur Rashid, Md. Yousuf Ali, Md. Ariful Islam, Md. Abdullahil Kafi","doi":"10.1016/j.indcrop.2024.120303","DOIUrl":null,"url":null,"abstract":"<div><div>Developing high-performance polymers in a sustainable and simple manner while efficiently converting renewable resources is extremely challenging. In this study, three different diamine (aliphatic, cyclic, and aromatic) derived curing agents with dynamic imine covalent bond were successfully synthesized using vanillin and their chemical structures were validated by FTIR, GCMS and NMR spectroscopy. Further, curing behavior, mechanical and thermal properties of the resulting epoxy thermosets were investigated by DSC, tensile analysis, TGA, and DMA. The curing response of aliphatic amine-derived epoxy polymer shows significantly higher but lower flexural strength (∼37 %), flexural modulus (∼53 %), <em>T</em><sub><em>g</em></sub> (∼52 %), storage modulus (∼8 %), <em>T</em><sub><em>d5 %</em></sub> (∼4.5 %), and Char<sub>700</sub> (∼54 %) properties due to the steric-hindrance of aromatic and cyclic rings in the molecular structures. Moreover, these epoxy thermosets can be reprocessed, and repaired several times without losing their mechanical and thermal properties due to incorporate dynamic imine bond into their molecular structures. Notably, the pendant backbone-chain in curing agents significantly influences the dynamic manners of the cured thermosets and aliphatic-chain exhibits the quickest stress relaxation performance. Finally, all cured products showed excellent chemical stability in various solvents. These remarkable findings offer important clues for comprehending the structure-property link of recyclable epoxy thermosets with different amine-derivatives.</div></div>","PeriodicalId":13581,"journal":{"name":"Industrial Crops and Products","volume":"224 ","pages":"Article 120303"},"PeriodicalIF":5.6000,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Industrial Crops and Products","FirstCategoryId":"97","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0926669024022805","RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"AGRICULTURAL ENGINEERING","Score":null,"Total":0}
引用次数: 0
Abstract
Developing high-performance polymers in a sustainable and simple manner while efficiently converting renewable resources is extremely challenging. In this study, three different diamine (aliphatic, cyclic, and aromatic) derived curing agents with dynamic imine covalent bond were successfully synthesized using vanillin and their chemical structures were validated by FTIR, GCMS and NMR spectroscopy. Further, curing behavior, mechanical and thermal properties of the resulting epoxy thermosets were investigated by DSC, tensile analysis, TGA, and DMA. The curing response of aliphatic amine-derived epoxy polymer shows significantly higher but lower flexural strength (∼37 %), flexural modulus (∼53 %), Tg (∼52 %), storage modulus (∼8 %), Td5 % (∼4.5 %), and Char700 (∼54 %) properties due to the steric-hindrance of aromatic and cyclic rings in the molecular structures. Moreover, these epoxy thermosets can be reprocessed, and repaired several times without losing their mechanical and thermal properties due to incorporate dynamic imine bond into their molecular structures. Notably, the pendant backbone-chain in curing agents significantly influences the dynamic manners of the cured thermosets and aliphatic-chain exhibits the quickest stress relaxation performance. Finally, all cured products showed excellent chemical stability in various solvents. These remarkable findings offer important clues for comprehending the structure-property link of recyclable epoxy thermosets with different amine-derivatives.
期刊介绍:
Industrial Crops and Products is an International Journal publishing academic and industrial research on industrial (defined as non-food/non-feed) crops and products. Papers concern both crop-oriented and bio-based materials from crops-oriented research, and should be of interest to an international audience, hypothesis driven, and where comparisons are made statistics performed.