{"title":"丁香酚基阻燃环氧树脂的制备与性能","authors":"Guoqing Chen, Wei Zhou, Qi Zhou, Shengxu Lu, Weijun Yang, Piming Ma","doi":"10.1016/j.reactfunctpolym.2024.105940","DOIUrl":null,"url":null,"abstract":"<div><p>In this work, eugenol, a phenolic monomer derived from lignin, was reacted with phenylphosphinyl dichloride to produce the intermediate compound bis(4-allyl-2-methoxyphenyl) phenylphosphinate (BEP), which was then epoxydized to yield the bio-based epoxy monomer bis(2-methoxy-4-(oxirane-2-methyl) phenyl) phenylphosphinate (BEEP). Subsequently, it was reacted with commercial bisphenol A-type epoxy resin (DER) in varying proportions and cured using 4,4′-diaminodiphenyl disulfide (APDS) to obtain the flame-retarding epoxy resin. The flame-retardant performance of the bio-based epoxy resin was analyzed, and it was observed that a significant enhancement in flame resistance was achieved when the mixture ratio of DER to BEEP stands at 7:3, the limiting oxygen index (LOI) reaching 27.4% and UL-94 reaching V-0 grade. The improvement of flame retardancy primarily arises from the introduction of phosphorus, which produces free radicals capable of inhibiting the combustion chain reaction and can improve the surface structure of the epoxy resin. Furthermore, the epoxy resin possesses recyclability, maintaining a bending strength of 73% after being reprocessed. This study may provide an insight for the study of bio-based flame-retarding epoxy resin.</p></div>","PeriodicalId":20916,"journal":{"name":"Reactive & Functional Polymers","volume":null,"pages":null},"PeriodicalIF":4.5000,"publicationDate":"2024-05-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Preparation and properties of eugenol based flame-retarding epoxy resin\",\"authors\":\"Guoqing Chen, Wei Zhou, Qi Zhou, Shengxu Lu, Weijun Yang, Piming Ma\",\"doi\":\"10.1016/j.reactfunctpolym.2024.105940\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>In this work, eugenol, a phenolic monomer derived from lignin, was reacted with phenylphosphinyl dichloride to produce the intermediate compound bis(4-allyl-2-methoxyphenyl) phenylphosphinate (BEP), which was then epoxydized to yield the bio-based epoxy monomer bis(2-methoxy-4-(oxirane-2-methyl) phenyl) phenylphosphinate (BEEP). Subsequently, it was reacted with commercial bisphenol A-type epoxy resin (DER) in varying proportions and cured using 4,4′-diaminodiphenyl disulfide (APDS) to obtain the flame-retarding epoxy resin. The flame-retardant performance of the bio-based epoxy resin was analyzed, and it was observed that a significant enhancement in flame resistance was achieved when the mixture ratio of DER to BEEP stands at 7:3, the limiting oxygen index (LOI) reaching 27.4% and UL-94 reaching V-0 grade. The improvement of flame retardancy primarily arises from the introduction of phosphorus, which produces free radicals capable of inhibiting the combustion chain reaction and can improve the surface structure of the epoxy resin. Furthermore, the epoxy resin possesses recyclability, maintaining a bending strength of 73% after being reprocessed. This study may provide an insight for the study of bio-based flame-retarding epoxy resin.</p></div>\",\"PeriodicalId\":20916,\"journal\":{\"name\":\"Reactive & Functional Polymers\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.5000,\"publicationDate\":\"2024-05-18\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Reactive & Functional Polymers\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1381514824001159\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Reactive & Functional Polymers","FirstCategoryId":"5","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1381514824001159","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
摘要
在这项工作中，从木质素中提取的酚类单体丁香酚与苯基二氯化膦反应生成中间化合物双（4-烯丙基-2-甲氧基苯基）苯基膦酸盐（BEP），然后将其环氧化，生成生物基环氧单体双（2-甲氧基-4-（环氧乙烷-2-甲基）苯基）苯基膦酸盐（BEEP）。随后，将其与不同比例的商用双酚 A 型环氧树脂（DER）反应，并用 4,4′-二氨基二苯二硫醚（APDS）固化，得到阻燃环氧树脂。分析了生物基环氧树脂的阻燃性能，发现当 DER 与 BEEP 的混合比例为 7:3 时，阻燃性能显著提高，极限氧指数（LOI）达到 27.4%，UL-94 达到 V-0 级。阻燃性能的提高主要源于磷的引入，磷产生的自由基能够抑制燃烧链反应，并能改善环氧树脂的表面结构。此外，环氧树脂还具有可回收性，在经过再加工后仍能保持 73% 的弯曲强度。这项研究可为生物基阻燃环氧树脂的研究提供启示。
Preparation and properties of eugenol based flame-retarding epoxy resin
In this work, eugenol, a phenolic monomer derived from lignin, was reacted with phenylphosphinyl dichloride to produce the intermediate compound bis(4-allyl-2-methoxyphenyl) phenylphosphinate (BEP), which was then epoxydized to yield the bio-based epoxy monomer bis(2-methoxy-4-(oxirane-2-methyl) phenyl) phenylphosphinate (BEEP). Subsequently, it was reacted with commercial bisphenol A-type epoxy resin (DER) in varying proportions and cured using 4,4′-diaminodiphenyl disulfide (APDS) to obtain the flame-retarding epoxy resin. The flame-retardant performance of the bio-based epoxy resin was analyzed, and it was observed that a significant enhancement in flame resistance was achieved when the mixture ratio of DER to BEEP stands at 7:3, the limiting oxygen index (LOI) reaching 27.4% and UL-94 reaching V-0 grade. The improvement of flame retardancy primarily arises from the introduction of phosphorus, which produces free radicals capable of inhibiting the combustion chain reaction and can improve the surface structure of the epoxy resin. Furthermore, the epoxy resin possesses recyclability, maintaining a bending strength of 73% after being reprocessed. This study may provide an insight for the study of bio-based flame-retarding epoxy resin.
期刊介绍：
Reactive & Functional Polymers provides a forum to disseminate original ideas, concepts and developments in the science and technology of polymers with functional groups, which impart specific chemical reactivity or physical, chemical, structural, biological, and pharmacological functionality. The scope covers organic polymers, acting for instance as reagents, catalysts, templates, ion-exchangers, selective sorbents, chelating or antimicrobial agents, drug carriers, sensors, membranes, and hydrogels. This also includes reactive cross-linkable prepolymers and high-performance thermosetting polymers, natural or degradable polymers, conducting polymers, and porous polymers.
Original research articles must contain thorough molecular and material characterization data on synthesis of the above polymers in combination with their applications. Applications include but are not limited to catalysis, water or effluent treatment, separations and recovery, electronics and information storage, energy conversion, encapsulation, or adhesion.
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