Gang Tang , Feilong Wang , Wei Yang , Cunlong Fu , Zicheng Xu , Xiuyu Liu , Xiaoyan Du , Xin Wang
{"title":"呋喃衍生膦阻燃剂具有综合机械性能、热稳定性和阻燃性的呋喃衍生环氧热固性","authors":"Gang Tang , Feilong Wang , Wei Yang , Cunlong Fu , Zicheng Xu , Xiuyu Liu , Xiaoyan Du , Xin Wang","doi":"10.1016/j.polymdegradstab.2025.111718","DOIUrl":null,"url":null,"abstract":"<div><div>Currently, most commercial epoxy thermosets are derived from the thermal curing of diglycidyl ether of bisphenol A (DGEBA)-type epoxy prepolymers, whose manufacture is highly dependent upon fossil resources. Over the past decade, increasing efforts have been devoted to developing bio-based epoxy monomers to replace DGEBA-type epoxy prepolymers for sustainable development. Another shortcoming of DGEBA-type epoxy thermosets is their high fire risk. To overcome the above issues, a bio-based epoxy monomer, N, N-diglycidyl furfurylamine (DGFA), was synthesized from furfurylamine, and a bio-based flame retardant (DFDA-DPPO) was also synthesized from furfurylamine, furfural, and diphenylphosphine oxide (DPPO). DFDA-DPPO was incorporated into DGFA at different loadings to prepare a series of flame-retardant bio-based epoxy thermosets, with 4, 4’-diaminodiphenylmethane (DDM) as a hardener. The influence of DFDA-DPPO on the curing kinetics, thermal stability, mechanical strength and flame-retardant properties of DGFA/DDM thermosets was investigated. Specifically, the DGFA/DDM thermoset with a 1.5 % phosphorus content achieved a tensile strength of 81.9 MPa, an impact strength of 16.7 kJ/m<sup>2</sup>, an LOI of 33.5 %, a UL94 V-0 rating, and a glass transition temperature of 98.5 °C. Furthermore, the flame-retardant mechanisms of DFDA-DPPO were also studied in both the condensed and gaseous phases. This work provides a good substitute for DGEBA in the fabrication of bio-based epoxy thermosets with combined mechanical properties, thermal stability and flame retardancy.</div></div>","PeriodicalId":406,"journal":{"name":"Polymer Degradation and Stability","volume":"242 ","pages":"Article 111718"},"PeriodicalIF":7.4000,"publicationDate":"2025-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Furan-derived phosphine flame-retardant furan-derived epoxy thermosets with combined mechanical properties, thermal stability and flame retardancy\",\"authors\":\"Gang Tang , Feilong Wang , Wei Yang , Cunlong Fu , Zicheng Xu , Xiuyu Liu , Xiaoyan Du , Xin Wang\",\"doi\":\"10.1016/j.polymdegradstab.2025.111718\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Currently, most commercial epoxy thermosets are derived from the thermal curing of diglycidyl ether of bisphenol A (DGEBA)-type epoxy prepolymers, whose manufacture is highly dependent upon fossil resources. Over the past decade, increasing efforts have been devoted to developing bio-based epoxy monomers to replace DGEBA-type epoxy prepolymers for sustainable development. Another shortcoming of DGEBA-type epoxy thermosets is their high fire risk. To overcome the above issues, a bio-based epoxy monomer, N, N-diglycidyl furfurylamine (DGFA), was synthesized from furfurylamine, and a bio-based flame retardant (DFDA-DPPO) was also synthesized from furfurylamine, furfural, and diphenylphosphine oxide (DPPO). DFDA-DPPO was incorporated into DGFA at different loadings to prepare a series of flame-retardant bio-based epoxy thermosets, with 4, 4’-diaminodiphenylmethane (DDM) as a hardener. The influence of DFDA-DPPO on the curing kinetics, thermal stability, mechanical strength and flame-retardant properties of DGFA/DDM thermosets was investigated. Specifically, the DGFA/DDM thermoset with a 1.5 % phosphorus content achieved a tensile strength of 81.9 MPa, an impact strength of 16.7 kJ/m<sup>2</sup>, an LOI of 33.5 %, a UL94 V-0 rating, and a glass transition temperature of 98.5 °C. Furthermore, the flame-retardant mechanisms of DFDA-DPPO were also studied in both the condensed and gaseous phases. This work provides a good substitute for DGEBA in the fabrication of bio-based epoxy thermosets with combined mechanical properties, thermal stability and flame retardancy.</div></div>\",\"PeriodicalId\":406,\"journal\":{\"name\":\"Polymer Degradation and Stability\",\"volume\":\"242 \",\"pages\":\"Article 111718\"},\"PeriodicalIF\":7.4000,\"publicationDate\":\"2025-10-09\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Polymer Degradation and Stability\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0141391025005476\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"POLYMER SCIENCE\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Polymer Degradation and Stability","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0141391025005476","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
Furan-derived phosphine flame-retardant furan-derived epoxy thermosets with combined mechanical properties, thermal stability and flame retardancy
Currently, most commercial epoxy thermosets are derived from the thermal curing of diglycidyl ether of bisphenol A (DGEBA)-type epoxy prepolymers, whose manufacture is highly dependent upon fossil resources. Over the past decade, increasing efforts have been devoted to developing bio-based epoxy monomers to replace DGEBA-type epoxy prepolymers for sustainable development. Another shortcoming of DGEBA-type epoxy thermosets is their high fire risk. To overcome the above issues, a bio-based epoxy monomer, N, N-diglycidyl furfurylamine (DGFA), was synthesized from furfurylamine, and a bio-based flame retardant (DFDA-DPPO) was also synthesized from furfurylamine, furfural, and diphenylphosphine oxide (DPPO). DFDA-DPPO was incorporated into DGFA at different loadings to prepare a series of flame-retardant bio-based epoxy thermosets, with 4, 4’-diaminodiphenylmethane (DDM) as a hardener. The influence of DFDA-DPPO on the curing kinetics, thermal stability, mechanical strength and flame-retardant properties of DGFA/DDM thermosets was investigated. Specifically, the DGFA/DDM thermoset with a 1.5 % phosphorus content achieved a tensile strength of 81.9 MPa, an impact strength of 16.7 kJ/m2, an LOI of 33.5 %, a UL94 V-0 rating, and a glass transition temperature of 98.5 °C. Furthermore, the flame-retardant mechanisms of DFDA-DPPO were also studied in both the condensed and gaseous phases. This work provides a good substitute for DGEBA in the fabrication of bio-based epoxy thermosets with combined mechanical properties, thermal stability and flame retardancy.
期刊介绍:
Polymer Degradation and Stability deals with the degradation reactions and their control which are a major preoccupation of practitioners of the many and diverse aspects of modern polymer technology.
Deteriorative reactions occur during processing, when polymers are subjected to heat, oxygen and mechanical stress, and during the useful life of the materials when oxygen and sunlight are the most important degradative agencies. In more specialised applications, degradation may be induced by high energy radiation, ozone, atmospheric pollutants, mechanical stress, biological action, hydrolysis and many other influences. The mechanisms of these reactions and stabilisation processes must be understood if the technology and application of polymers are to continue to advance. The reporting of investigations of this kind is therefore a major function of this journal.
However there are also new developments in polymer technology in which degradation processes find positive applications. For example, photodegradable plastics are now available, the recycling of polymeric products will become increasingly important, degradation and combustion studies are involved in the definition of the fire hazards which are associated with polymeric materials and the microelectronics industry is vitally dependent upon polymer degradation in the manufacture of its circuitry. Polymer properties may also be improved by processes like curing and grafting, the chemistry of which can be closely related to that which causes physical deterioration in other circumstances.