{"title":"开发用于热稳定和防潮应用的低温固化混合苯并恶嗪-环氧树脂","authors":"K. Mohamed Mydeen, Priyanka Madesh, Subasri Appasamy, Balaji Krishnasamy, Alagar Muthukaruppan","doi":"10.1016/j.reactfunctpolym.2024.106032","DOIUrl":null,"url":null,"abstract":"<div><p>New type of diallyl bisphenol-A (ABA) based benzoxazines and benzoxazine resins tailored with epoxy groups for low-temperature curing, have been developed using various curatives for high performance applications<strong>.</strong> The molecular structure of the synthesized compounds was analyzed using HRMS, <sup>1</sup>H NMR, <sup>13</sup>C NMR and ATR-FTIR analytical techniques. The cure behavior (T<sub>p</sub>) of benzoxazine (Bz) and benz-epoxy (Bz-Ep) resin in the absence and presence of different nature of curatives were studied using DSC to evaluate their applicability for advanced composite applications. The values of T<sub>p</sub> obtained are 279 °C, 190 °C and 247 °C for ABA-a, ABA-dmapa and ABA-ipa respectively. The cure behavior has been further lowered by converting ally group present in the benzoxazine has been transformed into epoxy groups by appropriate mechanism. The curing (T<sub>p</sub>) temperature observed for hybrid ABA-a-Ep, ABA-dmapa-Ep and ABA-ipa-Ep benz-epoxy resins are 151 °C, 226 °C and 160 °C, 187 °C and 150 °C, 211 °C respectively. The T<sub>p</sub> of different benz-epoxy resin systems studied in the presence of catalysts were found to be in the range of 101-155 °C. With a T<sub>max</sub> of 484 °C and a char yield of 43 %, poly(ABA-a) exhibits impressive thermal stability when compared to other synthesized polybenzoxazines. Further, incorporating various curatives into the benz-epoxy matrix enhances its thermal stability and char yield compared to the neat matrices. Additionally, the developed samples exhibit excellent moisture resistant (0.75 %) and hydrophobic nature with the highest contact angle value of 152<sup>o</sup> for poly(ABA-a). The findings from various studies indicate that the hybrid benz-epoxy resins demonstrate characteristics such as low-temperature curability, thermal stability, hydrophobicity. These results render them appropriate for a diverse array of high-performance industrial and engineering uses.</p></div>","PeriodicalId":20916,"journal":{"name":"Reactive & Functional Polymers","volume":"204 ","pages":"Article 106032"},"PeriodicalIF":4.5000,"publicationDate":"2024-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Development of low temperature cure hybrid benzoxazine-epoxy resins for thermally stable and moisture resistant applications\",\"authors\":\"K. Mohamed Mydeen, Priyanka Madesh, Subasri Appasamy, Balaji Krishnasamy, Alagar Muthukaruppan\",\"doi\":\"10.1016/j.reactfunctpolym.2024.106032\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>New type of diallyl bisphenol-A (ABA) based benzoxazines and benzoxazine resins tailored with epoxy groups for low-temperature curing, have been developed using various curatives for high performance applications<strong>.</strong> The molecular structure of the synthesized compounds was analyzed using HRMS, <sup>1</sup>H NMR, <sup>13</sup>C NMR and ATR-FTIR analytical techniques. The cure behavior (T<sub>p</sub>) of benzoxazine (Bz) and benz-epoxy (Bz-Ep) resin in the absence and presence of different nature of curatives were studied using DSC to evaluate their applicability for advanced composite applications. The values of T<sub>p</sub> obtained are 279 °C, 190 °C and 247 °C for ABA-a, ABA-dmapa and ABA-ipa respectively. The cure behavior has been further lowered by converting ally group present in the benzoxazine has been transformed into epoxy groups by appropriate mechanism. The curing (T<sub>p</sub>) temperature observed for hybrid ABA-a-Ep, ABA-dmapa-Ep and ABA-ipa-Ep benz-epoxy resins are 151 °C, 226 °C and 160 °C, 187 °C and 150 °C, 211 °C respectively. The T<sub>p</sub> of different benz-epoxy resin systems studied in the presence of catalysts were found to be in the range of 101-155 °C. With a T<sub>max</sub> of 484 °C and a char yield of 43 %, poly(ABA-a) exhibits impressive thermal stability when compared to other synthesized polybenzoxazines. Further, incorporating various curatives into the benz-epoxy matrix enhances its thermal stability and char yield compared to the neat matrices. Additionally, the developed samples exhibit excellent moisture resistant (0.75 %) and hydrophobic nature with the highest contact angle value of 152<sup>o</sup> for poly(ABA-a). The findings from various studies indicate that the hybrid benz-epoxy resins demonstrate characteristics such as low-temperature curability, thermal stability, hydrophobicity. These results render them appropriate for a diverse array of high-performance industrial and engineering uses.</p></div>\",\"PeriodicalId\":20916,\"journal\":{\"name\":\"Reactive & Functional Polymers\",\"volume\":\"204 \",\"pages\":\"Article 106032\"},\"PeriodicalIF\":4.5000,\"publicationDate\":\"2024-08-24\",\"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/S1381514824002074\",\"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/S1381514824002074","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}
Development of low temperature cure hybrid benzoxazine-epoxy resins for thermally stable and moisture resistant applications
New type of diallyl bisphenol-A (ABA) based benzoxazines and benzoxazine resins tailored with epoxy groups for low-temperature curing, have been developed using various curatives for high performance applications. The molecular structure of the synthesized compounds was analyzed using HRMS, 1H NMR, 13C NMR and ATR-FTIR analytical techniques. The cure behavior (Tp) of benzoxazine (Bz) and benz-epoxy (Bz-Ep) resin in the absence and presence of different nature of curatives were studied using DSC to evaluate their applicability for advanced composite applications. The values of Tp obtained are 279 °C, 190 °C and 247 °C for ABA-a, ABA-dmapa and ABA-ipa respectively. The cure behavior has been further lowered by converting ally group present in the benzoxazine has been transformed into epoxy groups by appropriate mechanism. The curing (Tp) temperature observed for hybrid ABA-a-Ep, ABA-dmapa-Ep and ABA-ipa-Ep benz-epoxy resins are 151 °C, 226 °C and 160 °C, 187 °C and 150 °C, 211 °C respectively. The Tp of different benz-epoxy resin systems studied in the presence of catalysts were found to be in the range of 101-155 °C. With a Tmax of 484 °C and a char yield of 43 %, poly(ABA-a) exhibits impressive thermal stability when compared to other synthesized polybenzoxazines. Further, incorporating various curatives into the benz-epoxy matrix enhances its thermal stability and char yield compared to the neat matrices. Additionally, the developed samples exhibit excellent moisture resistant (0.75 %) and hydrophobic nature with the highest contact angle value of 152o for poly(ABA-a). The findings from various studies indicate that the hybrid benz-epoxy resins demonstrate characteristics such as low-temperature curability, thermal stability, hydrophobicity. These results render them appropriate for a diverse array of high-performance industrial and engineering uses.
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.