Synthesis of new imides and imidoamides of citraconopimaric acid

Q4 Chemistry
M. P. Bei, A. P. Yuvchenko
{"title":"Synthesis of new imides and imidoamides of citraconopimaric acid","authors":"M. P. Bei, A. P. Yuvchenko","doi":"10.29235/1561-8331-2023-59-1-35-41","DOIUrl":null,"url":null,"abstract":"For the first time, a method has been developed for the synthesis of aromatic imides of citraconopimaric acid by the interaction of primary aromatic amines (aniline, p-toluidine) and citraconopimaric acid in p-xylene at reflux. New aliphatic imides have been synthesized by the reaction of citraconopimaric acid and primary aliphatic amines (octyl-, octadecylamine) in a melt at 125–150°C. For the first time, the synthesis of citraconopimaric acid imidoamides was developed by treating citraconopimaric acid N-octylimide with thionyl chloride and subsequent reaction of the resulting acid chloride with primary aromatic amines (aniline, p-bromoaniline). A method has been developed for the synthesis of aliphatic imides of the rosin-citraconic adduct (in the form of technical products) by its interaction with primary aliphatic amines (octyl- and octadecylamine) at 180–200°C for 8–12 hours.Together with Belarusian state technological university, the relationship between the structure of imides of rosin-citraconic adducts as modifiers of unfilled and filled industrial rubber compounds was studied, and the obtained additives were found to improve the technological properties of compositions while maintaining, and in some cases improving physical and mechanical parameters (increasing the resistance of compositions to thermal aging, bond strength of the cord with rubber, etc.).","PeriodicalId":20798,"journal":{"name":"Proceedings of the National Academy of Sciences of Belarus, Chemical Series","volume":"193 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2023-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Proceedings of the National Academy of Sciences of Belarus, Chemical Series","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.29235/1561-8331-2023-59-1-35-41","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 0

Abstract

For the first time, a method has been developed for the synthesis of aromatic imides of citraconopimaric acid by the interaction of primary aromatic amines (aniline, p-toluidine) and citraconopimaric acid in p-xylene at reflux. New aliphatic imides have been synthesized by the reaction of citraconopimaric acid and primary aliphatic amines (octyl-, octadecylamine) in a melt at 125–150°C. For the first time, the synthesis of citraconopimaric acid imidoamides was developed by treating citraconopimaric acid N-octylimide with thionyl chloride and subsequent reaction of the resulting acid chloride with primary aromatic amines (aniline, p-bromoaniline). A method has been developed for the synthesis of aliphatic imides of the rosin-citraconic adduct (in the form of technical products) by its interaction with primary aliphatic amines (octyl- and octadecylamine) at 180–200°C for 8–12 hours.Together with Belarusian state technological university, the relationship between the structure of imides of rosin-citraconic adducts as modifiers of unfilled and filled industrial rubber compounds was studied, and the obtained additives were found to improve the technological properties of compositions while maintaining, and in some cases improving physical and mechanical parameters (increasing the resistance of compositions to thermal aging, bond strength of the cord with rubber, etc.).
柠檬酸新亚胺及胺酰胺的合成
首次建立了以对二甲苯为原料,苯胺、对甲苯胺等伯胺与柠檬酸相互作用合成柠檬酸芳香亚胺的方法。以柠檬酸海松酸为原料,在125 ~ 150℃的熔体条件下,与伯脂肪胺(辛-、十八乙胺)反应合成了新的脂肪族亚胺。首次以亚硫酰氯处理柠檬酸海松酸n -辛酰亚胺,并与伯芳胺(苯胺、对溴苯胺)反应生成了柠檬酸海松酸酰亚胺。研究了松香-柠檬酸加合物与伯脂肪胺(辛胺和十八胺)在180-200℃下反应8-12小时合成脂肪族亚胺的方法(以技术产品的形式)。与白俄罗斯国立技术大学一起,研究了松香-柠檬酸加合物作为未填充和填充工业橡胶化合物改性剂的亚胺的结构之间的关系,发现所获得的添加剂可以改善组合物的技术性能,同时保持,在某些情况下改善物理和机械参数(增加组合物的抗热老化性,帘线与橡胶的结合强度等)。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
0.30
自引率
0.00%
发文量
38
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信