One-Pot Synthesis of Guanidinium 5,5′-Azotetrazolate Avoiding Isolation of Hazardous Sodium 5,5′-Azotetrazolate

IF 3.1 3区 化学 Q2 CHEMISTRY, APPLIED
Miroslav Labaj, Zdeněk Jalový*, Robert Matyáš, Jiří Nesveda, Jakub Mikuláštík and Adam Votýpka, 
{"title":"One-Pot Synthesis of Guanidinium 5,5′-Azotetrazolate Avoiding Isolation of Hazardous Sodium 5,5′-Azotetrazolate","authors":"Miroslav Labaj,&nbsp;Zdeněk Jalový*,&nbsp;Robert Matyáš,&nbsp;Jiří Nesveda,&nbsp;Jakub Mikuláštík and Adam Votýpka,&nbsp;","doi":"10.1021/acs.oprd.4c0036410.1021/acs.oprd.4c00364","DOIUrl":null,"url":null,"abstract":"<p >Sodium 5,5′-azotetrazolate (Na<sub>2</sub>AzT) is a starting material for various azotetrazole salts that find applications as lead-free primary explosives or high-nitrogen compounds for inflating safety systems (in particular, guanidinium azotetrazolate, GZT). Sodium azotetrazolate, after preparation, is commonly isolated as the pentahydrate, which is relatively safe for handling. But it readily loses hydrate water molecules at higher temperatures or by treatment with organic solvents. In such cases, sensitivity to mechanical stimuli increases considerably and explosion accidents may occur. In this work, the thermal conditions and the role of solvents in water loss from sodium 5,5′-azotetrazolate pentahydrate are presented. Impact and friction sensitivity parameters of the products are described. In the case of guanidinium azotetrazolate, the process for its preparation without producing sodium 5,5′-azotetrazolate is introduced, thus avoiding manipulation of hazardous material and increasing the safety of the procedure.</p>","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"28 11","pages":"4091–4098 4091–4098"},"PeriodicalIF":3.1000,"publicationDate":"2024-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.oprd.4c00364","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Process Research & Development","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.oprd.4c00364","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0

Abstract

Sodium 5,5′-azotetrazolate (Na2AzT) is a starting material for various azotetrazole salts that find applications as lead-free primary explosives or high-nitrogen compounds for inflating safety systems (in particular, guanidinium azotetrazolate, GZT). Sodium azotetrazolate, after preparation, is commonly isolated as the pentahydrate, which is relatively safe for handling. But it readily loses hydrate water molecules at higher temperatures or by treatment with organic solvents. In such cases, sensitivity to mechanical stimuli increases considerably and explosion accidents may occur. In this work, the thermal conditions and the role of solvents in water loss from sodium 5,5′-azotetrazolate pentahydrate are presented. Impact and friction sensitivity parameters of the products are described. In the case of guanidinium azotetrazolate, the process for its preparation without producing sodium 5,5′-azotetrazolate is introduced, thus avoiding manipulation of hazardous material and increasing the safety of the procedure.

避免分离有害的 5,5′-四氮唑钠的 5,5′-四氮唑胍的一锅合成法
5,5′-azotetrazolate 钠(Na2AzT)是各种偶氮四氮唑盐的起始原料,可用作无铅初级炸药或用于安全系统充气的高氮化合物(特别是偶氮四氮唑胍,GZT)。偶氮四唑醇钠在制备后通常以五水合物的形式分离出来,处理起来相对安全。但在温度较高或使用有机溶剂处理时,它很容易失去水合物水分子。在这种情况下,对机械刺激的敏感性会大大增加,可能会发生爆炸事故。本研究介绍了 5,5′-四氮唑钠五水合物失水的热条件和溶剂的作用。介绍了产品的冲击和摩擦敏感性参数。就偶氮四唑酸胍而言,介绍了在不生产 5,5′-偶氮四唑酸钠的情况下制备偶氮四唑酸胍的工艺,从而避免了对危险材料的操作,提高了工艺的安全性。
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
6.90
自引率
14.70%
发文量
251
审稿时长
2 months
期刊介绍: The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools,process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.
×
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