六氟丁二烯制备及应用研究进展
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摘要
介绍了以不同氟化物为原料、通过不同合成途径制备六氟丁二烯的原理和工艺条件,总结展望了六氟丁二烯的应用前景。六氟丁二烯是一种环保、性能优异的氟碳化合物气体,其温室效应可以忽略不计。制备六氟丁二烯的工艺现在大多采用的脱卤反应,但可以工业化的合成方法却非常的少,改进脱卤反应,发现一种新的反应,找到更加经济的合成方法将是未来研究的一个重点。六氟丁二烯作为刻蚀气体,可以代替传统含氟刻蚀气成为下一代理想的干法刻蚀气之一,在含氟染料、含氟聚合物、含氟润滑油、含氟橡胶等领域也有潜在应用前景。
The preparation principle and process conditions of hexafluorobutadiene through various synthetic routes using various fluorides as raw materials were introduced. At the same time, the application of hexafluorobutadiene was summarized.Hexafluorobutadiene is a kind of fluorocarbon gas with excellent environmental protection and excellent performance, and its greenhouse effect is negligible. The process of hexafluorobutadiene preparation mostly used dehalogenation reaction now, but the synthetic method of industrialization is very little, so to improve the dehalogenation reaction or to find a new reaction, and to find a more economical synthesis method will be the focus of future research. Hexafluorobutadiene as etching gas, can replace traditional fluorine etching gas, to become one of the next generation ideal dry etching gas, has potential application prospect in fluorine dyes,fluoropolymer, fluorine-containing lubricants, fluorinated rubber and other fields.
The preparation principle and process conditions of hexafluorobutadiene through various synthetic routes using various fluorides as raw materials were introduced. At the same time, the application of hexafluorobutadiene was summarized.Hexafluorobutadiene is a kind of fluorocarbon gas with excellent environmental protection and excellent performance, and its greenhouse effect is negligible. The process of hexafluorobutadiene preparation mostly used dehalogenation reaction now, but the synthetic method of industrialization is very little, so to improve the dehalogenation reaction or to find a new reaction, and to find a more economical synthesis method will be the focus of future research. Hexafluorobutadiene as etching gas, can replace traditional fluorine etching gas, to become one of the next generation ideal dry etching gas, has potential application prospect in fluorine dyes,fluoropolymer, fluorine-containing lubricants, fluorinated rubber and other fields.
引文
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[24]Chambers R D,Nishimura S,Sandford G.Reactions involving fluoride ion part 43:Oligomerisations of hexafluoro-1,3-butadiene and-but-2-yne[J].J Fluorine Chem,1998,91:63-68.
[2]张世秋.全球就HFCs提出减排要求,推动保护臭氧层和减缓气候变化协同应对[J].世界环境,2017(1):27-28.
[3]ПлашкинВС,АпеваловАЯ,БапеваловаИТ.Способполученияперфторбутадиена:SU540858[P].1976-12-30.
[4]大野博基,大井敏夫.六氟-1,3-丁二烯的制造方法:CN101432253A[P].2009-05-13.
[5]何伟春.一种六氟丁二烯的制备方法:CN101525267A[P].2009-09-09.
[6]Robert P R,Ralph A D,Keith A A.Preparation of hexafluorobutadiene from symmetrical dichlorodifluoroethylene:US2777004[P].1957-01-08.
[7]叶泉,张德波,郭澎湃,等.一种全氟1,3-丁二烯的合成及纯化方法:CN104529696A[P].2015-04-22.
[8]朱璟,刘成,汪宝和.一种六氟丁二烯的制备方法:CN01774884A[P].2010-07-14.
[9]王益,王其明,沈德新.一种制备全氟丁二烯的方法:CN102399128A[P].2012-04-04.
[10]Tortelli V,Millefanti S,Carella S.Process for the synthesis of perfluorobutadiene:WO2009087067A1[P].2009-07-16.
[11]韩文锋,唐浩东,李瑛,等.一种制备六氟丁二烯的方法:CN105399599A[P].2016-03-16.
[12]权恒道,周彪,周晓猛.一种合成六氟-1,3-丁二烯的方法:CN104844411A[P].2015-08-19.
[13]陈刚,张晓,李军.一种碘和氯气为原料制备六氟丁二烯的方法:CN106336342A[P].2017-01-18.
[14]Haszeldine R N.Reactions of metallic salts of acids.Part V.Synthesis of fluoro-dienes from fluoro-dicarboxylic acids[J].Journal of Chemical Society,1954:4026-4028.
[15]Haszeldine R N.Preparation of perfluorodienes:US2833831[P].1958-05-06.
[16]Haszeldine R N.Fluoro-olefins.Part I.The synthesis of hexafluorobuta-1,3-diene[J].Journal of Chemical Society,1952:4423-4431.
[17]Haszeldine R N.Coupling of halogenated organic compounds:US3046304[P].1962-07-24.
[18]Haszeldine R N.Preparation of fluorine compounds:US2844636[P].1958-07-22.
[19]Karimova N M,Glazkov A A.Composition as deiodin-ation catalyst in production of hexafluoro-1,2,3,4-tetrachlorobutane and hexafluoro-1,2,3,4-tetrachlorobutane production process:RU2248844C1[P].2005-03-27.
[20]Zhu J,Chen S,Wang B,et al.The research progress of hexafluorobutadiene synthesis[J].International Journal of Organic Chemistry,2014,4(5):331-338.
[21]Nakamura S,Itano M,Aoyama H,et al.Comparative studies of perfluorocarbon alternative gas plasmas for contact hole etch[J].Jpn J Appl Phys,2003,42(9):5759-5764.
[22]Yagupolskii L M,Chernega,ОI,Kondratenko N V,et al.Synthesis of the First Representative of Dicarbonthiacyanine Dyes with Completely Fluorinated Polymethine Chain[J].Journal of Fluorine Chemistry,2010,131(2):165-171.
[23]于剑昆,张志勇.新一代蚀刻气六氟-1,3-丁二烯的性质、制备和应用[J].化学推进剂与高分子材料,2017(2):27-47.
[24]Chambers R D,Nishimura S,Sandford G.Reactions involving fluoride ion part 43:Oligomerisations of hexafluoro-1,3-butadiene and-but-2-yne[J].J Fluorine Chem,1998,91:63-68.