Industrial Process for Manufacturing of Perfluoro (Methyl Vinyl Ether)(PFMVE) and of 2-Fluoro-1,2-Dichloro-Trifluoromethoxyethylene (FCTFE)
AssigneeFujian Yongjing Technology Co., Ltd
InventorsWEIFEN LUO, LVZHOU QIU, RONGWEN DING
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Abstract
The invention relates to a new industrial process for manufacturing of perfluoro(methylvinylether) (PFMVE), and of 2-fluoro-1,2-dichloro-trifluoro-methoxyethylene (FCTFE), involving reactions in liquid phase and performing reactions in a microreactor. The invention also relates to a new industrial process for manufacturing of perfluoro(methyl vinyl ether) (PFMVE) by fluorination, i.e., perfluorination, of 2-fluoro-1,2-dichloro-trifluoromethoxy-ethylene (FCTFE) with HF (hydrogen fluoride) in the presence of a Lewis acid catalyst, again performing the reaction in liquid phase, and preferably in a microreactor.
Claims22
A process for the manufacture of PFMVE (perfluoro(methyl vinyl ether)) having the formula (I),
- characterized in that a trihalomethyl hypohalogenite of formula (III) and a trihaloethylene of formula (IV) are reacted with each other,
- CX3—O—X (III),
- wherein, in formula (III), X represents F (fluorine atom) or Cl (chlorine atom),
- wherein, in formula (IV), Y represents F (fluorine atom) or Cl (chlorine atom);
- and wherein the process comprises the steps of performing:
- (A) in a first step in a first reactor, with the proviso that if the trihaloethylene of formula (IV) is a gaseous starting material then the first reactor is not a loop reactor, preferably wherein the first reactor is a microreactor, an addition reaction, wherein the trihalomethyl hypohalogenite of formula (III) is added to the trihaloethylene of formula (IV) and the addition reaction is performed at a temperature in the range of about 0° C. to about 35° C. to form an addition product (A-P);
- and subsequently, with or without isolating the (liquid) addition product (A-P),
- (B) in a second step in said first reactor if the first reactor is a loop reactor, or in a second a reactor, which is a microreactor, in liquid phase an elimination reaction, wherein HY (hydrogen halogenide) is eliminated from the addition product (A-P) and the elimination reaction is performed at a temperature in the range of about 80° C. to about 120° C. to yield a trihalomethoxytrihaloethylene compound of formula (V),
- wherein in formula (V), X represents F (fluorine atom) or Cl (chlorine atom), Y represents F (fluorine atom) or Cl (chlorine atom);
- and with the provisos (i) and (ii) that
- (i) if X and Y are the same in each of the compounds of formulae (III) to (V), and each of X and Y represents F (fluorine atom), directly the compound of formula (I), PFMVE (perfluoro(methyl vinyl ether)), is obtained;
- and
- (ii) if X and Y are different from each other in that either X represents F (fluorine atom) and Y represents Cl (chlorine atom), or X represents Cl (chlorine atom) and Y represents F (fluorine atom),
- (C) then in a third reactor, preferably wherein the third reactor is microreactor, the trihalomethoxytrihaloethylene compound of formula (V) is subjected to a fluorination reaction in liquid phase, wherein the trihalomethoxytrihaloethylene compound of formula (V) is fluorinated with HF (hydrogen fluoride) in the presence of at least one Lewis acid catalyst, and at a temperature in the range of about 50° C. to about 100° C., in order to replace the Cl (chlorine atom) substituents contained in the compound of formula (V) by F (fluorine atom), by addition of HF and elimination of HCl (hydrogen chloride), and thereby to obtain the compound of formula (I), PFMVE (perfluoro(methyl vinyl ether)).
A process for the manufacture of PFMVE (perfluoro(methyl vinyl ether)) having the formula (I),
- characterized in that the process comprises performing a step (C):
- (C) wherein in a reactor, preferably wherein the reactor is microreactor, a compound of formula (II) (2-fluoro-1,2-dichloro-trifluoro-methoxyethylene),
- is subjected to a fluorination reaction in liquid phase, wherein the compound of formula (II) (2-fluoro-1,2-dichloro-trifluoro-methoxyethylene) is fluorinated with HF (hydrogen fluoride) in the presence of at least one Lewis acid catalyst, and at a temperature in the range of about 50° C. to about 100° C., in order to replace the Cl (chlorine) atoms contained in the compound of formula (II) by F (fluorine) atoms, by addition of HF and elimination of HCl (hydrogen chloride), and thereby to obtain the compound of formula (I), PFMVE (perfluoro(methyl vinyl ether)).
A process for the manufacture of FCTFE (2-fluoro-1,2-dichloro-trifluoro-methoxyethylene) having the formula (II),
- characterized in that a trifluoromethyl hypofluorite of formula (IIIa) and a trichloroethylene of formula (IVb) are reacted with each other,
- and wherein the process comprises the steps of performing:
- (A) in a first step in a first reactor, preferably in a loop reactor or in a micro reactor, more preferably in a microreactor, an addition reaction, wherein the trifluoromethyl hypofluorite of formula (IIIa) is added to the trichloroethylene of formula (IVb) and the addition reaction is performed at a temperature in the range of about 0° C. to about 35° C. to form an addition product (A-Pab);
- and subsequently, with or without isolating the (liquid) addition product (A-P),
- (B) in a second step in said first reactor if the first reactor is a loop reactor, or in a second a reactor, which is a microreactor, in liquid phase an elimination reaction, wherein HCl (hydrogen chloride) is eliminated from the addition product (A-Pab) and the elimination reaction is performed at a temperature in the range of about 80° C. to about 120° C. to obtain the compound of formula (II), FCTFE (2-fluoro-1,2-dichloro-trifluoro-methoxyethylene).
Dependencies are inferred from the claim text.