RU2003112233A

RU2003112233A - METHOD FOR PRODUCING FLUORATED POLYVALENT CARBONYLIC COMPOUND

Info

Publication number: RU2003112233A
Application number: RU2003112233/04A
Authority: RU
Inventors: Такаси ОКАЗОЕ; Кунио ВАТАНАБЕ; Даисуке СИРАКАВА; Масахиро ИТО; Син ТАТЕМАЦУ
Original assignee: Асахи Гласс Компани, Лимитед
Priority date: 2000-09-27
Filing date: 2001-09-21
Publication date: 2004-09-20

Claims

1. A method of producing a fluorinated polyvalent carbonyl compound (5), which comprises reacting a compound of the formula (1) below with a compound of the formula (2) below to produce a compound of the formula (3) below, and then reacting the compound of the formula (3) with fluorine in the liquid phase to obtain the compounds of the formula (4) below and the cleavage of ester bonds derived from primary and secondary alcohols in the compound of the formula (4)

where each of R ¹ , R ² , R ³ and R ⁴ , which may be the same or different, represents a monovalent organic group;

Q ^H represents a (m + n + p) valence organic group;

R ^1F , R ^2F , R ^3F and Q ^F are the same groups as R ¹ , R ² , R ³ , R ⁴ , Q ^H, respectively, or groups including fluorinated R ¹ , R ² , R ³ , R ⁴ , Q ^H, respectively;

X represents a halogen atom,

or R ² and R ³ or R ^2F and R ^3F may combine to form a divalent group;

each of m, n and p is an integer equal to at least 0,

provided that (m + n + p) ≥2 and n and p are not equal to 0 at the same time, and when m is 1, n is 1 and p is 0, or when m is 1, n is 0 and p is 1 , Q ^H may be a single bond, and when Q ^H is a single bond, Q ^{F is} also a single bond.

2. The method according to claim 1, in which the compound of the following formula (6) is obtained together with the compound of the formula (5) from the reaction product obtained by cleavage of ester bonds in the compound of the formula (4), which are formed from primary and secondary alcohols

where R ^4F takes the values defined above.

3. The method according to claim 1 or 2, where m is an integer equal to at least 1, n is an integer equal to at least 0, and p is an integer equal to at least at least 1, or m is an integer equal to at least 1, n is an integer equal to at least 1, and p is an integer equal to at least 0.

4. The method according to any one of claims 1 to 3, where Q ^H represents a (m + n + p) valence saturated organic group containing hydrogen atoms, and Q ^F represents a (m + n + p) valence perfluorinated saturated organic group in which all the hydrogen atoms of the Q ^H group are replaced by fluorine atoms.

5. The method according to any one of claims ^{1 to 4} , where each of R ¹ , R ² and R ³ , which may be the same or different, is a monovalent saturated organic group containing hydrogen atoms, and each of R ^1F , R ^2F and R ^3F is a monovalent perfluorinated saturated organic group, which is formed when all hydrogen atoms in the monovalent saturated organic group are replaced by fluorine atoms.

6. The method according to any one of claims 1 to 5, where R ⁴ and R ^4F are monovalent perfluorinated saturated organic groups having the same structure.

7. The method according to any one of claims 2 to 6, wherein the compound of formula (2) has the same structure as the compound of formula (6) and at least a portion of the compound of formula (6) obtained from the product of the ester cleavage reaction bonds in the compound of formula (4) is used as at least a portion of the amount of the compound of formula (2) to be reacted with the compound of formula (1), so that the compound of formula (5) can be obtained continuously.

8. The compound of the following formula (7), the compound of the following formula (8), the compound of the following formula (9), the compound of the following formula (1-1a), or the compound of the following formula (1-1b)

CH ₃ CH [OCOCF (CF ₃ ) OCF ₂ CF (CF ₃ ) OCF ₂ CF ₂ CF ₃ ] CH ₂ OCOCF (CF ₃ ) OCF ₂ CF (CF ₃ ) OCF ₂ CF ₂ CF ₃ , (1-1a)

CF ₃ CF [OCOCF (CF ₃ ) OCF ₂ CF (CF ₃ ) OCF ₂ CF ₂ CF ₃ ] CF ₂ OCOCF (CF ₃ ) OCF ₂ CF (CF ₃ ) OCF ₂ CF ₂ CF ₃ . (1-1b)