Claims
- 1. A method for preparing a fluorine-containing unsaturated compound of the formula (I), which comprises reacting a compound of the formula (1A) with a compound (2A) to obtain a compound (3A) and eliminating XY from the compound (3A), as illustrated in the following reaction formula, ##STR2## wherein R.sup.f is a monovalent fluorine-containing organic group, Q is a single bond or a bivalent organic group containing no fluorine atom, each of R.sup.1 to R.sup.5 is independently a hydrogen atom or a monovalent organic group, X is an iodine atom, a bromine atom or a chlorine atom, and Y is a monovalent group to be eliminated.
- 2. The method according to claim 1, wherein X is an iodine atom.
- 3. The method according to claim 1, wherein Y is a halogen atom, --OCOR.sup.6 (R.sup.6 is a monovalent organic group), --OR.sup.7 (R.sup.7 is a monovalent organic group), or --OH.
- 4. The method according to claim 1, wherein at least one of R.sup.1 to R.sup.5 is a hydrogen atom.
- 5. The method according to claim 1, wherein all of R.sup.1 to R.sup.5 are hydrogen atoms.
- 6. The method according to claim 1, wherein the compound of the formula (1A) and the compound of the formula (2A) are reacted in the presence of a radical.
- 7. The method according to claim 6, wherein the radical is a radical derived from azobisisobutyronitrile.
- 8. The method according to claim 1, wherein the elimination of XY from the compound of the formula (3A) is carried out in the presence of zinc.
- 9. A method for preparing a fluorine-containing unsaturated compound of the following formula (II), which comprises reacting a fluorine-containing hydroxyl compound of the following formula (1B) with at least one compound selected from the group consisting of a carboxylic acid derivative of the following formula (2B), a phosphoric acid derivative of the following formula (3B), diphosphorous pentaoxide, metaphosphoric acid, pyrophosphoric acid and polyphosphoric acid, and further subjecting to pyrolysis,
- R.sup.f --Q--CH.sub.2 CH.sub.2 CH.sub.2 OH (1B)
- R.sup.1B COX.sup.1B ( 2B)
- (X.sup.2B)(X.sup.3B)(X.sup.4B)PO (3B)
- R.sup.f --Q--CH.sub.2 CH.dbd.CH.sub.2 (II)
- wherein R.sup.f is a monovalent fluorine-containing organic group, Q is a single bond or a bivalent organic group containing no fluorine atom, R.sup.1B is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, X.sup.1B is a halogen atom, --OR.sup.6B or --OCOR.sup.7B (wherein R.sup.6B is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group and R.sup.7B is a C.sub.1 -C.sub.4 alkyl group), and each of X.sup.2B, X.sup.3B and X.sup.4B may be the same or different, and is a halogen atom or --OR.sup.8B (wherein R.sup.8B is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group).
- 10. The method according to claim 9, wherein R.sup.f is a C.sub.1 -C.sub.20 polyfluoroalkyl group.
- 11. The method according to claim 9, wherein R.sup.f is a C.sub.1 -C.sub.20 perfluoroalkyl group.
- 12. The method according to claim 9, wherein Q is a single bond.
- 13. The method according to claim 9, wherein R.sup.1B is a methyl group.
- 14. The method according to claim 9, wherein the reaction is carried out in the presence of an acid catalyst.
- 15. The method according to claim 9, wherein the pyrolysis is carried out in a gas phase reaction.
- 16. A method for preparing a fluorine-containing unsaturated compound of the following formula (II), which comprises reacting a fluorine-containing hydroxy compound of the following formula (1B) with a carboxylic acid derivative of the following formula (2B) to obtain a carboxylic acid ester of the following formula (5B), and subjecting the carboxylic acid ester to pyrolysis,
- R.sup.f --Q--CH.sub.2 CH.sub.2 CH.sub.2 OH (1B)
- R.sup.1B COX.sup.1B ( 2B)
- R.sup.f --Q--CH.sub.2 CH.sub.2 CH.sub.2 OCOR.sup.1B ( 5B)
- R.sup.f --Q--CH.sub.2 CH.dbd.CH.sub.2 (II)
- wherein R.sup.f is a monovalent fluorine-containing organic group, Q is a single bond or a bivalent organic group containing no fluorine atom, R.sup.1B is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, and X.sup.1B is a halogen atom, --OR.sup.6B or --OCOR.sup.7B (wherein R.sup.6B is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group and R.sup.7B is a C.sub.1 -C.sub.4 alkyl group).
- 17. The method according to claim 16, wherein R.sup.f is a C.sub.1 -C.sub.20 polyfluoroalkyl group.
- 18. The method according to claim 16, wherein Q is a single bond.
- 19. The method according to claim 16, wherein R.sup.1B is a methyl group.
- 20. The method according to claim 16, wherein the carboxylic acid derivative of the formula (2B) is acetic acid, acetic acid chloride or acetic anhydride.
Priority Claims (3)
Number |
Date |
Country |
Kind |
6-265334 |
Oct 1994 |
JPX |
|
7-254028 |
Sep 1995 |
JPX |
|
7-254032 |
Sep 1995 |
JPX |
|
Parent Case Info
This is a division of application Ser. No. 08/547,923 filed on Oct. 25, 1995, now U.S. Pat. No. 5,663,399.
US Referenced Citations (8)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0 657 486 |
Jun 1995 |
EPX |
7-53719 |
Feb 1995 |
JPX |
Divisions (1)
|
Number |
Date |
Country |
Parent |
547923 |
Oct 1995 |
|