Method for producing fluorinated compounds
The present invention relates to a process for the preparation of fluorinated compounds, to novel compounds containing fluorinated end groups, to the use thereof and to compositions comprising novel compounds containing fluorinated end groups.
1. A process for preparing a compound of formula (I)
comprising
first preparing a compound of formula (II)
in a step a) by reacting a compound of formula (III) with glycidol (IV) to give a compound of formula (II)
and
converting said compound of formula (II) into a compound of formula (I), in a step b) by reacting the compound of formula (II) with an alcohol of formula (V) to give a compound of formula (I)
where
Rf is CF 3 —(CF 2 ) 0-3 —O—,
R is a linear or branched alkyl or siloxane group, optionally containing one or more heteroatoms, or a group Rf′, and
Rf′ is a fluorinated, linear or branched alkyl group, optionally containing one or more heteroatoms.
2. The process according to claim 1 , wherein Rf′ is of the following formula
CF 3 —(CF 2 ) a —O b —(CF 2 ) c —O d —(CR 1 R 2 ) e —(CR 3 R 4 ) f —O g —,
where
R 1 , R 2 , R 3 and R 4 , independently of one another, are hydrogen or an alkyl group,
a=0, 1, 2 or 3,
b=0 or 1,
c=0, 1, 2 or 3,
d=0 or 1,
e=0, 1, 2, 3 or 4,
f=0, 1, 2, 3 or 4 and
g=0 or 1.
3. The process according to claim 1 , wherein Rf and Rf′ are different.
4. The process according to claim 1 , wherein Rf′ is a fluorinated C 1 -C 6 -alkyl group.
5. The process according to claim 1 , wherein R is a C 1 -C 20 alkyl group.
6. The process according to claim 1 , wherein Rf and/or Rf′ is a perfluorinated C 1 -C 4 -alkyl group.
7. The process according to claim 1 , wherein Rf and/or Rf′ is a perfluorinated C 3 -alkyl group.
8. The process according to claim 1 , wherein R is a C 6 -C 14 alkyl group.
9. The process according to claim 1 , wherein R is a siloxane group.
10. The process according to claim 1 , wherein R is Rf′.
11. The process according to claim 1 , wherein one of the following compounds of formula I is prepared
12. A process for preparing a compound of formula (I)
comprising
first preparing a compound of formula (II)
in a step a) by reacting a compound of formula (III) with glycidol (IV) to give a compound of formula (II)
and
converting said compound of formula (II) into a compound of formula (I), in a step b) by reacting the compound of formula (II) with an alcohol of formula (V) to give a compound of formula (I)
where
Rf is a fluorinated, linear or branched alkyl group, optionally containing one or more heteroatoms,
R is a siloxane group, optionally containing one or more heteroatoms.
13. The process according to claim 12 , wherein Rf is of the following formula
CF 3 —(CF 2 ) a —O b —(CF 2 ) c —O d —
where
a=0, 1, 2 or 3,
b=0 or 1,
c=0, 1, 2 or 3 and
d=0 or 1.