Fluoropolyether group-containing compound
A fluoropolyether group-containing compound of formula (1a) or formula (1b): wherein R F1 , R F2 , R 1 and R 2 are as defined herein.
1. A method for producing a fluoropolyether group-containing compound comprising:
a compound of the following formula (1a) or (1b):
and a compound of the following formula (2c):
H—C≡C—X 2 -A 2 R 21 3 (2c)
are added with an organic lithium to obtain the fluoropolyether group-containing compound of formula (2a) or formula (2b):
wherein
R F1 is each independently at each occurrence R f1 —R F —O q —;
R F2 is —Rf 2 p —R F —O q —;
Rf 1 is each independently at each occurrence a C 1-16 alkyl group optionally substituted with one or more fluorine atoms;
Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms;
R F is each independently at each occurrence a divalent fluoropolyether group;
p is 0 or 1;
q is each independently at each occurrence 0 or 1; and
R 1 and R 2, each independently at each occurrence, are an alkyl group or an alkoxy group having 1 to 10 carbon atoms, or together form a group having a ring structure which is a 5 to 10-membered heterocyclic ring, or together form a group having a ring structure which is a condensed ring containing a 5 to 10-membered heterocyclic ring, wherein the alkyl group, the alkoxy group and the group having the ring structure may be substituted;
X 2 is a divalent organic group;
A 2 is each independently at each occurrence C or Si; and
R 21 is each independently a hydrocarbon group having at least one carbon-carbon double bond.
2. A method for producing a fluoropolyether group-containing compound comprising reducing a compound of the following formula (1a) or (1b) in the presence of an alkyllithium to obtain the fluoropolyether group-containing compound of formula (4a) or formula (4b):
wherein
R F1 is each independently at each occurrence Rf 1 —R F —O q —;
R F2 is —Rf 2 p —R F —O q —;
Rf 1 is each independently at each occurrence a C 1-16 alkyl group optionally substituted with one or more fluorine atoms;
Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms;
R F is each independently at each occurrence a divalent fluoropolyether group;
p is 0 or 1;
q is each independently at each occurrence 0 or 1.
3. A method for producing a fluoropolyether group-containing compound comprising reacting a fluoropolyether group-containing compound of formula (4a) or (4b):
with dimethyl (1-diazo-2-oxopropyl)phosphonate to obtain the fluoropolyether group-containing compound of formula (3a) or formula (3b):
R F1 —C≡C—H (3a)
H—C≡C—R F2 —C≡C—H (3b)
wherein
R F1 is each independently at each occurrence Rf 1 —R F —O q —;
R F2 is —Rf 2 p —R F —O q —;
Rf 1 is each independently at each occurrence a C 1-16 alkyl group optionally substituted with one or more fluorine atoms;
Rf 2 is a C 1-6 alkylene group optionally substituted with one or more fluorine atoms;
R F is each independently at each occurrence a divalent fluoropolyether group;
p is 0 or 1;
q is each independently at each occurrence 0 or 1
the fluoropolyether group-containing compound of formula (4a) or (4b) is obtained according to claim 2 .
4. The method for producing a fluoropolyether group-containing compound according to claim 1 , wherein R F is each independently at each occurrence a group represented by formula:
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —
wherein
a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and fis 1 or more, and the occurrence order of the respective repeating units enclosed in parentheses provided with a, b, c, d, e or f is not limited in the formula.
5. The method for producing a fluoropolyether group-containing compound according to claim 1 ,
wherein
R 1 and R 2, each independently at each occurrence, are an alkyl group or an alkoxy group having 1 to 10 carbon atoms, or together form a group having a heterocyclic ring structure, wherein the ring structure contains 2 to 10 carbon atoms.
6. The method for producing a fluoropolyether group-containing compound according to claim 1 ,
wherein
R 1 and R 2, each independently at each occurrence, are a C 1-10 alkyl group or a C 1-10 alkoxy group, together form a group having a ring structure, wherein the ring structure is a 5 to 10-membered heterocyclic ring, or together form a group having a condensed ring, wherein the condensed ring contains a 5 to 10-membered heterocyclic ring and a 3 to 10-membered ring other than the heterocyclic ring.
7. The method for producing a fluoropolyether group-containing compound according to claim 1 , wherein
R 1 and R 2, each independently, are a C 1-10 alkoxy group or a C 1-10 alkyl group, or
R 1 and R 2, together with a nitrogen atom to which they are bonded, form a group of the following formula:
wherein * is a bond.
8. The method for producing a fluoropolyether group-containing compound according to claim 1 , wherein
one of R 1 and R 2 is a methyl group and the other is a methoxy group, or
R 1 and R 2, together with a nitrogen atom to which R 1 and R 2 are bonded, form a group of the following formula:
wherein * is a bond.
9. The method for producing a fluoropolyether group-containing compound according to claim 2 , wherein R F is each independently at each occurrence a group represented by formula:
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —
wherein a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and fis 1 or more, and the occurrence order of the respective repeating units enclosed in parentheses provided with a, b, c, d, e or fis not limited in the formula.
10. The method for producing a fluoropolyether group-containing compound according to claim 3 , wherein R F is each independently at each occurrence a group represented by formula:
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —
wherein
a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and fis 1 or more, and the occurrence order of the respective repeating units enclosed in parentheses provided with a, b, c, d, e or fis not limited in the formula.