US2021301083A1PendingUtilityA1
Processes for producing fluorinated ether compounds
Est. expiryAug 30, 2036(~10.1 yrs left)· nominal 20-yr term from priority
C08G 2650/48C08G 65/336C08G 65/33306C08G 65/3236C08G 65/007C08G 65/337C09D 171/02C09D 5/00C09D 171/00
72
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Claims
Abstract
Processes for producing a fluorinated ether compound are provided by which fluorinated ether compound capable of imparting excellent water/oil repellency, to a substrate surface or a hard coat layer can be easily produced in high yield. A process comprising reacting Rf(CF2)a—CF2OC(═O)Rf4 or Rf(CF2)a—C(═O)X1 with HN(—R1CH═CH2)2 to obtain Rf(CF2)a—C(═O)N(—R1CH2═CH2)2 and a process comprising obtaining the above product and reacting the product with HSiR2nL3−n to obtain Rf(CF2)a—C(═O)N(—R1CH2CH2SiR2nL3−n)2 wherein Rf is a linear polyfluoroalkyl group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms, Rf4 is a C1-30 perfluoroalkyl group or the like, X1 is a halogen atom, R1 is an alkylene group, a is an integer of from 1 to 5, R2 is a monovalent hydrocarbon group, L is a hydrolyzable group, and n is an integer of from 0 to 2.
Claims
exact text as granted — not AI-modified1 . A process for producing a fluorinated ether compound with good storage stability and a purity of at least 99%, the process comprising reacting a compound represented by the following formula (3) or a compound represented by the following formula (4) with a compound represented by the following formula (5) to obtain a compound represented by the following formula (2):
R
f
(
C
F
2
)
a
-
C
F
2
OC
(
=
O
)
R
f
4
(
3
)
R
f
(
C
F
2
)
a
-
C
(
=
O
)
X
1
(
4
)
HN
(
-
R
1
CH
=
CH
2
)
2
(
5
)
R
f
(
C
F
2
)
a
-
C
(
=
O
)
N
(
-
R
1
C
H
=
C
H
2
)
2
(
2
)
wherein R f is a linear polyfluoroalkoxy group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms,
R f4 is a C 1-30 perfluoroalkyl group or a C 2-30 perfluoroalkyl group having an etheric oxygen atom between carbon atoms,
X 1 is a halogen atom,
R 1 is an alkylene group, and
a is an integer of from 1 to 5.
2 . The process for producing a fluorinated ether compound according to claim 1 , wherein R f is a linear perfluoroalkoxy group having at least two carbon atoms and at least one etheric oxygen atom between carbon atoms.
3 . The process for producing a fluorinated ether compound according to claim 1 , wherein R f (CF 2 ) a — is a group represented by the following formula (7):
R f1 O(R f2 O) m1 (R f3 O) m2 (CF 2 ) a — (7)
wherein m1 is an integer of from 0 to 10, m2 is an integer of from 2 to 200,
R f1 is a C 1-20 linear perfluoroalkyl group when m1 is 0, or a C 1-20 linear perfluoroalkyl group or a C 2-20 linear perfluoroalkyl group having at least one etheric oxygen atom between carbon atoms when m1 is at least 1,
R f2 is a C 1-10 linear fluoroalkylene group having at least one hydrogen atom, provided that when m1 is at least 2, (R f2 O) m1 may be composed of at least two kinds of R f2 O different in either or both of the number of carbon atoms and the number of hydrogen atoms, and
R f3 is a C 1-10 linear perfluoroalkylene group, provided that (R f3 O) m2 may be composed of at least two kinds of R f3 O different in the number of carbon atoms.
4 . The process for producing a fluorinated ether compound according to claim 3 , wherein m1 is an integer of from 0 to 3.
5 . The process for producing a fluorinated ether compound according to claim 3 , wherein (R f3 O) m2 is {(CF 2 O) m21 (CF 2 CF 2 O) m22 } (wherein each of m21 and m22 is an integer of at least 1, and m21+m22 is an integer of from 2 to 200, provided that each CF 2 O and each CF 2 CF 2 O may be bonded in any order) or (CF 2 CF 2 OCF 2 CF 2 CF 2 CF 2 O) m25 CF 2 CF 2 O (wherein m25 is an integer of from 1 to 99).
6 . The process for producing a fluorinated ether compound according to claim 3 , wherein R f (CF 2 ) a — is a group represented by the following formula (7-1), a group represented by the following formula (7-2) or a group represented by the following formula (7-3):
R f11 O{(CF 2 O) m21 (CF 2 CF 2 O) m22 }CF 2 — (7-1)
R f11 OCHFCF 2 OCH 2 CF 2 O{(CF 2 O) m21 (CF 2 CF 2 O) m22 }CF 2 — (7-2)
R f11 O(CF 2 CF 2 OCF 2 CF 2 CF 2 CF 2 O) m25 CF 2 CF 2 OCF 2 CF 2 CF 2 — (7-3)
wherein R f11 is a C 1-20 perfluoroalkyl group,
each of m21 and m22 is an integer of at least 1, and m21+m22 is an integer of from 2 to 200, provided that each CF 2 O and each CF 2 CF 2 O may be bonded in any order, and
m25 is an integer of from 1 to 99.
7 . The process for producing a fluorinated ether compound according to claim 3 , wherein m1 is 0.
8 . The process for producing a fluorinated ether compound according to claim 1 , wherein the compound represented by the formula (5) is diallylamine.
9 . The process for producing a fluorinated ether compound according to claim 1 , wherein the compound represented by the formula (3) or the compound represented by the formula (4) is reacted with the compound represented by the formula (5) in a liquid medium.
10 . The process for producing a fluorinated ether compound according to claim 1 , wherein the reacting is carried out in a fluorinated organic solvent.Join the waitlist — get patent alerts
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