Water-and-oil repellant composition of aqueous dispersion type

Details Water-and-oil repellant composition of aqueous dispersion type Water-and-oil repellant composition of aqueous dispersion type

2000-12-28

2002-09-10

Green, Anthony J. (Department: 1755)

Compositions: coating or plastic

Coating or plastic compositions

Coating repellent

C252S008570, C252S008620, C428S473000, C428S537500

Reexamination Certificate

active

06447588

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a water dispersion type water and oil repellent composition which is excellent in storage stability and which undergoes little change in viscosity even when freezing/thawing cycles are repeated. Particularly, the present invention relates to a water dispersion type water and oil repellent composition which is capable of imparting excellent water and oil resistance to paper constantly.
BACKGROUND ART
As a water and oil repellent for paper, a phosphate containing a polyfluoroalkyl group (hereinafter referred to as R
f
) is known. Such a water and oil repellent is widely employed, for example, in internal sizing treatment wherein it is incorporated at the time of sheeting paper or size press treatment wherein sheeted paper is dipped.
However, a water dispersion type water and oil repellent composition containing a R
f
-containing phosphate as the main component has no adequate storage stability, and the viscosity tends to increase when freezed during storage or during transportation. The water dispersion type water and oil repellent composition having the viscosity thus increased, is incapable of imparting adequate water and oil resistance to paper. Accordingly, with a conventional water dispersion type water and oil repellent composition, it has been necessary to pay an attention to the environment for storage, for example, by controlling the temperature to prevent freezing.
In order to improve the storage stability of a water dispersion type water and oil repellent composition, an oil resistant agent for paper having an anionic surfactant added to a R
f
-containing phosphate (JP-A-64-6196) or a water and oil repellent having a fluoroaliphatic hydrocarbon added to a R
f
-containing phosphate (JP-A-56-138197) has, for example, been proposed.
By the above proposed improvements, the storage stability has been improved to some extent, but has not yet been practically satisfactory. Further, there has been a problem from the viewpoint of the handling efficiency such that the flash point of the additive itself is low.
The present invention has an object to provide a water dispersion type water and oil repellent composition which is excellent in storage stability and which undergoes little change in viscosity even when freezing/thawing cycles are repeated. Particularly, the present invention has an object to provide a water dispersion type water and oil repellent composition which is capable of imparting excellent water and oil resistance to paper constantly.
DISCLOSURE OF THE INVENTION
The present invention provides a water and oil repellent composition, particularly a water dispersion type water and oil repellent composition, comprising a compound represented by the following formula 1 and the following compound B, as essential components:
[R
f
QO]
m
[HO]
n
[Y
+
O
−
]
k
P═O  Formula 1
provided that the symbols in the formula have the following meanings:
R
f
: a polyfluoroalkyl group,
Q: a bivalent organic group,
Y
+
: (N
+
HI
1
R
2
R
3
) or an alkali metal cation, wherein each of R
1
, R
2
and R
3
, which are independent of one another, is a hydrogen atom, —CH
2
CH
2
OH, —CH
2
CH
2
CH
2
OH, —CH(CH
3
)CH
2
OH or —CH
2
CH(OH)CH
3
,
m, n and k: each being an integer, m≧1, n≧0, k≧0, and m+n+k=3;
Compound B: a compound which is miscible with water at any optional ratio and which has a flash point of from 50 to 150° C.
BEST MODE FOR CARRYING OUT THE INVENTION
The water and oil repellent composition of the present invention contains the compound (hereinafter referred to also as the compound A) represented by the formula 1, as an essential component.
R
f
in the compound A represents a polyfluoroalkyl group, which is a group having at least two hydrogen atoms in an alkyl group substituted by fluorine atoms. The carbon number of R
f
is preferably from 2 to 20. If the carbon number is less than 2, the oil resistance tends to be low, and if it exceeds 20, the compound tends to be solid at room temperature and have a large sublimation property, whereby handling tends to be difficult. The carbon number of R
f
is particularly preferably from 6 to 16. R
f
is a straight chain or branched group, preferably a straight chain group. In the case of a branched group, it is preferred that the branch moiety is present at a terminal portion of R
f
and the branch moiety is a short chain having a carbon number of from about 1 to 4.
The number of fluorine atoms in R
f
is preferably at least 60%, particularly preferably at least 80%, when it is represented by [(number of fluorine atoms in R
f
)/(number of hydrogen atoms contained in an alkyl group having the same carbon number as R
f
)]×100(%). R
f
is preferably a group having all hydrogen atoms in an alkyl group substituted by fluorine atoms, i.e. a perfluoroalkyl group. Further, R
f
is preferably a straight chain perfluoroalkyl group i.e. a group represented by F(CF
2
)
i
— (i is an integer of from 2 to 20), particularly a group wherein i is an integer of from 6 to 16.
Further, R
f
may contain a halogen atom other than a fluorine atom. As such other halogen atom, a chlorine atom is preferred. Further, an etheric oxygen atom or a thioetheric sulfur atom may be inserted between a carbon-carbon bond in R
f
. The structure of the terminal portion of R
f
may, for example, be —CF
2
CF
3
, —CF(CF
3
)
2
, —CF
2
H, —CFH
2
, or —CF
2
Cl, preferably —CF
2
CF
3
.
A specific example of R
f
may be C
4
F
9
— including structurally isomeric groups such as F(CF
2
)
4
—, (CF
3
)
2
CFCF
2
[F(CF
2
)
4
—, (CF
3
)
3
C— and F(CF
2
)
2
CF(CF
3
)—], C
5
F
11
— [such as F(CF
2
)
5
—], Cl(CF
2
)
s
—, H(CF
2
)
s
— (s is an integer of from 2 to 5) or (CF
3
)
2
CF(CF
2
)
q
— (q is 1, 2, 14), but the following groups are preferred.
C
6
F
13
— [including structurally isomeric groups such as F(CF
2
)
6
—, (CF
3
)
2
CF(CF
2
)
3
—, (CF
3
)
3
C(CF
2
)
2
— and F(CF
2
)
4
CF(CF
3
)—], C
7
F
15
— [such as F(CF
2
)
7
—], C
8
F
17
— [such as F(CF
2
)
8
—], C
9
F
19
— [such as F(CF
2
)
9
—], C
10
F
21
— [such as F(CF
2
)
10
—], C
12
F
25
— [such as F(CF
2
)
12
—], C
14
F
29
— [such as F(CF
2
)
14
—], C
16
F
33
— [such as F(CF
2
)
16
—], Cl(CF
2
)
t
—, H(CF
2
)
t
— (t is an integer of from 6 to 16), (CF
3
)
2
CF(CF
2
)
y
— (y is an integer of from 3 to 13), etc.
A specific example of a case where R
f
is a group having an etheric oxygen atom or a thioetheric sulfur atom inserted between a carbon-carbon bond, may be F[CF(CF
3
)CF
2
O]
h
CF(CF
3
)(CF
2
)
2
—, F[CF(CF
3
)CF
2
O]
k
CF(CF
3
)—, F[CF(CF
3
)CF
2
O]
j
(CF
2
)
2
—, F[(CF
2
)
2
O]
p
(CF
2
)
2
—, F[CF(CF
3
)CF
2
S]
h
CF(CF
3
)(CF
2
)
2
—, F[CF(CF
3
)CF
2
S]
k
CF(CF
3
)—, F[CF(CF
3
)CF
2
S]
j
(CF
2
)
2
—, F[(CF
2
)
2
S]
p
(CF
2
)
2
—, (h is an integer of from 5 to 10, k is an integer of 1 or from 5 or 10, j is 5 or 6, and p is an integer of 1 or from 8 to 11), etc., but the following groups are preferred, wherein r is an integer of from 1 to 4, z is an integer of from 2 to 4, and v is an integer of from 2 to 7.
F(CF
2
)
5
OCF(CF
3
)—, F[CF(CF
3
)CF
2
O]
r
CF(CF
3
)(CF
2
)
2
—, F[CF(CF
3
)CF
2
O]
z
CF(CF
3
)—, F[CF(CF
3
)CF
2
O]
z
(CF
2
)
2
—, F[(CF
2
)
2
O]
v
(CF
2
)
2
—.
F(CF
2
)
5
SCF(CF
3
)—, F[CF(CF
3
)CF
2
S]
r
CF(CF
3
)(CF
2
)
2
—, F[CF(CF
3
)CF
2
S]
z
CF(CF
3
)—, F[CF(CF
3
)CF
2
S]
z
(CF
2
)
2
—, F[(CF
2
)
2
S]
v
(CF
2
)
2
—, C
8
F
17
SO
2
N(C
2
H
5
)—.
Each of m, n and k in the compound A is an integer, m≧1, n≧0 and k≧0, and m+n+k=3. m is preferably 1 or 2, and n is preferably 0.
Q in the compound A is a bivalent organic group and may, for example, be a C
2-6
alkylene group or —SO
2
NR
4
R
5
— (R
4
and R
5
are a C
1-5
alkylene group). Q is preferably —CH
2
CH
2
— or —SO
2
N(C
2
H
5
)CH
2
CH

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