Phosphate type water and oil repellent composition

Details Phosphate type water and oil repellent composition Phosphate type water and oil repellent composition

1999-11-05

2001-11-13

Green, Anthony (Department: 1755)

Compositions: coating or plastic

Coating or plastic compositions

Coating repellent

C252S008570, C427S389000, C427S391000, C428S473000, C428S537500

Reexamination Certificate

active

06315822

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a water and oil repellent composition. The water and oil repellent composition of the present invention is excellent in storage stability, and particularly when applied to paper, it imparts excellent water resistance and sizing property of the paper. Further, when applied to natural leather or synthetic leather, it imparts excellent water resistance and oil resistance thereto.
2. Description of the Background
Heretofore, as a water and oil repellent for paper, an amine salt of a phosphate containing a polyfluoroalkyl group (hereinafter referred to as a R
f
) has been known, and it has been widely employed in a premixing method wherein it is incorporated during paper making an in a post treatment method wherein it is incorporated during immersion of sheeted paper. However, particularly when the post treatment method is employed, if the treatment is carried out at a high speed by means of a sizing press or a coater, there has frequently been a problem that the water resistance tends to be poor. Further, the water and oil repellent composed mainly of an amine salt of a phosphate containing an Rf group has had a problem that the storage stability is inadequate, and it undergoes a phase separation when stored for a long period of time. Further, there has been a problem such that the performance tends to be poor by an influence of the hardness of water to be used for e.g. dilution, by the presence of impurities or by other processing agents used together, or it forms a precipitate or gum-like substance, which may stain processing rolls.
As a composition for improving the dispersion stability of a water and oil repellent, a composition having a hydrocarbon type anionic surfactant incorporated to an amine salt of a phosphate containing a R
f
group (JP-A-64-6196) or a composition having a fluoroaliphatic hydrocarbon or chlorofluoroaliphatic hydrocarbon incorporated to an amine salt of a phosphate containing a R
f
group (JP-A-56-138197) has been proposed.
However, when such a conventional composition is applied to paper, a problem has been observed such that the water resistance is inadequate. Further, a problem has been observed such that the storage stability is inadequate, whereby it undergoes a phase separation during storage for a long period of time, or it undergoes phase separation also due to impurities or a processing agent used together.
SUMMARY OF THE INVENTION
It is an object of the present invention to solve the above-mentioned problems and to prove a water and oil repellent composition excellent in storage stability and oil repellency.
Particularly, it is an object of the present invention to provide a water and oil repellent composition, which exhibits excellent performance when applied to paper or leather.
A further object of the present invention is to provide a paper or leather treated with such a water and oil repellent composition.
That is, the present invention provides water and oil repellent composition comprising, as essential components, a phosphate of the following formula 1, a nonionic surfactant made of a compound containing at least one carbon-carbon triple bond and at least one hydroxyl group in its molecule and an aqueous medium:
(R
f
—Q—O—)
m
PO(OH)
n
(O
−
)
3−m−n
.(Y
+
)
3−m−n
  Formula 1
wherein R
f
is a polyfuluoroalkyl group, Q is a bivalent organic group, Y
+
is a monovalent counter ion, m is an integer of from 1 to 3, and n is 0 or an integer of from 1 to 2, provided that (m+n) is 1, 2 or 3.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
Further, the present invention provides a paper or leather treated with such a water and oil repellent composition.
Now, the present invention will be described in detail with reference to the preferred embodiments.
The water and oil repellent composition of the present invention comprises a phosphate compound of the Formula 1, a nonionic surfactant made of a compound containing at least one carbon-carbon triple bond and at least one hydroxyl group in its molecule (hereinafter referred to as a specific nonionic surfactant), and an aqueous medium, as essential components.
R
f
in the formula 1 represents a R
f
group. The R
f
group is a group having at least two hydrogen atoms of an alkyl group substituted by fluorine atoms. The carbon number of the R
f
group is preferably from 2 to 20, particularly preferably from 6 to 16. The R
f
group may have a straight chain structure or a branched chain structure, particularly preferably a straight chain structure. In the case of a branched chain structure, it is preferred that the branched moiety is present at a terminal portion of the R
f
group; and it is a short chain having from 1 to 4 carbon atoms. The R
f
group may contain other halogen atoms than fluorine atoms. As such other halogen atoms, chlorine atoms are preferred.
An etheric oxygen atom or a thioetheric sulfur atom may be inserted between the carbon-carbon bond in the R
f
group. The structure of the terminal portion of the R
f
group 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
.
The number of the fluorine atoms in the R
f
group is at least 60%, particularly preferably at least 80%, when it is represented by the formula of [(number of fluorine atoms in the R
f
group)/(number of hydrogen atoms contained in an alkyl group having the same carbon number as in the R
f
group)]×100 (%). Further, the R
f
group is preferably a group having all hydrogen atoms in an alkyl group substituted by fluorine atoms (i.e. a perfluoroalkyl group), or a group having a perfluoroalkyl group at its terminal portion. The carbon number of the perfluoroalkyl group is preferable from 2 to 20, particularly preferably from 6 to 16. If the carbon number is too small, the oil repellency performance tends to be low, and if the carbon number is too large, handling tends to be difficult.
The following groups may be mentioned as specific examples of the R
f
group.
C
4
F
9
— [any one of structural isomers such as F(CF
2
)
4
—, (CF
3
)
2
CFCF
2
—, (CF
3
)
3
C— and CF
3
CF
2
CF(CF
3
)—], C
5
F
11
— [such as F(CF
2
)
5
—], C
6
F
13
— [such as (CF
2
)
6
—], 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
)
S
— (wherein s is an integer of from 2 to 16), H(CF2)
t
— (wherein t is an integer of from 2 to 16), (CF
3
)
2
CF(CF
2
)
y
— (wherein y is an integer of from 1 to 14), etc.
The following groups may be mentioned as specific examples of the case where the R
f
group is a group having an etheric oxygen atom or a thioetheric sulfur atom inserted between the carbon-carbon bond.
F(CF
2
)
5
OCF(CF
3
)—, F[CF(CF
3
)CF
2
O]
r
CF(CF
3
)CF
2
CF
2
—, F[CF(CF
3
)CF
2
O]
z
CF(CF
3
)—, F[CF(CF
3
)CF
2
O]
u
CF
2
CF
2
—, F(CF
2
CF
2
CF
2
O)
v
CF
2
CF
2
—, F(CF
2
CF
2
O)
w
CF
2
CF
2
— (wherein each of r and z is an integer of from 1 to 10, u is an integer of from 2 to 6, v is an integer of from 1 to 11, and w is an integer of from 1 to 11).
F(CF
2
)
5
sCF(CF
3
)—,F[CF(CF
3
)CF
2
s]
r
CF(CF
3
)CF
2
CF
2
—, F[CF(CF
3
)CF
2
s]zCF(CF
3
)—, F[CF(CF
3
)CF
2
s]
u
CF
2
CF
2
—, F(CF
2
CF
2
s)
v
CF
2
CF
2
—, F(CF
2
CF
2
s)
w
CF
2
CF
2
—, C
8
F
17
SO
2
N(C
2
H
5
)— (wherein each of r and z is an integer of from 1 to 10, u is an integer of from 2 to 6, v is an integer of from 1 to 11, and w is an integer of from 1 to 11).
R
f
in the Formula 1 is preferably a straight chain perfluoroalkyl group represented by —(CF
2
)
i
F (wherein i is an integer of from 2 to 20, preferably an integer of from 6 to 16).
M is an integer of from 1 to 3, and n is 0 or an integer of 1 or 2, provided that (m+n) is 1

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