Water repellent and oil resistant composition

Details Water repellent and oil resistant composition Water repellent and oil resistant composition

2002-06-10

2004-04-13

Mulcahy, Peter D. (Department: 1713)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Processes of preparing a desired or intentional composition...

C524S052000, C524S366000, C524S376000, C524S186000, C524S503000, C524S520000

Reexamination Certificate

active

06720371

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a water repellent and oil resistant composition, and a substrate such as a paper treated by means of such a composition.
BACKGROUND ART
Reflecting a growing concern about environment, paper has been used for containers for foods, confectionary, etc. To such paper, treatment for water repellency and oil resistance is applied in order to prevent staining of a hand or the like with oil or water contained in the foods, confectionary, etc.
Among methods for treating paper for water repellency and oil resistance, in size press treatment wherein base paper is impregnated or coated with a treating agent, a size press or various coaters are employed, and drying is carried out at a temperature of from 80 to 100° C. for from a few seconds to a few tens minutes. Accordingly, in order to impart a high level of water repellency and oil resistance by drying at such a low temperature for such a short time, a polymer excellent in a film-forming property at a low temperature, i.e. a copolymer of vinylidene chloride and a (meth)acrylate having a polyfluoroalkyl group, has been proposed. However, there has been a problem that since the dipping time is short, absorption to paper tends to be inadequate, and water repellency and oil resistance can not be simultaneously satisfied.
The present inventors have found that by treating paper by means of a water repellent and oil resistant composition comprising a copolymer having certain specific polymerized units and a certain specific water-soluble polymer, high water repellency can be realized while maintaining high oil resistance, even by drying at a low temperature for a short time. The present invention has an object to provide a water repellent and oil resistant composition which is capable of imparting excellent water repellency and oil resistance to paper. Further, the water repellent and oil resistant composition of the present invention is capable of imparting water repellency and oil resistance to a substrate other than paper.
DISCLOSURE OF THE INVENTION
The present invention provides a water repellent and oil resistant composition comprising the following fluorocopolymer (A), a non-fluorine surfactant (B), a medium (C) and the following water-soluble polymer (D), as the essential components:
Water-soluble polymer (D): a water-soluble polymer selected from a polyacrylamide, a polyvinyl alcohol and starch;
Fluorocopolymer (A): a copolymer comprising polymerized units of a (meth)acrylate having a polyfluoroalkyl group, polymerized units of a vinylidene halide and polymerized units of a compound represented by the following formula (1):
CH
2
═C (R)CO—Y—(CH
2
)
n
—CH(R
4
)—CH
2
N
+
(R
1
)(R
2
)(R
3
)·X
−
  (1)
provided that symbols in the formula (1) have the following meanings:
R: a hydrogen atom or a methyl group;
Y: an oxygen atom or a bivalent organic group;
R
1
, R
2
: each independently is a hydrogen atom or an alkyl group, or they together form an alkylene group, or together form an alkylene group having an etheric oxygen atom between carbon—carbon;
R
3
: a hydrogen atom or an alkyl group;
R
4
: a hydrogen atom or a hydroxyl group;
n: 0, 1, 2, 3 or 4; and
X
−
: a counter ion.
BEST MODE FOR CARRYING OUT THE INVENTION
In this specification, a polyfluoroalkyl group is represented by a R
f
group. Further, an acrylate and a methacrylate will generally be represented by a (meth)acrylate.
In the present invention, 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. If the carbon number is less than 2, the water repellency tends to be low, and if it exceeds 20, the polymerizable monomer tends to be solid at normal temperature, and the sublimation property tends to be high, whereby handling tends to be difficult.
The R
f
group may have a straight chain structure or a branched structure, but a straight chain structure is preferred. In the case of a branched structure, it is preferred that the branched moiety is present at a terminal portion of the R
f
group, and the branched moiety is of a short chain having a carbon number of from about 1 to 4.
Fluorine atoms in the R
f
group are preferably at least 60%, particularly preferably at least 80%, when they are represented by [(number of fluorine atoms in the R
f
group)/(number of hydrogen atoms contained in an alkyl group having the same carbon number as the R
f
group)]×100(%). 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 (hereinafter referred to as a R
F
group). Further, the R
F
group is preferably a R
F
group having a straight chain structure, i.e. a group represented by F(CF
2
)
i
— (i is an integer of from 2 to 20), particularly preferably a group wherein i is an integer of from 6 to 16.
Further, the R
f
group 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 the R
f
group.
The terminal portion of the R
f
group may, for example, be CF
3
CF
2
—, (CF
3
)
2
CF—, CHF
2
—, CH
2
F— or CClF
2
—, and CF
3
CF
2
— is preferred.
Specific examples of the R
f
group will be given below. The following examples include structurally isomeric groups having the same molecular formula. In the following examples, t is an integer of from 2 to 20, e is an integer of from 1 to 17, r is an integer of from 1 to 5, z is an integer of from 1 to 6, and w is an integer of from 1 to 9.
C
4
F
9
—[F(CF
2
)
4
—, (CF
3
)
2
CFCF
2
—, or (CF
3
)
3
C—], C
5
F
11
— [such as F(CF
2
)
5
— or (CF
3
)
3
CCF
2
—], C
6
F
13
— [such as F(CF
2
)
6
—] C
7
F
15
—, C
8
F
17
—, C
9
F
19
—, C
10
F
21
—, Cl(CF
2
)
t
—, H(CF
2
)
t
—, (CF
3
)
2
CF(CF
2
)
e
—, etc.
F(CF
2
)
50
CF(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]
z
CF
2
CF
2
—, F(CF
2
CF
2
CF
2
O)
z
CF
2
CF
2
—, F(CF
2
CF
2
O)
w
CF
2
CF
2
—, etc.
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]
z
CF(CF
3
)—, F[CF(CF
3
)CF
2
S]
z
CF
2
CF
2
—, F(CF
2
CF
2
CF
2
S)
z
CF
2
CF
2
—, F(CF
2
CF
2
S)
z
CF
2
CF
2
—, etc.
In the fluorocopolymer (A), the polymerized units of a (meth)acrylate having a R
f
group, are preferably polymerized units of a compound represented by the following formula (2). Here, in the formula (2), R
f
is a R
f
group, Q is a bivalent organic group, and R
a
is a hydrogen atom or a methyl group.
R
f
—Q—OCOCR
a
═CH
2
  (2)
Q in the formula (2) may preferably be e.g. —(CH
2
)
p+q
—, —(CH
2
)
p
CONH(CH
2
)
q
—, —(CH
2
)
p
OCONH(CH
2
)
q
—, —(CH
2
)
p
SO
2
NR
b
(CH
2
)
q
—, —(CH
2
)
p
NHCONH(CH
2
)
q
— or —(CH
2
)
p
CH(OH)(CH
2
)
q
—. Here, R
b
is a hydrogen atom or an alkyl group. Further, each of p and q is an integer of at least 0, and p+q is an integer of from 1 to 22.
Among them, preferred is —(CH
2
)
p+q
—, —(CH
2
)
p
CONH(CH
2
)
q
— or —(CH
2
)
p
SO
2
NR
b
(CH2)
q
—, wherein q is an integer of at least 2, provided that p+q is from 2 to 6. Particularly preferred is —(CH
2
)
p+q
— wherein p+q is from 2 to 6 i.e. an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group or a hexamethylene group is preferred. Further, it is preferred that fluorine atoms are bonded to the carbon atom of R
f
bonded to Q.
The (meth)acrylate having a R
f
group in the present invention is a compound having a R
f
group in an alcohol residue of a (meth)acrylate. The (meth)acrylate having a R
f
group may be a single type or two or more types. If the (meth)acrylate having a R
f
group is two or more types, it is preferably a mixture of two or more types of compounds differing in the carbon number of the R
f
group. F

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