Polycationic polymer salts, their production and use

Details Polycationic polymer salts, their production and use Polycationic polymer salts, their production and use

2000-12-21

2002-07-30

Truong, Duc (Department: 1711)

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

Synthetic resins

At least one aryl ring which is part of a fused or bridged...

C524S800000, C528S403000, C528S421000, C528S482000

Reexamination Certificate

active

06426382

ABSTRACT:

BACKGROUND OF THE INVENTION
In U.S. Pat. No. 4,718,918 there is described a process for dyeing or optically brightening textile material, in which before or after dyeing or optical brightening the textile material is treated with a certain cationic polymer; although in the generic description there is also mentioned that the polymer may also be added simultaneously, there is no particular description or exemplification of this variant. From U.S. Pat. No. 4,695,405 there are known certain polycationic polymers containing a nitro group and aromatic or heteroaromatic rings, which serve as fluorescence quenchers. From U.S. Pat. No. 3,909,441 there are known compositions containing complexes of certain vinylic polymers and a very low proportion of optical brightener, which are used in dispersion in certain binders in UV filter layers in photography.
SUMMARY OF THE INVENTION
In the production of paper it is usual to employ retention agents, dewatering agents and/or fixatives in order to improve the speed of production or other properties and yield of the product. These adjuvants are mostly of cationic character, and if it is desired to produce an optically brightened paper, care should be taken that with the use of an anionic optical brightener there does not occur a precipitation by interaction of the anionic and cationic substances. In order to avoid such an undesirable precipitation, the cationic agents are usually added at a sufficient time after the addition of the anionic component, either within a very short time range immediately before sheet formation (i.e. a few seconds before conveying the pulp to the paper sheet forming part of the assembly) or after sheet formation.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
It has now surprisingly been found that a certain combination of anionic optical brighteners with certain polycationic polymers, as defined below, in aqueous solution, especially in concentrated aqueous solution, is of unexpected stability and provides a valuable multi-functional agent that combines the activity of optical brighteners and of the cationic polymers (e.g. as retention assistant, drainage assistant or fixative in paper production), which in the production of optically brightened paper allows the addition of optical brightener together with the cationic polymer, e.g. by adding it to the stock at any time before sheet formation.
The invention relates to the defined aqueous solutions, their production and use.
The invention thus provides an aqueous solution of a polycationic polymer (P
AB
) containing quaternary ammonium groups in salt form as heteroatomic chain members or ring members of the polymer, wherein a part of the counter-ions to the quaternary cationic groups are anionic groups of anionic optical brighteners, containing at least one anionic group.
The above (P
AB
)-solutions can be prepared in a very easy way, by mixing of at least one suitable anionic optical brightener with a suitable polycationic polymer, containing quaternary ammonium groups in salt form as heteroatomic chain members or ring members of the polymer, in suitable proportion, in aqueous solution.
The process for the production of an aqueous solution of a polycationic polymer (P
AB
) as defined above is in particular characterised in that an aqueous solution of
(B) an anionic optical brightener in free acid or alkali metal salt form is added to an aqueous solution of
(P
A
) a polycationic polymer containing quaternary ammonium groups in salt form as heteroatomic chain members or ring members of the polymer, in which the counter-ions to the cationic quaternary ammonium groups are anions of mineral acids, anions of low molecular carboxylic acids or anions deriving from a quaternizing agent,
in such an equivalents ratio that the quaternary ammonium cationic groups in (P
A
) are in excess over the anionic groups in (B) and the obtained product (P
AB
) is in the form of an aqueous solution.
As (B) there may be employed any anionic optical brightener that is water soluble in the form of its alkali metal salt, in particular anionic optical brighteners suitable for the optical brightening of paper, advantageously containing 2 to 10 anionic groups, preferably 4 to 10 anionic groups, the anionic groups being preferably sulphonate groups and/or carboxylate groups, e.g. 2 to 8, more preferably 2 to 6, sulphonate groups and optionally 2 to 4 carboxylate groups. Anionic optical brighteners, especially those suitable for the optical brightening of paper, are well known in the art and also described in the specialised literature. Preferred categories of optical brighteners are those of the diaminostilbene, bisstilbyl (also referred to as bis styryl biphenyl) or 1,3-diphenylpyrazoline series, e.g. of the following formulae:
wherein
R
1
, R
2
, R
3
and R
4
signify, independently from each other, the radical of an amine or of an alcohol,
R
5
and R
7
signify, independently from each other, C
1-2
-alkyl, phenyl or sulphophenyl,
R
6
and R
8
signify, independently from each other, hydrogen, C
1-2
-alkyl, phenyl or sulphophenyl,
R
9
and R
10
signify, independently from each other, hydrogen, C
1-2
-alkyl or -alkoxy, chlorine or —SO
3
M,
R
11
, signifies a radical of formula —SO
2
—(NH)
m
—(C
2-4
-alkylene)—SO
3
M,
m signifies zero or one,
R
12
signifies hydrogen,
R
13
signifies hydrogen or —CH
2
—SO
3
M,
R
14
signifies hydrogen or chlorine,
R
15
signifies hydrogen or, if R
14
signifies chlorine, also methyl
and M signifies hydrogen or an alkali metal cation,
with the proviso that formula (IV) contains at least one sulpho group in at least one of R
11
, and R
12
,
In the significances of R
1
, R
2
, R
3
and R4 the radical of an alcohol is preferably the radical of an aliphatic alcohol or of a phenol. The radical of the aliphatic alcohol is preferably C
1-4
-alkoxy, the phenol radical is preferably unsubstituted phenoxy. The amine radical is preferably optionally substituted anilino or an aliphatic aminogroup —NR
0
′R
0
″, wherein
R
0
′ signifies hydrogen, C
1-4
-alkyl, benzyl, C
2-3
-hydroxyalkyl or carboxy-(C
1-4
-alkyl),
R
0
″ signifies hydrogen, C
1-4
-alkyl, C
2-3
-hydroxyalkyl, sulpho-C
1-3
-alkyl, sulpho-C
3-4
-hydroxyalkyl, cyano-(C
1-3
-alkyl), carbamoyl-(C
1-3
-alkyl), carboxy-(C
1-4
-alkyl), carboxy-[cyano-(C
2-3
-alkyl)], carboxy-[carbamoyl-(C
2-3
-alkyl)] or dicarboxy-(C
2-3
-alkyl),
or R
0
′ and R
0
″ together with the nitrogen to which they are linked form a heterocycle, R
1
and R
3
preferably signify an optionally substituted anilino group of formula
 wherein
R
0
′″ signifies hydrogen, methyl, methoxy or chlorine, preferably hydrogen, and n signifies 0, 1 or 2,
or an aliphatic aminogroup —NR
0
′R
0
″,
R
0
′ preferably signifies C
1-2
-alkyl, benzyl, C
2-3
-hydroxyalkyl or carboxy-(C
1-2
-alkyl).
R
0
″ preferably signifies C
2-3
-hydroxyalkyl, carbamoyl-(C
1-3
-alkyl), cyano-(C
1-3
-alkyl) or carboxy-(C
1-2
-alkyl).
If R
0
′ and R
0
″ together with the nitrogen to which they are linked form a heterocycle, this is preferably a morpholine ring or a carboxypyrrolidine ring,
R
2
and R
4
preferably signify methoxy, phenoxy or more preferably an aliphatic aminogroup —NR
0
′R
0
″,
The two symbols R
1
and R
3
in formula (I) may have the same significance or different significances. Preferably they have the same significance.
Similarly also the two symbols R
2
and R
4
in formula (I) may have the same significance or different significances. Preferably they have the same significance.
R
5
and R
7
preferably signify phenyl or sulphophenyl.
R
6
and R
8
preferably signify hydrogen or C
1-2
-alkyl.
The two symbols R
5
and R
7
in formula (II) may have the same significance or different significances. Preferably they have the same significance.
Similarly also the two symbols R
6
and R
8
in formula (II) may have the same significance or different significances. Preferably they have the same significance.
The two sulpho groups shown in formula (III) with a float

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