[0001] The invention relates to a process for making paper or a corresponding fiber product,
which process comprises rendering hydrophobic the paper or corresponding fiber product.
The invention also relates to a cationic chemical which can be used as a hydrophobification
chemical, for example as a stock size or a surface size or a fixative or a dispersing
agent.
[0002] In hydrophobic sizing of paper, the paper is rendered water repellent, i.e. hydrophobic,
and thereby the penetration of aqueous liquids into the paper is prevented or decelerated.
The hydrophobification can be carried out by hydrophobic stock sizing, in which a
hydrophobification chemical is added to the water-containing fiber pulp suspension
before web forming, or by hydrophobic surface sizing, in which a hydrophobification
chemical is added to a preformed web.
[0003] There are known different types of synthetic chemicals usable for papermaking, some
examples being the following:
- alkenylsuccinic acid anhydride (ASA), described in US patent publication 3 821 069;
- alkylketene dimer (AKD), described in US patent publication 2 627 477;
- acid chloride, acid anhydride, enol ester, alkyl isocyanate and resin anhydride;
- quaternary organic ammonium salt, described in DE patent publication 36 34 277 A1.
[0004] The two biggest cellulose hydrophobification chemicals within the neutral range,
ruling the market at present, are ASA and AKD.
[0005] In papermaking it is also possible to add to the fiber pulp suspension auxiliary
chemicals, which include a chemical providing wet strength, i.e. a wet strength size,
such as formaldehyde urea adduct and dimethylol melamine, and a fixative, such as
polyaluminum chloride (PAC), which lowers the anionic quality of the pulp suspension
by attaching to anionic surfaces.
[0006] Known hydrophobification chemicals usually have one or more of the following drawbacks:
- they are not water-soluble and require stabilizers when being dispersed in water;
- they are not adsorbed to the fiber surface effectively enough from dilute aqueous
solutions;
- in an aqueous solution AKD and ASA become rapidly hydrolyzed to unusable hydrophobification
chemicals;
- they do not work effectively in the presence of a filler; and
- their manufacture is difficult.
- An essential ingredient in the mixture described in DE patent publication 36 34 277
A1 is a polymer which contains anionic groups, in which case a quaternary ammonium
salt alone, without the said polymer, softens the paper fibers, resulting in the reduction
of the paper breaking length.
[0007] The object of the present invention is generally to provide a cationic chemical by
the use of which as a hydrophobification chemical the drawbacks stated above are avoided
and which can also be used, for example, as a surface size, a fixative or a dispersing
agent. It is also an object of the invention to provide a process for rendering a
fiber product hydrophobic by the use of such a cationic chemical.
[0008] These objects have been achieved by the process according to the invention and with
the cationic chemical according to the invention, the main characteristics of which
are stated in the accompanying claims.
[0009] Thus the invention relates to a process for making paper or a corresponding fiber
product, the process being characterized in that a cationic chemical is added to paper
or a corresponding fiber product in order to render hydrophobic the paper or the corresponding
fiber product, the cationic chemical having the formula

where R
1, R
2 and R
3 are the same or different and are each a saturated or unsaturated acyclic, cyclic
or aromatic hydrocarbon containing 1-41 carbon atoms, R
4 is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon containing
1-41 carbon atoms and at least one oxygen atom, and X
- is an anion.
[0010] Furthermore, the invention relates to a cationic chemical for rendering paper or
a corresponding fiber product hydrophobic, the chemical being characterized in that
it contains a component derived from a compound having an OH group and a quaternary
ammonium salt component, and that it has the formula I presented above, and that it
has an ability to attach to anionic surfaces.
[0011] When the hydrocarbon groups R
1-R
4 are unsaturated, they may contain one or more double bonds. The hydrocarbon groups
R
1-R
4 may be derived from fatty acids. Examples of such suitable fatty acids include stearic
acid, palmitic acid, linoleic acid, oleic acid, montanic acid, pinoleic acid, and
tallow fatty acid. The hydrocarbon groups R
1-R
4 may also be derived from resin acid or disproportionated resin, which contain fused
ring structures.
[0012] The oxygen atom in group R
4 may, for example, be part of a chain (e.g. an ether or ester) or part of a cyclic
structure (e.g. a cyclic ether) or it may be a hydroxyl substituent.
[0013] One advantageous compound group is made up of compounds according to Formula I, where
R
4 is a glycidyl group.
[0014] Another advantageous compound group is made up of compounds having the formula

where R
1, R
2, R
3 and X
- stand for the same as in Formula I, A is a hydrocarbon which contains 1-6 carbon
atoms and may contain one or more oxygen atoms, and B is a saturated or unsaturated
acyclic, cyclic or aromatic hydrocarbon which contains 1-41 carbon atoms. B may be
derived from an alcohol, such as polyol (such as Penta E or starch).
[0015] A third advantageous group of compounds is made up of compounds having the formula

where R
1, R
2, R
3, X
- and A stand for the same as in Formulae I and II, and R is a saturated or unsaturated
acyclic, cyclic or aromatic hydrocarbon which contains 1-41 carbon atoms. R may be
derived from carboxylic acid.
[0016] X
- is preferably a halogen, but it may also be some other anionic component.
[0017] According to one embodiment of the invention, in Formula I two of groups R
1-R
3 are hydrocarbon groups containing 7-20 carbon atoms and the third is an alkyl group
containing 1-6 carbon atoms, such as a methyl group, R
4 is propylene oxide, and X
- is a halogen.
[0018] According to another embodiment of the invention, in Formula I one of groups R
1-R
3 is a hydrocarbon group containing 7-20 carbon atoms and the other two groups are
alkyl groups containing 1-6 carbon atoms, such as methyl groups, R
4 is propylene oxide, and X
- is a halogen.
[0019] According to a third embodiment of the invention, in Formula II groups R
3 and B are hydrocarbon groups containing 7-41 carbon atoms, groups R
1 and R
2 are alkyl groups containing 1-6 carbon atoms, such as methyl groups, A is hydroxypropyl,
and X
- is a halogen.
[0020] According to a fourth embodiment of the invention, in Formula III groups R
3 and R are hydrocarbon groups containing 7-41 carbon atoms, groups R
1 and R
1 are alkyl groups containing 1-6 carbon atoms, such as methyl groups, A is hydroxypropyl,
and X
- is a halogen.
[0021] According to one preferred embodiment, the said cationic chemicals are added as a
stock size to an aqueous fiber pulp suspension which possibly contains a filler, in
which case possibly a retention agent is also added to the fiber pulp suspension.
The filler may be, for example, calcium carbonate. The said cationic chemicals may
also be used as a surface size, in which case they are applied to the web by means
of a size press. In this case the stock size used may be a known stock size, such
as ASA or AKD.
[0022] The process according to the invention may additionally comprise a maturation treatment
at an elevated temperature, the maturation temperature being preferably approx. 110-140
°C and the maturation period being preferably approx. 1-120 min.
[0023] The said cationic chemicals are added typically approx. 0.01-2 % by weight, preferably
approx. 0.3-0.6 % by weight, calculated from the dry matter of the fiber.
[0024] The cationic chemical according to Formula I may be used together with known auxiliary
chemicals which chemically bond the chemical to the fiber. Such auxiliary chemicals
include wet strength sizes, such as formaldehyde urea adduct and dimethylol melamine,
and other chemicals generally known to persons skilled in the art.
[0025] The process according to the invention is suitable for rendering hydrophobic not
only paper but also other corresponding fiber products, such as board.
[0026] Compounds according to Formula I in which R
4 is a glycidyl group may be prepared, for example, by reacting a glycidyl halide with
an amine R
1R
3NR
2, whereupon the desired product is obtained with a high yield. This reaction can be
carried out in NTP conditions. The compound according Formula I may also be prepared
by any other method commonly known by persons skilled in the art.
[0027] The compounds according to Formula II can be prepared by reacting an alcohol having
the formula
B-OH IV
where B stands for the same as above, with a 2,3-epoxypropyl ammonium halide having
the formula

where R
1, R
2, R
3 and X
- stand for the same as above.
[0028] The compounds according to Formula III may be prepared by reacting a carboxylic acid
having the formula

where R stands for the same as above, with a 2,3-epoxypropyl ammonium halide according
to Formula V.
[0029] The compound according to Formula V, used as the initial substance, may be prepared
by reacting a glycidyl halide with an amine R
2R
3NR
1, whereupon the desired product is obtained with a high yield. This reaction can be
carried out in NTP conditions. The compound according to Formula V may also be prepared
by any other method commonly known by persons skilled in the art.
[0030] The advantageous and surprising characteristics of the invention include the following:
- the compounds according to the invention are water-soluble or readily dispersible
in water;
- the compounds according to the invention attach to fiber surface from dilute aqueous
solutions (cf. Table 5 below) ;
- a complete sizing is achieved by maturing a fiber material to which compounds according
to the invention have adhered: Cobb 60 number <20 (cf. Table 1 below) ;
- works both in neutral and in acid conditions:
- it is possible to use different types of pulps and mixtures thereof (e.g. pine, spruce,
groundwood; cf. Table 1 below) ;
- works also in the presence of a filler (CaCO3 2-20 %; cf. Table 1 below);
- by regulating the length of the hydrocarbon chains B/R and R1-R3 it is possible to reduce the maturation period of the chemical used with respect
to dosing/temperature (cf. Table 1 below) ;
- serves also as, for example, a fixative, in which case it is 2-3 times as effective
as PAC (cf. Tables 3 and 4 below) ;
- can be bonded chemically by means of the epoxy group or the remaining OH group (cf.
Table 7 below) ;
- the chemical bonding improves hydrophobification (cf. Table 6 below).
[0031] By the Cobb number, i.e. the water absorbency of paper, is meant the amount of water
that is absorbed by the paper surface within a predetermined period from a 1 cm water
head. The lower the Cobb number, the better the sizing result. The Cobb method is
described in greater detail in standard SCAN-P12:64.
[0032] The invention is described below in greater detail with the help of examples and
experiments.
Example 1
(Formula I; R1 = dodecyl, R2 and R3 = methyl, R4 = 2,3-epoxypropyl)
[0033] A cationization reagent which contains one long hydrocarbon chain is prepared. The
initial substances used are epibromohydrin and dodecyldimethylamine. The reaction
is carried out, for example, according to the method stated in BE patent 671 687.
The epoxide content obtained for the product is approx. 90 %.
Example 2
(Formula I; R1 = hydrocarbon derived from tallow fat, R2 and R3 = methyl, R4 = 2,3-epoxypropyl)
[0034] The reaction is carried out in accordance with Example 1 by using dimethyl tallow
amine as the amine. The epoxide content obtained for the product is approx. 80 %.
Example 3
(Formula I; R1 = hydrocarbon derived from tallow fat, R2 and R3 = methyl, R4= 2,3-epoxypropyl)
[0035] The reaction is carried out in accordance with Example 2 by using epichlorohydrin
as the source of epoxide. The epoxide content obtained for the product is approx.
80 %.
Example 4
(Formula I; R1 = methyl, R2 and R3 = tallow fat, R4 = 2,3-epoxypropyl)
[0036] A cationization reagent which contains two long hydrocarbon chains is prepared. The
initial substances used are epibromohydrin and di-tallow fat methylamine. The reaction
is carried out, for example, according to the method stated in BE patent 671 687.
The epoxide content obtained for the product is approx. 80 %.
Example 5
(Formula I; R1 = methyl, R2 and R3 = tallow fat, R4 = 2,3-epoxypropyl)
[0037] The reaction is carried out in accordance with Example 4 by using epichlorohydrin
as the source of epoxide. The epoxide content obtained for the product is approx.
80 %.
Example 6
(Formula III; R = saturated acyclic hydrocarbon, A = hydroxypropyl, R1 = R2 = R3 = methyl)
[0038] 50 g is weighed of a mixture of stearic acid and palmitic acid, which is a commercial
product (palmitic acid approx. 60 % and stearic acid approx. 40 %).
[0039] This is dissolved in 2-propanol and is poured into a reaction vessel. The solution
is heated in a 100 °C oil bath, while stirring.
[0040] 100 g of 2,3-epoxypropyltrimethylammonium chloride is added. Stirring is continued
at the same temperature, whereafter the mixture is poured into a separation funnel
and is allowed to cool to room temperature. Two phases are obtained. The lower phase
contains the excess of the cationization reagent. The upper phase contains the product
and 2-propanol. The upper phase is washed with water and the 2-propanol is removed
by evaporation. The analysis of the reaction product was carried out by, for example,
FT-IR, which yielded 1708.9/1737.3 as the numeric value of the acid/ester signal peaks.
Example 7
(Formula III; R = unsaturated acyclic hydrocarbon having one or more double bonds/saturated
acyclic hydrocarbon, A = hydroxypropyl, R1 = R2 = R3 = methyl)
[0041] The reaction is carried out in accordance with Example 6 by using as the acid a fatty
acid which is typically made up of oleic acid, linoleic acid, pinoleic acid, palmitic
acid and stearic acid. The analysis of the reaction product was carried out by using,
for example, FT-IR, which yielded 1695.0/1720.6 as the numeric value of the acid/ester
signal peaks.
Example 8
(Formula III; R = unsaturated cyclic hydrocarbon having one or more double bonds/saturated
or aromatic hydrocarbon, A = hydroxypropyl, R1 = R2 = R3 = methyl)
[0042] The reaction is carried out in accordance with Example 6 by using as the acid a resin
acid or a disproportionated resin, which is typically made up of abietic acid, levopimaric
acid, palustric acid, dehydroabietic acid, dihydroabietic acid, tetrahydroabietic
acid, pimaric acid and isopimaric acid. The analysis of the reaction product was carried
out by using, for example, FT-IR, which yielded 1707.3/1738.3 as the numeric value
of the acid/ester signal peaks.
Example 9
(Formula III; R = saturated acyclic hydrocarbon, A = hydroxypropyl, R1 = dodecyl, R2 = R3 = methyl)
[0043] In the first step, a cationization reagent which contains one long hydrocarbon chain
is prepared. The initial substances used are epibromohydrin and dodecyldimethylamine.
The reaction is carried out, for example, according to the method stated in BE patent
671 687. The epoxide content obtained for the product is approx. 90 %.
[0044] In the second step, a water-soluble chemical which contains two long hydrocarbon
chains is prepared in accordance with Example 6. The analysis of the reaction product
was carried out by using, for example, FT-IR, which yielded 1708.9/1736.6 as the numeric
value of the acid/ester signal peaks.
Example 10
(Formula III; R = saturated acyclic hydrocarbon, A = hydroxypropyl, R1 = R2 = R3 = methyl)
[0045] The reaction is carried out in accordance with Example 6, by using montan wax as
the acid. The analysis of the reaction product was carried out by using, for example,
FT-IR, which yielded 1708.9/1737.3 as the numeric value of the acid/ester signal peaks.
Example 11
(Formula III; R = saturated acyclic hydrocarbon, A = hydroxypropyl, R1 = a hydrocarbon derived from tallow fat, R2 = R3 = methyl)
[0046] The first step of the reaction is carried out in accordance with Example 9, by using
dimethyl tallow amine as the amine. The epoxide content obtained for the product is
∼80 %. The second step of the reaction is carried out in accordance with Example 6.
The analysis of the reaction product was carried out by using, for example, FT-IR,
which yielded 1708.9/1736.6 as the numeric value of the acid/ester signal peaks.
Example 12
(Formula II; B = starch, A = hydroxypropyl, R1 = methyl, R2 and R3 = hydrocarbons derived from tallow fat.
[0047] The first step of the reaction is carried out in accordance with Example 7 by using
di-tallow fat methylamine as the amine. The epoxide content obtained for the product
is ∼80 %.
[0048] The second step is carried out, for example, in accordance with the method stated
in US patent 2 516 633, by using barley starch as the starch. The analysis of the
reaction product was carried out, for example, by a total nitrogen determination,
which yielded 0.1 as the DS (degree of substitution) value.
Experiment 1
[0049] Use of a compound according to the invention as a stock size
[0050] The results of the experiment are shown in following Table 1.
Table 1
Chemical of Example No. |
Pulp |
Maturation temperature |
Maturation period |
Dose |
Retention |
Cobb 60 |
|
(Type) |
(°C) |
(min) |
(% of pulp) |
(% of dose) |
Before/after maturation |
4 |
100 % brown chem. pulp, 4 % CaCO3 |
125 |
5 |
0.15 |
|
42/28.9 |
6 |
100 % pine |
130 |
60 |
1.75 |
20 |
111/25 |
7 |
100 % pine |
130 |
60 |
15 |
- |
125/105 |
8 |
100 % pine |
130 |
60 |
15 |
- |
119/100 |
8 |
100 % pine |
- |
- |
20 |
- |
120/93.5 |
9 |
100 % pine |
130 |
60 |
0.4 |
50 |
110/20 |
9 |
70 % groundwood 30 % pine |
130 |
60 |
0.3 |
- |
142/20 |
10 |
2 % CaCO3 100 % pine |
130 |
2.5 |
0.2 |
- |
104/48 |
11 |
100 % pine 10 % CaCO3 |
130 |
5 |
0.4 |
- |
112/18 |
PILOT run |
11 |
100 % pine 20 % PCC |
110-115 |
2.5 |
0.4 |
- |
-/21 |
11 |
70 % groundwood 30 % broke 2 % CaCO3 |
110-115 |
15 |
0.5 |
- |
-/20 |
PCC stands for precipitated calcium carbonate. |
Experiment 2
Use of one compound according to the invention as a surface size
[0051] A 2.5 per cent aqueous solution of the product according to Example 4 was tested
as a surface size in paper which contained pine pulp 30 % and birch pulp 70 % and
to which there had been added PCC (precipitated calcium carbonate) 20 %. Both ASA
and AKD were used as stock size.
[0052] When ASA was used as the stock size, the Cobb 60 instant number obtained was 71.7
and the Cobb 60 oven (125 °C/5 min) number obtained was 15.6.
When AKD was used as the stock size, the Cobb 60 instant number obtained was 20.7
and the Cobb 60 oven (125 °C/5 min) number obtained was 17.5.
Experiment 3
Use of another compound according to the invention as a surface size
[0053] A 2.5 per cent aqueous dispersion of the product according to Example 12 was tested
as a surface size in paper which had been made from 100 % chemical pine pulp. The
reference used was a commercial SMA (styreic maleic anhydride) surface size. The results
are shown in Table 2.
Table 2
Chemical used |
Maturation period (min) |
Maturation temperature (°C) |
Cobb 60 number |
SMA |
2.5 |
115 |
22 |
Chemical of Example 12 |
2.5 |
115 |
22 |
Experiment 4
Use of one compound according to the invention as a fixative
[0054] A 1 per cent aqueous solution of the product according to Example 2 was tested as
a fixative in coated broke having a consistency of 2.53 %. The change in the turbidity
of the filtrate was measured as a function of the chemical dose and the obtained values
were compared with respective values obtained with PAC (polyamine chloride). The results
are shown in Table 3.
Table 3
Chemical dose (%) |
Turbidity, NTU *103 |
PAC dose (%) |
Turbidity, NTU *103 |
0.1 |
0.204 |
0.4 |
0.274 |
0.3 |
0.147 |
0.8 |
0.260 |
1.0 |
0.075 |
1.0 |
0.240 |
Experiment 5
Use of another compound according to the invention as a fixative
[0055] A 1.5 per cent aqueous solution of a product according to Example 10 was tested as
a fixative in peroxide-bleached TMP having a consistency of 3.8 %. Measurements were
carried out in accordance with Experiment 3. The results are shown in Table 4.
Table 4
Chemical dose (%) |
Turbidity, NTU *103 |
PAC dose (%) |
Turbidity, NTU *103 |
0.05 |
0.196 |
0.3 |
0.200 |
0.1 |
0.177 |
0.6 |
0.141 |
0.3 |
0.172 |
1.0 |
0.073 |
1.0 |
0.036 |
1.5 |
0.048 |
Experiment 6
Adsorption of a chemical according to the invention
[0056] The chemicals according to the invention, shown in the following Table 5, were prepared
in a manner corresponding to that in Example 6, by using stearic acid, abietic acid,
oleic acid and resin acid.
[0057] The results obtained from the adsorption measurements are shown in Table 5.
Table 5
Chemical |
Dose (%) of dry matter of fiber |
Adsorbed amount (%) of dry matter of fiber |
Stearic acid derivative |
1.75 |
0.55 |
|
2.75 |
0.90 |
Abietic acid derivative |
1.75 |
0.16 |
Oleic acid derivative |
1.00 |
0.15 |
|
1.75 |
0.37 |
Resin acid derivative |
1.75 |
0.14 |
Experiment 7
[0058] Cobb 60 s, g/m
2 means, before and after maturation (1 h, 125-128 °C), when a chemical according to
the invention is used alone or together with a known wet strength size, or when a
known wet strength size is used alone as a reference chemical.
[0059] The chemical according to the invention shown in the following Table 6 was prepared
in a manner corresponding to that of Example 6, by using stearic acid.
[0060] The test results are shown in following Table 6.
Table 6
Chemical 1.75 per cent sizing |
Cobb 60 s, g/m2 mean before maturation |
Cobb 60 s, g/m2 mean after maturation |
Formaldehyde urea adduct (reference) |
112 |
94.8 |
Dimethylol melamine (reference) |
110 |
94.5 |
Stearic acid derivative |
111.5 |
26 |
Stearic acid der.+ formaldehyde urea adduct |
97.3 |
20.6 |
Stearic acid der.+ dimethylol melamine |
93.6 |
21.6 |
Experiment 8
[0061] In order to determine the amount bonded chemically to the fiber of a size according
to the invention, sizing of a certain percentage was performed on a suitable number
of sheets. The sheets were weighed while dry, whereafter they were leached overnight
with boiling methanol. After this treatment, the amount of size remaining chemically
bonded to the sheets was calculated according to the following equation: weight of
sheets before the leach - mass of matter detached in the leach - amount of chemically
bonded size. The material detached from unsized sheets has been taken into account
in the calculations. The test results are shown in following Table 7.
[0062] The chemical according to the invention shown in Table 7 was prepared in a manner
corresponding to that in Example 6, by using stearic acid.
Table 7
Chemical 1.75 per cent sizing |
Cobb 60 s, g/m2 mean before maturation |
Chemically bonded chemical (%) |
Stearic acid derivative |
106 |
0 |
Stearic acid der. + formaldehyde urea adduct |
85.6 |
6.7 |
Stearic acid der. + dimethylol melamine |
80 |
8.2 |
1. A process for the making of paper or a corresponding fiber product,
characterized in that a cationic chemical is added to paper or a corresponding fiber product in
order to render hydrophobic the paper or the corresponding fiber product, the cationic
chemical having the formula

where R
1, R
2 and R
3 are the same or different and are each a saturated or unsaturated acyclic, cyclic
or aromatic hydrocarbon containing 1-41 carbon atoms, R
4 is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon containing
1-41 carbon atoms and at least one oxygen atom, and X
- is an anion.
2. A process according to Claim 1, characterized in that the cationic chemical added to paper or a corresponding fiber product has
the Formula I, where R4 is a glycidyl group.
3. A process according to Claim 1,
characterized in that the cationic chemical added to paper or a corresponding fiber product has
the Formula I, where R
4 is a group
B-O-A-
or

where A is a hydrocarbon which contains 1-6 carbon atoms and may contain one or more
oxygen atoms, and B and R are the same or different and are each a saturated or unsaturated
acyclic, cyclic or aromatic hydrocarbon containing 1-41 carbon atoms.
4. A process according to any of the above claims, characterized in that the said cationic chemical is water-soluble or readily dispersible in water.
5. A process according to any of the above claims, characterized in that the said cationic chemical is added to an aqueous fiber pulp suspension which
possibly contains a filler, and that a retention agent is possibly added to the fiber
pulp suspension.
6. A process according to any of the above claims, characterized in that it additionally comprises a maturation treatment at an elevated temperature,
the maturation temperature being preferably approx. 110-140 °C and the maturation
period being preferably approx. 1-120 min.
7. A process according to any of the above claims, characterized in that the said cationic chemical is added in an amount of approx. 0.01-2 % by weight,
preferably approx. 0.3-0.6 % by weight, calculated from the dry matter of the fiber.
8. A cationic chemical for rendering hydrophobific paper or a corresponding fiber product,
characterized in that it contains a component obtained from a compound having an OH group and a
quaternary ammonium salt component, and that it has the formula

where R
1, R
2 and R
3 are the same or different and are each a saturated or unsaturated acyclic, cyclic
or aromatic hydrocarbon containing 1-41 carbon atoms, R
4 is a saturated or unsaturated acyclic, cyclic or aromatic hydrocarbon containing
1-41 carbon atoms and at least one oxygen atom, and X
- is an anion, and that it has an ability to attach to anionic surfaces.
9. A chemical according to Claim 8,
characterized in that in Formula I R
4 is a glycidyl group or group
B-O-A-
or

where A is a hydrocarbon with contains 1-6 carbon atoms and may contain one or more
oxygen atoms, B and R are the same or different and are each a saturated or unsaturated
acyclic, cyclic or aromatic hydrocarbon containing 1-41 carbon atoms.
10. A chemical according to Claim 8 or 9, characterized in that it is in the form of an aqueous solution or an aqueous dispersion.
11. A chemical according to any Claims 8-10, characterized in that it is used as a stock size or a surface size or a fixative or a dispersing
agent in the making of paper or a corresponding fiber product.