CA2047182C - Deinking agent - Google Patents

Abstract

A deinking agent comprising an ester mixture as the active ingredient, wherein the ester mixture is obtained by adding ethylene oxide and propylene oxide to a mixture obtained by reacting a natural fat or a reaction product, obtained by preliminarily reacting a natural fat with glycerol, with a monohydric or dihydric alcohol in such a manner as to give a molar ratio of the alcohol to the glycerol in the natural fat of from 0.02/1 to 1/1. By using the deinking agent of the present invention, a less sticky deinked pulp can be obtained without any foaming troubles or dulling.

Description

20~~18~
SPECIFICATION
DEINKING AGENT
[Field of Industrial Application]
This invention relates to a deinking agent to be used for the reclamation of waste papers including newspapers and magazines. More particularly, it .
relates to a deinking agent whereby a deinked,pulp having a high b value and showing good defoaming properties of a flotation reject can be obtained by deinking, for example, newspapers or magazines according to a compromise between the flotation and washing methods.
[Prior Arts]
It has long been a practice to reclaim waste papers including newspapers and magazines. Recently the effective utilization of waste papers has become more and more important in conjunction with the problems of the shortage of pulp resources and an increase in the cost thereof. Further, it has been attempted to use deinked pulp in the production of higher quality products. On the other hand, recent improvements in printing techniques, printing systems and printing ink compositions as well as the reclamation of such waste papers that were never 204~~8~
recovered before have made it difficult to deink waste papers. In order to facilitate deinking, therefore, attempts have been made to improve deinking devices.
In order to remove inks and other impurities from waste paper, there have been used alkaline agents such as caustic soda, sodium silicate, sodium carbonate and sodium phosphate, bleaching agents such as hydrogen peroxide, hydrosulfites and hypochlorites and, sequestering agents such as EDTA and DTPA together with deinking agents including anionic surfactants such as alkylbenzenesulfonates, higher alcohol sulfates, a-olef.insulfonates and dialkyl sulfosuccinates, ethylene oxide adducts of higher alcohols, alkylphenols. and fatty acids, and nonionic surfactants such as alkanolamides, either alone or-in the form of a mixture thereof. Although these deinking agents show excellent foaming properties in the flotation treatment, their abilities to collect ink are limited. In the washing method, on the other hand, they are poor in detergency and, furthermore, the good foaming properties thereof cause troubles in draining. As a result, only a deinked pulp of a low grade can be obtained thereby. Furthermore, even when a pulp of a high whiteness is obtained, a dull color remains to restrict the utilization of the deinked 204~18~
pulp (for example, employed in a decreased amount under the surface of cardboard or added in a decreased amount to newspapers), or it is unavoidable to increase the amount of a bleaching agent so as to do away with the dullness. In order to obtain a deinked pulp which is free from dullness and has a light color tone, it ~s necessary to elevate the b value.
Although the b value can be elevated by using a large amount of alkalis, other problems including increases in sticky matters, the draining load and the brittleness of the obtained pulp might occur in this case. Thus no effective means had been known for solving these problems.
The present inventors proposed the use of a reaction product obtained by aiding an alkylene oxide to a mixture of a natural fat and a trihydric or higher alcohol as a deinking agent (cf. Japanese Patent Laid-Open No. 239585/1985).
As the result of investigations on the behaviors of such a reaction product in a deinking process in detail, however, it was found out that it had some disadvantages. That is, a compound obtained by using a natural fat and a trihydric or higher alcohol at a molar ratio of from 1 . 0.5 to 1 . 3 frequently causes foaming troubles in the flotation, dehydration, draining and papermaking stages. Further, the deinked pulp thus obtained was not completely free from a dull color, though it had a high whiteness.
[Disclosure of the Invention]
The present inventors have conducted extensive studies in order to develop a dein~ing agent which shows a good deinking performance (a high b value) when used in deinking according to a compromise between the flotation and washing methods and has good defoaming properties of a reject in the flotation stage, thus causing no foaming troubles. As a result, they have surprisingly found out that a deinking agent comprising a specific nonionic surfactant as an essential component satisfies the above requirements, thus completing the present invention.
Accordingly, the present invention provides a deinking agent comprising an ester mixture as the active ingredient, wherein the ester mixture is obtained by adding ethylene oxide and propylene oxide at a molar ethylene oxide/propylene oxide ratio of from 0.5 to 4 (preferably from 1.8 to 2.2) to an ester mixture which is obtained by reacting a natural fat or a reaction product, preliminarily obtained by reacting a natural fat with glycerol, with a monohydric or dihydric alcohol at a molar ratio of the alcohol to 204~18~
the glycerol in the natural fat of from 0.02/1 to 1/1 (preferably from 0.05/1 to 0.48/1) and which has a hydroxyl value of from 3 to 50, preferably from 3 to 28 (in the case of a monohydric alcohol), or from 10 to 150, preferably from 10 to 78 (in the case of a dihydric alcohol) in such a manner as to give an addition mol number of the ethylene oxide of from 5 to 200, preferably from 10 to 100 (in the case of a monohydric alcohol) or from l0 to 400, preferably from 20 to 200 (in the case of a dihydric alcohol).
As the monohydric alcohol to be used in the present invention, alkanols-1 and alkanols-2, unsaturated alcohols and cyclic alcohols having 1 to 24 carbon atoms may be used. Examples thereof include aliphatic alcohols such as octanol, nonano~, decanol, undecanol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, eicosanol, oleyl alcohol, elaidyl alcohol and linoleyl alcohol and synthetic alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol, isopropyl alcohol, 2-ethylhexanol, hexan-2-ol, 2-hexenol, cyclononanol and cyclodecanol.
As the dihydric alcohol to be used in the present invention, a,(~-glycols, 1,2-diols, symmetric a-glycols and cyclic 1.2-diols having 2 to 23 carbon atoms may be used. Examples thereof include hexadecane-1,2-204'182 diol, octadecane-1,2-diol, eicosane-1,2-diol, ethylene glycol, propylene glycol, butanediol, hexanediol, cyclononane-1,2-diol, butanoyi-oc-glycol and hexanoyl-Ot-glycol .
As the fat to be used in the present invention, vegetable oils such as coconut oil, palm oil, olive oil, soybean' oil, rapeseed oil, linseed oil, castor oil and sunflower oil, terrestrial animal fats such as lard, beef tallow and bone oil, aquatic animal oils such as sardine oil and herring oil, hardened or semi-hardened oils obtained therefrom and recovered oils collected during the refining procedureythereof may be cited. Further, monoesters or diesters obtained by preliminarily reacting these natural fats with glycerol may be used therefor.
It is important in the present invention that the molar ratio of the monohydric or dihydric alcohol to the glycerol in the natural fat range from 0.02/1 to 1/1. It is also important that the hydroxyl value (OHV) of the ester mixture range from 3 to 50 (in the case of a monohydric alcohol) or from 10 to 150 (in the case of a dihydric alcohol).
In the calculation of the molar ratio of the monohydric or dihydric alcohol to the glycerol, the term "glycerol in the natural fat" means the sum of the glycerol binding to tatty acids so as to constitute the natural fat and the glycerol which is further added in order to modify the fat.
A compound where the molar ratio and hydroxyl value fall within these ranges is effective in removing fine ink spots and thus can give a deinked pulp having a light color and a high b value. When these values are outside these ranges, the dull color of the obtained deinked pulp remains unremoved.
In the present invention, ethylene oxide and propylene oxide may be added either at random (random addition) or successively (block addition). The former is preferable from the viewpoint of reducing foaming troubles.
It is required that the molar ethylene oxide/propylene oxide ratio range from 0.5 to 4.0 and, that the addition molar number of ethylene oxide range from 5 to 200 (in the case of a monohydric alcohol) or from 10 to 400 (in the case of a dihydric alcohol).
When these values do not fall within the ranges as specified above, the ability to liberate ink from waste papers is deteriorated. In the case of the flotation treatment, furthermore, the defoaming properties of a reject in the flotation pit are deteriorated. It is therefore essential to use a 204~18Z
compound satisfying the aforesaid requirements in order to give a deinking agent which gives a deinked pulp having a high b value and showing good defoaming properties of a flotation reject.
In the present invention, the method of adding ethylene oxide and propylene oxide is not particularly restricted. Thus it may be performed under conditions commonly employed for adding alkylene oxides to a compound having active hydrogen. Namely, a catalytic amount of an alkaline material is added to the mixture of a natural fat =triglyceride) or the reaction product, obtained by reacting a natural fat With glycerol, with a monohydric or dihydric alcohol optionally together with a glycerol ester originating in said fat. Next, the resulting mixture is reacted with ethylene oxide and propylene oxide at approximately 100 to 200°C under 1 to 3 kg/cm2~ (gauge) for several hours.
When used together with known dein~irig agents such as higher alcohol sulfates, alkylbenzene-sulfonates, higher alcohols or alkylphenol/ethylene oxide adducts, the deinking agent of the present invention exerts an excellent performance. The deinking agent of the present invention may be added at any one of the waste paper breaking, high-204'7182 ' concentration bleaching and pre-flotation stages.
Alternately, it may be added in portions at each of these stages. It may be added preferably in an amount of from 0.03 to 1..0~ by weight based on the starting waste papers.
[Examples To further illustrate the present invention, and not by way of limitation, the following Production Examples and Examples will be given.
Production Example 1 154.2 g of beef tallow, 9.7 g of stearyl alcohol and 1.5 g of 100 KOH were fed into a 1.5-Q autoclave and heated to 130°C under stirring at approximately 600 rpm.
Next, the above mixture was reacted with 833.9 g of an ethylene oxide/propylene oxide mixture (molar ratio: 2-2/1) at 130 to 140°C under 1 to 3 kg/cm2 ( gauge ) .
After the completion of the reaction, the mixture was cooled to 80°C and the pH value thereof was adjusted to approximately 6 with acetic acid. The yield of the reaction product (invention product No. 1 given in Table 1) was 98~.
Production Example 2 200.7 g of beef tallow, 4.6 g of 2-ethylhexanol _ g -2~4"7.8 and 2.0 g of 100 KOH were fed into a 1.5-Q autoclave and heated to 150°C under stirring at approximately 600 rpm.
Next, the above mixture was reacted with 494.2 g of ethylene oxide in portions at 150 to 160°C under 1 to 3 kg/cm2 (gauge).
After the completion of the addition of ethylene oxide, the mixture was cooled to 120 to 130°C. and then reacted with 298.6 g of propylene oxide under 1 to 3 kg/cm2 (gauge).
Then the mixture was cooled to 80°C and the pH
value thereof was adjusted to approximately 6 with acetic acid. The y~.eld of the reaction product (invention product No. 11 given in Table 2) was 99~.
Production Example 3 138.0 g of beef tallow, 2.0 g of ethylene glycol and 1.3 g of 100$ KOH were fed into a 1.5-Q autoclave and heated to 13'0°C under stirring at approximately 600 rpm.
Next, the above mixture was reacted with 858.4 g of an ethylene oxide/propylene oxide mixture (molar ratio: 1.8/1) at 135 to 140°C under 1 to 3 kg/cm2 (gauge) .
After the completion cf the reaction, the mixture was cooled to 80°C and the pH value thereof was 2~4'~~,8~
adjusted to approximately 6 with acetic acid. The yield of the reaction product (invention product No.
31 given in Table 5) was 98~.
Production Example 4 100.0 g of beef tallow, 2.4 g of ethylene glycol and 1.3 g of 100 KOH were fed into a 1.5-Q autoclave and heated to 150°C under stirring at approximately 600 rpm.
Next, the above mixture was reacted with 540.2 g of ethylene oxide in portions at 155 to 165°C under 1 to 3 kg/cm2 (gauge).
After the completion of the addition of ethylene oxide, the mixture was cooled to 120 to 130°C and then reacted with 356.1 g of propylene oxide under 1 to 3 kg/cmz (gauge).
Then the mixture was cooled to 80°C and the pH
value thereof was adjusted to approximately 6 with acetic acid. The yield of the reaction product (invention product No. 41 given in Table 6) was 99~.
Example 1 A recovered waste newspaper/magazine mixture (50/50 by weight) was cut into pieces (2 x 5 cm) and a given amount thereof was fed into a bench disintegrator. Then water, 0.8~ (based on the starting waste papers) of caustic soda, 2.5$ (based on 2~14'~9.82 the starting waste papers) of sodium silicate No. 3, 2.8~ (based on the starting waste papers) of 30$
hydrogen peroxide and 0.2~ (based on the starting waste papers) of each of the deinking agents listed in Table 1 were added thereto. After disintegrating at a pulp concentration of 5~ at 45°C for 20 minutes, the mixture was aged at 45°C for 60 minutes. Next, it was diluted with water to a pulp concentration of,l.0~ and subjected to flotation at 30°C for 10 minutes. After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1$. Then it was treated with a TAPPI
sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter. The percentage defoaming of the flotation reject was determined in accordance with the following equation:
percentage reject volume after 30 seconds defoaming of flota- _ (1 - ) x 100 tion reject !~) reject volume A larger value means: better defoaming properties while a smaller value means worse defoaming properties.
The term "b value" as used herein means the value of b of the Lab color space in accordance with 2~4'~1.8~
Hunter's color difference formula. The relation thereof with the tristimulus values (X, Y and Z) is as follows:
b = 7.0 (Y - 0.847 Z) /~
As the above equation shows, the value is a function of Y and Z. A positive b value means the intenseness of yellowness, while a negative one means that of blueness.
Table 1 shows the molar monohydric alcohol/
glycerol ratio and deinking performance of each deinking agent.

m a ~
a~

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ow '~ d1 a0N 1f1M N
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Nw Ua 204'718,' Example 2 Recovered waste magazines were cut into pieces (2 x 5 cm) and a given amount thereof was fed into a high-concentration pulper. Then water, 0.5~ (based on the starting waste papers) of caustic soda, 1.5~
(based on the starting waste papers) of sodium silicate No. 3, 1.0~ (based on the starting waste papers) of 30~ hydrogen peroxide and 0.05 (based on the starting waste papers) of each of the deinking agents listed in Table 2 were added thereto to conduct disintegration at a pulp concentration of 15~ at 45°C
for 20 minutes. Next, it was diluted with water to a pulp concentration of 4.0~ and then further diluted with water to a pulp concentration of 1.0~. Then it was subjected to flotation at 30°C for 10 minutes. -After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration .of 1~. Then it was treated with a TAPPI sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.

204'18 Table 2 shows the molar ethylene oxide/propylene oxide ratio and deinking performance of each deinking agent.

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p N

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.1 X

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Example 3 Recovered waste magazines were cut into pieces (2 x 5 cm) and a given amount thereof was fed into a ' low--concentration pulper. Then water, 0.5~ (based on the starting waste papers) of caustic soda, 1.0~
(based on the starting waste papers) of sodium silicate No. 3, 0.8~ (based on the starting waste papers) of 30~ hydrogen peroxide, 0.05 (based on the starting waste papers) of a chelating agent (DTPA) and 0.065 (based on the starting waste papers) of each of the deinking agehts listed in Table 3 were added thereto to conduct disintegration at a pulp concentration of 4~ at 40°C for 15 minutes. Next, it was diluted with Water to a pulp concentration of 1.0~
and subjected to flotation at 30°C for 10 minutes.
After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPI sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.

204"7182 Table 3 shours the ethylene oxide addition mol number and deinking performance of each deinking agent.

~0~'~18~

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a o ro a~
~
.-I
.i U

., C ~D N t1N
~ N
W
ro N
d~
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O

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~ N N N
C .-t U W

G

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o ~

, .-S-1 O W r-1 N N N N
~ N

.A
v C

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O

N

O O O O O
O w w w w w w a~

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N N N
N

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N

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.C
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~

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ro w ro w o O o ro roroa a a~ a a o 0 o z w w w v v v . o v v o o b .c7 .L7A .c7A
f1 O

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C

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H o O O .-I
rl U ro~ roro.a.co w x x x o o w o v x~ ,~x ..
o .~ ~ -~, ro ro ro C ~ ~ ~ .-Iri '-I

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N N N O O ~1 O x r o~o ~ N
eo rlN N N C
r1 .-I

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H ri LL x 204"~18~
Example 4 A recovered waste newspare/magazine mixture (50/50 by weight) was cut into pieces (2 x 5 cm) and a given amount thereof was fed into a bench disintegrator. Then water, 0.8~ (based on the starting waste papers) of caustic soda, 2.0~ (based on the starting waste papers) of sodium silicate No. 3, 1.5~ (based on the starting waste papers) of 30$
hydrogen peroxide and 0.5~ (based on the starting waste papers) of each of the deinking agents listed in Table 4 were added thereto to conduct disintegration at a pulp concentration of 5~ at 50°C for 15 minutes and then aging at 50°C for 2 hours. Next, it was diluted with water to a pulp concentration of 1.0~ and subjected to flotation at 30°C for 10 minutes. After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPI
sheet machine to.thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject Was determined.
Table 4 shows the order of the addition od the ~4"7182 alkylene oxides to the glycerol ester and deinking performance of each deinking agent.

204'~18~

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o ~

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a c .-~ o ,-i ~ co w b v w .N o~ a~av " w b o.
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s a ~ ~ o ai o roN v ro m .., x cn u moy c N N O
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Example 5 A recovered waste newspaper/magazine mixture (50/50 by weight) was cut into pieces (2 x 5 cm) and a given amount thereof was fed into a bench disintegrator. Then water, 0.8~ (based on the starting waste papers) of caustic soda, 2.5~ (based on the starting waste papers) of sodium silicate No. 3, 2.8~ (based on the starting waste papers) of 30~
hydrogen peroxide and 0.2$ (based on the starting waste papers) of each of the deinking agents listed in Table 5 were added thereto to conduct disintegration at a pulp concentration of 5~ at 45°C for 20 minutes and then aging at 45°C fox 60 minutes. Next, it was diluted with water to a pulp concentration of 1.0~ and subjected to flotation at 30°C for 10 minutes. After.
the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPz sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.
Table 5 shows the molar dihydric alcohol/glycerol ratio and deinking performance of each deinking agent.

~04'~18~

c o ro u -.a .a a N M w N ~ ~r.-~o u, ~ N
w ro v ae -~ av01a0C tn N N rlrl '~~ 1f1 ~1 W
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N

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214"7182 Example 6 Recovered waste magazines were cut into pieces (2 x 5 cm) and a given amount thereof was fed into a high-concentration pulper. Then water, 0.5~ (based on the starting waste papers) of caustic soda, 1.5~
(based on the starting waste papers) of sodium silicate No. 3, 1.0~ (based on the starting waste papers) of 30~ hydrogen peroxide and 0.05 (based on the starting waste papers) of each of the deinking agents listed in Table 6 were added thereto to conduct disintegration at a pulp concentration of 15~ at 45°C
for 20 minutes. Next, it was diluted with water to a pulp concentration of 4.0~ and then further diluted With water to a pulp concentration of 1.0$. Then it was subjected to flotation at 30°C for 10 minutes. -After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPI sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.
- 2~ - , 204'718 Table 6 shows the molar ethylene oxide/propylene oxide ratio and deinking performance of each deinking agent G
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~

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H x ~a 204'71.82 Example 7 Recovered waste magazines were cut into pieces (2 x 5 cm) and a given amount thereof was fed into a low-concentration pulper. Then watex, 0.5~a (based on the starting waste papers) of caustic soda, 1.0~
(based on the starting waste papers) of sodium silicate No. 3, 0.8~ (based on the starting waste papers) of 30~ hydrogen peroxide, 0.05 (based on the starting waste papers) of a chelatiiig agent (DTPA) and 0.06 (based on the starting waste papers) of each of the deinking agents listed in Table 7 were added thereto to conduct disintegration at a pulp concentration of 4~ at 40°C for 15 minutes. Next, it was diluted with water to a pulp concentration of 1.0~
and subjected to flotation at 30°C for 10 minutes. -After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPI sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.

~~4"718 Table 7 shows the ethylene oxide addition mol number and deinking performance of each deinking agent.

~~~~~8~

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Example 8 A recovered waste newspaper/magazine mixture (50/50 by weight) was cut into pieces (2 x 5 cm) and a given amount thereof was fed into a bench disintegrator. Then water, 0.8~ (based on the starting waste papers) of caustic soda, 2.0~ (based on the starting waste papers) of sodium silicate No. 3, 1.5~ (based on the starting waste papers) of ~0$
hydrogen peroxide and 0.5~ (based on the starting waste papers) of each of the deinking agents listed in Table 8 were added thereto to conduct disintegration at a pulp concentration of 5~ at 50°C for 15 minutes and then aging at 50°C for 2 hours. Next, it was diluted with water to a pulp concentration of 1.O~S and subjected to flotation at 30°C for 10) minutes. After the completion of the flotation, the obtained pulp slurry was concentrated until the pulp concentration reached 6~ and then diluted with water so as to give a concentration of 1~. Then it was treated with a TAPPI
sheet machine to thereby give a pulp sheet.
The b value of the obtained pulp sheet was measured with a color difference meter and the percentage defoaming of the flotation reject was determined.
Table 8 shows the order of the addition of the ~04"718~
alkylene oxides to the glycerol ester and deinking performance of each deinking agent.

a 204'18:
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Claims (10)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:

1. A deinking agent comprising, as the active ingredient, an ester mixture, (i) which is obtained by adding ethylene oxide and propylene oxide at en ethylene oxide/propylene oxide molar ratio of 0.5 to 4 to a mixture obtained by reacting a monohydric or dihydric alcohol with:
(a) a natural oil or fat, or (b) a reaction product obtained by preliminarily reacting a natural oil or fat with glycerol, at a molar ratio of the alcohol to total glycerol in (a) or (b) above of from 0.02/1 to 1/1, the mol number of the added ethylene oxide being 5 to 200 when the monohydric alcohol is employed or 10 to 400 when the dihydric alcohol is employed, and (ii) which has a hydroxyl value of from 3 to 50 when the monohydric alcohol is employed or from 10 to 150 when the dihydric alcohol is employed.

2. A deinking agent as claimed in claim 1, wherein ethylene oxide and propylene oxide are added in a random order.

3. A deinking agent as claimed in claim 1 or 2, wherein the monohydric alcohol is employed end the monohydric alcohol is selected from the group consisting of alkanol-1, alkanol-2, unsaturated alcohols and cyclic alcohols, each having up to 24 carbon atoms.

4. A deinking agent as claimed in claim 3, wherein the monohydric alcohol is an alkanol-1 having 8 to 18 carbon atoms or oleyl alcohol.

5. A deinking agent as claimed in claim 1 or 2, wherein the dihydric alcohol is employed and the dihydric alcohol is selected from the group consisting of .alpha.,.omega.-glycols, 1,2-diols, symmetric .alpha.-glycols and cyclic 1,2-diols.

6. A deinking agent as claimed in claim 1 or 2, wherein the dihydric alcohol is employed and it is ethylene glycol.

7. A deinking agent as claimed in any one of claims 1 to 6, wherein the natural fat is selected from coconut oil, palm oil, olive oil, soybean oil, rapeseed oil, linseed oil, castor oil, sunflower oil, lard, beef tallow, bone oil, sardine oil, herring oil, and hardened or semihardened oils obtained therefrom.

8. A process for reclaiming waste paper, comprising:
disintegrating the waste paper by the use of water, an alkaline agent and a bleaching agent, to form a pulp;
subjecting the pulp to a flotation; and making a sheet of paper from the pulp, wherein the deinking agent according to any one of claims 1 to 7 is added at any stage prior to the flotation.

9. A process for reclaiming waste paper, comprising:
cutting the waste-paper into pieces;
disintegrating the cut paper by the use of water, caustic soda, sodium silicate, hydrogen peroxide and the deinking agent according to any one of claims 1 to 7, to form a pulp;
subjecting the pulp to a flotation; and making a sheet of paper from the pulp.

10. A process as claimed in claim 8 or 9, wherein the deinking agent is used in an amount of 0.01 to 1.0 % by weight based on the starting waste paper.