CA1285105C - Deinking composition for reclamation of waste paper - Google Patents

Deinking composition for reclamation of waste paper

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Publication number
CA1285105C
CA1285105C CA 555243 CA555243A CA1285105C CA 1285105 C CA1285105 C CA 1285105C CA 555243 CA555243 CA 555243 CA 555243 A CA555243 A CA 555243A CA 1285105 C CA1285105 C CA 1285105C
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CA
Canada
Prior art keywords
waste paper
pulp
composition
alkylene oxide
disintegration
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA 555243
Other languages
French (fr)
Inventor
Koji Hamaguchi
Fumihiko Togashi
Yoshitaka Miyauchi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
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Publication of CA1285105C publication Critical patent/CA1285105C/en
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    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02WCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00Technologies for solid waste management
    • Y02W30/50Reuse, recycling or recovery technologies
    • Y02W30/64Paper recycling

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Abstract

Abstract of the Disclosure A deinking composition is used for reclamation of waste paper and comprises (a) an alkylene oxide adduct to a mixture of a natural oil or fat and a polyhydric alcohol and (b-1) an alkylene oxide adduct of a higher alcohol, (b-2) a sulfate of (b-1) or (b-3) a higher fatty acid.

Description

~35~1~)5 Deinking Composition for Reclamation of Waste Paper The present invention relates to a deinking agent used ~or the reclamation o~ waste paper such as news-; papers or magazlnes. More particularly, the invention relates to a deinking~agent for the reclamation of waste paper such as newspapers or magazines by the flotation method to obtain deinked pulp having a high degree of whiteness and low residual in~ droplet number.
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Newspapers and magazines have been reclaimed forxeuse from old times and, recently, their reclamation becomes more important and extensive use of deinked pulp~is hLghly demanded. on the other;hand, the de-in~ing of recent waste~paper is quite dif~icult because ; of changes in the~printing techniques, printing system ; and printing lnk~composition.~ Under these circum-:

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~;~8S~05 stances, deinking devices have also been improved vari-ously to enhance the efficiency.
Chemicals used for separating and removing ink and other impurities from waste paper in the prior art include alkalis such as sodium ;h~droxide, silicate and phosphate; bleaching agents such as hydrogen peroxide, hyposulfites and hypochlorites; and sequestering agents such as DTPA and EDTA. In combination with these chemicals, deinking agents are used, which lnclude anionic surfactants such as alkylbenzenesulfonates, higher alcohol sulfate salts, u-olefinsulfonates and dialkyl sulfosuccinates; and nonionic surfactants such as, ethylene oxide adducts of higher alcohols, alkyl-phenols and fatty aclds, ethylene oxide~propylene oxide adducts and alkanolamides. These agents are used either alone or in the form of a mixture of two or more of them. However, when these deinking agents are used in the flotation method, the capaclties of them for separating and removing the ink are poor~ Thus, the development o* a deinking agent havlng a high ink çoagulating power has bean demanded.
Though fatty acids (which forms fatty acid soaps with scdium hydroxide used in the waste paper disinte-:: :
~ ration step) have ~een known as deinking agents having `: :

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' ~;2 8S~L135 the highest deinking capacity in the flotation step,they have defects that (1) when they are used in the treatment of waste newspapers and magazines, the ink released from the waste paper deposits on khe surface of the device to cause troubles, (2) the foamability of them in the flotation step ls very low and, there-fore, suspending coagulated ink cannot be removed suf-ficiently and ink spots remaining in the obtained pulp cause troubles in the subsequent steps and (3) the fatty acids are required in an amount far larger than those of anionic surfactants and nonionic surfactants for obtaining the intended effects and, therefore, the chemical costs are high.

Summary of the Invention A purpose o~ the invention is to present a deinking agent and overcome the above shown defects.
The deinking compositlon according to the invention has a high capacity of releasing the ink ~rom waste paper and can remove the released ink ~rom the pulp fibers by adsorption on forms in the flotation ~::
treatment step to form deinked pulp having a high degree of whi~eness and a low residual ink droplet number and unreleased ink droplet number.

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A deinking composition of the invention i5 useful for reclamation of waste paper and comprises ~a) a reaction product obtained by adding an alkylene oxide to a mi~ture of a natural oil or fat and a polyhydric alcohol and (b) a compound selected ~rom the group consisting of (b-1) an alkylene oxide adduct of a higher alcohol having the formula (1):

R- O t A0-t~- H (1) in which R is an alkyl or alkenyl having 12 to 18 carbon atoms, A is an alkylene having 2 to 4 carbon atoms and n is 5 or more on the average, (b-2) a sulfate of an alkylene oxide adduct o~ a higher alcohol having the formula (2):

R'-0 -~A'0 )~ S03~ (2) in whlch R' is an alkyl or alkenyl having 10 to 18 carbon atoms,~A' is an alkylene, m i5 from 0.3 to 5 on the average and M is hydrogen, an alkali metal or ammonium, and (b-3) a higher fatty acid having 8 to 22 carbon atoms or a salt thereof.

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It is preferred that a weighk ration of (a) to (b) ranges from 99/1 to 30/70.
It is preferred that said xeaction product ~a) is a product obtained by adding 5 moles or more of - , an alkylene oxide to 1 mole in total o a mixture of a natural oll or fat and a polyhydric alcohol, a weight ratio of the natural oil or fat to the polyhydric alcohol ranging from 1/0.1 to l/3.
~ he inventlon includes two preferable embodi.ments.
one embodiment comprises (a) and (b) selected from the group consisting of (b-1) and (b-2), a weight ratlo of (a) to (b) ranging from 99/1 to 50/50. The other comprises (a) and ~b-3), a weight ratio o~
(a) to (b-3) ranging~from 95/5 to 30/70.
The invention will be explained in detail below : first in respect to the first embodiment comprising (a) and (b~ or (b-2).

The present invention provides a deinking agent : ~ for reclamation of waste paper characterlzed by com-~: prising:
~:~ (a) a reaction product obtained by adding an alkylene oxide to a mixture of a natural oil or ~s~

fat and a polyhydric alcohol and (b) a compound of the general formula (1) and/or a compound of the general formula (2):

R- 0-~ AO-t~

wherein R represents an. alkyl or alkenyl group having 12 ~o 18 carbon atoms, AO represents two or more kinds of hydroxyalkylene groups having 2 to 4 carbon atoms and n represents a number of at least S on average, and R'-O --~ A'O 3 m~SO3~ (2) ....
wherein R' represent¢ an alkyl or alkenyl group having 10 to 18 carbon atoms, A'O represents a ~: hydroxya~kylene group having 2 to 4 caxbon .
atoms, m represents a number of 0.3 to 5 on average and M represents H, an alkali metal or ammonium, .
in a weight ratio o~ (a)/(b~ of 99/1 to 50/50.
The natural oils and fats used in the present invention include vegetable oils such as coconut oil, palm oi}, olive oil, soybean oil, rapeseed oil and linseed oil; anlmal oils such as lard/ beef tallow and bone oils; fish oils:~and~hardened and semi-hardened oils derived from them as well as:recovered oils ;:~ : : '~ ~:
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obtained in the steps of puri:Lcation of these oils and fats.
The polyhydric alcohols used in the present inven-tion include ethylene glycol, propylene glycol, tri-methylene glycol, butylene glycol, glycerol, trlmethyl-olpropane, trimethylolethane, 1,2,4-butanetrlol, 1,2,6-hexanetriol, l,l,l-trimethylolhexane, pentaerythritol, tetramethyl~lcyclohexanol and diglycerol.
The alkylene oxides to be added to the mixture of said natural oil or fat and polyhydric alcohol include, for example, ethylene oxide, propylene oxide and buty-lene oxide. The alkylene oxide adducts can be prepared by mixing the alkylene oxide with said mixture (random addition) or by the successive addition ~block addition).
The random addition or block addition of ethylene oxide and an alkylene oxide other than ethylene oxide are preferred.
The mixing molar ratio o~ the natural oil or ~at to the polyhydric alcohol is 1/0.1 to 1/3, preferably 1/0.3 to 1/2.
The alkylene oxide is used in an amount of pre-ferably at least 5 mol, particularly, 20 to 100 mol, per mol of the total of the natural oil or fat and polyhydric alcohol. When the amount of the alkylene oxide is less than 5 mol, the power of releasing the .

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ink from the waste paper, ink-scavenging capacity and foamability in the flotation step are reduced and the intended deinked pulp ha~ing a high quality cannot be obtained.
The compounds of the above general formula (li used in the present invention are prepared by adding an alkylene oxide to an alcohol. When the alkyl or alkenyl group R in the above general ~ormula has a carbon number outside the range of 12 to 18, the lnk-releasing power, ink-scavenging capacity and foamability are reduced unfavorably. The alkylene oxide addition is preferably the random addition or block addition of ethylene oxide and an alkylene oxide other than ethylene oxide, i.e. propylene oxide or butylene oxlde. The molar ratio of ethylene oxide to propylene oxide or butylene oxide is preferably 1/1 to 3/1. The number n in the above ~ormula is at least 5 on average, prefer-ably in the range o~ 20 to 100.
The compounds o~ the above general formula ~2) used in the present invention are prepared by adding said alkylene oxide to saLd alcohol and sulfating the obtained adduct. When the alkyl or alkenyl group R' in the above~general formula has a carbon number out-side the range of 10 to 18, the foamability and ink-scavensLng capac1ty ln the flotatlon step sre r-duced.

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~1 2~3S3L~i . g The same applies to a case wherein m exceeds 5.
It i~ im~ortant in the deinking agent o~ the pre-sent inventlon that the welgh~ ratio o~ the component ~a) to the component ~b) is 99/1 to 50/50. When said ratio is outside said range, the balance of the ink-releasing power, ink-scavenging power and foamability is broken and, therefore, any deinked pulp having a high quality can be obtained and the stable operation becomes difficult. When the component tb) ~s particu-larly a compound of the above general ~ormula (1), the ratio of ta)/(b) is pre~erably 80/20 to 60/40. When the component (b) is a compound of the above general , ~ ormula (2), the ratio of ta)/(b) is preferably 95/S
~ i to 80/20.

The illVentiOn will be illustrated:below in respect:to the:second:embodiment comprising (a~ and:

(b-3).~ The above shown (a) can be used here.

The composition comprises ~a) and Ib-3) a :
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~ 285~L05 lo hlgher fatty acid having 8 to 22 carhon atoms or a salt thereof, a weight ration to (a) to ~b-3) ranging from 30/70 to 95/5, preferably rom 40/60 to 70/30. When the weight ratio falls outside the range, the balance of the lnk coagulation and foamability in the flotation step is bro]cen and therefore the pulp having a high degree o whiteness and a low residual ink droplet number cannot be obtalned and the stable operation becomes difficult.

It is impoxtant that the higher fatty acids used in the present invention have 8 to 22, preferably 8 to 18, carbon atoms. When the number of carbon atoms i5 less than 8, the ink-coagulating efects are reduced, while and when it exceeds 22, the deinking eEfects are reduced. Examples of~ the fatty~acids having 8:to 22 carbon~atoms include caprylic, caprlc, lauric, myris-tic, palmi:tlc, stearic:~and olelc acids. The hlgher fatty~acids lnclude not only~those having a given :

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, ~ 5702-294 carbon number but also mi~tures of these acid~s having various carbon numbers, such as beef tallow fatty acids or coconut fatty acids.
Since sodium hydroxide is used in combination with the higher fatty acids, these acids act as fatty acid soaps in the waste paper disintegration step. Therefore, the higher fatty acids may be used in the form of their salts such as sodium, potassium or ammonium salts.
The present invention also relates to a method o~
reclamation of waste paper printed with ink. The method comprises disintegration of the waste paper using a waste paper disintegra-tor and an aqueous alkaline disintegration liquid, thereby dis-integrating the waste paper into pulp in the liquid, aging the pulp in the liquid, flotation treatment of the aged pulp, and shaping the pulp into pulp sheets, wherein the deinklng composi-tion of the present invention is added to the disintegration liquid before, during or immediately after the disintegration step. Preferably, the aqueous alkaline disintegration liquid contains an hydroxide, silicate or phosphate of an alkali metal and a bleaching agent selected from the group consisting of hydro-gen peroxide, hyposulfite and hypochlorite, Though the deinking agent of the present inven-tion may be used in either or both of the waste paper disintegration ctep and the aging tower step, the maximum effects can be obtained by using it in the waste paper disintegra-tion step.

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- lla - 5702-2g4 The amount of the deinking agent is preferably 0.2 to 1.0 wt.% based on -the waste paper to be treated. The deinking agent of the present invention can be used also in combination with known deinking agents conventlonally used heretofore.

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~2~5~l0 The following examples will further illustrate the present invention, which by no means limit the inven-tion.
Example 1 Components (a) having compositions shown in Table 1 (samples 1 to 10) were prepared. Then the component (a) was rnixed with the component (b) shown in Table 2 in a weight ratio shown in Table 2 to obtain deinking agents.
Waste newspapers recovered in the town were cut into pieces having a size of 2 x 5 cm. A given amount of the pieces was placed in a bench disintegrator, to which were then added water, 1.0% (by weight based on the starting material; the same shall apply hereinafter) of sodium hydroxide, 3.0% of sodium silicate, 3.0% of a 30~ aqueous hydrogen peroxide solution and 0.4~ of a deinking agent shown in Table 2. After the disintegra-~ tion carried out at 55C for 20 min while the pulp con--~ centration was kept at 5~, aging was effected at 50C
for 60 min. Then, the mixture was diluted with water to a pulp concentration of l.O~r 1.0~ of CaC12 was , added thereto and the flotation treatment was effected at 30C for 10 min. After completion of the flotation, the pulp slurry was concentrated~to 6%. The concentrate was diluted to l~ with water and shaped into pulp sheets ',~
:-~2~35 with a TAPPI sheet machine.
The degrees of whiteness o~ the obtained pulpsheets were measured with a co:Lorimetric color-differ-ence meter and the residual ink droplet number and unreleased ink droplet number were determined with an image analyzer (x 126). The r~3sults are summarized in Table 2.

' ~85 ~4 Table 1 ... . .
Natural oil Molar ALkylene oxide No. or fat Polyhydric alcohol _ (~) (~) Ratio Compound ~olar ~/~ (*l) number ,, ~ _ _ . ._ ___ 1 coconut oil ethylene glycol 1/1 E0. 40 2 palm oil glycerol 1/0.5 EO 80 3 palm oilglycerol 1/0.5 E0/PO 50/20 (block) 4 bee~ tallow glyc~rol 1/1 E0/PO 80/30 (random) besr tallow ethylene glycol 1/2 EO/P0 60/40 . . . (random) 6 bone oilpentaerythril:oI 1/3 EO/BO 30/15 . (block) 7 fish oilpentaerythritol 1/1 EO/20 50/30 ~block) 8 soybean oil trimethylolethane 1/0.5 EO/P0 20/10 :~ . (random) 9 soybean oil trimethylolethane 1/2 EO/BO 25/5 . (random) 10 olive oil ethylene glycol 1/0.5 XO 20 Note) *1: E0 refers to ethylene oxide, PO to propylene oxlde and 0 =o b~tylene c~ide.

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Example 2 Waste newspapers recovered in the town were cut into pieces having a size of 2 x 5 cm. A given amount of the pieces was placed in a bench disintegrator, to which were then added water, 1.0~ of sodium hydroxide, O.5% of sodium silicate No. 3 and 0.4~ of a deinking agent shown in Table 3. After carrying out disintegra-tion at 45C for 20 min while the pulp concentration was kept at 5%, the mixture was dehydrated to a pulp concentration of 18~. 1.5~ of sodium hydroxide, 2.5~
of sodium sillcate No. 3 and 3 0% of a 30~ aqueous hydro-gen peroxide solution were added thereto. After mixing them, the aging treatment was effected at 55C for 90 min while the pulp concentration was kept at 15%.
Then, water was added thereto to adjust the pulp con-centration at 4%O After disintegration on the bench disintegrator for 5:min, the mixture was diluted with water to a pulp concentration of 1.0~. 1.0% of CaCl~
was added thereto and the flotation treatmen~ was effected at 30C for 10 min. After completion of the flotation, the pulp slurry was concentrated to 6%. The , concentrate W45 diluted to 1~ wlth water and shaped into:pulp sheets with a TAPPI sheet machine.

: The degrees of whiteness of the obtained pulp : : sheets were measured with a colorimetric color-, ~ ~ ' `~ :

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difference meter and the residual ink droplet number and unreleased ink droplet number were determined with an image analyzer ~x 126). The results are summari~ed in Table 3.

Example 3 The component (a) was prepared to obtain samples 1 to 6 as shown in Table 4. ~aste newspapers of towns prepared. Then, waste newspapers recovered in the town were cut into pieces having a size o 2 x 5 cm.
given amount of the piedes was placed in a bench dis-integrator, to which were then added water, 1.0% (by weight based on the starting material; the same shall apply hereinafter) of sodium hydroxide, 3.0% of sodium silicate, 3.0~ of a 30~ aqueous hydrogen peroxide solu-tion and 0~4~ of a deinking agent shown in Table 5.
After the disintegration carried out at 55C for 20 .
' `

min while the pulp concentra-tion was kept at 5~, aging was effected at 50C for 60 min. Then, the mixture was diluted with water to a pulp concentration of 1.0%, 1.0~ of CaC12 was added thereto and the flotation treatment was effected at 30C for 10 min. After com-pletion of the flotation, the pulp slurry was concent rated to 6%. The concéntrate was diluted to 1~ with water and shaped into pulp sheets with a TAPPI sheet machine. The degrees of whiteness of the obtained pulp sheets were measured with a colorimetric color-difference meter and the residual ink droplet number was determined with an image analyzer (x 126). The results are summarized in Table 5.

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1 Coconut oil ethylene glycol 1/1 EO 20 _ ... . _ ~ _ 2 Beef tallow glycerol 1/0.5 E0 100 _ _ .... _ __ . _ I
3 Beef tallow ethylene glycol 1/0.5 E0/P0 S0/20 ~block) . ....... ___ __ ...... __ __ _ _ ... _.
4 Soybean oil pentaerythritol 1/2 E0/BO 20/5 ~random) _ _ _ ...... " __ Flsh oil pentaerythritol 1/1 E0/PO 50/25 : . . . (random) _ __ _ _ _ _ l __n~_ 6 Pal= oll qlycerol 1/0.5 r ~-O

Note) *1: EO refers to ethylene oxide, Po to propylene oxide and E0 to butylene oxide.

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Example 4 Waste newspapers recovered in the town were cut into pieces having a size of 2 x 5 cm. A given amount of the pieces was placed in a bench disintegrator, to which were then added water, 1.0% of sodium hydroxide, 0.5~ of sodium silicate No. 3 and 0.4~ o a deinking agent shown in Table 6. Ater carrying out disinte-gration at 45C for 20 min while the pulp concentration was kept at 5%, the mixture was dehydratèd to a pulp concentration of 18%. 1.5% of sodium hydroxide, 2.5%
of sodium silicate No. 3 and 3.0% of a 30% aqueous hydrogen peroxide solution were added thereto. After mixing them, the aging treatment was effected at 55C
for 90 min while the pulp concentration was kept at 15%.
Then, water was added thereto to adjust the pulp con-centration at 4~. Ater disintegration on the bench disintegrator for 5 min, the mixture was diluted with water to a pulp concentratioll of 1.0%. l.0~ of CaC12 was added thereto and the flotation treatment was efected at 30C for 10 min. After completion of the flotation, the pulp slurry was concentrated ~o 6~.
The concentrate was diluted to 1% with water and shaped into pulp sheets with a TAPPI sheet machine. The degrees of.whiteness of the obtained pulp sheets were measured with a colorimetric color-difference meter ", :
' , : ' 5~

and the residual ink droplet number was determined with an image analyzer (x 126). The results are sum-marlzed in Table 6.
_ ~ ~ _ ~__ ,~ ~o o co ~ ~ ~ ~ o ~
o'=~ . __ aJ ~:_ ~ N CO ~ -! t`` ~.D u tr ~ ~ l~i ~ Ir~ ~ 1~1 ~`J N a~
~.c u~ n u~ u~
_ 3 . . ._~ . ._ ~ ~q O O O O O O O
~: h -- ---~D' ~00 ., .
~ ~ '1 ~ O ~1 ~_1 a) _1~ O ~ tl) R ~ ~ ~ o .q ,~ ,1 O ;~ ~ ~ â-. ~ oa,~ u~ Ul = 01 = _ , 1 -~ ~
,~ : . _ o o u~ l o u~ O ~ ~
O ~ ~ ~ ~ ~ ~ r~ co ~

---~ ~

:
:

Claims (8)

1. A deinking composition for reclamation of waste paper, which comprises (a) a reaction product obtained by adding an alkylene oxide to a mixture of a natural oil or fat and a polyhydric alcohol and (b) a compound selected from the group consisting of (b-1) an alkylene oxide adduct of a higher alcohol having the formula 11):

R- O ? AO ? H (1) in which R is an alkyl or alkenyl having 12 to 18 carbon atoms, A is an alkylene having 2 to 4 carbon atoms and n is 5 or more on the average, (b-2) a sulfate of an alkylene oxide adduct of a higher alcohol having the formula (2):

R'- O ? A'O ?? SO3M (2) in which R' is an alkyl or alkenyl having 10 to 13 carbon atoms, A' is an alkylene, m is from 0.3 to 5 on the average and M is hydrogen, an alkali metal or ammonium, and (b-3) a higher fatty acid having 8 to 22 carbon atoms or a salt thereof.
2. A composition as claimed in Claim 1, in which a weight ration of (a) to (b) ranges from 99/1 to 30/70.
3. A composition as claimed in Claim 1, in which said reaction product (a) is a product obtained by adding 5 moles or more of an alkylene oxide to 1 mole in total of a mixture of a natural oil or fat and a polyhydric alcohol, a weight ratio of the natural oil or fat to the polyhydric alcohol ranging from 1/0.1 to 1/3.
4. A composition as claimed in Claim 1, or 3, which comprises (a) and (b) selected from the group consisting of (b-1) and (b-2), a weight ratio of (a) to (b) ranging from 99/1 to 50/50.
5. A composition as claimed in Claim 1, or 3, which comprises (a) and (b-3), a weight ratio of (a) to (b-3) ranging from 95/5 to 30/70.
6. A method of reclamation of waste paper printed with ink, which method comprises:
disintegration of the waste paper using a waste paper disintegrator and an aqueous alkaline disintegration liquid, thereby disintegrating the waste paper into pulp in the liquid, aging the pulp in the liquid, flotation treatment of the aged pulp, and shaping the pulp into pulp sheets, wherein the deinking composition as defined in claim 1 is added to the disintegration liquid before, during or immediate-ly after the disintegration step.
7. A method according to claim 6, wherein the aqueous alka-line disintegration liquid contains an hydroxide, silicate or phosphate of an alkali metal and a bleaching agent selected from the group consisting of hydrogen peroxide, hyposulfite and hypo-chlorite.
8. A method according to claim 7, wherein the deinking composition is as defined in claim 2 or 3 and is used in an amount of 0.2 to 1.0 wt.% based on the waste paper.
CA 555243 1986-12-24 1987-12-23 Deinking composition for reclamation of waste paper Expired - Fee Related CA1285105C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP313874/86 1986-12-24
JP61313874A JPS63165592A (en) 1986-12-24 1986-12-24 Deinking agent for regenerating old paper

Publications (1)

Publication Number Publication Date
CA1285105C true CA1285105C (en) 1991-06-25

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Application Number Title Priority Date Filing Date
CA 555243 Expired - Fee Related CA1285105C (en) 1986-12-24 1987-12-23 Deinking composition for reclamation of waste paper

Country Status (2)

Country Link
JP (1) JPS63165592A (en)
CA (1) CA1285105C (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02293483A (en) * 1989-04-28 1990-12-04 Kao Corp Deinking agent
WO1992007997A1 (en) * 1990-10-24 1992-05-14 Kao Corporation Deinking agent
KR940007870B1 (en) * 1990-10-24 1994-08-26 가오오 가부시끼가이샤 Deinking agent
JP2597934B2 (en) * 1992-03-12 1997-04-09 株式会社日新化学研究所 Deinking agent for waste paper recycling
JP2627043B2 (en) * 1993-02-26 1997-07-02 ライオン株式会社 Deinking agent and deinking method by flotation using the deinking agent
JP4926662B2 (en) * 2006-11-10 2012-05-09 花王株式会社 Method for producing deinked pulp

Also Published As

Publication number Publication date
JPH0159393B2 (en) 1989-12-18
JPS63165592A (en) 1988-07-08

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