CN1043298A - Separating technology - Google Patents
Separating technology Download PDFInfo
- Publication number
- CN1043298A CN1043298A CN89109764.3A CN89109764A CN1043298A CN 1043298 A CN1043298 A CN 1043298A CN 89109764 A CN89109764 A CN 89109764A CN 1043298 A CN1043298 A CN 1043298A
- Authority
- CN
- China
- Prior art keywords
- polyelectrolyte
- modification
- technology
- reaction
- multipolymer
- 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.)
- Pending
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/021—Block or graft polymers containing only sequences of polymers of C08C or C08F
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
Abstract
The present invention relates to can be used as in the separating technology flocculation agent the modification polyelectrolyte, prepare this modification polyelectrolyte technology, contain the flocculating composition of modification polyelectrolyte and use modification polyelectrolyte of the present invention and the separation method of modification polyelectrolyte in combination thing.
Description
The present invention relates to be used as in the separating technology flocculation agent the modification polyelectrolyte, prepare this modification polyelectrolyte technology, contain the flocculating agent composition of this modification polyelectrolyte and use modification polyelectrolyte of the present invention and the separation method of modification polyelectrolyte in combination thing.
Modification polyelectrolyte of the present invention is better than existing polyelectrolyte usefulness, and they can reach with the existing same flocculating effect of polyelectrolyte by lower concentration, and can keep the super purity of higher percent.
People were generalized to water-soluble synthetic polymer in the mining industry in nineteen fifty-one, and this symbol is using chemical reagent to carry out aspect the solid-liquid separation bigger progress being arranged.They are for satisfying many-sided needs, the for example processing of (city and industrial) water clarification, municipal effluent and trade effluent (food-processing, refining of petroleum, Metal Finishing, pulping and paper-making etc.), mineral processing (ore dressing, recirculated water clarification, wastewater treatment), and production process (preparation of refining, the phosphoric acid of papermaking, sugar etc.) and first flocculation agent various in style of producing.
Though numerous commercially available synthetic flocculant is arranged, the chemical structure kind person of differing widely is limited for number.On market, the order of selecting of flocculation agent depends on best price-efficiency ratio, also promptly obtains satisfied usefulness with minimum price.Although systematic point of view is occupied an leading position (comprise flocculation agent availability, reproducibility, operability, storage, satisfying under the emission standard situation adaptive faculty to the fluctuation of treatment facility feed, fixture and necessary modification etc.), yet the delivery expense of each flocculation agent of per unit weight also be can be regarded as a factor.Therefore, be fewer as the unitary monomer of the primary structure of commercially important synthetic polymer flocculation agent, it should be suitable for being added in the water-soluble polymers and produce on enough extensive with low cost.
Practical synthetic organic floculant is a weight-average molecular weight at the water-soluble polymers of about 1000 variations in greater than 500 ten thousand (value of reported in literature is up to 2,000 ten thousand) scope.
Polyelectrolyte as flocculation agent comprises polymkeric substance and the multipolymer of producing from many monomers, and these monomers comprise maleic anhydride, toxilic acid, vinylformic acid, acrylamide, vinyl cyanide, methacrylic acid, vinyl sulfonic acid, p styrene sulfonic acid, vinylbenzene, vinyl methyl ether, metaphosphoric acid, vinyl-amine, ethylene imine, vinylpyridine and 4-vinyl-N-dodecylpyridine chloride.
First embodiment of the invention provides a kind of modification polyelectrolyte, it is characterized in that, makes a kind of polyelectrolyte and a kind of copolymer reaction of being made up of two kinds of ethylenically unsaturated monomers at least, has one in this monomer at least and contains anhydride group.
Second embodiment of the invention provides a kind of technology for preparing the modification polyelectrolyte, and this technology comprises makes a kind of polyelectrolyte and a kind of copolymer reaction of being made up of two kinds of ethylenically unsaturated monomers at least, has one in this monomer at least and contains anhydride group.
Be applicable to that known polyelectrolyte of the present invention is of a great variety, changeful.So far also do not find inapplicable commercially available or laboratory synthetic polyelectrolyte.The convenience goods title of these polyelectrolyte comprises: SANYOFLOC, ALFLOC, SUPERFLOC, MACROFLOC, MAGNAFLOC, MAXFLOC and ZETAG.
Other has the material of same or similar purposes also can use with above-mentioned polyelectrolyte.
Generally speaking, can give the molecular weight of polyelectrolyte of modification 2 * 10 by the present invention
4To 1 * 10
8, especially 1 * 10
5To 7 * 10
6Dalton's scope.The molecular weight of the multipolymer that preferred and polyelectrolyte react is 1 * 10
4To 1 * 10
6Dalton's scope.
Particularly preferably, make the copolymer reaction of known polyelectrolyte flocculant and a kind of methylvinylether and maleic anhydride.
Third embodiment of the invention provides the another kind of polyelectrolyte of modification again, it is characterized in that, react with the polymer-modified of first embodiment of the invention and then with vinyl pyrrolidone or polyvinylpyrrolidone, give modification with this copolymer reaction more subsequently.
Four embodiment of the invention provides a kind of preparation technology of modification polyelectrolyte again, this technology comprises with the reduction temperature, reaction mixture is disperseed with vinyl pyrrolidone or polyvinylpyrrolidone, and the order reaction proceeds to finish the technology of second embodiment of the invention.
Fifth embodiment of the invention provides a kind of flocculating composition, and said composition contains the modification polyelectrolyte of the present invention that combines with common carrier in the conventional flocculating composition and thinner or modification polyelectrolyte again.
Sixth embodiment of the invention provides a kind of flucculation process, and this method comprises in material to be flocculated adds modification polyelectrolyte of the present invention, modification polyelectrolyte and/or flocculating composition again.
The amount that can be used for polymkeric substance of the present invention effectively is 0 to 200%, and best 10%(is in polyelectrolyte solid).
Generally, reaction is that polyelectrolyte and the simple mixing of multipolymer or homogenizing are carried out.Reaction times and temperature of reaction are decided on the character of polyelectrolyte and multipolymer, but generally speaking, reaction can be carried out 5 minutes to 4 hours under 0 ℃ to 120 ℃ temperature.Preferably, select polyelectrolyte and multipolymer that reaction can be carried out 50 minutes under 40 ℃ to 80 ℃ temperature at the most.Reaction is to carry out to good in solution.
In order to make the further modification of polyelectrolyte, thalidomide is got off, preferable way is to cool the temperature to below 30 ℃, add vinyl pyrrolidone or polyvinylpyrrolidone then, mix or stir the mixture disperses vinyl pyrrolidone or polyvinylpyrrolidone, and heats this mixture once more reaction is restarted.
The ratio of vinyl pyrrolidone or polyvinylpyrrolidone and multipolymer with at 1: 1 to 1: be good in the scope 10(weight), with 1: 5(weight) You Jia.
The following example has been illustrated preferable embodiment of the present invention, and it should be considered as limitation of the scope of the invention.
Embodiment 1
Make 11 kinds of polyelectrolyte and various methylvinylether/maleic anhydride copolymers reaction.The kind of stock polymer is listed in table 1.
Table 1
The about molecular weight of sample type
(dalton)
0 polyacrylamide 5 * 10
6
The multipolymer 6 * 10 of 1 sodium acrylate and acrylamide
6
The multipolymer 6 * 10 of 2 sodium acrylates and acrylamide
6
The multipolymer 6 * 10 of 3 sodium acrylates and acrylamide
6
The multipolymer 6 * 10 of 4 sodium acrylates and acrylamide
6
The multipolymer 5 * 10 of 5 sodium acrylates and acrylamide
6
The copolymer 1 of 6 sodium acrylates and acrylamide * 10
6
7 acrylamides, sodium acrylate and maleic anhydride
Terpolymer 1 * 10
5
8 acrylamides, sodium acrylate and fourth pyrrole
Terpolymer 1 * 10
6
The multipolymer 5 * 10 of 9 sodium acrylates and acrylamide
6
10 sodium polyacrylates 1 * 10
6
Annotate: by table as seen, sample 0 to 10 changes to 100% anionic by non-ionic type.
Polymkeric substance in the table 1 reacts with the polymethyl vinyl ether with following molecular weight/maleic anhydride copolymers: 20,000,67,000 and 80,000.
Institute responds and is all undertaken by polymethyl vinyl ether/maleic anhydride copolymers is dispersed in the finished product stock polymer.Then, this mixture is placed 80 ℃ of water-baths, and make reaction be no more than 40 minutes.The visibility physical change of reaction end in can stock polymer determined.
The amount of poly-(methylvinylether/maleic anhydride) changes between solid material polyelectrolyte 0 to 100%.
Gained is the result show, the molecular weight of poly-(methylvinylether/maleinamide) be 67,000 daltonian polymer solids in polyelectrolyte solid 10% o'clock efficient (obtaining maximum efficiency with the minimum quantity materials determines) maximum.
Embodiment 2 is based on above-mentioned per-cent and molecular weight.The numbering of stock polymer is referring to table 1.
Example 2 is executed in enforcement
The efficient of each polymkeric substance of preparation can be evaluated with comparing with each next polyelectrolyte that it is derived among the embodiment 1.In all cases, the usefulness of novel substance all is better than various polyelectrolyte that it is derived out.Borrow and select a kind of poly-electrolysis degree that separated material is had correct electric density, and it is compared with the modification polyelectrolyte that contains the same materials polyelectrolyte and have same or similar electric density, can make being finished relatively smoothly that each mining site carries out.
Though these embodiment are based on the flocculation of coal, all can obtain identical and/or similar benefit in any occasion of using the polyelectrolyte technology.
Following result obtains in the laboratory scale test in place of following coalwashing plant:
1, Mount Thorley coalwashing plant [R.W.Miller]
2, West Cliff coalwashing plant [Kembla Coal ﹠amp; Coke]
3, Hunter Valley first coalwashing plant [Coal ﹠amp; Allied]
1, Mount Thorley coalwashing plant
A, stock polymer No6
*
Settling velocity 8.2m/h
Clarity is good
B, novel polymer No.6R
*
Settling velocity 18.0m/h
Clarity is good
2, West Cliff coalwashing plant
A, stock polymer No.2
*No.3
*
Settling velocity 1.0m/h 0.8m/h
Clarity carefully
B, novel polymer No.2R
*No.3R
*
Settling velocity 1.25m/h 1.4m/h
Clarity is fine
3, Hunter Valley first coalwashing plant
A, stock polymer No.4 No.5 No.6
Settling velocity 4.3m/h 8.3m/h 6.1m/h
Clarity is very poor very poor
B, stock polymer No.4R No.5R
*No.6R
Settling velocity 9.9m/h 20m/h 20m/h
Clarity＜poor＜poor＜poor
*Correct electric density on the expression stock polymer
M/h rice/hour
The R stock polymer had carried out reaction for the second time
Embodiment 3
The latex polymer that preparation has following properties:
Organic solid thing 32.0%
Acrylamide: methacrylic acid
Dimethylamino ethyl ester 60:40
PH（1%） 6.0
Nominal molecular weight 2 * 10
6
Earlier this polymkeric substance is cooled to below 30 ℃, making it then is 80 with molecular weight again, 000(dalton) 1.5%(weight) poly-(methylvinylether/maleic anhydride) reaction.Reaction is borrowed powder is scattered in the latex, and places in 50 ℃ of water-baths and carried out in 50 minutes.The latex that will flocculate after cooling encapsulation.
Following result obtains in the laboratory scale test in place of following coalwashing plant.
I, Mount Thorley coalwashing plant [R.W.Miller]
Hunter Valley CPP coalwashing plant [Coal﹠amp; Allied]
II, Ravensworth Colliery coalwashing plant [Elcom]
III, West Cliff coalwashing plant [Kembla Coal ﹠amp; Coke]
IV, Hunter Valley CPP coalwashing plant [Coal ﹠amp; Allied]
I, Mount Thorley coalwashing plant
A, stock polymer
Settling velocity 8.2m/h
Clarity is good
B, novel polymer
Settling velocity 29m/h
Clarity is fine
I Hunter Valley CPP coalwashing plant
A, stock polymer
Settling velocity 6.1m/h
Clarity is very poor
B, novel polymer
Settling velocity 18.4m/h
Clarity is poor
II, Ravensworth coalwashing plant
A, stock polymer
Dosage 5ppm
Settling velocity 4.0m/h
Clarity is at 400nm65%
B, novel polymer
Dosage 5ppm
Settling velocity 12.8m/h
Clarity is at 400nm＞90%
III, West Cliff coalwashing plant
A, stock polymer
Settling velocity 0.8m/h
Clarity is good
B, novel polymer
Settling velocity 2.9m/h
Clarity is fine
IV, Hunter Valley CPP coalwashing plant
A, stock polymer
Settling velocity 8.3m/h
Clarity is very poor
B, novel polymer
Settling velocity 27.1m/h
Clarity is good
Above described last result test with the sewage sludge of the unprocessed mistake of sewage work's gained to obtain.
A, stock polymer dosage 240ppm
Settling velocity 2.6m/h
Slip resistance is qualified
B, novel polymer dosage 240ppm
Settling velocity 4.7m/h
Slip resistance is qualified
M/h rice/hour
Embodiment 4
The solution polymer that will have following feature carries out boiling:
Organic polymer solid 6%
Acrylamide: vinylformic acid 60: 100
The PH(net phase) 8.0
Nominal molecular weight 6 * 10
6
Making this polymkeric substance and 0.5% molecular weight is 67000 dalton's (ex GAF) polymkeric substance (methylvinylether/maleic anhydride) reaction.Reaction is by means of being scattered in powder in the solution and placing in 60 ℃ of water-baths and carried out in 4 hours.The gained reaction mixture is cooled to below 30 ℃, and 1.0% Polyvinylpyrolidone (PVP) is scattered in this mixture.Again mixture was placed in water-bath 2 hours.After the cooling flocculant solution is encapsulated.
Embodiment 5
The latex polymer that preparation has following properties:
Organic solid 28.5%
Acrylamide: vinylformic acid 34: 23
PH（1%） 8.0
Nominal molecular weight 12 * 10
6
This polymkeric substance is cooled to below 30 ℃, and then with 2.5%(weight) molecular weight is 67,000(dalton), poly-(methylvinylether/maleic anhydride) that be dispersed in the aromatic solvent that is twice in its weight react.This mixture is cooled to below 30 ℃, and 0.5% Polyvinylpyrolidone (PVP) is scattered in this mixture.This mixture was placed 30 minutes in water-bath once more.After the cooling flocculation agent latex is encapsulated.
Embodiment 6
The solution polymer that preparation has following properties:
Organic polymer solid 6%
Acrylamide: vinylformic acid 7: 1
The PH(net phase) 8.0
Nominal molecular weight 5 * 10
6
Making this polymkeric substance and 0.5% molecular weight is 80,000 daltonian poly-(methylvinylether/maleic anhydride) reaction.Reaction is scattered in the solution through powder, and places in 60 ℃ of water-baths and carried out in 4 hours.The gained mixture is cooled to below 30 ℃, and 0.1% Polyvinylpyrolidone (PVP) is scattered in this mixture.Mixture was placed 2 hours in water-bath once more.After the cooling flocculant solution is encapsulated.
Embodiment 7
The solution polymer that preparation has following properties:
Organic solid 6%
Acrylamide: vinylformic acid 50: 50
The PH(net phase) 8.0
Making this stock polymer and 0.5%(weight) molecular weight is 67,000 daltonian poly-(methylvinylether/maleic anhydrides) reaction.Reaction is through being scattered in powder in the solution, and places in being put in 60 ℃ of sealed vessels in the water-bath and carried out in 4 hours.The gained mixture is cooled to below 30 ℃, and 0.1% polyvinylpyridine alkane ketone is scattered in this mixture.Mixture was placed 2 hours in water-bath once more.After the cooling flocculant solution is encapsulated.
Embodiment 8
The solution polymer that preparation has following properties:
Organic solid (vinylformic acid) 6%
The PH(net phase) 8.0
Making this stock polymer and 0.5% molecular weight is 67,000 daltonian poly-(methylvinylether/maleic anhydride) reaction.Reaction is through being scattered in powder in the solution, and it placed in being put in 60 ℃ of sealed vessels in the water-bath carried out in 4 hours.Reaction mixture is cooled to below 30 ℃, and 0.1% Polyvinylpyrolidone (PVP) is scattered in this mixture.Mixture was placed 2 hours in water-bath once more.After the cooling this flocculant solution is encapsulated.
By experimental data as seen, these compounds are not only the higher basal component of cost efficiency and (are made to be reflected on the compound with desirable electric density and carry out, so that when consistent with separated object), but also can when keeping usefulness, allow bigger charge density value.This electric density in whole mining process often needs, and (and sometimes shockingly) changes [for example, the variation in the ore body, the variation in the same coal seam or the variation between different coal, influences the variation of the water and soil condition of sewage disposal.Also have many other examples to enumerate] mining industry be even more important.
The invention provides the modification polyelectrolyte, this modification polyelectrolyte can be used as flocculant, also can be applicable in the separating technology of the different field such as water treatment, oil refining, Metal Finishing, food processing, papermaking, mineral processing and manufacturing process.
Claims (20)
1, a kind of modification polyelectrolyte is characterized in that, makes a kind of polyelectrolyte and a kind of copolymer reaction of being made up of two ethylenically unsaturated monomers at least, has one in this monomer at least and contains anhydride group.
2, a kind of technology for preparing the modification polyelectrolyte, this technology comprise makes a kind of polyelectrolyte and a kind of copolymer reaction of being made up of two ethylenically unsaturated monomers at least, has one in this monomer at least and contains anhydride group.
3, the described technology of claim 2, wherein the molecular weight of polyelectrolyte is 2 * 10
4To 1 * 10
8Dalton's scope.
4, the described technology of claim 3, wherein the molecular weight of polyelectrolyte is 1 * 10
5To 7 * 10
6Dalton's scope.
5, each described technology in the claim 2 to 4, wherein the amount of polyelectrolyte is counted 0-200% with polyelectrolyte solid.
6, the described technology of claim 5, wherein the amount of polyelectrolyte counts 10% with polyelectrolyte solid.
7, each described technology in the claim 2 to 6, wherein molecular weight of copolymer is 1 * 10
4To 1 * 10
6Dalton's scope.
8, each described technology in the claim 2 to 7, wherein multipolymer is the multipolymer of methylvinylether and maleic anhydride.
9, each described technology in the claim 2 to 8, wherein polyelectrolyte and multipolymer reacted 5 minutes to 4 hours under 0 ℃ to 120 ℃ temperature.
10, the described technology of claim 9 wherein is reflected at and proceeds to many 50 minutes under 40 ℃ to the 80 ℃ temperature.
11, each described technology in the claim 2 to 10, wherein polyelectrolyte and multipolymer react in solution.
12, the described modification polyelectrolyte of the claim 1 of each described prepared in the claim 2 to 11.
13, a kind of polyelectrolyte of modification again is characterized in that, with the described modification polyelectrolyte of claim 1 and vinyl pyrrolidone or Polyvinylpyrolidone (PVP) reaction, and then the modification again with copolymer reaction.
14, a kind of preparation technology of modification polyelectrolyte again, this technology comprise through reducing temperature and stop the described technology of claim 2, disperse this reaction mixture with vinyl pyrrolidone or Polyvinylpyrolidone (PVP), and the order reaction is proceeded.
15, the described technology of claim 14 wherein cools the temperature to below 30 ℃, mix or stir the mixture disperseing vinyl pyrrolidone or Polyvinylpyrolidone (PVP), and heat this mixture once more so that reaction restarts.
16, claim 14 or 15 described technologies, the weight ratio of therein ethylene base pyrrolidone or Polyvinylpyrolidone (PVP) and multipolymer is in 1: 1 to 1: 10 scope.
17, the described technology of claim 16, the weight ratio of therein ethylene base pyrrolidone or Polyvinylpyrolidone (PVP) and multipolymer is 1: 5.
18, the described modification again of the claim 13 of each described prepared polyelectrolyte in the claim 14 to 17.
19, a kind of flocculating composition wherein contains the claim 1 or the 12 described modification polyelectrolyte that are used in combination with the thinner that uses in common carrier and the conventional flocculating composition, perhaps claim 13 or the 18 described polyelectrolyte of modification again.
20, a kind of flucculation process, this method are included in and add claim 1 or 12 described modification polyelectrolyte, claim 13 or 18 described polyelectrolyte of modification again and/or the described flocculating composition of claim 19 in the material of waiting to flocculate.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPJ180688 | 1988-12-05 | ||
| AUPJ180788 | 1988-12-05 | ||
| AUPJ1807 | 1988-12-05 | ||
| AUPJ1806 | 1988-12-05 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95100572.3A Division CN1112906A (en) | 1988-12-05 | 1995-03-17 | Separation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1043298A true CN1043298A (en) | 1990-06-27 |
Family
ID=25643589
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN89109764.3A Pending CN1043298A (en) | 1988-12-05 | 1989-12-05 | Separating technology |
| CN95100572.3A Pending CN1112906A (en) | 1988-12-05 | 1995-03-17 | Separation process |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95100572.3A Pending CN1112906A (en) | 1988-12-05 | 1995-03-17 | Separation process |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0400129A4 (en) |
| JP (1) | JPH03503295A (en) |
| CN (2) | CN1043298A (en) |
| CA (1) | CA2004549A1 (en) |
| DK (1) | DK186090D0 (en) |
| IL (1) | IL92554A0 (en) |
| IN (1) | IN176443B (en) |
| MY (1) | MY105082A (en) |
| WO (1) | WO1990006336A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2693910B1 (en) * | 1992-07-23 | 1994-08-26 | Taema | Equipment and methods for delivering doses of at least one gas to the respiratory tract of a user. |
| CA3050234C (en) | 2009-09-15 | 2022-11-08 | Suncor Energy Inc. | Techniques for flocculating and dewatering fine tailings |
| EP2477707B8 (en) | 2009-09-15 | 2017-07-26 | Suncor Energy Inc. | Process for drying fine tailings |
| CN102695551A (en) | 2009-10-30 | 2012-09-26 | 顺科能源公司 | Depositing and farming methods for drying oil sand mature fine tailings |
| CN111483654A (en) * | 2020-05-08 | 2020-08-04 | 胡艳锋 | Case sealing device for automatic fruit and vegetable packaging machine |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL131797C (en) * | 1964-01-27 | |||
| FR2030358A1 (en) * | 1969-02-07 | 1970-11-13 | Mobil Oil Corp | |
| JPS5611775B2 (en) * | 1972-09-11 | 1981-03-17 | ||
| US4255309A (en) * | 1979-08-16 | 1981-03-10 | Betz Laboratories, Inc. | Polyacrylic acids and methyl vinyl ether/maleic anhydride copolymers as soft scale inhibitors |
| JPS6383150A (en) * | 1986-09-29 | 1988-04-13 | Mitsubishi Petrochem Co Ltd | Water-absorbing resin composition and production thereof |
-
1989
- 1989-12-04 WO PCT/AU1989/000523 patent/WO1990006336A1/en not_active Application Discontinuation
- 1989-12-04 JP JP2500110A patent/JPH03503295A/en not_active Withdrawn
- 1989-12-04 CA CA002004549A patent/CA2004549A1/en not_active Abandoned
- 1989-12-04 MY MYPI89001693A patent/MY105082A/en unknown
- 1989-12-04 EP EP19900900031 patent/EP0400129A4/en not_active Withdrawn
- 1989-12-05 IN IN1142DE1989 patent/IN176443B/en unknown
- 1989-12-05 IL IL92554A patent/IL92554A0/en not_active IP Right Cessation
- 1989-12-05 CN CN89109764.3A patent/CN1043298A/en active Pending
-
1990
- 1990-08-03 DK DK186090A patent/DK186090D0/en not_active Application Discontinuation
-
1995
- 1995-03-17 CN CN95100572.3A patent/CN1112906A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03503295A (en) | 1991-07-25 |
| WO1990006336A1 (en) | 1990-06-14 |
| EP0400129A1 (en) | 1990-12-05 |
| MY105082A (en) | 1994-08-30 |
| CA2004549A1 (en) | 1990-06-05 |
| CN1112906A (en) | 1995-12-06 |
| DK186090A (en) | 1990-08-03 |
| DK186090D0 (en) | 1990-08-03 |
| IL92554A0 (en) | 1990-08-31 |
| IN176443B (en) | 1996-05-25 |
| EP0400129A4 (en) | 1992-05-06 |
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