JPH09151217A - Anionic water-soluble polymer - Google Patents
Anionic water-soluble polymerInfo
- Publication number
- JPH09151217A JPH09151217A JP7336068A JP33606895A JPH09151217A JP H09151217 A JPH09151217 A JP H09151217A JP 7336068 A JP7336068 A JP 7336068A JP 33606895 A JP33606895 A JP 33606895A JP H09151217 A JPH09151217 A JP H09151217A
- Authority
- JP
- Japan
- Prior art keywords
- anionic water
- water
- salt
- meth
- polymer
- 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
Links
- 229920003169 water-soluble polymer Polymers 0.000 title claims description 15
- 125000000129 anionic group Chemical group 0.000 title abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 19
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 6
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 6
- 229910052784 alkaline earth metal Chemical group 0.000 claims abstract description 6
- 150000001342 alkaline earth metals Chemical group 0.000 claims abstract description 6
- 229920001577 copolymer Polymers 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 229920000642 polymer Polymers 0.000 claims description 13
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract description 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- 230000004931 aggregating effect Effects 0.000 abstract 1
- 230000008719 thickening Effects 0.000 abstract 1
- -1 sulfobutyl Chemical class 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 7
- 159000000003 magnesium salts Chemical class 0.000 description 6
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 5
- 229940048053 acrylate Drugs 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000010779 crude oil Substances 0.000 description 3
- 238000005553 drilling Methods 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 239000003129 oil well Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 239000006258 conductive agent Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- 229940047670 sodium acrylate Drugs 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- XIXYTCLDXQRHJO-RFVHGSKJSA-N Ramosetron hydrochloride Chemical compound Cl.C12=CC=CC=C2N(C)C=C1C(=O)[C@H]1CC(NC=N2)=C2CC1 XIXYTCLDXQRHJO-RFVHGSKJSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229960002796 polystyrene sulfonate Drugs 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Landscapes
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、油井掘削用分散
剤、原油2,3次回収用ポリマー、廃水処理用高分子凝
集剤、静電記録紙用導電剤、帯電防止剤、製紙用リテン
ションエイド及び製紙用粘剤などに有用な新規なアニオ
ン性水溶性ポリマーに関する。TECHNICAL FIELD The present invention relates to a dispersant for oil well drilling, a polymer for secondary and tertiary recovery of crude oil, a polymer flocculant for treating wastewater, a conductive agent for electrostatic recording paper, an antistatic agent, a retention aid for papermaking. And a novel anionic water-soluble polymer useful as a sticky agent for papermaking.
【0002】[0002]
【従来の技術】従来、アニオン性水溶性ポリマーとして
は、ポリアクリルアミド加水分解物ないアクリルアミ
ド、アクリル酸ソーダ共重合物、さらにこれにポリスチ
レンスルホン酸ソーダなどのスルホンモノマーを共重合
させたターポリマー、ポリスルホブチル(メタ)アクリ
ルアミドのソーダ塩、ポリスチレンスルホン酸ソーダな
どが知られていた。2. Description of the Related Art Conventionally, as anionic water-soluble polymers, acrylamide without polyacrylamide hydrolyzate, sodium acrylate copolymer, and terpolymers obtained by copolymerizing sulfone monomers such as polystyrene sulfonate and poly Sodium salts of sulfobutyl (meth) acrylamide, sodium polystyrene sulfonate, etc. were known.
【0003】[0003]
【発明が解決しようとする課題】しかし、従来の水溶性
ポリマーは、分子量が低く、塩とくに多価金属塩を多量
含む水溶液に対して溶解性に乏しく、粘度、凝集性が低
いなどの欠点があった。However, conventional water-soluble polymers have drawbacks such as low molecular weight, poor solubility in an aqueous solution containing a large amount of salts, especially polyvalent metal salts, and low viscosity and cohesiveness. there were.
【0004】[0004]
【課題を解決するための手段】本発明者等は、こうした
問題点を解決する方法を見いだすべく鋭意検討した結
果、本発明に到達した。すなわち本発明は、下記一般式
(1)で示されるビニルモノマー(A)および下記一般
式(2)で示されるビニルモノマー(B)からなる共重
合物(C)であることを特徴とするアニオン性水溶性ポ
リマーである。 CH2=C(R)−COOZSO3X (1) {式中、Rは水素原子又はメチル基、Xはアルカリ金属
又はアルカリ土類金属、Zは炭素数7以下の炭化水素基
を表す。} CH2=C(R)−CONHZSO3X (2) {式中、Rは水素原子又はメチル基、Xはアルカリ金属
又はアルカリ土類金属、Zは炭素数7以下の炭化水素基
を表す。}The present inventors have arrived at the present invention as a result of extensive studies to find a method for solving these problems. That is, the present invention is a copolymer (C) comprising a vinyl monomer (A) represented by the following general formula (1) and a vinyl monomer (B) represented by the following general formula (2). Water soluble polymer. CH 2 = C (R) -COOZSO 3 X (1) { wherein, R represents a hydrogen atom or a methyl group, X is an alkali metal or alkaline earth metal, Z is a hydrocarbon group having 7 or less carbon atoms. } CH 2 = C (R) -CONHZSO 3 X (2) { wherein, R represents a hydrogen atom or a methyl group, X is an alkali metal or alkaline earth metal, Z is a hydrocarbon group having 7 or less carbon atoms. }
【0005】[0005]
【発明の実施の形態】本発明における一般式(1)で示
されるビニルモノマー(A)の例としては、スルホエチ
ル(メタ)アクリレートのソーダ塩、カリウム塩、マグ
ネシウム塩、スルホプロピル(メタ)アクリレートのソ
ーダ塩、カリウム塩、マグネシウム塩等があげられる。
これらのうち好ましくは工業的観点からスルホエチル
(メタ)アクリレートのソーダ塩、カリウム塩、マグネ
シウム塩である。BEST MODE FOR CARRYING OUT THE INVENTION Examples of the vinyl monomer (A) represented by the general formula (1) in the present invention include soda salt, potassium salt, magnesium salt and sulfopropyl (meth) acrylate of sulfoethyl (meth) acrylate. Examples thereof include soda salt, potassium salt, magnesium salt and the like.
Of these, preferred are sulfoethyl (meth) acrylate soda salts, potassium salts, and magnesium salts from the industrial viewpoint.
【0006】本発明における一般式(2)で示されるビ
ニルモノマー(B)の例としては、スルホエチル(メ
タ)アクリルアミドのソーダ塩、カリウム塩、マグネシ
ウム塩、スルホブチル(メタ)アクリルアミドのソーダ
塩、カリウム塩、マグネシウム塩等があげられる。これ
らのうち好ましくは工業的観点からスルホブチル(メ
タ)アクリルアミドのソーダ塩、カリウム塩、マグネシ
ウム塩である。Examples of the vinyl monomer (B) represented by the general formula (2) in the present invention include sulfoethyl (meth) acrylamide soda salt, potassium salt, magnesium salt, sulfobutyl (meth) acrylamide soda salt and potassium salt. , Magnesium salts and the like. Of these, from the industrial viewpoint, preferred are sulfobutyl (meth) acrylamide soda salt, potassium salt, and magnesium salt.
【0007】本発明において、(A)と(B)の合計モ
ル数に対する(A)のモル数は目的に応じて任意にえら
べるが、通常は性能、コスト面から20〜90%が好ま
しい。20%未満では通常コストアップになり、90%
を超えると性能が低下することがある。In the present invention, the number of moles of (A) with respect to the total number of moles of (A) and (B) can be arbitrarily selected according to the purpose, but usually 20 to 90% is preferable from the viewpoint of performance and cost. If it is less than 20%, the cost usually increases, and 90%
If it exceeds, performance may decrease.
【0008】本発明において、共重合物(C)は、
(A)と(B)に加えて他のビニルモノマーを適宜共重
合してもよい。その種類と共重合量の例は、例えば特公
平6−92447号公報に示されている。他のビニルモ
ノマーについては、それらの中で、(メタ)アクリルア
ミドモノマー及び/又は(メタ)アクリル酸もしくはそ
の塩が、なかんずく好ましい。というのは、これらの共
重合によって、得られる水溶性ポリマーの分子量がさら
に上げやすいからである。また、これらを共重合する場
合の量の限定はないが、一般には、性能面から(メタ)
アクリルアミドモノマーでは全モノマーの98モル%以
下、(メタ)アクリル酸(またはその塩)については全
モノマーの97モル%以下である。これらの共重合量が
これらを超えると本発明の意図する効果が得られにく
い。In the present invention, the copolymer (C) is
In addition to (A) and (B), other vinyl monomers may be appropriately copolymerized. Examples of the type and the amount of copolymerization are disclosed in, for example, Japanese Patent Publication No. 6-92447. Among the other vinyl monomers, among them, (meth) acrylamide monomers and / or (meth) acrylic acid or salts thereof are preferred. This is because the copolymerization of these makes it easier to increase the molecular weight of the resulting water-soluble polymer. In addition, there is no limitation on the amount of these to be copolymerized, but in general, from the viewpoint of performance (meth)
Acrylamide monomers account for 98 mol% or less of all monomers, and (meth) acrylic acid (or its salt) accounts for 97 mol% or less of all monomers. If the copolymerization amount of these exceeds these, it is difficult to obtain the effect intended by the present invention.
【0009】本発明の水溶性ポリマーは通常、1N−N
aNO3中,30℃で測定した固有粘度(dl/g)が
4以上、好ましくは12以上である。固有粘度が低い
と、分子量が不足して効果不充分になる場合がある。The water-soluble polymer of the present invention is usually 1N-N
The intrinsic viscosity (dl / g) measured at 30 ° C. in aNO 3 is 4 or more, preferably 12 or more. If the intrinsic viscosity is low, the molecular weight may be insufficient and the effect may be insufficient.
【0010】本発明の水溶性ポリマーの製品形状は、粉
末状、フィルム状、水溶液状、w/oエマルション状、
懸濁液状等公知の任意形状でよい。The product form of the water-soluble polymer of the present invention is powder, film, aqueous solution, w / o emulsion,
A known arbitrary shape such as a suspension shape may be used.
【0011】本発明の水溶性ポリマーは、通常そのまま
で水溶液にして使用されるが、目的に応じて、増粘剤、
中和剤、加重剤、分散剤、防腐剤、無機塩、高分子凝集
剤等他の資材と適宜併用してもよい。本発明の水溶性ポ
リマーを油井掘削用分散剤、原油2,3次回収用ポリマ
ー、廃水処理用凝集剤、製紙用リテンションエイド、製
紙用粘剤など水系で使用する場合には、より本発明の水
溶性ポリマーの効果を高めるため、対象水系のpHを、
可能であれば中性(pH約5〜約8)にしておくことが
望ましい。The water-soluble polymer of the present invention is usually used as it is in an aqueous solution, but depending on the purpose, a thickener,
You may use together with other materials, such as a neutralizer, a weighting agent, a dispersant, an antiseptic | preservative, an inorganic salt, and a polymer coagulant suitably. When the water-soluble polymer of the present invention is used in an aqueous system such as a dispersant for oil well drilling, a crude oil secondary and tertiary recovery polymer, a coagulant for wastewater treatment, a retention aid for papermaking, and a sticky agent for papermaking, the present invention is more suitable. In order to enhance the effect of the water-soluble polymer,
If possible, it is desirable to keep it neutral (pH about 5 to about 8).
【0012】本発明において、(A)、(B)および必
要に応じて他のモノマーの共重合の方法はとくに限定な
く、その例は、特公平6−92447号公報、特開平7
−242702号公報などに示されている。In the present invention, the method of copolymerizing (A), (B) and, if necessary, other monomers is not particularly limited, and examples thereof include Japanese Patent Publication No. 6-92447 and Japanese Patent Laid-Open No. 7-92447.
No. 242702, for example.
【0013】[0013]
【実施例】以下に実施例により本発明を更に説明する
が、本発明はこれに限定されるものではない。EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited thereto.
【0014】実施例1〜4、比較例1〜4 表1に示す各種組成のモノマーをイオン交換水に濃度1
3重量%になるように溶解し、窒素置換し、40℃に温
調した後、重合触媒として過硫酸カリと重亜硫酸ソーダ
を、この順序でモノマーあたり各々0.01重量%添加
して重合させた。得られた重合液(ゲル)を凍結乾燥し
てポリマーを粉末として単離し、得られたポリマーの固
有粘度と塩水溶液特性を試験した。塩水溶液特性につい
ては、ポリマー粉末を、濃厚塩化カルシウム水溶液(濃
度26%)にポリマー濃度1%になるように加え、室温
で1時間攪拌し、まず溶解性を調べ、溶解したものにつ
いてはブルックフィールド粘度を測定した。試験結果は
表1に示すが、本発明のアニオン性水溶性ポリマー(実
施例1〜4)はいずれも固有粘度高く、かつ塩水に均一
に溶解して高粘度を示したが、比較例1〜4では固有粘
度低く、かつ塩水に溶解しないか溶解したものも粘度が
低かった。Examples 1 to 4 and Comparative Examples 1 to 4 Monomers having various compositions shown in Table 1 were added to ion-exchanged water at a concentration of 1
Dissolve to 3% by weight, replace with nitrogen, adjust the temperature to 40 ° C, and add potassium persulfate and sodium bisulfite as polymerization catalysts in this order at 0.01% by weight per monomer to polymerize. It was The obtained polymerization liquid (gel) was freeze-dried to isolate the polymer as a powder, and the intrinsic viscosity and salt aqueous solution characteristics of the obtained polymer were tested. Regarding the salt aqueous solution characteristics, polymer powder was added to concentrated calcium chloride aqueous solution (concentration 26%) so that the polymer concentration was 1%, and the mixture was stirred at room temperature for 1 hour. First, the solubility was examined, and when dissolved, Brookfield was used. The viscosity was measured. The test results are shown in Table 1. All of the anionic water-soluble polymers of the present invention (Examples 1 to 4) had a high intrinsic viscosity and were uniformly dissolved in salt water to show a high viscosity. In No. 4, the intrinsic viscosity was low, and the one that was not dissolved in salt water or was dissolved was also low in viscosity.
【0015】[0015]
【表1】 NaSEA :スルホエチル(メタ)アクリレートのソーダ塩 NaAMPS:スルホブチル(メタ)アクリルアミドのソーダ塩 AAm :アクリルアミド NaAC :アクリル酸ソーダ[Table 1] NaSEA: Sulfoethyl (meth) acrylate soda salt NaAMPS: Sulfobutyl (meth) acrylamide soda salt AAm: Acrylamide NaAC: Sodium acrylate
【0016】[0016]
【発明の効果】本発明のアニオン性水溶性ポリマーは、
分子量が高いだけでなく、塩とくに多価金属を多量含む
水溶液への溶解性に富み、従来得られなかった高粘度・
高凝集性能を与える。このため、本発明のアニオン性水
溶性ポリマーは、油井掘削用分散剤、原油2,3次回収
用ポリマー、廃水処理用高分子凝集剤、静電記録紙用導
電剤、帯電防止剤、製紙用リテンションエイド、製紙用
粘剤などとして極めて有用である。The anionic water-soluble polymer of the present invention is
Not only has a high molecular weight, but it is also highly soluble in aqueous solutions containing large amounts of salts, especially polyvalent metals.
Gives high aggregation performance. Therefore, the anionic water-soluble polymer of the present invention is used for oil well drilling dispersants, crude oil second and third recovery polymers, wastewater treatment polymer flocculants, electrostatic recording paper conductive agents, antistatic agents, and papermaking. It is extremely useful as a retention aid and a sticky agent for papermaking.
Claims (4)
マー(A)および下記一般式(2)で示されるビニルモ
ノマー(B)からなる共重合物(C)であることを特徴
とするアニオン性水溶性ポリマー。 CH2=C(R)−COOZSO3X (1) {式中、Rは水素原子又はメチル基、Xはアルカリ金属
又はアルカリ土類金属、Zは炭素数7以下の炭化水素基
を表す。} CH2=C(R)−CONHZSO3X (2) {式中、Rは水素原子又はメチル基、Xはアルカリ金属
又はアルカリ土類金属、Zは炭素数7以下の炭化水素基
を表す。}1. An anion which is a copolymer (C) comprising a vinyl monomer (A) represented by the following general formula (1) and a vinyl monomer (B) represented by the following general formula (2). Water-soluble polymer. CH 2 = C (R) -COOZSO 3 X (1) { wherein, R represents a hydrogen atom or a methyl group, X is an alkali metal or alkaline earth metal, Z is a hydrocarbon group having 7 or less carbon atoms. } CH 2 = C (R) -CONHZSO 3 X (2) { wherein, R represents a hydrogen atom or a methyl group, X is an alkali metal or alkaline earth metal, Z is a hydrocarbon group having 7 or less carbon atoms. }
(A)のモル数が20〜90%である請求項1記載のポ
リマー。2. The polymer according to claim 1, wherein the number of moles of (A) is 20 to 90% with respect to the total number of moles of (A) and (B).
モノマー及び/又は(メタ)アクリル酸もしくはその塩
を共重合させたものである請求項1又は2記載のポリマ
ー。3. The polymer according to claim 1, wherein (C) is a copolymer of (meth) acrylamide monomer and / or (meth) acrylic acid or a salt thereof.
固有粘度が、4以上である請求項1〜3のいずれか記載
のポリマー。4. The polymer according to claim 1, which has an intrinsic viscosity of 4 or more measured in 1N-NaNO 3 at 30 ° C.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7336068A JPH09151217A (en) | 1995-11-29 | 1995-11-29 | Anionic water-soluble polymer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7336068A JPH09151217A (en) | 1995-11-29 | 1995-11-29 | Anionic water-soluble polymer |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH09151217A true JPH09151217A (en) | 1997-06-10 |
Family
ID=18295369
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP7336068A Pending JPH09151217A (en) | 1995-11-29 | 1995-11-29 | Anionic water-soluble polymer |
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JP (1) | JPH09151217A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105548232A (en) * | 2015-12-07 | 2016-05-04 | 中国石油大学(北京) | Microscopic detection method for distribution state of oil displacement polymer in porous medium |
-
1995
- 1995-11-29 JP JP7336068A patent/JPH09151217A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105548232A (en) * | 2015-12-07 | 2016-05-04 | 中国石油大学(北京) | Microscopic detection method for distribution state of oil displacement polymer in porous medium |
CN105548232B (en) * | 2015-12-07 | 2017-08-01 | 中国石油大学(北京) | Microscopic detection method of the distribution state of polymer used in oil displacement in porous media |
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