CN108130065A - A kind of nano-complex for being used to improve high temperature flooding polymers long-time stability - Google Patents
A kind of nano-complex for being used to improve high temperature flooding polymers long-time stability Download PDFInfo
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- CN108130065A CN108130065A CN201810060400.XA CN201810060400A CN108130065A CN 108130065 A CN108130065 A CN 108130065A CN 201810060400 A CN201810060400 A CN 201810060400A CN 108130065 A CN108130065 A CN 108130065A
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- hectorite
- acrylamide
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/588—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
- C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/10—Nanoparticle-containing well treatment fluids
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Abstract
The present invention relates to a kind of for improving the nano-complex of high temperature flooding polymers long-time stability, belong to technical field of oilfield chemistry.2 acrylamide, 2 methyl propane sulfonic acid is added in hectorite nanometer disperse system, promote the stably dispersing performance of nanometer disperse system, again by the components addition system such as polyethyleneimine, acrylamide, using potassium peroxydisulfate as initiator, inorganic-organic nanocomposite is synthesized.This compound has good dissolving and dispersion performance in water, there are many functional groups for band in its molecular structure, there is interaction well with acrylic amide flooding polymers molecule, suitable for as under flooding polymers long term high temperature aging, improving the auxiliary agent of stability.
Description
Technical field
The present invention relates to a kind of for improving the nano-complex of high temperature flooding polymers long-time stability, belong to oil field
Learn technical field.
Background technology
Oil is one of indispensable non-renewable resources of modern society, its exploitation and utilization is to the hair of national economy
Exhibition plays an important role.With the continuous progress of oil exploitation, at present, most of China's developed field enters High water cut
Phase, only by tertiary oil recovery technology can constant rate of production, improve oil recovery factor.Chemical flooding is that China is main to be adopted three times
One of oil tech, in the implementation process of chemical flooding, water-soluble polymer is one of key chemical agent, passes through the thickening of polymer
Property expand displacing fluid swept volume, can realize the purpose for increasing substantially oil recovery factor.However, common displacement of reservoir oil polymerization
Object, such as acrylamide copolymer, are suitable only for low-temperature reservoir, under the extreme reservoir condition of high temperature and high salt, their thickening
Performance is remarkably decreased, in addition, at high temperature the amide groups in polymer molecule gradually hydrolysis become carboxyl, their dissolubility and
Molecular backbone bad stability, the tackifying ability of polymer are remarkably decreased.Therefore, improve polymer at high temperature steady in a long-term
Property, expand its application field, it is extremely urgent.
In order to improve the temperature-resistant anti-salt performance of flooding polymers, people are often in the molecular structure of acrylamide copolymer
Upper other functional units of introducing, such as sulfonic group, pyrrolidone-base, caprolactam base, phenyl etc., to improve polymer molecular chain
Rigidity and hydrolytic Resistance;Also chain alkyl, long carbon fluorine chain section, polyoxyethylene segment, internal salt structure etc., to promote polymerization
Interaction between object strand.
Chinese patent document CN 102181010A disclose a kind of preparation method of Heat Resistant and Salt Tolerant Polymer, preparation method
It is as follows:By anionic monomer, acrylic sodium sulfonate, cationic monomer, acrylate, alpha-olefin and acrylamide be dissolved in from
In sub- water, surfactant is added, adjusts under the conditions of pH value of solution is 9~10,30~60 DEG C and leads to nitrogen 30 minutes, add in over cure
Hydrochlorate initiator under the conditions of 30~60 DEG C of temperature, reacts 12h, and with acetone precipitation, washing, vacuum drying obtains white powder
Polymer, resulting polymers can be used for enhancing oil recovery in polymer flooding on.
Chinese patent document CN 103320111A disclose a kind of synthetic method of quadripolymer oil displacement agent, the displacement of reservoir oil
Agent is the work(prepared by acrylamide (AM), acrylic acid (AA), n-vinyl pyrrolidone (NVP), ethylenediamine and maleic anhydride
The quadripolymer that energy monomer (YEML) is formed.Its synthetic method is the first YEML monomers made from addition in flask, is added
AM, NVP, AA and NaOH lead to nitrogen 30min, then add in initiator, continue 10~20min of logical nitrogen, in 30~60 DEG C of temperature
4~12h of lower reaction.It is finally washed, crushed with absolute ethyl alcohol, drying obtained AM/AA/NVP/YEML quadripolymers, preparation
Polymer can be used to improve oil recovery factor.
Above-mentioned patent realizes the promotion of polymer temperature-resistant anti-salt performance by introducing functional unit, in the process,
Often have the following disadvantages:Function monomer preparation process is cumbersome, there are the subsequent operations such as purification, increases product cost;With third
Acrylamide single phase ratio, function monomer polymerization activity is poor, and polymer molecular weight is not high, during use, the polymer that needs
Concentration is high;The introducing of hydrophobic type function monomer, interior salt form function monomer reduces the solubility property of polymer, during use,
The dissolution time of polymer increases, and insoluble matter ratio increases, and influences using and promoting for product.
Hectorite is a kind of Layered Lithium smectite-group clay synthesized by inorganic salts, and in aqueous solution, hectorite particle is in
Monodispersity is good discoid, and grain thickness is about 1nm, and diameter is about 30nm, and chemical formula is [(Si8(Mg5.34Li0.66)O20
(OH)4] Na0.66, hectorite particle is negatively charged.In aqueous solution, hectorite has very big specific surface area, and surface is contained largely
Oxygen atom and hydroxyl, therefore, the groups such as hectorite and amide groups, carboxyl, the sulfonic group in acrylamide copolymer molecule have
There is good interaction.
However, the dispersion performance of hectorite nanometer system is very sensitive for the variation of external condition, it is few when having in solution
When measuring salt or polymer, hectorite nano particle will be coalesced and be settled;Research shows that hectorite granular absorption 2- acryloyls
After amine -2- methyl propane sulfonic acids, dispersibility significantly improves, and nanometer point can be kept in macromolecule and ionic comonomer solution
Bulk state, and then the inorganic-organic composites with nanometer hectorite component can be prepared.
Invention content
In view of the deficiencies of the prior art, present invention offer is a kind of is used to improve receiving for high temperature flooding polymers long-time stability
Rice compound.
Term explanation
Hectorite:Also known as lithium magnesium silicate, the entitled Laponite of English, is a kind of artificial synthesized trioctahedron lamellar gel
Material has extremely strong gel-forming property in aqueous systems, has excellent thixotropy, dispersibility, suspension and thickening property, production purchased in market
Product.
Summary of the invention
The present invention selects 2- acrylamide-2-methyl propane sulfonics modification hectorite nano particle, prepares in macromolecule and salt
The nanometer disperse system that can be stabilized in solution followed by the cationic character of polyethyleneimine, is further modified
Hectorite particle, on this basis, by between the water-soluble monomers such as 2- acrylamide-2-methyl propane sulfonics, acrylamide
Copolymerization, prepares organic-inorganic nanocomposite object.By test, which has excellent dissolution and dispersion performance in the solution,
It adds in acrylic amide flooding polymers solution, their thickening and high-temperature long term stability energy can be significantly improved.
Detailed description of the invention
Technical scheme is as follows:
A kind of nano-complex for being used to improve high temperature flooding polymers long-time stability:
(1) preparation of polyethyleneimine-hectorite nanometer disperse system
Hectorite is scattered in 2- acrylamide-2-methyl propane sulfonic solution, 24~48h is stirred, prepares hectorite and receive
The polyethylenimine solution of a concentration of 100~600g/L, is then added drop-wise in hectorite nanometer disperse system by rice dispersion,
Stir when being added dropwise, and controls pH as 1~6, be added dropwise stir 30min to get;The molecular weight of polyethyleneimine for 300~
A concentration of 10~150g/L of 20000,2- acrylamide-2-methyl propane sulfonic solution, hectorite and 2- acrylamide -2- first
The mass ratio of base propane sulfonic acid is 1:The mass ratio of (2~8), hectorite and polyethyleneimine is 1:(0.1~5).
(2) preparation of organic-inorganic nanocomposite object
Polyethyleneimine-hectorite nanometer disperse system and nonionic water-soluble monomers are added to equipped with blender, led to
In the wolf bottle of nitrogen pipe and thermometer, to stir and be passed through nitrogen 30min, then pH controls add in potassium peroxydisulfate 2~6,
60~90 DEG C are raised the temperature to, reacts 1~10h, reaction finishes, and adds in NaOH solution and system pH is adjusted to 8~9, constant temperature is old
Change 0.5~1.5h, by product it is dry, crush to get;2- acrylamide-2-methyl propane sulfonics and nonionic water-soluble monomers
Mass ratio is 1:The mass ratio of (0.1~5), potassium peroxydisulfate and water-soluble monomer is 1:(100~1000).
, according to the invention it is preferred to, the molecular weight of polyethyleneimine is 1000~5000 in step (1);
Preferably, a concentration of 25~100g/L of 2- acrylamide-2-methyl propane sulfonics solution, polyethyleneimine are a concentration of
The mass ratio of 100~300g/L, hectorite and 2- acrylamide-2-methyl propane sulfonics is 1:(2~4), hectorite and polyethylene
The mass ratio of imines is 1:(0.2~2);
Preferably, polyethylenimine solution is added drop-wise in hectorite nanometer disperse system, and pH is 1~4.
, according to the invention it is preferred to, the nonionic water-soluble monomers described in step (2) are acrylamide, vinylpyridine
Pyrrolidone, Methacrylamide, N hydroxymethyl acrylamide, N- ethyl acrylamides, N, N- dimethacrylamide, N- isopropyls
One or two kinds of object mixed above in base acrylamide, hydroxy-ethyl acrylate, hydroxypropyl acrylate;
Preferably, the mass ratio of 2- acrylamide-2-methyl propane sulfonics and nonionic water-soluble monomers is 1:(0.5~
1.5), the mass ratio of potassium peroxydisulfate and water-soluble monomer is 1:(100~500);
Preferably, in polymerization process, pH is 3~5, and temperature is 70~85 DEG C, and the reaction time is 2~6h.
The excellent results of the present invention are as follows:
1. raw material of the present invention is easy to get, process is simple and safe, and production cost is low.
2. with functional groups such as a large amount of hydroxyl, amino, amide groups in compound, therefore it can polymerize with acrylic amide
Object generates good interaction, and then improves the performance steady in a long-term of polymer at high temperature.
3. rigid inorganic component and rigid branched structure type polyethyleneimine amine component are carried in compound, therefore,
Under reservoir conditions, Nanodispersion has good temperature-resistant anti-salt performance in itself.
4. product of the present invention dissolving and dispersion performance are excellent, powder product can simultaneously and acrylamide copolymer powder
It dissolves or is added in acrylamide copolymer solution simultaneously and dissolved, it is easy to use.
5. product post processing of the present invention is simple, continuous production easy to implement.
6. product storage prepared by the present invention is convenient, meet the requirement in terms of environmental protection.
Description of the drawings
Fig. 1 is 1 polymer flooding experimental result of embodiment.
Specific embodiment
Experimental method used in following embodiments is conventional method unless otherwise specified.
The materials, reagents and the like used in the following examples is commercially available unless otherwise specified.
With reference to specific embodiment, the present invention will be further described, but the scope of the present invention is not limited only to this.
Embodiment 1:
A kind of nano-complex for being used to improve high temperature flooding polymers long-time stability, it is as follows including step:
(1) preparation of polyethyleneimine-hectorite nanometer disperse system
6g 2- acrylamide-2-methyl propane sulfonics are dissolved in 100mL water, then add in 2g hectorites, stir 36h,
Prepare hectorite nanometer disperse system;2g polyethyleneimines (molecular weight 1800) are dissolved in 3mL water, prepare polyethyleneimine
Amine aqueous solution;Polyethylenimine solution is added drop-wise in hectorite nanometer disperse system, is stirred when being added dropwise, control pH is 2, is added dropwise
Stirring 30min is finished, obtains polyethyleneimine-hectorite nanometer disperse system.
(2) preparation of organic-inorganic nanocomposite object
The polyethyleneimine of above-mentioned preparation-hectorite nanometer disperse system and 5g acrylamides are added to equipped with stirring
In the wolf bottle of device, logical nitrogen pipe and thermometer, stir and be passed through nitrogen 30min, pH control 4.5, then add in 20mg
Potassium peroxydisulfate raises the temperature to 75 DEG C, reacts 4h, adds in NaOH solution and adjusts system pH to 9, constant temperature aging 1h will be produced
Object is dry, crushes to get nano-complex.
Embodiment 2:
As described in Example 1, except that 2- acrylamide-2-methyl propane sulfonics dosage is 8g.
Embodiment 3:
As described in Example 1, except that hectorite dosage is 3g.
Embodiment 4:
As described in Example 1, except that polyethyleneimine dosage is 3g.
Embodiment 5:
As described in Example 1, except that polyethyleneimine dosage is 1g.
Embodiment 6:
As described in Example 1, except that the molecular weight of polyethyleneimine is 4800.
Embodiment 7:
As described in Example 1, except that acrylamide dosage is 8g.
Embodiment 8:
As described in Example 1, except that nonionic water-soluble monomers are 5g vinyl pyrrolidones.
Embodiment 9:
As described in Example 1, except that nonionic water-soluble monomers are 1.5g vinyl pyrrolidones and 3.5g third
Acrylamide.
Embodiment 10:
As described in Example 1, except that nonionic water-soluble monomers are 1.5g vinyl pyrrolidones and 3.5g N,
N- dimethacrylamide.
Embodiment 11:
As described in Example 1, except that potassium peroxydisulfate dosage is 40mg.
Embodiment 12:
As described in Example 1, except that polymerisation pH is 3.5.
Performance evaluation
In order to investigate the ability that 1~12 product of embodiment promotes flooding polymers long-time stability, tested, surveyed as follows
Examination carries out in mineralized water is simulated, and ion concentration and total salinity are as shown in table 1, and experimental result is as shown in table 2.
Polymer solution apparent viscosity is tested:
With mineralized water compound concentration be 0.2% flooding polymers solution (Tianjin Bo Hong petrochemical industries Co., Ltd,
BHKY-3), as a comparison case, a concentration of 0.01% embodiment 1~12 is separately added into comparative example, as embodiment solution.
By each sample solution age 90 days at 90 DEG C, polymer solution before and after aging is tested with Brookfield DV3T types viscosimeter
Viscosity, test rotating speed be 6r/min.
It can be seen from the results that embodiment has been obviously improved the thickening property of flooding polymers, before aging viscosity by
20.4mPas increases to 26.8~39.2mPas;Viscosity retention ratio after high temperature ageing also increases to 49.2% by 32.4%~
60.4%.
1 mineralized water of table forms
Ion forms | Na+ | Ca2+ | Mg2+ | Cl- | Total mineral degree |
Content (mg/L) | 9250 | 375 | 125 | 10250 | 20000 |
2 Evaluation results of table
Sample number into spectrum | Initial viscosity (mPas) | Viscosity (mPas) after aging | Viscosity retention ratio |
Embodiment 1 | 32.6 | 17.2 | 52.8% |
Embodiment 2 | 36.1 | 18.2 | 50.4% |
Embodiment 3 | 38.5 | 20.8 | 54.0% |
Embodiment 4 | 39.2 | 19.3 | 49.2% |
Embodiment 5 | 30.3 | 16.4 | 54.1% |
Embodiment 6 | 30.9 | 16.2 | 52.4% |
Embodiment 7 | 35.5 | 17.5 | 49.3% |
Embodiment 8 | 26.8 | 16.2 | 60.4% |
Embodiment 9 | 30.7 | 17.7 | 57.6% |
Embodiment 10 | 29.8 | 17.5 | 58.7% |
Embodiment 11 | 28.1 | 15.0 | 53.4% |
Embodiment 12 | 31.8 | 16.9 | 53.1% |
Comparative example 1 | 20.4 | 6.6 | 32.4% |
The polymer prepared using embodiment 1 after aging 90 days, is carried out improving recovery ratio laboratory experiment, obtained will be gathered
The polymer solution that object is configured to 0.2% with mineralized water is closed, which is injected into (fill out sand tube sectional area in one-dimensional sandpack column
4.91cm2, length 30cm) and initial oil saturation is 75%, water drive to moisture content 98%, (crude oil used at 90 DEG C, shearing speed
7.34 s of rate-1Under the conditions of viscosity be 61.5mPas) injection rate is 1mL/min, after injecting the aqueous solutions of polymers of 0.35PV, after
Continuous water drive to moisture content reaches 98%, measures recovery ratio and improves 15.6%.
Claims (6)
1. it is a kind of for improving the nano-complex of high temperature flooding polymers long-time stability, it is as follows including step:
(1) preparation of polyethyleneimine-hectorite nanometer disperse system
Hectorite is scattered in 2- acrylamide-2-methyl propane sulfonic solution, stirs 24~48h, prepares hectorite nanometer point
The polyethylenimine solution of a concentration of 100~600g/L is then added drop-wise in hectorite nanometer disperse system by granular media system, side drop
Edged stirs, and controls pH as 1~6, be added dropwise stirring 30min to get;The molecular weight of polyethyleneimine for 300~
A concentration of 10~150g/L of 20000,2- acrylamide-2-methyl propane sulfonic solution, hectorite and 2- acrylamide -2- methyl
The mass ratio of propane sulfonic acid is 1:The mass ratio of (2~8), hectorite and polyethyleneimine is 1:(0.1~5);
(2) preparation of organic-inorganic nanocomposite object
Polyethyleneimine-hectorite nanometer disperse system and nonionic water-soluble monomers are added to equipped with blender, logical nitrogen pipe
It in the wolf bottle of thermometer, stirs and is passed through nitrogen 30min, then pH controls add in potassium peroxydisulfate 2~6, will be warm
Degree is increased to 60~90 DEG C, reacts 1~10h, and reaction finishes, and adds in NaOH solution and system pH is adjusted to 8~9, constant temperature aging 0.5
~1.5h, by product it is dry, crush to get;The mass ratio of 2- acrylamide-2-methyl propane sulfonics and nonionic water-soluble monomers
It is 1:The mass ratio of (0.1~5), potassium peroxydisulfate and water-soluble monomer is 1:(100~1000);
The nonionic water-soluble monomers are acrylamide, vinyl pyrrolidone, Methacrylamide, N- methylol propylene
Amide, N- ethyl acrylamides, N, N- dimethacrylamide, n-isopropyl acrylamide, hydroxy-ethyl acrylate, acrylic acid hydroxyl
One or two kinds of object mixed above in propyl ester.
2. the nano-complex according to claim 1 for being used to improve high temperature flooding polymers long-time stability, feature
It is, the molecular weight of polyethyleneimine is 1000~5000 in step (1).
3. the nano-complex according to claim 1 for being used to improve high temperature flooding polymers long-time stability, feature
It is, a concentration of 25~100g/L of 2- acrylamide-2-methyl propane sulfonic solution, polyethyleneimine are a concentration of in step (1)
The mass ratio of 100~300g/L, hectorite and 2- acrylamide-2-methyl propane sulfonics is 1:(2~4), hectorite and polyethylene
The mass ratio of imines is 1:(0.2~2).
4. the nano-complex according to claim 1 for being used to improve high temperature flooding polymers long-time stability, feature
It is, polyethylenimine solution is added drop-wise in hectorite nanometer disperse system in step (1), and pH is 1~4.
5. the nano-complex according to claim 1 for being used to improve high temperature flooding polymers long-time stability, feature
It is, the mass ratio of 2- acrylamide-2-methyl propane sulfonics and nonionic water-soluble monomers is 1 in step (2):(0.5~
1.5), the mass ratio of potassium peroxydisulfate and water-soluble monomer is 1:(100~500).
6. the nano-complex according to claim 1 for being used to improve high temperature flooding polymers long-time stability, feature
It is, in step (2) polymerization process, pH is 3~5, and temperature is 70~85 DEG C, and the reaction time is 2~6h.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN111333792A (en) * | 2020-04-07 | 2020-06-26 | 中国石油大学(华东) | Modified nano hectorite and preparation method and application thereof |
CN111648752A (en) * | 2020-04-29 | 2020-09-11 | 思达威(北京)能源科技有限公司 | Oil displacement monitoring method, application and oil field exploitation method |
CN115677923A (en) * | 2022-10-26 | 2023-02-03 | 中海油田服务股份有限公司 | Novel pre-crosslinked gel particle type plugging agent and preparation method and application thereof |
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CN104357026A (en) * | 2014-05-30 | 2015-02-18 | 中国石油化工集团公司 | Treating agent for zwitter-ion inorganic-organic monomer polymer drilling fluid and preparation method of treating agent |
CN105289553A (en) * | 2015-12-04 | 2016-02-03 | 中国石油大学(华东) | Method for preparing rapid high-efficiency absorbent used for heavy metal ions |
CN105999283A (en) * | 2016-05-05 | 2016-10-12 | 东华大学 | Preparation method for adriamycin-loaded polyethyleneimine-hyaluronic acid-modified hectorite-coated gold nanoparticles |
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CN104357026A (en) * | 2014-05-30 | 2015-02-18 | 中国石油化工集团公司 | Treating agent for zwitter-ion inorganic-organic monomer polymer drilling fluid and preparation method of treating agent |
CN105289553A (en) * | 2015-12-04 | 2016-02-03 | 中国石油大学(华东) | Method for preparing rapid high-efficiency absorbent used for heavy metal ions |
CN105999283A (en) * | 2016-05-05 | 2016-10-12 | 东华大学 | Preparation method for adriamycin-loaded polyethyleneimine-hyaluronic acid-modified hectorite-coated gold nanoparticles |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111333792A (en) * | 2020-04-07 | 2020-06-26 | 中国石油大学(华东) | Modified nano hectorite and preparation method and application thereof |
CN111333792B (en) * | 2020-04-07 | 2022-09-16 | 中国石油大学(华东) | Modified nano hectorite anti-collapse agent and fluid loss additive as well as preparation method and application thereof |
CN111648752A (en) * | 2020-04-29 | 2020-09-11 | 思达威(北京)能源科技有限公司 | Oil displacement monitoring method, application and oil field exploitation method |
CN115677923A (en) * | 2022-10-26 | 2023-02-03 | 中海油田服务股份有限公司 | Novel pre-crosslinked gel particle type plugging agent and preparation method and application thereof |
CN115677923B (en) * | 2022-10-26 | 2024-01-26 | 中海油田服务股份有限公司 | Pre-crosslinked gel particle plugging agent and preparation method and application thereof |
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