CN101255127B - Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent - Google Patents

Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent Download PDF

Info

Publication number
CN101255127B
CN101255127B CN2008100235181A CN200810023518A CN101255127B CN 101255127 B CN101255127 B CN 101255127B CN 2008100235181 A CN2008100235181 A CN 2008100235181A CN 200810023518 A CN200810023518 A CN 200810023518A CN 101255127 B CN101255127 B CN 101255127B
Authority
CN
China
Prior art keywords
alcohol polyoxyethylene
aliphatic alcohol
sulfonate
oil
water
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
CN2008100235181A
Other languages
Chinese (zh)
Other versions
CN101255127A (en
Inventor
王建新
李立勇
孙培冬
周忠
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.)
Jiangnan University
Original Assignee
Jiangnan University
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Jiangnan University filed Critical Jiangnan University
Priority to CN2008100235181A priority Critical patent/CN101255127B/en
Publication of CN101255127A publication Critical patent/CN101255127A/en
Application granted granted Critical
Publication of CN101255127B publication Critical patent/CN101255127B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Abstract

The invention relates to synthesis of polyoxyethylene fatty alcohol ether sulphonate, and complex formulation for tertiary oil recovery displacement agent, and belongs to chemical displacement agent technic field. The invention discloses a synthesis method of a surface active agent for tertiary oil recovery for a high-temperature, high salinity and high calcium and magnesium ion oil reservoir, and complex formulation for highly effective displacement agents. Polyoxyethylene fatty alcohol ether sulphate is reacted with a sulfonating agent under the action of catalyst to produce polyoxyethylenefatty alcohol ether sulphonate. Polyoxyethylene fatty alcohol ether sulphonate are used as main material which is complex formulated with heavy alkyl benzene sulfonate, water, polymerisate, etc. Compared with existing products, the displacement agent of the invention in the three-high system reduces the oil-water boundary tension ultra-low (10<-3>mN/m), and the boundary tension is not affected bytemperature, degree of mineralization and the concentration of calcium and magnesium ions.

Description

Aliphatic alcohol polyoxyethylene sulfonate synthetic and be used for the composite of tertiary oil recovery oil-displacing agent
Technical field
The invention discloses the synthetic of a kind of aliphatic alcohol polyoxyethylene sulfonate and be used for the composite of tertiary oil recovery oil-displacing agent, belong to the chemical oil displacement agent technical field.The aliphatic alcohol polyoxyethylene sulfonate of preparation is applied to high-efficient oil-displacing agent composite of three height (high temperature, high salinity, high contents of calcium and magnesium ion) oil reservoir used for tertiary oil recovery, improves the oil recovery factor of " three height " oil reservoir.
Background technology
Since last century the seventies first oil crisis, the research that improves oil recovery is attached great importance in countries in the world.Ternary composite driving is a kind of method that improves oil recovery factor that generally use in present each oil field.Three-component compound system is tensio-active agent, polymkeric substance and alkali systems.But wherein contained a large amount of alkali bring huge injury near oil reservoir the oil field and oil well.
Again because the environment of subsurface deposit is very complicated, a lot of oil reservoirs are in that (total mineralization as Chinese oil field part oil reservoir reaches 50000mg/L, high valence ion Ca under high temperature, high salinity, the high contents of calcium and magnesium ion condition 2+, Mg 2+Content reaches 2500mg/L, and temperature reaches 85 ℃), this just requires tensio-active agent will have fine heatproof, salt tolerant, anti-high valence ion ability.The tensio-active agent that has been used at present tertiary oil recovery has and layering much takes place in high salinity, high contents of calcium and magnesium ionic underground water easily or have precipitation to generate; Nonionic-phosphate ester salt type [R (CH 2CH 2O) nPO 3M], nonionic-sulfuric acid type [R (CH 2CH 2O) nSO 3M], nonionic-carboxylate salts type [R (CH 2CH 2O) nCH 2COOM], all not heatproof, at high temperature facile hydrolysis.
Summary of the invention
The purpose of this invention is to provide the composite of a kind of synthetic method that is applied to three height (high temperature, high salinity, high contents of calcium and magnesium ion) oil reservoir used for tertiary oil recovery tensio-active agent and high-efficient oil-displacing agent.
Technical scheme of the present invention: a kind of synthetic method of aliphatic alcohol polyoxyethylene sulfonate, fatty alcohol polyoxyethylene ether sulfate, water, catalyzer, sulphonating agent are placed reactor by proportioning, the reaction some hrs, take out when being chilled to 50 ℃ slightly, concentrating under reduced pressure goes portion water, adds certain amount of organic solvent in the mixture and carries out desalination, leave standstill, the inorganic salt of filtering precipitating reclaim solvent, get the finished product aliphatic alcohol polyoxyethylene sulfonate;
Sulphonating agent is selected Na for use 2SO 3Or NaHSO 3
Catalyzer is selected transition metal ion for use: the muriate of zinc, manganese, copper, iron, titanium, zirconium or vanadium; Catalyst levels is the 0.2%-0.4% of reactant total mass;
Fatty alcohol polyoxyethylene ether sulfate (AES) with sulphonating agent mole proportioning is: 1: 1.0-2.2, and 120 ℃-200 ℃ of temperature of reaction, the reaction times is 3h-6h;
Desalination is selected for use with organic solvent: methyl alcohol, ethanol, Virahol, methylene dichloride, trichloromethane or toluene.
Fatty alcohol polyoxyethylene ether sulfate and sulphonating agent mole proportioning are 1: 1.2-1.6 is better.
Temperature of reaction is chosen as 150 ℃-170 ℃.
Reaction times is 4h.
Desalination is selected the Virahol best results for use with organic solvent.
The application of synthetic aliphatic alcohol polyoxyethylene sulfonate of the present invention is used for the composite of tertiary oil recovery high-efficient oil-displacing agent, and by weight percentage, this oil-displacing agent is composed of the following components:
Aliphatic alcohol polyoxyethylene sulfonate 60%-70%,
Heavy alkylbenzene sulfonate 10%-20%,
Water-soluble polyacrylamide 1%-2%,
Water 10%-25%.
Preparation method:
(1) at normal temperatures and pressures, 50% of aliphatic alcohol polyoxyethylene sulfonate, Total Water adds reactor, fully stirs 1-2h;
(2) remaining 50% water, water-soluble polyacrylamide, heavy alkylbenzene sulfonate are stirred, stir 0.5-1h;
(3) material with (2) joins in the material of (1), stirs 1.5-2h and gets the highly efficiency compositional oil-displacing agent.
Described highly efficiency compositional oil-displacing agent, described aliphatic alcohol polyoxyethylene sulfonate are negatively charged ion-nonionic surface active agent, and the fatty carbon chain number of this sulfonate is 8-22, and average EO number is 1-12;
Described heavy alkylbenzene sulfonate is an anion surfactant, and this heavy alkylbenzene sulfonate alkyl carbon chain number is 8-24.
Described highly efficiency compositional oil-displacing agent, the fatty carbon chain number of described aliphatic alcohol polyoxyethylene sulfonate is 10-15, average EO number is 3-7.
Described heavy alkylbenzene sulfonate alkyl carbon chain number is 14-18.
Described highly efficiency compositional oil-displacing agent is for high temperature, high salinity, the application of high contents of calcium and magnesium ionic oil field in tertiary oil recovery, and this highly efficiency compositional oil-displacing agent can not produce precipitation and oil water interfacial tension reaches 10 -3-10 -4MN/m improves oil recovery factor.
Beneficial effect of the present invention: above-mentioned with alkali and tensio-active agent instability problem in order to solve, the present invention has developed a kind of not only anti-high salinity, the ion of anti-high contents of calcium and magnesium the but also resistant to elevated temperatures used for tertiary oil recovery tensio-active agent.This tensio-active agent and heavy alkylbenzene sulfonate, polyacrylamide are re-dubbed binary combination flooding, under high temperature, high salinity, high contents of calcium and magnesium ion condition, do not need to add alkali, and its oil water interfacial tension just can reach ultralow and layering not take place or do not have precipitation and generate.
Used tensio-active agent all is a sulfonate in this highly efficiency compositional oil-displacing agent system, and the two similar performance is difficult for taking place in the stratum " chromatographic separation ".The most general using method in oil field is that nonionic and anion surfactant is composite now, but this flooding system in the stratum serious " chromatographic separation " can take place, thereby can't realize its optimal design.Highly efficiency compositional oil-displacing agent good stability of the present invention, oil-displacement capacity are strong.During use, oil-displacing agent and polyacrylamide polymers form the binary displacement oil system, improve sweep efficiency, the absorption of minimizing oil-displacing agent on formation rock with the visco-elasticity of polyacrylamide polymers.Reduction interfacial tension ability and solubilising with oil-displacing agent of the present invention improve displacement efficiency.The two synergy can not extraction the irreducible oil extraction.
Embodiment
Embodiment 1: aliphatic alcohol polyoxyethylene sulfonate synthetic
With 1mol fatty alcohol polyoxyethylene ether sulfate (70%) 600g, 900g water, 1.4mol Na 2SO 3176.4g, 2.5g cupric chloride, 2.5g Manganous chloride tetrahydrate place reactor, reaction is 4 hours under 165-170 ℃ of condition, take out the cooling back, underpressure distillation removes the 700g that anhydrates, and adds 2000g Virahol, standing over night in the mixture, the inorganic salt that filtering is precipitated out, solvent evaporated obtains finished product 450g.By two phase titrations, the content of aliphatic alcohol polyoxyethylene sulfonate is 87%.
Embodiment 2: aliphatic alcohol polyoxyethylene sulfonate synthetic
With 1mol fatty alcohol polyoxyethylene ether sulfate (70%) 600g, 900g water, 1.3mol NaHSO 3135.2g, 2.5g titanium chloride, 2.5g zinc chloride place reactor, reaction is 4 hours under 155-160 ℃ of condition, take out the cooling back, underpressure distillation removes the 700g that anhydrates, and adds 2000g Virahol, standing over night in the mixture, the inorganic salt that filtering is precipitated out, solvent evaporated obtains finished product 440g.By two phase titrations, the content of aliphatic alcohol polyoxyethylene sulfonate is 85%.
Embodiment 3: aliphatic alcohol polyoxyethylene sulfonate synthetic
With 1mol fatty alcohol polyoxyethylene ether sulfate (70%) 600g, 900g water, 1.5mol Na 2SO 3189g, 2.5g titanium chloride, 2.5g vanadium chloride place reactor, and reaction is 4 hours under 160-165 ℃ of condition, and take out the cooling back, underpressure distillation removes the 700g that anhydrates, and adds 2000g Virahol, standing over night in the mixture, the inorganic salt that filtering is precipitated out, solvent evaporated obtains finished product 455g.By two phase titrations, the content of aliphatic alcohol polyoxyethylene sulfonate is 89%.
Embodiment 4: the preparation of experimental water
Add 41.98g sodium-chlor, 4.06g calcium chloride, 3.96g magnesium chloride in the deionized water of 1000mL, the preparation total mineralization is that 50000mg/L, calcium ions and magnesium ions concentration are the experimental water of 2500mg/L.
Embodiment 5: the preparation of highly efficiency compositional oil-displacing agent
70g aliphatic alcohol polyoxyethylene sulfonate, 6.5g water are joined in the there-necked flask of 250mL and mixed 1 hour.Again 15g heavy alkylbenzene sulfonate, 6.5g water, 2g polyacrylamide are joined in the there-necked flask of 100mL and mixed 1 hour.Mixture in the 100mL there-necked flask is poured in the 250mL there-necked flask, continued to mix 1.5 hours, the composite oil-displacing agent that gets.
Embodiment 6: get among the embodiment 5 the highly efficiency compositional oil-displacing agent 0.7g of preparation, be dissolved in the experimental water of high salinity, high contents of calcium and magnesium ionic concn of preparation among the 100g embodiment 4, drip tensiometer with the rotation of SVT20 type and survey an oil water interfacial tension.At 85 ℃, total mineralization is that 50000mg/L, calcium ions and magnesium ions concentration are 2500mg/L, and oil water interfacial tension still can reach 3.7 * 10 -3MN/m.

Claims (7)

1. the synthetic method of an aliphatic alcohol polyoxyethylene sulfonate, it is characterized in that fatty alcohol polyoxyethylene ether sulfate, water, catalyzer, sulphonating agent are placed reactor by proportioning, the reaction some hrs, take out the cooling back, and concentrating under reduced pressure goes portion water, adds certain amount of organic solvent in the mixture and carry out desalination, leave standstill, the inorganic salt of filtering precipitating reclaim solvent, obtain the finished product aliphatic alcohol polyoxyethylene sulfonate;
Sulphonating agent is selected Na for use 2SO 3Or NaHSO 3
Catalyzer is selected transition metal ion for use: the muriate of zinc, manganese, copper, iron, titanium, zirconium or vanadium, catalyst levels are the 0.2%-0.4% of reactant total mass;
Fatty alcohol polyoxyethylene ether sulfate and sulphonating agent mole proportioning are: 1: 1.0-2.2, and 120 ℃-200 ℃ of temperature of reaction, the reaction times is 3h-6h;
Desalination is selected for use with organic solvent: methyl alcohol, ethanol, Virahol, methylene dichloride, trichloromethane or toluene.
2. the synthetic method of aliphatic alcohol polyoxyethylene sulfonate according to claim 1 is characterized in that fatty alcohol polyoxyethylene ether sulfate and sulphonating agent mole proportioning are: 1: 1.2-1.6.
3. the synthetic method of aliphatic alcohol polyoxyethylene sulfonate according to claim 1 is characterized in that temperature of reaction is chosen as 150 ℃-170 ℃.
4. the synthetic method of aliphatic alcohol polyoxyethylene sulfonate according to claim 1 is characterized in that the reaction times is 4h.
5. the synthetic method of aliphatic alcohol polyoxyethylene sulfonate according to claim 1 is characterized in that desalination selects the Virahol best results for use with organic solvent.
6. the application of the described method synthetic of claim 1 aliphatic alcohol polyoxyethylene sulfonate is characterized in that being used for the composite of tertiary oil recovery oil-displacing agent, and by weight percentage, this oil-displacing agent is composed of the following components:
Aliphatic alcohol polyoxyethylene sulfonate 60%-70%,
Heavy alkylbenzene sulfonate 10%-20%,
Water-soluble polyacrylamide 1%-2%,
Water 10%-25%;
Preparation method:
(1) at normal temperatures and pressures, 50% of aliphatic alcohol polyoxyethylene sulfonate, Total Water adds reactor, fully stirs 1-2 hour;
(2) remaining 50% water, water-soluble polyacrylamide, heavy alkylbenzene sulfonate are stirred, stirred 0.5-1 hour;
(3) material with (2) joins in the material of (1), stirs 1.5-2h and promptly gets composite oil-displacing agent;
Described aliphatic alcohol polyoxyethylene sulfonate is negatively charged ion-nonionic surface active agent, and the fatty carbon chain number of aliphatic alcohol polyoxyethylene sulfonate is 8-22, and average EO number is 1-12;
Described heavy alkylbenzene sulfonate is an anion surfactant, and this heavy alkylbenzene sulfonate alkyl carbon chain number is 8-24.
7. application according to claim 6 is characterized in that composite oil-displacing agent, and the fatty carbon chain number of described aliphatic alcohol polyoxyethylene sulfonate is 10-15, and average EO number is 3-7;
Described heavy alkylbenzene sulfonate alkyl carbon chain number is 14-18.
CN2008100235181A 2008-04-01 2008-04-01 Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent Expired - Fee Related CN101255127B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN2008100235181A CN101255127B (en) 2008-04-01 2008-04-01 Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN2008100235181A CN101255127B (en) 2008-04-01 2008-04-01 Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent

Publications (2)

Publication Number Publication Date
CN101255127A CN101255127A (en) 2008-09-03
CN101255127B true CN101255127B (en) 2010-07-28

Family

ID=39890290

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2008100235181A Expired - Fee Related CN101255127B (en) 2008-04-01 2008-04-01 Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent

Country Status (1)

Country Link
CN (1) CN101255127B (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102049212B (en) * 2009-10-27 2013-08-14 中国石油化工股份有限公司 Branched chain ether type anionic surfactant and preparation method thereof
CN102040993B (en) * 2010-05-12 2013-07-31 中国石油天然气股份有限公司 Oil displacement agent suitable for superhigh temperature superhigh salt and superhigh calcium and magnesium homogenized oil deposit
CN101935521B (en) * 2010-07-19 2013-01-02 江南大学 Application of alcohol amide nonionic surfactant for alkali-free flooding
CN102372658A (en) * 2010-08-23 2012-03-14 中国石油化工股份有限公司 Fatty alcohol-polyoxyethylene ether benzene sulfonate and preparation method thereof
CN101979426A (en) * 2010-10-09 2011-02-23 西南石油大学 Method for synthesizing fatty alcohol (alkylphenol) polyoxyethylene ether sulfonate through olefin addition
CN102464974B (en) * 2010-11-17 2013-08-07 中国石油化工股份有限公司 Composition capable of greatly improving crude oil recovery ratio and preparation method thereof
CN102070778B (en) * 2010-12-21 2012-07-04 江南大学 Method for preparing high-concentration polyoxy alkyl allyl ether sulfonate
CN103031119B (en) * 2011-09-29 2014-11-26 中国石油化工股份有限公司 Sulfonate-containing anionic/nonionic surfactant composition and preparation method
CN103031123B (en) * 2011-09-29 2014-11-26 中国石油化工股份有限公司 Foaming agent composition for tertiary oil recovery and application thereof
CN102974263A (en) * 2012-12-24 2013-03-20 江南大学 Preparation method of long-chain fatty alcohol-polyoxyethyleneether sulfate and amphoteric surfactant as well as application thereof in tertiary oil recovery
CN103304449A (en) * 2013-06-14 2013-09-18 河北科技大学 Method for preparing fatty alcohol polyoxyalkylene ether sulfonate
CN103288687A (en) * 2013-06-19 2013-09-11 南京理工大学 Preparation method of fatty alcohol polyethenoxy ether sulfonate
CN104017553B (en) * 2013-10-12 2016-10-05 陕西延长油田压裂材料有限公司 A kind of preparation method of Surfactants Used for Oil field
CN105255472A (en) * 2015-11-14 2016-01-20 山东宝莫生物化工股份有限公司 Temperature-resisting anti-salt surfactant compounding system and compounding method thereof
CN106801597A (en) * 2015-11-26 2017-06-06 中国石油化工股份有限公司 Heavy crude reservoir combined type flooding method and displacement composition
CN110305651B (en) * 2018-03-27 2021-10-29 中国石油化工股份有限公司 Nano particle crosslinked polymer oil displacement agent and preparation method and application thereof
CN111088025B (en) * 2018-10-23 2022-05-24 中国石油化工股份有限公司 Efficient oil washing agent for improving carbon dioxide oil displacement efficiency and preparation method and application thereof
CN109897622A (en) * 2019-03-26 2019-06-18 黑龙江信维源化工有限公司 A kind of surface active agent for tertiary oil recovery composition and preparation method
CN112680208B (en) * 2021-01-06 2023-03-31 中国日用化学研究院有限公司 Preparation process of oleyl alcohol polyoxyethylene ether sulfonate/sulfate
CN114436906A (en) * 2022-02-11 2022-05-06 山东大明精细化工有限公司 Method for synthesizing polyoxyethylene ether sulfonate surfactant for oil displacement
CN114907238A (en) * 2022-06-16 2022-08-16 淄博鲁瑞精细化工有限公司 Alkyl alcohol polyoxyethylene ether sulfate salt for mercerizing penetrant and preparation method and application thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1778862A (en) * 2004-11-17 2006-05-31 中国石油化工股份有限公司 Inspissated oil emulsion viscidity reducer

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1778862A (en) * 2004-11-17 2006-05-31 中国石油化工股份有限公司 Inspissated oil emulsion viscidity reducer

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
李立勇,等.脂肪醇聚氧乙烯醚磺酸盐耐温耐盐性研究.精细石油化工进展9 1.2008,9(1),4-7.
李立勇,等.脂肪醇聚氧乙烯醚磺酸盐耐温耐盐性研究.精细石油化工进展9 1.2008,9(1),4-7. *
王业飞,等.由AES合成脂肪醇聚氧乙烯醚磺酸钠的研究.精细石油化工 5.1996,(5),22-25.
王业飞,等.由AES合成脂肪醇聚氧乙烯醚磺酸钠的研究.精细石油化工 5.1996,(5),22-25. *
田春友,等.脂肪醇聚氧乙烯醚磺酸盐表面活性剂合成进展.河北化工 1.2006,(1),9-11,61.
田春友,等.脂肪醇聚氧乙烯醚磺酸盐表面活性剂合成进展.河北化工 1.2006,(1),9-11,61. *

Also Published As

Publication number Publication date
CN101255127A (en) 2008-09-03

Similar Documents

Publication Publication Date Title
CN101255127B (en) Synthesis of aliphatic alcohol polyoxyethylene sulfonate and complex formulation used for tertiary oil recovery displacement agent
CN103965853B (en) Combined surfactant and preparation method thereof
CA2319092C (en) Anionic surfactants based on alkene sulfonic acid
CN104232045B (en) Composite surface active agent composition and preparation method and application thereof
CN102086389A (en) Temperature-resistant salt-resistant composite foam oil displacement agent for tertiary oil recovery and preparation method thereof
CN102464598B (en) Fatty acid amide polyoxylethylene ether benzene sulfonate and preparation method thereof
CN102977872B (en) A kind of strengthening foam oil-displacing agent for enhancing crude oil recovery efficiency in tertiary recovery and preparation method thereof
CN101185866A (en) Gemini anionic surface active agent and preparation method thereof
CN103254884A (en) High-efficient foam compound flooding agent for tertiary oil recovery and preparation method thereof
AU2011244452A1 (en) Method for producing mineral oil using surfactants based on a mixture of C32-Guerbet-, C34-Guerbet-, C36-Guerbet-containing alkyl alkoxylates
CN102516064A (en) Preparation method of nonionic-anionic compound type surfactant and application thereof
CN104803889A (en) Fatty amine polyoxyethylene ether disulfonate and preparation method thereof
US20140116690A1 (en) Process for mineral oil production using surfactants at least comprising a secondary alkanesulfonate as a cosurfactant
CN107501135B (en) Preparation and application of sulfonate anionic surfactant containing double long-chain alkyl
EA028023B1 (en) Surfactant mixture, method for producing same and use thereof, aqueous surfactant formulation, use thereof and method for producing oil using surfactant formulation
CN101148581A (en) Method for preparing high efficiency gemini type oil displacement agent
EA012331B1 (en) Under-neutralized alkylxylene sulfonic acid composition for enhanced oil recovery
CN102093551B (en) Method for preparing alkylphenol polyether sulfate
US10155900B2 (en) Process for producing mineral oil using surfactants based on a mixture of C24 guerbet, C26 guerbet, C28 guerbet-containing hydrocarbyl alkoxylates
CN101735790B (en) Preparation method of compound ion head double-tail surface active agent for oil displacement
CN101735115B (en) Salt resistance and calcium resistant deep extra-heavy oil emulsifier and viscosity dropping agent
CN112195021B (en) Gemini polyoxyethylene ether succinate surfactant for oil displacement and preparation method thereof
CN102936491B (en) Weak-base surface active mixed preparation and preparation method of surface active agent thereof
CN113025297A (en) Temperature-resistant salt-resistant low-tension foam oil displacement agent and preparation method and application thereof
CN103421175B (en) N, N &#39;-bis-fatty acyl hydroxyethyl aliphatic diamine polyethenoxy ether carboxylate or sulfonate and preparation method thereof

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20100728

Termination date: 20110401