CN107418545A - A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil and preparation method thereof - Google Patents
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil and preparation method thereof Download PDFInfo
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- CN107418545A CN107418545A CN201710355649.9A CN201710355649A CN107418545A CN 107418545 A CN107418545 A CN 107418545A CN 201710355649 A CN201710355649 A CN 201710355649A CN 107418545 A CN107418545 A CN 107418545A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/17—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing carboxyl groups bound to the carbon skeleton
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- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
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- 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
- C09K8/584—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 surfactants
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Abstract
The invention discloses a kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, general structure is：, wherein, R group C12~C18Alkyl；N=5~50；M is NH4 +、Na+Or K+；The invention also discloses the preparation method of the surfactant, step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：1~3 adds in reactor, and using strong-acid ion exchange resin as catalyst, synthesis end group contains the nonionic surfactant c of double bond；Step 2）After the 1 mole of c aqueous solution, with 1~2mol sulphite or bisulfite reaction, distillation water removal, after crude product is extracted with the mixed solvent of ethanol/water, solvent is removed, that is, obtains target product.It is easily separated as catalyst, catalyst present invention employs strong-acid ion exchange resin；Sulphite or bisulfites are employed as sulfonating agent, there is the advantages such as security is good, reaction is gentle, small toxicity, environmental pollution are small.
Description
Technical field
The present invention relates to a kind of surfactant and preparation method thereof, more particularly, to a kind of sulfonic acid for the oil field displacement of reservoir oil
Salt anionic and nonionic surfactant and preparation method thereof.
Background technology
Oil exploitation process divides primary oil recovery, secondary oil recovery and tertiary oil recovery.Once, secondary oil recovery is that physical method is adopted
Oil, can generally produce 30~40% crude oil, and tertiary oil recovery can be such that oil recovery factor further carries by intensified oil reduction measure
It is high.Chemical flooding is the main method of tertiary oil recovery, and surfactant flooding occupies critical role in chemical flooding, surfactant
The auxiliary agent displacement of reservoir oil is still either used as host, immeasurable effect is played to increasing substantially recovery ratio.
Surfactant oil displacement has petroleum sulfonate, alkylsulfonate, AOS and lignosulfonates at present
Deng above-mentioned surfactant has several insoluble problems to harsh oil reservoir.First, salt tolerance is poor, especially resistance to Ca2+、
Mg2+Ability, second, properties of product are unstable, strong salt effect, adsorption precipitation, chromatogram point under the conditions of high temperature and high salt be present
From the defects of.Anionic and nonionic amphoteric surfactant is always one of focus of tertiary oil recovery (EOR) area research in recent years, by
By two kinds of non-ionic group and anionic group designs of different nature in same surfactant point in its molecular structure
In son, the advantages of making it have anion and nonionic surfactant concurrently, have complementary advantages, function admirable, therefore show good
Application prospect, especially for binary composite displacement system existing for alkali-free, because the presence of no alkali not only avoids oil reservoir
The problems such as blocking, fouling and corrosion, and ultralow interfacial tension can be formed with crude oil.
Anionic and nonionic amphoteric surfactant mainly has ether alcohol sulfate（AES）Series of surfactants, series of phosphate
Surfactant and fatty alcohol ether sulfonate class surfactant.The ether alcohol sulfate largely used in production at present
（AES）Series of surfactants has excellent anticalcium, magnesium ion ability, but its end sulfate group（-SO4M）In high temperature
It can slowly hydrolyze, be hydrolyzed in acid condition faster in the aqueous solution.And although phosphate is to hydrolysis-stable, its solvability compared with
Difference.Fatty alcohol ether sulfonate is due to the sulfonic group of end（-SO3M）Middle sulphur atom directly connects with carbon phase, not only has very high resist
Salt, high-temperature resistance, and chemical stability is far superior to alcohol ether sulphates salt.In addition, the pH value of fatty alcohol ether sulfonate makes
With wider range, excellent foam characteristics are respectively provided with water and non-aqueous media.
Aliphatic alcohol polyoxyethylene sulfonate is a kind of new the moon-non-amphoteric surfactant, due to its intramolecular simultaneously
Containing 2 kinds of hydrophilic groups of different nature of oxyethylene group and sulfonic group, therefore there is well water-soluble, hard water resistance, anti-to adsorb, be resistance to
The features such as high temperature and high salt and efficient foaming capacity, it may be used as the chemical oil displacement agent of high temperature and high salinity oil reservoir.
The current process route for preparing fatty alcohol ether sulfonate anionic and nonionic surfactant mainly has Streck methods, sulfuric acid
Ester salt conversion method and sulfoalkylation method etc..Wherein Streck methods need to make sulfonating agent with thionyl chloride or chlorosulfuric acid, and cost is higher, and
With certain toxicity and corrosivity；Serious hydrolytic side reactions be present in sulfuric acid conversion method.With propane in sulfoalkylation method
Yield highest when sultone does sulfoalkyl agent, but in view of its carcinogenic explosive high risk, is difficult to realize industrialization；Vinyl
Sodium sulfonate and N methyl taurine sodium cost are higher；The shortcomings that pollution environment and etching apparatus be present in chloroethyl sodium sulfonate technique.
The content of the invention
In view of the shortcomings of the prior art, the present invention proposes that a kind of production cost is relatively low, security is preferable, reaction condition temperature
With the sulfonate anionic and nonionic surfactant that, yield is high, environmental pollution is small, the surfactant is used for the oil field displacement of reservoir oil.
The technical proposal for solving the technical problem of the invention is：A kind of sulfonate anionic and nonionic for the oil field displacement of reservoir oil
Surfactant, the general structure of the sulfonate anionic and nonionic surfactant are：
Wherein, R group C12~C18Alkyl；N be ethyoxyl EO group number, n=5~50；M is ammonium ion（NH4 +）, sodium from
Son（Na+）Or potassium ion（K+）.
A kind of preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the surfactant
It is as follows to prepare reaction equation：
In above-mentioned reaction equation, R group C12~C18Alkyl；N be ethyoxyl EO group number, n=5~50；M is ammonium ion
（NH4 +）, sodium ion（Na+）Or potassium ion（K+）；
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
1~3 adds in reactor, adds and exchanges tree relative to 10%~50% strong acidic ion of nonionic surfactant a mass
Fat contains the nonionic surfactant c of double bond as catalyst, synthesis end group；Step 2）By 1 mole of step 1）In obtain
End group contains the nonionic surfactant c of the double bond aqueous solution, and the sulphite or bisulfites with 1~2mol are one
Determine after stirring a period of time at temperature, water is distilled off, crude product is extracted with the mixed solvent of ethanol/water, is obtained cloudy non-
Cationic surfactant solutions, solvent is removed, that is, obtains target product sulfonate anionic and nonionic surfactant d.
Described sulphite is ammonium sulfite, sodium sulfite or potassium sulfite.
Described bisulfites is ammonium bisulfite, sodium hydrogensulfite or potassium bisulfite.
The step 2）In, end group contains the nonionic surfactant c of the double bond aqueous solution and sulphite or Asia
The reaction temperature of disulfate is 10~100 DEG C.
The step 2）In, end group contains the nonionic surfactant c of the double bond aqueous solution and sulphite or Asia
The reaction time of disulfate is 1~24 hour.
The beneficial effects of the invention are as follows：Compared with prior art, a kind of sulfonic acid for the oil field displacement of reservoir oil provided by the invention
In salt anionic and nonionic surfactant and preparation method thereof, strong-acid ion exchange resin is employed as catalyst, catalyst
Easily separated recovery, repeat and utilize, high conversion rate；Sulphite or bisulfites are employed as sulfonating agent, it is and existing
Preparation method in the sulfonating agent that uses compare, have that security is good, environmental pollution is small, small toxicity, reaction are gentle, technique letter
The advantage such as single.
Embodiment
With reference to embodiment, the invention will be further described.
Embodiment 1
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C12Alkyl, n=5；M is ammonium ion（NH4 +）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
1.2 add in reactor, add the 20% strong-acid ion exchange resin conduct relative to nonionic surfactant a mass
Catalyst, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
There is the nonionic surfactant c of the double bond aqueous solution, after being stirred 20 hours at 30 DEG C with 1.1mol ammonium sulfite, distillation
Water is removed, crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, removes solvent,
Obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment 2
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C13Alkyl, n=8；M is ammonium ion（NH4 +）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
1.5 add in reactor, add the 15% strong-acid ion exchange resin conduct relative to nonionic surfactant a mass
Catalyst, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
There is the nonionic surfactant c of the double bond aqueous solution, after being stirred 21 hours at 25 DEG C with 1.2mol ammonium bisulfite, steam
Water is removed in distillation, and crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, is removed molten
Agent, that is, obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment 3
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C14Alkyl, n=10；M is sodium ion（Na+）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
1.8 add in reactor, add the 25% strong-acid ion exchange resin conduct relative to nonionic surfactant a mass
Catalyst, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
There is the nonionic surfactant c of the double bond aqueous solution, after being stirred 18 hours at 60 DEG C with 1.4mol sodium sulfite, distillation
Water is removed, crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, removes solvent,
Obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment 4
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C15Alkyl, n=20；M is sodium ion（Na+）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
2 add in reactor, add to be used as relative to 30% strong-acid ion exchange resin of nonionic surfactant a mass and urge
Agent, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
The nonionic surfactant c of the double bond aqueous solution, after being stirred 16 hours at 70 DEG C with 1.5mol sodium hydrogensulfite, distillation
Water is removed, crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, removes solvent,
Obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment 5
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C16Alkyl, n=30；M is potassium ion（K+）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
2.5 add in reactor, add the 40% strong-acid ion exchange resin conduct relative to nonionic surfactant a mass
Catalyst, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
There is the nonionic surfactant c of the double bond aqueous solution, after being stirred 12 hours at 45 DEG C with 1.8mol potassium sulfite, distillation
Water is removed, crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, removes solvent,
Obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment 6
A kind of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, the sulfonate anionic and nonionic surfactant
General structure is：
Wherein, R group C18Alkyl, n=50；M is potassium ion（K+）.
The surfactant to prepare reaction equation as follows：
The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1：
3 add in reactor, add to be used as relative to 50% strong-acid ion exchange resin of nonionic surfactant a mass and urge
Agent, synthesis end group contain the nonionic surfactant c of double bond；Step 2）By 1 mole of step 1）In obtained end group contain
The nonionic surfactant c of the double bond aqueous solution, after being stirred 10 hours at 50 DEG C with 2mol potassium bisulfite, distillation removes
Water is removed, crude product is extracted with the mixed solvent of ethanol/water, obtains anionic and nonionic surfactant solution, removes solvent, i.e.,
Obtain target product sulfonate anionic and nonionic surfactant d.
Embodiment of above is merely to illustrate the present invention, and not limitation of the present invention, about the common of technical field
Technical staff, without departing from the spirit and scope of the present invention, it can also make a variety of changes and modification, thus it is all
Equivalent technical scheme falls within scope of the invention, and scope of patent protection of the invention should be defined by the claims.
Claims (6)
- A kind of 1. sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, it is characterised in that the sulfonate it is cloudy it is non-from The general structure of sub- surfactant is：Wherein, R group C12~C18Alkyl；N be ethyoxyl EO group number, n=5~50；M is ammonium ion（NH4 +）, sodium from Son（Na+）Or potassium ion（K+）.
- A kind of 2. preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil, it is characterised in that the table Face activating agent to prepare reaction equation as follows：In above-mentioned reaction equation, R group C12~C18Alkyl；N be ethyoxyl EO group number, n=5~50；M is ammonium ion （NH4 +）, sodium ion（Na+）Or potassium ion（K+）；The preparation method mainly includes the following steps that：Step 1）By nonionic surfactant a and acrylic acid b in molar ratio 1： 1~3 adds in reactor, adds and exchanges tree relative to 10%~50% strong acidic ion of nonionic surfactant a mass Fat contains the nonionic surfactant c of double bond as catalyst, synthesis end group；Step 2）By 1 mole of step 1）In obtain End group contains the nonionic surfactant c of the double bond aqueous solution, and the sulphite or bisulfites with 1~2mol are one Determine after stirring a period of time at temperature, water is distilled off, crude product is extracted with the mixed solvent of ethanol/water, is obtained cloudy non- Cationic surfactant solutions, solvent is removed, that is, obtains target product sulfonate anionic and nonionic surfactant d.
- 3. a kind of preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil as claimed in claim 2, It is characterized in that：Described sulphite is ammonium sulfite, sodium sulfite or potassium sulfite.
- 4. a kind of preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil as claimed in claim 2, It is characterized in that：Described bisulfites is ammonium bisulfite, sodium hydrogensulfite or potassium bisulfite.
- 5. a kind of preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil as claimed in claim 2, It is characterized in that：The step 2）In, end group contain the nonionic surfactant c of the double bond aqueous solution and sulphite or The reaction temperature of bisulfites is 10~100 DEG C.
- 6. a kind of preparation method of sulfonate anionic and nonionic surfactant for the oil field displacement of reservoir oil as claimed in claim 2, It is characterized in that：The step 2）In, end group contain the nonionic surfactant c of the double bond aqueous solution and sulphite or The reaction time of bisulfites is 1~24 hour.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109054796A (en) * | 2018-08-22 | 2018-12-21 | 东营利丰化工新材料有限公司 | A kind of high efficiency composition oil displacement agent and preparation method thereof |
| CN110776897A (en) * | 2019-11-20 | 2020-02-11 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
-
2017
- 2017-05-19 CN CN201710355649.9A patent/CN107418545A/en not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109054796A (en) * | 2018-08-22 | 2018-12-21 | 东营利丰化工新材料有限公司 | A kind of high efficiency composition oil displacement agent and preparation method thereof |
| CN110776897A (en) * | 2019-11-20 | 2020-02-11 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
| CN110776897B (en) * | 2019-11-20 | 2021-09-14 | 中国海洋石油集团有限公司 | Surfactant for low-permeability reservoir development and preparation method thereof |
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