CN106590584B - Oil displacement surfactant for high salinity reservoir - Google Patents
Oil displacement surfactant for high salinity reservoir Download PDFInfo
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- CN106590584B CN106590584B CN201510683732.XA CN201510683732A CN106590584B CN 106590584 B CN106590584 B CN 106590584B CN 201510683732 A CN201510683732 A CN 201510683732A CN 106590584 B CN106590584 B CN 106590584B
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- oil displacement
- ether
- oil
- acid salt
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- 238000006073 displacement reaction Methods 0.000 title claims abstract description 72
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 71
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 137
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 102
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 102
- -1 alkyl phenol Chemical compound 0.000 claims abstract description 53
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical class CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 claims abstract description 51
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims abstract description 19
- 239000003513 alkali Substances 0.000 claims abstract description 13
- 239000002184 metal Substances 0.000 claims abstract description 12
- 238000011084 recovery Methods 0.000 claims abstract description 10
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 9
- 238000002360 preparation method Methods 0.000 claims abstract description 9
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 160
- 238000006243 chemical reaction Methods 0.000 claims description 104
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 71
- 239000003795 chemical substances by application Substances 0.000 claims description 45
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 18
- 150000001336 alkenes Chemical class 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 4
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 229910052738 indium Inorganic materials 0.000 claims 1
- 229910000000 metal hydroxide Inorganic materials 0.000 claims 1
- 150000004692 metal hydroxides Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 174
- 239000003921 oil Substances 0.000 description 101
- 229910052757 nitrogen Inorganic materials 0.000 description 87
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 84
- 235000011121 sodium hydroxide Nutrition 0.000 description 73
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 63
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 63
- 230000018044 dehydration Effects 0.000 description 58
- 238000006297 dehydration reaction Methods 0.000 description 58
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 45
- 238000010992 reflux Methods 0.000 description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 31
- 239000007789 gas Substances 0.000 description 31
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
- 238000001816 cooling Methods 0.000 description 29
- 239000000203 mixture Substances 0.000 description 29
- 238000010926 purge Methods 0.000 description 28
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 23
- 239000000243 solution Substances 0.000 description 22
- 239000002904 solvent Substances 0.000 description 18
- 235000019441 ethanol Nutrition 0.000 description 16
- 238000011156 evaluation Methods 0.000 description 16
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 15
- 238000009833 condensation Methods 0.000 description 15
- 230000005494 condensation Effects 0.000 description 15
- 238000007046 ethoxylation reaction Methods 0.000 description 15
- 239000012046 mixed solvent Substances 0.000 description 15
- 230000002194 synthesizing effect Effects 0.000 description 15
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 13
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 13
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 13
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 10
- HMWIHOZPGQRZLR-UHFFFAOYSA-N 2-hexadecylphenol Chemical compound CCCCCCCCCCCCCCCCC1=CC=CC=C1O HMWIHOZPGQRZLR-UHFFFAOYSA-N 0.000 description 9
- 238000002347 injection Methods 0.000 description 9
- 239000007924 injection Substances 0.000 description 9
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- MEEKGULDSDXFCN-UHFFFAOYSA-N 2-pentylphenol Chemical compound CCCCCC1=CC=CC=C1O MEEKGULDSDXFCN-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 239000011435 rock Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000007664 blowing Methods 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 229940043237 diethanolamine Drugs 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N n-propyl alcohol Natural products CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
Classifications
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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
- C09K8/584—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- 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
- C07C309/07—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton
- C07C309/09—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing etherified hydroxy groups bound to the carbon skeleton
- C07C309/10—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing etherified hydroxy groups bound to the carbon skeleton with the oxygen atom of at least one of the etherified hydroxy groups further bound to an acyclic carbon atom
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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
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
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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
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2612—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aromatic or arylaliphatic hydroxyl groups
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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
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/334—Polymers modified by chemical after-treatment with organic compounds containing sulfur
- C08G65/3344—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur
- C08G65/3346—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur having sulfur bound to carbon and oxygen
-
- E—FIXED CONSTRUCTIONS
- E21—EARTH OR ROCK DRILLING; MINING
- E21B—EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- E21B43/00—Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
- E21B43/16—Enhanced recovery methods for obtaining hydrocarbons
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Abstract
The present invention relates to the oil displacement surfactant and preparation method thereof for high salinity reservoir, mainly solve the problems, such as that oil displacement efficiency under the conditions of high salinity containing surfactant is low in the prior art.The present invention its entitled 3- (alkyl phenol polyethenoxy ether) -2- (carboxymethyl polyoxyethylene ether) propane sulfonic acid salt by using the oil displacement surfactant for high salinity reservoir, structure such as formula (I) is shown, wherein M1And M2It is independently selected from as any one in alkali metal, alkaline-earth metal, works as M1N when for alkali metal1It is 1, works as M1N when for alkaline-earth metal1It is 0.5, works as M2N when for alkali metal2It is 1, works as M2N when for alkaline-earth metal2For 0.5, R C4~C20Alkyl, x=1~20, the technical solution of y=1~20 preferably solves the problems, such as this, can be used in the raising oil recovery factor production in oil field.
Description
Technical field
The oil displacement surfactant and preparation method thereof that the present invention relates to a kind of for high salinity reservoir.
Background technique
After oil field enters high water-cut stage, remaining oil with discontinuous oil film by trap in the hole of reservoir rocks, make
Two main power on oil droplet are viscaps, if selecting suitable surfactant system, reduce oil
Interfacial tension between water makes the interfacial tension between oil reservoirs grease be down to lower or ultralow value (10 from 20~30mN/m-3~10- 4MN/m), it just can be reduced oil droplet when keeping remaining oil mobile and deform brought resistance, to greatly improve oil displacement efficiency.
Most still petroleum sulfonates of oil recovery surfactant application, the oil refining by-product such as heavy alkylbenzene sulfonate change
Property surfactant, the characteristics of this kind of surfactant is that materials are extensive, cheap, still, this kind of surfactant
A series of problems, such as there is performances to be not sufficiently stable, and the especially resistance to bivalent cation performance of salt tolerant is poor, is not applied for high temperature, height
The oil field block of salt.The novel surfactant that multiple active function groups are introduced in the same molecule, is greatly improved surface
Activity, and synergistic effect may be generated, increase salt-resistance.Patent U.S.Pat.No.4436672A alkylol and shrink
Glycerine reaction obtains alkylol polyglycidyl ether, then carries out sulfonation, obtains a kind of anion-nonionic surfactant；Patent
U.S.Pat.No.4466891A provides a kind of alkyl phenol polyoxyethylene ether propane sulfonic acid salt；Patent
For U.S.Pat.No.2011015111A1 with alhpa olefin and 1, the reaction of the chloro- 2- propyl alcohol of 3- bis- generates the ether containing chloro base, then into
Row sulfonating reaction obtains a kind of novel anionic surfactant of sulfo group containing there are two.But existing surfactant
It is to be improved in the oil displacement efficiency of high temperature oil reservoir with high salt.
Summary of the invention
The first technical problem to be solved by the present invention is that there are under high temperature, high salt conditions for surfactant in the prior art
The low problem of oil displacement efficiency, provides a kind of new oil displacement surfactant for high salinity reservoir, which has
The high feature of oil displacement efficiency under the conditions of high salinity.
The second technical problem to be solved by the present invention is to provide a kind of corresponding with one of solution technical problem be used for
The preparation method of the oil displacement surfactant of high salinity reservoir.
The third technical problem to be solved by the present invention is that surfactant described in one of technical problem is former in oil field raising
Application in oil recovery.
One of to solve above-mentioned technical problem, The technical solution adopted by the invention is as follows: a kind of drive for high salinity reservoir
Oil meter face activating agent, entitled 3- (alkyl phenol polyethenoxy ether) -2- (carboxymethyl polyoxyethylene ether) propane sulfonic acid salt, such as formula
(I) shown in:
Wherein M1And M2It is independently selected from as any one in alkali metal, alkaline-earth metal, works as M1N when for alkali metal1It is 1, works as M1
N when for alkaline-earth metal1It is 0.5, works as M2N when for alkali metal2It is 1, works as M2N when for alkaline-earth metal2For 0.5, R C4~C20Hydrocarbon
Base, x=1~20, y=1~20.
In above-mentioned technical proposal, preferably x=2~8 and y=2~8.The alkyl is preferably C7~C10Alkyl.
In above-mentioned technical proposal, as most preferred technical solution: the alkyl is C8~C9Alkyl, x=4~6, y=
2-3。
To solve above-mentioned technical problem two, The technical solution adopted by the invention is as follows: described in one of above-mentioned technical problem
The preparation method of oil displacement surfactant for high salinity reservoir, comprising the following steps:
A) under basic catalyst effect, alkyl phenol and aequum reacting ethylene oxide obtain alkyl phenol polyethenoxy ether；
B) alkyl phenol polyethenoxy ether obtained by step a) is dissolved into C6~C8In aromatic hydrocarbons, be added alkali metal hydroxide or
At least one of alkaline earth metal hydroxide alkali alkalizes 0.5~3 hour at 30~60 DEG C, and the third sulphur of 3- chlorine-2-hydroxyl is added
The alkali metal salt of acid stirs lower reaction and obtains 3- (alkyl phenol polyethenoxy ether) -2- hydroxy-propanesulfonic acid salt；The alkyl phenol polyoxy
The molar ratio of vinethene and the alkali is preferably 1:(1~3)；
C) by 3- (alkyl phenol polyethenoxy ether) -2- hydroxy-propanesulfonic acid salt obtained by step b), under basic catalyst effect,
The 3- (alkyl phenol polyethenoxy ether) -2- (polyoxyethylene ether) propane sulfonic acid salt is obtained with aequum reacting ethylene oxide；
D) by 3- (alkyl phenol polyethenoxy ether) -2- (polyoxyethylene ether) propane sulfonic acid salt obtained by step c), it is dissolved into C6~C8
In aromatic hydrocarbons, at least one of alkali metal hydroxide or alkaline earth metal hydroxide alkali is added, alkalizes 0.5 at 30~60 DEG C
~3 hours, chloroacetic alkali metal salt is added, stirs lower reaction and obtains 3- (alkyl phenol polyethenoxy ether) -2- (carboxymethyl polyoxy
Vinethene) propane sulfonic acid salt；Wherein, 3- (alkyl phenol polyethenoxy ether) -2- (polyoxyethylene ether) the propane sulfonic acid salt and the alkali
Molar ratio be preferably 1:(1~3)；The temperature of the reaction is preferably 30~80 DEG C, and the time of the reaction is preferably 6~18
Hour.
In above-mentioned technical proposal, step a) and step c) the basic catalyst preferred alkali metal hydroxide or alkaline earth gold
Belong at least one of hydroxide, at least one of more preferable sodium hydroxide or potassium hydroxide.
In above-mentioned technical proposal, alkyl phenol polyethenoxy ether described in step b) and 3- chlorine-2-hydroxyl propane sulfonic acid alkali metal
The molar ratio of salt is preferably 1:(1~4) it is more preferably 1:(1~2)；The temperature of reaction is preferably 30~80 DEG C, and the reaction time is excellent
It is selected as 6~18 hours, more preferable 6~10 hours.
Step a) and/or step c) is preferably 85~160 DEG C in reaction temperature, and more preferably 120~140 DEG C；Pressure is excellent
It is selected as 0~0.40MPa (gauge pressure).Reaction time is preferably 1~10 hour, and more preferably 6~8 hours.
It is the three of solution present invention problem, The technical solution adopted by the invention is as follows: one of above-mentioned technical problem institute
It states surfactant and improves the application in oil recovery factor in oil field.
In above-mentioned technical proposal, the specific method of the application can be to ask based on parts by weight including the technology of the present invention
1 part of surfactant described in one of topic and 100~2000 parts of water of oil displacement agent injection oil bearing bed.The water wherein used can be
Deionized water, river water, underground water, seawater, preferably total salinity range are 80000-300000mg/L, Ca2++Mg2+For
The water of 1000-6000mg/L, for it is easy for construction, save the considerations of water resource etc., more preferably oilfield injection water, such as
Water is injected in the Chengxi District Zhongyuan Oil Field Pu used in the embodiment of the present invention.In order to increase oil displacement efficiency, may be used also in oil displacement agent of the present invention
To include additive commonly used in the art, such as small molecule alcohol, DMSO, diethanol amine, CTAC etc..
Key problem in technology of the invention is that surfactant uses novel anion-nonionic surfactant, containing more
A hydrophilic radical, wherein carboxymethyl is located at molecular chain-end, and propane sulfonic acid salt groups are located in polyoxyethylene and polyoxyethylene segment
Between, the hydrophily of surfactant can be controlled by the degree of polymerization of polyoxyethylene and polyoxyethylene segment.Simultaneously because multiple
The synergistic effect of group considerably increases the salt resistance of surfactant and the performance of anti-bivalent cation, in the prior art only with
The anion-nonionic surfactant that one ethylene oxide segment connects is compared, and the surfactant that the present invention uses can be used for Gao Kuang
The oil reservoir displacement of reservoir oil of change degree has very high theory significance, and is with a wide range of applications and practical significance.
Surfactant of the present invention is in 85 DEG C of the Zhongyuan Oil Field Chengxi District Pu formation temperature, salinity 80000-300000mg/
L, Ca2+、Mg2+Concentration still can form 10 with the block dewatered oil under conditions of being 1000-6000mg/L-3The mN/m order of magnitude
Ultralow interfacial tension improve 10% or more recovery ratio, achieve preferable technical effect to drive crude oil.
Below by embodiment, the present invention is further elaborated.
Specific embodiment
[embodiment 1]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 1.5mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (3) ether.
B) nonylphenol polyoxyethylene ether (3) obtained by step a) is added to equipped with agitating device, condensation reflux unit and is divided
In the reactor of water installations, 250 milliliters of benzene and 40 grams of sodium hydroxides are added, alkalize 2 hours at 60 DEG C, 0.61mol 3- is added
Chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, hydrochloric acid that concentration is 6M is added dropwise by system
PH be transferred to 2, be extracted with ethyl acetate, oil solvent mutually is evaporated off after, neutralized with sodium hydroxide solution, then in volume ratio acetone:
Ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (3)) -2- hydroxy-propanesulfonic acid salt
(0.39mol)。
C) 3- (nonylphenol polyoxyethylene ether (3)) -2- hydroxy-propanesulfonic acid salt for synthesizing step b) is added to equipped with condensation
In the reactor of device, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, are heated in logical nitrogen
At 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is purged 4 times with nitrogen,
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 0.39mol ethylene oxide, control pressure≤0.40MPa is reacted；
After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (3)) -2- (polyoxy
Vinethene (1)) propane sulfonic acid salt (0.39mol).
D) 3- (nonylphenol polyoxyethylene ether (3)) -2- (polyoxyethylene ether (1)) propane sulfonic acid salt for synthesizing step c)
(0.39mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.78mol) alkalizes 2 hours at 60 DEG C, and 0.47mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (3)) -2- (carboxymethyl polyoxyethylene ether (1)) propane sulfonic acid salt (0.36mol).
2. surfactant properties are evaluated
Oil displacement agent is prepared:
The transparent oil displacement agent that above-mentioned 1 parts by weight of surfactant and the Chengxi District Pu injection 500 parts by weight of water are mixed to get
For interfacial tension evaluation and oil displacement experiment.Wherein injection water in the Chengxi District Pu used in all embodiments of the invention and comparative example
Composition is shown in Table 1.To be listed in table 2 convenient for the composition that compares oil displacement agent.
A) interfacial tension is evaluated
TX-500C rotating interfacial tensimeter, at 85 DEG C, revolving speed 4500 are produced using Texas ,Usa university
Under the conditions of rev/min, the interfacial tension measured between above-mentioned oil displacement agent and the dewatered oil of the Chengxi District Pu extraction the results are shown in Table 3.
B) oil displacement experiment is evaluated
According to the composite oil-displacing system physical simulation flooding test in SY/T6424-2000 composite oil-displacing system performance test methods
Measure of merit, at 85 DEG C, length 30cm, diameter 2.5cm, permeability 1.5m2Rock core on to carry out imitation oil displacement experiment real
It tests.First water drive is carried out to aqueous 98%, after water drive, on metaideophone 0.3pv (rock pore volume) with the Chengxi District Pu injection water
Oil displacement agent is stated, then water drive to aqueous 98%, improving oil recovery factor the results are shown in Table 4.
[embodiment 2]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 0.5mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 130 grams of Nonyl pheno (1) ethers.
B) 0.5mol nonylphenol polyoxyethylene ether (1) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.6mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, the salt that concentration is 6M is added dropwise
The pH of system is transferred to 2 by acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in volume
Than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (1)) third sulphur of -2- hydroxyl
Hydrochlorate 0.38mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (1)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 1.5 grams of water are added, side leads to nitrogen
While being stirred to react 1 hour when being heated to 85 DEG C.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 1.52mol ethylene oxide, controls pressure≤0.40MPa by purging 4 times
Reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (1)) -2-
(polyoxyethylene ether (4)) propane sulfonic acid salt 0.37mol.
D) 3- (nonylphenol polyoxyethylene ether (1)) -2- (polyoxyethylene ether (4)) propane sulfonic acid salt for synthesizing step c)
(0.37mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.74mol) alkalizes 2 hours at 60 DEG C, and 0.45mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (1)) -2- (carboxymethyl polyoxyethylene ether (4)) propane sulfonic acid salt (0.35mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 3]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 1.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (2) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (2) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.59mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (2)) -2- hydroxyl third
Sulfonate 0.38mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (2)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 1.5 grams of water are added, side leads to nitrogen
While being stirred to react 1 hour when being heated to 85 DEG C.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 0.76mol ethylene oxide, controls pressure≤0.40MPa by purging 4 times
It is reacted；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether
(2)) -2- (polyoxyethylene ether (2)) propane sulfonic acid salt 0.36mol.
D) 3- (nonylphenol polyoxyethylene ether (2)) -2- (polyoxyethylene ether (2)) propane sulfonic acid salt for synthesizing step c)
(0.36mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.72mol) alkalizes 2 hours at 60 DEG C, and 0.42mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (2)) -2- (carboxymethyl polyoxyethylene ether (2)) propane sulfonic acid salt (0.33mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 4]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 2.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (4) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (4) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (4)) -2- hydroxyl third
Sulfonate 0.38mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (4)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, in logical nitrogen
When being heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is blown with nitrogen
Sweep 4 times, system reaction temperature be then adjusted to 150 DEG C and is slowly passed through 0.76mol ethylene oxide, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (4))-
2- (polyoxyethylene ether (2)) propane sulfonic acid salt 0.37mol.
D) 3- (nonylphenol polyoxyethylene ether (2)) -2- (polyoxyethylene ether (2)) propane sulfonic acid salt for synthesizing step c)
(0.36mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.72mol) alkalizes 2 hours at 60 DEG C, and 0.42mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (2)) -2- (carboxymethyl polyoxyethylene ether (2)) propane sulfonic acid salt (0.33mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 5]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 3.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (6) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (6) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 500 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (6)) -2- hydroxyl third
Sulfonate 0.39mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (6)) -2- hydroxy-propanesulfonic acid salt 0.39mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, in logical nitrogen
When being heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is blown with nitrogen
Sweep 4 times, system reaction temperature be then adjusted to 150 DEG C and is slowly passed through 1.18mol ethylene oxide, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (6))-
2- (polyoxyethylene ether (3)) propane sulfonic acid salt 0.38mol.
D) 3- (nonylphenol polyoxyethylene ether (6)) -2- (polyoxyethylene ether (3)) propane sulfonic acid salt for synthesizing step c)
(0.38mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.76mol) alkalizes 2 hours at 60 DEG C, and 0.44mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (6)) -2- (carboxymethyl polyoxyethylene ether (3)) propane sulfonic acid salt (0.35mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 6]
1. prepared by surfactant
The surfactant synthesized using embodiment 5, except that compound concentration.
2. oil displacement agent performance evaluation
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 7]
1. prepared by surfactant
The surfactant synthesized using embodiment 5, except that compound concentration.
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 8]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 4.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (8) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (8) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (8)) -2- hydroxyl third
Sulfonate 0.39mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (8)) -2- hydroxy-propanesulfonic acid salt 0.39mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 15 grams of water are added, side leads to nitrogen
While being stirred to react 1 hour when being heated to 85 DEG C.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 1.17mol ethylene oxide, controls pressure≤0.40MPa by purging 4 times
It is reacted；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether
(8)) -2- (polyoxyethylene ether (3)) propane sulfonic acid salt 0.38mol.
D) 3- (nonylphenol polyoxyethylene ether (8)) -2- (polyoxyethylene ether (3)) propane sulfonic acid salt for synthesizing step c)
(0.38mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.76mol) alkalizes 2 hours at 60 DEG C, and 0.44mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (8)) -2- (carboxymethyl polyoxyethylene ether (3)) propane sulfonic acid salt (0.35mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 9]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 2.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (4) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (4) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (4)) -2- hydroxyl third
Sulfonate 0.39mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (4)) -2- hydroxy-propanesulfonic acid salt 0.39mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, in logical nitrogen
When being heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is blown with nitrogen
Sweep 4 times, system reaction temperature be then adjusted to 150 DEG C and is slowly passed through 0.39mol ethylene oxide, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (4))-
2- (polyoxyethylene ether (1)) propane sulfonic acid salt 0.39mol.
D) 3- (nonylphenol polyoxyethylene ether (4)) -2- (polyoxyethylene ether (1)) propane sulfonic acid salt for synthesizing step c)
(0.39mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.78mol) alkalizes 2 hours at 60 DEG C, and 0.48mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (4)) -2- (carboxymethyl polyoxyethylene ether (1)) propane sulfonic acid salt (0.36mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 10]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 6.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.5mol Nonyl pheno (12) ether.
B) 0.5mol nonylphenol polyoxyethylene ether (12) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 400 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.6mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, the salt that concentration is 6M is added dropwise
The pH of system is transferred to 2 by acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in volume
Than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (12)) -2- hydroxyl third
Sulfonate 0.38mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (12)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, in logical nitrogen
When being heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is blown with nitrogen
It sweeps 4 times, system reaction temperature is then adjusted to 150 DEG C and is slowly passed through 3.8mol ethylene oxide, control pressure≤0.40MPa is carried out
Reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (12))-
2- (polyoxyethylene ether (10)) propane sulfonic acid salt 0.38mol.
D) 3- (nonylphenol polyoxyethylene ether (12)) -2- (polyoxyethylene ether (10)) propane sulfonic acid salt for synthesizing step c)
(0.38mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.76mol) alkalizes 2 hours at 60 DEG C, and 0.45mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (nonylphenol polyoxyethylene ether (12)) -2- (carboxymethyl polyoxyethylene ether (10)) propane sulfonic acid salt (0.35mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 11]
1. prepared by surfactant
A) 0.5mol octyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 1.5mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol octylphenol polyethylene ethylene oxide (3) ether.
B) 0.49mol octyl phenol polyoxyethylene ether (3) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 300 milliliters of benzene and 38 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (octyl phenol polyoxyethylene ether (3)) -2- hydroxyl third
Sulfonate 0.38mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (3)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 15 grams of water are added, side leads to nitrogen
While being stirred to react 1 hour when being heated to 85 DEG C.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 1.2mol ethylene oxide by purging 4 times, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (octyl phenol polyoxyethylene ether (3))-
2- (polyoxyethylene ether (3)) propane sulfonic acid salt 0.38mol.
D) 3- (octyl phenol polyoxyethylene ether (3)) -2- (polyoxyethylene ether (3)) propane sulfonic acid salt for synthesizing step c)
(0.38mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.76mol) alkalizes 2 hours at 60 DEG C, and 0.44mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (octyl phenol polyoxyethylene ether (3)) -2- (carboxymethyl polyoxyethylene ether (3)) propane sulfonic acid salt (0.34mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 12]
1. prepared by surfactant
A) to equipped with condensing unit, agitating device and gas distributor reactor in be added 0.5mol grams of octyl phenol and
1.5 grams of sodium hydroxides and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, 90
At a temperature of DEG C, dehydration 1 hour is vacuumized, then 4 times is purged with nitrogen with the air in removing system, system is then reacted into temperature
Degree is adjusted to 150 DEG C and is slowly passed through 4.2mol ethylene oxide, and control pressure≤0.40MPa carries out ethoxylation；Reaction terminates
Afterwards, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 0.5mol octylphenol polyethylene ethylene oxide (8) ether.
B) 0.5mol octyl phenol polyoxyethylene ether (8) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 250 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.6mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, the salt that concentration is 6M is added dropwise
The pH of system is transferred to 2 by acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in volume
Than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (octyl phenol polyoxyethylene ether (8)) third sulphur of -2- hydroxyl
Hydrochlorate 0.38mol.
C) step b) is synthesized into 3- (octyl phenol polyoxyethylene ether (8)) -2- hydroxy-propanesulfonic acid salt 0.38mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 15 grams of water are added, side leads to nitrogen
While being stirred to react 1 hour when being heated to 85 DEG C.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Then system reaction temperature is adjusted to 150 DEG C and is slowly passed through 2.0mol ethylene oxide by purging 4 times, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (octyl phenol polyoxyethylene ether (8))-
2- (polyoxyethylene ether (5)) propane sulfonic acid salt 0.38mol.
D) 3- (octyl phenol polyoxyethylene ether (8)) -2- (polyoxyethylene ether (5)) propane sulfonic acid salt for synthesizing step c)
(0.38mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.76mol) alkalizes 2 hours at 60 DEG C, and 0.45mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (octyl phenol polyoxyethylene ether (8)) -2- (carboxymethyl polyoxyethylene ether (5)) propane sulfonic acid salt (0.35mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 13]
1. prepared by surfactant
A) 0.5mol amylic phenol and 1 gram are added into the reactor equipped with condensing unit, agitating device and gas distributor
Sodium hydroxide and 10 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under, dehydration 1 hour is vacuumized, then 4 times is purged with nitrogen with the air in removing system, is then adjusted to system reaction temperature
150 DEG C are slowly passed through 2.6mol ethylene oxide, and control pressure≤0.40MPa carries out ethoxylation；After reaction, nitrogen is used
System is swept in air-blowing, is neutralized, dehydration after cooling, is obtained 0.5mol amyl phenol polyethenoxy (5) ether.
B) 0.5mol amyl phenol polyethenoxy (5) ether obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 500 milliliters of benzene solvents and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.6mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, excessive dilute hydrochloric acid is added dropwise
The pH of system is transferred to 2, is extracted with ethyl acetate, after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in volume ratio
Acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 0.36mol 3- (amyl phenol polyethenoxy (5) ether) -2- hydroxyl
Base propane sulfonic acid salt.
C) 3- (amyl phenol polyethenoxy (5) ether) -2- hydroxy-propanesulfonic acid salt 0.35mol for synthesizing step b), is added to
In reactor equipped with condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 15 grams of water are added, side leads to nitrogen
When gas side is heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Air-blowing sweeps 4 times, and system reaction temperature is then adjusted to 150 DEG C and is slowly passed through 0.72mol ethylene oxide, and control pressure≤
0.40MPa is reacted；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (amylic phenol polyoxy second
Alkene (5) ether) -2- (polyoxyethylene (2) ether) propane sulfonic acid salt 0.35mol.
D) 3- (amyl phenol polyethenoxy (5) ether) -2- (polyoxyethylene (2) ether) propane sulfonic acid salt for synthesizing step c)
(0.35mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.70mol) alkalizes 2 hours at 60 DEG C, and 0.40mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (amyl phenol polyethenoxy (5) ether) -2- (carboxymethyl polyoxyethylene (2) ether) propane sulfonic acid salt (0.31mol).
2. surfactant properties are evaluated
Other than oil displacement agent composition is different, method of evaluating performance is the same as embodiment 1.For convenient for comparing the composition of oil displacement agent
It is listed in table 2, evaluation result is listed in table 3 and table 4.
[embodiment 14]
1. prepared by surfactant
A) to equipped with condensing unit, agitating device and gas distributor reactor in be added 0.5mol dodecylphenol and
1.5 grams of sodium hydroxides and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, 90
At a temperature of DEG C, dehydration 1 hour is vacuumized, then 4 times is purged with nitrogen with the air in removing system, system is then reacted into temperature
Degree is adjusted to 150 DEG C and is slowly passed through 1.1mol ethylene oxide, and control pressure≤0.40MPa carries out ethoxylation；Reaction terminates
Afterwards, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 0.5mol dodecyl phenol polyethenoxy (2) ether.
B) 0.5mol dodecyl phenol polyethenoxy (2) ether obtained by step a) is added to equipped with agitating device, is condensed back to
In the reactors for flowing device and division box, 400 milliliters of benzene solvents and 30 grams of sodium hydroxides are added, alkalize 2 hours at 60 DEG C,
0.6mol 3- chlorine-2-hydroxyl propanesulfonate is added, at reflux, reacts 8 hours.After reaction, it is 6M that concentration, which is added dropwise,
Hydrochloric acid the pH of system is transferred to 2, be extracted with ethyl acetate, oil solvent mutually is evaporated off after, neutralized with sodium hydroxide solution, then existed
Volume ratio acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (dodecyl phenol polyethenoxy (2) ether) -2-
Hydroxy-propanesulfonic acid salt 0.36mol.
C) step b) is synthesized into 3- (dodecyl phenol polyethenoxy (2) ether) -2- hydroxypropionate sodium 0.36mol, be added
Into the reactor equipped with condensing unit, agitating device and gas distributor, 1.5 grams of sodium hydroxides and 15 grams of water, Bian Tong is added
When nitrogen side is heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses
Nitrogen purges 4 times, and system reaction temperature is then adjusted to 150 DEG C and is slowly passed through 1.5mol ethylene oxide, and control pressure≤
0.40MPa is reacted；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtaining 3-, (dodecylphenol is poly-
Ethylene oxide (2) ether) -2- (polyoxyethylene (4) ether) sulfonate 0.36mol.
D) 3- (dodecyl phenol polyethenoxy (2) ether) -2- (polyoxyethylene (4) ether) sulfonate for synthesizing step c)
(0.36mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.72mol) alkalizes 2 hours at 60 DEG C, and 0.42mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (dodecyl phenol polyethenoxy (2) ether) -2- (carboxymethyl polyoxyethylene (4) ether) sulfonate (0.33mol).
2. surfactant properties are evaluated
Method of evaluating performance is the same as embodiment 1.To be listed in table 2 convenient for the composition for comparing oil displacement agent, evaluation result is listed in
Table 3 and table 4.
[embodiment 15]
1. prepared by surfactant
A) to equipped with condensing unit, agitating device and gas distributor reactor in be added 0.5mol cetyl phenol and
2 grams of sodium hydroxides and 20 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, at 90 DEG C
At a temperature of, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature with nitrogen
It is adjusted to 150 DEG C and is slowly passed through 2.5mol ethylene oxide, control pressure≤0.40MPa carries out ethoxylation；After reaction,
System is purged with nitrogen, is neutralized after cooling, dehydration, obtains 0.49mol cetyl phenol polyethenoxy (5) ether.
B) 0.49mol cetyl phenol polyethenoxy (5) ether obtained by step a) is added to equipped with agitating device, is condensed back to
In the reactors for flowing device and division box, 400 milliliters of benzene solvents and 26 grams of sodium hydroxides are added, alkalize 2 hours at 60 DEG C,
0.58mol 3- chlorine-2-hydroxyl propanesulfonate is added, at reflux, reacts 8 hours.After reaction, concentration is added dropwise is
The pH of system is transferred to 2 by the hydrochloric acid of 6M, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then
In volume ratio acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (cetyl phenol polyethenoxy (5) ether)-
2- hydroxy-propanesulfonic acid salt 0.36mol.
C) step b) is synthesized into 3- (cetyl phenol polyethenoxy (5) ether) -2- hydroxy-propanesulfonic acid salt 0.36mol, be added
Into the reactor equipped with condensing unit, agitating device and gas distributor, 1 gram of sodium hydroxide and 10 grams of water is added, side leads to nitrogen
When gas side is heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, uses nitrogen
Air-blowing is swept 4 times, and system reaction temperature is then adjusted to 150 DEG C and is slowly passed through 1.8mol ethylene oxide, controls pressure≤0.40MPa
It is reacted；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (cetyl phenol polyethenoxy
(5) ether) -2- (polyoxyethylene (5) ether) propane sulfonic acid salt 0.35mol.
D) 3- (cetyl phenol polyethenoxy (5) ether) -2- (polyoxyethylene (5) ether) propane sulfonic acid salt for synthesizing step c)
(0.35mol) is added in the reactor equipped with agitating device, condensation reflux unit and division box, be added 200 milliliters of benzene and
Sodium hydroxide (0.70mol) alkalizes 2 hours at 60 DEG C, and 0.40mol sodium chloroacetate is added, and at reflux, reaction 5 is small
When, obtain 3- (cetyl phenol polyethenoxy (5) ether) -2- (carboxymethyl polyoxyethylene (5) ether) propane sulfonic acid salt (0.31mol).
2. surfactant properties are evaluated
Oil displacement agent is prepared:
3- (cetyl phenol polyethenoxy (5) ether) -2- (polyoxyethylene (5) ether) propane sulfonic acid that above-mentioned steps c) is synthesized
1 parts by weight of salt, 0.5 parts by weight of diethanol amine and the Chengxi District Pu injection 500 parts by weight of water are mixed 1 hour, obtain a kind of equal
Even transparent oil displacement agent.Other performance evaluation method is the same as embodiment 1.To be listed in table 2 convenient for the composition for comparing oil displacement agent, will comment
Valence result is listed in table 3 and table 4.
[comparative example 1]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 4.5mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa is carried out ethoxylation 4 hours；Reaction terminates
Afterwards, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 0.49mol Nonyl pheno (6) polyoxyethylene (3) ether.
B) 0.49mol Nonyl pheno (9) ether obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 500 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (Nonyl pheno (9) ether) -2- hydroxyl third
Sulfonate 0.38mol, structure are as follows:
2. surfactant properties are evaluated
1 parts by weight of 3- (Nonyl pheno (9) ether) -2- hydroxy-propanesulfonic acid salt of above-mentioned synthesis and the Chengxi District Pu are infused
Enter 500 parts by weight of water to be mixed 1 hour, obtains displacement of reservoir oil agent solution.
A) interfacial tension is evaluated
TX-500C rotating interfacial tensimeter, at 85 DEG C, revolving speed 4500 are produced using Texas ,Usa university
Under the conditions of rev/min, the interfacial tension result between above-mentioned oil displacement agent and the Chengxi District Pu injection water and the dewatered oil of extraction is measured
It is shown in Table 5.
B) oil displacement experiment is evaluated
According to the composite oil-displacing system physical simulation flooding test in SY/T6424-2000 composite oil-displacing system performance test methods
Measure of merit, at 85 DEG C, length 30cm, diameter 2.5cm, permeability 1.5m2Rock core on to carry out imitation oil displacement experiment real
It tests.First water drive is carried out to aqueous 98%, after water drive, on metaideophone 0.3pv (rock pore volume) with the Chengxi District Pu injection water
Oil displacement agent is stated, then water drive to aqueous 98%, improving oil recovery factor the results are shown in Table 5.
[comparative example 2]
1. prepared by surfactant
A) 0.5mol nonyl phenol and 1.5 is added into the reactor equipped with condensing unit, agitating device and gas distributor
Gram sodium hydroxide and 15 grams of water are stirred to react 1 hour when being heated to 85 DEG C in logical nitrogen.Vacuum system is opened, in 90 DEG C of temperature
Under degree, dehydration 1 hour is vacuumized, then purges 4 times with the air in removing system, then by system reaction temperature tune with nitrogen
It is slowly passed through 3.0mol ethylene oxide to 150 DEG C, control pressure≤0.40MPa carries out ethoxylation；After reaction, it uses
Nitrogen purges system, neutralizes, dehydration after cooling, obtains 0.49mol Nonyl pheno (6) ether.
B) 0.49mol nonylphenol polyoxyethylene ether (6) obtained by step a) is added to equipped with agitating device, is condensed back dress
It sets in the reactor with division box, 500 milliliters of benzene and 40 grams of sodium hydroxides is added, alkalize 2 hours at 60 DEG C, be added
0.58mol 3- chlorine-2-hydroxyl propanesulfonate reacts 8 hours at reflux.After reaction, it is 6M's that concentration, which is added dropwise,
The pH of system is transferred to 2 by hydrochloric acid, is extracted with ethyl acetate, and after mutually solvent is evaporated off in oil, is neutralized with sodium hydroxide solution, then in body
Product is than acetone: ethyl alcohol: water is that the in the mixed solvent of 2:1:1 is recrystallized to give 3- (nonylphenol polyoxyethylene ether (6)) -2- hydroxyl third
Sulfonate 0.39mol.
C) step b) is synthesized into 3- (nonylphenol polyoxyethylene ether (6)) -2- hydroxy-propanesulfonic acid salt 0.39mol, is added to dress
In the reactor for having condensing unit, agitating device and gas distributor, 2 grams of sodium hydroxides and 20 grams of water are added, in logical nitrogen
When being heated to 85 DEG C, it is stirred to react 1 hour.Vacuum system is opened, at a temperature of 90 DEG C, dehydration 1 hour is vacuumized, is blown with nitrogen
Sweep 4 times, system reaction temperature be then adjusted to 150 DEG C and is slowly passed through 1.18mol ethylene oxide, control pressure≤0.40MPa into
Row reaction；After reaction, system is purged with nitrogen, is neutralized after cooling, dehydration, obtains 3- (nonylphenol polyoxyethylene ether (6))-
2- (polyoxyethylene ether (3)) propane sulfonic acid salt 0.38mol, structure are as follows:
2. surfactant properties are evaluated
Above-mentioned 1 parts by weight of surfactant and the Chengxi District Pu injection 500 parts by weight of water are mixed 1 hour, obtain one
The oil displacement agent of kind homogeneous transparent.Other same comparative examples 1, for result is listed in table 5 convenient for comparing.
Water is injected in the 1 Zhongyuan Oil Field Chengxi District Pu of table
| Project | Na++K+ | Mg2+ | Ca2+ | Cl- | SO4 2- | HCO3 - | TDS |
| mg/L | 85066 | 367 | 3840 | 138006 | 1089 | 282 | 228650 |
2 embodiment 1-15 oil displacement agent of table composition
3 embodiment 1-15 oil displacement agent interfacial tension performance of table
| Embodiment | Interfacial tension (mN/m) |
| 1 | 0.0078 |
| 2 | 0.0095 |
| 3 | 0.0043 |
| 4 | 0.0025 |
| 5 | 0.0018 |
| 6 | 0.0003 |
| 7 | 0.0079 |
| 8 | 0.0023 |
| 9 | 0.0085 |
| 10 | 0.0069 |
| 11 | 0.0035 |
| 12 | 0.0037 |
| 13 | 0.0148 |
| 14 | 0.0096 |
| 15 | 0.0075 |
4 embodiment 1-15 oil displacement experiment result of table
| Embodiment | Improve recovery ratio % |
| 1 | 6.3 |
| 2 | 5.2 |
| 3 | 7.2 |
| 4 | 9.4 |
| 5 | 8.9 |
| 6 | 10.8 |
| 7 | 4.5 |
| 8 | 8.3 |
| 9 | 6.7 |
| 10 | 4.8 |
| 11 | 6.8 |
| 12 | 6.5 |
| 13 | 4.1 |
| 14 | 4.5 |
| 15 | 5.9 |
5 comparative example 1-2 the performance test results of table
| Comparative example | Interfacial tension (mN/m) | Improve recovery ratio % |
| 1 | 0.011 | 4.2 |
| 3 | 0.045 | 3.9 |
Claims (10)
1. being used for the oil displacement surfactant of high salinity reservoir, entitled 3- (alkyl phenol polyethenoxy ether) -2- (carboxymethyl polyoxy
Vinethene) propane sulfonic acid salt, shown in structure such as formula (I):
Wherein M1And M2It is independently selected from as any one in alkali metal, alkaline-earth metal, works as M1N when for alkali metal1It is 1, works as M1For alkali
N when earth metal1It is 0.5, works as M2N when for alkali metal2It is 1, works as M2N when for alkaline-earth metal2For 0.5, R C4~C20Alkyl, x=
1~20, y=1~20.
2. the oil displacement surfactant according to claim 1 for high salinity reservoir, it is characterised in that x=2~8, y=2
~8.
3. the oil displacement surfactant according to claim 2 for high salinity reservoir, it is characterised in that the alkyl is C7~
C10Alkyl.
4. the preparation method of the oil displacement surfactant described in claim 1 for high salinity reservoir, comprising the following steps:
A) under basic catalyst effect, alkyl phenol and aequum reacting ethylene oxide obtain alkyl phenol polyethenoxy ether；
B) alkyl phenol polyethenoxy ether obtained by step a) is dissolved into C6~C8In aromatic hydrocarbons, alkali metal hydroxide or alkaline earth is added
At least one of metal hydroxides alkali alkalizes 0.5~3 hour at 30~60 DEG C, and 3- chlorine-2-hydroxyl propane sulfonic acid is added
Alkali metal salt stirs lower reaction and obtains 3- (alkyl phenol polyethenoxy ether) -2- hydroxy-propanesulfonic acid salt；
C) by 3- (alkyl phenol polyethenoxy ether) -2- hydroxy-propanesulfonic acid salt obtained by step b), under basic catalyst effect, with institute
Requirement reacting ethylene oxide obtains the 3- (alkyl phenol polyethenoxy ether) -2- (polyoxyethylene ether) propane sulfonic acid salt；
D) by 3- (alkyl phenol polyethenoxy ether) -2- (polyoxyethylene ether) propane sulfonic acid salt obtained by step c), it is dissolved into C6~C8Aromatic hydrocarbons
In, at least one of alkali metal hydroxide or alkaline earth metal hydroxide alkali is added, the alkalization 0.5~3 at 30~60 DEG C
Hour, chloroacetic alkali metal salt is added, stirs lower reaction and obtains 3- (alkyl phenol polyethenoxy ether) -2- (carboxymethyl polyoxy second
Alkene ether) propane sulfonic acid salt；
5. the preparation method of the oil displacement surfactant according to claim 4 for high salinity reservoir, it is characterized in that step
A) and the step c) basic catalyst is at least one of alkali metal hydroxide or alkaline earth metal hydroxide.
6. the preparation method of the oil displacement surfactant according to claim 4 for high salinity reservoir, it is characterized in that step
B) molar ratio of the alkyl phenol polyethenoxy ether and 3- chlorine-2-hydroxyl propane sulfonic acid alkali metal salt is 1:(1~4).
7. the preparation method of the oil displacement surfactant according to claim 5 for high salinity reservoir, it is characterized in that step
A) and the step c) basic catalyst is at least one of sodium hydroxide or potassium hydroxide.
8. the preparation method of the oil displacement surfactant according to claim 4 for high salinity reservoir, it is characterized in that step
A) and/or step c) reaction temperature be 85~160 DEG C, pressure be 0~0.40Mpa.
9. surfactant described in claims 1 to 3 is improving the application in oil recovery factor.
10. application according to claim 9, it is characterized in that application method is that will based on parts by weight include that the surface is living
Property 1 part of agent with 100~2000 parts of water of oil displacement agent inject oil bearing bed.
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| CN103897172A (en) * | 2012-12-27 | 2014-07-02 | 中国石油化工股份有限公司 | Phenol ether sulfonate oil-based emulsifier and preparation method thereof |
| CN104276983A (en) * | 2013-07-09 | 2015-01-14 | 中国石油化工股份有限公司 | Preparation method of surfactant for oil extraction |
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| CN1560178A (en) * | 2004-02-25 | 2005-01-05 | 石油大学(华东) | Anti-salt type thicking oil reducing viscosity agent and preparation process thereof |
| CN103665367A (en) * | 2012-09-05 | 2014-03-26 | 中国石油化工股份有限公司 | Fatty alcohol polyoxyethylene polyoxypropylene ether sulfonate and preparation method thereof |
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