CN113861049B - CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof - Google Patents
CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof Download PDFInfo
- Publication number
- CN113861049B CN113861049B CN202111235666.1A CN202111235666A CN113861049B CN 113861049 B CN113861049 B CN 113861049B CN 202111235666 A CN202111235666 A CN 202111235666A CN 113861049 B CN113861049 B CN 113861049B
- Authority
- CN
- China
- Prior art keywords
- solubilizing
- viscosity
- viscosity reducer
- polyoxyethylene polyoxypropylene
- polyoxypropylene ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 55
- 230000003381 solubilizing effect Effects 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 229910002091 carbon monoxide Inorganic materials 0.000 title claims description 6
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 title claims description 5
- 238000005063 solubilization Methods 0.000 claims abstract description 21
- 230000007928 solubilization Effects 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 54
- 239000003921 oil Substances 0.000 claims description 31
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 19
- 230000001603 reducing effect Effects 0.000 claims description 19
- 230000009467 reduction Effects 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 13
- JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 10
- 229940073608 benzyl chloride Drugs 0.000 claims description 10
- 239000000295 fuel oil Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 9
- 239000012752 auxiliary agent Substances 0.000 claims description 9
- 238000006073 displacement reaction Methods 0.000 claims description 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 3
- ACTNHJDHMQSOGL-UHFFFAOYSA-N n',n'-dibenzylethane-1,2-diamine Chemical compound C=1C=CC=CC=1CN(CCN)CC1=CC=CC=C1 ACTNHJDHMQSOGL-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- -1 propyl (n-propyl) Chemical group 0.000 description 33
- 239000010779 crude oil Substances 0.000 description 15
- 238000011084 recovery Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 238000004088 simulation Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000011161 development Methods 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 230000002708 enhancing effect Effects 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 230000001976 improved effect Effects 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003469 3-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- LYPWKPLHRSPPME-UHFFFAOYSA-N OC1=CC=CC=C1CCCCCCCCCCl Chemical compound OC1=CC=CC=C1CCCCCCCCCCl LYPWKPLHRSPPME-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 238000010793 Steam injection (oil industry) Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009933 burial Methods 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000002704 decyl group Chemical group [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])C([H])([H])C([H])([H])* 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000013401 experimental design Methods 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 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 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
- C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/588—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific polymers
-
- 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
- C09K8/594—Compositions used in combination with injected gas, e.g. CO2 orcarbonated gas
-
- 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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/885—Compositions based on water or polar solvents containing organic compounds macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a CO 2 A solubilizing viscosity reducer which is a compound having the structure of the following formula (1), wherein n is a number of 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3. The CO 2 The molecular weight of the solubilizing viscosity reducer is 600-4000g/mol. The invention also relates to CO comprising said compounds 2 A solubilization viscosity-reducing system, a preparation method and application thereof.
Description
Technical Field
The invention belongs to the technical field of tertiary oil recovery in oilfield development, and in particular relates to a CO (carbon monoxide) 2 Solubilizing viscosity reducer, system containing the same, and preparation method and application thereof.
Background
The thickened oil resources in China are rich, and the development mode mainly comprises water flooding and steam injection thermal recovery. The average recovery ratio of the heavy oil reservoir is about 20%, and the heavy oil reservoir has great lifting potential compared with the conventional water flooding (average recovery ratio is 38.4%) and chemical flooding (average recovery ratio is 46.5%). Part of thick oil blocks are affected by factors such as deep burial, low permeability, sensitive reservoir and the like, the thermal recovery benefit of thick oil is poor, the use concentration of the oil-soluble viscosity reducer is high, the cost is high, and the viscosity reducing effect of the water-soluble viscosity reducer in a low-permeability oil reservoir is poor. Existing experiments show that for this part of the reservoir, CO alone is used 2 Or the chemical viscosity reduction exploitation effect is not ideal. Thus, in recent years, use of "CO 2 The method of compounding throughput of the +oil-soluble viscosity reducer achieves a certain effect of reducing cost and increasing oil.
However, this method still has some problems: CO is one 2 The dissolution and diffusion speed in the thick oil is slow, the well-stewing time is long, and the dissolution amount is small; secondly, the consumption of the oil-soluble viscosity reducer is large and the cost is high; thirdly, CO 2 And oil solubility decreaseThe interaction relation of the adhesive is less studied, and the two systems respectively exert the advantages of the two systems and cannot produce synergistic effect.
Thus, there remains a need to develop more efficient CO 2 The solubilizing viscosity reducer has certain viscosity reducing effect and increases CO simultaneously 2 Solubility in thick oil to achieve CO 2 The viscosity reduction and synergy are cooperated, thereby realizing the cost reduction and synergy of the viscosity reduction cold mining technology.
Disclosure of Invention
The invention provides a CO 2 A solubilizing viscosity reducer which is a compound having the structure of the following formula (1):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
The invention also provides the CO 2 A method of solubilizing a viscosity breaker comprising the steps of:
(1) Under alkaline condition, ethylenediamine reacts with benzyl chloride under heating to generate N, N' -dibenzyl ethylenediamine;
(2) Under the heating, alkylphenol polyoxyethylene polyoxypropylene ether and SOCl 2 Reacting to generate the chloro alkylphenol polyoxyethylene polyoxypropylene ether;
(3) Under alkaline condition, N' -dibenzylethylenediamine reacts with chloro alkylphenol polyoxyethylene polyoxypropylene ether under the condition of solvent and heating to obtain CO of the formula (1) 2 Solubilizing and viscosity reducing agent.
The invention further provides a CO 2 Solubilising viscosity reducing systems from said CO 2 The solubilizing viscosity reducer and the auxiliary agent are formed; wherein the auxiliary is selected from linear or branched C2-C10 alkanol or C3-C10 alkane, or a mixture thereof.
The invention further provides the CO 2 The solubilization viscosity reduction system is used for oil displacement exploitation of the low-efficiency heavy oil reservoir.
The invention also provides the CO 2 Solubilizing viscosity reducer for preparing CO used in oil displacement exploitation of low-efficiency heavy oil reservoir 2 Use of a solubilising viscosity reducing system.
The invention has the beneficial effects that:
(1) CO of the invention 2 The solubilization viscosity reducer has two long alkylphenol polyoxyethylene polyoxypropylene ether chains and two short benzyl functional groups, and has stronger lipophilicity and CO affinity 2 Sex, can make more CO 2 Is dissolved in crude oil, and compared with the current common oil-soluble viscosity reducer, the CO can be greatly increased 2 Solubility in thick oil, realizing solubilization viscosity reducer and CO 2 Is used for reducing viscosity and enhancing efficiency.
(2) CO of the invention 2 The solubilization viscosity reduction system can reduce the cost under the condition of not reducing the effect. CO of the invention 2 The solubilization viscosity reduction system shows higher crude oil recovery ratio in the core physical simulation throughput experiment; it is injected into stratum by means of slug mode, and can simultaneously raise CO 2 The method has the advantages of dissolving in crude oil, reducing the viscosity of the crude oil and enhancing the fluidity of the crude oil, thereby achieving the purpose of improving the recovery ratio and having important significance for the efficient development of low-efficiency heavy oil reservoirs.
Drawings
FIG. 1 is a graph of CO after addition of different chemicals in example 1 of the present invention 2 Is a comparison curve of the dissolved gas-oil ratio.
FIG. 2 is a graph showing the CO after adding different chemicals in example 1 of the present invention 2 A fold increase in solubility curve of (c).
Fig. 3 is a schematic diagram of an experimental apparatus used in the composite throughput physical simulation experiment of example 3.
Detailed Description
The "range" disclosed herein is defined in terms of lower and upper limits, with the given range being defined by the selection of a lower and an upper limit, the selected lower and upper limits defining the boundaries of the particular range. Ranges that are defined in this way can be inclusive or exclusive of the endpoints, and any combination can be made, i.e., any lower limit can be combined with any upper limit to form a range. For example, if ranges of 10-50 and 20-40 are listed for a particular parameter, it is understood that ranges of 10-40 and 20-50 are also contemplated. Furthermore, if the minimum range values 1 and 2 are listed, and if the maximum range values 3,4 and 5 are listed, the following ranges are all contemplated: 1-3, 1-4, 1-5, 2-3, 2-4 and 2-5. In this application, unless otherwise indicated, the range of values "a-b" represents a shorthand representation of any combination of real numbers between a and b, where a and b are both real numbers. For example, the numerical range "0-5" means that all real numbers between "0-5" have been listed throughout, and "0-5" is simply a shorthand representation of a combination of these values. When a certain parameter is expressed as an integer of 2 or more, it is disclosed that the parameter is, for example, an integer of 2,3, 4, 5, 6, 7, 8, 9, 10 or the like.
All embodiments and alternative embodiments of the present application may be combined with each other to form new solutions, unless specifically stated otherwise.
All technical features and optional technical features of the present application may be combined with each other to form new technical solutions, unless specified otherwise.
All steps of the present application may be performed sequentially or randomly, preferably sequentially, unless otherwise indicated. For example, the method comprises steps (a) and (b), meaning that the method may comprise steps (a) and (b) performed sequentially, or may comprise steps (b) and (a) performed sequentially. For example, the method may further include step (c), which means that step (c) may be added to the method in any order, for example, the method may include steps (a), (b) and (c), may include steps (a), (c) and (b), may include steps (c), (a) and (b), and the like.
Reference herein to "comprising" and "including" means open ended, as well as closed ended, unless otherwise noted. For example, the terms "comprising" and "comprises" may mean that other components not listed may be included or included, or that only listed components may be included or included.
Unless otherwise specified, the reaction is carried out under normal temperature and normal pressure conditions.
Unless otherwise indicated, all parts or percentages are parts or percentages by weight.
In the present invention, the materials used are all known materials, and are commercially available or synthesized by known methods.
In the present invention, the devices or apparatuses used are conventional devices or apparatuses known in the art, and are commercially available.
Definition of the definition
The term "linear or branched C3-C10 alkyl" as used herein refers to a branched or linear saturated hydrocarbon chain having 3,4, 5, 6, 7, 8, 9 or 10 carbon atoms. Examples of C3-C10 alkyl groups include, but are not limited to, propyl (n-propyl), 1-methylethyl (isopropyl), butyl (n-butyl), 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), 1-dimethylethyl (tert-butyl), pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2-dimethylpropyl, 1-ethylpropyl, 1-dimethylpropyl, 1, 2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1-dimethylbutyl, 1, 2-dimethylbutyl, 1, 3-dimethylbutyl, 2-dimethylbutyl 2, 3-dimethylbutyl, 3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 2-trimethylpropyl, 1, 2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl, heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 1-dimethylpentyl, 1, 2-dimethylpentyl, 1, 3-dimethylpentyl, octyl, 1-methylheptyl, 2-methylheptyl, 3-methylheptyl, 4-methylheptyl, nonyl, 2, 3-dimethylheptyl, 3-dimethylheptyl, 1-ethylheptyl, 2-ethylheptyl, decyl.
The term "linear or branched C2-C10 alkanol" as used herein refers to a branched or linear saturated hydrocarbon chain having 2,3, 4, 5, 6, 7, 8, 9 or 10 carbon atoms containing one hydroxyl group, as specifically defined above.
The invention provides a CO 2 A solubilizing viscosity reducer which is a compound having the structure of the following formula (1):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
In one embodiment of the invention, in the structure of formula (1), n is a number from 8 to 12; x and y are each independently selected from values of 3 to 10 and x+y.gtoreq.8.
In one embodiment of the invention, the CO 2 The molecular weight of the solubilizing viscosity reducer is 600-4000g/mol, preferably 800-3000g/mol. CO 2 The molecular weight of the solubilization viscosity reducer is calculated on a number average molecular weight scale, and the measurement thereof is performed by a Gel Permeation Chromatography (GPC) method.
The invention also provides the CO 2 A method of solubilizing a viscosity breaker comprising the steps of:
(1) Under alkaline condition, ethylenediamine reacts with benzyl chloride under heating to generate N, N' -dibenzyl ethylenediamine;
(2) Under the heating, alkylphenol polyoxyethylene polyoxypropylene ether and SOCl 2 Reacting to generate the chloro alkylphenol polyoxyethylene polyoxypropylene ether;
(3) Under alkaline condition, N' -dibenzylethylenediamine reacts with chloro alkylphenol polyoxyethylene polyoxypropylene ether under the condition of solvent and heating to obtain CO of the formula (1) 2 Solubilizing and viscosity reducing agent.
In one embodiment of the present invention, the alkylphenol polyoxyethylene polyoxypropylene ether has the structure of formula (2):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
In one embodiment of the present invention, the chloroalkylphenol polyoxyethylene polyoxypropylene ether has the structure of formula (3):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
In one embodiment of the present invention, wherein in step (1), naOH is used to form an alkaline environment; the molar ratio of the benzyl chloride to the ethylenediamine is 2-2.4:1.
In one embodiment of the present invention, wherein in step (2), aromatic hydrocarbon is used as the solvent; the alkylphenol polyoxyethylene polyoxypropylene ether and SOCl 2 The molar ratio of (2) is 1:1.6-2.
In one embodiment of the present invention, wherein in step (3) a mixture of water and alcohol is used as solvent, the reaction is carried out at a pH of 10-12; the mol ratio of the N, N' -dibenzyl ethylenediamine to the chloroalkylphenol polyoxyethylene polyoxypropylene ether is 1:2.2-2.5.
In a specific embodiment of the present invention, the CO 2 The solubilization viscosity reducer was prepared as follows:
(1) Synthesizing N, N' -dibenzyl ethylenediamine by substitution reaction of ethylenediamine and benzyl chloride; wherein the molar ratio of the benzyl chloride to the ethylenediamine is 2-2.4:1, and the molar ratio of the benzyl chloride to the sodium hydroxide is 1:1-1.2. Preparing an alkali solution with 50% of sodium hydroxide, adding the alkali solution into ethylenediamine and benzyl chloride, heating, reacting for 1-4 hours, and cooling. The mixture is transferred into a separating funnel for standing and layering, and an oil layer is washed to be neutral by water, so that N, N' -dibenzylethylenediamine is obtained.
(2) And carrying out halogenation reaction on alkylphenol polyoxyethylene polyoxypropylene ether to obtain the product chloroalkylphenol polyoxyethylene polyoxypropylene ether. Adding a certain amount of alkylphenol polyoxyethylene polyoxypropylene ether into a three-neck flask, adding a certain amount of benzene as solvent (or no solvent), and slowly dripping 1.6-2 times of mol of SOCl into the three-neck flask under stirring 2 Reacting at 70-80 deg.c for 10-16 hr. The reaction was stopped and the reaction was cooled. Neutralizing with 15% NaOH solution to alkalinity, transferring into a separating funnel to separate inorganic salt, and reserving an upper organic layer to obtain the product of the chloro alkylphenol polyoxyethylene polyoxypropylene ether.
(3) Adding the N, N' -dibenzylethylenediamine which is the reaction product in the step (1) into the threeIn a neck flask, according to the weight ratio of N, N' -dibenzylethylenediamine and K 2 CO 3 The molar ratio is 1:1-1.2, K is added 2 CO 3 Dissolving to provide an alkaline environment. Dissolving the chloro alkylphenol polyoxyethylene polyoxypropylene ether in a mixed solution (1:1) of ethanol and water, slowly dripping the solution into a three-neck flask, and reacting for 8-12h at the temperature of 70-90 ℃. Stopping the reaction, cooling, distilling under reduced pressure, adding an organic solvent, dissolving, filtering, distilling under reduced pressure, and purifying to obtain a reaction product.
The reaction equation is as follows:
the first step:
and a second step of:
and a third step of:
the invention also provides a CO 2 Solubilising viscosity reducing systems from said CO 2 The solubilizing viscosity reducer and the auxiliary agent are formed; wherein the auxiliary is selected from linear or branched C2-C10 alkanol or C3-C10 alkane, or a mixture thereof. The CO 2 The solubilizing viscosity reducer is taken as a main agent and is compounded with an organic solvent auxiliary agent according to a certain proportion to form CO 2 The solubilization viscosity-reducing system can improve the solubility of the solubilization viscosity reducer in crude oil through compounding, and reduces the cost under the condition of not reducing the use effect.
In one embodiment of the invention, based on CO 2 100% by weight of the total weight of the solubilising viscosity reducing system, CO 2 The solubilizing viscosity reducer is 5-50wt% and the auxiliary agent is 50-95wt%; preferably CO 2 The solubilizing viscosity reducer is 15-45wt% and the auxiliary agent is 55-85wt%; more preferably CO 2 Solubilizing viscosity reducer20-40wt% of auxiliary agent and 60-80wt%; further preferred is CO 2 The solubilizing viscosity reducer is 22-30wt% and the auxiliary agent is 70-78wt%.
In one embodiment of the invention, the adjuvant is selected from ethanol, propanol, n-hexane, cyclohexane, n-heptane, or mixtures thereof.
The invention also provides the CO 2 The solubilization viscosity reduction system is used for oil displacement exploitation of the low-efficiency heavy oil reservoir.
The invention further provides the CO 2 Solubilizing viscosity reducer for preparing CO used in oil displacement exploitation of low-efficiency heavy oil reservoir 2 Use of a solubilising viscosity reducing system.
CO of the invention 2 The solubilization viscosity reducer is generally used in an amount of 2 to 10wt%, preferably 3 to 6wt%, based on the mass of the crude oil to be produced.
In one embodiment of the invention, the CO 2 Solubilizing viscosity reducer and CO 2 The components are used in a mass ratio of 0.8 to 5:1, preferably 1 to 3:1.
CO of the invention 2 Solubilizing and viscosity reducing system, due to the inclusion of a compound of a specific structure as shown in formula (1) as CO 2 Solubilizing viscosity reducer injected into stratum in a slug mode and capable of enhancing CO simultaneously 2 The method is used for dissolving in crude oil, reducing the viscosity of the crude oil and enhancing the fluidity of the crude oil, thereby achieving the purpose of improving the recovery ratio.
The present invention will be described in further detail with reference to examples.
Preparation example
Example 1: preparation of CO according to the invention 2 Solubilizing viscosity reducer GBE 3 P 6
(1) Synthesis of N, N' -dibenzylethylenediamine
Adding 0.22mol of sodium hydroxide and 8.8g of water into a three-neck flask equipped with a stirrer, a thermometer and a reflux condenser to prepare 50% alkali solution, sequentially adding 0.1mol of ethylenediamine and 0.22mol of benzyl chloride into the three-neck flask, reacting for 4 hours at 55 ℃, cooling, transferring the mixture into a separating funnel, standing for layering, washing an oil layer to be neutral by water to obtain N, N' -dibenzylethylenediamine;
(2) Synthesis of chlorononylphenol polyoxyethylene (3 EO) polyoxypropylene (6 PO) ether
Adding 0.22mol of polyoxyethylene nonylphenol (3 EO) polyoxypropylene ether (6 PO) ether and 0.22mol of benzene as solvent into a three-necked flask, heating to a reaction temperature of 70 ℃ under stirring, and slowly dropwise adding 0.396mol of SOCl into the three-necked flask by using a constant pressure dropping funnel 2 The titration speed is controlled, a large amount of white smoke is prevented from volatilizing, the reaction is stopped for 8 hours, and the reactant is cooled. Neutralizing with 10% sodium hydroxide solution to alkalinity, reserving an upper organic layer, and washing with hot water at 80 ℃ for 2-3 times to obtain chloro-anylphenol polyoxyethylene (3 EO) polyoxypropylene (6 PO) ether;
(3)CO 2 solubilizing viscosity reducer GBE 3 P 6 Is synthesized by (a)
Weighing 0.1mol of N, N' -dibenzylethylenediamine, adding into a three-neck flask, heating to a reaction temperature of 70 ℃ under stirring, and adding 0.22mol of K 2 CO 3 And 0.22mol of chloroarbitrary phenol polyoxyethylene (3 EO) polyoxypropylene (6 PO) ether are sequentially dissolved in 100mL of ethanol and water mixed solution (volume ratio is 1:1), the solution is slowly added dropwise into a three-neck flask by a constant pressure dropping funnel, meanwhile, sodium hydroxide solution is added dropwise to adjust the pH to be about 10, and reflux reaction is carried out for 10 hours at 75 ℃. The reaction was stopped and the reaction was cooled. Dissolving in ethanol after distillation under reduced pressure, filtering, continuously distilling under reduced pressure, and repeating for 2-3 times to obtain the product;
application examples
Example 2
For the CO of the present invention 2 Solubilizing viscosity reducer GBE 3 P 6 And oil-soluble viscosity reducer YR-1 (commercially available oil-soluble viscosity reducer product, mainly comprising stone)Mixtures of C8-C16 hydrocarbon compounds composed of components such as straight-run oil fractions, hydrocracking and hydrofining) for viscosity reduction and CO increase 2 Solubility performance evaluation. The oil sample is dehydrated crude oil in some oil field, and has a viscosity of 3340mPa.s after dehydration at 50 ℃.
Inventive and comparative samples were prepared as follows:
respectively taking 47.5g of oil samples in a beaker, and keeping the temperature in a water bath for 2 hours; separate addition of GBE 3 P 6 And YR-12.5g, keeping the temperature for 30min, and fully stirring to obtain an invention sample and a comparison sample.
1. Evaluation of viscosity reduction Effect
Separate GBE addition using BROOKFIELD DV-III viscometer test 3 P 6 And viscosity before and after YR-1, and the experimental results are shown in Table 1.
TABLE 1 evaluation of viscosity reduction effect
As can be seen from Table 1, the viscosity reducer of the invention has a viscosity reduction rate of 79.9% for crude oil, and has better effect than the comparative oil-soluble viscosity reducer.
2.CO 2 Evaluation of dissolution Property
200g of oil sample is weighed and put into a PVT analyzer (purchased from sea-ampere petroleum technology) main cylinder, and excessive CO is filled under pressure 2 Setting the temperature to 60 ℃ and the pressure to 6MPa; setting stirring program, stirring for 10min, stirring for more than 6 hr, mixing thoroughly, stabilizing for 1 hr, and measuring CO 2 Is a solvent for the polymer. The pressure was changed to 6MPa, 7.38MPa, 10MPa, 15MPa, and 25MPa in this order for measurement. Experiments were performed on crude oil, inventive samples, and comparative samples, respectively, and the results were compared, and the experimental results are shown in fig. 1-2.
As can be seen from FIG. 1, the inventive sample and the comparative sample have improved gas-oil ratio at different pressures to some extent, and the inventive sample has improved effect significantly higher than the comparative sample. As can be seen from FIG. 2, the inventive samples can promote CO at different pressures 2 The dissolution amount in crude oil is more than 30%.
Example 3
Invention CO 2 Solubilization and viscosity reduction system: the system is composed of GBE 3 P 6 And ethanol composition, GBE 3 P 6 And ethanol in a mass ratio of 1:3.
comparative CO 2 Solubilization and viscosity reduction system: an oil-soluble viscosity reducer YR-1 system.
For the two systems +CO 2 And carrying out a composite throughput physical simulation experiment. The physical simulation experiment device is purchased from sea-ampere petroleum technology and is shown in fig. 3. The evaluation method is carried out according to the oil displacement performance evaluation of the compound oil displacement system in the SY_T6424-2014 compound oil displacement system performance test method. Core 1 permeability 1.629mD, initial oil saturation 83.2%, water recovery ratio 40.9%, core 2 permeability 1.516mD, initial oil saturation 82.2%, water recovery ratio 41.2%, for "CO" respectively 2 +YR-1 viscosity reducer System "and" CO 2 +GBE 3 P 6 The solubilization viscosity reduction system "was used for the experiment.
According to experimental design, the injection amount is' 5g system +12.5g CO 2 ", three runs were performed per set of experiments. 100g of crude oil is filled in an intermediate container arranged on the simulation experiment device, the pressure and the substances of a core barrel are compensated by simulating the deep part of a stratum, the pressure and the substances are injected according to the design quantity, the intermediate container is controlled to slowly reduce the outlet pressure to 7MPa, the simulation well-stewing process is performed, the well-stewing time is longer than 12h, the well is opened for production until the production is not performed, three designed rounds of experiments are sequentially performed, and the produced liquid is respectively measured after being separated by a gas-water separation device, and the experimental data are recorded and analyzed. The results are shown in Table 2.
As can be seen from table 2, the extraction level was improved by injecting the inventive system and the comparative system separately, but the extraction level was significantly reduced as the number of injection runs was increased. "CO 2 The liquid yield, the water content and the improvement of the extraction degree of the system of the invention are all better than those of CO 2 The total improvement extraction degree of three rounds is 16.09% and 12.56% respectively, which shows that the effect is obviously improved after the solubilization viscosity reduction system is used.
TABLE 2"CO 2 Complex throughput experimental effect table of +system
As can be seen from the above application examples, the CO of the present invention 2 The solubilizing viscosity reducer can increase CO 2 Solubility in thick oil, realizing solubilization viscosity reducer and CO 2 Is subjected to synergistic viscosity reduction and synergy; CO of the invention 2 The solubilization viscosity reduction system can realize the purpose of improving the recovery ratio, and has important significance for the efficient development of low-efficiency heavy oil reservoirs.
Claims (15)
1. CO (carbon monoxide) 2 A solubilizing viscosity reducer which is a compound having the structure of the following formula (1):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
2. The CO according to claim 1 2 A solubilizing viscosity reducer, wherein in the structure of formula (1), n is a number from 8 to 12; x and y are each independently selected from values of 3 to 10 and x+y.gtoreq.8.
3. CO according to claim 1 or 2 2 Solubilizing viscosity reducer, wherein the CO 2 The number average molecular weight of the solubilization viscosity reducer is 600-4000g/mol.
4. A CO according to claim 3 2 Solubilizing viscosity reducer, wherein the CO 2 The number average molecular weight of the solubilization viscosity reducer is 800-3000g/mol.
5. Preparation according toThe CO of any one of claims 1 to 4 2 A method of solubilizing a viscosity breaker comprising the steps of:
(1) Under alkaline condition, ethylenediamine reacts with benzyl chloride under heating to generate N, N' -dibenzyl ethylenediamine;
(2) Under the heating, alkylphenol polyoxyethylene polyoxypropylene ether and SOCl 2 Reacting to generate the chloro alkylphenol polyoxyethylene polyoxypropylene ether;
(3) Under alkaline condition, N' -dibenzylethylenediamine reacts with chloro alkylphenol polyoxyethylene polyoxypropylene ether under the condition of solvent and heating to obtain CO of the formula (1) 2 A solubilizing viscosity reducer; wherein the alkylphenol polyoxyethylene polyoxypropylene ether has the structure of formula (2):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y is not less than 3;
wherein the chloroalkylphenol polyoxyethylene polyoxypropylene ether has the structure of formula (3):
wherein n is a number from 0 to 20; x and y are each independently selected from values of 0 to 20 and x+y.gtoreq.3.
6. The method of claim 5, wherein in step (1), naOH is used to form an alkaline environment; the molar ratio of the benzyl chloride to the ethylenediamine is 2-2.4:1.
7. The method according to claim 5, wherein in step (2), the alkylphenol polyoxyethylene polyoxypropylene ether is mixed with SOCl 2 The molar ratio of (2) is 1:1.6-2.
8. The process according to claim 5, wherein in step (3), a mixture of water and alcohol is used as a solvent, and the reaction is carried out at a pH of 10 to 12; the mol ratio of the N, N' -dibenzyl ethylenediamine to the chloroalkylphenol polyoxyethylene polyoxypropylene ether is 1:2.2-2.5.
9. CO (carbon monoxide) 2 A solubilising viscosity reducing system consisting of CO according to any one of claims 1 to 4 2 The solubilizing viscosity reducer and the auxiliary agent are formed; wherein the auxiliary is selected from linear or branched C2-C10 alkanol or C3-C10 alkane, or a mixture thereof.
10. The CO according to claim 9 2 Solubilising viscosity reducing systems, wherein CO-based 2 100% by weight of the total weight of the solubilising viscosity reducing system, CO 2 The solubilizing viscosity reducer is 5-50wt% and the auxiliary agent is 50-95wt%.
11. CO according to claim 9 or 10 2 A solubilizing and viscosity reducing system wherein the adjunct is selected from ethanol, propanol, n-hexane, cyclohexane, n-heptane, or mixtures thereof.
12. The CO according to claim 9 2 The solubilization viscosity reduction system is used for oil displacement exploitation of the low-efficiency heavy oil reservoir.
13. A CO according to any one of claims 1 to 4 2 Solubilizing viscosity reducer for preparing CO used in oil displacement exploitation of low-efficiency heavy oil reservoir 2 Use of a solubilising viscosity reducing system.
14. The use according to claim 13, wherein said CO 2 Solubilizing viscosity reducer and CO 2 The components are used in a mass ratio of 0.8-5:1.
15. The use according to claim 14, wherein said CO 2 Solubilizing viscosity reducer and CO 2 The components are used in a mass ratio of 1-3:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111235666.1A CN113861049B (en) | 2021-10-22 | 2021-10-22 | CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111235666.1A CN113861049B (en) | 2021-10-22 | 2021-10-22 | CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113861049A CN113861049A (en) | 2021-12-31 |
| CN113861049B true CN113861049B (en) | 2024-03-22 |
Family
ID=78997316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111235666.1A Active CN113861049B (en) | 2021-10-22 | 2021-10-22 | CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113861049B (en) |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104232045A (en) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | Composite surface active agent composition and preparation method and application thereof |
| CN106281285A (en) * | 2015-06-08 | 2017-01-04 | 中国石油化工股份有限公司 | A kind of carbon dioxide soluble foaming agent and preparation method thereof |
| CN107828401A (en) * | 2017-06-08 | 2018-03-23 | 中国石油化工股份有限公司 | One kind enhancing CO2Dissolve each other, reduce the oil driving additive of viscosity of crude with crude oil |
| CN107828402A (en) * | 2017-06-08 | 2018-03-23 | 中国石油化工股份有限公司 | One kind improves deep-layer heavy crude CO2The chemical addition agent of gas drive process recovery ratio |
| CN110325617A (en) * | 2017-02-07 | 2019-10-11 | 道达尔公司 | Surfactant for enhanced oil recovery |
| CN111088025A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Efficient oil washing agent for improving carbon dioxide oil displacement efficiency and preparation method and application thereof |
| CN111170876A (en) * | 2020-01-03 | 2020-05-19 | 中国石油化工股份有限公司 | A kind of oligomeric quaternary ammonium salt type heavy oil viscosity reducer and preparation method thereof |
| CN112079954A (en) * | 2020-09-15 | 2020-12-15 | 厦门大学 | A kind of CO2 solubilizing crude oil viscosity reducer and preparation method and application |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2346924T3 (en) * | 2008-10-15 | 2022-11-21 | Dow Global Technologies Llc | Method for oil recovery |
-
2021
- 2021-10-22 CN CN202111235666.1A patent/CN113861049B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104232045A (en) * | 2013-06-17 | 2014-12-24 | 中国石油化工股份有限公司 | Composite surface active agent composition and preparation method and application thereof |
| CN106281285A (en) * | 2015-06-08 | 2017-01-04 | 中国石油化工股份有限公司 | A kind of carbon dioxide soluble foaming agent and preparation method thereof |
| CN110325617A (en) * | 2017-02-07 | 2019-10-11 | 道达尔公司 | Surfactant for enhanced oil recovery |
| CN107828401A (en) * | 2017-06-08 | 2018-03-23 | 中国石油化工股份有限公司 | One kind enhancing CO2Dissolve each other, reduce the oil driving additive of viscosity of crude with crude oil |
| CN107828402A (en) * | 2017-06-08 | 2018-03-23 | 中国石油化工股份有限公司 | One kind improves deep-layer heavy crude CO2The chemical addition agent of gas drive process recovery ratio |
| CN111088025A (en) * | 2018-10-23 | 2020-05-01 | 中国石油化工股份有限公司 | Efficient oil washing agent for improving carbon dioxide oil displacement efficiency and preparation method and application thereof |
| CN111170876A (en) * | 2020-01-03 | 2020-05-19 | 中国石油化工股份有限公司 | A kind of oligomeric quaternary ammonium salt type heavy oil viscosity reducer and preparation method thereof |
| CN112079954A (en) * | 2020-09-15 | 2020-12-15 | 厦门大学 | A kind of CO2 solubilizing crude oil viscosity reducer and preparation method and application |
Non-Patent Citations (2)
| Title |
|---|
| 烷基酚聚氧乙烯-聚氧丙烯醇醚用于稠油乳化降粘的研究;王世虎等;《油田化学》;第20卷(第01期);第7-9, 42页 * |
| 表面活性剂在稠油乳化降黏中的应用;张永民;《日用化学品科学》;第33卷(第02期);第19-21, 29页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113861049A (en) | 2021-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102634328B (en) | Carboxymethyl hydroxypropyl guanidine gum fracturing fluid | |
| CN102952531B (en) | Surfactant for displacing oil of offshore oilfield and preparation method thereof | |
| CN102277146B (en) | Composition for improving recovery ratio substantially and preparation method thereof | |
| CN102757778B (en) | Fracturing fluid capable of resisting high salinity water quality | |
| CN106590577A (en) | Foam composition and preparation method of the same | |
| CN102464598B (en) | Fatty acid amide polyoxylethylene ether benzene sulfonate and preparation method thereof | |
| CN102464974B (en) | Composition capable of greatly improving crude oil recovery ratio and preparation method thereof | |
| CN101279934A (en) | Aliphatic acid polyethenoxy ether sulphonate and preparation thereof | |
| CN102040994B (en) | Haloduric sulfamic-acid-type amphoteric surfactant composite system and application thereof in tertiary oil recovery | |
| CN101279937A (en) | Alkyl phenol sulfonic polyoxyethylene ether sulfonate and preparation thereof | |
| CN110699058A (en) | Osmotic modified viscosity-reducing oil displacement agent for water-flooding thickened oil and preparation method thereof | |
| CN102250605A (en) | Surfactant formula system for oil displacement and application thereof in tertiary oil recovery | |
| CN104399405B (en) | Aryl alkyl polyoxyethylene ether sulfobetaine surfactant, preparation method and application thereof | |
| CN101280179B (en) | Surfactant composition and use thereof | |
| CN103275692A (en) | Seawater base fracturing fluid | |
| CN106590604A (en) | Foaming agent composition for high temperature gas drive and preparation method thereof | |
| CN109135709A (en) | A kind of viscosity reduction oil displacement agent and oil displacement system suitable for heavy crude reservoir | |
| CN104334679A (en) | Method and composition for enhanced oil recovery based on supercritical carbon dioxide and a nonionic surfactant | |
| CN101279935B (en) | Alkyl phenol sulfonic polyoxyethylene ether carboxylate and preparation thereof | |
| CN104559985B (en) | The displacement of reservoir oil is applied in poly- table pack object and its tertiary oil recovery | |
| CN113861049B (en) | CO (carbon monoxide) 2 Solubilizing viscosity reducer and preparation method and application thereof | |
| CN104449633B (en) | Crude oil surfactant and preparation method and application thereof | |
| CN102277147A (en) | Oil displacement method for high-temperature high-salt oil reservoir | |
| CN105273704B (en) | Salt tolerant oil displacement surfactant and preparation method thereof | |
| CN103665367A (en) | Fatty alcohol polyoxyethylene polyoxypropylene ether sulfonate and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |