CN105085805B - Polystyrene dipropyl butenedioate as well as preparation method and application thereof - Google Patents
Polystyrene dipropyl butenedioate as well as preparation method and application thereof Download PDFInfo
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- CN105085805B CN105085805B CN201510423114.1A CN201510423114A CN105085805B CN 105085805 B CN105085805 B CN 105085805B CN 201510423114 A CN201510423114 A CN 201510423114A CN 105085805 B CN105085805 B CN 105085805B
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- dipropyl
- polystyrene
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- styrene
- butene dioic
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- 239000004793 Polystyrene Substances 0.000 title claims abstract description 34
- 229920002223 polystyrene Polymers 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- DSTWFRCNXMNXTR-UHFFFAOYSA-N dipropyl but-2-enedioate Chemical compound CCCOC(=O)C=CC(=O)OCCC DSTWFRCNXMNXTR-UHFFFAOYSA-N 0.000 title abstract 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 32
- 239000000700 radioactive tracer Substances 0.000 claims abstract description 25
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 24
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 24
- 238000012544 monitoring process Methods 0.000 claims abstract description 17
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 239000007788 liquid Substances 0.000 claims abstract description 4
- 239000000178 monomer Substances 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 18
- 239000011259 mixed solution Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- FNMTVMWFISHPEV-AATRIKPKSA-N dipropan-2-yl (e)-but-2-enedioate Chemical compound CC(C)OC(=O)\C=C\C(=O)OC(C)C FNMTVMWFISHPEV-AATRIKPKSA-N 0.000 claims description 2
- FNMTVMWFISHPEV-WAYWQWQTSA-N dipropan-2-yl (z)-but-2-enedioate Chemical compound CC(C)OC(=O)\C=C/C(=O)OC(C)C FNMTVMWFISHPEV-WAYWQWQTSA-N 0.000 claims description 2
- DSTWFRCNXMNXTR-AATRIKPKSA-N dipropyl (e)-but-2-enedioate Chemical compound CCCOC(=O)\C=C\C(=O)OCCC DSTWFRCNXMNXTR-AATRIKPKSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 26
- 239000010779 crude oil Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 239000002612 dispersion medium Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- DSTWFRCNXMNXTR-WAYWQWQTSA-N dipropyl (z)-but-2-enedioate Chemical compound CCCOC(=O)\C=C/C(=O)OCCC DSTWFRCNXMNXTR-WAYWQWQTSA-N 0.000 description 9
- 239000002245 particle Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000010792 warming Methods 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000007599 discharging Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002689 maleic acids Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000004313 potentiometry Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
The invention provides polystyrene dipropyl butenedioate and a preparation method and application thereof. The preparation method comprises the steps of taking styrene and dipropyl butenedioate as reaction monomers, and carrying out polymerization reaction by taking water as a dispersion medium in the presence of polyethylene glycol and azobisisobutyronitrile to obtain the dipropyl butenedioate polystyrene. The invention also provides the polystyrene dipropyl butenedioate prepared by the preparation method, application of the polystyrene dipropyl butenedioate in preparing a tracer for monitoring the horizontal well oil production profile, and the tracer containing the polystyrene dipropyl butenedioate for monitoring the horizontal well oil production profile. The polystyrene dipropyl butenedioate can be completely dissolved in crude oil, and can be used for monitoring the oil production condition of each section of a horizontal well after multi-stage fracturing, so that the purposes of analyzing the oil production condition of each section and drawing the oil production liquid profile of each section can be achieved.
Description
Technical field
The present invention relates to a kind of polystyrene butene dioic acid dipropyl and preparation method and application, belong to oil exploration and open
Send out technical field.
Background technology
At present during In Oil Field Exploration And Development, horizontal well is used prospect pit more, and multi-layer multi-stage pressure break is stratum transformation
Preferred technique, but during the selection of layer position, is all to select to be layered by experience, therefore for pressure break without specific aim
Data acquisition and issuance fracturing effect afterwards is just particularly important.In the prior art, micro seismic method, potentiometry etc. can be passed through
Method monitor and analysis pressure break after fracture intensity, then whether have a commercial oil by the row's of returning situation awareness reservoir, but for
Each section of oil-producing situation is still without effective monitoring method after staged fracturing.
Therefore, a kind of process of each section of oil-producing situation after level monitoring well multistage fracturing is developed to fracturing effect
Evaluate and the deployment of next step well location has great importance.
Multistage fracturing technique building technology and its related corollary equipment are ripe, and 30 grades of pressure breaks, state have been realized in the world
Interior maximum pressure break series is more than 15 grades.Because pressure break series is more, in addition in long horizontal sections, physical property has differences, every grade of pressure
Evaluation and next step well site deployment of the rear discharge opeing situation for fracturing effect is split to have great importance, but for staged fracturing after
Each section of oil-producing situation does not have effective monitoring method.Because current largest domestic pressure break series is more than 15 grades, correspondingly need
Want more than 15 kinds of horizontal well oil-producing profile monitoring tracer.Existing oil field is water-soluble tracer with tracer, and
And the species of tracer is few, consumption big, is not suitable for the monitoring of each section of oil-producing situation after horizontal well multi-layer multi-stage pressure break.
Therefore, develop a kind of suitable horizontal well oil-producing profile monitoring tracer turns into this area urgent need to resolve
Technical problem.
The content of the invention
In order to solve the above technical problems, it is an object of the invention to provide a kind of system of polystyrene butene dioic acid dipropyl
Preparation Method.
The present invention also aims to provide a kind of preparation method preparation by above-mentioned polystyrene butene dioic acid dipropyl
Obtained polystyrene butene dioic acid dipropyl.
The present invention also aims to provide a kind of above-mentioned polystyrene butene dioic acid dipropyl to prepare horizontal well oil-producing
The application of profile monitoring tracer.
The present invention also aims to provide a kind of horizontal well oil-producing for including above-mentioned polystyrene butene dioic acid dipropyl
Profile monitoring tracer.
For up to above-mentioned purpose, the invention provides a kind of preparation method of polystyrene butene dioic acid dipropyl, this method
Including using styrene and butene dioic acid dipropyl as reaction monomers, in the presence of polyethylene glycol and azodiisobutyronitrile, with water
Polymerisation is carried out for decentralized medium, the polystyrene butene dioic acid dipropyl is obtained.
According to method of the present invention, it is preferable that the butene dioic acid dipropyl include maleic acid di-n-propyl ester,
Fumaric acid di-n-propyl ester, maleic acid diisopropyl ester or fumaric acid diisopropyl ester.
Wherein, polyethylene glycol is dispersant, and azodiisobutyronitrile is initiator.
Wherein described butene dioic acid dipropyl ((CHCOOC3H7)2), polyethylene glycol (HO (CH2CH2O) nH), styrene
(C8H8) and azodiisobutyronitrile (C8H12N4) be this area conventional reagent, any commercially available butene dioic acid commonly used in the art
Dipropyl, polyethylene glycol, styrene and azodiisobutyronitrile may be used to the present invention.
The mean molecule quantity of above-mentioned polyethylene glycol is 3600-4400；Wherein, mean molecule quantity is to glue equal mean molecule quantity.
According to preparation method of the present invention, it is preferable that to react the whole material gross weights added as 100%
Meter, adding each weight of material percentage is respectively：Butene dioic acid dipropyl is that 25wt%-45wt%, styrene are
2.5wt%-5wt%, polyethylene glycol are that 0.1wt%-0.2wt%, azodiisobutyronitrile are 0.5wt%-1wt%, and surplus is water.
According to preparation method of the present invention, it is preferable that the reaction temperature of the polymerisation is 60 DEG C -70 DEG C, more
It is preferred that the reaction temperature is 65 DEG C.
According to preparation method of the present invention, it is preferable that the reaction time of the polymerisation is 8-10h, more preferably
The reaction time is 10h.
In the preparation process of polystyrene butene dioic acid dipropyl of the present invention, the change of reaction temperature and time are to its shadow
Ring little, as long as by reaction temperature control at 60 DEG C -70 DEG C, the reaction time is controlled in 8-10h.
According to preparation method of the present invention, it is preferable that methods described includes：Polyethylene glycol is dissolved into water first
In, the mixed solution of butene dioic acid dipropyl, styrene and azodiisobutyronitrile is added, reaction obtains described poly- after the completion of addition
Butylene styrene dipropyl malona-te.
According to preparation method of the present invention, it is preferable that methods described includes：Polyethylene glycol is dissolved into 60 first
In DEG C -70 DEG C of hot water, the mixed solution of butene dioic acid dipropyl, styrene and azodiisobutyronitrile is added.
According to preparation method of the present invention, it is preferable that methods described includes：Polyethylene glycol is dissolved into water first
In, 60 DEG C of -70 DEG C of constant temperature 20-30min are warming up to, the mixed of butene dioic acid dipropyl, styrene and azodiisobutyronitrile is added
Close solution.
According to preparation method of the present invention, it is preferable that described to be incorporated as being added dropwise；It is highly preferred that the speed being added dropwise is
5-10 drops/min, rate of addition is too fast to easily cause viscous kettle.
According to preparation method of the present invention, it is preferable that methods described also includes：The polystyrene is obtained in reaction
After butene dioic acid dipropyl, it is cooled to room temperature and discharges again.
Present invention also offers the polyphenyl second that the preparation method by above-mentioned polystyrene butene dioic acid dipropyl is prepared
Alkene butene dioic acid dipropyl.
Horizontal well oil-producing profile monitoring is being prepared with showing present invention also offers above-mentioned polystyrene butene dioic acid dipropyl
The application of track agent.
According to application of the present invention, during multistage fracturing, variety classes is mixed into every section of fracturing propping agents
Solid oil-soluble tracer particles, with the output of crude oil, solid oil-soluble tracer particles constantly can be dissolved in crude oil, lead to
The concentration of tracer in undue analysis production fluid, it is possible to reach every section of oil-producing situation of analysis and draw the mesh of every section of oil-producing liquid section
's.
Present invention also offers a kind of horizontal well oil-producing profile monitoring tracer, the tracer includes above-mentioned polyphenyl second
Alkene butene dioic acid dipropyl.
The horizontal well oil-producing profile monitoring tracer prepared by the polystyrene butene dioic acid dipropyl of the present invention
For oil-soluble tracer, it can be dissolved completely in crude oil, when concentration is low, and accuracy of detection is high, and consumption is low.In multistage fracturing mistake
Cheng Zhong, every section is mixed into different types of solid oil-soluble tracer particles in fracturing propping agents, with the output of crude oil, solid
Oil-soluble tracer particles are constantly dissolved in crude oil, by analyzing polystyrene butene dioic acid dipropyl tracer in production fluid
Concentration, can reach every section of oil-producing situation of analysis and draw the purpose of every section of oil-producing liquid section.
Embodiment
The beneficial effect that below implementation process of the present invention will be explained by specific embodiment and is produced, it is intended to
Help reader more fully understand the present invention essence and feature, but not as to this case can practical range restriction.
Embodiment 1
A kind of preparation method of polystyrene maleic acid di-n-propyl ester is present embodiments provided, it includes following step
Suddenly：
A, 0.1g polyethylene glycol (PEG4000) is dissolved into 55g hot water, is warming up to 65 DEG C of constant temperature 30min, gathered
The aqueous solution of ethylene glycol；
B, 40g maleic acids two are slowly added dropwise into the aqueous solution of above-mentioned polyethylene glycol with 5-10 drops/min speed again
The mixed solution of n-propyl, 4g styrene and 0.9g azodiisobutyronitriles, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging,
Polystyrene maleic acid di-n-propyl ester is obtained, its particle diameter is 0.300mm-0.850mm (mesh of 20 mesh -50).
Embodiment 2
A kind of preparation method of polystyrene maleic acid di-n-propyl ester is present embodiments provided, it includes following step
Suddenly：
A, 0.15g polyethylene glycol (PEG4000) is dissolved into 60g hot water, is warming up to 65 DEG C of constant temperature 30min, obtains
The aqueous solution of polyethylene glycol；
B, 35g maleic acids two positive third are added dropwise into the aqueous solution of above-mentioned polyethylene glycol with 5-10 drops/min speed again
The mixed solution of ester, 3.5g styrene and 0.8g azodiisobutyronitriles, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging, is obtained
To polystyrene maleic acid di-n-propyl ester, its particle diameter is 0.212mm-0.425mm (mesh of 40 mesh -70).
Embodiment 3
A kind of preparation method of polystyrene maleic acid di-n-propyl ester is present embodiments provided, it includes following step
Suddenly：
A, 0.2g polyethylene glycol (PEG4000) is dissolved into 65g hot water, is warming up to 65 DEG C of constant temperature 30min, gathered
The aqueous solution of ethylene glycol；
B, 30g maleic acids two positive third are added dropwise into the aqueous solution of above-mentioned polyethylene glycol with 5-10 drops/min speed again
The mixed solution of ester, 3g styrene and 0.6g azodiisobutyronitriles, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging, is obtained
Polystyrene maleic acid di-n-propyl ester, its particle diameter is 0.180mm-0.300mm (mesh of 50 mesh -80).
Embodiment 4
Present embodiments provide the polystyrene maleic two that above-described embodiment 1, embodiment 2 and embodiment 3 are prepared
Sour di-n-propyl ester is preparing the application of horizontal well oil-producing profile monitoring tracer, and the application process can be multistage with level monitoring well
Each section of oil-producing situation after pressure break, it comprises the following steps：
The polystyrene maleic acid two positive third for respectively preparing 0.1g embodiments 1, embodiment 2 and embodiment 3
Ester oil dissolubility tracer is dissolved in the emerging buried hill block crude oil of 100g, is warming up to 70 DEG C so that tracer dissolution velocity in a solvent
Improve, shorten evaluation time, after polystyrene maleic acid di-n-propyl ester oil-soluble tracer is completely dissolved and is well mixed,
The above-mentioned mixed solution of 1g is taken, 20 times are diluted using petroleum ether, then with polystyrene in gas chromatograph-mass spectrometer determination sample along fourth
The content of enedioic acid di-n-propyl ester oil-soluble tracer, test result is as shown in table 1.
Polystyrene maleic acid di-n-propyl ester measurement result in the sample of table 1
Claims (10)
1. a kind of polystyrene butene dioic acid dipropyl is preparing the application of horizontal well oil-producing profile monitoring tracer, described poly-
The preparation method of butylene styrene dipropyl malona-te is included using styrene and butene dioic acid dipropyl as reaction monomers, in poly- second two
In the presence of alcohol and azodiisobutyronitrile, polymerisation is carried out by decentralized medium of water.
2. application according to claim 1, wherein, counted using reacting the whole material gross weights added as 100%, it is added
Entering each weight of material percentage is respectively：Butene dioic acid dipropyl be 25wt%-45wt%, styrene be 2.5wt%-5wt%,
Polyethylene glycol is that 0.1wt%-0.2wt%, azodiisobutyronitrile are 0.5wt%-1wt%, and surplus is water.
3. application according to claim 1 or 2, wherein, the butene dioic acid dipropyl includes maleic acid two positive third
Ester, fumaric acid di-n-propyl ester, maleic acid diisopropyl ester or fumaric acid diisopropyl ester.
4. application according to claim 1 or 2, wherein, the reaction temperature of the polymerisation is 60 DEG C -70 DEG C.
5. application according to claim 1 or 2, wherein, the reaction time of the polymerisation is 8-10h.
6. application according to claim 1 or 2, wherein, methods described includes：Polyethylene glycol is dissolved into water first,
The mixed solution of butene dioic acid dipropyl, styrene and azodiisobutyronitrile is added, reaction obtains the polyphenyl after the completion of addition
Ethylene butene dipropyl malona-te.
7. application according to claim 6, wherein, it is described to be incorporated as being added dropwise.
8. application according to claim 7, wherein, the speed of the dropwise addition is 5-10 drops/min.
9. application according to claim 6, wherein, methods described includes：Polyethylene glycol is dissolved into 60 DEG C -70 DEG C first
In hot water, the mixed solution of butene dioic acid dipropyl, styrene and azodiisobutyronitrile is added.
10. application according to claim 6, wherein, methods described includes：Polyethylene glycol is dissolved into water first, risen
Temperature is to 60 DEG C of -70 DEG C of constant temperature 20-30min, and the mixing for adding butene dioic acid dipropyl, styrene and azodiisobutyronitrile is molten
Liquid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423114.1A CN105085805B (en) | 2015-07-17 | 2015-07-17 | Polystyrene dipropyl butenedioate as well as preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423114.1A CN105085805B (en) | 2015-07-17 | 2015-07-17 | Polystyrene dipropyl butenedioate as well as preparation method and application thereof |
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| Publication Number | Publication Date |
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| CN105085805A CN105085805A (en) | 2015-11-25 |
| CN105085805B true CN105085805B (en) | 2017-09-01 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1176871B (en) * | 1963-01-18 | 1964-08-27 | Rheinpreussen Ag | Process for the production of thermoplastic homo- or copolymers using esters ª ‡, ª ‰ -unsaturated dicarboxylic acids |
| US3401153A (en) * | 1964-08-07 | 1968-09-10 | Dow Chemical Co | Polymerization process for preparing homogeneous vinylidene aromaticmaleic compound copolymers |
| CH565824A5 (en) * | 1968-07-01 | 1975-08-29 | Dow Chemical Co | Homogeneous vinyl aromatic and maleic - copolymers |
| CN103012650B (en) * | 2012-12-06 | 2015-10-21 | 中国科学院长春应用化学研究所 | A kind of copolymer type pour depressant for lubricating oil |
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