CN105085810B - Polystyrene diethyl butenedioate and preparation method and application thereof - Google Patents
Polystyrene diethyl butenedioate and preparation method and application thereof Download PDFInfo
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- CN105085810B CN105085810B CN201510423153.1A CN201510423153A CN105085810B CN 105085810 B CN105085810 B CN 105085810B CN 201510423153 A CN201510423153 A CN 201510423153A CN 105085810 B CN105085810 B CN 105085810B
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- dioic acid
- styrene
- polystyrene
- application according
- acid diethylester
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- IEPRKVQEAMIZSS-UHFFFAOYSA-N diethyl maleate Chemical compound CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 title claims abstract description 47
- 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
- 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
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 23
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 23
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims abstract description 17
- 235000019400 benzoyl peroxide Nutrition 0.000 claims abstract description 17
- 238000012544 monitoring process Methods 0.000 claims abstract description 17
- 239000004342 Benzoyl peroxide Substances 0.000 claims abstract description 14
- 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
- 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 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 3
- RLRINNKRRPQIGW-UHFFFAOYSA-N 1-ethenyl-2-[4-(2-ethenylphenyl)butyl]benzene Chemical compound C=CC1=CC=CC=C1CCCCC1=CC=CC=C1C=C RLRINNKRRPQIGW-UHFFFAOYSA-N 0.000 claims description 2
- -1 polyethylene Polymers 0.000 claims 2
- 239000004698 Polyethylene Substances 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 27
- 239000010779 crude oil Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 238000006116 polymerization reaction Methods 0.000 abstract description 5
- 239000007788 liquid Substances 0.000 abstract description 3
- 239000002612 dispersion medium Substances 0.000 abstract 1
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 9
- 239000002245 particle Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000010792 warming Methods 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 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
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 150000002689 maleic acids Chemical class 0.000 description 2
- 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
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([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)
Abstract
The invention provides polystyrene diethyl butenedioate and a preparation method and application thereof. The preparation method comprises the steps of taking styrene and diethyl butenedioate as reaction monomers, and carrying out polymerization reaction by taking water as a dispersion medium in the presence of polyvinyl alcohol and benzoyl peroxide to obtain the polystyrene diethyl butenedioate. The invention also provides the polystyrene diethyl butenedioate prepared by the preparation method, application of the polystyrene diethyl butenedioate in preparing a tracer for monitoring the oil production profile of the horizontal well, and the tracer containing the polystyrene diethyl butenedioate for monitoring the oil production profile of the horizontal well. The polystyrene diethyl 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 diethylester 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 diethylester
Preparation Method.
The present invention also aims to provide a kind of preparation method preparation by above-mentioned polystyrene butene dioic acid diethylester
Obtained polystyrene butene dioic acid diethylester.
The present invention also aims to provide a kind of above-mentioned polystyrene butene dioic acid diethylester 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 diethylester
Profile monitoring tracer.
For up to above-mentioned purpose, the invention provides a kind of preparation method of polystyrene butene dioic acid diethylester, this method
Including using styrene and butene dioic acid diethylester as reaction monomers, in the presence of polyvinyl alcohol and benzoyl peroxide, with water
Polymerisation is carried out for decentralized medium, the polystyrene butene dioic acid diethylester is obtained；
Wherein, polyvinyl alcohol is dispersant, and benzoyl peroxide is initiator.
Wherein described butene dioic acid diethylester ((CHCOOC2H5)2), polyvinyl alcohol ([C2H4O] n), styrene (C8H8) and
Benzoyl peroxide (C6H5C(O)O2) be this area conventional reagent, any commercially available butene dioic acid diethyl commonly used in the art
Ester, polyvinyl alcohol, styrene and benzoyl peroxide may be used to the present invention.
The butene dioic acid diethylester both can be maleic acid and the ester or fumaric acid of ethanol formation
With the ester of ethanol formation；The average degree of polymerization of above-mentioned polyvinyl alcohol is 2400-2500.
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 diethylester is that 20wt%-45wt%, styrene are
2.5wt%-5wt%, polyvinyl alcohol are that 0.1wt%-0.2wt%, benzoyl peroxide are 0.2wt%-0.9wt%, and surplus is
Water.
According to preparation method of the present invention, it is preferable that the reaction temperature of the polymerisation is 65 DEG C -75 DEG C, more
It is preferred that the reaction temperature is 70 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 diethylester 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 65 DEG C -75 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：Polyvinyl alcohol is dissolved into water first
In, the mixed solution of butene dioic acid diethylester, styrene and benzoyl peroxide is added, reaction obtains described poly- after the completion of addition
Butylene styrene diethyl adipate.
According to preparation method of the present invention, it is preferable that methods described includes：Polyvinyl alcohol is dissolved into 65 first
In DEG C -75 DEG C of hot water, the mixed solution of butene dioic acid diethylester, styrene and benzoyl peroxide is added.
According to preparation method of the present invention, it is preferable that methods described includes：Polyvinyl alcohol is dissolved into water first
In, 65 DEG C of -75 DEG C of constant temperature 20-30min are warming up to, the mixed of butene dioic acid diethylester, styrene and benzoyl peroxide 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 diethylester, 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 diethylester is prepared
Alkene butene dioic acid diethylester.
Horizontal well oil-producing profile monitoring is being prepared with showing present invention also offers above-mentioned polystyrene butene dioic acid diethylester
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 diethylester.
The horizontal well oil-producing profile monitoring prepared by polystyrene butene dioic acid diethylester of the present invention is with tracer
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 process
In, 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
Dissolubility tracer particles are constantly dissolved in crude oil, by analyzing the dense of polystyrene butene dioic acid diethylester tracer in production fluid
Degree, 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 diethyl maleate is present embodiments provided, it comprises the following steps：
A, 0.1g polyvinyl alcohol (average degree of polymerization is 2400-2500) is dissolved into 55g hot water, is warming up to 70 DEG C of perseverances
Warm 30min, obtains the aqueous solution of polyvinyl alcohol；
B, 40g maleic acids two are slowly added dropwise into the aqueous solution of above-mentioned polyvinyl alcohol with 5-10 drops/min speed again
The mixed solution of ethyl ester, 4.5g styrene and 0.9g benzoyl peroxides, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging,
Polystyrene diethyl maleate is obtained, its particle diameter is 0.250mm-0.600mm (mesh of 30 mesh -60).
Embodiment 2
A kind of preparation method of polystyrene diethyl maleate is present embodiments provided, it comprises the following steps：
A, 0.15g polyvinyl alcohol (average degree of polymerization is 2400-2500) is dissolved into 65g hot water, is warming up to 70 DEG C
Constant temperature 30min, obtains the aqueous solution of polyvinyl alcohol；
B, 30g maleic acids two are slowly added dropwise into the aqueous solution of above-mentioned polyvinyl alcohol with 5-10 drops/min speed again
The mixed solution of ethyl ester, 4g styrene and 0.65g benzoyl peroxides, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging,
Polystyrene diethyl maleate is obtained, its particle diameter is 0.212mm-0.300mm (mesh of 50 mesh -70).
Embodiment 3
A kind of preparation method of polystyrene diethyl maleate is present embodiments provided, it comprises the following steps：
A, 0.2g polyvinyl alcohol (average degree of polymerization is 2400-2500) is dissolved into 75g hot water, is warming up to 70 DEG C of perseverances
Warm 30min, obtains the aqueous solution of polyvinyl alcohol；
B, 20g maleic acid diethyls are slowly added dropwise into the aqueous solution of polyvinyl alcohol with 5-10 drops/min speed again
The mixed solution of ester, 2.5g styrene and 0.35g benzoyl peroxides, 10h is reacted after being added dropwise to complete, and is cooled to room temperature discharging,
Polystyrene diethyl maleate is obtained, its particle diameter is 0.150mm-0.250mm (mesh of 60 mesh -100).
Embodiment 4
Present embodiments provide the polystyrene maleic two that above-described embodiment 1, embodiment 2 and embodiment 3 are prepared
Diethyl phthalate is preparing the application of horizontal well oil-producing profile monitoring tracer, and the application process can be pressed with level monitoring well multistage
Rear each section of oil-producing situation is split, it comprises the following steps：
The polystyrene diethyl maleate for respectively preparing 0.1g embodiments 1, embodiment 2 and embodiment 3
Oil-soluble tracer is dissolved in the emerging buried hill block crude oil of 100g, be warming up to 70 DEG C so that tracer dissolution velocity is carried in a solvent
Height, shortens evaluation time, after polystyrene diethyl maleate oil-soluble tracer is completely dissolved and is well mixed, takes 1g
Above-mentioned mixed solution, 20 times are diluted using petroleum ether, then with polystyrene maleic two in gas chromatograph-mass spectrometer determination sample
The content of diethyl phthalate oil-soluble tracer, test result is as shown in table 1.
Polystyrene diethyl maleate measurement result in the sample of table 1
Claims (9)
1. a kind of polystyrene butene dioic acid diethylester is preparing the application of horizontal well oil-producing profile monitoring tracer, described poly-
The preparation method of butylene styrene diethyl adipate is included using styrene and butene dioic acid diethylester as reaction monomers, in polyethylene
In the presence of alcohol and benzoyl peroxide, 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 diethylester be 20wt%-45wt%, styrene be 2.5wt%-5wt%,
Polyvinyl alcohol is that 0.1wt%-0.2wt%, benzoyl peroxide are 0.2wt%-0.9wt%, and surplus is water.
3. application according to claim 1 or 2, wherein, the reaction temperature of the polymerisation is 65 DEG C -75 DEG C.
4. application according to claim 1 or 2, wherein, the reaction time of the polymerisation is 8-10h.
5. application according to claim 1 or 2, wherein, methods described includes：Polyvinyl alcohol is dissolved into water first,
The mixed solution of butene dioic acid diethylester, styrene and benzoyl peroxide is added, reaction obtains the polyphenyl after the completion of addition
Ethylene butene diethyl adipate.
6. application according to claim 5, wherein, it is described to be incorporated as being added dropwise.
7. application according to claim 6, wherein, the speed of the dropwise addition is 5-10 drops/min.
8. application according to claim 5, wherein, methods described includes：Polyvinyl alcohol is dissolved into 65 DEG C -75 DEG C first
In hot water, the mixed solution of butene dioic acid diethylester, styrene and benzoyl peroxide is added.
9. application according to claim 5, wherein, methods described includes：Polyvinyl alcohol is dissolved into water first, heated up
To 65 DEG C of -75 DEG C of constant temperature 20-30min, the mixed solution of butene dioic acid diethylester, styrene and benzoyl peroxide is added.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423153.1A CN105085810B (en) | 2015-07-17 | 2015-07-17 | Polystyrene diethyl butenedioate and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423153.1A CN105085810B (en) | 2015-07-17 | 2015-07-17 | Polystyrene diethyl butenedioate and preparation method and application thereof |
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| Publication Number | Publication Date |
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| CN105085810B true CN105085810B (en) | 2017-10-17 |
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| US4636258A (en) * | 1984-08-21 | 1987-01-13 | Seiko Epson Kabushiki Kaisha | Ink for thermal transfer printing |
| CN102650207A (en) * | 2012-05-09 | 2012-08-29 | 中国石油天然气股份有限公司 | Interwell layered tracing monitoring method |
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