CN105085803B - Polystyrene-1, 4-butanediol diacrylate and synthetic method and application thereof - Google Patents
Polystyrene-1, 4-butanediol diacrylate and synthetic method and application thereof Download PDFInfo
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- CN105085803B CN105085803B CN201510422836.5A CN201510422836A CN105085803B CN 105085803 B CN105085803 B CN 105085803B CN 201510422836 A CN201510422836 A CN 201510422836A CN 105085803 B CN105085803 B CN 105085803B
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- diacrylate
- polystyrene
- polyethylene glycol
- styrene
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- 238000010189 synthetic method Methods 0.000 title claims abstract description 13
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 36
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 20
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims abstract description 16
- 238000012544 monitoring process Methods 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 239000000178 monomer Substances 0.000 claims abstract description 3
- 229920002223 polystyrene Polymers 0.000 claims description 22
- 239000004793 Polystyrene Substances 0.000 claims description 21
- 239000000700 radioactive tracer Substances 0.000 claims description 15
- 239000011259 mixed solution Substances 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 20
- 239000010779 crude oil Substances 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000012360 testing method Methods 0.000 abstract description 3
- 239000002270 dispersing agent Substances 0.000 abstract description 2
- 239000003999 initiator Substances 0.000 abstract description 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 abstract 1
- 239000002612 dispersion medium Substances 0.000 abstract 1
- 238000010557 suspension polymerization reaction Methods 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 16
- 239000007788 liquid Substances 0.000 description 6
- 238000007599 discharging Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- -1 Alcohol ester Chemical class 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 238000004458 analytical method Methods 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
- 238000011156 evaluation Methods 0.000 description 1
- 238000005259 measurement Methods 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
- 230000009466 transformation Effects 0.000 description 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyethers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention provides polystyrene-1, 4-butanediol diacrylate and a synthetic method and application thereof. The polystyrene-1, 4-butanediol diacrylate is prepared by the method comprising the following steps: 1, 4-butanediol diacrylate and styrene are taken as reaction monomers, and suspension polymerization reaction is carried out by taking water as a dispersion medium in the presence of polyethylene glycol serving as a dispersant and ammonium persulfate serving as an initiator. The polystyrene-1, 4-butanediol diacrylate of the invention has the following advantages: the test result shows that the polystyrene-1, 4-butanediol diacrylate prepared by the synthetic method can be completely dissolved into the crude oil, the concentration of the polystyrene-1, 4-butanediol diacrylate can be accurately measured by a gas chromatograph-mass spectrometer, the using amount is small, and the requirement of monitoring the oil production section of the horizontal well is met.
Description
Technical field
The present invention relates to oil exploration and development fields, specifically, are related to a kind of polystyrene diacrylate-Isosorbide-5-Nitrae-fourth two
Alcohol ester and its synthetic method and application.
Background technology
At present during In Oil Field Exploration And Development, prospect pit uses horizontal well more, and multi-layer multi-stage pressure break is stratum transformation
Preferred technique, but during layer position selects, be all to select to be layered by experience without specific aim, thus for pressure break after
Data acquisition and issuance fracturing effect be just particularly important.In the prior art, can be supervised by micro seismic method, potentiometry etc.
Fracture intensity after pressure break is surveyed and analyzed, whether has commercial oil by the row's of returning situation awareness reservoir, but for staged fracturing
Each section of oil-producing situation does not have effective monitoring method afterwards.
Multistage fracturing technique building technology and corollary equipment are ripe, have realized 30 grades of pressure breaks, largest domestic in the world
Pressure break series is more than 15 grades.Because pressure break series is more, long horizontal sections physical property has differences in addition, discharge opeing feelings after every grade of pressure break
Evaluation and next step well site deployment of the condition for fracturing effect have great importance, but for each section after staged fracturing of oil-producing
Situation does not have effective monitoring method.To solve the technical problem, during multistage fracturing, every section is mixed in fracturing propping agents
Enter different types of solid oil-soluble tracer particles, be constantly dissolved in original with the output solid oil-soluble tracer particles of crude oil
In oil, by analyzing the concentration of tracer in production fluid, reach the mesh that every section of oil-producing situation of analysis draws every section of oil-producing liquid section
's.Because current largest domestic pressure break series is more than 15 grades, therefore mutually in requisition for 15 kinds of level above well oil-producing profile monitorings
Use tracer.
Conventional oil field is water solubility with tracer, and the few dosage of species is big, is not suitable for horizontal well multi-layer multi-stage pressure
The monitoring of rear each section of oil-producing situation is split, tracer of the present invention is oil-soluble, and accuracy of detection is high when concentration is low, and dosage is low.
During multistage fracturing, every section is mixed into different types of solid oil-soluble tracer particles in fracturing propping agents, with original
The output solid oil-soluble tracer particles of oil are constantly dissolved in crude oil, by analyzing the concentration of tracer in production fluid, are reached
Analyze the purpose that every section of oil-producing situation draws every section of oil-producing liquid section.
The content of the invention
It is an object of the present invention to provide a kind of synthetic method of polystyrene diacrylate-BDO ester；
Polystyrene diacrylate-Isosorbide-5-Nitrae-the fourth being prepared another object of the present invention is to provide the synthetic method
Diol ester；
It is still another object of the present invention to provide described polystyrene diacrylate-BDO ester to prepare level
The application of well oil-producing profile monitoring tracer；
A further object of the present invention is to provide the level containing described polystyrene diacrylate-BDO ester
Well oil-producing profile monitoring tracer.
For the above-mentioned purpose, on the one hand, the invention provides a kind of conjunction of polystyrene diacrylate-BDO ester
Into method, methods described is included using diacrylate-BDO ester and styrene as reaction monomers, in polyethylene glycol and over cure
In the presence of sour ammonium, polymerisation is carried out by decentralized medium of water.
Polyethylene glycol therein is dispersant, and ammonium persulfate is initiator.
Wherein described diacrylate-BDO ester (C10H14O4), ammonium persulfate ((NH4)2S2O8), styrene (C8H8)
With polyethylene glycol (HO (CH2CH2O) nH) it is this area conventional reagent, any commercially available diacrylate-Isosorbide-5-Nitrae-fourth commonly used in the art
Diol ester, ammonium persulfate, styrene and polyethylene glycol may be used to the present invention.
According to some preferred embodiments of the invention, described polyethylene glycol is the poly- of viscosity average molecular weigh 3600-4400
Ethylene glycol.
According to some preferred embodiments of the invention, in described synthetic method, to react the whole things added
It is 100% meter to expect gross weight, and adding each weight of material percentage is respectively：Diacrylate-BDO ester is 25-
45%th, styrene 2.5-5%, polyethylene glycol 0.1-0.5%, ammonium persulfate 1-2% and water are 50-70%.
According to some of the invention preferred embodiments, the reaction temperature of polymerisation of the present invention can be 65 DEG C~
75℃；Wherein it is preferably 70 DEG C.
According to some preferred embodiments of the invention, the reaction time of the polymerisation can be 8-10h；It is wherein excellent
Elect 8h as.
According to some preferred embodiments of the invention, methods described includes：Polyethylene glycol is dissolved into water first, added
Enter the mixed solution of diacrylate-BDO ester, styrene and ammonium persulfate, reacted after the completion of addition and obtain the polyphenyl
Ethene diacrylate-BDO ester.
According to some preferred embodiments of the invention, methods described includes：First polyethylene glycol be dissolved into 65 DEG C~
In 75 DEG C of water, the mixed solution of diacrylate-BDO ester, styrene and ammonium persulfate is added.
According to some preferred embodiments of the invention, methods described includes：Polyethylene glycol is dissolved into water first, risen
For temperature to 65 DEG C~75 DEG C constant temperature 30min, the mixing for adding diacrylate-BDO ester, styrene and ammonium persulfate is molten
Liquid.
According to some preferred embodiments of the invention, methods described includes：Polyethylene glycol is dissolved into water first, risen
Temperature adds the mixed solution of diacrylate-BDO ester, styrene and ammonium persulfate to 70 DEG C of constant temperature 30min.
It is described to be incorporated as being added dropwise according to some preferred embodiments of the invention；
According to some preferred embodiments of the invention, the speed of the dropwise addition is 5-10 drops/min.
According to some preferred embodiments of the invention, methods described also includes：The polystyrene two is obtained in reaction
After acrylic acid-BDO ester, it is cooled to room temperature and discharges again.
The present invention provides a kind of synthetic method of oil-soluble tracer polystyrene diacrylate-BDO ester, with
Percentage by weight meter, 0.1%~0.2% polyethylene glycol is dissolved into 50%~70% hot water first, is warming up to 65 DEG C
~75 DEG C of constant temperature 30min, with per minute 5~10 drop speed be added dropwise 25%~45% diacrylate-BDO ester,
The mixed solution of 2.5%~5% styrene and 0.5%~1% ammonium persulfate, 8h~10h is reacted after being added dropwise to complete, is cooled to room
Temperature discharging.
On the other hand, present invention also offers the polystyrene two that synthetic method described in any one of the present invention is prepared
Acrylic acid-BDO ester.
Another further aspect, present invention also offers described polystyrene diacrylate-BDO ester to prepare level
The application of well oil-producing profile monitoring tracer.
Another aspect, present invention also offers the level containing described polystyrene diacrylate-BDO ester
Well oil-producing profile monitoring tracer.
In summary, the invention provides a kind of polystyrene diacrylate-BDO ester and its synthetic method and
Using.Polystyrene diacrylate-BDO ester of the present invention has the following advantages that：
Test result shows the polystyrene diacrylate-BDO ester energy produced using the synthetic method of the present invention
Enough be completely dissolved in crude oil, by gas chromatograph-mass spectrometer can Accurate Determining its concentration, dosage is few, meets horizontal well oil-producing section
The needs of monitoring.
Embodiment
The implementation process of the present invention and caused beneficial effect are described in detail below by way of specific embodiment, it is intended to which help is read
Reader more fully understand the present invention essence and feature, not as to this case can practical range restriction.
Embodiment 1
0.3g polyethylene glycol (PEG4000 mean molecule quantities 3600~4400) is dissolved into 50g hot water, is warming up to 70
DEG C constant temperature 30min, the mixing that 45g diacrylates-BDO ester, 4.5g styrene and 2g ammonium persulfates is slowly added dropwise are molten
Liquid, 8h is reacted after being added dropwise to complete, be cooled to room temperature discharging.
Embodiment 2：
0.4g polyethylene glycol (PEG4000 mean molecule quantities 3600~4400) is dissolved into 60g hot water, is warming up to 70
DEG C constant temperature 30min, the mixing that 35g diacrylates-BDO ester, 3.5g styrene and 1.5g ammonium persulfates is slowly added dropwise are molten
Liquid, 8h is reacted after being added dropwise to complete, be cooled to room temperature discharging.
Embodiment 3：
0.5g polyethylene glycol (PEG4000 mean molecule quantities 3600~4400) is dissolved into 70g hot water, is warming up to 70
DEG C constant temperature 30min, the mixing that 25g diacrylates-BDO ester, 2.5g styrene and 1g ammonium persulfates is slowly added dropwise are molten
Liquid, 8h is reacted after being added dropwise to complete, be cooled to room temperature discharging.
Application examples 1
0.1g polystyrene diacrylate-BDO ester prepared by embodiment 1 is dissolved in 100g crude oil, is warming up to
70 DEG C take 1g to dilute 20 times with petroleum ether after being completely dissolved and being well mixed, with polystyrene two in gas chromatograph-mass spectrometer determination sample
Acrylic acid-BDO ester content, test result are shown in Table 1.
Polystyrene diacrylate-BDO ester measurement result in the sample of table 1
Claims (9)
1. polystyrene diacrylate-BDO ester is preparing the application of horizontal well oil-producing profile monitoring tracer, institute
Stating the synthetic method of polystyrene diacrylate-BDO ester is included with diacrylate-BDO ester and styrene
For reaction monomers, in the presence of polyethylene glycol and ammonium persulfate, polymerisation is carried out by decentralized medium of water.
2. application according to claim 1, it is characterised in that to react the whole material gross weights added as 100%
Meter, adding each weight of material percentage is respectively：Diacrylate-BDO ester is 25-45%, styrene 2.5-
5%th, polyethylene glycol 0.1-0.5%, ammonium persulfate 1-2% and water are 50-70%.
3. application according to claim 1 or 2, it is characterised in that the reaction temperature of the polymerisation is 65 DEG C~75
℃。
4. application according to claim 1 or 2, it is characterised in that the reaction time of the polymerisation is 8-10h.
5. application according to claim 1 or 2, it is characterised in that methods described includes：Polyethylene glycol is dissolved into first
In water, the mixed solution of diacrylate-BDO ester, styrene and ammonium persulfate is added, reacts and obtains after the completion of addition
Polystyrene diacrylate-BDO the ester.
6. application according to claim 5, it is characterised in that described to be incorporated as being added dropwise.
7. application according to claim 6, it is characterised in that the speed of dropwise addition is 5-10 drops/min.
8. application according to claim 5, it is characterised in that methods described includes：Polyethylene glycol is dissolved into 65 first
DEG C~75 DEG C of water in, add the mixed solution of diacrylate-BDO ester, styrene and ammonium persulfate.
9. application according to claim 5, it is characterised in that methods described includes：Polyethylene glycol is dissolved into water first
In, 65 DEG C~75 DEG C constant temperature 20-30min are warming up to, add diacrylate-BDO ester, styrene and ammonium persulfate
Mixed solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510422836.5A CN105085803B (en) | 2015-07-17 | 2015-07-17 | Polystyrene-1, 4-butanediol diacrylate and synthetic method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510422836.5A CN105085803B (en) | 2015-07-17 | 2015-07-17 | Polystyrene-1, 4-butanediol diacrylate and synthetic method and application thereof |
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| Publication Number | Publication Date |
|---|---|
| CN105085803A CN105085803A (en) | 2015-11-25 |
| CN105085803B true CN105085803B (en) | 2018-01-02 |
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| CN201510422836.5A Active CN105085803B (en) | 2015-07-17 | 2015-07-17 | Polystyrene-1, 4-butanediol diacrylate and synthetic method and application thereof |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101314624A (en) * | 2008-05-21 | 2008-12-03 | 安徽省电力公司合肥供电公司 | A kind of high oil-absorbing resin and its application |
| CN103752289A (en) * | 2014-01-26 | 2014-04-30 | 福州大学 | A kind of organic solvent absorbent and preparation method thereof |
| CN104018822A (en) * | 2014-05-23 | 2014-09-03 | 中国石油化工股份有限公司江汉油田分公司采油工艺研究院 | Oil well staged fracturing effect monitoring method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2618796C2 (en) * | 2011-11-22 | 2017-05-11 | Бэйкер Хьюз Инкорпорейтед | Method of use slow release indicators |
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2015
- 2015-07-17 CN CN201510422836.5A patent/CN105085803B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101314624A (en) * | 2008-05-21 | 2008-12-03 | 安徽省电力公司合肥供电公司 | A kind of high oil-absorbing resin and its application |
| CN103752289A (en) * | 2014-01-26 | 2014-04-30 | 福州大学 | A kind of organic solvent absorbent and preparation method thereof |
| CN104018822A (en) * | 2014-05-23 | 2014-09-03 | 中国石油化工股份有限公司江汉油田分公司采油工艺研究院 | Oil well staged fracturing effect monitoring method |
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| CN105085803A (en) | 2015-11-25 |
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