CN105085782A - Polystyrene methyl acrylate and synthetic method and application thereof - Google Patents
Polystyrene methyl acrylate and synthetic method and application thereof Download PDFInfo
- Publication number
- CN105085782A CN105085782A CN201510423062.8A CN201510423062A CN105085782A CN 105085782 A CN105085782 A CN 105085782A CN 201510423062 A CN201510423062 A CN 201510423062A CN 105085782 A CN105085782 A CN 105085782A
- Authority
- CN
- China
- Prior art keywords
- methyl acrylate
- synthetic method
- acrylic acid
- acid methyl
- vinylbenzene
- 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.)
- Granted
Links
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 title claims abstract description 71
- 239000004793 Polystyrene Substances 0.000 title claims abstract description 30
- 229920002223 polystyrene Polymers 0.000 title claims abstract description 30
- 238000010189 synthetic method Methods 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 21
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000012544 monitoring process Methods 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 239000002612 dispersion medium Substances 0.000 claims abstract description 3
- 239000000178 monomer Substances 0.000 claims abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 40
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 20
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 20
- -1 polyoxyethylene Polymers 0.000 claims description 20
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 17
- 239000000700 radioactive tracer Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 2
- 239000003921 oil Substances 0.000 abstract description 25
- 239000010779 crude oil Substances 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000012360 testing method Methods 0.000 abstract description 3
- 239000003999 initiator Substances 0.000 abstract description 2
- 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 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 238000010557 suspension polymerization reaction Methods 0.000 abstract 1
- 238000001308 synthesis method Methods 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 17
- 238000007599 discharging Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 3
- 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
- 239000007788 liquid Substances 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
- 239000006185 dispersion Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture 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
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention provides polystyrene methyl acrylate and a synthesis method and application thereof. The polystyrene methyl acrylate is prepared by the method comprising the following steps: methyl acrylate and styrene are used as reaction monomers, and water is used as a dispersion medium to carry out suspension polymerization reaction in the presence of polyethylene glycol serving as a dispersant and azodiisobutyronitrile serving as an initiator. The polystyrene methyl acrylate has the following advantages: the test result shows that the polystyrene methyl acrylate prepared by the synthetic method can be completely dissolved in the crude oil, the concentration of the polystyrene methyl acrylate 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, relate to a kind of polystyrene acrylic acid methyl esters and synthetic method thereof and application.
Background technology
At present in In Oil Field Exploration And Development process, prospect pit many employings horizontal well, and multi-layer multi-stage pressure break is the first-selected technique of stratum transformation, but in the process that layer position is selected, there is no specific aim, be all by experience to select layering, therefore post-fracturing Data acquisition and issuance fracturing effect just seemed particularly important.In prior art, by the monitoring such as micro seismic method, potentiometry and fracture intensity after pressure break can be analyzed, whether have commercial oil by the row's of returning situation awareness reservoir, but effective monitoring method is not had for the produce oil situation of each section after staged fracturing.
Multistage fracturing technique building technology and support equipment are ripe, have realized 30 grades of pressure breaks in the world, and largest domestic pressure break progression is more than 15 grades.Because pressure break progression is more, long horizontal sections physical property there are differences in addition, and after every grade of pressure break, discharge opeing situation has great importance for the evaluation of fracturing effect and next step well site deployment, but does not have effective monitoring method for the produce oil situation of each section after staged fracturing.For solving this technical problem, in multistage fracturing process, every section is mixed into different types of solid oil dissolubility tracer particles in fracturing propping agents, along with the output solid oil dissolubility tracer particles of crude oil is constantly dissolved in crude oil, by analyzing the concentration of tracer agent in production fluid, reaching and analyzing the object that every section of produce oil situation draws every section of produce oil liquid section.Because current largest domestic pressure break progression is more than 15 grades, therefore in requisition for more than 15 kinds horizontal well produce oil profile monitoring tracer agents.
Oil field tracer agent was water-soluble in the past, and the few consumption of kind is large, and be not suitable for the monitoring of each section of produce oil situation after horizontal well multi-layer multi-stage pressure break, tracer agent of the present invention is oil soluble, and when concentration is low, accuracy of detection is high, and consumption is low.In multistage fracturing process, every section is mixed into different types of solid oil dissolubility tracer particles in fracturing propping agents, along with the output solid oil dissolubility tracer particles of crude oil is constantly dissolved in crude oil, by analyzing the concentration of tracer agent in production fluid, reaching and analyzing the object that every section of produce oil situation draws every section of produce oil liquid section.
Summary of the invention
One object of the present invention is the synthetic method providing a kind of polystyrene acrylic acid methyl esters;
Another object of the present invention is to the polystyrene acrylic acid methyl esters providing described synthetic method to prepare;
Another object of the present invention is to provide described polystyrene acrylic acid methyl esters in the application preparing horizontal well produce oil profile monitoring tracer agent.
Another object of the present invention is to provide the tracer agent of the horizontal well produce oil profile monitoring containing described polystyrene acrylic acid methyl esters.
For reaching above-mentioned purpose, on the one hand, the invention provides a kind of synthetic method of polystyrene acrylic acid methyl esters, described method comprises with methyl acrylate and vinylbenzene for reaction monomers, under polyoxyethylene glycol and Diisopropyl azodicarboxylate exist, be that dispersion medium carries out polyreaction with water.
Polyoxyethylene glycol is wherein dispersion agent, and Diisopropyl azodicarboxylate is initiator.
Wherein said methyl acrylate (CH
2=CHCOOCH
3), Diisopropyl azodicarboxylate (C
8h
12n
4), vinylbenzene (C
8h
8) and polyoxyethylene glycol (HO (CH
2cH
2o) nH) be this area conventional reagent, methyl acrylate, Diisopropyl azodicarboxylate, vinylbenzene and polyoxyethylene glycol that any commercially available this area is commonly used may be used to the present invention.
According to the present invention some preferred embodiment, described polyoxyethylene glycol is the polyoxyethylene glycol of viscosity-average molecular weight 3600-4400.
According to the present invention some preferred embodiment, in described synthetic method, the whole material gross weights added in reaction are for 100%, and institute adds each weight of material per-cent and is respectively: methyl acrylate is 25-45%, vinylbenzene is 2.5-5%, polyoxyethylene glycol is 0.1-0.2%, Diisopropyl azodicarboxylate is 0.2-0.9% and water is 50-70%.
According to the present invention some preferred embodiment, the temperature of reaction of polyreaction of the present invention can be 60 DEG C ~ 70 DEG C; Wherein be preferably 65 DEG C.
According to the present invention some preferred embodiment, the reaction times of described polyreaction can be 8-10h; Wherein be preferably 8h.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in water, adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate, is obtained by reacting described polystyrene acrylic acid methyl esters after having added.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in the water of 60 DEG C ~ 70 DEG C, then adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 60 DEG C ~ 70 DEG C constant temperature 30min, then adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 65 DEG C of constant temperature 30min.
According to the present invention some preferred embodiment, described in be incorporated as dropping;
According to the present invention some preferred embodiment, the speed of described dropping is that 5-10 drips/min.
According to the present invention some preferred embodiment, described method also comprises: after being obtained by reacting described polystyrene acrylic acid methyl esters, is cooled to room temperature discharging again.
The invention provides a kind of synthetic method of oil soluble tracer agent polystyrene acrylic acid methyl esters, by weight percentage, first the polyoxyethylene glycol of 0.1% ~ 0.2% is dissolved in the hot water of 50% ~ 70%, be warmed up to 60 DEG C ~ 70 DEG C constant temperature 30min, the mixing solutions of 25% ~ 45% methyl acrylate, 2.5% ~ 5% vinylbenzene and 0.5% ~ 1% Diisopropyl azodicarboxylate is dripped with the speed of per minute 5 ~ 10, be added dropwise to complete rear reaction 8h ~ 10h, be cooled to room temperature discharging.
On the other hand, present invention also offers the polystyrene acrylic acid methyl esters that synthetic method described in any one of the present invention prepares.
Again on the one hand, present invention also offers described polystyrene acrylic acid methyl esters in the application preparing horizontal well produce oil profile monitoring tracer agent.
Another aspect, present invention also offers the horizontal well produce oil profile monitoring tracer agent containing described polystyrene acrylic acid methyl esters.
In sum, the invention provides a kind of polystyrene acrylic acid methyl esters and synthetic method thereof and application.Polystyrene acrylic acid methyl esters tool of the present invention has the following advantages:
Test result shows that the polystyrene acrylic acid methyl esters adopting synthetic method of the present invention to produce can be dissolved in crude oil completely, can its concentration of Accurate Determining by gas chromatograph-mass spectrometer, and consumption is few, meets the needs of horizontal well produce oil profile monitoring.
Embodiment
Describe the beneficial effect of implementation process of the present invention and generation below by way of specific embodiment in detail, be intended to help reader to understand essence of the present invention and feature better, not as can the restriction of practical range to this case.
Embodiment 1
0.1g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 50g, be warmed up to 65 DEG C of constant temperature 30min, the mixing solutions of slow dropping 45g methyl acrylate, 4.5g vinylbenzene and 0.9g Diisopropyl azodicarboxylate, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Embodiment 2:
0.15g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 60g, be warmed up to 65 DEG C of constant temperature 30min, the mixing solutions of slow dropping 35g methyl acrylate, 4g vinylbenzene and 0.7g Diisopropyl azodicarboxylate, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Embodiment 3:
0.2g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 70g, be warmed up to 65 DEG C of constant temperature 30min, the mixing solutions of slow dropping 25g methyl acrylate, 3g vinylbenzene and 0.5g Diisopropyl azodicarboxylate, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Application examples 1
0.1g polystyrene acrylic acid methyl esters embodiment 1 prepared is dissolved in 100g crude oil, be warmed up to 70 DEG C after dissolving mix completely, to get 1g sherwood oil dilute 20 times, with polystyrene acrylic acid methyl ester content in gas chromatograph-mass spectrometer working sample, test result is in table 1.
Polystyrene acrylic acid methyl esters measurement result in table 1 sample
Claims (10)
1. a synthetic method for polystyrene acrylic acid methyl esters, is characterized in that, described method comprises with methyl acrylate and vinylbenzene for reaction monomers, under polyoxyethylene glycol and Diisopropyl azodicarboxylate exist, is that dispersion medium carries out polyreaction with water.
2. synthetic method according to claim 1, it is characterized in that, the whole material gross weights added in reaction are for 100%, and institute adds each weight of material per-cent and is respectively: methyl acrylate is 25-45%, vinylbenzene is 2.5-5%, polyoxyethylene glycol is 0.1-0.2%, Diisopropyl azodicarboxylate is 0.2-0.9% and water is 50-70%.
3. synthetic method according to claim 1 and 2, is characterized in that, the temperature of reaction of described polyreaction is 60 DEG C ~ 70 DEG C.
4. synthetic method according to claim 1 and 2, is characterized in that, the reaction times of described polyreaction is 8-10h.
5. synthetic method according to claim 1 and 2, it is characterized in that, described method comprises: first polyoxyethylene glycol is dissolved in water, adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate, is obtained by reacting described polystyrene acrylic acid methyl esters after having added; Dropping is incorporated as preferably; More preferably the speed dripped is that 5-10 drips/min.
6. synthetic method according to claim 5, is characterized in that, described method comprises: first polyoxyethylene glycol is dissolved in the water of 60 DEG C ~ 70 DEG C, then adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate.
7. synthetic method according to claim 5, is characterized in that, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 60 DEG C ~ 70 DEG C constant temperature 20-30min, then adds the mixing solutions of methyl acrylate, vinylbenzene and Diisopropyl azodicarboxylate.
8. the polystyrene acrylic acid methyl esters for preparing of synthetic method described in claim 1 ~ 7 any one.
9. polystyrene acrylic acid methyl esters according to claim 8 is preparing the application of horizontal well produce oil profile monitoring tracer agent.
10. the horizontal well produce oil profile monitoring tracer agent containing polystyrene acrylic acid methyl esters according to claim 8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423062.8A CN105085782B (en) | 2015-07-17 | 2015-07-17 | Polystyrene methyl acrylate and synthetic method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423062.8A CN105085782B (en) | 2015-07-17 | 2015-07-17 | Polystyrene methyl acrylate and synthetic method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105085782A true CN105085782A (en) | 2015-11-25 |
| CN105085782B CN105085782B (en) | 2017-11-10 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510423062.8A Active CN105085782B (en) | 2015-07-17 | 2015-07-17 | Polystyrene methyl acrylate and synthetic method and application thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6498202B1 (en) * | 1999-12-14 | 2002-12-24 | Lexmark International, Inc | Ink jet ink compositions including latex binder and methods of ink jet printing |
| CN101314624A (en) * | 2008-05-21 | 2008-12-03 | 安徽省电力公司合肥供电公司 | High oil suction resin and uses thereof |
| CN101912738A (en) * | 2010-08-20 | 2010-12-15 | 浙江大学 | Preparation method of composite separating film with uniform surface apertures |
| CN101967212A (en) * | 2010-09-09 | 2011-02-09 | 上海闰铭精密技术有限公司 | Acrylate polymer high oil absorption resin and preparation method and application thereof |
-
2015
- 2015-07-17 CN CN201510423062.8A patent/CN105085782B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6498202B1 (en) * | 1999-12-14 | 2002-12-24 | Lexmark International, Inc | Ink jet ink compositions including latex binder and methods of ink jet printing |
| CN101314624A (en) * | 2008-05-21 | 2008-12-03 | 安徽省电力公司合肥供电公司 | High oil suction resin and uses thereof |
| CN101912738A (en) * | 2010-08-20 | 2010-12-15 | 浙江大学 | Preparation method of composite separating film with uniform surface apertures |
| CN101967212A (en) * | 2010-09-09 | 2011-02-09 | 上海闰铭精密技术有限公司 | Acrylate polymer high oil absorption resin and preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| 施一鸣等: "苯乙烯与甲基丙烯酸甲酯在聚乙二醇水溶液中无皂乳液共聚的粒径变化", 《高分子学报》 * |
| 王俏等: "苯乙烯-甲基丙烯酸甲酯悬浮共聚工艺研究", 《化学与黏合》 * |
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| Publication number | Publication date |
|---|---|
| CN105085782B (en) | 2017-11-10 |
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