CN105175618A - Polystyrene ethyl isopentenoate and synthesis method and application thereof - Google Patents
Polystyrene ethyl isopentenoate and synthesis method and application thereof Download PDFInfo
- Publication number
- CN105175618A CN105175618A CN201510423461.4A CN201510423461A CN105175618A CN 105175618 A CN105175618 A CN 105175618A CN 201510423461 A CN201510423461 A CN 201510423461A CN 105175618 A CN105175618 A CN 105175618A
- Authority
- CN
- China
- Prior art keywords
- ethyl ester
- acid ethyl
- polystyrene
- senecioic acid
- synthetic method
- 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
- 239000004793 Polystyrene Substances 0.000 title claims abstract description 30
- 229920002223 polystyrene Polymers 0.000 title claims abstract description 30
- UTXVCHVLDOLVPC-UHFFFAOYSA-N ethyl 3-methylbut-2-enoate Chemical compound CCOC(=O)C=C(C)C UTXVCHVLDOLVPC-UHFFFAOYSA-N 0.000 title abstract 4
- 238000001308 synthesis method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 claims abstract description 21
- 239000004342 Benzoyl peroxide Substances 0.000 claims abstract description 19
- 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 19
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 19
- 235000019400 benzoyl peroxide Nutrition 0.000 claims abstract description 19
- 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
- 238000010189 synthetic method Methods 0.000 claims description 18
- 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
- PPXUHEORWJQRHJ-UHFFFAOYSA-N ethyl isovalerate Chemical compound CCOC(=O)CC(C)C PPXUHEORWJQRHJ-UHFFFAOYSA-N 0.000 abstract 6
- 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
- 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)
- Polyethers (AREA)
Abstract
The invention provides polystyrene ethyl isopentenoate and a synthesis method and application thereof. The polystyrene ethyl isopentenoate is prepared by the method comprising the following steps: the ethyl isopentenoate 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 dispersant polyethylene glycol and initiator benzoyl peroxide. The polystyrene ethyl isovalerate has the following advantages: the test result shows that the polystyrene ethyl isovalerate prepared by the synthesis method can be completely dissolved in crude oil, the concentration of the polystyrene ethyl isovalerate 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 a horizontal well is met.
Description
Technical field
The present invention relates to oil exploration and development fields, specifically, relate to a kind of polystyrene senecioic acid ethyl ester 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 senecioic acid ethyl ester;
Another object of the present invention is to the polystyrene senecioic acid ethyl ester providing described synthetic method to prepare;
Another object of the present invention is to provide described polystyrene senecioic acid ethyl ester 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 senecioic acid ethyl ester.
For reaching above-mentioned purpose, on the one hand, the invention provides a kind of synthetic method of polystyrene senecioic acid ethyl ester, described method comprises with senecioic acid ethyl ester and vinylbenzene for reaction monomers, under polyoxyethylene glycol and benzoyl peroxide exist, be that dispersion medium carries out polyreaction with water.
Polyoxyethylene glycol is wherein dispersion agent, and benzoyl peroxide is initiator.
Wherein said senecioic acid ethyl ester ((CH
3)
2cCHCOOC
2h
5), benzoyl peroxide (C
6h
5c (O) O
2), vinylbenzene (C
8h
8) and polyoxyethylene glycol (HO (CH
2cH
2o) nH) be this area conventional reagent, senecioic acid ethyl ester, benzoyl peroxide, 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: senecioic acid ethyl ester is 25-45%, vinylbenzene is 2.5-5%, polyoxyethylene glycol is 0.2-0.5%, benzoyl peroxide is 0.5-1% 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 70 DEG C ~ 80 DEG C; Wherein be preferably 75 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, add the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide, after having added, be obtained by reacting described polystyrene senecioic acid ethyl ester.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in the water of 70 DEG C ~ 80 DEG C, then adds the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 70 DEG C ~ 80 DEG C constant temperature 30min, then adds the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide.
According to the present invention some preferred embodiment, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 75 DEG C of constant temperature 30min, then adds the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide.
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 senecioic acid ethyl ester, be cooled to room temperature discharging again.
The invention provides a kind of synthetic method of oil soluble tracer agent polystyrene senecioic acid ethyl ester, 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 70 DEG C ~ 80 DEG C constant temperature 30min, the mixing solutions of 25% ~ 45% senecioic acid ethyl ester, 2.5% ~ 5% vinylbenzene and 0.5% ~ 1% benzoyl peroxide 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 senecioic acid ethyl ester that synthetic method described in any one of the present invention prepares.
Again on the one hand, present invention also offers described polystyrene senecioic acid ethyl ester 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 senecioic acid ethyl ester.
In sum, the invention provides a kind of polystyrene senecioic acid ethyl ester and synthetic method thereof and application.Polystyrene senecioic acid ethyl ester tool of the present invention has the following advantages:
Test result shows that the polystyrene senecioic acid ethyl ester 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
0.25g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 55g, be warmed up to 75 DEG C of constant temperature 30min, the mixing solutions of slow dropping 40g senecioic acid ethyl ester, 4g vinylbenzene and 0.9g benzoyl peroxide, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Embodiment 2:
0.35g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 60g, be warmed up to 75 DEG C of constant temperature 30min, the mixing solutions of slow dropping 35g senecioic acid ethyl ester, 3.5g vinylbenzene and 0.7g benzoyl peroxide, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Embodiment 3:
0.45g polyoxyethylene glycol (PEG4000 molecular-weight average 3600 ~ 4400) is dissolved in the hot water of 65g, be warmed up to 75 DEG C of constant temperature 30min, the mixing solutions of slow dropping 30g senecioic acid ethyl ester, 3g vinylbenzene and 0.5g benzoyl peroxide, be added dropwise to complete rear reaction 8h, be cooled to room temperature discharging.
Application examples 1
0.1g polystyrene senecioic acid ethyl ester 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 senecioic acid ethyl ester content in gas chromatograph-mass spectrometer working sample, test result is in table 1.
Polystyrene senecioic acid ethyl ester measurement result in table 1 sample
Claims (10)
1. a synthetic method for polystyrene senecioic acid ethyl ester, is characterized in that, described method comprises with senecioic acid ethyl ester and vinylbenzene for reaction monomers, under polyoxyethylene glycol and benzoyl peroxide 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: senecioic acid ethyl ester is 25-45%, vinylbenzene is 2.5-5%, polyoxyethylene glycol is 0.2-0.5%, benzoyl peroxide is 0.5-1% 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 70 DEG C ~ 80 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 senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide, is obtained by reacting described polystyrene senecioic acid ethyl ester 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 70 DEG C ~ 80 DEG C, then adds the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide.
7. synthetic method according to claim 5, it is characterized in that, described method comprises: first polyoxyethylene glycol is dissolved in water, is warmed up to 70 DEG C ~ 80 DEG C constant temperature 20-30min, then adds the mixing solutions of senecioic acid ethyl ester, vinylbenzene and benzoyl peroxide.
8. the polystyrene senecioic acid ethyl ester for preparing of synthetic method described in claim 1 ~ 7 any one.
9. polystyrene senecioic acid ethyl ester according to claim 8 is in the application preparing horizontal well produce oil profile monitoring tracer agent.
10. the horizontal well produce oil profile monitoring tracer agent containing polystyrene senecioic acid ethyl ester according to claim 8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423461.4A CN105175618B (en) | 2015-07-17 | 2015-07-17 | Polystyrene ethyl isopentenoate and synthesis method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510423461.4A CN105175618B (en) | 2015-07-17 | 2015-07-17 | Polystyrene ethyl isopentenoate and synthesis method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105175618A true CN105175618A (en) | 2015-12-23 |
| CN105175618B CN105175618B (en) | 2018-02-02 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510423461.4A Active CN105175618B (en) | 2015-07-17 | 2015-07-17 | Polystyrene ethyl isopentenoate and synthesis method and application thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004323759A (en) * | 2003-04-28 | 2004-11-18 | Mitsui Chemicals Inc | Aqueous solution containing block copolymer and preparation of the same |
| CN102585082A (en) * | 2012-01-17 | 2012-07-18 | 上海师范大学 | Methacrylic acid-styrene-hydroxyethyl acrylate copolymer dispersant and preparation method and application thereof |
| CN103752289A (en) * | 2014-01-26 | 2014-04-30 | 福州大学 | Organic solvent absorbing agent 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 |
-
2015
- 2015-07-17 CN CN201510423461.4A patent/CN105175618B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004323759A (en) * | 2003-04-28 | 2004-11-18 | Mitsui Chemicals Inc | Aqueous solution containing block copolymer and preparation of the same |
| CN102585082A (en) * | 2012-01-17 | 2012-07-18 | 上海师范大学 | Methacrylic acid-styrene-hydroxyethyl acrylate copolymer dispersant and preparation method and application thereof |
| CN103752289A (en) * | 2014-01-26 | 2014-04-30 | 福州大学 | Organic solvent absorbing agent 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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| Publication number | Publication date |
|---|---|
| CN105175618B (en) | 2018-02-02 |
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