CN103396828A - Polyether crude oil demulsifier using straight chain alkyl phenolic resin as initiator and preparation method and application thereof - Google Patents
Polyether crude oil demulsifier using straight chain alkyl phenolic resin as initiator and preparation method and application thereof Download PDFInfo
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- CN103396828A CN103396828A CN2013103183033A CN201310318303A CN103396828A CN 103396828 A CN103396828 A CN 103396828A CN 2013103183033 A CN2013103183033 A CN 2013103183033A CN 201310318303 A CN201310318303 A CN 201310318303A CN 103396828 A CN103396828 A CN 103396828A
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Abstract
The invention discloses a polyether crude oil demulsifier using straight chain alkyl phenolic resin as an initiator and a preparation method and an application thereof. The general formula of the polyether crude oil demulsifier using straight chain alkyl phenolic resin as an initiator is A-(PO)a-(PO)b-(EO)c-(PO) m, wherein PO is -(CH2-O-CH2CH2)-, EO is -(O-CH2CH2)-, A and R are straight chain alkyls with carbon number of 6, n is an integer of 5-13, a+b is equal to m, and in the general formula, the mass of EO accounts for 15-25% of the mass sum of EO and PO. The polyether crude oil demulsifier prepared by the invention is simple in preparation process, good in surface activity, strong in demulsification capability and diffusion capability, good in dehydration effect, excellent in capability of perfecting oil-water interface emulsification performance and strong in universality, and the demulsification and dehydration rate of the crude oil reaches to 80-92%.
Description
Technical field
What the present invention relates to is be used to eliminating the emulsion splitter of Oil extraction smelting process Crude Oil emulsified state, specifically crude polyether emulsion splitter, its preparation method and the application thereof take straight chained alkyl resol as initiator.
Background technology
Along with the development of petroleum industry, particularly due to the application of intensification flooding oil recovery technique, especially thermal recovery technology, the water content of crude oil emulsion obviously increases in recent years.In prior art, at secondary oil recovery later stage and tertiary phase, implemented the multiple well stimulations such as acidifying, pressure break, water blockoff, profile control, the raising of the injection of the various chemical displacements of reservoir oil and viscous crude ratio, what Produced Liquid also became becomes increasingly complex.Some conventional emulsion splitters can not meet the crude oil demulsification needs that day by day change.Diffusion and breakdown of emulsion ability are two leading indicators of reflection emulsion splitter performance quality.
Water in oil field produced crude oil and crude oil, can form milk sap under the effect of naturally occurring emulsifying agent, and these water-oil emulsions in exploitation and in collecting defeated process through again stirring, can further disperse, finally formed stable crude oil emulsion.Along with field produces enters high water-cut stage, and large, the heavy various crude oil with poor quality ginseng refining ratios of various peracid, high-sulfur, viscosity are more and more higher, the emulsification of crude oil phenomenon is on the rise, existing emulsion splitter much can not adapt to current breakdown of emulsion requirement, domestic existing emulsion splitter exists following shortcoming more: the breakdown of emulsion ability universality of single emulsion splitter is poor, for current crude oil situation breakdown of emulsion ability, descend, the consumption of emulsion splitter strengthens gradually, in order to tackle these situations, wide in the urgent need to developing a kind of universality, the breakdown of emulsion ability is strong, the emulsion splitter that consumption is few.
Summary of the invention
The purpose of this invention is to provide a kind of crude polyether emulsion splitter, its preparation method and application thereof take straight chained alkyl resol as initiator.
For solving the problems of the technologies described above, technical scheme of the present invention is:
A kind of crude polyether emulsion splitter take straight chained alkyl resol as initiator, its general formula are A-(PO)
a-(PO)
b-(EO)
c-(PO)
m, wherein PO is-(CH
2-O-CH
2CH
2)-, EO is-(O-CH
2CH
2)-, A is
R is that carbon number is the straight chained alkyl of 6-10, and n is the integer of 5-13, a+b=m, the weight-average molecular weight of general formula is 2800～3500, in general formula the quality of EO be PO and EO quality and 15%-25%.
In the present invention, PO is propenyloxy group, and EO is vinyloxy group.
In order to strengthen demulsification, R is that carbon number is 9 straight chained alkyl.
In order to strengthen demulsification, in general formula the quality of EO be PO and EO quality and 15-25%, be preferably 15%, 20% or 25%.
For easy to prepare, guarantee simultaneously the demulsification of product, a kind of method of the crude polyether emulsion splitter take straight chained alkyl resol as initiator comprises the following steps:
(1) using straight chained alkyl resol as initiator, under alkaline catalysts, in temperature, it is 115～155 ℃, pressure is under the reaction conditions of 0.1～0.8MPa, passes into PO and carries out polyreaction, treats that the still internal pressure reduces to zero, reaction finishes, obtain intermediate, wherein, the mass ratio that feeds intake of initiator and PO is 1:(300～510);
(2) by intermediate and the alkaline catalysts of step (1) gained, 115～155 ℃ of temperature, under the reaction conditions of pressure 0.1～0.8MPa, first pass into PO and carry out polyreaction, after the still internal pressure is zero, pass into again EO and carry out polyreaction, after the still internal pressure is zero, finally carry out polyreaction passing into PO, after the still internal pressure is zero, polyreaction finishes, discharging after dehydration, and being able to straight chained alkyl resol is the crude polyether emulsion splitter of initiator.
For easy to prepare, improve yield, guarantee simultaneously the demulsification of product, in step (1), being prepared as of straight chained alkyl resol: will dry by the fire molten straight chained alkyl phenol, under alkaline catalysts, temperature is under 50 ℃-80 ℃, slowly drip 37% formaldehyde solution, the mol ratio of straight chained alkyl phenol and formaldehyde is 1:(0.8-1.5); After formaldehyde solution drips, be warming up to 100 ℃-120 ℃, reaction 1.5-2.0h, then vacuum tightness for-0.08Mpa～-0.1Mpa, temperature are under the condition of 145 ℃～155 ℃, after dehydration 2～3h, obtain straight chained alkyl resol.
In order further to improve demulsification, straight chained alkyl phenol is the straight chain nonyl phenol.
In order conveniently to be easy to get, to improve simultaneously speed of reaction, guarantee product performance; Step (1) and step (2) alkaline catalysts used are potassium hydroxide or sodium hydroxide, and consumption is with reference to prior art.
In order further to improve demulsification, the application of above-mentioned crude polyether emulsion splitter take straight chained alkyl resol as initiator.
Above-mentioned application preferably is (4～6) by crude polyether emulsion splitter, heavy aromatics and methyl alcohol take straight chained alkyl resol as initiator according to mass ratio: (3.5～5.5): the ratio of (0.5～1.5) mixes, obtain emulsion splitter solution, then emulsion splitter solution is joined to breakdown of emulsion in crude oil.
In order to guarantee demulsification, simultaneously cost-saving, the add-on of emulsion splitter solution is 5-15ppm, and the breakdown of emulsion temperature is 120-145 ℃, and the breakdown of emulsion time is 8-25min.
The not specified technology of the present invention is prior art.
Polyether demulsification agent preparation technology prepared by the present invention is simple, good surface activity, breakdown of emulsion ability and diffusibility are strong, have good dehydrating effect, the crude oil demulsification dehydration rate reaches 80～92%, is especially improving performance excellence on the water-oil interface emulsifying property, in the breakdown of emulsion experiment that the emulsion splitter that uses the present invention to prepare carries out, the clear consolidation of water-oil interface, water is limpid, does not have the water-oil interface emulsion.By to Pai Ruinisi crude oil, Shengli crude, Russian oil, Wei Yazi crude oil, Da Er crude oil, Daqing crude oil etc. carry out the breakdown of emulsion experiment, all obtain good breaking emulsion and dewatering result, sufficient proof emulsion splitter of the present invention has very strong universality.
The accompanying drawing explanation
Fig. 1 is the molecular weight spectrogram of embodiment 3 gained polyethers;
Fig. 2 is the gel chromatography analysis of spectra of embodiment 3 gained polyethers;
The infrared spectrogram of Fig. 3 embodiment 3 gained polyethers.
Embodiment
In order to understand better the present invention, below in conjunction with embodiment, further illustrate content of the present invention, but content of the present invention not only is confined to the following examples.
In product the quality PO of EO and EO quality and 15%:
(1) the initiator nonylphenolic resin is synthetic
The nonyl phenol 190g that baking is molten adds in the glass there-necked flask, stirs, and adds potassium hydroxide 1g, controls temperature and slowly drips 37% formaldehyde solution 150g at 50 ℃～80 ℃; After adding formaldehyde solution, be warming up to 100 ℃～120 ℃, 1.5～2.0 times of reaction, then vacuum tightness-0.08Mpa～-2～3h that dewaters under 0.1Mpa and 145 ℃～155 ℃ conditions after, cooling, discharging.
(2) intermediate is synthetic
The initiator 200g of step (1) gained and catalyzer KOH33g are dropped in autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO10200g that connects.
(3) polyethers is synthetic
By intermediate 40g and the catalyzer KOH3.2g of step (2) gained, drop in the 1L autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO215g that connects, the then poly-EO90g that connects, and then the poly-PO255g that connects, discharging after dehydration, obtain polyethers.
Embodiment 2
In product the quality of EO be PO and EO quality and 20%:
Intermediate 40g and catalyzer KOH3.2g that step (2) in embodiment 1 is synthetic, drop in the 1L autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO200g that connects, the then poly-EO120g that connects, and then the poly-PO240g that connects, discharging after dehydration, obtain polyethers.
Embodiment 3
In product the quality of EO be PO and EO quality and 25%:
By step (2) synthetic intermediate 40g and catalyzer KOH3.2g in embodiment 1, drop in the 1L autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO185g that connects, the then poly-EO150g that connects, and then the poly-PO225g that connects, discharging after dehydration, obtain polyethers.
Embodiment 4
In product the quality of EO be PO and EO quality and 15%:
By step (2) synthetic intermediate 20g and catalyzer KOH3.2g in embodiment 1, drop in the 1L autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO205g that connects, the then poly-EO90g that connects, and then the poly-PO255g that connects, discharging after dehydration, obtain polyethers.
Embodiment 5
In product the quality PO of EO and EO quality and 15%:
(1) intermediate is synthetic
The initiator 200g of step (1) gained in embodiment 1 and catalyzer KOH33g are dropped in autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO6000g that connects.
(2) polyethers is synthetic
By intermediate 40g and the catalyzer KOH3.2g of step (2) gained, drop in the 1L autoclave, 115～155 ℃ of temperature, under the condition of reaction pressure 0.1～0.8MPa, the poly-PO215g that connects, the then poly-EO90g that connects, and then the poly-PO255g that connects, discharging after dehydration, obtain polyethers.
Above-described embodiment 1-5 gained polyethers the experiment condition of gel chromatography analysis of spectra be:
Column temperature: 25 ℃; Solvent: THF (HPLC); Flow velocity: 1ml/min; HPLC pump: Waters515; Detector: RI:Wyatt OptilabrEX; Chromatographic column: HR3, three series connection of HR4 and HR5Styagel chromatographic column; Standard specimen: PS(
=900～1.74 * 106g/mol, D<1.1).
The weight-average molecular weight of experimental result: embodiment 3 products therefroms is 5800g/mol, and the weight-average molecular weight of embodiment 4 products therefroms is 9200g/mol.The weight-average molecular weight of embodiment 1,2,5 products therefroms is all in 5000～10000.
product to above-described embodiment 1-3 carries out static dehydration experiment, respectively by the crude polyether emulsion splitter of above-described embodiment gained and C10 heavy aromatics, methyl alcohol mixes according to the ratio of 4:5:1, obtain emulsion splitter solution, in crude oil emulsion, add this emulsion splitter solution fully to mix, the dehydration of constant temperature standing sedimentation, record the different time dehydrating amount, observe color and the water-oil interface situation of sewage, wherein the consumption of emulsion splitter is 10ppm, take the crude oil emulsion sample quality as benchmark, from dewatering speed, dehydration rate, deviate from water quality, the performance of the synthetic emulsion splitter of the aspect comprehensive evaluations such as water-oil interface.With this, detect the use properties of emulsion splitter prepared by the present invention, concrete experimental technique, with reference to SY/T5281-2000, is got water solution of oil 100ml and is tested, and experimental result is in Table 1.
As can be seen from Table 1, the emulsion splitter that the present invention relates to is applied to multiple crude oil all stronger demulsification, and universality is good, dehydration rate is up to 80～92%, the advantages such as and there is not emulsification substantially in water-oil interface, have the clear consolidation of water-oil interface, and the water degree of cleaning are good.
The static dehydration experiment result of table 1 embodiment product
Claims (9)
1. crude polyether emulsion splitter take straight chained alkyl resol as initiator, it is characterized in that: its general formula is A-(PO)
a-(PO)
b-(EO)
c-(PO)
m, wherein PO is-(CH
2-O-CH
2CH
2)-, EO is-(O-CH
2CH
2)-, A is
R is that carbon number is the straight chained alkyl of 6-10, and n is the integer of 5-13, a+b=m, the weight-average molecular weight of general formula is 5000～10000, in general formula the quality of EO be PO and EO quality and 15%-25%.
2. the crude polyether emulsion splitter take straight chained alkyl resol as initiator as claimed in claim 1, it is characterized in that: R is that carbon number is 9 straight chained alkyl.
3. the crude polyether emulsion splitter take straight chained alkyl resol as initiator as claimed in claim 2 is characterized in that: in general formula the quality of EO be PO and EO quality and 15%, 20% or 25%.
4. prepare the method for the described crude polyether emulsion splitter take straight chained alkyl resol as initiator of claim 1-3 any one, it is characterized in that: comprise the following steps:
(1) using straight chained alkyl resol as initiator, under alkaline catalysts, in temperature, it is 115～155 ℃, pressure is under the reaction conditions of 0.1～0.8MPa, passes into PO and carries out polyreaction, after the still internal pressure reduces to zero, reaction finishes, obtain intermediate, wherein, the mass ratio that feeds intake of initiator and PO is 1:(30～51);
(2) by intermediate and the alkaline catalysts of step (1) gained, 115～155 ℃ of temperature, under the reaction conditions of pressure 0.1～0.8MPa, first pass into PO and carry out polyreaction, after the still internal pressure is zero, pass into again EO and carry out polyreaction, after the still internal pressure is zero, finally passes into again PO and carry out polyreaction, after the still internal pressure is zero, polyreaction finishes, discharging after dehydration, and being able to straight chained alkyl resol is the crude polyether emulsion splitter of initiator;
In above-mentioned steps (1) and (2), lead to EO quality be PO and EO quality and 15%-25%, the PO quality that passes into for the first time in the PO quality that passes in step (1) and step (2) and equal the PO quality that step (2) passes into for the second time.
5. method as claimed in claim 4, it is characterized in that: in step (1), being prepared as of straight chained alkyl resol: will dry by the fire molten straight chained alkyl phenol, under alkaline catalysts, temperature is under 50 ℃～80 ℃, slowly drip 37% formaldehyde solution, the mol ratio of straight chained alkyl phenol and formaldehyde is 1:(0.8～1.5); After formaldehyde solution drips, be warming up to 100 ℃～120 ℃, reaction 1.5～2.0h, then vacuum tightness for-0.08Mpa～-0.1Mpa, temperature are under the condition of 145 ℃～155 ℃, after dehydration 2～3h, obtain straight chained alkyl resol.
6. method as described as claim 4 or 5, it is characterized in that: straight chained alkyl phenol is the straight chain nonyl phenol; In step (1) and step (2), alkaline catalysts used is potassium hydroxide or sodium hydroxide.
7. the application of the described crude polyether emulsion splitter take straight chained alkyl resol as initiator of claim 1-3 any one.
8. the application of the crude polyether emulsion splitter take straight chained alkyl resol as initiator as claimed in claim 7, it is characterized in that: crude polyether emulsion splitter, heavy aromatics and methyl alcohol take straight chained alkyl resol as initiator are to (4～6) according to mass ratio: (3.5～5.5): the ratio of (0.5～1.5) mixes, obtain emulsion splitter solution, then emulsion splitter solution is joined to breakdown of emulsion in crude oil.
9. the application of the crude polyether emulsion splitter take straight chained alkyl resol as initiator as claimed in claim 8 is characterized in that: the add-on of emulsion splitter solution is 5-15ppm, and the breakdown of emulsion temperature is 120-145 ℃, and the breakdown of emulsion time is 8-25min.
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| CN105440278A (en) * | 2015-12-31 | 2016-03-30 | 中国石油天然气股份有限公司 | Demulsifier compounded system as well as preparation method and application thereof |
| CN106380591A (en) * | 2016-08-25 | 2017-02-08 | 金浦新材料股份有限公司 | Oil product demulsifying agent |
| CN107841334A (en) * | 2017-11-28 | 2018-03-27 | 中国石油天然气集团公司 | A kind of synthetic method for adapting to complexity and carrying out the novel crude oil demulsifier of liquid |
| CN110387256A (en) * | 2018-04-23 | 2019-10-29 | 盘锦富隆化工有限公司 | A kind of poly- repelling crude oil low temperature rapid demulsifier and preparation method thereof |
| CN110734543A (en) * | 2019-11-11 | 2020-01-31 | 煤炭科学技术研究院有限公司 | naphthol modified phenolic resin and preparation method and application thereof |
| CN110791310A (en) * | 2018-08-02 | 2020-02-14 | 中国石油化工股份有限公司 | Demulsifier for dehydrating heavy oil in oil field and preparation method thereof |
| CN110923003A (en) * | 2019-11-01 | 2020-03-27 | 山东德仕石油工程集团股份有限公司 | Method for preparing crude oil demulsifier |
| CN111154055A (en) * | 2020-01-20 | 2020-05-15 | 金浦新材料股份有限公司 | Synthetic method of special initiator for polyether crude oil demulsifier |
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| CN104231197A (en) * | 2014-09-05 | 2014-12-24 | 中国海洋石油总公司 | Amido omodified phenolic resin and preparation method thereof |
| CN105440278A (en) * | 2015-12-31 | 2016-03-30 | 中国石油天然气股份有限公司 | Demulsifier compounded system as well as preparation method and application thereof |
| CN105440278B (en) * | 2015-12-31 | 2018-07-13 | 中国石油天然气股份有限公司 | A kind of demulsifier compound system and the preparation method and application thereof |
| CN106380591A (en) * | 2016-08-25 | 2017-02-08 | 金浦新材料股份有限公司 | Oil product demulsifying agent |
| CN106380591B (en) * | 2016-08-25 | 2018-04-20 | 金浦新材料股份有限公司 | A kind of oil product anti emulsifier |
| CN107841334B (en) * | 2017-11-28 | 2022-03-01 | 中国石油天然气集团公司 | Synthetic method of novel crude oil demulsifier suitable for complex incoming liquid |
| CN107841334A (en) * | 2017-11-28 | 2018-03-27 | 中国石油天然气集团公司 | A kind of synthetic method for adapting to complexity and carrying out the novel crude oil demulsifier of liquid |
| CN110387256A (en) * | 2018-04-23 | 2019-10-29 | 盘锦富隆化工有限公司 | A kind of poly- repelling crude oil low temperature rapid demulsifier and preparation method thereof |
| CN110387256B (en) * | 2018-04-23 | 2021-11-19 | 盘锦富隆化工有限公司 | Low-temperature rapid demulsifier for polymer flooding crude oil and preparation method thereof |
| CN110791310A (en) * | 2018-08-02 | 2020-02-14 | 中国石油化工股份有限公司 | Demulsifier for dehydrating heavy oil in oil field and preparation method thereof |
| CN110923003A (en) * | 2019-11-01 | 2020-03-27 | 山东德仕石油工程集团股份有限公司 | Method for preparing crude oil demulsifier |
| CN110734543A (en) * | 2019-11-11 | 2020-01-31 | 煤炭科学技术研究院有限公司 | naphthol modified phenolic resin and preparation method and application thereof |
| CN110734543B (en) * | 2019-11-11 | 2022-04-29 | 煤炭科学技术研究院有限公司 | Naphthol modified phenolic resin and preparation method and application thereof |
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