CN105176574B - A kind of water-soluble demulsifier sulfonated polybutadiene and preparation method thereof - Google Patents
A kind of water-soluble demulsifier sulfonated polybutadiene and preparation method thereof Download PDFInfo
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- CN105176574B CN105176574B CN201510570870.7A CN201510570870A CN105176574B CN 105176574 B CN105176574 B CN 105176574B CN 201510570870 A CN201510570870 A CN 201510570870A CN 105176574 B CN105176574 B CN 105176574B
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- water
- polybutadiene
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- tetrahydrofuran
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Abstract
The invention discloses a kind of water-soluble demulsifier sulfonated polybutadienes and preparation method thereof.The demulsifier obtains after sulfonated reaction using polybutadiene as raw material.Polybutadiene diene is dissolved in tetrahydrofuran or N first, in dinethylformamide solution, then after reacting 1~5h with sulfonating agent at low temperature, pH=7~8 are neutralized to sodium hydroxide solution, vacuum distillation removes tetrahydrofuran or N, after dinethylformamide and water, sulfonated polybutadiene can be obtained, be yellow jelly.The advantages of demulsifier is good water solubility, dosage is few, the rate of output water is fast, abjection water colour is clear, and preparation process is simple, and organic solvent-free in product uses safety and environmental protection.
Description
Technical field
The invention belongs to petroleum industry chemicals technical field, it is related to a kind of water-soluble demulsifier and its preparation side
Method.Specifically a kind of water soluble polymer crude oil demulsifier suitable for carrying out breaking emulsion and dewatering to crude oil emulsion.
Background technique
Continually developing and applying with oil recovery technique, domestic many oil field produced crude oil are in the form of water-oil emulsion
Mined, and crude oil water content is continuously increased.These crude oil emulsions must carry out breaking emulsion and dewatering in advance, so as to next
The production sum aggregate of process is defeated.Currently, the most common crude oil demulsification method of petroleum industry is chemical demulsification, i.e., add in emulsion of crude oil
Enter demulsifier.The various types of crude oil demulsifier chemically see that demulsifier is mainly with Pluronic F-127 polycyclic oxygen third in type
Polyethers and their compound and cross-linking modified derivative based on alkene copolymer, such as Chinese Patent Application No.
CN01113543.3, CN201010274323.1,201310477473.6 demulsifiers.Research and hair from crude oil demulsifier
From the point of view of exhibition trend, non-polyether class demulsifier is to develop faster a kind of demulsifier in recent ten years, United States Patent (USP) US6080794,
US5100582 and US5472617, Chinese patent CN101255354 are provided using acrylic acid, acrylate as monomer, using not
Preferable to the demulsification of viscous crude lotion with the butyl acrylate copolymer of polymerization methods synthesis, presentation water colour is clear, uses
Amount is few, the lasting feature of medicament dehydration property.But either polyethers or non-polyether class demulsifier, wherein most of is all insoluble
In water or water-soluble poor compound or mixture, product containing a certain proportion of organic solvent for example toluene, dimethylbenzene,
Methanol, ethyl alcohol etc. bring certain harm to user's body, do not meet Green Chemistry requirement.
Summary of the invention
In view of the deficiencies in the prior art, the purpose of the present invention is to provide a kind of water-soluble demulsifier and its
Preparation method uses liquid polybutadiene for raw material, and a kind of good sulfonated polybutadiene crude oil of water solubility is obtained after sulfonated
Demulsifier.
The present invention is realized by following technical solution：
The tetrahydrofuran or n,N-Dimethylformamide of certain volume are added in the three-neck flask with stirring and condenser,
The polybutadiene for adding certain mass is made into tetrahydrofuran solution or diformazan that polybutadiene concentration is 10~50% (w/V)
Base formamide solution.Then the sulfonating agent of certain volume is slowly added dropwise under 0~5 DEG C and stirring condition, continues after being added dropwise
It is stirred to react 1~5h, the water of certain volume is then added, and is neutralized to pH=7~8 with sodium hydroxide solution, finally decompression is steamed
It evaporates, removes tetrahydrofuran or dimethylformamide and water to get sulfonated polybutadiene is arrived, be yellow jelly.
Sulfonated polybutadiene demulsifier preparation method provided by the present invention is simple, and good water solubility is made into certain density
The demulsification that may be directly applied to emulsion of crude oil after aqueous solution has the characteristics that dosage is few, dehydration is fast, water colour is clear, demulsification is good,
Product is free of organic solvent, environmentally protective.
Specific embodiment：Below with reference to specific example, the invention will be further described.
Embodiment 1 adds 200mL tetrahydrofuran in the three-neck flask with stirring and condenser, adds the equal molecule of 100g number
The polybutadiene that (Mn) is 800~1200 is measured, the tetrahydrofuran solution that polybutadiene concentration is 50% (w/V) is made into.Then 0
The concentrated sulfuric acid 100mL that concentration is 98%, density is 1.84 is slowly added dropwise under~5 DEG C and stirring condition, continues to stir after being added dropwise
Reaction 1h is mixed, 50mL water is then added, is neutralized to pH=7~8 with sodium hydroxide solution, is finally evaporated under reduced pressure, removes tetrahydro furan
It mutters with water to get sulfonated polybutadiene is arrived, is yellow jelly.
Embodiment 2 adds 250mL tetrahydrofuran in the three-neck flask with stirring and condenser, adds the equal molecule of 100g number
The polybutadiene that (Mn) is 1200~1500 is measured, the tetrahydrofuran solution that polybutadiene concentration is 40% (w/V) is made into.Then exist
The concentrated sulfuric acid 100mL that concentration is 98%, density is 1.84 is slowly added dropwise under 0~5 DEG C and stirring condition, continues to stir after being added dropwise
Reaction 2h is mixed, 50mL water is then added, is neutralized to pH=7~8 with sodium hydroxide solution, is finally evaporated under reduced pressure, removes tetrahydro furan
It mutters with water to get sulfonated polybutadiene is arrived, is yellow jelly.
Embodiment 3 is in the three-neck flask with stirring and condenser plus 200mLN, dinethylformamide add 60g
The polybutadiene that number-average molecular weight (Mn) is 1500~2000 is made into the dimethyl formyl that polybutadiene concentration is 30% (w/V)
Amine aqueous solution.Then the concentrated sulfuric acid 60mL that concentration is 98%, density is 1.84 is slowly added dropwise under 0~5 DEG C and stirring condition, is added dropwise
After continue to be stirred to react 3h, then be added 40mL water, be neutralized to pH=7~8 with sodium hydroxide solution, finally decompression steam
It evaporates, removes n,N-Dimethylformamide and water to get sulfonated polybutadiene is arrived, be yellow jelly.
Embodiment 4 adds 300mL tetrahydrofuran in the three-neck flask with stirring and condenser, adds the equal molecule of 60g number
The polybutadiene that (Mn) is 2000~2500 is measured, the tetrahydrofuran solution that polybutadiene concentration is 20% (w/V) is made into.Then exist
The concentrated sulfuric acid 60mL that concentration is 98%, density is 1.84 is slowly added dropwise under 0~5 DEG C and stirring condition, continues to stir after being added dropwise
Reaction 3h is mixed, 40mL water is then added, is neutralized to pH=7~8 with sodium hydroxide solution, is finally evaporated under reduced pressure, removes tetrahydro furan
It mutters with water to get sulfonated polybutadiene is arrived, is yellow jelly.
Embodiment 5 is in the three-neck flask with stirring and condenser plus 200mLN, dinethylformamide add 40g
The polybutadiene that number-average molecular weight (Mn) is 2500~3000 is made into the dimethyl formyl that polybutadiene concentration is 20% (w/V)
Amine aqueous solution.Then the concentrated sulfuric acid 40mL that concentration is 98%, density is 1.84 is slowly added dropwise under 0~5 DEG C and stirring condition, is added dropwise
After continue to be stirred to react 4h, then be added 40mL water, be neutralized to pH=7~8 with sodium hydroxide solution, finally decompression steam
It evaporates, removes n,N-Dimethylformamide and water to get sulfonated polybutadiene is arrived, be yellow jelly.
Embodiment 6 adds 200mL tetrahydrofuran in the three-neck flask with stirring and condenser, adds the equal molecule of 20g number
The polybutadiene that (Mn) is 2500~3000 is measured, the tetrahydrofuran solution that polybutadiene concentration is 10% (w/V) is made into.Then exist
The concentrated sulfuric acid 20mL that concentration is 98%, density is 1.84 is slowly added dropwise under 0~5 DEG C and stirring condition, continues to stir after being added dropwise
Reaction 5h is mixed, 20mL water is then added, is neutralized to pH=7~8 with sodium hydroxide solution, is finally evaporated under reduced pressure, removes tetrahydro furan
It mutters with water to get sulfonated polybutadiene is arrived, is yellow jelly.
The performance of 1-6 of embodiment of the present invention products obtained therefrom and comparative example 1-2 product is detected, testing result such as table 1
It is shown.
Demulsification of 1 demulsifier of table to emulsified crude oil
Claims (1)
1. a kind of preparation method of water-soluble demulsifier sulfonated polybutadiene, it is characterised in that：First by number-average molecular weight
(Mn) it is dissolved in tetrahydrofuran or n,N-Dimethylformamide solution for 800~3000 polybutadiene, it is dense to be made into polybutadiene
The tetrahydrofuran solution or n,N-Dimethylformamide solution that w/V is 10~50%g/mL are spent, band stirring and condensation is then added
In the three-neck flask of device, the concentrated sulfuric acid of certain volume is slowly added dropwise under 0~5 DEG C and stirring condition, makes the volume mL of the concentrated sulfuric acid
It is 1: 1 with the ratio between the quality g of polybutadiene, continues to be stirred to react 1~5h after being added dropwise, deionization is added after stopping stirring
Water is neutralized to pH=7~8 with sodium hydroxide solution, is finally evaporated under reduced pressure, remove tetrahydrofuran or n,N-Dimethylformamide and
Water is yellow jelly to get sulfonated polybutadiene is arrived.
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| CN201510570870.7A CN105176574B (en) | 2015-09-10 | 2015-09-10 | A kind of water-soluble demulsifier sulfonated polybutadiene and preparation method thereof |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3299032A (en) * | 1962-10-08 | 1967-01-17 | Phillips Petroleum Co | Process for treating polybutadiene with sulfuric acid to improve cold flow |
| KR20020024350A (en) * | 2000-09-25 | 2002-03-30 | 박성기 | Novel polybutadiene derivative and a method of preparation thereof |
| CN101701072A (en) * | 2009-11-05 | 2010-05-05 | 上海交通大学 | Segmented copolymer of fully sulfonated polymide and partly sulfonated polybutadiene and preparation method thereof |
-
2015
- 2015-09-10 CN CN201510570870.7A patent/CN105176574B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3299032A (en) * | 1962-10-08 | 1967-01-17 | Phillips Petroleum Co | Process for treating polybutadiene with sulfuric acid to improve cold flow |
| KR20020024350A (en) * | 2000-09-25 | 2002-03-30 | 박성기 | Novel polybutadiene derivative and a method of preparation thereof |
| CN101701072A (en) * | 2009-11-05 | 2010-05-05 | 上海交通大学 | Segmented copolymer of fully sulfonated polymide and partly sulfonated polybutadiene and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 乳化液膜法萃取湿法磷酸中的稀土镧;范文娟等;《四川化工》;20110923;第14卷(第2期);第7-10页 * |
| 磺化反应工艺研究进展;张遵等;《化学推进剂与高分子材料》;20070412;第5卷(第1期);第38-42页 * |
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