CN1966138A - Highly efficient anti-phase emulsion breaker for thick oil pollution water processing - Google Patents
Highly efficient anti-phase emulsion breaker for thick oil pollution water processing Download PDFInfo
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- CN1966138A CN1966138A CN200510115273.1A CN200510115273A CN1966138A CN 1966138 A CN1966138 A CN 1966138A CN 200510115273 A CN200510115273 A CN 200510115273A CN 1966138 A CN1966138 A CN 1966138A
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- phase emulsion
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 22
- 239000000839 emulsion Substances 0.000 title claims description 14
- 238000012545 processing Methods 0.000 title claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000570 polyether Polymers 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000003999 initiator Substances 0.000 claims abstract description 9
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims abstract description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000032050 esterification Effects 0.000 claims abstract description 6
- 238000005886 esterification reaction Methods 0.000 claims abstract description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims abstract description 6
- 239000011976 maleic acid Substances 0.000 claims abstract description 6
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims abstract description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims abstract description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 15
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims description 15
- 241001272567 Hominoidea Species 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 10
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 8
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000012644 addition polymerization Methods 0.000 claims description 4
- 239000001294 propane Substances 0.000 claims description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 229920000847 nonoxynol Polymers 0.000 claims description 2
- 238000010526 radical polymerization reaction Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 10
- 239000010865 sewage Substances 0.000 abstract description 9
- 239000003795 chemical substances by application Substances 0.000 abstract description 6
- -1 nonyl phenol ethoxy compound Chemical class 0.000 abstract description 6
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 3
- 229920002521 macromolecule Polymers 0.000 abstract description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 2
- 230000002776 aggregation Effects 0.000 abstract 2
- 238000004220 aggregation Methods 0.000 abstract 2
- 229920001289 polyvinyl ether Polymers 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000003995 emulsifying agent Substances 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 4
- 206010013786 Dry skin Diseases 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000007599 discharging Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 239000012265 solid product Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 238000013019 agitation Methods 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000009671 shengli Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
The invention relates to a dense oil sewage treatment reverse-phase demulsifying agent, wherein the invention is characterized in that: it uses methyl glycol as initial agent, via catalyst, to process oxypropylation reaction, and process aggregation with epoxyethane, to generate methyl glycol polyether; uses nonyl phenol as initial agent, via catalyst, to react with epoxyethane to generate nonyl phenol ethoxy compound, then to be aggregated with epoxypropane, to generate alkyl phenol polyvinyl ether; then mixing two products, to process esterification with acroleic acid under acid condition, via initiator to process free group aggregation, to generate esterified product, then uses maleic acid to seal end, to generate acroleic acid modified macromolecule demulsifying agent. The invention has simple process, warm reaction, and high efficiency.
Description
Technical field:
The present invention relates to a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing, belong to oilfield chemistry inorganic agent design field.
Background technology:
At present, in disposing polluted water in oil agent system, the kind of macromolecule reverse-phase emulsifier is more, and its synthetic method has three kinds basically: 1, adopt new catalyst, as bimetallic catalyst etc., directly synthetic molecular weight 10000 is to the poly-alkoxyl ether of hundreds of thousands; 2,, improve the molecular weight of polyethers with chain extender and the reactions of poly-alkoxyl ether such as epoxy resin or isocyanates; 3, on the pfpe molecule chain, introduce polymerisable monomer such as acrylic acid, the pfpe molecule amount is increased by polymerisation.First method is owing to reaction needed very high pressure, and difficulty realizes synthesis condition.The second method demulsification is better, but the production cost height, production process is wayward.The third method is to adopt acrylic acid modified synthetic method, and demulsifier is water miscible, and production technology is simple, and the reaction condition gentleness is easy to use, breakdown of emulsion efficient height, wide adaptability.
Existing macromolecule reverse-phase emulsifier is to develop according to concrete water quality mostly, has more intense specific aim.For example, the quaternary ammonium salt cation reverse-phase emulsifier PEA-01 with epoxychloropropane and mixed amine prepared in reaction of China University Of Petroleum Beijing's development.Experimental result and The field show that all this cation reverse-phase emulsifier adapts to the oil-polluted water that Shengli Oil Field wins magnificent refinery especially, and effect is better, but when being applied in other oilfield sewages, its effect reduces greatly, and dosage raises.
The product that has certain universality is on a small quantity also arranged at present.For example, LH-005 type heavy oil sewage demulsifier by University Of Tianjin's chemical engineering experiment center development, it mainly is advanced treating at condensed oil sewage, to handle water and be used for thermal recovery boiler, be to utilize the copolymer of acrylamide and derivative thereof and polyquaternary amine, oxirane and propylene oxide block copolymer are composite forms, also added different flocculation aid of performance etc., have certain universality, but cost has been higher relatively.
Summary of the invention:
In order to overcome the deficiency that the said goods exists, the object of the present invention is to provide a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing, make it efficiently to handle condensed oil sewage, it is fast to have water-oil separating speed, the low characteristics of oil content in the water; Under the situation of identical treatment effect, can not only improve the universality of product, and can improve the economic benefit of product.
The present invention realizes above-mentioned purpose by following technical solution.
1, the propane diols polyethers is synthetic
As initiator, under the effect of suitable catalyst KOH, carry out the propoxylation reaction with propane diols, obtain propane diols intermediate thing, and then carry out addition polymerization with oxirane.Its chemical equation is as follows:
2, APES is synthetic
As initiator, under the effect of suitable catalyst KOH, nonyl phenol at first generates nonyl phenol ethoxylate with reacting ethylene oxide, and then carries out addition polymerization with expoxy propane with nonyl phenol.Its chemical equation is as follows:
3, acrylic acid modified high molecular weight demulsifier is synthetic
Propane diols polyethers and APES are mixed, and both mixtures and acrylic acid carry out esterification under acid condition; Under the effect of initiator ammonium persulfate, carry out radical polymerization, generate carboxylate; It is partially end-blocked to carry out esterification with maleic acid again, obtains final acrylic acid modified high molecular weight demulsifier product.Its chemical equation is as follows:
In the building-up process of the said goods, first synthesizing propanediol polyethers and APES mix both then.In general, the polyalcohol polyether demulsifier has the limpider characteristics of water; Alkyl phenol polyether demulsifier dewatering speed is fast, can well adapt to industry and field requirement.So adopt propane diols polyethers and APES to mix.After both mixing, polymerisable monomer methods such as acrylic acid are introduced in employing on the pfpe molecule chain, carry out esterification with acrylic acid, obtain the acrylic acid modified high molecular weight demulsifier of final product, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing promptly of the present invention.
The present invention has following useful effect compared with prior art:
A kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing of the present invention is compound synthesis type medicament, and possessing has very strong close electric charge ability, is enough to the negative electrical charge that the balance emulsifying agent forms; Very strong surface-active is arranged, can destroy the interface energy of emulsion, the de-oiling rate is greater than 94% relatively, and solid content is more than 95%; Not stratified, there is not caking, there is not mechanical impurity, good water solubility; Have that water-oil separating speed is fast, the low characteristics of oil content in the water.This reverse-phase emulsifier is particularly suitable for complicated component in the sewage, and the condensed oil sewage that emulsification is serious also has good effect to thin oil sewage and refinery sewage simultaneously.
This reverse-phase emulsifier is water miscible, and production technology is simple, the reaction condition gentleness, and dewatering speed is fast, breakdown of emulsion efficient height, easy to use, production cost is low, wide adaptability.
The specific embodiment:
1, the propane diols polyethers is synthetic
The propane diols initiator that in the there-necked flask of clean dried, adds 0.5mol, the catalyst KOH that adds 0.7g (about 2%) then, with nitrogen replacement 4 times, under agitation be heated to 100 ℃, vacuumize and remove moisture, in there-necked flask, add 2.0mol expoxy propane and 2.0mol oxirane then successively, keep 100 ℃ of temperature, react after 6 hours, cooling is reacted with nitrogen purge, discharging then, with absolute ethanol washing 4 times, 120 ℃ of dryings 24 hours, the white solid product that obtains promptly was the propane diols polyethers again.
2, APES is synthetic
In the autoclave of clean dried, add the nonyl phenol initiator of 0.5mol and the catalyst KOH of 4.8g (about 2%), install behind the autoclave with nitrogen blow device pipeline for several times, be heated to 100 ℃-110 ℃, vacuumize and remove moisture, to autoclave nitrogen injection 30 minutes, the temperature in the control autoclave was 130 ℃ and pressure 0.3Mpa then; Feed the oxirane of 3.5mol continuously, the expoxy propane of 1.0mol is up to being reacted to the appointment proportional quantity; Cooling is with nitrogen purge reaction, discharging then.With absolute ethanol washing 4 times, 120 ℃ of dryings 24 hours, the light yellow solid product that obtains promptly was an APES again.
3, acrylic acid modified high molecular weight demulsifier is synthetic
Earlier propane diols polyethers 10g and the APES 15g that makes is dissolved as the aqueous solution, and then propane diols polyethers and APES added in the there-necked flask of clean dried successively, with nitrogen replacement 4 times, add acrylic acid 4mol, under agitation be heated to 80-120 ℃, dropwise add initiator ammonium persulfate 1g (about 4%) then, add maleic acid again, the mol ratio of control acrylic acid and maleic acid is 1: 1-2: 1.PH is at 3-5 in control, reacts after 6 hours, and cooling is with nitrogen purge reaction, discharging then.With absolute ethanol washing 4 times, 120 ℃ of dryings 24 hours, the white solid product that obtains promptly was acrylic acid modified high molecular weight demulsifier, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing promptly of the present invention again.
This high efficient reverse-phase emulsifier is compound synthesis type medicament, and reagent cost is controlled at 9000-10000 unit/ton.This high efficient reverse-phase emulsifier is at 65 ℃, and pH=6.5-7 under the condition of dosage 80mg/L, can drop to the oil content of condensed oil sewage below the 20mg/L from 100mg/L, even reaches 10mg/L, and suspension drops to 15mg/L from 40mg/L in the water.
Claims (4)
1, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing is characterized in that with propane diols as initiator, under the effect of catalyst, carry out the propoxylation reaction, obtain propane diols intermediate thing, and then carry out addition polymerization, generate the propane diols polyethers with oxirane; As initiator, under the effect of catalyst, nonyl phenol at first generates nonyl phenol ethoxylate with reacting ethylene oxide, and then carries out addition polymerization with expoxy propane, generates APES with nonyl phenol; Propane diols polyethers and APES are mixed, and both mixtures and acrylic acid carry out esterification under acid condition; Under action of evocating, carry out radical polymerization, generate carboxylate; It is partially end-blocked to carry out esterification with maleic acid again, generates acrylic acid modified high molecular weight demulsifier.
2, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing according to claim 1 is characterized in that adopting KOH as catalyst.
3, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing according to claim 2 is characterized in that adopting ammonium persulfate as initator.
4, a kind of highly efficient anti-phase emulsion breaker for thick oil pollution water processing according to claim 3 is characterized in that its mol ratio is controlled to be 1: 1--2: 1 when adding acrylic acid and maleic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200510115273.1A CN1966138A (en) | 2005-11-15 | 2005-11-15 | Highly efficient anti-phase emulsion breaker for thick oil pollution water processing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200510115273.1A CN1966138A (en) | 2005-11-15 | 2005-11-15 | Highly efficient anti-phase emulsion breaker for thick oil pollution water processing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1966138A true CN1966138A (en) | 2007-05-23 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200510115273.1A Pending CN1966138A (en) | 2005-11-15 | 2005-11-15 | Highly efficient anti-phase emulsion breaker for thick oil pollution water processing |
Country Status (1)
| Country | Link |
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| CN (1) | CN1966138A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102533314A (en) * | 2012-02-16 | 2012-07-04 | 中国海洋石油总公司 | Quick petroleum deemulsifier and preparation method thereof |
| CN101565650B (en) * | 2009-06-05 | 2012-07-25 | 华东理工大学 | Demulsifier used in lubricating oil product and preparation method and applications thereof |
| CN103588936A (en) * | 2012-08-14 | 2014-02-19 | 中国石油化工股份有限公司 | Phosphorus-containing demulsifier, and preparation method and application thereof |
| CN103665273A (en) * | 2012-09-03 | 2014-03-26 | 中国石油化工股份有限公司 | Demulsifying agent as well as preparation method and application thereof |
| CN104560130A (en) * | 2015-01-04 | 2015-04-29 | 孟红琳 | Preparation method of petroleum emulsion breaking agent |
| CN105273703A (en) * | 2014-12-16 | 2016-01-27 | 新疆科力新技术发展有限公司 | Oil field corrosion prevention, scale prevention, paraffin control, dehydration, viscosity reduction normal-temperature gathering and transportation composite medicament, matching usage technology thereof and preparation technology |
| CN106700085A (en) * | 2015-11-12 | 2017-05-24 | 中国石油化工股份有限公司 | Auxiliary for treating coal tar and preparation method of auxiliary |
| CN109627149A (en) * | 2018-12-14 | 2019-04-16 | 药大制药有限公司 | A method of preparing the nonoxinol without ethylene oxide |
-
2005
- 2005-11-15 CN CN200510115273.1A patent/CN1966138A/en active Pending
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101565650B (en) * | 2009-06-05 | 2012-07-25 | 华东理工大学 | Demulsifier used in lubricating oil product and preparation method and applications thereof |
| CN102533314A (en) * | 2012-02-16 | 2012-07-04 | 中国海洋石油总公司 | Quick petroleum deemulsifier and preparation method thereof |
| CN102533314B (en) * | 2012-02-16 | 2014-03-19 | 中国海洋石油总公司 | Quick petroleum deemulsifier and preparation method thereof |
| CN103588936A (en) * | 2012-08-14 | 2014-02-19 | 中国石油化工股份有限公司 | Phosphorus-containing demulsifier, and preparation method and application thereof |
| CN103588936B (en) * | 2012-08-14 | 2015-10-28 | 中国石油化工股份有限公司 | A kind of phosphorous emulsion splitter and its preparation method and application |
| CN103665273A (en) * | 2012-09-03 | 2014-03-26 | 中国石油化工股份有限公司 | Demulsifying agent as well as preparation method and application thereof |
| CN103665273B (en) * | 2012-09-03 | 2016-03-23 | 中国石油化工股份有限公司 | A kind of emulsion splitter and its preparation method and application |
| CN105273703A (en) * | 2014-12-16 | 2016-01-27 | 新疆科力新技术发展有限公司 | Oil field corrosion prevention, scale prevention, paraffin control, dehydration, viscosity reduction normal-temperature gathering and transportation composite medicament, matching usage technology thereof and preparation technology |
| CN105273703B (en) * | 2014-12-16 | 2019-01-15 | 新疆科力新技术发展股份有限公司 | Oil field anti-corrosion anti-scale wax control is dehydrated the defeated composite drug of viscosity reduction room temperature collection |
| CN104560130A (en) * | 2015-01-04 | 2015-04-29 | 孟红琳 | Preparation method of petroleum emulsion breaking agent |
| CN106700085A (en) * | 2015-11-12 | 2017-05-24 | 中国石油化工股份有限公司 | Auxiliary for treating coal tar and preparation method of auxiliary |
| CN109627149A (en) * | 2018-12-14 | 2019-04-16 | 药大制药有限公司 | A method of preparing the nonoxinol without ethylene oxide |
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