CN101186696A - Synthesis for polyglycerol acrylate and thick oil emulsion breaking dehydration application thereof - Google Patents
Synthesis for polyglycerol acrylate and thick oil emulsion breaking dehydration application thereof Download PDFInfo
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- CN101186696A CN101186696A CNA2006101294493A CN200610129449A CN101186696A CN 101186696 A CN101186696 A CN 101186696A CN A2006101294493 A CNA2006101294493 A CN A2006101294493A CN 200610129449 A CN200610129449 A CN 200610129449A CN 101186696 A CN101186696 A CN 101186696A
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- polyglycerol acrylate
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- acrylate
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Abstract
The invention discloses a synthesis of a polyglycerol acrylate and application thereof in the viscous crude demulsifying and dehydrating, wherein the polyglycerol and acrylic acid are adopted as raw material of the polyglycerol acrylate to synthesize in solvent esterification method. The chemical structure of polyglycerol acrylate has characteristic functional groups such as unsaturated C=C and hydroxy group, ether bond and the like, which is provided with special chemical properties and more wide application theoretically. The invention applies the polyglycerol acrylate as a crude oil demulsifying agent for dehydrating crude oil, which is a new-type crude oil demulsifying agent.
Description
Synthetic and the thick oil emulsion breaking dehydration that the present invention relates to a class polyglycerol acrylate is used.
The Polyglycerine polyunsaturated fatty acid ester is synthesized in Polyglycerine and saturated fatty acid direct esterification, and research is used more, and for example it has application widely in various fields such as daily use chemicals, food, medicine, weaving, washing composition, tackiness agent.Higher alcohols and vinylformic acid direct esterification acrylic acid synthesizing high-carbon alcohol ester, research is used also more, for example it is an important chemical material, its homopolymer or can be used as pour point depressant for crude oil, tackiness agent, plastic plasticizer or the like with monomeric multipolymers such as maleic anhydride, vinylbenzene.Yet Polyglycerine and acrylate are combined to polyglycerol acrylate, and research is used and do not appeared in the newspapers.Characteristic functional groups such as unsaturated carbon-to-carbon double bond and hydroxyl, ether is strong are arranged in the chemical structure of polyglycerol acrylate, so have its special chemical property, should have in theory more widely and use, the present invention has then carried out it application of dehydrating of crude oil as crude oil demulsifier.Because the constructional feature of polyglycerol acrylate can be reacted in medium with all cpds, synthetic a series of multipolymers, itself structures shape polyglycerol acrylate bigger application potential is being arranged aspect the modification of various chemical productss.
Document is spoken of the modified rosin polyglycerol ester and is had the breakdown of emulsion effect, and the polyglycerol acrylate emulsion splitter does not appear in the newspapers.Polyglycerine itself has the function of breakdown of emulsion, and it is carried out modification, is combined to polyglycerol acrylate with acrylate, designs suitable hydrophile-lipophile balance value, can reach demulsification preferably.The synthesis technique of water-soluble polyglycerol acrylate emulsion splitter is simple, raw material is cheap and easy to get, produces relatively that polyether demulsification agent toxicity is less, operation is safer, and product contains two active functional groups of key, can further carry out modification to product, be a kind of novel crude oil demulsifier.
The objective of the invention is to synthetic polyglycerol acrylate, and in thick oil emulsion breaking dehydration, use.
The present invention is achieved in that at first synthetic Polyglycerine, with the Polyglycerine is being the synthetic polyglycerol acrylate of raw material, can be according to the Polyglycerine of different polymerization degree, and the polyglycerol acrylate of the synthetic different structure of different esterification yields, to satisfy different needs.
(1) Polyglycerine is synthetic
In the four-hole boiling flask that water trap, thermometer, agitator are housed, add 200g glycerine and powdery NaOH6g, logical N
2Slowly be warming up to 250~260 ℃, according to the Polyglycerine refractive index, the Polyglycerine of difference synthesized polymer degree n=2~12, after each reaction finishes, vacuumize (250~260 ℃/1333Pa) 0.5h are cooled to 90~100 ℃, add the acetic acid catalyst neutralisation, make near the Polyglycerine pH=7, stand-by.
The Polyglycerine structural formula is as follows:
N is the polymerization degree of Polyglycerine, is 2~12.
Attention: N
2Must capacity, not so by product is more, influences the appearance luster and the chemical property of Polyglycerine.
(2) polyglycerol acrylate is synthetic
In the there-necked flask that water trap, thermometer, agitator are housed, add a certain amount of Polyglycerine, aromatic solvent and hydroquinone of polymerization retarder, be heated to 60 ℃ and make it all after the dissolving, add people's vinylformic acid and catalyzer more successively.About the about 3h of elder generation's reflux, load onto water trap then, dewater.Water and toluene can azeotropic and steamed simultaneously.Dehydration backflow certain hour observes the water yield, finishes reaction.Unreacted vinylformic acid and solvent are removed in underpressure distillation, obtain whiter paste product.
The polyglycerol acrylate structural formula is as follows:
R is CH
2=CH-C=O-or-H, n is the Polyglycerine polymerization degree.
During polyglycerol acrylate was synthetic, reaction conditions control situation was as follows:
Catalyst levels accounts for 1%~4.5% (wt) of reaction-ure mixture;
The stopper consumption accounts for 1%~3.5% (wt) of vinylformic acid consumption;
Reaction times 8h~15h;
The mol ratio of hydroxyl and vinylformic acid is 1.5: 1~3: 1 in the Polyglycerine;
The Polyglycerine polymerization degree is 2~12.
According to different reaction conditionss, can obtain the polyglycerol acrylate of different structure.
The present invention is directed to thick oil emulsion breaking dehydration and use, specific embodiment is as follows.Synthetic polyglycerol acrylate solvent for use is a toluene among the embodiment, and catalyst system therefor is the vitriol oil in the example 1, and catalyst system therefor is a tosic acid in all the other examples.
The component sequence number | Catalyst levels | The stopper consumption | Reaction times | The mol ratio of hydroxyl and vinylformic acid in the Polyglycerine | The Polyglycerine polymerization degree | Esterification yield | The dehydrating of crude oil rate |
1 | 2.5% | 2% | 10h | 2.6∶1 | 6.3 | 52% | 56% |
2 | 2.5% | 2% | 10h | 2.6∶1 | 6.3 | 47% | 64% |
3 | 3.5% | 2% | 12h | 2∶1 | 3.8 | 75% | 35% |
4 | 1.5% | 2% | 8h | 3∶1 | 7.1 | 33% | 37% |
Annotate: demulsifier concentration 300mg/L, 80 ℃ of breakdown of emulsion temperature, breakdown of emulsion time 8h, used crude oil are Liaohe River viscous crude.
Claims (4)
1. a class polyglycerol acrylate is synthetic, it is characterized by with Polyglycerine, and vinylformic acid is raw material, utilizes the solvent esterification process, uses catalyzer, stopper, under 110 ℃ of reflux temperatures, and a synthetic class polyglycerol acrylate.
2. according to claim 1, it is characterized in that using the Polyglycerine of different polymerization degree to be raw material, polymerization degree scope is 2~12.
3. according to claim 1, it is characterized in that using aromatic solvent such as benzene,toluene,xylene or their mixed solvent etc. to be solvent.
4. according to claim 1, it is characterized in that using sulfuric acid, tosic acid, heteropolyacid etc. to be catalyzer, use Resorcinol to be stopper.
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CNA2006101294493A CN101186696A (en) | 2006-11-17 | 2006-11-17 | Synthesis for polyglycerol acrylate and thick oil emulsion breaking dehydration application thereof |
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CNA2006101294493A CN101186696A (en) | 2006-11-17 | 2006-11-17 | Synthesis for polyglycerol acrylate and thick oil emulsion breaking dehydration application thereof |
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CN101186696A true CN101186696A (en) | 2008-05-28 |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102516077A (en) * | 2011-12-08 | 2012-06-27 | 大连工业大学 | Method for preparing polyglycerol-co-polyethylene glycol copolymer phase-change material |
US8884049B2 (en) | 2009-10-21 | 2014-11-11 | Nalco Company | Glycerol based polymer surface active chemistry and production |
US9416490B2 (en) | 2010-03-10 | 2016-08-16 | Nalco Company | Cross-linked glycerol based polymers as digestion aids for improving wood pulping processes |
CN106281406A (en) * | 2016-08-30 | 2017-01-04 | 句容宁武高新技术发展有限公司 | Oil field desulfurizing agent and preparation method thereof |
CN106365988A (en) * | 2016-08-27 | 2017-02-01 | 广州嘉德乐生化科技有限公司 | Preparation method of polyglycerol ester |
CN115043608A (en) * | 2022-06-29 | 2022-09-13 | 江苏万邦新材料科技有限公司 | Shrinkage-reducing water reducing agent for building concrete and preparation method thereof |
-
2006
- 2006-11-17 CN CNA2006101294493A patent/CN101186696A/en active Pending
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8884049B2 (en) | 2009-10-21 | 2014-11-11 | Nalco Company | Glycerol based polymer surface active chemistry and production |
US9416490B2 (en) | 2010-03-10 | 2016-08-16 | Nalco Company | Cross-linked glycerol based polymers as digestion aids for improving wood pulping processes |
CN102516077A (en) * | 2011-12-08 | 2012-06-27 | 大连工业大学 | Method for preparing polyglycerol-co-polyethylene glycol copolymer phase-change material |
CN102516077B (en) * | 2011-12-08 | 2014-08-27 | 大连工业大学 | Method for preparing polyglycerol-co-polyethylene glycol copolymer phase-change material |
CN106365988A (en) * | 2016-08-27 | 2017-02-01 | 广州嘉德乐生化科技有限公司 | Preparation method of polyglycerol ester |
CN106365988B (en) * | 2016-08-27 | 2019-04-26 | 广州嘉德乐生化科技有限公司 | A kind of preparation method of polyglycerol ester |
CN106281406A (en) * | 2016-08-30 | 2017-01-04 | 句容宁武高新技术发展有限公司 | Oil field desulfurizing agent and preparation method thereof |
CN115043608A (en) * | 2022-06-29 | 2022-09-13 | 江苏万邦新材料科技有限公司 | Shrinkage-reducing water reducing agent for building concrete and preparation method thereof |
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Addressee: Liu Hongwei Document name: Notification of Publication of the Application for Invention |
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Open date: 20080528 |