CN101914367B - Compound-type oil outflow round-up agent as well as preparation method and application thereof - Google Patents
Compound-type oil outflow round-up agent as well as preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a compound-type oil outflow round-up agent as well as a preparation method and application thereof. The compound-type oil outflow round-up agent consists of the following materials in parts: 0-100 parts of fluorine-containing anon surface active agent, 1-100 parts of silicon compound non-ionic surface active agent, 10-50 parts of alcohol and 10-40 parts of water. The compound-type oil outflow round-up agent can be prepared by mixing, heating, refluxing, stirring and cooling the materials. The invention has larger oil round-up area and oil round-up amount and higher oil round-up speed, can effectively prevent diffusion of crude oil or oil product on the water level, ensures that the crude oil or oil product is rounded up for recycling and has great application value in the oil overflow treatment of water areas.
Description
Technical field
The present invention relates to petrochemical industry, be specifically related to a kind of compound oil spilling round-up agent and its preparation method and application.
Background technology
In recent years, oil spilling, oil accident constantly occur in various countries, and all kinds of oil pollution events are in rising trend, caused immeasurable financial loss and environmental hazard.Statistics are arranged, annual oil and the petroleum products that leak into by all means the ocean accounts for 0.5% of world oil ultimate production, therefore, how to take new technology to solve the water pollution that oil liquid leakage causes, the precious resources such as oil that efficient recovery leaks become the significant problem that countries in the world are all paid attention to.
When the waters fluid occurs particularly during crude oil leakage, oil can diffusion rapidly on the water surface, affects more wider zones, and water environment and Biological resources are caused serious pollution, destruction.
Using oil-spill dispersant is one of main method of processing at present marine oil overflow.Oil-spill dispersant becomes very little particulate with the oil spilling emulsion dispersion, and particulate spreads out in the ocean with ocean current and morning and evening tides, and decomposes disappearance by the effect of microorganism.But the oil-spill dispersant usage quantity is very big, is 10～30% of oil spillage.The partial concn of oil spilling oil spill dispersant is higher within blink, may with water body in biology of short duration the contact arranged, bring impact can for some biological development growth.And oil-spill dispersant enters food chain in water after oil spilling is dispersed into particulate, and long-term accumulation in vivo finally will be detrimental to health.The oil spilling particulate is deposited to the seabed after microorganism is decomposed, and density diminishes, and perhaps emulsifying effectiveness disappears, and all can again float to the sea, again forms and pollutes.
Alleviating by the further diffusion and in causing larger pollution, the oil-collecting agent can make the oil film that the water surface has spread assemble thickening of water surface fluid, can change oil film at the dispersal direction of the water surface, reach the purpose that reduces or control the water-surface oil film pollution damage.Change the oil film dispersal direction by the oil-collecting agent, make oil film assemble thickening in a direction, then with other method recycling, can prevent or reduce oil spill.
At present domestic having certain progress aspect the oil-collecting agent: Chinese patent CN1149612 discloses a kind of collecting oil agent composition, is used for the oil-collecting agent of diesel oil oil spilling, is comprised of alcohols or the kerosene organic solvent of mass percent 1～10% natural carboxylic acid and 90～99%; Be used for the oil-collecting agent of crude oil oil spilling, formed by the above-mentioned organic solvent of mass percent 1～10% natural carboxylic acid and polyoxyethylene oleate and 90～99%.Chinese patent CN1473767 discloses a kind of composition of oil Film collecting agent on water.It comprises active ingredient and carrier.Active ingredient be in solid-state Fatty Alcohol(C12-C14 and C12-C18), solid-state aliphatic carboxylic acid, sorbitan ester a kind of, two or three, carrier is C
2～C
8Fatty Alcohol(C12-C14 and C12-C18), aliphatic carboxylic acid or fat carboxylic ether.
But above existing patent of lifting oil-collecting agent composition, consumption, effect etc. many aspect all existent defect and deficiency:
(1) use of the organic solvent of kerosene class has caused secondary pollution;
(2) oil-collecting amount and displacement of reservoir oil area are less;
(3) oil-collecting speed is slower.
Summary of the invention
The objective of the invention is to overcome the deficiency of existing oil-collecting agent aspect composition, consumption and effect, the agent of a kind of oil spilling round-up is provided, this compound oil spilling round-up agent can reduce seawater surface tension force greatly, stop crude oil or petroleum products to spread on the water surface, sprawl, pasta is shunk to be concentrated, form the certain thickness oil reservoir, be convenient to effectively collection and treatment rapidly.
The present invention also aims to provide the preparation method of a kind of described compound oil spilling round-up agent.
The present invention also aims to provide the application of described compound oil spilling round-up agent.
Above-mentioned purpose of the present invention is achieved by following technical solution:
The agent of a kind of compound oil spilling round-up is comprised of the following component of calculating by weight:
0～100 part, fluo anion type tensio-active agent;
1～100 part of silicone compound nonionic surface active agent;
10～50 parts of alcohol;
10～40 parts, water.
As a kind of preferred version, the agent of described compound oil spilling round-up is comprised of the following component of calculating by weight:
5～40 parts, fluo anion type tensio-active agent;
5～65 parts of silicone compound nonionic surface active agent;
10～50 parts of alcohol;
10～40 parts, water.
Described fluo anion type tensio-active agent is one or more the mixture in fluorinated sulfonate, fluorinated carboxylate salt or fluorinated phosphate anion type tensio-active agent.
Described fluorinated sulfonate anionic type tensio-active agent has structure as shown in formula I or formula II:
R
fXArSO
3M
(Ⅰ)
R
fSO
3M
(Ⅱ)
Wherein, R
fFor containing the perfluoroalkyl of 1～20 carbon atom, thiazolinyl; X is oxygen or sulphur atom; Ar is aromatic ring; M is basic metal, a kind of in alkaline-earth metal, organic amine or Inorganic Ammonium.
Described fluorinated carboxylate anion type tensio-active agent has structure as shown in formula III:
R
fCO
2M
(Ⅲ)
Wherein, R
fBe perfluoroalkyl, thiazolinyl or the aryl that contains 1～20 carbon atom; M is basic metal, a kind of in alkaline-earth metal or organic amine or Inorganic Ammonium.
Described fluorinated phosphate anion type tensio-active agent has structure as shown in formula IV:
Wherein, R
fBe perfluoroalkyl, thiazolinyl or the aryl that contains 1～20 carbon atom; R
1, R
2For independently containing separately alkyl, aryl or the hydrogen atom of 1 to 8 carbon atom.
Described silicone compound nonionic surface active agent has suc as formula structure shown in (V):
Wherein, R
1Be amino, hydroxyl or contain alkyl, haloalkyl, the thiazolinyl of 1～6 carbon atom; R
2Be hydrogen atom, amino, hydroxyl or contain alkyl, haloalkyl, the thiazolinyl of 1～6 carbon atom; R
3For phenyl or contain alkyl, the thiazolinyl of 1～4 carbon atom; Q is hydrogen atom, hydroxyl or contain alkyl, the thiazolinyl of 1～4 carbon atom; W is hydrogen atom or the alkyl that contains 1～20 carbon atom; X=0～50, y=0～20, a=2～10, b=0～20, c=0～30 (x, y, a, b, c are integer).
Described alcohol is the alcohol that contains 1～4 carbon atom.
Described alcohol is preferably ethanol or propyl alcohol.
The present invention provides the preparation method of described compound oil spilling round-up agent simultaneously, comprises the steps:
Input table surface-active agent in the reaction vessel adds alcohol and water, reflux, and uniform stirring is transparent to reaction solution; Be cooled to room temperature, obtain the agent of described compound oil spilling round-up.
The temperature of described reflux is 50～70 ℃, and described churning time is 2～4 hours.
Compound oil spilling round-up agent outward appearance of the present invention is brown or yellow clarified liq, and the pH value is 6.0～8.0, and relative density (25 ℃) is 0.90～1.10g/cm
3
The application of described compound oil spilling round-up agent in crude oil or the processing of petroleum products oil spilling.
Described compound oil spilling round-up agent is used, and specifically can be used for the ocean, lake, oil or other oils leakage processing such as river.When Oil spills, oil can spread rapidly, spread into quite large zone on the water surface, causes severe contamination to destroy to water surrounding and Biological resources.Add the agent of the compound oil spilling round-up of a small amount of basis, can greatly reduce seawater surface tension force, stop crude oil to spread on the water surface, sprawl, concentrate and pasta is shunk, form the certain thickness oil reservoir, be convenient to rapid collection and treatment.
Compared with prior art, the present invention has following beneficial effect:
(1) the compound oil spilling round-up of the present invention agent organic solvent of oiliness not, avoided the secondary pollution that environment is caused;
(2) oil-collecting amount and displacement of reservoir oil area are larger, compare with existing oil spilling oil-collecting agent, and when using the oil-collecting agent of identical or less amount, oil-collecting amount of the present invention and displacement of reservoir oil area are apparently higher than prior art; Total displacement of reservoir oil area of oil spilling round-up of the present invention agent can be up to 92%, and the crude oil that overflows or Oil Recovery rate can be up to 90%; Adopt compound oil spilling round-up of the present invention agent that crude oil or the oil product that overflows reclaimed, can reduce the pollution that ecology is caused, economize on resources.
(3) displacement of reservoir oil speed is compared with existing oil spilling oil-collecting agent, and when using the oil-collecting agent of identical or less amount, displacement of reservoir oil speed is apparently higher than prior art; The displacement of reservoir oil speed of compound oil spilling round-up of the present invention agent can reach 10cm/s, can realize control pasta diffusion rapidly and efficiently.
Description of drawings
Fig. 1 is the oil-collecting effect comparison diagram of compound oil spilling round-up of the present invention agent and various surfactants.
Fig. 2 processes the effect schematic diagram of oil spilling for existing dispersion agent.
Fig. 3 is the effect schematic diagram that oil spilling is processed in compound oil spilling round-up agent of the present invention.
Embodiment
Further explain the present invention below in conjunction with the drawings and specific embodiments, but embodiment does not do any type of restriction to the present invention.
The verification method of described compound oil spilling round-up agent: 1. tank method: get long 80cm, wide 8cm, the degree of depth is to add seawater 4L in the tank of 10cm, the crude oil that adds 80g, after the water surface is sprawled fully, inject oil spilling round-up agent 20 μ Ls from end water-oil interface until it, measure its displacement of reservoir oil time, round-up distance and round-up area, and calculate its round-up speed.With pump, the oil that collects is reclaimed.2. circular groove method: get crude oil 80g, spread in the circular groove that diameter is 35cm, add seawater 4L.Inject oil spilling round-up agent 20 μ L from water-oil interface, measure its displacement of reservoir oil time, round-up distance and round-up area, and calculate its round-up speed.With pump, the oil that collects is reclaimed.
In the contrast experiment, reagent used is commercial product, SDS (sodium lauryl sulphate): rich Dihua, Tianjin work company limited; AEO-3 (dodecyl fatty alcohol-polyoxyethylene ether): auxiliary agent chemical plant, Guangzhou; OP-10 (octyl phenol polyoxy ethane ether): Hai'an, Jiangsu petroleum chemical plant; Anionic fluorochemical surfactant described in embodiment: the Harbin good fluorine silicon of snow company limited; Poly-silica nonionogenic tenside described in embodiment: Qingdao industrial organosilicon novel material company limited.Also can adopt the like product of other producers.
Embodiment 1
Get 15 part of ten alkyl perfluorinated sulfonic acid sodium, 25 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 50 ℃ of reflux, and uniform stirring 4 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 10cm/s, and ultimate range reaches 74cm, and total displacement of reservoir oil area reaches 92%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 90%.
Embodiment 2
Get 15 part of ten alkyl perfluorinated sulfonic acid sodium, 25 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 50 ℃ of reflux, and uniform stirring 4 hours, transparent to reaction solution, be cooled to room temperature, make product.Disk method described according to summary of the invention tested final total displacement of reservoir oil area and reached 94%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 90%.
Get 20 parts of perfluor Sodium n-caproates, 40 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 50 ℃ of reflux, and uniform stirring 4 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 9.0cm/s, and ultimate range reaches 72cm, and total displacement of reservoir oil area reaches 89%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 85%.
Embodiment 4
Get 30 parts of perfluoro hexyl Di-Sodium Phosphates, 70 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 70 ℃ of reflux, and uniform stirring 2 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 8.5cm/s, and ultimate range reaches 64cm, and total displacement of reservoir oil area reaches 78%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 75%.
Embodiment 5
Get 15 part of ten alkyl perfluorinated sulfonic acid sodium, 65 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 70 ℃ of reflux, and uniform stirring 2 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 8.8cm/s, and ultimate range reaches 69cm, and total displacement of reservoir oil area reaches 83%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 81%.
Embodiment 6
Get 15 part of ten alkyl perfluorinated sulfonic acid sodium, 25 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 70 ℃ of reflux, and uniform stirring 2 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 9.1cm/s, and ultimate range reaches 70cm, and total displacement of reservoir oil area reaches 88%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 85%.
Embodiment 7
Get 15 part of ten alkyl perfluorinated sulfonic acid sodium, 90 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 60 ℃ of reflux, and uniform stirring 3 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 9.4cm/s, and ultimate range reaches 73cm, and total displacement of reservoir oil area reaches 83%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 81%.
Embodiment 8
Get 25 parts and have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 70 ℃ of reflux, and uniform stirring 2 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 8.9cm/s, and ultimate range reaches 63cm, and total displacement of reservoir oil area reaches 73%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 72%.
Embodiment 9
Get 20 parts of perfluoro hexyl Di-Sodium Phosphates, 10 parts of perfluor Sodium n-caproates, 70 parts have the poly-silicon oxide compound shown in following structural formula,
Then with 30 parts of ethanol, 40 parts of water mix, 70 ℃ of reflux, and uniform stirring 2 hours, transparent to reaction solution, be cooled to room temperature, make product.Tank method described according to summary of the invention tested, and displacement of reservoir oil top speed reaches 8.6cm/s, and ultimate range reaches 68cm, and total displacement of reservoir oil area reaches 85%, and the oil that uses pump to collect reclaims, and the rate of recovery reaches 80%.
Comparative Examples 1
Tank method described according to summary of the invention implemented, the oil-collecting effect of the various tensio-active agents of contrast.
| Embodiment 1 | 2.59s | 4.96s | 7.5s | 74cm | 92％ |
*Annotate: AEO-3 oil in 5 minutes has diffusion phenomena again.
From Comparative Examples and Fig. 1, we find out that the present invention and other tensio-active agent in displacement of reservoir oil speed, very large advantage is arranged on distance and area, and oil can not spread again.
Accompanying drawing 2 is the effect schematic diagram of oil-spill dispersant.Oil-spill dispersant a large amount of (sump oil amounts 30%) joins and is subjected to oilysewage surface, by mechanical effect, the oil spilling emulsion dispersion is become very little particulate.Particulate enters in water and spreads with ocean current.
Accompanying drawing 3 is the effect schematic diagram of oil spilling round-up of the present invention agent.Oil spilling round-up agent (ppm rank) joins and is subjected on oilysewage surface, acts between greasy dirt and the water surface.By changing the interfacial tension between the water surface and oil reservoir, make oil reservoir be driven fast and enrichment, make oil spilling become and be easy to reclaim.
Find out from accompanying drawing 2 and accompanying drawing 3, the present invention has obvious advantage in the processing that is subjected to oilysewage surface: can effectively reclaim oil spilling, can polluted-water, and the consumption much less.
Claims (8)
1. compound oil spilling round-up agent is characterized in that being comprised of the following component of calculating by weight:
0 ~ 100 part, fluo anion type tensio-active agent;
1 ~ 100 part of silicone compound nonionic surface active agent;
10 ~ 50 parts of alcohol;
10 ~ 40 parts, water;
Described alcohol is for containing the alcohol of 1 ~ 4 carbon atom;
Described silicone compound nonionic surface active agent has suc as formula structure shown in (V):
Wherein, R
1Be amino, hydroxyl or contain alkyl, haloalkyl, the thiazolinyl of 1 ~ 6 carbon atom; R
2Be hydrogen atom, amino, hydroxyl or contain alkyl, haloalkyl, the thiazolinyl of 1 ~ 6 carbon atom; R
3For phenyl or contain alkyl, the thiazolinyl of 1 ~ 4 carbon atom; Q is hydrogen atom, hydroxyl or contain alkyl, the thiazolinyl of 1 ~ 4 carbon atom; W is hydrogen atom or the alkyl that contains 1 ~ 20 carbon atom; X=0 ~ 50, y=0 ~ 20, a=2 ~ 10, b=0 ~ 20, c=0 ~ 30; Described x, y, a, b, c are integer.
2. compound oil spilling round-up agent as claimed in claim 1 is characterized in that being comprised of the following component of calculating by weight:
5 ~ 40 parts, fluo anion type tensio-active agent;
5 ~ 65 parts of silicone compound nonionic surface active agent;
10 ~ 50 parts of alcohol;
10 ~ 40 parts, water.
3. as compound oil spilling round-up agent as described in any one claim in claim 1 or 2, it is characterized in that described fluo anion type tensio-active agent is one or more the mixture in fluorinated sulfonate, fluorinated carboxylate salt or fluorinated phosphate anion type tensio-active agent.
4. compound oil spilling round-up agent as claimed in claim 3 is characterized in that described fluorinated sulfonate anionic type tensio-active agent, has structure as shown in formula I or formula II:
R
fXArSO
3M
（Ⅰ）；
R
fSO
3M
（Ⅱ）；
Wherein, R
fBe perfluoroalkyl, the thiazolinyl that contains 1 ~ 20 carbon atom; X is oxygen or sulphur atom; Ar is aromatic ring; M is a kind of in basic metal, alkaline-earth metal or organic amine or Inorganic Ammonium.
5. compound oil spilling round-up agent as claimed in claim 3 is characterized in that described fluorinated carboxylate anion type tensio-active agent, has structure as shown in formula III:
R
fCO
2M
（Ⅲ）；
Wherein, R
fBe perfluoroalkyl, thiazolinyl or the aryl that contains 1 ~ 20 carbon atom; M is a kind of in basic metal, alkaline-earth metal or organic amine or Inorganic Ammonium.
6. preparation method as compound oil spilling round-up agent as described in any one claim in claim 1 or 2 it is characterized in that input table surface-active agent in the reaction vessel, adds alcohol and water, reflux, and uniform stirring is transparent to reaction solution; Be cooled to room temperature, obtain the agent of described compound oil spilling round-up.
7. preparation method as claimed in claim 6, the temperature that it is characterized in that described reflux is 50 ~ 70 ℃; Described churning time is 2 ~ 4 hours.
8. the application of the described compound oil spilling round-up of any one claim agent in crude oil or the processing of oil product oil spilling in claim 1 or 2.
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|---|---|---|---|
| CN201010270402.5A CN101914367B (en) | 2010-08-31 | 2010-08-31 | Compound-type oil outflow round-up agent as well as preparation method and application thereof |
| PCT/CN2011/076748 WO2012028031A1 (en) | 2010-08-31 | 2011-07-01 | A compounded oil outflow round-up agent, a reocess for its production and its use |
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| CN201010270402.5A CN101914367B (en) | 2010-08-31 | 2010-08-31 | Compound-type oil outflow round-up agent as well as preparation method and application thereof |
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| CN101914367B (en) * | 2010-08-31 | 2013-05-22 | 广东标美硅氟新材料有限公司 | Compound-type oil outflow round-up agent as well as preparation method and application thereof |
| CN103182271B (en) * | 2011-12-27 | 2015-10-28 | 广东标美硅氟新材料有限公司 | A kind of organic silicon surfactant and its preparation method and application |
| CN102912775B (en) * | 2012-08-06 | 2015-02-11 | 中国石油大学(华东) | Processing technique for efficiently removing ocean oil spill |
| CN107384320A (en) * | 2017-09-08 | 2017-11-24 | 广州理文科技有限公司 | Application of the sulfonic fluoropolymer type compound as collection finish |
| CN107384321A (en) * | 2017-09-08 | 2017-11-24 | 广州理文科技有限公司 | Application of the fluorine-containing carboxylic acid type betaine compound as collection finish |
| CN113603719A (en) * | 2021-08-16 | 2021-11-05 | 新乡医学院 | Difluoroalkyl substituted sulfur phosphate compound and preparation method thereof |
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| CN1867407A (en) * | 2003-10-17 | 2006-11-22 | 3M创新有限公司 | Surfactant composition having stable hydrophilic character |
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|---|---|---|---|---|
| US3810835A (en) * | 1971-02-25 | 1974-05-14 | Chevron Res | Process for treating oil slicks using chemical agents |
| GB2011901B (en) * | 1978-01-03 | 1982-08-25 | Ciba Geigy Ag | Perfluoroalkyl-thioethyl ether derivatives |
| US4764285A (en) * | 1986-03-15 | 1988-08-16 | Exxon Research And Engineering Company | Oil spill microemulsion dispersants |
| CN1055299C (en) * | 1995-10-27 | 2000-08-09 | 山东大学 | Collecting oil agent composition |
| US6261463B1 (en) * | 1999-03-04 | 2001-07-17 | U.S. Polychemical Marine Corp. | Water based oil dispersant |
| CN101914367B (en) * | 2010-08-31 | 2013-05-22 | 广东标美硅氟新材料有限公司 | Compound-type oil outflow round-up agent as well as preparation method and application thereof |
-
2010
- 2010-08-31 CN CN201010270402.5A patent/CN101914367B/en active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4235743A (en) * | 1977-09-30 | 1980-11-25 | Exxon Research & Engineering Co. | Composition and method for suppressing vapor loss of volatile hydrocarbons |
| CN1867407A (en) * | 2003-10-17 | 2006-11-22 | 3M创新有限公司 | Surfactant composition having stable hydrophilic character |
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| Title |
|---|
| 氟表面活性剂在石油和消防领域的应用;牟建海等;《化工科技市场》;20031231;第26卷(第2期);第5-7页 * |
| 牟建海等.氟表面活性剂在石油和消防领域的应用.《化工科技市场》.2003,第26卷(第2期),第5-7页. |
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| WO2012028031A1 (en) | 2012-03-08 |
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