CN107384320A - Application of the sulfonic fluoropolymer type compound as collection finish - Google Patents
Application of the sulfonic fluoropolymer type compound as collection finish Download PDFInfo
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- CN107384320A CN107384320A CN201710807736.3A CN201710807736A CN107384320A CN 107384320 A CN107384320 A CN 107384320A CN 201710807736 A CN201710807736 A CN 201710807736A CN 107384320 A CN107384320 A CN 107384320A
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- sulfonic fluoropolymer
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/32—Materials not provided for elsewhere for absorbing liquids to remove pollution, e.g. oil, gasoline, fat
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Abstract
Application of the sulfonic fluoropolymer type compound as collection finish.The chemicals general structure of sulfonic fluoropolymer type compound is (I)：RfFor C3 20 fluorohydrocarbon base, R1、R2Respectively C1‑18Alkyl or end be hydroxyl substitution alcohol groups.Sulfonic fluoropolymer type compound is dissolved in organic solvent.The collection finish shrinkage factor is up to 92.7%, and oil-collecting is time-consuming to be less than 10 seconds, and oil-collecting ability rapidly and efficiently, is particularly applied to the quick processing of spilled oil on water surface.
Description
Technical field
The present invention relates to sulfonic fluoropolymer type compound application field, and more particularly to sulfonic fluoropolymer type compound is as collection finish
Application.
Background technology
Crude oil is the modern most important energy and industrial chemicals, and annual yield and freight volume are all huge, in original
During the transport and use of oil, the rivers water surface, offshore spilled oil accident are happened occasionally, and significant damage is caused to environment.Therefore water
The harm of upper oil spilling has turned into a big public hazards of the world today.In order to fast and effeciently handle oil spilling waterborne, countries in the world phase
After developing a variety of spilled oil on water surface inorganic agents, spilled oil on water surface is reclaimed for reclaiming or assisting.
The earliest research of collection finish starts from US Naval Research Laboratory, and the laboratory proposes collection in being reported first in nineteen forty-three
Concept (Zisman W.A., the Spreading Agents for Clearing Water Surfaces of of finish
Oil.U.S.NavalRes Lab Report, P-1984,1943), and first collection finish patent is obtained by Zisman et al.
(U.S.Patent:2447551,1948).The Garrett and Barger in the subsequent laboratory are again to mechanism, the performance of collection finish
Each side situation when sign, suitable species and application etc. has carried out systematic research (Garrett W.D., Barger
W.R.,Control and Confinement of Oil Pollution on Water with Monomolecular
Surface Films.U.S.Naval Research Laboratory Memorandum Report,2451,1972).Separately
Outside, (the U.S.Patent such as Canevari of Exxon Mobil research engineering company:3959134,1976), Japanese original one
Virtue (technological development [P.P.M] of former fragrant scenes center outflow oil processing technology [J] public hazards countermeasure, 1976 (5)：18~30)
Also all the application for collecting finish is studied Deng research institution and group, because use environment limitation be present, oil-collecting effect is simultaneously
It is less desirable, and finished product is higher.In addition, in nearest, Chinese scholar's Chen Guohua (Chen Guohua, prune assistant, Xu Guiying, Su Hong
Plum, Lee's tin loyalty spilled oil on water surface collection finishes research-polymer Flooding Systems Based On Natural Mixed Carboxylic Acids series collection finish [J] marine environment science, 2000,19
(3):1~4) corresponding research also etc. has been carried out to marine oil overflow, collection finish is improved, reduces cost
(CN1055299C).But these above-mentioned researchs are all based on alkyl compound as compounding raw material, and the time required for oil-collecting is longer.
It is unfavorable for quickly handling oil spill accident.
Therefore, in view of the shortcomings of the prior art, the application for providing sulfonic fluoropolymer type compound as collection finish is existing to overcome
Technical deficiency is very necessary.
The content of the invention
Sulfonic fluoropolymer type compound is provided as oil-collecting it is an object of the invention to avoid the deficiencies in the prior art part
The application of agent.The collection finish oil-collecting ability is rapidly and efficiently.
The above-mentioned purpose of the present invention is realized by following technological means.
Application of the sulfonic fluoropolymer type compound as collection finish, the chemical formula of sulfonic fluoropolymer type compound are：
Preferably, above-mentioned RfFor C3-20Fluorohydrocarbon base；
Preferably, above-mentioned R1、R2Respectively C1-18Alkyl or end be hydroxyl substitution alcohol groups.
Preferably, above-mentioned fluothane alkyl is perfluoro alkane base, perfluoroalkyl or the end of oxygen atom is inserted in main chain
There is the perfluoro alkane base that hydrogen substitutes.
Preferably, above-mentioned fluothane alkyl inserts oxygen atom to insert the perfluoroalkyl of oxygen atom in main chain in main chain
Perfluoroalkyl for following any group one kind：
-CF2CF(CF3)OCF2CF(CF3)OCF(CF3)2、
-CF2CF(CF3)OCF2CF(CF3)OCFCF2CF3；
Preferably, above-mentioned end have hydrogen substitute perfluoro alkane base be
-CF2CF2CF2CF2CF2CF2CF2H or-CF2CF2CF2CF2CF2CF2H。
Preferably, above-mentioned end is that the alcohol groups of hydroxyl substitution are-CH2CH2OH or-CH2CH2CH2OH。
Preferably, above-mentioned sulfonic fluoropolymer type compound is dissolved in organic solvent.
Preferably, above-mentioned organic solvent is methanol, ethanol, isopropanol, n-butanol, isobutanol, sec-butyl alcohol, the tert-butyl alcohol, third
Ketone, methyl acetate, ethyl acetate, dimethyl ether, acetonitrile, chloroform, dichloromethane, at least one of ether or toluene.
Preferably, above-mentioned sulfonic fluoropolymer type compound quality concentration is not less than 0.025%.
Preferably, above-mentioned sulfonic fluoropolymer type compound quality concentration >=0.2%.
Preferably, above-mentioned sulfonic fluoropolymer type compound quality concentration is 0.25-0.3%.
Preferably, it is 5-6 by the pH value of the water body of oil-collecting.
The present invention proposes application of the sulfonic fluoropolymer type compound as collection finish.Because of the surface of sulfonic fluoropolymer type compound
Tension force is small, can reduce oil water interfacial tension.Collection finish can make shrinkage factor=contracted length ÷ oil film length × 100% of oil film.
The shrinkage factor of the collection finish is up to 92.7%, and oil-collecting is time-consuming to be less than 10 seconds, and oil-collecting ability rapidly and efficiently, is particularly applied to
The quick processing of spilled oil on water surface.
Embodiment
The invention will be further described with the following Examples.
Embodiment 1.
Application of the sulfonic fluoropolymer type compound as collection finish, this compound can water surface formed one layer it is very thin
Oil-collecting monomolecular film, significantly reducing water includes fresh water, the surface tension of seawater, promotes oil film to shrink rapidly, is punctured into heavy oil film
And accumulate together, be advantageous to the processing of the recovery of water oil spilling, reduce the purpose of oil spill harm, be a kind of efficient oil-collecting
Agent.
Specifically, the chemical formula of sulfonic fluoropolymer type compound is：
Wherein, Rf C3-20Fluorohydrocarbon base；R1, R2 are respectively C1-18Alkyl or end be hydroxyl substitution alcohol radical
Group.
Specifically, alkyl is perfluoro alkane base, the perfluoroalkyl of insertion oxygen atom or end have hydrogen to take in main chain
The perfluoro alkane base in generation.
The perfluoroalkyl that oxygen atom is inserted in main chain is one kind of following any group：
-CF2CF(CF3)OCF2CF(CF3)OCF(CF3)2Or
-CF2CF(CF3)OCF2CF(CF3)OCFCF2CF3。
The end of the chemical formula of sulfonic fluoropolymer type compound have hydrogen substitute perfluoro alkane base for-
CF2CF2CF2CF2CF2CF2CF2H or-CF2CF2CF2CF2CF2CF2H。
The end of sulfonic fluoropolymer type compound chemical formula is that the alcohol groups of hydroxyl substitution are-CH2CH2OH or-
CH2CH2CH2OH.End is that the alcohol groups of hydroxyl substitution can be-CH2CH2OH or-CH2CH2CH2OH。
As the purposes of collection finish, the sulfonic fluoropolymer type compound is dissolved in organic solvent.Organic solvent can be methanol,
Ethanol, isopropanol, n-butanol, isobutanol, sec-butyl alcohol, the tert-butyl alcohol, acetone, methyl acetate, ethyl acetate, dimethyl ether, acetonitrile, chlorine
At least one of imitative, dichloromethane, ether or toluene.Wherein ethanol is cheap, therefore is optimum solvent.
The sulfonic fluoropolymer type chemical combination material mass concentration is not less than 0.025%, mass concentration >=0.2%, and mass concentration is
0.25-0.3%.
The sulfonic fluoropolymer type compound is used as integrating finish in use, by the pH value of the water body of oil-collecting as 5-6.
It is found through experiments that, sulfonic fluoropolymer type compound uses as collection finish, can make oil film shrinkage factor (contracted length ÷
Oil film length × 100%) reach 92.7%, oil-collecting is time-consuming to be less than 10 seconds, oil-collecting ability rapidly and efficiently, particularly suitable for the water surface
The quick processing of oil spilling.The oil-collecting being adapted in the oil extraction process such as Yu Haiyang, can reduce the pollution to seawater.
Embodiment 2.
By taking particular compound as an example, the present invention is illustrated as the purposes of collection finish.Sulfonic fluoropolymer type compound, change
Formula is：
Test its oil-collecting performance.
Influence of 2.1 the collection oil concentrations and dosage to oil-collecting ability
The perfusion running water in a height of 55cm × 5cm of length and width × 5cm glass flume.The collection finish prepared is taken to be added to table
The tank of machine oil is sprawled first in face.After several seconds, machine oil layer rapid desufflation to minimum length.The time is recorded with calculating machine oil
Shrinkage factor.
The sulfonic fluoropolymer type compound of table 1 oil-collecting performance in 55cm × 5cm × 5cm glass flumes
Perfusion running water, takes the collection finish prepared to be added in a height of 110cm × 5cm of length and width × 5cm glass flume
The tank of machine oil is sprawled first in surface.After several seconds, machine oil layer rapid desufflation to minimum length.Record time and computer
The shrinkage factor of oil.
Oil-collecting performance of the sulfonic fluoropolymer type compound of table 2 in 110cm × 5cm × 5cm glass flumes
From table 1, added in 55cm tank in the group of 5ml, 10ml machine oil, 0.1%, 0.2%, 0.5% 3
The collection finish of individual concentration, collection finish usage amount is ascending, and membrane area contraction time shows first shorten after elongated rule.
With collection oil concentration and dosage increase, membrane area shrinkage factor is bigger, collects in table 1 under the concentration of finish 0.2% and 0.5%,
Membrane area shrinkage factor basically reaches 92.7%.In the case where collecting the concentration of finish 0.1%, it is bigger still to show dosage, and membrane area is received
The bigger phenomenon of shrinkage.Therefore, membrane area shrinkage factor may be relevant with collecting the usage amount of finish, and the amount using collection finish is bigger,
Membrane area shrinkage factor has more preferable performance.
From table 2, added in 110cm tank in the group of 8.1ml, 16.2ml machine oil, 0.1%, 0.2%,
The collection finish of 0.5% 3 concentration, collection finish usage amount is ascending, and membrane area contraction time is showed by the long rule to shorten
Rule, and after oil-collecting agent dose increases to certain value, the oil-collecting time is basically unchanged.
Influence of the pH value of 2.2 water to oil-collecting effect
The water of the different pH value of perfusion in a height of 110cm × 5cm of length and width × 5cm glass flume.Take the oil-collecting that 1ml is prepared
Agent is added to surface and has sprawled the tank of 10ml machine oil first.After several seconds, machine oil layer rapid desufflation to minimum length.Record
Time and the shrinkage factor for calculating machine oil.
Influence of the water of 3 different pH value of table to oil-collecting effect
| pH | Concentration (%) | Collect finish dosage (ml) | Time (s) | Shrinkage factor (%) |
| 5 | 0.1 | 1 | 33 | 92.7 |
| 6 | 0.1 | 1 | 28 | 92.7 |
| 7 | 0.1 | 1 | 19 | 78.3% |
| 8 | 0.1 | 1 | 17 | 59.0% |
| 9 | 0.1 | 1 | 25 | 61.6% |
From table 5, when the pH of water is 8, the oil-collecting time is most short, reaches 17s, but membrane area shrinkage factor only has 59.0%；
When the pH of water is 5~6, oil film shrinks completely, but the oil-collecting time is relatively long, respectively 33s and 28s.It is recognised that its unit
Time collection speed oil is of substantially equal, and pH be 5~6 when oil film shrink up to 92.7%.Therefore, in actual applications, water
Oil-collecting ability is most strong when pH is 5~6.
Oil-collecting effect of the 2.3 collection finishes in artificial seawater
The perfusion artificial seawater in a height of 55cm × 5cm of length and width × 5cm glass flume.The collection finish for taking 1ml to prepare adds
Enter to surface and sprawled the tank of 10ml machine oil first.After several seconds, machine oil layer rapid desufflation to minimum length.Record the time
Shrinkage factor with calculating machine oil.
Oil-collecting performance of the sulfonic fluoropolymer type compound of table 4 in artificial seawater
| Concentration (%) | Use environment | Time-consuming (s) | Shrinkage factor (%) |
| 0.025 | Artificial seawater | 38 | 63.6 |
| 0.05 | Artificial seawater | 17 | 74.5 |
| 0.1 | Artificial seawater | 12 | 83 |
| 0.15 | Artificial seawater | 10 | 83 |
| 0.2 | Artificial seawater | 8 | 83 |
| 0.25 | Artificial seawater | 8 | 87.9 |
| 0.3 | Artificial seawater | 7 | 87.9 |
It can be known by table 4, when collecting oil concentration and being 0.25%, shrinkage factor reaches highest 87.9%.When improving collection finish again
Shrinkage factor is constant during concentration.
Embodiment 3.
By taking particular compound as an example, the present invention is illustrated as the purposes of collection finish.Sulfonic fluoropolymer type compound, change
Formula is：
Carry out the test of oil-collecting performance
Oil-collecting test operation and example 2 are essentially identical.Data such as table 5 below.
Perfusion artificial seawater or fresh water in a height of 55cm × 5cm of length and width × 5cm glass flume.Take what 1ml was prepared
Collection finish is added to surface and has sprawled the tank of 10ml machine oil first.After several seconds, machine oil layer rapid desufflation to minimum length.
The time is recorded with calculating the shrinkage factor of machine oil.
The sulfonic fluoropolymer type compound oil-collecting performance of table 5
| Concentration (%) | Use environment | Time-consuming (s) | Shrinkage factor (%) |
| 0.025 | Fresh water | 15 | 68.2 |
| 0.05 | Fresh water | 10 | 85.5 |
| 0.1 | Fresh water | 10 | 85.5 |
| 0.15 | Fresh water | 9 | 88.8 |
| 0.2 | Fresh water | 9 | 88.8 |
| 0.25 | Fresh water | 9 | 90.7 |
| 0.3 | Fresh water | 8 | 90.7 |
| 0.025 | Artificial seawater | 16 | 63.6 |
| 0.05 | Artificial seawater | 11 | 74.5 |
| 0.1 | Artificial seawater | 10 | 83 |
| 0.15 | Artificial seawater | 10 | 83 |
| 0.2 | Artificial seawater | 9 | 83 |
| 0.25 | Artificial seawater | 9 | 87.9 |
| 0.3 | Artificial seawater | 8 | 87.9 |
In the use environment of artificial seawater or fresh water, when the mass concentration for integrating finish is 0.25-0.3%, shrinkage factor
More a height of 87.9-90.7%, it is only the 8-9 seconds to take less.
It is found through experiments that, sulfonic fluoropolymer type compound uses as collection finish, can make oil film shrinkage factor (contracted length ÷
Oil film length × 100%) reach 92.7%, oil-collecting is time-consuming to be less than 10 seconds, oil-collecting ability rapidly and efficiently, particularly suitable for the water surface
The quick processing of oil spilling.The oil-collecting being adapted in the oil extraction process such as Yu Haiyang, can reduce the pollution to seawater.
Finally it should be noted that the above embodiments are merely illustrative of the technical solutions of the present invention rather than the present invention is protected
The limitation of scope, although being explained in detail with reference to preferred embodiment to the present invention, one of ordinary skill in the art should manage
Solution, can modify or equivalent substitution to technical scheme, without departing from technical solution of the present invention essence and
Scope.
Claims (10)
1. application of the sulfonic fluoropolymer type compound as collection finish.
2. application of the sulfonic fluoropolymer type compound according to claim 1 as collection finish, it is characterised in that：Sulfonic fluoropolymer
Type chemicals general structure is (I)：
3. application of the sulfonic fluoropolymer type compound according to claim 2 as collection finish, it is characterised in that：The RfFor
C3-20Fluorohydrocarbon base；
The R1、R2Respectively C1-18Alkyl or end be hydroxyl substitution alcohol groups.
4. application of the sulfonic fluoropolymer type compound according to claim 3 as collection finish, it is characterised in that：The fluothane
Alkyl is perfluoro alkane base, there is the perfluoro alkane base that hydrogen substitutes the perfluoroalkyl of insertion oxygen atom or end in main chain；
The end is that the alcohol groups of hydroxyl substitution are-CH2CH2OH or-CH2CH2CH2OH。
5. application of the sulfonic fluoropolymer type compound according to claim 4 as collection finish, it is characterised in that：The fluothane
For alkyl to insert the perfluoroalkyl of oxygen atom in main chain, the perfluoroalkyl that oxygen atom is inserted in main chain is following any
One kind of group：
-CF2CF(CF3)OCF2CF(CF3)OCF(CF3)2、
-CF2CF(CF3)OCF2CF(CF3)OCFCF2CF3；
The perfluoro alkane base that the end has hydrogen to substitute is-CF2CF2CF2CF2CF2CF2CF2H or-CF2CF2CF2CF2CF2CF2H。
6. application of the sulfonic fluoropolymer type compound as collection finish according to claim 4 to 5 any one, its feature exist
In：The sulfonic fluoropolymer type compound is dissolved in organic solvent；
The organic solvent be methanol, ethanol, isopropanol, n-butanol, isobutanol, sec-butyl alcohol, the tert-butyl alcohol, acetone, methyl acetate,
Ethyl acetate, dimethyl ether, acetonitrile, chloroform, dichloromethane, at least one of ether or toluene.
7. application of the sulfonic fluoropolymer type compound according to claim 6 as collection finish, it is characterised in that：It is described fluorine-containing
Sulfonic acid type compound quality concentration ＞ 0.025%.
8. application of the sulfonic fluoropolymer type compound according to claim 7 as collection finish, it is characterised in that：It is described fluorine-containing
Sulfonic acid type compound quality concentration >=0.2%.
9. application of the sulfonic fluoropolymer type compound according to claim 8 as collection finish, it is characterised in that：It is described fluorine-containing
Sulfonic acid type compound quality concentration is 0.25-0.3%.
10. application of the sulfonic fluoropolymer type compound according to claim 9 as collection finish, it is characterised in that：By oil-collecting
The pH value of water body be 5-6.
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Citations (4)
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|---|---|---|---|---|
| EP1758828A1 (en) * | 2004-05-14 | 2007-03-07 | Nor-X Industry AS | Method for treatment of foil to facilitate its subsequent removal |
| CN101914367A (en) * | 2010-08-31 | 2010-12-15 | 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 |
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| CN106268494A (en) * | 2016-07-20 | 2017-01-04 | 江苏理文化工有限公司 | A kind of efficient zwitterionic ionic surface active agent and synthetic method thereof |
-
2017
- 2017-09-08 CN CN201710807736.3A patent/CN107384320A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1758828A1 (en) * | 2004-05-14 | 2007-03-07 | Nor-X Industry AS | Method for treatment of foil to facilitate its subsequent removal |
| CN102335493A (en) * | 2010-07-29 | 2012-02-01 | 郑涵 | Biological oil spilling dispersing agent and preparation method thereof |
| CN101914367A (en) * | 2010-08-31 | 2010-12-15 | 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 |
| CN106268494A (en) * | 2016-07-20 | 2017-01-04 | 江苏理文化工有限公司 | A kind of efficient zwitterionic ionic surface active agent and synthetic method thereof |
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| 毛绍裘等: ""含氟磺基甜菜碱型两性表面活性剂的合成及其集油性能"", 《有机氟工业》 * |
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