CN109293622A - A kind of fuel thickener and its preparation method and application based on mannose group phase selectivity supermolecule - Google Patents
A kind of fuel thickener and its preparation method and application based on mannose group phase selectivity supermolecule Download PDFInfo
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- CN109293622A CN109293622A CN201811149525.6A CN201811149525A CN109293622A CN 109293622 A CN109293622 A CN 109293622A CN 201811149525 A CN201811149525 A CN 201811149525A CN 109293622 A CN109293622 A CN 109293622A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D17/00—Separation of liquids, not provided for elsewhere, e.g. by thermal diffusion
- B01D17/02—Separation of non-miscible liquids
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
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Abstract
The present invention relates to fuel thickener technical fields, disclose a kind of fuel thickener and its preparation method and application based on mannose group phase selectivity supermolecule.The fuel thickener main body mannose group phase selectivity supermolecule indicates that wherein R is H or C with general formula (I)nH2n+1, n be 1 to 18 positive integer；Fuel thickener preparation method is to be added to the water mannitol, is heated, and is formed after solution and acidic materials are added adjust pH value, naphthaldehyde is then added, continues to be stirred to react, is cooled to room temperature, alkaline matter is added and adjusts pH value, finally successively by washing, dry to get.Fuel thickener preparation method is simple, and raw material is inexpensive, does not need large scale equipment, is easy to grasp, can be realized industrialized production.
Description
Technical field
The present invention relates to fuel thickener technical fields, more particularly, to one kind based on mannose group phase selectivity supermolecule
Fuel thickener and its preparation method and application.
Background technique
With the rapid development of offshore oil development and sea transport industry, petroleum pollution in ocean is increasingly by countries in the world
Attention.Marine oil overflow is mainly from shipping work and marine incident, especially oil carrier accident and oil platform, oil storage and defeated
Sexual behavior event, especially oil carrier accident and oil platform, oil storage and oil transportation facility etc. accidentally generation property accidentally occur for oily facility etc.
Accident makes a general survey of China's Industry layout, and petroleum chemicals are collected in the coastal region in east China, special in coastal, riverine and zonal distribution along the river
Sign, once oil spill events occur, it is serious to water body environment pollution.Fuel thickener is rivers, marine oil spill contamination accident emergency processing
Common chemical agent, they can make the oil spilling that oil film waterborne is relatively thin or viscosity flow is low become solid-state or semisolid, prevent
Oil spilling diffusion, is conducive to physical recovering method, therefore has the title of " the chemical oil fence ".China Patent Publication No. CN106746685 is disclosed
A kind of fuel thickener handling marine floating oil, the fuel thickener are modified by flame torch firing, surface hydrophobicity by inorganic ceramic particle
Made of light-weight inorganic powder, the density of light-weight inorganic powder is 0.1-0.95g/cm3, and partial size is 1-200 microns.This fuel thickener
Higher cost, bad adaptability and difficult operation limit its commercial applications.
Summary of the invention
The present invention is the difficulty of commercial applications caused by order to overcome prior art fuel thickener high production cost, bad adaptability
The problem of, it is low to provide a kind of production cost, and it is adaptable, can be with mannose group phase selectivity supermolecule with commercial applications
The fuel thickener of main body.
The present invention also provides a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule and answer
With.
To achieve the goals above, the invention adopts the following technical scheme: one kind is with mannose group phase selectivity supermolecule
Based on fuel thickener, the mannose group phase selectivity supermolecule with the following general formula (I) indicate:
Wherein R is H or CnH2n+1, n be 1 to 18 positive integer.
The present invention is easily obtained using mannitol as base stock, and the fuel thickener preparation process of invention is simple, at low cost, is made
Used time operation letter is made, and dosage is moderate, and use cost is low, will not cause secondary pollution to water body, can meet related industry for leakage
The requirement of oil processing can commercially produce.
Preferably, the R is H.
A kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule, comprising the following steps:
Mannitol is added to the water, the quality of mannitol and the volume ratio of water are 0.2-0.3g/mL, it is heated to 55-65 DEG C,
Acidic materials adjusting pH value 4-5 is added after forming solution, the 1- naphthaldehyde of 1.5-2 times of mannitol quality is then added, continues to stir
Mix reaction 5-12h, be cooled to room temperature, alkaline matter is added and adjusts pH value to 7-8, finally successively by washing, dry to get.
Fuel thickener prepared by the present invention is the crude product based on mannitol base phase selectivity supermolecule, is not needed to thick
Product carries out purification processes and possesses stronger solidifying oily effect, and crude product will not pollute water body, to simplify fuel thickener
Preparation process, save production cost.
Preferably, the acidic materials are at least one of toluenesulfonic acid, hydrochloric acid, sulfuric acid, potassium acid sulfate.
Preferably, the alkaline matter be sodium hydroxide, potassium hydroxide, ammonium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate,
At least one of saleratus.
Preferably, the R is C12H25。
A kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule, comprising the following steps:
Mannitol is added to the water, the quality of mannitol and the volume ratio of water are 0.22-0.35g/mL, are heated to 75-85
DEG C, after forming solution, acidic materials are added and adjust pH value 4-5, the 4- dodecyl -1- of 2-3 times of mannitol quality is then added
Naphthaldehyde continues to be stirred to react 10-15h, is cooled to room temperature, and alkaline matter is added and adjusts pH value to 7-8, stands, separates supernatant
Liquid, remaining layer oily matter, spray drying to get.
Preferably, the acidic materials are at least one of toluenesulfonic acid, hydrochloric acid, sulfuric acid, potassium acid sulfate.
Preferably, the alkaline matter be sodium hydroxide, potassium hydroxide, ammonium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate,
At least one of saleratus.
A kind of application of the fuel thickener based on mannose group phase selectivity supermolecule in water body greasy dirt curing process.
Therefore, the invention has the following beneficial effects: (1) fuel thickener preparation method is simple, raw material is inexpensive, does not need large size
Equipment is easy to grasp, can be realized industrialized production, has large development potentiality；(2) fuel thickener of the present invention, crude product is with being
It can be used for solidifying oil, be not required to purify, it is easy to use and operate, it coagulates oil quickly, reduces use cost, it can be more easily in practical life
It is applied in production；(3) base stock of fuel thickener of the present invention is mannitol, can reduce secondary pollution when use, complex loop
Guarantor's demand.
Detailed description of the invention
Fig. 1 is the general molecular formula (I) of mannose group phase selectivity supermolecule of the present invention.
Specific embodiment
Below by specific embodiment, technical scheme is described further.
In the present invention, if not refering in particular to, used raw material and equipment etc. are commercially available or commonly used in the art,
Method in embodiment is unless otherwise instructed the conventional method of this field.
Embodiment 1
Embodiment 1-1
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R H；It is named as bis- (naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, addition 250mL water,
62.5g mannitol is heated to 60 DEG C, and after forming solution, it is 4.5 that toluenesulfonic acid, which is added, and adjusts pH value, is added
112.5g1- naphthaldehyde continues to be stirred to react 10h, is cooled to room temperature, and mass concentration is added as the adjusting of 10% sodium hydroxide solution
PH value is 7.3, filters, is washed with water, dries, and obtains bis- (naphthal) mannitol crude products, as with the choosing of mannose base phase
Fuel thickener based on selecting property supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
The beaker of access 250mL respectively is separately added into 100mL and is derived from Zhoushan Of Zhejiang Province surrounding waters seawater, 10g test
Oil is added after fuel thickener as a result, it is as follows.
| Test oil | Fuel thickener additive amount/g | Setting time/s | Oil removal rate/% |
| Gasoline | 0.42 | <10 | >99 |
| Diesel oil | 0.6 | <10 | >99 |
| Kerosene | 0.52 | <10 | >99 |
| Fuel oil | 1.25 | <600 | >99 |
| Machine oil | 1.21 | <600 | >99 |
| Crude oil | 1.25 | <600 | >99 |
Embodiment 1-2
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R H；It is named as bis- (naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, 250mL water, 50g is added
Mannitol is heated to 55 DEG C, and after forming solution, it is 4 that salt acid for adjusting pH value, which is added, and 75g 1- naphthaldehyde is added, continues to stir
Reaction 5h to be mixed, room temperature is cooled to, addition mass concentration is that 10% potassium hydroxide solution adjusting pH value is 7, filter, be washed with water,
Drying, obtains bis- (naphthal) mannitol crude products, the as fuel thickener based on mannose group phase selectivity supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
Embodiment 1-3
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R H；It is named as bis- (naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, 250mL water, 75g is added
Mannitol is heated to 65 DEG C, and after forming solution, it is 5 that potassium acid sulfate, which is added, and adjusts pH value, and 150g1- naphthaldehyde is added, after
It is continuous to be stirred to react 12h, it is cooled to room temperature, it is 8 that ammonium hydroxide, which is added, and adjusts pH value, filters, is washed with water, dries, obtains bis- (naphthalene methylenes
Base) mannitol crude product, the as fuel thickener based on mannose group phase selectivity supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
Embodiment 2
Embodiment 2-1
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R C12H25；It is named as bis- (4- dodecyl naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, addition 250mL water,
62.5g mannitol is heated to 80 DEG C, and after forming solution, it is 4.5 that sulphur acid for adjusting pH value, which is added, and 233.8g4- 12 is added
Alkyl -1- naphthaldehyde, continues to be stirred to react 12h, is cooled to room temperature, and addition mass concentration is 10% sodium hydroxide solution, adjusts
PH value is 7.8, is stood, and supernatant, remaining layer oily matter are separated, and it is sweet to obtain bis- (4- dodecyl naphthals) for spray drying
Reveal alcohol crude product, the as fuel thickener based on mannose group phase selectivity supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
The beaker of access 250mL respectively is separately added into 100mL and is derived from Zhoushan Of Zhejiang Province surrounding waters seawater, 10g test
Oil is added after fuel thickener as a result, it is as follows.
| Test oil | Fuel thickener additive amount/g | Setting time/s | Oil removal rate/% |
| Gasoline | 0.45 | <10 | >99 |
| Diesel oil | 0.64 | <10 | >99 |
| Kerosene | 0.53 | <10 | >99 |
| Fuel oil | 1.16 | <600 | >99 |
| Machine oil | 1.16 | <600 | >99 |
| Crude oil | 1.16 | <600 | >99 |
Embodiment 2-2
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R C12H25；It is named as bis- (4- dodecyl naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, 250mL water, 55g is added
Mannitol is heated to 75 DEG C, and after forming solution, it is 4 that salt acid for adjusting pH value, which is added, and 165g4- dodecyl -1- naphthalene is added
Formaldehyde continues to be stirred to react 10h, is cooled to room temperature, and addition mass concentration is 20% sodium bicarbonate solution, and adjusting pH value is 7, quiet
It sets, separates supernatant, remaining layer oily matter, spray drying obtains bis- (4- dodecyl naphthal) mannitol crude products, i.e.,
For the fuel thickener based on mannose group phase selectivity supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
Embodiment 2-3
Fuel thickener based on mannose group phase selectivity supermolecule, mannose group phase selectivity supramolecular structure formula are as follows:
Wherein, R C12H25；It is named as bis- (4- dodecyl naphthal) mannitol.
The preparation method of fuel thickener based on mannose group phase selectivity supermolecule, comprising the following steps:
In four mouthfuls of reaction flasks for being equipped with blender, addition funnel, reflux condensate device, thermometer, addition 250mL water,
87.5g mannitol is heated to 85 DEG C, and after forming solution, it is 5 that toluenesulfonic acid, which is added, and adjusts pH value, and 350g4- ten is added
Dialkyl group -1- naphthaldehyde, continues to be stirred to react 15h, is cooled to room temperature, and addition mass concentration is 20% solution of potassium carbonate, adjusts
PH value is 8, is stood, and supernatant, remaining layer oily matter are separated, and spray drying obtains bis- (4- dodecyl naphthal) sweet dews
Alcohol crude product, the as fuel thickener based on mannose group phase selectivity supermolecule.
Fuel thickener based on mannose group phase selectivity supermolecule is applied in water body greasy dirt curing process.
The above described is only a preferred embodiment of the present invention, be not intended to limit the present invention in any form, though
So the present invention has been disclosed as a preferred embodiment, and however, it is not intended to limit the invention, any technology people for being familiar with this profession
Member, without departing from the scope of the present invention, when the technology contents using the disclosure above make a little change or modification
It is right according to the technical essence of the invention for the equivalent embodiment of equivalent variations, but without departing from the technical solutions of the present invention
Any simple modification, equivalent change and modification made by above embodiments, all of which are still within the scope of the technical scheme of the invention.
Claims (10)
1. a kind of fuel thickener based on mannose group phase selectivity supermolecule, which is characterized in that the mannose base phase choosing
Selecting property supermolecule the following general formula (I) indicates:
Wherein R is H or CnH2n+1, n be 1 to 18 positive integer.
2. a kind of fuel thickener based on mannose group phase selectivity supermolecule according to claim 1, feature exist
In wherein R is H.
3. a kind of fuel thickener based on mannose group phase selectivity supermolecule according to claim 1, feature exist
In wherein R is C12H25。
4. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule as claimed in claim 2,
It is characterized in that, comprising the following steps:
Mannitol is added to the water, the quality of mannitol and the volume ratio of water are 0.2-0.3g/mL, it is heated to 55-65 DEG C,
Acidic materials adjusting pH value 4-5 is added after forming solution, the 1- naphthaldehyde of 1.5-2 times of mannitol quality is then added, continues to stir
Reaction 5-12h to be mixed, room temperature is cooled to, addition alkaline matter adjusting pH value to 7-8 is finally successively passed through filtering, washing, is dried,
To obtain the final product.
5. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule according to claim 4,
It is characterized in that, the acidic materials are at least one of toluenesulfonic acid, hydrochloric acid, sulfuric acid, potassium acid sulfate.
6. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule according to claim 4,
It is characterized in that, the alkaline matter is sodium hydroxide, potassium hydroxide, ammonium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate, bicarbonate
At least one of potassium.
7. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule as claimed in claim 3,
It is characterized in that, comprising the following steps:
Mannitol is added to the water, the quality of mannitol and the volume ratio of water are 0.22-0.35g/mL, are heated to 75-85
DEG C, after forming solution, acidic materials are added and adjust pH value 4-5, the 4- dodecyl -1- of 3-4 times of mannitol quality is then added
Naphthaldehyde continues to be stirred to react 10-15h, is cooled to room temperature, and alkaline matter is added and adjusts pH value to 7-8, stands, separates supernatant
Liquid, remaining layer oily matter, spray drying to get.
8. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule according to claim 7,
It is characterized in that, the acidic materials are at least one of toluenesulfonic acid, hydrochloric acid, sulfuric acid, potassium acid sulfate.
9. a kind of fuel thickener preparation method based on mannose group phase selectivity supermolecule according to claim 7,
It is characterized in that, the alkaline matter is sodium hydroxide, potassium hydroxide, ammonium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate, bicarbonate
At least one of potassium.
10. a kind of solidifying based on mannose group phase selectivity supermolecule as described in claims 1 to 3 any claim
Application of the finish in water body greasy dirt curing process.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811149525.6A CN109293622B (en) | 2018-09-29 | 2018-09-29 | Oil gelling agent taking mannose-based phase selective supramolecule as main body, and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811149525.6A CN109293622B (en) | 2018-09-29 | 2018-09-29 | Oil gelling agent taking mannose-based phase selective supramolecule as main body, and preparation method and application thereof |
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| CN109293622A true CN109293622A (en) | 2019-02-01 |
| CN109293622B CN109293622B (en) | 2021-05-14 |
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Citations (2)
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| JPH0762288A (en) * | 1993-08-20 | 1995-03-07 | Tombow Pencil Co Ltd | Ink composition for aqueous ball point |
| CN104803850A (en) * | 2015-04-29 | 2015-07-29 | 天津大学 | Ester glycosyl phase selective oleophylic gelator as well as preparation method and application thereof in oil gelatinization |
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2018
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0762288A (en) * | 1993-08-20 | 1995-03-07 | Tombow Pencil Co Ltd | Ink composition for aqueous ball point |
| CN104803850A (en) * | 2015-04-29 | 2015-07-29 | 天津大学 | Ester glycosyl phase selective oleophylic gelator as well as preparation method and application thereof in oil gelatinization |
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