CN108586773A - A kind of aliphatic chain graphene oxide nonionic asphalt emulsifier and preparation method thereof - Google Patents
A kind of aliphatic chain graphene oxide nonionic asphalt emulsifier and preparation method thereof Download PDFInfo
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- CN108586773A CN108586773A CN201810458408.1A CN201810458408A CN108586773A CN 108586773 A CN108586773 A CN 108586773A CN 201810458408 A CN201810458408 A CN 201810458408A CN 108586773 A CN108586773 A CN 108586773A
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- graphene oxide
- aliphatic chain
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- asphalt emulsifier
- oxide nonionic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2395/00—Bituminous materials, e.g. asphalt, tar or pitch
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Civil Engineering (AREA)
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- Dispersion Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
A kind of aliphatic chain graphene oxide nonionic asphalt emulsifier of present invention proposition and preparation method thereof.A kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier, includes the following steps：(1) graphene oxide is prepared using improved Hummers methods；(2) fatty alcohol is dissolved in glacial acetic acid, 30% hydrobromic acid is added dropwise, 50 60 DEG C of 3 5h of reaction obtain intermediate I, the general formula of intermediate I is：CnH2n‑1Br, wherein n=8 22；(3) graphene oxide is dissolved in anhydrous acetonitrile, DCC and intermediate I, 40 60 DEG C of reaction 5h is added while stirring, stop reaction, is cooled to 10~5 DEG C, solid is precipitated, filtering, ethyl alcohol wash solid, obtain aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.Asphalt emulsifier function admirable prepared by the present invention, emulsified asphalt is fine and smooth, and uniformly stability is good, has broad prospect of application.
Description
Technical field
The invention belongs to field of fine chemical, and in particular to a kind of aliphatic chain graphene oxide nonionic asphalt emulsification
Agent.
Background technology
Pitch is a kind of full-bodied mixture, and main component is hydrocarbon, is black or dark brown under room temperature
Semisolid or solid-state.Asphalt is traffic, building and the indispensable construction material of some other industry.Emulsified asphalt is used
It can save energy in road engineering, extend construction seasons, reduce environmental pollution and improve execution conditions.With asphalt applications level
Continuous development, the deficiency of common heated bitumen also begins to show：Pitch rate of set is too fast, and when use needs to heat repeatedly, this
Great energy waste and environmental pollution are caused in use.By cold pitch be heated to melt viscous pasty state, containing
In the aqueous solution of appropriate emulsifier, so that pitch is spread in the solution with a kind of fine graininess by stirring, form (O/
W) the lotion of shape, here it is emulsified asphalts.This asphalt emulsion exists in liquid form at normal temperatures, be in dark-brown or black,
There is good mobility under high temperature.
Nonionic surfactant is a kind of not generate ion in aqueous solutionSurfactant.Non-ionic surface active
The solubility of agent in water is due to the functional group with strongly hydrophilic in molecule, and nonionic surfactant is quantitatively only second toAnion surfactant, it is a kind of important kind largely used, with the development of petroleum industry, its yield can also be continuous
It improves.
Geim and Novoselov in 2010 is because being found that a kind of form with complete atomic lattice carbon --- due to graphene
Obtain Nobel Prize in physics.Graphene is that a kind of cellular two-dimensional nanostructure that the carbon atom by sp2 hydridization is formed is new
Material has monoatomic thickness, is most thin material in the world at present.Brodie is at first in dense HNO3In be mixed into graphite, then add
Enter KClO3, reacted to prepare graphite oxide.Then, Hummers passes through in dense H2SO4Middle addition NaNO3And KMnO4, to oxidation
Graphite carries out fully oxidized.Under the conditions of graphene oxide is typically existing for strong oxidizer, oxidation is carried out to graphite and is removed
It arrives.Although the accurate structure of graphene oxide is difficult to test out, what was certain was that its surface has various oxygen-containing functions
Group, these functional groups include the hydroxyl (- OH) being distributed in two dimensional surface, epoxy group (- C-O-C-), and are distributed in lamella side
The carboxyl (- COOH) and carbonyl (C=O) of edge.The polar functional group on surface makes it have excellent hydrophily, in polar solvent
Good dispersion and ability with molecular linkage.
Asphalt emulsifier of the present invention includes nonpolar fatty link ends and polar graphite oxide alkene end, is dissolved in after water not
Ion is isolated, is a kind of typical nonionic surfactant.
Invention content
In order to solve the above technical problems, a kind of aliphatic chain graphene oxide nonionic asphalt emulsifier of the present invention and
Preparation method, asphalt emulsifier raw material sources prepared by the present invention are extensive, and production cost is low, and preparation process is simple, emulsifiable
The emulsified asphalt of the pitch of a variety of different models, preparation is fine and smooth uniformly, and storage stability is good.
The present invention provides a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier, including following step
Suddenly：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol：Fatty alcohol is dissolved in glacial acetic acid, 30% hydrobromic acid is added dropwise, 50-60 DEG C is reacted 3-5h,
Intermediate I is obtained, the general formula of intermediate I is：CnH2n-1Br, wherein n=8-22；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：Graphene oxide is dissolved in anhydrous acetonitrile, side stirring
DCC and intermediate I is added in side, and 40-60 DEG C of reaction 5h stops reaction, be cooled to -10~-5 DEG C, and solid is precipitated, filtering, ethyl alcohol
Solid is washed repeatedly, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier.
As further improvement of the invention, the ratio of the amount of fatty alcohol and hydrobromic acid substance is 1：(2-10).
As further improvement of the invention, the ratio of the amount of fatty alcohol and hydrobromic acid substance is 1：(4-7).
As further improvement of the invention, the ratio of the amount of fatty alcohol and hydrobromic acid substance is 1：5.
As further improvement of the invention, DCC can be substituted by DDC.
As further improvement of the invention, the amount ratio of the substance of graphene oxide and intermediate I is 1:0.5.
The present invention further protects a kind of aliphatic chain graphene oxide nonionic pitch breast prepared according to the above method
Agent.
The present invention further protects above-mentioned aliphatic chain graphene oxide nonionic asphalt emulsifier preparing slow breaking sun
Application in ion emulsified asphalt.
The present invention further protects a kind of preparation method of emulsified asphalt, includes the following steps：Drip described in claim 6
The dosage of green emulsifier is the 1-5% of the emulsified asphalt gross mass prepared, adds water to be configured to aqueous solution above-mentioned asphalt emulsifier,
Soap lye is made；By after heating pitch and emulsifier soap lye emulsified by colloid mill, a certain amount of auxiliary agent is added, prepare sun from
Sub- emulsified asphalt.
The present invention further protects a kind of emulsified asphalt prepared by the above method.
Beneficial effects of the present invention：
1, raw material sources of the invention are extensive, and production cost is low, and preparation process is simple；
2, the asphalt emulsifier function admirable obtained, the required dosage of emulsification is small, the pitch of emulsifiable a variety of different models, system
Standby emulsified asphalt is fine and smooth uniformly, and storage stability is good；
3, asphalt emulsifier prepared by the present invention meets national standard, and emulsified asphalt obtained is fine and smooth uniformly, has and splits soon
Type splits the characteristic of type asphalt emulsifier in.
Description of the drawings
Fig. 1 is the preparation technology figure of aliphatic chain graphene oxide nonionic asphalt emulsifier.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical solution in the embodiment of the present invention carries out clear, complete description,
Obviously, the embodiment described is the embodiment of the part of representative of the present invention, rather than whole embodiments, this field are general
Other all embodiments that logical technical staff is obtained without making creative work belong to the protection of the present invention
Range.
The preparation of 1 fatty alcohol of embodiment (n=8) graphene oxide nonionic asphalt emulsifier
It follows the steps below：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol (ROH)：By 1mol fatty alcohols (R=C8H17) it is dissolved in glacial acetic acid, it is added dropwise 2mol's 30%
Hydrobromic acid, 55 DEG C of reaction 5h, obtains intermediate I, intermediate I is：C8H17Br, yield 59%；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：1mol graphene oxides are dissolved in anhydrous acetonitrile, side
It stirs side and 0.2mol DCC and 0.5mol intermediate Is is added, 40 DEG C of reaction 5h stop reaction, are cooled to -10 DEG C, gray solid
It is precipitated, filtering, ethyl alcohol washs solid, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.
The preparation of 2 fatty alcohol of embodiment (n=10) graphene oxide nonionic asphalt emulsifier
It follows the steps below：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol (ROH)：By 1mol fatty alcohols (R=C10H21) it is dissolved in glacial acetic acid, it is added dropwise 4mol's 30%
Hydrobromic acid, 50 DEG C of reaction 5h, obtains intermediate I, intermediate I is：C10H21Br, yield 62%；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：1mol graphene oxides are dissolved in anhydrous acetonitrile, side
It stirs side and 0.2mol DCC and 0.5mol intermediate Is is added, 45 DEG C of reaction 5h stop reaction, are cooled to -7 DEG C, brown solid analysis
Go out, filter, ethyl alcohol washs solid, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.
The preparation of 3 fatty alcohol of embodiment (n=15) graphene oxide nonionic asphalt emulsifier
It follows the steps below：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol (ROH)：By 1mol fatty alcohols (R=C15H31) it is dissolved in glacial acetic acid, it is added dropwise 7mol's 30%
Hydrobromic acid, 55 DEG C of reaction 5h, obtains intermediate I, intermediate I is：C15H31Br, yield 65%；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：1mol graphene oxides are dissolved in anhydrous acetonitrile, side
It stirs side and 0.2mol DCC and 0.5mol intermediate Is is added, 45 DEG C of reaction 5h stop reaction, are cooled to -7 DEG C, yellow solid analysis
Go out, filter, ethyl alcohol washs solid, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.
The preparation of 4 fatty alcohol of embodiment (n=17) graphene oxide nonionic asphalt emulsifier
It follows the steps below：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol (ROH)：By 1mol fatty alcohols (R=C17H35) it is dissolved in glacial acetic acid, it is added dropwise 5mol's 30%
Hydrobromic acid, 55 DEG C of reaction 5h, obtains intermediate I, intermediate I is：C17H35Br, yield 83%；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：1mol graphene oxides are dissolved in anhydrous acetonitrile, side
It stirs side and 0.2mol DCC and 0.5mol intermediate Is is added, 50 DEG C of reaction 5h stop reaction, are cooled to -5 DEG C, white solid analysis
Go out, filter, ethyl alcohol washs solid, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.
The preparation of 5 fatty alcohol of embodiment (n=20) graphene oxide nonionic asphalt emulsifier
It follows the steps below：
(4) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(5) bromo of fatty alcohol (ROH)：By 1mol fatty alcohols (R=C20H41) it is dissolved in glacial acetic acid, it is added dropwise 5mol's 30%
Hydrobromic acid, 60 DEG C of reaction 5h, obtains intermediate I, intermediate I is：C20H41Br, yield 92%；
Aliphatic chain graphene oxide nonionic asphalt emulsifier：1mol graphene oxides are dissolved in anhydrous acetonitrile, while stirring
It mixes side and 0.2mol DCC and 0.5mol intermediate Is is added, 50 DEG C of reaction 5h stop reaction, are cooled to -5 DEG C, white solid analysis
Go out, filter, ethyl alcohol washs solid, obtains aliphatic chain graphene oxide nonionic asphalt emulsifier repeatedly.
The preparation of 6 emulsified asphalt of embodiment
15g asphalt emulsifiers manufactured in the present embodiment are added in 200g water, soap lye is made.Take AH-90# pitches
300g is heated to 125 DEG C, and pitch and emulsifier soap lye are prepared cationic emulsified asphalt by colloid mill emulsification.
The preparation of 7 emulsified asphalt of embodiment
15g asphalt emulsifiers manufactured in the present embodiment are added in 200g water, soap lye is made.Take AH-70# pitches
300g is heated to 125 DEG C, and pitch and emulsifier soap lye are prepared cationic emulsified asphalt by colloid mill emulsification.
The preparation of 8 emulsified asphalt of embodiment
15g asphalt emulsifiers manufactured in the present embodiment are added in 200g water, soap lye is made.Take AH-100# pitches
300g is heated to 125 DEG C, and pitch and emulsifier soap lye are prepared cationic emulsified asphalt by colloid mill emulsification.
1 each emulsified asphalt of test example breaks performance
Emulsified asphalt made from embodiment 6-8 is pressed into the cationic emulsified bitumen standard (JTJ052- that Chinese transportation portion works out
2000) it is detected, the results are shown in Table 1-3.
1 normal temperature storage stability of table
The general technology performance of 2 each emulsified asphalt of table
| Emulsified asphalt | Viscosity (S) | Bitumen content (%) | Residue (%) on sieve | Attached property is wrapped up in coarse aggregate |
| Embodiment 6 | 39 | 69 | 0.02 | >2/3 |
| Embodiment 7 | 43 | 71 | 0.05 | >2/3 |
| Embodiment 8 | 31 | 67 | 0.05 | >2/3 |
The de-emulsification speed of 3 each emulsified asphalt of table
| Emulsified asphalt | Mix and stir stability |
| Embodiment 6 | Slowly it splits |
| Embodiment 7 | Slowly it splits |
| Embodiment 8 | Slowly it splits |
It can be seen from the above result that graphene oxide base lignin quaternary cation type asphalt emulsifier prepared by the present invention
The emulsified asphalt of the pitch of emulsifiable a variety of different models, preparation is fine and smooth uniform, and storage stability is good, is suitable for highway priming oil
Or the spread of sticking layer oil, slurry seal construction, and for crushed stone sealing, screening seal coat, mist sealing and repair the slight net in road surface
It splits, the characteristic with slow breaking asphalt emulsifier.Emulsified asphalt properties obtained can meet the formulation of Chinese transportation portion
Cationic emulsified bitumen standard (JTJ052-2000).
Although an embodiment of the present invention has been shown and described, it will be understood by those skilled in the art that：Not
In the case of being detached from the principle of the present invention and objective a variety of change, modification, replacement and modification can be carried out to these embodiments, this
The range of invention is limited by claim and its equivalent.
Claims (9)
1. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier, which is characterized in that including following step
Suddenly：
(1) preparation of graphene oxide：Graphene oxide is prepared using improved Hummers methods；
(2) bromo of fatty alcohol：Fatty alcohol is dissolved in glacial acetic acid, 30% hydrobromic acid is added dropwise, 50-60 DEG C of reaction 3-5h is obtained
The general formula of intermediate I, intermediate I is：CnH2n-1Br, wherein n=8-22；
(3) aliphatic chain graphene oxide nonionic asphalt emulsifier：Graphene oxide is dissolved in anhydrous acetonitrile, is added while stirring
Enter DCC and intermediate I, 40-60 DEG C of reaction 5h stops reaction, be cooled to -10~-5 DEG C, and solid is precipitated, and filtering, ethyl alcohol is repeatedly
Solid is washed, aliphatic chain graphene oxide nonionic asphalt emulsifier is obtained.
2. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier according to claim 1, special
Sign is that the ratio of the amount of the fatty alcohol and hydrobromic acid substance is 1：(2-10).
3. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier according to claim 1, special
Sign is that the ratio of the amount of the fatty alcohol and hydrobromic acid substance is 1：(4-7).
4. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier according to claim 1, special
Sign is that the ratio of the amount of the fatty alcohol and hydrobromic acid substance is 1：5.
5. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier according to claim 1, special
Sign is that the DCC can be substituted with DDC.
6. a kind of preparation method of aliphatic chain graphene oxide nonionic asphalt emulsifier according to claim 1, special
Sign is that the amount ratio of the substance of the graphene oxide and intermediate I is 1:0.5.
7. a kind of aliphatic chain graphene oxide nonionic asphalt emulsification prepared according to any of the above claim the method
Agent.
8. aliphatic chain graphene oxide nonionic asphalt emulsifier is preparing slow breaking cationic galactomannan according to claim 7
Change the application in pitch.
9. a kind of preparation method of emulsified asphalt, which is characterized in that include the following steps：Asphalt emulsification described in claim 6
The dosage of agent is the 1-5% of the emulsified asphalt gross mass prepared, adds water to be configured to aqueous solution above-mentioned asphalt emulsifier, and soap is made
Liquid；By after heating pitch and emulsifier soap lye emulsified by colloid mill, a certain amount of auxiliary agent is added, prepares cation emulsified
Pitch.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810458408.1A CN108586773A (en) | 2018-05-15 | 2018-05-15 | A kind of aliphatic chain graphene oxide nonionic asphalt emulsifier and preparation method thereof |
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| CN201810458408.1A CN108586773A (en) | 2018-05-15 | 2018-05-15 | A kind of aliphatic chain graphene oxide nonionic asphalt emulsifier and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548638A (en) * | 2020-03-24 | 2020-08-18 | 南京诚开集约建材科技有限公司 | Formula and process of graphene emulsified asphalt |
| CN117534967A (en) * | 2024-01-08 | 2024-02-09 | 克拉玛依市义恩技术服务有限责任公司 | Cationic emulsified asphalt for drilling fluid and preparation method thereof |
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| CN102516093A (en) * | 2011-12-08 | 2012-06-27 | 江苏博特新材料有限公司 | Gemini type asphalt emulsifier and preparation method thereof |
| CN106496498A (en) * | 2016-10-21 | 2017-03-15 | 山西省交通科学研究院 | A kind of Multifunctional asphalt emulsifying agent and preparation method thereof |
| CN106519262A (en) * | 2016-11-11 | 2017-03-22 | 孙霞 | Compound emulsifier for asphalt and preparation method thereof |
| CN107488263A (en) * | 2017-08-28 | 2017-12-19 | 安徽皖科新科技发展有限公司 | The preparation method of asphalt emulsifier |
-
2018
- 2018-05-15 CN CN201810458408.1A patent/CN108586773A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516093A (en) * | 2011-12-08 | 2012-06-27 | 江苏博特新材料有限公司 | Gemini type asphalt emulsifier and preparation method thereof |
| CN106496498A (en) * | 2016-10-21 | 2017-03-15 | 山西省交通科学研究院 | A kind of Multifunctional asphalt emulsifying agent and preparation method thereof |
| CN106519262A (en) * | 2016-11-11 | 2017-03-22 | 孙霞 | Compound emulsifier for asphalt and preparation method thereof |
| CN107488263A (en) * | 2017-08-28 | 2017-12-19 | 安徽皖科新科技发展有限公司 | The preparation method of asphalt emulsifier |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548638A (en) * | 2020-03-24 | 2020-08-18 | 南京诚开集约建材科技有限公司 | Formula and process of graphene emulsified asphalt |
| CN117534967A (en) * | 2024-01-08 | 2024-02-09 | 克拉玛依市义恩技术服务有限责任公司 | Cationic emulsified asphalt for drilling fluid and preparation method thereof |
| CN117534967B (en) * | 2024-01-08 | 2024-03-22 | 克拉玛依市义恩技术服务有限责任公司 | Cationic emulsified asphalt for drilling fluid and preparation method thereof |
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