CN108912347A - A kind of preparation method of high stable type lignin asphalt emulsifier - Google Patents
A kind of preparation method of high stable type lignin asphalt emulsifier Download PDFInfo
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- CN108912347A CN108912347A CN201810943355.2A CN201810943355A CN108912347A CN 108912347 A CN108912347 A CN 108912347A CN 201810943355 A CN201810943355 A CN 201810943355A CN 108912347 A CN108912347 A CN 108912347A
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- lignin
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- asphalt emulsifier
- stable type
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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
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
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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
Abstract
The present invention relates to a kind of preparation methods of high stable type lignin asphalt emulsifier, belong to asphalt emulsifier technical field.Technical solution of the present invention is modified processing to lignin material by the way that the phenolic substances of the antioxygenic property contained in black garlic is extracted and collected to black garlic, since lignin is present in plant fiber, with complex space reticular structure, in the structural unit of lignin, pass through the neighbour contained in the phenolic substances extracting and collect, there is more active hydrogen atom on the position α on carbonyl in contraposition and side chain, the organic amine group of lotus positive electricity is connected in lignin molecule structure, change it electrically, after the electropositive of group is increased sufficiently to offset original elecrtonegativity in lignin molecule structure, lignin molecule starts to show electropositive feature, make it have excellent complexing, dispersibility and adhesiveness, effectively improve the stability of the emulsification agent material of preparation.
Description
Technical field
The present invention relates to a kind of preparation methods of high stable type lignin asphalt emulsifier, belong to asphalt emulsifier technology neck
Domain.
Background technique
Cationic lignin amine be it is water-soluble, to formed cationic asphalt lotion it is largely effective.It has been used to CSS grades
（Cation is split slowly）Application of emulsified asphalt, such as palliative, pitch adhesion coating, sealant and surface treatment etc..Led to by lignin
The lignin amine and lignin quaternary for crossing Mannich reaction or the preparation of O- alkylated reaction obtain in cationic emulsified bitumen
It must be widely applied.It belongs to slow breaking cationic emulsifier, and cheap, the emulsified asphalt energy and fine aggregate prepared with it
It mixes and stirs to obtain uniform thin pulp, therefore, is particularly suitable for applying in slurry seal.
Certainly, from the point of view of the application of current lignin amine asphalt emulsifier, there is also some shortcomingss, such as：Emulsifying power
Power is poor, and the storage stability of emulsified asphalt is also undesirable, and when being used for slurry seal, de-emulsification speed is too slow etc..Lignin sulfonic acid
Salt is the main component in spentsulfiteliquor, usually there is the lignosulfonates of sodium, calcium and ammonium salt base, belongs to anion cream
Agent is used to prepare anionic emulsified bitumen.It can also add it in certain cation emulsions, to slow down cation emulsion
De-emulsification speed obtains covering uniform cationic emulsified bitumen mixture.But due to anionic emulsified bitumen and acidic aggregate
Adhesiveness it is bad, anionic emulsified bitumen is replaced cationic emulsified bitumen at present, and therefore, lignosulfonates are in cream
The application changed in pitch is restricted.
Summary of the invention
The technical problems to be solved by the invention：It is not high for existing lignin asphalt emulsifier material settling out performance, with
The bad problem of the adhesiveness of acidic aggregate provides a kind of preparation method of high stable type lignin asphalt emulsifier.
In order to solve the above technical problems, the technical solution adopted by the present invention is that：
（1）Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, incited somebody to action
Sieve powder is added in ethanol solution, is stirred simultaneously ultrasound assisted extraction, is stood cooling after insulation reaction, obtain extracting solution；
（2）By extracting solution rotary evaporation, obtain extraction concentrate, according to parts by weight, respectively weigh 45~50 parts of lignin, 10~
15 parts of 1% sulfuric acid of mass fraction and 85~90 portions of extraction concentrates are placed in a beaker, and are stirred and oil bath heating, standing cool down
To room temperature, filter cake is filtered and collected, washs to obtain modified lignin resin；
（3）According to parts by weight, 45~50 parts of 5% trimethylamine solutions of mass fraction, 10~15 parts of mass fractions 1% are weighed respectively
Hydrochloric acid and 45~50 parts of epoxychloropropane are placed in three-necked flask, are stirred and are placed in 3~5h of insulation reaction at 0~10 DEG C,
To after the reaction was completed, obtain reaction solution and be 8.0 to ammonia is led in reaction solution to reaction solution pH, after standing 6~8h, collect modified
Matrix liquid；
（4）According to parts by weight, 45~50 parts of modified matrix liquid, 10~15 parts of modified lignin resins, 1~2 part of sulfuric acid are weighed respectively
Dimethyl ester and 1~2 part of dibutyl tin dilaurate are placed in three-necked flask, are stirred simultaneously oil bath heating, are filtered and collect filter
Liquid, standing are cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsifier.
Step（1）The Extracting temperature is 75~80 DEG C.
Step（2）The rotating evaporation temperature is 40~45 DEG C.
Step（2）The rotary evaporation is rotary evaporation to the 1/5 of extracting liquid volume.
Step（4）The oil bath heating temperature is 120~130 DEG C.
The present invention is compared with other methods, and advantageous effects are：
Technical solution of the present invention to black garlic by extracting and collecting the phenolic substances pair of the antioxygenic property contained in black garlic
Lignin material is modified processing, since lignin is present in plant fiber, has complex space reticular structure, wooden
In the structural unit of element, pass through the position α on the carbonyl on the ortho para and side chain that contain in the phenolic substances extracting and collect
On have more active hydrogen atom, this hydrogen-like atom be easy reacts with formaldehyde, fatty amine, can be the organic amino group of lotus positive electricity
Group is connected in lignin molecule structure, changes it electrically, when the electropositive of group is increased sufficiently to offset lignin molecule knot
In structure after original elecrtonegativity, lignin molecule starts to show electropositive feature, makes it have excellent complexing, divides
Dissipate property and adhesiveness, simultaneously because the black garlic total phenol substance of preparation contain the strong bioactivity of more free radical scavenging ability at
Point, hydroxyl radical free radical can be removed, inhibits the oxidation reaction as caused by hydrophilic radical APPH, further increases the emulsification of preparation
The stability of agent material.
Specific embodiment
Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, it will
Sieving powder be added in 80% ethanol solution of mass fraction, be stirred be placed in ultrasound assisted extraction 1 under 100~150W~
2h, control Extracting temperature are 75~80 DEG C, stand after insulation reaction and are cooled to 40~45 DEG C, obtain extracting solution and keep the temperature rotary evaporation
To the 1/5 of extracting liquid volume, extraction concentrate is obtained；According to parts by weight, 45~50 parts of lignin, 10~15 parts of matter are weighed respectively
Amount 1% sulfuric acid of score and 85~90 portions of extraction concentrates are placed in a beaker, and are stirred and are placed in oil bath heating 3 at 85~90 DEG C
~5h, standing are cooled to room temperature, and filter and collect filter cake, and filter cake is washed with deionized and is in neutrality to cleaning solution pH, obtains modification
Lignin；According to parts by weight, 45~50 parts of 5% trimethylamine solutions of mass fraction, 10~15 parts of mass fractions 1% are weighed respectively
Hydrochloric acid and 45~50 parts of epoxychloropropane are placed in three-necked flask, are stirred and are placed in 3~5h of insulation reaction at 0~10 DEG C,
To after the reaction was completed, obtain reaction solution and be 8.0 to ammonia is led in reaction solution to reaction solution pH, after standing 6~8h, collect modified
Matrix liquid；According to parts by weight, 45~50 parts of modified matrix liquid, 10~15 parts of modified lignin resins, 1~2 part of sulfuric acid are weighed respectively
Dimethyl ester and 1~2 part of dibutyl tin dilaurate are placed in three-necked flask, are stirred and are placed in 120~130 DEG C of oil bath heatings
3~5h filters and collects filtrate, and standing is cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsifier.
Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, it will
Sieving powder is added in 80% ethanol solution of mass fraction, is stirred and is placed in ultrasound assisted extraction 1h under 100W, is controlled
Extracting temperature is 75 DEG C, stands after insulation reaction and is cooled to 40 DEG C, obtains extracting solution and keep the temperature rotary evaporation to extracting liquid volume
1/5, obtain extraction concentrate；According to parts by weight, 45 parts of lignin of weighing, 10 parts of 1% sulfuric acid of mass fraction and 85 parts mention respectively
It takes concentrate to be placed in a beaker, is stirred and is placed in oil bath heating 3h, standing at 85 DEG C and is cooled to room temperature, filter and collect filter
Cake is washed with deionized filter cake and is in neutrality to cleaning solution pH, obtains modified lignin resin；According to parts by weight, 45 parts are weighed respectively
5% trimethylamine solution of mass fraction, 10 parts of 1% hydrochloric acid of mass fraction and 45 parts of epoxychloropropane are placed in three-necked flask, stirring
Mixing is placed in insulation reaction 3h at 0 DEG C, to after the reaction was completed, obtain reaction solution and be to ammonia logical in reaction solution to reaction solution pH
8.0, after standing 6h, collect to obtain modified matrix liquid；According to parts by weight, 45 parts of modified matrix liquid, 10 parts of innovation woods are weighed respectively
Quality, 1 part of dimethyl suflfate and 1 part of dibutyl tin dilaurate are placed in three-necked flask, are stirred and are placed in 120 DEG C of oil baths
3h is heated, filtrate is filtered and collect, standing is cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsification
Agent.
Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, it will
Sieving powder is added in 80% ethanol solution of mass fraction, is stirred and is placed in ultrasound assisted extraction 2h under 124W, is controlled
Extracting temperature is 77 DEG C, stands after insulation reaction and is cooled to 42 DEG C, obtains extracting solution and keep the temperature rotary evaporation to extracting liquid volume
1/5, obtain extraction concentrate；According to parts by weight, 47 parts of lignin of weighing, 12 parts of 1% sulfuric acid of mass fraction and 87 parts mention respectively
It takes concentrate to be placed in a beaker, is stirred and is placed in oil bath heating 4h, standing at 87 DEG C and is cooled to room temperature, filter and collect filter
Cake is washed with deionized filter cake and is in neutrality to cleaning solution pH, obtains modified lignin resin；According to parts by weight, 47 parts are weighed respectively
5% trimethylamine solution of mass fraction, 12 parts of 1% hydrochloric acid of mass fraction and 47 parts of epoxychloropropane are placed in three-necked flask, stirring
Mixing is placed in insulation reaction 4h at 5 DEG C, to after the reaction was completed, obtain reaction solution and be to ammonia logical in reaction solution to reaction solution pH
8.0, after standing 7h, collect to obtain modified matrix liquid；According to parts by weight, 47 parts of modified matrix liquid, 12 parts of innovation woods are weighed respectively
Quality, 2 parts of dimethyl suflfates and 2 parts of dibutyl tin dilaurates are placed in three-necked flask, are stirred and are placed in 125 DEG C of oil baths
4h is heated, filtrate is filtered and collect, standing is cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsification
Agent.
Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, it will
Sieving powder is added in 80% ethanol solution of mass fraction, is stirred and is placed in ultrasound assisted extraction 2h under 150W, is controlled
Extracting temperature is 80 DEG C, stands after insulation reaction and is cooled to 45 DEG C, obtains extracting solution and keep the temperature rotary evaporation to extracting liquid volume
1/5, obtain extraction concentrate；According to parts by weight, 50 parts of lignin of weighing, 15 parts of 1% sulfuric acid of mass fraction and 90 parts mention respectively
It takes concentrate to be placed in a beaker, is stirred and is placed in oil bath heating 5h, standing at 90 DEG C and is cooled to room temperature, filter and collect filter
Cake is washed with deionized filter cake and is in neutrality to cleaning solution pH, obtains modified lignin resin；According to parts by weight, 50 parts are weighed respectively
5% trimethylamine solution of mass fraction, 15 parts of 1% hydrochloric acid of mass fraction and 50 parts of epoxychloropropane are placed in three-necked flask, stirring
Mixing is placed in insulation reaction 5h at 10 DEG C, to after the reaction was completed, obtain reaction solution and to ammonia logical in reaction solution to reaction solution pH
It is 8.0, after standing 8h, collects to obtain modified matrix liquid；According to parts by weight, 50 parts of modified matrix liquid, 15 parts of modifications are weighed respectively
Lignin, 2 parts of dimethyl suflfates and 2 parts of dibutyl tin dilaurates are placed in three-necked flask, are stirred and are placed in 130 DEG C of oil
Bath heating 5h, filters and collects filtrate, and standing is cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsification
Agent.
Example 1,2,3 prepared by the present invention is tested for the property, specific test result is as follows shown in table table 1：
1 performance test table of table
As seen from the above table, emulsification agent material prepared by the present invention has excellent emulsifiability and peeling resistance.
Claims (5)
1. a kind of preparation method of high stable type lignin asphalt emulsifier, it is characterised in that specifically preparation step is：
（1）Black garlic and vacuum freeze drying are taken, grinds and sieves with 100 mesh sieve, collects sieving powder and in mass ratio 1:10, incited somebody to action
Sieve powder is added in ethanol solution, is stirred simultaneously ultrasound assisted extraction, is stood cooling after insulation reaction, obtain extracting solution；
（2）By extracting solution rotary evaporation, obtain extraction concentrate, according to parts by weight, respectively weigh 45~50 parts of lignin, 10~
15 parts of 1% sulfuric acid of mass fraction and 85~90 portions of extraction concentrates are placed in a beaker, and are stirred and oil bath heating, standing cool down
To room temperature, filter cake is filtered and collected, washs to obtain modified lignin resin；
（3）According to parts by weight, 45~50 parts of 5% trimethylamine solutions of mass fraction, 10~15 parts of mass fractions 1% are weighed respectively
Hydrochloric acid and 45~50 parts of epoxychloropropane are placed in three-necked flask, are stirred and are placed in 3~5h of insulation reaction at 0~10 DEG C,
To after the reaction was completed, obtain reaction solution and be 8.0 to ammonia is led in reaction solution to reaction solution pH, after standing 6~8h, collect modified
Matrix liquid；
（4）According to parts by weight, 45~50 parts of modified matrix liquid, 10~15 parts of modified lignin resins, 1~2 part of sulfuric acid are weighed respectively
Dimethyl ester and 1~2 part of dibutyl tin dilaurate are placed in three-necked flask, are stirred simultaneously oil bath heating, are filtered and collect filter
Liquid, standing are cooled to room temperature, and can be prepared into the high stable type lignin asphalt emulsifier.
2. a kind of preparation method of high stable type lignin asphalt emulsifier according to claim 1, it is characterised in that：Step
Suddenly（1）The Extracting temperature is 75~80 DEG C.
3. a kind of preparation method of high stable type lignin asphalt emulsifier according to claim 1, it is characterised in that：Step
Suddenly（2）The rotating evaporation temperature is 40~45 DEG C.
4. a kind of preparation method of high stable type lignin asphalt emulsifier according to claim 1, it is characterised in that：Step
Suddenly（2）The rotary evaporation is rotary evaporation to the 1/5 of extracting liquid volume.
5. a kind of preparation method of high stable type lignin asphalt emulsifier according to claim 1, it is characterised in that：Step
Suddenly（4）The oil bath heating temperature is 120~130 DEG C.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110025003A (en) * | 2019-04-30 | 2019-07-19 | 冯云菊 | A kind of grease gel emulsifies the preparation method of agent material with stable type |
| CN112309623A (en) * | 2020-10-10 | 2021-02-02 | 安徽龙庵电缆集团有限公司 | Submarine demagnetizing cable and preparation method thereof |
| CN112521624A (en) * | 2019-12-31 | 2021-03-19 | 济南圣泉集团股份有限公司 | Phenolated lignin, amphoteric lignin emulsifier, emulsified asphalt and preparation method |
| CN112961373A (en) * | 2021-02-19 | 2021-06-15 | 上海昶法新材料有限公司 | Method for preparing high-temperature-resistant lignin asphalt emulsifier through microwave catalysis |
| CN113150308A (en) * | 2021-02-19 | 2021-07-23 | 上海昶法新材料有限公司 | Method for preparing lignin asphalt emulsifier from soda pulping waste liquor |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110025003A (en) * | 2019-04-30 | 2019-07-19 | 冯云菊 | A kind of grease gel emulsifies the preparation method of agent material with stable type |
| CN112521624A (en) * | 2019-12-31 | 2021-03-19 | 济南圣泉集团股份有限公司 | Phenolated lignin, amphoteric lignin emulsifier, emulsified asphalt and preparation method |
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| CN112309623B (en) * | 2020-10-10 | 2022-03-01 | 安徽龙庵电缆集团有限公司 | Submarine demagnetizing cable and preparation method thereof |
| CN112961373A (en) * | 2021-02-19 | 2021-06-15 | 上海昶法新材料有限公司 | Method for preparing high-temperature-resistant lignin asphalt emulsifier through microwave catalysis |
| CN113150308A (en) * | 2021-02-19 | 2021-07-23 | 上海昶法新材料有限公司 | Method for preparing lignin asphalt emulsifier from soda pulping waste liquor |
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Application publication date: 20181130 |