CN104941509A - Micro-surfacing slow cracking and rapid setting asphalt emulsifier and preparation method thereof - Google Patents
Micro-surfacing slow cracking and rapid setting asphalt emulsifier and preparation method thereof Download PDFInfo
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- CN104941509A CN104941509A CN201510236372.9A CN201510236372A CN104941509A CN 104941509 A CN104941509 A CN 104941509A CN 201510236372 A CN201510236372 A CN 201510236372A CN 104941509 A CN104941509 A CN 104941509A
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- 239000010426 asphalt Substances 0.000 title claims abstract description 158
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title abstract description 27
- 238000005336 cracking Methods 0.000 title abstract 3
- 238000006243 chemical reaction Methods 0.000 claims abstract description 31
- 238000007259 addition reaction Methods 0.000 claims abstract description 17
- 238000007363 ring formation reaction Methods 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 150000007524 organic acids Chemical class 0.000 claims abstract description 9
- 229920000768 polyamine Polymers 0.000 claims abstract description 9
- 238000004945 emulsification Methods 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 238000007112 amidation reaction Methods 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 22
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 17
- 230000004048 modification Effects 0.000 claims description 16
- 238000012986 modification Methods 0.000 claims description 16
- 238000011938 amidation process Methods 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 8
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 8
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 8
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 6
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 5
- 239000008096 xylene Substances 0.000 claims description 5
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 4
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 229960001124 trientine Drugs 0.000 claims description 4
- 150000003738 xylenes Chemical class 0.000 claims description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims description 3
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 claims description 3
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims description 3
- 229940070765 laurate Drugs 0.000 claims description 3
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 239000002245 particle Substances 0.000 abstract description 17
- 239000002994 raw material Substances 0.000 abstract description 16
- 239000000463 material Substances 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 230000009435 amidation Effects 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- 238000003860 storage Methods 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 41
- 239000000203 mixture Substances 0.000 description 20
- 125000002091 cationic group Chemical group 0.000 description 18
- 238000011056 performance test Methods 0.000 description 16
- 239000011295 pitch Substances 0.000 description 15
- 239000000243 solution Substances 0.000 description 14
- 239000011159 matrix material Substances 0.000 description 13
- 239000007864 aqueous solution Substances 0.000 description 12
- 239000000084 colloidal system Substances 0.000 description 12
- 238000004807 desolvation Methods 0.000 description 12
- 239000004816 latex Substances 0.000 description 12
- 229920000126 latex Polymers 0.000 description 12
- 239000007787 solid Substances 0.000 description 12
- 238000010792 warming Methods 0.000 description 12
- -1 methyl acrylate compound Chemical class 0.000 description 11
- 125000003368 amide group Chemical group 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 125000002636 imidazolinyl group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
The invention discloses a micro-surfacing slow cracking and rapid setting asphalt emulsifier and a preparation method thereof. The asphalt emulsifier preparation method comprises the following steps: (1) uniformly mixing organic acid, organic polyamine and a solvent for amidation, carrying out cyclization under vacuum condition, removing the water and solvent in the system after reaction to obtain an intermediate; and (2) after the reaction system in the step (1) is cooled, carrying out addition reaction with an ethanol solution of a graft modifier and the intermediate obtained in the step (1) to obtain the asphalt emulsifier after reaction. The asphalt emulsifier is wide in preparation raw material source, simple in preparation method, moderate in reaction condition, environment-friendly and favorable for industrial production; the asphalt emulsifier has a good emulsification performance for different asphalt; the prepared emulsified asphalt is good in storage stability, uniform and fine in particles, good in adaptability with aggregate material and remarkable in slow cracking and rapid setting effect; and the emulsified asphalt can be used for preparing micro-surfacing emulsified asphalt.
Description
Technical field
The invention belongs to petrochemical industry, relating to a kind of micro-surface area with splitting fast solidifying type asphalt emulsifier and preparation method thereof slowly.
Background technology
Micro-surface area adopts that polymer modification emulsified asphalt, thickness are gathered materials by special mechanical equipment, filler, water mix and stir into slurry mixture with additive etc. according to design proportioning and paves on former road surface, and the laminate structure with high antiskid and endurance quality of very fast open to traffic.Micro zooming is as an important branch of emulsified asphalt technology, abroad both for bituminous paving, also for the cover of cement concrete pavement, be used for greatly bituminous paving and cement concrete bridge deck, tunnel Covered face of Smooth Slide etc. in China, be considered to one of effective, the most most economical means of repairing road rut and other multiple road diseases.
Micro-surface area emulsified asphalt requires as splitting fast solidifying type slowly, has both required there are enough Mixable time with gathering materials, also will can breakdown of emulsion is shaping rapidly after paving, and quick open to traffic, these performance requirements depend on asphalt emulsifier to realize.Micro-surface area proposes very high technical requirement to asphalt emulsifier, and its performance quality will directly affect construction quality and progress.It is cationic emulsifier that micro-surface area emulsified asphalt emulsifying agent used requires, facts have proved, the emulsified asphalt prepared by cationic asphalt emulsifier and stone surface absorption affinity strong, antistrip performance is good, shaping speed is fast, early strength is high, but because its hydrophilic radical has stronger polarity, therefore de-emulsification speed is fast, cause Mixable time short, and micro-surfacing mixture is cold mixing cold-application type compound, in thin pulp state in work progress, consider the requirement of construction workability and quick open to traffic, the Mixable time that therefore must control emulsified asphalt and gather materials.
It is bad that current micro-surface area asphalt emulsifier ubiquity splits fast solidifying effect slowly, and to different pitches and bad adaptability of gathering materials, phase separation is difficult to control, emulsifying agent preparation process is lengthy and tedious, formula is complicated, need add multiple auxiliary agent, the shortcoming such as cause the restricted and environment friendly of its raw material sources not good.
Summary of the invention
The object of this invention is to provide a kind of micro-surface area with splitting fast solidifying type asphalt emulsifier and preparation method thereof slowly.
The method preparing asphalt emulsifier provided by the invention, comprises the steps:
1) after amidation process being carried out in the mixing of organic acid, organic polyamine and solvent, carry out cyclization under vacuum, react complete and remove solvent in system and water, obtain intermediate;
2) until step 1) after the cooling of gained reaction system, by the ethanolic solution of graft modification agent and step 1) gained intermediate carries out addition reaction, react complete and obtain described asphalt emulsifier.
The step 1 of said method) in, described organic acid is selected from least one in capric acid, laurate, tetradecylic acid, palmitic acid, stearic acid, oleic acid, aphthenic acids, ready denier oil acid and rosin acid;
Described organic polyamine is selected from least one in ethylenediamine, diethylenetriamine, triethylene tetramine and TEPA;
It is at least one in 90-120 DEG C of benzinum that described solvent is selected from toluene, meta-xylene, ortho-xylene, paraxylene, mixed xylenes and boiling range; Wherein, described mixed xylenes is the mixture of paraxylene, ortho-xylene, meta-xylene and ethylbenzene;
The molar ratio of organic acid and organic polyamine is 1:1 ~ 2, specifically can be 1:1.1,1:1.2,1:1.3,1:1.4,1:1.5,1:1.6,1:1.7,1:1.8 or 1:1.9;
The consumption of described solvent is the 20%-50% of the gross weight of described organic acid and organic polyamine, specifically can be 25-40%, more specifically can be 20%, 30%, 40% or 50%;
In described vacuum condition, vacuum is 0.080-0.098MPa, is specially 0.092MPa.
Described step 1) in, in described amidation reaction steps, temperature is 140-180 DEG C, specifically can be 150-165 DEG C, more specifically can be 160 DEG C, 170 DEG C; Time is 2 hours-4 hours, specifically can be 2.5-3.5 hour, more specifically can be 2.0 hours, 3 hours;
In described cyclization step, temperature is 220-260 DEG C, specifically can be 230-250 DEG C, more specifically can be 240 DEG C; Time is 2 hours-6 hours, and the time is 3-4.5 hour, more specifically can be 4 hours, 5 hours.
Described step 2) in, described graft modification agent be selected from methyl acrylate, ethyl acrylate, hydroxy-ethyl acrylate, at least one of hydroxypropyl acrylate, butyl acrylate, isobutyl acrylate, tert-butyl acrylate and hy-droxybutyl.
The molar ratio of described graft modification agent and described intermediate is 1:1-1.5, specifically can be 1:1.1,1:1.2,1:1.3,1:1.4;
In the ethanolic solution of described graft modification agent, the mass percentage concentration of graft modification agent is 70-90%, specifically can be 75-85%, more specifically can be 80%;
Described step 2) in cooling step, the final temperature after cooling is 70-90 DEG C, specifically can be 75-85 DEG C;
In described addition reaction step, temperature is 80-110 DEG C, specifically can be 90-105 DEG C, more specifically can be 100 DEG C, and the time is 1 hour-3 hours, specifically can be 1.5-2.5 hour, more specifically can be 2 hours.
In addition, the asphalt emulsifier prepared according to the method described above and the application of this asphalt emulsifier in asphalt emulsification, also belong to protection scope of the present invention.Wherein, described asphalt emulsification is the asphalt emulsification carried out at micro-surface area.
Innovative point of the present invention is the design of emulsifying agent structure, be with imidazoline structure for matrix, by its modification, increase hydrophilic group end spaces steric hindrance, regulate the suction-operated of hydrophilic radical and surface of aggregate, reach the object of Mixable time controlling emulsified asphalt and gather materials.Modified emulsifying agent, under the prerequisite not affecting emulsifiability its slow fragility can be improved significantly, the emulsified asphalt prepared with this has and good splits fast solidifying effect slowly, reaches the requirement of the quick open to traffic of micro-surface area.
Asphalt emulsifier provided by the invention, its raw materials wide material sources, preparation method is simple, and reaction condition is gentle, and environmental friendliness, is easy to suitability for industrialized production.This asphalt emulsifier has good emulsifying capacity to different pitches, the emulsified asphalt storing good stability of preparation, and particulate homogenous is fine and smooth, good with adaptability of gathering materials, and splits fast solidifying successful slowly, can be used for preparing micro-surface area emulsified asphalt.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is further elaborated, but the present invention is not limited to following examples.Described method is conventional method if no special instructions.Described raw material all can obtain from open commercial sources if no special instructions.
Embodiment 1,
Be that laurate and the ethylenediamine of 1:1.4 joins there-necked flask by mol ratio, and add and account for the ortho-xylene that reaction raw materials gross weight is 40wt%, stirring is warming up to 160 DEG C, steady temperature carries out amidation process 2.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 240 DEG C, proceed cyclization 4.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 90 DEG C, the ethanolic solution of 90wt% is formulated as by with the intermediate mol ratio methyl acrylate compound that is 1:1.3, and slowly drop in intermediate, stir under 100 DEG C of conditions after dropwising and carry out addition reaction 3.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.8wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 5.0wt% of asphalt quality), be 5.0 with acid by its adjust ph, be heated to 60 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 130 DEG C the emulsified asphalt that bitumen content is 63wt%.
According to " highway engineering pitch and Asphalt Mixture Experiment code " (JTG E20--2011), performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 3.0 μm, the bin stability of 1 day and 5 days is respectively 0.6% and 3.0%, on sieve, surplus is 0.01%, and evaporated residue content is 63.0wt%, mixes and stirs as splitting type slowly with MS-3 type basalt aggregate, Mixable time for being greater than 170s, presetting period 32min.
Comparative example 1
The intermediate prepared not carrying out graft modification to the amido in its structure in embodiment 1, as asphalt emulsifier, for the preparation of emulsified asphalt, prepares the condition of emulsified asphalt with embodiment 1.Many prepared emulsified asphalts carry out performance test: emulsified asphalt is cationic, volume average particle sizes is 3.6 μm, the bin stability of 1 day and 5 days is respectively 0.7% and 4.8%, on sieve, surplus is 0.05%, evaporated residue content is 64.0wt%, mix and stir with MS-3 type basalt aggregate, Mixable time is 105s, presetting period 35min.
Embodiment 2
Be that capric acid and the ethylenediamine of 1:1 adds in there-necked flask by mol ratio, and add and account for the toluene that reaction raw materials gross weight is 20wt%, stirring is warming up to 140 DEG C, steady temperature carries out amidation process 4.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 220 DEG C, proceed cyclization 6.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 70 DEG C, the ethanolic solution of 70wt% is formulated as by with the intermediate mol ratio methyl acrylate compound that is 1:1.0, and slowly drop in intermediate, stir under 80 DEG C of conditions after dropwising and carry out addition reaction 1.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 3.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 3.0wt% of asphalt quality), be 2.0 with hydrochloric acid by its adjust ph, be heated to 55 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-90 matrix pitch being heated to 120 DEG C the emulsified asphalt that bitumen content is 60wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.1 μm, the bin stability of 1 day and 5 days is respectively 0.4% and 2.3%, on sieve, surplus is 0.01%, evaporated residue content is 62.4wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time for being greater than 180s, presetting period 25min.
Comparative example 2
The intermediate prepared not carrying out graft modification to the amido in its structure in embodiment 2, as asphalt emulsifier, for the preparation of emulsified asphalt, prepares the condition of emulsified asphalt with embodiment 2.Performance test is carried out to prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.6 μm, the bin stability of 1 day and 5 days is respectively 0.6% and 3.1%, on sieve, surplus is 0.04%, evaporated residue content is 62.2wt%, with MS-3 type basalt aggregate mix and stir into, Mixable time is 75s, presetting period 29min.
Embodiment 3
Be that capric acid and the ethylenediamine of 1:1.2 joins there-necked flask by mol ratio, and add and account for the meta-xylene that reaction raw materials gross weight is 30wt%, stirring is warming up to 150 DEG C, steady temperature carries out amidation process 3.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 230 DEG C, proceed cyclization 5.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 80 DEG C, the ethanolic solution of 80wt% is formulated as by with the intermediate mol ratio ethyl acrylate compound that is 1:1.2, and slowly drop in intermediate, stir under 90 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 2.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 3.5wt% of asphalt quality), be 3.0 with acid by its adjust ph, be heated to 70 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 110 DEG C the emulsified asphalt that bitumen content is 65wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.4 μm, the bin stability of 1 day and 5 days is respectively 0.4% and 3.2%, on sieve, surplus is 0.01%, evaporated residue content is 65.0wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time for being greater than 180s, presetting period 28min.
Comparative example 3
The imidazoline intermediate prepared not carrying out graft modification to the amido in its structure in embodiment 3, as asphalt emulsifier, for the preparation of emulsified asphalt, prepares the condition of emulsified asphalt with embodiment 3.Many prepared emulsified asphalts carry out performance test: emulsified asphalt is cationic, volume average particle sizes is 2.8 μm, the bin stability of 1 day and 5 days is respectively 0.6% and 3.5%, on sieve, surplus is 0.05%, evaporated residue content is 64.9wt%, mix and stir with MS-3 type basalt aggregate, Mixable time is 90s, presetting period 35min.
Embodiment 4
Be that tetradecylic acid and the diethylenetriamine of 1:1.6 joins there-necked flask by mol ratio, and add and account for the ortho-xylene that reaction raw materials gross weight is 50wt%, stirring is warming up to 170 DEG C, steady temperature carries out amidation process 3.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 250 DEG C, proceed cyclization 3.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 80 DEG C, the ethanolic solution of 80wt% is formulated as by with the intermediate mol ratio butyl acrylate compound that is 1:1.4, and slowly drop in intermediate, stir under 90 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 4.0wt% of asphalt quality), be 4.0 with acid by its adjust ph, be heated to 45 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-90 matrix pitch being heated to 140 DEG C the emulsified asphalt that bitumen content is 50wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.7 μm, the bin stability of 1 day and 5 days is respectively 0.5% and 4.0%, on sieve, surplus is 0.03%, evaporated residue content is 51.4wt%, with MS-3 type basalt aggregate mix and stir in split type, Mixable time is 140s, presetting period 20min.
Comparative example 4
The intermediate prepared not carrying out graft modification to the amido in its structure in embodiment 4, as asphalt emulsifier, for the preparation of emulsified asphalt, prepares the condition of emulsified asphalt with embodiment 4.Performance test is carried out to prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 3.0 μm, the bin stability of 1 day and 5 days is respectively 0.7% and 4.5%, on sieve, surplus is 0.1%, evaporated residue content is 50.1wt%, mix and stir with MS-3 type basalt aggregate, Mixable time is 60s, presetting period 25min.
Embodiment 5
Be that rosin acid and the ethylenediamine of 1:1.3 joins in there-necked flask by mol ratio, and add and account for the benzinum (boiling range is 90 ~ 120 DEG C) that reaction raw materials gross weight is 20wt%, stirring is warming up to 150 DEG C, steady temperature carries out amidation process 3.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 230 DEG C, proceed cyclization 5.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 90 DEG C, the ethanolic solution of 90wt% is formulated as by with the intermediate mol ratio hy-droxybutyl compound that is 1:1.3, and slowly drop in intermediate, stir under 90 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 3.0wt% of asphalt quality), be 3.0 with acid by its adjust ph, be heated to 45 DEG C, prepare by colloid mill and the abundant shear-mixed of AH-70 matrix pitch being heated to 110 DEG C the emulsified asphalt that bitumen content is 50.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 1.5 μm, the bin stability of 1 day and 5 days is respectively 0.4% and 3.2%, on sieve, surplus is 0.03%, evaporated residue content is 50.6wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 160s, presetting period 26min.
Embodiment 6
Be that aphthenic acids and the diethylenetriamine of 1:1.1 joins in there-necked flask by mol ratio, and add and account for the mixed xylenes that reaction raw materials gross weight is 30wt%, stirring is warming up to 160 DEG C, steady temperature carries out amidation process 4.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 240 DEG C, proceed cyclization 4.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 80 DEG C, the ethanolic solution of 80wt% is formulated as by with the intermediate mol ratio butyl acrylate compound that is 1:1.5, and slowly drop in intermediate, stir under 80 DEG C of conditions after dropwising and carry out addition reaction 3.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 2.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 4.0wt% of asphalt quality), be 4.0 with acid by its adjust ph, be heated to 55 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 140 DEG C the emulsified asphalt that bitumen content is 60.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.2 μm, the bin stability of 1 day and 5 days is respectively 0.3% and 3.1%, on sieve, surplus is 0.02%, evaporated residue content is 60.5wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 180s, presetting period 25min.
Embodiment 7
Be that tetradecylic acid and the triethylene tetramine of 1:1.2 joins in there-necked flask by mol ratio, and add and account for the Mixed XYLENE that reaction raw materials gross weight is 40wt%, stirring is warming up to 170 DEG C, steady temperature carries out amidation process 2.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 250 DEG C, proceed cyclization 3.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 70 DEG C, the ethanolic solution of 70wt% is formulated as by with the intermediate mol ratio tert-butyl acrylate compound that is 1:1.4, and slowly drop in intermediate, stir under 90 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 3.0wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 5.0wt% of asphalt quality), be 5.0 with acid by its adjust ph, be heated to 65 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-90 matrix pitch being heated to 160 DEG C the emulsified asphalt that bitumen content is 70.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.0 μm, the bin stability of 1 day and 5 days is respectively 0.4% and 3.5%, on sieve, surplus is 0.02%, evaporated residue content is 60.8wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 160s, presetting period 18min.
Embodiment 8
Be that palmitic acid and the diethylenetriamine of 1:1.8 joins there-necked flask by mol ratio, and add and account for the ortho-xylene that reaction raw materials gross weight is 30wt%, stirring is warming up to 180 DEG C, steady temperature carries out amidation process 2.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 260 DEG C, proceed cyclization 2.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 70 DEG C, the ethanolic solution of 70wt% is formulated as by with the intermediate mol ratio hydroxy-ethyl acrylate compound that is 1:1.5, and slowly drop in intermediate, stir under 80 DEG C of conditions after dropwising and carry out addition reaction 1.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.6wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 4.5wt% of asphalt quality), be 2.0 with acid by its adjust ph, be heated to 65 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 110 DEG C the emulsified asphalt that bitumen content is 70wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 3.0 μm, the bin stability of 1 day and 5 days is respectively 0.1% and 3.6%, on sieve, surplus is 0.06%, evaporated residue content is 67.0wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 160s, presetting period 26min.
Embodiment 9
Be that stearic acid and the TEPA of 1:1.9 joins there-necked flask by mol ratio, and add and account for the ortho-xylene that reaction raw materials gross weight is 50wt%, stirring is warming up to 160 DEG C, steady temperature carries out amidation process 4.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 240 DEG C, proceed cyclization 4.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 90 DEG C, the ethanolic solution of 90wt% is formulated as by with the intermediate mol ratio hydroxy-ethyl acrylate compound that is 1:1.3, and slowly drop in intermediate, stir under 100 DEG C of conditions after dropwising and carry out addition reaction 3.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 2.4wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 3.0wt% of asphalt quality), be 4.0 with acid by its adjust ph, be heated to 65 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-90 matrix pitch being heated to 125 DEG C the emulsified asphalt that bitumen content is 55.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 1.7 μm, the bin stability of 1 day and 5 days is respectively 0.3% and 3.2%, on sieve, surplus is 0.08%, evaporated residue content is 55.0wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is greater than 180s, presetting period 19min.
Embodiment 10
By mol ratio be 1:1.7 appropriate you acid with TEPA join in there-necked flask, and add and account for the ortho-xylene that reaction raw materials gross weight is 40wt%, stirring is warming up to 150 DEG C, steady temperature carries out amidation process 3.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 230 DEG C, proceed cyclization 5.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 80 DEG C, the ethanolic solution of 80wt% is formulated as by with the intermediate mol ratio butyl acrylate compound that is 1:1.2, and slowly drop in intermediate, stir under 110 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.4wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 5.0wt% of asphalt quality), be 4.0 with acid by its adjust ph, be heated to 70 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 135 DEG C the emulsified asphalt that bitumen content is 70.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 1.4 μm, the bin stability of 1 day and 5 days is respectively 0.8% and 3.7%, on sieve, surplus is 0.04%, evaporated residue content is 63.3wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 120s, presetting period 23min.
Embodiment 11
Be that stearic acid and the triethylene tetramine of 1:2.0 joins there-necked flask by mol ratio, and add and account for the paraxylene that reaction raw materials gross weight is 40wt%, stirring is warming up to 170 DEG C, steady temperature carries out amidation process 3.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 250 DEG C, proceed cyclization 3.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 80 DEG C, the ethanolic solution of 80wt% is formulated as by with the intermediate mol ratio ethyl acrylate compound that is 1:1.4, and slowly drop in intermediate, stir under 90 DEG C of conditions after dropwising and carry out addition reaction 2.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 2.2wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 3.7wt% of asphalt quality), be 3.0 with acid by its adjust ph, be heated to 50 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-70 matrix pitch being heated to 120 DEG C the emulsified asphalt that bitumen content is 65wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 2.4 μm, the bin stability of 1 day and 5 days is respectively 0.7% and 3.7%, on sieve, surplus is 0.02%, evaporated residue content is 64.9wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is greater than 180s, presetting period 22min.
Embodiment 12
Be that aphthenic acids and the ethylenediamine of 1:1.5 joins in there-necked flask by mol ratio, and add and account for the benzinum (boiling range is 90 ~ 120 DEG C) that reaction raw materials gross weight is 30wt%, stirring is warming up to 140 DEG C, steady temperature carries out amidation process 2.0 hours, then under vacuum (vacuum 0.092MPa) raises temperature of reaction system to 220 DEG C, proceed cyclization 6.0 hours, the water of desolvation and generation, obtain intermediate, after temperature is down to 70 DEG C, the ethanolic solution of 70wt% is formulated as by with the intermediate mol ratio tert-butyl acrylate compound that is 1:1.1, and slowly drop in intermediate, stir under 100 DEG C of conditions after dropwising and carry out addition reaction 1.0 hours, namely asphalt emulsifier product is obtained.
The micro-surface area asphalt emulsifier of above-mentioned preparation is mixed with the aqueous solution by the 1.5wt% of emulsified asphalt gross mass, add SBR latex (solid content accounts for the 4.7wt% of asphalt quality), be 2.0 with acid by its adjust ph, be heated to 50 DEG C, prepare by colloid mill and the CNOOC's abundant shear-mixed of Suizhong 36-1AH-90 matrix pitch being heated to 130 DEG C the emulsified asphalt that bitumen content is 60.0wt%.
Performance test is carried out to above-mentioned prepared emulsified asphalt: emulsified asphalt is cationic, volume average particle sizes is 1.5 μm, the bin stability of 1 day and 5 days is respectively 0.4% and 3.5%, on sieve, surplus is 0.01%, evaporated residue content is 62.3wt%, mix and stir as splitting type slowly with MS-3 type basalt aggregate, Mixable time is 170s, presetting period 16min.
Claims (10)
1. prepare a method for asphalt emulsifier, comprise the steps:
1) after amidation process being carried out in the mixing of organic acid, organic polyamine and solvent, carry out cyclization under vacuum, react complete and remove solvent in system and water, obtain intermediate;
2) until step 1) after the cooling of gained reaction system, by the ethanolic solution of graft modification agent and step 1) gained intermediate carries out addition reaction, react complete and obtain described asphalt emulsifier.
2. method according to claim 1, is characterized in that: described step 1) in, described organic acid is selected from least one in capric acid, laurate, tetradecylic acid, palmitic acid, stearic acid, oleic acid, aphthenic acids, ready denier oil acid and rosin acid;
Described organic polyamine is selected from least one in ethylenediamine, diethylenetriamine, triethylene tetramine and TEPA;
It is at least one in 90-120 DEG C of benzinum that described solvent is selected from toluene, meta-xylene, ortho-xylene, paraxylene, mixed xylenes and boiling range.
3. method according to claim 1 and 2, is characterized in that: described step 1) in, the molar ratio of organic acid and organic polyamine is 1:1 ~ 2;
The consumption of described solvent is the 20%-50% of the gross weight of described organic acid and organic polyamine;
In described vacuum condition, vacuum is 0.080MPa-0.098MPa, is specially 0.092MPa.
4., according to described method arbitrary in claim 1-3, it is characterized in that: described step 1) in, in described amidation reaction steps, temperature is 140 DEG C-180 DEG C, and the time is 2 hours-4 hours;
In described cyclization step, temperature is 220 DEG C-260 DEG C, and the time is 2 hours-6 hours.
5. according to described method arbitrary in claim 1-4, it is characterized in that: described step 2) in, described graft modification agent is selected from least one of methyl acrylate, ethyl acrylate, hydroxy-ethyl acrylate, hydroxypropyl acrylate, butyl acrylate, isobutyl acrylate, tert-butyl acrylate and hy-droxybutyl.
6., according to described method arbitrary in claim 1-5, it is characterized in that: described step 2) in, the molar ratio of described graft modification agent and described intermediate is 1:1-1.5;
In the ethanolic solution of described graft modification agent, the mass percentage concentration of graft modification agent is 70%-90%.
7., according to described method arbitrary in claim 1-6, it is characterized in that: described step 2) in cooling step, the final temperature after cooling is 70-90 DEG C;
In described addition reaction step, temperature is 80-110 DEG C, and the time is 1 hour-3 hours.
8. the asphalt emulsifier for preparing of the arbitrary described method of claim 1-7.
9. the application of asphalt emulsifier described in claim 8 in asphalt emulsification.
10. application according to claim 9, is characterized in that: described asphalt emulsification is the asphalt emulsification carried out at micro-surface area.
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Effective date of registration: 20170301 Address after: 100010 Beijing, Chaoyangmen, North Street, No. 25, No. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Patentee after: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee after: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. Address before: 100010 Beijing, Chaoyangmen, North Street, No. 25, No. Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. Patentee before: CHINA OFFSHORE OIL & GAS DEVELOPMENT & UTILIZATION Co. Patentee before: CNOOC (QINGDAO) HEAVY OIL PROCESSING ENGINEERING TECHNOLOGY RESEARCH CENTER Co.,Ltd. |
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Address after: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee after: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee after: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. Address before: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee before: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee before: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. |
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Effective date of registration: 20180503 Address after: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee after: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee after: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee after: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. Co-patentee after: CNOOC (QINGDAO) HEAVY OIL PROCESSING ENGINEERING TECHNOLOGY RESEARCH CENTER Co.,Ltd. Address before: 100010 Chaoyangmen North Street, Dongcheng District, Dongcheng District, Beijing Co-patentee before: CNOOC OIL & PETROCHEMICALS Co.,Ltd. Patentee before: CHINA NATIONAL OFFSHORE OIL Corp. Co-patentee before: CNOOC RESEARCH INSTITUTE OF REFINING AND PETROCHEMICALS (BEIJING) Co.,Ltd. |
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