CN114316361A - Asphalt additive comprising hydroxylamine compound or salt thereof, asphalt composition and asphalt mixture comprising the same - Google Patents
Asphalt additive comprising hydroxylamine compound or salt thereof, asphalt composition and asphalt mixture comprising the same Download PDFInfo
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- CN114316361A CN114316361A CN202111036174.XA CN202111036174A CN114316361A CN 114316361 A CN114316361 A CN 114316361A CN 202111036174 A CN202111036174 A CN 202111036174A CN 114316361 A CN114316361 A CN 114316361A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
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- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/12—Nitrogen containing compounds organic derivatives of hydrazine
- C04B24/122—Hydroxy amines
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- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
- C04B26/02—Macromolecular compounds
- C04B26/26—Bituminous materials, e.g. tar, pitch
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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
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/0075—Uses not provided for elsewhere in C04B2111/00 for road construction
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Abstract
The present invention relates to an asphalt additive using a hydroxylamine compound or a salt thereof, an asphalt composition containing the asphalt additive, and an asphalt mixture containing the asphalt composition, and the asphalt composition and the asphalt mixture of the present invention, which are remarkably improved in not only miscibility with aggregates and the like, water resistance, and warm-mix property, but also free from an ammonia odor generated by conventional additives, and thus are greatly improved in workability and environmental properties, by containing the asphalt additive of the present invention.
Description
Technical Field
The present invention relates to an asphalt additive comprising a hydroxylamine compound or a salt thereof, an asphalt composition comprising the asphalt additive, and an asphalt mixture comprising the asphalt composition, and particularly, to an asphalt composition and an asphalt mixture comprising the asphalt composition, which improve the water resistance and compactibility of asphalt and aggregates without an ammonia odor generated by existing additives.
Background
Asphalt Mixture (Asphalt mix) is generally called Asphalt concrete, which is prepared by a process of adding Asphalt (Asphalt), Aggregate (Aggregate), Filler (Filler), etc. in an Asphalt Mixing Plant (Asphalt Mixing Plant), heating this material to a high temperature of 160-.
Therefore, in order to prepare the asphalt mixture, not only much energy is required to perform high-temperature heating, but also emission of harmful gases such as carbon dioxide, sulfur oxides, nitrogen oxides, etc. occurs during construction, and thus, there is a possibility that the surrounding environment and the health of workers are adversely affected. Further, in paving roads, the time required for cooling the asphalt mixture produced at high temperatures of 160-.
In addition, after the industrial revolution, the use of fossil fuels has increased due to population growth and industrialization, resulting in an increase in the amount of emission of greenhouse gases, and a global warming phenomenon in which the average temperature of the earth has risen has occurred with the increase in the concentration of greenhouse gases in the atmosphere. As a result, efforts have been made to reduce the amount of carbon dioxide emissions in accordance with the paris climate change agreement of 2015. In korea, the government has set policy directions for carbon emission reduction manufacturing technologies, and thus, asphalt manufacturers in korea are now required to develop a technology that can minimize the generation of carbon and the use of petroleum energy by lowering the production temperature of asphalt mixture.
As for paving roads, one of innovative technologies that can achieve carbon emission reduction is the Warm Mix Asphalt (WMA) technology. The warm mix asphalt is an asphalt mixture that can be mixed at a lower temperature than the existing high-temperature mix asphalt while maintaining excellent quality of the paved road. Generally, the mixing temperature of the warm-mixed asphalt is about 30 ℃ lower than the mixing temperature of the prior 150-180 ℃ by 120-150 ℃.
Compared with the heating of the asphalt mixture, the production temperature and the compaction temperature of the warm-mixed asphalt are low, so that the warm-mixed asphalt has the advantages of energy cost reduction, smoke emission reduction, early traffic opening through shortening of cooling time and the like.
However, according to the paving technique of the warm-mix asphalt mixture as described above, since the aggregate is heated at a lower temperature than the existing heated asphalt mixture, there is a limitation in removing moisture present in the aggregate in the process of preparing the asphalt mixture, and the asphalt viscosity is relatively high, thereby being disadvantageous to the aggregate coating of the asphalt.
As a result, the warm-mix asphalt mixture has low mixability between asphalt and aggregate as compared with the heated asphalt mixture, and the adhesion and adhesion between the aggregate and the asphalt are weakened due to water introduced into the asphalt pavement, resulting in a decrease in water stability, and thus, the dropping of the aggregate and the asphalt is induced.
Sasobit Wax (Sasobit Wax) is a Wax (Wax) -based type additive, which is widely known as a warm-mix asphalt additive, and is an additive of a mixed material using hydrocarbon chains generated from gas through a Fischer-Tropsch synthesis (Fischer-Tropsch) process, and is known to have an effect of reducing the viscosity of asphalt during the preparation of an asphalt mixture, thereby having an effect of improving the mixability and workability also at a medium temperature. However, since the water resistance of the asphalt subjected to construction is poor, a peeling phenomenon occurs in which the asphalt rapidly peels off from the aggregate in the case of repeated freezing and thawing such as in winter, and thus there is a problem in that damage to the road surface is caused.
In order to solve such problems, warm mix additives that can improve the performance of warm mix asphalt mixtures are actively being studied. Cases are increasing in which a Wax (Wax) -based type additive that improves fluidity of asphalt at 120-150 ℃ lower than the existing mixing temperature and a vinylamine-based type anti-stripping agent are mixed and used, or attempts are made to simultaneously ensure workability and water resistance of an asphalt mixture by developing a warm-mix asphalt additive of the vinylamine-based type. However, in this case, since both types of additives are used, the cost may become excessively high, or a worker may feel uncomfortable due to the ammonia odor generated from the vinylamine-based type additive, and thus improvement is required.
Accordingly, there is a need for an improved warm mix asphalt mixture for solving the problems as described above.
[ Prior art documents ]
[ patent document ]
Korean grant No. 10-1771412
Disclosure of Invention
Technical problem to be solved
The present invention provides an asphalt additive comprising a hydroxylamine compound or a salt thereof having surprisingly improved thermal stability, water resistance and warm-mix properties.
Furthermore, the present invention provides an asphalt composition comprising the asphalt additive of the present invention and an asphalt mixture comprising said asphalt composition.
Technical scheme
The present invention provides an asphalt additive comprising a hydroxylamine compound having a specific functional group and structure or a salt thereof, the hydroxylamine compound of the present invention being represented by the following chemical formula 1.
[ chemical formula 1]
(in the chemical formula 1, R1Is hydrogen, C1-C10 alkoxy or-L2-OH；L1To L4Independently of one another, is C1-C10 alkylene; r is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxyl C5-C30 alkenyl or
L 'is C1-C10 alkylene, R' is hydrogen, C1-C30 alkyl or hydroxy C1-C30 alkyl, n is an integer of 0-10; m is an integer of 1 to 5; said L1To L4The alkylene group of (a) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a hydroxyl C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy C1-C30 alkyl group. )
Preferably, in chemical formula 1 according to one embodiment of the present invention, R1Is C1-C10 alkoxy or x-L2-OH；L1To L4Independently of one another, is C1-C5 alkylene; r is C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl or
L 'is C1-C4 alkylene, R' is hydrogen or C1-C30 alkyl, n is an integer from 1 to 3; m is an integer of 1 to 2; said L1To L4The alkylene group of (A) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy group, a C1-C30 alkyl group.
In order to provide the asphalt additive including chemical formula 1 with further improved water resistance and warm-mix properties, chemical formula 1 of one embodiment of the present invention may preferably be represented by the following chemical formula 2.
[ chemical formula 2]
(in the chemical formula 2, R is C5-C30 alkoxy; R11Is hydrogen, C1-C30 alkyl, C1-C30Alkoxy or C5-C30 alkoxy C1-C30 alkyl; r12Is hydrogen, C1-C30 alkyl or C5-C30 alkoxy C1-C30 alkyl; p, q and r are each independently an integer of 1 to 5. )
Preferably, in chemical formula 2 of one embodiment of the present invention, R may be a C10-C30 alkoxy group; r11Can be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; r12Can be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; p, q and r may be, independently of one another, integers from 1 to 3.
Further, the present invention provides a bitumen composition comprising the bitumen additive of the present invention and a bitumen.
The asphalt composition according to an embodiment of the present invention may contain the asphalt additive of the present invention in an amount of 0.05 to 10 parts by weight, relative to 100 parts by weight of asphalt.
The asphalt composition according to an embodiment of the present invention may further comprise one or more additional additives selected from the group consisting of a polymer modifier, a recycling additive, an asphalt penetration modifier, an asphalt softener, an anti-peeling agent, an antioxidant, a heat stabilizer, an antistatic agent, a slip agent, and a surfactant.
Furthermore, the present invention provides an asphalt mixture comprising the asphalt composition of the present invention, aggregate and filler.
Preferably, the bituminous mixture according to the invention may comprise from 0.5 to 20% by weight of the bituminous composition, relative to the total weight of the bituminous mixture.
The asphalt mixture according to an embodiment of the present invention may be used for any one or two or more selected from the group consisting of a surface layer, an intermediate layer and a base layer of asphalt concrete.
The asphalt mixture according to an embodiment of the present invention may be used for any one or two or more selected from the group consisting of a heated asphalt mixture, a warm-mixed asphalt mixture, a recycled asphalt mixture using waste asphalt concrete, a warm-mixed recycled asphalt mixture, and a foamed asphalt mixture, and may be used for an asphalt concrete pavement selected from the group consisting of a dense-graded asphalt concrete pavement, a flow-resistant asphalt concrete pavement, a coarse-graded asphalt concrete pavement, an open-graded asphalt concrete pavement, a drainage asphalt concrete pavement, and an asphalt mastic gravel pavement.
Advantageous effects
The hydroxylamine compound or a salt thereof of the present invention is a compound having a specific structure which is required to have three hydroxyl groups as specific functional groups, and can be very usefully used as an asphalt additive.
Therefore, the asphalt composition of the present invention comprises the asphalt additive comprising the hydroxylamine compound of the present invention or a salt thereof, and thus is excellent in thermal stability, and free from ammonia odor caused by the existing additives, and is remarkably improved in water resistance and warm-mix properties, and thus is very economical and environmentally friendly.
Further, the asphalt mixture containing the asphalt composition of the present invention is excellent in the mixability of aggregate and asphalt, water resistance, compactibility and the like, and the productivity and workability are significantly improved.
Detailed Description
The present invention will be described in more detail below. At this time, unless otherwise defined, technical and scientific terms used have the same meaning as commonly understood by one of ordinary skill in the art to which the present invention belongs, and a description of well-known functions and configurations, which may unnecessarily obscure the gist of the present invention, is omitted from the following description.
The following terms used in the present specification are defined as follows, but this is merely exemplary and is not intended to limit the present invention, the present application, or uses.
The term "alkyl group" (when the number of carbon atoms is not particularly limited) as used herein means a saturated, linear or branched, acyclic (Cyclic) hydrocarbon group having 1 to 30 carbon atoms, preferably 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms, and more preferably 1 to 6 carbon atoms. Representative saturated straight chain alkyl groups include-methyl, -ethyl, -n-propyl, -n-butyl, -n-pentyl, -n-hexyl, -n-heptyl, -n-octyl, -n-nonyl, and-n-decyl, and saturated branched chain alkyl groups include-isopropyl, -sec-butyl, -isobutyl, -tert-butyl, isopentyl, 2-methylbutyl, 3-methylbutyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 2, 3-dimethylbutyl, 2, 3-dimethylpentyl, 2, 4-dimethylpentyl, 2, 3-dimethylhexyl, 2, 4-dimethylhexyl, 2, 5-dimethylhexyl, 2-dimethylpentyl, 2-dimethylhexyl, 3-dimethylpentyl, 3-dimethylhexyl, 4-dimethylhexyl, 2-ethylpentyl, 3-ethylpentyl, 2-ethylhexyl, 3-ethylhexyl, 4-ethylhexyl, 2-methyl-2-ethylpentyl, 2-methyl-3-ethylpentyl, 2-methyl-4-ethylpentyl, 2-methyl-2-ethylhexyl, 2-methyl-3-ethylhexyl, 2-methyl-4-ethylhexyl, 2-diethylpentyl, 3-diethylpentyl, 2-dimethylhexyl, 2-dimethylhexyl, 3-diethylpentyl, 2-ethylhexyl, 3-ethylhexyl, 2-ethylhexyl, 3-pentyl, 2-ethyl-pentyl, 2-ethyl-hexyl, 2-hexyl, and/or-hexyl, 2, 2-diethylhexyl and 3, 3-diethylhexyl.
In the present specification, the term "C1-C10" means that the number of carbon atoms is 1-10. For example, C1-C10 alkyl refers to alkyl groups having 1-10 carbon atoms.
The term "alkenyl" used in the present specification means a saturated linear or branched acyclic hydrocarbon group containing 2 to 30 carbon atoms, preferably containing 2 to 20 carbon atoms, more preferably containing 2 to 10 carbon atoms, further preferably containing 2 to 6 carbon atoms and at least one carbon-carbon double bond. Representative straight-chain and branched (C2-C10) alkenyls include-vinyl, -allyl, -1-butenyl, -2-butenyl, -isobutenyl, -1-pentenyl, -2-pentenyl, -3-methyl-1-butenyl, -2-methyl-2-butenyl, -2, 3-dimethyl-2-butenyl, -1-hexenyl, -2-hexenyl, -3-hexenyl, -1-heptenyl, -2-heptenyl, -3-heptenyl, -1-octenyl, -2-octenyl, -3-octenyl, -1-nonenyl, -nonenyl, -2-nonenyl, -3-nonenyl, -1-decenyl, -2-decenyl, and-3-decenyl. Such alkenyl groups may be optionally substituted.
The term "alkoxy" as used in the present specification means-O- (alkyl) including-OCH3、-OCH2CH3、-O(CH2)2CH3、-O(CH2)3CH3、-O(CH2)4CH3、-O(CH2)5CH3And the likeWherein alkyl is as defined above.
The term "hydroxyalkyl" as used in the present specification refers to an alkyl group wherein one or more hydrogen atoms are replaced by a hydroxyl group, comprising-CH2OH、-CH2CH2OH、-(CH2)2CH2OH、-(CH2)3CH2OH、-(CH2)4CH2OH、-(CH2)5CH2OH、-CH(OH)-CH3、-CH2CH(OH)CH3And the like, wherein alkyl is as defined above.
Hereinafter, one embodiment of the present invention will be specifically described.
The present invention provides an asphalt additive comprising a hydroxylamine compound or a salt thereof, the hydroxylamine compound of the present invention being represented by the following chemical formula 1.
[ chemical formula 1]
(in the chemical formula 1, R1Is hydrogen, C1-C10 alkoxy or-L2-OH；L1To L4Independently of one another, is C1-C10 alkylene; r is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxyl C5-C30 alkenyl or
L 'is C1-C10 alkylene, R' is hydrogen, C1-C30 alkyl or hydroxy C1-C30 alkyl, n is an integer of 0-10; m is an integer of 1 to 5; said L1To L4The alkylene group of (a) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a hydroxyl C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy C1-C30 alkyl group. )
The hydroxylamine compound of the present invention is a compound having a tertiary amine structure which must have three or more hydroxyl groups, and the asphalt additive containing the hydroxylamine compound is excellent in warm-mixing properties, thereby significantly reducing the generation of energy and harmful substances, and thus is environmentally friendly and very economical.
In addition, the asphalt additive comprising a hydroxylamine compound according to the present invention does not generate an ammonia odor as compared to existing additives, so that the operational environment is improved, the thermal stability is excellent, and the water resistance is excellent, thereby having an advantage that an asphalt composition and an asphalt mixture having improved physical properties can be prepared.
Preferably, in chemical formula 1 according to one embodiment of the present invention, R1Is C1-C10 alkoxy or x-L2-OH；L1To L4Independently of one another, is C1-C5 alkylene; r is C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl or
L 'is C1-C4 alkylene, R' is hydrogen or C1-C30 alkyl, n is an integer from 1 to 3; m is an integer of 1 to 2; said L1To L4The alkylene group of (A) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy group, a C1-C30 alkyl group.
In order to have further improved physical properties as an asphalt additive, chemical formula 1 of one embodiment of the present invention may preferably be represented by the following chemical formula 2.
[ chemical formula 2]
(in the chemical formula 2, R is C5-C30 alkoxy; R11Is hydrogen, C1-C30 alkyl, C1-C30 alkoxy or C5-C30 alkoxy C1-C30 alkyl; r12Is hydrogen, C1-C30 alkyl or C5-C30 alkoxy C1-C30 alkyl; p, q and r are each independently an integer of 1 to 5. )
Chemical formula 2 of one embodiment of the present invention is a tertiary amine compound that must be substituted with a functional group to introduce a hydroxyl group, and an asphalt additive, an asphalt composition, and an asphalt mixture comprising the same can improve water resistance and can effectively improve mixability and compactibility.
Further, the hydroxylamine compound of the present invention is excellent in thermal stability and does not contain an ethylene amine (ethylene amine) structure, so that the asphalt additive, the asphalt composition and the asphalt mixture containing the hydroxylamine compound are excellent in long-term storage property and durability, and have an effect of reducing ammonia odor, smoke, and carbon dioxide when the asphalt composition and the asphalt mixture are prepared, so that the workability is very excellent.
Preferably, in chemical formula 2 of one embodiment of the present invention, R may be a C10-C30 alkoxy group; r11Can be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; r12Can be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; p, q and r may be, independently of one another, integers from 1 to 3.
Specifically, the hydroxylamine compound of the present invention may be selected from the following structures, but is not limited thereto.
Further, the present invention provides an asphalt composition comprising: additives comprising the hydroxylamine compounds of the present invention; and asphalt.
The asphalt composition of the present invention employs the asphalt additive comprising the hydroxylamine compound of the present invention, thereby improving the performance of the asphalt composition, and does not have the ammonia odor generated in the asphalt composition comprising the existing additive, and thus the workability is improved.
The asphalt according to one embodiment of the present invention may be used without limitation as long as it is a conventionally used asphalt. Specifically, all natural asphalts and asphalts derived from petroleum may be included. For example, it may be one or a mixture of two or more selected from natural asphalt, petroleum-based asphalt, reclaimed asphalt, modified asphalt, and the like, but is not limited thereto. The reclaimed asphalt is asphalt extracted from waste asphalt concrete or asphalt remained in the waste asphalt concrete.
Further, the asphalt may be selected from asphalts classified as general-purpose high temperature grades of 46-82 ℃ and low temperature grades of-10 ℃ to-40 ℃, or may be selected from asphalts having a penetration value of 40-300 ℃ at 25 ℃, or may be selected from asphalts having a viscosity value of 200-. Preferably, within the above range, the asphalt of an appropriate grade is selected according to climate or traffic conditions of the corresponding region, but is not limited thereto. Higher or lower values of bitumen may be used depending on the characteristics of the product being developed.
The asphalt additive may be included in the asphalt composition of the present invention in an amount of 0.05 to 10 parts by weight, and more preferably, in an amount of 0.1 to 5 parts by weight, relative to 100 parts by weight of asphalt.
The asphalt composition according to an embodiment of the present invention may further include additional additives in addition to the asphalt additive including the hydroxylamine compound of the present invention, and specifically, may further include one or more additional additives selected from the group consisting of an asphalt modifier, a recycling additive, a penetration modifier, a softener, an anti-peeling agent, an antioxidant, a heat stabilizer, an antistatic agent, a slip agent, and a surfactant.
The additional additive may be used without limitation as long as it is an ingredient generally used in the art, and may be used in an amount of 0.05 to 20 parts by weight, preferably 0.1 to 15 parts by weight, more preferably 0.15 to 10 parts by weight, with respect to 100 parts by weight of asphalt, the above range being a content sufficient to achieve the desired effect, and is preferable in terms of economy, but is not limited thereto.
The additional additive of one embodiment of the present invention may be selectively further added and used according to the asphalt used.
The asphalt modifier may be any one or a mixture of two or more selected from polymer-based modifiers and hydrocarbon-based modifiers.
Specific examples of the polymer-based modifier may be any one or a mixture of two or more selected from natural rubber, styrene-butadiene rubber copolymer, styrene-butadiene-styrene copolymer, polyethylene, polypropylene, polyamide fiber, vinyl chloride, vinyl methacrylate, ethylene-propylene rubber, ethylene-vinyl acetate copolymer, polybutadiene, polyisoprene, butyl rubber, styrene-butadiene rubber, chloroprene rubber, waste tire reclaimed rubber, and the like, without being limited thereto. The weight average molecular weight of the polymer-based modifier may be 20000-600000g/mol, but is not limited thereto.
Further, examples of the hydrocarbon-based modifier may be any one or a mixture of two or more selected from wax-based asphalt additives, natural asphalt, petroleum-based asphalt, black asphalt, and the like, without being limited thereto.
Softener (Softener) refers to a liquid or solid phase substance added to impart flexibility to a product. Generally, softeners can be classified into fatty oils, pine oils, tall oils, vulcanized factice, petroleum oils, coal tar oils, synthetic resins, and the like. The asphalt softener plays a role in improving brittleness and low-temperature flexibility of aged asphalt by reinforcing Aromatic (Aromatic) components, which play a role of a dispersion medium of asphaltene, among the constituent components of asphalt.
The asphalt softener includes at least one of Aromatic Process Oil (Aromatic Process Oil) having a high Aromatic content and a low saturated content, Vacuum Residue (VR) of crude Oil, and deasphalted Process (Deasphaltene Process) product of Vacuum Residue.
Likewise, the regeneration additive and the penetration modifier may comprise one or more selected from the group consisting of petroleum-based vacuum distillation process byproducts, heavy oil fluidized catalytic cracking process byproducts, deasphalted process byproducts, lubricating oils, and animal and vegetable oils.
The anti-stripping agent of one embodiment of the present invention refers to an ingredient that functions to prevent stripping, i.e., stably improves the adhesion between asphalt and aggregate, and improves the adhesion when the surface of aggregate is wetted while preventing the asphalt that has adhered from being stripped due to external force, rain water, or the like.
The anti-peeling agent may be any one as long as it is a component generally used in the art, and specifically may be selected from the group consisting of methylpentamethylenediamine, fatty acid polyamine, methylphosphonic acid, alkylamido polyamine (alkyl amidodo polyamine), and alkylamideOne or more kinds of alkylimidazolidone polyamines (akyl aminoimidazole polyamines). The anti-stripping agent is yellow liquid, and has density of 0.94-0.96g/cm3The melt viscosity at 25 ℃ may be 250-350 cPs.
The Surfactant according to an embodiment of the present invention may be a cationic Surfactant, an anionic Surfactant, an amphoteric Surfactant, and specifically, the cationic Surfactant may be Linear alkylamine (Linear Alkyl Amine), Linear alkylammonium (Linear Alkyl Ammonium), Linear Diamine (Linear Diamine), n-Dodecyl Pyridinium Chloride (n-Dodecyl Pyridinium Chloride), Imidazole (Imidazole), Morpholine Compound (Morpholine Compound), etc., the Nonionic Surfactant may be Ethoxylated Alcohol (Ethoxylated Alcohol), alkylphenol (Alkyl Phenol), Fatty Acid Ester (Fatty Acid), nitrided Nonionic Surfactant (nitrated Nonionic Surfactant), and the anionic Surfactant may be Sulfate (Sulfate), Sulfonate (Sulfonate), organic phosphonic Acid-based Surfactant (organic phosphonic Acid), sarcosinate (Amino Acid salt), amphoteric Surfactant (Ammonium salt), etc., and the anionic Surfactant may be amphoteric Surfactant, such as Ethoxylated Alcohol (Ethoxylated Alcohol), alkylphenol (Alkyl propionate), Fatty Acid Ester (Fatty Acid Ester), organic phosphonic Acid-based Surfactant (organic phosphonic Acid), Ammonium Sulfate (Amino Acid salt), amphoteric Surfactant (Ammonium salt), etc., amphoteric Surfactant (Ammonium salt, etc., and the like, and the anionic Surfactant may be Ammonium salt of amphoteric Surfactant (Ammonium Acid, such as amphoteric Surfactant, and the anionic Surfactant (Ammonium salt, and the like, and the Nonionic Surfactant may be a salt of amphoteric Surfactant, Iminopropionic Acid (Imido Propionic Acid), Quaternized Compound (Quaternized Compound), and the like. The surfactants of one embodiment of the present invention may also be used in the form of a mixture of more than one surfactant.
Further, the present invention provides an asphalt mixture comprising the asphalt composition of the present invention and an aggregate.
The asphalt mixture of one embodiment of the present invention comprises the asphalt composition of the present invention, whereby water resistance, compactibility, mixability with aggregate and the like are significantly improved.
Preferably, the asphalt mixture according to an embodiment of the present invention may further include a filler and various auxiliary materials.
Preferably, the asphalt mixture according to an embodiment of the present invention may comprise 0.5 to 20 wt% of the asphalt composition, 80 to 99.5 wt% of the aggregate and the filler, and more preferably may comprise 1 to 10 wt% of the asphalt composition, 90 to 99 wt% of the aggregate and the filler.
The asphalt mixture of the present invention comprises an asphalt composition using an asphalt additive comprising a hydroxylamine compound having a specific structure with a specific functional group, so that water resistance, compactibility, mixability, etc. are improved, and therefore, when coating asphalt with the asphalt mixture, productivity, workability, and asphalt properties are excellent.
The content of the asphalt composition of an embodiment of the present invention may be 0.5 to 20% by weight, and more preferably may be 1 to 10% by weight, relative to the total weight of the asphalt mixture.
The aggregate according to an embodiment of the present invention may use natural aggregate, recycled aggregate and a mixed aggregate thereof. The recycled aggregate may be any one or a mixture of two or more selected from among aggregates obtained from industrial waste such as construction waste and steel slag and waste Asphalt concrete (recycled Asphalt concrete). The mixed aggregate of natural aggregate and recycled aggregate may include 30 to 99.9 wt% of natural aggregate and 0.1 to 70 wt% of recycled aggregate, but is not limited thereto.
The content and size of the aggregate are determined by the kind and porosity of the road surface to be constructed, the ground condition, weather condition, traffic volume, number of lanes, etc. of the road surface to be constructed, and thus are not limited. Specifically, as an example, the aggregate may be included in an amount of 50 to 80 wt% in the weight of the total reclaimed asphalt mixture, but is not limited thereto.
The aggregate may be used in combination with coarse aggregate, fine aggregate, etc. according to the kind of the pavement to be constructed.
The Filler (Filler) according to an embodiment of the present invention may be any one or a mixture of two or more selected from limestone powder, slaked lime, portland cement, recycled dust, electric furnace steel making dust, foundry dust, fly ash, carbon black, sulfur, lignin, cellulose fiber, nylon fiber, polyester fiber, polyethylene fiber, polypropylene fiber, polyvinyl alcohol fiber, natural fiber, and the like, but is not limited thereto. The content of the filler may vary depending on the kind of pavement to be constructed, and thus is not limited. Specifically, for example, the filler may be included in an amount of 1 to 10% by weight in the weight of the total reclaimed asphalt mixture, but is not limited thereto.
The contents of the aggregate and the filler of one embodiment of the present invention may vary according to the porosity of the asphalt to be constructed, etc., and the mixture content of the aggregate and the filler may be 80 to 99.5 wt% of the total asphalt mixture, without being limited thereto.
The asphalt mixture according to an embodiment of the present invention employs an asphalt composition containing a specific compound, which must have three or more hydroxyl groups, of the present invention as an asphalt additive, and thus can improve water resistance and mixability with aggregate. Further, when recycled aggregate such as waste asphalt concrete aggregate is used in addition to natural aggregate, the effect of remarkably improving the mixability, compactibility and water resistance is obtained. The asphalt mixture according to an embodiment of the present invention may include 0.5 to 20 wt% of the asphalt composition, and more preferably may include 1 to 10 wt% of the asphalt composition, without being limited thereto.
In the asphalt mixture according to an embodiment of the present invention, any additives commonly used in the art may be used without limitation, if necessary. Examples of the additive for the asphalt mixture may be any one or a mixture of two or more selected from a wax-based type of Warm Mix Asphalt (WMA) additive, an additional anti-peeling agent, a regeneration functional agent (Rejuvenator), and the like, but are not limited thereto, and various additives may be further included according to the object of the pavement to be constructed.
The asphalt mixture according to an embodiment of the present invention may be used for any one or two or more selected from a surface layer, an intermediate layer, a base layer, and the like of asphalt concrete, without being limited thereto.
The asphalt mixture according to an embodiment of the present invention may be used for an asphalt concrete pavement selected from, but not limited to, a fine-graded asphalt concrete pavement, a flow-resistant asphalt concrete pavement, a coarse-graded asphalt concrete pavement, an open-graded asphalt concrete pavement, a drainage asphalt concrete pavement, an asphalt mastic and a macadam pavement.
Hereinafter, the present invention will be described by way of examples and comparative examples for more specific description, but the present invention is not limited to the following examples.
The following physical properties were measured by the following measurement methods.
1) Thermal stability
The weight change according to temperature of each additive was quantitatively analyzed using Thermogravimetric Analysis (Thermogravimetric Analysis). Specifically, 5 to 25mg of the additives were heated from 50 ℃ to 160 ℃ at a temperature rising rate of 10 ℃ per minute under a nitrogen atmosphere, and further isothermally heated at 160 ℃ for 1 hour, and then the weight loss of each additive was evaluated.
2) Smell of ammonia
The ammonia odor generated in the asphalt composition was quantitatively analyzed using a detection pump and a detection tube for detecting ammonia. Specifically, 1g of the asphalt composition was charged into a 100mL round-bottomed flask, the inlet of the flask was blocked with a Rubber septum (Rubber Septa), and the flask was heated at 160 ℃ for 2 hours and then allowed to stand at room temperature for 30 minutes. 100mL of gas generated inside the flask was sucked into a detection tube for detecting ammonia using a detection pump, and then the odor generated from the asphalt composition was evaluated in terms of the ammonia concentration shown on the detection tube.
3) Water resistance (aggregate coverage after dynamic immersion (%))
The experimental method for measuring the Affinity between Aggregate and Bitumen (EN-12697-11Determination of the Affinity between Aggregate and Bitumen) according to EN-12697-11 was used as a reference. Specifically, 510g of 8 to 11.2mm aggregate and 16g of the asphalt composition were mixed at the mixing temperature described in examples and comparative examples for 2 minutes and cooled at normal temperature, and 150g of the sample thereof was taken and put into a glass bottle for test containing water and rotated at a speed of 60 times per minute for 24 hours, and then the amount of asphalt coated on the aggregate was evaluated visually.
4) Warm mixing performance (compactness)
Preparation of Asphalt mixture samples was based on the Standard Test Method for Preparation and Determination of the Relative Density of Asphalt mixture samples by using a high performance Asphalt pavement Gyratory Compactor according to ASTM D6925 (ASTM D6925 Standard Test Method for Preparation and Determination of the Relative Density of Asphalt mixture samples), and compaction of the mixture was performed by the Asphalt mixture compaction Method using a KS F2377 Gyratory Compactor and Density calculation Method to calculate the porosity of the mixture. The ratio of the porosity of the heated asphalt mixture, which was mixed at 160 ℃ using normal asphalt without additives and compacted at 145 ℃, to the porosity of the warm-mix asphalt mixture, which was mixed at 130 ℃ using asphalt with additives and compacted at 115 ℃, was calculated as the degree of compaction.
The degree of compaction is a standard proposed by the korea ministry of homeland traffic for evaluating the effect of compacting warm-mix asphalt, and must be 1 or less in order to satisfy the W64 standard for warm-mix asphalt.
In calculating the compaction degree of the asphalt composition further comprising additional additives such as a polymer-based modifier, the mixing temperature and the compaction temperature of the heated asphalt and the warm-mixed asphalt may vary.
The asphalt additive of the present invention, the asphalt composition containing the asphalt additive, and the asphalt mixture using the asphalt composition are described in more detail below based on examples and comparative examples. However, the following examples and comparative examples are merely one reference for illustrating the present invention in detail, and the present invention is not limited thereto and can be implemented as various embodiments.
EXAMPLE 1 preparation of hydroxylamine additive 1
Prepared by adding 4.25g (40.42mmol) of diethanolamine (diethanolammine) and 10.29g (42.44mmol) of dodecyl glycidyl ether (glycidyl ether) to a round bottom flask and then reacting them at an internal temperature of 60 ℃.
1H NMR(500MHz,CDCl3)δ4.50(br,3H),3.90-3.89(m,1H),3.71-3.36(m,8H),2.77-2.38(m,6H),1.56-1.53(m,2H),1.26-1.24(m,18H),0.86(t,J＝7.0Hz,3H).
EXAMPLE 2 preparation of hydroxylamine additive 2
Was prepared by adding 5.0g (37.54mmol) of bis (2-hydroxypropyl) amine (bis (2-hydroxypropyl) amine) and 9.10g (37.54mmol) of dodecyl glycidyl ether to a round bottom flask, and then reacting them at an internal temperature of 60 ℃.
1H NMR(500MHz,CDCl3)δ4.23(br，3H)，3.90-3.67(m，3H),3.42-3.36(m,4H),2.70-2.39(m,6H),1.55-1.53(m,2H),1.26-1.24(m,18H),1.09(d,J＝6.0Hz,6H),0.86(t,J＝6.5Hz,3H).
EXAMPLE 3 preparation of hydroxylamine additive 3
1.30g (21.28mmol) of ethanolamine and 9.80g (40.44mmol) of dodecyl glycidyl ether were added to a round-bottomed flask, which was then reacted at an internal temperature of 60 ℃.
1H NMR(500MHz,CDCl3)δ3.90-3.82(m,2H),3.71-3.37(m,10H),2.80-2.43(m,6H),1.58-1.52(m,4H),1.27-1.25(m,36H)，0.87(t，J＝7.0Hz，6H).
Comparative example 1 hydroxylamine additive 4
As the hydroxylamine additive 4, N-lauryl diethanolamine (N-lauryldiethanolamine) available from Tokyo Chemical Industry Co., Ltd was used.
Comparative example 2 commercial additive 5 of vinyl amine group
As a commercial warm mix additive, ITERLOW T supplied by ITERCHIMICA SRL was used.
Examples 4 to 6 preparation of asphalt compositions 1 to 3
0.5 parts by weight of the additive 1, the additive 2 and the additive 3 prepared in examples 1 to 3 were added, respectively, with respect to 100 parts by weight of petroleum-based asphalt having a penetration of 73mm at 25 ℃, and stirred at 140-150 ℃ at 500rpm for 20 minutes, thereby preparing asphalt compositions 1 to 3. The thermal stability of the additives themselves and the ammonia odor of the asphalt composition prepared by adding each additive are shown in table 1 below.
Comparative examples 3 to 4 preparation of asphalt compositions 4 to 5 were prepared by the same method as in examples 4 to 6, except that the additive 4 of comparative example 1 and the additive 5 of comparative example 2 were used instead of the additive 1, the additive 2 and the additive 3, respectively, in the examples 4 to 6.
[ Table 1]
The thermal stability of the inventive additives 1 to 3 as hydroxylamine compounds is very excellent compared to the additive 4 and the vinyl amine based commercial additive 5, and the inventive asphalt compositions 1 to 3 comprise the asphalt additive using the inventive hydroxylamine compound, and thus have an advantage of not generating ammonia odor at all generated in the vinyl amine based commercial additive.
Examples 7 to 9 preparation of asphalt mixes 1 to 3 and test specimens
Asphalt mixtures 1 to 3, which were prepared in examples 4 to 6 and 4.7 wt% of the asphalt compositions 1 to 3 and 95.3 wt% of granite aggregates (having a particle size of WC-3), respectively, were mixed at 130 ℃. The asphalt mixture was compacted at 115 ℃ to prepare a sample, and the degree of compaction was measured and shown in table 2 below.
Petroleum-based asphalt with a commonality rating of 64-22 (high temperature rating of 64 ℃, low temperature rating of-22 ℃) according to KS F2389 is used as the aggregate, which meets the aggregate standard according to KS F2357, and limestone filler, which meets the filler standard according to KS F3501, is used. The particle Size of WC-3 is a standard proposed by the Korean Ministry of land traffic, which is a Dense-graded Asphalt Mixture (Dense-graded Asphalt mix of 20mm Nominal Maximum Aggregate Size) with a Maximum Aggregate Size of 20 mm.
Comparative examples 5 to 6 preparation of asphalt mixtures 4 to 5 and samples
The preparation was carried out by the same method as example 7 to example 9 except that asphalt compositions 4 to 5 of comparative examples 3 to 4 were used in place of asphalt compositions 1 to 3 in said examples 7 to 9, and the characteristics thereof are shown in table 2 below.
Comparative example 7 preparation of asphalt mixture 6 and sample
The same procedure as in examples 7 to 9 was carried out except that in examples 7 to 9, ordinary asphalt without additives was used instead of the asphalt compositions 1 to 3, ordinary asphalt and aggregate were mixed at 160 ℃ to prepare an asphalt mixture 6, and the asphalt mixture was compacted at 145 ℃, and the characteristics thereof are shown in table 2 below.
[ Table 2]
The asphalt mixture of the present invention comprises an asphalt additive using the hydroxylamine compound of the present invention, and thus it is known that the aggregate coverage and compaction after dynamic flooding are surprisingly improved compared to additive 4 and vinyl amine based commercial additive 5.
Therefore, the asphalt mixture of the invention has improved smell, excellent storage stability and water resistance and outstanding carbon emission reduction capability, thereby being very economical and environment-friendly.
Claims (12)
1. An asphalt additive comprising a hydroxylamine compound or a salt thereof, wherein the hydroxylamine compound is represented by the following chemical formula 1,
[ chemical formula 1]
In the chemical formula 1, the metal oxide is represented by,
R1is hydrogen, C1-C10 alkoxy or-L2-OH；
L1To L4Independently of one another, is C1-C10 alkylene;
r is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxyl C5-C30 alkenyl or
L 'is C1-C10 alkylene, R' is hydrogen, C1-C30 alkyl, hydroxy C1-C30 alkyl, n is an integer of 0-10;
m is an integer of 1 to 5;
said L1To L4The alkylene group of (a) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a hydroxyl C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy C1-C30 alkyl group.
2. The asphalt additive comprising a hydroxylamine compound or a salt thereof according to claim 1, wherein R in the chemical formula 1 is1Is C1-C10 alkoxy or x-L2-OH；
L1To L4Independently of one another, is C1-C5 alkylene;
r is C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl or
L 'is C1-C4 alkylene, R' is hydrogen or C1-C30 alkyl, n is an integer from 1 to 3;
m is an integer of 1 to 2;
said L1To L4The alkylene group of (A) may be further substituted with any one or two or more selected from the group consisting of a hydroxyl group, a C1-C30 alkyl group, a C1-C30 alkoxy group and a C5-C30 alkoxy group, a C1-C30 alkyl group.
3. The asphalt additive comprising a hydroxylamine compound or a salt thereof according to claim 1, wherein the above chemical formula 1 is represented by the following chemical formula 2,
[ chemical formula 2]
In the chemical formula 2, the first and second organic solvents,
r is C5-C30 alkoxy;
R11is hydrogen, C1-C30 alkyl, C1-C30 alkoxy or C5-C30 alkoxy C1-C30 alkyl;
R12is hydrogen, C1-C30 alkyl or C5-C30 alkoxy C1-C30 alkyl;
p, q and r are each independently an integer of 1 to 5.
4. The asphalt additive comprising a hydroxylamine compound or a salt thereof according to claim 3, wherein in the chemical formula 2, R is a C10-C30 alkoxy group;
R11is hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl;
R12is hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl;
p, q and r are each independently an integer of 1 to 3.
5. An asphalt composition comprising the asphalt additive of any one of claims 1 to 4 and asphalt.
6. The asphalt composition according to claim 5, wherein the asphalt additive is contained in an amount of 0.05 to 10 parts by weight, relative to 100 parts by weight of asphalt.
7. The asphalt composition according to claim 5, wherein the asphalt composition further comprises one or more additional additives selected from the group consisting of a polymer modifier, a recycling additive, an asphalt penetration modifier, an asphalt softener, an anti-peeling agent, an antioxidant, a heat stabilizer, an antistatic agent, a slip agent, and a surfactant.
8. An asphalt mix, comprising: an asphalt composition comprising the asphalt additive of any one of claims 1 to 4 and asphalt; an aggregate; and a filler.
9. The asphalt mix according to claim 8, wherein said bituminous composition is contained in a quantity comprised between 0.5 and 20% by weight with respect to the total weight of the asphalt mix.
10. The asphalt mixture according to claim 9, wherein the asphalt mixture is used for any one or two or more selected from a surface layer, an intermediate layer and a base layer of asphalt concrete.
11. The asphalt mixture according to claim 9, wherein the asphalt mixture is used for one or more selected from the group consisting of a heated asphalt mixture, a warm-mix asphalt mixture, a reclaimed asphalt mixture using waste asphalt concrete, a warm-mix reclaimed asphalt mixture, and a foamed asphalt mixture.
12. The asphalt mixture according to claim 9, wherein said asphalt mixture is used for an asphalt concrete pavement selected from the group consisting of a fine-graded asphalt concrete pavement, a flow-resistant asphalt concrete pavement, a coarse-graded asphalt concrete pavement, an open-graded asphalt concrete pavement, a drainage asphalt concrete pavement, and an asphalt mastic gravel pavement.
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