Asphalt additive comprising a hydroxylamine compound or a salt thereof, asphalt composition comprising the asphalt additive, and asphalt mixture

Abstract

The present invention relates to an asphalt additive using a hydroxylamine compound or a salt thereof, an asphalt composition comprising the same, and an asphalt mixture comprising the same, the asphalt composition and the asphalt mixture of the present invention, by comprising the asphalt additive of the present invention, not only can surprisingly improve the mixability with aggregates, water resistance, and warm-mixing performance, but also do not have the ammonia odor generated by the existing additives, thus the workability and environmental properties are greatly improved.

Description

TECHNICAL FIELD

[0001] The present application relates to an asphalt additive comprising a hydroxylamine compound or a salt thereof, an asphalt composition comprising the same, and an asphalt mixture comprising the same, and in particular, to an asphalt composition improving water resistance and compactability of asphalt and aggregate without ammonia odor generated by existing additives and an asphalt mixture comprising the same. BACKGROUND

[0002] An asphalt mixture, which is generally called asphalt concrete, is prepared by a process of adding asphalt, aggregate, filler, etc. in an asphalt mixing plant, heating the materials to a high temperature of 160-180°C and mixing, and then used as a road paving material.

[0003] Therefore, in order to prepare an asphalt mixture, a lot of energy is required for high-temperature heating, and in the process of construction, emission of harmful gases such as carbon dioxide, sulfur oxides, nitrogen oxides, etc. occurs, thus it can have an adverse effect on the surrounding environment and the health of workers. In addition, in paving a road, a long time is required for cooling the asphalt mixture produced at a high temperature of 160-180°C to normal temperature, thus problems such as delay of traffic opening time, and exposure of workers to the danger of safety accidents, etc. occur, and since the asphalt is produced at a high temperature, oxidation aging of the asphalt proceeds relatively fast, thus early road surface cracking occurs, and there is a disadvantage of shortening of road life.

[0004] In addition, after the industrial revolution, due to population growth and industrialization, the use of fossil fuels increased, leading to an increase in the emission of greenhouse gases, and with an increase in the concentration of greenhouse gases in the atmosphere, a global warming phenomenon of an increase in the average temperature of the earth occurred. As a result, according to the Paris Climate Change Agreement in 2015, efforts are being made to reduce the amount of carbon dioxide emissions. In Korea, the government has set a policy direction for carbon reduction manufacturing technology, and thus, currently, asphalt manufacturers in Korea need to develop a technology that can minimize the amount of carbon generated and the amount of use of petroleum energy by reducing the production temperature of an asphalt mixture.

[0005] One of the innovative technologies that can achieve carbon reduction in terms of paving a road is a warm mix asphalt (WMA) technology. Warm mix asphalt is an asphalt mixture that can be mixed at a lower temperature than the existing high-temperature mixed asphalt while maintaining excellent quality of the paved road. In general, the mixing temperature of warm mix asphalt is 120-150°C, which is about 30°C lower than the existing mixing temperature of 150-180°C.

[0006] Compared to heated asphalt mixture, warm mix asphalt has lower production temperature and compaction temperature, and thus has advantages of reduced energy cost, reduced smoke emission, and early opening of traffic by shortening of cooling time.

[0007] However, according to the paving technique of the warm mix asphalt mixture as described above, since the aggregate is heated at a temperature lower than that of the existing heated asphalt mixture, there is a limitation in removing the moisture present in the aggregate in the process of preparing the asphalt mixture, and the viscosity of the asphalt is relatively high, and thus the aggregate coating of the asphalt is not facilitated.

[0008] As a result, compared to the heated asphalt mixture, the mixability between the asphalt and the aggregate of the warm mix asphalt mixture is low, and due to the water introduced into the asphalt pavement, the adhesion and cohesion between the aggregate and the asphalt are weakened, resulting in a decrease in water stability, and thus the detachment of the aggregate and the asphalt can be induced.

[0009] Sasobit Wax is a wax-based type of additive, which is a widely known warm mix asphalt additive, and is an additive using a mixed material of hydrocarbon chains generated from coal gas through a Fischer-Tropsch process, and it is known that the role of Sasobit Wax is to reduce the viscosity of the asphalt in the process of preparing the asphalt mixture, thereby having an effect of improving the mixability and workability at a medium temperature. However, since the water resistance of the worked asphalt is poor, peeling phenomenon of the asphalt sharply detached from the aggregate occurs in the case of repeated freezing and thawing such as winter, and thus there is a problem of inducing pavement damage.

[0010] In order to solve this problem, warm mix additives that can improve the performance of the warm mix asphalt mixture are being actively researched. There are increasing cases of mixing and using a wax-based type of additive that improves the flowability of the asphalt at 120-150°C, which is lower than the existing mixing temperature, and a vinyl amine-based type of anti-peeling agent, or trying to simultaneously secure the workability and water resistance of the asphalt mixture by developing a vinyl amine-based type of warm mix asphalt additive. However, in this case, since two types of additives are used, the cost can become excessively high, or the workers can feel uncomfortable due to the ammonia smell generated by the vinyl amine-based type of additive, and thus improvement is required.

[0011] Therefore, there is a need for an improved warm mix asphalt mixture for solving the problems as described above.

[0012] [Related Art Documents]

[0013] [Patent Documents]

[0014] Korean Patent No. 10-1771412 SUMMARY

[0015] Technical problem to be solved

[0016] The present application provides a bitumen additive comprising a hydroxylamine compound or a salt thereof, which has surprisingly improved thermal stability, water resistance, and warm-mixing performance.

[0017] Further, the present application provides a bitumen composition comprising the bitumen additive of the present application and a bitumen mixture comprising the bitumen composition.

[0018] Technical solution

[0019] The present application provides a bitumen additive comprising a hydroxylamine compound or a salt thereof having a specific functional group and structure, the hydroxylamine compound of the present application being represented by the following Chemical Formula 1.

[0020] [Chemical Formula 1]

[0021]

[0022] (In the Chemical Formula 1, R 1 is hydrogen, C1-C10 alkoxy, or *-L 2 -OH; L 1 to L 4 are each independently C1-C10 alkylene; R is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxy 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 1-5; the L 1 to L 4 alkylene groups can be further substituted with any one or two or more selected from the group consisting of hydroxy, C1-C30 alkyl, hydroxy C1-C30 alkyl, C1-C30 alkoxy, and C5-C30 alkoxy C1-C30 alkyl.

[0023] Preferably, in the Chemical Formula 1 of one embodiment of the present application, R 1 is C1-C10 alkoxy or *-L 2 -OH; L 1 to L 4 are each independently 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 of 1-3; m is an integer of 1-2; the L 1 to L 4The alkylene group may be further substituted with any one 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 C1-C30 alkyl group.

[0024] In order to allow the asphalt additive including Chemical Formula 1 to have further improved water resistance and warm mix performance, Chemical Formula 1 according to one embodiment of the present invention may preferably be represented by the following Chemical Formula 2.

[0025] [Chemical Formula 2]

[0026]

[0027] (In the chemical formula 2, R is a C5-C30 alkoxy group; R 11 is hydrogen, C1-C30 alkyl, C1-C30 alkoxy or C5-C30 alkoxy C1-C30 alkyl; R 12 is hydrogen, C1-C30 alkyl or C5-C30 alkoxy C1-C30 alkyl; p, q and r are independently an integer of 1-5.

[0028] Preferably, in Chemical Formula 2 of one embodiment of the present invention, R may be a C10-C30 alkoxy group; R 11 R may be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; 12 It may be hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; p, q and r may be independently an integer of 1-3.

[0029] Furthermore, the present invention provides an asphalt composition comprising the asphalt additive of the present invention and asphalt.

[0030] The asphalt composition according to one embodiment of the present invention may contain 0.05 to 10 parts by weight of the asphalt additive of the present invention relative to 100 parts by weight of asphalt.

[0031] The asphalt composition of one embodiment of the present invention may further comprise one or more additional additives selected from polymer modifiers, regeneration additives, asphalt penetration regulators, asphalt softeners, anti-stripping agents, antioxidants, heat stabilizers, antistatic agents, slip agents and surfactants.

[0032] Furthermore, the present invention provides an asphalt mixture comprising the asphalt composition of the present invention, aggregate and filler.

[0033] Preferably, the asphalt mixture of the present invention may contain 0.5-20 wt% of the asphalt composition relative to the total weight of the asphalt mixture.

[0034] The asphalt mixture of one embodiment of the present application can be used for any one or two or more selected from a surface layer, an intermediate layer, and a base layer of asphalt concrete.

[0035] The asphalt mixture of one embodiment of the present application can be used for any one or two or more selected from heated asphalt mixture, warm mix asphalt mixture, recycled asphalt mixture using waste asphalt concrete, warm mix recycled asphalt mixture, and foamed asphalt mixture, and can be used for an asphalt concrete pavement selected from a dense graded asphalt concrete pavement, a flow resistance asphalt concrete pavement, a coarse graded asphalt concrete pavement, an open graded asphalt concrete pavement, a drainage asphalt concrete pavement, and an asphalt mastic mixture pavement.

[0036] Advantages

[0037] The hydroxylamine compound or salt thereof of the present application is a compound necessarily having a specific structure in which three hydroxyl groups are essential as specific functional groups, and can be very usefully used as an asphalt additive.

[0038] Therefore, the asphalt composition of the present application contains an asphalt additive containing the hydroxylamine compound or salt thereof of the present application, and thus has excellent thermal stability, and has no ammonia odor generated from existing additives, and has surprisingly improved water resistance and warm mix performance, and thus is very economical and environmentally friendly.

[0039] Further, the asphalt mixture containing the asphalt composition of the present application has excellent mixability of aggregate and asphalt, water resistance, compactability, and the like, and has remarkably improved productivity and workability. DETAILED DESCRIPTION

[0040] Hereinafter, the present application will be described in more detail. At this time, unless otherwise defined, the technical and scientific terms used have the same meaning as that generally understood by those having ordinary knowledge in the technical field to which the present application pertains, and the description of well-known functions and configurations which can unnecessarily make the gist of the present application unclear will be omitted in the following description.

[0041] 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 application, the present application, or the use.

[0042] The term "alkyl" used in the present specification (without particular limitation of the number of carbon atoms) means a saturated, linear or branched, non-cyclic hydrocarbon group having 1 to 30 carbon atoms, preferably having 1 to 20 carbon atoms, preferably having 1 to 10 carbon atoms, more preferably having 1 to 6 carbon atoms. Representative saturated linear alkyl groups include -methyl, -ethyl, -n-propyl, -n-butyl, -n-pentyl, -n-hexyl, -n-heptyl, -n-octyl, -n-nonyl, and -n-decyl, while representative saturated branched 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, 2,2-dimethylpentyl, 2,2-dimethylhexyl, 3,3-dimethylpentyl, 3,3-dimethylhexyl, 4,4-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, 2,2-diethylpentyl, 3,3-diethylpentyl, 2,2-diethylhexyl, and 3,3-diethylhexyl.

[0043] In the present specification, the notation such as "C1-C10" means that the number of carbon atoms is 1 to 10. For example, C1-C10 alkyl means an alkyl group having 1 to 10 carbon atoms.

[0044] The term "alkenyl" used in the present specification means a saturated, linear or branched, non-cyclic 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 linear and branched (C2-C10) alkenyl groups include -ethenyl, -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, -2-nonenyl, -3-nonenyl, -1-decenyl, -2-decenyl, and -3-decenyl. Such alkenyl groups can be optionally substituted.

[0045] The term "alkoxy" as used herein refers to -O-(alkyl) including -OCH3, -OCH2CH3, -O(CH2)2CH3, -O(CH2)3CH3, -O(CH2)4CH3, -O(CH2)5CH3, and the like, wherein alkyl is as defined above.

[0046] The term "hydroxyalkyl" as used herein refers to an alkyl group having one or more hydrogen atoms replaced by a hydroxyl group including -CH2OH, -CH2CH2OH, -(CH2)2CH2OH, -(CH2)3CH2OH, -(CH2)4CH2OH, -(CH2)5CH2OH, -CH(OH)-CH3, -CH2CH(OH)CH3, and the like, wherein alkyl is as defined above.

[0047] Hereinafter, one embodiment of the present application will be specifically described.

[0048] The present application provides an asphalt additive comprising a hydroxylamine compound or a salt thereof, the hydroxylamine compound of the present application being represented by the following Chemical Formula 1.

[0049] [Chemical Formula 1]

[0050]

[0051] (In the Chemical Formula 1, R 1 is hydrogen, C1-C10 alkoxy, or *-L 2 -OH; L 1 to L 4 are independently of each other C1-C10 alkylene; R is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxy 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 1-5; the alkylene of L 1 to L 4 may be further substituted with any one or two or more selected from the group consisting of hydroxyl, C1-C30 alkyl, hydroxy C1-C30 alkyl, C1-C30 alkoxy, and C5-C30 alkoxy C1-C30 alkyl.

[0052] The hydroxylamine compound of the present application is a compound having a tertiary amine structure with three or more hydroxyl groups, and the asphalt additive comprising the same has very excellent warm-mixing properties, thereby significantly reducing energy and harmful substance generation, and thus is environmentally friendly and very economical.

[0053] Further, the asphalt additive of the present application containing a hydroxylamine compound does not generate an ammonia odor compared to existing additives, thereby improving the operating environment, has excellent thermal stability, and has excellent water resistance, and thus has the advantage that an asphalt composition and an asphalt mixture having improved physical properties can be prepared.

[0054] Preferably, in Chemical Formula 1 of one embodiment of the present application, R 1 is C1-C10 alkoxy or *-L 2 -OH; L 1 to L 4 is independently 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 of 1 to 3; m is an integer of 1 to 2; the L 1 to L 4 The alkylene of the L

[0055] In order to have further improved physical properties as an asphalt additive, Chemical Formula 1 of one embodiment of the present application can be preferably represented by the following Chemical Formula 2.

[0056] [Chemical Formula 2]

[0057]

[0058] (Chemical Formula 2, R is C5-C30 alkoxy; R 11 is hydrogen, C1-C30 alkyl, C1-C30 alkoxy, or C5-C30 alkoxy C1-C30 alkyl; R 12 is hydrogen, C1-C30 alkyl, or C5-C30 alkoxy C1-C30 alkyl; p, q, and r are independently integers of 1 to 5.)

[0059] Chemical Formula 2 of one embodiment of the present application is a tertiary amine compound having a functional group that must be substituted with a hydroxyl group, and an asphalt additive, an asphalt composition, and an asphalt mixture containing the same can improve water resistance and can effectively improve mixability and compactability.

[0060] Further, the hydroxylamine compound of the present application has excellent thermal stability and does not contain an ethylene amine structure, and thus an asphalt additive, an asphalt composition, and an asphalt mixture containing the same have excellent long-term storability and durability, and have the effect of reducing an ammonia odor, smoke, carbon dioxide when preparing an asphalt composition and an asphalt mixture, thereby having very excellent workability.

[0061] Preferably, in Chemical Formula 2 of one embodiment of the present application, R can be C10-C30 alkoxy; R 11 may be hydrogen, C1-C10 alkyl, or C10-C30 alkoxy C1-C10 alkyl; R 12 may be hydrogen, C1-C10 alkyl, or C10-C30 alkoxy C1-C10 alkyl; p, q, and r can be independently integers of 1 to 3.

[0062] Specifically, the hydroxylamine compound of the present application can be selected from the following structures, but is not limited thereto.

[0063]

[0064] Further, the present application provides an asphalt composition including: an additive including the hydroxylamine compound of the present application; and asphalt.

[0065] The asphalt composition of the present application employs an asphalt additive including the hydroxylamine compound of the present application, thereby improving the performance of the asphalt composition, and the ammonia odor generated in the asphalt composition including the existing additive is not included, so that the workability is improved.

[0066] The asphalt of one embodiment of the present application can be used without limitation as long as it is generally used asphalt. Specifically, all natural asphalts and asphalts derived from petroleum can be included. For example, it can be one or a mixture of two or more selected from natural asphalt, petroleum asphalt, petroleum-based asphalt, reclaimed asphalt, modified asphalt, etc., but is not limited thereto. The reclaimed asphalt refers to asphalt extracted from waste asphalt concrete or asphalt remaining in waste asphalt concrete.

[0067] Further, the asphalt can be selected from asphalt classified as a general-purpose high-temperature grade of 46-82°C and a low-temperature grade of -10°C to -40°C, or can be selected from asphalt having a penetration value of 40-300 at 25°C, or can be selected from asphalt having a viscosity value of 200-4800 poise at 60°C. Preferably, within the above ranges, an appropriate grade of asphalt is selected according to the climate or traffic conditions of the corresponding region, but is not limited thereto. According to the characteristics of the developed product, asphalt having a higher or lower value can be used.

[0068] The asphalt additive included in the asphalt composition of the present application can be 0.05-10 parts by weight, and more preferably can be 0.1-5 parts by weight, with respect to 100 parts by weight of asphalt.

[0069] The asphalt composition of one embodiment of the present application can further include an additional additive in addition to the asphalt additive including the hydroxylamine compound of the present application, and specifically, can further include an additional additive selected from one or two or more of an asphalt modifier, a rejuvenating additive, a penetration adjusting agent, a softening agent, an anti-stripping agent, an antioxidant, a heat stabilizer, an antistatic agent, a slip agent, and a surfactant.

[0070] The additional additive can be used without limitation as long as it is a component generally used in the art, and can be used in an amount of 0.05 to 20 parts by weight, preferably in an amount of 0.1 to 15 parts by weight, and more preferably in an amount of 0.15 to 10 parts by weight, with respect to 100 parts by weight of the asphalt, the above ranges being an amount sufficient to achieve the desired effect and being preferred in terms of economy, but not being limited thereto.

[0071] The additional additive of one embodiment of the present application can be further added and used selectively according to the asphalt used.

[0072] The asphalt modifier can be any one or a mixture of two or more selected from a polymer-based modifier and a hydrocarbon-based modifier.

[0073] A specific example of the polymer-based modifier can 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, ethylene methacrylate, ethylene-propylene rubber, ethylene-vinyl acetate copolymer, polybutadiene, polyisoprene, butyl rubber, styrene-butadiene rubber, chloroprene rubber, and waste tire reclaimed rubber, etc., but is not limited thereto. The weight average molecular weight of the polymer-based modifier can be 20,000 to 600,000 g / mol, but is not limited thereto.

[0074] Further, an example of the hydrocarbon-based modifier can be any one or a mixture of two or more selected from wax-based asphalt additives, natural asphalt, petroleum-based asphalt, and black asphalt, etc., but is not limited thereto.

[0075] The softening agent refers to a liquid or solid substance added to impart flexibility to a product. In general, the softening agent can be classified into fatty oil, pine root oil, tall oil, sulfurized ointment, petroleum, coal tar, synthetic resin, etc. The asphalt softening agent plays a role in improving the brittleness and low-temperature flexibility of aged asphalt by enhancing the aromatic component that plays a role as a dispersion medium of asphaltene among the components of asphalt.

[0076] The asphalt softening agent includes any one or more of aromatic process oil having a high aromatic component and a low saturated component content, vacuum residue of crude oil, and a deasphaltene process product of vacuum residue.

[0077] Likewise, the rejuvenating additive and the penetration modifier can include one or more of petroleum vacuum distillation process by-products, heavy oil fluidized catalytic cracking process by-products, deasphaltene process by-products, lubricating oils, and animal and vegetable oils.

[0078] The anti-stripping agent of one embodiment of the present application refers to a component that functions to prevent stripping, i.e., stably increases the adhesion between asphalt and aggregate, and increases the adhesion while preventing the already adhered asphalt from being stripped due to external force or rainwater, etc. when the aggregate surface is wetted.

[0079] The anti-stripping agent can be used as long as it is a component commonly used in the art, but can be specifically one or more of methyl pentamethylene diamine, fatty acid polyamine, methyl phosphonic acid, alkyl amidopolyamine, and akyl amido imidazole polyamine. The anti-stripping agent is a yellow liquid, and the density of the anti-stripping agent can be 0.94-0.96 g / cm 3 , and the melt viscosity at 25°C can be 250-350 cPs.

[0080] The surfactant of one embodiment of the present application can be a cationic surfactant, an anionic surfactant, an amphoteric surfactant, specifically, a linear alkyl amine, a linear alkyl ammonium, a linear diamine, n-dodecyl pyridinium chloride, imidazole, morpholine compound, etc. as the cationic surfactant, ethoxylated alcohol, alkyl phenol, fatty acid ester, nitrogenated nonionic surfactant, etc. as the nonionic surfactant, sulfate, sulfonate, organo phosphorous surfactant, sarcoside, alkyl amino acid, etc. as the anionic surfactant, amino propionic acid, imido propionic acid, quaternized compound, etc. as the amphoteric surfactant. The surfactant of one embodiment of the present application can also be used in the form of a mixture of two or more surfactants.

[0081] Further, the present application provides an asphalt mixture comprising the asphalt composition of the present application and aggregates.

[0082] The asphalt mixture of one embodiment of the present application comprises the asphalt composition of the present application, thereby significantly improving water resistance, compactability, and mixability with aggregates, etc.

[0083] Preferably, the asphalt mixture of one embodiment of the present application can further comprise fillers and various adjuvants.

[0084] Preferably, the asphalt mixture of one embodiment of the present application can comprise 0.5 to 20 wt% of the asphalt composition, 80 to 99.5 wt% of aggregates and fillers, and more preferably, 1 to 10 wt% of the asphalt composition, 90 to 99 wt% of aggregates and fillers.

[0085] The asphalt mixture of the present application comprises an asphalt composition using an asphalt additive comprising a hydroxylamine compound having a specific structure with a specific functional group, thereby improving water resistance, compactability, mixability, etc., and thus the productivity, workability, and asphalt performance are very excellent when asphalt is coated using the asphalt mixture.

[0086] The content of the asphalt composition of one embodiment of the present application can be 0.5-20% by weight, more preferably 1-10% by weight, with respect to the total weight of the asphalt mixture.

[0087] The aggregate of one embodiment of the present application can use natural aggregate, recycled aggregate, and a mixed aggregate thereof. The recycled aggregate can be any one or a mixture of two or more selected from, for example, aggregate obtained from industrial waste such as construction waste and steel slag, and Reclaimed Asphalt Pavement. The mixed aggregate of the natural aggregate and the recycled aggregate can comprise 30-99.9% by weight of the natural aggregate and 0.1-70% by weight of the recycled aggregate, but is not limited thereto.

[0088] The content and size of the aggregate depend on the kind and porosity of the road to be constructed, the ground conditions, weather conditions, traffic volume, and number of lanes of the road to be constructed, etc., and thus are not limited. Specifically, as one example, the aggregate can be contained in an amount of 50-80% by weight in the total recycled asphalt mixture, but is not limited thereto.

[0089] The aggregate can be mixedly used with coarse aggregate, fine aggregate, etc., according to the kind of the road to be constructed.

[0090] The filler of one embodiment of the present application can be any one or a mixture of two or more selected from limestone powder, slaked lime, Portland cement, recycled dust, electric furnace steelmaking dust, foundry dust, fly ash, carbon black, sulfur, lignin, cellulose fiber, nylon fiber, polyester fiber, polyethylene fiber, polypropylene fiber, polyvinyl alcohol fiber, and natural fiber, etc., but is not limited thereto. The content of the filler can vary according to the kind of the road to be constructed, and thus is not limited. Specifically, for example, the filler can be contained in an amount of 1-10% by weight in the total recycled asphalt mixture, but is not limited thereto.

[0091] The content of the aggregate and the filler of one embodiment of the present application can vary according to the porosity of the asphalt to be constructed, etc., and the mixture content of the aggregate and the filler can be 80-99.5% by weight of the total asphalt mixture, but is not limited thereto.

[0092] An asphalt mixture according to one embodiment of the present invention utilizes an asphalt composition containing, as an asphalt additive, a specific compound according to the present invention, which must have three or more hydroxyl groups. This improves water resistance and compatibility with aggregates. Furthermore, the use of recycled aggregates, such as waste asphalt concrete aggregates, as well as natural aggregates, significantly enhances compatibility, compactability, and water resistance. The asphalt mixture according to one embodiment of the present invention may contain 0.5-20% by weight of the asphalt composition, more preferably 1-10% by weight, without limitation.

[0093] In the asphalt mixture of one embodiment of the present invention, any additive commonly used in the art may be used without limitation, as needed. Examples of additives for asphalt mixtures include, but are not limited to, wax-based warm mix asphalt (WMA) additives, additional anti-stripping agents, and regeneration agents (rejuvenators), and any one or a mixture of two or more thereof. Various additives may be included depending on the intended road surface.

[0094] The asphalt mixture according to one embodiment of the present invention can be used for any one or two or more selected from the surface layer, middle layer and base layer of asphalt concrete, without being limited thereto.

[0095] The asphalt mixture of one embodiment of the present invention can be used for an asphalt concrete pavement selected from dense-graded asphalt concrete pavement, fluidity-resistant asphalt concrete pavement, coarse-graded asphalt concrete pavement, open-graded asphalt concrete pavement, drainable asphalt concrete pavement and mastic asphalt macadam mixture pavement, but is not limited thereto.

[0096] Hereinafter, for more specific description, the present invention will be described by giving examples and comparative examples, but the present invention is not limited to the following examples.

[0097] The following physical properties were measured by the following measuring methods.

[0098] 1) Thermal stability

[0099] Thermogravimetric analysis was used to quantitatively analyze the weight change of each additive as it changes temperature. Specifically, 5-25 mg of the additive was heated from 50°C to 160°C at a heating rate of 10°C per minute under a nitrogen atmosphere, and further isothermally heated at 160°C for 1 hour. The weight loss of each additive was then evaluated.

[0100] 2) Ammonia smell

[0101] The ammonia odor generated in the asphalt composition was quantitatively analyzed using a detection pump and a detection tube for detecting ammonia. Specifically, 1 g of the asphalt composition was added to a 100 mL round bottom flask, the inlet of the flask was blocked with a rubber septum, and then after heating at 160°C for 2 hours, it was left at room temperature for 30 minutes. 100 mL of the gas generated inside the flask was sucked into the detection tube for detecting ammonia using a detection pump, and then the odor generated by the asphalt composition was evaluated in terms of the ammonia concentration shown on the detection tube.

[0102] 3) Water resistance (aggregate coverage rate (%) after dynamic water immersion)

[0103] The experimental method for measuring the affinity between aggregate and asphalt according to EN-12697-11 (EN-12697-11 Determination of the Affinity between Aggregate and Bitumen) was used as a reference. Specifically, 510 g of aggregate of 8-11.2 mm and 16 g of the asphalt composition were mixed at the mixing temperature described in the examples and comparative examples for 2 minutes, and then cooled at room temperature, and then 150 g of the sample was taken and added to a glass bottle for testing filled with water, and rotated at a speed of 60 times per minute for 24 hours, and then the amount of asphalt covering the aggregate was evaluated by visual observation.

[0104] 4) Warm mix performance (degree of compaction)

[0105] The preparation of the asphalt mixture specimen was based on the standard test method for preparation and determination of the relative density of asphalt mix specimens by means of the Superpave Gyratory Compactor according to ASTM D6925 (ASTM D6925 Standard Test Method for Preparation and Determination of the Relative Density of Asphalt Mix Specimens by Means of the Superpave Gyratory Compactor), and the compaction of the mixture was performed by the compaction method and density calculation method of the asphalt mixture using the KS F2377 gyratory compactor, thereby calculating the porosity of the mixture. The ratio of the porosity of the heated asphalt mixture, which was mixed using ordinary asphalt without additives at 160°C and compacted at 145°C, to the porosity of the warm mix asphalt mixture, which was mixed using asphalt with additives at 130°C and compacted at 115°C, was calculated as the degree of compaction.

[0106]

[0107] The compaction degree is a standard for evaluating the compaction effect of warm mix asphalt proposed by the Ministry of Land, Infrastructure and Transport of Korea, and in order to satisfy the W64 standard of warm mix asphalt mixture, the compaction degree must be 1 or less.

[0108] In calculating the compaction degree of an asphalt composition further containing an additional additive such as a polymer-based modifier, the mixing temperature and the compaction temperature of the heated asphalt and the warm mix asphalt can vary.

[0109] Hereinafter, the asphalt additive of the present application, the asphalt composition containing the same, and the asphalt mixture using the same will be described in more detail based on examples and comparative examples. However, the following examples and comparative examples are merely a reference for detailed description of the present application, and the present application is not limited thereto and can be embodied in various embodiments.

[0110] [Example 1] Preparation of hydroxylamine additive 1

[0111] 4.25 g (40.42 mmol) of diethanolamine and 10.29 g (42.44 mmol) of glycidyl lauryl ether were added to a round bottom flask, and then reacted at an internal temperature of 60°C to prepare.

[0112]

[0113] 1 H NMR (500 MHz, CDCl3) δ 4.50 (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 = 7.0 Hz, 3H).

[0114] [Example 2] Preparation of hydroxylamine additive 2

[0115] 5.0 g (37.54 mmol) of bis(2-hydroxypropyl)amine and 9.10 g (37.54 mmol) of glycidyl lauryl ether were added to a round bottom flask, and then reacted at an internal temperature of 60°C to prepare.

[0116]

[0117] 1H NMR (500 MHz, CDC13) δ 4.23 (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 = 6.0 Hz, 6H), 0.86 (t, J = 6.5 Hz, 3H).

[0118] [Example 3] Preparation of hydroxylamine additive 3

[0119] To prepare, 1.30 g (21.28 mmol) of ethanolamine and 9.80 g (40.44 mmol) of dodecyl glycidyl ether were added to a round bottom flask, and then allowed to react at an internal temperature of 60°C.

[0120]

[0121] 1 H NMR (500 MHz, CDC13) δ 3.90-3.82 (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 = 7.0 Hz, 6H).

[0122] [Comparative Example 1] Hydroxylamine additive 4

[0123] As the hydroxylamine additive 4, N-lauryldiethanolamine available from Tokyo Chemical Industry was used.

[0124]

[0125] [Comparative Example 2] Vinylamine-based commercial additive 5

[0126] As the commercial warm mix additive, ITERLOW T provided by ITERCHIMICA SRL was used.

[0127] [Examples 4 to 6] Preparation of asphalt compositions 1 to 3

[0128] To 100 parts by weight of petroleum-based asphalt having a needle penetration of 73 mm at 25°C, 0.5 parts by weight of Additive 1, Additive 2, and Additive 3, respectively, prepared in Examples 1 to 3, were added, and the mixtures were stirred at 500 rpm for 20 minutes at 140-150°C to prepare Asphalt Compositions 1 to 3. The thermal stability of the additives themselves and the ammonia odor of the asphalt compositions prepared by adding each additive are shown in Table 1 below.

[0129] [Comparative Example 3 to Comparative Example 4] Asphalt compositions 4 to 5 were prepared by the same method as in Examples 4 to 6, except that Additive 4 of Comparative Example 1 and Additive 5 of Comparative Example 2 were used instead of Additive 1, Additive 2 and Additive 3 in Examples 4 to 6, respectively.

[0130] [Table 1]

[0131]

[0132] Compared with Additive 4 and the ethyleneamine-based commercial additive 5, Additives 1 to 3 of the present invention, which are hydroxylamine compounds, have very excellent thermal stability, and the asphalt compositions 1 to 3 of the present invention contain asphalt additives using the hydroxylamine compounds of the present invention, and therefore have the advantage of completely not producing the ammonia odor produced in ethyleneamine-based commercial additives.

[0133] [Examples 7 to 9] Preparation of Asphalt Mixtures 1 to 3 and Samples

[0134] Asphalt mixtures 1 to 3 were prepared by mixing 4.7 wt% of the asphalt compositions 1 to 3 prepared in Examples 4 to 6, respectively, with 95.3 wt% of granite gneiss aggregate (WC-3 particle size) at 130° C. The asphalt mixtures were compacted at 115° C. to prepare test specimens, and the compaction degrees were measured and shown in Table 2 below.

[0135] Petroleum-based asphalt with a general-purpose grade of 64-22 (high-temperature grade: 64°C, low-temperature grade: -22°C) according to KS F 2389 was used. Aggregates meeting the aggregate standards according to KS F 2357 were used, and limestone fillers meeting the filler standards according to KS F 3501 were used. The WC-3 particle size was based on the standard set by the Ministry of Land, Infrastructure and Transport of South Korea, which is a dense-graded asphalt mixture with a maximum aggregate size of 20 mm.

[0136] [Comparative Example 5 to Comparative Example 6] Preparation of asphalt mixture 4 to asphalt mixture 5 and test specimens

[0137] Preparation was performed by the same method as in Examples 7 to 9 except that the asphalt compositions 4 to 5 of Comparative Examples 3 to 4 were used instead of the asphalt compositions 1 to 3 in said Examples 7 to 9, and the properties thereof are shown in Table 2 below.

[0138] [Comparative Example 7] Preparation of asphalt mixture 6 and test specimens

[0139] Preparation was performed by the same method as in Examples 7 to 9 except that the ordinary asphalt without the addition of additives was used instead of the asphalt compositions 1 to 3 in said Examples 7 to 9, and the ordinary asphalt and aggregates were mixed at 160°C to prepare the asphalt mixture 6, and the asphalt mixture was compacted at 145°C, and the properties thereof are shown in Table 2 below.

[0140] [Table 2]

[0141]

[0142] The asphalt mixture of the present application contains an asphalt additive using the hydroxylamine compound of the present application, and thus it is known that the aggregate coverage and compactness after dynamic water immersion are surprisingly improved compared to the additive 4 and the ethylene amine-based commercial additive 5.

[0143] Therefore, the odor of the asphalt mixture of the present application is improved, the storage stability and water resistance are excellent, and the carbon emission reduction ability is outstanding, and thus it is very economical and environmentally friendly.

Claims

1. An asphalt composition comprising an asphalt additive and asphalt, wherein: The asphalt additive includes a hydroxylamine compound, wherein the hydroxylamine compound is represented by the following Chemical Formula 1: [Chemical Formula 1] In the chemical formula 1, R 1 *-L 2 -OH; L 1 To L 4 are independently C1-C10 alkylene; R is C5-C30 alkyl, C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl, C5-C30 alkenyl, hydroxy C5-C30 alkenyl or L' is a C1-C10 alkylene group, R' is hydrogen, a C1-C30 alkyl group, or a hydroxy C1-C30 alkyl group, and n is an integer from 0 to 10; m is an integer from 1 to 5.

2. The asphalt composition according to claim 1, wherein The L 1 To L 4 The alkylene group is further substituted by any one or two or more selected from the group consisting of hydroxyl group, C1-C30 alkyl group, hydroxy C1-C30 alkyl group, C1-C30 alkoxy group and C5-C30 alkoxy C1-C30 alkyl group.

3. The asphalt composition according to claim 1, wherein In the chemical formula 1, R 1 *-L 2 -OH; L 1 To L 4 are independently C1-C5 alkylene; R is C5-C30 alkoxy, C5-C30 alkoxy C1-C30 alkyl or L' is a C1-C4 alkylene group, R' is hydrogen or a C1-C30 alkyl group, and n is an integer from 1 to 3; m is an integer of 1-2.

4. The asphalt composition according to claim 3, wherein The L 1 To L 4 The alkylene group may be further substituted with any one 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 C1-C30 alkyl group.

5. The asphalt composition 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, R is a C5-C30 alkoxy group; R 11 is hydrogen, C1-C30 alkyl, C1-C30 alkoxy or C5-C30 alkoxyC1-C30 alkyl; R 12 is hydrogen, C1-C30 alkyl or C5-C30 alkoxy C1-C30 alkyl; p, q and r are independently integers of 1-5.

6. The asphalt composition according to claim 5, wherein In the chemical formula 2, R is a C10-C30 alkoxy group; R 11 is hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; R 12 is hydrogen, C1-C10 alkyl or C10-C30 alkoxy C1-C10 alkyl; p, q and r are independently integers of 1-3.

7. The asphalt composition according to any one of claims 1 to 6, wherein With respect to 100 parts by weight of asphalt, the asphalt additive is included in an amount of 0.05-10 parts by weight.

8. The asphalt composition according to any one of claims 1 to 6, wherein The asphalt composition further comprises one or more additional additives selected from polymer modifiers, regeneration additives, asphalt penetration regulators, asphalt softeners, anti-stripping agents, antioxidants, heat stabilizers, antistatic agents, slip agents and surfactants.

9. An asphalt mixture comprising: the asphalt composition according to any one of claims 1 to 6; aggregate; and filler.

10. The asphalt mixture according to claim 9, wherein: The asphalt mixture contains 0.5-20 weight % of the asphalt composition relative to the total weight of the asphalt mixture.

11. The asphalt mixture according to claim 10, wherein: The asphalt mixture is used for any one or more of the surface layer, middle layer and base layer selected from asphalt concrete.

12. The asphalt mixture according to claim 10, wherein: The asphalt mixture is selected from any one or more of heated asphalt mixture, warm mix asphalt mixture, recycled asphalt mixture using waste asphalt concrete, warm mix recycled asphalt mixture and foamed asphalt mixture.

13. The asphalt mixture according to claim 10, wherein: The asphalt mixture is used for an asphalt concrete pavement selected from dense-graded asphalt concrete pavement, fluidity-resistant asphalt concrete pavement, coarse-graded asphalt concrete pavement, open-graded asphalt concrete pavement, drainable asphalt concrete pavement and mastic asphalt crushed stone mixture pavement.

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