Asphalt additives

Abstract

Provided herein are antistripping compositions which may be used, for example, as additives to bitumen compositions such as asphalt concrete to prevent or reduce susceptibility to water damage. In particular, the antistripping compositions of the present disclosure have a triamine component and a nitrile component. Also provided herein are bitumen compositions, such as asphalt, having a portion of the described antistripping compositions as an additive.

Description

[Technical Field]

[0001] This invention relates to an additive for asphalt compositions, such as paving asphalt compositions, for example, asphalt concrete. In particular, this invention relates to an anti-stripping composition that can be used as an additive in asphalt compositions. This invention also generally relates to an asphalt composition comprising the added anti-stripping additive. Cross-reference

[0002] This application relates to and claims priority to U.S. Provisional Patent Application No. 63 / 089,831, filed October 9, 2020, which is hereby incorporated by reference. [Previous Technology]

[0003] Asphalt aggregate mixtures are commonly used in paving materials and other structural materials. For example, these mixtures are commonly used for paving roads, private driveways, parking lots, etc. Typically, asphalt aggregate mixtures comprise a mixture of aggregate materials, stones, gravel, sand, or other mineral aggregates, bound together with an asphalt binder, such as asphalt adhesive. The mixing of the aggregate materials with the asphalt binder is carried out according to any known method. Regarding some mixtures referred to in the art as hot-mix asphalt concrete (HMA), the aggregates are heated at a high temperature of about 130°C to 190°C and mixed with the asphalt binder. The asphalt aggregate mixture is then applied to a surface and compacted at the high temperature. Regarding other mixtures referred to in the art as wet-mix asphalt concrete (WMA), the asphalt binder is mixed with additional "soft" components, such as zeolite or wax, and melted at about 40-125°C and mixed with the aggregates. Regarding other mixtures referred to in the art as cold-mix asphalt concrete, cold aggregates are mixed with a hot or cold binder, which may be an emulsion of asphalt in water, wherein, for example, a suitable surfactant is used, or a mixture of asphalt and a suitable hydrocarbon solvent is used. The emulsified asphalt particles coat and bind the aggregates and remain after the water evaporates.

[0004] In all types of asphalt aggregate mixtures, the failure of the asphalt binder's bonding effect with the aggregate can lead to the binder separating from or "stripping" from the aggregate. Typically, this stripping is caused by water breaking down the bond between the asphalt binder and the aggregate mixture, and water then replaces the asphalt binder as a coating surrounding the aggregate. Desquamation is often facilitated by harsh climates and / or exposure of compacted asphalt aggregate mixtures to water. During winter, low temperatures tend to harden the asphalt binder in paving materials and reduce its flexibility. Under these conditions (and under traffic loads), compacted mixtures tend to crack, allowing surface water to seep into the road. As water undergoes freeze-thaw cycles, it strips the asphalt binder, such as asphalt, from the aggregate mixture, reducing the strength of the compacted mixture and accelerating its deterioration. Additionally, during summer, high temperatures can cause asphalt pavements to soften, leading to permanent deformation of the material under traffic loads, resulting in bulging, rutting, bleeding, and washout problems.

[0005] To aid in the bonding between the binder and the aggregate, the aggregate mixture and / or asphalt binder can be treated with anti-stripping additives. Conventional anti-stripping additives reduce stripping by acting as a binder between the aggregate particles and the asphalt binder. Common examples of anti-stripping additives include surfactants and ethylamine, which are added to the aggregate mixture and / or asphalt binder, for example, during heating. However, conventional anti-stripping additives are not ideal because they provide insufficient waterproofing according to any of the moisture sensitivity tests tested, such as ASTM D 3625 (boiling water test), AASHTO T 283 (modified Lottman test), AASHTO T 324 (Hamburg rutting test), ASTM D 4867 (Tunnicliff and Root conditioning test), AASHTO T 182 (static immersion test), and AASHTO T 165 (immersion compressive strength test). Furthermore, conventional anti-stripping additives are not effective for all types of asphalt aggregate mixtures, such as HMA, WMA, and cold-mix asphalt concrete. For example, some conventional anti-stripping additives are not thermally stable and therefore not suitable for HMA.

[0006] Therefore, there is still a need for improved anti-stripping components that can improve the moisture resistance and / or thermal stability of asphalt aggregate mixtures, such as asphalt. [Summary of the Invention]

[0007] In one aspect, the present invention describes an anti-peel composition comprising: a triamine component, preferably present in an amount of 1% to 40% by weight; and a nitrile component, preferably present in an amount of 60% to 99% by weight. In some cases, the nitrile component has the chemical formula CxH2x-1(CN)3, wherein x is 4 to 10. In some cases, the nitrile component comprises tricyanohexane. In some cases, the nitrile component comprises a trinitrile compound having the following chemical structure: wherein a, b, and c are independently 0 to 4. In some cases, the nitrile component comprises adiponitrile. In some cases, the triamine component comprises a triamine compound having the following chemical structure:; wherein x and y are independently 1 to 10, and wherein R is hydrogen, C1-C5 alkyl, C2-C5 alkenyl, or C1-C5 alcohol group. In some cases, the triamine component comprises a triamine compound comprising BHMT, ethylamine, or amide amine or combinations thereof. In some cases, the anti-peel composition also comprises an organic additive. In some cases, the organic additive comprises vegetable oil; or in some cases, the organic additive comprises ethanol, propanol, or alkyl glycol or their corresponding esters or combinations thereof. In some cases, the vegetable oil is selected from the group consisting of: canola oil, castor oil, coconut oil, corn oil, cottonseed oil, distilled tall oil, linseed oil, jatropha oil, flaxseed oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, safflower oil, sesame oil, sunflower oil, soybean oil, soybean oil (biodiesel), castor oil, tung oil, tigernut oil, flaxseed oil, and combinations thereof. In some cases, the organic additive comprises an ester having the following chemical structure: ; where a and b are independently 0 to 4. In some cases, the anti-stripping composition has an amine value of 5 mg KOH / g to 20 mg KOH / g. In some cases, the anti-stripping composition comprises 60% to 80% by weight of a triamine component and 1% to 40% by weight of a nitrile component. In some cases, the anti-stripping composition contains less than 100 ppm of water.

[0008] On the other hand, the present invention describes an asphalt composition comprising an asphalt material and the anti-stripping component described herein. In some cases, the asphalt composition comprises 0.05% to 2% by weight of the anti-stripping component. In some cases, the asphalt composition comprises asphalt. In some cases, the asphalt is performance-grade asphalt. In some cases, the asphalt composition exhibits a coating retention rate of at least 60% according to ASTM D 3625. In some cases, the asphalt composition exhibits a tensile strength ratio greater than 80 according to AASHTO T 283. In some cases, the asphalt composition exhibits a rutting depth of less than 10 mm in the Hamburg rutting test according to AASHTO T 324. The present invention discloses an anti-stripping component comprising: less than 95% of a triamine component and more than 5% of a nitrogen-containing compound (and optionally water) different from the triamine component, and also discloses methods for improving the durability of asphalt compositions comprising asphalt materials. The method includes adding any of the anti-stripping components described in the preceding claims to an asphalt composition to form a treated asphalt composition, wherein, according to AASHTO T313 (current year) testing, after 40 days of aging, the treated asphalt composition exhibits a BBR stiffness of less than 247 MPa.

Implementation Method

[0010] Introduction

[0011] As mentioned above, it is known that conventional asphalt aggregate mixtures, such as asphalt concrete, deteriorate the roads and compacted surfaces formed from the mixture when exposed to moisture. This is because water and / or water vapor can cause the asphalt binder, such as asphalt, to separate from the aggregate, a phenomenon known in the art as "stripping". Stripping then leads to various problems, resulting in deterioration and eventual failure of the asphalt aggregate mixture, such as rutting, fatigue cracking, and thermal cracking.

[0012] This invention relates to components (anti-stripping components) and methods for reducing or mitigating stripping of asphalt aggregate mixtures, such as asphalt concrete. In particular, the invention describes anti-stripping components comprising a triamine component and, in some cases, additional components, such as a nitrile component and / or organic additives and / or synergistic nitrogen-containing compounds, which are particularly useful for reducing or eliminating the sensitivity of asphalt aggregate mixtures to moisture. Additionally, the invention describes asphalt components comprising anti-stripping components, exhibiting improved performance characteristics due to the addition of said anti-stripping components. The inventors have found that the anti-stripping components described herein, and asphalt components comprising said anti-stripping components, exhibit improved resistance to the adverse effects of moisture, as detected by various performance tests.

[0013] Furthermore, as described below, some embodiments of the anti-peel composition described herein advantageously form stable solutions that remain liquid, for example, at room temperature or below. As a result, the anti-peel composition described herein exhibits improved thermal stability.

[0014] Without being limited to any theory, it is believed that the structure of each component within the anti-stripping composition prevents water from replacing the asphalt binder as a coating around the aggregate in the asphalt-aggregate mixture. As detailed below, the included components are organic compounds containing one or more amine and / or (optionally) nitrile structural moieties. Theoretically, the organic moieties are soluble in and remain in the asphalt binder, such as asphalt, while the amine and / or nitrile structural moieties have an affinity for the aggregate. Therefore, the anti-stripping composition can ensure adhesion between the asphalt binder and the aggregate, preventing water from separating the asphalt binder from the aggregate. In particular, as an example, the combination of amine and nitrile structural moieties has been found to be particularly effective because the nitrile structural moieties simultaneously possess strong electronegativity and a branched chemical structure. Moreover, the electronegativity and chemical structure work synergistically with the triamine and the aggregate, thereby improving the adhesion strength, causing the positively charged triamine to concentrate on the surface of the aggregate. In other words, the nitrile structure unexpectedly improves the adhesion between the triamine and the aggregate, which is at least partly due to the strong electronegativity and branched chemical structure of the nitrile.

[0015] Triamine component

[0016] This document describes many triamine compounds that the inventors have found advantageously to prevent, reduce, or eliminate stripping phenomena in asphalt compositions, such as asphalt aggregate mixtures, e.g., asphalt concrete; and / or to provide improved thermal stability of the asphalt composition. Therefore, triamine compounds can be used as components of anti-stripping compositions. Thus, the anti-stripping compositions described herein comprise one or more triamine compounds as triamine components.

[0017] The triamine component comprises a triamine compound, such as an organic compound having three amino or nitrogen functional groups on a saturated or unsaturated carbon chain. The triamine compound can vary widely, but will generally have the aforementioned amino or nitrogen functionality. For example, in some embodiments, the triamine compound comprises an alkyltriamine, such as an organic compound having the chemical formula CxH2x+5N3, where x is 6 to 20. Exemplary alkyltriamines include hexanetriamine, heptanetriamine, octanetriamine, nonanetriamine, decanetriamine, undecanetriamine, dodecanetriamine, tridecanetriamine, pentadecanetriamine, hexadecanetriamine, heptadecanetriamine, octadecanetriamine, nonadecanetriamine, and eicosanetriamine.

[0018] In some embodiments, the triamine compound comprises an olefinic triamine, such as an unsaturated organic compound having the chemical formula CxH2x+3N3, where x is 6 to 20. Exemplary olefinic triamines include hexenetriamine, heptenenetriamine, octenetriamine, nonenetriamine, decenetriamine, undecenetriamine, dodecaenetriamine, tridecenetriamine, pentadecenetriamine, hexadecenetriamine, heptadecaenetriamine, octadecenetriamine, nonadecaenetriamine, and eicosenetriamine.

[0019] It has been found that the presence of the triamine moiety can unexpectedly provide improved adhesion between asphalt binders and aggregates compared to other amines containing fewer amine functional groups. These amine groups work synergistically with the cyano functional groups of the trinitrile (see further discussion herein).

[0020] In some embodiments, the triamine compound comprises an aryltriamine, such as an aromatic organic compound having three amino or nitrogen functional groups.

[0021] In some embodiments, the triamine component comprises a triamine compound having the following chemical structure: ; wherein x and y are independently 1 to 10, and wherein R is hydrogen, C1-C5 alkyl, C2-C5 alkenyl, or C1-C5 alcohol group. In some embodiments, R is hydrogen.

[0022] In some cases, the triamine compound may be, for example, di(4-amino-butyl)amine, di(5-amino-pentyl)amine, di(6-amino-hexyl)amine, such as di(hexamethylene(triamine)), di(7-amino-heptyl)amine, di(8-amino-octyl)amine, (4-amino-butyl)(5-amino-pentyl)amine, (4-amino-butyl)(6-amino-hexyl)amine, bis(hexamethylene)triamine (BHMT), (4-amino-butyl)(7-amino-heptyl)amine, (4-amino-butyl)(8-amino-octyl)amine, (5-amino-pentyl)(6-amino-hexyl)amine, (5-amino-pentyl)(7-amino-heptyl)amine, or (5-amino-pentyl)(8-amino-octyl)amine.

[0023] In some cases, the triamine compound contains BHMT, ethylamine or acetamylamine or a combination thereof.

[0024] In some embodiments, based on the total weight of the triamine component, the triamine component comprises 40% to 90% by weight of a triamine compound, for example, 40% to 85% by weight, 40% to 80% by weight, 40% to 75% by weight, 45% to 90% by weight, 45% to 85% by weight, 45% to 80% by weight, 45% to 75% by weight, 50% to 90% by weight, 50% to 85% by weight, 50% to 80% by weight, 50% to 75% by weight, 55% to 90% by weight, 55% to 85% by weight, 55% to 80% by weight, or 55% to 75% by weight. Up to the upper limit, the triamine component may comprise less than 90% by weight of a triamine compound, for example, less than 85% by weight, less than 80% by weight, or less than 75% by weight. As for the lower limit, the triamine component may contain more than 40% by weight of the triamine compound, for example, more than 45% by weight, more than 50% by weight, or more than 55% by weight.

[0025] In some embodiments, the triamine component may comprise a diamine compound. Exemplary diamine compounds include ethylenediamine, propylenediamine, butyldiamine, pentanediamine, hexanediamine, heptamethamine, octanediamine, nonanediamine, and decanediamine.

[0026] There are no particular limitations on the content of the triamine component in the anti-peel composition, and it can vary widely. In one embodiment, the anti-peel composition comprises 60% to 99% by weight of the triamine component, for example, 60% to 98% by weight, 60% to 95% by weight, 60% to 92% by weight, 60% to 90% by weight, 60% to 88% by weight, 62% to 99% by weight, 62% to 98% by weight, 62% to 95% by weight, 62% to 92% by weight, 62% to 90% by weight, 62% to 88% by weight, 64% to 99% by weight, 64% to 98% by weight. The anti-peel composition may contain more than 60% by weight of the triamine component, for example, more than 62% by weight, more than 64% by weight, more than 66% by weight, or more than 68% by weight. The upper limit is 64% by weight to 95% by weight, 64% by weight to 92% by weight, 64% by weight to 90% by weight, 64% by weight to 88% by weight, 66% by weight to 99% by weight, 66% by weight to 98% by weight, 66% by weight to 95% by weight, 68% by weight to 92% by weight, 68% by weight to 90% by weight, or 68% by weight.

[0027] The content of the triamine component in the anti-peel composition can also be described with reference to the triamine compound. In other words, the content of the triamine compound can be described based on the total amount of the anti-peel composition. In one embodiment, for example, the triamine compound may be present in the anti-peel composition in an amount of 25% to 75% by weight, such as 25% to 70% by weight, 25% to 65% by weight, 25% to 60% by weight, 30% to 75% by weight, 30% to 70% by weight, 30% to 65% by weight, 30% to 60% by weight, 35% to 75% by weight, 35% to 70% by weight, 35% to 65% by weight, 35% to 60% by weight, 40% to 75% by weight, 40% to 70% by weight, 40% to 65% by weight, or 40% to 60% by weight. With respect to the lower limit, the anti-peel composition may contain more than 25% by weight of a triamine compound, for example, more than 30% by weight, more than 35% by weight, or more than 40% by weight. With respect to the upper limit, the anti-peel composition may contain less than 75% by weight of a triamine compound, for example, less than 70% by weight, less than 65% by weight, or less than 60% by weight.

[0028] In some embodiments, the triamine component (or the overall composition) comprises a nitrogen-containing compound that is different from a triamine or nitrile, such as a triamine or nitrile not described herein.

[0029] Therefore, anti-peel compositions may contain triamines and other nitrogen-containing compounds different from the triamines or nitriles described herein. For example, these nitrogen-containing compounds may include acetonitrile, caprolactam, aminohexanol, such as 6-amino-1-hexanol (AMOL), dipropyltriamine (DPT), or aminocephalosporanic acid (ACA), or combinations thereof. Surprisingly, the presence of these nitrogen-containing compounds has been found to advantageously influence anti-peel properties, such as carbonyl index characteristics, BBR stiffness, and / or BBR M value. As shown in the examples, anti-peel compositions containing the aforementioned triamines and optionally one or more synergistic nitrogen-containing compounds exhibit significantly better performance in these applications than conventional amines, such as diamines.

[0030] The amount of nitrogen-containing compounds in the anti-peel composition may range from 0.01 wt% to 50 wt%, for example, 0.1 wt% to 50 wt%, 1 wt% to 40 wt%, 5 wt% to 40 wt%, 10 wt% to 40 wt%, or 10 wt% to 36 wt%. At the lower limit, the amount of nitrogen-containing compounds in the anti-peel composition may be greater than 0.01 wt%, for example, greater than 0.01 wt%, greater than 1 wt%, greater than 5 wt%, greater than 10 wt%, greater than 15 wt%, greater than 20 wt%, greater than 25 wt%, greater than 30 wt%, or greater than 40 wt%. At the upper limit, the amount of nitrogen-containing compounds in the anti-peel composition may be less than 50 wt%, for example, less than 45 wt%, less than 40 wt%, less than 35 wt%, less than 30 wt%, less than 25 wt%, less than 20 wt%, less than 15 wt%, less than 10 wt%, less than 5 wt%, less than 1 wt%, or less than 0.1 wt%. These ranges and limits apply individually or in whole to nitrogen-containing compounds.

[0031] Nitrile component

[0032] This document describes many nitrile compounds, which the inventors have found (in conjunction with triamine compounds) to unexpectedly prevent, reduce, or eliminate stripping phenomena in asphalt compositions, such as asphalt aggregate mixtures, for example, asphalt concrete, especially when these trinitrile compounds are used in combination with the aforementioned triamine. Therefore, nitrile compounds can be used as components of anti-stripping compositions. Thus, the anti-stripping compositions described herein (in addition to the triamine component) comprise one or more nitrile compounds as nitrile components, which can be any organic compound containing one or more cyano or nitrile functional groups. In some cases, the nitrile component is different from the triamine component.

[0033] In some embodiments, the nitrile component comprises a trinitrile compound, such as an organic compound having three cyano or nitrile functional groups on a saturated or unsaturated carbon chain. For example, in some embodiments, the nitrile component comprises a trinitrile alkane, such as an organic compound having the chemical formula CxH2x-1(CN)3, where x is 4 to 10. Exemplary trinitrile compounds include butanetrionitriles, such as tricyanobutane; pentanetrionitriles, such as tricyanopentane; hexanetrionitriles, such as tricyanohexane; heptanetrionitriles, such as tricyanoheptane; octanetrionitriles, such as tricyanooctane; nonanetrionitriles, such as tricyanononane; and decanetrionitriles, such as tricyanodecane; and combinations thereof. In some embodiments, the trinitrile compound comprises tricyanohexane, such as 1,3,6-tricyanohexane and / or 1,3,5-tricyanohexane.

[0034] As described above, it has been found that the presence of the nitrile (cyano) structural moiety and the accompanying strong electronegativity and branched chemical structure can unexpectedly provide improved performance in ensuring the adhesion between the asphalt binder and the aggregate.

[0035] In particular, as an example, the combination of the amine and nitrile structural moieties has been found to be particularly effective because the nitrile structural moieties possess both strong electronegativity and a branched chemical structure. Moreover, this electronegativity and structure work synergistically with the triamine and aggregate to improve adhesion strength, causing the positively charged triamine to concentrate on the surface of the aggregate. In other words, the nitrile structural moieties unexpectedly improve adhesion between the triamine and the aggregate, at least in part due to the strong electronegativity and branched chemical structure of the nitrile.

[0036] In terms of chemical structure, the trinitrile compound can have the following structure: , where a, b, and c are independently 0 to 4. In some embodiments, the sum of a, b, and c is 3 to 10.

[0037] There are no particular limitations on the content of the nitrile component in the anti-peel composition, and it can vary widely. In one embodiment, the anti-peel composition comprises 1% to 40% by weight of the nitrile component, for example, 1% to 38% by weight, 1% to 36% by weight, 1% to 34% by weight, 1% to 32% by weight, 1% to 30% by weight, 1% to 10% by weight, 2% to 8% by weight, 2% to 40% by weight, 2% to 38% by weight, 2% to 36% by weight, 2% to 34% by weight, 2% to 32% by weight, 2% to 30% by weight, 2% to 20% by weight, 3% to 4% by weight. 0 wt%, 3 wt% to 38 wt%, 3 wt% to 36 wt%, 3 wt% to 34 wt%, 3 wt% to 32 wt%, 3 wt% to 30 wt%, 4 wt% to 40 wt%, 4 wt% to 38 wt%, 4 wt% to 36 wt%, 4 wt% to 34 wt%, 4 wt% to 32 wt%, 4 wt% to 30 wt%, 5 wt% to 40 wt%, 5 wt% to 38 wt%, 5 wt% to 36 wt%, 5 wt% to 34 wt%, 5 wt% to 32 wt%, or 5 wt% to 30 wt%. At the lower limit, the peel-resistant composition may contain more than 1 wt% of a nitrile component, for example, more than 2 wt%, more than 3 wt%, more than 4 wt%, or more than 5 wt%. At the upper limit, the peel-resistant composition may contain less than 40 wt% of a nitrile component, for example, less than 38 wt%, less than 36 wt%, less than 34 wt%, less than 32 wt%, or less than 30 wt%. These ranges and limits may apply to the nitrile as a whole, to individual nitrile components, or to a selected combination of nitrile components.

[0038] In some embodiments, based on the total weight of the nitrile component, the nitrile component comprises 60% to 100% by weight of a trinitrile compound, such as tricyanohexane, for example 60% to 99.99% by weight, 60% to 99.9% by weight, 60% to 99% by weight, 65% to 100% by weight, 65% to 99.99% by weight, 65% to 99.9% by weight, 65% to 99% by weight, 70% to 100% by weight, 70% to 99.99% by weight, 70% to 99.9% by weight, 75% to 100% by weight, 75% to 99.99% by weight, 75% to 99.9% by weight, or 75% to 99% by weight. With respect to the upper limit, the nitrile component may contain less than 100% by weight of a trinitrile compound, such as tricyanohexane, for example less than 99.99% by weight, less than 99.9% by weight, or less than 99% by weight. With respect to the lower limit, the nitrile component may contain more than 60% by weight of a trinitrile compound, such as tricyanohexane, for example more than 65% by weight, more than 70% by weight, or more than 75% by weight.

[0039] In some embodiments, the nitrile component comprises a dinitrile compound, such as an organic compound having two cyano or nitrile functional groups on a saturated or unsaturated carbon chain. For example, in some embodiments, the nitrile component comprises a dinitrile alkane, such as an organic compound having the chemical formula CxH2x(CN)2, where x is 1 to 6. Exemplary dinitrile compounds include malononitriles, such as dicyanomethane; butadionitriles, such as dicyanoethane; glutaronitriles, such as dicyanopropane; adiponitriles, such as dicyanobutane; pentanedionitriles, such as dicyanopentane; and hexanedionitriles, such as dicyanhexane.

[0040] In some embodiments, based on the total weight of the nitrile component, the nitrile component comprises 0% to 15% by weight of a dinitrile, such as adiponitrile, for example 0% to 12% by weight, 0% to 10% by weight, 0% to 8% by weight, 0% to 5% by weight, 1% to 15% by weight, 1% to 12% by weight, 1% to 10% by weight, 1% to 8% by weight, 1% to 5% by weight, 2% to 15% by weight, 2% to 12% by weight, 2% to 10% by weight, 2% to 8% by weight, 2% to 5% by weight, 3% to 15% by weight, 3% to 12% by weight, 3% to 10% by weight, 3% to 8% by weight, 3% to 5% by weight, 4% to 15% by weight, 4% to 12% by weight, 4% to 10% by weight, 4% to 8% by weight, or 4% to 5% by weight. With respect to the upper limit, the nitrile component may contain less than 15% by weight of a dinitrile, such as adiponitrile, for example less than 12% by weight, less than 10% by weight, less than 8% by weight, or less than 5% by weight. With respect to the lower limit, the nitrile component may contain more than 0% by weight of a dinitrile compound, such as adiponitrile, for example more than 1% by weight, more than 2% by weight, more than 3% by weight, or more than 4% by weight.

[0041] In some embodiments, the nitrile component comprises a mononitrile compound, such as an organic compound having a cyano or nitrile functional group on a saturated or unsaturated carbon chain. For example, in some embodiments, the nitrile component comprises a nitrile alkane, such as an organic compound having the chemical formula CxH2x+1(CN), where x is 1 to 6. Exemplary nitrile compounds include acetonitrile, such as cyanomethane; propionitrile, such as cyanoethane; butyronitrile, such as cyanopropane; pentanenitrile, such as cyanobutane; pentanenitrile, such as cyanopentane; and hexanenitrile, such as cyanohexane.

[0042] In some embodiments, the nitrile component comprises a mixture of the above-described compounds. For example, a combination of one or more trinitrile, dinitrile, and / or mononitrile compounds may be used.

[0043] In some embodiments, the nitrile component comprises one or more co-product streams from other industrial production processes. For example, the nitrile component may comprise one or more co-product streams from different processes or systems, such as those from the production processes of adiponitrile, acrylonitrile, allyl nitrile, butyronitrile, polyacrylonitrile, polyamide, aromatic polyamide, or combinations thereof. In one specific case, the nitrile component may be an adiponitrile process stream, such as one or more co-product streams, purge streams, or flash tailings from an adiponitrile production process. In some cases, co-product streams from multiple processes may be combined to form the nitrile component. In some cases, the nitrile component may comprise a partially treated and / or purified co-product stream. For example, the nitrile component may comprise a stream formed by distillation or evaporation of a co-product stream, such as via a scraped-film evaporator.

[0044] Organic Additives

[0045] In some embodiments, the anti-stripping component further comprises (optionally) organic additives. In some cases, as described herein, the addition of organic additives unexpectedly improves the ability of the anti-stripping component to reduce or eliminate the water sensitivity of asphalt aggregate mixtures (e.g., asphalt concrete). In particular, organic additives can lower the melting point of the anti-stripping component. As a result, organic additives can ensure that the anti-stripping component remains in a liquid state. Therefore, the anti-stripping component described herein exhibits higher thermal stability than conventional anti-stripping additives.

[0046] Organic additives may, for example, comprise vegetable oils. There are no particular limitations on the composition of the vegetable oils used in organic additives, and any long-chain hydrocarbons, such as triglycerides extracted or derived from plants, can be used. Exemplary vegetable oils suitable for use in anti-stripping compositions include canola oil, castor oil, coconut oil, corn oil, cottonseed oil, distilled tall oil, linseed oil, jatropha oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, safflower oil, sesame oil, sunflower oil, soybean oil, soybean oil (biodiesel), castor oil, tung oil, sedge oil, linseed oil, and combinations thereof. In some specific embodiments, the anti-stripping composition comprises soybean oil.

[0047] Organic additives may, for example, contain esters. There are no particular limitations on the composition of esters used in organic additives. In some cases, said esters contain carboxylic acid esters, orthoesters, phosphate esters, sulfate esters, nitrate esters, borate esters, carbonate esters, or combinations thereof.

[0048] In some embodiments, the organic additive comprises an ester having the following chemical structure: , wherein a and b are independently 0 to 4. Exemplary esters having the above structure include: methyl acetate, methyl propionate, methyl butyrate, methyl valerate, methyl hexanoate, ethyl acetate, ethyl propionate, ethyl butyrate, ethyl valerate, ethyl hexanoate, propyl acetate, propyl propionate, propyl butyrate, propyl valerate, propyl hexanoate, butyl acetate, butyl propionate, butyl butyrate, butyl valerate, butyl hexanoate, pentyl acetate, pentyl propionate, pentyl butyrate, pentyl valerate, pentyl hexanoate, and combinations thereof.

[0049] In some embodiments, the organic additive comprises an ester having the following chemical structure: , wherein c is 1 to 8, and wherein each R is independently a C1-C3 alkyl, C2-C4 alkenyl, or C1-C3 alcohol group. Exemplary esters having the above structure include: dimethyl malonate, dimethyl succinate, dimethyl glutarate, dimethyl adipate, dimethyl hempanoate, dimethyl octanoate, diethyl malonate, diethyl succinate, diethyl glutarate, diethyl adipate, diethyl hempanoate, diethyl octanoate, dipropyl malonate, dipropyl succinate, dipropyl glutarate, dipropyl adipate, dipropyl hempanoate, dipropyl octanoate, ethyl methyl malonate, ethyl methyl succinate, ethyl methyl glutarate, ethyl methyl adipate, ethyl methyl hempanoate, ethyl methyl octanoate, and combinations thereof.

[0050] In some embodiments, the organic additive comprises an alcohol. As examples, the organic additive may be the corresponding alcohol of the aforementioned ester. For example, the alcohol may include at least one of the following: methanol, ethanol, n-propanol, butanol, pentanol, hexanol, octanol, n-octanol, tetrahydrofurfuryl alcohol (THFA), cyclohexanol, cyclopentanol, and terpineol. n-Propanol may include at least one of 1-propanol, 2-propanol, and 1-methoxy-2-propanol. Butanol may include at least one of 1-butanol and 2-butanol. Pentanol may include at least one of 1-pentanol, 2-pentanol, and 3-pentanol. Hexanol may include at least one of 1-hexanol, 2-hexanol, and 3-hexanol. n-Octanol may include at least one of 1-octanol, 2-octanol, and 3-octanol.

[0051] In some embodiments, the alcohol comprises ethanol, propanol, or alkyl glycol, or combinations thereof. In some cases, the organic additive comprises ethanol, propanol, or alkyl glycol, or their respective esters or combinations thereof.

[0052] In some embodiments, the organic additive comprises vegetable oil and esters. For example, the organic additive may comprise soybean oil and ethyl acetate. In these embodiments, there are no particular limitations on the relative amounts of vegetable oil and esters, and they may, for example, be (approximately) equal.

[0053] There are no particular limitations on the content of organic additives in the anti-peel composition, and it can vary widely. In one embodiment, the anti-peel composition contains 0% to 20% by weight of organic additives, for example, 0% to 19% by weight, 0% to 18% by weight, 0% to 17% by weight, 0% to 16% by weight, 0% to 15% by weight, 1% to 20% by weight, 1% to 19% by weight, 1% to 18% by weight, 1% to 17% by weight, 1% to 16% by weight, 1% to 15% by weight, 2% to 20% by weight, and 2% to 19% by weight. The content of the anti-peel composition may be 2% to 18% by weight, 2% to 17% by weight, 2% to 16% by weight, 2% to 15% by weight, 3% to 20% by weight, 3% to 19% by weight, 3% to 18% by weight, 3% to 17% by weight, 3% to 16% by weight, 3% to 15% by weight, 4% to 20% by weight, 4% to 19% by weight, 4% to 18% by weight, 4% to 17% by weight, 4% to 16% by weight, or 4% to 15% by weight. At the lower limit, the anti-peel composition may contain more than 0% by weight of organic additives, such as more than 1% by weight, more than 2% by weight, more than 3% by weight, or more than 4% by weight. At the upper limit, the anti-peel composition may contain less than 20% by weight of organic additives, such as less than 19% by weight, less than 18% by weight, less than 17% by weight, less than 16% by weight, or less than 15% by weight.

[0054] In some embodiments, any one or more of the steps or components described herein may be considered optional. In some cases, any one or more of the foregoing items in this specification may be explicitly excluded, for example, by way of the wording of the claim. For example, the wording of the claim may be modified to specify that the composition does not contain castor oil or excludes castor oil.

[0055] The terms "greater than" and "less than" as used herein may also include the numerical values ​​associated with them. In other words, "greater than" and "less than" can be interpreted as "greater than or equal to" and "less than or equal to". This expression may be modified in subsequent requests to include "or equal to". For example, "greater than 4.0" could be interpreted and modified in subsequent requests to "greater than or equal to 4.0".

[0056] Exemplary Components

[0057] In one embodiment, the composition comprises 2% to 20% by weight of TCH and / or ADN, 40% to 90% by weight of BHMT and 2% to 20% by weight of ethanol.

[0058] In one embodiment, the composition comprises 1% to 20% by weight of ADN, 40% to 90% by weight of BHMT and 2% to 20% by weight of ethanol.

[0059] In one embodiment, the composition comprises 2% to 20% by weight of TCH, 40% to 90% by weight of BHMT and 2% to 20% by weight of ethanol.

[0060] In one embodiment, the composition comprises 2% to 20% by weight of TCH and / or ADN, 40% to 90% by weight of BHMT and 2% to 20% by weight of ethyl acetate.

[0061] Additional components

[0062] In addition to the triamine component, nitrile component, and organic additives described above, the anti-peel composition may also contain (optionally) additional components. In some cases, the anti-peel composition preferably contains relatively few of these additional components.

[0063] In some embodiments, the anti-peel composition may contain trace amounts of water. In one embodiment, for example, the anti-peel composition contains 0 ppm to 100 ppm of water, such as 0 ppm to 80 ppm, 0 ppm to 60 ppm, 0 ppm to 40 ppm, 0 ppm to 20 ppm, 0.2 ppm to 100 ppm, 0.2 ppm to 80 ppm, 0.2 ppm to 60 ppm, 0.2 ppm to 40 ppm, 0.2 ppm to 20 ppm, 0.4 ppm to 100 ppm, 0.4 ppm to 80 ppm, 0.4 ppm to 60 ppm, 0.4 ppm to 40 ppm, 0 0.4ppm to 20ppm, 0.6ppm to 100ppm, 0.6ppm to 80ppm, 0.6ppm to 60ppm, 0.6ppm to 40ppm, 0.6ppm to 20ppm, 0.8ppm to 100ppm, 0.8ppm to 80ppm, 0.8ppm to 60ppm, 0.8ppm to 40ppm, 0.8ppm to 20ppm, 1ppm to 100ppm, 1ppm to 80ppm, 1ppm to 60ppm, 1ppm to 40ppm, or 1ppm to 20ppm. At the lower limit, the anti-stripping composition may contain greater than 0ppm of water, for example, greater than 0.2ppm, greater than 0.4ppm, greater than 0.6ppm, greater than 0.8ppm, or greater than 1ppm. At the upper limit, the anti-stripping composition may contain less than 100ppm of water, for example, less than 80ppm, less than 60ppm, less than 40ppm, or less than 20ppm.

[0064] In some embodiments, the anti-peeling composition is substantially water-free.

[0065] In some cases, the presence of small amounts of water has been found to unexpectedly enhance performance, for example, when the anti-peel composition comprises the majority of the triamine component and contains very little or no nitrile component. In some embodiments, the anti-peel composition contains 0.01 wt% to 15 wt% water, for example, 0.01 wt% to 10 wt%, 0.1 wt% to 10 wt%, 0.5 wt% to 10 wt%, 1 wt% to 8 wt%, or 3 wt% to 8 wt%. At the lower limit, the amount of water present in the anti-peel composition can be greater than 0.01 wt%, for example, greater than 0.1 wt%, greater than 0.5 wt%, greater than 1 wt%, greater than 2 wt%, greater than 3 wt%, greater than 4 wt%, greater than 5 wt%, or greater than 6 wt%. At the upper limit, the amount of water present in the anti-peel composition can be less than 15 wt%, for example, less than 10 wt%, less than 8 wt%, less than 5 wt%, less than 3 wt%, less than 1 wt%, less than 0.5 wt%, or less than 0.1 wt%.

[0066] Characteristics of the anti-peel composition

[0067] As described above, the anti-peel composition of the present invention comprises a component, such as a triamine component, having an amino or nitrogen structural moiety. The content of the amino structural moiety in the anti-peel composition, particularly the content of active hydrogen (e.g., hydrogen bonded to a nitrogen atom), can be reported as an amine value. The amine value is reported as the mass (mg) of potassium hydroxide (KOH) having an equivalent alkalinity to 1 gram of the triamine composition.

[0068] In some embodiments, the anti-peeling composition of the present invention has an amine value of 5 mg KOH / g to 20 mg KOH / g, for example, 5 mg KOH / g to 18 mg KOH / g, 5 mg KOH / g to 16 mg KOH / g, 5 mg KOH / g to 14 mg KOH / g, 5 mg KOH / g to 12 mg KOH / g, 6 mg KOH / g to 20 mg KOH / g, 6 mg KOH / g to 18 mg KOH / g, 6 mg KOH / g to 16 mg KOH / g, 6 mg KOH / g to 14 mg KOH / g, 6 mg KOH / g to 12 mg KOH / g, 7 mg KOH / g to 20 mg KOH / g, 7 mg KOH / g to 18 mg KOH / g KOH / g, 7mgKOH / g to 16mgKOH / g, 7mgKOH / g to 14mgKOH / g, 7mgKOH / g to 12mgKOH / g, 8mgKOH / g to 20mgKOH / g, 8mgKOH / g to 18mgKOH / g, 8mgKOH / g to 16mgKOH / g, 8mgKOH / g to 14mgKOH / g, 8mgKOH / g to 12mgKOH / g, 9mgKOH / g to 20mgKOH / g, 9mgKOH / g to 18mgKOH / g, 9mgKOH / g to 16mgKOH / g, 9mgKOH / g to 14mgKOH / g, or 9mgKOH / g to 12mgKOH / g. With regard to the lower limit, the anti-peeling composition can have an amine value greater than 5 mg KOH / g, for example, greater than 6 mg KOH / g, greater than 7 mg KOH / g, greater than 8 mg KOH / g, or greater than 9 mg KOH / g. With regard to the upper limit, the anti-peeling composition can have an amine value less than 20 mg KOH / g, less than 18 mg KOH / g, less than 16 mg KOH / g, less than 14 mg KOH / g, or less than 12 mg KOH / g.

[0069] In some embodiments, the anti-peel composition is a solution of the above-described components. In other words, in some embodiments, the components of the anti-peel composition, such as the triamine component, the nitrile component, and / or the organic additive, form a substantially stable solution, for example, at room temperature (about 20°C to 25°C) or below room temperature. In some cases, the anti-peel composition may remain soluble for 3 hours, 5 hours, 7 hours, 10 hours, 12 hours, or 14 hours. In some embodiments, the anti-peel composition is infinitely soluble.

[0070] In some embodiments, the anti-peel composition is in a liquid state. In particular, in some embodiments, the anti-peel composition is liquid at room temperature or below room temperature (about 20°C to 25°C).

[0071] Asphalt composition

[0072] In addition to the anti-stripping component itself, the present invention also provides an asphalt composition comprising said anti-stripping component. In particular, the present invention provides an asphalt composition comprising an asphalt material (e.g., asphalt) and the aforementioned anti-stripping component. In the asphalt composition described herein, the presence of said anti-stripping component advantageously reduces the sensitivity of the asphalt composition (and the paved and / or compacted surface formed therefrom) to moisture and stripping.

[0073] The asphalt composition of the present invention comprises asphalt material. There are no particular limitations on the composition of the asphalt material, and it can vary widely. The asphalt material may comprise any thermoplastic, natural, or pyrolyzed substance, which consists almost entirely of carbon and hydrogen, and optionally contains nitrogen, sulfur, and oxygen. As used herein, the term "asphalt material" is intended to include heavy oil, tar, crude residue oil, wood tar, bitumen, bitumen rock, such as gilsonite, and asphaltenes.

[0074] In some embodiments, the bituminous material comprises bitumen, such as bitumen adhesive. As used herein, the term "bitumen" means any naturally occurring and petroleum-derived bitumen having a molecular weight of about 400 to 5000 and consisting of hydrocarbons and heterocyclic compounds containing nitrogen, sulfur, and oxygen. Bitumen typically contains cycloalkanes such as naphthalene, polar aromatics such as high molecular weight phenols and carboxylic acids, saturated hydrocarbons, and / or asphaltenes such as high molecular weight phenols and heterocyclic compounds.

[0075] Asphalt materials, such as asphalt, may be contained in or suitable for use in hot-mix asphalt concrete (HMA), wet-mix asphalt concrete (WMA), and / or cold-mix asphalt concrete, such as cut-back asphalt concrete.

[0076] In embodiments where the asphalt material contains asphalt, there are no particular restrictions on the viscosity grade of the asphalt. In some cases, asphalt is tested according to AASTHO M 226 and has grades of AC-2.5, AC-5, AC-10, AC-20, AC-30, AC-40, AR-10, AR-20, AR-40, AR-80, and / or AR-160.

[0077] In some embodiments where the asphalt material comprises asphalt, the asphalt may comprise service-grade (PG) asphalt. The service grade of the asphalt is typically reported in two digits: the first digit gives the average seven-day maximum paving temperature (in °C) (referred to herein as the "high-grade temperature"), and the second digit gives the minimum possible paving design temperature (in °C) (referred to herein as the "low-grade temperature"). In some embodiments, the PG asphalt contained in the asphalt material has a high-grade temperature of 50°C to 80°C, such as 55°C to 75°C or 60°C to 70°C, and a low-grade temperature of 10°C to 40°C, such as 15°C to 35°C or 20°C to 30°C.

[0078] As described above, the asphalt composition includes the anti-stripping component of the present invention. There are no particular limitations on the content of the anti-stripping component in the asphalt composition. In some embodiments, the asphalt composition includes 0.05 wt% to 2 wt% of the anti-stripping component, for example, 0.05 wt% to 1.75 wt%, 0.05 wt% to 1.5 wt%, 0.05 wt% to 1.25 wt%, 0.05 wt% to 1 wt%, 0.05 wt% to 0.75 wt%, 0.1 wt% to 2 wt%, 0.1 wt% to 1.75 wt%, 0.1 wt% to 1.5 wt%, 0.1 wt% to 1.25 wt%, 0.1 wt% to 1 wt%, 0.1 wt% to 0.75 wt%, 0.15 wt% to 2 wt%, 0.15 wt% to 1.75 wt%, 0.1 5% to 1.5% by weight, 0.15% to 1.25% by weight, 0.15% to 1% by weight, 0.15% to 0.75% by weight, 0.2% to 2% by weight, 0.2% to 1.75% by weight, 0.2% to 1.5% by weight, 0.2% to 1.25% by weight, 0.2% to 1% by weight, 0.2% to 0.75% by weight, 0.25% to 2% by weight, 0.25% to 1.75% by weight, 0.25% to 1.5% by weight, 0.25% to 1.25% by weight, 0.25% to 1% by weight, or 0.25% to 0.75% by weight. With respect to the lower limit, the bitumen composition may contain greater than 0.05% by weight of anti-stripping components, for example, greater than 0.1% by weight, greater than 0.15% by weight, greater than 0.2% by weight, or greater than 0.25% by weight. In terms of upper limits, the bitumen composition may contain less than 2% by weight of anti-stripping components, such as less than 1.75% by weight, less than 1.5% by weight, less than 1.25% by weight, less than 1% by weight, or less than 0.75% by weight.

[0079] In some embodiments, the present invention relates to a method for improving the durability of the aforementioned asphalt composition. This method includes the step of adding the anti-stripping component to the asphalt composition, thereby forming a treated asphalt composition. The treated asphalt composition may exhibit the performance characteristics described herein. In some embodiments, the anti-stripping component is added in the amounts described above. In some embodiments, the amount of anti-stripping component added is 0.05% by weight to 20% by weight, for example, 0.1% by weight to 20% by weight, for example, 0.1% by weight to 10% by weight, 0.1% by weight to 5% by weight, or 0.2% by weight to 4% by weight. At the lower limit, the amount of anti-stripping component added may be greater than 0.1% by weight, for example, greater than 0.2% by weight, greater than 0.3% by weight, greater than 0.5% by weight, greater than 0.8% by weight, greater than 1.0% by weight, greater than 1.5% by weight, greater than 2.0% by weight, greater than 2.5% by weight, greater than 3.0% by weight, or greater than 5% by weight. In terms of upper limits, the amount of the anti-peel composition added can be less than 20% by weight, for example less than 15% by weight, less than 10% by weight, less than 8% by weight, less than 5% by weight, less than 3% by weight, or less than 1% by weight. In some embodiments, the amount of the anti-peel composition added is from 0.05% by weight to 20% by weight, for example 0.1% by weight to 20% by weight, for example 0.1% by weight to 10% by weight, or 0.05% by weight to 2% by weight.

[0080] Characteristics of Asphalt Components

[0081] The asphalt composition described herein advantageously exhibits reduced susceptibility to moisture damage and stripping. In particular, the inclusion of the anti-stripping component in the asphalt composition improves the performance characteristics of the entire asphalt composition and the paved and / or compacted surfaces formed therefrom, such as moisture resistance.

[0082] As described above, various test procedures are used to evaluate the moisture sensitivity of asphalt compositions (e.g., asphalt concrete). In the boiling water test as defined in ASTM D 3625, a loose, such as unpaved and uncompacted, asphalt composition sample, such as asphalt concrete, is added to boiling water, and the percentage of aggregate surface that remains bonded to the asphalt binder (e.g., asphalt) is measured. While the boiling water test can be performed, this test provides a simple and rapid confirmation of the asphalt composition's sensitivity to stripping.

[0083] In some embodiments, when tested according to ASTM D 3625, the bitumen composition of the present invention exhibits a coating retention rate of at least 60%, such as at least 65%, at least 68%, at least 70%, at least 72%, or at least 75%. Up to the maximum extent, the bitumen composition may exhibit a coating retention rate of less than 100%, such as less than 98%, less than 95%, less than 92%, or less than 90%. In terms of range, bituminous compositions can exhibit coating retention rates of 60% to 100%, for example, 60% to 98%, 60% to 95%, 60% to 92%, 60% to 90%, 65% to 100%, 65% to 98%, 65% to 95%, 65% to 92%, 65% to 90%, 68% to 100%, 68% to 98%, 68% to 95%, 68% to 92%, 68% to 90%, 70% to 100%, 70% to 98%, 70% to 95%, 70% to 92%, 70% to 90%, 72% to 100%, 72% to 98%, 72% to 95%, 72% to 92%, 72% to 90%, 75% to 100%, 75% to 98%, 75% to 95%, 75% to 92%, or 75% to 90%.

[0084] In the modified Lottman test as defined by AASHTO T 283, the tensile strength of an untreated sample of an asphalt composition (e.g., asphalt concrete) is compared with the tensile strength of a sample partially saturated with water. The results are reported as a ratio between the dry tensile strength and the water-treated (wet) tensile strength. Although water-treated samples are generally expected to have lower tensile strength, a lower value indicates a higher sensitivity of the asphalt composition to moisture damage.

[0085] In some embodiments, the asphalt composition of the present invention exhibits a tensile strength ratio greater than 80, for example, greater than 82, greater than 85, greater than 88, greater than 90, greater than 92, or greater than 95, as measured according to AASHTO T 283. Up to the upper limit, the asphalt composition may exhibit a tensile strength ratio less than 100, for example, less than 99.5 or less than 99. In terms of range, bituminous compositions can exhibit tensile strength ratios of 80 to 100, such as 82 to 100, 85 to 100, 88 to 100, 90 to 100, 92 to 100, 95 to 100, 80 to 99.5, 82 to 99.5, 85 to 99.5, 88 to 99.5, 90 to 99.5, 92 to 99.5, 95 to 99.5, 80 to 99, 82 to 99, 85 to 99, 88 to 99, 90 to 99, 92 to 99, or 95 to 99.

[0086] In the Hamburg rutting test as defined by AASHTO T 324, asphalt components, such as asphalt concrete, are tested underwater to better understand their moisture sensitivity. In this test, a loaded steel rutting sample of compacted asphalt component is placed in a heated water bath, and the deformation of the sample is measured.

[0087] In some embodiments, according to AASHTO T 324 testing, compacted samples of the asphalt composition described herein show a Hamburg rutting depth of less than 10 mm, for example, less than 9 mm, less than 8 mm, less than 7 mm, less than 6 mm, or less than 5 mm. With respect to the lower limit, compacted samples of the asphalt composition may show a Hamburg rutting depth of greater than 1 mm, for example, greater than 1.5 mm, greater than 2 mm, or greater than 2.5 mm. In terms of range, compacted samples of asphalt composition can show rutting depths from 1 mm to 10 mm in the Hamburg rutting test, for example, 1 mm to 9 mm, 1 mm to 8 mm, 1 mm to 7 mm, 1 mm to 6 mm, 1 mm to 5 mm, 1.5 mm to 10 mm, 1.5 mm to 9 mm, 1.5 mm to 8 mm, 1.5 mm to 7 mm, 1.5 mm to 6 mm, 1.5 mm to 5 mm, 2 mm to 10 mm, 2 mm to 9 mm, 2 mm to 8 mm, 2 mm to 7 mm, 2 mm to 6 mm, 2 mm to 5 mm, 2.5 mm to 10 mm, 2.5 mm to 9 mm, 2.5 mm to 8 mm, 2.5 mm to 7 mm, 2.5 mm to 6 mm, or 2.5 mm to 5 mm.

[0088] Other test methods for evaluating the moisture sensitivity of asphalt composition and the paved and / or compacted surfaces formed therefrom include the Tunnicliff and Root conditioning tests (as defined in ASTM D 4867), the static immersion test (as defined in AASHTO T 182), and the immersion compressive strength test (as defined in AASHTO T 165).

[0089] Carbonyl Index

[0090] In some embodiments, compacted samples of the bitumen composition described herein, after 20 hours of aging (PAV20) according to ASTM D7214 (this year) and compared with a reference sample, show a decrease in carbonyl index of greater than 0.1, for example greater than 0.15, greater than 0.2, greater than 0.25, or greater than 0.3.

[0091] In some embodiments, compacted samples of the bitumen composition described herein, after aging for 40 hours (PAV40) according to ASTM D7214 (this year) and compared with a reference sample, show a decrease in carbonyl index of greater than 0.1, for example greater than 0.15, greater than 0.2, greater than 0.25, greater than 0.3, greater than 0.35, or greater than 0.4.

[0092] In some embodiments, after aging for 60 hours (PAV60) according to ASTM D7214 (this year) and compared with a reference sample, the compacted sample of the bitumen composition described herein shows a decrease in carbonyl index of greater than 0.1, for example greater than 0.15, greater than 0.2, greater than 0.25, greater than 0.3, greater than 0.35, greater than 0.4, greater than 0.5, greater than 0.6, or greater than 0.7.

[0093] BBR Rigidity

[0094] In some embodiments, according to AASHTO T313 (this year) and after 20 hours of aging (PAV20), compacted samples of the bitumen composition described herein show BBR stiffness of less than 222 MPa, for example less than 220 MPa, less than 218 MPa, less than 216 MPa, less than 214 MPa, or less than 212 MPa.

[0095] In some embodiments, according to AASHTO T313 (this year) and after 40 hours of aging (PAV40), compacted samples of the bitumen composition described herein show BBR stiffness of less than 222 MPa, for example less than 248 MPa, less than 247 MPa, less than 245 MPa, less than 242 MPa, less than 240 MPa, or less than 239 MPa.

[0096] In some embodiments, according to AASHTO T313 (this year) and after 60 hours of aging (PAV60), compacted samples of the bitumen composition described herein show a BBR stiffness of less than 222 MPa, for example less than 288 MPa, less than 285 MPa, less than 280 MPa, less than 275 MPa, or less than 271 MPa.

[0097] BBR M value

[0098] In some embodiments, compacted samples of the asphalt composition described herein, tested according to AASHTO T313 (this year) and after 20 hours of aging (PAV20), show BBR M values ​​greater than 0.341, for example greater than 0.3415, greater than 0.342, greater than 0.3425, or greater than 0.343.

[0099] In some embodiments, compacted samples of the asphalt composition described herein, tested according to AASHTO T313 (current year) and after 40 hours of aging (PAV40), show BBR M values ​​greater than 0.312, for example greater than 0.3125, greater than 0.313, greater than 0.314, or greater than 0.315.

[0100] In some embodiments, compacted samples of the asphalt composition described herein, tested according to AASHTO T313 (this year) and after 60 hours of aging (PAV60), show BBR M values ​​greater than 0.288, for example greater than 0.290, greater than 0.292, greater than 0.294, and greater than 0.295.

[0101] Example

[0102] The present invention will be further understood with reference to the following non-limiting embodiments.

[0103] Six samples of the anti-stripping compositions described herein were prepared to evaluate their effectiveness in reducing the moisture sensitivity of asphalt concrete compositions. A 60 wt% solution / composition of bis(hexamethylene)triamine (BHMT) was used as the triamine component (the remainder containing nitrogenous impurities not described herein in the triamine / nitrile composition). A solution of adiponitrile (ADN) and tricyanohexane (TCH), or TCH alone, was used as the nitrile component. The ADN and TCH solutions contained approximately 1.6 wt% to 8.6 wt% of ADN and approximately 80 wt% to approximately 90 wt% of TCH. For comparison, a comparative sample (Comparative Example A) was prepared in which a 60 wt% solution of di(6-aminohexyl)amine was used as the triamine component, and a solution of diaminocyclohexane (DACH) and hexamethylenediamine (HMD) was used instead of the nitrile component. Comparative Example A represents a conventional anti-stripping composition. Table 1A lists the composition of these anti-stripping composition samples. In some cases, the amount of nitrogen-containing compounds (different from BHMT, ADN, and TCH) is also listed.

[0104] Table 1A: Exemplary anti-peel composition used in the test Triamine component Nitrile components Organic additives water compound weight% compound weight% compound weight% ppm Example 1 BHMT components 85 ADN TCH 5 Ethyl acetate vegetable oil 4 6 1.1 Example 2 BHMT components 80 ADN TCH 10 Ethyl acetate Soybean oil 10 1.43 Example 3 BHMT components 85 TCH 5 Ethyl acetate Soybean oil 10 1.03 Example 4 BHMT components 80 ADN TCH 16 Ethyl acetate 4 1.43 Example 5 BHMT components 80 TCH 16 Ethyl acetate 4 -- Example 6 BHMT components 80 TCH 16 ethanol 4 -- Comparative Example A BHMT components 70 DACH HMD 30 -- --

[0105] Asphalt composition samples (BC Examples 1-6) were prepared for analysis using the exemplary (and comparative) anti-stripping components described above. Each sample was prepared using service-grade asphalt (referred to as "PG 64-22") having a high-grade temperature of 64°C and a low-grade temperature of -22°C. Asphalt compositions were prepared using 0.5 wt% of the exemplary anti-stripping components Examples 1-6. For comparison, asphalt compositions were prepared using 0.5 wt% of Comparative Example A (BC Comparative Example A). For further comparison, asphalt compositions were prepared without the anti-stripping components (BC Comparative Example B). Table 1B lists the composition of these asphalt composition samples.

[0106] Table 1B: Exemplary asphalt composition used in the test Anti-peeling composition asphalt compound weight% compound weight% BC Example 1 Example 1 0.5 PG 64-22 99.5 BC Example 2 Example 2 0.5 PG 64-22 99.5 BC Example 3 Example 3 0.5 PG 64-22 99.5 BC Example 4 Example 4 0.5 PG 64-22 99.5 BC Example 5 Example 5 0.5 PG 64-22 99.5 BC Example 6 Example 6 0.5 PG 64-22 99.5 BC Comparison A Comparative Example A 0.5 PG 64-22 99.5 BC Comparison B -- -- PG 64-22 100

[0107] The moisture sensitivity of the above exemplary asphalt compositions was evaluated through a variety of tests. For each exemplary asphalt composition, a boiling water test was performed according to ASTM D 3625 to evaluate the adhesive properties of the asphalt binder. Table 2 lists the results of this test.

[0108] Table 2: Boiling Water Test (ASTM D 3625) Observation results Rating Approximate percentage of coating Approximate percentage of uncoated BC Example 1 78 twenty two 2 BC Example 2 76 twenty four 3 BC Example 3 75 25 4 BC Example 4 80 20 1 BC Example 5 80 20 1 BC Example 6 80 20 1 BC Comparison A 72 28 5 BC Comparison B 15 85 6

[0109] The results of the boiling water test showed that all six exemplary asphalt compositions, namely BC Examples 1–6, exhibited excellent adhesion. Comparative Example B, a conventional asphalt concrete composition without anti-stripping additives, showed severe debonding (peeling) in the presence of water, a typical characteristic of unmodified asphalt concrete compositions. Each BC Example 1–6, containing the anti-stripping composition of the present invention, showed significantly better adhesion (coating percentage) than Comparative Example B. Furthermore, each BC Example 1–6 showed better adhesion than Comparative Example A, which contained conventional anti-stripping additives. BC Examples 4, 5, and 6 showed particularly good performance.

[0110] For each exemplary bitumen composition, a modified Lottman test was performed according to AASHTO T 283 to evaluate the compaction composition's resistance to moisture damage. Table 3 lists the results of this test.

[0111] Table 3: Modified Lottman Test (AASHTO T 283) BC Comparison A dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 7.3 7.0 6.6 7.0 7.0 7.3 6.8 7.0 Moisture saturation (%) -- -- -- -- 73.4 70.2 70.8 71.5 Tensile strength (psi) 117.6 114.5 117.7 116.6 116.1 106.3 113.2 111.9 Average tensile strength ratio 96 BC Comparison B dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 6.6 6.8 6.9 6.8 6.7 6.9 6.7 6.8 Moisture saturation (%) -- -- -- -- 71.5 74.4 70.9 72.3 Tensile strength (psi) 126.2 122.8 128.5 125.8 55.5 45.0 55.0 51.8 Average tensile strength ratio 41 BC Example 1 dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 7.1 7.4 6.9 7.1 7.4 6.7 7.2 7.1 Moisture saturation (%) -- -- -- -- 72.5 70.1 71.2 71.3 Tensile strength (psi) 114.5 110.7 110.6 111.9 104.8 113.5 106.6 108.3 Average tensile strength ratio 97 BC Example 2 dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 7.0 6.9 6.5 6.8 6.5 7.0 7.1 6.9 Moisture saturation (%) -- -- -- -- 74.9 72.5 71.0 72.8 Tensile strength (psi) 104.3 112.0 123.3 113.2 116.2 110.2 111.3 1112.6 Average tensile strength ratio 96 BC Example 3 dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 7.5 6.8 6.5 6.9 7.0 6.8 7.1 7.0 Moisture saturation (%) -- -- -- -- 70.7 71.7 70.2 70.9 Tensile strength (psi) 104.3 112.0 123.3 113.2 111.6 107.4 114.7 111.2 Average tensile strength ratio 98 BC Example 4 dry group wet grouping 1 2 3 average 1 2 3 average Air gap (%) 7.5 7.1 7.0 7.1 7.0 7.1 7.1 7.1 Moisture saturation (%) -- -- -- -- 71.7 73.1 74.3 73.0 Tensile strength (psi) 110.1 108.7 108.7 109.2 111.5 109.9 107.1 109.5 Average tensile strength ratio 100 Summary of all samples Average tensile strength ratio Rating BC Comparison A 94 4 BC Comparison B 41 5 BC Example 1 97 3 BC Example 2 96 4 BC Example 3 98 2 BC Example 4 100 1

[0112] The results of the modified Lottman test show that all four exemplary asphalt compositions exhibit excellent resistance to moisture damage. As shown above, each of the BC Examples 1-4 shows a significantly higher tensile strength ratio than the BC Comparative Example AB. BC Comparative Example B is a conventional asphalt concrete composition without anti-stripping additives, which shows extreme sensitivity to moisture damage, a typical characteristic of unmodified asphalt concrete compositions. Each of the BC Examples 1-4 contains the anti-stripping composition of the present invention and shows significantly better adhesion than BC Comparative Example B. In addition, each Example 1-4 shows equivalent and better resistance compared to BC Comparative Example A, which contains conventional anti-stripping additives.

[0113] For each exemplary bitumen composition, a Hamburg rutting test was performed according to AASHTO T 324 to evaluate the sensitivity of each composition to moisture damage under load. In the Hamburg rutting test, a rutting depth of 25 mm or greater was considered a failure, and the test was performed on each sample at 50°C. Table 4 lists the results of this test.

[0114] Table 4: Hamburg rutting test (AASHTO T 324) BC Comparison A BC Comparison B 1 2 1 2 Core 1 Core 2 Core 3 Core 4 Core 1 Core 2 Core 3 Core 4 Air gap (%) 7.1 6.7 7.1 7.0 7.1 6.9 6.8 7.1 Until the number of failed attempts >20,000 >20,000 >20,000 >20,000 Maximum rut depth (mm) 3.81 3.65 7.66 6.48 Number of times passing through the inflection point >20,000 >20,000 14,374 15,181 BC Example 1 BC Example 2 1 2 1 2 Core 1 Core 2 Core 3 Core 4 Core 1 Core 2 Core 3 Core 4 Air gap (%) 6.7 7.1 7.3 6.5 6.5 7.0 6.6 6.6 Until the number of failed attempts >20,000 >20,000 >20,000 >20,000 Maximum rut depth (mm) 4.19 3.55 4.31 3.77 Number of times passing through the inflection point >20,000 >20,000 >20,000 >20,000 BC Example 3 BC Example 4 1 2 1 2 Core 1 Core 2 Core 3 Core 4 Core 1 Core 2 Core 3 Core 4 Air gap (%) 7.2 6.2 6.6 6.8 6.6 7.1 6.8 6.8 Until the number of failed attempts >20,000 >20,000 >20,000 >20,000 Maximum rut depth (mm) 4.29 3.99 4.01 3.75 Number of times passing through the inflection point >20,000 >20,000 >20,000 >20,000 Summary of all samples Average rut depth (mm) Rating BC Comparison A 3.73 1 BC Comparison B 7.07 6 BC Example 1 3.87 2 BC Example 2 4.04 4 BC Example 3 4.14 5 BC Example 4 3.88 3

[0115] The results of the Hamburg rutting test showed that all four exemplary asphalt compositions exhibited reduced sensitivity to moisture damage under load. As shown above, each of the BC Examples 1-4 showed a low average rutting depth, indicating resistance to moisture damage. BC Comparative Example B, a conventional asphalt concrete composition without anti-stripping additives, showed extreme sensitivity to moisture damage, a typical characteristic of unmodified asphalt concrete compositions. In fact, BC Comparative Example B was the only test sample to reach the inflection point between creep slope and stripping slope within 20,000 passes. Each of the BC Examples 1-4 contained the anti-stripping composition of the present invention and showed significantly better adhesion than BC Comparative Example B. Each of the BC Examples 1-4 also showed similar resistance to moisture susceptibility as BC Comparative Example A, which contained conventional anti-stripping additives. In particular, in some tests of BC Examples 1-4, the maximum rutting depth observed exceeded that of BC Comparative Example A, but the average maximum rutting depth of these samples was similar.

[0116] In summary, these results indicate that the anti-stripping composition described herein can be used to reduce and / or prevent moisture damage in asphalt compositions (e.g., asphalt concrete), and show that further improvements can be achieved by taking into account other dosages of the anti-stripping composition in asphalt compositions.

[0117] BC Example 7 and BC Comparative Examples C-E were prepared as described above. 0.5 wt% and 3.0 wt% of the anti-stripping composition were added to the asphalt. The anti-stripping composition used in BC Example 7 contained less than 80 wt% BHMT (less than pure BHMT) and other synergistic nitrogen-containing compounds (not the triamines or nitriles described herein). BC Comparative Example C contained commercial-grade asphalt and did not contain the anti-stripping composition (similar to BC Comparative Example B). BC Comparative Examples D and E contained asphalt and (linear) diamine additives (DAM-950 and Hexatran 200, from Ascend Performance Materials). These examples were aged in a pressure aging vessel (PAV) for 20, 40, and 60 days, after which the carbonyl index, BBR stiffness, and BBR M value were measured. The results are shown in Figures 1A-C, 2A-C, and 3A-C.

[0118] As shown in Figures 1A-C, the anti-peel composition used in Example 7 of BC is significantly superior to that of Comparative Example C of BC (as a reference) and Comparative Examples D and E of BC (using conventional additives). As an example of the remarkable improvement, regarding the reduction in the carbonyl index at PAV60, Example 7 shows carbonyl index values ​​of 0.37 and 0.35 at 0.5 wt% and 3.0 wt%, respectively. In contrast, Comparative Example C of BC (without the anti-peel composition) shows a carbonyl index of 0.46. Comparative Examples D and E of BC show carbonyl index values ​​of 0.42 / 0.45 and 0.43 / 0.37 at 0.5 wt% and 3.0 wt%, respectively.

[0119] Regarding BBR stiffness, as shown in Figures 2A-C, the BBR stiffness of the anti-peel composition used in Example 7 of BC is significantly better than that of Comparative Examples C-E. As an example of a remarkable improvement, in the case of PAV40, Example 7 shows BBR stiffness of 238 / 231 MPa at 0.5 wt% and 3.0 wt%, respectively. In contrast, Comparative Example C of BC (without the anti-peel composition) shows a BBR stiffness of 248 MPa. Comparative Examples D and E of BC show BBR stiffness of 247 / 239 MPa and 262 / 237 MPa at 0.5 wt% and 3.0 wt%, respectively.

[0120] Regarding the BBR M value, as shown in Figures 3A-C, the BBR M value of the anti-peel composition used in Example 7 of BC is significantly better than that of Comparative Examples C-E. As an example of a remarkable improvement, in the case of PAV60, Example 7 shows BBR M values ​​of 0.296 / 0.308 at 0.5 wt% and 3.0 wt%, respectively. In contrast, Comparative Example C of BC (without the anti-peel composition) shows a BBR M value of 0.288. Moreover, Comparative Examples D and E of BC show BBR M values ​​of 0.294 / 0.296 and 0.298 / 0.302 at 0.5 wt% and 3.0 wt%, respectively.

[0121] These results indicate that anti-stripping compositions containing the triamine described herein and optional synergistic additives (nitrogen-containing compounds and / or nitriles described herein) are superior to conventional amines, such as diamines.

[0122] Implementation Plan

[0123] In the following text, any reference to a series of implementation schemes shall be understood as an independent reference to each of these implementation schemes, for example, "implementation schemes 1-4" shall be understood as "implementation schemes 1, 2, 3 or 4".

[0124] Embodiment 1 is an anti-peeling composition comprising: a triamine component, preferably present in an amount of 1% to 40% by weight; and a nitrile component, preferably present in an amount of 60% to 99% by weight.

[0125] Embodiment 2 is an anti-peeling composition according to any one of the above or below embodiments, wherein the nitrile component has the chemical formula CxH2x-1(CN)3, wherein x is 4 to 10.

[0126] Embodiment 3 is an anti-peeling composition according to any one of the above or below embodiments, wherein the nitrile component comprises tricyanohexane.

[0127] Embodiment 4 is an anti-peeling composition according to any one of the above or below embodiments, wherein the nitrile component comprises a trinitrile compound having the following chemical structure: wherein a, b and c are independently 0 to 4.

[0128] Embodiment 5 is an anti-peeling composition according to any one of the above or below embodiments, wherein the nitrile component comprises adiponitrile.

[0129] Embodiment 6 is an anti-peel composition according to any one of the above or below embodiments, wherein the triamine component comprises a triamine compound having the following chemical structure:; wherein x and y are independently 1 to 10, and wherein R is hydrogen, C1-C5 alkyl, C2-C5 alkenyl or C1-C5 alcohol group, or wherein the triamine component comprises a triamine compound comprising BHMT, ethylamine or amide amine or a combination thereof.

[0130] Implementation Scheme 7 is an anti-peeling composition according to any one of the above or below implementation schemes, which further comprises an organic additive.

[0131] Embodiment 8 is an anti-peeling composition according to Embodiment 7, wherein the organic additive comprises vegetable oil, or wherein the organic additive comprises ethanol, propanol or alkyl glycol or their respective esters or combinations thereof.

[0132] Embodiment 9 is the anti-peeling composition according to Embodiment 8, wherein the vegetable oil is selected from the group consisting of: rapeseed oil, castor oil, coconut oil, corn oil, cottonseed oil, distilled tall oil, linseed oil, jatropha oil, linseed oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, safflower oil, sesame oil, sunflower oil, soybean oil, soybean oil (biodiesel), castor oil, tung oil, sedge oil, linseed oil, and combinations thereof.

[0133] Embodiment 10 is an anti-peeling composition according to any one of Embodiments 7-9, wherein the organic additive comprises an ester having the following chemical structure:; wherein a and b are independently 0 to 4.

[0134] Embodiment 11 is an anti-peeling composition according to any one of the above or below embodiments, wherein the anti-peeling composition has an amine value of 5 mg KOH / g to 20 mg KOH / g.

[0135] Embodiment 12 is an anti-peel composition according to any one of the above or below embodiments, wherein the anti-peel composition comprises 60% to 80% by weight of a triamine component and 1% to 40% by weight of a nitrile component.

[0136] Embodiment 13 is an anti-peel composition according to any one of the above or below embodiments, wherein the anti-peel composition contains less than 100 ppm of water.

[0137] Embodiment 14 is an asphalt composition comprising asphalt material; and an anti-stripping composition according to any one of the above embodiments.

[0138] Embodiment 15 is an asphalt composition according to Embodiment 14, wherein the asphalt composition contains 0.05% by weight to 2% by weight of an anti-stripping composition.

[0139] Implementation scheme 16 is an asphalt composition according to implementation schemes 14-15, wherein the asphalt composition contains asphalt.

[0140] Implementation scheme 17 is an asphalt composition according to implementation scheme 16, wherein the asphalt is a service-grade asphalt.

[0141] Implementation Scheme 18 is an asphalt composition according to any one of Implementation Schemes 15-17, wherein the asphalt composition exhibits a coating retention rate of at least 60% as tested according to ASTM D 3625.

[0142] Embodiment 19 is an asphalt composition according to any one of Embodiments 15-18, wherein the asphalt composition exhibits a tensile strength ratio greater than 80 as tested according to AASHTO T 283.

[0143] Embodiment 20 is an asphalt composition according to any one of Embodiments 15-19, wherein the asphalt composition shows a rutting depth of less than 10 mm in the Hamburg rutting test according to AASHTO T 324.

[0144] Embodiment 21 is an anti-peeling composition comprising: less than 95% of a triamine component; and more than 5% of a non-triamine component of a nitrogen-containing compound and optionally water.

[0145] Embodiment 22 is a method for improving the durability of an asphalt composition containing asphalt material, the method comprising: adding an anti-stripping component according to any one of the preceding claims to the asphalt composition to form a treated asphalt composition; wherein, according to AASHTO T313 (current year) testing, after 40 days of aging, the treated asphalt composition exhibits a BBR stiffness of less than 247 MPa. [Simplified Explanation of the Diagram]

[0009] Figures 1A-C are graphs showing the carbonyl index characteristics of an asphalt composition according to an embodiment of the present invention. Figures 2A-C are graphs showing the BBR stiffness characteristics of an asphalt composition according to an embodiment of the present invention. Figures 3A-C are graphs showing the BBR M-value characteristics of an asphalt composition according to an embodiment of the present invention.

Claims

1. An anti-peeling composition comprising: a triamine component, preferably present in an amount of 60% to 99% by weight; and a nitrile component, preferably present in an amount of 1% to 40% by weight.

2. The anti-peeling composition as claimed in claim 1, wherein the nitrile component has the chemical formula CxH2x-1(CN)3, where x is 4 to 10.

3. The anti-peeling composition as claimed in claim 1, wherein the nitrile component comprises tricyanohexane.

4. The anti-peeling composition as claimed in claim 1, wherein the nitrile component comprises a trinitrile compound having the following chemical structure: wherein a, b, and c are independently 0 to 4.

5. The anti-peeling composition as claimed in claim 1, wherein the nitrile component comprises adiponitrile.

6. The anti-peel composition as claimed in claim 1, wherein the triamine component comprises a triamine compound having the following chemical structure: ; wherein x and y are independently 1 to 10, and wherein R is hydrogen, C1-C5 alkyl, C2-C5 alkenyl, or C1-C5 alcohol group; or wherein the triamine component comprises a triamine compound comprising BHMT, ethylamine, or amide amine or a combination thereof.

7. The anti-peel composition as claimed in claim 1, wherein the triamine component comprises a triamine compound comprising BHMT, ethylamine, or acetamylamine or a combination thereof.

8. The anti-peeling composition as claimed in claim 1, further comprising an organic additive comprising vegetable oils, said vegetable oils comprising: rapeseed oil, castor oil, coconut oil, corn oil, cottonseed oil, distilled tall oil, linseed oil, jatropha oil, mustard oil, olive oil, palm oil, peanut oil, rapeseed oil, safflower oil, sesame oil, sunflower oil, soybean oil, soybean oil (biodiesel), castor oil, tung oil, sedge oil, or linseed oil, or combinations thereof.

9. The anti-peel composition as claimed in claim 1, further comprising an organic additive comprising an ester having the following chemical structure:; wherein a and b are independently 0 to 4; or wherein the organic additive comprises ethanol, propanol or alkyl diol or their respective esters or combinations thereof.

10. An anti-peel composition comprising: 40% to 90% by weight of a triamine component, said triamine component comprising BHMT, ethylamine or amide amine or combinations thereof; 1% to 20% by weight of a nitrile component, said nitrile component comprising TCH or ADN or combinations thereof; and 2% to 20% by weight of an organic additive, said organic additive comprising ethanol, propanol or alkyl glycol or their respective esters or combinations thereof.

11. An asphalt composition comprising: an asphalt material; and an anti-stripping composition containing a triamine component and a nitrile component.

12. The bitumen composition as claimed in claim 11, wherein the bitumen composition comprises 0.1% to 5% by weight of an anti-stripping composition.

13. The bitumen composition as claimed in claim 11, wherein the bitumen composition exhibits a coating retention rate of at least 60% as tested according to ASTM D 3625, and / or exhibits a tensile strength ratio greater than 80 as tested according to AASHTO T 283, or exhibits a rutting depth of less than 10 mm in the Hamburg rutting test as tested according to AASHTO T 324.

14. An anti-peeling composition comprising: less than 95% of a triamine component; and more than 5% of a nitrogen-containing compound other than said triamine component and optionally water.

15. A method for improving the durability of an asphalt composition comprising asphalt materials, the method comprising: The anti-stripping component as described in claim 14 is added to the bitumen composition to form a treated bitumen composition; According to AASHTO T313 (this year's test), the treated bitumen composition exhibited a BBR stiffness of less than 247 MPa after 40 days of aging.

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