Asphalt additives, asphalt mixtures, roofing materials, and pavements
By using a base oil and neutral phosphite ester derivative in asphalt additives, the deterioration of pavements and roofing materials due to ultraviolet exposure is mitigated, enhancing their durability and reducing maintenance needs.
Patent Information
- Application Number
- JP2022205652
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2022-12-22
- Publication Date
- 2025-12-09
- Estimated Expiration
- 2042-12-22
AI Technical Summary
Asphalt pavements and roofing materials using existing asphalt compositions deteriorate severely over time due to autoxidation caused by ultraviolet rays, leading to hardening and cracking.
Incorporating a base oil with a kinematic viscosity of 50 to 500 cSt and a neutral phosphite ester derivative into the asphalt additive, optionally combined with 2,6-di-t-butylphenol derivatives and hindered amine compounds, to prevent asphalt oxidation and extend the lifespan of pavements and roofing materials.
The additive effectively prevents asphalt autoxidation, resulting in longer-lasting pavements and roofing materials with reduced repair frequency and asphalt consumption.
Smart Images

Figure 0007783161000001 
Figure 0007783161000002 
Figure 0007783161000003
Abstract
Description
[Technical Field]
[0001] The present invention relates to an additive for asphalt, an asphalt mixture, a roofing material, and a pavement. [Background technology]
[0002] Asphalt pavement is used for paving roads, sidewalks, etc. In this asphalt pavement, the road surface is formed from an asphalt mixture in which aggregate is bound with asphalt. For example, Patent Document 1 describes an asphalt composition containing asphalt and an asphalt additive containing a specific compound or its salt, and further describes an asphalt mixture containing this asphalt composition and aggregate. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] International Publication No. 2016 / 121580 Summary of the Invention [Problem to be solved by the invention]
[0004] However, the pavement obtained using the asphalt mixture of Patent Document 1 has the problem of severe deterioration over time. The same problem also exists in the roofing material obtained using the asphalt composition of Patent Document 1.
[0005] Therefore, an object of the present invention is to provide an asphalt additive that can suppress deterioration over time when used in pavement or roofing materials. [Means for solving the problem]
[0006] The asphalt additive of the present invention comprises a base oil (A) having a kinematic viscosity at 40° C. of 50 cSt or more and 500 cSt or less, and a neutral phosphite ester derivative represented by the following formula (B) as an additive.
[0007] [ka]
[0008] In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms, and R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5. [Effects of the Invention]
[0009] The asphalt additive of the present invention can suppress deterioration over time when used in pavement or roofing materials. DETAILED DESCRIPTION OF THE INVENTION
[0010] Modes (embodiments) for carrying out the present invention will be described in detail. The present invention is not limited to the contents described in the following embodiments. Furthermore, the components described below include those that can be easily imagined by a person skilled in the art and those that are substantially the same. Furthermore, the configurations described below can be combined as appropriate. Furthermore, various omissions, substitutions, or modifications of the configuration can be made within the scope of the gist of the present invention.
[0011] [Asphalt additives] The asphalt additive (composition) of the embodiment contains a base oil (A) and an additive.
[0012] The base oil (A) has a kinematic viscosity (JIS K 2283) at 40°C of 50 cSt or more and 500 cSt or less. The base oil (A) does not need to be hydrotreated. Specifically, a base oil conforming to a viscosity grade VG220 to 460 specified by ISO 3448 is preferably used. The base oil (A) is preferably a paraffinic mineral oil. The base oil (A) is more preferably a mineral oil classified as Group 2 or 3 in the base oil categories defined by the American Petroleum Institute (API). The base oil (A) may be prepared by mixing one or more types. Such a base oil (A) has high compatibility with asphalt. It also serves to dissolve the additives described below.
[0013] The additive contains a neutral phosphite ester derivative represented by the following formula (B). The neutral phosphite ester derivatives may be used alone or in combination. Conventionally, pavements are exposed to sunlight, and the ultraviolet rays contained in the sunlight cause the asphalt constituting the pavement to autoxidize, resulting in deterioration over time. Specifically, the pavement hardens and cracks. In contrast, the inclusion of a neutral phosphite ester derivative in the pavement can efficiently prevent asphalt oxidation and suppress deterioration over time. Specifically, the neutral phosphite ester derivative is trivalent and absorbs oxygen, which induces deterioration, to convert to a pentavalent phosphate ester. The pentavalent phosphate ester can irreversibly prevent oxidative deterioration without releasing oxygen. Therefore, deterioration of the asphalt can be prevented. Thus, by producing a pavement using an asphalt additive containing a neutral phosphite ester derivative, autoxidation of the asphalt (hydrocarbon) is prevented, thereby extending the life of the pavement. Furthermore, it will help reduce the frequency of road repairs, thereby helping to reduce the amount of asphalt used, which is derived from crude oil.
[0014] [ka]
[0015] In formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms.
[0016] The aliphatic hydrocarbon group having 10 to 16 carbon atoms may be a linear, branched, or cyclic aliphatic hydrocarbon group, and may be a saturated or unsaturated aliphatic hydrocarbon group. Specific examples of the aliphatic hydrocarbon group having 10 to 16 carbon atoms that can be suitably used include linear alkyl groups such as decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, and hexadecyl (cetyl) groups.
[0017] R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms.
[0018] Examples of the linear or branched alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an isopropyl group, a sec-butyl group, an isobutyl group, a t-butyl group, an isopentyl group, a t-pentyl group, a neopentyl group, and an isohexyl group.
[0019] Neutral phosphite esters are R b25 ~R b28 It has a specific substituent group, which gives it excellent antioxidant properties.
[0020] In particular, R b25 and R b27 is a linear alkyl group having 1 to 6, preferably 1 to 3, carbon atoms, and R b26 and R b28 When is a branched alkyl group having 3 to 6 carbon atoms, preferably 3 to 4 carbon atoms, the antioxidant performance is further improved.
[0021] R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms.
[0022] Examples of the linear or branched alkyl group having 1 to 5 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an isopropyl group, a sec-butyl group, an isobutyl group, a t-butyl group, an isopentyl group, a t-pentyl group, and a neopentyl group.
[0023] However, R b291 and R b292 The total number of carbon atoms in is 1 to 5. Therefore, for example, R b291 When is a hydrogen atom, R b292 is a linear or branched alkyl group having 1 to 5 carbon atoms, and R b291 When is a methyl group, R b292 is a linear or branched alkyl group having 1 to 4 carbon atoms, and R b291 When is an ethyl group, R b292 is a straight or branched alkyl group having 2 to 3 carbon atoms.
[0024] From the viewpoint of antioxidant performance, R b291 is a hydrogen atom, and R b292 is more preferably a straight or branched alkyl group having 1 to 5 carbon atoms.
[0025] The additive preferably further contains at least one selected from 2,6-di-t-butylphenol derivatives and hindered amine compounds. The 2,6-di-t-butylphenol derivatives may be used alone or in combination of two or more. The hindered amine compounds may be used alone or in combination of two or more. The use of 2,6-di-t-butylphenol derivatives has a high ability to trap radicals, thereby further suppressing asphalt deterioration. Furthermore, the hindered amine compounds can also efficiently exhibit antioxidant performance in outdoor pavements.
[0026] The 2,6-di-t-butylphenol derivative is represented by the following formula (C).
[0027] [ka]
[0028] In formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms. Examples of the straight-chain or branched alkyl group having 1 to 12 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, isobutyl, n-pentyl, isopentyl, t-pentyl, neopentyl, hexyl, heptyl, isoheptyl, n-octyl, isooctyl, 2-ethylhexyl, nonyl, and decyl. The above alkyl groups improve the compatibility of 2,6-di-t-butylphenol derivatives.
[0029] The hindered amine compound is represented by the following formula (D).
[0030] [ka]
[0031] R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms.
[0032] The aliphatic hydrocarbon group having 1 to 10 carbon atoms may be a straight-chain, branched or cyclic aliphatic hydrocarbon group, and may be a saturated or unsaturated aliphatic hydrocarbon group.
[0033] Examples of the aliphatic hydrocarbon group having 1 to 10 carbon atoms include linear or branched alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, heptyl, octyl, nonyl, decyl, isopropyl, sec-butyl, isobutyl, t-butyl, isopentyl, t-pentyl, neopentyl, isohexyl, and 2-ethylhexyl. Of these, linear or branched alkyl groups having 5 to 10 carbon atoms are more preferred from the viewpoint of antioxidant performance.
[0034] R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.
[0035] Suitable divalent aliphatic hydrocarbon groups having 1 to 10 carbon atoms include divalent linear or branched alkylene groups such as methylene, 1,2-ethylene, 1,3-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexylene, 1,7-heptylene, 1,8-octylene, 1,9-nonylene, 1,10-decylene, and 3-methyl-1,5-pentylene. Of these, divalent linear or branched alkylene groups having 5 to 10 carbon atoms are more preferred from the viewpoint of antioxidant performance.
[0036] From the viewpoint of antioxidant performance, among the above, R d21 , R d22 and R d23 The sum of the numbers of carbon atoms is more preferably 16 to 30.
[0037] From the viewpoint of antioxidant performance, the neutral phosphite ester derivative is preferably contained in an amount of 0.1 to 10 parts by mass per 100 parts by mass of base oil (A). Note that the above amount refers to the total amount when two or more types of base oil (A) are used, and the total amount when two or more types of neutral phosphite ester derivatives are used.
[0038] When a 2,6-di-t-butylphenol derivative is used, it is preferable to contain the 2,6-di-t-butylphenol derivative in an amount of 0.1 to 10 parts by mass per 100 parts by mass of base oil (A) from the viewpoint of antioxidant performance. Furthermore, when a hindered amine compound is used, it is preferable to contain the hindered amine compound in an amount of 0.1 to 5 parts by mass per 100 parts by mass of base oil (A) from the viewpoint of antioxidant performance. Note that the above amount refers to the total amount when two or more types of base oil (A) are used. Furthermore, when two or more types of 2,6-di-t-butylphenol derivatives are used, it refers to the total amount, and when two or more types of hindered amine compounds are used, it refers to the total amount.
[0039] The asphalt additive can be obtained by mixing the base oil (A), the neutral phosphite ester derivative, and, if necessary, a 2,6-di-t-butylphenol derivative and a hindered amine compound.
[0040] [Asphalt mixture] The asphalt mixture of the embodiment contains the asphalt additive, asphalt, and aggregate. The use of the asphalt mixture makes it possible to obtain a pavement with a long life.
[0041] Examples of asphalt include natural asphalt such as lake asphalt and Gilsonite, and petroleum asphalt such as straight asphalt, semi-blown asphalt, and blown asphalt. Furthermore, modified asphalt or recycled asphalt may be used. One type of asphalt may be used alone, or two or more types may be used in combination. Examples of aggregate include crushed stone, boulders, gravel, sand, slag, filler, recycled aggregate, ceramics, etc. One type of aggregate may be used alone, or two or more types may be used in combination.
[0042] The above-mentioned asphalt additive is preferably added in an amount of, for example, 0.1 to 15 parts by mass per 100 parts by mass of asphalt. If the amount is less than 0.1 parts by mass, it is difficult to obtain the effect of suppressing asphalt deterioration. If the amount is more than 15 parts by mass, mixing may become difficult and the mixture may become uneven. It is preferable to use the aggregate and asphalt in amounts that will obtain the strength required for the pavement.
[0043] Typically, aggregate and asphalt are heated and mixed in a plant. Here, asphalt additives are also mixed to produce an asphalt mixture. Specifically, (1) aggregate and asphalt may be premixed, and then asphalt additives are added and mixed; (2) aggregate, asphalt, and asphalt additives may be mixed simultaneously; (3) aggregate and asphalt additives may be premixed, and then asphalt is added and mixed; or (4) asphalt and asphalt additives may be premixed, and then aggregate is added and mixed. Furthermore, for example, mixing is performed while heating at a temperature of 100 to 300°C. Because the asphalt additive contains base oil (A), the asphalt additive can be uniformly mixed with the asphalt and aggregate.
[0044] The asphalt mixture may contain other components. The other components are not particularly limited and are appropriately selected from commonly used components and mixed.
[0045] [Pavement] The pavement of the embodiment includes the asphalt mixture described above. The pavement of the embodiment is specifically used for road pavement. A method for manufacturing a pavement, i.e., a road pavement construction method, includes, for example, a step of applying the asphalt mixture described above to a road or the like to form a pavement (asphalt pavement layer). The pavement (asphalt pavement layer) is preferably the surface layer of a road. In this case, the pavement of the embodiment is exposed to ultraviolet rays contained in sunlight, but since an asphalt additive containing a neutral phosphite ester derivative is used, deterioration of the asphalt is suppressed. This results in a longer lifespan for the pavement. This reduces the frequency of road repairs, which also helps to reduce the amount of asphalt obtained from crude oil used.
[0046] [Roofing materials] The roofing material of the embodiment includes the asphalt additive described above and asphalt. Specifically, the roofing material of the embodiment may be a composite layer having an asphalt layer containing the asphalt additive described above and asphalt. The roofing material of the embodiment is applied to, for example, rooftops and other locations exposed to rain for waterproofing. In this case, the roofing material of the embodiment is also exposed to ultraviolet rays contained in sunlight, but deterioration of the asphalt is suppressed because the asphalt additive containing a neutral phosphite ester derivative is used. This extends the life of the roofing material. This reduces the frequency of repairs, which also helps reduce the amount of asphalt obtained from crude oil used.
[0047] Based on the above, the present invention relates to the following. [1] An asphalt additive comprising a base oil (A) having a kinematic viscosity at 40°C of 50 cSt or more and 500 cSt or less, and a neutral phosphite ester derivative represented by the following formula (B) as an additive: When used in pavement or roofing materials, the asphalt additive suppresses deterioration over time.
[0048] [ka]
[0049] (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms, and R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5.
[0050] [2] The asphalt additive according to [1], further comprising at least one selected from the group consisting of a 2,6-di-t-butylphenol derivative represented by the following formula (C) and a hindered amine compound represented by the following formula (D). The use of a 2,6-di-t-butylphenol derivative has a high ability to trap radicals, thereby further suppressing asphalt deterioration. Furthermore, the hindered amine compound can also efficiently exhibit antioxidant properties in outdoor pavements.
[0051] [ka]
[0052] (In the above formula (C), R c1 is a straight-chain or branched alkyl group having 1 to 12 carbon atoms.
[0053] [ka]
[0054] (In the above formula (D), R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms, and R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.
[0055] [3] The asphalt additive according to [1] or [2], containing the neutral phosphite ester derivative in an amount of 0.1 to 10 parts by mass per 100 parts by mass of the base oil (A). When the neutral phosphite ester derivative is contained in an amount within the above range, the additive can exhibit better antioxidant performance.
[0056] [4] The asphalt additive according to [2], containing the 2,6-di-t-butylphenol derivative in an amount of 0.1 parts by mass or more and 10 parts by mass or less per 100 parts by mass of the base oil (A). [5] The asphalt additive according to [2], containing the hindered amine compound in an amount of 0.1 to 5 parts by mass per 100 parts by mass of the base oil (A). When the neutral phosphite derivative, 2,6-di-t-butylphenol derivative, or hindered amine compound is contained in an amount within the above range, the additive can exhibit better antioxidant performance. [6] An asphalt mixture comprising the asphalt additive according to [1] or [2], asphalt, and aggregate. The use of the asphalt mixture makes it possible to obtain a pavement with a long life.
[0057] [7] A roofing material comprising the asphalt additive according to [1] or [2] and asphalt.
[0058] [8] A pavement containing the asphalt mixture according to [6]. The pavement or roofing material is resistant to deterioration over time.
[0059] [Example] The present invention will be explained in more detail below based on examples, but the present invention is not limited to these examples. [Example 1-1] The base oil (A) was a paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Nippon Oil & Energy Corporation), and the additives used were a neutral phosphite derivative, i.e., 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite), a 2,6-di-t-butylphenol derivative, i.e., octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.), and a hindered amine compound, i.e., bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) decanedioate. Here, 100 parts by mass of base oil (A) was mixed with 0.1 parts by mass of a neutral phosphite ester derivative, 0.1 parts by mass of a 2,6-di-t-butylphenol derivative, and 0.1 parts by mass of a hindered amine compound to obtain an asphalt additive (1-1). The asphalt additive (1-1) was mixed with a cold asphalt mixture (product name: DR Mix, manufactured by Maeda Road Co., Ltd.) to obtain an asphalt mixture (1-1). Next, the asphalt mixture (1-1) was spread evenly on a steel plate (10 cm square) and compacted to obtain a pavement (1-1). Five pavements (1-1) were produced.
[0060] [Example 1-2] An asphalt additive (1-2) was obtained in the same manner as in Example 1-1, except that 100 parts by mass of base oil (A) was mixed with 5 parts by mass of a neutral phosphite ester derivative, 5 parts by mass of a 2,6-di-t-butylphenol derivative, and 2.5 parts by mass of a hindered amine compound. In addition, asphalt mixture (1-2) and then pavement (1-2) were obtained in the same manner as in Example 1-1, except that asphalt additive (1-1) was replaced with asphalt additive (1-2). Five pavements (1-2) were produced.
[0061] [Examples 1-3] An asphalt additive (1-3) was obtained in the same manner as in Example 1-1, except that 10 parts by mass of a neutral phosphite ester derivative, 10 parts by mass of a 2,6-di-t-butylphenol derivative, and 5 parts by mass of a hindered amine compound were mixed with 100 parts by mass of a base oil (A). In addition, asphalt mixture (1-3) and then pavement (1-3) were obtained in the same manner as in Example 1-1, except that asphalt additive (1-3) was used instead of asphalt additive (1-1). Five pavements (1-3) were produced.
[0062] [Example 2-1] An asphalt additive (2-1) was obtained in the same manner as in Example 1-2, except that a paraffinic mineral oil (kinematic viscosity at 40 ° C (JIS K 2283): 460 cSt, trade name: Super Oil N460, manufactured by JXTG Energy Corporation) was used instead of a paraffinic mineral oil (kinematic viscosity at 40 ° C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Energy Corporation) as the base oil (A). In addition, asphalt mixture (2-1) and then pavement (2-1) were obtained in the same manner as in Example 1-1, except that asphalt additive (2-1) was used instead of asphalt additive (1-1). Five pavement (2-1) were produced.
[0063] [Example 2-2] An asphalt additive (2-2) was obtained in the same manner as in Example 1-2, except that a paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 430cSt, trade name: Diana Fresia P430, manufactured by Idemitsu Kosan Co., Ltd.) was used as the base oil (A) instead of a paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320cSt, trade name: Super Oil N320, manufactured by JXTG Energy Corporation). In addition, asphalt mixture (2-2) and then pavement (2-2) were obtained in the same manner as in Example 1-1, except that asphalt additive (2-2) was used instead of asphalt additive (1-1). Five pavement (2-2) were produced.
[0064] [Example 2-3] An asphalt additive (2-3) was obtained in the same manner as in Example 1-2, except that naphthenic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 220cSt, trade name: Kurisef Oil H220, manufactured by JXTG Energy Corporation) was used instead of paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320cSt, trade name: Super Oil N320, manufactured by JXTG Energy Corporation) as base oil (A). In addition, asphalt mixture (2-3) and then pavement (2-3) were obtained in the same manner as in Example 1-1, except that asphalt additive (2-3) was used instead of asphalt additive (1-1). Five pavements (2-3) were produced.
[0065] [Example 2-4] An asphalt additive (2-4) was obtained in the same manner as in Example 1-2, except that naphthenic mineral oil (kinematic viscosity at 40 ° C (JIS K 2283): 220 cSt, trade name: SNH220, manufactured by Sankyo Yuka Kogyo Co., Ltd.) was used instead of paraffinic mineral oil (kinematic viscosity at 40 ° C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Energy Corporation) as base oil (A). In addition, asphalt mixture (2-4) and then pavement (2-4) were obtained in the same manner as in Example 1-1, except that asphalt additive (2-4) was used instead of asphalt additive (1-1). Five pavements (2-4) were produced.
[0066] [Examples 3-1 to 3-6] As a neutral phosphite derivative, 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite) (R in the above formula (B) b21 ~R b24 = tridecyl group, R b25 , R b27 = methyl group, R b26 , R b28 = t-butyl group, R b291 = hydrogen atom, R b292 Asphalt additives (3-1) to (3-6) were obtained in the same manner as in Example 1-2, except that the compounds in Table 1 were used instead of the propyl group (=n-propyl group). In addition, asphalt mixtures (3-1) to (3-6) and then pavements (3-1) to (3-6) were obtained in the same manner as in Example 1-1, except that asphalt additive (1-1) was replaced with asphalt additives (3-1) to (3-6). Five pavements (3-1) to (3-6) were produced for each.
[0067] [Table 1]
[0068] [Examples 4-1 to 4-6] As a hindered amine compound, bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) decanedioate (R d21 , R d22 = n-octyl group, R d23 Asphalt additives (4-1) to (4-6) were obtained in the same manner as in Example 1-2, except that the compounds in Table 2 were used instead of (C = 1,8-octylene group). In addition, asphalt mixtures (4-1) to (4-6) and then pavements (4-1) to (4-6) were obtained in the same manner as in Example 1-1, except that asphalt additive (1-1) was replaced with asphalt additives (4-1) to (4-6). Five pavements (4-1) to (4-6) were produced for each.
[0069] [Table 2]
[0070] [Example 5-1] A paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Nippon Oil & Energy Corporation) was used as the base oil (A), and a neutral phosphite derivative, i.e., 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite), was used as the additive. Here, 100 parts by mass of the base oil (A) was mixed with 5 parts by mass of the neutral phosphite ester derivative to obtain an asphalt additive (5-1). In addition, asphalt mixture (5-1) and then pavement (5-1) were obtained in the same manner as in Example 1-1, except that asphalt additive (5-1) was used instead of asphalt additive (1-1). Five pavement (5-1) were produced.
[0071] [Example 5-2] A paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Nippon Oil & Energy Corporation) was used as the base oil (A), and a neutral phosphite ester derivative, i.e., 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite), and a 2,6-di-t-butylphenol derivative, i.e., octyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate (CAS 125643-61-0, trade name: Irganox (registered trademark) L135, manufactured by BASF Japan Ltd.), were used as additives. Here, 100 parts by mass of the base oil (A) was mixed with 5 parts by mass of the neutral phosphite ester derivative and 5 parts by mass of the 2,6-di-t-butylphenol derivative to obtain an asphalt additive (5-2). In addition, asphalt mixture (5-2) and then pavement (5-2) were obtained in the same manner as in Example 1-1, except that asphalt additive (5-2) was used instead of asphalt additive (1-1). Five pavement (5-2) were produced.
[0072] [Example 5-3] A paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320 cSt, trade name: Super Oil N320, manufactured by JXTG Nippon Oil & Energy Corporation) was used as the base oil (A), and a neutral phosphite derivative, i.e., 4,4'-butylidenebis(3-methyl-6-t-butylphenyl ditridecyl phosphite), and a hindered amine compound, i.e., bis(2,2,6,6-tetramethyl-1-(octyloxy)piperidin-4-yl) decanedioate, were used as additives. Here, 100 parts by mass of the base oil (A) was mixed with 5 parts by mass of the neutral phosphite ester derivative and 2.5 parts by mass of the hindered amine compound to obtain an asphalt additive (5-3). In addition, asphalt mixture (5-3) and then pavement (5-3) were obtained in the same manner as in Example 1-1, except that asphalt additive (5-3) was used instead of asphalt additive (1-1). Five pavement (5-3) were produced.
[0073] [Comparative Example 1-1] A cold asphalt mixture (product name: DR Mix, manufactured by Maeda Road Co., Ltd.) was mixed with a paraffinic mineral oil (kinematic viscosity at 40°C (JIS K 2283): 320 cSt, product name: Super Oil N320, manufactured by JXTG Energy Corporation) as base oil (A) to obtain asphalt mixture (1-1'). The asphalt mixture (1-1') was spread evenly on a steel plate (10 cm square) and compacted to obtain pavement (1-1'). Five pavement bodies (1-1') were produced.
[0074] [Evaluation method and results] Of the five pavement bodies (1-1) produced in Example 1-1, the first to fifth were used in the following heating tests 1 to 5, respectively. The following heating tests 1 to 5 were also carried out on the pavement bodies produced in the other examples and comparative examples. (Heating test 1) The prepared pavement was placed in an incubator and kept at 100°C for one month. (Heating test 2) The prepared pavement was placed in an incubator and kept at 100°C for three months. (Heating test 3) The prepared pavement was placed in an incubator and kept at 100°C for 6 months. (Heating test 4) The prepared pavement was placed in an incubator and kept at 100°C for one month under ultraviolet irradiation. (Heating test 5) The prepared pavement was placed in an incubator and kept at 100°C for three months under ultraviolet irradiation. (External observation) For each pavement subjected to heating tests 1 to 5, the pavement was removed from the incubator, cooled to room temperature, and then its appearance was observed. Specifically, a score of ◯ was given if there was no change in the surface of the pavement and no cracks had occurred, and an X was given if cracks had occurred on the surface of the pavement. The test results are shown in Table 3.
[0075] [Table 3]
[0076] In all examples, no cracks were observed by visual observation even after heating tests 1, 2, and 4. It can be seen that pavements using the asphalt additive of the embodiment are able to suppress deterioration over time. In examples using asphalt additives containing a neutral phosphite ester derivative, a 2,6-di-t-butylphenol derivative, and a hindered amine compound, no cracks were observed by visual observation even after heating tests 3 and 5. It can be seen that the combined use of a neutral phosphite ester derivative, a 2,6-di-t-butylphenol derivative, and a hindered amine compound suppresses deterioration over time even when used outdoors for long periods of time. Furthermore, from the above results, it can be seen that deterioration over time can also be suppressed for roofing materials using the asphalt additive of the embodiment.
Claims
1. A base oil (A) having a kinematic viscosity at 40°C of 50 cSt or more and 500 cSt or less; and a neutral phosphite ester derivative represented by the following formula (B) as an additive, Asphalt additive. 【Chemistry 1】 (In the above formula (B), R b21 ~R b24 each independently represents an aliphatic hydrocarbon group having 10 to 16 carbon atoms; R b25 ~R b28 each independently represents a linear or branched alkyl group having 1 to 6 carbon atoms; R b291 and R b292 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms; R b291 and R b292 The total number of carbon atoms is 1 to 5.
2. The additive further contains at least one selected from a 2,6-di-t-butylphenol derivative represented by the following formula (C) and a hindered amine compound represented by the following formula (D): The asphalt additive according to claim 1. 【Chemistry 2】 (In the above formula (C), R c1 is a straight or branched alkyl group having 1 to 12 carbon atoms. 【Transformation 3】 (In the above formula (D), R d21 and R d22 each independently represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms; R d23 represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms.
3. The neutral phosphite ester derivative is contained in an amount of 0.1 parts by mass or more and 10 parts by mass or less relative to 100 parts by mass of the base oil (A). The asphalt additive according to claim 1 or 2.
4. The 2,6-di-t-butylphenol derivative is contained in an amount of 0.1 parts by mass or more and 10 parts by mass or less relative to 100 parts by mass of the base oil (A). The asphalt additive according to claim 2.
5. The hindered amine compound is contained in an amount of 0.1 parts by mass or more and 5 parts by mass or less relative to 100 parts by mass of the base oil (A). The asphalt additive according to claim 2.
6. An asphalt mixture comprising the asphalt additive according to claim 1 or 2, asphalt, and aggregate.
7. A roofing material comprising the asphalt additive according to claim 1 or 2 and asphalt.
8. A pavement comprising the asphalt mixture of claim 6.
Citation Information
Patent Citations
Electron beam exposure
JP1985041224A
Flame-retardant industrial oil composition
JP2022045469A
Industrial oil composition
JP2022143236A
Process oil composition, rubber composition, rubber product and tire
JP2024090024A
Additive for coating and coating composition
JP2024090027A