JP2020199237A - Deodorizer for asphalt and deodorization method for asphalt - Google Patents
Deodorizer for asphalt and deodorization method for asphalt Download PDFInfo
- Publication number
- JP2020199237A JP2020199237A JP2019187218A JP2019187218A JP2020199237A JP 2020199237 A JP2020199237 A JP 2020199237A JP 2019187218 A JP2019187218 A JP 2019187218A JP 2019187218 A JP2019187218 A JP 2019187218A JP 2020199237 A JP2020199237 A JP 2020199237A
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- JP
- Japan
- Prior art keywords
- asphalt
- deodorant
- tert
- butyl
- antioxidant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000010426 asphalt Substances 0.000 title claims abstract description 293
- 238000000034 method Methods 0.000 title claims description 21
- 238000004332 deodorization Methods 0.000 title description 2
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 58
- 150000002978 peroxides Chemical class 0.000 claims abstract description 52
- -1 aromatic secondary amine Chemical class 0.000 claims abstract description 29
- 238000010438 heat treatment Methods 0.000 claims abstract description 29
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- 150000003839 salts Chemical class 0.000 claims abstract description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-araboascorbic acid Natural products OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 claims abstract description 9
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- 239000003795 chemical substances by application Substances 0.000 claims description 72
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- 239000000203 mixture Substances 0.000 claims description 56
- 230000003078 antioxidant effect Effects 0.000 claims description 48
- 229910052751 metal Inorganic materials 0.000 claims description 33
- 239000002184 metal Substances 0.000 claims description 33
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- ZVVFVKJZNVSANF-UHFFFAOYSA-N 6-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]hexyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCCCCCOC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 ZVVFVKJZNVSANF-UHFFFAOYSA-N 0.000 claims description 4
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- VETPHHXZEJAYOB-UHFFFAOYSA-N 1-n,4-n-dinaphthalen-2-ylbenzene-1,4-diamine Chemical compound C1=CC=CC2=CC(NC=3C=CC(NC=4C=C5C=CC=CC5=CC=4)=CC=3)=CC=C21 VETPHHXZEJAYOB-UHFFFAOYSA-N 0.000 claims description 3
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims description 3
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 claims description 3
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 3
- 235000010290 biphenyl Nutrition 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- 125000006267 biphenyl group Chemical group 0.000 claims description 3
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims description 3
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
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- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 claims description 3
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- 239000000126 substance Substances 0.000 abstract description 39
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract description 5
- 238000012360 testing method Methods 0.000 description 76
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- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 150000004678 hydrides Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
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Landscapes
- Road Paving Machines (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Working-Up Tar And Pitch (AREA)
Abstract
Description
本発明はアスファルト用防臭剤及び該アスファルト用防臭剤を用いたアスファルトの防臭方法に係り、特に、アスファルト加熱時に発生する悪臭物質の発生量を抑制できるアスファルト用防臭剤及びアスファルトの防臭方法に関する。 The present invention relates to an asphalt deodorant and an asphalt deodorizing method using the asphalt deodorant, and more particularly to an asphalt deodorant and an asphalt deodorizing method capable of suppressing the amount of malodorous substances generated when the asphalt is heated.
アスファルトには、原油を蒸留して製造する石油アスファルトと天然に存在する天然アスファルトがあり、外観は暗褐色ないし黒色で、常温では固体〜半固体で、熱を加えると粘度が下がり液状になる性質を持っている。
上記石油アスファルトは、原油を石油精製し、石油ガス、ガソリン、灯油、軽油、重油などを分留した後に残る高沸点留分の炭化水素からなる混合物である。
また、上記天然アスファルトは、自然界に存在する原油の軽質分が蒸発してアスファルト分（高沸点留分の炭化水素からなる混合物）が残留したものである。
Asphalt includes petroleum asphalt produced by distilling crude oil and naturally occurring natural asphalt. The appearance is dark brown to black, solid to semi-solid at room temperature, and the viscosity decreases and becomes liquid when heat is applied. have.
The petroleum asphalt is a mixture composed of hydrocarbons having a high boiling point residue remaining after crude oil is refined and fractional distillation of petroleum gas, gasoline, kerosene, light oil, heavy oil and the like is performed.
Further, the natural asphalt is obtained by evaporating the light component of crude oil existing in the natural world and leaving the asphalt component (mixture composed of hydrocarbons having a high boiling point fraction).
上記アスファルトは、産業利用面において道路舗装材や防水材等として活用されているが、アスファルト又はアスファルト含有製品を用いた製造や施工、運搬を行う場合、流動性を確保するために高温状態で使用するのが一般的である。 The above asphalt is used as a road paving material, waterproof material, etc. in terms of industrial use, but when manufacturing, constructing, or transporting asphalt or asphalt-containing products, it is used in a high temperature state to ensure fluidity. It is common to do.
しかしながら、アスファルトが加熱されると、熱分解によって炭化水素、硫化水素、アルデヒド類、有機酸等の種々の悪臭物質が発生する。
すなわち、図１の（Ａ）に示す通り、アスファルト又はアスファルト含有物を加熱すると、ラジカルが発生し、このラジカルの連鎖反応によりアスファルトの分解が加速度的に進行する結果、炭化水素、硫化水素、アルデヒド類、有機酸等の種々の悪臭物質が放出されるのである。
However, when asphalt is heated, various malodorous substances such as hydrocarbons, hydrogen sulfide, aldehydes, and organic acids are generated by thermal decomposition.
That is, as shown in FIG. 1A, when asphalt or an asphalt-containing substance is heated, radicals are generated, and asphalt decomposition proceeds at an accelerated rate due to the chain reaction of these radicals, resulting in hydrocarbons, hydrogen sulfide, and aldehydes. Various malodorous substances such as radicals and organic acids are released.
従来、アスファルト加熱時の臭気対策としては、香料を用いたマスキングが一般的であった（例えば、特許文献１）。
斯かるマスキングによる臭気対策は、対象の悪臭空間へ香料成分をミスト状で放出する方法や、アスファルト自体に香料を混合する方法等があった。
Conventionally, masking using a fragrance has been generally used as a countermeasure against odor during asphalt heating (for example, Patent Document 1).
As measures against odor by such masking, there are a method of releasing a fragrance component in a mist form into a target malodorous space, a method of mixing a fragrance with the asphalt itself, and the like.
また、新骨材（石）と再生骨材（年数が経過した道路面を剥離した際に生じる経年劣化したアスファルトによって表面を被膜された石）を加熱し、これらにアスファルト、石粉、砂、再生用添加剤を混合して製造され、道路舗装の路面材である「加熱アスファルト合材」においては、上記アスファルトが石同士を強固に結合させる「バインダー」として使用されており、石油精製から得られるストレートアスファルトや、これらにスチレンブタジエンブロックポリマー（ＳＢＳ）などの熱可塑性樹脂を加えてゴム弾性を付与した改質アスファルト等が用いられている。
上記加熱アスファルト合材は、高温で製造されるため炭化水素等のアスファルト熱分解生成物が悪臭物質として放出されていた。また、加熱アスファルト合材は出荷〜運搬〜施工の間も流動性を維持するため高温状態と成されており、常に悪臭物質が放出され続けていた。
In addition, new aggregate (stone) and regenerated aggregate (stone whose surface is coated with aged asphalt generated when the aged road surface is peeled off) are heated, and asphalt, stone powder, sand, and regeneration are added to these. In "heated asphalt mixture", which is manufactured by mixing additives for road pavement, the asphalt is used as a "binder" that firmly bonds stones to each other, and is obtained from petroleum refining. Straight asphalt and modified asphalt obtained by adding a thermoplastic resin such as styrene butadiene block polymer (SBS) to the asphalt to impart rubber elasticity are used.
Since the heated asphalt mixture is produced at a high temperature, asphalt pyrolysis products such as hydrocarbons are released as malodorous substances. In addition, the heated asphalt mixture was kept at a high temperature in order to maintain fluidity during shipping, transportation, and construction, and malodorous substances were constantly released.
上記マスキングによるアスファルト加熱時の臭気対策には、以下の欠点が指摘されている。
（１）アスファルト加熱時に発生する悪臭物質は、健康被害を生じさせる虞のある有害物質であるが、マスキングによる臭気対策では、悪臭物質の発生抑制はできない。
（２）香料の香りには個人の好き嫌いがあることから、マスキングで使用する香料の香り自体が不快の原因になることがある。
（３）アスファルト加熱時に発生する悪臭成分と、マスキングで使用する香料成分が混合して、更に不快な臭気を発生させることがある。
The following drawbacks have been pointed out in the measures against odor during asphalt heating by the above masking.
(1) Malodorous substances generated when asphalt is heated are harmful substances that may cause health hazards, but the generation of malodorous substances cannot be suppressed by odor control by masking.
(2) Since the scent of a fragrance has individual likes and dislikes, the scent of the fragrance used for masking itself may cause discomfort.
(3) The malodorous component generated when heating asphalt and the fragrance component used for masking may be mixed to generate a more unpleasant odor.
本発明は、上記問題に鑑みて案出されたものであり、その目的とするところは、アスファルト加熱時に発生する悪臭物質の発生量を抑制することができるアスファルト用防臭剤と、アスファルトの防臭方法を実現することにある。 The present invention has been devised in view of the above problems, and an object of the present invention is an asphalt deodorant capable of suppressing the amount of malodorous substances generated during asphalt heating, and an asphalt deodorizing method. Is to realize.
また、本発明は、加熱アスファルト合材の品質（強度や耐流動性）を損なうことなく、加熱アスファルト合材からの悪臭物質の発生量を抑制することができるアスファルト用防臭剤と、アスファルトの防臭方法を実現することも目的としている。 Further, the present invention provides an asphalt deodorant capable of suppressing the amount of malodorous substances generated from the heated asphalt mixture without impairing the quality (strength and flow resistance) of the heated asphalt mixture, and a deodorant for asphalt. It also aims to realize the method.
上記目的を達成するため、本発明の請求項１に記載のアスファルト用防臭剤は、
酸化防止剤及び／又は過酸化物分解剤を含有して成ることを特徴とする。
In order to achieve the above object, the asphalt deodorant according to claim 1 of the present invention is used.
It is characterized by containing an antioxidant and / or a peroxide decomposing agent.
本発明の請求項２に記載のアスファルト用防臭剤は、請求項１に記載のアスファルト用防臭剤において、
上記酸化防止剤が、芳香族第二級アミン系、アミン−ケトン系、モノフェノール系、ビスフェノール系、ポリフェノール系、ヒンダードフェノール系、ビタミン類とエリソルビン酸又はその塩の何れか１種以上であることを特徴とする。
The asphalt deodorant according to claim 2 of the present invention is the asphalt deodorant according to claim 1.
The above-mentioned antioxidant is one or more of aromatic secondary amines, amine-ketones, monophenols, bisphenols, polyphenols, hindered phenols, vitamins and erythorbic acid or salts thereof. It is characterized by that.
本発明の請求項３に記載のアスファルト用防臭剤は、請求項１に記載のアスファルト用防臭剤において、
上記酸化防止剤が、Ｎ，Ｎ’−ジ−２−ナフチル−ｐ−フェニレンジアミン、アルキル（Ｃ６〜Ｃ２６）化ジフェニルアミン、Ｎ−フェニル−Ｎ’−（１，３−ジメチルブチル）−ｐ−フェニレンジアミン、２，２，４−トリメチル−１，２−ジヒドロキノリン重合体、モノ(又はジ、又はトリ）（α−メチルベンジル）フェノール、ジブチルヒドロキシトルエン、ブチルヒドロキシアニソール、２，２’−メチレンビス（４−メチル−６−ｔｅｒｔ−ブチルフェノール）、２，２’−メチレンビス（４−エチル−６−ｔｅｒｔ−ブチルフェノール）、ペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]、２，４−ビス（オクチルチオメチル）−６−メチルフェノール、３−（４’−ヒドロキシ−３’，５’−ジ−ｔｅｒｔ−ブチルフェニル)プロピオン酸−ｎ−オクタデシル、エリソルビン酸又はその塩、アスコルビン酸又はその塩、トコフェロール類の何れか１種以上であることを特徴とする。
The asphalt deodorant according to claim 3 of the present invention is the asphalt deodorant according to claim 1.
The antioxidants are N, N'-di-2-naphthyl-p-phenylenediamine, alkyl (C6-C26) -modified diphenylamine, N-phenyl-N'-(1,3-dimethylbutyl) -p-phenylene. Diamine, 2,2,4-trimethyl-1,2-dihydroquinolin polymer, mono (or di or tri) (α-methylbenzyl) phenol, dibutylhydroxytoluene, butylhydroxyanisole, 2,2'-methylenebis ( 4-Methyl-6-tert-butylphenol), 2,2'-methylenebis (4-ethyl-6-tert-butylphenol), pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) ) Propionate], 2,4-bis (octylthiomethyl) -6-methylphenol, 3- (4'-hydroxy-3', 5'-di-tert-butylphenyl) propionic acid-n-octadecyl, erythorbic acid Alternatively, it is characterized in that it is any one or more of a salt thereof, ascorbic acid or a salt thereof, and tocopherols.
本発明の請求項４に記載のアスファルト用防臭剤は、請求項１に記載のアスファルト用防臭剤において、
上記過酸化物分解剤が、ベンズイミダゾール系、有機チオ酸系、ジチオカルバミン酸塩系、チオウレア系、亜リン酸系の何れか１種以上であることを特徴とする。
The asphalt deodorant according to claim 4 of the present invention is the asphalt deodorant according to claim 1.
The peroxide decomposing agent is one or more of benzimidazole-based, organic thioic acid-based, dithiocarbamate-based, thiourea-based, and phosphorous acid-based.
本発明の請求項５に記載のアスファルト用防臭剤は、請求項１に記載のアスファルト用防臭剤において、
上記過酸化物分解剤が、２−メルカプトベンゾイミダゾール又はその塩、ジアルキルジチオリン酸亜鉛、ジアルキル（Ｃ６〜Ｃ２６）チオジプロピネート、ジアルキルジチオカルバミン酸モリブデン、トリフェニル（Ｃ１〜Ｃ２６）ホスファイト、トリスアルキル（Ｃ６〜Ｃ２６）ホスファイト、ジフェニル（Ｃ１〜Ｃ２６）モノアルキル（Ｃ６〜Ｃ２６）ホスファイト、モノフェニル（Ｃ１〜Ｃ２６）ジアルキル（Ｃ６〜Ｃ２６）ホスファイトの何れか１種以上であることを特徴とする。
The asphalt deodorant according to claim 5 of the present invention is the asphalt deodorant according to claim 1.
The peroxide decomposing agent is 2-mercaptobenzimidazole or a salt thereof, zinc dialkyldithiophosphate, dialkyl (C6-C26) thiodipropinate, molybdenum dialkyldithiocarbamate, triphenyl (C1-C26) phosphite, trisalkyl ( It is characterized by having one or more of C6 to C26) phosphite, diphenyl (C1 to C26) monoalkyl (C6 to C26) phosphite, and monophenyl (C1 to C26) dialkyl (C6 to C26) phosphite. To do.
本発明の請求項６に記載のアスファルト用防臭剤は、請求項１〜５の何れかに記載のアスファルト用防臭剤において、
ナフテン系、アロマ系、パラフィン系等の炭化水素オイル又はその誘導体が添加されていることを特徴とする。
The asphalt deodorant according to claim 6 of the present invention is the asphalt deodorant according to any one of claims 1 to 5.
It is characterized in that hydrocarbon oils such as naphthenic, aroma, and paraffin oils or derivatives thereof are added.
本発明の請求項７に記載のアスファルト用防臭剤は、請求項１〜６の何れかに記載のアスファルト用防臭剤において、
金属不活性化剤（キレート剤）が添加されていることを特徴とする。
The asphalt deodorant according to claim 7 of the present invention is the asphalt deodorant according to any one of claims 1 to 6.
It is characterized in that a metal inactivating agent (chelating agent) is added.
本発明の請求項８に記載のアスファルトの防臭方法は、
請求項１乃至７の何れかに記載のアスファルト用防臭剤を用いたアスファルトの防臭方法であって、
アスファルト又はアスファルト含有物の加熱前又は加熱時に、上記アスファルト用防臭剤を、上記アスファルト又はアスファルト含有物に混合することを特徴とする。
The method for deodorizing asphalt according to claim 8 of the present invention
A method for deodorizing asphalt using the asphalt deodorant according to any one of claims 1 to 7.
It is characterized in that the deodorant for asphalt is mixed with the asphalt or the asphalt-containing material before or during heating of the asphalt or the asphalt-containing material.
本発明の請求項９に記載のアスファルト用防臭剤は、
加熱アスファルト合材に添加されるアスファルト用防臭剤であって、
融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して成ることを特徴とする。
The asphalt deodorant according to claim 9 of the present invention
A deodorant for asphalt added to heated asphalt mixture
It is characterized by containing at least one of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent).
本発明の請求項１０に記載のアスファルト用防臭剤は、請求項９に記載のアスファルト用防臭剤において、
融点が６０℃〜２００℃の酸化防止剤が、２，２’−ジメチル−２，２’−（２，４，８，１０−テトラオキサスピロ［５．５］ウンデカン−３，９−ジイル）ジプロパン−１，１’−ジイル＝ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロパノアート］、ペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]、オクチル化ジフェニルアミン、１，６−ヘキサンジオールビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)プロピオナート］の何れか１種以上であることを特徴とする。
The asphalt deodorant according to claim 10 of the present invention is the asphalt deodorant according to claim 9.
Antioxidants with a melting point of 60 ° C to 200 ° C are 2,2'-dimethyl-2,2'-(2,4,8,10-tetraoxaspiro [5.5] undecane-3,9-diyl). Dipropane-1,1'-diyl-bis [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propanoart], pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4) -Hydroxyphenyl) propionate], octylated diphenylamine, 1,6-hexanediolbis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], which is one or more of the following. And.
本発明の請求項１１に記載のアスファルトの防臭方法は、
請求項９又は１０に記載のアスファルト用防臭剤を用いたアスファルトの防臭方法であって、
加熱前のアスファルト合材又は加熱アスファルト合材に、上記アスファルト用防臭剤を添加することを特徴とする。
The method for deodorizing asphalt according to claim 11 of the present invention
A method for deodorizing asphalt using the asphalt deodorant according to claim 9 or 10.
It is characterized in that the above-mentioned asphalt deodorant is added to the asphalt mixture before heating or the heated asphalt mixture.
本発明に係る請求項１に記載のアスファルト用防臭剤にあっては、酸化防止剤及び／又は過酸化物分解剤を含有して構成したので、アスファルト加熱時に発生するラジカル連鎖反応を遮断することができ、この結果、アスファルトの分解が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制することができる。 The deodorant for asphalt according to claim 1 according to the present invention is composed of an antioxidant and / or a peroxide decomposing agent, so that the radical chain reaction generated during heating of asphalt is blocked. As a result, the decomposition of asphalt can be suppressed, and the generation of malodorous substances associated with the decomposition of asphalt can be suppressed.
請求項６に記載のアスファルト用防臭剤の如く、ナフテン系、アロマ系、パラフィン系等の炭化水素オイル又はその誘導体を添加した場合には、防臭成分である酸化防止剤及び／又は過酸化物分解剤と、アスファルトとの相溶性を向上させることができる。 When a naphthenic acid-based, aroma-based, paraffin-based or other hydrocarbon oil or a derivative thereof is added as the asphalt deodorant according to claim 6, the deodorant component is an antioxidant and / or peroxide decomposition. The compatibility between the agent and asphalt can be improved.
アスファルトには不純物として金属が含まれており、アスファルト加熱時に、上記金属が触媒作用を示すことでアスファルトの分解反応を一層促進させる要因になると考えられる。
請求項７に記載のアスファルト用防臭剤の如く、金属不活性化剤（キレート剤）を添加した場合には、アスファルト中の金属による触媒作用が阻害される結果、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
The asphalt contains a metal as an impurity, and it is considered that the metal exhibits a catalytic action when the asphalt is heated, which is a factor that further promotes the decomposition reaction of the asphalt.
When a metal inactivating agent (chelating agent) is added as the deodorant for asphalt according to claim 7, the catalytic action of the metal in the asphalt is inhibited, and as a result, the decomposition reaction of asphalt is suppressed. It is possible to suppress the generation of malodorous substances associated with the decomposition of asphalt.
本発明に係る請求項８に記載のアスファルトの防臭方法にあっては、アスファルト又はアスファルト含有物の加熱前又は加熱時に、本発明に係る請求項１乃至７の何れかに記載のアスファルト用防臭剤を、上記アスファルト又はアスファルト含有物に混合することにより、アスファルト又はアスファルト含有物の加熱時に発生するラジカルの連鎖反応を遮断することができ、この結果、アスファルトの分解が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。 In the asphalt deodorizing method according to claim 8 of the present invention, the asphalt deodorant according to any one of claims 1 to 7 according to the present invention before or during heating of asphalt or asphalt-containing material. Can be mixed with the asphalt or the asphalt-containing material to block the chain reaction of radicals generated during heating of the asphalt or the asphalt-containing material, and as a result, the decomposition of the asphalt is suppressed, which accompanies the decomposition of the asphalt. The generation of malodorous substances can be suppressed.
本発明に係る請求項９に記載のアスファルト用防臭剤は、融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して構成したので、加熱アスファルト合材に添加した場合、酸化防止剤及、過酸化物分解剤に起因するアスファルト加熱時のラジカル連鎖反応遮断効果、金属不活性化剤（キレート剤）に起因するアスファルト中の金属の触媒作用阻害効果により、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
また、含有される酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の融点が６０℃〜２００℃であることから、製造から施工迄の間１００℃〜２００℃で加熱される加熱アスファルト合材に添加した場合、溶融液化してアスファルトのようにバインダーとして機能すると共に、施工後の常温下では固化するので、加熱アスファルト合材の品質（強度や耐流動性）を損なうことがない。
The asphalt deodorant according to claim 9 of the present invention contains at least one of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent). Since it was composed by containing it, when it was added to the heated asphalt mixture, it was caused by the antioxidant, the radical chain reaction blocking effect during asphalt heating due to the peroxide decomposing agent, and the metal inactivating agent (chelating agent). Due to the effect of inhibiting the catalytic action of the metal in the asphalt, the decomposition reaction of the asphalt can be suppressed, and the generation of malodorous substances accompanying the decomposition of the asphalt can be suppressed.
Further, since the melting points of the antioxidant, peroxide decomposing agent, and metal inactivating agent (chelating agent) contained therein are 60 ° C. to 200 ° C., heating is performed at 100 ° C. to 200 ° C. from manufacturing to construction. When added to the heated asphalt mixture, it melts and functions as a binder like asphalt, and solidifies at room temperature after construction, which impairs the quality (strength and flow resistance) of the heated asphalt mixture. Never.
本発明に係る請求項１１に記載のアスファルトの防臭方法にあっては、加熱前のアスファルト合材又は加熱アスファルト合材に、本発明に係る請求項９又は１０に記載のアスファルト用防臭剤を添加するので、酸化防止剤、過酸化物分解剤に起因するアスファルト加熱時のラジカル連鎖反応遮断効果、金属不活性化剤（キレート剤）に起因するアスファルト中の金属の触媒作用阻害効果により、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
また、添加するアスファルト用防臭剤中の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の融点が６０℃〜２００℃であることから、加熱アスファルト合材の加熱温度（１００℃〜２００℃）で溶融液化してアスファルトのようにバインダーとして機能すると共に、施工後の常温下では固化するので、加熱アスファルト合材の品質（強度や耐流動性）を損なうことがない。
In the asphalt deodorizing method according to claim 11 according to the present invention, the asphalt deodorant according to claim 9 or 10 according to the present invention is added to the asphalt mixture before heating or the heated asphalt mixture. Therefore, due to the effect of blocking the radical chain reaction during asphalt heating due to the antioxidant and peroxide decomposing agent, and the effect of inhibiting the catalytic action of the metal in the asphalt caused by the metal inactivating agent (chelating agent), the asphalt can be used. The decomposition reaction is suppressed, and the generation of malodorous substances associated with the decomposition of asphalt can be suppressed.
Further, since the melting points of the antioxidant, peroxide decomposing agent, and metal inactivating agent (chelating agent) in the added asphalt deodorant are 60 ° C to 200 ° C, the heating temperature of the heated asphalt mixture ( It melts and liquefies at 100 ° C to 200 ° C) and functions as a binder like asphalt, and solidifies at room temperature after construction, so the quality (strength and flow resistance) of the heated asphalt mixture is not impaired.
図１の（Ａ）は、本発明に係るアスファルト用防臭剤が含まれない場合における、アスファルト含有物加熱時の反応を示す概念図であり、アスファルト含有物を加熱すると、ラジカルが発生し、このラジカルの連鎖反応によりアスファルトの分解が加速度的に進行する結果、炭化水素、硫化水素、アルデヒド類、有機酸等の種々の悪臭物質が放出されるのである。 FIG. 1A is a conceptual diagram showing a reaction when the asphalt-containing material is heated when the asphalt deodorant according to the present invention is not contained. When the asphalt-containing material is heated, radicals are generated, and this is shown. Asphalt decomposition progresses at an accelerated rate due to the chain reaction of radicals, and as a result, various malodorous substances such as hydrocarbons, hydrogen sulfide, aldehydes, and organic acids are released.
本発明に係るアスファルト用防臭剤は、アスファルト加熱時に発生するラジカル連鎖反応を遮断する反応機構、すなわち、発生したラジカルを即時分解する易ラジカル反応機構や、例えば発生した過酸化物と即時反応してヒドロキシ基を含む有機物に安定化する反応機構が得られる有効成分として、酸化防止剤及び／又は過酸化物分解剤を含有して構成したものである。
本発明に係るアスファルト用防臭剤は、液体、粉体、固体の何れであっても良い。
尚、後述する通り、加熱アスファルト合材に使用する場合には、常温固体の一方、加熱アスファルト合材の加熱温度では液化するものが適当である。
The deodorant for asphalt according to the present invention has a reaction mechanism that blocks a radical chain reaction generated during heating of asphalt, that is, an easy radical reaction mechanism that immediately decomposes the generated radical, or, for example, an immediate reaction with a generated peroxide. It is composed of an antioxidant and / or a peroxide decomposing agent as an active ingredient for obtaining a reaction mechanism that stabilizes an organic substance containing a hydroxy radical.
The asphalt deodorant according to the present invention may be liquid, powder, or solid.
As will be described later, when used for a heated asphalt mixture, it is suitable that the heated asphalt mixture is solid at room temperature but liquefied at the heating temperature of the heated asphalt mixture.
図１の（Ｂ）は、本発明に係るアスファルト用防臭剤が含まれる場合における、アスファルト含有物加熱時の反応を示す概念図であり、易ラジカル反応機構を有する防臭成分（酸化防止剤及び／又は過酸化物分解剤）が、アスファルト含有物加熱時に発生したラジカルと即時反応することにより、ラジカル連鎖反応を遮断する。この結果、アスファルトの分解が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できるのである。 FIG. 1B is a conceptual diagram showing a reaction when the asphalt-containing material is heated when the asphalt deodorant according to the present invention is contained, and is a deodorant component having an easy radical reaction mechanism (antioxidant and /). Alternatively, the peroxide decomposing agent) immediately reacts with the radicals generated when the asphalt-containing material is heated to block the radical chain reaction. As a result, the decomposition of asphalt is suppressed, and the generation of malodorous substances accompanying the decomposition of asphalt can be suppressed.
上記酸化防止剤としては、芳香族第二級アミン系、アミン−ケトン系、モノフェノール系、ビスフェノール系、ポリフェノール系、ヒンダードフェノール系、ビタミン類とエリソルビン酸又はその塩の何れか１種以上で構成することができる。 The antioxidant may be any one or more of aromatic secondary amines, amine-ketones, monophenols, bisphenols, polyphenols, hindered phenols, vitamins and erythorbic acid or salts thereof. Can be configured.
上記芳香族第二級アミン系の酸化防止剤として、例えば、Ｎ，Ｎ’−ジ−２−ナフチル−ｐ−フェニレンジアミン、アルキル（Ｃ６〜Ｃ２６）化ジフェニルアミン、Ｎ−フェニル−Ｎ’−（１，３−ジメチルブチル）−ｐ−フェニレンジアミンが該当する。
上記アミン−ケトン系の酸化防止剤として、例えば、２，２，４−トリメチル−１，２−ジヒドロキノリン重合体が該当する。
Examples of the aromatic secondary amine-based antioxidant include N, N'-di-2-naphthyl-p-phenylenediamine, alkyl (C6-C26) -modified diphenylamine, and N-phenyl-N'-(1). , 3-Dimethylbutyl) -p-phenylenediamine.
As the amine-ketone-based antioxidant, for example, a 2,2,4-trimethyl-1,2-dihydroquinoline polymer is applicable.
上記モノフェノール系の酸化防止剤として、例えば、モノ(又はジ、又はトリ）（α−メチルベンジル）フェノール、ジブチルヒドロキシトルエン、ブチルヒドロキシアニソールが該当する。
上記ビスフェノール系の酸化防止剤として、例えば、２，２’−メチレンビス（４−メチル−６−ｔｅｒｔ−ブチルフェノール）、２，２’−メチレンビス（４−エチル−６−ｔｅｒｔ−ブチルフェノール）が該当する。
Examples of the monophenolic antioxidant include mono (or di or tri) (α-methylbenzyl) phenol, dibutylhydroxytoluene, and butylhydroxyanisole.
Examples of the bisphenol-based antioxidant include 2,2'-methylenebis (4-methyl-6-tert-butylphenol) and 2,2'-methylenebis (4-ethyl-6-tert-butylphenol).
上記ヒンダードフェノール系の酸化防止剤として、例えば、ペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]、２，４−ビス（オクチルチオメチル）−６−メチルフェノール、３−（４’−ヒドロキシ−３’，５’−ジ−ｔｅｒｔ−ブチルフェニル)プロピオン酸−ｎ−オクタデシルが該当する。
上記ビタミン類とエリソルビン酸又はその塩の酸化防止剤として、例えば、エリソルビン酸又はその塩、アスコルビン酸又はその塩、トコフェロール類が該当する。
Examples of the hindered phenol-based antioxidant include pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] and 2,4-bis (octylthiomethyl) -6. -Methylphenol, 3- (4'-hydroxy-3', 5'-di-tert-butylphenyl) propionic acid-n-octadecyl.
Examples of the antioxidants for the vitamins and erythorbic acid or a salt thereof include erythorbic acid or a salt thereof, ascorbic acid or a salt thereof, and tocopherols.
尚、上記以外にも、酸化防止剤としてラジカル補足能があるものであれば１種以上を用いることができる。以下に酸化防止剤の名称を例示する。
６−エトキシ−１，２−ジヒドロ−２，２，４−トリメチルキノリン、ジフェニルアミンとアセトンの反応物、Ｎ−フェニル−１−ナフチルアミン、オクチル化ジフェニルアミン、４，４’−ビス（α，α−ジメチルベンジル）ジフェニルアミン、ｐ−（ｐ−トルエンスルホニルアミド）ジフェニルアミン、Ｎ−フェニル−Ｎ’-イソプロピル−ｐ−フェニレンジアミン、Ｎ−フェニル−Ｎ’−（３−メタクリロイルオキシ−２−ヒドロキシプロピル）−ｐ−フェニレンジアミン、２，６−ジ−ｔｅｒｔ−ブチル−４−メチルフェノール、４，４’−ブチリデンビス（３−メチル−６−ｔｅｒｔ−ブチルフェノール）、４，４’−チオビス（３−メチル−６−ｔｅｒｔ−ブチルフェノール）、ｐ−クレソールとジシクロペンタジエンのブチル化反応生成物、２，５−ジ−ｔｅｒｔ−ブチルハイドロキノン、２，５−ジ−ｔｅｒｔ−アミルハイドロキノン、２，２’−メチレンビス（６−ｔｅｒｔ−ブチル−ｐ−クレゾール)、２，２’−メチレンビス−（４−エチル−６−ｔ−ブチルフェノール）、Ｎ，Ｎ’−ビス［２−［２−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)エチルカルボニルオキシ]エチル]オキサミド、Ｎ，Ｎ’−ヘキサメチレンビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)プロパンアミド]、Ｎ−フェニルベンゼンジアミンとスチレン、２，４，４−トリメチルペンタンの反応物、ジフェニルアミン誘導体、Ｎ−フェニルベンゼンジアミンとスチレン、Ｎ−（１−メチルヘプチル）−Ｎ’−フェニル−ｐ−フェニレンジアミン、スチレン化ジフェニルアミン、２，２’−メチレンビス［６−（１−メチルシクロヘキシル）−ｐ−クレゾール]、Ｎ−メタクリロイル−Ｎ’−フェニル−１，４−ベンゼンジアミン、Ｎ−（４−アニリノフェニル）マレイミド、１，３，５−トリス（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシベンジル)−１，３，５−トリアジン−２，４，６（１Ｈ，３Ｈ，５Ｈ）−トリオン、１，１，３−トリス（２−メチル−４−ヒドロキシ−５−ｔｅｒｔ−ブチルフェニル）ブタン、３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオン酸ステアリル、ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロピオン酸］（２，４，８，１０−テトラオキサスピロ［５．５］ウンデカン−３，９−ジイル）ビス（２，２−ジメチル−２，１−エタンジイル）、２，４，６−トリス（３’５’−ジ−ｔｅｒｔ−ブチル−４’−ヒドロキシベンジル）メシチレン、３，９−ビス（２，６−ジ−ｔｅｒｔ−ブチル−４−メチルフェノキシ）−２，４，８，１０−テトラオキサ−３，９−ジホスファスピロ［５．５］ウンデカン、２，２−ビス（４−ヒドロキシフェニル）プロパン、テトラキス［３−（ドデシルチオ）プロピオン酸］ペンタエリトリトール、アスコルビン酸及びその誘導体、イソアスコルビン酸及びその誘導体、トコフェロール及びその誘導体、没食子酸プロピル、亜硫酸塩、ピロ亜硫酸塩、クロロゲン酸、カテキン、ポリフェノール、ローズマリー抽出物、フェニル−α−ナフチルアミン、フェノチアジン、２，２−チオジエチルビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]、オクチル−３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシ−ヒドロ肉桂酸、ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル)プロピオン酸][エチレンビス(オキシエチレン)]、１，６−ヘキサンジオールビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)プロピオナート］、１，３，５−トリス［［３，５−ビス（１，１−ジメチルエチル）−４−ヒドロキシフェニル］メチル］−１，３，５−トリアジン−２，４，６（１Ｈ，３Ｈ，５Ｈ−トリオン、１，３，５−トリス［［４−（１，１−ジメチルエチル)−３−ヒドロキシ−２，６−ジメチルフェニル］メチル］−１，３，５−トリアジン−２，４，６（１Ｈ，３Ｈ，５Ｈ）−トリオン、４−［［４，６−ビス（オクチルチオ）−１，３，５−トリアジン−２−イル］アミノ］−２，６−ジ−ｔｅｒｔ−ブチルフェノール、ビス［３−（ドデシルチオ）プロピオン酸］２，２−ビス［［３−(ドデシルチオ)−１−オキソプロピルオキシ］メチル］−１，３−プロパンジイル、２，４−ビス［（ドデシルチオ）メチル］−６−メチルフェノール、アクリル酸２−ｔｅｒｔ−ブチル−４−メチル−６−（２−ヒドロキシ−３−ｔｅｒｔ−ブチル−５−メチルベンジル）フェニル、アクリル酸１’−ヒドロキシ［２，２’−エチリデンビス［４，６−ビス（１，１−ジメチルプロピル）ベンゼン］］−１−イル、２−ｔｅｒｔ−ブチル−６−メチル−４−｛３−［（２，４，８，１０−テトラ−ｔｅｒｔ−ブチルジベンゾ［ｄ，ｆ］［１，３，２］ジオキサホスフェピン−６−イル）オキシ］プロピル｝フェノール、２，２’−ジメチル−２，２’−（２，４，８，１０−テトラオキサスピロ［５．５］ウンデカン−３，９−ジイル）ジプロパン−１，１’−ジイル＝ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロパノアート］
In addition to the above, one or more kinds of antioxidants can be used as long as they have a radical catching ability. The names of the antioxidants are illustrated below.
6-ethoxy-1,2-dihydro-2,2,4-trimethylquinolin, reaction product of diphenylamine and acetone, N-phenyl-1-naphthylamine, octylated diphenylamine, 4,4'-bis (α, α-dimethyl) Benzyl) diphenylamine, p- (p-toluenesulfonylamide) diphenylamine, N-phenyl-N'-isopropyl-p-phenylenediamine, N-phenyl-N'-(3-methacryloyloxy-2-hydroxypropyl) -p- Phenylenediamine, 2,6-di-tert-butyl-4-methylphenol, 4,4'-butylidenebis (3-methyl-6-tert-butylphenol), 4,4'-thiobis (3-methyl-6-tert) -Butylphenol), butylation product of p-cresol and dicyclopentadiene, 2,5-di-tert-butylhydroquinone, 2,5-di-tert-amylhydroquinone, 2,2'-methylenebis (6-tert) -Butyl-p-cresol), 2,2'-methylenebis- (4-ethyl-6-t-butylphenol), N, N'-bis [2- [2- (3,5-di-tert-butyl-) 4-Hydroxyphenyl) ethylcarbonyloxy] ethyl] oxamide, N, N'-hexamethylenebis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propanamide], N-phenylbenzenediamine Styrene, reaction of 2,4,4-trimethylpentane, diphenylamine derivative, N-phenylbenzenediamine and styrene, N- (1-methylheptyl) -N'-phenyl-p-phenylenediamine, styrenated diphenylamine, 2, 2'-Methylenebis [6- (1-methylcyclohexyl) -p-cresol], N-methacryloyl-N'-phenyl-1,4-benzenediamine, N- (4-anilinophenyl) maleimide, 1,3 5-Tris (3,5-di-tert-butyl-4-hydroxybenzyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, 1,1,3-tris (2-Methyl-4-hydroxy-5-tert-butylphenyl) butane, 3- (3,5-di-tert-butyl-4-hydroxyphenyl) stearyl propionate, bis [3- (3-tert-butyl) -4-Hydroxy-5-methylphenyl) propionic acid] (2,4,8,10-tetraoxaspiro [5.5] unde Can-3,9-diyl) bis (2,2-dimethyl-2,1-ethanediyl), 2,4,6-tris (3'5'-di-tert-butyl-4'-hydroxybenzyl) mecitylene, 3,9-bis (2,6-di-tert-butyl-4-methylphenoxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro [5.5] undecane, 2,2-bis ( 4-Hydroxyphenyl) Propane, Tetrax [3- (dodecylthio) propionic acid] pentaerythritol, ascorbic acid and its derivatives, isoascorbic acid and its derivatives, tocopherol and its derivatives, propyl gallate, sulfite, pyrosulfite, chlorogen Acid, catechin, polyphenol, rosemary extract, phenyl-α-naphthylamine, phenothiazine, 2,2-thiodiethylbis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], octyl- 3,5-Di-tert-butyl-4-hydroxy-hydro silicate acid, bis [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionic acid] [ethylene bis (oxyethylene)], 1,6-Hexanediol bis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 1,3,5-tris [[3,5-bis (1,1-dimethylethyl) ) -4-Hydroxyphenyl] methyl] -1,3,5-triazine-2,4,6 (1H, 3H, 5H-trione, 1,3,5-tris [[4- (1,1-dimethylethyl)] ) -3-Hydroxy-2,6-dimethylphenyl] methyl] -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, 4-[[4,6-bis (octylthio) ) -1,3,5-triazin-2-yl] amino] -2,6-di-tert-butylphenol, bis [3- (dodecylthio) propionic acid] 2,2-bis [[3- (dodecylthio)- 1-oxopropyloxy] methyl] -1,3-propanediyl, 2,4-bis [(dodecylthio) methyl] -6-methylphenol, 2-tert-butyl-4-methyl-6- (2-) acrylate Hydroxy-3-tert-butyl-5-methylbenzyl) phenyl, 1'-hydroxy acrylate [2,2'-ethylidenebis [4,6-bis (1,1-dimethylpropyl) benzene]] -1-yl , 2-tert-butyl-6-methyl-4- {3- [(2,4,8,10-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosfepine-6-yl) oxy] propyl} phenol, 2,2'-dimethyl -2,2'-(2,4,8,10-tetraoxaspiro [5.5] undecane-3,9-diyl) Dipropane-1,1'-diyl-bis [3- (3-tert-butyl) -4-Hydroxy-5-Methylphenyl) Propanoart]
上記過酸化物分解剤としては、ベンズイミダゾール系、有機チオ酸系、ジチオカルバミン酸塩系、チオウレア系、亜リン酸系の何れか１種以上で構成することができる。 The peroxide decomposing agent may be composed of any one or more of benzimidazole-based, organic thioic acid-based, dithiocarbamate-based, thiourea-based, and phosphorous acid-based.
上記ベンズイミダゾール系の過酸化物分解剤として、例えば、２−メルカプトベンゾイミダゾール又はその塩が該当する。
上記有機チオ酸系の過酸化物分解剤として、例えば、ジアルキルジチオリン酸亜鉛、ジアルキル（Ｃ６〜Ｃ２６）チオジプロピネートが該当する。
上記ジチオカルバミン酸塩系の過酸化物分解剤として、例えば、ジアルキルジチオカルバミン酸モリブデンが該当する。
上記亜リン酸系の過酸化物分解剤として、例えば、トリフェニル（Ｃ１〜Ｃ２６）ホスファイト、トリスアルキル（Ｃ６〜Ｃ２６）ホスファイト、ジフェニル（Ｃ１〜Ｃ２６）モノアルキル（Ｃ６〜Ｃ２６）ホスファイト、モノフェニル（Ｃ１〜Ｃ２６）ジアルキル（Ｃ６〜Ｃ２６）ホスファイトが該当する。
As the benzimidazole-based peroxide decomposing agent, for example, 2-mercaptobenzimidazole or a salt thereof is applicable.
Examples of the organic thioic acid-based peroxide decomposing agent include zinc dialkyldithiophosphate and dialkyl (C6-C26) thiodipropinate.
As the dithiocarbamate-based peroxide decomposing agent, for example, molybdenum dialkyldithiocarbamate is applicable.
Examples of the phosphorous acid-based peroxide decomposing agent include triphenyl (C1 to C26) phosphite, trisalkyl (C6-C26) phosphite, and diphenyl (C1 to C26) monoalkyl (C6-C26) phosphite. , Monophenyl (C1-C26) dialkyl (C6-C26) phosphite.
尚、上記以外にも、過酸化物分解剤として過酸化物補足能があるものであれば１種以上を用いることができる。以下に過酸化物分解剤の名称を例示する。
２−メルカプトベンゾイミダゾールの誘導体，２−メルカプトメチルベンズイミダゾール、２−メルカプトベンズイミダゾールの亜鉛塩、ジブチルジチオカルバミン酸ニッケル、１，３−ビス（ジメチルアミノプロピル）−２−チオ尿素、トリブチルチオ尿素、チオジプロピオン酸ジラウリル、ジメチルジチオカルバミン酸亜鉛、ジブチルジチオカルバミン酸亜鉛、ジエチルジチオカルバミン酸亜鉛、３，３’−チオジプロピオン酸ジオクタデシル、トリスノニルフェニルホスファイト、トリクレジルホスファイト、トリエチルホスファイト、トリス（２−エチルヘキシル）ホスファイト、トリス（２−エチルヘキシル）ホスファイト、トリデシルホスファイト、トリラウリルホスファイト、トリス（トリデシル）ホスファイト、トリオレイルホスファイト、ジフェニルモノ（２−エチルヘキシル）ホスファイト、ジフェニルモノデシルホスファイト、ジフェニルモノ（トリデシル）ホスファイト、トリラウリルトリチオホスファイト、テトラフェニルジプロピレングリコールジホスファイト、テトラ（Ｃ１２〜Ｃ１５アルキル）−４，４’−イソプロピリデンジフェニルジホスファイト、４，４’−ブチリデンビス（３−メチル−６−ｔ−ブチルフェニル ジトリデシルホスファイト)、 ビス（トリデシル）ペンタエリスリトールジホスファイトとビス（ノニルフェニル）ペンタエリスリトールジホスファイトの混合物、ビス（デシル）ペンタエリスリトールジホスファイト、ビス（トリデシル）ペンタエリスリトールジホスファイト、トリステアリルホスファイト、ジステアリルペンタエリスリトールジホスファイト、トリス（２，４−ジ−ｔｅｒｔ−ブチルフェニル）ホスファイト、水添ビスフェノールＡ・ペンタエリスリトールホスファイトポリマー、ジエチル(３，５−ジ−ｔ−ブチル−４−ヒドロキシベンジル)ホスホネート、３，３’−チオビスプロピオン酸ジトリデシル、二硫化モリブデン、ジアルキルジチオリン酸モリブデン、ジセチルサルファイド、ジベンジルジサルファイド、Ｎ，Ｎ’ジサリチリデン−１，２−ジアミノプロパン、ベンゾトリアゾール、２（ｎ−ドデシルジチオ)ベンズイミダゾール、硫化オキシモリブデン・ジアルキルジチオリン酸塩、二硫化モリブテン、硫化ジアルキルジチオカルバミン酸モリブデン
In addition to the above, at least one type of peroxide decomposing agent can be used as long as it has the ability to capture peroxide. The names of the peroxide decomposing agents are illustrated below.
Derivatives of 2-mercaptobenzimidazole, 2-mercaptomethylbenzimidazole, zinc salt of 2-mercaptobenzimidazole, nickel dibutyldithiocarbamate, 1,3-bis (dimethylaminopropyl) -2-thiourea, tributylthiourea, thio Dilauryl dipropionate, zinc dimethyldithiocarbamate, zinc dibutyldithiocarbamate, zinc diethyldithiocarbamate, dioctadecyl 3,3'-thiodipropionate, trisnonylphenylphosphite, tricresylphosphite, triethylphosphite, tris ( 2-Ethylhexyl) phosphite, tris (2-ethylhexyl) phosphite, tridecylphosphite, trilaurylphosphite, tris (tridecyl) phosphite, trioleyl phosphite, diphenylmono (2-ethylhexyl) phosphite, diphenylmono Decylphosphite, diphenylmono (tridecyl) phosphite, trilauryltrithiophosphite, tetraphenyldipropylene glycol diphosphite, tetra (C12-C15 alkyl) -4,4'-isopropyridenediphenyldiphosphite, 4,4 '-Buchiridenebis (3-methyl-6-t-butylphenylditridecylphosphite), a mixture of bis (tridecyl) pentaerythritol diphosphite and bis (nonylphenyl) pentaerythritol diphosphite, bis (decyl) pentaerythritole Phosphite, bis (tridecyl) pentaerythritol diphosphite, tristearyl phosphite, distealyl pentaerythritol diphosphite, tris (2,4-di-tert-butylphenyl) phosphite, hydrogenated bisphenol A / pentaerythritol phos Fight Polymer, diethyl (3,5-di-t-butyl-4-hydroxybenzyl) phosphonate, ditridecyl 3,3'-thiobispropionate, molybdenum disulfide, molybdenum dialkyldithiophosphate, disetylsulfide, dibenzyldisulfide , N, N'disalicylidene-1,2-diaminopropane, benzotriazol, 2 (n-dodecyldithio) benzimidazole, oxymolybdenum sulfide / dialkyldithiophosphate, molybdenum disulfide, molybdenum dialkyldithiocarbamate sulfide
本発明に係るアスファルト用防臭剤と、アスファルト又はアスファルト含有物との相溶性が低い場合には、アスファルト用防臭剤中に、ナフテン系、アロマ系、パラフィン系等の炭化水素オイル又はその誘導体を、相溶性改善成分として添加するのが好ましい。 When the compatibility between the asphalt deodorant according to the present invention and the asphalt or asphalt-containing material is low, a naphthenic, aroma, paraffin-based hydrocarbon oil or a derivative thereof may be added to the asphalt deodorant. It is preferable to add it as a compatibility improving component.
尚、アスファルトには不純物として金属が含まれており、アスファルト加熱時に、上記金属が触媒作用を示すことでアスファルトの分解反応を一層促進させる要因になると考えられる。
そこで、アスファルト中の金属による触媒作用を阻害するため、アスファルト用防臭剤中に、金属不活性化剤（キレート剤）を添加しても良い。この場合、アスファルト中の金属による触媒作用が阻害される結果、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
上記金属不活性化剤（キレート剤）としては、例えば以下の物質が挙げられる。
Ｎ，Ｎ’ジサリチリデン−１，２−ジアミノプロパン、１，２，３−ベンゾトリアゾール及びその塩、１−［Ｎ，Ｎ−ビス（２−エチルヘキシル）アミノメチル］ベンゾトリアゾール、カルボキシベンゾトリアゾール、１−［Ｎ，Ｎ−ビス（２−エチルヘキシル）アミノメチル］メチルベンゾトリアゾール、２，２’−［［（メチル−１Ｈ−ベンゾトリアゾール−１−イル）メチル］イミノ］ビスエタノール、２（ｎ−ドデシルジチオ）ベンズイミダゾール、エチレンジアミン四酢酸及びその誘導体、ニトリロトリ酢酸及びその誘導体、ジエチレントリアミン五酢酸及びその誘導体、Ｎ−（２−ヒドロキシエチル）エチレンジアミン−Ｎ，Ｎ’，Ｎ’−三酢酸及びその誘導体、トリエチレンテトラミン六酢酸及びその誘導体、１，２−ジアミノプロパン−Ｎ，Ｎ，Ｎ’，Ｎ’−四酢酸、１，３−ジアミノ−２−プロパノール−Ｎ，Ｎ，Ｎ’，Ｎ’−四酢酸及びその誘導体、グリコールエーテルジアミン四酢酸及びその誘導体、Ｎ−（２−ヒドロキシエチル）イミノ二酢酸及びその誘導体、グリシン、／Ｎ，Ｎ−ジ（２−ヒドロキシエチル）グリシン及びその誘導体、Ｎ，Ｎ−ビス（カルボキシメチル）−Ｌ−グルタミン酸及びその誘導体、１−ヒドロキシエタン−１，１−ジホスホン酸、ニトリロトリス（メチレンホスホン酸）、２−ホスホノブタン−１，２，４−トリカルボン酸、グルコン酸塩、エチレンジアミンテトラメチレンホスホン酸
It should be noted that the asphalt contains a metal as an impurity, and it is considered that the metal exhibits a catalytic action when the asphalt is heated, which further promotes the decomposition reaction of the asphalt.
Therefore, in order to inhibit the catalytic action of the metal in the asphalt, a metal inactivating agent (chelating agent) may be added to the asphalt deodorant. In this case, as a result of inhibiting the catalytic action of the metal in the asphalt, the decomposition reaction of the asphalt can be suppressed, and the generation of malodorous substances accompanying the decomposition of the asphalt can be suppressed.
Examples of the metal inactivating agent (chelating agent) include the following substances.
N, N'disalicylidene-1,2-diaminopropane, 1,2,3-benzotriazole and its salts, 1- [N, N-bis (2-ethylhexyl) aminomethyl] benzotriazole, carboxybenzotriazole, 1- [N, N-bis (2-ethylhexyl) aminomethyl] methylbenzotriazole, 2,2'-[[(methyl-1H-benzotriazole-1-yl) methyl] imino] bisethanol, 2 (n-dodecyldithio) ) Benzotriazole, ethylenediaminetetraacetic acid and its derivatives, nitrilotriacetic acid and its derivatives, diethylenetriaminetetraacetic acid and its derivatives, N- (2-hydroxyethyl) ethylenediamine-N, N', N'-triacetic acid and its derivatives, triethylene Tetramine hexaacetic acid and its derivatives, 1,2-diaminopropane-N, N, N', N'-tetraacetic acid, 1,3-diamino-2-propanol-N, N, N', N'-tetraacetic acid and Derivatives thereof, glycol ether diaminetetraacetic acid and its derivatives, N- (2-hydroxyethyl) iminodiacetic acid and its derivatives, glycine, / N, N-di (2-hydroxyethyl) glycine and its derivatives, N, N- Bis (carboxymethyl) -L-glutamic acid and its derivatives, 1-hydroxyethane-1,1-diphosphonic acid, nitrilotris (methylenephosphonic acid), 2-phosphonobutane-1,2,4-tricarboxylic acid, gluconate, Ethylenediaminetetramethylenephosphonic acid
本発明に係るアスファルトの防臭方法は、アスファルト又はアスファルト含有物の加熱前又は加熱時に、上記した本発明に係るアスファルト用防臭剤を、上記アスファルト又はアスファルト含有物に混合するものである。
尚、本発明に係るアスファルトの防臭方法の対象となるアスファルトは、天然アスファルト（レイクアスファルト、ロックアスファルト、オイルアスファルト、アスファルトタイト）、石油アスファルト（ストレートアスファルト、ブローンアスファルト）だけでなく、アスファルトを用いた産業品（加熱アスファルト合材、フォームドアスファルト、アスファルトルーフィング等）やその前駆体（再生骨材等）、水添したアスファルトやエラストマー等で改質したアスファルトも含む。
而して、アスファルト又はアスファルト含有物の加熱前又は加熱時に、本発明に係るアスファルト用防臭剤を、上記アスファルト又はアスファルト含有物に混合することにより、アスファルト又はアスファルト含有物の加熱時に発生するラジカルの連鎖反応を遮断することができ、この結果、アスファルトの分解が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
The method for deodorizing asphalt according to the present invention is to mix the above-mentioned deodorant for asphalt according to the present invention with the above-mentioned asphalt or asphalt-containing material before or during heating of the asphalt or asphalt-containing material.
The asphalt subject to the asphalt deodorization method according to the present invention is not only natural asphalt (lake asphalt, rock asphalt, oil asphalt, asphalt tight) and petroleum asphalt (straight asphalt, blown asphalt), but also asphalt. It also includes industrial products (heated asphalt mixture, foamed asphalt, asphalt asphalt, etc.), precursors thereof (recycled aggregate, etc.), asphalt modified with hydrolyzed asphalt, elastomer, etc.
Thus, by mixing the asphalt deodorant according to the present invention with the asphalt or the asphalt-containing material before or during heating of the asphalt or the asphalt-containing material, the radicals generated during the heating of the asphalt or the asphalt-containing material. The chain reaction can be blocked, and as a result, the decomposition of asphalt can be suppressed, and the generation of malodorous substances associated with the decomposition of asphalt can be suppressed.
以下に本発明を、実施例を挙げて更に詳細に説明する。
本発明者は、アスファルト合材の原料である再生骨材を用い、本発明に係るアスファルト用防臭剤の防臭効果に関する実験を行った。
尚、アスファルト合材は道路舗装に使用される路面材であり、新骨材と再生骨材を加熱し、これらにアスファルト、石粉、再生用添加剤を混合して製造されるものである。
また、再生骨材とは年数が経過した道路面を剥離した際に生じる、経年劣化したアスファルトによって表面を被膜された骨材（石）であり、１７０℃程度まで加熱されると熱分解して悪臭物質を発生するものである。
Hereinafter, the present invention will be described in more detail with reference to examples.
The present inventor conducted an experiment on the deodorizing effect of the asphalt deodorant according to the present invention using recycled aggregate which is a raw material of asphalt mixture.
The asphalt mixture is a road surface material used for road pavement, and is produced by heating a new aggregate and a regenerated aggregate and mixing them with asphalt, stone powder, and a regenerating additive.
Regenerated aggregate is an aggregate (stone) whose surface is coated with aged asphalt, which is generated when the road surface is peeled off after a long period of time, and is thermally decomposed when heated to about 170 ° C. It produces malodorous substances.
実験は以下の要領で行った。
（１）磁性耐熱皿（Φ１５０ｍｍ）に分級済みΦ１〜１３ｍｍの再生骨材（アスファルト付着量５．０％）を２００ｇ採り、同様のものを４つ準備した。
The experiment was carried out as follows.
(1) 200 g of reclaimed aggregate (asphalt adhesion amount 5.0%) of Φ1 to 13 mm that had been classified was taken in a magnetic bakeware (Φ150 mm), and four similar ones were prepared.
（２）再生骨材を取った磁性耐熱皿に対し、図２〜図４の図表に示す構成で防臭成分を加えた。また、防臭成分を加えない対照区を設けた。
図２の試験区１及び試験区２は、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を５ｍｇ、１０ｍｇ加えた試験区である。
図２の試験区３及び試験区４は、酸化防止剤であるエリソルビン酸ナトリウムを５ｍｇ、１０ｍｇ加えた試験区である。
図２の試験区５及び試験区６は、酸化防止剤であるペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]を５ｍｇ、１０ｍｇ加えた試験区である。
図３の試験区７及び試験区８は、酸化防止剤である２，４−ビス（オクチルチオメチル）−６−メチルフェノールを５ｍｇ、１０ｍｇ加えた試験区である。
図３の試験区９及び試験区１０は、過酸化物分解剤である２−メルカプトベンゾイミダゾールを５ｍｇ、１０ｍｇ加えた試験区である。
図３の試験区１１及び試験区１２は、過酸化物分解剤であるジアルキルジチオリン酸亜鉛を５ｍｇ、１０ｍｇ加えた試験区である。
図４の試験区１３及び試験区１４は、過酸化物分解剤であるジアルキルジチオカルバミン酸モリブデンを５ｍｇ、１０ｍｇ加えた試験区である。
図４の試験区１５は、酸化防止剤と過酸化物分解剤とを併用した試験区であり、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を２．５ｍｇ、過酸化物分解剤である２−メルカプトベンゾイミダゾールを７．５ｍｇ加えた試験区である。
図４の試験区１６は、酸化防止剤、過酸化物分解剤、炭化水素オイルを併用した試験区であり、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を２ｍｇ、過酸化物分解剤である２−メルカプトベンゾイミダゾールを６ｍｇ、炭化水素オイルであるステアリルアルコールを２ｍｇ加えた試験区である
図２〜図４の図表における、成分１〜成分３の使用量（ｍｇ）は、アスファルト付着量５．０％（１０ｇ）の再生骨材２００ｇに対してのものであり、また、対アスファルトへの防臭成分使用量（％）は、再生骨材２００ｇに付着したアスファルト付着量１０ｇに対する防臭成分の割合である。
(2) A deodorant component was added to the magnetic bakeware from which the regenerated aggregate was removed in the configuration shown in the charts of FIGS. 2 to 4. In addition, a control group was provided to which no deodorant component was added.
Test group 1 and test group 2 in FIG. 2 are test groups in which 5 mg and 10 mg of 2,2,4-trimethyl-1,2-dihydroquinoline polymer, which is an antioxidant, are added.
Test group 3 and test group 4 in FIG. 2 are test groups in which 5 mg and 10 mg of sodium erythorbate, which is an antioxidant, are added.
Test groups 5 and 6 in FIG. 2 are test groups in which 5 mg and 10 mg of pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], which is an antioxidant, was added. is there.
Test groups 7 and 8 in FIG. 3 are test groups in which 5 mg and 10 mg of 2,4-bis (octylthiomethyl) -6-methylphenol, which is an antioxidant, are added.
Test group 9 and test group 10 in FIG. 3 are test groups in which 5 mg and 10 mg of 2-mercaptobenzimidazole, which is a peroxide decomposing agent, were added.
The test group 11 and the test group 12 in FIG. 3 are test groups in which 5 mg and 10 mg of zinc dialkyldithiophosphate, which is a peroxide decomposing agent, was added.
Test group 13 and test group 14 in FIG. 4 are test groups in which 5 mg and 10 mg of molybdenum dialkyldithiocarbamate, which is a peroxide decomposing agent, are added.
Test group 15 in FIG. 4 is a test group in which an antioxidant and a peroxide decomposing agent are used in combination, and contains 2,2,4-trimethyl-1,2-dihydroquinoline polymer which is an antioxidant. This is a test plot in which 5 mg and 7.5 mg of 2-mercaptobenzimidazole, which is a peroxide decomposing agent, were added.
Test group 16 in FIG. 4 is a test group in which an antioxidant, a peroxide decomposing agent, and a hydrocarbon oil are used in combination, and is an antioxidant 2,2,4-trimethyl-1,2-dihydroquinoline polymer. 2 mg, 6 mg of 2-mercaptobenzimidazole as a peroxide decomposing agent, and 2 mg of stearyl alcohol as a hydrocarbon oil were added to the test group. Amount of component 1 to component 3 used in the charts of FIGS. (Mg) is for 200 g of regenerated aggregate having an asphalt adhesion amount of 5.0% (10 g), and the amount of deodorant component used (%) for asphalt adhered to 200 g of regenerated aggregate. The ratio of the deodorant component to the asphalt adhesion amount of 10 g.
（３）電気炉KM-600（アズワン製）を２００℃設定し予熱する。
（４）２００℃になった電気炉内に磁性耐熱皿４つ(再生骨材 計８００ｇ)を入れ、１時間加熱した。
（５）１時間後、臭気採取口にシリコンチューブをつけたフレックスポンプＤＣ１−ＮＡ型（近江オドエアーサービス製）を差し込み、３Ｌ容量テドラーバッグに臭気エアーを採取した。なおフレックスポンプに臭いが付着するため、採取毎にカットリージ部とシリコンチューブを取替え、臭い移りを防止した。
（６）採取した臭気エアー中の悪臭物質（硫化水素、アセトアルデヒド、酢酸）濃度を検知管にて測定した。尚、硫化水素の濃度測定はガステック製４ＬＴ検知管、アセトアルデヒドの濃度測定はガステック製９２ＬＴ検知管、酢酸の濃度測定は光明理化学工業製２１６Ｓ検知管を用いた。
濃度測定結果を図５の図表に示す。
(3) Preheat the electric furnace KM-600 (manufactured by AS ONE) at 200 ° C.
(4) Four magnetic heat-resistant dishes (a total of 800 g of recycled aggregate) were placed in an electric furnace at 200 ° C. and heated for 1 hour.
(5) One hour later, a flex pump DC1-NA type (manufactured by Omi Odo Air Service) with a silicon tube attached to the odor collection port was inserted, and odor air was collected in a 3 L capacity tedler bag. Since the odor adheres to the flex pump, the cut ledge and the silicon tube were replaced every time the pump was collected to prevent the odor from transferring.
(6) The concentration of malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) in the collected odor air was measured with a detector tube. A 4LT detector tube manufactured by Gastec was used to measure the concentration of hydrogen sulfide, a 92LT detector tube manufactured by Gastec was used to measure the concentration of acetaldehyde, and a 216S detector tube manufactured by Komei Rikagaku Kogyo was used to measure the concentration of acetic acid.
The concentration measurement results are shown in the chart of FIG.
防臭成分を加えない対照区の硫化水素濃度は０．１０ｐｐｍ、アセトアルデヒド濃度は２０ｐｐｍ、酢酸濃度は０．６ｐｐｍであった。
試験区１及び試験区２の測定結果より、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区３及び試験区４の測定結果より、酸化防止剤であるエリソルビン酸ナトリウムを１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区５及び試験区６の測定結果より、酸化防止剤であるペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]を１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区７及び試験区８の測定結果より、酸化防止剤である酸化防止剤である２，４−ビス（オクチルチオメチル）−６−メチルフェノールを１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区９及び試験区１０の測定結果より、過酸化物分解剤である２−メルカプトベンゾイミダゾールを１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区１１及び試験区１２の測定結果より、過酸化物分解剤であるジアルキルジチオリン酸亜鉛を１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区１３及び試験区１４の測定結果より、過酸化物分解剤であるジアルキルジチオカルバミン酸モリブデンを１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区１５の測定結果より、酸化防止剤と過酸化物分解剤とを併用した場合において、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を２．５ｍｇ、過酸化物分解剤である２−メルカプトベンゾイミダゾールを７．５ｍｇの合計１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
試験区１６の測定結果より、酸化防止剤、過酸化物分解剤、炭化水素オイルを併用した場合において、酸化防止剤である２，２，４−トリメチル−１，２−ジヒドロキノリン重合体を２ｍｇ、過酸化物分解剤である２−メルカプトベンゾイミダゾールを６ｍｇ、炭化水素オイルであるステアリルアルコールを２ｍｇの合計１０ｍｇ（対アスファルトへの防臭成分使用量０．１０％）添加した場合に、悪臭物質（硫化水素、アセトアルデヒド、酢酸）の濃度低下効果が得られた。
The hydrogen sulfide concentration in the control group to which the deodorant component was not added was 0.10 ppm, the acetaldehyde concentration was 20 ppm, and the acetic acid concentration was 0.6 ppm.
Based on the measurement results of Test Group 1 and Test Group 2, 10 mg of 2,2,4-trimethyl-1,2-dihydroquinoline polymer, which is an antioxidant, was added (0.10% of the amount of deodorant component used in asphalt). When this was done, the effect of lowering the concentration of malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) was obtained.
From the measurement results of Test Group 3 and Test Group 4, when 10 mg of sodium erythorbate, which is an antioxidant, was added (0.10% of the amount of deodorant component used in asphalt), malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) were added. ) Concentration lowering effect was obtained.
From the measurement results of Test Group 5 and Test Group 6, 10 mg (deodorant component for asphalt) of pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], which is an antioxidant, was added. When the amount used was 0.10%), the effect of lowering the concentration of malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) was obtained.
From the measurement results of Test Group 7 and Test Group 8, 10 mg of 2,4-bis (octylthiomethyl) -6-methylphenol, which is an antioxidant, which is an antioxidant, (the amount of deodorant component used for asphalt is 0. When 10%) was added, the effect of lowering the concentration of malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) was obtained.
From the measurement results of Test Group 9 and Test Group 10, when 10 mg of 2-mercaptobenzimidazole, which is a peroxide decomposing agent, was added (0.10% of the amount of deodorant component used in asphalt), a malodorous substance (hydrogen sulfide) was added. , Acetaldehyde, acetic acid) concentration reduction effect was obtained.
From the measurement results of Test Group 11 and Test Group 12, when 10 mg of zinc dialkyldithiophosphate, which is a peroxide decomposing agent, was added (0.10% of the amount of deodorant component used in asphalt), a malodorous substance (hydrogen sulfide, The effect of lowering the concentration of acetaldehyde and acetic acid) was obtained.
From the measurement results of Test Group 13 and Test Group 14, when 10 mg of molybdenum dialkyldithiocarbamate, which is a peroxide decomposing agent, was added (0.10% of the amount of deodorant component used in asphalt), a malodorous substance (hydrogen sulfide, The effect of lowering the concentration of acetaldehyde and acetic acid) was obtained.
From the measurement results of Test Group 15, 2.5 mg of 2,2,4-trimethyl-1,2-dihydroquinoline polymer, which is an antioxidant, was used when the antioxidant and the peroxide decomposing agent were used in combination. Concentration of malodorous substances (hydrogen sulfide, acetaldehyde, acetic acid) when 7.5 mg of 2-mercaptobenzimidazole, which is a peroxide decomposition agent, is added, for a total of 10 mg (0.10% of the amount of deodorant component used in asphalt). A lowering effect was obtained.
From the measurement results of Test Group 16, 2 mg of 2,2,4-trimethyl-1,2-dihydroquinoline polymer, which is an antioxidant, was used in combination with an antioxidant, a peroxide decomposing agent, and a hydrocarbon oil. , 6 mg of 2-mercaptobenzoimidazole, which is a peroxide decomposing agent, and 2 mg of stearyl alcohol, which is a hydrocarbon oil, for a total of 10 mg (relative to asphalt, 0.10% of deodorant component used). The effect of lowering the concentration of hydrogen sulfide (hydrocarbon, acetaldehyde, acetic acid) was obtained.
図５の図表に示す濃度測定結果より、酸化防止剤及び／又は過酸化物分解剤を含有して成る本発明のアスファルト用防臭剤は、対アスファルトへの使用量を０．１０％以上と成すのが好ましい。 From the concentration measurement results shown in the chart of FIG. 5, the amount of the deodorant for asphalt of the present invention containing an antioxidant and / or a peroxide decomposing agent is 0.10% or more with respect to asphalt. Is preferable.
本発明者は、道路舗装の路面材である「加熱アスファルト合材」に使用した場合に、特に好適に使用できるアスファルト用防臭剤とアスファルトの防臭方法を案出した。
加熱アスファルト合材は、新骨材（石）と再生骨材（年数が経過した道路面を剥離した際に生じる経年劣化したアスファルトによって表面を被膜された石）を加熱し、これらにアスファルト、石粉、砂、再生用添加剤を混合して製造されるものであり、アスファルトは上記石同士を強固に結合させる「バインダー」として機能している。
上記加熱アスファルト合材に用いられるアスファルトは、石油精製から得られるストレートアスファルトや、これらにスチレンブタジエンブロックポリマー（ＳＢＳ）などの熱可塑性樹脂を加えてゴム弾性を付与した改質アスファルト等がある。
The present inventor has devised a deodorant for asphalt and a deodorizing method for asphalt that can be particularly preferably used when used in a "heated asphalt mixture" which is a road surface material for road pavement.
Heated asphalt mixture heats new aggregate (stone) and regenerated aggregate (stone whose surface is coated with aged asphalt that occurs when aged road surfaces are peeled off), and asphalt and stone powder are added to these. , Sand, and additives for regeneration are mixed, and asphalt functions as a "binder" that firmly bonds the stones together.
Examples of the asphalt used in the heated asphalt mixture include straight asphalt obtained from petroleum refining and modified asphalt obtained by adding a thermoplastic resin such as styrene butadiene block polymer (SBS) to impart rubber elasticity.
上記加熱アスファルト合材は、高温で製造されるため炭化水素等のアスファルト熱分解生成物が悪臭物質として放出され、また、出荷〜運搬〜施工の間も流動性を維持するため高温状態と成されるため、常に悪臭物質が放出され続けるものである。 Since the heated asphalt mixture is produced at a high temperature, asphalt pyrolysis products such as hydrocarbons are released as malodorous substances, and the heated asphalt mixture is kept in a high temperature state to maintain fluidity during shipping, transportation, and construction. Therefore, malodorous substances are constantly released.
上記加熱アスファルト合材に使用されるアスファルト用防臭剤は、加熱アスファルト合材の品質（強度や耐流動性）を損なわないものが好ましく、具体的には、融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して構成されるものである。 The asphalt deodorant used in the heated asphalt mixture preferably does not impair the quality (strength and flow resistance) of the heated asphalt mixture, and specifically, antioxidants having a melting point of 60 ° C to 200 ° C. It is composed of one or more of an agent, a peroxide decomposing agent, and a metal inactivating agent (chelating agent).
このアスファルト用防臭剤にあっては、加熱アスファルト合材に添加した場合、酸化防止剤、過酸化物分解剤に起因するアスファルト加熱時のラジカル連鎖反応遮断効果、金属不活性化剤（キレート剤）に起因するアスファルト中の金属の触媒作用阻害効果により、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
また、含有される上記酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の融点の上限が２００℃であることから、製造から施工迄の間１００℃〜２００℃で加熱される加熱アスファルト合材に添加した場合、溶融液化してアスファルトのようにバインダーとして機能すると共に、融点の下限が６０℃であることから、施工後の常温下では固化し、加熱アスファルト合材の品質（強度や耐流動性）を損なうことがない。
尚、施工後のアスファルト合材は、冬は氷点下、夏は表層部が６０℃程度になることから、融点の下限は上記６０℃が適当である。
When this deodorant for asphalt is added to a heated asphalt mixture, it has an antioxidant, a radical chain reaction blocking effect during asphalt heating due to a peroxide decomposition agent, and a metal inactivating agent (chelating agent). Due to the effect of inhibiting the catalytic action of the metal in the asphalt caused by the above, the decomposition reaction of asphalt is suppressed, and the generation of malodorous substances accompanying the decomposition of asphalt can be suppressed.
Further, since the upper limit of the melting point of the antioxidant, peroxide decomposing agent, and metal inactivating agent (chelating agent) contained therein is 200 ° C., heating is performed at 100 ° C. to 200 ° C. from production to construction. When added to the heated asphalt mixture, it melts and liquefies and functions as a binder like asphalt, and since the lower limit of the melting point is 60 ° C, it solidifies at room temperature after construction and becomes a heated asphalt mixture. Does not impair quality (strength or flow resistance).
Since the temperature of the asphalt mixture after construction is below freezing in winter and about 60 ° C in the surface layer in summer, the lower limit of the melting point of 60 ° C is appropriate.
融点が６０℃〜２００℃の酸化防止剤としては、２，２’−ジメチル−２，２’−（２，４，８，１０−テトラオキサスピロ［５．５］ウンデカン−３，９−ジイル）ジプロパン−１，１’−ジイル＝ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロパノアート］、ペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]、オクチル化ジフェニルアミン、１，６−ヘキサンジオールビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)プロピオナート］の何れか１種以上で構成することができる。 As an antioxidant having a melting point of 60 ° C. to 200 ° C., 2,2'-dimethyl-2,2'-(2,4,8,10-tetraoxaspiro [5.5] undecane-3,9-diyl) ) Dipropane-1,1'-diyl-bis [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propanoart], pentaerythritol tetrakis [3- (3,5-di-tert-butyl-) 4-Hydroxyphenyl) propionate], octylated diphenylamine, and 1,6-hexanediolbis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] should be composed of any one or more. Can be done.
上記以外の融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）として、例えば、以下のものが該当する。
２，２’−チオジエチルビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート］、Ｎ，Ｎ’−ヘキサメチレンビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロパンアミド］、ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロピオン酸］［エチレンビス（オキシエチレン）］、Ｎ，Ｎ’−ビス［２−［２−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）エチルカルボニルオキシ］エチル］オキサミド、アルキル化ジフェニルアミン、１，３，５−トリス［［４−（１，１−ジメチルエチル）−３−ヒドロキシ−２，６−ジメチルフェニル］メチル］−１，３，５−トリアジン−２，４，６（１Ｈ，３Ｈ，５Ｈ）−トリオン、亜リン酸トリス（２，４−ジ−ｔｅｒｔ−ブチルフェニル）、Ｎ‐イソプロピル‐Ｎ’‐フェニル‐ｐ‐フェニレンジアミン、ポリ（２，２，４トリメチル１，２ジヒドロキノリン）、２，２’−メチレンビス（６−ｔｅｒｔ−ブチル−ｐ−クレゾール）、２，２’−メチレンビス（６−ｔｅｒｔ−ブチル−４−エチルフェノール）、４，４’−チオビス（６−ｔｅｒｔ−ブチル−ｍ−クレゾール）、２，６−ジ−ｔｅｒｔ−ブチル−ｐ−クレゾール、２，５−ジ−ｔｅｒｔ−アミルヒドロキノン、ジブチルジチオカルバミン酸ニッケル、ジエチルジチオカルバミン酸亜鉛、ジブチルジチオカルバミン酸亜鉛、ｐ−（ｐ−トルエンスルホニルアミド）ジフェニルアミン、４，４’−ビス（α，α−ジメチルベンジル）ジフェニルアミン
Examples of the antioxidant, peroxide decomposing agent, and metal inactivating agent (chelating agent) having a melting point of 60 ° C. to 200 ° C. other than the above are as follows.
2,2'-thiodiethylbis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], N, N'-hexamethylenebis [3- (3,5-di-tert-) Butyl-4-hydroxyphenyl) propanamide], bis [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propionic acid] [ethylene bis (oxyethylene)], N, N'-bis [ 2- [2- (3,5-di-tert-butyl-4-hydroxyphenyl) ethylcarbonyloxy] ethyl] oxamide, alkylated diphenylamine, 1,3,5-tris [[4- (1,1-dimethyl) Ethyl) -3-hydroxy-2,6-dimethylphenyl] methyl] -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, tris hydride (2,4-di) -Tert-Butylphenyl), N-isopropyl-N'-phenyl-p-phenylenediamine, poly (2,2,4trimethyl1, dihydroquinoline), 2,2'-methylenebis (6-tert-butyl-p) -Cresol), 2,2'-methylenebis (6-tert-butyl-4-ethylphenol), 4,4'-thiobis (6-tert-butyl-m-cresol), 2,6-di-tert-butyl -P-cresol, 2,5-di-tert-amylhydroquinone, nickel dibutyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate, p- (p-tolutylsulfonylamide) diphenylamine, 4,4'-bis (α) , Α-Dimethylbenzyl) diphenylamine
上記以外のフェノール系/アミン系酸化防止剤、リン系/硫黄系過酸化物分解剤、金属不活性化剤等も適宜使用して良い。 Phenolic / amine-based antioxidants, phosphorus-based / sulfur-based peroxide decomposing agents, metal inactivating agents and the like other than the above may be appropriately used.
本発明に係るアスファルトの防臭方法は、融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して構成されるアスファルト用防臭剤を、加熱前のアスファルト合材又は加熱アスファルト合材に添加するものである。
而して、加熱前のアスファルト合材又は加熱アスファルト合材に、融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して構成されるアスファルト用防臭剤を添加するので、酸化防止剤、過酸化物分解剤に起因するアスファルト加熱時のラジカル連鎖反応遮断効果、金属不活性化剤（キレート剤）に起因するアスファルト中の金属の触媒作用阻害効果により、アスファルトの分解反応が抑制され、アスファルトの分解に伴う悪臭物質の発生を抑制できる。
また、添加するアスファルト用防臭剤中の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の融点が６０℃〜２００℃であることから、加熱アスファルト合材の加熱温度（１００℃〜２００℃）で溶融液化してアスファルトのようにバインダーとして機能すると共に、施工後の常温下では固化するので、加熱アスファルト合材の品質（強度や耐流動性）を損なうことがない。
The asphalt deodorizing method according to the present invention is composed of one or more of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent). A deodorant for asphalt is added to the asphalt mixture before heating or the heated asphalt mixture.
Therefore, one or more of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent) is added to the asphalt mixture before heating or the heated asphalt mixture. Since the asphalt deodorant composed of the above substances is added, the effect of blocking the radical chain reaction during asphalt heating due to the antioxidant and the peroxide decomposing agent, and the metal inactivating agent (chelating agent) are caused. Due to the effect of inhibiting the catalytic action of the metal in the asphalt, the decomposition reaction of asphalt can be suppressed, and the generation of malodorous substances accompanying the decomposition of asphalt can be suppressed.
Further, since the melting points of the antioxidant, peroxide decomposing agent, and metal inactivating agent (chelating agent) in the added asphalt deodorant are 60 ° C to 200 ° C, the heating temperature of the heated asphalt mixture ( It melts and liquefies at 100 ° C to 200 ° C) and functions as a binder like asphalt, and solidifies at room temperature after construction, so the quality (strength and flow resistance) of the heated asphalt mixture is not impaired.
以下に、融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して構成される本発明のアスファルト用防臭剤を、実施例を挙げて更に詳細に説明する。
［防臭効果の試験］
防臭成分によるアスファルト合材加熱時の炭化水素放出量を調査するため、以下の要領で、ガステック製ブタン検知管／硫化水素検知管を用いた濃度測定を行なった。
［１］図６に示す配合設計１〜３に基づき、１９５℃に加熱したアスファルト合材の構成材料(1)再生骨材、(2)６号砕石、(3)７号砕石、(4)砕砂、(5)細砂、(6)石粉をミキサーに投入し６０秒混合した。その後混合を一時停止し、１６５℃に加熱した(7)アスファルト（ＳｔＡｓ６０−８０）と常温の(8)防臭成分及び(9)再生用添加剤（出光興産株式会社のリプロバイタル２００）をミキサーに投入し１２０秒間混合した。
［２］磁性耐熱皿（Φ150mm）に混合物を合計２００ｇずつ取り、２００℃にした電気炉内にこの耐熱皿を４つ配置して１時間保温する。
［３］１時間後、電気炉臭気採取口にシリコンチューブをつけたフレックスポンプを差し込み、３Ｌ容量テドラーバッグに臭気エアーを採取した。
尚、フレックスポンプに臭いが付着するため、採取毎にカートリッジ部とシリコンチューブを取替え、臭い移りを防止した。
［４］採取した臭気エアーの悪臭成分濃度をガステック製No.104ブタン検知管/No.4LT硫化水素検知管にて測定し、ブタン及び硫化水素に対する防臭効果を判定した。
［５］上記［１］〜［４］の操作を試験区ごとに繰り返した。
尚、図７に、実施例２におけるアスファルト合材を構成する骨材（再生骨材、６号砕石、７号砕石、砕砂、細砂、石粉）の合成粒度を示す。
Hereinafter, the deodorant for asphalt of the present invention is composed of one or more of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent). Will be described in more detail with reference to examples.
[Test of deodorant effect]
In order to investigate the amount of hydrocarbons released when the asphalt mixture was heated by the deodorant component, the concentration was measured using a Gastec butane detector tube / hydrogen sulfide detector tube as follows.
[1] Constituent materials of asphalt mixture heated to 195 ° C. based on the compounding designs 1 to 3 shown in FIG. 6 (1) Recycled aggregate, (2) No. 6 crushed stone, (3) No. 7 crushed stone, (4) Crushed sand, (5) fine sand, and (6) stone powder were put into a mixer and mixed for 60 seconds. After that, mixing was temporarily stopped, and (7) asphalt (StAs60-80) heated to 165 ° C., (8) deodorant components at room temperature, and (9) regeneration additive (Reprovital 200 of Idemitsu Kosan Co., Ltd.) were used in a mixer. It was charged and mixed for 120 seconds.
[2] A total of 200 g of the mixture is placed in a magnetic bakeware (Φ150 mm), and four of these bakewares are placed in an electric furnace at 200 ° C. and kept warm for 1 hour.
[3] One hour later, a flex pump with a silicon tube was inserted into the electric furnace odor sampling port, and odor air was collected in a 3 L capacity tedler bag.
Since the odor adheres to the flex pump, the cartridge part and the silicon tube were replaced every time the pump was collected to prevent the odor from transferring.
[4] The concentration of malodorous components in the collected odorous air was measured with a No. 104 butane detector tube / No. 4 LT hydrogen sulfide detector tube manufactured by Gastec to determine the deodorant effect on butane and hydrogen sulfide.
[5] The above operations [1] to [4] were repeated for each test group.
In addition, FIG. 7 shows the synthetic particle size of the aggregates (recycled aggregate, No. 6 crushed stone, No. 7 crushed stone, crushed sand, fine sand, stone powder) constituting the asphalt mixture in Example 2.
上記(8)の防臭成分は、図８に示す通り、２，２’−ジメチル−２，２’−（２，４，８，１０−テトラオキサスピロ［５．５］ウンデカン−３，９−ジイル）ジプロパン−１，１’−ジイル＝ビス［３−（３−ｔｅｒｔ−ブチル−４−ヒドロキシ−５−メチルフェニル）プロパノアート］（防臭成分１）、ペンタエリトリトールテトラキス[３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート]（防臭成分２）、オクチル化ジフェニルアミン（防臭成分３）、１，６−ヘキサンジオールビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル)プロピオナート］（防臭成分３）の何れかである。 As shown in FIG. 8, the deodorant component of the above (8) is 2,2'-dimethyl-2,2'-(2,4,8,10-tetraoxaspiro [5.5] undecane-3,9-. Diyl) Dipropane-1,1'-diyl-bis [3- (3-tert-butyl-4-hydroxy-5-methylphenyl) propanoart] (deodorant component 1), pentaerythritol tetrakis [3- (3,5-) Di-tert-butyl-4-hydroxyphenyl) propionate] (deodorant component 2), octylated diphenylamine (deodorant component 3), 1,6-hexanediolbis [3- (3,5-di-tert-butyl-4) -Hydroxyphenyl) propionate] (deodorant component 3).
図９に示す通り、
試験区１は防臭成分無しで配合設計１、
試験区２は防臭成分１で配合設計２（防臭成分の対アスファルト添加率０．２０％）、
試験区３は防臭成分１で配合設計３（防臭成分の対アスファルト添加率１．０８％）、
試験区４は防臭成分２で配合設計２（防臭成分の対アスファルト添加率０．２０％）、
試験区５は防臭成分２で配合設計３（防臭成分の対アスファルト添加率１．０８％）、
試験区６は防臭成分３で配合設計２（防臭成分の対アスファルト添加率０．２０％）、
試験区７は防臭成分３で配合設計３（防臭成分の対アスファルト添加率１．０８％）、
試験区８は防臭成分４で配合設計２（防臭成分の対アスファルト添加率０．２０％）、
試験区９は防臭成分４で配合設計３（防臭成分の対アスファルト添加率１．０８％）
である。
As shown in FIG.
Test group 1 has no deodorant component and is compounded design 1.
Test group 2 contains deodorant component 1 and compounding design 2 (deodorant component to asphalt addition rate 0.20%).
Test group 3 contains deodorant component 1 and compounding design 3 (deodorant component to asphalt addition rate 1.08%).
Test group 4 contains deodorant component 2 and compounding design 2 (deodorant component to asphalt addition rate 0.20%).
Test group 5 contains deodorant component 2 and compounding design 3 (deodorant component to asphalt addition rate 1.08%).
Test group 6 contains deodorant component 3 and compounding design 2 (deodorant component to asphalt addition rate 0.20%).
Test group 7 contains deodorant component 3 and compounding design 3 (deodorant component to asphalt addition rate 1.08%).
Test group 8 contains deodorant component 4 and compounding design 2 (deodorant component to asphalt addition rate 0.20%).
Test group 9 contains deodorant component 4 and compounding design 3 (deodorant component to asphalt addition rate 1.08%)
Is.
図１０の試験結果に示す通り、防臭成分１〜防臭成分４の何れかを使用した試験区２〜試験区９は、比較対象である防臭成分無しの試験区１に比べて、ブタン及び硫化水素の発生量が低減されており、防臭効果が得られた。
尚、図１０の測定結果より、加熱アスファルト合材中の対アスファルトへの防臭成分１〜防臭成分４の使用量は０．２０％以上、より好ましくは１．０８％以上と成すのが適当である。
As shown in the test results of FIG. 10, test groups 2 to 9 using any of the deodorant components 1 to 4 have butane and hydrogen sulfide as compared with the test group 1 without the deodorant component, which is a comparison target. The amount of hydrogen sulfide generated was reduced, and a deodorizing effect was obtained.
From the measurement results of FIG. 10, it is appropriate that the amount of the deodorant component 1 to the deodorant component 4 used for the asphalt in the heated asphalt mixture is 0.20% or more, more preferably 1.08% or more. is there.
［動的安定度の試験］
アスファルト合材の強度や耐流動性を調査するため動的安定度(DS)を測定した。
尚、測定方法は舗装評価・試験法便覧(公益社団法人 日本道路協会編)に記載されている「B003ホイールトラッキング試験方法」にて実施した。
［１］上記試験区１〜試験区９について、図１１に示す試験条件に基づき供試体を作成した。
［２］試験区ごと各３つの供試体から得られた平均動的安定度を測定した。
測定結果を図１２に示す。
図１２の測定結果に示される通り、防臭成分１〜防臭成分４の何れかを使用した試験区２〜試験区９の内、防臭成分無しの試験区１と比較して動的安定度の数値が悪化した試験区はなく、防臭成分１〜防臭成分４を加熱アスファルト合材に配合しても強度や耐流動性を損なうことのないことが判る。
[Dynamic stability test]
Dynamic stability (DS) was measured to investigate the strength and flow resistance of the asphalt mixture.
The measurement method was carried out according to the "B003 Wheel Tracking Test Method" described in the Pavement Evaluation / Test Method Handbook (edited by Nippon Road Association).
[1] For the above test groups 1 to 9, specimens were prepared based on the test conditions shown in FIG.
[2] The average dynamic stability obtained from each of the three specimens in each test group was measured.
The measurement results are shown in FIG.
As shown in the measurement results of FIG. 12, the numerical value of the dynamic stability is compared with the test group 1 without the deodorant component among the test groups 2 to 9 using any of the deodorant components 1 to 4. It can be seen that there is no test group in which the deodorant component 1 to the deodorant component 4 are mixed with the heated asphalt mixture without impairing the strength and the flow resistance.
Claims (11)
アスファルト又はアスファルト含有物の加熱前又は加熱時に、上記アスファルト用防臭剤を、上記アスファルト又はアスファルト含有物に混合することを特徴とするアスファルトの防臭方法。 A method for deodorizing asphalt using the asphalt deodorant according to any one of claims 1 to 7.
A method for deodorizing asphalt, which comprises mixing the deodorant for asphalt with the asphalt or the asphalt-containing material before or during heating of the asphalt or the asphalt-containing material.
融点が６０℃〜２００℃の酸化防止剤、過酸化物分解剤、金属不活性化剤（キレート剤）の何れか１種以上を含有して成ることを特徴とするアスファルト用防臭剤。 A deodorant for asphalt added to heated asphalt mixture
A deodorant for asphalt, which comprises any one or more of an antioxidant having a melting point of 60 ° C. to 200 ° C., a peroxide decomposing agent, and a metal inactivating agent (chelating agent).
加熱前のアスファルト合材又は加熱アスファルト合材に、上記アスファルト用防臭剤を添加することを特徴とするアスファルトの防臭方法。
A method for deodorizing asphalt using the asphalt deodorant according to claim 9 or 10.
A method for deodorizing asphalt, which comprises adding the above-mentioned deodorant for asphalt to an asphalt mixture before heating or a heated asphalt mixture.
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| KR102676882B1 (en) * | 2024-04-08 | 2024-06-20 | (주)삼한개발 | Thin-layer packaging composition with excellent low-temperature workability and durability and thin-layer packaging method using the same |
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