CN118006137A - Preparation method of oil-proof high-temperature-resistant asphalt - Google Patents
Preparation method of oil-proof high-temperature-resistant asphalt Download PDFInfo
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- CN118006137A CN118006137A CN202311783647.1A CN202311783647A CN118006137A CN 118006137 A CN118006137 A CN 118006137A CN 202311783647 A CN202311783647 A CN 202311783647A CN 118006137 A CN118006137 A CN 118006137A
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- cellulose acetate
- acetate butyrate
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- asphalt
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- 239000010426 asphalt Substances 0.000 title claims abstract description 62
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 229920006217 cellulose acetate butyrate Polymers 0.000 claims abstract description 75
- 229920000049 Carbon (fiber) Polymers 0.000 claims abstract description 51
- 239000004917 carbon fiber Substances 0.000 claims abstract description 51
- 239000011347 resin Substances 0.000 claims abstract description 35
- 229920005989 resin Polymers 0.000 claims abstract description 35
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000011295 pitch Substances 0.000 claims abstract description 28
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000002383 tung oil Substances 0.000 claims abstract description 17
- 239000011294 coal tar pitch Substances 0.000 claims abstract description 14
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 62
- 238000010438 heat treatment Methods 0.000 claims description 45
- 238000003756 stirring Methods 0.000 claims description 44
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 40
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 31
- 239000005770 Eugenol Substances 0.000 claims description 31
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 31
- 229960002217 eugenol Drugs 0.000 claims description 31
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 30
- 238000010008 shearing Methods 0.000 claims description 29
- 238000002156 mixing Methods 0.000 claims description 27
- 239000008367 deionised water Substances 0.000 claims description 23
- 229910021641 deionized water Inorganic materials 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 22
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 21
- 229910000077 silane Inorganic materials 0.000 claims description 21
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 20
- 239000004593 Epoxy Substances 0.000 claims description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 18
- 238000005406 washing Methods 0.000 claims description 17
- VDQKRYOVIYULER-UHFFFAOYSA-N 2-sulfonyl-1H-naphthalen-1-ol Chemical compound S(=O)(=O)=C1C(C2=CC=CC=C2C=C1)O VDQKRYOVIYULER-UHFFFAOYSA-N 0.000 claims description 16
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 12
- 238000002791 soaking Methods 0.000 claims description 12
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims description 12
- 238000001914 filtration Methods 0.000 claims description 11
- 238000007731 hot pressing Methods 0.000 claims description 11
- 238000007789 sealing Methods 0.000 claims description 11
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 10
- 150000001721 carbon Chemical class 0.000 claims description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 10
- 238000002390 rotary evaporation Methods 0.000 claims description 10
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims description 9
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 9
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 7
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 6
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 6
- 229910000160 potassium phosphate Inorganic materials 0.000 claims description 6
- 235000011009 potassium phosphates Nutrition 0.000 claims description 6
- 239000000741 silica gel Substances 0.000 claims description 6
- 229910002027 silica gel Inorganic materials 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 229910052786 argon Inorganic materials 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 5
- 239000002244 precipitate Substances 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims description 5
- 238000004321 preservation Methods 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 238000001291 vacuum drying Methods 0.000 claims description 5
- 239000003245 coal Substances 0.000 abstract description 4
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 21
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 206010039203 Road traffic accident Diseases 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 230000032683 aging Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000011384 asphalt concrete Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011300 coal pitch Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A30/00—Adapting or protecting infrastructure or their operation
- Y02A30/30—Adapting or protecting infrastructure or their operation in transportation, e.g. on roads, waterways or railways
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Civil Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a preparation method of oil-proof high-temperature-resistant asphalt, and relates to the technical field of road asphalt. The oil-proof high-temperature-resistant asphalt prepared by the invention comprises coal asphalt, modified cellulose acetate butyrate, modified carbon fiber, tung oil and terephthalaldehyde; the modified cellulose acetate butyrate enhances the compatibility with coal tar pitch, and forms an interpenetrating network structure in the pitch, thereby enhancing the rutting resistance of the pitch; the surface of the carbon fiber is coated with the multi-element asphalt resin, so that the modified carbon fiber can be introduced into an interpenetrating network structure and is adsorbed and fixed by virtue of fine lines on the surface, the dispersibility of the modified carbon fiber in asphalt is enhanced, and the high temperature resistance of the asphalt is enhanced.
Description
Technical Field
The invention relates to the technical field of road asphalt, in particular to a preparation method of oil-proof high-temperature-resistant asphalt.
Background
Asphalt is a non-polymer material blend with relatively small molecular weight and composed of a plurality of small molecular substances, and is mainly used in road construction, and has the characteristics of poor elasticity and aging resistance. The temperature change has a great influence on the performance of asphalt, and when the temperature is high, the asphalt is easy to soften or even melt, and when the temperature is low, the asphalt is easy to embrittle or even crack. The property sensitive to temperature often causes the asphalt pavement to easily generate rutting phenomenon in summer and to easily generate shrinkage cracking in winter, thereby causing property loss and even causing traffic accidents and threatening the life safety of people.
Oil leakage often occurs at the first time after traffic accidents happen, and gasoline gradually erodes an asphalt road, so that the oil-proof high-temperature-resistant asphalt is researched and prepared, and the sensitivity of the asphalt to high temperature is reduced while the gasoline erosion is slowed down.
Disclosure of Invention
The invention aims to provide oil-proof high-temperature-resistant asphalt and a preparation method thereof, which are used for solving the problems in the background technology.
The oil-proof high-temperature-resistant asphalt comprises coal asphalt, modified cellulose acetate butyrate, modified carbon fibers, tung oil and terephthalaldehyde.
Preferably, the modified cellulose acetate butyrate is prepared by reacting double bond cellulose acetate butyrate, epoxy eugenol silane and sebacic acid; the epoxy eugenol silane is prepared by the reaction of eugenol glycidyl ether and triethoxysilane.
Preferably, the modified carbon fiber is prepared by coating carbon fiber with multi-element pitch resin; the multi-element asphalt resin is prepared by introducing naphthalene, benzaldehyde and sulfonyl naphthol into an asphalt resin molecular chain.
Preferably, the sulfonyl naphthol is prepared by reacting naphthol with sodium sulfonate.
Preferably, the preparation method of the oil-proof high-temperature-resistant asphalt comprises the following specific steps of:
(1) Mixing double-bond cellulose acetate butyrate and dimethyl sulfoxide according to a mass ratio of 1:15-1:25, heating to 120-140 ℃, adding sebacic acid with a mass 1.4-1.6 times of that of the double-bond cellulose acetate butyrate, reacting for 6-12 hours in a heat preservation manner, adding epoxy eugenol silane with a mass 0.8-1.2 times of that of the double-bond cellulose acetate butyrate, continuously reacting for 30-50 minutes, adding sebacic acid with a mass 0.1-0.2 times of that of the double-bond cellulose acetate butyrate, reacting for 1-3 hours, heating to 190-220 ℃, and preserving heat for 2-3 hours to obtain modified cellulose acetate butyrate;
(2) Mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.08-1:0.1, uniformly stirring, heating to 30-35 ℃, adding naphthalene with the mass of 2-2.2 times of the mass of the benzaldehyde and sulfonyl naphthol with the mass of 3.1-3.3 times of the mass of the benzaldehyde, heating to 150-165 ℃, and reacting for 4-6 hours to obtain the multi-component asphalt resin;
(3) Adding pretreated carbon fibers with the mass of 25-30 times of that of the multi-element pitch resin into the multi-element pitch resin while the multi-element pitch resin is hot, sealing and preserving heat, introducing argon at the speed of 20-50 ml/min for hot pressing, washing 3-5 times by using deionized water at the temperature of 30-50 ℃ after hot pressing for 30-50 min, and drying to obtain modified carbon fibers;
(4) Heating coal tar pitch to 120-160 ℃, adding modified carbon fiber, stirring at 200-400 rpm for 15-20 min, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 8-12 min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture; transferring the mixture to a high-speed shearing instrument for shearing to obtain the oil-proof high-temperature-resistant asphalt.
Preferably, in the step (1): the preparation method of double bond cellulose acetate butyrate comprises the following steps: mixing, heating and stirring acetone and cellulose acetate butyrate according to the mass ratio of 30:1-50:1 until the mixture is dissolved, adding N-methylolacrylamide, p-toluenesulfonic acid and p-hydroxyanisole, adjusting the temperature to 80-85 ℃ according to the mass ratio of 4:4:2:1-4:5:2:1.5, carrying out reflux reaction for 8-12 h, filtering, carrying out rotary evaporation, precipitating with absolute ethyl alcohol, washing the precipitate with deionized water for 3-5 times, and finally carrying out vacuum drying to obtain double-bond cellulose acetate butyrate.
Preferably, in the step (1): the preparation method of the epoxy eugenol silane comprises the following steps: mixing toluene, eugenol glycidyl ether and triethoxysilane according to a mass ratio of 20:2:1-25:2:3, heating to 80-90 ℃, stirring for 20-40 min at 30-50 rpm, adding platinum with the mass 0.02-0.04 times of that of eugenol glycidyl ether, continuously reacting for 4-8 h, and finally performing rotary evaporation to obtain the epoxy eugenol silane.
Preferably, in the step (2): the preparation method of the sulfonyl naphthol comprises the following steps: mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to a mass ratio of 1:2:1:2:0.1:20-1:3:1:3:0.2:25, heating to 95-100 ℃, reacting for 24-30 h, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol.
Preferably, in the step (3): the pretreatment process of the carbon fiber comprises the following steps: dispersing carbon fiber in a hydrochloric acid solution with the mass fraction of 5% at 60-80 ℃ which is 30-40 times of the mass of the carbon fiber, soaking for 24 hours, filtering, soaking in a sodium hydroxide solution with the mass fraction of 8% at 60-80 ℃ which is 30-40 times of the mass of the carbon fiber for 24 hours, taking out, washing for 5-8 times with deionized water, and drying
Preferably, in the step (4): the mass ratio of coal pitch, modified cellulose acetate butyrate, modified carbon fiber, tung oil and terephthalaldehyde is as follows: 100:8:8:2:1 to 200:20:25:3:2; during shearing, the materials are sheared for 60-90 min at 3000-4000 rpm, the shearing temperature is 170-190 ℃, the rotating speed is regulated to 600-800 rpm, and then stirring and shearing are continued for 20min.
Compared with the prior art, the invention has the following beneficial effects:
the oil-proof high-temperature-resistant asphalt prepared by the invention comprises coal asphalt, modified cellulose acetate butyrate, modified carbon fiber, tung oil and terephthalaldehyde;
the modified cellulose acetate butyrate is prepared by reacting double bond cellulose acetate butyrate, epoxy eugenol silane and sebacic acid; the epoxy eugenol silane is prepared by the reaction of eugenol glycidyl ether and triethoxysilane; the sebacic acid reacts with double bonds on double bond cellulose acetate butyrate to form a ring, so that the oil resistance of asphalt is enhanced, the sebacic acid reacts with epoxy groups on epoxy eugenol silane, long-chain structures containing benzene rings in the silane and the epoxy eugenol silane are introduced into the cellulose acetate butyrate, the compatibility of the modified cellulose acetate butyrate and coal asphalt is enhanced, and meanwhile, an interpenetrating network structure is formed in the asphalt, so that the rutting resistance of the asphalt is enhanced;
The modified carbon fiber is prepared by coating carbon fiber with multi-element pitch resin; the multi-element pitch resin is prepared by introducing naphthalene, benzaldehyde and sulfonyl naphthol into the pitch resin molecular chain, so that the viscosity of the pitch resin is enhanced, the multi-element pitch resin is coated with carbon fibers and then subjected to vacuum hot pressing, and the carbon fibers can be cracked after entering the macropores of the carbon fibers, so that the surface roughness of the carbon fibers is increased; the surface of the modified carbon fiber is coated with the sulfonyl-ester multi-element asphalt resin, so that the modified carbon fiber can be introduced into an interpenetrating network structure and is adsorbed and fixed by virtue of fine lines on the surface, the dispersibility of the modified carbon fiber in asphalt is enhanced, and the high temperature resistance of the asphalt is enhanced.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
In order to more clearly illustrate the method provided by the invention, the following examples are used for describing the detailed description, and the test methods of each index of the oil-resistant and high-temperature-resistant asphalt prepared in the examples and comparative examples are as follows:
high temperature resistance: the oil-and high-temperature-resistant asphalt prepared in examples and comparative examples was dried and then left under a high-temperature environment of 80℃for 24 hours, and whether deformation occurred was observed.
Rut resistance: the oil-and high-temperature-resistant asphalt prepared in the examples and the comparative examples was subjected to dynamic stability according to the national standard GB/T29050 asphalt concrete as anti-rutting agent for roads.
Example 1
(1) Mixing, heating and stirring acetone and cellulose acetate butyrate according to the mass ratio of 30:1 until the acetone and the cellulose acetate butyrate are dissolved, adding N-methylolacrylamide, p-toluenesulfonic acid and p-hydroxyanisole, adjusting the mass ratio of the cellulose acetate butyrate, the N-methylolacrylamide, the p-toluenesulfonic acid and the p-hydroxyanisole to be 4:4:2:1, adjusting the temperature to 80 ℃, carrying out reflux reaction for 8 hours, filtering, carrying out rotary evaporation, precipitating with absolute ethyl alcohol, washing the precipitate with deionized water for 3 times, and finally carrying out vacuum drying to obtain double bond cellulose acetate butyrate;
(2) Mixing toluene, eugenol glycidyl ether and triethoxysilane according to a mass ratio of 20:2:1, heating to 80 ℃, stirring for 20min at 30rpm, adding platinum with the mass 0.02 times of the eugenol glycidyl ether, continuously reacting for 4h, and finally performing rotary evaporation to obtain epoxy eugenol silane; mixing double-bond cellulose acetate butyrate and dimethyl sulfoxide according to the mass ratio of 1:15, heating to 120 ℃, adding sebacic acid with the mass of 1.4 times of the double-bond cellulose acetate butyrate, reacting for 6 hours after heat preservation, adding epoxy eugenol silane with the mass of 0.8 times of the double-bond cellulose acetate butyrate, continuously reacting for 30 minutes, adding sebacic acid with the mass of 0.1 times of the double-bond cellulose acetate butyrate, reacting for 1 hour, heating to 190 ℃, and preserving heat for 2 hours to obtain modified cellulose acetate butyrate;
(3) Mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to the mass ratio of 1:2:1:2:0.1:1:20, heating to 95 ℃, reacting for 24 hours, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol; mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.08, uniformly stirring, heating to 30 ℃, adding naphthalene with the mass 2 times of that of the benzaldehyde and sulfonyl naphthol with the mass 3.1 times of that of the benzaldehyde, heating to 150 ℃, and reacting for 4-6 hours to obtain the multi-component asphalt resin;
(4) Dispersing carbon fibers in a hydrochloric acid solution with the mass fraction of 5% at 60 ℃ which is 30 times that of the carbon fibers, soaking for 24 hours, filtering, soaking in a sodium hydroxide solution with the mass fraction of 8% at 60 ℃ which is 30 times that of the carbon fibers for 24 hours, taking out, washing with deionized water for 5 times, and drying to obtain pretreated carbon fibers; adding pretreated carbon fibers with the mass of 25 times of that of the multi-element pitch resin into the multi-element pitch resin while the multi-element pitch resin is hot, sealing and preserving heat, introducing argon at the speed of 20ml/min for hot pressing, washing 3 times by using deionized water at the temperature of 30 ℃ after hot pressing for 30min, and drying to obtain modified carbon fibers;
(5) Heating coal tar pitch to 120 ℃, adding modified carbon fiber, stirring for 15min at 200rpm, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 8min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the modified cellulose acetate butyrate to the modified carbon fiber to the tung oil to the terephthalaldehyde is as follows: 100:8:8:2:1; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 3000rpm for 60min at 170 ℃, adjusting the rotating speed to 600rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof high-temperature-resistant asphalt.
Example 2
(1) Mixing, heating and stirring acetone and cellulose acetate butyrate according to the mass ratio of 40:1 until the acetone and the cellulose acetate butyrate are dissolved, adding N-methylolacrylamide, p-toluenesulfonic acid and p-hydroxyanisole, wherein the mass ratio of the cellulose acetate butyrate to the N-methylolacrylamide, the p-toluenesulfonic acid and the p-hydroxyanisole is 4:4.5:2:1.3, regulating the temperature to 80 ℃, carrying out reflux reaction for 8 hours, filtering, carrying out rotary evaporation, precipitating by using absolute ethyl alcohol, washing the precipitate with deionized water for 3 times, and finally carrying out vacuum drying to obtain double-bond cellulose acetate butyrate;
(2) Mixing toluene, eugenol glycidyl ether and triethoxysilane according to a mass ratio of 23:2:2, heating to 85 ℃, stirring for 30min at 40rpm, adding platinum with the mass 0.03 times of the eugenol glycidyl ether, continuously reacting for 6h, and finally performing rotary evaporation to obtain epoxy eugenol silane; mixing double-bond cellulose acetate butyrate and dimethyl sulfoxide according to the mass ratio of 1:20, heating to 130 ℃, adding sebacic acid with the mass of 1.5 times of that of the double-bond cellulose acetate butyrate, reacting for 9 hours after heat preservation, adding epoxy eugenol silane with the mass of 1 time of that of the double-bond cellulose acetate butyrate, continuously reacting for 40 minutes, adding sebacic acid with the mass of 0.15 times of that of the double-bond cellulose acetate butyrate, reacting for 2 hours, heating to 205 ℃, and preserving heat for 2.5 hours to obtain modified cellulose acetate butyrate;
(3) Mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to the mass ratio of 1:2.5:1:2.5:0.1:1:23, heating to 98 ℃, reacting for 26 hours, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol; mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.09, uniformly stirring, heating to 32 ℃, adding naphthalene with the mass of 2.1 times of the mass of the benzaldehyde and sulfonyl naphthol with the mass of 3.2 times of the mass of the benzaldehyde, heating to 158 ℃, and reacting for 5 hours to obtain the multi-component asphalt resin;
(4) Dispersing carbon fibers in a hydrochloric acid solution with the mass fraction of 5% at 70 ℃ which is 35 times that of the carbon fibers, soaking for 24 hours, filtering, soaking in a sodium hydroxide solution with the mass fraction of 8% at 70 ℃ which is 35 times that of the carbon fibers for 24 hours, taking out, washing with deionized water for 6 times, and drying to obtain pretreated carbon fibers; adding pretreated carbon fibers with the mass of 28 times of that of the multi-element pitch resin into the multi-element pitch resin while the multi-element pitch resin is hot, sealing and preserving heat, introducing argon at the speed of 35ml/min for hot pressing, washing for 4 times by using deionized water at the temperature of 40 ℃ after hot pressing for 40min, and drying to obtain modified carbon fibers;
(5) Heating coal tar pitch to 140 ℃, adding modified carbon fibers, stirring for 18min at 300rpm, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 10min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the modified cellulose acetate butyrate to the modified carbon fibers to the tung oil to the terephthalaldehyde is as follows: 150:16:18:2.5:1.5; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 3500rpm for 70min at 180 ℃, adjusting the rotating speed to 700rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof and high-temperature-resistant asphalt.
Example 3
(1) Mixing, heating and stirring acetone and cellulose acetate butyrate according to the mass ratio of 50:1 until the acetone and the cellulose acetate butyrate are dissolved, adding N-methylolacrylamide, p-toluenesulfonic acid and p-hydroxyanisole, wherein the mass ratio of the cellulose acetate butyrate to the N-methylolacrylamide, the p-toluenesulfonic acid and the p-hydroxyanisole is 4:5:2:1.5, adjusting the temperature to 85 ℃, carrying out reflux reaction for 12 hours, filtering, carrying out rotary evaporation, precipitating by using absolute ethyl alcohol, washing the precipitate by using deionized water for 5 times, and finally carrying out vacuum drying to obtain double-bond cellulose acetate butyrate;
(2) Mixing toluene, eugenol glycidyl ether and triethoxysilane according to a mass ratio of 25:2:3, heating to 90 ℃, stirring for 40min at 50rpm, adding platinum with the mass 0.04 times of the eugenol glycidyl ether, continuously reacting for 8h, and finally performing rotary evaporation to obtain epoxy eugenol silane; mixing double-bond cellulose acetate butyrate and dimethyl sulfoxide according to a mass ratio of 1:25, heating to 140 ℃, adding sebacic acid with the mass of 1.6 times of the double-bond cellulose acetate butyrate, reacting for 12 hours after heat preservation, adding epoxy eugenol silane with the mass of 1.2 times of the double-bond cellulose acetate butyrate, continuously reacting for 50 minutes, adding sebacic acid with the mass of 0.2 times of the double-bond cellulose acetate butyrate, reacting for 3 hours, heating to 220 ℃, and preserving heat for 3 hours to obtain modified cellulose acetate butyrate;
(3) Mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to the mass ratio of 1:3:1:3:0.2:25, heating to 100 ℃, reacting for 30 hours, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol; mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.1, uniformly stirring, heating to 35 ℃, adding naphthalene with the mass of 2.2 times of the mass of the benzaldehyde and sulfonyl naphthol with the mass of 3.3 times of the mass of the benzaldehyde, heating to 165 ℃, and reacting for 6 hours to obtain the multi-component asphalt resin;
(4) Dispersing carbon fibers in hydrochloric acid solution with the mass fraction of 5% at 80 ℃ which is 40 times of the mass of the carbon fibers, soaking for 24 hours, filtering, soaking in sodium hydroxide solution with the mass fraction of 8% at 80 ℃ which is 40 times of the mass of the carbon fibers for 24 hours, taking out, washing with deionized water for 8 times, and drying to obtain pretreated carbon fibers; adding pretreated carbon fibers with the mass of 30 times of that of the multi-element pitch resin into the multi-element pitch resin while the multi-element pitch resin is hot, sealing and preserving heat, introducing argon at the speed of 50ml/min for hot pressing, washing with deionized water at 50 ℃ for 5 times after hot pressing for 50min, and drying to obtain modified carbon fibers;
(5) Heating coal tar pitch to 160 ℃, adding modified carbon fibers, stirring for 20min at 400rpm, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 12min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the modified cellulose acetate butyrate to the modified carbon fibers to the tung oil to the terephthalaldehyde is as follows: 200:20:25:3:2; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 4000rpm for 90min at 190 ℃, adjusting the rotating speed to 800rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof high-temperature-resistant asphalt.
Comparative example 1
The recipe of comparative example 1 was the same as in example 2. The oil-proof high-temperature-resistant asphalt and the preparation method thereof are different from the embodiment 2 only in that the preparation of the step (2) is not carried out, and the preparation of the oil-proof high-temperature-resistant asphalt is carried out by using double-bond cellulose acetate butyrate in the step (4).
Comparative example 2
The recipe for comparative example 2 was the same as that of example 2. The oil-proof high-temperature-resistant asphalt and the preparation method thereof are different from the embodiment 2 only in that the preparation of the steps (1) and (2) is not carried out, and the preparation of the oil-proof high-temperature-resistant asphalt is carried out by using cellulose acetate butyrate in the step (4);
Comparative example 3
The recipe for comparative example 3 was the same as in example 2. The oil-proof high-temperature-resistant asphalt and the preparation method thereof are different from the embodiment 2 only in that the steps (3) (4) (5) are different, and the steps (3) (4) (5) are modified as follows:
(3) Mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to the mass ratio of 1:2.5:1:2.5:0.1:1:23, heating to 98 ℃, reacting for 26 hours, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol; mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.09, uniformly stirring, heating to 32 ℃, adding naphthalene with the mass of 2.1 times of the mass of the benzaldehyde and sulfonyl naphthol with the mass of 3.2 times of the mass of the benzaldehyde, heating to 158 ℃, reacting for 5 hours, naturally cooling, washing with deionized water with the mass of 40 ℃ for 4 times, and drying to obtain the multi-component asphalt resin;
(4) Dispersing carbon fibers in a hydrochloric acid solution with the mass fraction of 5% at 70 ℃ which is 35 times that of the carbon fibers, soaking for 24 hours, filtering, soaking in a sodium hydroxide solution with the mass fraction of 8% at 70 ℃ which is 35 times that of the carbon fibers for 24 hours, taking out, washing with deionized water for 6 times, and drying to obtain pretreated carbon fibers;
(5) Heating coal tar pitch to 140 ℃, adding pretreated carbon fiber and multi-element pitch resin, stirring at 300rpm for 18min, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 10min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the modified cellulose acetate butyrate to the pretreated carbon fiber to the multi-element pitch resin to the tung oil to the terephthalaldehyde is as follows: 150:16:10:8:2.5:1.5; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 3500rpm for 70min at 180 ℃, adjusting the rotating speed to 700rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof and high-temperature-resistant asphalt.
Comparative example 4
The recipe for comparative example 4 was the same as in example 2. The oil-and high-temperature-resistant asphalt and the preparation method thereof are different from example 2 only in that the treatment of step (3) is not performed, and the preparation of the modified carbon fiber is performed using the asphalt resin in step (4).
Comparative example 5
Heating coal tar pitch to 140 ℃, adding carbon fibers, stirring for 18min at 300rpm, adding cellulose acetate butyrate and tung oil, continuously stirring for 10min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the cellulose acetate butyrate to the carbon fibers to the tung oil to the terephthalaldehyde is as follows: 150:16:18:2.5:1.5; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 3500rpm for 70min at 180 ℃, adjusting the rotating speed to 700rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof and high-temperature-resistant asphalt.
Effect example
The results of the respective performance analyses of the oil-and high-temperature-resistant asphalts of examples 1,2, 3 and comparative examples 1 to 5 according to the present invention are shown in Table 1 below:
TABLE 1
| Whether or not to deform | Dynamic stability (times/mm) | |
| Example 1 | No deformation | 36898 |
| Example 2 | No deformation | 35632 |
| Example 3 | No deformation | 35779 |
| Comparative example 1 | No deformation | 26743 |
| Comparative example 2 | No deformation | 24196 |
| Comparative example 3 | Deformation of | 33256 |
| Comparative example 4 | Deformation of | 32578 |
| Comparative example 5 | Deformation of | 10372 |
As is evident from comparison of the experimental data of examples in Table 1 with that of comparative examples, the oil-and high-temperature-resistant asphalt prepared in examples 1,2 and 3 is excellent in high temperature resistance and rutting resistance.
From the comparison of experimental data of examples and comparative examples 1, 2 and 5, it can be found that the modified cellulose acetate butyrate prepared by reacting double bond cellulose acetate butyrate, epoxy eugenol silane and sebacic acid is introduced into cellulose acetate butyrate while the silane and the epoxy eugenol silane are reacted into rings, so that the compatibility of the modified cellulose acetate butyrate and matrix asphalt is enhanced, and meanwhile, an interpenetrating network structure is formed in the asphalt, so that the rutting resistance of the asphalt is enhanced; from comparison of experimental data of examples and comparative examples 3 and 4/5, it can be found that the modified carbon fiber prepared by coating the carbon fiber with the multi-component pitch resin can be introduced into an interpenetrating network structure and fixed by means of fine grain adsorption on the surface, so that the dispersibility of the modified carbon fiber in pitch is enhanced, and the high temperature resistance of the pitch is enhanced.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.
Claims (1)
1. The preparation method of the oil-proof high-temperature-resistant asphalt is characterized by comprising the following specific steps of:
(1) Mixing, heating and stirring acetone and cellulose acetate butyrate according to the mass ratio of 30:1 until the acetone and the cellulose acetate butyrate are dissolved, adding N-methylolacrylamide, p-toluenesulfonic acid and p-hydroxyanisole, adjusting the mass ratio of the cellulose acetate butyrate, the N-methylolacrylamide, the p-toluenesulfonic acid and the p-hydroxyanisole to be 4:4:2:1, adjusting the temperature to 80 ℃, carrying out reflux reaction for 8 hours, filtering, carrying out rotary evaporation, precipitating with absolute ethyl alcohol, washing the precipitate with deionized water for 3 times, and finally carrying out vacuum drying to obtain double bond cellulose acetate butyrate;
(2) Mixing toluene, eugenol glycidyl ether and triethoxysilane according to a mass ratio of 20:2:1, heating to 80 ℃, stirring for 20min at 30rpm, adding platinum with the mass 0.02 times of the eugenol glycidyl ether, continuously reacting for 4h, and finally performing rotary evaporation to obtain epoxy eugenol silane; mixing double-bond cellulose acetate butyrate and dimethyl sulfoxide according to the mass ratio of 1:15, heating to 120 ℃, adding sebacic acid with the mass of 1.4 times of the double-bond cellulose acetate butyrate, reacting for 6 hours after heat preservation, adding epoxy eugenol silane with the mass of 0.8 times of the double-bond cellulose acetate butyrate, continuously reacting for 30 minutes, adding sebacic acid with the mass of 0.1 times of the double-bond cellulose acetate butyrate, reacting for 1 hour, heating to 190 ℃, and preserving heat for 2 hours to obtain modified cellulose acetate butyrate;
(3) Mixing and sealing naphthol, sodium sulfonate, iodine, potassium phosphate, initiator di-tert-butyl peroxide, dimethyl sulfoxide and deionized water according to the mass ratio of 1:2:1:2:0.1:1:20, heating to 95 ℃, reacting for 24 hours, vacuumizing, and purifying by a silica gel chromatographic column to obtain sulfonyl naphthol; mixing benzaldehyde and concentrated sulfuric acid with the mass fraction of 98% according to the mass ratio of 1:0.08, uniformly stirring, heating to 30 ℃, adding naphthalene with the mass 2 times of that of the benzaldehyde and sulfonyl naphthol with the mass 3.1 times of that of the benzaldehyde, heating to 150 ℃, and reacting for 4-6 hours to obtain the multi-component asphalt resin;
(4) Dispersing carbon fibers in a hydrochloric acid solution with the mass fraction of 5% at 60 ℃ which is 30 times that of the carbon fibers, soaking for 24 hours, filtering, soaking in a sodium hydroxide solution with the mass fraction of 8% at 60 ℃ which is 30 times that of the carbon fibers for 24 hours, taking out, washing with deionized water for 5 times, and drying to obtain pretreated carbon fibers; adding pretreated carbon fibers with the mass of 25 times of that of the multi-element pitch resin into the multi-element pitch resin while the multi-element pitch resin is hot, sealing and preserving heat, introducing argon at the speed of 20ml/min for hot pressing, washing 3 times by using deionized water at the temperature of 30 ℃ after hot pressing for 30min, and drying to obtain modified carbon fibers;
(5) Heating coal tar pitch to 120 ℃, adding modified carbon fiber, stirring for 15min at 200rpm, adding modified cellulose acetate butyrate and tung oil, continuously stirring for 8min, adding terephthalaldehyde, and uniformly stirring to obtain a mixture, wherein the mass ratio of the coal tar pitch to the modified cellulose acetate butyrate to the modified carbon fiber to the tung oil to the terephthalaldehyde is as follows: 100:8:8:2:1; transferring the mixture to a high-speed shearing instrument for shearing, firstly shearing at 3000rpm for 60min at 170 ℃, adjusting the rotating speed to 600rpm, and then continuously stirring and shearing for 20min to obtain the oil-proof high-temperature-resistant asphalt.
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