CN101955675B - Modified epoxy resin thermosetting epoxy asphalt bulking agent and preparation method thereof - Google Patents
Modified epoxy resin thermosetting epoxy asphalt bulking agent and preparation method thereof Download PDFInfo
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- CN101955675B CN101955675B CN2010105113559A CN201010511355A CN101955675B CN 101955675 B CN101955675 B CN 101955675B CN 2010105113559 A CN2010105113559 A CN 2010105113559A CN 201010511355 A CN201010511355 A CN 201010511355A CN 101955675 B CN101955675 B CN 101955675B
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Abstract
The invention relates to a bulking agent and a preparation method thereof. The preparation method of the modified epoxy resin thermosetting epoxy asphalt bulking agent is characterized by comprising the following steps of: selecting 80 parts of epoxy resin, 187 parts of trichloromethane, 100 parts of oleic acid and 0.01-0.1 part of stannic chloride by weight; dissolving the epoxy resin into the trichloromethane; adding the oleic acid; and dripping the stannic chloride at 40 DEG C-45 DEG C to react for 1-1.5 hours to obtain the modified epoxy resin thermosetting epoxy asphalt bulking agent. The bulking agent obtained in the method can ensure that the asphalt and the epoxy resin are mixed more uniformly.
Description
Technical field
The present invention relates to a kind of expanding material and preparation method thereof, this expanding material is mainly used in the preparation of thermosetting epoxy asphalt material in the building field.
Background technology
Pitch has good water-fast, moistureproof, non-corrosibility, and its aboundresources, and price is lower, is used to ground surface material and water-proof material etc. for a long time always.But, make it higher to temperature sensitivity because the bituminous relative molecular weight is low and its MWD broad.When elevated temperature, the bituminous strength degradation; Bituminous material becomes fragile when reducing temperature.So largely limit the bituminous widespread use.
Along with the fast development of highway in China construction, among national trunk road network is forming, a large amount of makings of high-grade highway, the construction of long-span bridge beam.Make the use of road bitumen material more and more seem important and general.China belongs to the country in many lakes, many rivers; Longspan Bridge is used widely in road construction; The long-span bridge beam has structure key light weight, transports and set up characteristics such as convenience, short construction period; Though the bridge deck structure of Longspan Bridge have construction simple, from the advantage of heavy and light, it is more and more outstanding that the problem of deck paving also seems.Especially bridge floor is easy to produce early damage.Because the bituminous concrete resistance to elevated temperatures is poor, and steelwork belongs to the good conductor of heat, and during summer high temperature, pass easily at the interface between carload and pyritous coupling lower steel plate and bituminous concrete; Simultaneously; Because bituminous concrete has certain gap, rainwater is prone to see through oil mat and oozes to surface of steel plate, under the acting in conjunction of water and air; The water-proof tack coat of surface of steel plate subjects to destroy, and then reduces the interface binding intensity between steel plate and the bituminous concrete.Make will occur when steel box girder bridge runs into summer high temperature in various degree passing, hold together diseases such as bag and rut.Need asphalt that stronger deformability is arranged during winter.Therefore, the pitch that the steel bridge deck paving is used not only needs the excellent high-temperature rutting resistance, low temperature cracking resistance ability, and need good antifatigue deformability.Obviously.Plain asphalt can not satisfy above-mentioned requirements, has only pitch is carried out modification, could satisfy above-mentioned requirements.
One is meant polymer modified asphalt modifying asphalt, and the type of polymer that is used for modification is a lot, and one is commonly used has tree elastomer, styrene-butadiene rubber(SBR), styrene butadiene block copolymer, Vilaterm, ethene one acetate ethylene copolymer and epoxy resin etc.Wherein epoxy modified asphalt is usually used in the modified asphalt material that motorway and bridge are used.In CN1546571, provided the epoxy bitumen material that comprises that a kind of motorway and bridge use with the polyisobutylene butanedioic anhydride modification.In CN1952012, provided senior fatty carbon chain that a kind of use contains low-pole and strong polar mannich base or epoxy resin and the dedicated compatibilizer modification of the epoxy bitumen material of the compound of polyvalent alcohol composition thermosetting epoxy asphalt material, it must not carry out chemical modification to pitch; Need not limit the bituminous kind yet; Only need in pitch, add dedicated compatibilizer, cooperate conventional epoxy resin and solidifying agent just can form thermosetting epoxy asphalt material.In CN101003688, provided relate to a kind of with pitch, solidifying agent, promotor, the high performance pavement material of epoxy asphalt that skimmer is formed.It has good solidity to corrosion, water tolerance, weathering resistance, resistance to fatigue, high temperature creep resistant and low temperature resistance to brittle fracture.In CN101020601, provided a kind of poured epoxytar laying of roadway material with modification alkylphenol, glycidyl ether modification.It is a kind ofly have that construction temperature is low, good fluidity, the poured epoxytar concrete material easily of constructing.USP6399680 has provided with the sulfuric acid of the 0.02-3% of modifying asphalt total amount, phosphoric acid, Glacial acetic acid min. 99.5 or nitric acid and has done promotor, contains the modifying asphalt that the multipolymer of epoxy group(ing) of the 0.2-15% of modifying asphalt total amount is processed; Provided among the USP4162998 with polyamines and epoxy resin modification bituminous method; USP5576363 has provided the method for preparing the two-pack modified asphalt material with modifications such as multipolymer that contains epoxide group and carboxylic acids; USP4360608 has provided with pitch, the epoxy bitumen material that epoxy resin and polyether glycol expanding material are formed, and as road surfacing material, it has thermal deformation resistant ability and trickling property preferably.Provided the modifying asphalt that the modifying asphalt that contains the mineral acid group and linearity or branched polymers prepare among the USP5095055, the road surface of laying this kind material has the visco-elasticity of the property improved, and softening temperature raises, the storage-stable property improvement.Provided the polymer modified asphalt material that total amount 0.1-5% contains epoxide group among the USP5306750; The polymkeric substance that contains epoxide group forms external phase in pitch; Obtain having anti-rut thus, low temperature cracking resistance, the thermosetting modification pitch of anti-flexible fracture and anti-wet damage ability.In the thermoplastic polymer modifying asphalt; Because epoxy resin and bituminous consistency are poor; Do not form netted crosslinking structure by the pitch in the thermoplastic polymer modifying asphalt, epoxy resin and polymkeric substance; Of long duration from asphalt component, separate out easily, thereby cause the downgrade of modifying asphalt.In the thermosetting epoxy resin modifying asphalt; Be that a small amount of epoxy resin is added in the pitch; Warp and solidifying agent generation curing reaction, the irreversible solidifying agent of formation cross-linked network, its curing reaction makes pitch from the thermoplasticity converted into thermoset; Therefore thermosetting epoxy asphalt have than plain asphalt excellent physics, the mechanical property of Duoing, like HS, good anti-fatigue performance, favorable durability and ageing resistance etc.
Summary of the invention
The purpose of this invention is to provide a kind of modified epoxy thermosetting epoxy asphalt expanding material and preparation method thereof, the expanding material that this method obtains can make pitch and epoxy resin mix more equably.
To achieve these goals, technical scheme that the present invention takes is: modified epoxy thermosetting epoxy asphalt expanding material is characterized in that its structural formula comprises following structural formula:
Wherein A is dihydroxyphenyl propane group
Described dihydroxyphenyl propane group can obtain from bisphenol A type epoxy resin E-51, epoxy resin E-44, epoxy resin E-42 or epoxy resin E-41 etc.Senior fatty carbon chain group and epoxide group exist simultaneously.
The preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It is characterized in that it comprises the steps: by the shared parts by weight of each raw material to be: 80 parts of epoxy resin, 187 parts of trichloromethanes, 100 parts of oleic acid, tin tetrachloride 0.01-0.1 part, choose epoxy resin, trichloromethane, oleic acid and tin tetrachloride; Epoxy resin is dissolved in the trichloromethane, adds oleic acid, drip tin tetrachloride, obtain modified epoxy thermosetting epoxy asphalt expanding material (being called for short the thermosetting epoxy asphalt expanding material) in 40-45 ℃ of reaction 1-1.5 hour.
Said epoxy resin is epoxy resin E-51, epoxy resin E-44, epoxy resin E-42 or epoxy resin E-41 etc.
The application of modified epoxy thermosetting epoxy asphalt expanding material (being used to prepare thermosetting epoxy asphalt material): the preparation method of modified heat convertible epoxy bitumen material, it comprises the steps:
1) by the shared parts by weight of each raw material is: 100 parts of pitches, epoxy resin 20-40 part, vulcanizing agent 20-40 part, solidifying agent 20-40 part, curing catalyst 0.3-1.2 part, modified epoxy thermosetting epoxy asphalt expanding material 20-60 part; Choose pitch, epoxy resin, vulcanizing agent, solidifying agent, curing catalyst and modified epoxy thermosetting epoxy asphalt expanding material, subsequent use;
2) pitch, epoxy resin, vulcanizing agent, solidifying agent, curing catalyst and modified epoxy thermosetting epoxy asphalt expanding material are mixed; Be heated to 80-90 ℃; Stir; 100-120 ℃ solidified 0.5-6 hour down again, obtained modified heat convertible epoxy bitumen material (abbreviation thermosetting epoxy asphalt material).
Described pitch is petroleum pitch or coal-tar pitch.Petroleum pitch comprises 70
#, 90
#, 100
#National highway, one-level road, town and country bitumen for road use, SBS modifying asphalt, 10
#Waterproof building material pitch, 2
#Pipeline corrosion protection pitch.
Said epoxy resin is epoxy resin E-51, epoxy resin E-44, epoxy resin E-42 or epoxy resin E-41 etc.
Described vulcanizing agent is a vulcanizer, for example: sulphur or tetramethyl-thiuram disulfide etc.
Described solidifying agent is acid anhydride type curing agent or the amine curing agent that is used for cured epoxy resin.For example: methyl tetrahydro phthalic anhydride, Tetra hydro Phthalic anhydride, methyl hexahydrophthalic anhydride, different Fu Er ketone diamines, polymeric amide polyamines or 4,4-MDA etc.
Said curing catalyst is the tertiary amines curing catalyst, for example: 2,4,6-three (dimethylamino methyl) phenol etc.
In an embodiment, can when mixing, admix 1000 parts of weight building stones.
The action principle that thermosetting epoxy asphalt expanding material of the present invention prepares thermosetting epoxy asphalt material is following: thermosetting epoxy asphalt expanding material (modified epoxy expanding material) is the compound that contains the strong polar group that the unsaturated senior fatty carbon chain group of low-pole is connected with epoxy resin; The middle-and-high-ranking fatty carbon chain group of this compound is connected with four reactive groups (or two reactive groups) of epoxy resin, and the common trait of expanding material is the strong polar structure that all contains the strong epoxy group(ing) composition of the weak senior fatty carbon chain of polarity and polarity in the molecular structure.The compatibilization of expanding material in pitch and epoxy resin is similar to the emulsifying effect of tensio-active agent in You Heshui.The senior fatty carbon chain and the pitch of low-pole is more affine in the expanding material molecular structure, and strong polar part is more affine with epoxy resin, simultaneously; Vulcanization reaction takes place in the unsaturated double-bond of low-pole and pitch under the vulcanizing agent effect; Strong polar epoxy group(ing) makes pitch and epoxy resin blended purpose more equably thereby reach under the effect of solidifying agent and curing catalyst and epoxy resin generation curing reaction.
The general formula of molecular structure of thermosetting epoxy asphalt expanding material is following:
Described senior unsaturated fatty acids carbochain part can be that some carbon atom quantities are formed at the higher fatty acid of 11-22.As: Triple Pressed Stearic Acid, oleic acid, undecylenic acid, lauroleic acid etc.Strong polarity partly is epoxy group(ing).
The present invention compared with prior art has following beneficial effect:
1, the major advantage of the thermosetting epoxy asphalt material (being epoxy asphalt concrete) of thermosetting epoxy asphalt expanding material preparation is: intensity is high, rigidity is big; Under 20 ℃ of normal temperature, the curved stiffness modulus that draws of epoxy asphalt concrete is up to 12000MPa, and the plain asphalt concrete is merely 3000MPa.Anti-plasticity and permanent deformation are strong during high temperature, and crack resistance at low-temperature is good.Epoxy asphalt concrete under same stress level, shows fabulous anti-fatigue performance because intensity is high, almost is 10 to 30 times of plain asphalt concrete fatigue life-span.Epoxy asphalt concrete has the ability that opposing chemical substance highly comprises fuel and oil corrosion.
2, the present invention need not carry out chemical modification to pitch, can enlarge bituminous like this and use kind.Only need in pitch, to add expanding material, cooperate conventional epoxy resin and solidifying agent thereof, curing catalyst just can form thermosetting epoxy asphalt material again, simple to operate, with low cost.The coal-tar pitch of asphalt stone non-modified of the present invention or petroleum pitch.And provided the modifying asphalt that comprises band carboxyl or anhydride group that a kind of bridge uses, the thermosetting epoxy asphalt material of aliphatic dibasic acid, dimeracid or Synolac among the preparation method CN1837290 of existing thermoset bituminous material.
3, in the thermosetting epoxy asphalt material of the present invention; Because the compatibilization of the expanding material that adds; Described epoxy resin ingredient is applicable to most epoxy resin; Like glycidyl ether based epoxy resin, glycidyl ester based epoxy resin, Racemic glycidol amine epoxy resin, aliphatic category epoxy resin or cycloaliphatic epoxy resin; Not only to be suitable for single one type, make the raw material selectable range of preparation thermosetting epoxy asphalt material enlarge like this, broad selection space is provided for reducing cost.And the bituminous epoxy constituent, the epoxy asphalt pavement miscellany that epoxy resin component are provided and have utilized this constituent to process among the existing thermoset bitumen production method CN101130622.Wherein epoxy resin component is a host with molecular weight is 300～1500, the diglycidyl ether bisphenol A type epoxy resin and the molecular weight that include 2 above epoxy group(ing) at molecular structure is 500～2000, molecular structure includes 2.2 above epoxy group(ing) novolac glycidyl ethers epoxy resin etc., and is the epoxy resin component of stiffening agent with the Polyurethane.
4, the senior fatty carbon chain of expanding material of the present invention partly is a unsaturated fatty acids, and polarity partly is epoxide group.Vulcanization reaction can take place with pitch in unsaturated group under the effect of vulcanizing agent; Curing reaction can take place with epoxy resin in epoxy group(ing) under the effect of solidifying agent and curing catalyst; Can make pitch, epoxy resin, expanding material form three-dimensional cross-linked reticulated structure like this, explain that the expanding material that this method obtains can make pitch and epoxy resin mix more equably.And existing thermoset bitumen production method CN1952012 has prepared a kind of expanding material; This expanding material is that the form with disperse phase distributes wherein equably in pitch; Between pitch and epoxy resin, play an instrumentality, to reduce the IT between epoxy resin and pitch two interfaces.
5, expanding material of the present invention can with pitch and epoxy resin generation chemical crosslink reaction, thereby help strengthening the intensity of thermosetting epoxy asphalt.
6, owing to the bisphenol A type epoxy resin wide material sources, and among the present invention, the first-selected bisphenol A epoxide resin of selected raw material epoxy resin, this can reduce this production cost of products greatly.
7, the present invention adds building stones in the preparation of thermoset bituminous, can further increase its intensity.
Description of drawings
Fig. 1 is in the embodiment of the invention 1 used 70
#The bituminous infared spectrum.
Fig. 2 is the infared spectrum of modified heat convertible epoxy bitumen material in the embodiment of the invention 1.
Fig. 3 is the infared spectrum of gained expanding material in the embodiment of the invention 1.
Fig. 4 is the scanning electron photomicrograph (100 *) of modified heat convertible epoxy bitumen material in the embodiment of the invention 1.
Embodiment
In order to understand the present invention better, further illustrate content of the present invention below in conjunction with embodiment, but content of the present invention not only is confined to following embodiment.
Embodiment 1:
The preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It comprises the steps: the epoxy resin E-51 of 80 parts of weight is dissolved in the trichloromethane of 187 parts of weight; The oleic acid that adds 100 parts of weight; Splash into 0.01-0.1 part (1～2) tin tetrachloride (this is the Lewis acid catalyst) in 40 ℃ of reactions 1 hour, obtain modified epoxy thermosetting epoxy asphalt expanding material.
The application of modified epoxy thermosetting epoxy asphalt expanding material (being used to prepare thermosetting epoxy asphalt material): the preparation method of modified heat convertible epoxy bitumen material; It comprises the steps: No. 70 pitches of 100 gram shell; 35 gram epoxy resin E-44s, 40 gram expanding materials (modified epoxy thermosetting epoxy asphalt expanding material), 40 gram vulcanizing agents (tetramethyl-thiuram disulfide), 20 gram methyl tetrahydro phthalic anhydrides and 0.7 gram 2; 4,6-three (dimethylamino methyl) phenol (DMP-30) mixes, and is heated to 85 ℃ and stirs; Put into 120 ℃ of curing ovens 3 hours, and got the modified heat convertible epoxy bitumen material.
Among Fig. 1 70
#The analysis of the infared spectrum of modified heat convertible epoxy bitumen material contrast among bituminous infared spectrum and Fig. 2 can be found out the group that the bituminous epoxy that utilizes the expanding material preparation is given prominence to, and explains pitch has been carried out chemical modification.Fig. 3 explanation contains experiment required epoxy group(ing) and double bond functional group in the gained expanding material, can carry out chemical reaction with epoxy resin and pitch.
The effect experiment: expanding material of the present invention is playing a crucial role in the thermosetting epoxy asphalt system; Through respectively with epoxy resin and pitch generation chemical crosslink reaction, the material that makes these two kinds of SPs of polar epoxy resin and nonpolar pitch differ bigger can mix uniformly.The mass ratio of No. 70 pitches of shell, epoxy resin E-44, expanding material, TMTD, methyl tetrahydro phthalic anhydride, DMP-30 is 10: 3.5: 4: 4: 2: 0.07; With tetramethyl-thiuram disulfide (TMTD) as vulcanizing agent; Methyl tetrahydro phthalic anhydride is as solidifying agent, and DMP-30 is as curing catalyst, the mixed solution of epoxy resin, pitch, expanding material is heated to 85 ℃ mixes; Get mixed solution and be coated onto on the slide glass, solidified 3 hours at 120 ℃ again.With its microtexture of sem observation, show that like the SEM photo among Fig. 4 epoxy resin, pitch, expanding material can form cross-linked network, explain that the expanding material that this method obtains can make pitch and epoxy resin mix more equably.
Under 20 ℃ of normal temperature, the curved stiffness modulus that draws of modified heat convertible epoxy bitumen material (epoxy asphalt concrete) is up to 12000MPa.
Embodiment 2:
The preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It comprises the steps: the epoxy resin E-44 of 80 parts of weight is dissolved in the trichloromethane of 187 parts of weight; The oleic acid that adds 100 parts of weight; Splash into 0.01-0.1 part (1～2) tin tetrachloride (this is the Lewis acid catalyst) in 45 ℃ of reactions 1 hour, obtain modified epoxy thermosetting epoxy asphalt expanding material.
The application of modified epoxy thermosetting epoxy asphalt expanding material (being used to prepare thermosetting epoxy asphalt material): the preparation method of modified heat convertible epoxy bitumen material; It comprises the steps: 100 gram petroleum pitch (Shandong board AH-90 heavy duty road asphalt); 20 gram epoxy resin E-51,20 gram expanding materials (modified epoxy thermosetting epoxy asphalt expanding material), 20 gram vulcanizing agents (tetramethyl-thiuram disulfide), 20 gram Tetra hydro Phthalic anhydrides and 0.3 gram 2; 4,6-three (dimethylamino methyl) phenol (DMP-30) mixes, and is heated to 80 ℃ and stirs; Put into 120 ℃ of curing ovens 6 hours, and got the modified heat convertible epoxy bitumen material.
Microtexture with sem observation modified heat convertible epoxy bitumen material; The SEM photo shows; Epoxy resin, pitch, expanding material can form cross-linked network, explain that the expanding material that this method obtains can make pitch and epoxy resin mix more equably.
Embodiment 3:
The preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It comprises the steps: the epoxy resin E-42 of 80 parts of weight is dissolved in the trichloromethane of 187 parts of weight; The oleic acid that adds 100 parts of weight; Splash into 0.01-0.1 part (1～2) tin tetrachloride (this is the Lewis acid catalyst) in 40 ℃ of reactions 1.5 hours, obtain modified epoxy thermosetting epoxy asphalt expanding material.
The application of modified epoxy thermosetting epoxy asphalt expanding material (being used to prepare thermosetting epoxy asphalt material): the preparation method of modified heat convertible epoxy bitumen material; It comprises the steps: 100 gram SBS modifying asphalts; 20 gram epoxy resin E-42,20 gram expanding materials (modified epoxy thermosetting epoxy asphalt expanding material), 20 gram vulcanizing agents (tetramethyl-thiuram disulfide), 20 gram methyl hexahydrophthalic anhydrides, 0.3 gram 2; 4,6-three (dimethylamino methyl) phenol (DMP-30) and 1000 gram building stones mix, and are heated to 80 ℃ and stir; Put into 120 ℃ of curing ovens 0.5 hour, and got the modified heat convertible epoxy bitumen material.
Microtexture with sem observation modified heat convertible epoxy bitumen material; The SEM photo shows; Epoxy resin, pitch, expanding material can form cross-linked network, explain that the expanding material that this method obtains can make pitch and epoxy resin mix more equably.
Embodiment 4:
The preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It comprises the steps: the epoxy resin E-41 of 80 parts of weight is dissolved in the trichloromethane of 187 parts of weight; The oleic acid that adds 100 parts of weight; Splash into 0.01-0.1 part (1～2) tin tetrachloride (this is the Lewis acid catalyst) in 45 ℃ of reactions 1.5 hours, obtain modified epoxy thermosetting epoxy asphalt expanding material.
The application of modified epoxy thermosetting epoxy asphalt expanding material (being used to prepare thermosetting epoxy asphalt material): the preparation method of modified heat convertible epoxy bitumen material; It comprises the steps: 100 gram coal-tar pitch; 40 gram epoxy resin E-41,60 gram expanding materials (modified epoxy thermosetting epoxy asphalt expanding material), 40 gram vulcanizing agents (sulphur), the 40 different Fu Er ketone diamines of gram and 1.2 grams 2; 4,6-three (dimethylamino methyl) phenol (DMP-30) mixes, and is heated to 90 ℃ and stirs; Put into 100 ℃ of curing ovens 0.5 hour, and got the modified heat convertible epoxy bitumen material.
Microtexture with sem observation modified heat convertible epoxy bitumen material; The SEM photo shows; Epoxy resin, pitch, expanding material can form cross-linked network, explain that the expanding material that this method obtains can make pitch and epoxy resin mix more equably.
Each raw material that the present invention is cited, and the bound of each raw material of the present invention, interval value, and the bound of processing parameter (like temperature, time etc.), interval value can both realize the present invention, do not enumerate embodiment one by one at this.
Claims (2)
1. modified epoxy thermosetting epoxy asphalt expanding material is characterized in that its structural formula comprises following structural formula:
Wherein A is dihydroxyphenyl propane group
2. the preparation method of modified epoxy thermosetting epoxy asphalt expanding material; It is characterized in that it comprises the steps: by the shared parts by weight of each raw material to be: 80 parts of epoxy resin, 187 parts of trichloromethanes, 100 parts of oleic acid, tin tetrachloride 0.01-0.1 part, choose epoxy resin, trichloromethane, oleic acid and tin tetrachloride; Said epoxy resin is epoxy resin E-51, epoxy resin E-44, epoxy resin E-42 or epoxy resin E-41; Epoxy resin is dissolved in the trichloromethane, adds oleic acid, drip tin tetrachloride, obtain modified epoxy thermosetting epoxy asphalt expanding material in 40-45 ℃ of reaction 1-1.5 hour.
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| CN2010105113559A CN101955675B (en) | 2010-10-18 | 2010-10-18 | Modified epoxy resin thermosetting epoxy asphalt bulking agent and preparation method thereof |
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| CN102276790B (en) * | 2011-08-10 | 2013-04-10 | 武汉工程大学 | Method for preparing bulking agent of epoxy resin modified asphalt |
| CN106751969B (en) * | 2016-12-17 | 2019-02-12 | 浙江晶达建材有限公司 | A kind of preparation method of modified thermosetting epoxy bitumen material |
| CN107603248B (en) * | 2017-08-29 | 2020-05-22 | 武汉工程大学 | Epoxy tung oil thermosetting asphalt compatibilizer, modified thermosetting epoxy asphalt and preparation method thereof |
| CN113265156B (en) * | 2021-06-21 | 2022-05-27 | 苏州科技大学 | High-toughness modified asphalt and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5212220A (en) * | 1992-03-18 | 1993-05-18 | Shell Oil Company | Water-based emulsions and dispersions of bitumen modified with a functionalized block copolymer |
| CN1097435A (en) * | 1993-07-14 | 1995-01-18 | 孔祥民 | The styrene-butadiene block copolymer production of waterproof asphalt felt modified |
| CN1107488A (en) * | 1994-12-03 | 1995-08-30 | 青岛广源发集团公司 | Composite road asphalt and preparing process thereof |
-
2010
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5212220A (en) * | 1992-03-18 | 1993-05-18 | Shell Oil Company | Water-based emulsions and dispersions of bitumen modified with a functionalized block copolymer |
| CN1097435A (en) * | 1993-07-14 | 1995-01-18 | 孔祥民 | The styrene-butadiene block copolymer production of waterproof asphalt felt modified |
| CN1107488A (en) * | 1994-12-03 | 1995-08-30 | 青岛广源发集团公司 | Composite road asphalt and preparing process thereof |
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