EP0053041A2 - Verfahren zur Herstellung von hochqualitativem Asphalt aus bituminösem Material niedriger Qualität und das dabei erhaltene Produkt - Google Patents

Verfahren zur Herstellung von hochqualitativem Asphalt aus bituminösem Material niedriger Qualität und das dabei erhaltene Produkt Download PDF

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Publication number
EP0053041A2
EP0053041A2 EP81305559A EP81305559A EP0053041A2 EP 0053041 A2 EP0053041 A2 EP 0053041A2 EP 81305559 A EP81305559 A EP 81305559A EP 81305559 A EP81305559 A EP 81305559A EP 0053041 A2 EP0053041 A2 EP 0053041A2
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EP
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Prior art keywords
catalyst
asphalt
bituminous
process according
flux
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EP81305559A
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English (en)
French (fr)
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EP0053041A3 (de
Inventor
Donald D. Carlos
Charles R. Gannon
Robert H. Wombles
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Ashland LLC
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Ashland Oil Inc
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Publication of EP0053041A2 publication Critical patent/EP0053041A2/de
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10C—WORKING-UP PITCH, ASPHALT, BITUMEN, TAR; PYROLIGNEOUS ACID
    • C10C3/00—Working-up pitch, asphalt, bitumen
    • C10C3/02—Working-up pitch, asphalt, bitumen by chemical means reaction
    • C10C3/04—Working-up pitch, asphalt, bitumen by chemical means reaction by blowing or oxidising, e.g. air, ozone

Definitions

  • This invention relates to catalytic processes for improving asphaltic materials and the products resulting therefrom.
  • This invention is concerned in one specific embodiment with chemically producing paving grade asphalt cements and in another embodiment with chemically producing roofing grade asphalts each being less susceptible to changes in temperature and methods for manufacturing the same through catalytic oxidation of paving grade or roofing grade asphalt flux feed- stocks.
  • paving grade asphalts were produced by the refiner by various methods or combinations of methods such as atmospheric distillation of crude oil with subsequent vacuum distillation to obtain the desired asphaltic product.
  • Another method is air blowing, with or without an oxidation catalyst, a soft vacuum tower residual at 350-550°F either by a batch method or continuous in line oxidation to the desired product specification.
  • Another method is to solvent precipitate a soft vacuum tower residual to product specifications; and still another method is to solvent precipitate a soft vacuum tower residual to a low penetration hard asphalt followed by back blending with a softer vacuum bottoms to achieve the proper specification characteristics.
  • bituminous materials particularly asphalt materials
  • bituminous materials have been treated by passing an oxidizing gas through the bituminous materials in a molten condition.
  • the effect of the conventional type of air-blowing is to partially oxidize the asphalt in a manner resulting in decreasing penetration and increasing viscosity and softening point.
  • oxidizing catalysts have been utilized in the past.
  • U.S. Patent 1,782,186 states that the chloride, carbonate and sulfate salts of zinc, iron, copper or antimony can be used as catalyst in air blowing petroleum residuals to asphaltic materials.
  • U.S. Patent 1,782,186 exemplifies only the use of the chloride salt. Also, U.S.
  • Patents 2,179,208 and 2,287,511 describe processes for making asphalt.
  • residuum is first air blown and then "polymerized” using halides of certain metals as catalysts.
  • These two patents list other catalyst possibilities, including sodium carbonate.
  • U.S. Patent 3,440,073 discloses a method for deodorizing asphalt for use as sealants in refrigerators and freezers wherein air and steam are blown through molten asphalt flux to which has been added a small or minor quantity of a water solution of one or more water-soluble inorganic alkaline materials, such as sodium hydroxide, sodium carbonate, potassium hydroxide and potassium carbonate. The primary purpose of said treatment is to deodorize asphalt for special applications.
  • Other patents of relevance to this invention are U.S. Patents 2,370,007; 2,421,421; and 3,126,329.
  • Penetration by definition is the consistency of a bituminous material expressed as the distance in tenths of a millimeter that a standard needle vertically penetrates a sample of material under known conditions of loading, time, and temperature. In essence, the penetration of a bituminous material is synonymous with viscosity at the temperature specified.
  • Viscosity may simply be defined as the measure of the resistance to flow of a liquid in the presence of a force. It has been shown desirable in asphalts such as paving asphalts to have a high penetration at a given viscosity. For example, an asphalt pavement constructed with asphalt cement having a penetration at 77°F/100g/5sec. of 40, viscosity at 140°F at 2000 poises, and a viscosity at 275°F of 300 centi- stokes would not perform as well as the same asphalt having the same viscosities but a penetration at 77°F/100g/5sec. of 60. The 40 penetration asphalt at lower temperatures (below 77°F) would become brittle and break up under repeated traffic load. In other words, the 40 penetration asphalt at 77°F is more susceptible to changes in temperature.
  • roofing asphalts are markedly different from paving asphalts.
  • the air blowing process is frequently employed to manufacture certain paving grade asphalts; however, all roofing asphalts are manufactured by the air blowing process.
  • roofing manufacturers have historically used softening point which, in essence, is another method to designate viscosity.
  • roofing fluxes can be air blown to specifications without the use of a catalyst. Some require a catalyst.
  • the use or non-use of a catalyst usually depends on the type of crude from which the roofing flux is derived.
  • Refiners and asphalt roofing manufacturers have historically utilized Lewis acid catalysts such as halides of iron, aluminum, copper, tin, zinc, antimony, as well as phosphorus pentoxide in the production of roofing grade asphalts.
  • Ferric chloride and phosphorous pentoxide are presently the most commonly used catalysts. These catalysts work quite well except they are very corrosive, and the amount of maintenance required on storage tanks, fume burners, pumps, etc. amounts to millions of dollars annually.
  • the Lewis acid catalyzed asphalts deteriorate cellulosic-based products, such as roofing felts, spreading mops, etc., which are used during the manufacturing and application processes.
  • this invention comprises processes for oxidizing asphaltic flux bituminous materials having boiling points above 850°F which consist of blowing an oxidizing gas through a molten mixture of said bituminous materials in the presence of a catalytic amount of an oxidizing catalyst comprising an organic or an inorganic carbonate salt.
  • the oxi- d izing catalyst can be either in the dry state, dissolved in water, slurried with water or slurried with bituminous feedstock material.
  • the oxidation is conducted under a suitable condition of gas flow and temperature to oxidize the bituminous material to desired asphalt physical properties.
  • the oxidizing catalyst in the form of dry particles is injected directly into the asphalt flux.
  • the catalyst is a sesquicarbonate.
  • the catalyst is sodium carbonate and either a paving grade asphalt or a roofing grade asphalt is produced, largely depending upon feedstock selection and oxidation time.
  • this invention comprises the oxidized asphaltic materials resulting from the aforedescribed processes.
  • this invention comprises: a non-corrosive catalyst which produces from poor quality bituminous materials, high quality finished asphaltic materials, without the need of corrosive Lewis acid catalysts, useful as roofing or paving products that are less susceptible to changes in temperature than comparable asphalts produced without catalysts, and the processes for producing same.
  • the catalysts and related processes can also be used to further improve the quality of asphaltic materials derived from good quality asphalt fluxes.
  • a possible added benefit of the present invention is that the process embodiments thereof do not produce chlorinated aromatics.
  • the asphalt product is characterized by an unusually small concentration of saturates as determined by clay gel analysis.
  • the asphalt product of this invention is characterized by containing 25% to 85% less saturates than the concentration thereof in the starting flux.
  • the present invention provides a catalytically oxidized paving grade or roofing grade asphalt.
  • the paving grade asphalt comprises (by clay gel analysis, n-pentane solvent), about 15 to 25% pentane insoluble asphaltenes, about 3 to 15% saturates, about 30 to 50% polar compounds and about 25 to 35% aromatics, the total content being 100%, the sum of the asphaltenes and polar compounds being preferably about at least 55%.
  • the roofing grade asphalt comprises about 35 to 45% pentane insoluble asphaltenes, about 5 to 30% saturates, about 30 to 40% polar compounds, with the remainder being about 10 to 30% aromatics, the sum of the asphaltenes and polar compounds being preferably about at least 70%.
  • the % saturates is at least 25% less than the saturate content of the starting flux, preferably at least 75% less, most preferably 80 to 85% less than the saturate content of the starting flux.
  • the asphalt products of this invention will contain less than 8% saturates.
  • air blowing or oxidation of bituminous flux materials by the batch process is carried out as follows: Horizontal, or more commonly, vertical vessels with some means of heating such as direct fired burners, high pressure steam heat exchangers, etc. capable of maintaining temperatures up to 550°F are employed. Various methods of controlling and dispersing air through the molten flux material are used. Most "batch oxidizers" are equipped with a cooling device such as a heat exchanger within or outside the vessel or a system for spraying water or injecting steam into the top of the vessel to quench the normally exothermic reaction experienced in the air blowing process. Batch oxidation is usually employed in manufacturing roofing grade asphalts.
  • Another type of oxidation process is a continuous process whereby a fresh bituminous feedstock material is continuously charged or fed into an oxidizer wherein catalyst and air are continuously and concurrently dispersed and contacted with the molten material on a "once-through" basis.
  • the product i.e., asphaltic material, is continuously discharged from the oxidizer.
  • the process can be used for any type of bituminous feedstock material and is particularly useful in producing paving grade asphalt cements.
  • the preferred catalysts are the carbonate salts of sodium, and in particular, sodium carbonate or sodium sesquicarbonate, and mixtures thereof. Accordingly, other salts such as the carbonate salts of calcium, magnesium, barium and strontium may also be used as catalysts.
  • the amount of catalyst utilized in the process of this invention to oxidize or air blow the molten flux, depending on the type of flux, can range between 0 .01 and 5.0%, based on the weight of the flux material.
  • a catalytic salt which breaks down under heat to yield the carbonate as a decomposition product.
  • sesquicarbonate functions in this manner.
  • the combination of carbonate plus sesquicarbonate may provide a means of continually supplying carbonate over a long period of time.
  • Another carbonate precursor which may function satisfactorily under certain conditions is the corresponding bicarbonate salt.
  • an oxidation product of carbonate or bicarbonate such as a peroxycarbonate, for example, sodium peroxycarbonate, could be employed to provide an active oxidation catalyst product.
  • carbonate salt catalyst as used herein is meant to include not only compounds which from a nomenclature standpoint are carbonate salts, but also those materials as above discussed which yield carbonate as a decomposition product or which are carbonate or bicarbonate oxidation products.
  • asphaltic. materials for paving and roofing are produced from low grade bituminous materials, i.e., asphalt fluxes, which are derived from several sources.
  • the flux material i.e., the liquid bituminous material is selected from the group consisting of slurry oil, coal tar pitch, coal tar, petroleum pitch, cycle oils, asphalt, cylinder stock, liquid derived from shale, coal liquifaction materials and aromatic furfural extracts from the solvent refining of lube oil and mixtures thereof.
  • a bituminous feedstock material as aforementioned is fed into a vessel and is heated to a temperature ranging between about 300 and about 550°F.
  • An oxidizing gas such as air, is introduced into the flux material to oxidize the flux in the presence of the catalyst.
  • the process is carried out for a sufficient length of time at about 450 to 550°F to provide the type of asphaltic material desired, that is, an asphaltic material to be used for asphalt paving cements, roofing asphalts, including those used for built-up roofing, shingle saturates and shingle coatings.
  • the present invention can lead to a reduction in oxidation time of at least about 10%, often over 20%.
  • the time of addition of catalyst to the flux in relationship to the beginning of introduction of the oxidizing gas is unimportant in the present invention as long as the oxidizing gas is used to oxidize the flux in the presence of the catalyst.
  • all of the catalyst could be loaded into the oxidizer before the introduction of the flux.
  • the flow of oxidizing gas could be started concurrently with the introduction of the flux or thereafter.
  • This method is particularly suitable for batch operations. It is even possible to proceed in the opposite direction, that is start the flow of oxidizing gas before introduction of catalyst.
  • the important parameter herein is that oxidation is carried out in the presence of the catalyst, whether the oxidation is accomplished in a single stage or in multiple stages.
  • multi-stage oxidation it is possible to carry out one or more stages of oxidation without the presence of the catalyst, although at present it is thought that such a procedure would not fully enjoy the benefits flowing from this invention.
  • a multi-stage process could be continuous or discontinuous, i.e., the use of a continuous oxidizer followed by one or two stages of batch oxidation.
  • the bituminous flux material has a viscosity ranging from about 30 to about 400 Saybolt Furol Seconds (SFS) at 210°F, and a flash point preferably of at least 580°F. Lower flash point materials can be used if the oxidation temperature is maintained at about 50°F below the flash point for safety purposes.
  • SFS Saybolt Furol Seconds
  • the period of time required to respectively batch oxidize a roofing asphalt and a paving asphalt cement is quite different.
  • the oxidizing gas is passed through the flux containing the catalyst for a period of time, for example, ranging from about 2 to about 35 hours, whereas, in the case of producing the asphalt paving cement, the oxidizing gas is passed through the bituminous material containing the catalyst for a period of time, for example, ranging from about 1/2 hour to about 6 hours.
  • the oxidizing gas that is passed through the flux or bituminous material may be one of several gases, including oxygen, air, compressed air, or liquid air.
  • the oxidizing gas is passed through the flux material at a rate between about 20 and about 35 cubic feet per hour per ton of bituminous material.
  • the catalyst, as described above, that is used with the oxidizing gas is primarily a carbonate salt.
  • the catalysts of the invention that may be used in this process include sodium carbonate, sodium bicarbonate, sodium sesquicarbonate, tetraalkylammonium carbonates, sodium cerium carbonate, trialkylammonium carbonates, dialkylammonium carbonates, or a carbonate salt of calcium, magnesium, lithium, cerium, potassium, barium, ammonium, strontium, transition metals, rare earth metals, bismuth, lead, tetraalkylphosphonium or tetraarylphosphonium.
  • the catalyst is injected or introduced into the flux material in a water solution, water slurry, or slurried with said flux or in a preferred embodiment injected or introduced in a dry crystalline or powder form.
  • the catalyst of the invention can be used in admixture with a conventional asphalt flux oxidation catalyst.
  • the amount of catalyst introduced into the flux material ranges from about 0.01 to about 5.0 wt. %, of the bituminous material, depending on type, preferably 0.1 to 1.0 wt. % for a paving asphalt cement, or 0.01 to 2.0 wt. % for a roofing shingle saturant and roofing shingle coating or built-up roofing asphalt material.
  • a starting flux for a paving grade asphalt will usually contain about 10 to 20% asphaltenes, about 15 to 25% saturates and about 20 to 35% polar compounds, with the remainder being aromatic compounds.
  • a starting roofing grade asphalt will usually contain about 5 to 15% asphaltenes, about 10 to 35% saturates and about 20 to 35% polar compounds, with the remainder being aromatics.
  • the catalytic oxidation of the present invention results in substantial reduction in saturate content
  • a low saturate content roofing flux is employed
  • paraffinic hydrocarbon is admixed therewith to increase the saturate content of the flux.
  • roofing flux having a saturate content approaching 10, say 11 paraffins could be added to the flux to increase the saturate content thereof up to 15 to 35, say about 20.
  • This embodiment illustrates the unique nature of the present invention compared to the use of catalysts such as ferric chloride, since the latter do not significantly affect saturates.
  • any paraffin could be used in the practice of this inventive embodiment, such as waxes, petrolatums, straight or branched chain saturated hydrocarbons, etc. Branched chain saturates, such as petrolatums, are preferred, as illustrated by Example V, hereinafter.
  • the paraffin can be added prior to catalyst or oxidizing gas introduction, or even thereafter during the oxidation process.
  • a convenient method of paraffin introduction is to admix it with the catalyst and then add the admixture to the flux. Of course, this particular embodiment would not be made with paving cements.
  • the paving and roofing asphalt products that are produced according to the present invention are high grade asphaltic materials which, depending upon product properties, will be used for asphalt paving cements or as roofing asphalts such as shingle saturants and coatings or asphalts for built up roofing.
  • the properties of the respective products do differ but according to the present invention, the amount of saturates that are included in the asphaltic product is from about 25% to about 85% less than the concentration of the saturates included in the precursor flux or bituminous material.
  • an acidic catalyst such as a Lewis acid
  • the catalyst of the present invention provides a product which has from about 25% to about 75% of the saturates component of the product as compared to that of the acidic catalyst products or those processed without a catalyst.
  • the present invention provides a catalytically oxidized paving grade asphalt comprising (by clay gel analysis, n-pentane solvent), about 15 to 25% pentane insoluble asphaltenes, about 3 to 15% saturates, about 30 to 50% polar compounds and about 25 to 35% aromatics, the total content being substantially 100%.
  • the sum of the asphaltenes and polar compounds for a paving grade asphalt will preferably be at least 55%.
  • the roofing grade asphalt comprises about 35 to 45% pentane insoluble asphalt e nes, about 5 to 30% saturates, about 30 to 40% polar compounds and about 10 to 30% aromatics, the sum of the asphaltenes and polar compounds being preferably about at least 70%.
  • the % saturates for both paving and roofing grade asphalts will be at least 25% less than the saturate content of the starting flux, preferably at least 75% less, most preferably 80 to 85% less than the saturate content of the starting flux. Most preferably, the saturate content will be about less than 8%.
  • the catalyst of the present invention offers a number of significant advantages.
  • the carbonate catalyst significantly reduces saturate content, to a lesser extent reduces asphaltene content, significantly increases polar compound content and to a lesser extent increases aromatic content as compared to the same feed oxidized with or without conventional Lewis acid catalyst.
  • the carbonate catalyst essentially selectively oxidizes the saturates with no appreciable change in asphaltene content. This is opposite to the result expected from a normal oxidation with or without Lewis acid catalyst.
  • Asphalts can be separated into hydrocarbon types and structural groups by this method. Asphaltenes, polar compounds, aromatics, and saturates can be isolated for further study and the yield determined. Asphaltenes are precipitated with n-pentane and filtered. The filtrate is charged to a glass percolation column containing clay in the upper section and silica gel (plus clay) in the lower section. The n-pentane is then charged to the double column until a definite quantity of effluent has been collected. The upper (clay) section is removed from the lower section and washed further with n-pentane which is discarded. A toluene-acetone mixture 50/50 by volume is then charged to the clay section and a specified volume of effluent collected.
  • the solvents are completely removed from the recovered pentane and the toluene-acetone fractions and the residues are weighed and calculated as saturate and polar compound contents, respectively. Aromatics are calculated by difference.
  • Some of the above advantages may be related to the fact that at least a part of the cation content of the carbonate catalyst becomes chemically and/or physically included within the asphalt.
  • the product of the present invention will contain up to about 30,000 ppm sodium as part of the asphalt component molecules.
  • a typical analysis is less than 10,000 ppm, for example, 1 ppm in the saturate, 13 ppm in the aromatics, 35 ppm in the polar compounds and 3900 ppm in the asphaltenes.
  • a higher penetration of the asphaltic material for a given softening point or viscosity is an important property which illustrates the high grade of the asphaltic materials produced according to the present invention.
  • Asphalts produced by the present invention have the following properties: Paving grade asphalts cements have a penetration ranging from about 40 to about 300. Asphalts for built-up roofing have a penetration range from about 12 to about 60. roofing shingle saturants have a penetration ranging from about 50 to about 90. roofing coating asphalts have a penetration range from about 15 to about 25.
  • the asphalt products have softening points ranging from about 110° to about 250°F.
  • the asphalt paving cements have a softening point ranging from about 110 to about 140°F
  • the asphalt for built-up roofing has a softening point ranging from about 130 to about 230°F
  • roofing shingle coating has a softening point ranging from about 210 to about 250°F
  • roofing shingle saturant has a softening point from about 110 to about 140°F.
  • a high quality paving grade asphalt cement is produced by air blowing a soft asphalt flux which normally does not yield a specification product when subjected to the air blowing process.
  • the starting flux was made in the refinery by topping the crude oil by distillation under atmospheric conditions to produce a reduced crude residual. Said reduced crude residual was further distilled under reduced pressure to obtain a soft vacuum residual. Said soft vacuum residual without a catalyst was used as a feed to a 500ml laboratory oxidizer. The temperature of said flux was raised to 480°F in one hour. At this time, air was injected and dispersed into the oxidizer at a rate equivalent to 50 cu. ft./hr./ton.
  • Table I shows the changes in the physical properties of the starting flux oxidized to AC -20 asphalt cement specifications without a catalyst compared with the identical flux oxidized with varying percentages (0.5, 1.0 and 2.0% of sodium carbonate).
  • An abnormally high exothermic reaction was noted after the addition of sodium carbonate.
  • 1% sodium carbonate is the optimun percentage to use according to the data in Table I. Larger percentages, although quite effective, decreases the solubility in- trichloroethylene below the 99.0% minimum specified by the American Association of State Highway Officials (AASHTO). The chemical changes are dramatic.
  • the saturates content of the 1% sodium carbonate catalyzed sample is about 77% less than the sample oxidized without sodium carbonate.
  • the sodium carbonate catalyst of this invention reduces the percentage of the detrimental paraffinic components in said asphalt and increases the viscosities at 140°F and 275°F without appreciably affecting the penetration at 77°F/100g/5 sec.
  • the oxidation time on the 1% sodium carbonate catalyzed sample was 3.5 hours vs. 8.0 hours for the sample oxidized without catalyst. This result shows that the use of a catalyst according to the present invention can reduce the oxidation time for this process by slightly over 50%.
  • the asphalt oxidized with sodium carbonate is non-corrosive and those oxidized with ferric chloride and phosphorous pentoxide are very corrosive.
  • the oxidation time of the asphalt oxidized with sodium carbonate was 3.5 hours vs. 8.0 hours for the asphalt without catalyst, seven hours for the asphalt oxidized with phosphorous pentoxide catalyst and 3.5 hours for the sample oxidized with ferric chloride.
  • the ferric chloride (0.3% based on the weight of the starting flux in the oxidizer) was injected into the oxidizing vessel in the exact same manner.
  • the "blowing curves" of the three asphalts are shown in Figure 2.
  • the sample oxidized with ferric chloride excelled the one oxidized without catalyst.
  • the sample oxidized with sodium carbonate excelled both the one oxidized without a catalyst and the one oxidized with 0.3% ferric chloride.
  • the asphalt oxidized with sodium carbonate has a higher penetration for any given softening point or is less susceptible to changes in temperature.
  • This water spray was used to control the temperature at the 490-500°F range for safety reasons established by the refinery where the test was conducted.
  • the temperature (490-500°F) was maintained until the oxidation was concluded as dictated by laboratory results on the oxidized asphalt which showed that the asphalt was within specification range.
  • the said identical starting flux was oxidized in the exact manner except 0.8% sodium carbonate, based on weight of flux, was dissolved in water at 200°F and introduced into the top of the oxidizer at the surface of the molten asphalt at the same time air was introduced into the bottom of the oxidizer.
  • Figure 3 shows the results of the experiment and illustrates that at a given softening point the corresponding penetration is higher on the asphalt catalytically oxidized with sodium carbonate or the said catalytically oxidized asphalt is less susceptible to changes in temperature than the asphalt oxidized without a catalyst.
  • Commercially available sodium sesquicarbonate crystals were pressure injected into an oxidizer containing 400 barrels of an asphalt flux derived from Illinois Basin crude oil (0.5% by weight of catalyst based on the flux).
  • the carbonate crystals were injected after the oxidizer had reached a temperature of about 350°F.
  • the oxidation was carried out for approximately 20 hours during which time the temperature gradually increased t? 500°F.
  • the asphalt product had a penetration of 19 and a softening point of 224'F, in comparison with a control (no catalyst) which had a penetration of 17 and a softening point of 216°F after the same length of time.
  • Another mixed asphalt flux was oxidized for 27 hours at a maximum temperature of 500°F in the presence of 0.5% by weight dry powdered sodium carbonate to yield an asphalt having a penetration of 20 and a softening point of 222°F.
  • the control yielded a product having a penetration of 14 and a 224°F softening point.

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  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Civil Engineering (AREA)
  • Structural Engineering (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Working-Up Tar And Pitch (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP81305559A 1980-11-24 1981-11-24 Verfahren zur Herstellung von hochqualitativem Asphalt aus bituminösem Material niedriger Qualität und das dabei erhaltene Produkt Withdrawn EP0053041A3 (de)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0090970A3 (de) * 1982-04-02 1984-02-22 Ashland Oil, Inc. Verfahren zur Verbesserung der Reaktivität eines Oxydationskatalysators für Asphalt
EP0459811A3 (en) * 1990-05-30 1992-12-23 Petro Canada Paving asphalt cement and its production
CN1040016C (zh) * 1992-08-25 1998-09-30 埃什兰石油公司 用涂膜蒸发器工艺内纸软化点烃基材料生产高软化烃基材料的方法
ES2154966A1 (es) * 1998-01-13 2001-04-16 Repsol Petroleo Sa Ligante para fabricar mezclas de carreteras resistentes al envejecimiento y a las deformaciones plasticas.
US9279042B2 (en) 2014-07-11 2016-03-08 Bitumar Inc. Method of the production of a roofing asphalt composition using catalytic oxidation
US9932477B2 (en) 2014-07-11 2018-04-03 Bitumar Inc. Roofing asphalt composition

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1782186A (en) * 1929-10-25 1930-11-18 Chicago Paving Lab Inc Asphaltic material and process for manufacture
US2287511A (en) * 1936-11-23 1942-06-23 Standard Oil Co Asphalt manufacture
US2179208A (en) * 1936-11-23 1939-11-07 Standard Oil Co Manufacture of improved asphalts
US2370007A (en) * 1943-01-18 1945-02-20 Union Oil Co Process for oxidizing asphalt
FR1471456A (fr) * 1966-03-14 1967-03-03 Witco Chemical Corp Procédé de production de matières asphaltiques perfectionnées et produit obtenu

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0090970A3 (de) * 1982-04-02 1984-02-22 Ashland Oil, Inc. Verfahren zur Verbesserung der Reaktivität eines Oxydationskatalysators für Asphalt
EP0459811A3 (en) * 1990-05-30 1992-12-23 Petro Canada Paving asphalt cement and its production
US5284509A (en) * 1990-05-30 1994-02-08 Petro-Canada Inc. Method for producing superior quality paving asphalt and product prepared therefrom
CN1040016C (zh) * 1992-08-25 1998-09-30 埃什兰石油公司 用涂膜蒸发器工艺内纸软化点烃基材料生产高软化烃基材料的方法
ES2154966A1 (es) * 1998-01-13 2001-04-16 Repsol Petroleo Sa Ligante para fabricar mezclas de carreteras resistentes al envejecimiento y a las deformaciones plasticas.
US9279042B2 (en) 2014-07-11 2016-03-08 Bitumar Inc. Method of the production of a roofing asphalt composition using catalytic oxidation
US9932477B2 (en) 2014-07-11 2018-04-03 Bitumar Inc. Roofing asphalt composition

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