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WO2011070027A1 - Composition bitumineuse et procédé pour fabriquer celle-ci - Google Patents

Composition bitumineuse et procédé pour fabriquer celle-ci Download PDF

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Publication number
WO2011070027A1
WO2011070027A1 PCT/EP2010/069096 EP2010069096W WO2011070027A1 WO 2011070027 A1 WO2011070027 A1 WO 2011070027A1 EP 2010069096 W EP2010069096 W EP 2010069096W WO 2011070027 A1 WO2011070027 A1 WO 2011070027A1
Authority
WO
WIPO (PCT)
Prior art keywords
sulphur
composition according
odour
suppressant
bitumen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2010/069096
Other languages
English (en)
Inventor
David William Britton
Majid Jamshed Chughtai
David Strickland
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of WO2011070027A1 publication Critical patent/WO2011070027A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/06—Sulfur
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/07—Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/13—Phenols; Phenolates
    • C08K5/134—Phenols containing ester groups
    • C08K5/1345—Carboxylic esters of phenolcarboxylic acids

Definitions

  • the invention relates to a bituminous composition; a process for manufacturing the bituminous composition; sulphur pellets; an asphalt composition comprising the bituminous composition; a process for manufacturing the asphalt composition; a process for preparing an asphalt pavement; and the asphalt pavement thus prepared.
  • bitumen with aggregate material, such as sand, gravel, crushed stone or mixtures thereof, is referred to as "asphalt”.
  • Bitumen also referred to as “asphalt binder”
  • Bitumen is usually a liquid binder comprising asphaltenes, resins and oils.
  • Bitumen can for example comprise mixtures derived from petroleum residues such as residual oils or pitch or mixtures thereof.
  • bitumen It is known in the art that sulphur can be mixed with bitumen for applications in the road construction and road paving industry.
  • One of the problems encountered when using sulphur in bitumen is the unwanted formation of hydrogen sulphide, resulting from hydrogenation reactions of sulphur in bitumen at high temperatures, e.g. greater than 145°C.
  • WO2009/121917 use is made of a paraffin wax to reduce hydrogen sulphide emission. Specific preference is given to the use of wax resulting from a Fischer-Tropsch process .
  • Aim of the present invention is to provide an alternative odour suppressant that can very attractively be used in bituminous composition for use in asphalt manufacturing processes.
  • the inventors have now discovered that the odour associated with a sulphur asphalt mixture can be abated by addition of a odour abatement additive. This leads to an improved worker experience being associated with use of sulphur asphalt mixes.
  • a first aspect the present invention is a bituminous composition
  • a bituminous composition comprising a bitumen, sulphur, and an odour suppressant which comprises active
  • the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms.
  • the active components of the odour are selected from the active components of the odour.
  • suppressant may further include one or more alcohols having at least 6 carbon atoms.
  • the use of such alcohols is optionally not required in the present invention.
  • the active components of the odour are selected from the active components of the odour.
  • suppressant may further include one or more terpenes and/or one or more ketones. Also the use of such terpenes and/or ketones is optionally not required in the present invention .
  • the odour suppressant comprises as active components:
  • component A of the odour suppressant is benzylsalicylate or methylsalicylate .
  • Benzylsalicylate has a high boiling point, allowing the odour suppressant to be active for a long time.
  • component B of the odour suppressant is heptanal or dodecanal .
  • component C of the odour suppressant is selected from the group consisting of jasmonal(2- Benzylidenheptanal ; Ci 4 H ig O) , jasmolan H((2E)-2- Benzylidenoctanal ; Ci 5 H 2 oO) , lilial(3-(4- tert .
  • Ci 4 H 2 oO) helional(3- benzo ( 1 , 3 ) dioxol-5-yl-2-methyl-propanal ; CnH 12 0 3 ) , cyclamenaldehyde ( 3- ( 4-propan-2ylphenyl ) butanal ; Ci 3 H 18 0) , methylundecanal (C 12 H 24 O) , and mixtures thereof.
  • component D of the odour suppressant is selected from the group consisting of eugenol ( 2-methoxy- 4-prop-2-enyl-phenol ; CioH 12 0 2 ) , linalool (3,7- dimethylocta-1 , 6-dien-3-ol ; Ci 0 H 18 O) , geraniol ((2E)-3,7- dimethylocta-2 , 6-dien-l-ol ; CioH ig O) and mixtures thereof.
  • eugenol 2-methoxy- 4-prop-2-enyl-phenol ; CioH 12 0 2
  • linalool 3,7- dimethylocta-1 , 6-dien-3-ol ; Ci 0 H 18 O
  • geraniol ((2E)-3,7- dimethylocta-2 , 6-dien-l-ol ; CioH ig O) and mixtures thereof.
  • component E of the odour suppressant is selected from the group consisting of alpha-pinene
  • component F of the odour suppressant is selected from the group consisting of benzophenon, butyl- methyl-keton and 1,8-cineol and mixtures thereof.
  • the odour suppressant to be used in accordance with the invention comprises 5 to 50wt%, preferably 10 to 40wt% of the active components and 50 to 95wt%, preferably 60 to 90wt% of the diluent, in each case based on total weight of the odour suppressant.
  • the odour suppressant comprises active components and a diluent.
  • a diluent A wide variety of diluents can be used in accordance with the present invention, as will be clear to the skilled person. Suitable diluents include, for example, mineral oils and vegetable oils such as sunflower oil.
  • the odour suppressant is present in an amount of 10 to 1000 ppm, preferably 50 to 1000 ppm, based on the total weight of the bituminous composition.
  • bituminous composition according to the present invention may suitably comprise in addition to the above- mentioned ("present") odour suppressants another odour suppressant .
  • such an additional odour suppressant is added to the bitumen or bituminous composition at the same time as the present odour suppressant of which the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms.
  • Such additional odour suppressants can suitably be selected from the group consisting of paraffin wax, free radical inhibitors, redox catalysts, a monovinyl aromatic compound, a compound of formula I
  • R and R are independently chosen from C6-C30 alkyl or alkenyl, and mixtures thereof.
  • the sulphur is present in an amount of from 10 to 200 wt%, based upon the weight of the bitumen.
  • the sulphur used in the preparation of the bituminous composition is in the form of sulphur pellets.
  • the sulphur pellets comprise the odour suppressant of which the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms.
  • the sulphur pellets may also comprise the additional odour suppressant.
  • the present invention also relates a sulphur pellet which comprises the present odour suppressant of which the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms.
  • the sulphur pellets may also comprise the additional odour suppressant.
  • the present invention also relates to a process for manufacturing the bituminous composition according to the present invention, the process comprising the steps of:
  • the present odour suppressant of which the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms is added in at least one of the steps (i) or (ii) .
  • the additional odour suppressant can also added in at least one of the steps (i) or (ii) .
  • bituminous composition according to the present invention can advantageously be applied in road and roofing applications, preferably road applications.
  • the present invention further relates to an asphalt composition comprising an aggregate and the bituminous composition according to the present invention.
  • the present invention also provides a process for manufacturing the asphalt composition according to the present invention, the process comprising the steps of:
  • the present odour suppressant of which the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms is added in at least one of the steps (i), (ii) or (iii).
  • the additional odour suppressant can suitably also added in at least one of the steps (i), (ii) or (iii) .
  • the sulphur is added in the above processes in the form of a sulphur pellet.
  • the present invention in addition also provides a process for preparing an asphalt pavement, wherein an asphalt composition is prepared by means of the present asphalt composition manufacturing process, followed by the steps of :
  • the present invention further relates to an asphalt pavement prepared by means of such a process.
  • step (i) of the processes for manufacturing the present bituminous or asphalt compositions the bitumen is heated, preferably at a temperature of from 60 to 200°C, preferably from 80 to 150°C, more preferably from 100 to
  • the bitumen is preferably a paving grade bitumen suitable for road application having a penetration of, for example, from 9 to lOOOdmm, more preferably of from 15 to 450dmm (tested at 25°C according to EN 1426: 1999) and a softening point of from 25 to 100°C, more
  • step (ii) of the process for manufacturing the present asphalt composition the aggregate is heated, preferably at a temperature of from 60 to 200°C,
  • the aggregate is suitably any aggregate that is suitable for road applications.
  • the aggregate may consist of a mixture of coarse aggregate (retained on a 4mm sieve) , fine aggregate (passes a 4mm sieve but is retained on a 63 ⁇ sieve) and filler (passes a 63 ⁇ sieve) .
  • step (iii) of the asphalt manufacturing process the hot bitumen and hot aggregate are mixed in a mixing unit.
  • the mixing takes place at a temperature of from 80 to 200°C, preferably from 90 to 150°C, more preferably from 100 to 145°C.
  • the mixing time is from 10 to 60 seconds, preferably from 20 to 40 seconds .
  • the temperatures at which the bitumen and aggregate are heated and subsequently mixed are desirably kept as low as possible in order to reduce hydrogen sulphide emissions when the sulphur is added. However, the temperatures need to be sufficiently high such that the bitumen can effectively coat the aggregate.
  • the present invention allows for bitumen, aggregate and sulphur mixes to be produced with suppression of odour emanating from the asphalt mixture.
  • aggregate or bitumen/aggregate mixture is from 10 to 200 wt%, based upon the weight of the bitumen, preferably from 20wt%, more preferably from 40wt% and preferably to 100wt%, more preferably to 80wt%.
  • the presence of sulphur in the asphalt paving mixture can improve the strength and rutting resistance of the paving mixture and it is important to include sufficient sulphur to realise these advantages. Additionally, incorporating increased amounts of sulphur can decrease the cost of the paving mixture.
  • too much sulphur can decrease the workability of the paving mixture so it is important not to use more than 200wt% of sulphur pellets, preferably not more than 100wt%.
  • the sulphur is preferably incorporated in the form of pellets.
  • Reference herein to pellets is to any type of sulphur material that has been cast from the molten state into some kind of regularly sized particle, for example flakes, slates or sphere-shaped sulphur such as prills, granules, nuggets and pastilles or half pea sized
  • the sulphur pellets typically comprise from 50 to 100wt% of sulphur, based upon the weight of the sulphur pellets, preferably from 60wt% and most
  • the odour suppressant is distributed homogeneously throughout the sulphur pellet.
  • the present invention also relates to a composition which contains sulphur and an odour suppressant which comprises active components and a diluent, wherein the active components include an ester of salicylic acid and one or more aldehydes having at least 6 carbon atoms.
  • the active components may further include one or more alcohols having at least 6 carbon atoms.
  • the use of such alcohols is optionally not required in the present invention.
  • the active components of the odour are selected from the active components of the odour.
  • suppressant may further include one or more terpenes and/or one or more ketones.
  • the use of such terpenes and/or ketones is optionally not required in the present invention .
  • the present invention also provides a sulphur-based composition which contains the present odour suppressant.
  • such a sulphur-based composition Preferably, such a sulphur-based composition
  • odour suppressant comprises 0.02 to 0.3 wt% of the odour suppressant and at most 8wt% of additives, for instance, at most 5 wt% of a handling agent, and at most 3 wt% of a pigment, all based on total weight of the composition.
  • the sulphur pellets may comprise other components, for example, they may comprise amyl acetate in a
  • liquid sulphur can be
  • the plasticized sulphur pellet i.e. the odour suppressant of which the active components include an ester of salicyl acid and one or more
  • aldehydes having at least 6 carbon atoms are preferably added together, i.e. both in step (i), step (ii) or step
  • the hot aggregate is mixed with the sulphur and the present odour suppressant. Hot bitumen is then added to the hot aggregate-sulphur mixture.
  • hot aggregate is mixed with hot bitumen, and the sulphur and the present odour suppressant are added to the hot bitumen-aggregate mixture. This embodiment offers the advantage of producing a stronger sulphur- asphalt mixture strength.
  • hot bitumen is mixed with sulphur and the present odour suppressant and the resulting hot bitumen-sulphur mixture is mixed with hot aggregate to obtain a sulphur- comprising asphalt mixture.
  • the present odour suppressant may be added separately.
  • the present odour suppressant be added to the bitumen in step (i) and the sulphur may be added in step ( iii ) .
  • the sulphur and the present odour suppressant are added together; the sulphur is in the form of pellets and the present odour suppressant is incorporated in the sulphur pellets.
  • the sulphur pellets preferably comprise from 0.01 to 30wt% of the present odour suppressant, based upon the weight the sulphur, more preferably from 0.1 to 12wt%.
  • the sulphur pellets are suitably prepared by a process wherein liquid sulphur is mixed with the odour suppressant and optionally additional components such as carbon or amyl acetate. The mixture is then shaped and/or pelletised .
  • sulphur may be added in the form of two types of sulphur pellets; a first type of sulphur pellet that comprises the present odour suppressant and a second type of sulphur pellet that does not comprise the present odour suppressant.
  • This has the advantage that the present odour suppressant is essentially concentrated in the first type of sulphur pellet and conventional sulphur pellets can be used to make up the rest of the sulphur requirement.
  • an additional odour suppressant can be used in addition to the present odour suppressant.
  • Such an additional odour suppressant can be added to the hot bitumen, hot aggregate-sulphur mixture or the hot bitumen-aggregate mixture in the same way as the present odour suppressant.
  • a first type of sulphur pellet may comprise the additional odour
  • a second type of sulphur pellet may not comprise the additional odour suppressant.
  • the first type of sulphur pellet comprises both the present and additional odour suppressants, whereas the second type of sulphur pellet does not comprise odour suppressant.
  • the present odour suppressant and, if applicable, the additional odour suppressant are added at the same time to the hot bitumen, hot aggregate-sulphur mixture or the hot bitumen-aggregate mixture.
  • the additional odour suppressant is a paraffin wax, preferably a slack wax, de-oiled slack wax or
  • the amount of wax that is added to the bitumen, aggregate or bitumen/aggregate mixture is from 0.1 to 20 wt%, preferably from 0.5 to 20wt%, more preferably from 1 to 8wt%, based upon the weight of the bitumen.
  • the slack wax comprises at most
  • the de- oiled slack wax preferably comprises at most 15%wt. of oil, more preferably from 0.5 to 10 wt%, even more preferably from 0.5 to 5 %wt . of oil.
  • the melting point of the paraffin wax is from 80 to 110°C.
  • suitable odour suppressants are compounds selected from the class of free radical inhibitors and redox catalysts.
  • Preferred odour suppressants are selected from the group of tetra-alkyl-thiuram disulfide, dithiocarbamates , especially zinc dialkyl dithiocarbamates, amine
  • Preferred iron salts are iron chloride compounds, in particular those iron chloride compounds selected from the group of ferric chloride, hydrated ferric chloride, ferrous chloride and hydrated ferrous chloride. Hydrated ferrous chloride is the most preferred, because of its greater effectiveness as an odour suppressant and because of its non-corrosivity .
  • the sulphur pellet typically comprises such an odour suppressant in amounts in the range of from 0.02% to 10% (w/w) , preferably from 0.05% to 6.5%, more preferably from 0.1% to 2.0%, based on the weight of the sulphur pellet.
  • the additional odour suppressant is a monovinyl aromatic compound
  • the monovinyl aromatic compound typically has the following general formula II:
  • Ar is an aromatic group and R 1 , R 2 and R 3 are independently chosen from hydrogen and C1-C10 alkyl .
  • Ar is typically phenyl, Ci-Cio alkyl-subst ituted phenyl, naphthalene or Ci-Cio alkyl-subst ituted naphthalene, and is preferably phenyl, tolyl or xylyl .
  • R 1 , R 2 and R 3 are preferably hydrogen or methyl and are most preferably all hydrogen such that the monovinyl aromatic compound contains a terminal alkene.
  • Preferred monovinyl aromatic compounds include styrene, vinyl toluene, vinyl xylene, ethyl vinyl benzene and vinyl naphthalene, and the most preferred monovinyl aromatic compounds are styrene and vinyl toluene.
  • the sulphur pellet typically comprises from 1 to 50wt% of a monovinyl aromatic compound, based upon the weight of the sulphur pellet, typically from 2wt%, preferably from 5wt% and most preferably from 8wt%; and typically to 40wt%, preferably to 30wt% and most preferably to 20wt%.
  • a preferred range is from 5 to 30wt% and a most preferred range is from 8 to 20wt%.
  • R 1 and R z are independently chosen from C6-C30 alkyl or alkenyl, the compound of formula I is
  • R 1 and R 2 are independently chosen from C6-C30 alkyl or alkenyl, but preferably R 1 and R 2 are the same.
  • R 1 and R 2 are C 10 -C2 0 alkyl or alkenyl; more preferably R 1 and R 2 are C 1 2-C18 alkyl or alkenyl.
  • R 1 and R 2 are (3 ⁇ 4((3 ⁇ 4) 16 such that compound of formula I is ethylene bis stearamide.
  • bitumen/aggregate mixture is from 0.1 to 20wt%
  • bitumen preferably from 0.5 to 20wt%, more preferably from 1 to 8wt%, based upon the weight of the bitumen.
  • the invention further provides asphalt prepared by a process according to the invention.
  • the asphalt comprises at least 1 wt% of bitumen, based on the weight of the asphalt.
  • Asphalt comprising from about 1 weight% to about 10 weight% of bitumen is preferred, with a special preference for asphalt comprising from about 3 weight % (%wt.) to about 7 weight % of bitumen based on the weight of the asphalt.
  • the invention further provides a process for
  • asphalt is prepared by a process according to the invention, and further comprising steps of:
  • the invention further provides an asphalt pavement prepared by the processes according to the invention.
  • step (v) suitably takes place at a temperature of from 80 to 200°C, preferably from 90 to
  • the temperature of compaction is desirably kept as low as possible in order to reduce hydrogen sulphide emissions. However, the temperature of compaction needs to be sufficiently high such that the voids content of the resulting asphalt is sufficiently low for the asphalt to be durable and water resistant .
  • An odour suppressant was prepared by mixing the following active components: 40wt% of benzoylsalicylate ; 18wt% of dodecanal ; 7wt% of jasmonal H; 3wt% of
  • Sulphur pellets were then prepared by mixing 0.1 wt% of odour suppressant in liquid form, 3 wt% of
  • An odour suppressant was prepared by mixing the following active components: 43wt% of methylsalicylate ; llwt% of heptanal; 10wt% of jasmonal H; 5wt% of lilial; 7wt% of jasmonal; 5wt% of 2-methylundecanal ; 2wt% of helional; llwt% of linalool; and 6wt% of geraniol.
  • Sulphur pellets were then prepared by mixing 0.12wt% of odour suppressant in liquid form and 3.5wt% of ethylenebisstearylamide with 100wt% of liquid sulphur, and forming pellets from the mixture so obtained.
  • the sulphur pellets so obtained were then mixed with a liquid bitumen (30wt% pellets/ 70wt% bitumen) .
  • the use of these pellets established much less formation of hydrogen sulphide and sulphur dioxide. It was further noted that the sulphur pellets reduced the odour nuisance

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Civil Engineering (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Road Paving Structures (AREA)

Abstract

L'invention concerne une composition bitumineuse comprenant un bitume, du soufre, et un désodorisant qui comprend des composants actifs et un diluant, où les composants actifs comprennent un ester d'acide salicylique et un ou plusieurs aldéhydes ayant au moins 6 atomes de carbone. L'invention concerne en outre un procédé pour fabriquer la présente composition bitumineuse ; un procédé pour fabriquer la composition bitumineuse ; des pastilles de soufre ; une composition d'asphalte comprenant la composition bitumineuse ; un procédé pour fabriquer la composition d'asphalte ; un procédé pour fabriquer un pavé d'asphalte ; et le pavé d'asphalte ainsi fabriqué.
PCT/EP2010/069096 2009-12-08 2010-12-07 Composition bitumineuse et procédé pour fabriquer celle-ci Ceased WO2011070027A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09306196 2009-12-08
EP09306196.8 2009-12-08

Publications (1)

Publication Number Publication Date
WO2011070027A1 true WO2011070027A1 (fr) 2011-06-16

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PCT/EP2010/069096 Ceased WO2011070027A1 (fr) 2009-12-08 2010-12-07 Composition bitumineuse et procédé pour fabriquer celle-ci

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AR (1) AR079309A1 (fr)
WO (1) WO2011070027A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019104617A1 (fr) * 2017-11-30 2019-06-06 深圳市海川实业股份有限公司 Composition inodore d'asphalte et procédé de préparation correspondant
CN111518405A (zh) * 2020-06-24 2020-08-11 河源市海川新材料科技有限公司 一种环保净味沥青及其制备方法

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3282728A (en) * 1961-05-09 1966-11-01 Aquitaine Petrole Process for suppressing electrostatic charges on sulphur
FR2599018A1 (fr) * 1986-05-22 1987-11-27 Raffineries Soufre Reunies Granules de soufre et leur procede de fabrication.
WO2001036354A1 (fr) * 1999-11-16 2001-05-25 Alan Jeffrey Ronyak Composition hydrocarbonee contenant des agents de suppression d'odeur
WO2003014231A1 (fr) 2001-08-09 2003-02-20 Shell Canada Limited Additifs de soufre pour liants de revetement et leurs procedes de preparation
WO2005059016A1 (fr) 2003-12-10 2005-06-30 Shell Internationale Research Maatschappij B.V. Granules de soufre contenant un suppresseur de h2s
US6987207B1 (en) * 2005-03-03 2006-01-17 Alan Jeffrey Ronyak Hydrocarbonaceous composition
WO2008046899A1 (fr) 2006-10-19 2008-04-24 Shell Internationale Research Maatschappij B.V. Procédé de fabrication d'un mélange pour revêtement en asphalte
WO2009121917A2 (fr) 2008-04-02 2009-10-08 Shell Internationale Research Maatschappij B.V. Procédé de fabrication de l'asphalte

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3282728A (en) * 1961-05-09 1966-11-01 Aquitaine Petrole Process for suppressing electrostatic charges on sulphur
FR2599018A1 (fr) * 1986-05-22 1987-11-27 Raffineries Soufre Reunies Granules de soufre et leur procede de fabrication.
WO2001036354A1 (fr) * 1999-11-16 2001-05-25 Alan Jeffrey Ronyak Composition hydrocarbonee contenant des agents de suppression d'odeur
US6461421B1 (en) * 1999-11-16 2002-10-08 Alan Jeffrey Ronvak Hydrocarbonaceous composition containing odor suppressant
WO2003014231A1 (fr) 2001-08-09 2003-02-20 Shell Canada Limited Additifs de soufre pour liants de revetement et leurs procedes de preparation
WO2005059016A1 (fr) 2003-12-10 2005-06-30 Shell Internationale Research Maatschappij B.V. Granules de soufre contenant un suppresseur de h2s
US6987207B1 (en) * 2005-03-03 2006-01-17 Alan Jeffrey Ronyak Hydrocarbonaceous composition
WO2008046899A1 (fr) 2006-10-19 2008-04-24 Shell Internationale Research Maatschappij B.V. Procédé de fabrication d'un mélange pour revêtement en asphalte
WO2009121917A2 (fr) 2008-04-02 2009-10-08 Shell Internationale Research Maatschappij B.V. Procédé de fabrication de l'asphalte

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019104617A1 (fr) * 2017-11-30 2019-06-06 深圳市海川实业股份有限公司 Composition inodore d'asphalte et procédé de préparation correspondant
CN111518405A (zh) * 2020-06-24 2020-08-11 河源市海川新材料科技有限公司 一种环保净味沥青及其制备方法

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Publication number Publication date
AR079309A1 (es) 2012-01-18

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