WO2000073378A1 - Compositions de bitume-amide utilisees comme materiaux de pavage de routes - Google Patents

Compositions de bitume-amide utilisees comme materiaux de pavage de routes Download PDF

Info

Publication number
WO2000073378A1
WO2000073378A1 PCT/US2000/007287 US0007287W WO0073378A1 WO 2000073378 A1 WO2000073378 A1 WO 2000073378A1 US 0007287 W US0007287 W US 0007287W WO 0073378 A1 WO0073378 A1 WO 0073378A1
Authority
WO
WIPO (PCT)
Prior art keywords
bitumen
amide
composition
polymer
additive
Prior art date
Application number
PCT/US2000/007287
Other languages
English (en)
Inventor
Stephen P. Dempsey
Robert C. Bellomy
Original Assignee
Chevron U.S.A. Inc.
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 Chevron U.S.A. Inc. filed Critical Chevron U.S.A. Inc.
Priority to AU38998/00A priority Critical patent/AU3899800A/en
Publication of WO2000073378A1 publication Critical patent/WO2000073378A1/fr

Links

Classifications

    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/20—Carboxylic acid amides
    • 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

Definitions

  • the present invention relates to bitumen compositions that are useful for preparing aggregates for road construction and repair. These compositions are prepared from bitumen and amides.
  • bitumen (asphalt) compositions in preparing aggregate compositions (bitumen and rock) useful as road paving materials is complicated by at least three factors, each of which imposes a serious impediment to providing an acceptable product.
  • bitumen compositions must meet certain performance criteria or specifications in order to be considered useful for road paving. For example, to ensure acceptable performance, state and federal agencies issue specifications for the use of various bitumen applications as road pavement.
  • SHRP Strategic Highway Research Program
  • the SHRP binder specifications have high temperature tests, low temperature tests, and oven aging tests.
  • the high temperature tests determine the viscoelastic characteristics of the asphalt to control pavement rutting.
  • the low temperature tests determine the cold flow properties of the asphalt to control low temperature cracking.
  • the oven aging tests predict aging characteristics to estimate binder properties after extended periods of time on the road.
  • SHRP binder grades have the form PG xxyy, where xx is the maximum pavement temperature in degrees Celsius and yy is the minimum pavement temperature in degrees Celsius. For instance, a binder grade of PG 64-28 means that the binder gives acceptable performance in the temperature range of from -28° C to 64° C.
  • bitumen compositions can be modified by the addition of polymers.
  • a wide variety of polymers have been used as additives in bitumen compositions.
  • copolymers derived from styrene and conjugated dienes, such as butadiene or isoprene are particularly useful, since these copolymers have good solubility in bitumen compositions and the resulting modified-bitumen compositions have good rheologicai properties.
  • U.S. Patent No. 3,803,066, issued April 9, 1974 to Petrossi discloses a modified bitumen prepared by incorporating into a bitumen and co-vulcanizing with sulfur at a temperature of 125° to 145° C, the sulfur to rubber ratio being between 0.3 and 0.9.
  • U.S. Patent No. 4,145,322 issued March 20, 1979 to Maldonado et al., discloses a process for preparing a bitumen-polymer composition that contains block copolymers comprising diene and styrene groups.
  • U.S. Patent No. 5,019,610 issued May 29, 1991 to Weg et al., discloses polymer-modified asphalts comprising asphalt cement and a blend of a thermoplastic rubber polymer and a fatty dialkyl amide.
  • German Application 2,331 ,727 discloses aggregates containing 40% to 50% methacrylate polymer, 40% to 50% bitumen, 0 to 20% stearic acid amide, 0 to 30% limestone, 0 to 40% natural asphalt, and 0 to 40% tar.
  • 50% methacrylate polymer was mixed with 50% bitumen and granulated to give an aggregate with improved adhesion and durability for rolled or cast asphalt.
  • bitumen compositions are frequently stored for up to seven days or more before being used and, in some cases, the viscosity of the composition can increase so much that the bitumen composition is unusable for its intended purpose.
  • a storage-stable bitumen composition would provide for only minimal viscosity increases and, accordingly, after storage it can still be employed for its intended purpose.
  • bitumen compositions The third factor that complicates the use of bitumen compositions concerns the use of volatile solvents in such compositions. Specifically, while such solvents have been heretofore proposed as a means to fluidize bitumen- polymer compositions containing relatively small amounts of sulfur, which compositions are designed as coatings (Maldonado et al., U.S. Patent No. 4,242,246), environmental concerns restrict the use of volatile solvents in such compositions. Moreover, the use of large amounts of volatile solvents in bitumen compositions may lower the viscosity of the resulting composition so that it no longer meets viscosity specifications designated for road paving applications.
  • the present invention provides a bitumen composition for road construction and repair, even when used without polymers.
  • That bitumen composition comprises 75% to 99.95% of bitumen, 0 to 15% of a polymer, and 0.05% to 10% of an amide additive.
  • the amide additive is predominately an amide having the formula:
  • R., and R 2 are alkyl groups, each having from 12 to 52 carbon atoms, and x is an integer of from 1 to 4.
  • This amide additive gives sufficient improvement so that polymer additives are not needed.
  • polymers By eliminating the use of polymers, one eliminates the need for sulfur treatment and the need for volatile solvents. Also, by not using polymers, it is easy to combine and blend the amide additive with base asphalt to make the asphalt binder. No complicated grinders or processing equipment are required. Since the blending is linear (i.e., the properties vary linearly with concentration, instead of exponentially), this allows for adjustment or optimization of properties easily and accurately.
  • the bitumen composition comprises 95% to 99.75% of bitumen and 0.25% to 5% of amide additive. More preferably, it comprises 96% to 99.5% of bitumen and 0.5% to 4% of amide additive.
  • the bitumen composition comprises 85% to 99.4% of bitumen, 0.5% to 12% of polymer, and 0.1% to 3% of amide additive.
  • the R, and R 2 alkyl groups are linear alkyl groups, each having from 12 to 20 carbon atoms, and x is 2. More preferably, the amide additive is predominately ethylene bis-stearamide.
  • a mixture can be formed having aggregate and from 2% to 8% of a bitumen composition of the present invention.
  • a storage stable, bitumen composition can be prepared by (a) combining 90% to 99.95% of bitumen and 0.05% to 10% of amide additive, and (b) mixing the product of step (a) at a temperature of from 250° F to 350° F for to 1 hour.
  • a storage stable, bitumen composition can also be prepared by (a) combining 75% to 99.95% of bitumen, 0% to 15% of polymer, and 0.05% to 10% of amide additive, and (b) mixing the product of step (a) at a temperature of from 250° F to 400° F for / 2 hour to 72 hours, depending upon the polymer and bitumen used.
  • Asphalt binders containing the proprietary mixture can have significantly lower viscosities at process and handling temperatures (135° C to 175° C) than polymer systems not containing the amide additive. This feature allows lower temperatures for plant storage, pumping, and field mixing. This characteristic could result in appreciable savings in energy requirements.
  • Figure 1 shows a graph of the relationship between the predicted performance grade failure temperature of the asphalt as a function of amide content.
  • bitumen composition for road construction and repair. That composition comprises 75% to 99.95% of bitumen, 0 to 15% of polymer, and 0.05% to 10% of amide additive that is predominately an amide having the formula:
  • R r CO-N-(CH 2 ) x -N-CO-R 2 are alkyl groups, each having from 12 to 52 carbon atoms, and x is an integer of from 1 to 4.
  • bitumen (sometimes referred to as “asphalt”) refers to all types of bitumens, including those that occur in nature and those obtained in petroleum processing, including air blown bitumen The choice of bitumen will depend essentially on the particular application intended for the resulting bitumen composition.
  • volatile solvent refers to a hydrocarbon solvent that has a distillation end point less than or equal to 650° F. Such solvents are known to vaporize to some extent under ambient conditions and, accordingly, pose environmental concerns relating to hydrocarbon emissions.
  • aggregate refers to rock and similar material added to the bitumen composition to provide a mixture suitable for paving roads.
  • the aggregate employed is rock indigenous to the area where the bitumen composition is produced.
  • Suitable aggregate includes granite, basalt, limestone, and the like.
  • the "storage stable bitumen” refers to a bitumen composition that shows no evidence of skinning, settlement, gelation, or graininess and that the viscosity of the composition does not increase by a factor of four or more during storage at 325° ⁇ 5° F (163° ⁇ 2.8° C) for seven days. Preferably the viscosity does not increase by a factor of two (more preferably less than 50%) during that storage.
  • the term "predicted PG failure temperature,” as used in the following examples, refers to the temperature at which a sample fails to meet the requirement of a minimum Dynamic Shear Rheometer (DSR) value of 1.0 kPa.
  • DSR Dynamic Shear Rheometer
  • Fundamental to PG binder testing is the fact that all PG grades have the same specification. It is only the temperature at which the binder is tested which differentiates one grade from another.
  • the high temperature PG grade requirement is defined as the temperature at which the Original DSR meets a minimum value of 1.0 kPa.
  • latex polymers There are three general types of polymers that are currently being used in the asphalt and road building industries: latex polymers, solid polymers, and ground-up automobile tire rubber.
  • latex polymers are neoprene, SBR (styrene-butadiene-rubber), and natural rubber.
  • solid polymers are SBR, EVA (ethylene-vinyl acetate), SB (styrene-butadiene), SBS (styrene-butadiene-styrene), and SIS (styrene- isoprene-styrene).
  • Elvaloy ® AM is an epoxide-containing polymer produced by the process described in U.S. Patent No. 5,306,750, which is hereby incorporated by reference for all purposes.
  • bitumen constitutes 75% to 99.95% of the bitumen composition.
  • the bitumen constitutes from 95% to 99.75%, more preferably 96% to 99.5%, of the bitumen composition.
  • bitumen constitutes from 85% to 99.4% of the bitumen composition.
  • the amide additive is an amide or mixture of amides and other additives, which is predominately an amide having the formula:
  • R CO-N-(CH 2 ) x -N-CO-R 2 R, and R 2 are alkyl groups, each having from 12 to 52 carbon atoms, and x is an integer of from 1 to 4.
  • R., and R 2 are linear alkyl groups, each having from 12 to 20 carbon atoms, and x is the integer 2.
  • the amide additive is predominately ethylene bis-stearamide.
  • the preferred amide additive is the commercially available Kemamide ® W-39, which is a fatty bisamide derived from stearic acid. Its major component is given in the publication "Opportunities with Humko Chemical Kemamide fatty amides" as RCONCH 2 CH 2 NCOR. That publication cites the use of a similar product (Kemamide ® W-40) as a bisamide used in making asphalt/bisamide compounds useful in the production of potting and dipping compounds for electrical components.
  • the amide additive constitutes from 0.05% to 10% of the bitumen composition, more preferably 0.25% to 5%, most preferably 0.5% to 4%.
  • a storage stable, bitumen composition can be prepared by combining the bitumen and the amide additive, then mixing the composition at a temperature of from about 250° F to 350° F for about 1 / 2 to 1 hour.
  • a storage stable, bitumen composition can also be prepared by combining 75% to 99.95% of bitumen, 0% to 15% of polymer, and 0.05% to 10% of amide additive, then mixing that composition at a temperature of from 250° F to 400° F for 1 2 hour to 72 hours, depending upon the polymer and bitumen used.
  • the bitumen composition is typically mixed with aggregate so as to provide a mixture suitable for use in paving roads.
  • the aggregate composition comprises from 2% to 8% of bitumen composition with the balance of the composition being aggregate.
  • a PBA-3 asphalt was determined to meet PG 58-28 requirements.
  • a 1500-gram batch of 98.50% of Comparative Example A and 1.50% Kemamide ® W-39 was mixed at from 275° to 285° F for about 30 to 40 minutes, then tested at 64° C for initial Dynamic Shear Rheometer (DSR). Samples were packaged up into two 1 -quart sample cans, sealed well, and stored overnight at 150° C. Full tests were made after overnight curing on one of the 1 -quart samples. The other 1 -quart sample was left in the oven (storage sample) for possible storage testing later. After overnight storage, the sample was tested for PG classification and was determined to meet PG 64-28 requirements.
  • DSR Dynamic Shear Rheometer
  • Figure 1 shows a graph of the relationship between the predicted performance grade failure temperature, as defined above, of the asphalt as a function of amide content. From Figure 1 and associated regression equation
  • Kemamide ® W-39 blended into the asphalt of Comparative Example A to meet minimum requirements for PG 70-XX. However, lets say we have a tank of PG 76-XX containing about 2.2% Kemamide ® W-39 and want to blend it down to a PG 70-XX. We can do this by adding additional PBA-3, which would result in the final blend having about 1.25% Kemamide ® W-39.
  • a AC 20 asphalt was determined to meet PG 64-28 requirements.
  • a 1500-gram batch was prepared according to the procedures of Example 1 , except that the batch consisted of 98.50% of the AC 20 of Comparative Example B and 1.50% Kemamide ® W-39. After overnight storage, the sample was tested for PG classification and was determined to meet PG 70-22 requirements (as compared to a performance grade of PG 64-28, without the amide).
  • a 1500-gram batch was prepared according to the procedures of Example 1 , except that the batch consisted of 2.25% of Elvaloy ® AM, 96.25% of the Comparative Example B, and 1.50% Kemamide ® W-39. After overnight storage, the sample was tested for PG classification and was determined to meet PG 76-22 requirements (as compared to a performance grade of PG 70-22, without the amide).
  • COMPARATIVE EXAMPLE D 2.50% POLYMER - NO AMIDE
  • a 1500-gram batch was prepared according to the procedures of Example 1 , except that the batch consisted of 2.50% of Elvaloy ® AM, 96.00% of the Comparative Example B, and 1.50% Kemamide ® W-39. After overnight storage, the sample was tested for PG classification and was determined to meet PG 76-22 requirements (as compared to a performance grade of PG 70-22, without the amide).

Landscapes

  • 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)

Abstract

L'invention concerne un mélange contenant un agrégat et entre 2 et 8 % d'une composition de bitume, ce mélange étant destiné à la construction et à la réparation de routes. La composition de bitume contient entre 75 et 99,95 % de bitume, entre 0 et 15 % d'un polymère, et entre 0,05 et 10 % d'un additif à base d'amide qui est généralement un amide représenté par la formule R1-CO-N-(CH2)x-N-CO-R2, dans laquelle R1 et R2 sont des groupes alkyle, chacun d'entre eux comprenant entre 12 et 52 atomes de carbone, et x étant un nombre valant entre 1 et 4.
PCT/US2000/007287 1999-05-28 2000-03-16 Compositions de bitume-amide utilisees comme materiaux de pavage de routes WO2000073378A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU38998/00A AU3899800A (en) 1999-05-28 2000-03-16 Bitumen-amide compositions useful as road paving materials

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US32284199A 1999-05-28 1999-05-28
US09/322,841 1999-05-28

Publications (1)

Publication Number Publication Date
WO2000073378A1 true WO2000073378A1 (fr) 2000-12-07

Family

ID=23256666

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2000/007287 WO2000073378A1 (fr) 1999-05-28 2000-03-16 Compositions de bitume-amide utilisees comme materiaux de pavage de routes

Country Status (2)

Country Link
AU (1) AU3899800A (fr)
WO (1) WO2000073378A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003062315A1 (fr) * 2002-01-23 2003-07-31 Shell Internationale Research Maatschappij B.V. Composition de liant pigmentable
EP1452565A1 (fr) * 2003-02-26 2004-09-01 GKG Mineraloel Handel GmbH & Co.KG Bitume modifié et asphalte fabriqué a partir de celui-ci
US7595356B2 (en) * 2004-03-18 2009-09-29 Latexfalt B.V. Polymer modified bituminous binder with low emissions
WO2011004116A1 (fr) 2009-07-08 2011-01-13 Ceca Sa Mélange d'additifs pour la préparation d'enrobés
US20110041732A1 (en) * 2008-04-02 2011-02-24 Jacques Colange Process for manufacturing asphalt
WO2011020847A1 (fr) 2009-08-18 2011-02-24 Ceca S.A. Composition bitumineuse supramoléculaire contenant un polymère
US20110184090A1 (en) * 2008-08-25 2011-07-28 Frits De Jonge Bitumen composition
US20140366774A1 (en) * 2013-06-13 2014-12-18 Ceca S.A. Additives for industrial bitumen
CN106349723A (zh) * 2016-08-30 2017-01-25 北京东方雨虹防水技术股份有限公司 一种改性沥青胶料及其制备方法、沥青防水卷材

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3660126A (en) * 1970-01-16 1972-05-02 Chevron Res Ashphalt compositions containing polyamide
US3808164A (en) * 1971-10-20 1974-04-30 Gaf Corp Preformed sound control shapes
US4554023A (en) * 1983-11-29 1985-11-19 Owens-Corning Fiberglas Corporation Modified asphalt
CA1260653A (fr) * 1985-04-11 1989-09-26 Richard T. Janicki Asphalte modifie
US5331028A (en) * 1993-06-30 1994-07-19 Chevron Research And Technology Company, A Division Of Chevron U.S.A. Inc. Polymer-modified asphalt composition and process for the preparation thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3660126A (en) * 1970-01-16 1972-05-02 Chevron Res Ashphalt compositions containing polyamide
US3808164A (en) * 1971-10-20 1974-04-30 Gaf Corp Preformed sound control shapes
US4554023A (en) * 1983-11-29 1985-11-19 Owens-Corning Fiberglas Corporation Modified asphalt
CA1260653A (fr) * 1985-04-11 1989-09-26 Richard T. Janicki Asphalte modifie
US5331028A (en) * 1993-06-30 1994-07-19 Chevron Research And Technology Company, A Division Of Chevron U.S.A. Inc. Polymer-modified asphalt composition and process for the preparation thereof

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003062315A1 (fr) * 2002-01-23 2003-07-31 Shell Internationale Research Maatschappij B.V. Composition de liant pigmentable
EP1452565A1 (fr) * 2003-02-26 2004-09-01 GKG Mineraloel Handel GmbH & Co.KG Bitume modifié et asphalte fabriqué a partir de celui-ci
DE10309494A1 (de) * 2003-02-26 2004-09-09 Gkg Mineraloel Handel Gmbh & Co. Kg Modifiziertes Bitumen und damit hergestellter Asphalt
US7595356B2 (en) * 2004-03-18 2009-09-29 Latexfalt B.V. Polymer modified bituminous binder with low emissions
AU2005222033B2 (en) * 2004-03-18 2010-10-28 Latexfalt B.V. Improved polymer modified bituminous binder with low emissions
CN1954032B (zh) * 2004-03-18 2010-12-22 莱泰克斯菲尔特有限公司 具有低发射的改进的聚合物改性的沥青粘合剂
US8557034B2 (en) * 2008-04-02 2013-10-15 Shell Oil Company Process for manufacturing asphalt
US20110041732A1 (en) * 2008-04-02 2011-02-24 Jacques Colange Process for manufacturing asphalt
US20110184090A1 (en) * 2008-08-25 2011-07-28 Frits De Jonge Bitumen composition
WO2011004116A1 (fr) 2009-07-08 2011-01-13 Ceca Sa Mélange d'additifs pour la préparation d'enrobés
WO2011020847A1 (fr) 2009-08-18 2011-02-24 Ceca S.A. Composition bitumineuse supramoléculaire contenant un polymère
US20140366774A1 (en) * 2013-06-13 2014-12-18 Ceca S.A. Additives for industrial bitumen
CN106349723A (zh) * 2016-08-30 2017-01-25 北京东方雨虹防水技术股份有限公司 一种改性沥青胶料及其制备方法、沥青防水卷材

Also Published As

Publication number Publication date
AU3899800A (en) 2000-12-18

Similar Documents

Publication Publication Date Title
US7495045B2 (en) Use of inorganic acids with crosslinking agents in polymer modified asphalts
US7338991B2 (en) Process for preparing bitumen/rubber compositions
US20090149577A1 (en) Using Excess Levels of Metal Salts to Improve Properties when Incorporating Polymers in Asphalt
US20060241217A1 (en) Crosslinking with metal oxides other than zinc oxide
US6310122B1 (en) Stable bitumen polymer compositions
US6180697B1 (en) Method for preparation of stable bitumen polymer compositions
US7608650B2 (en) Bitumen/rubber compositions crosslinked with polythiomorpholines, polysulfides and/or mercaptobenzimidazole
CA1315439C (fr) Composition de bitume modifie au polymere acrylique
US7186765B2 (en) Method for preparation of stable bitumen polymer compositions
US7645820B2 (en) Use of zinc oxide to improve compatibility of polymer modified asphalt crosslinked with phenol aldenyde resin
US6972047B2 (en) Incorporation of gilsonite into asphalt compositions
WO2000073378A1 (fr) Compositions de bitume-amide utilisees comme materiaux de pavage de routes
US6441065B1 (en) Method for preparation of stable bitumen polymer compositions
US6407152B1 (en) Method for preparing asphalt and polymer compositions incorporating multi-component crosslinking agents
US6469075B1 (en) Method and preparation of stable bitumen polymer compositions
EP1587873B1 (fr) Utlisation d'accelerateurs au thiol auxiliaires pour la reticulation du caoutchouc dans l'asphalte
EP1205520A1 (fr) Procédé de préparation de mélanges stables de bitume et de polymère
EP1081193A1 (fr) Procédé de préparation de mélanges stables de bitume et de polymère

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AL AM AT AU AZ BA BB BG BR BY CA CH CN CR CU CZ DE DK DM EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase