EP3529314A1 - Bitumen composition containing fully or partially hydrogenated block copolymer and a process for its preparation - Google Patents
Bitumen composition containing fully or partially hydrogenated block copolymer and a process for its preparationInfo
- Publication number
- EP3529314A1 EP3529314A1 EP17794683.7A EP17794683A EP3529314A1 EP 3529314 A1 EP3529314 A1 EP 3529314A1 EP 17794683 A EP17794683 A EP 17794683A EP 3529314 A1 EP3529314 A1 EP 3529314A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polymer
- modified bitumen
- block copolymer
- bitumen composition
- composition
- 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.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
- C08L53/025—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes modified
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2555/00—Characteristics of bituminous mixtures
- C08L2555/40—Mixtures based upon bitumen or asphalt containing functional additives
- C08L2555/60—Organic non-macromolecular ingredients, e.g. oil, fat, wax or natural dye
- C08L2555/62—Organic non-macromolecular ingredients, e.g. oil, fat, wax or natural dye from natural renewable resources
- C08L2555/64—Oils, fats or waxes based upon fatty acid esters, e.g. fish oil, olive oil, lard, cocoa butter, bees wax or carnauba wax
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2555/00—Characteristics of bituminous mixtures
- C08L2555/40—Mixtures based upon bitumen or asphalt containing functional additives
- C08L2555/80—Macromolecular constituents
- C08L2555/84—Polymers comprising styrene, e.g., polystyrene, styrene-diene copolymers or styrene-butadiene-styrene copolymers
-
- E—FIXED CONSTRUCTIONS
- E01—CONSTRUCTION OF ROADS, RAILWAYS, OR BRIDGES
- E01C—CONSTRUCTION OF, OR SURFACES FOR, ROADS, SPORTS GROUNDS, OR THE LIKE; MACHINES OR AUXILIARY TOOLS FOR CONSTRUCTION OR REPAIR
- E01C7/00—Coherent pavings made in situ
- E01C7/08—Coherent pavings made in situ made of road-metal and binders
- E01C7/35—Toppings or surface dressings; Methods of mixing, impregnating, or spreading them
Definitions
- This invention relates to a process for preparing a polymer-modified bitumen composition.
- the invention further relates to a concentrated polymer-modified 5 bitumen composition and a diluted polymer-modified
- bitumen composition comprising said concentrated polymer- modified bitumen composition.
- the invention further relates to the use of said diluted polymer-modified bitumen composition in asphalt mixtures for road
- Bitumen is used as a binder in road asphalt
- WO2015/170739 describes an asphalt composition use for e.g. road surfacing containing 0.5 to 20 parts mass of a block copolymer and 100 parts mass of asphalt.
- the block copolymer comprises a polymer block (A) containing 20-60% mass vinyl aromatic monomer units as main
- copolymer block (B) containing conjugated diene monomer units and vinyl aromatic monomer units.
- the content of copolymer block (A) in the block copolymer is 10-40% mass.
- the hydrogenation rate of double bonds in the conjugated diene monomer units of the block copolymer is 40-100%.
- preparing a masterbatch of a concentrated polymer- modified bitumen composition comprising blending (a) from 3.5 to 30 wt%, by weight of the concentrated polymer- modified bitumen composition, of a fully or partially hydrogenated block copolymer; (b) from 60.0 wt% to 96.5 wt%, based on the total weight of the concentrated polymer-modified bitumen, of a bitumen component; (c) optionally a flux component; and (d) optionally one or more additional components;
- step (ii) diluting the masterbatch of concentrated polymer- modified bitumen composition produced in step (i) with one or more additional bitumen components thereby
- a diluted polymer-modified bitumen composition comprising 4 wt% or less, based on the total weight of the diluted polymer-modified bitumen composition, of fully or partially hydrogenated block copolymer.
- a concentrated polymer-modified bitumen composition comprising:
- a diluted polymer-modified bitumen composition comprising:
- the process according to the present invention advantageously allows for the long-term storage of the polymer-modified bitumen at a high concentration of the block copolymer thereby allowing for a high storage stability.
- the process of the present invention allows for a reduction in the overall
- Figure 1 is a graph of the experimental data of Table 2 and shows storage stability measurements (Delta in softening point °C) of masterbatches produced in the Examples here in below using various grades of bitumen with varying polymer concentrations.
- the process herein comprises a first step of
- Such masterbatch is prepared by blending a block copolymer with a bitumen component, preferably one or more flux components, and optionally one or more additional components.
- the block copolymer is present in an amount of from 3.5 to 30 wt%, preferably from 5% to 15wt%, by weight of the concentrated polymer-modified bitumen composition.
- a high concentration of block copolymer in the masterbatch contributes to the high stability characteristics.
- the block copolymer is preferably present at a level of from 8 to 15 wt%, more preferably from 10 to 15 wt ⁇ 6 , even more preferably from 11 to 15 wt%, by weight of the concentrated polymer-modified bitumen composition. If the polymer content in the masterbatch is too high then this may lead to high viscosity and gelling of the masterbatch which in turn could lead to issues with pumpability .
- the block copolymer for use herein preferably is a block copolymer for use herein.
- the block copolymer comprises at least one polymer block derived from a vinyl aromatic hydrocarbon monomer and at least one polymer block derived from a conjugated diene monomer.
- the block copolymer may be linear or radial, symmetric or
- A-B is the polymer block of a vinyl aromatic hydrocarbon
- B is polymer block of a conjugated diene.
- the block copolymer preferably contains up to 40% by weight of vinyl aromatic hydrocarbon, more preferably from 30 to 40% by weight of vinyl aromatic hydrocarbon.
- the vinyl aromatic hydrocarbon is preferably styrene, o-methylstyrene, p-methylstyrene, p-tert-butylstyrene, 1 , 3-dimethylstyrene, -methylstyrene, vinylnaphthalene or vinylanthracene, most preferably styrene. Mixtures of vinyl aromatic hydrocarbons may be used.
- the conjugated diene preferably has from 4 to 8 carbon atoms, and is more preferably selected from 1,3- butadiene, 2 -methyl- 1 , 3-butadiene (isoprene) , 2,3- dimethyl- 1 , 3-butadiene, 1 , 3-pentadiene, and 1,3- hexadiene. Most preferably the conjugated diene is 1,3- butadiene or isoprene. Mixtures of conjugated dienes may be used.
- the block copolymer is fully or partially
- the block copolymer is from 40 to 100 wt% hydrogenated, more preferably 40 to 99.5 wt% hydrogenated, even more preferably from 50 to 90 wt% hydrogenated, and especially from 60 to 90 wt%
- Suitable fully or partially hydrogenated block copolymers for use herein include a fully or partially hydrogenated styrene-/3-isoprene polymer (SEP) , a fully or partially hydrogenated styrene-/3-isoprene-/3- styrene polymer (SEPS) , a fully or partially hydrogenated styrene-isoprene-styrene polymer (SIS) , a fully or partially hydrogenated styrene-/3-butadiene-/3-styrene copolymer (SEBS) , and a fully or partially hydrogenated styrene-/3-isoprene/butadiene-/3-styrene copolymer (SEEPS) .
- SEP fully or partially hydrogenated styrene-/3-isoprene polymer
- SEPS fully or partially hydrogenated styrene-/3-isoprene-/3- sty
- the block copolymer comprises a polymer block (A) comprising vinyl aromatic monomer units as main component, and copolymer block (B) comprising conjugated diene monomer units and vinyl aromatic monomer units, wherein the content of the vinyl aromatic monomer units in the block copolymer is in the range from 20 to 60 m.cLsS"o # the content of the copolymer block (A) in the block copolymer is in the range from 10 to 40 m.cL S S "6 and the hydrogenation rate of double bonds in the conjugated diene monomer units of the block copolymer is in the range from 40 to 100%, preferably in the range from 50 to 90%, more preferably in the range from 60 to 90%. Polymers of this type are disclosed in
- the conjugated diene monomers units of the block copolymer comprise (a) conjugated diene monomer units derived from 1,2-bonds and/or 3,4-bonds and (b) conjugated diene monomer units derived from 1,4-bonds, and if the total content of conjugated monomer diene units is taken to be 100 mass ⁇ 6 , the content of alkenyl monomer units (al) obtained by hydrogenating the conjugated diene monomer units (a) is in the range from 10 to 50 m.cLsS"o # the content of alkenyl monomer units (bl) obtained by hydrogenating the
- conjugated diene monomer units (b) is in the range from 0 to 80 m.cLsS"o # and the total content of unhydrogenated conjugated diene monomers units (a2) following
- hydrogenation and unhydrogenated conjugated diene monomer units (b2) following hydrogenation is in the range from 0 to 90 mass%.
- the content of conjugated diene monomer units (a) derived from 1,2-bonds and/or 3,4-bonds is in the range from 10 to 50 m.cL S S "6 relative to the total content of the conjugated diene monomer of the block copolymer .
- the weight average molecular weight of the block copolymer for use herein is preferably in the range of from 50,000 to 300,000.
- the block copolymer has at least one type of functional group selected from hydroxyl groups, acid anhydride groups, epoxy groups, amino groups, amide groups, silanol groups and
- the block copolymer is blended with a bitumen component.
- Preferably high shear mixing is used for blending of the block copolymer with the bitumen component during
- high shear mixing means mixing at a speed from 4000 to 6000 rpm.
- a Silverson high shear mixer is used in the process herein for producing the masterbatch.
- the time taken to produce the masterbatch in step (i) of the process herein is from 0.5 hours to 6 hours .
- bitumen used in the process of the present invention may be a residue from the distillation of crude oil, a cracked residue, naturally occurring bitumen or a blend of various bitumen types.
- bitumen that may be conveniently used in the present invention include distillation or "straight run" bitumen, precipitation bitumen, e.g. propane bitumen, oxidized or blown bitumen, naphthenic bitumen, paraffinic bitumen or mixtures thereof .
- bitumen may be used in the process of the present invention, such as, for example, 35/50, 50/70, 70/100, 100/150, 160/220 grades.
- the bitumen component is present in the masterbatch of the concentrated polymer modified bitumen at a level of from 60.0wt% to 96.5 wt%, preferably from 70.0 wt% to 96.5 wt%, more preferably from 85 to 92 wt%, based on the total weight of the concentrated polymer-modified
- bitumen
- the masterbatch of the concentrated polymer modified bitumen may also comprise one or more additional features
- Such additional components include, for example, waxes, anti- stripping agents, viscosity modifiers, penetration correctors (for example, Gilsonite) , softening agents, process oils, GTL oils, aromatic oils, paraffinic oils, and petroleum distillates, and the like.
- the concentrated polymer-modified bitumen composition comprises (i) from 3.5 to 30.0 wt%, based on the total weight of the concentrated polymer-modified bitumen composition, of a partially or fully hydrogenated block copolymer;
- the flux component for use herein reduces the
- Any flux component suitable for use in polymer-modified bitumen can be used herein.
- Suitable flux components for use herein include aromatic, naphthenic or paraffinic flux oils, petroleum extracts, e.g. aromatic extracts, distillates or
- suitable flux components include bright stock furfuryl extract (BFE) , Fischer- Tropsch derived base oils such as HVI 160B supplied by Shell, de-asphalted cylinder oil (DACO) , softener oils like TDAE VIVATEC supplied by H&R group, and lubricating base oils such as re-refined SN150 supplied by Whelan Refining Limited (UK) .
- BFE bright stock furfuryl extract
- DACO de-asphalted cylinder oil
- softener oils like TDAE VIVATEC supplied by H&R group
- lubricating base oils such as re-refined SN150 supplied by Whelan Refining Limited (UK) .
- the flux component used herein can help to improve storage stability and viscosity criteria, as well as improve compatibility between the bitumen and the polymer and is preferably present at a level of from 5% to 7% by weight of the concentrated polymer-modified bitumen composition .
- a preferred flux component for use herein is
- BFE brightstock furfuryl extract
- the masterbatch of concentrated polymer- modified bitumen After the masterbatch of concentrated polymer- modified bitumen has been prepared it may be stored in a suitable storage tank or container until it is ready to be used or until it is ready to be transported to another location.
- One advantage of the present invention is the excellent storage stability of the prepared masterbatch of concentrated polymer-modified bitumen which means that it can suitably be stored for a period of time until it is needed.
- the term "storage stable" means that the difference between the top and bottom softening points of the masterbatch of concentrated polymer-modified bitumen composition should be equal to or less than 5°C (according to CEN 13399-2010) .
- the masterbatch of the concentrated polymer-modified bitumen is mixed with the one or more additional bitumen components at low shear.
- low shear mixing means mixing at a speed from 10 to 1500, preferably 250 to 500, even more preferably from 250 to 350 rpm.
- low shear mixing involves the use of a simple agitator.
- the diluting of the masterbatch with bitumen component ( s ) preferably at low shear, enables the production of different grades of polymer-modified bitumen having different levels of polymer.
- the manufacturing cycle time and overall energy consumption of the process of the present invention is significantly less than the manufacturing cycle time and overall energy consumption of conventional "direct-to-grade" processes for producing polymer- modified bitumen.
- "Direct-to-grade” processes typically involve the mixing of polymer with bitumen at high shear to produce only one grade of polymer-modified bitumen at a time.
- the present invention allows dilution of the masterbatch, preferably at low shear, to produce various grades of polymer-modified bitumen in a shorter manufacturing cycle time and using less energy.
- concentrated polymer-modified bitumen composition is preferably in the range of from 9000 to 12000 mm 2 /s, preferably in the range from 10000 to 11000 mm 2 /s at
- concentrated polymer-modified bitumen composition is preferably in the range of from 1000 to 1200 cPs at
- copolymer is present at a level of from 5 wt% to 7 wt%, by weight of the concentrated polymer-modified bitumen composition .
- the masterbatch of the concentrated polymer-modified bitumen composition is flowable at 180°C.
- masterbatch of concentrated polymer-modified bitumen is diluted with one or more additional bitumen components thereby producing a final polymer-modified bitumen composition comprising 4 wt% or less, preferably 3.5 wt% or less, for example in the range of from 1.0 to 3.5 wt%, or in the range of from 1.5 to 3.5 wt%, based on the total weight of the final (diluted) polymer-modified bitumen composition, of a partially or fully hydrogenated block copolymer.
- the one or more additional bitumen components which is used for diluting the concentrated polymer-modified bitumen composition can be the same or different as the bitumen component which is used for producing the masterbatch of concentrated polymer-modified bitumen composition .
- the weight ratio of one or more additional bitumen components to the concentrated polymer-modified bitumen composition is preferably at least 2:1, more preferably at least 3:1.
- the final polymer-modified bitumen composition is a diluted version of the concentrated polymer-modified bitumen composition produced in the first step of the process described hereinabove.
- a diluted polymer-modified bitumen composition comprising:
- the polymer-modified bitumen compositions can be any polymer-modified bitumen compositions.
- additional components such as, for example, performance additives, waxes, fillers, Fischer- Tropsch waxes, Fischer-Tropsch base oils, aromatic oils, processing oils, and the like.
- additional components such as, for example, performance additives, waxes, fillers, Fischer- Tropsch waxes, Fischer-Tropsch base oils, aromatic oils, processing oils, and the like.
- composition should meet the desired polymer-modified bitumen specification.
- the final (diluted) polymer-modified bitumen composition can be used as a binder in an asphalt
- an asphalt composition comprising a diluted polymer-modified bitumen composition as described herein.
- WO2015/170739 was used.
- the 70/100 pen grade bitumen was heated for 2 hours to reach 180°C.
- Bitumen homogenization was carried out by stirring at low rotation per minute (1200 rpm) using the high shear Silverson mixer.
- the partially hydrogenated block copolymer was added slowly over a 5 to 7 minute time period using the Silverson high shear mixer at 1500-1600 rpm to provide a masterbatch having a final level of partially hydrogenated block copolymer of 5 wt%
- mixing is carried out in a Silverson high shear mixer for 3 hours at 180°C at 6000 rpm.
- bitumen grades 35/50, 50/70, 100/150, 160/220
- concentrations of partially hydrogenated block copolymer (2.5%, 3.5%, 7%, 9% and 11 wt%) .
- a non-hydrogenated SBS linear polymer (D1101 commercially available from Kraton) was used for preparation of masterbatches at 10 wt and 12 wt polymer concentration using the same procedure as used above for preparing the masterbatches using partially hydrogenated block copolymer.
- the masterbatches were tested using the equipment and test methods detailed in Table 1 below.
- a masterbatch was considered storage stable if after storing at 180°C for 3 days (CEN 13399-2007) the change in softening point between the top and bottom of the storage stability tube was equal to or less than 5°C.
- Figure 1 is a graph of the storage stability data shown in Table 2, showing the delta in softening point °C of various masterbatches produced in the Examples using various grades of bitumen with varying polymer
- HP hydrogenated polymer
- SBS non-hydrogenated styrene- butadiene-styrene polymer
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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)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Civil Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN201641035873 | 2016-10-20 | ||
PCT/EP2017/076629 WO2018073315A1 (en) | 2016-10-20 | 2017-10-18 | Bitumen composition containing fully or partially hydrogenated block copolymer and a process for its preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
EP3529314A1 true EP3529314A1 (en) | 2019-08-28 |
Family
ID=60268346
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP17794683.7A Withdrawn EP3529314A1 (en) | 2016-10-20 | 2017-10-18 | Bitumen composition containing fully or partially hydrogenated block copolymer and a process for its preparation |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP3529314A1 (en) |
AR (1) | AR109849A1 (en) |
SG (2) | SG11201902554UA (en) |
WO (1) | WO2018073315A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT201900025360A1 (en) * | 2019-12-23 | 2021-06-23 | P B M Polimer Bitumen Modifiers Di Leonardo Baccarelli & C Sas | PROCESS AND APPARATUS FOR THE PRODUCTION OF MODIFIED BITUMENS |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5036119A (en) * | 1989-10-16 | 1991-07-30 | Shell Oil Company | Process for preparing bituminous composition |
FR2871804B1 (en) * | 2004-06-16 | 2008-08-22 | Appia | PROCESS FOR PREPARING A BITUMEN-POLYMER MIXTURE |
KR100862057B1 (en) * | 2007-10-04 | 2008-10-09 | 금호석유화학 주식회사 | Asphalt modifier compositions improved melting for asphalt and modified asphalt using it |
TWI616491B (en) * | 2014-05-08 | 2018-03-01 | Asahi Kasei Chemicals Corp | Asphalt composition |
-
2017
- 2017-10-18 SG SG11201902554UA patent/SG11201902554UA/en unknown
- 2017-10-18 WO PCT/EP2017/076629 patent/WO2018073315A1/en unknown
- 2017-10-18 EP EP17794683.7A patent/EP3529314A1/en not_active Withdrawn
- 2017-10-18 SG SG10202103994YA patent/SG10202103994YA/en unknown
- 2017-10-20 AR ARP170102925A patent/AR109849A1/en active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
SG11201902554UA (en) | 2019-05-30 |
AR109849A1 (en) | 2019-01-30 |
WO2018073315A1 (en) | 2018-04-26 |
SG10202103994YA (en) | 2021-06-29 |
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