WO2001030912A1 - Aqueous emulsion of asphalt and emulsifiable polyisocyanate - Google Patents

Aqueous emulsion of asphalt and emulsifiable polyisocyanate Download PDF

Info

Publication number
WO2001030912A1
WO2001030912A1 PCT/EP2000/009556 EP0009556W WO0130912A1 WO 2001030912 A1 WO2001030912 A1 WO 2001030912A1 EP 0009556 W EP0009556 W EP 0009556W WO 0130912 A1 WO0130912 A1 WO 0130912A1
Authority
WO
WIPO (PCT)
Prior art keywords
asphalt
emulsion
polyisocyanate
emulsifiable
mixture
Prior art date
Application number
PCT/EP2000/009556
Other languages
French (fr)
Inventor
Berend Eling
Norman Washington Keane
Original Assignee
Huntsman International Llc
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 Huntsman International Llc filed Critical Huntsman International Llc
Priority to AU11322/01A priority Critical patent/AU1132201A/en
Publication of WO2001030912A1 publication Critical patent/WO2001030912A1/en

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
    • C08L95/005—Aqueous compositions, e.g. emulsions
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes

Definitions

  • the instant invention provides an aqueous emulsion of asphalt and emulsifiable polyisocyanate.
  • US-P-4724245 discloses a method for preparing an aqueous emulsion of asphalt, comprising the steps of
  • A preparing an emulsion (A) by mixing (a) a first asphalt composition comprising asphalt and a polyisocyanate extender and (b) an aqueous phase comprising water and an emulsifier;
  • Polyisocyanate extenders are low molecular weight polyols, e.g. PEG, PPG, HTPB, etc.
  • Polyisocyanates disclosed encompass all kinds of polyisocyanates, while the only disclosed example is Suprasec 1042, an emulsifiable MDI.
  • This process thus makes use of a polyol as a chain extender, which will react with the polyisocyanate contained in the second emulsion.
  • This process also requires that two distinct emulsions be first prepared, the first asphalt emulsion and the second polyisocyanate emulsion, before the final asphalt emulsion is applied to the locus of interest. This requires additional work, which is detrimental to the efficiency of the process.
  • Such a process also involves stability problems, since the second polyisocyanate emulsion is not stable. This problem is specifically noted in US-P-4724245, which indicates that the polyisocyanate emulsion is not stable more than 2 hours.
  • US-P-4724245 proposes to stabilize the polyisocyanate emulsion by reacting it with part of the emulsion (b) above, i.e. with part of the polyol chain extender, finally leading to a prepolymer emulsion.
  • the instant invention is based on the surprising effect that, in case no polyol is added to the aqueous asphalt, it is possible to add directly emulsifiable polyisocyanate to the asphalt emulsion while still obtaining surprisingly good results.
  • the instant invention provides an asphalt emulsion comprising, by weight based on the total weight of the emulsion: - about 95 to 50%, preferably about 90 to 60%, of asphalt and water, where the asphalt and water are present according to a weight ratio asphalt to water of about 1 :0.3 to 1 :2.0, preferably of about 1 :0.7 to
  • the emulsion may be used to provide an aggregate mixture, where said mixture comprises aggregates (coarse and/or fine) and/or filler (e.g. limestone) and the asphalt emulsion in an aggregate/filler:emulsion weight ratio from 3:1 to 20:1, preferably from 5:1 to 15:1.
  • aggregates coarse and/or fine
  • filler e.g. limestone
  • This aggregate mixture can be either a low compaction energy mixture or a high compaction energy mixture.
  • the emulsifiable polyisocyanate can react with the phenolic, carboxylic, anhydride and pyrrolic groups of the asphalt, which are NCO-reactive groups. What is formed is a covalently linked polymer gel/ network. This allows not using the polyol and allows adding directly the emulsifiable polyisocyanate to the asphalt emulsion.
  • the asphalt used in the instant invention is any asphalt known and generally covers any bituminous compound. It can be any of the materials referred to as bitumen or asphalt, e.g. distillate, blown, high vacuum and cut-back bitumen, and also e.g. asphalt concrete, cast asphalt, asphalt mastic and natural asphalt. For example, directly distilled asphalt can be used, having, for example, a penetration of 80/100 or 180/220.
  • the emulsifiable polyisocyanate that is used is any kind of emulsifiable MDI, such as those disclosed in EP-A-0310345 and US-P-3996154, which are incorporated herein by reference.
  • One preferred class of emulsifiable MDI comprises those products obtained by pre-reacting an polyisocyanate, especially polymeric MDI, with a minor proportion of an alkoxypolyalkylene glycol (e.g.
  • emulsifiable polyisocyanates useful in this invention are monomeric, that is they are not prepolymers.
  • the self- emulsifiable polyisocyanate may be based on any organic polyisocyanate, for example low functionality MDI variants such as uretonimine modified MDI, but is preferably based on the mixtures known as polymethylene polyphenyl polyisocyanates or polymeric MDI.
  • Alkoxypolyalkylene glycols which may be reacted with the polyisocyanate to form the self-emulsifiable polyisocyanate include alkoxypolyethylene glycols, especially those having molecular weights in the range 250 to 4000, particularly 600 to 2000.
  • the alkoxy group suitably contains from one to six carbon atoms, the methoxypolyethylene glycols being preferred.
  • the amount of alkoxypolyalkylene glycol reacted with the polyisocyanate should be sufficient to provide an emulsifiable polyisocyanate which, in turn, yields an aqueous emulsion of the desired stability.
  • suitable self-emulsifiable polyisocyanates contain from 1 to 15 parts by weight of polyisocyanate/ alkoxypolyalkylene glycol reaction product for each 100 parts by weight of polyisocyanate.
  • the self-emulsifiable polyisocyanate when obtained may, if desired, be mixed with a further amount of the same or a different polyisocyanate.
  • Typical commercially available self-emulsifiable organic polyisocyanates include emulsifiable polymeric MDI sold under various trade names, for example Suprasec 1042 from Imperial Chemical Industries PLC.
  • the self-emulsifiable isocyanate is a reaction product of polymeric
  • MDI containing about 50 % of diisocyanates, with a methoxypolyethylene glycol having a molecular weight of approximately 650.
  • the aqueous emulsions of the invention can also comprise traditional emulsifiers, which can be present in amounts by weight, based on the total weight of the emulsion, of about 0.1 to 10%, preferably about 0.5 to 5%.
  • emulsifiers can be any emulsifiers traditionally used in the art, such as bentonite, anionic, cationic and non-ionic surfactants. Specific examples are polyamine hydrochloride, amido-amine hydrochloride and quaternary ammonium salt. These surfactants are disclosed in US-P-4724245, the respective part of the description being incorporated by reference. These further emulsifiers are generally present, when used, in the first emulsion prepared.
  • the invention also relates to a method for preparing said asphalt emulsion of the invention, comprising the steps of: - preparing an emulsion (A) by mixing (a) asphalt and (b) water, optionally in the presence of an emulsifier; and
  • the first step for preparing the intermediate asphalt emulsion and the final mixing step can be carried out using any suitable apparatus known in the art.
  • the first step is classical and known in the art; the second mixing step can be carried out, e.g., at room temperature.
  • the aqueous asphalt emulsions of the invention will be used as any classical asphalt emulsions of the prior art.
  • the aqueous asphalt emulsions of the invention will notably be useful for the production of:
  • the aqueous asphalt emulsions of the invention exhibit improved fatigue properties and higher resistance to permanent deformation, when compared to prior art aqueous asphalt emulsions.
  • the invention also provides a process for preparing the low and high compaction energy mixtures, comprising the step of mixing the aggregate and/or filler with the asphalt emulsion at room temperature, using for example a mechanical shear mixer.
  • a mechanical shear mixer for example a mechanical shear mixer.
  • Example 1 Low compaction energy mixtures.
  • a range of low compaction energy mixtures were prepared using a cationic bitumen emulsion (from Nynas), an emulsifiable isocyanate (Suprasec 1042 from ICI), coarse aggregate (14mm), fine aggregate (0 to 5 mm) and limestone filler ( ⁇ 75 microns).
  • the range of compositions made is shown in table 1 below.
  • bitumen emulsion and emulsifiable isocyanate were mixed using a low speed mechanical stirrer at room temperature. This mixture was then mixed with the aggregates using a mechanical shear mixer. The compositions were gently compacted by hand pressure (i.e. tapping). Following compaction the samples were left to cure at room temperature for several weeks.
  • Stiffness modulus values were determined for the compositions identified in table 1. The results obtained are presented in table 2.
  • Example 2 High compaction energy mixtures.
  • bitumen emulsion and emulsifiable isocyanate were mixed using a low speed mechanical stirrer at room temperature. This mixture was then mixed with the aggregates using a mechanical shear mixer. The compositions were compacted for 2 minutes using a Howard Frame which combines a limited static load and vibration.. Following compaction the samples were left to cure at room temperature for several weeks. Stiffness modulus values (MPa) were determined for the compositions identified in table 3. The results obtained are presented in table 4.

Abstract

The invention relates to an aqueous asphalt emulsion comprising, besides asphalt and water, an emulsifiable polyisocyanate. The invention also relates to an aggregate composition comprising said emulsion, and to processes for preparing said compositions.

Description

AQUEOUS EMULSION OF ASPHALT AND EMULSIFIABLE POLYISOCYANATE.
The instant invention provides an aqueous emulsion of asphalt and emulsifiable polyisocyanate.
US-P-4724245 discloses a method for preparing an aqueous emulsion of asphalt, comprising the steps of
- preparing an emulsion (A) by mixing (a) a first asphalt composition comprising asphalt and a polyisocyanate extender and (b) an aqueous phase comprising water and an emulsifier;
- preparing an emulsion (B) of a polyisocyanate in water; and
- mixing emulsions (A) and (B).
Polyisocyanate extenders are low molecular weight polyols, e.g. PEG, PPG, HTPB, etc. Polyisocyanates disclosed encompass all kinds of polyisocyanates, while the only disclosed example is Suprasec 1042, an emulsifiable MDI.
This process thus makes use of a polyol as a chain extender, which will react with the polyisocyanate contained in the second emulsion. This process also requires that two distinct emulsions be first prepared, the first asphalt emulsion and the second polyisocyanate emulsion, before the final asphalt emulsion is applied to the locus of interest. This requires additional work, which is detrimental to the efficiency of the process. Such a process also involves stability problems, since the second polyisocyanate emulsion is not stable. This problem is specifically noted in US-P-4724245, which indicates that the polyisocyanate emulsion is not stable more than 2 hours. This stability problem makes it necessary to prepare the polyisocyanate emulsion in situ, which again requires additional work and equipment. US-P-4724245 proposes to stabilize the polyisocyanate emulsion by reacting it with part of the emulsion (b) above, i.e. with part of the polyol chain extender, finally leading to a prepolymer emulsion.
The instant invention is based on the surprising effect that, in case no polyol is added to the aqueous asphalt, it is possible to add directly emulsifiable polyisocyanate to the asphalt emulsion while still obtaining surprisingly good results.
Thus, the instant invention provides an asphalt emulsion comprising, by weight based on the total weight of the emulsion: - about 95 to 50%, preferably about 90 to 60%, of asphalt and water, where the asphalt and water are present according to a weight ratio asphalt to water of about 1 :0.3 to 1 :2.0, preferably of about 1 :0.7 to
1 :1.5; and - about 5 to 50%, preferably about 10 to 40%, of an emulsifiable polyisocyanate. The emulsion may be used to provide an aggregate mixture, where said mixture comprises aggregates (coarse and/or fine) and/or filler (e.g. limestone) and the asphalt emulsion in an aggregate/filler:emulsion weight ratio from 3:1 to 20:1, preferably from 5:1 to 15:1.
This aggregate mixture can be either a low compaction energy mixture or a high compaction energy mixture.
Without wishing to be bound by a theory, applicant believes that the emulsifiable polyisocyanate can react with the phenolic, carboxylic, anhydride and pyrrolic groups of the asphalt, which are NCO-reactive groups. What is formed is a covalently linked polymer gel/ network. This allows not using the polyol and allows adding directly the emulsifiable polyisocyanate to the asphalt emulsion.
The asphalt used in the instant invention is any asphalt known and generally covers any bituminous compound. It can be any of the materials referred to as bitumen or asphalt, e.g. distillate, blown, high vacuum and cut-back bitumen, and also e.g. asphalt concrete, cast asphalt, asphalt mastic and natural asphalt. For example, directly distilled asphalt can be used, having, for example, a penetration of 80/100 or 180/220.
The emulsifiable polyisocyanate that is used is any kind of emulsifiable MDI, such as those disclosed in EP-A-0310345 and US-P-3996154, which are incorporated herein by reference. One preferred class of emulsifiable MDI comprises those products obtained by pre-reacting an polyisocyanate, especially polymeric MDI, with a minor proportion of an alkoxypolyalkylene glycol (e.g. one in which one of the glycol -OH groups has been converted to an alkoxy group, for example by reaction with a lower alcohol such as methanol and/or ethanol), such products being mixtures of the polyisocyanate and a minor proportion of a nonionic surfactant formed by reaction between the polyisocyanate and the alkoxypolyalkylene glycol. Preferred emulsifiable polyisocyanates useful in this invention are monomeric, that is they are not prepolymers. By virtue of being pre-reacted with a minor amount of an alkoxypolyalkylene glycol prior to being added to make the compositions of this invention, they do not require the external addition of emulsifying agents to form an emulsion with water, and hence are self-emulsifiable. The self- emulsifiable polyisocyanate may be based on any organic polyisocyanate, for example low functionality MDI variants such as uretonimine modified MDI, but is preferably based on the mixtures known as polymethylene polyphenyl polyisocyanates or polymeric MDI. Alkoxypolyalkylene glycols which may be reacted with the polyisocyanate to form the self-emulsifiable polyisocyanate include alkoxypolyethylene glycols, especially those having molecular weights in the range 250 to 4000, particularly 600 to 2000. The alkoxy group suitably contains from one to six carbon atoms, the methoxypolyethylene glycols being preferred. The amount of alkoxypolyalkylene glycol reacted with the polyisocyanate should be sufficient to provide an emulsifiable polyisocyanate which, in turn, yields an aqueous emulsion of the desired stability. In general, suitable self-emulsifiable polyisocyanates contain from 1 to 15 parts by weight of polyisocyanate/ alkoxypolyalkylene glycol reaction product for each 100 parts by weight of polyisocyanate. The self-emulsifiable polyisocyanate when obtained may, if desired, be mixed with a further amount of the same or a different polyisocyanate.
Typical commercially available self-emulsifiable organic polyisocyanates include emulsifiable polymeric MDI sold under various trade names, for example Suprasec 1042 from Imperial Chemical Industries PLC. For example, the self-emulsifiable isocyanate is a reaction product of polymeric
MDI, containing about 50 % of diisocyanates, with a methoxypolyethylene glycol having a molecular weight of approximately 650.
The aqueous emulsions of the invention can also comprise traditional emulsifiers, which can be present in amounts by weight, based on the total weight of the emulsion, of about 0.1 to 10%, preferably about 0.5 to 5%. Such emulsifiers can be any emulsifiers traditionally used in the art, such as bentonite, anionic, cationic and non-ionic surfactants. Specific examples are polyamine hydrochloride, amido-amine hydrochloride and quaternary ammonium salt. These surfactants are disclosed in US-P-4724245, the respective part of the description being incorporated by reference. These further emulsifiers are generally present, when used, in the first emulsion prepared.
The invention also relates to a method for preparing said asphalt emulsion of the invention, comprising the steps of: - preparing an emulsion (A) by mixing (a) asphalt and (b) water, optionally in the presence of an emulsifier; and
- mixing emulsion (A) and the emulsifiable polyisocyanate.
The first step for preparing the intermediate asphalt emulsion and the final mixing step can be carried out using any suitable apparatus known in the art. The first step is classical and known in the art; the second mixing step can be carried out, e.g., at room temperature.
The aqueous asphalt emulsions of the invention will be used as any classical asphalt emulsions of the prior art. The aqueous asphalt emulsions of the invention will notably be useful for the production of:
- paints and coatings, particularly for waterproofing,
- mastics for filling joints and sealing cracks
- grouts and cold-poured surfaces for surfacing of roads, aerodromes, sports grounds, etc. - cold coatings for surfacing as above
- surface coatings for surfacing as above
The aqueous asphalt emulsions of the invention exhibit improved fatigue properties and higher resistance to permanent deformation, when compared to prior art aqueous asphalt emulsions. The invention also provides a process for preparing the low and high compaction energy mixtures, comprising the step of mixing the aggregate and/or filler with the asphalt emulsion at room temperature, using for example a mechanical shear mixer. The following examples illustrate the invention without limiting it.
Example 1 : Low compaction energy mixtures.
A range of low compaction energy mixtures were prepared using a cationic bitumen emulsion (from Nynas), an emulsifiable isocyanate (Suprasec 1042 from ICI), coarse aggregate (14mm), fine aggregate (0 to 5 mm) and limestone filler (<75 microns). The range of compositions made is shown in table 1 below.
Figure imgf000006_0001
The bitumen emulsion and emulsifiable isocyanate were mixed using a low speed mechanical stirrer at room temperature. This mixture was then mixed with the aggregates using a mechanical shear mixer. The compositions were gently compacted by hand pressure (i.e. tapping). Following compaction the samples were left to cure at room temperature for several weeks.
Stiffness modulus values (MPa) were determined for the compositions identified in table 1. The results obtained are presented in table 2.
Figure imgf000006_0002
Example 2: High compaction energy mixtures.
High compaction energy mixtures were prepared as in example 1. The compositions evaluated are given in table 3 below.
Figure imgf000007_0001
The bitumen emulsion and emulsifiable isocyanate were mixed using a low speed mechanical stirrer at room temperature. This mixture was then mixed with the aggregates using a mechanical shear mixer. The compositions were compacted for 2 minutes using a Howard Frame which combines a limited static load and vibration.. Following compaction the samples were left to cure at room temperature for several weeks. Stiffness modulus values (MPa) were determined for the compositions identified in table 3. The results obtained are presented in table 4.
Figure imgf000007_0002
The fatigue properties (number of cycles to failure) of the compacted mixtures were evaluated by subjecting the samples to dynamic loading using a Nottingham Asphalt Tester. The results obtained are presented in table 5.
Figure imgf000007_0003

Claims

1. An aqueous asphalt emulsion comprising, by weight, based on the total weight of the emulsion: - about 95 to 50% of asphalt and water, where the asphalt and water are present according to a weight ratio of about 1 :0.3 to 1 :2.0; and
- about 5 to 50%) of an emulsifiable polyisocyanate.
2. The aqueous asphalt emulsion of claim 1, comprising, based on the total weight of the emulsion:
- about 90 to 60% of asphalt and water; and
- about 10 to 40%o of an emulsifiable polyisocyanate.
3. The aqueous asphalt emulsion of claim 1 or 2, where the emulsifiable polyisocyanate contains from 1 to 15 parts by weight of polyisocyanate/alkoxypolyalkylene glycol reaction product for each 100 parts by weight of polyisocyanate, and where the polyisocyanate is polymeric MDI and the alkoxypolyalkylene glycols has a molecular weight in the range 250 to 4000, and contains from one to six carbon atoms.
4. An aggregate mixture comprising aggregates and/or filler and the asphalt emulsion of claim 1, 2 or 3, in an aggregate/filler: emulsion weight ratio from 3: 1 to 20:1, preferably from 5:1 to 15:1.
5. The mixture of claim 4 which is a low compaction energy mixture.
6. The mixture of claim 4 which is a high compaction energy mixture.
7. A process for preparing the aqueous asphalt emulsion of claims 1-3, comprising the steps of: - preparing an emulsion (A) by mixing (a) asphalt and (b) water, optionally in the presence of an emulsifier; and - mixing emulsion (A) and the emulsifiable polyisocyanate. A process for preparing the aggregate mixture of claims 4-7, comprising the steps of mixing the aggregate and/filler with the asphalt emulsion of claims 1-3.
PCT/EP2000/009556 1999-10-25 2000-09-29 Aqueous emulsion of asphalt and emulsifiable polyisocyanate WO2001030912A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU11322/01A AU1132201A (en) 1999-10-25 2000-09-29 Aqueous emulsion of asphalt and emulsifiable polyisocyanate

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP99121282 1999-10-25
EP99121282.0 1999-10-25

Publications (1)

Publication Number Publication Date
WO2001030912A1 true WO2001030912A1 (en) 2001-05-03

Family

ID=8239278

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2000/009556 WO2001030912A1 (en) 1999-10-25 2000-09-29 Aqueous emulsion of asphalt and emulsifiable polyisocyanate

Country Status (2)

Country Link
AU (1) AU1132201A (en)
WO (1) WO2001030912A1 (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001313940A (en) * 2000-02-08 2001-11-09 Deutsche Thomson Brandt Gmbh Method and device for bit rate control in video or audio encoder
WO2018228840A1 (en) 2017-06-14 2018-12-20 Basf Se Asphalt composition comprising thermosetting reactive compounds
WO2020035403A1 (en) 2018-08-15 2020-02-20 Basf Se Asphalt composition comprising a mixture of an isocyanate and a polymer as performance additives
WO2020126585A1 (en) 2018-12-18 2020-06-25 Basf Se Asphalt composition comprising monomeric mdi as thermosetting reactive compound
WO2021053101A1 (en) 2019-09-18 2021-03-25 Basf Se Process for the preparation of an asphalt mix composition
WO2021148418A1 (en) 2020-01-21 2021-07-29 Basf Se Asphalt composition comprising thermosetting reactive compound
WO2021148313A1 (en) 2020-01-23 2021-07-29 Basf Se Low temperature process for the preparation of an asphalt mix composition
WO2021225574A1 (en) * 2020-05-04 2021-11-11 Basf Se Isocyanate-modified asphalt compositions
WO2021254815A1 (en) 2020-06-19 2021-12-23 Basf Se Asphalt composition comprising a mixture of an isocyanate and a plasticizer as performanceadditives
WO2023031443A1 (en) 2021-09-03 2023-03-09 Basf Se Process for preparation of asphalt mix composition
WO2023031441A1 (en) 2021-09-03 2023-03-09 Basf Se Process for preparation of asphalt mix composition, asphalt mix composition and its use

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2250858A1 (en) * 1973-11-09 1975-06-06 Kao Corp
US3909474A (en) * 1971-09-27 1975-09-30 Atlantic Richfield Co Road surface stabilization
EP0219399A1 (en) * 1985-09-30 1987-04-22 Screg Routes Et Travaux Publics Process for preparing a bitumen-polyurethane aqueous emulsion composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3909474A (en) * 1971-09-27 1975-09-30 Atlantic Richfield Co Road surface stabilization
FR2250858A1 (en) * 1973-11-09 1975-06-06 Kao Corp
EP0219399A1 (en) * 1985-09-30 1987-04-22 Screg Routes Et Travaux Publics Process for preparing a bitumen-polyurethane aqueous emulsion composition
US4724245A (en) * 1985-09-30 1988-02-09 Screg Routes Et Travaux Publics Process for the preparation of an aqueous emulsion composition of asphalt-polyurethane

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4634622B2 (en) * 2000-02-08 2011-02-16 ドイチェ トムソン−ブラント ゲーエムベーハー Method and apparatus for bit rate control in a video or audio encoder
JP2001313940A (en) * 2000-02-08 2001-11-09 Deutsche Thomson Brandt Gmbh Method and device for bit rate control in video or audio encoder
US11059749B2 (en) 2017-06-14 2021-07-13 Basf Se Asphalt composition comprising thermosetting reactive compounds
WO2018228840A1 (en) 2017-06-14 2018-12-20 Basf Se Asphalt composition comprising thermosetting reactive compounds
WO2020035403A1 (en) 2018-08-15 2020-02-20 Basf Se Asphalt composition comprising a mixture of an isocyanate and a polymer as performance additives
WO2020126585A1 (en) 2018-12-18 2020-06-25 Basf Se Asphalt composition comprising monomeric mdi as thermosetting reactive compound
WO2021053101A1 (en) 2019-09-18 2021-03-25 Basf Se Process for the preparation of an asphalt mix composition
WO2021148418A1 (en) 2020-01-21 2021-07-29 Basf Se Asphalt composition comprising thermosetting reactive compound
WO2021148313A1 (en) 2020-01-23 2021-07-29 Basf Se Low temperature process for the preparation of an asphalt mix composition
CN114981362A (en) * 2020-01-23 2022-08-30 巴斯夫欧洲公司 Low temperature process for preparing asphalt mixture composition
CN114981362B (en) * 2020-01-23 2024-04-16 巴斯夫欧洲公司 Low temperature process for preparing asphalt mixture compositions
WO2021225574A1 (en) * 2020-05-04 2021-11-11 Basf Se Isocyanate-modified asphalt compositions
WO2021254815A1 (en) 2020-06-19 2021-12-23 Basf Se Asphalt composition comprising a mixture of an isocyanate and a plasticizer as performanceadditives
WO2023031443A1 (en) 2021-09-03 2023-03-09 Basf Se Process for preparation of asphalt mix composition
WO2023031441A1 (en) 2021-09-03 2023-03-09 Basf Se Process for preparation of asphalt mix composition, asphalt mix composition and its use

Also Published As

Publication number Publication date
AU1132201A (en) 2001-05-08

Similar Documents

Publication Publication Date Title
JP4092020B2 (en) Water dispersible or water soluble polyurethanes as additives for building materials
JP2592574B2 (en) Curing agent for aqueous epoxy resin dispersion and method for producing the same
US8252865B2 (en) Supramolecular polymer-containing bituminous composition
WO2001030912A1 (en) Aqueous emulsion of asphalt and emulsifiable polyisocyanate
US4724245A (en) Process for the preparation of an aqueous emulsion composition of asphalt-polyurethane
MXPA98007427A (en) Polyurethanes dispersible in water or soluble in water, as additives for construction materials
CN1189471A (en) Use of nonionic, water-dispersible polyisocyanates as concrete additives
US20090182085A1 (en) Polyurethane-based retention, covering, filling and reinforcement composition
CN110719940A (en) Bitumen composition comprising a thermosetting reactive compound
WO2015078178A1 (en) Polyurethane based asphalt composition
EP3368233A1 (en) Phenol formaldehyde resin-free binder for foundry moulding sand
EP0013112A1 (en) Emulsifiable compositions and aqueous emulsions of organic isocyanates, and process using them as binders for manufacturing lignocellulose sheets
CA1195048A (en) Stable aqueous polyisocyanate emulsions
US20050124736A1 (en) Compositions based on aqueous dispersions jof bitumen and polyurethane method for the preparation thereof and uses thereof
RU2303613C1 (en) Method of modifying bitumen with polyurethanes
KR20160047006A (en) High strength and high temperature epoxy asphalt admixture and construction method thereof
EP4031625A1 (en) Process for the preparation of an asphalt mix composition
US20130066023A1 (en) Reactive isocyanate-terminated prepolymers for binder applications
GB2075038A (en) Isocyanate-containing emulsions and their use in a process for manufacturing sheets or moulded bodies
WO2001018122A1 (en) Polymer-modified asphalt emulsion
EP4093825B1 (en) Low temperature process for the preparation of an asphalt mix composition
IL47584A (en) Urea copolymer compositions containing silica fillers
SU1151557A1 (en) Polyurethaneepoxy composition
MXJL01000012A (en) Emulsifying composition for preparing water-in-asphalt.
DE2614913A1 (en) PROCESS FOR MANUFACTURING A SELF-HOLDING BITUMEN-CONTAINING MASS

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ 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 MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US 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 MZ 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
NENP Non-entry into the national phase

Ref country code: JP