EP1189990A1 - Verwendung von emulgatoren - Google Patents
Verwendung von emulgatorenInfo
- Publication number
- EP1189990A1 EP1189990A1 EP00936898A EP00936898A EP1189990A1 EP 1189990 A1 EP1189990 A1 EP 1189990A1 EP 00936898 A EP00936898 A EP 00936898A EP 00936898 A EP00936898 A EP 00936898A EP 1189990 A1 EP1189990 A1 EP 1189990A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- aminophenyl
- fatty acid
- polymers
- use according
- quaternized
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/32—Liquid carbonaceous fuels consisting of coal-oil suspensions or aqueous emulsions or oil emulsions
- C10L1/328—Oil emulsions containing water or any other hydrophilic phase
Definitions
- the invention is in the field of bitumen emulsions and relates to new emulsifiers for the production of bitumen emulsions and the use of cation polymers as additives for the production of such preparations.
- Bitumen is a dark-colored, semi-solid to hard, meltable, high-molecular hydrocarbon mixture obtained during the gentle processing of petroleum. Usually it is a colloidal system, especially brine, in an oily matrix (Maltene) dark, resin or carbon-like particles with molar Contain masses in the range of about 300 to 3000, which are referred to as asphaltenes.
- Aqueous bitumen emulsions are mainly used in road construction. Diamines, for example N-stearylpropylene diamine, or fatty acid amidoamines, such as, for example, tallow fatty acid amidopropylamine, have proven to be suitable as emulsifiers for this purpose.
- bitumen emulsions When producing bitumen emulsions, there are basically two different types of processes: If the bitumen is to be processed directly on site, it is important that the open time, ie the time until setting, is as short as possible. In practice, this means that the bitumen emulsion should break as quickly as possible when it comes into contact with the fillers; in this context one also speaks of a high breaking speed. In the second case, the bitumen emulsion is produced in the factory, so that, conversely, one is interested in a large open time so that the bitumen does not set during transport. The lowest possible breaking speed is desired here.
- a simple test procedure has been established to characterize the breaking speed of a bitumen emulsion: 100 g of a bitumen emulsion are added under strong shear until fillers are added until the emulsion breaks, ie the water separates out. The fracture index is then calculated from the weight ratio of added filler to emulsion multiplied by a factor of 100. The higher the proportion of filler, the "slower" the emulsion, ie the lower the breakage speed. So far, the only possibility is the breakage speed to control a bitumen emulsion roughly by the nature of the emulsifier and its amount, therefore the object of the present invention was to provide emulsifiers which can be used to adjust the breaking rate as required. Description of the invention
- the invention relates to the use of emulsifiers containing
- Fatty acid amidoamines are known fatty substances which can be obtained by the relevant processes in organic chemistry. Fatty acids are preferably condensed together with polyvalent amines and the water of reaction is continuously removed from equilibrium. As a rule, the fatty acid amidoamines follow the formula (I)
- R 1 CO represents a linear or branched, saturated or unsaturated acyl radical
- R 2 and R 3 independently of one another represent hydrogen or an alkyl radical having 1 to 3 carbon atoms and n represents numbers from 1 to 10.
- Typical examples are fatty acid, the fatty acid component is nol Listere of caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, Li, linolenic acid, eleostearic acid, arachidonic acid, gadoleic , Behenic acid and erucic acid and their technical mixtures.
- ethylenediamine N-methylethylenediamine, N, N-dimethylethylenediamine, propylenediamine, N-methylpropylenediamine, NN-dimethylpropylenediamine, butylenediamine, N-methyl-butylenediamine, N, N, dimethylbutylenediamine, pentylenediamine, pentylenediamine N, N, dimethylpen-tylenediamine, He- xylenediamine, N-methylhexylenediamine, N, N, dimethylhexylenediamine, heptylenediamine, N-methylheptylenediamine, N, N, dimethylheptylenediamine, octylenediamine, N-methyloctylenediamine, NNDimethyloctylenediamine, nonylenediamine, dimethylnonylenediamine, N-methyl
- Fatty acid amidoamines of the formula (I) are preferably used, in which R 1 CO represents the acyl radical of coconut fatty acid, tallow fatty acid and partially hydrogenated tallow fatty acid and / or R 2 and R 3 is methyl and n is 3.
- Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g. Luviquat® (BASF), condensation products of polyglycols and
- Amines such as, for example, lauryldimonium hydroxy propyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, such as, for example, amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (sand) diethylenetriamine (sand) Acrylic acid with dimethyldiallylammonium chloride (Merquat® 550 / Chemviron), cholinates, polyaminopolyamides, as described, for example, in FR 2252840 A and their crosslinked water-soluble polymers, cationic chitin derivatives such as, for example, quaternized chitosan, optionally microcrystalline, condensation products from dihaloalkylene len, such as, for example, dibromobutane with bisdialkylamines, such as, for example,
- the emulsifiers are used in amounts of 0.15 to 1% by weight, based on the bitumen emulsions.
- the aqueous emulsifier solution and the bitumen from separate tanks are preferably placed in a mixing apparatus in which the homogenization takes place under strong shear.
- a mixing apparatus for example, an Ultra-Turrax or a colloid mill are suitable for this purpose.
- the emulsifiers are usually heated to 50 to 70 ° C., while the bitumen has temperatures above 120 and preferably from 140 to 150 ° C. for reasons of processability and pumpability.
- the resulting emulsion generally has a mixing temperature in the range of 60 to 90 ° C.
- bitumen emulsions allow the breaking rate to be controlled, ie the setting of a defined breaking index, and leads to an improvement in the stability of the emulsions.
- Another object of the invention therefore relates to the use of cation polymers as auxiliaries for the preparation of bitumen emulsions in which they - preferably together with fatty acid amidoamines - in amounts of 0.05 to 0.5 and in particular 0.1 to 0.2 wt. -% - based on the emulsions - may be included.
- Example H 540 g (2 mol) of tallow fatty acid and 1 g of hypophosphoric acid were placed in a 1 liter three-necked flask equipped with a stirrer, reflux condenser and distillation head at 70 ° C. The temperature was raised to 140 ° C. and 218 g (2.1 mol) of dimethylaminopropylamine (DAPA) were then added in portions over the course of 2 hours. The mixture was then kept at 200 ° C. for 3 hours and the water of condensation was continuously separated until the reaction product had an acid number below 5 mg KOH / g. The temperature was then reduced to 160 ° C. and unreacted DAPA was distilled off in vacuo.
- DAPA dimethylaminopropylamine
- A acrylamide-diallylammonium chloride copolymer
- B acrylamide-acrylcholinate copolymer
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Polyamides (AREA)
- Cosmetics (AREA)
Description
Claims
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19929962 | 1999-06-29 | ||
| DE19929962A DE19929962C2 (de) | 1999-06-29 | 1999-06-29 | Verwendung von Emulgatoren |
| PCT/EP2000/005668 WO2001000734A1 (de) | 1999-06-29 | 2000-06-20 | Verwendung von emulgatoren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1189990A1 true EP1189990A1 (de) | 2002-03-27 |
| EP1189990B1 EP1189990B1 (de) | 2003-02-26 |
Family
ID=7913055
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00936898A Expired - Lifetime EP1189990B1 (de) | 1999-06-29 | 2000-06-20 | Verwendung von emulgatoren |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1189990B1 (de) |
| AT (1) | ATE233298T1 (de) |
| AU (1) | AU5222100A (de) |
| DE (2) | DE19929962C2 (de) |
| ES (1) | ES2193084T3 (de) |
| WO (1) | WO2001000734A1 (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10224847B4 (de) * | 2002-06-05 | 2006-04-13 | Clariant Gmbh | Umsetzungsprodukte aus Mischungen langkettiger Fettsäuren und aliphatischen Diaminen und deren Verwendung |
| ES2351402T3 (es) | 2005-11-03 | 2011-02-04 | Cognis Ip Management Gmbh | Emulsiones pit. |
| EP2083050A1 (de) | 2008-01-22 | 2009-07-29 | Cognis IP Management GmbH | Zusammensetzungen für den Straßenbau |
| BR112017011254A2 (pt) * | 2014-12-05 | 2018-04-03 | Akzo Nobel Chemicals Int Bv | composição de emulsão de betume em água, emulsão de betume em água, método de aplicação de pavimentação a superfície, e composição aditiva apropriada para uso com uma mistura de material de betume e agregados |
| GB201707556D0 (en) * | 2017-05-11 | 2017-06-28 | Quadrise Int Ltd | Oil-in water emulsions |
| FR3148031A1 (fr) | 2023-04-24 | 2024-10-25 | Arkema France | Agents stabilisants pour compositions bitumineuses |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1769804C3 (de) * | 1967-07-19 | 1975-09-11 | Kao Soap Co., Ltd., Tokio | Asphalt-in-Wasser-Emulsion |
| US4464286A (en) * | 1982-04-26 | 1984-08-07 | Westvaco Corporation | Cationic bituminous emulsions |
| DD291330A5 (de) * | 1990-01-03 | 1991-06-27 | "Otto Grotewohl" Boehlen,De | Verfahren zur brechzeitregulierung nichtionogener und kationaktiver bitumenemulsionen |
| US5019610A (en) * | 1990-10-18 | 1991-05-28 | Sherex Chemical Company, Inc. | Process for the production of polymer-modified asphalts and asphalts emulsions |
| US5242492A (en) * | 1991-05-13 | 1993-09-07 | Asphalt Technology & Consulting, Inc. | Microsurfacing system |
| US5362314A (en) * | 1992-06-15 | 1994-11-08 | Exxon Chemical Patents, Inc. | Additive modified bituminous emulsions |
| US5328505A (en) * | 1992-10-16 | 1994-07-12 | Westvaco Corporation | Cationic aqueous bituminous aggregate slurries for hot climates |
-
1999
- 1999-06-29 DE DE19929962A patent/DE19929962C2/de not_active Expired - Fee Related
-
2000
- 2000-06-20 EP EP00936898A patent/EP1189990B1/de not_active Expired - Lifetime
- 2000-06-20 ES ES00936898T patent/ES2193084T3/es not_active Expired - Lifetime
- 2000-06-20 AU AU52221/00A patent/AU5222100A/en not_active Abandoned
- 2000-06-20 AT AT00936898T patent/ATE233298T1/de not_active IP Right Cessation
- 2000-06-20 WO PCT/EP2000/005668 patent/WO2001000734A1/de not_active Ceased
- 2000-06-20 DE DE50001337T patent/DE50001337D1/de not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0100734A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2193084T3 (es) | 2003-11-01 |
| DE19929962C2 (de) | 2002-11-14 |
| EP1189990B1 (de) | 2003-02-26 |
| DE50001337D1 (de) | 2003-04-03 |
| WO2001000734A1 (de) | 2001-01-04 |
| ATE233298T1 (de) | 2003-03-15 |
| DE19929962A1 (de) | 2001-01-11 |
| AU5222100A (en) | 2001-01-31 |
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