WO1992004092A1 - Utilisation d'ethers de glycerine comme adjuvants de la deshydratation de matieres solides - Google Patents

Utilisation d'ethers de glycerine comme adjuvants de la deshydratation de matieres solides Download PDF

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Publication number
WO1992004092A1
WO1992004092A1 PCT/EP1991/001626 EP9101626W WO9204092A1 WO 1992004092 A1 WO1992004092 A1 WO 1992004092A1 EP 9101626 W EP9101626 W EP 9101626W WO 9204092 A1 WO9204092 A1 WO 9204092A1
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WO
WIPO (PCT)
Prior art keywords
substituents
carbon atoms
general formula
water
dewatering
Prior art date
Application number
PCT/EP1991/001626
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German (de)
English (en)
Inventor
Rita Köster
Maria Liphard
Gilbert Schenker
Gerhard Stoll
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Publication of WO1992004092A1 publication Critical patent/WO1992004092A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D12/00—Displacing liquid, e.g. from wet solids or from dispersions of liquids or from solids in liquids, by means of another liquid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
    • B03B—SEPARATING SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS
    • B03B1/00—Conditioning for facilitating separation by altering physical properties of the matter to be treated
    • B03B1/04—Conditioning for facilitating separation by altering physical properties of the matter to be treated by additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26—DRYING
    • F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B5/00—Drying solid materials or objects by processes not involving the application of heat
    • F26B5/005—Drying solid materials or objects by processes not involving the application of heat by dipping them into or mixing them with a chemical liquid, e.g. organic; chemical, e.g. organic, dewatering aids

Definitions

  • the invention relates to the use of 1 to 3 free hydroxyl-containing glycerol ethers of the general formula I.
  • R--, R 2 and R-3 are substituents from the group formed by hydrogen atoms, alkyl groups with 8 to 22 carbon atoms and hydroxyalkyl groups with 8 to 28 carbon atoms and the sum of x, y and z is a number in the range from 1 to 20 is
  • At least one of the substituents R- 1 , R-- and R3 is hydrogen if one or 2 of the substituents R - * -, R2 and R3 are alkyl groups with 8 to 22 carbon atoms,
  • surfactants as dewatering aids for dewatering water-containing fine particulate solids, in particular hard coal, by means of which the residual moisture of fine and fine coal can be reduced.
  • the reason for this is the property of the surfactants, to reduce the surface tension and the capillary pressure of the water in the aggregate. At the same time, the work of adhesion to detach the surface water is reduced. This leads to the use of surfactants an improved drainage with unchanged energy expenditure.
  • Dialkyl sulfosuccinates (US Pat. No. 2,266,954) and nonionic surfactants of the alkylphenol polyglycol ether type [Erzmetall 30, 292 (1977)] have been described as surfactant dewatering aids of the type mentioned above.
  • these surfactants have the disadvantage of considerable foam formation, which leads to considerable problems in the processing plants, in particular when water is circulated in the usual way.
  • the invention is based on the knowledge that glycerol ethers of the general formula I, when used in water / solids systems without foaming, increase the dewatering speed and lower the residual moisture of the dewatered solids.
  • the alkyl groups with 8 to 22 carbon atoms which can form the substituents R 1 , R 2 and / or R 3 , can be straight-chain, branched or cyclic; straight-chain alkyl groups are preferred.
  • Typical examples of such alkyl groups are 2-ethylhexyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, octadecyl, eicosyl or docosyl.
  • the groups R 1 , R 2 and / or R 3 can also be hydroxyalkyl groups with 8 to 28 carbon atoms, which are formally derived from the alkyl groups of the abovementioned list with a corresponding carbon number and one or more, in particular one Have OH substituents.
  • a good water solubility of at least 0.1, preferably 1 to 50 g / l is advantageous for the glycerol ethers. If glycerol ethers of the formula (I) are used in which R 1 , R 2 and / or R 3 are long-chain alkyl radicals, it has proven advantageous proved to select higher values for the sum of x, y and z within the given limits in order to ensure sufficient water solubility.
  • the glycerol ethers of the general formula I are known compounds and are described in the published Japanese patent applications 54-93 198 and 58-67 779; they can be obtained, for example, by alkylating 1 mol of an adduct of 1 to 20, in particular 1 to 10, mol of ethylene oxide and 1 mol of glycerol with 1 to 2 mol of an alkyl halide or alkyl sulfate, in particular an alkyl chloride having 8 to 22 carbon atoms, or 1 mol of the aforementioned adduct of ethylene oxide with glycerol is reacted with 1 to 3 mol of an epoxide of an alkene having 8 to 28 carbon atoms, in particular an alkene with a terminal olefinic double bond.
  • the glycerol ethers of the formula I to be used according to the invention are product mixtures of different glycerol ethers, so that the numbers given for the formula I for the substituents R 1 , R 2 and R 3 and for the sum of x, y and z are only averages.
  • glycerol ethers of the general formula I are used in which (on average) 1 to 2 of the substituents R 1 , R 2 and R 3 are alkyl groups with 12 to 18 carbon atoms and (on average) 2 to 1 of the Substituents R 1 , R 2 and R 3 represent hydrogen atoms.
  • glycerol ethers of the general formula I are used in which (on average) 1 to 3 of the substituents R 1 , R 2 and R 3 are 2-hydroxyalkyl groups with 10 to 18 carbon atoms and 2 to 0 of the substituents R. 1 , R 2 and R 3 mean hydrogen atoms.
  • glycerol ethers of the general formula I are used in which the sum of x, y and z is an (average) number in the range from 1 to 10 and R 1, R 2 and R 3 are as above are defined.
  • the glycerol ethers of the general formula I are used in an amount in the range from 0.5 to 10, in particular from 3 to 8, kg per m 3 of the water to be removed from the finely divided solids.
  • the glycerol ethers of the general formula I are particularly suitable for dewatering water-containing, finely divided hard coal or coke; however, they can also be used for dewatering other water / solids systems, e.g. can be used for processed ores or gangue materials in ore mining, sewage sludge or the like.
  • a further advantage of the glycerol ethers of the general formula I to be used according to the invention is that they can be combined with surfactants of different composition, e.g.
  • dialkyl sulfosuccinates such as di-n-octyl sulfosuccinates or polyacrylamides, which were added to the solids to be dewatered in previous treatment stages, are compatible and can optionally also be used in combination with these surfactants.
  • the invention further relates to processes for the dewatering of water-containing, finely divided solids, in particular hard coal or coke, in which the glycerol ethers of the general formula I are used as drainage aids; the The parameters to be observed for the structure of the glycerol ethers and the addition of the glycerol ethers to the solids to be dewatered result from the above statements.
  • surfactant used here and below refers to the glycerol ethers of the general formula I.
  • reaction of the adduct according to a) with 1,2-epoxydodecane 223.6 (0.72 mol) of the addition product described under a) of 5 mol of ethylene oxide and 1 mol of glycerol and 4.6 g of a 30% solution of sodium methylate in methanol were placed in a three-necked flask with a contact thermometer and reflux condenser. The flask was evacuated in a water jet vacuum; the methanol contained was drawn off at 80 ° C. for 10 min. After venting with argon or nitrogen, 274 g of 1,2-epoxydodecane were added; the reaction mixture was heated to 160 ° C for 30 min. The epoxide number of the reaction product (product C), determined according to RR Jay, Analyt. Chem. 1964, 3_6_, 667, was 0.18%.
  • the fine coal was treated with aqueous solutions of the glycerol ethers of a defined concentration and dewatered under defined conditions; the Residual moisture achieved with and without the addition of surfactant was determined in accordance with DIN 51718 by drying at 106 ° C. and weighing.
  • the present examples are laboratory tests in which the amounts of surfactant used in kg are based on 1000 kg of the solids to be dewatered (calculated as water-free solids). In practice, the amount of surfactant required will be lower than that used in the examples; in addition, in the practical implementation of solid dewatering, the required amounts of surfactant are used depending on the amount of water to be removed from the solid.
  • a pressure filter was used, which was a closed filter chute which was filled with the material to be dewatered.
  • the drainage was carried out by applying a pressure of 3 bar to the filter.
  • the drainage time was 30 s.
  • a filter fabric with a mesh size of 0.2 mm was used as the filter material.
  • the tested surfactants the surfactant concentration of the solution with which the coal was treated, the calculated amount of surfactant per 1000 kg of coal and the residual moisture determined are summarized in Table 2.
  • a cup centrifuge was used here, with which centrifugal values of 15 to 2000 can be achieved at speeds of 300 to 3400 rpm.
  • Perforated plates with sieve openings of 0.4 x 4.0 mm were used as the sieve covering for the centrifuge; the surfactants used as filter aids were dissolved in distilled water in concentrations of 0.1 g / 1 and 1.0 g / 1.
  • 400 ml of the surfactant-containing solutions were placed in a glass vessel. 25 g of coal were immersed in each of these solutions. The wetting time was 60 s in each case. This was followed by a constant draining time of 180 s for the pre-dewatering of the samples.
  • Table 3 The values obtained in the preliminary dewatering of the samples, the surfactant concentration and the calculated amount of surfactant per 1000 kg of coal are summarized in Table 3.
  • a surfactant solution with 0.1 g / 1 made it possible to lower the residual moisture to 4.0% by weight with a centrifugal value of 111.
  • a surfactant solution with 1.0 g / 1 lowered the residual moisture up to 3.0%. These values can also be achieved with short drainage times.

Abstract

L'utilisation comme adjuvants de la déshydratation de matières solides aqueuses finement pulvérisées d'éthers de glycérine ayant 1 à 3 groupes hydroxyles libres et la formule générale (I), dans laquelle R?1, R2 et R3¿ représentent des substituants du groupe formé par des atomes d'hydrogènes, des groupes alkyles ayant 8 à 22 atomes de carbone et des groupes hydroxyalkyle ayant 8 à 28 atomes de carbone, et la somme de x, y, et z est un nombre compris entre 1 et 20, à condition que (a) au moins un des substituants R?1, R2 et R3¿ ne représente pas l'hydrogène et (b) au moins un des substituants R?1, R2 et R3¿ représente l'hydrogène, lorsqu'un ou deux substituants R?1, R2 et R3¿ représentent des groupes alkyle ayant 8 à 22 atomes de carbone, permet d'obtenir des matières solides à faible teneur en eau sans formation de mousse dans l'eau extraite.
PCT/EP1991/001626 1990-09-04 1991-08-27 Utilisation d'ethers de glycerine comme adjuvants de la deshydratation de matieres solides WO1992004092A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4028026.8 1990-09-04
DE4028026A DE4028026A1 (de) 1990-09-04 1990-09-04 Verwendung von glycerinethern als hilfsmittel fuer die feststoffentwaesserung

Publications (1)

Publication Number Publication Date
WO1992004092A1 true WO1992004092A1 (fr) 1992-03-19

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PCT/EP1991/001626 WO1992004092A1 (fr) 1990-09-04 1991-08-27 Utilisation d'ethers de glycerine comme adjuvants de la deshydratation de matieres solides

Country Status (5)

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AU (1) AU8404391A (fr)
DE (1) DE4028026A1 (fr)
MX (1) MX9100918A (fr)
WO (1) WO1992004092A1 (fr)
ZA (1) ZA916982B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993024798A1 (fr) * 1992-06-01 1993-12-09 Henkel Kommanditgesellschaft Auf Aktien Procede de deshydratation de suspensions de matieres solides finement divisees

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2336365A1 (fr) * 1975-12-24 1977-07-22 Procter & Gamble Composes detergents a base d'ether de glyceryle
US4156649A (en) * 1977-07-07 1979-05-29 Betz Laboratories, Inc. Dewatering ore concentrates with branched alkyl ethoxylated alcohol
DE3144371A1 (de) * 1980-11-13 1982-06-09 Basf Ag, 6700 Ludwigshafen Schaumarme und biologisch abbaubare mit glycerinetherresten endgruppenverschlossene alkoxylierungsprodukte, ein verfahren zu ihrer herstellung und ihre verwendung als tenside in wasch- und reinigungsmitteln
EP0346736A2 (fr) * 1988-06-11 1989-12-20 BASF Aktiengesellschaft Polyéther

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2336365A1 (fr) * 1975-12-24 1977-07-22 Procter & Gamble Composes detergents a base d'ether de glyceryle
US4156649A (en) * 1977-07-07 1979-05-29 Betz Laboratories, Inc. Dewatering ore concentrates with branched alkyl ethoxylated alcohol
DE3144371A1 (de) * 1980-11-13 1982-06-09 Basf Ag, 6700 Ludwigshafen Schaumarme und biologisch abbaubare mit glycerinetherresten endgruppenverschlossene alkoxylierungsprodukte, ein verfahren zu ihrer herstellung und ihre verwendung als tenside in wasch- und reinigungsmitteln
EP0346736A2 (fr) * 1988-06-11 1989-12-20 BASF Aktiengesellschaft Polyéther

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ERZMETALL Bd. 30, Nr. 7/8, 1977, Seiten 292 - 294; R. NIESSEN: 'Erfahrungen mit dem Einsatz von Netzmitteln bei der Fein- und Feinstkornentw{sserung in der Steinkohlenaufbereitung' in der Anmeldung erw{hnt siehe das ganze Dokument *
FETT WISSENSCHAFT TECHNOLOGY / FAT SCIENCE TECHNOLOGY Bd. 89, Nr. 3, M{rz 1987, LEINFELDEN-ECHTERDINGEN, DEUTSCHLAND Seiten 106 - 111; R. PIORR ET. AL.: 'Schaumarme, biologisch abbaubare nichtionische Tenside' siehe Zusammenfassung; Abbildung 1 siehe Seite 107, Spalte 2, Zeile 1 - Seite 108, SA 50551 030Spalte 1, Zeile 32 siehe Seite 110, Spalte 2, Absatz 2 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993024798A1 (fr) * 1992-06-01 1993-12-09 Henkel Kommanditgesellschaft Auf Aktien Procede de deshydratation de suspensions de matieres solides finement divisees
US5545332A (en) * 1992-06-01 1996-08-13 Henkel Kommanditgesellschaft Auf Aktien Process for dewatering fine-particle solids suspensions

Also Published As

Publication number Publication date
AU8404391A (en) 1992-03-30
DE4028026A1 (de) 1992-03-05
ZA916982B (en) 1992-05-27
MX9100918A (es) 1992-05-04

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