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WO2025019718A2 - Compositions d'extraction alcaline et leurs procédés de fabrication et d'utilisation - Google Patents

Compositions d'extraction alcaline et leurs procédés de fabrication et d'utilisation Download PDF

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Publication number
WO2025019718A2
WO2025019718A2 PCT/US2024/038622 US2024038622W WO2025019718A2 WO 2025019718 A2 WO2025019718 A2 WO 2025019718A2 US 2024038622 W US2024038622 W US 2024038622W WO 2025019718 A2 WO2025019718 A2 WO 2025019718A2
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Prior art keywords
acid
alkaline extraction
oxidation products
combinations
extraction composition
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WO2025019718A3 (fr
Inventor
Jun Su An
Jihye Kim
Amit Desai
Jason HELANDER
Kimchi PHAN
LoongYi TAN
Darlen GALICIA
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Solugen Inc
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Solugen Inc
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Publication of WO2025019718A2 publication Critical patent/WO2025019718A2/fr
Publication of WO2025019718A3 publication Critical patent/WO2025019718A3/fr
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/02—Solvent extraction of solids
    • B01D11/0288—Applications, solvents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/04—Solvent extraction of solutions which are liquid
    • B01D11/0492—Applications, solvents used
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/04—Carbocyclic radicals

Definitions

  • the present disclosure relates generally to biobased additives. More particularly, the present disclosure relates to biobased additives for use in purification processes.
  • Numerous industrial processes employ one or more steps where the pH of a composition is increased before they are further processed or released as final products.
  • Increasing the pH of the composition can increase the solubility of certain compounds, thereby increasing the susceptibility of these materials to separation and removal.
  • metal contamination is one source of impurities that can compromise any number of industrial processes.
  • Alkaline extraction is often used for example in (i) abatement of metals downstream of purification plants; (ii) recovery of metals such as gold palladium zinc copper and nickel; (iii) purification of industrial process baths; (iv) treatment of wastewater from the metallurgical industry; (v) reducing tenderization of fibers and (vi) removal of heavy metals from primary water.
  • Alkaline extractions generally use high amounts of caustic and water.
  • Caustic herein refers to highly alkaline chemicals that can cause severe burns to the mouth and digestive tract when swallowed.
  • Alkaline extraction compositions contains caustic agents along with other materials that are typically derived from fossil fuels and/or are synthesized using environmentally-unfriendly processes. An ongoing need exists for alkaline extraction compositions having biobased materials that provide an environmentally beneficial alternative to the typical alkaline extraction compositions.
  • Figure 1 is a bar graph depicting the amount of fulvic acid recovered from leonardite for the indicted sample from Example 1.
  • Figure 2 is a bar graph depicting the amount of organic matter recovered from leonardite for the indicted sample from Example 1.
  • Figure 3 is a plot of the amount of bitumen recovered from oil sands using the samples from Example 3.
  • a method of alkaline extraction comprising contacting a source material with an alkaline extraction composition comprising one or more sugar oxidation products to form a mixture; and subjecting the mixture to conditions suitable for separation of one or more target compounds from the source material where the percent recovery of the one or more target compounds is increased by from about 10% to about 100% when compared to the amount recovered in the absence of the alkaline extraction composition.
  • Also disclosed herein is a method of bleaching a material comprising contacting the material with (1) a peroxide and (2) an alkaline extraction composition comprising (i) one or more sugar oxidation products and (ii) a chelating agent to form a mixture; and subjecting the mixture to conditions suitable for a reduction in a rate of peroxide degradation of from about 10% to about 100% when compared to the rate of peroxide degradation in the absence of the alkaline extraction composition.
  • Also disclosed herein is a method of alkaline extraction, the method comprising: contacting a source material with an alkaline extraction composition to form a mixture, wherein the source material comprises a metal, and wherein the alkaline extraction composition comprises one or more sugar oxidation products; and removing at least a portion of the metal from the source material using the alkaline extraction composition; and separating the source material having at least the portion of the metal removed from the alkaline extraction composition.
  • alkaline extraction compositions comprising one or more sugar oxidation products.
  • the alkaline extraction compositions of the present disclosure comprise (i) an alkaline material and (ii) one or more sugar oxidation products.
  • the alkaline extraction compositions comprise (i) an alkaline material, (ii) one or more sugar oxidation products and (iii) a chelating agent.
  • the alkaline extraction compositions comprise (i) an alkaline material, (ii) one or more sugar oxidation products, (iii) a chelating agent and (iv) a carbonylcontaining compound.
  • the alkaline extraction compositions further comprise a solvent.
  • these compositions are termed alkaline extraction compositions comprising one or more sugar oxidation products and designated AEC-SOP.
  • an AEC-SOP comprises an alkaline material. Any material that can impart alkalinity to the AEC-SOP and is compatible with the other components of the AEC-SOP may be used.
  • alkalinity refers to the ability of a solution to neutralize acids to the equivalence point of carbonate or bicarbonate. Total alkalinity may be determined by measuring the amount of acid needed to bring the intended composition to a pH of 4.2.
  • the alkaline material comprises borate, hydroxide, phosphate, silicate, ammonia, the conjugate bases of organic acids or combinations thereof.
  • the alkaline material comprises hydroxides of alkali metals (group I or group II), oxides of alkali metal (group I or group II), ammonium based hydroxides or combinations thereof.
  • alkaline materials suitable for use in the present disclosure include sodium hydroxide, potassium hydroxide, calcium hydroxide, aqueous ammonia, magnesium hydroxide, potassium carbonate, potassium hydroxide, sodium bicarbonate, sodium hypochlorite, sodium metasilicate, sodium sulphide, triethanolamine, trisodium phosphate and combinations thereof.
  • the alkaline material is present in an amount sufficient to provide a pH of from about 8 to about 14, alternatively from about 9 to about 14 or alternatively from about 11 to about 14 in the AEC-SOP.
  • the amount of the AEC-SOP used to treat a final product can vary based on a desired concentration and/or pH of the final product.
  • the AEC-SOP comprises one or more sugar-derived molecules.
  • the AEC-SOP can comprise one or more sugar oxidation products.
  • the one or more sugar oxidation products comprise aldonic acid, uronic acid, aldaric acid, or combinations thereof.
  • the one or more sugar oxidation products comprise glucaric acid, gluconic acid, gluconate, glucuronic acid, glucose oxidation products, gluconic acid oxidation products or combinations thereof.
  • the one or more sugar oxidation products comprise galactonic acid, galactaric acid, an oxidation product comprising predominantly (e.g., greater than about 50 weight percent) galactonic acid and/or galactaric acid with minor component species of n-keto-acids, C2 to C6 diacids or combinations thereof. Additionally, or alternatively, in one or more aspects, the one or more sugar oxidation products comprise glutamic acid.
  • the one or more sugar oxidation products comprise a glucose oxidation product, a gluconic acid oxidation product, glucaric acid, an oxidized glucuronolactone, a uronic acid oxidation product or combinations thereof. Additionally, or alternatively, the one or more sugar oxidation products comprises a buffered glucose oxidation product, a buffered gluconic acid oxidation product or combinations thereof. In some such aspects, the buffered glucose oxidation product, the buffered gluconic acid oxidation product, or combinations thereof.
  • the one or more sugar oxidation products comprise glucaric acid, lactones of glucaric acid, gluconic acid, lactones of gluconic acid, galactonic acid, lactones of galactonic acid, galactaric acid, lactones of galactaric acid, galactonic acid, glucoheptonic acid, lactones of glucoheptonic acid, or combinations thereof.
  • the AEC-SOP may include allaric acid, altaric acid, altraric acid, altronic acid, arabinaric acid, arabinonic acid, dihomocitric acid, fructuronic acid, fuconic acid, galacturonic acid, gulonic acid, homocitric acid, homoisocitric acid, idaric acid, idonic acid, iduronic acid, isocitric acid, mannaric acid, mannonic acid, octulosonic acid, rhamnonic acid, ribonic acid, tagaturonic acid, xylonic acid, or xyluronic acid, or a salt or derivative thereof, or a combination thereof;
  • the AEC-SOP comprises a mixture of gluconic acid and glucaric acid.
  • the ratio of gluconic acid:glucaric acid may range from about 0.1 :10 to about 10:0.1 , alternatively about 0.15:10, or about 0.5:10, about 1 :10, about 1 :5, about 1 :4, about 1 :3, about 1 :2, about 1 :1 , about 10:0.1 , about 10:0.5, about 10:1 , about 5:1 , about 4:1 , about 3:1 , or about 2:1 .
  • the AEC-SOP has one or more sugar oxidation products present in an amount of about 0.1 weight percent (wt.%), or about 0.25 wt.%, or about 0.5 wt.%, or about 0.75 wt.%, or about 1 wt.%, or about 1 .25 wt.%, or about 1 .5 wt.%, or about 1.75 wt.%, or about 2 wt.%, or about 2.25 wt.%, or about 2.5 wt.%, or about 2.75 wt.%, or about 3 wt.%, or about 3.25 wt.%, or about 3.5 wt.%, or about 3.75 wt.%, or about 4 wt.%, or about 4.25 wt.%, or about 4.5 wt.%, or about 4.75 wt.%, or about 5 wt.%, or about 10 wt.%, or about 12.5 wt
  • any of the one or more sugar oxidation products further comprises a cation counterpart such as a Group 1 alkali metal, a Group 2 alkaline earth metal, a Group 8 metal, Group 11 metal, Group 12 metal or a combination thereof.
  • a cation counterpart such as a Group 1 alkali metal, a Group 2 alkaline earth metal, a Group 8 metal, Group 11 metal, Group 12 metal or a combination thereof.
  • Nonlimiting exemplary cation counterparts include silicates, borates, aluminum, calcium, magnesium, ammonium, sodium, potassium, cesium, strontium, zinc, copper, ferric iron orferrous iron, and combinations thereof.
  • the cation counterpart is sodium, potassium, calcium or ammonium.
  • the one or more sugar oxidation products are salt-free (or fully acidified).
  • the AEC-SOP comprises a chelating agent.
  • chelating agents that may be a component of the AEC-SOP include trisodium phosphate, phosphonates, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), methylglycinediacetic acid (MGDA), glutamic acid N,N- diacetic acid (GLDA), ethylenediamine-N,N'-disuccinic acid (EDDS), diethylenetriaminepentaacetic acid (DTPA), hydroxyethylethylenediaminetriacetic acid (HEDTA), hydroxyethylimino diacetic acid (HEIDA), 1 ,4,7,10-tetraazacyclododecane- 1 ,4,7,10-tetraacetic acid (DOTA), ethanoldiglycine (EDG), trans- ⁇ ,2- cyclohexylenediamine t
  • the chelating agent is present in the AEC-SOP in amounts ranging from about 0.1 wt.% to about 20 wt.%, alternatively from about 1.0 wt.% to about 15 wt.%, alternatively from about 5 wt.% to about 10 wt.% or alternatively about 0.1 wt.%, about 0.5 wt.%, about 1 wt.%, about 1 .5 wt.%, about 2 wt.%, about 2.5 wt.%, about 3 wt.%, about 3.5 wt.%, about 4 wt.%, about 4.5 wt.%, about 5 wt.%, about
  • the AEC-SOP further comprises a carbonyl-containing compound.
  • the additional carbonyl-containing compound may enhance the metal reducing activity of the AEC-SOP.
  • Nonlimiting examples of carbonyl-containing compounds suitable for use in the AEC-SOP include methanonic acid, ethanoic acid, sulfamic acid, sulfonic acid, sulfuric acid, propanoic acid, benzoic acid, acrylic acid, lactic acid, pyruvic acid, butyric acid, succinic acid, fumaric acid, malic acid, citric acid, sorbitol, mannitol and combinations thereof.
  • the carbonyl-containing compound is present in the AEC-SOP in amounts ranging from about 0.1 wt.% to about 20 wt.%, alternatively from about 1 .0 wt.% to about 15 wt.%, alternatively from about 5 wt.% to about 10 wt.% or alternatively about 0.1 wt.%, about 0.5 wt.%, about 1 wt.%, about 1 .5 wt.%, about 2 wt.%, about 2.5 wt.%, about 3 wt.%, about 3.5 wt.%, about 4 wt.%, about 4.5 wt.%, about 5 wt.%, about 5.5 wt.%, about 6 wt.%, about 6.5 wt.%, about 7wt.%, about 7.5 wt.%, about 8 wt.%, about 8.5 wt.%, about 9 wt.%, about 9.5 wt
  • an AEC-SOP is utilized in an alkaline extraction in amounts sufficient to provide a final concentration ranging from about 0.01 wt.% to about20 wt.%, alternatively from about 0.1 wt.% to about 20 wt.%, alternatively from about 0.5 wt.% to about 18 wt.%, alternatively from about 1 wt.% to about 15 wt.%, alternatively from about 1 wt.% to about 5 wt.%, alternatively about 0.01 wt.%, about 0.05 wt.%, about 0.1 wt.%, about 0.5 wt.%, about 1 wt.%, about 1.5 wt.%, about 2 wt.%, about 2.5 wt.%, about 3 wt.
  • Nonlimiting examples of applications that may include an AEC-SOP of the type disclosed herein include mining and mineral processing such as bauxite and leonardite; organic material extraction such as seaweed extraction; oil extraction from heavy crude oil; extraction from pulp and paper; use in the Kraft lignin processes; use in the processing of textiles such as dyeing; water treatment; and during alpha olefin production such as aluminum removal due to contamination from catalyst leaching.
  • mining and mineral processing such as bauxite and leonardite
  • organic material extraction such as seaweed extraction
  • oil extraction from heavy crude oil extraction from pulp and paper
  • use in the Kraft lignin processes use in the processing of textiles such as dyeing; water treatment; and during alpha olefin production such as aluminum removal due to contamination from catalyst leaching.
  • the AEC-SOP is used as alkaline processing aid which functions to enhance mineral recovery in mineral processing applications.
  • the AEC-SOP may be used during the processing of bauxite.
  • Industrial mineral treatment processes combine a number of discrete actions to separate desired minerals from raw mined ores by exploiting the differences in physical and chemical properties of the ore components.
  • Bauxite an alumina-containing ore and the world's principal source of aluminum metal, may be subjected to extractive processes which involves the chemical extraction of alumina from a bauxite ore by digestion of the ore in caustic followed by separation of dissolved aluminate species.
  • the caustic material used to digest the bauxite further comprises an AEC- SOP of the type disclosed herein.
  • the AEC-SOP may be included in the caustic material used to digest bauxite in an amount of from about 0.1 g/L to about 5 g/L, alternatively form about 0.5 g/L to about 0.5 g/L or from about 1 g/L to about 5 g/L or about at a dosage in mineral processing of bauxite ranging from about 0.5 g/L to about 1 g/L in some instances.
  • an addition rate for 1 million tonnes per annum (mtpa) alumina refinery may range from about 10 ton per annum (tpa) to about 500 tpa to about of AEC-SOP, alternatively from about 50 tpa to about 450 tpa or alternatively from about 100 tpa to about 400 tpa.
  • the AEC-SOP is used to improve the efficiency of humic acid recovery from leonardite.
  • Leonardite is a natural oxidation product of lignite with brown and coal-like appearance, associated with near surface mining and is a source of humic acid (up to 90%).
  • the process of extracting humic acid generally comprises the steps of placing a quantity of water in a mixing tank, adding a quantity of caustic soda and mixing for a short period of time, followed by adding a quantity of humic acid bearing ore and continuing to mix the mixture for a period of time to completely dissolve the mixture to form the humic acid extract.
  • the ratio of leonardite to AEC-SOP may range from 0.1 parts leonardite to 10 parts AEC- SOP to 1 part leonardite to 10 part, alternatively from 0.5 parts leonardite to 10 parts AEC-SOP, alternatively from 1 parts leonardite to 5 parts AEC-SOP, from 1 part leonardite to 2 parts AEC-SOP or alternatively from from 1 part leonardite to 1 .5 parts AEC-SOP.
  • the AEC-SOP is used to improve the efficiency of bitumen recovery from oil sands.
  • oil sands also known as tar sands
  • tar sands are a naturally occurring mixture of sand, clay, water, and bitumen, a thick, viscous form of crude oil.
  • refineries can use oil sands to produce fuels like diesel and gasoline, they are processed to separate the bitumen from the other components.
  • Caustic soda (NaOH) is a chemical additive used in the processing of oil sands to improve bitumen recovery rates.
  • the caustic soda is replaced with an AEC-SOP comprising one or more sugar oxidation products, a chelating agent, and a carbonylcontaining compound.
  • the AEC-SOP is used in the extraction of metals.
  • General processes for the extraction of metals from ores typically contact the ore with a caustic that facilitates dissolution of trapped compounds.
  • Nonlimiting examples of such metals whose extraction may be facilitated by an AEC-SOP include aluminum, gold, copper, molybdenum, silver, copper, manganese, iron from oil sands or combinations thereof.
  • substitution of at least a portion of the caustic material used in the recovery of target compounds with an AEC-SOP results in an increase in the amount of target compounds recovered ranging from about 10% to about 100%, alternatively from about 15% to about 90% or alternatively from about 20% to about 50% or about 10%, about 15%, about 20%, about 25%, about 30%, about 35%, about 40%, about 45%, about 50%, about 55%, about 60%, about 65%, about 70%, about 75%, about 80%, about 85%, about 90%, about 95%, or about 100% when compared to the amount of target compounds recovered in the absence of the AEC- SOP.
  • the AEC-SOP mitigates the catalytic degradation of peroxide during bleaching (e.g. , pulp bleaching).
  • the AEC-SOP mitigates peroxide degradation by complexing heavy metal ions, such as copper, manganese, and iron.
  • Heavy metal ions such as copper, manganese, and iron.
  • Worldwide pulp bleaching technologies have changed from chlorine to peroxide.
  • Peroxide is a rather unstable bleaching reagent especially under the presence of metallic ions.
  • Nonlimiting examples of peroxides that may be used in pulp bleaching include hydrogen peroxide, diacyl peroxides, peroxydicarbonates, monoperoxycarbonates, peroxyketals, peroxyesters, dialkyl peroxides, hydroperoxides, and combinations thereof.
  • the AEC-SOP decreases the degradation of hydrogen peroxide during bleaching by from about 10% to about 100%, alternatively from about 20% to about 100% or from about 25% to about 50% when compared to the rate of degradation observed in the absence of the AEC-SOP.
  • the AEC-SOP is used in the processing of paper products.
  • paper products include lignosulfonates, lignosulfonate polymers and, sulfonated lignin.
  • the AEC-SOP facilitates the extraction of organic matter from biobased sources.
  • organic matter that may be extracted with the AEC-SOP includes, wood and paper products (wood pulp, paper pulp, lignin, cellulose, hemicellulose), leather and hide processing, seaweed products, grain proteins, plant proteins, and other protein extractions.
  • the AEC-SOP is used to complex Ca and Mg ions during washing and processing of textile substrates during manufacturing.
  • steps in textile processing include scouring and bleaching, leather deliming, cotton processing and washing, and other textile products.
  • Disclosed herein is a method of alkaline extraction comprising contacting a source material with an alkaline extraction composition comprising one or more sugar oxidation products under conditions suitable for separation of one or more target compounds from the source material where the percent recovery of the one or more target compounds is increased by from about 10% to about 100% when compared to the amount recovered in the absence of the alkaline extraction composition.
  • a method of bleaching a pulp-containing material comprising contacting the pulp containing material with (1 ) a peroxide and (2) an alkaline extraction composition comprising (i) one or more sugar oxidation products and (ii) a chelating agent under conditions suitable for the reduction in a rate of peroxide degradation of from about 10% to about 100% when compared to the rate of peroxide degradation in the absence of the alkaline extraction composition.
  • polyolefins comprise a class of polymers and hydrocarbons manufactured by the catalytic oligomerization of linear a-olefin monomers.
  • Catalysts for the oligomerization reaction such as metallocenes and Ziegler Natta catalysts along with other components such as activators and co-catalysts can leave various catalyst byproducts such as metals in the resulting polyolefins.
  • metals such as aluminum, zirconium, iron, molybdenum, cobalt, chromium, nickel, and/or vanadium can form part of the catalyst and remain the polyolefins.
  • the polyolefin product can be contacted with AEC-SOP disclosed herein to reduce the amount of metals present in the polyolefin.
  • the metals content in the produced polyolefin product can be above about 100 ppm by weight, above about 200 ppm by weight, above about 300 ppm by weight, above about 400 ppm by weight, above about 500 ppm by weight, above about 1 ,000 ppm by weight, or above about 2,500 ppm by weight.
  • the polyolefin can be contacted with an AEC-SOP in an amount sufficient to reduce the residual metals content of the polyolefin to a level below about 50 ppm by weight, below about 40 ppm by weight, below about 30 ppm by weight, below about 20 ppm by weight, below about 10 ppm by weight, or below about 5 ppm by weight.
  • the present disclosure contemplates utilization of an AEC-SOP which advantageously is characterized by a high stability and complexation strength that lead to unique and surprising results.
  • a first aspect which is a method of alkaline extraction comprising contacting a source material with an alkaline extraction composition comprising one or more sugar oxidation products to form a mixture; and subjecting the mixture to conditions suitable for separation of one or more target compounds from the source material where the percent recovery of the one or more target compounds is increased by from about 10% to about 100% when compared to the amount recovered in the absence of the alkaline extraction composition.
  • a second aspect which is the method of the first aspect wherein the one or more sugar oxidation products comprise aldaric acid, uronic acid, glucaric acid, gluconic acid, glucuronic acid, glucose oxidation products, gluconic acid oxidation products, disaccharides, oxidized disaccharides, n-keto-acids, C2-C6 diacids, galactonic acid, galactaric acid, glutamic acid, glucodialdose, 2-ketoglucose, glucodiamine, glycoaldehyde, glyoxal, salts thereof, lactones thereof or combinations thereof.
  • the one or more sugar oxidation products comprise aldaric acid, uronic acid, glucaric acid, gluconic acid, glucuronic acid, glucose oxidation products, gluconic acid oxidation products, disaccharides, oxidized disaccharides, n-keto-acids, C2-C6 diacids, galactonic acid,
  • a third aspect which is the method of any of the first through second aspect wherein the one or more sugar oxidation products comprise gluconate, glucarate, gluconic acid, glucaric acid, or combinations thereof.
  • a fourth aspect which is the method of any of the first through third aspects wherein the one or more sugar oxidation products is present in an amount of from about 0.1 wt.% to about 100 wt.% based on the total weight of the alkaline extraction composition.
  • a fifth aspect which is the method of any of the first through fourth aspects wherein the one or more sugar oxidation products comprise gluconic acid and glucaric acid present at a ratio of gluconic acid to glucaric acid ranging from about 1 :10 to about 10:1.
  • a sixth aspect which is the method of any of the first through fifth aspects wherein the one or more sugar oxidation products comprise gluconate and glucaric acid present in a ratio of gluconate to glucaric acid ranging from about 1 :10 to about 10:1.
  • a seventh aspect which is the method of any of the first through sixth aspects wherein the alkaline extraction composition further comprises a chelating agent.
  • the chelating agent comprises trisodium phosphate, phosphonates, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), methylglycinediacetic acid (MGDA), glutamic acid N,N-diacetic acid (GLDA), ethylenediamine-N,N'-disuccinic acid (EDDS), diethylenetriaminepentaacetic acid (DTPA), hydroxyethylethylenediaminetriacetic acid (HEDTA), hydroxyethylimino diacetic acid (HEIDA), 1 ,4,7,10-tetraazacyclododecane- 1 ,4,7,10-tetraacetic acid (DOTA), ethanoldiglycine (EDG), trans-l,2-
  • a ninth aspect which is the method of any of the first through eighth aspects wherein the alkaline extraction composition further comprises a carbonyl-containing compound.
  • a tenth aspect which is the method of the ninth aspect wherein the carbonylcontaining compound comprises methanonic acid, ethanoic acid, sulfamic acid, sulfonic acid, sulfuric acid, propanoic acid, benzoic acid, acrylic acid, lactic acid, pyruvic acid, butyric acid, succinic acid, fumaric acid, malic acid, citric acid, sorbitol, mannitol or combinations thereof.
  • An eleventh aspect which is the method of any of the first through tenth aspects wherein the source material comprises bauxite, leonardite, bitumen oil sands or combinations thereof.
  • a twelfth aspect which is the method of the any of the first through eleventh aspects wherein the target compounds comprise alumina, humic acid, fulvic acid, crude oil or combinations thereof.
  • a thirteenth aspect which is the method of any of the first through twelfth aspects wherein the alkaline extraction composition is contacted with the source material in amounts sufficient to provide an amount of alkaline extraction composition ranging from about 0.01 wt.% to about 20 wt.% based on the total weight of the mixture.
  • a fourteenth aspect which is a method of bleaching a material comprising contacting the material with (1 ) a peroxide and (2) an alkaline extraction composition comprising (i) one or more sugar oxidation products and (ii) a chelating agent to form a mixture; and subjecting the mixture to conditions suitable for a reduction in a rate of peroxide degradation of from about 10% to about 100% when compared to the rate of peroxide degradation in the absence of the alkaline extraction composition.
  • a fifteenth aspect which is the method of the fourteenth aspect wherein the peroxide comprises hydrogen peroxide, diacyl peroxides, peroxydicarbonates, monoperoxycarbonates, peroxyketals, peroxyesters, dialkyl peroxides, hydroperoxides or combinations thereof.
  • a sixteenth aspect which is the method of any of the fourteenth through fifteenth aspects wherein the one or more sugar oxidation products comprise gluconate, glucarate, gluconic acid, glucaric acid, or combinations thereof.
  • a seventeenth aspect which is the method of any of the fourteenth through sixteenth aspects wherein the chelating agent comprises trisodium phosphate, phosphonates, ethylenediaminetetraacetic acid (EDTA), nitrilotriacetic acid (NTA), methylglycinediacetic acid (MGDA), glutamic acid N,N-diacetic acid (GLDA), ethylenediamine-N,N'-disuccinic acid (EDDS), diethylenetriaminepentaacetic acid (DTPA), hydroxyethylethylenediaminetriacetic acid (HEDTA), hydroxyethylimino diacetic acid (HEIDA), 1 ,4,7,10-tetraazacyclododecane-1 ,4,7,10-tetraacetic acid (DOTA), ethanoldiglycine (EDG), trans-l,2-cyclohexylenediamine tetraacetic acid (CDTA) or combinations thereof.
  • the chelating agent comprises tris
  • An eighteenth aspect which is the method of any of the fourteenth through seventeenth aspects wherein the alkaline extraction composition further comprises a carbonyl-containing compound.
  • a nineteenth aspect which is the method of the eighteenth aspect wherein the carbonyl-containing compound comprises methanonic acid, ethanoic acid, sulfamic acid, sulfonic acid, sulfuric acid, propanoic acid, benzoic acid, acrylic acid, lactic acid, pyruvic acid, butyric acid, succinic acid, fumaric acid, malic acid, citric acid, sorbitol, mannitol or combinations thereof.
  • a twentieth aspect which is the method of any of the fourteenth through nineteenth aspects wherein the alkaline extraction composition is present in an amount of from about 0.01 wt.% to about 20 wt.% based on the total weight of the mixture.
  • a twenty-first aspect which is a method of alkaline extraction, the method comprising: contacting a source material with an alkaline extraction composition to form a mixture, wherein the source material comprises a metal, and wherein the alkaline extraction composition comprises one or more sugar oxidation products; and removing at least a portion of the metal from the source material using the alkaline extraction composition; and separating the source material having at least the portion of the metal removed from the alkaline extraction composition.
  • a twenty-second aspect which is the method of the twenty-first aspect wherein the one or more sugar oxidation products comprise aldaric acid, uranic acid, glucaric acid, gluconic acid, glucuronic acid, glucose oxidation products, gluconic acid oxidation products, disaccharides, oxidized disaccharides, n-keto-acids, C2-C6 diacids, galactonic acid, galactaric acid, glutamic acid, glucodialdose, 2-ketoglucose, glucodiamine, glycolaldehyde, glyoxal, salts thereof, lactones thereof or combinations thereof.
  • the one or more sugar oxidation products comprise aldaric acid, uranic acid, glucaric acid, gluconic acid, glucuronic acid, glucose oxidation products, gluconic acid oxidation products, disaccharides, oxidized disaccharides, n-keto-acids, C2-C6 diacids,
  • a twenty-third aspect which is the method of any of the twenty-first through twenty-second aspects wherein the one or more sugar oxidation products comprise gluconate, glucarate, gluconic acid, glucaric acid, or combinations thereof.
  • a twenty-fourth aspect which is the method of any of the twenty-first through twenty-third aspects wherein the one or more sugar oxidation products is present in an amount of from about 0.1 wt.% to about 100 wt.% based on the total weight of the alkaline extraction composition.
  • a twenty-fifth aspect which is the method of any of the twenty-first through twentyfourth aspects wherein the one or more sugar oxidation products comprise gluconic acid and glucaric acid present at a ratio of gluconic acid to glucaric acid ranging from about 1 :10 to about 10:1.
  • a twenty-sixth aspect which is the method of any of the twenty-first through twenty-fifth aspects wherein the one or more sugar oxidation products comprise gluconate and glucaric acid present in a ratio of gluconate to glucaric acid ranging from about 1 :10 to about 10:1.
  • a twenty-seventh aspect which is the method of any of the twenty-first through twenty-sixth aspects wherein the alkaline extraction composition further comprises a chelating agent.
  • a twenty-eighth aspect which is the method of the twenty-seventh aspect wherein the chelating agent comprises trisodium phosphate, phosphonates, ethylenediaminetetraacetic acid (EDTA), n itri I otri acetic acid (NTA), methylglycinediacetic acid (MGDA), glutamic acid N,N-diacetic acid (GLDA), ethylenediamine-N,N'-disuccinic acid (EDDS), diethylenetriaminepentaacetic acid (DTPA), hydroxyethylethylenediaminetriacetic acid (HEDTA), hydroxyethylimino diacetic acid (HEIDA), 1 ,4,7,10-tetraazacyclododecane-1 ,4,7,10-tetraacetic acid (DOTA), ethanoldiglycine (EDG), trans-l,2-cyclohexylenediamine tetraacetic acid
  • alkaline extraction composition further comprises a carbonyl-containing compound.
  • a thirtieth aspect which is the method of the twenty-ninth aspect wherein the carbonyl-containing compound comprises methanonic acid, ethanoic acid, sulfamic acid, sulfonic acid, sulfuric acid, propanoic acid, benzoic acid, acrylic acid, lactic acid, pyruvic acid, butyric acid, succinic acid, fumaric acid, malic acid, citric acid, sorbitol, mannitol or combinations thereof.
  • a thirty-first aspect which is the method of any of the twenty-first through thirtieth aspects wherein the source material comprises bauxite, leonardite, oil sands or combinations thereof.
  • a thirty-second aspect which is the method of any of the twenty-first through thirty-first aspects wherein the target compounds comprise alumina, humic acid, fulvic acid, bitumen or combinations thereof.
  • a thirty-third aspect which is the method of any of the twenty-first through thirty- second aspects wherein the alkaline extraction composition is contacted with the source material in amounts sufficient to provide an amount of alkaline extraction composition ranging from about 0.01 wt.% to about 20 wt.% based on the total weight of the mixture.
  • a thirty-fourth aspect which is the method of any of the twenty-first through thirty- third aspects wherein the source material comprises a polyolefin.
  • a thirty-fifth aspect which is the method of the thirty-fourth aspect wherein the metal comprises a residual catalyst component.
  • Extraction of fluvic acid was carried out by introducing leonardite to a reactor was heated to 93 °C under mixing condition for 5 hrs. Once extraction of humic and fulvic acid was completed and the reactor was cooled, the solution was centrifuged to separate the top liquor. 50% KOH was then added into the separated top liquor to adjust to a pH ranging between 12-12.5. The top liquor was then analyzed for percentage fulvic acid and organic matter using ISO 19822 and ASTM D 2974-87, respectively.
  • AEC-SOP led to higher extraction efficiency via changing the caustic vs. soda ratio (C/S ratio) used in common Bayer bauxite production processes.
  • C/S ratio caustic vs. soda ratio
  • CE causticization efficiency

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Detergent Compositions (AREA)
  • Manufacture And Refinement Of Metals (AREA)

Abstract

L'invention concerne un procédé d'extraction alcaline comprenant la mise en contact d'un matériau source avec une composition d'extraction alcaline comprenant un ou plusieurs produits d'oxydation de sucre pour former un mélange ; et la soumission du mélange à des conditions appropriées pour la séparation d'un ou de plusieurs composés cibles du matériau source où le pourcentage de récupération du ou des composés cibles est augmenté d'environ 10 % à environ 100 % par rapport à la quantité récupérée en l'absence de la composition d'extraction alcaline. L'invention concerne un procédé de blanchiment d'un matériau comprenant la mise en contact du matériau avec (1) un peroxyde et (2) une composition d'extraction alcaline comprenant (i) un ou plusieurs produits d'oxydation de sucre et (ii) un agent chélatant pour former un mélange ; et la soumission du mélange à des conditions appropriées pour une réduction d'un taux de dégradation de peroxyde d'environ 10 % à environ 100 % lorsqu'il est comparé au taux de dégradation de peroxyde en l'absence de la composition d'extraction alcaline.
PCT/US2024/038622 2023-07-19 2024-07-18 Compositions d'extraction alcaline et leurs procédés de fabrication et d'utilisation Pending WO2025019718A2 (fr)

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US20080277112A1 (en) * 2007-05-10 2008-11-13 Halliburton Energy Services, Inc. Methods for stimulating oil or gas production using a viscosified aqueous fluid with a chelating agent to remove calcium carbonate and similar materials from the matrix of a formation or a proppant pack
GB2463115B (en) * 2008-09-08 2013-04-10 Schlumberger Holdings Assemblies for the purification of a reservoir or process fluid
US9567655B2 (en) * 2012-10-22 2017-02-14 Georgia-Pacific Chemicals Llc Processes for the separation of ores
US9809742B2 (en) * 2013-05-07 2017-11-07 Baker Hughes, A Ge Company, Llc Hydraulic fracturing composition, method for making and use of same
US9670080B2 (en) * 2013-06-24 2017-06-06 Baker Hughes Incorporated Composition and method for treating oilfield water
CN106458621A (zh) * 2013-12-24 2017-02-22 塞特工业公司 拜耳法中减少垢的方法
US9580770B2 (en) * 2014-10-22 2017-02-28 Chevron U.S.A. Inc. Process for preparing a spent catalyst for precious metals recovery
EP3548581B1 (fr) * 2016-11-30 2023-09-06 ChampionX USA Inc. Composition pour éliminer le sulfure de fer dans des systèmes de production de champ de pétrole
US11518932B2 (en) * 2019-05-21 2022-12-06 King Fahd University Of Petroleum And Minerals Methods of inhibiting corrosion of metals from acid stimulation of an oil and gas well
BR112022011503A2 (pt) * 2019-12-13 2022-08-23 Cytec Ind Inc Métodos para separar pelo menos um sal orgânico de uma fase aquosa e para recuperar um sal orgânico

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