WO2015086772A1 - Process for lignin purification and isolation - Google Patents
Process for lignin purification and isolation Download PDFInfo
- Publication number
- WO2015086772A1 WO2015086772A1 PCT/EP2014/077450 EP2014077450W WO2015086772A1 WO 2015086772 A1 WO2015086772 A1 WO 2015086772A1 EP 2014077450 W EP2014077450 W EP 2014077450W WO 2015086772 A1 WO2015086772 A1 WO 2015086772A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- lignin
- solution
- alcoholic
- alcohol
- precipitate
- Prior art date
Links
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C11/00—Regeneration of pulp liquors or effluent waste waters
- D21C11/0007—Recovery of by-products, i.e. compounds other than those necessary for pulping, for multiple uses or not otherwise provided for
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G1/00—Lignin; Lignin derivatives
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C11/00—Regeneration of pulp liquors or effluent waste waters
- D21C11/0035—Introduction of compounds, e.g. sodium sulfate, into the cycle in order to compensate for the losses of pulping agents
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C11/00—Regeneration of pulp liquors or effluent waste waters
- D21C11/0085—Introduction of auxiliary substances into the regenerating system in order to improve the performance of certain steps of the latter, the presence of these substances being confined to the regeneration cycle
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C11/00—Regeneration of pulp liquors or effluent waste waters
- D21C11/04—Regeneration of pulp liquors or effluent waste waters of alkali lye
Definitions
- the present invention relates to a process for lignin purification and isolation via precipitation from an alcoholic basic lignin solution.
- Alkali organosolv pulping is an attractive technique to selectively isolate lignin from the lignocellulosic material.
- the method is capable to deliver high value cellulose which is comparable and in some aspects better than that obtained by kraft process (e.g. DE 4103572 Al).
- the lignin may be separated from the lignocellulosic material without applying any sulfur containing reagent.
- the lignin isolated by an alkali organosolv method may be a high value product since the contamination by toxic sulfur compound and consequent change in the lignin structure are avoided.
- the lignin should be recovered from the organosolv lignin solution and utilized in the production of bio-based polymeric material.
- the lignin recovery from the alkali solution in the organosolv process may face problems, in particular in the alcohol recovery stage due to a strong tendency of said lignin solution to build foam while alcohol is evaporated.
- the addition of anti-foaming reagent such as surfactants may partially prevent the foam formation.
- the use of anti-foaming reagents increases the process costs and strongly contaminates the precipitated lignin.
- the alkali organosolv solution may be neutralized to cause lignin precipitation.
- the neutralization often leads to the formation of inorganic salts.
- These by-products remain in the aqueous solution after lignin isolation and require utilization which may be tedious due to high solubility of those salts in water.
- the recovery of the cooking chemicals may be found difficult due to the presence of silicates in the plant material.
- the alkaline pulping it is referred to the alkaline pulping as the silica is prone to be dissolved in alkaline media (e.g. EP1115944 Al).
- the dissolved silicates settle on the hot surfaces of evaporation equipment in the chemical circulation unless a method of silica separation from the spent liquor is provided. Moreover, the silicates may increase the ash content (inorganic contamination) of the target lignin. Such contaminations are crucial for some application (e.g. carbon fiber) and it is very difficult to remove it.
- a method for isolating lignin from a solvent pulping liquor containing lignin and a lower alcohol solvent comprising the steps of: (1) continuously adding solvent pulping liquor to a stripping column, (2) heating the pulping liquor in the stripping column to produce an alcohol-rich overhead vapor stream and a residual slurry comprising lignin, (3) continuously withdrawing the overhead vapor stream from the stripping column, and (4) isolating the residual slurry.
- the lignin is precipitated from the residual slurry and separated.
- CA 2,026,585 Al a method is disclosed, wherein lignin is isolated from acidic solvent pulping liquors by adjusting the pH of a solvent pulping liquor to a pH of greater than 3.0 but less than or equal to 7.0 which results in the formation of an easily filterable lignin precipitate when a portion of the lower alcohol is evaporated from the solvent pulping liquor.
- the lower alcohol may be evaporated by direct contact heating in a stirred tank without the formation of a tarry precipitate.
- the particular invention refers to a method to isolate the lignin from acidic solvent pulping solution.
- a base should be added to the solution for pH adjusting.
- the present invention provides a method to overcome problems mentioned above.
- a method is provided for separating inorganic substances from a lignin solution from the organosolv process, thus allowing an easy separation of lignin which is practically free from inorganic salts from said solution - e.g. the isolated lignin was found to be practically ash free lignin.
- According to the present invention furthermore alcohol may be recovered from said lignin solution without foam formation which consequently may lead to an enormous increase in the alcohol recovery rate.
- the present invention thus provides a method to separate lignin from an alcoholic basic (alkali) lignin solution, comprising steps to avoid foaming during ethanol recovery and to remove and recover inorganic salts formed during lignin precipitation.
- the present invention provides a method for separating lignin from an alcoholic basic lignin solution, comprising the steps of
- a process provided by the present invention is herein designated also as "A process of (according to) the present invention.”
- An alcoholic basic lignin solution as a starting material in a process of the present invention may be obtained by contacting lignocellulosic material with an aqueous solution comprising at least one base and one low aliphatic alcohol.
- a base may be chosen from known bases, e.g. inorganic bases, such as hydroxides, e.g. sodium hydroxide, potassium hydroxide, calcium hydroxide; carbonates, e.g. sodium carbonate, potassium carbonate, calcium carbonate, ammonia, and individual mixtures from two or more of such bases.
- inorganic bases such as hydroxides, e.g. sodium hydroxide, potassium hydroxide, calcium hydroxide; carbonates, e.g. sodium carbonate, potassium carbonate, calcium carbonate, ammonia, and individual mixtures from two or more of such bases.
- the base is sodium hydroxide.
- An alcohol useful in a process of the present invention is preferably a C1-C4 alcohol, e.g. including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol and t-butanol, or individual mixtures from two or more of such alcohols, most preferably methanol or ethanol.
- a C1-C4 alcohol e.g. including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol and t-butanol, or individual mixtures from two or more of such alcohols, most preferably methanol or ethanol.
- sodium hydroxide as a base and ethanol as an alcohol is used to obtain an alcoholic basic lignin solution.
- alcohol e.g. ethanol may be added to the to the alcoholic lignin solution to increase the alcohol concentration so that the alcohol concentration of said solution is sufficient that at least 80%, preferably 90% most preferably 100% silicate present in said lignin solution are precipitated.
- an alcohol concentration of 50% by weight and more, preferably, 55% by weight and more, most preferably 60% by weight and more, e.g. from 50% to 80%, such as 55% to 70% by weight is adjusted in the alcoholic lignin solution.
- the alcohol concentration may be increased by adding pure alcohol, or by adding a mixture comprising alcohol and water with an alcohol concentration of 70% and more, preferably 80% and more, most preferably 90% and more, e.g. 70% to 95%.
- a mixture of alcohol and water comprising lignin with an alcohol concentration of 70% and more may be added to alcoholic lignin solution.
- the contact of said aqueous alcohol solution with lignocellulosic material to obtain an alcoholic basic lignin solution is carried out at elevated temperatures, e.g. in the range from 50 to 210°C, e.g. for a time sufficient to extract at least 50%, preferably 60%, most preferably 75% of the lignin present in the starting lignocellulosic material.
- an acid is added to the alcoholic aqueous lignin solution in step (a).
- Appropriate acids e.g. include inorganic acids, e.g. nitric acid, sulfuric acid, hydrochloric acid, phosphoric acid, carbon dioxide, sulfur dioxide, sulfur trioxide or any combination thereof.
- the acid is added in step (a) in an amount sufficient to drop the pH of said lignin solution at least to pH 9 or below, preferably, to pH 7 or below, most preferably to pH 5 or below, such as a pH-range of 2 to 9, e.g. 5 to 7, whereby an alcoholic lignin solution is formed.
- sulfuric acid is added as an acid to the alcoholic basic lignin solution in step (a).
- an inorganic precipitate forms after the addition of an acid to the alcoholic basic lignin solution.
- the inorganic salt comprises sodium sulfate, e.g. if sulfuric acid is used as an acid in step (a).
- the precipitate isolated in step (b) comprises at least 50%, e.g. 75%, up to practically 100% of the silicates dissolved in the solution while pulping.
- the precipitate formed after addition of an acid to the alcoholic basic lignin solution in step (a) is separated from said solution in step (b) by an appropriate solid-liquid separation method, e.g. a known separation method, such as sedimentation, filtration, centrifugation, flotation, flocculation, hydro cyclonic separation, or any combination and/or any modification thereof, preferably by filtration.
- an appropriate solid-liquid separation method e.g. a known separation method, such as sedimentation, filtration, centrifugation, flotation, flocculation, hydro cyclonic separation, or any combination and/or any modification thereof, preferably by filtration.
- a lignin solution is obtained which is practically free from inorganic substances. From said alcoholic lignin solution lignin may be precipitated via alcohol removal.
- the present invention provides a method for separating lignin from an alcoholic basic lignin solution, comprising the steps
- step (d) optionally adjusting the pH of the mixture obtained in step (c), and
- an alcohol alkali solution obtained after the removal of the precipitate in step (b) is concentrated, e.g. via a membrane concentration method, e.g. via nano-filtration.
- the nano-filtration may be conducted as appropriate, e.g. using a suitable membrane that allows lignin retention.
- alcohol is removed from the alcoholic acidic lignin solution in step (c) by evaporation or distillation, or a combination thereof, preferably by flash evaporation, whereby a lignin suspension and an alcohol rich vapor fraction are formed.
- the evaporation is carried out until an ethanol concentration in the lignin suspension of 15% by weight and below, more preferably of 5% by weight and below, e.g. 0.1 to 15% by weight is achieved.
- the alcohol rich vapor fraction obtained during evaporation is condensed to obtain a liquid fraction comprising alcohol.
- the evaporation may be carried out in an evaporator, e.g. forced circulation evaporator, draft-tube-baffle evaporator or stirred-tank evaporator.
- an evaporator e.g. forced circulation evaporator, draft-tube-baffle evaporator or stirred-tank evaporator.
- the liquid fraction comprising alcohol is further fractionated, whereby a liquid fraction which is still further enriched with alcohol is obtained.
- lignin may be separated in step (e) from said lignin suspension as appropriate, e.g. by a solid-liquid separation method, such as sedimentation, filtration, centrifugation, flotation, flocculation, hydro cyclonic separation, any combination and/or any modification thereof, preferably by filtration or centrifugation.
- the pH of the lignin suspension is adjusted before lignin separation to 5 and below, preferably to 3 and below, most preferably to 2 and below, e.g. the pH is adjusted to a pH from 1 to 5, such as 1 to 3.
- the pH adjustment may be performed by addition of an acid, e.g. inorganic acid, such as nitric acid, sulfuric acid, hydrochloric acid, phosphoric acid, carbon dioxide, sulfur dioxide, sulfur trioxide or any combination of two or more of such acids.
- an acid e.g. inorganic acid, such as nitric acid, sulfuric acid, hydrochloric acid, phosphoric acid, carbon dioxide, sulfur dioxide, sulfur trioxide or any combination of two or more of such acids.
- sulfuric acid is used for pH adjustment.
- Lignin separated from the lignin suspension according to the present invention is preferably further treated, e.g. washed and dried.
- the lignin washing is performed with an acidic, e.g. aqueous, solution, having a pH from 1 to 3.
- An appropriate acid includes inorganic acids, such as nitric acid, sulfuric acid, hydrochloric acid, phosphoric acid, carbon dioxide, sulfur dioxide, sulfur trioxide or any individual combination of two or more of such acids.
- the acidic solution for lignin washing comprises sulfuric acid.
- the lignin washed with an acidic solution as described above is further washed with water.
- the washing with water is conducted until the pH of the washing solution is 4 and more, preferably 5 and more, most preferably neutral, e.g. the washing is conducted until a pH of 4 to 7 of the washing solution is achieved.
- Separated lignin obtained according to the present invention is dried, optionally after washing. Drying may be carried out at elevated temperatures, e.g. up to 60°C, preferably below 50°C, most preferably below 40°C, e.g. in a range of 30°C to 60°C.
- the drying of the separated lignin is performed in vacuum. The drying should last for a period of time which is sufficient to obtain lignin with a water contain of 10% and less, preferably 5% and less, most preferably 1% and less, e.g. 0.1% to 10%.
- the present invention provides a method for avoiding foaming during alcohol recovery from an alcoholic mixture comprising lignin, which method is
- a pH of 2 to 9 of the alcoholic mixture is adjusted during alcohol recovery.
- Ethanol was evaporated from the filtrate under vacuum (below 200 mbar). No foaming was observed during evaporation. The evaporation was continued until the ethanol concentration was below 1%.
- a lignin solution was prepared as it was described in Example 1.
- Ethanol was evaporated from the filtrate under vacuum (below 200 mbar). No foaming was observed during evaporation. Evaporation was continued until the ethanol concentration ion the evaporation residue was below 1%.
- the formed lignin suspension was acidified with concentrated sulfuric acid to pH 2.
- the lignin suspension obtained was centrifuged and lignin was separated.
- the lignin obtained was dried in vacuum at 35 °C and was found to be practically free from inorganic substances (salts).
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compounds Of Unknown Constitution (AREA)
- Paper (AREA)
Abstract
Description
Claims
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15/101,804 US20160298295A1 (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
EP14821093.3A EP3080353B1 (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
JP2016538655A JP6559137B2 (en) | 2013-12-12 | 2014-12-11 | Methods for purification and isolation of lignin |
CN201480066125.2A CN105814256B (en) | 2013-12-12 | 2014-12-11 | The method for purifying and detaching for lignin |
PL14821093T PL3080353T3 (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
DK14821093.3T DK3080353T3 (en) | 2013-12-12 | 2014-12-11 | Method for purification and isolation of lignin |
CA2933129A CA2933129C (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
ES14821093T ES2911666T3 (en) | 2013-12-12 | 2014-12-11 | Process for purification and isolation of lignin |
US16/010,022 US20180298554A1 (en) | 2013-12-12 | 2018-06-15 | Process for lignin purification and isolation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13196954 | 2013-12-12 | ||
EP13196954.5 | 2013-12-12 |
Related Child Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US15/101,804 A-371-Of-International US20160298295A1 (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
US16/010,022 Continuation US20180298554A1 (en) | 2013-12-12 | 2018-06-15 | Process for lignin purification and isolation |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2015086772A1 true WO2015086772A1 (en) | 2015-06-18 |
Family
ID=49816803
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2014/077450 WO2015086772A1 (en) | 2013-12-12 | 2014-12-11 | Process for lignin purification and isolation |
Country Status (10)
Country | Link |
---|---|
US (2) | US20160298295A1 (en) |
EP (1) | EP3080353B1 (en) |
JP (1) | JP6559137B2 (en) |
CN (1) | CN105814256B (en) |
CA (1) | CA2933129C (en) |
DK (1) | DK3080353T3 (en) |
ES (1) | ES2911666T3 (en) |
HU (1) | HUE058262T2 (en) |
PL (1) | PL3080353T3 (en) |
WO (1) | WO2015086772A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2018004447A1 (en) * | 2016-07-01 | 2018-01-04 | Ren Fuel K2B Ab | Ultrapure kraft lignin composition |
US20190048192A1 (en) * | 2016-03-21 | 2019-02-14 | Stora Enso Oyj | Liquid lignin composition, lignin-based resin, and method of increasing the solubility of lignin |
WO2020013752A1 (en) * | 2018-07-12 | 2020-01-16 | Suncarbon Ab | Lignin purification |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102014221238A1 (en) * | 2014-10-20 | 2016-04-21 | Mpg Max-Planck-Gesellschaft Zur Förderung Der Wissenschaften E.V. | Process for the precipitation of lignin from organosolv cooking liquors |
AT519535A1 (en) * | 2016-12-23 | 2018-07-15 | Univ Wien Tech | PRODUCTION METHOD |
CN107383307B (en) * | 2017-06-28 | 2019-12-10 | 南通市裕如工程材料有限责任公司 | Rigid polyurethane material reinforced by modified lignin and preparation method thereof |
US11840776B2 (en) * | 2018-02-26 | 2023-12-12 | The Texas A&M University System | Lignin fractionation and fabrication for quality carbon fiber |
AT521393B1 (en) * | 2018-06-27 | 2021-02-15 | Univ Wien Tech | Process for the production of lignin particles as part of a continuous process |
CN109456496A (en) * | 2018-11-26 | 2019-03-12 | 广州楹鼎生物科技有限公司 | A kind of purification process of lignin |
CN115651213A (en) * | 2022-12-06 | 2023-01-31 | 盱眙凹土能源环保材料研发中心 | Method for extracting silicon dioxide, lignin and nanocellulose from rice by-product |
Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2445838A (en) * | 1943-12-29 | 1948-07-27 | Sulfit Aktiebolaget Gota | Treatment of waste sulfite liquor |
EP0140226A2 (en) * | 1983-10-31 | 1985-05-08 | Organocell Gesellschaft für Zellstoff- und Umwelttechnik mbH | Method of obtaining lignin from alcaline lignin solutions |
EP0224721A1 (en) * | 1985-11-05 | 1987-06-10 | Repap Technologies Inc. | Recovery of lignin |
US4764596A (en) * | 1985-11-05 | 1988-08-16 | Repap Technologies Inc. | Recovery of lignin |
CA2026585A1 (en) * | 1989-10-10 | 1991-04-11 | Chester W. Sink | Isolation of lignin from solvent pulping liquors |
WO2000017444A1 (en) * | 1998-09-24 | 2000-03-30 | Kurple Kenneth R | Pulping process without a recovery furnace |
US20040244925A1 (en) * | 2003-06-03 | 2004-12-09 | David Tarasenko | Method for producing pulp and lignin |
WO2008079072A1 (en) * | 2006-12-22 | 2008-07-03 | Kiram Ab | Method for recovering a low sodium content lignin fuel from black liquor |
WO2012054947A2 (en) * | 2010-10-29 | 2012-05-03 | Annikki Gmbh | Method for production of lignin |
WO2012117161A1 (en) * | 2011-02-28 | 2012-09-07 | Aalto University Foundation | Method of recovering chemicals |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0364632A1 (en) * | 1988-10-17 | 1990-04-25 | Zeneca Limited | Production of lignin |
GB0325578D0 (en) * | 2003-11-03 | 2003-12-03 | Bioregional Minimills Uk Ltd | Method for treating black liquor |
AT510346A1 (en) * | 2010-09-02 | 2012-03-15 | Annikki Gmbh | lignin |
-
2014
- 2014-12-11 CN CN201480066125.2A patent/CN105814256B/en active Active
- 2014-12-11 EP EP14821093.3A patent/EP3080353B1/en active Active
- 2014-12-11 DK DK14821093.3T patent/DK3080353T3/en active
- 2014-12-11 US US15/101,804 patent/US20160298295A1/en not_active Abandoned
- 2014-12-11 HU HUE14821093A patent/HUE058262T2/en unknown
- 2014-12-11 ES ES14821093T patent/ES2911666T3/en active Active
- 2014-12-11 JP JP2016538655A patent/JP6559137B2/en active Active
- 2014-12-11 WO PCT/EP2014/077450 patent/WO2015086772A1/en active Application Filing
- 2014-12-11 PL PL14821093T patent/PL3080353T3/en unknown
- 2014-12-11 CA CA2933129A patent/CA2933129C/en active Active
-
2018
- 2018-06-15 US US16/010,022 patent/US20180298554A1/en not_active Abandoned
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2445838A (en) * | 1943-12-29 | 1948-07-27 | Sulfit Aktiebolaget Gota | Treatment of waste sulfite liquor |
EP0140226A2 (en) * | 1983-10-31 | 1985-05-08 | Organocell Gesellschaft für Zellstoff- und Umwelttechnik mbH | Method of obtaining lignin from alcaline lignin solutions |
EP0224721A1 (en) * | 1985-11-05 | 1987-06-10 | Repap Technologies Inc. | Recovery of lignin |
US4764596A (en) * | 1985-11-05 | 1988-08-16 | Repap Technologies Inc. | Recovery of lignin |
CA2026585A1 (en) * | 1989-10-10 | 1991-04-11 | Chester W. Sink | Isolation of lignin from solvent pulping liquors |
WO2000017444A1 (en) * | 1998-09-24 | 2000-03-30 | Kurple Kenneth R | Pulping process without a recovery furnace |
US20040244925A1 (en) * | 2003-06-03 | 2004-12-09 | David Tarasenko | Method for producing pulp and lignin |
WO2008079072A1 (en) * | 2006-12-22 | 2008-07-03 | Kiram Ab | Method for recovering a low sodium content lignin fuel from black liquor |
WO2012054947A2 (en) * | 2010-10-29 | 2012-05-03 | Annikki Gmbh | Method for production of lignin |
WO2012117161A1 (en) * | 2011-02-28 | 2012-09-07 | Aalto University Foundation | Method of recovering chemicals |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20190048192A1 (en) * | 2016-03-21 | 2019-02-14 | Stora Enso Oyj | Liquid lignin composition, lignin-based resin, and method of increasing the solubility of lignin |
EP3433332A4 (en) * | 2016-03-21 | 2020-01-22 | Stora Enso Oyj | Liquid lignin composition, lignin-based resin, and method of increasing the solubility of lignin |
US10717873B2 (en) * | 2016-03-21 | 2020-07-21 | Stora Enso Oyj | Liquid lignin composition, lignin-based resin, and method of increasing the solubility of lignin |
WO2018004447A1 (en) * | 2016-07-01 | 2018-01-04 | Ren Fuel K2B Ab | Ultrapure kraft lignin composition |
WO2020013752A1 (en) * | 2018-07-12 | 2020-01-16 | Suncarbon Ab | Lignin purification |
Also Published As
Publication number | Publication date |
---|---|
EP3080353B1 (en) | 2022-01-26 |
CA2933129C (en) | 2023-08-08 |
ES2911666T3 (en) | 2022-05-20 |
JP2017502126A (en) | 2017-01-19 |
EP3080353A1 (en) | 2016-10-19 |
DK3080353T3 (en) | 2022-04-04 |
JP6559137B2 (en) | 2019-08-14 |
CN105814256B (en) | 2018-06-26 |
US20180298554A1 (en) | 2018-10-18 |
US20160298295A1 (en) | 2016-10-13 |
HUE058262T2 (en) | 2022-07-28 |
PL3080353T3 (en) | 2022-05-23 |
CA2933129A1 (en) | 2015-06-18 |
CN105814256A (en) | 2016-07-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP3080353B1 (en) | Process for lignin purification and isolation | |
CN108658858B (en) | Preparation and refining method of hydroxychloroquine and preparation method of sulfate thereof | |
JP6687594B2 (en) | Method for separating and purifying lignin from black liquor and composition thereof | |
US8585863B2 (en) | Separation of lignin from hydrolyzate | |
JP6207522B2 (en) | Purification of vanillin by liquid-liquid extraction | |
JP2017523961A5 (en) | ||
CA2997566C (en) | Process for the extraction of silica | |
US20170334824A1 (en) | Method for extracting aromatic products of value from compositions containing lignin | |
TWI831913B (en) | Process for producing salt from waste streams | |
JP6951048B2 (en) | Methods for Isolating Fermentable Sugars from Acid Hydrolysates of Substances Containing Cellulose, Hemicellulose and Lignin | |
US20120237989A1 (en) | Separation of lignin from hydrolyzate | |
US10577245B2 (en) | Method for purifying phosphoric acid | |
CN102249889B (en) | Method for extracting succinic acid from citric acid mother solution | |
CN112028842B (en) | Synthesis method of quizalofop-p-ethyl | |
CN107473959B (en) | Emission reduction extraction method for gulonic acid in vitamin C production | |
CN109912466B (en) | Method for recovering camphorsulfonic acid | |
CN108017551B (en) | Method for recovering dimethylethanolamine from hydrazine reaction solution | |
US20150203432A1 (en) | Recovery of organic acis from dilute salt solutions | |
KR101277015B1 (en) | Method for preparing sulglycotide | |
SU136387A1 (en) | Method for isolating levoglucosane |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 14821093 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 15101804 Country of ref document: US |
|
ENP | Entry into the national phase |
Ref document number: 2933129 Country of ref document: CA |
|
REEP | Request for entry into the european phase |
Ref document number: 2014821093 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2014821093 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: 2016538655 Country of ref document: JP Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |