AU2020100319A4 - Method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment - Google Patents
Method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment Download PDFInfo
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- AU2020100319A4 AU2020100319A4 AU2020100319A AU2020100319A AU2020100319A4 AU 2020100319 A4 AU2020100319 A4 AU 2020100319A4 AU 2020100319 A AU2020100319 A AU 2020100319A AU 2020100319 A AU2020100319 A AU 2020100319A AU 2020100319 A4 AU2020100319 A4 AU 2020100319A4
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- eutectic solvent
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- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/02—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from solutions of cellulose in acids, bases or salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D1/00—Evaporating
- B01D1/16—Evaporating by spraying
- B01D1/18—Evaporating by spraying to obtain dry solids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
- B01F33/00—Other mixers; Mixing plants; Combinations of mixers
- B01F33/30—Micromixers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
- D21H11/16—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only modified by a particular after-treatment
- D21H11/18—Highly hydrated, swollen or fibrillatable fibres
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/07—Nitrogen-containing compounds
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/11—Halides
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Paper (AREA)
Abstract
The disclosure provides a method for preparing cellulose nanofibrils by deep
eutectic solvent pretreatment, characterized in that the method comprises: Si. Deep
5 eutectic solvent pretreatment: a chemical pulp is added to the deep eutectic solvent to
obtain a mixed solution; S2. Separation of the treated pulp fibers: water is added to the
reaction system in step Sl to terminate the reaction, and then the pulp fibers are
separated from the mixed solution; S3. High-pressure homogenization
microfluidization: the pulp fibers separated in step S2 are formulated into a slurry
10 having a particular slurry concentration, then subjected to high-pressure
homogenization microfluidization, and then spray-dried to obtain a cellulose nanofibril
product. In this disclosure, the preparation conditions are mild; the operation is simple;
the cost is low; and the pollution is small; the used deep eutectic solvent can be
recovered by methods such as rotary evaporation and the like and therefore can be
15 reused; it is environmentally friendly, meets the standards of green chemical
production, and has good practical application value.
13
DRAWINGS
w w FIG.1.
FIG. 2
x45
FIG. 2
Description
FIG.1. w w
FIG. 2
x45
FIG. 2
Method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment
The invention pertains to the technical field of nanocellulose preparation, and particularly relates to a method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment.
Traditional non-renewable resources on the earth such as oil and coal are increasingly depleted, and the sustainable development of energy has become the focus of worldwide attention. Cellulose is one of the most abundant natural renewable resources on the planet. It has the advantages of low price, biodegradability, homogeneity, etc. and has become an important material for traditional industries such as pulping and papermaking, textiles, polymer materials, medicine and the like. Therefore, how to efficiently develop and utilize renewable resources such as cellulose and the like has become an important subject of sustainable development strategies in the world today.
In recent years, cellulose nanofibrils (CNF) have received worldwide attention in the development and utilization of renewable energy cellulose. While CNF possesses the basic properties of natural cellulose, its nanometer size gives it a small size effect, so that it has many excellent properties, such as light weight, high strength, high Young's modulus, high specific surface area, high reactivity, special rheological properties and the like. These characteristics make nanocellulose have great potential application prospects in the fields of papermaking, construction, automobiles, food, cosmetics, medicine, coatings, aviation and the like.
Cellulose nanofibrils are mainly prepared by mechanical processing methods such as disc grinding, superfine grinding, high-pressure homogenization microfluidization and the like. However, high shear usually requires a high-speed motor to provide a power source, so each mechanical treatment needs to consume a large amount of electricity. Regarding the problem of high energy consumption during the preparation of CNF, in recent years, researchers have found that it is possible to reduce the length of pulp fibers and weaken the binding force between fibrils in the cell wall through biological or chemical pretreatment of the materials, thereby reducing the energy consumption of the mechanical treatment. At present, alkali treatment, cellulase pretreatment, carboxymethylation pretreatment and oxidation pretreatment are often used. Although these chemical pretreatments have very good effects on biomass materials in agriculture and forestry, the treatment costs are relatively high, and the reaction products will cause pollution to the environment. These problems have severely limited the large-scale commercial production of CNF.
In order to solve the shortcomings and deficiencies of the existing CNF preparation technology, the disclosure provides a method for preparing nano-cellulose by high-pressure homogenization microfluidization pretreated with a deep eutectic solvent (DES). The method according to the disclosure rationally combines a deep eutectic solvent pretreatment with high-pressure homogenization microfluidization to prepare CNF, which is more environment-friendly and more efficient than traditional preparation methods, and can effectively improve and expand the preparation technology of CNF. Meanwhile, the yield and quality of cellulose nanofibril have been significantly improved, so that it has broad industrial application prospects.
One object of the disclosure is to provide a method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment.
Another object of the disclosure is to provide cellulose nanofibrils obtained by the above preparation method.
A third object of the disclosure is to provide the use of the above cellulose nanofibrils.
To achieve the above objects, the disclosure adopts the following technical solutions:
In a first aspect, the disclosure provides a method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment, comprising:
Si. Deep eutectic solvent pretreatment: a chemical pulp is added to the deep eutectic solvent to obtain a mixed solution;
S2. Separation of the treated pulp fibers: water is added to the reaction system in step Si to terminate the reaction, and then the pulp fibers are separated from the mixed solution;
S3. High-pressure homogenization microfluidization the pulp fibers separated in step S2 are formulated into a slurry having a particular slurry concentration, then subjected to high-pressure homogenization microfluidization, and then spray-dried to obtain a cellulose nanofibril product.
Further, in step Si,
The deep eutectic solvent is a mixed solution of choline chloride and urea in a molten state; the molar ratio of the choline chloride to urea is 1:3 to 4;
The chemical pulp is preferably a finished chemical pulp of poplar wood;
The mass fraction of the finished chemical pulp of poplar wood is 1 to 1.5% in the mixed solution;
Furthermore, the finished chemical pulp of poplar wood is dried before being added to the deep eutectic solvent;
The conditions of the drying treatment are: drying at 40 to 60°C for 4 to 6 h;
The temperature of the deep eutectic solvent pretreatment is controlled at 100 to 120°C, and the treatment time is I to 2 h;
Further, in step S3,
The slurry concentration is controlled to 0.3 to 0.5%;
The treatment is performed by using high-pressure homogenization microfluidization for 5 to 15 times;
The inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h.
In a second aspect, the disclosure provides cellulose nanofibrils obtained by the above preparation method.
In a third aspect, the disclosure provides the use of the above cellulose nanofibrils in the fields of papermaking, construction, automobiles, food, cosmetics, medicine, coatings, aviation and the like.
The beneficial effects of the disclosure are as follows:
By employing a deep eutectic solvent pretreatment, the disclosure can efficiently remove lignin and hemicellulose from poplar pulp, and at the same time can effectively inhibit the excessive hydrolysis of cellulose and retain the cellulose fibril morphology, which is beneficial to subsequent high-pressure homogenization microfluidization, thereby obtaining cellulose nanofibrils with high quality (CNF products have uniform particle size and good performance) and high yield.
In this disclosure, the preparation conditions are mild; the operation is simple; the cost is low; and the pollution is small; the used deep eutectic solvent can be recovered by methods such as rotary evaporation and the like and therefore can be reused; it is environmentally friendly, meets the standards of green chemical production, and has good practical application value.
FIG. 1 is a scanning electron microscope image of cellulose nanofibrils (CNF) provided by Example 1 of the disclosure (scale: 100 nm);
FIG. 2 is a scanning electron microscope image of cellulose nanofibrils (CNF) provided by Example 2 of the disclosure (scale: 100 nm);
FIG. 3 is a scanning electron microscope image of cellulose nanofibrils (CNF) provided by Example 3 of the disclosure (scale: 100 nm);
FIG. 4 is a scanning electron microscope image of cellulose nanofibrils (CNF) provided by Example 4 of the disclosure (scale: 100 nm).
It should be pointed out that the following detailed descriptions are all exemplary and are intended to provide further illustration of the disclosure. Unless otherwise indicated, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the present application pertains.
It should be noted that the terms used herein are only for describing specific embodiments, and are not intended to limit the exemplary embodiments according to the present application. As used herein, the singular forms are intended to include the plural forms as well, unless clearly indicated otherwise. In addition, it should also be understood that when the terms "comprising" and/or "including" are used in this description, they indicate the presence of features, steps, operations, devices, components, and/or combinations thereof.
As mentioned above, the cellulose nanofibrils prepared by existing mechanical methods have poor performance, and meanwhile, the product preparation process requires high energy consumption and causes pollution.
In view of this, in a specific embodiment of the disclosure, a method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment is provided. The method comprises:
Si. Deep eutectic solvent pretreatment: a finished chemical pulp of poplar wood is added to the deep eutectic solvent to obtain a mixed solution; the mass fraction of the finished chemical pulp of poplar wood is 1 to 1.5% in the mixed solution;
S2. Separation of the treated pulp fibers: water is added to the reaction system in step S Ito terminate the reaction, and then the pulp fibers are separated from the mixed solution;
S3. High-pressure homogenization microfluidization: the pulp fibers separated in step S2 are formulated into a slurry having a particular slurry concentration, then subjected to high-pressure homogenization microfluidization, and then spray-dried to obtain a cellulose nanofibril product.
In another specific embodiment of the disclosure, the deep eutectic solvent is a mixed solution of choline chloride and urea in a molten state; the molar ratio of the choline chloride to urea is 1:3 to 4;
In still another specific embodiment of the disclosure, the finished chemical pulp of poplar wood is dried before being added to the deep eutectic solvent;
The conditions of the drying treatment are: drying at 40 to 60°C for 4 to 6 h;
The temperature of the deep eutectic solvent pretreatment is controlled at 100 to 120°C, and the treatment time is 1 to 2 h. By employing a deep eutectic solvent pretreatment, the disclosure can efficiently remove lignin and hemicellulose from poplar pulp, and at the same time can effectively inhibit the excessive hydrolysis of cellulose and retain the cellulose fibril morphology; meanwhile, the applicant found in experimental research that by controlling the deep eutectic solvent pretreatment conditions, it can also effectively reduce the foam generated during the high-pressure homogenization microfluidization, thereby further improving the preparation efficiency and the yield of the finally prepared cellulose nanofibrils.
In another specific embodiment of the disclosure, in step S3,
The slurry concentration is controlled to 0.3 to 0.5%;
The treatment is performed by using high-pressure homogenization microfluidization for 5 to 15 times;
The inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h.
In another specific embodiment of the disclosure, cellulose nanofibrils obtained by the above preparation method are provided.
In another specific embodiment of the disclosure, the use of the cellulose nanofibrils in the fields of papermaking, construction, automobiles, food, cosmetics, medicine, coatings, aviation and the like is provided.
The disclosure is further illustrated by the following examples. It should be noted that the disclosure is not limited to the following specific examples, and any equivalent transformations based on the technical solutions of the present application belong to the protection scope of the disclosure.
Example 1:
(1) Oven drying: the finished chemical pulp of poplar wood is dried in an oven at 40 to 45°C for 6 to 7 h;
(2) Deep eutectic solvent treatment: the deep eutectic solvent synthesized from choline chloride and urea in a molar ratio of 1:3 is melted in a 100°C oil bath, and the dried poplar chemical pulp is added and subjected to an isothermal treatment for 2 h to obtain a mixed solution, wherein the mass fraction of the poplar chemical pulp is 1% in the mixed solution;
(3) Separation of the treated poplar chemical pulp fibers: after deep eutectic solvent treatment, water is added to the reaction system to terminate the reaction, and then the poplar chemical pulp fibers in the mixed solution are separated;
(4) High-pressure homogenization microfluidization: the poplar chemical pulp fibers separated in step (3) are formulated into a pulp having a pulp concentration of 0.3%, and then treated by high-pressure homogenization microfluidization; the number of treatments is 5 times;
(5) Spray drying: the inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is
485 to 695 mL/h. The final product, i.e., CNF, is obtained.
In the preparation process of this example, especially in the high-pressure homogenization microfluidization, a small amount of foam is generated. The final CNF yield is 48 2%, the zeta potential is -35 mV, the particle size is 1.8 to 4.8 tm, and the crystallinity is 60%.
Example 2:
(1) Oven drying: the finished chemical pulp of poplar wood is dried in an oven at 50 to 55°C for 5 to 6 h;
(2) Deep eutectic solvent treatment: the deep eutectic solvent synthesized from choline chloride and urea in a molar ratio of 1:3 is melted in a 100°C oil bath, and the dried poplar chemical pulp is added and subjected to an isothermal treatment for 2 h to obtain a mixed solution, wherein the mass fraction of the poplar chemical pulp is 1% in the mixed solution;
(3) Separation of the treated poplar chemical pulp fibers: after deep eutectic solvent treatment, water is added to the reaction system to terminate the reaction, and then the poplar chemical pulp fibers in the mixed solution are separated;
(4) High-pressure homogenization microfluidization: the poplar chemical pulp fibers separated in step (3) are formulated into a pulp having a pulp concentration of 0.3%, and then treated by high-pressure homogenization microfluidization; the number of treatments is 10 times;
(5) Spray drying: the inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h. The final product, i.e., CNF, is obtained.
In the preparation process of this example, especially in the high-pressure homogenization microfluidization, a small amount of foam is generated. The final CNF yield is 46 3%, the zeta potential is -33.4 mV, the particle size is 1.7 to 5.1 tm, and the crystallinity is 48%.
Example 3:
(1) Oven drying: the finished chemical pulp of poplar wood is dried in an oven at 60 to 65°C for 4 to 5 h;
(2) Deep eutectic solvent treatment: the deep eutectic solvent synthesized from choline chloride and urea in a molar ratio of 1:3 is melted in a 110°C oil bath, and the dried poplar chemical pulp is added and subjected to an isothermal treatment for 2 h to obtain a mixed solution, wherein the mass fraction of the poplar chemical pulp is 1% in the mixed solution;
(3) Separation of the treated poplar chemical pulp fibers: after deep eutectic solvent treatment, water is added to the reaction system to terminate the reaction, and then the poplar chemical pulp fibers in the mixed solution are separated;
(4) High-pressure homogenization microfluidization: the poplar chemical pulp fibers separated in step (3) are formulated into a pulp having a pulp concentration of 0.3%, and then treated by high-pressure homogenization microfluidization; the number of treatments is 15 times;
(5) Spray drying: the inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h. The final product, i.e., CNF, is obtained.
In the preparation process of this example, especially in the high-pressure homogenization microfluidization, a small amount of foam is generated. The final CNF yield is 44 + 2%, the zeta potential is -41.4 mV, the particle size is 0.4 to 1.6 m, and the crystallinity is 43%.
Example 4:
(1) Oven drying: the finished chemical pulp of poplar wood is dried in an oven at 60 to 65°C for 4 to 5 h;
(2) Deep eutectic solvent treatment: the deep eutectic solvent synthesized from choline chloride and urea in a molar ratio of 1:4 is melted in a 120°C oil bath, and the dried poplar chemical pulp is added and subjected to an isothermal treatment for 2 h to obtain a mixed solution, wherein the mass fraction of the poplar chemical pulp is 1% in the mixed solution;
(3) Separation of the treated poplar chemical pulp fibers: after deep eutectic solvent treatment, water is added to the reaction system to terminate the reaction, and then the poplar chemical pulp fibers in the mixed solution are separated;
(4) High-pressure homogenization microfluidization: the poplar chemical pulp fibers separated in step (3) are formulated into a pulp having a pulp concentration of 0.3%, and then treated by high-pressure homogenization microfluidization; the number of treatments is 15 times;
(5) Spray drying: the inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90°C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h. The final product, i.e., CNF, is obtained.
In the preparation process of this example, especially in the high-pressure homogenization microfluidization, a small amount of foam is generated. The final CNF yield is 42 2%, the zeta potential is -42.5 mV, the particle size is 0.4 to 1.5 m, and the crystallinity is 44%.
The above are only preferred examples of the present application, and are not intended to limit the present application. For a person skilled in the art, the present application may have various modifications and variations. Any modification, equivalent substitution, or improvement made within the spirit and principle of the present application shall be included in the protection scope of the present application.
Claims (5)
1. A method for preparing cellulose nanofibrils by deep eutectic solvent pretreatment, characterized in that the method comprises: Si. Deep eutectic solvent pretreatment: a chemical pulp is added to the deep eutectic solvent to obtain a mixed solution; S2. Separation of the treated pulp fibers: water is added to the reaction system in step Si to terminate the reaction, and then the pulp fibers are separated from the mixed solution; S3. High-pressure homogenization microfluidization: the pulp fibers separated in step S2 are formulated into a slurry having a particular slurry concentration, then subjected to high-pressure homogenization microfluidization, and then spray-dried to obtain a cellulose nanofibril product; Wherein in step S, the deep eutectic solvent is a mixed solution of choline chloride and urea in a molten state, and the molar ratio of the choline chloride to urea is 1:3 to 4.
2. The method of preparation according to claim 1, characterized in that the chemical pulp is a finished chemical pulp of poplar wood; preferably, the mass fraction of the finished chemical pulp of poplar wood is 1 to 1.5% in the mixed solution; the finished chemical pulp of poplar wood is dried before being added to the deep eutectic solvent; preferably the conditions of the drying treatment are: drying at 40 to 60°C for 4 to 6 h; the temperature of the deep eutectic solvent pretreatment is controlled at 100 to 120°C, and the treatment time is 1 to 2 h; in step S3, the slurry concentration is controlled to 0.3 to 0.5%; the treatment is performed by using high-pressure homogenization microfluidization for 5 to 15 times.
3. The method of preparation according to claim 1, characterized in that the inlet temperature of the spray drying is 120 to 150°C, the outlet temperature is 70 to 90C, the air velocity is 3.5 to 3.9 m/s, and the feed rate is 485 to 695 mL/h.
4. Cellulose nanofibrils obtained by the method of preparation according to any one of claims I to 3.
5. Use of the carboxymethylated cellulose nanofibrils according to claim 4 in the fields of papermaking, construction, automobiles, food, cosmetics, medicine, coatings and aviation.
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112709090A (en) * | 2020-12-09 | 2021-04-27 | 天津科技大学 | Method for preparing cellulose nanofibrils containing lignin |
CN113136038A (en) * | 2021-03-31 | 2021-07-20 | 南京林业大学 | Preparation method of micro-nano lignocellulose composite material, composite material and application |
WO2022013482A1 (en) * | 2020-07-17 | 2022-01-20 | Lappeenrannan-Lahden Teknillinen Yliopisto | A method of separating one or more polymer fractions from a material comprising textiles as well as specific polymer fractions and uses thereof |
AT524693A1 (en) * | 2021-02-12 | 2022-08-15 | Mondi Ag | Process for a chemically supported mechanical pulping process for wood chips or chips |
WO2023028664A1 (en) * | 2021-09-02 | 2023-03-09 | The University Of Queensland | Injectable composition |
WO2025133384A1 (en) | 2023-12-22 | 2025-06-26 | Technological University Dublin | A biorefinery process |
-
2020
- 2020-03-04 AU AU2020100319A patent/AU2020100319A4/en not_active Ceased
Cited By (9)
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WO2022013482A1 (en) * | 2020-07-17 | 2022-01-20 | Lappeenrannan-Lahden Teknillinen Yliopisto | A method of separating one or more polymer fractions from a material comprising textiles as well as specific polymer fractions and uses thereof |
CN112709090A (en) * | 2020-12-09 | 2021-04-27 | 天津科技大学 | Method for preparing cellulose nanofibrils containing lignin |
CN112709090B (en) * | 2020-12-09 | 2022-08-09 | 天津科技大学 | Method for preparing cellulose nanofibrils containing lignin |
AT524693A1 (en) * | 2021-02-12 | 2022-08-15 | Mondi Ag | Process for a chemically supported mechanical pulping process for wood chips or chips |
AT524693B1 (en) * | 2021-02-12 | 2022-11-15 | Mondi Ag | Process for a chemically supported mechanical pulping process for wood chips or chips |
CN113136038A (en) * | 2021-03-31 | 2021-07-20 | 南京林业大学 | Preparation method of micro-nano lignocellulose composite material, composite material and application |
CN113136038B (en) * | 2021-03-31 | 2022-11-15 | 南京林业大学 | Preparation method of micro-nano lignocellulose composite material, composite material and application |
WO2023028664A1 (en) * | 2021-09-02 | 2023-03-09 | The University Of Queensland | Injectable composition |
WO2025133384A1 (en) | 2023-12-22 | 2025-06-26 | Technological University Dublin | A biorefinery process |
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