CN109320738A - A method of preparing lignin nanoparticle - Google Patents
A method of preparing lignin nanoparticle Download PDFInfo
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- CN109320738A CN109320738A CN201811160001.7A CN201811160001A CN109320738A CN 109320738 A CN109320738 A CN 109320738A CN 201811160001 A CN201811160001 A CN 201811160001A CN 109320738 A CN109320738 A CN 109320738A
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- 239000002105 nanoparticle Substances 0.000 title claims abstract description 65
- 229920005610 lignin Polymers 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 33
- 239000000243 solution Substances 0.000 claims abstract description 34
- 239000002253 acid Substances 0.000 claims abstract description 15
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 14
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 14
- 239000011575 calcium Substances 0.000 claims abstract description 14
- 239000011550 stock solution Substances 0.000 claims abstract description 14
- 229920005551 calcium lignosulfonate Polymers 0.000 claims abstract description 10
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 claims abstract description 10
- 238000002604 ultrasonography Methods 0.000 claims abstract description 10
- 238000004140 cleaning Methods 0.000 claims abstract description 5
- 229910021642 ultra pure water Inorganic materials 0.000 claims abstract description 5
- 239000012498 ultrapure water Substances 0.000 claims abstract description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
- 238000005119 centrifugation Methods 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- 238000003760 magnetic stirring Methods 0.000 claims description 4
- 230000002572 peristaltic effect Effects 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 239000003643 water by type Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 16
- 239000002994 raw material Substances 0.000 abstract description 8
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 description 6
- 108090000790 Enzymes Proteins 0.000 description 4
- 102000004190 Enzymes Human genes 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 238000002479 acid--base titration Methods 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000000052 vinegar Substances 0.000 description 3
- 235000021419 vinegar Nutrition 0.000 description 3
- 241000219112 Cucumis Species 0.000 description 2
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 241000192700 Cyanobacteria Species 0.000 description 1
- 101710205157 Laccase-5 Proteins 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002077 nanosphere Substances 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nanotechnology (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Manufacturing & Machinery (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biochemistry (AREA)
- Compounds Of Unknown Constitution (AREA)
Abstract
The present invention provides a kind of method for preparing lignin nanoparticle, solve the problems, such as that preparation process present in existing lignin nanoparticle preparation process is complicated, the prices of raw materials are expensive and preparation process in using strong acid and strong base and other organic solvent bring security risks and not to be able to satisfy the nanoparticle pattern prepared diversified；Include the following steps: step 1: calcium lignosulfonate is dissolved in aqueous slkali, lignin sulfonic acid calcium stock solution is obtained, 1~50 parts by weight lignin sulfonic acid calcium stock solution is taken and the dilute acid soln that concentration is 10~100mM is slowly added dropwise, reaches specific pH value, it is stirred to react, obtains target solution；Step 2: the resulting target solution of step 1 being transferred in super filter tube and carries out centrifugal treating, collects bottom pregnant solution, ultrapure water cleaning is added after ultrasound, is repeated 2 times above；Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
Description
Technical field
The invention belongs to the preparation fields of nanoparticle, and in particular to a kind of method for preparing lignin nanoparticle.
Background technique
Diversity of the nanoparticle based on its minute yardstick and excellent specific surface area and structure, has extensively in every field
Using constantly developing from discovery to recent decades, be such as catalyzed in every field, be antibacterial, antitumor, before carrier etc. is many
It is extensive along area research, show powerful application potential.
And the nanoparticle of new era also wants abreast of the times characteristic, including peace in the colleague for meeting different function demand
Quan Xing, the feature of environmental protection, sustainable developability, degradability, bio-toxicity etc..One important development trend is using natural polymer
Sub- material prepares nanoparticle, can meet many advantages, such as raw material sources are wide, and material safety is high, cheap in this way.
And lignin is also found by researcher as the widest natural macromolecular material of distribution on global and is applied to nanoparticle
In the field of preparation.Researcher is using acetyl lignin as raw material and with the methods of acid-base titration and chemical modification method
It has prepared and has not had to sized spherical nanoparticle, and explored it in answering in microorganism such as yeast, cyanobacteria fermentation arts
With value.But the shortcomings that such methods are shown is it is also obvious that the preparation process complexity of one side acetyl lignin leads to former material
To expect expensive, the organic solvents such as strong acid and strong base and tetrahydrofuran are used in another aspect system causes security risk serious, and
And such method can only make nano spherical particle, not be able to satisfy scientific and growing people demand.Therefore, it finds new former
Material, new process, new method become instantly extremely urgent research emphasis to prepare appearance and size lignin nanoparticle abundant.
Therefore nanoparticle is prepared as nanoparticle is prepared with cheap, safe and non-toxic Novel wooden quality raw material
Son is the new direction of era development, while searching out easy, science, the method for safety prepares lignin nanoparticle also has weight
It is subsequent not to its to prepare the various sizes of lignin nanoparticle of different-shape by controlling preparation condition for big meaning
Application in same domain will have substantial worth.
Summary of the invention
In order to solve, preparation process present in existing lignin nanoparticle preparation process is complicated, the prices of raw materials are expensive
And prepared in preparation process using strong acid and strong base and other organic solvent bring security risks and not being able to satisfy
The diversified problem of nanoparticle pattern；This patent provides a kind of easy, science, the method for safety prepares lignin nanoparticle
Son method, by control preparation condition, can prepare the various sizes of lignin nanoparticle of different-shape to its it is subsequent
Application in different field will have substantial worth.
The present invention includes following content:
A method of lignin nanoparticle being prepared, the method for preparing lignin nanoparticle includes following step
It is rapid:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, is obtained lignin sulfonic acid calcium stock solution, is taken 1~50 weight
Simultaneously the dilute acid soln that concentration is 10~100mM is slowly added dropwise in part lignin sulfonic acid calcium stock solution, reaches specific pH value, stirring is anti-
It answers, obtains target solution；
Step 2: the resulting target solution of step 1 being transferred in super filter tube and carries out centrifugal treating, collects bottom enrichment
Liquid, after ultrasonic plus ultrapure water cleans, and is repeated 2 times above；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
Preferably, the range of specific pH value is 5~10 in the method and step one for preparing lignin nanoparticle.
Preferably, dilute acid soln is nitric acid, hydrochloric acid, sulphur in the method and step one for preparing lignin nanoparticle
Acid, acetic acid, citric acid, acrylic acid and its one of other inorganic acids or organic acid or a variety of.
Preferably, the centrifugation rate in the method and step two for preparing lignin nanoparticle in centrifugal treating is
3000~5000rpm/min is centrifuged 5~10min every time.
Preferably, a method of preparing lignin nanoparticle, the method packet for preparing lignin nanoparticle
Include following steps:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, is obtained lignin sulfonic acid calcium stock solution, is taken 1~50 weight
Simultaneously the dilute acid soln that concentration is 10~100mM is slowly added dropwise in part lignin sulfonic acid calcium stock solution, so that the range of pH value is 5~10,
It is stirred to react 10~for 24 hours, obtain target solution；
Step 2: the resulting target solution of step 1 is transferred in super filter tube and carries out centrifugal treating, centrifugation rate is
3000~5000rpm/min is centrifuged 5~10min every time, collects 3~5mL of bottom pregnant solution, adds 5~10 after 2~5min of ultrasound
The cleaning of times volume ultrapure water, repeats 3~5 times；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
Preferably, a method of preparing lignin nanoparticle, the method packet for preparing lignin nanoparticle
Include following steps:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, is obtained lignin sulfonic acid calcium stock solution, is taken 30ml lignin
Sulfonic acid calcium stock solution is placed in addition magneton in conical flask and is placed on magnetic stirring apparatus, and dilute sulfuric acid is slowly added dropwise by peristaltic pump and arrives
Ph is 7, and reaction is stirred at room temperature for 24 hours, obtains target solution；
Step 2: the resulting target solution of step 1 is transferred in super filter tube and carries out centrifugal treating, centrifugation rate is
4000rpm/min is centrifuged 8min every time, collects bottom pregnant solution 5mL, and 5 times of volume ultrapure waters cleanings are added after ultrasonic 4min, are repeated
4 times；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
Preparation method provided by the invention prepares material by the nanoparticle for finding new, using calcium lignosulfonate, system
Standby lignin nanoparticle；The preparation method that lignin nanoparticle is prepared by scientific development and verifying, using single inorganic
The mixed dilute acid soln titration of acid or organic acid or both prepares nanoparticle；To the condition of different nanoparticle morphology controllables
Research guarantees the diversity of nanoparticle pattern, meets the application of later period different field；Nanoparticle yield is verified, it is verified
Biodegradability lays scientific theory basis for its industrialization and extensive use.
The present invention is used as raw material using calcium lignosulfonate, by control dropwise addition different volumes diluted acid to different Ph values,
The nanoparticle for being different from the different-shape of other researchers preparation can be prepared, electron microscopy study is scanned, includes
The different morphologies such as pattern has spherical shape, cube, taper to mention, octahedron, cuboid.The nanoparticle of different-shape can be specific
Enzyme effect under degrade, by very strong application prospect, can be applied in different carrier fields.
The new raw material i.e. calcium lignosulfonate for preparing lignin nanoparticle is searched out, and by the way that different volumes diluted acid is added dropwise
Mild reaction be scanned electron microscope analysis, such simple preparation method come the lignin nanoparticle pattern controlled
The nanoparticle of opposite high yield, and the partial size of the adjusting nanoparticle of energy controllably can be prepared, 40nm~400nm is distributed in.It is logical
Enzyme is crossed to the Effect study of lignin nanoparticle, finds lignin by good enzyme degradability, finds its subsequent application tool
There are sizable potentiality.
Detailed description of the invention
In order to more clearly explain the embodiment of the invention or the technical proposal in the existing technology, to embodiment or will show below
There is attached drawing needed in technical description to be briefly described, it should be apparent that, the accompanying drawings in the following description is only this
Some embodiments of invention without any creative labor, may be used also for those of ordinary skill in the art
To obtain other drawings based on these drawings.
Fig. 1 is lignin nanoparticle technique preparation flow figure of the invention.
Fig. 2 is the resulting nano particle diameter distribution map of the embodiment of the present invention 1.
Fig. 3 is the resulting nano particle diameter distribution map of the embodiment of the present invention 2.
Specific embodiment
The present invention will be further described in detail below with reference to the embodiments, following embodiment be explanation of the invention and
The invention is not limited to following embodiments.
Embodiment one:
Dilute sulfuric acid is used to prepare globular lignin nanoparticle as acid base titration agent:
30mL lignin liquor, solution concentration 1mg/mL, Ph 12 are added in conical flask.Magnetic is added in conical flask
Son is placed on magnetic stirring apparatus, and it is 7 that dilute sulfuric acid, which is slowly added dropwise, to Ph by peristaltic pump, is stopped that dilute sulfuric acid is added dropwise, is allowed system room
For 24 hours, solution colour becomes Melon yellow color at this time for temperature reaction, the nanoparticle being completed is harvested by centrifugation, and electric with scanning
Mirror characterizes nanoparticle pattern, and wherein cube partial size is that 100nm refers to attached drawing 1.
Embodiment two:
Dilute hydrochloric acid and spirit of vinegar is used to prepare cube lignin nanoparticle as acid base titration agent:
30mL lignin liquor, solution concentration 1mg/mL, Ph 12 are added in conical flask.Magnetic is added in conical flask
Son is placed on magnetic stirring apparatus, and it is 10 that dilute hydrochloric acid and spirit of vinegar mixed liquor, which is slowly added dropwise, to Ph by peristaltic pump, stops being added dropwise
Dilute hydrochloric acid and spirit of vinegar mixed liquor allow system to react at room temperature 16h, and solution colour becomes Melon yellow color at this time.It is harvested by centrifugation
The nanoparticle being completed, and nanoparticle pattern is characterized with scanning electron microscope, wherein nanosphere body partial size is 50nm, and reference is attached
Fig. 2.
Case three:
The degradability of lignin cube nanoparticle is tested:
Determine that the lignin cube nanoparticle concentration prepared is 0.5mg/ML, is taken using lignin standard curve
1ml nano-particle solution is placed into the disposable centrifuge tube with cover of 2ml, sequentially adds 10 microlitres of 1mM hydrogen peroxide and 1Mm laccase 5
Microlitre.37 DEG C of shaking table cultures being placed into after mixing 3 hours, discovery and control group comparison, enzyme and hydrogen peroxide group lignin decompose,
Solution colour shoals, and naked eyes determine color change.
In addition, it should be noted that, the specific embodiments described in this specification, various raw materials, product are named
Title etc. can be different.The equivalent or simple change that all principles described according to the invention patent design are done, is included in the present invention
In the protection scope of patent.Those skilled in the art can do described specific embodiment various each
The mode that the modify or supplement or adopt of sample is similar substitutes, and without departing from structure of the invention or surmounts the claims
Defined range, is within the scope of protection of the invention.
Claims (6)
1. a kind of method for preparing lignin nanoparticle, it is characterised in that: the method for preparing lignin nanoparticle
Include the following steps:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, obtains lignin sulfonic acid calcium stock solution, takes 1~50 parts by weight wooden
Simultaneously the dilute acid soln that concentration is 10~100mM is slowly added dropwise in quality sulfonic acid calcium stock solution, reaches specific pH value, is stirred to react, obtains
To target solution；
Step 2: the resulting target solution of step 1 being transferred in super filter tube and carries out centrifugal treating, collects bottom pregnant solution, is surpassed
After sound plus ultrapure water cleans, and is repeated 2 times above；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
2. the method according to claim 1 for preparing lignin nanoparticle, it is characterised in that: special in the step one
The range of fixed pH value is 5~10.
3. the method according to claim 1 for preparing lignin nanoparticle, it is characterised in that: dilute in the step one
Acid solution is nitric acid, hydrochloric acid, sulfuric acid, acetic acid, citric acid, acrylic acid and its one of other inorganic acids or organic acid or more
Kind.
4. the method according to claim 1 for preparing lignin nanoparticle, it is characterised in that: in the step two from
Centrifugation rate in heart processing is 3000~5000rpm/min, is centrifuged 5~10min every time.
5. the method according to claim 1 for preparing lignin nanoparticle, it is characterised in that: described prepares lignin
The method of nanoparticle includes the following steps:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, obtains lignin sulfonic acid calcium stock solution, takes 1~50 parts by weight wooden
Simultaneously the dilute acid soln that concentration is 10~100mM is slowly added dropwise in quality sulfonic acid calcium stock solution, so that the range of pH value is 5~10, stirring
Reaction 10~for 24 hours, obtain target solution；
Step 2: the resulting target solution of step 1 being transferred in super filter tube and carries out centrifugal treating, centrifugation rate be 3000~
5000rpm/min is centrifuged 5~10min every time, collects 3~5mL of bottom pregnant solution, adds 5~10 times of volumes after 2~5min of ultrasound
Ultrapure water cleaning, repeats 3~5 times；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
6. the method according to claim 1 for preparing lignin nanoparticle, it is characterised in that: described prepares lignin
The method of nanoparticle includes the following steps:
Step 1: calcium lignosulfonate is dissolved in aqueous slkali, is obtained lignin sulfonic acid calcium stock solution, is taken 30ml lignin sulfonic acid
Calcium stock solution is placed in addition magneton in conical flask and is placed on magnetic stirring apparatus, and dilute sulfuric acid, which is slowly added dropwise, to Ph by peristaltic pump is
7, reaction is stirred at room temperature for 24 hours, obtains target solution；
Step 2: the resulting target solution of step 1 is transferred in super filter tube and carries out centrifugal treating, centrifugation rate is
4000rpm/min is centrifuged 8min every time, collects bottom pregnant solution 5mL, and 5 times of volume ultrapure waters cleanings are added after ultrasonic 4min, are repeated
4 times；
Step 3: after resulting pregnant solution collection and ultrasound will be centrifuged for the last time in step 2, product is obtained.
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| CN201811160001.7A CN109320738A (en) | 2018-09-30 | 2018-09-30 | A method of preparing lignin nanoparticle |
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| CN201811160001.7A CN109320738A (en) | 2018-09-30 | 2018-09-30 | A method of preparing lignin nanoparticle |
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Citations (7)
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|---|---|---|---|---|
| CN102002165A (en) * | 2010-09-15 | 2011-04-06 | 东北林业大学 | Method for preparing nano lignin by using supercritical anti-solvent technology |
| CN103242555A (en) * | 2013-04-26 | 2013-08-14 | 华南理工大学 | Acetylation lignin amphiphilic polymer nanometer colloid sphere and preparation method thereof |
| CN103275331A (en) * | 2013-05-23 | 2013-09-04 | 广西大学 | Method for preparing lignin nanoparticles by taking papermaking black liquid as raw material |
| US20140050924A1 (en) * | 2011-05-02 | 2014-02-20 | University Of Florida Research Foundation, Inc. | Lignin-based nanostructures |
| US9102801B1 (en) * | 2012-08-29 | 2015-08-11 | Sandia Corporation | Lignin nanoparticle synthesis |
| CN105829406A (en) * | 2013-12-12 | 2016-08-03 | 索理思科技公司 | Lignin nanoparticle dispersions and methods for producing and using the same |
| CN107973916A (en) * | 2016-10-24 | 2018-05-01 | 中国林业科学研究院林产化学工业研究所 | A kind of method that acid-base pretreatment auxiliary ultrasonic processing prepares nano lignin |
-
2018
- 2018-09-30 CN CN201811160001.7A patent/CN109320738A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102002165A (en) * | 2010-09-15 | 2011-04-06 | 东北林业大学 | Method for preparing nano lignin by using supercritical anti-solvent technology |
| US20140050924A1 (en) * | 2011-05-02 | 2014-02-20 | University Of Florida Research Foundation, Inc. | Lignin-based nanostructures |
| US9102801B1 (en) * | 2012-08-29 | 2015-08-11 | Sandia Corporation | Lignin nanoparticle synthesis |
| CN103242555A (en) * | 2013-04-26 | 2013-08-14 | 华南理工大学 | Acetylation lignin amphiphilic polymer nanometer colloid sphere and preparation method thereof |
| CN103275331A (en) * | 2013-05-23 | 2013-09-04 | 广西大学 | Method for preparing lignin nanoparticles by taking papermaking black liquid as raw material |
| CN105829406A (en) * | 2013-12-12 | 2016-08-03 | 索理思科技公司 | Lignin nanoparticle dispersions and methods for producing and using the same |
| CN107973916A (en) * | 2016-10-24 | 2018-05-01 | 中国林业科学研究院林产化学工业研究所 | A kind of method that acid-base pretreatment auxiliary ultrasonic processing prepares nano lignin |
Non-Patent Citations (1)
| Title |
|---|
| LIEVONEN, MIIKKA: "A simple process for lignin nanoparticle preparation", 《GREEN CHEMISTRY》 * |
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