CN106861645A - A kind of preparation method of the thio strong oil absorption material of aminated lignin base - Google Patents
A kind of preparation method of the thio strong oil absorption material of aminated lignin base Download PDFInfo
- Publication number
- CN106861645A CN106861645A CN201710149492.4A CN201710149492A CN106861645A CN 106861645 A CN106861645 A CN 106861645A CN 201710149492 A CN201710149492 A CN 201710149492A CN 106861645 A CN106861645 A CN 106861645A
- Authority
- CN
- China
- Prior art keywords
- lignin
- preparation
- aminated
- aminated lignin
- thio
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/24—Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/286—Treatment of water, waste water, or sewage by sorption using natural organic sorbents or derivatives thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
- B01J2220/4837—Lignin
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/36—Organic compounds containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention discloses a kind of preparation method of the thio strong oil absorption material of aminated lignin base, the method method process is simple, energy consumption is low, and applied widely, obtained thio aminated lignin based oil-absorption material has good oil absorbency.The method of the present invention is comprised the following steps：Lignin is dissolved in the NaOH aqueous solution, it is sufficiently stirred for adding aminating agent, it is slow added into formalin, after insulation reaction 15 minutes to 2 hours, reaction solution is poured into hot distilled water, hydrochloric acid is instilled under stirring makes aminated lignin fully separate out, wash to neutrality, dry, grind to form fine powder, then be vacuum dried and obtain final product aminated lignin；Under the conditions of 25 45 DEG C, vulcanizing agent is added in the aminated lignin suspension for being dissolved in organic solvent, the 72h of stirring reaction 24 under the conditions of 25 45 DEG C treats that product is cooled to room temperature, through filtering, distillation washing, dry, obtain solid matter and be the thio strong oil absorption material of aminated lignin base.
Description
Technical field
It is strong more specifically to a kind of thio aminated lignin base the present invention relates to a kind of preparation method of oil absorption material
The preparation method of oil absorption material.
Background technology
Lignin is that a kind of multiring structure is complicated, solid netted macromolecule organic (seeing below formula), there is alcohol hydroxyl on molecule
The functional groups such as base (a), phenolic hydroxyl group (b), carboxyl, methoxyl group, are conducive to macromolecular structure to modify.In nature, lignin
Reserves are only second to cellulose, and annual with tens billion of tons of speed regeneration.Pulp and paper industry will be separated from plant every year
Go out about 1.4 hundred million tons of celluloses, while 50,000,000 tons or so of lignin byproduct is obtained, but so far, more than 95%
Lignin is directly discharged into rivers with " black liquor ", causes secondary pollution serious, or is burned after concentration, seldom obtains effective profit
With.The understanding of the problems such as with mankind's environmental pollution and crisis of resource is deepened continuously, and this kind of natural polymer of lignin is had
The property such as renewable, degradable having is increasingly subject to pay attention to, therefore it is extremely urgent to carry out comprehensive development and utilization to it.
Because oil tanker from oil leaking causes sea oil pollution, it is necessary to quick, cheap, effective inhale in Study on Environmental Protection field
Light wood material completes oil product absorption, recovery operation.Conventional resin oil absorption material is acrylic resin and olefine kind resin material
Material, it is structurally characterized in that low three-dimensional netted chemical crosslinking structure, in treatment oil tanker from oil leaking causes the problem of sea oil pollution
There is a problem of water and oily competitive Adsorption, cause water suction, oil absorbency to interfere with each other.In the prior art, Chinese papermaking journal
.2005,20(2):75-78 discloses one kind and diethylenetriamine/formaldehyde modified lignin amine has been synthesized using conventional heating,
It was found that it is used as assistant for emulsifying agent, there is booster action to asphalt emulsification, but because modified lignin resin amine surface-active is not good enough, it is impossible to it is straight
Connect for oil absorption material.The Chinese patent of Publication No. CN 104448340A discloses a kind of lignin-base micro porous molecular sieve and answers
Oil absorption material is closed, it is not high that it relies on the advantages such as molecular sieve pore passage is regular, pore-size distribution is controllable to can be used for oil absorbency of solution
Problem, but because it is prepared through acetylation, silylation, copolymerization three-step approach, synthetic route is long, and product yield is not high, so that
Cause complex process, costly.Accordingly, it would be desirable to it is that the thio aminated lignin base of Material synthesis is strong using lignin to develop a kind of
The preparation method of oil absorption material is solving problems of the prior art.
The content of the invention
It is an object of the invention to solve problems of the prior art, there is provided a kind of thio aminated lignin base is inhaled by force
The preparation method of light wood material, the method synthesizes thio aminated lignin with the lignin of extraction in pulping back liquor as raw material
The strong oil absorption material of base.Its principle be introduce amorphous hydrophobic structure lignin first with aldehydes, aminating agent generation Mannish it is anti-
Should, then by product aminated lignin and vulcanizing agent CS2Generation polymerisation, so as to improve the oil suction efficiency of material, is improved particularly
Competitive Adsorption speed of the material to oil product.Meanwhile, with lignin as raw material, the thio strong oil absorption material of aminated lignin base can be assigned
Biodegradable performance simultaneously reduces the cost of oil absorption material, and the preparation process is simple, and cost price is cheap.
The present invention is achieved by the following technical solutions：
The preparation method of the thio strong oil absorption material of aminated lignin base of the invention, it is comprised the following steps：
The synthesis of aminated lignin：Lignin is dissolved in the NaOH aqueous solution, is sufficiently stirred for, be placed in into microwave reaction instrument
In, setting under the conditions of 40-60 DEG C of temperature, reaction pressure 0.5-3MPa, microwave power 300-600W, microwave reaction instrument reaches setting
Aminating agent is added after temperature, formalin is slow added into, is refluxed so that the work on active hydrogen, formaldehyde on lignin
There is Man Nixi and react in the active hydrogen for sprinkle oxygen, being connected on aminating agent with nitrogen, insulation reaction is after 15 minutes to 2 hours, by reaction solution
Pour into hot distilled water, hydrochloric acid is instilled under stirring makes aminated lignin fully separate out, and is filtered after standing, first with watery hydrochloric acid
Washing, then to distill water washing to neutrality, in being dried at 40-60 DEG C, grinds to form fine powder, is then at 60-80 DEG C of vacuum drying
Obtain aminated lignin；
The vulcanization graft polymerization reaction of aminated lignin：Under the conditions of 25-45 DEG C, vulcanizing agent is slowly added into be dissolved in it is organic
In the aminated lignin suspension of solvent, the stirring reaction 24-72h under the conditions of 25-45 DEG C treats that product is cooled to room temperature, passes through
Filter, alcohol solvent is washed, distillation is washed, dry, obtain solid matter and be the thio strong oil absorption material of aminated lignin base.
The above-mentioned preparation method of the present invention, its further technical scheme is during described lignin is paper industry waste liquid
The lignin of extraction, or by separating the lignin of the polishing purification of preparation in stalk, wheat straw.
The above-mentioned preparation method of the present invention, the NaOH solution concentration that its further technical scheme can also be described is
0.1mol/L-10mol/L。
The above-mentioned preparation method of the present invention, its further technical scheme can also be described lignin and NaOH solution
Mass ratio is 5%-50%.
The above-mentioned preparation method of the present invention, its further technical scheme can also be that described aminating agent is divinyl three
Amine.
The above-mentioned preparation method of the present invention, its further technical scheme can also be described lignin：Aminating agent：First
Aldehyde mol ratio is 1：1-2：1-2.
The above-mentioned preparation method of the present invention, the hot distilled water temperature that its further technical scheme can also be described is
60-100℃；The concentration of described hydrochloric acid is 0.1-2mol/L；The concentration of described watery hydrochloric acid is 0.01-0.1mol/L；It is described
Time of repose be 0.5-5h
The above-mentioned preparation method of the present invention, the vulcanizing agent that its further technical scheme can also be described is wooden with amination
Plain mol ratio is 1-2：1.
The above-mentioned preparation method of the present invention, its further technical scheme can also be that described vulcanizing agent is CS2。
The above-mentioned preparation method of the present invention, its further technical scheme can also be that described organic solvent is dichloromethane
One kind or its combination in alkane, ethanol, dimethyl sulfoxide (DMSO), tetrahydrofuran, acetone, dioxane, pyridine.
The present invention has the advantages that compared with prior art：
(1)：Microwave aminating reaction device is simple, and reaction temperature only needs 40-60 DEG C, and only 30 minutes or so reaction time is (existing
More than 90 DEG C of some lignin amination reaction temperatures, more than 90 minutes reaction time), it is a kind of process is simple, high efficiency, low energy
Consumption, environmentally friendly preparation method with low cost；(2) polymerisation is carried out in the way of polymerisation in solution, recovery processing technique
Simply, discharge few, meet Modern Green production requirement；(3) the method process is simple, side reaction is few, and processing method is uncomplicated, energy consumption
It is low, it is applied widely；(4) thio aminated lignin based oil-absorption material obtained in has good oil absorbency, and water suction oil suction is mutual
Do not disturb；(5) oil absorption material has the biodegradable of lignin, environment-friendly, so as to solve general oil absorption material
Non-biodegradable problem, can be widely used for processing the problem that sea oil pollution and Oil in Sewage Water product are reclaimed.The preparation
Method succeed in developing for biomass based oil-absorption material and widen pulping and paper-making " black liquor " application have it is certain theoretical and
Realistic meaning.
Brief description of the drawings
The IR spectrograms of Fig. 1 lignin (A1), lignin-base oil absorption material (A2)
The SEM figures of Fig. 2 lignin (A1)
The SEM figures of Fig. 3 lignin-bases oil absorption material (A2)
Specific embodiment
Embodiment 1
250mL three-neck flasks are taken, it is molten that 20g lignin (being about 0.1mol based on C9 units, similarly hereinafter) is dissolved in into 50mL NaOH
In liquid (concentration 1mol/L), it is sufficiently stirred for, is placed in microwave reaction instrument, 40 DEG C of temperature, reaction pressure 1MPa, microwave work(is set
Under the conditions of rate 400W, preset temperature is warming up to, adds the aminating agent diethylenetriamine (DETA) of 0.1mol, then be slowly dropped into
37wt% formalins 5mL (about 0.1mol), is refluxed so that active on the active hydrogen of methoxyl group, formaldehyde on lignin
There is Man Nixi reactions (Mannish reactions) in the active hydrogen being connected with nitrogen on oxygen, aminating agent, insulation reaction, will be anti-after 20 minutes
Liquid is answered to pour into 80 DEG C of hot distilled waters, the hydrochloric acid solution that 1mol/L is instilled under stirring makes aminated lignin fully separate out,
3h is stood, filtering is first washed with the watery hydrochloric acid of 0.1mol/L, then to distill water washing to neutral (pH value 7.0 or so), in 60
Dried at DEG C, grind to form fine powder, aminated lignin A (the quality yield for obtaining final product aminating agent/modified formaldehyde is vacuum dried then at 80 DEG C
91.3%).Take 8g vulcanizing agents CS2 (0.2mol) and be slowly added into and be dissolved in the aminated lignin A suspension of pyridine solvent (quality is dense
In spending 10%), the mol ratio of wherein CS2 and aminated lignin B is about 2：1.Stirring reaction 48h under the conditions of 40 DEG C, treats that product is cold
But to room temperature, through filtering, alcohol solvent is washed, distillation is washed, dry 5h at 80 DEG C, and it is thio aminated lignin to obtain solid matter
The strong oil absorption material B of base (quality yield 95.6%).
The IR spectrograms of lignin and thio aminated lignin B, 1112cm in assay products B in comparative drawings figs 1-1、960cm-1
Absorption band be respectively aminated lignin A with CS2 polymerisations after the resonance peak of C=S, C-S key that generates, and 1492cm-1、
1434cm-1Absorption band diffraction maximum be then amination C-N key resonance peaks in thio aminated lignin B.With the IR of lignin substrate
Spectrogram is contrasted, and may certify that feature carbon-sulfur bond, the carbonnitrogen bond peak of thio aminated lignin B.1609cm in figure A1-1Absorption band
Diffraction maximum is the characteristic peak of the unique aromatic ring structure of lignin, and due to there is Mannish reactions on product B phenyl ring, is caused
This characteristic peak has then been displaced to 1639cm in A2 is schemed-1.Similarly, the 1384cm in figure A1-1Absorption band diffraction maximum be wooden
C-O key characteristic peaks in plain structure, and due on product B phenyl ring occur Mannish reaction, cause this characteristic peak scheme A2 in then
It has been displaced to 1323cm-1。3430cm-1It is then the O-H key characteristic peaks of alcoholic extract hydroxyl group or phenolic hydroxyl group in lignin.2920cm in product B-1、2848cm-1Absorption band be respectively then thio aminated lignin B CH2 keys symmetrical and non-symmetrical features resonance peak.Compare
Lignin is schemed with the SEM of thio aminated lignin B in accompanying drawing 2, Fig. 3, can substantially see crystalline substance of the lignin after amination, sulfide modifier
Type, brilliant looks there occurs change.
With oil-absorbing resin material butyl acrylate and octadecyl acrylate polymer it is that control sample C is inhaled with commodity
The test experiments of attached chloroform, weigh 0.1g above-mentioned compound oil absorption material B and control sample C and are placed in 100mL grounds and dry taper respectively
In bottle, 50mL distilled water immersions, interval 12h is added to determine the quality of absorption chloroform, take 3 groups of statistical averages.Compound oil suction material
Material B is 88.9g/g to the saturated extent of adsorption of chloroform, and control sample C is 65.4g/g to the saturated extent of adsorption of chloroform.
Embodiment 2
Aminated lignin A is prepared with embodiment 1.Take 4g vulcanizing agents CS2 (0.1mol) and be slowly added into and be dissolved in pyridine solvent
Aminated lignin A suspension (mass concentration 10%) in, the mol ratio of wherein CS2 and aminated lignin B is about 1：1.40℃
Under the conditions of stirring reaction 48h, treat that product is cooled to room temperature, through filtering, alcohol solvent is washed, distillation is washed, dry 5h at 80 DEG C, is obtained
It is the strong oil absorption material B of thio aminated lignin base (quality yield 97.3%) to solid matter.
With oil-absorbing resin material butyl acrylate and octadecyl acrylate polymer it is that control sample C is inhaled with commodity
The test experiments of attached chloroform, weigh 0.1g above-mentioned compound oil absorption material B and control sample C and are placed in 100mL grounds and dry taper respectively
In bottle, 50mL distilled water immersions, interval 12h is added to determine the quality of absorption chloroform, take 3 groups of statistical averages.Compound oil suction material
Material B is 80.4g/g to the saturated extent of adsorption of chloroform, and control sample C is 65.4g/g to the saturated extent of adsorption of chloroform.
Embodiment 3
Aminated lignin A is prepared with embodiment 1, wherein reaction condition is changed to temperature 60 C, reaction pressure 0.5MPa, microwave
Power 600W, reaction time 10 minutes, aminated lignin A (quality yield 88.9%) is obtained.Take 8g vulcanizing agents CS2 (0.2mol)
It is slowly added into aminated lignin A suspension (mass concentration 10%) for being dissolved in pyridine solvent, wherein CS2 and aminated lignin
The mol ratio of B is about 2：1.Stirring reaction 48h under the conditions of 40 DEG C, treats that product is cooled to room temperature, is washed through filtering, alcohol solvent, steamed
Distilled water is washed, dry 5h at 80 DEG C, obtains solid matter for strong oil absorption material B (the quality yield of thio aminated lignin base
89.4%).
With oil-absorbing resin material butyl acrylate and octadecyl acrylate polymer it is that control sample C is inhaled with commodity
The test experiments of attached chloroform, weigh 0.1g above-mentioned compound oil absorption material B and control sample C and are placed in 100mL grounds and dry taper respectively
In bottle, 50mL distilled water immersions, interval 12h is added to determine the quality of absorption chloroform, take 3 groups of statistical averages.Compound oil suction material
Material B is 78.6g/g to the saturated extent of adsorption of chloroform, and control sample C is 65.4g/g to the saturated extent of adsorption of chloroform.
Embodiment 4
Aminated lignin A is prepared with embodiment 3.Take 4g vulcanizing agents CS2 (0.1mol) and be slowly added into and be dissolved in pyridine solvent
Aminated lignin A suspension (mass concentration 10%) in, the mol ratio of wherein CS2 and aminated lignin B is about 1：1.40℃
Under the conditions of stirring reaction 48h, treat that product is cooled to room temperature, through filtering, alcohol solvent is washed, distillation is washed, dry 5h at 80 DEG C, is obtained
It is the strong oil absorption material B of thio aminated lignin base (quality yield 90.7%) to solid matter.
With oil-absorbing resin material butyl acrylate and octadecyl acrylate polymer it is that control sample C is inhaled with commodity
The test experiments of attached chloroform, weigh 0.1g above-mentioned compound oil absorption material B and control sample C and are placed in 100mL grounds and dry taper respectively
In bottle, 50mL distilled water immersions, interval 12h is added to determine the quality of absorption chloroform, take 3 groups of statistical averages.Compound oil suction material
Material B is 82.3g/g to the saturated extent of adsorption of chloroform, and control sample C is 65.4g/g to the saturated extent of adsorption of chloroform.
Claims (10)
1. a kind of preparation method of the thio strong oil absorption material of aminated lignin base, it is characterised in that comprise the following steps：
The synthesis of aminated lignin：Lignin is dissolved in the NaOH aqueous solution, is sufficiently stirred for, be placed in microwave reaction instrument, if
Put under the conditions of 40-60 DEG C of temperature, reaction pressure 0.5-3MPa, microwave power 300-600W, microwave reaction instrument reaches setting temperature
After add aminating agent, be slow added into formalin, be refluxed so that the active oxygen on active hydrogen, formaldehyde on lignin,
There is Man Nixi reactions in the active hydrogen being connected with nitrogen on aminating agent, reaction solution is poured into heat by insulation reaction after 15 minutes to 2 hours
In distilled water, instillation hydrochloric acid makes aminated lignin fully separate out under stirring, is filtered after standing, is first washed with watery hydrochloric acid,
Then to distill water washing to neutrality, in being dried at 40-60 DEG C, fine powder is ground to form, amination is obtained final product then at 60-80 DEG C of vacuum drying
Lignin；
The vulcanization graft polymerization reaction of aminated lignin：Under the conditions of 25-45 DEG C, vulcanizing agent is slowly added into and is dissolved in organic solvent
Aminated lignin suspension in, the stirring reaction 24-72h under the conditions of 25-45 DEG C treats that product is cooled to room temperature, through filtering, second
Alcoholic solvent is washed, distillation is washed, dry, is obtained solid matter and is the thio strong oil absorption material of aminated lignin base.
2. preparation method according to claim 1, it is characterised in that described lignin is extracted in paper industry waste liquid
Lignin, or by separating the lignin of the polishing purification of preparation in stalk, wheat straw.
3. preparation method according to claim 1, it is characterised in that described NaOH solution concentration is 0.1mol/L-
10mol/L。
4. preparation method according to claim 1, it is characterised in that described lignin is with NaOH solution mass ratio
5%-50%.
5. preparation method according to claim 1, it is characterised in that described aminating agent is diethylenetriamine.
6. preparation method according to claim 1, it is characterised in that described lignin：Aminating agent：Formaldehyde mole ratio is
1：1-2：1-2.
7. preparation method according to claim 1, it is characterised in that described hot distilled water temperature is 60-100 DEG C；It is described
Hydrochloric acid concentration be 0.1-2mol/L；The concentration of described watery hydrochloric acid is 0.01-0.1mol/L；Described time of repose is
0.5-5h。
8. preparation method according to claim 1, it is characterised in that described vulcanizing agent is with aminated lignin mol ratio
1-2：1.
9. preparation method according to claim 8, it is characterised in that described vulcanizing agent is CS2。
10. preparation method according to claim 1, it is characterised in that described organic solvent is dichloromethane, ethanol, two
One kind or its combination in methyl sulfoxide, tetrahydrofuran, acetone, dioxane, pyridine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710149492.4A CN106861645A (en) | 2017-03-14 | 2017-03-14 | A kind of preparation method of the thio strong oil absorption material of aminated lignin base |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710149492.4A CN106861645A (en) | 2017-03-14 | 2017-03-14 | A kind of preparation method of the thio strong oil absorption material of aminated lignin base |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106861645A true CN106861645A (en) | 2017-06-20 |
Family
ID=59170487
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710149492.4A Pending CN106861645A (en) | 2017-03-14 | 2017-03-14 | A kind of preparation method of the thio strong oil absorption material of aminated lignin base |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106861645A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109364896A (en) * | 2018-12-20 | 2019-02-22 | 南京林业大学 | A kind of preparation method of the strong oil absorption material of organic-silicon-modified lignin-base |
| CN110218337A (en) * | 2019-07-02 | 2019-09-10 | 南方科技大学 | Water-soluble lignin chelating agent and preparation method and application thereof |
| CN111229179A (en) * | 2020-02-11 | 2020-06-05 | 大连工业大学 | Lignin-based anionic dye adsorbent and preparation method and application thereof |
| CN115678299A (en) * | 2022-10-31 | 2023-02-03 | 山西省交通建设工程质量检测中心（有限公司） | Rubber powder modified asphalt and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102784452A (en) * | 2012-07-18 | 2012-11-21 | 广西大学 | Heavy metal stabilizer for removal of heavy metal pollution and its using method |
| CN102784622A (en) * | 2012-07-18 | 2012-11-21 | 广西大学 | Lignin-based dithiocarbamate heavy metal ion capture agent and preparation method |
| CN103772627A (en) * | 2014-01-26 | 2014-05-07 | 东北林业大学 | Preparation method of polyacrylate/lignin compound oil-absorbing material |
| CN104448340A (en) * | 2014-12-12 | 2015-03-25 | 南京林业大学 | Preparation method of high-oil-absorption and biodegradable lignin-based microporous molecular sieve |
-
2017
- 2017-03-14 CN CN201710149492.4A patent/CN106861645A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102784452A (en) * | 2012-07-18 | 2012-11-21 | 广西大学 | Heavy metal stabilizer for removal of heavy metal pollution and its using method |
| CN102784622A (en) * | 2012-07-18 | 2012-11-21 | 广西大学 | Lignin-based dithiocarbamate heavy metal ion capture agent and preparation method |
| CN103772627A (en) * | 2014-01-26 | 2014-05-07 | 东北林业大学 | Preparation method of polyacrylate/lignin compound oil-absorbing material |
| CN104448340A (en) * | 2014-12-12 | 2015-03-25 | 南京林业大学 | Preparation method of high-oil-absorption and biodegradable lignin-based microporous molecular sieve |
Non-Patent Citations (1)
| Title |
|---|
| 肖多: "木质素基二硫代氨基甲酸盐的合成及其对重金属吸附性能的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109364896A (en) * | 2018-12-20 | 2019-02-22 | 南京林业大学 | A kind of preparation method of the strong oil absorption material of organic-silicon-modified lignin-base |
| CN109364896B (en) * | 2018-12-20 | 2021-10-29 | 南京林业大学 | Preparation method of organic silicon modified lignin-based strong oil absorption material |
| CN110218337A (en) * | 2019-07-02 | 2019-09-10 | 南方科技大学 | Water-soluble lignin chelating agent and preparation method and application thereof |
| CN110218337B (en) * | 2019-07-02 | 2021-10-08 | 南方科技大学 | Water-soluble lignin chelating agent and preparation method and application thereof |
| CN111229179A (en) * | 2020-02-11 | 2020-06-05 | 大连工业大学 | Lignin-based anionic dye adsorbent and preparation method and application thereof |
| CN115678299A (en) * | 2022-10-31 | 2023-02-03 | 山西省交通建设工程质量检测中心（有限公司） | Rubber powder modified asphalt and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106861645A (en) | A kind of preparation method of the thio strong oil absorption material of aminated lignin base | |
| Rashid et al. | Enhanced lignin extraction from different species of oil palm biomass: Kinetics and optimization of extraction conditions | |
| CN103254452B (en) | Preparation method of lignin nanoparticle | |
| CN106179496B (en) | A kind of preparation method and application of lignin-base hydro-thermal charcoal sulfonic acid catalyst | |
| CN100528767C (en) | Modified lignin oil removing flocculant and its preparation method | |
| CN101269934A (en) | Enzymolysis xylogen or its derivative modified asphalt composite material, and preparation method thereof | |
| AU2016282411A1 (en) | Method for activating and precipitating lignin | |
| CN105504191A (en) | Preparation method of eutectic ionic liquid modified lignin-phenolic resin | |
| CN104448340B (en) | A kind of high oil absorbency biodegradable lignin-base micro porous molecular sieve preparation method | |
| CN101157708B (en) | Block polyether compound modified lignin and preparation method and uses thereof | |
| CN104910341A (en) | Method for preparing lignin phenolic resin adhesive by treating papermaking waste liquid with microwave-CuO | |
| Xu et al. | Valorization of sewage sludge for facile and green wood bio-adhesives production | |
| Miao et al. | Study on extraction of lignin and synthesis of lignin-based epoxy resins using ionic liquid | |
| CN102417564B (en) | Water-retaining agent and preparation method thereof by papermaking sludge | |
| CN106750360A (en) | A kind of method of the reverse solution system separating lignin of utilization alkali ionic liquid | |
| CN109364896B (en) | Preparation method of organic silicon modified lignin-based strong oil absorption material | |
| CN112029115B (en) | Method for separating and extracting lignin by in-situ synthesis of deep eutectic solvent | |
| Zhao et al. | A novel eco–friendly solid–state degumming method for extraction of hemp fibers | |
| CN106188436B (en) | A kind of cationic polyacrylamide remaining and filling assistant agent and preparation method thereof | |
| CN108484984A (en) | A kind of preparation method of high strength fibre element based coextruded film | |
| CN103696308B (en) | The environmental protection separating technology of valuable component in biomass material | |
| CN106699517A (en) | Method for preparing bio-based monophenol chemical product from alkali lignin and subcritical/supercritical ethanol | |
| CN103613688A (en) | Extraction method and quaternarization modification method for semi-cellulose in waste viscose fiber production liquor | |
| CN102733223B (en) | Pulping method by catalysis of low boiling point solvent with diluted acid generated from xylose residue and furfural residue | |
| Liu et al. | Extraction of lignin from pulping black liquor by organic acid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20170620 |
|
| RJ01 | Rejection of invention patent application after publication |