CN101891828B - Synthesis method for microcrystalline cellulose-based fluorescent material - Google Patents
Synthesis method for microcrystalline cellulose-based fluorescent material Download PDFInfo
- Publication number
- CN101891828B CN101891828B CN2010102358338A CN201010235833A CN101891828B CN 101891828 B CN101891828 B CN 101891828B CN 2010102358338 A CN2010102358338 A CN 2010102358338A CN 201010235833 A CN201010235833 A CN 201010235833A CN 101891828 B CN101891828 B CN 101891828B
- Authority
- CN
- China
- Prior art keywords
- microcrystalline cellulose
- parts
- fluorescent material
- add
- oven dry
- 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.)
- Expired - Fee Related
Links
Images
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The invention relates to a new synthesis method for a microcrystalline cellulose-based fluorescent material, and belongs to the field of high value-added utilization of cellulose resources and fluorescent materials. By the method, the microcrystalline cellulose-based fluorescent material is obtained by first oxidizing the microcrystalline cellulose and further performing grafting reaction on the oxidized microcrystalline cellulose and red base RL (p-nitro ortho-toluidine). Tests of the fluorescence spectrum show that the material has high fluorescence performance under the excitation of light with wavelength of between 425nm and 530nm. Because natural cellulose has high biocompatibility, the fluorescent material is hopeful to be applied in the field of biomedicine.
Description
Technical field
The invention belongs to the high value added utilization field of fluorescent material and cellulose resource, relate to a kind of fluorescent material synthetic novel method based on Microcrystalline Cellulose.
Background technology
Mierocrystalline cellulose extensively is present in nature, and the whole world can produce hundreds billion of tons of Mierocrystalline celluloses every year, is the incomparable reproducible great resource of oil.(Microcrystalline cellulose is a kind of with β-1,4 glucoside bond bonded direct type polysaccharide MCC) to Microcrystalline Cellulose, through the preparation of dilute acid hydrolysis to the limit polymerization degree, has excellent biological compatibility by natural cellulose.Microcrystalline Cellulose mainly contains essential characteristic: the 1. mean polymerisation degree polymerization degree value that reaches capacity; 2. have cellulosic patterned features, percent crystallinity is higher than the protofibril element; 3. has extremely strong water-absorbent.
Microcrystalline Cellulose is a kind of tasteless, imperceptible white corynebacterium vesicular particle, and its particle size is generally at the 20-80 micron, levelling-off DP at (LOOP) between 15-375; Do not have a fibering and mobile extremely strong; Water insoluble, diluted acid, organic solvent and grease are partly dissolved in dilute alkaline soln, swollen.In carboxymethylation, acetylize, esterification process, have higher reactivity worth, very favourable to the chemical modification utilization.
Exploring and open up the frontier that reproducible cellulose resource and verivate thereof are used, is hot subject current and that study both at home and abroad from now on.One of main path carries out chemical modification, modification to Mierocrystalline cellulose and verivate thereof exactly, gives its new performance.At present, the existing report of the adjacent benzene diimine Mierocrystalline cellulose through cellulose modified preparation being had fluorescence property, and based on Microcrystalline Cellulose does not also appear in the newspapers through the novel fluorescent material that obtains with fast red rl (p-nitro-o-toluidine) graft reaction.
Summary of the invention
The present invention at first carries out oxidation to Microcrystalline Cellulose, further carries out graft reaction with fast red rl, thereby obtains the fluorescent material based on Microcrystalline Cellulose.
For achieving the above object, the preparation method that the present invention adopts is:
1) oxidation Preparation of microcrystalline cellulose
Adopt sodium periodate as oxygenant, make unitary two secondary hydroxy oxidations of cellulose chain become aldehyde radical, obtain dialdehyde cellulose, reaction equation is following:
Step:
Get one of 250ml there-necked flask, add 100ml zero(ppm) water, heat up 50 ℃, regulating pH is 4, adds a certain amount of oxygenant NaIO
4, add a certain amount of Microcrystalline Cellulose fast, behind the lucifuge isothermal reaction 3h, add a certain amount of glycol reaction 1h and remove unreacted NaIO
4, suction filtration is used the zero(ppm) water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
2) graft reaction of oxidation Microcrystalline Cellulose and fast red rl
The amino generation nucleophilic reaction of aldehyde radical on the oxidation Microcrystalline Cellulose molecular chain and fast red rl obtains final microcrystalline cellulose based fluorescent material.Reactional equation is following:
Step:
Get one of 250ml there-necked flask, add the 100ml absolute ethyl alcohol, a certain amount of oxidation Microcrystalline Cellulose and a certain amount of fast red rl, 80 ℃ of reactions of constant temperature 4h, suction filtration, oven dry is weighed.The back is an extractant with the absolute ethyl alcohol, and in 90 ℃ of extracting certain hours, the oven dry of gained sample is weighed.
The invention has the advantages that:
1) Microcrystalline Cellulose that uses among the present invention is the natural reproducible material, environmental protection.
2) Microcrystalline Cellulose that uses among the present invention has excellent biological compatibility.
3) the microcrystalline cellulose based fluorescent material of the present invention's preparation has stronger fluorescence property.
4) the microcrystalline cellulose based fluorescent material of the present invention's preparation can be used for biomedical sector.
5) synthetic route and technology are simple.
Description of drawings
Fluorescent spectrogram after Fig. 1 grafting
Explain: (Japanese Olympus company IX71) measures, and excitation wavelength is 425nm to use inverted fluorescence microscope
Fluorescent spectrogram after Fig. 2 grafting
Explain: (Japanese Olympus company IX71) measures, and excitation wavelength is 530nm to use inverted fluorescence microscope
Embodiment
Embodiment 1: the oxidation Microcrystalline Cellulose can obtain according to following method:
1. get one of 250ml there-necked flask, add 100 parts of zero(ppm) water, heat up 50 ℃, regulating pH is 4, adds 1 part of NaIO
4, add 2 parts of Microcrystalline Celluloses fast, behind the lucifuge isothermal reaction 3h, add 10 parts of glycol reaction 1h and remove unreacted NaIO
4, suction filtration is used the zero(ppm) water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
2. get one of 250ml there-necked flask, add 100 parts of zero(ppm) water, heat up 50 ℃, regulating pH is 4, adds 2 parts of NaIO
4, add 2 parts of Microcrystalline Celluloses fast, behind the lucifuge isothermal reaction 3h, add 10 parts of glycol reaction 1h and remove unreacted NaIO
4, suction filtration is used the zero(ppm) water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
3. get one of 250ml there-necked flask, add 100ml zero(ppm) water, heat up 50 ℃, regulating pH is 4, adds 4 parts of NaIO
4, add 2 parts of Microcrystalline Celluloses fast, behind the lucifuge isothermal reaction 3h, add 10 parts of glycol reaction 1h and remove unreacted NaIO
4, suction filtration is used the zero(ppm) water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
Embodiment 2: gets one of 250ml there-necked flask, adds 100 parts of absolute ethyl alcohols, and 2 parts of oxidation Microcrystalline Celluloses and 2 parts of fast red rls, 80 ℃ of reactions of constant temperature 4h, suction filtration, oven dry is weighed.The back is an extractant with the absolute ethyl alcohol, and in 90 ℃ of extracting 6h, the oven dry of gained sample is weighed.All the other are with embodiment 1.
Embodiment 3: gets one of 250ml there-necked flask, adds 100 parts of absolute ethyl alcohols, and 2 parts of oxidation Microcrystalline Celluloses and 2.5 parts of fast red rls, 80 ℃ of reactions of constant temperature 4h, suction filtration, oven dry is weighed.The back is an extractant with the absolute ethyl alcohol, and in 90 ℃ of extracting 6h, the oven dry of gained sample is weighed.All the other are with embodiment 1.
Embodiment 4: gets one of 250ml there-necked flask, adds 100 parts of absolute ethyl alcohols, and 2 parts of oxidation Microcrystalline Celluloses and 3 parts of fast red rls, 80 ℃ of reactions of constant temperature 4h, suction filtration, oven dry is weighed.The back is an extractant with the absolute ethyl alcohol, and in 90 ℃ of extracting 6h, the oven dry of gained sample is weighed.All the other are with embodiment 1.
Claims (2)
1. compound method based on the fluorescent material of Microcrystalline Cellulose, it is characterized in that: microcrystalline cellulose based fluorescent material can obtain according to the following step:
1. get one of 250ml there-necked flask, add 100 parts of zero(ppm) water, heat up 50 ℃, regulating pH is 4, adds 1.0～4.0 parts of oxygenant NaIO
4, add 2.0 parts of Microcrystalline Celluloses fast, behind the lucifuge isothermal reaction 3h, add 10 parts of glycol reaction 1h, to remove unreacted NaIO
4, suction filtration is used the zero(ppm) water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose;
2. get one of 250ml there-necked flask, add 100 parts of absolute ethyl alcohols, 2.0 parts of oxidation Microcrystalline Celluloses and 2.0～3.0 parts of fast red rls, 80 ℃ of reactions of constant temperature 4h; Suction filtration, oven dry is weighed, and is extractant again with the absolute ethyl alcohol; In 90 ℃ of extracting 6～8h, the oven dry of gained sample is weighed.
2. the compound method of the fluorescent material based on Microcrystalline Cellulose according to claim 1 is characterized in that: after oxidation Microcrystalline Cellulose and the fast red rl reaction, use Soxhlet extractor to carry out extraction procedure.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102358338A CN101891828B (en) | 2010-07-26 | 2010-07-26 | Synthesis method for microcrystalline cellulose-based fluorescent material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102358338A CN101891828B (en) | 2010-07-26 | 2010-07-26 | Synthesis method for microcrystalline cellulose-based fluorescent material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101891828A CN101891828A (en) | 2010-11-24 |
| CN101891828B true CN101891828B (en) | 2012-08-01 |
Family
ID=43101198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102358338A Expired - Fee Related CN101891828B (en) | 2010-07-26 | 2010-07-26 | Synthesis method for microcrystalline cellulose-based fluorescent material |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101891828B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103193889A (en) * | 2013-04-09 | 2013-07-10 | 南京林业大学 | Preparation and separation method of oxidized microcrystalline cellulose |
| CN109111913B (en) * | 2017-06-23 | 2019-10-01 | 中国科学院化学研究所 | A kind of pair of transmitting cellulose base fluorescent material and its preparation method and application |
| CN111116760A (en) * | 2018-10-31 | 2020-05-08 | 航天特种材料及工艺技术研究所 | Fluorescent nano-cellulose and preparation method thereof |
| CN111410696B (en) * | 2020-05-06 | 2022-03-08 | 闽江学院 | Method for preparing fluorescent nano-cellulose by one-pot method |
| CN111548431B (en) * | 2020-06-02 | 2021-11-23 | 青岛大学 | Marine organism polysaccharide grafted pyridine organic micromolecule multicolor adjustable aggregation-induced emission material and preparation method thereof |
| CN111607007B (en) * | 2020-06-19 | 2022-03-25 | 南京林业大学 | Cellulose-based Schiff base fluorescent material and preparation method and application thereof |
| CN115926008B (en) * | 2022-12-12 | 2024-03-05 | 陕西科技大学 | Anthracene ketone ethylenediamine cellulose fluorescent probe material and preparation method and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1196334A (en) * | 1997-04-11 | 1998-10-21 | 广州市环境保护科学研究所 | Method for preparing cation/amphoteric graft polyacrylamide flocculating agent |
| CN1694677A (en) * | 2002-09-13 | 2005-11-09 | 利珀化学公司 | Optically activated particles for use in cosmetic compositions |
-
2010
- 2010-07-26 CN CN2010102358338A patent/CN101891828B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1196334A (en) * | 1997-04-11 | 1998-10-21 | 广州市环境保护科学研究所 | Method for preparing cation/amphoteric graft polyacrylamide flocculating agent |
| CN1694677A (en) * | 2002-09-13 | 2005-11-09 | 利珀化学公司 | Optically activated particles for use in cosmetic compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101891828A (en) | 2010-11-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101891828B (en) | Synthesis method for microcrystalline cellulose-based fluorescent material | |
| CN103131020B (en) | Carboxylic sulfonic-acid-group lignin dye dispersing agent and preparation method thereof | |
| CN1261641C (en) | Method for separating hemicelluloses from biomass containing hemicellulose and biomass and hemicelluloses obtained by said method | |
| CN107033371B (en) | A kind of preparation method of photo crosslinked polyethylene alcohol/nanocrystalline cellulose PVA/CNC composite hydrogel | |
| CN109880025A (en) | A kind of preparation method of the sodium lignin sulfonate hydrogel of half interpenetrating network structure | |
| CN113462383B (en) | Room-temperature phosphorescent material based on cellulose and preparation method and application thereof | |
| CN102660050A (en) | Method for improving mechanical property of cellulose acetate | |
| CN109826052B (en) | Haze nanocellulose paper with enhanced light capture capacity and preparation method thereof | |
| CN101962424A (en) | Preparation method of acrylamide/methyl methacrylate grafted bagasse xylan copolymer | |
| CN103540318A (en) | Preparation method of rare earth complex grafted luminescent titanium dioxide mesoporous microsphere | |
| CN104910341A (en) | Method for preparing lignin phenolic resin adhesive by treating papermaking waste liquid with microwave-CuO | |
| CN108976481B (en) | Thiourea-modified cellulose-based hydrogel and preparation method thereof | |
| CN107022096B (en) | Preparation of high-light-permeability composite cellulose acetate membrane with near-ultraviolet excitation function | |
| CN103045317A (en) | Lignin serial coal water slurry dispersing agent and preparation method thereof | |
| CN103554272B (en) | One prepares full acetylated cellulosic method | |
| CN106480780B (en) | A kind of paper making intensifier based on hemicellulose and preparation method and application | |
| CN108003356A (en) | A kind of method for reducing lignin polydispersity | |
| CN103193889A (en) | Preparation and separation method of oxidized microcrystalline cellulose | |
| CN111945422A (en) | Preparation method of fluorescent cotton fiber | |
| CN116162263A (en) | Aldehyde lignin and preparation method and application thereof | |
| CN107459951B (en) | A kind of preparation method of polyvinyl alcohol-nanocrystalline cellulose PVA-CNC adhesive | |
| CN111116846A (en) | Water-soluble epoxy acrylic resin and preparation method and application thereof | |
| CN110684175A (en) | High-light-transmittance super-tough room-temperature intrinsic self-repairing elastomer material and preparation method thereof | |
| CN102503990A (en) | Method for preparing surfactant by taking lignin thermo-chemically degraded phenol product as raw material | |
| CN113956365B (en) | Composition for preparing filtrate reducer and filtrate reducer |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120801 Termination date: 20130726 |