CN101891828A - Synthesis method for microcrystalline cellulose-based fluorescent material - Google Patents
Synthesis method for microcrystalline cellulose-based fluorescent material Download PDFInfo
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- CN101891828A CN101891828A CN 201010235833 CN201010235833A CN101891828A CN 101891828 A CN101891828 A CN 101891828A CN 201010235833 CN201010235833 CN 201010235833 CN 201010235833 A CN201010235833 A CN 201010235833A CN 101891828 A CN101891828 A CN 101891828A
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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, is prepared through dilute acid hydrolysis to the limit polymerization degree by natural cellulose, has excellent biological compatibility.Microcrystalline Cellulose mainly contains essential characteristic: the 1. mean polymerisation degree polymerization degree value that reaches capacity; 2. have cellulosic patterned features, degree of 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 granular 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 derivative 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 derivative thereof exactly, gives its new performance.At present, the existing report of the adjacent benzene diimine Mierocrystalline cellulose by cellulose modified preparation being had fluorescence property, and based on Microcrystalline Cellulose yet there are no report by 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 as follows:
Step:
Get one of 250ml there-necked flask, add 100ml distilled 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 distilled 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 as follows:
Step:
Get one of 250ml there-necked flask, add the 100ml dehydrated 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 dehydrated 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
Illustrate: (Japanese Olympus company IX71) measures, and excitation wavelength is 425nm to use inverted fluorescence microscope
Fluorescent spectrogram after Fig. 2 grafting
Illustrate: (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 distilled 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 distilled water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
2. get one of 250ml there-necked flask, add 100 parts of distilled 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 distilled water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
3. get one of 250ml there-necked flask, add 100ml distilled 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 distilled water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
Embodiment 2: gets one of 250ml there-necked flask, adds 100 parts of dehydrated 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 dehydrated 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 dehydrated 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 dehydrated 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 dehydrated 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 dehydrated alcohol, and in 90 ℃ of extracting 6h, the oven dry of gained sample is weighed.All the other are with embodiment 1.
Claims (6)
1. synthetic 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 100ml distilled 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 distilled water repetitive scrubbing, and oven dry gets the oxidation Microcrystalline Cellulose.
2. get one of 250ml there-necked flask, add the 100ml dehydrated 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 dehydrated alcohol, and in 90 ℃ of extracting certain hours, the oven dry of gained sample is weighed.
2. the synthetic method of the fluorescent material based on Microcrystalline Cellulose according to claim 1 is characterized in that: used oxygenant NaIO
4Consumption be 0.5～2 times of Microcrystalline Cellulose quality.
3. the synthetic method of the fluorescent material based on Microcrystalline Cellulose according to claim 1, it is characterized in that: the consumption of used fast red rl is 1～1.5 times of oxidation Microcrystalline Cellulose quality.
4. the synthetic method of the fluorescent material based on Microcrystalline Cellulose according to claim 1 is characterized in that: oxidation Microcrystalline Cellulose preparation feedback isothermal reaction 3h under lucifuge.
5. the synthetic 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, be extractant with the dehydrated alcohol, in 90 ℃ of extracting 6～8h.
6. the synthetic 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.
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Cited By (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 |
| CN109111913A (en) * | 2017-06-23 | 2019-01-01 | 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 |
| CN111410696A (en) * | 2020-05-06 | 2020-07-14 | 闽江学院 | Method for preparing fluorescent nano-cellulose by one-pot method |
| CN111548431A (en) * | 2020-06-02 | 2020-08-18 | 青岛大学 | Marine organism polysaccharide grafted pyridine organic micromolecule multicolor adjustable aggregation-induced emission material and preparation method thereof |
| CN111607007A (en) * | 2020-06-19 | 2020-09-01 | 南京林业大学 | Cellulose-based Schiff base fluorescent material and preparation method and application thereof |
| CN115926008A (en) * | 2022-12-12 | 2023-04-07 | 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 |
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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 |
Cited By (12)
| 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 |
| CN109111913A (en) * | 2017-06-23 | 2019-01-01 | 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 |
| 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 |
| CN111410696A (en) * | 2020-05-06 | 2020-07-14 | 闽江学院 | Method for preparing fluorescent nano-cellulose by one-pot method |
| CN111410696B (en) * | 2020-05-06 | 2022-03-08 | 闽江学院 | Method for preparing fluorescent nano-cellulose by one-pot method |
| CN111548431A (en) * | 2020-06-02 | 2020-08-18 | 青岛大学 | Marine organism polysaccharide grafted pyridine organic micromolecule multicolor adjustable aggregation-induced emission material and preparation method thereof |
| 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 |
| CN111607007A (en) * | 2020-06-19 | 2020-09-01 | 南京林业大学 | Cellulose-based Schiff base fluorescent material and preparation method and application 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 |
| CN115926008A (en) * | 2022-12-12 | 2023-04-07 | 陕西科技大学 | Anthracene ketone ethylenediamine cellulose fluorescent probe 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 |
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