CN103012811B - Preparation method for self-repairing cellulose hydrogel and hydrogel prepared through method - Google Patents
Preparation method for self-repairing cellulose hydrogel and hydrogel prepared through method Download PDFInfo
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Abstract
The invention provides a preparation method for self-repairing cellulose hydrogel. The method comprises steps as follows: (1) reacting cellulose with cyclodextrin to obtain cyclodextrin grafted cellulose; (2) preparing ferrocene grafted cellulose; and (3) mixing the cyclodextrin grafted cellulose obtained in step (1) and the ferrocene grafted cellulose obtained in step (2) to prepare the hydrogel. The preparation method provided by the invention has mild reaction conditions as well as cheap and easily obtained raw materials. Through the adoption of the method, the cellulose hydrogel capable of self-repairing is prepared successfully, can repair automatically when standing for more than 12 hours, has an industry value and can be applied to fields such as contact lenses.
Description
Technical field
The invention belongs to polyose macromolecular compound field, be specifically related to the preparation method of a kind of derivatived cellulose and the product preparing.
Background technology
Macromolecular material, in manufacture and use procedure, after being subject to extraneous mechanical damage, due to inner tiny crack and local damage, and causes degradation, affects work-ing life.Macromolecular material, because crackle often occurs in deep inside, is surveyed difficulty larger compared with ordinary metallic material.Selfreparing macromolecular material can be found voluntarily crackle and heal voluntarily by certain mechanism, is a kind of polymer intelligent material of extensive application demand.Therefore, utilize the workability of macromolecular material to study bionical selfreparing, after being proposed by Dry etc. from 1996, become immediately the focus direction in polymer science field.
Cellulose aquagel is as the high water-keeping material of a kind of high water suction, be widely used in multiple fields, as: the drought resisting of arid area, water blockoff in dewfall preventing agent in agricultural film, building, humextant, petrochemical complex is adjusted, the dehydration of crude oil or processed oil, dust-inhibitor in mining industry, the preservation agent in food, thickening material, pharmaceutical carrier in medical treatment etc.But this class material inevitably can produce local damage and tiny crack in its forming process and use procedure, and then cause macroscopic fracture and destroy, affect normal use and the reduction of service life of related products, and often these micro-damages are being difficult to discovery at first, even if or be found also because the restrictions such as shape of product cannot be repaired in time.Therefore, if can give macromolecular material self-repair function, can address the above problem, thereby significantly improve the security of product, extend its work-ing life.
Within 2011, Japanese scholars Masaki Nakahata has successfully prepared polyacrylic acid selfreparing hydrogel and on Nature Communications, has delivered relevant achievement.（Masaki Nakahata;Yoshinori Takashima;Hiroyasu Yamaguchi;et al.，Redox-responsive self-healing materials formed from host–guest polymers，Nature Communications2011，2：511）。The document has proposed the synthetic method of polyacrylic acid selfreparing gel, but synthetic for other raw materials there is no report at present.
Summary of the invention
For the technical problem of this area existence, the present invention proposes the preparation method of selfreparing cellulose aquagel.
Another object of the present invention is to propose the hydrogel that described preparation method obtains.
Concrete technical scheme is for achieving the above object:
A preparation method for selfreparing cellulose aquagel, comprises step:
1) cyclodextrin grafted cellulose is dissolved in solvent;
2) Mierocrystalline cellulose is dissolved in solvent, then adds ferrocene formyl chloride, obtain ferrocene grafted cellulose;
3) by step 1) gained cyclodextrin grafted fibre cellulose solution and step 2) gained ferrocene grafted fibre cellulose solution mixes;
Described solvent is a kind of in the mixture of N-methylmorpholine-N-oxide compound, 1-butyl-3-Methylimidazole hydrochloride, 1-allyl group-3-Methylimidazole hydrochloride ionic liquid or lithium chloride and DMF.
The structural formula of Mierocrystalline cellulose, cellulose graft cyclodextrin, cellulose graft ferrocene is as follows:
Wherein, described Mierocrystalline cellulose is a kind of in lignocellulose, bamboo cellulose, wood cellulose pulp, cotton cellulose, Microcrystalline Cellulose, Natvosol, carboxymethyl cellulose.
Wherein, in described step 1), cyclodextrin grafted cellulose is that Mierocrystalline cellulose reacts under alkaline condition with epoxy chloropropane, then reacts and obtains with cyclodextrin.Its alkaline condition is in every liter of mixed reactant, to add oxyhydroxide 0.2-1mol.
Described oxyhydroxide is conventional selection, for example, be selected from a kind of in sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide.The molar content of described oxyhydroxide is with [OH
-] meter.
Wherein, the molar ratio of described cellulosic hydroxyl and described cyclodextrin is 0.05-1:1; It is to carry out under alkaline condition that described Mierocrystalline cellulose reacts with cyclodextrin, and its alkaline condition is to add epoxidation Mierocrystalline cellulose quality 40-60 hydroxide solution doubly.Described oxyhydroxide is conventional selection, for example, be selected from a kind of in sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide.
Wherein, described step 2) the ferrocene formyl chloride in can be selected commercial goods, also can be reacted and make with excessive oxalul chloride by ferrocenecarboxylic acid.
Wherein, in described step 3), cyclodextrin grafted cellulose is dissolved in solvent, then adds ferrocene grafted cellulose, and the mass ratio of cyclodextrin grafted cellulose and ferrocene grafted cellulose is 0.02-100:1.
Preparation method of the present invention, comprises step:
1) by after Mierocrystalline cellulose water swelling, under alkaline condition, react 2-3h with epoxy chloropropane, by reaction product washing, suction filtration and oven dry;
2) by step 1) products therefrom and cyclodextrin at 40-55 ℃, reaction 2-3h, through washing, suction filtration and oven dry, obtains cyclodextrin grafted cellulose;
3) Mierocrystalline cellulose is dissolved in solvent, then adds ferrocene formyl chloride, reaction 4-22h, obtains ferrocene grafted fibre cellulose solution;
4) by step 2) gained cyclodextrin grafted cellulose is dissolved in solvent, with step 3) gained ferrocene grafted fibre cellulose solution, after mixing in solute 0.02-100:1 ratio, stir 0-8 hour, at room temperature standing, become after gel, gel is immersed in a kind of in water, physiological saline, phosphoric acid buffer, displaces gel internal solvent;
Described solvent is a kind of in the mixture of N-methylmorpholine-N-oxide compound, 1-butyl-3-Methylimidazole hydrochloride, 1-allyl group-3-Methylimidazole hydrochloride ionic liquid or lithium chloride and DMF.In described lithium chloride and DMF mixture, lithium chloride and DMF mol ratio are 1:2-8.
Described step 3) is reacted after 4-22 hour after adding ferrocene formyl chloride, through washing, suction filtration and oven dry, the ferrocene grafted cellulose obtaining and cyclodextrin grafted cellulose are dissolved in to solvent and are mixed in proportion, at room temperature standing, become after gel, gel is immersed in a kind of in water, physiological saline, phosphoric acid buffer, displaces gel internal solvent.
Wherein, the temperature of described oven dry is 22-100 ℃.Dry to constant weight.Under room temperature to 100 degree, can dry.
The hydrogel that preparation method of the present invention obtains.
Beneficial effect of the present invention is:
The preparation method that the present invention proposes, reaction conditions is gentle, and raw material is cheap and easy to get.The method that the present invention proposes successfully synthesizes the cellulose aquagel with self-repair function, places above i.e. reparation automatically in 12 hours, has industrial value.For example: existing commercially available hydrogel contact lens product exists in use and cleaning process and occurs crackle, affects the problem in work-ing life.The present invention can make hydrogel contact lens selfreparing, thereby increases the service life.
Accompanying drawing explanation
Fig. 1 is the hydrogel self-repair procedure photo that the present invention makes.In figure, a is hydrogel, and b is for after cutting, after c is selfreparing.
Embodiment
Following examples are used for illustrating the present invention, but are not used for limiting the scope of the invention.
Embodiment 1
1) preparation of epoxy chloropropane method cyclodextrin grafting lignocellulose
Take 1g lignocellulose, put into 250mL Erlenmeyer flask, and add 25mL distilled water, add the NaOH solution 4mL of 0.1mol/L, swelling 1h.In the fiber after swelling, add 55mL distilled water and a certain amount of epoxy chloropropane and 6mL40%NaOH solution.Erlenmeyer flask is put into desk-top constant temperature oscillation instrument constant temperature oscillation, and stopped reaction after 2.5h, adds appropriate distilled water that product washing is extremely neutral, through suction filtration, under 50 ℃ of conditions, dries.
Upper step products therefrom is put in 40% sodium hydroxide and β-cyclodextrin soln, mass ratio according to Mierocrystalline cellulose and alkali (sodium hydroxide) is 1:50, and cyclodextrin and Mierocrystalline cellulose (hydroxyl) (in Mierocrystalline cellulose, the mole number of hydroxyl is by hydroxyl value=quality/162*3) calculate) mol ratio be 0.8:1.Temperature of reaction is 45 ℃, constant temperature oscillation 2.5h.After reaction stops, adding appropriate distilled water, then wash in Erlenmeyer flask, suction filtration is till elutant is neutrality.Collect reacted fiber (cyclodextrin grafted cellulose) and dry, controlling oven temperature is 50 ℃.
2) preparation of ferrocene grafting lignocellulose
Selective chlorination lithium/N, N N,N-DIMETHYLACETAMIDE system, as cellulosic solvent, is got DMAc(N, N N,N-DIMETHYLACETAMIDE), the amount of substance of LiCl is than being 4:1, by cellulose dissolution.
Ferrocene formyl chloride, red-brown solid, purchased from the long-range Science and Technology Ltd. in Chinese and Western, Beijing.With after dissolution with solvents 5wt% ferrocene formyl chloride, this solution is slowly added drop-wise in cellulose solution, limit edged rapid stirring, after room temperature reaction 20h, mixed solution is poured in a large amount of distilled water and separated out Mierocrystalline cellulose, and the solid obtaining after suction filtration is washed with methylene dichloride again, to remove the unreacted material such as ferrocene formyl chloride completely, in 50 ℃ of baking ovens, dry to constant weight.
3) preparation of wood fibre hydrogel
1.5g cyclodextrin Mierocrystalline cellulose is dissolved in to lithium chloride/N, and after N N,N-DIMETHYLACETAMIDE system, with the cellulosic lithium chloride/N of 0.5g ferrocene, the solution of N N,N-DIMETHYLACETAMIDE mixes, and mixed solution is statically placed in to room temperature, until gel.Become after gel, gel is immersed in water to 2 days, displace gel internal solvent, standby.
Embodiment 2
1) preparation of epoxy chloropropane method cyclodextrin grafted cellulose
Take 1g Microcrystalline Cellulose, put into 250mL Erlenmeyer flask, and add 25mL distilled water, add the NaOH solution 4mL of 0.1mol/L, swelling 1h.In the fiber after swelling, add 55mL distilled water and a certain amount of epoxy chloropropane and 6mL40%NaOH solution.Erlenmeyer flask is put into desk-top constant temperature oscillation instrument constant temperature oscillation, and stopped reaction after 2.5h, adds appropriate distilled water that product washing is extremely neutral, through suction filtration, under 55 ℃ of conditions, dries to constant weight.
Upper step products therefrom is put in 40% sodium hydroxide and β-cyclodextrin soln, the mass ratio of Mierocrystalline cellulose and alkali is 1:50, and the mol ratio of cyclodextrin and Mierocrystalline cellulose (hydroxyl) is 0.4:1, and temperature of reaction is 45 ℃, constant temperature oscillation 2.5h.After reaction stops, adding appropriate distilled water, then wash in Erlenmeyer flask, suction filtration is till elutant is neutrality.Collect reacted fiber and dry, controlling oven temperature is 50 ℃.
2) preparation of ferrocene grafting Microcrystalline Cellulose
Selective chlorination lithium/N, N N,N-DIMETHYLACETAMIDE system, as the solvent of Microcrystalline Cellulose, is dissolved Microcrystalline Cellulose.
With after dissolution with solvents 5wt% ferrocene formyl chloride, this solution is slowly added drop-wise in cellulose solution, limit edged rapid stirring, after room temperature reaction 20h, mixed solution is poured in a large amount of distilled water and separated out Mierocrystalline cellulose, the solid obtaining after suction filtration is washed with methylene dichloride again, to remove the unreacted material such as ferrocene formyl chloride completely, in 40 ℃ of baking ovens, dries.
3) preparation of cellulose aquagel
2.5g cyclodextrin Mierocrystalline cellulose is dissolved in to lithium chloride/N, and after N N,N-DIMETHYLACETAMIDE system, with the cellulosic lithium chloride/N of 0.5g ferrocene, the solution of N N,N-DIMETHYLACETAMIDE mixes, and mixed solution is statically placed in to room temperature, until gel.Become after gel, gel is immersed in physiological saline to 3 days, displace gel internal solvent, standby.
Embodiment 3
1) preparation of epoxy chloropropane method cyclodextrin grafting cotton cellulose
Take 1g cotton cellulose, put into 250mL Erlenmeyer flask, and add 25mL distilled water, add the NaOH solution 4mL of 0.1mol/L, swelling 1h.In the fiber after swelling, add 55mL distilled water and a certain amount of epoxy chloropropane and 6mL40%NaOH solution.Erlenmeyer flask is put into desk-top constant temperature oscillation instrument constant temperature oscillation, and stopped reaction after 2.5h, adds appropriate distilled water that product washing is extremely neutral, through suction filtration, under 50 ℃ of conditions, dries.
The product of upper step is put in 40% sodium hydroxide and β-cyclodextrin soln, the mass ratio of controlling Mierocrystalline cellulose and alkali is 1:50, and the mol ratio of cyclodextrin and Mierocrystalline cellulose (hydroxyl) is 1:1.Temperature of reaction is 45 ℃, constant temperature oscillation 2.5h.After reaction stops, adding appropriate distilled water, then wash in Erlenmeyer flask, suction filtration is till elutant is neutrality.Collect reacted fiber and dry, controlling oven temperature is 50 ℃.
2) preparation of ferrocene grafting cotton cellulose
Select 1-allyl group-3-Methylimidazole hydrochloride ionic liquid as the solvent of cotton cellulose, cotton cellulose is dissolved.
With 1-allyl group-3-Methylimidazole hydrochloride ion liquid solvent, dissolve after 5wt% ferrocene formyl chloride, this solution is slowly added drop-wise in cellulose solution, limit edged rapid stirring, after room temperature reaction 20h, mixed solution is poured in a large amount of distilled water and separated out Mierocrystalline cellulose, the solid obtaining after suction filtration is washed with methylene dichloride again, to remove the unreacted material such as ferrocene formyl chloride completely, in 50 ℃ of baking ovens, dries.
3) preparation of cotton fiber hydrogel
0.5g cyclodextrin Mierocrystalline cellulose is dissolved in after 1-allyl group-3-Methylimidazole hydrochloride ionic liquid, mixes with the solution of the cellulosic 1-allyl group-3-of 0.5g ferrocene Methylimidazole hydrochloride ionic liquid, mixed solution is statically placed in to room temperature, until gel.Become after gel, gel is immersed in phosphoric acid buffer to 3 days, displace gel internal solvent, standby.
Embodiment 4
1) preparation of epoxy chloropropane method cyclodextrin grafting cotton cellulose is with embodiment 3.
2) preparation of ferrocene grafting cotton cellulose
Get N-methylmorpholine-N-oxide compound (C
5h
11nO
2) be solvent, cotton cellulose is dissolved.
With after dissolution with solvents 25wt% ferrocene formyl chloride, this solution is slowly added drop-wise in cellulose solution to limit edged rapid stirring, room temperature reaction 4h; Wherein contain 0.025g ferrocene grafted cellulose, cyclodextrin grafted cellulose and ferrocene grafted cellulose mass ratio 100:1.
3) preparation of cotton fiber hydrogel
2.5g cyclodextrin Mierocrystalline cellulose is dissolved in to N-methylmorpholine-N-oxide compound, with step 2) gained reaction mixture, continue to stir 6 hours, mixed solution is statically placed in to room temperature, until gel.Become after gel, gel is immersed in phosphoric acid buffer, displace gel internal solvent, standby.
Embodiment 5
1) preparation of epoxy chloropropane method cyclodextrin grafting cotton cellulose
Take 1g cotton cellulose, put into 250mL Erlenmeyer flask, and add 25mL distilled water, add the NaOH solution 4mL of 0.1mol/L, swelling 1h.In the fiber after swelling, add 55mL distilled water and a certain amount of epoxy chloropropane and 6mL40%NaOH solution.Erlenmeyer flask is put into desk-top constant temperature oscillation instrument constant temperature oscillation, and stopped reaction after 2.5h, adds appropriate distilled water that product washing is extremely neutral, through suction filtration, under 50 ℃ of conditions, dries.
The product of upper step is put in 40% sodium hydroxide and β-cyclodextrin soln, the mass ratio of controlling Mierocrystalline cellulose and alkali is 1:50, and the mol ratio of cyclodextrin and Mierocrystalline cellulose (hydroxyl) is 0.1:1.Temperature of reaction is 45 ℃, constant temperature oscillation 2.5h.After reaction stops, adding appropriate distilled water, then wash in Erlenmeyer flask, suction filtration is till elutant is neutrality.Collect reacted fiber and dry, controlling oven temperature is 50 ℃.
2) preparation of ferrocene grafting cotton cellulose
Select 1-butyl-3-Methylimidazole hydrochloride (C
8h
15clN
2) as the solvent of cotton cellulose, dissolve cotton cellulose.
With after dissolution with solvents 5wt% ferrocene formyl chloride, this solution is slowly added drop-wise in cellulose solution, limit edged rapid stirring, after room temperature reaction 20h, mixed solution is poured in a large amount of distilled water and separated out Mierocrystalline cellulose, the solid obtaining after suction filtration is washed with methylene dichloride again, to remove the unreacted material such as ferrocene formyl chloride completely, in 50 ℃ of baking ovens, dries.
3) preparation of cotton fiber hydrogel
0.02.g cyclodextrin Mierocrystalline cellulose is dissolved in after solvent, mixes with the cellulosic 1-butyl-3-of 1g ferrocene methylimidazole salt acid salt solution, mixed solution is statically placed in to room temperature, until gel.Become after gel, gel is immersed in phosphoric acid buffer to 3 days, displace gel internal solvent, standby.
Experimental example
See Fig. 1, (Fig. 1's prepared hydrogel of embodiment 1 a), after cutting (Fig. 1 b), puts together, and after standing 24 hours, hydrogel selfreparing as a whole (Fig. 1 c), does not see cut channel.The hydrogel that embodiment 2 makes has same function
The prepared hydrogel of embodiment 3, after incision, puts together after standing 20 hours, and hydrogel selfreparing is as a whole.
Embodiment 4 and 5 products therefroms have same self-repair function.
Although, above used general explanation, embodiment and test, the present invention is described in detail, on basis of the present invention, can make some modifications or improvement to it, and this will be apparent to those skilled in the art.Therefore, these modifications or improvements, all belong to the scope of protection of present invention without departing from theon the basis of the spirit of the present invention.
Claims (7)
1. a preparation method for selfreparing cellulose aquagel, is characterized in that, comprises step:
1) cyclodextrin grafted cellulose is dissolved in solvent; Wherein, described cyclodextrin grafted cellulose is that Mierocrystalline cellulose reacts under alkaline condition with epoxy chloropropane, then reacts and obtains with cyclodextrin; Described alkaline condition is in every liter of reaction mixture, to add oxyhydroxide 0.2-1mol;
Wherein, the molar ratio of described cellulosic hydroxyl and described cyclodextrin is 0.05-1:1;
2) Mierocrystalline cellulose is dissolved in solvent, then adds ferrocene formyl chloride, reaction obtains ferrocene grafted cellulose;
3) by step 1) gained cyclodextrin grafted fibre cellulose solution and step 2) gained ferrocene grafted fibre cellulose solution mixes, and the mass ratio of cyclodextrin grafted cellulose and ferrocene grafted cellulose is 0.02-100:1;
Described solvent is a kind of in the mixture of N-methylmorpholine-N-oxide compound, 1-butyl-3-Methylimidazole hydrochloride, 1-allyl group-3-Methylimidazole hydrochloride ionic liquid or lithium chloride and DMF.
2. preparation method as claimed in claim 1, is characterized in that, described Mierocrystalline cellulose is a kind of in lignocellulose, bamboo cellulose, wood cellulose pulp, cotton cellulose, Microcrystalline Cellulose, Natvosol, carboxymethyl cellulose.
3. preparation method as claimed in claim 1, is characterized in that, it is to carry out under alkaline condition that described Mierocrystalline cellulose reacts with cyclodextrin, and its alkaline condition is to add epoxidation Mierocrystalline cellulose quality 40-60 oxyhydroxide doubly.
4. the preparation method as described in as arbitrary in claim 1-3, is characterized in that, comprises step:
1) by after Mierocrystalline cellulose water swelling, under alkaline condition, react 2-3h with epoxy chloropropane, by reaction product washing, suction filtration and oven dry;
2) by step 1) products therefrom and cyclodextrin are at 40-55 ℃, and reaction 2-3h, through washing, suction filtration and oven dry, obtains cyclodextrin grafted cellulose;
3) Mierocrystalline cellulose is dissolved in solvent, then adds ferrocene formyl chloride, reaction 4-22h, obtains ferrocene grafted fibre cellulose solution;
4) by step 2) gained cyclodextrin grafted cellulose is dissolved in solvent, with step 3) gained ferrocene grafted fibre cellulose solution, press after 0.02-100:1 solute mass ratio mixes and stir 0-8 hour, at room temperature standing, become after gel, gel is immersed in a kind of in water, physiological saline, phosphoric acid buffer, displaces gel internal solvent;
Described solvent is a kind of in the mixture of N-methylmorpholine-N-oxide compound, 1-butyl-3-Methylimidazole hydrochloride, 1-allyl group-3-Methylimidazole hydrochloride ionic liquid or lithium chloride and DMF.
5. preparation method as claimed in claim 4, it is characterized in that, described step 3) react after 4-22 hour after adding ferrocene formyl chloride, through washing, suction filtration and oven dry, the ferrocene grafted cellulose obtaining and cyclodextrin grafted cellulose are dissolved in to solvent and are mixed in proportion, at room temperature standing, become after gel, gel is immersed in a kind of in water, physiological saline, phosphoric acid buffer, displaces gel internal solvent.
6. preparation method as claimed in claim 5, is characterized in that, the temperature of described oven dry is 22-100 ℃.
7. the hydrogel that the arbitrary described preparation method of claim 1-5 obtains.
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| AU2014265275B2 (en) * | 2013-05-17 | 2019-10-03 | Marquette University | Composite materials containing structural polysaccharides and macrocyclic compounds formed from ionic liquid compositions |
| CN105088775A (en) * | 2015-09-11 | 2015-11-25 | 无锡市长安曙光手套厂 | Aroma releasing textile grafted with beta-cyclodextrin and preparation method for aroma releasing textile |
| CN105218763A (en) * | 2015-11-11 | 2016-01-06 | 广东省微生物研究所 | A kind of wood fibre graft polypropylene acid esters oil absorption material and preparation method thereof |
| CN105348546A (en) * | 2015-12-15 | 2016-02-24 | 德阳九鼎智远知识产权运营有限公司 | Preparation device of self-repairing cellulose hydrogel and intelligent control system thereof |
| CN105315472A (en) * | 2015-12-15 | 2016-02-10 | 德阳九鼎智远知识产权运营有限公司 | Intelligent preparation system and method of self-repaired cellulose hydrogel |
| CN105504312B (en) * | 2016-01-12 | 2017-08-15 | 西安交通大学 | The method for quickly preparing carboxymethyl cellulose-based luminous self-healing hydrogel |
| CN106279723B (en) * | 2016-08-04 | 2018-11-02 | 东北林业大学 | A kind of preparation method of hydroxyethyl cellulose cyclodextrin hydrogel cage |
| CN106179246B (en) * | 2016-08-04 | 2018-11-02 | 东北林业大学 | A kind of cellulose base TiO2Double net gel cage microballoons of/β-CD and its preparation method and application |
| DK3528856T3 (en) | 2016-10-18 | 2023-10-16 | Univ Marquette | Composite materials containing structural polymers and photoreactive nitrogen oxide releasing agents and uses thereof for wound dressings |
| CN109081927B (en) * | 2018-06-25 | 2020-07-03 | 天津科技大学 | Preparation method of hydrogel |
| CN110818840B (en) * | 2019-12-02 | 2020-08-04 | 厦门大学 | Synthesis method of polysaccharide biomass-based rapid self-repairing gel |
| CN114907620B (en) * | 2022-05-16 | 2023-08-22 | 昆明理工大学 | Preparation method of regenerated cellulose membrane with drug slow-release capability |
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| "Redox-responsive self-healing materials formed from host-guest polymers";Masaki Nakahata et.al;《nature communications》;20111025;第1－6页 * |
| "纤维素接枝环糊精水凝胶的制备及其性能研究";杨韶平等;《造纸科学与技术》;20101231;第29卷(第2期);第49－53页 * |
| Masaki Nakahata et.al."Redox-responsive self-healing materials formed from host-guest polymers".《nature communications》.2011, |
| 杨韶平等."纤维素接枝环糊精水凝胶的制备及其性能研究".《造纸科学与技术》.2010,第29卷(第2期), |
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