CN102391429A - PH-sensitive xylan hydrogel and preparation method thereof - Google Patents
PH-sensitive xylan hydrogel and preparation method thereof Download PDFInfo
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- CN102391429A CN102391429A CN2011102747379A CN201110274737A CN102391429A CN 102391429 A CN102391429 A CN 102391429A CN 2011102747379 A CN2011102747379 A CN 2011102747379A CN 201110274737 A CN201110274737 A CN 201110274737A CN 102391429 A CN102391429 A CN 102391429A
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Abstract
The invention discloses pH-sensitive xylan hydrogel and a preparation method thereof. The preparation method comprises the following steps of: dissolving xylan in distilled water completely and adding an N,N-methylenebisacrylamide crosslinking agent to prepare a mixed solution of the xylan and the crosslinking agent; mixing hydrogen peroxide and ascorbic acid, adding crylic acid and initiating to prepare a crylic acid initiated solution; adding the mixed solution of the xylan and the crosslinking agent into the crylic acid initiated solution to obtain crude gel; taking the crude gel out and drying the crude gel; and soaking the crude gel in the distilled water until the removal rate of the crylic acid monomer and homopolymer in the gel is over 90 percent. The hydrogel has high pH sensitivity, biocompatibility and degradability. The hydrogel is prepared by using a safe and non-toxic initiator; the process is simple; special equipment is not required; and industrialization is easy to implement.
Description
Technical field
The present invention relates to a kind of xylan hydrogel and preparation method thereof, be suitable for fields such as controlled drug delivery system, organizational project and cell cultures.
Background technology
At present, bio-medical engineering material has received various countries scientist's very big concern, particularly is the material of raw material with plant-animal, and the application of environmental sensitivity hydrogel in biomedical sector and intelligent medicament slow release system of preparation obtains paying attention to day by day thus.Because intelligent aqueous gel capable has water cut high, advantages such as good biocompatibility, thereby in biotechnology, researched and developed widely and use like aspects such as controlled drug delivery system, wound dressing material, tissue engineering bracket and bio-pharmaceuticals.
The pH sensitive aquagel is the macromolecule hydrogel that contains dissociable one-tenth ionic weak acid or weak base group in the network structure; They are captured according to the variation of environment pH or discharge proton; Produce different degree of ionization; Thereby cause network structure and electric density to change, influence the ability of medium, demonstrate pH susceptibility its diffusion and infiltration.Along with drug preparation technique develops to efficient, low toxicity direction, target location release tech becomes one of main means.Employing has the gelatinous material of responsiveness as medicine embedding matrix to the pH value, utilize the difference of gel swelling capacity, penetrating quality under different pH values, reaches target administration, the effect of control drug release concentration.PH response medicine sustained release system is particularly suitable for the sustained release of oral pharmaceutical, promptly utilizes each link pH of human body alimentary canal to be worth difference can control the release of medicine at privileged site.This system is specially adapted to the stomach and intestine administering mode, can also play the acid-proof provide protection to the unsettled medicine of acid simultaneously.
Yet, their application clinically of having studied at present many drawbacks limit that the intelligent aqueous gel capable for preparing exists.For example at present prepared intelligent aqueous gel capable is difficult for degraded in vivo owing to the residual biocompatibility that lacks of trace toxicity initiator.After drug release finishes, must from organism, take out the residual water gel through operation.In addition, the target locating effect of most hydrogels is poor, and is asynchronous with the development of biological medicine, can not satisfy the demand of biological medicine.
Xylan is a kind of important polymerization sugar, extensively is present in stalk, grass and the hardwood, and output is extremely abundant, and content is 20-35% in wood fibre.Xylan backbone is by β-1, and the wood sugar that the 4-glycosidic link connects is formed.Xylan is because its specific molecule structure has unique biological activity and physiological function.Its wetting ability of xylan is superior to Mierocrystalline cellulose and chitosan, and has excellent biological compatibility, biological degradability and anticancer function.It is few to there are some researches show that xylan is digested in stomach and small intestine; Major part is utilized by the anerobes at colon position (for example bifidus bacillus); More help the target location release of medicine and the degraded and the digestion of xylan hydrogel, so the application prospect of xylan hydrogel in medicine sustained release carrier can be very wide.
Summary of the invention
Lack biocompatibility and the poor deficiency of target locating effect in order to overcome prior art; The present invention provides a kind of pH response type hydrogel and preparation method thereof; This hydrogel has sensitive pH susceptibility, excellent biological compatibility and degradation property, and the safety non-toxic initiator is adopted in the preparation of this hydrogel, and technology is simple; Do not need specific installation, industrializing implementation is easy.
The technical solution adopted for the present invention to solve the technical problems is: the xylan hydrogel that a kind of pH is responsive, and its structural formula is as follows, the hydroxyl graft acrylic acid in the wood sugar unit; Crosslinked is equality at random, and n >=0 and n value are not unique, a >=0; B >=0, n, a, b are not zero simultaneously.
The present invention also provides a kind of preparation method of above-mentioned hydrogel, and preparation process is following:
(1) mass ratio according to xylan and zero(ppm) water is 1: 5-100, xylan fully is dissolved in the zero(ppm) water, and add the N,N methylene bis acrylamide linking agent of xylan quality 1%-20%, continue dissolving fully, make xylan and linking agent mixed solution.
(2) hydrogen peroxide of xylan quality 6%-240% and the xitix of 2%-40% are mixed, place 20-80 ℃ of water-bath at the uniform velocity to stir, add the vinylformic acid of xylan quality 100%-2000% afterwards, cause 0.5min-1h, make vinylformic acid and cause solution.
(3) vinylformic acid that the xylan and the linking agent mixed solution of step (1) is joined step (2) causes in the solution, continues to stir, and to not stirring, obtains thick gel until the system thickness, thick gel is taken out dry.
(4) place zero(ppm) water to soak the thick gel of gained, till Acrylic Acid Monomer and homopolymer clearance reach more than 90% in gel.
Said step (3) can cause solution with vinylformic acid and join in xylan and the linking agent mixed solution, continues to stir, and to not stirring, obtains the thick gel of xylan hydrogel until the system thickness equally.
The xylan hydrogel of the present invention preparation can be through changing reaction conditions: xylan and acrylic acid mass ratio 1: 1-20, temperature of reaction 20-80 ℃, initiation time 0.5min-1h, initiator amount hydrogen peroxide 6%-240% (with the xylan mass ratio) and xitix 2%-40% (with the xylan mass ratio), linking agent N; N-methylene-bisacrylamide consumption 1%-20% (with the xylan mass ratio), vinylformic acid degree of neutralization 0-100%; Change the equilibrium swelling rate of hydrogel; With the volume phase transition of control hydrogel, respond pH effectively and change.The equilibrium swelling rate of hydrogel is along with first rising of the reduction of xylan and acrylic acid mass ratio afterwards reduced, and optimum quality ratio is 1: 6-9.The equilibrium swelling rate of hydrogel reduces along with the increase of dosage of crosslinking agent, but the N,N methylene bis acrylamide dosage of crosslinking agent crosses that I haven't seen you for ages makes the hydrogel mechanical property very poor, discovers that originally optimum amount is 2%-4% (with the xylan mass ratio).The equilibrium swelling rate of hydrogel is along with first rising of the increase of initiator amount afterwards reduced; Along with first the increasing afterwards of the increase of vinylformic acid degree of neutralization reduces; Optimal hydrogen peroxide consumption 50-100% (with the xylan mass ratio), xitix consumption 5-10% (with the xylan mass ratio).The vinylformic acid degree of neutralization is very big to the influence of hydrogel equilibrium swelling rate, when the vinylformic acid degree of neutralization is 60-80% than degree of neutralization be 0% the high 1.5-2 of swelling behavior rate doubly about.Accompanying drawing 2 prepares the equilibrium swelling rate change curve of gained xylan hydrogel in the different pH value of same ion intensity for different xylans and vinylformic acid mass ratio; Other reaction conditionss of this hydrogel are: dosage of crosslinking agent 2.4%; Hydrogen peroxide consumption 50%; Xitix consumption 8%, vinylformic acid degree of neutralization 0%.
The invention has the beneficial effects as follows:
The present invention adopts water-soluble good xylan to prepare the pH responsiveness aquagel through the method with acrylic graft copolymer.The xylan wide material sources, output is abundant, and is cheap and easy to get, can be from vegetable fibre separation and Extraction.Adopt xylan as the skeleton of hydrogel following advantage to be arranged: good biocompatibility, safety non-toxic has Azelaic Acid, special physiological properties such as anticancer.And xylan digests and assimilates very fewly under gastric juice and small intestine environment, most of is utilized at the colon position, improved the target locating effect of xylan hydrogel, more helps the application of this hydrogel at the oral pharmaceutical slow-releasing system, is fit to the stomach administering mode.
The present invention adopts the hydrogen peroxide-Ascorbic Acid Oxidation reduction system of safety non-toxic to prepare the biodegradable hydrogel.Compare the hydrogel biological degradability ten minutes excellence that this initiator system is prepared with conventional initiator.Residual H in this system
2O
2Can be decomposed into healthy nontoxic H
2O and O
2, xitix can be digested and assimilated by human body voluntarily, and consumption is less, does not have toxic side effect.The reaction conditions of preparation hydrogel is gentle, can adopt water react, and this medicine carrying for protein and peptide class macromolecular drug is highly beneficial.
There are a large amount of wetting ability carboxylic groups in the xylan of the present invention's preparation and the acrylic hydrogel system; This hydrogel is in contraction schedule in pH1-3 solution; Swelling ratio is very low, and the swelling of hydrogel takes place by prominent getting in the solution of pH4-5, and the water-retaining capacity of hydrogel is the strongest in the solution of pH6-8.This hydrogel has the sensitive responsiveness to pH, and volume expanding or shrink fast has good intelligently, and synthesis condition is gentle, and synthesis technique is simple.
The swelling ratio that the water gel of the present invention preparation ties up in the solution of pH1.5 (close with the pH of human gastric juice) is very low; And swelling ratio is very high in pH7.4 (close with the pH of human body intestinal juice) solution, when this hydrogel during as pharmaceutical carrier, under the gastric juice environment, is in contraction schedule; The release of limit drug; Under the intestinal juice environment, be in solvent swelling state, drug diffusion is come out, thereby can realize the controlled release of medicine.This xylan hydrogel has fine and close network structure, can be used as the carrier of medicine, polypeptide, protein, enzyme, cell, antibody, perhaps is used for the timbering material of organizational project.
Below in conjunction with accompanying drawing and embodiment the present invention is further specified.
Description of drawings
Fig. 1 is the reaction process and the structural representation thereof of the xylan hydrogel of the present invention's preparation.
Fig. 2 is the different equilibrium swelling rate change curves of (xylan and vinylformic acid mass ratio) xylan hydrogel in the different pH value of same ion intensity of forming.
Fig. 3 controls Xaxa release in vitro curve for the xylan hydrogel of the present invention's preparation in different pH value buffered soln.
Embodiment
Product embodiments:
The xylan hydrogel that a kind of pH is responsive, its structural formula is as follows, the hydroxyl graft acrylic acid in the wood sugar unit, crosslinked is equality at random, n >=0 and n value are not unique, a >=0, b >=0, n, a, b be not zero simultaneously.
(two hydroxyls on the wood sugar unit can graft acrylic acid, is at random, but because steric hindrance, and two the probability of graft acrylic acids is less simultaneously.)
Method embodiment 1:
The 0.5g xylan fully is dissolved in the 10ml zero(ppm) water, adds 0.024gN, the N-methylene-bisacrylamide continues dissolving fully.With 0.9mlH
2O
2(massfraction 30%) and 0.1g xitix mix, and place 45 ℃ of water-baths, at the uniform velocity stir, and add 5g vinylformic acid afterwards, cause 2min.Front xylan and linking agent mixed solution are joined in the vinylformic acid initiation solution, place 45 ℃ of water-baths to continue to stir, to not stirring, gel is taken out until the system thickness.The gained gel is placed the beaker that 500ml zero(ppm) water is housed, every change primary water, continue 240h, gel is taken out, dry or dry at a distance from 8h.The 0.1g hydrogel is inserted respectively in the 100ml buffered soln of the different pH of same ion intensity and carry out swelling, measure its swelling ratio.Fig. 2 is the different equilibrium swelling rate change curves of (xylan and vinylformic acid mass ratio) xylan hydrogel in the different pH value of same ion intensity (I=0.05) of forming.
Method embodiment 2:
The 0.5g xylan fully is dissolved in the 10ml zero(ppm) water, adds 0.024gN, the N-methylene-bisacrylamide continues dissolving fully.With 0.9mlH
2O
2(massfraction 30%) and 0.1g xitix mix, and place 45 ℃ of water-baths, at the uniform velocity stir, and add 5g vinylformic acid afterwards, cause 5min.This vinylformic acid is caused solution join in front xylan and the linking agent mixed solution, place 45 ℃ of water-baths to continue to stir, to not stirring, gel is taken out until the system thickness.The gained gel is placed the beaker that 500ml zero(ppm) water is housed, every change primary water, continue 240h, gel is taken out, dry or dry at a distance from 8h.
Method embodiment 3:
The 0.5g xylan fully is dissolved in the 2.5ml zero(ppm) water, adds 0.005gN, the N-methylene-bisacrylamide continues dissolving fully.With 0.1mlH
2O
2(massfraction 30%) and 0.01g xitix mix, and place 80 ℃ of water-baths, at the uniform velocity stir, and add 0.5g vinylformic acid afterwards, cause 0.5min.Front xylan and linking agent mixed solution are joined in the vinylformic acid initiation solution, place 80 ℃ of water-baths to continue to stir, to not stirring, gel is taken out until the system thickness.The gained gel is placed the beaker that 500ml zero(ppm) water is housed, every change primary water, continue 240h, gel is taken out, dry or dry at a distance from 8h.
The 0.5g xylan fully is dissolved in the 50ml zero(ppm) water, adds 0.1gN, the N-methylene-bisacrylamide continues dissolving fully.With 4mlH
2O
2(massfraction 30%) and 0.2g xitix mix, and place 20 ℃ of water-baths, at the uniform velocity stir, and add 10g vinylformic acid afterwards, cause 1h.Front xylan and linking agent mixed solution are joined in the vinylformic acid initiation solution, place 20 ℃ of water-baths to continue to stir, to not stirring, gel is taken out until the system thickness.The gained gel is placed the beaker that 500ml zero(ppm) water is housed, every change primary water, continue 240h, gel is taken out, dry or dry at a distance from 8h.
The xylan hydrogel of the present invention's preparation can be used as the medicament slow release system.
The 0.5g xylan fully is dissolved in the zero(ppm) water, adds 0.012gN, the N-methylene-bisacrylamide continues dissolving fully.With 0.5mlH
2O
2Mix with the 0.05g xitix, place 45 ℃ of water-baths, at the uniform velocity stir, add 4g vinylformic acid afterwards, cause 1min.Front xylan and linking agent mixed solution are joined in the vinylformic acid initiation solution, after the system of treating begins thickness, add 0.2g Xaxa (dissolving), to not stirring, gel is taken out until the system thickness.With the buffered soln of different pH as release medium; The release medium that will contain the medicine carrying gel is put into 37 ℃; In the shaking table reactor drum of 100rpm/min, regularly adopt ultraviolet spectrophotometer to measure acetysalicylic burst size (not mentioned this scheme in the summary of the invention.)。Fig. 3 controls Xaxa release in vitro figure for the xylan hydrogel of the present invention's preparation in different pH value buffered soln.
The present invention can adopt following method to prepare xylan:
Wheat stalk is pulverized, crossed 40 mesh sieves.Take by weighing wheat stalk powder 3.0g, bind up with gauze, put into cable type extractor according.Add and be no less than 150ml benzene-alcohol mixeding liquid (volume ratio: 2: 1), open water coolant, it is that the per hour circulation in cable-styled extractor is no less than 4 times that the adjusting well heater makes its organic solvent boiling speed, so extracting 6h.Wheat stalk powder after the extracting is taken out, dry in 60 ℃ of baking ovens again.Take by weighing the wheat stalk after the 2.0g extracting, move in the 250ml Erlenmeyer flask, add 65ml zero(ppm) water; 0.5ml Glacial acetic acid min. 99.5 and 0.6g Textone shake up, and place 75 ℃ of waters bath with thermostatic control to heat 1h; Add 0.5ml Glacial acetic acid min. 99.5 and 0.6g Textone again, shake up, continue in 75 ℃ of water-baths, to heat 1h.Erlenmeyer flask is taken out cooling, filters, with zero(ppm) water wash repeatedly do not react acid to filtrating till, filter cake moved in 60 ℃ of baking ovens dries, make holocellulose.Take by weighing the 2.0g holocellulose, using mass concentration at ambient temperature is that 10% potassium hydroxide solution 40ml handles holocellulose 10h, filters; Filtrating is concentrated into about 100ml, joins in 3 times of volume of ethanol, generate deposition; Filter, the oven dry filter cake makes semicellulose.Take by weighing the 1.0g semicellulose, in 45 ℃ of waters bath with thermostatic control, handle semicellulose 2h, join afterwards in 3 times of volume of ethanol, generate deposition, filter, filter cake is moved in 60 ℃ of baking ovens dry, make xylan with 0.05mol/L Hydrogen chloride 20ml.
The present invention can adopt this method to prepare xylan, and this xylan can separation and Extraction make from agricultural wastes, and wide material sources are cheap and easy to get.
Claims (6)
1. the responsive xylan hydrogel of a pH, it is characterized in that: its structural formula is as follows, and the hydroxyl graft acrylic acid in the wood sugar unit is crosslinked to be equality at random, and n >=0 and n value are not unique, a >=0, b >=0, n, a, b are not zero simultaneously,
2. the preparation method of the xylan hydrogel of the said pH sensitivity of claim 1 is characterized in that comprising the steps:
(1) mass ratio according to xylan and zero(ppm) water is 1: 5-100, xylan fully is dissolved in the zero(ppm) water, and add the N,N methylene bis acrylamide linking agent of xylan quality 1%-20%, continue dissolving fully, make xylan and linking agent mixed solution;
(2) hydrogen peroxide of xylan quality 6%-240% and the xitix of 2%-40% are mixed, place 20-80 ℃ of water-bath at the uniform velocity to stir, add the vinylformic acid of xylan quality 100%-2000% afterwards, cause 0.5min-1h, make vinylformic acid and cause solution;
(3) vinylformic acid that the xylan and the linking agent mixed solution of step (1) is joined step (2) causes in the solution, continues to stir, and to not stirring, obtains thick gel until the system thickness, thick gel is taken out dry;
(4) place zero(ppm) water to soak the thick gel of gained, till Acrylic Acid Monomer and homopolymer clearance reach more than 90% in gel.
3. the preparation method of the xylan hydrogel that pH according to claim 2 is responsive, it is characterized in that: said step (3) causes solution with vinylformic acid and joins in xylan and the linking agent mixed solution.
4. the preparation method of the xylan hydrogel that pH according to claim 2 is responsive, it is characterized in that: said xylan and acrylic acid mass ratio are 1: 6-9.
5. the preparation method of the xylan hydrogel that pH according to claim 2 is responsive, it is characterized in that: the consumption of said N,N methylene bis acrylamide linking agent is the 2%-4% of xylan quality.
6. the preparation method of the xylan hydrogel that pH according to claim 2 is responsive, it is characterized in that: said hydrogen peroxide consumption is the 50-100% of xylan quality, the xitix consumption is the 5-10% of xylan quality.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104151475A (en) * | 2014-07-17 | 2014-11-19 | 中国林业科学研究院林产化学工业研究所 | Preparation method of sugary gel adsorbing material sensitive to pH value |
| CN104262540A (en) * | 2014-09-19 | 2015-01-07 | 华南理工大学 | Temperature and pH dual-affected xylan-based hydrogel as well as manufacturing method and application thereof |
| CN106890482A (en) * | 2017-01-22 | 2017-06-27 | 浙江大学 | A kind of pH responses water-oil separating anti-biotic material and preparation method thereof |
| CN107298736A (en) * | 2017-05-16 | 2017-10-27 | 河南工业大学 | A kind of preparation method of pawpaw seeds matrix pH value sensitive type hydrogel |
| CN108976443A (en) * | 2018-06-26 | 2018-12-11 | 华南理工大学 | A kind of carbon nanotube enhancing carboxymethyl xylan/polyacrylic acid composite hydrogel and preparation method thereof |
| CN111545139A (en) * | 2020-06-04 | 2020-08-18 | 云南中烟工业有限责任公司 | Reversible phase-change atomized liquid gel containing glycosyl-amido-aryl-alkyl four-section glycosyl gelling agent and preparation method and application thereof |
| CN111961230A (en) * | 2020-08-31 | 2020-11-20 | 江南大学 | Arabinoxylan hydrogel with pH responsiveness and preparation method thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104151475A (en) * | 2014-07-17 | 2014-11-19 | 中国林业科学研究院林产化学工业研究所 | Preparation method of sugary gel adsorbing material sensitive to pH value |
| CN104151475B (en) * | 2014-07-17 | 2016-04-13 | 中国林业科学研究院林产化学工业研究所 | To the preparation method of the sugary gel adsorption material of potential of hydrogen sensitivity |
| CN104262540A (en) * | 2014-09-19 | 2015-01-07 | 华南理工大学 | Temperature and pH dual-affected xylan-based hydrogel as well as manufacturing method and application thereof |
| CN104262540B (en) * | 2014-09-19 | 2016-10-05 | 华南理工大学 | A kind of temperature and pH double-response xylan based aquagel and preparation method thereof and application |
| CN106890482A (en) * | 2017-01-22 | 2017-06-27 | 浙江大学 | A kind of pH responses water-oil separating anti-biotic material and preparation method thereof |
| CN106890482B (en) * | 2017-01-22 | 2019-07-09 | 浙江大学 | A kind of pH responsiveness water-oil separating anti-biotic material and preparation method thereof |
| CN107298736A (en) * | 2017-05-16 | 2017-10-27 | 河南工业大学 | A kind of preparation method of pawpaw seeds matrix pH value sensitive type hydrogel |
| CN108976443A (en) * | 2018-06-26 | 2018-12-11 | 华南理工大学 | A kind of carbon nanotube enhancing carboxymethyl xylan/polyacrylic acid composite hydrogel and preparation method thereof |
| CN111545139A (en) * | 2020-06-04 | 2020-08-18 | 云南中烟工业有限责任公司 | Reversible phase-change atomized liquid gel containing glycosyl-amido-aryl-alkyl four-section glycosyl gelling agent and preparation method and application thereof |
| CN111961230A (en) * | 2020-08-31 | 2020-11-20 | 江南大学 | Arabinoxylan hydrogel with pH responsiveness and preparation method thereof |
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Application publication date: 20120328 |