CN113244445A - Cuprous oxide-locust bean gum oxide antibacterial gel - Google Patents
Cuprous oxide-locust bean gum oxide antibacterial gel Download PDFInfo
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- CN113244445A CN113244445A CN202110562562.5A CN202110562562A CN113244445A CN 113244445 A CN113244445 A CN 113244445A CN 202110562562 A CN202110562562 A CN 202110562562A CN 113244445 A CN113244445 A CN 113244445A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0023—Polysaccharides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0004—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing inorganic materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/0066—Medicaments; Biocides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/008—Hydrogels or hydrocolloids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof
- C08B37/0093—Locust bean gum, i.e. carob bean gum, with (beta-1,4)-D-mannose units in the main chain branched with D-galactose units in (alpha-1,6), e.g. from the seeds of carob tree or Ceratonia siliqua; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
- A61L2300/102—Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
Abstract
The invention relates to a cuprous oxide-locust bean gum oxide antibacterial gel, which is prepared by oxidizing and ring-opening galactomannan chain C2 and C3 positions of natural locust bean gum by sodium periodate to obtain a dialdehyde structure, Cu2+Carrying out oxidation-reduction reaction with aldehyde group to obtain Cu2O coating; compared with the gel formed by natural locust bean gum and carrageenan, the cuprous oxide-locust bean gum has better mechanical properties such as strength, toughness and the like, and simultaneously increases the inhibition effect on gram negative and positive bacteria and candida albicans.
Description
Technical Field
The invention belongs to the field of high polymer materials, and particularly relates to cuprous oxide-locust bean gum oxide antibacterial gel.
Technical Field
Locust bean gum is a natural neutral galactomannan with a molecular weight of about 30 ten thousand daltons, and has a structure that D-mannan is connected with alpha-D-galactopyranose through beta- (1,4) glycosidic bonds at positions 1 and 6, wherein the ratio of galactose to mannose is 1:4, and the locust bean gum is a natural plant seed polysaccharide with high mannose content. The natural locust bean gum is mainly used as a thickening agent in food and daily chemicals due to the fact that the natural locust bean gum is large in molecular weight and almost has no crystallization area, but most of hydroxyl groups in the molecules can be used as active sites for modification, and further functional groups are easily introduced into molecular chains so as to endow functions which are not possessed by the natural locust bean gum.
Cuprous oxide is taken as an intermediate valence state copper compound, has oxidability and reducibility, currently, cuprous oxide is loaded on natural polysaccharide and mainly takes cellulose as main raw material, but cellulose has high crystallinity and is difficult to dissolve, the modification process is difficult, and the biodegradability is poor, so Cu is used for preparing the copper-copper composite material2O is loaded on the modified locust bean gum film with high solubility and degradation degree and is mixed with biological proteinHas stronger binding force, inhibits the growth of protein, has higher antibacterial activity, and can develop a novel antibacterial composite material with more application value.
Disclosure of Invention
In order to solve the technical problems, the invention provides a cuprous oxide-locust bean gum structure and a preparation method thereof, and the other purpose of the invention is to provide a cuprous oxide-locust bean gum gel with an antibacterial effect.
The antibacterial gel structure is schematically shown as the formula (I):
the preparation method of the cuprous oxide-locust bean gum oxide antibacterial gel comprises the following steps:
1) dissolving 0.1-1.0 g of natural locust bean gum and 0.5-2.0 g of sodium periodate in 100-150 mL of distilled water, reacting in a round-bottom flask, wrapping with tinfoil paper to shield light so as to avoid the decomposition of the sodium periodate, and magnetically stirring at room temperature for 5-8 hours; adding ethylene glycol into the mixed solution, stirring for 0.5-1.0 h to eliminate unreacted sodium periodate, and drying at 30-40 ℃ to obtain locust bean oxide;
2) dissolving 0.1-1.0 g of locust bean oxide gum, and immersing in 1-5 wt% of CuSO4Putting 30-90 ml of the solution into a constant-temperature water bath, adding 30-100 ml of 1-10 wt% KOH solution, stirring and reacting for a certain time, adding 0.5-5 g of kappa-C powder, crosslinking for 0.5-2 h at 80-90 ℃, cooling, and repeatedly rinsing with distilled water until the rinsing solution is neutral;
oxidized locust bean gum and CuSO in the step (2)4And the kappa-C powder can be in a molar ratio of 1:0.83 to 1.26: 4;
preferably, the oxidized locust bean gum, CuSO in the step (2)4And kappa-C powder in a molar ratio of 1:1.1: 4;
the molar ratio of the oxidized locust bean gum and the kappa-C powder in the step (2) can be 1: 1-5;
preferably, the molar ratio of the oxidized locust bean gum and the κ -C powder in the step (2) may be 1: 4.
Compared with the prior art, the invention has the following beneficial effects:
the cuprous oxide-locust bean gum gel has an antibacterial effect, the gram-positive and gram-negative bacteria and fungus inhibition rate reaches 100%, the modified locust bean gum and kappa-C have a better synergistic effect, the gel strength is improved by 106%, the hardness stress and the brittleness stress are respectively improved by 36.8% and 49%, and the antibacterial activity of the gel is improved by 22-32% compared with that of the gel prepared from natural locust bean gum.
Drawings
Fig. 1 is a schematic structural diagram of cuprous oxide-locust bean gum oxide antibacterial gel.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the description is intended to be exemplary only, and is not intended to limit the scope of the present invention. Moreover, in the following description, descriptions of well-known structures and techniques are omitted so as to not unnecessarily obscure the concepts of the present invention.
Preparation of oxidized locust Bean Gum (O-LBG)
Dissolving 0.5g of natural locust bean gum and 0.75g of sodium periodate in 100mL of distilled water, reacting in a round-bottom flask, wrapping with tinfoil paper to prevent the sodium periodate from being decomposed, and magnetically stirring at room temperature for 5 hours; and adding ethylene glycol into the mixed solution, stirring for 0.5h to eliminate unreacted sodium periodate, and drying at the temperature of 30-40 ℃ to obtain the locust bean oxide.
Example 1
Dissolving 0.1-1.0 g O-LBG, and immersing in 1.5 wt% CuSO4Putting 45-60 ml of the solution into a constant-temperature water bath, adding 35ml of 5 wt% KOH solution, stirring for reacting for a certain time, adding 0.5-5 g of kappa-C powder, crosslinking for 0.5h at 80-90 ℃, cooling, and repeatedly rinsing with distilled water until the rinsing solution is neutral;
wherein O-LBG, CuSO4The mol ratio of the kappa-C powder to the kappa-C powder is 1: 0.83-126:4, in amounts as indicated in table 1:
table 1: O-LBG, CuSO4And kappa-C powder
The five groups of samples were subjected to antibacterial ratio (%) measurement under the following conditions: the bacteriostasis test conditions are determined according to a carrier soaking quantitative sterilization test method in WS/T650-2019, the test strains are escherichia coli, staphylococcus aureus and candida albicans, and the bacteriostasis rate X of the sample after the test is determined to be as shown in formula (1):
in the formula: x is the bacteriostasis rate,%;
A0average colony number for control samples, CFU/plate;
A1the average colony count, CFU/plate, for the test samples;
the test method comprises the following steps: the test bacteria were washed 24h fresh slant cultures with PBS and diluted to about 5.0X 10 with PBS5CFU/mL ~5.0×106CFU/mL, and preparing a bacterial suspension for later use. Taking a sterile test tube, firstly adding 5mL of sample, placing in a water bath at 20 +/-1 ℃ for 5min, then adding 0.1mL of test bacterial suspension, quickly mixing uniformly and immediately timing. When the interaction between the test bacteria and the sample is carried out for the specified time in the specification, 1.0mL of mixed solution of the test bacteria and the sample is respectively sucked and inoculated into 2 plates, and the culture medium is poured. When the bacterial count cannot be counted, performing 10-fold serial dilution by PBS, selecting appropriate dilution, respectively sucking 1.0mL of solution, inoculating 2 plates, and performing viable bacteria culture counting; all test samples and control samples are cultured at 36 +/-1 ℃, and bacterial propagules are cultured for 48h to observe results; the Candida albicans was cultured for 72h for observation. The test is repeated for 3 times, and the bacteriostasis rate is calculated.
And (4) judging a result: the bacteriostasis rate is more than or equal to 50-90 percent, and the bacteriostatic action is achieved; the bacteriostasis rate is more than or equal to 90 percent, and the antibacterial agent has stronger bacteriostasis.
The antibacterial rates measured by the above-mentioned measuring methods are shown in Table 2;
table 2: O-LBG, CuSO4And influence of the amount of kappa-C powder added on the antibacterial effect of the gel
O-LBG, CuSO in example 14The mol ratio of the K-C powder to the K-C powder is 1: 0.83-1.26: 4, the specific addition amount is shown in Table 2, gram positive bacteria, gram negative bacteria and fungi inhibition effects are respectively tested, and test group samples are found to have high antibacterial effects on three types of bacteria, namely O-LBG (microbial inoculum density), CuSO (microbial inoculum density), and the like4The mol ratio of the kappa-C powder to the kappa-C powder is 1:1.1:4, the bacteriostasis rate reaches 100%, and the antibacterial activity to bacteria is better.
Example 2
0.75g O-LBG was dissolved and immersed in 1.5 wt% CuSO4Putting 50ml of the solution into a constant-temperature water bath, adding 35ml of 5 wt% KOH solution, stirring to react for a certain time, respectively adding 0.92g, 1.84g, 2.75g, 3.67g and 4.59g of kappa-C powder (marked as 2-1, 2-2, 2-3, 2-4 and 2-5), crosslinking for 0.5h at 80-90 ℃, cooling, and repeatedly rinsing with distilled water until the rinsing solution is neutral;
wherein the molar ratio of O-LBG to kappa-C powder is 1: 1-5;
the five groups of samples are subjected to mechanical property measurement under the following measurement conditions:
1) gel strength (MPa): pouring the glue solution into a weighing bottle with the temperature of 50-60 ℃ (60 multiplied by 30mm), and cooling to room temperature;
2) the conditions for measuring gel TPA (hardness and brittle stress) are as follows:
a probe: bar P/0.5, d — 12.5mm target pattern: d is 20mm
Speed before test: 2mm/sec bite time: 5sec
Testing speed: 2mm/sec auto-zero: opening device
Speed after test: 2mm/sec
The antibacterial rates measured by the above-mentioned measuring methods are shown in Table 3;
table 3: effect of the molar ratio of O-LBG and kappa-C powders on the mechanical Properties of the gels
The results of the obtained gel samples from the results in Table 3 show that as the addition ratio of the kappa-C is increased, the mechanical properties of the gel, including hardness and elasticity, are improved, the best effect is achieved when the molar ratio of the kappa-C to the O-LBG powder is 1:4, and compared with the blank group, the modified locust bean oxide and the kappa-C powder have better synergistic effect.
Blank group
Dissolving 0.75g natural Locust Bean Gum (LBG), and soaking in 1.5 wt% CuSO4And (3) putting 50ml of the solution into a constant-temperature water bath, adding 35ml of 5 wt% KOH solution, stirring to react for a certain time, adding 3.67g of kappa-C powder, crosslinking for 0.5h at the temperature of 80-90 ℃, cooling, and repeatedly rinsing with distilled water until the rinsing solution is neutral.
The samples of example 2(2-4), O-LBG and the blank group were compared for mechanical properties and antibacterial activity, and the results are shown in Table 4;
table 4: example 2(2-4) comparison of mechanical Properties and antimicrobial Activity with blank samples
The comparison results in table 4 show that compared with the blank group, the antibacterial activity of the experimental groups 2 to 4 is improved by 22 to 32 percent, the gel strength is improved by 106 percent, and the hardness stress and the brittle stress are respectively improved by 36.8 percent and 49 percent, so that the gel provided by the invention has good mechanical properties and antibacterial activity.
Claims (5)
2. a cuprous oxide-locust bean gum oxide antibacterial gel according to claim 1, wherein said antibacterial gel has hygroscopic and antibacterial effects, and can be used as medical dressing.
3. A preparation method of cuprous oxide-locust bean gum oxide antibacterial gel is characterized by comprising the following steps:
1) dissolving 0.1-1.0 g of natural locust bean gum and 0.5-2.0 g of sodium periodate in 100-150 mL of distilled water, reacting in a round-bottom flask, wrapping with tinfoil paper to shield light so as to avoid the decomposition of the sodium periodate, and magnetically stirring at room temperature for 5-8 hours; adding ethylene glycol into the mixed solution, stirring for 0.5-1.0 h to eliminate unreacted sodium periodate, and drying at 30-40 ℃ to obtain locust bean oxide;
2) dissolving 0.1-1.0 g of locust bean oxide gum, and immersing in 1-5 wt% of CuSO4And (3) putting 30-90 ml of the solution into a constant-temperature water bath, adding 30-100 ml of 1-10 wt% KOH solution, stirring for reacting for a certain time, adding 0.5-5 g of kappa-C powder, crosslinking for 0.5-2 h at 80-90 ℃, cooling, and repeatedly rinsing with distilled water until the rinsing solution is neutral.
4. A process for preparing cuprous oxide-locust bean gum antibacterial gel according to claim 2, wherein said locust bean gum oxide, CuSO in step (2)4And the kappa-C powder may be present in a molar ratio of 1:0.83 to 1.25: 4.
5. A preparation method of a cuprous oxide-locust bean gum antibacterial gel according to claim 2, wherein the molar ratio of locust bean gum oxide and kappa-C powder in step (2) can be 1: 1-5.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2011065831A2 (en) * | 2009-11-27 | 2011-06-03 | Ceradis B.V. | Improved formulations comprising heteropolysaccharides |
CN105311668A (en) * | 2015-10-30 | 2016-02-10 | 东华大学 | Bacterial cellulose compound cuprous oxide antimicrobial dressing and preparation method thereof |
CN106947095A (en) * | 2017-03-29 | 2017-07-14 | 邱发龙 | A kind of preparation method for wound healing antibacterial type hydrogel |
CN108283647A (en) * | 2016-12-30 | 2018-07-17 | 上海绿谷制药有限公司 | The composition of sweet dew alditol diacid |
CN112300449A (en) * | 2020-11-03 | 2021-02-02 | 赵书敏 | Modified locust bean gum-kappa carrageenan gel and preparation method thereof |
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- 2021-05-24 CN CN202110562562.5A patent/CN113244445A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011065831A2 (en) * | 2009-11-27 | 2011-06-03 | Ceradis B.V. | Improved formulations comprising heteropolysaccharides |
CN105311668A (en) * | 2015-10-30 | 2016-02-10 | 东华大学 | Bacterial cellulose compound cuprous oxide antimicrobial dressing and preparation method thereof |
CN108283647A (en) * | 2016-12-30 | 2018-07-17 | 上海绿谷制药有限公司 | The composition of sweet dew alditol diacid |
CN106947095A (en) * | 2017-03-29 | 2017-07-14 | 邱发龙 | A kind of preparation method for wound healing antibacterial type hydrogel |
CN112300449A (en) * | 2020-11-03 | 2021-02-02 | 赵书敏 | Modified locust bean gum-kappa carrageenan gel and preparation method thereof |
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