CN110064070A - Containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof - Google Patents
Containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof Download PDFInfo
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- CN110064070A CN110064070A CN201910522197.8A CN201910522197A CN110064070A CN 110064070 A CN110064070 A CN 110064070A CN 201910522197 A CN201910522197 A CN 201910522197A CN 110064070 A CN110064070 A CN 110064070A
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- quaternary ammonium
- ammonium salt
- organic quaternary
- organic
- water
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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
- A61L26/0014—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L26/0019—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
-
- 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
-
- 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
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/204—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
- A61L2300/208—Quaternary ammonium compounds
-
- 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 present invention relates to anti-bacterial hydrogel manufacturing technology fields, it is specifically a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof, it is characterized in that containing 3- (3 methoxy silane base) the propyl-dimethyl octadecyl ammonium chloride or zephiran that account for composition quality percentage 0.1-65%, the present invention is compared with prior art, with broad-spectrum antibacterial action and anti-microbial property it is lasting, suitable for wound debridement and wound dressing it is non-stimulated to skin, have no toxic side effect, the significant advantage such as adhesive force is strong.
Description
Technical field:
The present invention relates to anti-bacterial hydrogel manufacturing technology fields, specifically a kind of to have broad-spectrum antibacterial action and antibacterial
Consistency of performance, suitable for wound debridement and wound dressing it is non-stimulated to skin, have no toxic side effect, adhesive force is strong containing organic season
Ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof.
Background technique:
Hydrogel is the reticulate body with three-dimensional structure formed by hydrophilic macromolecule, due to its tridimensional network and
The structure of the extracellular matrix of nature is similar, and hydrogel has very tempting bionic and extraordinary bio-compatible
Property, formally due to these features, hydrogel is widely used in regenerative medicine every field, is formed for handling granulation tissue
Undesirable wound, heal bedsore, leg ulcer burn and scald section, surgery, dermatology.Compared with traditional weaving medical dressing,
Hydrogel is widely used in acute chronic in having the characteristics that preferable degradability, biocompatibility and toxic side effect are small
The processing and treatment of wound.Hydrogel material is very widely used biomedical material.
Common hydrogels do not have antibacterial functions generally, although also popular some anti-bacterial hydrogels at present, they are big
It is mostly the hydrogel product containing silver ion, such as silver nitrate, nano silver, silver complex etc..Although these anti-bacterial hydrogels
Very effectively, but this kind of product cannot be used for a long time, and side effect is obvious, can chromogenesis precipitating.For treating large-area burns
And the patient of acute and chronic wounds deep infection be have it is extremely challenging.Therefore water-setting of the research and development containing novel antibacterial function
Glue promotes wound healing meaning extremely important the wound effectively treating various burn infectibilities or having infected.
Summary of the invention:
The present invention is directed to shortcoming and defect existing in the prior art, proposes a kind of with broad-spectrum antibacterial action and antibacterial
Consistency of performance, suitable for wound debridement and wound dressing containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel
And preparation method thereof.
The present invention can be achieved by the following measures:
One kind including water-soluble organic or macromolecule containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel
Compound, organic acid, organic salt, water, it is characterised in that also containing 3- (3 methoxies for accounting for composition quality percentage 0.1-65%
Base silane base) propyl-dimethyl octadecyl ammonium chloride or zephiran.
Water solubility of the present invention is organic or high-molecular compound to account for composition quality percentage be 5~95%, the water
Dissolubility organic high molecular compound is that water-soluble high-molecular compound, water-soluble high-molecular compound or organic water soluble are high
Any one in molecular compound or any two kinds of combination, or the combination for three；The wherein water-soluble height
Molecular compound is selected from least one of sodium alginate, sodium carboxymethylcellulose, chitosan derivatives, gelatin, described water-soluble
Property high-molecular compound be selected from least one of polyvinyl alcohol, polyvinylpyrrolidone, polyethylene glycol oxide, the organic water-soluble
Property high-molecular compound be selected from stearyl alcohol, propylene glycol, isopropyl myristate, dehydrated sorbitol mono-fatty acid ester, glycerol is extremely
Few one kind.
Organic acid of the present invention accounts for 0.1~5% organic acid of composition quality percentage, and the organic acid is lemon
Acid, lactic acid or acetic acid.
Organic salt of the present invention accounts for composition quality percentage 0.1~10%, and the acylate is sodium citrate two
Hydrate.
3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride of the present invention or alkyldimethylbenzylammonium chlorine
Changing ammonium to account for the mass percent of composition is preferably 0.01% to 65%, further preferably 0.1%-25%, more preferably
0.12%-15%.When concentration is lower than 0.1%, bactericidal effect is undesirable, when concentration is higher than 65% extent of killing bacteria almost without change
Change.
0.01% to 65% 3- (3 methoxy silane base) propyl-dimethyl octadecyl is provided only in the present composition
Ammonium chloride；Further, 0.01% to 65% zephiran is provided only in composition；Further, composition
In be equipped with 0.01 to 65% 3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride and 0.01 to 65% alkane
Base dimethyl benzyl ammonium chloride.
The invention also provides a kind of as described above containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel
Preparation method, it is characterised in that comprise the steps of:
Step 1: raw material is taken according to the ratio, first by water-soluble high-molecular compound and water after 60~90 DEG C of stirring and dissolvings,
It is cooled to 50~60 DEG C again, sequentially adds 3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride or alkyl-dimethyl
Base Benzylmagnesium chloride aqueous ammonium, organic acid stirring and dissolving, obtain mixture solution；
Step 2: resulting mixture solution being subjected to defoaming treatment, is subsequently poured into molding die, is placed in 25-5C degree
Under, cross-linking radiation is carried out after 24 hours or other crosslinking methods obtain anti-bacterial hydrogel, then at further packaging sterilizing
Reason.
The invention also includes will contain 5%-45%3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride or
Zephiran activating agent aqueous isopropanol or aqueous solution cross coating or misty atomizers spray colloid or its
It is somebody's turn to do by being chemically or physically crosslinked the colloid surface system of being attached to from anti-bacterial hydrogel on his film such as medical proof fabric surface
Method can be used for having had mature hydrogel production technology, as long as on the basis of original process adjustment be fabricated to it is anti-
Bacterium hydrogel product avoids big investment and technological transformation.
Compared with prior art, the present invention by adding 3- (3 methoxy silane base) propyl-dimethyl ten in hydrogel
Eight alkyl ammomium chlorides or zephiran, and then have the function that sterilization, have hydrogel product obtained
There is broad-spectrum antibacterial action, antibacterial hydrogel proposed by the invention helps to dissolve the molecular biomembrane of high score, penetrates thin
The effect of cell wall enhances effective antibacterial action (sterilization or inhibition bacterial growth etc.).The aerogel dressing anti-microbial property is lasting, fits
For wound debridement and medical dressing field.
Specific embodiment:
The present invention is described further combined with specific embodiments below.But embodiment is not limited to power of the present invention
Required by power.Here a further understanding of the present invention is simply facilitated.
Embodiment 1
Product formula (mass ratio %):
Preparation method:
It is 65 in temperature by polyvinylpyrrolidone, polyvinyl alcohol, silane end organic quaternary ammonium salt, purified water, PEG 400
It DEG C is uniformly mixed, is stirred 24 hours, hydrogel adhesive preparation liquid is made；It is added in glue gel preparation liquid in step (1)
Agitated kettle is added in Trisodium citrate dihydrate, organic acid after homogeneous transparent, and helper component is added, is stirred homogeneous, is made
Hydrogel solution containing anti-biotic material；
Hydrogel solution containing anti-biotic material made from step (2) is passed through into irradiation sterilization, obtains anti-bacterial hydrogel finished product.
Embodiment 2
Product formula (mass ratio %):
Preparation method:
It is 65 DEG C in temperature by polyvinylpyrrolidone, polyvinyl alcohol, silane end organic quaternary ammonium salt, purified water, PEG400
It is uniformly mixed, is stirred 24 hours, hydrogel adhesive preparation liquid is made；Lemon is added in glue gel preparation liquid in step (1)
Agitated kettle is added in lemon acid sodium dihydrate, organic acid after homogeneous transparent, and helper component is added, is stirred homogeneous, is made and contains
There is the hydrogel solution of anti-biotic material；
Hydrogel solution containing anti-biotic material made from step (2) is passed through into irradiation sterilization, obtains anti-bacterial hydrogel finished product.
Embodiment 3:
Product formula (mass ratio %):
By propylene glycol, glycerol, stearyl alcohol, purified water, zephiran, 3- (3 methoxy silane base) third
Base dimethyl stearyl ammonium chloride is 65 DEG C in temperature and is uniformly mixed, and adjusts PH 2.0-6.5, stirs 24 hours, is made
Hydrogel adhesive preparation liquid；EDETATE SODIUM is added to the indefinite form hydrogel that system is stirred evenly in preparation liquid again.
Embodiment 4
1 formula solution of embodiment is coated on transparent medical proof fabric, by being crosslinked irradiation sterilization, the transparent water-setting of antibacterial is made
Glue film.
Embodiment 5
3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride solution containing 5% concentration is passed through into mist
Sprayer or scraper coating obtain anti-bacterial hydrogel dressing by crosslinking sterilizing to medical aquogel on piece.
Embodiment 6
Killing staphylococcus aureus, Escherichia coli and Candida albicans experiment, inspection are carried out to Example formulations hydrogel
Survey the sterilizing rate in different time.
Compared with prior art, the present invention by adding 3- (3 methoxy silane base) propyl-dimethyl ten in hydrogel
Eight alkyl ammomium chlorides or zephiran, and then have the function that sterilization, have hydrogel product obtained
There is broad-spectrum antibacterial action, antibacterial hydrogel proposed by the invention helps to dissolve the molecular biomembrane of high score, penetrates thin
The effect of cell wall enhances effective antibacterial action (sterilization or inhibition bacterial growth etc.).The aerogel dressing anti-microbial property is lasting, fits
For wound debridement and medical dressing field.
Claims (8)
1. one kind includes water-soluble organic or producing high-molecular containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel
Close object, organic acid, organic salt, water, it is characterised in that also containing 3- (3 methoxyl groups for accounting for composition quality percentage 0.1-65%
Silylation) propyl-dimethyl octadecyl ammonium chloride or zephiran.
2. it is according to claim 1 a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is special
Sign be that water solubility be organic or high-molecular compound to account for composition quality percentage be 5~95%, the water solubility is organic
High-molecular compound is water-soluble high-molecular compound, water-soluble high-molecular compound or organic water soluble macromolecule chemical combination
Any one in object or any two kinds of combination, or the combination for three；The wherein water-soluble macromolecule chemical combination
Object is selected from least one of sodium alginate, sodium carboxymethylcellulose, chitosan derivatives, gelatin, the water soluble polymer
Compound is selected from least one of polyvinyl alcohol, polyvinylpyrrolidone, polyethylene glycol oxide, the organic water soluble macromolecule
Compound is selected from stearyl alcohol, propylene glycol, isopropyl myristate, dehydrated sorbitol mono-fatty acid ester, at least one of glycerol.
3. it is according to claim 1 a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is special
Sign is that the organic acid accounts for 0.1~5% organic acid of composition quality percentage, and the organic acid is citric acid, lactic acid or
Acetic acid.
4. it is according to claim 1 a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is special
Sign is that the organic salt accounts for composition quality percentage 0.1~10%, and the acylate is Trisodium citrate dihydrate.
5. it is according to claim 1 a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is special
Sign is that the 3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride or zephiran account for group
The mass percent for closing object is 0.01% to 65%.
6. it is according to claim 1 a kind of containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is special
Sign is to be provided only with 0.01% to 65% 3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride in composition；
Or be provided only with 0.01% to 65% zephiran；Or be provided only in composition 0.01 to 65% 3- (3 first
Oxysilane base) propyl-dimethyl octadecyl ammonium chloride and 0.01 to 65% zephiran.
7. one kind is as described in any one of claim 1-6 containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt antibacterial water-setting
The preparation method of glue, it is characterised in that comprise the steps of:
Step 1: taking raw material according to the ratio, first by water-soluble high-molecular compound and water after 60~90 DEG C of stirring and dissolvings, then drop
Temperature sequentially adds 3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride or alkyl dimethyl benzyl to 50~60 DEG C
Ammonium chloride aqueous solution, organic acid stirring and dissolving, obtain mixture solution；
Step 2: resulting mixture solution is subjected to defoaming treatment, is subsequently poured into molding die, is placed under 25-5C degree,
Cross-linking radiation is carried out after 24 hours or other crosslinking methods obtain anti-bacterial hydrogel, then further packaging sterilizing processing.
8. a kind of preparation method containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel, it is characterised in that will contain
There are 5%-45%3- (3 methoxy silane base) propyl-dimethyl octadecyl ammonium chloride or zephiran activity
Agent aqueous isopropanol or aqueous solution cross coating or misty atomizers spray in colloid or other film surfaces, by chemically or physically
Mode, which is crosslinked, to be attached to colloid surface anti-bacterial hydrogel is made.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910522197.8A CN110064070A (en) | 2019-06-17 | 2019-06-17 | Containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910522197.8A CN110064070A (en) | 2019-06-17 | 2019-06-17 | Containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof |
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| CN110064070A true CN110064070A (en) | 2019-07-30 |
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| CN201910522197.8A Pending CN110064070A (en) | 2019-06-17 | 2019-06-17 | Containing organic quaternary ammonium salt or with silane end organic quaternary ammonium salt anti-bacterial hydrogel and preparation method thereof |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110698692A (en) * | 2019-10-28 | 2020-01-17 | 四川大学 | Preparation method and application of self-healing sodium alginate/gelatin-based hydrogel material capable of spraying to form film |
| CN111424432A (en) * | 2020-03-05 | 2020-07-17 | 华南理工大学 | Non-dissolution type long-acting antibacterial protective non-woven fabric and preparation method and application thereof |
| CN112898449A (en) * | 2021-01-20 | 2021-06-04 | 济南大学 | Preparation method of novel flocculant CTS-DMOAP |
| CN114456403A (en) * | 2021-12-31 | 2022-05-10 | 南京神奇科技开发有限公司 | Temperature-sensitive gel containing organosilicon quaternary ammonium salt and preparation method thereof |
| CN115581817A (en) * | 2022-09-16 | 2023-01-10 | 南京神奇科技开发有限公司 | Biomedical coating material with antibacterial and lubricating functions and preparation method thereof |
-
2019
- 2019-06-17 CN CN201910522197.8A patent/CN110064070A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110698692A (en) * | 2019-10-28 | 2020-01-17 | 四川大学 | Preparation method and application of self-healing sodium alginate/gelatin-based hydrogel material capable of spraying to form film |
| CN111424432A (en) * | 2020-03-05 | 2020-07-17 | 华南理工大学 | Non-dissolution type long-acting antibacterial protective non-woven fabric and preparation method and application thereof |
| CN112898449A (en) * | 2021-01-20 | 2021-06-04 | 济南大学 | Preparation method of novel flocculant CTS-DMOAP |
| CN112898449B (en) * | 2021-01-20 | 2022-09-27 | 济南大学 | Preparation method of flocculating agent CTS-DMOAP |
| CN114456403A (en) * | 2021-12-31 | 2022-05-10 | 南京神奇科技开发有限公司 | Temperature-sensitive gel containing organosilicon quaternary ammonium salt and preparation method thereof |
| CN115581817A (en) * | 2022-09-16 | 2023-01-10 | 南京神奇科技开发有限公司 | Biomedical coating material with antibacterial and lubricating functions and preparation method thereof |
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