CN103787997A - Reaction type antibacterial agent as well as synthetic method and application thereof - Google Patents
Reaction type antibacterial agent as well as synthetic method and application thereof Download PDFInfo
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- CN103787997A CN103787997A CN201410054985.6A CN201410054985A CN103787997A CN 103787997 A CN103787997 A CN 103787997A CN 201410054985 A CN201410054985 A CN 201410054985A CN 103787997 A CN103787997 A CN 103787997A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
- D06M13/358—Triazines
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
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Abstract
The invention discloses a reaction type antibacterial agent as well as a synthetic method and an application thereof. The antibacterial agent is of a structure shown in a formula (I). The synthetic method comprises the following steps: dropwise adding a sodium sulfanilate solution into a cyanuric chloride or cyanuric fluoride solution, reacting for 1-4 hours at the temperature of 0-5 DEG C to obtain an intermediate product, adding a triclosan solution, reacting for 2-8 hours at the temperature of 30-60 DEG C to obtain a precursor of the reaction type antibacterial agent, chlorinating the precursor to obtain a finished product of the reaction type antibacterial agent. The application process comprises the following steps: soaking fabrics into finishing liquid formed by dissolving the precursor of the reaction type antibacterial agent and a metal salt catalyst in water, adding an alkaline agent, continuing the soaking treatment, chlorinating to obtain antibacterial fabrics. The antibacterial agent disclosed by the invention has the advantages of excellent bacteriostatic and sterilizing functions, high sterilization speed, high efficiency and simplicity in synthetic process; the application process has the advantages of short reaction time, low temperature, little damage on the fabrics and no toxicity or pollution, is simple to operate and meets the processing requirements of ecological textiles.
Description
Technical field
The invention belongs to antiseptic-germicide synthesis technical field, be specifically related to a kind of response type antiseptic-germicide and synthetic method and application.
Background technology
Textiles especially this class of cotton fabric contacts the easy breed bacteria of maximum materials with human body, this is because the human secretions such as carbohydrate, sweat and the sebum in cotton fibre can provide essential nutrition for some harmful microbe Growth and reproductions, and the open grain structure of textiles itself is also conducive to adhering to of microorganism, so not only easily cause pathophoresis, also can affect to a certain extent the performance of textiles.Therefore the textiles tool that, research and development have an antibacterial is of great significance.The preparation method of antibacterial fabric be mainly included in spinning process, add antiseptic-germicide, anti-bacterial finish and with antibacterial fiber blending.Preparing the antiseptic-germicide that antibacterial fabric is conventional has: inorganic antiseptic (metal ion, TiO2 etc.), organic antibacterial agent (quaternary ammonium salt, halogen amine compound, triclosan, chitosan etc.) and inorganic-organic composite antibiotic agent.
2,4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers (triclosan) are a kind of good broad spectrum antimicrobicides, to bacterium (streptococcus aureus, intestinal bacteria and Candida albicans), virus and fungi all have obvious restraining effect, thereby are widely used in articles for daily use, diet, apparatus, the industries such as textiles.In textile industry, triclosan is mainly made antibacterial fiber by joining in melt-spinning liquid, is reprocessed into antibacterial fabric, or under the condition baking at high temperature by tackiness agent and linking agent, is bonded to the surface of fiber, makes antibiotic fabric.But aforesaid method is not complex operation, be exactly very easily to damage fabric, affect the wear behavior of fabric.
Summary of the invention
In view of the foregoing defects the prior art has, the applicant is through Improvement, and main purpose is to provide a kind of response type antiseptic-germicide, and this antiseptic-germicide possesses superior anti-microbial property, and its presoma and end product all have water-soluble preferably.
A kind of response type antiseptic-germicide, is characterized in that the compound for structure shown in formula I:
In formula, R represents F or Cl.
Another object of the present invention is to provide a kind of synthetic method of above-mentioned response type antiseptic-germicide, step is as follows: Sodium sulfanilate solution is added drop-wise in cyanuric chloride or cyanuric fluoride solution, in 0～5 ℃ of reaction 1～4h, dripping acid binding agent hierarchy of control pH value is 5～7, obtains intermediate product; Add triclosan solution, in 30～60 ℃ of reaction 2～8h, dripping acid binding agent hierarchy of control pH value is 7～9 again; Reaction finishes, and suction filtration, purification oven dry, obtain response type antiseptic-germicide presoma; This presoma is placed in to the chlorine bleach liquor of 0.1～5wt%, leaves standstill 1h in room temperature, filter and dry, obtain response type antiseptic-germicide finished product; Described cyanuric chloride or cyanuric fluoride, Sulphanilic Acid, triclosan three's mol ratio is 1:1:1.
Particularly, the solvent of described Sodium sulfanilate solution is selected from water, and described strength of solution is 10～20%(w/v).
Particularly, the solvent of described cyanuric chloride or cyanuric fluoride solution is selected from water, chloroform, acetone, tetracol phenixin, ethanol, ether or dioxan, and described strength of solution is 1～20%(w/v).
Particularly, the solvent of described triclosan solution is selected from acetone, and described strength of solution is 1～30%(w/v).
Particularly, described acid binding agent is selected from a kind of or its mixture in sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate.
Described response type antiseptic-germicide presoma is the compound of structure shown in formula II:
In formula, R represents F or Cl.
A further object of the present invention is to provide above-mentioned response type antiseptic-germicide in the application in textiles antibacterial finishing: first by response type antiseptic-germicide presoma and the water-soluble dressing liquid of making of metal salt catalyst, pending textiles be impregnated in this dressing liquid, in room temperature treatment 10～60min, the consumption of described antiseptic-germicide presoma is 10～50%(owf), described metal salt catalyst is selected from one or more any mixture in sodium sulfate, calcium sulfate, magnesium sulfate, zinc sulfate, sodium-chlor, magnesium chloride, calcium chloride, and final concentration is 50～200g/L; Add again alkaline agent, in 60～90 ℃ of dipping 2～6h, take out textiles, wash and dry; Finally this textile impregnation is carried out in the chlorine bleach liquor of concentration 0.01～1wt% to halogenating reaction, take out and dry, make antibacterial fabric; Described response type antiseptic-germicide presoma is the compound of structure shown in formula II:
In formula, R represents F or Cl.
Particularly, described alkaline agent is selected from one or more any mixture in sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate, and final concentration is 1～5g/L.
Particularly, the textiles that described pending textiles is containing cellulose fiber or protein fibre.
Compared with prior art, the present invention has following useful technique effect:
The present invention's employing has highly active three polychlorostyrene/fluorine cyanogen triclosan is made and had the antiseptic-germicide of reactive behavior and arrange to fabric, creatively first allow synthesis material Sodium sulfanilate in 0～5 ℃ and the reaction of three polychlorostyrene/fluorine cyanogen, then at higher temperature, react with triclosan, not only solve the triclosan institute hydroxyl not high problem of reactive behavior at low temperatures, but also solve the not good problem of product water dissolubility, the solvability of made antiseptic-germicide is significantly improved, this is because sulfonate ion itself has certain water-soluble, and be easy to ionization under alkaline condition, make it very easily water-soluble, and the introducing of Sulphanilic Acid strengthens the polarity of whole compound, solvability in water is also able to further increase, and because amino is more prone to and three polychlorostyrene/fluorine cyanogen generation nucleophilic substitution reaction, products collection efficiency increases, reaction times is shorter, energy consumption is low.The present invention creatively introduces an amino on triclosan basis, it can be transformed into halogen amine structure (N-Cl) under hypochlorous acid effect, anti-microbial activity is significantly promoted, under the dual function of triclosan and halogen amine structure, give antiseptic-germicide of the present invention superior restraining and sterilizing bacteria function, sterilization speed is fast, efficiency is high, test result shows: the antibacterial cotton fabric without chlorination only plays a role with triclosan composition, its sterilization effect is not ideal enough, in 30min, streptococcus aureus sterilizing rate is had to 95.88%, intestinal bacteria sterilizing rate is had to 79.65%, and antibacterial cotton fabric sterilization effect after chlorination significantly improves, in 10min, can kill 100% streptococcus aureus and intestinal bacteria.Whole synthesis technique is simple to operate, has not produced toxic byproduct, and synthesis material is cheap.
In addition, antiseptic-germicide presoma chemical structure of the present invention and K type reactive dyestuffs are closely similar, by using for reference the dyeing of reactive dyestuffs, at lesser temps (60～90 ℃) thus can graft on fabric face with the hydroxyl generation nucleophilic substitution reaction of fabric fibre molecule, without adding tackiness agent and linking agent, reaction times is short, temperature is low, little to fabric damage, and technique is simple, nontoxic pollution-free, meets ecological textile processing request.
Accompanying drawing explanation
Fig. 1 is the embodiment of the present invention 1 response type antiseptic-germicide synthetic route chart.
Fig. 2 is the infrared spectrogram of cotton fabric before and after antibacterial finish, wherein: A is cotton fabric before arranging, and B is intermediate finishing of cotton textiles, and C is antiseptic-germicide finishing of cotton textiles.
Fig. 3 is the scanning electron microscope (SEM) photograph of cotton fabric before and after antibacterial finish, and wherein, A is cotton fabric before arranging, and B is antiseptic-germicide finishing of cotton textiles.
Embodiment
Below in conjunction with accompanying drawing, and by embodiment, the present invention is specifically described.
Reagent and bacterial classification:
The related each raw material of following examples and Application Example is commercial goods, streptococcus aureus and Escherichia coli O 157: H7 is purchased from US mode culture collection warehousing (ATCC), streptococcus aureus deposit number is ATCC NO.6538, and intestinal bacteria deposit number is ATCC NO.43895.
Each plant and instrument that uses is this area conventional equipment.
One. response type antiseptic-germicide presoma Preparation Example
The preparation of the embodiment 1 chloro-4-of antiseptic-germicide presoma 2-(Irgacare MP)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazines
Take 3.69g cyanuric chloride, use 30ml acetone solution, add three-necked flask, be placed in ice bath and keep 0～5 ℃ of temperature; 3.47g Sulphanilic Acid and 1.06g sodium carbonate are dissolved in to water, be mixed with the solution that concentration is 10% (w/v), this solution is poured in above-mentioned three-necked flask, and to regulate reaction system pH with the sodium carbonate solution of concentration 20wt% be 5.5 left and right, in 0～5 ℃ of reaction 2h, obtain intermediate; Weigh 5.79g triclosan, with 10ml acetone solution and add above-mentioned three-necked flask, be warming up to 40～42 ℃, with the sodium carbonate solution control volume pH of 20wt% be 7.5～8.0, reaction times 3h; After reaction finishes, take off flask, standing cooling, suction filtration, purifies, and with acetone cleaning, dry, obtain white solid.Above-mentioned building-up reactions route is referring to Fig. 1.
The preparation of the embodiment 2 chloro-4-of antiseptic-germicide presoma 2-(Irgacare MP)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazines
Take 3.69g cyanuric chloride in three-necked flask, add 50mL water to be that 0～5 ℃ is stirred 30min; Then 3.47g Sulphanilic Acid and 1.06g sodium carbonate are dissolved in water, be mixed with the solution that concentration is 20% (w/v), this solution is added in above-mentioned three-necked flask, and to regulate reaction system pH with the sodium hydroxide solution of concentration 5wt% be 6 left and right, in 0～5 ℃ of reaction 3h, obtain intermediate; Weigh 5.79g triclosan, with 10ml acetone solution and join in above-mentioned three-necked flask, be warming up to 45 ℃, with the sodium hydroxide hierarchy of control pH of 5wt% be 7.0～8.0, reaction times 5h; After reaction finishes, take off flask, standing cooling, suction filtration, purifies, and with acetone cleaning, dry, obtain white solid.
The preparation of the embodiment 3 fluoro-4-of halogen amine antimicrobial agent presoma 2-(Irgacare MP)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazines
Take 2.70g cyanuric fluoride, be dissolved in 100mL tetracol phenixin, take 3.47g Sulphanilic Acid and 1.06g sodium carbonate, be dissolved in 30mL water, both are mixed in to 250mL three-necked flask and are placed in ice bath, with the sodium hydrogen carbonate solution regulation system pH value of concentration 2wt% be 5.0～6.0, reaction times 4h, taking 8.68g triclosan is dissolved in 30mL acetone again, be poured in above-mentioned reaction system, with the sodium hydrogen carbonate solution hierarchy of control pH of 20wt% be 7.0～8.0, under the condition of temperature 60 C, react 4h; Reaction finishes rear filtration, and with acetone and frozen water cleaning, dries, and obtains white solid.
Two. response type antiseptic-germicide Application Example
Application Example 1
Take the made chloro-4-(2 of antiseptic-germicide presoma 2-of 0.75g embodiment 1,4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazine, 5g sodium sulfate, 50mL deionized water are placed in 100mL beaker and are mixed with antibiotic finishing solution, again pending 1g bleaching cotton fabric be impregnated in this dressing liquid to normal temperature dipping 30min; Be warming up to 90 ℃, take out cotton fabric, add 0.02g sodium hydroxide, put into above-mentioned cotton fabric, and flood 4h at this temperature, washing, oven dry; Finally the cotton fabric of oven dry be impregnated in the chlorine bleach liquor of concentration 0.1wt% and carry out halogenating reaction, after 1h, take out, in 45 ℃ of baking ovens, dry 1h, make antibacterial cotton fabric.Measuring active chlorine content is 0.15%.
Application Example 2
Take the made chloro-4-(2 of antiseptic-germicide presoma 2-of 0.2g embodiment 1,4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazine and 2g sodium-chlor, and the two is dissolved in completely in 20mL water and is mixed with antibiotic finishing solution, pending 0.5g cotton fabric be impregnated in above-mentioned dressing liquid to normal temperature dipping 1h; Add 0.02g potassium hydroxide again, in 60 ℃ of dipping 4h, take out fabric, washing, dries; Finally the cotton fabric of oven dry be impregnated in the chlorine bleach liquor of concentration 0.05wt%, after 1h, take out, in 45 ℃ of baking ovens, dry 1h, make antibacterial cotton fabric.Finally the cotton fabric of oven dry be impregnated in the chlorine bleach liquor of concentration 0.05% and carry out halogenating reaction, after 1h, take out, in 45 ℃ of baking ovens, dry 1h, make antibacterial cotton fabric.Measuring active chlorine content is 0.08%.
Application Example 3
Take the made chloro-4-(2 of antiseptic-germicide presoma 2-of 0.2g embodiment 1,4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazine and 4g magnesium sulfate, and will be dissolved in completely in 20mL water and make antibiotic finishing solution, then 0.5g cotton fabric be impregnated in above-mentioned dressing liquid to normal temperature dipping 10min; Add 0.1g sodium carbonate again, in 80 ℃ of dipping 6h, take out fabric, washing, dries; Finally the cotton fabric of oven dry be impregnated in to massfraction and be in 0.01% chlorine bleach liquor, after 1h, take out, in 45 ℃ of baking ovens, dry 1h, make antibacterial cotton fabric.Measuring active chlorine content is 0.11%.
To sum up, can judge according to active chlorine content: the made antibacterial cotton fabric of above Application Example all possesses good anti-microbial property, and wherein, Application Example 1 has higher cl content, be best applications embodiment.
Three. cotton fabric FT-IRATR Infrared spectroscopy
By Nicolet is 10 Fourier transform infrared spectrometers, the cotton fabric before and after arranging is characterized, result is referring to Fig. 2.
Analyzed from Fig. 2, compared with cotton fabric (A) before arranging, cotton fabric (B) infrared spectrogram arranging through intermediate is in 1560cm
-1had more an absorption peak, this is the absorption peak of phenyl ring on intermediate, and through the chloro-4-of antiseptic-germicide presoma 2-(2,4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazines arrange cotton fabric at 1550cm
-1and 1570cm
-1have two absorption peaks, this is the result that on triclosan, phenyl ring is introduced, and proves that it has been grafted on this fabric.
Four. cotton fabric scanning electron microscope analysis
By SU-1510 scanning electronic microscope, the cotton fabric before and after arranging is characterized, result is referring to Fig. 3.
Analyzed from Fig. 3, compared with cotton fabric (A) before arranging, through the chloro-4-(2 of antiseptic-germicide presoma 2-, 4,4 '-tri-chloro-2 '-dihydroxy diphenyl ethers)-6-(4-amino phenyl sulfonyl sodium)-1,3,5-triazines arrange cotton fabric (B) fiber surface more coarse, smooth before not arranging, illustrate that antibacterial finishing agent has been grafted to this fabric face.
Five. the test of cotton fabric anti-microbial property
Test according to method described in the AATCC100-1999 anti-microbial property testing standard of revising.According to method described in Application Example 2, cotton fabric is carried out to antibacterial finish, using cotton fabric before antibacterial finish as blank sample.Above-mentioned cotton fabric without chlorination and the made cotton fabric of Application Example 1 are carried out to antibacterial test, and inoculated bacteria is streptococcus aureus and Escherichia coli O 157: H7, and test result is referring to table 1 and table 2.
The anti-microbial property test of the antibacterial cotton fabric of table 1 to streptococcus aureus
Note: the inoculum density of streptococcus aureus is 4.57 × 10
7cFU/sample.
The antibacterial cotton fabric of table 2 detects the anti-microbial property of Escherichia coli O 157: H7
The inoculum density of note: Escherichia coli O 157: H7 is 2.70x10
7cfu/sample.
The test data of table 1 and table 2 shows, the antibacterial cotton fabric that Application Example 2 of the present invention prepares has good antimicrobial property.Because antiseptic-germicide contains triclosan composition, there is certain germicidal action without the antibacterial cotton fabric sample of chlorination, contact 30min with bacterium in, streptococcus aureus sterilizing rate is reached to 95.88%, intestinal bacteria sterilizing rate is reached to 79.65%.Antibacterial cotton fabric sample sterilization effect after chlorination is improved significantly, and can kill 100% streptococcus aureus and intestinal bacteria in 10min.In sum, the antibacterial finish fabric of chlorination does not have certain sterilization effect, but germ-killing efficiency is not very high, and after chlorination, the antibacterial effect of antibacterial finish fabric is greatly improved, can be by 10 in 10min
7the bacterium of CFU is all killed, and antibacterial effect is superior.This is because N-H becomes N-Cl(halogen amine structure after chlorination), the chlorine positive ion forming has very strong sterilizing ability, can destroy the cell walls of bacterium and play sterilization effect, and sterilization speed is fast, efficiency is high.
The above is only the preferred embodiment of the present invention, the invention is not restricted to above embodiment.Be appreciated that the oher improvements and changes that those skilled in the art directly derive or associate without departing from the spirit and concept in the present invention, within all should thinking and being included in protection scope of the present invention.
Claims (10)
1. a response type antiseptic-germicide, is characterized in that the compound for structure shown in formula I:
In formula, R represents F or Cl.
2. the synthetic method of response type antiseptic-germicide described in claim 1, it is characterized in that: Sodium sulfanilate solution is added drop-wise in cyanuric chloride or cyanuric fluoride solution, in 0～5 ℃ of reaction 1～4h, dripping acid binding agent hierarchy of control pH value is 5～7, obtains intermediate product; Add triclosan solution, in 30～60 ℃ of reaction 2～8h, dripping acid binding agent hierarchy of control pH value is 7～9 again; Reaction finishes, and suction filtration, purification oven dry, obtain response type antiseptic-germicide presoma; This presoma is placed in to the chlorine bleach liquor of 0.1～5wt%, leaves standstill 1h in room temperature, filter and dry, obtain response type antiseptic-germicide finished product; Described cyanuric chloride or cyanuric fluoride, Sulphanilic Acid, triclosan three's mol ratio is 1:1:1.
3. the synthetic method of response type antiseptic-germicide according to claim 2, is characterized in that: the solvent of described Sodium sulfanilate solution is selected from water, described strength of solution is 10～20%(w/v).
4. the synthetic method of response type antiseptic-germicide according to claim 2, it is characterized in that: the solvent of described cyanuric chloride or cyanuric fluoride solution is selected from water, chloroform, acetone, tetracol phenixin, ethanol, ether or dioxan, described strength of solution is 1～20%(w/v).
5. the synthetic method of response type antiseptic-germicide according to claim 2, is characterized in that: the solvent of described triclosan solution is selected from acetone, described strength of solution is 1～30%(w/v).
6. the synthetic method of response type antiseptic-germicide according to claim 2, is characterized in that: described acid binding agent is selected from a kind of or its mixture in sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate.
7. the synthetic method of response type antiseptic-germicide according to claim 2, is characterized in that: described response type antiseptic-germicide presoma is the compound of structure shown in formula II:
In formula, R represents F or Cl.
8. the application of response type antiseptic-germicide in textiles antibacterial finishing described in claim 1, it is characterized in that: first by response type antiseptic-germicide presoma and the water-soluble dressing liquid of making of metal salt catalyst, pending textiles be impregnated in this dressing liquid, in room temperature treatment 10～60min, the consumption of described antiseptic-germicide presoma is 10～50%(owf), described metal salt catalyst is selected from one or more any mixture in sodium sulfate, calcium sulfate, magnesium sulfate, zinc sulfate, sodium-chlor, magnesium chloride, calcium chloride, and final concentration is 50～200g/L; Add again alkaline agent, in 60～90 ℃ of dipping 2～6h, take out textiles, wash and dry; Finally this textile impregnation is carried out in the chlorine bleach liquor of concentration 0.01～1wt% to halogenating reaction, take out and dry, make antibacterial fabric; Described response type antiseptic-germicide presoma is the compound of structure shown in formula II:
In formula, R represents F or Cl.
9. the application of response type antiseptic-germicide in textiles antibacterial finishing according to claim 8, it is characterized in that: described alkaline agent is selected from one or more any mixture in sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium bicarbonate, and final concentration is 1～5g/L.
10. the application of response type antiseptic-germicide in textiles antibacterial finishing according to claim 8, is characterized in that: described pending textiles is the textiles of containing cellulose fiber or protein fibre.
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Cited By (11)
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|---|---|---|---|---|
| CN104047167A (en) * | 2014-06-26 | 2014-09-17 | 马鞍山纽泽科技服务有限公司 | Wool modifier and preparation method of wood modifier |
| CN104396965A (en) * | 2014-11-11 | 2015-03-11 | 张家港互益染整有限公司 | Reaction type halamine antiseptic, preparation method, and applications thereof |
| CN104497338A (en) * | 2014-12-12 | 2015-04-08 | 东南大学 | Halamine antibacterial nanometer cellulose membrane and preparation method thereof |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102797150A (en) * | 2012-08-17 | 2012-11-28 | 江南大学 | Halamine antibacterial agent, its preparation method and application |
| CN103554085A (en) * | 2013-10-12 | 2014-02-05 | 江南大学 | Reaction-type halogen amine antibacterial agent, and synthetic method and application thereof |
-
2014
- 2014-02-18 CN CN201410054985.6A patent/CN103787997A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102797150A (en) * | 2012-08-17 | 2012-11-28 | 江南大学 | Halamine antibacterial agent, its preparation method and application |
| CN103554085A (en) * | 2013-10-12 | 2014-02-05 | 江南大学 | Reaction-type halogen amine antibacterial agent, and synthetic method and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| HE JINXIN等: "The Synthesis of the Reactive Antibacterial Agents and Their Antibacterial Activities", 《JOURNAL OF CHINA TEXTILE UNIVERSITY (ENG. ED.)》 * |
| 亢真真,等: "卤胺抗菌材料的研究和应用", 《上海师范大学学报(自然科学版)》 * |
| 邓一民主编: "《天然纺织纤维加工化学》", 30 September 2010, 重庆-西南师范大学出版社 * |
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