CN104928919A - Soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent and preparation method thereof - Google Patents
Soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent and preparation method thereof Download PDFInfo
- Publication number
- CN104928919A CN104928919A CN201510404713.9A CN201510404713A CN104928919A CN 104928919 A CN104928919 A CN 104928919A CN 201510404713 A CN201510404713 A CN 201510404713A CN 104928919 A CN104928919 A CN 104928919A
- Authority
- CN
- China
- Prior art keywords
- soft
- ammonium salt
- finishing agent
- type multi
- quaternary ammonium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims description 10
- 230000003115 biocidal effect Effects 0.000 title abstract description 7
- 238000009988 textile finishing Methods 0.000 title abstract description 5
- 150000003863 ammonium salts Chemical class 0.000 title abstract 4
- 239000003795 chemical substances by application Substances 0.000 claims description 46
- 239000000675 fabric finishing Substances 0.000 claims description 40
- 238000009962 finishing (textile) Methods 0.000 claims description 40
- 230000000845 anti-microbial effect Effects 0.000 claims description 28
- 230000002195 synergetic effect Effects 0.000 claims description 28
- 238000012986 modification Methods 0.000 claims description 18
- 230000004048 modification Effects 0.000 claims description 15
- CLWAXFZCVYJLLM-UHFFFAOYSA-N 1-chlorohexadecane Chemical compound CCCCCCCCCCCCCCCCCl CLWAXFZCVYJLLM-UHFFFAOYSA-N 0.000 claims description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 8
- 230000006837 decompression Effects 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 230000035484 reaction time Effects 0.000 claims description 8
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 7
- 229940043237 diethanolamine Drugs 0.000 claims description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- 239000012043 crude product Substances 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 claims description 2
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 claims description 2
- 238000000746 purification Methods 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 11
- 241000894006 Bacteria Species 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 239000004753 textile Substances 0.000 abstract description 3
- 230000002401 inhibitory effect Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 230000001276 controlling effect Effects 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 239000004744 fabric Substances 0.000 description 9
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- 230000002421 anti-septic effect Effects 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 239000003899 bactericide agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 101150064138 MAP1 gene Proteins 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- -1 cation quaternary ammonium salt Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention provides a soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent. In the structure formula (please see the formula in the specification) of the soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent, R1, R2, R3, R4, R5 and R6 each represents for N or a molecular formula (please see the molecular formula in the specification), and at least one of R1, R2, R3, R4, R5 and R6 represents for the molecular formula (please see the molecular formula in the specification). The soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent has multiple long chain alkyl chain sections with soft characteristics and a controllable number, is controllable in structure, and has a good antibacterial property and certain flexibility. The positive ion charge density is controlled in an experiment by regulating and controlling the reaction raw material ratio, the molecular structure can present the high-density positive charge property, and therefore more bacteria with negative charges can be powerfully adsorbed, and structures of the bacteria are broken so that the aims of killing the bacteria or inhibiting the growth of the bacteria can be achieved. Meanwhile, the multiple long chain alkyl chain sections with soft characteristics are adsorbed on textile surfaces, and therefore good soft performance is achieved.
Description
Technical field
The present invention relates to a kind of multi-quaternary ammonium salt fabric finishing agent, refer to a kind of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent especially, the invention still further relates to a kind of preparation method of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent.
Background technology
Fabric through using and washing repeatedly, easily occur hardening, become fragile and the problem such as feel is coarse, affect comfort level when people wear and vision.After soft finish, people are when contacting textiles, are easy to slide between fiber, make fabric become soft.Also need antibacterial effect except submissive, meet people and multi-functional the stating of textile finishing is asked.
All there is shortcoming in the antiseptic of mineral-type, complex class and some organics, exists and the physics of textile fabric or the problem such as chemical interactions difference and soft poor durability although flatness is good though softener contains comparatively Long carbon chain (C12-C16).There is its storage stability shortcoming in emulsion-type softener product and soft finish is uneven or the not defect such as color inhibition.And quaternary ammonium salt organic antiseptic has the excellent specific properties such as high sterilizing ability, low toxicity, spectrum be wide, inexpensive and has submissive effect simultaneously.
Use more antiseptic to be inorganic antiseptic and the quaternary ammonium salts etc. such as silver both at home and abroad at present, softener has quaternary ammonium salt and this two large class of modified silicon oil.Fabric finishing agent major part function singleness in the market, has its research report of finishing agent that is soft and antibacterial action concurrently less, and its gaps in market.
Summary of the invention
The present invention proposes a kind of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent, and overcomes the difficult water solubility problems of bi-quaternary ammonium salt and quaternaries softener on market.
The present invention proposes a kind of preparation method of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent, overcome Antibacterial agent preparation method of the prior art complicated, the problem that softener stability is short of, effect is poor and antibacterial and submissive two kinds of functions cannot be worked in coordination with in identical product.
Technical scheme of the present invention is achieved in that a kind of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent, and its structural formula is as follows:
R in formula
1for N or
r
2for N or
r
3for N or
r
4for N or
r
5for N or
r
6for N or
and R
1, R
2, R
3, R
4, R
5, R
6having one at least is
A preparation method for soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent, comprises the steps:
Step one: add 4 in the reactor, 4'-diaminodiphenylmethane four glycidyl amine (AG80) and diethanol amine, at 50-100 DEG C of temperature, the reaction time is 3-8h, final synthesis modification AG80, obtains pure modification AG80 after the operation such as decompression distillation, drying;
Step 2: modification AG80 step one obtained and chloro-hexadecane join in reactor after being fully dissolved in solvent, at 50-100 DEG C of temperature, obtain crude product after reactant is reacted 10-20h among reactor, then after purification processes, obtain end product soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent.
Preferably, AG80 described in described step one and described diethanol amine amount of substance are than being 1:(4 ~ 6.5); The amount of substance ratio of modification AG80 and described chloro-hexadecane described in described step 2 is: 1:n (n=1 ~ 13).
Preferably, the solvent in step 2 is N-N dimethyl formamide, butanone, butyl acetate, methylisobutylketone, dioxane, dimethyl formamide.
Beneficial effect of the present invention is:
1, soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent of the present invention, can be obtained the finishing agent of different quaternized degree, make it have good antibiotic property and certain compliance by regulation and control modification AG80 and the mol ratio of chloro-hexadecane.
2, relative to market product, soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent of the present invention has better bactericidal properties and compliance.Relative to Small molecular cation quaternary ammonium salt, with multiple quaternary ammonium salt cationic in soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent molecular structure of the present invention, its cationic charge density is controlled by regulation and control reaction raw materials proportioning, the high density positive charge that can show, strongly can adsorb the bacterium of more multi-band negative electrical charge, destroy bacterium cell structure, prevent bacterial growth, reach high bactericidal properties effect; The long alkyl chain section being adsorbed on fabric face increases, and can strengthen its softness.
3, soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent of the present invention has good water-soluble, can broader applications in fields such as fabric finishing agent, daily use chemicals disinfectant, metallic weapon disinfectant, medical article sterilizing agent, water paint bactericide, water color ink bactericide, Aqueous Adhesives bactericide.The preparation method that the present invention proposes a kind of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent is simple, and cost is lower.
Accompanying drawing explanation
In order to be illustrated more clearly in the embodiment of the present invention or technical scheme of the prior art, be briefly described to the accompanying drawing used required in embodiment or description of the prior art below, apparently, accompanying drawing in the following describes is only some embodiments of the present invention, for those of ordinary skill in the art, under the prerequisite not paying creative work, other accompanying drawing can also be obtained according to these accompanying drawings.
Fig. 1 is that the molecular structure of the brush-type multi-quaternary ammonium salt fabric finishing agent S-1 of final gained in the embodiment of the present invention 1 is characterized by examination of infrared spectrum;
Fig. 2 is that the brush-type multi-quaternary ammonium salt fabric finishing agent S-1 that obtains of the embodiment of the present invention 1 is to colibacillary MIC resolution chart;
Fig. 3 is that the brush-type multi-quaternary ammonium salt fabric finishing agent S-1 that obtains of the embodiment of the present invention 1 is to the MIC resolution chart of staphylococcus aureus;
Fig. 4 is the change curve of fabric softness after arrangement corresponding to the mass concentration of the different aqueous solution of the brush-type multi-quaternary ammonium salt fabric finishing agent S-3 that brush-type multi-quaternary ammonium salt fabric finishing agent S-2, embodiment 3 that brush-type multi-quaternary ammonium salt fabric finishing agent S-1, embodiment 2 that the embodiment of the present invention 1 obtains obtain obtain.
Detailed description of the invention
Below in conjunction with the accompanying drawing in the embodiment of the present invention, be clearly and completely described the technical scheme in the embodiment of the present invention, obviously, described embodiment is only the present invention's part embodiment, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment 1
50.0g (0.1188 mole) AG80 and 75g (0.7125 mole) diethanol amine is added in 250ml round-bottomed flask, under reaction temperature is 90 DEG C of conditions, reaction time is 5h, obtain first step product-modification AG80, obtain pure modification AG80 through decompression distillation, vacuum tank drying;
Get 2.69g (0.0032 mole) modification AG80 to add 10g (0.038 mole) chloro-hexadecane and pour reactor into after being fully dissolved in N-N dimethyl formamide, at 80 DEG C of temperature, reaction time is 12h, synthesis end product brush-type multi-quaternary ammonium salt fabric finishing agent, after the operation such as decompression distillation, drying, obtain pure soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1, its quaternized degree is 98.3%.
Embodiment 2
50.0g (0.1188 mole) AG80 and 75g (0.7125 mole) diethanol amine is added in 250ml round-bottomed flask, under reaction temperature is 80 DEG C of conditions, reaction time is 4h, obtain first step product-modification AG80, obtain pure modification AG80 through decompression distillation, vacuum tank drying;
Get 5.33g (0.0063 mole) modification AG80 to add 10g (0.038 mole) chloro-hexadecane and pour reactor into after being fully dissolved in butanone, at 90 DEG C of temperature, reaction time is 14h, synthesis end product brush-type multi-quaternary ammonium salt fabric finishing agent, after the operation such as decompression distillation, drying, obtain pure soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-2, its quaternized degree is 80.5%.
Embodiment 3
50.0g (0.1188 mole) AG80 and 75g (0.7125 mole) diethanol amine is added in 250ml round-bottomed flask, under reaction temperature is 100 DEG C of conditions, reaction time is 7h, obtain first step product-modification AG80, obtain pure modification AG80 through decompression distillation, vacuum tank drying;
Get 6.81g (0.0081 mole) modification AG80 to add 10g (0.038 mole) chloro-hexadecane and pour reactor into after being fully dissolved in N-N dimethyl formamide and butanone, at 95 DEG C of temperature, reaction time is 13h, synthesis end product brush-type multi-quaternary ammonium salt fabric finishing agent, after the operation such as decompression distillation, drying, obtain pure soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-3, its quaternized degree is 60.5%.
The soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent prepared by above method all has good water-soluble.
The molecular structure of the soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1 of final gained is characterized as shown in annex map 1 by examination of infrared spectrum, 3363cm
-1left and right be the absworption peak of-OH key.2936cm
-1left and right belong to-(CH
2-) stretching vibration peak of n, 1649cm
-1and 1521cm
-1left and right be the C=C absworption peak of phenyl ring skeletal vibration, 1363cm
-1for-the CH that is connected with quaternary nitrogen cation
2flexural vibrations peak, 1106cm
-1left and right belong to C-C
lstretching vibration absworption peak, 800cm
-1the contraposition of phenyl ring replaces absworption peak, 905cm
-1absworption peak be stretching vibration between quaternary nitrogen atoms and adjacent carbons, this peak can as the important references differentiating quaternary ammonium compound.Above characteristic peak analysis result shows that quaternary ammonium compound is successfully synthesized.
The soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1 of example 1 gained is to the antibiotic property of Escherichia coli and staphylococcus aureus by carrying out minimal inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) measurements determination is described, and test result is as follows:
Be illustrated in figure 2 soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1 to colibacillary MIC resolution chart, its MIC value is 7.81 μ g/mL;
Figure 3 shows that soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1 is to the antibacterial situation of staphylococcus aureus, its MIC value is 15.63 μ g/mL.
Soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent S-1 all shows stronger antibiotic property to Escherichia coli and staphylococcus aureus.
In Fig. 2, numbering 1=500 μ g/ml, numbering 2=250 μ g/ml, numbering 3=125 μ g/ml, numbering 4=62.5 μ g/ml, numbering 5=31.25 μ g/ml, numbering 6=15.63 μ g/ml, numbering 7=7.81 μ g/ml, numbering 8=3.91 μ g/ml.Cultivate 16h.
In Fig. 3, numbering 1=500 μ g/ml, numbering 2=250 μ g/ml, numbering 3=125 μ g/ml, numbering 4=62.5 μ g/ml, numbering 5=31.25 μ g/ml, numbering 6=15.63 μ g/ml, numbering 7=7.81 μ g/ml, numbering 8=3.91 μ g/ml.Cultivate 16h.
In above example, the measurement result of the aqueous solution pliability of the soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent of gained as shown in Figure 4, along with the increase of finishing agent mass concentration, the hard and soft degree of fabric reduces thereupon, shows that the softness of finish fabric improves.Quaternized degree is higher, and fabric becomes more and more submissiveer.This is because increasing along with finishing agent, the quaternary ammonium salt be gathered on fabric gets more and more, and the film continuity that fiber is formed also is become better and better, and shows as flexibility good.After the amount of finishing agent arrives certain concentration, the continuity of film is stable, and the impact of concentration on flexibility diminishes.Therefore the finishing agent mass concentration of optimum is 0.5%.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (4)
1. a soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent, is characterized in that its structural formula is as follows:
r in formula
1for N or
r
2for N or
r
3for N or
r
4for N or
r
5for N or
r
6for N or
and R
1, R
2, R
3, R
4, R
5, R
6having one at least is
2. a preparation method for soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent as claimed in claim 1, is characterized in that comprising the steps:
Step one: add 4 in the reactor, 4'-diaminodiphenylmethane four glycidyl amine (AG80) and diethanol amine, at 50-100 DEG C of temperature, the reaction time is 3-8h, final synthesis modification AG80, obtains pure modification AG80 after the operation such as decompression distillation, drying;
Step 2: modification AG80 step one obtained and chloro-hexadecane join in reactor after being fully dissolved in solvent, at 50-100 DEG C of temperature, obtain crude product after reactant is reacted 10-20h among reactor, then after purification processes, obtain end product soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent.
3. the preparation method of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent as claimed in claim 2, is characterized in that: AG80 described in described step one and described diethanol amine amount of substance are than being 1:(4 ~ 6.5); The amount of substance ratio of modification AG80 and described chloro-hexadecane described in described step 2 is: 1:n (n=1 ~ 13).
4. the preparation method of soft Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent as claimed in claim 2, is characterized in that: the solvent in step 2 is N-N dimethyl formamide, butanone, butyl acetate, methylisobutylketone, dioxane, dimethyl formamide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510404713.9A CN104928919B (en) | 2015-07-10 | 2015-07-10 | A kind of softness Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510404713.9A CN104928919B (en) | 2015-07-10 | 2015-07-10 | A kind of softness Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104928919A true CN104928919A (en) | 2015-09-23 |
| CN104928919B CN104928919B (en) | 2017-03-08 |
Family
ID=54116329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510404713.9A Expired - Fee Related CN104928919B (en) | 2015-07-10 | 2015-07-10 | A kind of softness Synergistic antimicrobial brush-type multi-quaternary ammonium salt fabric finishing agent and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104928919B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107057897A (en) * | 2017-03-13 | 2017-08-18 | 广州泰成生化科技有限公司 | A kind of new situ cleaning agent and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006115547A2 (en) * | 2005-04-20 | 2006-11-02 | Dendritic Nanotechnologies, Inc. | Dendritic polymers with enhanced amplification and interior functionality |
| CN1946772A (en) * | 2004-04-20 | 2007-04-11 | 德瑞迪克纳米科技公司 | Dendritic polymers with enhanced amplification and interior functionality |
| CN101029113A (en) * | 2007-02-28 | 2007-09-05 | 中山大学 | Reactive polymer antibacterial agent, its production and use |
| CN103382157A (en) * | 2013-08-13 | 2013-11-06 | 佛山市日丰企业有限公司 | Process for preparing hexadecyl methyl 2-hydroxyethyl ammonium bromide |
-
2015
- 2015-07-10 CN CN201510404713.9A patent/CN104928919B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1946772A (en) * | 2004-04-20 | 2007-04-11 | 德瑞迪克纳米科技公司 | Dendritic polymers with enhanced amplification and interior functionality |
| WO2006115547A2 (en) * | 2005-04-20 | 2006-11-02 | Dendritic Nanotechnologies, Inc. | Dendritic polymers with enhanced amplification and interior functionality |
| CN101029113A (en) * | 2007-02-28 | 2007-09-05 | 中山大学 | Reactive polymer antibacterial agent, its production and use |
| CN103382157A (en) * | 2013-08-13 | 2013-11-06 | 佛山市日丰企业有限公司 | Process for preparing hexadecyl methyl 2-hydroxyethyl ammonium bromide |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107057897A (en) * | 2017-03-13 | 2017-08-18 | 广州泰成生化科技有限公司 | A kind of new situ cleaning agent and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104928919B (en) | 2017-03-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Demberelnyamba et al. | Synthesis and antimicrobial properties of imidazolium and pyrrolidinonium salts | |
| Ma et al. | Antimicrobial cationic dyes: part 1: synthesis and characterization | |
| CA2929560A1 (en) | Polycationic amphiphiles as antimicrobial agents | |
| Podunavac-Kuzmanović et al. | Antibacterial evaluation of some benzimidazole derivatives and their zinc (II) complexes | |
| CN102786477A (en) | Hydroxy halogen amine compound containing quaternary ammonium salt functional group and preparation method and application thereof | |
| CN101747363A (en) | Preparation method for organic silicon guanidine salt disinfectant | |
| CN104957133A (en) | Brush-type structure multi-quaternary ammonium salt antibacterial agent with controllable structure and preparation method thereof | |
| BR112012004921A2 (en) | biocidal composition and method to control the growth of microorganisms in an aqueous or water-containing system | |
| Vereshchagin et al. | Synthesis and Microbiological Properties of Novel Bis‐Quaternary Ammonium Compounds Based on Biphenyl Spacer | |
| WO2022198049A1 (en) | Biocidal composition and method | |
| JPH0242003A (en) | Industrial germicide | |
| JP6535658B2 (en) | Microbicidal composition comprising phenoxyethanol | |
| Muthusankar et al. | Synthesis and characterization of co-polymer nanocomposite film and its enhanced antimicrobial behavior | |
| CN104928919A (en) | Soft coordinative antibiosis brush type multi-season ammonium salt textile finishing agent and preparation method thereof | |
| CN102166494A (en) | Degradable cationic Gemini surface active agent | |
| JP2010173972A (en) | Antimicrobial composition for industrial use | |
| CN103949185B (en) | A kind of anion surfactant possessing bactericidal activity and preparation method thereof | |
| US9232789B2 (en) | Biostatic neutralizing composition for aqueous fluids | |
| CA2956308C (en) | Synergistic antimicrobial composition | |
| WO2015056984A1 (en) | Antibacterial composition and antibacterial surface treatment method using same | |
| WO2015051202A1 (en) | Microbicidal composition comprising 2-decylthioethylamine | |
| CN111448239A (en) | Monomer composition having antimicrobial function | |
| BR112020006741B1 (en) | QUATERNARY AMMONIUM ETIDRONATE COMPOUND, METHOD FOR PREPARING A QUATERNARY AMMONIUM ETIDRONATE COMPOUND, METHOD FOR TREATING RECIRCULATION WATER, WATER TREATMENT COMPOSITION, WATER TREATMENT METHOD AND WATER TREATMENT COMPOSITION, COSMETICS, HYGIENE, PERSONAL CARE, COATING, PAINT , WOOD TREATMENT, AGROCHEMICAL, ANTIMICROBIAL, BIOCIDAL OR DISINFECTANT | |
| EP3027028B1 (en) | Microbicidal composition comprising 2-methylisothiazolin-3-one | |
| Semenov et al. | Synthesis and antimicrobial activity of pyrimidinophanes with two uracil units and bridging nitrogen atoms |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20170308 |