CN115559116B - Single-component water-resistant antibacterial finishing agent and preparation method and application thereof - Google Patents
Single-component water-resistant antibacterial finishing agent and preparation method and application thereof Download PDFInfo
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- CN115559116B CN115559116B CN202211221046.7A CN202211221046A CN115559116B CN 115559116 B CN115559116 B CN 115559116B CN 202211221046 A CN202211221046 A CN 202211221046A CN 115559116 B CN115559116 B CN 115559116B
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- ion exchange
- finishing agent
- antibacterial finishing
- component water
- exchange resin
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 177
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 115
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 112
- 238000002360 preparation method Methods 0.000 title abstract description 32
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 239000000126 substance Substances 0.000 claims abstract description 15
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 78
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 51
- 239000003456 ion exchange resin Substances 0.000 claims description 47
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 47
- 239000004744 fabric Substances 0.000 claims description 45
- 229920000742 Cotton Polymers 0.000 claims description 41
- 238000005406 washing Methods 0.000 claims description 34
- 238000001035 drying Methods 0.000 claims description 29
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 24
- 150000001450 anions Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 22
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 239000000047 product Substances 0.000 claims description 19
- 238000010992 reflux Methods 0.000 claims description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 15
- 238000002791 soaking Methods 0.000 claims description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 238000004062 sedimentation Methods 0.000 claims description 11
- -1 tetrafluoroborate Chemical compound 0.000 claims description 11
- 239000012044 organic layer Substances 0.000 claims description 10
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 125000005270 trialkylamine group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 238000005342 ion exchange Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 150000003512 tertiary amines Chemical class 0.000 claims description 6
- 229910002651 NO3 Inorganic materials 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical group [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical group [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 4
- 229940006460 bromide ion Drugs 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical group [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims description 4
- 229940006461 iodide ion Drugs 0.000 claims description 4
- DIAIBWNEUYXDNL-UHFFFAOYSA-N n,n-dihexylhexan-1-amine Chemical compound CCCCCCN(CCCCCC)CCCCCC DIAIBWNEUYXDNL-UHFFFAOYSA-N 0.000 claims description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 4
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 claims description 4
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 claims description 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 4
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 claims description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 claims description 2
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000004753 textile Substances 0.000 abstract description 24
- 238000007730 finishing process Methods 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 230000007613 environmental effect Effects 0.000 abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- 239000007788 liquid Substances 0.000 description 17
- 241000588724 Escherichia coli Species 0.000 description 14
- 241000191967 Staphylococcus aureus Species 0.000 description 14
- 239000000203 mixture Substances 0.000 description 11
- 230000000845 anti-microbial effect Effects 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 239000012752 auxiliary agent Substances 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 230000010355 oscillation Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical group [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 230000003385 bacteriostatic effect Effects 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- BUHHOHWMNZQMTA-UHFFFAOYSA-N n,n-dioctadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCN(CCCCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCCCC BUHHOHWMNZQMTA-UHFFFAOYSA-N 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 230000006978 adaptation Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000012224 working solution Substances 0.000 description 1
Classifications
-
- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/36—Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
-
- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
-
- 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
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention provides a single-component water-resistant antibacterial finishing agent, a preparation method and application thereof, wherein the chemical formula is {[(CH2OCH)CH2]N+[CH2(CH2CH2)nCH3]3}X‑, which is marked as a single-component water-resistant antibacterial finishing agent A; or the single-component water-resistant antibacterial finishing agent B：{[(CH2OCH)CH2][CH3(CH2CH2)nCH2]2N+(CH2CH2)mN+[CH2(CH2CH2)nCH3]2[CH2(CHOCH3)]}(X‑)2. can be prepared by simple reaction in several steps with medium to high yield (55% -96%). According to the technical scheme, the developed single-component water-resistant antibacterial finishing agent not only can remarkably improve the antibacterial effect and the additional value of textiles, but also can improve the finishing efficiency of the finishing stage, is simple in using steps and small in using amount, and greatly improves the production efficiency and the environmental friendliness of the antibacterial finishing process.
Description
Technical Field
The invention relates to the technical field of textile special chemicals, in particular to a single-component water-resistant antibacterial finishing agent, a preparation method and application thereof.
Background
Clothing and textiles with antibacterial functions are popular gradually, however, clothing and textiles obtained by the traditional antibacterial finishing process have the problem that antibacterial capacity is greatly reduced after being washed for many times, and development of efficient, durable and safe antibacterial finishing agents is increasingly emphasized.
The patent with publication number CN103046348B discloses a method for manufacturing a high-temperature washing resistant and antibacterial fabric and a structure thereof, wherein the method comprises the steps of coating polycarbonate resin, bridging agent (bridging agent), nano silver ions and the like on a base fabric, and performing corresponding post-finishing operation to obtain the high-temperature washing resistant antibacterial fabric; the patent with publication number CN111535026B discloses a preparation method of washable three-proofing easy-to-decontaminate antibacterial fabric, which is configured by working solution containing a C6 durable three-proofing finishing agent, a pure cotton durable fluorine-free waterproof agent, a durable cross-linking agent, an antibacterial agent and a waterproof special penetrating agent, wherein the fabric is padded and then dried and baked. Although playing a certain antibacterial effect, the process is complicated, the finishing agent has multiple configuration components, the using steps are complex, and the using amount is high.
Disclosure of Invention
The present invention aims to solve at least one of the technical problems existing in the prior art or related art.
Therefore, the invention aims to provide the single-component water-resistant antibacterial finishing agent, and the preparation method and the application thereof, and develop the single-component water-resistant antibacterial finishing agent, which not only can remarkably improve the antibacterial effect and the added value of textiles, but also can improve the finishing efficiency of the finishing stage, has simple using steps and small using amount, and greatly improves the production efficiency and the environmental friendliness of the antibacterial finishing process.
In order to achieve the above purpose, the technical scheme of the first aspect of the present invention provides a one-component water-resistant antibacterial finishing agent, wherein the chemical formula is ：{[(CH2OCH)CH2]N+[CH2(CH2CH2)nCH3]3}X-,:
Is marked as a single-component water-resistant antibacterial finishing agent A,
Wherein X - is a corresponding anion, which is any one of F-、Cl-、Br-、I-、NO3 -、BF4 -、PF6 -、CH3COO- and CF 3SO3 -,
N is the number of carbon chain length and the value range is 0-8.
In the technical scheme, the single-component water-resistant antibacterial finishing agent has a chemical structure, can realize antibacterial finishing of textiles without auxiliary agents such as bridging agents, is easy to obtain raw materials for preparing the single-component water-resistant antibacterial finishing agent, is simple and feasible in reaction operation, has excellent antibacterial capability on escherichia coli and staphylococcus aureus after antibacterial finishing by the single-component water-resistant antibacterial finishing agent, and has the advantages of simple and reliable application process.
When the single-component water-resistant antibacterial finishing agent A is used for soaking textiles, hydroxyl groups in cellulose of cotton fabrics react with ternary epoxy rings to perform ring-opening reaction, and then the antibacterial finishing agent A is grafted and finished on the cotton fabrics.
The technical scheme of the second aspect of the invention provides a single-component water-resistant antibacterial finishing agent, which has the chemical formula:
{[(CH2OCH)CH2][CH3(CH2CH2)nCH2]2N+(CH2CH2)mN+[CH2(CH2CH2)nCH3]2[CH 2(CHOCH2)]}(X-)2, The chemical structural formula is as follows:
Is marked as a single-component water-resistant antibacterial finishing agent B,
Wherein X - is a corresponding anion, which is any one of F-、Cl-、Br-、I-、NO3 -、BF4 -、PF6 -、CH3COO- and CF 3SO3 -,
N and m are the number of carbon chain lengths, wherein the value range of n is 0-8, and the value range of m is 1-5.
In the technical scheme, the single-component water-resistant antibacterial finishing agent has a chemical structure, can realize antibacterial finishing of textiles without auxiliary agents such as bridging agents, is easy to obtain raw materials for preparing the single-component water-resistant antibacterial finishing agent, is simple and feasible in reaction operation, has excellent antibacterial capability on escherichia coli and staphylococcus aureus after antibacterial finishing by the single-component water-resistant antibacterial finishing agent, and has the advantages of simple and reliable application process.
When the single-component water-resistant antibacterial finishing agent B is used for soaking textiles, hydroxyl groups in cellulose of cotton fabrics react with ternary epoxy rings to perform ring-opening reaction, so that the antibacterial finishing agent B is grafted and finished on the cotton fabrics.
The technical scheme of the third aspect of the invention provides a preparation method of a single-component water-resistant antibacterial finishing agent, which comprises the following steps:
Mixing trialkylamine and epichlorohydrin, heating to reflux, and reacting, wherein the molar ratio of the trialkylamine to the epichlorohydrin is 1: (1-20);
After the reaction is finished, pouring the reaction product into diethyl ether for sedimentation, and separating out a viscous product;
The viscous product is washed by diethyl ether and dried under the condition of vacuum 80 ℃ to obtain the single-component water-resistant antibacterial finishing agent A, wherein the anion X - is Cl -.
In the technical scheme, the preparation method has simple steps, realizes the preparation of the single-component water-resistant antibacterial finishing agent A, has the product purity of more than 92 percent, has the yield of 55 to 96 percent, can change the structure of the antibacterial finishing agent by changing the structure of raw materials, is convenient and reliable, has easy preparation raw materials and lower preparation cost, can realize the antibacterial finishing of textiles without auxiliary agents such as bridging agents, and has excellent antibacterial capability to escherichia coli and staphylococcus aureus after the antibacterial finishing of the single-component water-resistant antibacterial finishing agent A is carried out, and the application process is simple and reliable.
In the above technical scheme, preferably, the preparation method of the one-component water-resistant antibacterial finishing agent further comprises the following steps:
ion exchange with ion exchange resin containing specific anions to obtain a single-component water-resistant antibacterial finishing agent containing specific anions,
The ion exchange resin containing the designated anions is any one of fluoride ion exchange resin, bromide ion exchange resin, iodide ion exchange resin, nitrate ion exchange resin, tetrafluoroborate ion exchange resin, hexafluorophosphate ion exchange resin, acetate ion exchange resin and trifluoromethane sulfonate ion exchange resin.
In the technical scheme, the single-component water-resistant antibacterial finishing agent A containing different specified anions can be obtained by carrying out ion exchange with the ion exchange resin containing the specified anions, and the single-component water-resistant antibacterial finishing agent A can be of a plurality of different chemical structural formulas, has strong selectivity and can be applied to antibacterial finishing processes of different types of textiles.
In any of the above technical solutions, preferably, the reaction time period of the trialkylamine and epichlorohydrin is 6 to 48 hours; washing the viscous product with diethyl ether for 2-6 times; drying the viscous product for 24-48 hours; the trialkylamine is any one of triethylamine, tributylamine, trihexylamine, trioctylamine, tridecylamine, tri (dodecylamine), tri (tetradecyl) amine, tri (hexadecyl) amine and tri (octadecyl) amine.
In the technical scheme, the technological parameters and the raw material types of the preparation method are further limited, the single-component water-resistant antibacterial finishing agent A with a specific chemical structure can be generated, and the purity and the yield of the single-component water-resistant antibacterial finishing agent A are further ensured.
The technical scheme of the fourth aspect of the invention provides a preparation method of a single-component water-resistant antibacterial finishing agent, which comprises the following steps:
Dissolving alpha, omega-alkyl diamine in tetrahydrofuran solvent, adding sodium hydroxide or potassium hydroxide, stirring and mixing, then adding n-bromoalkane, heating to reflux, reacting, and marking as a first reaction process, wherein the molar ratio of the alpha, omega-alkyl diamine to the sodium hydroxide or the potassium hydroxide is 1 (4-4.4), and the molar ratio of the n-bromoalkane to the alpha, omega-alkyl diamine is (4-4.4): 1, a step of;
after the reaction is finished, removing tetrahydrofuran solvent, adding ethyl acetate, and filtering to remove solids;
washing the ethyl acetate organic layer with equal amount of water until the pH value is neutral, drying the ethyl acetate organic layer, and removing the ethyl acetate solvent to obtain a corresponding tertiary amine intermediate;
mixing a tertiary amine intermediate with epichlorohydrin, heating to reflux, and carrying out a reaction, wherein the molar ratio of the tertiary amine intermediate to the epichlorohydrin is 1: (2-20);
After the reaction is finished, pouring the reaction product into diethyl ether for sedimentation, and separating out a viscous product;
Washing the viscous product by adopting diethyl ether, and drying at the temperature of 80 ℃ in vacuum to obtain the single-component water-resistant antibacterial finishing agent B, wherein the anion X - is Br -.
In the technical scheme, the preparation method has simple steps, realizes the preparation of the single-component water-resistant antibacterial finishing agent B, has the product purity of more than 90 percent, has the yield of 55 to 96 percent, can change the structure of the antibacterial finishing agent by changing the structure of raw materials, is convenient and reliable, has easy preparation raw materials and lower preparation cost, can realize the antibacterial finishing of textiles without auxiliary agents such as bridging agents and the like, and has excellent antibacterial capability to escherichia coli and staphylococcus aureus and has the water-resistant antibacterial characteristics.
In the above technical scheme, preferably, the preparation method of the one-component water-resistant antibacterial finishing agent further comprises the following steps:
ion exchange with ion exchange resin containing specific anions to obtain a single-component water-resistant antibacterial finishing agent containing specific anions,
The ion exchange resin containing the designated anions is any one of fluoride ion exchange resin, chloride ion exchange resin, iodide ion exchange resin, nitrate ion exchange resin, tetrafluoroborate ion exchange resin, hexafluorophosphate ion exchange resin, acetate ion exchange resin and trifluoromethane sulfonate ion exchange resin.
In the technical scheme, the single-component water-resistant antibacterial finishing agent B containing different specified anions can be obtained by carrying out ion exchange with the ion exchange resin containing the specified anions, and the single-component water-resistant antibacterial finishing agent B can be of a plurality of different chemical structural formulas, has strong selectivity and can be applied to antibacterial finishing processes of textiles of different types.
In any of the above technical solutions, preferably, the duration of the first reaction process is 24h to 96h; the duration of the second reaction process is 6-48 h; washing the viscous product with diethyl ether for 2-6 times; drying the viscous product for 24-48 hours;
The alpha, omega-alkyl diamine is any one of 1, 2-ethylenediamine, 1, 4-butanediamine, 1, 6-hexanediamine, 1, 8-octanediamine and 1, 10-decanediamine;
The n-bromoalkane is any one of n-bromoethane, n-bromobutane, n-bromohexane, n-bromooctane, n-bromodecane, n-bromododecane, n-bromotetradecane, n-bromohexadecane and n-bromooctadecane.
In the technical scheme, the technological parameters and the raw material types of the preparation method are further limited, the single-component water-resistant antibacterial finishing agent B with a specific chemical structure can be generated, and the purity and the yield of the single-component water-resistant antibacterial finishing agent B are further ensured.
The technical scheme of the fifth aspect of the invention provides the application of the one-component water-resistant antibacterial finishing agent in the technical scheme, which is applied to the antibacterial finishing of cotton fabrics,
Preparing a single-component water-resistant antibacterial finishing agent A or a single-component water-resistant antibacterial finishing agent B into an aqueous solution with the mass concentration of 0.01-0.5%; and soaking the cotton fabric in the aqueous solution, and then washing and drying to obtain the antibacterial cotton fabric.
According to the technical scheme, the single-component water-resistant antibacterial finishing agent A or the single-component water-resistant antibacterial finishing agent B is prepared into the aqueous solution with the mass concentration of 0.01% -0.5%, the cotton fabric is soaked, then the cotton fabric is washed and dried, the application method is simple and reliable, the use amount is less, the cost is low, the obtained antibacterial cotton fabric has excellent water-resistant antibacterial function, the antibacterial rate of the antibacterial cotton fabric against escherichia coli and staphylococcus aureus reaches 100%, the antibacterial rate against escherichia coli and staphylococcus aureus after 50 times of washing still reaches more than 70%, and the antibacterial effect is better when the mass concentration is 0.3% or more.
In the above technical solution, preferably, the soaking process parameters specifically include: the soaking bath ratio is 1: (5-30); the soaking temperature is 50-80 ℃; the soaking time is 10 min-120 min,
The washing and drying process parameters are specifically as follows: washing with water for 3 times; the drying temperature is 80 ℃; the drying time is 1h.
In the technical scheme, the specific parameters of the application method of the single-component water-resistant antibacterial finishing agent A or the single-component water-resistant antibacterial finishing agent B are further limited, so that the single-component water-resistant antibacterial finishing agent A or the single-component water-resistant antibacterial finishing agent B can fully act on cotton fabrics, antibacterial finishing is carried out on the cotton fabrics, and the water-resistant antibacterial performance of the cotton fabrics is further improved.
The single-component water-resistant antibacterial finishing agent and the preparation method and application thereof provided by the invention have the following beneficial technical effects:
(1) The textile treated by the single-component water-resistant antibacterial finishing agent provided by the invention has excellent antibacterial capability on escherichia coli and staphylococcus aureus, water-resistant antibacterial property and simple and reliable application process.
(2) The single-component water-resistant antibacterial finishing agent provided by the invention can be used alone to realize antibacterial finishing of textiles, does not need auxiliaries such as a bridge Lian Ji and the like, has less usage amount and simple using steps, and greatly improves the efficiency and environmental friendliness of the antibacterial finishing process.
(3) The preparation method of the single-component water-resistant antibacterial finishing agent provided by the invention is simple and reliable, the preparation raw materials are easy to obtain, the reaction operation is simple and easy to implement, the product purity is higher, the yield is higher, and the production cost is lower.
(4) The single-component water-resistant antibacterial finishing agent A or the single-component water-resistant antibacterial finishing agent B is prepared into an aqueous solution with the mass concentration of 0.01-0.5%, the cotton fabric is soaked, and then the cotton fabric is washed and dried, so that the antibacterial cotton fabric can be obtained, the usage amount is less, the cost is lower, the obtained antibacterial cotton fabric has excellent water-resistant antibacterial function, the antibacterial rate of the antibacterial cotton fabric against escherichia coli and staphylococcus aureus reaches 100%, the antibacterial rate against escherichia coli and staphylococcus aureus can still reach more than 70% after 50 times of washing, and the antibacterial effect is better when the mass concentration is 0.3% or more.
Additional aspects and advantages of the invention will be set forth in part in the description which follows, and in part will be obvious from the description, or may be learned by practice of the invention.
Drawings
The foregoing and/or additional aspects and advantages of the invention will become apparent and may be better understood from the following description of embodiments taken in conjunction with the accompanying drawings in which:
FIG. 1 shows a graph of mass concentration versus bacteriostasis rate for a one-component water-resistant antimicrobial finish A2 prepared by a one-component water-resistant antimicrobial finish preparation method according to one embodiment of the invention when applied to antimicrobial finishing of cotton fabric;
fig. 2 shows graphs of antibacterial rate test results before and after washing when the one-component water-resistant antibacterial finishing agents A2, B2 are applied to antibacterial finishing of cotton fabrics according to an embodiment of the present invention.
Detailed Description
The invention discloses a single-component water-resistant antibacterial finishing agent, a preparation method and application thereof, and a person skilled in the art can refer to the content of the single-component water-resistant antibacterial finishing agent and properly improve the technological parameters. It is expressly noted that all such similar substitutions and modifications will be apparent to those skilled in the art, and are deemed to be included in the present invention. While the methods and applications of this invention have been described in terms of preferred embodiments, it will be apparent to those skilled in the relevant art that variations and modifications can be made in the methods and applications described herein, and in the practice and application of the techniques of this invention, without departing from the spirit or scope of the invention.
The invention is further illustrated by the following examples:
Example 1
Preparation method of single-component water-resistant antibacterial finishing agent A1,{[(CH2OCH)CH2]N+[CH2CH2CH2CH3]3}Cl-
10G (54 mmol) of tributylamine is added into a flask, 25g (270 mmol) of epichlorohydrin is added according to the mol ratio of tributylamine to epichlorohydrin of 1:5, and the mixture is heated to reflux for reaction;
after the reaction is finished for 12 hours, pouring the mixture into 100mL of diethyl ether for sedimentation, and separating out viscous solid;
Washing the viscous solid for 3 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum to obtain the single-component water-resistant antibacterial finishing agent A1.
The yield of the single-component water-resistant antibacterial finishing agent A1 is 96%, and the purity is 98%.
Example 2
Preparation method of single-component water-resistant antibacterial finishing agent A2,{[(CH2OCH)CH2]N+[CH2(CH2CH2)2CH3]3}Br-
Adding 8g (30 mmol) of trihexylamine into a flask, adding 16.7g (180 mmol) of epichlorohydrin according to the mol ratio of trihexylamine to epichlorohydrin of 1:6, heating to reflux, and carrying out reaction;
after the reaction is finished for 24 hours, pouring the mixture into 100mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid 3 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum;
The obtained viscous liquid was dissolved in ethanol and passed through a bromide ion exchange resin at a rate of 1mL/min, after which the ethanol was removed and dried under vacuum at 80 ℃ for 24 hours to obtain a one-component water-resistant antimicrobial finish A2.
The yield of the single-component water-resistant antibacterial finishing agent A2 is 89%, and the purity is 96%.
Example 3
Preparation method of single-component water-resistant antibacterial finishing agent A3,{[(CH2OCH)CH2]N+[CH2(CH2CH2)4CH3]3}NO3 -
8G (18.3 mmol) of tridecyl amine is added into a flask, 13.5g (146 mmol) of epichlorohydrin is added according to the mol ratio of tridecyl amine to epichlorohydrin of 1:8, and the mixture is heated to reflux for reaction;
after the reaction is finished for 48 hours, pouring the mixture into 100mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid 3 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum;
The obtained viscous liquid was dissolved in ethanol and passed through a nitrate ion exchange resin at a rate of 1mL/min, after which the ethanol was removed and dried under vacuum at 80 ℃ for 24 hours to obtain a one-component water-resistant antimicrobial finish A3.
The yield of the single-component water-resistant antibacterial finishing agent A3 is 82 percent and the purity is 96 percent.
Example 4
Preparation method of single-component water-resistant antibacterial finishing agent A4,{[(CH2OCH)CH2]N+[CH2(CH2CH2)8CH3]3}PF6 -
8G (10.3 mmol) of trioctadecyl amine was added to the flask in a molar ratio of trioctadecyl amine to epichlorohydrin of 1:15, and 14.4g (155 mmol) of epichlorohydrin was added and heated to reflux to effect the reaction;
after the reaction is finished for 48 hours, pouring the mixture into 100mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid 3 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum;
the resulting viscous liquid was dissolved in ethanol and passed through hexafluorophosphate ion exchange resin at a rate of 1mL/min, after which the ethanol was removed and dried under vacuum at 80 ℃ for 24 hours to obtain a one-component water-resistant antimicrobial finish A4.
The yield of the single-component water-resistant antibacterial finishing agent A4 is 73 percent and the purity is 95 percent.
Example 5
A single-component water-resistant antibacterial finishing agent B1,
{[(CH2OCH)CH2][CH3(CH2CH2)2CH2]2N+(CH2CH2)
N+[CH2(CH2CH2)2CH3]2[CH2(CHOCH2)]}(Cl-)2 Is prepared by the preparation method of (2)
1.5G (25 mmol) of 1, 2-ethylenediamine is dissolved in 100mL of tetrahydrofuran solvent, 4g (100 mmol) of sodium hydroxide is added, stirring is carried out for 30 minutes at room temperature, then 16.5g (100 mmol) of n-bromohexane is added, and heating reflux is carried out for 24 hours, so that reaction is carried out;
After the reaction, removing the solvent tetrahydrofuran, adding 150mL of ethyl acetate, and filtering to remove solids;
washing the ethyl acetate organic layer with equal amount of water until the pH is neutral, drying the organic layer and removing the solvent ethyl acetate to obtain [CH3(CH2CH2)2CH2]2N(CH2CH2)N[CH2(CH2CH2)2CH3]2 intermediate;
this intermediate was mixed with 23.1g (250 mmol) of epichlorohydrin and heated to reflux to effect reaction;
after the reaction is finished for 24 hours, pouring the mixture into 150mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid for 4 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum;
The obtained viscous liquid is dissolved in ethanol, and passes through chloride ion exchange resin at a speed of 1mL/min, then the ethanol is removed, and the drying is carried out for 36 hours under the condition of vacuum 80 ℃ to obtain the single-component water-resistant antibacterial finishing agent B1.
The yield of the single-component water-resistant antibacterial finishing agent B1 is 61% and the purity is 94%.
Example 6
A single-component water-resistant antibacterial finishing agent B2,
{[(CH3OCH)CH2][CH3(CH2CH2)4CH2]2N+(CH2CH2)3N+[CH2(CH2CH2)4CH3]2[CH2(CHOCH3)]}(Br-)2 Is prepared by the preparation method of (2)
2G (17.2 mmol) of 1, 6-hexamethylenediamine was dissolved in 100mL of tetrahydrofuran, 2.8g (70.0 mmol) of sodium hydroxide was added, stirred at room temperature for 30 minutes, then 15.2g (68.8 mmol) of n-bromodecane was added, and the mixture was heated under reflux for 36 hours to effect a reaction;
After the reaction, removing the solvent tetrahydrofuran, adding 150mL of ethyl acetate, and filtering to remove solids;
Washing the ethyl acetate organic layer with equal amount of water until the pH is neutral, drying the organic layer and removing the solvent ethyl acetate to obtain [CH3(CH2CH2)4CH2]2N(CH2CH2)3N[CH2(CH2CH2)4CH3]2 intermediate;
this intermediate was mixed with 20g (216 mmol) of epichlorohydrin and heated to reflux to effect reaction;
After the reaction is finished for 36 hours, pouring the mixture into 150mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid for 4 times by adopting diethyl ether and ultrasonic technology, and drying for 36 hours at the temperature of 80 ℃ in vacuum to obtain the single-component water-resistant antibacterial finishing agent B2.
The yield of the single-component water-resistant antibacterial finishing agent B2 is 69 percent and the purity is 97 percent.
Example 7
A single-component water-resistant antibacterial finishing agent B3,
{[(CH3OCH)CH2][CH3(CH2CH2)6CH2]2N+(CH2CH2)4N+[CH2(CH2CH2)6CH3]2[CH2(CHOCH3)]}(BF4 -)2 Is prepared by the preparation method of (2)
2.5G (17.3 mmol) of 1, 8-octanediamine was dissolved in 100mL of tetrahydrofuran, 2.8g (70.0 mmol) of sodium hydroxide was added, stirred at room temperature for 30 minutes, then 19.4g (70 mmol) of n-bromotetradecane was added, and the mixture was heated under reflux for 24 hours to effect a reaction;
After the reaction, removing the solvent tetrahydrofuran, adding 150mL of ethyl acetate, and filtering to remove solids;
Washing the ethyl acetate organic layer with an equal amount of water until the pH is neutral, drying the organic layer and removing the solvent ethyl acetate to obtain [CH3(CH2CH2)6CH2]2N(CH2CH2)4N[CH2(CH2CH2)6CH3]2 intermediate;
this intermediate was mixed with 22g (238 mmol) epichlorohydrin and heated to reflux to effect reaction;
After the reaction is finished for 48 hours, pouring the mixture into 150mL of diethyl ether for sedimentation, and separating out viscous liquid;
washing the viscous liquid for 5 times by adopting diethyl ether and ultrasonic technology, and drying for 24 hours at the temperature of 80 ℃ in vacuum;
the obtained viscous liquid is dissolved in ethanol and passes through tetrafluoroborate ion exchange resin at a speed of 1mL/min, then the ethanol is removed, and the single-component water-resistant antibacterial finishing agent B3 is obtained after drying for 36 hours under the condition of vacuum 80 ℃.
The yield of the single-component water-resistant antibacterial finishing agent B3 is 55 percent and the purity is 92 percent.
Application example 1
The single-component water-resistant antibacterial finishing agent A2 prepared in the embodiment 2 is prepared into aqueous solutions with different mass concentrations, the cotton fabric is soaked for 40 minutes at the temperature of 60 ℃ and the bath ratio of 1:15, and after the soaking is finished, the cotton fabric is washed for 3 times by water and then dried for 1 hour at the temperature of 80 ℃ to obtain the antibacterial finished cotton fabric.
Evaluation of antimicrobial Properties of textiles according to GB/T20944.3-2008 part 3: quantitative antibacterial test is carried out on the cotton fabric subjected to antibacterial finishing by the method in the oscillation method, and the test result is shown in figure 1.
As shown in figure 1, with the increase of the mass concentration of the single-component water-resistant antibacterial finishing agent A2, the antibacterial rate of the cotton fabric obtained after antibacterial finishing is gradually increased, and when the mass concentration is 0.3%, the antibacterial rate of the cotton fabric against escherichia coli and staphylococcus aureus can reach 100%. Therefore, in practical application, the concentration of the single-component water-resistant antibacterial finishing agent is generally controlled to be 0.3% -0.5%, and the production cost is saved while the antibacterial effect is ensured.
Application example 2
The single-component water-resistant antibacterial finishing agent A2 prepared in the example 2 is prepared into an aqueous solution with the mass concentration of 0.3%, the cotton fabric is soaked for 40 minutes under the conditions of 60 ℃ and the bath ratio of 1:15, and after soaking, the cotton fabric is washed for 3 times by water and then dried for 1 hour at 80 ℃ to obtain the antibacterial finishing cotton fabric.
Evaluation of antimicrobial Properties of textiles according to GB/T20944.3-2008 part 3: quantitative antibacterial test is carried out on the cotton fabric subjected to antibacterial finishing by the method in the oscillation method, and the test result is shown in figure 2. The antibacterial rate for the escherichia coli and staphylococcus aureus is 100 percent.
According to the test conditions in GB/T12490-2014 "textile color fastness to household and commercial washing fastness", after washing for 50 times, the antibacterial textile has a bacteriostasis rate of 78.4% on escherichia coli and 71.2% on staphylococcus aureus, and is shown in a specific figure 2.
Therefore, the single-component washable antibacterial finishing agent can be used alone to realize antibacterial finishing of textiles, auxiliaries such as a bridge Lian Ji are not needed, the usage amount is small, the using steps are simple, and the obtained antibacterial cotton fabric has excellent washable antibacterial function and still has higher antibacterial effect after being washed for many times.
Application example 3
The single-component water-resistant antibacterial finishing agent B2 prepared in the example 6 is prepared into an aqueous solution with the mass concentration of 0.4%, cotton grey cloth is soaked for 60 minutes at the temperature of 60 ℃ and the bath ratio of 1:20, and after soaking, the cotton grey cloth is washed for 3 times, and then dried for 1 hour at the temperature of 80 ℃ to obtain the antibacterial finishing cotton fabric.
Evaluation of antimicrobial Properties of textiles according to GB/T20944.3-2008 part 3: quantitative antibacterial test is carried out on the cotton fabric subjected to antibacterial finishing by the method in the oscillation method, and the test result is shown in figure 2. The antibacterial rate of the escherichia coli and staphylococcus aureus is 100 percent.
According to the test conditions in GB/T12490-2014 "textile color fastness to household and commercial washing fastness", after washing for 50 times, the antibacterial textile has a bacteriostatic rate of 86.5% on escherichia coli and a bacteriostatic rate of 84.2% on staphylococcus aureus, and is shown in a specific figure 2.
Therefore, the single-component washable antibacterial finishing agent can be used alone to realize antibacterial finishing of textiles, auxiliaries such as a bridge Lian Ji are not needed, the usage amount is small, the using steps are simple, and the obtained antibacterial cotton fabric has excellent washable antibacterial function and still has higher antibacterial effect after being washed for many times.
The foregoing is merely a preferred embodiment of the present invention and it should be noted that modifications and adaptations to those skilled in the art may be made without departing from the principles of the present invention, which are intended to be comprehended within the scope of the present invention.
Claims (1)
1. The application of the single-component water-resistant antibacterial finishing agent is characterized in that the single-component water-resistant antibacterial finishing agent is applied to antibacterial finishing of cotton fabrics,
Preparing a single-component water-resistant antibacterial finishing agent A or a single-component water-resistant antibacterial finishing agent B into an aqueous solution with the mass concentration of 0.01-0.5%;
Soaking cotton fabric in the aqueous solution, washing with water, drying to obtain antibacterial cotton fabric,
The soaking process parameters are specifically as follows: the soaking bath ratio is 1: (5-30); the soaking temperature is 50-80 ℃; the soaking time is 10 min-120min,
The washing and drying process parameters are specifically as follows: washing with water for 3 times; the drying temperature is 80 ℃; the drying time is 1h,
The chemical formula of the single-component water-resistant antibacterial finishing agent A is ：{[(CH2OCH)CH2]N+[CH2(CH2CH2)nCH3]3}X-,, and the chemical structural formula is as follows:
Wherein X - is a corresponding anion, which is any one of F-、Br-、I-、NO3 -、BF4 -、PF6 -、CH3COO- and CF 3SO3 -,
N is the number of carbon chain length, the value range is 4-8, the single-component water-resistant antibacterial finishing agent A is prepared by the following method,
Mixing trialkylamine and epichlorohydrin, heating to reflux, and reacting, wherein the molar ratio of the trialkylamine to the epichlorohydrin is 1: (1-20);
After the reaction is finished, pouring the reaction product into diethyl ether for sedimentation, and separating out a viscous product;
washing the viscous product by diethyl ether, and drying at the temperature of 80 ℃ in vacuum to obtain a single-component water-resistant antibacterial finishing agent intermediate;
The single-component water-resistant antibacterial finishing agent intermediate is subjected to ion exchange with ion exchange resin containing designated anions to obtain a single-component water-resistant antibacterial finishing agent A containing the designated anions,
The ion exchange resin containing the designated anions is any one of fluoride ion exchange resin, bromide ion exchange resin, iodide ion exchange resin, nitrate ion exchange resin, tetrafluoroborate ion exchange resin, hexafluorophosphate ion exchange resin, acetate ion exchange resin and trifluoromethane sulfonate ion exchange resin,
The reaction time of the trialkylamine and the epichlorohydrin is 6-48 hours;
washing the viscous product with diethyl ether for 2-6 times;
drying the viscous product for 24-48 hours;
The trialkylamine is any one of triethylamine, tributylamine, trihexylamine, trioctylamine, tridecylamine, tri (dodecyl) amine, tri (tetradecyl) amine, tri (hexadecyl) amine and tri (octadecyl) amine,
The chemical formula of the single-component water-resistant antibacterial finishing agent B is as follows:
{[(CH2OCH)CH2][CH3(CH2CH2)nCH2]2N+(CH2CH2)mN+[CH2(CH2CH2)nCH3]2[CH 2(CHOCH2)]}(X-)2, The chemical structural formula is as follows:
Wherein X - is a corresponding anion, which is any one of F-、Br-、I-、NO3 -、BF4 -、PF6 -、CH3COO- and CF 3SO3 -,
N and m are the number of carbon chain lengths, wherein the value range of n is 4-8, the value range of m is 1-5,
The single-component water-resistant antibacterial finishing agent B is prepared by the following method,
Dissolving alpha, omega-alkyl diamine in tetrahydrofuran solvent, adding sodium hydroxide or potassium hydroxide, stirring and mixing, then adding n-bromoalkane, heating to reflux, reacting, and marking as a first reaction process, wherein the molar ratio of the alpha, omega-alkyl diamine to the sodium hydroxide or the potassium hydroxide is 1 (4-4.4), and the molar ratio of the n-bromoalkane to the alpha, omega-alkyl diamine is (4-4.4): 1, a step of;
after the reaction is finished, removing tetrahydrofuran solvent, adding ethyl acetate, and filtering to remove solids;
washing the ethyl acetate organic layer with equal amount of water until the pH value is neutral, drying the ethyl acetate organic layer, and removing the ethyl acetate solvent to obtain a corresponding tertiary amine intermediate;
mixing a tertiary amine intermediate with epichlorohydrin, heating to reflux, and carrying out a reaction, wherein the molar ratio of the tertiary amine intermediate to the epichlorohydrin is 1: (2-20);
After the reaction is finished, pouring the reaction product into diethyl ether for sedimentation, and separating out a viscous product;
washing the viscous product by diethyl ether, and drying at the temperature of 80 ℃ in vacuum to obtain a single-component water-resistant antibacterial finishing agent intermediate;
the single-component water-resistant antibacterial finishing agent intermediate is subjected to ion exchange with ion exchange resin containing designated anions to obtain the single-component water-resistant antibacterial finishing agent containing the designated anions,
The ion exchange resin containing the designated anions is any one of fluoride ion exchange resin, bromide ion exchange resin, iodide ion exchange resin, nitrate ion exchange resin, tetrafluoroborate ion exchange resin, hexafluorophosphate ion exchange resin, acetate ion exchange resin and trifluoromethane sulfonate ion exchange resin,
The duration of the first reaction process is 24-96 hours; the duration of the second reaction process is 6-48 h; washing the viscous product with diethyl ether for 2-6 times; drying the viscous product for 24-48 hours;
The alpha, omega-alkyl diamine is any one of 1, 2-ethylenediamine, 1, 4-butanediamine, 1, 6-hexanediamine, 1, 8-octanediamine and 1, 10-decanediamine;
The n-bromoalkane is any one of n-bromoethane, n-bromobutane, n-bromohexane, n-bromooctane, n-bromodecane, n-bromododecane, n-bromotetradecane, n-bromohexadecane and n-bromooctadecane.
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