CN112695522A - Halamine modified antibacterial cotton fabric and preparation method thereof - Google Patents
Halamine modified antibacterial cotton fabric and preparation method thereof Download PDFInfo
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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
- D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
- D06M14/02—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of natural origin
- D06M14/04—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of natural origin of vegetal origin, e.g. cellulose or derivatives thereof
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F292/00—Macromolecular compounds obtained by polymerising monomers on to inorganic materials
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
- D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
- D06M15/3568—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing silicon
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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
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
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- 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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- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
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Abstract
The invention provides a halamine modified antibacterial cotton fabric and a preparation method thereof, wherein the preparation method of the halamine modified antibacterial cotton fabric comprises the following steps: adding double-bond functionalized graphene oxide, allyl dimethyl hydantoin and a sulfide into water to obtain a finishing liquid; soaking cotton fabric in the finishing liquid for padding treatment, soaking at 70-80 ℃ for 40-60min, pre-drying, and baking to obtain pretreated cotton fabric; and (3) sequentially soaping, washing and chlorinating the pretreated cotton fabric to obtain the halamine modified antibacterial cotton fabric. The halamine modified antibacterial cotton fabric disclosed by the invention has excellent antibacterial performance, and also has ultraviolet protection performance and ultraviolet stability.
Description
Technical Field
The invention relates to the technical field of textile production, in particular to a halamine modified antibacterial cotton fabric and a preparation method thereof.
Background
Microorganisms are widely present in everyday life environments and textiles are considered to be vehicles to support the growth of microorganisms such as bacteria, fungi, etc. The beneficial conditions on the human skin and the textile in contact with it, such as humidity, temperature and nutrients (skin secretions), enable the bacteria to multiply rapidly and decompose various organic substances, giving rise to unpleasant odours and even to a change in the colour of the textile, with a reduction in the strength and therefore a reduction in the external quality of the textile. And the saccharides in the cotton fibers can provide energy for microbial propagation under certain conditions, so that germs can be bred more easily, and the research on the antibacterial finishing of the cotton fabrics is of great significance.
The haloamine antibacterial agent has one or more N-X bonds (wherein X is Cl, Br or I, and Cl is common), exists in the form of organic or inorganic substances, and can directly oxidize amine compounds, amide compounds and imide compounds by hypohalite solution such as sodium hypochlorite to convert the N-H bonds in the structure into the N-X bonds. Due to the active halogen atoms in the molecular structure, the haloamine antibacterial agent shows broad-spectrum and efficient antibacterial performance, and is not easy to cause the microbes to generate drug resistance compared with other types of antibacterial agents, and besides the excellent antibacterial effect, the haloamine antibacterial agent has better stability, reproducibility and durability, is low in cost and is friendly to organisms and environment. In fact, the study of haloamine for antibacterial modification of fabric is well-known, for example, Lin et al graft the haloamine compound to nylon, PET to produce synthetic fiber with antibacterial property (Lin J, CammarataV, Worley S D.Polymer, 2001, 42(18): 7903-.
At present, although the halamine compound has the advantages of high sterilization speed, reproducible antibacterial function, broad-spectrum antibacterial property, good washing fastness and the like, the halamine compound is unstable under the ultraviolet irradiation condition and has short antibacterial property maintaining time. In view of this, it is very important to research how to prepare the cotton fabric with excellent antibacterial performance and ensure the ultraviolet stability of the cotton fabric.
Disclosure of Invention
Based on the technical problems in the background art, the invention provides the halamine modified antibacterial cotton fabric and the preparation method thereof.
The invention provides a preparation method of halamine modified antibacterial cotton fabric, which comprises the following steps:
s1, adding double-bond functionalized graphene oxide, allyl dimethyl hydantoin and a sulfide into water to obtain a finishing liquid;
s2, soaking the cotton fabric in the finishing liquid for padding treatment, soaking at 70-80 ℃ for 40-60min, drying and baking to obtain the pretreated cotton fabric;
and S3, sequentially soaping, washing and chlorinating the pretreated cotton fabric to obtain the halamine modified antibacterial cotton fabric.
Preferably, the double-bond functionalized graphene oxide is obtained by performing a grafting reaction on graphene oxide by using a silane coupling agent with a reactive double bond.
Preferably, the silane coupling agent having a reactive double bond is gamma-methacryloxypropyltrimethoxysilane;
preferably, the amount of the silane coupling agent having a reactive double bond is 10 to 20 wt% of the graphene oxide.
Preferably, the mass ratio of the double-bond functionalized graphene oxide to the allyldimethyl hydantoin to the per-sulfide is 1:2-4: 0.1-0.2;
preferably, the concentration of the double-bond functionalized graphene oxide in the finishing liquid is 10-30 g/L.
Preferably, the padding treatment mode is two-dipping and two-rolling, and the rolling residual rate is 80-90%.
Preferably, the pre-baking temperature is 90-100 ℃ and the baking time is 5-10min, the baking temperature is 150-180 ℃ and the baking time is 1-3 min.
Preferably, the soaping temperature is 50-60 ℃, the time is 5-15min, and the soaping agent comprises 0.1-0.3 wt% of sodium dodecyl sulfate and 0.05-0.2 wt% of NP-10.
Preferably, the washing temperature is 30-40 ℃ and the washing time is 10-20 min.
Preferably, the chlorination temperature is normal temperature, the chlorination time is 1-2h, the chlorinating agent is 0.1-10 wt% of sodium hypochlorite solution, and the pH value is 7-8.
The invention also provides the halamine modified antibacterial cotton fabric prepared by the preparation method.
According to the preparation method of the halamine modified antibacterial cotton fabric, monomers of double-bond functionalized graphene oxide and allyl dimethyl hydantoin are directly used as antibacterial finishing agents, the persulfate is added to be used as an initiator, the monomers can be initiated to carry out copolymerization reaction on the surface of the cotton fabric under a heating condition, so that the antibacterial finishing of the cotton fabric is realized, and finally a layer of halamine antibacterial agent with a certain polymerization degree is grafted on the surface of the cotton fabric by attaching a layer of graphene, so that the cotton fabric is endowed with excellent antibacterial performance.
According to the invention, the graphene grafted halamine antibacterial agent can be more firmly attached to cotton fiber fabrics by virtue of the affinity characteristic of graphene oxide to cotton fabric fibers, so that the stability of the finished antibacterial fabrics is enhanced; in addition, the existence of the graphene can further enhance the ultraviolet protection and stability of the finished antibacterial fabric.
Detailed Description
Hereinafter, the technical solution of the present invention will be described in detail by specific examples, but these examples should be explicitly proposed for illustration, but should not be construed as limiting the scope of the present invention.
Example 1
The halamine modified antibacterial cotton fabric provided by the embodiment is prepared by the following method:
s1, dispersing graphene oxide in ethanol according to the mass-volume ratio of 1g:10mL, adding gamma-methacryloxypropyltrimethoxysilane accounting for 15 wt% of the mass of the graphene oxide, stirring at room temperature for reacting for 6 hours, washing the obtained product with ethanol for 3 times after the reaction is finished, and drying at 60 ℃ to obtain double-bond functionalized graphene oxide;
adding double-bond functionalized graphene oxide, 3-allyl-5, 5-dimethylhydantoin and potassium persulfate into water, stirring and dispersing uniformly to obtain finishing liquid with the concentration of the double-bond functionalized graphene oxide being 20g/L, the concentration of the 3-allyl-5, 5-dimethylhydantoin being 60g/L and the concentration of the potassium persulfate being 3 g/L;
s2, soaking a cotton fabric in the finishing liquid for 50min at 75 ℃, soaking for two times and rolling for two times with the rolling retention rate of 90%, pre-drying for 10min at 90 ℃, then baking for 2min at 160 ℃, washing for 10min at 50 ℃ by using a soaping agent comprising 0.2 wt% of sodium dodecyl sulfate and 0.1 wt% of NP-10, then washing for 10min with warm water at 40 ℃, and drying at 60 ℃;
and (3) soaking the dried cotton fabric in a sodium hypochlorite solution with the concentration of 2 wt% (regulating the pH value to 7 by concentrated sulfuric acid), standing at room temperature for reaction for 1.5h, taking out, washing with deionized water, and drying at 45 ℃ for 1h to obtain the halamine modified antibacterial cotton fabric.
The active chlorine content of the halamine modified antibacterial cotton fabric is measured by an iodometry method, and the chlorine content is 0.29%.
Example 2
The halamine modified antibacterial cotton fabric provided by the embodiment is prepared by the following method:
s1, dispersing graphene oxide in ethanol according to the mass-volume ratio of 1g:10mL, adding gamma-methacryloxypropyltrimethoxysilane accounting for 10 wt% of the mass of the graphene oxide, stirring at room temperature for reacting for 6 hours, washing the obtained product with ethanol for 3 times after the reaction is finished, and drying at 60 ℃ to obtain double-bond functionalized graphene oxide;
adding double-bond functionalized graphene oxide, 3-allyl-5, 5-dimethylhydantoin and potassium persulfate into water, stirring and dispersing uniformly to obtain finishing liquid with the concentration of the double-bond functionalized graphene oxide of 30g/L, the concentration of the 3-allyl-5, 5-dimethylhydantoin of 60g/L and the concentration of the potassium persulfate of 3 g/L;
s2, soaking a cotton fabric in the finishing liquid for 60min at 70 ℃, soaking for two times and rolling for two times with the rolling retention rate of 90%, pre-drying for 5min at 100 ℃, then baking for 3min at 150 ℃, washing for 15min at 50 ℃ by using a soaping agent comprising 0.1 wt% of sodium dodecyl sulfate and 0.2 wt% of NP-10, then washing for 20min with warm water at 30 ℃, and drying at 60 ℃;
and (3) soaking the dried cotton fabric in a sodium hypochlorite solution with the concentration of 2 wt% (regulating the pH value to 7 by concentrated sulfuric acid), standing at room temperature for reaction for 1.5h, taking out, washing with deionized water, and drying at 45 ℃ for 1h to obtain the halamine modified antibacterial cotton fabric.
The active chlorine content of the halamine modified antibacterial cotton fabric is measured by an iodometry method, and the chlorine content is 0.25%.
Example 3
The halamine modified antibacterial cotton fabric provided by the embodiment is prepared by the following method:
s1, dispersing graphene oxide in ethanol according to the mass-volume ratio of 1g:10mL, adding gamma-methacryloxypropyltrimethoxysilane accounting for 20 wt% of the mass of the graphene oxide, stirring at room temperature for reacting for 6 hours, washing the obtained product with ethanol for 3 times after the reaction is finished, and drying at 60 ℃ to obtain double-bond functionalized graphene oxide;
adding double-bond functionalized graphene oxide, 3-allyl-5, 5-dimethylhydantoin and potassium persulfate into water, stirring and dispersing uniformly to obtain finishing liquid with the concentration of the double-bond functionalized graphene oxide of 10g/L, the concentration of the 3-allyl-5, 5-dimethylhydantoin of 40g/L and the concentration of the potassium persulfate of 2 g/L;
s2, soaking the cotton fabric in the finishing liquid for 40min at 80 ℃, soaking for two times and rolling for two times with the rolling retention rate of 100%, pre-drying for 10min at 90 ℃, then baking for 1min at 180 ℃, washing for 5min at 60 ℃ by using a soaping agent comprising 0.3 wt% of sodium dodecyl sulfate and 0.05 wt% of NP-10, then washing for 10min with warm water at 40 ℃, and drying at 60 ℃;
and (3) soaking the dried cotton fabric in a sodium hypochlorite solution with the concentration of 2 wt% (regulating the pH value to 7 by concentrated sulfuric acid), standing at room temperature for reaction for 1.5h, taking out, washing with deionized water, and drying at 45 ℃ for 1h to obtain the halamine modified antibacterial cotton fabric.
The active chlorine content of the halamine modified antibacterial cotton fabric is measured by an iodometry method, and the chlorine content is 0.23%.
Comparative example 1
The halamine modified antibacterial cotton fabric provided by the comparative example is prepared by the following method:
s1, adding 3-allyl-5, 5-dimethylhydantoin and potassium persulfate into water, stirring and dispersing uniformly to obtain a finishing liquid with the concentration of the 3-allyl-5, 5-dimethylhydantoin of 60g/L and the concentration of the potassium persulfate of 3 g/L;
s2, soaking a cotton fabric in the finishing liquid for 50min at 75 ℃, soaking for two times and rolling for two times with the rolling retention rate of 90%, pre-drying for 10min at 90 ℃, then baking for 2min at 160 ℃, washing for 10min at 50 ℃ by using a soaping agent comprising 0.2 wt% of sodium dodecyl sulfate and 0.1 wt% of NP-10, then washing for 10min with warm water at 40 ℃, and drying at 60 ℃;
and (3) soaking the dried cotton fabric in a sodium hypochlorite solution with the concentration of 2 wt% (regulating the pH value to 7 by concentrated sulfuric acid), standing at room temperature for reaction for 1.5h, taking out, washing with deionized water, and drying at 45 ℃ for 1h to obtain the halamine modified antibacterial cotton fabric.
The active chlorine content of the halamine modified antibacterial cotton fabric is measured by an iodometry method, and the chlorine content is 0.09%.
Comparative example 2
The halamine modified antibacterial cotton fabric provided by the comparative example is prepared by the following method:
s1, adding graphene oxide, 3-allyl-5, 5-dimethylhydantoin and potassium persulfate into water, stirring and dispersing uniformly to obtain finishing liquid with the graphene oxide concentration of 20g/L, the 3-allyl-5, 5-dimethylhydantoin concentration of 60g/L and the potassium persulfate concentration of 3 g/L;
s2, soaking a cotton fabric in the finishing liquid for 50min at 75 ℃, soaking for two times and rolling for two times with the rolling retention rate of 90%, pre-drying for 10min at 90 ℃, then baking for 2min at 160 ℃, washing for 10min at 50 ℃ by using a soaping agent comprising 0.2 wt% of sodium dodecyl sulfate and 0.1 wt% of NP-10, then washing for 10min with warm water at 40 ℃, and drying at 60 ℃;
and (3) soaking the dried cotton fabric in a sodium hypochlorite solution with the concentration of 2 wt% (regulating the pH value to 7 by concentrated sulfuric acid), standing at room temperature for reaction for 1.5h, taking out, washing with deionized water, and drying at 45 ℃ for 1h to obtain the halamine modified antibacterial cotton fabric.
The active chlorine content of the halamine modified antibacterial cotton fabric is measured by an iodometry method, and the chlorine content is 0.08%.
The halamine modified antibacterial cotton fabrics obtained in the examples and the comparative examples were subjected to antibacterial tests with reference to GB/T20944.3-2008 "evaluation of antibacterial properties of textiles", and the results are shown in Table 1.
TABLE 1 antibacterial Property test results
The results in table 1 show that the halamine modified antibacterial cotton fabric obtained by the method of the present invention can provide more excellent antibacterial effect to the finished cotton fabric.
The halamine modified antibacterial cotton fabric obtained in the examples and the comparative examples is subjected to ultraviolet resistance tests by referring to GB/T18830-2009 evaluation on ultraviolet resistance of textiles, and the results are shown in Table 2.
TABLE 2 test results of ultraviolet resistance
| Item | Ultraviolet protection factor (UPF value) | Ultraviolet transmittance UVA (%) |
| Example 1 | 105.1 | 2.84 |
| Example 2 | 99.3 | 3.01 |
| Example 3 | 102.4 | 2.96 |
| Comparative example 1 | 9.8 | 13.66 |
| Comparative example 2 | 47.3 | 8.21 |
The results in the table 2 show that the halamine modified antibacterial cotton fabric obtained by the method can endow the finished cotton fabric with good ultraviolet protection performance.
The halamine modified antibacterial cotton fabrics described in the examples and comparative examples were subjected to an active chlorine ultraviolet stability test, and the fabrics were subjected to ultraviolet irradiation using a textile ultraviolet accelerated aging tester (Q-LAB, usa) to test the stability of active chlorine under the action of ultraviolet light, with the results shown in table 3.
TABLE 3 UV stability test results
The results in table 3 show that the halamine modified antibacterial cotton fabric obtained by the method of the invention can endow the finished cotton fabric with good ultraviolet stability.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.
Claims (10)
1. A preparation method of halamine modified antibacterial cotton fabric is characterized by comprising the following steps:
s1, adding double-bond functionalized graphene oxide, allyl dimethyl hydantoin and a sulfide into water to obtain a finishing liquid;
s2, soaking the cotton fabric in the finishing liquid for padding treatment, soaking at 70-80 ℃ for 40-60min, pre-drying and baking to obtain a pretreated cotton fabric;
and S3, sequentially soaping, washing and chlorinating the pretreated cotton fabric to obtain the halamine modified antibacterial cotton fabric.
2. The method for preparing the halamine-modified antibacterial cotton fabric according to claim 1, wherein the double-bond functionalized graphene oxide is obtained by performing a grafting reaction on graphene oxide by using a silane coupling agent having a reactive double bond.
3. The method for preparing the halamine-modified antibacterial cotton fabric according to claim 2, wherein the silane coupling agent having a reactive double bond is gamma-methacryloxypropyltrimethoxysilane;
preferably, the amount of the silane coupling agent having a reactive double bond is 10 to 20 wt% of the graphene oxide.
4. The method for preparing the halamine modified antibacterial cotton fabric according to any one of claims 1-3, wherein the mass ratio of the double-bond functionalized graphene oxide to the allyldimethyl hydantoin to the persulfate is 1:2-4: 0.1-0.2;
preferably, the concentration of the double-bond functionalized graphene oxide in the finishing liquid is 10-30 g/L.
5. The method for preparing the halamine-modified antibacterial cotton fabric according to any one of claims 1-4, wherein the padding treatment mode is double-dipping and double-rolling, and the percent of padding is 80-90%.
6. The method for preparing the halamine modified antibacterial cotton fabric according to any one of claims 1-5, wherein the pre-baking temperature is 90-100 ℃ and the time is 5-10min, and the baking temperature is 150-180 ℃ and the time is 1-3 min.
7. The method for preparing the halamine-modified antibacterial cotton fabric according to any one of claims 1 to 6, wherein the soaping temperature is 50-60 ℃ and the time is 5-15min, and the soaping agent comprises 0.1-0.3 wt% of sodium dodecyl sulfate and 0.05-0.2 wt% of NP-10.
8. The method for preparing the halamine-modified antibacterial cotton fabric according to any one of claims 1-7, wherein the washing temperature is 30-40 ℃ and the time is 10-20 min.
9. The method for preparing the halamine-modified antibacterial cotton fabric according to any one of claims 1-8, wherein the chlorination temperature is normal temperature for 1-2h, the chlorinating agent is 0.1-10 wt% sodium hypochlorite solution, and the pH is 7-8.
10. A halamine modified antibacterial cotton fabric prepared by the preparation method of any one of claims 1-9.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113861059A (en) * | 2021-10-27 | 2021-12-31 | 盐城工学院 | N, N-bis (2-acrylamidoethyl) acrylamide and preparation method and application thereof |
| CN114775264A (en) * | 2022-04-22 | 2022-07-22 | 安徽大学 | Method for preparing N-halamine type antibacterial cotton fabric by ATRP (atom transfer radical polymerization) method |
| CN117822317A (en) * | 2024-03-04 | 2024-04-05 | 长春工业大学 | Carbon fiber fabric based on MXene modification and preparation method thereof |
| CN117822317B (en) * | 2024-03-04 | 2024-07-19 | 长春工业大学 | Carbon fiber fabric based on MXene modification and preparation method thereof |
-
2020
- 2020-12-24 CN CN202011549787.9A patent/CN112695522A/en not_active Withdrawn
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113861059A (en) * | 2021-10-27 | 2021-12-31 | 盐城工学院 | N, N-bis (2-acrylamidoethyl) acrylamide and preparation method and application thereof |
| CN113861059B (en) * | 2021-10-27 | 2023-12-22 | 盐城工学院 | N, N-bis (2-acrylamide ethyl) acrylamide and preparation method and application thereof |
| CN114775264A (en) * | 2022-04-22 | 2022-07-22 | 安徽大学 | Method for preparing N-halamine type antibacterial cotton fabric by ATRP (atom transfer radical polymerization) method |
| CN117822317A (en) * | 2024-03-04 | 2024-04-05 | 长春工业大学 | Carbon fiber fabric based on MXene modification and preparation method thereof |
| CN117822317B (en) * | 2024-03-04 | 2024-07-19 | 长春工业大学 | Carbon fiber fabric based on MXene modification and preparation method thereof |
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Application publication date: 20210423 |