CN113564922B - Preparation method of fibrilia antibacterial functional material - Google Patents
Preparation method of fibrilia antibacterial functional material Download PDFInfo
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- CN113564922B CN113564922B CN202110918311.6A CN202110918311A CN113564922B CN 113564922 B CN113564922 B CN 113564922B CN 202110918311 A CN202110918311 A CN 202110918311A CN 113564922 B CN113564922 B CN 113564922B
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—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 oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
- D06M13/238—Tannins, e.g. gallotannic acids
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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
- D06M10/00—Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements
- D06M10/04—Physical treatment combined with treatment with chemical compounds or elements
- D06M10/06—Inorganic compounds or elements
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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
- D06M10/00—Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements
- D06M10/04—Physical treatment combined with treatment with chemical compounds or elements
- D06M10/08—Organic compounds
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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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- 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
Abstract
The invention provides a preparation method of a fibrilia antibacterial functional material, which comprises the following steps: soaking fibrilia in a tannic acid aqueous solution for a first reaction to obtain pre-modified fibrilia; and carrying out a second reaction on the pre-modified fibrilia, metal ions and organic amine to obtain the fibrilia antibacterial functional material. In the invention, firstly, the tannin is grafted on the surface of the fibrilia through the hydrogen bond; after the initial grafting of the tannic acid is finished, dropwise adding an aqueous solution of metal ions and organic amine under the action of ultrasonic waves to further crosslink, so that chelate bonds are formed between free phenolic hydroxyl groups of the tannic acid and the metal ions and between the metal ions and the organic amine, and the tannic acid is more firmly and uniformly grafted on the surface of the fibrilia; the introduction of organic amine increases the distance between tannin metal ion complexes, realizes the uniform and firm grafting of the surfaces of the fibrilia, and enhances the application environment adaptability of tannin grafted fibrilia.
Description
Technical Field
The invention belongs to the technical field of antibiosis, and particularly relates to a preparation method of a fibrilia antibacterial functional material.
Background
Bacterial infections have become one of the most serious risks in public health, and especially drug-resistant bacterial infections reduce the antibacterial efficiency of conventional antibiotics. Due to the expensive development of antibiotics, short life cycle, long time consumption and high risk, pharmaceutical companies are gradually losing interest in antibiotic research and development, coupled with the significant reduction in antibacterial drug approval over the last decades, causing great worldwide concern, and the problem of bacterial infection is once again one of the challenges of human health. Human skin is a good nutrient medium, various textiles are excellent inhabitation places of bacteria and are further transmission sources of diseases, and the antibacterial fibers are used as important functional textile materials and have the effects of blocking disease transmission, preventing textiles from deteriorating and the like.
Industrial hemp is a traditional fiber crop and has long been the primary textile source. According to related research reports at home and abroad, the industrial hemp bast fiber has certain bacteriostatic performance, mainly because the hollow porous structure of the fiber can destroy the living environment of anaerobic bacteria and chemical substances such as cannabinoids and the like contained in the bast fiber. However, a large amount of colloid contained in the bast fiber affects the processing and use of the bast fiber, and the bast fiber for textile must be subjected to degumming, bleaching, combing and other processing processes, which can cause loss of most of antibacterial components, cause loss of antibacterial performance of the carded bast fiber, and cannot meet the antibacterial requirement of human beings on the fiber. Therefore, the research and development of a new generation of fiber material which has no toxic or side effect, is efficient and can resist bacteria for a long time has great social significance and economic application value, and becomes an urgent need in the antibacterial field.
Disclosure of Invention
In view of the above, the present invention provides a method for preparing a fibrilia antibacterial functional material, which is simple, convenient and controllable, can obtain a novel natural organic functional antibacterial fibrilia material with unchanged fiber morphology and performance, excellent antibacterial performance and no toxic or side effect, has an efficient and lasting antibacterial function, and can be used for individual protection and disease prevention.
The invention provides a preparation method of a fibrilia antibacterial functional material, which comprises the following steps:
soaking fibrilia in a tannic acid aqueous solution for a first reaction to obtain pre-modified fibrilia;
and carrying out a second reaction on the pre-modified fibrilia, metal ions and organic amine to obtain the fibrilia antibacterial functional material.
Preferably, the mass concentration of the tannic acid aqueous solution is 1-5%.
Preferably, the temperature of the first reaction is 40-60 ℃.
Preferably, the time of the first reaction is 6 to 12 hours.
Preferably, the first reaction is carried out under the condition of oscillation, and the rotation speed of an oscillator in the oscillation process is 160 r-200 rpm.
Preferably, the metal ion is selected from Fe 3+ 、Cu 2+ And Ag + One or more of (a).
Preferably, the organic amine is one or more selected from polyamines such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine and polyethylenepolyamine.
Preferably, the molar ratio of the metal ions to the organic amine is (0.5-3): 1.
preferably, the molar ratio of the tannic acid to the metal ions is 1: (1-3).
Preferably, the time of the second reaction is 10-60 min.
According to the method, the degummed fibrilia is slender in shape, the surface of the degummed fibrilia is rich in hydroxyl, and the degummed fibrilia can generate hydrogen bonds with rich phenolic hydroxyl on the surface of the tannic acid, so that the tannic acid is adsorbed on the surface of the fibrilia. The tannic acid can be grafted on the surface of the fiber through hydrogen bond; however, the hydrogen bonding between the tannic acid and the fibrilia is greatly influenced by the use environment, has low strength, and is unstable and easy to fall off in the use process, so that after the tannic acid is pre-grafted, an aqueous solution (such as triethylene tetramine, polyethylene polyamine and the like, the molar ratio of metal ions to organic amine is 2:1) containing metal ions and organic amine is dripped under the ultrasonic action for further crosslinking, so that chelate bonds are formed between the free phenolic hydroxyl groups of the tannic acid and the metal ions and between the metal ions and the organic amine, and the tannic acid is more firmly and uniformly grafted on the surface of the fibrilia; the tannic acid is embedded into ravines on the fiber surface under the action of ultrasonic waves, so that a tannic acid layer is firmer, and meanwhile, the distance between tannic acid metal ion complexes is increased by introducing organic amine, so that the tannic acid which cannot be dispersed and grafted on the fibrilia surface under the action of hydrogen bonds can be uniformly grafted on the fibrilia surface in a metal and organic amine bridging manner, the uniform and firm grafting of the fibrilia surface is realized, and the application environment adaptability of the tannic acid grafted fibrilia is enhanced; in addition, compared with the fiber prepared by a simple tannin and metal ion complexing process, the invention synchronously introduces the organic amine with longer chain length, thereby enhancing the rotational freedom degree of a molecular chain, enhancing the flexibility of the prepared fibrilia, and simultaneously superposing the antibacterial property of the amino group with the antibacterial properties of the tannin and the metal ions to obtain better antibacterial effect.
Drawings
FIG. 1 is a flow chart of the preparation method of the hemp antibacterial functional material in the embodiment of the invention;
fig. 2 is a picture of a product prepared by an example of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be described clearly and completely below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other examples, which may be modified or appreciated by those of ordinary skill in the art based on the examples given herein, are intended to be within the scope of the present invention. It should be understood that the embodiments of the present invention are only for illustrating the technical effects of the present invention, and are not intended to limit the scope of the present invention. In the examples, the methods used are conventional methods unless otherwise specified.
The invention provides a preparation method of a fibrilia antibacterial functional material, which comprises the following steps:
soaking fibrilia in a tannic acid aqueous solution for a first reaction to obtain pre-modified fibrilia;
and carrying out a second reaction on the pre-modified fibrilia, metal ions and organic amine to obtain the fibrilia antibacterial functional material.
FIG. 1 is a flow chart of the preparation of the antibacterial fibrilia functional material according to the embodiment of the invention.
In the present invention, the hemp fiber is degummed industrial hemp fiber for textile use, and can be obtained from the market, for example, the product provided by lake south China Ralstonia GmbH.
In the invention, the length of the main fiber body of the fibrilia is preferably more than or equal to 23mm, the fiber count is preferably more than or equal to 1500Nm, and the fiber length at break is preferably more than or equal to 26 Km.
In the present invention, the mass concentration of the aqueous tannic acid solution is preferably 1 to 5%, more preferably 2 to 4%, and most preferably 3%.
In the present invention, the mass volume ratio of the hemp fiber to the tannic acid aqueous solution is preferably 1 g: (50-150) ml, more preferably 1 g: (80-120) ml, most preferably 1 g: 100 ml.
In the invention, the temperature of the first reaction is preferably 40-60 ℃, more preferably 45-55 ℃, and most preferably 50 ℃.
In the present invention, the time of the first reaction is preferably 6 to 12 hours, more preferably 8 to 10 hours, and most preferably 9 hours.
In the invention, the first reaction is preferably carried out under the condition of oscillation, and the rotation speed of an oscillator in the oscillation process is preferably 160-200 rpm, more preferably 170-190 rpm, and most preferably 180 rpm.
In the present invention, it is preferable to perform the first reaction after soaking the hemp fiber in the aqueous solution of tannic acid until the hemp fiber is sufficiently swelled.
In the present invention, the second reaction is preferably carried out under ultrasonic conditions, preferably in an ultrasonic reactor; the frequency in the ultrasonic process is more than or equal to 20kHz, more preferably 30-50 kHz, more preferably 35-45 kHz, and most preferably 40 kHz.
In the present invention, an aqueous solution of metal ions and organic amine is preferably used in the second reaction process.
In the present invention, the method for preparing the aqueous solution of the metal ion and the organic amine preferably comprises:
dissolving nitrate of metal ions in water, and adding organic amine to obtain an aqueous solution of the metal ions and the organic amine.
In the present invention, the water is preferably deionized water.
In the present invention, the dissolution method is preferably stirring dissolution.
In the present invention, the organic amine is added, preferably slowly with stirring, and stirred sufficiently to form a uniform solution.
In the present invention, the metal ion is preferably selected from Fe 3+ 、Cu 2+ And Ag + One or more of (a).
In the present invention, the organic amine is preferably one or more selected from polyamines such as diethylenetriamine, triethylenetetramine, tetraethylenepentamine and polyethylenepolyamine.
In the invention, the molar ratio of the metal ions to the organic amine is preferably (0.5-3): 1, more preferably (1 to 2.5): 1, more preferably (1.5 to 2): 1, most preferably 2: 1.
in the present invention, the molar ratio of the tannic acid to the metal ion is preferably 1: (1 to 3), more preferably 1: (1.5-2.5), most preferably 1: 2.
in the invention, the molar concentration of the metal ions in the aqueous solution of the metal ions and the organic amine is preferably 0.05-0.3 mol/L, more preferably 0.1-0.25 mol/L, and most preferably 0.15-0.2 mol/L.
In the invention, the temperature of the second reaction is preferably 10-40 ℃, more preferably 20-30 ℃, and most preferably 25 ℃. In the present invention, the time of the second reaction is preferably 10 to 60min, more preferably 20 to 50min, and most preferably 30 to 40 min.
In the present invention, it is preferable that the reaction further comprises:
and cooling the reaction system, washing and drying.
In the invention, the cooling is preferably carried out to room temperature, and the temperature of the room temperature is preferably 20-30 ℃, more preferably 22-28 ℃, and most preferably 24-26 ℃.
In the present invention, the method of washing preferably comprises:
washing with ethanol and then with water.
In the present invention, washing with ethanol can remove unreacted reagents.
In the present invention, the water is preferably distilled water, and is preferably washed several times with water.
In the invention, the drying method is preferably drying, preferably drying in an oven; the drying temperature is preferably 40-60 ℃, more preferably 45-55 ℃, and most preferably 50 ℃.
According to the invention, the degummed fibrilia is slender in shape, the surface of the degummed fibrilia is rich in hydroxyl, and the degummed fibrilia can generate hydrogen bonds with rich phenolic hydroxyl on the surface of tannic acid, so that the tannic acid is adsorbed on the surface of the fibrilia. The invention can graft the tannic acid on the surface of the fiber through the action of hydrogen bonds; however, the hydrogen bonding between the tannic acid and the fibrilia is greatly influenced by the use environment, has low strength, is unstable and easy to fall off in the use process, so that after the tannic acid grafting is finished, aqueous solution (such as triethylene tetramine, polyethylene polyamine and the like, the molar ratio of metal ions to organic amine is 2:1) containing metal ions and organic amine is dripped under the ultrasonic action for crosslinking, so that the tannic acid is more firmly grafted on the surface of the fibrilia; the ultrasonic effect can also enable the tannic acid to be embedded into gullies on the surface of the fiber, so that the tannic acid layer is firmer, meanwhile, compared with the fiber prepared by simple tannic acid and a metal ion complexing process, the softness of the fiber is enhanced by introducing organic amine, and meanwhile, the antibacterial property of the amino group is superposed with the antibacterial properties of the tannic acid and the metal ions, so that a better antibacterial effect can be obtained.
The industrial hemp fibers used in the following examples of the present invention are products provided by the company of Hua liter, Hunan.
Example 1
Preparing 20mL of Tannic Acid (TA) aqueous solution with the mass concentration of 3%, adding 0.2g of industrial hemp fiber, fully swelling the fiber, putting the fiber into a constant-temperature water bath oscillation box, and oscillating the fiber for 6 hours at 50 ℃ and 180 rpm;
then the reaction system is added with FeCl under the condition of ultrasonic radiation 3 And triethylene tetramine (FeCl) 3 And triethylene tetramine in the aqueous solution, the molar concentration of which is 0.15mol/L) are controlled by the aqueous solution of TA and Fe 3+ And triethylene tetramine in a molar ratio of1:1:1, and carrying out ultrasonic reaction for 30min under the condition of 40 kHz;
after the reaction is finished, cooling the reaction system to room temperature, fishing out the fibers, washing with ethanol to remove unreacted reagents, then washing the fibers with distilled water, and drying in an oven at 50 ℃ to constant weight.
Example 2
Preparing 20mL of tannic acid aqueous solution with the mass concentration of 2%, adding 0.2g of industrial hemp fiber, fully swelling the fiber, and standing at room temperature for 24 h;
dripping CuSO under the condition of ultrasonic radiation 4 And an aqueous solution of ethylenediamine (CuSO) 4 And the molar concentrations of ethylenediamine in the aqueous solution were 0.2mol/L and 0.4mol/L), respectively), TA and Cu were adjusted 2+ Performing ultrasonic reaction on the mixture for 10min at the condition of 40kHz, wherein the molar ratio of the mixture to ethylenediamine is 1:2: 4;
after the reaction is finished, cooling the reaction system to room temperature, fishing out fibers, washing with ethanol to remove unreacted reagents, then washing with distilled water, and drying in an oven at 50 ℃ to constant weight.
Example 3
Preparing 20mL of tannic acid aqueous solution with the mass concentration of 5%, adding 0.2g of industrial hemp fiber, fully swelling the fiber, putting the fiber into a constant-temperature water bath oscillation box, and oscillating the fiber for 3 hours at 40 ℃ and 180 rpm;
dripping AgNO under the ultrasonic condition 3 And an aqueous solution of polyethylene polyamine (AgNO) 3 And the molar concentrations of polyethylene polyamine (calculated by the molecular weight of diethylenetriamine) in the aqueous solution are 0.3mol/L and 0.15mol/L respectively, and TA and Ag are adjusted + Carrying out ultrasonic reaction on the mixture and polyethylene polyamine for 20min under the condition of 40kHz, wherein the molar ratio of the polyethylene polyamine to the polyethylene polyamine is 1:6: 3;
after the reaction is finished, cooling the reaction system to room temperature, fishing out fibers, washing with ethanol to remove unreacted reagents, then washing with distilled water, and drying in an oven at 50 ℃ to constant weight.
Example 4
Weighing appropriate amount of FeCl 3 ·6H 2 O, triethylene tetramine (TETA) and 0.6g of tannin powder, adjusting Fe 3+ Of tannic acid and triethylenetetramineThe molar ratio is 1:1:1, and the Fe is obtained by fully dissolving the Fe into 20mL of distilled water 3+ Soaking 0.2g of industrial hemp fiber in the solution of-TA-TETA complex, taking out after 30min, and naturally drying in the air to obtain Fe with 1 dip coating layer number 3+ -hemp fibres of a TA-TETA complex; repeatedly soaking for 30min, and naturally drying in air to obtain Fe with 2 dip-coating layers 3+ -hemp fibres of a TA-TETA complex; finally, the soaking was repeated 5 times.
Performance detection
The results of observing the products prepared in the invention examples 1-4 are shown in fig. 2, wherein a is the product prepared in example 1, B is the product prepared in example 2, C is the product prepared in example, and D is the product prepared in example 4; the bast fibers adopted before modification in the embodiment are white, the fiber material with uniform color is obtained after modification in the embodiments 1 to 3, and the fibers prepared in the embodiment 4 have the phenomenon of deep outside and shallow inside due to the fact that ultrasonic assistance is not carried out, which also shows that the natural soaking reaction is not uniform.
The antibacterial performance of the product prepared by the embodiment of the invention is detected, and the antibacterial activity of the hemp fiber is tested by adopting an improved oscillating flask method: and (3) taking 1mL of activated bacterial liquid, centrifuging at 12000rpm for 2min, washing the thalli with sterile normal saline for 2-3 times, and then suspending in 20mL of sterile normal saline. Weighing 0.1g of hemp fiber before and after modification, placing the hemp fiber into the bacterial suspension, carrying out shaking culture at 30-37 ℃ and 180rpm for 24h, taking 1mL of bacterial suspension, and carrying out gradient dilution on the bacterial suspension to 10 degrees by using sterile physiological saline -1 、10 -2 、10 -3 、10 -4 、10 -5 、10 -6 Respectively take 10 out -4 、10 -5 、10 -6 Putting 100uL of the bacterial suspension into a corresponding agar culture medium, uniformly coating the bacterial suspension by using a sterile coating rod, and pouring the mixture into a flat plate for culturing for 24 hours at the temperature of 30-37 ℃. The initial bacterial suspension (without fiber) was used as a blank. The number of surviving colonies was counted by plate counting and the antibacterial rate was calculated according to the following formula, and the experiment was repeated 3 times.
The results of the measurements are shown in tables 1 and 2:
TABLE 1 antibacterial Effect against pathogenic Escherichia coli
| Material | Washing 0 time and 24h antibacterial ratio (%) | Antibacterial ratio (%) after washing 10 times | Antibacterial ratio (%) after 50 washes |
| Example 1 | 99.49 | 99.42 | 99.37 |
| Example 2 | 99.95 | 99.91 | 98.95 |
| Example 3 | 99.99 | 99.97 | 99.93 |
| Example 4 | 58.28 | 30.44 | 30.17 |
TABLE 2 antibacterial Effect against Staphylococcus aureus
According to the embodiments, the degummed fibrilia is long and thin, the surface of the fibrilia is rich in hydroxyl, and the degummed fibrilia can generate hydrogen bonds with rich phenolic hydroxyl on the surface of tannic acid, so that the tannic acid is adsorbed on the surface of the fibrilia. The invention can graft tannic acid on the surface of the fiber through the action of hydrogen bond; however, the hydrogen bonding between the tannic acid and the fibrilia is greatly influenced by the use environment, has low strength, is unstable and easy to fall off in the use process, so that after the tannic acid grafting is finished, aqueous solution (such as triethylene tetramine, polyethylene polyamine and the like, the molar ratio of metal ions to organic amine is 2:1) containing metal ions and organic amine is dripped under the ultrasonic action for crosslinking, so that the tannic acid is more firmly grafted on the surface of the fibrilia; the ultrasonic effect can also enable the tannic acid to be embedded into gullies on the surface of the fiber, so that the tannic acid layer is firmer, meanwhile, compared with the fiber prepared by simple tannic acid and a metal ion complexing process, the softness of the fiber is enhanced by introducing organic amine, and meanwhile, the antibacterial property of the amino group is superposed with the antibacterial properties of the tannic acid and the metal ions, so that a better antibacterial effect can be obtained.
While only the preferred embodiments of the present invention have been shown and described, it will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention.
Claims (1)
1. A preparation method of a fibrilia antibacterial functional material comprises the following steps:
preparing 20mL of tannic acid aqueous solution with the mass concentration of 5%, adding 0.2g of industrial hemp fiber, fully swelling the fiber, putting the fiber into a constant-temperature water bath oscillation box, and oscillating the fiber for 3 hours at 40 ℃ and 180 rpm;
dripping AgNO under the ultrasonic condition 3 And an aqueous solution of polyethylene polyamine, AgNO 3 And the molar concentrations of the polyethylene polyamine in the aqueous solution are 0.3mol/L and 0.15mol/L respectively, TA and Ag are adjusted + And polyethylene polyamine at a molar ratio of 1:6:3, and ultrasonic reaction at 40kHzTaking the solution for 20 min;
after the reaction is finished, cooling the reaction system to room temperature, fishing out fibers, washing with ethanol to remove unreacted reagents, then washing with distilled water, and drying in an oven at 50 ℃ to constant weight.
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