CN109517309A - A kind of preparation method of plant polyphenol nano-cellulose antibacterial self-healing hydrogel - Google Patents
A kind of preparation method of plant polyphenol nano-cellulose antibacterial self-healing hydrogel Download PDFInfo
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Abstract
The invention discloses a kind of preparation methods of plant polyphenol nano-cellulose antibacterial self-healing hydrogel, using plant polyphenol as functional modification agent, multiple hydrogen bonding effect is formed by the hydroxyl on the phenolic hydroxyl group and nano-cellulose on plant polyphenol molecular structure, nano-cellulose is modified.The dynamic phenyl boric acid ester bond formed simultaneously using borax and polyphenol structure, and the dynamic glycol borate ester key formed between borax and hydroxyl, the plant polyphenol nano-cellulose self-healing aquogel system based on dynamic covalent bond effect is constructed, which has good anti-microbial property.
Description
Technical field
The invention belongs to biomass field of functional polymer composites, and in particular to a kind of plant polyphenol nano-cellulose
The preparation method of antibacterial self-healing hydrogel.
Background technique
Hydrogel be it is a kind of large quantity of moisture is absorbed by macromolecule or macromolecular, semisolid made of swell cross,
In water can Fast-swelling balance, and be able to maintain shape and the constant one kind " soft material " of three-dimensional net structure.In nature
After bio-tissue is impaired, it is able to carry out complicated and efficient self-regeneration, to restore impaired tissue, mimic biology body
Self-repair procedure and the new material developed is the self-healing material being concerned.As a kind of intellectual material, self-healing
Interface of the gel between the service life and gel-bio-tissue for solving the impaired rear selfreparing of soft material, extending material
Interface problem is of great significance to realization gel rubber material intelligence, safe, high efficiency and environmental-friendlyization.
Plant polyphenol is a kind of Polyhydroxy phenol being widely present in plant, be primarily present in plant skin,
In root, wood, leaf and fruit, common plant polyphenol has tea polyphenols, vine polyphenol, apple polyphenol, with cheap, source is wide
The features such as general, good biocompatibility.Plant polyphenol kind compound contains a large amount of phenolic hydroxyl groups and carbonyl active function groups, has heightization
Learn reactivity.Due to its special molecular structure -- the presence of a large amount of hydrophobic aromatic rings and hydrophilic phenolic hydroxyl group, plant polyphenol tool
Have and remove the properties such as Characteristics of Free Radicals Produced, disinfection and sterilization, inoxidizability, also easily forms hydrogen bond with various molecules or group, electrostatic, dredges
A variety of interactions such as water and π-π stacking, are widely used in field of functional materials.
Cellulose is the most abundant renewable polymeric materials of nature, and cellulose obtains a kind of with excellent through physics and chemistry processing
Novel nano-material -- the nano-cellulose of the characteristics such as different mechanical property, light, high-specific surface area, renewable, biodegradable.
A large amount of hydroxyl is contained on nano-cellulose surface, and can be self-assembly of by Hyarogen-bonding has certain flexible three dimensional network
The basis material of network structure, if be further modified to nano-cellulose structure, so that it may which excellent function is provided in initiative
Nanocomposite.Self-healing hydrogel is mainly the water-setting for passing through dynamic construction chemical design and having dynamic crosslinking network structure
Glue is realized.Dynamic covalent bond is a kind of reversible covalent bond, they can certain environmental condition (such as temperature, pH value,
Light or chemical stimulation) under open and set up the thermodynamical equilibrium between raw material and product molecule and react.Pass through this thermodynamical equilibrium
Reaction, the composition of product molecule can be exchanged and be recombinated, and form new covalent bond.Dynamic covalent bond is applied to polymer gel
Synthesis in, can be obtained and have both chemical gel stability and the reversible dynamic aggregation object gel of physical gel, it is significant
Feature is self-healing performance.Using the property of nano-cellulose polyhydroxy, using the plant polyphenol pair acted on based on multiple hydrogen bonding
It is modified, while being formed between the dynamic phenyl boric acid ester bond and borax and hydroxyl formed using borax and polyphenol structure
Dynamic glycol borate ester key, the plant polyphenol nano-cellulose self-healing hydrogel based on dynamic covalent bond effect can be constructed.
The self-healing hydrogel has good anti-microbial property simultaneously.The method simple process, environmentally protective, easy to operate, cost of material
It is cheap to be easy to get, it is highly-safe, a kind of new technological guidance can be provided for the excellent cellulose advanced function material of processability.
Summary of the invention
The purpose of the present invention is to provide one kind to construct the antibacterial self-healing of plant polyphenol nano-cellulose based on dynamic covalent bond
The preparation method of Heshui gel.Utilizing china natural resources forestry products abundant -- plant polyphenol passes through plant as functional modification agent
Hydroxyl on phenolic hydroxyl group and nano-cellulose on object polyphenol molecular structure forms multiple hydrogen bonding effect and carries out to nano-cellulose
It is modified.The dynamic formed between the dynamic phenyl boric acid ester bond and borax and hydroxyl formed simultaneously using borax and polyphenol structure
Glycol borate ester key constructs the plant polyphenol nano-cellulose self-healing aquogel system based on dynamic covalent bond effect, should be certainly
The hydrogel that heals has good anti-microbial property.Compared with chemical modification reagent commonly used in the prior art, plant polyphenol source
It is resourceful and cheap and nontoxic in natural plants, while the technology leans on multiple hydrogen bonding structure to be formed by physics completely
Crosslinking carrys out modified nanometer cellulose, and modified process is simple to operation, avoids the chemical modification process of traditional complexity, it is prepared from
Healing hydrogel is had excellent performance.Present invention process is simple, environmentally protective, easy to operate, and low raw-material cost is easy to get, safety
Height, can become that processability is excellent, a kind of new technology of the multifunctional bio composite material of low-carbon, ecology.
For achieving the above object, the present invention adopts the following technical scheme:
A kind of preparation method of plant polyphenol nano-cellulose antibacterial self-healing hydrogel, comprising the following steps:
(1) fibrous raw material is added in sulfuric acid solution, nano-cellulose is prepared under ultrasound condition, after dialysis purification
Obtain nano-cellulose suspension；
(2) plant polyphenol is dissolved in nano-cellulose suspension, adjusts pH=8.0, after reacting 8 ~ 12 h at room temperature, centrifugation is washed
It washs to collect afterwards for several times and obtains the modified nano-cellulose of plant polyphenol, water is added to configure to obtain the modified nano-cellulose of plant polyphenol
Suspension；
(3) PVA powder is dissolved in the modified nano-cellulose suspension of plant polyphenol, is stirred at 90 DEG C after deionized water is added
Mixing 120min is completely dissolved PVA, and then to borax is added in mixed solution, quickly stirring forms it into uniform sticky suspension
Suspension is then transferred in molding die by liquid, and the antibacterial self-healing of plant polyphenol nano-cellulose is formed after being cooled to room temperature
Hydrogel.
Fibrous raw material in step (1) is paper pulp, straw pulp, microcrystalline cellulose, bamboo pulp, cotton fiber, agriculture and forestry organic waste material fiber
One of raw material.
The mass ratio of fibrous raw material and sulfuric acid solution is 1:50 in step (1), and the concentration of sulfuric acid solution is 50wt%-
60wt%。
Sonication treatment time is 3 h in step (1), and ultrasonic temperature is 55-60 DEG C.
The final concentration of 1wt%-5wt% for the plant polyphenol being added in step (2), the concentration of nano-cellulose suspension are
1wt%-2wt%。
Plant polyphenol described in step (2) is that tea polyphenols, tannic acid, gallic acid, tannic acid, apple polyphenol, cocoa are more
One of phenol.
The concentration of the modified nano-cellulose suspension of the plant polyphenol being prepared in step (2) is 5wt%-9wt%.
In plant polyphenol nano-cellulose antibacterial self-healing hydrogel made from step (3), the additional amount of PVA is 10wt%,
The additional amount of the modified nano-cellulose of plant polyphenol is 1wt%-7wt%, and the additional amount of preferably 5wt% ~ 7wt%, borax are
0.5wt%。
The present invention investigated the additive amount of the modified nano-cellulose of plant polyphenol to self-healing hydrogel mechanical property, from
The influence of healing and anti-microbial property.The additive amount for having investigated the modified nano-cellulose of plant polyphenol respectively is 0wt%, 1wt%, 2
To composite hydrogel mechanical property, self-healing and antibiotic property when wt %, 3 wt %, 4 wt %, 5 wt %, 6 wt %, 7 wt %
The influence of energy.The result shows that under the conditions of the modified nano-cellulose of plant polyphenol each additive amount, Nanometer composite hydrogel
Properties increase significantly, when additive amount is 5wt%-7wt%, the tensile strength Nanowire modified up to plant polyphenol
100%-200% when plain additive amount is 0wt% is tieed up, up to 1000%-3000%, hydrogel is cut for the elongation strain of self-healing hydrogel
After opening self-healing 20min, self-healing efficiency is up to 98.3%, while to the bacteriostasis rate of Escherichia coli and staphylococcus aureus
Respectively reach 36.7 ~ 64.5% and 48.4 ~ 73.1%.It is therefore preferable that the nano-cellulose additive amount that plant polyphenol is modified is 5wt%
~7wt%。
Remarkable advantage of the invention:
Utilizing china natural resources forestry products abundant -- plant polyphenol is modified nano-cellulose as functional modification agent, plants
Object polyphenol derives from natural plants, resourceful and cheap, is a kind of compound with polyphenol hydroxyl structure, molecule
Phenolic hydroxyl group in structure can form multiple hydrogen bonding structure with the hydroxyl on nanofiber, to achieve the purpose that modified.Borax can
To form dynamic covalent bond -- phenyl boric acid ester bond with the phenolic hydroxyl group on plant polyphenol molecular structure, while borax can be with PVA points
Hydroxyl in subchain forms another dynamic covalent bond -- glycol borate ester key, hydrogen between this two kinds of dynamic covalent bonds and each ingredient
The synergistic effect of key collectively forms the self-healing aquogel system.The modified nano-cellulose of plant polyphenol not only rises in system
To the humidification of nano material, in the building for simultaneously participating in dynamic covalent bond and hydrogen bond system, self-healing Heshui is significantly improved
The mechanics and self-healing performance of gel.In addition, polyhydric phenols structure assigns a series of unique chemical property of plant polyphenol, such as have
It is anti-oxidant, remove a variety of physiological activity such as antitumor interior free yl, anticancer, disinfection and sterilization, deodorization, therefore, the plant polyphenol
Nano-cellulose self-healing hydrogel has good anti-microbial property.Compared with chemical modification reagent commonly used in the prior art,
Plant polyphenol derives from natural plants, resourceful and cheap and nontoxic, while the technology leans on multiple hydrogen bonding structure completely
It is formed by physical crosslinking and carrys out modified nanometer cellulose, modified process is simple to operation, avoids the chemical modification mistake of traditional complexity
Journey, prepared self-healing hydrogel are had excellent performance.Present invention process is simple, environmentally protective, easy to operate, low raw-material cost
It is easy to get, it is highly-safe, it can become that processability is excellent, a kind of new skill of the multifunctional bio composite material of low-carbon, ecology
Art.
Specific embodiment
The present invention is further illustrated by the following examples, but protection scope of the present invention is not limited to following reality
Example.
Embodiment 1
(1) it is in mass ratio 1:50, paper pulp fiber raw material is added in 60wt% sulfuric acid solution, ultrasound 3h under the conditions of 60 DEG C
Nano-cellulose is prepared, nano-cellulose suspension is obtained after dialysis purification；
(2) 1.0 g tannic acid are dissolved in the nano-cellulose suspension that 99 g mass fractions are 1.0%, adjust pH=8.0, room
After 12 h of the lower reaction of temperature, centrifuge washing is collected afterwards obtain tannic acid modified nano-cellulose for several times, and water is added to configure to obtain concentration
For the tannic acid modified nano-cellulose suspension of 8wt%；
(3) the PVA powder of 10.0g is dissolved in the tannic acid modified nano-cellulose suspension of 62.5 g, is added 27 g's
Stirring 120min after deionized water at 90 DEG C is completely dissolved PVA, then to 0.5g borax is added in mixed solution, quickly stirs
It mixes and forms it into uniform sticky suspension, then suspension is transferred in molding die, can be formed after being cooled to room temperature
Tannic acid nano-cellulose antibacterial self-healing hydrogel.
Embodiment 2
(1) it is in mass ratio 1:50, straw pulp fibrous raw material is added in 60wt% sulfuric acid solution, ultrasound 3h under the conditions of 60 DEG C
Nano-cellulose is prepared, nano-cellulose suspension is obtained after dialysis purification；
(2) 2.0 g tea polyphenols are dissolved in the nano-cellulose suspension that 98 g mass fractions are 1.0%, adjust pH=8.0, room
After 10 h of the lower reaction of temperature, centrifuge washing is collected afterwards obtain the modified nano-cellulose of tea polyphenols for several times, and water is added to configure to obtain concentration
For the modified nano-cellulose suspension of the tea polyphenols of 9wt%；
(3) in the modified nano-cellulose suspension of the tea polyphenols for the PVA powder of 10.0g being dissolved in 55.56 g, 33.95 are added
Stirring 120min after the deionized water of g at 90 DEG C is completely dissolved PVA, then to 0.5g borax is added in mixed solution, fastly
Speed stirring forms it into uniform sticky suspension, then suspension is transferred in molding die, after being cooled to room temperature
Form tea polyphenol nano cellulose antibacterial self-healing hydrogel.
Embodiment 3
(1) it is in mass ratio 1:50, cotton fiber material is added in 60wt% sulfuric acid solution, ultrasound 3h system under the conditions of 60 DEG C
It is standby to obtain nano-cellulose, nano-cellulose suspension is obtained after dialysis purification；
(2) 3.0 g gallic acids are dissolved in the nano-cellulose suspension that 97 g mass fractions are 2.0%, adjust pH=8.0,
After reacting 8 h at room temperature, centrifuge washing is collected afterwards obtain the modified nano-cellulose of gallic acid for several times, add water configure to obtain it is dense
The modified nano-cellulose suspension of the gallic acid that degree is 8wt%；
(3) in the modified nano-cellulose suspension of the gallic acid for the PVA powder of 10.0g being dissolved in 62.5 g, 27 g are added
Deionized water after at 90 DEG C stir 120min be completely dissolved PVA, then in mixed solution be added 0.5g borax, quickly
Stirring forms it into uniform sticky suspension, and then suspension is transferred in molding die, can shape after being cooled to room temperature
At gallic acid nano-cellulose antibacterial self-healing hydrogel.
Embodiment 4
(1) it is in mass ratio 1:50, bamboo pulp fiber raw material is added in 60wt% sulfuric acid solution, ultrasound 3h under the conditions of 60 DEG C
Nano-cellulose is prepared, nano-cellulose suspension is obtained after dialysis purification；
(2) 5.0 g tannic acids are dissolved in the nano-cellulose suspension that 95 g mass fractions are 2.0%, adjust pH=8.0, room temperature
After 10 h of lower reaction, centrifuge washing is collected afterwards obtain the modified nano-cellulose of tannic acid for several times, add water configure to obtain concentration be
The modified nano-cellulose suspension of the tannic acid of 7wt%；
(3) in the modified nano-cellulose suspension of the tannic acid for the PVA powder of 10.0g being dissolved in 71.4 g, it is added 18.1 g's
Stirring 120min after deionized water at 90 DEG C is completely dissolved PVA, then to 0.5g borax is added in mixed solution, quickly stirs
It mixes and forms it into uniform sticky suspension, then suspension is transferred in molding die, can be formed after being cooled to room temperature
Tannic acid nano-cellulose antibacterial self-healing hydrogel.
Comparative example 1
The PVA powder of 10.0g is dissolved in the deionized water of 89.5 g, 120min is stirred at 90 DEG C is completely dissolved PVA,
Then to 0.5g borax is added in solution, quickly stirring forms it into uniform sticky suspension, is then transferred to suspension
PVA self-healing hydrogel can be formed in molding die, after being cooled to room temperature.
The different antibacterial self-healing hydrogel performance detections of table 1
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with repair
Decorations, are all covered by the present invention.
Claims (9)
1. a kind of preparation method of plant polyphenol nano-cellulose antibacterial self-healing hydrogel, which is characterized in that including following step
It is rapid:
(1) fibrous raw material is added in sulfuric acid solution, nano-cellulose is prepared under ultrasound condition, after dialysis purification
Obtain nano-cellulose suspension；
(2) plant polyphenol is dissolved in nano-cellulose suspension, adjusts pH=8.0, after reacting 8 ~ 12 h at room temperature, centrifugation is washed
It washs to collect afterwards for several times and obtains the modified nano-cellulose of plant polyphenol, water is added to configure to obtain the modified nano-cellulose of plant polyphenol
Suspension；
(3) PVA powder is dissolved in the modified nano-cellulose suspension of plant polyphenol, is stirred at 90 DEG C after deionized water is added
Mixing 120min is completely dissolved PVA, and then to borax is added in mixed solution, quickly stirring forms it into uniform sticky suspension
Suspension is then transferred in molding die by liquid, and the antibacterial self-healing of plant polyphenol nano-cellulose is formed after being cooled to room temperature
Hydrogel.
2. the method according to claim 1, wherein the fibrous raw material in step (1) is paper pulp, straw pulp, crystallite
One of cellulose, bamboo pulp, cotton fiber, agriculture and forestry organic waste material fibrous raw material.
3. the method according to claim 1, wherein in step (1) fibrous raw material and sulfuric acid solution mass ratio
For 1:50, the concentration of sulfuric acid solution is 50wt%-60wt%.
4. the method according to claim 1, wherein sonication treatment time is 3 h, ultrasonic temperature in step (1)
It is 55-60 DEG C.
5. the method according to claim 1, wherein the plant polyphenol being added in step (2) is final concentration of
1wt%-5wt%, the concentration of nano-cellulose suspension are 1wt%-2wt%.
6. the method according to claim 1, wherein plant polyphenol described in step (2) is tea polyphenols, tan
One of acid, gallic acid, tannic acid, apple polyphenol, cocoa polyphenol.
7. being received the method according to claim 1, wherein the plant polyphenol being prepared in step (2) is modified
The concentration of rice cellulose suspension is 5wt%-9wt%.
8. the method according to claim 1, wherein plant polyphenol nano-cellulose antibacterial made from step (3)
In self-healing hydrogel, the additional amount of PVA is 10wt%, and the additional amount of the modified nano-cellulose of plant polyphenol is 1wt%-
7wt%, the additional amount of borax are 0.5wt%.
9. according to the method described in claim 8, it is characterized in that, the additional amount for the nano-cellulose that plant polyphenol is modified is
5wt%-7wt%。
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