CN108424522A - A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material and preparation method - Google Patents
A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material and preparation method Download PDFInfo
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Abstract
The present invention discloses a kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, by the surface of nano-cellulose through poly-dopamine modified lithium, then is grafted polyethylene glycol and is made, and polyethylene glycol is amino or the polyethylene glycol of sulfhydrylation modification and methoxy group.There is provided its corresponding preparation method simultaneously.Nano-cellulose/poly-dopamine/polyethylene glycol composite material of the present invention can be scattered in again in water, N ' N dimethylformamides, dimethyl sulfoxide (DMSO) or ethyl alcohol isopolarity solvent, good dispersion occurs without sedimentation phenomenon, thermostabilization is good, and since composite material is limited only to nano-cellulose（CNCs）Surface be modified, the nanocrystalline structure of CNCs is unaffected.
Description
Technical field
The invention belongs to nanocomposite technical fields, and in particular to a kind of nano-cellulose/poly-dopamine/poly- second two
Alcohol composite material and preparation method.
Background technology
Nano-cellulose（Cellulose nanocrystal body, Cellulose Nanocrystals, CNCs）It is a kind of length several
Hundred nanometers, width be tens nanometers spindle-type, high length-diameter ratio monodimension nanometer material, usually by microcrystalline cellulose through strong acid water
It is made after solution.CNCs has Young's modulus, tensile strength and the extremely low coefficient of thermal expansion of superelevation, can be used as a kind of high-performance material
Expect reinforcing agent, there is potential application in gel rubber material, membrane material, high-molecular biologic medical material etc.（Habbi Y, et
al., Chemical Reviews, 2010, 110(6), 3479-3500）.However, since the surfaces CNCs are rich in hydroxyl, pole
Property it is high, hydrogen bond action is strong, irreversible reunion easily occur, causes it that can not effectively be distributed in matrix to be reinforced, and more
Be to preserve and use in the form of suspension, and then limit its extensive use.
Invention content
Present invention aims at a kind of nano-cellulose/poly-dopamine/polyethylene glycol composite materials of offer, while providing it
Corresponding preparation method is another goal of the invention of the present invention.
Based on above-mentioned purpose, the present invention takes following technical scheme：
A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, is changed by the surface of nano-cellulose through poly-dopamine
Property, then be grafted polyethylene glycol and be made, polyethylene glycol is amino or the polyethylene glycol of sulfhydrylation modification and methoxy group.
The nano-cellulose, poly-dopamine, polyethylene glycol mass ratio be（4-15）1 ︰ of ︰（2-15）.
The molecular weight of the polyethylene glycol is 1000-10000.
The method for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material, includes the following steps：
1）Under stirring condition, alkalescent buffer is added successively into the nano-cellulose aqueous suspension of a concentration of 0.2-2wt%
It being mixed with dopamine hydrochloride, mixed system pH value is more than 8.5, after reaction, and the reaction time is more than or equal to 12h, and centrifugation is dialysed,
When dialysis, molecular cut off 10K-300K obtains nano-cellulose/poly-dopamine suspension；
2）To step 1）Nano-cellulose/poly-dopamine suspension in add alkalescent buffer, make the mixed system pH value be
More than 8.5, amino or the polyethylene glycol of sulfhydrylation modification and methoxy group are added, at 30-55 DEG C, stirs 12-48h,
Centrifugation, dialysis, freeze-drying, obtain nano-cellulose/poly-dopamine/polyethylene glycol composite material；When dialysis, molecular cut off is
10K-300K。
Step 1）With 2）Middle alkalescent buffer is three（Methylol）Aminomethane, centrifugal condition：Centrifugal rotational speed 9000-
10000r/min, centrifugation time 10-15min；Step 1）When mixing and reaction, speed of agitator is 500-2000 r/min, instead
It is 12-48 h between seasonable.
Step 1）With 2）Dialysis condition：At room temperature, dialyse 24-48h；Step 2）Speed of agitator is 100-500 r/min.
Dopamine is a kind of neurotransmitter, contains catechol and amido functional group, can occur in weak alkaline aqueous solution
Auto polymerization reaction is aoxidized, poly-dopamine is obtained（Polydamine, PDA）, PDA, can be in different substrates, very with strong adhesion
Coating is formed as super hydrophobic surface, coating layer thickness is controllable, and has very high stability.
PEG is a kind of polymer of electroneutral, is dissolvable in water water and most of organic solvent, has good biofacies
Capacitive, degradability prevent the advantageous properties such as nonspecific proteins absorption, in bio-medical field, such as medicament slow release and development
Etc. used extensively.
Compared with prior art, the invention has the advantages that：
1）Nano-cellulose/poly-dopamine/polyethylene glycol composite material of the present invention can be scattered in water, N ' N- dimethyl methyls again
In amide, dimethyl sulfoxide (DMSO) or ethyl alcohol isopolarity solvent, good dispersion occurs without sedimentation phenomenon, and thermostabilization is good, and due to compound
Material is limited only to nano-cellulose（CNCs）Surface be modified, the nanocrystalline structure of CNCs is unaffected；
2）PDA is covered in CNCs planes of crystal by the present invention, and introduces amino, imines and catechol isoreactivity base on its surface
Group, it can be achieved that load to metal nanoparticle, and can with the functionalization reactive organic molecule with amino or sulfydryl, to
CNCs is realized further surface-functionalized；Three（Methylol）Aminomethane（TRIS）Aqueous solution as buffer solution, can
Mild alkaline conditions are formed, the progress of graft reaction is contributed to；
3）The present invention first prepares the CNCs of PDA functionalization, then by the PEG-SH of different molecular weight or PEG-NH2Respectively by stepping
Ke Er addition reactions（Michael addition reaction）With seat not alkali（Schiff base）Reactive grafting is to CNCs tables
Face, is utilized the space steric effect of PEG chain segment formation, and the irreversible aggrengation effectivelying prevent between CNCs improves point of CNCs
It dissipates property and improves its cycle-index in vivo, PEG molecular weight is bigger, and the steric effect of formation is stronger, composite material
Dispersibility is also better, and reaction efficiency is lower, main reason is that in the case where molecular weight is excessively high, phase homogenous quantities lower end base function
The contained ratio of group declines, while being easily embedded in molecule segment, and reaction efficiency is caused to decrease.The reaction condition is mild,
Reaction time is short, easy to operate, has important practical significance to the exploitation and preparation of nano-cellulose based composites.
Description of the drawings
Fig. 1 is CNCs-PDA and CNCs-PDA-PEG2000The photo being dispersed back into after freeze-drying in aqueous solution；
Fig. 2 is CNCs, CNCs-PDA, CNCs-PDA-PEG2000Heat analysis photo；
Fig. 3 is CNCs, CNCs-PDA, CNCs-PDA-PEG2000Zeta potential figure in aqueous solution.
Specific implementation mode
Embodiment 1
A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, is changed by the surface of nano-cellulose through poly-dopamine
Property, then be grafted polyethylene glycol and be made, polyethylene glycol is amino or sulfhydrylation is modified and the polyethylene glycol of methoxy group, described to receive
Rice cellulose, poly-dopamine, polyethylene glycol mass ratio be the molecular weight of polyethylene glycol described in 5.5 ︰, 1 ︰ 2 be 2000.
The method for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material, includes the following steps：
1）In 25 DEG C, it is non-under confined conditions（Namely reaction vessel is not added with bottle stopper or open state so that subsequent reactions liquid level one
Straight and air contact so that oxygen can enter reaction system）, speed of agitator be 600 r/min under, it is a concentration of to 150g
(diameter of nano-cellulose exists the nano-cellulose aqueous suspension of 0.75wt%：5~20 nm, length：200~800 nm, table
1.2 mmol/g of face carboxyl-content) in add 0.2g tri- successively（Methylol）Aminomethane and the mixing of 0.6g dopamine hydrochlorides,
Reaction for 24 hours, under centrifugal rotational speed 10000r/min, centrifuges 10min, and suspension is transferred to bag filter, molecular cut off 300K,
At 25 DEG C, dialyse 24 h, and it is about 0.60% nano-cellulose/poly-dopamine suspension to obtain concentration；
2）To 20g steps 1）Nano-cellulose/poly-dopamine suspension in add 0.1g tri- successively（Methylol）Aminomethane
With 0.2g aminations modification and the polyethylene glycol of methoxy group（Molecular weight Mw=2000）, in 55 DEG C, speed of agitator be 400 r/
Under min, 12h is stirred, by reaction solution at centrifugal rotational speed 10000r/min, 10min is centrifuged, is transferred to bag filter, molecular cut off
For 10K, at 25 DEG C, dialyse 24 h, during which can repeatedly replace dialyzate（Dialyzate is deionized water）, obtain nano-cellulose/
Poly-dopamine/polyethylene glycol suspensoid, freeze-drying（Condition：Vacuum degree is 0.02 mbar, condenser temperature is -53 DEG C, the time
48h）, obtain nano-cellulose/poly-dopamine/polyethylene glycol composite material.
Embodiment 2
A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, is changed by the surface of nano-cellulose through poly-dopamine
Property, then be grafted polyethylene glycol and be made, polyethylene glycol is amino or sulfhydrylation is modified and the polyethylene glycol of methoxy group, described to receive
Rice cellulose, poly-dopamine, polyethylene glycol mass ratio be 5.5 ︰, 1 ︰ 3.2；The molecular weight of the polyethylene glycol is 5000.
The method for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material, includes the following steps：
1）In 25 DEG C, it is non-under confined conditions（Namely reaction vessel is not added with bottle stopper or open state so that subsequent reactions liquid level one
Straight and air contact so that oxygen can enter reaction system）, speed of agitator be 600 r/min under, it is a concentration of to 150g
Nano-cellulose aqueous suspension (the diameter of nano-cellulose of 0.75wt%：5~20 nm, length：200~800 nm, surface
1.2 mmol/g of carboxyl-content) in add 0.2g tri- successively（Methylol）Aminomethane and the mixing of 0.6g dopamine hydrochlorides, instead
Should 10min be centrifuged for 24 hours, under centrifugal rotational speed 10000r/min, suspension is transferred to bag filter, molecular cut off 300K, in
At 25 DEG C, dialyse 24 h, obtains a concentration of 0.60% nano-cellulose/poly-dopamine suspension；
2）To 40g steps 1）Nano-cellulose/poly-dopamine suspension in add 0.2g tri- successively（Methylol）Aminomethane
With 0.8g aminations modification and the polyethylene glycol of methoxy group（Molecular weight Mw=5000）, in 55 DEG C, speed of agitator 500
Under rpm, 12h is stirred, by reaction solution at centrifugal rotational speed 10000r/min, 15min is centrifuged, is transferred to bag filter, molecular cut off
For 300K, at 25 DEG C, dialyse 48 h, during which can repeatedly replace dialyzate（Deionized water）, obtain nano-cellulose/poly- DOPA
Amine/polyethylene glycol suspensoid, freeze-drying（Vacuum degree is 0.02 mbar, condenser temperature is -53 DEG C, time 48h）, obtain nanometer
Cellulose/poly-dopamine/polyethylene glycol composite material.
Embodiment 3
A kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, is changed by the surface of nano-cellulose through poly-dopamine
Property, then be grafted polyethylene glycol and be made, polyethylene glycol is amino or sulfhydrylation is modified and the polyethylene glycol of methoxy group, described to receive
Rice cellulose, poly-dopamine, polyethylene glycol mass ratio be 10 ︰, 1 ︰ 4；The molecular weight of the polyethylene glycol is 5000.
The method for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material, includes the following steps：
1）In 25 DEG C, it is non-under confined conditions（Namely reaction vessel is not added with bottle stopper or open state so that subsequent reactions liquid level one
Straight and air contact so that oxygen can enter reaction system）, speed of agitator is under 600 r/min, to 140g a concentration of 1.0
Nano-cellulose aqueous suspension (the diameter of nano-cellulose of wt%：5~20 nm, length：200~800 nm, surface carboxyl groups
1.2 mmol/g of content) in add 0.2g tri- successively（Methylol）Aminomethane and the mixing of 0.3g dopamine hydrochlorides, reaction
For 24 hours, under centrifugal rotational speed 10000r/min, 10min is centrifuged, suspension is transferred to bag filter, molecular cut off 50K, in 25
At DEG C, dialyse 24 h, obtains nano-cellulose/poly-dopamine suspension of a concentration of 0.55wt%；
2）To 30g steps 1）Nano-cellulose/poly-dopamine suspension in add 0.2g tri- successively（Methylol）Aminomethane
With 0.6g sulfydryl modifications and the polyethylene glycol of methoxy group（Molecular weight Mw=5000）, in 30 DEG C, speed of agitator be 500 rpm
Under, 48h is stirred, by reaction solution at centrifugal rotational speed 10000r/min, centrifuges 15min, suspension is transferred to bag filter, retention point
Son amount is 300K, and at 25 DEG C, dialyse 48 h, during which can repeatedly replace dialyzate（Dialyzate is deionized water）, obtain Nanowire
Tie up element/poly-dopamine/polyethylene glycol suspensoid, freeze-drying（Vacuum degree is 0.02 mbar, and condenser temperature is -53 DEG C, dry
48h）, obtain nano-cellulose/poly-dopamine/polyethylene glycol composite material.
4 phenetic analysis of embodiment
4.1 dispersion performances are tested
By nano-cellulose/poly-dopamine/polyethylene glycol obtained in embodiment 1（CNCs-PDA-PEG）Composite material and step
1）Nano-cellulose/poly-dopamine suspension obtained by freeze drying nano-cellulose/poly-dopamine composite material
（CNCs-PDA）It is added separately in deionized water, ultrasonic disperse 30 minutes, stands 2 minutes, shoot photo, as shown in Figure 1.
As shown in Figure 1, CNCs-PDA compounds after drying can not effectively disperse again, be settled out immediately after standing
Existing, solution is substantially colorless, and CNCs-PDA-PEG favorable dispersibilities, occurs without sedimentation phenomenon after standing, and can keep equal for a long time
Phase is brown color suspension.
4.2 heat analysis
To nano-cellulose（CNCs）, step 1 in embodiment 1）CNCs-PDA, CNCs-PDA-PEG of obtained by freeze drying into
Row heat analysis.Test equipment is TA companies of U.S. SDT-Q600 synchronous solvings, and heating rate is 10 K/min, nitrogen atmosphere
It encloses, tests the thermogravimetric of gained（TG）Curve is as shown in Figure 2.Fig. 2 (a) be CNCs, CNCs-PDA, CNCs-PDA-PEG quality with
The thermogravimetric of temperature change（TG）Curve；Fig. 2（b）It is bent that the differential that once differentiation is calculated is done to time reference axis for TG curves
Line, i.e. DTG curves.
By Fig. 2 (a) it is found that CNCs-PDA heat decomposition temperatures are higher than CNCs, and the heat decomposition temperature of CNCs-PDA-PEG is high
In CNCs-PDA；Fig. 2（b）It is found that CNCs, CNCs-PDA, CNCs-PDA-PEG mass rate variation maximum point are respectively 331
DEG C, 340 DEG C, 407 DEG C, it follows that after CNCs is surface-functionalized, thermal stability is significantly improved, and is especially grafted upper PEG
Afterwards, mass rate variation maximum point is increased to 407 DEG C from 340.
4.3 dispersibility characterizations
The dispersibility of CNCs, CNCs-PDA and CNCs-PDA-PEG suspension in embodiment 1 is tested, the test equipment U.S.
Wave nanometers of dynamics of Nanotrac and surface of solids Zeta potential analyzer of Microtrac companies production.Zeta potential table
Levy the surface electrification of sample.The test concentrations range of all samples measures sample Zeta potential, choosing in 0.02 ~ 2wt%, pH=7.4
The test value of multiple concentration is taken to be averaging, Zeta potential value is as shown in Figure 3.
From the figure 3, it may be seen that with the surface-functionalized progress from PDA to PEG of CNCs, CNCs, CNCs-PDA and CNCs-PDA-
The Zeta potential of PEG suspension is stepped up from -53 ± 2 mv, -38 ± 1.5 mv, -26 ± 1.5 mv, shows the surfaces CNCs
It is modified successfully.This is because CNCs and its surface-functionalized CNCs carry negative electrical charge.Negative electrical charge mostlys come from CNCs tables
The carboxylic acid group in face can allow between CNCs since electrical charge rejection acts on, not assemble.
Claims (6)
1. a kind of nano-cellulose/poly-dopamine/polyethylene glycol composite material, which is characterized in that its by nano-cellulose table
Face is through poly-dopamine modified lithium, then is grafted polyethylene glycol and is made, and polyethylene glycol is amino or sulfhydrylation modification and methoxy group
Polyethylene glycol.
2. nano-cellulose/poly-dopamine/polyethylene glycol composite material as described in claim 1, which is characterized in that described to receive
Rice cellulose, poly-dopamine, polyethylene glycol mass ratio be（4-15）1 ︰ of ︰（2-15）.
3. nano-cellulose/poly-dopamine/polyethylene glycol composite material as described in claim 1, which is characterized in that described poly-
The molecular weight of ethylene glycol is 1000-10000.
4. the method for preparing any nano-cellulose/poly-dopamine/polyethylene glycol composite materials of claim 1-3,
It is characterized in that, includes the following steps：
1）Under stirring condition, alkalescent buffer is added successively into the nano-cellulose aqueous suspension of a concentration of 0.2-2wt%
It being mixed with dopamine hydrochloride, mixed system pH value is more than 8.5, after reaction, and the reaction time is more than or equal to 12h, and centrifugation is dialysed,
When dialysis, molecular cut off 10K-300K obtains nano-cellulose/poly-dopamine suspension；
2）To step 1）Nano-cellulose/poly-dopamine suspension in add alkalescent buffer, make the mixed system pH value be
More than 8.5, amino or the polyethylene glycol of sulfhydrylation modification and methoxy group are added, at 30-55 DEG C, stirs 12-48h,
Centrifugation, dialysis, freeze-drying, obtain nano-cellulose/poly-dopamine/polyethylene glycol composite material；When dialysis, molecular cut off is
10K-300K。
5. the method as claimed in claim 4 for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material, feature
It is, step 1）With 2）Middle alkalescent buffer is three（Methylol）Aminomethane, centrifugal condition：Centrifugal rotational speed 9000-
10000r/min, centrifugation time 10-15min；Step 1）When mixing and reaction, speed of agitator is 500-2000 r/min, instead
It is 12-48 h between seasonable.
6. the method for preparing nano-cellulose/poly-dopamine/polyethylene glycol composite material described in claim 4, feature exist
In step 1）With 2）Dialysis condition：At room temperature, dialyse 24-48h；Step 2）Speed of agitator is 100-500 r/min.
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| CN113197843A (en) * | 2021-04-30 | 2021-08-03 | 南京林业大学 | Dopamine-coated cellulose nanocrystal-agarose drug-loaded hydrogel and preparation method thereof |
| CN114246181A (en) * | 2021-12-27 | 2022-03-29 | 华南师范大学 | Antibacterial material and preparation method and application thereof |
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