CN106084133B - A kind of synthetic method of biocidal property high hydroscopic resin - Google Patents
A kind of synthetic method of biocidal property high hydroscopic resin Download PDFInfo
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- CN106084133B CN106084133B CN201610422458.5A CN201610422458A CN106084133B CN 106084133 B CN106084133 B CN 106084133B CN 201610422458 A CN201610422458 A CN 201610422458A CN 106084133 B CN106084133 B CN 106084133B
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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Abstract
A kind of synthetic method of biocidal property high hydroscopic resin, the present invention relates to the preparation method of high hydroscopic resin, the present invention is to solve the water imbibition of existing tara gum grafted propylene acid high-absorbent material is low, the technical issues of easily going mouldy.Synthetic method：One, tara gum, monomer, initiator, crosslinking agent and bacteriostatic agent are weighed；Sodium hydroxide solution is measured, monomer is added, degree of neutralization is adjusted, obtains neutralizer；Bacteriostatic agent, crosslinking agent are added in neutralizer, stirred evenly, mixed liquor is obtained；Tara gum is added to the water dissolving in nitrogen protection, is caused with initiator, mixed liquor is then added, is stirred to react under conditions of temperature is 50~70 DEG C, then washed drying, obtains biocidal property high hydroscopic resin；It inhales distilled water multiplying power up to 800g/g~940g/g, inhales physiological saline multiplying power up to 80~90g/g.There are good inhibiting effect, this method cost relatively low, simple for process staphylococcus aureus and Escherichia coli.
Description
Technical field
The present invention relates to the preparation methods of high hydroscopic resin, belong to high molecular polymer based composites field.
Background technology
High hydroscopic resin (Super Absorbent Polymer, abbreviation SAP), which is one kind, has certain degree of cross linking, no
It is dissolved in water, the high-molecular compound with high-water expansion has very strong water suction, water holding capacity, and the moisture absorbed is i.e.
Make to be dehydrated at elevated pressures, thus in many necks such as health care, daily-use chemical industry, industry, construction industry and agricultural
There is important role in domain.The high-absorbent material production cost of polysaccharide graft copolymerization is low, and water suction, water retention property are good, also
Degradability will not cause environmental pollution after discarded, so its research is always hot spot.Existing high hydroscopic resin is mostly with propylene
Acid is generated with starch or chitosan copolymerization, and such as application No. is the Chinese patents of 201410781000.X to disclose a kind of antibacterial suction
Water-resin, it is using starch as raw material, and water-absorbing resin is made through solution polymerization process in addition acrylic acid, initiator, crosslinking agent, then
Silver ion is adsorbed with the water-absorbing resin prepared, after drying, as bacterium-restraining resin.The bacterium-restraining resin is using silver ion as antibacterial
Agent, of high cost, recycling degradation is difficult.
Invention content
The present invention is to solve the of high cost of existing high water absorption bacterium-restraining resin, the difficult technical problem of recycling degradation, and carry
For a kind of synthetic method of biocidal property high hydroscopic resin.
A kind of synthetic method of biocidal property high hydroscopic resin of the present invention, carries out according to the following steps：
One, tara gum, monomer, initiator, crosslinking agent and bacteriostatic agent are weighed, wherein monomer is acrylic acid, itaconic acid or third
Acrylamide, crosslinking agent N-N ' methylene-bisacrylamides, bacteriostatic agent be polyquaternium -7 or polyquaternium -11,；
Two, sodium hydroxide solution is measured, monomer is added, it is 50%~70% to adjust degree of neutralization, is placed in ice water mixing bath
Stirring makes that the reaction was complete, obtains neutralizer；
Three, bacteriostatic agent, crosslinking agent are added in neutralizer, are stirred evenly, obtain mixed liquor；
Four, tara gum is added in container, adds water, be passed through nitrogen protection, then heating water bath dissolving is added and draws
Agent is sent out to cause；It is subsequently added into the mixed liquor that step 3 obtains, it is stirred to react 45 under conditions of temperature is 50~70 DEG C~
Reaction product is washed with absolute ethyl alcohol to no white casse object, is subsequently placed in baking oven and dries, obtain biocidal property height by 120min
Water-absorbing resin；
The present invention is antibacterial in tara gum and addition polyquaternium in the cross-linking system of acrylic acid, itaconic acid or acrylamide
Agent is graft-polymerized jointly, obtains biocidal property high hydroscopic resin, which forms the three-dimensional crosslinked network of complete complexity,
Grafting site is more in network, is grafted chain length, and hydrophilic radical is more, substantially increases the imbibition rate of resin, and it is reachable to inhale distilled water multiplying power
800g/g~940g/g inhales physiological saline multiplying power up to 80~90g/g.The three-dimensional crosslinked network of the biocidal property high hydroscopic resin is
The fixation of fluid molecule provides space, and a large amount of hydrophilic radical makes water be formed after by Resin Absorbent and combines water, half hitch Heshui
And Free water, the evaporation rate of hydrone decline, while high hydroscopic resin can form one layer of obstruction moisture when dry on surface
The film that son passes through can maintain moisture, water-retaining property is made to enhance.In addition, the biocidal property super absorbent resin with three-dimensional crosslinked network
Fat also has that thermal stability is good, the high feature of intensity.
The high hydroscopic resin of the present invention also has good fungistatic effect, has to staphylococcus aureus and Escherichia coli good
Good inhibiting effect；Additionally have the characteristics that nontoxic, biodegradable, cost is relatively low, simple for process, can be used for medical treatment and defend
The fields such as life, daily-use chemical industry, industry, construction industry and agricultural.
Description of the drawings
Fig. 1 is the infrared spectrum for testing biocidal property high hydroscopic resin in 1；
Fig. 2 is the XRD spectra for testing biocidal property high hydroscopic resin in 1；
Fig. 3 is TG the and DTG curve graphs for testing biocidal property high hydroscopic resin in 1；
Fig. 4 is the SEM figures tested after being freeze-dried again after the abundant water suction of biocidal property high hydroscopic resin in 1；
Fig. 5 be in testing 1 biocidal property high hydroscopic resin to the inhibition figure of staphylococcus aureus；
Fig. 6 be in testing 1 biocidal property high hydroscopic resin to the inhibition figures of Escherichia coli；
Fig. 7 is the infrared spectrum for testing biocidal property high hydroscopic resin in 2；
Fig. 8 is the XRD spectra for testing biocidal property high hydroscopic resin in 2；
Fig. 9 is TG the and DTG curve graphs for testing biocidal property high hydroscopic resin in 2；
Figure 10 is the SEM figures tested after being freeze-dried again after the abundant water suction of biocidal property high hydroscopic resin in 2；
Figure 11 be in testing 2 biocidal property high hydroscopic resin to the inhibition figure of staphylococcus aureus；
Figure 12 be in testing 2 biocidal property high hydroscopic resin to the inhibition figures of Escherichia coli；
Figure 13 is the SEM figures for testing biocidal property high hydroscopic resin in 3；
Figure 14 be in testing 3 biocidal property high hydroscopic resin to the inhibition figure of staphylococcus aureus；
Figure 15 be in testing 3 biocidal property high hydroscopic resin to the inhibition figures of Escherichia coli.
Specific implementation mode
Specific implementation mode one：A kind of synthetic method of biocidal property high hydroscopic resin of present embodiment, according to the following steps
It carries out：
One, tara gum, monomer, initiator, crosslinking agent and bacteriostatic agent are weighed, wherein monomer is acrylic acid, itaconic acid or third
Acrylamide, crosslinking agent N-N ' methylene-bisacrylamides, bacteriostatic agent are polyquaternium -7 or polyquaternium -11；
Two, sodium hydroxide solution is measured, monomer is added, it is 50%~70% to adjust degree of neutralization, is placed in ice water mixing bath
Stirring makes that the reaction was complete, obtains neutralizer；
Three, bacteriostatic agent, crosslinking agent are added in neutralizer, are stirred evenly, obtain mixed liquor；
Four, tara gum is added in container, adds water, be passed through nitrogen protection, then heating water bath dissolving is added and draws
Agent is sent out to cause；It is subsequently added into the mixed liquor that step 3 obtains, 45-120min is stirred to react under conditions of temperature is 50-70 DEG C,
Reaction product is washed with absolute ethyl alcohol to no white casse object, is subsequently placed in baking oven and dries, obtain biocidal property super absorbent resin
Fat.
Specific implementation mode two：The present embodiment is different from the first embodiment in that the initiator in step 1 was
Potassium sulfate or ammonium persulfate；It is other same as the specific embodiment one.
Specific implementation mode three：The present embodiment is different from the first and the second embodiment in that in step 1 monomer matter
Amount is 5~10 times of tara gum quality；It is other the same as one or two specific embodiments.
Specific implementation mode four：Monomer in step 1 unlike one of present embodiment and specific implementation mode one to three
Quality be 8 times of tara gum quality；It is other identical as one of specific implementation mode one to three.
Specific implementation mode five：Cause in step 1 unlike one of present embodiment and specific implementation mode one to four
The quality of agent is the 5%~15% of tara gum quality；It is other identical as one of specific implementation mode one to four.
Specific implementation mode six：It is crosslinked in step 1 unlike one of present embodiment and specific implementation mode one to five
The quality of agent is the 1%~3% of tara gum quality；It is other identical as one of specific implementation mode one to five.
Specific implementation mode seven：It is antibacterial in step 1 unlike one of present embodiment and specific implementation mode one to six
The quality of agent is 3~8 times of tara gum quality；It is other identical as one of specific implementation mode one to six.
Specific implementation mode eight：Cause in step 4 unlike one of present embodiment and specific implementation mode one to seven
Time is 1s~45min；It is other identical as one of specific implementation mode one to seven.
With following verification experimental verification beneficial effects of the present invention：
Experiment 1：A kind of synthetic method of biocidal property high hydroscopic resin of this experiment, carries out according to the following steps：
One, 1g tara gums, 6g acrylic acid, 0.10g potassium peroxydisulfates are weighed as initiator, 0.018gN-N ' di-2-ethylhexylphosphine oxides third
Acrylamide is used as bacteriostatic agent as crosslinking agent and 5g polyquaterniums -7；
Two, the sodium hydroxide solution of 24ml 2mol/L is measured, acrylic acid is added, being stirred in ice water mixing bath makes reaction
Completely, the neutralizer that degree of neutralization is 60% is obtained；
Three, polyquaternium -7, N-N ' methylene-bisacrylamides are added in neutralizer, stir 10min, is mixed
Liquid；
Four, tara gum is added in there-necked flask, adds 20ml water, be passed through nitrogen protection, heating water bath dissolves, then
Potassium peroxydisulfate is added and causes 15min, is subsequently added into the mixed liquor that step 3 obtains, is stirred to react under conditions of temperature is 60 DEG C
75min washs reaction product to no white casse object with absolute ethyl alcohol, is subsequently placed in 60 DEG C of drying in baking oven, obtains antibacterial
Property high hydroscopic resin.
This experiment prepare biocidal property high hydroscopic resin FTIR spectrum (FTIR) analysis of spectra as shown in Figure 1,
Wherein a is the infrared spectrum of polyquaternium -7, and b is the infrared spectrum of tara gum, and c is the biocidal property super absorbent resin of this experiment synthesis
The infrared spectrum of fat, in 3299cm in the spectrogram a of polyquaternium -7-1There are very wide N-H vibration absorption peaks, 1637cm-1There is C=C
Stretching vibration, 1423cm-1For C-N stretching vibrations, 1328cm-1There is C-O stretching vibrations absorption, illustrates that polyquaternium -7 contains acyl
Amido.Seen in the spectrogram b of tara gum as can be seen that sample 3316,2921,1634,1374,1058,870,808cm-1It measures
There is absorption peak, illustrates that tara gum has the general features of polysaccharose substance.The spectrogram c of biocidal property high hydroscopic resin shows：
3000~3100cm-1Absorption peak of the place without saturation C-H, in 3351cm-1There are N-H stretching vibration absworption peaks, in 1669cm-1
There are the C=O stretching vibration absworption peaks of amide group in place, in 1404cm-1There are the C-N absorption peaks of amide group, thus
It can illustrate to occur to have carried out polymerisation between polyquaternium -7, acrylic acid, crosslinking agent and tara gum, enhance the strong of material
Degree.
This experiment prepare biocidal property high hydroscopic resin XRD spectra as shown in Fig. 2, wherein a be tara gum XRD spectrum and
B is that the XRD of biocidal property high hydroscopic resin is composed, from figure 2 it can be seen that either tara gum or biocidal property high hydroscopic resin is equal
Not sharp diffraction maximum illustrates that polymer is non crystalline structure.
TG the and DTG curves of biocidal property high hydroscopic resin prepared by this experiment are as shown in figure 3, from the figure 3, it may be seen that by program control
During temperature rise processed, with the rising of temperature, the weight change of super absorbent resin passes through three phases:First rank
Section is that occur the downslide of weight at this time when being happened at 29.32-159.2 DEG C, this is because there are moisture and remaining in resin
Caused by solvent；Second stage is happened at 159.2-277.46 DEG C, and the weight change occurred at this time is due to resin memory
The small molecules such as acrylic monomers, linear oligomer decompose；Three phases are 277.46-518.63 DEG C, this stage be by
Start to decompose in polymerization system.It is possible thereby to know, which can use within the scope of 277.46 DEG C, and decomposable process
Slowly, the better heat stability of the water-absorbing resins is illustrated.
SEM after being freeze-dried after the biocidal property high hydroscopic resin that this experiment obtains fully is absorbed water schemes such as Fig. 4 institutes
Show, figure 4, it is seen that foring reticular structure after tara gum and acroleic acid polymerization, the sample of freeze-drying can see
The structure looks that resin is kept after water suction, hole bigger, and can see that tara gum and the Filamentous of polyacrylic acid connect.Polyquaternary amine
The addition of salt -7 not only makes material have biocidal property, by polymerizeing between polyquaternium -7, acrylic acid, crosslinking agent and tara gum
The three-dimensional net structure of formation also greatly strengthens the intensity of material.
The biocidal property high hydroscopic resin that this experiment is obtained carries out water absorbing properties test, the results show that inhaling times of distilled water
Rate is 938.28g/g, and the multiplying power for absorbing 0.9% NaCl solution is 88.90g/g.The water imbibition of this resin is fine to known to.
The biocidal property high hydroscopic resin that this experiment is obtained carries out bacteriostasis property test, and test strain is Staphylococcus aureus
Bacterium and Escherichia coli, the inhibition to staphylococcus aureus is as shown in figure 5, as can be seen from Figure 5, this resin is to golden yellow grape
It is about 2.6cm that coccus, which has good inhibiting effect, inhibition zone radius,.Inhibition to Escherichia coli is as shown in fig. 6, from Fig. 6
It is found that it is about 1.9cm that this resin also has good inhibiting effect, inhibition zone radius to Escherichia coli.
Experiment 2：A kind of synthetic method of biocidal property high hydroscopic resin of this experiment, carries out according to the following steps：
One, 1g tara gums, 6g acrylic acid, 0.1g potassium peroxydisulfates are weighed as initiator, 0.018gN-N ' di-2-ethylhexylphosphine oxides third
Acrylamide is used as bacteriostatic agent as crosslinking agent and 2.5g polyquaterniums -11；
Two, the sodium hydroxide solution of 24ml 2mol/L is measured, acrylic acid is added, is then placed in ice water mixing bath and stirs
The reaction was complete, obtains the neutralizer that degree of neutralization is 60%；
Three, polyquaternium -11, N-N ' methylene-bisacrylamides are added in neutralizer, stir 10min, is mixed
Close liquid；
Four, tara gum is added in there-necked flask, adds 20ml water, be passed through nitrogen protection, heating water bath dissolves, then
Potassium peroxydisulfate is added and causes 15min, is subsequently added into the mixed liquor that step 3 obtains, is stirred to react under conditions of temperature is 60 DEG C
75min washs reaction product to no white casse object with absolute ethyl alcohol, is subsequently placed in 60 DEG C of drying in baking oven, obtains antibacterial
Property high hydroscopic resin.
This experiment prepare biocidal property high hydroscopic resin FTIR spectrum (FTIR) analysis of spectra as shown in fig. 7,
Wherein a is the infrared spectrum of polyquaternium -11, and b is the infrared spectrum of tara gum, and c is the biocidal property high water absorption of this experiment synthesis
The spectrogram a of the infrared spectrum of resin, polyquaternium -11 shows：In 3300cm-1There are N-H stretching vibrations, 1640cm-1There is C=C
Bending vibration, 1425cm-1 are C-N stretching vibrations, and 1319cm-1 has C-O stretching vibrations absorption, illustrates that polyquaternium -11 contains
Amide groups.Seen in the spectrogram b of tara gum as can be seen that sample 3316,2921,1634,1374,1058,870,808cm-1It surveys
There must be absorption peak, illustrate that tara gum has the general features of polysaccharose substance.The spectrogram c of biocidal property high hydroscopic resin shows：
3000~3100cm-1Absorption peak of the place without saturation C-H, in 3352cm-1There are N-H stretching vibration absworption peaks, in 1668cm-1
There are the C=O stretching vibration absworption peaks of amide group in place, in 1403cm-1There are the C-N absorption peaks of amide group, thus
It can illustrate to occur to have carried out polymerisation between polyquaternium -11, acrylic acid, crosslinking agent and tara gum, it is strong to improve material
Degree.
This experiment prepare biocidal property high hydroscopic resin XRD spectra as shown in figure 8, wherein a be tara gum XRD spectrum and
B is that the XRD of biocidal property high hydroscopic resin is composed, and as can be seen from Figure 8, either tara gum or biocidal property high hydroscopic resin is equal
Not sharp diffraction maximum illustrates that polymer is non crystalline structure.
Thermogravimetric (TG) the analysis curve and DTG curves of biocidal property high hydroscopic resin prepared by this experiment are as shown in figure 9, by scheming
It is found that during temperature rise, three phases are equally experienced:First stage is to be happened at 27.61-147.82 DEG C
When, the weightlessness occurred at this time is because there are caused by moisture and residual organic solvent in resin；Second stage occurs
At 147.82-274.72 DEG C, the weight change occurred at this time is due to existing monomer (acrylic acid, N-N ' methylene in resin
Bisacrylamide etc.), the small molecules such as linear oligomer decompose；Three phases are 274.72-546.6 DEG C, this stage be due to
Polymerization system starts to decompose.It is possible thereby to know, which can use within the scope of 274.72 DEG C, and decomposable process compared with
It is long, illustrate the better heat stability of this water-absorbing resins.
SEM after being freeze-dried after the biocidal property high hydroscopic resin that this experiment obtains fully is absorbed water schemes such as Figure 10 institutes
Show, it can be seen from fig. 10 that foring reticular structure after tara gum and acroleic acid polymerization, the pore structure of polymer is by piece
The condensate of shape is constituted, between not only contribute to the entrance of water with the presence of linear condensate, this structure, also help guarantor
Water.The addition of polyquaternium -11 not only makes material have biocidal property, passes through polyquaternium -11, acrylic acid, crosslinking agent and tower
The three-dimensional net structure for polymerizeing formation between drawing glue also greatly strengthens the intensity of material.
The biocidal property high hydroscopic resin that this experiment is obtained carries out water absorbing properties test, the results show that inhaling times of distilled water
Rate is 954.5g/g, and the multiplying power for absorbing 0.9% NaCl solution is 83.2g/g.The water imbibition of this resin is fine to known to.
The biocidal property high hydroscopic resin that this experiment is obtained carries out bacteriostasis property test, and test strain is Staphylococcus aureus
Bacterium and Escherichia coli, as shown in figure 11 to the inhibition of staphylococcus aureus, as can be seen from Figure 11, this resin is to golden yellow Portugal
It is about 1.8cm that grape coccus, which has good inhibiting effect, inhibition zone radius,.It is as shown in figure 12 to the inhibition of Escherichia coli, from
Figure 12 is it is found that it is about 1.9cm that this resin also has good inhibiting effect, inhibition zone radius to Escherichia coli.
Experiment 3：A kind of synthetic method of biocidal property high hydroscopic resin of this experiment, carries out according to the following steps：
One, 1g tara gums, 7g itaconic acids, 0.11g potassium peroxydisulfates are weighed as initiator, 0.02gN-N ' di-2-ethylhexylphosphine oxides third
Acrylamide is used as bacteriostatic agent as crosslinking agent and 2.5g polyquaterniums -11；
Two, the sodium hydroxide solution of 32ml 2mol/L is measured, itaconic acid is added, is then placed in ice water mixing bath and stirs
The reaction was complete, obtains the neutralizer that degree of neutralization is 60%；
Three, polyquaternium -11, N-N ' methylene-bisacrylamides are added in neutralizer, stir 10min, is mixed
Close liquid；
Four, tara gum is added in there-necked flask, adds 25ml water, be passed through nitrogen protection, heating water bath dissolves, then
Potassium peroxydisulfate is added and causes 1min, is subsequently added into the mixed liquor that step 3 obtains, is stirred to react under conditions of temperature is 60 DEG C
60min washs reaction product to no white casse object with absolute ethyl alcohol, is subsequently placed in 60 DEG C of drying in baking oven, obtains antibacterial
Property high hydroscopic resin.
The stereoscan photograph for the biocidal property high hydroscopic resin that this experiment obtains is as shown in figure 13, as can be seen from Figure 13, antibacterial
Property high hydroscopic resin be the reticular structure for having abundant hole, it is empty that this structure for the liquid that is absorbed provides huge storage
Between.
The biocidal property high hydroscopic resin that this experiment is obtained carries out water absorbing properties test, the results show that inhaling times of distilled water
Rate is 867.6g/g, and the multiplying power for absorbing 0.9% NaCl solution is 81.35g/g.The water imbibition of this resin is fine to known to.
The biocidal property high hydroscopic resin that this experiment is obtained carries out bacteriostasis property test, and test strain is Staphylococcus aureus
Bacterium and Escherichia coli, as shown in figure 14 to the inhibition of staphylococcus aureus, as can be seen from Figure 14, this resin is to golden yellow Portugal
It is about 1.9cm that grape coccus, which has good inhibiting effect, inhibition zone radius,.It is as shown in figure 15 to the inhibition of Escherichia coli, from
Figure 15 is it is found that it is about 1.7cm that this resin also has good inhibiting effect, inhibition zone radius to Escherichia coli.
Claims (4)
1. a kind of synthetic method of biocidal property high hydroscopic resin, it is characterised in that this method carries out according to the following steps：
One, tara gum, monomer, initiator, crosslinking agent and bacteriostatic agent are weighed, wherein monomer is acrylic acid, itaconic acid or acryloyl
Amine, crosslinking agent N-N ' methylene-bisacrylamides, bacteriostatic agent are polyquaternium -7 or polyquaternium -11；Monomer in step 1
Quality be 5~10 times of tara gum quality；The quality of crosslinking agent is the 1%~3% of tara gum quality；The quality of bacteriostatic agent is
3~8 times of tara gum quality；
Two, sodium hydroxide solution is measured, monomer is added, adjusting degree of neutralization is 50%~70%, and ice water, which mixes stirring in bath, to be made instead
Should be complete, obtain neutralizer；
Three, bacteriostatic agent, crosslinking agent are added in neutralizer, are stirred evenly, obtain mixed liquor；
Four, tara gum is added in container, adds water, be passed through nitrogen protection, then initiator is added in heating water bath dissolving
Cause；It is subsequently added into the mixed liquor that step 3 obtains, 45~120min is stirred to react under conditions of temperature is 50~70 DEG C, it will
Reaction product is washed with absolute ethyl alcohol to no white casse object, is subsequently placed in baking oven and is dried, and biocidal property high hydroscopic resin is obtained.
2. a kind of synthetic method of biocidal property high hydroscopic resin according to claim 1, it is characterised in that in step 1
Initiator is potassium peroxydisulfate or ammonium persulfate.
3. a kind of synthetic method of biocidal property high hydroscopic resin according to claim 1 or 2, it is characterised in that in step 1
The quality of initiator is the 5%~15% of tara gum quality.
4. a kind of synthetic method of biocidal property high hydroscopic resin according to claim 1 or 2, it is characterised in that in step 4
The initiation time is 1s~45min.
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