CN109293827A - The preparation method of pearl cationic polyacrylamide class retention agent and its retention application to pulp - Google Patents
The preparation method of pearl cationic polyacrylamide class retention agent and its retention application to pulp Download PDFInfo
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- CN109293827A CN109293827A CN201811143916.7A CN201811143916A CN109293827A CN 109293827 A CN109293827 A CN 109293827A CN 201811143916 A CN201811143916 A CN 201811143916A CN 109293827 A CN109293827 A CN 109293827A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/41—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups
- D21H17/44—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups cationic
- D21H17/45—Nitrogen-containing groups
- D21H17/455—Nitrogen-containing groups comprising tertiary amine or being at least partially quaternised
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/06—Paper forming aids
- D21H21/10—Retention agents or drainage improvers
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
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Abstract
The present invention relates to a kind of preparation method of pearl cationic polyacrylamide class retention agent and its to the retention application of pulp, the present invention utilizes reverse emulsion polymerization method, pass through the reaction microenvironment chamber during accuracy controlling acrylamide polymerization, to the molecular weight and polymerization methods of Effective Regulation acrylamide, reach the physical aspect of control PAM product, PAM product of the diameter being easily dispersed in the microballon shape of 0.8~1.5mm.Such microballon shape PAM has prevented to meet the poly- phenomenon of water body, can greatly increase its solution rate in water, while solving dust pollution caused by powder PAM, to simplify adding technology, the requirement to equipment is reduced, production cost is reduced, is beneficial to the application of large-scale commercial.
Description
Technical field
The present invention relates to a kind of preparation method of pearl cationic polyacrylamide class retention agent and its to pulp
Retention application, the application belong to the preparation field of water-soluble high-molecular compound.
Background technique
In field of papermaking, retention agent improves staying for fiber fines and filler etc. by changing the coagulation of paper making pulp
Rate, to reach the loss for reducing fiber and filler and reduce the result of pollutional load.With the high speed of paper technology
And to the higher requirement of product quality, it is necessary to corresponding new high effective retention system and retention technology are used, to protect
Demonstrate,prove the rapid development of paper industry.Wherein the polyacrylamide (PAM) and its graft copolymerization product of different ions type are current
One of representative Retention Aid in Papermaking.
PAM is water-soluble organic high molecular compound, and main chain contains active amide groups and double bond.Gathered using different
Technique is closed, induce one different functional groups, and the PAM series of products of different molecular weight and different charge densities can be obtained.PAM, which has, to be divided
Son amount is big, has the characteristics that enough reaction active sites on strand, can combine with fiber, filler etc., bonding mechanism master
There is neutralization opposite charges；Moiety segments are adsorbed on particle surface crosslinking with zyklopisch or build bridge；Polymer chain, which is formed, to tangle
Particle-capture is formed various cross-linked networks, reaches retention effect by network.PAM can improve the water filtering performance of wet end paper stock simultaneously
With the retention of fiber fines and filler.Fine particle (including fiber fines and filler) in paper stock is attached to longer fibers
On surface and the biggish floccule body of volume is formed, paper stock is made to be easy to be dehydrated, reduces fine particle and passes through the number of dropouts of net.
All kinds of PAM products currently used for Retention Aid in Papermaking are mostly powdery, and deliquescence knot is easy to happen in storing process
Block phenomenon, while powdered PAM is also easy to produce dust pollution in use, is unfavorable for environmental protection；In paper technology, powder
The PAM of shape easily occurs to meet water agglomeration in adding procedure, and dissolution time is long, is generally greater than 1 hour, greatly limits
The service efficiency of PAM in water, is unfavorable for the improved efficiency of paper technology.Therefore, develop the preparation method of the PAM of Instant at
For necessity.
In order to solve the problems, such as that PAM dissolved efficiency is low and dust pollution, one of method are by regulating and controlling macromolecule
The synthesis technology of polymer controls high molecular polymerization microenvironment, obtains the controllable macromolecule microballon of form, reaches reduction molecule and exists
Agglomeration in solvent.Chinese patent CN102327761A, which is reported, controls polyphosphazene polymer cyclization using micro-fluid reactor
Border, a kind of method for having obtained compound macromolecular polymer microballon.Such polymer microbeads has dispersibility well, can be extensive
Be applied to pharmaceutical carrier release etc. fields.
The present invention utilizes reverse emulsion polymerization method, passes through the reaction microenvironment during accuracy controlling acrylamide polymerization
Chamber, so that the molecular weight and polymerization methods of Effective Regulation acrylamide, reach the physical aspect of control PAM product, be easy to
PAM product of the diameter of dispersion in the microballon shape of 0.8~1.5mm.Such microballon shape PAM has prevented to meet the poly- phenomenon of water body, can
Greatly increase its solution rate in water, while solving dust pollution caused by powder PAM, to simplify addition work
Skill reduces the requirement to equipment, reduces production cost, is beneficial to the application of large-scale commercial.
Summary of the invention
The present invention is directed to the deficiency of current PAM, proposes that one kind utilizes reversed emulsion polymerization；It is carried out using a variety of initiators
Multistep under different temperatures causes polymerization, obtains that diameter is controllable, and particle diameter size is 0.8~1.5mm, and average-size is big
It is approximately 1-2mm, particle smooth in appearance, in water with the pearl cationic poly third of very high dissolubility and solution rate
Amide.Compared with similar PAM retention agent is in the case where same dosage, the Pulp Drainage Properties of pearl cationic PAM and
The retention effect of papermaking chemical product is excellent；And it is safe with preparation method, simple, low in cost and environmental-friendly etc. excellent
Point.
Technical scheme is as follows:
A kind of preparation method of pearl cationic polyacrylamide class retention agent, it is characterised in that the following steps are included:
Water phase preparation: acrylamide solid is dissolved with water, cationic ethylenic polymer monomer is added, at 40-45 DEG C
Lower formation transparent monomers aqueous solution；
Choose ammonium persulfate (initiator A), V50 (chemical name of V50 be 2,2 '-azo diisobutyl ether dihydrochlorides,
Initiator B), VA044 (chemical name of VA044 be azo dicyclohexyl formonitrile HCN hydrochloride, initiator C), by these three water
One of dissolubility composite initiator, two kinds of combinations or three kinds of combinations are made into water phase initiator (calling initiator D in the following text), disposable complete
Portion is added to above-mentioned monomer solution and is uniformly mixed, and prepares water phase；
It is oily mutually to prepare: in the reaction vessel equipped with blender, condenser pipe and nitrogen conduit, surfactant is added
(Span-60 is sorbitan monostearate by Span-60 and Span-80；Span-80 is sorbitan fatty acid
Ester) and initiator V-60 (chemical name of V-60 be azodiisobutyronitrile) and volume be 1-3 times of above-mentioned water phase volume
Hexamethylene or hexahydrotoluene, or both mixed solvent, prepare clean oil phase；
Polymerization reaction: two kinds of systems (water phase and oily phase) are subjected to nitrogen deoxygenation respectively, and under nitrogen protection, by oily phase
Temperature is raised to 40~45 DEG C, is added dropwise to water phase in oily phase with the speed of (1~10ml) per minute followed by syringe pump.Water phase
It again in 40~45 DEG C of 0.5~1h of heat preservation after adding, is then rapidly heated to 60~70 DEG C, and keeps the temperature 2~4h at this temperature,
75~80 DEG C are finally warming up to the reaction was continued 0.5~1h, reaction terminates；
Product: after reaction, being filtered dry by post-processing using Buchner funnel, dry in 60~65 DEG C of hot-air ovens, is obtained
To pearl cationic polyacrylamide class retention agent.
Pearl cationic PAM product synthetic route, is illustrated by taking Poly (AM-DMC) as an example:
In a preferred embodiment, acrylamide AM described herein and cationic ethylenic polymer monomer two
Total soluble matters of the person in transparent monomers aqueous solution is preferably 1~5g/ml.
In a preferred embodiment, cationic ethylenic polymer monomer described herein is selected from dimethyl diene
Propyl ammonium chloride (DMDAAC), MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride (DMC), acrylyl oxy-ethyl-trimethyl salmiac
(DAC)。
In a preferred embodiment, the weight ratio of acrylamide monomer and cationic ethylenic polymer monomer is preferred
It is 25%: 75%~75%: 25%.
In another preferred embodiment of the invention, acrylamide monomer and cationic ethylenic polymer monomer
Weight ratio is more preferably 35%: 65%~65%: 35%.
In a preferred embodiment, organic solvent is 1~3 times of aqueous dispersion volume.
In the above-mentioned preparation method of the application, the speed of agitator of the polymerization reaction is 100~600r/min.
In another preferred embodiment of the invention, the weight ratio of Span-60/Span-80 is 1: 4~4: 1.
In another preferred embodiment of the invention, in water phase preparation process, the dosage of the initiator D is single
0.5~2 weight % of body (acrylamide and cationic ethylenic polymer monomer) total weight.
In another preferred embodiment of the invention, the amount of the surfactant Span-60 and Span-80 is oil
5~100 weight % of phase.
In another preferred embodiment of the invention, the weight ratio of the weight of the initiator V-60 and initiator D
It is 50%~200%.
In another preferred embodiment of the invention, remaining solution after pearl cationic polyacrylamide will be obtained
Water phase and oily phase are obtained by liquid separation, wherein water phase and oil can mutually be recycled.
The granular size and shape of polyacrylamide are observed and are measured, the solid content of polyacrylamide by petrographic microscope
It measures to obtain using GBT12005.2-1989 measuring method.
The application uses the inverse suspension polymerization of Water-In-Oil, is heated up using multistep and controls polymerization speed, important control step
It suddenly include being placed on different type initiator in different reaction phases, it is ensured that the maximum dispersion of initiator；By system
Initial temperature be placed in 40-45 DEG C, and control the dosage and temperature of initiator, while controlling water-in-oil inverse suspension polymerisation
It polymerize volume, greatly improves the coordinating effect of composite initiator.Pearl polyacrylamide obtained by the application has in water
There is extraordinary dissolved efficiency, compared with similar PAM retention agent, pearl PAM has better Pulp Drainage Properties and papermaking
The retention performance of product.
The application and previous technological invention have apparent difference, specifically include that
Using inverse suspension polymerization, while the dosage and system of initiator are controlled, water phase is added using syringe pump
Into oily phase, it is ensured that will not be local supersaturated, it is smoothly carried out so that polymerization is controllable at a certain temperature, while utilizing Water-In-Oil
The characteristics of, the controllable micro- polymerized unit of volume is obtained using mixing speed and dispersing agent, arrives pearl cationic PAM.It selects
DAC and AM copolymerization of good performance, has obtained retention agent of good performance.
Specific embodiment
The materials, reagents and the like used in the following examples is commercially available unless otherwise specified.
The preparation of embodiment 1, pearl cationic polyacrylamide retention agent
Water phase preparation: 14.5g acrylamide (AM), 4.5g cationic monomer acrylyl oxy-ethyl-trimethyl salmiac are weighed
(DAC) it at 40-45 DEG C, is dissolved in 50ml deionized water, forms transparent monomers aqueous solution, be subsequently added into 0.015g initiator
V-50 and ammonium persulfate (weight ratio 1: 1) are uniformly mixed, prepare water phase；
It is oily mutually to prepare: to weigh 0.80g emulsifier Span-60,0.80g emulsifier span-80,0.20g initiator V60 azo
Bis-isobutyronitrile is put into the four round flask of the 500mL equipped with mechanical agitator, condenser pipe and nitrogen conduit, and 200mL is added
Hexamethylene leads to condensed water, starts stirring, be warming up to 45 DEG C, until emulsifier and initiator are completely dissolved, formation clean oil phase；
Polymerization reaction: two kinds of systems (water phase and oily phase) are subjected to nitrogen deoxygenation respectively, in four round flask at 45 DEG C
After at the uniform velocity stirring (speed of agitator 150r/min) and logical nitrogen deoxygenation 30min in water bath with thermostatic control, slowly utilize syringe pump by water phase
It is injected in oily phase with the speed of 2ml/min, leads to condensed water, reaction starts to maintain the temperature at 45 DEG C, after stirring 0.5-1h, quickly
65 DEG C are warming up to, and after reacting 3h at such a temperature, being warming up to 75 DEG C the reaction was continued 0.5h terminates to reacting, entire reaction process
Middle maintenance mixing speed is constant, mixing speed 150r/min；
Post-processing: after reaction, stop stirring, granular polymer is deposited to drag, and product is leaked with Bu Shi
Bucket is filtered dry, dry in 60 DEG C of hot-air ovens, is obtained diameter and is the pearl retention agent Poly (AM-DAC) of 1.3 ± 0.2mm, admittedly contain
Amount is 93%.
The preparation of embodiment 2, pearl polyacrylamide drainage aid
In addition to the dosage of the initiator of water phase preparation step is changed to V-50 and ammonium persulfate meter 0.03g (weight ratio 1: 1),
Other conditions and embodiment 1 are identical, obtain diameter 1.0 ± 0.2mm pearl retention agent Poly (AM-DAC), solid content 90%.
The preparation of embodiment 3, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step is changed to VA044 and ammonium persulfate meter 0.03g (weight ratio 1: 1), other
Condition and embodiment 1 are identical, obtain diameter 1.1 ± 0.2mm pearl retention agent Poly (AM-DAC), solid content 91%.
The preparation of embodiment 4, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step be changed to VA044 and V50 meter 0.03g (weight ratio 1: 1), other conditions and
Embodiment 1 is identical, has obtained diameter 1.3 ± 0.2mm pearl retention agent Poly (AM-DAC), solid content 88%.
The preparation of embodiment 4, pearl polyacrylamide drainage aid
In addition to water phase preparation step cationic monomer by embodiment 1 4.5g cationic monomer acrylyl oxy-ethyl front three
Ammonium chloride (DAC) becomes 4.8g MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride (DMC), and other conditions and embodiment 1 are identical,
Obtain diameter 1.1 ± 0.2mm pearl retention agent Poly (AM-DMC), solid content 88%.
The preparation of embodiment 5, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step is changed to V-50 and ammonium persulfate meter 0.03g (weight ratio 1: 1), other
Part and embodiment 4 are identical, obtain diameter 1.1 ± 0.2mm pearl retention agent Poly (AM-DMC), solid content 85%.
The preparation of embodiment 6, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step is changed to VA044 and ammonium persulfate meter 0.03g (weight ratio 1: 1), other
Condition and embodiment 4 are identical, obtain diameter 1.1 ± 0.2mm pearl retention agent Poly (AM-DMC), solid content 83%.
The preparation of embodiment 7, pearl polyacrylamide drainage aid
In addition to the dosage of the initiator of water phase preparation step is changed to VA044 and V50 meter 0.03g (weight ratio 1: 1), other
Condition and embodiment 4 are identical, obtain diameter 1.3 ± 0.2mm pearl retention agent Poly (AM-DMC), solid content 82%.
The preparation of embodiment 8, pearl polyacrylamide drainage aid
In addition to water phase preparation step cationic monomer by embodiment 1 4.5g cationic monomer acrylyl oxy-ethyl front three
Ammonium chloride (DAC) becomes 4.9g dimethyl diallyl ammonium chloride (DMDAAC), and other conditions and embodiment 1 are identical, obtains
Diameter 1.2 ± 0.2mm pearl retention agent Poly (AM-DMDAAC), solid content 86%.
The preparation of embodiment 9, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step is changed to VA044 and ammonium persulfate meter 0.03g (weight ratio 1: 1), other
Condition and embodiment 8 are identical, obtain diameter 1.2 ± 0.2mm pearl retention agent Poly (AM-DMDAAC), solid content 83%.
The preparation of embodiment 10, pearl polyacrylamide drainage aid
In addition to the initiator of water phase preparation step be changed to VA044 and V50 meter 0.03g (weight ratio 1: 1), other conditions and
Embodiment 8 is identical, obtains diameter 1.1 ± 0.2mm pearl retention agent Poly (AM-DMDAAC), solid content 80%.
The preparation of embodiment 11, pearl polyacrylamide drainage aid
Other than the organic solvent of oily phase preparation step is changed to hexahydrotoluene, other conditions and embodiment 1 are identical, obtain
Diameter 1.2 ± 0.2mm pearl retention agent Poly (AM-DMDAAC), solid content 83%.
The performance test of embodiment 12, pearl polyacrylamide drainage aid
One, preparation of samples
1, experimental slurries: not plus the pulp of chemicals.
2, experimental drug: 1. pearl polyacrylamide drainage aid of the present invention, 2. other products of the same trade.
3, experimental drug concentration of ordinary dissolution: 0.1%.
4, laboratory apparatus: BTG DFR-05 dynamic drainage instrument
Two, sampling test
In the case where choosing same dosage, retention agent dosage: 200g/t, by DFR-05 dynamic drainage instrument in laboratory
Paper machine working condition is simulated, the water filtering performance of paper pulp and the retention effect of evaluation papermaking chemical product are tested.It can be automatic when test
Show retention.
Three, test result
| Test 1 | Test 2 | Test 3 | Comparative test 1 | Comparative test 2 | |
| Retention rate % | 62.3 | 62.9 | 62.8 | 61.3 | 61.6 |
| Drainage g | 599 | 602 | 594 | 546 | 548 |
Note: pearl polyacrylamide drainage aid described in the embodiment of the present application 1-3 is respectively adopted in test 1-3, and test 1 uses
France likes gloomy 4910, test 2 using the polyacrylamides of Germany BASF Percol47 commercialization.
Upper table statistics indicate that, using herein described pearl polyacrylamide drainage aid, the retention rate and drainage of slurry are imitated
Fruit has different degrees of increase, and wherein drainage effect increases significant.
Claims (7)
1. a kind of preparation method of pearl cationic polyacrylamide class retention agent, it is characterised in that the following steps are included:
Water phase preparation: acrylamide solid is dissolved with water, and cationic ethylenic polymer monomer, the shape at 40-45 DEG C is added
At transparent monomers aqueous solution；
Choose ammonium persulfate (initiator A), (chemical name of V50 is 2,2 '-azo diisobutyl ether dihydrochlorides to V50, is caused
Agent B), VA044 (chemical name of VA044 be azo dicyclohexyl formonitrile HCN hydrochloride, initiator C), by these three water solubilitys
One of composite initiator, two kinds of combinations or three kinds of combinations are made into water phase initiator (calling initiator D in the following text), disposable all to add
Enter to above-mentioned monomer solution and be uniformly mixed, prepares water phase；
It is oily mutually to prepare: in the reaction vessel equipped with blender, condenser pipe and nitrogen conduit, surfactant Span-60 is added
(Span-60 is sorbitan monostearate with Span-80；Span-80 is sorbitan fatty ester) and cause
Agent V-60 (chemical name of V-60 be azodiisobutyronitrile) and volume be above-mentioned water phase volume 1-3 times of hexamethylene or
Hexahydrotoluene, or both mixed solvent, prepare clean oil phase；
Polymerization reaction: two kinds of systems (water phase and oily phase) are subjected to nitrogen deoxygenation respectively, and under nitrogen protection, by oil phase temperature
40~45 DEG C are raised to, is added dropwise to water phase in oily phase with the speed of (1~10ml) per minute followed by syringe pump.Water phase adds
It is then rapidly heated in 40~45 DEG C of 0.5~1h of heat preservation to 60~70 DEG C again later, and keeps the temperature 2~4h at this temperature, finally
75~80 DEG C are warming up to the reaction was continued 0.5~1h, reaction terminates；
Product: after reaction, being filtered dry by post-processing using Buchner funnel, dry in 60~65 DEG C of hot-air ovens, obtains pearl
Shape cationic polyacrylamide class retention agent.
2. preparation method according to claim 1, wherein the cationic ethylenic polymer monomer is selected from dimethyl diene
Propyl ammonium chloride (DMDAAC), MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride (DMC), acrylyl oxy-ethyl-trimethyl salmiac
(DAC)。
3. preparation method according to claim 1, the weight of the acrylamide monomer and cationic ethylenic polymer monomer
Than being 35%: 65%~65%: 35%.
4. preparation method according to claim 1, wherein the weight ratio of the Span-60/Span-80 is 1: 4~4: 1.
5. preparation method according to claim 1, wherein the dosage of the initiator D is monomer (third in water phase preparation process
Acrylamide and cationic ethylenic polymer monomer) total weight 0.5~2 weight %.
6. preparation method according to claim 1, wherein the amount of the surfactant Span-60 and Span-80 is the 5 of oily phase
~100 weight %.
7. preparation method according to claim 1 passes through wherein remaining solution after pearl cationic polyacrylamide will be obtained
Liquid separation obtains water phase and oily phase, and wherein water phase and oil can mutually be recycled.
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| CN201811143916.7A CN109293827B (en) | 2018-09-26 | 2018-09-26 | Process for the preparation of bead-like cationic polyacrylamide retention aids and their use for retention of pulp slurries |
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| CN201811143916.7A CN109293827B (en) | 2018-09-26 | 2018-09-26 | Process for the preparation of bead-like cationic polyacrylamide retention aids and their use for retention of pulp slurries |
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Cited By (2)
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| CN111116927A (en) * | 2019-06-19 | 2020-05-08 | 江阴市永乐印务有限公司 | Preparation method of rare earth terbium fluorescent complex Tb-CPs and anti-counterfeiting application of rare earth terbium fluorescent complex Tb-CPs in packaging paper |
| CN114262407A (en) * | 2021-12-20 | 2022-04-01 | 湖北鑫甬生物环保科技有限公司 | Beaded zwitterionic polyacrylamide dry strength agent and preparation method and application thereof |
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| CN111116927A (en) * | 2019-06-19 | 2020-05-08 | 江阴市永乐印务有限公司 | Preparation method of rare earth terbium fluorescent complex Tb-CPs and anti-counterfeiting application of rare earth terbium fluorescent complex Tb-CPs in packaging paper |
| CN114262407A (en) * | 2021-12-20 | 2022-04-01 | 湖北鑫甬生物环保科技有限公司 | Beaded zwitterionic polyacrylamide dry strength agent and preparation method and application thereof |
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| CN109293827B (en) | 2021-01-01 |
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