CN108286207A - A kind of paper products water and oil repellent agent and preparation method thereof - Google Patents
A kind of paper products water and oil repellent agent and preparation method thereof Download PDFInfo
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- CN108286207A CN108286207A CN201711364451.3A CN201711364451A CN108286207A CN 108286207 A CN108286207 A CN 108286207A CN 201711364451 A CN201711364451 A CN 201711364451A CN 108286207 A CN108286207 A CN 108286207A
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- paper products
- oil repellent
- repellent agent
- monomer
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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
- D21H21/14—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 characterised by function or properties in or on the paper
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/062—Polyethers
-
- 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
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
-
- 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
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
- D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- D21H21/14—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 characterised by function or properties in or on the paper
- D21H21/16—Sizing or water-repelling agents
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Abstract
The invention discloses a kind of paper products water and oil repellent agents, in parts by weight, consisting of：65~75 parts of grease proofing monomer, 5~15 parts of auxiliary monomer, 7~15 parts of hydrophilic monomer, 3~8 parts of cross-linking monomer, 0.01~0.03 part of molecular weight regulator, 0.3~0.5 part of initiator, 3~5 parts of antifreezing agent, 4~6 parts of retention agent.The invention also discloses the preparation methods of the paper products water and oil repellent agent.The present invention has the advantages that preparation method safety and environmental protection, product waterproof and oilproof performance are good.
Description
Technical field
The present invention relates to water and oil repellent agent field, more particularly to a kind of paper products water and oil repellent agent and preparation method thereof.
Background technology
Paper products are widely used in the packaging materials such as food and drink, food packaging field, due to will with oil-containing, containing fat or aqueous
Food contacts, it is therefore desirable to an impermeable barrier layer.It is added into during copy paper or paper for surface sizing minimal amount of
Water and oil repellent agent can assign paper substrates with Water-proof and oil-proof and anti-lipid, but also not influence recycling for paper products.
This kind of water and oil repellent agent is usually the polymer for including perfluoro alkyl group.In addition, long chain acrylate can be added as needed
One kind or several in class monomer, amino and quaternary ammonium salt monomer, hydroxy kind monomer, acrylate monomer comprising polyether group etc.
Kind.
However due to C8Monomer has that PFOA/PFOS, researcher begin to focus on the substitution problem of PFOA/PFOS.
The main path of replacement is to use C1~6Short chain acrylates monomer, also have the report using perfluoropolyether acrylate monomer
Road.
If China Patent Publication No. CN102762618A discloses the water and oil repellent agent including fluorinated copolymer, this is fluorine-containing total
Polymers is obtained by making (methyl) acrylate monomer copolymerization containing the poly- fluoroalkyl with 1~6 carbon atom, the waterproof
Oil-proofing agent can make paper have excellent water and oil-resistant.The invention also disclose composition including the water and oil repellent agent,
Method by its handling of paper and the paper by its processing.Shortcoming is that its water resistance is poor.
If China Patent Publication No. CN102575435A discloses a kind of water and oil repellent agent including fluorinated copolymer, wherein
The fluorinated copolymer is by making (methyl) acrylate monomer, the hydrophily list that have carbon atom for 1~6 poly- fluoroalkyl
Body and the monomer copolymerization that group is supplied with anion obtain.Shortcoming is that its water resistance is poor.
If 1222166 A one kind of China Patent Publication No. CN is for handling paper and paper product to assign repellency, reprimand oiliness
Or the copolymer compositions of reprimand lipid, the polymer preferably comprise Perfluoroalkyl acrylate, part or all of salinization or season
The diethylaminoethyl base ethyl ester of ammonium.Shortcoming is that its water resistance is poor.
If the proposition of patent WO2009/057716, WO2011/027877 includes the paper waterproof and oilproof of fluorinated copolymer
Agent, wherein the fluorinated copolymer contains with C1~C6RfFluorine-containing (methyl) acrylate monomer of base, polyalkylene glycol
(methyl) acrylate monomer, hydroxyethyl methacrylate monomer and itaconic acid are as basic polymer unit.The reagent is prevented
Water grease proofness and include long-chain RfProperties of product be close, but PFOA/PFOS is not still solved the problems, such as from source,
And its water resistance is poor.
The preparation method of perfluoropolyether copolymer is for another example arrived involved in patent CN106008793A, but it discloses one
Kind cation type emulsion, uncomfortable and anionic glue application solution shares and it is linear copolymer, and water resistance is poor.
Invention content
The technical problem to be solved by the present invention is to overcome the defects of the prior art, and it is excellent to provide a kind of waterproof and oilproof performance
Paper products water and oil repellent agent and its method.
In order to solve the above-mentioned technical problem, the present invention is achieved by the following technical solutions：A kind of paper products waterproof is anti-
Finish, in parts by weight, consisting of
Grease proofing monomer in the present invention can be selected by general formula CH2The fluorine-containing list that=C (- X)-C (=O)-Y-Z-PFPE is indicated
Body, wherein：
X indicate hydrogen atom, linear chain or branched chain C1~C21 alkyl, fluorine atom, chlorine atom, bromine atom, iodine atom, fluoroalkyl,
Substituted or non-substituted benzyl or substituted or non-substituted phenyl；
Y is comprising-O- ,-O (CH2CH2)nO- or-O (CH2)nThe combination of one or more groups in NHCOO-, wherein m
For 1~10 integer；
Z is comprising-C (=O)-,-(CH2) mO- ,-C (=O) O (R1)SO3-、-(CH2)mNHC (=O) OCH2In one kind
Or the combination of a variety of groups, the integer that wherein m is 1~10；R1For or substituted or non-substituted phenyl or C1~C6 alkyl；
PFPE is perfluoropolyether functional group, including CF3CF2CF2O[CF(CF3)CF2O]nCF(CF3)CH2-、 CF3O
(C3F6O-)P(-CF2O-)QCH2-、CF3O(C2F4O-)m(-CF2O-)MCH2And C3F7O(CF2CF2CF2O)xCF2CH2In
One or more compositions.The grease proofing monomer is preferably
CF3O(CF2CF2O)13(CF2O)4COO CH2CH2OCOCH=CH2
CF3O(C2F4O)13(CF2O)4CH2OCOCH=CH2
C3F7(CF(CF3)CF2O)12CF(CF3)COOCH2CH2OCOCH=CH2
C3F7O(CF2CF2CF2O)14CF2CH2OCOCH=CH2
C3F7(CF(CF3)CF2O)4CF(CF3)COOCH2CH2OCOCH=CH2
CF3O(CF2CF2O)13(CF2O)4COO CH2CH2OCOC(CH3)=CH2
C3F7(CF(CF3)CF2O)20CF(CF3)COOCH2CH2OCOCH=CH2
One or more of mixture.
Auxiliary monomer in the present invention can be selected from (dehydration) sorbitol polyoxyethylene base ether (methyl) acrylate, (first
Base) acryloxy modified nanometer cellulose, (methyl) acryloxy modification of chitosan, PolyTHF base ether (methyl) third
Olefin(e) acid ester, polyethylene glycol (methyl) acrylate, methoxy poly (ethylene glycol) (methyl) acrylate, polyethylene glycol polypropylene glycol are poly-
One or more mixtures in ethylene glycol (methyl) acrylate.The auxiliary monomer is preferably sorbitol polyoxyethylene
Base ether (methyl) acrylate, (methyl) acryloxy modified nanometer cellulose, polyethyleneglycol (methyl) acrylate and
The mixture of one or more of polyethylene glycol polypropylene glycol polyethylene glycol monomethacrylate.
Hydrophilic monomer in the present invention can be selected from (methyl) 2-Hydroxy ethyl acrylate, (methyl) acrylic acid -2- hydroxyls
One kind or more in propyl ester, hydroxyethyl methacrylate, vinyl pyrrolidone and pentaerythrite list (methyl) acrylate
Kind mixture.The hydrophilic monomer is preferably the mixture of hydroxyethyl methacrylate, vinyl pyrrolidone or the two.
Cross-linking monomer in the present invention can be selected from alkyl acrylate phosphate, methylacryoyloxyethyl phosphate, first
One in base glycidyl acrylate, 2-hydroxyethyl methacrylate phosphate, glycolmethacrylate phosphate
Kind or a variety of mixtures.The cross-linking monomer is preferably glycidyl methacrylate, 2-hydroxyethyl methacrylate
One or more mixtures in phosphate and glycolmethacrylate phosphate.
Molecular weight regulator in the present invention can be selected from trimethylolpropane tris (3-thiopropionate), pentaerythrite four
One or more mixtures in (3-thiopropionate), 1,4- butanediols two (3-thiopropionate).The molecular weight tune
Section agent is preferably the mixing of trimethylolpropane tris (3-thiopropionate), pentaerythrite four (3-thiopropionate) or the two
Object.
Initiator in the present invention is preferably azodiisobutyronitrile.
Antifreezing agent in the present invention, can be selected alcohol compound, and the alcohol compound is preferably selected from ethylene glycol, the third two
One or more mixtures in alcohol, triethylene glycol, dipropylene glycol, tripropylene glycol, 2,4- dimethyl-penten glycol.The antifreezing agent
The more preferably mixture of ethylene glycol, propylene glycol or the two；
Compound or polymer containing polynary amido, including polyacrylamide, third can be selected in retention agent in the present invention
The copolymer or polymer-amino-acid of acrylamide and alkyl acrylate.The retention agent is preferably polyacrylamide or propylene
The copolymer of amide and methyl methacrylate.
The present invention also provides the preparation methods of the paper products water and oil repellent agent, include the following steps：
(1) in parts by weight, by 100~200 parts of solvent, 65~75 parts of grease proofing monomer, 5~15 parts of auxiliary monomer, hydrophilic
7~15 parts of monomer, 3~8 parts of cross-linking monomer, 0.01~0.03 part of molecular weight regulator, 0.3~0.5 part of initiator are under stiring
10~15h is reacted in 60~80 DEG C, obtains mixed liquor；
(2) in parts by weight, in the mixed liquor obtained to step (1) be added 350~450 parts of deionized waters under stiring into
Row rp-emulsification, rp-emulsification temperature are 60~80 DEG C, and the time is 2~4h, and heating evaporation solvent after rp-emulsification obtains
Emulsified dispersed liquid；
(3) in parts by weight, 3~5 parts of antifreezing agent, retention agent 4~6 are added in the emulsified dispersed liquid obtained to step (2)
Part, obtain paper products water and oil repellent agent product.
The solvent is preferably the mixture of one or more of acetone, butanone, ethyl alcohol and isopropanol.
In order to ensure paper products water and oil repellent agent emulsion intercalation method, the speed stirred described in step (1) is preferably 80
~120rpm, the speed stirred described in step (2) is preferably 200~900rpm.
Compared with prior art, the present invention has the following advantages：
1, product waterproof and oilproof performance is excellent, and water and oil repellent agent stability of emulsion of the invention and freeze-thaw stability are good, prevents
Water Cobb values (g/m2) 2 hereinafter, grease proofing Kit values are 10 or more；
2, safety and environmental protection, preparation process do not use PFOA/PFOS, and VOC free discharges, and heating evaporation obtains after rp-emulsification
The solvent arrived, can be recycled.
Below in conjunction with specific embodiment, the present invention is furture elucidated, but these embodiments are only used for explaining the present invention, without
It is for limiting the scope of the invention.
Specific implementation mode
Embodiment 1
100g acetone is added to equipped with blender, thermometer, reflux condenser, dropping funel, nitrogen inlet and is added
In the reaction vessel of the 500ml of hot device, then under 100rpm speeds of agitator, by 70 gCF3O(CF2CF2O)13(CF2O)4COOCH2CH2OCOCH=CH2, 10g polyethylene glycol polypropylene glycol polyethylene glycol monomethacrylates (OH (CH2CH2O)10(CH
(CH3)CH2O)5(CH2CH2O)5OCOCH=CH2), 15g methacrylic acid -2- hydroxy methacrylates and 5g2- hydroxyethyl methacrylic acids
Ester phosphate and 0.3 g of initiator azodiisobutyronitrile are added in reaction vessel, gather under 70 DEG C and 100rpm speeds of agitator
Reaction 12 hours is closed, obtains mixed liquor after reaction；Add into obtained mixed liquor under 70 DEG C and 900rpm speeds of agitator
The deionized water for entering 400g carries out rp-emulsification, and recycling design is evaporated under reduced pressure after rp-emulsification, obtains emulsified dispersed liquid；To
4g propylene glycol, 5g polyacrylamides is added in obtained emulsified dispersed liquid, and it is anti-to obtain the paper products waterproof that solid content is 20wt%
Finish emulsion.
Embodiment 2~7
The preparation method of the paper products waterproof and oilproof agent emulsion of embodiment 2~7 is same as Example 1, and synthesizing formula refers to
Table 3, preparation method technological parameter refer to table 4.
Comparative example 1
Paper products water and oil repellent agent is prepared according to the method for embodiment 1 in China Patent Publication No. CN102575435A
Lotion.
Comparative example 2
Paper products water and oil repellent agent is prepared according to the method for embodiment 1 in 1222166 A of China Patent Publication No. CN
Lotion.
Performance test
The paper pulp type used is cane syrup, and the freedom of paper pulp is 400ml (Canadian Standard Freeness).In concentration
Be about 2% paper pulp slurries in, the cationic starch Stayloc400 of 2wt% is added (by Tate based on dry pulp weight
And Lyle manufactures), and made based on the styrene-butadiene sizing agent that 0.0375wt% is further added in dry pulp weight.
Paper is manufactured using fourdrinier machine.Obtained Substance is 60g/cm2 and thickness is 0.01mm.Water proofing property (Cobb values) is
80g/cm2, and grease proofness (Kit values) is 0.
Using body paper derived above as test paper, Examples 1 to 7 is respectively adopted and comparative example 1~2 is prepared
Sample as oil-proofing agent, obtain waterproof and oilproof group by diluting water dispersion solution solid content is adjusted to 0.2wt%
Close object.Using each composition, (gate roll coater, Bil knife type coaters and to scrape rod coating by size press, coating
Cloth machine etc.) means be applied to paper surface, and carry out Kit tests and Cobb tests in an identical manner.Wherein：
Cobb tests include measuring in one minute by with 1m2The paper products of area and the water of support 1cm height are absorbed water
Weight.
Grease proofness tests (Kit tests)：Grease proofness is measured according to TAPPI T-559cm-02 methods.One is dripped shown in table 1
Test oil is placed on paper products, then, the os-motic state of oil is observed after 15 seconds.It will be grease proofing given by the oil not permeated
The maximal point of property is set as the grease proofness of paper products.Test result is shown in Table 2.
The grease proofing grade liquid components of table 1Kit
| Grease proofness | Castor oil | Toluene | Normal heptane |
| 1 | 100 | 0 | 0 |
| 2 | 90 | 5 | 5 |
| 3 | 80 | 10 | 10 |
| 4 | 70 | 15 | 15 |
| 5 | 60 | 20 | 20 |
| 6 | 50 | 25 | 25 |
| 7 | 40 | 30 | 30 |
| 8 | 30 | 35 | 35 |
| 9 | 20 | 40 | 40 |
| 10 | 10 | 45 | 45 |
| 11 | 0 | 50 | 50 |
| 12 | 0 | 45 | 55 |
Stability of emulsion is tested
Observe oil-proofing agent emulsion intercalation method：Lotion is put into the centrifuge that rotating speed is 3000rpm/min and centrifuges 10min,
Then precipitation status is observed.Test result is shown in Table 2.
Stability of emulsion is tested
It takes the grease proofing agent emulsions of 100g to be stored 1 hour under the conditions of -10 DEG C, after lotion freezes solidification completely, is put into 40 DEG C
It solves ice in water-bath, observes insoluble matter situation, and go out lower precipitation using 400 mesh filter-cloth filterings, and calculate not tolerant to account for oil-proofing agent total
The ratio of amount.Test result is shown in Table 2.
2 surface implementation evaluation result of table
Synthesizing formula (the unit g) of the paper products water and oil repellent agent of 3 Examples 1 to 7 of table
The preparation method technological parameter of the paper products water and oil repellent agent of 4 Examples 1 to 7 of table
Claims (9)
1. a kind of paper products water and oil repellent agent, which is characterized in that in parts by weight, consisting of：
2. paper products water and oil repellent agent according to claim 1, which is characterized in that the grease proofing monomer is CF3O
(CF2CF2O)13(CF2O)4COO CH2CH2OCOCH=CH2
CF3O(C2F4O)13(CF2O)4CH2OCOCH=CH2
C3F7(CF(CF3)CF2O)12CF(CF3)COOCH2CH2OCOCH=CH2
C3F7O(CF2CF2CF2O)14CF2CH2OCOCH=CH2
C3F7(CF(CF3)CF2O)4CF(CF3)COOCH2CH2OCOCH=CH2
CF3O(CF2CF2O)13(CF2O)4COO CH2CH2OCOC(CH3)=CH2
C3F7(CF(CF3)CF2O)20CF(CF3)COOCH2CH2OCOCH=CH2
One or more of mixture.
3. paper products water and oil repellent agent according to claim 1, which is characterized in that the auxiliary monomer is sorbierite polyoxy
Vinyl ethers (methyl) acrylate, (methyl) acryloxy modified nanometer cellulose, polyethyleneglycol (methyl) acrylic acid
The mixture of one or more of ester and polyethylene glycol polypropylene glycol polyethylene glycol monomethacrylate.
4. paper products water and oil repellent agent according to claim 1, which is characterized in that the hydrophilic monomer is methacrylic acid
The mixture of hydroxy methacrylate, vinyl pyrrolidone or the two.
5. paper products water and oil repellent agent according to claim 1, which is characterized in that the cross-linking monomer is methacrylic acid
It is one or more in ethylene oxidic ester, 2-hydroxyethyl methacrylate phosphate and glycolmethacrylate phosphate
Mixture.
6. paper products water and oil repellent agent according to claim 1, which is characterized in that the molecular weight regulator is three hydroxyl first
The mixture of base propane three (3-thiopropionate), pentaerythrite four (3-thiopropionate) or the two；The initiator is even
Nitrogen bis-isobutyronitrile；The antifreezing agent be ethylene glycol, propylene glycol or the two mixture；The retention agent is polyacrylamide or third
The copolymer of acrylamide and methyl methacrylate.
7. the preparation method of paper products water and oil repellent agent described in claim 1, which is characterized in that include the following steps：
(1) in parts by weight, by 100~200 parts of solvent, 65~75 parts of grease proofing monomer, 5~15 parts of auxiliary monomer, hydrophilic monomer 7
~15 parts, 3~8 parts of cross-linking monomer, 0.01~0.03 part of molecular weight regulator, 0.3~0.5 part of initiator under stiring in 60~
80 DEG C of 10~15h of reaction, obtain mixed liquor；
(2) in parts by weight, 350~450 parts of deionized waters are added in the mixed liquor obtained to step (1) to carry out under stiring instead
It mutually emulsifies, rp-emulsification temperature is 60~80 DEG C, and the time is 2~4h, and heating evaporation solvent after rp-emulsification is emulsified
Dispersion liquid；
(3) in parts by weight, 3~5 parts of antifreezing agent, 4~6 parts of retention agent are added in the emulsified dispersed liquid obtained to step (2), obtains
To paper products water and oil repellent agent product.
8. the preparation method of the paper products water and oil repellent agent described in claim 7, which is characterized in that the solvent is acetone, fourth
The mixture of one or more of ketone, ethyl alcohol and isopropanol.
9. the preparation method of the paper products water and oil repellent agent described in claim 7, which is characterized in that step stirs described in (1)
Speed be 80~120rpm, the speed stirred described in step (2) be 200~900rpm.
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Cited By (3)
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| CN110055811A (en) * | 2019-03-27 | 2019-07-26 | 南京林业大学 | A kind of flexible packing material and preparation method thereof for printing ink |
| CN113463431A (en) * | 2021-06-20 | 2021-10-01 | 广东轻工职业技术学院 | Water-proof and oil-proof agent and application thereof |
| CN113698522A (en) * | 2021-09-15 | 2021-11-26 | 上海普信高分子材料有限公司 | Environment-friendly fluorine-free waterproof and oilproof composition and preparation method thereof |
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| CN113463431A (en) * | 2021-06-20 | 2021-10-01 | 广东轻工职业技术学院 | Water-proof and oil-proof agent and application thereof |
| CN113698522A (en) * | 2021-09-15 | 2021-11-26 | 上海普信高分子材料有限公司 | Environment-friendly fluorine-free waterproof and oilproof composition and preparation method thereof |
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