CN106520031B - A kind of environmentally-friendly acrylic ester adhesive and its preparation process - Google Patents
A kind of environmentally-friendly acrylic ester adhesive and its preparation process Download PDFInfo
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- CN106520031B CN106520031B CN201610855950.1A CN201610855950A CN106520031B CN 106520031 B CN106520031 B CN 106520031B CN 201610855950 A CN201610855950 A CN 201610855950A CN 106520031 B CN106520031 B CN 106520031B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- 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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention relates to field of adhesive technology, and in particular to a kind of environmentally-friendly acrylic ester adhesive and its preparation process.It includes following components that its raw material is counted in parts by weight：600 parts of butyl acrylate, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, 1144 parts of ethyl acetate, 5 parts of acrylic acid -2- hydroxyl ethyl esters, 7 parts of AIBN, 200 parts of rosin resin.Volatilization of the downstream product of the adhesive without toluene has friendly environmental performance；Simultaneously, due to the preparation process of this product, using the method for gradation charging, effectively prevent the generation of implode, the dispersion degree of product is high, and so that having carried out control to the performance of product improves, and to not only make product have predetermined viscosity, is also substantially reduced the VOC amounts of downstream product by the technique that acne feed.
Description
Technical field
The present invention relates to field of adhesive technology, and in particular to a kind of environmentally-friendly acrylic ester adhesive and its prepares work
Skill.
Background technology
Adhesive is also known as adhesive, and abbreviation glue (bonding agent, adhesive), is to keep object and another object tight
The close nonmetallic media material being connected as one.Adhesive only accounts for one layer of very thin volume between two adherend faces, but makes
It is completed after being glued construction with adhesive, gained bonded part can meet practical need in terms of mechanical performance and physical and chemical performance
The requirements wanted.Can effectively by materials from bonding together.
Acrylate adhesive raw material sources are extensive, and preparation process is simple, have drying and moulding rapid, and the transparency is good,
There is good bond performance to multiple material, and weatherability, water resistance, chemical resistance are also good.Especially to hydrophobic table
Plane materiel material also has excellent cohesiveness, and the resistance to weathering of this rubber adhesive can be more excellent, and easy to use, bonding connects
Head durability is good.The curing mechanism of acrylate adhesive is：Under light or heat effect, promote acrylic acid under initiator effect
In double bond open, carry out radical chain addition reaction.It can be with oxidative cure：Cause radical chain under oxygen effect
Polymerisation.Traditional adhesive can discharge harmful substance in the curing process, cause VOC often excessively high, be human health
Potential " killer ".
Traditional adhesive, VOC is often excessively high, is potential " killer " of human health；This product uses as much as possible
The material of low volatility effectively protects the health of the mankind and environment from source.
Meanwhile in the adhesive prepared for the purpose of environmental protection at present, most of there is some shortcomings, low due to having given up
Volatile raw material, therefore the advantage that these raw bands come is lost, leading to the adhesive prepared, usually durability is insufficient, guarantees the quality
Phase is shorter, and the performance of adhesive is unstable, with the extension of time, the reduced performance of adhesive is very fast, and adhesive is viscous
Larger, relative viscosity is spent, adhesion strength reduces, and which increase use difficulty.
Invention content
The purpose of the present invention is to solve the above problem, a kind of environmentally-friendly acrylic ester adhesive is provided and its prepares work
Skill.
In order to reach foregoing invention purpose, the present invention uses following technical scheme：
A kind of environmentally-friendly acrylic ester adhesive, it includes following components that raw material is counted in parts by weight：Butyl acrylate 600
Part, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, 1144 parts of ethyl acetate, 5 parts of acrylic acid -2- hydroxyl ethyl esters, 7 parts of AIBN, pine
200 parts of botany bar gum.
Further include property-modifying additive, it includes following components that the property-modifying additive is counted in parts by weight：Sulphur phosphorus brothers alkyl
8 parts of zinc salt, 5 parts of sulfide isobutene, 3 parts of sulfurized alkylphenol calcium, 2 parts of pentaerythrite, 1 part of glycerol acrylate, trimethyl phosphate
0.5 part, 0.3 part of nanoscale zirconia, 0.3 part of titanium carbide, 0.5 part of magnesium silicate.
A kind of preparation process of the environmentally-friendly acrylic ester adhesive of the claims, specifically includes following steps：
1) following raw material is taken by weight ratio：600 parts of butyl acrylate, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, second
1144 parts of acetoacetic ester, 5 parts of acrylic acid -2- hydroxyl ethyl esters, AIBN7 parts, 200 parts of rosin resin；
2) 400 parts of butyl acrylates, 60 parts of Isooctyl acrylate monomers and 500 parts of ethyl acetate are taken, are added in reaction kettle,
It is stirred 1 hour at 60-65 DEG C；
3) 40 parts of acrylic acid, 4 parts of acrylic acid -2- hydroxyl ethyl esters are taken, are added in the reaction kettle in step 2), at 60-65 DEG C
Lower stirring 0.5 hour；
4) 200 parts of butyl acrylates, 100 parts of ethyl acetate, 15 parts of acrylic acid, 1 part of acrylic acid -2- hydroxyl ethyl ester is taken to be added to
In reaction kettle in step c, stirred 1 hour at 60-65 DEG C；
5) take respectively 1.1 parts of AIBN, 0.6 part, 0.6 part, 0.3 part, 0.4 part, 4 parts, then take 10 parts of ethyl acetate, 5 respectively
Part, 5 parts, 5 parts, 5 parts, 14 parts, the AIBN taken is dissolved separately in successively in taken ethyl acetate, and by obtain six parts
Solution is added sequentially in the reaction kettle in step 4), and feeding interval is 20 minutes, and after charging, 1 is stirred at 70-80 DEG C
Hour；
6) it takes 200 parts of rosin resins to be dissolved in 500 parts of ethyl acetate, is added to after dissolving in the reaction kettle in step 5),
It is stirred 1 hour at 80 DEG C, obtains environment-friendly type acrylic acid fat adhesive.
The property-modifying additive in being uniformly added into wherein in 10 minutes, then stirs at 95 DEG C after the completion of step (5)
30 minutes.
Compared with prior art, the present invention advantageous effect is：
Compared with the product for using toluene solvant in the prior art, although the basic indifference in performance；Due to this product
Preparation process the generation of implode is effectively prevented using the method for gradation charging, the dispersion degree of product is high, and passes through acne
The technique of charging so that having carried out control to the performance of product improves, and to not only make product have predetermined viscosity, also makes downstream
The VOC amounts of product are substantially reduced.
This product be suitable for have the field environmental requirement (low VOC) all kinds of materials single or double pressure sensitive adhesive tape,
Automobile and confined space use, such as the fields such as vehicle internal decoration carpet, seat adhering components and home decoration；Especially suitable for state
The various interior trims in the stringent management and control fields VOC are fixed by family, and market prospects are very good.
In addition, the performance for the product that the additive of this product is remains able to have good durability and timeliness, glue
Stick performance is stable and reduces the year of product to a certain extent, improves the adhesion strength of product.
Specific implementation mode
Explanation is further described to technical scheme of the present invention below by specific embodiment.
If without specified otherwise, the raw material employed in the embodiment of the present invention is raw material commonly used in the art, is implemented
Method employed in example, is the conventional method of this field.
Embodiment 1：
A kind of environmentally-friendly acrylic ester adhesive, it includes following components that raw material is counted in parts by weight：Butyl acrylate 600
Part, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, 1144 parts of ethyl acetate, 5 parts of acrylic acid -2- hydroxyl ethyl esters, 7 parts of AIBN, pine
200 parts of botany bar gum.
For the above raw material, the preparation process of the environmentally-friendly acrylic ester adhesive of this case specifically includes following steps：
(following every part is 100g)
1) following raw material is taken by weight ratio：600 parts of butyl acrylate, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, second
1144 parts of acetoacetic ester, 5 parts of acrylic acid -2- hydroxyl ethyl esters, AIBN7 parts, 200 parts of rosin resin；
2) 400 parts of butyl acrylates, 60 parts of Isooctyl acrylate monomers and 500 parts of ethyl acetate are taken, are added in reaction kettle,
It is stirred 1 hour at 60-65 DEG C；
3) 40 parts of acrylic acid, 4 parts of acrylic acid -2- hydroxyl ethyl esters are taken, are added in the reaction kettle in step 2), at 60-65 DEG C
Lower stirring 0.5 hour；
4) 200 parts of butyl acrylates, 100 parts of ethyl acetate, 15 parts of acrylic acid, 1 part of acrylic acid -2- hydroxyl ethyl ester is taken to be added to
In reaction kettle in step c, stirred 1 hour at 60-65 DEG C；
5) take respectively 1.1 parts of AIBN, 0.6 part, 0.6 part, 0.3 part, 0.4 part, 4 parts, then take 10 parts of ethyl acetate, 5 respectively
Part, 5 parts, 5 parts, 5 parts, 14 parts, the AIBN taken is dissolved separately in successively in taken ethyl acetate, and by obtain six parts
Solution is added sequentially in the reaction kettle in step 4), and feeding interval is 20 minutes, and after charging, 1 is stirred at 70-80 DEG C
Hour；
6) it takes 200 parts of rosin resins to be dissolved in 500 parts of ethyl acetate, is added to after dissolving in the reaction kettle in step 5),
It is stirred 1 hour at 80 DEG C, obtains environment-friendly type acrylic acid fat adhesive.
The product main technical performance index of preparation
1, solid content (%)：47.0±1.0；
2, viscosity (cP/25 DEG C)：9000-11000；
3, adhesion strength (gf/25mm)：1200-1400；
4, retentivity (mm)：0-0.5；
5, initial bonding strength (steel ball number)：7—12；
6, maturation condition：40℃×72H.
Embodiment 2：
A kind of environmentally-friendly acrylic ester adhesive, which is characterized in that it includes following components that its raw material is counted in parts by weight：Third
600 parts of olefin(e) acid butyl ester, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, 1144 parts of ethyl acetate, 5 parts of acrylic acid -2- hydroxyl ethyl esters,
7 parts of AIBN, 200 parts of rosin resin and property-modifying additive, property-modifying additive include：8 parts of sulphur phosphorus brothers alkyl zinc salt, vulcanization are different
5 parts of butylene, 3 parts of sulfurized alkylphenol calcium, 2 parts of pentaerythrite, 1 part of glycerol acrylate, 0.5 part of trimethyl phosphate, nanoscale oxygen
Change 0.3 part of zirconium, 0.3 part of titanium carbide, 0.5 part of magnesium silicate.
For the above raw material and additive, the preparation process of the environmentally-friendly acrylic ester adhesive in this case specifically includes
Following steps：
1) following raw material is taken by weight ratio：600 parts of butyl acrylate, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, second
1144 parts of acetoacetic ester, 5 parts of acrylic acid -2- hydroxyl ethyl esters, AIBN7 parts, 200 parts of rosin resin；
2) 400 parts of butyl acrylates, 60 parts of Isooctyl acrylate monomers and 500 parts of ethyl acetate are taken, are added in reaction kettle,
It is stirred 1 hour at 60-65 DEG C；
3) 40 parts of acrylic acid, 4 parts of acrylic acid -2- hydroxyl ethyl esters are taken, are added in the reaction kettle in step 2), at 60-65 DEG C
Lower stirring 0.5 hour；
4) 200 parts of butyl acrylates, 100 parts of ethyl acetate, 15 parts of acrylic acid, 1 part of acrylic acid -2- hydroxyl ethyl ester is taken to be added to
In reaction kettle in step c, stirred 1 hour at 60-65 DEG C；
5) take respectively 1.1 parts of AIBN, 0.6 part, 0.6 part, 0.3 part, 0.4 part, 4 parts, then take 10 parts of ethyl acetate, 5 respectively
Part, 5 parts, 5 parts, 5 parts, 14 parts, the AIBN taken is dissolved separately in successively in taken ethyl acetate, and by obtain six parts
Solution is added sequentially in the reaction kettle in step 4), and feeding interval is 20 minutes, and after charging, 1 is stirred at 70-80 DEG C
Hour；Then it in being uniformly added into property-modifying additive wherein in 10 minutes, is then stirred 30 minutes at 95 DEG C.
6) it takes 200 parts of rosin resins to be dissolved in 500 parts of ethyl acetate, is added to after dissolving in the reaction kettle in step 5),
It is stirred 1 hour at 80 DEG C, obtains environment-friendly type acrylic acid fat adhesive.
The product main technical performance index of preparation
1, solid content (%)：47.0±1.0；
2, viscosity (cP/25 DEG C)：7000-8000；
3, adhesion strength (gf/25mm)：1300-1500；
4, retentivity (mm)：0-0.5；
5, initial bonding strength (steel ball number)：7—12；
6, maturation condition：40℃×72H.
By properties of product data it is found that the year of this product is moderate, adhesion strength is preferable, suitable for there is environmental requirement (low
VOC) all kinds of materials in field single or double pressure sensitive adhesive tape, automobile and confined space use, as vehicle internal decoration carpet,
The fields such as the adhering components such as seat and home decoration；The various interior trims in the stringent management and control fields VOC are fixed especially suitable for country,
Market prospects are very good.
In addition, embodiment 2 is compared with Example 1, viscosity reduces, and adhesion strength improves.
Claims (2)
1. a kind of environmentally-friendly acrylic ester adhesive, which is characterized in that it includes following components that its raw material is counted in parts by weight：Propylene
600 parts of acid butyl ester, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, 1144 parts of ethyl acetate, 5 parts of acrylic acid -2- hydroxyl ethyl esters,
7 parts of AIBN, 200 parts of rosin resin；
Further include property-modifying additive, it includes following components that the property-modifying additive is counted in parts by weight：Sulphur phosphorus brothers alkyl zinc salt 8
Part, 5 parts of sulfide isobutene, 3 parts of sulfurized alkylphenol calcium, 2 parts of pentaerythrite, 1 part of glycerol acrylate, 0.5 part of trimethyl phosphate,
0.3 part of nanoscale zirconia, 0.3 part of titanium carbide, 0.5 part of magnesium silicate.
2. a kind of preparation process of environmentally-friendly acrylic ester adhesive as described in claim 1, which is characterized in that specifically include
Following steps：
1）Following raw material is taken by weight ratio：600 parts of butyl acrylate, 60 parts of Isooctyl acrylate monomer, 55 parts of acrylic acid, acetic acid second
1144 parts of ester, 5 parts of acrylic acid -2- hydroxyl ethyl esters, AIBN7 parts, 200 parts of rosin resin；
2）400 parts of butyl acrylates, 60 parts of Isooctyl acrylate monomers and 500 parts of ethyl acetate are taken, are added in reaction kettle, in 60-
It is stirred 1 hour at 65 DEG C；
3）40 parts of acrylic acid, 4 parts of acrylic acid -2- hydroxyl ethyl esters are taken, step 2 is added to）In reaction kettle in, stirred at 60-65 DEG C
It mixes 0.5 hour；
4）200 parts of butyl acrylates, 100 parts of ethyl acetate, 15 parts of acrylic acid, 1 part of acrylic acid -2- hydroxyl ethyl ester is taken to be added to step
In reaction kettle in c, stirred 1 hour at 60-65 DEG C；
5）Take respectively 1.1 parts of AIBN, 0.6 part, 0.6 part, 0.3 part, 0.4 part, 4 parts, then take respectively 10 parts of ethyl acetate, 5 parts, 5
Part, 5 parts, 5 parts, 14 parts, the AIBN taken is dissolved separately in successively in taken ethyl acetate, and by obtain six parts of solution
It is added sequentially to step 4）In reaction kettle in, feeding interval is 20 minutes, after charging, is stirred at 70-80 DEG C 1 small
When；The property-modifying additive is after the completion of the step, and in being uniformly added into wherein in 10 minutes, 30 points are then stirred at 95 DEG C
Clock；
6）It takes 200 parts of rosin resins to be dissolved in 500 parts of ethyl acetate, step 5 is added to after dissolving）In reaction kettle in, 80
It is stirred 1 hour at DEG C, obtains environmentally-friendly acrylic ester adhesive.
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| CN110551455A (en) * | 2019-08-05 | 2019-12-10 | 安佐化学有限公司 | low-odor low-VOC benzene-free acrylate adhesive |
| DE102019217753A1 (en) * | 2019-11-18 | 2021-05-20 | Tesa Se | Flame-retardant pressure-sensitive adhesive |
| CN112852352B (en) * | 2021-01-06 | 2023-01-31 | 广东银洋环保新材料有限公司 | Water-based adhesive for compounding automobile carpet and preparation method thereof |
| CN114058297B (en) * | 2021-12-23 | 2022-12-13 | 平湖市浙江工业大学新材料研究院 | Preparation method of low-VOC halogen-free flame-retardant pressure-sensitive adhesive |
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| CN105238334B (en) * | 2015-11-12 | 2017-12-29 | 四川厚生天佐药业有限公司 | A kind of one pack system cross-linking type medical polyacrylate pressure-sensitive adhesive sticks agent |
| CN105542687B (en) * | 2016-02-29 | 2017-11-17 | 安佐化学有限公司 | A kind of acrylate adhesive preparation technology and products thereof |
| CN105950081B (en) * | 2016-06-23 | 2018-08-07 | 哈尔滨工业大学无锡新材料研究院 | High-low temperature resistant alternation pressure sensitive adhesive and preparation method thereof |
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Denomination of invention: An environment-friendly acrylate adhesive and its preparation process Effective date of registration: 20211026 Granted publication date: 20181102 Pledgee: Dushangang sub branch of Zhejiang Pinghu Rural Commercial Bank Co., Ltd Pledgor: YASUSA CHEMICAL Co.,Ltd. Registration number: Y2021330001966 |
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