CN109266296A - A kind of anaerobic type structure glue and preparation method thereof - Google Patents
A kind of anaerobic type structure glue and preparation method thereof Download PDFInfo
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- CN109266296A CN109266296A CN201810955316.4A CN201810955316A CN109266296A CN 109266296 A CN109266296 A CN 109266296A CN 201810955316 A CN201810955316 A CN 201810955316A CN 109266296 A CN109266296 A CN 109266296A
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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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8064—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds
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Abstract
The present invention provides a kind of anaerobic adhesive structure glues and preparation method thereof, which includes following components: self-control polyurethane acroleic acid oligomer, hydroxy acrylate monoesters, thickener, polymerization inhibitor, promotor, metal ion chelation agent, kicker, initiator.Polyurethane acroleic acid oligomer is synthesized by 15~25 parts of liquid methyl acrylate, 5~15 parts of solid bisphenol based compounds, 5~25 parts of diisocyanate monomers, 0.02~0.10 part of catalyst, 20~50 parts of polyether Glycols, 5~20 parts of liquid hydroxyl acrylate monoester class compounds.Anaerobic adhesive filling gap is larger, curing rate is fast, impact strength and shear strength are high, water-fast, heatproof, medium-resistance are excellent, structural bonding, the flangeseal etc. that can be used for various metals material are particularly suitable for the flange face sealing that temperature is higher, vibration is larger, has dielectric corrosion, metalwork bonding.
Description
Technical field
The present invention relates to adhesive areas, and in particular to a kind of anaerobic structure glue and preparation method thereof.
Background technique
Anaerobic adhesive abbreviation anaerobic adhesive is to inhibit One component Sealant stick made of principle to free radical using oxygen,
When coated face just can solidify with air exclusion and in the case where catalysis in room temperature rapid polymerization, can be used to be bonded, and can
For sealing.Anaerobic adhesive is a kind of multi-component mixed system, mainly based on acrylate, acrylic ester oligomer etc.
Resin is equipped with the raw materials such as promotor, kicker, polymerization inhibitor, initiator and mixes, other can also be added as needed and helps
Agent such as filler, dyestuff and pigment, thickener, thixotropic agent etc..Anaerobic adhesive can be applied because it is with unique anaerobic adhesive curing characteristics
In locking, sealing, fixing, bonding, leak stopping etc..Anaerobic adhesive has become the indispensable adhesive kind of machinery industry,
The industries such as aerospace, military project, automobile, machinery, electronics, electrical have to be widely applied very much.
According to related document, presently commercially available main anaerobic adhesive with
Based on following two categories: the epoxy acrylate of polyether-type acrylic or methacrylic acid and epoxy resin formation, this
Class monomer has good temperature tolerance, and resistance to medium, adhesive strength is higher, but impact flexibility is poor；By isocyanates, metering system
The propenoic methyl carbamate product that sour hydroxy ester and polyol reaction are formed, what this kind of monomer was prepared has good low temperature resistant
Property, impact resistance, but intensity is not high, and medium-resistance is poor, and especially acid-proof alkaline is often not so good as epoxy type.
The invention patent will develop a kind of anaerobic adhesive, which makes the bifunctionality polyurethane propylene synthesized by oneself by a kind of
Resin based on acid oligomer object, and be equipped with other components and mix.There is the preparation method of the oligomer raw material to be easy to get, synthesize
The features such as step is simple, process control, high product stability, with anaerobic adhesive prepared by the oligomer, can integrate on the market with
The advantages of upper two types anaerobic adhesive, while the defect of above two type anaerobic adhesive can be overcome again, fast with curing rate,
The advantages that filling gap is high, and has higher shear strength and impact resistant strength, and water-fast, temperature tolerance, medium-resistance are good, can use
The structural bond and temperature of the metals such as Yu Gang, copper, iron are higher, vibrate biggish flangeseal, or a small amount of promotion of cooperation
Agent, for metal and glass, plastics, electroplated layer structural bond.
Summary of the invention
The object of the present invention is to provide a kind of anaerobic adhesive structure glues and preparation method thereof.
In order to reach goal of the invention, specifically use following solution: the anaerobic adhesive presses quality proportioning, including with the following group
Point:
70~95 parts of polyurethane acroleic acid oligomer of self-control；
2~10 parts of hydroxy acrylate monoesters；
0~4 part of thickener；
0.02~0.20 part of polymerization inhibitor；
0.5~1.5 part of promotor；
0.1~0.5 part of metal ion chelation agent；
0.5~1.5 part of kicker；
1.0~3 parts of initiator.
Polyurethane acroleic acid oligomer is by following Material synthesis used in the present invention: 15~25 parts of liquid methyl acrylate, 5
~15 parts of solid bisphenol based compounds, 5~25 parts of diisocyanate monomers, 0.02~0.10 part of catalyst, 20~50 parts of polyethers
Dihydric alcohol, 5~20 parts of liquid hydroxyl acrylate monoester class compounds.Specific preparation method the following steps are included:
(1) it prepares the oligomer and needs closed reaction kettle, need drying nitrogen, and ensure to accurately control warm in kettle
Degree；
(2) liquid methyl acrylate is added into kettle, liquid methyl propylene then is added in solid bisphenol based compound
In acid esters, and (20-30) DEG C stirring is heated to being completely dissolved；
(3) diisocyanate monomer and catalyst is added, is passed through drying nitrogen protection, and be heated to temperature (45~55) DEG C
Insulation reaction (1-3) h；
(4) polyether Glycols are added, are passed through drying nitrogen protection, and be heated to (65~75) DEG C insulation reaction (1-3) h；
(5) liquid hydroxyl acrylate monoester class compound is added, is passed through drying nitrogen protection, heat preservation (65~75) DEG C is stirred
Mix reaction (0.5-1.5) h；
(6) it is cooled to room temperature, discharges up to polyurethane acroleic acid oligomer.
More specifically, solid bisphenol based compound selected in polyurethane acroleic acid oligomer preparation method can be selected double
Phenol A, hydrogenated bisphenol A etc., liquid methyl acrylate can select ethyl methacrylate, isobornyl methacrylate etc.,
Toluene di-isocyanate(TDI), methyl diphenylene diisocyanate etc. can be selected in diisocyanate monomer, and polyether Glycols can be selected
The polypropylene glycol of polytetrahydrofuran diol or molecular weight 2000 that molecular weight is 2000, liquid hydroxyl acrylate monoesters can be selected
Hydroxyethyl methacrylate, hydroxy propyl methacrylate.
More specifically, hydroxyethyl methacrylate first can be selected in anaerobic adhesive preparation of the present invention hydroxy acrylate monoesters used
Ester, hydroxyethyl methacrylate, hydroxy propyl methacrylate etc., preferably hydroxyethyl methacrylate；
Promotor used in anaerobic adhesive of the present invention is N, N- dimethyl-p-toluidine, N, N- diethyl-p-tlouidine, acetophenone
Hydrazine etc., preferably acetylphenylhydrazine；
Polymerization inhibitor used in anaerobic adhesive of the present invention is 1,4-naphthoquinone, Isosorbide-5-Nitrae-benzoquinones, hydroquinone etc., preferably Isosorbide-5-Nitrae-benzoquinones；
Kicker used in anaerobic adhesive of the present invention is saccharin；Chelating agent used in anaerobic adhesive of the present invention is EDTA-4Na salt；
Initiator used in anaerobic adhesive of the present invention be isopropylbenzene peroxidating, benzoyl peroxide, tert-butyl peroxide, preferably
Isopropyl benzene hydroperoxide；
Thickener used in anaerobic adhesive of the present invention can be polyvinyl acetate particle or fumaric acid polyurethane powder etc..
The preparation method of anaerobic adhesive of the present invention the following steps are included:
(1) it prepares the anaerobic adhesive and needs a planetary stirred tank, and controllable kettle interior reaction temperature is at (20-50) DEG C；
(2) self-control polyurethane acroleic acid oligomer is added into kettle, and hydroxy acrylate monoesters is added, promotion is added
Agent, kicker, polymerization inhibitor, metal ion chelation agent, and it is heated to (20-30) DEG C, it is molten to continue stirring until added solid particle
Solution is complete, and liquid is uniformly mixed；
(3) thickener etc. is added, and is heated to (30-50) DEG C, continues stirring until solid particle dissolution completely, dispersion is equal
It is even；
(4) after being cooled to (20-30) DEG C, initiator is added, continue stirring until it is whole uniformly after plastic emitting to get anaerobic adhesive.
It is compared with the prior art, the present invention has the advantage that anaerobic adhesive filling gap is larger, curing rate is fast, punching
Hit intensity and shear strength are high, and water-fast, heatproof, medium-resistance are excellent, can be used for structural bonding, the method for various metals material
Blue disk sealing etc. is particularly suitable for the flange face sealing that temperature is higher, vibration is larger, has dielectric corrosion, metalwork bonding.
Specific embodiment
Embodiment one
A kind of anaerobic adhesive, in mass ratio by 91 parts of self-control polyurethane acroleic acid oligomer, 6 parts of hydroxyethyl methacrylate,
0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.03 part of 1,4- benzoquinones, 0.4 part of EDTA-4Na salt, 1.6 parts of isopropyl benzene hydroperoxide systems
At the method for preparation are as follows:
Polyurethane acroleic acid oligomer is prepared according to the following steps in the first step；
(1) 21 parts of isobornyl methacrylates are added into closed reaction kettle, then 9 parts of hydrogenated bisphenol As are added
Wherein, and (25-30) DEG C stirring is heated to being completely dissolved；
(2) 15 parts of toluene diisocyanate monomers and 0.05 part of dibutyl tin dilaurate is added, is passed through drying nitrogen guarantor
Shield, and it is heated to temperature (45~50) DEG C insulation reaction 2.5h；
(3) 40 parts of polytetrahydrofuran diols (molecular weight 2000) are added, are passed through drying nitrogen protection, and be heated to (65
~70) DEG C insulation reaction 2h；
(4) add 15 parts of liquid methyl hydroxypropyl acrylates, be passed through drying nitrogen protection, and it is anti-to keep the temperature (65~70) DEG C stirring
Answer 1h；
(5) it is cooled to room temperature, discharges up to polyurethane acroleic acid oligomer.
Anaerobic adhesive is prepared according to the following steps in second step.
(1) 91 parts of above-mentioned polyurethane acroleic acid oligomer is added into planet kettle, and hydroxyethyl methacrylate 6 is added
Part is added 0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.03 part of Isosorbide-5-Nitrae-benzoquinones, 0.4 part of EDTA-4Na salt, and is heated to (20-30)
DEG C, continue stirring until solid particle dissolution completely, liquid is uniformly mixed；
(2) it is cooled to (20-30) DEG C, is added 1.6 parts of isopropyl benzene hydroperoxide, continues stirring until plastic emitting after evenly mixing,
Up to anaerobic adhesive.
Embodiment two
A kind of anaerobic adhesive, in mass ratio by 90 parts of self-control polyurethane acroleic acid oligomer, 4 parts of hydroxyethyl methacrylate,
0.8 part of N, N- diethyl-p-tlouidine, 0.3 part of saccharin, 0.03 part of 1,4- benzoquinones, 0.2 part of EDTA-4Na salt, tert-butyl hydroperoxide
2 parts of hydrogen are made, the method for preparation are as follows:
Polyurethane acroleic acid oligomer is prepared according to the following steps in the first step；
(1) 22 parts of isobornyl methacrylates are added into closed reaction kettle, then 10 parts of hydrogenated bisphenol As are added
Wherein, and (25-30) DEG C stirring is heated to being completely dissolved；
(2) 16 parts of toluene diisocyanate monomers and 0.05 part of dibutyl tin dilaurate is added, is passed through drying nitrogen guarantor
Shield, and it is heated to temperature (45~50) DEG C insulation reaction 2.5h；
(3) 43 parts of polytetrahydrofuran diols (molecular weight 2000) are added, are passed through drying nitrogen protection, and be heated to (65
~70) DEG C insulation reaction 2h；
(4) add 20 parts of liquid methyl hydroxypropyl acrylates, be passed through drying nitrogen protection, and it is anti-to keep the temperature (65~70) DEG C stirring
Answer 1h；
(5) it is cooled to room temperature, discharges up to polyurethane acroleic acid oligomer.
Anaerobic adhesive is prepared according to the following steps in second step.
(1) 90 parts of above-mentioned polyurethane acroleic acid oligomer is added into planet kettle, and hydroxyethyl methacrylate 4 is added
Part is added N, 0.8 part of N- diethyl-p-tlouidine, 0.3 part of saccharin, 0.03 part of Isosorbide-5-Nitrae-benzoquinones, 0.2 part of EDTA-4Na salt, and adds
Heat continues stirring until solid particle dissolution completely, liquid is uniformly mixed to (20-30) DEG C；
(2) it is cooled to (20-30) DEG C, is added 2 parts of tert-butyl hydroperoxide, continues stirring until plastic emitting after evenly mixing, i.e.,
Obtain anaerobic adhesive.
Embodiment three
A kind of anaerobic adhesive, in mass ratio by 85 parts of self-control polyurethane acroleic acid oligomer, 8 parts of hydroxyethyl methacrylate,
0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.02 part of 1,4- benzoquinones, 0.4 part of EDTA-4Na salt, 3 parts of fumaric acid unsaturated polyester (UP) powder,
1.6 parts of isopropyl benzene hydroperoxide are made, the method for preparation are as follows:
Polyurethane acroleic acid oligomer is prepared according to the following steps in the first step；
(1) 20 parts of methyl methacrylates are added into closed reaction kettle, are then added thereto 9 parts of hydrogenated bisphenol As,
And (25-30) DEG C stirring is heated to being completely dissolved；
(2) 22 parts of methyl diphenylene diisocyanate monomers and 0.05 part of dibutyl tin dilaurate is added, is passed through drying
Nitrogen protection, and it is heated to temperature (45~50) DEG C insulation reaction 2h；
(3) 38 parts of polypropylene glycols (molecular weight 2000) are added, are passed through drying nitrogen protection, and be heated to (65~70) DEG C
Insulation reaction 2h；
(4) 13 parts of liquid methyl hydroxy-ethyl acrylates are added, are passed through drying nitrogen protection, and keep the temperature (65~70) DEG C stirring
React 1h；
(5) it is cooled to room temperature, discharges up to polyurethane acroleic acid oligomer.
Anaerobic adhesive is prepared according to the following steps in second step.
(1) 85 parts of above-mentioned polyurethane acroleic acid oligomer is added into planet kettle, and hydroxyethyl methacrylate 8 is added
Part is added 0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.02 part of Isosorbide-5-Nitrae-benzoquinones, 0.4 part of EDTA-4Na salt, and is heated to (20-30)
DEG C, continue stirring until solid particle dissolution completely, liquid is uniformly mixed；
(2) 3 parts of fumaric acid unsaturated polyester (UP) powder is added, and is heated to (30-50) DEG C, continues stirring until resin-oatmeal and has dissolved
Entirely, liquid is uniformly mixed；
(3) it is cooled to (20-30) DEG C, is added 1.6 parts of isopropyl benzene hydroperoxide, continues stirring until plastic emitting after evenly mixing,
Up to anaerobic adhesive.
Embodiment one, embodiment two, three anaerobic adhesive correlated performance of embodiment are tested, testing standard is held referring to enterprise's mark
Row, wherein wet and heat ageing resistant strength test method are as follows: the exemplar prepared is placed on 85 DEG C, is kept in RH85% environment
168h is cooled to room temperature test shear strength after taking-up；Measure storage stability measurement are as follows: glue 20ml is injected into the poly- second of 50ml
In alkene test tube, be put into (80 ± 2) DEG C heated-air circulation oven, place 4h after observation glue whether gel.Test result is as follows table
It is shown:
As can be seen from the above data, anaerobic adhesive in the present invention not only shear strength and impact strength with higher,
And curing rate is fast, and stable storing is good, and for the strength retention after wet and heat ageing resistant 80% or more, this illustrates the anaerobic adhesive
Can meet the needs of structural bond, badly, under the biggish operating condition of vibration use, can solidify rapidly, and can be very in ambient condition
Reach higher solidification intensity fastly, has significant advantage compared with other types anaerobic adhesive.
The above are the descriptions of the embodiment of the present invention to keep this field professional by the foregoing description of the disclosed embodiments
Technical staff can be realized or using the present invention.Various modifications to these embodiments are for those skilled in the art
Be it will be apparent that the general principles defined herein can without departing from the spirit or scope of the present invention,
It is realized in other embodiments.Therefore, the present invention will not be limited to the embodiments shown herein, and is to fit to and this
Principle disclosed in text and the consistent widest scope of features of novelty.
Claims (7)
1. a kind of anaerobic adhesive structure glue, which is characterized in that press quality proportioning, including following components:
70~95 parts of polyurethane acroleic acid oligomer of self-control；
2~10 parts of hydroxy acrylate monoesters；
0~4 part of thickener；
0.02~0.20 part of polymerization inhibitor；
0.5~1.5 part of promotor；
0.1~0.5 part of metal ion chelation agent；
0.5~1.5 part of kicker；
1.0~3 parts of initiator；
Self-control polyurethane acroleic acid oligomer used of the invention is synthesized by the following mass ratio of following raw material: 15~25 parts of liquid methyls
Acrylate, 5~15 parts of solid bisphenol based compounds, 5~25 parts of diisocyanate monomers, 0.02~0.10 part of catalyst, 20
~50 parts of polyether Glycols, 5~20 parts of liquid hydroxyl acrylate monoester class compounds；Specific preparation method includes following step
It is rapid:
(1) it prepares the oligomer and needs closed reaction kettle, need drying nitrogen, and ensure to accurately control temperature in the kettle；
(2) liquid methyl acrylate is added into kettle, liquid methyl acrylate then is added in solid bisphenol based compound
In, and (20-30) DEG C stirring is heated to being completely dissolved；
(3) diisocyanate monomer and catalyst is added, is passed through drying nitrogen protection, and is heated to temperature (45~55) DEG C heat preservation
React (1-3) h；
(4) polyether Glycols are added, are passed through drying nitrogen protection, and be heated to (65~75) DEG C insulation reaction (1-3) h；
(5) liquid hydroxyl acrylate monoester class compound is added, is passed through drying nitrogen protection, heat preservation (65~75) DEG C stirring is anti-
Answer (0.5-1.5) h；
(6) it is cooled to room temperature, discharges up to polyurethane acroleic acid oligomer.
2. a kind of anaerobic adhesive structure glue as described in claim 1, which is characterized in that self-control polyurethane acroleic acid oligomer preparation
Selected solid bisphenol based compound is bisphenol-A or hydrogenated bisphenol A in method, and liquid methyl acrylate is methacrylic acid
Ethyl ester or isobornyl methacrylate, diisocyanate monomer are toluene di-isocyanate(TDI) or diphenylmethane diisocyanate
Ester, polyether Glycols are the polypropylene glycol of the polytetrahydrofuran diol that molecular weight is 2000 or molecular weight 2000, liquid hydroxyl third
Olefin(e) acid ester monoesters is hydroxyethyl methacrylate or hydroxy propyl methacrylate.
3. a kind of anaerobic adhesive structure glue as described in claim 1, which is characterized in that hydroxy acrylate monoesters is metering system
Sour hydroxyl methyl esters, hydroxyethyl methacrylate or hydroxy propyl methacrylate；
Promotor is N, N- dimethyl-p-toluidine, N, N- diethyl-p-tlouidine or acetylphenylhydrazine；
Polymerization inhibitor is 1,4- naphthoquinones, 1,4- benzoquinones or hydroquinone etc.；
Kicker is saccharin；
Chelating agent is EDTA-4Na salt；
Initiator is isopropylbenzene peroxidating, benzoyl peroxide or tert-butyl peroxide；
Thickener is polyvinyl acetate particle or fumaric acid polyurethane powder.
4. a kind of anaerobic adhesive structure glue as claimed in claim 3, which is characterized in that in mass ratio by self-control polyurethane acroleic acid
91 parts of oligomer, 6 parts of hydroxyethyl methacrylate, 0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.03 part of 1,4- benzoquinones, EDTA-
0.4 part of 4Na salt, 1.6 parts of isopropyl benzene hydroperoxide be made.
5. a kind of anaerobic adhesive structure glue as claimed in claim 3, which is characterized in that in mass ratio by self-control polyurethane acroleic acid
90 parts of oligomer, 4 parts of hydroxyethyl methacrylate, N, 0.8 part of N- diethyl-p-tlouidine, 0.3 part of saccharin, 1,4- benzoquinones 0.03
Part, 0.2 part of EDTA-4Na salt, 2 parts of tert-butyl hydroperoxide be made.
6. a kind of anaerobic adhesive structure glue as claimed in claim 3, which is characterized in that in mass ratio by self-control polyurethane acroleic acid
85 parts of oligomer, 8 parts of hydroxyethyl methacrylate, 0.5 part of acetylphenylhydrazine, 0.5 part of saccharin, 0.02 part of 1,4- benzoquinones, EDTA-
0.4 part of 4Na salt, 3 parts of fumaric acid unsaturated polyester (UP) powder, 1.6 parts of isopropyl benzene hydroperoxide be made.
7. a kind of preparation method of anaerobic adhesive structure glue as described in claim 1, which comprises the following steps:
(1) it prepares the anaerobic adhesive and needs a planetary stirred tank, and controllable kettle interior reaction temperature is at (20-50) DEG C；
(2) self-control polyurethane acroleic acid oligomer is added into kettle, and hydroxy acrylate monoesters is added, promotor is added, helps
Promotor, polymerization inhibitor, metal ion chelation agent, and it is heated to (20-30) DEG C, it continues stirring until added solid particle and has dissolved
Entirely, and liquid is uniformly mixed；
(3) thickener etc. is added, and is heated to (30-50) DEG C, continues stirring until solid particle dissolution completely, is uniformly dispersed；
(4) after being cooled to (20-30) DEG C, initiator is added, continue stirring until it is whole uniformly after plastic emitting to get anaerobic adhesive.
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| CN111040720A (en) * | 2019-12-19 | 2020-04-21 | 烟台德邦科技有限公司 | Rapid-positioning bi-component polyurethane adhesive and preparation method thereof |
| CN112126386A (en) * | 2020-09-24 | 2020-12-25 | 邵阳把兄弟新材料科技有限公司 | Low-temperature-resistant refrigerating pipeline sealant and preparation method and application thereof |
| CN114716966A (en) * | 2022-05-17 | 2022-07-08 | 烟台信友新材料有限公司 | Flexible anaerobic adhesive applicable to large-gap curing and used for sealing pipe threads |
| CN117264594A (en) * | 2023-09-12 | 2023-12-22 | 湖南世纪特邦新材料有限公司 | High-pressure-resistant anaerobic adhesive and preparation method and application thereof |
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| CN109266296B (en) | 2020-04-03 |
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