CN110643317B - Anaerobic adhesive composition and preparation method thereof - Google Patents
Anaerobic adhesive composition and preparation method thereof Download PDFInfo
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- CN110643317B CN110643317B CN201910909330.5A CN201910909330A CN110643317B CN 110643317 B CN110643317 B CN 110643317B CN 201910909330 A CN201910909330 A CN 201910909330A CN 110643317 B CN110643317 B CN 110643317B
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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
- 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
-
- 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
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides an anaerobic adhesive composition and a preparation method thereof, belonging to the technical field of adhesives. The composite acid is added, so that the initial curing time of the anaerobic adhesive can be effectively reduced, the chitosan can chelate metal ions due to the inevitable contact with metal equipment in the production process, the content of the metal ions can be greatly reduced, the viscosity of the anaerobic adhesive can be maintained in a reasonable range for a long time, the stability of the anaerobic adhesive composition is improved, and the storage period of the anaerobic adhesive composition is prolonged.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to an anaerobic adhesive composition and a preparation method thereof.
Background
Anaerobic adhesive is also known as anaerobic adhesive, thread adhesive and mechanical adhesive, is a single-component sealing adhesive prepared by utilizing the principle of inhibiting polymerization of oxygen to free radicals, and can be used for bonding and sealing. When the coated surface is isolated from air and catalyzed, the polymer can be rapidly polymerized and cured at room temperature. The anaerobic adhesive has unique anaerobic adhesive curing characteristic, and can be applied to the aspects of locking, sealing, fixing, bonding, leaking stoppage and the like. Anaerobic adhesives have become indispensable liquid tools in the mechanical industry. The method has wide application in the industries of aerospace, war industry, automobiles, machinery, electronics, electricity and the like.
The anaerobic adhesive disclosed in the prior art has the problems of poor stability and long initial curing time.
Disclosure of Invention
In view of the above, the present invention provides an anaerobic adhesive composition and a preparation method thereof. The anaerobic adhesive composition provided by the invention has good stability and short initial curing time.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides an anaerobic adhesive composition which is prepared from the following raw materials in parts by mass:
100 parts of acrylate monomer resin, 40-50 parts of chitosan, 10-15 parts of initiator, 10-15 parts of accelerator, 20-25 parts of tackifier and 5-10 parts of composite acid, wherein the composite acid comprises at least two of maleic acid, ascorbic acid, acrylic acid, methacrylic acid, naphthenic acid and isocyanic acid.
Preferably, the preparation raw materials of the anaerobic adhesive composition also comprise 2-5 parts of coffee fiber and 0.5-1 part of rosin resin.
Preferably, the composite acid is a mixture of methacrylic acid and isocyanic acid, and the mass ratio of the methacrylic acid to the isocyanic acid in the mixture is 1: 2.
Preferably, the acrylate monomer resin comprises one or more of urethane acrylate, hydroxypropyl methacrylate, and stearic acid acrylate.
Preferably, the adhesion promoter is silica, calcium oxide, carbon black or magnesium hydroxide.
Preferably, the chitosan has a deacetylation degree of 80 to 90% and a viscosity average molecular weight of 1 × 105 to 1.5 × 105.
Preferably, the raw materials for preparing the anaerobic adhesive composition also comprise a chelating agent, and the chelating agent is ethylenediamine tetraacetic acid and/or ethylenediamine tetraacetic acid tetrasodium salt.
Preferably, the initiator comprises one or more of cumene hydroperoxide, tert-butyl peroxybenzoate and benzoyl peroxide.
Preferably, the accelerator comprises one or more of N, N-dimethylaniline, acetophenylhydrazine and benzoyl hydrazine.
The invention also provides a preparation method of the anaerobic adhesive composition, which comprises the following steps:
mixing acrylate monomer resin, chitosan, an initiator, an accelerator, a tackifier and composite acid, and filtering to obtain the anaerobic adhesive composition.
The invention provides an anaerobic adhesive composition which is prepared from the following raw materials in parts by mass: 100 parts of acrylate monomer resin, 40-50 parts of chitosan, 10-15 parts of initiator, 10-15 parts of accelerator, 20-25 parts of tackifier and 5-10 parts of composite acid, wherein the composite acid comprises at least two of maleic acid, ascorbic acid, acrylic acid, methacrylic acid, naphthenic acid and isocyanic acid. The composite acid is added, so that the initial curing time of the anaerobic adhesive can be effectively reduced, the chitosan can chelate metal ions due to the inevitable contact with metal equipment in the production process, the content of the metal ions can be greatly reduced, the viscosity of the anaerobic adhesive can be maintained in a reasonable range for a long time, the stability of the anaerobic adhesive composition is improved, and the storage period of the anaerobic adhesive composition is prolonged.
Further, the invention mixes the coffee fiber in the formula to improve the mechanical strength, and the rosin resin to improve the viscosity, so that the viscosity is further maintained in a reasonable range.
Furthermore, the invention has no release of irritant gas in the preparation process, thereby greatly reducing the harm to human body.
Detailed Description
The invention provides an anaerobic adhesive composition which is prepared from the following raw materials in parts by mass:
100 parts of acrylate monomer resin, 40-50 parts of chitosan, 10-15 parts of initiator, 10-15 parts of accelerator, 20-25 parts of tackifier and 5-10 parts of composite acid, wherein the composite acid comprises at least two of maleic acid, ascorbic acid, acrylic acid, methacrylic acid, naphthenic acid and isocyanic acid.
In the present invention, the acrylate monomer resin preferably includes one or more of urethane acrylate, hydroxypropyl methacrylate, and stearic acid acrylate. When the acrylate monomer resin is preferably a mixture, the ratio of each substance in the mixture is not particularly limited, and any ratio of the mixture may be used.
Based on the mass parts of the acrylate monomer resin, the preparation raw material of the anaerobic adhesive composition preferably comprises 42-46 parts of chitosan. In the present invention, the degree of deacetylation of the chitosan is preferably 80 to 90%, more preferably 83 to 85%, and the viscosity average molecular weight is preferably 1 × 105 to 1.5 × 105. The chitosan can chelate metal ions, the content of the metal ions can be greatly reduced, the viscosity of the anaerobic adhesive can be maintained in a reasonable range for a long time, the stability of the anaerobic adhesive composition is improved, and the storage period of the anaerobic adhesive composition is prolonged. The source of the chitosan is not particularly limited in the present invention, and commercially available products known to those skilled in the art may be used.
Based on the mass portion of the acrylate monomer resin, the raw materials for preparing the anaerobic adhesive composition preferably comprise 6 to 8 portions of composite acid. In the present invention, the complex acid is preferably a mixture of methacrylic acid and isocyanic acid, and the mass ratio of methacrylic acid to isocyanic acid in the mixture is preferably 1: 2. The composite acid is added, so that the initial curing time of the anaerobic adhesive can be effectively reduced. The sources of the maleic acid, ascorbic acid, acrylic acid, methacrylic acid, naphthenic acid and isocyanic acid are not particularly limited in the present invention, and commercially available products well known to those skilled in the art may be used.
Based on the mass portion of the acrylate monomer resin, the raw materials for preparing the anaerobic adhesive composition preferably comprise 12 to 14 portions of the initiator. In the present invention, the initiator preferably includes one or more of cumene hydroperoxide, tert-butyl peroxybenzoate and benzoyl peroxide. When the initiator is preferably a mixture, the ratio of each substance in the mixture is not particularly limited, and any ratio of the mixture may be used.
Based on the mass part of the acrylate monomer resin, the preparation raw material of the anaerobic adhesive composition preferably comprises 12-14 parts of an accelerator. In the present invention, the accelerator preferably includes one or more of N, N-dimethylaniline, acetophenone hydrazine and benzoyl hydrazine. When the accelerator is preferably a mixture, the ratio of each substance in the mixture is not particularly limited, and any ratio of the mixture may be used.
Based on the mass parts of the acrylate monomer resin, the preparation raw material of the anaerobic adhesive composition preferably comprises 22-24 parts of tackifier. In the present invention, the tackifier is preferably silica, calcium oxide, carbon black or magnesium hydroxide. When the tackifier is preferably a mixture, the proportion of each substance in the mixture is not particularly limited, and any proportion of the mixture may be used.
In the invention, the raw materials for preparing the anaerobic adhesive composition preferably further comprise 2-5 parts of coffee fiber and 0.5-1 part of rosin resin. The invention mixes coffee fiber in the formula to improve the mechanical strength, and rosin resin to improve the viscosity, so that the viscosity is further maintained in a reasonable range.
In the invention, the raw materials for preparing the anaerobic adhesive composition preferably further comprise a chelating agent, the dosage of the chelating agent is preferably 0.5-1 part, and the chelating agent is ethylenediamine tetraacetic acid and/or ethylenediamine tetraacetic acid tetrasodium salt. According to the invention, the chelating agent is preferably added for chelating metal ions, so that the influence of the metal ions as a curing accelerator on the storage stability is avoided.
The invention also provides a preparation method of the anaerobic adhesive composition, which comprises the following steps:
mixing acrylate monomer resin, chitosan, an initiator, an accelerator, a tackifier and composite acid, and filtering to obtain the anaerobic adhesive composition.
The present invention is not particularly limited to the specific mixing and filtering method, and the mixing and filtering method known to those skilled in the art may be used.
In order to further illustrate the present invention, the anaerobic adhesive composition and the preparation method thereof provided by the present invention will be described in detail with reference to examples, which should not be construed as limiting the scope of the present invention.
Examples 1 to 6
The raw materials were prepared according to the formulation in table 1, and the anaerobic adhesive compositions were obtained by mixing and filtering the raw materials. In examples 1 to 5, the degree of deacetylation of chitosan was 80%, and the viscosity-average molecular weight was 1X 105. The degree of deacetylation of chitosan in example 6 was 90%, and the viscosity-average molecular weight was 1.5X 105.
Initial fixation time: the initial curing time of examples 1 to 6 was measured by the method provided in "HB-5325 test method for anaerobic adhesive curing speed for aviation"; storage stability: the samples of examples 1 to 6 were each sealed in a low density polyethylene tube in an amount of half of the polyethylene tube. The filled polyethylene tubes were placed in an oven at 80 ℃ to produce a gel as a node. Recording the time from the sample being placed in the oven until the gel appears; torque strength: the samples were tested separately using the method described in Standard GB/T18747.1-2002 determination of Torque Strength of anaerobic adhesive (threaded fasteners). The results are shown in Table 2. As can be seen from Table 2, the anaerobic adhesive composition provided by the invention has good stability and short initial setting time, the mechanical strength (torque strength) can be improved by mixing coffee fibers, the viscosity can be improved by mixing rosin resin, and the stability of the anaerobic adhesive composition can be further improved on the premise of not influencing the initial setting time and the torque strength by controlling the deacetylation degree and the viscosity average molecular weight of chitosan.
Table 1 examples 1 to 6 raw material formulas (parts by mass)
TABLE 2 results of performance test of anaerobic adhesive compositions prepared in examples 1 to 6
| Item | Initial fixation time/min | Storage stability/h | Torque strength/N.m |
| Example 1 | 8.6 | 57 | 45 |
| Example 2 | 7.1 | 64 | 52 |
| Example 3 | 6.7 | 74 | 38 |
| Example 4 | 4 | 72 | 39 |
| Example 5 | 5.4 | 84 | 40 |
| Example 6 | 4.6 | 89 | 41 |
The foregoing is merely a preferred embodiment of the invention and is not intended to limit the invention in any manner. It should be noted that, for those skilled in the art, without departing from the principle of the present invention, several improvements and modifications can be made, and these improvements and modifications should also be construed as the protection scope of the present invention.
Claims (3)
1. The anaerobic adhesive composition is characterized by being prepared from the following raw materials in parts by mass:
100 parts of acrylate monomer resin, 50 parts of chitosan, 15 parts of initiator benzoyl peroxide, 15 parts of accelerator N, N-dimethylaniline, 25 parts of tackifier calcium oxide and alpha4 parts of acrylic acid, 2 parts of isocyanic acid, 1 part of rosin resin and 0.5 part of chelating agent ethylene diamine tetraacetic acid; the deacetylation degree of the chitosan is 80 percent, and the viscosity average molecular weight is 1 multiplied by 10 5 。
2. The anaerobic adhesive composition according to claim 1, wherein the acrylate monomer resin comprises one or more of urethane acrylate, hydroxypropyl methacrylate and stearic acid acrylate.
3. A method for preparing the anaerobic adhesive composition of claim 1 or 2, comprising the steps of:
mixing acrylate monomer resin, chitosan, an initiator, an accelerator, a tackifier, methacrylic acid, isocyanic acid, rosin resin and a chelating agent, and filtering to obtain the anaerobic adhesive composition.
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| CN201910909330.5A CN110643317B (en) | 2019-09-25 | 2019-09-25 | Anaerobic adhesive composition and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910909330.5A CN110643317B (en) | 2019-09-25 | 2019-09-25 | Anaerobic adhesive composition and preparation method thereof |
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| CN110643317A CN110643317A (en) | 2020-01-03 |
| CN110643317B true CN110643317B (en) | 2023-03-24 |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101735734A (en) * | 2008-11-04 | 2010-06-16 | 广东恒大新材料科技有限公司 | Anaerobic adhesive initiator composite and anaerobic adhesive containing initiator |
| CN106520014A (en) * | 2016-10-31 | 2017-03-22 | 南宁珀源能源材料有限公司 | Starch anaerobic glue having good storage stability and preparation method thereof |
| CN107189701A (en) * | 2017-07-03 | 2017-09-22 | 上海都伟光伏科技有限公司 | A kind of high temperature resistant anaerobism acrylic acid adhesive |
| CN107722842A (en) * | 2017-11-07 | 2018-02-23 | 广东三和控股有限公司 | A kind of quick-drying, high stability anaerobic adhesive and preparation method thereof |
| CN108977135A (en) * | 2017-05-31 | 2018-12-11 | 比亚迪股份有限公司 | Anaerobic oxygen rubber composition, anaerobic adhesive and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005060650A (en) * | 2003-07-25 | 2005-03-10 | Three Bond Co Ltd | Anaerobic curable composition |
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- 2019-09-25 CN CN201910909330.5A patent/CN110643317B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101735734A (en) * | 2008-11-04 | 2010-06-16 | 广东恒大新材料科技有限公司 | Anaerobic adhesive initiator composite and anaerobic adhesive containing initiator |
| CN106520014A (en) * | 2016-10-31 | 2017-03-22 | 南宁珀源能源材料有限公司 | Starch anaerobic glue having good storage stability and preparation method thereof |
| CN108977135A (en) * | 2017-05-31 | 2018-12-11 | 比亚迪股份有限公司 | Anaerobic oxygen rubber composition, anaerobic adhesive and preparation method thereof |
| CN107189701A (en) * | 2017-07-03 | 2017-09-22 | 上海都伟光伏科技有限公司 | A kind of high temperature resistant anaerobism acrylic acid adhesive |
| CN107722842A (en) * | 2017-11-07 | 2018-02-23 | 广东三和控股有限公司 | A kind of quick-drying, high stability anaerobic adhesive and preparation method thereof |
Non-Patent Citations (2)
| Title |
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| 快速固化高稳定性厌氧胶的制备;欧静等;《粘接》;20120310;第33卷(第3期);第30-31页 * |
| 金属对厌氧胶贮存稳定性的影响;杨颖泰;《粘接》;20051231;第26卷(第4期);第57-59页 * |
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