CN111040720B - Rapid-positioning bi-component polyurethane adhesive and preparation method thereof - Google Patents
Rapid-positioning bi-component polyurethane adhesive and preparation method thereof Download PDFInfo
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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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/36—Hydroxylated esters of higher fatty acids
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6662—Compounds of group C08G18/42 with compounds of group C08G18/36 or hydroxylated esters of higher fatty acids of C08G18/38
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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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
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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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
Abstract
The invention relates to a fast-positioning bi-component polyurethane adhesive which comprises A, B two components, wherein the mass ratio of the A, B two components is 1:1, and the A component comprises the following raw materials in parts by mass: 90 parts of polyurethane prepolymer; 10 parts of glass fiber powder; 0.1-0.5 part of initiator; the component B comprises the following raw materials in parts by mass: 15-20 parts of polyester polyol; 10-20 parts of castor oil; 15-20 parts of acrylate polyol; 0.5-2 parts of adhesion promoter; 20-25 parts of glass fiber powder; 0.5-1 part of an accelerator; 4-6 parts of gas-phase silicon; the invention has very low viscosity in the early stage of use, the viscosity rapidly rises and solidifies after reaching a certain time to realize low-temperature rapid positioning, the application of the two-component polyurethane adhesive in the electronic industry is greatly widened, the two-component polyurethane adhesive can be solidified at low temperature, the energy consumption is greatly reduced, and the two-component polyurethane adhesive has excellent adhesive property.
Description
Technical Field
The invention belongs to the field of polyurethane adhesives, and particularly relates to a polyurethane adhesive for a fast-positioning bi-component polyurethane adhesive and a preparation method thereof.
Background
With the development of science and technology, electronic consumer products become an indispensable part of people's lives, the production of the electronic consumer products is developed towards the trend of automatic flow line production, and the adhesive, which is an indispensable part of the manufacture of the electronic consumer products, is also developed towards the trends of rapid positioning, low-temperature curing and long operation time.
Adhesives used in the current electronic consumer products mainly comprise three types of PUR, UV and two-component acrylic structural adhesives; although the PUR and the UV adhesive can meet the requirements of quick positioning, low-temperature curing and the like, the use conditions of the PUR and the UV adhesive are very harsh, the PUR needs to be subjected to high-temperature dispensing and cannot realize high-strength bonding, and the UV cannot realize curing in places which cannot be irradiated; the double-component acrylic adhesive meets the requirements, but has the environmental protection problems of strong smell and the like. Therefore, an adhesive which can meet the use requirements of electronic consumer products and is environment-friendly needs to be developed urgently, the two-component polyurethane adhesive not only has excellent adhesion to various substrates, can be cured at room temperature, is not influenced by the environment, but also can meet the environment-friendly requirements of zero VOC and the like, and the traditional two-component polyurethane adhesive is influenced by a self-curing mechanism and cannot realize quick positioning on the premise of providing sufficient operation time.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a quick-positioning two-component polyurethane adhesive composition, the viscosity of the adhesive provided by the invention is extremely small in change in the early stage of use, but the adhesive can realize quick positioning in a room temperature environment after the dispensing is finished, and the requirement for bonding and fixing electronic consumer goods can be completely met.
In order to achieve the purpose, the invention is realized by the following technical scheme:
the fast-positioning bi-component polyurethane adhesive is characterized by comprising A, B two components, wherein the mass ratio of the A, B two components is 1: 1;
the component A comprises the following raw materials in parts by mass:
90 parts of polyurethane prepolymer;
10 parts of glass fiber powder;
0.1-0.5 part of initiator;
the component B comprises the following raw materials in parts by mass:
15-20 parts of polyester polyol;
10-20 parts of castor oil;
15-20 parts of acrylate polyol;
0.5-2 parts of adhesion promoter;
20-25 parts of glass fiber powder;
0.5-1 part of an accelerator;
4-6 parts of gas-phase silicon;
the polyester polyol is a mixture of two or three of Sovermol1092, Sovermol815 and Sovermol920 produced by Basff.
The acrylate polyol is synthesized by adopting the following method:
taking 1mol of epoxy resin and 2mol of acrylic acid to react for 1.5-2h under the catalysis of 2,4, 6-tri (dimethylamine methyl) phenol at the temperature of 100-120 ℃ to prepare a target product, wherein the reaction equation is as follows:
The glass fiber powder is one of 800 meshes and 1250 meshes.
The adhesion promoter is one or a mixture of two of Silquest Y15744 produced by Meiji and A-Link599 produced by Dow Corning, or one of AL-M, TTS and 46B produced by ajinomoto.
The gas-phase silicon is one of R202 and R8200 of degussa.
The initiator is one of benzoyl peroxide and azobisisobutyronitrile.
The accelerator is one of dimethylaniline, dimethyl p-toluidine and aldehyde-amine condensate.
The method for the fast-fixing two-component polyurethane adhesive is characterized in that: the method comprises the following steps:
preparing a polyurethane prepolymer: 40 parts of T400 produced by Van. texus is added into a reactor, dehydrated for 2.5 hours under the conditions of 120 ℃ and 0.08-0.1MPa of vacuum degree, cooled to 50 ℃, slowly dropped into the reactor containing 98-117 parts of liquefied MDI, heated to 80 ℃ and reacted until the mass percentage of-NCO groups is 12-14%, thus obtaining the polyurethane prepolymer.
Preparation of component A: adding 90 parts of polyurethane prepolymer, 10 parts of glass fiber powder and 0.1-0.5 part of initiator into a reaction kettle, uniformly stirring to obtain a component A, and filling nitrogen for sealing and storing.
Preparation of the component B: taking 15-20 parts of polyester polyol, 10-20 parts of castor oil, 15-20 parts of acrylate polyol, 0.5-2 parts of adhesion promoter, 20-25 parts of glass fiber powder, 4-6 parts of gas phase silicon and 0.1-0.5 part of promoter, stirring and mixing uniformly at normal temperature, and vacuumizing for 30min under the condition that the vacuum degree is 0.08-0.1MPa to obtain the component B.
Compared with the prior art, the invention has the following advantages:
1) the invention is a two-component polyurethane adhesive material, which has very low viscosity in the early stage of use, and the viscosity rapidly rises and solidifies after reaching a certain time to realize low-temperature rapid positioning, thereby greatly widening the application of the two-component polyurethane adhesive in the electronic industry;
2) the polyurethane material provided by the invention does not need energy such as light, heat and the like, can be cured at low temperature, and greatly reduces energy consumption;
3) compared with the traditional polyurethane adhesive material, the double-component polyurethane material provided by the invention not only has excellent adhesive force to metal, but also has excellent adhesive property to various plastics, and can completely meet the requirement of the electronic industry on adhesion of various materials. In addition, the polyurethane adhesive has excellent weather resistance, breaks through the current situation of poor weather resistance of the traditional polyurethane adhesive, and has high reliability.
Detailed Description
Example 1
The component A comprises the following raw materials in parts by mass:
90 parts of polyurethane prepolymer;
10 parts of glass fiber powder;
0.1 part of BPO;
the component B comprises the following raw materials in parts by mass:
sovermol 92010 parts;
sovermol 8155 parts;
20 parts of castor oil;
20 parts of bisphenol A type acrylate polyol
Silquest Y157442 parts;
20 parts of glass fiber powder;
1 part of dimethylaniline;
r2026 parts;
preparing a polyurethane prepolymer: adding 40 parts of T400 produced by Van. texus into a reactor, dehydrating for 2.5h at the temperature of 120 ℃ and the vacuum degree of 0.08-0.1MPa, cooling to 50 ℃, slowly dripping the mixture into the reactor containing 98 parts of liquefied MDI, and heating to 80 ℃ to react until the mass percent of-NCO groups is 12% to obtain a polyurethane prepolymer;
preparation of bisphenol a type acrylate polyol: taking 1mol of bisphenol A type epoxy resin and 2mol of acrylic acid to react for 1.5 to 2 hours at the temperature of 100-120 ℃ under the catalysis of 2,4, 6-tri (dimethylamine methyl) phenol to prepare the bisphenol A type acrylic polyol, wherein the reaction equation is as follows:
Preparation of component A: adding 90 parts of polyurethane prepolymer, 10 parts of 1250-mesh glass fiber powder and 0.1 part of BPO into a reaction kettle, uniformly stirring to obtain a component A, and filling nitrogen for sealing and storing;
preparation of the component B: sovermol 92010 parts, Sovermol 8155 parts, castor oil 20 parts, bisphenol A type acrylate polyol 20 parts, Silquest Y157442 parts, 1250-mesh glass fiber powder 20 parts, R2026 parts and dimethylaniline 1 part, stirring and mixing uniformly at normal temperature, and vacuumizing for 30min under the condition that the vacuum degree is 0.08-0.1MPa to obtain the component B.
Example 2
The component A comprises the following raw materials in parts by mass:
90 parts of polyurethane prepolymer;
10 parts of glass fiber powder;
0.5 part of AIBN;
the component B comprises the following raw materials in parts by mass:
sovermol 92010 parts;
sovermol 109210 parts;
10 parts of castor oil;
CH2CH2CH2type acrylic ester polyol 15 parts
A-Link5990.5 parts;
25 parts of 800-mesh glass fiber powder;
0.5 part of aldehyde-amine condensate;
r82004 parts;
preparing a polyurethane prepolymer: adding 40 parts of T400 produced by Van. texus into a reactor, dehydrating for 2.5h at the temperature of 120 ℃ and the vacuum degree of 0.08-0.1MPa, cooling to 50 ℃, slowly dripping the mixture into the reactor containing 117 parts of liquefied MDI, and heating to 80 ℃ for reaction until the mass percent of-NCO groups is 14% to obtain a polyurethane prepolymer;
CH2CH2CH2preparation of acrylic ester polyol: taking 1molCH2CH2CH2Reacting the epoxy resin with 2mol of acrylic acid at the temperature of 100 ℃ and 120 ℃ under the catalysis of 2,4, 6-tri (dimethylamine methyl) phenol for 1.5 to 2 hours to prepare the bisphenol A type acrylate polyol, wherein the reaction formula is as follows:
wherein R is CH2CH2CH2;
Preparation of component A: adding 90 parts of polyurethane prepolymer, 10 parts of glass fiber powder and 0.5 part of AIBN into a reaction kettle, uniformly stirring to obtain a component A, and filling nitrogen for sealing and storing;
preparation of the component B: sovermol 92010 parts, Sovermol 109210 parts, castor oil 10 parts, CH2CH2CH215 parts of type polyol, 15 parts of A-Link5990.5 parts of 800-mesh glass fiber powder, 25 parts of R82004 parts and 0.5 part of aldehyde-amine condensate, stirring and mixing uniformly at normal temperature, wherein the vacuum degree is 0.08-0.1MPaVacuumizing for 30min under the state to obtain the component B.
Comparative example
The component A comprises the following raw materials in parts by mass:
90 parts of polyurethane prepolymer;
10 parts of glass fiber powder;
the component B comprises the following raw materials in parts by mass:
sovermol 92010 parts;
sovermol 8155 parts;
20 parts of castor oil;
sovermol 109225 parts
Silquest Y157442 parts;
20 parts of glass fiber powder;
t120.05 parts;
r2026 parts;
preparing a polyurethane prepolymer: adding 40 parts of T400 produced by Van. texus into a reactor, dehydrating for 2.5h at the temperature of 120 ℃ and the vacuum degree of 0.08-0.1MPa, cooling to 50 ℃, slowly dripping the mixture into the reactor containing 98 parts of liquefied MDI, and heating to 80 ℃ to react until the mass percent of-NCO groups is 12% to obtain a polyurethane prepolymer;
preparation of component A: adding 90 parts of polyurethane prepolymer and 10 parts of 1250-mesh glass fiber powder into a reaction kettle, uniformly stirring to obtain a component A, and filling nitrogen for sealing and storing;
preparation of the component B: sovermol 92010 parts, Sovermol 8155 parts, castor oil 20 parts, Sovermol 109225 parts, Silquest Y157442 parts, 1250-mesh glass fiber powder 20 parts, R2026 parts and T120.05 parts, stirring and mixing uniformly at normal temperature, and vacuumizing for 30min under the condition that the vacuum degree is 0.08-0.1MPa to obtain the component B.
Experimental examples correlation Performance test
The A, B components are mixed, and the results of GB/T7123.1-2002 'determination of adhesive pot life' and GB/T7124-2008 'determination of adhesive tensile shear strength' are shown in Table 1.
Performance of | Example 1 | Example 2 | Comparative example |
Operating time/min | 7 | 8 | 7 |
Shear strength (MPa)/AL-AL @15min | 6.5 | 6.1 | Not cured |
Shear strength (MPa)/AL-AL @7d | 13.2 | 13.7 | 12.7 |
From table 1, it can be seen that the polyurethane adhesive provided by the invention has the advantage of instantaneous curing in the same operation time, can realize quick positioning, solves the bottleneck problem of application of a two-component adhesive in the electronic industry, and can endow a material with higher bonding strength, thereby greatly improving the reliability and safety of electronic components in the use process.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the scope of the present invention, and any modifications, equivalents, improvements and the like made within the spirit and principle of the present invention are included in the scope of the present invention.
Claims (4)
1. The fast-positioning bi-component polyurethane adhesive is characterized by comprising A, B two components, wherein the mass ratio of the A, B two components is 1:1,
the component A comprises the following raw materials in parts by mass:
90 parts of polyurethane prepolymer;
10 parts of glass fiber powder;
0.1-0.5 part of initiator;
the component B comprises the following raw materials in parts by mass:
15-20 parts of polyester polyol;
10-20 parts of castor oil;
15-20 parts of acrylate polyol
0.5-2 parts of adhesion promoter;
20-25 parts of glass fiber powder;
0.5-1 part of an accelerator;
4-6 parts of gas-phase silicon;
the molecular formula of the acrylate polyol is as follows:
the NCO content of the polyurethane prepolymer is 12-14%; the initiator is one of benzoyl peroxide and azobisisobutyronitrile; the accelerator is one of dimethylaniline, dimethyl p-toluidine and aldehyde-amine condensate.
2. The fast-positioning two-component polyurethane adhesive as claimed in claim 1, wherein the preparation method of the polyurethane prepolymer comprises: 40 parts of T400 produced by Van. texus is added into a reactor, dehydrated for 2.5 hours under the conditions of 120 ℃ and 0.08-0.1MPa of vacuum degree, cooled to 50 ℃, slowly dropped into the reactor containing 98-117 parts of liquefied MDI, heated to 80 ℃ and reacted until the mass percentage of-NCO groups is 12-14%, thus obtaining the polyurethane prepolymer.
3. The two-component polyurethane adhesive of claim 1, wherein the acrylate polyol is synthesized by a method comprising:
taking 1mol of epoxy resin and 2mol of acrylic acid to react for 1.5-2h under the catalysis of 2,4, 6-tri (dimethylamine methyl) phenol at the temperature of 100-120 ℃ to prepare a target product, wherein the reaction equation is as follows:
4. The two-component polyurethane adhesive of claim 1, wherein the polyester polyol is a mixture of two or three of Sovermol1092, Sovermol815 and Sovermol920 from Pasteur; the glass fiber powder is one of 800 meshes and 1250 meshes; the adhesion promoter is one or a mixture of two of Silquest Y15744 produced by Meiji and A-Link599 produced by Dow Corning, or one of AL-M, TTS and 46B produced by ajinomoto; the gas-phase silicon is one of R202 and R8200 of degussa.
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JPS60199085A (en) * | 1984-03-23 | 1985-10-08 | Toagosei Chem Ind Co Ltd | Acrylic adhesive composition |
JPS6140388A (en) * | 1984-07-31 | 1986-02-26 | Sunstar Giken Kk | Two-pack type adhesive |
JPH10279888A (en) * | 1997-04-09 | 1998-10-20 | Okura Ind Co Ltd | Adhesive composition |
US20090012202A1 (en) * | 2007-07-03 | 2009-01-08 | Henkel Corporation | Acrylated Urethanes, Processes for Making the Same and Curable Compositions Including the Same |
EP2705065B1 (en) * | 2011-05-03 | 2018-10-03 | Dow Global Technologies LLC | Dual cure adhesive useful for bonding to glass |
WO2012174500A2 (en) * | 2011-06-17 | 2012-12-20 | Illinois Tool Works Inc. | Hybrid sealant composition |
CN102746796A (en) * | 2012-05-23 | 2012-10-24 | 烟台信友电子有限公司 | Bi-component acrylic ester structure adhesive and preparation method thereof |
CN102827567B (en) * | 2012-09-13 | 2013-12-11 | 中南林业科技大学 | Crack repair material for asphalt concrete pavement |
US20150099818A1 (en) * | 2013-10-08 | 2015-04-09 | Dymax Corporation | Tri-curable adhesive composition and method |
CN109266296B (en) * | 2018-08-21 | 2020-04-03 | 北京航天新风机械设备有限责任公司 | Anaerobic structural adhesive and preparation method thereof |
CN109439233B (en) * | 2018-11-06 | 2020-11-10 | 烟台德邦科技有限公司 | Environment-friendly acrylate structural adhesive and preparation method thereof |
CN109679541A (en) * | 2018-12-26 | 2019-04-26 | 珠海市盛西源机电设备有限公司 | A kind of low temperature resistant entity plane materiel adhesive and preparation method thereof |
CN110205081A (en) * | 2019-06-19 | 2019-09-06 | 烟台泰盛精化科技有限公司 | A kind of acrylate two-component adhesive |
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