CN109266270B - Adhesive, preparation method and application - Google Patents

Adhesive, preparation method and application Download PDF

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Publication number
CN109266270B
CN109266270B CN201710581898.XA CN201710581898A CN109266270B CN 109266270 B CN109266270 B CN 109266270B CN 201710581898 A CN201710581898 A CN 201710581898A CN 109266270 B CN109266270 B CN 109266270B
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parts
rubber
adhesive
styrene
mixture
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CN109266270A (en
Inventor
邹盛礼
马凤国
袁学芳
孙明波
吴晓花
杜小勇
肖克
王圣允
徐静
郭昱汝
汪红梅
惠小琼
曹雯
李玉姣
王冰
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Petrochina Co Ltd
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Petrochina Co Ltd
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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
    • C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/04—Condensation polymers of aldehydes or ketones with phenols only
    • C09J161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • 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
    • 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
    • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C09J5/06—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2227—Oxides; Hydroxides of metals of aluminium
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/003—Additives being defined by their diameter
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/006—Additives being defined by their surface area
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/011—Nanostructured additives
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/50—Additional features of adhesives in the form of films or foils characterized by process specific features
    • C09J2301/504—Additional features of adhesives in the form of films or foils characterized by process specific features process of pretreatment for improving adhesion of rubber on metallic surfaces

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention provides an adhesive, a preparation method and application thereof. The adhesive comprises the following components in parts by weight: 20-30 parts of carboxylated nitrile rubber; 20-30 parts of butadiene styrene-pyridine rubber; 80-100 parts of resorcinol-formaldehyde resin; 150 portions of toluene and 400 portions of toluene; 2-4 parts of (methyl) acryloyloxypropyl trialkoxysilane; 2-4 parts of glycidoxypropyltrialkoxysilane; 1-4 parts of carbon black; 10-30 parts of nano aluminum oxide. The adhesive disclosed by the invention has good thermal conductivity and heat resistance, so that the service life of rubber can be effectively prolonged.

Description

Adhesive, preparation method and application
Technical Field
The invention relates to an adhesive, in particular to an adhesive, a preparation method and application thereof.
Background
With the rapid development of the rubber industry, rubber composite materials are widely applied. The rubber composite material is formed by compounding various framework materials and addition materials in a rubber base material, and is used for meeting certain application or service performance. In addition to selecting a proper framework material, the quality of the adhesive is also the key to the success of the rubber composite material in order to obtain a high-performance rubber composite material. The adhesive is used for keeping the framework material and the rubber as a whole all the time when the product is used under severe conditions, so that the function of the framework material is better exerted, the quality of the rubber product is improved, and the service life of the rubber product is prolonged.
With the increase of the types of rubber composite products and the expansion of the application field, the requirements on the bonding technology are more and more strict. Currently, rubber to metal bonding relies primarily on heat-curable adhesives, which can be adapted for bonding a variety of rubbers to a variety of metals. However, when the conventional heat-curable adhesive is used to bond rubber and metal, the heat inside the rubber cannot be transferred and dissipated in time when the rubber is subjected to alternating stress and external high temperature, which accelerates the aging of the rubber, and is particularly prominent in stator rubber used under high temperature conditions. Therefore, an adhesive having good thermal conductivity and heat resistance is desired.
Disclosure of Invention
The invention provides an adhesive, a preparation method and application thereof, wherein the adhesive has good thermal conductivity and heat resistance, so that the service life of rubber can be effectively prolonged.
The invention provides an adhesive which comprises the following components in parts by weight:
20-30 parts of carboxylated nitrile rubber;
20-30 parts of butadiene styrene-pyridine rubber;
80-100 parts of resorcinol-formaldehyde resin;
150 portions of toluene and 400 portions of toluene;
2-4 parts of (methyl) acryloyloxypropyl trialkoxysilane;
2-4 parts of glycidoxypropyltrialkoxysilane;
1-4 parts of carbon black;
10-30 parts of nano aluminum oxide.
In the present invention, carboxylated nitrile rubber (i.e., carboxylated nitrile rubber, abbreviated as XNBR) is made by the ternary polymerization of butadiene, acrylonitrile and an organic acid (e.g., acrylic acid); the introduction of carboxyl increases the polarity of the rubber, increases the compatibility with phenolic resin, enables the rubber to have high strength and good adhesion and aging resistance, and improves the wear resistance, tear strength and oil resistance of the rubber. In a particular embodiment of the invention, the carboxylated nitrile rubber may have an acrylonitrile content by mass of from 30 to 40% and a Mooney viscosity of from 40 to 75.
In the invention, the pyridine styrene butadiene rubber is a terpolymer of vinylpyridine, butadiene and styrene, and the introduction of pyridine groups increases the polarity of the rubber, thereby being beneficial to improving the direct bonding capability of metal and rubber; in the embodiment of the invention, the styrene-butadiene-pyridine rubber can contain 18-20% by mass of styrene, 13-15% by mass of vinylpyridine and 40-75% by mass of Mooney viscosity.
In a specific embodiment of the present invention, the resorcinol-formaldehyde resin may have a softening point of 80 to 110 ℃; the resorcinol-formaldehyde resin having such a softening point range can increase the adhesive property of the adhesive.
In a specific embodiment of the present invention, the (meth) acryloxypropyltrialkoxysilane is selected from at least one of acryloxypropyltrimethoxysilane, acryloxypropyltriethoxysilane, acryloxypropyltripropoxysilane, methacryloxypropyltrimethoxysilane, methacryloxypropyltriethoxysilane, and methacryloxypropyltripropoxysilane. The above-mentioned specific (meth) acryloyloxypropyltrialkoxysilane can significantly enhance the adhesion of the rubber to the substrate.
Furthermore, the particle size of the nano-alumina can be 20-80nm, and the specific surface area can be 20-200m2(ii) in terms of/g. The specific nano-alumina is added into the adhesive, so that the rubber has heat conductivity and the heat resistance of the rubber can be improved.
The invention also provides a preparation method of the adhesive, which comprises the following steps:
1) uniformly mixing 20-30 parts of carboxylated nitrile rubber, 20-30 parts of pyridine styrene butadiene rubber, 80-100 parts of resorcinol-formaldehyde resin and 400 parts of toluene 150-one to obtain a first mixture;
2) uniformly mixing 2-4 parts of (methyl) acryloyloxypropyl trialkoxysilane, 2-4 parts of glycidoxypropyl trialkoxysilane, 1-4 parts of carbon black and 10-30 parts of nano aluminum oxide to obtain a second mixture;
3) and uniformly mixing the first mixture and the second mixture to obtain the adhesive.
The invention also provides the application of the adhesive in the adhesion of metal and rubber.
The invention also provides a bonding method, which comprises the following steps:
coating any one of the adhesives on a metal substrate, and then carrying out first vulcanization to form a coating on the metal substrate;
placing rubber on the coating, and then performing second vulcanization to obtain the rubber composite material.
Further, the temperature of the first vulcanization is 150-160 ℃, and the time is 5-10 min; the temperature of the second sulfuration is 150-160 ℃, and the time is 20-30 min.
The implementation of the invention has at least the following advantages:
1. the adhesive has the thermal conductivity of 0.85-1.15W/m.K and the boiling water resistance time of 640-720h, can transmit heat generated in the rubber in time when bonding metal and the rubber, prevents the rubber from aging at high temperature, and effectively prolongs the service life of the rubber.
2. The adhesive of the present invention has a bonding strength of 0.72 to 0.95MPa, which can ensure that rubber and metal are not easily separated.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
The adhesive of the embodiment comprises the following components in parts by weight:
20 parts of carboxylated nitrile rubber;
20 parts of butadiene styrene-pyridine rubber;
80 parts of resorcinol-formaldehyde resin;
150 parts of toluene;
2 parts of acryloyloxypropyl trimethoxysilane;
2 parts of glycidoxypropyltrialkoxysilane;
1 part of carbon black;
10 parts of nano aluminum oxide;
wherein, the mass content of acrylonitrile in the carboxylated nitrile rubber is 30 percent, and the Mooney viscosity is 40; the styrene-butadiene rubber contains 18% of styrene, 13% of vinylpyridine and 40% of Mooney viscosity; the softening point of the resorcinol-formaldehyde resin is 80 ℃; the nanometer alumina is white crystalline powder with particle diameter of 20nm and specific surface area of 200m2(ii)/g; the carbon black is high pigment carbon black.
The preparation method of the adhesive comprises the following steps:
1) uniformly mixing 20 parts of carboxylated nitrile rubber, 20 parts of butadiene-styrene-butadiene rubber, 80 parts of resorcinol-formaldehyde resin and 150 parts of toluene to obtain a first mixture;
2) uniformly mixing 2 parts of acryloyloxypropyl trimethoxysilane, 2 parts of glycidoxypropyl trialkoxysilane, 1 part of carbon black and 10 parts of nano aluminum oxide to obtain a second mixture;
3) and mixing the first mixture and the second mixture, and uniformly stirring at room temperature to obtain the adhesive.
Example 2
The adhesive of the embodiment comprises the following components in parts by weight:
30 parts of carboxylated nitrile rubber;
30 parts of butadiene styrene-pyridine rubber;
100 parts of resorcinol-formaldehyde resin;
400 parts of toluene;
4 parts of methacryloxypropyltriethoxysilane;
4 parts of glycidoxypropyltrialkoxysilane;
4 parts of carbon black;
30 parts of nano aluminum oxide;
wherein, the mass content of acrylonitrile in the carboxylated nitrile rubber is 40 percent, and the Mooney viscosity is 75; the styrene-butadiene rubber contains 20% of styrene, 15% of vinylpyridine and 75% of Mooney viscosity; the softening point of the resorcinol-formaldehyde resin is 110 ℃; the nanometer alumina is white crystalline powder with particle diameter of 80nm and specific surface area of 20m2(ii)/g; the carbon black is high pigment carbon black.
The preparation method of the adhesive comprises the following steps:
1) uniformly mixing 30 parts of carboxylated nitrile rubber, 30 parts of butadiene-styrene-butadiene rubber, 100 parts of resorcinol-formaldehyde resin and 400 parts of toluene to obtain a first mixture;
2) uniformly mixing 4 parts of methacryloxypropyltriethoxysilane, 4 parts of glycidoxypropyltrialkoxysilane, 4 parts of carbon black and 30 parts of nano-alumina to obtain a second mixture;
3) and mixing the first mixture and the second mixture, and uniformly stirring at room temperature to obtain the adhesive.
Example 3
The adhesive of the embodiment comprises the following components in parts by weight:
25 parts of carboxylated nitrile rubber;
25 parts of butadiene styrene-pyridine rubber;
90 parts of resorcinol-formaldehyde resin;
300 parts of toluene;
3 parts of methacryloxypropyl trimethoxysilane;
3 parts of glycidoxypropyltrialkoxysilane;
3 parts of carbon black;
20 parts of nano aluminum oxide;
wherein the mass content of acrylonitrile in the carboxylated nitrile rubber is 35%, and the Mooney viscosity is 60; the styrene-butadiene-pyridine rubber contains 19% by mass of styrene, 14% by mass of vinylpyridine and 60% by mass of Mooney viscosity; the softening point of the resorcinol-formaldehyde resin is 100 ℃; the nanometer alumina is white crystalline powder with particle diameter of 50nm and specific surface area of 110m2(ii)/g; the carbon black is high pigment carbon black.
The preparation method of the adhesive comprises the following steps:
1) uniformly mixing 25 parts of carboxylated nitrile rubber, 25 parts of butadiene-styrene-butadiene rubber, 90 parts of resorcinol-formaldehyde resin and 300 parts of toluene to obtain a first mixture;
2) uniformly mixing 3 parts of methacryloxypropyl trimethoxy silane, 3 parts of glycidoxypropyl trialkoxy silane, 3 parts of carbon black and 20 parts of nano aluminum oxide to obtain a second mixture;
3) and mixing the first mixture and the second mixture, and uniformly stirring at room temperature to obtain the adhesive.
Example 4
The adhesive of the embodiment comprises the following components in parts by weight:
30 parts of carboxylated nitrile rubber;
30 parts of butadiene styrene-pyridine rubber;
100 parts of resorcinol-formaldehyde resin;
400 parts of toluene;
4 parts of methacryloxypropyltriethoxysilane
4 parts of glycidoxypropyltrialkoxysilane;
4 parts of carbon black;
30 parts of nano aluminum oxide;
wherein, the mass content of acrylonitrile in the carboxylated nitrile rubber is 37 percent, and the Mooney viscosity is 55; the styrene-butadiene-pyridine rubber contains 19% by mass of styrene, 15% by mass of vinylpyridine and 70% by mass of Mooney viscosity; the softening point of the resorcinol-formaldehyde resin is 90 ℃; the nanometer alumina is white crystalline powder with particle diameter of 60nm and specific surface area of 150m2(ii)/g; the carbon black is high pigment carbon black.
The preparation method of the adhesive comprises the following steps:
1) uniformly mixing 30 parts of carboxylated nitrile rubber, 30 parts of butadiene-styrene-butadiene rubber, 100 parts of resorcinol-formaldehyde resin and 400 parts of toluene to obtain a first mixture;
2) uniformly mixing 4 parts of methacryloxypropyltriethoxysilane, 4 parts of glycidoxypropyltrialkoxysilane, 4 parts of carbon black and 30 parts of nano-alumina to obtain a second mixture;
3) and mixing the first mixture and the second mixture, and uniformly stirring at room temperature to obtain the adhesive.
TABLE 1 Effect of the use of the respective Adhesives
Adhesive agent Example 1 Example 2 Example 3 Example 4
Coefficient of thermal conductivity (W/m. K) 0.85 1.132 0.942 0.896
Adhesive Strength (MPa) 0.72 0.95 0.87 0.81
Boiling water tolerance time (h) 640 720 700 680
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.

Claims (5)

1. The adhesive is characterized by comprising the following components in parts by weight:
20-30 parts of carboxylated nitrile rubber;
20-30 parts of butadiene styrene-pyridine rubber;
80-100 parts of resorcinol-formaldehyde resin;
150 portions of toluene and 400 portions of toluene;
2-4 parts of (methyl) acryloyloxypropyl trialkoxysilane;
2-4 parts of glycidoxypropyltrialkoxysilane;
1-4 parts of carbon black;
10-30 parts of nano aluminum oxide;
wherein the mass content of acrylonitrile in the carboxylated nitrile rubber is 30-40%, and the Mooney viscosity is 40-75;
the styrene-butadiene pyridine rubber contains 18-20% of styrene, 13-15% of vinylpyridine and 40-75% of Mooney viscosity;
the nanometer alumina has particle diameter of 20-80nm and specific surface area of 20-200m2/g；
The softening point of the resorcinol-formaldehyde resin is 80-110 ℃;
the (meth) acryloxypropyltrialkoxysilane is selected from at least one of acryloxypropyltrimethoxysilane, acryloxypropyltriethoxysilane, acryloxypropyltripropoxysilane, methacryloxypropyltrimethoxysilane, methacryloxypropyltriethoxysilane, and methacryloxypropyltripropoxysilane.
2. A method of preparing the adhesive of claim 1, comprising the steps of:
1) uniformly mixing 20-30 parts of carboxylated nitrile rubber, 20-30 parts of pyridine styrene butadiene rubber, 80-100 parts of resorcinol-formaldehyde resin and 400 parts of toluene 150-one to obtain a first mixture;
2) uniformly mixing 2-4 parts of (methyl) acryloyloxypropyl trialkoxysilane, 2-4 parts of glycidoxypropyl trialkoxysilane, 1-4 parts of carbon black and 10-30 parts of nano aluminum oxide to obtain a second mixture;
3) and uniformly mixing the first mixture and the second mixture to obtain the adhesive.
3. Use of the adhesive of claim 1 for metal to rubber bonding.
4. A method of bonding, comprising the steps of:
applying the adhesive of claim 1 to a metal substrate followed by a first cure to form a coating on the metal substrate;
placing rubber on the coating, and then performing second vulcanization to obtain the rubber composite material.
5. The bonding method according to claim 4, wherein the temperature of the first vulcanization is 150 ℃ and 160 ℃, and the time is 5-10 min; the temperature of the second sulfuration is 150-160 ℃, and the time is 20-30 min.
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CN110982156B (en) * 2019-12-24 2022-10-04 海隆石油产品技术服务（上海）有限公司 Easily-bonded high-filling polyolefin sheet material and preparation method and application thereof

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橡胶改性酚醛树脂摩擦材料的研究;庄光山 等;《橡胶工业》;20070731;第50卷(第7期);第407-410页 *

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