CN110041860B - Pressure-sensitive adhesive with high peeling force and preparation method thereof - Google Patents
Pressure-sensitive adhesive with high peeling force and preparation method thereof Download PDFInfo
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- CN110041860B CN110041860B CN201910399891.5A CN201910399891A CN110041860B CN 110041860 B CN110041860 B CN 110041860B CN 201910399891 A CN201910399891 A CN 201910399891A CN 110041860 B CN110041860 B CN 110041860B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
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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
Abstract
The invention discloses a pressure-sensitive adhesive with high peeling force, which is prepared from the following raw materials in parts by weight: 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate, 3-7 parts of methyl acrylate, and the mass ratio is 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol and 3-5 parts of toluene diisocyanate. The pressure-sensitive adhesive with high stripping force has good initial adhesion and adhesive holding capacity, high 180-degree stripping force at 90 ℃, firm adhesion, good plasticizer resistance and good temperature resistance; benzene, toluene and the like are not used as solvents in the synthesis of the pressure-sensitive adhesive, so that the pressure-sensitive adhesive is low in toxicity, environment-friendly and wide in application range.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to a pressure-sensitive adhesive with high peeling force and a preparation method thereof.
Background
Pressure-sensitive adhesives, as the name implies, are pressure-sensitive adhesives, which are adhesives that can be firmly bonded to an adherend by applying light finger pressure without the aid of solvents, heat or other means. Pressure-sensitive adhesives are characterized by easy application, easy release, no loss of peel, and no drying of the adhesive layer over a prolonged period of time, and are also known as pressure-sensitive adhesives. Due to the above characteristics of pressure-sensitive adhesives, pressure-sensitive adhesive products have a very wide range of applications.
The acrylate pressure-sensitive adhesive is the most widely used pressure-sensitive adhesive at present, and is a copolymer of acrylate monomers and other vinyl monomers. The acrylate pressure-sensitive adhesive mainly comprises a solvent pressure-sensitive adhesive and an emulsion pressure-sensitive adhesive. The solvent-based pressure-sensitive adhesive is widely applied in many fields, the dosage of the solvent-based pressure-sensitive adhesive accounts for more than 65% of the whole pressure-sensitive adhesive, especially the pressure-sensitive adhesive develops rapidly in the last two decades and gradually replaces the position of natural rubber pressure-sensitive adhesive, and the solvent-based pressure-sensitive adhesive is widely applied to the fields of packaging, coating, transportation, electronic communication, electrical appliances, building materials, machinery, aerospace, light industry, medical treatment, family life and the like.
However, the pressure-sensitive adhesives currently used still have the following problems:
1. the peeling force and adhesive force of the pressure-sensitive adhesive are not high enough, and the bonding firmness is not enough;
2. the pressure-sensitive adhesive has poor plasticizer resistance and temperature resistance;
3. benzene, toluene and the like are used as solvents during synthesis of the pressure-sensitive adhesive, so that the pressure-sensitive adhesive is high in toxicity and not environment-friendly, and the application range of the pressure-sensitive adhesive is limited.
Based on the above situation, the present invention provides a pressure-sensitive adhesive with high peel force and a preparation method thereof, which can effectively solve the above problems.
Disclosure of Invention
The invention aims to provide a pressure-sensitive adhesive with high stripping force and a preparation method thereof. The pressure-sensitive adhesive with high stripping force has high stripping force and adhesion force and firm bonding; the plasticizer resistance and the temperature resistance are good; benzene, toluene and the like are not used as solvents in the synthesis of the pressure-sensitive adhesive, so that the pressure-sensitive adhesive is low in toxicity, environment-friendly and wide in application range.
In order to solve the technical problems, the technical scheme provided by the invention is as follows:
a pressure-sensitive adhesive with high peeling force is prepared from the following raw materials in parts by weight: 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate, 3-7 parts of methyl acrylate, and the mass ratio is 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol and 3-5 parts of toluene diisocyanate.
The pressure-sensitive adhesive with high stripping force has good initial adhesion and adhesive holding capacity, high 180-degree stripping force at 90 ℃, firm adhesion, good plasticizer resistance and good temperature resistance; benzene, toluene and the like are not used as solvents in the synthesis of the pressure-sensitive adhesive, so that the pressure-sensitive adhesive is low in toxicity, environment-friendly and wide in application range.
Preferably, isooctyl acrylate is taken as a soft monomer, acrylamide is taken as a functional hard monomer, azobisisobutyronitrile is taken as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution (solvent-based pressure-sensitive adhesive); finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
Preferably, the pressure-sensitive adhesive with high peeling force further comprises the following raw materials in parts by weight: 25-35 parts of hydrogenated rosin resin.
Preferably, the toluene diisocyanate is a compounded mixture of Desmodur L67 and Desmodur L75 from bayer corporation, germany.
More preferably, the mass ratio of Desmodur L67 to Desmodur L75 in the mixture of Desmodur L67 and Desmodur L75 is 1: 1.6 to 1.85.
The invention also provides a preparation method of the pressure-sensitive adhesive with high stripping force, which comprises the following steps:
s1: respectively weighing 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate and 3-7 parts of methyl acrylate according to the weight ratio of 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol, 3-5 parts of toluene diisocyanate and 25-35 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
Preferably, in the step S2, the temperature is controlled to be 81-83 ℃ during the prepolymerization, the prepolymerization time is 20-30 min, and the prepolymerization process is protected by N2.
Preferably, in the step S3, the temperature is controlled to be 77-79 ℃ during the prepolymerization, the prepolymerization time is 20-30 min, and the prepolymerization process is protected by N2.
Preferably, in step S4, the temperature is controlled at 79-80 ℃ during the polymerization reaction, the prepolymerization time is 4-6 h, and the prepolymerization process is protected by N2.
Preferably, in step S5, the hydrogenated rosin resin is added to the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 40-50%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
Compared with the prior art, the invention has the following advantages and beneficial effects:
the pressure-sensitive adhesive with high stripping force has good initial adhesion and adhesive holding capacity, high 180-degree stripping force at 90 ℃, firm adhesion, good plasticizer resistance and good temperature resistance; benzene, toluene and the like are not used as solvents in the synthesis of the pressure-sensitive adhesive, so that the pressure-sensitive adhesive is low in toxicity, environment-friendly and wide in application range.
The invention firstly uses isooctyl acrylate as a soft monomer, acrylamide as a functional hard monomer, azodiisobutyronitrile as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; the short-chain acrylamide prepolymer obtained in the way has moderate hardness and uniform distribution. Butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; the short-chain hydroxypropyl acrylate prepolymer obtained in the way is moderate in hardness and uniform in distribution. Then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; in the pressure-sensitive adhesive long-chain polymer obtained in the way, the short-chain acrylamide prepolymer and the short-chain hydroxypropyl acrylate prepolymer are in block distribution, most of the short-chain acrylamide prepolymer and the short-chain hydroxypropyl acrylate prepolymer are connected through methyl acrylate and short chains thereof, the molecular weight is high, the distribution is wide, and the short-chain acrylamide prepolymer and the short-chain hydroxypropyl acrylate prepolymer are in certain gradient distribution, so that the large cohesive force and cohesive force can be obtained, the pressure-sensitive adhesive long-chain polymer is firmly bonded after being crosslinked and cured, has high stripping force, and has balanced mechanical properties such as stripping force. Finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used. The addition of hydrogenated rosin resin is mainly used to adjust the peel force and further increase the peel force.
The invention uses isooctyl acrylate as soft monomer, acrylamide as functional hard monomer to prepare short-chain acrylamide prepolymer, butyl acrylate as soft monomer and hydroxypropyl acrylate as functional hard monomer to prepare short-chain hydroxypropyl acrylate prepolymer, and proper amount of methyl acrylate monomer is matched to continue polymerization reaction to obtain pressure-sensitive adhesive solution, thereby synthesizing the characteristics of acrylate adhesive and polyurethane adhesive, and ensuring that the pressure-sensitive adhesive has good plasticizer resistance and high temperature resistance.
The preparation method has simple process and simple and convenient operation, and ensures the comprehensive performance of the pressure-sensitive adhesive with high stripping force.
Detailed Description
In order that those skilled in the art will better understand the technical solutions of the present invention, the following description of the preferred embodiments of the present invention is provided in connection with specific examples, which should not be construed as limiting the present patent.
The test methods or test methods described in the following examples are conventional methods unless otherwise specified; the reagents and materials, unless otherwise indicated, are conventionally obtained commercially or prepared by conventional methods.
Example 1:
a pressure-sensitive adhesive with high peeling force is prepared from the following raw materials in parts by weight: 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate, 3-7 parts of methyl acrylate, and the mass ratio is 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol and 3-5 parts of toluene diisocyanate.
Preferably, isooctyl acrylate is taken as a soft monomer, acrylamide is taken as a functional hard monomer, azobisisobutyronitrile is taken as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
Preferably, the pressure-sensitive adhesive with high peeling force further comprises the following raw materials in parts by weight: 25-35 parts of hydrogenated rosin resin.
Preferably, the toluene diisocyanate is a compounded mixture of Desmodur L67 and Desmodur L75 from bayer corporation, germany.
More preferably, the mass ratio of Desmodur L67 to Desmodur L75 in the mixture of Desmodur L67 and Desmodur L75 is 1: 1.6 to 1.85.
The invention also provides a preparation method of the pressure-sensitive adhesive with high stripping force, which comprises the following steps:
s1: respectively weighing 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate and 3-7 parts of methyl acrylate according to the weight ratio of 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol, 3-5 parts of toluene diisocyanate and 25-35 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
Preferably, in the step S2, the temperature is controlled to be 81-83 ℃ during the prepolymerization, the prepolymerization time is 20-30 min, and the prepolymerization process is protected by N2.
Preferably, in the step S3, the temperature is controlled to be 77-79 ℃ during the prepolymerization, the prepolymerization time is 20-30 min, and the prepolymerization process is protected by N2.
Preferably, in step S4, the temperature is controlled at 79-80 ℃ during the polymerization reaction, the prepolymerization time is 4-6 h, and the prepolymerization process is protected by N2.
Preferably, in step S5, the hydrogenated rosin resin is added to the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 40-50%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
Example 2:
a pressure-sensitive adhesive with high peeling force is prepared from the following raw materials in parts by weight: 45 parts of isooctyl acrylate, 4 parts of acrylamide, 40 parts of butyl acrylate, 7 parts of hydroxypropyl acrylate and 3 parts of methyl acrylate, wherein the mass ratio is 1: 1 of ethyl acetate and butanone 70 parts, azobisisobutyronitrile 1.3 parts, dodecanethiol 0.6 part, and toluene diisocyanate 3 parts.
In this embodiment, isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
In this embodiment, the pressure-sensitive adhesive with high peel force further comprises the following raw materials in parts by weight: 25 parts of hydrogenated rosin resin.
In this example, the toluene diisocyanate was a compounded mixture of Desmodur L67 and Desmodur L75 from bayer corporation, germany.
In this example, the mass ratio of Desmodur L67 to Desmodur L75 in the compounded mixture of Desmodur L67 and Desmodur L75 was 1: 1.6.
in this embodiment, the method for preparing the pressure-sensitive adhesive with high peel force comprises the following steps:
s1: respectively weighing 45 parts of isooctyl acrylate, 4 parts of acrylamide, 40 parts of butyl acrylate, 7 parts of hydroxypropyl acrylate and 3 parts of methyl acrylate according to the weight ratio of 1: 1, 70 parts of ethyl acetate and butanone, 1.3 parts of azobisisobutyronitrile, 0.6 part of dodecanethiol, 3 parts of toluene diisocyanate and 25 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
In this example, in step S2, the temperature was controlled at 81 ℃ during the prepolymerization, the prepolymerization time was 30min, and the prepolymerization process was protected with N2.
In this example, in step S3, the temperature was controlled at 77 ℃ during prepolymerization, the prepolymerization time was 30min, and the prepolymerization process was protected with N2.
In this example, in step S4, the polymerization reaction was carried out at 79 ℃ for 6h with N2 as a protection.
In this embodiment, in step S5, the hydrogenated rosin resin is added to the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 40%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
Example 3:
a pressure-sensitive adhesive with high peeling force is prepared from the following raw materials in parts by weight: 55 parts of isooctyl acrylate, 9 parts of acrylamide, 50 parts of butyl acrylate, 12 parts of hydroxypropyl acrylate and 7 parts of methyl acrylate, wherein the mass ratio is 1: 1 of ethyl acetate and butanone 90 parts, 2.2 parts of azobisisobutyronitrile, 1 part of dodecanethiol and 5 parts of toluene diisocyanate.
In this embodiment, isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
In this embodiment, the pressure-sensitive adhesive with high peel force further comprises the following raw materials in parts by weight: 35 parts of hydrogenated rosin resin.
In this example, the toluene diisocyanate was a compounded mixture of Desmodur L67 and Desmodur L75 from bayer corporation, germany.
In this example, the mass ratio of Desmodur L67 to Desmodur L75 in the compounded mixture of Desmodur L67 and Desmodur L75 was 1: 1.85.
in this embodiment, the method for preparing the pressure-sensitive adhesive with high peel force comprises the following steps:
s1: respectively weighing 55 parts of isooctyl acrylate, 9 parts of acrylamide, 50 parts of butyl acrylate, 12 parts of hydroxypropyl acrylate and 7 parts of methyl acrylate according to the weight ratio of 1: 1, 90 parts of ethyl acetate and butanone, 2.2 parts of azobisisobutyronitrile, 1 part of dodecanethiol, 5 parts of toluene diisocyanate and 35 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
In this example, in step S2, the temperature was controlled at 83 ℃ during the prepolymerization, the prepolymerization time was 20min, and the prepolymerization process was protected with N2.
In this example, in step S3, the temperature was controlled at 79 ℃ during the prepolymerization, the prepolymerization time was 20min, and the prepolymerization process was protected with N2.
In this example, in step S4, the polymerization reaction was carried out at 80 ℃ for 4h of prepolymerization under N2 protection.
In this embodiment, in step S5, the hydrogenated rosin resin is added to the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 50%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
Example 4:
a pressure-sensitive adhesive with high peeling force is prepared from the following raw materials in parts by weight: 50 parts of isooctyl acrylate, 6.8 parts of acrylamide, 45 parts of butyl acrylate, 9.3 parts of hydroxypropyl acrylate and 5.5 parts of methyl acrylate, wherein the mass ratio is 1: 82 parts of ethyl acetate and butanone 1, 1.8 parts of azobisisobutyronitrile, 0.8 part of dodecanethiol and 4.4 parts of toluene diisocyanate.
In this embodiment, isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
In this embodiment, the pressure-sensitive adhesive with high peel force further comprises the following raw materials in parts by weight: 31 parts of hydrogenated rosin resin.
In this example, the toluene diisocyanate was a compounded mixture of Desmodur L67 and Desmodur L75 from bayer corporation, germany.
In this example, the mass ratio of Desmodur L67 to Desmodur L75 in the compounded mixture of Desmodur L67 and Desmodur L75 was 1: 1.72.
in this embodiment, the method for preparing the pressure-sensitive adhesive with high peel force comprises the following steps:
s1: respectively weighing 50 parts of isooctyl acrylate, 6.8 parts of acrylamide, 45 parts of butyl acrylate, 9.3 parts of hydroxypropyl acrylate and 5.5 parts of methyl acrylate according to the weight ratio of 1: 82 parts of ethyl acetate and butanone of 1, 1.8 parts of azobisisobutyronitrile, 0.8 part of dodecanethiol, 4.4 parts of toluene diisocyanate and 31 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
In this example, in step S2, the temperature was controlled at 82 ℃ and the prepolymerization time was 25min during the prepolymerization process, which was protected with N2.
In this example, in step S3, the temperature was controlled at 78 ℃ and the prepolymerization time was 25min during the prepolymerization process, which was protected with N2.
In this example, in step S4, the polymerization reaction was carried out at 79 ℃ for 5h of prepolymerization under N2 protection.
In this embodiment, in step S5, hydrogenated rosin resin is added to the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 46.5%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
The following performance tests were performed on the pressure-sensitive adhesives obtained in examples 2 to 4 of the present invention having high peel force and comparative examples, and the test results are shown in table 1:
wherein the comparative example is a chinese patent application publication No. CN 106634793A.
In the test, the thickness of the pressure-sensitive adhesive with high peeling force obtained in examples 2 to 4 of the present invention and the thickness of the comparative adhesive coating were 50um, and the test was performed using 50um aluminum foil as the backing material. And (3) carrying out 180-degree peel force test at 90 ℃, placing the prepared sample in a thermostat at 90 ℃, clamping the sample by using a clamp, and directly carrying out test at the temperature after 20 min.
TABLE 1
As can be seen from the above table, the pressure-sensitive adhesive with high peel force of the present invention has the following advantages:
1. the initial viscosity and the permanent viscosity of the pressure-sensitive adhesive with high stripping force are obviously superior to those of a comparative example, the adhesive force is strong, and the adhesion is firm;
2. the 180-degree peeling force of the pressure-sensitive adhesive with high peeling force is far higher than that of a comparative example, the peeling strength is high, and the mechanical property is excellent;
3. the pressure-sensitive adhesive with high peeling force still keeps high peeling force at 180 ℃ and is far higher than a comparative example, and the pressure-sensitive adhesive is high in peeling strength, excellent in mechanical property and good in temperature resistance.
The above is only a preferred embodiment of the present invention, and it should be noted that the above preferred embodiment should not be considered as limiting the present invention, and the protection scope of the present invention should be subject to the scope defined by the claims. It will be apparent to those skilled in the art that various modifications and adaptations can be made without departing from the spirit and scope of the invention, and these modifications and adaptations should be considered within the scope of the invention.
Claims (9)
1. The pressure-sensitive adhesive with high peeling force is characterized by being prepared from the following raw materials in parts by weight: 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate, 3-7 parts of methyl acrylate, and the mass ratio is 1: 1, 70-90 parts of ethyl acetate and butanone, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol and 3-5 parts of toluene diisocyanate; firstly, taking isooctyl acrylate as a soft monomer, acrylamide as a functional hard monomer, azodiisobutyronitrile as an initiator, wherein the mass ratio of azodiisobutyronitrile to azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain an acrylamide prepolymer; butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out prepolymerization to obtain a hydroxypropyl acrylate prepolymer; then, mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and azobisisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution; finally, adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force; when in use, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive can be used.
2. The pressure-sensitive adhesive with high peel force according to claim 1, wherein the pressure-sensitive adhesive with high peel force further comprises the following raw materials in parts by weight: 25-35 parts of hydrogenated rosin resin.
3. The pressure-sensitive adhesive with high peel force of claim 1 wherein the toluene diisocyanate is a compounded mixture of desmodur l67 and desmodur l75 from bayer corporation, germany.
4. The pressure sensitive adhesive having high peel force of claim 3 wherein the compounded mixture of Desmodur L67 and Desmodur L75 has a ratio by mass of Desmodur L67 to Desmodur L75 of 1: 1.6 to 1.85.
5. A method for preparing a pressure-sensitive adhesive having a high peel force according to any of claims 1 to 4, comprising the steps of:
s1: respectively weighing 45-55 parts of isooctyl acrylate, 4-9 parts of acrylamide, 40-50 parts of butyl acrylate, 7-12 parts of hydroxypropyl acrylate and 3-7 parts of methyl acrylate according to the weight ratio of 1: 70-90 parts of ethyl acetate and butanone 1, 1.3-2.2 parts of azobisisobutyronitrile, 0.6-1 part of dodecanethiol, 3-5 parts of toluene diisocyanate and 25-35 parts of hydrogenated rosin resin;
s2: isooctyl acrylate is used as a soft monomer, acrylamide is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of the isooctyl acrylate to the acrylamide is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, and carrying out polymerization reaction, wherein the mass ratio of all isooctyl acrylate to acrylamide to half azodiisobutyronitrile of 2/5 is 1: 1, mixing ethyl acetate, butanone and half dodecanethiol, and then carrying out prepolymerization to obtain an acrylamide prepolymer;
s3: butyl acrylate is used as a soft monomer, hydroxypropyl acrylate is used as a functional hard monomer, azobisisobutyronitrile is used as an initiator, and the mass ratio of azodiisobutyronitrile is 1: 1, taking ethyl acetate and butanone as solvents and dodecyl mercaptan as a molecular weight regulator, carrying out polymerization reaction, and mixing all butyl acrylate and hydroxypropyl acrylate, 2/5 azodiisobutyronitrile, and half of the mixture in a mass ratio of 1: mixing ethyl acetate, butanone and half dodecanethiol of 1, and then carrying out prepolymerization to obtain hydroxypropyl acrylate prepolymer;
s4: mixing the acrylamide prepolymer and the hydroxypropyl acrylate prepolymer, adding methyl acrylate and the rest azodiisobutyronitrile, and continuing to perform polymerization reaction to obtain a pressure-sensitive adhesive solution;
s5: adding hydrogenated rosin resin into the pressure-sensitive adhesive solution, and stirring and mixing to uniformly disperse the hydrogenated rosin resin; cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force;
wherein, the steps S2 and S3 are not divided into the following orders; when the pressure-sensitive adhesive is used, the toluene diisocyanate is added into the pressure-sensitive adhesive with high stripping force, and the pressure-sensitive adhesive is stirred and mixed uniformly to be used.
6. The method for preparing the pressure-sensitive adhesive with high peel force according to claim 5, wherein in the step S2, the temperature is controlled to be 81-83 ℃ during the pre-polymerization, the pre-polymerization time is 20-30 min, and the pre-polymerization process is protected by N2.
7. The method for preparing the pressure-sensitive adhesive with high peel force according to claim 5, wherein in the step S3, the temperature is controlled to be 77-79 ℃ during the pre-polymerization, the pre-polymerization time is 20-30 min, and the pre-polymerization process is protected by N2.
8. The method for preparing the pressure-sensitive adhesive with high peel force according to claim 5, wherein in the step S4, the polymerization reaction is carried out at a temperature of 79-80 ℃ for a pre-polymerization time of 4-6 h, and the pre-polymerization process is protected by N2.
9. The method for preparing a pressure-sensitive adhesive with high peeling force according to claim 5, wherein in step S5, hydrogenated rosin resin is added into the pressure-sensitive adhesive solution, stirred and mixed to be uniformly dispersed, and acetone is added to adjust the solid content to 40-50%; and cooling to room temperature to obtain the pressure-sensitive adhesive with high stripping force.
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| CN110964465A (en) * | 2019-12-19 | 2020-04-07 | 烟台德邦科技有限公司 | Thin-adhesive-layer high-peel-strength acrylate pressure-sensitive adhesive and preparation method thereof |
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| JPS56125471A (en) * | 1980-03-05 | 1981-10-01 | Nitto Electric Ind Co Ltd | Pressure-sensitive adhesive composition |
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| CN103937429A (en) * | 2014-04-04 | 2014-07-23 | 广东达美新材料有限公司 | High temperature resistant non-yellowing high stripping strength pressure-sensitive adhesive and preparation method thereof |
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