CN112608405A - Polymer for adhesive and application thereof - Google Patents

Polymer for adhesive and application thereof Download PDF

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Publication number
CN112608405A
CN112608405A CN202011478492.7A CN202011478492A CN112608405A CN 112608405 A CN112608405 A CN 112608405A CN 202011478492 A CN202011478492 A CN 202011478492A CN 112608405 A CN112608405 A CN 112608405A
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Prior art keywords
monomer
adhesive
methacrylate
parts
polymer
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CN202011478492.7A
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Chinese (zh)
Inventor
王继宝
周子良
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Shenzhen Sapience Technology Co ltd
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Shenzhen Sapience Technology Co ltd
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Priority to CN202011478492.7A priority Critical patent/CN112608405A/en
Publication of CN112608405A publication Critical patent/CN112608405A/en
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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
    • C08F212/00—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 an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • 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
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • 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
    • C09J125/00—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 an aromatic carbocyclic ring; Adhesives based on derivatives of such polymers
    • C09J125/02—Homopolymers or copolymers of hydrocarbons
    • C09J125/04—Homopolymers or copolymers of styrene
    • C09J125/08—Copolymers of styrene
    • C09J125/14—Copolymers of styrene with unsaturated esters
    • 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
    • C09J133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention relates to the technical field of high molecular materials, in particular to a polymer for an adhesive and application thereof, wherein the preparation raw materials at least comprise the following components in parts by weight: 200-250 parts of hard monomer, 10-30 parts of soft monomer, 200-250 parts of functional monomer, 1-20 parts of initiator, 0.1-1 part of residual monomer treating agent and 600 parts of organic solvent; through the selection of the polymer monomer and the matched initiator, the polymerization efficiency of the polymer monomer is improved, so that the polymer for the adhesive, prepared by the invention, has excellent chemical corrosion resistance, durability and heat resistance.

Description

Polymer for adhesive and application thereof
Technical Field
The invention relates to the technical field of high molecular materials, in particular to a polymer for an adhesive and application thereof.
Background
The PCB is called a printed circuit board, also called a printed circuit board, and is an important electronic component, a support for electronic components, and a carrier for electrical connection of electronic components. Because it is made using electronic printing, it is referred to as a "printed" circuit board.
After the coating of the PCB, the steps of exposure, development, etching, film removal, etc. are required. Exposure: the traditional exposure needs to adopt film to carry out washing exposure; and (3) developing: the unexposed area reacts with sodium carbonate, and is washed away by liquid medicine to expose unnecessary part of copper; etching: the exposed copper and the etching solution are subjected to gasification-reduction reaction after development and are etched; removing the film: and (3) reacting the strong base with the polymerized ink layer for protecting the copper surface, and stripping the ink layer to obtain a complete inner layer plate.
An optical laminate in which a glass substrate, an adhesive and an optical film are laminated in this order is generally obtained by: first, an optical film having an adhesive is produced by laminating the adhesive to the optical film, and then a glass matrix material is laminated to the surface of the adhesive.
Such an optical film having an adhesive has a problem that the optical film tends to curl due to a large change in dimension caused by elongation and shrinkage under heating or under a heated and humidified condition, foaming occurs in an adhesive layer of the resulting optical laminate, and peeling occurs between the adhesive layer and a glass base material. Further, there is a problem in that, under heating or under a heated and humid condition, distribution of residual stress acting on the optical film having the adhesive becomes irregular, stress is concentrated on the periphery of the optical laminate, and as a result, a light leakage phenomenon occurs on a liquid crystal cell.
Therefore, the development of a heat-resistant, corrosion-resistant and moisture-resistant polymer for adhesives becomes the focus of research and development of those skilled in the art.
Disclosure of Invention
In order to solve the above technical problems, a first aspect of the present invention provides a polymer for an adhesive, which is prepared from at least: 250 portions of hard monomer 200-.
As a preferable technical scheme, the hard monomer is selected from one or more of methyl methacrylate, vinyl acetate, styrene, acrylonitrile, vinyl acetate, methyl methacrylate, ethyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate and hexafluorobutyl methacrylate.
As a preferred technical solution, the hard monomer is methyl methacrylate and styrene, wherein the mass ratio of methyl methacrylate to styrene is 1: (1-6).
As a preferred technical solution, the soft monomer is selected from one or more of butyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate and butyl methacrylate.
As a preferable technical scheme, the functional monomer is selected from one or more of acrylic acid, methacrylic acid, hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate, hydroxypropyl acrylate, N-methylolacrylamide, glycidyl methacrylate and diallyl phthalate.
As a preferred technical solution, the functional monomers are methacrylic acid and diallyl phthalate, wherein the mass ratio of methacrylic acid to diallyl phthalate is 1: (0.1-1).
As a preferable technical scheme, the initiator is selected from one or more of persulfate and azo compounds.
As a preferable technical scheme, the azo compound is selected from one of azobisisobutyronitrile, azobisisoheptonitrile, azobisisobutyronitrile formamide and dimethyl azobisisobutyrate.
As a preferred embodiment, the residual monomer treatment agent is an alkyl peroxide.
The second aspect of the present invention provides the field of application of polymers for adhesives, which is the field of photoresist technology.
Has the advantages that: the invention provides a polymer for an adhesive and application thereof, wherein a special polymer for the adhesive is obtained by selecting a polymerization monomer, particularly compounding a hard monomer, a soft monomer and a functional monomer and regulating and controlling the components in parts by weight; the absorption efficiency of the polymer monomer to ultraviolet light is improved to a certain extent, and the reaction activity of the polymer monomer is improved; furthermore, the polymerization efficiency of the polymer monomer is improved through the selection of the polymer monomer and the matched initiator, so that the polymer for the adhesive, prepared by the invention, has excellent chemical corrosion resistance, durability and heat resistance.
Detailed Description
The disclosure may be understood more readily by reference to the following detailed description of preferred embodiments of the invention and the examples included therein. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In case of conflict, the present specification, including definitions, will control.
The term "prepared from …" as used herein is synonymous with "comprising". The terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," or any other variation thereof, as used herein, are intended to cover a non-exclusive inclusion. For example, a composition, process, method, article, or apparatus that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, process, method, article, or apparatus.
The conjunction "consisting of …" excludes any unspecified elements, steps or components. If used in a claim, the phrase is intended to claim as closed, meaning that it does not contain materials other than those described, except for the conventional impurities associated therewith. When the phrase "consisting of …" appears in a clause of the subject matter of the claims rather than immediately after the subject matter, it defines only the elements described in the clause; other elements are not excluded from the claims as a whole.
When an amount, concentration, or other value or parameter is expressed as a range, preferred range, or as a range of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. For example, when a range of "1 to 5" is disclosed, the described range should be interpreted to include the ranges "1 to 4", "1 to 3", "1 to 2 and 4 to 5", "1 to 3 and 5", and the like. When a range of values is described herein, unless otherwise stated, the range is intended to include the endpoints thereof and all integers and fractions within the range.
The singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise. "optional" or "any" means that the subsequently described event or events may or may not occur, and that the description includes instances where the event occurs and instances where it does not.
Approximating language, as used herein throughout the specification and claims, is intended to modify a quantity, such that the invention is not limited to the specific quantity, but includes portions that are literally received for modification without substantial change in the basic function to which the invention is related. Accordingly, the use of "about" to modify a numerical value means that the invention is not limited to the precise value. In some instances, the approximating language may correspond to the precision of an instrument for measuring the value. In the present description and claims, range limitations may be combined and/or interchanged, including all sub-ranges contained therein if not otherwise stated.
In addition, the indefinite articles "a" and "an" preceding an element or component of the invention are not intended to limit the number requirement (i.e., the number of occurrences) of the element or component. Thus, "a" or "an" should be read to include one or at least one, and the singular form of an element or component also includes the plural unless the stated number clearly indicates that the singular form is intended.
In order to solve the above technical problems, a first aspect of the present invention provides a polymer for an adhesive, which is prepared from at least: 250 portions of hard monomer 200-.
In a preferred embodiment, the adhesive polymer is prepared from at least the following raw materials in parts by weight: 240 portions of hard monomer 210-containing material, 15-25 portions of soft monomer, 240 portions of functional monomer 210-containing material, 5-15 portions of initiator, 0.2-0.8 portion of residual monomer treating agent and 550 portions of organic solvent 450-containing material.
In a more preferred embodiment, the adhesive polymer is prepared from at least, in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator, 0.5 part of residual monomer treating agent and 500 parts of organic solvent.
Hard monomer
The hard monomer refers to a monomer with a higher homopolymer glass transition temperature.
In a preferred embodiment, the hard monomer of the present invention is selected from one or more of methyl methacrylate, vinyl acetate, styrene, acrylonitrile, vinyl acetate, methyl methacrylate, ethyl methacrylate, isobutyl methacrylate, tert-butyl methacrylate, and hexafluorobutyl methacrylate.
In a preferred embodiment, the hard monomers of the present invention are methyl methacrylate and styrene, wherein the mass ratio of methyl methacrylate to styrene is 1: (1-6).
In a preferred embodiment, the hard monomers of the present invention are methyl methacrylate and styrene, wherein the mass ratio of methyl methacrylate to styrene is 1: (2-5).
In a most preferred embodiment, the hard monomers of the present invention are methyl methacrylate and styrene, wherein the mass ratio of methyl methacrylate to styrene is 1: 4.5.
soft monomer
The soft monomer refers to a monomer with lower homopolymer glass transition temperature.
In a preferred embodiment, the soft monomer of the present invention is selected from one or more of butyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate, butyl methacrylate.
In a most preferred embodiment, the soft monomer of the present invention is 2 ethylhexyl acrylate.
Functional monomer
The functional monomer is a monomer capable of providing a functional group.
In a preferred embodiment, the functional monomer of the present invention is selected from one or more of acrylic acid, methacrylic acid, hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate, hydroxypropyl acrylate, N-methylolacrylamide, glycidyl methacrylate, diallyl phthalate.
In a more preferred embodiment, the functional monomers of the present invention are methacrylic acid and diallyl phthalate, wherein the mass ratio of methacrylic acid to diallyl phthalate is 1: (0.1-1).
In a most preferred embodiment, the functional monomers of the present invention are methacrylic acid and diallyl phthalate, wherein the mass ratio of methacrylic acid to diallyl phthalate is 1: 0.4.
initiator
The initiator is also called initiator, is also called free radical initiator, and refers to a compound which is easy to be decomposed into free radicals (namely primary free radicals) by heating, can be used for initiating free radical polymerization and copolymerization of alkene and diene monomers, and can also be used for crosslinking curing and macromolecule crosslinking reaction of unsaturated polyester.
In a preferred embodiment, the initiator according to the present invention is selected from one or more of persulfates and azo compounds.
The azo compound is selected from one of azobisisobutyronitrile, azobisisoheptonitrile, azobisisobutyronitrile formamide and azobisisobutyric acid dimethyl ester.
The persulfate is selected from one of potassium persulfate, sodium persulfate and ammonium persulfate.
In a most preferred embodiment, the initiator of the present invention is azobisisoheptonitrile.
Residual monomer treating agent
The residual monomer treatment agent in the present invention means a substance which can treat the residual monomer in the system.
In a preferred embodiment, the residual monomer treatment agent of the present invention is an alkyl peroxide.
The alkyl peroxide is selected from one or more of di-tert-amyl peroxide (CAS: 10508-09-5), di-tert-butyl peroxide (CAS: 110-05-4) and tert-butyl hydroperoxide (CAS: 75-91-2).
In a most preferred embodiment, the alkyl peroxide of the present invention is di-tert-amyl peroxide.
Organic solvent
The organic solvent can dissolve some organic compounds which are insoluble in water (such as grease, wax, resin, rubber, dye and the like), and is characterized in that the organic compound is in a liquid state at normal temperature and normal pressure and has higher volatility, and the properties of a solute and the solvent are not changed in the dissolving process.
In a preferred embodiment, the organic solvent of the present invention is toluene.
The inventor finds that the ratio of methyl methacrylate to styrene is 1: (1-6) as a hard monomer; mixing methacrylic acid and diallyl phthalate in a mass ratio of 1: (0.1-1) as a functional monomer, and a soft monomer and a residual monomer remover are matched to regulate and control the addition amount of the monomers, so that the polymerization efficiency of the monomers is improved, and the obtained polymer for the adhesive has the performances of heat resistance, corrosion resistance and moisture resistance; after the adhesive is applied, under the conditions of heating or heating and humidity, the phenomenon that the optical film tends to curl due to large size change caused by extension and contraction in the prior art is effectively solved.
The second aspect of the present invention provides a field of application of a polymer for an adhesive, characterized in that the field of application is the field of photoresist technology.
It should be noted that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention, and that the insubstantial modifications and adaptations of the present invention by those skilled in the art based on the above disclosure are still within the scope of the present invention.
In addition, the raw materials used are commercially available from national chemical reagents, unless otherwise specified.
Examples
In order to better understand the above technical solutions, the following detailed descriptions will be provided with reference to specific embodiments. It should be noted that the following examples are only for illustrating the present invention and should not be construed as limiting the scope of the present invention, and that the insubstantial modifications and adaptations of the present invention by those skilled in the art based on the above disclosure are still within the scope of the present invention. In addition, the raw materials are commercially available and the extraction methods of the extract are all conventional extraction methods, if not otherwise specified.
Example 1
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator, 0.5 part of residual monomer treating agent and 500 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 4.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 2
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 200 parts of hard monomer, 10 parts of soft monomer, 200 parts of functional monomer, 1 part of initiator, 0.1 part of residual monomer treating agent and 400 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 4.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 3
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 250 parts of hard monomer, 30 parts of soft monomer, 250 parts of functional monomer, 20 parts of initiator, 1 part of residual monomer treating agent and 600 parts of organic solvent
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 4.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 4
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator, 0.5 part of residual monomer treating agent and 500 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 0.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 5
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator, 0.5 part of residual monomer treating agent and 500 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 8.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 6
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator, 0.5 part of residual monomer treating agent and 500 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 4.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 2.
the initiator is azobisisoheptonitrile.
The residual monomer treatment agent is an alkyl peroxide.
The alkyl peroxide is di-tert-amyl peroxide.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) adding residual monomer treating agent into the mixed solution, keeping the temperature at 75 ℃ for 2h, cooling and filtering to obtain the product.
Example 7
The polymer for the adhesive is provided, and the preparation raw materials comprise the following components in parts by weight: 225 parts of hard monomer, 20 parts of soft monomer, 225 parts of functional monomer, 8 parts of initiator and 500 parts of organic solvent.
The hard monomer is methyl methacrylate and styrene, wherein the mass ratio of the methyl methacrylate to the styrene is 1: 4.5.
the soft monomer is 2 ethylhexyl acrylate.
The functional monomer is methacrylic acid and diallyl phthalate, wherein the mass ratio of the methacrylic acid to the diallyl phthalate is 1: 0.4.
the initiator is azobisisoheptonitrile.
The organic solvent is toluene.
A method of making a polymer for an adhesive, the method comprising the steps of:
(1) adding an organic solvent into a reactor, introducing nitrogen, and heating to 75 ℃ to obtain a mixed solution 1;
(2) mixing a hard monomer, a soft monomer, a functional monomer and an initiator, dripping the mixture into an organic solvent within 3 hours, and reacting for 40min after finishing dripping at the temperature of 75 ℃ to obtain a mixed solution 2;
(3) and (3) preserving the temperature of the mixture 2 at 75 ℃ for 2h, cooling and filtering to obtain the product.
Evaluation of Performance
1. High temperature resistance:
the adhesive polymers prepared in examples 1 to 7 were coated on glass, stored at 120 ℃ for 5 hours, and then peeled off to observe the residual adhesive.
2. High temperature and high humidity resistance:
the adhesive polymers prepared in examples 1 to 7 were coated on glass, stored in an environment at 90 ℃ and 85% relative humidity for 48 hours, and then peeled off to observe the residual adhesive condition.
3. The low-temperature flexibility of the adhesive polymers prepared in examples 1 to 7 was tested by storing at-20 ℃ for 24 hours according to HG T4222-2011 low-temperature flexibility test method, and it was observed whether the adhesive polymer was broken.
The test results are shown in table 1 below.
TABLE 1 Performance test
Examples High temperature resistance High temperature and high humidity resistance Flexibility at low temperature
Example 1 No adhesive residue No adhesive residue Does not break
Example 2 No adhesive residue No adhesive residue Does not break
Example 3 No adhesive residue No adhesive residue Does not break
Example 4 Small amount of residual gum Small amount of residual gum Fracture of
Example 5 Small amount of residual gum Small amount of residual gum Fracture of
Example 6 Small amount of residual gum Small amount of residual gum Fracture of
Example 7 A large amount of residual gum A large amount of residual gum Fracture of
The foregoing examples are merely illustrative and serve to explain some of the features of the method of the present invention. The appended claims are intended to claim as broad a scope as is contemplated, and the examples presented herein are merely illustrative of selected implementations in accordance with all possible combinations of examples. Accordingly, it is applicants' intention that the appended claims are not to be limited by the choice of examples illustrating features of the invention. Also, where numerical ranges are used in the claims, subranges therein are included, and variations in these ranges are also to be construed as possible being covered by the appended claims.

Claims (10)

1. The polymer for the adhesive is characterized by being prepared from at least the following raw materials in parts by weight: 250 portions of hard monomer 200-.
2. The polymer for binder as claimed in claim 1, wherein said hard monomer is selected from one or more of methyl methacrylate, vinyl acetate, styrene, acrylonitrile, vinyl acetate, methyl methacrylate, ethyl methacrylate, isobutyl methacrylate, t-butyl methacrylate, hexafluorobutyl methacrylate.
3. The polymer for an adhesive according to claim 2, wherein the hard monomer is methyl methacrylate and styrene, and the mass ratio of methyl methacrylate to styrene is 1: (1-6).
4. The adhesive polymer according to claim 1, wherein the soft monomer is one or more selected from the group consisting of butyl acrylate, ethyl acrylate, 2-ethylhexyl acrylate, and butyl methacrylate.
5. The adhesive polymer according to claim 1, wherein the functional monomer is selected from one or more of acrylic acid, methacrylic acid, hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate, hydroxypropyl acrylate, N-methylolacrylamide, glycidyl methacrylate, diallyl phthalate.
6. The adhesive polymer according to claim 5, wherein the functional monomers are methacrylic acid and diallyl phthalate, wherein the mass ratio of methacrylic acid to diallyl phthalate is 1: (0.1-1).
7. The adhesive polymer according to claim 1, wherein the initiator is one or more selected from the group consisting of persulfates and azo compounds.
8. The adhesive polymer according to claim 7, wherein the azo compound is one selected from the group consisting of azobisisobutyronitrile, azobisisoheptonitrile, azobisisobutyronitrile formamide and dimethyl azobisisobutyrate.
9. The adhesive polymer of claim 1 wherein the residual monomer treatment agent is an alkyl peroxide.
10. The field of application of the adhesive polymer according to any of claims 1 to 9, characterized in that it is the field of photoresist technology.
CN202011478492.7A 2020-12-15 2020-12-15 Polymer for adhesive and application thereof Pending CN112608405A (en)

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