CN105950069A - Rubber-modified UV curable adhesive - Google Patents
Rubber-modified UV curable adhesive Download PDFInfo
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- CN105950069A CN105950069A CN201610363255.3A CN201610363255A CN105950069A CN 105950069 A CN105950069 A CN 105950069A CN 201610363255 A CN201610363255 A CN 201610363255A CN 105950069 A CN105950069 A CN 105950069A
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- Prior art keywords
- acrylate
- rubber
- modified
- ultraviolet photo
- cementing agent
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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
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/26—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment
- C09J123/32—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment by reaction with compounds containing phosphorus or sulfur
- C09J123/34—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment by reaction with compounds containing phosphorus or sulfur by chlorosulfonation
-
- 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
- C09J115/00—Adhesives based on rubber derivatives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention relates to adhesive, in particular to water-tolerant and humidity-resistant rubber-modified UV curable adhesive. The UV curable adhesive is prepared from the following components in parts by weight: 5 to 60 parts of bis-functional acrylic modified polyurethane resin, 1 to 20 parts of rubber, 20 to 60 parts of active monomer diluent, 0 to 7 parts of multifunctional acrylic ester crosslinking agent, 0.5 to 5 parts of photoinitiator and 0 to 10 parts of adhesion promoter. The rubber-modified UV curable adhesive has the following advantages and beneficial effects: through adding rubber in the UV curable adhesive for modification, the toughness, strength and water tolerance of an adhesive system are improved. The product provided by the invention has the advantages of high bonding strength, good toughness, good humidity resistance and the like, can be widely applied to the bonding of materials such as glass, crystal, colored glaze, precious stone, plastic and rubber, and particularly can be widely applied to the bonding between glass and metal of glass furniture.
Description
Technical field
The present invention relates to a kind of adhesive, particularly to the ultraviolet photo-curing cementing agent of the modified rubber of a kind of water-fast, humidity.
Background technology
The plurality of advantages such as ultraviolet photo-curing cementing agent (hereinafter referred to as UV glue), energy consumption low, environmental friendliness fast with its curing rate, are widely used at adhesive area.Due to the particularity of its condition of cure, be generally used for being bonded to the base material that rare one side is transparent, such as: glass, crystal, transparent plastic, coloured glaze, gem etc., two bonding plane base materials can identical also can be different.Due to the restriction of domestic supplied material property, the performance of domestic UV glue, compared with import UV glue, still has bigger gap, and the most domestic UV glue humidity, durability are poor, and glue-line is more crisp, and stress shrinks bigger.In the case of raw material level not yet reaches requirement at home, result of the above problems only buys expensive import raw material, but buy import raw material be restricted and domestic do not have to replace material in the case of, we only from other approach seek improve.
Summary of the invention
The present invention is directed to above-mentioned the deficiencies in the prior art, and propose the ultraviolet photo-curing cementing agent of a kind of modified rubber.The rubber of suitable kind and consumption is added in UV glue formula, after curable adhesive layer, rubber can form inierpeneirating network structure with macromolecule, work in coordination with for two, play and force containment role, when curing is occurring, it is isolated split-phase due to the incompatible of rubber, the volume contraction produced in Radiation Curing is served compensating action, thus improve adhesive force to base material, reduce the internal stress of glue-line, it is to avoid the intrusion of medium especially water, reduce the desorption at interface, improve the humidity of product, durability.
The present invention for achieving the above object, used technical scheme be: the ultraviolet photo-curing cementing agent of a kind of modified rubber, it is characterised in that parts by weight shared by each component of described ultraviolet photo-curing cementing agent are as follows,
Polyurethane resin 5-60 part that two degrees of functionality are acrylic acid modified
Rubber 1-20 part
Activated monomer diluent 20-60 part
Polyfunctional acrylic ester cross-linking agent 0-7 part
Light trigger 0.5-5 part
Adhesion promoter 0-10 part.
Advantages of the present invention and providing the benefit that: this UV cured adhesive is modified by adding rubber, improves the toughness of adhesive system, intensity and resistance to water.Product of the present invention has the advantages such as adhesive strength height, good toughness and moisture resistance are good, can be widely used for the bonding of the materials such as glass, crystal, coloured glaze, gem, plastics, rubber, especially can be widely applied to glass in glass furniture bonding with metal.
Detailed description of the invention
Below the technical scheme in the present invention is clearly and completely described.
A kind of ultraviolet photo-curing cementing agent of modified rubber, parts by weight shared by each component of ultraviolet photo-curing cementing agent are as follows:
Polyurethane resin 5-60 part that two degrees of functionality are acrylic acid modified
Rubber 1-20 part
Activated monomer diluent 20-60 part
Polyfunctional acrylic ester cross-linking agent 0-7 part
Light trigger 0.5-5 part
Adhesion promoter 0-10 part.
Further, the one during rubber selects following rubber: CSM, nitrile rubber, butadiene-styrene rubber, modified polyisoprene rubber, modified polybutadiene rubber.
Ensure that rubber used can be well dispersed in acrylatcs systems, inierpeneirating network structure is formed with acrylate polymer, play and force containment role, when curing is occurring, it is isolated split-phase due to the incompatible of rubber, the volume contraction produced in Radiation Curing is served compensating action, thus improves the adhesive force to base material, reduce the internal stress of glue-line.
Further, activated monomer diluent be the sense number of degrees be the acrylate monomer of 1, a kind of or the most two or more mixture in the activated monomer diluent following acrylate monomer of selection: butyl acrylate, Isooctyl acrylate monomer, isobornyl methacrylate, isobornyl acrylate, hydroxyethyl methylacrylate, 2-(Acryloyloxy)ethanol, Hydroxypropyl methacrylate, Hydroxypropyl acrylate, acrylic acid DCPA, alkoxide nonyl phenol acrylate, oxolane acrylate, lauryl methacrylate, lauryl acrylate, 2-phenoxyethyl acrylate, isodecyl acrylate;
Reactive diluent is the activated monomer with acrylic acid groups that can carry out ultraviolet light initiation reaction, is mainly used in diluting the acrylic acid modified polyurethane resin of full-bodied two degrees of functionality and dissolving rubber, makes adhesive system reach suitable use viscosity and performance.
nullFurther,Polyfunctional acrylic ester cross-linking agent is the sense number of degrees acrylate monomers more than or equal to 2,A kind of or the most two or more mixture in the polyfunctional acrylic ester cross-linking agent following material of selection: ethoxylated bisphenol A diacrylate、Ethoxylated bisphenol A dimethylacrylate、Trimethylolpropane allyl ether、Trimethylol-propane trimethacrylate、Trimethylolpropane trimethacrylate、Ethoxylated trimethylolpropane trimethyl acrylic ester、Ethoxylated trimethylolpropane triacrylate、Propoxylation trimethylol-propane trimethacrylate、Propoxylation trimethylolpropane trimethacrylate、Pentaerythritol acrylate trimethyl、Pentaerythritol triacrylate、Pentaerythritol triallyl ether、Two season penta 6 alcohol pentamethacrylates、Two season penta 6 alcohol five acrylate、Two season penta 6 alcohol hexamethacrylate、Two season penta 6 alcohol six acrylate.
Appropriate polyfunctional acrylic ester cross-linking agent can improve the crosslink density of acrylatcs systems, stops moisture attack and ester linkage hydrolyzing, thus improves glue-line stability and water-fast medium-resistance.
Further, light trigger be Irgacure 184, Darocure 1173, Irgacure 819, a kind of or the most several mixture in Irgacure 907, TPO.
Light trigger belongs to free radical initiation type initiator, and such material is under ultraviolet light by absorbing the energy of certain wavelength, thus produces free radical, causes double-bond polymerization to form stable glue-line.
Further, adhesion promoter is vinyl silicane coupling agent and phosphates acrylate two kinds.
Vinyl silicane coupling agent can be used for improve glue in the adhesive strength of glass surface, make adhesive effect more stable by coupled action.Phosphates acrylate can be effectively improved bonding to metal of adhesive, but the existence of its polar group makes adhesive entirety resistance to water decline, accordingly, it would be desirable to regulate its consumption to balance the adhesive requirement to adhesive force Yu resistance to water.
Further, the formula of vinyl silicane coupling agent is:
CH2=CH(CH2)nSiX3
Wherein, n >=0, X is probably the combination of one or more in chloro, methoxyl group, ethyoxyl, methoxy ethoxy, acetoxyl group, propionyloxy, isopropoxy, tri-tert peroxy.
Further, the combination of one or more during phosphates acrylate is HEMA phosphate ester, methylacryoyloxyethyl phosphate ester, alkyl acrylate phosphate ester, polyfunctionality acid acrylate's phosphate ester.
Embodiment 1: the ultraviolet photo-curing cementing agent of a kind of modified rubber is made up of the raw material of following parts by weight:
The polyurethane resin that two degrees of functionality are acrylic acid modified | 10 |
CSM | 20 |
Isobornyl methacrylate | 60 |
Trimethylol-propane trimethacrylate | 5 |
Phosphoric acid ester adhesion promoter | 0.5 |
Vinyl silicane coupling agent | 2.5 |
Irgacure 184 | 1.5 |
Irgacure 819 | 0.5。 |
Two degrees of functionality acrylic acid modified polyurethane resin viscosity at 25 DEG C is 45000-50000 cps.CSM Mooney viscosity is 40-70.
Preparation process: the rubber after 1. plasticating puts in blender, adds low viscous monomer diluent, mixes to rubber solution;2. the mixed liquor dissolved and other components are sequentially added in double-planet power mixing and blending machine, are evacuated to about-0.1MPa, under the conditions of rotating speed 500r/min, stir 2h, the most naturally hang to room temperature, discharging subpackage.Notice that lucifuge to be kept is packed in the operation after adding initiator.
Embodiment 2: the ultraviolet photo-curing cementing agent of a kind of modified rubber is made up of the raw material of following parts by weight:
The polyurethane resin that two degrees of functionality are acrylic acid modified | 20 |
Modified polyisoprene rubber | 20 |
Isobornyl methacrylate | 40 |
Hydroxyethyl methylacrylate | 7.5 |
Trimethylol-propane trimethacrylate | 5 |
Phosphoric acid ester adhesion promoter | 2 |
Vinyl silicane coupling agent | 2.5 |
Irgacure 184 | 2.5 |
TPO | 0.5。 |
Two degrees of functionality acrylic acid modified polyurethane resin viscosity at 25 DEG C is 45000-50000 cps.Modified polyisoprene rubber viscosity at 25 DEG C is 50000-60000cps.
Preparation process is with embodiment 1.
Embodiment 3: the ultraviolet photo-curing cementing agent of a kind of modified rubber is made up of the raw material of following parts by weight:
The polyurethane resin that two degrees of functionality are acrylic acid modified | 60 |
Modified polybutadiene rubber | 2 |
Isobornyl methacrylate | 18 |
Hydroxyethyl methylacrylate | 2 |
Two season penta 6 alcohol pentamethacrylates | 7 |
Phosphoric acid ester adhesion promoter | 2 |
Vinyl silicane coupling agent | 5 |
Irgacure 184 | 2.5 |
Darocure 1173 | 1.5。 |
Two degrees of functionality acrylic acid modified polyurethane resin viscosity at 25 DEG C is 1500-2000 cps.Modified polybutadiene rubber viscosity at 50 DEG C is 2500cps.
Preparation process is with embodiment 1.
Performance test: the UV cured adhesive prepared by above-described embodiment is used for adhering glass and gold rustless steel.Condition of cure is 25 DEG C, 30-40% relative air humidity, 365nm ultraviolet light intensity.After sample completion of cure, test with reference to GB/T 7124-2008.Result see table:
From test result it can be seen that product quick solidifying of the present invention, cured strength is high, water-tolerant.It addition, the present invention has good toughness, can be used for substituting some equal performance and the higher import UV glue of price.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all within the spirit and principles in the present invention, any modification, equivalent substitution and improvement etc. made, should be included within the scope of the present invention.
Claims (8)
1. the ultraviolet photo-curing cementing agent of a modified rubber, it is characterised in that parts by weight shared by each component of described ultraviolet photo-curing cementing agent are as follows,
Polyurethane resin 5-60 part that two degrees of functionality are acrylic acid modified
Rubber 1-20 part
Activated monomer diluent 20-60 part
Polyfunctional acrylic ester cross-linking agent 0-7 part
Light trigger 0.5-5 part
Adhesion promoter 0-10 part.
A kind of ultraviolet photo-curing cementing agent of modified rubber, it is characterized in that: described rubber can be well dispersed in acrylatcs systems, the one in the described rubber following rubber of selection: CSM, nitrile rubber, butadiene-styrene rubber, modified polyisoprene rubber, modified polybutadiene rubber.
The ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 1, it is characterized in that: described activated monomer diluent be the sense number of degrees be the acrylate monomer of 1, a kind of or the most two or more mixture in the described activated monomer diluent following acrylate monomer of selection: butyl acrylate, Isooctyl acrylate monomer, isobornyl methacrylate, isobornyl acrylate, hydroxyethyl methylacrylate, 2-(Acryloyloxy)ethanol, Hydroxypropyl methacrylate, Hydroxypropyl acrylate, acrylic acid DCPA, alkoxide nonyl phenol acrylate, oxolane acrylate, lauryl methacrylate, lauryl acrylate, 2-phenoxyethyl acrylate, isodecyl acrylate.
nullThe ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 1,It is characterized in that: described polyfunctional acrylic ester cross-linking agent is the sense number of degrees acrylate monomers more than or equal to 2,A kind of or the most two or more mixture in the described polyfunctional acrylic ester cross-linking agent following material of selection: ethoxylated bisphenol A diacrylate、Ethoxylated bisphenol A dimethylacrylate、Trimethylolpropane allyl ether、Trimethylol-propane trimethacrylate、Trimethylolpropane trimethacrylate、Ethoxylated trimethylolpropane trimethyl acrylic ester、Ethoxylated trimethylolpropane triacrylate、Propoxylation trimethylol-propane trimethacrylate、Propoxylation trimethylolpropane trimethacrylate、Pentaerythritol acrylate trimethyl、Pentaerythritol triacrylate、Pentaerythritol triallyl ether、Two season penta 6 alcohol pentamethacrylates、Two season penta 6 alcohol five acrylate、Two season penta 6 alcohol hexamethacrylate、Two season penta 6 alcohol six acrylate.
The ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 1, it is characterised in that: described light trigger is Irgacure 184, Darocure 1173, Irgacure 819, a kind of or the most several mixture in Irgacure 907, TPO.
The ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 1, it is characterised in that described adhesion promoter is vinyl silicane coupling agent and phosphates acrylate two kinds.
The ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 6, it is characterised in that: the formula of described vinyl silicane coupling agent is:
CH2=CH(CH2)nSiX3
Wherein, n >=0, X is probably the combination of one or more in chloro, methoxyl group, ethyoxyl, methoxy ethoxy, acetoxyl group, propionyloxy, isopropoxy, tri-tert peroxy.
The ultraviolet photo-curing cementing agent of a kind of modified rubber the most according to claim 6, it is characterised in that: described phosphates acrylate is the combination of one or more in HEMA phosphate ester, methylacryoyloxyethyl phosphate ester, alkyl acrylate phosphate ester, polyfunctionality acid acrylate's phosphate ester.
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Cited By (4)
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CN111171766A (en) * | 2020-03-17 | 2020-05-19 | 苏州世华新材料科技股份有限公司 | Ultralow-water-absorption acrylate pressure-sensitive adhesive and preparation method thereof |
CN112341984A (en) * | 2020-11-26 | 2021-02-09 | 西安航天三沃化学有限公司 | Low-energy UV-curable adhesive sticker composition and preparation method and application thereof |
CN114989774A (en) * | 2022-05-20 | 2022-09-02 | 长春艾德斯新材料有限公司 | High-temperature curing FPC packaging adhesive and preparation method thereof |
CN115058218A (en) * | 2022-07-26 | 2022-09-16 | 珠海市泽涛粘合制品有限公司 | Acrylate modified polyurethane adhesive and preparation method and application thereof |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN111171766A (en) * | 2020-03-17 | 2020-05-19 | 苏州世华新材料科技股份有限公司 | Ultralow-water-absorption acrylate pressure-sensitive adhesive and preparation method thereof |
CN112341984A (en) * | 2020-11-26 | 2021-02-09 | 西安航天三沃化学有限公司 | Low-energy UV-curable adhesive sticker composition and preparation method and application thereof |
CN114989774A (en) * | 2022-05-20 | 2022-09-02 | 长春艾德斯新材料有限公司 | High-temperature curing FPC packaging adhesive and preparation method thereof |
CN115058218A (en) * | 2022-07-26 | 2022-09-16 | 珠海市泽涛粘合制品有限公司 | Acrylate modified polyurethane adhesive and preparation method and application thereof |
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