CN117402584A - Photo-curing foaming adhesive composition and preparation method thereof - Google Patents
Photo-curing foaming adhesive composition and preparation method thereof Download PDFInfo
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- CN117402584A CN117402584A CN202311331537.1A CN202311331537A CN117402584A CN 117402584 A CN117402584 A CN 117402584A CN 202311331537 A CN202311331537 A CN 202311331537A CN 117402584 A CN117402584 A CN 117402584A
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- foaming
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- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 238000005187 foaming Methods 0.000 title claims abstract description 51
- 239000000853 adhesive Substances 0.000 title claims abstract description 49
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 49
- 238000000016 photochemical curing Methods 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title abstract description 10
- 239000011347 resin Substances 0.000 claims abstract description 26
- 229920005989 resin Polymers 0.000 claims abstract description 26
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 229920000548 poly(silane) polymer Polymers 0.000 claims abstract description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000000839 emulsion Substances 0.000 claims abstract description 22
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 19
- -1 acrylic ester Chemical class 0.000 claims abstract description 17
- 239000004088 foaming agent Substances 0.000 claims abstract description 17
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 15
- 229920001577 copolymer Polymers 0.000 claims abstract description 12
- 239000004814 polyurethane Substances 0.000 claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 claims abstract description 6
- 239000002994 raw material Substances 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims description 12
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 8
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 6
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 claims description 4
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 4
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 4
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 claims description 4
- CQSQUYVFNGIECQ-UHFFFAOYSA-N 1-n,4-n-dimethyl-1-n,4-n-dinitrosobenzene-1,4-dicarboxamide Chemical compound O=NN(C)C(=O)C1=CC=C(C(=O)N(C)N=O)C=C1 CQSQUYVFNGIECQ-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- 244000028419 Styrax benzoin Species 0.000 claims description 3
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 3
- 229960002130 benzoin Drugs 0.000 claims description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 3
- 235000013539 calcium stearate Nutrition 0.000 claims description 3
- 239000008116 calcium stearate Substances 0.000 claims description 3
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 claims description 3
- 235000019382 gum benzoic Nutrition 0.000 claims description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 3
- 229940095102 methyl benzoate Drugs 0.000 claims description 3
- WTRRGIQUWPQIEA-UHFFFAOYSA-N methyl prop-2-enoate propane Chemical compound CCC.COC(C=C)=O WTRRGIQUWPQIEA-UHFFFAOYSA-N 0.000 claims description 3
- 150000001282 organosilanes Chemical class 0.000 claims description 3
- 229920001909 styrene-acrylic polymer Polymers 0.000 claims description 3
- 239000011787 zinc oxide Substances 0.000 claims description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 abstract description 3
- 239000006260 foam Substances 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 9
- 229920001971 elastomer Polymers 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000002390 adhesive tape Substances 0.000 description 5
- 238000001723 curing Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 2
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 238000004026 adhesive bonding Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004619 high density foam Substances 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/06—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a chemical blowing agent
- C08J9/08—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a chemical blowing agent developing carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2203/00—Foams characterized by the expanding agent
- C08J2203/02—CO2-releasing, e.g. NaHCO3 and citric acid
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
- C08J2375/14—Polyurethanes having carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a photo-curing foaming adhesive composition and a preparation method thereof, wherein the raw materials of the photo-curing foaming adhesive composition comprise the following components in parts by weight: 30-35 parts of photo-curing resin, 20-25 parts of acrylic acid active monomer, 10-15 parts of modified polysilane, 5-10 parts of acrylic ester copolymer emulsion, 0.5-1 part of photoinitiator, 1-5 parts of foaming agent and 1-2 parts of foaming auxiliary agent; the light-cured resin is polyurethane acrylic ester, and the-NCO content of the light-cured resin is 4-5%. Hydroxyl in the polymer and NCO can be fully reacted to form a product system with a cross-linked structure, so that the adhesive strength of the adhesive is improved; and the method does not need to use organic solvents, and is environment-friendly.
Description
Technical Field
The invention belongs to the technical field of adhesives, and relates to a foaming adhesive, in particular to a photo-curing foaming adhesive composition and a preparation method thereof.
Background
The foam is a material foamed by plastic particles and has a series of characteristics of elasticity, light weight, quick pressure sensitivity, convenient use, free bending, ultrathin volume, reliable performance and the like; according to the materials, the foam can be divided into organic silicon foam, PU foam, EPDM sound absorbing cotton, EPE pearl cotton, PVC foam, PE foam, PP foam, CR foam, EVA foam, XPE foam, IXPE foam, acrylic foam and the like. The foam adhesive tape is made by coating solvent-type or hot-melt pressure-sensitive adhesive on one or both sides of a high-density foam material serving as a base material and then coating release paper, and the structural bonding of the foam adhesive tape is required to bear the action of static force and dynamic force, so that structural fixation among different materials is realized.
The Chinese patent application No. 202111109985.8 discloses an ultraviolet curing foaming adhesive and a preparation method and application thereof, wherein the ultraviolet curing foaming adhesive comprises the following components in parts by mass: 40-55 parts of photo-curing resin, 30-40 parts of acrylic acid active monomer, 3-8 parts of photoinitiator, 0.5-5 parts of foaming agent and 1-3 parts of foaming auxiliary agent. Through ultraviolet light curing's mode, can be very big improvement the productivity of current technology and can be effectual be applied to glass, plastics, metal material gluing, cure time is fast, and the gluing can shade moreover, prevent the light leak. The ultraviolet curing foaming adhesive has improved adhesive performance in use.
The Chinese patent publication No. CN114836152A discloses a foaming resin adhesive, a photo-curing crosslinking rubber elastomer foam and a preparation method thereof, wherein the foaming resin adhesive is prepared by grafting reaction of the following raw materials: 100 parts of rubber elastomer; 10-35 parts of grafting monomer I; 1-10 parts of grafting monomer II; 0.1 to 0.6 part of free radical initiator; 0.5 to 1.5 portions of antioxidant; 300-600 parts of organic solvent; the invention produces gas by chemical foaming method to form porous structure to manufacture rubber elastomer foam, and uses UV light solidifying mode to crosslink. The foaming resin adhesive needs to use a large amount of organic solvent, and can have adverse effect on the environment.
Disclosure of Invention
In view of the above drawbacks, the present invention provides a photocurable foaming adhesive composition having high adhesive strength after curing without using a large amount of organic solvents.
In order to achieve the aim, the invention provides a photo-curing foaming adhesive composition, which comprises the following raw materials in parts by weight: 30-35 parts of photo-curing resin, 20-25 parts of acrylic acid active monomer, 10-15 parts of modified polysilane, 5-10 parts of acrylic ester copolymer emulsion, 0.5-1 part of photoinitiator, 1-5 parts of foaming agent and 1-2 parts of foaming auxiliary agent; the light-cured resin is polyurethane acrylic ester, and the-NCO content of the light-cured resin is 4-5%.
Optimally, the acrylic active monomer is a mixture of one or more selected from the group consisting of cyclotrimethylol propane methylacrylate, pentaerythritol triacrylate and trimethylol propane trimethacrylate.
Optimally, the modified polysilane is a mixture of one or more of PEG modified polysilane, organosilane modified polysiloxane and long chain alkyl modified polysiloxane.
Optimally, the acrylic ester copolymer emulsion is a mixture of one or more selected from Acronal 7805, AU935, styrene-acrylic emulsion 7199, VA-01 and A323.
Optimally, the photoinitiator is a mixture of one or more selected from 2-methyl-1- [4- (methylthio) phenyl ] -2-morpholino-1-propanone, 2,4, 6-trimethylbenzoyl-diphenyl phosphorus oxide, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 1-hydroxy-cyclohexyl-phenyl ketone, 2-phenylbenzyl-2-dimethylamine-1- (4-morpholinobenzoyl) butanone, benzoin dimethyl ketal and methyl benzoate.
Optimally, the foaming agent is a mixture of one or more components selected from N-hexane, cyclohexane, sodium bicarbonate and N, N '-dimethyl-N, N' -dinitroso terephthalamide.
Optimally, the foaming auxiliary agent is a mixture of one or more components selected from zinc oxide, zinc stearate and calcium stearate.
The invention also provides a preparation method of the photo-curing foaming adhesive composition, which comprises the following steps:
(a) Mixing a formula amount of photo-curing resin, an acrylic acid active monomer and an acrylic ester copolymerization emulsion to obtain a first mixture;
(b) Mixing the modified polysilane, the photoinitiator, the foaming agent and the foaming auxiliary agent according to the formula amount to obtain a second mixture;
(c) Mixing the first mixture and the second mixture, and defoaming.
According to the photocuring foaming adhesive composition, through matching the photocuring resin, the acrylic acid active monomer, the acrylic ester copolymerization emulsion, the modified polysilane, the photoinitiator and the like, hydroxyl groups in a polymer and NCO can be fully reacted to form a product system with a crosslinked structure, so that the adhesive strength of the adhesive is improved; and the method does not need to use organic solvents, and is environment-friendly.
Detailed Description
The invention relates to a photo-curing foaming adhesive composition which is characterized by comprising the following raw materials in parts by weight: 30-35 parts of photo-curing resin, 20-25 parts of acrylic acid active monomer, 10-15 parts of modified polysilane, 5-10 parts of acrylic ester copolymer emulsion, 0.5-1 part of photoinitiator, 1-5 parts of foaming agent and 1-2 parts of foaming auxiliary agent; the photo-curing resin is polyurethane acrylic ester with the-NCO content of 4-5% (the specific synthesis step of the polyurethane acrylic ester is that polytetrahydrofuran ether glycol PTMG1000 is added into a three-port bottle, reduced pressure distillation is carried out for 4 hours at 140 ℃, the mixture is cooled to 50 ℃, trace concentrated phosphoric acid is added, the mixture is uniformly mixed for standby, the three-port bottle provided with a stirrer, a constant pressure dropping funnel and a thermometer is added with metered isophorone diisocyanate IPDI and catalyst dibutyl tin laurate DBIL, the mixed solution of polytetrahydrofuran ether glycol PTMG1000 is slowly added at room temperature, the mixture is mechanically stirred and heated to 50 ℃ for reaction for 3 hours, the di-n-butylamine method is used for measuring the-NCO content, when the mixture is reacted to a metering point, a certain amount of hydroxyethyl acrylate HEA and polymerization inhibitor mixed solution is added for reaction for 2 hours at 65 ℃, the di-n-butylamine method is used for measuring the-NCO content again, the content of 4% -5% is obtained, and the mixture is cooled and discharged and stored in a dark place. By matching the photo-curing resin, the acrylic acid active monomer, the acrylic ester copolymer emulsion, the modified polysilane, the photoinitiator and the like, hydroxyl groups in the polymer and NCO can be fully reacted to form a product system with a cross-linked structure, which is beneficial to improving the bonding strength of the adhesive; and the method does not need to use organic solvents, and is environment-friendly.
The acrylic acid reactive monomer is preferably a mixture of one or more selected from the group consisting of cyclotrimethylolpropane methylacrylate, pentaerythritol triacrylate and trimethylolpropane trimethacrylate. The modified polysilane is preferably a mixture of one or more of PEG modified polysilane, organosilane modified polysiloxane and long-chain alkyl modified polysiloxane. The acrylic ester copolymer emulsion is preferably a mixture of one or more selected from Acronal 7805, AU935, styrene-acrylic emulsion 7199, VA-01 and A323. The photoinitiator is preferably a mixture of one or more selected from the group consisting of 2-methyl-1- [4- (methylthio) phenyl ] -2-morpholino-1-propanone, 2,4, 6-trimethylbenzoyl-diphenyl-phosphorus oxide, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 1-hydroxy-cyclohexyl-phenyl-methanone, 2-phenylbenzyl-2-dimethyl-amine-1- (4-morpholinophenyl) butanone, benzoin dimethyl ketal and methyl benzoate. The foaming agent is preferably a mixture of one or more selected from N-hexane, cyclohexane, sodium bicarbonate and N, N '-dimethyl-N, N' -dinitroso terephthalamide. The foaming aid is preferably a mixture of one or more selected from zinc oxide, zinc stearate and calcium stearate.
The preparation method of the photo-curing foaming adhesive composition comprises the following steps: (a) Mixing a formula amount of photo-curing resin, an acrylic acid active monomer and an acrylic ester copolymerization emulsion to obtain a first mixture; (b) Mixing the modified polysilane, the photoinitiator, the foaming agent and the foaming auxiliary agent according to the formula amount to obtain a second mixture; (c) Mixing the first mixture and the second mixture, and defoaming.
In order that those skilled in the art will better understand the present invention, a technical solution in the embodiments of the present invention will be clearly and completely described in the following, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments obtained under the premise of equivalent changes and modifications made by those skilled in the art based on the embodiments of the present invention shall fall within the scope of the present invention.
Example 1
The embodiment provides a photo-curing foaming adhesive composition and a preparation method thereof, and the photo-curing foaming adhesive composition comprises the following specific components:
300g of photo-curing resin (polyurethane acrylate, with the-NCO content of 4 percent; prepared according to the previous synthesis step, with the-NCO content of 4 to 5 percent, the product performance is not greatly affected, while in the example, the-NCO content is selected to be 4 percent, 250g of acrylic acid active monomer (cyclotrimethylol propane methylacrylate), 100g of modified polysilane (PEG modified polysilane, molecular weight 2000, tansh), 50g of acrylic ester copolymer emulsion (Acronal 7805), 10g of photoinitiator (2-methyl-1- [4- (methylthio) phenyl ] -2-morpholino-1-acetone), 10g of foaming agent (sodium bicarbonate) and 10g of foaming auxiliary agent (zinc stearate);
the preparation method of the photo-curing foaming adhesive composition comprises the following steps:
(a) Mixing a formula amount of photo-curing resin, an acrylic acid active monomer and an acrylic ester copolymerization emulsion to obtain a first mixture;
(b) Mixing the modified polysilane, the photoinitiator, the foaming agent and the foaming auxiliary agent according to the formula amount to obtain a second mixture;
(c) Mixing the first mixture and the second mixture, and defoaming.
Example 2
This example provides a photocurable foaming adhesive composition and a method for preparing the same, which is substantially the same as in example 1 except that the contents of the respective components are different: 350g of photo-curing resin, 200g of acrylic active monomer, 150g of modified polysilane, 50g of acrylic copolymer emulsion, 5g of photoinitiator, 50g of foaming agent and 20g of foaming auxiliary agent.
Example 3
This example provides a photocurable foaming adhesive composition and a method for preparing the same, which is substantially the same as in example 1 except that the contents of the respective components are different: 320g of photo-curing resin, 220g of acrylic acid active monomer, 120g of modified polysilane, 80g of acrylic ester copolymer emulsion, 8g of photoinitiator, 20g of foaming agent and 15g of foaming auxiliary agent.
Example 4
This example provides a photocurable foamable adhesive composition and a method of preparing the same, which is substantially identical to that of example 1, except that: the acrylic acid active monomer adopts pentaerythritol triacrylate.
Example 5
This example provides a photocurable foamable adhesive composition and a method of preparing the same, which is substantially identical to that of example 1, except that: the acrylic acid active monomer adopts trimethylolpropane trimethacrylate.
Example 6
This example provides a photocurable foamable adhesive composition and a method of preparing the same, which is substantially identical to that of example 1, except that: the modified polysilane is long-chain alkyl modified polysiloxane TZ1012.
Comparative example 1
This example provides a photocurable foamable adhesive composition and a process for preparing the same, which is substantially identical to that of example 1 except that: -NCO content of 8%.
Comparative example 2
This example provides a photocurable foamable adhesive composition and a process for preparing the same, which is substantially identical to that of example 1 except that: -NCO content of 2%.
Comparative example 3
This example provides a photocurable foamable adhesive composition and a process for preparing the same, which is substantially identical to that of example 1 except that: butyl acrylate is adopted as the acrylic acid active monomer.
Comparative example 4
This example provides a photocurable foamable adhesive composition and a process for preparing the same, which is substantially identical to that of example 1 except that: no modified polysilane is contained.
Comparative example 5
This example provides a photocurable foamable adhesive composition and a process for preparing the same, which is substantially identical to that of example 1 except that: the acrylic ester copolymer emulsion is not contained.
Comparative example 6
This example provides a photocurable foaming adhesive composition and a method for preparing the same, which is substantially the same as in example 1 except that the contents of the respective components are different: 500g of photo-curing resin, 100g of acrylic active monomer, 200g of modified polysilane, 30g of acrylic copolymer emulsion, 5g of photoinitiator, 50g of foaming agent and 20g of foaming auxiliary agent.
Comparative example 7
This example provides a photocurable foaming adhesive composition and a method for preparing the same, which is substantially the same as in example 1 except that the contents of the respective components are different: 200g of photo-curing resin, 300g of acrylic acid active monomer, 80g of modified polysilane, 150g of acrylic ester copolymer emulsion, 5g of photoinitiator, 50g of foaming agent and 20g of foaming auxiliary agent.
The products of examples 1-6 and comparative examples 1-7 were subjected to annular initial adhesion, holding adhesion and 180 DEG peel strength, and the specific test methods are as follows, and the results are shown in Table 1:
1. annular primary tack test: according to GB/T31125-2014 standard;
2. and (3) testing the holding power: according to the measurement of GB/T4851-2014 method, attaching a standard adhesive tape with the thickness of 25mm multiplied by 100mm to a stainless steel plate, aligning the upper end with a standard line, cutting off the redundant part of the lower end, rolling back and forth for 3 times by using a 2kg press roller, standing for a period of time, vertically hanging the stainless steel plate attached with a sample on a test frame without shaking, hanging a weight with the thickness of 1kg below, and representing the pressure-sensitive adhesive holding force by using the dropping time of the adhesive tape;
3. test of 180 ° peel strength: according to GB2792-2014, sticking a standard adhesive tape with the thickness of 25mm multiplied by 200mm on a stainless steel plate which is wiped clean by alcohol, rolling for 3 times by a compression roller with the thickness of 2kg, standing for a period of time at room temperature, testing by a peeling force tester, measuring each sample for more than three times, and finally taking an average value; the peeling speed was 300mm/min.
TABLE 1 physical Properties of the products in examples 1-6, comparative examples 1-7
The foregoing is merely a preferred embodiment of the present invention, and is not intended to limit the scope of the present invention; while the foregoing is directed to embodiments of the present invention, other and further embodiments of the invention may be devised without departing from the basic scope thereof, and the scope thereof is determined by the claims that follow.
Claims (8)
1. The photo-curing foaming adhesive composition is characterized by comprising the following raw materials in parts by weight: 30-35 parts of photo-curing resin, 20-25 parts of acrylic acid active monomer, 10-15 parts of modified polysilane, 5-10 parts of acrylic ester copolymer emulsion, 0.5-1 part of photoinitiator, 1-5 parts of foaming agent and 1-2 parts of foaming auxiliary agent; the light-cured resin is polyurethane acrylic ester, and the-NCO content of the light-cured resin is 4-5%.
2. The photocurable foaming adhesive composition according to claim 1, characterized in that: the acrylic acid active monomer is a mixture of one or more selected from the group consisting of cyclotrimethylol propane methylacrylate, pentaerythritol triacrylate and trimethylol propane trimethacrylate.
3. The photocurable foaming adhesive composition according to claim 1, characterized in that: the modified polysilane is a mixture composed of one or more of PEG modified polysilane, organosilane modified polysiloxane and long-chain alkyl modified polysiloxane.
4. The photocurable foaming adhesive composition according to claim 1, characterized in that: the acrylic ester copolymer emulsion is a mixture of one or more selected from Acronal 7805, AU935, styrene-acrylic emulsion 7199, VA-01 and A323.
5. The photocurable foaming adhesive composition according to claim 1, characterized in that: the photoinitiator is a mixture of one or more selected from 2-methyl-1- [4- (methylthio) phenyl ] -2-morpholinyl-1-acetone, 2,4, 6-trimethylbenzoyl-diphenyl phosphorus oxide, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1-hydroxy-cyclohexyl-phenyl ketone, 2-phenylbenzyl-2-dimethyl amine-1- (4-morpholinylphenyl) butanone, benzoin dimethyl ketal and methyl benzoate.
6. The photocurable foaming adhesive composition according to claim 1, characterized in that: the foaming agent is a mixture of one or more selected from N-hexane, cyclohexane, sodium bicarbonate and N, N '-dimethyl-N, N' -dinitroso terephthalamide.
7. The photocurable foaming adhesive composition according to claim 1, characterized in that: the foaming auxiliary agent is a mixture of one or more selected from zinc oxide, zinc stearate and calcium stearate.
8. A method for preparing the photocurable foaming adhesive composition according to any one of claims 1 to 7, characterized by comprising the steps of:
(a) Mixing a formula amount of photo-curing resin, an acrylic acid active monomer and an acrylic ester copolymerization emulsion to obtain a first mixture;
(b) Mixing the modified polysilane, the photoinitiator, the foaming agent and the foaming auxiliary agent according to the formula amount to obtain a second mixture;
(c) Mixing the first mixture and the second mixture, and defoaming.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202311331537.1A CN117402584A (en) | 2023-10-16 | 2023-10-16 | Photo-curing foaming adhesive composition and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202311331537.1A CN117402584A (en) | 2023-10-16 | 2023-10-16 | Photo-curing foaming adhesive composition and preparation method thereof |
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