CN116478652A - Ultra-light stripping UV (ultraviolet) viscosity reducing composition, UV viscosity reducing adhesive tape and preparation method thereof - Google Patents
Ultra-light stripping UV (ultraviolet) viscosity reducing composition, UV viscosity reducing adhesive tape and preparation method thereof Download PDFInfo
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- CN116478652A CN116478652A CN202310459601.8A CN202310459601A CN116478652A CN 116478652 A CN116478652 A CN 116478652A CN 202310459601 A CN202310459601 A CN 202310459601A CN 116478652 A CN116478652 A CN 116478652A
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- Prior art keywords
- polyurethane
- reducing
- rigid
- adhesive
- adhesive tape
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- 239000002390 adhesive tape Substances 0.000 title claims abstract description 46
- 239000000203 mixture Substances 0.000 title claims abstract description 40
- 230000001603 reducing effect Effects 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title description 12
- 239000002245 particle Substances 0.000 claims abstract description 79
- 239000004814 polyurethane Substances 0.000 claims abstract description 60
- 229920002635 polyurethane Polymers 0.000 claims abstract description 60
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 39
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 30
- 239000003292 glue Substances 0.000 claims abstract description 14
- 239000011258 core-shell material Substances 0.000 claims abstract description 12
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 7
- 239000000853 adhesive Substances 0.000 claims description 29
- 230000001070 adhesive effect Effects 0.000 claims description 29
- 239000010410 layer Substances 0.000 claims description 24
- 230000000181 anti-adherent effect Effects 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 22
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 21
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 239000011521 glass Substances 0.000 claims description 12
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000000758 substrate Substances 0.000 claims description 9
- 238000004381 surface treatment Methods 0.000 claims description 9
- 239000012790 adhesive layer Substances 0.000 claims description 8
- 239000011248 coating agent Substances 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000012948 isocyanate Substances 0.000 claims description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- 239000000377 silicon dioxide Substances 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 6
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 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 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims description 2
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910018072 Al 2 O 3 Inorganic materials 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 2
- 230000009471 action Effects 0.000 claims description 2
- 239000007822 coupling agent Substances 0.000 claims description 2
- 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 2
- 238000001035 drying Methods 0.000 claims description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
- 239000004005 microsphere Substances 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 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
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical group [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002313 adhesive film Substances 0.000 abstract description 11
- 239000000126 substance Substances 0.000 abstract description 10
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 abstract description 9
- 239000007788 liquid Substances 0.000 abstract description 3
- 230000000052 comparative effect Effects 0.000 description 18
- 239000011324 bead Substances 0.000 description 9
- 230000008569 process Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- -1 but not limited to Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000009759 San-Chi Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000008093 supporting effect Effects 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
- C09J7/24—Plastics; Metallised plastics based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/241—Polyolefin, e.g.rubber
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2227—Oxides; Hydroxides of metals of aluminium
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
- C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
- C09J2301/122—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present only on one side of the carrier, e.g. single-sided adhesive tape
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/412—Additional features of adhesives in the form of films or foils characterized by the presence of essential components presence of microspheres
-
- 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
- C09J2423/00—Presence of polyolefin
- C09J2423/006—Presence of polyolefin in the substrate
-
- 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
- C09J2475/00—Presence of polyurethane
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a UV (ultraviolet) viscosity reducing composition, which at least comprises polyurethane type UV viscosity reducing liquid, a polyurethane curing agent, an auxiliary agent and a viscosity reducing agent; the viscosity reducer adopts rigid particles to modify polyurethane, so that the polyurethane is wrapped on the surfaces of the rigid particles, and the rigid particle modified polyurethane with a core-shell structure is formed. By adopting the technical scheme of the invention, the polyurethane modified by the rigid granular substances is added into the glue reducing system, so that the polyurethane has good compatibility with the UV glue reducing system, and the surface of the adhesive film after being coated into a film is flat, so that the use of the adhesive tape is not affected; after UV irradiation, the adhesive film is unevenly distributed on the three-dimensional structure due to the existence of rigid granular substances, and after shrinkage, the outer side of the adhesive tape is uneven, so that the contact area between the adhesive tape and the attaching surface is reduced, the stripping force is further reduced, and the occurrence of adhesive tape residue is avoided.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to an ultra-light stripping UV (ultraviolet) adhesive-reducing tape and a preparation method thereof.
Background
The UV anti-adhesion adhesive tape has high adhesive force before UV irradiation, has good adhesion, and is easy to tear without adhesive residue after short-time UV irradiation when separation is needed. Therefore, the method is widely applied to the fields of semiconductor wafer cutting, mobile phone glass surface protection layer shaping and the like, and plays roles of fixing, protecting and bonding conveying in the manufacturing process of the semiconductor wafer. However, the wafer cutting and grinding process needs to be performed by a high-temperature process, most of UV (ultraviolet) adhesive-reducing tapes on the market at present are prepared by uniformly stirring and mixing hydroxyl-containing unsaturated acrylate polymers, multifunctional acrylate low polymers, photoinitiators and curing agents, and the requirements of the high-temperature process are difficult to be met
On the other hand, after the conventional UV anti-adhesive solution is coated into an adhesive tape, the adhesive force between the adhesive film and the attached plate is drastically reduced due to the large curing shrinkage (5% -10%) and the polarity change after the conventional UV anti-adhesive solution is subjected to UV irradiation, but the adhesive film still needs to be peeled off by a certain force due to the fact that the adhesive film still has a flat outer surface, and in the peeling process, the adhesive is extremely easy to remain, and particularly, the poor compatibility among components of the UV anti-adhesive system in the prior art is also an important factor for causing adhesive residue.
Disclosure of Invention
In view of the above, it is an object of the present application to provide a UV-curable adhesive composition and an adhesive-reduced tape prepared using the same, having
In order to achieve the above purpose, the present application provides the following technical solutions.
A UV-curable adhesive composition comprising at least
-a polyurethane UV visbreaking glue;
-a polyurethane curing agent;
-an auxiliary agent;
-a viscosity reducing agent; the viscosity reducer adopts rigid particles to modify polyurethane, so that the polyurethane is wrapped on the surfaces of the rigid particles, and the rigid particle modified polyurethane with a core-shell structure is formed.
Preferably, the preparation method of the rigid particle modified polyurethane comprises the steps of carrying out surface treatment on the rigid particles by using a silane coupling agent, and then dipping the rigid particles in isocyanate to obtain modified rigid particles with-NCO on the surfaces; and placing the modified rigid particles in polyurethane aqueous solution, and carrying out crosslinking reaction on hydroxyl groups and-NCO in the polyurethane under the action of a catalyst to ensure that the polyurethane is wrapped on the surfaces of the modified rigid particles, so as to form the rigid particle modified polyurethane with a core-shell structure.
Preferably, the rigid particles are spherical and have a particle size of 1-15 μm; comprises at least one of alumina, silica and nano glass microspheres; the alumina is gamma-Al 2 O 3 。
Preferably, the silane coupling agent is an aminosilane coupling agent.
Preferably, the silane coupling agent is any one or more of KH550, KH540, KH792, KH 602.
Preferably, the isocyanate is any one of isophorone diisocyanate, tetramethylene diisocyanate and hexamethylene diisocyanate.
Preferably, the catalyst is an organotin catalyst including, but not limited to, dibutyltin dilaurate, dibutyltin diacetate, stannous octoate, or the like. The addition proportion is as follows
Preferably, the addition amount of the viscosity reducer in the UV viscosity reducing composition is 1-5 wt% of the polyurethane type UV viscosity reducing solution.
Preferably, the addition amount of the curing agent in the UV anti-adhesive composition is 1-3% of the polyurethane type UV anti-adhesive solution in percentage by mass.
Preferably, the rigid particles further comprise a pretreatment step prior to the surface treatment, the pretreatment step comprising immersing the rigid particles in an ethanol solution to provide the surfaces of the rigid particles with a plurality of hydroxyl groups; then adding the silane coupling agent into the ethanol solution impregnated by the rigid particles, and carrying out ultrasonic reaction for 10-24 hours.
Preferably, the polyurethane curing agent is an isocyanate curing agent; as one of the preferred embodiments, the isocyanate-based curing agent is a combination of one or more of HDI curing agent (trade name: bayer N3390, japan Asahi chemical TKA-90S), MDI curing agent, XDI curing agent (trade name D-110N), HMDI, TDI and IPDI curing agent.
The auxiliary agent at least comprises a photoinitiator; the photoinitiator comprises one of 2-hydroxy-2-methyl-1-phenylacetone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-2- (4-morpholinyl) -1- [4- (methylthio) phenyl ] -1-acetone, 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide and 2-dimethylamino-2-benzyl-1- [4- (4-morpholinyl) phenyl ] -1-butanone.
The composition provided by the technical scheme is used for preparing the UV adhesive-reducing adhesive tape, wherein the UV adhesive-reducing adhesive composition is used as a UV adhesive-reducing adhesive tape layer and is positioned between the release film layer and the substrate layer. The material of the substrate layer may be at least one of PET, PO, PVC, EVA; the material of the release film layer can be PET.
Further, the preparation method of the UV anti-adhesion adhesive tape is characterized by comprising the following steps of:
s1, providing a viscosity reducer;
s2, preparing UV (ultraviolet) glue reducing composition
Uniformly mixing the UV anti-adhesive solution, the polyurethane curing agent, the auxiliary agent and the viscosity reducing agent to obtain a UV anti-adhesive composition;
s3, preparing UV (ultraviolet) adhesive-reducing tape
Coating the UV anti-adhesion composition on a release film layer, and drying after coating is finished to form a UV anti-adhesion layer on the surface of the release film layer; and covering the dried UV anti-adhesive layer on the substrate layer to obtain the UV anti-adhesive tape.
The beneficial technical effects obtained by the invention are as follows:
1. by adopting the technical scheme of the invention, the polyurethane modified by the rigid granular substances is added into the glue reducing system, so that the polyurethane has good compatibility with the UV glue reducing system, and the surface of the adhesive film after being coated into a film is flat, so that the use of the adhesive tape is not affected; after UV irradiation, the adhesive film is unevenly distributed on the three-dimensional structure due to the existence of rigid granular substances, and after shrinkage, the outer side of the adhesive tape is uneven, so that the contact area between the adhesive tape and the attaching surface is reduced, the stripping force is further reduced, and the occurrence of adhesive tape residue is avoided.
2. The viscosity reducing adhesive tape prepared by adopting the technical scheme of the invention does not change the initial stripping force of the adhesive tape before UV viscosity reduction, and has weak supporting effect on the surface of the adhesive tape by adding the rigid granular matters with core-shell structures, so that the adhesive tape does not sag, and the stiffness of the adhesive tape can be further maintained.
3. According to the technical scheme, the rigid particles are used for modification, so that the temperature resistance of the system can be improved, and the temperature influence of the viscosity-reducing adhesive tape on the performance of the adhesive tape in high-temperature processes such as wafer cutting and grinding can be reduced.
4. The invention adopts the polymer system which is the same as the visbreaking glue solution as the visbreaking agent, avoids the problem of the performance of the adhesive tape caused by poor compatibility among different polymers, does not need to add other solvents, has simple process, only needs simple mixing and has easy control of the process.
Detailed Description
For the purposes of making the objects, technical solutions and advantages of the embodiments of the present application more clear, the technical solutions in the embodiments of the present application will be clearly and completely described below, and it is obvious that the described embodiments are some embodiments of the present application, but not all embodiments.
On the basis of the prior art, the modified viscosity reducing agent is added into the UV viscosity reducing glue solution, so that on one hand, the viscosity reducing agent is used for improving the stiffness and high temperature resistance of the adhesive tape, and meanwhile, the adhesive tape can be easily peeled off after the viscosity is reduced under the UV condition, the occurrence of residual glue is avoided, and the initial peeling force of the adhesive tape is not affected.
The whole reaction step does not need to add other solvents or reagents, adopts the polymer with the same system as the viscosity reducing liquid, has excellent compatibility, and has simple reaction process, green environmental protection and no pollution.
The invention relates to raw materials:
silane coupling agent: KH550, KH540, KH792, KH602;
the isocyanate curing agent is one or more of HDI curing agent, MDI curing agent, XDI curing agent (brand D-110N), HMDI, TDI and IPDI curing agent.
The catalyst is an organotin catalyst including, but not limited to, dibutyltin dilaurate, dibutyltin diacetate, stannous octoate, or the like.
The aqueous polyurethane resin is a Col DispercollU56 aqueous polyurethane emulsion with a solid content of 50%.
The technical scheme of the invention is specifically described by the following specific examples.
Example 1
The embodiment provides a UV (ultraviolet) adhesive reducing tape which can be applied to UV adhesive reducing, and can greatly improve the high temperature resistance of the adhesive reducing and the residual adhesive phenomenon. Specifically, the preparation method comprises the following steps:
1. providing a viscosity reducing agent;
10g of spherical alumina (. Gamma. -Al) having an average particle diameter of 10 μm was mixed with 2 O 3 ) As rigid particles, the particles were immersed in 100mL of an ethanol solution, and after surface treatment was performed by dropping a silane coupling agent KH550, the KH550 was added in an amount of 1wt% of alumina, and after stirring for 8 hours, the surface-treated rigid particles were removed, washed with pure water, and dried.
The surface-treated rigid particles were immersed in 500mL of HDI curing agent (trade name: bayer N3390, japan Asahi chemical Co., ltd. TKA-90S), stirred, heated to 65℃to obtain-NCO-containing alumina particles on the surface, and washed with pure water to obtain surface-modified alumina particles.
Placing the surface modified alumina particles in 100mL of polyurethane aqueous solution, dropwise adding 0.1g of dibutyltin dilaurate serving as a catalyst into the polyurethane, and performing a crosslinking reaction between hydroxyl groups in the polyurethane and-NCO on the surfaces of the surface modified alumina particles to enable the polyurethane to be wrapped on the surfaces of the modified alumina particles, so as to form the alumina modified polyurethane with a core-shell structure.
2. Preparation of UV-curable adhesive compositions
With the alumina modified polyurethane with the core-shell structure prepared in the step 1 as a viscosity reducer, 100g of UV viscosity reducing glue solution (SV-8900, allatin), 1.5g of polyurethane curing agent (L-75 polyurethane curing agent, nanjing Co., ltd.), 2g of photoinitiator 184 (1-hydroxycyclohexyl phenyl ketone, jiangsu Qiangsheng chemical) and 50g of EA (Suzhou Chemie Co., ltd.) are mixed and stirred for 30min until the mixture is uniform.
Then adding 1g of viscosity reducer into the mixture, and stirring until the viscosity reducer and the mixture are uniformly mixed to obtain a UV (ultraviolet) viscosity reducing composition;
3. preparation of UV-reducing adhesive tape
And (3) coating the UV anti-adhesive composition prepared in the step (2) on a PET release film layer, and after the coating is finished, baking in a baking oven at 120 ℃ for 3min to dry, so as to form a UV anti-adhesive layer on the surface of the release film layer.
And covering one layer of PO substrate on the other side of the dried UV anti-adhesive layer as a substrate layer to obtain the UV anti-adhesive tape, wherein the thickness of the UV anti-adhesive tape is 15 mu m.
Example 2
The difference between this example and example 1 is that the addition amount of the viscosity reducing agent in step 2 was 2.5g, and the other steps were the same.
Example 3
The difference between this example and example 1 is that the addition amount of the viscosity reducing agent in step 2 was 5g, and the other steps were the same.
Example 4
This example differs from example 1 in that spherical alumina (gamma-Al) 2 O 3 ) The average particle diameter of (2) was 5. Mu.m, and the other steps were the same.
Example 5
This example differs from example 1 in that spherical alumina (gamma-Al) 2 O 3 ) The average particle diameter of (2) was 8. Mu.m, and the other steps were the same.
Example 6
This example differs from example 1 in that spherical alumina (gamma-Al) 2 O 3 ) The average particle diameter of (C) is 15 μm,the other steps are the same.
Example 7
This example differs from example 1 in that the rigid particles employed in the adhesion-reducing agent are silica; the method comprises the following specific steps:
5g of spherical silica (NQ 1029, BIRECHEMICAL) with an average particle diameter of 10 μm is taken as rigid particles, immersed in 100mL of ethanol solution, subjected to surface treatment by dropwise adding of a silane coupling agent KH550, wherein the added amount of KH550 is 1.5wt% of the silica, stirred and reacted for 8 hours, and the rigid particles subjected to surface treatment are taken out, washed by pure water and dried.
The surface-treated rigid particles were immersed in 500mL of XDI curing agent (trade name: D-110N, japan Sanchi chemical), stirred, heated to 65℃to obtain silica particles having-NCO on the surface, and washed with pure water to obtain surface-modified alumina particles.
Placing the surface modified silica particles in 100mL of polyurethane aqueous solution, dropwise adding 0.1g of dibutyltin dilaurate serving as a catalyst into the polyurethane, and performing a crosslinking reaction between hydroxyl groups in the polyurethane and-NCO on the surfaces of the surface modified alumina particles to enable the polyurethane to be wrapped on the surfaces of the modified alumina particles, so as to form the alumina modified polyurethane with a core-shell structure.
The silica modified polyurethane with the core-shell structure prepared by the steps is taken as an adhesion reducer, 100gUV viscosity reducing liquid (SV-8900), 1.5g polyurethane curing agent, 2g photoinitiator 184 (1-hydroxycyclohexyl phenyl ketone, jiangsu Qiangsheng chemical industry) and 50g EA are mixed and stirred for 30min until the mixture is uniform; then adding 1g of viscosity reducer into the mixture, and stirring until the viscosity reducer and the mixture are uniformly mixed to obtain a UV (ultraviolet) viscosity reducing composition;
the other steps were the same as in example 1.
Example 8
This example differs from example 7 in that (NQ 1015, birey chemistry) is chosen for the silica as the rigid particles, all other steps being identical to example 7.
Example 9
The difference between this example and example 1 is only that the rigid particles selected are hollow glass beads, and the preparation steps include:
1. preparation of a viscosity reducer:
1.5g of spherical and hollow glass beads (U.S. 3M) with the average particle diameter of 10 mu M are taken as rigid particles, the rigid particles are immersed in 100mL of ethanol solution, the silane coupling agent KH550 is added dropwise for surface treatment, the addition amount of KH550 is 5wt% of that of the hollow glass beads, the rigid particles subjected to surface treatment are taken out after stirring reaction for 8 hours, and the rigid particles are washed by pure water and dried.
The rigid particles after surface treatment were immersed in 500mL of XDI curing agent (trade name: D-110N, japan Sanjing chemical), stirred, heated to 65℃to obtain hollow glass bead particles having-NCO on the surface, and washed with pure water to obtain surface-modified hollow glass bead particles.
Placing the surface modified hollow glass bead particles in 100mL of polyurethane aqueous solution, dropwise adding 0.1g of dibutyltin dilaurate serving as a catalyst into the polyurethane, and performing a crosslinking reaction between hydroxyl groups in the polyurethane and-NCO on the surfaces of the surface modified hollow glass bead particles to ensure that the polyurethane is wrapped on the surfaces of the modified hollow glass bead particles, thereby forming the silicon dioxide modified polyurethane with a core-shell structure.
Preparation of UV visbreaking composition
The hollow glass bead modified polyurethane with the core-shell structure prepared in the step 1 is used as a viscosity reducer, and 100g of UV viscosity reducing glue solution (SV-8900), 1.5g of polyurethane curing agent, 2g of photoinitiator 184 (1-hydroxycyclohexyl phenyl ketone, jiangsu-strongy chemical industry) and 50g of EA (Suzhou Chemie materials Co., ltd.) are mixed and stirred for 30min until the mixture is uniform.
Then adding 1g of viscosity reducer into the mixture, and stirring until the viscosity reducer and the mixture are uniformly mixed to obtain a UV (ultraviolet) viscosity reducing composition;
3. preparation of an adhesive-reducing tape
And (3) coating the UV anti-adhesive composition prepared in the step (2) on a PET release film layer, and after the coating is finished, baking in a baking oven at 120 ℃ for 3min to dry, so as to form a UV anti-adhesive layer on the surface of the release film layer.
And covering one layer of PO substrate on the other side of the dried UV anti-adhesive layer as a substrate layer to obtain the UV anti-adhesive tape, wherein the thickness of the UV anti-adhesive tape is 15 mu m.
Comparative example 1
This comparative example differs from example 1 in that no adhesion-reducing agent was added in step 3.
Comparative example 2
The present comparative example is different from example 1 in that in step 1, the particle diameter of the rigid particles was 20. Mu.m.
Comparative example 3
The comparative example was different from example 1 in that the addition amount of the adhesion-reducing agent in step 2 was 8g, and the other steps were the same.
Comparative example 4
The comparative example was different from example 1 in that the addition amount of the adhesion-reducing agent in step 2 was 0.5g, and the other steps were the same.
Comparative example 5
The comparative example differs from example 1 in that spherical alumina (. Gamma. -Al) was selected 2 O 3 ) The average particle diameter of (2 μm) was the same as in the other steps.
The performance characterization and testing method comprises the following steps:
the UV-reducing adhesive tapes prepared in the above examples and comparative examples were respectively tested for peel force before and after crosslinking reaction under UV conditions, and the test method includes:
180 ° peel force before UV irradiation: after attaching SUS (mirror surface steel plate), the test was performed with reference to GB 2792-81.
SUS (mirror plate) was attached with 180 ° peel force after UV irradiation: after attaching SUS (mirror plate), the test was performed by adjusting to 70mW irradiation for 60s using a 350nM LED lamp, and referring to GB 2792-81.
Residual gum inspection after UV irradiation: the samples with the peel force were visually checked and manually touched to confirm the residual glue state on the stainless steel plate (mirror-surface steel plate).
Table 1 comparison of the performance test tables of examples and comparative examples
According to the test results, the adhesive tape products prepared in examples 1 to 6 have excellent flatness before UV compared with comparative example 2, which shows that the added modified rigid particles have smaller influence on the flatness of the adhesive film when the particle size is smaller than or equal to the thickness of the coated adhesive film, which makes the product more suitable for bonding the product and has wider application field.
According to the experimental results, the adhesive tape products prepared in comparative examples 1, 4, 3, 2, 1 and 3, which have 180 ° peel force after UV gradually decreased and eventually remained stable near examples 1 and 3, showed that the decrease of peel force after UV was facilitated by gradually increasing the amount of the adhesion-reducing agent (model and specification were unified), but too high an addition amount of the adhesion-reducing agent also made the pre-UV peel force of the adhesive tape somewhat lower.
According to the experimental results, the adhesive tape products prepared in example 1, example 4, example 5, and comparative examples 2 and 5 have different effects on the smoothness of the adhesive tape before and after UV due to the adhesion reducing agents of different specifications. Wherein the adhesive tape before UV has poor flatness at a tack-reducing agent size of 20 μm (comparative example 2, adhesive film thickness of 15 μm), has not been applied in many fields, particularly in the semiconductor wafer dicing field; while the effect was worse than that of example 1 at the adhesion-reducing agent sizes of 5 μm (example 4) and 8 μm (example 5), respectively, the adhesion-reducing effect was somewhat lower than that of example 1, but still satisfactory; on the other hand, when the size of the adhesion-reducing agent particles was 2 μm (comparative example 5), since the adhesive film after curing had failed to form an effective uneven surface, further reduction in the post UV peeling effect could not be achieved. According to the analysis, the particle size of the viscosity reducing agent can provide a better viscosity reducing effect within the range of 5-15 mu m, the influence on the flatness of the adhesive tape is small, the particle size is too large or too small, the particle size cannot meet the requirements, the flatness of the adhesive tape is influenced, and the viscosity reducing effect of the viscosity reducing agent cannot be exerted, so that the adhesive tape is disabled.
The adhesive reduction tape products prepared according to examples 1-9 all had better pre-UV peel force than comparative example 1 without a particularly significant decrease, indicating that the addition of modified rigid particles as an adhesive reduction did not affect the initial peel force of the adhesive reduction tape prior to UV irradiation.
The above is only a preferred embodiment of the present invention, which is not to be construed as limiting the scope of the present invention, and various modifications and variations of the present invention will be apparent to those skilled in the art. Variations, modifications, substitutions, integration and parameter changes may be made to these embodiments by conventional means or may be made to achieve the same functionality within the spirit and principles of the present invention without departing from such principles and spirit of the invention.
Claims (10)
1. A UV-curable adhesive composition comprising at least
-a polyurethane UV visbreaking glue;
-a polyurethane curing agent;
-an auxiliary agent;
-a viscosity reducing agent; the viscosity reducer adopts rigid particles to modify polyurethane, so that the polyurethane is wrapped on the surfaces of the rigid particles, and the rigid particle modified polyurethane with a core-shell structure is formed.
2. The UV-curable adhesive composition according to claim 1, wherein the rigid particle-modified polyurethane is prepared by surface-treating the rigid particles with a silane coupling agent, and immersing the rigid particles in isocyanate to obtain modified rigid particles having-NCO on the surfaces; and placing the modified rigid particles in polyurethane aqueous solution, and carrying out crosslinking reaction on hydroxyl groups and-NCO in the polyurethane under the action of a catalyst to ensure that the polyurethane is wrapped on the surfaces of the modified rigid particles, so as to form the rigid particle modified polyurethane with a core-shell structure.
3. UV reducing adhesive composition according to claim 2, wherein the rigid particles are spherical with a particle size of 2-15 μm; comprises at least one of alumina, silica and nano glass microspheres; the alumina is gamma-Al 2 O 3 。
4. The UV reducing adhesive composition according to claim 2, wherein the silane coupling agent is an aminosilane coupling agent;
and/or the isocyanate is any one of isophorone diisocyanate, tetramethylene diisocyanate and hexamethylene diisocyanate;
and/or the catalyst is an organotin catalyst.
5. UV-reducing adhesive composition according to any one of claims 1-4, wherein the adhesion-reducing agent is added in an amount of 1-5 wt% of the polyurethane UV-reducing adhesive solution.
6. The UV reducing adhesive composition according to claim 5, wherein the curing agent is added in an amount of 1 to 3% by mass of the polyurethane type UV reducing adhesive solution.
7. The UV reducing adhesive composition according to any one of claims 1-4, wherein the rigid particles are further comprising a pretreatment step prior to the surface treatment, the pretreatment step comprising immersing the rigid particles in an ethanol solution to provide the rigid particle surfaces with a plurality of hydroxyl groups; then adding the silane coupling agent into the ethanol solution impregnated by the rigid particles, and reacting for 10-24 hours.
8. The UV-reducing adhesive composition according to any one of claims 1-4, wherein the polyurethane curing agent is an isocyanate-based curing agent; the auxiliary agent at least comprises a photoinitiator; the photoinitiator comprises one of 2-hydroxy-2-methyl-1-phenylacetone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-2- (4-morpholinyl) -1- [4- (methylthio) phenyl ] -1-acetone, 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide and 2-dimethylamino-2-benzyl-1- [4- (4-morpholinyl) phenyl ] -1-butanone.
9. A UV-reducing adhesive tape comprising a release film layer, a UV-reducing adhesive layer and a substrate layer arranged in sequence, wherein the adhesive layer comprises the UV-reducing adhesive composition of any one of claims 1-8.
10. The method of preparing a UV curable adhesive tape according to claim 9, comprising the steps of:
s1, providing a viscosity reducer;
s2, providing a UV (ultraviolet) glue reducing composition;
uniformly mixing the UV anti-adhesive solution, the polyurethane curing agent, the auxiliary agent and the viscosity reducing agent to obtain a UV anti-adhesive composition;
s3, preparing a UV (ultraviolet) viscosity reducing adhesive tape;
coating the UV anti-adhesion composition on a release film layer, and drying after coating is finished to form a UV anti-adhesion layer on the surface of the release film layer; and covering the dried UV anti-adhesive layer on the substrate layer to obtain the UV anti-adhesive tape.
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