CN112341984B - Low-energy UV-curable adhesive sticker composition and preparation method and application thereof - Google Patents
Low-energy UV-curable adhesive sticker composition and preparation method and application thereof Download PDFInfo
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- CN112341984B CN112341984B CN202011349005.7A CN202011349005A CN112341984B CN 112341984 B CN112341984 B CN 112341984B CN 202011349005 A CN202011349005 A CN 202011349005A CN 112341984 B CN112341984 B CN 112341984B
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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
- 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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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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Abstract
The invention discloses a low-energy UV curing adhesive sticker composition and a preparation method and application thereof, and solves the technical problem that UV adhesive stickers in the prior art can be cured in a short time to meet performance requirements. The technical scheme of the invention is as follows: a low-energy UV-curing adhesive sticker composition specifically comprises the following components: 40-50 parts of difunctional aliphatic polyurethane acrylate resin; 20-30 parts of butyl acrylate; 10 to 15 parts of isooctyl acrylate; 1 to 5 parts of SIS rubber; 1 to 11 parts of rosin resin; 3 parts of a photoinitiator. The low-energy UV-curing adhesive sticker composition prepared by the invention adopts the two-functionality-degree aliphatic polyurethane acrylate resin matched with SIS rubber, rosin resin, butyl acrylate and isooctyl acrylate, has simple preparation process, is suitable for a low-energy rapid curing coating process, and has higher cost performance.
Description
Technical Field
The invention belongs to the field of photocuring adhesive sticker, and particularly relates to a low-energy UV curing adhesive sticker composition and a preparation method and application thereof.
Background
The solvent-based pressure-sensitive adhesive is widely applied to the coating industry, such as the fields of protective films, adhesive tapes, labels and the like, the mass part of a solvent in a solvent-based pressure-sensitive adhesive system is more than 50%, the solvent can be dried through a baking section after the product is coated, and the solvent leaked after drying is discharged into the atmosphere, so that the environment and the human health are damaged to a certain extent. The photo-curing adhesive sticker is a pressure-sensitive adhesive which can complete curing and crosslinking reaction through ultraviolet irradiation, and in recent years, the photo-curing adhesive sticker gradually replaces the traditional solvent-type pressure-sensitive adhesive in some fields, and has the characteristics of no solvent, simple process, low energy consumption, low harm to the environment and personnel and the like.
The PET label film output of the coating industry is large, and partial coating enterprises can quickly adjust the coating machine to a high speed when coating the UV curing adhesive sticker for improving the efficiency, so that the UV adhesive sticker can be cured in a short time to meet the performance requirement, and the traditional UV curing adhesive sticker needs high curing energy.
Disclosure of Invention
The invention aims to provide a low-energy UV-curing adhesive sticker composition, a preparation method and application thereof, and the low-energy UV-curing adhesive sticker composition has the characteristics of simple preparation process, low-energy rapid curing and the like.
In order to achieve the purpose, the technical scheme of the invention is as follows:
the low-energy UV curing adhesive sticker composition comprises the following components in parts by mass:
40-50 parts of difunctional aliphatic polyurethane acrylate resin; 20-30 parts of butyl acrylate; 10 to 15 parts of isooctyl acrylate; 1-5 parts of SIS rubber; 1 to 11 parts of rosin resin; 3 parts of a photoinitiator.
The rosin resin is rosin pentaerythritol ester.
The photoinitiator is (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide.
The preparation method of the low-energy UV curing adhesive sticker composition specifically comprises the following steps:
the method comprises the following steps: adding SIS rubber and rosin resin into butyl acrylate and isooctyl acrylate, and stirring until the SIS rubber and the rosin resin are completely dissolved;
step two: adding the difunctional aliphatic polyurethane acrylate resin and the photoinitiator into the component obtained in the step one, stirring until the solvent of the photoinitiator is uniform, and filtering to obtain the low-energy UV-cured adhesive sticker composition.
The low-energy UV curing adhesive sticker composition is applied to preparation of PET label films.
Compared with the prior art, the invention has the beneficial effects that:
the low-energy UV curing adhesive sticker composition prepared by the invention adopts two-functionality aliphatic polyurethane acrylate resin matched with SIS rubber, rosin resin, butyl acrylate and isooctyl acrylate, has simple preparation process, is suitable for a low-energy rapid curing coating process, and has higher cost performance.
Drawings
FIG. 1 is a schematic structural diagram of a permanent adhesion test device.
Detailed Description
The present invention will be described in further detail with reference to specific examples, but the embodiments of the present invention include, but are not limited to, the scope shown in the following examples.
61369 (changxing chemical) refers to 61369 aliphatic polyurethane acrylate which is produced and sold by changxing special materials (Zhuhai) Limited company, and the percentages in the formula are mass fractions.
Example 1
The formula is as follows: 61369 47 percent of (Changxing chemical), 13 percent of isooctyl acrylate, 27 percent of butyl acrylate, 3 percent of SIS rubber, (3 percent of (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide and 7 percent of rosin resin.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Example 2
The formula is as follows: 61369 (Changxing chemical) 50%, isooctyl acrylate 15%, butyl acrylate 30%, SIS rubber 1%, 2,4, 6-trimethylbenzoyl) diphenyl phosphine oxide 3%, and rosin resin 1%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Example 3
The formula is as follows: 61369 (Changxing chemical) 40%, isooctyl acrylate 15%, butyl acrylate 30%, SIS rubber 5%, 2,4, 6-trimethylbenzoyl) diphenyl phosphine oxide 3%, and rosin resin 7%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Example 4
The formula is as follows: 61369 45% of (Changxing chemical), 15% of isooctyl acrylate, 30% of butyl acrylate, 2% of SIS rubber, 3% of (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide and 5% of rosin resin.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Example 5
The formula is as follows: 61369 (Changxing chemical) 50%, isooctyl acrylate 15%, butyl acrylate 20%, SIS rubber 1%, 2,4, 6-trimethylbenzoyl) diphenyl phosphine oxide 3%, and rosin resin 11%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Example 6
The formula is as follows: 61369 (Changxing chemical) 50%, isooctyl acrylate 10%, butyl acrylate 30%, SIS rubber 2%, 2,4, 6-trimethylbenzoyl diphenyl phosphine oxide 3%, and rosin resin 5%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Comparative example 1
The formula is as follows: 61369 (Yangxing chemical) 36%, isooctyl acrylate 26%, butyl acrylate 30%, 2,4, 6-trimethylbenzoyl) diphenyl phosphine oxide 3%, rosin resin 5%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
Comparative example 2
The formula is as follows: 61369 (Yangxing chemical) 60%, isooctyl acrylate 26%, butyl acrylate 10%, 2,4, 6-trimethylbenzoyl) diphenyl phosphine oxide 3%, rosin resin 1%.
The preparation process comprises the following steps: mixing SIS rubber, rosin resin, isooctyl acrylate and butyl acrylate, stirring until the SIS rubber and the rosin resin are completely and uniformly dissolved, then adding UV resin 61369 and photoinitiator (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide, stirring until the photoinitiator is completely and uniformly dissolved, filtering and discharging.
The UV-cured adhesive sticker prepared in the above embodiments and comparative examples is coated on a 25 mu mPE film, a release film is coated for UV curing, a selected light source is a high-pressure mercury lamp, curing energy is 400mj/cm, and the properties of annular initial adhesion, peel strength and holding power are tested.
The annular initial adhesion test method is as follows:
before preparing the sample, the sample and the sample plate should be placed for more than 24 hours under the conditions that the temperature is 23 +/-1 ℃ and the relative humidity is 50% +/-5%. Sample ring size: width 24mm, circumference 175mm. Number of sample rings: at least 3. Before testing, the stainless steel test plate is wiped by ethyl acetate to ensure that the surface of the test plate is clean and pollution-free. The vertical minimum and maximum spacing of the lower edge of the upper holder to the test plate surface was set to 25mm + -1 mm and 100mm + -3 mm, respectively. The release material covering the sample was torn off, the sample was bent into a drop-shaped sample ring with an annular circumference of 127mm, with the adhesive facing outward, and the two ends of the sample ring were fastened together with a 24mm wide covering tape. And the tail part of the sample ring is wrapped by the covering adhesive tape, so that the adhesive is prevented from polluting a clamp holder of the tensile testing machine. The tail of the fastened sample ring was clamped to the upper holder so that the bottom edge of the 24mm wide sample ring was level with the bottom edge of the upper holder. Opening the graph recorder, starting the tensile testing machine, moving the upper clamper downwards at the speed of 300mm/min +/-10 mm/min to make the middle part of the sample ring completely contact the area of 24mm multiplied by 24mm at the center of the stainless steel test plate, controlling the retention time within 3s after the upper clamper reaches the testing position, immediately converting the direction and moving upwards. The maximum pull force required to disengage the test specimen ring from the stainless steel test plate was recorded and the adhesive tape sample was taken of at least three test specimen rings with the initial tack represented by the average of the maximum pull force values of the test specimen rings.
The peel strength test method is as follows:
cutting 3 sample pieces with size of 200 × 25mm with a cutter, and standing at room temperature of 23 + -2 deg.C and relative humidity of 65% + -5% for 2h before preparing the sample. Wiping the test board with absorbent gauze or dust-free cloth, and repeating wiping several times until the board surface is cleaned, so that the working surface of the board can not be touched by hands or other objects after cleaning. And (3) flatly pasting the cut 3 clean sample sheets on the test board to ensure that the pasted sample sheets have no bubbles and wrinkles. The rubber compression roller rolls on the test board back and forth for 3 times by the self weight of the rubber compression roller, so that the sample piece is well attached to the test board without bubbles. The prepared sample was left under the test conditions for 25min and then tested.
Opening a power switch of the stripping machine, fixing the sample plate between an upper clamp and a lower clamp of the stripping machine according to different requirements, keeping the stripping surface consistent with the tension line of the stripping machine, filling test data, starting measurement by pressing a measurement key, continuously stripping by the stripping machine at the speed of 300 +/-10 mm/min, enabling the length of the effective stripping adhesive surface to be not less than 100mm, and drawing a stripping curve and the maximum value and the minimum value of the stripping strength by an automatic recording device.
In the recorded curve, a section with a gentle peeling curve is taken as a final experiment result, at least three samples of the same sample are measured, and the test result is represented by an arithmetic mean value of three parallel tests.
The permanent adhesion test method is as follows:
cutting 3 sample wafers with the size of 70 multiplied by 25mm by a slicing knife for later use, scrubbing a test plate and a loading plate by gauze dipped with a solvent, carefully scrubbing the test plate and the loading plate by clean gauze until the working surface of the plate is cleaned by visual inspection, and cleaning without touching the working surface of the plate by hands or other objects;
according to the figure 1, the test piece is adhered to the middle parts of the test plate and the loading plate in the direction parallel to the longitudinal direction of the plate, and the test piece rolls back and forth on the test plate for 3 times by the self weight of the rubber compression roller, so that the sample piece is well attached to the test plate without bubbles.
After the test piece is well adhered on the plate, the plate is placed for 20min under the conditions of testing temperature and humidity, then the test plate is vertically hung on a test frame of a holding adhesion tester, and a weight with specified weight is lightly hung at the end of a loading plate. And (4) switching on the power supply of the adhesion holding tester, turning on a switch and starting automatic timing of the equipment. After the specified time is reached, the test plate is removed, and the displacement of the test piece on the test plate is measured, or the time until the test piece is separated from the test plate is recorded. The test result is the average value of the test values of 3 test pieces, wherein the displacement data is accurate to 0.1mm, the time data is more than the accurate minute of 1 hour, and the accurate second within 1 hour.
The results of the performance test of the low-energy UV-curable adhesive sticker prepared by the above examples and comparative examples are shown in the following table:
from the results, the examples have good permanent adhesion, mainly because the SIS rubber is introduced into the system, and the SIS molecules have a plurality of double bonds, so that the crosslinking degree of the adhesive layer is increased, and the adhesive layer has good cohesive force; of the comparative examples, comparative example 1 had a higher peel force but a tack force of less than 30 minutes, mainly due to a lower degree of crosslinking; on the contrary, comparative example 2 has a high degree of crosslinking, resulting in a small peel force and a high holding power. In the case where no SIS rubber was added in the comparative example, the adhesive layer did not obtain a sufficiently good degree of crosslinking curing at low energy curing, resulting in a poor adhesive holding ability of the adhesive layer.
Claims (3)
1. The low-energy UV-curable adhesive sticker composition is characterized by comprising the following components in parts by mass:
61369 parts of aliphatic polyurethane acrylate; 27 parts of butyl acrylate; 13 parts of isooctyl acrylate; 3 parts of SIS rubber; 7 parts of rosin pentaerythritol ester; 3 parts of (2, 4, 6-trimethylbenzoyl) diphenylphosphine oxide.
2. The preparation method of the low-energy UV-curable adhesive sticker composition as claimed in claim 1, which comprises the following steps:
the method comprises the following steps: adding SIS rubber and rosin pentaerythritol ester into butyl acrylate and isooctyl acrylate, and stirring until the SIS rubber and the rosin pentaerythritol ester are completely dissolved;
step two: adding aliphatic polyurethane acrylate 61369 and (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide into the components in the first step, stirring until the (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide is uniformly dissolved, and filtering to obtain the low-energy UV curing adhesive sticker composition.
3. The use of the low energy UV curable adhesive sticker composition of claim 1 in the preparation of PET label films.
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CN114181660B (en) * | 2021-12-17 | 2023-05-23 | 上海昀通电子科技有限公司 | Ultraviolet light curing adhesive composition for MiniLED packaging and preparation method and application thereof |
CN117467398B (en) * | 2023-11-02 | 2024-07-05 | 广东鼎立森新材料有限公司 | Printable OCA optical cement and preparation method thereof |
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