High-performance low-temperature-resistant double-sided adhesive tape and preparation method thereof
By using a combination of low-glass transition temperature (LTT) and high-glass transition temperature (HTT) active monomers, along with molecular weight regulators and solvents, the problem of reduced adhesion of double-sided tapes at low temperatures has been solved, enabling the preparation of high-performance low-temperature resistant tapes suitable for bonding signs and automotive interior parts.
Patent Information
- Application Number
- CN202310268560.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-03-17
- Publication Date
- 2026-02-10
- Estimated Expiration
- 2043-03-17
AI Technical Summary
Existing double-sided tapes exhibit significantly reduced adhesion at low temperatures, failing to maintain good bonding performance in cold environments.
By combining low-glass transition temperature active monomers and high-glass transition temperature active monomers, along with molecular weight regulators and specific solvents, the flexibility and network structure of the molecular chains are controlled, thereby improving the initial tack and low-temperature resistance of the adhesive.
It maintains good adhesion under low temperature conditions, improves the tape's low temperature resistance and aging resistance, complies with RoHS standards, and is suitable for bonding and fixing signs and automotive interior parts.
Smart Images

Figure BDA0004133873100000091 
Figure BDA0004133873100000101
Abstract
Description
Technical Field
[0001] This invention relates to the field of C08F220 / 18, and more specifically to a high-performance low-temperature resistant double-sided adhesive tape and its preparation method. Background Technology
[0002] Double-sided tape is a roll of adhesive tape made by uniformly coating an elastomer-type pressure-sensitive adhesive or a resin-type pressure-sensitive adhesive onto a paper, cloth, or plastic film substrate. It consists of three parts: substrate, adhesive, and release paper (film) or silicone paper.
[0003] CN105778833A discloses a pressure-sensitive adhesive for pressure-sensitive tapes. The raw material components of the pressure-sensitive adhesive include butyl acrylate, acrylonitrile, trimethoxypropane, triphenyltriisocyanate, zinc chloride, and dodecyl mercaptan. The raw materials for making the pressure-sensitive adhesive are widely available, easily obtained, inexpensive, and easy to promote and apply. However, the tape disclosed in this patent, and most double-sided tapes disclosed in the prior art, are significantly affected by temperature. As the temperature rises or falls, the adhesive properties of the adhesive decrease significantly.
[0004] CN106147663B discloses an adhesive, an ultra-high temperature resistant double-sided tape and its preparation method. The ultra-high temperature resistant double-sided tape obtained by using low molecular weight acrylate has excellent temperature resistance, can withstand high temperatures of 260℃, and has strong peel strength. However, under low temperature conditions, the adhesive substances in the adhesive are in a glassy state, and the molecular chains are frozen, resulting in a significant reduction in the adhesive effect. Summary of the Invention
[0005] To address the above problems, this invention discloses a high-performance low-temperature resistant double-sided adhesive tape, the raw materials for which, by weight, are: 90-120 parts of active monomer, 5-20 parts of polar monomer, 0.1-0.5 parts of initiator, 0.01-0.1 parts of molecular weight regulator, and 105-150 parts of solvent.
[0006] In one embodiment, the active monomer is a low glass transition temperature active monomer and / or a high glass transition temperature active monomer.
[0007] At low temperatures, the adhesive substances in adhesives are in a glassy state, and the molecular chains are frozen, resulting in a significant reduction in the adhesive effect. Therefore, when selecting raw materials, choosing active monomers with low glass transition temperatures and active monomers with high glass transition temperatures can ensure the flexibility and hardness of the polymer and ensure initial tack. Selecting active monomers with multiple chain segment lengths and polar monomers can improve the network structure of the system.
[0008] Preferably, the active monomer is a combination of a low glass transition temperature active monomer and a high glass transition temperature active monomer, with a mass ratio of (88-110):(2-10).
[0009] In one embodiment, the glass transition temperature of the low glass transition temperature active monomer is <-20°C.
[0010] Preferably, the glass transition temperature of the low glass transition temperature active monomer is <-30°C.
[0011] More preferably, the low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), lauryl methacrylate (-65℃), 2-ethylhexyl acrylate (-67℃), and isooctyl acrylate (-70℃) in a mass ratio of (0.5-1):(0.5-1):1:(1-2).
[0012] In one embodiment, the glass transition temperature of the high glass transition temperature active monomer is 10-100°C.
[0013] Preferably, the glass transition temperature of the high glass transition temperature active monomer is 10-30℃.
[0014] More preferably, the high glass transition temperature active monomer is cyclohexyl acrylate (16°C) and n-butyl methacrylate (20°C) in a mass ratio of (3-8):1.
[0015] In one embodiment, the polar monomer is selected from one or more of carboxyl-containing monomers, amino-containing monomers, and hydroxyl-containing monomers.
[0016] Preferably, the polar monomer is a combination of a carboxyl-containing monomer and a hydroxyl-containing monomer in a mass ratio of 1:(5-10).
[0017] More preferably, the carboxyl-containing monomer is methacrylic acid; and the hydroxyl-containing monomer is hydroxyethyl acrylate.
[0018] However, if the final polymerized molecular weight is too large, it will affect the segmental movement of the molecular chains, impacting the expression of adhesive strength and initial tack. By using molecular weight regulators in conjunction with lauryl methacrylate and 2-ethylhexyl acrylate, it is beneficial to control the molecular weight and the flexibility between molecular chains, thereby improving adhesion, low-temperature resistance, and aging resistance. This is because lauryl methacrylate and 2-ethylhexyl acrylate can provide long chains and branches to the polypropylene backbone, making the backbone surrounded by long alkyl chains and rich in branches, improving stability under external forces and thus promoting adhesion to the substrate. The rich branches reduce the regularity of the polymer chains, and the molecular chains still have good flexibility under low-temperature impact. However, the amount of soft monomers and polar monomers must be carefully controlled; otherwise, steric hindrance will hinder the migration of polar groups, affecting the overall performance of the tape.
[0019] In one embodiment, the molecular weight regulator is a thiol and / or xanthate disulfide.
[0020] Preferably, the molecular weight regulator is a thiol.
[0021] More preferably, the molecular weight regulator is butanethiol and octanethiol in a mass ratio of (0.5-2):1.
[0022] In one embodiment, the initiator is selected from any one of azo initiators and organic peroxide initiators.
[0023] Preferably, the initiator is an azo initiator.
[0024] More preferably, the azo initiator is azobisisobutyronitrile (AIBN).
[0025] In one embodiment, the solvent is selected from one or more of alcohols, esters, and ketones.
[0026] Preferably, the solvent is an ester solvent.
[0027] More preferably, the ester solvent is an organic ester.
[0028] More preferably, the organic ester is ethyl acetate.
[0029] In one embodiment, the raw materials for preparing the double-sided adhesive tape further include: 3-10 parts of tackifying resin and 0.5-3 parts of curing agent.
[0030] In one embodiment, the tackifying resin is selected from one or more of rosin, rosin derivatives, and terpene resins.
[0031] Preferably, the tackifying resin is a terpene resin.
[0032] More preferably, the terpene resin is a terpene phenolic resin.
[0033] The curing agent can be selected by those skilled in the art based on actual needs.
[0034] Another aspect of the present invention discloses a method for preparing the high-performance low-temperature resistant double-sided adhesive tape, comprising the following steps: obtaining an adhesive by solution polymerization of an active monomer, a polar monomer, an initiator, and a molecular weight regulator; adding a tackifying resin and a curing agent to prepare the adhesive into an adhesive layer; coating the adhesive onto a release film layer; drying the adhesive in an oven; and then coating the adhesive onto both sides of a substrate layer to obtain the final product.
[0035] In one embodiment, an active monomer and a polar monomer are mixed to obtain a mixed monomer; two-thirds of the mixed monomer is added to half of the solvent and all of the molecular weight regulator, and then two-thirds of the initiator is added. The mixture is heated to 75-85°C and stirred for 40-60 minutes; the remaining one-third of the mixed monomer, half of the solvent, and one-third of the initiator are mixed and stirred at 75-85°C. The mixture is then uniformly added dropwise to the reaction system through a constant pressure funnel over 2-3 hours, and stirred for 1-2 hours to obtain an adhesive for later use.
[0036] Add the aforementioned prepared adhesive to the tackifying resin and curing agent to prepare the adhesive layer to be applied. After coating the release film layer and drying it in an oven, apply it to both sides of the substrate layer.
[0037] The substrate layer includes, but is not limited to, cotton paper, PE film, and PP film.
[0038] Preferably, the substrate layer is cotton paper.
[0039] This invention does not limit the thickness of the adhesive coating; those skilled in the art can select the appropriate thickness based on actual needs.
[0040] Beneficial effects
[0041] 1. Selecting active monomers with low glass transition temperature and active monomers with high glass transition temperature can ensure the flexibility and hardness of the polymer and ensure initial tack.
[0042] 2. By using molecular weight regulators, lauryl methacrylate, and 2-ethylhexyl acrylate in combination, it is beneficial to control the molecular weight and the flexibility between molecular chains, thereby improving viscosity, low-temperature resistance, and aging resistance.
[0043] 3. Tape performance: Complies with RoHS standards.
[0044] 4. The tape has good low-temperature resistance and aging resistance, overcoming the shortcoming of poor adhesion of double-sided tape in low-temperature environments.
[0045] 5. The prepared tape can be used for bonding and fixing various signs, nameplates, and automotive interior parts, and is especially suitable for bonding and fixing in low-temperature environments. Detailed Implementation
[0046] Example 1
[0047] This embodiment 1 discloses a high-performance low-temperature resistant double-sided adhesive tape. The raw materials for preparation are, by weight: 90 parts of active monomer, 5 parts of polar monomer, 0.1 parts of azobisisobutyronitrile, 0.01 parts of molecular weight regulator, 3 parts of terpene phenolic resin, 1 part of curing agent, and 105 parts of ethyl acetate.
[0048] The active monomer is a combination of a low glass transition temperature active monomer and a high glass transition temperature active monomer, with a mass ratio of 88:2.
[0049] The low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), lauryl methacrylate (-65℃), 2-ethylhexyl acrylate (-67℃), and isooctyl acrylate (-70℃) in a mass ratio of 0.5:1:1:1.
[0050] The high glass transition temperature active monomers are cyclohexyl acrylate (16℃) and n-butyl methacrylate (20℃) in a mass ratio of 3:1.
[0051] The polar monomer is a combination of methacrylic acid and hydroxyethyl acrylate in a mass ratio of 1:5.
[0052] The molecular weight regulator is butanethiol and octanethiol in a mass ratio of 0.5:1.
[0053] The terpene phenolic resin was purchased from Jining Sanshi Biotechnology Co., Ltd., and its model number is SH-1328542.
[0054] The curing agent is Bayer 3100, purchased from Shanghai Yuangao Plastic Technology Co., Ltd.
[0055] This embodiment 1 also discloses a method for preparing the high-performance low-temperature resistant double-sided adhesive tape, the steps of which are as follows:
[0056] (1) Mix the active monomer and the polar monomer to obtain a mixed monomer; take two-thirds of the mixed monomer, add half of the ethyl acetate and all of the molecular weight regulator, then add two-thirds of the initiator, heat to 80°C and stir for 50 min; mix the remaining one-third of the mixed monomer, half of the ethyl acetate and one-third of the initiator, keep the temperature at 80°C and stir, then add it dropwise into the reaction system evenly over 2 h using a constant pressure funnel, and then stir for 1.5 h to obtain the glue for later use.
[0057] (2) Add the aforementioned prepared glue to the tackifying resin and the curing agent to prepare the glue layer to be applied. After coating on the release film layer and drying in the oven, apply it to both sides of the cotton paper, controlling the total thickness to be 100μm.
[0058] Example 2
[0059] This embodiment 2 discloses a high-performance low-temperature resistant double-sided adhesive tape. The raw materials for preparation are, by weight: 120 parts of active monomer, 20 parts of polar monomer, 0.5 parts of azobisisobutyronitrile, 0.1 parts of molecular weight regulator, 10 parts of terpene phenolic resin, 2 parts of curing agent, and 150 parts of ethyl acetate.
[0060] The active monomer is a combination of a low glass transition temperature active monomer and a high glass transition temperature active monomer, with a mass ratio of 110:10.
[0061] The low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), lauryl methacrylate (-65℃), 2-ethylhexyl acrylate (-67℃), and isooctyl acrylate (-70℃) in a mass ratio of 1:0.5:1:2.
[0062] The high glass transition temperature active monomers are cyclohexyl acrylate (16℃) and n-butyl methacrylate (20℃) in a mass ratio of 8:1.
[0063] The polar monomer is a combination of methacrylic acid and hydroxyethyl acrylate in a mass ratio of 1:10.
[0064] The molecular weight regulator is butanethiol and octanethiol in a mass ratio of 2:1.
[0065] The terpene phenolic resin was purchased from Jining Sanshi Biotechnology Co., Ltd., and its model number is SH-1328542.
[0066] The curing agent is Bayer 3100, purchased from Shanghai Yuangao Plastic Technology Co., Ltd.
[0067] The preparation method is the same as in Example 1.
[0068] Example 3
[0069] This embodiment 3 discloses a high-performance low-temperature resistant double-sided adhesive tape. The raw materials for preparation are, by weight: 108 parts of active monomer, 15 parts of polar monomer, 0.3 parts of azobisisobutyronitrile, 0.05 parts of molecular weight regulator, 5 parts of terpene phenolic resin, 0.8 parts of curing agent, and 132 parts of ethyl acetate.
[0070] The active monomer is a combination of a low glass transition temperature active monomer and a high glass transition temperature active monomer, with a mass ratio of 102:6.
[0071] The low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), lauryl methacrylate (-65℃), 2-ethylhexyl acrylate (-67℃), and isooctyl acrylate (-70℃) in a mass ratio of 0.8:0.8:1:1.5.
[0072] The high glass transition temperature active monomers are cyclohexyl acrylate (16℃) and n-butyl methacrylate (20℃) in a mass ratio of 5:1.
[0073] The polar monomer is a combination of methacrylic acid and hydroxyethyl acrylate in a mass ratio of 1:7.
[0074] The molecular weight regulator is butanethiol and octanethiol in a mass ratio of 1:1.
[0075] The terpene phenolic resin was purchased from Jining Sanshi Biotechnology Co., Ltd., and its model number is SH-1328542.
[0076] The curing agent is Bayer 3100, purchased from Shanghai Yuangao Plastic Technology Co., Ltd.
[0077] The preparation method is the same as in Example 1.
[0078] Example 4
[0079] The difference between this embodiment and Embodiment 3 is that the low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), lauryl methacrylate (-65℃), and isooctyl acrylate (-70℃) in a mass ratio of 0.8:0.8:1.5.
[0080] Example 5
[0081] The difference between this embodiment and Example 3 is that the low glass transition temperature active monomer is a combination of n-butyl acrylate (-55℃), 2-ethylhexyl acrylate (-67℃), and isooctyl acrylate (-70℃) in a mass ratio of 0.8:1:1.5.
[0082] Example 6
[0083] The difference between this embodiment and Example 3 is that, by mass, the raw materials are: 100 parts active monomer, 23 parts polar monomer, 0.3 parts azobisisobutyronitrile, 0.05 parts molecular weight regulator, 0.3 parts terpene phenolic resin, 0.8 parts curing agent, and 132 parts ethyl acetate.
[0084] Performance testing .
[0085] Initial tack, peel strength, and holding tack were measured at 23°C and 0°C.
[0086] 1. Peel strength test: According to GB / T 2792 Test method for peel strength of adhesive tape.
[0087] 2. Initial tack test: GB / T 4852 Test method for initial tack of pressure-sensitive adhesive tape.
[0088] 3. Holding power: GB / T 4851 Test method for holding power of adhesive tapes.
[0089]
[0090]
[0091] Examples 4 and 5 demonstrate that lauryl methacrylate and 2-ethylhexyl acrylate are both indispensable; the absence of either will affect the tape's performance. Example 6 demonstrates that excessive addition of polar monomers hinders the migration of polar groups, affecting the overall performance of the tape.
Claims
1. A high-performance low-temperature resistant double-sided adhesive tape, characterized in that, The raw materials for preparation, by weight, include: 90-120 parts of active monomer, 5-20 parts of polar monomer, 0.1-0.5 parts of initiator, 0.01-0.1 parts of molecular weight regulator, and 105-150 parts of solvent; The active monomer is a combination of low glass transition temperature active monomer and high glass transition active monomer, with a mass ratio of (88-110):(2-10); The low glass transition temperature active monomer is a combination of n-butyl acrylate, lauryl methacrylate, 2-ethylhexyl acrylate, and isooctyl acrylate in a mass ratio of (0.5-1):(0.5-1):1:(1-2). The high glass transition temperature active monomers are cyclohexyl acrylate and n-butyl methacrylate in a mass ratio of (3-8):
1.
2. The high-performance low-temperature resistant double-sided adhesive tape according to claim 1, characterized in that, The glass transition temperature of the low glass transition temperature active monomer is <-20℃.
3. The high-performance low-temperature resistant double-sided adhesive tape according to claim 1, characterized in that, The glass transition temperature of the high glass transition temperature active monomer is 10-100℃.
4. The high-performance low-temperature resistant double-sided adhesive tape according to claim 1, characterized in that, The polar monomer is selected from one or more of the following: carboxyl-containing monomers, amino-containing monomers, and hydroxyl-containing monomers.
5. The high-performance low-temperature resistant double-sided adhesive tape according to any one of claims 1-4, characterized in that, The raw materials for preparing the double-sided adhesive tape also include: 3-10 parts of tackifying resin and 0.5-3 parts of curing agent.
6. A method for preparing a high-performance low-temperature resistant double-sided adhesive tape according to claim 5, characterized in that, The process includes the following steps: obtaining an adhesive by solution polymerization of active monomers, polar monomers, initiators, and molecular weight regulators; adding tackifying resins and curing agents to prepare the adhesive into an adhesive layer; coating the adhesive onto a release film layer; drying it in an oven; and then coating it onto both sides of a substrate layer to obtain the final product.
Citation Information
Patent Citations
Pressure-sensitive adhesive for pressure-sensitive adhesive tapes
CN105778833A
Adhesive, Ultra-High Temperature-Resistant Double-Sided Tape and Preparation Method Thereof
CN106147663B
Adhesive Resin Composition and Double-Faced Adhesive Tape for Adhesion of Bio-chip Using the Same
KR1020160084569A
Optically clear adhesive composition, optically clear adhesive film and dual sided adhesive tape
KR1020170113805A