High air permeable pressure sensitive adhesive based on medical label tape and preparation method thereof

By homogenizing modified acrylate resin with tackifying resin, vitamin E and other components, and introducing vinyl metal-organic framework materials and polyethylene glycol, the problem of poor air permeability of medical label tape was solved, the adhesion and peel strength were improved, and the patient comfort was enhanced.

CN120383903BActive Publication Date: 2026-02-27MOTA MATERIAL TECH (LANXI) CO LTD
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Patent Information

Application Number
CN202510615918.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2025-05-14
Publication Date
2026-02-27
Estimated Expiration
2045-05-14

AI Technical Summary

Technical Problem

Existing medical label tapes have poor pressure-sensitive adhesive permeability, leading to adverse reactions such as skin redness, itching, and allergies, while sacrificing other properties such as peel strength.

Method used

Modified acrylate resin is homogenized with tackifying resin, vitamin E and other components, and vinyl metal-organic framework material and polyethylene glycol are introduced. Through Suzuki coupling reaction and coordination, air permeability and adhesion are improved.

Benefits of technology

It achieves high breathability while maintaining good adhesion and peel strength, improving patient comfort and avoiding adverse skin reactions.

✦ Generated by Eureka AI based on patent content.
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Abstract

The application relates to the technical field of pressure-sensitive adhesive and discloses high-breathability pressure-sensitive adhesive based on medical label adhesive tape and a preparation method thereof; the method comprises the following operation steps: step 1: acrylic monomer and ethylene-based metal organic framework material are sequentially added into a mixed solvent and uniformly mixed, an initiator is added, reaction is carried out at 70-75 DEG C for 2-3 hours, allyl polyethylene glycol is added, and reaction is continuously carried out for 3-5 hours; solvent is evaporated to obtain modified acrylic ester resin; and step 2: the modified acrylic ester resin, tackifying resin and vitamin E are mixed and homogenized in a solvent to obtain high-breathability pressure-sensitive adhesive.
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Description

TECHNICAL FIELD

[0001] The application relates to the technical field of pressure-sensitive adhesive, and particularly relates to a high-breathability pressure-sensitive adhesive based on a medical label adhesive tape and a preparation method thereof. BACKGROUND

[0002] In the medical field, the medical label adhesive tape has an important role, and can be used for fixing various medical devices, monitoring instruments and identifying patient information; the pressure-sensitive adhesive is a key component of the medical label adhesive tape, and the performance of the pressure-sensitive adhesive directly affects the use effect of the adhesive tape and the comfort of patients; the pressure-sensitive adhesive used in the traditional medical label adhesive tape has the problem of poor breathability, and long-term pasting on the skin can hinder the normal breathing and sweat discharge of the skin, so that adverse reactions such as redness, itching and allergy occur on the skin.

[0003] At present, some pressure-sensitive adhesives with breathability do not fully consider the synergistic effect between components in the preparation process, so that the pressure-sensitive adhesive obtains breathability at the expense of other important properties such as peel strength; for example, in the prior art, in order to improve the breathability, the thickness of the adhesive layer or the content of the adhesive component is excessively reduced, so that the adhesive tape is prone to falling off in the use process, and the requirement of medical application cannot be met.

[0004] In summary, it is of great significance to prepare a high-breathability pressure-sensitive adhesive based on a medical label adhesive tape. SUMMARY

[0005] The application aims to provide a high-breathability pressure-sensitive adhesive based on a medical label adhesive tape and a preparation method thereof, so as to solve the problems in the prior art.

[0006] To achieve the above-mentioned purpose, the application provides the following technical scheme.

[0007] A preparation method of a high-breathability pressure-sensitive adhesive based on a medical label adhesive tape, comprising the following operation steps:

[0008] Step 1: acrylic monomer and ethylene-based metal organic framework material are sequentially added to a mixed solvent and uniformly mixed, an initiator is added, and reaction is carried out at 70-75 DEG C for 2-3 hours, allyl polyethylene glycol is continuously added, and reaction is carried out for 3-5 hours; the solvent is evaporated to obtain a modified acrylic ester resin;

[0009] Step 2: the modified acrylic ester resin, tackifying resin, vitamin E and solvent are uniformly mixed to obtain a high-breathability pressure-sensitive adhesive.

[0010] In a more optimized form, the raw materials of the high-permeability pressure-sensitive adhesive include the following components: by mass parts, 60-70 parts modified acrylate resin, 12-17 parts tackifying resin, 0.15-0.2 parts vitamin E, and 35-45 parts solvent; the solvent includes one or more of acetone, ethyl acetate, and toluene.

[0011] In a more optimized form, the raw materials for the modified acrylate resin include the following components: by mass parts, 50-75 parts acrylic monomer, 0.5-1.2 parts vinyl metal-organic framework material, 10-12 parts allyl polyethylene glycol, and 100-120 parts mixed solvent; the mixed solvent includes acetone and ethyl acetate in a mass ratio of 1:(1-2).

[0012] Ideally, the molecular weight of the allyl polyethylene glycol is 1000-2000.

[0013] In a more optimized form, the acrylic monomer comprises the following components: 35-50 parts isooctyl acrylate, 8-12 parts methyl methacrylate, 5-7 parts acrylic acid, and 3-4 parts hydroxypropyl acrylate.

[0014] A more optimized method for preparing the vinyl metal-organic framework material is as follows: (1) 1,4-dibromobenzene, 3,4-dimethoxyphenylboronic acid and sodium carbonate are added to a tetrahydrofuran aqueous solution and mixed evenly. The mixture is degassed three times. Tetra(triphenylphosphine)palladium is added under a nitrogen atmosphere and refluxed at 70~75℃ for 15~20 hours. After cooling to room temperature, the mixture is purified to obtain an intermediate. (2) The intermediate and methyleugenol are added to dichloromethane. A boron tribromide-dichloromethane solution is added under ice-water bath conditions. The mixture is reacted at room temperature for 8~12 hours. The mixture is quenched with cold water and purified to obtain a ligand. (3) Copper nitrate hydrate is added to deionized water and mixed evenly to obtain a copper nitrate hydrate aqueous solution. The ligand is added to DMF and mixed evenly. A copper nitrate hydrate aqueous solution is added and ultrasonically treated for 10~15 minutes. The mixture is heated at 85~90℃ for 20~30 hours and cooled to room temperature. The mixture is filtered, washed and dried to obtain the vinyl metal-organic framework material.

[0015] More preferably, the raw materials for the intermediate include the following components: by mass parts, 1-1.2 parts of 1,4-dibromobenzene, 1.3-1.32 parts of 3,4-dimethoxyphenylboronic acid, 0.3-0.7 parts of sodium carbonate, 0.17-0.2 parts of tetra(triphenylphosphine)palladium, and 40-60 parts of tetrahydrofuran aqueous solution; wherein the tetrahydrofuran accounts for 80-85 wt% of the tetrahydrofuran aqueous solution.

[0016] The mass ratio of the boron tribromide-dichloromethane solution, the intermediate, and methyl eugenol is (3~4):(0.2~0.3):0.1; the concentration of the boron tribromide-dichloromethane solution is 1~1.3M; and the mass ratio of the hydrated copper nitrate to the ligand is (1~1.2):1.

[0017] In a more optimized form, the tackifying resin comprises glycerol rosin ester and terpene resin in a mass ratio of 1:(3~4).

[0018] Compared with the prior art, the beneficial effects of the present invention are:

[0019] In this scheme, soft monomer isooctyl acrylate, hard monomer methyl methacrylate, functional monomers acrylic acid and hydroxypropyl acrylate, and polyethylene glycol are prepared into modified acrylic resin under certain conditions; this modified acrylic resin is then homogenized with tackifying resin and vitamin E (antioxidant) to form a highly breathable pressure-sensitive adhesive.

[0020] To improve the air permeability of pressure-sensitive adhesives, polyethylene glycol is introduced into the design to increase the flexibility and mobility of modified acrylic resins, thereby promoting gas diffusion between molecular chains and improving gas permeability. The long chains of polyethylene glycol can effectively reduce the crystallinity of molecular chains and increase interfacial wettability, thus improving the adhesion of highly permeable pressure-sensitive adhesives.

[0021] Adding tackifying resins can increase the viscosity of pressure-sensitive adhesives, but it will reduce the air permeability of the pressure-sensitive adhesives. In this solution, in order to improve the air permeability of the pressure-sensitive adhesives without reducing the viscosity and air permeability, metal-organic framework materials are introduced into the modified acrylic resin.

[0022] In this scheme, 1,4-dibromobenzene and 3,4-dimethoxyphenylboronic acid are coupled via a Suzuki coupling reaction, followed by a demethylation reaction with methyleugenol to obtain a ligand containing a catechol group. The ligand is then coordinated with copper ions under certain conditions to obtain a vinyl metal-organic framework material. The catechol-containing organic framework structure and the coordination effect of copper ions help to improve air permeability and, to a certain extent, improve the water resistance of the pressure-sensitive adhesive, enabling it to maintain good performance in humid environments or when in contact with water. Detailed Implementation

[0023] The technical solutions of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those of ordinary skill in the art without creative effort are within the scope of protection of the present invention.

[0024] In the following specific embodiments, "parts" refers to parts by weight. In this embodiment, it should be noted that there are no special restrictions on the manufacturers of the raw materials involved in this invention. Exemplary examples include: isooctyl acrylate (CAS number 29590-42-9); methyl methacrylate (CAS number 80-62-6); acrylic acid (CAS number 79-10-7); hydroxypropyl acrylate (CAS number 25584-83-2); methyl eugenol (CAS number F-21, food grade, purchased from Shandong Aicai Biotechnology Co., Ltd.); AIBN initiator (CAS number 78-67-1); allyl polyethylene glycol (molecular weight 1500) (CAS number 27274-31-3, purchased from Chongqing Ruiya Biotechnology Co., Ltd.); and 1,4-dibromobenzene (CAS number...). 106-37-6; CAS number of 3,4-dimethoxyphenylboronic acid is 122775-35-3; CAS number of sodium carbonate is 497-19-8; CAS number of tetrakis(triphenylphosphine)palladium is 14221-01-3; CAS number of boron tribromide is 10294-33-4; CAS number of hydrated copper nitrate is 13478-38-1, product number js2024122611, purchased from Wuhan Jushun Chemical Co., Ltd.; Vitamin E is food grade, purchased from Leshengyuan Biotechnology (Nanjing) Co., Ltd.; CAS number of glyceryl rosin ester is 8016-36-2, food grade, purchased from Wuhan Jiyesheng Chemical Co., Ltd.; CAS number of terpene resin is 9003-74-1, pharmaceutical grade, purchased from Hubei Baidu Chemical Co., Ltd.

[0025] Example 1: A method for preparing a highly breathable pressure-sensitive adhesive based on medical label tape, comprising the following steps:

[0026] Step 1: Add 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 0.5 parts of vinyl metal-organic framework material sequentially to a mixed solvent (acetone to ethyl acetate in a mass ratio of 1:1) and mix thoroughly. Add an initiator and react at 75°C for 2 hours. Add 10 parts of allyl polyethylene glycol and continue reacting for 3 hours. Evaporate the solvent to obtain the modified acrylate resin.

[0027] Step 2: Mix and homogenize 60 parts of modified acrylate resin, 12 parts of tackifying resin, 0.2 parts of vitamin E and 40 parts of solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0028] The preparation method of vinyl metal-organic framework material is as follows: (1) 1 part of 1,4-dibromobenzene, 1.3 parts of 3,4-dimethoxyphenylboronic acid and 1.5 parts of sodium carbonate are added to 45 parts of tetrahydrofuran aqueous solution (tetrahydrofuran accounts for 80 wt% of tetrahydrofuran aqueous solution) and mixed evenly. The mixture is degassed three times. 0.17 parts of tetra(triphenylphosphine)palladium are added under nitrogen atmosphere. The mixture is refluxed at 70°C for 18 hours. After cooling to room temperature, ethyl acetate is added and the mixture is washed 4 times with deionized water. The organic layers are combined and dried with anhydrous magnesium sulfate. The mixture is filtered and evaporated by rotary evaporation. The mixture is purified by silica gel chromatography, dissolved in ethyl acetate, and recrystallized by adding n-hexane to obtain the intermediate. (2) The boron tribromide-dichloromethane solution and the intermediate are mixed in a ratio of 3.5:0.2:0. Weigh the mass ratio of 1; add the intermediate and methyl eugenol to dichloromethane, add 1M boron tribromide-dichloromethane solution under ice-water bath conditions, react at room temperature for 10 hours, quench with cold water, stir for 30 minutes, filter and wash, add the solid to methanol, add dichloromethane and n-hexane to precipitate, filter and wash 4 times, dry to obtain ligand; (3) add hydrated copper nitrate to deionized water, mix evenly to obtain hydrated copper nitrate aqueous solution; add the ligand to DMF and mix evenly, add hydrated copper nitrate aqueous solution, sonicate for 15 minutes, heat at 85℃ for 25 hours, cool to room temperature, filter, wash 4 times, dry to obtain vinyl metal-organic framework material; the mass ratio of hydrated copper nitrate to ligand is 1.2:1.

[0029] Example 2: A method for preparing a highly breathable pressure-sensitive adhesive based on medical label tape, comprising the following steps:

[0030] Step 1: 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 1.2 parts of vinyl metal-organic framework material were sequentially added to a mixed solvent (acetone and ethyl acetate in a mass ratio of 1:1) and mixed thoroughly. An initiator was added, and the mixture was reacted at 75°C for 2 hours. Then, 12 parts of allyl polyethylene glycol were added, and the reaction was continued for 3 hours. The solvent was evaporated to obtain the modified acrylate resin.

[0031] Step 2: Mix and homogenize 65 parts modified acrylate resin, 12 parts tackifying resin, 0.2 parts vitamin E, and 40 parts solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0032] The preparation method of vinyl metal-organic framework material is as follows: (1) 1 part of 1,4-dibromobenzene, 1.3 parts of 3,4-dimethoxyphenylboronic acid and 1.5 parts of sodium carbonate are added to 45 parts of tetrahydrofuran aqueous solution (tetrahydrofuran accounts for 80 wt% of tetrahydrofuran aqueous solution) and mixed evenly. The mixture is degassed three times. 0.17 parts of tetra(triphenylphosphine)palladium are added under nitrogen atmosphere. The mixture is refluxed at 70°C for 18 hours. After cooling to room temperature, ethyl acetate is added and the mixture is washed 4 times with deionized water. The organic layers are combined and dried with anhydrous magnesium sulfate. The mixture is filtered and evaporated by rotary evaporation. The mixture is purified by silica gel chromatography, dissolved in ethyl acetate, and recrystallized by adding n-hexane to obtain the intermediate. (2) The boron tribromide-dichloromethane solution and the intermediate are mixed in a ratio of 3.5:0.2:0. Weigh the mass ratio of 1; add the intermediate and methyl eugenol to dichloromethane, add 1M boron tribromide-dichloromethane solution under ice-water bath conditions, react at room temperature for 10 hours, quench with cold water, stir for 30 minutes, filter and wash, add the solid to methanol, add dichloromethane and n-hexane to precipitate, filter and wash 4 times, dry to obtain ligand; (3) add hydrated copper nitrate to deionized water, mix evenly to obtain hydrated copper nitrate aqueous solution; add the ligand to DMF and mix evenly, add hydrated copper nitrate aqueous solution, sonicate for 15 minutes, heat at 85℃ for 25 hours, cool to room temperature, filter, wash 4 times, dry to obtain vinyl metal-organic framework material; the mass ratio of hydrated copper nitrate to ligand is 1.2:1.

[0033] Example 3: A method for preparing a highly breathable pressure-sensitive adhesive based on medical label tape, comprising the following steps:

[0034] Step 1: Add 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 0.8 parts of vinyl metal-organic framework material sequentially to a mixed solvent (acetone to ethyl acetate in a mass ratio of 1:1) and mix thoroughly. Add an initiator and react at 75°C for 2 hours. Add 10 parts of allyl polyethylene glycol and continue reacting for 3 hours. Evaporate the solvent to obtain the modified acrylate resin.

[0035] Step 2: Mix and homogenize 70 parts modified acrylate resin, 12 parts tackifying resin, 0.2 parts vitamin E, and 40 parts solvent (acetone to ethyl acetate mass ratio of 1:1) to obtain a high-permeability pressure-sensitive adhesive; Preparation method of vinyl metal-organic framework material: (1) Add 1 part 1,4-dibromobenzene, 1.3 parts 3,4-dimethoxyphenylboronic acid, and 1.5 parts sodium carbonate to 45 parts tetrahydrofuran aqueous solution (tetrahydrofuran accounts for 80wt% of tetrahydrofuran aqueous solution) and mix evenly. Perform three degassing operations. Add 0.17 parts tetra(triphenylphosphine)palladium under a nitrogen atmosphere. Reflux at 70°C for 18 hours. After cooling to room temperature, add ethyl acetate, wash 4 times with deionized water, combine the organic layers, add anhydrous magnesium sulfate to dry, filter and rotary evaporate, purify by silica gel chromatography, dissolve in ethyl acetate, and recrystallize by adding n-hexane to obtain Intermediate; (2) Weigh the boron tribromide-dichloromethane solution and the intermediate in a mass ratio of 3.5:0.2:0.1; Add the intermediate and methyl eugenol to dichloromethane, add 1M boron tribromide-dichloromethane solution under ice-water bath conditions, react at room temperature for 10 hours, quench with cold water, stir for 30 minutes, filter and wash, add the solid to methanol, add dichloromethane and n-hexane to precipitate, filter and wash 4 times, dry to obtain ligand; (3) Add hydrated copper nitrate to deionized water, mix evenly to obtain hydrated copper nitrate aqueous solution; Add the ligand to DMF and mix evenly, add hydrated copper nitrate aqueous solution, sonicate for 15 minutes, heat at 85℃ for 25 hours, cool to room temperature, filter, wash 4 times, dry to obtain vinyl metal-organic framework material; The mass ratio of hydrated copper nitrate to ligand is 1.2:1.

[0036] Comparative Example 1 is based on Example 2, but without the addition of metal-organic framework materials; the remaining steps are the same.

[0037] Step 1: Add 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, and 4 parts of hydroxypropyl acrylate to a mixed solvent (acetone and ethyl acetate in a mass ratio of 1:1) and mix thoroughly. Add an initiator and react at 75°C for 2 hours. Add 12 parts of allyl polyethylene glycol and continue reacting for 3 hours. Evaporate the solvent to obtain the modified acrylate resin.

[0038] Step 2: Mix and homogenize 65 parts of modified acrylate resin, 12 parts of tackifying resin, 0.2 parts of vitamin E, and 40 parts of solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0039] Comparative Example 2 is based on Example 2, but without the addition of polyethylene glycol; the remaining steps are the same.

[0040] Step 1: 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 1.2 parts of vinyl metal-organic framework material were sequentially added to a mixed solvent (acetone and ethyl acetate in a mass ratio of 1:1) and mixed thoroughly. An initiator was added, and the mixture was reacted at 75°C for 2 hours. Then, 12 parts of allyl polyethylene glycol were added, and the reaction was continued for 3 hours. The solvent was evaporated to obtain the modified acrylate resin.

[0041] Step 2: Mix and homogenize 65 parts of modified acrylate resin, 12 parts of tackifying resin, 0.2 parts of vitamin E, and 40 parts of solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0042] Comparative Example 3 is based on Example 2, but with an increased amount of vinyl metal-organic framework material added, while the remaining steps are the same;

[0043] Step 1: Add 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 5 parts of vinyl metal-organic framework material sequentially to a mixed solvent (acetone and ethyl acetate in a mass ratio of 1:1) and mix thoroughly. Add an initiator and react at 70°C for 2 hours. Add 12 parts of allyl polyethylene glycol and continue reacting for 3 hours. Evaporate the solvent to obtain the modified acrylate resin.

[0044] Step 2: Mix and homogenize 65 parts of modified acrylate resin, 12 parts of tackifying resin, 0.2 parts of vitamin E, and 40 parts of solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0045] Comparative Example 4 was based on Example 2, but without coordination; the remaining steps were the same.

[0046] Step 1: Add 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 1.2 parts of ligand sequentially to a mixed solvent (acetone to ethyl acetate in a mass ratio of 1:1) and mix thoroughly. Add an initiator and react at 75°C for 2 hours. Add 12 parts of allyl polyethylene glycol and continue reacting for 3 hours. Evaporate the solvent to obtain the modified acrylate resin.

[0047] Step 2: Mix and homogenize 65 parts modified acrylate resin, 12 parts tackifying resin, 0.2 parts vitamin E, and 40 parts solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0048] The preparation method of the ligand is as follows: (1) 1 part of 1,4-dibromobenzene, 1.3 parts of 3,4-dimethoxyphenylboronic acid and 1.5 parts of sodium carbonate are added to 45 parts of tetrahydrofuran aqueous solution (tetrahydrofuran accounts for 80 wt% of the tetrahydrofuran aqueous solution) and mixed evenly. The mixture is degassed three times. 0.17 parts of tetra(triphenylphosphine)palladium are added under a nitrogen atmosphere. The mixture is refluxed at 70°C for 18 hours. After cooling to room temperature, ethyl acetate is added. The mixture is washed four times with deionized water. The organic layers are combined. Anhydrous magnesium sulfate is added and dried. The mixture is filtered and rotary evaporated. The mixture is then subjected to silica gel chromatography. Purification was carried out by adding the intermediate to ethyl acetate for dissolution, and then recrystallizing with n-hexane to obtain the intermediate. (2) The boron tribromide-dichloromethane solution and the intermediate were weighed in a mass ratio of 3.5:0.2:0.1. The intermediate and methyl eugenol were added to dichloromethane, and 1M boron tribromide-dichloromethane solution was added under ice-water bath conditions. The reaction was carried out at room temperature for 10 hours, quenched with cold water, stirred for 30 minutes, filtered and washed, and the solid was added to methanol. Dichloromethane and n-hexane were added to precipitate the solid. The solid was filtered and washed 4 times and dried to obtain the ligand.

[0049] Comparative Example 5 is based on Example 2, but with a reduced molecular weight of polyethylene glycol (molecular weight 600); the remaining steps are the same.

[0050] Step 1: 40 parts of isooctyl acrylate, 12 parts of methyl methacrylate, 7 parts of acrylic acid, 4 parts of hydroxypropyl acrylate, and 1.2 parts of vinyl metal-organic framework material were sequentially added to a mixed solvent (acetone and ethyl acetate in a mass ratio of 1:1) and mixed thoroughly. An initiator was added, and the mixture was reacted at 75°C for 2 hours. Then, 12 parts of allyl polyethylene glycol were added, and the reaction was continued for 3 hours. The solvent was evaporated to obtain the modified acrylate resin.

[0051] Step 2: Mix and homogenize 65 parts of modified acrylate resin, 12 parts of tackifying resin, 0.2 parts of vitamin E, and 40 parts of solvent (acetone and ethyl acetate in a mass ratio of 1:1) to obtain a highly breathable pressure-sensitive adhesive.

[0052] Testing: 1. The high-permeability pressure-sensitive adhesives prepared in Examples 1-3 and Comparative Examples 1-5 were uniformly mixed with Bayer 3100 crosslinking agent, coated onto the nonwoven tape substrate layer, and baked in an oven at 120℃ for 30s to obtain medical label tapes. The tapes were cut into 150mm×25mm pieces for subsequent testing. The mass ratio of high-permeability pressure-sensitive adhesive to crosslinking agent was 100:0.21. The thickness of the nonwoven tape substrate layer was 20μm, and the thickness of the high-permeability pressure-sensitive adhesive layer was 10μm.

[0053] 2. Apply the medical label tape obtained above to the surface of a clean stainless steel plate. Roll the plate three times along its length using a pressure roller at a speed of approximately 60 cm / min. Ensure there are no air bubbles between the medical label tape and the steel plate. Then, immerse the plate in deionized water at 25°C for 12 hours. Perform a 180° peel strength test according to GB / T2792-2014. Repeat the test three times and calculate the average value.

[0054] 3. Apply the medical label tapes prepared in Examples 1-3 and Comparative Examples 1-5 to the skin of the arm for 6 hours, and observe the skin condition after peeling them off;

[0055] Table 1

[0056] Peeling strength (N / 25mm) Skin state Example 1 13.3 No abnormality Example 2 13.8 No abnormality Example 3 13.6 No abnormality Comparative Example 1 12.7 No abnormality Comparative Example 2 12.3 Slight wrinkling Comparative Example 3 14.2 Slight redness Comparative Example 4 15.1 Slight wrinkling Comparative Example 5 13.0 No abnormality

[0057] Conclusions: Comparative Example 1, based on Example 2, did not include vinyl metal-organic framework material; this resulted in reduced water resistance of the high-permeability pressure-sensitive adhesive, thus degrading the performance of the medical label tape. Comparative Example 2, based on Example 2, did not include polyethylene glycol; this resulted in reduced viscosity and permeability of the high-permeability pressure-sensitive adhesive, leading to slight wrinkling and reduced mechanical properties. Comparative Example 3, based on Example 2, increased the amount of vinyl metal-organic framework material; although water resistance improved, slight reddening occurred. Comparative Example 4, based on Example 2, did not involve coordination; this increased the number of catechol structures in the high-permeability pressure-sensitive adhesive, improving the bond with the steel plate and resulting in increased peel strength; however, reduced permeability led to slight skin wrinkling. Comparative Example 5, based on Example 2, reduced the molecular weight of polyethylene glycol; this resulted in decreased performance of the medical label tape.

[0058] It will be apparent to those skilled in the art that the present invention is not limited to the details of the exemplary embodiments described above, and that the invention can be implemented in other specific forms without departing from the spirit or essential characteristics of the invention. Therefore, the embodiments should be considered in all respects as exemplary and non-limiting, and the scope of the invention is defined by the appended claims rather than the foregoing description. Thus, it is intended that all variations falling within the meaning and scope of equivalents of the claims be included within the present invention.

Claims

1. A method for preparing a high air permeable pressure sensitive adhesive based on medical label tape, characterized by: The method comprises the following steps: Step 1: 50-75 parts of acrylic monomers, 0.5-1.2 parts of ethylene metal organic framework material are sequentially added into 100-120 parts of mixed solvents in mass fraction, mixed uniformly, an initiator is added, and the mixture is reacted at 70-75 DEG C for 2-3 hours, 10-12 parts of allyl polyethylene glycol is added, and the reaction is continued for 3-5 hours; the solvent is evaporated to obtain a modified acrylic ester resin; Step 2: the modified acrylic ester resin, tackifying resin, vitamin E and solvent are mixed and homogenized to obtain a high air permeable pressure sensitive adhesive; The acrylic monomers comprise the following components: 35-50 parts of isooctyl acrylate, 8-12 parts of methyl methacrylate, 5-7 parts of acrylic acid, and 3-4 parts of hydroxypropyl acrylate; the molecular weight of the allyl polyethylene glycol is 1000-2000; The mixed solvent comprises acetone and ethyl acetate in a mass ratio of 1:(1-2); The preparation method of the ethylene metal organic framework material is as follows: (1) 1-1.2 parts of 1, 4-dibromobenzene, 1.3-1.32 parts of 3, 4-dimethoxybenzene boronic acid and 0.3-0.7 parts of sodium carbonate are added into 40-60 parts of tetrahydrofuran aqueous solution and uniformly mixed, degassed for three times, 0.17-0.2 parts of tetrakis(triphenylphosphine)palladium is added under nitrogen atmosphere, and the mixture is refluxed at 70-75 DEG C for 15-20 hours; after cooling to room temperature, the intermediate is purified to obtain the intermediate; the tetrahydrofuran accounts for 80-85 wt% of the tetrahydrofuran aqueous solution; (2) the intermediate and methyl eugenol are added into dichloromethane, a boron tribromide-dichloromethane solution is added under ice water bath, the mixture is reacted at room temperature for 8-12 hours, quenched with cold water, and purified to obtain the ligand; (3) copper nitrate hydrate is added into deionized water and uniformly mixed to obtain a copper nitrate hydrate aqueous solution; the ligand is added into DMF and uniformly mixed, the copper nitrate hydrate aqueous solution is added, ultrasonic treatment is performed for 10-15 minutes, the mixture is heated at 85-90 DEG C for 20-30 hours, cooled to room temperature, filtered, washed and dried to obtain the ethylene metal organic framework material; The mass ratio of the boron tribromide-dichloromethane solution, the intermediate and methyl eugenol is (3-4):(0.2-0.3):0.1; the concentration of the boron tribromide-dichloromethane solution is 1-1.3 M; the mass ratio of the copper nitrate hydrate to the ligand is (1-1.2):

1.

2. The method of claim 1, wherein the medical label tape based high air permeable pressure sensitive adhesive is prepared by the steps of: (a) preparing a base adhesive layer; (b) preparing a high air permeable pressure sensitive adhesive layer; and (c) laminating the base adhesive layer and the high air permeable pressure sensitive adhesive layer. The raw materials of the high air permeable pressure sensitive adhesive comprise the following components: 60-70 parts of modified acrylic ester resin, 12-17 parts of tackifying resin, 0.15-0.2 parts of vitamin E and 35-45 parts of solvent in mass fraction; the solvent comprises one or more of acetone, ethyl acetate and toluene.

3. The method of claim 1, wherein the medical label tape based high air permeable pressure sensitive adhesive is prepared by the steps of: (a) preparing a base adhesive layer; (b) preparing a high air permeable pressure sensitive adhesive layer; and (c) laminating the base adhesive layer and the high air permeable pressure sensitive adhesive layer. The tackifying resin comprises glycerol abietate and terpene resin in a mass ratio of 1:(3-4).

4. The high air permeable pressure sensitive adhesive is prepared by the preparation method of the high air permeable pressure sensitive adhesive based on medical label tape according to any one of claims 1-3.

Citation Information

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