UV-cured acrylate pressure-sensitive adhesive for skin surface and preparation method of UV-cured acrylate pressure-sensitive adhesive

Abstract

The invention discloses a UV-cured acrylate pressure-sensitive adhesive for skin surfaces and a preparation method of the UV-cured acrylate pressure-sensitive adhesive. The UV-cured acrylate pressure-sensitive adhesive for the skin surface is prepared from the following raw material components: 10 to 25 parts of hydroxyl-terminated polydimethylsiloxane, 10 to 25 parts of a curing agent, 10 to 25 parts of a curing agent and 10 to 25 parts of a curing agent, wherein the weight-average molecular weight of the hydroxyl-terminated polydimethylsiloxane is 400 to 700; 10 to 25 parts of polylactic acid, wherein the weight-average molecular weight of the polylactic acid is 600 to 900; 5 to 10 parts of isophorone diisocyanate; 0.05 to 0.5 part of a catalyst; 5 to 20 parts of hydroxyethyl acrylate; 80 to 100 parts of 2-ethylhexyl acrylate; 30 to 60 parts of butyl acrylate; 1-5 parts of acrylic acid; 1 to 4 parts of a photoinitiator; and a solvent. The pressure-sensitive adhesive modified by using the organic silicon acrylate and the polylactic acid modifier has the advantages that the bonding performance on a low-polarity surface is greatly improved, and the water absorption and the water vapor permeability are good.

Description

Technical Field

[0001] The invention relates to the field of adhesives, and in particular to a UV-curable acrylate pressure-sensitive adhesive for skin surface and a preparation method thereof. Background Art

[0002] Flexible wearable electronic devices are innovative technology products that combine flexible electronic technology and the design concept of wearable devices, integrating electronic components into flexible, bendable materials. Flexible wearable electronic devices are usually composed of core components such as flexible circuits, flexible sensors, and flexible displays. These components conform to the curves of the human body in the form of bare chips, nanofilms, etc., and are integrated into different types of materials. Therefore, skin adhesives have broad application prospects in the future.

[0003] However, the acrylate monomers contained in traditional acrylic pressure-sensitive adhesives are volatile and irritating to the skin. If you do not protect yourself properly during initial contact, direct contact or long-term exposure to high concentrations may cause skin allergies, such as red and swollen eyes, rashes, itching, etc. This irritation may be more significant for people with sensitive skin or those who are allergic to ultraviolet rays.

[0004] In addition, due to the polar groups contained in conventional acrylic polymer pressure-sensitive adhesives, their water vapor transmission rate (WVTR) is relatively high, which largely limits their widespread application in the field of power and electronic equipment.

[0005] Therefore, how to provide a pressure-sensitive adhesive for skin surface with low water vapor permeability and good sweat absorption is a technical problem to be solved urgently in the art. Summary of the invention

[0006] To achieve the above object, the present invention provides a UV-curable acrylic pressure-sensitive adhesive for skin surface and a preparation method thereof.

[0007] The present invention provides a method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface. The raw materials include the following components in parts by weight:

[0008] Hydroxyl-terminated polydimethylsiloxane: 10-25 parts, wherein the weight average molecular weight of the hydroxyl-terminated polydimethylsiloxane is 400-700;

[0009] Polylactic acid: 10-25 parts, the weight average molecular weight of the polylactic acid is 600-900;

[0010] Isophorone diisocyanate: 5-10 parts;

[0011] Catalyst: 0.05-0.5 parts;

[0012] Hydroxyethyl acrylate: 5-20 parts;

[0013] Isooctyl acrylate: 80-100 parts;

[0014] Butyl acrylate: 30-60 parts;

[0015] Acrylic acid: 1-5 parts;

[0016] Photoinitiator: 1-4 parts;

[0017] Solvents;

[0018] The method for preparing the UV-curable acrylic pressure-sensitive adhesive for skin surface comprises the following steps:

[0019] Step 1: Mix hydroxyl-terminated polydimethylsiloxane, polylactic acid, isophorone diisocyanate, a catalyst and a solvent, and stir and react at 35-45° C. for 1-3 hours to obtain a mixture 1;

[0020] Step 2: Mix the mixture 1 in step 1 and hydroxyethyl acrylate, and stir the mixture at 50-60° C. for 1-4 hours to obtain a mixture 2;

[0021] Step 3: Mix the mixture 2 in step 2 with isooctyl acrylate, butyl acrylate, acrylic acid and a photoinitiator, isolate the mixture from oxygen for UV curing, and dry the mixture to obtain the UV-curable acrylic pressure-sensitive adhesive for skin surface.

[0022] In a preferred embodiment of the present invention, the amount of the hydroxyl-terminated polydimethylsiloxane is 15-25 parts, for example, 15 parts, 20 parts, or 15 parts.

[0023] In a preferred embodiment of the present invention, the weight average molecular weight of the hydroxyl-terminated polydimethylsiloxane is 400, 500, 600 or 700.

[0024] In a preferred embodiment of the present invention, the hydroxyl-terminated polydimethylsiloxane is purchased from Jiangxi Xinghuo Factory.

[0025] In a preferred embodiment of the present invention, the amount of polylactic acid is 15-25 parts, for example, 15 parts, 20 parts or 15 parts.

[0026] In a preferred embodiment of the present invention, the weight average molecular weight of the polylactic acid is 600, 700, 800 or 900.

[0027] In a preferred embodiment of the present invention, the amount of isophorone diisocyanate is 5-8 parts, such as 5 parts, 6 parts, 7 parts or 8 parts.

[0028] In a preferred embodiment of the present invention, the amount of the catalyst is 0.1 part.

[0029] In a preferred embodiment of the present invention, the catalyst is dibutyltin dilaurate.

[0030] In a preferred embodiment of the present invention, the amount of hydroxyethyl acrylate is 5 parts, 10 parts, 15 parts or 20 parts.

[0031] In a preferred embodiment of the present invention, the amount of isooctyl acrylate is 80 parts, 90 parts or 100 parts.

[0032] In a preferred embodiment of the present invention, the amount of butyl acrylate is 30 parts, 40 parts, 50 parts or 60 parts.

[0033] In a preferred embodiment of the present invention, the amount of acrylic acid is 3.5 parts or 5 parts.

[0034] In a preferred embodiment of the present invention, the photoinitiator is present in an amount of 1.0 parts, 2.0 parts, 3.0 parts or 4.0 parts.

[0035] In a preferred embodiment of the present invention, the solvent is ethyl acetate.

[0036] In a preferred embodiment of the present invention, the reaction temperature in step 1 is 35°C, 38°C, 42°C or 45°C.

[0037] In a preferred embodiment of the present invention, the reaction time in step 1 is 1 h, 1.5 h, 2 h or 3 h.

[0038] In a preferred embodiment of the present invention, the reaction temperature in step 2 is 50°C, 52°C, 56°C or 60°C.

[0039] In a preferred embodiment of the present invention, the reaction time in step 2 is 1 h, 2 h, 3 h or 4 h.

[0040] The invention also provides a UV-curable acrylate pressure-sensitive adhesive for skin surface, which is prepared by the method.

[0041] The reagents and raw materials used in the present invention are commercially available.

[0042] The positive and progressive effects of the present invention are:

[0043] The pressure-sensitive adhesive modified by silicone acrylate and polylactic acid in the present invention has greatly improved the bonding performance of low-polarity surfaces, and the 180° peel strength of PP board reaches 9.6N / 25mm. It has good water absorption and water vapor permeability, and the maximum water absorption can reach 5860.2g / m 2 / 24h, the water vapor permeability is up to 1061.5g / m 2 / 24h. DETAILED DESCRIPTION

[0044] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0045] In the following examples and comparative examples, the full names and English abbreviations of the raw materials are as follows:

[0046] Hydroxyl-terminated polydimethylsiloxane, purchased from Jiangxi Xinghuo Factory, referred to as PDMS;

[0047] Polylactic acid, purchased from Shandong Suihua Biotechnology Co., Ltd., referred to as PLA;

[0048] Isophorone diisocyanate, referred to as IPDI;

[0049] Dibutyltin dilaurate, referred to as DBTL;

[0050] Hydroxyethyl acrylate, referred to as HEA;

[0051] Isooctyl acrylate, referred to as 2-EHA;

[0052] Butyl acrylate, referred to as BA;

[0053] Acrylic acid, AA

[0054] (4-phenylthio)phenyl diphenyl sulfide, photoinitiator 6976, its chemical formula is usually abbreviated as Ar3S + SbF6 - .

[0055] Polyvinyl alcohol, referred to as PVA, was purchased from Guangzhou Jincheng Chemical Co., Ltd.

[0056] Examples 1-4, Comparative Examples 1-3

[0057] The UV-curable acrylic pressure-sensitive adhesive for skin surface in Examples 1-4 and Comparative Examples 1-3 is calculated by weight, and the formula and process conditions are shown in Table 1 below.

[0058] Table 1

[0059]

[0060] According to the formula shown in Table 1, the preparation method of UV-curable acrylic pressure-sensitive adhesive for skin surface is as follows:

[0061] Step 1: After PDMS, PLA, IPDI and EA are stirred and mixed uniformly under a nitrogen atmosphere, DBTL is added and stirred at 35-45° C. for 1-3 h to obtain a mixture 1;

[0062] Step 2: Mix the mixture 1 in step 1 and HEA, and stir the mixture at 50-60° C. for 1-4 hours to obtain a mixture 2;

[0063] Step 3: Evenly mix the mixture 2 in step 2 and 2-EHA, BA, AA, and photoinitiator 6976, isolate from oxygen for UV curing, and dry to obtain a UV-curable acrylic pressure-sensitive adhesive for skin surface.

[0064] Comparative Example 1

[0065] Except that the weight average molecular weight of PDMS is 1000, other conditions are the same as those in Example 1.

[0066] Comparative Example 2

[0067] Except that the weight average molecular weight of PLA is 1200, other conditions are the same as those in Example 1.

[0068] Comparative Example 3

[0069] Except that PLA was replaced by PVA with a weight average molecular weight of 800, other conditions were the same as those in Example 1.

[0070] Effect Example 1

[0071] The skin surface UV-curable acrylate pressure-sensitive adhesive samples in Examples 1-4 and Comparative Examples 1-3 were cut into strips for preservation, and the 180° peel strength of the adhesive strips was tested on an electronic tensile testing machine according to GB / T 2792-2014 standard; the water absorption and moisture vapor permeability of the adhesive strips were tested according to YY / T0148-2006 standard, and the results are shown in Table 2.

[0072] Table 2

[0073]

[0074] As can be seen from Table 2, the pressure-sensitive adhesive modified with silicone acrylate and polylactic acid has greatly improved the bonding performance on low-polarity surfaces. The 180° peel strength of the PP board reaches 9.6N / 25mm, and the water absorption and water vapor permeability are good, with the highest water absorption reaching 5860.2g / m 2 / 24h, the water vapor permeability is up to 1061.5g / m 2 / 24h.

Claims

1. A method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface, characterized in that: The raw materials of the UV-curable acrylic pressure-sensitive adhesive for skin surface include the following components in parts by weight: Hydroxyl-terminated polydimethylsiloxane: 10-25 parts, wherein the weight average molecular weight of the hydroxyl-terminated polydimethylsiloxane is 400-700; Polylactic acid: 10-25 parts, the weight average molecular weight of the polylactic acid is 600-900; Isophorone diisocyanate: 5-10 parts; Catalyst: 0.05-0.5 parts; Hydroxyethyl acrylate: 5-20 parts; Isooctyl acrylate: 80-100 parts; Butyl acrylate: 30-60 parts; Acrylic acid: 1-5 parts; Photoinitiator: 1-4 parts; Solvents; The method for preparing the UV-curable acrylic pressure-sensitive adhesive for skin surface comprises the following steps: Step 1: Mix hydroxyl-terminated polydimethylsiloxane, polylactic acid, isophorone diisocyanate, a catalyst and a solvent, and stir and react at 35-45° C. for 1-3 hours to obtain a mixture 1; Step 2: Mix the mixture 1 in step 1 and hydroxyethyl acrylate, and stir the mixture at 50-60° C. for 1-4 hours to obtain a mixture 2; Step 3: Mix the mixture 2 in step 2 with isooctyl acrylate, butyl acrylate, acrylic acid and a photoinitiator, isolate the mixture from oxygen for UV curing, and dry the mixture to obtain the UV-curable acrylic pressure-sensitive adhesive for skin surface.

2. The method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The parts of the hydroxyl-terminated polydimethylsiloxane are 15 parts, 20 parts, and 15 parts; And / or, the weight average molecular weight of the hydroxyl-terminated polydimethylsiloxane is 400, 500, 600 or 700.

3. The method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The polylactic acid is present in 15 parts, 20 parts or 15 parts; And / or, the weight average molecular weight of the polylactic acid is 600, 700, 800 or 900.

4. The method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The amount of isophorone diisocyanate is 5 parts, 6 parts, 7 parts or 8 parts; And / or, the catalyst is present in an amount of 0.1 parts; And / or, the catalyst is dibutyltin dilaurate.

5. The method for preparing the UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The amount of hydroxyethyl acrylate is 5 parts, 10 parts, 15 parts or 20 parts.

6. The method for preparing the UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The amount of isooctyl acrylate is 80 parts, 90 parts or 100 parts.

7. The method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The amount of butyl acrylate is 30 parts, 40 parts, 50 parts or 60 parts; And / or, the amount of acrylic acid is 3.5 parts or 5 parts.

8. The method for preparing the UV-curable acrylic pressure-sensitive adhesive for skin surface according to claim 1, characterized in that: The photoinitiator is present in an amount of 1.0, 2.0, 3.0 or 4.0 parts; And / or, the solvent is ethyl acetate.

9. The method for preparing a UV-curable acrylic pressure-sensitive adhesive for skin surface according to any one of claims 1 to 8, characterized in that: The reaction temperature in step 1 is 35°C, 38°C, 42°C or 45°C; And / or, the reaction time in step 1 is 1 h, 1.5 h, 2 h or 3 h; and / or, the reaction temperature in step 2 is 50° C., 52° C., 56° C. or 60° C.; And / or, the reaction time in step 2 is 1 h, 2 h, 3 h or 4 h.

10. A UV-curable acrylate pressure-sensitive adhesive for skin surface, which is prepared by the preparation method of the UV-curable acrylate pressure-sensitive adhesive for skin surface according to any one of claims 1 to 9.

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