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Pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and method for manufacturing hydroxyl-terminated urethane prepolymer

A technology of urethane and prepolymer, applied in the direction of adhesives, adhesive types, polyurea/polyurethane adhesives, etc., can solve problems such as bad conditions, poor re-peelability, pollution, etc., and reach the pot life Good, good initial hardening effect

Active Publication Date: 2019-11-22
TOYO INK SC HOLD CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Acrylic adhesives have excellent adhesive force, but due to strong adhesive force, the re-peelability after being attached to the adherend is not good
In particular, after time passes in a high-temperature and high-humidity environment, the re-peelability is further reduced due to the increase in the adhesive force, and there is a tendency to easily cause contamination by the attached body in which the adhesive remains on the surface of the attached body after re-peeling
With regard to silicone-based adhesives, there are also concerns that contamination is likely to occur on the adherend, and silicone resin with a relatively low molecular weight volatilizes and adsorbs on the surface of electronic components and other equipment, causing problems.

Method used

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  • Pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and method for manufacturing hydroxyl-terminated urethane prepolymer
  • Pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and method for manufacturing hydroxyl-terminated urethane prepolymer
  • Pressure-sensitive adhesive, pressure-sensitive adhesive sheet, and method for manufacturing hydroxyl-terminated urethane prepolymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0214] Hereinafter, synthesis examples, examples of the present invention, and comparative examples will be described. In addition, in the following description, unless otherwise indicated, "part" means a mass part, "%" means a mass %, and "RH" means a relative humidity.

[0215] [Measurement of Mn and Mw]

[0216] The number average molecular weight (Mn) and weight average molecular weight (Mw) are measured by the gel permeation chromatography (GPC) method. The measurement conditions are as follows. In addition, both Mn and Mw are values ​​in terms of polystyrene.

[0217]

[0218] Device: Shimadzu Prominence (SHIMADZU Prominence) (manufactured by Shimadzu Corporation),

[0219] Pipe string; two TSKgel GMH manufactured by TOSOH are connected in series,

[0220] Detector: Differential Refractive Index Detector (RID-10A),

[0221] Solvent: tetrahydrofuran (THF),

[0222] Flow rate: 1mL / min,

[0223] Solvent temperature: 40°C,

[0224] Sample concentration: 0.1%,

[0...

Synthetic example 1

[0272] (Synthesis example 1) (two-stage polymerization method)

[0273] 100 mass parts of polyether polyol (HA-1), 10 mass parts of polyisocyanate (N-1), 47 Parts by mass of toluene and 0.01 part by mass of dioctyltin dilaurate as a catalyst were mixed. The temperature of the content liquid was gradually raised to 80° C., and the reaction was performed for 2 hours to obtain an isocyanate group-terminated urethane prepolymer (reaction of the first stage). Next, after cooling the content liquid to 60 degreeC and adding 28 mass parts of ethyl acetate, 4 mass parts of active hydrogen group containing compounds (HB-2) were added and made to react (reaction of the 2nd stage). In the whole reaction of the first stage and the second stage, the number of moles of the isocyanate group (NCO) of the polyisocyanate (N) used in the reaction is relative to the total active hydrogen group-containing compound (HX) used in the reaction. ) (in the above example, the ratio (NCO / H) of the total ...

Synthetic example 43

[0279] (Synthesis Example 43) (one-stage polymerization method)

[0280] 100 mass parts of polyether polyol (HA-6), 4 mass parts of active hydrogen-containing compounds (HB- 2) 47 parts by mass of toluene and 0.01 part by mass of dioctyltin dilaurate as a catalyst were mixed and the temperature was gradually raised to 80°C. 9 parts by mass of polyisocyanate (N-1) and 28 parts by mass of ethyl acetate were added to the content liquid, and reacted for 2 hours. The molar number of the isocyanate group (NCO) that the polyisocyanate (N) used in the reaction has is relative to the compound (HX) (HX) of all active hydrogen groups used in the reaction (being (HA-6) and The ratio (NCO / H) of the total number of moles of active hydrogen groups (H) contained in (HB-2)) was 0.58.

[0281] After confirming the disappearance of the remaining isocyanate groups by infrared spectroscopic analysis (IR analysis), the content liquid was cooled to complete the reaction to obtain a white opaque hy...

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Abstract

The present invention provides a pressure-sensitive adhesive that has excellent pot life and excellent initial curability, and that is capable of forming a pressure-sensitive adhesive layer which hasexcellent wettability and adhesion to materials, and which has good removability even if left under a high-temperature / high-humidity environment. This pressure-sensitive adhesive includes: a hydroxyl-terminated urethane polymer (UPH), which is a product of reaction between one or more species of polyisocyanate (N) and multiple species of active hydrogen group-containing compounds (HX) that containpolyether polyol (HA) having a number average molecular weight of 1,650 or more per functional group and an active hydrogen group-containing compound (HB) having a number average molecular weight of300 or less per functional group; and a polyfunctional isocyanate compound (I). The active hydrogen group-containing compound (HB) includes an active hydrogen group-containing compound that contains only a primary hydroxyl group as the active hydrogen group.

Description

technical field [0001] The invention relates to a method for producing an adhesive, an adhesive sheet and a hydroxyl-terminated urethane prepolymer. Background technique [0002] Conventionally, an adhesive sheet having an adhesive layer formed on a base sheet has been widely used as a surface protection sheet for various members. As the adhesive, there are acrylic adhesives, silicone adhesives, urethane adhesives, and the like. Acrylic adhesives are excellent in adhesive force, but are not good in re-peelability after being attached to an adherend due to strong adhesive force. In particular, after time passes in a high-temperature and high-humidity environment, the re-peelability further decreases due to an increase in the adhesive force, and there is a tendency for attachment contamination in which the adhesive remains on the surface of the adherend after re-peeling. With regard to silicone-based adhesives, there are also concerns that contamination is likely to occur on...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09J175/08C08G18/32C08G18/48C08G18/66C08G18/75C09J7/38C09J11/06C08G18/12
CPCC08G18/75C08G18/32C09J175/08C08G18/66C08G18/12C09J11/06C08G18/48C09J7/38C08K2201/017
Inventor 斋藤秀平户根嘉孝
Owner TOYO INK SC HOLD CO LTD
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