Compositions, articles, and motors

A composition with controlled viscosity and elongation at break is used to improve the balance of filling and adhesive strength in motor applications, addressing the limitations of existing adhesives in electric and hybrid vehicles.

JP2026066776APending Publication Date: 2026-04-17DENKA CO LTD
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
DENKA CO LTD
Filing Date
2024-10-07
Publication Date
2026-04-17

AI Technical Summary

Technical Problem

Existing adhesives used in motors for electric and hybrid vehicles do not provide an optimal balance of filling properties and adhesive strength, particularly under thermal cycling conditions.

Method used

A composition comprising a polymerizable monomer, an elastomer, a polymerization initiator, and a reducing agent, with specific viscosity and elongation at break ranges, is developed to enhance the balance of filling properties and adhesive strength.

Benefits of technology

The composition achieves improved filling ability and adhesive strength, suitable for applications in motors, including fixing magnets and insulating reinforcement of coils, while maintaining performance under varying temperatures.

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Abstract

The present invention provides a composition with an improved balance of filling properties and adhesive strength, as well as articles and motors obtained using the composition with the improved balance of filling properties and adhesive strength. [Solution] A composition comprising a polymerizable monomer (A), an elastomer (B), a polymerization initiator (C), and a reducing agent (D), wherein the viscosity measured using a B-type viscometer in accordance with JIS K 6833-1:2008 under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C is 10 Pa·s or less, and the elongation at break determined by the following method 1 is 10% or more and 150% or less. (Method 1) The composition is cured by curing it for 24 hours in an environment of 23°C and 50% relative humidity to prepare a 1BA-type dumbbell-shaped test piece as specified in Annex A of JIS K 7161-2:2014. Next, using a tensile testing machine, a tensile test is performed on the test specimen in accordance with JIS K7161-1:2014 and JIS K7161-2:2014, under conditions of a tensile speed of 10 mm / min in an atmosphere of 23°C, and the elongation at break (%) is measured.
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Description

[Technical Field]

[0001] The present invention relates to compositions, articles, and motors. [Background technology]

[0002] For example, there is growing demand for on-board motors used to drive the wheels of electric vehicles, hybrid vehicles, and other vehicles. Adhesives are used in motors to fix magnets in place. Adhesives are used, for example, to bond the rotor to the magnets, or to bond the motor stator to the magnets.

[0003] Patent Document 1 describes a radical-curable resin composition that provides excellent adhesion to metal components such as magnets and yields cured products that do not crack or peel even after thermal cycling tests required for automotive components. The composition contains (A) component: a vinyl polymer containing terminal (meth)acrylic groups, (B) component: a radical polymerizable monomer selected from the group consisting of isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, acryloylmorpholine, dimethylacrylamide, and diethylacrylamide, (C) component: a (meth)acrylate or (meth)acrylic acid having a phosphate group, and (D) component: a radical initiator, and is characterized by containing 5 to 140 parts by mass of component (B) per 100 parts by mass of component (A). [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2017-186439 [Overview of the project] [Problems that the invention aims to solve]

[0005] The present invention provides a composition with an improved balance of filling properties and adhesive strength, as well as articles and motors obtained using the composition with the improved balance of filling properties and adhesive strength. [Means for solving the problem]

[0006] The inventors diligently conducted research to solve the above problems. As a result, they discovered that a composition comprising a polymerizable monomer (A), an elastomer (B), a polymerization initiator (C), and a reducing agent (D), wherein the viscosity and elongation at break are within specific ranges, can improve the balance of filling properties and adhesive strength, thus completing the present invention.

[0007] According to the present invention, the following compositions, articles, and motors are provided.

[0008] [1] A composition comprising a polymerizable monomer (A), an elastomer (B), a polymerization initiator (C), and a reducing agent (D), A composition having a viscosity of 10 Pa·s or less, measured using a Type B viscometer in accordance with JIS K 6833-1:2008, under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C, and having a break elongation of 10% or more and 150% or less, as determined by the following method 1. (Method 1) The composition is cured for 24 hours at 23°C and 50% relative humidity to prepare a 1BA type dumbbell-shaped test specimen as specified in Annex A of JIS K 7161-2:2014. Then, using a tensile testing machine, a tensile test is performed on the test specimen at a tensile speed of 10 mm / min in an atmosphere of 23°C, in accordance with JIS K7161-1:2014 and JIS K7161-2:2014, and the elongation at break (%) is measured. [2] The composition according to [1], wherein the glass transition temperature determined by the method 2 below is 150°C or higher and 250°C or lower. (Method 2) A 0.5 mm thick silicone sheet with 5 × 40 mm holes is placed on a PET film, and the composition is applied to the areas with holes to form a coating film. Next, another PET film is laminated over the coating film. Then, both sides are sandwiched between 1 cm thick glass plates, and weights are placed on top to compress them. Next, the film is cured for 24 hours in a room at a temperature of 23°C and a relative humidity of 50 RH%, after which the compression is released, the PET film is peeled off, and a sheet-like cured material is obtained. Next, the sheet-like cured material is cut to obtain a 0.5 × 5 × 40 mm test piece. Next, the dynamic viscoelastic properties of the test piece are measured using a dynamic viscoelasticity measuring device under the conditions of frequency: 1.0 Hz, mode: tensile mode, measurement temperature range: 0°C to 250°C, and heating rate: 5°C / min, and data is obtained. Next, based on the data, the peak top temperature of the loss tangent (tanδ) (tanδ peak value) is determined from the temperature-loss tangent (tanδ) curve and is set as the glass transition temperature. [3] The composition according to [1] or [2], wherein the polymerizable monomer (A) comprises a monofunctional (meth)acrylate (A1). [4] The composition according to [3], wherein the monofunctional (meth)acrylate (A1) comprises a tricyclic monofunctional (meth)acrylate in which the three rings belong to the alicyclic group. [5] The composition according to [3] or [4], wherein the content of the monofunctional (meth)acrylate (A1) in the composition is 5 parts by mass or more and 60 parts by mass or less, when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass. [6] The composition according to any one of [1] to [5], wherein the polymerizable monomer (A) comprises a highly polar monomer (A2). [7] The composition according to [6], wherein the highly polar monomer (A2) comprises one or more selected from the group consisting of (meth)acrylic acid, fumaric acid, maleic acid, fumaric anhydride, maleic anhydride, monomers having a phosphate group and a (meth)acryloyl group, and hydroxyalkyl (meth)acrylate. [8] The composition according to [6] or [7], wherein the content of the highly polar monomer (A2) in the composition is 5 parts by mass or more and 50 parts by mass or less when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass. [9] The composition according to any one of [1] to [8], wherein the polymerizable monomer (A) contains a polyfunctional (meth)acrylate (A3).

[10] The composition according to [9], wherein the polyfunctional (meth)acrylate (A3) contains a tricyclic polyfunctional (meth)acrylate in which the tricyclic ring is alicyclic.

[11] The composition according to [9] or

[10] , wherein the content of the polyfunctional (meth)acrylate (A3) in the composition is 1 part by mass or more and 20 parts by mass or less when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

[12] The composition according to any one of [1] to

[11] , wherein the elastomer (B) contains one or more selected from the group consisting of (meth)acrylonitrile-butadiene rubber, methyl (meth)acrylate-butadiene-styrene rubber, and methyl (meth)acrylate-butadiene-(meth)acrylonitrile-styrene rubber.

[13] The composition according to any one of [1] to

[12] , wherein the content of the elastomer (B) in the composition is 10 parts by mass or more and 70 parts by mass or less when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

[14] The composition according to any one of [1] to

[13] , wherein when the composition is applied to a gap having a thickness of 0.25 mm by the following method 3, the composition fills the entire surface of the gap. (Method 3) Prepare two metal plates made of cold-rolled steel sheets with dimensions of 20 mm × 100 mm × 1.6 mm t. Next, attach tapes made of polytetrafluoroethylene with a thickness of 0.25 mm to both ends of one surface of the metal plate, and create a 20 mm × 20 mm area on the middle part where the tape made of polytetrafluoroethylene is not attached. Then, attach the tape made of polytetrafluoroethylene to the entire surface of the other metal plate. Next, bond the surfaces of each metal plate on which the tape made of polytetrafluoroethylene is attached together, fasten with clips, and attach a polyester-based masking tape to the bottom surface to block the gap on one side. Then, apply 0.3 g of the composition to the 20 mm × 20 mm × 0.25 mm t gap formed between the metal plates. After standing for 30 minutes, remove the clips and check whether the entire gap is filled with the composition.

[15] The tensile shear adhesion strength F at 23°C, measured by the following Method 4 in accordance with JIS K 6850:1999 23 is 15.0 MPa or more, and the composition according to any one of [1] to

[14] . (Method 4) Apply the composition to one side of a metal plate (25 mm × 100 mm × 1.6 mm t, made of cold-rolled steel sheet, and subjected to acetone degreasing treatment), and immediately overlap and bond it with another metal plate (25 mm × 100 mm × 1.6 mm t, made of cold-rolled steel sheet). Then, cure at 23°C for 24 hours to obtain a test piece. Next, for the test piece, perform a tensile shear adhesion test using a tensile material testing machine at a temperature of 23°C and a tensile speed of 10 mm / min, and measure the tensile shear adhesion strength F 23 to measure.

[16] The tensile shear adhesion strength F at 150°C, measured by the following Method 5 in accordance with JIS K 6850:1999 150 is 5.0 MPa or more, and the composition according to any one of [1] to

[15] . (Method 5) The composition is applied to one side of a metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel, degreased with acetone), and immediately placed on top of another metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel) and bonded together. Then, it is cured at 23°C for 24 hours to obtain a test specimen. Next, a tensile shear bonding test is performed on the test specimen using a tensile material testing machine at a temperature of 150°C and a tensile speed of 10 mm / min, and the tensile shear bonding strength F is determined. 150 Measure.

[17] It is a two-part composition consisting of a first agent and a second agent, which are mixed immediately before use. The composition according to any one of [1] to

[16] , wherein the first agent comprises the polymerization initiator (C) and the second agent comprises the reducing agent (D).

[18] An adhesive composition, the composition described in any of [1] to

[17] .

[19] A composition used in a motor, as described in any of [1] to

[18] .

[20] The composition according to

[19] , used for fixing a magnet in a gap present in the rotor constituting the motor. [twenty one] The motor is a wound-field motor, The composition according to

[19] or

[20] , used for insulating reinforcement of the gaps in the coils of the aforementioned wound-field motor. [twenty two] The composition described in

[18] , used for interlayer bonding of laminated steel sheets. [twenty three] An article comprising a cured product comprising any of the compositions described in [1] to

[22] . [twenty four] A motor comprising a cured product comprising any of the compositions described in [1] to

[22] . [Effects of the Invention]

[0009] According to the present invention, it is possible to provide a composition with an improved balance of filling ability and adhesive strength, as well as articles and motors obtained using the composition with an improved balance of filling ability and adhesive strength. [Modes for carrying out the invention]

[0010] Embodiments of the present invention will be described in detail below.

[0011] In this specification, the notation "X~Y" in descriptions of numerical ranges means X or greater and Y or less, unless otherwise specified. For example, "1~5 mass%" means "1 mass% or greater and 5 mass% or less." In this specification, when a composition is in a two-part form consisting of a first agent and a second agent, the content of each component is preferably expressed as the content relative to the total of the first and second agents. In this specification, when a group (atomic group) is not specified as substituted or unsubstituted, it includes both unsubstituted and substituted groups. For example, "alkyl group" includes not only unsubstituted alkyl groups but also substituted alkyl groups. In this specification, the term "(meth)acrylic" refers to a concept that encompasses both acrylic and methacrylic. The same applies to similar terms such as "(meth)acrylate." In this specification, unless otherwise specified, the term "organic group" refers to an atomic group obtained by removing one or more hydrogen atoms from an organic compound. For example, "monovalent organic group" refers to an atomic group obtained by removing one hydrogen atom from any organic compound.

[0012] <Composition> The composition of this embodiment comprises a polymerizable monomer (A), an elastomer (B), a polymerization initiator (C), and a reducing agent (D), wherein the viscosity measured using a Type B viscometer in accordance with JIS K 6833-1:2008, under conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C, is 10 Pa·s or less, and the elongation at break determined by the following method 1 is 10% or more and 150% or less. (Method 1) The composition is cured for 24 hours at 23°C and 50% relative humidity to prepare a 1BA type dumbbell-shaped test specimen as specified in Annex A of JIS K 7161-2:2014. Then, using a tensile testing machine, a tensile test is performed on the test specimen at a tensile speed of 10 mm / min in an atmosphere of 23°C, in accordance with JIS K7161-1:2014 and JIS K7161-2:2014, and the elongation at break (%) is measured.

[0013] For example, compositions used in motors and the like require an improved balance of filling properties and adhesive strength. The inventors diligently conducted research to achieve the above objectives. As a result, they found that the viscosity of the composition and the elongation at break of the cured product of this embodiment are effective design guidelines for improving the balance between filling ability and adhesive strength. Based on the above findings, the inventors conducted further intensive studies and found that by controlling the viscosity of the composition and the elongation at break of the cured product of the composition within a specific range, a composition with an improved balance of filling ability and adhesive strength, as well as articles and motors using the composition with an improved balance of filling ability and adhesive strength, can be obtained, thus completing the present invention.

[0014] The viscosity of the composition of this embodiment, measured using a Type B viscometer in accordance with JIS K 6833-1:2008, under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C, is 10 Pa·s or less, preferably 8 Pa·s or less, more preferably 6 Pa·s or less, even more preferably 5 Pa·s or less, even more preferably 4 Pa·s or less, and even more preferably 3 Pa·s or less, from the viewpoint of further improving the balance of performance between filling ability and adhesive strength. The lower limit of the viscosity of the composition of this embodiment is not particularly limited, but may be, for example, 0.001 Pa·s or more, 0.01 Pa·s or more, or 0.1 Pa·s or more.

[0015] In accordance with JIS K 6833-1:2008, the viscosity of the composition of this embodiment, measured using a Type B viscometer under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C, is preferably 0.001 Pa·s to 10 Pa·s, more preferably 0.001 Pa·s to 8 Pa·s, even more preferably 0.001 Pa·s to 6 Pa·s, even more preferably 0.001 Pa·s to 5 Pa·s, even more preferably 0.01 Pa·s to 4 Pa·s, and even more preferably 0.1 Pa·s to 3 Pa·s.

[0016] The elongation at break of the composition of this embodiment obtained by Method 1 described above is 10% to 150%, preferably 15% to 140%, more preferably 20% to 130%, even more preferably 25% to 120%, even more preferably 30% to 110%, even more preferably 35% to 105%, and even more preferably 40% to 100%, from the viewpoint of further improving the balance of filling and adhesive strength performance.

[0017] The viscosity and elongation at break of the composition of this embodiment can be adjusted, for example, by adjusting the type and proportion of each raw material contained in the composition of this embodiment, the mixing order of each raw material, and the mixing method.

[0018] <Glass transition temperature> The glass transition temperature of the composition of this embodiment, as determined by the following method 2, is preferably 150°C to 250°C, more preferably 160°C to 240°C, even more preferably 170°C to 230°C, even more preferably 180°C to 220°C, even more preferably 190°C to 210°C, and even more preferably 192°C to 200°C, from the viewpoint of further improving the balance of filling ability and adhesive strength. (Method 2) A 0.5 mm thick silicone sheet with 5 x 40 mm holes is placed on a PET film, and the composition is applied to the areas with holes to form a coating film. Next, another PET film is laminated over the coating film. Then, both sides are sandwiched between 1 cm thick glass plates, and weights are placed on top to compress them. Next, the film is cured for 24 hours in a room at 23°C and 50 RH, after which the compression is released, the PET film is peeled off, and a sheet-like cured material is obtained. Next, the sheet-like cured material is cut to obtain a 0.5 x 5 x 40 mm test piece. Next, the dynamic viscoelastic properties of the test piece are measured using a dynamic viscoelasticity measuring device under the conditions of frequency: 1.0 Hz, mode: tensile mode, measurement temperature range: 0°C to 250°C, and heating rate: 5°C / min, and data is obtained. Next, based on the data, the peak top temperature of the loss tangent (tanδ) (tanδ peak value) is determined from the temperature-loss tangent (tanδ) curve and is defined as the glass transition temperature.

[0019] The glass transition temperature of the composition of this embodiment can be adjusted, for example, by adjusting the type and proportion of each raw material contained in the composition of this embodiment, the mixing order and method of each raw material, etc.

[0020] <Monofunctional (meth)acrylate (A1)> The polymerizable monomer (A) in this embodiment preferably comprises a monofunctional (meth)acrylate (A1).

[0021] In this embodiment, monofunctional (meth)acrylate (A1) refers to a compound having one (meth)acryloyl group. However, monofunctional (meth)acrylate (A1) in this embodiment excludes those corresponding to the highly polar monomer (A2) described later.

[0022] The monofunctional (meth)acrylate (A1) of this embodiment preferably contains a monomer represented by the following general formula (I). CH2=CHR 1 -COO-R 2 (I) In general formula (I), R 1 R is a hydrogen atom or a methyl group, 2is a group containing an alicyclic hydrocarbon skeleton, preferably a group containing a polycyclic alicyclic hydrocarbon skeleton. R 2 The alicyclic hydrocarbon skeleton it contains is preferably an alicyclic skeleton that does not contain an aromatic ring.

[0023] The monofunctional (meth)acrylate (A1) of this embodiment preferably contains a tricyclic monofunctional (meth)acrylate (hereinafter also referred to as "tricyclic monofunctional (meth)acrylate") in which the tricyclic ring is alicyclic. Tricyclic refers to three connected rings. The tricyclic monofunctional (meth)acrylate of this embodiment refers to a monofunctional (meth)acrylate having an alicyclic hydrocarbon group containing three connected rings. As the alicyclic hydrocarbon group, an unsubstituted saturated hydrocarbon group is preferable.

[0024] The tricyclic monofunctional (meth)acrylate of this embodiment preferably contains one or more selected from the group consisting of a monofunctional (meth)acrylate having a structure containing a dicyclopentane skeleton and a monocyclic ring connected to the dicyclopentane skeleton, and a monofunctional (meth)acrylate having a dicyclopentadiene skeleton, more preferably contains one or more selected from the group consisting of dicyclopentanyl (meth)acrylate, dicyclopentenyl oxyethyl (meth)acrylate, and dicyclopentenyl (meth)acrylate, and even more preferably contains dicyclopentanyl (meth)acrylate. Examples of dicyclopentanyl (meth)acrylate include FA-513M manufactured by Hitachi Chemical Co., Ltd.

[0025] When the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass, the content of the monofunctional (meth)acrylate (A1) in the composition of this embodiment is preferably 5 parts by mass or more and 60 parts by mass or less, more preferably 10 parts by mass or more and 五十 parts by mass or less, even more preferably 15 parts by mass or more and 45 parts by mass or less, and even more preferably 18 parts by mass or more and 43 parts by mass or less.

[0026] It should be noted that there seems to be a typo in "五十 parts by mass" in the translation of . It should probably be "50 parts by mass".The content of the tricyclic monofunctional (meth)acrylate in the monofunctional (meth)acrylate (A1) of this embodiment is preferably 50 parts by mass or more and 100 parts by mass or less, more preferably 70 parts by mass or more and 100 parts by mass or less, even more preferably 90 parts by mass or more and 100 parts by mass or less, and even more preferably 95 parts by mass or more and 100 parts by mass or less, when the total amount of monofunctional (meth)acrylate (A1) is 100 parts by mass.

[0027] <Highly polar monomer (A2)> The polymerizable monomer (A) in this embodiment preferably includes a highly polar monomer (A2). The highly polar monomer (A2) of this embodiment is, for example, a polymerizable monomer having a polar functional group and a carbon-carbon double bond. The highly polar monomer (A2) of this embodiment may be a monofunctional monomer (a monomer having one carbon-carbon double bond) or a polyfunctional monomer (a monomer having multiple carbon-carbon double bonds), but it is preferably a monofunctional monomer.

[0028] The polar functional groups of the highly polar monomer (A2) of this embodiment preferably include one or more selected from the group consisting of carboxyl groups, hydroxyl groups, and phosphate groups, more preferably include one or more selected from the group consisting of carboxyl groups and phosphate groups, and even more preferably include a carboxyl group.

[0029] The highly polar monomer (A2) of this embodiment preferably comprises one or more selected from the group consisting of (meth)acrylic acid, fumaric acid, maleic acid, fumaric anhydride, maleic anhydride, monomers having a phosphoric acid group and a (meth)acryloyl group, and hydroxyalkyl (meth)acrylates, more preferably comprises one or more selected from the group consisting of (meth)acrylic acid and monomers having a phosphoric acid group and a (meth)acryloyl group, even more preferably comprises (meth)acrylic acid, and even more preferably comprises methacrylic acid.

[0030] The content of the highly polar monomer (A2) in the composition of this embodiment is preferably 5 parts by mass or more and 50 parts by mass or less, more preferably 10 parts by mass or more and 40 parts by mass or less, even more preferably 15 parts by mass or more and 30 parts by mass or less, and even more preferably 20 parts by mass or more and 25 parts by mass or less, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0031] <Polyfunctional (meth)acrylate (A3)> The polymerizable monomer (A) in this embodiment preferably includes a polyfunctional (meth)acrylate (A3). In this embodiment, the polyfunctional (meth)acrylate (A3) refers to a compound having two or more carbon-carbon double bonds, such as a (meth)acryloyl group. However, polyfunctional (meth)acrylates (A3) in this embodiment that correspond to the highly polar monomer (A2) in this embodiment are excluded.

[0032] The polyfunctional (meth)acrylate (A3) of this embodiment preferably contains 2 to 6 (meth)acryloyl groups, more preferably 2 to 4 (meth)acryloyl groups, even more preferably 2 to 3 (meth)acryloyl groups, and even more preferably 2 (meth)acryloyl groups.

[0033] The polyfunctional (meth)acrylate (A3) of this embodiment preferably comprises one or more selected from the group consisting of polyfunctional (meth)acrylates having an alicyclic structure, polyfunctional (meth)acrylates having an aromatic ring structure, and polyfunctional (meth)acrylates having an aliphatic branched structure, more preferably comprising polyfunctional (meth)acrylates having an alicyclic structure, and even more preferably comprising tricyclic polyfunctional (meth)acrylates in which the three rings are alicyclic. A tricyclic compound refers to a compound with three connected rings. In this embodiment, a tricyclic polyfunctional (meth)acrylate refers to a polyfunctional (meth)acrylate having an alicyclic hydrocarbon group containing three connected rings. An unsubstituted saturated hydrocarbon group is preferred as the alicyclic hydrocarbon group.

[0034] The tricyclic polyfunctional (meth)acrylate of this embodiment preferably comprises one or more selected from the group consisting of polyfunctional (meth)acrylates having a structure comprising a dicyclopentane skeleton and a ring connected to the dicyclopentane skeleton, and polyfunctional (meth)acrylates having a dicyclopentadiene skeleton, more preferably comprising one or more selected from the group consisting of dicyclopentanyl di(meth)acrylate, dicyclopentenyloxyethyl di(meth)acrylate, and dicyclopentenyl di(meth)acrylate, and even more preferably comprising dicyclopentanyl di(meth)acrylate. An example of dicyclopentanyl di(meth)acrylate is DCP manufactured by Shin Nakamura Chemical Industry Co., Ltd.

[0035] The content of the polyfunctional (meth)acrylate (A3) in the composition of this embodiment is preferably 1 to 20 parts by mass, more preferably 2 to 15 parts by mass, and even more preferably 3 to 10 parts by mass, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0036] The content of the tricyclic polyfunctional (meth)acrylate in the polyfunctional (meth)acrylate (A3) of this embodiment is preferably 50 parts by mass or more and 100 parts by mass or less, more preferably 70 parts by mass or more and 100 parts by mass or less, even more preferably 90 parts by mass or more and 100 parts by mass or less, and even more preferably 95 parts by mass or more and 100 parts by mass or less, when the total amount of polyfunctional (meth)acrylate (A3) is 100 parts by mass.

[0037] <Polymerizable monomer (A)> The content of polymerizable monomer (A) in the composition of this embodiment is preferably 30 parts by mass or more and 90 parts by mass or less, more preferably 35 parts by mass or more and 85 parts by mass or less, even more preferably 40 parts by mass or more and 80 parts by mass or less, and even more preferably 45 parts by mass or more and 75 parts by mass or less, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0038] <Elastomer (B)> The elastomer (B) of this embodiment preferably has soft segment units. The soft segment units preferably include one or more selected from the group consisting of diene structures, ethylene structures, propylene structures, isoprene structures, urethane structures, ethylene glycol structures, propylene glycol structures, silicone structures, and chloroprene structures, and more preferably include diene structures such as butadiene structures.

[0039] The elastomer (B) of this embodiment may have hard segments in addition to the soft segment unit. The "soft segment" represents a flexible portion that exhibits rubber elasticity. The "hard segment" represents a molecularly constrained portion that acts as a crosslinking point for crosslinked rubber to prevent plastic deformation.

[0040] The elastomer (B) of this embodiment preferably comprises one or more selected from the group consisting of (meth)acrylonitrile butadiene rubber, methyl (meth)acrylate butadiene styrene rubber, and methyl (meth)acrylate butadiene / (meth)acrylonitrile styrene rubber, and more preferably comprises one or more selected from the group consisting of (meth)acrylonitrile butadiene rubber and methyl (meth)acrylate butadiene / (meth)acrylonitrile styrene rubber, and even more preferably comprises (meth)acrylonitrile butadiene rubber.

[0041] From the viewpoint of further improving the balance of filling properties and adhesive strength, the content of elastomer (B) in the composition of this embodiment is preferably 10 parts by mass or more and 70 parts by mass or less, more preferably 15 parts by mass or more and 65 parts by mass or less, even more preferably 20 parts by mass or more and 60 parts by mass or less, and even more preferably 25 parts by mass or more and 55 parts by mass or less, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0042] <Polymerization initiator (C)> The polymerization initiator (C) of this embodiment preferably comprises a thermal radical polymerization initiator, more preferably one or more selected from the group consisting of cumene hydroperoxide, paramentane hydroperoxide, tert-butyl hydroperoxide, diisopropylbenzene dihydroperoxide, methyl ethyl ketone peroxide, and tert-butyl peroxybenzoate, and even more preferably cumene hydroperoxide.

[0043] From the viewpoint of further improving reactivity, the content of the polymerization initiator (C) in the composition of this embodiment is preferably 0.1 parts by mass or more and 20 parts by mass or less, more preferably 0.5 parts by mass or more and 10 parts by mass or less, even more preferably 1 part by mass or more and 5 parts by mass or less, and even more preferably 1.5 parts by mass or more and 3 parts by mass or less, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0044] <Reducing agent (D)> The reducing agent (D) in this embodiment may be any reducing agent that reacts with the polymerization initiator (C) in this embodiment to generate radicals. The reducing agent (D) in this embodiment is preferably a tertiary amine such as triethylamine, tripropylamine, tributylamine, N,N-dimethylparatoluidine, N,N-di(β-hydroxyethyl)-p-toluidine; or 2-mercaptobenzimidazole, methylthiourea, dibutylthiourea, ethylenethiourea, acetyl-2-thiourea, benzoylthiourea, N,N-diphenylthiourea, N,N-diethylthiourea, N,N-dibutylthiourea, tetramethylthiourea, etc. The material comprises one or more selected from the group consisting of thiourea derivatives and transition metal salts such as cobalt naphthenate, copper naphthenate, vanadylacetylacetonate, and Fe-based liquid reducing agents; more preferably, it comprises one or more selected from the group consisting of tertiary amines and transition metal salts; and even more preferably, it comprises one or more selected from the group consisting of vanadylacetylacetonate, Fe-based liquid reducing agents, and N,N-di(β-hydroxyethyl)-p-toluidine.

[0045] The content of the reducing agent (D) in the composition of this embodiment is preferably 0.01 parts by mass or more and 20 parts by mass or less, more preferably 0.05 parts by mass or more and 10 parts by mass or less, even more preferably 0.1 parts by mass or more and 5 parts by mass or less, and even more preferably 0.2 parts by mass or more and 4 parts by mass or less, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0046] <Metal adhesion imparting agent> The composition of this embodiment preferably further includes a metal adhesion imparter, from the viewpoint of further improving adhesive strength. The metal adhesion imparter in this embodiment preferably comprises one or more selected from the group consisting of phosphate esters and neutralized salts of phosphate esters.

[0047] The phosphate ester and neutralized salt of the phosphate ester used in the metal adhesion imparter of this embodiment preferably have 1 to 3 phosphate groups in the molecule, more preferably have 1 to 2 phosphate groups in the molecule, and even more preferably have 1 phosphate group in the molecule. The phosphate ester and neutralized salt of the phosphate ester used in the metal adhesion imparter of this embodiment preferably have 1 to 6 (meth)acryloyl groups in the molecule, more preferably have 1 to 4 (meth)acryloyl groups in the molecule, and even more preferably have 1 to 2 (meth)acryloyl groups in the molecule.

[0048] The neutralized salt of the phosphate ester used in the metal adhesion imparter of this embodiment is preferably a neutralized salt with one or more bases selected from the group consisting of amines, ammonia, alkali metals, and alkaline earth metals, more preferably a neutralized salt with an amine, even more preferably a neutralized salt with an alkanolamine, and even more preferably a neutralized salt with monoethanolamine.

[0049] The content of the metal adhesion imparter in the composition of this embodiment is preferably 0.1 parts by mass to 20 parts by mass, more preferably 0.3 parts by mass to 10 parts by mass, even more preferably 0.5 parts by mass to 5 parts by mass, and even more preferably 0.7 parts by mass to 3 parts by mass, when the total content of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0050] <Stabilizer> The composition of this embodiment preferably further includes a stabilizer from the viewpoint of further improving storage stability. The stabilizer of this embodiment preferably comprises one or more selected from the group consisting of a phenolic antioxidant such as 2,2'-methylenebis(4-methyl-6-t-butylphenol); a quinone compound such as p-benzoquinone, methoquinone, and hydroquinone monomethyl ether; an amine polymerization inhibitor such as phenothiazine; and a stable radical compound such as 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl. More preferably, it comprises one or more selected from the group consisting of 2,2'-methylenebis(4-ethyl-6-t-butylphenol), p-benzoquinone, 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl, phenothiazine, and methoquinone.

[0051] The amount of stabilizer in the composition of this embodiment is preferably 0.01 parts by mass or more and 10 parts by mass or less, more preferably 0.05 parts by mass or more and 5 parts by mass or less, and even more preferably 0.1 parts by mass or more and 3 parts by mass or less, when the total amount of polymerizable monomer (A) and elastomer (B) is 100 parts by mass.

[0052] <Fillability> From the viewpoint of further improving filling performance, the composition of this embodiment preferably fills the entire surface of the gap when applied to a gap with a thickness of 0.25 mm by the method 3 described below. (Method 3) Prepare two metal plates made of cold-rolled steel, measuring 20mm x 100mm x 1.6mm thick. Next, apply 0.25mm thick polytetrafluoroethylene tape to both ends of the surface of one metal plate, creating a 20mm x 20mm area in the middle where the polytetrafluoroethylene tape is not applied. Next, apply polytetrafluoroethylene tape to the entire surface of the other metal plate. Then, stick the surfaces of the metal plates with the polytetrafluoroethylene tape applied together, secure them with clips, and apply polyester masking tape to the bottom to seal the gap on one side. Next, apply 0.3g of the composition to the 20mm x 20mm x 0.25mm thick gap between the metal plates, let it stand for 30 minutes, then remove the clips and check that the composition has filled the entire gap.

[0053] <Adhesive strength> The tensile shear adhesive strength F of the composition of this embodiment, measured by method 4 below in accordance with JIS K 6850:1999, at 23°C. 23 From the viewpoint of further improving adhesive strength, the F is preferably 15.0 MPa or higher, more preferably 16.0 MPa or higher, even more preferably 17.0 MPa or higher, even more preferably 18.0 MPa or higher, even more preferably 19.0 MPa or higher, even more preferably 20.0 MPa or higher, even more preferably 21.0 MPa or higher, and even more preferably 22.0 MPa or higher. The F of the composition of this embodiment 23 There is no particular upper limit, but for example, it may be 50.0 MPa or less, 40.0 MPa or less, or 30.0 MPa or less. (Method 4) The composition is applied to one side of a metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel, degreased with acetone), and then immediately placed on top of another metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel) and bonded together. Next, the plates are cured at 23°C for 24 hours to obtain a test specimen. Then, a tensile shear bonding test is performed on the test specimen using a tensile material testing machine at a temperature of 23°C and a tensile speed of 10 mm / min, and the tensile shear bonding strength F is determined. 23 Measure.

[0054] The tensile shear adhesive strength F of the composition of this embodiment, measured by method 4 above in accordance with JIS K 6850:1999, at 23°C. 23 From the viewpoint of further improving adhesive strength, the adhesive strength is preferably 15.0 MPa to 50.0 MPa, more preferably 16.0 MPa to 50.0 MPa, even more preferably 17.0 MPa to 50.0 MPa, even more preferably 18.0 MPa to 50.0 MPa, even more preferably 19.0 MPa to 50.0 MPa, even more preferably 20.0 MPa to 50.0 MPa, even more preferably 21.0 MPa to 40.0 MPa, and even more preferably 22.0 MPa to 30.0 MPa.

[0055] The tensile shear adhesive strength F of the composition of this embodiment, measured by method 5 below in accordance with JIS K 6850:1999, is 150 From the viewpoint of further improving adhesive strength, the F is preferably 5.0 MPa or higher, more preferably 6.0 MPa or higher, even more preferably 7.0 MPa or higher, even more preferably 8.0 MPa or higher, even more preferably 9.0 MPa or higher, even more preferably 10.0 MPa or higher, even more preferably 11.0 MPa or higher, and even more preferably 12.0 MPa or higher. The F of the composition of this embodiment 150 There is no particular upper limit, but for example, it may be 50.0 MPa or less, 30.0 MPa or less, or 20.0 MPa or less. (Method 5) The composition is applied to one side of a metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel, degreased with acetone), and immediately placed on top of another metal plate (25mm x 100mm x 1.6mmt, made of cold-rolled steel) and bonded together. Then, it is cured at 23°C for 24 hours to obtain a test specimen. Next, a tensile shear bonding test is performed on the test specimen using a tensile material testing machine at a temperature of 150°C and a tensile speed of 10 mm / min, and the tensile shear bonding strength F is determined. 150 Measure.

[0056] The tensile shear adhesive strength F of the composition of this embodiment, measured by method 5 above in accordance with JIS K 6850:1999, at 150°C. 150 From the viewpoint of further improving adhesive strength, the adhesive strength is preferably 5.0 MPa to 50.0 MPa, more preferably 6.0 MPa to 50.0 MPa, even more preferably 7.0 MPa to 50.0 MPa, even more preferably 8.0 MPa to 50.0 MPa, even more preferably 9.0 MPa to 50.0 MPa, even more preferably 10.0 MPa to 50.0 MPa, even more preferably 11.0 MPa to 30.0 MPa, and even more preferably 12.0 MPa to 20.0 MPa.

[0057] <Single dosage form / Two dosage forms> The composition of this embodiment may be a single-dose form or a two-dose form (a form in which two agents, filled in separate containers, are mixed immediately before use). The composition of this embodiment, when in a two-part form, preferably consists of a first component and a second component, and is a composition that is mixed immediately before use, wherein the first component contains a polymerization initiator (C) and the second component contains a reducing agent (D).

[0058] If the composition of this embodiment is a two-part type, it is preferable to adjust the amounts of each raw material in the first and second components so that the composition after mixing the first and second components contains each raw material within the preferred content range described above. Furthermore, the various properties of the composition described herein relate to the composition after mixing the first and second components.

[0059] <Method for producing adhesive compositions> In manufacturing the composition of this embodiment, it is preferable not to simply mix the above-mentioned raw materials, but to appropriately adjust the mixing order, mixing method, etc., of each raw material. In the production of the composition of this embodiment, it is particularly preferable that the polymerizable monomer (A) and the elastomer (B) are thoroughly mixed. For this reason, as shown in the examples below, it is preferable to (i) first thoroughly and uniformly mix at least a portion of the polymerizable monomer (A) and at least a portion of the elastomer (B) at 50 to 80°C to form a mixture, and (ii) then add other components to the mixture and stir. It is believed that this ensures that the polymerizable monomer (A) and the elastomer (B) are thoroughly and uniformly mixed. The composition produced in this way tends to satisfy the above-mentioned properties of the composition (viscosity, elongation at break of the cured product, glass transition temperature, etc.) more easily than compositions obtained by other production methods.

[0060] <Application> The composition of this embodiment is an adhesive composition, for example, because it has an improved balance of filling properties and adhesive strength. The composition of this embodiment is suitably used as an adhesive composition, for example, for interlayer bonding of laminated steel sheets.

[0061] The composition of this embodiment has an improved balance of filling ability and adhesive strength, and is therefore suitable for use in motors, for example, and more preferably for fixing magnets in the gaps present in the rotor that constitutes the motor.

[0062] When the composition of this embodiment is used in a motor, for example, if the motor is a wound-field motor, it is suitably used to reinforce the insulation of the gaps between the coils of the wound-field motor.

[0063] <Goods> The article of this embodiment includes a cured product comprising the composition of this embodiment. By applying the composition of this embodiment to an article and curing it, an article containing a cured product made of the composition can be obtained. The composition of this embodiment preferably cures without heating (at room temperature) and can bond articles (especially when it contains a polymerization initiator and a reducing agent). Of course, heating during the bonding of articles is not excluded.

[0064] <motor> The motor of this embodiment includes a cured product made from the composition of this embodiment. The motor of this embodiment comprises, for example, a magnet and a rotor, and includes a cured material made from the composition of this embodiment between the magnet and the rotor. In this case, it is preferable that the space between the magnet and the rotor in the motor is fixed by the cured material made from the composition of this embodiment. One method for fixing the magnet to the rotor is to fix the magnet within a slot in the rotor. Examples of such magnets include ferrite magnets and permanent magnets. Examples of permanent magnets include neodymium magnets.

[0065] The motor of this embodiment may be a wound-field motor. In this case, it is preferable that the gaps between the coils of the wound-field motor are insulated and reinforced with a cured product made from the composition of this embodiment.

[0066] Although embodiments of the present invention have been described above, these are merely examples, and various other configurations can be adopted. Furthermore, the present invention is not limited to the embodiments described above, and modifications, improvements, etc., within the scope of achieving the objectives of the present invention are included. [Examples]

[0067] The present invention will be described more specifically below with reference to examples, but the present invention is not limited to these examples.

[0068] <Preparation of Composition> The following raw materials were used to prepare the composition. • Monofunctional methacrylate 1:dicyclopentanyl methacrylate (manufactured by Hitachi Chemical Co., Ltd., FA-513M) • High-polarity monomer 1: Methacrylic acid (manufactured by Mitsubishi Gas Chemical Company, AM) • Polyfunctional methacrylate 1: dicyclopentanyl dimethacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., DCP) • Elastomer 1: Acrylonitrile butadiene rubber (Huntsman Advanced Material, Hypro VTBNX1300LC) • Elastomer 2: Acrylonitrile butadiene rubber (manufactured by JSR, N250SL) • Elastomer 3: Methyl methacrylate-butadiene-styrene copolymer (manufactured by Denka Co., Ltd., BL-20) • Polymerization initiator 1: Cumene hydroperoxide (manufactured by NOF Corporation, PH-80) • Reducing agent 1: Vanadyl acetylacetonate (manufactured by Shinko Chemical Industries, 50D) • Reducing agent 2: Fe-based liquid reducing agent (Borchers, OXY COAT 1310) • Reducing agent 3: N,N-di(β-hydroxyethyl)-p-toluidine (manufactured by Morin Chemical Industries, Ltd., PT-2HE) • Metal adhesion enhancer 1: Phosphate ester (Sipomer PAM4000, manufactured by Solvay) • Metal adhesion enhancer 2: Neutralized salt of phosphate ester with monoethanolamine (Unichemical Co., Ltd., Phosmer MH) • Stabilizer 1: 2,2'-methylenebis(4-ethyl-6-t-butylphenol) (manufactured by Kawaguchi Chemical Industry Co., Ltd., W-500) • Stabilizer 2: p-benzoquinone (manufactured by Seiko Chemical Co., Ltd., PBQ) • Stabilizer 3: 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (manufactured by Wuxi Qianfeng Chemical Technology, TEMPOL) • Stabilizer 4: Phenothiazine (manufactured by Seiko Chemical Co., Ltd., PSN) • Stabilizer 5: Metoquinone (manufactured by Kawaguchi Chemical Industry Co., Ltd., InM)

[0069] (Examples 1-5 and Comparative Example 1) The first and second components were prepared by thoroughly mixing each raw material in the proportions shown in Table 1 (unit: parts by mass) using a stirring device equipped with stirring blades. Next, the first and second components were mixed in equal amounts to prepare the composition. Note that all units for the proportions of each raw material in Table 1 are parts by mass.

[0070] In the preparation of the first and second components, polymerizable monomer (A) and elastomer (B) were thoroughly and uniformly mixed at 50-80°C to form a mixture, then other raw materials were added to the mixture and stirred, and then the mixture was defoamed to prepare the first and second components, respectively.

[0071] <Measurement and Evaluation> Each of the following measurements and evaluations was performed three times, and the average of the three resulting values ​​was used as the final result.

[0072] <Viscosity> For each example and comparative example, the viscosity (Pa·s) of the first and second components was measured in accordance with JIS K 6833-1:2008 using a Type B viscometer (DV2T, manufactured by Eiko Seiki Co., Ltd.) under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C. The results are shown in Table 1.

[0073] <Elongation at break> For each example and comparative example, the composition was cured for 24 hours at 23°C and 50% relative humidity to prepare a 1BA type dumbbell-shaped test specimen as specified in Annex A of JIS K 7161-2:2014. Then, using a tensile testing machine (INSTRON3365, manufactured by Instron), a tensile test was performed on the test specimen under conditions of 23°C and a tensile speed of 10 mm / min, in accordance with JIS K7161-1:2014 and JIS K7161-2:2014, and the elongation at break (%) was measured. The results are shown in Table 1.

[0074] <Glass transition temperature> For each example and comparative example, a 0.5 mm thick silicone sheet with 5 × 40 mm holes was placed on a PET film, and the composition was applied to the areas with holes to form a coating film. Next, another PET film was laminated over the coating film. Then, both sides were sandwiched between 1 cm thick glass plates, and weights were placed on top to compress them. Next, the film was cured for 24 hours in a room at a temperature of 23°C and a relative humidity of 50 RH%, after which the compression was released, the PET film was peeled off, and a sheet-like cured material was obtained. Next, the sheet-like cured material was cut to obtain a 0.5 × 5 × 40 mm test piece. Next, the dynamic viscoelastic properties of the test piece were measured using a dynamic viscoelasticity measuring device (Hitachi High-Tech Corporation, DMS7100) under the conditions of frequency: 1.0 Hz, mode: tensile mode, measurement temperature range: 0°C to 250°C, and heating rate: 5°C / min, and data was obtained. Next, based on the data, the peak-top temperature (tanδ peak value) of the loss tangent (tanδ) was determined from the temperature-loss tangent (tanδ) curve and defined as the glass transition temperature (°C). The results are shown in Table 1.

[0075] <Evaluation of filling properties> For each example and comparative example, two metal plates made of cold-rolled steel sheet measuring 20 mm × 100 mm × 1.6 mm thick were prepared. Next, 0.25 mm thick polytetrafluoroethylene tape was applied to both ends of the surface of one metal plate, creating a 20 mm × 20 mm area in the middle where the polytetrafluoroethylene tape was not applied. Next, polytetrafluoroethylene tape was applied to the entire surface of the other metal plate. Then, the surfaces of each metal plate with the polytetrafluoroethylene tape applied were joined together and secured with clips, and polyester masking tape was applied to the bottom surface to seal the gap on one side. Next, 0.3 g of the composition was applied to the 20 mm × 20 mm × 0.25 mm thick gap between the metal plates, and after standing for 30 minutes, the clips were removed, and it was confirmed that the composition had filled the entire gap, and the filling performance was evaluated according to the following criteria. The results are shown in Table 1. A: The entire surface of the gap is filled with the composition. B: The entire gap was not filled with the composition.

[0076] <Adhesive strength> For each example and comparative example, the composition was applied to one side of a metal plate (25 mm × 100 mm × 1.6 mm thick, made of cold-rolled steel, degreased with acetone), and immediately superimposed and bonded with another metal plate (25 mm × 100 mm × 1.6 mm thick, made of cold-rolled steel). The plates were then cured at 23°C for 24 hours to obtain test specimens. Next, tensile shear bonding tests were performed on the test specimens in accordance with JIS K 6850:1999, at temperatures of 23°C and 150°C and a tensile speed of 10 mm / min using a tensile material testing machine (Instron, Model 5967), and the tensile shear bonding strength F was determined. 23 and F 150 The pressure (MPa) was measured. The results are shown in Table 1.

[0077] [Table 1]

Claims

1. A composition comprising a polymerizable monomer (A), an elastomer (B), a polymerization initiator (C), and a reducing agent (D), A composition having a viscosity of 10 Pa·s or less, measured using a B-type viscometer in accordance with JIS K 6833-1:2008, under the conditions of a rotation speed of 20 rpm, a measurement time of 2 minutes, and a measurement ambient temperature of 25°C, and having a break elongation of 10% or more and 150% or less, as determined by the following method 1. (Method 1) The composition is cured for 24 hours at 23°C and 50% relative humidity to prepare a 1BA type dumbbell-shaped test specimen as specified in Annex A of JIS K 7161-2:2014. Then, using a tensile testing machine, a tensile test is performed on the test specimen at a tensile speed of 10 mm / min in an atmosphere of 23°C, in accordance with JIS K7161-1:2014 and JIS K7161-2:2014, and the elongation at break (%) is measured.

2. The composition according to claim 1, wherein the glass transition temperature determined by the method 2 below is 150°C or more and 250°C or less. (Method 2) A 0.5 mm thick silicone sheet with 5 x 40 mm holes is placed on a PET film, and the composition is applied to the areas with holes to form a coating film. Next, another PET film is laminated over the coating film. Then, both sides are sandwiched between 1 cm thick glass plates, and weights are placed on top to compress them. Next, the film is cured for 24 hours in a room at a temperature of 23°C and a relative humidity of 50 RH, after which the compression is released, the PET film is peeled off, and a sheet-like cured material is obtained. Next, the sheet-like cured material is cut to obtain a 0.5 x 5 x 40 mm test piece. Next, the dynamic viscoelastic properties of the test piece are measured using a dynamic viscoelasticity measuring device under the following conditions: frequency: 1.0 Hz, mode: tensile mode, measurement temperature range: 0°C to 250°C, heating rate: 5°C / min, and data is obtained. Next, based on the above data, the peak top temperature of the loss tangent (tanδ) (tanδ peak value) is determined from the temperature-loss tangent (tanδ) curve and is set as the glass transition temperature.

3. The composition according to claim 1 or 2, wherein the polymerizable monomer (A) comprises a monofunctional (meth)acrylate (A1).

4. The composition according to claim 3, wherein the monofunctional (meth)acrylate (A1) comprises a tricyclic monofunctional (meth)acrylate in which the three rings are alicyclic.

5. The composition according to claim 3, wherein the content of the monofunctional (meth)acrylate (A1) in the composition is 5 parts by mass or more and 60 parts by mass or less, when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

6. The composition according to claim 1 or 2, wherein the polymerizable monomer (A) comprises a highly polar monomer (A2).

7. The composition according to claim 6, wherein the highly polar monomer (A2) comprises one or more selected from the group consisting of (meth)acrylic acid, fumaric acid, maleic acid, fumaric anhydride, maleic anhydride, monomers having a phosphate group and a (meth)acryloyl group, and hydroxyalkyl (meth)acrylate.

8. The composition according to claim 6, wherein the content of the highly polar monomer (A2) in the composition is 5 parts by mass or more and 50 parts by mass or less, when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

9. The composition according to claim 1 or 2, wherein the polymerizable monomer (A) comprises a polyfunctional (meth)acrylate (A3).

10. The composition according to claim 9, wherein the polyfunctional (meth)acrylate (A3) comprises a tricyclic polyfunctional (meth)acrylate in which the three rings are alicyclic.

11. The composition according to claim 9, wherein the content of the polyfunctional (meth)acrylate (A3) in the composition is 1 part by mass or more and 20 parts by mass or less, when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

12. The composition according to claim 1 or 2, wherein the elastomer (B) comprises one or more selected from the group consisting of (meth)acrylonitrile butadiene rubber, methyl (meth)acrylate butadiene styrene rubber, and methyl (meth)acrylate butadiene (meth)acrylonitrile styrene rubber.

13. The composition according to claim 1 or 2, wherein the content of the elastomer (B) in the composition is 10 parts by mass or more and 70 parts by mass or less, when the total content of the polymerizable monomer (A) and the elastomer (B) is 100 parts by mass.

14. The composition according to claim 1 or 2, wherein when the composition is applied to a gap with a thickness of 0.25 mm by the method 3 described below, the entire surface of the gap is filled with the composition. (Method 3) Two metal plates made of cold-rolled steel, measuring 20 mm x 100 mm x 1.6 mm thick, are prepared. Next, 0.25 mm thick polytetrafluoroethylene tape is applied to both ends of the surface of one of the metal plates, creating a 20 mm x 20 mm area in the middle where the polytetrafluoroethylene tape is not applied. Next, the polytetrafluoroethylene tape is applied to the entire surface of the other metal plate. Next, the surfaces of the metal plates with the polytetrafluoroethylene tape applied are joined together and secured with clips, and polyester masking tape is applied to the bottom surface to seal the gap on one side. Next, 0.3 g of the composition is applied to the 20 mm x 20 mm x 0.25 mm thick gap between the metal plates, left to stand for 30 minutes, then the clips are removed and it is confirmed that the composition has filled the entire gap.

15. The tensile shear bond strength F at 23°C is measured according to method 4 below, in accordance with JIS K 6850:1999. 23 The composition according to claim 1 or 2, wherein the pressure is 15.0 MPa or higher. (Method 4) The composition is applied to one side of a metal plate (25 mm x 100 mm x 1.6 mm thick, made of cold-rolled steel, degreased with acetone), and immediately placed on top of another metal plate (25 mm x 100 mm x 1.6 mm thick, made of cold-rolled steel) and bonded together. Then, it is cured at 23°C for 24 hours to obtain a test specimen. Next, a tensile shear adhesion test is performed on the test specimen using a tensile material testing machine at a temperature of 23°C and a tensile speed of 10 mm / min, and the tensile shear adhesion strength F is determined. 23 Measure.

16. The tensile shear adhesive strength F at 150°C is measured according to method 5 below, in accordance with JIS K 6850:1999. 150 The composition according to claim 1 or 2, wherein the pressure is 5.0 MPa or higher. (Method 5) The composition is applied to one side of a metal plate (25 mm x 100 mm x 1.6 mm thick, made of cold-rolled steel, degreased with acetone), and immediately placed on top of another metal plate (25 mm x 100 mm x 1.6 mm thick, made of cold-rolled steel) and bonded together. Then, it is cured at 23°C for 24 hours to obtain a test specimen. Next, a tensile shear bonding test is performed on the test specimen using a tensile material testing machine at a temperature of 150°C and a tensile speed of 10 mm / min, and the tensile shear bonding strength F is determined. 150 Measure.

17. It is a two-part composition consisting of a first agent and a second agent, which are mixed immediately before use. The composition according to claim 1 or 2, wherein the first agent comprises the polymerization initiator (C) and the second agent comprises the reducing agent (D).

18. The composition according to claim 1 or 2, which is an adhesive composition.

19. A composition according to claim 1 or 2, used in a motor.

20. The composition according to claim 19, used for fixing a magnet in a gap present in the rotor constituting the motor.

21. The motor is a wound-field motor, The composition according to claim 19, which is used for insulating reinforcement of the gaps in the coils of the aforementioned wound-field motor.

22. The composition according to claim 18, used for interlayer bonding of laminated steel sheets.

23. An article comprising a cured product made from the composition according to claim 1 or 2.

24. A motor comprising a cured product made from the composition according to claim 1 or 2.

Citation Information

Patent Citations

  • Radical curable resin composition, adhesive composition for motor

    JP2017186439A