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JP-2026076327-A - A set of compositions containing compounds having polyoxyalkylene chains.

JP2026076327AJP 2026076327 AJP2026076327 AJP 2026076327AJP-2026076327-A

Abstract

[Problem] To improve the handling of the composition set while improving the elongation at break of the cured product of the composition set. [Solution] A composition set comprising a first liquid containing an oxidizing agent and a second liquid containing a reducing agent, wherein at least one of the first liquid and the second liquid contains a compound represented by the following formula (1), [In formula (1), R 11 and R 12 each independently represent a hydrogen atom or a methyl group, and R 13 represents a divalent group having a polyoxyalkylene chain.] A set of compositions in which the number of oxyalkylene groups in the polyoxyalkylene chain is 100 or more. [Selection Diagram] None

Inventors

  • 松原 望
  • 古川 直樹
  • 中村 優希
  • 横田 弘
  • 森本 剛

Assignees

  • 株式会社レゾナック

Dates

Publication Date
20260511
Application Date
20260216
Priority Date
20191129

Claims (1)

  1. A composition set comprising a first liquid containing an oxidizing agent and a second liquid containing a reducing agent, At least one of the first liquid and the second liquid contains a compound represented by the following formula (1): [In formula (1), R 11 and R 12 each independently represent a hydrogen atom or a methyl group, and R 13 represents a divalent group having a polyoxyalkylene chain.] A composition set wherein the number of oxyalkylene groups in the polyoxyalkylene chain is 100 or more.

Description

This invention relates to a set of compositions containing compounds having polyoxyalkylene chains. In electronic components that generate heat during use, thermal interface materials (TIMs), which are thermally conductive materials (sometimes called heat dissipation materials), are used to efficiently dissipate heat. TIMs, for example, contain polymers and thermally conductive fillers. The polymers described above are selected according to their suitability for the TIM's application (target application), etc. Specifically, for example, compositions containing polymers may require low viscosity and excellent handling properties, while the cured product of the composition set is required to have low elasticity. In response to this, for example, Patent Document 1 discloses a curable silicone composition that exhibits good handling properties and forms a cured product with a low modulus of elasticity. Japanese Patent Publication No. 2008-081676 The embodiments of the present invention will be described in detail below. However, the present invention is not limited to the embodiments described below. In this specification, "(meth)acryloyl" refers to "acryloyl" and its corresponding "methacryloyl," and the same applies to similar expressions such as "(meth)acrylate" and "(meth)acrylic." In this specification, the weight-average molecular weight (Mw) refers to the value determined by measuring the following conditions using gel permeation chromatography (GPC) with polystyrene as the standard substance. • Measuring instrument: HLC-8320GPC (product name, manufactured by Tosoh Corporation) • Analytical column: TSKgel SuperMultipore HZ-H (3-column linked) (Product name, manufactured by Tosoh Corporation) • Guard column: TSKguardcolumn SuperMP(HZ)-H (product name, manufactured by Tosoh Corporation)・Eluent: THF・Measurement temperature: 25℃ A composition set according to one embodiment comprises a first liquid containing an oxidizing agent and a second liquid containing a reducing agent. By mixing the first and second liquids, the oxidizing and reducing agents react to generate free radicals, and polymerization of polymerizable components, such as the compound represented by formula (1) described later, proceeds. According to this embodiment of the composition set, by mixing the first and second liquids, a cured product of the mixture of the first and second liquids (hereinafter, this cured product is also referred to as the "cured product of the composition set") is obtained. The first and second liquids may be liquid at, for example, 25°C. The oxidizing agent contained in the first solution acts as a polymerization initiator (radical polymerization initiator). The oxidizing agent may be, for example, an organic peroxide or an azo compound. Examples of organic peroxides include hydroperoxides, peroxydicarbonates, peroxyesters, peroxyketals, dialkyl peroxides, diacyl peroxides, etc. Examples of azo compounds include AIBN (2,2'-azobisisobutyronitrile) and V-65 (azobisdimethylvaleronitrile). The oxidizing agent can be used individually or in combination of two or more types. Examples of hydroperoxides include diisopropylbenzene hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, and cumene hydroperoxide. Examples of peroxydicarbonates include di-n-propyl peroxydicarbonate, diisopropyl peroxydicarbonate, bis(4-t-butylcyclohexyl)peroxydicarbonate, di-2-ethoxymethoxyperoxydicarbonate, di(2-ethylhexylperoxy)dicarbonate, dimethoxybutyl peroxydicarbonate, and di(3-methyl-3-methoxybutylperoxy)dicarbonate. Examples of peroxyesters include cumyl peroxyneodecanoate, 1,1,3,3-tetramethylbutyl peroxyneodecanoate, 1-cyclohexyl-1-methylethyl peroxyneodecanoate, t-hexyl peroxyneodecanoate, t-butyl peroxypivalate, 1,1,3,3-tetramethylbutyl peroxy-2-ethylhexanoate, 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, and 1-cyclohexyl-1-methylethyl peroxy Examples include t-2-ethylhexanonate, t-hexylperoxy-2-ethylhexanonate, t-butylperoxy-2-ethylhexanonate, t-butylperoxyisobutyrate, 1,1-bis(t-butylperoxy)cyclohexane, t-butylperoxy-3,5,5-trimethylhexanonate, t-butylperoxylaurate, 2,5-dimethyl-2,5-di(m-toluylperoxy)hexane, t-hexylperoxybenzoate, and t-butylperoxyacetate. Examples of peroxyketals include 1,1-bis(t-hexylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(t-hexylperoxy)cyclohexane, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclododecane, and 2,2-bis(t-butylperoxy)decane. Examples of dialkyl peroxides include α,α'-bis(t-butylperoxy)diisopropylbenzene, dicumyl peroxide, 2,5-dimethyl-2,5-di(t-butylperoxy)hexane, and t-butylcumyl peroxide. Examples of diacyl peroxides include isobutyl peroxide, 2,4-dichlorobenzoyl peroxide, 3,5,5-trimethylhexanoyl peroxide, octanoyl peroxide, lauroyl peroxide, stearoyl peroxide, succinic peroxide, benzoyl peroxytoluene, and benzoyl peroxide. From the viewpoint of storage stability, the oxidizing agent is preferably a peroxide, more preferably a hydroperoxide, even more preferab