JP2010144028A - Damping performance-imparting agent and damping material - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a damping performance-imparting agent that can easily exhibit damping performance and to provide a damping material. <P>SOLUTION: The damping performance-imparting agent contains an N,N',N"-triphenyl-1,3,5-benzenetriamine as an active component. The damping performance-imparting agent is used by mixing with a polymer material. The damping material contains a polymer material and a damping performance-imparting component. The damping performance-imparting component is an N,N',N"-triphenyl-1,3,5-benzenetriamine. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to an attenuating agent that imparts attenuating property to a polymer material, and an attenuating material that exhibits attenuating property.

An aromatic secondary amine compound or the like is known as an attenuating component that imparts attenuating property to a polymer material (see, for example, Patent Documents 1 and 2). In Patent Document 1, N, N′-diphenyl-p-phenylenediamine, N-phenyl-N′-isopropyl-p-phenylenediamine, N-phenyl-N ′-(1,3-dimethylbutyl) -p- Examples include phenylenediamine. Patent Document 2 discloses p, p′-dioctyldiphenylamine.
JP 2007-262137 A JP 2006-342215 A

  This invention is made | formed by discovering that a specific aromatic secondary amine type compound is excellent in the effect | action which raises a damping property. An object of the present invention is to provide a damping agent and a damping material that can easily exhibit damping performance.

  In order to achieve the above object, the damping agent according to the first aspect of the present invention is a damping agent that imparts damping property to the polymer material by being used in combination with the polymer material. Thus, the gist is to contain N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine as an active ingredient.

The gist of the invention described in claim 2 is the damping agent according to claim 1, wherein the polymer material is a thermoplastic resin.
The gist of the invention described in claim 3 is that in the damping agent according to claim 2, the thermoplastic resin is an acrylic resin.

  The attenuating material of the invention described in claim 4 is an attenuating material containing a polymer material and an attenuating component, and the attenuating component is N, N ′, N ″ -triphenyl- The gist is 1,3,5-benzenetriamine.

The gist of the invention described in claim 5 is the damping material according to claim 4, wherein the polymer material is a thermoplastic resin.
The gist of the invention described in claim 6 is the damping material according to claim 5, wherein the thermoplastic resin is an acrylic resin.

  ADVANTAGE OF THE INVENTION According to this invention, the attenuation | damping property imparting agent which can exhibit attenuation | damping performance easily, and an attenuation | damping material are provided.

DESCRIPTION OF EMBODIMENTS Hereinafter, embodiments embodying the present invention will be described in detail.
The attenuating agent is used by being mixed with a polymer material, thereby imparting attenuating property to the polymer material. The attenuating agent contains N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine as an active ingredient. This attenuating agent expresses a function of converting vibration energy, impact energy, and sound energy into heat energy in the polymer material.

  The polymer material is contained as a base material of the damping material, and is classified into a thermoplastic resin, a thermosetting resin, and rubbers. Thermoplastic resins include olefin resins, polyester resins, polyamide resins, styrene / acrylonitrile resins, acrylic resins, polycarbonate, polysulfone, polyphenylene ether, polyoxymethylene, polyvinyl chloride, polyvinylidene chloride, etc. Can be mentioned.

  Examples of olefin resins include high density polyethylene, low density polyethylene, linear low density polyethylene, polypropylene, ethylene-propylene copolymer, ethylene-butene copolymer, ethylene-hexene copolymer, ethylene-vinyl acetate copolymer. Examples thereof include a polymer, an ethylene-methacrylate copolymer, and an ionomer resin. Examples of polyester resins include polyethylene terephthalate, polybutylene terephthalate, and various polyester elastomers. Examples of the polyamide-based resin include polyamide 6, polyamide 66, polyamide 11, polyamide 12, amorphous polyamide, polymethacrylamide and the like. Examples of the styrene / acrylonitrile resin include polystyrene, styrene-acrylonitrile copolymer, styrene-acrylonitrile-butadiene copolymer, and polyacrylonitrile. Examples of the acrylic resin include a homopolymer having acrylic acid, acrylic ester, methacrylic acid and methacrylic ester as monomers, a mixture of these homopolymers, and a copolymer obtained by polymerizing these monomers. Can be mentioned. Examples of acrylic acid esters and methacrylic acid esters include methyl esters, ethyl esters, propyl esters, 2-ethylhexyl esters, ethoxyethyl esters, and the like. In addition, it is preferable that these thermoplastic resins are non-crosslinked thermoplastic resins from the viewpoint of excellent versatility.

Examples of the thermosetting resin include an epoxy resin, a phenol resin, an unsaturated polyester resin, a melamine resin, a urethane resin, and a urea resin.
Examples of rubbers include urethane rubber, silicone rubber, ethylene-propylene rubber, chloroprene rubber, butyl rubber, acrylonitrile-butadiene rubber, styrene-butadiene rubber, acrylic rubber, and natural rubber.

The attenuating agent of the present embodiment is preferably used by mixing with a thermoplastic resin, more preferably an acrylic resin among polymer materials.
N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine, which is an active ingredient of an attenuating agent, is a kind of aromatic secondary amine, and 1,3,5-tris ( Also called phenylamino) benzene or 1,3,5-trianilinobenzene. The blending amount of the attenuating agent with respect to the polymer material is preferably 1% by mass or more, more preferably 3% by mass or more, and further preferably 5% in terms of the content of the active ingredient relative to the total amount of the polymer material and the active ingredient. It is at least mass%. When the content of the active ingredient is 1% by mass or more, it becomes easier to exhibit excellent damping performance. The blending amount of the attenuating agent is preferably 50% by mass or less in the content of the active ingredient relative to the total amount of the polymer material and the active ingredient. When the content of the active ingredient exceeds 50% by mass, the improvement rate of the damping performance tends to decrease, which may be uneconomical.

  Attenuating agent is blended with inorganic fillers, dispersants, viscosity modifiers, thickeners, flow improvers, curing agents, antifoaming agents, antifreeze agents, anti-settling agents, colorants, etc. as necessary. Is possible. Examples of inorganic fillers include mica, calcium carbonate, talc, clay, barium sulfate, magnesium carbonate, glass, silica, alumina, aluminum, aluminum hydroxide, iron, asbestos, titanium oxide, iron oxide, diatomaceous earth, zeolite, ferrite, etc. Is mentioned. In addition to the above active ingredients, organic compounds such as aromatic secondary amine compounds, benzophenone compounds, benzothiazyl compounds, benzotriazole compounds, diphenyl acrylate compounds, orthophosphate compounds, triazine compounds are required. You may make it contain according to.

  The attenuating material of this embodiment contains a polymer material and an attenuating component. Examples of the polymer material include those exemplified as the polymer material with which the attenuating agent is mixed. The attenuating component is N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine, which is the effective component. The content of the attenuating component in the attenuating material is preferably 1% by mass or more, more preferably 3% by mass or more in terms of the content of the attenuating component relative to the total amount of the polymer material and the attenuating component. More preferably, it is 5% by mass or more. When the content of the damping component is 1% by mass or more, it becomes even easier to exhibit excellent damping performance. The blending amount of the attenuating component is preferably 50% by mass or less in the content of the attenuating component relative to the total amount of the polymer material and the active component. When the content of the damping property-imparting component exceeds 50% by mass, the improvement rate of the damping performance tends to decrease, which may be uneconomical.

  As the damping material, the inorganic filler, dispersant, viscosity modifier, thickener, flow improver, curing agent, antifoaming agent, antifreezing agent, antisettling agent, coloring agent, etc., as necessary, are used. It is possible to mix. Organic compounds such as aromatic secondary amine compounds, benzophenone compounds, benzothiazyl compounds, benzotriazole compounds, diphenyl acrylate compounds, orthophosphate compounds, triazine compounds other than the above-described attenuation imparting components May be included as necessary.

  The damping material can be used as a vibration damping material such as an unconstrained type or a restricted type damping material, a shock absorbing material that absorbs shock, and a sound absorbing material that absorbs sound. The damping performance of the damping material of the present embodiment can be evaluated by a loss tangent (tan δ) or the like. For example, it is shown that the higher the peak value of loss tangent, the better. The loss tangent of the damping material can be measured by a known dynamic viscoelasticity measuring device.

  In the damping material configured as described above, N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine is dispersed in the polymer material, so that vibration energy, etc. Demonstrate the function to attenuate. Note that N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine is dispersed without a chemical reaction in the polymer material, and thus has a damping property for the polymer material. It is presumed that the imparting action is sufficiently exerted. From such a viewpoint, a component (for example, carboxyl group) that chemically reacts with N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine in the above-described attenuating agent, polymer material, and attenuating material. The monomer having a) is, for example, preferably 5% by mass or less, and more preferably 1% by mass or less, when the entire damping material is 100% by mass.

  Here, as aromatic secondary amine compounds other than N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine, diphenylamine, N-phenyl-p-phenylenediamine, N-phenyl- N′-isopropyl-p-phenylenediamine, N-phenyl-N ′-(1,3-dimethylbutyl) -p-phenylenediamine, N, N′-diphenyl-p-phenylenediamine and the like are commercially available. Among such various aromatic secondary amine compounds, N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine has an excellent effect of increasing the attenuation.

  The damping material of this embodiment can be used in various fields where damping performance is required. Examples of the application field of the damping material include automobiles, wall materials, floor materials, roof materials, building materials such as fences, home appliances, and industrial machines.

The effects exhibited by this embodiment will be described below.
(1) Since the attenuating agent contains N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine as an active ingredient, N, N ′, N ″ -tri Attenuation performance can be enhanced as compared with the case where an aromatic secondary amine compound other than phenyl-1,3,5-benzenetriamine is used as an active ingredient. Therefore, for example, even if the blending amount of the active ingredient with respect to the polymer material is further reduced, the desired attenuation performance is exhibited. Further, for example, by increasing the blending amount of the active ingredient with respect to the polymer material, more excellent attenuation performance can be exhibited. Thus, an attenuating agent that can easily exhibit attenuation performance is provided. The damping property imparting agent of this embodiment can easily enhance the damping performance of, for example, a thermoplastic resin, particularly an acrylic resin.

  (2) Since the attenuating material contains N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine as an attenuating component, it is possible to easily exhibit the attenuating performance. A dampening material is provided. The attenuating material of the present embodiment can provide an attenuating material in which the attenuating performance of, for example, a thermoplastic resin, particularly an acrylic resin, is enhanced.

The embodiment may be modified as follows.
-You may mix | blend the said attenuation | damping property imparting agent with the polymeric material made into the form of the dispersion liquid. Further, the attenuating material may include a polymer material in the form of a dispersion. When comprised in this way, a coating film can be formed from a polymeric material on metal plates, such as a steel plate, as a damping paint, for example. By including N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine in such a coating film, it is possible to easily exhibit the damping performance of the coating film.

Next, the technical idea that can be grasped from the above embodiment will be described below.
N, N ′, N ″ -triphenyl-1,3,5-benzene relative to the total amount of the polymer material and N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine An attenuating agent or an attenuating material having a triamine content of 1 to 50% by mass.

Next, the embodiment will be described more specifically with reference to examples and comparative examples.
Example 1
95 parts by mass of thermoplastic acrylic resin (non-crosslinked acrylic resin) with 5 parts by mass of N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine (manufactured by Tokyo Chemical Industry Co., Ltd.) The damping composition was prepared by blending and heating and kneading with a kneader.

(Examples 2 and 3)
As shown in Table 1, Examples were carried out except that the blending amount of N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine (hereinafter referred to as Component A) with respect to the thermoplastic acrylic resin was changed. A damping composition was prepared in the same manner as in 1.

(Comparative Example 1)
Comparative Example 1 is a single thermoplastic acrylic resin used in Example 1.
(Comparative Examples 2 to 4)
As shown in Table 1, a damping composition was prepared by blending a predetermined amount of diphenylamine (hereinafter referred to as component B) into the same thermoplastic acrylic resin as in Example 1 and heating and kneading.

(Comparative Examples 5-7)
As shown in Table 1, a damping composition is obtained by blending a predetermined amount of N-phenyl-p-phenylenediamine (hereinafter referred to as component C) into the same thermoplastic acrylic resin as in Example 1 and heating and kneading. Was prepared.

(Comparative Examples 8 to 10)
As shown in Table 1, a predetermined amount of N-phenyl-N′-isopropyl-p-phenylenediamine (hereinafter referred to as Component D) is blended with the same thermoplastic acrylic resin as in Example 1 and heated and kneaded. A damping composition was prepared.

(Comparative Examples 11-13)
As shown in Table 1, a predetermined amount of N-phenyl-N ′-(1,3-dimethylbutyl) -p-phenylenediamine (hereinafter referred to as component E) is added to the same thermoplastic acrylic resin as in Example 1. A damping composition was prepared by blending and heating and kneading.

(Comparative Examples 14-17)
As shown in Table 1, a predetermined amount of N, N'-diphenyl-p-phenylenediamine (hereinafter referred to as component F) is blended with the same thermoplastic acrylic resin as in Example 1 and is attenuated by heating and kneading. A sex composition was prepared.

<Measurement of dynamic viscoelasticity>
The damping material obtained in each example was molded into a sheet shape to obtain a sheet material having a thickness of 1 mm. Each sheet material was cut into a size of 35 mm × 3 mm to obtain a test piece for dynamic viscoelasticity measurement. Loss tangent (tan δ) was measured when the temperature of each test piece was continuously increased using a dynamic viscoelasticity measuring device (RSA-II: manufactured by Rheometric Co., Ltd.) while vibrating each test piece. The measurement conditions were an excitation frequency of 10 Hz, a measurement temperature range of −40 ° C. to + 90 ° C., and a temperature increase rate of 5 ° C./min. The loss tangent was measured in the same manner for the resin alone of Comparative Example 1. The peak value of loss tangent for each example is also shown in Table 1. Moreover, FIG.1 and FIG.2 has shown the relationship between the compounding quantity of an attenuation | damping property provision component, and the peak value of a loss coefficient about each example.

図１の結果から明らかなように、各実施例における損失正接のピーク値は、比較例１における損失正接のピーク値よりも高まっていることがわかる。図１及び図２の結果から明らかなように、各例の減衰性材料において、減衰性付与成分の配合量が同じ場合では、各実施例における損失正接のピーク値は顕著に高いことがわかる。

As can be seen from the results of FIG. 1, the peak value of loss tangent in each example is higher than the peak value of loss tangent in Comparative Example 1. As is clear from the results of FIGS. 1 and 2, it can be seen that the peak value of the loss tangent in each example is remarkably high when the amount of the attenuating component is the same in the attenuating material of each example.

The graph which shows the relationship between the compounding quantity of AC component, and the peak value of loss tangent. The graph which shows the relationship between the compounding quantity of A and D-F component, and the peak value of loss tangent.

Claims (6)

An attenuating agent that imparts attenuating property to the polymer material by being mixed with the polymer material, and N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine As an active ingredient. The damping agent according to claim 1, wherein the polymer material is a thermoplastic resin. The attenuating agent according to claim 2, wherein the thermoplastic resin is an acrylic resin. A damping material comprising a polymer material and a damping component, wherein the damping component is N, N ′, N ″ -triphenyl-1,3,5-benzenetriamine. Attenuating material. The damping material according to claim 4, wherein the polymer material is a thermoplastic resin. The damping material according to claim 5, wherein the thermoplastic resin is an acrylic resin.

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