WO2000036023A1

WO2000036023A1 - Compound for energy conversion

Info

Publication number: WO2000036023A1
Application number: PCT/JP1999/000907
Authority: WO
Inventors: Yasuyuki Ohira; Mitsuo Hori
Original assignee: Shishiai-Kabushikigaisha
Priority date: 1998-12-11
Filing date: 1999-02-25
Publication date: 2000-06-22
Also published as: WO2000036022A1; WO2000036044A1

Abstract

An energy-converting compound which has a function to absorb one or more of various types of energy such as mechanical energy, heat energy, optical energy and electric energy and to convert it to another one. The energy-converting compound can be used in a wide variety of applications such as a damping material, a noise absorbing material, a shock absorber, an electromagnetic wave absorbing material, a vibration isolator, a piezoelectric material, a viscous fluid and an electrode material, and is characterized in that a component constituting a material having energy conversion function and an active component increasing a dipole moment of the material are bonded by dipole interaction.

Description

Itoda ¾ Energy conversion compound TECHNICAL FIELD The present invention relates to an energy conversion compound having a function of absorbing and converting mechanical energy, thermal energy, light energy, or electric energy. BACKGROUND ART Conventionally, as a material for absorbing vibration energy, such as a vibration damping material, a soft vinyl chloride resin obtained by adding a plasticizer to a vinyl chloride resin has been known. This soft vinyl chloride resin was designed to measure its attenuation by consuming vibrational energy as frictional heat inside the resin. However, this material could not absorb and attenuate vibration sufficiently. As a material for absorbing sound energy such as a sound absorbing material, a material made of glass wool is known. In this sound absorbing material, the sound was consumed as frictional heat when passing through the fiber surface while colliding with the fiber surface, so that the attenuation was measured. However, this sound-absorbing material required a certain thickness in order to ensure sufficient sound-absorbing properties, and could not reliably absorb low-frequency sounds of 500 Hz or less. Further, as a material for absorbing impact energy such as a shock absorber, a material in which short fibers are dispersed in a foam as disclosed in Japanese Patent Application Laid-Open No. Hei 6-300071 has been proposed. ing. This shock absorbing material absorbs the shock when the foam gradually collapses in response to the shock, and the short fibers contained in the foam act like a binder to pull the foam. It is designed to increase the strength and suppress cracking of the foam due to the impact load concentrated on the local area. However, this shock-absorbing material required a certain thickness and volume to ensure sufficient shock-absorbing performance, and could not be used for applications where the space could not be secured. Further, as a material that absorbs electromagnetic wave energy such as an electromagnetic wave shielding material, there is, for example, a material disclosed in Japanese Patent Application Laid-Open No. 5-255521. This material absorbs ultraviolet light with a wavelength of 250 to 400 nm, and once absorbed, the molecules that make up the material are excited into an excited state, converted to thermal energy, and released. Of an ultraviolet absorbing compound having the following formula: When producing an ultraviolet absorbing sheet using this material, the thickness is generally at least about 10 to 20 microns in order to secure sufficient absorption. For this reason, the transmittance of visible light was impaired, and there was a problem that sufficient brightness could not be obtained. Under such circumstances, there has been a demand between the industries for a sheet that is thinner and does not impair brightness. In addition, ceramics and the like are examples of electrical energy conversion materials constituting an actuator applied to dot printing and the like. The piezoelectric effect (displacement) derived from these materials is extremely small, and higher performance has been required. Further, as a material that absorbs and converts thermal energy, such as heat absorbing fibers,

There is one disclosed in Japanese Patent Publication No. 5-5215. This endothermic material is a polymer composed of a linear aliphatic carboxylic acid component such as polyethylene adduct, polypentamethylene adipate, and polytetramethylene glulate, and a linear aliphatic diol component. Endothermicity is developed by the heat of fusion absorbed when melting. However, this endothermic material required a large amount of polymer to secure sufficient endothermic properties. As a liquid material that absorbs and converts vibrational energy, for example, as shown in JP-A-5-332407, there is a viscous fluid mainly composed of glycols or the like. By forming an electric field in the fluid, the viscosity of the viscous fluid is changed as appropriate in accordance with the seismic dynamics, thereby absorbing the vibration energy most effectively and surely. However, with this liquid material, a large amount of liquid material was needed to cope with huge vibration energy applied to the structure, such as a large earthquake. Moreover, the performance of the liquid material deteriorates due to oxidative deterioration with the passage of time, and the material must be replaced after a predetermined period of time. Therefore, the amount of use has been enormous. Under such circumstances, there has been a demand for a material that is more effective and can absorb sufficient vibration energy even with a small amount. In addition, high-latent heat media such as transformer cooling fluid, engine coolant, mold cooling fluid, etc., are mainly composed of glycols. As shown in the following equation, the cooling capacity of these coolants is higher as the latent heat is higher.

(ΔΗ-RT) / V (SP) ^J Δ ：: latent heat, SP: SP value (over solubility parameter) SP value indicates polarity, and increases as the number of dipoles increases. This SP value is the largest This is water, but it is unsuitable for use because it freezes within Laje night. On the other hand, glycols have a low freezing temperature, so they can be prevented from freezing in Laje overnight. However, they have a problem in that cooling capacity is reduced due to low latent heat. As described above, materials having a conventionally known energy conversion function have inadequate performance or require a certain amount of thickness or volume to obtain a predetermined performance. Restrictions). In view of such technical problems, the present inventors have conducted research and found that the amount of dipole moment in a material has a deep relationship with the energy absorption and conversion functions of the material. By increasing the amount of dipole moment, we have found that the energy absorption and conversion function of a material can be dramatically improved. Based on this finding, the present inventors have proposed an energy conversion composition in WO97 / 42844, in which an active ingredient that increases the amount of dipole moment is added to the material. Furthermore, the present inventors have conducted intensive studies on the above-mentioned energy conversion composition. As a result, the active ingredient in the composition is dipole-bonded to the component constituting the material, and this compound has an unprecedented superiority. They found that the energy conversion function was derived, and completed the present invention. DISCLOSURE OF THE INVENTION The energy conversion compound of the present invention includes, for example, an unrestrained damping sheet, a restrained damping sheet, a damping paint, a damping paper, an asphalt-based damping material (automobile floor), an asphalt road ( Damping materials used for applications such as quiet roads) Sound-absorbing sheet, sound-absorbing fiber (fibre, strand), sound-absorbing foam, sound-absorbing film, sound-absorbing material used for applications such as sound-absorbing molded products, shoe soles such as training shoes, protective shoes, headgear, casts, etc. Handles for grips, saddles, front forks, tennis racquets, no-domingtons, baseball bats, golf clubs, and other sporting goods such as mats, sabo nights, bicycle or motorcycle grips, and bicycle bikes. Absorbing materials used in a wide range of applications, such as tape, slippers, gun bottoms, shoulder pads, bulletproof vests, and seismic isolation rubber and vibration proofing, which are wrapped around the grip end of a gripper or the lip end of a tool such as a hammer to reduce impact vibration Anti-vibration rubber materials used for molded products

Electromagnetic shielding materials used for applications such as X-ray absorption sheets and ultraviolet absorption sheets, piezoelectric materials that convert mechanical energy into electrical energy, or electrical energy into mechanical energy, heat-absorbing fibers, and heat-absorbing pellets Heat-absorbing materials used, viscous fluids in seismic isolation devices, engine mounting fluid, shock absorber oil, power transformer cooling fluid, engine coolant, polar liquids used in applications such as floor heating media, solar heating media, etc., or batteries It can be applied as an energy conversion material in a wide range of fields such as materials. This energy conversion compound is a component that constitutes a material having an energy conversion function. And an active component that increases the amount of dipole moment in the material is formed by dipole bonding. Materials having an energy conversion function to which the energy conversion compound of the present invention is applied are, as described above, vibration damping materials, sound absorbing materials, shock absorbing materials, vibration damping rubber materials, electromagnetic wave shield materials, piezoelectric materials, heat absorbing materials, and viscous materials. The components that make up these materials span a very wide range of fields, including fluids, polar liquids, and battery materials. For example, in the case of a vibration damping material, the components that make up the material include polyvinyl chloride (PVC), chlorinated polyethylene (CPE), acryl nitrile polyethylene (AN PE), polyethylene (PE), and polypropylene (PP). , Ethylene-vinyl acetate copolymer, polymethyl methacrylate, polyvinylidene fluoride, polyisoprene, polystyrene (PS), styrene-butadiene-acrylonitrile copolymer (ABS), styrene-acrylonitrile copolymer (AS) , Acrylonitrile lube Gen rubber (NBR), Acrylic rubber (ACR), Styrene-butadiene rubber

Polymer materials such as (SBR), butadiene rubber (BR), natural rubber (NR), isoprene rubber (IR), chloroprene rubber (CR), and blends of these can be used. Among them, polyvinyl chloride is preferable because it has good moldability and is inexpensive. In the case of sound-absorbing materials, shock-absorbing materials, electromagnetic wave absorbing materials, or heat-absorbing materials, the components that make up these materials include the above-mentioned polymer materials that make up the damping material, polyester (PET), polyurethane Polymer materials such as polyamide, polyamide, polyvinylidene chloride, polyacrylonitrile, polyvinyl alcohol (PVA), and cellulose can also be used. In particular, when used as a sound absorbing material, sound absorbing properties can be further improved by adding a foaming agent to the above-described polymer material and foaming the polymer material to form an open-cell foam or a fibrous body. In the case of an anti-vibration material such as anti-vibration rubber, the components constituting the material are acrylonitrile -Rubbers such as butadiene rubber (NBR), styrene-butadiene rubber (SBR), butyl rubber (BR), natural rubber (NR), and isoprene rubber (IR) can be used. In the case of a viscous fluid or a polar liquid, glycols and water can be mentioned as constituent components. In addition, in the material, in addition to the above-mentioned constituents, for example, substances such as my scales, glass flakes, Dallas fiber, carbon fiber, calcium carbonate, barite, precipitated sulfuric acid barium, corrosion inhibitors, Dyes, antioxidants, antistatic agents, stabilizers, wetting agents and the like can be added as needed. As shown in Fig. 2, the material composed of the above components is displaced by the dipoles 12 inside the material 11 as shown in Fig. 2 when energy such as vibration, sound, impact, electricity, pressure, light, and heat is applied. Occurs. The displacement of the dipole 1 2 means that each dipole 12 in the material 11 rotates or shifts in phase. It can be said that the arrangement state of the dipoles 12 inside the material 11 before the energy is applied as shown in FIG. 1 is in a stable state. However, as shown in Fig. 2, when a displacement occurs in the dipole 12 existing inside the material due to the addition of energy, the material 1

Each dipole 1 2 inside 1 will be placed in an unstable state, and each dipole 1

2 tries to return to the stable state shown in Figure 1. At this time, energy is consumed. It is thought that such effects as vibration damping, sound absorption, shock absorption, vibration proofing, electromagnetic wave absorption, light absorption or heat absorption are generated through the displacement of the dipole inside the material and the energy consumption due to the dipole restoring action. When considering the mechanism of energy absorption and conversion, Fig. 1 and Fig. 2 It can be seen that the amount of the dipole moment inside the material 11 as shown in Fig. 1 is greatly involved. That is, when the amount of the dipole moment inside the material 11 is large, the energy absorption and conversion function of the material 11 increases. The amount of dipole moment in a material varies depending on the types of components constituting the material described above. Also, even if the same material components are used, the amount of dipole moment generated in the material changes depending on the temperature when energy is applied. The amount of dipole moment also depends on the type and magnitude of energy applied to the material. For this reason, it is desirable to appropriately select and use a material component having the largest amount of dipole moment in consideration of the temperature at which energy is applied, the type of energy, the size, and the like. However, when selecting the components that make up the material, not only the amount of dipole moment in the material, but also the handleability, moldability, and availability according to the material (use) and usage form to which the energy conversion compound is applied. It is desirable to consider ease, temperature performance (heat resistance and cold resistance), weather resistance, and price. Active components that increase the amount of dipole moment in the material are dipole-bonded to the components that make up this material. The active component is a component that dramatically increases the amount of dipole moment in the material.The active component itself has a large dipole moment amount, or the active component itself has a small dipole moment amount. However, it refers to a component that can dramatically increase the amount of dipole moment in a material by being dipole-coupled to a component constituting the material. Examples of active ingredients having such an action and effect include N, N-dicyclohexylbenzothiazyl-2-sulfenamide (DCHBSA), 2-mercaptobenzothiazole (MBT), dibenzothiazyl sulfide ( MBTS), N-

2-Sulfenamide (CBS), N-tert

Sulfenamide (BBS), N-oxyxeti -Benzotriazole, which is a compound containing a benzothiazyl group such as 2-sulfenamide (OBS) and N, N-diisopropyl-1,2-sulfenamide (DPBS), with a benzene ring bound to an azole group, To this, a phenyl group is bonded. 2— {2′—Hyd-open xy—3 ′-(3 ”,“, 5 ”, 6” Tetrahide-opened limidemethyl) 1 5′—Methylphenyl} Zotriazole (2HPMMB), 2- {2'-hydroxy-oxy-5'-methylphenyl} -benzotriazole (2HMPB), 2-{2'-hydroxy-oxy3'-t-butyl-1 5'-Methylphenyl} 1-5-Benzotriazole (2HBMP CB), 2- {2'-Hydroxy 3 ', 5'-Di-butylphenyl} -5-Chlorobenzo Compounds having a benzotriazole group, such as zotriazole (2HDBPCB), ethyl 2-cyano 3, 3- Compounds containing Jifue two Rua Kurire Bokumoto such Fue two Ruakurireto,

Compounds having a benzophenone group, such as 2-hydroxy 4-methoxybenzophenone (HMBP), 2-hydroxy x-1-methoxybenzophenone-5-sulfonic acid (HMBPS), or dicyclohexylfur One or more selected from phthalic acid esters having a structure represented by the following chemical formula, such as evening rate, may be mentioned.

(Hereinafter the margin) Chemical formula

(In the formula, R is any one of a phenyl group, a cyclohexyl group, a cyclopentyl group, a cyclooctyl group, a 4-methylcyclohexyl group, or any two of these groups.) The amount of the dipole moment in the active component varies depending on the type of the active component, similarly to the amount of the dipole moment in the material. Even when the same active ingredient is used, the amount of dipole moment generated in the material changes depending on the temperature when energy is applied. Also, the amount of dipole moment changes depending on the type and magnitude of energy applied to the material. For this reason, it is desirable to select and use the active component that gives the largest amount of dipole moment in consideration of the temperature, type of energy, and size of the material (field) to which the energy conversion compound is applied. . The dipole bond in the energy conversion compound refers to a bond by electric or magnetic energy acting between the dipoles. By such a bonding force, one component or one component constituting the material described above can be used. Multiple active components are dipole-coupled at one or more locations, and the amount of dipole moment, i.e., the number of dipoles, the magnitude of the dipole charge, or the distance between the positive and negative dipoles Or all of them will increase exponentially. For example, the amount of the dipole moment generated in the material 11 under the predetermined temperature conditions and the magnitude of the energy is shown in FIG. 3 by the dipole coupling between the component constituting the material and the active component. Thus, under the same conditions, the amount will increase by a factor of three or ten. In addition, the mechanism of energy absorption and conversion mentioned above will change greatly. In other words, when energy is added, if only the material is used, the phase of the dipole itself shifts, and the energy is consumed to restore the original state, whereas the energy conversion consisting of dipole coupling In the case of a compound, when energy is added, each dipole rotates or shifts about the coupling part, so that a very large amount of energy is consumed for its restoration. . As a result, coupled with the above-mentioned increase in the amount of the dipole moment, it is thought that the energy absorption and conversion performance far exceeds the prediction here. As described above, the effect of increasing the amount of dipole moment, absorbing energy, and dramatically improving conversion performance is not because the components constituting the material and the active component coexist simply. This occurs for the first time when the two are dipole-bonded to form an “energy conversion compound”. Therefore, when selecting the components that make up the above-mentioned materials and the active component, the two are likely to be dipole-bonded to each other. It is desirable to consider that It is also important that both are placed in an environment (temperature, pressure, etc.) where dipole coupling easily occurs. As described above, in the category of the energy conversion compound of the present invention, energy such as vibration, sound, or impact is received and absorbed like a vibration damping material, a sound absorbing material, or a shock absorbing material. It is not limited to heat, and its attenuation is performed. Electric energy is converted into mechanical energy, such as piezoelectric material, or mechanical energy is converted into electric energy, and electric energy is converted, such as battery material. Includes those that are stored temporarily and released again when needed. The following is an example of the energy conversion compound. Those represented by the following chemical formulas (1) to (4) represent DCHBSA, This is an example of an energy conversion compound in which four active components of ECDPA, 2HPMMB and DCHP are dipole-bonded. ① (PVC-DCHBSA)

H

C

H

② (PVC-ECDPA) H H H H H H H H H

One C one C one C one C one C one C one C one C one C one C ₂ H,

Bipolar mosquito binding ③ (PVC-2HPMMB)

^HH

I

c

H

Dipole coupling

④ (PVC-DCHP)

One

i dipole coupling ⑤ (CPE-DCHBSA)

H H H H H

c

H dipole coupling

⑥ (CPE-ECDPA)

H H H H H H H H H 1 C-1 c; 1 C-1 C-1 C-1 C-1 C-1 C-1 C-1

H · H CI H CI H H H CI

CN C

\ l ⁰

c to c

II o

One b

Dipole coupling ⑦ (CPE—2HPMMB)

H H H H H H H H H H

C-1 C-1 C-1 C-1 C-1 C-1 C-1 C-1

Dipole coupling

⑧ (CPE-DCHP) H H H H H H H H H

One C one C one C one C one C one C one C— C one C one

Dipole coupling

A SC @ D (ΕΪ " ⑪ (P E-2 HPMMB)

Dipole coupling

⑫ (ANPE-DCHBSA)

H H H H H

Polar coupling

―

HHHHHHHH H

® () AMt AE ECD-— ⑮ (ANP E-DCHP)

H H H H H H H H H H

C-1 C-1 C-1 C-1 C-1 C-1 C-1 C-1

H H CN

o 0

Dipole coupling BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a schematic diagram showing dipoles in a material.

FIG. 2 is a schematic diagram showing the state of a dipole in a material when energy is applied.

FIG. 3 is a schematic diagram showing a state of a dipole in a material when a component constituting the material and an active component are dipole-bonded.

FIG. 4 is a graph showing the relationship between the temperature and the elastic tangent (ta ηδ) of Examples 1 to 3 and Comparative Example 1.

FIG. 5 is a graph showing the loss coefficient (τ?) Of each test piece of Examples 4 to 5 and Comparative Example 2 at each temperature.

FIG. 6 is a schematic diagram showing a sound absorbing film made of a sound absorbing material.

FIG. 7 is a schematic diagram showing a sound absorbing sheet including sound absorbing fibers made of a sound absorbing material. FIG. Δ is a schematic view showing a sound-absorbing molded foam containing a sound-absorbing material.

Fig. 9 is a schematic diagram showing a state where a sound absorbing sheet made of a sound absorbing material is arranged inside the sound absorbing material. FIG.

FIG. 10 is a schematic diagram showing an open-cell foamed polyurethane molded article containing sound-absorbing fibers made of a sound-absorbing material.

FIG. 11 is a schematic diagram showing a paper made by using sound absorbing fibers made of a sound absorbing material as a part of constituent fibers.

FIG. 12 is a schematic diagram showing a woven fabric in which sound absorbing fibers made of a sound absorbing material are woven as a part of constituent fibers.

FIG. 13 is a graph showing the relationship between the thickness and the rebound resilience of each sample of Example 6 and Comparative Examples 3 to 7.

FIG. 14 is a side view showing a rebound resilience measuring device.

FIG. 15 is an enlarged cross-sectional view showing a main part of the rebound resilience measuring device.

FIG. 16 is also a front view.

FIG. 17 is a front view showing a main part of the rebound resilience measuring device.

FIG. 18 is a graph showing the relationship between the thickness of each sample of Examples 6 to 9 and Comparative Example 8 and the rebound resilience.

FIG. 19 is a graph showing the electromagnetic wave absorption performance of the test pieces of Examples 10 to 13 and Comparative Example 9 at each frequency.

FIG. 20 is a schematic diagram schematically showing an apparatus for measuring the piezoelectric performance of each piezoelectric material.

FIG. 21 is a schematic diagram showing an endothermic pellet. BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, examples in which the energy conversion compound of the present invention is applied to a vibration damping material, a sound absorbing material, a shock absorbing material, an electromagnetic wave absorbing material, a vibration damping material, and a piezoelectric material will be described. The present invention will be described more specifically according to application examples. First, an example of application to a vibration damping material is shown. 0 parts by weight of DCHBSA (Comparative Example 1), 100 parts by weight of CPE (Eraslene 35 2 NA manufactured by Showa Denko KK) 0 parts by weight (Example 1), 50 parts by weight (Example 2) and 100 parts by weight (Example 3) were blended, and these were put into a kneading roll set at 160 ° C. to form a sheet. A sample sheet having a thickness of 1 mm was obtained. The structures of the polymers constituting each of the obtained sample sheets of Examples 1 to 3 and Comparative Example 1 were analyzed. The vibration damping sheets of Examples 1 to 3 were represented by the following chemical formulas. Thus, it was confirmed that a compound in which CPE and DCHBSA were dipole-bonded was contained.

⑤ (CPE—DCHBSA)

H H H H H

Dipole Coupling The elastic tangent (tan (5)) at each temperature was measured for the sheets of Examples 1 to 3 and Comparative Example 1. The elastic tangent (ta η δ) was measured by using Leovibron, DDV—25 FP was performed using a measuring device manufactured by Orientec, Inc. The results are shown in FIG. As is clear from FIG. 4, the compound represented by the above chemical formula in which CPE and DCHBSA are dipole-bonded to the elastic tangent (tan 5) of the sample sheet of Comparative Example 1 containing no DCHBSA is included. It can be seen that all of the sample sheets of Examples 1 to 3 have significantly improved vibration suppression levels. In addition, among Examples 1 to 3, the sample sheet according to Example 3 containing the largest amount of the compound showed the highest performance. Next, an example of an unconstrained damping material will be described. For 9 parts by weight of PVC, mix my scales (Clarite My Power, 30 C, manufactured by Kuraray Co., Ltd.) at a ratio of 65.0 parts by weight, 13.0 parts by weight of DCHP, and 13.0 parts by weight of DCHBSA. These 1

Two

The mixture was put into a roll set at 60 ° C and kneaded, and then the obtained kneaded material was sandwiched between molds heated to 180 ° C, heated for 180 seconds, and then pressed with a press at 80 kg · ί / cm. Press for 30 seconds to form a sheet of 1mm thickness. The obtained sheet is cut into a size of 67 mm x 9 mm for loss factor measurement, and used as a test piece (Example 4).

65.0 parts by weight of My power scale pieces (Clarite My Power, 30 C, manufactured by Kuraray Co., Ltd.), 10.4 parts by weight of DCHP, 10.4 parts by weight of DCHBSA, 5.2 parts by weight of ECDPA The test pieces (Example 5) were obtained in the same manner as in Example 4.

To 50 parts by weight of the PVC added with DOP, 50.0 parts by weight of my ryaku scale (Kuraray Co., Ltd., 30 C, manufactured by Kuraray Co., Ltd.) was added. Comparative Example 2) was obtained. The structures of the polymers constituting the test pieces of Examples 4 to 5 and Comparative Example 2 were analyzed. As a result, the test pieces of Examples 1 to 3 (unconstrained vibration damping sheets) were obtained. It was confirmed that the compound represented by the following chemical formula contained a compound in which PVC and DCHBSA were dipole-bonded and a compound in which PVC and DCHBSA were dipole-bonded. ① (PVC-DCHBSA)

④ (PVC—DCHP)

= Dipole coupling In addition, the loss factor was determined for each of the test pieces of Examples 4 and 5 and Comparative Example 2.

(7) was measured. The loss factor (7) was measured using a dynamic viscoelasticity measurement tester (Leoviveron DDV-25FP, manufactured by Orientec Co., Ltd.). Figure 5 shows the measurement results of the loss factor (71) of each test piece. From Fig. 5, the test pieces of Examples 4 and 5 show that the absorption performance of vibration energy, that is, the loss coefficient (7?), Is about 5 to 7 times that of Comparative Example 2. Therefore, the non-constrained vibration damping material of the present invention far exceeds the absorption performance of the conventional non-constrained vibration damping material, and has excellent vibration energy absorption performance comparable to that of the constrained vibration damping material. I understand that you are doing. 24 Next, an example of application to a sound absorbing material is shown. 6 to 8 show the sound absorbing material, and FIG. 6 shows a sound absorbing film 13 formed by adding 100 parts by weight of DCHB SA to 100 parts by weight of PVC and forming a film to a thickness of 1 mm. A sound-absorbing sheet 15 in which a sound-absorbing short fiber 14 obtained by adding 100 parts by weight of DCHBSA to 100 parts by weight of PVC is spun. FIG. 8 shows an open-cell foamed polyurethane molded product 16 to which 100 parts by weight of DCHBSA was added. Analysis of the polymer structure of the sound-absorbing film 13, the sound-absorbing short fiber 14, and the open-cell foamed polyolefin foam 16 shown in Figs. 6 to 8 above, all of which are represented by the following chemical formulas Thus, it was confirmed that a compound in which PVC and DCHBSA were dipole-bonded was contained.

(Hereinafter the margin) O 00/36023

① (PVC—DCHBSA)

H H H H

In FIG. 9, the sound absorbing film 13 of FIG. 6 is disposed inside a sound absorbing material 18 made of glass fiber 17 which has been used conventionally. In this case, the thickness of the sound-absorbing material 18 can be reduced significantly, and low-frequency sounds of 500 Hz or less, which cannot be absorbed by the conventional sound-absorbing material, can be reliably captured and absorbed. FIG. 10 shows the sound absorbing short fibers 14 contained in the open-cell foamed polyurethane molding 16. FIGS. 11 and 12 show a paper 19 or a woven fabric 20 made or woven as a part of the sound absorbing short fiber 14 shown in FIG. These have excellent sound absorption properties and are extremely useful as wall materials and floor materials. Next, an example in which the present invention is applied to a shock absorbing material will be described. A mixture of 100 parts by weight of CPE and 100 parts by weight of DCHB SA is 6 types of 29.0 mm in diameter, 2 mm, 3 mm, 5 mm, 6 mm, 9 mm and 12.7 mm in thickness. It was formed into a right circular cylinder (Example 6). With respect to the molded article (shock absorbing material) according to Example 6, the structure of the volimer constituting the molded article was analyzed, and the structure was represented by the following chemical formula. It was confirmed that the compound contained a dipole-bond between £ and 0,183,188.

⑤ (CPE—DCHBSA)

H H H H H

Dipole coupling

A urethane resin was used in place of CPE, and DCHB SA was not blended, and these were molded into six types of right circular cylinders having the same thickness as in Example 6 (Comparative Example 3), and NBR was used in place of CPE. However, this was molded into six types of right circular cylinders having different thicknesses as in Example 6 without blending DCHB SA (Comparative Example 4). BR was used instead of CPE, and DCHB SA was not blended. Formed into six types of right circular cylinders having different thicknesses as in Example 6 (Comparative Example 5), an acrylic resin was used instead of CPE, and the same thickness as in Example 6 was used without mixing DCHBSA. Molded into six types of right circular cylinders of different shapes (Comparative Example 6), using sorbosein (ether-based polyurethane) instead of CPE, and having the same thickness as in Example 6 without blending DCHBSA. '' JIS for each sample of 6 types of straight cylinders (Comparative Example 7)

Measures rebound resilience based on the rebound resilience test specified in K 630 1—1975 did. Figure 13 shows the results. The rebound resilience was measured using the test equipment shown in Figs. The iron bar in the test apparatus was hung horizontally by four suspension strings, the striking end of which was in the form of a hemisphere with a diameter of 12.7 mm and the other end provided with a pointer. The length of the iron bar was about 356 mm. A round bar with a diameter of 12.7 mm and a mass of 350 g was used. The suspension height of the horizontal bar was 2000 mm, and the drop height was 100 mm vertically. The scale plate in the test equipment shall be 625 mm in horizontal length and 2,000 mm in radius of the circular arc, and the pointer shall be at the position of 0 when the iron bar is freely suspended, and the striking end shall just touch the surface of the test piece. Was adjusted. From Fig. 13 it can be seen that the rebound resilience of the shock absorbing material of Example 6 is about 2%, which is very good, whereas the shock absorbing material of Comparative Example 7, which has been conventionally used as a shock absorbing material, is about 8%. It was 18%, which was about 30 to 55% in other Comparative Examples 3 to 6, indicating that sufficient impact absorption performance was not exhibited. In addition, the test results show that the shock absorbing material of Example 6 exhibited excellent shock absorbing performance regardless of thickness variation, so that excellent shock absorbing performance was ensured regardless of whether it was thin or thick. It can be expected to be applicable to a wide range of applications and locations. Next, the amount of DCHBSA in Example 6 was changed to 70 parts by weight (Example 7), 50 parts by weight (Example 8), 30 parts by weight (Example 9), and 0 parts by weight (Comparative Example 8). Except for this, six samples were obtained in the same manner as in Example 6. The rebound resilience was measured for each of the obtained samples in the same manner as in Example 6, and the results are shown in FIG. 18 together with the measurement results for the sample of Example 6. Incidentally, also in Examples 7 to 9 described above, the structure of the polymer constituting each molded product (shock absorber) was analyzed in the same manner as in Example 6, and although the content was different, all of Examples 6 to 9 were used. A compound in which the same CPE and DCHBS A were dipole-bound was confirmed. Was. From Fig. 18, the shock absorbing material of Comparative Example 8 not containing DCHBS A has a rebound resilience of about 13 to 26%, whereas the shock absorbing material of Example 9 has a rebound of about 6 to 17%. Approximately 4 to 11% of the shock absorbers in Example 8, approximately 3 to 8% of the shock absorbers of Example 7, approximately 2 to 3% of the shock absorbers of Example 6, and a dipole of CPE and DCHBS A It can be seen that the performance increases as the content of the bound compound increases. In addition, it was confirmed that as the content of the compound increased from Example 9 to Example 6, excellent impact absorption performance was exhibited regardless of the thickness variation.

Two

8

Next, an example in which the present invention is applied to an electromagnetic wave absorber will be described. DCHBS A is blended with CPE and kneaded, and the kneaded material is formed into a lmm-thick sheet between rollers. The obtained sheet was cut into a size of 20 Omm X 20 Omm to obtain a test piece. The mixing ratio (parts by weight) of CPE and DCHBSA was 100Z0 (Example 9), 100/30 (Example 10), 100Z50 (Example 11), 100Z70 (Example 12). , 100/100 (Example 13). When the structures of the polymers constituting each of the test pieces of Examples 11 to 13 and Comparative Example 9 were analyzed, the CPE and DCHBSA represented by the following chemical formula, although their contents differed, were bipolar. It was confirmed that the compound contained a child bond.

(Hereinafter the margin) ⑤ (CPE—DCHBSA)

H H H H H

Dipole coupling

The electromagnetic wave absorption performance (db) of each of the test pieces of Examples 11 to 13 and Comparative Example 9 was measured. The result is shown in FIG. In addition, the measurement of the electromagnetic wave absorption performance (db) was performed using an electromagnetic wave shielding property evaluation device (TR-17301 manufactured by Advantest Corporation). The conditions used were an electric field of 10 MHz to 1000 MHz. From FIG. 19, it was confirmed that as the content of the compound in which CPE and DCHBSA are dipole-bonded increases, the electromagnetic wave absorption performance (db) also increases. Next, an example applied to a piezoelectric material will be described. 100 parts by weight of PVC was mixed with 100 parts by weight of DCHBS A (at this time, the sample temperature was 22 ° C), and the mixture was formed into a plate having a thickness of lmm, 15 Omm in length and 5 Omm in width, Electrodes of silver paste (Asahi Chemical Laboratory Co., Ltd., LS-506J, length 14 OmmX width 4 Omm) were formed on both surfaces to obtain a sample (Example 14).

Except for blending 2HPMMB with 100 parts by weight of PVC per 100 parts by weight In the same manner as in Example 14, a sample (Example 15) was produced.

A sample (Example 16) was produced in the same manner as in Example 14 except that 100 parts by weight of ECDP A was mixed with 100 parts by weight of PVC.

A sample (Comparative Example 10) was produced using PVC alone in the same manner as in Example 14. First, for the samples of Examples 14 to 16 and Comparative Example 10, the structure of the polymer constituting each sample was analyzed. The sample according to Example 14 was PVC and DCHBSA represented by the following chemical formulas. It was confirmed that the compound contained a dipole-bonded compound.

① (PVC—DCHBSA)

H H H H

Child bond

It was confirmed that the sample according to Example 15 contained a compound represented by the following chemical formula, in which PVC and 2HPMMB were coupled together. ③ (PVC—2HPMMB) HHHHHHHHH One C One C One C One C One C One C One C One C One C One

c. c-oo

Combination

H 8

It was confirmed that the sample according to Example 16 contained a compound represented by the following chemical formula, in which PVC and ECDPA were dipole-bonded.

② (PVC--ECDPA)

H H H H H H H H H One C one C one C one C one C one C one C one C one C one

H GI H CI H CI

^

CM C 0C " ₂ H, c C

Bipolar ^ 锆 The piezoelectric performance of each of the samples of Examples 14 to 16 and Comparative Example 10 was measured. As shown in Fig. 20, the electrodes on both sides of the sample 21 were electrically connected to the voltmeter 22 as shown in Fig. 20, and this was placed on the base 23. A ball 24 (diameter 20 mm, weight 32.6 g) is dropped, and the maximum voltage generated at sample 21 is read by a voltmeter 22 times at that time.The average value is displayed as the piezoelectric performance. The values are shown in Table 1. For comparison, each of the samples of Examples 14 to 16 and Comparative Example 10 was subjected to a polling treatment (polarization treatment), and the piezoelectric performance was measured in the same manner. The polling treatment was performed by applying a 1 KV DC current to each sample for 1 hour in an oil bath at 100 ° C, cooling to room temperature in that state, and removing the imprint. table 1

Table 1 shows that Comparative Example 10 had a low value of 1.36: 11 or 1.88 mV, regardless of the presence or absence of polarization, while those of Examples 14 to 16 that were not polarized However, it showed an extraordinarily high value of about 90 to 11 OmV. Also polling The numerical value of the treated example 15 is about 70 times that of the comparative example 10 similarly subjected to the polling treatment, and the above-mentioned compound (material components and DCHBSA or 2 Dipole-bonding with active components such as HPMMB) greatly contributed to the improvement of piezoelectric performance. FIG. 21 shows a pellet formed by adding 100 parts by weight of DCHBSA to 100 parts by weight of PVC, and analyzing the structure of the polymer constituting the pellet 25. It was confirmed that a compound represented by the following formula, in which PVC and DCHB SA were dipole-bonded, was contained.

① (PVC-DCHBSA)

H H H H

Endothermic fibers can be obtained by melt-spinning the pellet 25 of

Claims

Scope of word blue

1. An energy conversion compound characterized in that a component constituting a material having an energy conversion function and an active component that increases the amount of dipole moment in the material are dipole-bonded.

2. Materials with energy conversion function are polyvinyl chloride (PVC), chlorinated polyethylene (CPE), acryl nitrile polyethylene (ANPE), polyethylene (PE), polypropylene (PP), ethylene-vinyl acetate Coalescing, methyl polymethacrylate, polyvinylidene fluoride, polyisoprene, polystyrene

(PS), styrene-butadiene-acrylonitrile copolymer (ABS), styrene-acrylonitrile copolymer (AS), acrylonitrile-butadiene rubber

(NBR), Acrylic rubber (ACR), Styrene-butadiene rubber (SBR), Butadiene rubber (BR), Natural rubber (NR), Isoprene rubber (IR), Black rubber (CR), Polyester (PET), Polyurethane, The energy conversion compound according to claim 1, wherein the energy conversion compound is at least one selected from the group consisting of a polyamide, a polymer, a polyvinylidene, a polyacrylonitrile, a polyvinyl alcohol (PVA), and a cellulose. .

3. The energy conversion compound according to claim 1, wherein the material having the energy conversion function is a glycol.

4. The energy conversion compound according to claim 1, wherein the material having the energy conversion function is water.

5. The energy conversion compound according to claim 1, wherein the active ingredient is one or more selected from compounds having a benzothiazyl group.

6. The energy conversion compound according to any one of claims 1 to 4, wherein the active ingredient is one or more selected from compounds having a benzotriazole group.

7. The energy conversion compound according to claim 1, wherein the active ingredient is at least one compound selected from compounds having a diphenylacrylate group.

8. The energy conversion compound according to any one of claims 1 to 4, wherein the active ingredient is one or more selected from compounds having a benzophenone group.

9. The active ingredient is one or more selected from esters of fluoric acid having a structure represented by the following chemical formula: 12. The energy conversion compound according to item 1. Chemical formula

(In the formula, R is any one of a phenyl group, a cyclohexyl group, a cyclopentyl group, a cyclooctyl group, a 4-methylcyclohexyl group, or any two of these groups.)

10. A vibration damping material comprising one or more energy conversion compounds according to any one of claims 1 to 9.

11. The damping material according to claim 10, wherein the damping material is an unconstrained damping material.

12. The damping material according to claim 10, wherein the damping material is a damping paint.

13. A sound-absorbing material comprising one or more energy conversion compounds according to any one of claims 1 to 9.

14. The sound absorbing material according to claim 13, wherein the sound absorbing material is a sound absorbing film.

15. The sound absorbing material according to claim 13, wherein the sound absorbing material is a foamed sound absorbing body.

16. The sound absorbing material according to claim 13, wherein the sound absorbing material is a sound absorbing fiber.

17. An impact-absorbing material comprising one or more energy conversion compounds according to any one of claims 1 to 9.

18. An electromagnetic wave absorbing material comprising one or more energy conversion compounds according to any one of claims 1 to 9.

19. The electromagnetic wave absorbing material according to claim 18, wherein the electromagnetic wave absorbing material is an electromagnetic wave absorbing paint.

20. An anti-vibration material comprising one or more energy conversion compounds according to any one of claims 1 to 9.

21. A piezoelectric material comprising one or more energy-converting compounds according to any one of claims 1 to 9.

22. A viscous fluid comprising one or more energy-converting compounds according to any one of claims 1 to 9.

23. A polar liquid comprising one or more energy-converting compounds according to any one of claims 1 to 9.

24. A battery material comprising one or more energy-converting compounds according to any one of claims 1 to 9.