JP2014047222A - Thermoplastic polyester elastomer and molding consisting of the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a thermoplastic polyester elastomer excellent in terms of both vibration-damping performance and heat resistance.SOLUTION: In the provided thermoplastic polyester elastomer, a hard segment consisting of a polyester constituted by a dicarboxylic acid component and a diol component consisting principally of 1,4-butanediol and a soft segment consisting of an aliphatic polycarbonate having a diol component consisting principally of an aliphatic diol having 5-12 carbon atoms are coupled; 90-70 mol% of terephthalic acid or 2,6-naphthalenedicarboxylic acid and 10-30 mol% of isophthalic acid are included with respect to the entire dicarboxylic acid component used for the hard segment.

Description

  The present invention relates to a thermoplastic polyester elastomer excellent in vibration damping properties and a molded product thereof, and is used as various structural members such as general machines, building structures, vehicles, home appliances, and OA equipment. More specifically, it is suitable as a molding material for elastic yarns and boots, gears, tubes, packings, etc., for example, those requiring damping, heat resistance and durability, such as automobiles and home appliance parts.

  In recent years, with the development of transportation facilities and the approach of residential areas to industrial zones, the problem of noise and vibration has become a social problem as pollution. Also, in the living space, there is a tendency to demand improvement so as to suppress noise and vibration and to provide a comfortable living environment. Correspondingly, it is required to impart vibration damping performance to a member that contacts a metal material that is a noise source or a vibration source.

  Here, the damping performance is a function that absorbs vibration energy of the member itself that generates noise and vibration, converts it into thermal energy, attenuates vibration speed or vibration amplitude, and reduces acoustic radiation and vibration. That is.

  As one method for imparting vibration damping properties, a composite vibration damping material having a multilayer structure in which an intermediate layer having viscoelasticity is sandwiched between metal materials has been proposed. In general, the damping performance of such a damping material depends on the viscoelasticity of the intermediate layer. This damping performance can be evaluated by a loss factor (tan δ (δ is a loss angle), a measure for converting vibration energy from the outside into heat energy by internal friction), and tan δ is the glass transition temperature (Tg) of each resin. ) Shows a maximum value in the vicinity, and it is known that the damping performance is exhibited most in the vicinity of the maximum peak temperature. However, the maximum peak temperature region of the loss tangent (tan δ) is narrow in ordinary resins.

  Conventionally, as a viscoelastic intermediate layer of such a vibration damping material, a polyester resin alone (for example, see Patent Document 1), a material to which a plasticizer is added (for example, see Patent Document 2), or an organic layer. Materials cross-linked by blending oxides (see, for example, Patent Document 3 and Patent Document 4) have been proposed. However, their damping performance is low.

  In addition, a technology using a polyurethane foam resin (for example, see Patent Document 5) and a polyamide resin (for example, see Patent Document 6) are known. However, these have a problem of water absorption, limited processing, and low durability.

  As a method of expanding the effective temperature range of the vibration damping material, a technique of compounding two or three resins having different Tg (see Patent Document 7 and Patent Document 8), a technique of blending rubber (Patent Document 9, 10). However, in the resin composition, the compatibility with each resin is poor, it is difficult to uniformly disperse other components in the main component, and the interaction force at the resin / resin or resin / rubber interface is low, As a result, the resin composition may have reduced mechanical strength as a vibration damping material.

  Furthermore, there is copolymerization as a technology for compounding resins having different Tg, and a crystalline polyester such as polybutylene terephthalate (PBT) and polybutylene naphthalate (PBN) is used as a hard segment, and polytetramethylene glycol ( Thermoplastic polyester elastomers having a soft segment of polyester such as polyoxyalkylenes such as PTMG) and / or polycaprolactone (PCL) and polybutylene adipate (PBA) are known. However (for example, patent document 11), these have the problem that heat resistance falls, so that the weight percentage of a soft segment is raised in order to improve damping performance. Moreover, since these conventional thermoplastic resins have a narrow tan δ half-value width, there is a problem that the damping performance can be exhibited only in a narrow temperature range.

JP 50-143880 A JP-A-51-93770 JP 51-41080 Japanese Patent Laid-Open No. 51-83640 Japanese Patent Laid-Open No. 51-91981 JP 56-159160 A JP-A-62-295949 JP-A-63-202446 JP-A-8-176352 Japanese Patent Laid-Open No. 2005-41943 JP 2003-192778 A

  An object of the present invention is to solve the problems of the above-described conventional resins and resin compositions, and to provide a thermoplastic polyester elastomer having both excellent vibration damping performance and heat resistance.

As a result of diligent studies for achieving the above object, isophthalic acid is used for all dicarboxylic acid components used in a hard segment composed of polyester composed of a dicarboxylic acid component and a diol component mainly composed of 1,4-butanediol. The present invention has been completed by finding that it is important to copolymerize within a specific range. That is, the present invention has the following configuration.
[1] From a hard segment composed of a polyester composed of a dicarboxylic acid component and a diol component mainly composed of 1,4-butanediol, and an aliphatic polycarbonate mainly composed of an aliphatic diol having 5 to 12 carbon atoms as a diol component A thermoplastic polyester elastomer formed by bonding soft segments, wherein 90 to 70 mol% of terephthalic acid or 2,6-naphthalenedicarboxylic acid and 10 of isophthalic acid are used with respect to all dicarboxylic acid components used in the hard segment. A thermoplastic polyester elastomer containing ˜30 mol%.

[2] The thermoplastic polyester elastomer according to [1], wherein the amount of the hard segment is 65 to 95% by mass, and the maximum value of loss tangent (tan δ) of the thermoplastic polyester elastomer is 0.18 or more.
[3] The thermoplastic polyester elastomer according to any one of [1] and [2], wherein the thermoplastic polyester elastomer has a melting point of 175 to 225 ° C.

[4] A sheet or molded article comprising the thermoplastic polyester elastomer according to any one of [1] to [3].
[5] A vibration damping material configured using the thermoplastic polyester elastomer according to any one of [1] to [3].

The thermoplastic polyester elastomer of the present invention is simple in that it contains 90 to 70 mol% of terephthalic acid or 2,6-naphthalenedicarboxylic acid and 10 to 30 mol% of isophthalic acid, based on the total dicarboxylic acid component of the hard segment. This method has the advantage that a high-quality thermoplastic polyester elastomer having the following characteristics can be produced economically and stably.
The polyester elastomer obtained in the present invention has excellent vibration damping performance and excellent heat resistance. Due to this characteristic, it can be used as various molding materials including sheets.

Hereinafter, the thermoplastic polyester elastomer of the present invention will be described in detail.
In the thermoplastic polyester elastomer of the present invention, a normal aromatic dicarboxylic acid is widely used as the dicarboxylic acid constituting the hard segment polyester, and the main aromatic dicarboxylic acid needs to be terephthalic acid or naphthalenedicarboxylic acid. As content of this copolymerization component, it is necessary to be 90-70 mol%, Preferably it is 90-75 mol%, More preferably, it is 90-80 mol%. Furthermore, isophthalic acid needs to be 10-30 mol%, preferably 10-25 mol%, more preferably 10-20 mol%. When the amount of isophthalic acid is less than 10 mol%, the vibration damping performance is lowered, and when it exceeds 30 mol%, the melting point is lowered and the heat resistance is lowered.
Other acid components include diphenyl dicarboxylic acid, aromatic dicarboxylic acid such as 5-sodium sulfoisophthalic acid, cycloaliphatic dicarboxylic acid, alicyclic dicarboxylic acid such as tetrahydrophthalic anhydride, succinic acid, glutaric acid, adipic acid, azelain Examples thereof include aliphatic dicarboxylic acids such as acid, sebacic acid, dodecanedioic acid, dimer acid, and hydrogenated dimer acid. These are used within a range that does not significantly lower the melting point of the resin, and the amount thereof is less than 20 mol%, more preferably less than 10 mol% of the total acid component. When it is contained in an amount of 20 mol% or more, the crystallinity is lowered and the elastomer properties are not obtained.

  In the thermoplastic polyester elastomer of the present invention, the main component of the diol constituting the hard segment polyester needs to be 1,4-butanediol. Mainly intended to be 80 mol% or more, and other diol components include ethylene glycol, 1,3-propylene glycol, 1,5-pentanediol, 1,6-hexanediol, and 1,8-octanediol. Etc. As a diol constituting the polyester of the hard segment, 1,4-butanediol is preferably 90 mol% or more, more preferably 95 mol% or more, and may be 100 mol%.

  The component constituting the hard segment polyester is preferably a butylene terephthalate / butylene isophthalate unit or a butylene naphthalate / butylene isophthalate unit in terms of physical properties and moldability. Butylene terephthalate / butylene isophthalate is More preferable in terms of cost. In the case of naphthalate units, 2,6 are preferable.

  Moreover, the aromatic polyester suitable as polyester which comprises the hard segment in the thermoplastic polyester elastomer of this invention can be easily obtained according to the manufacturing method of a normal polyester. In addition, it is generally desirable that the polyester has a number average molecular weight of 10,000 to 40,000.

  Moreover, the aliphatic polycarbonate chain which comprises the soft segment in the thermoplastic polyester elastomer of this invention needs to consist mainly of a C5-C12 aliphatic diol residue. The aliphatic diol residue having 5 to 12 carbon atoms is preferably 80 mol% or more, more preferably 90 mol% or more, and may be 100 mol%, among all aliphatic diol residues of the aliphatic polycarbonate. Examples of these aliphatic diols include 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 2,2-dimethyl-1,3-propanediol, 3-methyl-1, Examples include 5-pentanediol, 2,4-diethyl-1,5-pentanediol, 1,9-nonanediol, and 2-methyl-1,8-octanediol. An aliphatic diol having 5 to 12 carbon atoms is preferable from the viewpoint of flexibility and low temperature characteristics of the obtained thermoplastic polyester elastomer. These components may be used alone or in combination of two or more as required, based on the case described below. Other than these aliphatic diols, ethylene glycol, 1,3-propylene glycol, 1,4-butanediol and the like can be used as long as they are 20 mol% or less.

  The aliphatic polycarbonate diol constituting the soft segment of the thermoplastic polyester elastomer in the present invention preferably has a low melting point (for example, 70 ° C. or lower) and a low glass transition temperature. In general, an aliphatic polycarbonate diol composed of 1,6-hexanediol used to form a soft segment of a thermoplastic polyester elastomer has a low glass transition temperature of around -60 ° C and a melting point of around 50 ° C. The low temperature characteristics are favorable, which is preferable. In addition, it is obtained by copolymerizing an appropriate amount of 3-methyl-1,5-pentanediol, 1,9-nonanediol and 2-methyl-1,8-octanediol with the aliphatic polycarbonate diol. The aliphatic polycarbonate diol is preferable because it has a glass transition point slightly higher than that of the original aliphatic polycarbonate diol, but the melting point is lowered or becomes amorphous, and the low-temperature characteristics may be improved.

  The aliphatic polycarbonate diol is not necessarily composed of only the polycarbonate component, and may be obtained by copolymerizing a small amount of other glycol, dicarboxylic acid, ester compound, ether compound, or the like. Examples of copolymer components include, for example, dimer diols, hydrogenated dimer diols and glycols such as modified products thereof, dicarboxylic acids such as dimer acid and hydrogenated dimer acid, aliphatic, aromatic or alicyclic dicarboxylic acids Examples thereof include poly or oligoesters composed of glycol, polyesters or oligoesters composed of ε-caprolactone, polyalkylene glycols such as polytetramethylene glycol and polyoxyethylene glycol, or oligoalkylene glycols.

  The copolymer component can be used to such an extent that the effect of the aliphatic polycarbonate segment is not substantially lost. Specifically, it is preferably 40 parts by mass or less, more preferably 30 parts by mass or less, and still more preferably 20 parts by mass or less with respect to 100 parts by mass of the aliphatic polycarbonate segment. When the amount of copolymerization is too large, the resulting thermoplastic polyester elastomer has poor heat resistance.

  In the thermoplastic polyester elastomer of the present invention, the mass ratio (content of hard segment) between the polyester constituting the hard segment and the aliphatic polycarbonate and copolymer component constituting the soft segment is preferably as follows. The hard segment is preferably 65% by mass or more, and more preferably 70% by mass or more. The hard segment is preferably 95% by mass or less, more preferably 90% by mass or less, and still more preferably 88% by mass or less. If the hard segment is above 95% by mass, it does not have elastomer properties, and if it is below 65% by mass, the heat resistance is poor.

  In the thermoplastic polyester elastomer of the present invention, the maximum value of the loss tangent (tan δ) is preferably 0.18 or more, more preferably 0.20 or more. If the maximum value of tan δ is lower than 0.18, the vibration damping performance is poor. In the case of the polymer composition of the present invention, the upper limit is 0.40 or less.

  The thermoplastic polyester elastomer of the present invention is a polyester elastomer obtained by bonding a hard segment made of polyester as described above and a soft segment made of aliphatic polycarbonate. Here, the term “bonded” means that the hard segment and the soft segment are not bonded by a chain extender such as an isocyanate compound, but the units constituting the hard segment and the soft segment are directly bonded by an ester bond or a carbonate bond. The state that is. For example, it is preferable to obtain the polyester constituting the hard segment, the polycarbonate constituting the soft segment, and if necessary, various copolymerization components while melting and repeating the transesterification reaction and depolymerization reaction for a certain period of time (hereinafter referred to as blocking reaction). Sometimes called).

  The blocking reaction is preferably performed at a temperature within the range of the melting point of the polyester constituting the hard segment to the melting point + 30 ° C. In this reaction, as the active catalyst species in the system, any catalyst used for polyester polymerization is used. The concentration is arbitrarily set according to the temperature at which the reaction is carried out. That is, since the transesterification and depolymerization proceed rapidly at higher reaction temperatures, it is desirable that the active catalyst concentration in the system be low, and that there is some concentration of active catalyst at lower reaction temperatures. It is desirable that

  The above reaction can be carried out by arbitrarily determining a combination of reaction temperature, catalyst concentration, and reaction time. That is, the appropriate values of the reaction conditions vary depending on various factors such as the types and amount ratios of the hard segments and soft segments to be used, the shape of the apparatus to be used, and the stirring conditions.

  The optimum value of the reaction conditions is, for example, when the melting point of the obtained thermoplastic polyester elastomer and the melting point of the polyester used as the hard segment are compared, and the difference is 2 ° C to 60 ° C. When the difference in melting point is less than 2 ° C., both segments are not mixed or / and reacted, and the resulting polymer exhibits inferior elastic performance. On the other hand, when the difference in melting point exceeds 60 ° C., the block property of the obtained polymer is lowered due to the remarkable progress of the transesterification reaction, and crystallinity, elastic performance and the like are lowered.

  It is desirable that the remaining catalyst in the molten mixture obtained by the above reaction is deactivated as completely as possible by any method. When the catalyst remains more than necessary, it is considered that the transesterification further proceeds during compounding or molding, and the physical properties of the obtained polymer fluctuate.

  This deactivation reaction can be performed, for example, in the manner described above, i.e., phosphorous acid, phosphoric acid, triphenyl phosphate, tristriethylene glycol phosphate, orthophosphoric acid, carbethoxydimethyl phosphonate, triphenyl phosphite, trimethyl phosphate, trimethyl phosphite, etc. Although it is carried out by adding a phosphorus compound or the like, it is not limited to this.

  The thermoplastic polyester elastomer of the present invention may contain a trifunctional or higher polycarboxylic acid or polyol only in a small amount. For example, trimellitic anhydride, benzophenone tetracarboxylic acid, trimethylolpropane, glycerin and the like can be used.

  In the present invention, when the main hard segment is a polybutylene terephthalate / butylene isophthalate unit, the thermoplastic polyester elastomer obtained preferably has a melting point of 175 to 215 ° C. More preferably, it is 185-215 degreeC.

  Moreover, in this invention, when the main hard segment is a polybutylene naphthalate / butylene isophthalate unit, it is preferable that melting | fusing point of the thermoplastic polyester elastomer obtained is 180-225 degreeC. More preferably, it is 190-225 degreeC.

  As described above, when the transesterification progresses remarkably, the block property of the polymer is lowered and the above melting point cannot be achieved. As will be described below, the thermoplastic polyester elastomer of the present invention is subjected to a blocking reaction by increasing the molecular weight of the aliphatic polycarbonate diol in advance (preferably 5000 to 80000).

  The method for adjusting the molecular weight of the aliphatic polycarbonate diol in the present invention is not limited. For example, the molecular weight of a commercially available aliphatic polycarbonate diol is lower than the preferred molecular weight range of the present invention. A method in which the molecular weight is adjusted by increasing the molecular weight of a molecular weight aliphatic polycarbonate diol in advance with a chain extender is preferred. That is, it is preferable to carry out the reaction by increasing the molecular weight in advance with a chain extender and adjusting the molecular weight of the aliphatic polycarbonate diol so as to be within the above optimized range, and then supplying it to the blocking reaction. These are simple methods of changing the charging ratio of the low molecular weight aliphatic polycarbonate diol and the chain extender, and can cope with any desired molecular weight using a commercially available low molecular weight aliphatic polycarbonate diol.

  In the present invention, it is preferable to produce a polyester composed of an aromatic dicarboxylic acid and an aliphatic or alicyclic diol and the aliphatic polycarbonate diol obtained by increasing the molecular weight in a molten state. If the requirements are satisfied, the production conditions and the like are not limited, but for example, the following method is preferable.

  For example, a predetermined amount of poly (butylene terephthalate / butylene isophthalate) and a polycarbonate diol composed of high molecular weight 1,6-hexanediol are charged into a reaction vessel at once, and oxygen in the reaction vessel is charged with an inert gas. After the removal, the pressure in the reaction can is reduced. The pressure in the reaction vessel is preferably 400 Pa or less. 270 Pa or less is more preferable, and 140 Pa or less is more preferable. The reaction is allowed to proceed at a temperature 5 to 40 ° C. higher than the melting point of polybutylene terephthalate while dissolving the reaction product while stirring and gradually raising the temperature while maintaining the degree of vacuum. The temperature difference is more preferably 7 to 35 ° C higher, and more preferably 10 to 30 ° C higher. When the temperature difference is lower than 5 ° C., poly (butylene terephthalate / butylene isophthalate) is solidified and cannot be uniformly mixed, so that the quality of the obtained thermoplastic polyester elastomer may vary. On the other hand, if the temperature is higher than 40 ° C., the reaction proceeds too quickly, and thus a randomized thermoplastic polyester elastomer having poor heat resistance is produced. The reaction time is preferably shorter than 360 minutes, more preferably shorter than 300 minutes, and even more preferably shorter than 240 minutes. If the reaction time is too long, the production cycle will be extended and the production cost will increase. When each raw material becomes uniform, the reaction is terminated, stirring is stopped, the molten thermoplastic polyester elastomer is taken out from the take-out port at the bottom of the reaction can, cooled and solidified, and heated with a chip cutter such as a strand cutter. A plastic polyester elastomer chip is obtained.

  Furthermore, the thermoplastic polyester elastomer of the present invention can be blended with various additives depending on the purpose to obtain a composition. Additives include known hindered phenol-based, sulfur-based, phosphorus-based, amine-based antioxidants, hindered amine-based, triazole-based, benzophenone-based, benzoate-based, nickel-based, salicyl-based light stabilizers, antistatic agents, etc. Agents, lubricants, molecular modifiers such as peroxides, epoxy compounds, isocyanate compounds, compounds having reactive groups such as carbodiimide compounds, metal deactivators, organic and inorganic nucleating agents, neutralizing agents, control agents Acid agents, antibacterial agents, fluorescent brighteners, fillers, flame retardants, flame retardant aids, organic and inorganic pigments, and the like can be added.

  As a method for blending these additives, they can be blended using a kneader such as a heating roll, an extruder, or a Banbury mixer. Moreover, it can add and mix in the oligomer before the transesterification reaction or polycondensation reaction at the time of manufacturing a thermoplastic polyester elastomer resin composition.

Hereinafter, the present invention will be specifically described with reference to Examples and Comparative Examples, but is not limited thereto. In this specification, each measurement was performed according to the following method.
(1) Reduced viscosity of thermoplastic polyester elastomer 0.05 g of thermoplastic polyester elastomer was dissolved in 25 mL of a mixed solvent (phenol / tetrachloroethane = 60/40 (mass ratio)) and measured at 30 ° C. using an Ostwald viscometer. .

(2) Melting point (Tm) of thermoplastic polyester elastomer
Thermoplastic polyester elastomer dried under reduced pressure at 50 ° C. for 15 hours was measured by using a differential scanning calorimeter DSC-50 (manufactured by Shimadzu Corporation) at a rate of 20 ° C./min from the room temperature. did. In addition, 10 mg of a measurement sample was weighed in an aluminum pan (TA Instruments, product number 900793.901), sealed with an aluminum lid (TA Instruments, product number 900794.901), and measured in a nitrogen atmosphere. .

(3) Tensile modulus of thermoplastic polyester elastomer The pellets of thermoplastic polyester elastomer dried under reduced pressure at 80 to 100 ° C. for 5 to 12 hours are sandwiched between iron plates while being heated at 200 to 220 ° C., and the thickness is 0.2 to 0. A 5 mm sheet was obtained. Using this, the tensile elastic modulus was measured according to ASTM D638.

(4) Vibration damping (tan δ)
The thermoplastic polyester elastomer pellets dried under reduced pressure at 80 to 100 ° C. for 5 to 12 hours were sandwiched with an iron plate while being heated at 200 to 220 ° C. to obtain a sheet having a thickness of 0.2 to 0.5 mm. It measured with the dynamic viscoelasticity measuring apparatus (UBE company Rheogel-E4000) using this molded article.
Measurement temperature range: -80 ° C to 150 ° C
Temperature rising condition: 2 ° C / min
Here, tan δ is an expression tan δ = E ″ (dynamic loss elastic modulus) / E ′ (dynamic storage) when a periodic stimulus of 11 Hz is applied to the test piece and a strain (or stress) is observed as a response. The loss angle in the relationship represented by (elastic modulus) is shown.

Method for producing aliphatic polycarbonate diol:
Aliphatic polycarbonate diol (Ube Industries, Ltd. carbonate diol UH-CARB200, molecular weight 2000, 1,6-hexanediol type) 100 parts by mass and diphenyl carbonate 8.6 parts by mass were respectively charged and reacted at a temperature of 205 ° C. and 130 Pa. It was. After 2 hours, the contents were cooled and the polymer was removed. The molecular weight was 10,000.

Molecular weight of aliphatic polycarbonate diol Aliphatic polycarbonate diol sample was dissolved in deuterated chloroform (CDCl ₃ ), and the end group was calculated by measuring H-NMR, and determined by the following formula.
Molecular weight = 1000000 / ((Terminal group weight (equivalent / ton)) / 2)

Number average molecular weight of aromatic polyester (Mn)
The value was calculated according to the following formula using the value of reduced viscosity (ηsp / c) determined by the same method as that for measuring the reduced viscosity of the thermoplastic polyester elastomer.
ηsp / c = 1.919 × 10 ⁻⁴ × Mn ^0.8929 −0.0167

Example 1
A number average molecular weight of 30,000, 11 parts by mass of 11 mol% isophthalic acid copolymerized polybutylene terephthalate (PBTI) and 15 parts by mass of a polycarbonate diol having a number average molecular weight of 10000 prepared by the above method are 225 ° C. to 245 ° C. under 130 Pa. Stir for hours. After confirming that the resin became transparent, the contents were taken out and cooled to obtain a polymer. Each physical property of the obtained polymer was measured, and the result is shown in Table 1. The thermoplastic polyester elastomer obtained in this example had good properties and high quality.

Examples 2-5
The thermoplastic polyester elastomer of Examples 2-5 was obtained using what changed the isophthalic acid copolymerization amount in PBTI of Example 1, and what changed the mass ratio of aliphatic polycarbonate diol (number average molecular weight 10,000). The amount of isophthalic acid copolymerization in PBTI was obtained by adjusting the amount of isophthalic acid charged. The thermoplastic polyester elastomer obtained in this example had the same high quality as the thermoplastic polyester elastomer obtained in Example 1. The results are shown in Table 1.

Example 6
A number average molecular weight of 30,000, 16 mol% isophthalic acid copolymerized polybutylene naphthalate (PBNI) 85 parts by mass and 15 parts by mass of a polycarbonate diol having a number average molecular weight of 10000 prepared by the above-mentioned method at 225 ° C. to 250 ° C. under 130 Pa. Stir for 1 hour. After confirming that the resin became transparent, the contents were taken out and cooled to obtain a polymer. Each physical property of the obtained polymer was measured, and the result is shown in Table 1. The thermoplastic polyester elastomer obtained in this example had good properties and high quality.

Comparative Examples 1 and 2
A thermoplastic polyester elastomer of Comparative Example 1 was obtained in the same manner as in Example 1 using polybutylene terephthalate not copolymerized with isophthalic acid. The thermoplastic polyester elastomer obtained in this comparative example has a low tan δ and is inferior in vibration damping.

Comparative Examples 3 and 4
The thermoplastic polyester elastomers of Comparative Examples 3 and 4 were obtained in the same manner as in Example 1, except that the amount of isophthalic acid copolymerization in PBTI of Example 1 was changed. The thermoplastic polyester elastomer obtained in Comparative Example 3 has low vibration damping performance, and the thermoplastic polyester elastomer obtained in Comparative Example 4 is inferior in heat resistance. The results are shown in Table 2.

  Since the thermoplastic polyester elastomer obtained in the present invention has excellent vibration damping performance and heat resistance, it can be used as various molding materials including sheets.

Claims (5)

A hard segment composed of a polyester composed of a dicarboxylic acid component and a diol component mainly composed of 1,4-butanediol, and a soft segment composed of an aliphatic polycarbonate mainly composed of an aliphatic diol having 5 to 12 carbon atoms as a diol component Is a thermoplastic polyester elastomer in which terephthalic acid or 2,6-naphthalenedicarboxylic acid is 90 to 70 mol% and isophthalic acid is 10 to 30 mol based on the total dicarboxylic acid component used in the hard segment. % Thermoplastic polyester elastomer. The thermoplastic polyester elastomer according to claim 1, wherein the amount of the hard segment is 65 to 95 mass%, and the maximum value of loss tangent (tan δ) of the thermoplastic polyester elastomer is 0.18 or more. The thermoplastic polyester elastomer according to any one of claims 1 and 2, wherein the thermoplastic polyester elastomer has a melting point of 175 to 225 ° C. The sheet | seat or molded object which consists of a thermoplastic polyester elastomer in any one of Claims 1-3. The damping material comprised using the thermoplastic polyester elastomer in any one of Claims 1-3.