JPH02311525A - Aliphatic polyester - Google Patents

Abstract

PURPOSE:To obtain a thermoplastic elastomer excellent in heat resistance, mechanical properties and moldability by using a specified monohydroxy compound, a specified aliphatic dicarboxylic acid and a specified diol as the main components. CONSTITUTION:An aliphatic polyester prepared from a monohydroxy compound of formula I, an aliphatic dicarboxylic acid of formula II and an aliphatic diol as the principal components. In the formulas, R<1> is an alkylene; (n) is O or >=1; and (m) is 0 to 10. Said aliphatic polyester may contain further a dihydroxy compound of formula III. An aliphatic polyester prepared by introducing these two types of rigid monomers (formulas I and II) into a polymer chain and its terminals has more physical crosslinkages and can show markedly improved properties as a thermoplastix elastomer having heat resistance.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to an aliphatic polyester suitably used as a material for various molded articles.

(Prior Art) Generally, in order for a material to exhibit rubber elasticity, it is necessary that an amorphous polymer with nine molecular chains that easily rotate is partially crosslinked. For example, in rubber having 1 elasticity, sulfur molecules bridge molecular chains through chemical bonds to form a network structure. Furthermore, in addition to rubber, materials have been proposed that are combinations of nine different polymer compounds and crosslinking agents. These materials require a crosslinking step to be molded, and once chemically crosslinked they do not exhibit thermoplastic properties.

Crosslinked materials cannot be formed by injection molding or extrusion.

In recent years, thermoplastic elastomers that exhibit rubber elasticity at 5 temperatures and become plasticized at high temperatures have been developed, and various types of thermoplastic elastomers have been manufactured and commercially available. This thermoplastic elastomer does not require a long crosslinking process unlike conventional rubber, and can be molded by injection molding or extrusion molding. What are the characteristics of the molecular structure of thermoplastic elastomers?

A typical thermoplastic elastomer is a crosslinking system that does not rely on strong chemical bonds, that is, a system that imposes some kind of inter-polymer restraint that is only effective at around room temperature, and is a polymer aggregate consisting of soft segments and hard segments. It has a unique structure. Soft segments and hard segments have different chemical structures. 1 In a hybrid composition of both, the homogeneous parts aggregate and the heterogeneous parts form a micro-disequilibrium structure that is phase-separated from each other. The aggregation portion exhibits the constraining effect between the molecules.

Examples of thermoplastic elastomers include 1, styrene,
Olefin type, urethane type, ester type.

There are also amide types. In styrene-based materials, polystyrene forms a frozen phase as a hard segment and restrains the molecular structure, resulting in rubber elasticity.

In olefin systems, the crystalline phase of polypropylene acts as a hard segment. Furthermore, in urethane systems, polyurethane segments create physical crosslinks between molecular chains through hydrogen bonds. In addition, polybutylene terephthalate is used as an ester type, and 6-nylon, 6.6
- Nylon chains such as nylon act as hard segments.

(Problems to be Solved by the Invention) As described above, thermoplastic elastomers exhibit rubber elasticity at room temperature and can be molded, so they are widely used in automobile parts and various industrial products. but.

Compared to cross-linked rubber, conventional thermoplastic elastomers are cross-linked through physical restraint, which limits the softening and melting point of that part, resulting in lower heat resistance and inferior creep properties. Ta. For example, Toyobo's Perbrene S-9001 is known as an ester type with the highest heat resistance among thermoplastic elastomers.
Also, melting point 223℃, heat distortion temperature (low load) 14
6°C, and even for urethane systems, the softening point is at most 140°C.

The present invention has been made in view of such circumstances, and one object of the present invention is to provide a thermoplastic elastomer with excellent heat resistance and mechanical properties.

Moreover, it is an object of the present invention to provide an aliphatic polyester having excellent moldability.

(Means for Solving the Problems) The aliphatic polyester of the present invention has a general formula of the following formula [I]
A monohydroxy compound represented by the following formula [■
The main components are an aliphatic dicarboxylic acid represented by the following and an aliphatic diol, thereby achieving the above object.

(Margin below) (In the formula, R1 represents an alkylene group.

n represents an integer of 0 or 1 or more. ) HOOC-(CL)m-CODfl CII](
In the formula, 9m is an integer of 0 to IO) The monohydroxy compound represented by the above formula [I] is a rigid low-molecular compound having a paraphenylene skeleton,
The melting points of these compounds are extremely high, reflecting their unique molecular structures. Furthermore, the paraphenylene skeleton is known to be effective as a mesogen for low-molecular liquid crystal compounds, and this is because the skeleton has a strong cohesive force not only in the solid state but also in the high temperature state (molten state). This shows that. Therefore, the above monohydroxy compound [I
] is incorporated at the end of a polymer, it results in very strong and highly heat-resistant physical crosslinking, producing a thermoplastic elastomer with excellent heat resistance.

In the monohydroxy compound [■], R1 is preferably an ethylene group or a propylene group, and n is preferably 0 or 1, such as 4-hydroxy-p-terphenyl, 4-
Examples include (2-hydroxyethoxy)-p-terphenyl. 4-hydroxy-p-terphenyl and 4
The method for synthesizing -(2-hydroxyethoxy)-p-terphenyl is shown below.

The above monohydroxy compounds [I] may be used alone or in combination.

Polyester is a product obtained by polycondensation of equimolar dicarboxylic acid and diol, but in the aliphatic polyester of the present invention, in addition to the above monohydroxy compound [I], the types of compounds used as constituent components and the blending ratio of the compounds By changing , the properties of the aliphatic polyester and the physical properties of the molded product obtained from the aliphatic polyester can be freely changed.

(The following is a blank space) The aliphatic polyester suitable as a thermoplastic elastomer has the monohydroxy compound CI], the above-mentioned aliphatic dicarboxylic acid [■], and an aliphatic diol as main components.

The above-mentioned aliphatic dicarboxylic acid is a dicarboxylic acid represented by the general formula 8 formula %). If a dicarboxylic acid having more than 10 carbon atoms is used, the physical properties of the molded article obtained from the polyester will deteriorate. Examples of the dicarboxylic acids include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, and speric acid.

Cepatic acid is preferably used.

Examples of the aliphatic diol include glycol and/or polyalkylene oxide.

Examples of the above glycols include ethylene glycol, propylene glycol, trimethylene glycol, 1
．． 4-butanediol, 1.3-butanediol, 1.
5-bentanediol, l,6-hexanedio-JL/
, 1.7-bentanediol, 1.8-octanediol, 1,9-nonanediol, 1.10-decanediol, cyclopentane-1,2-diol, cyclohexane-1,2-diol, cyclohexane-1, 3-
Examples include diol, cyclohexane-1,4-diol, cyclohexane-1,4-dimethatol, and these may be used alone or in combination of two or more.

Examples of the above-mentioned polyalkylene oxide include 1.

Polyethylene oxide, polypropylene oxide.

Examples include polytetramethylene oxide, polyhexamethylene oxide, etc., and these may be used alone.
Two or more types may be used in combination.

When the number average molecular weight of the polyalkylene oxide becomes small, the ability to impart flexibility to the polyester produced decreases, and when it becomes too large, the physical properties such as thermal stability of the obtained polyester decrease.

100 to 20,000 is preferable, more preferably 50
0 to 5,000.

The aliphatic polyester of the present invention may further include a dihydroxy compound whose general formula is represented by the above formula (IIl[].These two types of rigid monomers [
In the aliphatic polyesters in which [2] and [IID are introduced into the polymer chain and at the ends of the polymer, more physical crosslinking is formed, and the properties as a thermoplastic elastomer having heat resistance are significantly improved.

If you are looking for outstanding effects like those mentioned above.

The number of benzene rings in [■] must be at least three.

Furthermore, as the number of benzene rings increases, the physical crosslinking becomes stronger and the melting point rises significantly. However, considering the ease of handling during monopolymerization and the difficulty of synthesis, the number of benzene rings in [■] is 3 or 3. 4. That is, a paraterphenyl skeleton or a paraquaterphenyl skeleton is used.

The dihydroxy compound represented by the above formula [■] is a low-molecular compound that exhibits liquid crystallinity, and the alkylene groups R2 and R' are preferably ethylene or propylene groups, and q and r are 0.
or 4,4''-, where 1 is preferably expressed by the linear formula [A]
Dihydroxy-p-terphenyl.

4,4′′-dihydroxy-p- represented by the following formula [B]
Quarter phenyl and 4,4° represented by the following formula [C]
"-di(2-hydroxyethoxy)-p-quarterphenyl and the like are preferably used.

[C]

Furthermore, 4.41 +-dihydroxy-p-terphenyl [
The transition temperature of A] from the crystalline state to the liquid crystalline state is approximately 260°C.
.

4.4°゛-dihydroxy-p-quarterphenyl [
B] has a temperature of 336°C, and that of 4,4°′”-di(2-hydroxyethoxy)-p-quarterphenyl [C] has a temperature of 403°C.Also, liquid crystal state means that the compound is in a molten state. , and the molecules maintain their orientation.

Each of the above dihydroxy compounds CIIN may be used alone or in combination.

4.4””-dihydroxy-p-quarterphenyl [
B] is, for example, Journal of Chemistry
al 5ociety.

1379-85 (1940), or the method of reacting 4-hydroxy-4-bromobiphenyl with a palladium catalyst under heat and pressure in the presence of an alkali to synthesize a dimer, followed by acid precipitation, etc. be able to. 4.4111-di(2-hydroxyethoxy)-p
-Quarterphenyl CC] can be obtained by adding ethylene oxide to 4.4'''°-dihydroxy-p-quarterphenyl [B].
°°-dihydroxy-p-quaterphenyl [B] and 4,4°-di(2-hydroxyethoxy)-p-quaterphenyl [C] are acetyl 44'
1 May be used as I-diacetoxy-p-quarterphenyl and 4.4'''-di(2-acetoxyethoxy)-p-quarterphenyl.

Liquid crystal molecules generally have high crystallinity, and as mentioned above, 4
．． 4''-dihydroxy-p-terphenyl [A].

4.4°°”-dihydroxy-p-quaterphenyl [B] and 4.4111-di(2-hydroxyethoxy)-p-quaterphenyl [C] have a high transition point from crystal to liquid crystal state. When these dihydroxy compounds [III] are incorporated into a polymer chain, the polymer exhibits unique properties.

In other words, dihydroxy compound [III] exhibits crystallinity and has a high transition point.
Even when the amount of I[I] blended is small, strong and highly heat-resistant physical crosslinks are formed. the result.

It is presumed that a thermoplastic elastomer with high heat resistance can be obtained without impairing the flexibility derived from the soft segment.

In addition, a three-component aliphatic polyester consisting of the above monohydroxy compound [■], an aliphatic diol, and an aliphatic dicarboxylic acid [II], a monohydroxy compound [■], a dihydroxy compound [■], an aliphatic diol, and a fat A four-component aliphatic polyester consisting of group dicarboxylic acids [■] and other reactive components.

For example, polysilicone with two hydroxyl groups.

It may contain lactone or aromatic hydroxycarboxylic acid as a constituent component.

The above-mentioned polysilicone has two hydroxyl groups, and includes dimethylpolysiloxane and diethylpolysiloxane having two hydroxyl groups at the molecular ends.

Diphenylpolysiloxane and the like are preferred. As the number average molecular weight of polysilicone decreases, its ability to impart flexibility to the resulting polyester decreases, and as it increases,
100 to 20, since it becomes difficult to produce polyester.
000 is preferable, more preferably 500 to 5.000
It is.

The above-mentioned lactones open the ring and react with acids and hydroxyl groups to add aliphatic chains, giving flexibility to the polyester, and those having 4 or more carbon atoms in the ring. Preferably, a 5- to 8-membered ring is preferred, and examples include ε-caprolactone, δ-valerolactone,
Examples include γ-butyrolactone.

The aromatic hydroxycarboxylic acids impart rigidity and liquid crystallinity to polyester, and include salicylic acid, metahydroxybenzoic acid, parahydroxybenzoic acid, and 3-chloro-4-hydroxybenzoic acid.

3-bromo-4-hydroxybenzoic acid, 3-methoxy-
4-hydroxybenzoic acid, 3-methyl-4-hydroxybenzoic acid, 3-7enyl-4-hydroxybenzoic acid, 2
-Hydroxy-6-naphthoic acid, 4-hydroxy-4'
-carboxybiphenyl, etc., preferably,
These are hydroxybenzoic acid, 2-hydroxy-6-naphthoic acid, and 4-hydroxy-4'-carboxybiphenyl.

Furthermore, in order to improve the mechanical properties of the polyester, a dihydroxy compound C is added to the aliphatic polyester.
An aromatic diol or an aromatic dicarboxylic acid other than I[I] may be contained as a constituent component.

The aromatic diol mentioned above is hydroquinone.

Resorcinol, chlorohydroquinone, bromohydroquinone, methylhydroquinone, phenylhydroquinone, methoxyhydroquinone, phenoxyhydroquinone, 4,4-dihydroxybiphenyl, 4.4°-dihydroxydiphenyl ether, 4.4°-dihydroxydiphenyl sulfide, 4.4'-dihydroxy Diphenylsulfone, 4.4'-dihydroxybenzophenone, 4.4'-
Dihydroxydiphenylmethane, bisphenol A, 1
;1-di(4-hydroxyphenyl)cyclohegyusan,
1.2-bis(4-hydroxyphenoxy)ethane,
1.4-Shihi)' Waxinaphthalene. Examples include 2,6-cyhydroxynaphthalene.

The aromatic dicarboxylic acids include metal salts of terephthalic acid, isophthalic acid, 5-sulfoisophthalic acid, 4.4'
-Dicarboxybiphenyl, 4,4-dicarboxydiphenyl ether, 4,4'-dicarboxydiphenyl sulfide, 4,4°-dicarboxydiphenyl sulfone, 3,3'-dicarboxybenzophenone, 4,4°
-Dicarboxybenzophenone.

1.2-bis(4-carboxyphenoxy)ethane.

Examples include 1,4-dicarboxynaphthalene and 2,6-dicarboxynaphthalene.

The monohydroxy compound [■] used in the present invention is introduced at the end of the polymer, and its content is preferably 0.1 to 20 mol% in the hydroxy component used. The molar ratio of the monohydroxy compound [I] is 0.1
If the amount is less than mol%, physical crosslinking by the hard segments will be insufficient.

Sufficient physical properties and heat resistance are no longer limited. On the other hand, it is 2
If it exceeds 0 mol %, the molecular weight of 9 will not increase sufficiently and only products with inferior physical properties will be obtained.

In addition, when the monohydroxy compound [■], the aliphatic diol, and the dihydroxy compound [III] are used as hydroxy components, among the hydroxy components,
The above monohydroxy compound [1] and dihydroxy compound [
The molar ratio of the hydroxy compound including [III] is preferably 0.1 to 30 mol % in the total hydroxy component. [11 + [:III] in the hydroxy component
If the molar ratio is less than 0.1 mol%, physical crosslinking by the hard segments will be insufficient, making it difficult to develop sufficient physical properties and heat resistance. Further, the molar ratio of the hydroxy compound (I) + CIII in the hydroxy component is 3
When it exceeds 0 mol%, the elastic modulus of the aliphatic polyester tends to be high, making it unsuitable as an elastomer. However, it has high heat resistance and can be suitably used as a thermoplastic resin with excellent mechanical properties.

Any method can be used to polymerize the aliphatic polyester of the present invention. First, dihydroxy compound [I
The case where the monohydroxy compound [■] is used alone without using ID will be described.

for example.

■After esterifying the aliphatic dicarboxylic acid [■], approximately 2
A molar equivalent of aliphatic diol is reacted at 100°C to 250°C to produce an aliphatic diol adduct of an aliphatic dicarboxylic acid through a dealcoholization reaction, and then this adduct and the above monohydroxy compound [I] are reacted at 200°C to 250°C. A method for producing aliphatic polyesters with defatted diols at temperatures between 350°C and 350°C.

(2) A method in which the constituent aliphatic dicarboxylic acid [I] is esterified, then reacted with a hydroxy component ([I] decaliphatic diol) and polymerized by dealcoholization.

■A method in which the halogen compound of aliphatic dicarboxylic acid [■] and the hydroxy component ([■] decaliphatic diol) are reacted in an appropriate solvent such as pyridine.

(2) Aliphatic polyesters can be obtained by conventional reactions of dicarboxylic acids and alcohols, such as a method in which a metal salt of a hydroxy component ([■] ten aliphatic diol) is reacted with a halide of an aliphatic dicarboxylic acid CIII.

Furthermore, it is also possible to control the structure of the aliphatic polyester by changing the order of addition of the monohydroxy compound CI during one polymerization. for example.

In methods (1) and (2), since the reaction occurs only at the terminal end, it is preferable to add the monohydroxy compound [I] after the reaction between the aliphatic dicarboxylic acid [2] and the aliphatic diol has sufficiently proceeded.

On the other hand, in case (2), since the reaction occurs even in the polymer chain, there is no particular restriction on the timing of adding the monohydroxy compound [I], and a polymer with a high degree of polymerization can be obtained. Also,
A monohydroxy compound [I] or an acetylated product of a monohydroxy compound is kneaded with a pre-synthesized aliphatic polyester under reduced pressure and heat, and the monohydroxy compound [I] is added to the molecular chain by a dealiphatic diol or transesterification reaction.
■] It is also possible to introduce segments based on [].

Next, the case where a monohydroxy compound [■] and a dihydroxy compound [■] are used together will be described.

The method for polymerizing aliphatic polyester is 1. For example, monohydroxy compound [I] is used instead of monohydroxy compound [■].
] and the dihydroxy compound [■]. Same method as (■) except that both compounds were used.

(2) Same method as (2) except that aliphatic dicarboxylic acid [III] is added to the hydroxy component ([1:] + aliphatic diol) in the method (2) above.

(2) A method in which a halide of aliphatic dicarboxylic acid (In) and a hydroxy component (aliphatic diol + [■]) are reacted in a suitable solvent such as pyridine, and then a monohydroxy compound CII is reacted at the end.

■ There are conventionally known methods such as reacting the metal alcoholade of the hydroxy component (aliphatic diol + [■]) with the halide of the aliphatic dicarboxylic acid [■], and then reacting the metal alcoholade of the monohydroxy compound CI]. Aliphatic polyesters can be obtained by reacting dicarboxylic acids containing alcohols with alcohols.

Furthermore, the above dihydroxy compound, a monohydroxy compound or a dihydroxy compound, and an acetylated product of the monohydroxy compound are kneaded with the previously synthesized aliphatic polyester under reduced pressure and heating.

It is also possible to introduce segments based on dihydroxy and monohydroxy compounds into the molecular chain by dealiphatic diol or transesterification reactions.

Further, when carrying out single polycondensation, catalysts that are generally used in producing polyester may be used. Examples of this catalyst are lithium and sodium.

Potassium, cesium, magnesium, calcium.

Barium, strontium, zinc, aluminum.

Titanium, cobalt, germanium, tin, lead, antimony, arsenic, cerium, boron, cadmium.

Metals such as manganese, their organometallic compounds, organic acid salts,
Examples include metal alkoxides and metal oxides.

Particularly preferred catalysts include calcium acetate, diacyl stannous, tetraacyl stannous, dibutyltin oxide, dibutyltin dilaurate, dimethyltin maleate, tin dioctanoate, tin tetraacetate, triisobutylaluminum, tetrabutyltitanate, germanium dioxide,
and antimony trioxide. Two or more of these catalysts may be used in combination. It also efficiently distills water, alcohol, glycol, etc. that are produced as a by-product during polymerization.

In order to obtain a high molecular weight polymer, it is preferable to reduce the pressure of one reaction system to 1 mmHg or less in the late stage of polymerization. The reaction temperature is generally 150-350°C.

The polyester of the present invention is as described above, and inorganic materials such as glass fiber, carbon fiber, boron fiber, silicon carbide fiber, alumina fiber, amorphous fiber, silicon/titanium/carbon fiber, etc. Organic fibers such as fibers and aramid fibers.

Inorganic fillers such as calcium carbonate, titanium oxide, mica, and talc, triphenyl phosphite, trilauryl phosphite, trisnonylphenyl phosphite, 2-
tert-butyl-α-(3-tert-butyl-4-
Heat stabilizers such as hydroxyphenyl)-p-cumenylbis(p-nonylphenyl) phosphite, hexabromocyclododecane, tris-(2,3-dichloropropyl)
Flame retardants such as phosphate, pentabromophenyl allyl ether, p-tert-butylphenyl salicylate, 2-hydroxy-4-methoxybenzophenone, 2
-Hydroxy-4-methoxy-2"-carboxybenzophenone, 2.4.5-) 'J Ultraviolet absorbers such as hydroxybutyrophenone, butylated hydroxyanisole, butylated hydroxytoluene.

Antioxidants such as distearylthiodipropionate, dilaurylthiodipropionate, hindered phenolic antioxidants, N,N-bis(hydroxyethyl)alkylamines, alkylsulfonates, alkylsulfanates, etc. Antistatic agents, inorganic substances such as barium sulfate, alumina, silicon oxide, higher fatty acid salts such as sodium stearate, barium stearate, sodium palmitate; organic compounds such as benzyl alcohol and benzophenone; highly crystallized polyethylene terephthalate, polytrans - A crystallization accelerator such as cyclohexane dimetatool terephthalate may be added. The aliphatic polyester of the present invention is.

It may be used by mixing with other thermoplastic resins such as polyolefin, modified polyolefin, polystyrene, polyamide, polycarbonate, polysulfone, polyester, etc., or by mixing with a rubber component to modify its properties.

The aliphatic polyester of the present invention is press molded.

It is made into a molded body by extrusion molding, injection molding, blow molding, etc. The physical properties of the molded product can be arbitrarily changed depending on its constituent components, their blending ratios, and the like. Molded objects include flexible molded objects such as automobile parts, hoses, belts, and packing,
Suitable for use in paints, adhesives, etc.

(Example) The present invention will be explained below based on examples.

<4,4°°°-dihydroxy-p-quarterphenyl> 4-hydroxy-4”-bromobiphenyl 60.0
gl:.

100 g of methanol + 300 g of 10 wt% aqueous sodium hydroxide solution, 13 g of 5 wt% palladium/carbon were added, and the mixture was reacted for 4 hours at 120°C and 5 atm to produce 4,4°''-dihydroxy-p-quarterphenyl. N,N-dimethylformamide was added to this solid, and the catalyst was separated by heating and filtration.The filtrate was precipitated with dilute sulfuric acid, washed with methanol, and white crystalline Powdered 4.4'l-dihydroxy-p-quarterphenyl (hereinafter referred to as DHQ)
) was obtained. The liquid crystal transition temperature of No. 08 was 336°C.

(Left below) Example 1.2 Bis(2-hydroxyethyl)adipate (BHBA
) Synthesis> In a glass flask with an internal volume of 11 equipped with a stirrer, a thermometer, a gas inlet, and a distillation port, 88% of dimethyl adipate was added.
7.1g (0.5mat>, During the reaction, methanol began to distill out from the flask, and bis(2-hydroxyethyl) adipate (hereinafter referred to as BHBA) was produced.

Preparation of aliphatic polyester> 4-Hydroxy-p-terphenyl (hereinafter referred to as HT) was mixed and added in the molar ratio shown in Table 1 to the above flask, and the temperature of the flask was raised to 300°C. Approximately 1 in condition
Allowed time to react. Next, the distillation port was connected to a vacuum vessel, and the reaction was carried out for 2 hours while the pressure inside the flask was reduced to 1 mmHg or less. During the reaction, ethylene glycol was distilled out, and an extremely viscous liquid was formed in the flask.

The melting point of the aliphatic polyester thus obtained was measured and the results are shown in Table 1.

Example 2 149.1 g of BHBA synthesized in the same manner as Example 1
(0.5 mol), 4.4”-dihydroxy-p-
Terphenyl (0,025 mol), HT (0,0
25 mol) was added, the temperature of the flask was raised to 300°C, and the reaction was allowed to proceed for about 1 hour in this state.

The distillation port was connected to a vacuum vessel, and the flask was reacted for 2 hours while the pressure inside the flask was reduced to 1a+mt1g or less. During the reaction, ethylene glycol was distilled out, and an extremely viscous liquid was obtained in the flask.

The melting point of the aliphatic polyester thus obtained was measured and the results are shown in Table 1.

Comparative Example I The melting point of a polymer obtained by polymerizing only BHBA was measured, and the results are shown in Table 1.

Comparative Example 2.3 Commercially available Perbrene S-9001 manufactured by Toyobo Co., Ltd.
(Comparative Example 2) and Hytrel 72 manufactured by Azuma DuPont
The melting point of No. 47 (Comparative Example 3) was measured, and the results are shown in Table 1.

(Left below) Table 1 1jHll! A: From the results in Table 1, it can be seen that aliphatic polyesters containing a monohydroxy compound [■] in the molecular weight are polymers that do not contain it at all, and commercially available thermoplastic elastomers. It can be seen that it has a higher melting point than that of 100% and has excellent heat resistance. Furthermore, the melting point can be further increased by incorporating the dihydroxy compound CI[I] into the molecular weight.

(Effects of the Invention) The aliphatic polyester of the present invention has a segment based on a dihydroxy compound or monohydroxy compound with high crystallinity and a high melting point in the aliphatic polyester mainly composed of an aliphatic dicarboxylic acid and an aliphatic diol. Since it has been introduced, it has the performance as a thermoplastic elastomer.

It has excellent heat resistance, mechanical properties, moldability, etc.

that's all

Claims (1)

[Claims] 1. A monohydroxy compound whose general formula is represented by the following formula [I], an aliphatic dicarboxylic acid whose general formula is represented by the following formula [II], and an aliphatic diol. Aliphatic polyester as the main component. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [I] (In the formula, R^1 represents an alkylene group, and n represents an integer of 0 or 1 or more.) HOOC-(CH_2)_m-COOH[II] ( During the ceremony,
2. The aliphatic polyester according to claim 1, further comprising a dihydroxy compound represented by the following formula [III] as a main component. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [III] (In the formula, R^2 and R^3 independently represent an alkylene group, p is 3 or 4, and q and r are independently 0 or 1
Indicates an integer greater than or equal to )