KR102118667B1 - Preparation method of vegetable oil-derived polyamide 11 based thermoplastic polyamide elastomer alternating copolymer - Google Patents

Abstract

The present invention relates to preparing a vegetable oil double decomposition product-derived polyamide 11-based elastomer alternating copolymer and, more particularly, to a polyamide elastomer alternating copolymer prepared through a condensation reaction of a dimer acid derivative prepared from polyamide 11 having a diamine terminal group prepared from 11-amino undecanoic acid derivative, which is a vegetable oil double decomposition product, as well as waste vegetable oil-derived fatty acid methyl ester, an automobile material comprising the same, an electric and electronic material, and a hot-melt adhesive. According to the present invention, the polyamide elastomer alternating copolymer resin enhances impact strength, etc., depending on a temperature, thereby providing an advantage of being variously used as an automobile material, an electric and electronic material, a hot-melt adhesive, etc.

Description

Preparation method of vegetable oil-derived polyamide 11 based thermoplastic polyamide elastomer alternating copolymer

The present invention relates to a polyamide 11-based elastomer alternating copolymer derived from a vegetable oil metathesis product, and more specifically, from a polyamide 11 having a diamine end group prepared from a vegetable oil metathesis product 11-amino undecanoic acid derivative and a waste vegetable oil. The present invention relates to a polyamide elastomer alternating copolymer prepared by a condensation reaction with a dimer acid derivative prepared from a fatty acid methyl ester and a material for automobiles, a material for electric and electronic materials, and a hot melt adhesive.

According to the'Small and Medium Business Strategic Technology Roadmap 2016~2018' published by the Small and Medium Business Administration in 2016, when lightening 10% based on 1.5 tons of passenger cars, fuel efficiency is improved by about 3.8%, and greenhouse gases such as carbon monoxide, hydrocarbons, and nitrogen dioxide are also 2.5~8.8%. It is known to be reduced. Accordingly, attention has been paid to automobile plastic materials such as engineering plastics (EP), super engineering plastics (Super EP), and carbon fiber reinforced plastics (CFRP). The situation is increasing investment.

Plastic is light, flexible in design and manufacturing, and can be improved in durability by processing. It replaces a large number of automotive parts, and has higher processability than metal materials, so it can be applied not only to internal parts, but also to power transmission devices, engine parts, and exterior parts. It is a trend. Currently, plastic used per car is about 10~20%, but it has weak and fragile properties, so it is classified as high-performance and expensive plastic as it complements these characteristics. It is primarily divided into general-purpose plastics and engineering plastics. According to and temperature, it is divided into general purpose engineering plastic and super engineering plastic. In general, a material that can be used for automobile light weight is a general-purpose engineering plastic, which has excellent heat resistance and strength, and can replace the existing metal area. In addition, unlike metal, there is also a material with transparent properties, so it is the only material that can replace glass. There are various types of general-purpose engineering plastics, but commonly used are polycarbonate (PC), polyamide (PA), polybutylene terephthalate (PBT), polyacetal (POM), and modified polyphenylene oxide (mPPO). .

In the present invention, the thermoplastic elastomer (Thermoplastic Elastomer, TPE) can be molded in the same way as the thermoplastic plastic during processing, has the elasticity of a thermosetting rubber at room temperature, and can obtain various properties by phase separation tissue, thereby replacing general-purpose chemical products. It is in the spotlight as a new material to do. In addition, TPE, which is a type of polymer, is rapidly increasing in demand than polymer plastic due to its properties such as elasticity and durability in addition to easy processability. Most of these are petroleum-based materials and need to be replaced with sustainable resource-based TPE materials due to depletion and environmental issues. However, since the mechanical properties and economics of the TPE material based on sustainable resources developed to date are inferior to those of petroleum based TPE materials, it is inevitable that the TPE material based on sustainable resources enter the market. There is an urgent need to develop new sustainable resource-based TPE materials that can overcome these weaknesses. Among various thermoplastic TPEs, polyamide TPE is an engineering material in the form of a multi-block copolymer in which a crystalline polyamide forms a hard segment and a low-transition rubber-like polyether or polyester forms a soft segment. Therefore, polyamide TPE is capable of strong hydrogen bonding between molecules, so it has better moldability and physical properties than TPE, and in particular, it is excellent in an excellent balance of processibility and performance properties, so it can be applied to applications such as TPE, TPU, etc. The possibility of replacing the material to be used is also increasing.

Among commercially available polyamides based on sustainable resources, nylon derived from commercialized biomass has nylon 11, which is called “Rilsan” and was developed by Arkema, France, and commercialized by Fujitsu, Japan, and used in computers. In addition, polyamides derived from biomass based on nylon 4, nylon 6, and nylon 66 are being developed. This is mainly studied in developed countries including Japan, so preparation for the environment in Korea should be made more systematic and active. Polyamide 11 uses castor oil as a raw material, and is used in various fields such as automobiles, electronic devices, and sports goods. Based on this, recent new material development is a new high added value to replace engineering plastics using existing petroleum resources. It is forming a market. Polyamide 11 (PA11) is an aliphatic polyamide obtained by condensation polymerization of 11-aminoundecide acid obtained from castor oil.It has various properties such as thermoplastic properties and semi-crystalline properties, and has a relatively long ethylene chain. Because it has a low melting point compared to other polyamides at 185°C, its impact resistance according to temperature is superior to other polyamide resins, has excellent hydrolysis resistance, and is resistant to many chemicals. In addition, it is flexible and has excellent abrasion resistance, chemical resistance, and has excellent properties of polyester level and alkali resistance of nylon level. Although the impact resistance according to temperature is superior to other polyamide resins, it is necessary to improve performances such as low-temperature impact strength in order to expand the application at low temperatures.

In addition, many papers for producing polyamide using dimer acid produced from vegetable oil as a sustainable resource have been published. Methods for synthesizing polyamide using dimer acid are introduced in the following papers and patents (Journal of Applied Polymer Science, Vol. 68, 305-314 (1998) and U.S. Patent Publication No. 5138027). However, polyamides prepared using vegetable oil-derived dimer acid have excellent flexibility according to temperature, but have poor strength. That is, it is necessary to manufacture a thermoplastic polyamide elastomer material having excellent impact strength according to temperature while maintaining moderate strength.

In addition, Korean Patent Publication No. 10-2018-0030531 relates to a polyamide resin prepared from an amino acid derived from vegetable oil and a dimer acid derivative, and more specifically, an 11-amino undecanoic acid derivative derived from a vegetable oil metathesis product, and a fatty acid derived from waste vegetable oil. Disclosed is a dimer acid derivative prepared from methyl ester, a polyamide resin produced by condensation reaction of diamine, and a method for producing the same. However, this prior art relates to the production of a random copolymer that does not control the structure of the polyamide and has limitations in realizing mechanical properties.

Accordingly, the object of the present invention is excellent moldability by copolymerizing a polyamide 11 unit having a diamine functional group with a flexible dimer acid-based flexible dimer acid derivative for the purpose of improving physical properties such as impact strength according to the temperature of the existing vegetable oil-derived polyamide 11 And an elastomer alternating copolymer resin based on polyamide 11 having an elastic modulus.

U.S. Patent Publication No. 5138027 Republic of Korea Patent Publication No. 10-2018-0030531

Journal of Applied Polymer Science, Vol. 68, 305-314 (1998)

The object of the present invention is excellent moldability and elasticity by copolymerizing a polyamide 11 unit having a diamine functional group and a flexible dimer acid-based flexible dimer acid derivative for the purpose of improving physical properties such as impact strength according to the temperature of the existing vegetable oil-derived polyamide 11 And a polyamide 11 based elastomer alternating copolymer resin having impact resistance.

In addition, the present invention is to provide a material for automobiles, an electric and electronic material, and a hot melt adhesive comprising a polyamide 11 based elastomer alternating copolymer resin.

For the purposes of the present invention described above, the present inventors copolymerized a 11-amino undecanoic acid derivative derived from vegetable oil in the presence of a small amount of diamine to prepare polyamide 11 having a diamine end group and condensed with a dimer acid derivative derived from animal or vegetable oil or waste oil. The reaction was carried out to prepare an alternating elastomer based on polyamide 11 to complete the present invention.

Polyamide alternating copolymer prepared by condensation reaction of polyamide 11 having a diamine end group prepared from a plant oil metathesis product 11-amino undecanoic acid derivative according to the present invention and a dimer acid derivative produced from a fatty acid methyl ester derived from waste plant oil By improving the impact strength according to the temperature by manufacturing the can be used in a variety of automotive materials, electrical and electronic materials, hot melt adhesives and the like.

In particular, the polyamide 11-based elastomer alternating copolymer resin according to the present invention provides physical properties such as high heat resistance, dimensional stability, mechanical properties, chemical resistance, and moldability, which are recently required in the fields of electric/electronic parts and automobile parts. Can be satisfied.

Figure 1 shows the results of the tensile strength analysis of the polyamide prepared according to an embodiment of the present invention.
Figure 2 shows the results of the impact strength analysis of the polyamide prepared according to an embodiment of the present invention.

Hereinafter, the present invention will be described in detail. The terms or words used in the specification and claims should not be interpreted as being limited to ordinary or lexical meanings, and the inventor can appropriately define the concept of terms in order to explain his or her invention in the best way. Based on the principle that it should be interpreted as a meaning and a concept consistent with the technical idea of the present invention.

In the present invention, in order to solve the above problems, preparing an 11-amino undecanoic acid derivative; Copolymerizing the 11-amino undecanoic acid derivative to produce polyamide 11 having a diamine end group; And condensing polyamide 11 having the diamine end group with a dimer acid derivative.

According to an embodiment of the present invention, the 11-amino undecanoic acid derivative may have a chemical structure of Chemical Formula 1 derived from vegetable oil.

<Formula 1>

In Formula 1, R ₁ is _one of H or C ₁ -C ₁₀ linear, branched or cyclic alkyl group, or C ₆ -C ₁₀ aryl group or C ₇ -C ₁₀ aralkyl group.

According to one embodiment of the present invention, the step of preparing the polyamide 11 may be a copolymerization reaction of an 11-amino undecanoic acid derivative with a diamine having the chemical structure of Chemical Formula 2 below.

<Formula 2>

또는

중 하나이다.In Formula 2, R ₂ is C ₁ -C ₂₀ straight or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

Is one of the.

According to one embodiment of the present invention, the dimer acid derivative may have a chemical structure of Chemical Formula 3 derived from animal oil, vegetable oil or waste oil.

<Formula 3>

In Formula 3, R ₃ is one of acyclic, monocyclic, bicyclic, aromatic, or C ₁ -C ₆ alkylene groups, and R ₄ is a straight chain of H or C ₁ -C ₁₀ , Branched or cyclic alkyl group.

More specifically, the chemical structure of Chemical Formula 3 is selected from the group consisting of lauric fatty acid, myristic fatty acid, palmitic fatty acid, stearic fatty acid, oleic fatty acid, linoleic fatty acid, linolenic fatty acid, vegetable oil, animal oil and waste oil. It can be obtained from one or more fatty acids.

According to an embodiment of the present invention, the polyamide 11 having the diamine end group may have a chemical structure of Formula 4 below.

<Formula 4>

또는

중 하나이고, x는 반복단위의 수로 1 내지 100의 정수이다.In Formula 4, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

And x is an integer from 1 to 100 in the number of repeating units.

According to one embodiment of the present invention, the polyamide 11-based elastomer alternating copolymer may have a chemical structure of Formula 5 below.

<Formula 5>

또는

중 하나이고, R₃는 비환식(acyclic), 단환식(monocyclic), 이환식(bicyclic), 방향족, 또는 C₁-C₆ 알킬렌기 중 하나이며, x는 반복단위의 수로 1 내지 100의 정수이고, n은 반복단위의 수로 2 내지 70의 정수이다.In Formula 5, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

And R ₃ is Acyclic, monocyclic, bicyclic, aromatic, or one of C ₁ -C ₆ alkylene groups, x being the number of repeating units, an integer from 1 to 100, and n being the number of repeating units It is an integer from 2 to 70.

In addition, the present invention provides a polyamide 11-based elastomer alternating copolymer characterized by having the chemical structure of formula (5).

<Formula 5>

또는

중 하나이고, R₃는 비환식(acyclic), 단환식(monocyclic), 이환식(bicyclic), 방향족, 또는 C₁-C₆ 알킬렌기 중 하나이며, x는 반복단위의 수로 1 내지 100의 정수이고, n은 반복단위의 수로 2 내지 70의 정수이다.In Formula 5, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

And R ₃ is Acyclic, monocyclic, bicyclic, aromatic, or one of C ₁ -C ₆ alkylene groups, x is the number of repeating units, an integer from 1 to 100, and n is the number of repeating units It is an integer from 2 to 70.

Polyamide 11-based elastomeric alternating copolymer according to an embodiment of the present invention provides properties such as high heat resistance, dimensional stability, mechanical properties, chemical resistance, and molding processability required in the fields of electric/electronic parts, automobile parts, and the like. Since it can be satisfied, it can be used as a material for automobiles, materials for electric and electronic materials, and hot melt adhesives.

Hereinafter, embodiments and examples of the present application will be described in detail so that those skilled in the art to which the present application pertains may easily implement the preferred embodiments of the present invention. In particular, the technical idea of the present invention and its core configuration and operation are not limited by this. In addition, the contents of the present invention may be implemented with various other types of equipment, and is not limited to the implementation examples and embodiments described herein.

<Example 1> Preparation of thermoplastic polyamide elastomer alternating copolymer

In a 3-neck 100ml reactor equipped with a mechanical stirrer, 11-amino undecanoic acid 20g (0.1mol), 1,6-hexamethylenediamine 0.8g (0.007mol) was added, and the mixture was stirred at 190 ^o C while stirring under a nitrogen atmosphere. After reacting for 2 hours at 230 ^o C for 1 hour, amine sock polyamide was synthesized. After reaction, it was dissolved in 40 ml of 160 ^o C NMP, and slowly added to distilled water to remove unreacted substances. Socks-end polyamide resin was obtained (yield 95%). In a 3-neck 100 ml reactor equipped with another mechanical stirrer, 15 g (0.003 mol) of the amine sockdan polyamide synthesized above and 1.71 g (Mw 570 g/mol, 0.003 mol) of dimer acid were added and 260 ^o while stirring under a nitrogen atmosphere. C was reacted for 2 hours to synthesize a polyamide elastomer alternating copolymer having a dimer acid derivative content of 10.0 wt% of the total amount (yield 95%).

<Example 2> Preparation of thermoplastic polyamide elastomer alternating copolymer

In Example 1, 20 g (0.1 mol) of 11-amino undecanoic acid was used in the same manner, and 3.4 g (0.03 mol) of 1,6-hexamethylenediamine was used to prepare an amine sock polyamide resin having a molecular weight of 1300 g/mol. Synthesized. Using the synthesized amine sock-end polyamide resin 14.1 g (0.01 mol) and dimer acid 6.2 g (0.01 mol), the reaction was carried out in the same manner as in Example 1, so that the content of the dimer acid derivative was 30.0 wt% of the total amount. The amide elastomer alternating copolymer was synthesized with a yield of 95%.

<Example 3> Preparation of thermoplastic polyamide elastomer alternating copolymer

In Example 1, 20 g (0.1 mol) of 11-amino undecanoic acid was used in the same manner, and 5.8 g (0.05 mol) of 1,6-hexamethylenediamine was used to prepare an amine sock polyamide resin having a molecular weight of 800 g/mol. Synthesized. Using the synthesized amine socks-end polyamide resin 13.6g (0.017mol) and dimer acid 9.7g (0.017mol), the reaction was carried out in the same manner as in Example 1, so that the content of the dimer acid derivative was 40.0wt% of the total amount. The amide elastomer alternating copolymer was synthesized with a yield of 96%.

<Comparative Example 1> Preparation of polyamide 11 resin

In Example 1, 1,6-hexamethylenediamine and 20 g (0.1 mol) of 11-amino undecanoic acid alone without using dimer acid were prepared in the same manner as in Example 1 to produce polyamide 11 resin.

<Comparative Example 2> Preparation of a thermoplastic polyamide elastomer random copolymer

11-amino undecanoic acid 40.3 g (0.2 mol), dimer acid 4 g (10 wt% of amino acid, Mw 570 g/mol, 0.007 mol) 1,6 in a 3-neck 100 ml plusk equipped with a mechanical stirrer for comparison with Example 1 -0.8 g (0.007 mol) of hexamethylene diamine was added, and the mixture was heated while stirring under a nitrogen atmosphere and reacted at 120° C. for 1 hour. After the reaction, the polyamide elastomer copolymer was synthesized by reacting at 230° C. for 2 more hours. After the reaction, the temperature was cooled to 190° C., dissolved in 60 mL of NMP, and slowly added to distilled water to remove unreacted reactants. A polyamide resin was obtained (yield 90%).

<Comparative Example 3> Preparation of a thermoplastic polyamide elastomer random copolymer

Except for modifying the dimer acid derivative content to be 30.0 wt% of the amino acid, it was carried out as in Comparative Example 2, to obtain a desired polyamide resin.

<Comparative Example 4> Preparation of a thermoplastic polyamide elastomer random copolymer

Except for modifying the dimer acid derivative content to be 50.0 wt% of the amino acid, it was carried out as in Comparative Example 2, to obtain a desired polyamide resin.

<Experimental Example 1> Evaluation of thermal properties

Thermal properties were evaluated using the polyamide resins prepared in Examples 1-3 and Comparative Examples 1-4. Specifically, the thermal properties of the polyamide resin were evaluated using DSC (TA Q-1000 DSC instrument) and TGA (TA Q-500 TGA instrument), and the results are shown in Table 1 below.

Polyamide
Elastomer Dimer acid
derivative
content(%) TGA Results DSC Results Td,,5% (℃) Residue
(%) Tg Tm ΔHf
(J/g) XPA Example 1 10 446.2 0.7 46.6 173.4 30.34 16 Example 2 30 446.6 0.3 41.25 152.9 28.49 15 Example 3 40 443.5 <0.1 40.72 128.4 28.15 15 Comparative Example 1 0 420 <0.1 52.0 183 47.5 25 Comparative Example 2 10 422 0.2 45.7 182 31.9 17 Comparative Example 3 30 427 0.3 19.7 169 28.0 15 Comparative Example 4 50 427 0.3 19.4 169 27.8 15

Looking at the TGA results in Table 1, the temperature (Td, 5%) when 5% decomposed of the polyamide resin Examples 1-3 synthesized with the alternating copolymer was improved than Comparative Example 1-4. Looking at the DSC results, especially Tg than Comparative Example 2-4 shows a similar or higher value, it is thermally stable at room temperature, and Tm, crystallinity (Xc) of Example 1-3 increases as the dimer acid content increases. It can be seen that the moldability is excellent by showing similar or lower values than 1-4.

<Experimental Example 2> Evaluation of mechanical properties

Using the polyamide resin prepared in Examples 1-3 and Comparative Examples 1-4, mechanical properties were evaluated. Specifically, the polyamide resins of Examples 1-3 and Comparative Examples 1-4 were molded into films at 200° C., and their mechanical properties (Young's modulus, tensile strength, and stretch ratio) were measured, and the results are shown in FIG. 1. And Table 2 below.

Polyamide elastomer Young's modulus
(MPa) Tensile strength at break
(MPa) Stretch rate at break
(%) Example 1 326 ±60 50.7 ±2.5 495 ±21 Example 2 197 ±70 51.5 ±2.4 793 ±41 Example 3 165 ±40 46.7 ±4.2 732 ±65 Comparative Example 1 308 ±4 41.4 ±1.1 231 ±49 Comparative Example 2 255 ±9 45.7 ±3.0 538 ±74 Comparative Example 3 241 ±10 40.1 ±11.1 560 ±16 Comparative Example 4 97 ±14 27.9 ±2.5 631 ±20

Looking at the results of Figure 1 and Table 2, it can be seen that the polyamide resin of Example 1-3 exhibits improved mechanical properties compared to Comparative Example 1-4, and in particular, from the excellent stretch and tensile strength properties, the present invention It can be seen that the polyamide resin has excellent mechanical properties.

<Experiment 3> Evaluation of mechanical properties

Using the polyamide resin prepared in Examples 1-3 and Comparative Example 1, mechanical properties were evaluated. Specifically, the impact strength specimens were prepared at 200° C. through the polyamide resins of Examples 1-3 and Comparative Example 1 at 200° C., and their mechanical properties (impact strength) were measured, and the results are shown in FIG. 2 and Table 3 below. It is shown in.

Polyamide elastomer Dimer acid derivative content,% Impact strength, KJ/m ² Example 1 10 12.4 ±4.1 Example 2 30 15.4 ±7.0 Example 3 40 >25 Comparative Example 1 0 6.1 ±0.5 Comparative Example 2 10 4.2 ±1.7 Comparative Example 3 30 6.7 ±4.0 Comparative Example 4 50 6.9 ±3.8

Thus, the polyamide resin of the present invention is superior in physical properties compared to the prior art and exhibits properties that are easily melt-molded, and is useful in the fields of clothing materials, industrial materials fibers, engineering plastics, electrical/electronic parts, automobile parts, etc. It can be seen that can be used.

Claims (10)

Preparing an 11-amino undecanoic acid derivative;
Copolymerizing the 11-amino undecanoic acid derivative to produce polyamide 11 having a diamine end group; And
Condensing the polyamide 11 having a diamine end group with a dimer acid derivative such that the content of the dimer acid derivative is 10 to 40% by weight,
Method for producing an elastomeric alternating copolymer based on polyamide 11, characterized in that the impact strength of the alternating copolymer prepared by the condensation reaction is at least twice that of polyamide 11, a homopolymer of an 11-amino undecanoic acid derivative. The method according to claim 1,
The 11-amino undecanoic acid derivative is a method for producing an elastomer-based alternating copolymer of polyamide 11, characterized in that it has the chemical structure of Formula 1 derived from vegetable oil:
<Formula 1>

In Formula 1, R ₁ is _one of H or C ₁ -C ₁₀ linear, branched or cyclic alkyl groups, or C ₆ -C ₁₀ aryl groups or C ₇ -C ₁₀ aralkyl groups. The method according to claim 1,
The step of preparing the polyamide 11 is a copolymerization reaction of an 11-amino undecanoic acid derivative with a diamine having a chemical structure of the following Chemical Formula 2, and a method for preparing the polyamide 11-based elastomer alternating copolymer:
<Formula 2>

In Formula 2, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

Is one of the. The method according to claim 1,
The dimer acid derivative is a method for producing an elastomer-based alternating copolymer of polyamide 11, characterized in that it has a chemical structure of Formula 3 derived from animal oil, vegetable oil or waste oil:
<Formula 3>

In Formula 3, R ₃ is Acyclic, monocyclic, bicyclic, aromatic, or one of C ₁ -C ₆ alkylene groups, R ₄ is a straight or branched or cyclic alkyl group of H or C ₁ -C ₁₀ Is one of the. The method according to claim 1,
The polyamide 11 having a diamine end group is a polyamide 11-based elastomer alternating copolymer production method characterized in that it has a chemical structure of the following formula (4):
<Formula 4>

In Formula 4, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

And x is an integer from 1 to 100 in the number of repeating units. The method according to claim 1,
The polyamide 11-based elastomer alternating copolymer is a polyamide 11-based elastomer alternating copolymer production method characterized in that it has a chemical structure of the following formula 5:
<Formula 5>

In Formula 5, R ₂ is C ₁ -C ₂₀ straight or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

And R ₃ is Acyclic, monocyclic, bicyclic, aromatic, or one of C ₁ -C ₆ alkylene groups, x is the number of repeating units, an integer from 1 to 100, and n is the number of repeating units It is an integer from 2 to 70. The polyamide 11 having a diamine end group is prepared by condensation reaction with a dimer acid derivative so that the content of the dimer acid derivative is 10 to 40% by weight, and the impact strength is 2 than that of the polyamide 11, a homopolymer of 11-amino undecanoic acid derivative. Polyamide 11 based elastomer alternating copolymer characterized by having a chemical structure of Formula 5 or more:
<Formula 5>

In Formula 5, R ₂ is C ₁ -C ₂₀ linear or branched alkylene, C ₃ -C ₂₀ cycloalkylene, C ₆ -C ₂₀ arylene,

or

R ₃ is one of acyclic, monocyclic, bicyclic, aromatic, or C ₁ -C ₆ alkylene groups, and x is an integer from 1 to 100 in the number of repeating units. , n is the number of repeating units is an integer from 2 to 70. Automotive material comprising the polyamide 11 based elastomer alternating copolymer of claim 7. A material for electrical and electronic materials comprising the polyamide 11 based elastomer alternating copolymer of claim 7. A hot melt adhesive comprising an elastomer alternating copolymer based on polyamide 11 of claim 7.

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