Production method of granular polyester amide

Abstract

To obtain a granular polyester amide having good handling property and easily refined.SOLUTION: A production method of a granular polyester amide includes the following step 1 and step 2, and in the production method, a kinetic viscosity at 37.8°C of a medium is 40 mm2 / s-200 mm2 / s, and a dispersion liquid does not contain a dispersion assistant. The (step 1): mixing lactam, a basic polymerization catalyst and a medium, and preparing a dispersion liquid in which lactam and lactam anion are dispersed in a droplet shape; and the (step 2): adding lactone to the dispersion liquid to start polymerization, and setting (B / A)×100 to 1.5-40.0 when the total molar number of lactam and lactam anion is A mol, and an addition amount of lactone is B mol.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a method for producing granular polyesteramide, granular polyesteramide, and molded articles, particles, films, and fibers made from granular polyesteramide. [Background technology]

[0002] From the viewpoint of reducing the burden on the natural environment, biodegradable resins with high mechanical strength are desired.

[0003] Patent Document 1 reports that polyamide 4, which is a biodegradable resin and has high mechanical strength, can be polymerized in a hydrocarbon solvent using a dispersing aid.

[0004] Patent Document 2 reports a resin that is biodegradable and has excellent processability due to its low melting point, which is achieved by copolymerizing polyamide 4 and lactide to lower the melting point of the polymer. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Special Publication No. 37-6746 [Patent Document 2] Japanese Patent Application Laid-Open No. 2008-222783 Summary of the Invention [Problem to be solved by the invention]

[0006] However, in Patent Document 1, a dispersing aid is used in the polymerization, and therefore a purification step and time are required to remove the dispersing aid, which imposes a heavy economic burden.

[0007] Furthermore, Patent Document 2 reports bulk polymerization, and the resulting polymer has poor handleability. Furthermore, in order to recover and wash the polymer obtained by bulk polymerization, it is necessary to dissolve the polymer in an acidic solvent or a fluorinated solvent that can dissolve the polymer, or to crush the resulting polymer, which is not economical.

[0008] As described above, no method has been reported for producing a biodegradable resin that is easy to handle and has high mechanical strength through simple purification.

[0009] In view of the above problems of the prior art, an object of the present invention is to provide a granular polyesteramide that is easy to handle and purify. [Means for solving the problem]

[0010] In order to solve the above problems, the method for producing granular polyesteramide of the present invention has the following features: (1) A method for producing granular polyesteramide comprising the following steps 1 and 2, wherein the kinematic viscosity of the medium at 37.8°C is 40 mm 2 / s~200mm 2 / s, and the dispersion does not contain a dispersing aid. (Step 1) A step of mixing a lactam, a basic polymerization catalyst, and a medium to prepare a dispersion in which the lactam and lactam anions are dispersed in droplets. (Step 2) is a step of adding lactone to the dispersion to initiate polymerization, in which, when the total number of moles of lactam and lactam anion is A moles and the amount of lactone added is B moles, (B / A) × 100 is 1.5 to 40.0. (2) The method for producing granular polyesteramide according to (1) above, wherein the (B / A)×100 is 3.0 to 30.0. (3) The method for producing granular polyesteramide according to (1) or (2) above, wherein the lactam is γ-butyrolactam. (4) The method for producing granular polyesteramide according to any one of (1) to (3) above, wherein the lactone is ε-caprolactone. (5) Granular polyesteramide obtained by the method for producing granular polyesteramide according to any one of (1) to (4) above. (6) A molded article made of the granular polyesteramide described in (5) above. (7) Particles made of the granular polyesteramide described in (5) above. (8) A film made of the granular polyesteramide described in (5) above. (9) Fibers made of the granular polyesteramide described in (5) above. [Effects of the Invention]

[0011] According to the present invention, it is possible to obtain granular polyesteramide which is easy to handle and purify. DETAILED DESCRIPTION OF THE INVENTION

[0012] A preferred embodiment of the method for producing granular polyesteramide of the present invention will be described in detail below.

[0013] The method for producing granular polyesteramide of the present invention is a method for producing granular polyesteramide comprising the following steps 1 and 2, 2 / s~200mm 2 / s and the dispersion does not contain a dispersing aid. (Step 1) A step of mixing a lactam, a basic polymerization catalyst, and a medium to prepare a dispersion in which the lactam and lactam anions are dispersed in droplets. (Step 2) A step of adding lactone to the dispersion to initiate polymerization, in which, when the total number of moles of lactam and lactam anion is A moles and the amount of lactone added is B moles, (B / A) × 100 is 1.5 to 40.0.

[0014] In the present invention, granular refers to polymer particles having a major axis diameter of 0.5 mm to 5.0 mm. A major axis diameter of 5.0 mm or less is preferable because it provides excellent cleaning efficiency and processability, and improves handleability. The major axis diameter is more preferably 3.0 mm or less, and even more preferably 2.0 mm or less. A major axis diameter of less than 0.5 mm is undesirable because the polymer is prone to moisture absorption and has poor handleability. In the present invention, the term "good handleability of granular polyesteramide" means that the major axis diameter of the granular polyesteramide is in the range of 0.5 mm to 5.0 mm.

[0015] In the present invention, the granular polyesteramide is a polymer having a structural unit represented by general formula (1) as a main repeating unit. The main repeating unit is preferably 50 mol % or more, more preferably 70 mol % or more, even more preferably 80 mol % or more, and particularly preferably 90 mol % or more of the structural unit represented by general formula (1) in 100 mol % of all repeating units.

[0016] [ka]

[0017] In general formula (1), R 1 , R 2 represents a monovalent aliphatic group having 2 to 10 carbon atoms. Furthermore, n and m are such that (n / m) × 100 is in the range of 1.5 to 40.0. When (n / m) × 100 is 1.5 or more, uniform granular polyesteramide is more likely to be obtained. From the viewpoint of the handleability of the resulting granular polyesteramide, (n / m) × 100 is more preferably 3.0 or more, and even more preferably 5.0 or more. Furthermore, when (n / m) × 100 is 40.0 or less, the polymer is less likely to form clumps during the polymerization process, making it easier to obtain granular polyesteramide. From the viewpoint of the handleability of the resulting granular polyesteramide, (n / m) × 100 is more preferably 30.0 or less, and even more preferably 20.0 or less.

[0018] In the present invention, the weight-average molecular weight (Mw) of the granular polyesteramide is not particularly limited, but can be selected from the range of 10,000 to 300,000. From the viewpoint of improving the mechanical strength of the polymer, the weight-average molecular weight is preferably 10,000 or more, more preferably 15,000 or more, even more preferably 20,000 or more, and particularly preferably 30,000 or more. Furthermore, from the viewpoint of preventing the polymer viscosity in a molten state from becoming too high and improving handleability, the weight-average molecular weight is preferably 300,000 or less, more preferably 200,000 or less, and even more preferably 100,000 or less.

[0019] The molecular weight distribution (Mw / Mn) of the granular polyesteramide is not particularly limited, but can be selected from the range of 1.0 to 4.0. The weight-average molecular weight and number-average molecular weight (Mn) can be calculated by comparing data measured by gel permeation chromatography (GPC) using a solution of sodium trifluoroacetate dissolved in hexafluoroisopropanol as a solvent with a calibration curve using polymethyl methacrylate.

[0020] As described above, the method for producing granular polyesteramide of the present invention includes the following step 1. (Step 1) A step of mixing a lactam, a basic polymerization catalyst, and a medium to prepare a dispersion in which the lactam and lactam anions are dispersed in droplets.

[0021] In the method for producing granular polyesteramide of the present invention, the lactam preferably used is a lactam having a 4- to 12-membered ring. Examples include β-propiolactam, γ-butyrolactam, δ-valerolactam, ε-caprolactam, ω-enantholactam, ω-caprylolactam, ω-decanolactam, ω-undecalactam, and ω-laurolactam. These lactams may be used alone or in combination of two or more types as long as the polymerizability is not impaired. Among these, 4- to 5-membered ring lactams are preferred because the resulting granular polyesteramide is biodegradable. Furthermore, from the viewpoint of the processability of the resulting polymer, it is more preferable that the lactam be γ-butyrolactam. Furthermore, the lactam may be a petroleum-derived product or a product derived from a biomaterial, but from the viewpoint of reducing the environmental load, a product derived from a biomaterial is preferred.

[0022] As the basic polymerization catalyst used in the present invention, compounds generally used in the anionic polymerization of lactams can be used.

[0023] Among these, alkali metals, alkali metal hydroxides, alkali metal hydrides, alkali metal alcoholates, alkyl metal compounds, and alkali metal amides are preferred from the viewpoint of easily coordinating with amide groups and improving the polymerization yield. Specific examples include sodium, potassium, lithium, sodium hydroxide, potassium hydroxide, sodium hydride, potassium hydride, sodium borohydride, sodium methylate, potassium methylate, t-butoxypotassium, methyllithium, n-butyllithium, s-butyllithium, t-butyllithium, lithium diisopropylamide, sodium amide, potassium amide, sodium bistrimethylsilylamide, and potassium bistrimethylsilylamide.

[0024] The basic polymerization catalyst used in the present invention is preferably used after reacting with a lactam prior to polymerization and removing by-products such as hydrogen, water, and alcohols. These basic polymerization catalysts may be used singly or in combination of two or more.

[0025] The amount of the basic polymerization catalyst added in the present invention is not particularly limited, but is preferably 0.1 to 10.0 mol per 100 mol of lactam. From the viewpoint of increasing the yield of granular polyesteramide, the amount of the basic polymerization catalyst added is more preferably 0.2 mol or more, even more preferably 0.5 mol or more, and particularly preferably 1.0 mol or more per 100 mol of lactam. Furthermore, from the viewpoint of obtaining granular polyesteramide with high mechanical strength, the amount of the basic polymerization catalyst added is more preferably 7.5 mol or less, even more preferably 5.0 mol or less, and particularly preferably 3.0 mol or less per 100 mol of lactam.

[0026] In the method for producing granular polyesteramide of the present invention, as described above, the kinematic viscosity of the medium at 37.8°C is 40 mm 2 / s~200mm 2 / s. The kinematic viscosity at 37.8°C is 40.0 mm 2 If the speed is less than 50.0 mm / s, the micelles will not be fine enough to obtain granular polyesteramide. 2 / s or more is more preferable. 2 If the mixing speed exceeds 100.0 mm / s, stirring becomes difficult and granular polyesteramide cannot be obtained. 2 / s or less is more preferable.

[0027] The medium used in the present invention is not particularly limited as long as the solubility of lactam, lactone, and polyesteramide in 100 g of the medium at 25°C is 1 g or less and the solvent is aprotic. Specific examples include liquid paraffin and silicone oil.

[0028] The amount of medium used can be appropriately set according to the reaction scale, etc. Typically, when the total amount of lactam and lactone is 1.0 part by weight, the amount of medium used can be set in the range of 0.1 to 30.0 parts by weight. From the viewpoint of obtaining granular polyesteramide, the amount of medium used is more preferably 0.2 parts by weight or more, even more preferably 0.5 parts by weight or more, and particularly preferably 1.0 parts by weight or more. Furthermore, from the viewpoint of economy, the amount of medium used is more preferably 20.0 parts by weight or less, even more preferably 10.0 parts by weight or less, and particularly preferably 5.0 parts by weight or less.

[0029] In the method for producing granular polyesteramide of the present invention, as described above, the dispersion does not contain a dispersing aid. The purification step and time required to remove the dispersing aid are costly. Furthermore, insufficient washing can result in a deterioration in the physical properties of the polymer.

[0030] The dispersing aid in the present invention refers to surfactants such as anionic surfactants, nonionic surfactants, and cationic surfactants, and polymeric dispersants.

[0031] In step 1 of the method for producing granular polyesteramide of the present invention, a dispersion in which lactam and lactam anions are dispersed in droplets is prepared before the step of adding lactone.

[0032] The lactam anion in the present invention refers to a state in which a proton on the nitrogen of a lactam is abstracted by a basic polymerization catalyst.

[0033] To prepare the dispersion, known devices such as stirring blades, melt kneaders, and homogenizers can be used. For example, stirring blades include propeller, paddle, flat, turbine, cone, anchor, screw, and helical types. The stirring power required per unit volume during stirring is not particularly limited as long as it does not impair the effects of the present invention, but is preferably 0.5 kW / m. 3 ~5.0kW / m 3 It is preferable that the required stirring power is 0.5 kW / m 3In this case, it becomes easier to maintain a uniform dispersion state. 3 The motor load can be reduced in the following cases:

[0034] The mixing time for preparing the dispersion in step 1 can be set appropriately according to the reaction scale, etc. It can usually be set to about 0.1 to 24 hours.

[0035] The atmosphere for preparing the dispersion in step 1 is not particularly limited as long as it does not impair the effects of the present invention, but the preparation may be carried out under reduced pressure or in an inert gas such as nitrogen gas to prevent side reactions.

[0036] The reaction temperature during the preparation of the dispersion in step 1 is not particularly limited as long as it does not impair the effects of the present invention, but it is preferably carried out at 30 to 100°C.

[0037] As described above, the method for producing granular polyesteramide of the present invention includes the following step 2. (Step 2) A step of adding lactone to the dispersion to initiate polymerization, in which, when the total number of moles of lactam and lactam anion is A moles and the amount of lactone added is B moles, (B / A) × 100 is 1.5 to 40.0.

[0038] As the lactone in the present invention, lactones having a 4- to 7-membered ring are preferably used. Examples include β-propiolactone, γ-butyrolactone, δ-valerolactone, ε-caprolactone, etc. These lactones may be used alone or in combination of two or more types as long as the polymerizability is not impaired.

[0039] In the method for producing granular polyesteramide of the present invention, the lactone is preferably ε-caprolactone from the viewpoints of availability, economy, and ease of polymerization.

[0040] In step 2, when the total number of moles of lactam and lactam anion is A moles and the amount of lactone added is B moles, the amount B of lactone added to the dispersion is (B / A) × 100, which is 1.5 to 40.0. When (B / A) × 100 is 1.5 or more, uniform granular polyesteramide is easily obtained. From the viewpoint of the handleability of the obtained granular polyesteramide, (B / A) × 100 is more preferably 3.0 or more, and even more preferably 5.0 or more. Furthermore, when (B / A) × 100 is 40.0 or less, the polymer is less likely to form clumps during the polymerization process, making it easier to obtain granular polyesteramide. From the viewpoint of the handleability of the obtained granular polyesteramide, (B / A) × 100 is more preferably 30.0 or less, and even more preferably 20.0 or less.

[0041] In step 2, from the viewpoint of suppressing variations in the composition ratio of the resulting granular polyesteramide, it is preferable to add the entire amount of lactone at once.

[0042] The polymerization temperature in the present invention is not particularly limited as long as it is within a range that does not impair the effects of the present invention, and can usually be selected in the range of 30 to 300°C. If the polymerization temperature is 30°C or higher, the polymerization tends to proceed rapidly. Furthermore, from the viewpoint of being able to suppress side reactions such as thermal decomposition and gelation, the polymerization temperature is more preferably 200°C or lower, even more preferably 100°C or lower, and particularly preferably 60°C or lower.

[0043] The polymerization time in the present invention varies depending on the reaction scale, etc., but can usually be selected from the range of 0.1 to 72 hours. From the viewpoint of the yield of the obtained granular polyesteramide, the polymerization time is more preferably 0.2 hours or more, even more preferably 0.3 hours or more, and particularly preferably 0.5 hours or more. From the viewpoint of production efficiency, the polymerization time is more preferably 48 hours or less, even more preferably 24 hours or less, and particularly preferably 12 hours or less.

[0044] The atmosphere for polymerization in the present invention is not particularly limited as long as the effects of the present invention are not impaired. However, in order to prevent inactivation due to moisture or oxygen, it is preferable to carry out the polymerization in an inert gas such as argon gas or nitrogen gas.

[0045] The method for producing granular polyesteramide of the present invention may further include a step of purifying the granular polyesteramide after the completion of polymerization. If the step of purifying the granular polyesteramide is included, it is preferable to thoroughly remove the medium and unreacted materials in this step from the viewpoint of improving the processability of the resulting granular polyesteramide. However, from the viewpoint of economy, it is preferable that washing be easily performed.

[0046] The solvent used for washing is not limited as long as it does not dissolve the granular polyesteramide, and specific examples include hydrocarbon solvents such as hexane, toluene, and xylene; alcohols such as methanol, ethanol, and isopropanol; organic solvents such as acetone, tetrahydrofuran, and ethyl acetate; acidic aqueous solutions such as an aqueous acetic acid solution and an aqueous hydrochloric acid solution; and water.

[0047] Furthermore, isolation and drying of the granular polyesteramide can be carried out, for example, by a known method. Examples of isolation methods that can be appropriately selected include vacuum or pressure filtration, decantation, centrifugation, and spray drying. Drying is preferably carried out at or below the melting point of the granular polyesteramide, and may be carried out under reduced pressure. For example, methods that can be selected include air drying, hot air drying, heat drying, vacuum drying, and freeze drying.

[0048] The granular polyesteramide of the present invention is obtained by the method for producing the granular polyesteramide of the present invention. The granular polyesteramide of the present invention can be molded, for example, by various molding methods applicable to general-purpose plastics. Examples of molding methods include compression molding (compression molding, laminate molding, stampable molding), injection molding, extrusion molding, coextrusion molding (film molding by inflation molding or T-die method, laminate molding, pipe molding, electric wire / cable molding, molding of profiled materials), heat press molding, blow molding (various blow moldings), calendar molding, solid molding (uniaxial stretch molding, biaxial stretch molding, roll molding, stretch-oriented nonwoven fabric molding, thermoforming (vacuum forming, pressure forming), plastic processing, powder molding (rotational molding), and various nonwoven fabric moldings (dry method, adhesive method, entanglement method, spunbond method, etc.). Among these, injection molding, extrusion molding, compression molding, or heat press molding, especially extrusion molding or injection molding, is preferred. Specific shapes of the polyesteramide are preferably particles, films, or fibers.

[0049] The molded article of the present invention is made of the granular polyesteramide of the present invention. Examples of methods for obtaining the molded article of the present invention include methods for molding the granular polyesteramide by various molding methods applicable to general-purpose plastics. The molded article of the present invention can be used for various purposes, such as automobile parts, electrical and electronic parts, building materials, various containers, daily necessities, household goods, and sanitary products.

[0050] The particles of the present invention are made of the granular polyesteramide of the present invention. For example, a method for obtaining the particles of the present invention includes granulating the granular polyesteramide of the present invention using the method described in International Publication No. 2022 / 113993. The particles of the present invention can be used for various particle applications, such as cosmetics, toner, ink, and other paints.

[0051] The film of the present invention is made from the granular polyesteramide of the present invention. Examples of methods for obtaining the film of the present invention include molding the granular polyesteramide of the present invention into a film using various molding methods applicable to general-purpose plastics. While there are no particular limitations on the film molding method, from the standpoints of cost and productivity, continuous molding, such as a casting method using a mold called a T-die or an inflation molding method, is preferred. Regarding continuous film molding, it is also possible to produce a laminated film by co-extrusion of multiple resin compositions. The resulting film may then be uniaxially or biaxially stretched by a roll method, tenter method, tubular method, or the like. Furthermore, after stretching, the film may be heat-treated by methods such as blowing hot air, irradiating with infrared rays, irradiating with microwaves, or contacting with a heat roll. The film of the present invention can be used for various film applications, such as packaging, agricultural applications, and electrical and electronic applications.

[0052] The fiber of the present invention is made from the granular polyesteramide of the present invention. Examples of methods for obtaining the fiber of the present invention include molding the granular polyesteramide of the present invention into fiber using various molding methods applicable to general-purpose plastics. The fiber molding method is not particularly limited, and examples include the following methods. Molten granular polyesteramide is metered and transported using a gear pump and discharged from a spinneret. The yarn is cooled and solidified to room temperature by passing through a steam injection device located directly below the spinneret, which injects steam toward the spinneret surface, and an area located downstream of the steam injection device, where cooling air is blown from a cooling device. The yarn is then oiled using an oiling device to bundle the yarn, entangled using a fluid entangling nozzle device, and passed through a take-up roller and a stretching roller. The yarn is stretched in accordance with the ratio of the peripheral speeds of the take-up roller and the stretching roller. The yarn is then heat-set by heating using a stretching roller and wound on a winder (winding device), to produce fiber. The fiber of the present invention can be used for various fiber applications, such as clothing, fishing nets, and medical applications. [Example]

[0053] The present invention will be described in more detail below based on examples, but the present invention is not limited to these examples. The materials, evaluation items, and evaluation methods used in the examples and comparative examples are as follows.

[0054] (1) Molecular weight of granular polyesteramide The molecular weight of the granular polyesteramide was calculated by gel permeation chromatography using a calibration curve based on polymethyl methacrylate. The measurement sample was prepared by dissolving approximately 3.0 mg of the granular polyesteramide in approximately 3.0 g of hexafluoroisopropanol. Equipment: Waterse-Alliance GPC system Column: Showa Denko HFIP-806M x 2 Mobile phase: 5mmol / L sodium trifluoroacetate / hexafluoroisopropanol Flow rate: 1.0ml / min Temperature: 30℃ Detection: Differential refractometer.

[0055] (2) Viscosity of the medium The viscosity of the medium was measured using an EMS viscosity measurement method. An Al probe was placed in a sample container, and approximately 0.5 ml of sample was added. Device: EMS-1000 (Kyoto Electronics Manufacturing Co., Ltd.) Temperature: 37.8℃ Rotation speed: 1,000 rpm.

[0056] (3) Cleaning method The reaction solution after polymerization was filtered, and the filtered polymer was stirred in hexane of the same weight as the charged medium for 30 minutes at 30° C. Filtration was carried out again, and the filtered polymer was stirred in water of the same weight as the charged medium for 30 minutes at 80° C.

[0057] (4) Ash content of granular polyesteramide The ease of purification of the granular polyesteramide was evaluated by the ash content measured by the following method.

[0058] Approximately 10 g of the polymer sample was incinerated in an electric furnace, and the weight was calculated from the sample weight and the weight of the residue after incineration. Ashing temperature: 600℃

[0059]

number

[0060] (5) Long axis diameter The major axis diameter refers to the average length of the major axis of 20 polymer particles observed under an optical microscope. Equipment: Digital microscope (VHX-7000).

[0061] [Example 1] In a flask equipped with a pressure reducing device, 85.1 g of γ-butyrolactam (manufactured by Tokyo Chemical Industry Co., Ltd.) and liquid paraffin (manufactured by MORESCO Co., Ltd., kinematic viscosity 75.9 mm at 37.8°C) were added as a medium. 2 200 g of ethanol (Isopropyl alcohol) and 1.7 g of potassium t-butoxide (Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred under reduced pressure at 40° C. for 3 hours.

[0062] Thereafter, 5.7 g of ε-caprolactone (Tokyo Chemical Industry Co., Ltd.) was added, and the mixture was stirred at 40° C. for 7 hours under a nitrogen atmosphere.

[0063] The reaction solution was filtered, and the polymer was washed by the washing method described above in "(3) Washing Method." Thereafter, it was dried under reduced pressure at 80°C to obtain 70.8 g (78%) of granules.

[0064] The ash content and particle size of the obtained solid were measured and the results are shown in Table 1.

[0065] [Table 1-1]

[0066] [Table 1-2]

[0067] [Table 1-3]

[0068] [Examples 2 to 15] Granular polyesteramide was obtained in the same manner as in Example 1, except that the raw materials shown in Table 1 were used.

[0069] [Example 16] Granular polyesteramide was obtained in the same manner as in Example 1, except that the reaction temperature was set to 200°C and the raw materials shown in Table 1 were used.

[0070] [Example 17] Granular polyesteramide was obtained in the same manner as in Example 1, except that the γ-butyrolactam used was bio-derived γ-butyrolactam obtained by the method described in

[0039] to

[0046] of JP 2012-214496 A.

[0071] [Comparative Examples 1 to 8] A polyesteramide was obtained in the same manner as in Example 1 except that the raw materials shown in Table 2 were used, but no granular polyesteramide was obtained.

[0072] [Table 2-1]

[0073] [Table 2-2]

[0074] Comparative Example 9 A polyesteramide was obtained in the same manner as in Example 1 except that no medium was used, but no granular polyesteramide was obtained.

[0075] [Comparative Example 10] A polyesteramide was obtained in the same manner as in Example 1 except that sodium oleate was used as the dispersing aid, but no granular polyesteramide was obtained.

[0076] [Comparative Example 11] In a flask equipped with a pressure reducing device, 85.1 g of γ-butyrolactam (manufactured by Tokyo Chemical Industry Co., Ltd.), 5.7 g of ε-caprolactone (manufactured by Tokyo Chemical Industry Co., Ltd.), and liquid paraffin (manufactured by MORESCO Co., Ltd., kinematic viscosity 75.9 mm at 37.8°C) were added as a medium. 2 200 g of ...

[0077] Thereafter, 1.7 g of potassium t-butoxide (Tokyo Chemical Industry Co., Ltd.) was added, and the mixture was stirred at 40° C. for 7 hours under a nitrogen atmosphere.

[0078] Thereafter, polyesteramide was obtained in the same manner as in Example 1, but no granular polyesteramide was obtained.

Claims

1. A method for producing granular polyesteramide, comprising the following steps 1 and 2: ２ / s~200mm ２ / s, and the dispersion does not contain a dispersing aid. (Step 1) A step of mixing a lactam, a basic polymerization catalyst, and a medium to prepare a dispersion in which the lactam and lactam anions are dispersed in droplets. (Step 2) A step of adding lactone to the dispersion to initiate polymerization, in which (B / A) x 100 is 1.5 to 40.0, where A is the total number of moles of lactam and lactam anion and B is the amount of lactone added.

2. 2. The method for producing granular polyesteramide according to claim 1, wherein (B / A)×100 is 3.0 to 30.

0.

3. The method for producing granular polyesteramide according to claim 1 or 2, wherein the lactam is γ-butyrolactam.

4. The method for producing granular polyesteramide according to any one of claims 1 to 3, wherein the lactone is ε-caprolactone.

5. Granular polyesteramide obtained by the method for producing granular polyesteramide according to any one of claims 1 to 4.

6. A molded article comprising the polyesteramide granules according to claim 5.

7. Particles comprising the granular polyesteramide according to claim 5.

8. A film comprising the granular polyesteramide of claim 5.

9. A fiber comprising the granular polyesteramide of claim 5.

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