Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
  • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
  • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
  • D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides

Definitions

• the present invention relates to a polyamide resin composition obtained by polycondensation of a diamine component and sebacic acid and having excellent dyeability and spinning workability.
• Thermoplastic resins such as polyamide and polyester are widely used for clothing fibers, industrial fibers, and resin molding applications, and are excellent in strength, durability, heat resistance, stretchability, and color fastness.
• polyamides when polyamides are used for fiber applications, polyamides with excellent color development are required to achieve vivid colors.
• the wastewater load of dyes is small. There is a demand for polyamides with excellent dyeability.
• Polyamide made by polycondensation of diamine and sebacic acid has sebacic acid as a plant-derived component, and has strength, durability, and heat resistance comparable to polyhexamethyleneadipamide and polyhexamethylenecapramide, which are petroleum-derived general-purpose nylons.
• Demand is increasing as an eco-friendly polyamide resin because of its high durability.
• it has a problem that it is significantly inferior to polyhexamethyleneadipamide and polyhexamethylenecapramide in terms of dyeability.
• polyamides formed by polycondensation of diamine and sebacic acid for example, in the development of polypentamethylene sebacamide (N510) by polycondensation of 1,5-pentanediamine and sebacic acid, sterically hindering N atoms and having a nitrogen-containing functional group capable of reacting with at least one of an amino group, a carboxyl group, and an amide group constituting the polyamide, a polyamide having an excellent color tone can be obtained. It is described in.
• Patent Document 2 describes a polyamide containing 1,5-diaminopentane (1,5-pentanediamine) and a dicarboxylic acid component having 6 to 12 carbon atoms as main components and a modified polyolefin resin, which has excellent impact resistance and strength.
• Patent Document 3 describes a method for obtaining a polyamide resin composition having excellent impact resistance, heat resistance, and water resistance, which is composed mainly of a polyamide resin containing tetramethylenediamine and sebacic acid as main components and an impact modifier. Have been described.
• Patent Document 4 there is a description of stockings with excellent luster in which the amount of amino terminal groups is specified. Have been described.
• An object of the present invention is to obtain a polyamide resin composition that is obtained by polycondensation of a diamine component and sebacic acid and that is excellent in dyeability and spinning workability.
• the present invention consists of the following configurations.
• a polyamide resin composition comprising a diamine component and sebacic acid, wherein the amount of amino terminal groups is 5.0 ⁇ 10 ⁇ 5 to 10.0 ⁇ 10 ⁇ 5 mol/g, and the amount of amino terminal groups to carboxyl
• a polyamide resin composition characterized by having a value of 1.0 ⁇ 10 ⁇ 5 to 6.5 ⁇ 10 ⁇ 5 mol/g after subtracting the amount of terminal groups.
• (2) The polyamide resin composition according to (1) above, wherein the yellowing index YI of pellets of the polyamide resin composition is 6.0 or less.
• the polyamide resin composition of the present invention has good reeling operability and can provide polyamide fibers with excellent dyeability.
• the present invention relates to a polyamide resin composition obtained by polycondensation of a diamine component and sebacic acid.
• the polyamide resin composition of the present invention is preferably a polyamide resin composition in which 90 mol % or more of the repeating units are composed of sebacic acid units.
• the large amount of sebacic acid units facilitates oriented crystallization in the spinning process, which increases the regularity of the molecular chains of the resulting fiber, resulting in excellent mechanical properties, boiling water shrinkage, and heat resistance. become fibre.
• the ratio of sebacic acid units is more preferably 95 mol % or more, still more preferably 98 mol % or more.
• a dicarboxylic acid component other than sebacic acid may be included, for example, in an amount of 10 mol% or less within a range that does not impair the effects of the present invention.
• Other dicarboxylic acids are not particularly limited, but oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, undecanedioic acid, dodecanedioic acid, brassic acid, tetradecanedioic acid, Examples include aliphatic dicarboxylic acids such as pentadecanedioic acid and octadecanedioic acid, and aromatic dicarboxylic acids such as cyclohexanedicarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid and naphthalenedicarboxylic acid.
• Sebacic acid includes those using petroleum as a starting material and those using biomass such as plants as a starting material, but in the present invention, those obtained from biomass such as plant-derived materials are preferable.
• a method of identifying whether sebacic acid is derived from biomass for example, there is a method of measuring the radioactive carbon (C14) content. Details of the measurement method are standardized by ASTM (American Society for Testing and Materials), CEN (European Committee for Standardization), etc. In the United States, ASTM-D6866 method is presented as a biomass ratio measurement standard. The measurement method was originally a standardized radiocarbon dating method for determining the age of fossils, and has been used for 60 years, so it is an established method and technology. At present, the ASTM-D6866-04 method is also used for measuring the biomass content specified by JBPA (Japan Bioplastics Association) and JORA (Japan Organic Recycling Association).
• JBPA Joint Bioplastics Association
• JORA Japanese Organic Recycling Association
• the diamine component of the present invention can be arbitrarily selected.
• One type of diamine component may be used, or two or more types of diamine components may be used.
• the diamine component as the main component preferably accounts for 90 mol % or more of the repeating units with respect to the sum of the diamine components as subcomponents. Within this range, oriented crystallization is facilitated in the spinning process, and the regularity of the molecular chains of the obtained fiber is enhanced, resulting in a fiber having excellent mechanical properties, boiling water shrinkage rate, and heat resistance.
• the diamine unit ratio of the main component is more preferably 95 mol % or more, and still more preferably 98 mol % or more.
• the melting point of the polymer is preferably 200 to 300 ° C. from the viewpoint of processability and heat resistance. It is preferable to select a diamine component such that In order to obtain a polymer with said melting point range, the diamine component is preferably 1,4-diaminobutane, 1,5-diaminopentane, 1,6-diaminohexane, 1,10-diaminodecane. Further, 1,4-diaminobutane, 1,5-diaminopentane, and 1,6-diaminohexane are more preferable in terms of industrial availability.
• polyamide resin composition of the present invention contains amino acids such as 6-aminocaproic acid, 11-aminoundecanoic acid, 12-aminododecanoic acid, para-aminomethylbenzoic acid, ⁇ -caprolactam, and the like, as long as the effects of the present invention are not impaired. It can contain structural units derived from lactams such as ⁇ -laurolactam.
• the polyamide resin composition of the present invention has an amino terminal group content of 5.0 ⁇ 10 ⁇ 5 to 10.0 ⁇ 10 ⁇ 5 mol/g, so that a polyamide resin composition having excellent dyeability can be obtained.
• Acid dyes are generally used for dyeing textiles, and an excellent dyeing effect can be obtained by setting the amount of amino terminal groups, which act as dyeing sites, within the above range.
• the dicarboxylic acid component of the polyamide resin composition of the present invention is sebacic acid
• the methylene chain in the molecule is longer than that of polyhexamethylene adipamide (nylon 66) or polyhexamethylene capramide (nylon 6).
• the amount of amino terminal groups is preferably 6.5 ⁇ 10 ⁇ 5 mol/g or more, more preferably 7.0 ⁇ 10 ⁇ 5 mol/g or more. If the amount of amino terminal groups exceeds 10.0 ⁇ 10 ⁇ 5 mol/g, colorfastness such as discoloration during washing will be deteriorated.
• the value obtained by subtracting the amount of carboxyl terminal groups from the amount of amino terminal groups is 1.0 ⁇ 10 ⁇ 5 to 6.5 ⁇ 10 ⁇ 5 mol/g.
• the amount of amino terminal groups and the amount of carboxyl group terminals are set within the above range, the polyamide having a sufficiently large amount of amino terminal groups and good dyeability can be obtained, and heat deterioration is sufficiently suppressed.
• the value obtained by subtracting the amount of carboxyl terminal groups from the amount of amino terminal groups is smaller than 1.0 ⁇ 10 ⁇ 5 mol/g, thermal decomposition of the polyamide resin composition proceeds, and a part of the molecular structure becomes three-dimensional (gel change).
• the value obtained by subtracting the amount of carboxyl terminal groups from the amount of amino terminal groups is preferably 6.0 ⁇ 10 ⁇ 5 mol/g or less, more preferably 5.0 ⁇ 10 ⁇ 5 mol/g or less.
• the polyamide resin composition of the present invention is a polyamide with a sufficiently large amount of amino terminal groups, and the generation of substances that cause coloration is sufficiently suppressed by suppressing thermal deterioration, so that the polyamide resin composition has a good color tone. can get things. Coloring is affected by even a very small amount of coloring-causing substance, so the identification of the causative substance and the generation mechanism are unknown. there is
• the yellowing index YI of the pellets is preferably 6.0 or less. Note that the yellowing index YI is a value measured by a method described later. A lower YI indicates less coloring. If the coloring is large, the range of application is limited and the product value is lowered, so the lower the YI is, the better.
• the yellowing index YI of the pellets of the polyamide resin composition of the present invention is more preferably 2.0 or less, and still more preferably 0.0 or less. The lower limit of the yellowing degree YI is about -10.
• the number of microgels with a major diameter of 1 to 10 ⁇ m in the polyamide resin composition is preferably 1000/g or less.
• the number of microgels is more preferably 700/g or less, more preferably 600/g or less.
• the content of micro-sized gel (microgel) which is a heat-degraded product in the polyamide resin composition, is small. If the polyamide resin composition contains a large amount of microgel, yarn breakage increases during melt spinning, resulting in poor spinning.
• the number of microgels referred to here is the value measured by the method described later.
• the polyamide resin composition of the present invention preferably has a relative viscosity of 2.0 or more at 25°C in a 98% sulfuric acid solution with a sample concentration of 0.01 g/mL.
• the relative viscosity is more preferably 2.05 to 7.0, still more preferably 2.1 to 6.5, particularly preferably 2.15 to 6.0.
• the relative viscosity is 2.0 or more, sufficient mechanical properties are exhibited, and when it is 8.0 or less, molding is not difficult, which is preferable.
• a known terminal blocking agent can be added to the polyamide resin composition of the present invention for molecular weight adjustment.
• a monocarboxylic acid is preferred as the terminal blocking agent.
• Other examples include acid anhydrides such as phthalic anhydride, monoisocyanates, monoacid halides, monoesters and monoalcohols.
• the monocarboxylic acid that can be used as a terminal blocking agent is not particularly limited as long as it is reactive with an amino group, and examples include acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, caprylic acid, and lauric acid.
• tridecylic acid myristic acid, palmitic acid, stearic acid, pivalic acid, aliphatic monocarboxylic acids such as isobutyric acid, alicyclic monocarboxylic acids such as cyclohexanecarboxylic acid, benzoic acid, toluic acid, ⁇ -naphthalenecarboxylic acid, Aromatic monocarboxylic acids such as ⁇ -naphthalenecarboxylic acid, methylnaphthalenecarboxylic acid and phenylacetic acid can be mentioned. In the present invention, one or more of these monocarboxylic acids can be used.
• the polyamide resin composition of the present invention may contain other additives depending on the application within a range that does not impair the effects of the present invention. These additives can be added during the polycondensation of the polyamide, or blended by melt mixing with the polyamide resin composition. Melt-mixing can be performed using an extruder.
• master chips containing these additives can be blended by chip blending, or physically mixed with pellets of the polyamide resin composition, and then subjected to molding such as spinning, extrusion molding, and injection molding.
• antioxidants examples include antioxidants, heat stabilizers (hindered phenols, hydroquinones, phosphites and substituted products thereof, copper halides, iodine compounds, etc.), weathering agents (benzophenone , hindered amines, etc.), release agents and lubricants (aliphatic alcohols, aliphatic amides, etc.), pigments (titanium oxide, carbon black, etc.), dyes (nigrosine, aniline black, etc.), crystal nucleating agents (talc, silica, kaolin , clay, etc.), antistatic agents (polyetheramide antistatic agents, polyetheresteramide antistatic agents, etc.), flame retardants (melamine cyanurate, magnesium hydroxide, etc.), fillers (graphite, barium sulfate, sulfuric acid magnesium, calcium carbonate, magnesium carbonate, etc.), and other polymers (other polyamides, polyethylenes, polypropylenes, polyesters, polycarbonates, etc.).
• the polycondensation method of the polyamide is not particularly limited in the present invention, a preferred production method for obtaining the polyamide resin composition of the present invention is shown.
• Polycondensation methods for polyamides generally include continuous polymerization methods and batch polymerization methods, and production is possible by either method.
• Polypentamethylene sebacamide is taken as an example of the polycondensation method of polyamide by batch polymerization, and the outline of the production method is shown.
• An aqueous solution of an equimolar salt of sebacic acid and 1,5-diaminopentane is prepared and concentrated by heating in a pressure vessel (concentration step).
• the water content of the equimolar salt aqueous solution may be adjusted in consideration of handling and weighing, but is preferably 10 to 60%, more preferably 10 to 50%.
• Concentration may be carried out in an apparatus other than the polycondensation apparatus to obtain an arbitrary moisture content. In this case, the moisture content after concentration is preferably 10 to 30%, more preferably 10 to 20%.
• 1,5-diaminopentane is additionally added to the equimolar salt aqueous solution after concentration so that the desired amount of amino terminal groups is obtained. Additional addition of 1,5-diaminopentane may be performed before concentration, but is preferably added after concentration in order to suppress the amount of evaporation during concentration.
• the equimolar salt aqueous solution after concentration is sealed and heated until it reaches the target pressure (pressurization process).
• the maximum pressure in the container is preferably 1.0 MPa or higher, more preferably 1.3 MPa (absolute pressure) or higher, and still more preferably 1.7 MPa or higher. If the maximum pressure is 1.0 MPa or more, evaporation of 1,5-diaminopentane can be reduced. Although there is no particular upper limit for the maximum pressure, it is preferably 3.0 MPa or less, more preferably 2.0 MPa or less, in consideration of the pressure resistance of the polycondensation apparatus.
• pressure release step While maintaining the above pressure, distill off the water until the internal temperature of the container reaches 240 to 250 ° C. (pressurization step), and then gradually increase the internal pressure of the container to 0.1 MPa (atmospheric pressure) while continuing to heat. Release the pressure (pressure release step). If the pressure release start temperature is 240° C. or higher, polycondensation can be performed without solidification of the internal liquid in the pressure release step, and if it is 250° C. or lower, thermal deterioration of the polymer can be suppressed.
• 1,5-diaminopentane is additionally added to obtain a polyamide resin composition with a high amino terminal group content.
• the amount of inert gas to be circulated is 0.3 L / min or more per 1 kg of polymer, and the condensation water in the gas phase and unreacted 1,5-diaminopentane are efficiently discharged out of the polymerization vessel to shorten the polycondensation time. can be shortened. Moreover, thermal deterioration of the polymer can be suppressed.
• the flow rate of inert gas is preferably 0.5 to 1.0 L/min.
• the reaction time of normal pressure polymerization for advancing polycondensation to the desired degree of polymerization is preferably 20 to 50 minutes, more preferably 20 to 40 minutes.
• the maximum temperature in the vessel for atmospheric polymerization is 240 to 250°C.
• the maximum temperature is more preferably 245-250°C.
• the maximum temperature is 240° C. or higher, good fluidity in the container can be maintained without excessively increasing the melt viscosity of the polymer.
• the maximum temperature is 250° C. or less, it is possible to suppress the deterioration of the color tone of the polymer and the generation of microgels due to thermal deterioration.
• the preferred polymerization conditions for polyhexamethylene sebacamide consisting of 1,6-diaminohexane and sebacic acid are the same as the preferred polycondensation method for polypentamethylene sebacamide described above.
• the melting point of the polyamide resin composition is high, so the maximum temperature in the vessel for atmospheric polymerization is preferably 250 to 260 ° C., more preferably. is 255-260°C.
• the maximum temperature is 250° C. or higher, good fluidity in the container can be maintained without excessively increasing the melt viscosity of the polymer. Further, if the maximum temperature is 260° C. or less, deterioration of color tone of the polymer can be suppressed.
• the polyamide resin composition thus obtained is preferably extruded from a container in a strand shape and cut into pellets. It is also possible to increase the molecular weight by solid state polymerization of the pellets. In solid phase polymerization, the polymer can be made to have a higher molecular weight by heating in a vacuum or in an inert gas within a temperature range of 100° C. to the melting point.
• the filtration area of the membrane filter is 960 mm 2
• the microgel contained in 1 g of the polycapramide resin composition is calculated to exist in the filtration area of 4 mm 2 (960 mm 2 /240 g).
• the filtered samples were observed under a fluorescence microscope (200 ⁇ ) and representative fields were captured in digital images (field of view 0.04 mm 2 ).
• An image analyzer (Win ROOF, manufactured by Mitani Shoji Co., Ltd.) was used to automatically count the number of bright spots in the digital image and the length of each bright spot.
• the total number of bright spots with a major axis of 1 ⁇ m or more and 10 ⁇ m or less observed in 5 fields of view was further multiplied by 20 to obtain the number of microgels per 4 mm 2 of filtration area (1 g of polycapramide-based spinning material).
• [Dyeability] A tubular knitted fabric was produced by adjusting the density to 50 with a tubular knitting machine. If the fiber has a low net fineness, the fibers to be supplied to the tubular knitting machine are appropriately combined so that the total fineness is 50 to 100 dtex, and if the total fineness exceeds 100 dtex, the yarn is supplied to the tubular knitting machine. , and the density was adjusted to 50 in the same manner as above.
• tubular knitted fabric obtained in A above was prepared with 100 ml of an aqueous solution of 2 g/l of a nonionic surfactant (Neugen, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) per 1 g of knitted fabric, and was heated at 60 ° C. for 30 minutes. After washing for 20 minutes, it was washed with running water for 20 minutes, dehydrated with a dehydrator, and air-dried.
• a nonionic surfactant Neitogen, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
• D Color development property The color development property of the tubular knitted fabric after dyeing obtained in C above was evaluated in the following three grades. S: Uniformly colored to a medium color (light to dark color) to dark color overall A: Colored uniformly to a light color to medium color (light to dark color) B: Colored uniformly to a light color overall.
• E. E. coli JM109 strain was cultured as follows. First, 1 platinum loop of this strain was inoculated into 5 ml of LB medium and precultured by shaking at 30° C. for 24 hours. Next, 50 ml of LB medium was placed in a 500 ml Erlenmeyer flask and preliminarily steam sterilized at 115° C. for 10 minutes. The above precultured strain was subcultured in this medium and cultured for 24 hours under conditions of amplitude of 30 cm and 180 rpm while adjusting the pH to 6.0 with a 1N hydrochloric acid aqueous solution.
• the cells thus obtained were collected and subjected to ultrasonic disruption and centrifugation to prepare a cell-free extract. These lysine decarboxylase activities were measured according to a standard method (Kenji Souda, Haruo Misono, Biochemical Experiment Course, Vol. 11, P. 179-191 (1976)).
• lysine When lysine is used as a substrate, conversion by lysine monooxygenase, lysine oxidase, and lysine mutase, which are considered to be the original main pathways, may occur.
• a cell-free extract of E. coli JM109 strain was heated. Furthermore, this cell-free extract was fractionated with 40% saturated and 55% saturated ammonium sulfate. Using the crudely purified lysine decarboxylase solution thus obtained, 1,5-pentanediamine was produced from lysine.
• Reference Example 2 (Production of 1,5-diaminopentane) 50 mM lysine hydrochloride (manufactured by Wako Pure Chemical Industries, Ltd.), 0.1 mM pyridoxal phosphate (manufactured by Wako Pure Chemical Industries, Ltd.), 40 mg/L-crude lysine decarboxylase (prepared in Reference Example 1). 1000 ml of the aqueous solution prepared as above was reacted at 45° C. for 48 hours while maintaining the pH at 5.5 to 6.5 with a 0.1N hydrochloric acid aqueous solution to obtain 1,5-diaminopentane hydrochloride.
• 1,5-diaminopentane hydrochloride is converted to 1,5-diaminopentane, extracted with chloroform, and distilled under reduced pressure (1066.58 Pa, 70° C.) to obtain 1,5-diaminopentane was obtained.
• Reference Example 3 (Preparation of 40% by weight aqueous solution of 1,5-diaminopentane sebacate) An aqueous solution obtained by diluting 1,5-diaminopentane prepared in Reference Example 2 with ion-exchanged water was immersed in an ice bath and stirred. ) manufactured by Kirk) is added little by little, and in the vicinity of the neutral point, it is heated in a water bath at 40°C to make the internal temperature 33°C, and 40% by weight of equimolar salt of 1,5-diaminopentane sebacic acid. An aqueous solution was prepared.
• a 40% by weight aqueous solution of 1,6-diaminohexane/sebacic acid equimolar salt and a 40% by weight aqueous solution of 1,4-diaminobutane/sebacic acid equimolar salt were prepared in the same manner.
• Example 1 300 kg of the 40% by weight aqueous solution of 1,5-diaminopentane-sebacic acid obtained in Reference Example 3 was charged into a jacketed autoclave, and after the inside of the vessel was sufficiently replaced with nitrogen, the vessel was heated to a temperature of 200° C. and an internal pressure of 0. While controlling the pressure to 2 MPa (gauge pressure), the aqueous solution was concentrated until the moisture content in the aqueous solution reached 15% by weight (concentration step). The aqueous solution concentration in the container was judged from the amount of distilled water.
• a spinneret having 24 nozzle ejection holes (hole diameter 0.2 mm, hole elongation 0.7 mm) at a spinning temperature of 280 ° C. ) was melted and discharged at a discharge rate of 28 g/min.
• a godet roller After melted and extruded, cooled, lubricated and entangled, it was taken up with a godet roller at 1900 m/min, stretched 1.9 times, heat-set at 155°C, and had a total fineness of 22 decitex at a winding speed of 3500 m/min. , a fiber of 24 filaments was obtained. No thread breakage occurred when 100 kg of the polyamide resin composition was spun.
• Example 2 After completion of the concentration, the polymerization conditions in Table 1 were used except that 0.0014 mol of benzoic acid and 0.01 mol of 1,5-diaminopentane were added to the equimolar salt of 1,5-diaminopentane sebacic acid. Polyamide resin composition pellets were obtained. Conditions other than Table 1 were the same as in Example 1.
• Example 3 After completion of the concentration, 0.0042 mol of benzoic acid and 0.012 mol of 1,5-diaminopentane per equimolar salt of 1,5-diaminopentane sebacic acid were added, but the polymerization conditions in Table 1 were used. Polyamide resin composition pellets were obtained. Conditions other than Table 1 were the same as in Example 1.
• Example 4 After completion of the concentration, 0.0110 mol of benzoic acid and 0.012 mol of 1,5-diaminopentane per equimolar salt of 1,5-diaminopentane sebacic acid were added, but the polymerization conditions in Table 1 were used. Polyamide resin composition pellets were obtained. Conditions other than Table 1 were the same as in Example 1.
• Example 5 After completion of the concentration, polyamide resin composition pellets were obtained under the polymerization conditions shown in Table 1 except that 0.016 mol of 1,5-diaminopentane was additionally added to the equimolar salt of 1,5-diaminopentane sebacic acid. Conditions other than Table 1 were the same as in Example 1.
• Example 6 A 40% by weight aqueous solution of 1,6-diaminohexane/sebacic acid was used, and after completion of concentration, 0.013 mol of 1,6-diaminohexane was added to the equimolar salt of 1,6-diaminohexane/sebacic acid.
• Polyamide resin composition pellets were obtained under the polymerization conditions shown in Table 1, except for the above conditions. Conditions other than Table 1 were the same as in Example 1.
• Example 7 After the concentration was completed, 0.0042 mol of benzoic acid and 0.012 mol of 1,6-diaminohexane were additionally added to the equimolar salt of 1,6-diaminohexane/sebacic acid under the polymerization conditions shown in Table 1. Polyamide resin composition pellets were obtained. Conditions other than Table 1 were the same as in Example 6.
• Example 8 A 40% by weight aqueous solution of 1,4-diaminobutane/sebacic acid was used, and after concentration was completed, 0.013 mol of 1,4-diamibutane was additionally added to the equimolar salt of 1,4-diaminobutane/sebacic acid. obtained polyamide resin composition pellets under the polymerization conditions shown in Table 1. Conditions other than Table 1 were the same as in Example 1.
• Example 9 Polyamide resin composition pellets were obtained under the polymerization conditions shown in Table 1, except that 5.0% by weight of ⁇ -caprolactam was additionally added to the 1,5-diaminopentane-sebacic acid after the concentration was completed. Conditions other than Table 1 were the same as in Example 1.
• Example 10 After the pressure release step, polyamide resin composition pellets were obtained under the polymerization conditions shown in Table 1, except that the pressure inside the container (gauge pressure) was reduced to -13 kPa and maintained for 25 minutes (reduced pressure polymerization). Conditions other than Table 1 were the same as in Example 1.

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