WO2021206154A1 - 脂肪族ポリエステル繊維の製造方法、脂肪族ポリエステル繊維及びマルチフィラメント - Google Patents

脂肪族ポリエステル繊維の製造方法、脂肪族ポリエステル繊維及びマルチフィラメント Download PDF

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Publication number
WO2021206154A1
WO2021206154A1 PCT/JP2021/014957 JP2021014957W WO2021206154A1 WO 2021206154 A1 WO2021206154 A1 WO 2021206154A1 JP 2021014957 W JP2021014957 W JP 2021014957W WO 2021206154 A1 WO2021206154 A1 WO 2021206154A1
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WO
WIPO (PCT)
Prior art keywords
aliphatic polyester
roll
resin composition
polyester fiber
hydroxybutyrate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
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PCT/JP2021/014957
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English (en)
French (fr)
Japanese (ja)
Inventor
毅 御林
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Kaneka Corp
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Kaneka Corp
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Publication date
Application filed by Kaneka Corp filed Critical Kaneka Corp
Priority to CN202180026855.XA priority Critical patent/CN115380136B/zh
Priority to JP2022514125A priority patent/JP7705380B2/ja
Publication of WO2021206154A1 publication Critical patent/WO2021206154A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00—Formation of filaments, threads, or the like
    • D01D5/08—Melt spinning methods
    • D01D5/088—Cooling filaments, threads or the like, leaving the spinnerettes
    • D01D5/092—Cooling filaments, threads or the like, leaving the spinnerettes in shafts or chimneys
    • 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
    • D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters

Definitions

  • P3HB3HH poly (3-hydroxybutyrate-co-4-hydroxybutyrate copolymer resin
  • the PHA-based resin has a slow crystallization rate and a glass transition temperature lower than room temperature (about 0 to 4 ° C.), it is necessary to lengthen the cooling time for solidification after heating and melting during the molding process. There is poor productivity.
  • the solidification of the resin is slow, so that the fibers stick to each other and stick to the roll, making it difficult to produce stable fibers.
  • the quality of the obtained fiber is also low.
  • Patent Document 3 states that PHA is fiberized under specific spinning conditions, and further, in the drawing step, stretching is performed in a temperature range where energy used during production is not wasted, and further, heat treatment is performed. It is described that excellent mechanical properties are exhibited by relaxing in the process.
  • the total draw ratio of the product (the take-up roll speed (m / min) / the spinning nozzle flow velocity (m / min)) is 250 or more, and the take-up roll speed is 500 to 1500 m / min.
  • the present invention relates to a method for producing a polyester fiber.
  • the spinning nozzle has 15 or more discharge holes.
  • the poly (3-hydroxybutyrate) resin contains poly (3-hydroxybutyrate-co-3-hydroxyhexanoate), and the poly (3-hydroxybutyrate-co) is contained.
  • the ratio of 3-hydroxyhexanoate to the total monomer unit constituting (-3-hydroxyhexanoate) is preferably 3 to 15 mol%.
  • the productivity of the aliphatic polyester fiber containing the poly (3-hydroxybutyrate) resin and the crystal nucleating agent can be improved, and the tensile strength can be increased.
  • the poly (3-hydroxybutyrate) -based resin is an aliphatic polyester containing 3-hydroxybutyrate as a monomer unit constituting the resin.
  • poly (3-hydroxybutyrate-co-3-hydroxyhexanoate) is preferable.
  • the obtained aliphatic polyester fiber not only has excellent biodegradability, but also has sufficient molding processability for practical use. This is because it is excellent in tensile strength and flexibility.
  • the weight average molecular weight Mw of the poly (3-hydroxybutyrate) resin is preferably 50,000 to 3,000,000, more preferably 100,000 to 1,500,000, and 200,000 to 1,000, 000 is more preferable. This is because if the weight average molecular weight Mw is too low, the tensile strength of the obtained aliphatic polyester fiber tends to decrease, and if the weight average molecular weight Mw is too high, the processability may decrease and molding may become difficult.
  • the crystal nucleating agent is a compound having a melting point higher than that of a poly (3-hydroxybutyrate) resin and having an effect of promoting crystallization of the resin.
  • the compound is not particularly limited.
  • Crystal nucleating agents include, for example, inorganic substances (boron nitride, titanium oxide, talc, layered silicates, calcium carbonate, sodium chloride, and metal phosphates, etc.); naturally occurring sugar alcohol compounds (pentaerythritol, erythritol, etc.) Galactitol, mannitol, arabitol, etc.); Polyvinyl alcohol; Chitin; Chitosan; Polyethylene oxide; aliphatic carboxylic acid salt; aliphatic alcohol; aliphatic carboxylic acid ester; Dicarboxylic acid derivatives (dimethyl adipate, dibutyl adipate, diisodecyl adipate, and Dibutyl sevacate); Cyclic compounds having
  • sugar alcohol compounds and polyvinyl alcohols from the viewpoint of improving the crystallization rate of poly (3-hydroxybutyrate) -based resins and compatibility and affinity with poly (3-hydroxybutyrate) -based resins.
  • Chitin, and chitosan are preferred, and pentaerythritol is more preferred. These may be used alone or in combination of two or more.
  • the content of the crystal nucleating agent in the resin composition containing the poly (3-hydroxybutyrate) resin and the crystal nucleating agent is 0.05 weight by weight with respect to 100 parts by weight of the poly (3-hydroxybutyrate) resin. More than parts are preferable, 0.1 parts by weight or more is more preferable, and 0.5 parts by weight or more is further preferable.
  • the content thereof is preferably 12 parts by weight or less, more preferably 10 parts by weight or less, further preferably 8 parts by weight or less, and most preferably 5 parts by weight or less. If the content of the crystal nucleating agent is too small, the effect as the crystal nucleating agent may be insufficient, and if the content of the crystal nucleating agent is too large, the viscosity of the resin composition during heating may decrease. There is.
  • the resin composition may contain a known additive as an optional component other than the poly (3-hydroxybutyrate) resin and the crystal nucleating agent, if necessary.
  • Known additives include stabilizers such as antioxidants and UV absorbers; colorants such as dyes and pigments; plasticizers; lubricants; inorganic fillers; organic fillers; and antistatic agents. These additives may be used alone or in combination of two or more.
  • the plasticizer is not particularly limited, and examples thereof include an adipate ester-based plasticizer, an acetylated monoglyceride-based plasticizer, and a polyglycerin fatty acid ester-based plasticizer. It is also possible to utilize the plasticizing action of supercritical fluids such as carbon dioxide and nitrogen.
  • the lubricant is not particularly limited, and examples thereof include fatty acid amides such as bechenic acid amide, stearic acid amide, erucic acid amide, and oleic acid amide.
  • the melting point is measured by the differential scanning calorimetry (DSC) method. Specifically, it is measured at a heating rate of 10 ° C./min using a differential scanning calorimeter, and the obtained endothermic peak is used as the melting point.
  • DSC differential scanning calorimetry
  • the thermal decomposition temperature is the weight reduction start temperature measured by the thermogravimetric analysis method (TG). Specifically, it is measured at a heating rate of 10 ° C./min using a thermogravimetric analyzer, and the temperature at the start of weight reduction is defined as the thermal decomposition temperature.
  • TG thermogravimetric analysis method
  • the resin composition containing a poly (3-hydroxybutyrate) resin and a crystal nucleating agent has a melt flow rate (hereinafter, may be referred to as MFR) measured at 165 ° C. and 5 kgf of 0.1 to 100 g / g. It is preferably 10 min, more preferably 0.5 to 80 g / 10 min, and even more preferably 1.0 to 60 g / 10 min.
  • the method for measuring the melt flow rate is a value measured at 165 ° C. and a load of 5 kg according to JIS K7210-2: 2014.
  • the spinning nozzle is provided with a discharge hole for discharging the resin composition, and the shape, size, and number of the discharge holes are not particularly limited.
  • the size of the discharge hole for example, when the shape of the discharge hole is circular, the diameter is preferably ⁇ 0.1 mm to 3.0 mm.
  • the number of discharge holes depends on the size of the discharge holes, but may be, for example, 15 or more, or 1000 or less.
  • the flow rate of the spinning nozzle that is, the speed at which the resin composition is discharged from the spinning nozzle is preferably 0.05 m / min to 6.0 m / min, more preferably 0.1 m / min to 6.0 m / min, and 0.5 m / min. More preferably, min to 6.0 m / min.
  • the temperature of the air flow applied to the resin composition discharged from the spinning nozzle may be not less than the glass transition temperature of the resin composition and not more than the crystallization temperature, and may be appropriately adjusted depending on the type of the resin composition.
  • the temperature of the air flow is preferably less than the crystallization temperature of the resin composition, more preferably the crystallization temperature of ⁇ 20 ° C. or lower, and further preferably the crystallization temperature of ⁇ 40 ° C. or lower.
  • the drawn roll may include a first roll and a second roll, and the number of the drawn rolls is not particularly limited, and may be appropriately selected in consideration of the temperature control efficiency of the fiber, the draw ratio, and the like. Just do it.
  • the number of the stretched rolls may be 3 or more, 4 or more, and 5 or more.
  • the number of the stretched rolls is not particularly limited as long as it is within the scope of the object of the present invention, but may be 10 or less from the viewpoint of not increasing the equipment cost and the manufacturing equipment too much.
  • the ratio of the take-up roll speed (m / min) to the first roll speed (m / min) is preferably 1.5 or more, more preferably 1.7 or more, still more preferably 1.8 or more. This is because an aliphatic polyester fiber having a higher tensile strength can be obtained.
  • the ratio may be 30 or less, although there is no upper limit as long as the fibers are not broken.
  • the total draw ratio of the resin composition is 250 or more.
  • the total draw ratio is preferably 270 or more, more preferably 300 or more, further preferably 330 or more, and even more preferably 340 or more.
  • the total draw ratio may be 2000 or less, although there is no upper limit as long as fibers having a desired fineness can be stably obtained.
  • the particle size of the crystal nucleating agent is determined as D50 (median diameter) by using a laser diffraction method.
  • the tensile strength of the single fiber of the aliphatic polyester fiber of the present disclosure is preferably 1.6 cN / dtex or more, more preferably 1.7 cN / dtex or more, further preferably 1.8 cN / dtex or more, and 1.9 cN / dtex or more. Is the most preferable.
  • the tensile strength is not particularly limited as long as it does not impair the flexibility and toughness required by the application, but may be 10 cN / dtex or less. Although the aliphatic polyester fiber of the present disclosure is thin, it has excellent tensile strength.
  • the tensile strength of a single fiber is measured at an initial length of 20 mm and a speed of 20 mm / min based on the JIS L 1015: 2010 chemical fiber staple test method.
  • the aliphatic polyester fibers of the present disclosure may constitute a multifilament.
  • the number and fineness of the aliphatic polyester fibers constituting the multifilament may be determined according to the desired characteristics, but it is preferable that 15 or more of the aliphatic polyester fibers are contained, and 20 fibers are contained. It is more preferable to include the above, and it is further preferable to include 30 or more. Further, 1000 or less of the aliphatic polyester fibers may be contained. If the total fineness of the multifilaments is the same, as the number of fibers constituting the multifilaments increases, the flexibility and suppleness tend to increase, but the durability tends to decrease.
  • the process of producing an aliphatic polyester fiber using the obtained pellets will be described with reference to FIG.
  • the obtained pellets are melted by a uniaxial extruder (not shown) having a screw diameter of 25 mm, the flow rate is adjusted by a gear pump, the melt spinning temperature is 170 ° C., and the spinning nozzle 1 (of the discharge hole) under the conditions shown in Table 1 is used.
  • the sample length was 50 mm using a motorcycle bro-type fineness measuring machine DENIER COMPUTER DC-11 manufactured by Search Co., Ltd.
  • Table 1 shows the results of measuring the physical characteristics of the obtained aliphatic polyester fiber.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Artificial Filaments (AREA)
PCT/JP2021/014957 2020-04-09 2021-04-08 脂肪族ポリエステル繊維の製造方法、脂肪族ポリエステル繊維及びマルチフィラメント Ceased WO2021206154A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202180026855.XA CN115380136B (zh) 2020-04-09 2021-04-08 脂肪族聚酯纤维的制造方法、脂肪族聚酯纤维及复丝
JP2022514125A JP7705380B2 (ja) 2020-04-09 2021-04-08 脂肪族ポリエステル繊維の製造方法

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JP2020070244 2020-04-09
JP2020-070244 2020-04-09

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114851528A (zh) * 2022-07-06 2022-08-05 北京蓝晶微生物科技有限公司 一种聚羟基烷酸酯成型体及其制备方法
CN115613155A (zh) * 2022-11-18 2023-01-17 北京微构工场生物技术有限公司 一种长丝或短纤及其制备方法
CN115627559A (zh) * 2022-11-18 2023-01-20 北京微构工场生物技术有限公司 一种可降解长丝及其专用料
CN115637506A (zh) * 2022-11-18 2023-01-24 北京微构工场生物技术有限公司 一种长丝及其制备方法和应用
WO2023022015A1 (ja) * 2021-08-18 2023-02-23 株式会社カネカ 延伸用マルチフィラメント及びその製造方法、マルチフィラメント及びその製造方法、並びに、ステープル及びその製造方法
JP2023111771A (ja) * 2022-01-31 2023-08-10 Ｋｂセーレン株式会社 生分解性ポリエステル繊維およびその製造方法
WO2023167245A1 (ja) * 2022-03-04 2023-09-07 株式会社カネカ マルチフィラメント、及び、その製造方法
WO2024060636A1 (zh) * 2022-09-22 2024-03-28 北京蓝晶微生物科技有限公司 含酯类成核剂的聚羟基烷酸酯组合物、聚羟基烷酸酯成型体及其制备方法
WO2024090257A1 (ja) * 2022-10-27 2024-05-02 株式会社カネカ マルチフィラメント、及び、その製造方法
WO2024171745A1 (ja) 2023-02-15 2024-08-22 株式会社カネカ マルチフィラメントの製造方法

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CN102936761B (zh) * 2012-12-11 2015-09-23 江南大学 一种资源可再生、生物可降解导电纤维及其制备方法
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JPH07316378A (ja) * 1994-05-23 1995-12-05 Kuraray Co Ltd 繊 維
JP2000234251A (ja) * 1999-02-09 2000-08-29 Toray Ind Inc ネット
JP2000248426A (ja) * 1999-03-02 2000-09-12 Toray Ind Inc 脂肪族ポリエステルマルチフィラメントの製造方法
JP2002371431A (ja) * 2001-06-11 2002-12-26 Kanegafuchi Chem Ind Co Ltd 生分解性繊維およびその製造方法
WO2007046397A1 (ja) * 2005-10-19 2007-04-26 Toray Industries, Inc. 捲縮糸およびその製造方法ならびに繊維構造体
US20110256398A1 (en) * 2008-04-17 2011-10-20 Yelena Kann Production Of Non-Woven Materials From Polyhydroxyalkanoate
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Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023022015A1 (ja) * 2021-08-18 2023-02-23 株式会社カネカ 延伸用マルチフィラメント及びその製造方法、マルチフィラメント及びその製造方法、並びに、ステープル及びその製造方法
JP2023111771A (ja) * 2022-01-31 2023-08-10 Ｋｂセーレン株式会社 生分解性ポリエステル繊維およびその製造方法
JP7805186B2 (ja) 2022-01-31 2026-01-23 Ｋｂセーレン株式会社 生分解性ポリエステル繊維およびその製造方法
WO2023167245A1 (ja) * 2022-03-04 2023-09-07 株式会社カネカ マルチフィラメント、及び、その製造方法
CN114851528A (zh) * 2022-07-06 2022-08-05 北京蓝晶微生物科技有限公司 一种聚羟基烷酸酯成型体及其制备方法
JP2024529147A (ja) * 2022-07-06 2024-08-01 北京藍晶微生物科技有限公司 ポリヒドロキシアルカノエート成形体及びその製造方法
WO2024060636A1 (zh) * 2022-09-22 2024-03-28 北京蓝晶微生物科技有限公司 含酯类成核剂的聚羟基烷酸酯组合物、聚羟基烷酸酯成型体及其制备方法
WO2024090257A1 (ja) * 2022-10-27 2024-05-02 株式会社カネカ マルチフィラメント、及び、その製造方法
CN115613155A (zh) * 2022-11-18 2023-01-17 北京微构工场生物技术有限公司 一种长丝或短纤及其制备方法
CN115627559A (zh) * 2022-11-18 2023-01-20 北京微构工场生物技术有限公司 一种可降解长丝及其专用料
CN115637506A (zh) * 2022-11-18 2023-01-24 北京微构工场生物技术有限公司 一种长丝及其制备方法和应用
WO2024171745A1 (ja) 2023-02-15 2024-08-22 株式会社カネカ マルチフィラメントの製造方法

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JP7705380B2 (ja) 2025-07-09
CN115380136B (zh) 2024-08-16
JPWO2021206154A1 (https=) 2021-10-14

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