WO2015102405A1 - Composition de résine polyacétal et article moulé la contenant - Google Patents

Composition de résine polyacétal et article moulé la contenant Download PDF

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Publication number
WO2015102405A1
WO2015102405A1 PCT/KR2014/013100 KR2014013100W WO2015102405A1 WO 2015102405 A1 WO2015102405 A1 WO 2015102405A1 KR 2014013100 W KR2014013100 W KR 2014013100W WO 2015102405 A1 WO2015102405 A1 WO 2015102405A1
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WO
WIPO (PCT)
Prior art keywords
polyoxymethylene resin
weight
resin composition
parts
polyoxymethylene
Prior art date
Application number
PCT/KR2014/013100
Other languages
English (en)
Korean (ko)
Inventor
강경민
신범식
박은하
Original Assignee
코오롱플라스틱 주식회사
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from KR1020140194416A external-priority patent/KR102119735B1/ko
Application filed by 코오롱플라스틱 주식회사 filed Critical 코오롱플라스틱 주식회사
Priority to US15/108,819 priority Critical patent/US20160326363A1/en
Priority to EP14876051.5A priority patent/EP3091051B1/fr
Priority to JP2016544158A priority patent/JP6357238B2/ja
Priority to CN201480071947.XA priority patent/CN105874006B/zh
Priority to PL14876051T priority patent/PL3091051T3/pl
Publication of WO2015102405A1 publication Critical patent/WO2015102405A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/002—Physical properties
    • C08K2201/006—Additives being defined by their surface area

Definitions

  • the present invention relates to a polyoxymethylene resin composition and a molded article comprising the same.
  • Polyoxymethylene (polyoxymethylene) resin is a high performance plastic having a good balance of mechanical strength and impact resistance, and has been used in a wide range of fields as an electronic device and an automotive part.
  • polyoxymethylene resin is structurally easy to decompose under a heated oxidizing atmosphere under acidic or alkaline conditions, and when a long injection is carried out, foreign substances may be caught in a mold.
  • the polyoxymethylene resin composition stabilized with respect to the present invention is disclosed in Japanese Patent Publication No. 55-22508, and stabilized against oxidation and pyrolysis by containing a hindered phenol and a fatty acid alkaline earth metal salt having 22 to 36 carbon atoms in the polyoxymethylene resin.
  • the polyoxymethylene resin composition in which the discoloration was suppressed is in Japanese Patent Laid-Open No. 60-56784.
  • Japanese Patent Application Laid-Open No. 3-14857 discloses a combination of a hindered amine compound with a hindered phenolic antioxidant having a molecular weight of 400 or more and a metal salt of carboxylic acid having 12 or more carbon atoms.
  • Korean Patent Publication No. 11-29692 discloses at least one thermal stabilizer selected from the group consisting of fatty acids, phosphates, carbonblack and quinoline compounds, amide compounds and amine compounds.
  • Japanese Patent Application Laid-Open No. 34-5440 discloses a polyoxy methylene resin composition containing a polyamide resin, but the composition is excellent in high temperature and thermal stability for a long time, but is produced with formaldehyde. There is a problem of causing discoloration to yellowish brown under the action and the action of oxygen.
  • Japanese Patent Application Laid-Open No. 10-251481 discloses blending calcium phosphate with a polyoxymethylene resin, and a heat stabilizer such as a hindered phenol-based antioxidant, or a benzotriazole-based substance. It is described that a light stabilizer such as a hydroxyl ananilide material, a hindered amine material, and the like are blended.
  • Japanese Patent Application Laid-Open No. 62-4422 discloses polyamide, a C12-35 fatty acid, a C12-35 fatty acid calcium salt, a C12-36 aliphatic alcohol or calcium in a polyoxymethylene resin.
  • a polyoxymethylene resin composition having extremely low precipitates in the mold at the time of molding and excellent thermal stability is disclosed in Japanese Patent Application Laid-Open No. 62-58387.
  • a polyoxymethylene resin composition having high thermal stability was developed by containing an amine-substituted triazine compound and a hydroxide, an inorganic acid salt, a carboxylate or an alkoxide of an alkali metal or an alkaline earth metal in a polyoxymethylene resin. .
  • Japanese Patent Application Laid-Open No. 4-239566 proposes a method of adding a liquid ethylene- ⁇ -olefin-based polymer, but inferior to dispersibility in additives and polyacetal resins, injection molded articles and extrusions There exists a problem which causes layer peeling in a molded article.
  • the polyox methylene resin composition which is a combination of these stabilizers and blended, is also subjected to the action of heat or oxygen in the cylinder of the molding machine during molding and extrusion molding to decompose the end or main chain of the polymer and formaldehyde. It is difficult to completely prevent the generation of gas and to reduce the phenomenon of foreign matter getting stuck in the mold.
  • the present invention is to provide a polyoxymethylene resin composition with improved thermal stability and mold deposit of a molded article while maintaining excellent mechanical strength and impact resistance inherent to the polyoxymethylene resin.
  • the present invention also provides a molded article comprising the polyoxymethylene resin composition.
  • the present invention is a first preferred embodiment, a polyoxymethylene resin; 0.01 to 0.5 parts by weight of alkaline earth metal hydroxide based on 100 parts by weight of the polyoxymethylene resin; 0.01 to 1 part by weight of porous organic / inorganic hybrid silicate; Low Density Polyethylene (LDPE) 0.01 to 1 part by weight; And it provides a polyoxymethylene resin composition comprising 0.02 to 0.5 parts by weight of a polyhydric alcohol fatty acid ester.
  • LDPE Low Density Polyethylene
  • the porous organic / inorganic hybrid silicate according to the embodiment may have a pore size of 50 nm or less and a surface area of 200 to 2000 m 2 / g.
  • LDPE according to the embodiment may have a density of 0.910 ⁇ 0.940 g / cm 3 .
  • the polyhydric alcohol fatty acid ester according to the embodiment may have a weight average molecular weight of 300 ⁇ 1000.
  • a yellowness change rate ( ⁇ YI, Delta Yellow Index) may be 3 or less, and a mold release property may be 500 or more.
  • the present invention also provides a molded article comprising the polyoxymethylene resin composition as a second preferred embodiment.
  • the polyoxymethylene resin composition according to the present invention is characterized by improved thermal stability and discoloration resistance after aging, while maintaining excellent mechanical strength and impact resistance inherent to the polyoxymethylene resin. Molded products include less discoloration and less mold release (MD), which can be applied to automotive interior and exterior materials, precision electrical and electronic products, and household goods.
  • MD mold release
  • the weight average molecular weight is defined as a value measured by GPC (Gel Permeation Chromatography) under the following conditions.
  • the present invention is polyoxymethylene resin; 0.01 to 0.5 parts by weight of alkaline earth metal hydroxide based on 100 parts by weight of the polyoxymethylene resin; 0.01 to 1 part by weight of porous organic / inorganic hybrid silicate; Low Density Polyethylene (LDPE) 0.01 to 1 part by weight; And it provides a polyoxymethylene resin composition comprising 0.02 to 0.5 parts by weight of a polyhydric alcohol fatty acid ester.
  • LDPE Low Density Polyethylene
  • the polyoxymethylene resin may be represented by the following formula (1).
  • n and n are integers of 1-20, respectively, and L is an integer of 2-100.
  • the polyoxymethylene resin may have a weight average molecular weight of 500 to 5000 in consideration of injection properties and extrudability.
  • the alkaline earth metal hydroxide decomposes metastable ends and unstable ends of polyoxymethylene (POM, polyoxymethylene) through the Canizar reaction to reduce the generation of formaldehyde that may occur during secondary processing, color And it may serve to increase the thermal stability, in this case, the alkaline earth metal may be calcium, magnesium and the like.
  • the alkaline earth metal hydroxide may specifically be calcium hydroxide (Ca (OH) 2 ).
  • the alkaline earth metal hydroxide may have a content of 0.01 to 0.5 parts by weight based on 100 parts by weight of polyoxymethylene resin, and when the content of the alkaline earth metal hydroxide is less than 0.01 parts by weight, the unstable ends may not be sufficiently decomposed to formaldehyde during subsequent injection. It may be a gas generating source, and if it is more than 0.5 parts by weight, the polymer may be decomposed to deteriorate physical properties or cause discoloration of the polymer.
  • the porous organic / inorganic hybrid silicate can minimize discoloration after long-term aging for improving thermal stability, preventing discoloration during molding or extrusion, post-crystallization and stress relief after extrusion molding.
  • the porous organic-inorganic hybrid silicate may be prepared by hydrolyzing 60 to 98 wt% of the silica precursor and 2 to 40 wt% of the organosilane in the presence of a surfactant, followed by dehydration and washing.
  • the silica precursor may be at least one selected from the group consisting of alkoxysilylalkylene having at least 4 alkoxy groups, tetra alkyl orthosilicate and alkoxysilylalkane having at least 4 alkoxy groups, wherein the organosilane is 1 to 3 It may be one or more selected from the group consisting of alkoxysilanes having alkoxy groups, alkoxyalkenylsilanes, alkoxyarylsilanes and alkoxy aralkylsilanes.
  • the porous organic-inorganic hybrid silicate has a pore size of 50 nm or less, a surface area of 200 to 2000 m 2 / g, and due to the pore size and surface area of the porous organic-inorganic hybrid silicate to capture low-molecular substances such as formic acid and VOCs material (capture You can remove the material that causes discoloration.
  • the porous organic / inorganic hybrid silicate may be contained in an amount of 0.001 to 1 part by weight based on 100 parts by weight of the polyoxymethylene resin, and when the content of the porous organic / inorganic hybrid silicate is less than 0.001 part by weight of the volatile organic compounds (VOCs) Adsorption force may be lowered, and if it is more than 1 part by weight, the bonding force between the end group of the polyoxymethylene resin and the resin is weakened, so that decomposition may occur, gas may be released and foaming may occur, and stability in the manufacturing process may be lowered.
  • VOCs volatile organic compounds
  • the LDPE may be a density of 0.910 ⁇ 0.940 g / cm 3 in consideration of improving the dispersibility of the inorganic material.
  • the LDPE may be 0.02 to 1 parts by weight based on 100 parts by weight of the polyoxymethylene resin, and when the content of the LDPE is less than 0.02 parts by weight, flowability may be lowered during melting or mold release property may be lowered. If it is excessive, the basic physical properties of the polyoxymethylene resin may be lowered.
  • the polyhydric alcohol fatty acid ester may improve flowability during extrusion and mold release property during injection.
  • the polyhydric alcohol fatty acid ester may be a weight average molecular weight of 300 ⁇ 1000 in consideration of injection properties and extrudability. Too large a weight average molecular weight may reduce compatibility or may improve the flowability, lubricant and mold release properties.
  • the polyhydric alcohol fatty acid ester may be one or more selected from the group consisting of glycerol monostearate, glycerol monobehenate, and glycerol monomontanate.
  • the polyhydric alcohol fatty acid ester may have a content of 0.02 to 0.5 parts by weight based on 100 parts by weight of the polyoxymethylene resin, and when the content of the polyhydric alcohol fatty acid ester is less than 0.02 parts by weight, flowability may be reduced during melting, 0.5 If it is more than the weight part, a large amount of formaldehyde may remain due to excessively good flowability during melting and deterioration of stability.
  • the polyoxymethylene resin according to the present invention is a polyoxymethylene resin, alkaline earth metal hydroxide, porous organic-inorganic hybrid silicate, low density polyethylene (LDPE) and a polyhydric alcohol fatty acid ester, the extruder temperature is 240 through a single or twin screw extruder It can be prepared by melt mixing at ⁇ 250 °C.
  • a yellowness change rate ( ⁇ YI, Delta Yellow Index) is 3 or less
  • a mold deposit may be 500 or more, and polyoxymethylene resin exhibiting such physical properties.
  • the composition can be used in automobiles, electrical and electronic components and the like.
  • each component was melt-kneaded in a twin screw extruder heated to 240 ° C. with a composition as shown in Table 1, and then made into a chip state, dried using a dehumidifying dryer at 90 ° C. for 5 hours, and then heated again.
  • each specimen was produced at the same temperature as melt kneading.
  • the polyoxymethylene resin is composed of polyoxymethylene resin, alkaline earth metal hydroxide, porous organic / inorganic hybrid silicate, low density polyethylene (LDPE) and polyhydric alcohol fatty acid ester, and the composition as shown in Table 1 is a twin screw extruder heated to 240 ° C. After melt kneading in, a chip of polyoxymethylene resin composition was made, dried using a dehumidifying dryer at 90 ° C. for 5 hours, and then heated at the same temperature as melt kneading using a screw-type injection machine. Was prepared.
  • LDPE low density polyethylene
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of alkaline earth metal hydroxide was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of the porous organic / inorganic hybrid silicate was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of LDPE was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of the polyhydric alcohol fatty acid ester was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of alkaline earth metal hydroxide was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of the porous organic / inorganic hybrid silicate was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of LDPE was changed.
  • a polyoxymethylene resin composition was prepared in the same manner as in Example 1, except that the content of the polyhydric alcohol fatty acid ester was changed.
  • YI * t is the YI value of the sample after 30 minutes of aging
  • YI * is the YI value of the sample after 3 hours of aging.
  • X, Y and Z are 3 qualification values of a test sample and a test piece in standard light C, respectively.
  • the standard light C refers to light representing daylight having a correlation color temperature of 6,744 K as a standard light source.
  • Formaldehyde (FA, Formaldehyde) Formaldehyde gas (formaldehyde) is released by using a gas Chromatograph (GC) of formaldehyde gas released after aging 10g polyoxymethylene resin (Chip) at 140 °C 30 minutes Measure
  • the polyoxymethylene composition prepared in the Example has a Delta YI value of 3 or less and MD of 500 or more, so that there is little fear of discoloration, good mold releasability, and a small amount of FA generation, so that the interior and exterior materials of automobiles, precision electrical and electronic products, and life It can be seen that it can be applied to the field of supplies.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Cette invention concerne une composition de résine polyacétal et un article moulé la contenant et, plus spécifiquement, une composition de résine polyacétal et un article moulé la contenant, la composition de résine polyacétal comprenant : une résine polyacétal ; et pour 100 parties en poids de résine polyacétal de 0,01 à 0,5 partie en poids d'un hydroxyde de métal alcalino-terreux ; de 0,01 à 1 partie en poids de silicates hybrides poreux organiques et inorganiques ; de 0,01 à 1 partie en poids de polyéthylène basse densité (LEPE) ; et de 0,02 à 0,5 partie en poids d'un ester d'acide gras de polyol. La composition de résine selon l'invention permet ainsi d'obtenir un article moulé ayant une stabilité thermique et des propriétés de démoulage améliorées tout en conservant les propriétés physiques inhérentes à la résine polyacétal telles que sa résistance mécanique et sa résistance au choc.
PCT/KR2014/013100 2013-12-31 2014-12-31 Composition de résine polyacétal et article moulé la contenant WO2015102405A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US15/108,819 US20160326363A1 (en) 2013-12-31 2014-12-31 Polyoxymethylene resin composition and molded article containing same
EP14876051.5A EP3091051B1 (fr) 2013-12-31 2014-12-31 Composition de résine polyacétal et article moulé la contenant
JP2016544158A JP6357238B2 (ja) 2013-12-31 2014-12-31 ポリオキシメチレン樹脂組成物およびこれを含む成形品
CN201480071947.XA CN105874006B (zh) 2013-12-31 2014-12-31 聚甲醛树脂组合物以及含有该组合物的模制品
PL14876051T PL3091051T3 (pl) 2013-12-31 2014-12-31 Kompozycja żywicy polioksymetylenowej i zawierający ją wyrób formowany

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR10-2013-0168006 2013-12-31
KR20130168006 2013-12-31
KR1020140194416A KR102119735B1 (ko) 2013-12-31 2014-12-30 폴리옥시메틸렌 수지 조성물 및 이를 포함하는 성형품
KR10-2014-0194416 2014-12-30

Publications (1)

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WO2015102405A1 true WO2015102405A1 (fr) 2015-07-09

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109867905A (zh) * 2017-12-01 2019-06-11 万华化学集团股份有限公司 一种低voc含量的pom/tpu合金材料及其制备方法

Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5522508A (en) 1978-08-01 1980-02-18 Tokyu Car Corp Corrective binding of dump door
JPS6056784A (ja) 1983-09-09 1985-04-02 株式会社日立製作所 エレベ−タ−の群管理制御装置
JPS624422A (ja) 1985-06-27 1987-01-10 エイ／ジ−・テクノロジ−・コ−ポレ−シヨン ガス分離用の異方性膜及びその製造法
JPS6245662A (ja) 1985-08-26 1987-02-27 Oiles Ind Co Ltd 摺動部材用合成樹脂組成物
JPS6258387A (ja) 1985-09-09 1987-03-14 オムロン株式会社 自動券売機
JPH0314857B2 (fr) 1986-03-03 1991-02-27 Toray Industries
JPH04239566A (ja) 1991-01-24 1992-08-27 Mitsui Petrochem Ind Ltd 樹脂組成物
JPH10251481A (ja) 1997-03-12 1998-09-22 Asahi Chem Ind Co Ltd ポリオキシメチレン樹脂組成物
JPH1129692A (ja) 1997-07-09 1999-02-02 Oiles Ind Co Ltd ポリアセタール樹脂組成物
KR20060047234A (ko) * 2004-04-23 2006-05-18 주식회사 케이티피 폴리옥시메틸렌 수지 조성물 및 그의 제조방법
KR100773583B1 (ko) * 2003-10-10 2007-11-08 아사히 가세이 케미칼즈 가부시키가이샤 폴리옥시메틸렌 수지 조성물 및 그 성형체
KR101154490B1 (ko) * 2010-03-29 2012-06-14 민 아이크 테크놀로지 씨오., 엘티디. 내구성 폴리옥시메틸렌 조성물
KR20120078475A (ko) * 2010-12-31 2012-07-10 코오롱플라스틱 주식회사 폴리옥시메틸렌 수지 조성물 및 이를 포함하는 성형품
JP5301794B2 (ja) * 2007-05-23 2013-09-25 旭化成ケミカルズ株式会社 ポリオキシメチレン樹脂組成物およびその成形体

Patent Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5522508A (en) 1978-08-01 1980-02-18 Tokyu Car Corp Corrective binding of dump door
JPS6056784A (ja) 1983-09-09 1985-04-02 株式会社日立製作所 エレベ−タ−の群管理制御装置
JPS624422A (ja) 1985-06-27 1987-01-10 エイ／ジ−・テクノロジ−・コ−ポレ−シヨン ガス分離用の異方性膜及びその製造法
JPS6245662A (ja) 1985-08-26 1987-02-27 Oiles Ind Co Ltd 摺動部材用合成樹脂組成物
JPS6258387A (ja) 1985-09-09 1987-03-14 オムロン株式会社 自動券売機
JPH0314857B2 (fr) 1986-03-03 1991-02-27 Toray Industries
JPH04239566A (ja) 1991-01-24 1992-08-27 Mitsui Petrochem Ind Ltd 樹脂組成物
JPH10251481A (ja) 1997-03-12 1998-09-22 Asahi Chem Ind Co Ltd ポリオキシメチレン樹脂組成物
JPH1129692A (ja) 1997-07-09 1999-02-02 Oiles Ind Co Ltd ポリアセタール樹脂組成物
KR100773583B1 (ko) * 2003-10-10 2007-11-08 아사히 가세이 케미칼즈 가부시키가이샤 폴리옥시메틸렌 수지 조성물 및 그 성형체
KR20060047234A (ko) * 2004-04-23 2006-05-18 주식회사 케이티피 폴리옥시메틸렌 수지 조성물 및 그의 제조방법
JP5301794B2 (ja) * 2007-05-23 2013-09-25 旭化成ケミカルズ株式会社 ポリオキシメチレン樹脂組成物およびその成形体
KR101154490B1 (ko) * 2010-03-29 2012-06-14 민 아이크 테크놀로지 씨오., 엘티디. 내구성 폴리옥시메틸렌 조성물
KR20120078475A (ko) * 2010-12-31 2012-07-10 코오롱플라스틱 주식회사 폴리옥시메틸렌 수지 조성물 및 이를 포함하는 성형품

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109867905A (zh) * 2017-12-01 2019-06-11 万华化学集团股份有限公司 一种低voc含量的pom/tpu合金材料及其制备方法

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