JPS63289054A - Polyacetal resin composition - Google Patents
Polyacetal resin compositionInfo
- Publication number
- JPS63289054A JPS63289054A JP12450087A JP12450087A JPS63289054A JP S63289054 A JPS63289054 A JP S63289054A JP 12450087 A JP12450087 A JP 12450087A JP 12450087 A JP12450087 A JP 12450087A JP S63289054 A JPS63289054 A JP S63289054A
- Authority
- JP
- Japan
- Prior art keywords
- polyacetal resin
- resin composition
- polyacetal
- stabilizer
- weight
- 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.)
- Granted
Links
- 229920006324 polyoxymethylene Polymers 0.000 title claims abstract description 28
- 229930182556 Polyacetal Natural products 0.000 title claims abstract description 26
- 239000011342 resin composition Substances 0.000 title claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 8
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000012760 heat stabilizer Substances 0.000 abstract description 13
- 238000002845 discoloration Methods 0.000 abstract description 7
- 239000003381 stabilizer Substances 0.000 abstract description 4
- 150000002989 phenols Chemical class 0.000 abstract description 3
- 229920006122 polyamide resin Polymers 0.000 abstract description 3
- 238000005979 thermal decomposition reaction Methods 0.000 abstract description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- 230000003247 decreasing effect Effects 0.000 abstract 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 abstract 1
- 239000008188 pellet Substances 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 5
- -1 nitrogen-containing compound Chemical class 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 4
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 2
- 230000021736 acetylation Effects 0.000 description 2
- 238000006640 acetylation reaction Methods 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- ROHFBIREHKPELA-UHFFFAOYSA-N 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]prop-2-enoic acid;methane Chemical compound C.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O.CC(C)(C)C1=CC(CC(=C)C(O)=O)=CC(C(C)(C)C)=C1O ROHFBIREHKPELA-UHFFFAOYSA-N 0.000 description 1
- 229920004943 Delrin® Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はポリアセタール樹脂組成物に係り、詳しくはポ
リアセタールの熱安定性を向上してなるポリアセタール
樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a polyacetal resin composition, and more particularly to a polyacetal resin composition obtained by improving the thermal stability of polyacetal.
（従来技術）
ポリアセタール樹脂は、その優れた機械的強度、耐疲労
性及び耐摩擦摩耗特性等により歯車、軸受、機械部品、
電気部品等に広く使用されているエンジニアリングプラ
スチックである。(Prior art) Polyacetal resin is used in gears, bearings, mechanical parts, etc. due to its excellent mechanical strength, fatigue resistance, friction and wear resistance, etc.
It is an engineering plastic that is widely used in electrical parts.
しかしながら、ポリアセタール樹脂は射出成形、押出成
形される際にポリマー末端から解重合を起こすため、こ
れを防止するためにホモポリマーの場合は、アセチル化
、エーテル化、ウレタン化して末端基を安定化したり、
また主鎖にオキシメチレン基以外の基を導入したオキメ
チレン共重合体は、これを安定末端まで分解することに
より熱安定化されるが、これだけでは充分でないので、
更に熱安定剤、酸化防止剤を末端安定化されたポリアセ
タールに添加して実用に供さ゛れている。However, when polyacetal resin is injection molded or extruded, depolymerization occurs from the polymer ends, so to prevent this, in the case of homopolymers, the end groups are stabilized by acetylation, etherification, or urethanization. ,
Also, oxymethylene copolymers with groups other than oxymethylene groups introduced into the main chain can be thermally stabilized by decomposing them to stable terminals, but this alone is not sufficient.
Furthermore, thermal stabilizers and antioxidants are added to terminally stabilized polyacetals for practical use.
ポリアセタールの安定剤としては、フェノール系酸化防
止剤、好ましくはヒンダードフェノール系酸化防止剤と
ポリアミド、コポリアミド、ポリエステルアミド、尿素
、尿素誘導体、ウレタン類等の含窒素化合物系と熱安定
剤とを組合せて用いるのが一般的である。As a stabilizer for polyacetal, a phenolic antioxidant, preferably a hindered phenolic antioxidant, a nitrogen-containing compound such as polyamide, copolyamide, polyester amide, urea, urea derivatives, urethanes, etc., and a heat stabilizer are used. It is common to use them in combination.
特にコポリアミドとヒンダードフェノールとの組合せは
、ポリアセタールの安定化に対して良好な組合せの安定
剤として用いられる。In particular, the combination of copolyamides and hindered phenols is used as a good combination of stabilizers for the stabilization of polyacetals.
（発明が解決しようとする問題点）
−一一シかしながら、これを配合したポリアセタール品
質を著しく損なう場合が多く、その改善は強くを有する
ポリアセタール樹脂組成物を提供することを目的とする
。(Problems to be Solved by the Invention) -However, in many cases, the quality of the polyacetal blended with it is significantly impaired, and the purpose of improving this is to provide a polyacetal resin composition having strength.
（問題点を解決するための手段）
本発明は構造式、
で表わされるヒンダードフェノール系化合物を所定量含
有させた樹脂組成物にある。(Means for Solving the Problems) The present invention resides in a resin composition containing a predetermined amount of a hindered phenol compound represented by the following structural formula.
即ち、本発明はポリアセタール樹脂１００重量部に対し
て、上記構造式で示されるヒンダードフェノール系化合
物であるテトラキス−［メチレン−３−（３’、５°−
ジーｔｅｒｔ−ブチルー４°−ヒドロキシルーフェニル
）プロピオネイト］−メタンである熱安定剤を０．０１
〜１０重量部を均一に混合した熱安定性を著しく改良し
たポリアセタール樹脂組成物にある。That is, the present invention uses tetrakis-[methylene-3-(3', 5°-
The heat stabilizer which is di-tert-butyl-4°-hydroxyl-phenyl)propionate]-methane
A polyacetal resin composition with significantly improved thermal stability is obtained by homogeneously mixing 10 parts by weight of 10 parts by weight.
本発明の組成物に用いるポリアセタール樹脂は、“文ｌ
よこれらと共重合可能なコモノマーとの共重合によって
得られた重合体であって、その末端からの解重合防止の
ためにホモポリマーの場合はアセチル化、エステル化や
ウレタン化等によって、またコポリマーの場合は不安定
な末端を熱分解させることなどによってその末端を安定
化させたものである。The polyacetal resin used in the composition of the present invention is
It is a polymer obtained by copolymerization with a comonomer that can be copolymerized with these, and in order to prevent depolymerization from the end, in the case of a homopolymer, acetylation, esterification, urethanization, etc. In the case of , the unstable ends are stabilized by thermal decomposition.
また、本発明において用いる熱安定剤の含有量はポリア
セタール樹脂１００重量に対して０．０１〜１０重量部
、好ましくは０．１〜１．０重量部である。０．０１重
量部以下の場合は充分な熱安定性が得られず、また１０
重量以上では機械的強度の低下が大きく実用上好ましく
ない。Further, the content of the heat stabilizer used in the present invention is 0.01 to 10 parts by weight, preferably 0.1 to 1.0 parts by weight, based on 100 parts by weight of the polyacetal resin. If the amount is less than 0.01 part by weight, sufficient thermal stability cannot be obtained;
If the weight exceeds the weight, the mechanical strength will be greatly reduced, which is not practical.
本発明の組成物においては該熱安定剤以外の熱安定剤、
例えばポリアミド樹脂、アミド化合物、る。In the composition of the present invention, a heat stabilizer other than the above heat stabilizer,
For example, polyamide resin, amide compound, etc.
本発明の組成物においてポリアセタール樹脂と熱安定剤
との混合は、通常用いられている溶融混合法によって行
なうことができ、また他の配合剤と併用する場合は同時
に溶融混合してもよい。In the composition of the present invention, the polyacetal resin and the heat stabilizer can be mixed by a commonly used melt mixing method, and when used in combination with other compounding agents, they may be melt mixed at the same time.
本発明の熱安定剤を添加したポリアセタール樹脂組成物
は、従来工業的に用いられている熱安定剤、例えばポリ
アミド樹脂等を含有させたポリアセタール樹脂組成物に
比べて耐変色性、耐熱分解性において著しく優れている
。The polyacetal resin composition containing the heat stabilizer of the present invention has better discoloration resistance and heat decomposition resistance than polyacetal resin compositions containing heat stabilizers conventionally used industrially, such as polyamide resin. Remarkably superior.
尚、樹脂組成物の熱安定性は次に示すような方法に従っ
て重量保持率（％）及び変色を調べて評価した。The thermal stability of the resin composition was evaluated by examining weight retention (%) and discoloration according to the following method.
（評価方法）
アルミフォイルでカバーした時計皿にサンプルのベレッ
ト１．０ｇを精秤し、１９０℃のオーブン中で加熱し重
量保持率（％）及び変色の度合を調べて評価した。(Evaluation method) 1.0 g of the sample pellet was accurately weighed in a watch glass covered with aluminum foil, heated in an oven at 190° C., and evaluated by examining weight retention (%) and degree of discoloration.
（変色の評価）
０・・・白色
○
△・・・淡黄褐色
×
××・・・黄褐色
以下に本発明を一層明確にするために実施例を挙げて説
明するが、本発明の実施例によりその範囲は限定される
ものではない。(Evaluation of discoloration) 0...White ○ △...Pale yellowish brown The scope is not limited by the example.
（実施例１）
ポリアセタールホモポリマー（商品名：デルリン １０
０ ＮＣ−１００のフラッフ デュポン社製）１００
重量部に対して、熱安定剤テトラキス−［メチレン−３
−（３“、５゛−ジーｔｅｒｔ−ブチル−４”−ヒドロ
キシル−フェニル）プロピオネイト］−メタンを０．５
重量部添加しポリエチレン製袋内で充分混合し、２軸押
量機（ＰＣＭ−４５他県鉄工所社製）で溶融混練してベ
レットを得た。このベレットを用いて１９０℃のオーブ
ンで加熱溶融し重量保持率（％）と着色の程度な一評価
した。その結果を表１と表２に示す。(Example 1) Polyacetal homopolymer (product name: Delrin 10
0 NC-100 fluff (manufactured by DuPont) 100
Based on parts by weight, the heat stabilizer tetrakis-[methylene-3
-(3",5"-di-tert-butyl-4"-hydroxyl-phenyl)propionate]-methane at 0.5
Parts by weight were added, thoroughly mixed in a polyethylene bag, and melted and kneaded using a twin-screw presser (PCM-45, manufactured by Ken Tekkosho Co., Ltd.) to obtain pellets. This pellet was heated and melted in an oven at 190° C., and the weight retention (%) and degree of coloring were evaluated. The results are shown in Tables 1 and 2.
（商品名：デルリン１００ ＮＣ−１０フラッフ）の
代わりに上記のフラッフから熱安定剤であるポリアミド
共重合体を除いたフラッフを使用した以外は、実施例１
と全く同様にしてベレットを得、熱安定性試験を実施し
た。その結果を表１と表２に示す。Example 1 except that instead of (trade name: Delrin 100 NC-10 Fluff), the fluff obtained by removing the polyamide copolymer as a heat stabilizer was used from the above fluff.
A pellet was obtained in exactly the same manner as above, and a thermal stability test was conducted. The results are shown in Tables 1 and 2.
（実施例３）
実施例１においてポリアセタールホモポリマー（商品面
：デルリン１００ ＮＣ−１０のフラッフ）の代わり
に上記のフラッフから熱安定剤である共重合ナイロンと
酸化防止剤であるヒンダードフェールを除いたフラッフ
を使用した以外は実施例１と全く同様にしてベレットを
得、熱安定性試験を実施した。その結果を表１と表２に
示す。(Example 3) In Example 1, instead of the polyacetal homopolymer (product side: Delrin 100 NC-10 fluff), the above fluff was used except that copolymerized nylon as a heat stabilizer and hindered ferre as an antioxidant were removed. A pellet was obtained in exactly the same manner as in Example 1, except that fluff was used, and a thermal stability test was conducted. The results are shown in Tables 1 and 2.
（比較例１） の結果を表１と表２に示す。(Comparative example 1) The results are shown in Tables 1 and 2.
（比較例２）
ポリアセタールホモポリマー（商品名：デルリン１００
ＤＥ９１７１ ＮＧ−１０）ベレットを用い実施
例１と全く同様に熱安定性試験を実施した。その結果を
表１と表２に示す。(Comparative Example 2) Polyacetal homopolymer (product name: Delrin 100
A thermal stability test was conducted in exactly the same manner as in Example 1 using DE9171 NG-10) pellets. The results are shown in Tables 1 and 2.
表１
表 ２
１９０℃オーブン中での加熱時間と変色度合（効果）
以上のように本発明のポリアセタール樹脂組成物は、特
定な熱安定剤が含有されているため、重量保持率が大き
く、また変色の度合も小さく優れた熱安定性を有してい
る。Table 1 Table 2 Heating time in a 190°C oven and degree of discoloration (effect) As described above, the polyacetal resin composition of the present invention has a high weight retention rate and It has excellent thermal stability with a small degree of discoloration.
特許出願人 三ツ星ベルト株式会社 手続補正書（自発） 昭和６３年？月７日Patent applicant: Mitsuboshi Belting Co., Ltd. Procedural amendment (voluntary) 1986? 7th day of the month
Claims (1)
化学式、表等があります▼ で示される化合物を０．０１〜１０重量部添加すること
を特徴とするポリアセタール樹脂組成物。[Claims] 1. 100 parts by weight of polyacetal resin contains the structural formula▲mathematical formula,
There are chemical formulas, tables, etc. ▼ A polyacetal resin composition characterized by adding 0.01 to 10 parts by weight of the compound shown below.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62124500A JPH07728B2 (en) | 1987-05-20 | 1987-05-20 | Polyacetal resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62124500A JPH07728B2 (en) | 1987-05-20 | 1987-05-20 | Polyacetal resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63289054A true JPS63289054A (en) | 1988-11-25 |
| JPH07728B2 JPH07728B2 (en) | 1995-01-11 |
Family
ID=14887028
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62124500A Expired - Lifetime JPH07728B2 (en) | 1987-05-20 | 1987-05-20 | Polyacetal resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07728B2 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5060479A (en) * | 1973-09-25 | 1975-05-24 | ||
| JPS5164559A (en) * | 1974-12-02 | 1976-06-04 | Asahi Chemical Ind | NETSUANTEIKAHORIOKISHIME CHIRENSOSEIBUTSU |
-
1987
- 1987-05-20 JP JP62124500A patent/JPH07728B2/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5060479A (en) * | 1973-09-25 | 1975-05-24 | ||
| JPS5164559A (en) * | 1974-12-02 | 1976-06-04 | Asahi Chemical Ind | NETSUANTEIKAHORIOKISHIME CHIRENSOSEIBUTSU |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07728B2 (en) | 1995-01-11 |
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