JPH03237149A - Antistatic resin composition - Google Patents
Antistatic resin compositionInfo
- Publication number
- JPH03237149A JPH03237149A JP3315890A JP3315890A JPH03237149A JP H03237149 A JPH03237149 A JP H03237149A JP 3315890 A JP3315890 A JP 3315890A JP 3315890 A JP3315890 A JP 3315890A JP H03237149 A JPH03237149 A JP H03237149A
- Authority
- JP
- Japan
- Prior art keywords
- graft polymer
- copolymer
- weight
- polyethylene
- polymer
- 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.)
- Pending
Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 23
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 35
- -1 polyethylene glycolamide copolymer Polymers 0.000 claims abstract description 23
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 10
- 229920000642 polymer Polymers 0.000 claims abstract description 9
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 8
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 10
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 10
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- 239000002033 PVDF binder Substances 0.000 claims description 5
- 229920001955 polyphenylene ether Polymers 0.000 claims description 5
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 5
- 239000004800 polyvinyl chloride Substances 0.000 claims description 5
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims description 5
- 239000000203 mixture Substances 0.000 abstract description 14
- 238000002156 mixing Methods 0.000 abstract description 9
- 229920005989 resin Polymers 0.000 abstract description 8
- 239000011347 resin Substances 0.000 abstract description 8
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 239000012778 molding material Substances 0.000 abstract description 2
- 239000004593 Epoxy Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000000178 monomer Substances 0.000 description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 11
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 8
- 239000004952 Polyamide Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 229920002647 polyamide Polymers 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- 229920002614 Polyether block amide Polymers 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 230000005611 electricity Effects 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229920001169 thermoplastic Polymers 0.000 description 3
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 2
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 2
- UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000012744 reinforcing agent Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- KZMAWJRXKGLWGS-UHFFFAOYSA-N 2-chloro-n-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-n-(3-methoxypropyl)acetamide Chemical compound S1C(N(C(=O)CCl)CCCOC)=NC(C=2C=CC(OC)=CC=2)=C1 KZMAWJRXKGLWGS-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- GGZZISOUXJHYOY-UHFFFAOYSA-N 8-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC=CC2=C1O GGZZISOUXJHYOY-UHFFFAOYSA-N 0.000 description 1
- UQXNEWQGGVUVQA-UHFFFAOYSA-N 8-aminooctanoic acid Chemical compound NCCCCCCCC(O)=O UQXNEWQGGVUVQA-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- 241000321096 Adenoides Species 0.000 description 1
- 206010063659 Aversion Diseases 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000004727 Noryl Substances 0.000 description 1
- 229920001207 Noryl Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 210000002534 adenoid Anatomy 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- YDLSUFFXJYEVHW-UHFFFAOYSA-N azonan-2-one Chemical compound O=C1CCCCCCCN1 YDLSUFFXJYEVHW-UHFFFAOYSA-N 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- YWJUZWOHLHBWQY-UHFFFAOYSA-N decanedioic acid;hexane-1,6-diamine Chemical compound NCCCCCCN.OC(=O)CCCCCCCCC(O)=O YWJUZWOHLHBWQY-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000009863 impact test Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
（イ）発明の目的
〔産業上の利用分野］
本発明は、一般消費用、工業用の成型材料、塗料および
接着剤等の広範な用途に用いられる、帯電防止性の改良
された樹脂組成物に関するものである。Detailed Description of the Invention (a) Purpose of the Invention [Field of Industrial Application] The present invention provides antistatic properties that can be used in a wide range of applications such as general consumption and industrial molding materials, paints, and adhesives. The present invention relates to an improved resin composition.
近年の高分子化学工業の著しい発展に伴い、数多くの高
分子材料が日常生活用品、工業用品、車両、建材などに
大量に使用されている。BACKGROUND OF THE INVENTION With the remarkable development of the polymer chemical industry in recent years, many polymer materials are being used in large quantities in daily life products, industrial products, vehicles, building materials, and the like.
代表的な高分子材料である熱可塑性プラスチックは、−
船釣に成形加工性、耐水性、化学的安定性、耐久性等に
優れ美麗な外観を有するという特長を有するが、反面疎
水的な分子構造に起因して静電気を帯び易く、その結果
使用者の生理的嫌悪感を招き、また複写機やテレビなど
の電子・電気機器等で静電気障害を起こす為用途的に制
限されていた。Thermoplastic plastics, which are typical polymer materials, are -
Although it has the characteristics of excellent moldability, water resistance, chemical stability, and durability, and has a beautiful appearance, it is easily charged with static electricity due to its hydrophobic molecular structure, and as a result, the user Its use was limited because it caused a physiological aversion to people, and it also caused electrostatic damage in electronic and electrical equipment such as copying machines and televisions.
熱可塑性プラスチックの帯電防止方法としては、従来界
面活性剤を添加する方法が一般的であったが、かかる方
法による帯電防止は耐久性すなわち効果の持続性に難点
があり、他の手段が求められていた。The conventional method for preventing static electricity in thermoplastic plastics has been to add a surfactant, but this method of preventing static electricity has a drawback in terms of durability, that is, the sustainability of the effect, and other means are required. was.
他方、耐久性に優れる熱可塑性プラスチック用帯電防止
剤として、ポリエーテルアミド′共重合体が知られてお
り、該共重合体を添加した樹脂組成物に関する幾つかの
提案がなされている。例えばＡＢＳ系樹脂とポリエーテ
ルアミド共重合体とから成る組成物（特開昭６３−９７
６５３号公報）、或いはスチレン系樹脂／ポリエーテル
アミド共重合体組成物（特開昭６０−１７０６４号公報
６）等がある。On the other hand, polyether amide' copolymers are known as antistatic agents for thermoplastic plastics with excellent durability, and several proposals have been made regarding resin compositions containing such copolymers. For example, a composition consisting of an ABS resin and a polyetheramide copolymer (Japanese Patent Laid-Open No. 63-97
653), or a styrene resin/polyetheramide copolymer composition (Japanese Patent Application Laid-Open No. 17064/1986 6).
しかしながら、上記特開昭６３−９７６５３号公報開示
の樹脂組成物は確かに帯電防止性が優れるが、ＡＢＳ系
樹脂とポリエーテルアミド共重合体とは本来相溶性に劣
る組み合わせである為、他の物性すなわち機械的強度な
どが低下し易いという問題があった。However, although the resin composition disclosed in JP-A-63-97653 does indeed have excellent antistatic properties, since ABS resin and polyetheramide copolymer are a combination with inherently poor compatibility, other There was a problem in that physical properties, ie, mechanical strength, etc., tend to deteriorate.
本発明は、静電気を帯び易いポリメタクリル酸メチル、
ポリスチレン、ポリフェニレンエーテル、ポリ塩化ビニ
ル、ポリフン化ビニリデンおよびＡＢＳ樹脂について、
制電持続性に優れしかも機械的強度が維持された樹脂に
改質することを目的とした。The present invention uses polymethyl methacrylate, which is easily charged with static electricity,
Regarding polystyrene, polyphenylene ether, polyvinyl chloride, polyvinylidene fluoride and ABS resin,
The aim was to modify the resin to have excellent antistatic properties while maintaining mechanical strength.
（ロ）発明の構成
〔課題を解決する為の手段〕
本発明者らは、上記のような従来技術の問題点に鑑み鋭
意検討した結果、本発明を完成するに至った。(B) Structure of the Invention [Means for Solving the Problems] The present inventors have completed the present invention as a result of intensive studies in view of the problems of the prior art as described above.
すなわち、本発明は、下記熱可塑性樹脂（Ａ）４０〜９
９重量％、ポリエーテルアミド共重合体１〜６０重量％
および下記グラフトポリマー（Ｂ）０．２〜１５重量％
からなる制電性樹脂組成物である。That is, the present invention uses the following thermoplastic resin (A) 40-9
9% by weight, polyetheramide copolymer 1-60% by weight
and the following graft polymer (B) 0.2 to 15% by weight
It is an antistatic resin composition consisting of.
熱可塑性樹脂（Ａ）：ポリメタクリル酸メチル、ポリス
チレン、ポリフェニレンエーテル、ポリ塩化ビニル、ポ
リフッ化ビニリデンおよびＡＢＳ樹脂からなる群から選
ばれた熱可塑性樹脂。Thermoplastic resin (A): Thermoplastic resin selected from the group consisting of polymethyl methacrylate, polystyrene, polyphenylene ether, polyvinyl chloride, polyvinylidene fluoride, and ABS resin.
グラフトポリマー（Ｂ）：マクロモノマー法によるグラ
フトポリマーであって、幹成分または枝成分のいずれか
一方がエポキシ基またはカルボキシル基を有する重合体
であり、他方が上記熱可塑性樹脂（Ａ）に相溶性の良い
重合体であるグラフトポリマー
以下、本発明について更に詳しく説明する。Graft polymer (B): A graft polymer produced by a macromonomer method, in which either the trunk component or the branch component has an epoxy group or a carboxyl group, and the other is compatible with the thermoplastic resin (A). The present invention will be described in more detail below.
〔ポリエチレングリコールアミド共重合体〕本発明にお
けるポリエチレングリコールアミド共重合体は、ブロッ
ク状のポリエチレンオキサイド単位が共重合されたポリ
アミドであり、具体的には、ポリエチレンオキサイド単
位がエステル結合を介してポリアミド単位と結合した、
次の化学式で表される繰り返し単位からなる共重合体等
が挙げられる。[Polyethylene glycolamide copolymer] The polyethylene glycolamide copolymer in the present invention is a polyamide in which block-shaped polyethylene oxide units are copolymerized, and specifically, polyethylene oxide units are bonded to polyamide units through ester bonds. combined with
Examples include copolymers consisting of repeating units represented by the following chemical formula.
式中 ＰＡ：ポリアミド単位
ＰＥ：ポリエチレンオキサイド単位
ｎ：重合度
ポリエチレンオキサイド単位がアミド結合により直接ポ
リアミド単位と結合した共重合体なども好ましく使用で
きる。In the formula, PA: polyamide unit PE: polyethylene oxide unit n: degree of polymerization Copolymers in which polyethylene oxide units are directly bonded to polyamide units through amide bonds can also be preferably used.
ポリアミド単位の構成成分としては、ω−アミノカプロ
ン酸、ω−アミノカプリル酸、ω−アミノカプリン酸、
１１−アミノウンデカン酸、１２−アミノドデカン酸等
のアミノカルボン酸；カプロラクタム、カプリルラクタ
ム、ラウリロラクタム等のラクタム；ヘキサメチレンジ
アミン−アジピン酸塩、ヘキサメチレンジアミン−セバ
シン酸塩等のジアミン−ジカルボン酸塩等およびそれら
の混合物が挙げられ、カプロラクタムおよびヘキサメチ
レンジアミン−アジピン酸塩が好ましい。Constituent components of the polyamide unit include ω-aminocaproic acid, ω-aminocaprylic acid, ω-aminocapric acid,
Aminocarboxylic acids such as 11-aminoundecanoic acid and 12-aminododecanoic acid; Lactams such as caprolactam, capryllactam, and laurylolactam; Diamine dicarboxylic acids such as hexamethylenediamine-adipate and hexamethylenediamine-sebacate and mixtures thereof, with caprolactam and hexamethylenediamine-adipate being preferred.
ポリエチレンオキシド単位としては、数平均分子量が５
００〜３，０００のものが好ましい。数平均分子量が５
００未満であると、目的とする水準の制電性が発現せず
、３，０００を越えると、ポリエチレングリコールアミ
ド共重合体中にポリアミド単位と結合してないポリエチ
レングリコールが多量に含まれる。また、ポリエチレン
グリコールアミド共重合体におけるポリエチレンオキシ
ド単位の好ましい含有量は、２０〜８０重量％である。As a polyethylene oxide unit, the number average molecular weight is 5
00 to 3,000 is preferred. Number average molecular weight is 5
If it is less than 00, the desired level of antistatic properties will not be achieved, and if it exceeds 3,000, the polyethylene glycolamide copolymer will contain a large amount of polyethylene glycol that is not bonded to polyamide units. Moreover, the preferable content of polyethylene oxide units in the polyethylene glycolamide copolymer is 20 to 80% by weight.
次に、ポリアミド部分の構成成分がカプロラクタムであ
るポリエチレングリコールアミド共重合体の合成法を一
例に挙げて、ポリエチレングリコールアミド共重合体の
合成法を説明する。Next, a method for synthesizing a polyethylene glycolamide copolymer will be described, taking as an example a method for synthesizing a polyethylene glycolamide copolymer whose polyamide portion is composed of caprolactam.
すなわち、共重合体の原料として、カプロラクタム１０
０重量部当り、数平均分子量が１０００程度のポリエチ
レングリコール５０〜１５０重量部およびポリエチレン
グリコールとほぼ等モルのテレフタル酸を使用し、さら
に酸化防止剤０．３〜０．５重量部および触媒として三
酸化アンチモン０．１〜０．２重量部程度添加して窒素
雰囲気中で２６０°Ｃで６０分程加熱し均質な溶液を得
た後、前記温度で０．５ ａｎ Ｈｇ以下の減圧下に４
時間槽重合することにより、ポリエチレングリコールア
ミド共重合体を製造することができる。That is, as a raw material for the copolymer, caprolactam 10
0 parts by weight, 50 to 150 parts by weight of polyethylene glycol having a number average molecular weight of about 1,000 and terephthalic acid in an approximately equimolar amount to the polyethylene glycol, and further 0.3 to 0.5 parts by weight of an antioxidant and three parts by weight as a catalyst. About 0.1 to 0.2 parts by weight of antimony oxide was added and heated at 260°C for about 60 minutes in a nitrogen atmosphere to obtain a homogeneous solution.
A polyethylene glycolamide copolymer can be produced by time bath polymerization.
〔熱可塑性樹脂（Ａ）］
熱可塑性樹脂（Ａ）は、前記のとおり、ポリメタクリル
酸メチル、ポリスチレン、ポリフェニレンエーテル、ポ
リ塩化ビニル、ポリフン化ビニリデンおよびＡＢＳ樹脂
からなる群から選ばれた熱可塑性樹脂である。[Thermoplastic resin (A)] As described above, the thermoplastic resin (A) is a thermoplastic resin selected from the group consisting of polymethyl methacrylate, polystyrene, polyphenylene ether, polyvinyl chloride, polyvinylidene fluoride, and ABS resin. It is.
ＡＢＳ樹脂以外の上記熱可塑性樹脂は、共重合単量体単
位を２０重量％以下含む共重合体であっても良い。The thermoplastic resin other than ABS resin may be a copolymer containing 20% by weight or less of copolymerized monomer units.
〔グラフトポリマー（Ｂ）］
本発明におけるグラフトポリマー（Ｂ）は、数平均分子
量が１０００〜２００００である重合体の片末端にラジ
カル重合性基を有するマクロモノマーと他のラジカル重
合性単量体を共重合することにより合成されるグラフト
ポリマーであって、マクロモノマーに由来する枝成分ま
たは他のラジカル重合性単量体からなる幹成分のいずれ
か一方の成分がエポキシ基またはカルボキシル基を有す
る重合体（以下反応性セグメントという）であり、他方
が前記熱可塑性樹脂（Ａ）に相溶性の良い重合体（以下
相溶性セグメントという）であるグラフトポリマーであ
る。[Graft polymer (B)] The graft polymer (B) in the present invention is a polymer having a number average molecular weight of 1,000 to 20,000, and a macromonomer having a radically polymerizable group at one end and another radically polymerizable monomer. A graft polymer synthesized by copolymerization, in which either a branch component derived from a macromonomer or a main component consisting of another radically polymerizable monomer has an epoxy group or a carboxyl group. (hereinafter referred to as a reactive segment), and the other is a polymer having good compatibility with the thermoplastic resin (A) (hereinafter referred to as a compatible segment).
マクロモノマーの末端に付くラジカル重合性基としては
、（メタ）アクリロイル基およびスチリル基等が好まし
く、またマクロモノマーの重合体骨格は、以下に示すよ
うな単量体単位からなる重合体骨格が好ましい。The radically polymerizable group attached to the terminal of the macromonomer is preferably a (meth)acryloyl group or styryl group, and the polymer skeleton of the macromonomer is preferably a polymer skeleton consisting of monomer units as shown below. .
例えば（メタ）アクリル酸メチル、（メタ）アクリル酸
エチル、（メタ）アクリル酸プロピル、（メタ）アクリ
ル酸ｔ−ブチル、（メタ）アクリル酸しドロキシエチル
、アクリロニトリル、スチレン等のビニル単量体および
それら単量体の混合物が挙げられる。For example, vinyl monomers such as methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, t-butyl (meth)acrylate, droxyethyl (meth)acrylate, acrylonitrile, and styrene; Mention may be made of mixtures of monomers.
より好ましいマクロモノマーは、いずれも末端重合性基
としてメタクリロイル基を有するマクロモノマーである
、東亜合成化学工業■製ＡＡ−６（ポリメタアクリル酸
メチル型マクロモノマー数平均分子量： ６０００）、
Ａｓ−６（ポリスチレン型マクロモノマー、数平均分子
１：６０００）およびＡＮ−６〔スチレン／アクリロニ
トリルコポリマー（スチレン／アクリロニトリルの重量
比３／１）型マクロモノマ−３数平均
０００］であり、これらのマクロモノマーは枝成分が相
溶性セグメントであるグラフトポリマーを与える。More preferred macromonomers include AA-6 (polymethyl methacrylate type macromonomer number average molecular weight: 6000) manufactured by Toagosei Chemical Industry Co., Ltd., which are all macromonomers having a methacryloyl group as a terminal polymerizable group;
As-6 (polystyrene type macromonomer, number average molecule 1:6000) and AN-6 [styrene/acrylonitrile copolymer (styrene/acrylonitrile weight ratio 3/1) type macromonomer 3 number average 0000] The monomers provide a grafted polymer in which the branch components are compatible segments.
（メタ）アクリル酸ｔ−ブチル単量体単位からなる重合
体骨格を有するマクロモノマーから得られるグラフトポ
リマーは、他の樹脂との混合のための加熱溶融時に、前
記単量体単位のｔ−ブチルエステル基が熱分解し、イソ
ブチレンとカルボキシル基を生成することにより、枝成
分にカルボキシル基を有するグラフトポリマーを与える
。A graft polymer obtained from a macromonomer having a polymer skeleton composed of t-butyl (meth)acrylate monomer units is produced when the t-butyl monomer units are heated and melted for mixing with other resins. The ester group thermally decomposes to produce isobutylene and carboxyl groups, thereby providing a graft polymer having carboxyl groups as branch components.
一方、グラフトポリマーの幹成分を形成するたのラジカ
ル重合性単量体としては、（メタ）アクリル酸メチル、
（メタ）アクリル酸エチル、（メタ）アクリル酸プロピ
ル、（メタ）アクリル酸ｎ−ブチル、（メタ）アクリル
酸ｔ−ブチル、（メタ）アクリル酸ヒドロキシエチル、
（メタ）アクリル酸グリシジル、アリルグリシジルエー
テル、アクリロニトリル、スチレン、酢酸ビニル、（メ
タ）アクリル酸、マレイン酸、フマル酸、マレイン酸モ
ノエステル、フマル酸モノエステル等が使用される。On the other hand, other radically polymerizable monomers forming the backbone component of the graft polymer include methyl (meth)acrylate,
(meth)ethyl acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, t-butyl (meth)acrylate, hydroxyethyl (meth)acrylate,
Glycidyl (meth)acrylate, allyl glycidyl ether, acrylonitrile, styrene, vinyl acetate, (meth)acrylic acid, maleic acid, fumaric acid, maleic acid monoester, fumaric acid monoester, etc. are used.
マクロモノマーとして前掲のＡＡ−６、ＡＳ−６および
ＡＮ−６等を使用する場合には、幹成分にエポキシ基ま
たはカルボキシル基を導入させるため、すなわち、幹成
分を反応性セグメントにするため、栓用のラジカル重合
性単量体としてエポキシ基またはカルボキシル基を有す
る単量体を使用する必要があり、好ましくは（メタ）ア
クリル酸、（メタ）アクリル酸グリシジル、アリルグリ
シジルエーテルおよびこれら単量体と他のビニル単量体
との単量体混合物である。When using the above-mentioned AA-6, AS-6, AN-6, etc. as macromonomers, in order to introduce an epoxy group or a carboxyl group into the backbone component, that is, to make the backbone component into a reactive segment, plugging is performed. It is necessary to use a monomer having an epoxy group or a carboxyl group as a radically polymerizable monomer for use in the invention, preferably (meth)acrylic acid, glycidyl (meth)acrylate, allyl glycidyl ether, and these monomers. It is a monomer mixture with other vinyl monomers.
グラフトポリマーにおけるエポキシ基またはカルボキシ
ル基を有する単量体単位の含有量は、全単量体単位の合
計量を基準にして１〜３０重量％が好ましく、より好ま
しくは３〜２０重量％である。The content of monomer units having epoxy groups or carboxyl groups in the graft polymer is preferably 1 to 30% by weight, more preferably 3 to 20% by weight, based on the total amount of all monomer units.
１重量％未満では、ポリエチレングリコ−ルアくド共重
合体とグラフトポリマーとの反応の程度が少なく相溶化
効果が小さい。一方３０重量％を越えると、相溶性セグ
メント体単位の含有量が不足して熱可塑性樹脂（Ａ）へ
の相溶化効果に劣る。If it is less than 1% by weight, the degree of reaction between the polyethylene glycol adenoid copolymer and the graft polymer will be small and the compatibilizing effect will be small. On the other hand, if it exceeds 30% by weight, the content of compatible segment body units will be insufficient and the compatibilizing effect on the thermoplastic resin (A) will be poor.
るので好ましくない。This is not desirable because
相溶性セグメントと反応性セグメントの重量割合として
は、相溶性セグメントの量で５〜８０重量％が好ましく
、１０〜５０重量％が更に好ましい。相溶性セグメント
が５重量％未満では熱可塑性樹脂（Ａ）への相溶化効果
に劣り、一方８０重量％を越えるとポリエチレングリコ
ールアミド共重合体への反応性が低すぎる。The weight ratio of compatible segments and reactive segments is preferably 5 to 80% by weight, more preferably 10 to 50% by weight. If the compatible segment is less than 5% by weight, the compatibilizing effect on the thermoplastic resin (A) will be poor, while if it exceeds 80% by weight, the reactivity with the polyethylene glycolamide copolymer will be too low.
グラフトポリマーの分子量は数平均分子量で２゜０００
〜３００．０００が好ましい。The molecular weight of the graft polymer is 2°000 in number average molecular weight.
~300.000 is preferred.
本発明の樹脂組成物は、前述のとおり、前記熱可塑性樹
脂（Ａ）４０〜９９重量％、ポリエチレングリコールア
ミド共重合体１〜６０重量％およびグラフトポリマー０
．２〜１５重量％からなる制電樹脂組成物である。As described above, the resin composition of the present invention comprises 40-99% by weight of the thermoplastic resin (A), 1-60% by weight of the polyethylene glycolamide copolymer, and 0% by weight of the graft polymer.
．． It is an antistatic resin composition consisting of 2 to 15% by weight.
ポリエチレングリコールアミド共重合体が１重量％未満
では制電性等の特性が充分に発揮せず、一方６０重量％
を越えると組成物の耐熱性や強度が低下する。また、グ
ラフトポリマーの添加量が０．２重量％未満では相溶化
効果が不十分であり、一方１５重量％を超えると、混練
り溶融粘度が上昇して底型性の低下を招いたり、最終成
型品の物性低下を引き起こしたりする。If the polyethylene glycolamide copolymer content is less than 1% by weight, properties such as antistatic properties will not be fully exhibited;
If it exceeds this amount, the heat resistance and strength of the composition will decrease. In addition, if the amount of graft polymer added is less than 0.2% by weight, the compatibilization effect will be insufficient, while if it exceeds 15% by weight, the kneading melt viscosity will increase, leading to a decrease in bottom formability, or the final This may cause a decline in the physical properties of the molded product.
本発明の制電性樹脂組成物の製造は、通常のブレンド方
法、例えば押し出し機、ニーダ−、オープンロール等を
使用する溶融７昆練り法によって行うことができる。好
ましいブレンド方法としては、ヘンシェルミキサー等を
用いて混合した後、これを押出機を用いて加熱溶融する
方法があり、その場合樹脂組成物は、カットしてベレッ
ト状で得るのが好ましい。The antistatic resin composition of the present invention can be produced by a conventional blending method, such as a melt kneading method using an extruder, kneader, open roll, or the like. A preferred blending method is a method of mixing using a Henschel mixer or the like and then heating and melting the mixture using an extruder. In this case, the resin composition is preferably cut into pellets.
制電性樹脂Ｍ酸物は、前記必須成分以外に各種のエラス
トマー成分を耐衝撃強化剤として含んでいても良く、さ
らに可塑剤、酸化防止剤、安定剤、無機充填剤、ガラス
繊維等の補強剤、顔料および染料が適量添加されていて
も良い。In addition to the above-mentioned essential components, the antistatic resin M acid may also contain various elastomer components as impact-resistant reinforcing agents, and may further contain reinforcing agents such as plasticizers, antioxidants, stabilizers, inorganic fillers, and glass fibers. Appropriate amounts of agents, pigments and dyes may also be added.
本発明によれば、ポリメタクリル酸メチル、ポリスチレ
ン、ポリフェニレンエーテル、ポリ塩化ビニル、ポリフ
ッ化ビニリデンまたはＡＢＳ樹脂に、制電防止剤として
ポリエチレングリコールアミド共重合体をミクロな分散
状態で混合された樹脂組成物を得ることができる。According to the present invention, a resin composition is prepared by mixing polymethyl methacrylate, polystyrene, polyphenylene ether, polyvinyl chloride, polyvinylidene fluoride, or ABS resin with a polyethylene glycolamide copolymer as an antistatic agent in a microdispersed state. can get things.
本発明において使用するグラフトポリマーは、反応性セ
グメントおよび相溶性セグメントを有しており、該反応
性セグメントにおけるエポキシ基またはカルボキシル基
が、ポリエチレングリコールアミド共重合体の末端に存
在するアミノ基或いはカルボキシル基と化学結合を形成
するため、該共重合体に親和性を有し、また相溶性セグ
メントの存在により前記熱可塑性樹脂にも相溶性を有し
ている。かかるグラフトポリマーを相溶化剤として使用
するために、本発明においては本来相溶性の良くない樹
脂の混和性を向上できる。The graft polymer used in the present invention has a reactive segment and a compatible segment, and the epoxy group or carboxyl group in the reactive segment is the amino group or carboxyl group present at the end of the polyethylene glycolamide copolymer. Since it forms a chemical bond with the copolymer, it has an affinity for the copolymer, and also has compatibility with the thermoplastic resin due to the presence of a compatible segment. Since such a graft polymer is used as a compatibilizer, in the present invention, the miscibility of resins that are inherently not compatible can be improved.
以下に実施例及び比較例を挙げて、本発明をさらに具体
的に説明する。なお、各側に記載の％は重量％を、部は
重量部を意味する。EXAMPLES The present invention will be explained in more detail by giving Examples and Comparative Examples below. In addition, the percentage written on each side means % by weight, and the part written on each side means parts by weight.
実施例１
撹拌機、還流冷却器、滴下ロート及び温度計を取りつけ
たガラスフラスコに、蒸溜水４００部、ポリビニルアル
コール（クラレ■製ポバール４２０）の５ｚ水溶液４部
、燐酸カルシウム懸濁液（日本化学工業■製スーパータ
イ口Ｏ） １０部、ドデシルヘンゼンスルホン酸ナトリ
ウム（花王■製エマール２Ｆ）の５ｚ水溶液０．２部を
仕込んだ。Example 1 In a glass flask equipped with a stirrer, a reflux condenser, a dropping funnel, and a thermometer, 400 parts of distilled water, 4 parts of a 5z aqueous solution of polyvinyl alcohol (Poval 420, manufactured by Kuraray ■), and a calcium phosphate suspension (manufactured by Nippon Chemical Co., Ltd.) were added. 10 parts of Super Thai Mouth O manufactured by Kogyo ■ and 0.2 parts of a 5z aqueous solution of sodium dodecylhenzenesulfonate (Emar 2F manufactured by Kao ■) were charged.
次に、上記滴下ロート内に、末端にメタクリロイル基を
持つポリメタクリル酸メチル型マクロモノマー（東亜合
成化学工業■製マクロモノマーＡＡ−６）３０部、メタ
クリル酸メチル６０部、メタクリル酸１０部、重合開始
剤ＡＩＢＮ Ｏ，５部およびｎドデシルメルカプタン１
．０部を仕込み、フラスコを加熱昇温し内液の温度を８
０″Ｃに設定した後、滴下ロートの溶液を１分かけて滴
下した。Next, in the above dropping funnel, 30 parts of a polymethyl methacrylate type macromonomer having a methacryloyl group at the end (macromonomer AA-6 manufactured by Toagosei Chemical Co., Ltd.), 60 parts of methyl methacrylate, 10 parts of methacrylic acid, polymerized Initiator AIBN O, 5 parts and n-dodecyl mercaptan 1
．． Add 0 parts and heat the flask to raise the temperature of the internal liquid to 8.
After setting the temperature to 0''C, the solution in the dropping funnel was added dropwise over 1 minute.
その後８０″Ｃで７時間保ち、重合反応を完結させた。Thereafter, it was kept at 80''C for 7 hours to complete the polymerization reaction.
反応後濾過、減圧乾燥して、固形状のグラフトポリマー
９３部を得た。ＧＰＣによるポリスチレン換算平均分子
量は、Ｍｎ＝２１，０００ Ｍｗ＝ ４５，０００で
あった。After the reaction, the mixture was filtered and dried under reduced pressure to obtain 93 parts of a solid graft polymer. The average molecular weight in terms of polystyrene by GPC was Mn = 21,000 and Mw = 45,000.
上記グラフトポリマーを相溶化剤として使用し、ポリエ
チレングリコールアミド共重合体（ＡＴＯＣＨＥＭ社製
ＰＥＢＡＸ ４０１１ ＭＡＯＯ） 、ポリメタクリル
酸メチル（三菱レーヨン製）及びグラフトポリマーを第
１表に示した組成でトライブレンドした後、さらに二軸
スクリュー押出機（口径２９ｍｍ Ｌ／Ｄ・２５）によ
り樹脂温度２４０°Ｃでメルトブレンドして樹脂組成物
を得た。Using the above graft polymer as a compatibilizer, polyethylene glycolamide copolymer (PEBAX 4011 MAOO manufactured by ATOCHEM), polymethyl methacrylate (manufactured by Mitsubishi Rayon) and the graft polymer were triblended with the composition shown in Table 1. Thereafter, a resin composition was obtained by melt-blending at a resin temperature of 240° C. using a twin screw extruder (caliber 29 mm L/D·25).
上記樹脂組成物について、
（ａ）メルトフローインデックス（２，１６Ｋｇ荷重２
４０°Ｃ：以下Ｍｌと略称する）
（ｂ）引張り試験（ペレットをブレス成形後機械加工し
て試験片を作威し、引張り速度１０ｍｍ１分で行った）
（Ｃ）シャルピー衝撃試験（ノンチ付）（ｄ）熱変形温
度測定（高荷重）
（ｅ）分散性（試験片の破断面を走査型電子顕微鏡で観
察し、分散粒子の粒径で評価）
（ｆ）体積固有抵抗（樹脂組成物から成形されたシート
の表面を洗剤及び蒸留水で洗浄後、付着水を除去し、５
％ＲＨ１２３°Ｃ１２４時間の条件で状態調節し、体積
固有抵抗を測定）の各物性を測定し、その結果を第１表
に示した。Regarding the above resin composition, (a) Melt flow index (2.16Kg load 2
40°C: Hereinafter abbreviated as Ml) (b) Tensile test (The pellet was press-molded and then machined to make a test piece, and the test was conducted at a tensile speed of 10 mm and 1 minute) (C) Charpy impact test (with a non-chip) (d) Heat deformation temperature measurement (high load) (e) Dispersibility (observe the fracture surface of the test piece with a scanning electron microscope and evaluate by the particle size of the dispersed particles) (f) Volume resistivity (from the resin composition) After washing the surface of the formed sheet with detergent and distilled water, removing the attached water,
% RH 123°C for 124 hours, and the volume resistivity was measured), and the results are shown in Table 1.
実施例２
実施例１で用いたグラフトポリマーに代えて、同側と同
し方法によりマクロモノマー（ＡＡ−６）３０部、メタ
クリル酸メチル６０部およびメタクリル酸グリシジル１
０部を重合して得られたグラフトポリマーを使用した以
外は、すべて実施例１と同様にして、第１表に示した組
成でポリエチレングリコールアミド共重合体、ポリメタ
クリル酸メチル及びグラフトポリマーを混合し樹脂組成
物を製造した。Example 2 Instead of the graft polymer used in Example 1, 30 parts of macromonomer (AA-6), 60 parts of methyl methacrylate, and 1 part of glycidyl methacrylate were added in the same manner as on the same side.
Polyethylene glycolamide copolymer, polymethyl methacrylate, and graft polymer were mixed in the same manner as in Example 1, except that the graft polymer obtained by polymerizing 0 part of 0 parts was used, and the composition shown in Table 1 was used. A resin composition was produced.
得られた樹脂組成物の物性は第１表に示したとおりであ
る。The physical properties of the obtained resin composition are as shown in Table 1.
比較例１
上記各側と同様な方法により第１表に示した組成で、ポ
リエチレングリコールアミド共重合体とポリメタクリル
酸メチルからなる樹脂組成物を製造した。Comparative Example 1 A resin composition consisting of a polyethylene glycolamide copolymer and polymethyl methacrylate was produced with the composition shown in Table 1 in the same manner as in each case above.
その物性は第１表に示したとおりである。Its physical properties are shown in Table 1.
実施例３
実施例工と同様な方法で、ポリスチレンマクロモノマー
（東亜合成化学工業■製マクロモノマーＡＳ−６）３０
部、スチレン６０部およびメタクリル酸グリシジル１０
部を重合してグラフトポリマーを得た。Example 3 Polystyrene macromonomer (macromonomer AS-6 manufactured by Toagosei Chemical Industry Co., Ltd.) 30
parts, 60 parts of styrene and 10 parts of glycidyl methacrylate.
A graft polymer was obtained by polymerizing a portion.
上記グラフトポリマーを相溶化剤として使用し、第２表
に示した組成でポリエチレングリコールアミド共重合体
、ポリフェニレンオキサイド（日本ゼネラルエレクトリ
ック社製、ノリル５３４ Ｊ）及びグラフトポリマーを
トライブレンドした後、さらに二輪スクリュー押出機（
口径２９ｍｍ Ｌ／Ｄ＝２５）により樹脂温度２８０″
Ｃでメルトブレンドし樹脂組成物を製造した。Using the above graft polymer as a compatibilizer, polyethylene glycolamide copolymer, polyphenylene oxide (Noryl 534 J, manufactured by Japan General Electric Co., Ltd.) and the graft polymer were triblended with the composition shown in Table 2, and then Screw extruder (
Resin temperature 280″ due to diameter 29mm L/D=25)
A resin composition was produced by melt blending with C.
得られた樹脂組成物について、第２表に示した物性を測
定した。The physical properties shown in Table 2 were measured for the obtained resin composition.
比較例２
実施例３と同様な方法により第２表に示した組成で、ポ
リエチレングリコールアミド共重合体トポリフエニレン
オキサイドからなる樹脂組成物を製造した。Comparative Example 2 A resin composition consisting of polyethylene glycolamide copolymer topolyphenylene oxide was produced with the composition shown in Table 2 by the same method as in Example 3.
その物性は第２表に示したとおりである。Its physical properties are shown in Table 2.
（ハ）発明の効果
本発明の制電性樹脂組成物は、熱可塑性樹脂に耐久性の
ある制電性を付与し得るポリエチレングリコールアミド
共重合体が、本発明において限定された特定の構造を有
するグラフトポリマーの相溶化作用によって、ミクロな
分散状態で混和されているため、耐久性に優れた制電性
を有し、しかも機械的強度に優れている。(c) Effects of the invention In the antistatic resin composition of the present invention, the polyethylene glycolamide copolymer capable of imparting durable antistatic properties to a thermoplastic resin has a specific structure limited in the present invention. Due to the compatibilizing action of the graft polymer, it is mixed in a micro-dispersed state, so it has excellent antistatic properties with excellent durability and excellent mechanical strength.
Claims (1)
チレングリコールアミド共重合体１〜６０重量％および
下記グラフトポリマー（Ｂ）０．２〜１５重量％からな
る制電性樹脂組成物。 熱可塑性樹脂（Ａ）：ポリメタクリル酸メチル、ポリス
チレン、ポリフェニレンエーテル、ポリ塩化ビニル、ポ
リフッ化ビニリデンおよびＡＢＳ樹脂からなる群から選
ばれた熱可塑性樹脂。 グラフトポリマー（Ｂ）：マクロモノマー法によるグラ
フトポリマーであって、幹成分または枝成分のいずれか
一方がエポキシ基またはカルボキシル基を有する重合体
であり、他方が上記熱可塑性樹脂（Ａ）に相溶性の良い
重合体であるグラフトポリマー。[Scope of Claims] 1. Antistatic comprising 40 to 99% by weight of the following thermoplastic resin (A), 1 to 60% by weight of polyethylene glycolamide copolymer, and 0.2 to 15% by weight of the following graft polymer (B) resin composition. Thermoplastic resin (A): Thermoplastic resin selected from the group consisting of polymethyl methacrylate, polystyrene, polyphenylene ether, polyvinyl chloride, polyvinylidene fluoride, and ABS resin. Graft polymer (B): A graft polymer produced by a macromonomer method, in which either the trunk component or the branch component has an epoxy group or a carboxyl group, and the other is compatible with the thermoplastic resin (A). A graft polymer that is a good polymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3315890A JPH03237149A (en) | 1990-02-14 | 1990-02-14 | Antistatic resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3315890A JPH03237149A (en) | 1990-02-14 | 1990-02-14 | Antistatic resin composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03237149A true JPH03237149A (en) | 1991-10-23 |
Family
ID=12378762
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3315890A Pending JPH03237149A (en) | 1990-02-14 | 1990-02-14 | Antistatic resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03237149A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003068860A1 (en) * | 2002-01-31 | 2003-08-21 | Atofina | Antistatic styrenic polymer composition |
| US6962956B2 (en) | 2002-01-31 | 2005-11-08 | Atofina | Antistatic strenique polymer compositions |
| WO2014167202A1 (en) | 2013-04-10 | 2014-10-16 | Arkema France | Transparent and antistatic pmma composition |
| US10998107B1 (en) * | 2017-08-31 | 2021-05-04 | Triad National Security, Llc | Extractants and extractant compositions for radioisotope and metal recovery |
-
1990
- 1990-02-14 JP JP3315890A patent/JPH03237149A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003068860A1 (en) * | 2002-01-31 | 2003-08-21 | Atofina | Antistatic styrenic polymer composition |
| US6962956B2 (en) | 2002-01-31 | 2005-11-08 | Atofina | Antistatic strenique polymer compositions |
| WO2014167202A1 (en) | 2013-04-10 | 2014-10-16 | Arkema France | Transparent and antistatic pmma composition |
| US10998107B1 (en) * | 2017-08-31 | 2021-05-04 | Triad National Security, Llc | Extractants and extractant compositions for radioisotope and metal recovery |
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