JPH0717797B2 - 3-Methylbutene-1 polymer composition - Google Patents
3-Methylbutene-1 polymer compositionInfo
- Publication number
- JPH0717797B2 JPH0717797B2 JP60181189A JP18118985A JPH0717797B2 JP H0717797 B2 JPH0717797 B2 JP H0717797B2 JP 60181189 A JP60181189 A JP 60181189A JP 18118985 A JP18118985 A JP 18118985A JP H0717797 B2 JPH0717797 B2 JP H0717797B2
- Authority
- JP
- Japan
- Prior art keywords
- methylbutene
- polymer
- weight
- flame retardant
- parts
- 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.)
- Expired - Fee Related
Links
Classifications
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/03—Use of materials for the substrate
- H05K1/0313—Organic insulating material
- H05K1/032—Organic insulating material consisting of one material
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/03—Use of materials for the substrate
- H05K1/0313—Organic insulating material
- H05K1/0353—Organic insulating material consisting of two or more materials, e.g. two or more polymers, polymer + filler, + reinforcement
- H05K1/0373—Organic insulating material consisting of two or more materials, e.g. two or more polymers, polymer + filler, + reinforcement containing additives, e.g. fillers
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は３−メチルブテン−１重合体組成物、更に詳し
くは難燃剤を配合してなる３−メチルブテン−１重合体
組成物に関する。TECHNICAL FIELD The present invention relates to a 3-methylbutene-1 polymer composition, and more specifically to a 3-methylbutene-1 polymer composition containing a flame retardant.
３−メチルブテン−１重合体は高融点の結晶性ポリオレ
フインであることから、高温度でも優れた機械的性質を
有し、さらに低周波から高周波に至る広い領域での優れ
た誘電特性、酸、アルカリ、有機溶媒等に対する優れた
耐薬品性、耐水性等の特徴を有している。このため種々
の用途、特にプリント基板やコネクター、電線被覆材等
の電気・電子部品用材料として期待される。この様な用
途に用いられる為には燃焼性に対する抵抗力を充分に有
していなければならないが、従来、３−メチルブテン−
１重合体でかかる難燃性を充分に付与されたものは知ら
れていなかつた。Since 3-methylbutene-1 polymer is a crystalline polyolefin with a high melting point, it has excellent mechanical properties even at high temperatures, and has excellent dielectric properties, acids and alkalis in a wide range from low frequency to high frequency. It has features such as excellent chemical resistance to organic solvents and water resistance. Therefore, it is expected to be used in various applications, especially as a material for electric / electronic parts such as printed circuit boards, connectors, and electric wire coating materials. In order to be used in such applications, it must have sufficient resistance to flammability, but conventionally, 3-methylbutene-
It is not known that one polymer is sufficiently imparted with such flame retardancy.
また従来、ポリオレフインに難燃性を付与する方法に関
して数多くの提案がなされているがその多くはポリエチ
レンやポリプロピレンに関するものであつて、それらに
有効な方法であつても、３−メチルブテン−１重合体に
適用してみると、全く効果がないか、あるいは効果があ
つても充分とは言い難いものであつた。Although many proposals have been made so far regarding methods for imparting flame retardancy to polyolefin, most of them are related to polyethylene and polypropylene, and even if they are effective methods, 3-methylbutene-1 polymer is used. When applied to, it had no effect or it was hard to say that the effect was sufficient.
例えば従来公知の特開昭54−122348号、同55−7871号に
記載されている如き４−メチルペンテン−１重合体に効
果的であつたパークロルペンタシクロデカンデカブロモ
ジフエニルオキサイドあるいはテトラブロモビスフエノ
ールＡ等は分解開始温度が低く、混練時の分解の為用い
る事が出来ない。For example, perchlorpentacyclodecanedecabromodiphenyl oxide or tetrabromo which was effective for 4-methylpentene-1 polymers as described in the conventionally known JP-A Nos. 54-122348 and 55-7871. Bisphenol A and the like have a low decomposition starting temperature and cannot be used because they decompose during kneading.
本発明者等は、特に３−メチルブテン−１重合体に適し
た難燃化処法を提供すべく鋭意検討した結果本発明に到
達した。The present inventors have arrived at the present invention as a result of earnest studies to provide a flame retardant treatment method suitable for a 3-methylbutene-1 polymer.
すなわち、本発明の要旨は、 （１） ３−メチルブテン−１重合体と、該重合体100
重量部あたりそれぞれ５〜200重量部の一般式 （Ｒはハロゲンを含有してもよく、また酸素を骨格中に
含有していても良い、炭素数１〜20の炭化水素基を示
す） で表わされる有機難燃剤及び無機難燃剤とからなること
を特徴とする３−メチルブテン−１重合体組成物に存す
る。That is, the gist of the present invention is (1) 3-methylbutene-1 polymer and the polymer 100
General formula of 5 to 200 parts by weight per part by weight (R represents a hydrocarbon group having 1 to 20 carbon atoms, which may contain halogen or oxygen in the skeleton), and an inorganic flame retardant. And a 3-methylbutene-1 polymer composition.
本発明を更に詳細に説明する。本発明において用いられ
る３−メチルブテン−１重合体とは、23℃での密度が0.
88〜0.90g/cm3程度の立体規則性を有する結晶性ポリマ
ーであつて、３−メチルブテン−１単独重合体のみなら
ず、３−メチルブテン−１とエチレン、プロピレン、ブ
テン−１、ペンテン−１、４−メチルペンテン−１、ヘ
キセン−１、オクテン−１、デセン−１等のC2〜C18程
度のα−オレフイン、ビニルシクロヘキサン或いはスチ
レン等の如き他のオレフインとのランダム共重合体ある
いはブロツク共重合体であつてもよい。The present invention will be described in more detail. The 3-methylbutene-1 polymer used in the present invention has a density at 23 ° C. of 0.
A crystalline polymer having a stereoregularity of about 88 to 0.90 g / cm 3, which includes not only 3-methylbutene-1 homopolymer but also 3-methylbutene-1 and ethylene, propylene, butene-1, pentene-1. , 4-methylpentene-1, hexene-1, octene-1, of about C 2 -C 18, such as decene -1 alpha-olefin random copolymer or block with such other olefins such as vinyl cyclohexane or styrene It may be a copolymer.
これらの他のオレフインが重合体中に占める割合は、高
々30重量％程度、好ましくは20重量％以下である。これ
以上他のオレフインの共重合量を増やすことは、本来、
３−メチルブテン−１重合体が持つ、高融点、高剛性等
の特徴が失なわれるという点で好ましくない。The proportion of these other olefins in the polymer is at most about 30% by weight, preferably 20% by weight or less. To increase the copolymerization amount of other olefins beyond this
It is not preferable because the characteristics of the 3-methylbutene-1 polymer such as high melting point and high rigidity are lost.
また、３−メチルブテン−１重合体はASTMD1238−57T
（320℃、2.16kg）で測定したメルトインデツクスが0.1
〜50g/10分程度のものが好適に用いられる。Also, 3-methylbutene-1 polymer is ASTM D1238-57T
Melt index measured at (320 ℃, 2.16kg) is 0.1
Those having about 50 g / 10 minutes are preferably used.
かかる重合体は炭化水素溶媒あるいは液状モノマーの存
在下あるいは不存在下、水素の如き分子量調節剤の存在
下あるいは不存在下、重合触媒の存在下に３−メチルブ
テン−１あるいは３−メチルブテン−１と他のオレフイ
ンを重合あるいは共重合して得られる。重合触媒はオレ
フイン重合触媒として公知のものが用いられ特に制限は
ないが、通常TiCl3を主成分とする固体触媒成分あるい
はTi,Mg,Cl及び電子供与体を主成分とする固体触媒成分
と有機アルミニウム化合物及び必要に応じて電子供与体
からなる組合せが用いられる。Such a polymer is converted to 3-methylbutene-1 or 3-methylbutene-1 in the presence or absence of a hydrocarbon solvent or liquid monomer, in the presence or absence of a molecular weight regulator such as hydrogen, and in the presence of a polymerization catalyst. It is obtained by polymerizing or copolymerizing another olefin. The polymerization catalyst is not particularly limited and may be a known one as an olefin polymerization catalyst, but is usually a solid catalyst component containing TiCl 3 as a main component or a solid catalyst component containing Ti, Mg, Cl and an electron donor as a main component and an organic compound. A combination of an aluminum compound and optionally an electron donor is used.
さらに、前記重合体に対し通常50重量％以下のポリエチ
レン、ポリプロピレン、ポリブテン、ポリ４−メチルペ
ンテン−１等の如き、熱可塑性樹脂や、エチレン・プロ
ピレンゴム、ポリイソブチレン等の如きエラストマーが
含まれていてもよい。Further, it usually contains 50% by weight or less of a thermoplastic resin such as polyethylene, polypropylene, polybutene and poly-4-methylpentene-1 and an elastomer such as ethylene / propylene rubber and polyisobutylene. May be.
本発明において用いられる難燃剤のうち、有機難燃剤と
しては、一般式 （Ｒはハロゲンを有していても良く、また酸素を骨格中
に含有していても良い炭素数１〜20の炭化水素基を示
す） で表わされるものが用いられる。具体的には、 Ｒが−CH2−，−CH2−CH2−，CH2 3,CH2 4,−（C
H2）６−， 等で示されるものが挙げられるが、好ましくはＲが−CH
2−CH2−である化合物が用いられる。Among the flame retardants used in the present invention, the organic flame retardant has a general formula (R represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a halogen atom and may contain oxygen in the skeleton). Specifically, R is -CH 2 -, - CH 2 -CH 2 -, CH 2 3, CH 2 4, - (C
H 2 ) 6 −, And the like, but R is preferably -CH.
2 -CH 2 -, compound is used.
また、無機難燃剤としては、三酸化アンチモン、二酸化
アンチモン、三酸化モリブデン、硼酸亜鉛、水酸化アル
ミニウム、珪酸ジルコニウム等公知のものが用いられる
が、好ましくは三酸化アンチモンが用いられる。As the inorganic flame retardant, known compounds such as antimony trioxide, antimony dioxide, molybdenum trioxide, zinc borate, aluminum hydroxide and zirconium silicate are used, but antimony trioxide is preferably used.
これらの使用量は３−メチルブテン−１重合体100重量
部あたり、それぞれ５〜200重量部が好ましい。The amount of these used is preferably 5 to 200 parts by weight per 100 parts by weight of the 3-methylbutene-1 polymer.
本発明の組成物には必要に応じて酸化防止剤、銅害防止
剤、着色剤、ハロゲン化合物安定剤、紫外線吸収剤、電
圧安定剤、カーボンブラツク、無機充填剤等が含まれて
いてもよい。本発明の組成物は、３−メチルブテン−１
重合体と難燃剤及び必要に応じて前述の各種添加剤と
を、ロールミル、インテンシブミキサー、バンバンミキ
サー、連続式混練造粒機等の通常の混合機を用いて混合
することにより製造し得る。The composition of the present invention may optionally contain an antioxidant, a copper damage inhibitor, a colorant, a halogen compound stabilizer, an ultraviolet absorber, a voltage stabilizer, a carbon black, an inorganic filler, and the like. . The composition of the present invention comprises 3-methylbutene-1.
It can be produced by mixing the polymer with the flame retardant and, if necessary, the above-mentioned various additives using a conventional mixer such as a roll mill, an intensive mixer, a bang-bang mixer, and a continuous kneading granulator.
また、本発明の組成物は高融点の３−メチルブテン−１
重合体の優れた諸特性、例えば高温度での優れた機械的
性質、誘電特性、耐薬品性、耐水性等を有すると同時に
難燃性も有するのでプリント基板、コネクター、電線被
覆材等の電気・電子部品用材料として有用である。特に
プリント基板として用いる場合には本発明の組成物にガ
ラス・フアイバー、ガラス・クロス、炭酸カルシウム、
マイカ等の如き無機充てん剤、銅害防止剤等を配合ある
いは組み合せるのがよい。Further, the composition of the present invention has a high melting point of 3-methylbutene-1.
It has excellent properties of polymer, such as excellent mechanical properties at high temperature, dielectric properties, chemical resistance, water resistance, etc., and at the same time, it has flame retardancy. -Useful as a material for electronic parts. Particularly when used as a printed circuit board, the composition of the present invention contains glass fiber, glass cloth, calcium carbonate,
It is preferable to mix or combine an inorganic filler such as mica and a copper damage inhibitor.
銅害防止剤としてはポリオレフイン用として公知のも
の、例えば （Ａ）式 （上式において、Ｘは水素または炭素数１ないし18のア
ルキル基、Ｒは炭素数１ないし18のアルキル基、水酸
基、ハロゲンを示す。０≦ｎ≦３、ｎ個のＲは同一でも
異なるものでもよい）で示されるトリアゾール化合物、
あるいはこれと、 （上式において、R1は炭素数１ないし12のアルキル基、
R2は水素または炭素数１ないし12のアルキル基、R3は水
素、炭素数２ないし18のアルカノイル基、または で示される基、０≦ｍ≦５）で示されるヒドラジン化合
物から選ばれる少なくとも一種の化合物 （Ｂ） テトラキス〔メチレン−３−（3,5−ジ−tert
−ブチル−４−ヒドロキシフエニル）プロピオネート〕
メタンおよび （Ｃ） 亜リン酸化合物とを組み合せたもの等が用いら
れる。As the copper damage inhibitor, one known for use in polyolefins, for example, the formula (A) (In the above formula, X represents hydrogen or an alkyl group having 1 to 18 carbon atoms, R represents an alkyl group having 1 to 18 carbon atoms, a hydroxyl group, or halogen. 0 ≦ n ≦ 3, and n R's may be the same or different. A triazole compound represented by
Or this and (In the above formula, R 1 is an alkyl group having 1 to 12 carbon atoms,
R 2 is hydrogen or an alkyl group having 1 to 12 carbon atoms, R 3 is hydrogen, an alkanoyl group having 2 to 18 carbon atoms, or At least one compound selected from the group represented by and the hydrazine compound represented by 0 ≦ m ≦ 5) (B) tetrakis [methylene-3- (3,5-di-tert
-Butyl-4-hydroxyphenyl) propionate]
A combination of methane and (C) a phosphorous acid compound is used.
以下、実施例及び比較例により本発明を詳細に説明する
が、例において用いられた３−メチルブテン−１重合体
は本発明者等の出願になる特願昭59−39427、同59−629
86等に記載の方法で得られたものであるが、この方法に
限定するものではない。Hereinafter, the present invention will be described in detail with reference to Examples and Comparative Examples. The 3-methylbutene-1 polymers used in the Examples are Japanese Patent Applications Nos. 59-39427 and 59-629.
Although it was obtained by the method described in 86 etc., it is not limited to this method.
実施例１ ３−メチルブテン−１〜ブテン−１ランダム共重合体
（Tm2＝281℃、メルトインデツクス（320℃、2.16kg）
＝0.4）96重量部、３−メチルブテン−１〜ブテン−１
ランダム共重合体の無水マレイン酸グラフトポリマー
（グラフト率9000PPm）４重量部、日本油脂製ニツサン
アンフラーム（商品名）PE−105 48重量％、三酸化アンチモン16重量％、HDPE36重量％か
ら成る〕81重量部及びグラスフアイバー55重量部を二軸
押出機を用いて310℃で混練押出造粒することにより、
組成物ペレツトを得た。このペレツトを用いて、１オン
ス射出成形機で厚さ1/4インチの試験片を成形し、米国U
nder Writers Laboratories Inc.のSubject 94に示され
た水平及び垂直燃焼試験を行ない燃焼性を評価した。そ
の結果Ｖ−０であり、良好な結果が得られた。Example 1 3-Methylbutene-1 to Butene-1 Random Copolymer (Tm 2 = 281 ° C., Melt Index (320 ° C., 2.16 kg)
= 0.4) 96 parts by weight, 3-methylbutene-1 to butene-1
4 parts by weight of a maleic anhydride graft polymer of a random copolymer (grafting rate: 9000PPm), Nippon Oil &Fat's Nitsusan Anfram (trade name) PE-105 48 wt%, 16 wt% antimony trioxide, 36 wt% HDPE] 81 parts by weight and 55 parts by weight of glass fiber are kneaded and extruded at 310 ° C. using a twin-screw extruder,
A composition pellet was obtained. A 1 ounce injection molding machine was used to mold a 1 / 4-inch thick test piece using this pellet, and the
The flammability was evaluated by performing the horizontal and vertical burning tests shown in Subject 94 of Nder Writers Laboratories Inc. As a result, it was V-0, and a good result was obtained.
実施例２ グラスフアイバーを除いた以外は実施例１と同様にして
評価した。その結果Ｖ−０であり良好な結果が得られ
た。Example 2 Evaluation was made in the same manner as in Example 1 except that the glass fiber was omitted. As a result, it was V-0, and a good result was obtained.
比較例１〜３ 実施例１で用いた３−メチルブテン−１〜ブテン−１ラ
ンダム共重合体97重量部、３−メチルブテン−１〜ブテ
ン−１ランダム共重合体の無水マレイン酸グラフトポリ
マー（グラフト率9000PPm）３重量部に対し、表１に示
す有機難燃剤、三酸化アンチモン及びグラフトフアイバ
ーを実施例１と同様にして混練・成形し、燃焼性を評価
した。その結果難燃クラスはいずれもHBであり、難燃性
は不良であつた。Comparative Examples 1 to 3 97 parts by weight of 3-methylbutene-1 to butene-1 random copolymer used in Example 1 and maleic anhydride graft polymer of 3-methylbutene-1 to butene-1 random copolymer (graft ratio 9000 PPm) 3 parts by weight, the organic flame retardant, antimony trioxide, and graft fiber shown in Table 1 were kneaded and molded in the same manner as in Example 1 to evaluate the flammability. As a result, the flame retardancy class was HB, and the flame retardancy was poor.
比較例４ 有機難燃剤をパークロルペンタシクロデカン（フツカー
社製、デクロランプラス）に変える以外は実施例１と全
く同様にして混練を行なつたが、発煙が激しく、中途で
混練を止めた。Comparative Example 4 Kneading was carried out in the same manner as in Example 1 except that perchlorpentacyclodecane (Dechlorane Plus, manufactured by Futsuka Co.) was used as the organic flame retardant. .
〔発明の効果〕 本発明の組成物は、高温度での優れた機械的性質、誘電
特性、耐薬品性、耐水性等の高融点の３−メチルブテン
−１重合体の優れた諸特性を有すると同時に難燃性も有
するので、プリント基板、コネクター、電線被覆材等の
電気・電子部品用材料として有用である。 EFFECTS OF THE INVENTION The composition of the present invention has excellent properties of a high melting point 3-methylbutene-1 polymer such as excellent mechanical properties at high temperature, dielectric properties, chemical resistance, and water resistance. At the same time, since it has flame retardancy, it is useful as a material for electric / electronic parts such as a printed circuit board, a connector, and a wire coating material.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０８Ｋ 3:00 5:3417） (72)発明者 加藤 英仁 神奈川県横浜市緑区鴨志田町1000番地 三 菱化成工業株式会社総合研究所内 (56)参考文献 特開 昭58−13644（ＪＰ，Ａ) 特開 昭57−16058（ＪＰ，Ａ) 特開 昭50−119041（ＪＰ，Ａ) 特開 昭50−9645（ＪＰ，Ａ) 特開 昭54−122348（ＪＰ，Ａ) 特開 昭55−7871（ＪＰ，Ａ)─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification number Reference number within the agency FI technical display location C08K 3:00 5: 3417) (72) Inventor Hidehito Kato 1000 Kamoshida-cho, Midori-ku, Yokohama-shi, Kanagawa (56) Reference JP-A-58-13644 (JP, A) JP-A-57-16058 (JP, A) JP-A-50-119041 (JP, A) JP-A-SHO 50-9645 (JP, A) JP-A-54-122348 (JP, A) JP-A-55-7871 (JP, A)
Claims (2)
100重量部あたりそれぞれ５〜200重量部の一般式 （Ｒはハロゲンを含有してもよく、また酸素を骨格中に
含有していても良い、炭素数１〜20の炭化水素基を示
す） で表わされる有機難燃剤及び無機難燃剤とからなること
を特徴とする３−メチルブテン−１重合体組成物。1. A 3-methylbutene-1 polymer and the polymer
General formula of 5 to 200 parts by weight per 100 parts by weight (R represents a hydrocarbon group having 1 to 20 carbon atoms, which may contain halogen or oxygen in the skeleton), and an inorganic flame retardant. A 3-methylbutene-1 polymer composition comprising:
モンである特許請求の範囲第１項記載の３−メチルブテ
ン−１重合体組成物。2. The organic flame retardant has the formula The 3-methylbutene-1 polymer composition according to claim 1, which is a compound represented by the formula (1) and the inorganic flame retardant is antimony trioxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60181189A JPH0717797B2 (en) | 1985-08-19 | 1985-08-19 | 3-Methylbutene-1 polymer composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60181189A JPH0717797B2 (en) | 1985-08-19 | 1985-08-19 | 3-Methylbutene-1 polymer composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6241246A JPS6241246A (en) | 1987-02-23 |
| JPH0717797B2 true JPH0717797B2 (en) | 1995-03-01 |
Family
ID=16096413
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60181189A Expired - Fee Related JPH0717797B2 (en) | 1985-08-19 | 1985-08-19 | 3-Methylbutene-1 polymer composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0717797B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20030049792A (en) * | 2001-12-17 | 2003-06-25 | 이창기업 주식회사 | Manufacturing method for a license plate reflecting its letters and a license plate manufactured by its method |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS509645A (en) * | 1973-05-29 | 1975-01-31 | ||
| JPS50119041A (en) * | 1974-03-05 | 1975-09-18 | ||
| JPS5716058A (en) * | 1980-07-04 | 1982-01-27 | Toyo Ink Mfg Co Ltd | Resin composition |
| JPS5813644A (en) * | 1981-07-17 | 1983-01-26 | Furukawa Electric Co Ltd:The | Flame retardant ethylene polymer composition |
-
1985
- 1985-08-19 JP JP60181189A patent/JPH0717797B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6241246A (en) | 1987-02-23 |
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| LAPS | Cancellation because of no payment of annual fees |