JPH0525904B2 - - Google Patents
Info
- Publication number
- JPH0525904B2 JPH0525904B2 JP58239361A JP23936183A JPH0525904B2 JP H0525904 B2 JPH0525904 B2 JP H0525904B2 JP 58239361 A JP58239361 A JP 58239361A JP 23936183 A JP23936183 A JP 23936183A JP H0525904 B2 JPH0525904 B2 JP H0525904B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- weight
- resistance
- polycarbonate
- conjugated diene
- 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 - Lifetime
Links
- 229920001971 elastomer Polymers 0.000 claims description 16
- 239000005060 rubber Substances 0.000 claims description 14
- 229920001577 copolymer Polymers 0.000 claims description 10
- 229920000515 polycarbonate Polymers 0.000 claims description 10
- 239000004417 polycarbonate Substances 0.000 claims description 10
- -1 diene compound Chemical class 0.000 claims description 8
- 239000011342 resin composition Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- 150000008360 acrylonitriles Chemical class 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- WWNGFHNQODFIEX-UHFFFAOYSA-N buta-1,3-diene;methyl 2-methylprop-2-enoate;styrene Chemical compound C=CC=C.COC(=O)C(C)=C.C=CC1=CC=CC=C1 WWNGFHNQODFIEX-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- ZTHJQCDAHYOPIK-UHFFFAOYSA-N 3-methylbut-2-en-2-ylbenzene Chemical compound CC(C)=C(C)C1=CC=CC=C1 ZTHJQCDAHYOPIK-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002825 nitriles Chemical class 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
- 230000000704 physical effect Effects 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は水素添加ゴム質重合体を含む樹脂組成
物に関するものであり、更に詳しくは、ポリカー
ボネート（）に共役ジエン系化合物とシアン化
ビニル化合物、アクリレート化合物、メタクリレ
ート化合物及び芳香族ビニル化合物から選ばれる
少なくとも一種の化合物との共重合体ゴムの水素
添加物（）を配合してなる耐衝撃性樹脂組成物
に関するものである。
ポリカーボネートは衝撃強度や引張り強度が高
く、更に、透明性、電気特性に優れているが、一
方、衝撃強度の厚み依存性が大きく、且つ低温時
の衝撃強度が小さい事や、又耐溶剤性が悪い事な
どの欠点を有し使用用途が限定されている。
そこで、ポリカーボネートの特に耐衝撃性に関
する欠点を改良する為に従来から種々の研究がな
され、成果が数多く発表されている。
例えば、ポリカーボネートの耐衝撃性改良の為
の添加剤としては、ブタジエン−−アクリロニト
リル共重合体（特開昭49−48752）、ポリブタジエ
ン又はブタジエン−スチレン共重合体にスチレン
とアクリロニトリル又はメチルメタクリレートと
をグラフト重合させて得られた重合体（特公昭38
−15225、同39−71）などがある。
しかしこれらの共役ジエン系重合体には不飽和
結合が存在する為にこの重合体を添加して得られ
た成形品は耐候性や耐オゾン性が劣り、用途が限
定される。
本発明者はこのような共役ジエン系重合体の欠
点を改良すべく研究を進めた結果、ポリカーボネ
ート（）100重量部に対し、共役ジエン系化合
物とシアン化ビニル化合物、アクリレート化合
物、メタクリレート化合物及び芳香族ビニル化合
物から選ばれる少なくとも一種の化合物との共重
合体ゴム（以下、共役ジエン系共重合体ゴムとい
うことがある）の水素添加物（）１〜50重量部
を配合してなる樹脂組成物は、耐衝撃性、耐候
性、耐オゾン性及び耐熱性が著しく改良される事
を見出し本発明に到達した。
本発明において用いられる共役ジエン系共重合
体ゴムの成分である共役ジエン化合物としては、
例えばブタジエン、イソプレン、２，３−ジメチ
ルブタジエン、クロロプレンなどが挙げられる。
また、シアン化ビニル化合物としてはアクリロニ
トリル、メタクリロニトリルなどが、アクリレー
ト及びメタクリレート化合物としては、メチルア
クリレート、メチルメタクリレート、エチルアク
リレート、エチルメタクリレート、ブチルアクリ
レート、ブチルメタクリレート、２−エチルヘキ
シルアクリレート、２−エチルヘキシルメタクリ
レートなどが、又、芳香族ビニル化合物としては
スチレン、α−メチルスチレン、ビニルトルエ
ン、ビニルキシレン、トリメチルスチレン、パラ
メチルスチレン、ハロゲン化スチレンなどがそれ
ぞれ挙げられる。共役ジエン系共重合体ゴムに占
めるシアン化ビニル化合物、芳香族ビニル化合
物、アクリレート化合物及びメタクリレート化合
物から選ばれる少なくとも一種の化合物の割合は
10〜60重量％、好ましくは15〜40重量％である。
10重量％より少ないと組成物の耐薬品性や耐摩耗
性が悪化するし、60重量％より多いと耐衝撃性の
点で好ましくない。
上記単量体を通常の乳化重合又は溶液重合する
ことによつて共役ジエン系共重合体ゴムが得られ
る。
次にこのゴムを水素添加するに際しては乳化重
合体の場合には得られた重合体ラテツクスを凝
固、乾燥した後に溶媒を用いて、一般には固形分
30％以下の濃度の溶液とする。一方、溶液重合体
の場合には重合後の溶媒そのままを用いればよい
が、乾燥ゴムを溶媒を用いて溶液として用いても
勿論よい。これらの重合体溶液の水素添加は公知
の方法、例えば特公昭46−17130、同48−30151な
どに従つて行われる。例えばオートクレーブに重
合体溶液を仕込み、温度20〜150℃、圧力300Kg／
cm2以下の条件で水素を吹込み反応させる。水素添
加率は50％以上が良く、更に望ましくは80％以上
である。50％未満であると成形物の耐候性や耐オ
ゾン性などが充分には発現され難く、改良効果が
少ない。水素添加反応後のゴムを乾燥することに
より本発明における共役ジエン系共重合体ゴムの
水素添加物が得られる。
この水素添加物をポリカーボネートと混合する
ことによつて本発明の組成物が得られるが、その
割合はポリカーボネート100重量部に対して、水
素添加物１〜50重量部が用いられる。これより少
ないと耐衝撃性改良効果が小さく、これより多い
とポリカーボネートの特長が少なくなる。
この組成物を得る方法としてはバンバリーミキ
サー、ロール混練機、押出機などを用いて溶融状
態で混合させる方法が一般的であるが、両者を溶
媒を用いて溶液状態で混合する方法も用いること
ができる。
得られた樹脂組成物は耐衝撃性、耐候性、耐オ
ゾン性及び耐熱性が優れているので、ポリカーボ
ネートの通常の用途に好適に使用することができ
る。
次に本発明を実施例により具体的に説明する。
実施例 １
結合ニトリル量30％のアクリロニトリルーブタ
ジエン共重合体ゴム（NBR）の水素添加物（水
素添加率80％）とポリカーボネート（PC）とを
種々の割合で混合し成形した後、その物性を測定
して表１の結果を得た。比較例として、水素添加
しないNBRを使用した場合の結果を併記する。
なおアイゾツト衝撃強度はサンシヤイン型ウエザ
ロメータによる500時間暴露前後の試料について
試料厚み1/4インチ、Ｖ型ノツチで測定した。
The present invention relates to a resin composition containing a hydrogenated rubbery polymer, and more specifically, the present invention relates to a resin composition containing a hydrogenated rubbery polymer. The present invention relates to an impact-resistant resin composition containing a hydrogenated copolymer rubber () with at least one compound. Polycarbonate has high impact strength and tensile strength, as well as excellent transparency and electrical properties, but on the other hand, its impact strength is highly dependent on thickness, its impact strength at low temperatures is low, and its solvent resistance is poor. It has disadvantages such as bad things, and its uses are limited. Therefore, various studies have been carried out to improve the drawbacks of polycarbonate, particularly regarding impact resistance, and many results have been published. For example, additives for improving the impact resistance of polycarbonate include butadiene-acrylonitrile copolymer (JP-A-49-48752), polybutadiene or butadiene-styrene copolymer grafted with styrene and acrylonitrile or methyl methacrylate. Polymer obtained by polymerization
-15225, 39-71), etc. However, since these conjugated diene polymers contain unsaturated bonds, molded products obtained by adding these polymers have poor weather resistance and ozone resistance, and their uses are limited. As a result of conducting research to improve the drawbacks of such conjugated diene polymers, the present inventor found that conjugated diene compounds, vinyl cyanide compounds, acrylate compounds, methacrylate compounds, and aromatic compounds were added to 100 parts by weight of polycarbonate (). A resin composition containing 1 to 50 parts by weight of a hydrogenated copolymer rubber (hereinafter sometimes referred to as conjugated diene copolymer rubber) with at least one compound selected from group vinyl compounds. discovered that impact resistance, weather resistance, ozone resistance, and heat resistance were significantly improved and arrived at the present invention. The conjugated diene compound that is a component of the conjugated diene copolymer rubber used in the present invention includes:
Examples include butadiene, isoprene, 2,3-dimethylbutadiene, chloroprene, and the like.
In addition, vinyl cyanide compounds include acrylonitrile and methacrylonitrile, and examples of acrylate and methacrylate compounds include methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, and 2-ethylhexyl methacrylate. Examples of the aromatic vinyl compound include styrene, α-methylstyrene, vinyltoluene, vinylxylene, trimethylstyrene, paramethylstyrene, and halogenated styrene. The proportion of at least one compound selected from vinyl cyanide compounds, aromatic vinyl compounds, acrylate compounds, and methacrylate compounds in the conjugated diene copolymer rubber is
10 to 60% by weight, preferably 15 to 40% by weight.
If it is less than 10% by weight, the chemical resistance and abrasion resistance of the composition will deteriorate, and if it is more than 60% by weight, it is unfavorable in terms of impact resistance. A conjugated diene copolymer rubber can be obtained by subjecting the above monomers to conventional emulsion polymerization or solution polymerization. Next, when hydrogenating this rubber, in the case of an emulsion polymer, the obtained polymer latex is coagulated and dried, and then a solvent is used to
The solution should have a concentration of 30% or less. On the other hand, in the case of a solution polymer, the solvent after polymerization may be used as is, but it is of course possible to use dry rubber as a solution using a solvent. Hydrogenation of these polymer solutions is carried out in accordance with known methods, such as Japanese Patent Publications No. 46-17130 and No. 48-30151. For example, a polymer solution is charged into an autoclave at a temperature of 20 to 150℃ and a pressure of 300Kg/
Blow hydrogen into the reaction under conditions of cm 2 or less. The hydrogenation rate is preferably 50% or more, more preferably 80% or more. If it is less than 50%, it will be difficult for the molded product to exhibit sufficient weather resistance, ozone resistance, etc., and the improvement effect will be small. By drying the rubber after the hydrogenation reaction, the hydrogenated product of the conjugated diene copolymer rubber of the present invention can be obtained. The composition of the present invention is obtained by mixing this hydrogenated material with polycarbonate, and the proportion of the hydrogenated material used is 1 to 50 parts by weight per 100 parts by weight of polycarbonate. If the amount is less than this, the effect of improving impact resistance will be small, and if it is more than this, the characteristics of the polycarbonate will be diminished. The general method for obtaining this composition is to mix it in a molten state using a Banbury mixer, roll kneader, extruder, etc., but it is also possible to use a method in which the two are mixed in a solution state using a solvent. can. The resulting resin composition has excellent impact resistance, weather resistance, ozone resistance, and heat resistance, so it can be suitably used for ordinary uses of polycarbonate. Next, the present invention will be specifically explained using examples. Example 1 A hydrogenated product of acrylonitrile-butadiene copolymer rubber (NBR) with a bonded nitrile content of 30% (hydrogenation rate 80%) and polycarbonate (PC) were mixed in various proportions and molded, and then the physical properties were determined. The results shown in Table 1 were obtained by measurement. As a comparative example, the results obtained when NBR without hydrogenation was used are also shown.
The Izot impact strength was measured using a sunshine weatherometer with a V-shaped notch and a sample thickness of 1/4 inch on samples before and after 500 hours of exposure.
【表】
実施例 ２
メチルメタクリレート−ブタジエン−スチレン
三元共重合体ゴム（メチルメタクリレート14％、
ブタジエン52％、スチレン34％重量割合組成）の
水素添加物（水素添加率85％）20重量部をPC100
重量部に添加し、試料厚みを1/8インチとした他
は実施例１と同様の実験を行つたところ表２の結
果を得た。比較例は水素添加しないメチルメタク
リレート−ブタジエン−スチレン三元共重合体ゴ
ムを用いた場合の結果である。[Table] Example 2 Methyl methacrylate-butadiene-styrene terpolymer rubber (methyl methacrylate 14%,
Add 20 parts by weight of a hydrogenated product (hydrogenation rate 85%) of butadiene 52%, styrene 34% weight ratio composition to PC100.
The same experiment as in Example 1 was conducted except that the sample thickness was 1/8 inch, and the results shown in Table 2 were obtained. The comparative example is the result when a non-hydrogenated methyl methacrylate-butadiene-styrene terpolymer rubber was used.
Claims (1)
共役ジエン系化合物とシアン化ビニル化合物、ア
クリレート化合物、メタクリレート化合物及び芳
香族ビニル化合物から選ばれる少なくとも一種の
化合物との共重合体ゴムの水素添加物（）１〜
50重量部を配合してなることを特徴とする耐衝撃
性樹脂組成物。1 For 100 parts by weight of polycarbonate (),
Hydrogenated copolymer rubber of a conjugated diene compound and at least one compound selected from a vinyl cyanide compound, an acrylate compound, a methacrylate compound, and an aromatic vinyl compound () 1-
An impact-resistant resin composition characterized by containing 50 parts by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23936183A JPS60130642A (en) | 1983-12-19 | 1983-12-19 | Impact-resistant resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23936183A JPS60130642A (en) | 1983-12-19 | 1983-12-19 | Impact-resistant resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60130642A JPS60130642A (en) | 1985-07-12 |
| JPH0525904B2 true JPH0525904B2 (en) | 1993-04-14 |
Family
ID=17043611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23936183A Granted JPS60130642A (en) | 1983-12-19 | 1983-12-19 | Impact-resistant resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60130642A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52150464A (en) * | 1976-06-07 | 1977-12-14 | Shell Int Research | Composition containing hydrogenated block copolymers and process for producing polymer of mutually invaded and crossslinked structure |
| JPS53138458A (en) * | 1977-05-05 | 1978-12-02 | Shell Int Research | Composition containing hydrogenated block copolymer and engineering thermoplastic resin |
| JPS5857456A (en) * | 1981-09-29 | 1983-04-05 | Idemitsu Petrochem Co Ltd | Polycarbonate resin composition |
-
1983
- 1983-12-19 JP JP23936183A patent/JPS60130642A/en active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52150464A (en) * | 1976-06-07 | 1977-12-14 | Shell Int Research | Composition containing hydrogenated block copolymers and process for producing polymer of mutually invaded and crossslinked structure |
| JPS53138458A (en) * | 1977-05-05 | 1978-12-02 | Shell Int Research | Composition containing hydrogenated block copolymer and engineering thermoplastic resin |
| JPS5857456A (en) * | 1981-09-29 | 1983-04-05 | Idemitsu Petrochem Co Ltd | Polycarbonate resin composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60130642A (en) | 1985-07-12 |
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