JPH01266166A - Synthetic resin composition - Google Patents
Synthetic resin compositionInfo
- Publication number
- JPH01266166A JPH01266166A JP9528788A JP9528788A JPH01266166A JP H01266166 A JPH01266166 A JP H01266166A JP 9528788 A JP9528788 A JP 9528788A JP 9528788 A JP9528788 A JP 9528788A JP H01266166 A JPH01266166 A JP H01266166A
- Authority
- JP
- Japan
- Prior art keywords
- synthetic resin
- resin composition
- present
- group
- alkyl
- 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
- 229920003002 synthetic resin Polymers 0.000 title claims abstract description 15
- 239000000057 synthetic resin Substances 0.000 title claims abstract description 15
- 239000000203 mixture Substances 0.000 title claims description 6
- -1 polybutylene terephthalate Polymers 0.000 claims abstract description 16
- 125000003277 amino group Chemical group 0.000 claims abstract description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 8
- 229920001707 polybutylene terephthalate Polymers 0.000 abstract description 4
- 239000000945 filler Substances 0.000 abstract description 3
- 239000002216 antistatic agent Substances 0.000 abstract description 2
- 239000003086 colorant Substances 0.000 abstract description 2
- 239000000314 lubricant Substances 0.000 abstract description 2
- 239000000539 dimer Substances 0.000 abstract 3
- OIAAITUGKVSGEF-UHFFFAOYSA-N tetradec-1-en-1-one Chemical class CCCCCCCCCCCCC=C=O OIAAITUGKVSGEF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229920006380 polyphenylene oxide Polymers 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000011342 resin composition Substances 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〕
本発明は樹脂の主鎖末端もしくは側鎖にカルボキシル基
、ヒドロキシル基、又はアミノ基を有する合成樹脂を改
質した組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a composition obtained by modifying a synthetic resin having a carboxyl group, a hydroxyl group, or an amino group at the end of the main chain or in the side chain of the resin.
〔従来の技術及び発明が解決しようとする課題〕合成樹
脂の主鎖末端もしくは側鎖にカルボキシル基、ヒドロキ
シル基、アミノ基を有する合成樹脂(ポリエチレンテレ
フタレート、ポリブチレンテレフタレート、ポリカーボ
ネート、ポリアミド、変性ポリフェニレンオキシド、ポ
リアセタールなど)はそれ自体優れた性能をもち、エン
ジニアリングプラスチックスとして多くの用途に使用さ
れている。しかし、主鎖末端、側鎖、特に主鎖末端に存
在するカルボキシル基、ヒドロキシル基、アミノ基が合
成樹脂の熱安定性、特に耐熱水性を悪化する原因となる
ことがある。[Prior art and problems to be solved by the invention] Synthetic resins having a carboxyl group, hydroxyl group, or amino group at the end of the main chain or side chain of the synthetic resin (polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polyamide, modified polyphenylene oxide) , polyacetal, etc.) have excellent performance in themselves and are used in many applications as engineering plastics. However, carboxyl groups, hydroxyl groups, and amino groups present at the ends of the main chain, side chains, particularly at the ends of the main chain, may cause deterioration of the thermal stability, particularly hot water resistance, of the synthetic resin.
従来、例えばポリカーボネートの末端停止剤としてシク
ロアルカンクロライドを添加する方法(特開昭59−4
646号)又はポリエステルの熱安定性を改良するため
エポキシ樹脂を添加する方法があるがいずれも耐熱水性
向上の点で充分ではなかった。Conventionally, for example, a method of adding cycloalkane chloride as a terminal terminator for polycarbonate (Japanese Patent Application Laid-open No. 59-4
No. 646) or adding an epoxy resin to improve the thermal stability of polyester, but neither method was sufficient in terms of improving hot water resistance.
本発明者らは、樹脂の主鎖末端もしくは側鎖にカルボキ
シル基、ヒドロキシル基、アミノ基を有する合成樹脂(
ポリエチレンテレフタレート、ポリブチレンテレフタレ
ート、ポリカーボネート、ポリアミド、変性ポリフェニ
レンオキシド等)の耐熱水性を改良する方法を広く検討
した結果、特定のアルキルケテンダイマーが良好な熱安
定性の改良剤として機能する事を見出し、本発明を完成
するに至った。The present inventors have developed a synthetic resin (
As a result of extensive research into ways to improve the hot water resistance of polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polyamide, modified polyphenylene oxide, etc., we discovered that a specific alkyl ketene dimer functions as a good thermal stability improver. The present invention has now been completed.
即ち、本発明は主鎖末端もしくは側鎖にカルボキシル基
、ヒドロキシル基、又はアミノ基を有する合成樹脂に
R−CH=C−0
+ 1 (1)
R−CH−C=0
(式中、Rは炭素数6〜20のアルキル基)で示される
アルキルケテンダイマーを添加してなる合成樹脂組成物
に関するものである。That is, the present invention provides a synthetic resin having a carboxyl group, a hydroxyl group, or an amino group at the end of the main chain or in a side chain, R-CH=C-0 + 1 (1) R-CH-C=0 (wherein R relates to a synthetic resin composition containing an alkyl ketene dimer represented by an alkyl group having 6 to 20 carbon atoms.
本発明によって得られる合成樹脂組成物は耐熱水性向上
を必要とする用途、複雑成型部品等に特に適している。The synthetic resin composition obtained by the present invention is particularly suitable for applications requiring improved hot water resistance, complex molded parts, and the like.
以下、本発明を具体的に説明する。The present invention will be specifically explained below.
本発明での主鎖末端もしくは側鎖にカルボキシル基、ヒ
ドロキシル基、アミン基を有する樹脂とは、ポリエチレ
ンテレフタレート、ポリブチレンテレフタレートのよう
な結晶性ポリエステル、ポリカーボネート、ポリアミド
、変性ポリフェニレンオキシド、ポリイミド、ポリエー
テルケトン、バラヒドロキシ安息香酸を一成分とする液
晶ポリエステルなどである。In the present invention, resins having a carboxyl group, hydroxyl group, or amine group at the end of the main chain or in a side chain include crystalline polyesters such as polyethylene terephthalate and polybutylene terephthalate, polycarbonate, polyamide, modified polyphenylene oxide, polyimide, and polyether. These include liquid crystalline polyesters containing ketones and parahydroxybenzoic acid as one component.
本発明に用いられるアルキルケテンダイマーは前記一般
式(1)で表されるものであるが、中でもRの炭素数が
10〜16のものが好ましい。The alkyl ketene dimer used in the present invention is represented by the general formula (1) above, and among them, those in which R has 10 to 16 carbon atoms are preferred.
本発明に於いてのアルキルケテンダイマーの添加は、樹
脂製造重合工程時、押出混練時、いずれでもかまわない
。その添加量は好ましくは0.01〜5重量部、更に好
ましくは0.5〜3重量部である。添加量が0.旧重量
部未満では所望する効果があまりなく、5重量部を越え
ると熱変形温度が低下するので好ましくない。In the present invention, the alkyl ketene dimer may be added either during the resin production polymerization process or during extrusion kneading. The amount added is preferably 0.01 to 5 parts by weight, more preferably 0.5 to 3 parts by weight. Addition amount is 0. If it is less than 5 parts by weight, the desired effect will not be so great, and if it exceeds 5 parts by weight, the heat distortion temperature will decrease, which is not preferable.
本発明のアルキルケテンダイマーが添加された樹脂組成
物には必要に応じて、着色剤、滑剤、帯電防止剤あるい
はガラス繊維、フィラー等の充填剤を加えて用いても差
し支えない。If necessary, a colorant, a lubricant, an antistatic agent, or a filler such as glass fiber or filler may be added to the resin composition to which the alkyl ketene dimer of the present invention is added.
以下に実施例を用いて本発明を具体的に説明するが、本
発明はこれらによって何ら制限されるものではない。The present invention will be specifically explained below using Examples, but the present invention is not limited by these in any way.
実施例1〜6.比較例1〜3
合成樹脂100重量部に対して、本発明のアルキルケテ
ンダイマー2重量部を添加して、ヘンシェルミキサーに
て混合後、220〜250℃にて押出し、次いでそのペ
レットを用いて射出成形してテストピースを作成した。Examples 1-6. Comparative Examples 1 to 3 2 parts by weight of the alkyl ketene dimer of the present invention were added to 100 parts by weight of the synthetic resin, mixed in a Henschel mixer, extruded at 220 to 250°C, and then injected using the pellets. A test piece was created by molding.
そのテストピースを水と共にオートクレーヴ中に入れ、
130℃にて24時間加熱した。その後、引張り強度を
測定し、熱水処理前の引張り強度と比較した。又、比較
の為、アルキルケテンダイマーを添加しないものについ
ても同様に行った。その結果を表1に示した。Place the test piece in an autoclave with water,
It was heated at 130°C for 24 hours. Thereafter, the tensile strength was measured and compared with the tensile strength before hot water treatment. In addition, for comparison, the same procedure was conducted for a sample without the addition of an alkyl ketene dimer. The results are shown in Table 1.
以上の結果より、本発明のアルキルケテンダイマーを添
加した樹脂の場合には熱水煮沸後の物性低下は無いこと
が判る。From the above results, it can be seen that in the case of the resin containing the alkyl ketene dimer of the present invention, there is no deterioration in physical properties after boiling in hot water.
Claims (1)
シル基、又はアミノ基を有する合成樹脂に ▲数式、化学式、表等があります▼(1) (式中、Rは炭素数6〜20のアルキル基)で示される
アルキルケテンダイマーを添加してなる合成樹脂組成物
。 2 一般式(1)の中のRが炭素数10〜16のアルキ
ル基である請求項1記載の合成樹脂組成物。[Claims] 1 Synthetic resins having a carboxyl group, hydroxyl group, or amino group at the end of the main chain or in a side chain ▲There are numerical formulas, chemical formulas, tables, etc.▼(1) (In the formula, R is a carbon number of 6 A synthetic resin composition prepared by adding an alkyl ketene dimer represented by 20 to 20 alkyl groups. 2. The synthetic resin composition according to claim 1, wherein R in the general formula (1) is an alkyl group having 10 to 16 carbon atoms.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9528788A JPH01266166A (en) | 1988-04-18 | 1988-04-18 | Synthetic resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9528788A JPH01266166A (en) | 1988-04-18 | 1988-04-18 | Synthetic resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01266166A true JPH01266166A (en) | 1989-10-24 |
Family
ID=14133560
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9528788A Pending JPH01266166A (en) | 1988-04-18 | 1988-04-18 | Synthetic resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01266166A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03182552A (en) * | 1989-12-12 | 1991-08-08 | Toray Ind Inc | Thermoplastic polyamide resin composition |
WO2013001867A1 (en) * | 2011-06-28 | 2013-01-03 | 住化スタイロンポリカーボネート株式会社 | Polycarbonate resin composition |
JP2013032476A (en) * | 2011-06-28 | 2013-02-14 | Sumika Styron Polycarbonate Ltd | Polycarbonate resin composition |
JP2013095899A (en) * | 2011-11-04 | 2013-05-20 | Sumika Styron Polycarbonate Ltd | Shaft cylinder for writing implement |
JP2013112737A (en) * | 2011-11-29 | 2013-06-10 | Sumika Styron Polycarbonate Ltd | Resin composition |
JP2014111679A (en) * | 2012-12-05 | 2014-06-19 | Sumika Styron Polycarbonate Ltd | Corrugated plate |
US9216529B2 (en) | 2011-08-02 | 2015-12-22 | Trinseo Europe Gmbh | Chemical resistant and fire retardant polycarbonate polyester composition |
-
1988
- 1988-04-18 JP JP9528788A patent/JPH01266166A/en active Pending
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03182552A (en) * | 1989-12-12 | 1991-08-08 | Toray Ind Inc | Thermoplastic polyamide resin composition |
WO2013001867A1 (en) * | 2011-06-28 | 2013-01-03 | 住化スタイロンポリカーボネート株式会社 | Polycarbonate resin composition |
JP2013032476A (en) * | 2011-06-28 | 2013-02-14 | Sumika Styron Polycarbonate Ltd | Polycarbonate resin composition |
EP2727963A1 (en) * | 2011-06-28 | 2014-05-07 | Sumika Styron Polycarbonate Limited | Polycarbonate resin composition |
CN103797070A (en) * | 2011-06-28 | 2014-05-14 | 住化斯泰隆Pc有限公司 | Polycarbonate resin composition |
US8957144B2 (en) | 2011-06-28 | 2015-02-17 | Styron Europe Gmbh | Polycarbonate resin composition |
EP2727963A4 (en) * | 2011-06-28 | 2015-04-22 | Sumika Styron Polycarbonate | Polycarbonate resin composition |
US9216529B2 (en) | 2011-08-02 | 2015-12-22 | Trinseo Europe Gmbh | Chemical resistant and fire retardant polycarbonate polyester composition |
JP2013095899A (en) * | 2011-11-04 | 2013-05-20 | Sumika Styron Polycarbonate Ltd | Shaft cylinder for writing implement |
JP2013112737A (en) * | 2011-11-29 | 2013-06-10 | Sumika Styron Polycarbonate Ltd | Resin composition |
JP2014111679A (en) * | 2012-12-05 | 2014-06-19 | Sumika Styron Polycarbonate Ltd | Corrugated plate |
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