JPS60243137A - Agent for improving heat-resistance of synthetic resin - Google Patents
Agent for improving heat-resistance of synthetic resinInfo
- Publication number
- JPS60243137A JPS60243137A JP9817584A JP9817584A JPS60243137A JP S60243137 A JPS60243137 A JP S60243137A JP 9817584 A JP9817584 A JP 9817584A JP 9817584 A JP9817584 A JP 9817584A JP S60243137 A JPS60243137 A JP S60243137A
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- Prior art keywords
- synthetic resin
- resin
- resins
- present
- compound
- Prior art date
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Abstract
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は合成樹脂用耐熱性改質剤に関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a heat resistance modifier for synthetic resins.
更に詳しくは、合成樹脂成形品に対して、帯電防止効果
、無滴効果、表面潤滑効果、色材分散向上に基づく色調
改良効果、或いは成形する際に必要な滑性効果、離撤効
果、結晶化促進効果を発現する合成樹脂用耐熱性改質剤
に関するものである。More specifically, for synthetic resin molded products, antistatic effect, dropless effect, surface lubrication effect, color tone improvement effect based on improved coloring material dispersion, or lubricity effect necessary during molding, detachment effect, crystallization effect. The present invention relates to a heat resistance modifier for synthetic resins that exhibits a heat-resistance modifier effect.
従来合成樹脂製品には、樹脂の種類によシ種々の目的で
改質剤が使用されている。その目的を大別すれば次の様
になる。Conventionally, modifiers have been used in synthetic resin products for various purposes depending on the type of resin. The purposes can be broadly classified as follows.
■成形性を向上させるため・・・・・・滑剤、離型剤。■To improve moldability...Lubricant, mold release agent.
結晶化促進剤
■製品特性を向上させるため・・・帯電防止剤、無滴剤
1表面潤滑
向上剤1色調改
良剤
上記の様な目的で従来使用されている改質剤は加工時に
おける耐熱性(製品の着色或いは有効分の揮散による発
煙を意味する)が充分でなかったり、或いは効果自体満
足すべきものではないという点で問題があった。Crystallization accelerator■ To improve product properties...Antistatic agent, non-drop agent 1 Surface lubrication improver 1 Color tone improver Modifiers conventionally used for the above purposes are heat resistant during processing. There were problems in that the effect (meaning coloring of the product or fuming due to volatilization of effective ingredients) was not sufficient, or the effect itself was not satisfactory.
本発明者らはこれらの欠点を解消すべく鋭意検討した結
果、特定の化合物を合成樹脂に添加した場合、上記の■
あるいは■の目的に対して極めて優れた効果を示すと共
に、加工時の耐熱性の点でも非常に優れていることを見
い出し、本発明を完成するに到った。The inventors of the present invention have made extensive studies to solve these drawbacks, and have found that when a specific compound is added to a synthetic resin, the above
Alternatively, they have found that they exhibit extremely excellent effects for the purpose (2) and are also extremely excellent in heat resistance during processing, and have completed the present invention.
即ち、本発明は一般式(I)
〔式中・人は炭素数1〜22のアルキル基・H1、R2
は夫々エチレン又はプ四ピレン又はこれらのうち2種以
上を含有する混合アルキレン基 −
・m、nは1≦m+n≦30なる整数
・p+Qは1≦p+q≦30なる整数
・Xは−OH−、−8O2−。That is, the present invention relates to the general formula (I) [wherein is an alkyl group having 1 to 22 carbon atoms, H1, R2
are respectively ethylene or tetrapyrene, or a mixed alkylene group containing two or more of these - ・m and n are integers of 1≦m+n≦30 ・p+Q are integers of 1≦p+q≦30 ・X is -OH-, -8O2-.
H
3
−O−、−O−、−S−からなる群よシOH3
選ばれる基
・Yは炭素数2〜10の二塩基酸残基〕で表わされる化
合物よルなる合成樹脂用耐熱性改質剤を提供するもので
ある。A heat-resistant modifier for synthetic resins consisting of a compound represented by a group consisting of H 3 -O-, -O-, -S-; It provides quality supplements.
本発明に係わる式(1)の化合物の具体例は次の様なも
のである。Specific examples of the compound of formula (1) according to the present invention are as follows.
(1) 式(1)に於て、A = O,Hl、、Y =
−(aH2)4−5x = −aH−1R1= −OH
0H−1R2= −0H20H2−1222
m + n 、、= 5、p +q= 25(以下、本
発明化合物■と略記する)
(2) 式(I)に於て、A= 018H57、y =
−(aH2)4−1OH3,OH5
m+n= 10. p十q=20
(以下、本発明化合物■と略記する)
(3) 式(1)に於て、A = C,Hl、、Y =
−(aH2)8−1ca。(1) In formula (1), A = O, Hl, Y =
-(aH2)4-5x = -aH-1R1= -OH
0H-1R2= -0H20H2-1222 m + n , , = 5, p + q = 25 (hereinafter abbreviated as the compound of the present invention) (2) In formula (I), A = 018H57, y =
-(aH2)4-1OH3,OH5 m+n= 10. p10q=20 (hereinafter abbreviated as the compound of the present invention) (3) In formula (1), A = C, Hl, Y =
-(aH2)8-1ca.
m+n=15、p+q=L5
(以下、本発明化合物■と略記する)
(4) 式(りに於て、A” Cl8H37、Y =
−0’H= C1H−1rB −)−n == 2 0
、 p−)−q=10(以下、本発明化合物■と略記す
る)
(5) 式(1)に於て、A = OH3、Y =−(
OH2)4−1x =−s−1R−−(3H20H2−
1R2=−OH20H2−1m+n=25、p十q=5
(以下、本発明化合物■と略記する)
本発明に係る式(r)の化合物において、Aの炭素数及
びアルキレンオキサイドの付加モル数(m + n )
及び(p+q)は上記範囲内におい逆に炭素数が大なる
和親油性を向上させる。一方、アルキレンオキサイドは
一般的に親水性であル、(m+n)及び(p+q )が
増えると親水性を向上せしめる性質を有するものである
。m + n = 15, p + q = L5 (hereinafter abbreviated as the compound of the present invention) (4) In the formula (R), A'' Cl8H37, Y =
-0'H= C1H-1rB -)-n == 2 0
, p-)-q=10 (hereinafter abbreviated as the compound of the present invention) (5) In formula (1), A = OH3, Y = -(
OH2)4-1x =-s-1R--(3H20H2-
1R2=-OH20H2-1m+n=25, p10q=5 (hereinafter abbreviated as the compound of the present invention) In the compound of formula (r) according to the present invention, the number of carbon atoms in A and the number of added moles of alkylene oxide (m +n)
and (p+q) within the above range will conversely improve the lipophilicity of a compound with a large number of carbon atoms. On the other hand, alkylene oxide is generally hydrophilic and has the property of improving hydrophilicity as (m+n) and (p+q) increase.
従って、人の炭素数と(m+n)及び(p+q )を任
意に!!II!1する事によって、親水性と疎水性を適
当にバランスさせる事ができる。この沖は合成樹脂用改
質剤にとって、非常に重要であシ、例えば、比較的親水
性の大きい(凝集エネルギー密度の大きい)ポリアミド
樹脂やポリアクリルニトリルに対しては比較的親水性の
大きい改質剤が適当である。又ポリエチレンテレフタレ
ート、ポリブチレンテレ7タレ〜ト、ポリアクリル酸ア
ルキル樹脂尋の中間的な親水−親油性を有するものに対
しては、前述の改質剤よ)−IP匁親水性の小さい改質
剤が好ましい。更にはポリオレフィンやハ四ダン化ビニ
ル樹脂の如き疎水性樹脂に対しては、更に親水性の/J
Sさい改質剤が適当である。このように、一般式■の改
質剤は疎水性樹脂(低エネルギー密度樹脂)から親水性
樹脂(高エネルギー密度樹脂)に対して人と(m+n)
及び(p十q )を適宜に調整する事によシ巾広く選択
できるという利点を有する。Therefore, the number of carbon atoms in a person, (m+n) and (p+q) can be set arbitrarily! ! II! 1, it is possible to appropriately balance hydrophilicity and hydrophobicity. This field is very important for modifiers for synthetic resins; for example, for relatively highly hydrophilic (high cohesive energy density) polyamide resins and polyacrylonitrile, relatively hydrophilic modifiers are required. A quality agent is appropriate. In addition, for those with intermediate hydrophilic-lipophilic properties such as polyethylene terephthalate, polybutylene terephthalate, and polyalkyl acrylate resins, use the above-mentioned modifier)-IP modifier with low hydrophilicity. Agents are preferred. Furthermore, for hydrophobic resins such as polyolefins and vinyl tetradanide resins, even more hydrophilic /J
Small modifiers are suitable. In this way, the modifier of general formula
It has the advantage that it can be selected from a wide range by appropriately adjusting and (p1q).
一般的に上述の樹脂の加工においてり、溶融樹脂中へ改
質剤を添加するのが通常であり、改質剤は150C乃至
300Cの高温にさらされる。この為改質剤が揮散ある
いは分解して発煙したシ、着色によシ製品の色相を損う
ことが多い。本発明に係る<I)式の改質剤は優れた耐
熱性を有し、加熱による発煙、着色等も殆んどない。Generally, in the processing of the above-mentioned resins, a modifier is usually added to the molten resin, and the modifier is exposed to high temperatures of 150C to 300C. For this reason, the modifier often evaporates or decomposes, producing smoke and coloring, which impairs the hue of the product. The modifier of formula <I) according to the present invention has excellent heat resistance, and hardly generates smoke or discolors when heated.
本発明に係る合成樹脂用改質剤はその目的とする性能を
発揮させる為には樹脂100部(重量基準、以下同じ)
に対して0.1から5.0部好ましくは0.2から6.
0部添加する事が必要である。0.1部以下ではその効
果が殆ど期待できない程度低下するし、5部以上では樹
脂物性に悪影響が現われる。In order for the synthetic resin modifier according to the present invention to exhibit its intended performance, it is necessary to use 100 parts of resin (based on weight, the same applies hereinafter).
0.1 to 5.0 parts, preferably 0.2 to 6.0 parts.
It is necessary to add 0 parts. If it is less than 0.1 part, the effect will be reduced to such an extent that it is hardly expected, and if it is more than 5 parts, the physical properties of the resin will be adversely affected.
本発明に係る合成樹脂用改質剤を合成樹脂に添加する方
法は樹脂製造時或いは製造後適当な工程で添加しても良
いし、また樹脂加工後に樹脂ベレットに或いは樹脂コン
パウンドに混合添加しても良い。いずれにしても成形加
工時に満足すべき効果を与えたシ、成形加工後の成形品
に優れた性能を付与する。また成形品の形体には余シ関
係なく効果が発揮され、本発明の目的は達成される。本
発明に係る合成樹脂改質剤を添加した樹脂の成形方法は
未添加の樹脂の成形方法と同様の成形方法が可能である
。即ち射出成形、押出成形、吹込成形、カレン′ダー成
形等でその樹脂の最適加工条件で成形することができる
。The modifier for synthetic resins according to the present invention may be added to synthetic resins at the time of resin production or at an appropriate step after production, or it may be mixed and added to resin pellets or resin compounds after resin processing. Also good. In any case, it provides a satisfactory effect during the molding process and imparts excellent performance to the molded product after the molding process. Further, the effect is exhibited regardless of the shape of the molded product, and the object of the present invention is achieved. The method for molding the resin to which the synthetic resin modifier of the present invention is added can be the same as the method for molding the resin without the addition. That is, the resin can be molded by injection molding, extrusion molding, blow molding, calendar molding, etc. under the optimum processing conditions for the resin.
本発明に係る合成樹脂用耐熱性改質剤の対象となる合成
樹脂としては熱可塑性の合成樹脂が一般に使用可能であ
るが、ポリエチレン、ボリプ四ピレン、ポリブチレン、
ポリインブチレン等のポリオレフィン樹脂、これらポリ
オレフィン樹脂と酢酸ビニル、プロピオン酸ビニル、安
息香酸ビニル、アクリル酸、メタクリル酸、アクリル酸
エステル、メタクリル酸エステル等重合性ビニルモノマ
ーとの共重合体、或いはポリスチレン、As、AB8な
どのスチレン系樹脂、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の如きポリエステル樹脂、ポ
リアミド樹脂、ポリ塩化ビニル樹脂等のポリハロゲン化
ビニル樹脂、ポリアクリルニトリル、ポリビニルカルボ
キシレート、ポリアセタールなどである。Thermoplastic synthetic resins can generally be used as the target synthetic resin for the heat resistance modifier for synthetic resins according to the present invention, but polyethylene, polypyrene, polybutylene,
Polyolefin resins such as polyimbutylene, copolymers of these polyolefin resins and polymerizable vinyl monomers such as vinyl acetate, vinyl propionate, vinyl benzoate, acrylic acid, methacrylic acid, acrylic esters, and methacrylic esters, or polystyrene, As , AB8 and other styrene resins, polyester resins such as polyethylene terephthalate and polybutylene terephthalate, polyamide resins, polyhalogenated vinyl resins such as polyvinyl chloride resin, polyacrylonitrile, polyvinyl carboxylate, and polyacetal.
本発明に係る合成樹脂用耐熱性改質剤は上記合成樹脂に
有効であるが、帯電防止剤としてはポリオレフィン系樹
脂、スチレン系樹脂、ポリエステル樹脂、ポリ塩化ビニ
ル樹脂、無滴剤としてはポリオレフィン樹脂、共重合ポ
リオレフィン樹脂、軟質ポリ塩化ビニル樹脂に特に有効
である。また、表面潤滑向上剤としてはポリアセタール
、ポリブチレンテレフタレートなど、に有効でTo〕色
調改良剤(色材分散剤)としてはあらゆる樹脂に有効で
ある。さらに滑性剤、離型剤としてはスチレン系樹脂、
ポリ塩化ビニル加工に有効であ)、結晶化促進剤として
はポリエチレンテレフタレート加工に特に有効である。The heat resistance modifier for synthetic resins according to the present invention is effective for the above synthetic resins, but antistatic agents include polyolefin resins, styrene resins, polyester resins, and polyvinyl chloride resins, and non-droplet agents include polyolefin resins. It is particularly effective for copolymerized polyolefin resins and flexible polyvinyl chloride resins. Further, as a surface lubrication improver, it is effective for polyacetal, polybutylene terephthalate, etc., and as a color tone improver (coloring material dispersant), it is effective for all resins. In addition, styrene resins are used as lubricants and mold release agents.
It is effective in processing polyvinyl chloride) and is particularly effective as a crystallization accelerator in processing polyethylene terephthalate.
以下実施例をもって本発明を具体的に説明す・る。 The present invention will be specifically explained below with reference to Examples.
実施例1
低密度ポリエグーレン樹脂(スミカセンF223−1)
に表1に示す化合物を添加し常法によ、り押出機を用い
て200Cにてフィルムを製造した。フィルムの帯電防
止性(表面抵抗)、無滴性、耐熱性(発煙、フィルム着
色)をまとめると次の表1の様な結果となった。Example 1 Low density polyegurene resin (Sumikasen F223-1)
The compounds shown in Table 1 were added to the mixture, and a film was produced in a conventional manner using an extruder at 200C. A summary of the film's antistatic property (surface resistance), drop-free property, and heat resistance (smoke generation, film coloring) was as shown in Table 1 below.
(注1)
帯電防止性の判定は表面比抵抗を温度20C45%RH
条件下3日後に測定した。その値が10129/口程度
以下になると実用的に充分帯電防止効果があると認めら
れる。(Note 1) Antistatic properties are determined by measuring the surface resistivity at a temperature of 20C and 45%RH.
Measurements were taken after 3 days under these conditions. When the value is about 10129/mouth or less, it is recognized that there is a sufficient antistatic effect for practical purposes.
(注2)
無滴性の効果の判定については水を入れたビーカーの上
部をフィルムでおおい60C7日後のその表面の水滴に
よる曇り状態から肉眼で判定した。(Note 2) The non-droplet effect was determined visually by covering the top of a beaker containing water with a film and observing the cloudiness of the surface due to water droplets after 60C 7 days.
5・・・水滴の拡が少が良くフィルムの全面が均一に濡
れる
3・・・大きく発達した水滴が全面に付着1・・・非常
に細い水滴が全面に付着し不透明(注3)
押出機のダイス付近を肉眼にて観察することにより発煙
性(耐熱性)を判定した。5... Water droplets spread well and the entire surface of the film is uniformly wetted 3... Large, developed water droplets adhere to the entire surface 1... Very thin water droplets adhere to the entire surface and are opaque (Note 3) Extruder The smoke-emitting property (heat resistance) was determined by visually observing the vicinity of the dice.
○・・・発煙性が殆んど認められず Δ・・・やや発煙が認められる ×・・・多量の発煙が紹められる (注4) フィルムの着色性を未添加品と肉眼にて比較した。○...Almost no smoke generation was observed. Δ...Slight smoke is observed ×...A large amount of smoke is introduced. (Note 4) The coloring property of the film was visually compared with that of a film without additives.
○・・・未添加品と同等
Δ・・・未添加品よりやや劣る
×・・・未添加品よシ劣る
この結果から本発明品は従来使われているンルピタンエ
ステルやトリメチ四−ルプ四パンエステル等よシ帯電防
止性、無滴性、耐熱性(発煙及びフィルム着色)が優れ
ていることがわかった。○...Equivalent to the non-additive productΔ...Slightly inferior to the non-additive product It was found that panester and the like are superior in antistatic properties, drip-free properties, and heat resistance (smoke generation and film coloring).
実施例2
ABS樹脂(束レトヨラツク100)に表2に示す化合
物と色材(スミプラストカラーOrange HRP
) 0.296を添加後、射出成形機によシシリンダ一
温度200〜230Cで成形した。帯電防止性、色調、
耐熱性(発煙)をまとめると次の表2の様な結果となっ
た。Example 2 The compounds shown in Table 2 and the coloring material (Sumiplast Color Orange HRP
) After adding 0.296, it was molded using an injection molding machine at a cylinder temperature of 200 to 230C. Antistatic properties, color tone,
The results of heat resistance (smoke generation) are summarized in Table 2 below.
表 2
(注1) 実施例10(注1)と同様
(注2) 実施例1の(注3)と同様
この結果よシ本発明品は比較化合物より帯電防止能、色
材分散向上による濃色効果が優れていると共に加工時に
おける発煙も優れていることがわかった。Table 2 (Note 1) Same as Example 10 (Note 1) (Note 2) Same as Example 1 (Note 3) The results show that the product of the present invention has better antistatic ability and higher density due to improved colorant dispersion than the comparative compound. It was found that the color effect was excellent and the smoke generation during processing was also excellent.
実施例3
PET樹脂(東洋紡RY−553)に表3に示す化合物
を添加後、押出機にて溶融混合し得られたストランドを
水冷後カッティングしベレットとした。このベレットを
n5c(示差熱量計)にかけて16 C/ Winで昇
温、降温して昇温時の結晶化温度(Tea)及び300
Cで5分間融解したあと、降温する時の結晶化速度(T
O300)を測定した。結晶化速度が大きければ大きい
はどTo500が高くなシToeが低くなる。測定結果
は次の表3の過少である。Example 3 The compounds shown in Table 3 were added to PET resin (Toyobo RY-553), and then melted and mixed in an extruder. The resulting strands were cooled with water and cut into pellets. This pellet was heated to 16 C/Win using an n5c (differential calorimeter), and the temperature was lowered to determine the crystallization temperature (Tea) at the time of heating and 300 C/Win.
After melting at C for 5 minutes, the crystallization rate (T
O300) was measured. The higher the crystallization rate, the higher the To500 and the lower the Toe. The measurement results are shown in Table 3 below.
表3
本発明化合物■ 1.0 120 210本発明化合物
■ 1.0 108 20808本発明化■ 1,0
106 20909本発明化■ 1−Of08 214
この結果かられかるように本発明化合物を添加したPE
T樹脂は結晶化度が無添加品より大となっていることが
わかる。即ち押出し成形、射出成形の加工性が向上した
と言える。また本発明化合物を添加した際加工時の発煙
、着色は認められなかった。Table 3 Compound of the present invention ■ 1.0 120 210 Compound of the present invention ■ 1.0 108 20808 Compound of the present invention ■ 1,0
106 20909 Invention ■ 1-Of08 214
From this result, it can be seen that PE to which the compound of the present invention was added
It can be seen that the crystallinity of the T resin is higher than that of the additive-free product. In other words, it can be said that the processability of extrusion molding and injection molding has improved. Further, when the compound of the present invention was added, no fuming or coloring was observed during processing.
実施例4
ポリアセタール(ジュラコンM90−02)に表4に示
す化合物を添加後、射出成形にて成形した。円筒端面間
回転連続すベシ摩擦試験装置にて動摩擦係数を測定した
(山ロ章三部著日刊工業社「プラスチック材料の潤滑性
」昭和56年刊P47の方法に準じる)。面間圧力o、
a 3kg t /crri2.すベシ速度6.2 c
m /sec、 2 DC60%RHでの測定結果は次
の表4の通ルであった。Example 4 The compounds shown in Table 4 were added to polyacetal (Duracon M90-02), and then molded by injection molding. The coefficient of dynamic friction was measured using a friction test device that continuously rotates between the end faces of a cylinder (according to the method in "Lubricity of Plastic Materials" by Akira Yamaro, Sanbu, Nikkan Kogyosha, published in 1982, page 47). Face-to-face pressure o,
a 3kg t/cri2. Speed 6.2c
The measurement results at m/sec, 2 DC and 60% RH were as shown in Table 4 below.
表 4
この結果かられかるように本発明化合物は表面潤滑性を
向上させることがわかった。Table 4 From the results, it was found that the compound of the present invention improves surface lubricity.
出願人代理人 古 谷 馨Applicant's agent Kaoru Furutani
Claims (1)
々エチレン又はプ膣ピレン又はこれらのうち2種以上を
含有する 混合アルキレン基 ・m、nは1≦rrr + n≦30なる整数・p、q
は1≦p+Q≦30々る整数 ’ X #1−OH−e −8’02− #0H。 シ選ばれる基 ・Yは炭素数2〜10の二塩基酸残基〕で表わされる化
合物よシなる合成樹脂用耐熱性改質剤。 2 合成樹脂がポリオレフィン、ボリノ・ロダン化ビニ
ル、AB8.ポリスチレン、ポリアクリルニトリル、ポ
リビニルカルボキシレート、ポリアミド、ポリエステル
、ポリアセタール及びこれらの共重合体からなる群から
選ばれる合成樹脂である特許請求の範囲第1項記載の合
成樹脂用耐熱性改質剤。[Scope of Claims] 1 General formula (I) [In the formula: -Ah is an alkyl group having 1 to 22 carbon atoms.R and R are each ethylene or pyrene, or a mixed alkylene group containing two or more of these. m, n are integers such that 1≦rrr + n≦30・p, q
is an integer of 1≦p+Q≦30' X #1-OH-e -8'02- #0H. A heat resistance modifier for synthetic resins comprising a compound represented by a selected group (Y is a dibasic acid residue having 2 to 10 carbon atoms). 2 The synthetic resin is polyolefin, borino-rodanized vinyl, AB8. The heat resistance modifier for synthetic resins according to claim 1, which is a synthetic resin selected from the group consisting of polystyrene, polyacrylonitrile, polyvinyl carboxylate, polyamide, polyester, polyacetal, and copolymers thereof.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9817584A JPS60243137A (en) | 1984-05-16 | 1984-05-16 | Agent for improving heat-resistance of synthetic resin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9817584A JPS60243137A (en) | 1984-05-16 | 1984-05-16 | Agent for improving heat-resistance of synthetic resin |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60243137A true JPS60243137A (en) | 1985-12-03 |
JPH0120649B2 JPH0120649B2 (en) | 1989-04-18 |
Family
ID=14212700
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9817584A Granted JPS60243137A (en) | 1984-05-16 | 1984-05-16 | Agent for improving heat-resistance of synthetic resin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS60243137A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5028647A (en) * | 1986-10-24 | 1991-07-02 | Allied-Signal Inc. | Polyester composition containing an ester of an ethoxylated aromatic alcohol |
-
1984
- 1984-05-16 JP JP9817584A patent/JPS60243137A/en active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5028647A (en) * | 1986-10-24 | 1991-07-02 | Allied-Signal Inc. | Polyester composition containing an ester of an ethoxylated aromatic alcohol |
Also Published As
Publication number | Publication date |
---|---|
JPH0120649B2 (en) | 1989-04-18 |
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