JPS62544A - Polyester composition molding and production thereof - Google Patents
Polyester composition molding and production thereofInfo
- Publication number
- JPS62544A JPS62544A JP13796885A JP13796885A JPS62544A JP S62544 A JPS62544 A JP S62544A JP 13796885 A JP13796885 A JP 13796885A JP 13796885 A JP13796885 A JP 13796885A JP S62544 A JPS62544 A JP S62544A
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- trichloro
- antibacterial agent
- polyester composition
- hydroxydiphenyl ether
- 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
- 229920000728 polyester Polymers 0.000 title claims abstract description 55
- 239000000203 mixture Substances 0.000 title claims description 32
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000000465 moulding Methods 0.000 title abstract description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 26
- 230000009477 glass transition Effects 0.000 claims abstract description 8
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- 230000000717 retained effect Effects 0.000 claims description 4
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 claims description 3
- 239000003242 anti bacterial agent Substances 0.000 abstract description 31
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 13
- 238000002156 mixing Methods 0.000 abstract description 5
- 239000000155 melt Substances 0.000 abstract description 4
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical group O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 15
- 238000000034 method Methods 0.000 description 9
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000005923 long-lasting effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-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
- 239000000654 additive Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000001475 halogen functional group Chemical group 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 238000002074 melt spinning Methods 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- QRLSTWVLSWCGBT-UHFFFAOYSA-N 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol Chemical compound CCCCCCCCSC1=NC(SCCCCCCCC)=NC(NC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=N1 QRLSTWVLSWCGBT-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- VVTXSHLLIKXMPY-UHFFFAOYSA-L disodium;2-sulfobenzene-1,3-dicarboxylate Chemical compound [Na+].[Na+].OS(=O)(=O)C1=C(C([O-])=O)C=CC=C1C([O-])=O VVTXSHLLIKXMPY-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- UHPJWJRERDJHOJ-UHFFFAOYSA-N ethene;naphthalene-1-carboxylic acid Chemical compound C=C.C1=CC=C2C(C(=O)O)=CC=CC2=C1 UHPJWJRERDJHOJ-UHFFFAOYSA-N 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000012756 surface treatment agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
Abstract
Description
【発明の詳細な説明】
く利用分野〉
本発明は抗菌性を保持せしめた新規なポリエステル系組
成物の成型品に関する。さらに詳細に述べるならば、本
発明は抗菌剤として２，４．４’ −トリクロロ−２′
−ハイドロオキシジフェニルエーテルを内部に含有せし
めた新規なポリエステル系組成物の成榊品に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Application The present invention relates to a molded article of a novel polyester composition that retains antibacterial properties. More specifically, the present invention provides 2,4,4'-trichloro-2' as an antibacterial agent.
-Regarding a new polyester composition containing hydroxydiphenyl ether.
〈従来技術〉
従来Ｉ！維、フィルム等の一般成型品用途に熱可塑性ポ
リエステルが広く用いられて来た。かかる成型品用途に
おいて最近、抗菌性を有する素材に対するニーズが急激
にたかまりつつある。かかるニーズに対応する手段とし
て、抗菌剤を成型品表面に処理して抗菌性を付与する方
法が一般に用いられて来た。しかしながら、かかる方法
は処理に際して、一旦抗菌剤を有機溶剤や水等に溶解も
しくは分散せしめ、これを塗付、吹付は等の方法により
処理したのち、溶剤１分散剤を蒸発等の工程を経て乾燥
せしめる事が必然的に随伴することとなり、環境面、安
全面、経済面で多くの問題を未解決のまま有している。<Conventional technology> Conventional I! Thermoplastic polyesters have been widely used for general molded products such as textiles and films. Recently, there has been a rapid increase in the need for materials with antibacterial properties for use in such molded products. As a means to meet such needs, a method has generally been used in which the surface of a molded product is treated with an antibacterial agent to impart antibacterial properties. However, in this method, the antibacterial agent is first dissolved or dispersed in an organic solvent, water, etc., and then the antibacterial agent is applied, sprayed, etc., and then the solvent and dispersant are dried through a process such as evaporation. As a result, many environmental, safety, and economic problems remain unresolved.
従ってかかる問題を発しないで抗菌性を有する素材が社
会的に強く望まれて来た。Therefore, there has been a strong social desire for materials that have antibacterial properties without causing such problems.
一方、成型品中に抗菌剤を練込みそのにじみ出し効果に
より持続性に優れた抗菌性を得ようとする方法も考えら
れる。しかしながらこの方法の有する重大な難点は、抗
菌剤が練込み温度で安定で、樹脂本体を劣化させること
なく、又延伸等の後工程に悪影響を及ぼさないといった
数多くの要求特性をすべて満たさなければならず熱可塑
性ポリエステルにおいては、殊に高融点であるためそれ
が困難であった。On the other hand, it is also possible to consider a method of kneading an antibacterial agent into the molded product and using its oozing effect to obtain long-lasting antibacterial properties. However, a major drawback of this method is that the antibacterial agent must satisfy a number of required properties, such as being stable at the kneading temperature, not deteriorating the resin body, and not having a negative effect on subsequent processes such as stretching. However, this has been difficult with thermoplastic polyesters because of their particularly high melting points.
〈発明の目的及び構成〉
本発明者はかかる情況にかんがみ、２５０℃乃至３５０
℃といったポリエステルの高い溶融成型温度において安
定で、且つ成型段階でスムースな延伸性を得ることがで
き、しかも本来の目的である持続性に優れた抗菌性を得
ること６のできるポリエステル系組成物の成形品を得る
こと目的として鋭意研究を行なった結果ポリエステルの
ガラス転移点以下の低融点を有し、上記の諸特性を満た
す特定の抗菌剤とポリエステルと組合せた組成物が特に
優れた特性を有することを見出し、本発明に到達した。<Object and structure of the invention> In view of the above circumstances, the present inventor has developed a
A polyester composition that is stable at the high melt-molding temperature of polyester such as ℃, can obtain smooth stretchability in the molding stage, and can also achieve the original purpose of achieving long-lasting antibacterial properties6. As a result of intensive research aimed at obtaining molded products, we have found that a composition in which polyester is combined with a specific antibacterial agent that has a low melting point below the glass transition point of polyester and satisfies the above properties has particularly excellent properties. They discovered this and arrived at the present invention.
即ち本発明は、ポリエステルを主たる構成成分とし２，
４．４’ −トリクロロ−２１−ハイドロオキシジフェ
ニルエーテルを含有したポリエステル系組成物を用いた
成型品であって、２，４．４’ −トリクロロ−２′−
ハイドロオキシジフェニルエーテルを含有した該ポリエ
ステル系組成物を少なくとも該成型品の内部に保有せし
めたことを特徴とするポリエステル系組成物の成型品と
、
ポリエステルを主たる構成成分とし２，４．４’ −ト
リクロロ−２′−ハイドロオキシジフェニルエーテルを
含有したポリエステル系組成物を用いた成型品の製造方
法において、該成型品を溶融成型する時及びそれ以前の
少なくとも１つの工程においてトリクロロ−２１−ハイ
ドロオキシジフェニルエーテルを添加するすることを特
徴としたポリエステル系組成物の成型品の製造方法、に
関する。That is, the present invention uses polyester as a main component, 2,
A molded product using a polyester composition containing 4.4'-trichloro-21-hydroxydiphenyl ether, the product comprising 2,4.4'-trichloro-2'-
A molded article of a polyester composition, characterized in that the polyester composition containing hydroxydiphenyl ether is retained at least inside the molded article; - In a method for producing a molded article using a polyester composition containing 2'-hydroxydiphenyl ether, trichloro-21-hydroxydiphenyl ether is added when melt-molding the molded article and in at least one step before that. The present invention relates to a method for producing a molded article of a polyester composition.
かかる本発明のポリエステル系の組成物を主として構成
するポリエステルは、２，４．４’ −トリクロロ−２
′−ハイドロオキシジフェニルエーテルの融点以上のガ
ラス転移点を有するものが好ましい。さらに具体的には
該ポリエステルのガラス転移温度が５５℃以上、更には
５８℃以上であることが望ましい。また該ポリエステル
のガラス転移温度の上限は特に限定されるものではない
が、２００℃以下が実用的であり、更に１８０℃以下が
好ましく、この範囲のものであれば２，４．４’ −ト
リクロロ−２′−ハイドロオキシジフェニルエーテルの
熱分解が生ずることなく安定に溶融成型できる。The polyester mainly constituting the polyester composition of the present invention is 2,4,4'-trichloro-2
Those having a glass transition point higher than the melting point of '-hydroxydiphenyl ether are preferred. More specifically, it is desirable that the glass transition temperature of the polyester is 55°C or higher, more preferably 58°C or higher. Further, the upper limit of the glass transition temperature of the polyester is not particularly limited, but it is practically 200°C or lower, more preferably 180°C or lower, and if it is within this range, 2,4.4'-trichloro -2'-Hydroxydiphenyl ether can be stably melt-molded without thermal decomposition.
かかる本発明のポリエステルの好ましいものとしては、
エチレンテレフタレート及び／又はエチレンナフタレー
トを主たる繰返し単位とする重合体、これらの繰返し単
位の少なくとも一種と例えばイソフタル酸成分、ナトリ
ウムスルフォイソフタル酸成分、ポリエチレングリコー
ル成分等からなる繰返し単位との共重合体、ビスフェノ
ール成分等とテレフタル酸及び／又はイソフタル酸成分
との重合体、及びそれらを主とした他のポリエステルと
のブレンド体等があげられる。中でも特に好まいポリエ
ステルとしてエチレンテレフタレートを主たる繰返し単
位とする重合体があげられる。Preferred polyesters of the present invention include:
Polymers containing ethylene terephthalate and/or ethylene naphthalate as main repeating units, copolymers of at least one of these repeating units with repeating units consisting of, for example, isophthalic acid components, sodium sulfoisophthalate components, polyethylene glycol components, etc. , polymers of bisphenol components and the like with terephthalic acid and/or isophthalic acid components, and blends of these with other polyesters as main components. Among these, particularly preferred polyesters include polymers containing ethylene terephthalate as a main repeating unit.
尚本発明のポリエステル系組成物を構成する重合体には
、ポリエステルの重合体としての特性を大巾に変化させ
ることのない範囲内において他の重合体が含有されてい
てもよい。The polymer constituting the polyester composition of the present invention may contain other polymers within a range that does not significantly change the properties of the polyester as a polymer.
本発明に言うポリエステル系組成物とは、かかるポリエ
ステルを主たる構成成分とした重合体に加えて、２，４
．４’ −トリクロロ−２７−ハイドロオキシジフェニ
ルエーテルなる抗菌剤を含有するものであり、該抗菌剤
の好ましい含有量は０．０１〜１０ＰＨＲであり、更に
好ましくは０．０２〜５ＰＨＲである。尚ＰＨＲとは重
合体１００重山部当りの該抗菌剤の重量部を意味する。The polyester composition referred to in the present invention refers to a polymer containing such polyester as a main component, as well as 2,4
．． It contains an antibacterial agent called 4'-trichloro-27-hydroxydiphenyl ether, and the preferable content of the antibacterial agent is 0.01 to 10 PHR, more preferably 0.02 to 5 PHR. Incidentally, PHR means parts by weight of the antibacterial agent per 100 parts by weight of the polymer.
本発明の成型品は、かかる２、４．４’−トリクロロ−
２′−ハイドロオキシジフェニルエーテルを含有したポ
リエステル系組成物を少なくともその内部に保有されて
いることを大きな特徴としている。The molded product of the present invention has such 2,4,4'-trichloro-
A major feature is that it contains at least a polyester composition containing 2'-hydroxydiphenyl ether.
即ち本発明における成型品はその内部に抗菌剤を保有せ
しめた状態にあり、例えば紡糸後の繊維の表面に抗菌剤
含有液を処理せしめて得られるものとは全く異なるもの
である。つまり該成型品の内部の少なくとも一部に、好
ましくは該内部全体にわたって、特に好ましくは該成型
品の全体にわたって該抗菌剤が安定に存在することから
、その抗菌効果が長期間保有される特徴がある。That is, the molded article of the present invention has an antibacterial agent contained therein, and is completely different from, for example, one obtained by treating the surface of the fiber after spinning with an antibacterial agent-containing liquid. In other words, since the antibacterial agent is stably present in at least a part of the interior of the molded product, preferably throughout the interior, and particularly preferably throughout the molded product, its antibacterial effect is retained for a long period of time. be.
本発明に言う成型品とは、該ポリエステル系組成物が成
型され得る形態であればいかなるものであってもよく、
その具体例としては繊維状物、フィルム状物、板状物２
発泡状物、その他各種の成型品があげられる。The molded product referred to in the present invention may be any form as long as the polyester composition can be molded,
Specific examples include fibrous materials, film-like materials, and plate-like materials2.
Examples include foamed products and various other molded products.
本発明にあっては抗菌剤として２，４．４’ −トリク
ロロ−２′−ハイドロオキシジフェニルエーテルを用い
る。該抗菌剤はポリエステルと容易に混和し、該抗菌剤
及びポリエステルとの組成物はポリエステルの溶融成型
混和で安定であり、しかも融点が５４〜５７℃であるこ
とから前記の如くポリエステルのガラス転移点より低い
場合には組成物を成型する際の延伸性等の成型性が改良
される特徴がある。しかも成型品の内部に該抗菌剤が安
定に含有されていることから、持続性にすぐれた抗菌状
が得られることが見出されたのである。In the present invention, 2,4,4'-trichloro-2'-hydroxydiphenyl ether is used as the antibacterial agent. The antibacterial agent is easily miscible with polyester, and the composition of the antibacterial agent and polyester is stable when mixed with polyester by melt molding, and since the melting point is 54 to 57°C, as mentioned above, the glass transition point of polyester is low. When it is lower, moldability such as stretchability when molding the composition is improved. Furthermore, it was discovered that since the antibacterial agent is stably contained inside the molded product, an excellent long-lasting antibacterial effect can be obtained.
また本発明のポリエステル系組成物を用いた成型品の製
造法は、溶融成型法であって、該溶融成型工程及びそれ
以前の工程の少なくとも１つの工程において該抗菌剤を
ポリエステルを主とした重合体に添加し、ブレンドせし
めることを特徴としている。尚本発明に言う溶融成型工
程及びそれ以前の工程とは溶融成型時以前において該溶
融液を調製する全ての工程を意味する。かかる本発明に
おける抗菌剤と前述の重合体とのブレンド法に関しては
特に限定されるものではない。例えば、溶融状態の重合
体に抗菌剤の所定量を練り込んだり、乾燥したあるいは
未乾燥の重合体の粒子と抗菌剤とを室温状態で混合し、
その混合物を必要なら乾燥工程を経たのち、共に溶融混
合したり、又、これらの工程において、他の添加物、例
えばポリエチレングリコール、シリコーンオイル等に抗
菌剤を混合したのち、その混合物を前記重合体と共に溶
融混合する事も本発明の好ましい態様である。In addition, the method for producing molded products using the polyester composition of the present invention is a melt molding method, in which the antibacterial agent is added to a polymer mainly made of polyester in at least one of the melt molding step and the previous steps. It is characterized by being added to coalescence and blending. In the present invention, the melt-molding step and the steps before it mean all steps for preparing the melt before melt-molding. There are no particular limitations on the method of blending the antibacterial agent and the above-mentioned polymer in the present invention. For example, a predetermined amount of an antibacterial agent is kneaded into a molten polymer, or dried or undried polymer particles and an antibacterial agent are mixed at room temperature.
The mixture may be melt-mixed together after a drying step if necessary, or an antibacterial agent may be mixed with other additives such as polyethylene glycol, silicone oil, etc. in these steps, and the mixture may be mixed with the polymer. It is also a preferred embodiment of the present invention to melt and mix the two together.
又、抗菌剤を比較時高濃度に混合した重合体組成物を作
り、大量の同種もしくは異種の重合体と溶融混合する、
いわゆるマスターチップ方式も好ましく用いる事ができ
る。また所謂サイドバイサイドやシーズコア等の複合方
式による紡糸において、その一方の成分に前記ポリエス
テル系組成物を用いることも可能である。本発明におけ
る抗菌剤の添加量は本発明の成型品中、０．０１〜２
Ｐ １−ＩＲが好ましく、殊に０．０２〜１ ＰＨＲ程
度用いるのが適当である。Alternatively, a polymer composition containing a comparatively high concentration of an antibacterial agent is prepared, and then melt-mixed with a large amount of the same or different polymer.
A so-called master chip method can also be preferably used. In addition, in so-called side-by-side or seeded core spinning, the polyester composition can be used as one of the components. The amount of antibacterial agent added in the present invention is 0.01 to 2 in the molded product of the present invention.
P 1-IR is preferred, and it is particularly appropriate to use about 0.02 to 1 PHR.
本発明において、他の抗菌剤を練込んだり、成型品に処
理したり、又、他の添加剤を練込んだり、他の表面処理
剤を成型品に処理したりする事は支障な〈実施できる。In the present invention, it is not a problem to knead other antibacterial agents, treat molded products, knead other additives, or treat molded products with other surface treatment agents. can.
〈実施例〉
以下に実施例を挙げて本発明を更に詳細に説明する。実
施例中、部は全て重量部をあられす。<Example> The present invention will be described in further detail by giving examples below. In the examples, all parts are by weight.
実施例１．比較例１
よく乾燥したポリエステルテレフタレート（ガラス転移
点６９℃、オルソクロロフェノール中、３５℃で測定し
た極限粘度０．６６ ） １００部を窒素置換雰囲気
中２９０℃で溶融し、２，４．４’ −ｉ−リクロロー
２′−ハイドロオキシジフェニルエーテル０．１部を添
加した。７分間その温度で溶融混合したのら、直ちに溶
融紡糸機に導き紡糸した。得られた未延伸糸を８５℃で
、４倍に延伸し、１４０℃のホッドブレート上を定長で
通過させて巻き取った。得られた糸は強度４，６９ ／
ｄ９．伸度４２％を有していた。このサンプルを１−
ａとする。２，４．４’ −トリクロロ−２′−ハイド
ロオキシジフェニルエーテルを添加しない以外は同様に
して得たサンプルを１−ｂとする。上記の如くして得ら
れたサンプルの抗菌性を評価した。結果を第１表に示す
。Example 1. Comparative Example 1 100 parts of well-dried polyester terephthalate (glass transition point 69°C, intrinsic viscosity 0.66 measured in orthochlorophenol at 35°C) was melted at 290°C in a nitrogen-substituted atmosphere to obtain 2,4.4' 0.1 part of -i-lichloro-2'-hydroxydiphenyl ether was added. After melt-mixing at that temperature for 7 minutes, the mixture was immediately introduced into a melt-spinning machine and spun. The obtained undrawn yarn was drawn 4 times at 85°C, passed through a hod plate at 140°C at a constant length, and wound up. The obtained yarn has a strength of 4.69/
d9. It had an elongation of 42%. This sample is 1-
Let it be a. A sample obtained in the same manner except that 2,4.4'-trichloro-2'-hydroxydiphenyl ether was not added was designated as 1-b. The antibacterial properties of the samples obtained as described above were evaluated. The results are shown in Table 1.
評価法は、ＡＡＴＣＣ（注）記載のハローテストに準じ
ハローの有無で評価を行なった。尚、試験菌にはブドウ
状球菌（Ｓ 、 ａｕｒｅｕｓ）と大腸菌（１：、ｃｏ
ｌｉ）を用いた。The evaluation method was based on the halo test described by the AATCC (note), and the evaluation was based on the presence or absence of a halo. The test bacteria include Staphylococcus (S, aureus) and Escherichia coli (1:, coli).
li) was used.
（注）ＡＡＴＣＣは［Ｔｅｃｈｎｉｃａｌ ａ＋ａｎｕ
ａｌ ｏｆｔｈｅ Ａｍｅｒｉｃａｎ ＡＳＳＯ
ＣｉａｔｉＯｎ ｏｆ Ｔｅｘｔｔ＋ｅＣｈｅｌｉ
ＳｔＳ ａｎｄ Ｃ０ＩＯｒｉＳｔＳＪの略称である。(Note) AATCC is [Technical a+anu
al of the American ASSO
CiatiOn of Textt+eCheli
It is an abbreviation of StS and C0IOriStSJ.
実施例２．比較例２
よく乾燥したポリエステルテレフタレート（ガラス点移
転７０℃、オルソクロロフェノール中３５℃で測定した
極限粘度０．７１ ） １００部を窒素雰囲気上溶融
し、予めポリエチレングリコール（平均分子量６０００
）に２．４．４’ −トリクロロ−２′−ハイドロオ
キシジフェニルエーテルを１０重量％、抗酸化剤イルガ
ノックス５６５（商標品）０．５％溶融ブレンドしたち
の２品温合した。この温度で、約８分間混合したのち、
直ちに溶融紡糸機に導き、紡糸した。得られた未延伸糸
を８０℃で４倍に延伸し、１４０℃のホットプレート上
を定長で通過させて巻き取った。得られた糸は強度４．
０９ ／ ｄｅ、伸度４４％を有していた。この糸をサ
ンプル２−、ａとする。Example 2. Comparative Example 2 100 parts of well-dried polyester terephthalate (glass point shift 70°C, intrinsic viscosity 0.71 measured in orthochlorophenol at 35°C) was melted in a nitrogen atmosphere, and polyethylene glycol (average molecular weight 6000
), 10% by weight of 2.4.4'-trichloro-2'-hydroxydiphenyl ether, and 0.5% of the antioxidant Irganox 565 (trademark product) were melt-blended and heated. After mixing at this temperature for about 8 minutes,
It was immediately introduced into a melt spinning machine and spun. The obtained undrawn yarn was stretched 4 times at 80°C, passed through a hot plate at 140°C at a constant length, and wound up. The resulting yarn has a strength of 4.
09/de, and had an elongation of 44%. This yarn is referred to as sample 2-a.
２．４．４’ −トリクロロ−２′−ハイドロオキシジ
フェニルエーテルを添加しない以外は同様にして得たサ
ンプルを２−ｂとする。この様にして得られたサンプル
を用いて実施例１と同様の抗菌性の評価を行ない、得ら
れた結果を第１表に合わせて示す。2.4. A sample obtained in the same manner except that 4'-trichloro-2'-hydroxydiphenyl ether was not added was designated as 2-b. Using the samples thus obtained, antibacterial properties were evaluated in the same manner as in Example 1, and the obtained results are shown in Table 1.
第 １ 表
〈発明の効果〉
本発明の成型品は、２，４．４’ −トリク０ロー２′
−ハイドロオキシジフェニルエーテルを含有したポリエ
ステル系組成物を少なくとも内部に保有せしめた新規な
ものであり、長期間にわたって抗菌性が安定に保持され
た特徴を有する。特に該抗菌剤と特定のポリエステルを
組み合わせることによって安定に溶融成型でき且つ延伸
性も良好であり、得られた成型品中における抗菌剤が安
定に保有されたものである。さらに言えば、本発明の成
型品は特定のポリエステルと抗菌剤を組み合せることに
よって成型品の内部に安定に抗菌剤を存在せしめて、長
期間その抗菌性を保持せしめたものである。Table 1 <Effects of the invention> The molded product of the present invention has the following properties:
- It is a novel product that contains at least a polyester composition containing hydroxydiphenyl ether, and has the characteristic that antibacterial properties are stably maintained over a long period of time. In particular, by combining the antibacterial agent with a specific polyester, stable melt molding is possible and the stretchability is good, and the antibacterial agent is stably retained in the resulting molded product. Furthermore, the molded product of the present invention combines a specific polyester with an antibacterial agent, so that the antibacterial agent is stably present inside the molded product, and its antibacterial properties are maintained for a long period of time.
手続補正書 昭和６１年 ３月４日Procedural amendment March 4, 1986
Claims (4)
−トリクロロ−２′−ハイドロオキシジフェニルエーテ
ルを含有したポリエステル系組成物を用いた成型品であ
つて、２，４，４′−トリクロロ−２′−ハイドロオキ
シジフェニルエーテルを含有した該ポリエステル系組成
物を少なくとも該成型品の内部に保有せしためたことを
特徴とするポリエステル系組成物の成型品。(1) Polyester is the main component and 2,4,4'
- A molded article using a polyester composition containing 2,4,4'-trichloro-2'-hydroxydiphenyl ether, said polyester composition containing 2,4,4'-trichloro-2'-hydroxydiphenyl ether A molded article of a polyester composition, characterized in that the polyester composition is retained inside the molded article.
２′−ハイドロオキシジフェニルエーテルの融点以上の
ガラス転移点を有するものである特許請求の範囲第１項
記載の成型品。(2) The polyester is 2,4,4'-trichloro-
The molded article according to claim 1, which has a glass transition point higher than the melting point of 2'-hydroxydiphenyl ether.
たる繰返し単位とするものである特許請求の範囲第１項
又は第２項記載の成型品。(3) The molded article according to claim 1 or 2, wherein the polyester has ethylene terephthalate as a main repeating unit.
−トリクロロ−２′−ハイドロオキシジフェニルエーテ
ルを含有したポリエステル系組成物を用いた成型品の製
造方法において、該成型品を溶融成型する時及びそれ以
前の少なくとも１つの工程において２，４，４′−トリ
クロロ−２′−ハイドロオキシジフェニルエーテルを添
加することを特徴としたポリエステル系組成物の成型品
の製造方法。(4) Polyester is the main component and 2,4,4'
- In a method for producing a molded article using a polyester composition containing trichloro-2'-hydroxydiphenyl ether, 2,4,4'- A method for producing a molded article of a polyester composition, characterized in that trichloro-2'-hydroxydiphenyl ether is added.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13796885A JPS62544A (en) | 1985-06-26 | 1985-06-26 | Polyester composition molding and production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13796885A JPS62544A (en) | 1985-06-26 | 1985-06-26 | Polyester composition molding and production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62544A true JPS62544A (en) | 1987-01-06 |
Family
ID=15210947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13796885A Pending JPS62544A (en) | 1985-06-26 | 1985-06-26 | Polyester composition molding and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62544A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2765469A1 (en) * | 1997-07-07 | 1999-01-08 | Elysees Balzac Financiere | MATERIAL BASED ON REGENERATED CELLULOSE HAVING SUSTAINABLE RESISTANCE TO MICROORGANISMS AND PREPARATION THEREOF |
| WO2002057348A3 (en) * | 2001-01-17 | 2002-10-10 | Mitsubishi Polyester Film Gmbh | Amorphous film coloured in a muted manner, having an antimicrobial finish and consisting of a crystallisable thermoplast, method for the production thereof and use of the same |
| US6475505B1 (en) * | 1999-12-20 | 2002-11-05 | Ciba Specialty Chemicals Corporation | Biocide-polyester concentrates and biocidal compositions prepared therefrom |
| EP1967618A3 (en) * | 2007-03-07 | 2013-05-01 | Teijin Monofilament Germany GmbH | Antimicrobial filaments, method for their manufacture and use thereof |
-
1985
- 1985-06-26 JP JP13796885A patent/JPS62544A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2765469A1 (en) * | 1997-07-07 | 1999-01-08 | Elysees Balzac Financiere | MATERIAL BASED ON REGENERATED CELLULOSE HAVING SUSTAINABLE RESISTANCE TO MICROORGANISMS AND PREPARATION THEREOF |
| EP0890309A1 (en) * | 1997-07-07 | 1999-01-13 | Financiere Elysees Balzac | Cellular material based on regenerated cellulose having durable resistance against microorganisms and preparation thereof |
| US6475505B1 (en) * | 1999-12-20 | 2002-11-05 | Ciba Specialty Chemicals Corporation | Biocide-polyester concentrates and biocidal compositions prepared therefrom |
| US7041307B2 (en) | 1999-12-20 | 2006-05-09 | Ciba Specialty Chemicals Corporation | Biocide-polyester concentrates and biocidal compositions prepared therefrom |
| KR100691538B1 (en) * | 1999-12-20 | 2007-03-09 | 시바 스폐셜티 케미칼스 홀딩 인코포레이티드 | Biocide-polyester concentrates and biocidal compositions prepared therefrom |
| WO2002057348A3 (en) * | 2001-01-17 | 2002-10-10 | Mitsubishi Polyester Film Gmbh | Amorphous film coloured in a muted manner, having an antimicrobial finish and consisting of a crystallisable thermoplast, method for the production thereof and use of the same |
| EP1967618A3 (en) * | 2007-03-07 | 2013-05-01 | Teijin Monofilament Germany GmbH | Antimicrobial filaments, method for their manufacture and use thereof |
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