JPH0450364A - Polyolefin fiber - Google Patents
Polyolefin fiberInfo
- Publication number
- JPH0450364A JPH0450364A JP2155031A JP15503190A JPH0450364A JP H0450364 A JPH0450364 A JP H0450364A JP 2155031 A JP2155031 A JP 2155031A JP 15503190 A JP15503190 A JP 15503190A JP H0450364 A JPH0450364 A JP H0450364A
- Authority
- JP
- Japan
- Prior art keywords
- polyolefin
- hindered amine
- amine compound
- radiation
- fiber
- 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.)
- Granted
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 43
- 229920000098 polyolefin Polymers 0.000 title claims abstract description 37
- -1 amine compound Chemical class 0.000 claims abstract description 34
- 230000005855 radiation Effects 0.000 claims abstract description 17
- 239000004745 nonwoven fabric Substances 0.000 abstract description 6
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 abstract description 5
- 230000001954 sterilising effect Effects 0.000 abstract description 5
- 238000004659 sterilization and disinfection Methods 0.000 abstract description 5
- 238000009958 sewing Methods 0.000 abstract 1
- 235000019645 odor Nutrition 0.000 description 15
- 238000000034 method Methods 0.000 description 10
- 239000003960 organic solvent Substances 0.000 description 8
- 239000003381 stabilizer Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 239000004711 α-olefin Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 206010073306 Exposure to radiation Diseases 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229940116351 sebacate Drugs 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- RGASRBUYZODJTG-UHFFFAOYSA-N 1,1-bis(2,4-ditert-butylphenyl)-2,2-bis(hydroxymethyl)propane-1,3-diol dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.C(C)(C)(C)C1=C(C=CC(=C1)C(C)(C)C)C(O)(C(CO)(CO)CO)C1=C(C=C(C=C1)C(C)(C)C)C(C)(C)C RGASRBUYZODJTG-UHFFFAOYSA-N 0.000 description 1
- SWZOQAGVRGQLDV-UHFFFAOYSA-N 4-[2-(4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)ethoxy]-4-oxobutanoic acid Chemical compound CC1(C)CC(O)CC(C)(C)N1CCOC(=O)CCC(O)=O SWZOQAGVRGQLDV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- VMNKHSPZIGIPLL-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphite Chemical compound OCC(CO)(CO)COP(O)O VMNKHSPZIGIPLL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000010441 alabaster Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XRPZVNIXPWZPCA-UHFFFAOYSA-N ethenyl acetate;styrene Chemical compound CC(=O)OC=C.C=CC1=CC=CC=C1 XRPZVNIXPWZPCA-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000004388 gamma ray sterilization Methods 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- RYPKRALMXUUNKS-UHFFFAOYSA-N hex-2-ene Chemical compound CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000012858 packaging process Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229920001384 propylene homopolymer Polymers 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は、放射線照射により滅菌された医療用不織布も
しくは手術用縫合糸等の用途に好適なポリオレフィン繊
維に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to polyolefin fibers sterilized by radiation irradiation and suitable for use as medical nonwoven fabrics or surgical sutures.
(従来技術)
ポリオレフィン繊維は各種分野に用いられており、特に
カーペット、フィルター、ディスポーザブルの防塵衣や
手術衣、シーツなどの不織布製品として有効に用いられ
ている。かかるポリオレフィン繊維には、一般に紡糸加
工時の安定性並びに得られる不織布の実用耐久性などを
付与するために、酸化防止剤、熱安定化剤など種々の安
定剤などが配合されている。(Prior Art) Polyolefin fibers are used in various fields, and are particularly effectively used as nonwoven products such as carpets, filters, disposable dust-proof clothing, surgical gowns, and sheets. Such polyolefin fibers generally contain various stabilizers such as antioxidants and thermal stabilizers in order to provide stability during spinning processing and practical durability of the resulting nonwoven fabric.
一方、近年、病院などで使用されているディスポーザブ
ルの手術衣や手術用シーツ、覆布などの殺菌は、残留ガ
ス毒性問題及び包装工程の繁雑さなどから従来のエチレ
ンオキシドガス滅菌法から60Coによるγ線照射滅菌
法に移行の方向にある。On the other hand, in recent years, the sterilization of disposable surgical gowns, surgical sheets, covering cloths, etc. used in hospitals has changed from the conventional ethylene oxide gas sterilization method to the 60Co gamma ray sterilization method due to residual gas toxicity problems and the complexity of the packaging process. There is a shift towards irradiation sterilization.
しかしながら、上記の安定剤を配合したポリオレフィン
繊維は放射線照射並びにその後の時間経過により臭気が
発生するという問題がある。However, polyolefin fibers containing the above-mentioned stabilizers have a problem in that they generate odor upon exposure to radiation and the subsequent passage of time.
これらの臭気の問題を解決するために、既に注射筒など
の成形品については、ポリプロピレンに、たとえば水添
ロジンメチルエステルを配合すること(特開昭61−2
13243号公報)などが提案されている。In order to solve these odor problems, for example, hydrogenated rosin methyl ester is blended with polypropylene for molded products such as syringes (Japanese Patent Laid-Open No. 61-2
13243) etc. have been proposed.
(発明が解決しようとする課題)
上記したような水添ロジンメチルエステルを配合したポ
リプロピレンは、注射筒のような表面積の小さい射出成
形品では放射線照射により発生する臭気は、実用上の支
障にはならないが、表面積の大きな繊維の場合では、放
射線照射及びその後の時間経過による臭気の増加が著し
いという問題があった。またヒンダードアミン類をポリ
オレフィンへ練り込むことにより、放射線照射による臭
気をい(らかは抑制できるが、臭気を防止するに十分な
実用的な配合量では紡糸延伸ができないので、この方法
も好ましくない。(Problems to be Solved by the Invention) Polypropylene blended with hydrogenated rosin methyl ester as described above does not cause any practical problems due to the odor generated by radiation irradiation in injection molded products with small surface areas such as syringes. However, in the case of fibers with a large surface area, there is a problem in that the odor increases significantly due to radiation exposure and the subsequent passage of time. In addition, by incorporating hindered amines into polyolefin, it is possible to suppress the odor caused by radiation exposure, but this method is also not preferred because spinning and drawing cannot be carried out at a practical amount sufficient to prevent odor.
したがって本発明の目的は、これらの臭気を抑制した医
療用不織布製品もしくは手術用縫合糸等の用途に好適に
使用し得るポリオレフィン繊維を製造することにある。Therefore, an object of the present invention is to produce polyolefin fibers that can be suitably used for medical nonwoven fabric products, surgical sutures, and the like, which suppress these odors.
(課題を解決するための手段)
本発明者らは、上記の問題点について鋭意研究の結果、
ポリオレフィン繊維表面にヒンダードアミン化合物を存
在させることにより、ポリオレフィン中にヒンダードア
ミン化合物を練り込んだ場合に比べて放射線照射および
その後の時間経過による臭気を著しく低減させ得ること
を見出し、本発明を提案するに至った。(Means for Solving the Problems) As a result of intensive research into the above problems, the present inventors found that
We have discovered that the presence of a hindered amine compound on the surface of polyolefin fibers can significantly reduce the odor caused by radiation irradiation and the subsequent passage of time, compared to the case where the hindered amine compound is kneaded into the polyolefin, which led us to propose the present invention. Ta.
即ち、本発明は、ヒンダードアミン化合物を表面に有し
、放射線が照射されてなるポリオレフィン繊維である。That is, the present invention is a polyolefin fiber having a hindered amine compound on its surface and irradiated with radiation.
本発明で用いられるポリオレフィンは、エチレン、プロ
ピレン、1−ブテンなどのα−オレフィン単独重合体ま
たは、これら各々のα−オレフィンと他のα−オレフィ
ン、例えば、エチレン、プロピレン、1−ブテン、1−
ペンテン、1−メチルペンテンなどとの共重合体、およ
びこれらの重合体同士または他の重合体とのブレンド物
が何ら制限な(用いられる。α−オレフィン同士の共重
合体は、ランダム共重合体、ブロック共重合体およびグ
ラフト共重合体のいずれでもよい。ポリオレフィンの紡
糸性の点から、一方のα−オレフィンに基づく単量体単
位の含量は10モル%以下であることが好ましい。また
、ブレンド物に用いられる他の重合体としては、ポリ酢
酸ビニル、エチレン−酢酸ビニル共重合体、スチレン−
ブタジェン共重合体などが挙げられる。これら他の重合
体の含量は20重量%以下であることが好ましい。The polyolefin used in the present invention is an α-olefin homopolymer such as ethylene, propylene, 1-butene, or each of these α-olefins and other α-olefins, such as ethylene, propylene, 1-butene, 1-
Copolymers with pentene, 1-methylpentene, etc., and blends of these polymers with each other or with other polymers are used without any restrictions. Copolymers of α-olefins are random copolymers. , a block copolymer, or a graft copolymer.From the viewpoint of spinnability of the polyolefin, the content of monomer units based on one α-olefin is preferably 10 mol% or less.Also, a blend Other polymers used in products include polyvinyl acetate, ethylene-vinyl acetate copolymer, and styrene-vinyl acetate.
Examples include butadiene copolymers. The content of these other polymers is preferably 20% by weight or less.
またこれらポリオレフィンの安定化のために、フェノー
ル系及びアミン系などのラジカル連鎖禁止剤、ホスファ
イト系及びチオエーテル系などの過酸化物分解剤、ベン
ゾフェノン系及びベンゾトリアゾール系などの紫外線吸
収剤などの公知の安定剤を練り込んでもよい。本発明に
おいてはペンタエリスリトールホスファイト系、ヒンダ
ードフェノール系、チオエーテル系及びヒンダードアミ
ン系安定剤を組合せて用いることが好ましい。In order to stabilize these polyolefins, known methods such as radical chain inhibitors such as phenolic and amine-based, peroxide decomposers such as phosphite-based and thioether-based, and ultraviolet absorbers such as benzophenone-based and benzotriazole-based are used. A stabilizer may be mixed in. In the present invention, it is preferable to use a combination of pentaerythritol phosphite, hindered phenol, thioether, and hindered amine stabilizers.
本発明のポリオレフィン繊維は、単繊維の状態であって
もよく、また、単繊維から製造された織布または不織布
の状態であってもよい。ポリオレフィン繊維は、0.1
〜100デニールの範囲であることが本発明の効果が顕
著であるために好適である。上記のポリオレフィンの単
繊維はポリオレフィンを用いて公知の方法・条件で紡糸
して得ることができる。The polyolefin fiber of the present invention may be in the form of a single fiber, or may be in the form of a woven or nonwoven fabric made from the single fiber. Polyolefin fiber is 0.1
A range of 100 to 100 deniers is preferable because the effects of the present invention are significant. The above-mentioned polyolefin single fibers can be obtained by spinning polyolefin using known methods and conditions.
ポリオレフィンよりなる繊維の表面に存在させルヒンダ
ードアミン化合物は、一般にポリオレフィンの安定化の
ために用いられている化合物が何ら制限なく採用される
。各種のヒンダードアミン化合物の中でも特に下記式(
1) (II)および(I[[)で示される化合物が
好適に用いられる。As the ruhindade amine compound present on the surface of the fiber made of polyolefin, compounds generally used for stabilizing polyolefin can be used without any restriction. Among various hindered amine compounds, the following formula (
1) Compounds represented by (II) and (I[[) are preferably used.
(式中、各Rは各々独立に低級アルキル基を、各R′は
各々独立に水素原子又は低級アルキル基を表す。)
(I[)
(式中、各Rは各々独立に低級アルキル基を表し、nは
1以上の整数を表す。)
(III)
(式中、各Rは各々独立に低級アルキル基を表し、nは
分子量が3000より大きくなるような整数を表す。)
本発明において好適に用いられるヒンダードアミン化合
物を具体的に例示すると次の通りである。(In the formula, each R independently represents a lower alkyl group, and each R' independently represents a hydrogen atom or a lower alkyl group.) (I[) (In the formula, each R independently represents a lower alkyl group.) (III) (In the formula, each R independently represents a lower alkyl group, and n represents an integer such that the molecular weight is greater than 3000.) Suitable in the present invention Specific examples of hindered amine compounds used for are as follows.
例工ばビス(2,2,6,6−テトラメチル−4−ピペ
リジル)セバケート、ビス(1,2,2,6,6−ベン
タメチルー4−ピペリジル)セバケート、コハク酸ジメ
チル−1−(2−ヒドロキシエチル)−4−ヒドロキシ
−2,2,6,6−チトラメチルビペリジン重縮合物、
ポリ((6−(1,1,3,3−テトラメチルブチル)
イミノ−1,3,5−ジイル) ((2,2,6゜6
−テトラメチル−4−ピペリジル)イミノ)〕等を挙げ
ることができる。Examples include bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-bentamethyl-4-piperidyl) sebacate, dimethyl succinate-1-(2- hydroxyethyl)-4-hydroxy-2,2,6,6-titramethylbiperidine polycondensate,
Poly((6-(1,1,3,3-tetramethylbutyl)
imino-1,3,5-diyl) ((2,2,6゜6
-tetramethyl-4-piperidyl)imino)] and the like.
これらのヒンダードアミン化合物のポリオレフィンより
なる繊維の表面への存在量は、放射線照射およびその後
の時間経過による臭気を十分に抑制するためには、0.
05重量%以上、さらには0.1重量%以上であること
が好ましい。また、ヒンダードアミン化合物の存在量が
過多となると、ヒンダードアミン化合物が無駄になるだ
けでなく、得られるポリオレフィン繊維が、表面粘性に
より捲縮・切断・開繊などの加工工程でブロッキングを
生じたり、得られるポリオレフィン繊維の白色度を損う
おそれがあるために、ヒンダードアミン化合物のポリオ
レフィン繊維の表面への存在量は5重量%以下、さらに
は3重量%以下であることが好ましい。The amount of these hindered amine compounds present on the surface of polyolefin fibers must be 0.000 to sufficiently suppress odor caused by radiation irradiation and the subsequent passage of time.
It is preferably 0.05% by weight or more, more preferably 0.1% by weight or more. In addition, if the amount of the hindered amine compound is too large, not only will the hindered amine compound be wasted, but the resulting polyolefin fibers may block during processing steps such as crimping, cutting, and opening due to surface viscosity. Since the whiteness of the polyolefin fiber may be impaired, the amount of the hindered amine compound present on the surface of the polyolefin fiber is preferably 5% by weight or less, more preferably 3% by weight or less.
本発明におけるヒンダードアミン化合物はポリオレフィ
ン繊維の表面に存在していればよく、その存在のしかた
は、どのような形態であってもよい。一般には、ヒンダ
ードアミン化合物はポリオレフィン繊維の表面に物理的
に付着または化学的に吸着して存在する。The hindered amine compound in the present invention only needs to be present on the surface of the polyolefin fiber, and its presence may be in any form. Generally, the hindered amine compound is physically attached or chemically adsorbed on the surface of polyolefin fibers.
本発明のポリオレフィンよりなる繊維の表面へのヒンダ
ードアミン化合物の存在のさせがたはどうような方法で
あってもよいが、一般には次の方法が好適である。即ち
、ヒンダードアミン化合物を溶解した有機溶媒中にポリ
オレフィンよりなる繊維を浸漬する方法である。この方
法における有機溶媒としては、ヒンダードアミン化合物
を溶解し、かつポリオレフィンを溶解しないものが何ら
制限な(採用される。具体的には、メタノール、エタノ
ールなどの低級アルコールやアセトン、酢酸エチルなど
が挙げられる。The hindered amine compound may be present on the surface of the polyolefin fiber of the present invention by any method, but the following method is generally preferred. That is, it is a method in which fibers made of polyolefin are immersed in an organic solvent in which a hindered amine compound is dissolved. There are no restrictions on the organic solvent used in this method, as long as it dissolves the hindered amine compound but does not dissolve the polyolefin.Specifically, lower alcohols such as methanol and ethanol, acetone, and ethyl acetate may be used. .
上記した有機溶媒中へのヒンダードアミン化合物の溶解
量は、ポリオレフィンよりなる繊維表面に存在させるヒ
ンダードアミン化合物の量、浸漬する時の条件によって
決定されるが、一般には、有機溶媒100重量部に対し
て0.01〜20重量部さらには0.05〜10重量部
の範囲から選択すればよい。The amount of the hindered amine compound dissolved in the above-mentioned organic solvent is determined by the amount of the hindered amine compound present on the surface of the polyolefin fiber and the conditions at the time of immersion. It may be selected from the range of 0.01 to 20 parts by weight, and further 0.05 to 10 parts by weight.
ヒンダードアミン化合物を溶解した有機溶媒中へのポリ
オレフィンよりなる繊維の浸漬条件は特に制限されない
が、通常は、温度が20〜40°Cで、浸漬時間が1〜
30分の範囲から採用すればよい。The conditions for dipping the polyolefin fiber into an organic solvent in which a hindered amine compound is dissolved are not particularly limited, but usually the temperature is 20 to 40°C and the dipping time is 1 to 40°C.
It is sufficient to adopt the time within the range of 30 minutes.
ヒンダードアミン化合物を溶解した有機溶媒中にポリオ
レフィンよりなる繊維を浸漬後、繊維に付着した有機溶
媒は任意の方法で蒸発させればよい。After immersing polyolefin fibers in an organic solvent in which a hindered amine compound is dissolved, the organic solvent adhering to the fibers may be evaporated by any method.
次に、表面にヒンダードアミン化合物を存在させたポリ
オレフィンよりなる繊維に放射線が照射される。放射線
としては、通常はT線が使用されるが、T線のみならず
α線、β線、X線も使用しうる。放射線の照射条件は特
に制限されないが、十分な滅菌効果を期待するためには
通常、常温で照射線量が1〜100KGyの範囲となる
ように選択することが好ましい。Next, a fiber made of polyolefin with a hindered amine compound present on its surface is irradiated with radiation. As the radiation, T-rays are usually used, but not only T-rays but also α-rays, β-rays, and X-rays can be used. The radiation irradiation conditions are not particularly limited, but in order to expect a sufficient sterilization effect, it is usually preferable to select the radiation dose to be in the range of 1 to 100 KGy at room temperature.
(効果)
本発明のポリオレフィン繊維は、放射線照射により滅菌
されており、しかも放射線照射およびその後の時間経過
による臭気の発生が著しく低減されたものである。した
がって、本発明で得られたポリオレフィン繊維は手術衣
、手術用シーツ、手術用覆布などに使用される医療用織
布または不織布の原料糸や、手術用縫合糸などの医療用
糸として好適に使用し得る。(Effects) The polyolefin fiber of the present invention is sterilized by radiation irradiation, and the generation of odor due to radiation irradiation and the subsequent passage of time is significantly reduced. Therefore, the polyolefin fibers obtained in the present invention are suitable as raw material threads for medical woven or nonwoven fabrics used in surgical gowns, surgical sheets, surgical coverings, etc., and medical threads such as surgical suture threads. Can be used.
(実施例)
以下の実施例により放射線照射によるポリオレフィン繊
維の臭気抑制について示すが、本発明はこれらに限定さ
れるものではない。なお実施例中に用いた記号は下記の
通りである。(Example) The following examples show how to suppress the odor of polyolefin fibers by radiation irradiation, but the present invention is not limited thereto. The symbols used in the examples are as follows.
1、ポリプロピレン(徳山曹達、(株)製:粉末状)プ
ロピレンホモポリマー:メルトフローレート
20g/10m1n (230℃)2、安定剤
A:ビス−(2,4−ジ−t−ブチルフェニル)ペンタ
エリスリトールジホスファイト
(ゼネラル・エレクトリ・ンク製:ウルトラノックス6
26)
B:3.9−ビス(2−(3−(3−t−ブチル−4−
ヒドロキシ−5−メチルフェニル)1.1−ジメチルエ
テトラキス−スピロ
プロビオニルオキシ)
チル)−2,4,8,10
(5,5)ウンデカン
(住友化学製:スミライザ−〇A−80)Cニジミリス
チルチオジプロピオネート(吉富製薬製:DMTDP)
Dニステアリン酸カルシウム
3、ヒンダードアミン化合物
E:ビス(2,2,6,6−テトラメチル−4−ピペリ
ジル)セバケート
(三共製:サノールLS770)
F:ビス(1,2,2,6,6−ベンタメチルー4−ピ
ペリジル)セバケート
(三共製:サノールLS765)
G:コハク酸ジメチル−1−(2−ヒドロキシエチル)
−4−ヒドロキシ−2,2,6,6−チトラメチルピペ
リジン重縮合物
(チバガイギー製:チヌビン622)
H:ポリ((6−(1,L3,3−テトラメチルブチル
)イミノ−1,3,5−ジイル) ((2,2,6,
6−テトラメチル−4−ピペリジル)イミノ)〕(チバ
ガイギー製:キマソーブ944)4、有機溶媒
工:メタノール (和光純薬製)
実施例及び比較例
ポリプロピレン繊維の調製および試験方法は以下のよう
にして行い、その結果を表1に示した。1. Polypropylene (manufactured by Tokuyama Soda Co., Ltd.: powder) Propylene homopolymer: Melt flow rate
20g/10m1n (230°C) 2, Stabilizer A: Bis-(2,4-di-t-butylphenyl)pentaerythritol diphosphite (manufactured by General Electric Inc.: Ultranox 6
26) B: 3.9-bis(2-(3-(3-t-butyl-4-
Hydroxy-5-methylphenyl) 1,1-dimethyletetrakis-spiroprobionyloxy) thyl)-2,4,8,10 (5,5) Undecane (Sumitomo Chemical: Sumilizer-〇A-80) C Niji Myristyl thiodipropionate (Yoshitomi Pharmaceutical Co., Ltd.: DMTDP) D Calcium nystearate 3, hindered amine compound E: Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate (Sankyo Co., Ltd.: Sanol LS770) F: Bis (1,2,2,6,6-bentamethyl-4-piperidyl) sebacate (Sankyo: Sanol LS765) G: Dimethyl-1-(2-hydroxyethyl succinate)
-4-hydroxy-2,2,6,6-titramethylpiperidine polycondensate (manufactured by Ciba Geigy: Tinuvin 622) H: Poly((6-(1,L3,3-tetramethylbutyl)imino-1,3, 5-diyl) ((2,2,6,
6-Tetramethyl-4-piperidyl)imino) (manufactured by Ciba Geigy: KimaSorb 944) 4. Organic solvent treatment: methanol (manufactured by Wako Pure Chemical Industries, Ltd.) Examples and Comparative Examples The preparation and testing methods of polypropylene fibers were as follows. The results are shown in Table 1.
(1) 予備混合
ポリプロピレン100重量部に安定剤としてA : 0
.05重量部、B:0.05重量部、C:0.20重量
部、D : 0.10重量部を配合し、ヘンシェルミキ
サーで予備混合した。比較例2と3は、上記A−Dの安
定剤と共にヒンダードアミン化合物のEとGを夫々表1
に示す量だけ予備混合した。(1) A: 0 as a stabilizer to 100 parts by weight of premixed polypropylene
.. 0.05 parts by weight, B: 0.05 parts by weight, C: 0.20 parts by weight, and D: 0.10 parts by weight, and premixed using a Henschel mixer. Comparative Examples 2 and 3 were prepared using the stabilizers A-D and the hindered amine compounds E and G in Table 1, respectively.
The amounts shown were premixed.
(2)ペレット化
上記混合物を神戸製鋼断裂の65mφ押出機(フルフラ
イトタイプスクリュー、L/D=28、ベント付)を用
いて樹脂温度230°C、スクリュー回転88r、p、
s+でペレット化した。(2) Pelleting the above mixture using a Kobe Steel fractured 65mφ extruder (full flight type screw, L/D=28, with vent) at a resin temperature of 230°C and a screw rotation of 88r, p.
Pelletized with s+.
(3)繊維の作成
上記ベレットを用いて40mφ紡糸機(ノズル:0.7
閣φ×198穴)で樹脂温度310°C1引取速度:
300m/winで約9デニールの繊維を作成し、次い
でゴデツトロール温風式延伸機(延伸温度150℃、第
一ロール速度:30m/sin 、第20−ル速度:
90m+/agin)で3倍に延伸し、約3デニールの
繊維を作成した。(3) Creation of fibers Using the above pellet, a 40mφ spinning machine (nozzle: 0.7
Cabinet φ x 198 holes) Resin temperature 310°C 1 Take-up speed:
A fiber of about 9 denier was created at 300 m/win, and then a Godetstrol hot air drawing machine (stretching temperature 150°C, first roll speed: 30 m/sin, 20th roll speed:
The fibers were drawn three times at a length of 90 m+/agin) to create a fiber of about 3 denier.
(4)表面処理
表1に示すヒンダードアミン化合物を有機溶媒100重
量部に対して表1に示す量だけ配合した溶液に上記の繊
維を25℃で10分間浸し、80℃で乾燥した。(4) Surface treatment The above fibers were immersed at 25°C for 10 minutes in a solution containing the hindered amine compound shown in Table 1 in the amount shown in Table 1 per 100 parts by weight of an organic solvent, and dried at 80°C.
ヒンダードアミン化合物の繊維表面の存在量は、表面処
理前後の乾燥重量の差からもとめ、表1に乾燥残分とし
て表示した。The amount of the hindered amine compound present on the fiber surface was determined from the difference in dry weight before and after surface treatment, and is shown in Table 1 as the dry residue.
(5)放射線照射
金属缶に封入した上記繊維に、60 Co r線照射
装置を用いて線量率20kにy/hで25kGy照射し
た。(5) Radiation Irradiation The above fiber sealed in a metal can was irradiated with 25 kGy at a dose rate of 20 k y/h using a 60 Cor irradiation device.
(6)臭気評価
照射した金属缶を開封し、臭気度測定装置アラバスタ−
計により、5分間臭気を測定した。(6) Odor evaluation: Open the irradiated metal can and use the odor level measuring device Alabaster.
The odor was measured using a meter for 5 minutes.
(なお、金属缶のみを放射線照射したときの臭気度は3
0である。)
手
続補正書
平成2年Z月 2日(The odor level when only metal cans are irradiated is 3.
It is 0. ) Procedural amendment written Z/2, 1990
Claims (1)
照射されてなるポリオレフィン繊維。(1) A polyolefin fiber that has a hindered amine compound on its surface and is irradiated with radiation.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2155031A JP2877897B2 (en) | 1990-06-15 | 1990-06-15 | Polyolefin fiber |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2155031A JP2877897B2 (en) | 1990-06-15 | 1990-06-15 | Polyolefin fiber |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0450364A true JPH0450364A (en) | 1992-02-19 |
JP2877897B2 JP2877897B2 (en) | 1999-04-05 |
Family
ID=15597161
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2155031A Expired - Fee Related JP2877897B2 (en) | 1990-06-15 | 1990-06-15 | Polyolefin fiber |
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Country | Link |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006255409A (en) * | 2005-03-16 | 2006-09-28 | Tyco Healthcare Group Lp | Polyolefin suture having enhanced durability |
JP2007262600A (en) * | 2006-03-28 | 2007-10-11 | Japan Vilene Co Ltd | Photocatalyst-carrying sheet |
-
1990
- 1990-06-15 JP JP2155031A patent/JP2877897B2/en not_active Expired - Fee Related
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006255409A (en) * | 2005-03-16 | 2006-09-28 | Tyco Healthcare Group Lp | Polyolefin suture having enhanced durability |
JP2007262600A (en) * | 2006-03-28 | 2007-10-11 | Japan Vilene Co Ltd | Photocatalyst-carrying sheet |
Also Published As
Publication number | Publication date |
---|---|
JP2877897B2 (en) | 1999-04-05 |
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