JPH06240045A - Method for separating degradable polymer composition - Google Patents
Method for separating degradable polymer compositionInfo
- Publication number
- JPH06240045A JPH06240045A JP3165893A JP3165893A JPH06240045A JP H06240045 A JPH06240045 A JP H06240045A JP 3165893 A JP3165893 A JP 3165893A JP 3165893 A JP3165893 A JP 3165893A JP H06240045 A JPH06240045 A JP H06240045A
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- degradable polymer
- polymer composition
- acid
- degradable
- 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
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
Landscapes
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は分解性ポリマー組成物
を、非分解性ポリマー組成物と区別するに関する。例え
ば、使用済みのポリマーを分別回収する際に、分解性ポ
リマー組成物と非分解性ポリマー組成物を区別して回収
する方法を提供するものである。This invention relates to distinguishing degradable polymer compositions from non-degradable polymer compositions. For example, it provides a method of separately collecting a degradable polymer composition and a non-degradable polymer composition when the used polymer is separated and collected.
【０００２】[0002]
【従来の技術】近年、資源保護の目的から一度使った後
の合成樹脂製の包装材料や容器等のを回収して再びポリ
マー原料として利用することが多くなった。従来、これ
ら合成樹脂製の製品はポリエチレン、ポリプロピレン、
ポリエチレンテレフタレート、ポリ塩化ビニル等の樹脂
類から作られた物が用いられている。また、最近はこれ
ら合成樹脂製の製品を自然環境下での分解性を持ったポ
リマーで作り、海水中や土壌中で分解させたり、回収し
てまとめて分解処理する試みも行われている。2. Description of the Related Art In recent years, for the purpose of resource conservation, it has become more and more common to collect synthetic resin packaging materials, containers, etc., once used and reuse them as polymer raw materials. Traditionally, these synthetic resin products are polyethylene, polypropylene,
Materials made of resins such as polyethylene terephthalate and polyvinyl chloride are used. Recently, attempts have also been made to make these synthetic resin products from polymers that are degradable in the natural environment, to decompose them in seawater or soil, or to collect and collectively decompose them.
【０００３】ところが、これら分解性ポリマーと非分解
性ポリマーで出来た製品は外見上ほとんど区別がつかな
いために、ポリマーを回収リサイクルする場合に分解性
ポリマーの中に非分解性ポリマーが混入したり、逆に非
分解性ポリマーの中に分解性ポリマーが混入するという
問題が生じる。分解性ポリマーの中に非分解性ポリマー
が混入すると、分解が阻害されたり処理後に非分解性ポ
リマーが残って分解処理設備のトラブルの原因になる可
能性がある。また、非分解性ポリマーの中に分解性ポリ
マーが混入すると、回収リサイクルされたポリマーの品
質の劣化をもたらすという大きな問題があった。However, since products made of these degradable polymers and non-degradable polymers are almost indistinguishable from each other in appearance, non-degradable polymers may be mixed in the degradable polymers when the polymers are collected and recycled. On the contrary, there arises a problem that the degradable polymer is mixed into the non-degradable polymer. If the non-degradable polymer is mixed in the degradable polymer, the decomposition may be hindered or the non-degradable polymer may remain after the treatment, causing troubles in the decomposition treatment equipment. Further, if a degradable polymer is mixed into the non-degradable polymer, there is a big problem that the quality of the polymer recovered and recycled is deteriorated.
【０００４】[0004]
【発明が解決しようとする課題】本発明は、分解性ポリ
マー組成物と非分解性ポリマー組成物を区別して、容易
に分別回収するための方法を提供することにある。SUMMARY OF THE INVENTION It is an object of the present invention to provide a method for distinguishing a degradable polymer composition from a non-degradable polymer composition and easily separating and recovering them.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、上記課題
を解決するために、分解性ポリマー組成物に蛍光物質を
添加することにより、紫外線等を照射した場合に発光し
て、非分解性ポリマー組成物と区別できる方法を見いだ
した。In order to solve the above-mentioned problems, the present inventors have added a fluorescent substance to a decomposable polymer composition so that it emits light when irradiated with ultraviolet rays, etc. A method has been found that is distinguishable from the functional polymer composition.
【０００６】すなわち本発明は、分解性ポリマー組成物
に蛍光物質を添加することにより、該分解性ポリマー組
成物を非分解性ポリマー組成物と区別する方法である。That is, the present invention is a method for distinguishing a degradable polymer composition from a non-degradable polymer composition by adding a fluorescent substance to the degradable polymer composition.
【０００７】本発明に用いられる分解性ポリマーは、水
または海水中、土壌または堆肥中、で分解するかまた
は、アルカリ溶液中で加水分解するものである。例え
ば、ポリ−３−ヒドロキシ酪酸、あるいは３−ヒドロキ
シ酪酸と３−ヒドロキシ吉草酸のコポリマー、ポリ乳
酸、ポリグリコール酸、ポリ−ε−カプロラクトンまた
はこられのコポリマー等である。特に、その安全性から
食品包装用途に用いられることが期待されているポリ乳
酸またはポリ乳酸と他のヒドロキシカルボン酸のコポリ
マー（以下ポリ乳酸系ポリマーと記す）が挙げられる。The degradable polymer used in the present invention is one that decomposes in water or seawater, soil or compost, or hydrolyzes in an alkaline solution. For example, poly-3-hydroxybutyric acid, a copolymer of 3-hydroxybutyric acid and 3-hydroxyvaleric acid, polylactic acid, polyglycolic acid, poly-ε-caprolactone, or a copolymer thereof can be used. In particular, polylactic acid or a copolymer of polylactic acid and another hydroxycarboxylic acid (hereinafter referred to as polylactic acid-based polymer), which is expected to be used for food packaging applications due to its safety, can be mentioned.
【０００８】ポリ乳酸系ポリマーに用いられるその他の
ヒドロキシカルボン酸としては、グリコール酸、３−ヒ
ドロキシ酪酸、４−ヒドロキシ酪酸、４−ヒドロキシ吉
草酸、５−ヒドロキシ吉草酸、６−ヒドロキシカプロン
酸等が挙げられる。Other hydroxycarboxylic acids used in the polylactic acid type polymer include glycolic acid, 3-hydroxybutyric acid, 4-hydroxybutyric acid, 4-hydroxyvaleric acid, 5-hydroxyvaleric acid and 6-hydroxycaproic acid. Can be mentioned.
【０００９】ポリ乳酸系ポリマーは、乳酸または乳酸と
他のヒドロキシカルボン酸から直接脱水重縮合するか、
乳酸の環状２量体であるラクタイドまたはヒドロキシカ
ルボン酸の環状エステル中間体、例えばグリコール酸の
２量体であるグリコライド（ＧＬＤ）や６−ヒドロキシ
カプロン酸の環状エステルであるε−カプロラクトン
（ＣＬ）等の共重合可能なモノマーを適宜用いて開環重
合させた物でもよい。The polylactic acid type polymer is directly dehydrated and polycondensed from lactic acid or lactic acid and other hydroxycarboxylic acid, or
Lactide, which is a cyclic dimer of lactic acid, or a cyclic ester intermediate of hydroxycarboxylic acid, for example, glycolide (GLD), which is a dimer of glycolic acid, or ε-caprolactone (CL), which is a cyclic ester of 6-hydroxycaproic acid. A ring-opening polymerized product may be used by appropriately using a copolymerizable monomer such as.
【００１０】直接脱水縮合する場合は、乳酸または乳酸
と他のヒドロキシカルボン酸を好ましくは有機溶媒、特
にフェニルエーテル系溶媒の存在下で共沸脱水縮合し、
特に好ましくは共沸により留出した溶媒から水を除き実
質的に無水の状態にした溶媒を反応系に戻す方法によっ
て重合することにより、本発明に適した強度を持つ高分
子量のポリ乳酸が得られる。In the case of direct dehydration condensation, lactic acid or lactic acid and other hydroxycarboxylic acid are subjected to azeotropic dehydration condensation in the presence of an organic solvent, particularly a phenyl ether type solvent,
Particularly preferably, water is removed from the solvent distilled by azeotropic distillation and the substantially anhydrous solvent is returned to the reaction system to carry out polymerization to obtain a high molecular weight polylactic acid having a strength suitable for the present invention. To be
【００１１】原料としての乳酸は、Ｌ−乳酸またはＤ−
乳酸またはそれらの混合物のいずれでもよい。Lactic acid as a raw material is L-lactic acid or D-lactic acid.
It may be lactic acid or a mixture thereof.
【００１２】分解性ポリマー組成物は、通常公知の熱可
塑性ポリマーまたは可塑剤、さらに各種の改質剤を用い
て、熱可塑性ポリマー組成物とする。公知の熱可塑性ポ
リマーとしては、特に制限はないが、ポリグリコール
酸、ポリε−カプロラクトン等の分解性の物が好まし
い。熱可塑性ポリマー組成物中の乳酸系ポリマーの占め
る割合は、目的とする分解性より任意の割合の物が用い
られるが、一般的には５０％以上が好ましい。又熱可塑
性ポリマー組成物の製造は、公知の混練技術はすべて適
用できるが、組成物の形状はペレット、棒状、紛状等で
用いられる。The degradable polymer composition is made into a thermoplastic polymer composition by using a generally known thermoplastic polymer or plasticizer and various modifiers. The known thermoplastic polymer is not particularly limited, but degradable substances such as polyglycolic acid and poly ε-caprolactone are preferable. The proportion of the lactic acid-based polymer in the thermoplastic polymer composition may be any proportion depending on the desired decomposability, but generally 50% or more is preferable. In addition, all known kneading techniques can be applied to the production of the thermoplastic polymer composition, but the composition is used in the form of pellets, rods, powder or the like.
【００１３】本発明に用いられる蛍光物質としては如何
なるものでもよいが、具体的にはカラーインデックスＶ
ｏｌ．１〜５の蛍光増白剤の分類に記載の化合物が例と
して挙げられるが、その吸収最大波長が、３００ｎｍ以
上、４００ｎｍ以下のものが好ましく、例えば、Ｃ．
Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ２４、
Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ３
２、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ
８７、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ
１６６、等のようなスチルベン系蛍光増白剤、Ｃ．
Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ５２、
Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ１１
２、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ
１５２、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎ
ｔ １５６、等のようなクマリン系蛍光増白剤、Ｃ．
Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ４５、等
のようなイミダゾール系蛍光増白剤、Ｃ．Ｉ．Ｆｌｕｏ
ｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ４０、Ｃ．Ｉ．Ｆｌｕ
ｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ ４６、Ｃ．Ｉ．Ｆｌ
ｕｏｒＢｒｉｇｈｔ Ａｇｅｎｔ ７２、等のようなト
リアゾール系蛍光増白剤、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉ
ｇｈｔ Ａｇｅｎｔ ５５、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒ
ｉｇｈｔ Ａｇｅｎｔ １３５、等のようなオキサゾー
ル系蛍光増白剤、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ
Ａｇｅｎｔ ５１、Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ
Ａｇｅｎｔ １６２、等のようなナフタルイミド系蛍
光増白剤等である。Although any fluorescent substance may be used in the present invention, specifically, the color index V
ol. The compounds described in the classification of optical brighteners of 1 to 5 are mentioned as examples, but those having an absorption maximum wavelength of 300 nm or more and 400 nm or less are preferable, and examples thereof include C.I.
I. Fluor Bright Agent 24,
C. I. Fluor Bright Agent 3
2, C.I. I. Fluor Bright Agent
87, C.I. I. Fluor Bright Agent
166, etc., stilbene-based optical brighteners such as C.I.
I. Fluor Bright Agent 52,
C. I. Fluor Bright Agent11
2, C.I. I. Fluor Bright Agent
152, C.I. I. Fluor Bright Agen
coumarin-based optical brighteners such as C.t.
I. Imidazole-based optical brighteners such as Fluor Bright Agent 45, C.I. I. Fluo
r Bright Agent 40, C.I. I. Flu
or Bright Agent 46, C.I. I. Fl
uorBright Agent 72, etc., a triazole optical brightener, C.I. I. Fluor Bri
ght Agent 55, C.I. I. Fluor Br
oxazole-based optical brighteners such as light Agent 135, C.I. I. Fluor Bright
Agent 51, C.I. I. Fluor Bright
Naphthalimide-based optical brighteners such as Agent 162 and the like.
【００１４】添加方法は、ポリマー組成物に蛍光物質を
添加混合する方法でも良いし、ポリマー組成物を成形後
蛍光染料で染色する方法でもよい。例えば、熱可塑性の
分解性ポリマー組成物に蛍光物質を添加し、混練機で混
合して着色してから押出機から押出して、一旦ペレット
にするかまたはそのままフィルム等の成形品に加工する
方法である。また、分解性ポリマー組成物を溶媒に溶か
し、蛍光物質を添加して混合し、乾燥して粉末を得るか
またはそのままキャストしてフィルムを得る方法でも良
い。さらに、分解性ポリマー組成物をキャストまたは、
押出し成形あるいは射出成形等で成形した後、蛍光染料
溶液中で染色する方法でも良い。The addition method may be a method of adding and mixing a fluorescent substance to the polymer composition, or a method of dyeing the polymer composition with a fluorescent dye after molding. For example, a method of adding a fluorescent substance to a thermoplastic degradable polymer composition, mixing with a kneading machine and coloring and then extruding from an extruder, once pelletizing or directly processing into a molded article such as a film. is there. Alternatively, a method may be used in which the degradable polymer composition is dissolved in a solvent, a fluorescent substance is added and mixed, and dried to obtain a powder, or cast as it is to obtain a film. Furthermore, the degradable polymer composition is cast or
Alternatively, a method of dyeing in a fluorescent dye solution after molding by extrusion molding or injection molding may be used.
【００１５】このようにして得られた、蛍光物質を含む
分解性ポリマーの用途としては、菓子、冷凍食品等の包
装フィルム、野菜、魚等の生鮮食料品の包装フィルム、
刺身、肉等のトレー等や、カップ、ボトル等家庭ゴミの
主要構成成分であったり、電化製品のハウジング等の耐
久消費財であったりするが、これらが廃棄される際に、
紫外線ランプ等で照射して蛍光発光させることにより従
来用いられていた非分解性ポリマーと区別することがで
きる。また、これらの製品を製造する工場において発生
する、端材等の産業廃棄物の場合にも用いることがで
き、このような場合には紫外線の照射と分別を機械等を
用いて自動的に行うこともできる。以下、実施例により
本発明を具体的に説明する。The degradable polymer containing the fluorescent substance thus obtained is used as a packaging film for confectionery, frozen foods and the like, a packaging film for fresh food products such as vegetables and fish,
It is a main component of household waste such as sashimi and meat trays, cups and bottles, and durable consumer goods such as housings for electrical appliances.
It can be distinguished from the conventionally used non-degradable polymer by irradiating it with an ultraviolet lamp or the like to cause fluorescence emission. It can also be used in the case of industrial waste such as scraps generated in the factory that manufactures these products. In such a case, UV irradiation and separation are automatically performed using a machine or the like. You can also Hereinafter, the present invention will be specifically described with reference to examples.
【００１６】[0016]
製造例１ Ｌ−ラクタイド１０ｋｇ（１．５モル）およびオクタン
酸スズ０．０１重量％と、ラウリルアルコール０．０３
重合％を、攪拌機を備えた肉厚の円筒型ステンレス製重
合容器へ封入し、真空で２時間脱気した後窒素ガスで置
換した。この混合物を窒素雰囲気下で攪拌しつつ２００
℃で３時間加熱した。温度をそのまま保ちながら、排気
管及びガラス製受器を介して真空ポンプにより徐々に脱
気し反応容器内を３ｍｍＨｇまで減圧にした。脱気開始
から１時間後、モノマーや低分子量揮発分の留出がなく
なったので、容器内を窒素置換し、容器下部からポリマ
ーを紐状に抜き出してペレット化し、ポリＬ−乳酸を得
た。このポリマーの分子量は約１０万であった。Production Example 1 10 kg (1.5 mol) of L-lactide, 0.01% by weight of tin octoate, and 0.03 of lauryl alcohol
Polymerization% was sealed in a thick cylindrical stainless steel polymerization container equipped with a stirrer, deaerated under vacuum for 2 hours, and then replaced with nitrogen gas. This mixture is stirred under a nitrogen atmosphere for 200
Heated at ° C for 3 hours. While maintaining the temperature as it was, the inside of the reaction vessel was depressurized to 3 mmHg by gradually degassing with a vacuum pump through an exhaust pipe and a glass receiver. One hour after the start of degassing, the distillation of the monomer and low-molecular-weight volatile matter disappeared, so the interior of the container was replaced with nitrogen, and the polymer was extracted from the lower part of the container in the form of a string and pelletized to obtain poly L-lactic acid. The molecular weight of this polymer was about 100,000.
【００１７】製造例２ ９０％Ｌ−乳酸１０．０ｋｇを１５０℃／５０ｍｍＨｇ
で３時間攪拌しながら水を留出させた後、錫末６．２ｇ
を加え、１５０℃／３０ｍｍＨｇでさらに２時間攪拌し
てオリゴマー化した。このオリゴマーに錫末２８．８ｇ
とジフェニルエーテル２１．１ｋｇを加え、１５０℃／
３５ｍｍＨｇで共沸脱水反応を行い留出した水と溶媒を
水分離器で分離して溶媒のみを反応機に戻した。２時間
後、反応機に戻す有機溶媒を４．６ｋｇのモレキュラシ
ーブ３Ａを充填したカラムに通してから反応機に戻るよ
うにして、１５０℃／３５ｍｍＨｇで４０時間反応を行
い平均分子量Ｍｗ＝１１０，０００のポリ乳酸溶液を得
た。この溶液に脱水したジフェニルエーテル４４ｋｇを
加え希釈した後４０℃まで冷却して、析出した結晶を濾
過し、１０ｋｇのｎ−ヘキサンで３回洗浄して６０℃／
５０ｍｍＨｇで乾燥した。この粉末を０．５Ｎ−ＨＣｌ
１２．ｋｇとエタノール１２．０ｋｇを加え、３５℃で
１時間攪拌した後濾過し、６０℃／５０ｍｍＨｇで乾燥
して、ポリ乳酸粉末６．１ｋｇ（収率８５％）を得た。
この粉末をペレット化機で処理しペレット状にして以下
の試験に用いた。得られたポリマーの平均分子量はＭｗ
＝１１０、０００であった。Production Example 2 10.0 kg of 90% L-lactic acid was added to 150 ° C./50 mmHg.
After distilling water while stirring for 3 hours, 6.2 g of tin powder
Was added, and the mixture was stirred at 150 ° C./30 mmHg for 2 hours for oligomerization. 28.8 g of tin powder in this oligomer
And 21.1 kg of diphenyl ether were added, and 150 ° C /
The azeotropic dehydration reaction was carried out at 35 mmHg, and the distilled water and the solvent were separated by a water separator, and only the solvent was returned to the reactor. After 2 hours, the organic solvent returned to the reactor was passed through a column packed with 4.6 kg of molecular sieve 3A, and then returned to the reactor to carry out a reaction at 150 ° C./35 mmHg for 40 hours to give an average molecular weight Mw = 110,000. A polylactic acid solution of After adding 44 kg of dehydrated diphenyl ether to this solution and diluting, it was cooled to 40 ° C., and the precipitated crystals were filtered, washed with 10 kg of n-hexane three times, and 60 ° C. /
It was dried at 50 mmHg. This powder was added to 0.5N-HCl
12. kg and ethanol 12.0 kg were added, and the mixture was stirred at 35 ° C. for 1 hour, filtered, and dried at 60 ° C./50 mmHg to obtain polylactic acid powder 6.1 kg (yield 85%).
This powder was processed in a pelletizer to be pelletized and used in the following tests. The average molecular weight of the obtained polymer is Mw.
= 110,000.
【００１８】製造例３ ９０％Ｌ−乳酸１０．０ｋｇを９０％Ｌ−乳酸８．０ｋ
ｇと９０％ＤＬ−乳酸２ｋｇに変えたほかは製造例２と
同様にして重合、ペレット化し、ポリ乳酸を得た。この
ポリマーの分子量は約１０万であった。Production Example 3 10.0 kg of 90% L-lactic acid was added to 8.0 k of 90% L-lactic acid.
g and 90% DL-lactic acid were changed to 2 kg, and polymerization and pelletization were carried out in the same manner as in Production Example 2 to obtain polylactic acid. The molecular weight of this polymer was about 100,000.
【００１９】製造例４ ９０％Ｌ−乳酸１０．０ｋｇを９０％Ｌ−乳酸９．０ｋ
ｇと７０％グリコール酸１．３ｋｇに変えた他は製造例
２と同様にして重合、ペレット化し、Ｌ−乳酸とグリコ
ール酸の共重合体を得た。このポリマーの分子量は１０
万であった。Production Example 4 10.0 kg of 90% L-lactic acid was added to 9.0 k of 90% L-lactic acid.
g and 70% glycolic acid were changed to 1.3 kg and polymerized and pelletized in the same manner as in Production Example 2 to obtain a copolymer of L-lactic acid and glycolic acid. The molecular weight of this polymer is 10
It was good.
【００２０】製造例５ 製造例２で得られたポリマーを濃度約１０％になるよう
にクロロホルムに溶解して１５０ｍｍ×１５０ｍｍのガ
ラス板上に塗布し、６０℃で４時間減圧下乾燥すること
により厚さ２５〜３０μのフィルムを得た。Production Example 5 The polymer obtained in Production Example 2 was dissolved in chloroform to a concentration of about 10%, applied on a glass plate of 150 mm × 150 mm, and dried at 60 ° C. under reduced pressure for 4 hours. A film having a thickness of 25 to 30 μm was obtained.
【００２１】製造例６ 製造例２で得られたポリマーのかわりに製造例３で得ら
れたポリマーを用いた以外は、製造例５と同様にして厚
さ２５〜３０μのフィルムを得た。Production Example 6 A film having a thickness of 25 to 30 μm was obtained in the same manner as in Production Example 5 except that the polymer obtained in Production Example 3 was used instead of the polymer obtained in Production Example 2.
【００２２】尚、ポリマーの平均分子量（重量平均分子
量）はポリスチレンを標準としてゲルパーミエーション
クロマトグラフィーにより以下の条件で測定した。 装置 ：島津ＬＣ−１０ＡＤ 検出器：島津ＲＩＤ−６Ａ カラム：日立化成ＧＬ−Ｓ３５０ＤＴ−５、ＧＬ−Ｓ３
７０ＤＴ−５ 溶媒 ：クロロホルム 濃度 ：１％ 注入量：２０μｌ 流速 ：１．０ｍｌ／ｍｉｎThe average molecular weight (weight average molecular weight) of the polymer was measured by gel permeation chromatography using polystyrene as a standard under the following conditions. Device: Shimadzu LC-10AD Detector: Shimadzu RID-6A Column: Hitachi Chemical GL-S350DT-5, GL-S3
70DT-5 Solvent: Chloroform Concentration: 1% Injection volume: 20 μl Flow rate: 1.0 ml / min
【００２３】実施例１ 製造例１で得られたポリマーに、Ｃ．Ｉ．Ｆｌｕｏｒ
Ｂｒｉｇｈｔ Ａｇｅｎｔ １１５ を０．２％添加、
混練し、６５ｍｍφのダイスとスリット式１段の冷却環
を備えた４０ｍｍφの押出し機を用い、押出し量４ｋｇ
／Ｈｒ、押出し温度２００℃でインフレーション加工す
ることにより厚さ４０μｍ、折径３００ｍｍの円筒状の
フィルムを得た。このフィルムに、波長３６５ｎｍの紫
外線を照射すると紫色に発光した。Example 1 The polymer obtained in Production Example 1 was mixed with C.I. I. Fluor
Add Bright Agent 115 0.2%,
Kneading and using a 40 mmφ extruder equipped with a 65 mmφ die and a slit-type one-stage cooling ring, extrusion amount of 4 kg
/ Hr and an extrusion temperature of 200 ° C. were subjected to an inflation process to obtain a cylindrical film having a thickness of 40 μm and a folding diameter of 300 mm. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２４】実施例２ 製造例２で得られたポリマー３ｇと、Ｃ．Ｉ．Ｆｌｕｏ
ｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ １６２ ６ｍｇを２７
ｇのクロロホルムに溶解し、１５０ｍｍ×１５０ｍｍの
ガラス板上に塗布し、６０℃で４時間減圧下乾燥するこ
とにより厚さ２５〜３０μのフィルムを得た。このフィ
ルムに、波長３６５ｎｍの紫外線を照射すると紫色に発
光した。Example 2 3 g of the polymer obtained in Production Example 2 and C.I. I. Fluo
r Bright Agent 162 6 mg to 27
It was dissolved in g of chloroform, applied on a glass plate of 150 mm × 150 mm, and dried under reduced pressure at 60 ° C. for 4 hours to obtain a film having a thickness of 25 to 30 μm. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２５】実施例３ Ｃ．Ｉ．Ｆｌｕｏｒ Ｂｒｉｇｈｔ Ａｇｅｎｔ １３
５ ７ ０．２４ｇを水６００ｇに溶解し、製造例５で
得られたフィルムを浸漬して攪拌下１１０℃で１時間染
色した。このフィルムに、波長３６５ｎｍの紫外線を照
射すると紫色に発光した。Example 3 C. I. Fluor Bright Agent 13
0.27 g of 5 7 was dissolved in 600 g of water, the film obtained in Production Example 5 was immersed and dyed at 110 ° C. for 1 hour with stirring. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２６】実施例４ 製造例５で得られたフィルムのかわりに、製造例６で得
られたフィルムを用いた以外は実施例３と同様にしてフ
ィルムを得た。このフィルムに、波長３６５ｎｍの紫外
線を照射すると紫色に発光した。Example 4 A film was obtained in the same manner as in Example 3 except that the film obtained in Production Example 6 was used instead of the film obtained in Production Example 5. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２７】実施例５ 製造例２で得られたポリマーのかわりに、製造例４で得
られたポリマーを用いた以外は実施例２と同様にして厚
さ２５〜３０μのフィルムを得た。このフィルムに、波
長３６５ｎｍの紫外線を照射すると紫色に発光した。Example 5 A film having a thickness of 25 to 30 μm was obtained in the same manner as in Example 2 except that the polymer obtained in Production Example 4 was used instead of the polymer obtained in Production Example 2. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２８】実施例６ 製造例２で得られたポリマー３．０ｇのかわりに、製造
例２で得られたポリマー２．７ｇとグリセリントリアセ
テート０．３ｇを用いた以外は実施例２と同様にして厚
さ２５〜３０μのフィルムを得た。このフィルムに、波
長３６５ｎｍの紫外線を照射すると紫色に発光した。Example 6 In the same manner as in Example 2 except that 2.7 g of the polymer obtained in Production Example 2 and 0.3 g of glycerin triacetate were used instead of 3.0 g of the polymer obtained in Production Example 2. A film having a thickness of 25 to 30 μm was obtained. When this film was irradiated with ultraviolet rays having a wavelength of 365 nm, it emitted a purple color.
【００２９】実施例７ 製造例２で得られたポリマーのかわりに、ポリヒドロキ
シフチレートとポリヒドロキシバレレートの共重合体
（分子量１９万）を用いた以外は実施例２と同様にして
厚さ２５〜３０μのフィルムを得た。このフィルムに、
波長３６５ｎｍの紫外線を照射すると紫色に発光した。Example 7 The thickness was the same as in Example 2 except that a copolymer of polyhydroxyphthalate and polyhydroxyvalerate (molecular weight 190,000) was used in place of the polymer obtained in Production Example 2. A film having a thickness of 25 to 30 μ was obtained. In this film,
When it was irradiated with ultraviolet light having a wavelength of 365 nm, it emitted purple light.
【００３０】[0030]
【発明の効果】本発明により分解性ポリマーと非分解性
のポリマーを区別することができ、ポリマーを回収リサ
イクルする場合に分解性ポリマーの中に非分解性ポリマ
ーが混入したり、逆に非分解性ポリマーの中に分解性ポ
リマーが混入するという問題が生じるおそれを無くすこ
とが出来る。INDUSTRIAL APPLICABILITY According to the present invention, a degradable polymer and a non-degradable polymer can be distinguished from each other, and when recovering and recycling the polymer, the non-degradable polymer is mixed with the degradable polymer, or conversely, non-degradable polymer. It is possible to eliminate the possibility of causing a problem that a degradable polymer is mixed into the functional polymer.
Claims (6)
することにより、該分解性ポリマー組成物を非分解性ポ
リマー組成物と区別する方法。1. A method for distinguishing a degradable polymer composition from a non-degradable polymer composition by adding a fluorescent substance to the degradable polymer composition.
方法。2. The method of claim 1, wherein the fluorescent material is an optical brightener.
以上、４００ｎｍ以下である請求項１の方法。3. The absorption maximum wavelength of the optical brightener is 300 nm.
The method according to claim 1, which is 400 nm or less.
と他のヒドロキシカルボン酸のコポリマーを主成分とす
る熱可塑性ポリマー組成物である請求項１の方法。4. The method of claim 1 wherein the degradable polymer is a thermoplastic polymer composition based on polylactic acid or a copolymer of lactic acid and other hydroxycarboxylic acids.
の混合物である請求項４記載の方法。5. The method according to claim 4, wherein the lactic acid is L-lactic acid, D-lactic acid or a mixture thereof.
ある請求項４記載の方法。6. The method according to claim 4, wherein the hydroxycarboxylic acid is glycolic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03165893A JP3512208B2 (en) | 1993-02-22 | 1993-02-22 | Method for separating degradable polymer composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03165893A JP3512208B2 (en) | 1993-02-22 | 1993-02-22 | Method for separating degradable polymer composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06240045A true JPH06240045A (en) | 1994-08-30 |
| JP3512208B2 JP3512208B2 (en) | 2004-03-29 |
Family
ID=12337251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP03165893A Expired - Lifetime JP3512208B2 (en) | 1993-02-22 | 1993-02-22 | Method for separating degradable polymer composition |
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| Country | Link |
|---|---|
| JP (1) | JP3512208B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007112017A (en) * | 2005-10-20 | 2007-05-10 | Sharp Corp | Recycling method of plastic waste and management system for regenerated plastic |
| EP1801148A1 (en) * | 2005-12-20 | 2007-06-27 | Total Petrochemicals Research Feluy | Method for sorting and recycling polypropylene articles |
| JP2010180345A (en) * | 2009-02-06 | 2010-08-19 | Mitsubishi Plastics Inc | Polyester film |
| JP2021023858A (en) * | 2019-08-01 | 2021-02-22 | エア・ウォーター株式会社 | Collection device, waste sorting method, and waste sorting program |
-
1993
- 1993-02-22 JP JP03165893A patent/JP3512208B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007112017A (en) * | 2005-10-20 | 2007-05-10 | Sharp Corp | Recycling method of plastic waste and management system for regenerated plastic |
| JP4526466B2 (en) * | 2005-10-20 | 2010-08-18 | シャープ株式会社 | Plastic waste recycling method and recycled plastic management system |
| EP1801148A1 (en) * | 2005-12-20 | 2007-06-27 | Total Petrochemicals Research Feluy | Method for sorting and recycling polypropylene articles |
| WO2007071702A1 (en) * | 2005-12-20 | 2007-06-28 | Total Petrochemicals Research Feluy | Method for sorting and recycling polypropylene articles |
| JP2010180345A (en) * | 2009-02-06 | 2010-08-19 | Mitsubishi Plastics Inc | Polyester film |
| JP2021023858A (en) * | 2019-08-01 | 2021-02-22 | エア・ウォーター株式会社 | Collection device, waste sorting method, and waste sorting program |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3512208B2 (en) | 2004-03-29 |
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