JP2000088825A - Analytical method for analyzing polychlorinated biphenyls (pcb) in insulating oil - Google Patents
Analytical method for analyzing polychlorinated biphenyls (pcb) in insulating oilInfo
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- JP2000088825A JP2000088825A JP10263395A JP26339598A JP2000088825A JP 2000088825 A JP2000088825 A JP 2000088825A JP 10263395 A JP10263395 A JP 10263395A JP 26339598 A JP26339598 A JP 26339598A JP 2000088825 A JP2000088825 A JP 2000088825A
- Authority
- JP
- Japan
- Prior art keywords
- pcb
- insulating oil
- analyzing
- polar solvent
- polychlorinated biphenyls
- 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.)
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、ポリ塩化ビフェニ
ル類（ＰＣＢ）の分析方法に関し、特に分析が困難であ
る絶縁油中のポリ塩化ビフェニルを短時間で高い効率で
分析する方法に関する。The present invention relates to a method for analyzing polychlorinated biphenyls (PCB), and more particularly to a method for analyzing polychlorinated biphenyl in insulating oil, which is difficult to analyze, in a short time and with high efficiency.
【０００２】[0002]
【従来の技術】ポリ塩化ビフェニル類の公知の分析法と
してＪＩＳＫ ００９３に規定されている工場排水中の
ポリ塩素化ビフェニルの試験方法がある。この方法はシ
リカゲル、フロリジルなどの順相系充填剤を使用したカ
ラムクロマトグラフィーにより試料を精製し、電子捕獲
型検出器付きガスクロマトグラフィーにより測定する方
法である。しかし、この方法では低塩素化ポリ塩化ビフ
ェニル類に対する感度が低く、また絶縁油中のポリ塩化
ビフェニル類に対してはクリーンアップの効果が充分で
ないなどの問題点がある。2. Description of the Related Art As a well-known analytical method for polychlorinated biphenyls, there is a test method for polychlorinated biphenyl in factory wastewater specified in JIS K0093. In this method, a sample is purified by column chromatography using a normal-phase packing material such as silica gel or florisil and measured by gas chromatography with an electron capture detector. However, this method has problems that the sensitivity to low chlorinated polychlorinated biphenyls is low, and the effect of cleanup is not sufficient for polychlorinated biphenyls in insulating oil.
【０００３】また、こうした問題点を解決した方法とし
て、ダイオキシン等の分析に用いられているジメチルス
ルホキシドによる液液分配と多層シリカゲルカラムを組
み合わせた前処理を行ない、高分解能質量分析器付きガ
スクロマトグラフィーにより測定する方法がある。しか
し、前処理に数日から１週間程度の膨大な時間を要す
る、前処理操作者の熟練を要する、大量の有機溶剤を使
用しなければならない、高価で複雑な操作を要する高分
解能質量分析器付きガスクロマトグラフィーを使用しな
ければならないなどの問題点がある。As a method for solving such a problem, a pretreatment combining liquid-liquid distribution with dimethyl sulfoxide used for analysis of dioxin and the like and a multi-layer silica gel column is carried out, and gas chromatography with a high-resolution mass spectrometer is performed. There is a method of measuring by using However, a high-resolution mass spectrometer that requires an enormous amount of time from several days to one week for pretreatment, requires the skill of a pretreatment operator, requires a large amount of organic solvent, requires expensive and complicated operation There is a problem that it is necessary to use attached gas chromatography.
【０００４】化学的分解処理方法は、ポリ塩化ビフェニ
ル類を化学反応により脱塩素化するものである。したが
って、反応前には反応条件の設定のためにポリ塩化ビフ
ェニル類濃度の決定を行なう必要があり、反応後にはポ
リ塩化ビフェニル類が分解されたことを確認する必要が
ある。しかし、絶縁油中に混入したポリ塩化ビフェニル
類の分析は上記の通り、従来法では困難である。In the chemical decomposition treatment method, polychlorinated biphenyls are dechlorinated by a chemical reaction. Therefore, before the reaction, it is necessary to determine the concentration of the polychlorinated biphenyls for setting the reaction conditions, and after the reaction, it is necessary to confirm that the polychlorinated biphenyls have been decomposed. However, analysis of polychlorinated biphenyls mixed in insulating oil is difficult by the conventional method as described above.
【０００５】[0005]
【発明が解決しようとする課題】上記の如く、従来で
は、感度が良く、安価かつ簡易な操作でポリ塩化ビフェ
ニル類を分析する技術が見出されていなかった。本発明
は、上記した従来技術の問題点を解消し、短時間で簡便
かつ安価な前処理により、絶縁油中のポリ塩化ビフェニ
ル類、特に低塩素化ポリ塩化ビフェニル類を高い効率で
分析する方法を提供することを課題とする。As described above, a technique for analyzing polychlorinated biphenyls with high sensitivity, low cost and simple operation has not been found. The present invention solves the above-mentioned problems of the prior art, and a method for analyzing polychlorinated biphenyls, particularly low-chlorinated polychlorinated biphenyls in insulating oil with high efficiency by a simple and inexpensive pretreatment in a short time. The task is to provide
【０００６】[0006]
【課題を解決するための手段】本発明は、上記課題を下
記の手段により解決することができた。 （１）絶縁油中に混入したポリ塩化ビフェニル類（ＰＣ
Ｂ）を質量分析器付きガスクロマトグラフィーで分析す
る方法において、極性溶媒を用いて被験試料である絶縁
油中からＰＣＢを抽出し、ＰＣＢを抽出した極性溶媒を
固相抽出器に通してＰＣＢ画分を分離し、該ＰＣＢ画分
からＰＣＢを揮発性溶媒に転溶する前処理を行うことを
特徴とする絶縁油中のＰＣＢの分析方法。According to the present invention, the above-mentioned object has been attained by the following means. (1) Polychlorinated biphenyls (PC
In the method of analyzing B) by gas chromatography with a mass spectrometer, PCB is extracted from insulating oil, which is a test sample, using a polar solvent, and the polar solvent from which the PCB is extracted is passed through a solid phase extractor to remove the PCB. A method for analyzing PCB in insulating oil, comprising separating a PCB fraction from the PCB fraction and performing a pretreatment for converting the PCB into a volatile solvent.
【０００７】（２）前記極性溶媒を用いる被験試料から
のＰＣＢ抽出に際して、極性溶媒と被験試料との混合比
が１：１〜１０：１であることを特徴とする前記（１）
の絶縁油中のＰＣＢの分析方法。 （３）前記極性溶媒が、アセトニトリル、スルホラン、
１，３−ジメチル−２−イミダゾリジノン、ジメチルス
ルホキシド、ジメチルフォルムアミドの中から選ばれた
少なくとも１種あるいは２種以上の混合物であることを
特徴とする前記（１）のＰＣＢの分析方法。 （４）前記固相抽出器が、逆相系充填剤を使用したもの
であることを特徴とする前記（１）のＰＣＢの分析方
法。(2) When extracting a PCB from a test sample using the polar solvent, the mixing ratio between the polar solvent and the test sample is 1: 1 to 10: 1.
Method for analyzing PCB in insulating oil. (3) The polar solvent is acetonitrile, sulfolane,
(1) The method for analyzing a PCB according to the above (1), which is at least one kind or a mixture of two or more kinds selected from 1,3-dimethyl-2-imidazolidinone, dimethylsulfoxide, and dimethylformamide. (4) The method for analyzing a PCB according to the above (1), wherein the solid-phase extractor uses a reversed-phase filler.
【０００８】（５）前記ポリ塩化ビフェニル類が、塩素
化数１から３の低塩素化ポリ塩化ビフェニル類であるこ
とを特徴とする前記（１）の絶縁油中のＰＣＢの分析方
法。 （６）前記極性溶媒による抽出操作が試験管もしくは小
型バイアル瓶を使用することを特徴とする前記（１）の
絶縁油中のＰＣＢの分析方法。 （７）前記質量分析器付きガスクロマトグラフィーが四
重極型質量分析器であることを特徴とする前記（１）の
絶縁油中のＰＣＢの分析方法。(5) The method for analyzing PCB in insulating oil according to (1), wherein the polychlorinated biphenyls are low-chlorinated polychlorinated biphenyls having a chlorination number of 1 to 3. (6) The method for analyzing PCB in insulating oil according to (1), wherein the extraction operation using the polar solvent uses a test tube or a small vial. (7) The method for analyzing PCBs in insulating oil according to (1), wherein the gas chromatography with a mass analyzer is a quadrupole mass analyzer.
【０００９】[0009]
【発明の実施の形態】本発明における分析方法をさらに
詳しく説明する。ポリ塩化ビフェニル類（ＰＣＢ）を含
んだ絶縁油試料に極性溶媒を添加、攪拌し、極性溶媒中
にポリ塩化ビフェニル類を抽出する。得られた溶媒を固
相抽出器に通し、夾雑物を更に取り除いたＰＣＢ画分を
得る。得られたＰＣＢ画分を揮発性溶媒に転溶した後、
四重極型質量分析器付きガスクロマトグラフィー等によ
り測定する。この分析方法による、絶縁油中のポリ塩化
ビフェニル類の定量下限値は２５０ｎｇ／ｇ・絶縁油で
ある。BEST MODE FOR CARRYING OUT THE INVENTION The analysis method of the present invention will be described in more detail. A polar solvent is added to an insulating oil sample containing polychlorinated biphenyls (PCB) and stirred to extract polychlorinated biphenyls in the polar solvent. The obtained solvent is passed through a solid phase extractor to obtain a PCB fraction from which impurities are further removed. After dissolving the obtained PCB fraction in a volatile solvent,
It is measured by gas chromatography with a quadrupole mass spectrometer or the like. The lower limit of quantification of polychlorinated biphenyls in insulating oil according to this analysis method is 250 ng / g · insulating oil.
【００１０】本発明で使用する極性溶媒としては、特に
限定されないが、アセトニトリル、スルホラン、１，３
−ジメチル−２−イミダゾリジノン、ジメチルスルホキ
シド、ジメチルフォルムアミド等を使用することができ
る。しかし、ポリ塩化ビフェニル類の組成の違いにより
抽出効率が異なるため、その組成により極性溶媒を使い
分けることができる。好ましくはジメチルスルホキシド
を使用する。The polar solvent used in the present invention is not particularly limited, but includes acetonitrile, sulfolane, 1,3
-Dimethyl-2-imidazolidinone, dimethylsulfoxide, dimethylformamide and the like can be used. However, since the extraction efficiency varies depending on the composition of the polychlorinated biphenyls, the polar solvent can be used properly depending on the composition. Preferably, dimethyl sulfoxide is used.
【００１１】本発明で使用する固相抽出器とは、液体ク
ロマトグラフィーの簡易法のような原理を利用したもの
で、例えば、吸着剤を充填したカラムの一端から極性溶
媒試料と続いて該試料と同様の極性溶媒を展開溶媒とし
て注入し、他端より流出する所定量の流出液をＰＣＢ画
分として得るものである。この場合、測定を目的とする
ＰＣＢが、展開溶媒のどのくらいの流出量のときに画分
として得られるかを、予備試験にて求めることが好まし
い。この固相抽出器を通すことにより、ＰＣＢを抽出し
た極性溶媒から、夾雑物が更に取り除かれ、ガスクロマ
トグラフィーによる分析が有利になる。The solid phase extractor used in the present invention is based on a principle such as a simple method of liquid chromatography. For example, a polar solvent sample is placed on one end of a column filled with an adsorbent, and then the sample is removed. And a predetermined amount of effluent flowing out from the other end is obtained as a PCB fraction. In this case, it is preferable to determine by a preliminary test how much outflow of the developing solvent can be obtained as a fraction for the PCB to be measured. By passing through the solid phase extractor, contaminants are further removed from the polar solvent from which the PCB is extracted, and analysis by gas chromatography becomes advantageous.
【００１２】固相抽出器に充填する吸着剤としては、特
に限定されないが、逆相系充填剤が好ましく、具体的に
はＣ８シリカ、Ｃ１８シリカなどが挙げられる。また、
本発明で使用する固相抽出器としては、予めカラムに吸
着剤が充填された市販品を利用してもよい。さらに本発
明で使用する固相抽出器の形状としては、上記のカラム
型に限定されず、ディスク型等の固相抽出器を使用する
ことができる。The adsorbent to be packed in the solid phase extractor is not particularly limited, but is preferably a reversed phase filler, and specific examples include C8 silica and C18 silica. Also,
As the solid phase extractor used in the present invention, a commercially available product in which a column is pre-filled with an adsorbent may be used. Further, the shape of the solid phase extractor used in the present invention is not limited to the above-mentioned column type, and a solid phase extractor such as a disk type can be used.
【００１３】固相抽出器を通して得られたＰＣＢ画分か
らＰＣＢを転溶するための揮発性溶媒としては、ガスク
ロマトグラフィーによる分析に支障の無いものであれば
特に限定されないが、ヘキサンまたはトルエン等が好ま
しい。また分析に使用するガスクロマトグラフィーとし
ては、特に限定されないが、四重極型質量分析器付きの
ものが、取扱が容易で、本発明の方法の特徴である迅速
かつ簡便である利点がより生かされるため、好ましい。The volatile solvent for transferring PCB from the PCB fraction obtained through the solid phase extractor is not particularly limited as long as it does not hinder the analysis by gas chromatography. preferable. The gas chromatography used for the analysis is not particularly limited, but those equipped with a quadrupole mass spectrometer are easy to handle and make full use of the advantages of the method of the present invention, which is quick and simple. Is preferred.
【００１４】本発明の分析操作においては、抽出操作、
固相抽出器による分離操作を行なうため、分析成分であ
るポリ塩化ビフェニル類の損失が起こり得る。そのた
め、13Ｃ（質量数１３の炭素）が含まれたポリ塩化ビフ
ェニルの内部標準試料による補正を行なうこともでき
る。また、上記の前処理操作に要する時間および四重極
型質量分析器付きガスクロマトグラフィーによる測定時
間を合わせても２時間以内に結果を得ることができる。In the analysis operation of the present invention, an extraction operation,
Since the separation operation is performed by the solid phase extractor, loss of polychlorinated biphenyls, which are analysis components, may occur. Therefore, it is possible to perform correction using an internal standard sample of polychlorinated biphenyl containing 13 C (carbon having a mass number of 13). Further, even if the time required for the above pretreatment operation and the measurement time by gas chromatography with a quadrupole mass spectrometer are combined, a result can be obtained within 2 hours.
【００１５】[0015]
【実施例】以下、実施例により本発明を具体的に説明す
るが、本発明は、これらの実施例に限定されるものでは
ない。 実施例 図１に本実施例のフローシートを示す。試験管に絶縁油
試料０．５ｇを秤量し、ジメチルスルホキシド２．５ｍ
ｌを加えて、振とう攪拌機を用いて充分に攪拌した。静
置後、ジメチルスルホキシド相（上層）１．０ｍｌを取
り、シリンジを使用してＣ１８シリカ固相抽出器（Ｗａ
ｔｅｒｓ社製 ＳＥＰ−ＰＡＫ−ｔＣ１８）に通液させ
た。固相抽出器から得られた０．５ｍｌまでの溶液に水
およびヘキサンを添加しジメチルスルホキシドからヘキ
サンにポリ塩化ビフェニルを転溶させヘキサン相の１μ
ｌを、四重極型質量分析器付きガスクロマトグラフィー
（Ｈｅｗｌｅｔｔ Ｐａｃｋａｒｄ社 ＨＰ６８９０Ｍ
ＳＤ）の選択的イオン検出法（ＳＩＭ）により測定し
た。先に求めておいた内部標準試料（13Ｃ−ポリ塩化ビ
フェニル）による補正を行った分析値を表１に示す。EXAMPLES The present invention will now be described specifically with reference to examples, but the present invention is not limited to these examples. Embodiment FIG. 1 shows a flow sheet of this embodiment. 0.5 g of an insulating oil sample was weighed into a test tube, and dimethyl sulfoxide 2.5 m
was added, and the mixture was sufficiently stirred using a shaker. After standing, 1.0 ml of the dimethyl sulfoxide phase (upper layer) was taken, and a C18 silica solid phase extractor (Wa) was used using a syringe.
The solution was passed through SEP-PAK-tC18 manufactured by ters. Water and hexane are added to a solution of up to 0.5 ml obtained from the solid phase extractor, and polychlorinated biphenyl is transferred from dimethyl sulfoxide to hexane, and 1 μm of the hexane phase is added.
1 was subjected to gas chromatography with a quadrupole mass spectrometer (HP6890M, Hewlett Packard).
SD) by the selective ion detection method (SIM). Table 1 shows the analysis values corrected by the internal standard sample ( 13C- polychlorinated biphenyl) determined earlier.
【００１６】また併せて、この絶縁油試料についてジメ
チルスルホキシドによる液液分配と多層シリカゲルカラ
ムを組み合わせた前処理を行ない、高分解能質量分析器
付きガスクロマトグラフィーにより測定した結果（精密
法）を示す。両者の結果を比較したところ、本発明の分
析方法により充分に確からしい測定結果を得ることがで
きた。In addition, a result (precision method) of measurement by gas chromatography with a high-resolution mass spectrometer on the insulating oil sample, which was subjected to a pretreatment combining liquid-liquid distribution with dimethyl sulfoxide and a multilayer silica gel column, is shown. Comparing the two results, it was possible to obtain sufficiently reliable measurement results by the analysis method of the present invention.
【００１７】[0017]
【表１】 [Table 1]
【００１８】また、本発明の方法を採らずに絶縁油試料
を希釈してそのまま四重極型質量分析器付きガスクロマ
トグラフフィーで分析した結果を図２に、本発明の方法
による分析結果を図３に示す。ピーク１は２−クロロビ
フェニル、ピーク２は３−クロロビフェニル、ピーク３
は４−クロロビフェニルである。この結果から、本発明
の分析方法をとれば、試料中の夾雑物が容易に取り除か
れ、ガスクロマトグラフフィーによるピークがシャープ
になり分析がし易くなることが分かる。FIG. 2 shows the result of diluting the insulating oil sample without using the method of the present invention and analyzing the diluted sample directly by gas chromatography with a quadrupole mass spectrometer, and FIG. 2 shows the result of analysis by the method of the present invention. 3 is shown. Peak 1 is 2-chlorobiphenyl, peak 2 is 3-chlorobiphenyl, peak 3
Is 4-chlorobiphenyl. From these results, it can be seen that, according to the analysis method of the present invention, impurities in the sample are easily removed, the peak by gas chromatography becomes sharp, and the analysis becomes easy.
【００１９】[0019]
【発明の効果】本発明において絶縁油中に混入したポリ
塩化ビフェニル類の分析方法として、少量の極性溶媒
と、固相抽出器を用いて簡易的に分離し、かつ短時間で
行なう方法を確立することができた。また高分解能質量
分析器付きガスクロマトグラフィーを必要とせず、四重
極型質量分析器付きガスクロマトグラフィーで簡易に分
析することができた。According to the present invention, a method of analyzing polychlorinated biphenyls mixed in insulating oil with a small amount of a polar solvent and a simple method using a solid phase extractor and establishing the method in a short time is established. We were able to. In addition, gas chromatography with a high-resolution mass spectrometer was not required, and analysis was easily performed by gas chromatography with a quadrupole mass spectrometer.
【図１】実施例による分析方法のフローチャート。FIG. 1 is a flowchart of an analysis method according to an embodiment.
【図２】本発明の方法によらずに絶縁油試料を希釈して
分析した結果を示すガスクロマトグラフ。FIG. 2 is a gas chromatograph showing the result of analysis by diluting an insulating oil sample without using the method of the present invention.
【図３】本発明の方法により分析した結果を示すガスク
ロマトグラフ。FIG. 3 is a gas chromatograph showing the results of analysis by the method of the present invention.
１ ２−クロロビフェニル ２ ３−クロロビフェニル ３ ４−クロロビフェニル 1 2-chlorobiphenyl 23-chlorobiphenyl 34-chlorobiphenyl
───────────────────────────────────────────────────── フロントページの続き (72)発明者 有川 彰浩 東京都大田区羽田旭町11番１号 株式会社 荏原製作所内 (72)発明者 岩崎 謙二 東京都大田区羽田旭町11番１号 株式会社 荏原製作所内 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Akihiro Arikawa 11-1 Haneda Asahimachi, Ota-ku, Tokyo Inside Ebara Works Co., Ltd. (72) Inventor Kenji Iwasaki 11-1 Haneda Asahi-cho, Ota-ku, Tokyo EBARA CORPORATION
Claims (4)
類（ＰＣＢ）を質量分析器付きガスクロマトグラフィー
で分析する方法において、極性溶媒を用いて被験試料で
ある絶縁油中からＰＣＢを抽出し、ＰＣＢを抽出した極
性溶媒を固相抽出器に通してＰＣＢ画分を分離し、該Ｐ
ＣＢ画分からＰＣＢを揮発性溶媒に転溶する前処理を行
うことを特徴とする絶縁油中のＰＣＢの分析方法。1. A method for analyzing polychlorinated biphenyls (PCB) mixed in an insulating oil by gas chromatography with a mass spectrometer, wherein the PCB is extracted from the insulating oil as a test sample using a polar solvent, The PCB fraction was separated by passing the polar solvent from which the PCB was extracted through a solid phase extractor to separate the PCB fraction.
A method for analyzing PCB in insulating oil, comprising performing a pretreatment of converting PCB from a CB fraction into a volatile solvent.
ＣＢ抽出に際して、極性溶媒と被験試料との混合比が
１：１〜１０：１であることを特徴とする請求項１記載
の絶縁油中のＰＣＢの分析方法。2. A method for preparing P from a test sample using the polar solvent.
The method for analyzing PCB in insulating oil according to claim 1, wherein the mixing ratio of the polar solvent and the test sample is 1: 1 to 10: 1 during CB extraction.
ホラン、１，３−ジメチル−２−イミダゾリジノン、ジ
メチルスルホキシド、ジメチルフォルムアミドの中から
選ばれた少なくとも１種または２種以上の混合物である
ことを特徴とする請求項１記載のＰＣＢの分析方法。3. The polar solvent is at least one or a mixture of two or more selected from acetonitrile, sulfolane, 1,3-dimethyl-2-imidazolidinone, dimethylsulfoxide, and dimethylformamide. The method for analyzing a PCB according to claim 1, wherein:
したものであることを特徴とする請求項１記載のＰＣＢ
の分析方法。4. The PCB according to claim 1, wherein the solid phase extractor uses a reversed phase filler.
Analysis method.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26339598A JP3578315B2 (en) | 1998-09-17 | 1998-09-17 | Analysis of polychlorinated biphenyls (PCB) in insulating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26339598A JP3578315B2 (en) | 1998-09-17 | 1998-09-17 | Analysis of polychlorinated biphenyls (PCB) in insulating oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000088825A true JP2000088825A (en) | 2000-03-31 |
| JP3578315B2 JP3578315B2 (en) | 2004-10-20 |
Family
ID=17388911
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26339598A Expired - Fee Related JP3578315B2 (en) | 1998-09-17 | 1998-09-17 | Analysis of polychlorinated biphenyls (PCB) in insulating oil |
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| JP (1) | JP3578315B2 (en) |
Cited By (4)
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|---|---|---|---|---|
| JP2002365273A (en) * | 2001-06-11 | 2002-12-18 | Nippon Soda Co Ltd | Method for measuring content of hardly decomposable halogen compound |
| JP2007093440A (en) * | 2005-09-29 | 2007-04-12 | Central Res Inst Of Electric Power Ind | Pcb analysis method, pcb analysis sample inlet device, and pcb analyzer |
| WO2008123393A1 (en) * | 2007-03-29 | 2008-10-16 | Ehime University | Method of extracting polychlorinated biphenyl |
| DE112009001241T5 (en) | 2008-05-23 | 2011-04-07 | Hitachi High-Technologies Corporation | Method and apparatus for analyzing poly (biphenyl chloride) in electrical insulating oil |
-
1998
- 1998-09-17 JP JP26339598A patent/JP3578315B2/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002365273A (en) * | 2001-06-11 | 2002-12-18 | Nippon Soda Co Ltd | Method for measuring content of hardly decomposable halogen compound |
| JP4671541B2 (en) * | 2001-06-11 | 2011-04-20 | 日本曹達株式会社 | A method for measuring the content of a hardly decomposable halogen compound. |
| JP2007093440A (en) * | 2005-09-29 | 2007-04-12 | Central Res Inst Of Electric Power Ind | Pcb analysis method, pcb analysis sample inlet device, and pcb analyzer |
| WO2008123393A1 (en) * | 2007-03-29 | 2008-10-16 | Ehime University | Method of extracting polychlorinated biphenyl |
| JP4465430B2 (en) * | 2007-03-29 | 2010-05-19 | 国立大学法人愛媛大学 | Extraction method of polychlorinated biphenyls |
| JPWO2008123393A1 (en) * | 2007-03-29 | 2010-07-15 | 国立大学法人愛媛大学 | Extraction method of polychlorinated biphenyls |
| US8329473B2 (en) | 2007-03-29 | 2012-12-11 | Ehime University | Method for extracting polychlorinated biphenyls |
| DE112009001241T5 (en) | 2008-05-23 | 2011-04-07 | Hitachi High-Technologies Corporation | Method and apparatus for analyzing poly (biphenyl chloride) in electrical insulating oil |
| US8562910B2 (en) | 2008-05-23 | 2013-10-22 | Hitachi High-Technologies Corporation | Method and apparatus for analysis of poly (biphenyl chloride) in electrical insulating oil |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3578315B2 (en) | 2004-10-20 |
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