JPH0222558A - Method and device for analyzing carbonyl compound - Google Patents
Method and device for analyzing carbonyl compoundInfo
- Publication number
- JPH0222558A JPH0222558A JP17202688A JP17202688A JPH0222558A JP H0222558 A JPH0222558 A JP H0222558A JP 17202688 A JP17202688 A JP 17202688A JP 17202688 A JP17202688 A JP 17202688A JP H0222558 A JPH0222558 A JP H0222558A
- Authority
- JP
- Japan
- Prior art keywords
- carbonyl
- reagent
- eluate
- column
- sample
- 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
- 238000000034 method Methods 0.000 title claims abstract description 9
- 150000001728 carbonyl compounds Chemical class 0.000 title claims description 41
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 27
- 238000004458 analytical method Methods 0.000 claims description 8
- 238000001514 detection method Methods 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 238000002835 absorbance Methods 0.000 claims description 2
- 230000035945 sensitivity Effects 0.000 abstract description 7
- 239000007793 ph indicator Substances 0.000 abstract description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract description 5
- 239000000203 mixture Substances 0.000 abstract 2
- POCUPXSSKQAQRY-UHFFFAOYSA-N hydroxylamine;hydrate Chemical compound O.ON POCUPXSSKQAQRY-UHFFFAOYSA-N 0.000 abstract 1
- 239000003480 eluent Substances 0.000 description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 6
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
- 238000004811 liquid chromatography Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 3
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 3
- 229940015043 glyoxal Drugs 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- OLQIKGSZDTXODA-UHFFFAOYSA-N 4-[3-(4-hydroxy-2-methylphenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-3-methylphenol Chemical compound CC1=CC(O)=CC=C1C1(C=2C(=CC(O)=CC=2)C)C2=CC=CC=C2S(=O)(=O)O1 OLQIKGSZDTXODA-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- ABIUHPWEYMSGSR-UHFFFAOYSA-N bromocresol purple Chemical compound BrC1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(Br)C(O)=C(C)C=2)=C1 ABIUHPWEYMSGSR-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000004451 qualitative analysis Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Landscapes
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、カルボニル化合物を生産または副生ずる工業
およびカルボニル化合物を消費する工業において、カル
ボニル化合物の定性分析および定量分析に有効に使用す
ることができる、カルボニル化合物の分析方法およびそ
の装置に関するδ［従来の技術］
カルボニル化合物を含む試料を液体クロマトグラフィー
により分離検出するには、示差屈折計を利用できる。し
かし、示差屈折計を使用する検出では、試料中に含まれ
る狭雑物によって妨害を受けやすく、カルボニル化合物
以外の成分も同時に検出されて、カルボニル化合物を正
確に測定できないという欠点を有する。Detailed Description of the Invention [Field of Industrial Application] The present invention can be effectively used for qualitative and quantitative analysis of carbonyl compounds in industries that produce or by-produce carbonyl compounds and industries that consume carbonyl compounds. [Background Art] A differential refractometer can be used to separate and detect a sample containing a carbonyl compound by liquid chromatography. However, detection using a differential refractometer has the drawback that it is easily interfered with by impurities contained in the sample, and components other than carbonyl compounds are detected at the same time, making it impossible to accurately measure carbonyl compounds.
また、カルボニル化合物を選択的に検出するには、カル
ボニル化合物と２，４−ジニトロフェニルヒドラゾンと
を反応させ、その誘導体としてカルボニル−２，４−ジ
ニトロフェニルヒドラゾンを生成させ、これを液体クロ
マトグラフィーによって分離後、−分光光度計によって
検出する方法が知られている〔ジャーナル・オブ・クロ
マトグラフィツク・サイエンス（Ｊ、 ｏｒ、 ｃｈｒ
ｏａ＋ａｔｏｇｒ。In addition, in order to selectively detect carbonyl compounds, carbonyl compounds and 2,4-dinitrophenylhydrazone are reacted to produce carbonyl-2,4-dinitrophenylhydrazone as a derivative thereof, which is then subjected to liquid chromatography. After separation, - it is known how to detect it by means of a spectrophotometer [Journal of Chromatographic Science (J, or, chr.
oa+atogr.
Ｓｃ１．、）第１Ｏ巻、７４７〜７５０頁（１９７２年
）〕。Sc1. ) Volume 1O, pp. 747-750 (1972)].
この方法は、カルボニル−２，４−ジニトロフェニルヒ
ドラゾンをカラムで分離後、波長２５４ｎ１１で検出し
ている。In this method, carbonyl-2,4-dinitrophenylhydrazone is separated using a column and then detected at a wavelength of 254n11.
しかし、この方法は、カルボニル化合物を選択的に検出
でき、かつ検出感度が優れているが、その反面、誘導化
する作業が■反応時間がかかる、■定量的に反応を完結
しなければならない、などから分析の定量性、迅速性に
欠けるという難点を有する。However, although this method can selectively detect carbonyl compounds and has excellent detection sensitivity, on the other hand, the derivatization process takes a long reaction time, and the reaction must be completed quantitatively. For these reasons, it has the disadvantage of lacking quantitative and rapid analysis.
［発明が解決しようとする課題］
本発明の目的は、前記従来技術の欠点を克服し、カルボ
ニル化合物を含む試料中の狭雑物による妨害を受けるこ
とがなく、かつカルボニル化合物を予め誘導体化する必
要もなく、カルボニル化合物を高感度で迅速に分析でき
るカルボニル化合物の分析方法およびその装置を提供す
るにある。[Problems to be Solved by the Invention] The object of the present invention is to overcome the drawbacks of the prior art described above, to avoid interference from contaminants in samples containing carbonyl compounds, and to derivatize carbonyl compounds in advance. An object of the present invention is to provide a carbonyl compound analysis method and an apparatus therefor, which can analyze carbonyl compounds quickly and with high sensitivity without the need for such analysis.
［課題を解決するための手段］
本発明によって上記目的を達成し得るカルボニル化合物
の分析方法およびその装置が提供される。[Means for Solving the Problems] The present invention provides a carbonyl compound analysis method and an apparatus therefor that can achieve the above objects.
すなわち、本発明は、カルボニル化合物を含有する試料
または該試料を液体クロマトグラフィーのカラムを通過
させて得られたカラム溶出液に、塩酸ヒドロキシルアミ
ンおよびｐＨ指示薬を含む反応試薬を加えて反応させ、
次いで得られた反応液の吸光度を測定して各カルボニル
化合物を分析することを特徴とするカルボニル化合物の
分析方法に関する。That is, the present invention involves adding a reaction reagent containing hydroxylamine hydrochloride and a pH indicator to a sample containing a carbonyl compound or a column eluate obtained by passing the sample through a liquid chromatography column, and causing a reaction.
The present invention relates to a method for analyzing carbonyl compounds, characterized in that each carbonyl compound is analyzed by measuring the absorbance of the reaction solution obtained.
また、本発明は、カルボニル化合物を含有する試料のカ
ルボニル化合物を分離する液体クロマトグラフ部、カラ
ムからの溶出液の流路途中に、塩酸ヒドロキシルアミン
およびｐＨ指示薬を含む反応試薬を供給するための流路
を接続した反応試薬導入部、反応部および検出部を含む
ことを特徴とするカルボニル化合物の分析装置に関する
。The present invention also provides a liquid chromatography section for separating carbonyl compounds from a sample containing carbonyl compounds, and a flow path for supplying a reaction reagent containing hydroxylamine hydrochloride and a pH indicator in the flow path of the eluate from the column. The present invention relates to a carbonyl compound analysis device comprising a reaction reagent introduction section, a reaction section, and a detection section connected to each other.
以下、図面を参照しながら本発明の詳細な説明する。Hereinafter, the present invention will be described in detail with reference to the drawings.
第１図は、本発明に係る分析装置の一例を示すブロック
ダイヤグラムであり、各機器は管を通じて連結されてい
る。第１図において、溶離液貯槽１から溶離液が溶離液
ポンプ３によってカラム８へ定量供給される。溶離液貯
槽１に収容されている溶離液としては、通常水に０〜４
０％程度のアセトニトリルを添加したものが用いられる
。その他、水−メチルアルコール、水−エチルアルコー
ルからなる溶液も溶離液として利用できる。FIG. 1 is a block diagram showing an example of an analyzer according to the present invention, in which each device is connected through a tube. In FIG. 1, an eluent is quantitatively supplied from an eluent storage tank 1 to a column 8 by an eluent pump 3. The eluent contained in the eluent storage tank 1 is usually water containing 0 to 4
The one to which approximately 0% acetonitrile is added is used. In addition, solutions consisting of water-methyl alcohol and water-ethyl alcohol can also be used as eluents.
カラム８に充填される充填剤としては、分配吸着作用に
よって分離が行なわれる充填剤、例えばポリメタクリレ
ート系ゲル、シリカゲルにオクタデシル基を結合させた
ゲル、分子ふるい作用によって分離が行なわれる充填剤
、例えばポリビニルアルコール系ゲルなどがあげられる
。The packing material packed in the column 8 may include a packing material that performs separation by a partition adsorption action, such as a polymethacrylate gel, a gel made of silica gel with octadecyl groups bonded to it, a packing material that performs a separation by a molecular sieving action, such as Examples include polyvinyl alcohol gel.
２は溶離液中の溶存ガス除去装置、４は溶離液の圧力計
、５はダンパーである。８は恒温槽であり、室温から１
００℃までの任意の温度に設定できる。2 is a device for removing dissolved gas in the eluent, 4 is a pressure gauge for the eluent, and 5 is a damper. 8 is a constant temperature bath, from room temperature to 1
It can be set to any temperature up to 00°C.
反応試薬貯槽１４の中の反応試薬は、溶存ガス除去装置
１５を通り、反応試薬ポンプ１Ｇによって定量送液され
る。この送液圧は、圧力計１７に指示され、抵抗器１９
とダンパー１８の相互作用によって脈流が除去される。The reaction reagent in the reaction reagent storage tank 14 passes through the dissolved gas removal device 15 and is fed in a fixed amount by the reaction reagent pump 1G. This liquid feeding pressure is indicated by the pressure gauge 17, and is indicated by the resistor 19.
The pulsating flow is removed by the interaction between the damper 18 and the damper 18.
反応試薬貯槽１４に収容されている反応試薬は、塩酸ヒ
ドロキシルアミンおよびｐＨ指示薬の水溶液であり、そ
の他にｐＨ緩衝剤を含んでいても良い。The reaction reagent contained in the reaction reagent storage tank 14 is an aqueous solution of hydroxylamine hydrochloride and a pH indicator, and may also contain a pH buffer.
ｐＨ指示薬としては、例えばブロムフェノールブルー、
ブロムクレゾールパープル等があげられる。Examples of pH indicators include bromophenol blue,
Examples include bromcresol purple.
ｐｉ指示薬の添加量は、約０．２ｎ＋Ｍが適当である。The appropriate amount of the pi indicator to be added is about 0.2n+M.
カラム溶出液は、カラム８と反応器９との間に設けられ
た反応試薬導入口２０から導入された反応液と合流した
後、反応器９に入る。The column eluate enters the reactor 9 after merging with the reaction solution introduced from the reaction reagent inlet 20 provided between the column 8 and the reactor 9 .
反応器９は、恒温槽内に設置された細管によって構成し
ても良い。冷却器ｌＯは、冷却水中に細管を挿入するか
、または反応器温度が比較的低温の場合は、細管を保温
したもので構成する。冷却器１０の次には分光光度計１
１．記録計１２、廃液貯槽１３が設置される。The reactor 9 may be constituted by a thin tube installed in a constant temperature bath. The cooler 10 is constructed by inserting a thin tube into cooling water, or by keeping the thin tube warm if the reactor temperature is relatively low. Next to the cooler 10 is a spectrophotometer 1
1. A recorder 12 and a waste liquid storage tank 13 are installed.
以下、上記構成からなるカルボニル化合物の分折装置を
用いたカルボニル化合物の分析方法を説明する。A method for analyzing carbonyl compounds using the carbonyl compound spectrometer having the above configuration will be described below.
まず、溶離液ポンプ３と反応試薬ポンプ１６を作動させ
て、溶離液と、塩酸ヒドロキシルアミンおよびｐｉ指示
薬を含む反応試薬とを反応器９に流して定常状態を維持
する。First, the eluent pump 3 and the reaction reagent pump 16 are operated to flow the eluent and the reaction reagent containing hydroxylamine hydrochloride and the pi indicator into the reactor 9 to maintain a steady state.
次いで、試料注入器６からカルボニル化合物を含有する
試料をカラム８に注入すると、カラムで試料が成分ごと
に分離されて溶出される。カラム溶出液は、カラム８と
反応器９の間に設けられた反応試薬導入口２０から導入
された反応試薬と混合されて反応器９に入り、反応が促
進され冷却器ｌＯに入り冷却される。Next, when a sample containing a carbonyl compound is injected into the column 8 from the sample injector 6, the sample is separated into components in the column and eluted. The column eluate is mixed with the reaction reagent introduced from the reaction reagent inlet 20 provided between the column 8 and the reactor 9, enters the reactor 9, the reaction is promoted, and is cooled by entering the cooler IO. .
この過程で分離された各カルボニル化合物は、塩酸ヒド
ロキシルアミンと反応し、溶出液のｐＨを変化させ、ｐ
Ｈ指示薬を発色させる。成分濃度は、分光光度計ＩＩに
よって検出される。Each carbonyl compound separated in this process reacts with hydroxylamine hydrochloride, changing the pH of the eluate and p
Develops color from H indicator. Component concentrations are detected by Spectrophotometer II.
このようにしてカルボニル化合物を高感度で分析するこ
とができる。In this way, carbonyl compounds can be analyzed with high sensitivity.
なお、本発明の分析装置は、第１図に示すものに限定さ
れず、要旨を変えない範囲で変形できるものである。The analyzer of the present invention is not limited to that shown in FIG. 1, and can be modified without changing the gist.
本発明の分析方法に適用できるカルボニル化合物として
は、カルボニル基を有する化合物、例えばホルムアルデ
ヒド、アセトアルデヒド、アクリルアルデヒド、クロト
ンアルデヒド、グリオキザールなどのアルデヒド類、ア
セトン、メチルエチルケトンなどのケトン類があげられ
る。Examples of carbonyl compounds applicable to the analysis method of the present invention include compounds having a carbonyl group, such as aldehydes such as formaldehyde, acetaldehyde, acrylaldehyde, crotonaldehyde, and glyoxal, and ketones such as acetone and methyl ethyl ketone.
［作 用］
本発明においては、反応試薬中の塩酸ヒドロキシルアミ
ンがカルボニル化合物と下記のごとく選択的に反応する
ため、カルボニル化合物を含む試料中に含まれる狭雑物
の妨害を受けることがなく、カルボニル化合物を高感度
で、かつ迅速に検出できるものと考えられる。[Function] In the present invention, since hydroxylamine hydrochloride in the reaction reagent selectively reacts with the carbonyl compound as described below, it is not interfered with by impurities contained in the sample containing the carbonyl compound. It is believed that carbonyl compounds can be detected quickly and with high sensitivity.
カルボニル化合物は、塩酸ヒドロキシルアミンと反応し
て塩酸を遊離する。The carbonyl compound reacts with hydroxylamine hydrochloride to liberate hydrochloric acid.
（以下余白） 以下、実施例をあげて本発明をさらに詳細に説明する。(Margin below) Hereinafter, the present invention will be explained in more detail with reference to Examples.
実施例 １
第１図に示す分析装置を用いてカルボニル化合物の分析
を行った。条件を以下に示す。Example 1 A carbonyl compound was analyzed using the analyzer shown in FIG. The conditions are shown below.
カ ラ ム ：
ポリアクリレートゲル充填（商品名 ５ｈｏｄｅｘＤＥ
−［ｉ１３．昭和電工■社製）
カラム温度：４０℃
溶 離 液ニ
アセトニトリル＋脱イオン水（容量比に９）溶離液流量
： １ ｍｌ ／ ｍｉｎ
反応試薬：
２０１ｎＭ塩酸ヒドロキシルアミンと０．２ｉＭブロム
フェノールブルーの水溶液。Column: Polyacrylate gel filling (product name 5hodexDE
-[i13. (manufactured by Showa Denko Co., Ltd.) Column temperature: 40°C Eluent: Niacetonitrile + deionized water (volume ratio: 9) Eluent flow rate: 1 ml/min Reaction reagent: Aqueous solution of 201 nM hydroxylamine hydrochloride and 0.2 iM bromphenol blue .
使用時に水酸化ナトリウムでｐＨ４，５に調節する。Before use, adjust the pH to 4.5 with sodium hydroxide.
反応試薬液流ｍ：１．２ ｍｌ／ｗｉｎ反応器温度：４
０℃
冷却器温度：室 温
分光光度１１：検出波長４３０ｎｍ
試料注入二二
（１）グリオキザール １２．４μｇ（２）ホルムア
ルデヒド １１．２μｇ（３）アセトアルデヒド
１７．６■（４） ア セ ト ン
２４．０μｇ（５）アクリルアルデヒド
２３．２■（６）メチルエチルケトン ２９．
６μｇ（７）クロトンアルデヒド ２８．０μｇ得
られたクロマトグラムは、第２図に示す通りであった。Reaction reagent liquid flow m: 1.2 ml/win Reactor temperature: 4
0°C Cooler temperature: Room temperature Spectrophotometry 11: Detection wavelength 430 nm Sample injection 22 (1) Glyoxal 12.4 μg (2) Formaldehyde 11.2 μg (3) Acetaldehyde
17.6 ■ (4) Acetone 24.0 μg (5) Acrylic aldehyde
23.2■(6) Methyl ethyl ketone 29.
6 μg (7) Crotonaldehyde 28.0 μg The obtained chromatogram was as shown in FIG.
なお、クロマトグラム中の数字は、上記試料中の成分に
対応する。Note that the numbers in the chromatogram correspond to the components in the sample.
実施例 ２
第１図には示す分析装置を用いてホルムアルデヒドの分
析を行った。条件を以下に示す。Example 2 Formaldehyde was analyzed using the analyzer shown in FIG. The conditions are shown below.
カ ラ ム ：
ポリアクリレートゲル充填（商品名 ５ｈｏｄｅｘＤＥ
−８１３、昭和電工■社製）
カラム温度：５０℃
溶 離 液ニ
アセトニトリル＋脱イオン水（容量比１：９）溶離液流
量＝１ｍｌ／■１ｎ
反応試薬：
１ｍＭ塩酸ヒドロキシルアミンと０．２ｉＭブロムクレ
ゾールパープルの水溶液。Column: Polyacrylate gel filling (product name 5hodexDE
-813, manufactured by Showa Denko Co., Ltd.) Column temperature: 50°C Eluent Niacetonitrile + deionized water (volume ratio 1:9) Eluent flow rate = 1ml/■1n Reaction reagent: 1mM hydroxylamine hydrochloride and 0.2iM bromine Cresol purple aqueous solution.
使用時に水酸化ナトリウムでｐＨ７４に調節する。Adjust pH to 74 with sodium hydroxide before use.
反応試薬液流量： ０．２ｍｌ／ｌｌ１ｉｎ反応器温
度：５０℃
冷却器温度：室 温
分光光度計：検出波長４３０ｎｓ
試料注入量：
（２）ホルムアルデヒド １Ｏ００μｇ得られたク
ロマトグラムは、第３図に示す通りであった。なお、ク
ロマトグラム中の数字は、上記試料中の成分に対応する
。Reaction reagent flow rate: 0.2ml/11in Reactor temperature: 50°C Cooler temperature: Room temperature Spectrophotometer: Detection wavelength 430ns Sample injection amount: (2) Formaldehyde 1000 μg The obtained chromatogram is shown in Figure 3. It was on the street. Note that the numbers in the chromatogram correspond to the components in the sample.
［発明の効果］
本発明によれば、
０）カルボニル化合物が高感度で検出できる、（ロ）カ
ルボニル化合物を予め誘導体化することなく迅速に分析
できる、
（ハ）塩酸ヒドロキシルアミンはカルボニル化合物と選
択的に反応するため、試料中の狭雑物の妨害を受けにく
い。[Effects of the Invention] According to the present invention, 0) carbonyl compounds can be detected with high sensitivity, (b) carbonyl compounds can be analyzed quickly without derivatizing them in advance, and (c) hydroxylamine hydrochloride is selected as a carbonyl compound. Because it reacts directionally, it is less likely to be interfered with by impurities in the sample.
等の利点を有する。It has the following advantages.
第１図は本発明の分析装置の一例を示すブロックダイヤ
グラムであり、第２図および第３図は本発明によるカル
ボニル化合物の分析例を示すクロマトグラムである。
１・・・溶離液貯＄１２・・・溶存ガス除去装置３・・
・溶離液ポンプ ４・・・圧力計５・・・ダンパー
７・・・恒温槽
９・・・反応器
ｌｌ・・・分光光度計
１３・・・廃液貯槽
１５・・・溶存ガス除去装置
１７・・・圧力計
１９・・・抵抗器
（１）・・・グリオキザール
（２）・・・ホルムアルデヒド
（３）・・・アセトアルデヒド
（４）・・・アセトン
（５）・・・アクリルアルデヒド
（６）・・・メチルエチルケトン
（７）・・・クロトンアルデヒド
６・・・試料注入器
８・・・カラム
１０・・・冷却器
１２・・・記録計
１４・・・反応液貯槽
ｔｅ・・・反応液ポンプ
１８・・・ダンパー
２０・・・反応試薬導入口
第１図FIG. 1 is a block diagram showing an example of the analytical apparatus of the present invention, and FIGS. 2 and 3 are chromatograms showing examples of analysis of carbonyl compounds according to the present invention. 1... Eluent storage $12... Dissolved gas removal device 3...
・Eluent pump 4...Pressure gauge 5...Damper 7...Thermostatic chamber 9...Reactor 11...Spectrophotometer 13...Waste liquid storage tank 15...Dissolved gas removal device 17・... Pressure gauge 19 ... Resistor (1) ... Glyoxal (2) ... Formaldehyde (3) ... Acetaldehyde (4) ... Acetone (5) ... Acrylaldehyde (6) ... ... Methyl ethyl ketone (7) ... Crotonaldehyde 6 ... Sample injector 8 ... Column 10 ... Cooler 12 ... Recorder 14 ... Reaction liquid storage tank te ... Reaction liquid pump 18 ...Damper 20...Reaction reagent inlet Figure 1
Claims (2)
液体クロマトグラフィーの分離カラムを通過させて得ら
れたカラム溶出液に、塩酸ヒドロキシルアミンおよびｐ
Ｈ指示薬を含む反応試薬を加えて反応させ、次いで得ら
れた反応液の吸光度を測定して各カルボニル化合物を分
析することを特徴とするカルボニル化合物の分析方法。(1) Add hydroxylamine hydrochloride and p
1. A method for analyzing carbonyl compounds, which comprises adding a reaction reagent containing an H indicator to react, and then measuring the absorbance of the resulting reaction solution to analyze each carbonyl compound.
合物を分離する液体クロマトグラフ部、カラムからの溶
出液の流路途中に、塩酸ヒドロキシルアミンおよびｐＨ
指示薬を含む反応試薬を供給するための流路を接続した
反応試薬導入部、反応部および検出部を含むことを特徴
とするカルボニル化合物の分析装置。(2) In the liquid chromatograph section that separates carbonyl compounds from a sample containing carbonyl compounds, hydroxylamine hydrochloride and pH
1. A carbonyl compound analysis device comprising a reaction reagent introduction section, a reaction section, and a detection section connected to a flow path for supplying a reaction reagent containing an indicator.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17202688A JPH0222558A (en) | 1988-07-11 | 1988-07-11 | Method and device for analyzing carbonyl compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17202688A JPH0222558A (en) | 1988-07-11 | 1988-07-11 | Method and device for analyzing carbonyl compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0222558A true JPH0222558A (en) | 1990-01-25 |
Family
ID=15934146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17202688A Pending JPH0222558A (en) | 1988-07-11 | 1988-07-11 | Method and device for analyzing carbonyl compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0222558A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008051762A (en) * | 2006-08-28 | 2008-03-06 | Kao Corp | Analysis method of formaldehyde in furan resin |
| CN100390539C (en) | 2006-03-30 | 2008-05-28 | 上海大学 | Analytical method when formaldehyde, methanol and N,N-dimethylhydroxylamine coexist |
-
1988
- 1988-07-11 JP JP17202688A patent/JPH0222558A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100390539C (en) | 2006-03-30 | 2008-05-28 | 上海大学 | Analytical method when formaldehyde, methanol and N,N-dimethylhydroxylamine coexist |
| JP2008051762A (en) * | 2006-08-28 | 2008-03-06 | Kao Corp | Analysis method of formaldehyde in furan resin |
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