JPH03186760A - Simultaneous analysis of benzoic acid, sorbic acid and dehydroacetic acid - Google Patents
Simultaneous analysis of benzoic acid, sorbic acid and dehydroacetic acidInfo
- Publication number
- JPH03186760A JPH03186760A JP1326436A JP32643689A JPH03186760A JP H03186760 A JPH03186760 A JP H03186760A JP 1326436 A JP1326436 A JP 1326436A JP 32643689 A JP32643689 A JP 32643689A JP H03186760 A JPH03186760 A JP H03186760A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- magnesium
- dehydroacetic
- mobile phase
- benzoic acid
- 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
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 239000004287 Dehydroacetic acid Substances 0.000 title claims abstract description 18
- 235000019258 dehydroacetic acid Nutrition 0.000 title claims abstract description 18
- JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229940061632 dehydroacetic acid Drugs 0.000 title claims abstract description 18
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 239000005711 Benzoic acid Substances 0.000 title claims abstract description 15
- 235000010233 benzoic acid Nutrition 0.000 title claims abstract description 15
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 239000004334 sorbic acid Substances 0.000 title claims abstract description 10
- 235000010199 sorbic acid Nutrition 0.000 title claims abstract description 10
- 229940075582 sorbic acid Drugs 0.000 title claims abstract description 10
- 229960004365 benzoic acid Drugs 0.000 title claims abstract 8
- 238000004458 analytical method Methods 0.000 title claims description 15
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910001425 magnesium ion Inorganic materials 0.000 claims abstract description 9
- 238000004366 reverse phase liquid chromatography Methods 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 239000011777 magnesium Substances 0.000 abstract description 4
- 229910052749 magnesium Inorganic materials 0.000 abstract description 4
- 238000004090 dissolution Methods 0.000 abstract description 2
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 abstract description 2
- 239000011654 magnesium acetate Substances 0.000 abstract description 2
- 235000011285 magnesium acetate Nutrition 0.000 abstract description 2
- 229940069446 magnesium acetate Drugs 0.000 abstract description 2
- 159000000003 magnesium salts Chemical class 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000000872 buffer Substances 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 235000013373 food additive Nutrition 0.000 description 2
- 239000002778 food additive Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 101000878457 Macrocallista nimbosa FMRFamide Proteins 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- -1 acetic acid magnesium citric acid Chemical compound 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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】
０）産業上の利用分野
本発明は、王として食品添肌物に使用される安息香酸、
ノルビン酸、デヒドロ酢酸の同時分析法に圓する。DETAILED DESCRIPTION OF THE INVENTION 0) Industrial Application Field The present invention is directed to benzoic acid, which is used as a food additive in skin products.
We are working on a simultaneous analysis method for norbic acid and dehydroacetic acid.
（ロ）従来技術
と９．に添加されておシ、かかる食品中の添加物に分析
することは品質管理の面から前景である。(b) Prior art and 9. Analyzing such additives in food is a priority from a quality control perspective.
そこで、従来から・食品添加物中の上記三戎分七分析す
る試みがなされてか９１次の条件で分析するのが知られ
ている。Therefore, attempts have been made to perform the above-mentioned analysis of food additives under the following conditions.
カラム： ｓｈｉ ｍ −ｐａｃｋ ＣＬＣ−ＯＤ８
（６，０轄Ｉ、Ｄ×１５備）（Ｍ３津製作所製）
移動相：２０．ｍＭリン酸ナナトリウム緩衝液ＰＨ４，
８）／メタノー／Ｌ’＝４／１
移動相流量： １ｖ−１／創ｎ
検出器：紫外分九光度計２３０ 、、。Column: shim-pack CLC-OD8
(6.0 unit I, D x 15 units) (manufactured by M3 Tsu Seisakusho) Mobile phase: 20. mM sodium phosphate buffer PH4,
8)/methanol/L'=4/1 Mobile phase flow rate: 1v-1/n Detector: Ultraviolet fraction 9 photometer 230.
（ハ）発明が解決しようとする課題
しかしながら、上記分析条件で分析すると・第３図に示
す如くデヒドロ酢酸のピータＣに大きなテーリングが生
じていた。(c) Problems to be Solved by the Invention However, when analyzed under the above analysis conditions, as shown in FIG. 3, large tailing occurred in the PETA C of dehydroacetic acid.
そのため、テーリング消失条件が各種検討されてきて＄
−シ、その一つとして移動相υｐＨ条件に低下させて（
ＰＨｋ ３．５以下に丁；！３）分析する方法がある。Therefore, various conditions for tailing disappearance have been investigated.
- One of them is to lower the mobile phase υ pH condition (
PHk below 3.5;! 3) There is a method of analysis.
この方法によれば、８ｇ４図に示す如くピークのテーリ
ングはほぼ消失するが、ソルビン酸のピークｂとデヒド
ロ酢酸のピークＣが重なシ。According to this method, peak tailing almost disappears as shown in Figure 8g4, but peak b of sorbic acid and peak C of dehydroacetic acid overlap.
三成分の分離が連成されない。なお、第３図。Separation of three components is not coupled. In addition, Fig. 3.
第４図中のａは安息香酸のピークを示す。In FIG. 4, a indicates the peak of benzoic acid.
そこで２本発明は、ピークのテーリングが生じない状態
で安息香酸、ンμビン酸、デヒドａ酢酸の三成分の分離
に可能とする新規な分析法を提供することを目的とする
。Therefore, it is an object of the present invention to provide a new analytical method that makes it possible to separate the three components of benzoic acid, mbic acid, and dehyde acetic acid without causing peak tailing.
に）課題χ解決するための手段
本件出願の発明者は、上記課題に解決するため鋭意検討
した結果、クロマトグラフカラムに試料に付丁ための移
動相中にマグネシウムイオン金所定量以上含有させるこ
とによりテーリングが生じない状態で三成分Ｑ分離がで
きることχ見出し２本発明をなすに至ったのである。B) Means for solving the problem χ As a result of intensive studies to solve the above problem, the inventor of the present application has decided to include more than a predetermined amount of magnesium ions and gold in the mobile phase for attaching the sample to the chromatography column. Accordingly, the present invention has been achieved based on the fact that three-component Q separation can be performed without tailing.
すなわち０本発明は、少なくともマグネシウムイオンが
０．０５Ｍ含まれている移動相に用いて安息香酸、ン〜
ビン酸、デヒドロ酢酸含有試料に逆相クロマトグラフ用
カラムに付し、安息香酸、ンμビン酸、デヒドロ酢酸紫
同時分析することを特徴とする安息香酸、ソＮビン酸、
デヒドロ酢酸の同時分析法である。That is, in the present invention, benzoic acid,
Benzoic acid, so-N-binic acid, which is characterized in that a sample containing anic acid and dehydroacetic acid is subjected to a reversed-phase chromatography column for simultaneous purple analysis of benzoic acid, μ-binic acid, and dehydroacetic acid.
This is a simultaneous analysis method for dehydroacetic acid.
ここで、マグネシウムイオンの濃度を少なくとも０．０
５ＭとしたのＨｏ、０５ Ｍ未満だとマグネシウム添加
の効果が表われずピークのテーリングが依然として生じ
るからである。Here, the concentration of magnesium ions is at least 0.0
This is because if the Ho content is less than 0.5 M, the effect of magnesium addition will not be apparent and peak tailing will still occur.
マグネシウムイオンの濃度の上限については特に規定さ
れないが、移動相中への溶解という観点からは０．３Ｍ
以下が好ましい。The upper limit of the concentration of magnesium ions is not particularly specified, but from the viewpoint of dissolution in the mobile phase, it is 0.3M.
The following are preferred.
移動相に添加するマグネシウムの形態としては０例えば
酢酸マグネシウム、炭酸マグネシウム、硫酸マグネシウ
ムに挙げることができるがこれらに限定されない。Examples of the form of magnesium added to the mobile phase include, but are not limited to, magnesium acetate, magnesium carbonate, and magnesium sulfate.
また、これらマグネシウム塩を溶かす溶媒としては２例
えばリン酸緩衝液を挙げることができ、溶かした溶液（
移動相）のｐＨｔｌ、特に限定されないが、溶出位置の
関係からｐＨ２，５〜３．５の範囲が好筐しい。In addition, as a solvent for dissolving these magnesium salts, for example, phosphate buffer can be mentioned, and the dissolved solution (
Although the pH of the mobile phase (mobile phase) is not particularly limited, it is preferably in the range of pH 2.5 to 3.5 in view of the elution position.
なお、逆相クロマトグラフ用カラムとは、サンプルとの
間で疎水的相互作用を起こす基９例えば、オクタデシル
基、オクチμ基、トリメチル基をシリカゲμ担体に結合
した充てん剤が詰めらｆしたカラムをいい１例えばＯＤ
８カラム（島津製作所製）を挙げろことができる。Note that a column for reversed-phase chromatography is a column packed with a packing material in which groups 9, such as octadecyl groups, octi-μ groups, and trimethyl groups, are bonded to a silicage μ carrier that causes hydrophobic interaction with the sample. For example, OD
8 column (manufactured by Shimadzu Corporation).
（ホ）作用
本発明では、移動相中のマグネシウムイオンがデヒドロ
酢酸とキレート生成することによジデヒドロ酢酸の水溶
性が増し、デヒドロ酢酸のピークのテーリングに防止す
ることができる。(E) Effect In the present invention, the magnesium ion in the mobile phase forms a chelate with dehydroacetic acid, thereby increasing the water solubility of didehydroacetic acid and preventing tailing of the dehydroacetic acid peak.
（へ）実施例 第１図に本発明の方法紮実施するための装置χ示す。(f) Example FIG. 1 shows an apparatus for carrying out the method of the present invention.
１は移動相部、２は移動相送液ボンデ、３は試料インジ
ェクタ、４は逆相クロマトグラフ用カラム、５は検出器
χ各に表わす。1 is a mobile phase unit, 2 is a mobile phase liquid feeding bonder, 3 is a sample injector, 4 is a column for reversed phase chromatography, and 5 is a detector χ.
かかる装置によう次の条件下分析ｒｈりた。Such an apparatus was used for analysis under the following conditions.
移動相： ０．２Ｍ酢酢酸マグネシウムクシ酸で３゜２
にｐＨＦＡ整した溶液／メタノール＝３／ｌ移動相流量
＝ＩＷ４／ｍＩｍ
カラム： Ｓｈｒｍ −ｐａＣｋ ＣＬＣ−ＯＤＳ （
６，０１！Ｉ １．Ｄ Ｘ １５検出棒：紫外分光九度
計 ２３０ ｔｔｍ分析結果を第２図に示すが、第２図
よシ木発明によればピークのテーリングがなく、シかも
三成分倉完全に分離できることがわかる。なお第２図中
Ｃはデヒドロ酢酸、ａは安息香酸、ｂはソルビン酸のピ
ーク倉各々示す。Mobile phase: 0.2M acetic acid magnesium citric acid at 3°2
pHFA-adjusted solution/methanol = 3/l Mobile phase flow rate = IW4/mIm Column: Shrm-paCk CLC-ODS (
6,01! I 1. D X 15 detection rod: Ultraviolet spectrometer 230 TTM analysis results are shown in Figure 2. Figure 2 shows that according to the invention, there is no tailing of peaks and that the three-component cluster can be completely separated. . In FIG. 2, C indicates the peaks of dehydroacetic acid, a indicates the peaks of benzoic acid, and b indicates the peaks of sorbic acid.
（ト）効果
本発明によれば、デヒドロ酢酸のテーリングがなく、三
成分の同時分析が可能となる。(g) Effects According to the present invention, there is no tailing of dehydroacetic acid, and simultaneous analysis of three components becomes possible.
第１囚は１本発明に係る方法を実施するための装置図、
第２図は０本発明に係る方法にＸシ三成分を分析した図
、第３図、第４図は従来法に工や三成分を分析したとき
の図である。
第
■
図
第３
図
αThe first prisoner is a diagram of an apparatus for carrying out the method according to the present invention,
FIG. 2 is a diagram showing the analysis of the three components using the method according to the present invention, and FIGS. 3 and 4 are diagrams showing the analysis of the three components using the conventional method. Figure ■ Figure 3 Figure α
Claims (1)
ている移動相を用いて安息香酸、ソルビン酸、デヒドロ
酢酸含有試料を逆相クロマトグラフ用カラムに付し、安
息香酸・ソルビン酸、デヒドロ酢酸を同時分析すること
を特徴とする安息香酸、ソルビン酸、デヒドロ酢酸の同
時分析法。1. Simultaneous analysis of benzoic acid, sorbic acid, and dehydroacetic acid by applying a sample containing benzoic acid, sorbic acid, and dehydroacetic acid to a reversed-phase chromatography column using a mobile phase containing at least 0.05M magnesium ions. A simultaneous analysis method for benzoic acid, sorbic acid, and dehydroacetic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1326436A JPH03186760A (en) | 1989-12-15 | 1989-12-15 | Simultaneous analysis of benzoic acid, sorbic acid and dehydroacetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1326436A JPH03186760A (en) | 1989-12-15 | 1989-12-15 | Simultaneous analysis of benzoic acid, sorbic acid and dehydroacetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03186760A true JPH03186760A (en) | 1991-08-14 |
Family
ID=18187788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1326436A Pending JPH03186760A (en) | 1989-12-15 | 1989-12-15 | Simultaneous analysis of benzoic acid, sorbic acid and dehydroacetic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03186760A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102230926A (en) * | 2011-06-22 | 2011-11-02 | 红云红河烟草(集团)有限责任公司 | Method for measuring benzoic acid content in tobacco additive |
| CN104807912A (en) * | 2015-05-13 | 2015-07-29 | 梧州市产品质量检验所 | Method for detecting sorbic acid in food |
| CN108593827A (en) * | 2018-04-18 | 2018-09-28 | 东北制药集团沈阳第制药有限公司 | A kind of method of Determination of sorbic in detection levocarnitine oral solution |
| CN114778742A (en) * | 2022-05-14 | 2022-07-22 | 重庆市食品药品检验检测研究院 | Method for determining high-efficiency and high-precision dehydroacetic acid in puffed food |
-
1989
- 1989-12-15 JP JP1326436A patent/JPH03186760A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102230926A (en) * | 2011-06-22 | 2011-11-02 | 红云红河烟草(集团)有限责任公司 | Method for measuring benzoic acid content in tobacco additive |
| CN104807912A (en) * | 2015-05-13 | 2015-07-29 | 梧州市产品质量检验所 | Method for detecting sorbic acid in food |
| CN108593827A (en) * | 2018-04-18 | 2018-09-28 | 东北制药集团沈阳第制药有限公司 | A kind of method of Determination of sorbic in detection levocarnitine oral solution |
| CN114778742A (en) * | 2022-05-14 | 2022-07-22 | 重庆市食品药品检验检测研究院 | Method for determining high-efficiency and high-precision dehydroacetic acid in puffed food |
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