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充气水上玩具和游泳学习设备中气味物质的特性——哪些物质是产生特征气味的原因以及可能有害?

Characterization of odorants in inflatable aquatic toys and swimming learning devices-which substances are causative for the characteristic odor and potentially harmful?

作者信息

Wiedmer Christoph, Velasco-Schön Cristina, Buettner Andrea

机构信息

Professorship for Aroma Research, Emil Fischer Center, Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Henkestrasse 9, 91054, Erlangen, Germany.

Department Sensory Analytics, Fraunhofer Institute for Process Engineering and Packaging IVV, Giggenhauser Straße 35, 85354, Freising, Germany.

出版信息

Anal Bioanal Chem. 2017 Jun;409(16):3905-3916. doi: 10.1007/s00216-017-0330-x. Epub 2017 Apr 12.

DOI:10.1007/s00216-017-0330-x
PMID:28401289
Abstract

Based on the observation of intense and offensive smells in the product group of aquatic toys, four representative products were exemplarily chosen and sensorially characterized by an expert panel. Panellists reported mostly almond- and rubber-like notes for three of the four samples, whereas the smell of the fourth sample was dominated by organic solvent-associated notes such as "nail polish-like." To elucidate the molecular reasons of these smells, we isolated the volatile fraction of the product by solvent extraction and high vacuum distillation, and identified the main odorants by aroma extract dilution analysis (AEDA), followed by one- and two-dimensional gas chromatography, with parallel mass spectrometric and olfactometric detection. Additionally, the materials of the samples were identified by means of differential scanning calorimetry (DSC), attenuated total reflectance spectroscopy (ATR-spectroscopy), and Beilstein halogen test. Between 32 and 46 odors could be detected in each sample by means of AEDA, whereby five to 13 of these compounds were detectable with by far the highest dilution factors, and were found to primarily correlate with the smells of the respective products. Focussing the subsequent identification on these causative substances led to the successful identification of the majority of these odorants. Among them were several mono- or di-unsaturated carbonyl compounds and their epoxidized derivatives, which are typical odorous artefacts from fatty acid oxidation, but also odor-active organic solvents such as cyclohexanone, isophorone, and phenol.

摘要

基于对水上玩具产品组中强烈且刺鼻气味的观察,示例性地选取了四种代表性产品,并由一个专家小组进行了感官特性描述。对于四个样品中的三个,小组成员大多报告有杏仁和橡胶样的气味特征,而第四个样品的气味则主要是与有机溶剂相关的气味,如“指甲油样”。为了阐明这些气味的分子成因,我们通过溶剂萃取和高真空蒸馏分离出产品的挥发性成分,并通过香气提取物稀释分析(AEDA),随后结合一维及二维气相色谱,同时进行质谱和嗅觉检测,来鉴定主要的气味成分。此外,通过差示扫描量热法(DSC)、衰减全反射光谱法(ATR光谱)和贝尔斯坦卤素试验对样品的材料进行了鉴定。通过AEDA,每个样品中可检测到32至46种气味,其中有5至13种化合物在极高的稀释倍数下仍可检测到,并且发现它们主要与各自产品的气味相关。将后续鉴定聚焦于这些成因物质,使得大多数这些气味成分得以成功鉴定。其中包括几种单不饱和或双不饱和羰基化合物及其环氧化衍生物,它们是脂肪酸氧化产生的典型有气味的副产物,还有具有气味活性的有机溶剂,如环己酮、异佛尔酮和苯酚。

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