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α-萜品醇[(R)-2-(4-甲基-3-环己烯基)异丙醇]在玻璃和乙烯基地板上与臭氧及空气的表面化学反应

Surface chemistry reactions of alpha-terpineol [(R)-2-(4-methyl-3-cyclohexenyl)isopropanol] with ozone and air on a glass and a vinyl tile.

作者信息

Ham J E, Wells J R

机构信息

Exposure Assessment Branch, Health Effects Laboratory, National Institute for Occupational Safety and Health, Morgantown, WV 26505, USA.

出版信息

Indoor Air. 2008 Oct;18(5):394-407. doi: 10.1111/j.1600-0668.2008.00540.x. Epub 2008 Jul 18.

Abstract

UNLABELLED

The surface-phase reaction products of alpha-terpineol [(R)-2-(4-methyl-3-cyclohexenyl)isopropanol] with ozone (O(3)), air or nitrogen (N(2)) on both a glass and vinyl flooring tile were investigated using the recently published FLEC Automation and Control System (FACS). The FACS was used to deliver O(3) (100 ppb), air or N(2) to the surface at a specified flow rate (300 ml/min) and relative humidity (50%) after application of a 1.6%alpha-terpineol solution in methanol. Oxidation products were detected using the derivatization agents: O-(2,3,4,5,6-pentafluorobenzyl) hydroxylamine and N,O-bis(trimethysilyl)trifluoroacetamide. The positively identified reaction products were glyoxal, methylglyoxal and 4-oxopentanal. The proposed oxidation products based on previously published VOC/O(3) reaction mechanisms were: 4-methylcyclohex-3-en-1-one, 6-hydroxyhept-en-2-one, 3-(1-hydroxy-1-methylethyl)-6-methylcyclohex-2-en-1-one) and one surface-enhanced reaction product: 5-(1-hydroxy-1-methylethyl)-2-methylcyclohex-2-en-1-one. Though similar products were observed in gas-phase alpha-terpineol/O(3) reactions, the ratio of the reaction products were different suggesting stabilization of larger molecular weight species by the surface. Emission profiles of these oxidation products over 72 h are also reported.

PRACTICAL IMPLICATIONS

Volatile organic compounds (VOCs) can interact with indoor initiators [such as hydroxyl radicals (OH*), ozone and nitrate radicals (NO(3)*)] to form a number of oxygenated by-products in the gas-phase. However, when VOCs are applied to or are present on the surface, heterogeneous chemistry with indoor initiators can also occur. The surface can influence the reaction mechanism to produce new surface reaction products. The work, described here, shows the interaction of alpha-terpineol (major component of pine oil) with ozone and air on both glass and vinyl flooring. These results demonstrated emissions of oxygenated organic compounds as a result of reaction and that further investigations of this chemistry are required to accurately estimate indoor occupant exposures.

摘要

未标注

使用最近发布的FLEC自动化与控制系统(FACS),研究了α-松油醇[(R)-2-(4-甲基-3-环己烯基)异丙醇]与臭氧(O₃)、空气或氮气(N₂)在玻璃和乙烯基地板砖表面的相反应产物。在施加1.6%的α-松油醇甲醇溶液后,FACS用于以指定流速(300毫升/分钟)和相对湿度(50%)将O₃(100 ppb)、空气或N₂输送到表面。使用衍生剂:O-(2,3,4,5,6-五氟苄基)羟胺和N,O-双(三甲基硅基)三氟乙酰胺检测氧化产物。确定的反应产物为乙二醛、甲基乙二醛和4-氧代戊醛。基于先前发表的挥发性有机化合物/臭氧反应机制提出的氧化产物为:4-甲基环己-3-烯-1-酮、6-羟基庚-2-烯-1-酮、3-(1-羟基-1-甲基乙基)-6-甲基环己-2-烯-1-酮以及一种表面增强反应产物:5-(1-羟基-1-甲基乙基)-2-甲基环己-2-烯-1-酮。尽管在气相α-松油醇/O₃反应中观察到了类似产物,但反应产物的比例不同,这表明表面使较大分子量物种得以稳定。还报告了这些氧化产物在72小时内的排放概况。

实际意义

挥发性有机化合物(VOCs)可与室内引发剂[如羟基自由基(OH*)、臭氧和硝酸根自由基(NO₃*)]相互作用,在气相中形成多种含氧副产物。然而,当VOCs应用于表面或存在于表面时,也会与室内引发剂发生非均相化学反应。表面可影响反应机制,产生新的表面反应产物。此处描述的工作展示了α-松油醇(松油的主要成分)与臭氧和空气在玻璃和乙烯基地板上的相互作用。这些结果证明了反应导致的含氧有机化合物排放,并且需要对这种化学反应进行进一步研究,以准确估计室内居住者的暴露情况。

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