Solubility of Liquid Organic Flavor and Fragrance Compounds in Subcritical (Hot/Liquid) Water from 298 K to 473 K

and, David J. Miller; Hawthorne, Steven B.

doi:10.1021/je990278a

Cited by 94 publications

(53 citation statements)

References 13 publications

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“…The solubility of each fatty acid in water was measured according to the method of Miller and Hawthorne, 15,16) which had been used to determine the solubility of various organic substances in sub-and supercritical water, with some modiˆcations. Figure 1 schematically shows the apparatus used in this study.…”

Section: Methodsmentioning

confidence: 99%

Solubility of Saturated Fatty Acids in Water at Elevated Temperatures

Khuwijitjaru

Adachi

Matsuno

2002

Bioscience, Biotechnology, and Biochemistry

108

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The solubility in water of saturated fatty acids with even carbon numbers from 8 to 18 was measured in the temperature range of 60 to 2309 C and at a pressure of 5 or 15 MPa. The pressure had no signiˆcant eŠect on the solubility. The solubility of the fatty acids increased with increasing temperature. At temperatures higher than about 1609 C, the logarithm of the solubility in mole fraction was linearly related to the reciprocal of the absolute temperature for each fatty acid, indicating that the water containing solubilized fatty acid molecules formed a regular solution at the higher temperatures. The enthalpy of a solution of the fatty acids in water, which was evaluated from the linear relationship at the given temperatures, increased linearly with the carbon number of the fatty acid

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Section: Methodsmentioning

confidence: 99%

Solubility of Saturated Fatty Acids in Water at Elevated Temperatures

Khuwijitjaru

Adachi

Matsuno

2002

Bioscience, Biotechnology, and Biochemistry

108

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Section: Factors Affecting Extraction Efficiencymentioning

confidence: 99%

“…Several investigations on the effects of treatment temperature on extraction efficiency, selectivity and recoveries of bioactive substances and agricultural by-products have been done as shown in Table 1. Increasing the extraction temperature from 50 to 200℃ resulted in higher recoveries of bioactive compounds, including catechins, proanthocyanidin, phenolic substances, organic flavor and fragrance compounds, and essential oils (Wiboonsirikul et al, 2007b; Gracía-Marino et al, 2006;Ozel et al, 2003;Miller and Hawthorne, 2000).Treatment time Subcritical water treatment can be conducted in static and dynamic modes, and their combination with very short treatment times in comparison with those for conventional solid-liquid extraction using an organic solvent. Subcritical water treatment in static mode may be result in incomplete extraction because of the limited volume of subcritical water.…”

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confidence: 99%

Extraction of Functional Substances from Agricultural Products or By-products by Subcritical Water Treatment

Wiboonsirikul

Adachi

2008

FSTR

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Water that maintains its liquid state in the temperature range from 100℃ to 374℃ is called subcritical water, compressed hot water or pressurized hot water. This type of water has unique properties compared to ambient water. One is a low relative dielectric constant and another is a high ion product. Due to these properties, this water can be used to extract functional substances from natural resources. In this article, the application of subcritical water for the extraction of substances from agricultural products or their wastes is reviewed.Keywords: subcritical water, agro-waste, extraction, functional substance *To whom correspondence should be addressed. Email: adachi@kais.kyoto-u.ac.jp IntroductionAgricultural products, such as rosemary, grapes, tea leaves, and grain bran, contain bioactive compounds that can function as health-promoting, antioxidative, and radical scavenging substances. Among them, phenolic substances, catechin, epicatechin, anthraquinones, and essential oils are of interest (Deng et al., 2004;Piñeiro et al., 2004;Ibáñez et al., 2003;Shotipruk et al., 2004). Several approaches have recently been used to recover these substances involving their extraction with organic solvents, such as methanol, ethanol and acetone. However, these techniques are timeconsuming and require a large amount of organic solvents, which are harmful to human health and cause environmental stress. Thus, an alternative method that is the effective, economical, environmentally friendly, safe and fast, is required to alleviate these drawbacks. The most common techniques, which have recently been discussed, include supercritical fl uid extraction (e.g., carbon dioxide), pressurized liquid extraction or accelerated solvent extraction, and subcritical water extraction. Of these techniques, subcritical water extraction using water as the extractant is one of the most interesting methods because water is non-fl ammable, non-toxic, cheap, and environmentally safe. The subcritical water, also called pressurized hot water, compressed hot water or superheated water, is hot water that maintains its liquid state at temperatures between 100℃ and 374℃ (the critical temperature and pressure of water are 374℃ and 22.4 MPa, respectively) under pressurized conditions. When the temperature of water increases, its physicochemical properties, in particular its relative dielectric constant and ion product, change. The ion product of water is the product of the concentrations of hydrogen and hydroxyl ions. The relative dielectric constant, ε, or polarity of water can signifi cantly decrease with increasing temperature from approximately 80 at 25℃ to 27 at 250℃ (Fig. 1), which is close to that of methanol (ε = 33) and ethanol (ε = 24) at 25℃ (Wagner and Pruß, 2002). Therefore, subcritical water has the ability to recover or dissolve both polar and apolar substances from natural products, such as phenolic, polycyclic aromatic compounds and oils (Deng et al., 2004;García-Marino et al., 2006; MoralesMuños et al., 2002). In addition, the dissoci...

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“…Later, Weidenhamer and co-workers [18] determined the solubility of 31 biologically active monoterpenes in water by chromatography. Miller and Hawthorne [19] presented solubilities of D-limonene, carvone, eugenol, 1,8-cineole, and nerol in subcritical water; while Fichan et al [20] and Tamura and Li [21] investigated water solubilities of monoterpenes at 25°C. By searching compilation books such as "Handbook of Aqueous Solubility Data" [22] it is possible to gauge the limited, and high inconsistency of the available data.…”

Section: Introductionmentioning

confidence: 99%

Terpenes solubility in water and their environmental distribution

Martins

Silva

Ferreira

et al. 2017

Journal of Molecular Liquids

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Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.

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Solubility of Liquid Organic Flavor and Fragrance Compounds in Subcritical (Hot/Liquid) Water from 298 K to 473 K

Cited by 94 publications

References 13 publications

Solubility of Saturated Fatty Acids in Water at Elevated Temperatures

Solubility of Saturated Fatty Acids in Water at Elevated Temperatures

Extraction of Functional Substances from Agricultural Products or By-products by Subcritical Water Treatment

Terpenes solubility in water and their environmental distribution

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