β-石竹烯、对伞花烃及3-蒈烯二元体系的超额焓
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摘要
利用C80型Calvet微量量热仪测定了对伞花烃+β-石竹烯,3-蒈烯+β-石竹烯和3-蒈烯+对伞花烃三个二元体系在298.15 K下的超额焓。三个二元体系的超额焓数据在全浓度范围内均为正值,并且最大值均在摩尔分数x1=0.5附近。采用Redlich-Kister方程对实验数据进行关联,标准偏差分别为0.2151、0.1773和0.4483 J·mol~(-1)。结果表明实验所测定的超额焓与关联结果吻合较好。在相同温度下,3-蒈烯+对伞花烃体系的超额焓值均大于含重质松节油组分的对伞花烃+β-石竹烯和3-蒈烯+β-石竹烯体系。
The excess enthalpies of three binary systems(p-cymene + β-caryophyllene, 3-carene + β-caryophyllene and 3-carene + p-cymene) were measured using a Calvet microcalorimeter(C80) at 298.15 K. The values measured were all positive under experimental concentrations, and the maximum values were found at the mole concentration x1 close to 0.5. The experimental data were correlated with Redlich-Kister equation and the standard deviations were 0.2151, 0.1773 and 0.4483 J?mol~(-1), respectively. The results show that the excess enthalpies measured are in good agreement with the correlation results. The excess enthalpies of 3-carene + p-cymene are larger than that of p-cymene + β-caryophyllene and 3-carene + β-caryophyllene containing heavy turpentine components under same temperatures.
The excess enthalpies of three binary systems(p-cymene + β-caryophyllene, 3-carene + β-caryophyllene and 3-carene + p-cymene) were measured using a Calvet microcalorimeter(C80) at 298.15 K. The values measured were all positive under experimental concentrations, and the maximum values were found at the mole concentration x1 close to 0.5. The experimental data were correlated with Redlich-Kister equation and the standard deviations were 0.2151, 0.1773 and 0.4483 J?mol~(-1), respectively. The results show that the excess enthalpies measured are in good agreement with the correlation results. The excess enthalpies of 3-carene + p-cymene are larger than that of p-cymene + β-caryophyllene and 3-carene + β-caryophyllene containing heavy turpentine components under same temperatures.
引文
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[2]Ojha S,Javed H,Azimullah S,et al.β-Caryophyllene,a phytocannabinoid attenuates oxidative stress,neuroinflammation,glial activation,and salvages dopaminergic neurons in a rat model of Parkinson disease[J].Molecular and Cellular Biochemistry,2016,418(1):59-70.
[3]Basha R H,Sankaranarayanan C.β-Caryophyllene,a natural sesquiterpene lactone attenuates hyperglycemia mediated oxidative and inflammatory stress in experimental diabetic rats[J].Chem-Biological Interactions,2016,245(5):50-58.
[4]Jung J I,Kim E J,Kwon G T,et al.β-Caryophyllene potently inhibits solid tumor growth and lymph node metastasis of B16F10melanoma cells in high-fat diet-induced obese C57BL/6N mice[J].Carcinogenesis,2015,36(9):1028-1039.
[5]Sk?ld M,Karlberg A T,Matura M,et al.The fragrance chemicalβ-caryophyllene-air oxidation and skin sensitization[J].Food and Chemical Toxicology,2006,44(4):538-545.
[6]LIU Xiao-yu(刘晓宇),CHEN Xu-bing(陈旭冰),CHEN Guang-yong(陈光勇).Research progress in bioactivity and synthesis ofβ-caryophyllene and its derivatives(β-石竹烯及其衍生物的生物活性与合成研究进展)[J].Chemistry and Industry of Forest Products(林产化学与工业),2012,1(32):104-110.
[7]WANG Lin-lin(王琳琳).The catalytic process of intermolecular hydrogen transfer reaction of rosin(松香、松节油及松脂中分子间氢转移催化反应的研究)[D].Nanning(南宁):Guangxi University(广西大学),2007.
[8]Retajczyk M,Wróblewska A.The isomerization of limonene over the Ti-SBA-15 catalyst-the influence of reaction time,temperature,and catalyst content[J].Catalysts,2017,7(9):273.
[9]Sun L X,Liao D K,Yang Z Y,et al.Measurement and correlation of(vapor+liquid)equilibrium data for{α-pinene+p-cymene+(S)-(-)-limonene}ternary system at atmospheric pressure[J].Journal of Chemical Thermodynamics,2013,58:416-421.
[10]XU Xiao-qin(徐晓琴),LIAO Dan-kui(廖丹葵),LI Li-shuo(李立硕),et al.Determination and correlation of atmospheric VLE data ofα-pinene+β-pinene+p-cymene(α-蒎烯+β-蒎烯+对伞花烃常压汽液平衡测定与关联)[J].Journal of Chemical Industry and Engineering(化工学报),2007,58(12):2970-2974.
[11]Banina O A,Sudarikov D V,Frolova L L,et al.Carane amino alcohols as organocatalysts in asymmetric aldol reaction of isatin with acetone[J].Russian Chemical Bulletin,2017,66(2):293-296.
[12]Yan Z L,Wang C L,Hou L H,et al.Extraction of oleoresin from Dao-Kou roasted chicken flavor spice blends using supercritical carbon dioxide[J].Food Analytical Methods,2017,10(4):900-909.
[13]Torregiani E,Lorier S,Sagratini G,et al.Comparative analysis of the volatile profile of 20 commercial samples of truffles,truffle sauces,and truffle-flavored oils by using HS-SPME-GC-MS[J].Food Analytical Methods,2017,10(6):1857-1869.
[14]Lee H R,Lee S C,Lee D H,et al.Identification of the aggregation-sex pheromone produced by male monochamus saltuarius,a major insect vector of the pine wood nematode[J].Journal of Chemical Ecology,2017,43(7):670-678.
[15]Alparslan Y,Baygar T.Effect of chitosan film coating combined with orange peel essential oil on the shelf life of deep water pink shrimp[J].Food and Bioprocess Technology,2017,10(5):842-853.
[16]MA Pei-sheng(马沛生),XIA Shu-qian(夏淑倩),WU Xiao-xiang(吴小香).The experimental determination and correlation of excess enthalpies of binary systems of cyclohexanone with different alcohols(环己酮-醇二元系统超额焓测定与关联的研究)[J].Acta Physico-Chimica Sinica(物理化学学报),2002,18(7):644-648.
[17]RUAN Fu-xian(阮付贤),CHE Jin-jie(车锦楷),HU Jing(胡静),et al.Vapor-liquid equilibrium ofα-pinene-pinnae-longifolene systems and their excess Gibbs free energy and excess enthalpy(α-蒎烯-蒎烷-长叶烯体系汽液平衡及其过量Gibbs自由能与超额焓)[J].Journal of Chemical Engineering of Chinese Universities(高校化学工程学报),2015,29(6):1306-1322.
[18]Berlin A,Comlli F.Excess molar enthalpies of binary mixtures containing pine resins in the range 288.15~313.15 K,and at atmospheric pressure:use of the extended cell model of prigogine[J].Thermochimica Acta,2001,373(1):45-51.
[19]LIAO Dan-kui(廖丹葵),MENG Xue-lin(孟学林),WU Xiang-hong(武向红),et al.Determination of excess enthalpies for binary systems ofα-pinene+p-cymene andβ-pinene+p-cymene(α-蒎烯+对伞花烃和β-蒎烯+对伞花烃二元体系超额焓的测定)[J].Acta Physico-Chimica Sinica(物理化学学报),2006,22(11):1419-1422.
[20]SUN Li-xia(孙丽霞).Measurement and calculation of vapor-liquid equilibrium and excess enthalpy data for main constituents in turpentine oil system(松节油体系主要成分的汽液平衡与超额焓的测定与计算)[D].Nanning(南宁):Guangxi University(广西大学),2013.
[21]Speight J G.Lange's handbook of chemistry[M].16th ed.New York:Mc Graw-Hill,2005.
[22]Haynes W M,Lide D R,Bruno T J.CRC handbook of chemistry and physics[M].95th ed,Boca Raton:CRC Press,2014.
[23]MA Pei-sheng(马沛生).Experimental handbook of physical properties of organic compounds-carbon,hydrogen,oxygen,halogen section(有机化合物实验物性数据手册-含碳、氢、氧、卤部分)[M].Beijing(北京):Chemical Industry Press(化学工业出版社),2006.
[24]Ribeiro A,Bernado-Gil M G.Densities and refractive indices of components of pine resin[J].Journal of Chemical Engineering Data,1990,35(2):204-206.
[25]Letyanina I,Tsvetov N,Zvereva I,et al.Excess molar enthalpies for binary mixtures of n-propanol,acetic acid,and n-propyl acetate at 313.15 K and atmospheric pressure[J].Fluid Phase Equilibria,2014,381(15):77-82.
[26]Calvet E,Prat H.Microcalorimétrie:applications physico-chimiques et biologiques[M].Paris:Masson et Cie,1956.
[27]Mc Glashan M L,Hugill J A.The vapor pressure from 451 K to the critical temperature,and the critical temperature and critical pressure,of cyclohexane[J].Journal of Chemical Thermodynamics,1978,10(1):95-100.
[28]Gruszkiewicz M S,Sipowska J T,Qtt J B,et al.Excess enthalpies for(ethane+ethene)at the temperatures(273.15,298.15,323.15,348.15,and 363.15)K and the pressures(5,7.5,10,12.5,and 15)MPa[J].Journal of Chemical Thermodynamics,1995,27(5):507-524.