松节油体系组分饱和蒸气压研究进展
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摘要
本文综述了松节油体系组分的饱和蒸气压研究现状,根据松节油由双环单萜和倍半萜组成的特性,提出了适用于松节油体系组分饱和蒸气压的测定原理、测量方法、数据关联及估算方法。松节油体系组分是沸点相近的萜类同分异构体,难以分离得到纯度很高的松节油组分,利用稀溶液溶剂符合Raoult定律的原理,间接测定蒎烷、顺式蒎烷、对孟烷和长叶烯的饱和蒸气压。Antoine方程的三参数形式适用于松节油组分饱和蒸气压与温度的关联;对应态基团贡献法可应用于松节油组分饱和蒸气压数据的估算。
Research progress on saturated vapor pressure of turpentine components were summarized by reviewing the related literatures. According to the character which turpentine was composed of bicyclic monoterpene and bicyclic sesquiterpene, the principle, measurement, correlation and estimation method for determining saturated vapor pressure of turpentine components were presented. Turpentine components contained a variety of isomer with similar boiling point. Thus, pure turpentine components were hardly to obtain. Based on the regulation that the solvent in a dilute solution obeys Raoule's law, the saturated vapor pressure data of pinane, cis-pinane, p-menthane and longifolene were measured indirectly. Good agreement of the correlated values was obtained when the experimental data of saturated vapor pressure and temperature were correlated by the three-parameter Antoine equation. In addition, the corresponding state group contribution-CSGC method was applied to estimation saturated vapor pressure for turpentine components.
Research progress on saturated vapor pressure of turpentine components were summarized by reviewing the related literatures. According to the character which turpentine was composed of bicyclic monoterpene and bicyclic sesquiterpene, the principle, measurement, correlation and estimation method for determining saturated vapor pressure of turpentine components were presented. Turpentine components contained a variety of isomer with similar boiling point. Thus, pure turpentine components were hardly to obtain. Based on the regulation that the solvent in a dilute solution obeys Raoule's law, the saturated vapor pressure data of pinane, cis-pinane, p-menthane and longifolene were measured indirectly. Good agreement of the correlated values was obtained when the experimental data of saturated vapor pressure and temperature were correlated by the three-parameter Antoine equation. In addition, the corresponding state group contribution-CSGC method was applied to estimation saturated vapor pressure for turpentine components.
引文
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[30]赵国华,张舟.参比注射法测定液体的饱和蒸气压[J].化学通报,1995(7):61-63.
[31]衣守志,马沛生,阮永嗣.Knudsen隙透法测定有机物极微蒸气压数据的研究[J].吉林化工学院学报,1993(3):22-26.
[32]Suceska M,Rajic M et al.Kinetics and heats of sublimation and evaporation of 1,3,3-trinitronzetidine(TNAZ)[J].Journal of Thermal Analysis and Calorimetry,2003,74(3):853-866.
[33]Boller A,Wiedemann H G.Vapor pressure determination by pressure DSC[J].Journal of Thermal Analysis and Calorimetry,1998,53(2):431-439.
[34]Prausnitz J M,Lichtenthaler R N,de Azevedo E G.Molecular thermodynamics of fluid-phase equilibria[M].Pearson Education,1998:222-223.
[35]陈小鹏,王琳琳,祝远姣,等.ELLIS汽液平衡釜实验装置的改进[J].实验科学与技术,2003(1):64-65.
[36]祝远姣,陈小鹏,王琳琳,等.蒎烷饱和蒸气压的测定与关联[J].高校化学工程学报,2003,17(5):564-568.
[37]王琳琳,陈小鹏,祝远姣,等.对二烷饱和蒸气压的测定与关联[J].化学世界,2005,46(1):3-5.
[38]祝远姣,王琳琳,陈小鹏,等.长叶烯饱和蒸气压的估算[J].广西大学学报(自然科学版),2003,28(1):77-80.
[39]马沛生.化工热力学[M].北京:化学工业出版社,2009:214-216.
[40]衣守志,孙畅,马沛生.对应态基团贡献法(CSGC)估算有机物蒸气压[J].高校化学工程学报,2002,16(5):473-478.
[41]南京林产工业学院.林产化学工业手册[M].北京:中国林业出版社,1980:148.
[2]I L Simakova,Yu S Solkina,B L Moroz,et al.Selective vapour-phaseα-pinene isomerization to camphene over gold-on-alumina catalyst[J].Applied Catalysis A:General,2010,385(1/2):136-143.
[3]A.Yermakova,A.M.Chibiryaev,I.V.Kozhevnikov,et al.High-pressure thermolysis of sulfate turpentine[J].The Journal of Supercritical Fluids,2009,48(2):139-145.
[4]Wang J,Hua W M,Yue Yi H,et al.MSU-S mesoporous materials:An efficient catalyst for isomerization ofα-pinene[J].Bioresource Technology,2010,101(19):7224-7230.
[5]T Michel,D Betz,MCokoja,et al.Epoxidation ofα-pinene catalyzed by methyltrioxorhenium(VII):Influence of additives,oxidants and solvents[J].Journal of Molecular Catalysis A:Chemical,2011,340(1/2):9-14.
[6]A A Tzialla,I V Pavlidis,M P Felicissimo,et al.Lipase immobilization on smectite nanoclays:Characterization and application to the epoxidation ofα-pinene[J].Bioresource Technology,2010,101(6):1587-1594.
[7]MP Kapoor,A Raj.Synthesis of mesoporous hexagonal titanium aluminophosphate molecular sieves and their catalytic applications[J].J Appl Catal A:Chem,2000,203(2):311-319.
[8]V Skouridou,H Stamatis,NK Fragikos.Lipase-mediated epoxidation ofα-pinene[J].J Mol Catal B:Env,2003,39(1/2):67-69.
[9]毕梦宇,曾韬.蒎烯催化加氢制备顺式蒎烷[J].南京林业大学学报(自然科学版),2003,27(1):41-44.
[10]I L Simakova,Y Solkina,I Deliy,et al.Modeling of kinetics and stereoselectivity in liquid-phaseα-pinene hydrogenation over Pd/C[J].Applied Catalysis A:General,2009,356(2):216-224.
[11]陈小鹏,翟卢琼,王琳琳,等.酸改性膨润土负载Zn Cl2催化松节油直接异构-歧化反应研究[J].高校化学工程学报,2011,25(1):67-72.
[12]JE Castanheiro,IM Fonseca,AM Ramos,et al.Hydration ofα-pinene over molybdophosphoric acid immobilized in hydrophobically modified PVA membranes[J].Catal Today,2005,104(2/4):296-304.
[13]J Luiz,F Monteiro,CO Veloso.Catalytic conversion of terpenes into fine chemicals[J].Top Catal,2004,27(1/4):169-180.
[14]Li L,Yu S T,Liu F S,et al.Reactions of turpentine using Zr-MCM-41 family mesoporous molecular sieves[J].Catal Lett.,2005,100(3/4):227-233.
[15]GJ Cainsford,CF Hosie,RJ Weston.Conversion ofα-pinene to terpinyl acetate over H-beta zeolites[J].App Catal A:Gen,2001,209(1/2):269-277.
[16]M Hayatifar,F Marchetti,G Pampaloni,et al.Roomtemperature polymerization ofβ-pinene by niobium and tantalum halides[J].Catalysis Today,2012,192(1):177-182.
[17]Liu S W,Xie C X,Yu S T,et al.Polymerization ofα-pinene using Lewis acidic ionic liquid as catalyst[J].Catalysis Communications,2009,10(6):986-988.
[18]Zhang L X,Demain A L.Natural Products:Drug Discovery and Therapeutic Medicine(PartⅢ)[M].Totowa,NJ:Humana Press Inc.,2005:197-227.
[19]李佶辉,哈成勇.对异丙基甲苯的合成研究进展[J].化学通报,2004(1):21-25.
[20]Fernandes C,Catrinescu C,Castilho P,et al.Catalytic conversion of limonene over acid activated Serra de Dentro(SD)bentonite[J].Appl.Catal.A:Gen.,2007,318:108-120.
[21]黄宗凉,马新宾,那平,等.蒎烷的制备及其下游产品开发应用综述[J].林产化学与工业,2001(4):65-72.
[22]刘红.提取高纯度长叶烯新技术工业化问题的剖析[J].化学工程与装备,2014(8):83-85.
[23]Veima A,Saraf K S.4-Thiazolidione:A biologically active scaffold[J].Eur J Med Chem.,2008,43(5):897-905.
[24]Vicini P,Geronikaki A,Incerti M.2-heeroarylimino-5-benzylidene-4-thiazolidinones analogues of 2-thiazolylimino-5-benzylidene-4-thiazolidinones with antimicrobial activity:Synthesis and structure-avtivity relationship[J].Bioorganic&Medicinal Chemistry,2008(16):3714-3724.
[25]Wang S F,Zhang A J.Facile an efficient synthesis of isolongifolenone[J].Organic Preparations and Procedures Int,2008,40(4):405-410.
[26]Khan S A,Yusuf M.Synthesis and biological evaluation of some thiazolidione dervatives of steroid as antibacterial agents[J].Eur J Med Chem.,2009,44(6):2597-2600.
[27]Abhishek K J,Ankur V,Veerasmy R,Sushil K K.Recent developments and biological activities of thiazolidinone drivatives:A review[J].Bioorganic&Medicinal Chemistry,2012(20):3378-3395.
[28]Biazus T F,Cezaro A M,Borges G R,et al.Vapour pressure data ofε-caprolactone,δ-hexalactone,andγ-caprolactone[J].The Journal of Chemical Thermodynamics,2008,40(3):437-441.
[29]邸友莹,王耿,谭志诚,等.Therminol 50导热油饱和蒸气压的测定[J].西安交通大学学报,2002,36(11):1208-1210.
[30]赵国华,张舟.参比注射法测定液体的饱和蒸气压[J].化学通报,1995(7):61-63.
[31]衣守志,马沛生,阮永嗣.Knudsen隙透法测定有机物极微蒸气压数据的研究[J].吉林化工学院学报,1993(3):22-26.
[32]Suceska M,Rajic M et al.Kinetics and heats of sublimation and evaporation of 1,3,3-trinitronzetidine(TNAZ)[J].Journal of Thermal Analysis and Calorimetry,2003,74(3):853-866.
[33]Boller A,Wiedemann H G.Vapor pressure determination by pressure DSC[J].Journal of Thermal Analysis and Calorimetry,1998,53(2):431-439.
[34]Prausnitz J M,Lichtenthaler R N,de Azevedo E G.Molecular thermodynamics of fluid-phase equilibria[M].Pearson Education,1998:222-223.
[35]陈小鹏,王琳琳,祝远姣,等.ELLIS汽液平衡釜实验装置的改进[J].实验科学与技术,2003(1):64-65.
[36]祝远姣,陈小鹏,王琳琳,等.蒎烷饱和蒸气压的测定与关联[J].高校化学工程学报,2003,17(5):564-568.
[37]王琳琳,陈小鹏,祝远姣,等.对二烷饱和蒸气压的测定与关联[J].化学世界,2005,46(1):3-5.
[38]祝远姣,王琳琳,陈小鹏,等.长叶烯饱和蒸气压的估算[J].广西大学学报(自然科学版),2003,28(1):77-80.
[39]马沛生.化工热力学[M].北京:化学工业出版社,2009:214-216.
[40]衣守志,孙畅,马沛生.对应态基团贡献法(CSGC)估算有机物蒸气压[J].高校化学工程学报,2002,16(5):473-478.
[41]南京林产工业学院.林产化学工业手册[M].北京:中国林业出版社,1980:148.