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Issn: CN 22-1128/O6

CN:ISSN 1000-0518

Director:Chinese Academy of Sciences

Host:Changchun Institute of Applied Chemistry, Chinese Academy of Sciences

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表面接枝季铵化聚乙烯亚胺的硅胶微粒对铬酸根的吸附特性
李延斌;高保娇;安富强
Chinese Journal of Applied Chemistry   
Abstract14815)      PDF (345KB)(494)      
铬酸根;聚乙烯亚胺;季铵盐;接枝聚合;静电相互作用
Preparation and Application of High Stability Metal-Organic Framework UiO-66
HAN Yitong,LIU Min,LI Keyan,ZUO Yi,ZHANG Guoliang,ZHANG Zongchao,GUO Xinwen
Chinese Journal of Applied Chemistry    2016, 33 (4): 367-378.   DOI: 10.11944/j.issn.1000-0518.2016.04.150439
Abstract10122)   HTML400)    PDF (943KB)(6289)      

Metal-organic frameworks(MOFs) are a new class of hybrid porous crystalline materials constructed from metal-oxygen clusters with organic linkers, creating three dimensional ordered frameworks. As porous materials, MOFs usually possess very high surface area. The framework topologies and pore size of MOFs can be designed via choosing various metal centers and organic linkers, their chemical properties can be modified by chemical functionalization of linkers and post modification. These unique characteristics make MOFs one of the research hot spots in the fields of chemistry and materials, and they have shown potential applications in various research areas. But there is a crucial weakness which hinders the development of MOFs, namely, the low stability. However, zirconium-terephthalate-based MOF UiO-66 has remarkable hydrothermal stability, the framework is claimed to be stable up to 500 ℃, and it is also highly resistant to many solvents. UiO-66 has gained great attention since the outstanding qualities. In this review, details of the synthesis modulation and functionalization of UiO-66 are presented. In addition, the research actuality and prospective of UiO-66 in the fields of adsorption, catalysis, etc. are also discussed.

Cited: CSCD(12)
Application of Heteropolyoxomolybdotungstste([Smim] 3[PMoW 3O 24]) in Epoxidation of Cyclohexene with Urea-hydrogen Peroxide
WANG Han1,2, YANG Yunqin2, FANG Dawei2, ZANG Shuliang1,2*
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2014.30335
Progress in the Chemistry of Materials Based on Graphene
XU Chao, CHEN Sheng, WANG Xin*
Chinese Journal of Applied Chemistry    2011, 28 (01): 1-9.   DOI: 10.3724/SP.J.1095.2010.00205
Abstract4349)      PDF (2726KB)(11449)      

We present a brief review of recent progress in materials chemistry based on graphene, including the preparation and surface modification of graphene and graphene-based composites. The composites consisted of graphene and polymers, inorganic particles and other carbonaceous materials are described principally. In addition, the prospective applications of these graphenebased materials have also been briefly introduced.

Cited: CSCD(16)
Photocatalytic Degradation of Aniline by a Novel Photo-Fenton-Like System Consisting of PW 11O 39Fe(Ⅲ)(H 2O) 4-/H 2O 2
HUA Yingjie, WANG Chongtai*, SUN Zhenfan, LIU Yanling, ZHOU Changsheng
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00053
Effects of Non-Rare Earths Impurities on the Emulsifications During Extraction of Rare Earths by Naphthenic Acid and the Removal of Emulsion Phase
LI Ying-Yi1*, HU Jian-Dong2
Chinese Journal of Applied Chemistry    2010, 27 (12): 1481-1482.   DOI: 10.3724/SP.J.1095.2010.00092
Abstract4302)      PDF (247KB)(2314)      

The effects of non-rare earths impurities, such as Fe, Si, Al on the formation of emulsion phase were studied in the extraction of yttrium with naphthenic acid, and Si was found to be most significant one. Different solutions for removing the feed solutions were provided and an oxidation absorption precipitation method was proven to be the most effective approach, which can remove the emulsion phase in the extraction of rare earths.

Cited: CSCD(2)
Emulsifing Properties of Sodium Alkyl Aryl Sulfonate to Alkanes
YU Tao*, LIU Huasha, WANG Chaoqun, DING Wei, QU Guangmiao
Chinese Journal of Applied Chemistry    2011, 28 (05): 560-564.   DOI: 10.3724/SP.J.1095.2011.00409
Abstract4236)      PDF (336KB)(1384)      

The abilities of sodium alkyl aryl sulfonate, which had highpurity and defined structure, to emulsify alkanes, were investigated by a water diversion method. Using liquid paraffin wax as the oil phase, the effects of the concentration of emulsion, length of alkyl chain, structures and locations of aryl groups in alkyl chain on emulsion stability were studied, and the best concentration of emulsion were determined. Meanwhile, the effects of different oil phases to emulsion stability were discussed. The experimental data showed that the best mass fraction of emulsion was 0.1%. With definite structures of aryl group, emulsion stability increased linearly with the increasing of the length of carbonic chain. When the length of alkyl chain on alkyl group was set, the emulsion stability was enhanced with the increasing of the length of alkyl chain on aryl group. With the aromatic ring shifts from the terminal to the center of the long alkyl chain, the emulsion stability increased. With the increase of molecular mass of oil phases, the molecular mass of emulsifier to achieve stable emulsifying liquid increased.

Cited: CSCD(8)
Synthesis of Hexaphenoxycyclotriphosphazene and Its Application in Laminate
TANG An-Bin*, HUANG Jie, SHAO Ya-Ting, LIU Feng
Chinese Journal of Applied Chemistry    2010, 27 (04): 404-408.   DOI: 10.3724/SP.J.1095.2010.90390
Abstract4186)      PDF (441KB)(2537)      

Hexaphenoxycyclotriphosphazene(HPCTP)was synthesized by the reaction of crude hexachlorocyclotriphosphazene(HCCTP) with phenol and sodium hydroxide,with tetrabutylammonium chloride(TBAC) as phase transfer catalyst and chlorobenzene/water as solvent. Effects of reaction temperature, reaction time, solvent and molar ratio of raw materials on the yield of HPCTP were investigated. Under the optimized reaction conditions of n(sodium hydroxide)∶n(phenol)∶n(TBAC)∶n(crude HCCTP)=7.5∶6.3∶0.15∶1, reaction time of 4 h at 30 ℃ plus 6 h at reflux temperature, the yield was 75%. The product was characterized by FTIR, 1H NMR, 13C NMR, 31P NMR, XRD, DSC and TGA. The product has been firstly applied in benzoxazine resin glass cloth laminate. The flammability class of the laminate was in the rank of V-0, the breakdown voltage of the laminate was 47 kV, and the thermal state flexural strength of the laminate was 596 MPa when the mass fraction of HPTCP in the laminate was 10%.

Cited: CSCD(5)
Synthesis and Properties of Polymer Containing 1,3,4-Oxadiazole and Azobenzene Units
LI Cong, YU Shi-Jun*, ZHANG Yue, WANG Lu, FENG Chun-Liang, JIN Qi-Feng
Chinese Journal of Applied Chemistry    2010, 27 (10): 1138-1143.   DOI: 10.3724/SP.J.1095.2010.90835
Abstract3989)      PDF (411KB)(6675)      

A novel conjugated polymer containing azobenzene and 1,3,4-oxadiazole units(LPOXD) was synthesized. The structure of the LPOXD was charactered by FT-IR, UV-Vis, 1H NMR, GPC, TGA and DSC. The results indicate that the intrinsic viscosity of the LPOXD is 0.02960 L/g, and its Mw and molecular mass distribution or polydispersity index(PDI) values are 8500 g/mol and 1.55, respectively. A 5% mass loss of the LPOXD occurred at 290 ℃. The glass-transition temperature(Tg) is 92.8 ℃. The introduction of long side chain of alkoxy significantly improved LPOXD′s solubility in common organic solvents such as chloroform, tetrahydrofuran, and so on. Furthermore, the optical and electrochemical properties of the LPOXD were investigated throughly by UV-Vis absorption spectroscopy, fluorescence emission spectroscopy and cyclic voltammetry. The results indicate that the azobenzene in the LPOXD involve a trans-cis photoisomerization under the radiation of 365 nm UV light. A wide fluorescence peak of the LPOXD appeared in the wavelength range of blue and purple light under excitaion at 350 nm. Cyclic voltammetry reveals that the LUMO and HOMO energies of the LPOXD are -5.96 eV and -3.17 eV, respectively.

Cited: Baidu(9) CSCD(2)
In Situ Preparation and Antistatic Research of Calcium Carbonate/Nickel Composite
YANG Xiaohong2, LUO Chongxiao1, CHEN Jianbing2, LIU Jinku1,2*, ZHANG Lijia1
Chinese Journal of Applied Chemistry    2011, 28 (07): 798-803.   DOI: 10.3724/SP.J.1095.2011.00494
Abstract3950)      PDF (1278KB)(1498)      

Calcium carbonate(CC) with calcite structure was efficiently synthesized using collodion membrane as an active template. Then, the CaCO3/Ni composite was obtained through in situ reaction on the CC surface. The morphologies, structures, and thermal stability of the composite were studied by TEM, XRD, FT-IR and TG-DTA, etc. The composite was added to the antistatic-coating system, which shows the same antistatic ability(electrical resitivity:1.2×106 Ω·cm) as that of Ni powders, and saves about 60% Ni. The composite can be applied in the fields of conductive, antistatic, etc., to replace Ni materials.

Synthesis and Inhibition Performances of Imidazoline Quaternary Ammonium Salts Containing Thioureido Group
WANG Teng-Fei, ZHANG Guang-Hua*, WANG Fan, WEI Hui, SUN Wei-Ling
Chinese Journal of Applied Chemistry    2010, 27 (11): 1291-1295.   DOI: 10.3724/SP.J.1095.2010.90869
Abstract3893)      PDF (359KB)(1371)      

Six different imidazoline quaternary ammonium salts were synthesized with the use of valeric acid, decanoic acid, oleic acid, diethylenetriamine, benzyl chloride and thiourea as raw materials. The corrosion inhibition performances of quaternary ammonium salts of thioureido alkyl imidazoline and alkyl imidazoline on carbon steel in 1.0 mol/L HCl medium were compared at 80 ℃ via both static mass loss and polarization curve methods. The synergies between each of these two corrosion inhibitors and each of the inorganic anions or anionic surfactants were also investigated. The results show that the inhibition effect of quaternary ammonium salt of thioureido alkyl imidazoline reaches a 98.3% rate of corrosion inhibition and is significantly superior to that of quaternary ammonium salt of alkyl imidazoline. The best corrosion inhibition effect is achieved when the mass ratio of quaternary ammonium salt of thioureido alkyl imidazoline to I- is 1∶1 during preparation process. This gives a corrosion inhibition effect 1.5% higher than that of quaternary ammonium salt of thioureido alkyl imidazoline compounds used alone.

Cited: CSCD(1)
Synthesis and Cytotoxicity of N,N-Bis(8-flavonmethyl)geranylamine Derivatives
ZHAO Jin1, XIE Huan-Xu2, LIU Hong-Yu2, MA Hong-Xia2, XIE Song-Qiang3, WANG Chao-Jie1*
Chinese Journal of Applied Chemistry    2010, 27 (04): 398-403.   DOI: 10.3724/SP.J.1095.2010.90334
Abstract3798)      PDF (477KB)(1114)      

Four N,N-bis(8-flavonmethyl)geranylamine derivatives were designed and synthesized. The structures of the synthesized compounds were determined from the results of 1H NMR, MS and elemental analysis. The prelimilary cytotoxicity was evaluated on K562 and SMMC7721 cell lines by MTT assay. The results demonstrated that all compounds possessed antitumor actitity and compound 1c is the best among them with an IC50 value of 5.78 μmol/L or 3.85 μmol/L against K562 or SMMC7721 cell lines, respectively. The in vitro antitumor activities of compounds 1a and 1c against K562 were better than that of the commercial drug Melphalan. The interaction of compound 1c with herring sperm DNA was explored with ethidium bromide(EB) as a fluorescence probe. The result of the study on fluorescence quenching by DNAEB confirms the strong interaction of compound 1c with Herring Sperm DNA.

Rapid Synthesis of Substituted Azobenzene Diacly Chlorides under Ultrasonic Irradiation
QIU Ming-Yan*, NIU Yong-Sheng, SHI Wei-Yun, ZHANG Chang-Song
Chinese Journal of Applied Chemistry    2010, 27 (03): 367-369.   DOI: 10.3724/SP.J.1095.2010.90283
Abstract3771)      PDF (285KB)(941)      

With substituted azoaromatic diacid and thionyl chloride as starting materials,eight substituted azobenzene diacyl chlorides were first synthesized under ultrasonic irradiation in the absence of catalyst. Compared with conventional heating method, the reaction time was shortened from 12 to 4 h, and the yields were in the range of 80%~95%. The structures of all products were characterized by 1H NMR, IR spectra and elemental analysis.

Progress on Synthesis of Polycyclic Hydrocarbons Based On benzo[b]thiophene and their Applications in Organic Field-effect Transistors
ZHANG Yu-Mei1*, PEI Jian2
Chinese Journal of Applied Chemistry    2010, 27 (05): 497-504.   DOI: 10.3724/SP.J.1095.2010.90407
Abstract3769)      PDF (464KB)(2500)      

The authors briefly summarized the recent progress of benzo[b]thiophene derivatives used for organic field-effect transistors(OFET), in which two families:ladder-type and star-shape compounds were presented. The synthetic approaches and the properties of polycyclic hydrocarbons for application in OFET were introduced. Benzo[b]thiophene derivatives will become promising candidates as the active materials with high performance in the application of organic electronics.

Synthesis and Properties of Hyperbranched Waterborne Polyurethane based on polycarbonatediol
LIU Dan1, CENG Shao-Min1, YAO Chang1, CHEN Ai-Fang1, XU Zhu-Shun1,2
Chinese Journal of Applied Chemistry    2009, 26 (09): 1031-1035.  
Abstract3767)      PDF (257KB)(2452)      

Hyperbranched Waterborne Polyurethane (HBAPU) was synthesized via A2+bB2 approach using 2,4-toluylene diisocyanate(TDI), polycarbonatediol (PCDL) ,dimethylol propionic acid (DMPA) and diethanol amine (DEOA) as materials. The structure of the products were characterized by FT-IR and 13C NMR. The result showed that the degree of the branching (DB) of the HBAPU increased with the molar ratio of the NCO/OH increased. The properties of the products were measured by PCS, TG, tensile tests ,the water-resistant of the cast films were also investgated.the partical sizes of the HBAPU was 20.57 nm, compareing with that of line aqueous polyurethane with 130.91 nm when the content of DMPA was 0.4 mmol/g,meanwhile, the HBAPU exhibited good water resistant, heat resistance and tensile strength.

Cited: Baidu(21) CSCD(4)
Synthesis and Properties of Luminescent Carbon Dots and Its Applications
ZHANG Chuanzhou1, TAN Hui1, MAO Yan1,2, LI Gang1, HAN Dongxue2*, NIU Li2
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2013.20462
Selective Determination of Xanthines Based on Composite Film Modified Glassy Carbon Electrode
LI Yang, LI Jinzhou*,PANG Xiaozhe
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2013.20293
Crystal Structure, Thermal Stability and Corrosion Inhibition of N, N-Diethylammonium O, O′-Di(4-methylphenyl)dithiophosphate
XIE Bin1*, LAI Chuan1, XIANG Yangguang1, ZOU Like1, XIANG Zhen1, HUANG Chun1, YI Bin2
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00082
Synthesis of 5-Nitrosalicylaldehyde Catalyzed by H 6PMo 9V 3O 40 Supported on Silica Gel
WU Jinming, TANG Yanfeng, SHEN Aibao*
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2012.00263
Synthesis and Characterization of Size Controllable Cationic Polystyrene Nanoparticles
CHEN Hao1, ZOU Qichao1*, YU Huan1, ZHANG Jinzhi2, CHAI Shigan2
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00077
Synthesis and Characterization of High Purity Polyamidoamine Dendrimers
CUI Yuhua1,2, YANG Jinhong1, CUI Yu1*, SUN Guoxin1, SU Benyu2
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2012.00273
Selective Aerobic Oxidation of Alcohols Catalyzed by Octahedral Molecular Sieves in Ionic Liquids
LIU Lin1*, MA Juan-Juan1,2, FU Ting-Ming2, LI Shan-Zhong1,2, TONG Zhi-Wei1, WEI Yun-Yang2
Chinese Journal of Applied Chemistry    2010, 27 (07): 801-805.   DOI: 10.3724/SP.J.1095.2010.90669
Abstract3576)      PDF (876KB)(1044)      

Three manganese oxide octahedral molecular sieves(OMS2), K-OMS2, H-K-OMS-2 and Cu-OMS-2, were synthesized according to the literature. The structure and composition of the obtained materials were characterized by SEM and XRD. OMS-2 was applied to the selective oxidation of alcohols to generate corresponding aldehydes or ketones. The effects of reaction time and temperature on the catalytic reactions were investigated in ionic liquid [bmim]PF6 when different OMS-2 materials were used as catalysts. The conversion and selectivity of benzylic or allylic alcohols catalyzed by H-K-OMS-2 both reached over 90%. The solvent and catalyst could be recovered from the reaction system by extraction method and vacuum distillation method respectively. The catalytic system recovered by vacuum distillation method showed better recycling performance.

Cited: CSCD(2)
A New Synthetic Route to 3,5-Diaminopyridine and 3,5-Dimethoxycarbonylamino-pyridine
HU Bingcheng*, LIANG Changyu, LU Ming, DAI Hongsheng , SUN Chengguo, XU Shichao
Chinese Journal of Applied Chemistry    2012, 29 (01): 80-83.   DOI: 10.3724/SP.J.1095.2011.00065
Abstract3569)      PDF (340KB)(1536)      

3,5-Diaminopyridine and 3,5-dimethoxycarbonylamino-pyridine were prepared from 3,5-dimethylpyridine in three steps including oxidation of methyl, amination and Hofmann degradation with the total yield of 64% and 68%, respectively. The reaction conditions of every step were studied and the intermediates and target compounds were characterized by 1H NMR, MS/MS, and IR. The reactions proceed under atmosphere pressure with mild reaction conditions, easy post treatment and high efficiency.

Construction of Polydimethylsiloxane Nanochannel Using Electrospinning
XU Songxiu, WANG Yinning, CONG Yuanhua, JIANG Shiping*, LI Liangbin*
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00045
Synthesis of 2,6-Di(2’-imidazoline-2’-yl)Pyridine under Microwave Irradiation and Interaction with DNA
ZHANG Jin-Yan1, XIAO Xiao-Ming1*, TAN Nian-Yuan2, XU Sha-Sha1, OUYANG Ze-Ying1
Chinese Journal of Applied Chemistry    2010, 27 (06): 658-663.   DOI: 10.3724/SP.J.1095.2010.90532
Abstract3542)      PDF (428KB)(1490)      

2,6-Di(2′-imidazoline-2′-yl)pyridine, even though it is not fully aromatic, has the same distribution of heteroatoms as 2,6-di(2′-benzimidazol-2′-yl)pyridine and has been synthesized from pyridine 2,6-dicarboxylic acid and ethylenediamine under microwave irradiation and without catalyst. The composition and structure of the product were identified and characterized by IR, mass spectrometry, 1H NMR, 13C NMR and melting point determination. The ratio of products and byproduct was found to be different under different experimental conditions(solvents, proportion of reacting mass, power of microwave irradiation). Among them, solvents have very obvious effects on the ratio of product and byproduct. The experimental results indicate that the best solvent is ethylene glycol. The optimal reaction condition are follows:molar ratio of raw materials 1∶2.7, microwave power 450 W, irradiation time 65 min, irradiation temperature 130 ℃ and the overall yield 71.2%. The binding of this compound with calf thymus DNA was investigated by UV and viscosity measurements. The binding constant Kb is meaused to be (9.60±0.05)×104 L/mol, which is lower than those observed for typical classical intercalators. The results of viscosity measurement reveal that the presence of 2,6-di(2′-imidazoline-2′-yl)pyridine has no obvious effect on the relative viscosity of DNA. It may bind to DNA by hydrogen bonding and grooveface binding.

Corrosion inhibition of carbon steel by some Schiff base compounds
GUAN Lu-Xiong*, ZHAN Jing-Jing, OU Ye-Xiu
Chinese Journal of Applied Chemistry    2010, 27 (06): 716-720.   DOI: 10.3724/SP.J.1095.2010.90501
Abstract3526)      PDF (359KB)(1259)      

Inhibitory effects of two Schiff bases N,N′-bis(salicylidene)-1,2-ethylendiamine(SB-Ⅰ) and salcylidene-pyridine-2-yl-amine(SB-Ⅱ) on the corrosion of carbon steel in 1 mol/L HCl solution were studied via mass loss measurement method, polarization and electrochemical impedance spectroscopy. The results show that compounds SB-Ⅰ and SB-Ⅱ have fairly good inhibiting properties for carbon steel corrosion in hydrochloric acid with the best efficiencies of 85% and 92%, respectively, at 20 mmol/L additive concentration, and they belong to anodic inhibitors.

Orthogonal Optimized Synthesis of Dawsonite from Aluminum Citrate
CHEN Yongmei1*, ZHU Junli2, YU Zhanglong1, WAN Pingyu1
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00057
Synthesis of O6-substituted Purine Derivatives Catalyzed by 4-Amino-pyridine
LU Hongfei*, WU Dingming, SUN Leilei, GAO Yuhua
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2012.00251
EB Fluorescence Probe on the Interaction between Dinuclear Macrocyclic Polyamine Zn(Ⅱ) Complex and DNA
LI Shuo1,2, ZHOU Cheng-He1, CHEN Jia-Xuan2, XIANG Qing-Xiang2*
Chinese Journal of Applied Chemistry    2009, 26 (12): 1461-1465.  
Abstract3439)      PDF (291KB)(1398)      

A novel dinuclear macrocyclic polyamine Zn(Ⅱ) complex was synthesized from 1,4,7,10-tetraazacyclododecane, the structures of the compounds were characterized by 1H NMR, MS and elemental analysis. The interactions between calf thymus(CT) DNA and these compounds were investigated by fluorometric detection. The fluorescence intensity of the DNA/EB system was decreased to 47.3% of that of the initial system at c(complex 6)/c(DNA)=0.51, which indicates that the dinuclear complex was inserted into the CT DNA. The order of fluorescence quenching values of the DNA/EB systems by these ompounds:dinuclear macrocyclic polyamine Zn(Ⅱ) complexd>dinuclear macrocyclic polyamine ligand>CyclenZn(Ⅱ) complex>Cyclen.

Cited: CSCD(2)
Synthesis and Biological Activities of 4,6-Diaryl-2-aminopyrimidine Derivatives
JIANG Yin-Zhi*, ZHOU Jun, LIANG Da-Wei, JIANG Ling-Bo, LIU Zheng-Jiang
Chinese Journal of Applied Chemistry    2011, 28 (02): 209-213.   DOI: 10.3724/SP.J.1095.2011.00248
Abstract3435)      PDF (632KB)(1262)      

Five kinds of 4,6-diaryl-2-aminopyrimidine derivatives were synthesized and characterized by IR, MS and 1H NMR. The Escherichia coli methionine aminopeptidase(EcMetAP) inhibitactivities and the CXCR4 receptor antogonists activities of the five compounds were determined. The results show that all the five compounds have the EcMetAP inhibit-activities, and they also have CXCR4 receptor antogonists activities except the compound 2. The structure-activity relationships were studied by the FieldTemplater and FieldAlign software through molecular field analysis. The results show that the pharmacophore could be 3-N atom and 4,6-bencycles used as the EcMetAP inhibitor,and the EcMetAP inhibit-activities could be increased by addition of electron-donating groups at 6-benzyl. It also shows that the pharmacophore could be 2-C atom and 4,6-bencycles used as the CXCR4 receptor antogonists. The CXCR4 receptor antogonists could be increased by addition of electrondonating substituent at 2-C.

Progress in Synthesis and Application of Polyhydroxyl Terephthalic Acid
ZHANG Jian-Ting1, WANG Kun1,2, ZHAO De-Ming1, XIE Pin-Zan1, JIN Ning-Ren1*
Chinese Journal of Applied Chemistry    2010, 27 (11): 1241-1251.   DOI: 10.3724/SP.J.1095.2010.00028
Abstract3423)      PDF (607KB)(1683)      

The applications of polyhydroxyl terephthalic acids in medicines and functional materials have captured much research attentions. This article reviews the synthesis and application of four typical chemicals with utmost importance and value. The preparation process of polyhydroxyl terephthalic acid substances through Koble-Schmitt reaction with phenol-type substances as starting materials has advantages such as simple operation, low production cost and environment benign, and so on.

Cited: CSCD(2)
Preparation of Lambda-Cyhalothrin Oil-in-water Emulsion with Esterified Starch and Methyl Oleate as Emulsifier and Solvent
ZHANG Yuan, LIANG Qifu, ZHANG Xiaobing, LIU Feng*
Chinese Journal of Applied Chemistry    2012, 29 (01): 113-117.   DOI: 10.3724/SP.J.1095.2011.00031
Abstract3422)      PDF (441KB)(1285)      

In order to provide a reference for octenyl succinic anhydride(OSA)-modified starch and methyl oleate used in green pesticide preparations, the formulation of the lambda-cyhalothrin oil-in-water emulsion with OSA-modified starch and methyl oleate as emulsifier and solvent was studied. Furthermore, the effects of different processing parameters, including the concentration of pretreating fluid of OSA-modified starch, rotational speed and shearing time on the stability of emulsion were studied by measuring oil droplet diameter distribution. Results demonstrated that OSA-modified starch had excellent emulsification ability to methyl oleate. High stable emulsions(2.5%) could be prepared with OSA-modified starch. The mean droplet diameters of emulsion were about 1.2 μm, and increased by only 0.1~0.3 μm after storing at 25 ℃ for 6 months or at (54±2) ℃ for 14 days, and approximately 100% of the oil remained stable in the emulsion. Higher stable emulsions could be prepared by emulsification at high viscosity with mass fraction of pretreating fluid of OSA-modified starch in the range of 15%~25%. Smaller oil droplet diameters were obtained when the rotational speed was increased, which had no significant effect on homogeneity of emulsions. On the other hand, an increase of the shearing time reduced the span of oil droplet diameter distribution, but had no significant impact on the mean oil droplet diameter. Lambda-cyhalothrin oil-in-water emulsion prepared with OSA-modified starch had a better stability than the conventional emulsions. The results of this study show that OSA-modified starch and methyl oleate can be used as an effective emulsifier and solvent for the environment-friendly lambda-cyhalothrin oil-in-water emulsion formulations.

Cited: CSCD(3)
Synthesis , Characterization of Pyridylimidazo[4,5-f]1,10-phenanthroline Derivates and Spectroscopic Study Their Interaction With Cucurbit[n]urils
HUANG Zhiwen, LIN Youwen*, LI Guangwen
Chinese Journal of Applied Chemistry    2011, 28 (04): 464-470.   DOI: 10.3724/SP.J.1095.2011.00340
Abstract3408)      PDF (466KB)(1233)      

Two pyridyl imidazo[4,5-f]1,10-phenanthroline derivates, namely 2-(3-pyridyl)-imidazo[4,5-f]1,10-phenanthroline(G1) and 2-(4-pyridyl)imidazo [4,5-f]1,10-phenanthroline(G2), were synthesized and characterized by elemental analysis, 1H NMR and MS. Under various concentrations of cucurbit[n]urils(Q[n], n=6,7), the interaction of Q[n] with G1 and G2 were studied in buffer solutions with different pH values by using UV-Vis spectroscopy and fluorescence spectrophotometry. The results revealed that cucurbit[n]urils(n=6,7) form a 1∶1 complex with G1, and Q[6] form a 1∶1 complex with G2 in acidic solution, fluorescent sensitizing effects of both Q[6] and Q[7] toward guests were determined. Under acidic solution Q[7] formed a 2∶1 complex with G2, and a fluorescent quenching effect of Q[7] on G2 was observed. Association constants(K) of Q[n](n=6,7) with G1 were found to be 3.00×104 L/mol, 1.86×104 L/mol respectively, while those of Q[n](n=6,7) with G2 are 1.64×104 L/mol and 1.01×103 L/mol respectively. With decreasing acidity of the systems, the interaction between guests and Q[n](n=6,7) weakened and no interaction was observed under neutral conditions.

Preparation of Solid Acid SO 4 2-/SnO 2-Diatomite and Its Catalytic Application for Synthesis of Isoamyl Butyrate
CHEN Dan-Yun1*, ZOU Xue-Yan2, HE Jian-Ying1
Chinese Journal of Applied Chemistry    2010, 27 (07): 797-800.   DOI: 10.3724/SP.J.1095.2010.90563
Abstract3394)      PDF (344KB)(1053)      

A solid acid SO42-/SnO2-diatomite was prepared by aging of diatomite-Sn(OH)4 sol at 70 ℃ for 12 h, drying for 12 h at 90 ℃, impregnating in 3.0 mol/L H2SO4 for 3 h, and calcinating at 550 ℃ for 3.5 h. The solid acid was characterized by using IR, XRD and TG methods. The sol of diatiomite Sn(OH)4 was prepared with 1∶3 mass ratio of SnCl4·5H2Oto diatomite. Then isoamyl butyrate was synthesized from n-butyric acid and isoamyl alcohol in the presence of the composite solid acid as the catalyst. Effects of catalyst dosage, molar ratio of isoamyl alcohol to n-butyric acid, reaction time, and type of water entrainer on the yield of isoamyl butyrate(IAB) were examed. Under the optimized reaction conditions, n(isoamyl alcohol)∶n(n-butyric acid)=1.4∶1, reaction time in 70 min, benzene 10 mL, and the mass fraction of catalyst in total mass of reactants 2.5%, the yield of IAB was 97.7%. Compared with multicomposite solid acid and SO42-/clay, the prepared catalyst possesses advantages of low cost, high activity, facile preparation and easy separation from the reaction system. It can be reused to a certain extent.

Synthesis and Bioactivity of Quaternary Ammonium Salts of Pyridino-xanthone
QIN Jiang-Ke1, LAN Wen-Li1, HAN Liu-Yu1, TANG Huang1, SU Gui-Fa1*, DAI Zhi-Kai2, XU Qing2
Chinese Journal of Applied Chemistry    2010, 27 (05): 528-532.   DOI: 10.3724/SP.J.1095.2010.90520
Abstract3392)      PDF (440KB)(1690)      

Xanthono-pyridine(2)was synthesized by means of Ullmann method from o-iodobenzoic acid and 8-hydroxyquinoline; then compound 2 was treated with methyl iodide, ethyl iodide to afford quaternary ammonium salts 3a and 3b, respectively. Their structures were confirmed by IR, NMR, MS and elemental analysis. The two target compounds′ cytotoxic activities against four human cancer cell lines including A2780(ovarian cancer), Hela(cervical cancer), SPC-A(liver cancer) and KB(oral epithelial carcinoma), were evaluated in vitro by MTT method, the results show that the activities of both salts 3a and 3b were better than that of the positive control 5-Fu. Ethidium bromide displacement assay showed that the apparent binding constants(Kapp) of compound 3a and 3b with CT-DNA(calf thymus) were 3.91×105 L/mol and 2.72×105 L/mol, respectively, which suggests that their anti-cancer capabilities might be associated with their interactions with DNA. Their inhibitory activities on acetylcholinesterase(AChE) and butyrylcholinersterase(BuChE) were studied as well. The two compounds showed better and almost equivalent inhibitory activity on AChE. The IC50 values reach μmol/L level, which are close to that of Galantamine·HBr; enzyme kinetic study indicates that the type of their inhibition on AChE was noncompetitive action.

Synthesis, Crystal Structure and Theoretical Calculation of N-ethylacyl- N'-(pymidin-2-yl) thiourea
REN Ying-Hui1*, ZHAO Peng1,2, LI Wen-Hong1, MA Hai-Xia1, SONG Ji-Rong1,3
Chinese Journal of Applied Chemistry    2010, 27 (12): 1396-1402.   DOI: 10.3724/SP.J.1095.2010.00127
Abstract3389)      PDF (910KB)(1351)      

A new compound of N-(pyrimidin-2-yl)-N′-ethoxylacyl thiourea was synthesized by mixing 2-amino-pyrimidine, potassium thiocyanate and ethyl chloroformate in ethyl acetate, and the structure was characterized by elemental and IR analysis. Single crystals suitable for X-ray measurement were obtained by slow evaporation of dimethylformamide at room temperature. The compound crystallizes in the monoclinic space group P21/n and has a=0.49095(19) nm, b=1.5143(6) nm, c=1.4071(6) nm, β=94.047(8)°, V=1.0435(7) nm3, Z=4, Dc=1.453 g/cm3, μ=0.297 mm-1, F(000)=480, R1=0.0526, wR2=0.1556. There are two intramolecular hydrogen bonds. The synergetic interaction between the electrostatic attraction and hydrogen bondings is responsible for the packing of the compound into three-dimensional network. A crystal unit of the title compound was selected as the initial structure, and it was fully optimized by HF/6-311G, MP2/6-311G and B3LYP/6-311G methods in Gaussian 03 package, the atomic charges, natural bond orbital(NBO), total energy and frontier orbital energy were also discussed, and the thiourea and pyrimidine ring are the active center.

Synthesis and Fungicidal activity of 4-tert-butyl-5-Benzyl-2-Benzyliminothiazole
YANG Lin-Tao1, QIN Zhi1, CHEN Ping2, HU Ai-Xi1*
Chinese Journal of Applied Chemistry    2010, 27 (06): 664-668.   DOI: 10.3724/SP.J.1095.2010.90541
Abstract3374)      PDF (319KB)(1220)      

Twelve new 5-benzyl-4-tert-butyl-2-benzyliminothiazoles were synthesized via the reacitions of 5-benzyl-4-tert-butylthiazol-2-amines with salicyladehyde derivatives. The bioassay of twenty five 4-tert-butyl-5-benzyl-2-benzyliminothiazoles were made. The results of preliminary bioassay show that the inhibition rate of compound 1a(500 mg/L) is 95% against R.solani; the inhibition rates of compounds 1i, 1j, 1l, 1p, 1q and 1s(25 mg/L) are 55.1%, 55.1%, 51.3%, 51.5%, 51.5% and 51.5% against G.zeae respectively; the inhibition rates of compounds 1i, 1l and 1s are 51.1%, 51.9% and 64.9% against P.capsici; the inhibition rates of compounds 1h and 1j(25 mg/L) are 53.1% and 61.2% against B.cinerea respectively; the inhibition rates of compounds 1t, 1o and 1r(25 mg/L) are 56.1%, 56.1% and 65.4% against S.sclerotiorum respectively; and the inhibition rate of compound 1w(25 mg/L) is 52.6% against A.alternata.

Oxidative Bromination Reaction of Phenol Catalyzed by Ammonium Tungstophosphat Catalyst Supported on Silica
DING Junhong, GONG Shuwen*, LIU Lijun, LI Kaozhen, CUI Qingxin
Chinese Journal of Applied Chemistry    DOI: 10.3724/SP.J.1095.2011.00094
Asymmetric Synthesis of (S)-Metoprolol
SONG Guang-Wei, ZHU Jin-Tao*, YAO Guo-Xin, CHEN Gang
Chinese Journal of Applied Chemistry    2010, 27 (11): 1286-1290.   DOI: 10.3724/SP.J.1095.2010.90880
Abstract3349)      PDF (332KB)(1653)      

Enantioenriched (S)-3-chloro-1,2-propanediol and (R)-epichlorohydrin were obtained from the kinetic hydrolysis resolution of racemic epichlorohydrin by (S,S)-salen Co(Ⅲ)OAc. (S)-Metoprolol with optical purity higher than 99% could be prepared via the reaction of 4-(2-methoxyethyl)phenol with (S)-3-chloro-1,2-propanediol followed by an amination reaction using isopropyl amine. When (R)-epichlorohydrin was used as the chiral precursor, (S)-metoprolol could be also prepared but with less optical purity(>92%). The overall yield of (S)-metoprolol was 53.9%. The structure of the product was determined by IR, 1H NMR, 13C NMR and MS. This procedure is effective, simple and has a high utilization rate of raw material. The optical purity and yield of the product are satisfactory. The process is promising for scaling-up industrial potential applications.

Synthesis of Crosslinked Chitosan-Supported Thiadizole Hetrocyclic Functional Chelatig Resin and Its Adsorptin Properties
QIU Congjiao1, LIU Meiling1*, ZHAO Yan1, LI Haitao1,2*
Chinese Journal of Applied Chemistry    2011, 28 (06): 634-639.   DOI: 10.3724/SP.J.1095.2011.00397
Abstract3347)      PDF (868KB)(1122)      

A new hydrophilic functional chelating resin(CTS-AMT) with heterocyclic group were synthesized by the graft reaction between 2-amino-5-mercapto-1,3,4-thiadizole(AMT) and macroporous Schiff base chitosan(CTS)chelated bead. The structure of the resin was confirmed by FTIR spectra and elemental analysis. The adsorption property and the selectivity of CTS-AMT and the parent chitosan for Cd2+, Zn2+, Cu2+, Pb2+, Ag+ and Hg2+ were compared. The experimental results show that CTS-AMT has a higher adsorption capacity and a better selectivity than CTS as expected. In the solution of pH=5.0, T=298.15 K, the adsorption of resin on metal ions can be accomplished in about 1.5 h. The static adsorption capacities for Hg2+, Ag+ and Pb2+ are 2.54, 2.31, and 1.71 mmol/g, respectively. It shows that the adsorption isotherms approximately follows Langmuir isotherm equation under the experimental concentrations.