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    Catalyst-free regioselective ring opening of epoxides with aromatic amines in water and solvent-free conditions

    , Article Journal of the Iranian Chemical Society ; Volume 10, Issue 1 , February , 2013 , Pages 7-11 ; 1735207X (ISSN) Ziyaei Halimehjani, A ; Gholami, H ; Saidi, M. R ; Sharif University of Technology
    2013
    Abstract
    Without using any catalysts, a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1,2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent and under solvent-free conditions  

    Boric acid/glycerol as an efficient catalyst for regioselective epoxide ring opening by aromatic amines in water

    , Article Green Chemistry Letters and Reviews ; Volume 5, Issue 1 , 2012 , Pages 1-5 ; 17518253 (ISSN) Halimehjani, A. Z ; Gholami, H ; Saidi, M. R ; Sharif University of Technology
    Abstract
    Regioselective epoxides ring opening with aromatic amines using boric acid and glycerol in water as a green media have been investigated. Corresponding β-amino alcohols were obtained with excellent yields and considerable regioselectivity. High yields of the products and mild reaction conditions using green catalyst and water as a green solvent are some advantages of this procedure  

    Lithium perchlorate promoted highly regioselective ring opening of epoxides under solvent-free conditions

    , Article Catalysis Communications ; Volume 8, Issue 12 , December , 2007 , Pages 2198-2203 ; 15667367 (ISSN) Azizi, N ; Mirmashhori, B ; Saidi, M. R ; Sharif University of Technology
    2007
    Abstract
    A simple and efficient synthesis of diol diesters, protected chlorohydrins, chlorohydrins and β-hydroxy azides with acetyl or benzoyl, TMSN3 and TMSCl groups has been achieved by ring opening of epoxides with acetic anhydride, acetyl chloride or benzoyl chloride and TMSN3 using catalytic amount of lithium perchlorate under solvent-free conditions. All reactions proceeded in short times and afforded the corresponding products in good to excellent yields under mild reaction conditions. LiClO4 shows enhanced reactivity for the ring opening of epoxides under solvent-free conditions, therefore, reducing the reaction times dramatically and improved the yields and amount of catalyst. © 2007... 

    Studying the Influence of Laponite Silicate Nanoparticles on the Mechanical and Structural Properties of Poly (Ethylene Glycol) Hydrogels, Synthesized under Mild Condition

    , M.Sc. Thesis Sharif University of Technology Nojoomi, Amirali (Author) ; Simchi, Abdolreza (Supervisor) ; Maddah Hosseini, Hamid Reza (Co-Advisor)
    Abstract
    Hemophilia is a group of hereditary genetic disorders that impair the body's ability to control blood clotting due to the lack of coagulation factors. Frequent joint and soft tissue bleeding is one the most common problems amongst these patients which can become progressively destructive for cartilage tissue in case of the late treatment. In this work, injectable PEG-based hydrogel nanocomposites with mechanical and structural properties close to cartilage tissue were fabricated. First, primary copolymers with PEG blocks of 600 g.mol-1 and 900 g.mol-1 without and with 2.5 wt.% Laponite nanoclay were synthesized by two-step thermal poly (amic acid) process. After polymer purification,... 

    Study of Catalytic Activity of Zirconium-Based Metal-Organic Frameworks in the Epoxide Ring-Opening Reactions

    , M.Sc. Thesis Sharif University of Technology Chegeni, Mohsen (Author) ; Bagherzadeh, Mojtaba (Supervisor)
    Abstract
    In current research, two zirconium-based metal-organic frameworks, MIP-202 (Zr) and UIO-66(CO2H)2 were employed as catalysts in the epoxy ring-opening reactions by amino and alcoholic nucleophiles. Firstly, these metal-organic frameworks were prepared under mild synthetic conditions and then characterized by means of spectral techniques such as X-ray diffraction (XRD), nuclear magnetic resonance spectroscopy (NMR), Fourier transform infrared spectroscopy (FT-IR), electron microscopy Scanning (SEM) and X-ray energy diffraction (EDAX) spectroscopy were confirmed. Finally, their catalytic activity in epoxy ring-opening reactions was investigated and in to determine optimal conditions, the... 

    Highly efficient ring opening reactions of epoxides with deactivated aromatic amines catalyzed by heteropoly acids in water

    , Article Tetrahedron ; Volume 63, Issue 4 , 2007 , Pages 888-891 ; 00404020 (ISSN) Azizi, N ; Saidi, M. R ; Sharif University of Technology
    2007
    Abstract
    Heteropoly acid was found to be an effective and efficient catalyst for the ring opening reaction of epoxides with various aromatic amines to produce the corresponding β-amino alcohols in moderate to excellent yields in water. This method provides a new and efficient protocol in terms of mild reaction conditions, clean reaction profiles, small quantity of catalyst, and simple work-up procedure. © 2006  

    , M.Sc. Thesis Sharif University of Technology Hatami, Mojgan (Author) ; Bagherzadeh, Mojtaba (Supervisor)
    Abstract
    Inert gold become catalytically active when dispersed in the form of nanoparticles. Isolated gold nanoparticles have demonstrated high catalytic activity for both oxidation and reduction reactions. In order to obtain high catalytic activity, gold nanoparticles are generally dispersed on support materials, among which oxides are commonly used. However, a substantial decrease in activity and selectivity of the immobilized catalysts is frequently observed due to the heterogeneous nature of these support materials in reaction media. In the course of our study on the metal-based catalysis for synthesis of organic compounds, we herein report that rod-shaped Au nanoparticles in aqua solution... 

    Convenient synthesis of chlorohydrins from epoxides using zinc oxide: Application to 5,6-epoxysitosterol

    , Article Heteroatom Chemistry ; Volume 20, Issue 3 , 2009 , Pages 157-163 ; 10427163 (ISSN) Matloubi Moghaddam, F ; Saeidian, H ; Mirjafary, Z ; Jebeli Javan, M ; Moridi Farimani, M ; Seirafi, M ; Sharif University of Technology
    2009
    Abstract
    Efficient synthesis of protected and unprotected chlorohydrins has been achieved by ring opening of epoxides with acetyl/benzoyl chloride and TMSCl using a catalytic amount of ZnO as a reusable catalyst. The applicability of ZnO is further extended by performing the cleavage of the natural product 5,6-epoxysitosterol with acetyl chloride. © 2009 Wiley Periodicals, Inc  

    Synthesis, characterization and application of magnetic room temperature dicationic ionic liquid as an efficient catalyst for the preparation of 1,2-azidoalcohols

    , Article Journal of Molecular Liquids ; Volume 183 , 2013 , Pages 14-19 ; 01677322 (ISSN) Godajdar, B. M ; Kiasat, A. R ; Hashemi, M. M ; Sharif University of Technology
    2013
    Abstract
    An environmentally benign, aqueous synthesis of 1,2-azidoalcohols via regioselective ring opening of their epoxides using magnetic imidazolium based dicationic room temperature ionic liquid, [pbmim](FeCl4)2, as an efficient magnetic phase transfer catalyst in water has been described. The present approach offers the advantages of clean reaction, simple methodology, short reaction time, high yield, easy purification and reusable catalyst  

    Cure Kinetics of Nanodiamond-Filled Epoxy Resin: Influence of Nanodiamond Surface Functionality

    , Article Industrial and Engineering Chemistry Research ; Volume 54, Issue 36 , August , 2015 , Pages 8954-8962 ; 08885885 (ISSN) Aris, A ; Shojaei, A ; Bagheri, R ; Sharif University of Technology
    American Chemical Society  2015
    Abstract
    Thermally oxidized nanodiamond (OND), amine-functionalized ND (AND) and untreated ND (UND) were added to epoxy/TETA at 1 wt % loading. The ND enhanced the dynamic storage modulus of epoxy while decreasing the glass transition temperature because of the increment of free volume in the vicinity of the ND surfaces. The ND induced an acceleration effect on the curing reaction which could be due to functional groups of the ND and lack of any steric hindrance on molecules by the ND particles themselves. The Vyazovkin model-free isoconversional method indicated that all NDs decreased the activation energy; among them, AND showed the lowest value because of the significant promotion of the epoxide... 

    Ethylenediamine grafting to functionalized NH2-UiO-66 using green aza-Michael addition reaction to improve CO2/CH4 adsorption selectivity

    , Article Industrial and Engineering Chemistry Research ; Volume 57, Issue 20 , April , 2018 , Pages 7030-7039 ; 08885885 (ISSN) Molavi, H ; Ahmadi Joukani, F ; Shojaei, A ; Sharif University of Technology
    American Chemical Society  2018
    Abstract
    Three versions of zirconium-based metal organic frameworks, NH2-UiO-66, GMA-UiO-66, and EDA-UiO-66, were synthesized and employed as adsorbent for CO2/CH4 separation. GMA-UiO-66 was synthesized via a ring opening reaction between the amine species in the framework and epoxy groups in glycidyl methacrylate (GMA), while the green aza-Michael addition reaction was used for the first time to functionalize GMA-UiO-66 with ethylenediamine (EDA). The products were characterized by BET, XRD, TGA, FESEM, ICP-OES, 1H NMR, mass spectroscopy, and FTIR-ATR methods to monitor their textural properties before and after functionalization. The results indicated that GMA was successfully grafted to the... 

    Synthesis and characterization of poly(L-lactide)-block-poly(ε-caprolactone)-grafted titanium dioxide nanoparticles via ring-opening in situ grafting polymerization

    , Article Polymer Composites ; Volume 42, Issue 8 , 2021 , Pages 3722-3731 ; 02728397 (ISSN) Ebrahimi, H ; Sharif, F ; Ramezani Saadat Abadi, A ; Sharif University of Technology
    John Wiley and Sons Inc  2021
    Abstract
    The synthesis of nanocomposites via in situ grafting polymerization due to its ability to produce polymeric materials with promising microscopic and macroscopic characteristics is becoming very attractive. In this paper, different poly(L-Lactide)-block-poly(ε-caprolactone) (PLLA-b-PCL) copolymers were in situ synthesized in the presence of modified titanium dioxide (TiO2) nanoparticles (mTNP) as the initiator and stannous octoate as the catalyst. The surface of TiO2 was modified by grafting aminopropyl trimethoxy silane to improve initiator efficiency. Copolymers with 90/10, 70/30, and 50/50 mass ratio of L-lactide/ ε-caprolactone and 5 wt% of mTNP (proportional to ε-caprolactone) were... 

    Catalyst-Free and Green Synthesis of Some Novel Benzamide Derivatives

    , Article Journal of Heterocyclic Chemistry ; Volume 52, Issue 6 , November , 2015 , Pages 1848-1857 ; 0022152X (ISSN) Samani Ghaleh Taki, B ; Rostami, M ; Mirkhani, V ; Moghadam, M ; Mohammadpoor Baltork, I ; Tangestaninejad, S ; Jamali Moghadam, A ; Kia, R ; Sharif University of Technology
    HeteroCorporation  2015
    Abstract
    In the present work, a simple, green, rapid, and catalyst-free procedure for the synthesis of benzamide derivatives by ring opening of azlactones with diamines such as ethylene diamine and 1,3-propylenediamine is described. The present method offers several advantages such as short reaction times, easy work-up, and mild reaction conditions in the absence of catalyst and any toxic solvent and material. In addition, the structure obtained by X-ray crystallography was compared with the theoretical results obtained by density functional theory using the B3LYP functional and cc-pVDZ basis sets  

    Carbon nanotube-graft-block copolymers containing silver nanoparticles

    , Article International Journal of Nanoscience ; Volume 8, Issue 6 , 2009 , Pages 533-541 ; 0219581X (ISSN) Adeli, M ; Sepahvand, R ; Bahari, A ; Astinchap, B ; Sharif University of Technology
    Abstract
    Polycaprolactone-polylactide block copolymers (PCL-block-PLA) were grafted onto filled multi-wall carbon nanotubes (MWCNT) successfully. In this synthesis, MWCNTs were opened and functionalized, and then they were filled by silver nanoparticles. The filled MWCNT were used as macroinitiator for ring opening polymerization of ε-caprolactone and L-lactide. Then the end hydroxyl functional groups of MWCNT-graft-PCL or MWCNT-graft-PLA were used as initiator for ring opening polymerization of lactide and ε-caprolactone and MWCNT-graft-PCL-block-PLA or MWCNT-graft-PLA-block-PCL were obtained, respectively. Length of grafted copolymer chains onto the MWCNT was controlled using CNT/monomer ratio.... 

    Injectable polyethylene glycol-laponite composite hydrogels as articular cartilage scaffolds with superior mechanical and rheological properties

    , Article International Journal of Polymeric Materials and Polymeric Biomaterials ; Volume 66, Issue 3 , 2017 , Pages 105-114 ; 00914037 (ISSN) Nojoomi, A ; Tamjid, E ; Simchi, A ; Bonakdar, S ; Stroeve, P ; Sharif University of Technology
    Taylor and Francis Inc  2017
    Abstract
    In this study, injectable PEG-based hydrogels containing Laponite particles with mechanical and structural properties close to the natural articular cartilage are introduced. The nanocomposites are fabricated by imide ring opening reactions utilizing synthesized copolymers containing PEG blocks and nanoclay through a two-step thermal poly-(amic acid) process. Butane diamine is used as nucleophilic reagent and hydrogels with interconnected pores with sizes in the range of 100–250 µm are prepared. Improved viscoelastic properties compared with the conventional PEG hydrogels are shown. Evaluation of cell viability utilizing human mesenchymal stem cells determines cytocompatibility of the... 

    Carbon nanotubes-graft-polyglycerol: biocompatible hybrid materials for nanomedicine

    , Article Polymer ; Volume 50, Issue 15 , 2009 , Pages 3528-3536 ; 00323861 (ISSN) Adeli, M ; Mirab, N ; Shafiee Alavidjeh, M ; Sobhani, Z ; Atyabi, F ; Sharif University of Technology
    2009
    Abstract
    New biocompatible and water soluble hybrid materials containing multi-wall carbon nanotubes (MWCNTs) as core and hyperbranched polyglycerol (PG) as shell were synthesized successfully. In this work, pristine MWCNTs were opened and functionalized through treatment with acid and polyglycerol was covalently grafted onto their surface by the "grafting from" approach based on in-situ ring-opening polymerization of glycidol. Some short-term In vitro cytotoxicity and hemocompatibility tests were conducted on HT1080 cell line (human Fibrosarcoma), because this epithelial cell line can be one of the first route of entry of the exogenous materials to the vascular system and therefore subsequent... 

    Poly(glycidyl methacrylate)-coated magnetic graphene oxide as a highly efficient nanocarrier: Preparation, characterization, and targeted DOX delivery

    , Article New Journal of Chemistry ; Volume 43, Issue 47 , 2019 , Pages 18647-18656 ; 11440546 (ISSN) Pourjavadi, A ; Kohestanian, M ; Yaghoubi, M ; Sharif University of Technology
    Royal Society of Chemistry  2019
    Abstract
    Herein, we report the preparation of novel magnetic graphene oxide (GO) grafted with brush polymer via surface-initiated reversible addition-fragmentation chain transfer (SI-RAFT) polymerization and its application as a nanocarrier for magnetic- and pH-triggered delivery of doxorubicin anticancer drug. The RAFT agent, DDMAT, was firstly attached to the surface of magnetic GO nanosheets. The DDMAT-functionalized magnetic GO nanosheets were then used to polymerize glycidyl methacrylate (GMA) using an SI-RAFT method. Afterwards, the epoxy rings of the PGMA chains were opened with hydrazine (N2H4) moieties. The resulting nanocomposite was used as a drug carrier for doxorubicin (DOX) as an... 

    Poly(glycidyl methacrylate)-coated magnetic graphene oxide as a highly efficient nanocarrier: Preparation, characterization, and targeted DOX delivery

    , Article New Journal of Chemistry ; Volume 43, Issue 47 , 2019 , Pages 18647-18656 ; 11440546 (ISSN) Pourjavadi, A ; Kohestanian, M ; Yaghoubi, M ; Sharif University of Technology
    Royal Society of Chemistry  2019
    Abstract
    Herein, we report the preparation of novel magnetic graphene oxide (GO) grafted with brush polymer via surface-initiated reversible addition-fragmentation chain transfer (SI-RAFT) polymerization and its application as a nanocarrier for magnetic- and pH-triggered delivery of doxorubicin anticancer drug. The RAFT agent, DDMAT, was firstly attached to the surface of magnetic GO nanosheets. The DDMAT-functionalized magnetic GO nanosheets were then used to polymerize glycidyl methacrylate (GMA) using an SI-RAFT method. Afterwards, the epoxy rings of the PGMA chains were opened with hydrazine (N2H4) moieties. The resulting nanocomposite was used as a drug carrier for doxorubicin (DOX) as an... 

    A simple, highly regioselective and efficient reaction of indole with epoxides under solvent-free conditions

    , Article Canadian Journal of Chemistry ; Volume 84, Issue 5 , 2006 , Pages 800-803 ; 00084042 (ISSN) Azizi, N ; Mehrazma, S ; Saidi, M. R ; Sharif University of Technology
    2006
    Abstract
    Lithium perchlorate has been found to be an inexpensive and efficient catalyst for the ring opening of epoxides by indole and N-methylindole, which provides an environmentally friendly method for the synthesis of substituted indoles. A complete regioselectivity in favor of nucleophilic attack at the benzylic carbon atom of aromatic epoxides, such as styrene oxide, is observed. However, aliphatic unsymmetrical alkene oxides undergo selective nucleophilic attack at the sterically less-hindered carbon atom. This catalyst offers several advantages, such as short reaction time, high yields, lower catalytic loading, simple experimental procedure, and easy isolation of the products, under... 

    Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions

    , Article Canadian Journal of Chemistry ; Volume 83, Issue 5 , 2005 , Pages 505-507 ; 00084042 (ISSN) Azizi, N ; Saidi, M. R ; Sharif University of Technology
    2005
    Abstract
    Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent. © 2005 NRC Canada