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[Cu2(Mand)2(Hmt)]–MOF: a Synergetic Effect Between Cu(II)
Article 3 1 [Cu2(mand)2(hmt)]–MOF: A Synergetic Effect between Cu(II) and Hexamethylenetetramine in the Henry Reaction 1 1 1 2 2, Horat, iu Szalad , Natalia Candu , Bogdan Cojocaru , Traian D. Păsătoiu , Marius Andruh * and Vasile I. Pârvulescu 1,* 1 Department of Organic Chemistry, Biochemistry and Catalysis, Catalysis and Catalytic Processes Research Centre, Faculty of Chemistry, University of Bucharest, Bd. Regina Elisabeta nr. 4-12, 020462 Bucharest, Romania; [email protected] (H.S.); [email protected] (N.C.); [email protected] (B.C.) 2 Faculty of Chemistry, University of Bucharest, Department of Inorganic Chemistry, 23 Dumbrava Ro¸sie Street, sector 2, 020462 Bucharest, Romania; [email protected] * Correspondence: [email protected] (M.A.); [email protected] (V.I.P.) Received: 9 January 2020; Accepted: 12 February 2020; Published: 13 February 2020 3 Abstract: [Cu2(mand)2(hmt)] H2O (where mand is totally deprotonated mandelic acid (racemic 1 · mixture) and hmt is hexamethylenetetramine) proved to be a stable metal–organic framework (MOF) structure under thermal activation and catalytic conditions, as confirmed by both the in situ PXRD (Powder X-ray diffraction) and ATR–FTIR (Attenuated total reflection-Fourier-transform infrared spectroscopy) haracterization. The non-activated MOF was completely inert as catalyst for the Henry reaction, as the accessibility of the substrates to the channels was completely blocked by H-bonded water to the mand entities and CO2 adsorbed on the Lewis basic sites of the hmt. Heating at 140 ◦C removed these molecules. Only an insignificant change in the relative ratios of the XRD facets due to the capillary forces associated to the removal of the guest molecules from the network has been observed. -
United States Patent Office Patented Oct
3,004,026 United States Patent Office Patented Oct. 10, 1961 1. 3,004,026 septic. Thus, it has been recommended that a salt ex-. HEXAMETHYLENETETRAMINE HIPPURATE hibiting an acid reaction, such as ammonium chloride, Alexander Galat, 126 Buckingham Road, Yonkers, NY. ammonium nitrate, sodium acid phosphate or the like, No Drawing. Filed Aug. 28, 1959, Ser. No. 836,618 be administered together with Methenamine. However, 1. Claim. C. 260-248.5) 5 impractically and/or dangerously high dosages of such salts must be given in order to make the urine acidic and This invention relates to a new and useful organic com even so acidification of the urine does not occur with all pound. More particularly, this invention relates to a new patients. - . organic compound useful as a urinary tract antiseptic. In Another approach that has been employed in an at an even more specific aspect thereof, this invention relates O tempt to solve the difficulty involves administering to hexamethylenetetramine hippurate. Methenamine in the form of a salt with an organic acid. The principal object of this invention is to provide It is postulated that decomposition of such a salt in the hexamethylenetetramine hippurate, a new organic com urine will result in the production of the acid medium re pound of high utility. quired for manifestation of the antiseptic action of Corollary objects of this invention will become appar 15 Methenamine. ent as the description thereof proceeds. Salts of Methenamine with such acids as anhydro For the better understanding of this invention, the methylenecitric, acetylsalicylic, borocitric, citrosulfuric, following example is a complete description of a pre mandelic, phenoxyacetic, salicyclic, sulfosalicylic, salicyl ferred procedure for the preparation of the new and use oxyacetic, sulfoxylic, and the like have been prepared ful compound of this invention. -
F1y3x CHAPTER 29 ORGANIC CHEMICALS VI 29-1 Notes 1
)&f1y3X CHAPTER 29 ORGANIC CHEMICALS VI 29-1 Notes 1. Except where the context otherwise requires, the headings of this chapter apply only to: (a) Separate chemically defined organic compounds, whether or not containing impurities; (b) Mixtures of two or more isomers of the same organic compound (whether or not containing impurities), except mixtures of acyclic hydrocarbon isomers (other than stereoisomers), whether or not saturated (chapter 27); (c) The products of headings 2936 to 2939 or the sugar ethers and sugar esters, and their salts, of heading 2940, or the products of heading 2941, whether or not chemically defined; (d) Products mentioned in (a), (b) or (c) above dissolved in water; (e) Products mentioned in (a), (b) or (c) above dissolved in other solvents provided that the solution constitutes a normal and necessary method of putting up these products adopted solely for reasons of safety or for transport and that the solvent does not render the product particularly suitable for specific use rather than for general use; (f) The products mentioned in (a), (b), (c), (d) or (e) above with an added stabilizer necessary for their preservation or transport; (g) The products mentioned in (a), (b), (c), (d), (e) or (f) above with an added antidusting agent or a coloring or odoriferous substance added to facilitate their identification or for safety reasons, provided that the additions do not render the product particularly suitable for specific use rather than for general use; (h) The following products, diluted to standard strengths, for the production of azo dyes: diazonium salts, couplers used for these salts and diazotizable amines and their salts. -
Zinc Oxide—From Synthesis to Application: a Review
Materials 2014, 7, 2833-2881; doi:10.3390/ma7042833 OPEN ACCESS materials ISSN 1996-1944 www.mdpi.com/journal/materials Review Zinc Oxide—From Synthesis to Application: A Review Agnieszka Kołodziejczak-Radzimska * and Teofil Jesionowski Institute of Chemical Technology and Engineering, Faculty of Chemical Technology, Poznan University of Technology, M. Sklodowskiej-Curie 2, PL-60965 Poznan, Poland; E-Mail: [email protected] * Author to whom correspondence should be addressed; E-Mail: [email protected]; Tel.: +48-61-665-3626; Fax: +48-61-665-3649. Received: 17 December 2013; in revised form; 25 March 2014 / Accepted: 27 March 2014 / Published: 9 April 2014 Abstract: Zinc oxide can be called a multifunctional material thanks to its unique physical and chemical properties. The first part of this paper presents the most important methods of preparation of ZnO divided into metallurgical and chemical methods. The mechanochemical process, controlled precipitation, sol-gel method, solvothermal and hydrothermal method, method using emulsion and microemulsion enviroment and other methods of obtaining zinc oxide were classified as chemical methods. In the next part of this review, the modification methods of ZnO were characterized. The modification with organic (carboxylic acid, silanes) and inroganic (metal oxides) compounds, and polymer matrices were mainly described. Finally, we present possible applications in various branches of industry: rubber, pharmaceutical, cosmetics, textile, electronic and electrotechnology, photocatalysis were introduced. This review provides useful information for specialist dealings with zinc oxide. Keywords: zinc oxide; synthesis; modification; application 1. Introduction Zinc oxide, with its unique physical and chemical properties, such as high chemical stability, high electrochemical coupling coefficient, broad range of radiation absorption and high photostability, is a multifunctional material [1,2]. -
Coordination Compounds of Hexamethylenetetramine with Metal Salts: a Review Properties and Applications of a Versatile Model Ligand
https://doi.org/10.1595/205651317X696621 Johnson Matthey Technol. Rev., 2018, 62, (1), 89–106 www.technology.matthey.com Coordination Compounds of Hexamethylenetetramine with Metal Salts: A Review Properties and applications of a versatile model ligand Reviewed by Jia Kaihua* and Ba chemical industry. It has been used in many fields Shuhong including as a curing agent for phenolic resins Military Chemistry and Pyrotechnics, Shenyang (1), as an accelerant in vulcanisation (2), in food Ligong University, Shenyang, 110186, China preservatives (3) and explosives (4) because of its useful properties including high solubility in water *Email: [email protected] and polar organic solvents (5). In addition, hmta can act as a multifunctional ligand, using its N atom to form coordination complexes with many Hexamethylenetetramine (hmta) was chosen as transition metals (6–10). It has been employed a model ligand. Each of the four nitrogen atoms to prepare complexes with metals, and has been has a pair of unshared electrons and behaves increasingly applied in chemical synthesis where it like an amine base, undergoing protonation and has received increasing attention due to its simple N-alkylation and being able to form coordination operation, mild conditions and environmental compounds with many inorganic elements. The friendliness (11, 12). ligand can be used as an outer coordination sphere modulator of the inner coordination sphere and as 1. Coordination with Metal Salts a crosslinking agent in dinuclear and multinuclear coordination compounds. It can also be used as A large number of complexes of hmta and a model for bioactive molecules to form a great metal salts have been studied and reports on number of complexes with different inorganic their synthesis, preparation, structure analysis salts containing other molecules. -
Location of Polysaccharide on Chlamydia Psittaci by Silver-Methenamine Staining and Electron Microscopy SANITTAR P
JOURNAL OF BACTERIOLOGY, July 1972, p. 267-271 Vol. 111, No. 1 Copyright © 1972 American Society for Microbiology Printed in U.S.A. Location of Polysaccharide on Chlamydia psittaci by Silver-Methenamine Staining and Electron Microscopy SANITTAR P. DHIR AND EDWIN S. BOATMAN Department of Pathobiology, School of Public Health and Community Medicine, University of Washington, Seattle, Washington 98195 Received for publication 21 March 1972 Previous serological studies have indicated that the group antigen of chla- mydial organisms is composed of an acidic polysaccharide and a lipid compo- nent. The present study was undertaken in an effort to locate this polysaccha- ride complex by use of electron microscopy and a silver-methenamine marker. The meningopneumonitis strain of Chlamydia psittaci was propagated in HeLa-M cell culture. Organisms were purified by differential centrifugation, treatment with Genetron, and by gel filtration. After fixation and embedding, sections were obtained for electron microscopy. Sections were stained for car- bohydrates with silver-methenamine. A double layer of regularly spaced silver grains of uniform size was observed at the periphery of the sectioned organisms tracing the contours of the surface membrane (cell wall). This intensity of staining was observed only when sections were oxidized with periodate prior to silver-methenamine staining. Prior treatment with 1% sodium deoxycholate resulted in a significant reduction in staining. It is considered probable that the periodate-sensitive polysaccharide found at the periphery of the organisms rep- resents, or is a component of, the group antigen of these organisms. Recently, we reported the characterization of is dependent upon the production of aldehyde a serologically active polysaccharide fraction groups after periodate oxidation of the poly- from the complement-fixing lipid group an- saccharide. -
Aldehyde Reaction for the Study of Chromosome Ultrastructure Bill Robert Brinkley Iowa State University
Iowa State University Capstones, Theses and Retrospective Theses and Dissertations Dissertations 1964 The development and application of a silver- aldehyde reaction for the study of chromosome ultrastructure Bill Robert Brinkley Iowa State University Follow this and additional works at: https://lib.dr.iastate.edu/rtd Part of the Genetics Commons Recommended Citation Brinkley, Bill Robert, "The development and application of a silver-aldehyde reaction for the study of chromosome ultrastructure " (1964). Retrospective Theses and Dissertations. 2652. https://lib.dr.iastate.edu/rtd/2652 This Dissertation is brought to you for free and open access by the Iowa State University Capstones, Theses and Dissertations at Iowa State University Digital Repository. It has been accepted for inclusion in Retrospective Theses and Dissertations by an authorized administrator of Iowa State University Digital Repository. For more information, please contact [email protected]. This dissertation has been 64-10,629 microfilmed exactly as received BRINKLEY, Bill Robert, 1936- THE DEVELOPMENT AND APPLICATION OF A SILVER-ALDEHYDE REACTION FOR THE STUDY OF CHROMOSOME ULTRASTRUCTURE. Iowa State University of Science and Technology Ph.D., 1964 Biology-Genetics University Microfilms, Inc., Ann Arbor, Michigan THE DEVELOPMENT AND APPLICATION OF A SILVER-ALDEHYDE REACTION FOR THE STUDY OF CHROMOSOME ULTRASTRUCTURE by Bill Robert Brinkley A Dissertation Submitted to the Graduate Faculty in Partial Fulfillment of I The Requirements for the Degree of DOCTOR OF PHILOSOPHY -
Hexamethylenetetramine Multiple Catalysis As a Porosity and Pore Size Modifier in Carbon Cryogels
Journal of Non-Crystalline Solids 356 (2010) 1620–1625 Contents lists available at ScienceDirect Journal of Non-Crystalline Solids journal homepage: www.elsevier.com/ locate/ jnoncrysol Hexamethylenetetramine multiple catalysis as a porosity and pore size modifier in carbon cryogels Betzaida Batalla García, Dawei Liu, Saghar Sepehri, Stephanie Candelaria, David M. Beckham, Leland W. Savage, Guozhong Cao ⁎ University of Washington, Materials Science and Engineering, 302 Roberts Hall, Seattle, WA 98195-2120, United States article info abstract Article history: Hexamethylenetetramine (HMTA) base catalysis is used to control the porosity and pore size of resorcinol Received 22 October 2009 furaldehyde cryogels synthesized in tert-butanol. While HMTA produces ammonia and formaldehyde in Available online 23 July 2010 aqueous media, other carbon–nitrogen molecular units are possible in non-aqueous solvents. The results suggest that at least two paths are possible from this decomposition, a reactive catalyst in pure tert-butanol Keywords: or a base like catalyst in an aqueous mix. Due to the catalytic effect under high catalysis in tert-butanol the Sol–gel; samples promoted high macroporosity N70%, reduced shrinkage b20% and had lower syneresis compared to Catalysis; Porous material; specimens with low concentration of HMTA. On the other hand the use of water mixtures was shown to Polymer reduce the mesopore size up to 50%, and reduce the macroporosity to 20%, when compared to the tert- butanol case. Nitrogen physisorption, TEM and FTIR are used to characterize the chemical and structural properties of the cryogels. © 2010 Elsevier B.V. All rights reserved. 1. Introduction the polymer network as a catalytic reactant and alter the overall nanostructure. -
Synthesis and Fungicidal Activity of New Fluorine-Containing Mandelic
Journal of Fluorine Chemistry 137 (2012) 108–112 Contents lists available at SciVerse ScienceDirect Journal of Fluorine Chemistry jo urnal homepage: www.elsevier.com/locate/fluor Short communication Synthesis and fungicidal activity of new fluorine-containing mandelic acid amide compounds a a a a b a Shuai Li , Can Cui , Man-Yi Wang , Shui-Jing Yu , Yan-Xia Shi , Xiao Zhang , a a, b, Zheng-Ming Li , Wei-Guang Zhao *, Bao-Ju Li ** a State Key Laboratory of Elemento-Organic Chemistry, National Pesticide Engineering Research Center (Tianjin), Nankai University, Tianjin 300071, China b Institute of Vegetables and Flowers, Chinese Academy of Agricultural Science, Beijing, China A R T I C L E I N F O A B S T R A C T Article history: A series of novel fluorine-containing mandelic acid amide compounds were designed and synthesized by 1 Received 19 October 2011 a facile method, and their structures were characterized by H nuclear magnetic resonance (NMR) and Received in revised form 19 February 2012 high-resolution mass spectrometry. The preliminary in vivo bioassays indicated that some of the title Accepted 26 February 2012 compounds showed excellent fungicidal activities in vivo against Pseudoperonospora cubensis at the Available online 8 March 2012 À1 dosage of 25 mg L , which were comparable with the control (Mandipropamid). ß 2012 Elsevier B.V. All rights reserved. Keywords: Fluorinated mandelic acid amide Fungicidal activities Synthesis 1. Introduction taking into account the above-mentioned important contributions, our main interest was to enhance the hydrophobicity of mandelic Mandipropamid developed by Syngenta is the first mandelic acid amide compounds by introducing fluorine atoms. -
Activation of Adriamycin by the Ph-Dependent Formaldehyde- Releasing Prodrug Hexamethylenetetramine1
Vol. 2, 189–198, February 2003 Molecular Cancer Therapeutics 189 Activation of Adriamycin by the pH-dependent Formaldehyde- releasing Prodrug Hexamethylenetetramine1 Lonnie P. Swift, Suzanne M. Cutts, Ada Rephaeli, factors, including a dose-limiting cardiotoxicity and MDR3 (1, Abraham Nudelman, and Don R. Phillips2 2). Adriamycin undergoes metabolic reduction and in the Department of Biochemistry, La Trobe University, Bundoora, Victoria presence of oxygen leads to the production of reactive ox- 3086, Australia [L. P. S., S. M. C., D. R. P.]; Felsenstein Medical ygen species (3, 4), and these species are particularly dam- Research Center, Sackler School of Medicine, Tel Aviv University, Beilinson Campus, Petach Tikva 49100, Israel [A. R.]; and Chemistry aging to cardiac tissue that do not possess enzymes to Department, Bar Ilan University, Ramat Gan 52900, Israel [A. N.] detoxify the resulting radicals (1). MDR occurs as a result of up-regulation of the membrane-associated P-glycopro- tein efflux pump (5). MDR therefore results in a diminished Abstract response to anthracycline anticancer agents such as Previous studies have shown that Adriamycin can Adriamycin. react with formaldehyde to yield an activated form The mechanism of action of Adriamycin and other anthra- of Adriamycin that can further react with DNA cyclines appears to involve impairment of topoisomerase II to yield Adriamycin-DNA adducts. Because activity (6–10) as well as the formation of DNA adducts hexamethylenetetramine (HMTA) is known to hydrolyze (11–14). Initial investigations of Adriamycin-DNA adducts us- under cellular conditions and release six molecules of ing an in vitro transcription footprinting assay suggested that formaldehyde in a pH-dependent manner, we examined the formation of adducts was enhanced in the presence of this clinical agent for its potential as a formaldehyde- iron (11). -
HEXAMETHYLENETETRAMINE Flexatram™-HMT
FlexaTram™-HMT HEXAMETHYLENETETRAMINE FlexaTram™-HMT FlexaTram-HMT-100 and FlexaTram-HMT-200, hexamethylenetetramine, are used to syn- thesize chemical compounds such as resins, plastics, personal care and rubber additives. Ascend has been producing FlexaTram-HMT for over 50 years at one of its world-class facilities in Chocolate Bayou, Texas. Also known as: n Hexamine n Methenamine n Aminoform n Urotropine FlexaTram-HMT products are used as a catalyst in the synthesis of phenol, melamine and urea-formalde- hyde based resins and as a curing agent in the preparation of novolac phenolic resin systems. These resins are versatile synthetic materials with outstanding mechanical properties, bonding performance, chemical and water resistance and flame retardancy. FlexaTram-HMT is used in phenolic systems to make the following products: n Foundry resins n Abrasive products n Proppant coatings n Brake and clutch linings n Non-woven textiles OH OH OH OH HMTA (0.3-0.5%) CH3 H3C CH3 H3C NH 135-170ºC for 4-6 h Novolacs pre-polymer Novolacs (cross-linked) Specifications and properties Characteristics FlexaTram-HMT-100 FlexaTram-HMT-200 (Aqueous ~32% solution) (Aqueous ~41% solution) Molar mass 140.1 g/mol 140.1 g/mol Appearance Clear solution, no suspended particles Colorless to slightly yellow solution Relative density (g/cm3) 1.00-1.10 1.00-1.15 Hexamine content (wt.%) 31-33 40-42 pH 9.5-11.5 8.0-10.0 APHA color 20 max 20 max Ash (wt. %) 0.02% max on solid HMTA 0.02% on solid HMTA Other uses of FlexaTram-HMT n Personal care: A formaldehyde donor at -
Efficient One-Pot Synthesis of a Hexamethylenetetramine-Doped
nanomaterials Article Efficient One-Pot Synthesis of a Hexamethylenetetramine-Doped Cu-BDC Metal-Organic Framework with Enhanced CO2 Adsorption Aisha Asghar 1 , Naseem Iqbal 1,* , Tayyaba Noor 2, Majid Ali 1 and Timothy L. Easun 3,* 1 U.S Pakistan Centre for Advanced Studies in Energy, National University of Sciences and Technology, H-12, Islamabad 44000, Pakistan 2 School of Chemical and Materials Engineering, National University of Sciences and Technology, H-12, Islamabad 44000, Pakistan 3 School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UK * Correspondence: [email protected] (N.I.); easuntl@cardiff.ac.uk (T.L.E.) Received: 14 May 2019; Accepted: 30 June 2019; Published: 24 July 2019 Abstract: Herein we report a facile, efficient, low cost, and easily scalable route for an amine-functionalized MOF (metal organic framework) synthesis. Cu-BDC HMTA (HMTA = hexamethylenetetramine) has ⊃ high nitrogen content and improved thermal stability when compared with the previously reported and well-studied parent Cu-BDC MOF (BDC = 1,4-benzenedicarboxylate). Cu-BDC HMTA was ⊃ obtained via the same synthetic method, but with the addition of HMTA in a single step synthesis. Thermogravimetric studies reveal that Cu-BDC HMTA is more thermally stable than Cu-BDC MOF. ⊃ Cu-BDC HMTA exhibited a CO uptake of 21.2 wt % at 273 K and 1 bar, which compares favorably ⊃ 2 to other nitrogen-containing MOF materials. Keywords: energy efficiency; functional metal organic frameworks; Cu-BDC; HMTA; CO2 adsorption 1. Introduction The world is currently facing the urgent and demanding challenges of saving and utilizing energy as efficiently as possible.