Ethyl Acrylate
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Chiral Proton Catalysis: Design and Development of Enantioselective Aza-Henry and Diels-Alder Reactions
CHIRAL PROTON CATALYSIS: DESIGN AND DEVELOPMENT OF ENANTIOSELECTIVE AZA-HENRY AND DIELS-ALDER REACTIONS Ryan A. Yoder Submitted to the faculty of the University Graduate School in partial fulfillment of the requirements for the degree Doctor of Philosophy in the Department of Chemistry, Indiana University June 2008 Accepted by the Graduate Faculty, Indiana University, in partial fulfillment of the requirements for the degree of Doctor of Philosophy. Doctoral Committee _____________________________ Jeffrey N. Johnston, Ph.D. _____________________________ Daniel J. Mindiola, Ph.D. _____________________________ David R. Williams, Ph.D. _____________________________ Jeffrey Zaleski, Ph.D. April 24, 2008 ii © 2008 Ryan A. Yoder ALL RIGHTS RESERVED iii DEDICATION This work is dedicated to my parents, David and Doreen Yoder, and my sister, LeeAnna Loudermilk. Their unwavering love and support provided the inspiration for me to pursue my dreams. The sacrifices they have made and the strength they have shown continue to motivate me to be a better person each and every day. Thank you mom, dad, and little sis for being the rocks that I can lean on and the foundation that allowed me to find the happiness I have today. Without you, none of this would have been possible. iv ACKNOWLEDGEMENTS First and foremost I want to thank my research advisor, Professor Jeffrey N. Johnston. I am incredibly grateful for his mentoring and guidance throughout my time in the Johnston group. He has instilled in me a solid foundation in the fundamentals of organic chemistry and at the same time has taught me how to apply innovative and creative solutions to complex problems. -
Food and Drug Administration, HHS § 177.1315
Food and Drug Administration, HHS § 177.1315 under conditions of use E through G as Food Safety and Applied Nutrition described in table 2 of § 176.170(c) of this (HFS±200), Food and Drug Administra- chapter. tion, 200 C St. SW., Washington, DC, or (d) The provisions of this section are at the Office of the Federal Register, not applicable to ethylene-acrylic acid 800 North Capitol St. NW., suite 700, copolymers used in food-packaging ad- Washington, DC. hesives complying with § 175.105 of this (3) The basic copolymer identified in chapter. paragraph (a) of this section, when ex- [42 FR 14572, Mar. 15, 1977, as amended at 51 tracted with the solvent or solvents FR 19060, May 27, 1986; 53 FR 44009, Nov. 1, characterizing the type of food and 1988] under the conditions of time and tem- perature characterizing the conditions § 177.1312 Ethylene-carbon monoxide of its intended use, as determined from copolymers. Tables 1 and 2 of § 176.170(c) of this The ethylene-carbon monoxide co- chapter, yields net chloroform-soluble polymers identified in paragraph (a) of extractives in each extracting solvent this section may be safely used as com- not to exceed 0.5 milligram per square ponents of articles intended for use in inch of food-contact surface when test- contact with food subject to the provi- ed by methods described in § 176.170(d) sions of this section. of this chapter. (a) Identity. For the purposes of this (4) The provisions of this section are section, ethylene-carbon monoxide co- not applicable to ethylene-carbon mon- polymers (CAS Reg. -
Ethyl Acrylate
Health Council of the Netherlands Ethyl acrylate Evaluation of the carcinogenicity and genotoxicity Gezondheidsraad Health Council of the Netherlands Aan de staatssecretaris van Sociale Zaken en Werkgelegenheid Onderwerp : aanbieding advies Ethyl acrylate Uw kenmerk : DGV/MBO/U-932342 Ons kenmerk : U-7413/BvdV/fs/246-D17 Bijlagen : 1 Datum : 13 november 2012 Geachte staatssecretaris, Graag bied ik u hierbij het advies aan over de gevolgen van beroepsmatige blootstelling aan ethylacrylaat. Dit advies maakt deel uit van een uitgebreide reeks waarin kankerverwekkende stoffen worden geclassificeerd volgens richtlijnen van de Europese Unie. Het gaat om stoffen waaraan mensen tijdens de beroepsmatige uitoefening kunnen worden blootgesteld. Dit advies is opgesteld door een vaste subcommissie van de Commissie Gezondheid en beroepsmatige blootstelling aan stoffen (GBBS), de Subcommissie Classificatie van carcinogene stoffen. Het advies is getoetst door de Beraadsgroep Gezondheid en omgeving van de Gezondheidsraad. Ik heb het advies vandaag ter kennisname toegezonden aan de staatssecretaris van Infrastructuur en Milieu en aan de minister van Volksgezondheid, Welzijn en Sport. Met vriendelijke groet, prof. dr. W.A. van Gool, voorzitter Bezoekadres Postadres Parnassusplein 5 Postbus 16052 2511 VX Den Haag 2500 BB Den Haag E-mail: [email protected] www.gr.nl Telefoon (070) 340 74 47 Ethyl acrylate Evaluation of the carcinogenicity and genotoxicity Subcommittee on the Classification of Carcinogenic Substances of the Dutch Expert Committee on Occupational Safety, a Committee of the Health Council of the Netherlands to: the State Secretary of Social Affairs and Employment No. 2012/19, The Hague, November 13, 2012 The Health Council of the Netherlands, established in 1902, is an independent scientific advisory body. -
Poly( Ethylene-Co-Methyl Acrylate)-Solvent- Cosolvent Phase Behaviour at High Pressures
Poly( ethylene-co-methyl acrylate)-solvent- cosolvent phase behaviour at high pressures Melchior A. Meilchen, Bruce M. Hasch, Sang-Ho Lee and Mark A. McHugh* Department of Chemical Engineering, Johns Hopkins University, Baltimore, MD 21278, USA (Received 5 April 7991; accepted 75 July 1997 ) Cloud-point data to 160°C and 2000 bar are presented showing the effect of cosolvents on the phase behaviour of poly(ethylene-co-methyl acrylate) (EMA) (64 mo1%/36 mol%) with propane and chlorodifluoromethane (F22). Ethanol shifts the EMA-propane cloud-point curves to lower temperatures and pressures, but above _ 10 wt% ethanol, the copolymer becomes insoluble. Up to 40 wt% acetone monotonically shifts the EMA-propane cloud-point curves to lower temperatures and pressures. Acetone and ethanol both shift the cloud-point curves of EMA-F22 mixtures in the same monotonic manner for cosolvent concentrations of up to 40 wt%. (Keywords: copolymer; cosolvent; high pressures) INTRODUCTION or diethyl ether, so it is necessary to operate at elevated temperatures and pressures to dissolve high molecular Within the past 20 years there has been a great deal of weight polystyrene in either solvent. Adding acetone to effort invested in trying to understand and model the PS-diethyl ether mixtures monotonically reduces the solubility behaviour of polar polymers in liquid cosolvent pressure needed at a given temperature to obtain a single mixtures’-9. Polymer solubility is usually related to phase. whether the cosolvent preferentially solvates or adsorbs There has also been a number of viscometric and light to certain segments of the polymer chain as determined scattering studies on the solution behaviour of polar by light scattering, viscosity measurements or cloud- copolymers in liquid cosolvent mixtures’4*‘5. -
Reversible Deactivation Radical Polymerization: State-Of-The-Art in 2017
Chapter 1 Reversible Deactivation Radical Polymerization: State-of-the-Art in 2017 Sivaprakash Shanmugam and Krzysztof Matyjaszewski* Center for Macromolecular Engineering, Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213, United States *E-mail: [email protected]. This chapter highlights the current advancements in reversible-deactivation radical polymerization (RDRP) with a specifc focus on atom transfer radical polymerization (ATRP). The chapter begins with highlighting the termination pathways for acrylates radicals that were recently explored via RDRP techniques. This led to a better understanding of the catalytic radical termination (CRT) in ATRP for acrylate radicals. The designed new ligands for ATRP also enabled the suppression of CRT and increased chain end functionality. In addition, further mechanistic understandings of SARA-ATRP with Cu0 activation and comproportionation were studied using model reactions with different ligands and alkyl halide initiators. Another focus of RDRP in recent years has been on systems that are regulated by external stimuli such as light, Downloaded via CARNEGIE MELLON UNIV on August 17, 2020 at 15:07:44 (UTC). electricity, mechanical forces and chemical redox reactions. Recent advancements made in RDRP in the feld of complex See https://pubs.acs.org/sharingguidelines for options on how to legitimately share published articles. polymeric architectures, organic-inorganic hybrid materials and bioconjugates have also been summarized. Introduction The overarching goal of this chapter is to provide an overall summary of the recent achievements in reversible-deactivation radical polymerization (RDRP), primarily in atom transfer radical polymerization (ATRP), and also in reversible addition-fragmentation chain transfer (RAFT) polymerization, tellurium mediated © 2018 American Chemical Society Matyjaszewski et al.; Reversible Deactivation Radical Polymerization: Mechanisms and Synthetic Methodologies ACS Symposium Series; American Chemical Society: Washington, DC, 2018. -
Living Free Radical Polymerization with Reversible Addition – Fragmentation
Polymer International Polym Int 49:993±1001 (2000) Living free radical polymerization with reversible addition – fragmentation chain transfer (the life of RAFT) Graeme Moad,* John Chiefari, (Bill) YK Chong, Julia Krstina, Roshan TA Mayadunne, Almar Postma, Ezio Rizzardo and San H Thang CSIRO Molecular Science, Bag 10, Clayton South 3169, Victoria, Australia Abstract: Free radical polymerization with reversible addition±fragmentation chain transfer (RAFT polymerization) is discussed with a view to answering the following questions: (a) How living is RAFT polymerization? (b) What controls the activity of thiocarbonylthio compounds in RAFT polymeriza- tion? (c) How do rates of polymerization differ from those of conventional radical polymerization? (d) Can RAFT agents be used in emulsion polymerization? Retardation, observed when high concentra- tions of certain RAFT agents are used and in the early stages of emulsion polymerization, and how to overcome it by appropriate choice of reaction conditions, are considered in detail. Examples of the use of thiocarbonylthio RAFT agents in emulsion and miniemulsion polymerization are provided. # 2000 Society of Chemical Industry Keywords: living polymerization; controlled polymerization; radical polymerization; dithioester; trithiocarbonate; transfer agent; RAFT; star; block; emulsion INTRODUCTION carbonylthio compounds 2 by addressing the following In recent years, considerable effort1,2 has been issues: expended to develop free radical processes that display (a) How living is RAFT polymerization? -
Controlling Growth of Poly (Triethylene Glycol Acrylate-Co-Spiropyran Acrylate) Copolymer Liquid Films on a Hydrophilic Surface by Light and Temperature
polymers Article Controlling Growth of Poly (Triethylene Glycol Acrylate-Co-Spiropyran Acrylate) Copolymer Liquid Films on a Hydrophilic Surface by Light and Temperature Aziz Ben-Miled 1 , Afshin Nabiyan 2 , Katrin Wondraczek 3, Felix H. Schacher 2,4 and Lothar Wondraczek 1,* 1 Otto Schott Institute of Materials Research (OSIM), Friedrich Schiller University Jena, D-07743 Jena, Germany; [email protected] 2 Institute of Organic Chemistry and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, D-07743 Jena, Germany; [email protected] (A.N.); [email protected] (F.H.S.) 3 Leibniz Institute of Photonic Technology (Leibniz IPHT), D-07745 Jena, Germany; [email protected] 4 Jena Center for Soft Matter (JCSM), Friedrich Schiller University Jena, D-07743 Jena, Germany * Correspondence: [email protected]; Tel.: +49-3641-9-48500 Abstract: A quartz crystal microbalance with dissipation monitoring (QCM-D) was employed for in situ investigations of the effect of temperature and light on the conformational changes of a poly (triethylene glycol acrylate-co-spiropyran acrylate) (P (TEGA-co-SPA)) copolymer containing 12–14% of spiropyran at the silica–water interface. By monitoring shifts in resonance frequency and in acoustic dissipation as a function of temperature and illumination conditions, we investigated the evolution of viscoelastic properties of the P (TEGA-co-SPA)-rich wetting layer growing on the sensor, Citation: Ben-Miled, A.; Nabiyan, A.; from which we deduced the characteristic coil-to-globule transition temperature, corresponding to Wondraczek, K.; Schacher, F.H.; the lower critical solution temperature (LCST) of the PTEGA part. -
ICSHAM Acrylic Esters Safe Handling Guide
ACRYLATE ESTERS A SUMMARY OF SAFETY AND HANDLING 3RD EDITION Compiled by ATOFINA Chemicals, Inc. BASF Corporation Celanese, Ltd. The Dow Chemical Company ROHM AND HAAS2002 COMPANY TABLE OF CONTENTS 1 INTRODUCTION.....................................................................................................................................................................1 2 NAMES AND GENERAL INFORMATION......................................................................................................................2 2.1 ODOR..............................................................................................................................................................................................2 2.2 REACTIVITY.....................................................................................................................................................................................2 3 PROPERTIES AND CHARACTERISTICS OF ACRYLATES........................................................................................3 4 SAFETY AND HANDLING MANAGEMENT TRAINING..........................................................................................5 4.1 GENERAL CONSIDERATIONS.......................................................................................................................................................5 4.2 SAFETY, HEALTH AND ENVIRONMENTAL REVIEWS...................................................................................................................5 4.3 WRITTEN OPERATING PROCEDURES...........................................................................................................................................5 -
Visible-Light-Mediated, Additive-Free, and Open-To-Air Controlled Radical Polymerization Cite This: Polym
Polymer Chemistry View Article Online PAPER View Journal | View Issue Visible-light-mediated, additive-free, and open-to-air controlled radical polymerization Cite this: Polym. Chem., 2019, 10, 1585 of acrylates and acrylamides† Jessica R. Lamb, K. Peter Qin and Jeremiah A. Johnson * Oxygen tolerance in controlled radical polymerizations has been an active field of study in recent years. Herein, we report a photocontrolled, additive-free iniferter polymerization that operates in completely open vials utilizing the “polymerizing through oxygen” mechanism. Trithiocarbonates are directly activated with high intensity 450 nm light to produce narrowly dispersed (Mw/Mn = 1.1–1.6) polyacrylates and poly- acrylamides. Living behavior is demonstrated through chain extension, block copolymer synthesis, and control over molecular weight through varying the monomer : iniferter ratio. A slight increase in induction Received 7th January 2019, period is observed for the open vial polymerization compared to the air-free reaction, but polymers with Accepted 7th February 2019 similar Mn and Mw/Mn values are produced after 30–60 minutes of irradiation. This system will provide a Creative Commons Attribution 3.0 Unported Licence. DOI: 10.1039/c9py00022d convenient platform for living additive manufacturing because of its fast reaction time, air tolerance, wide rsc.li/polymers monomer scope, and lack of any additives beyond the monomer, iniferter, and DMSO solvent. Introduction generally avoided by performing the polymerizations under inert conditions; however, degassing techniques such as freeze– Controlled radical polymerization (CRP) techniques have trans- pump–thaw cycles, sparging, or performing experiments in a formed macromolecular synthesis by enabling access to poly- glovebox can be impractical for certain applications. -
Adhesion to Plastic
Adhesion to Plastic Marcus Hutchins Scientist I TS&D Industrial Coatings-Radcure Cytec Smyrna, GA USA Abstract A plastic can be described as a mixture of polymer or polymers, plasticizers, fillers, pigments, and additives which under temperature and pressure can be molded into various items1. Plastic materials have become a staple of our everyday life in applications ranging from food packaging to home construction. In automotive applications alone, over four billion pounds2 of plastic were used in cars and light trucks and that figure is expected to grow 30 percent by 2011. The demand for plastic is growing at a rate faster than metal because of advantages such as reduced weight, reduced material cost, corrosion resistance and increased durability over metal. As the demand for plastic increases, the need to effectively and efficiently coat plastic parts will also increase. For most plastics, that will mean starting with a good primer coating. This paper will present three new ultraviolet (UV) curable resins that may be used to formulate primers for a variety of plastic substrates. ©RadTech e|5 2006 Technical Proceedings Introduction Once a plastic part is formed, a coating is usually applied for decorative or protective purposes. Typically, that starts with a primer coating. There are many factors that positively affect the adhesion of the primer to the substrate, and several will be discussed here. One of the more important properties in achieving adhesion is the ability of the coating to wet the substrate3. In order for wetting to occur, the surface tension of the coating must be less than the surface energy of the substrate. -
Methyl Acrylate
METHYL ACRYLATE Data were last reviewed in IARC (1986) and the compound was classified in IARC Monographs Supplement 7 (1987). 1. Exposure Data 1.1 Chemical and physical data 1.1.1 Nomenclature Chem. Abstr. Serv. Reg. No.: 96-33-3 Chem. Abstr. Name: 2-Propenoic acid, methyl ester IUPAC Systematic Name: Acrylic acid, methyl ester Synonym: Methyl propenoate 1.1.2 Structural and molecular formulae and relative molecular mass O H2 C CH C O CH3 C4H6O2 Relative molecular mass: 86.09 1.1.3 Chemical and physical properties of the pure substance (a) Description: Liquid with an acrid odour (Budavari, 1996) (b) Boiling-point: 80.6°C (American Conference of Governmental Industrial Hygienists, 1992) (c) Melting-point: –76.5°C (Budavari, 1996) (d) Solubility: Slightly soluble in water (6 g/100 mL at 20°C, 5 g/100 mL at 40°C); soluble in ethanol, diethyl ether, acetone and benzene (American Conference of Governmental Industrial Hygienists, 1992) (e) Vapour pressure: 9.3 kPa at 20°C; relative vapour density (air = 1), 3.0 (Ver- schueren, 1996) ( f ) Flash point: –2.8°C, closed cup; 6.7°C, open cup (American Conference of Governmental Industrial Hygienists, 1992) (g) Explosive limits: upper, 25%; lower, 2.8% by volume in air (American Con- ference of Governmental Industrial Hygienists, 1992) (h) Conversion factor: mg/m3 = 3.52 × ppm –1489– 1490 IARC MONOGRAPHS VOLUME 71 1.2 Production and use Production of methyl acrylate in the United States was reported to be 14 100 tonnes in 1983 (United States National Library of Medicine, 1997). -
Red List Microplastic Ingredients
Products on this list have been found to contain ingredients which are commonly considered to be microplastic ingredients. These include but are not limited to Polyethylene (PE), Polypropylene (PP), Polymethyl methacrylate (PMMA), Nylon (PA), Polyurethane, and Acrylates Copolymer. No. Polymer Source 1 Acetophenone/Oxymethylene Copolymer ECHA 2 Acetylenediurea/Formaldehyde/Tosylamide Crosspolymer ECHA 3 Acrolein/Acrylic Acid Copolymer ECHA 4 Acrylamide/Ammonium Acrylate Copolymer ECHA 5 Acrylamide/Ethalkonium Chloride Acrylate Copolymer ECHA 6 Acrylamide/Ethyltrimonium Chloride Acrylate/Ethalkonium Chloride ECHA Acrylate Copolymer 7 Acrylamide/Sodium Acrylate Copolymer ECHA 8 Acrylamide/Sodium Acryloyldimethyltaurate Copolymer ECHA 9 Acrylamide/Sodium Acryloyldimethyltaurate/Acrylic Acid Copolymer ECHA 10 Acrylamides/DMAPA Acrylates/Methoxy PEG Methacrylate Copolymer ECHA 11 Acrylamidopropyltrimonium Chloride/Acrylates Copolymer ECHA 12 Acrylates Copolymer ECHA; UNEP; 13 Acrylates Crosspolymer ECHA 14 Acrylates Crosspolymer-3 ECHA 15 Acrylates Crosspolymer-4 ECHA 16 Acrylates/Acetoacetoxyethyl Methacrylate Copolymer ECHA 17 Acrylates/Acrylamide Copolymer ECHA 18 Acrylates/Aminoacrylates/C10-30 Alkyl PEG-20 Itaconate Copolymer ECHA 19 Acrylates/Ammonium Methacrylate Copolymer ECHA 20 Acrylates/Beheneth-25 Methacrylate Copolymer ECHA 21 Acrylates/Beheneth-25 Methacrylate/Steareth-30 Methacrylate ECHA Copolymer 22 Acrylates/Behenyl Acrylate/Dimethicone Methacrylate Copolymer ECHA 23 Acrylates/Behenyl Methacrylate/Dimethicone Methacrylate