Functionality and Role of Different Fatty Alcohols in Topical O/W Cream Formulation
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Catalyst in Basic Oleochemicals
View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by Diponegoro University Institutional Repository Bulletin of Chemical Reaction Engineering & Catalysis, 2(2-3), 2007, 22-31 Catalyst in Basic Oleochemicals Eva Suyenty, Herlina Sentosa, Mariani Agustine, Sandy Anwar, Abun Lie, and Erwin Sutanto * Research and Development Department, PT. Ecogreen Oleochemicals Jln. Pelabuhan Kav 1, Kabil, Batam 29435, Telp/Fax: (0778)711374 Presented at Symposium and Congress of MKICS 2007, 18-19 April 2007, Semarang, Indonesia Abstract Currently Indonesia is the world largest palm oil producer with production volume reaching 16 million tones per annum. The high crude oil and ethylene prices in the last 3 – 4 years contribute to the healthy demand growth for basic oleochemicals: fatty acids and fatty alcohols. Oleochemicals are starting to replace crude oil derived products in various applications. As widely practiced in petrochemical industry, catalyst plays a very important role in the production of basic oleochemicals. Catalytic reactions are abound in the production of oleochemicals: Nickel based catalysts are used in the hydrogenation of unsaturated fatty ac- ids; sodium methylate catalyst in the transesterification of triglycerides; sulfonic based polystyrene resin catalyst in esterification of fatty acids; and copper chromite/copper zinc catalyst in the high pressure hydro- genation of methyl esters or fatty acids to produce fatty alcohols. To maintain long catalyst life, it is crucial to ensure the absence of catalyst poisons and inhibitors in the feed. The preparation methods of nickel and copper chromite catalysts are as follows: precipitation, filtration, drying, and calcinations. Sodium methy- late is derived from direct reaction of sodium metal and methanol under inert gas. -
Study of Fatty Acid and Fatty Alcohol Formation from Hydrolysis of Rice Bran Wax Kelly L
1747 A publication of CHEMICAL ENGINEERING TRANSACTIONS The Italian Association VOL. 32, 2013 of Chemical Engineering Online at: www.aidic.it/cet Chief Editors: Sauro Pierucci, Jiří J. Klemeš Copyright © 2013, AIDIC Servizi S.r.l., ISBN 978-88-95608-23-5; ISSN 1974-9791 Study of Fatty Acid and Fatty Alcohol Formation from Hydrolysis of Rice Bran Wax Kelly L. Tronia, Simone M. Silvab, Antonio J.A. Meirellesb, Roberta Ceriani*a a Faculty of Chemical Engineering, University of Campinas (UNICAMP), Zip Code, 13083-852, Campinas, São Paulo, Brazil b Faculty of Food Engineering, University of Campinas (UNICAMP), Zip Code, 13083-862, Campinas, São Paulo, Brazil [email protected] Rice bran wax is waste material of dewaxing process in oil refining. Dewaxing is accomplished by cooling and filtrating for separating wax from the oil to avoid turbidity in the final product. The dewaxing residue may have 20 up to 80 wt% of oil, followed by a main fraction of waxes, free fatty alcohols, free fatty acids and hydrocarbons. The wax fraction of the residue is composed by long-chain fatty alcohols esterified with long-chain fatty acids. Considering that rice bran oil has 4 – 6 wt% of wax, a large amount of this natural source of fatty compounds is undervalued. Noweck and Rider (1987) describe a process based on hydrolysis of waxes with sodium hydroxide, followed by distillation of fatty alcohols and soap. According to best of our knowledge no work has been reported on the formation of fatty acids and alcohols from the hydrolysis of the dewaxing residue using supersaturated stripping steam under high temperatures and high vacuum. -
( 12 ) United States Patent ( 10 ) Patent No .: US 10,751,310 B2 Freeman Et Al
US010751310B2 ( 12 ) United States Patent ( 10 ) Patent No .: US 10,751,310 B2 Freeman et al . ( 45 ) Date of Patent : Aug. 25 , 2020 ( 54 ) PREVENTION , TREATMENT AND ( 56 ) References Cited REVERSAL OF DISEASE USING THERAPEUTICALLY EFFECTIVE U.S. PATENT DOCUMENTS AMOUNTS OF DICARBOXYLIC ACID 3,527,789 A 9/1970 Payne COMPOUNDS 4,166,913 A 9/1979 Kesling , Jr. et al . 6,528,499 B1 * 3/2003 Kozikowski C07C 59/347 ( 71 ) Applicant: UNIVERSITY OF 514/574 8,324,277 B2 12/2012 Freeman PITTSBURGH — OF THE 8,735,449 B2 5/2014 Freeman COMMONWEALTH SYSTEM OF 9,066,902 B2 6/2015 Freeman et al . HIGHER EDUCATION , Pittsburgh , 9,186,408 B2 11/2015 Freeman et al . PA (US ) 9,700,534 B2 7/2017 Freeman et al . 9,750,725 B2 9/2017 Freeman et al . 10,213,417 B2 2/2019 Freeman et al . ( 72 ) Inventors : Bruce A. Freeman , Pittsburgh , PA 10,258,589 B2 4/2019 Freeman et al . ( US ) ; Francisco J. Schopfer , 2015/0018417 Al 1/2015 Freeman et al . Pittsburgh , PA ( US ) FOREIGN PATENT DOCUMENTS ( 73 ) Assignee : University of Pittsburgh — of the CN 103705499 4/2014 Commonwealth System of Higher DE 102011118462 5/2013 Education , Pittsburgh , PA ( US ) GB 1153464 5/1969 WO WO 2002/022627 3/2002 WO WO 2009/017802 2/2009 ( * ) Notice : Subject to any disclaimer , the term of this WO WO 2009/112455 9/2009 patent is extended or adjusted under 35 WO WO 2010/005521 1/2010 U.S.C. 154 ( b ) by 0 days . WO WO 2010/014889 2/2010 WO WO 2011/014261 2/2011 WO WO 2013/116753 8/2013 ( 21 ) Appl. -
US Patent 4956170
United States Patent (19) 11 Patent Number: 4,956,170 Lee 45) Date of Patent: Sep. 11, 1990 (54. SKIN MOISTURIZING/CONDITIONING ter-Soluble Resins', B. F. Goodrich, Cleveland, Ohio, ANTMCROBAL. ALCOHOLC GELS pp. 15-16, 22-24, 27-28. Ultracol TM, A 70% Ethyl Alcohol Gel with Emol 75) Inventor: Andrew S. Lee, Racine, Wis. lients, Dexide, Inc., Ft. Worth, Tex., Package Label, 2 73 Assignee: S. C. Johnson & Son, Inc., Racine, pages. Wis. Advertisement, "Alpha 9 Instant Hand Sanitizer”, JDS 21 Appl. No.: 372,723 Mfg. Co., Hollywood, Calif., from Modern Salon, Aug. 1989, 1 page. 22 Filed: Jun. 28, 1989 51 int. Cl’................................................ A61K 7/06 Primary Examiner-Merrell C. Cashion, Jr. 52 U.S. C. ...................................... 424/81: 514/873; Assistant Examiner-E. J. Webman 514/944; 252/315.4 58 Field of Search .................. 424/81; 514/873,944; 57 ABSTRACT 523/105; 252/315.4 This invention relates to a high alcohol content antimi 56) References Cited crobial gel composition for frequent use in disinfecting the hands which possesses moisturizing and condition U.S. PATENT DOCUMENTS ing agents to counter the drying effects of the alcohol 2,054,989 9/1936 Moore................................... 167/58 on the skin in manner similar to that provides by hand 3,215,603 11/1965 Gross et al. ........................... 424/71 and body lotions. The gel compositions comprises from 3,427,382 2/1969 Haefele ................................. 424/7 3,485,915 12/1969 Gerstein et al. ...................... 424/81 about 60-75% ethanol; about 0.42% of a thickening 3,609,102 9/1971 Schlossman ........................ -
Organic Synthesis Using Clay and Clay-Supported Catalysts.Pdf
Applied Clay Science 53 (2011) 106–138 Contents lists available at ScienceDirect Applied Clay Science journal homepage: www.elsevier.com/locate/clay Review Article Organic synthesis using clay and clay-supported catalysts Gopalpur Nagendrappa ⁎,1 Department of Chemistry, Bangalore University, Bangalore 560 001, India article info abstract Article history: Clays and modified clays are used to catalyze various types of organic reactions such as addition, Michael Received 20 May 2010 addition, carbene addition and insertion, hydrogenation, allylation, alkylation, acylation, pericyclic reactions, Received in revised form 17 October 2010 condensation reactions, aldol formation, imine synthesis, diazotization reactions, synthesis of heterocycles, Accepted 19 October 2010 esterification reactions, rearrangement/isomerization reactions, cyclization reactions, oxidation of alcohols, Available online 6 October 2010 dehydrogenation, epoxidation and several more. Clays function as Brønsted and/or Lewis acids, or as bases. Clays with combined acidic and basic properties have been developed by simple procedures of modification. Keywords: Clay mineral Such clays are employed to catalyze a sequence of acid and base-catalyzed reactions in one pot. Good Activated bentonite enantioselectivity and stereoselectivity are achieved using chiral organic compounds and chiral complexes Montmorillonite intercalated between clay layers. Examples from recent literature are described here. Saponite © 2010 Elsevier B.V. All rights reserved. Organic synthesis Heterogeneous catalyst 1. Introduction compatibility and cheapness, much effort is expended in discovering newer methods of using clays in their native and modified forms as Clays are widespread, easily available and low-cost chemical catalysts for diverse organic reactions. substances. Both in their native state and in numerous modified Clays have a long history of use as catalysts and as supports in organic forms, clays are versatile materials that catalyze a variety of chemical reactions (Vogels et al., 2005). -
Literature Digest, March 2018
Joseph Samec Research Group Digest Digest March 2018 Joseph Samec Research Group Digest Silver(I)‐Catalyzed Widely Applicable Aerobic 1,2‐Diol Oxidative Cleavage Dr. Zhong‐zhen Zhou Dr. Mingxin Liu Dr. Leiyang Lv Prof. Dr. Chao‐Jun Li Angew. Chem. Int. Ed. 2018, 57(10), 2616-2620 Abstract The oxidative cleavage of 1,2‐diols is a fundamental organic transformation. The stoichiometric oxidants that are still predominantly used for such oxidative cleavage, such as H5IO6 , Pb(OAc)4 , and KMnO4 , generate stoichiometric hazardous waste. Herein, we describe a widely applicable and highly selective silver(I)‐catalyzed oxidative cleavage of 1,2‐diols that consumes atmospheric oxygen as the sole oxidant, thus serving as a potentially greener alternative to the classical transformations. Solvent‐Free Enzyme Activity: Quick, High‐Yielding Mechanoenzymatic Hydrolysis of Cellulose into Glucose Dr. Fabien Hammerer Dr. Leigh Loots Jean‐Louis Do J. P. Daniel Therien Christopher W. Nickels Prof. Tomislav Friščić Prof. Dr. Karine Auclair Angew. Chem. Int. Ed. 2018, 57(10), 2621-2624 Abstract Mechanochemistry enables enzymatic cleavage of cellulose into glucose without bulk solvents, acids, other aggressive reagents, or substrate pre‐treatment. This clean mechanoenzymatic process (coined RAging) is also directly applicable to biomass, avoids many limitations associated with the use of cellulases, and produces glucose concentrations greater than three times that obtained by conventional methods. Joseph Samec Research Group Digest Synergistic N‐Heterocyclic Carbene/Palladium‐Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates Dr. Shigeo Yasuda Takuya Ishii Shunsuke Takemoto Hiroki Haruki Prof. Dr. Hirohisa Ohmiya Angew. Chem. Int. Ed. -
UNITED STATES PATENT OFFICE 2,509,174 PROCESS of WATERPROOF NG TEXT LE Fabrics Milton J
Patented May 23, 1950 2,509,174 UNITED STATES PATENT OFFICE 2,509,174 PROCESS OF WATERPROOF NG TEXT LE FABRICs Milton J. Scott and Stuart H. Rider, Springfield, Mass, assignors to Monsanto Chemical Com pany, St. Louis, Mo., a corporation of Dela No Drawing. Application May 22, 1947, Serial No. 49,880 10 Claims. (C. 117-161) This invention relates to waterproofing con melamine containing about 2 mols of stearyl al positions and to materials treated therewith. cohol per mol of hexamethylol melamine. More particularly, the invention relates to cer tain aminotriazine-aldehyde-alcohol reaction Ecample I products and to cellulosic and proteinaceous ma 314 parts of spray dried crystalline hexa terials treated therewith. methylol melamine of Example I were mixed An object of this invention is to prepare water with 320 parts (10 mols) of anhydrous methanol proofing compositions. and 0.5 part of ethyl phosphoric acid. The mix A further object is to prepare aqueous emul ture was refluxed for 30 minutes at atmospheric sions of aminotriazine-aldehyde-alcohol reaction O pressure and then 404 (1.5 mols) parts of stearyl products. alcohol were added and refluxing continued for Another object is to provide waterproof coat 30 minutes. The solution was concentrated by S. vacuum distillation at about 25 inches of mercury Still another object is to provide Waterproof until the temperature rose to about 130 C. The textiles. S resulting material was a methyl stearyl ether of These and other objects are attained by pre hexamethylol melamine containing about 1.5 paring a liquid reaction product of an amino mols of stearyl alcohol per mol of hexamethylol triazine, an aldehyde, and two alcohols one of melamine. -
United States Patent Office Patented Apr
3,379,709 United States Patent Office Patented Apr. 23, 1968 2 In one aspect the invention therefore comprises a meth 3,379,709 od for making organo-metal compositions comprising ORGANO-CHROMUM COMPLEXES AND mixing a complex or coordination compound of a metal THER PREPARATION Selected from the group consisting of chromium, titanium, William G. Louden, Erwinna, Pa. 18920 Zirconium and vanadium and an organic acid, with an No Drawing. Fied Mar. 18, 1963, Ser. No. 266,080 alcohol having at least four carbon atoms at a tempera 9 Claims. (CI. 260-103) ture of at least 80° C. In its product aspects the invention includes a composi ABSTRACT OF THE DISCLOSURE tion comprising a complex or coordination compound 0 of the metals referred to with an organic acid, and an A fused chromium-monocarboxylic organic acid co alcohol having at least 4 carbon atoms. ordination compound is reacted with an aliphatic alcohol It has been found that the introduction of rosin into having at least four carbon atoms, other than tertiary the compositions according to the invention gives par butyl alcohol, to provide a water insoluble organo ticularly useful results. In some instances the rosin may chromium complex. be reacted directly with the metal component. In another variation the rosin may be added with the alcohol to a -modemuram complex already formed from a metal component and an The present invention relates to a method for producing organic acid other than rosin. In the case of rosin conn organo-metal compositions, to the compositions produced positions it is found that alcohols having 3 and more thereby, and to high molecular weight organic substances 20 carbon atoms may be used to advantage. -
Predicting Distribution of Ethoxylation Homologues With
1 PREDICTING THE DISTRIBUTION OF ETHOXYLATION HOMOLOGUES WITH A PROCESS SIMULATOR Nathan Massey, Chemstations, Inc. Introduction Ethoxylates are generally obtained by additions of ethylene oxide (EO) to compounds containing dissociated protons. Substrates used for ethoxylation are primarily linear and branched C12-C18 alcohols, alkyl phenols, nonyl (propylene trimer) or decyl (propylene tetramer) groups, fatty acids and fatty acid derivatives. The addition of EO to a substrate containing acidic hydrogen is catalyzed by bases or Lewis acids. Amphoteric catalysts, as well as heterogeneous catalysts are also used. The degree of ethoxylation ( the moles of EO added per mole of substrate ) varies over wide ranges, in general between 3 and 40, and is chosen according to the intended use. As an illustration of how this distribution might be predicted using a process simulator, Chemcad was used to simulate the ethoxylation of Nonylphenols. Description of the Ethoxylation Chemistry The reaction mechanisms of base catalyzed and acid catalyzed ethoxylation differ, which affects the composition of the reaction products. In base catalyzed ethoxylation an alcoholate anion, formed initially by reaction with the catalyst ( alkali metal, alkali metal oxide, carbonate, hydroxide, or alkoxide ) nucleophilically attacks EO. The resulting union of the EO addition product can undergo an equilibrium reaction with the alcohol starting material or ethoxylated product, or can react further with EO: Figure 1 O RO- + H2CCH2 - - RO CH2CH2O O ROH H2CCH2 - - RO RO CH2CH2OH RO RO CH2CH2O 2 As Figure 1 illustrates, in alkaline catalyzed ethoxylations several reactions proceed in parallel. The addition of EO to an anion with the formation of an ether bond is irreversible. -
Unusual Aldehyde Reductase Activity for Production of Full-Length Fatty Alcohol by Cyanobacterial Aldehyde Deformylating Oxygenase
Unusual Aldehyde Reductase Activity for Production of Full-length Fatty Alcohol by Cyanobacterial Aldehyde Deformylating Oxygenase Supacha Buttranon Vidyasirimedhi Institute of Science and Technology Pattarawan Intasian Vidyasirimedhi Institute of Science and Technology Nidar Treesukkasem Vidyasirimedhi Institute of Science and Technology Juthamas Jaroensuk Vidyasirimedhi Institute of Science and Technology Somchart Maenpuen Burapha university Jeerus Sucharitakul Chulalongkorn University Faculty Of Dentistry Narin Lawan Chiang Mai University Faculty of Science Pimchai Chaiyen Vidyasirimedhi Institute of Science and Technology Thanyaporn Wongnate ( [email protected] ) School of Biomolecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), 555 Wangchan Valley, Rayong 21210, Thailand https://orcid.org/0000-0001-5072-9738 Research Keywords: Non-heme diiron enzyme, Aldehyde-deformylating oxygenase, NADPH-dependent fatty aldehyde reductase, Fatty alcohol, Oxido-reductase Posted Date: November 5th, 2020 DOI: https://doi.org/10.21203/rs.3.rs-100741/v1 License: This work is licensed under a Creative Commons Attribution 4.0 International License. Read Full License Page 1/28 Abstract Background: Aldehyde-deformylating oxygenase (ADO) is a non-heme di-iron enzyme that catalyzes deformylation of aldehydes to generate alkanes/alkenes. In this study, we report for the rst time that under anaerobic or limited oxygen conditions, Prochlorococcus marinus (PmADO) can generate full- length fatty alcohols from fatty aldehydes without eliminating a carbon unit. Results: Unlike the native activity of ADO which requires electrons from the Fd/FNR electron transfer complex, the aldehyde reduction activity of ADO requires only NADPH. Our results demonstrated that yield of alcohol products can be affected by oxygen concentration and type of aldehyde. -
C16-18 Fatty Alcohol
Date: 06/09/2017 Environmental Fact Sheet (#13) C16‐18 Fatty Alcohol oleochemical precursor Substance Identification IUPAC Name Alcohols, C16‐18 CAS Number 67762‐27‐0 Other Names Cetearyl Alcohol Structural formula (example): Molecular Formula C16H34O / C18H380 Physical/Chemical Properties Molecular Weight 242.44 ‐ 270.49 g/mol Physical state Liquid Appearance No data available Odour No data available Density No data available Melting Points No data available Boiling point No data available Flash Point No data available Vapour Pressure No data available Water Solubility No data available Flammability No data available Explosive Properties No data available Surface Tension No data available Octanol/water Partition coefficient No data available (Kow) C16‐18 fatty alcohol is a surfactant precursor. C16‐18 fatty alcohol (oleo) is produced from natural sources which contain fatty acids in the form of triglycerides that can be hydrogenated after suitable pre‐treatment. For the production of C16–18 alcohols, preferably palm oil, and tallow are used. The production stages of C16‐18 fatty alcohol are [4]: 1) Contaminants such as phosphatides, sterols, or oxidation products and impurities such as seed Product and Process particles, dirt, and water are removed in a cleaning stage, which includes refining by treatment with Description phosphoric acid, centrifugation, and adsorption, e.g., on charcoal or bentonite. 2) Hydrolyzing of the refined triglycerides to yield fatty acids or trans‐esterified with lower alcohols to yield fatty acid esters. 3) The Refined fatty acid methyl esters are used for hydrogenation to generate fatty alcohol. Fatty alcohols possess good foaming properties and ready biodegradability, and are extensively used as base surfactants for laundry detergent products, shampoo, dishwashing liquids and cleaners. -
Synthesis of Guerbet Alcohols by Self and Cross Condensation Reactions of a Variety of Fatty Alcohols and Terpenes Over Ni/Cu Hydrotalcite-Derived Mixed Oxides W.Y
Synthesis of Guerbet alcohols by self and cross condensation reactions of a variety of fatty alcohols and terpenes over Ni/Cu hydrotalcite-derived mixed oxides W.Y. Hernández a, K. De Vlieger b, P. Van Der Voort a, A. Verberckmoes b ([email protected]) aCenter for Ordered Materials, Organometallics & Catalysis (COMOC), Ghent University, Krijgslaan 281-S3, 9000 Ghent, Belgium. bIndustrial Catalysis and Adsorption Technology (INCAT), Ghent University, Valentin Vaerwyckweg 1, 9000 Ghent, Belgium. Introduction • Due to the growing importance of renewable feedstocks and use of heterogeneous catalysts the interest in hydrotalcite-derived mixed oxides to perform the Guerbet reaction increased. • The Compound Annual Growth Rate (CAGR) of Guerbet alcohols in 2016-2024 is 5.6%. • Ni/Cu hydrotalcite derived mixed oxides are employed as highly selective, stable and active catalysts in combination with KOH. • The Ni/Cu catalysts are tested in the self and cross condensation on a broad variety of starting alcohols. Hydrotalcite-derived mixed oxides Schematic representation Hydrotalcite-like Mixed Oxides Guerbet Reaction material CalcinationCalcination:: T = 500500°°°°CCCC 1. Dehydrogenation NiNiNi 0,80,80,8-0,8 ---xxxxCuCuCu xxxMgMgMg 5,25,25,2 AlAlAl 222OOO999 444.4. Hydrogenation - 2- e.g. Ni 0,72 Cu 0,08 Mg 5,2 Al 2(OH )16 [CO 3 xH 2O] Ni 0,72 Cu 0,08 Mg 5,2 Al 2O9 2+3. Aldol condensation Hydroxide layer Interlayer (Ni9Cu1HT) (+ dehydration) Materials Characterization Influence of composition Self condensation of 1-Octanol a) XRD patterns obtained for: (((b(bbb) H2-TPR profiles obtained for: Calcined mixed oxides Calcined mixed oxides Full lines: C16 Guerbet alcohol Cu(10) (A); Ni(2.5)Cu(7.5) (B); Ni(5.0)Cu(5.0) (C); Ni(7.5)Cu(2.5) (D); Ni(10) (E) Dashed lines: C16 other products Combining Cu & Ni leads to: Ni/Cu ratio plays significant role in reactivity and selectivity.