n-Butyl glycidyl ether is an industrial chemical used in adhesives, sealants, and as a paint or coating additive. It is principally used to reduce the viscosity of epoxy resin systems.[4]
n-Butyl glycidyl ether is metabolized renally to butoxyacetic acid, 3-butoxy-2-hydroxypropionic acid and 3-butoxy-2-acetylaminopropionic acid.[5][6]
Safetyedit
Exposure to n-butyl glycidyl ether through inhalation, eye contact, or skin exposure can cause a cough, sore throat, eye and skin redness, and pain. It is flammable and reacts with strong oxidants, strong bases, strong acids, and amines.[7]
Usesedit
As an Epoxy modifier it is classed as an epoxy Reactive diluent.[8] It is also used to synthesize other molecules.[9] The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[10][11] It has been used to simultaneously increase cryogenic strength, ductility and impact resistance of epoxy resins.[12]
^Eadsforth, C. V.; Hutson, D. H.; Logan, C. J.; Morrison, B. J. (1985). "The metabolism of n-butyl glycidyl ether in the rat and rabbit". Xenobiotica. 15 (7): 579–89. doi:10.3109/00498258509045887. PMID 4049898.
^Monte, Salvatore J. (1998), Pritchard, Geoffrey (ed.), "Diluents and viscosity modifiers for epoxy resins", Plastics Additives: An A-Z reference, Polymer Science and Technology Series, vol. 1, Dordrecht: Springer Netherlands, pp. 211–216, doi:10.1007/978-94-011-5862-6_24, ISBN978-94-011-5862-6, retrieved 2022-03-29
^Urata, Kouichi; Takaishi, Naotake (September 1994). "The alkyl glycidyl ether as synthetic building blocks". Journal of the American Oil Chemists' Society. 71 (9): 1027–1033. doi:10.1007/BF02542274. S2CID 96776835.
^Pastarnokienė, Liepa; Jonikaitė-Švėgždienė, Jūratė; Lapinskaitė, Neringa; Kulbokaitė, Rūta; Bočkuvienė, Alma; Kochanė, Tatjana; Makuška, Ričardas (2023-07-01). "The effect of reactive diluents on curing of epoxy resins and properties of the cured epoxy coatings". Journal of Coatings Technology and Research. 20 (4): 1207–1221. doi:10.1007/s11998-022-00737-4. ISSN 1935-3804. S2CID 256749849.
^Khalina, Morteza; Beheshty, Mohammad Hosain; Salimi, Ali (2019-08-01). "The effect of reactive diluent on mechanical properties and microstructure of epoxy resins". Polymer Bulletin. 76 (8): 3905–3927. doi:10.1007/s00289-018-2577-6. ISSN 1436-2449. S2CID 105389177.
^Chen, Zhen-Kun; Yang, Guo; Yang, Jiao-Ping; Fu, Shao-Yun; Ye, Lin; Huang, Yong-Gang (2009-02-23). "Simultaneously increasing cryogenic strength, ductility and impact resistance of epoxy resins modified by n-butyl glycidyl ether". Polymer. 50 (5): 1316–1323. doi:10.1016/j.polymer.2008.12.048. ISSN 0032-3861.
Further readingedit
Epoxy resin technology. Paul F. Bruins, Polytechnic Institute of Brooklyn. New York: Interscience Publishers. 1968. ISBN0-470-11390-1. OCLC 182890.{{cite book}}: CS1 maint: others (link)
Flick, Ernest W. (1993). Epoxy resins, curing agents, compounds, and modifiers : an industrial guide. Park Ridge, NJ. ISBN978-0-8155-1708-5. OCLC 915134542.{{cite book}}: CS1 maint: location missing publisher (link)
Lee, Henry (1967). Handbook of epoxy resins. Kris Neville ([2nd, expanded work] ed.). New York: McGraw-Hill. ISBN0-07-036997-6. OCLC 311631322.
January 01, 1970
butyl, glycidyl, ether, industrial, chemical, used, adhesives, sealants, paint, coating, additive, principally, used, reduce, viscosity, epoxy, resin, systems, names, preferred, iupac, name, butoxymethyl, oxirane, other, names, epoxy, butoxypropane2, epoxyprop. n Butyl glycidyl ether is an industrial chemical used in adhesives sealants and as a paint or coating additive It is principally used to reduce the viscosity of epoxy resin systems 4 n Butyl glycidyl ether Names Preferred IUPAC name 2 Butoxymethyl oxirane Other names 1 2 Epoxy 3 butoxypropane2 3 Epoxypropyl butyl ether Butoxymethyl oxirane1 Butoxy 2 3 epoxypropane Identifiers CAS Number 2426 08 6 3D model JSmol Interactive image ChemSpider 16149 ECHA InfoCard 100 017 616 PubChem CID 17049 RTECS number TX4200000 UNII M03777A62S Y UN number 1993 CompTox Dashboard EPA DTXSID9024691 InChI InChI 1S C7H14O2 c1 2 3 4 8 5 7 6 9 7 h7H 2 6H2 1H3Key YSUQLAYJZDEMOT UHFFFAOYSA N SMILES CCCCOCC1CO1 Properties Chemical formula C 7H 14O 2 Molar mass 130 187 g mol 1 Appearance Colorless liquid 1 Odor Irritating 1 Density 0 91 g cm3 1 Boiling point 164 C 327 F 437 K 1 Solubility in water 2 20 C 1 Vapor pressure 3 mmHg 25 C 1 Hazards Flash point 130 F 1 Lethal dose or concentration LD LC LD50 median dose 260 mg m3 inhalation mouse 2 1030 ppm inhalation rat 8 hours 2 700 mg kg intraperitoneal mouse 2 1140 mg kg intraperitoneal rat 2 1530 mg kg oral mouse 2 1660 mg kg oral rat 2 2520 mL kg skin rabbit 2 gt 2150 mg kg skin rat 2 2050 mg kg oral rat 3 LC50 median concentration gt 3500 ppm mouse 4 hr 3 1030 ppm rat 8 hr 3 NIOSH US health exposure limits PEL Permissible TWA 50 ppm 270 mg m3 1 REL Recommended 5 6 ppm 30 mg m3 15 min 1 IDLH Immediate danger 250 ppm 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Synthesis 2 Metabolism 3 Safety 4 Uses 5 References 6 Further readingSynthesis editn Butyl alcohol and epichlorohydrin react in a condensation reaction to form a halohydrin This is followed by a caustic dehydrochlorination to form n butyl glycidyl ether 5 Metabolism editn Butyl glycidyl ether is metabolized renally to butoxyacetic acid 3 butoxy 2 hydroxypropionic acid and 3 butoxy 2 acetylaminopropionic acid 5 6 Safety editExposure to n butyl glycidyl ether through inhalation eye contact or skin exposure can cause a cough sore throat eye and skin redness and pain It is flammable and reacts with strong oxidants strong bases strong acids and amines 7 Uses editAs an Epoxy modifier it is classed as an epoxy Reactive diluent 8 It is also used to synthesize other molecules 9 The use of the diluent does effect mechanical properties and microstructure of epoxy resins 10 11 It has been used to simultaneously increase cryogenic strength ductility and impact resistance of epoxy resins 12 References edit a b c d e f g h i j NIOSH Pocket Guide to Chemical Hazards 0081 National Institute for Occupational Safety and Health NIOSH a b c d e f g h Propane 1 Butoxy 2 3 epoxy CDC NIOSH 28 March 2018 a b c 2 Immediately Dangerous to Life or Health Concentrations IDLH National Institute for Occupational Safety and Health NIOSH Jagtap Ameya Rajendra More Aarti 2022 08 01 Developments in reactive diluents a review Polymer Bulletin 79 8 5667 5708 doi 10 1007 s00289 021 03808 5 ISSN 1436 2449 S2CID 235678040 a b CID 17049 from PubChem Eadsforth C V Hutson D H Logan C J Morrison B J 1985 The metabolism of n butyl glycidyl ether in the rat and rabbit Xenobiotica 15 7 579 89 doi 10 3109 00498258509045887 PMID 4049898 International Chemical Safety Card 0115 Monte Salvatore J 1998 Pritchard Geoffrey ed Diluents and viscosity modifiers for epoxy resins Plastics Additives An A Z reference Polymer Science and Technology Series vol 1 Dordrecht Springer Netherlands pp 211 216 doi 10 1007 978 94 011 5862 6 24 ISBN 978 94 011 5862 6 retrieved 2022 03 29 Urata Kouichi Takaishi Naotake September 1994 The alkyl glycidyl ether as synthetic building blocks Journal of the American Oil Chemists Society 71 9 1027 1033 doi 10 1007 BF02542274 S2CID 96776835 Pastarnokiene Liepa Jonikaite Svegzdiene Jurate Lapinskaite Neringa Kulbokaite Ruta Bockuviene Alma Kochane Tatjana Makuska Ricardas 2023 07 01 The effect of reactive diluents on curing of epoxy resins and properties of the cured epoxy coatings Journal of Coatings Technology and Research 20 4 1207 1221 doi 10 1007 s11998 022 00737 4 ISSN 1935 3804 S2CID 256749849 Khalina Morteza Beheshty Mohammad Hosain Salimi Ali 2019 08 01 The effect of reactive diluent on mechanical properties and microstructure of epoxy resins Polymer Bulletin 76 8 3905 3927 doi 10 1007 s00289 018 2577 6 ISSN 1436 2449 S2CID 105389177 Chen Zhen Kun Yang Guo Yang Jiao Ping Fu Shao Yun Ye Lin Huang Yong Gang 2009 02 23 Simultaneously increasing cryogenic strength ductility and impact resistance of epoxy resins modified by n butyl glycidyl ether Polymer 50 5 1316 1323 doi 10 1016 j polymer 2008 12 048 ISSN 0032 3861 Further reading editEpoxy resin technology Paul F Bruins Polytechnic Institute of Brooklyn New York Interscience Publishers 1968 ISBN 0 470 11390 1 OCLC 182890 a href Template Cite book html title Template Cite book cite book a CS1 maint others link Flick Ernest W 1993 Epoxy resins curing agents compounds and modifiers an industrial guide Park Ridge NJ ISBN 978 0 8155 1708 5 OCLC 915134542 a href Template Cite book html title Template Cite book cite book a CS1 maint location missing publisher link Lee Henry 1967 Handbook of epoxy resins Kris Neville 2nd expanded work ed New York McGraw Hill ISBN 0 07 036997 6 OCLC 311631322 Retrieved from https en wikipedia org w index php title N Butyl glycidyl ether amp oldid 1180371125, wikipedia, wiki, book, books, library,
