Synthesis of peroxy oligomers on the basis of epoxy compounds in presence of tert-butylperoxymethanol (original) (raw)

Synthesis of peroxy oligomers using 1,2-epoxy-3-tert-butyl peroxypropane

Chemistry & Chemical Technology

The possibility of peroxy oligomer synthesis has been studied by three methods: telomerization of diepoxy derivatives of ethylene glycol or Bisphenol A using 1,2-epoxy-3-tert-butyl peroxypropane as telogen, modification of phenol-formaldehyde resins by 1,2-epoxy-3-tert-butyl peroxypropane and polycondensation of phenol containing –O–O– bonds with formaldehyde. The peroxy oligomers obtaining conditions have been established and 7 new oligomers with peroxy groups have been synthesized. The structures of synthesized oligomers have been verified by chemical and spectral methods.

Chemical Modification of ED-24 Epoxy Resin Peroxy Derivative by C9H4F16O Fluorine-Containing Alcohol-Telomer

Chemistry and Chemical Technology, 2010

The possibility of chemical modification of ED-24 epoxy resin peroxy derivative (PDER) by C9H4F16O fluorine-containing alcohol-telomer (FAT-C9) has been shown using 18-Crown and ZnCl2 catalytic system. The effect of catalyst amount, temperature and process time on the reaction rate has been studied. New peroxy oligomer containing fluorine atoms (FPO) has been synthesized and characterized. The FPO structure has been confirmed by IR-spectroscopy. It has been proposed to use FPO as an active additive to the polymeric mixes based on ED-20 industrial epoxy resin and TGM-3 oligoesteracrylate.

Synthesis and Application of Oligomer with Hydroxy Groups based on Peroxy Derivative of ED-24 Epoxy Resin and PolyTHF-2000 Oligoether

Chemistry & Chemical Technology, 2015

New oligomer with peroxy, primary and secondary hydroxy groups has been synthesized on the basis of peroxy derivative of ED-24 epoxy resin (PO) and PolyTHF-2000 oligoether according to the developed procedure. The effect of the catalysts nature and amount, temperature and process time on the reaction rate has been studied. Benzyltriethylammonium chloride, potassium hydroxide, 1,4-diazobicyclooctane and the mixture composed of benzyltriethylammonium chloride and KOH (molar ratio 1:1) were used as the catalysts. The structure of the synthesized oligomer has been confirmed by the chemical and IR-spectroscopic methods. The synthesized oligomer may be used as an active additive for the production of polymeric films based on ED-20 industrial epoxy resin and TGM-3 oligoesteracrylate.

Toughening of tetrafunctional (TGDDM) epoxy resins with telechelic extended perfluoroligomers

2000

Telechelic extended perfluoroether oligomers containing carboxylic acid terminal groups were found to be miscible in mixtures of a tetrafunctional epoxy resin (TGDDM) and methyl nadic anhydride. After curing the resin system remained transparent. SAXS examination revealed the presence of a two-phase morphology with domains of the order of 16–17 nm. The glass transition of the cured resin system showed a

Cure kinetics and ultimate properties of a tetrafunctional epoxy resin toughened by a perfluoro-ether oligomer

Polymer, 2001

A commercial grade of a tetrafunctional epoxy resin (TGDDM) has been modi®ed by the addition of a per¯uoro-ether oligomer to improve the toughness. The cure characteristics of a typical composition of this mixture have been investigated by in situ FT-NIR spectroscopy. It has been found that the presence of the¯uoro-oligomer induces a two-fold reduction of the initial curing rate, which has been discussed in terms of the cure mechanism. For all the investigated compositions, the ®nal conversion of the reactants did not change with respect to that of the unmodi®ed resin. The phase structure of this system has been investigated by dynamic-mechanical analysis and by scanning electron microscopy. Both these techniques showed no evidence of a two-phase morphology. Finally, the fracture parameter G c has been found to increase signi®cantly for concentrations of the modi®er exceeding 10 parts by weight. q

Synthesis of α,ω-Bis Epoxy Oligo (1‘H,1‘H,2‘H,2‘H-Perfluoroalkyl Siloxane)s and Properties of Their Photo-Acid Cross-Linked Films

Chemistry of Materials, 2004

Low-viscosity oligomers 1,9-bis[2′-(4-cyclohexenyl-1,2-epoxy)ethyl]-1,1, 3,5,7,9,9-heptamethyl-3,5,7-tris(1′H,1′H,2′H,2′H-perfluorooctyl)pentasiloxane (VII), 1,9-bis[2′-(4-cyclohexenyl-1,2-epoxy)ethyl]-1,1, 3,5,7,9,9-heptamethyl-3,5,7-tris(3′,3′,3′-trifluoropropyl)pentasiloxane (VIII), and 1,9-bis[2′-(4-cyclohexenyl-1,2-epoxy)ethyl]decamethylpentasiloxane (IX) have been prepared by Pt-catalyzed hydrosilylation reactions of 4-vinylcyclohexene-1,2-epoxide with 1, 9-dihydrido-1,1,3,5,7,9,9-heptamethyl-3,5,7-tris(1′H,1′H,2′H,2′H-perfluorooctyl)pentasiloxane (IV), 1,9-dihydrido-1,1,3,5,7,9,9-heptamethyl-3,5,7-tris(3′,3′,3′-trifluoropropyl)pentasiloxane (V), and 1,9-dihydridodecamethylpentasiloxane (VI), respectively. IV-VI were prepared by the triflic-acid-catalyzed ring-opening of 1,3,5-trimethyl-1,3,5-tris(1H,1H,2H,-2H-perfluorooctyl)cyclotrisiloxane (I), 1,3,5-trimethyl-1,3,5-tris(3′,3′,3′-trifluoropropyl)cyclotrisiloxane (II), and hexamethylcyclotrisiloxane (D 3 ) (III), respectively, in 1,1,3,3-tetramethyldisiloxane (TMDS). Solutions of a UV-sensitive diaryliodonium salt (0.5 wt %) and oligomers VII-IX were cast as uniform layers onto clean glass microscope slides and steel coupons. UV irradiation of these liquid layers rapidly converted them to cross-linked films (X-XII). Thermal stability of these films was determined by thermogravimetric analysis (TGA). Glass transition temperatures (T g s) were measured by dynamic mechanical thermal analysis (DMTA). Static contact angles of distilled water on the air-film interfaces of X-XII have been determined with a goniometer. Dynamic contact angle (DCA) measurements have also been carried out on free-standing films. Corrosion protection of steel coupons by X-XII was evaluated by electrochemical impedance spectroscopy (EIS) during exposure to 0.5 N NaCl. Antifoul and foul-release properties of X-XII were studied by settlement and removal tests with the barnacle Balanus amphitrite and with spores and sporelings of the green alga Enteromorpha. . Bode-plots for steel coupons coated with with (a) X, (b) XI, (c) XII, and (d) primer only.

Chemical Modification of Dianic Epoxy Resin by Fluorine-Containing Alcohols

Chemistry & Chemical Technology, 2009

New epoxy resins with fluorine atoms have been synthesized via chemical modification of dianic epoxy resin with fluorine-containing alhocols-telomers C7, C9 and C13, using benzyltriethylammonium chloride and KOH as a catalyst system. Their characteristics have been examined. The structure of synthesized products has been confirmed by IR-spectroscopy. It has been shown that new epoxy resins may be used as active plasticizers for industrial epoxy resin.

Synthesis of new cycloaliphatic epoxy resins and their crosslinking

Die Makromolekulare …, 1993

The reaction of cycloaliphatic and glycidylic oxiranes with primary amines was examined; no reaction was observed for the former. From unsymmetrical cycloaliphatic glycidylic imide derivatives and primary amines, it was possible to obtain well defined epoxy-terminated biscycloaliphatic resins containing imide rings, which were identified by l3C NMR spectroscopy and elemental analysis. These epoxy resins were crosslinked by simple heating without hardeners and epoxide/amine-networks were obtained. The action of phthalic anhydride as curing agent gave different results depending on the nature of the starting cycloaliphatic group. Thus, while tetrahydrophthalimide derivatives, N-(2,3-epoxypropyl)perhydro-4,5-epoxyphthalimide (2), underwent crosslinking, nadimide derivatives, N-(2,3-epoxypropyl)-5,6-epoxybicyclo[2.2.l]heptane-2,3-dicarboximide (1) did not react. Differential scanning calorimetry was used to follow the reaction; in all the cases, only the dynamic method was applied, in order to obtain kinetic parameters. The values for activation energies are comparable to those reported for the curing of epoxide systems.

Synthesis and Use of Polyoxychloropropylen-Epoxymethacrylate Oligoesters as Active Modifier of Epoxy Diane Resin Ed-20

— The synthesis of polyoxychloropropylenepoxymethacrylate oligoesters by esterification of polyoxychloropropylenetriepoxide by methacrylic acid has been carried out. It has been established that by varying the conditions of carrying out of the reaction, one can prepare, mainly, the mono-, di-and trimethacrylic oligoesters. On the basis of epoxy diane ED-20 and synthesized polyoxychloropropylenepoxymethacrylate oligoesters as modifiers there have been prepared the self-extinction compositions, which after curing by N, N 1 –diaminodiphenylsulfone possess higher physical-mechanical, adhesion and heat-physical properties.