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Showing papers on "Glycidyl methacrylate published in 1977"


Journal ArticleDOI
TL;DR: The reaction of macroporous copolymers glycidyl methacrylate with ammonia, primary and secondary amines, diamines and hydroxyalkyl amines leading to products with wide applicability was investigated as discussed by the authors.
Abstract: The reaction of macroporous copolymers glycidyl methacrylate – ethylenedimethacrylate with ammonia, primary and secondary amines, diamines and hydroxyalkyl amines leading to products with wide applicability was investigated. The reaction can be carried out without or with solvent, water being quite sufficient as the latter. The effects of amine concentration, substituents, temperature and type of the solvent on the reaction course were examined. The reaction product with dimethyl amine and 2-hydroxyethyl amine was alkylated consecutively, and a strongly basic anion exchanger of second type was obtained. Die Reaktion von makroporosen Copolymeren aus Glycidylmethacrylat und Athylendimethacrylat mit Ammoniak, primaren und sekundaren Aminen, Diaminen und Hydroxyalkylaminen wurde untersucht, die Produkten mit vielfaltiger Verwendbarkeit fuhrte. Die Reaktion kann ohne oder mit Losungsmittel durchgefuhrt werden. Die Einflusse der Aminokonzentration, der Substituenten, Temperatur und Art des Losungsmittels auf den Reaktionserlauf wurden untersucht. Die Reaktionsprodukte mit Dimethylamin und 2-Hydroxyathylamin ergaben nach anschliesender Alkylierung stark basische Ionenaustauscher.

55 citations


Journal ArticleDOI
TL;DR: In this article, the metal-containing crosslinked polyester resins based on divalent metal salts of mono(hydroxyethyl)phthalate were investigated by the cure, by combined polyesterification and polymerization, of curable mixtures prepared from above metal salts, maleic anhydride, glycidyl methacrylate, and methyl methacelate.
Abstract: Preparations of metal-containing crosslinked polyester resins based on divalent metal salts of mono(hydroxyethyl)phthalate were investigated by the cure, by combined polyesterification and polymerization, of curable mixtures prepared from above metal salts, maleic anhydride, glycidyl methacrylate, and methyl methacrylate. The curable mixtures containing Ca showed lower viscosity than those containing Mg. They were subjected to curing reactions in the presence of peroxide and under photoirradiation, respectively. In the cure, polyesterification and polymerization proceeded simultaneously smoothly, giving metal-containing cured resins. Generally, the peroxide-cured resins showed better physical properties than the photo-cured resins. Especially, the former resins with high metal content showed high compressive strength and Rockwell hardness. Further, resistance to chemical attack and boiling water and thermal behavior are also discussed.

32 citations


Journal ArticleDOI
TL;DR: In this article, a new approach to obtaining thermoset organotin polymers, which permits control of crosslinking site distribution and, through it, better control of properties of organotin antifouling polymers is reported.
Abstract: A new approach to obtaining thermoset organotin polymers, which permits control of crosslinking site distribution and, through it, a better control of properties of organotin antifouling polymers, is reported. Tri-n-butyltin acrylate and tri-n-butyltin methacrylate monomers were prepared and copolymerized, by the solution polymerization method with the use of free-radical initiators, with several vinyl monomers containing either an epoxy or a hydroxyl functional group. The reactivity ratios were determined for six pairs of monomers by using the analytical YBR method to solve the differential form of the copolymer equation. For copolymerization of tri-n-butyltin acrylate (M1) with glycidyl acrylate (M2), these reactivity ratios were n = 0.295 ± 0.053, r2 = 1.409 ± 0.103; with glycidyl methacrylate (M2) they were r1 = 0.344 ± 0.201, r2 = 4.290 ± 0.273; and with N-methylolacrylamide (M2) they were r1 = 0.977 ± 0.087, r2 = 1.258 ± 0.038. Similarly, for the copolymerization of tri-n-butyltin methacryl...

23 citations


Journal ArticleDOI
TL;DR: In this paper, the copolymer glycidyl methacrylate-ethylene dimethachrylate with ethyl amine and 2-hydroxyethyl amine was employed to prepare new types of macroporous complexing resins.

22 citations


Journal ArticleDOI
TL;DR: The reaction of the macroporous copolymer glycidyl methacrylate (GMA-EDMA) with derivatives of iminodiacetic acid (sodium salt, nitrile, ester) was studied in this paper.
Abstract: The reaction of the macroporous copolymer glycidyl methacrylate – ethylenedimethacrylate (GMA-EDMA) with derivatives of iminodiacetic acid (sodium salt, nitrile, ester) was studied; the highest reaction transformation measured was that of ethyl ester. The product thus formed is already able to bind ions of bivalent copper. In an investigation of the hydrolysis of bonded ester with alkali it was found that also the glycidyl group was saponified, which led to a decrease in the content of chelate-forming groups in the product. If the hydrolysis of ethyl ester is carried out with a solution of triethanol amine, no unwanted side reaction takes place and a product with a sorption capacity of 1.98 mmol Cu(II)/g can be obtained. The capacity has proved to be stable in repeated application; volume changes occurring in the transformation from the hydrogen into the sodium form (63%) and the thermal stability up to 150°C were determined. Die Reaktion von makroporosen Copolymeren aus Glycidylmethacrylat und Athylendimethacrylat mit Ammoniak, primaren und sekundaren Aminen, Diaminen und Hydroxyalkylaminen wourde untersucht, die zu Produkten mit vielfaltiger Verwendbarkeit fuhrte. Die Reaktion kann ohne oder mit Losungsmittel durchgefuhrt werden. Die Einflusse der Aminkonzentration, der Substituenten, Temperatur und Art des Losungsmittels auf den Reaktionsverlauf wurden untersucht. Die Reaktionsprodukte mit Dimethylamin und 2-Hydroxyathylamin ergaben nach anschliesender Alkylierung stark basische Ionenaustauscher.

17 citations


Patent
Feit E D1, Larry F. Thompson1
01 Jul 1977
TL;DR: Negative resist compositions are based on carbonaceous polymers with substituent branches containing epoxy groupings as discussed by the authors, which are high sensitivity to electron radiation and to X-rays.
Abstract: Negative resist compositions are based on carbonaceous polymers with substituent branches containing epoxy groupings. Exemplary materials which include, for example, a copolymer of glycidyl methacrylate and ethyl acrylate in which epoxy groupings are unesterified show high sensitivity, for example, to electron radiation and to X-rays. Resolution is sufficient to permit expedient fabrication of detailed resist patterns for integrated circuits. High adherence permits use of acid or base reagents and thermal stability permits use of ion milling for circuit fabrication.

15 citations


Patent
23 Dec 1977
TL;DR: In this article, the polar polymeric sorbent is used for gas and liquid chromatography, which is based on glycidyl esters and can be further modified by reaction with various nucleophilic agents, e.g., water, alcohols, carboxylic acids, ammonia, amines, thioalcohols, acrylonitrile.
Abstract: The invention relates to the polar polymeric sorbent applicable in gas and liquid chromatography, which is based on glycidyl esters. The sorbent is formed by the macroporous copolymer containing 3-70% of polymerized monomeric units with epoxy groups, e.g. glycidyl methacrylate or glycidyl acrylate units, and 97-30% of a crosslinking agent, e.g. alkylene dimethacrylate, alkylene diacrylate, hydroxyalkylene dimethacrylate, hydroxyalkylene diacrylate (alkylene containing 1-6 C atoms), or divinylbenzene. The sorbent may further contain up to 30% of polymerized monomeric units containing nitrile groups, e.g. acrylonitrile and methacrylonitrile units. The polarity of sorbent can be further modified, according to the invention, by the reaction with various nucleophilic agents, e.g. water, alcohols, carboxylic acids and their derivatives, ammonia, amines, thioalcohols, acrylonitrile. The sorbent is thermally and mechanically stable and was used for the gas-chromatographic and liquid-chromatographic separation of complex mixtures of compounds. Its polarity was expressed in terms of modified Rohrschneider indices.

13 citations


Journal ArticleDOI
TL;DR: In this paper, the formation of coordination compounds of transition elements on the reactive hydrophilic copolymer glycidyl methacrylate-ethylenedimethACrylate, with chemically bonded ethylenediamine molecules, has been described.

6 citations


Patent
14 Sep 1977
TL;DR: In this paper, a puncture sealing composition using a copolymer or a specific acrylate and a glycidyl compound with a hardener for epoxy resins is presented.
Abstract: PURPOSE:To prepare a puncture sealing composition useful as tubeless tires and having excellent sealing properties in a wide temperature range, by compounding a copolymer or a specific acrylate and glycidyl compound with a hardener for epoxy resins CONSTITUTION:(A) 100 parts by weight of a copolymer consisting of (a) 2-ethylhexyl acrylate and/or n-butyl acrylate and (b) a glycidyl compound (eg glycidyl methacrylate, etc) (preferably 08-3 parts by weight on the basis of 100 parts by weight of the acrylates) is compounded with (B) preferably 05-5 parts by weight of a hardener for epoxy resins (eg diethylenetriamine, etc) The compound is sprayed into a tire at room temperature to 160 degC and cured EFFECT: Application processability is improved and flow is suppressed even at high temperature, therefore the compound is useful as a sealant for buildings and a sealing material for fuel tanks

5 citations


Patent
01 Apr 1977
TL;DR: Anaerobically hardening adhesive or sealant consits of (meth)acrylic esters and organic hydroperoxides and opt. small amts of unsatd..
Abstract: Anaerobically hardening adhesive or sealant consits of (meth)acrylic esters and organic hydroperoxides and opt. small amts. of unsatd. comonomers and conventional auxiliaris. It contains a reaction prod., which is practically free from epoxide gps., of glycidyl (meth)acylate and a linear oligoester having at least 2 terminal carboxyl gps. The oligoester is a reaction prod. of an eter-diol of the formula: H-(O(CH2)n-CR2-CO)x-O-(CH2)p-CR-(CH2)q-O-(CO-CR2-(CH2)m-O)y-H (in which R is the same or different 1-3 C alkyl gps., pref. Me. x=0-5; y, m, n, p and q are 1-5) and a dicarboxylic anhydride is an a:b molar ratio of 1:2. The compsn. is esp. suitable for bonding ferrous and nonferrous metals. It hardens rapidly at room temp. and give a strong bond, even with nonferrous metals, e.g. Al (alloys) with good thermal stability and flexibility. The compsn. is stable for months to years if kept in air-permeable vessels, e.g. polyethylene bottles. In an example, a viscous dimethacrylate (I) was prepd. by reacting glycidyl methacrylate with a bis-maleate prepd. from maleic anhydride and neopentyl glycol hydroxypivalate. An adhesive was prepd. from (I), hydroxyethyl methacrylate, p-toluenesulphonic acid hydrazine, N,N-dimethyl-p-toluidine, cumene hydroperoxide soln. and peracetic acid soln. It gave a tensile shear strength of 325 kp/cm2 on steel and 170 kp/cm2 on Al.

4 citations


Journal ArticleDOI
TL;DR: In this paper, the polymerization of methyl methacrylate initiated by copolymers was investigated, and it was found that copolymer containing aldehyde groups could be used for initiation.
Abstract: The polymerization of methyl methacrylate initiated by the copolymers methacrylaldehyde — styrene — divinylbenzene and acrylaldehyde — ethylene dimethacrylate in the absence of usual initiators was investigated. The polymerization was found to proceed fairly readily and fast. Acceleration can be achieved by adding glycerylaldehyde. An increase in the surface of the initiating copolymer favourably influences the reaction rate; at the same time, however, physical trapping of ungraft poly(methyl methacrylate) molecules in the macroporous initiator seems likely to occur. It was also found that only copolymers containing aldehyde groups could be used for initiation and that besides MMA some other monomers could be polymerized in this way, such as glycidyl methacrylate, acrylic and methacrylic acid, acrylonitrile, and alkyl acrylate. Die Polymerisation von Methylmethacrylat wurde untersucht, die durch Copolymere aus Methacrylaldehyd — Styrol — Divinylbenzol und Copolymere aus Acrylaldehyd — athylendimethacrylat in Abwesenheit ublicher Initiatoren ausgelost wird. Die Polymerisation verlauft radikalisch und schnell. Eine Beschleunigung kann durch Zugabe von Glycerinaldehyd erreicht werden. Eine grosere Oberflache des initiierenden Copolymeren begunstigt die Reaktionsgeschwindigkeit, aber parallel dazu scheinen leicht Einschlusse von ungepfropften Polymethylmethacrylat-Molekulen aufzutreten. Es wurde gefunden, das nur Copolymere mit Aldehydgruppen als Initiatoren wirken und das auch andere Monomere wie Glycidylmethacrylat, Acryl- und Methacrylsaure, Acrylnitril und Alkylacrylate polymerisiert werden konnen.