DE1198552B - Manufacture of molded parts from polyester molding compounds - Google Patents

Manufacture of molded parts from polyester molding compounds

Info

Publication number
DE1198552B
DE1198552B DEN23412A DEN0023412A DE1198552B DE 1198552 B DE1198552 B DE 1198552B DE N23412 A DEN23412 A DE N23412A DE N0023412 A DEN0023412 A DE N0023412A DE 1198552 B DE1198552 B DE 1198552B
Authority
DE
Germany
Prior art keywords
molded parts
molding compounds
polyester molding
curing
manufacture
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
DEN23412A
Other languages
German (de)
Inventor
Eiichi Ajisaka
Masao Nikki
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Shokubai Co Ltd
Original Assignee
Nippon Shokubai Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Shokubai Co Ltd filed Critical Nippon Shokubai Co Ltd
Publication of DE1198552B publication Critical patent/DE1198552B/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/56Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds other than from esters thereof
    • C08G63/58Cyclic ethers; Cyclic carbonates; Cyclic sulfites ; Cyclic orthoesters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Description

Herstellung von Formteilen aus Polyester-Formmassen Bisher wurden Formteile aus Polyester-Formmassen mit einem Preßformverfahren hergestellt. Die Formmassen enthielten eine große Füllstoffmenge. Das Preßverfahren bedeutet eine wirksame Verbesserung bei der Herstellung der Formteile. Jedoch ist es so nur möglich, undurchsichtige Formteile herzustellen. Ein durchscheinendes Produkt kann nur durch Gießen hergestellt werden, wobei es jedoch unmöglich ist, einen zufriedenstellenden Wirksamkeitsgrad zu erreichen. Beim Herstellen von Knöpfen od. dgl. bringt ein Verfahren, bei dem diese aus einer gießgeformten Platte gestanzt werden, einen bemerkenswerten Verlust an Material mit sich.Production of molded parts from polyester molding compounds So far have been Molded parts made from polyester molding compounds using a compression molding process. the Molding compositions contained a large amount of filler. The pressing method means one effective improvement in the manufacture of the molded parts. However, it is only possible this way to produce opaque molded parts. A translucent product can only get through Casting can be produced, but it is impossible to achieve a satisfactory To achieve the degree of effectiveness. When producing buttons or the like, a method brings where these are stamped from a cast plate, a remarkable one Loss of material with it.

Es ist aus A. M. P a q u i n, »Epoxydverbindungen und Epoxydharze«, Berlin 1958, S. 523, bekannt, Epoxyverbindungen vom Glycidyltyp mit linearen ungesättigten Polyestem zu härten.It is known to cure A. M. P a q uin, "epoxy compounds and epoxy resins," Berlin 1958, p 523 epoxy compounds, glycidyl with linear unsaturated polyesters.

Entsprechend der Erfindung besteht die Formmasse aus einem linearen ungesättigten Polyester und einem anpolymerisierbaren ungesättigten Monomeren, und diese wird mit einem Epoxyd in Gegenwart von üblichen Peroxyden umgesetzt. Das Epoxyd dient nicht zur schließlich erzielten Härtung, sondern dazu, die Formmasse flüssig - entweder äußerst viskos oder gelartig - zu erhalten. So wird die Formmasse für das Erhitzen, Pressen und Härten in einer Preßform geeignet. Die erfindungsgemäß hergestellten Formteile sind transparent. Die Herstellung erfolgt ohne einen bemerkenswerten Verlust an Material.According to the invention, the molding composition consists of a linear unsaturated polyester and a polymerizable unsaturated monomer, and this is reacted with an epoxy in the presence of conventional peroxides. The epoxy is not intended to eventually achieved cure, but to the molding compound liquid - viscous or gel either extremely - to obtain. In this way, the molding compound is suitable for heating, pressing and hardening in a press mold. The moldings produced according to the invention are transparent. The production takes place without a noticeable loss of material.

Das erfindungsgemäße Verfahren zum Herstellen von Formteilen aus Polyester-Fornunassen, die ungesättigte lineare Polyester, daran anpolymerisierbare ungesättigte Monomere, Härtungskatalysatoren sowie gegebenenfalls Farb- und/oder Füllstoffe enthalten, wobei das Aushärten in zwei Stufen erfolgt, besteht darin, daß man als Vorhärtemittel zusätzlich zu üb- lichen als Härtungskatalysatoren verwendeten Peroxyden eine organische Verbindung mit mehreren Epoxydgruppen verwendet und daß man die Masse bei normaler Temperatur vorhärtet und dann in einer Metallform unter Druck und erhöhter Temperatur vollständig aushärtet.The process according to the invention for producing molded parts from polyester moldings which contain unsaturated linear polyesters, unsaturated monomers which can be polymerized onto them, curing catalysts and optionally dyes and / or fillers, the curing being carried out in two stages, consists in adding as a pre-curing agent Conventional peroxides used as curing catalysts use an organic compound with several epoxy groups and that the mass is pre-cured at normal temperature and then completely cured in a metal mold under pressure and elevated temperature.

Die Füllstoffe können geringe Mengen feiner kurzer Glasfasern sein. Das färbende Mittel kann ein Farbstoff oder ein Pigment sein.The fillers can be small amounts of fine, short glass fibers. The coloring agent can be a dye or a pigment.

Die Forinmassen können 0,5 bis 0,2 Gewichtsteile Härtungskatalysator auf 100 Gewichtsteile an ungesättigtem Polyester enthalten. Härtungskatalysatoren sind organische Peroxyde, wie Benzoylperoxyd, ditert.-Butylperoxyd, di-tert.-Butylhydroperoxyd, Cumolhydroperoxyd. Das Epoxyd ist in Mengen von 1 bis 20 Teilen in der Masse vorhanden. Geeignete Epoxyde sind z. B. 3,4 - Epoxy - 6 - methylcyclohexylmethyl - 3,4 - epoxy -6-methylcyclohexan-carboxylat, Dicyclopentadiendioxyd, Dipentendioxyd. Beispiel 1 0,05Gewichtsteile roter Farbstoff als färbendes Mittel und 1 Gewichtsteil di-terL-Butylhydroperoxyd werden zu 100 Gewichtsteilen eines ungesättigten Polyesters gegeben. Nach vollständiger Auflösung werden unter Rühren und Erhitzen in heißem Wasser auf eine Temperatur von etwa 600 C 15 Gewichtsteile 3,4-Epoxy-6-methylcyclohexylmethyl-3,4-epoxy-6-methylcyclohexylcarboxylat zu der Lösung gegeben. Die Lösung wird langsam hochviskos, was eine extrem hochviskose Substanz bei Normaltemperatur ergibt. Unter Preßbedingungen von 1201 C, 1 kg/CM2 und 5 Minuten Dauer wird ein becherartiger Gegenstand mit einer Tiefe von 5 cm, einem Durchmesser von etwa 3 cm und einer Dicke von 2 mm gepreßt.The molding compositions can contain 0.5 to 0.2 parts by weight of curing catalyst per 100 parts by weight of unsaturated polyester. Curing catalysts are organic peroxides such as benzoyl peroxide, di-tert-butyl peroxide, di-tert-butyl hydroperoxide and cumene hydroperoxide. The epoxy is present in amounts from 1 to 20 parts in the mass. Suitable epoxies are e.g. B. 3,4 - epoxy - 6 - methylcyclohexylmethyl - 3,4 - epoxy -6-methylcyclohexane carboxylate, dicyclopentadiene dioxide, dipentene dioxide. Example 1 0.05 part by weight of a red dye as a coloring agent and 1 part by weight of di-terL-butyl hydroperoxide are added to 100 parts by weight of an unsaturated polyester. After complete dissolution, 15 parts by weight of 3,4-epoxy-6-methylcyclohexylmethyl-3,4-epoxy-6-methylcyclohexylcarboxylate are added to the solution with stirring and heating in hot water to a temperature of about 600 ° C. The solution slowly becomes highly viscous, which results in an extremely highly viscous substance at normal temperature. A cup-like object with a depth of 5 cm, a diameter of about 3 cm and a thickness of 2 mm is pressed under pressing conditions of 120 ° C., 1 kg / cm 2 and a duration of 5 minutes.

Beispiel 2 20 Teile Dicyclopentadiendioxyd und 0,5 Teile Benzoylperoxyd werden in 100 Teilen eines ungesättigten Polyesterharzes gelöst, welches einen Säurewert von 30 aufweist und 10 Mol Propylenglykol, 5 Mol Maleinsäureanhydrid, 5 Mol Phthalsäureanhydrid und 6,5 Mol monomeres Styrol enthält. Diese Lösung wurde 16 Stunden bei Zimmertemperatur stehen gelassen, wobei man eine etwa elastische feste Masse erhielt, die sich zerkleinern ließ. Diese Masse wurde pulverisiert und dann 10 Minuten bei 1501 C und 10 ke/cm2 Druck behandelt, wobei ein Preßling in Form einer zähen transparenten Platte erhalten wurde.Example 2 20 parts of dicyclopentadiene dioxide and 0.5 part of benzoyl peroxide are dissolved in 100 parts of an unsaturated polyester resin which has an acid value of 30 and contains 10 moles of propylene glycol, 5 moles of maleic anhydride, 5 moles of phthalic anhydride and 6.5 moles of monomeric styrene. This solution was left to stand for 16 hours at room temperature, giving an approximately elastic solid mass which could be crushed. This mass was pulverized and then treated for 10 minutes at 150 ° C. and 10 ke / cm 2 pressure, a compact in the form of a tough transparent plate being obtained.

Claims (1)

Patentanspruch: Verfahren zum Herstellen von Formteilen aus Polyester-Formmassen, die ungesättigte lineare Polyester, daran anpolymerisierbare ungesättigte Monomere, Härtungskatalysatoren'sowie gegebenenfalls Farb- und/oder Füllstoffe enthalten, wobei das Aushärten in zwei Stufen erfolgt, dadurch gekennzeichnet, daß man zusätzlich zu üblichen, als Härtungskatalysatoren dienenden Peroxyden eine organische Verbindung mit mehreren Epoxydgruppen als Vorhärtemittel verwendet und daß man die Masse bei normaler Temperatur vorhärtet und dann in einer Metallform unter Druck und erhöhter Temperatur vollständig aushärtet. In Betracht gezogene Druckschriften: Paquin, »Epoxydverbindungen und Epoxydharze«, Berlin 1958, S. 523#Claim: A process for the production of molded parts from polyester molding compounds which contain unsaturated linear polyesters, unsaturated monomers which can be polymerized onto them, curing catalysts and optionally dyes and / or fillers, the curing being carried out in two stages, characterized in that in addition to the usual , Peroxides serving as curing catalysts, an organic compound with several epoxy groups is used as a precuring agent and that the mass is precured at normal temperature and then completely cured in a metal mold under pressure and elevated temperature. Publications considered: Paquin, "Epoxydverbindungen und Epoxydharze", Berlin 1958, p. 523 #
DEN23412A 1959-06-06 1960-06-03 Manufacture of molded parts from polyester molding compounds Pending DE1198552B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1198552X 1959-06-06

Publications (1)

Publication Number Publication Date
DE1198552B true DE1198552B (en) 1965-08-12

Family

ID=14771927

Family Applications (1)

Application Number Title Priority Date Filing Date
DEN23412A Pending DE1198552B (en) 1959-06-06 1960-06-03 Manufacture of molded parts from polyester molding compounds

Country Status (1)

Country Link
DE (1) DE1198552B (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
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