DE1115923B - Process for producing molded articles from a polyester resin composition - Google Patents

Process for producing molded articles from a polyester resin composition

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Publication number
DE1115923B
DE1115923B DEST10644A DEST010644A DE1115923B DE 1115923 B DE1115923 B DE 1115923B DE ST10644 A DEST10644 A DE ST10644A DE ST010644 A DEST010644 A DE ST010644A DE 1115923 B DE1115923 B DE 1115923B
Authority
DE
Germany
Prior art keywords
polyester resin
resin composition
styrene
polystyrene
fillers
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
DEST10644A
Other languages
German (de)
Inventor
Heinrich Siebenmorgen
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.)
Steuler Industriewerke GmbH
Original Assignee
Steuler Industriewerke GmbH
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
Priority to DEST8900A priority Critical patent/DE1008487B/en
Application filed by Steuler Industriewerke GmbH filed Critical Steuler Industriewerke GmbH
Priority to DEST10644A priority patent/DE1115923B/en
Publication of DE1115923B publication Critical patent/DE1115923B/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J167/00Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/06Unsaturated polyesters having carbon-to-carbon unsaturation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • 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
    • C08L67/06Unsaturated polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Description

Verfahren zum Herstellen von Formkörpern aus einer Polyesterharzmasse Zusatz zum Patent 1008 487 Das Patent 1 008 487 betrifft ein Verfahren zum Herstellen von Formteilen durch Vergießen einer in der Kälte härtbaren Polyesterharzmasse, vorzugsweise von Polyestern auf der Grundlage von Maleinsäure bzw. Maleinsäureanhydrid in Styrol, welche die hochprozentige Lösung eines oder mehrer thermoplastischer Polymerer, wie Polystyrol, Polyvinylcarbazol, Polyvinyläther oder Polyisobutylen, in Styrol enthält.Process for the production of moldings from a polyester resin composition Addendum to Patent 1008 487 Patent 1 008 487 relates to a method of manufacturing of molded parts by casting a cold-curing polyester resin compound, preferably of polyesters based on maleic acid or maleic anhydride in styrene, which is the high percentage solution of one or more thermoplastic Polymers such as polystyrene, polyvinyl carbazole, polyvinyl ether or polyisobutylene, contains in styrene.

Durch den Gehalt der Polyesterharzmasse an einer Lösung eines polymerisierten Kunstharzes in Styrol wird verhindert, daß beim Aushärten der Polyesterharzmasse eine Schrumpfung auftritt. Nach dem Verfahren des Hauptpatentes kommt eine Polyesterharzmasse zur Anwendung, der entweder eine hochprozentige Lösung eines polymerisierten Kunstharzes in Styrol bzw. das polymerisierte Kunstharz in mehl-@ feiner Vermahlung zugesetzt ist, falls diePolyesterharzmasse bereits Styrol enthält ; erforderlichenfalls wird der Harzmasse Styrol zugesetzt, damit das thermoplastische Polymere völlig in dem Styrol in Lösung geht. Due to the content of the polyester resin composition in a solution of a polymerized Synthetic resin in styrene is prevented from curing the polyester resin composition shrinkage occurs. The process of the main patent is followed by a polyester resin compound for application, which is either a high percentage solution of a polymerized synthetic resin in styrene or the polymerized synthetic resin added in flour @ fine grinding if the polyester resin composition already contains styrene; if necessary, will Styrene added to the resin composition so that the thermoplastic polymer is completely in the Styrene goes into solution.

Bekanntlich löst sich Polystyrol bis zu 40°/0, Polyvinylcarbazol bis zu 8 /o, Polyvinyläther bis zu 30''/o und Polyisobutylen bis zu 8 bis 10°to in Styrol. It is known that polystyrene dissolves up to 40%, polyvinyl carbazole up to 8 / o, polyvinyl ether up to 30 '' / o and polyisobutylene up to 8 to 10 ° to in styrene.

Gemäß dem Hauptpatent wird ferner die Anwendung einer mit Füllstoffen wie Kaolin oder Kreide versetzten Polyesterharzmasse vorgeschlagen. Zur Erzielung bestimmter Eigenschaften der Formteile wird die gleichzeitige Anwendung verschiedener in Styrol löslicher thermoplastischer Polymerer empfohlen. According to the main patent, the use of one with fillers such as kaolin or chalk mixed polyester resin compound proposed. To achieve certain properties of the molded parts is the simultaneous use of different thermoplastic polymer soluble in styrene is recommended.

Es wurde gefunden, daß nach dem im Hauptpatent aufgezeigten Wege sich Formteile aus einer Polyesterharzmasse, die mit einem Füllstoff bzw. einem Füllstoffgemisch sowie mit der Lösung eines polymerisierten Kunstharzes in Styrol versetzt sind, auch auf dem Wege des Pressens herstellen lassen, wenn man den Füllstoff bzw. ein Füllstoffgemisch zunächst mit einer Polyesterharzmasse benetzt, die die Lösung eines thermoplastischen Kunstharzes in Styrol enthält, dann die benetzten Füllstoffe durch Pressen verformt und die durch Pressen hergestellten Formteile aushärten läßt. Wenn es erwünscht ist, daß der Formkörper eine gewisse Elastizität aufweist, ist es zweckmäßig, eine Polyesterharzmasse anzuwenden, die zusätzlich in Styrol neben einem thermoplastischen Kunstharz noch Kautschuk gelöst enthält. It has been found that according to the route shown in the main patent molded parts made of a polyester resin compound with a filler or a A mixture of fillers and a solution of a polymerized synthetic resin in styrene are offset, can also be produced by pressing if you have the filler or a filler mixture initially wetted with a polyester resin compound that the Solution of a thermoplastic synthetic resin in styrene, then the wetted Fillers deformed by pressing and the molded parts produced by pressing let harden. If it is desired that the molded body have a certain elasticity has, it is appropriate to use a polyester resin composition, which in addition In addition to a thermoplastic synthetic resin, it also contains rubber dissolved in styrene.

Eine bevorzugte Ausführungsform des Verfahrens der Erfindung besteht in der Anwendung einer Polyesterharzmasse, die eine hochprozentige Lösung von Polystyrol in Monostyrol enthält. A preferred embodiment of the method of the invention is in the application of a polyester resin compound, which is a high percentage solution of polystyrene in monostyrene.

Als Füllstoffe eignen sich für die Zwecke der Erfindung Asbestfaser, Quarzmehl, Quarzsand, kieselsäurefreie Füllstoffe, wie Korund, Rutil (Titandioxyd und Schwerspat), wie aber auch geeignete Mengen der vorstehend angegebenen thermoplastischen Kunstharze in Form von Mehl bzw. Grieß. Als ein zweckmäßiges Mengenverhältnis von Füllstoff zu Polyesterharzmasse haben sich 88 Gewichtsteile Füllstoff und 12 Gewichtsteile Polyesterharzmasse erwiesen. Suitable fillers for the purposes of the invention are asbestos fibers, Quartz powder, quartz sand, silica-free fillers such as corundum, rutile (titanium dioxide and heavy spar), as well as suitable amounts of the thermoplastics specified above Artificial resins in the form of flour or semolina. As a convenient proportion of Filler to polyester resin mass has 88 parts by weight of filler and 12 parts by weight Proven polyester resin compound.

Das Verfahren der Erfindung führt zu Formteilen, die unmittelbar nach dem Pressen aus den Formen herausgenommen werden können, ohne daß die Härtung bereits vollständig ist, so daß sich mit einer Presse verhältnismäßig sehr hohe Leistungen erzielen lassen. Die gehärteten Formteile zeichnen sich durch eine ungewöhnlich hohe Druckfestigkeit aus. Die erhaltenen Formteile weisen weder eine Schrumpfung noch eine Wärmespannung auf. The method of the invention leads to molded parts that are immediately after pressing can be removed from the molds without hardening is already complete, so that it is relatively very high with a press Let achievements. The hardened moldings are characterized by an unusual high compressive strength. The molded parts obtained show neither shrinkage still a thermal tension.

Ausführungsbeispiel 88 Gewichtsteile einer Mischung von 10 bis 20 °/0 Asbestfaser, 25 bis 40 °/0 Quarzmehl, 25 bis 28 °/0 Quarzsand, 3 bis 0°/0 grießförmiges Polystyrol mit einer Korngröße bis 1 mm werden mit 12 Gewichtsteilen einer Polyesterharzmasse (handelsübliche Harzmasse, vgl. R ö m p p, » Chemie-Lexikona, 3. Auflage, S. 1423, rechte Spalte, letzter Absatz), die Polystyrol in Monostyrol gelöst sowie Benzoylperoxyd als Katalysator enthält, benetzt. Dieses Gemisch wird gepreßt und die gepreßten Formteile durch Stehenlassen ausgehärtet. Die erhaltenen Formteile haben nach dem Aushärten eine Druckfestigkeit von 900 bis 1000 kg/cm2. Embodiment 88 parts by weight of a mixture of 10 to 20 ° / 0 asbestos fiber, 25 to 40 ° / 0 quartz powder, 25 to 28 ° / 0 quartz sand, 3 to 0 ° / 0 gritty Polystyrene with a grain size of up to 1 mm are mixed with 12 parts by weight of a polyester resin composition (commercially available resin compound, see R ö m p p, »Chemie-Lexikona, 3rd edition, p. 1423, right column, last paragraph), the polystyrene dissolved in monostyrene and benzoyl peroxide Contains as a catalyst, wetted. This mixture will pressed and the pressed molded parts cured by leaving to stand. The molded parts obtained have a compressive strength of 900 to 1000 kg / cm2 after hardening.

Zum Nachweis des synergistischen Effektes wurden drei Proben mit gleichem Polyester-Styrol-und Katalysatorgehalt sowie gleicher Füllstoffmenge, jedoch verschiedenen Füllstoffmischungen hergestellt. Probe I 1 2 1 3 Ungesättigter Polyester 16,3% 63, 3 °/0 16, 3% 4, 4, 80/0 17, 8 °/o Peroxyd............. 6% 2, 3 °/0 0, 6 °/0 Polystyrol........... 2% 16, 5% - Mineralische Füllstoffe (Gemisch aus Kiesel- kreide, Quarzmehl und Quarzsand).... 74, 1% - 78,3% Die Probe I enthält als Füllstoffe Polystyrol und mineralische Füllstoffe. Ihre Zusammensetzung ist typisch für eine Polyesterharzmasse gemäß vorliegender Erfindung. Die Schrumpfung beim Aushärten ist gleich Null.To demonstrate the synergistic effect, three samples with the same polyester-styrene and catalyst content and the same amount of filler but different filler mixtures were produced. sample I 1 2 1 3 Unsaturated polyester 16.3% 63.3 ° / 0 16.3% 4, 4, 80/0 17, 8 ° / o Peroxide ............. 6% 2, 3 ° / 0 0, 6 ° / 0 Polystyrene ........... 2% 16.5% - Mineral fillers (Mixture of silica chalk, quartz flour and quartz sand) .... 74.1% - 78.3% Sample I contains polystyrene and mineral fillers as fillers. Its composition is typical of a polyester resin composition according to the present invention. The shrinkage on curing is zero.

Die Probe 2 enthält als Füllstoff lediglich 16, 5°/o Polystyrol ; sie ergab beim Aushärten eine Schrumpfung von 2, 1%. Sample 2 contains only 16.5% polystyrene as filler; it resulted in a shrinkage of 2.1% on curing.

Die Probe 3 enthält den gesamten Füllstoffanteil in Form mineralischer Füllstoffe Eine Polyesterharzmasse dieser Zusammensetzung zeigt beim Aushärten eine durchschnittliche Schrumpfung von 0, 61 °/o. Sample 3 contains the entire filler content in the form of mineral Fillers A polyester resin composition of this composition exhibits a average shrinkage of 0.61 per cent.

Claims (5)

PATENTANSPRÜCHE : 1. Verfahren zum Herstellen von Formkörpern aus Polyestern und thermoplastische Polymere enthaltenden Massen in Abänderung des Verfahrens des Patentes 1 008 487 durch Pressen, dadurch gekennzeichnet, daß als Preßmasse das Gemisch aus einem in der Kälte härtbaren ungesättigten Polyesterharz, der hochprozentigen Lösung eines oder mehrerer thermoplastischer Polymerer in Styrol und Füllstoffen verwendet wird. PATENT CLAIMS: 1. Process for producing molded bodies from Polyesters and thermoplastic polymers containing masses in modification of the procedure of patent 1 008 487 by pressing, characterized in that the molding compound the mixture of a cold curable unsaturated polyester resin, the high percentage Solution of one or more thermoplastic polymers in styrene and fillers is used. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß eine Polyesterharzmasse angewendet wird, die eine hochprozentige Lösung von Polystyrol enthält. 2. The method according to claim 1, characterized in that a polyester resin composition which contains a high percentage solution of polystyrene. 3. Verfahren nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß ein eine geringe Menge Polystyrol, Polyvinylcarbazol, Polyvinyläther oder Polyisobutylen in Form von Mehl und/oder Grieß enthaltendes Füllstoffgemisch angewendet wird. 3. The method according to claims 1 and 2, characterized in that that a small amount of polystyrene, polyvinyl carbazole, polyvinyl ether or polyisobutylene is used in the form of flour and / or semolina containing filler mixture. 4. Verfahren nach den Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß auf 12 Teile Polyesterharzmasse 88 Gewichtsprozentteile Füllstoffe angewendet werden. 4. The method according to claims 1 to 3, characterized in that that 88 percent by weight of fillers are applied to 12 parts of polyester resin composition will. 5. Abänderung des Verfahrens nach Anspruch 1 bis 4, dadurch gekennzeichnet, daß eine zusätzlich eine Lösung von Kautschuk in Styrol enthaltende Polyesterharzmasse verwendet wird. 5. Modification of the method according to claim 1 to 4, characterized in that that a polyester resin composition additionally containing a solution of rubber in styrene is used. In Betracht gezogene Druckschriften : Deutsche Patentschriften Nr. 895 648, 956 720 ; britische Patentschrift Nr. 684 400 ; Bourry,)) Resines Alkydes-Polyesters «, Paris 1952, S. 289, 308 bis 311, 313 u. 314 ; Cire. 493 » National Bureau of Standards «, Washington, 22. Mai 1950 ; Wakeman, »The Chemistry of commercial Plastics«, New York, 1947, S. 497 bis 529 ; »Kunststoff-Rundschau«, 1 (1954), S. 332, 339, 344. Considered publications: German Patent Specifications No. 895 648, 956 720; British Patent No. 684,400; Bourry,)) Resines Alkydes-Polyester ", Paris 1952, pp. 289, 308 to 311, 313 and 314; Cire. 493 "National Bureau of Standards, "Washington, May 22, 1950; Wakeman, "The Chemistry of Commercial Plastics," New York, 1947, pp. 497-529; "Kunststoff-Rundschau", 1 (1954), pp. 332, 339, 344.
DEST10644A 1954-10-21 1955-12-10 Process for producing molded articles from a polyester resin composition Pending DE1115923B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEST8900A DE1008487B (en) 1954-10-21 1954-10-21 Process for the production of molded articles
DEST10644A DE1115923B (en) 1954-10-21 1955-12-10 Process for producing molded articles from a polyester resin composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEST8900A DE1008487B (en) 1954-10-21 1954-10-21 Process for the production of molded articles
DEST10644A DE1115923B (en) 1954-10-21 1955-12-10 Process for producing molded articles from a polyester resin composition

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DE1115923B true DE1115923B (en) 1961-10-26

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DEST10644A Pending DE1115923B (en) 1954-10-21 1955-12-10 Process for producing molded articles from a polyester resin composition

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1213992B (en) * 1962-01-25 1966-04-07 Basf Ag Polyester molding compounds that contain polystyrene
DE1240661B (en) * 1962-01-17 1967-05-18 Esterol A G Ethylene derivatives as an additive to polyester molding compounds
DE1694857A1 (en) * 1966-07-20 1970-12-17 Rohm & Haas Liquid, polymerizable masses
DE2044168A1 (en) * 1970-09-05 1972-03-09 Bayer Colloid mixtures
DE2851454A1 (en) * 1977-11-29 1979-05-31 Hitachi Chemical Co Ltd Low shrinkage unsatd. polyester compsn. - comprising polyester prepd. from dicyclopentadiene deriv., monomer and styrene! resin
DE3120831A1 (en) * 1981-05-26 1982-12-16 SKS-Technik Säure- und Korrosionsschutz GmbH, 7320 Göppingen Plastic mortars for the production of screeds or concrete
EP0224370A2 (en) * 1985-11-18 1987-06-03 The Dow Chemical Company Process for the preparation of polymer concrete having low shrinkage
DE19720670A1 (en) * 1997-05-16 1998-11-19 Behr Gmbh & Co Hot water regulator valve for automotive cabin heater or air conditioner system

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1068888B (en) * 1959-11-12
BE582739A (en) * 1958-09-19
DE1196309B (en) * 1958-11-18 1965-07-08 Degussa Reactive lacquers for metals
DE1254353B (en) * 1959-10-16 1967-11-16 Interbygg Shwan & Co Manufacture of building panels by curing polyester molding compounds
NL264053A (en) * 1960-04-26
NL272417A (en) * 1960-12-12 1900-01-01
US3354114A (en) * 1964-03-03 1967-11-21 Grace W R & Co Polystyrene fiber-finely divided silica thickening agent, and organic liquid materials thickened therewith

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB684400A (en) * 1949-05-30 1952-12-17 Owen Burchell Edgar Coating, impregnating, or adhesively uniting articles with polyester compositions
DE895648C (en) * 1944-03-30 1953-11-05 Bayer Ag Process for the production of high molecular weight products
DE956720C (en) * 1952-10-11 1957-01-24 Bayer Ag Process for the production of molded articles, including those made from foams, from polyoxy compounds and polyisocyanates

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE547384C (en) * 1930-05-22 1932-03-30 I G Farbenindustrie Akt Ges Process for the representation of art masses
US2551767A (en) * 1946-08-17 1951-05-08 Union Carbide & Carbon Corp Mixed esters

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE895648C (en) * 1944-03-30 1953-11-05 Bayer Ag Process for the production of high molecular weight products
GB684400A (en) * 1949-05-30 1952-12-17 Owen Burchell Edgar Coating, impregnating, or adhesively uniting articles with polyester compositions
DE956720C (en) * 1952-10-11 1957-01-24 Bayer Ag Process for the production of molded articles, including those made from foams, from polyoxy compounds and polyisocyanates

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1240661B (en) * 1962-01-17 1967-05-18 Esterol A G Ethylene derivatives as an additive to polyester molding compounds
DE1213992B (en) * 1962-01-25 1966-04-07 Basf Ag Polyester molding compounds that contain polystyrene
DE1694857A1 (en) * 1966-07-20 1970-12-17 Rohm & Haas Liquid, polymerizable masses
DE2044168A1 (en) * 1970-09-05 1972-03-09 Bayer Colloid mixtures
DE2851454A1 (en) * 1977-11-29 1979-05-31 Hitachi Chemical Co Ltd Low shrinkage unsatd. polyester compsn. - comprising polyester prepd. from dicyclopentadiene deriv., monomer and styrene! resin
DE3120831A1 (en) * 1981-05-26 1982-12-16 SKS-Technik Säure- und Korrosionsschutz GmbH, 7320 Göppingen Plastic mortars for the production of screeds or concrete
EP0224370A2 (en) * 1985-11-18 1987-06-03 The Dow Chemical Company Process for the preparation of polymer concrete having low shrinkage
EP0224370A3 (en) * 1985-11-18 1988-02-24 The Dow Chemical Company Process for the preparation of polymer concrete having low shrinkage
DE19720670A1 (en) * 1997-05-16 1998-11-19 Behr Gmbh & Co Hot water regulator valve for automotive cabin heater or air conditioner system

Also Published As

Publication number Publication date
DE1008487B (en) 1957-05-16

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