DE966420C - Process for the production of plastic masses from polyvinyl compounds - Google Patents

Process for the production of plastic masses from polyvinyl compounds

Info

Publication number
DE966420C
DE966420C DES8897D DES0008897D DE966420C DE 966420 C DE966420 C DE 966420C DE S8897 D DES8897 D DE S8897D DE S0008897 D DES0008897 D DE S0008897D DE 966420 C DE966420 C DE 966420C
Authority
DE
Germany
Prior art keywords
production
plastic masses
polyvinyl compounds
polyvinyl chloride
plasticizers
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.)
Expired
Application number
DES8897D
Other languages
German (de)
Inventor
Dr Phil Hans Mueller
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.)
Siemens AG
Original Assignee
Siemens AG
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 Siemens AG filed Critical Siemens AG
Priority to DES8897D priority Critical patent/DE966420C/en
Application granted granted Critical
Publication of DE966420C publication Critical patent/DE966420C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • C08K5/134Phenols containing ester groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

Verfahren zur Herstellung von plastischen Massen aus Polyvinylverbindungen Die Erfindung betrifft ein Verfahren zur Herstellung von plastischen Massen aus Polyvinylverbindungen, insbesondere aus Polyvinylchlorid, nachchloriertem Polyvinylchlorid oder Mischpolymerisaten aus Vinylchlorid, mit Hilfe von Weichmachungsmitteln. Es wurde bereits vorgeschlagen, als Weichmachungsmittel solche organischen Verbindungen zu verwenden, welche mindestens eine aromatische Kohlenwasserstoffgruppe oder deren Homologe und eine oder mehrere aliphatische Gruppen enthalten, von denen jede aus einer Kette mit mehr als Io Kohlenstoffatomen besteht. Die aromatische Gruppe und die aliphatischen Gruppen des Moleküls sind entweder direkt durch eine C-C-Bindung oder mittels einer Sauerstoff- oder Stickstoffbindung verknüpft, wobei im Falle einer Sauerstoffbindung eine etwa vorhandene Carbonylgruppe zwischen Sauerstoffatom und aliphatischer Kette liegt.Process for the production of plastic masses from polyvinyl compounds the The invention relates to a method for the production of plastic masses from polyvinyl compounds, in particular made of polyvinyl chloride, post-chlorinated polyvinyl chloride or copolymers from vinyl chloride, with the help of plasticizers. It has already been suggested to use such organic compounds as plasticizers, which at least an aromatic hydrocarbon group or its homologues and one or more Contain aliphatic groups, each of which consists of a chain with more than Io carbon atoms consists. The aromatic group and the aliphatic groups of the molecule are either directly through a C-C bond or by means of an oxygen or nitrogen bond linked, with any carbonyl group present in the case of an oxygen bond lies between the oxygen atom and the aliphatic chain.

Hierfür wurden unter anderem die Ester eines aromatischen Alkohols mit hochmolekularen Fett- oder Ölsäuren mit mehr als Io Kohlenstoffatomen vorgesehen. Es hat sich nun gezeigt, daß nicht nur die ge- nannten Ester der aromatischen Alkohole, sondern auch die Ester der Phenole sehr brauchbare Weichmachungsmittel ergeben. Among other things, the esters of an aromatic alcohol were used for this purpose with high molecular weight fatty or oleic acids with more than 10 carbon atoms. It has now been shown that not only the called Ester the aromatic alcohols, but also the esters of phenols are very useful plasticizers result.

So zeigt z. B. das Phenylstearat eine besonders gute weichmachende Wirkung. Es können aber auch andere Ester der Phenole, z. B. Cresylstearat, Xylenylstearat oder Tetrahydronaphthyloleat, verwendet werden. So shows z. B. phenyl stearate is a particularly good plasticizer Effect. But it can also be other esters of phenols, for. B. cresyl stearate, xylenyl stearate or tetrahydronaphthyl oleate can be used.

In der nachstehenden Tabelle sind die Werte von Vergleichsversuchen an plastischen Massen mit einem Weichmacher gemäß der Erfindung solchen an plastischen Massen mit üblichen Weichmachern gegenübergestellt. In the table below are the values from comparative tests on plastic masses with a plasticizer according to the invention those on plastic ones Compared to masses with common plasticizers.

Die Werte der ersten Spalte dieser Tabelle wurden an einer Mischung ermittelt, die auf I0Q Teile des unter der Bezeichnung »Igelit PCU« im Handel erhältlichen Polyvinylchlorids 25 Teile eines Esters aus technischem Kresol und Hauptlaufsäuren enthielt. The values in the first column of this table were based on a mixture determines the I0Q parts of the commercially available under the name »Igelit PCU« Polyvinyl chloride 25 parts of an ester from technical cresol and main lactic acids contained.

Unter »Hauptlaufsäure<r ist dabei eine Fraktion verstanden, die Fettsäuren mit 12 bis 22 Kohlenstoffatomen enthält, die im Zuge der Paraffinoxydation anfallen. Die Werte der zweiten Spalte beziehen sich auf eine Mischung von 100 Teilen Polyvinylchlorid mit 25 Teilen Trikresylphosphat. Die dritte Spalte betrifft eine gleiche Mischung, bei der jedoch der Trikresylphosphatanteil auf 75 Teile, berechnet auf 100 Teile Polyvinylchlorid, erhöht ist. Den Werten der vierten Spalte liegt eine Mischung von 100 Teilen Polyvinylchlorid mit 25 Teilen Dihexylphthalat zugrunde. 1 2 3 4 Kätebiegeprüfung .... gehalten bis gehalten nur gehalten bis gehalten bis - 30° C oberhalb + 16° C - 200 C - 10 C Kälteschlagprüfung ... gehalten bis gehalten nur gehalten bis gehalten nur - 160 oberhalb + 24° - 8° oberhalb + 20° Zerreißfestigkeit ......... 310 kg/cm2 380 kg/cm2 190 kg/cm2 300 kg/cm2 Zerreißdehung ............. 215% 0% 310% 40% Spez. Isol.-Widerstand. 2 1014 Q cm 2 @ 1015 Q cm 3 Ioll Q cm 9. 1014 Q cm Diese Vergleichsversuche zeigen deutlich, daß ein Weichmacher gemäß der Erfindung schon bei äußerst geringen Zusätzen ungewöhnlich gute Werte bei der Kälteprüfung ergibt, während beispielsweise Triphenylphosphat, in den gleichen Mengenverhältnissen angewendet, überhaupt noch keine eine technische Verwendung gestattende weichmachende Wirkung erkennen läßt; auch bei Verdreifachung des Triphenylphosphatanteiles werden die guten Kältewerte des Weichmachers gemäß der Erfindung noch nicht annähernd erreicht, geht aber die Zerreißfestigkeit der Mischung schon stark zurück."Main runic acid" is understood to mean a fraction which contains fatty acids with 12 to 22 carbon atoms, which are obtained in the course of paraffin oxidation. The values in the second column relate to a mixture of 100 parts of polyvinyl chloride with 25 parts of tricresyl phosphate. The third column relates to the same mixture, but in which the tricresyl phosphate content is increased to 75 parts, calculated on 100 parts of polyvinyl chloride. The values in the fourth column are based on a mixture of 100 parts of polyvinyl chloride with 25 parts of dihexyl phthalate. 1 2 3 4 Kätebiegestrüfung .... held until held only held until held until - 30 ° C above + 16 ° C - 200 C - 10 C Cold impact test ... held until held only held until held only - 160 above + 24 ° - 8 ° above + 20 ° Tensile strength ......... 310 kg / cm2 380 kg / cm2 190 kg / cm2 300 kg / cm2 Elongation at break ............. 215% 0% 310% 40% Specific insulation resistance. 2 1014 Q cm 2 @ 1015 Q cm 3 Ioll Q cm 9. 1014 Q cm These comparative tests clearly show that a plasticizer according to the invention gives unusually good values in the cold test even with extremely small additions, while triphenyl phosphate, for example, when used in the same proportions, does not reveal any plasticizing effect at all which would allow industrial use; Even when the triphenyl phosphate content is tripled, the good cold values of the plasticizer according to the invention are not even approximately achieved, but the tensile strength of the mixture is already greatly reduced.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von plastischen Massen aus Polyvinylverbindungen, insbesondere aus Polyvinylchlorid, nachchloriertem Polyvinylchlorid oder Vinylchlorid-Mischpolymerisaten, mit Weichmachungsmitteln, dadurch gekennzeichnet, daß als Weichmacher die Ester der Phenole mit hochmolekularen Fett- oder Ölsäuren mit mehr als 10 Kohlenstoffatomen verwendet werden.PATENT CLAIM: Process for the production of plastic masses Polyvinyl compounds, in particular made of polyvinyl chloride, post-chlorinated polyvinyl chloride or vinyl chloride copolymers, with plasticizers, characterized in that that the esters of phenols with high molecular weight fatty or oleic acids are used as plasticizers with more than 10 carbon atoms can be used. In Betracht gezogene Druckschriften: Französische Patentschriften Nr. 824 950, 842 943; USA.-Patentschrift Nr. 2 oo6 345. Documents considered: French patents No. 824 950, 842 943; U.S. Patent No. 2,06,345.
DES8897D 1938-08-05 1938-08-05 Process for the production of plastic masses from polyvinyl compounds Expired DE966420C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DES8897D DE966420C (en) 1938-08-05 1938-08-05 Process for the production of plastic masses from polyvinyl compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DES8897D DE966420C (en) 1938-08-05 1938-08-05 Process for the production of plastic masses from polyvinyl compounds

Publications (1)

Publication Number Publication Date
DE966420C true DE966420C (en) 1957-08-01

Family

ID=7472866

Family Applications (1)

Application Number Title Priority Date Filing Date
DES8897D Expired DE966420C (en) 1938-08-05 1938-08-05 Process for the production of plastic masses from polyvinyl compounds

Country Status (1)

Country Link
DE (1) DE966420C (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2006345A (en) * 1934-06-22 1935-07-02 Monsanto Chemicals Resinous composition
FR824950A (en) * 1936-08-05 1938-02-18 Ig Farbenindustrie Ag Plastic compositions based on polymerized vinyl compounds
FR842943A (en) * 1937-09-03 1939-06-21 Ig Farbenindustrie Ag ether salts and process for the preparation of these compounds

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2006345A (en) * 1934-06-22 1935-07-02 Monsanto Chemicals Resinous composition
FR824950A (en) * 1936-08-05 1938-02-18 Ig Farbenindustrie Ag Plastic compositions based on polymerized vinyl compounds
FR842943A (en) * 1937-09-03 1939-06-21 Ig Farbenindustrie Ag ether salts and process for the preparation of these compounds

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