DE900752C - Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series - Google Patents

Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series

Info

Publication number
DE900752C
DE900752C DER2042D DER0002042D DE900752C DE 900752 C DE900752 C DE 900752C DE R2042 D DER2042 D DE R2042D DE R0002042 D DER0002042 D DE R0002042D DE 900752 C DE900752 C DE 900752C
Authority
DE
Germany
Prior art keywords
acrylic acid
esters
production
plastics containing
acrylonitrile
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
DER2042D
Other languages
German (de)
Inventor
Dr Phil Walter Bauer
Dr Phil Klaus Tessmar
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.)
Roehm GmbH Darmstadt
Original Assignee
Roehm and Haas 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
Application filed by Roehm and Haas GmbH filed Critical Roehm and Haas GmbH
Priority to DER2042D priority Critical patent/DE900752C/en
Application granted granted Critical
Publication of DE900752C publication Critical patent/DE900752C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/42—Nitriles
    • C08F220/44—Acrylonitrile

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

In der Patentschrift 700 176 ist ein Verfahren zur Herstellung von Kunststoffen hoher Härte und Festigkeit, bei dem 40 bis 80 Gewichtsprozent Acrylsäurenitril und entsprechend 60 bis 20 Gewichtsprozent Methacrylsäureester niederer Alkohole gemeinsam polymerisiert werden, beschrieben.In the patent specification 700 176 is a process for the production of plastics of high hardness and Strength at which 40 to 80 percent by weight of acrylonitrile and 60 to 20 percent by weight, respectively Methacrylic acid esters of lower alcohols are polymerized together, described.

Nach dem Patent 701914 zu dem erwähnten Hauptpatent werden den zur Erzeugung der Kunststoffe nach dem Hauptpatent zu polymerisierenden Monomerenmischungen bis zu 15 Gewichtsprozent Methacrylsäureamid vor der Polymerisation zugesetzt. Hierdurch werden die Eigenschaften der erwähnten Kunststoffe, insbesondere Härte und Festigkeit, unterAccording to the patent 701914 on the aforementioned The main patent will be those to be polymerized for the production of the plastics according to the main patent Monomer mixtures up to 15 percent by weight methacrylic acid amide added before the polymerization. This reduces the properties of the plastics mentioned, in particular hardness and strength

Umständen auch die Wärmefestigkeit, in bedeutendem Maße erhöht.Certain circumstances also the heat resistance, increased to a significant extent.

Es wurde nun gefunden, daß vorzügliche mechanische Eigenschaften besitzende Mischpolymerisate mit hohem Acrylnitrilgehalt auch dadurch hergestellt werden können, daß an Stelle des bereits bekannten Zusatzes Verbindungen der allgemeinen FormelIt has now been found that copolymers possessing excellent mechanical properties with a high acrylonitrile content can also be produced in that instead of the already known Additional compounds of the general formula

CH2 = C-CONHRCH 2 = C-CONHR

in Mengen bis zu 15 Gewichtsprozent, bezogen auf die Gesamtmenge der polymerisierbaren Stoffe, gegebenen-in amounts up to 15 percent by weight, based on the Total amount of polymerizable substances, given

falls in Gegenwart nicht polymerisierbarer oder anderer polymerisierbarer Stoffe, in die Mischpolymerisate einpolymerisiert werden.if in the presence of non-polymerisable or other polymerisable substances, in the copolymers be polymerized.

In der Formel kann R Wasserstoff, Alkyl, Aryl oder Aralkyl, ferner —CONHR oder -CH2NHCOR bedeuten. Es handelt sich also z. B. um Acrylsäureamid oder dessen an Stickstoff alkylsubstituierte Derivate bzw. Acrylharnstoff oder Methylendiacrylsäureamid usw.In the formula, R can be hydrogen, alkyl, aryl or aralkyl, furthermore —CONHR or —CH 2 NHCOR. So it is z. B. to acrylic acid amide or its derivatives alkyl-substituted on nitrogen or acrylic urea or methylenediacrylic acid amide, etc.

Beispielexample

5 Teile Acrylsäureamid vom Schmelzpunkt 84 bis 850, hergestellt aus Acrylsäurechlorid und Ammoniak in benzolischer Lösung, werden in 95 Teilen Methacrylsäuremethylester zu Acrylsäurenitril (= 30 : 70) gelöst und dann mit 0,04 Teilen Dibenzoylperoxyd, entsprechend den Angaben im Hauptpatent, zu einem Glas verarbeitet.
Die mechanischen Eigenschaften eines solchen Mischpolymerisats sind folgende: Schlagbiegefestigkeit: 48 cmkg/cm2, Zugfestigkeit: 900 kg/cm2, Wärmefestigkeit nach Vicat: 950.5 parts of acrylic acid amide with a melting point of 84 to 85 0 , prepared from acrylic acid chloride and ammonia in a benzene solution, are dissolved in 95 parts of methyl methacrylate to give acrylonitrile (= 30:70) and then with 0.04 parts of dibenzoyl peroxide, in accordance with the information in the main patent, to form a Glass processed.
The mechanical properties of such a copolymer are as follows: Impact resistance: 48 cmkg / cm 2, tensile strength: 900 kg / cm 2, heat resistance Vicat: 95 0th

Claims (1)

PATENTANSPRUCH:PATENT CLAIM: Verfahren zur Herstellung von Acrylsäurenitril und Ester der Acrylsäurereihe enthaltenden Kunststoffen hoher Härte und Festigkeit durch Polymerisation von Mischungen, die auf 40 bis 80 Gewichtsprozent Acrylsäurenitril 60 bis 20 Gewichtsprozent Acrylsäureester niederer Alkohole enthalten, dadurch gekennzeichnet, daß diese Mischungen in Gegenwart von Acrylsäureamid oder Verbindungen der allgemeinen FormelProcess for the production of acrylonitrile and esters of the acrylic acid series containing plastics high hardness and strength through polymerisation of mixtures ranging from 40 to 80 Weight percent acrylonitrile 60 to 20 weight percent acrylic acid esters of lower alcohols contain, characterized in that these mixtures in the presence of acrylic acid amide or compounds of the general formula CH2 = C-CONHR,CH 2 = C-CONHR, in der R Alkyl, Aryl, Aralkyl, CONHR, CH2NHCOR bedeuten kann, in Mengen bis zu 15 Gewichtsprozent, bezogen auf die Gesamtmenge der polymerisierbaren Stoffe, gegebenenfalls in Gegenwart nicht polymerisierbarer Stoffe oder anderer polymerisierbarer Stoffe, polymerisiert werden.in which R can be alkyl, aryl, aralkyl, CONHR, CH 2 NHCOR, in amounts of up to 15 percent by weight, based on the total amount of polymerizable substances, optionally in the presence of non-polymerizable substances or other polymerizable substances.
DER2042D 1943-03-16 1943-03-17 Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series Expired DE900752C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DER2042D DE900752C (en) 1943-03-16 1943-03-17 Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE905059X 1943-03-16
DER2042D DE900752C (en) 1943-03-16 1943-03-17 Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series

Publications (1)

Publication Number Publication Date
DE900752C true DE900752C (en) 1954-01-04

Family

ID=25957671

Family Applications (1)

Application Number Title Priority Date Filing Date
DER2042D Expired DE900752C (en) 1943-03-16 1943-03-17 Process for the production of plastics containing acrylic acid nitrile and esters of the acrylic acid series

Country Status (1)

Country Link
DE (1) DE900752C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3336276A (en) * 1966-02-21 1967-08-15 Standard Oil Co Novel synthetic polymers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3336276A (en) * 1966-02-21 1967-08-15 Standard Oil Co Novel synthetic polymers

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