DE1245591B - Process for the production of stabilized polyamides - Google Patents

Process for the production of stabilized polyamides

Info

Publication number
DE1245591B
DE1245591B DEF48224A DEF0048224A DE1245591B DE 1245591 B DE1245591 B DE 1245591B DE F48224 A DEF48224 A DE F48224A DE F0048224 A DEF0048224 A DE F0048224A DE 1245591 B DE1245591 B DE 1245591B
Authority
DE
Germany
Prior art keywords
colorless
triphenylphosphine
iodide
hydroiodide
production
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
DEF48224A
Other languages
German (de)
Inventor
Dr Werner Daum
Dr Karl Heinz Hermann
Dr Hans Rudolph
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.)
Bayer AG
Original Assignee
Bayer 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
Priority to DEF47169A priority Critical patent/DE1237309B/en
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF48224A priority patent/DE1245591B/en
Priority to CH1119266A priority patent/CH472458A/en
Priority to GB37073/66A priority patent/GB1084699A/en
Priority to AT795366A priority patent/AT259873B/en
Priority to SE11629/66A priority patent/SE301382B/xx
Priority to US576831A priority patent/US3505285A/en
Priority to NL6612672A priority patent/NL6612672A/xx
Priority to DK461666AA priority patent/DK116244B/en
Priority to BE686692D priority patent/BE686692A/xx
Priority to FR75897A priority patent/FR1491943A/en
Priority to NO164675A priority patent/NO115681B/no
Priority to ES0331089A priority patent/ES331089A1/en
Publication of DE1245591B publication Critical patent/DE1245591B/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/16—Halogen-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/50—Phosphorus bound to carbon only

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)
  • Polyamides (AREA)

Description

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

Int. CL:Int. CL:

C08gC08g

DEUTSCHESGERMAN

PATENTAMT Deutsche Kl.: 39b-22/04 PATENT OFFICE German class: 39b-22/04

^JSLEGESGHRIFT^ JSLEGESGHRIFT

Nummer;
Aktenzeichen:
Anmeldetag:
Auslegetag:Number;
File number:
Registration date:
Display day:

1245 591
F48224IVc/39b
21. Januar 1966
27. Juli 19671245 591
F48224IVc / 39b
January 21, 1966
July 27, 1967

Gegenstand der Hauptpatentanmeldung ist ein Verfahren zuir Herstellung stabilisierter Polyamide durcri Zusatz von Kupfer und Phosphor enthaltenden Ver-, bindungen, das dadurch gekennzeichnet ist, daß man afc .Stabilisator eine Kombination aus a) einem'Salz des ein- oder zweiwertigen Kupfers mit einer anorganischen öder organischen Säure und b) einem Phosphin' verwendet oder als S.tabilisatpr eine Additionsverbindung aus Phosphinen und' Kupferverbindungen; der Formel.CuX (X =.Chlorj Brom, Jod oder Cyan); ,The main patent application relates to a process for the production of stabilized polyamides by adding copper and phosphorus-containing compounds, which is characterized in that a combination of a) a salt of monovalent or divalent copper with an inorganic ore is used as a stabilizer organic acid and b) a phosphine 'or as S.tabilisatpr an addition compound of phosphines and' copper compounds; of the formula. CuX (X = .chlorine j bromine, iodine or cyano); ,

In'Weiterbildung dieses Verfahrend wurde nun gefunden, daß man die-Stabilisatorwirkung der genänn- ■·, ten Stabilisatorkombination noch verstärken kann, wenn' man als weiteren Zusatz ein anorganisches oder ■ organisches Salz der Jodwasserstoffsäure verwendet.In 'further development of this method it has now been found that the stabilizer effect of the genänn- ■ ·, th stabilizer combination can be strengthened if 'an inorganic or ■ organic salt of hydriodic acid is used.

Beispiele für anorganische oder organische Salze der Jödwässerstöffsäüre sind' ■·' ; ■' ·' ·'■' i '■■·!Examples of inorganic or organic salts of Jödwässerstöffsäüre are '■ ·'; ■ '·' · '■' i '■■ ·!

1. Ammoniumjodid, Natriumiodid, Kaliumiodid, rGaleiurnjodid,; Magnesiumjodid,; Zinkjodid oder. ■ 1. Ammonium iodide, sodium iodide, potassium iodide, rGale iodide ,; Magnesium iodide; Zinc iodide or. ■

Cadmiumjodid. j j ao Cadmium iodide. yy ao

2. Hydrojodide . primärer ..Amine,; wie, Hexad^cyl- , äihinhydröjodid; Hexäiffethylelndia'min'dihyclro- ' ,jodidoder Cyclohexylaminhydrojodid. '2. Hydroiodides. primary .. amines ,; like, hexad ^ cyl-, äihinhydröjodid; Hexäiffethylelteia'min'dihyclro- ' , iodide or cyclohexylamine hydroiodide. '

3. Hydrojodide sekundärer Amine, wie N-Äthylbenzylaminhydrojodid, Piperidirihydrojodid öder N-Methyloctadecylaminhydrojodid.3. Hydroiodides of secondary amines, such as N-ethylbenzylamine hydroiodide, Piperidiri hydroiodide or N-methyloctadecylamine hydroiodide.

,^.,.,Hydrojodide tertiärer Amine, wie N,N-Dimethyl-"■' ' benzolaminhydrojodid, Ν,Ν,Ν-Triäthanolamin-Verfahren zur Herstellung stabilisierter '"
Polyamide v ■, ^.,., Hydroiodides of tertiary amines, such as N, N-dimethyl- "■"'benzolamine hydroiodide, Ν, Ν, Ν-triethanolamine process for the production of stabilized'"
Polyamides v ■

Zusatz zur Anmeldung: F 47169IV c/39 b
Auslegeschrift 1237 309Addition to registration: F 47169IV c / 39 b
Interpretation document 1237 309

Färbehfabrikeh Bayer Aktierigesellschäft,Färbehfabrikeh Bayer stock corporation,

Als Erfinder benannt: : :: Named as inventors::::

Dr. Karl Heinz Hermann, .Dr. Karl Heinz Hermann,.

Dr. Hans Rudolph,Dr. Hans Rudolph,

Dr. Werner Daum, Krefeid-BockumDr. Werner Daum, Krefeid-Bockum

hydrüjödi'd; Pyridinhydröjodid, Trioctadecyl-hydrüjödi'd; Pyridine hydroiodide, trioctadecyl

amihhydrojodid oder Ν,Ν-Dimethyldodecylaminhydrojodid. ' \ amihhydroiodide or Ν, Ν-dimethyldodecylamine hydroiodide. ' \

5. Jödide quartärer Ammüniümverbindungen, wie N ^ Benzyl - Ν,Ν,Ν -, trimethylammoniumjodid, N-Äthyl-N-benzyl-NjN-dimethylammoniurnjodid, N-Doaecyl-N^NjN-triäthylammonmmjodid oder Ν,Ν,Ν,Ν',Ν',Ν' - Hexamethyl - N,N' - äthylen- bisammöniumjodid. u" j5. Iodide quaternary ammonium compounds, such as N ^ benzyl - Ν, Ν, Ν -, trimethylammonium iodide, N-ethyl-N-benzyl-NjN-dimethylammonium iodide, N-doaecyl-N ^ NjN-triethylammonium iodide or Ν, Ν, Ν, Ν, Ν ' , Ν ', Ν' - hexamethyl - N, N '- ethylene bisammonium iodide. u " j

6. Hydrojodide von Aminöcarboiisäureestern oder -amiden, wie NjN-Dimethyl-o-aminocapronsäuremorpnblidhydrojodidi'NjN-Dimethyl-ö-aminoeapronsäuredodecylamidhydrojodid, N-Methyl-N-cy'clohexyl - 6 - aminöcäpronsäureäthylesterhydrojodid. oder Ν,Ν-Dimethyl-ll-aminoundekansäure-.. anilidhydrojodid. \. 6. Hydroiodides of amino acid esters or amides, such as NjN-dimethyl-o-aminocaproic acid morphonblidhydrojodidi'NjN-dimethyl-ö-aminoeapronic acid dodecylamide hydroiodide, N-methyl-N-cy'clohexyl-6-aminöcäpronsäureäthylester. or Ν, Ν-dimethyl-ll-aminoundecanoic acid .. anilide hydroiodide. \.

7. Jödide1 von Carbamylammoniumverbihdungen, wie N-(N'-Dodecylcarbamylpentyl)-N,N,N-trimethylammoniumjodid oder N-(N'-3,4-Dichlofphenylcarbamylpentyl) - N,N!,N - trimethylammoniumjodid. 7. Iodides 1 of carbamylammonium compounds, such as N- (N'-dodecylcarbamylpentyl) -N, N, N-trimethylammonium iodide or N- (N'-3,4-dichlorophenylcarbamylpentyl) - N, N ! , N - trimethylammonium iodide.

ι Die anorganischen oder organischen Salze der Jodwasserstoffsäure werden zweckmäßig in einer solchen Menge zugesetzt, daß das Polyamid 0,001 bis 5 Gewichtsprozent, vorzugsweise 0,01 bis 1,0 Gewichtsprozent, Jod enthält. Die Stabilisatorkombination kann dem polyamidbildenden Ausgangsgemisch vor der Polymerisation zugesetzt werden uridi die Polymerisation anschließend in bekannter Weise kontinuierlich oder diskontinuierlich durchgeführt werden, ohne daß dabei Verfärbungen der Polyarriidschmelzeι The inorganic or organic salts of hydriodic acid are expediently added in such an amount that the polyamide is 0.001 to 5 percent by weight, preferably 0.01 to 1.0 percent by weight, contains iodine. The stabilizer combination can be added to the polyamide-forming starting mixture before the polymerization and during the polymerization then carried out continuously or discontinuously in a known manner, without discoloration of the polyarriid melt

auftreten. j .·;appear. j. ·;

Es ist jedoch auch möglich, die Stabilisatoren, gegebenenfalls auch in Form eines iKonz;ntrates in Polyamid, erst während oder nach der P0I3 merisation zusammen oder getrennt mit der Pbiyamidschmelze zu vermischen, wobei bekannte Mischvoi richtungenHowever, it is also possible to use the stabilizers, possibly also in the form of a concentration in polyamide, only during or after the POI3 merization to mix together or separately with the Pbiyamidschmelze, known Mischvoi directions

' Wie Extruder oder Kneter benutzt 'werden können.'How to use extruders or kneaders'.

Neben den Stabilisatoren können die|Pply£.mide,nochIn addition to the stabilizers, the | Pply £ .mide, still

übliche Zusätze wie Pigmente, Farbstoffe, Lichtstabilisatorerii Füllstoffe wie Glast oder Asbestfasern,Usual additives such as pigments, dyes, light stabilizers Fillers such as glass or asbestos fibers,

Gleit- und Entformungsmittel, Kristallisatijonsanreger ::.■■' :uswi^enthalten. ^ ^ '.'.'',■■'::;yYv.Z\-\'\ j r Lubricants and mold release agents, crystallization stimulants ::. ■■ ': etc. included. ^ ^ '.'. '', ■■ '::; yYv.Z \ - \' \ j r

Die erfindungsgemäß stabilisierten Polyamide, dieThe polyamides stabilized according to the invention, the

• insbesondere gegen dieJ OxydatiVe '■ Schädigung bei höheren Temperaturen stabilisiert sjind, dignen sich '■ • particularly against the J oxidative damage sjind stabilized at higher temperatures, to Dignen

5c hervorragend für die1 Herstellung Von technischer Seide für Fischnetze, Treibriemen, Förderbänder, Reifencord oder Formkörpern, die ejmer thermischen5c excellent for the 1 production of technical silk for fishing nets, drive belts, conveyor belts, tire cord or moldings that are always thermal

709 618/590709 618/590

Belastung bei freiem Zutritt von Luft oder Sauerstoff ausgesetzt sind.Are exposed to loads with free access to air or oxygen.

von 3,12 (gemessen an der l°/<>igen Lösung in m-Kresol) werden mittels einer üblichen Schnecken-. . presse aufgeschmolzen und dabei mit verschiedenenof 3.12 (measured on the 1 ° / <> igen solution in m-cresol) are by means of a conventional screw. . press melted and at the same time with different

Beispiel 1 Stabilisatoren homogen vermischt. Das stabilisator-Example 1 Stabilizers mixed homogeneously. The stabilizer

1 kg eines auf übliche Weise hergestellten farblosen 5 haltige Polycaprolactam wird als Borste von etwa Polycaprolactams mit einer relativen Viskosität 3 mm Durchmesser abgesponnen, zu Granulat1 kg of a colorless 5-containing polycaprolactam produced in the usual way is used as a bristle of about Polycaprolactams with a relative viscosity of 3 mm in diameter spun into granules

Tabelle ITable I.

Jodidiodide

gG J im
Polyamid
%J im
polyamide
% 5,05.0 0,380.38 2,02.0 0,170.17 1,01.0 0,100.10 10,010.0 0,760.76 5,05.0 0,380.38 1,501.50 0,0560.056 1,161.16 0,0560.056 0,630.63 0,0220.022 1,571.57 0,0560.056 1,281.28 0,0560.056 2,012.01 0,0560.056 0,790.79 0,0220.022

Cu-VerbindungCu connection

1 2 3 4 5 6 7 8 9 101 2 3 4 5 6 7 8 9 10

KJ KJ

KJ KJ

KJ KJ

KJ KJ

Ν,Ν-Dimethyldodecylaminhydrojodid Ν, Ν-dimethyldodecylamine hydroiodide

Ν,Ν-Dimethylbenzylaminhydrojodid ......Ν, Ν-dimethylbenzylamine hydroiodide ......

N-Dodecyl-N.NjN-trimethylammoniumjodid N-Dodecyl-N,N,N-trimethylammoniumjodidN-dodecyl-N.NjN-trimethylammonium iodide N-dodecyl-N, N, N-trimethylammonium iodide

N-Äthyl-N-benzyl-N^-dimethylammoniumjodid N-ethyl-N-benzyl-N ^ -dimethylammonium iodide

N,N- Dimethyl- 6- aminocapronsäuredodecylamidhydrojodid N, N-dimethyl-6-aminocaproic acid dodecylamide hydroiodide

N - (N' - 3,4 - Dichlorphenylcarbamylpentyl)-Ν,Ν,Ν-trimethylammoniumjodid N - (N '- 3,4 - dichlorophenylcarbamylpentyl) -Ν, Ν, Ν-trimethylammonium iodide

Cu (I) Cl. 1 Triphenylphosphin Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 Triphenylphosphin Cu (I) CN. 2 Triphenylphosphin Cu (I) Br. I Triphenylphosphin Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 TriphenylphosphinCu (I) Cl. 1 triphenylphosphine Cu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine Cu (I) CN. 2 triphenylphosphine Cu (I) Br. I triphenylphosphine Cu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine

Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine

Cu (I) J. 2 Triphenylphosphin Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 triphenylphosphine Cu (I) J. 2 triphenylphosphine

Tabelle!!Tabel!!

KJ KJ

KJ , KJ,

KJ KJ

KJ KJ

KJ KJ

Ν,Ν-Dimethyl-dodecylaminhydrojodid Ν, Ν-dimethyl-dodecylamine hydroiodide

N-Dodecyl-N.N.N-trimethylammoniumjodid N-dodecyl-N.N.N-trimethylammonium iodide

N,N-Dimethyl - 6 - aminocapronsäuredodecylamidhydrojodid KJ N, N-dimethyl-6-aminocaproic acid dodecylamide hydroiodide KJ

KJ KJ

5,0
2,0
1,0
10,0
5,0
1,50
1,57
2,01
5,05.0
2.0
1.0
10.0
5.0
1.50
1.57
2.01
5.0

5,05.0

0,380.38

0,170.17

0,100.10

0,760.76

0,380.38

0,0560.056

0,0560.056

0,0560.056

0,380.38

0,380.38

zerhackt und getrocknet. Das Granulat wird dann in einem Trockenschrank bei 15O0C und freiem Luftzutritt aufbewahrt und nach 144, 500 und 1000 Stunden die relative Viskosität gemessen.
Die Versuchsergebnisse sind in Tabelle I aufgeführt.chopped up and dried. The granules are then stored in an oven at 15O 0 C and free access of air and after 144, 500 and 1000 hours, the relative viscosity measured.
The test results are shown in Table I.

Beispiel 2Example 2

Ein Gemisch aus 1,0 kg Caprolactam, 35 g Aminocapronsäure und den Stabilisatoren wird in einem Autoklav in üblicher Weise bei einer Temperatur von 5 2700C polykondensiert. Die Farbe der erhaltenen Polyamide ist in Tabelle II aufgeführt.A mixture of 1.0 kg of caprolactam, 35 g of aminocaproic acid and the stabilizers is polycondensed in an autoclave in the usual manner at a temperature of 5270 0 C. The color of the polyamides obtained is shown in Table II.

gG Cu im
Polyamid
%Cu im
polyamide
% Pirn
Polyamid
%Pirn
polyamide
% Farbe des
PolyamidsColor of
Polyamide Nach
VermischungTo
mixing S
nach
144 StundenS.
after
144 hours elative Viskositä
nach
500 Stundenelative viscosity
after
500 hours t
nach
1000 Stundent
after
1000 hours 0,640.64 0,0110.011 0,00550.0055 farbloscolorless 2,982.98 4,094.09 3,843.84 3,603.60 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,123.12 4,174.17 3,893.89 3,663.66 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,083.08 3,713.71 3,553.55 3,353.35 1,201.20 0,0110.011 0,0110.011 farbloscolorless 3,033.03 4,404.40 4,214.21 3,753.75 0,540.54 0,00850.0085 0,0040.004 farbloscolorless 3,063.06 4,044.04 3,793.79 3,353.35 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,103.10 3,923.92 3,563.56 3,203.20 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,053.05 3,863.86 3,553.55 3,163.16 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,053.05 3,643.64 3,253.25 2,972.97 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,053.05 3,813.81 3,483.48 3,123.12 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,063.06 3,823.82 3,553.55 3,383.38 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,053.05 3,863.86 3,723.72 3,253.25 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,083.08 3,653.65 3,293.29 3,063.06 1,261.26 0,0110.011 0,0110.011 farbloscolorless 3,123.12 3,433.43 3,123.12 2,902.90 —- —- —- farbloscolorless 3,093.09 2,732.73 2,362.36 2,212.21

Cu-VerbindungCu connection gG Cu im
Polyamid
0U Cu im
polyamide
0 U Pirn
Polyamid
%Pirn
polyamide
% Farbe des
PolyamidsColor of
Polyamide Cu (I) Cl. 1 TriphenylphosphinCu (I) Cl. 1 triphenylphosphine 0,640.64 0,0110.011 0,00550.0055 farbloscolorless Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 Triphenylphosphine 1,261.26 0,0110.011 0,0110.011 farbloscolorless Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 Triphenylphosphine 1,261.26 ο,οιιο, οιι 0,0110.011 farbloscolorless Cu (I) CN. 2 TriphenylphosphinCu (I) CN. 2 triphenylphosphine 1,101.10 0,0110.011 0,0110.011 farbloscolorless Cu (I) Br. I TriphenylphosphinCu (I) Br. I triphenylphosphine 0,540.54 0,00850.0085 0,0040.004 farbloscolorless Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 Triphenylphosphine 1,261.26 0,0110.011 0,0110.011 farbloscolorless Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 Triphenylphosphine 1,261.26 0,0110.011 0,0110.011 farbloscolorless Cu (I) J. 2 TriphenylphosphinCu (I) J. 2 Triphenylphosphine 1,261.26 0,0110.011 0,0110.011 farbloscolorless Cu (II) Cl2 · 2H2O
+ Triphenylphosphin
Cu (II) Cl2 · 2H2OCu (II) Cl 2 • 2H 2 O
+ Triphenylphosphine
Cu (II) Cl 2 • 2H 2 O 0,27
0,42
0,270.27
0.42
0.27 0,011
0,0110.011
0.011 0,0050.005 farblos
grünlichcolorless
greenish

Claims (1)

Patentanspruch:Claim: , Weiterbildung, des Verfahrens zur Wärmestabilisierung j von Polyamiden durch Zusatz von kombinationen von Kupfer und Phosphor enthaltenden Verbindungen, bei denen man zur Wärmestabilisierung eine Kombination aus a) einem Salz des ein- oder zweiwertigen Kupfers mit einer anorganischen oder organischen Säure und b) einem Phosphin verwendet, gemäß Patentanmeldung F47169IVc/39b, dadurch gekennzeichnet, daß man als weiteren Zusatz ein anorganisches oder organisches Salz der Jodwasserstoffsäure verwendet. , Continuous, the process for heat stabilization j of polyamides by addition of combinations of copper and phosphorus-containing compounds in which one heat stabilizer is a combination of a) a salt of mono- or divalent copper with an inorganic or organic acid, and b) a phosphine used, according to patent application F47169IVc / 39b, characterized in that an inorganic or organic salt of hydriodic acid is used as a further additive. 709 618/590 7. 67 © Bundesdruckerei Berlin709 618/590 7. 67 © Bundesdruckerei Berlin
DEF48224A 1965-09-11 1966-01-21 Process for the production of stabilized polyamides Pending DE1245591B (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
DEF47169A DE1237309B (en) 1965-09-11 1965-09-11 Process for the production of heat-stabilized polyamides
DEF48224A DE1245591B (en) 1965-09-11 1966-01-21 Process for the production of stabilized polyamides
CH1119266A CH472458A (en) 1965-09-11 1966-08-03 Process for the heat stabilization of polyamides
GB37073/66A GB1084699A (en) 1965-09-11 1966-08-18 Stabilised polyamides
AT795366A AT259873B (en) 1965-09-11 1966-08-22 Process for the production of stabilized polyamides
SE11629/66A SE301382B (en) 1965-09-11 1966-08-29
US576831A US3505285A (en) 1965-09-11 1966-09-02 Stabilised polyamides containing a copper salt and a phosphine
NL6612672A NL6612672A (en) 1965-09-11 1966-09-08
DK461666AA DK116244B (en) 1965-09-11 1966-09-08 Heat-stabilized polyamide containing copper and phosphorus compounds and optionally an iodide.
BE686692D BE686692A (en) 1965-09-11 1966-09-09
FR75897A FR1491943A (en) 1965-09-11 1966-09-09 Stabilized polyamides
NO164675A NO115681B (en) 1965-09-11 1966-09-10
ES0331089A ES331089A1 (en) 1965-09-11 1966-09-10 Procedure for the thermal stabilization of polyamides. (Machine-translation by Google Translate, not legally binding)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEF47169A DE1237309B (en) 1965-09-11 1965-09-11 Process for the production of heat-stabilized polyamides
DEF48224A DE1245591B (en) 1965-09-11 1966-01-21 Process for the production of stabilized polyamides

Publications (1)

Publication Number Publication Date
DE1245591B true DE1245591B (en) 1967-07-27

Family

ID=25976979

Family Applications (2)

Application Number Title Priority Date Filing Date
DEF47169A Pending DE1237309B (en) 1965-09-11 1965-09-11 Process for the production of heat-stabilized polyamides
DEF48224A Pending DE1245591B (en) 1965-09-11 1966-01-21 Process for the production of stabilized polyamides

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DEF47169A Pending DE1237309B (en) 1965-09-11 1965-09-11 Process for the production of heat-stabilized polyamides

Country Status (11)

Country Link
US (1) US3505285A (en)
AT (1) AT259873B (en)
BE (1) BE686692A (en)
CH (1) CH472458A (en)
DE (2) DE1237309B (en)
DK (1) DK116244B (en)
ES (1) ES331089A1 (en)
GB (1) GB1084699A (en)
NL (1) NL6612672A (en)
NO (1) NO115681B (en)
SE (1) SE301382B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2333576A1 (en) * 1972-07-03 1974-01-24 Monsanto Co RADIATION-STABILIZED PIGMENTED NYLON
US4937276A (en) * 1987-05-22 1990-06-26 Bayer Aktiengesellschaft Glass-fiber-reinforced stabilized polyamide molding compositions
EP0400305A2 (en) † 1989-05-27 1990-12-05 Hüls Aktiengesellschaft Laser markable polymerous materials

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1276007A (en) * 1969-04-15 1972-06-01 Ici Ltd Polyamides
US3666675A (en) * 1970-01-21 1972-05-30 Univ Temple Method for producing luminescence using complex luminescent materials
US4043972A (en) * 1975-10-06 1977-08-23 Phillips Fibers Corporation Stabilizing polyamide antistatic compositions
DE4020447A1 (en) * 1990-06-27 1992-01-02 Bayer Ag STABILIZER COMBINATIONS AND THEIR USE FOR THE PRODUCTION OF STABILIZED, IMPACT-MODIFIED POLYAMIDES
DE19615484A1 (en) * 1996-04-19 1997-10-23 Basf Ag Oxidation-stabilized polyamide molding compounds
US5686513A (en) * 1996-09-09 1997-11-11 Zimmer Aktiengesellschaft Process for the production of stabilizer concentrate for polyamide
FR3049953B1 (en) 2016-04-08 2020-04-24 Arkema France COPPER-BASED THERMOPLASTIC AND STABILIZING POLYMER COMPOSITION, ITS PREPARATION AND USES
FR3049952B1 (en) 2016-04-08 2018-03-30 Arkema France POLYAMIDE COMPOSITION FOR PIPES CONTAINING PETROLEUM OR GAS
FR3067033B1 (en) 2017-06-02 2021-01-01 Arkema France POLYAMIDE-BASED COMPOSITION FOR COOLANT PIPES
FR3097226B1 (en) 2019-06-11 2021-11-26 Arkema France POLYAMIDE COMPOSITIONS WITH HIGH MODULE AND LOW DIELECTRIC CONSTANT AND THEIR USE
FR3108615B1 (en) 2020-03-24 2022-12-02 Arkema France MOLDING COMPOSITIONS REINFORCED WITH GLASS FIBERS HAVING IMPROVED IMPACT PROPERTIES
FR3111351B1 (en) 2020-06-10 2022-09-09 Arkema France POLYAMIDE COMPOSITIONS HAVING A HIGH MODULUS AND A LOW DIELECTRIC CONSTANT AND THEIR USE
FR3124517A1 (en) 2021-06-28 2022-12-30 Arkema France BLOW MOLDING COMPOSITIONS BASED ON BRANCHED POLYAMIDES AND THEIR USES
FR3124516A1 (en) 2021-06-28 2022-12-30 Arkema France BLOW MOLDING COMPOSITIONS BASED ON BRANCHED POLYAMIDES AND THEIR USES
US20230092193A1 (en) * 2021-09-21 2023-03-23 Ascend Performance Materials Operations Llc Stabilizing component for polyamide resin composition

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2510777A (en) * 1946-12-30 1950-06-06 Du Pont Polyamide treated with a hypophosphorous acid compound
US2705227A (en) * 1954-03-15 1955-03-29 Du Pont Heat stabilization of polyamides
NL103099C (en) * 1957-04-11
FR84140A (en) * 1958-07-18
DE1152816B (en) * 1962-01-27 1963-08-14 Basf Ag Process for making stabilized polyamides
NL140268B (en) * 1965-02-02 1973-11-15 Stamicarbon PROCESS FOR STABILIZING POLYAMIDES WITH A STABILIZER ADDED BEFORE, DURING OR AFTER THE POLYMERIZATION.

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2333576A1 (en) * 1972-07-03 1974-01-24 Monsanto Co RADIATION-STABILIZED PIGMENTED NYLON
US4937276A (en) * 1987-05-22 1990-06-26 Bayer Aktiengesellschaft Glass-fiber-reinforced stabilized polyamide molding compositions
EP0291833B1 (en) * 1987-05-22 1992-05-06 Bayer Ag Stabilised polyamide mouldings reinforced with glass fibres
EP0400305A2 (en) † 1989-05-27 1990-12-05 Hüls Aktiengesellschaft Laser markable polymerous materials
EP0400305B2 (en) † 1989-05-27 2001-03-21 Degussa-Hüls Aktiengesellschaft Laser markable polymerous materials

Also Published As

Publication number Publication date
GB1084699A (en) 1967-09-27
AT259873B (en) 1968-02-12
SE301382B (en) 1968-06-04
ES331089A1 (en) 1967-09-16
NO115681B (en) 1968-11-11
CH472458A (en) 1969-05-15
DK116244B (en) 1969-12-22
NL6612672A (en) 1967-03-13
BE686692A (en) 1967-02-15
DE1237309B (en) 1967-03-23
US3505285A (en) 1970-04-07

Similar Documents

Publication Publication Date Title
DE1245591B (en) Process for the production of stabilized polyamides
US3491042A (en) Stabilized polyamide composition containing copper salts and metal cyanides
EP0027852B1 (en) Transparent copolyamides and their use in the production of transparent impact-resistent moulded articles
DE2447727A1 (en) FLAME RESISTANT POLYAMIDE MOLDING COMPOUNDS
US3519595A (en) Stabilized polyamides
DE2204495A1 (en) Stabilized polyamide compositions
DE3208486C2 (en) Flameproof polyamide molding compound and process for its manufacture
EP0522307A2 (en) Thermoplastic moulding compounds on the basis of polyaryleneether and partially aromatic copolyamides
DE1694160A1 (en) Process for the production of stabilized polyamides
DE2743515A1 (en) POLYAMIDE MADE FROM ISOPHTHALIC ACID AND HEXAMETHYLENEDIAMINE
DE1259094B (en) Stabilization of polyamides
DE1803646A1 (en) Brominated siloxanes and processes for their production
DE1694067A1 (en) Stabilized polyamides
DE1247631B (en) Process for the production of stabilized polyamides
DE3109479A1 (en) &#34;FLAME RESISTANT POLYAMIDE MOLDS&#34;
DE2250106A1 (en) PROCESS FOR THE PRODUCTION OF 1,1&#39;DIANTHRAQUINONYLENE
DE1261668B (en) Heat stabilization of polyamides
DE1694987B2 (en) Stabilized polyamide compounds
AT269481B (en) Heat stabilized polyamides
DE1805411C3 (en) Process for the preparation of N- (w-aminoalkanoyl) -diamines
EP0082382B1 (en) Polyamide mouldings
DE1495018A1 (en) Light stabilized nylon
DE2125284A1 (en) Manufacture of cast films from aromatic polyamides
EP0044424A1 (en) Fire-proof polyamide moulding and such-like moulded articles
DE2046832A1 (en) Process for the production of self-extinguishing polyamide molding compounds