DE2415449C3 - Flame-resistant polyolefin molding compounds - Google Patents
Flame-resistant polyolefin molding compoundsInfo
- Publication number
- DE2415449C3 DE2415449C3 DE2415449A DE2415449A DE2415449C3 DE 2415449 C3 DE2415449 C3 DE 2415449C3 DE 2415449 A DE2415449 A DE 2415449A DE 2415449 A DE2415449 A DE 2415449A DE 2415449 C3 DE2415449 C3 DE 2415449C3
- Authority
- DE
- Germany
- Prior art keywords
- flame
- weight
- polyolefin
- dibromopropyl
- fumarate
- 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
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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K3/2279—Oxides; Hydroxides of metals of antimony
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
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
Thermoplastische Polymere, wie z. B. Polyolefine haben eine Reihe von Eigenschaften, die sie für viele Verwendungszwecke als besonders geeignet erscheinen lassen. Sie besitzen allerdings einen gravierenden Nachteil, der ihren Anwendungsbereich einschränkt, und das ist ihre BrennbarkeitThermoplastic polymers, such as. B. Polyolefins have a number of properties that make them common to many Make uses appear particularly suitable. However, you have a serious one Disadvantage that limits their scope and that is their flammability
Zum Schwerentflammbarmachen von Kunststoffen werden hauptsächlich halogenierte organische Verbindungen und Antimontrioxyd in diese eingemischt. Meist müssen, um eine ausreichende Wirkung zu erzielen, größere Mengen an Zusätzen angewendet werden, was wiederum Verschlechterungen der physikalischen Eigenschaften, wie Festigkeit, Glanz, elektrisches Isoliervermögen usw, dieser Mischungen bedingt.Halogenated organic compounds are mainly used to make plastics flame-retardant and antimony trioxide mixed into them. Usually, in order to achieve a sufficient effect, larger amounts of additives are applied, which in turn deteriorates the physical Properties such as strength, gloss, electrical insulation, etc., of these mixtures are conditioned.
Viele der bisher bekannten Zusätze diffundieren im Laufe der Zeit an die Oberfläche und schwitzen aus, wodurch die flammhemmende Wirkung vermindert wird.Many of the previously known additives diffuse to the surface over time and sweat out, whereby the flame retardant effect is reduced.
In der österreichischen Patentschrift 2 48 107 sind sowohl Chlorparaffine als auch halogenierte Cycloaliphaten
und halogenierte Aromaten als Flammschutzmittel genannt. In der britischen Patentschrift 9 10 545
sind die Ester halogenierter Alkohole mit ungesättigten Polycarbonsäuren beschrieben, die mit anderen polymerisierbaren
Verbindungen einer Copolymerisation zugeführt werden können und schwer entflammbare Harze
liefern; weiters werden in der britischen Patentschrift 10 94 723 Ester halogenierter Alkohole mit halogenierten
Dicarbonsäuren als flammhemmender Zusatz besonders für Polystyrol angegeben.
Es wurde nun gefunden, daß sich Bis-(23-dibrompropyl)-fumarat
als flammhemmender Zusatz für Polyolefine, insbesondere Polypropylen, besonders gut eignet
und schon bei der Zugabe verhältnismäßig geringer Mengen gute Wirkung zeigtIn the Austrian patent specification 2 48 107 both chlorinated paraffins and halogenated cycloaliphatics and halogenated aromatics are mentioned as flame retardants. British Patent 9 10 545 describes the esters of halogenated alcohols with unsaturated polycarboxylic acids which can be subjected to a copolymerization with other polymerizable compounds and which give flame-retardant resins; Furthermore, in British patent 10 94 723 esters of halogenated alcohols with halogenated dicarboxylic acids are given as a flame-retardant additive, especially for polystyrene.
It has now been found that bis (23-dibromopropyl) fumarate is particularly suitable as a flame-retardant additive for polyolefins, in particular polypropylene, and shows a good effect even when relatively small amounts are added
ίο Gegenstand der Erfindung sind demnach schwerentflammbare Polyolefinmischungen mit einem Gehalt an organischen Halogenverbindungen und Antimontrioxyd, die dadurch gekennzeichnet sind, daß sie als organische Halogenverbindung 3 bis 15 Gew.-% (bezogen auf die fertige Mischung) an Bis-(2^-dibrompropylj-fumarat und 1,0 bis 5 Gew.-% Antimontrioxyd (bezogen auf die fertige Mischung) enthalten, wobei diese Mischungen auch sonst übliche Zusätze wie Füllmittel, Stabilisatoren, Pigmente und/oder Schäummittel enthalten können.ίο The subject of the invention are therefore flame retardant Polyolefin mixtures with a content of organic halogen compounds and antimony trioxide, which are characterized in that they contain 3 to 15% by weight as the organic halogen compound (based on the finished mixture) of bis- (2 ^ -dibromopropylj-fumarate and 1.0 to 5% by weight of antimony trioxide (based on the finished mixture), wherein these mixtures also contain conventional additives such as fillers, stabilizers, pigments and / or foaming agents may contain.
Besondere Vorteile bieten die schwerentflammbaren Mischungen gemäß der Erfindung, wenn das Polyolefin Polypropylen ist In diesem Fall sind Mischungen besonders bevorzugt, die nur 4 — 7 Gew.-% Bis-(2,3-dibrompropyl)-fumarat enthalten. Zweckmäßigerweise wird der Gehalt an Antimontrioxyd bei 1,5 bis 3,0 Gew.-% liegen.The flame-retardant mixtures according to the invention offer particular advantages if the polyolefin Polypropylene is. In this case, mixtures are particularly preferred which contain only 4-7% by weight of bis (2,3-dibromopropyl) fumarate contain. The antimony trioxide content is expediently 1.5 to 3.0% by weight.
Bis-(2,3-dibrompropyl)-fumarat ist thermisch so stabil, daß es in das Polyolefin auch bei Temperaturen über 2000C, wie sie besonders für die Verarbeitung von Polypropylen erforderlich sind, eingearbeitet werden kann und keine Zersetzung erleidetBis- (2,3-dibromopropyl) fumarate is so thermally stable that it can be incorporated into the polyolefin even at temperatures above 200 ° C., as are particularly necessary for processing polypropylene, and does not suffer any decomposition
Weiters besitzt diese Verbindung die vorteilhafte Eigenschaft, nicht aus den Mischungen zu migrieren, so daß die Schwerentflammbarkeit der daraus hergestellten Formkörper dauernd gewährleistet ist.Furthermore, this compound has the advantageous property of not migrating from the mixtures, see above that the flame retardancy of the moldings produced therefrom is permanently guaranteed.
Als besonders vorteilhaft hat sich dieser Zusatz für Polypropylen erwiesen, wo er bereits bei 4% in der Mischung zusammen mit 1,5% Sb2C>3 sehr gute Wirkung zeigt.This addition has proven to be particularly advantageous for Polypropylene has proven to be very effective at 4% in the mixture together with 1.5% Sb2C> 3 shows.
Bis-(2,3-dibrompropyl)-fumarat kann auf einfache Weise durch Bromierung von Diallylfumarat hergestellt
werden.
Die folgenden Beispiele sollen die Vorteile dieser schwerentflammbaren Polyolefinmischungen näher aufzeigen,
ohne die Erfindung darauf zu beschränken.Bis (2,3-dibromopropyl) fumarate can be produced in a simple manner by bromination of diallyl fumarate.
The following examples are intended to show the advantages of these flame-retardant polyolefin mixtures in more detail, without restricting the invention thereto.
Mit einem Stempelkneter bei 19O0C Arbeitstemperatür wurden Formkörper folgender Zusammensetzungen hergestellt und mit 32 Probekörpern je Versuch nach ASTM D 635 geprüft.With a ram kneader at 19O 0 C working temperature door moldings were produced the following compositions and tested with 32 specimens per test according to ASTM D 635th
Dibrompropylfumarat
AntimontrioxydPolypropylene
Dibromopropyl fumarate
Antimony trioxide
6,5 Gew.-%
2,0 Gew.-%91.5% by weight
6.5 wt%
2.0 wt%
4,0 Gew.-%
1,5 Gew.-%94.5% by weight
4.0% by weight
1.5 wt%
3,0 Gew.-%
1,0 Gew.-%96.0% by weight
3.0% by weight
1.0 wt%
sofort verlöschend
nicht verlöschend
nachbrennend
durchschnittliche
Brenndauer (sek)32 test specimens, of which
going out immediately
not going out
afterburning
average
Burning time (sec)
0
4
0,928
0
4th
0.9
0
27
1,05
0
27
1.0
0
32
2,60
0
32
2.6
Schon bei einem Zusatz von nur 3,0% der Halogenverbindung verlöschen alle Prüfstäbe in kurzer Zeit, bei 63% Zusatz verlöschen 28 von 32 sofort.With an addition of only 3.0% of the halogen compound, all test rods extinguish in a short time Time, at 63% addition, 28 of 32 go out immediately.
5 ca. 15% PolyäthylenCopolymers with
5 approx. 15% polyethylene
92% 6% 2% 092% 6% 2% 0
3232
1,91.9
Claims (4)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2415449A DE2415449C3 (en) | 1974-03-29 | 1974-03-29 | Flame-resistant polyolefin molding compounds |
IT67391/75A IT1030149B (en) | 1974-03-29 | 1975-02-14 | POLYOLEFIN COMPOUND CONTAINING AN ANTI-FLAMMING AGENT |
NL7502279.A NL163241C (en) | 1974-03-29 | 1975-02-26 | PROCESS FOR PREPARING FLAMMABLE POLYPROPENE PEN MIXTURES AND PRODUCTS PRODUCED THEREFROM. |
FR7507358A FR2265814B1 (en) | 1974-03-29 | 1975-03-10 | |
GB995375A GB1450024A (en) | 1974-03-29 | 1975-03-10 | Flaem-retardant polyolefine composition |
SE7503271A SE420413B (en) | 1974-03-29 | 1975-03-21 | RESPONSIBLE POLYPROPENE MIXTURE CONTAINING ORGANIC HALOGEN COMPOUNDS AND ANTIMONTRIOXIDE |
PL1975179128A PL100666B1 (en) | 1974-03-29 | 1975-03-27 | FLAMMABLE POLYOLEFINE BLEND |
CS7500002167A CS178839B2 (en) | 1974-03-29 | 1975-03-28 | Hardly flammable polyolefins mixture |
BE154909A BE827343A (en) | 1974-03-29 | 1975-03-28 | MIXTURES OF HIGHLY FLAMMABLE POLYOLEFINS |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2415449A DE2415449C3 (en) | 1974-03-29 | 1974-03-29 | Flame-resistant polyolefin molding compounds |
Publications (3)
Publication Number | Publication Date |
---|---|
DE2415449A1 DE2415449A1 (en) | 1975-10-23 |
DE2415449B2 DE2415449B2 (en) | 1979-03-08 |
DE2415449C3 true DE2415449C3 (en) | 1979-10-31 |
Family
ID=5911675
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2415449A Expired DE2415449C3 (en) | 1974-03-29 | 1974-03-29 | Flame-resistant polyolefin molding compounds |
Country Status (9)
Country | Link |
---|---|
BE (1) | BE827343A (en) |
CS (1) | CS178839B2 (en) |
DE (1) | DE2415449C3 (en) |
FR (1) | FR2265814B1 (en) |
GB (1) | GB1450024A (en) |
IT (1) | IT1030149B (en) |
NL (1) | NL163241C (en) |
PL (1) | PL100666B1 (en) |
SE (1) | SE420413B (en) |
-
1974
- 1974-03-29 DE DE2415449A patent/DE2415449C3/en not_active Expired
-
1975
- 1975-02-14 IT IT67391/75A patent/IT1030149B/en active
- 1975-02-26 NL NL7502279.A patent/NL163241C/en not_active IP Right Cessation
- 1975-03-10 FR FR7507358A patent/FR2265814B1/fr not_active Expired
- 1975-03-10 GB GB995375A patent/GB1450024A/en not_active Expired
- 1975-03-21 SE SE7503271A patent/SE420413B/en not_active IP Right Cessation
- 1975-03-27 PL PL1975179128A patent/PL100666B1/en unknown
- 1975-03-28 BE BE154909A patent/BE827343A/en not_active IP Right Cessation
- 1975-03-28 CS CS7500002167A patent/CS178839B2/en unknown
Also Published As
Publication number | Publication date |
---|---|
IT1030149B (en) | 1979-03-30 |
NL7502279A (en) | 1975-10-01 |
NL163241C (en) | 1980-08-15 |
BE827343A (en) | 1975-09-29 |
NL163241B (en) | 1980-03-17 |
GB1450024A (en) | 1976-09-22 |
DE2415449B2 (en) | 1979-03-08 |
FR2265814A1 (en) | 1975-10-24 |
SE420413B (en) | 1981-10-05 |
SE7503271L (en) | 1975-09-30 |
DE2415449A1 (en) | 1975-10-23 |
PL100666B1 (en) | 1978-10-31 |
CS178839B2 (en) | 1977-10-31 |
FR2265814B1 (en) | 1981-08-07 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
8339 | Ceased/non-payment of the annual fee |