AT226969B - Process for the production of plastic masses from polyvinyl chloride or copolymers containing vinyl chloride - Google Patents
Process for the production of plastic masses from polyvinyl chloride or copolymers containing vinyl chlorideInfo
- Publication number
- AT226969B AT226969B AT159862A AT159862A AT226969B AT 226969 B AT226969 B AT 226969B AT 159862 A AT159862 A AT 159862A AT 159862 A AT159862 A AT 159862A AT 226969 B AT226969 B AT 226969B
- Authority
- AT
- Austria
- Prior art keywords
- polyvinyl chloride
- production
- vinyl chloride
- containing vinyl
- plastic masses
- Prior art date
Links
- 229920000915 polyvinyl chloride Polymers 0.000 title claims description 10
- 239000004800 polyvinyl chloride Substances 0.000 title claims description 10
- 229920003023 plastic Polymers 0.000 title claims description 8
- 239000004033 plastic Substances 0.000 title claims description 8
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 229920001577 copolymer Polymers 0.000 title claims description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 6
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- 150000002334 glycols Chemical class 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 238000000605 extraction Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000725 suspension Substances 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 229920012485 Plasticized Polyvinyl chloride Polymers 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- -1 alkylaryl phosphites Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- MGFRKBRDZIMZGO-UHFFFAOYSA-N barium cadmium Chemical compound [Cd].[Ba] MGFRKBRDZIMZGO-UHFFFAOYSA-N 0.000 description 1
- RGWMBYHTBXZOTN-UHFFFAOYSA-J barium(2+);cadmium(2+);octadecanoate Chemical compound [Cd+2].[Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O RGWMBYHTBXZOTN-UHFFFAOYSA-J 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000006253 efflorescence Methods 0.000 description 1
- 235000021149 fatty food Nutrition 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- QUTZUATVZPXUJR-UHFFFAOYSA-N trinonyl phosphite Chemical compound CCCCCCCCCOP(OCCCCCCCCC)OCCCCCCCCC QUTZUATVZPXUJR-UHFFFAOYSA-N 0.000 description 1
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
-
- 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
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
-
- 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
-
- 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
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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
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Verfahren zur Herstellung von plastischen Massen aus Polyvinylchlorid bzw. vinylchloridhaltigen Mischpolymerisaten
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"monomeren" Weichmachern,mäss beanspruchten Hydroxypolyester liegen zahlenmässig zwischen 1, 0 und 3, 0.
Die Verarbeitung der erfindungsgemässen Hydroxypolyester aus Sebazinsäure und l, 4-Butandiol bzw. l, 6-Hexandiol mit Vinylchloridpolymerisaten erfolgt in gleicher Weise wie bei der Verwendung der üblichen monomeren oder polymeren Weichmachungsmittel auf dem Walzwerk, in Knetern usw. Die auf diese Weise herstellbaren Walzfelle, Granulate usw. können auf Schneckenpressen, Spritzgussmaschinen und Kalandern verarbeitet werden. Eine Mitverwendung der üblichen monomeren oder polymeren Weichmachungsmittel, Stabilisatoren gegenüber Wärme und Lichtbeanspruchung, Füllstoffe, Gleitmittel und Farbstoffe ist ohne Schwierigkeiten möglich.
Neben den vorgenannten Mitteln können bei der Herstellung der erfindungsgemäss beschriebenen plastischen Massen mit besonderem Vorteil auch Antioxydantien, wie insbesondere Alkylaryl- und Mischalkylarylphosphite, eingesetzt werden.
Die unter Verwendung dieser Hydroxypolyester aus Sebazinsäure und 1, 4-Butandiol oder l, 6-Hexandiol hergestellten Kombinationen mit Vinylchloridpolymerisaten sind infolge ihrer ausgezeichneten Beständigkeit gegenüber vielen Lösungsmitteln, Mineralölen, pflanzlichen und tierischen Ölen und Fetten, verbunden mit der hervorragenden Geruchlosigkeit und Geschmackfreiheit, für die Verwendung von Benzinschläuchen, Verpackungsschläuchen aller Art sowie für die Herstellung von Verpackungsfolien für fetthaltige Lebensmittel ausgezeichnet geeignet.
Die sehr geringe Wanderungstendenz dieser Produkte gibt eine zusätzliche besonders gute Voraussetzung für die Einsatzmöglichkeit derartiger Kombinationen mit
EMI2.5
stoffen, bei denen ein Bestandteil weichgestelltes Polyvinylchlorid ist, sowie von weichgestellten Vinylchloridpolymerisaten, die mit andern hochpolymeren Stoffen in engen Kontakt kommen. Mit den erfin-
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dungsgemäss hergestellten Hydroxypolyestern lassen sich erstmalig plastische Massen auf der Grundlage von Vinylchloridpolymerisaten herstellen, die gleichzeitig extrem geringe Flüchtigkeit, geringe Wanderungstendenz gegenüber andern Polymeren und eine sehr gute Losungsmittelextraktionsbeständigkeit mit einer ausgezeichneten Kälteschlagwiderstandsfähigkeit verbinden.
Beispiel l : 30, 0g eines Hydroxypoly-l, 6-hexandiolsebazates (1380) mit einem Schmelzpunktsintervall von 70,5 bis 730C und einer Viskositätszahl [Z] von 1, 61 werden bei 1750C auf einem Mischwalzwerk mit 70, 0 g Suspensions-Polyvinylchlorid mit efnem K-Wert 70, 1,4g eines komplexen Barium-Cadmium-Stearates (Advastab BC 26), 0,2g Trinonylphenylphosphit und 0,5g Stearinsäure 10 min homogenisiert. Die plastische Masse wird als Folie vom Walzwerk abgezogen und anschliessend zu einer 0, 5 mm dicken klardurchsichtigen und hochglänzenden Folie unter einer heizbaren Presse verarbeitet.
Diese Folie zeigt auch nach vierwöchiger Lagerung in mit Wasserdampf gesättigter Atmosphäre keine Unverträglichkeitserscheinungen. Auch nach einer sechs Monate langen Lagerzeit bei Raumtemperatur konnten keine Veränderungen der Verträglichkeit beobachtet werden.
Ihre Reissfestigkeit beträgt 273 kg/cm2 und die Reissdehnung 310 %.
Sie zeigt eine Kälteschlagfestigkeit von -350C.
EMI3.1
vorgenannten Polyvinylchloridmischung bei folgenden Bedingungen durch Einlagern auf die resultierenden Gewichts Veränderungen untersucht. a) Verlust durch Extraktion mit Sojaöl über 7 Tage bei 20 C : 0, 05 Gew.-' ) ; b) Verlust durch Extraktion mit Benzin-Toluol 70 : 30, 1 h, 25 C : 1, 3 Gew.-%.
EMI3.2
klartransparente Folie mit folgenden Eigenschaften :
Die Bestimmungsmethoden der folgenden Kennzahlen sind die gleichen wie im Beispiel 1 beschrieben.
Zugfestigkeit 261 kg/cm
Reissdehnung 290 %
Kälteschliagfestigkeit-35 C.
Verlust durch Extraktion mit Sojaöl über 7 Tage bei 20 C:0. 02 Gew. -0/0 ; Verlust durch Extraktion mit Benzin-Toluol 70 : 30, 1 h bei 25 C: 0,9 Gew.-% Die Folie zeigt auch nach einer Beobachtungszeit von einem Jahr keinerlei Unverträglichkeitserscheinungen.
Beispiel 3 : 30, Og eines Hydroxypoly-1,4-butandiolsebazates (1404/1) mit einem Schmelzpunkt von 36, 50C und einer Viskositätszahl [Z1) ] c=l von 0, 361 werden, wie in Beispiel 1 beschrieben, mit Polyvinylchlorid und den weiteren dort angegebenen Zusätzen unter gleichen Bedingungen verarbeitet. Das Polyvinylchlorid wird geliert, jedoch wird nach einigen Wochen Lagerzeit bei Raumtemperatur ein starkes Ausblühen des Polyesters beobachtet.
Beispiel 4: 35,0g eines Hydroxypoly-1,6-hexandiolsebazates(1349 B) mit einem Schmelzpunktsintervall von 73 bis 860C und einer Viskositätszahl [Z#]c=1 von 2,36 werden mit 65, 0 g Suspensionspolyvinylchlorid vom K-Wert 70, 1, 3 g einer komplexen Barium-Cadmium-Seife (Advastab BC 26), 0,2g Trinonylphosphit und 0, 5 g Stearinsäure analog dem Beispiel 1 zu einer Folie verarbeitet. Die sehr geschmeidige Folie zeigt folgende mechanische Eigenschaften :
Reissfestigkeit 266 kg/cm%
Reissdehnung 306 0/0
Kälteschlagbruchtemperatur-50 C.
Beispiel 5 : 30, 0 g eines Hydroxypoly-1, 6-hexandiolsebazates (1397) mit einem Schmelzpunktsintervall zwischen 64 und 71, 50C und einer Viskositätszahl [Z 7 von 0, 575 werden mit 70,0 g eines Suspensionspolyvinylchlorides mit dem K-Wert 70 und den übrigen im Beispiel l angeführten Zusätzen auf einem Mischwalzwerk 10 min homogenisiert, als Folie abgezogen und zu einer 0, 5 mm dicken Folie verpresst. Diese plastische Masse zeigt bereits nach zweiwöchiger Lagerung bei Raumtemperatur sehr starke Ausblüherscheinungen, die beweisen, dass bei dieser plastischen Masse Unverträglichkeit zwischen dem obgenannten Hydroxypolyester und Polyvinylchlorid besteht.
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Process for the production of plastic masses from polyvinyl chloride or copolymers containing vinyl chloride
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"Monomeric" plasticizers and hydroxypolyesters subject to moderate stress are numerically between 1.0 and 3.0.
The processing of the inventive hydroxypolyesters of sebacic acid and 1,4-butanediol or 1,6-hexanediol with vinyl chloride polymers is carried out in the same way as when using the usual monomeric or polymeric plasticizers on the mill, in kneaders, etc. The rolled sheets that can be produced in this way , Granulates, etc. can be processed on screw presses, injection molding machines and calenders. Concomitant use of the customary monomeric or polymeric plasticizers, stabilizers against heat and exposure to light, fillers, lubricants and dyes is possible without difficulty.
In addition to the aforementioned agents, antioxidants, such as, in particular, alkylaryl and mixed alkylaryl phosphites, can also be used with particular advantage in the production of the plastic compositions described according to the invention.
The combinations with vinyl chloride polymers produced using these hydroxypolyesters from sebacic acid and 1,4-butanediol or 1,6-hexanediol are, due to their excellent resistance to many solvents, mineral oils, vegetable and animal oils and fats, combined with the excellent odorlessness and freedom from taste, for the use of petrol hoses, packaging hoses of all kinds and for the production of packaging films for fatty foods.
The very low migration tendency of these products is an additional particularly good prerequisite for the use of such combinations
EMI2.5
materials in which one component is plasticized polyvinyl chloride, as well as plasticized vinyl chloride polymers that come into close contact with other high-polymer materials. With the inven-
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Hydroxypolyesters prepared according to the invention can be used for the first time to produce plastic compositions based on vinyl chloride polymers, which combine extremely low volatility, low migration tendency towards other polymers and very good resistance to solvent extraction with excellent resistance to cold impact.
Example 1: 30.0 g of a hydroxypoly-l, 6-hexanediol sebacate (1380) with a melting point range of 70.5 to 730 ° C. and a viscosity number [Z] of 1.61 are added at 1750 ° C. on a mixer with 70.0 g of suspension polyvinyl chloride Homogenized with a K value of 70, 1.4 g of a complex barium cadmium stearate (Advastab BC 26), 0.2 g trinonylphenyl phosphite and 0.5 g stearic acid for 10 minutes. The plastic mass is pulled off the rolling mill as a film and then processed into a 0.5 mm thick, clear, high-gloss film under a heatable press.
Even after four weeks of storage in an atmosphere saturated with water vapor, this film shows no signs of incompatibility. Even after a storage time of six months at room temperature, no changes in tolerability could be observed.
Their tensile strength is 273 kg / cm2 and the elongation at break is 310%.
It shows a cold impact strength of -350C.
EMI3.1
The aforementioned polyvinyl chloride mixture was examined for the resulting changes in weight by means of storage under the following conditions. a) Loss by extraction with soybean oil over 7 days at 20 ° C.: 0.05% by weight; b) Loss by extraction with petrol-toluene 70:30, 1 h, 25 C: 1.3% by weight.
EMI3.2
clear transparent film with the following properties:
The methods of determining the following indicators are the same as those described in Example 1.
Tensile strength 261 kg / cm
Elongation at break 290%
Cold impact resistance -35 C.
Loss due to extraction with soybean oil for 7 days at 20 C: 0. 02 wt. -0/0; Loss by extraction with petrol-toluene 70:30, 1 h at 25 ° C.: 0.9% by weight. Even after an observation period of one year, the film shows no signs of incompatibility.
Example 3: 30.0g of a hydroxypoly-1,4-butanediol sebazate (1404/1) with a melting point of 36.50C and a viscosity number [Z1)] c = 1 of 0.361 are, as described in Example 1, with polyvinyl chloride and the other additives specified there processed under the same conditions. The polyvinyl chloride gels, but after a few weeks of storage at room temperature, severe blooming of the polyester is observed.
Example 4: 35.0 g of a hydroxypoly-1,6-hexanediol sebazate (1349 B) with a melting point range of 73 to 860 ° C. and a viscosity number [Z #] c = 1 of 2.36 are combined with 65.0 g of suspension polyvinyl chloride with a K value 70.1, 3 g of a complex barium-cadmium soap (Advastab BC 26), 0.2 g trinonyl phosphite and 0.5 g stearic acid were processed into a film analogously to Example 1. The very flexible film shows the following mechanical properties:
Tear strength 266 kg / cm%
Elongation at break 306 0/0
Cold impact temperature -50 C.
Example 5: 30.0 g of a hydroxypoly-1,6-hexanediol sebazate (1397) with a melting point range between 64 and 71.50C and a viscosity number [Z 7 of 0.575 are mixed with 70.0 g of a suspension polyvinyl chloride with the K value 70 and the other additives listed in Example 1 are homogenized for 10 minutes on a mixing roller mill, pulled off as a film and pressed to form a 0.5 mm thick film. This plastic mass shows very strong signs of efflorescence after storage for two weeks at room temperature, which shows that this plastic mass is incompatible with the above-mentioned hydroxy polyester and polyvinyl chloride.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE226969X | 1961-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT226969B true AT226969B (en) | 1963-04-25 |
Family
ID=5866468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT159862A AT226969B (en) | 1961-07-31 | 1962-02-26 | Process for the production of plastic masses from polyvinyl chloride or copolymers containing vinyl chloride |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT226969B (en) |
-
1962
- 1962-02-26 AT AT159862A patent/AT226969B/en active
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