EP0016045A4 - Polyphenylenäther- und poly(vinylchlorid)-harze enthaltende zusammensetzungen. - Google Patents
Polyphenylenäther- und poly(vinylchlorid)-harze enthaltende zusammensetzungen.Info
- Publication number
- EP0016045A4 EP0016045A4 EP19790900660 EP79900660A EP0016045A4 EP 0016045 A4 EP0016045 A4 EP 0016045A4 EP 19790900660 EP19790900660 EP 19790900660 EP 79900660 A EP79900660 A EP 79900660A EP 0016045 A4 EP0016045 A4 EP 0016045A4
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- plasticizer
- component
- poly
- polyphenylene ether
- 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.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
- C08L71/123—Polyphenylene oxides not modified by chemical after-treatment
-
- 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
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
Definitions
- compositions Comprising Polyphenylene Ether and Poly (vinyl chloride) Resins
- the present invention relates to plasticized thermoplastic compositions of polyphenylene ether resins and poly (vinyl chloride) resins.
- the compositions of this invention possess good mechanical properties after molding, indicating an absence of significant degradation of the poly (vinylchloride) resin component during mixing.
- polyphenylene ether resins are well known in the art as a class of thermoplastics which posses a number of outstanding physical properties. They can be prepared, in general, by oxidative and non-oxidative methods, such as are disclosed, for example, in Hay, U.S. 3,306,874 and 3,306,875 and Stamatoff, U.S. 3,257,357 and 3,257,358, which are incorporated herein by reference.
- polystyrene resins such as crystal grade homopolystyrene or high impact rubber modified polystyrene
- these respective polymers are combinable in virtually all proportions, e.g., from 1 to 99 parts of polyphenylene ether to 99 to 1 parts of polystyrene.
- polyphenylene ether-polystyrene compositions are disclosed in Cizek, U.S. 3,383,435, which is incorporated herein by reference.
- polyphenylene ether is first combined with a plasticizer to reduce its fusion temperature to below that at which severe degradation of poly (vinyl chloride) takes place, and then to intimately admix the components, the poly (vinyl chloride) optionally containing a further amount of the same, or a different, plasticizer.
- compositions produced according to this invention are economically attractive, can have a wide degree of properties, and, depending in the amount of poly (vinyl chloride), they are quite resistant to open flames. They can be fabricated by any of the common techniques into various molded and shaped articles. They can also contain fillers, both reinforcing and non-reinforcing, and additional additives, such as flame retardants, colorants, pigments, stabilizers, impact improvers, e.g., acrylic-rubber graft copolymers, styrene-butadiene block copolymers, acrylonitrile-butadiene-styrene terpolymers, and the like. In preferred features, the compositions will also include polystyrene resins in combination with the polyphenylene ether resins, the former being of the type disclosed in above-mentioned U.S. 3,383,435. Description of the Invention
- thermoplastic compositions which comprise, in intimate admixture:
- component (a) a polyphenylene ether resin;
- a plasticizer for component (a) in an amount at least sufficient to reduce the fusion temperature of (a) to below that at which degradation of component (c) (i) or (ii) occurs;
- the term "reduce the fusion temperature” is used to describe compositions having a sufficient amount of a plasticizer which reduces the temperature required for extrusion of the polyphenylene ether per se by at least 50 to 100°F. as compared to the analagous unplasticized compositions.
- poly (2, 6-dimethy1-1,4-phenylene) ether has a fusion temperature of above about (500 o F.) 260 o C per se.
- Enough plasticizer should be added to reduce the fusion temperature to below about (300°F) 149 o C. Such a temperature is also below that at which severe degradation of poly (vinyl chloride) occurs, e.g., (350°F.) 177 o C.
- the polyphenylene ether resin (a) is preferably of the type having the structural formula:
- n is a positive integer and is at least 50
- each Q is a monovalent substituent selected from the group consisting of hydrogen, halo- gen, hydrocarbon radicals free of a tertiary alpha-carbon atom, halohydrocarbon radicals having at least two carbon atoms between the halogen atom and the phenyl nucleus, hydrocarbonoxy radicals and halohydrocarbonoxy radicals having at least two carbon atoms between the halogen atom and the phenyl nucleus.
- a more preferred class of polyphenylene ether resins for the compositions of this invention includes those of the above formula wherein each Q is alkyl, most preferably having from 1 to 4 carbon atoms.
- members of this class include poly (2, 6-dimethyl-l, 4-phenylene) ether; poly (2 , 6-diethyl-1,4-phenylene) ether; poly (2-methyl-6-ethyl-l,4- phenylene) ether; poly (2-methyl-6-propyl-l, 4-phenylene) ether; poly (2 , 6-dipropyl-l, 4-phenylene) ether; poly (2-ethyl-6-propyl-l,4-phenylene) ether; and the like.
- plasticizer component (b) is not critical and any of the conventional materials used for this purpose can be employed.
- component (b) will be selected from among phthalate and phosphate plasticizing materials, and especially phosphate plasticizers.
- the phosphate plasticizer is preferably a compound of the formula:
- R 1 , R 2 and R 3 are the same or different and are alkyl, cycloalkyl, aryl, alkyl substituted aryl, aryl substituted alkyl, hydroxyalkyl, hydroxyaryl, hydroxyalkaryl, halogen, haloaryl, and hydrogen.
- cresyl diphenyl phosphate examples include cresyl diphenyl phosphate, 2-ethylhexyl diphenyl phosphate, tricresyl phosphate, triisopropylphenyl phosphate, triphenyl phosphate, triethyl phosphate, dibutyl phenyl phosphate, diethyl phosphate, cresyl diphenyl phosphate, isooctyl diphenyl phosphate, tributyl phosphate, 2-ethylhexyl diphenyl phosphate, isodecyl diphenyl phosphate, isodecyl dicresyl phosphate, didecyl cresyl phosphate, tri-n- hexyl phosphate, di-n-octyl phenyl phosphate, di-2-ethyl-hexyl phenyl and tri-2-ethylhex
- phthalate plasticizers include dibenzyl phthalate, phenyl cresyl phthalate, diethyl phthalate, dimethyl phthalate, phenyl benzyl phthalate, butyl benzyl phthalate, butyl cyclohexyl phthalate, dibutyl phthalate, octyl cresyl phthalate, diphenyl phthalate, di-n-hexyl phthalate, disohexyl phthalate, butyl octyl phthalate, butyl decyl phthalate, diisooctyl phthalate, di-2-ethyl-hexyl phthalate, di-n-octyl phthalate, diisononyl phthalate, diisodecyl phthalate, di-2-propyl heptyl phthalate, di-n-nonyl phthalate, di-n-decyl phthal
- the plasticizer (b) is added in amounts which will be sufficient to provide a plasticized composition within the meaning of the term described above.
- the plasticizer is present in amounts ranging from about 15 to about 65 parts of plasticizer per 100 parts of total resin. Preferably from about 20 to about 45 parts of plasticizer per 100 parts of total resin are employed.
- the vinyl polymer component (c) of the present compositions will comprise poly (vinyl chloride) and its copolymers. They will have a molecular weight of about 25,000 to 150,000, Minor amounts of comonomers, e.g., vinylidene chloride vinyl acetate and the like can be present in polymerized form with vinyl chloride. All of the components (c) will be characteristically subject to high temperature degradation, releasing hydrogen chloride gas by various decomposition mechanisms.
- component (c) can further include (ii) a plasticizer.
- a plasticizer In general, any vinyl plasticizer can be employed, but those mentioned under (b) above are preferred. Especially preferred is tris (2-ethylhexyl) trimellitate.
- the amounts of components (c) (i) or (c) Cii) will vary between 1 and 99 parts by weight to 99 to 1 part by weight of components (a) and (b), combined.
- the amounts of (c) (i) or (c) (ii) will vary between 40 and 60 parts by weight per 60 to 40 parts by weight of components (a) and (b) combined.
- Conventional fillers e.g., clay, glass fibers, metal oxides, silica, and the like, can be used in conventional amounts, preferably from 2 to 50 parts by weight per 100 parts by weight of the composition.
- the present composition can also include impact modifiers, such as polystyrene resins which have been blended or co-polymerized with materials which are elastomeric at room temperature, e.g., 20 o to 25°C.
- the preferred styrene resins will be those having at least 25% by weight of repeating units derived from a vinyl aromatic compounds of the formula:
- R is hydrogen, (lower) alkyl or halogen
- Z is vinyl, halogen or (lower) alkyl
- p is 0 or an integer of from 1 to the number of replaceable hydrogen atoms on the benzene nucleus.
- (lower) alkyl means alkyl from 1 to 6 carbon atoms.
- the general formula above includes, by way. of illustration, homopolymers such as homopolystyrene and monochloropolystyrene, the modified polystyrenes, such as rubber modified high impact polystyrene, i.e., polystyrene which has been blended or grafted with natural or synthetic elastomers such as poly-butadiene, styrene-butadiene, EPDM rubber, and the like, and styrene containing copolymers such as the styrene acrylonitrile copolymers, styrene butadiene copolymers, styrene acrylonitrile-tf-alkyl styrene copolymers, styrene-acrylonitrile-butadiene copolymers, poly-A-methyl-styrene, copolymers of ethylvinylbenzene, divinylbenzene and s
- compositions can also include a flame retardant amount of a flame retardant agent.
- the flame retardant agent can comprise plasticizer component (b) if (b) itself is a flame retardant and is present in flame retardant amounts, e.g., triphenyl phosphate in at least 10 parts by weight per 100 parts by weight of the total composition.
- ingredients such as pigments, stabilizers, lubricants, and the like may be added for their conventional purposes.
- the manner in which the present compositions are prepared is not critical and conventional methods can be employed.
- each of the ingredients is added as part of a blend premix, and the latter is passed through an extruder at an extrusion temperature of from about 275 to about (340 o F.) 171 o C, dependent on the needs of the particular composition.
- the strands emerging from the extruder may be cooled, chopped into pellets, and molded or calendered to any desired shape. Description of the Preferred Embodiments
- Example 1 is illustrative of the composition of this invention. It is not intended to limit the invention in any manner.
- Example 2 is illustrative of the composition of this invention. It is not intended to limit the invention in any manner.
- compositions are prepared. All parts are by weight.
- the powdered polyphenylene ether is placed in a Henschel mixer vith the phosphate plasticizer and mixed until the powder temperature exceeds the phosphate melting temperature and the molten phosphate is absorbed by the polyphenylene ether.
- the resin is mixed with the plasticizer and filler in a Henschel mixer until the plasticizer is absorbed.
- One hundred parts of Composition I are dry mixed with 400 parts of Composition II and the blend is coextruded at (300°F.) 149 o C. in a
- the pellets are injection-molded in a 3 oz.
- the bars are tested for flame retardance properties by the UL-94 test.
- the UL-94 test is generally carried out by preparing a molded test piece of about 13 cm x 1.3cm x 0,16 cm (5" x 1/2" x 1/16"), supporting the sample vertically, and igniting it. If the sample does not form flowing droplets sufficient to ingite a piece of cotton held 30.5 cm (12 inches) beneath and extinguishes itself within an average of 5 seconds after each of two 10-seconds ignitions, the composition is deemed to be non-dripping and flame-retardant to the point where it satisfies the. V-0 requirements of the Underwriters' Laboratories. If the test sample extinguishes itself within 30 seconds, after two 10-second ignitions, the composition is deemed to be flame-retardant and non-dripping in satisfaction of the V-l requirements. Flame Out Times UL - 94 (seconds)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US91191978A | 1978-06-02 | 1978-06-02 | |
US911919 | 2001-07-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0016045A4 true EP0016045A4 (de) | 1980-09-29 |
EP0016045A1 EP0016045A1 (de) | 1980-10-01 |
Family
ID=25431100
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79900660A Withdrawn EP0016045A1 (de) | 1978-06-02 | 1980-01-10 | Polyphenylenäther- und poly(vinylchlorid)-harze enthaltende zusammensetzungen |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0016045A1 (de) |
JP (1) | JPS55500472A (de) |
WO (1) | WO1980000028A1 (de) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6350804B2 (en) * | 1999-04-14 | 2002-02-26 | General Electric Co. | Compositions with enhanced ductility |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3533978A (en) * | 1967-05-10 | 1970-10-13 | Union Carbide Corp | Vinyl chloride resin plastisols |
US3639506A (en) * | 1969-05-21 | 1972-02-01 | Gen Electric | Flame retardant composition of polyphenylene ether styrene resin aromatic phosphate and aromatic halogen compound |
US3652710A (en) * | 1969-07-01 | 1972-03-28 | Gen Electric | Curable polyaryleneoxide compositions |
US4045382A (en) * | 1974-08-28 | 1977-08-30 | Bayer Aktiengesellschaft | Molding materials based on polyvinyl chloride and polyphenylene oxide |
FR2375293A1 (fr) * | 1976-12-21 | 1978-07-21 | Gen Electric | Composition de poly(oxyde de phenylene) retardant la propagation du feu |
-
1979
- 1979-05-30 JP JP50091979A patent/JPS55500472A/ja active Pending
- 1979-05-30 WO PCT/US1979/000370 patent/WO1980000028A1/en unknown
-
1980
- 1980-01-10 EP EP79900660A patent/EP0016045A1/de not_active Withdrawn
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3533978A (en) * | 1967-05-10 | 1970-10-13 | Union Carbide Corp | Vinyl chloride resin plastisols |
US3639506A (en) * | 1969-05-21 | 1972-02-01 | Gen Electric | Flame retardant composition of polyphenylene ether styrene resin aromatic phosphate and aromatic halogen compound |
US3652710A (en) * | 1969-07-01 | 1972-03-28 | Gen Electric | Curable polyaryleneoxide compositions |
US4045382A (en) * | 1974-08-28 | 1977-08-30 | Bayer Aktiengesellschaft | Molding materials based on polyvinyl chloride and polyphenylene oxide |
FR2375293A1 (fr) * | 1976-12-21 | 1978-07-21 | Gen Electric | Composition de poly(oxyde de phenylene) retardant la propagation du feu |
Non-Patent Citations (1)
Title |
---|
See also references of WO8000028A1 * |
Also Published As
Publication number | Publication date |
---|---|
WO1980000028A1 (en) | 1980-01-10 |
EP0016045A1 (de) | 1980-10-01 |
JPS55500472A (de) | 1980-07-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4154712A (en) | Low molecular weight polyphenylene ether compositions | |
US3639506A (en) | Flame retardant composition of polyphenylene ether styrene resin aromatic phosphate and aromatic halogen compound | |
US5206276A (en) | Flame retardant flexibilized polyphenylene ether compositions | |
US3809729A (en) | Flame retardant thermoplastic compositions | |
US3883613A (en) | Flame retardant composition of polyphenylene ether, styrene resin and trimesityl phosphate and process for the preparation thereof | |
US3663654A (en) | Flame retardant composition of polyphenylene ether,styrene resin and phosphorus | |
EP0401690B1 (de) | Verfahren zur Herstellung einer Polyphenylenätherzusammensetzung mit hohem Schmelzfluss | |
JP2003531234A (ja) | 流動性の高いポリフェニレンエーテル配合物 | |
US4077934A (en) | Method of preparing compositions that comprise a polyphenylene ether resin and an alkenyl aromatic resin | |
EP0362660B1 (de) | Polyphenylenätherharzzusammensetzungen, die sehr delaminationsbeständig sind | |
CA1104279A (en) | Flame-retardant non-dripping thermoplastic polyphenylene ether resin molding compositions | |
US4684682A (en) | Flame retardant flexibilized polyphenylene ether compositions | |
CA1102032A (en) | Flame-retardant, impact-resistant polyphenylene ether compositions | |
US4405739A (en) | Polyphenylene ether resins and compositions heat stabilized with phosphite compounds | |
US3887647A (en) | Thermoplastic blended resinous composition containing polyphenylene ether | |
GB1563768A (en) | Polyphenylene ether resins | |
US4298514A (en) | Flame retardant thermoplastic polyphenylene ether resin compositions | |
CA1098634A (en) | Drip-retardant plasticized polyphenylene ether compositions | |
US3956423A (en) | Polyphenylene ethers composition containing N,N'-di-β-naphthyl-P-phenylene diamine stabilizer | |
US4313864A (en) | Polyphenylene oxide/plasticizer/hydrogenated radial teleblock copolymer blends | |
US3890406A (en) | Modified polyphenylene oxides containing phosphoric acid ester-antimony trioxide flame retarding additives | |
CA2021100A1 (en) | Polyphenylene ether compositions having improved flow | |
GB1575457A (en) | Polyphenylene ether compositions | |
US5594054A (en) | Flame retardant flexibilized polyphenylene ether compositions | |
US4483953A (en) | Polyphenylene ether resins and compositions heat stabilized with trineopentylene diphosphite |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed | ||
AK | Designated contracting states |
Designated state(s): DE FR GB |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 19830519 |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: LEE JR., GIM FUN |