EP2964703A1 - Reinforced polyphthalamide/poly(phenylene ether) composition - Google Patents
Reinforced polyphthalamide/poly(phenylene ether) compositionInfo
- Publication number
- EP2964703A1 EP2964703A1 EP14760073.8A EP14760073A EP2964703A1 EP 2964703 A1 EP2964703 A1 EP 2964703A1 EP 14760073 A EP14760073 A EP 14760073A EP 2964703 A1 EP2964703 A1 EP 2964703A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- weight percent
- phenylene ether
- poly
- polyphthalamide
- 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- Withdrawn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
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/092—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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
- C08K5/1539—Cyclic anhydrides
-
- 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
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
- C08K7/04—Fibres or whiskers inorganic
- C08K7/14—Glass
-
- 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
- PPE/PA66 blends are also susceptible to moisture induced property changes such as reduction of flexural modulus and tensile strength as the moisture content in the nylon matrix increases.
- moisture induced property changes such as reduction of flexural modulus and tensile strength as the moisture content in the nylon matrix increases.
- aggressive chemicals such as chlorine in order to purify water
- neat GF PA66 and GF PPE/PA66 blends may result in earlier part failure caused by severe nylon hydrolysis.
- Q 2 is a 1,4-butyl group and Q 3 is a 1,6-hexyl group, and a poly(phenylene ether) comprising 2,6-dimethyl-l,4-phenylene ether units wherein said compatibilized blend is formed from a mixture of said polyphthalamide and poly(phenylene ether) in a ratio of between 1.5: 1 and 7.0:1, and 0.2 to 0.9 weight percent citric acid; and
- compositions described herein can be substantially free of added aliphatic polyamides.
- Substantially free of added aliphatic polyamide is defined as containing less than or equal to 2 weight percent, or, more specifically less than or equal to 1 weight percent, or, more specifically, less than or equal to 0.5 weight percent of an added aliphatic polyamide, based on the total weight of the composition.
- An added liphatic polyamides is defined as an aliphatic polyamide added in addition to the polyphthalamide. It is understood that polyphthalamides may contain residual aliphatic polyamides resulting from synthesis of the polyphthalamide. Aliphatic polyamides are distinguished from
- Aliphatic polyamides in that aliphatic polyamides have no repeating units that comprise aromatic moieties.
- Aliphatic polyamides include both homopolymers and copolymers.
- Q 2 and Q 3 are independently at each occurrence a branched or unbranched alicyclic alkyl group having 4 to 12 carbons.
- Q 2 and Q 3 can be the same or different alicyclic alkyl group.
- the polythalamide has a glass transition temperature (Tg) greater than or equal to 80°C, or, greater than or equal to 100°C, or, greater than or equal to 120°C.
- the polythalamide also has melting temperature (Tm) of 290 to 330°C. Within this range the Tm may be greater than or equal to 300°C. Also within this range the Tm may be less than or equal to 325°C.
- the poly(phenylene ether) can comprise 0.1 weight percent weight percent to 90 weight percent of structural units derived from a functionalizing agent, based on the total weight of the poly(phenylene ether). Within this range, the poly(phenylene ether) can comprise less than or equal to 80 weight percent, or, more specifically, less than or equal to 70 weight percent of structural units derived from functionalizing agent, based on the total weight of the poly(phenylene ether).
- Initial intrinsic viscosity is defined as the intrinsic viscosity of the poly(phenylene ether) prior to melt mixing with the other components of the composition and final intrinsic viscosity is defined as the intrinsic viscosity of the poly(phenylene ether) after melt mixing with the other components of the composition.
- final intrinsic viscosity is defined as the intrinsic viscosity of the poly(phenylene ether) after melt mixing with the other components of the composition.
- Suitable polycarboxylic acids include, for example, citric acid, malic acid, agaricic acid; including the various commercial forms thereof, such as for example, the anhydrous and hydrated acids; and combinations comprising one or more of the foregoing.
- the functionalizing agent comprises citric acid.
- esters useful herein include, for example, acetyl citrate and mono- and/or distearyl citrates and the like.
- the foregoing functionalizing agents may be added directly to the melt blend or pre-reacted with either or both the poly(phenylene ether) and polyamide.
- at least a portion of the functionalizing agent is pre-reacted, either in the melt or in a solution of a suitable solvent, with all or a part of the poly(phenylene ether). It is believed that such pre-reacting may cause the functionalizing agent to react with the polymer and, consequently, functionalize the poly(phenylene ether).
- the poly(phenylene ether) may be pre -reacted with maleic anhydride, fumaric acid and/or citric acid to form an anhydride and/or acid functionalized poly(phenylene ether) which has improved
- the amount of the functionalizing agent used will be dependent upon the specific functionalizing agent chosen and the specific polymeric system to which it is added.
- the composition comprises a nylon glass fiber.
- a nylon glass fiber is defined as a glass fiber surface treated with silanes to improve adhesion and dispersion with polyamide as are commonly known in the art.
- the glass fiber may have an average length of 2.8 to 3.6 millimeters.
- the glass fiber may have an average diameter of 8 to 16 micrometers.
- the nylon glass fiber is incorporated in an amount of 20 to 45 weight percent based on the total weight of the composition.
- the amount of reinforcing filler can be greater than or equal to 25 weight percent, or, more specifically, greater than or equal to 28 weight percent. Also within this range the amount of reinforcing filler can be less than or equal to 40, or, more specifically, less than or equal to 37 weight percent.
- the total amount of additives will be less than or equal to 5 weight percent based on the total weight of the composition.
- the composition comprises a black pigment.
- the black pigment comprises carbon black in an amount up to 0.5 weight percent, based on the total weight of the composition.
- the functionalized poly(phenylene ether) may be added to the extruder at the feed throat or in feeding sections adjacent to the feed throat, while the polyphthalamide may be added to the extruder in a subsequent feeding section downstream.
- a vacuum system may be applied to the extruder, prior to the second sequential addition, to generate a sufficient vacuum to lower the residual levels of non-reacted functionalizing agent and any other volatile materials.
- the sequential addition of the components may be accomplished through multiple extrusions.
- a composition may be made by preextrusion of selected components, such as the poly(phenylene ether) and the
- the extruder may be a two lobe or three lobe twin screw extruder.
- composition can be used to make articles such as engine fluid handling components, engine cooling components such as hoses, pumps, manifolds, turbo outlets, and fluid meters.
- Embodiment 3 The reinforced composition of Embodiment 1 or 2, wherein the polyphthalamide has a melting point greater than 290°C and a glass transition temperature greater than or equal to 80°C.
- Embodiemnt 5 The reinforced composition of any of Embodiments 1-4, wherein the glass fiber has an average diameter of 8 to 16 micrometers.
- Embodiment 6 The reinforced composition of Embodiments 1-5, wherein the glass fiber has an average length of 2.8 to 3.6 millimeters.
- Embodiment 7 The reinforced composition of any of Embodiments 1-6, wherein the poly(phenylene ether) comprises 2,6-dimethyl-l,4-phenylene ether units.
- Embodiment 8 The reinforced composition of any of Embodiments 1-7, wherein the polyphthalamide com rises (a) 60-70 mol of units of formula (I)
- Embodiment 12 The reinforced composition of any of Embodiments 1-11, further comprising a black pigment.
- Embodiment 16 The reinforced composition of any of Embodiments 14-15, wherein the polyphthalamide has a melting point greater than 290°C and a glass transition temperature greater than or equal to 80°C.
- Embodiment 22 An article comprises a reinforced composition comprising 55 to 80 wt of a compatibilized blend of a polyphthalamide and a poly(phenylene ether) wherein said compatibilized blend is formed from a mixture of polyphthalamide and poly(phenylene ether) in a ratio of between 1.5:1 and 7.0:1, and a functionalizing agent in an amount sufficient to effect compatibilization; and 20 to 45 wt of a nylon glass fiber, wherein the composition contains less than 0.1 wt of phosphinates and less than 0.1 wt of impact modifiers and weight percent is based on the total weight of the composition.
- Embodiment 27 The article of any of Embodiments 22-26, wherein the glass fiber has an average length of 2.8 to 3.6 millimeters.
- Embodiment 34 The article of Embodiment 33, wherein the black pigment is carbon black and is present in an amount up to 0.5 weight percent based on the total weight of the composition.
- Embodiment 35 The article of any of Embodiments 22-34, wherein the article is selected from the group consisting of engine cooling components, engine fluid handling components, hoses, pumps, manifolds, turbo outlets, and fluid meters.
- Embodiment 41 The article of any of Embodiments 36-40, wherein the glass fiber has an average length of 2.8 to 3.6 millimeters.
- Embodiment 42 The article of any of Embodiments 36-41, wherein the composition further comprises a black pigment.
- Embodiment 44 The article of any of Embodiments 36-43, wherein the article wherein is selected from the group consisting of engine cooling components, engine fluid handling components, hoses, pumps, manifolds, turbo outlets, and fluid meters
- Polyphthalamide, Amodel A-1006C is a copolymer comprising three different repeating units in the following amounts: (a) 60-70 mol of units of formula (I) wherein Q 1 is a 1,6-hexyl group and the aromatic portion of the repeating unit is derived from
- the examples were made by melt blending the poly(phenylene ether), citric acid, additives, polyphthalamide or polyamide to form a first melt mixture and melt mixing the masterbatch and glass fibers with the first melt mixture in a 30 millimeter Werner Pfleider twin screw extruder.
- the extruder for the polyamide 66 examples was set with barrel temperatures of 249-288°C and a die temperature of 288°C, with the screw rotating at 240 rotations per minute (rpm) and a rate of about 18 kilograms per hour.
- the extruder for the polyphthalamide examples was set with barrel temperatures of 260-307°C and a die temperature of 343 °C, with the screw rotating at 240 rotations per minute (rpm) and a rate of about 18 kilograms per hour.
- the amounts of the components of the compositions are shown in Table 3. Amounts are in weight percent based on the total weight of the compositions.
- compositions were molded and tested. Testing methods are shown in Table 4. The compositions were tested after three time period/condition combinations - after molding, after immersion in 23C water for 13 and 31 days. The change is physical properties after immersion in 23C water is shown in Table 5. Table 4
- the reinforced PPE/PPA examples (Examples 5 & 6) showed remarkable retention of stress @ break after immersion in water, especially when compared to reinforced PPA (Example 4), reinforced PA 6/6 (Example 1), and reinforced PPE/PA66 (Examples 2 &3)
- compositions were also tested for stress ⁇ break both initially and after immersion in 80 °C water for 20 weeks. Results (in MPa) are shown in Table 6.
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201361772499P | 2013-03-04 | 2013-03-04 | |
US13/801,366 US8865279B2 (en) | 2013-03-04 | 2013-03-13 | Reinforced polyphthalamide/poly(phenylene ether) composition |
PCT/US2014/020236 WO2014138031A1 (en) | 2013-03-04 | 2014-03-04 | Reinforced polyphthalamide/poly(phenylene ether) composition |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2964703A1 true EP2964703A1 (en) | 2016-01-13 |
EP2964703A4 EP2964703A4 (en) | 2016-10-19 |
Family
ID=51491858
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP14760073.8A Withdrawn EP2964703A4 (en) | 2013-03-04 | 2014-03-04 | Reinforced polyphthalamide/poly(phenylene ether) composition |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP2964703A4 (en) |
JP (1) | JP2016509121A (en) |
KR (1) | KR102083231B1 (en) |
CN (1) | CN105073896A (en) |
WO (1) | WO2014138031A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016531967A (en) * | 2013-10-02 | 2016-10-13 | サビック グローバル テクノロジーズ ベスローテン フェンノートシャップ | Reinforced polyphthalamide / poly (phenylene ether) composition |
JP2023005732A (en) | 2021-06-29 | 2023-01-18 | 旭化成株式会社 | Resin composition and molded article |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5916970A (en) * | 1995-06-07 | 1999-06-29 | General Electric Company | Compatibilized blends of polyphenylene ether and polyphthalamide |
DE19731230A1 (en) | 1997-07-21 | 1999-01-28 | Basf Ag | Molding compositions containing statistical copolyamides, process for their preparation and their use |
US7166243B2 (en) * | 2003-08-16 | 2007-01-23 | General Electric Company | Reinforced poly(arylene ether)/polyamide composition |
US7230046B2 (en) * | 2004-08-19 | 2007-06-12 | General Electric Company | Flame-retardant polyphenylene ether compositions, and related articles |
US7449507B2 (en) * | 2004-11-22 | 2008-11-11 | Sabic Innovative Plastics Ip B.V. | Poly(arylene ether)/polyamide composition and method of making |
JP2009533523A (en) * | 2006-04-10 | 2009-09-17 | サビック・イノベーティブ・プラスチックス・アイピー・ベスローテン・フェンノートシャップ | Flame retardant poly (arylene ether) / polyamide composition |
JP2008308526A (en) * | 2007-06-12 | 2008-12-25 | Mitsubishi Engineering Plastics Corp | Polyamide resin composition for laser welding, molded article and manufacturing method of molded article |
US8795557B2 (en) | 2008-03-31 | 2014-08-05 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyphthalamide/poly(arylene ether) composition |
US8309640B2 (en) * | 2008-05-23 | 2012-11-13 | Sabic Innovative Plastics Ip B.V. | High dielectric constant laser direct structuring materials |
JP5590706B2 (en) * | 2009-02-24 | 2014-09-17 | 旭化成ケミカルズ株式会社 | Resin composition and molded body thereof |
-
2014
- 2014-03-04 JP JP2015561533A patent/JP2016509121A/en active Pending
- 2014-03-04 KR KR1020157027363A patent/KR102083231B1/en active IP Right Grant
- 2014-03-04 CN CN201480010720.4A patent/CN105073896A/en active Pending
- 2014-03-04 EP EP14760073.8A patent/EP2964703A4/en not_active Withdrawn
- 2014-03-04 WO PCT/US2014/020236 patent/WO2014138031A1/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
JP2016509121A (en) | 2016-03-24 |
WO2014138031A1 (en) | 2014-09-12 |
EP2964703A4 (en) | 2016-10-19 |
KR102083231B1 (en) | 2020-03-02 |
KR20150126011A (en) | 2015-11-10 |
CN105073896A (en) | 2015-11-18 |
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RIC1 | Information provided on ipc code assigned before grant |
Ipc: C08G 65/34 20060101ALI20160915BHEP Ipc: C08L 71/12 20060101ALI20160915BHEP Ipc: C08G 73/10 20060101ALI20160915BHEP Ipc: C08L 77/10 20060101AFI20160915BHEP |
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17Q | First examination report despatched |
Effective date: 20180130 |
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Owner name: SABIC GLOBAL TECHNOLOGIES B.V. |
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