CA2229888A1 - Extrudable thermoplastic hydrocarbon compositions - Google Patents
Extrudable thermoplastic hydrocarbon compositionsInfo
- Publication number
- CA2229888A1 CA2229888A1 CA002229888A CA2229888A CA2229888A1 CA 2229888 A1 CA2229888 A1 CA 2229888A1 CA 002229888 A CA002229888 A CA 002229888A CA 2229888 A CA2229888 A CA 2229888A CA 2229888 A1 CA2229888 A1 CA 2229888A1
- Authority
- CA
- Canada
- Prior art keywords
- melt
- hydrogen
- halogen atom
- composition
- fluoropolymers
- 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.)
- Granted
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
- C08L23/0815—Copolymers of ethene with aliphatic 1-olefins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/06—Polymer mixtures characterised by other features having improved processability or containing aids for moulding methods
-
- 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
- C08L27/12—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 fluorine atoms
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- 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
- C08L71/02—Polyalkylene oxides
Abstract
Briefly, in one aspect, this invention provides a melt-processable composition comprising, in admixture: (1) one or more melt-processable thermoplastic hydrocarbon polymers as the major component of the com-position by weight, and, as a minor component of the composition by weight; (2) an effective amount of a chemically-resistant, fluoropolymer process aid to improve the processability of the composition. The fluo-ropolymer process aid contains at least about 50 weight percent of flu-orine and comprises one or more fluoropolymers which are essentially completely ethylenically saturated and consist essentially of interpolymer-ized units derived from the following monomers: (a) one or more fluori-nated olefin monomers having the following general formula: CF2=CXR1 wherein X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms, and preferably it is either a halogen atom or a group having 1 to 2 carbon atoms; R1 groups may contain one or more heteroatoms such as nitrogen or oxygen and may be partially-, fully- or non-halogenated, provided, however, that whenever X is a hydrogen atom, R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; (b) one or more olefin monomers of the gen-eral formula: CH2=CXR2 wherein X is a hydrogen or a halogen atom; and R2 is a hydrogen or a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from I to 10 carbon atoms, and preferably is a hydrogen atom or a group having 1 to 2 carbon atoms; and R2 may be partially-, fully- or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen; and (c) 0 to 15 weight percent, of the total weight of the fluoropolymer, of one or more monomers that produce an acidic hydrogen on the backbone of the resulting fluoropolymer after polymerization. Component (2) has a Carreau-Yasuda Equation m1 parameter of about 0.7 or less, and the ratio of the melt viscosity of component (2) to the melt viscosity of component (1) is between about 0.01 and 100 at the melt processing conditions of the composition. The above-described admixture of components (1 and 2) may also be admixed with other conventional additives and adjuvants, such as fluorinated and non-fluorinated process additives, light stabilizers, antioxidants, fillers, antiblocking agents, and pigments. In another aspect, the present invention provides compositions such as those described above that further comprise one or more poly(oxyalkylene) polymers. Methods using these compositions to improve the processability of a melt-processable thermoplastic hydrocarbon polymer are also disclosed.
Claims (10)
1. A chemically resistant, melt-processable composition comprising a blend of.
(I) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen, wherein the fluoropolymer or fluoropolymers constituting component (2) have a polydispersity greater than or equal to 2.0 and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition.
(I) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen, wherein the fluoropolymer or fluoropolymers constituting component (2) have a polydispersity greater than or equal to 2.0 and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition.
2. A chemically resistant melt-processable composition comprising a blend of:
(1) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers constituting component (2) have a Carreau-Yasuda Equation ml parameter of about 0.7 or less and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition.
(1) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers constituting component (2) have a Carreau-Yasuda Equation ml parameter of about 0.7 or less and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition.
3. A composition useful to improve the processability of melt-processable thermoplastic hydrocarbon polymers comprising one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated;
and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X
are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers have a Carreau-Yasuda Equation m1 parameter of about 0.7 or less and wherein the fluoropolymer or fluoropolymers have a maximum zero shear viscosity (~) of less than 32x10 6 poise at a reference temperature of 190°C.
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated;
and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X
are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers have a Carreau-Yasuda Equation m1 parameter of about 0.7 or less and wherein the fluoropolymer or fluoropolymers have a maximum zero shear viscosity (~) of less than 32x10 6 poise at a reference temperature of 190°C.
4. The composition of claim 1, 2, or 3 further comprising one or more poly(oxyalkylene) polymers dispersed in the hydrocarbon polymer.
5. A method of improving the extrusion characteristics of a melt-processable thermoplastic hydrocarbon polymer comprising blending:
(1) one or more melt-processable thermoplastic hydrocarbon polymers; and (2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers constituting component (2) have a Carreau-Yasuda Equation ml parameter of about 0.7 or less and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition, and extruding the blend.
(1) one or more melt-processable thermoplastic hydrocarbon polymers; and (2) an amount effective to improve the processability of the composition of one or more chemically-resistant fluoropolymers comprising interpolymerized units of:
(a) one or more fluorinated olefin monomers of the general formula:
CF2=CXR1 wherein:
X is a hydrogen or a halogen atom; and R1 is a halogen atom or is an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms; such alkyl or aryl groups may optionally be halogenated and may contain one or more heteroatoms such as oxygen or nitrogen and may be partially-, fully-, or non-halogenated provided, however, that when X is a hydrogen atom R1 contains an allylic carbon atom relative to the .alpha.-unsaturation and that allylic carbon atom is not perfluorinated; and (b) one or more olefin monomers of the general formula:
CH2=CXR2 wherein:
X is a hydrogen or a halogen atom; and R2 is a hydrogen or is a halogen atom with the proviso that R2 and X are not both fluorine; R2 may also be an alkyl, cyclic alkyl, or aryl group having from 1 to 10 carbon atoms any of which may optionally be partially-, fully-, or non-halogenated and may contain one or more heteroatoms such as oxygen or nitrogen;
wherein the fluoropolymer or fluoropolymers constituting component (2) have a Carreau-Yasuda Equation ml parameter of about 0.7 or less and wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition, and extruding the blend.
6. A method of improving the extrusion characteristics of a melt-processable thermoplastic hydrocarbon polymer comprising blending:
(1) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more fluoropolymers comprising interpolymerized units of (a) one or more ethylenically-unsaturated, fluorinated olefin monomers and (b) one or more ethylenically-unsaturated, substantially nonfluorinated olefin monomers; and (3) one or more poly(oxyalkylene) polymers;
wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition, and melt-extruding the blend.
(1) one or more melt-processable thermoplastic hydrocarbon polymers;
(2) an amount effective to improve the processability of the composition of one or more fluoropolymers comprising interpolymerized units of (a) one or more ethylenically-unsaturated, fluorinated olefin monomers and (b) one or more ethylenically-unsaturated, substantially nonfluorinated olefin monomers; and (3) one or more poly(oxyalkylene) polymers;
wherein the ratio of the melt viscosity of the fluoropolymer or fluoropolymers constituting component (2) to the melt viscosity of the thermoplastic hydrocarbon polymer or polymers constituting component (1) is between 0.01 and 100 at the melt processing conditions of the composition, and melt-extruding the blend.
7. A composition for use as a processing aid for the melt-processing of thermoplastic hydrocarbon polymers comprising:
(1) one or more chemically-resistant fluoropolymers comprising interpolymerized units of (a) one or more ethylenically-unsaturated, fluorinated olefin monomers and (b) one or more ethylenically-unsaturated, substantially nonfluorinated olefin monomers; and (2) one or more poly(oxyalkylene) polymers;
wherein the fluoropolymer or fluoropolymers constituting component (1) have a maximum zero shear viscosity (~) of less than 32x10 6 poise at a reference temperature of 190 °C.
(1) one or more chemically-resistant fluoropolymers comprising interpolymerized units of (a) one or more ethylenically-unsaturated, fluorinated olefin monomers and (b) one or more ethylenically-unsaturated, substantially nonfluorinated olefin monomers; and (2) one or more poly(oxyalkylene) polymers;
wherein the fluoropolymer or fluoropolymers constituting component (1) have a maximum zero shear viscosity (~) of less than 32x10 6 poise at a reference temperature of 190 °C.
8. The composition or method of any of the preceding claims wherein one or more of the fluoropolymers comprise interpolymerized units of tetrafluoroethylene and propylene.
9. The composition or method of any of the preceding claims wherein one or more of the fluoropolymers further comprise from 0 to 15 weight percent of one or more monomers selected from the group consisting of vinylidene fluoride, trifluoroethylene, 1-hydropentafluoropropene, and 2-hydropentafluoropropene.
10. An extrudate comprising the blend of claim 1 or 2.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US381195P | 1995-09-15 | 1995-09-15 | |
| US60/003,811 | 1995-09-15 | ||
| PCT/US1996/013149 WO1997010294A1 (en) | 1995-09-15 | 1996-08-13 | Extrudable thermoplastic hydrocarbon compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2229888A1 true CA2229888A1 (en) | 1997-03-20 |
| CA2229888C CA2229888C (en) | 2010-04-13 |
Family
ID=21707713
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2229888A Expired - Fee Related CA2229888C (en) | 1995-09-15 | 1996-08-13 | Extrudable thermoplastic hydrocarbon compositions |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US5710217A (en) |
| EP (1) | EP0850271B1 (en) |
| JP (1) | JP3987109B2 (en) |
| CN (1) | CN1196072A (en) |
| CA (1) | CA2229888C (en) |
| DE (1) | DE69620770T2 (en) |
| WO (1) | WO1997010294A1 (en) |
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| IT201600097191A1 (en) | 2016-09-28 | 2018-03-28 | Versalis Spa | Polymeric composition and its use as a phase change material |
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| WO2023017327A1 (en) | 2021-08-12 | 2023-02-16 | Nova Chemicals (International) S.A. | Block copolymer polymer processing aids |
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| WO2023241955A1 (en) | 2022-06-15 | 2023-12-21 | Nova Chemicals (International) S.A. | Block copolymer polymer processing aids |
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| US3125547A (en) * | 1961-02-09 | 1964-03-17 | Extrudable composition consisting of | |
| US4463144A (en) * | 1980-09-10 | 1984-07-31 | Asahi Glass Company Ltd. | Process for producing propylene-tetrafluoroethylene copolymer |
| US4558141A (en) * | 1981-11-19 | 1985-12-10 | E. I. Du Pont De Nemours And Company | Perfluorodioxole and its polymers |
| US4749752A (en) * | 1985-04-01 | 1988-06-07 | Shanghai Institute Of Organic Chemistry Academia Sinica | Fluoropolymer alloys |
| US4983677A (en) * | 1988-04-15 | 1991-01-08 | Minnesota Mining And Manufacturing Company | Extrudable thermoplastic hydrocarbon polymer composition |
| US5015693A (en) * | 1988-04-15 | 1991-05-14 | Minnesota Mining And Manufacturing Company | Extrudable thermoplastic hydrocarbon polymer composition |
| US4863983A (en) * | 1988-04-15 | 1989-09-05 | Minnesota Mining And Manufacturing Company | Extrudable thermoplastic hydrocarbon polymer composition |
| US5013792A (en) * | 1990-01-04 | 1991-05-07 | E. I. Du Pont De Nemours And Company | Processing aid for polymers |
| US4904735A (en) * | 1988-07-08 | 1990-02-27 | E. I. Du Pont De Nemours And Company | Processing aid for polymers |
| US5089200A (en) * | 1989-10-06 | 1992-02-18 | E. I. Dupont De Nemours And Company | Process for melt extrusion of polymers |
| US5064594A (en) * | 1989-10-06 | 1991-11-12 | E. I. Du Pont De Nemours And Company | Extrusion process for difficultly-melt-processible polymers |
| US5106911A (en) * | 1989-10-06 | 1992-04-21 | E. I. Du Pont De Nemours And Company | Process and processing aid for extruding a hydrocarbon polymer |
| AU648048B2 (en) * | 1989-10-06 | 1994-04-14 | E.I. Du Pont De Nemours And Company | Fluoropolymer process aids containing functional groups |
| US5010130A (en) * | 1990-05-15 | 1991-04-23 | E. I. Du Pont De Nemours And Company | High melt viscosity fluoropolymer process aid |
| US5284184A (en) * | 1992-04-14 | 1994-02-08 | Itt Corporation | Corrugated multi-layer tubing having at least one fluoroplastic layer |
| EP0566156B1 (en) * | 1992-04-17 | 1997-08-27 | Terumo Kabushiki Kaisha | Infrared sensor and method for production thereof |
| EP0656912B1 (en) * | 1992-08-28 | 1996-12-04 | E.I. Du Pont De Nemours And Company | Low-melting tetrafluoroethylene copolymer and its uses |
| US5266639A (en) * | 1992-08-28 | 1993-11-30 | E. I. Du Pont De Nemours And Company | Low-melting tetrafluorethylene copolymer and its uses |
| TW302384B (en) * | 1992-12-02 | 1997-04-11 | Hoechst Ag | |
| US5285002A (en) * | 1993-03-23 | 1994-02-08 | Minnesota Mining And Manufacturing Company | Fluorine-containing polymers and preparation and use thereof |
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- 1996-08-13 DE DE69620770T patent/DE69620770T2/en not_active Expired - Lifetime
- 1996-08-13 CA CA2229888A patent/CA2229888C/en not_active Expired - Fee Related
- 1996-08-13 CN CN96196871A patent/CN1196072A/en active Pending
- 1996-08-13 JP JP51194997A patent/JP3987109B2/en not_active Expired - Fee Related
- 1996-08-13 EP EP96929680A patent/EP0850271B1/en not_active Expired - Lifetime
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1997
- 1997-10-23 US US08/956,090 patent/US5830947A/en not_active Expired - Lifetime
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| CN1196072A (en) | 1998-10-14 |
| CA2229888C (en) | 2010-04-13 |
| JP3987109B2 (en) | 2007-10-03 |
| US5830947A (en) | 1998-11-03 |
| EP0850271B1 (en) | 2002-04-17 |
| WO1997010294A1 (en) | 1997-03-20 |
| JPH11513411A (en) | 1999-11-16 |
| DE69620770T2 (en) | 2002-12-05 |
| DE69620770D1 (en) | 2002-05-23 |
| EP0850271A1 (en) | 1998-07-01 |
| US5710217A (en) | 1998-01-20 |
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