DE60110357T2 - Schmelzverarbeitbare thermoplastische statistische Copolyimide mit wiederherstellbarer Kristallinität und entsprechendes Verfahren - Google Patents
Schmelzverarbeitbare thermoplastische statistische Copolyimide mit wiederherstellbarer Kristallinität und entsprechendes Verfahren Download PDFInfo
- Publication number
- DE60110357T2 DE60110357T2 DE60110357T DE60110357T DE60110357T2 DE 60110357 T2 DE60110357 T2 DE 60110357T2 DE 60110357 T DE60110357 T DE 60110357T DE 60110357 T DE60110357 T DE 60110357T DE 60110357 T2 DE60110357 T2 DE 60110357T2
- Authority
- DE
- Germany
- Prior art keywords
- oda
- bpda
- melt
- pmda
- molar ratio
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 36
- 229920001169 thermoplastic Polymers 0.000 title claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 title claims description 4
- 229920001721 polyimide Polymers 0.000 claims description 121
- 239000004642 Polyimide Substances 0.000 claims description 119
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 claims description 109
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 claims description 108
- 238000002844 melting Methods 0.000 claims description 73
- 230000008018 melting Effects 0.000 claims description 72
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 68
- 239000000155 melt Substances 0.000 claims description 65
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 claims description 56
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 41
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 38
- 238000006116 polymerization reaction Methods 0.000 claims description 38
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 32
- 238000001816 cooling Methods 0.000 claims description 28
- 150000004984 aromatic diamines Chemical class 0.000 claims description 27
- WUPRYUDHUFLKFL-UHFFFAOYSA-N 4-[3-(4-aminophenoxy)phenoxy]aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC(OC=2C=CC(N)=CC=2)=C1 WUPRYUDHUFLKFL-UHFFFAOYSA-N 0.000 claims description 25
- ZBMISJGHVWNWTE-UHFFFAOYSA-N 3-(4-aminophenoxy)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=CC(N)=C1 ZBMISJGHVWNWTE-UHFFFAOYSA-N 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 238000004519 manufacturing process Methods 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 13
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 10
- 238000010128 melt processing Methods 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims description 6
- 239000008188 pellet Substances 0.000 claims description 6
- -1 naphthalene anhydride Chemical class 0.000 claims description 3
- LFBALUPVVFCEPA-UHFFFAOYSA-N 4-(3,4-dicarboxyphenyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C(C(O)=O)=C1 LFBALUPVVFCEPA-UHFFFAOYSA-N 0.000 claims description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 2
- 238000007664 blowing Methods 0.000 claims 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 description 40
- 230000008025 crystallization Effects 0.000 description 40
- 150000004985 diamines Chemical class 0.000 description 35
- 229920000642 polymer Polymers 0.000 description 35
- 238000003303 reheating Methods 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 150000001408 amides Chemical class 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000010583 slow cooling Methods 0.000 description 8
- 239000010408 film Substances 0.000 description 7
- 230000014509 gene expression Effects 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 238000010791 quenching Methods 0.000 description 6
- 125000006159 dianhydride group Chemical group 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 229920005575 poly(amic acid) Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
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- 239000002002 slurry Substances 0.000 description 4
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- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 2
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 150000008064 anhydrides Chemical group 0.000 description 2
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- 238000000354 decomposition reaction Methods 0.000 description 2
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- 239000011261 inert gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 2
- 229920006259 thermoplastic polyimide Polymers 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 241000237858 Gastropoda Species 0.000 description 1
- ZKGNPQKYVKXMGJ-UHFFFAOYSA-N N,N-dimethylacetamide Chemical compound CN(C)C(C)=O.CN(C)C(C)=O ZKGNPQKYVKXMGJ-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
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- 235000011089 carbon dioxide Nutrition 0.000 description 1
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- 239000000498 cooling water Substances 0.000 description 1
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- 230000001419 dependent effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
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- 239000003989 dielectric material Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008393 encapsulating agent Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
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- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000010309 melting process Methods 0.000 description 1
- VWBWQOUWDOULQN-UHFFFAOYSA-N nmp n-methylpyrrolidone Chemical compound CN1CCCC1=O.CN1CCCC1=O VWBWQOUWDOULQN-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
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- 238000013022 venting Methods 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1003—Preparatory processes
- C08G73/1007—Preparatory processes from tetracarboxylic acids or derivatives and diamines
- C08G73/101—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents
- C08G73/1014—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents in the form of (mono)anhydrid
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1003—Preparatory processes
- C08G73/1007—Preparatory processes from tetracarboxylic acids or derivatives and diamines
- C08G73/101—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1003—Preparatory processes
- C08G73/1007—Preparatory processes from tetracarboxylic acids or derivatives and diamines
- C08G73/101—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents
- C08G73/1017—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents in the form of (mono)amine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1042—Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1067—Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound
- C08G73/1071—Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Treatment Of Fiber Materials (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US741943 | 2000-12-21 | ||
| US09/741,943 US6469126B1 (en) | 2000-12-21 | 2000-12-21 | Melt-processible, thermoplastic random copolyimides having recoverable crystallinity and associated processes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60110357D1 DE60110357D1 (de) | 2005-06-02 |
| DE60110357T2 true DE60110357T2 (de) | 2006-02-02 |
Family
ID=24982874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60110357T Expired - Fee Related DE60110357T2 (de) | 2000-12-21 | 2001-11-05 | Schmelzverarbeitbare thermoplastische statistische Copolyimide mit wiederherstellbarer Kristallinität und entsprechendes Verfahren |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US6469126B1 (enExample) |
| EP (1) | EP1217027B1 (enExample) |
| JP (1) | JP2002201273A (enExample) |
| DE (1) | DE60110357T2 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6852826B2 (en) * | 2001-12-21 | 2005-02-08 | Kanera Corporation | Manufacturing method of polyamic acid, and polyamic acid solution |
| US6956098B2 (en) * | 2002-09-20 | 2005-10-18 | E. I. Du Pont De Nemours And Company | High modulus polyimide compositions useful as dielectric substrates for electronics applications, and methods relating thereto |
Family Cites Families (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2682802A (en) | 1946-08-23 | 1954-07-06 | Owens Illinois Glass Co | Gauging and detecting apparatus |
| US3489725A (en) | 1965-10-12 | 1970-01-13 | American Cyanamid Co | Process for the preparation of polyimides using a melt polymerization technique |
| US3803085A (en) | 1972-12-29 | 1974-04-09 | Gen Electric | Method for making polyetherimides |
| US3880750A (en) | 1974-06-06 | 1975-04-29 | Owens Illinois Inc | Sealing surface gauge |
| US4046258A (en) | 1976-07-02 | 1977-09-06 | Owens-Illinois, Inc. | Method and apparatus for measuring the eccentricity of containers |
| US4073773A (en) | 1976-12-30 | 1978-02-14 | General Electric Company | Melt polymerization method for making polyetherimides |
| US4281100A (en) | 1979-05-09 | 1981-07-28 | General Electric Company | Injection moldable polyetherimide oligomers and method for making |
| US4378493A (en) | 1980-11-03 | 1983-03-29 | Owens-Illinois, Inc. | Glass container sidewall defect detection system with a diffused and controlled light source |
| US4378495A (en) | 1980-11-07 | 1983-03-29 | Owens-Illinois, Inc. | Method and apparatus for setup of inspection devices for glass bottles |
| US4584469A (en) | 1982-12-30 | 1986-04-22 | Owens-Illinois, Inc. | Optical detection of radial reflective defects |
| US4485140A (en) | 1983-09-21 | 1984-11-27 | E. I. Du Pont De Nemours And Company | Melt-fusible polyimides |
| US4590258A (en) | 1983-12-30 | 1986-05-20 | International Business Machines Corporation | Polyamic acid copolymer system for improved semiconductor manufacturing |
| US4552931A (en) | 1984-09-11 | 1985-11-12 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Process of end-capping a polyimide system |
| US4883718A (en) | 1985-02-12 | 1989-11-28 | Mitsui Toatsu Chemicals, Inc. | Flexible copper-clad circuit substrate |
| GB2174399B (en) | 1985-03-10 | 1988-05-18 | Nitto Electric Ind Co | Colorless transparent polyimide shaped articles and their production |
| US4644151A (en) | 1985-04-05 | 1987-02-17 | Owens-Illinois, Inc. | Identification of a molded container with its mold of origin |
| US4837300A (en) | 1985-06-20 | 1989-06-06 | The United States Of America As Represented By The Administration Of The National Aeronautics And Space Administration | Copolyimide with a combination of flexibilizing groups |
| JP2622678B2 (ja) | 1987-01-12 | 1997-06-18 | チッソ株式会社 | 溶融成形可能な結晶性ポリイミド重合体 |
| US5116939A (en) | 1987-08-11 | 1992-05-26 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Polyimide processing additives |
| JP2574162B2 (ja) | 1988-01-06 | 1997-01-22 | チッソ株式会社 | 低融点ポリイミド共重合体 |
| US5106938A (en) | 1989-06-08 | 1992-04-21 | General Electric Company | Melt crystalline polyetherimides |
| US5077382A (en) | 1989-10-26 | 1991-12-31 | Occidental Chemical Corporation | Copolyimide odpa/bpda/4,4'-oda or p-pda |
| US5171828A (en) | 1989-10-26 | 1992-12-15 | Occidental Chemical Corporation | Copolyimide ODPA/BPDA/4,4'-ODA or P-PDA |
| US5145937A (en) | 1989-11-09 | 1992-09-08 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Polyimides with carbonyl and ether connecting groups between the aromatic rings |
| US5166308A (en) | 1990-04-30 | 1992-11-24 | E. I. Du Pont De Nemours And Company | Copolyimide film with improved properties |
| DE69127137T2 (de) | 1990-06-01 | 1998-02-26 | Mitsui Toatsu Chemicals | Leicht zu verarbeitende Polyimide und deren Herstellung |
| US5268447A (en) | 1990-06-01 | 1993-12-07 | Mitsui Toatsu Chemicals, Inc. | Readily processable polyimide and preparation process of same |
| US5268446A (en) | 1990-08-24 | 1993-12-07 | Mitsui Toatsu Chemicals, Incorporated | Readily processable polyimide and preparation process of same |
| EP0474054B1 (en) | 1990-08-27 | 1995-12-06 | E.I. Du Pont De Nemours And Company | Flexible multi-layer polyimide film laminates and preparation thereof |
| US5202412A (en) | 1990-10-02 | 1993-04-13 | E. I. Du Pont De Nemours And Company | Polyimide copolymer precursors |
| US5484879A (en) | 1990-12-17 | 1996-01-16 | Occidental Chemical Corporation | Polyimides containing fluorine |
| US5219977A (en) | 1990-12-17 | 1993-06-15 | E. I. Du Pont De Nemours And Company | Tetrapolyimide film containing oxydipthalic dianhydride |
| EP0518543B1 (en) | 1991-06-10 | 1997-03-12 | MITSUI TOATSU CHEMICALS, Inc. | Polyimide and process for the preparation thereof |
| US5233186A (en) | 1992-06-19 | 1993-08-03 | Owens-Brockway Glass Container Inc. | Inspection of transparent containers with opposing reflection means |
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| US5414939A (en) | 1993-06-28 | 1995-05-16 | Owens-Brockway Glass Container Inc. | Contact measurement of container dimensional parameters |
| US5478913A (en) | 1993-12-22 | 1995-12-26 | E. I. Du Pont De Nemours And Company | Melt-processible polyimides with high Tg |
| US5502157A (en) | 1994-08-31 | 1996-03-26 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Copolyimides prepared from ODPA, BTDA and 3,4'-ODA |
| US5464928A (en) | 1994-09-01 | 1995-11-07 | The United States Of America As Represented By The United States National Aeronautics And Space Administration | Direct process for preparing semi-crystalline polyimides |
| US5478916A (en) | 1994-09-01 | 1995-12-26 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Solvent resistant copolyimide |
| US5637864A (en) | 1994-09-17 | 1997-06-10 | Owens-Brockway Glass Container Inc. | Optical inspection of translucent containers for vertical checks and split seams in the container sidewalls |
| US6048959A (en) * | 1994-12-16 | 2000-04-11 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Tough soluble aromatic thermoplastic copolyimides |
| US5644022A (en) * | 1995-02-14 | 1997-07-01 | The United States Of America As Represented By The Admninistrator Of The National Aeronautics And Space Administration | Copolyimides prepared from 3,4'-oxydianiline and 1,3-bis(3-aminophenoxy) benzene with 3,3'-4,4'-biphenylcarboxylic dianhydride having reactive endgroups |
| US5866676A (en) * | 1995-02-14 | 1999-02-02 | The United States Of America As Represented By The United States National Aeronautics And Space Administration | Copolyimides prepared from 3,4'-oxydianiline and 1,3-bis(3-aminophenoxy) benzene with 3,3', 4, 4'-biphenylcarboxylic dianhydride |
| HU224946B1 (en) | 1995-09-22 | 2006-04-28 | Owens Brockway Glass Container | System for checking containers by a field programmable gate array logic |
| US5896195A (en) | 1997-05-15 | 1999-04-20 | Owens-Brockway Glass Container Inc. | Container sealing surface area inspection |
| US6175107B1 (en) | 1998-05-27 | 2001-01-16 | Owens-Brockway Glass Container Inc. | Inspection of containers employing a single area array sensor and alternately strobed light sources |
-
2000
- 2000-12-21 US US09/741,943 patent/US6469126B1/en not_active Expired - Lifetime
-
2001
- 2001-11-05 DE DE60110357T patent/DE60110357T2/de not_active Expired - Fee Related
- 2001-11-05 EP EP01126196A patent/EP1217027B1/en not_active Expired - Lifetime
- 2001-12-21 JP JP2001390581A patent/JP2002201273A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2002201273A (ja) | 2002-07-19 |
| EP1217027A2 (en) | 2002-06-26 |
| DE60110357D1 (de) | 2005-06-02 |
| EP1217027B1 (en) | 2005-04-27 |
| US6469126B1 (en) | 2002-10-22 |
| EP1217027A3 (en) | 2003-03-26 |
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