DE1965378A1 - Loesungen von Copolymeren mit Amid- und Imidverkettungen und Verfahren zu deren Herstellung - Google Patents
Loesungen von Copolymeren mit Amid- und Imidverkettungen und Verfahren zu deren HerstellungInfo
- Publication number
- DE1965378A1 DE1965378A1 DE19691965378 DE1965378A DE1965378A1 DE 1965378 A1 DE1965378 A1 DE 1965378A1 DE 19691965378 DE19691965378 DE 19691965378 DE 1965378 A DE1965378 A DE 1965378A DE 1965378 A1 DE1965378 A1 DE 1965378A1
- Authority
- DE
- Germany
- Prior art keywords
- aromatic
- formula
- solution
- diisocyanate
- solutions
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 20
- 229920001577 copolymer Polymers 0.000 title claims description 15
- 150000001408 amides Chemical class 0.000 title claims description 6
- 150000003949 imides Chemical class 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 12
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 125000005442 diisocyanate group Chemical group 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000002798 polar solvent Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- 150000008065 acid anhydrides Chemical class 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 238000001816 cooling Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000000578 dry spinning Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004760 aramid Substances 0.000 description 3
- -1 aromatic dicarboxylic acids Chemical class 0.000 description 3
- 229920003235 aromatic polyamide Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 238000002166 wet spinning Methods 0.000 description 3
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 230000001174 ascending effect Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- 101100165177 Caenorhabditis elegans bath-15 gene Proteins 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004962 Polyamide-imide Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- MZYHMUONCNKCHE-UHFFFAOYSA-N naphthalene-1,2,3,4-tetracarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=C(C(O)=O)C(C(O)=O)=C21 MZYHMUONCNKCHE-UHFFFAOYSA-N 0.000 description 1
- FVDOBFPYBSDRKH-UHFFFAOYSA-N perylene-3,4,9,10-tetracarboxylic acid Chemical compound C=12C3=CC=C(C(O)=O)C2=C(C(O)=O)C=CC=1C1=CC=C(C(O)=O)C2=C1C3=CC=C2C(=O)O FVDOBFPYBSDRKH-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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
- C08G73/14—Polyamide-imides
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/343—Polycarboxylic acids having at least three carboxylic acid groups
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)
- Polyurethanes Or Polyureas (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR181948 | 1968-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1965378A1 true DE1965378A1 (de) | 1970-07-16 |
Family
ID=8659429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691965378 Pending DE1965378A1 (de) | 1968-12-30 | 1969-12-30 | Loesungen von Copolymeren mit Amid- und Imidverkettungen und Verfahren zu deren Herstellung |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3929691A (OSRAM) |
| JP (1) | JPS5140119B1 (OSRAM) |
| BE (1) | BE743823A (OSRAM) |
| CA (1) | CA990427A (OSRAM) |
| CH (1) | CH517843A (OSRAM) |
| DE (1) | DE1965378A1 (OSRAM) |
| FR (1) | FR1600067A (OSRAM) |
| GB (1) | GB1301681A (OSRAM) |
| IL (1) | IL33634A (OSRAM) |
| LU (1) | LU60107A1 (OSRAM) |
| NL (1) | NL6919206A (OSRAM) |
| SE (1) | SE360401B (OSRAM) |
| ZA (1) | ZA698954B (OSRAM) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2543816C3 (de) * | 1975-10-01 | 1980-09-25 | Basf Ag, 6700 Ludwigshafen | Verwendung von Fibrillen aus aromatischen Poly(amid-imid)harzen zur Herstellung von papier- und textilähnlichen Flächengebilden |
| DE2543824C3 (de) * | 1975-10-01 | 1980-05-14 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Fibrillen aus Poly(amid-imid)-harzen und die Fibrillen aus diesen Harzen |
| US4225686A (en) * | 1979-07-19 | 1980-09-30 | The Upjohn Company | Blends of copolyimides with copolyamideimides |
| JPS56159314A (en) * | 1980-05-09 | 1981-12-08 | Ube Ind Ltd | Preparation of polyimide fiber |
| US4467083A (en) * | 1983-10-03 | 1984-08-21 | The Upjohn Company | Copolyamide-imides |
| EP0184592A1 (en) * | 1984-12-13 | 1986-06-18 | General Electric Company | Novel acid-extended copolyamideimides and method for their preparation |
| EP0184591A1 (en) * | 1984-12-13 | 1986-06-18 | General Electric Company | Novel copolyamideimides, prepolymers therefor and method for their preparation |
| US5124428A (en) * | 1991-05-31 | 1992-06-23 | Amoco Corporation | Amide-imide resin for production of heat-resistant fiber |
| FR2685354B1 (fr) * | 1991-12-24 | 1996-03-29 | Rhone Poulenc Fibres | Procede de filage de solutions de polyamides-imides (pai) a base de toluylene ou de metaphenylene diisocyanates et fibres ainsi obtenues. |
| US6258916B1 (en) | 1991-12-24 | 2001-07-10 | Rhone-Poulenc Fibres | Process for spinning from solution of polyamide-imides (PAI) based on tolylene or meta-phenylene diisocyanates and fibers thus obtained |
| US5756635A (en) * | 1991-12-24 | 1998-05-26 | Rhone-Poulenc Fibres | Process for spinning from solution of polyamide-imides (PAI) based on tolylene or met-phenylene diisocyanates and fibres thus obtained |
| JPH07310232A (ja) * | 1994-05-13 | 1995-11-28 | Toyobo Co Ltd | バグフィルター用ポリアミドイミド繊維 |
| US9201353B2 (en) * | 2013-03-01 | 2015-12-01 | Xerox Corporation | Intermediate transfer member and method of manufacture |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128400C (OSRAM) * | 1961-06-30 | |||
| US3314923A (en) * | 1963-11-26 | 1967-04-18 | Bayer Ag | Process for preparing imide containing polyisocyanates |
-
1968
- 1968-12-30 FR FR181948A patent/FR1600067A/fr not_active Expired
-
1969
- 1969-12-22 NL NL6919206A patent/NL6919206A/xx not_active Application Discontinuation
- 1969-12-26 JP JP44104483A patent/JPS5140119B1/ja active Pending
- 1969-12-29 IL IL33634A patent/IL33634A/en unknown
- 1969-12-29 SE SE18009/69A patent/SE360401B/xx unknown
- 1969-12-29 CH CH1935269A patent/CH517843A/fr not_active IP Right Cessation
- 1969-12-29 CA CA071,036A patent/CA990427A/fr not_active Expired
- 1969-12-29 LU LU60107D patent/LU60107A1/xx unknown
- 1969-12-29 BE BE743823D patent/BE743823A/xx unknown
- 1969-12-29 US US888913A patent/US3929691A/en not_active Expired - Lifetime
- 1969-12-29 ZA ZA698954*A patent/ZA698954B/xx unknown
- 1969-12-30 GB GB6339469A patent/GB1301681A/en not_active Expired
- 1969-12-30 DE DE19691965378 patent/DE1965378A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US3929691A (en) | 1975-12-30 |
| IL33634A0 (en) | 1970-02-19 |
| CH517843A (fr) | 1972-01-15 |
| IL33634A (en) | 1973-11-28 |
| ZA698954B (en) | 1971-02-24 |
| SE360401B (OSRAM) | 1973-09-24 |
| FR1600067A (OSRAM) | 1970-07-20 |
| GB1301681A (OSRAM) | 1973-01-04 |
| LU60107A1 (OSRAM) | 1970-07-01 |
| CA990427A (fr) | 1976-06-01 |
| BE743823A (OSRAM) | 1970-06-29 |
| JPS5140119B1 (OSRAM) | 1976-11-01 |
| NL6919206A (OSRAM) | 1970-07-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHW | Rejection |