IE42882B1 - Polymeric products containing imide groups, and prepared from a polyester free from aliphatic unsaturation - Google Patents
Polymeric products containing imide groups, and prepared from a polyester free from aliphatic unsaturationInfo
- Publication number
- IE42882B1 IE42882B1 IE484/76A IE48476A IE42882B1 IE 42882 B1 IE42882 B1 IE 42882B1 IE 484/76 A IE484/76 A IE 484/76A IE 48476 A IE48476 A IE 48476A IE 42882 B1 IE42882 B1 IE 42882B1
- Authority
- IE
- Ireland
- Prior art keywords
- polyester
- product
- polyamine
- bis
- polyimide
- Prior art date
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 31
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 6
- 125000005462 imide group Chemical group 0.000 title claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 235000011037 adipic acid Nutrition 0.000 claims abstract description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims abstract 2
- 229920000768 polyamine Polymers 0.000 claims description 14
- 239000004642 Polyimide Substances 0.000 claims description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 229920001721 polyimide Polymers 0.000 claims description 12
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000000376 reactant Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000001361 adipic acid Substances 0.000 claims description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 2
- SQJQLYOMPSJVQS-UHFFFAOYSA-N 4-(4-carboxyphenyl)sulfonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1S(=O)(=O)C1=CC=C(C(O)=O)C=C1 SQJQLYOMPSJVQS-UHFFFAOYSA-N 0.000 claims description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- 229940035437 1,3-propanediol Drugs 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 21
- -1 polytetramethylene terephthalate Polymers 0.000 abstract description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract description 7
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 abstract description 3
- 150000003949 imides Chemical class 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 239000000945 filler Substances 0.000 abstract description 2
- 229920003192 poly(bis maleimide) Polymers 0.000 abstract description 2
- 239000012779 reinforcing material Substances 0.000 abstract description 2
- 229920001634 Copolyester Polymers 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 150000002531 isophthalic acids Chemical class 0.000 abstract 2
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 150000001279 adipic acids Chemical class 0.000 abstract 1
- 229920000874 polytetramethylene terephthalate Polymers 0.000 abstract 1
- 235000013772 propylene glycol Nutrition 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 150000003504 terephthalic acids Chemical class 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- FZIIBDOXPQOKBP-UHFFFAOYSA-N 2-methyloxetane Chemical compound CC1CCO1 FZIIBDOXPQOKBP-UHFFFAOYSA-N 0.000 description 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 1
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- FANBESOFXBDQSH-UHFFFAOYSA-N Ethyladipic acid Chemical compound CCC(C(O)=O)CCCC(O)=O FANBESOFXBDQSH-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 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
- C08G73/12—Unsaturated polyimide precursors
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)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Laminated Bodies (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7507381A FR2303836A1 (fr) | 1975-03-10 | 1975-03-10 | Polymeres a groupement imide comportant un polyester exempt d'insaturation aliphatique |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE42882L IE42882L (en) | 1976-09-10 |
| IE42882B1 true IE42882B1 (en) | 1980-11-05 |
Family
ID=9152339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE484/76A IE42882B1 (en) | 1975-03-10 | 1976-03-09 | Polymeric products containing imide groups, and prepared from a polyester free from aliphatic unsaturation |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4046835A (enExample) |
| JP (1) | JPS51115597A (enExample) |
| BE (1) | BE839389A (enExample) |
| CA (1) | CA1078995A (enExample) |
| DE (1) | DE2609639A1 (enExample) |
| DK (1) | DK101276A (enExample) |
| FR (1) | FR2303836A1 (enExample) |
| GB (1) | GB1494156A (enExample) |
| IE (1) | IE42882B1 (enExample) |
| LU (1) | LU74501A1 (enExample) |
| NL (1) | NL7602472A (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2304639A1 (fr) * | 1975-03-21 | 1976-10-15 | Rhone Poulenc Ind | Articles conformes en polymeres synthetiques contenant un polyimide |
| US4116941A (en) * | 1976-06-01 | 1978-09-26 | Standard Oil Company, A Corporation Of Indiana | Water-soluble polyester-imides |
| JPS5667326A (en) * | 1979-11-05 | 1981-06-06 | Hitachi Ltd | Imide type compound and production thereof |
| DE202008017997U1 (de) | 2007-03-21 | 2011-04-07 | Nkt Cables Ultera A/S | Abschlusseinheit |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3651012A (en) * | 1969-04-25 | 1972-03-21 | Gen Electric | Novel bis-imide compositions and polymers therefrom |
| US3717615A (en) * | 1969-04-25 | 1973-02-20 | Gen Electric | Polyimides |
| NL143262B (nl) * | 1970-08-27 | 1974-09-16 | Rhone Poulenc Sa | Werkwijze voor het bereiden van een thermohardend preparaat. |
| FR2126087B1 (enExample) * | 1971-02-24 | 1973-11-23 | Rhone Poulenc Sa | |
| US3970714A (en) * | 1971-02-24 | 1976-07-20 | Rhone-Poulenc S.A. | Heat-stable polyimide resin modified by unsaturated polyester |
| US3972960A (en) * | 1971-02-24 | 1976-08-03 | Rhone-Poulenc S.A. | Heat-stable polyimide resin modified by unsaturated polyester |
| US3763273A (en) * | 1971-04-21 | 1973-10-02 | Gen Electric | Imido substituted polyamide compositions blended with polyvinyl chloride |
-
1975
- 1975-03-10 FR FR7507381A patent/FR2303836A1/fr active Granted
-
1976
- 1976-03-01 JP JP51021221A patent/JPS51115597A/ja active Pending
- 1976-03-03 US US05/663,346 patent/US4046835A/en not_active Expired - Lifetime
- 1976-03-08 LU LU74501A patent/LU74501A1/xx unknown
- 1976-03-09 CA CA247,621A patent/CA1078995A/fr not_active Expired
- 1976-03-09 DK DK101276A patent/DK101276A/da unknown
- 1976-03-09 IE IE484/76A patent/IE42882B1/en unknown
- 1976-03-09 NL NL7602472A patent/NL7602472A/xx not_active Application Discontinuation
- 1976-03-09 DE DE19762609639 patent/DE2609639A1/de not_active Withdrawn
- 1976-03-09 GB GB9403/76A patent/GB1494156A/en not_active Expired
- 1976-03-10 BE BE165011A patent/BE839389A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL7602472A (nl) | 1976-09-14 |
| FR2303836A1 (fr) | 1976-10-08 |
| JPS51115597A (en) | 1976-10-12 |
| DE2609639A1 (de) | 1976-09-23 |
| DK101276A (da) | 1976-09-11 |
| LU74501A1 (enExample) | 1977-05-06 |
| FR2303836B1 (enExample) | 1977-11-18 |
| GB1494156A (en) | 1977-12-07 |
| BE839389A (fr) | 1976-09-10 |
| US4046835A (en) | 1977-09-06 |
| IE42882L (en) | 1976-09-10 |
| CA1078995A (fr) | 1980-06-03 |
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