CA1104733A - Copolyetheresteramides stables a l'hydrolyse - Google Patents
Copolyetheresteramides stables a l'hydrolyseInfo
- Publication number
- CA1104733A CA1104733A CA295,492A CA295492A CA1104733A CA 1104733 A CA1104733 A CA 1104733A CA 295492 A CA295492 A CA 295492A CA 1104733 A CA1104733 A CA 1104733A
- Authority
- CA
- Canada
- Prior art keywords
- polyamide
- omega
- copolyetheresteramides
- chain
- monocarboxylic
- 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
Links
- 239000004952 Polyamide Substances 0.000 claims abstract description 46
- 229920002647 polyamide Polymers 0.000 claims abstract description 46
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 15
- -1 polyoxyethylene Polymers 0.000 claims abstract description 14
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 9
- 230000007062 hydrolysis Effects 0.000 claims abstract description 9
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 238000006068 polycondensation reaction Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 239000000178 monomer Substances 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000004953 Aliphatic polyamide Substances 0.000 claims description 4
- 229920003231 aliphatic polyamide Polymers 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 241000238876 Acari Species 0.000 claims description 2
- 229920001515 polyalkylene glycol Polymers 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 241001080506 Aphyosemion alpha Species 0.000 claims 1
- 241001565477 Aphyosemion omega Species 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 17
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 9
- 229920001451 polypropylene glycol Polymers 0.000 abstract description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 14
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 235000011037 adipic acid Nutrition 0.000 description 7
- 239000001361 adipic acid Substances 0.000 description 7
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 6
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000470 constituent Substances 0.000 description 3
- 125000006182 dimethyl benzyl group Chemical group 0.000 description 3
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 2
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 1
- 229920002614 Polyether block amide Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QFNNDGVVMCZKEY-UHFFFAOYSA-N azacyclododecan-2-one Chemical compound O=C1CCCCCCCCCCN1 QFNNDGVVMCZKEY-UHFFFAOYSA-N 0.000 description 1
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid group Chemical group C(CCCCCC)(=O)O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid group Chemical group C(CCCCC)(=O)O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000012693 lactam polymerization Methods 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229940100630 metacresol Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/44—Polyester-amides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/926—Polyamide containing a plurality of oxyalkylene groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/927—Polyamide admixed with oxyalkylene-containing polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7701886 | 1977-01-24 | ||
| FR7701886A FR2378058A1 (fr) | 1977-01-24 | 1977-01-24 | Copolyetheresteramides stables a l'hydrolyse |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1104733A true CA1104733A (fr) | 1981-07-07 |
Family
ID=9185821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA295,492A Expired CA1104733A (fr) | 1977-01-24 | 1978-01-23 | Copolyetheresteramides stables a l'hydrolyse |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4238582A (en, 2012) |
| JP (1) | JPS53104694A (en, 2012) |
| BE (1) | BE863186A (en, 2012) |
| CA (1) | CA1104733A (en, 2012) |
| CH (1) | CH629833A5 (en, 2012) |
| DE (1) | DE2802989C2 (en, 2012) |
| DK (1) | DK158004C (en, 2012) |
| ES (1) | ES466246A1 (en, 2012) |
| FR (1) | FR2378058A1 (en, 2012) |
| GB (1) | GB1555644A (en, 2012) |
| IT (1) | IT1093261B (en, 2012) |
| NL (1) | NL175629C (en, 2012) |
| PL (1) | PL111803B1 (en, 2012) |
| SU (1) | SU1079179A3 (en, 2012) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2930343A1 (de) * | 1979-07-26 | 1981-02-19 | Huels Chemische Werke Ag | Formmasse aus einem hochmolekularen linearen polyester |
| DE2932234C2 (de) * | 1979-08-09 | 1982-01-28 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von Polyether(ester)amiden |
| DE2936977C2 (de) * | 1979-09-13 | 1986-06-12 | Hüls AG, 4370 Marl | Verfahren zur Herstellung von Polyether(ester)amiden |
| US4346024A (en) * | 1979-12-10 | 1982-08-24 | Rhone-Poulenc Industries | Heat-stable polyphase polyamide/polyesteramide compositions |
| EP0108491B1 (en) * | 1982-10-01 | 1987-08-12 | Raychem Limited | Electric wire with flame retarded cladding |
| CH658063A5 (de) * | 1983-08-05 | 1986-10-15 | Inventa Ag | Verfahren zur herstellung von hydrolysestabilen blockpolyetheresteramiden. |
| US4536563A (en) * | 1983-11-18 | 1985-08-20 | Daicel Chemical Industries, Ltd. | Process for manufacturing polyetheresteramide |
| US4717618A (en) * | 1983-12-06 | 1988-01-05 | American Can Company | Film and blends of polyetheramide block copolymer and ethylene vinyl alcohol copolymer |
| DE3909215A1 (de) * | 1989-02-11 | 1990-08-23 | Bayer Ag | Polyetheramid-schmelzklebstoffe |
| FR2672053B1 (fr) * | 1991-01-30 | 1993-04-23 | Atochem | Polyether bloc amides, leur procede de synthese. |
| FR2673946B1 (fr) * | 1991-03-15 | 1993-05-28 | Atochem | Polyether bloc amides, leur procede de synthese. |
| US5217795A (en) * | 1991-08-13 | 1993-06-08 | Kimberly-Clark Corporation | Polymeric web compositions having improved alkaline solubility for use as fibers |
| WO1999028371A1 (de) | 1997-12-03 | 1999-06-10 | Bayer Aktiengesellschaft | Polyetheresteramide |
| US6399713B1 (en) * | 2001-01-24 | 2002-06-04 | Arizona Chemical Company | Hydrocarbon-terminated polyether-polyamide block copolymers and uses thereof |
| US6870011B2 (en) * | 2001-01-24 | 2005-03-22 | Arizona Chemical Company | Hydrocarbon-terminated polyether-polyamide block copolymers and uses thereof |
| US7166656B2 (en) * | 2001-11-13 | 2007-01-23 | Eastman Kodak Company | Smectite clay intercalated with polyether block polyamide copolymer |
| DE102005048131A1 (de) * | 2005-10-06 | 2007-04-12 | Bayer Innovation Gmbh | Antimikrobielle Kunststoffzusammensetzung mit niedriger Elutionsrate und langer Wirksamkeit |
| US20070106034A1 (en) * | 2005-11-03 | 2007-05-10 | Annett Linemann | Process to make copolymers having polyamide blocks and polyether blocks |
| DE102007006761A1 (de) | 2007-02-12 | 2008-08-14 | Bayer Innovation Gmbh | Teilneutralisierte Wirkstoffe enthaltende Polymerformmassen |
| CA3125418A1 (en) | 2019-03-07 | 2020-09-10 | Covestro Intellectual Property Gmbh & Co. Kg | Layer structure for producing a hinge, in particular for producing multi-layered book covers |
| CN118610703A (zh) * | 2020-04-09 | 2024-09-06 | 宁德时代新能源科技股份有限公司 | 电池、电池组、用电设备和电池的制造方法 |
| US12194768B2 (en) | 2020-10-26 | 2025-01-14 | Covestro Deutschland Ag | Layer structure with engraving as visible security element |
| KR20240116723A (ko) | 2021-11-30 | 2024-07-30 | 코베스트로 도이칠란트 아게 | 보안 문서의 제조를 위한 특수 플라스틱 필름 |
| WO2024121010A1 (de) | 2022-12-05 | 2024-06-13 | Covestro Deutschland Ag | Mehrschichtaufbau mit guten eigenschaften zum bedrucken |
| WO2024245912A1 (de) | 2023-05-30 | 2024-12-05 | Covestro Deutschland Ag | Bedruckbare kunststofffolie für die herstellung von sicherheitsdokumenten |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2174527A (en) * | 1935-01-02 | 1939-10-03 | Du Pont | Polyamides |
| GB890437A (en) * | 1958-02-20 | 1962-02-28 | Du Pont | Polycarbonamides |
| GB1180403A (en) * | 1966-02-11 | 1970-02-04 | Toyo Rayon Co Ltd | Polyamide Resin Composition |
| US3514498A (en) * | 1966-11-01 | 1970-05-26 | Toray Industries | Antistatic synthetic resin composition containing a polyether - polyamide block copolymer wherein an ionic functional group is made to coexist |
| FR1550292A (en, 2012) * | 1966-11-01 | 1968-12-20 | ||
| US3522329A (en) * | 1968-02-06 | 1970-07-28 | Kaoru Okazaki | Composition comprising polyester and polyether-polyamide blockcopolymer |
| GB1270097A (en) * | 1968-09-05 | 1972-04-12 | Ici Ltd | Polyamide and polyetheresteramide composition |
| US3839245A (en) * | 1972-03-30 | 1974-10-01 | Emery Industries Inc | Poly(ether-ester-amide) antistatic compositions derived from dimr acids |
| US3923925A (en) * | 1972-10-04 | 1975-12-02 | Bayer Ag | Process for the preparation of polyamides with increase impact strength |
| FR2273021B1 (en, 2012) * | 1974-05-31 | 1977-03-11 | Ato Chimie |
-
1977
- 1977-01-24 FR FR7701886A patent/FR2378058A1/fr active Granted
-
1978
- 1978-01-23 ES ES466246A patent/ES466246A1/es not_active Expired
- 1978-01-23 CA CA295,492A patent/CA1104733A/fr not_active Expired
- 1978-01-23 BE BE184526A patent/BE863186A/xx not_active IP Right Cessation
- 1978-01-23 PL PL1978204169A patent/PL111803B1/pl unknown
- 1978-01-23 DK DK032378A patent/DK158004C/da not_active IP Right Cessation
- 1978-01-23 GB GB2568/78A patent/GB1555644A/en not_active Expired
- 1978-01-23 IT IT9512/78A patent/IT1093261B/it active
- 1978-01-24 SU SU782567997A patent/SU1079179A3/ru active
- 1978-01-24 NL NLAANVRAGE7800847,A patent/NL175629C/xx not_active IP Right Cessation
- 1978-01-24 DE DE2802989A patent/DE2802989C2/de not_active Expired
- 1978-01-24 CH CH75378A patent/CH629833A5/fr not_active IP Right Cessation
- 1978-01-24 JP JP589878A patent/JPS53104694A/ja active Granted
-
1979
- 1979-07-05 US US06/054,976 patent/US4238582A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| NL7800847A (nl) | 1978-07-26 |
| US4238582A (en) | 1980-12-09 |
| PL204169A1 (pl) | 1979-06-04 |
| CH629833A5 (fr) | 1982-05-14 |
| DE2802989A1 (de) | 1978-07-27 |
| JPS5724807B2 (en, 2012) | 1982-05-26 |
| BE863186A (fr) | 1978-05-16 |
| DK32378A (da) | 1978-07-25 |
| GB1555644A (en) | 1979-11-14 |
| FR2378058B1 (en, 2012) | 1979-05-11 |
| IT1093261B (it) | 1985-07-19 |
| FR2378058A1 (fr) | 1978-08-18 |
| JPS53104694A (en) | 1978-09-12 |
| ES466246A1 (es) | 1978-10-16 |
| DK158004C (da) | 1990-08-27 |
| NL175629C (nl) | 1984-12-03 |
| PL111803B1 (en) | 1980-09-30 |
| DK158004B (da) | 1990-03-12 |
| SU1079179A3 (ru) | 1984-03-07 |
| NL175629B (nl) | 1984-07-02 |
| DE2802989C2 (de) | 1985-07-11 |
| IT7819512A0 (it) | 1978-01-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |