DE2118510A1 - Verfahren zur Herstellung von Formkörpern aus Polyamiden - Google Patents
Verfahren zur Herstellung von Formkörpern aus PolyamidenInfo
- Publication number
- DE2118510A1 DE2118510A1 DE19712118510 DE2118510A DE2118510A1 DE 2118510 A1 DE2118510 A1 DE 2118510A1 DE 19712118510 DE19712118510 DE 19712118510 DE 2118510 A DE2118510 A DE 2118510A DE 2118510 A1 DE2118510 A1 DE 2118510A1
- Authority
- DE
- Germany
- Prior art keywords
- polyamides
- polyamide
- substituents
- aromatic
- diamines
- 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
- 239000004952 Polyamide Substances 0.000 title claims description 56
- 229920002647 polyamide Polymers 0.000 title claims description 56
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 150000001408 amides Chemical class 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 239000000155 melt Substances 0.000 claims description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 30
- 239000002904 solvent Substances 0.000 description 17
- 150000004985 diamines Chemical class 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 10
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
- 238000009833 condensation Methods 0.000 description 10
- 230000005494 condensation Effects 0.000 description 10
- -1 N-substituted Amino Chemical class 0.000 description 9
- 150000001991 dicarboxylic acids Chemical class 0.000 description 9
- 238000002844 melting Methods 0.000 description 9
- 230000008018 melting Effects 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 238000003776 cleavage reaction Methods 0.000 description 6
- 230000007017 scission Effects 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 3
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000004984 aromatic diamines Chemical class 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229940018564 m-phenylenediamine Drugs 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- ZZKUNJARGOJVQS-UHFFFAOYSA-N n-[[4-[(tert-butylamino)methyl]phenyl]methyl]-2-methylpropan-2-amine Chemical compound CC(C)(C)NCC1=CC=C(CNC(C)(C)C)C=C1 ZZKUNJARGOJVQS-UHFFFAOYSA-N 0.000 description 2
- DMCTVRQBJMBEDT-UHFFFAOYSA-N phenol;1,1,1,2-tetrachloroethane Chemical compound ClCC(Cl)(Cl)Cl.OC1=CC=CC=C1 DMCTVRQBJMBEDT-UHFFFAOYSA-N 0.000 description 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- LNGJOYPCXLOTKL-WHFBIAKZSA-N (1s,3s)-cyclopentane-1,3-dicarboxylic acid Chemical compound OC(=O)[C@H]1CC[C@H](C(O)=O)C1 LNGJOYPCXLOTKL-WHFBIAKZSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- IFPNMSWNEMEYIH-UHFFFAOYSA-N 1-n,3-n-bis(2-methylpropyl)benzene-1,3-diamine Chemical compound CC(C)CNC1=CC=CC(NCC(C)C)=C1 IFPNMSWNEMEYIH-UHFFFAOYSA-N 0.000 description 1
- XFDUHJPVQKIXHO-UHFFFAOYSA-N 3-aminobenzoic acid Chemical compound NC1=CC=CC(C(O)=O)=C1 XFDUHJPVQKIXHO-UHFFFAOYSA-N 0.000 description 1
- DGNHGRLDBKAPEH-UHFFFAOYSA-N 3-azaniumyl-2,2-dimethylpropanoate Chemical compound NCC(C)(C)C(O)=O DGNHGRLDBKAPEH-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
- 241000238876 Acari Species 0.000 description 1
- 229920008712 Copo Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- HTALOEFRFXMCFB-BQBZGAKWSA-N [(1S,3S)-3-(aminomethyl)cyclopentyl]methanamine Chemical compound NC[C@@H]1C[C@H](CC1)CN HTALOEFRFXMCFB-BQBZGAKWSA-N 0.000 description 1
- ZBLACDIKXKCJGF-WDSKDSINSA-N [(1r,2r)-2-(aminomethyl)cyclobutyl]methanamine Chemical compound NC[C@@H]1CC[C@H]1CN ZBLACDIKXKCJGF-WDSKDSINSA-N 0.000 description 1
- BDYVWDMHYNGVGE-YUMQZZPRSA-N [(1r,2r)-2-(aminomethyl)cyclohexyl]methanamine Chemical compound NC[C@@H]1CCCC[C@H]1CN BDYVWDMHYNGVGE-YUMQZZPRSA-N 0.000 description 1
- QWBXSHYNFZGYAM-UHFFFAOYSA-N [3-(aminomethyl)-2,4-dimethylphenyl]methanamine Chemical compound CC1=CC=C(CN)C(C)=C1CN QWBXSHYNFZGYAM-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- AJSMFLLYPNSHIV-UHFFFAOYSA-N [4-(aminomethyl)-2,5-dimethylphenyl]methanamine Chemical compound CC1=CC(CN)=C(C)C=C1CN AJSMFLLYPNSHIV-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- MPFLRYZEEAQMLQ-UHFFFAOYSA-N dinicotinic acid Chemical compound OC(=O)C1=CN=CC(C(O)=O)=C1 MPFLRYZEEAQMLQ-UHFFFAOYSA-N 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000010035 extrusion spinning Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000004988 m-phenylenediamines Chemical class 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- LTRQCWUIJWVNNK-UHFFFAOYSA-N n,n'-bis(2-methylpropyl)hexane-1,6-diamine Chemical compound CC(C)CNCCCCCCNCC(C)C LTRQCWUIJWVNNK-UHFFFAOYSA-N 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
- DFFZOPXDTCDZDP-UHFFFAOYSA-N naphthalene-1,5-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1C(O)=O DFFZOPXDTCDZDP-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000004989 p-phenylenediamines Chemical class 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N xylylenediamine group Chemical group C=1(C(=CC=CC1)CN)CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 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
- C08G69/48—Polymers modified by chemical after-treatment
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712118510 DE2118510A1 (de) | 1971-04-16 | 1971-04-16 | Verfahren zur Herstellung von Formkörpern aus Polyamiden |
| ES401636A ES401636A1 (es) | 1971-04-16 | 1972-04-10 | Procedimiento para fabricar piezas moldeadas a partir de poliamidas. |
| NL7204823A NL7204823A (enExample) | 1971-04-16 | 1972-04-11 | |
| BR722209A BR7202209D0 (pt) | 1971-04-16 | 1972-04-14 | Processo para a preparacao de corpos de moldagem de poliamidas |
| IT7252/72A IT953315B (it) | 1971-04-16 | 1972-04-14 | Processo per la preparazione di corpi formati da poliamid |
| US00244281A US3792148A (en) | 1971-04-16 | 1972-04-14 | Process for the preparation of shaped articles from polyamides |
| AT327172A AT322848B (de) | 1971-04-16 | 1972-04-14 | Verfahren zur herstellung von formkörpern aus polyamiden |
| CA139,682A CA979586A (en) | 1971-04-16 | 1972-04-14 | Process for the preparation of shaped articles from polyamides |
| ZA722517A ZA722517B (en) | 1971-04-16 | 1972-04-14 | Process for the preparation of shaped articles from polyamides |
| FR7213389A FR2133809B1 (enExample) | 1971-04-16 | 1972-04-17 | |
| BE782215A BE782215A (fr) | 1971-04-16 | 1972-04-17 | Fabrication d'articles faconnes en polyamides |
| GB1769372A GB1392112A (en) | 1971-04-16 | 1972-04-17 | Process for the production of articles of polyamides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712118510 DE2118510A1 (de) | 1971-04-16 | 1971-04-16 | Verfahren zur Herstellung von Formkörpern aus Polyamiden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2118510A1 true DE2118510A1 (de) | 1972-10-26 |
Family
ID=5804912
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712118510 Pending DE2118510A1 (de) | 1971-04-16 | 1971-04-16 | Verfahren zur Herstellung von Formkörpern aus Polyamiden |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3792148A (enExample) |
| AT (1) | AT322848B (enExample) |
| BE (1) | BE782215A (enExample) |
| BR (1) | BR7202209D0 (enExample) |
| CA (1) | CA979586A (enExample) |
| DE (1) | DE2118510A1 (enExample) |
| ES (1) | ES401636A1 (enExample) |
| FR (1) | FR2133809B1 (enExample) |
| GB (1) | GB1392112A (enExample) |
| IT (1) | IT953315B (enExample) |
| NL (1) | NL7204823A (enExample) |
| ZA (1) | ZA722517B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4914180A (en) * | 1988-09-30 | 1990-04-03 | Hoechst Celanese Corporation | Polyamides prepared from 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoro propane |
| US4978742A (en) * | 1988-09-30 | 1990-12-18 | Hoechst Celanese Corp. | Polymers prepared from 2-(3-aminophenyl)-2-(4-aminophenyl) hexafluoro propane |
| US4952669A (en) * | 1988-09-30 | 1990-08-28 | Hoechst Celanese Corp. | Copolyimides prepared from 2-(3-aminophenyl)-2-(4-aminophenyl) Hexafluoro propane |
| JP2009130874A (ja) * | 2007-11-28 | 2009-06-11 | Hitachi Ltd | 表示装置および映像機器 |
| JP7321102B2 (ja) * | 2017-06-14 | 2023-08-04 | ソルベイ スペシャルティ ポリマーズ ユーエスエー, エルエルシー | 3-(アミノメチル)安息香酸から得ることができるコポリアミド |
| CN110809596B (zh) * | 2017-06-14 | 2022-11-15 | 索尔维特殊聚合物美国有限责任公司 | 由3-(氨基烷基)苯甲酸可获得的聚酰胺 |
-
1971
- 1971-04-16 DE DE19712118510 patent/DE2118510A1/de active Pending
-
1972
- 1972-04-10 ES ES401636A patent/ES401636A1/es not_active Expired
- 1972-04-11 NL NL7204823A patent/NL7204823A/xx unknown
- 1972-04-14 AT AT327172A patent/AT322848B/de not_active IP Right Cessation
- 1972-04-14 BR BR722209A patent/BR7202209D0/pt unknown
- 1972-04-14 ZA ZA722517A patent/ZA722517B/xx unknown
- 1972-04-14 US US00244281A patent/US3792148A/en not_active Expired - Lifetime
- 1972-04-14 IT IT7252/72A patent/IT953315B/it active
- 1972-04-14 CA CA139,682A patent/CA979586A/en not_active Expired
- 1972-04-17 FR FR7213389A patent/FR2133809B1/fr not_active Expired
- 1972-04-17 GB GB1769372A patent/GB1392112A/en not_active Expired
- 1972-04-17 BE BE782215A patent/BE782215A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES401636A1 (es) | 1975-02-16 |
| CA979586A (en) | 1975-12-09 |
| NL7204823A (enExample) | 1972-10-18 |
| FR2133809B1 (enExample) | 1977-07-15 |
| FR2133809A1 (enExample) | 1972-12-01 |
| ZA722517B (en) | 1973-02-28 |
| GB1392112A (en) | 1975-04-30 |
| BE782215A (fr) | 1972-10-17 |
| BR7202209D0 (pt) | 1973-07-03 |
| US3792148A (en) | 1974-02-12 |
| AT322848B (de) | 1975-06-10 |
| IT953315B (it) | 1973-08-10 |
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