DE1130592B - Verfahren zur Herstellung endgruppenmodifizierter Polyamide - Google Patents
Verfahren zur Herstellung endgruppenmodifizierter PolyamideInfo
- Publication number
- DE1130592B DE1130592B DEV11527A DEV0011527A DE1130592B DE 1130592 B DE1130592 B DE 1130592B DE V11527 A DEV11527 A DE V11527A DE V0011527 A DEV0011527 A DE V0011527A DE 1130592 B DE1130592 B DE 1130592B
- Authority
- DE
- Germany
- Prior art keywords
- lactam
- polymerization
- caprolactam
- polyamides
- production
- 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 23
- 229920002647 polyamide Polymers 0.000 title claims description 23
- 238000000034 method Methods 0.000 title claims description 16
- 230000008569 process Effects 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000003951 lactams Chemical class 0.000 claims description 45
- 238000006116 polymerization reaction Methods 0.000 claims description 26
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 10
- 235000019270 ammonium chloride Nutrition 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- 239000012429 reaction media Substances 0.000 claims description 2
- 238000009987 spinning Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000011261 inert gas Substances 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- XKDUZXVNQOZCFC-UHFFFAOYSA-N hexan-1-amine;hydron;chloride Chemical compound Cl.CCCCCCN XKDUZXVNQOZCFC-UHFFFAOYSA-N 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 caproylamino-caproylhexylamine Chemical compound 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 2
- XMVQMBLTFKAIOX-UHFFFAOYSA-N 6-azaniumylhexylazanium;dichloride Chemical compound [Cl-].[Cl-].[NH3+]CCCCCC[NH3+] XMVQMBLTFKAIOX-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- UAAQMXCVEKGQJZ-UHFFFAOYSA-N 2-(hexanoylamino)hexanoic acid Chemical compound CCCCCC(=O)NC(C(O)=O)CCCC UAAQMXCVEKGQJZ-UHFFFAOYSA-N 0.000 description 1
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- NIOMUJJKCGJROX-UHFFFAOYSA-N 2-benzamidohexanoic acid Chemical compound CCCCC(C(O)=O)NC(=O)C1=CC=CC=C1 NIOMUJJKCGJROX-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000002344 aminooxy group Chemical group [H]N([H])O[*] 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 201000005884 exanthem Diseases 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 150000003948 formamides Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000002506 high-vacuum sublimation Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000005406 washing Methods 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
-
- 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE561967D BE561967A (enrdf_load_stackoverflow) | 1956-11-16 | ||
| DEV11527A DE1130592B (de) | 1956-11-16 | 1956-11-16 | Verfahren zur Herstellung endgruppenmodifizierter Polyamide |
| CH5190157A CH363804A (de) | 1956-11-16 | 1957-10-23 | Verfahren zur Herstellung von Polyamiden |
| FR1187903D FR1187903A (fr) | 1956-11-16 | 1957-10-31 | Procédé pour la préparation de polyamides à groupes terminaux modifiés |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEV11527A DE1130592B (de) | 1956-11-16 | 1956-11-16 | Verfahren zur Herstellung endgruppenmodifizierter Polyamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1130592B true DE1130592B (de) | 1962-05-30 |
Family
ID=7573507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEV11527A Pending DE1130592B (de) | 1956-11-16 | 1956-11-16 | Verfahren zur Herstellung endgruppenmodifizierter Polyamide |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE561967A (enrdf_load_stackoverflow) |
| CH (1) | CH363804A (enrdf_load_stackoverflow) |
| DE (1) | DE1130592B (enrdf_load_stackoverflow) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR860533A (fr) * | 1938-09-30 | 1941-01-24 | Du Pont | Procédé de préparation de polyamides synthétiques linéaires |
| DE748253C (de) * | 1938-06-10 | 1944-10-30 | Verfahren zur Herstellung verformbarer hochmolekularer Polyamide | |
| GB757539A (en) * | 1953-03-20 | 1956-09-19 | Perfogit Spa | Improved process for the polymerization of caprolactam |
-
0
- BE BE561967D patent/BE561967A/xx unknown
-
1956
- 1956-11-16 DE DEV11527A patent/DE1130592B/de active Pending
-
1957
- 1957-10-23 CH CH5190157A patent/CH363804A/de unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE748253C (de) * | 1938-06-10 | 1944-10-30 | Verfahren zur Herstellung verformbarer hochmolekularer Polyamide | |
| FR860533A (fr) * | 1938-09-30 | 1941-01-24 | Du Pont | Procédé de préparation de polyamides synthétiques linéaires |
| GB757539A (en) * | 1953-03-20 | 1956-09-19 | Perfogit Spa | Improved process for the polymerization of caprolactam |
Also Published As
| Publication number | Publication date |
|---|---|
| CH363804A (de) | 1962-08-15 |
| BE561967A (enrdf_load_stackoverflow) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1420241A1 (de) | Verfahren zur alkalischen Polymerisation von Lactamen | |
| Smith | The re‐equilibration of polycaproamide | |
| DE10047657B4 (de) | Verfahren zur Herstellung von Polycaprolactam, ein Polycaprolactam und dessen Verwendung | |
| EP0745631B1 (de) | Verfahren zur Wiederverwertung von wässrigen Extraktlösungen, die bei der Herstellung von PA 6 oder Copolyamiden anfallen | |
| DE2454118C2 (de) | Verfahren zur Herstellung eines hydrophilen Blockcopolymeren und dessen Verwendung | |
| DE1495848B2 (de) | Verfahren zur Herstellung von Poly-e-Caprolactam | |
| DE1265412B (de) | Verfahren zur Herstellung von transparenten Copolyamiden | |
| DE1520924A1 (de) | Verfahren zur Herstellung von Polyamiden | |
| DE1130592B (de) | Verfahren zur Herstellung endgruppenmodifizierter Polyamide | |
| DE19505150A1 (de) | Verfahren zur Extraktion von Polyamid-6 oder Copolyamiden mit epsilon-Caprolactam | |
| DE1301112C2 (de) | Verfahren zur Herstellung von Formkoerpern auf der Basis von Polyamiden | |
| DE68907418T2 (de) | Molekulargewicht-Regulator für die Polymerisation von Lactamen zu Polyamiden. | |
| AT211553B (de) | Verfahren zur Herstellung endgruppenmodifizierter Polyamide | |
| DE1420237B2 (de) | Verfahren zum Stabilisieren von linearen Polyamiden | |
| DE888617C (de) | Verfahren zur Herstellung von stickstoffhaltigen Polykondensaten | |
| DE2215515A1 (de) | Verfahren zur Herstellung von kationisch färbbarem Polycaprolactam | |
| DE3134717A1 (de) | Verfahren zur herstellung von polycaprolactam | |
| DE932454C (de) | Verfahren zur Herstellung von Kunstmassen | |
| DE915985C (de) | Verfahren zur Herstellung von linearen, Amidgruppen enthaltenden Polykondensationsprodukten | |
| DE909042C (de) | Verfahren zur Herstellung von Polykondensationsprodukten | |
| DE10146932B4 (de) | Verfahren zur Verminderung des Caprolactamgehaltes von Polyamid 6, ein Polyamid 6 und dessen Verwendung | |
| DE1958306A1 (de) | Verfahren zum Nachstabilisieren von Polyamiden | |
| AT237294B (de) | Verfahren zur Gewinnung hochmolekularer Formaldehydpolymerer | |
| DE865803C (de) | Verfahren zur Modifizierung linearer Polyamide | |
| DE1420237C (de) | Verfahren zum Stabilisieren von linearen Polyamiden |