CH240621A - Process for the production of plastics. - Google Patents
Process for the production of plastics.Info
- Publication number
- CH240621A CH240621A CH240621DA CH240621A CH 240621 A CH240621 A CH 240621A CH 240621D A CH240621D A CH 240621DA CH 240621 A CH240621 A CH 240621A
- Authority
- CH
- Switzerland
- Prior art keywords
- polyamides
- production
- plastics
- sulfone
- additives
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000004033 plastic Substances 0.000 title claims description 3
- 229920003023 plastic Polymers 0.000 title claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- 150000003951 lactams Chemical class 0.000 claims description 7
- -1 aromatic sulfones Chemical class 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000000126 substance Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 5
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 4
- 229960002684 aminocaproic acid Drugs 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- KZCDMIJHGSSDFO-UHFFFAOYSA-N 1-methyl-2-(2-methylphenyl)sulfonylbenzene Chemical compound CC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1C KZCDMIJHGSSDFO-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- QOCVOOWVZVIZEO-UHFFFAOYSA-N benzene;sulfamide Chemical class NS(N)(=O)=O.C1=CC=CC=C1 QOCVOOWVZVIZEO-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000006060 molten glass Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Description
Verfahren zur Herstellung von Kunststoffen. Die in bekannter Weise durch Polymeri- sation von Aminocarbonsäuren oder deren Lactamen hergestellten Polyamide sind in üblichen Lösungsmitteln unlöslich und lassen sich mit andern Stoffen nicht mischen.
Aus nahmen bilden nur Phenole oder sonstige zy klische Hydroxydverbindungen, ferner Form- amid, einige organische Säuren und Benzen- sulfamide, in welchen die Polyamide bei hö heren Temperaturen löslich sind. Diese .Stoffe sind aber als Plastifizierungsmittel, Streck mittel und sonstige Zusatzmittel entweder in folge ihrer chemischen bezw. physikalischen Eigenschaften wenig geeignet oder zu teuer. Das Mischen von fertigen Polyamiden mit diesen Stoffen ist ausserdem oft umständlich oder recht schwierig.
Das Beimischen dieser Stoffe vor oder während der Polymerisation, d. h. zu monomerem Lactam oder zu niedrigen Polymeren, kommt nicht in Betracht, da in solchen Fällen Zersetzungserscheinungen ein treten, die das Entstehen von hochwertigen, hochmolekularen Polymeren verhindern. An dere Stoffe, die das Polyamid nicht lösen können bezw. in Polyamiden nicht löslich sind, konnten bisher in keiner Weise bei- gemischt werden.
Es wurde gefunden, dass man auch solche die Polyamide nicht lösende und in denselben unlösliche Stoffe mit Polyamiden in weiten Grenzen vollkommen mischen kann, wenn diese Zusätze dem Lactam oder den lactam- haltigen Gemischen, die gegebenenfalls nied rige Polyamide enthalten können, zugefügt werden, vorausgesetzt, dass diese Zusätze mit der Amido- bezw. Carboxylgruppe nicht reagieren und in monomerem Lactam bei höheren Temperaturen löslich sind.
Die Poly- merisation wird dann in Gegenwart von die sen Zusätzen vorgenommen bezw. fortgesetzt.
Es wurde gefunden, dass als solche Zusätze aromatische Sulfone, wie z. B. Diphenyl- sulfon, Ditolylsulfon usw., mit Vorteil ver wendet werden können, wobei neben guter Spinnbarkeit, Widerstandsfähigkeit gegen über chemischen Einflüssen usw. auch ein ausgesprochener Mattierungseffekt erzielt wird. Schon bei einem Zusatz von 5 % aroma- tischem Sulfon werden stark mattierte Fa sern erhalten, wobei die ursprüngliche Festig-, keit unverändert bleibt.
Das Optimum liegt ungefähr bei 10 %, auf monomeres Lactam berechnet. Man kann annehmen, dass die Mat tierung durch feine oberflächliche Auskristal- lisierung des Sulfons verursacht wird, wobei die Hauptmenge des Sulfons in der Faser masse in homogener Phase, d. h. in fester Lösung festgehalten wird. Die Mattierung ist irn Wasser, in der Wäsche usw. beständig, da die Sulfone vollständig wasserunlöslich sind.
Beispiel r: 100 g reine s-Aminocapronsäure wurden bei normalem Druck in einem enghalsigen Kolben auf l50-220 C erhitzt. Nach einer Stunde wurden 6 g Diphenylsulfon zugesetzt und die Erhitzung wurde weitergeführt. Nach weiteren 4 Stunden wurde die Polykondensa tion beendet.
Die Schmelze liess sich zu festen, schön mattierten Fasern verspinnen oder zu geformten Gegenständen mit matter Ober fläche verarbeiten. <I>Beispiel 2:</I> 70 g reine s-Aminocapronsäure, 150 g s-Capronlactam und 45g Ditolylsulfon wur den in einem enghalsigen Kolben 7 Stunden bei 200-250 C polymerisiert. Das Produkt zeigte ähnliche Eigenschaften wie das gemäss Beispiel 1.
<I>Beispiel 3:</I> 10 g E-Capronlactam, 0,2 g a-Amino- capronsäure und 4 g T'olylphenylsulfon wur den in einem geschmolzenen Glasröhrchen 15 Stunden auf 180-240 C erhitzt. Die ge wonnene viskose, klare und vollkommen ho mogene Schmelze liess sich zu besonders wei- cben, tiefmatten Fäden verspinnen.
Process for the production of plastics. The polyamides prepared in a known manner by polymerizing aminocarboxylic acids or their lactams are insoluble in conventional solvents and cannot be mixed with other substances.
The only exceptions are phenols or other cyclic hydroxide compounds, also formamide, some organic acids and benzene sulfamides, in which the polyamides are soluble at higher temperatures. These .Stoffe are used as plasticizers, stretchers and other additives either as a result of their chemical respectively. physical properties unsuitable or too expensive. The mixing of finished polyamides with these substances is also often cumbersome or very difficult.
The admixing of these substances before or during the polymerization, i. H. too monomeric lactam or too low polymers is out of the question, since in such cases decomposition phenomena occur which prevent the formation of high quality, high molecular weight polymers. Other substances that the polyamide cannot dissolve respectively. are not soluble in polyamides, so far could not be added in any way.
It has been found that substances that do not dissolve the polyamides and are insoluble in them can also be mixed completely with polyamides within wide limits, provided that these additives are added to the lactam or the lactam-containing mixtures, which may contain lower polyamides that these additives with the amido respectively. Carboxyl group do not react and are soluble in monomeric lactam at higher temperatures.
The polymerization is then carried out or in the presence of these additives. continued.
It has been found that such additives are aromatic sulfones, such as. B. diphenyl sulfone, ditolyl sulfone, etc., can be used with advantage, in addition to good spinnability, resistance to chemical influences, etc. also a pronounced matting effect is achieved. Even with the addition of 5% aromatic sulfone, strongly matt fibers are obtained, with the original strength remaining unchanged.
The optimum is around 10%, calculated on monomeric lactam. It can be assumed that the matting is caused by fine superficial crystallization of the sulfone, with the majority of the sulfone in the fiber mass in a homogeneous phase, i.e. H. is held in solid solution. The matting is permanent in water, in laundry, etc., since the sulfones are completely insoluble in water.
Example r: 100 g of pure s-aminocaproic acid were heated to 150-220 ° C. in a narrow-necked flask under normal pressure. After one hour, 6 g of diphenyl sulfone was added and heating was continued. After a further 4 hours, the polycondensation was ended.
The melt could be spun into solid, beautifully matted fibers or processed into shaped objects with a matt surface. <I> Example 2: </I> 70 g of pure s-aminocaproic acid, 150 g of s-caproolactam and 45 g of ditolyl sulfone were polymerized in a narrow-necked flask at 200-250 ° C. for 7 hours. The product showed similar properties to that according to Example 1.
Example 3: 10 g of E-caproolactam, 0.2 g of a-aminocaproic acid and 4 g of tolylphenylsulfone were heated to 180-240 ° C. for 15 hours in a molten glass tube. The viscous, clear and perfectly homogeneous melt obtained could be spun into particularly white, deep matt threads.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH240621T | 1944-06-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH240621A true CH240621A (en) | 1946-01-15 |
Family
ID=4461862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH240621D CH240621A (en) | 1944-06-08 | 1944-06-08 | Process for the production of plastics. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH240621A (en) |
-
1944
- 1944-06-08 CH CH240621D patent/CH240621A/en unknown
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