CH280367A - Process for the production of a mixed polyamide. - Google Patents
Process for the production of a mixed polyamide.Info
- Publication number
- CH280367A CH280367A CH280367DA CH280367A CH 280367 A CH280367 A CH 280367A CH 280367D A CH280367D A CH 280367DA CH 280367 A CH280367 A CH 280367A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- polymerization
- parts
- carried out
- caprolactam
- Prior art date
Links
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
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 eines Mischpolyamids. Gegenstand des Hauptpatentes und des Zusatzpatentes 1#Tr. 276921 sind Verfahren zur Herstellung von Polyamiden, die sich unter anderem durch ungewöhnliche Hitzebestän digkeit auszeichnen. Diese Verfahren sind dadurch gekennzeichnet, dass Endomethylen- caprolactam bzw. Endoäthylencaprolactam auf <B>180</B> bis 300 C erhitzt werden. Diese Polyamide zeigen Schmelzpunkte bzw. Zersetzungspunkte von mehr als 400 C und lassen sich daher nicht nach dem Schmelzspinnverfahren zu Fäden oder Fasern verarbeiten.
Es kommt für das Verspinnen dieser neuen Klasse von Polyamiden nur ein Trocken- oder Nassspinn- verfahren aus einem organischen Lösungsmit tel in Frage. Die Auswahl an geeigneten Lösungsmitteln, die diese Polyamide in aus reichendem Masse lösen, ist sehr begrenzt. Zumeist handelt es sich um schwer zugäng liche, daher kostspielige Stoffe mit phy siolo- giseh unangenehmen Eigenschaften. Ein wei terer Nachteil ist die Notwendigkeit. zur Rück gewinnung des Lösungsmittels, aus dem das Polyamid versponnen wird, und die damit unvermeidlich verbundenen Verluste.
Die ge nannten Nachteile des Spinnens aus Lösungs niitteln tragen zu einer erheblichen Kompli kation der Spinneinrichtung und zu einer wesentlichen Verteuerung der Fertio-produkte auf der Basis reiner bicy clischer Lactampoly - nierisate bei.
Es wurde nun gefunden, dass man durch Zusammenpoly merisieren von bicy cli- schen Lactamen mit monoeyclischen Lae- tamen zu Mischpoly merisaten gelangen kann, die mit normalen Schmelzspinnmaschinen ohne jede Schwierigkeit versponnen wer den können. Die Schmelzpunkte der Misch polymerisate liegen zwischen denjenigen der beiden Einzelkomponenten und entsprechen nahezu dem Mischungsverhältnis.
So schmilzt beispielsweise das Mischpolymerisat aus 70 Teilen a-Caprolactam und 30 Teilen Endoäthy- len-Caprolactam bei 270 C und lässt sich glatt in einer der üblichen Schmelzspinneinrichtun- gen, z. B. der Rostspinnmaschine gemäss Schweizer Patent Nr.211636 oder in einer Spinnapparatur gemäss Schweizer Patent Nr. 265481, verspinnen.
Man kann den Schmelzpunkt des Mischpolymerisates durch Erhöhung des Anteils an bicyclischem Lac- tam noch weiter steigern. Die dann zum Ver spinnen notwendigen hohen Temperaturen von mehr als 300 C führen aber leicht zu Zersetzungserscheinungen und Spinnstörun gen.
Auch die Wasseraufnahme ist bei diesen Polyamiden erhöht, was die aus solchen Fäden und Fasern hergestellten Gewebe und Gewirke wesentlich angenehmer im Tragen macht, sofern sie unmittelbar mit der Haut in Berührung kommen. Während beispiels weise die Polyamide auf der Basis von E-Caprolactam (Perlon) und von Hexamethy- lendiammoniumadipat (Nylon) nur eine Was- seraufnahme von 3,5 bis 4,
0 % bei 20 C und 65 % rel. Luftfeuchtigkeit aufweisen, steigt diese bei einem Mischpolymerisat aus 70 % a-Caprolaetam und 30 % Endoäthyiencapro- lactam auf 6,
7 % an. Der Gehalt an niedermolekularen Anteilen in diesen Misehpolyamiden entspricht recht genau dem angewandten Mischungsverhältnis. Da die bicyelischen Lactame, wie gefunden wurde, in den Mischpoly merisaten zu 100 % in polymerer Form vorliegen, gelingt es,
Misch polymerisate aus monoeyclisehen und bicycli- sehen Lactämen, beispielsweise e-Caprolactam, ; zu erzielen, deren Gehalt. an niedermolekula ren Anteilen sehr gering ist.
EMI0002.0020
DIischpolymerisat <SEP> aus <SEP> Gehalt <SEP> an <SEP> niedermole kularen <SEP> Anteilen
<tb> 100 <SEP> % <SEP> a-Caprolaetazn <SEP> 11-131/o
<tb> <B>801/0</B> <SEP> <SEP> 20% <SEP> Endoäthyleneaprolactam <SEP> <B>8-101/0</B>
<tb> 60% <SEP> <SEP> 401/0 <SEP> <SEP> 6- <SEP> 71/o
<tb> 40% <SEP> <SEP> 60% <SEP> <SEP> 4- <SEP> 5%
<tb> 201/o <SEP> <SEP> <B>801/0</B> <SEP> <SEP> 2- <SEP> 311/o
<tb> <B>1.001/0</B> <SEP> :
> <SEP> 0 Gegenstand des Patentes ist. ein Verfahren zur Herstellung eines Mischpolyamids mit einem Schmelzpunkt bis 300 C, das dadurch gekennzeichnet ist, dass Endoäthylencaprolac- tam der Formel (i) gemeinsam mit a-Capro- laetam auf 180 bis 300 C erhitzt wird.
Process for the production of a mixed polyamide. Subject of the main patent and the additional patent 1 # Tr. 276921 are processes for the production of polyamides, which are characterized, among other things, by unusual heat resistance. These processes are characterized in that endomethylene caprolactam or endoethylene caprolactam are heated to between 180 and 300 ° C. These polyamides have melting points or decomposition points of more than 400 ° C. and therefore cannot be processed into threads or fibers by the melt spinning process.
Only a dry or wet spinning process from an organic solvent can be used for spinning this new class of polyamides. The choice of suitable solvents that dissolve these polyamides in sufficient quantities is very limited. Mostly these are difficult to access and therefore expensive substances with physiologically unpleasant properties. Another disadvantage is the necessity. to recover the solvent from which the polyamide is spun and the losses that are inevitable.
The aforementioned disadvantages of spinning from solvents contribute to a considerable complication of the spinning equipment and to a considerable increase in the cost of fertility products based on pure bicyclic lactam poly- nides.
It has now been found that by polymerizing together bicyclic lactams with monoeyclic lactams it is possible to obtain mixed polymers which can be spun with normal melt spinning machines without any difficulty. The melting points of the mixed polymers are between those of the two individual components and almost correspond to the mixing ratio.
For example, the mixed polymer of 70 parts of α-caprolactam and 30 parts of endoethylene-caprolactam melts at 270 ° C. and can be used smoothly in one of the usual melt spinning devices, e.g. B. the grate spinning machine according to Swiss Patent No. 211636 or in a spinning apparatus according to Swiss Patent No. 265481.
The melting point of the copolymer can be increased even further by increasing the proportion of bicyclic lactam. The high temperatures of more than 300 C then necessary to spin Ver easily lead to decomposition phenomena and Spinnstörun conditions.
The water absorption is also increased with these polyamides, which makes the woven and knitted fabrics made from such threads and fibers much more comfortable to wear, provided they come into direct contact with the skin. For example, while the polyamides based on E-caprolactam (Perlon) and hexamethylene diammonium adipate (nylon) only have a water absorption of 3.5 to 4,
0% at 20 C and 65% rel. Humidity, this rises to 6 with a copolymer made of 70% a-caprolaetam and 30% endoäthyiencaprolactam,
7% on. The content of low molecular weight fractions in these mixed polyamides corresponds very precisely to the mixing ratio used. Since the bicyelic lactams, as has been found, are 100% in polymeric form in the mixed polymers, it is possible to
Mixed polymers of monoeyclic and bicyclic lactams, for example e-caprolactam; to achieve their salary. is very low in low molecular weight proportions.
EMI0002.0020
The copolymer <SEP> from <SEP> content <SEP> of <SEP> low-molecular <SEP> components
<tb> 100 <SEP>% <SEP> a-Caprolaetazn <SEP> 11-131 / o
<tb> <B> 801/0 </B> <SEP> <SEP> 20% <SEP> Endoethylene aprolactam <SEP> <B> 8-101 / 0 </B>
<tb> 60% <SEP> <SEP> 401/0 <SEP> <SEP> 6- <SEP> 71 / o
<tb> 40% <SEP> <SEP> 60% <SEP> <SEP> 4- <SEP> 5%
<tb> 201 / o <SEP> <SEP> <B> 801/0 </B> <SEP> <SEP> 2- <SEP> 311 / o
<tb> <B> 1.001 / 0 </B> <SEP>:
> <SEP> 0 is the subject of the patent. a process for the production of a mixed polyamide with a melting point of up to 300 ° C, which is characterized in that endoethylene caprolactam of the formula (i) is heated to 180 to 300 ° C together with α-caprolaetam.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH280367T | 1949-08-20 | ||
CH844349X | 1949-08-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH280367A true CH280367A (en) | 1952-01-15 |
Family
ID=29421159
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH280367D CH280367A (en) | 1949-08-20 | 1949-08-20 | Process for the production of a mixed polyamide. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH280367A (en) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3120503A (en) * | 1959-12-03 | 1964-02-04 | Monsanto Chemicals | Copolymers of caprolactam and aminocyclohexane carboxylic acid |
EP0693515A1 (en) | 1994-07-14 | 1996-01-24 | Ems-Inventa Ag | Process for the preparation of precondensates of semi-crystalline or amorphous semi-aromatic thermoplastic (co)polyamides |
EP2123694A1 (en) | 2002-12-17 | 2009-11-25 | Ems-Chemie Ag | Copolyamides |
US8022170B2 (en) | 2002-12-17 | 2011-09-20 | Ems-Chemie Ag | Copolyamides |
US8268956B2 (en) | 2006-12-08 | 2012-09-18 | Ems-Chemie Ag | Transparent mold made of a polyamide molding material |
US8383244B2 (en) | 2011-06-17 | 2013-02-26 | Ems-Patent Ag | Semiaromatic molding compounds and uses thereof |
US8404323B2 (en) | 2010-03-12 | 2013-03-26 | Ems-Patent Ag | Impact-resistant modified polyamide moulding compound and container formed therefrom |
US8586662B2 (en) | 2007-11-16 | 2013-11-19 | Ems-Patent Ag | Filled polyamide molding materials |
US8604120B2 (en) | 2010-07-30 | 2013-12-10 | Ems-Patent Ag | Polyamide moulding compound for producing moulded articles with a soft-touch surface and also corresponding moulded articles |
US9109115B2 (en) | 2013-03-15 | 2015-08-18 | Ems-Patent Ag | Polyamide moulding compound and moulded articles produced herefrom |
US9133322B2 (en) | 2012-10-02 | 2015-09-15 | Ems-Patent Ag | Polyamide moulding compounds and use thereof in the production of moulded articles |
US9453106B2 (en) | 2012-05-23 | 2016-09-27 | Ems-Patent Ag | Scratch-resistant, transparent and tough copolyamide moulding compounds, moulded articles produced therefrom and uses thereof |
US9963591B2 (en) | 2012-12-18 | 2018-05-08 | Ems-Patent Ag | Polyamide molding material and moldings manufactured from same |
-
1949
- 1949-08-20 CH CH280367D patent/CH280367A/en unknown
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3120503A (en) * | 1959-12-03 | 1964-02-04 | Monsanto Chemicals | Copolymers of caprolactam and aminocyclohexane carboxylic acid |
EP0693515A1 (en) | 1994-07-14 | 1996-01-24 | Ems-Inventa Ag | Process for the preparation of precondensates of semi-crystalline or amorphous semi-aromatic thermoplastic (co)polyamides |
EP2123694A1 (en) | 2002-12-17 | 2009-11-25 | Ems-Chemie Ag | Copolyamides |
US8022170B2 (en) | 2002-12-17 | 2011-09-20 | Ems-Chemie Ag | Copolyamides |
US8268956B2 (en) | 2006-12-08 | 2012-09-18 | Ems-Chemie Ag | Transparent mold made of a polyamide molding material |
US8586662B2 (en) | 2007-11-16 | 2013-11-19 | Ems-Patent Ag | Filled polyamide molding materials |
US8404323B2 (en) | 2010-03-12 | 2013-03-26 | Ems-Patent Ag | Impact-resistant modified polyamide moulding compound and container formed therefrom |
US8604120B2 (en) | 2010-07-30 | 2013-12-10 | Ems-Patent Ag | Polyamide moulding compound for producing moulded articles with a soft-touch surface and also corresponding moulded articles |
US8383244B2 (en) | 2011-06-17 | 2013-02-26 | Ems-Patent Ag | Semiaromatic molding compounds and uses thereof |
US9453106B2 (en) | 2012-05-23 | 2016-09-27 | Ems-Patent Ag | Scratch-resistant, transparent and tough copolyamide moulding compounds, moulded articles produced therefrom and uses thereof |
US9133322B2 (en) | 2012-10-02 | 2015-09-15 | Ems-Patent Ag | Polyamide moulding compounds and use thereof in the production of moulded articles |
US9963591B2 (en) | 2012-12-18 | 2018-05-08 | Ems-Patent Ag | Polyamide molding material and moldings manufactured from same |
US9109115B2 (en) | 2013-03-15 | 2015-08-18 | Ems-Patent Ag | Polyamide moulding compound and moulded articles produced herefrom |
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