CH234796A - Process for the production of polycondensation products from aminocarboxylic acids. - Google Patents
Process for the production of polycondensation products from aminocarboxylic acids.Info
- Publication number
- CH234796A CH234796A CH234796DA CH234796A CH 234796 A CH234796 A CH 234796A CH 234796D A CH234796D A CH 234796DA CH 234796 A CH234796 A CH 234796A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- production
- heated
- aminocarboxylic acids
- polycondensation products
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 title description 3
- 238000006068 polycondensation reaction Methods 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 150000001413 amino acids Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229960002684 aminocaproic acid Drugs 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- XRKBQVGBWJWJJJ-UHFFFAOYSA-N 2-aminooctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(N)C(O)=O XRKBQVGBWJWJJJ-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910000737 Duralumin Inorganic materials 0.000 description 1
- 241001026509 Kata Species 0.000 description 1
- LRQKBLKVPFOOQJ-YFKPBYRVSA-N L-norleucine Chemical compound CCCC[C@H]([NH3+])C([O-])=O LRQKBLKVPFOOQJ-YFKPBYRVSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229910000551 Silumin Inorganic materials 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004753 textile Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Verfahren zur Herstellung von Polskondensationsprodukten aus Aminocarbonsäuren. Es ist bekannt, dass lineare o)Amino- carbonsäuren durch Erhitzen in Polykonden- sationsprodukte mit hohem Molekular e ewicht übergeführt werden können.
So kann a. B. aus der leicht zugänglichen Amino- capronsäure ein lineares Polykondensati@ons- produkt erhalten werden, welches wegen seiner sehir guten Verformung2eigenschaften in der Kunststoff- und Textilindustrie mit Erfo@llg ei%es etzt werden kann.
Es wurde nun gefunden, dass man durch Zusatz von Katalysatoren ,die Kondensations- zeit von Aminoca@rbousäuren bedeutend herab- eletzen kann.
Man erhitzt beispielsweise oi-Aminocapronsäure nach Zusatz von techni- schem Aluminium mit einem Kupfergehalt von 4 % kurze Zeit auf 240 . Bereits nach sehr kurzer Zeit wird. ein starkes Ansteigen der Viskosität beobachtet, so dass dann mit Hilfe eines von der Oberfläche der Schmelze Fäden ;
gezogen werden können.
Zur Beschleunigung der Kondensation von Aminosäuren können Metalle der 2. und 3. Gruppe des perri@adiochen Systems verwen- ,diet werden.
Die Aktivität des Katalysators wird zunächst .empirio@ch ermittelt, und dann ist es leicht, die Reaktionsverhältnisse zu re- proiduzieren. Je nach Beschaffenheit der Aktivatoroberfläche,
deren Grösse und Reak- tionstemperatur können die Reaktionszeiten variiert werden. Die Reaktionstemperatur liegt im asfbemeinen zwischen etwa. 150 bis 300 .
Besonders vorteilhaft erweisen sich technische Qualitäten der angeführten Me talle oder Legierungen derselben, die beide noch .gewiese Mengen von Fremdmetallen enthalten. Alps Legierungen können hanide16- üblche Leichtmetallegierungen, wie, beispiels weise Silumin, Duraluminium, Elektron, Mabnalium, verwendet werden.
Der Katalysa tor kann in Form. von Blechen., Stäben, Netzen, Bändern, Folien, Pulvern und der gleichen angewendet werden. Die Konden- oätion #erfolgt vorzugsweise bei gewöhnlichem Druck in der Schmelze. Gegebenenfalls kön nen jecl'och auch Verdhnnungsmittel, wie
EMI0002.0001
Paraffinöl, <SEP> Iiresol <SEP> oder <SEP> Benzylall@oliol, <SEP> vur wendet <SEP> werden.
<SEP> Mit <SEP> Vorteil <SEP> arbeitet <SEP> inait <SEP> bei
<tb> Temperaturen, <SEP> die <SEP> 10-10" <SEP> über <SEP> dem <SEP> Schmelz 1 <SEP> )un <SEP> <B><U>'k</U></B> <SEP> t <SEP> des <SEP> entstandenen <SEP> Kündensates <SEP> he,#en. <SEP> el
<tb> Oft <SEP> ist <SEP> es <SEP> zweckmässig, <SEP> unter <SEP> Druclz <SEP> oler
<tb> beben <SEP> Ende <SEP> der <SEP> Reaktion <SEP> unter <SEP> Vakuum <SEP> zu
<tb> a <SEP> r <SEP> beiten. <SEP> '#lerzu"yzs,-#vei#se <SEP> kommt <SEP> die <SEP> leiolii
<tb> zugängliche <SEP> (u-Aminocapron-säure. <SEP> zur <SEP> Ver wendung.
<tb> Ferner <SEP> sind <SEP> unter <SEP> anderem <SEP> als <SEP> @u.sgangs materia.lien <SEP> zu <SEP> nennen <SEP> die <SEP> Aminoundecansä.tire
<tb> oder <SEP> 1,1\? <SEP> Amino-Stearin.säure.
<SEP> Die <SEP> Kondensa tion <SEP> von <SEP> Aminosäure <SEP> nach <SEP> Zusatz <SEP> von <SEP> lletall kata.lysatoren <SEP> kann <SEP> auch. <SEP> in <SEP> Verbindung <SEP> mit
<tb> andern <SEP> Aminosäuren <SEP> oder <SEP> diamin-dicarbon sauren <SEP> Salzen <SEP> erfal@gen.
<tb> Es <SEP> isst <SEP> vorteilhaft, <SEP> während <SEP> der <SEP> Iioriden sation <SEP> die <SEP> Einwirkung <SEP> des <SEP> Luftsauerstoffes
<tb> auszuschliessen. <SEP> Gegebenenfalls <SEP> können <SEP> Sta bilisatoren, <SEP> Monocarbonsäuren, <SEP> llon.oamine,
<tb> Ammoniak, <SEP> Monocarbon#säwre, <SEP> Ammoniu,in
<tb> und <SEP> dergleichen <SEP> mehr <SEP> zugersetzt <SEP> werden.
<tb> Vor <SEP> der <SEP> Verarbeitung <SEP> kann, <SEP> wenn <SEP> not wendig, <SEP> :
etwa <SEP> gebildetes <SEP> Laetam <SEP> abdesti@l lieTt <SEP> oder <SEP> au,sge@vaschen <SEP> werden. <SEP> Es <SEP> können
EMI0002.0002
übliche <SEP> Zusätze, <SEP> wie <SEP> Polyamide <SEP> anderer
<tb> Iioir=titution, <SEP> Fai lxstoffe, <SEP> Weichmacher, <SEP> Füll materialien <SEP> und <SEP> dergleichen, <SEP> zugesetzt <SEP> wer den. <SEP> Die <SEP> Kondeiisationspro:lukte <SEP> sind <SEP> zur
<tb> Iderstelluiig <SEP> von <SEP> Folien, <SEP> Fäden <SEP> und <SEP> Press körpern <SEP> varzugweise <SEP> ver\\-endl>ar.
Process for the production of pole condensation products from aminocarboxylic acids. It is known that linear o) amino carboxylic acids can be converted into polycondensation products with a high molecular weight by heating.
So can a. For example, a linear polycondensation product can be obtained from the easily accessible aminocaproic acid which, because of its very good deformation properties, can be used successfully in the plastics and textile industries.
It has now been found that the addition of catalysts can significantly reduce the condensation time of aminoca @ rbous acids.
For example, α-aminocaproic acid is heated to 240 for a short time after the addition of technical aluminum with a copper content of 4%. After a very short time. observed a sharp increase in viscosity, so that then with the help of one of the surface of the melt threads;
can be drawn.
Metals of the 2nd and 3rd groups of the perri @ adiochen system can be used to accelerate the condensation of amino acids.
The activity of the catalyst is first determined empirically, and then it is easy to reduce the reaction ratios. Depending on the nature of the activator surface,
their size and reaction temperature, the reaction times can be varied. The reaction temperature is generally between about. 150 to 300.
Technical qualities of the metals listed or alloys of the same, both of which still contain .gewiese amounts of foreign metals, have proven particularly advantageous. Alps alloys can be used in common light metal alloys, such as silumin, duralumin, electron, and Mabnalium.
The catalyst can be in the form. of sheet metal., rods, nets, strips, foils, powders and the like. The condensation # takes place preferably at normal pressure in the melt. If necessary, diluents such as
EMI0002.0001
Paraffin oil, <SEP> Iiresol <SEP> or <SEP> Benzylall @ oliol, <SEP> can be used <SEP>.
<SEP> With <SEP> advantage <SEP>, <SEP> inait <SEP> works with
<tb> Temperatures, <SEP> the <SEP> 10-10 "<SEP> over <SEP> the <SEP> enamel 1 <SEP>) and <SEP> <B> <U> 'k </U> < / B> <SEP> t <SEP> of the <SEP> resulting <SEP> notice of termination <SEP> he, # en. <SEP> el
<tb> Often <SEP> <SEP> it <SEP> is appropriate, <SEP> under <SEP> Druclz <SEP> oler
<tb> quake <SEP> end <SEP> of the <SEP> reaction <SEP> under <SEP> vacuum <SEP> closed
<tb> a <SEP> r <SEP> work. <SEP> '#lerzu "yzs, - # vei # se <SEP> comes <SEP> die <SEP> leiolii
<tb> accessible <SEP> (u-aminocaproic acid. <SEP> for <SEP> use.
<tb> Furthermore <SEP> are <SEP> under <SEP> other <SEP> as <SEP> @ u.sgangs materia.lien <SEP> to <SEP> call <SEP> the <SEP> Aminoundecansä.tire
<tb> or <SEP> 1,1 \? <SEP> amino-stearic acid.
<SEP> The <SEP> condensation <SEP> from <SEP> amino acid <SEP> after <SEP> addition <SEP> from <SEP> lletall kata.lysatoren <SEP> can <SEP> also. <SEP> in <SEP> connection <SEP> with
<tb> other <SEP> amino acids <SEP> or <SEP> diamine-dicarboxylic acid <SEP> salts <SEP> are required.
<tb> It <SEP> eats <SEP> advantageously, <SEP> during <SEP> the <SEP> Iioriden sation <SEP> the <SEP> action <SEP> of the <SEP> atmospheric oxygen
exclude <tb>. <SEP> If necessary, <SEP> stabilizers, <SEP> monocarboxylic acids, <SEP> llon.oamines,
<tb> Ammonia, <SEP> Monocarbon # säwre, <SEP> Ammoniu, in
<tb> and <SEP> like <SEP> more <SEP> are added to <SEP>.
<tb> Before <SEP> the <SEP> processing <SEP> can, <SEP> if <SEP> necessary, <SEP>:
<SEP> formed <SEP> Laetam <SEP> abdesti @ l can be <SEP> or <SEP> au, sge @ vaschen <SEP>. <SEP> It <SEP> can
EMI0002.0002
Usual <SEP> additives, <SEP> like <SEP> polyamides <SEP> others
<tb> Iioir = titution, <SEP> Fai lx materials, <SEP> plasticizers, <SEP> filling materials <SEP> and <SEP> the like, <SEP> are added to <SEP>. <SEP> The <SEP> conditioning products <SEP> are <SEP> for
<tb> Iderstelluiig <SEP> of <SEP> foils, <SEP> threads <SEP> and <SEP> compacts <SEP> alternatively <SEP> ver \\ - endl> ar.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE234796X | 1942-05-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH234796A true CH234796A (en) | 1944-10-31 |
Family
ID=5893459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH234796D CH234796A (en) | 1942-05-23 | 1943-04-21 | Process for the production of polycondensation products from aminocarboxylic acids. |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE450458A (en) |
| CH (1) | CH234796A (en) |
| FR (1) | FR956543A (en) |
-
1943
- 1943-04-21 CH CH234796D patent/CH234796A/en unknown
- 1943-04-23 FR FR956543D patent/FR956543A/fr not_active Expired
- 1943-05-04 BE BE450458A patent/BE450458A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR956543A (en) | 1950-02-02 |
| BE450458A (en) | 1943-11-04 |
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