DE2221065A1 - METHOD OF COLORING POLYESTERS IN BULK - Google Patents
METHOD OF COLORING POLYESTERS IN BULKInfo
- Publication number
- DE2221065A1 DE2221065A1 DE19722221065 DE2221065A DE2221065A1 DE 2221065 A1 DE2221065 A1 DE 2221065A1 DE 19722221065 DE19722221065 DE 19722221065 DE 2221065 A DE2221065 A DE 2221065A DE 2221065 A1 DE2221065 A1 DE 2221065A1
- Authority
- DE
- Germany
- Prior art keywords
- polyester
- dye
- bulk
- polyesters
- tablets
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
PATE NTAN WALTEPATE NTAN WALTE
DR.-INQ, H. FINCKE DIPL.-ING. H. BOHR DIPL.-INQ. S. STAEGERDR.-INQ, H. FINCKE DIPL.-ING. H. BOHR DIPL.-INQ. S. STAEGER
Fernruf! *26 60 60Long distance call! * 26 60 60
8 MÜNCHEN S, Müllerstraße 318 MUNICH S, Müllerstrasse 31
2 8. APR 19722 APR 8, 1972
Mappe 22875 - Dr. K, Case Dd 23869Folder 22875 - Dr. K, Case Dd 23869
Imperial Chemical Industries Ltd. London,, GroßbritannienImperial Chemical Industries Ltd. London ,, UK
Verfahren zum Färben von Polyestern in der MasseProcess for dyeing polyesters in bulk
Priorität: 10. 5. 1971 - GroßbritannienPriority: May 10, 1971 - Great Britain
Die Erfindung bezieht sich auf die Pärbung von Polyestern und inabesondere von Polyethylenterephthalat in der Masse mit gewissen Anthrachinonfarbstoffen.The invention relates to the coloring of polyesters and in particular of polyethylene terephthalate in bulk with certain anthraquinone dyes.
309850/1031309850/1031
Gemäß der Erfindung. W3 rd eia Verfahren zum Färben von synthetische», liceareii Polyestern ix> der Masse vorgeschlagen, welches dadurch ausgeführt wird, daß mar. de* geschmolzene« Polyester Tabletten oder Granalien aus eir.em Farbstoff der FormelAccording to the invention. W3 rd eia process for dyeing synthetic », liceareii polyesters ix> proposed to the mass, which is carried out in that mar. de * melted «polyester Tablets or granules of a coloring agent of the formula
Ί 2
worin R und R jeweils unabhängig voneinander für ein gege-Ί 2
where R and R each independently represent a given
1 2 benenfalls substituiertes Pheaylradikal stehen und X und X1 2 optionally substituted pheayl radical and X and X
1 2 jeweils für ein Wasserstoffatom stehen oder X und X Jeweils für eine Hydroxygruppe stehen, zugibt und hierauf den Polyester iii Fäden oder andere Formgegenstände extrudiert.1 2 each stand for a hydrogen atom or X and X each stand for a hydroxyl group, adding and then extruding the polyester iii threads or other shaped articles.
Beispiele für gegebenenfalls substituierte Phenylradikale, die durch R und R dargestellt werden, sind Niedrigalkylphenyl, wie z.B. ToIyI, XyIyI, Äthylphenyl und n-Butylphenyl, Chlorophenyl, Bromophenyl, Chlorotolyl und Anieyl.Examples of optionally substituted phenyl radicals, represented by R and R are lower alkylphenyl, such as ToIyI, XyIyI, ethylphenyl and n-butylphenyl, Chlorophenyl, bromophenyl, chlorotolyl and anieyl.
Gegebenenfalls können die Tabletten oder Granalien aus dem Farbstoff einen Belag aufweisen, der aus einer dünnen Schicht eines polymeren Materials, insbesondere eines Polyesters, besteht.The tablets or granules of the dye may optionally have a coating consisting of a thin layer Layer of a polymeric material, in particular a polyester, consists.
Das erfindungsgemäße Verfahren wird vorzugsweise kontinuierlich ausgeführt. Außerdem wird die Geschwindigkeit der Zugabe der Tabletten oder Granalien aus dem Farbstoff zum geschmolzenen Polyester vorzugsweise durch Zumessen kontrolliert, um eine gleichmäßige Zugabe des Farbstoffs sicherzustellen, was wichtig ist, um eine gleichförmige Färbxmg des extrudierten Polyesters zu erzielen.The process of the invention is preferably continuous executed. It also increases the speed of adding the tablets or granules from the dye to the molten one Polyester preferably controlled by metering in order to ensure an even addition of the dye, which is important to ensure a uniform dyeing of the extruded To achieve polyester.
309850/1031309850/1031
Das erfiaaungsgeuiäße Verfahren karjs. in zweckmäßiger Weise in eitern Schneckenextruder ausgeführt werden, der mit eiaer geeignetes, Zuführtas^.fce ausgerüs^eb ist, durch welche die Tabletten oder Granalien aus dem Farbstoff augegeben werden können. Unter Verwendung einer solchen Vorrichtung wird die Verweilzeit des Farbstoffs im heiße», geschmolzenen Polyester auf ein Miijiiaum gehalten« Unter solchen Bedingungen findet nur ein geringer oder gar kein Abbau des Farbstoffs statt.The successful procedure karjs. in an expedient manner in festering screw extruder are run with eiaer suitable feeder tas ^ .fce is equipped, through which the Tablets or granules of the dye can be dispensed can. Using such a device, the residence time of the dye in the hot, molten polyester held on a miijiiaum «Under such conditions takes place only little or no degradation of the dye takes place.
Die beim erfindungsgemäßen Verfahren verwendeten Farbstoffe können ihrerseits dadurch ez'halteB werdesj, daß man Leuca-1,4-dihydroxyenthrachinont Leuco~1,4s. 5»8-tetrahydroxyanthrachinou 1 ^-Dichloroanthrachinon oder 174—Dichloro-558-dihydroxyanthrachinon mit mindestens zwei molekularen Anteile» eines Amins der Formel R KH2 oder einer Mischung aus zwei solchen Aminen umsetzt.The dyes used in the present process may in turn characterized ez'halteB werdesj that one Leuca-1,4-dihydroxyenthrachinon t Leuco ~ 1.4 s. 5 »8-tetrahydroxyanthraquinone 1 ^ -Dichloroanthraquinone or 1 7 4-dichloro-5 5 8-dihydroxyanthraquinone with at least two molecular proportions» of an amine of the formula R KH 2 or a mixture of two such amines.
Durch das erfindungsgemäße Verfahren werden die aromatische:?. Polyester i» blaue bis grüne Farbtöne gefärbt, die vorzügliche Echtheit se igenschaf tex/. zeiger.By the method according to the invention the aromatic:?. Polyester is dyed from blue to green shades, the excellent Authenticity property tex /. pointer.
Die Erfindung wird durch das folgende Beispiel naher erläutert, worin die Teile und Prozentaagabe-a i» Gewicht ausgedrückt sind.The invention is explained in more detail by the following example, where the parts and percentages are expressed as a i »weight are.
Polyethylenterephthalat in Form von Chips wird mittels eines Schneckenextruders in Fäden überführt, wobei das Polymer kontinuierlich durch Zusatz von 1,4-Di(p-toluidinol-5 8-dihydroxyapthrachinon in Form von Tabletten gefärbt wird* wsO.ctie dem Extruder durch eine geeignete Zuführtasche mit r· solche- Gosohwindigkeit 2us.:9get>exi werden, daß. 1 TeilPolyethylene terephthalate in the form of chips is made by means of a screw extruder converted into filaments, the polymer being continuously added by the addition of 1,4-di (p-toluidinol-5 8-dihydroxyapthraquinone is colored in the form of tablets * wsO.ctie with the extruder through a suitable feed pocket r Part 1
309850/10 31309850/10 31
auf jeweils 100 Teile Polymer., das durch den Extruder hindurch geht, trifft. encounters every 100 parts of polymer passing through the extruder.
Die !Fäden werden dadurch in einen grünlichen Farbton gefärbt, der eine vorzügliche Echtheit besitzt. The threads are dyed in a greenish shade, which has excellent fastness.
Anstelle deβ obigen Farbstoffs köimee die folgende Farbstoffe verwendet werden, wodurch das Polyethylenterephthalat in die angegebene» Farbtöne gefärbt wird.Instead of the above dye, the following dyes can be used, whereby the polyethylene terephthalate is colored in the specified shades.
farbstoff Farbton dye hue
1,4-Bi(p-tt-butylanilino)~5,8-dihydroxyantbracüincm grün 1,4-Bi (p-tt-butylanilino) ~ 5,8-dihydroxyantbracüincm green
1,4-Di (21 ^■9»dimethylaniiino}-5,8-dlhy- "1,4-Di (2 1 ^ ■ 9 »dimethylaniiino} -5,8-dlhy-"
droxy&fcthrftGhinondroxy & fcthrftGhinon
,4-D.l(p-«feioroanilino)~5»8-dihydroxy- " thM, 4-D.l (p- «feioroanilino) ~ 5» 8-dihydroxy- " thM
1,4-Bi(p-tol«idino}axithraehinon bläulich grün1,4-Bi (p-tol «idino} axithraehinon bluish green
1,4-Di(p~n*bütyla».ilino)anthrachinon " M 1,4-Di (p ~ n * butyla ».ilino) anthraquinone" M
1,4-Bi (?5 - onioro-4! -saethylanilino )anthrachinon " "1,4-Bi (? 5 - onioro-4 ! -Saethylanilino) anthraquinone ""
{ρ -broiaoani lino) -5 ? 8-dihyuroxyhi {ρ -broiaoani lino) -5? 8-dihyuroxyhi
grün 1,4~Di(anilino)anthrachinon bläulich grün green 1,4 ~ di (anilino) anthraquinone bluish green
fs ■: 3 S 0 / 1 0 3 1fs ■: 3 S 0/1 0 3 1
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1391771A GB1367933A (en) | 1971-05-10 | 1971-05-10 | Mass colouration of polyesters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2221065A1 true DE2221065A1 (en) | 1973-12-13 |
Family
ID=10031739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722221065 Pending DE2221065A1 (en) | 1971-05-10 | 1972-04-28 | METHOD OF COLORING POLYESTERS IN BULK |
Country Status (5)
| Country | Link |
|---|---|
| AU (1) | AU462452B2 (en) |
| DE (1) | DE2221065A1 (en) |
| FR (1) | FR2137658B1 (en) |
| GB (1) | GB1367933A (en) |
| IT (1) | IT961156B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE545681T1 (en) * | 2002-03-22 | 2012-03-15 | Huntsman Adv Mat Switzerland | ANTHRACHINONE DYES |
| EP3489217A1 (en) * | 2017-11-24 | 2019-05-29 | LANXESS Deutschland GmbH | Method for the production of phenylaminohydroxyanthrachinones |
-
1971
- 1971-05-10 GB GB1391771A patent/GB1367933A/en not_active Expired
-
1972
- 1972-04-27 IT IT2364072A patent/IT961156B/en active
- 1972-04-28 DE DE19722221065 patent/DE2221065A1/en active Pending
- 1972-05-09 FR FR7216489A patent/FR2137658B1/fr not_active Expired
- 1972-05-10 AU AU42116/72A patent/AU462452B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2137658A1 (en) | 1972-12-29 |
| GB1367933A (en) | 1974-09-25 |
| AU462452B2 (en) | 1975-06-26 |
| FR2137658B1 (en) | 1980-03-21 |
| IT961156B (en) | 1973-12-10 |
| AU4211672A (en) | 1973-11-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |