EP0109030A1 - Procédé de teinture de produits textiles contenant des fibres de polyester linéaire ignifugées - Google Patents
Procédé de teinture de produits textiles contenant des fibres de polyester linéaire ignifugées Download PDFInfo
- Publication number
- EP0109030A1 EP0109030A1 EP83111120A EP83111120A EP0109030A1 EP 0109030 A1 EP0109030 A1 EP 0109030A1 EP 83111120 A EP83111120 A EP 83111120A EP 83111120 A EP83111120 A EP 83111120A EP 0109030 A1 EP0109030 A1 EP 0109030A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyeing
- grouping
- disperse dyes
- polarized
- strongly
- 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.)
- Granted
Links
- 238000004043 dyeing Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000004753 textile Substances 0.000 title description 8
- 229920000728 polyester Polymers 0.000 title description 4
- 230000000979 retarding effect Effects 0.000 title 1
- 239000000835 fiber Substances 0.000 claims abstract description 22
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000002657 fibrous material Substances 0.000 claims abstract description 8
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 8
- 239000011574 phosphorus Substances 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 239000006185 dispersion Substances 0.000 claims abstract description 4
- 239000000986 disperse dye Substances 0.000 claims description 20
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 10
- 239000000975 dye Substances 0.000 claims description 10
- 239000003063 flame retardant Substances 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- 239000003086 colorant Substances 0.000 abstract description 2
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 abstract description 2
- 150000003021 phthalic acid derivatives Chemical class 0.000 abstract 1
- 238000005406 washing Methods 0.000 description 6
- 239000004744 fabric Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 229920003043 Cellulose fiber Polymers 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000010411 cooking Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- -1 phthalic acid ester Chemical class 0.000 description 2
- 150000003022 phthalic acids Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- 241000272201 Columbiformes Species 0.000 description 1
- PHGBTOBVWQJBKT-UHFFFAOYSA-N OC(=O)P(O)=O Chemical class OC(=O)P(O)=O PHGBTOBVWQJBKT-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical class C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical group NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/528—Polyesters using reactive dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Definitions
- the present invention relates to a process for dyeing fiber material which consists of flame-retardant, linear phthalic acid esters with condensed phosphorus-containing chain links or contains such, with water-insoluble disperse dyes.
- DE-PS 23 46 787 describes the production of flame-retardant textile goods from linear phthalate fibers with condensed, phosphorus-containing chain links.
- the same literature reference already gives an indication of the dyeing of these fibers with disperse dyes and with acid dyes.
- Flame retardant fibers of the type mentioned are not to be described as carrier-free dyeable, but they can be dyed to medium color depths without carrier addition with good color yield at cooking temperature.
- the purpose of the present invention is now to remedy the deficiencies described above when dyeing flame-retardant polyester fibers and to achieve flawlessly real dyeings on textile material containing only such fibers or the corresponding component of fiber mixtures, and that after dyeing processes customary in practice. In this way, the application technology sector of these types of fibers should be expanded considerably.
- This object is achieved in that disperse dyes containing in the molecule at least one strongly polarized group bonded to an aromatic nucleus of the chromophore are used as colorants and the fixation of these dyes on the fiber from aqueous dispersion at pH values in the range from 5 to 10 brought about by exposure to heat.
- the advantages that can be obtained from these measures are good fastness to washing and sublimation of such dyeings even in deep tones. Good to very good lightfastness properties also result from such dyeings.
- the washing fastness properties that were previously insufficient for washing at 60 ° C can now be described as very good.
- the fiber material can now be used in the object sector, i.e. can be used for any kind of usage-related textiles. Use in the laundry area (e.g. bed linen for hospitals and nursing homes) is no longer impossible.
- These fibers can now also be used in a mixture with cellulose fibers, which has not hitherto been possible, because even in a mixture with flame-retardant cellulose fibers, the required fastness properties of the dyeings have not been achieved.
- the area of application for certain modified polyester fibers is expanded and fire safety is increased.
- All water-insoluble disperse dyes can be used as dyes for the dyeing process according to the invention which, in the finely dispersed state, are also suitable for dyeing synthetic fiber material, provided that in the present case they have a strongly polarized grouping.
- Most representatives of this class of dyes are constitutionally azo, anthraquinone, nitro or quinophthalone compounds, are predominantly free of carboxyl and / or sulfo groups and all have at least one strongly polarized group bonded to an aromatic nucleus of the chromophore in the molecule.
- the strongly polarized grouping mentioned in the disperse dyes used is mainly a residue based on a side chain having an -SO 2 - or -CO bridge link.
- disperse dyes which are substituted by the acrylic acid residue or a dialkyl (C 1 -C 4 ) amino sulfone residue.
- disperse dyes which can be used according to the invention, several strongly polarized groupings of the type mentioned, optionally of different types, can be present on the same dye molecule.
- the dyes are, as is customary with disperse dyes, dispersed and then added to the dye bath in the usual way.
- dyeing is carried out at pH values from 5 to 10.
- Experience has shown that the best color yields are obtained at pH 7 to 9.
- Suitable fiber materials for the dyeing process used in the textile material used are flame-retardant, linear phthalic acid esters with condensed, phosphorus-containing chain links based on carboxyphosphinic acids according to DE-PS 23 46 787.
- As blend components of natural origin for the above-mentioned modified polyester fibers cellulose fibers in particular but also wool fibers use.
- thermosol processes or padding processes with subsequent thermosoling temperatures above 190 ° C should be avoided, it being immaterial whether the dye fixation by drying heat by means of hot air or superheated steam, contact heat or IR radiation.
- a fabric made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is wound straight onto a perforated staining tree (winding thickness approx. 30% of the tree diameter) and in an HT tree dyeing machine with one-sided liquor circulation from inside to outside at 120 ° C for 45 min with one treated aqueous liquor, which is a fine dispersion of 1.2% of the disperse dye of the formula and 1 g / l of a formaldehyde-condensed naphthalene sulfonate as a dispersant and which is adjusted to a pH in the range between 7 and 8.
- the goods so dyed are first rinsed with water and then soaped at the boil for 20 minutes in a neutral, aqueous bath.
- a golden yellow dyeing is obtained on the fiber material with excellent fastness to light, boil, and heat set.
- a linen weave (160 g / m 2 ) made of flame-retardant, linear phthalic ester fibers with condensed, phosphorus-containing chain links is placed on a padder with an aqueous dye liquor containing 30 g / l of the disperse dye of the formula contains in finely dispersed form and is adjusted to a pH of about 8, at room temperature as well. a padding of approx. 60% padded and then dried at 130 ° C. The padded fabric is then subjected to a dry heat treatment at 190 ° C. for 60 s to fix the dye on the fiber and then soaped at the boil in a neutral, aqueous bath.
- the pigeon gray coloration resulting from the treated textile is characterized by excellent fastness to boiling.
- a velvet fabric made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is treated in a closed reel skid at boiling temperature for 60 minutes with an aqueous liquor which contains 1% of the disperse dye of the formula in a conventionally dispersed state and 4% of a carrier emulsion based on 60% methylnaphthalene and which is adjusted to a practically neutral environment.
- the fabric dyed in this way is rinsed hot with water after completion of the dyeing operation and then subjected to a neutral boil in the aqueous medium for 20 minutes.
- the carrier used is removed from the goods by a subsequent hot air treatment of the dyeing at 150 ° C. for 3 minutes. A blue dyeing with very good fastness to washing and heat setting is obtained on the textile.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
- Drying Of Solid Materials (AREA)
- Artificial Filaments (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT83111120T ATE22133T1 (de) | 1982-11-13 | 1983-11-08 | Verfahren zum faerben von textilgut aus schwer entflammbaren, linearen polyesterfasern. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3242033 | 1982-11-13 | ||
| DE19823242033 DE3242033A1 (de) | 1982-11-13 | 1982-11-13 | Verfahren zum faerben von textilgut aus schwer entflammbaren, linearen polyesterfasern |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0109030A1 true EP0109030A1 (fr) | 1984-05-23 |
| EP0109030B1 EP0109030B1 (fr) | 1986-09-10 |
Family
ID=6178056
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP83111120A Expired EP0109030B1 (fr) | 1982-11-13 | 1983-11-08 | Procédé de teinture de produits textiles contenant des fibres de polyester linéaire ignifugées |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0109030B1 (fr) |
| JP (1) | JPS59117556A (fr) |
| AT (1) | ATE22133T1 (fr) |
| DE (2) | DE3242033A1 (fr) |
| PT (1) | PT77647B (fr) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB896041A (en) * | 1958-11-18 | 1962-05-09 | Hoechst Ag | Process for producing fast dyeings or prints on textile materials or films of lineararomatic polyesters |
| DE2362683A1 (de) * | 1973-12-17 | 1975-06-19 | Cassella Farbwerke Mainkur Ag | Verfahren zum faerben von polyester- baumwolle-mischgeweben |
-
1982
- 1982-11-13 DE DE19823242033 patent/DE3242033A1/de not_active Withdrawn
-
1983
- 1983-11-08 AT AT83111120T patent/ATE22133T1/de not_active IP Right Cessation
- 1983-11-08 DE DE8383111120T patent/DE3366130D1/de not_active Expired
- 1983-11-08 EP EP83111120A patent/EP0109030B1/fr not_active Expired
- 1983-11-11 PT PT77647A patent/PT77647B/pt unknown
- 1983-11-12 JP JP58211729A patent/JPS59117556A/ja active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB896041A (en) * | 1958-11-18 | 1962-05-09 | Hoechst Ag | Process for producing fast dyeings or prints on textile materials or films of lineararomatic polyesters |
| DE2362683A1 (de) * | 1973-12-17 | 1975-06-19 | Cassella Farbwerke Mainkur Ag | Verfahren zum faerben von polyester- baumwolle-mischgeweben |
Non-Patent Citations (1)
| Title |
|---|
| CHEMIEFASERN/TEXTILINDUSTRIE, Band 30, Nr. 1, Januar 1980, Seiten 38-45, Frankfurt, DE * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3366130D1 (en) | 1986-10-16 |
| JPS59117556A (ja) | 1984-07-06 |
| PT77647A (de) | 1983-12-01 |
| DE3242033A1 (de) | 1984-05-17 |
| EP0109030B1 (fr) | 1986-09-10 |
| PT77647B (de) | 1986-04-17 |
| ATE22133T1 (de) | 1986-09-15 |
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