WO2003080921A1 - PRETREATMENT METHOD OF POLyESTER FOR REDUCING ELIMINATION OF OLIGOMERS AT HIGH-TEMPERATURE ACID COLOURING WITH DISPERSION DYES - Google Patents

PRETREATMENT METHOD OF POLyESTER FOR REDUCING ELIMINATION OF OLIGOMERS AT HIGH-TEMPERATURE ACID COLOURING WITH DISPERSION DYES Download PDF

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Publication number
WO2003080921A1
WO2003080921A1 PCT/SI2003/000010 SI0300010W WO03080921A1 WO 2003080921 A1 WO2003080921 A1 WO 2003080921A1 SI 0300010 W SI0300010 W SI 0300010W WO 03080921 A1 WO03080921 A1 WO 03080921A1
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WO
WIPO (PCT)
Prior art keywords
colouring
oligomers
poliester
polyester
dispersion dyes
Prior art date
Application number
PCT/SI2003/000010
Other languages
French (fr)
Inventor
Marija Gorensek
Petra Recelj
Majda Zigon
Original Assignee
Univerza V Ljubljani, Naravoslovnotehniska Fakulteta, Oddelek Za Tekstilstvo
Kemijski Institut
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Univerza V Ljubljani, Naravoslovnotehniska Fakulteta, Oddelek Za Tekstilstvo, Kemijski Institut filed Critical Univerza V Ljubljani, Naravoslovnotehniska Fakulteta, Oddelek Za Tekstilstvo
Priority to AU2003214792A priority Critical patent/AU2003214792A1/en
Publication of WO2003080921A1 publication Critical patent/WO2003080921A1/en

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/88Post-polymerisation treatment
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/38Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic System
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/673Inorganic compounds
    • D06P1/67333Salts or hydroxides
    • D06P1/6735Salts or hydroxides of alkaline or alkaline-earth metals with anions different from those provided for in D06P1/67341
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32Polyesters

Definitions

  • the object of the invention is the pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with
  • the linear and the cyclic fractions are eliminated, whereby the least preferred fraction is the cyclic trimer.
  • the latter precipitates as the cristal powder with the melting point 316 - 325 °C on the vital parts of the colouring devices, as well. It belongs to those oligomers, which are water-insoluble.
  • the oligomers remain on the textile as white deposited particles, as they can not be coloured by the dispersion dyes.
  • the pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with dispersion dyes according to the invention enables colouring by the conventional acid high-temperature colouring procedure of also such poliester materials, from which large amount of oligomers is eliminated.
  • the method is based on the pretreatment of poliester textile in basic bath with pH 11.5 - 12.2 at 130°C and the subsequent triple washing in soft hot water.
  • the basic bath is prepared with the appropriate amount of the basics and the corresponding puffer mixtures.
  • Such pretreated poliester is then ready for colouring with dispersion dyes in acid medium, and no problems, connected with the oligomers, were noticed by the colouring.
  • Such prepared textile was basic pretreated in laboratory colouring device Mathis JFL at bath-ratio 1 :10.
  • soft water was used for preparation of pretreatment bath.
  • Pretreatment in the bath with 1 g/l of NaOH (pH 12) lasted 30 minutes at 130°C.
  • Basic pretreated textile was then coloured at 135°C in blind acid bath, which contained 1 ml/l Eganal PS (Hoechst), 2 ml/I Lubit RL (Sybron / Tanatex) and CH 3 COOH 99-100% (J.T. Baker) up to the bath pH value of 4.5-5.
  • the process of colouring was carried out according to the colouring diagram, which is recommended by DyStar company for colouring with Dianix AD dyes.
  • the colourimetrical values are the average values of three measurements on light-red coloured poliester textiles.
  • the result DE* ⁇ 1 means, that our eye does not recognize the change in colour.
  • the values DE* 0.35 and DE* 0.38 are very low, what confirms the same colour.
  • Elimination of oligomers by this method does not influence the change of the colour tone of the poliester textile by acid high-temperature colouring.
  • pretreatment in basic bath the elimination of oligomers by acid colouring at 135°C is reduced by 44%. The reduction as such ensures undisturbed colouring procedure of poliester in acid medium.
  • basic colouring the content of oligomers is reduced by 62%, but today there are not enough basically stable dispersion dyes available for its realization.
  • poliester gets a nice gloss and a silky touch.
  • the rigidness of such pretreated poliester is in comparison to the conventionally acidly coloured poliester rather reduced, and consequently it gets a softer touch.
  • the method according to the invention is especially recommended for colouring poliester curtains in satin and other types of binding, linings for coats and clothes, poliester textiles for clothes and poliester threads.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The object of the invention is the pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with dispersion dyes and the composition of the pretreatment bath for polyester, which is to be coloured according to the conventional acid procedure in the high-temperature devices. The method is based on 15 to 30 minutes treatment of polyester in basic bath at 130°C and triple washing in hot soft water before the conventional acid colouring of polyester at temperatures from 130 to 135°C. The basic bath consists of the appropriate amount of basics or corresponding puffer mixtures.

Description

PRETREATMENT METHOD OF POLYESTER FOR REDUCING ELIMINATION OF OLIGOMERS AT HIGH- TEMPERATURE ACID COLOURING WITH DISPERSION DYES
The object of the invention is the pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with
10 dispersion dyes and the composition of the pretreatment bath for poliester, which is to be coloured according to the conventional acid procedure in the high-temperature devices. The technical problem at conventional high- temperature acid colouring of poliester are the low molecular ethileneglycoltereftalat fractions or oligomers, which at high-temperature
15 colouring diffuse from the inside to the surface of poliester fibres and precipitate on the coloured material or partly disperse in the colouring bath. This is a balanced process, as at the colouring temperature these low molecular fractions because of the differences in solubility in polimer melting and in colouring bath are eliminated from the fibres.
2o In the complex of oligomers the linear and the cyclic fractions are eliminated, whereby the least preferred fraction is the cyclic trimer. The latter precipitates as the cristal powder with the melting point 316 - 325 °C on the vital parts of the colouring devices, as well. It belongs to those oligomers, which are water-insoluble. The oligomers remain on the textile as white deposited particles, as they can not be coloured by the dispersion dyes.
Depending on the way of poliester manufacture, different amount of oligomers is eliminated at treatment by different poliester manufacturers. Because of this phenomenon many finishing plants have big problems of economical nature. Such coloured material has to be cleaned, whereby frequent textile cleaning is time-consuming and incomplete, but it is necessary to clean the colouring devices, as well, what causes a big loss of operation time. At the treatment of poliester sometimes so many oligomers are eliminated, that the powder can become a health problem, as well.
The manufacturers of dispersion dyes are trying to solve the problem with oligomers by introducing basic colouring. Hereby there are not enough basicproof dispersion dyes available for simple dye factory substitution of the conventional colour tones on poliester, acquired by the use of dispersion dyes by the acid procedure, with such incomplete palette of the selected basicproof dyes.
The pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with dispersion dyes according to the invention, enables colouring by the conventional acid high-temperature colouring procedure of also such poliester materials, from which large amount of oligomers is eliminated. The method is based on the pretreatment of poliester textile in basic bath with pH 11.5 - 12.2 at 130°C and the subsequent triple washing in soft hot water. The basic bath is prepared with the appropriate amount of the basics and the corresponding puffer mixtures. Such pretreated poliester is then ready for colouring with dispersion dyes in acid medium, and no problems, connected with the oligomers, were noticed by the colouring.
In the basic bath with pH 11.5 - 12.2 at 130°C large amount of oligomers melts, the surface of poliester is slightly etched, it becomes smoother and gets a nicer gloss. Physical mechanical characteristics are not made worse thereby. In comparison to the characteristics by the blind basic colouring, as the base tear-extension of the poliester textile is increased, by this pretreatment of poliester textile no substantial changes of the tear-strength and the tear- extension were noticed. With the aim to clearly present the effect of the method, described in the corresponding application, the following case is presented.
CASE:
100% poliester textile is used, washed with Teopon K (Teol) at 60°C and at 40°C, twice washed with water of room temperature. After washing the textile was thermofixated for 45 seconds at 190°C.
Such prepared textile was basic pretreated in laboratory colouring device Mathis JFL at bath-ratio 1 :10. For preparation of pretreatment bath soft water was used. Pretreatment in the bath with 1 g/l of NaOH (pH 12) lasted 30 minutes at 130°C. Then triple washing in boiling soft water followed. Basic pretreated textile was then coloured at 135°C in blind acid bath, which contained 1 ml/l Eganal PS (Hoechst), 2 ml/I Lubit RL (Sybron / Tanatex) and CH3COOH 99-100% (J.T. Baker) up to the bath pH value of 4.5-5. The process of colouring was carried out according to the colouring diagram, which is recommended by DyStar company for colouring with Dianix AD dyes. After colouring the textile was four times washed in 40 °C warm soft water. On such treated textile then the content of oligomers was gravimetrically determined by means of extraction of poliester textile samples with petroleum and with dichlormethane (the method was arranged according to DIN 54278-1).
It was proven, that with 30 minutes basic pretreatment of poliester textile before acid colouring at 135°C, the content of oligomers was reduced by 44% with respect to the textile, coloured by acid colouring procedure at 135°C. The presence of oligomers in the extract was confirmed by means of gel permeable cromatography (GPC) and tetrahydrofurane as eluent. With this method it was found out, that in all extracts the cyclic trimer was mostly present, but the portion of the latter changes according to the way of treatment. In basically treated poliester textile the portion of the cyclic trimer in the extract of oligomers is almost 7 % smaller than in acidly coloured textile at 135°C, as well, what at 44% smaller content of total oligomers means 51.79% less cyclic trimer. As the proof, that the basic pretreatment before the acid colouring does not influence the change of the colour tone, the colourimetrical values are given, measured on the sample, which was coloured by the acid colouring procedure with 0.4% Dianix Rot AD - 2B and on the sample, which before the acid colouring with 0.4% Dianix Rot AD - 2B was pretreated in the bath of 1 g/l NaOH 100% for 30 minutes at 130 °C. The values are given in CIE L*a*b* colour system:
Front side of the poliester textile: DL* Da* Db* DC* DH* DE* 0.22 0.11 -0.24 0.11 -0.24 0.35
Back side of the poliester textile: DL* Da* Db* DC* DH* DE*
0.29 0.18 -0.14 0.18 -0.14 0.38
The colourimetrical values are the average values of three measurements on light-red coloured poliester textiles. The result DE*<1 means, that our eye does not recognize the change in colour. The values DE* 0.35 and DE* 0.38 are very low, what confirms the same colour. Elimination of oligomers by this method does not influence the change of the colour tone of the poliester textile by acid high-temperature colouring. By means of pretreatment in basic bath the elimination of oligomers by acid colouring at 135°C is reduced by 44%. The reduction as such ensures undisturbed colouring procedure of poliester in acid medium. By basic colouring the content of oligomers is reduced by 62%, but today there are not enough basically stable dispersion dyes available for its realization. With the described pretreatment and the later acid colouring, poliester gets a nice gloss and a silky touch. The rigidness of such pretreated poliester is in comparison to the conventionally acidly coloured poliester rather reduced, and consequently it gets a softer touch.
Physical mechanical characteristics of the poliester textile do not deteriorate. The method according to the invention is especially recommended for colouring poliester curtains in satin and other types of binding, linings for coats and clothes, poliester textiles for clothes and poliester threads.

Claims

PATENT CLAIMS
1. The pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with dispersion dyes, characterized in that poliester is treated for 15 to 30 minutes in basic bath with pH 11.5 - 12.2 at 130°C and then three times washed in hot soft water before the conventional acid colouring at temperatures from 130 to 135°C.
. The pretreatment method of poliester for reducing elimination of oligomers at high-temperature acid colouring with dispersion dyes, according to claim 1 , characterized in that the basic bath consists of the amount of basics or puffer mixtures, which is appropriate to pH values from 11.5 to 12.2, and that it is prepared with soft water.
PCT/SI2003/000010 2002-03-25 2003-03-24 PRETREATMENT METHOD OF POLyESTER FOR REDUCING ELIMINATION OF OLIGOMERS AT HIGH-TEMPERATURE ACID COLOURING WITH DISPERSION DYES WO2003080921A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003214792A AU2003214792A1 (en) 2002-03-25 2003-03-24 PRETREATMENT METHOD OF POLyESTER FOR REDUCING ELIMINATION OF OLIGOMERS AT HIGH-TEMPERATURE ACID COLOURING WITH DISPERSION DYES

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SI200200082A SI21189A (en) 2002-03-25 2002-03-25 Method of polyester pretreatment for lowering separation of oligomeres in high-temperature acid dying with dispersion dyes
SIP-200200082 2002-03-25

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WO2003080921A1 true WO2003080921A1 (en) 2003-10-02

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Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2828528A (en) * 1956-12-12 1958-04-01 Du Pont Finishing polyester fabrics
DE1124689B (en) * 1959-12-18 1962-03-01 Hoechst Ag Process for improving the surface structure of films and fibers made from linear polyesters
US3135577A (en) * 1959-12-22 1964-06-02 Ici Ltd Process for improving the handle of polyethylene terephthalate fabrics with an alkali metal hydroxide and specific quaternary ammonium salts
US4008044A (en) * 1975-06-03 1977-02-15 J. P. Stevens & Co., Inc. Treatment of polyester textiles to improve soil release and wettability properties
US4211527A (en) * 1976-12-14 1980-07-08 Ciba-Geigy Corporation Process for dyeing polyester materials
GB1589020A (en) * 1977-06-16 1981-05-07 Oeffentiliche Pruefstelle Und Process for dyeing textile materials incorporating polyester fibres
US4294576A (en) * 1979-06-23 1981-10-13 Basf Aktiengesellschaft Removal of oligomer deposits from textile materials
WO1993006271A1 (en) * 1991-09-16 1993-04-01 E.I. Du Pont De Nemours And Company Improvements in and relating to preparing multi-filament yarn
JPH1072769A (en) * 1996-08-22 1998-03-17 Toray Ind Inc Synthetic fiber fabric and its production
EP0843030A1 (en) * 1995-07-31 1998-05-20 Asahi Kasei Kogyo Kabushiki Kaisha Polyester fibers and product of dyeing of fabric made of fiber mixture containing the same
US6004357A (en) * 1997-12-15 1999-12-21 M. Dohmen Gmbh Process for dyeing textile material having polyester fibers

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2828528A (en) * 1956-12-12 1958-04-01 Du Pont Finishing polyester fabrics
DE1124689B (en) * 1959-12-18 1962-03-01 Hoechst Ag Process for improving the surface structure of films and fibers made from linear polyesters
US3135577A (en) * 1959-12-22 1964-06-02 Ici Ltd Process for improving the handle of polyethylene terephthalate fabrics with an alkali metal hydroxide and specific quaternary ammonium salts
US4008044A (en) * 1975-06-03 1977-02-15 J. P. Stevens & Co., Inc. Treatment of polyester textiles to improve soil release and wettability properties
US4211527A (en) * 1976-12-14 1980-07-08 Ciba-Geigy Corporation Process for dyeing polyester materials
GB1589020A (en) * 1977-06-16 1981-05-07 Oeffentiliche Pruefstelle Und Process for dyeing textile materials incorporating polyester fibres
US4294576A (en) * 1979-06-23 1981-10-13 Basf Aktiengesellschaft Removal of oligomer deposits from textile materials
WO1993006271A1 (en) * 1991-09-16 1993-04-01 E.I. Du Pont De Nemours And Company Improvements in and relating to preparing multi-filament yarn
EP0843030A1 (en) * 1995-07-31 1998-05-20 Asahi Kasei Kogyo Kabushiki Kaisha Polyester fibers and product of dyeing of fabric made of fiber mixture containing the same
JPH1072769A (en) * 1996-08-22 1998-03-17 Toray Ind Inc Synthetic fiber fabric and its production
US6004357A (en) * 1997-12-15 1999-12-21 M. Dohmen Gmbh Process for dyeing textile material having polyester fibers

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199821, Derwent World Patents Index; Class A83, AN 1998-234955, XP002250976 *

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Publication number Publication date
SI21189A (en) 2003-10-31
AU2003214792A1 (en) 2003-10-08

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