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WO1990010747A1 - Modification des proprietes des fibres textiles et des materiaux keratinises - Google Patents

Modification des proprietes des fibres textiles et des materiaux keratinises Download PDF

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Publication number
WO1990010747A1
WO1990010747A1 PCT/AU1990/000095 AU9000095W WO9010747A1 WO 1990010747 A1 WO1990010747 A1 WO 1990010747A1 AU 9000095 W AU9000095 W AU 9000095W WO 9010747 A1 WO9010747 A1 WO 9010747A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
textile fibres
keratinous material
fibres
polyamine derivative
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.)
Ceased
Application number
PCT/AU1990/000095
Other languages
English (en)
Inventor
Ian William Stapleton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Commonwealth Scientific and Industrial Research Organization CSIRO
Original Assignee
Commonwealth Scientific and Industrial Research Organization CSIRO
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 Commonwealth Scientific and Industrial Research Organization CSIRO filed Critical Commonwealth Scientific and Industrial Research Organization CSIRO
Publication of WO1990010747A1 publication Critical patent/WO1990010747A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • 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
    • D06P1/00—General 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
    • D06P1/44—General 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
    • D06P1/52—General 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 using compositions containing synthetic macromolecular substances
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5278—Polyamides; Polyimides; Polylactames; Polyalkyleneimines
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/24—Polyamides; Polyurethanes
    • 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
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/30—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts
    • 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose

Definitions

  • This invention relates to a method of modifying the properties of textile fibres and keratinous materials, especially in connection with the coloration of textile fibres including wool, polyamide, silk and cellulosic fibres and keratinous materials including hair and fur. More specifically, the invention is concerned with the treatment at low temperatures, i.e. temperatures
  • temperatures lower than 100oC would not only minimise fibre damage, but would also effectively lower energy costs incurred in heating the dye-containing medium.
  • An inhibiting disadvantage in employing unmodified polyamines for a low-temperature dyeing pretreatment is the necessity to adopt a pad-on/dry process; this
  • polyamide i.e. nylon
  • the application of such a polyamine derivative to polyamide (i.e. nylon) fibres has also been found to significantly increase the color yield after a normal dyeing process.
  • the polyamine derivative may be applied in a separate process stage or may be added to the dyebath prior to dyestuff addition.
  • Pretreatment of silk with the polyamine derivative also improves the color yield compared with untreated silk, particularly when the silk is dyed at low temperatures.
  • Cellulosic fibres such as, cotton or viscose in woven or filament form, when treated with the polyamine derivative and placed in contact with dilute dye
  • a non-ionic levelling agent should be employed together with the polyamine derivative.
  • low-temperature dyeability of a keratinous material which comprises applying to the material, either before or simultaneously with dyeing, a substantive linear polyamine derivative together with a non-ionic levelling agent.
  • composition for modifying the low-temperature dyeability of textile fibres which comprises a substantive linear polyamine derivative, together with other additives conventionally used in the art of formulating compositions for textile fibres or keratinous material treatment.
  • composition for modifying the low-temperature dyeability of keratinous material which comprises a substantive linear polyamine derivative and a non-ionic levelling agent.
  • the present invention also extends to include textile fibres and keratinous materials which have been pretreated with a composition as defined above.
  • Keratinous materials include human hair and fur.
  • Human hair may be colored by application of the polyamine derivative and the non-ionic levelling agent followed by a water-soluble dye.
  • the temperature of dye application must be limited to about 45oC because the scalp skin is sensitive to heat. Even at this relatively low
  • the polyamine derivative has the general formula (I)
  • R preferably contains 15 carbon atoms, X is a carbonyl group and n is 3.
  • polyamine derivative is in the form of a water-soluble acid salt, for example an
  • a linear alkyl chain may be attached to a polyamine amino group either through an amide group by a condensation reaction with a fatty acid or a covalent bond formed by an alkylation reaction with an alkyl halide.
  • the non-ionic levelling agent is a
  • non-ionic levelling agent may also be employed in the dyeing of textile fibres.
  • the polyamine derivative and the non-ionic levelling agent may be applied to the textile fibres and the keratinous material by any suitable known method.
  • acylpolyamine condensates can be used include woolly sheepskin dyeing and wool fabric printing.
  • the maximum temperature that can be employed in wool-on sheepskin dyeing is in the vicinity of 60°C (due to the possibility of shrinkage of the tanned hide at higher temperatures).
  • the pretreatment described in this specification is thus effective in the coloration (to medium depths of shade) of the wool component of
  • sheepskins are employed as car seat covers.
  • Sheepskin dyeing in accordance with the present invention, may be conducted satisfactorily at about 50oC. Color shades derived by applying more than one dyestuff are also found to develop "on-tone" which means that the shade of color is constant throughout the dyeing process. This is advantageous, in that the ultimate color shade can be predicted with accuracy. This characteristic of multicomponent dyeings pertains to all temperatures.
  • derivatives in accordance with the present invention may also be used in wool fabric printing and give prints with a colour yield comparable to, or better than, that given by prechlorination treatments without the disadvantages mentioned above and with the added advantage that the derivatives can be applied by pad or exhaustion without the need for a heat fixation step.
  • treatment with polyamine derivatives in accordance with the invention can be used to advantage in silk printing and dyeing where they considerably enhance the color depth achieved, when compared to untreated silk.
  • Teric G9A 8 at levels 0.1% and 2% (on the weight of fibre), respectively.
  • Sodium acetate (1%) was added and the temperature increased to 50oC over 20 minutes.
  • the pH was then adjusted to 4.5 and the dye (3% of a 1:2 premetallised black or navy) added.
  • the bath was run for 10 minutes and the temperature raised to 85°C to 40 oC over 30 minutes and held at 85oC for 90 minutes.
  • the bath was cooled and the fabric rinsed in cold water. The bath was virtually completely exhausted and little dye was removed on rinsing. The color yields
  • a dyeing temperature of 90oC is recommended for deepshades (3-5%) of premetallised dye.
  • the dyeing temperature may be lowered to 85oC for premetallised dyes in pale to medium colour depths, and to 75oC for acid levelling and milling colours in all shade depths without affecting the fastness properties relative to
  • a woolly sheepskin was drummed in water at room
  • the fabric preparation was carried out by exhaustion or pad roll treatment with a polyamine derivative. A treatment level between 0.3 and 0.8% was employed
  • MYR-TEPA The fabric was dried at 70oC, pressed and then printed with a paste of the following formulation: 700 gm Indalca PA-3 (13% stock)
  • the print was air-dried, steamed for 20 to 40 minutes and then washed off in cold water followed by warm water containing a rinse-off agent (e.g. Sandopur DK; lg/l) as recommended by the dye manufacturer (Sandoz).
  • a rinse-off agent e.g. Sandopur DK; lg/l
  • the colour yields for several milling and premetallised dyes are set out in Table 3.
  • Nylon 6.6 knitted fabric was treated with a solution of ST-TETA (0.2 to 0.5% on the weight of the nylon fabric).
  • the solution was adjusted to pH 7 with ammonia or acetic acid at 40oC in a circulating liquor dyeing machine. After 20 minutes the bath was replaced with a solution of ammonium acetate (5%) and adjusted to pH 4.5 with formic or acetic acid.
  • the liquor was circulated for 10 minutes before addition of the dissolved dyestuff. The temperature was maintained at 30oC for 10 minutes and then raised to 98oC over 50 minutes and held at 98oC for a further 30 minutes.
  • the fabric was rinsed in warm water. Colour fastness and relative colour yields following 0.5% ST-TETA treatment are set out in Table 5.
  • Example 7 The same treatment and dyeing procedure was employed as in example 4 except the dyebath was pH 5.5. The results are set out in Table 6.
  • Nylon 6.6 fabric was treated in a circulating liquor dyeing machine with a solution of ammonium acetate (5%) and ST-TETA (0.1%) at pH 5.5 for 20 minutes at 40oC.
  • the dyeing procedure was the same as in examples 4 and 5.
  • the results are set out in Table 7.
  • Silk yarn (2-ply, degummed) was given a mild scour with an anionic detergent (neutral pH) at 50oC for 20 minutes.
  • the silk fibre was rinsed with water containing acetic acid (0.5 g/l) and then run in a solution of
  • Table 8 shows that the treatment of silk with ST-TETA enables the fibre to be dyed with increased colour yields compared to untreated silk at temperatures considerably lower than 100oC.
  • ST-TETA Cotton yarns and viscose filament were treated with ST-TETA to the 1% level by circulating a solution of ST-TETA (2%) through the respective textile fibres at pH 6.5 and at 40oC for 30 minutes. The fibre was removed, rinsed in water and dried. Dye solutions (0.1 g/l, pH 4.5) were stirred with varying quantities of chopped fibre.
  • Table 6 shows the minimum quantity of treated fibre required to decolorise one litre of dye solution at room temperature. The time of contact of the fibre with the dye solution was less than 15 minutes. The effectiveness of cellulosic fibre compared to polyester (treated with 1% ST-TETA) is apparent from Table 9.
  • the hair is blotted dry with a paper towel and treated with a dye solution (e.g., Azorubine, 0.5%, pH 4) for 5 to 10 minutes.
  • a dye solution e.g., Azorubine, 0.5%, pH 4
  • the hair is then rinsed in water and dried.
  • the depth of the coloration is seen to be significantly greater compared to a similar dyeing in which the pretreatment had been omitted.

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  • Textile Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Coloring (AREA)

Abstract

L'aptitude des fibres textiles ou des matériaux kératinisés à être teintés à basse température est modifiée par l'application d'un dérivé polyamine linéaire substantif aux fibres textiles ou au matériau kératinisé soit avant soit en même temps que la teinture.
PCT/AU1990/000095 1989-03-08 1990-03-08 Modification des proprietes des fibres textiles et des materiaux keratinises Ceased WO1990010747A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
AUPJ3100 1989-03-08
AUPJ310089 1989-03-08

Publications (1)

Publication Number Publication Date
WO1990010747A1 true WO1990010747A1 (fr) 1990-09-20

Family

ID=3773772

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/AU1990/000095 Ceased WO1990010747A1 (fr) 1989-03-08 1990-03-08 Modification des proprietes des fibres textiles et des materiaux keratinises

Country Status (2)

Country Link
NZ (1) NZ232851A (fr)
WO (1) WO1990010747A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994028862A1 (fr) * 1993-06-05 1994-12-22 Henkel Kommanditgesellschaft Auf Aktien Agents renfermant de la 1,2-naphtoquinone pour la teinture de fibres keratiniques
WO2001096655A1 (fr) * 2000-06-13 2001-12-20 Basf Aktiengesellschaft Utilisation de polyamines acylees pour la modification de surfaces
JP2010077061A (ja) * 2008-09-25 2010-04-08 Toho Chem Ind Co Ltd 化粧料組成物

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU5049572A (en) * 1972-12-22 1974-06-27 Dunlop Australia Limited Application for polyrethane emulsions to wool
GB2006279A (en) * 1977-10-21 1979-05-02 Bayer Ag Process for the after-treatment of reactive dyeings
GB1601758A (en) * 1977-05-16 1981-11-04 Basf Ag Fluid aqueous textile softener
JPS57139581A (en) * 1981-02-14 1982-08-28 Asahi Chemical Ind Enhancement of light fastness of acrylic fiber
EP0062304A1 (fr) * 1981-04-07 1982-10-13 Hoechst Aktiengesellschaft Procédé de fabrication de préparations de pigments azoiques et leur utilisation
JPS59116486A (ja) * 1982-12-23 1984-07-05 小嶋　久夫 エアゾ−ル固着剤
EP0316730A2 (fr) * 1987-11-17 1989-05-24 Bayer Ag Préparations tinctoriales pour la teinture du cuir et adjuvant pour le cuir

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU5049572A (en) * 1972-12-22 1974-06-27 Dunlop Australia Limited Application for polyrethane emulsions to wool
GB1601758A (en) * 1977-05-16 1981-11-04 Basf Ag Fluid aqueous textile softener
GB2006279A (en) * 1977-10-21 1979-05-02 Bayer Ag Process for the after-treatment of reactive dyeings
JPS57139581A (en) * 1981-02-14 1982-08-28 Asahi Chemical Ind Enhancement of light fastness of acrylic fiber
EP0062304A1 (fr) * 1981-04-07 1982-10-13 Hoechst Aktiengesellschaft Procédé de fabrication de préparations de pigments azoiques et leur utilisation
JPS59116486A (ja) * 1982-12-23 1984-07-05 小嶋　久夫 エアゾ−ル固着剤
EP0316730A2 (fr) * 1987-11-17 1989-05-24 Bayer Ag Préparations tinctoriales pour la teinture du cuir et adjuvant pour le cuir

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DERWENT ABSTRACT ACCESSION NO. 84-204081/33, class F06; & JP,A,59 116 486 (KOJIMAH), 5 July 1984. *
DERWENT ABSTRACT ACCESSION NO. 84701E/40, class F06; & JP,A,57 139 581 (ASAHI CHEMICAL IND KK), 28 August 1982. *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994028862A1 (fr) * 1993-06-05 1994-12-22 Henkel Kommanditgesellschaft Auf Aktien Agents renfermant de la 1,2-naphtoquinone pour la teinture de fibres keratiniques
WO2001096655A1 (fr) * 2000-06-13 2001-12-20 Basf Aktiengesellschaft Utilisation de polyamines acylees pour la modification de surfaces
JP2004503667A (ja) * 2000-06-13 2004-02-05 ビーエーエスエフ　アクチェンゲゼルシャフト 表面を変性するためのアシル化ポリアミンの使用
US6984451B2 (en) 2000-06-13 2006-01-10 Basf Aktiengesellschaft Use of acylated polyamines for the modification of surfaces
JP2010077061A (ja) * 2008-09-25 2010-04-08 Toho Chem Ind Co Ltd 化粧料組成物

Also Published As

Publication number Publication date
NZ232851A (en) 1992-06-25

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