EP0432686A1 - Adjuvants de teinture pour cuir - Google Patents

Adjuvants de teinture pour cuir Download PDF

Info

Publication number
EP0432686A1
EP0432686A1 EP90123684A EP90123684A EP0432686A1 EP 0432686 A1 EP0432686 A1 EP 0432686A1 EP 90123684 A EP90123684 A EP 90123684A EP 90123684 A EP90123684 A EP 90123684A EP 0432686 A1 EP0432686 A1 EP 0432686A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
composition
group
dyeing
alkenyl
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.)
Withdrawn
Application number
EP90123684A
Other languages
German (de)
English (en)
Inventor
Noriaki C/O Nihon Surfactant Kogyo K.K. Ohba
Yujin C/O Nihon Surfactant Kogyo K.K. Tabata
Tateyuki C/O Nihon Surfactant Kogyo Kk. Nagatomi
Masaaki C/O Nihon Surfactant Kogyo Kk. Nagatsuka
Satoru C/O Nihon Surfactant Kogyo K.K. Hashimoto
Tomohisa C/O Nihon Surfactant Kogyo K.K. Fujiu
Hellmut Hans-Georg Klicker
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.)
NIHON SURFACTANT KOGYO KK
Original Assignee
NIHON SURFACTANT KOGYO KK
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 NIHON SURFACTANT KOGYO KK filed Critical NIHON SURFACTANT KOGYO KK
Publication of EP0432686A1 publication Critical patent/EP0432686A1/fr
Withdrawn legal-status Critical Current

Links

Images

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
    • 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
    • D06P1/60—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 polyethers
    • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
    • 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
    • D06P1/60—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 polyethers
    • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
    • D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
    • 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
    • D06P3/32—Material containing basic nitrogen containing amide groups leather skins
    • D06P3/3206—Material containing basic nitrogen containing amide groups leather skins using acid dyes

Definitions

  • This invention relates to a dyeing auxiliary composition for leather. More particularly, it relates to a dyeing auxiliary composition for leather employed in dyeing a leather which may be dyed by any anionic dyes commonly employed in leather dyeing.
  • the dyes for surface dyeing are suited to moderate and level dyeing of the leather surface, however, they are not suited to dyeing the inner layer of the grain within the interior of the leather, even if the conventional dyeing auxiliary composition is used simultaneously.
  • the dye for penetration dyeing has acceptable properties of penetration dyeing into the inner layer of the grain, however, they are not suited to satisfactory level dyeing on the surface of the grain with a high color value, even if the conventional dyeing auxiliary composition is used simultaneously.
  • anionic dyes for leather dyeing are classified into a class of dyes for surface dyeing with a greater covering force, such as, in general, direct dyes or metal complex dyes, and a class of dyes for penetration dyeing, such as, in general, acid dyes (especially of the penetrating type).
  • a class of dyes for penetration dyeing such as, in general, acid dyes (especially of the penetrating type).
  • acid dyes especially of the penetrating type
  • the anionic dyes are customary and available in many types, the leather tanned anionically can be dyed only unsatisfactorily even with the use of conventional dyeing auxiliary composition. Above all, the conventional dyeing auxiliary compositions are not satisfactory if both the penetration dyeing and surface dyeing are to be realized simultaneously.
  • a two-step dyeing method according to which, for sufficient dye penetration into the inner layer of the grain with the use of the dye for surface dyeing, a pre-dyeing step is performed with the use of about two-thirds of the required amount of the dye and a secondary dyeing is then performed with the use of the remaining one-third of the dye, wherein the dye used in the pre-dyeing step is preferably in the form of powders for improving dye penetration.
  • This method involves a complicated and laborious operation, while the effect of penetration dyeing also remains unsatisfactory.
  • a dyeing composition for leather comprising, as an indispensable component, polyoxyalkylene derivative of a condensation product of
  • a dyeing auxiliary composition for leather comprising, as indispensable components, a polyoxyalkylene derivative of a condensation product of
  • anionic surfactant one or more of sulfonic acid, sulfonates, sulphates or salts thereof, is preferably employed.
  • the dyeing auxiliary composition containing the polyoxyalkylene derivative of the condensation product and an anionic surfactant as indispensable components is employed in conjunction with any known types of anionic dyes for leather, such as acidic dyes, direct dyes or metal complex dyes, penetration dyeing to the inner layer of the leather grain and level high color value dyeing of the leather surface may be realized simultaneously by a simple method with use of a sole type of the dyeing auxiliary composition irrespective of the tanning methods employed.
  • the dyeing auxiliary composition for leather according to the present invention is free of foaming during treatment and thus exhibits superior operability.
  • Fig. 1 is a cross-sectional view of a leather.
  • the proportion, by weight, of the ingredients (a), (b) and (c) of the condensation product is preferably as follows:
  • the ratio (a)/(b) is preferably 5/95 to 95/5 (more preferably 20/80 to 80/20).
  • the ratio ((a)+(b))/(c) is preferably 99/1 to 70/30 (more preferably 95/5 to 80/20).
  • the dyeing auxiliary composition for leather according to the present invention contains, as an indispensable component, a polyoxyalkylene derivative of a condensation product of the above mentioned amine or amines, the above mentioned aromatic compound and formaldehyde or paraformaldehyde. If the composition additionally contains an anionic surfactant, a more intensive effect may be displayed by the synergistic effects of the two components.
  • the mixing proportion of these two ingredients may be arbitrary, it is preferred that the polyoxyalkylene derivative of the above mentioned condensation product account for 2.0 to 98.0 wt% and the anionic surfactant account for 98.0 to 2.0 wt%.
  • the above mentioned amine or amines, the above mentioned aromatic compound and formaldehyde or paraformaldehyde are condensed in a manner, known per se, to a condensate.
  • Ethylene- and/or propylene oxide may be added to the above condensation product by any known method of adduction with an addition mol number n equal to 1 to 100 and preferably 10 to 70.
  • polyalkylene with 1 to 30 carbon atoms
  • polyamines with 1 to 20 nitrogen atoms
  • alkyl- or alkenylamines with 1 to 30 carbon atoms may also include substituents, such as alkyl-, alkenyl- and/or 2-hydroxyalkyl groups.
  • Aliphatic amines embrace ethylene diamine, propylene diamine and/or hexamethylene diamine etc., and their derivatives substituted with alkyl-, alkenyl- or 2-hydroxialkyl groups.
  • Aliphatic polyamines embrace diethylene triamine, triethylene tetraamine, tetraethylene pentaamine, pentaethylene hexamine etc., and their derivatives substituted with alkyl-, alkenyl-, or 2-hydroxialkyl groups.
  • aromatic amines examples include benzylamine, phenylamine, naphthylamine, phenylene diamine, methylphenylene diamine and/or xylene diamine. These aromatic amines may also include N-monoalkyl substituents.
  • Examples of the primary or secondary alkanol amines include ethanol amine, diethanol amine, N-methyl-ethanol amine or N-methyl-diethanol amine.
  • phenolic substances include phenol, resorcin, catechol, p-hydroxyphenol, cresol, dimethyl phenol, alkyl or alkenyl phenols with 7 to 10 carbon atoms in the alkyl or alkenyl moiety, phenyl phenol, mono-, bis-or tris benzyl phenol, and bisphenol derivatives.
  • benzenes having substituents such as alkyl or alkenyl with 1 to 10 carbon atoms are methyl-substituted benzenes, such as toluene, xylene or mesitylene.
  • Preferred anionic surfactants are sulfonic acids, salts thereof, sulphates, and salts thereof. These anionic surfactants exhibit superior synergistic effects when employed with polyoxyalkylene derivatives of the above mentioned condensation product.
  • anionic surfactants which are sulfonic acid or salts thereof, may include sulfonates of alkanes ( ⁇ -olefins, hydroxyalkanes or halogenated alkanes with 1 to 15 carbon atoms), straight-chained or branched alkylbenzene sulfonates with 1 to 15 carbon atoms, alkylnaphthalene sulfonates, formalin condensation products of alkylnaphthalene sulfonates, and polyoxyalkylenealkyl phenol sulfonic acid. These products are preferably in the form of salts, such as alkali metal salts, alkali earth metal salts, ammonium salts or organic amine salts.
  • salts such as alkali metal salts, alkali earth metal salts, ammonium salts or organic amine salts.
  • anionic surfactants which are sulphates and salts thereof may include sulfurated castor oil, fatty acid alkyl ester sulphates, alkyl sulphates, polyoxyalkylene alkyl ether sulphates, fatty acid monoglyceride sulphates and polyoxyalkylene alkyl phenyl ether sulphates. These are preferably in the form of salts, such as salts of alkali metals, alkaline earth metals, ammonium salts or organic amine salts.
  • the dyeing auxiliary composition for leather according to the present invention may be employed for both cationically tanned leather and anionically tanned leather.
  • the cationically tanned leather may include leather tanned by an inorganic tanning agent.
  • the anionically tanned leather may include leather tanned by a vegetable tanning agent or an anionic synthetic tanning agent.
  • Leather tanning is performed by a predetermined method in a tanning drum or the like device, followed by neutralization and dyeing. Treatment by the dyeing auxiliary composition for leather according to the present invention may be performed prior to or simultaneously with dyeing or fatliquoring.
  • fatliquoring is meant charging the fat into a bath following dyeing for imparting softness to the leather. An amount of fat corresponding to 1 to 5 wt% of dry leather is charged in this manner.
  • Treatment by the dyeing auxiliary composition according to the present invention is performed in a manner, known per se, in a tanning drum or the like apparatus.
  • the treatment temperature is usually 10 to 95°C and preferably 30 to 60°C
  • the treatment time duration is usually 5 to 120 minutes and preferably 10 to 60 minutes
  • the bath ratio that is the ratio of the leather weight to liquid weight
  • the concentration of the composition in the net state is usually 0.01 to 20 percent and preferably 0.05 to 10% based on the dried leather weight.
  • Example 2 50% of nonylphenol, 43% of hexamethylene diamine and 7% of paraformaldehyde were condensed in the same way as in Example 1 to produce a condensation product to which 50 moles of ethylene oxide were added to produce a dyeing auxiliary composition C for leather.
  • a composition consisting of a mixture of 50% of oleic acid amide (EO) 4 0 ⁇ and 50% of water was produced.
  • EO oleic acid amide
  • a composition consisting of a mixture of 50% of oleylamine (EO) 4 0 ⁇ and 50% of water was produced.
  • a composition consisting of a mixture of 50% of ethylene diamine (EO) 3 0 ⁇ (PO) 1 0 ⁇ (tetronic compound) and 50% of water was produced.
  • a composition consisting of a mixture of 50% of tallow reduced alcohol (EO) 5 0 ⁇ and 50% of water was produced.
  • compositions according to the above Examples 1 to 40 and the compositions of the comparative Examples 1 to 19 were used for treatment of the leather to be dyed, and evaluation was made of the dyeing properties of the compositions.
  • Dyeing was conducted on three different Bovine leather, that is, chrome Bovine leather, vegetable tanned Bovine leather and chrome tanned and subsequently vegetable tanned Bovine leather. The results of evaluation are as shown in tables 1, 2 and 3, respectively.
  • the thickness of the three Bovine leather was in the range of 2 to 3 mm.
  • the dyeing auxiliary compositions of the present invention are markedly superior to the compositions of the Comparative Examples in both the penetration dyeing properties of penetrating into the inner layer of the grain and surface dyeing properties with respect to any types of leather and any types of the anionic dyes for leather without regard to the type of the tanning methodes employed.
  • the methods of pre-treatment, penetration-dyeing-fatliquoring and evaluation for various types of leather are as follows: Evaluation of Dyeing Properties of Chrome Tanned Bovine leather.
  • the chrome Bovine leather tanned by the above described method was neutralized in a bath with a bath ratio of 1:2 with 2.0% of sodium formate and 2.0% of hydrogen sodium carbonate at 50°C for 60 minutes. Meanwhile, percent (%) denotes the percent by weight based on the weight of the Bovine leather; hereinafter the same).
  • Bovine leather was then washed with hot water of 50°C for 30 minutes at a bath ratio of 1:5 and with flowing water so as to be used as samples.
  • Bovine leather following neutralization and washing was subjected to a penetration treatment for 30 minutes at 50°C at the bath ratio of 1:2.
  • the leather treated in the above described manner was washed with water and dried.
  • the pre-treatment method and the method of evaluation after dyeing were conducted in the same way as in the evaluation of the dyeing properties on the chrome tanned Bovine leather.
  • the leather was treated at a bath ratio of 1:2 at 50°C for 30 minutes.
  • Chromopol UFB/w Chromopol UFB/w, manufactured by Stockhausen Co.
  • any anionic dyes may be used for surface dyeing of surface of grain and penetration dyeing to the inner layer of grain irrespective of tanning methods.
  • Anionic surfactant promotes dyeing.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP90123684A 1989-12-11 1990-12-10 Adjuvants de teinture pour cuir Withdrawn EP0432686A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP31893289 1989-12-11
JP318932/89 1989-12-11

Publications (1)

Publication Number Publication Date
EP0432686A1 true EP0432686A1 (fr) 1991-06-19

Family

ID=18104597

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90123684A Withdrawn EP0432686A1 (fr) 1989-12-11 1990-12-10 Adjuvants de teinture pour cuir

Country Status (1)

Country Link
EP (1) EP0432686A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104358149A (zh) * 2014-10-25 2015-02-18 合肥市安山涂层织物有限公司 一种快速润湿扩散合成革渗透剂及其制备方法
NL2033083B1 (en) 2022-09-20 2024-03-26 Stahl Int B V Grafted polymer of mono-unsaturated polycarboxylic acid as dyeing auxiliary or as re-tanning agent for leather

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1576874A (fr) * 1967-08-08 1969-08-01
EP0057398A2 (fr) * 1981-02-04 1982-08-11 Bayer Ag Procédé pour le post-traitement de teintures de matière fibreuse rendue résistant au feutrage par un apprêt

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1576874A (fr) * 1967-08-08 1969-08-01
EP0057398A2 (fr) * 1981-02-04 1982-08-11 Bayer Ag Procédé pour le post-traitement de teintures de matière fibreuse rendue résistant au feutrage par un apprêt

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI, no 70-15204R Derwent Publications Ltd, London, GB & CA-835829 (DIAMOND SHAMROCK CO.)(03.03.1970) *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104358149A (zh) * 2014-10-25 2015-02-18 合肥市安山涂层织物有限公司 一种快速润湿扩散合成革渗透剂及其制备方法
NL2033083B1 (en) 2022-09-20 2024-03-26 Stahl Int B V Grafted polymer of mono-unsaturated polycarboxylic acid as dyeing auxiliary or as re-tanning agent for leather
WO2024063646A1 (fr) 2022-09-20 2024-03-28 Stahl International B.V. Polymère greffé d'acide polycarboxylique mono-insaturé utilisé en tant qu'auxiliaire de coloration ou en tant qu'agent de retannage pour cuir

Similar Documents

Publication Publication Date Title
DE667744C (de) Verfahren zur Herstellung von in Wasser loeslichen oder leicht verteilbaren Kondensationsprodukten
JPH04241174A (ja) 皮革の染色方法
EP0436470A1 (fr) Procédé pour la stabilisation photochimique de matériaux teints fibreux de polyamides
BRPI0819700B1 (pt) Composição para recurtimento e engraxe de couro, Processo de produção e Uso da mesma
US4311480A (en) Dyeing composition
EP0432686A1 (fr) Adjuvants de teinture pour cuir
CA2661724C (fr) Utilisation de 2-mercapto-pyridine-n-oxyde
US2491478A (en) Polyalcohol-fatty acid-aliphatic amine combinations useful as textile assistants andprocess of producing the same
JPH03130480A (ja) セルロース系繊維染色物の後洗浄剤組成物
US2763528A (en) Process for dyeing leather with acid and direct dyes
GB1563599A (en) Stable aqueous formulations of disperse dyes
JP2783290B2 (ja) 顔料による皮革の染色法
JPH0482978A (ja) 皮革染色用処理剤組成物
KR100866854B1 (ko) 가죽 탈지제
GB1590245A (en) Dye preparations and dyeing processes employing the same
GB2194537A (en) Mixtures of phosphoric acid partial esters
US5103521A (en) Leather treatment agent and its use
JPS6042499A (ja) 皮類の脱脂方法及び脱脂剤
CH676012A5 (fr)
GB2041011A (en) Disperse Dyestuff Compositions
CN111206442B (zh) 一种锦氨混纺织物去油匀染剂及其制备方法
CN86107040A (zh) 一种适应性广的毛皮润湿剂
CH624254GA3 (en) Method of wet processing textile materials in the presence of wetting and foam-suppressing compositions
CN118345205A (zh) 一种基于没食子酸的无双酚鞣剂、制备方法及应用
GB892167A (en) Process for imparting a soft handle to textile materials

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IT LI LU NL SE

17P Request for examination filed

Effective date: 19911203

17Q First examination report despatched

Effective date: 19930415

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Withdrawal date: 19931018

R18W Application withdrawn (corrected)

Effective date: 19931018