EP1076129A2 - Veredlungsmittel für Wolle - Google Patents

Veredlungsmittel für Wolle Download PDF

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Publication number
EP1076129A2
EP1076129A2 EP00305614A EP00305614A EP1076129A2 EP 1076129 A2 EP1076129 A2 EP 1076129A2 EP 00305614 A EP00305614 A EP 00305614A EP 00305614 A EP00305614 A EP 00305614A EP 1076129 A2 EP1076129 A2 EP 1076129A2
Authority
EP
European Patent Office
Prior art keywords
groups
parts
hlb
treatment agent
wool
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Withdrawn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
EP00305614A
Other languages
English (en)
French (fr)
Other versions
EP1076129A3 (de
Inventor
Hiroki Ishikawa
Tsutomu Naganawa
Isao Ona
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.)
DuPont Toray Specialty Materials KK
Original Assignee
Dow Corning Toray Silicone Co Ltd
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
Priority claimed from JP22483599A external-priority patent/JP2001049582A/ja
Application filed by Dow Corning Toray Silicone Co Ltd filed Critical Dow Corning Toray Silicone Co Ltd
Publication of EP1076129A2 publication Critical patent/EP1076129A2/de
Publication of EP1076129A3 publication Critical patent/EP1076129A3/de
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • 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
    • D06M2101/02Natural fibres, other than mineral fibres
    • D06M2101/10Animal fibres
    • D06M2101/12Keratin fibres or silk
    • 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
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/45Shrinking resistance, anti-felting properties

Definitions

  • the present invention concerns a wool treatment agent, and more specifically concerns a wool treatment agent that shows superior stability against ionic substances.
  • wool is subjected to a chlorination treatment, and is then treated with a finishing agent.
  • a chlorination treatment Ordinarily, the chlorine is neutralized using sodium sulfite, etc., following the chlorination treatment.
  • the treatment with a finishing agent is performed after the unnecessary ionic substances generated and the excess sodium sulfite have been removed in a rinsing tank.
  • trace amounts of ionic substances still remain even after being passed through a rinsing tank.
  • an emulsion of an organopolysiloxane which has ionizable functional groups, such as amino groups is used, the result is often separation and destruction of the emulsion.
  • the object of the present invention is to provide a wool treatment agent which shows a superior stability against ionic substances, and which is useful as an anti-shrinkage finishing agent.
  • the present invention is a wool treatment agent which is characterized by the fact that said agent is an aqueous emulsion composition consisting of(A) an amino-group containing organopolysiloxane, (B) a nonionic emulsifying agent with an HLB of less than 15, (C) a nonionic emulsifying agent with an HLB of 15 or greater, and (D) water.
  • said agent is an aqueous emulsion composition consisting of(A) an amino-group containing organopolysiloxane, (B) a nonionic emulsifying agent with an HLB of less than 15, (C) a nonionic emulsifying agent with an HLB of 15 or greater, and (D) water.
  • the amino-group containing organopolysiloxane of component (A) may be any organopolysiloxane that has at least one amino group per molecule. There are no particular restrictions on the type, of organopolysiloxane used; however, organopolysiloxanes in which amino groups are bonded to silicon atoms via carbon atoms are highly desirable. Such amino-group containing organopolysiloxanes may be linear, branched or cyclic. Examples of such organopolysiloxanes include organopolysiloxanes having the following average molecular formulae: In said formulae, R indicates a substituted or unsubstituted monovalent hydrocarbon group which has 1 to 20 carbon atoms.
  • Concrete examples include aliphatic saturated hydrocarbon groups, such as methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, heptyl groups, octyl groups, decyl groups and dodecyl groups, aliphatic unsaturated hydrocarbon groups such as vinyl groups, allyl groups and hexenyl groups, alicyclic unsaturated hydrocarbon groups such as cyclopentyl groups or cyclohexyl groups, aromatic hydrocarbon groups such as phenyl groups, tolyl groups and naphthyl groups, and substituted hydrocarbon groups in which the hydrogen atoms bonded to carbon atoms of the abovementioned groups are partially replaced by halogen atoms.
  • aliphatic saturated hydrocarbon groups such as methyl groups, ethyl groups, propyl groups, butyl groups, pentyl groups, hexyl groups, heptyl groups, octy
  • R 1 indicates a hydrogen atom or a monovalent hydrocarbon group examples of such hydrocarbon groups include methyl groups, ethyl groups, propyl groups, phenyl groups and cyclohexyl groups.
  • X indicates a group selected from a set consisting of the aforementioned groups expressed by R, hydroxy groups and alkoxy groups with 1 to 5 carbon atoms. Examples of such alkoxy groups include methoxy groups, ethoxy groups and propoxy groups. Among these groups, hydroxy groups or alkoxy groups are especially desirable.
  • Y indicates a hydrogen atom or an alkyl group with 1 to 5 carbon atoms.
  • Q indicates a divalent hydrocarbon group.
  • hydrocarbon groups include alkylene groups, such as methylene groups, ethylene groups, propylene groups and butylene groups; arylene groups expressed by the formula -C 6 H 4 -; and alkylene-arylene groups expressed by the formula -(CH 2 ) 2 C 6 H 4 -.
  • propylene groups are especially desirable.
  • m and n are integers of 1 or greater. It is desirable that the dynamic viscosity of the organopolysiloxane used be 10 mm 2 /s or greater at 25°C.
  • a viscosity in the range of 50 to 10,000 mm 2 /s is even more desirable, a indicates an integer from 0 to 5, and is preferably 0 or 1.
  • the amino-group containing organopolysiloxane of this invention can be manufactured by subjecting a hydrolytic condensation product obtained by hydrolyzing, an organoalkoxysilane expressed by the formula H 2 N(CH 2 ) 3 Si(CH 3 )(OCH 3 ) 2 , and [b] a dimethylpolysiloxane, to an equilibrium reaction while heating to a temperature of 80 to 110°C using a basic catalyst, such as sodium hydroxide.
  • Diorganopolysiloxanes expressed by the following average molecular formulae are examples of amino-group containing organopolysiloxanes that are used as Component A.
  • Components (B) and (C) of the present invention are nonionic emulsifying agents. These emulsifying agents are characterized by the fact that the nonionic emulsifying agent of component (B) has an HLB of less than 15, and the nonionic emulsifying agent of component (C) has an HLB of 15 or greater. In particular, it is desirable that component (B) have an HLB in the range of 9 to 13, and an HLB in the range of 10 to 12 is even more desirable.
  • nonionic emulsifying agents examples include polyoxyethylene alkyl ethers, polyoxyalkylene alkylphenyl ethers, polyoxyalkylene alkyl esters, sorbitan alkyl esters and polyoxyalkylene sorbitan alkyl esters.
  • One or more compounds with an HLB of less than 15 are selected from these compounds for use as component (B), and one or more compounds with an HLB of 15 or greater are also selected from these compounds for use as component (C).
  • the total amount of components (B) and (C) be in the range of 2 to 100 parts by weight per 100 parts by weight of component (A); and an amount in the range of 2 to 60 parts by weight per 100 parts by weight of component (A) is even more desirable.
  • the ratio of component (B) to component (C) these components are ordinarily used in the range of(1 : 99) to (99: 1) (weight ratio), and a weight ratio in the range of (50: 50) to (99: 1) is even more desirable.
  • the abovementioned "HLB” is an indicator of the balance of hydrophilic groups and lipophilic groups in the emulsifying agent molecule.
  • HLB 20 ⁇ (1 - S/A) (in this formula, S is the degree of saponification of the ester, and A is the acid value of the fatty acid).
  • HLB E/5 (in this formula, E is the weight percentage of oxyethylene groups).
  • the nonionic emulsifying agents of components (B) and (C) can be used simultaneously in the emulsification of the amino-group containing organopolysiloxane of component (A). Alternatively, this emulsification can be performed using one of the emulsifying agents; and the other emulsifying agent can then be added to the aqueous emulsion thus obtained.
  • the emulsifying agents used for the aqueous emulsion composition of the present invention may consist only of the above mentioned components (B) and (C). If necessary, however, cationic emulsifying agents or amphoteric emulsifying agents such as aliphatic amine salts, quaternary ammonium salts or alkylpyridinium salts, may also be used in combination with these claimed components.
  • the water of component (D) is used to form the above mentioned components (A) through (C) into an emulsion.
  • amount of water used ordinarily, however, the amount used is in the range of 100 to 1,000,000 parts by weight per 100 parts by weight of component (A).
  • the aqueous emulsion composition of the present invention consists of the abovementioned components (A) through (D). If necessary, however, organopolysiloxanes other than component (A); alkoxysilanes such as methyldimethoxysilane, dimethyldiethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, ⁇ -aminopropyltrimethoxysilane, ⁇ -aminopropyltriethoxysilane, N-( ⁇ -aminoethyl)- ⁇ -aminopropyltrimethoxysilane or ⁇ -glycidoxypropyltrimethoxysilane, and the hydrolyzates of the preceding, colloidal silica; metal salts of organic acids, such as dibutyltin dilaurate, dibutyltin dioctate
  • amine compounds such as n-hexylamine or guanidine
  • other additives such as anti-wrinkling agents, thickeners, coloring agents, preservatives, anti-mold agents and anti-rust agents, may also be used in addition to the abovementioned components.
  • the mean particle size of the aqueous emulsion of the present invention is ordinarily 0.1 ⁇ m or greater.
  • This wool treatment agent of the present invention is stable against ionic substances; in particular, it is characterized by the fact that there is no separation or destruction of the emulsion caused by sodium sulfite or ionic substances generated by the neutralization process that is performed following the chlorination treatment.
  • This wool treatment agent of the present invention imparts superior anti-shrinkage properties and a good hand to all types of wool, such as tops, bulk wool, knitwear and cloth.
  • Example 3 Using the aqueous emulsion composition obtained above, the stability against ionic substances was measured in the same manner as Example 1. The results obtained are shown in Table 2. HLB of Emulsifying Agents Stability Against Ionic Substances Example 3 11.8 16.6 Stable Comparative Example 5 11.8 - Emulsion separated
  • the stability against ionic substances was measured in the same manner as Example 1. As a result, it was found that the stability was good, with no destruction of the emulsion being seen. Furthermore, when the laundering shrinkage rate was measured in the same manner as Example 1, the total of the laundering shrinkage rates in the warp and woof directions was only 7.5%. In contrast, the laundering shrinkage rate of an untreated sample of the same material was 18.9%. Thus, it was confirmed that laundering shrinkage rate can expeditiously be lowered by more than half by treating the material with the aqueous emulsion composition of the present invention. It is apparent from this that the aqueous emulsion composition of the present invention has an extremely favorable effect as an anti-shrinkage finishing agent.
  • the wool treatment agent of the present invention is an aqueous emulsion composition comprising the above-mentioned components (A) through (D).
  • the above-mentioned nonionic emulsifying agent of component (B) has an HLB of less than 15, and the above-mentioned nonionic emulsifying agent of component (C) has an HLB of 15 or greater.
  • the wool treatment agent of the present invention shows superior stability against ionic substances, and is useful as an anti-shrinkage finishing agent.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Colloid Chemistry (AREA)
EP00305614A 1999-08-09 2000-07-03 Veredlungsmittel für Wolle Withdrawn EP1076129A3 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP22483599 1999-08-09
JP22483599A JP2001049582A (ja) 1999-05-31 1999-08-09 羊毛処理剤

Publications (2)

Publication Number Publication Date
EP1076129A2 true EP1076129A2 (de) 2001-02-14
EP1076129A3 EP1076129A3 (de) 2001-03-28

Family

ID=16819935

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00305614A Withdrawn EP1076129A3 (de) 1999-08-09 2000-07-03 Veredlungsmittel für Wolle

Country Status (4)

Country Link
EP (1) EP1076129A3 (de)
KR (1) KR20010050015A (de)
AU (1) AU5188300A (de)
NZ (1) NZ506208A (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005105969A1 (en) * 2004-04-16 2005-11-10 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
WO2005105970A1 (en) * 2004-04-16 2005-11-10 The Procter & Gamble Company Liquid laundry detergent compositions with silicone blends as fabric care agents
US7326676B2 (en) 2003-07-11 2008-02-05 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
US7404827B2 (en) 2003-08-08 2008-07-29 Kao Corporation Fabric treating agent composition
US20110015332A1 (en) * 2006-06-30 2011-01-20 Bluestar Silicones France Oil-in-water aminosiloxane emulsions

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200916A2 (de) * 1985-04-02 1986-11-12 Dow Corning Corporation Verfahren zur Herstellung von Emulsionen und die so erhaltenen Emulsionen
US5258451A (en) * 1990-06-07 1993-11-02 Shin-Etsu Chemical Co., Ltd. Method for the preparation of an aqueous emulsion of organopolysiloxane

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2863137B2 (ja) * 1996-08-20 1999-03-03 花王株式会社 液体洗浄剤組成物

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200916A2 (de) * 1985-04-02 1986-11-12 Dow Corning Corporation Verfahren zur Herstellung von Emulsionen und die so erhaltenen Emulsionen
US5258451A (en) * 1990-06-07 1993-11-02 Shin-Etsu Chemical Co., Ltd. Method for the preparation of an aqueous emulsion of organopolysiloxane

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch, Week 199819 Derwent Publications Ltd., London, GB; Class A97, AN 1998-213130 XP002158496 & JP 10 060480 A (KAO CORP), 3 March 1998 (1998-03-03) *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7326676B2 (en) 2003-07-11 2008-02-05 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
US7404827B2 (en) 2003-08-08 2008-07-29 Kao Corporation Fabric treating agent composition
WO2005105969A1 (en) * 2004-04-16 2005-11-10 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
WO2005105970A1 (en) * 2004-04-16 2005-11-10 The Procter & Gamble Company Liquid laundry detergent compositions with silicone blends as fabric care agents
US7335630B2 (en) 2004-04-16 2008-02-26 The Procter & Gamble Company Liquid laundry detergent compositions with silicone blends as fabric care agents
CN1942573B (zh) * 2004-04-16 2011-04-06 宝洁公司 包含作为织物护理剂的硅氧烷掺合物的液体衣物洗涤剂组合物
US20110015332A1 (en) * 2006-06-30 2011-01-20 Bluestar Silicones France Oil-in-water aminosiloxane emulsions

Also Published As

Publication number Publication date
AU5188300A (en) 2001-02-15
KR20010050015A (ko) 2001-06-15
NZ506208A (en) 2002-02-01
EP1076129A3 (de) 2001-03-28

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