EP1495181A1 - Utilisations dans une usine textile de polymeres a base de cellulose pour conferer a des tissus un aspect et une integrite ne s'alterant pas lorsqu'ils sont utilises et laves - Google Patents

Utilisations dans une usine textile de polymeres a base de cellulose pour conferer a des tissus un aspect et une integrite ne s'alterant pas lorsqu'ils sont utilises et laves

Info

Publication number
EP1495181A1
EP1495181A1 EP03746987A EP03746987A EP1495181A1 EP 1495181 A1 EP1495181 A1 EP 1495181A1 EP 03746987 A EP03746987 A EP 03746987A EP 03746987 A EP03746987 A EP 03746987A EP 1495181 A1 EP1495181 A1 EP 1495181A1
Authority
EP
European Patent Office
Prior art keywords
group
alkyl
hydroxyalkyl
independently selected
textile
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Withdrawn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
EP03746987A
Other languages
German (de)
English (en)
Inventor
Jiping Wang
Nodie Monroe Washington
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1495181A1 publication Critical patent/EP1495181A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • D06M15/05—Cellulose or derivatives thereof
    • D06M15/07—Cellulose esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/193—Mixed ethers, i.e. ethers with two or more different etherifying groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
    • 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
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • D06M15/05—Cellulose or derivatives thereof
    • 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
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • D06M15/05—Cellulose or derivatives thereof
    • D06M15/09—Cellulose ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present mvention relates to textile mill applications of certain cellulosic based polymer or oligomer materials which impart appearance and integrity benefits to fabrics and textiles during laundering and in-wear.
  • the applications can be stand alone or incorporated into traditional textile mill processes such as dyeing and finishing.
  • Short fibers are dislodged from woven and knit fabric/textile structures by the mechanical action of laundering and abrasion/rubbing during in-wear. These dislodged fibers may form lint, fuzz or "pills" which are visible on the surface of fabrics and diminish the appearance of newness of the fabric. Further, repeated laundry-wear cycles of fabrics and textiles, can remove dye from fabrics and textiles and impart a faded, worn out appearance as a result of diminished color intensity, and in many cases, as a result of changes in hues or shades of color.
  • each R is selected from the group consisting of R2, Re, and
  • each R2 is independently selected from the group consisting of H and C1 -C4 alkyl
  • each R c is -( CH 2 ) -C-OZ wherein each Z is independently selected from the group consisting of M, R2, Rc > and R H ; each RH is independently selected from the group consisting of C5 -C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C7-C20 arylalkyl, substituted alkyl, hydroxyalkyl, C1-C20 alkoxy-2-hydroxyalkyl, C7-C20 alkylaryloxy-2-hydroxyalkyl, (R4)2N-alkyl, (R4)2N-2- hydroxyalkyl, ⁇ 4)3 N-alkyl, ⁇ 4)3 N-2-hydroxyalkyl, 3-C12 aryloxy-2-hydroxy alkyl, O R 5 O R 5 O O R 5 O
  • each R4 is independently selected from the group consisting of H, C1-C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C7-O20 arylalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, piperidinoalkyl, morpholinoalkyl, cycloalkylaminoalkyl and hydroxyalkyl; each R5 is independently selected from the group consisting of H, CT -C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C7-C20 arylalkyl, substituted alkyl, hydroxyalkyl,
  • M is a suitable cation selected from the group consisting of Na, K, l/2Ca, and l/2Mg; each x is from 0 to about 5; each y is from about 1 to about 5; and provided that: the Degree of Substitution for group R H is between about 0.0001 and 0.1, more preferably between about 0.0005 and 0.05, and most preferably between about 0.0008 and 0.01; the Degree of Substitution for group R c wherein Z is H or M is between about 0.2 and 2.0, more preferably between about 0.3 and 1.0, and most preferably between about 0.4 and
  • the cellulosic based polymer or oligomer materials defined above can be used as an additive in dyeing, dyeing aftertreatments, softener finishing, hand building finishing, durable press finishing, antibacterial finishing, soil release finishing, and even mechanical finishings, etc.
  • the materials can be applied onto yarns/fabrics/textiles/garments via pad-dry processes or exhaustion methods
  • the amount of the cellulosic based fabric treatment materials of the present invention needed in the textile mill applications to provide the best fabric appearance benefits depends on many factors such as yarn/fabric constructions, types of textile processes and types of textile equipment. Based on weight of fabrics, from about 0.005% to 10% of the cellulosic based materials is needed to impart fabrics with the best fabric appearance and integrity. The prefeixed amount is from about 0.01% to 3% based on weight of fabrics treated with the cellulosic based materials.
  • Such benefits can include improved overall appearance, pill/fuzz reduction, antifading, improved abrasion resistance, and/or enhanced softness.
  • Figure 1 is an example of the pad-dry treatment process.
  • Figure 2 is an example of the exhaustion treatment method.
  • the essential component of the compositions of the present invention comprises one or more cellulosic based polymer or oligomer.
  • Such materials have been found to impart a number of appearance benefits to fabrics and textiles after applied onto fabrics during textile mill applications.
  • Such fabric appearance benefits can include, for example, improved overall appearance of the laundered fabrics, reduction of the formation of pills and fuzz, protection against color fading, improved abrasion resistance, etc.
  • the cellulosic based fabric treatment materials used in the compositions and methods herein can provide such fabric appearance benefits with acceptably little or no loss in other preferred textile properties such as fabric feel/hand, draping, softness, smoothness, etc.
  • an oligomer is a molecule consisting of only a few monomer units while polymers comprise considerably more monomer units.
  • oligomers are defined as molecules having an average molecular weight below about 1,000 and polymers are molecules having an average molecular weight of greater than about 1,000.
  • One suitable type of cellulosic based polymer or oligomer fabric treatment material for use herein has an average molecular weight of from about 5,000 to about 2,000,000, preferably from about 50,000 to about 1,000,000.
  • each R is selected from the group consisting of R2, Re, and
  • each R2 is independently selected from the group consisting of H and C1-C4 alkyl
  • each R c is -( CH 2 ) -C-OZ wherein each Z is independently selected from the group consisting of M, R2, Re, and R H ; each R H is independently selected from the group consisting of C5 -C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C7-C20 arylalkyl, substituted alkyl, hydroxyalkyl, C1-C20 alkoxy-2-hydroxyalkyl, C -C20 alkylaryloxy-2-hydroxyalkyl, (R4>2N-al yl, (R4)2N-2- hydroxyalkyl, (R4)3 N-alkyl, ⁇ 4)3 N-2-hydroxyalkyl, Cg-C] ⁇ aryloxy-2-hydroxyalkyl,
  • each R4 is independently selected from the group consisting of H, C1-C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C7-C20 arylalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, piperidinoalkyl, mo holinoalkyl, cycloalkylaminoalkyl and hydroxyalkyl; each R5 is independently selected from the group consisting of H, C ⁇ -C20 alkyl, C5-C7 cycloalkyl, C7-C20 alkylaryl, C -C20 arylalkyl, substituted alkyl, hydroxyalkyl,
  • M is a suitable cation selected from the group consisting of Na, K, l/2Ca, and l/2Mg; each x is from 0 to about 5; each y is from about 1 to about 5; and provided that: the Degree of Substitution for group R H is between about 0.0001 and 0.1, more preferably between about 0.0005 and 0.05, and most preferably between about 0.0008 and 0.01; the Degree of Substitution for group Re wherein Z is H or M is between about 0.2 and 2.0, more preferably between about 0.3 and 1.0, and most preferably between about 0.4 and
  • the "Degree of Substitution” for group R H which is sometimes abbreviated herein “DS RH ", means the number of moles of group R H components that are substituted per anhydrous glucose unit, wherein an anhydrous glucose unit is a six membered ring as shown in the repeating unit of the general structure above.
  • the "Degree of Substitution" for group R c which is sometimes abbreviated herein "DS RC ", means the number of moles of group R c components, wherein Z is H or M, that are substituted per anhydrous glucose unit, wherem an anhydrous glucose unit is a six membered ring as shown in the repeating unit of the general structure above.
  • the requirement that Z be H or M is necessary to insure that there are a sufficient number of carboxy methyl groups such that the resulting polymer is soluble. It is understood that in addition to the required number of R c components wherein Z is H or M, there can be, and most preferably are, additional R c components wherein Z is a group other than H or M.
  • the production of materials according to the present invention is further defined in the Examples below.
  • B) Textile Mill Applications The cellulosic based polymer or oligomer materials defined above can be used as an additive in dyeing, dyeing after treatments, softener finishing, hand building finishing, durable press finishing, soil release finishing, antibacterial finishing and even mechanical finishings, etc.
  • the materials can be also used either by themselves alone or in conjunction with other textile additives such as but not limited to wetting agents, chelating agents, pH control agents, softeners, soil release agents, water repellants, dye fixatives, durable press finishing agents, antibacterial agents, etc..
  • the cellulosic based polymer or oligomer materials are commonly utilized during the dyeing and/or finishing stages
  • the materials can be applied onto yarns/fabrics/textiles/garments via both pad-dry processes and exhaustion methods as shown in Figures 1 and 2 respectively or via spray application (not shown).
  • the materials can be applied to woven fabric, knit fabric, nonwoven fabric, or combinations thereof.
  • the pad-dry process is common for the dyeing and finishing of woven fabrics. No curing is necessary to fix the materials onto fabrics although they are safe to go through high temperature curing processes. Examples of high temperature curing processes include but are not limited to finishes such as durable press finishes and antibacterial finishes.
  • the exhaustion method is commonly used to treat knit fabrics in the textile mill applications although some knit fabrics may be treated in the pad-dry process.
  • the amount of the cellulosic based fabric treatment materials of the present invention needed in the textile mill applications to provide the best fabric appearance benefits depends on many factors such as yarn/fabric constructions, types of textile processes and types of textile equipment. Based on the weight of the fabric, from about 0.005% to 10% of the cellulosic based materials is needed to impart fabrics with the best fabric appearance and integrity. The preferred amount is from about 0.01% to 3% based on the weight of the fabric treated with the cellulosic based materials.
  • Such benefits can include improved overall appearance, pill/fuzz reduction, antifading, improved abrasion resistance, and/or enhanced softness.
  • the concentration of the cellulosic based materials in the padding solution 20 should be determined by wet pick-up. For example, 1% of the aqueous solution is needed in the padding bath 40 if the wet pick-up is controlled as 100% based on the weight of the fabric 10 and 1% of the cellulosic based materials are needed to deliver the fabric 10 appearance and integrity benefits.
  • the amount of the cellulosic based materials added into the exhaustion bath 60 is determined by the weight of the fabric 10.
  • a non- limiting example would be, if a 1% add-on level of the cellulosic based materials to the fabric 10 is desired, this would be accomplished for example by adding 1 kg of the cellulosic based materials to the exhaustion bath 60 to treat 100 kg of fabric 10.
  • the pH range for fabric treatment is preferably from about 3 to 12 and more preferably from about 4 to 10.
  • the carboxylation of cellulose to produce CMC is a procedure that is well known to those skilled in the art.
  • To produce the modified CMC materials of this invention one adds during the CMC making process the material, or materials, to be substituted.
  • An example of such as procedure is given below.
  • This same procedure can be utilized with the other substituent materials described herein by replacing the hexylchloride with the substituent material, or materials, of interest, for example, cetylchloride.
  • the amount of material that should be added to the CMC making process to achieve the desired degree of substitution will be easily calculated by those skilled in the art in light of the following Examples.
  • This example illustrates the preparation of a carboxymethyl hydrophobically modified carboxymethyl cellulose and is representative of preparation of all of the cellulose ether derivatives of this invention.
  • Cellulose (20 g), sodium hydroxide (10 g), water (30 g), and ethanol (150 g) are charged into a 500 ml glass reactor.
  • the resulting alkali cellulose is stirred 45 minutes at 25 °C.
  • monochloroacetic acid (15 g) and hexylchloride (1 g) are added and the temperature raised over time to 95°C and held at 95°C for 150 minutes.
  • the reaction is cooled to 70°C, and then cooled to 25°C.
  • Neutralization is accomplished by the addition of a sufficient amount of nitric acid/acetic acid to achieve a slurry pH of between 8 and 9.
  • the slurry is filtered to obtain a hexylether of CMC.
  • **DS RH for these materials was in the range of from about 0.001 to about 0.1

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Textile Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Materials Engineering (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne des polymères ou des oligomères à base de cellulose à utiliser dans des usines textiles. Les compositions présentées confèrent à des tissus et à des textiles un aspect et une intégrité ne s'altérant pas lorsqu'ils sont lavés et utilisés. Ces matières peuvent être utilisées seules ou bien dans le cadre de processus de fabrication de textiles. Ces matières peuvent être appliquées sur des fils/tissus/textiles/vêtements, selon des procédés de fixage par foulardage-séchage ou des procédés d'épuisement.
EP03746987A 2002-04-16 2003-04-16 Utilisations dans une usine textile de polymeres a base de cellulose pour conferer a des tissus un aspect et une integrite ne s'alterant pas lorsqu'ils sont utilises et laves Withdrawn EP1495181A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US37287702P 2002-04-16 2002-04-16
US372877P 2002-04-16
PCT/US2003/011529 WO2003089711A1 (fr) 2002-04-16 2003-04-16 Utilisations dans une usine textile de polymeres a base de cellulose pour conferer a des tissus un aspect et une integrite ne s'alterant pas lorsqu'ils sont utilises et laves

Publications (1)

Publication Number Publication Date
EP1495181A1 true EP1495181A1 (fr) 2005-01-12

Family

ID=29250924

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03746987A Withdrawn EP1495181A1 (fr) 2002-04-16 2003-04-16 Utilisations dans une usine textile de polymeres a base de cellulose pour conferer a des tissus un aspect et une integrite ne s'alterant pas lorsqu'ils sont utilises et laves

Country Status (8)

Country Link
US (1) US20030226212A1 (fr)
EP (1) EP1495181A1 (fr)
JP (1) JP2005520951A (fr)
CN (1) CN1646760A (fr)
AU (1) AU2003226390A1 (fr)
BR (1) BR0309312A (fr)
CA (1) CA2480283A1 (fr)
WO (1) WO2003089711A1 (fr)

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US20050246841A1 (en) * 2004-05-05 2005-11-10 The Procter & Gamble Company Textile benefit compositions
WO2007083262A1 (fr) * 2006-01-19 2007-07-26 The Procter & Gamble Company Composition pour le traitement de tissus conferant un revetement anti-tache
US20090014034A1 (en) * 2006-11-22 2009-01-15 The Procter & Gamble Company Benefit compositions and formaldehyde scavengers for same
EP2089570A1 (fr) * 2006-11-22 2009-08-19 The Procter and Gamble Company Compositions traitantes de textile et procédés correspondants
ES2552066T3 (es) * 2010-03-31 2015-11-25 Henkel Ag & Co. Kgaa Agente de lavado para materiales textiles sensibles
CN110291179B (zh) 2017-02-13 2021-11-16 联合利华知识产权控股有限公司 辅助洗衣组合物
EP3580317B1 (fr) 2017-02-13 2021-10-13 Unilever IP Holdings B.V. Adjuvant pour composition de lavage
BR112019016821B1 (pt) 2017-02-13 2023-03-28 Unilever Ip Holdings B.V Método de aplicação de uma composição de soro para a lavagem de tecidos no ciclo de lavagem ou enxágue
ES2969518T3 (es) * 2017-02-13 2024-05-21 Unilever Ip Holdings B V Sistema de lavado de prendas de vestir

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Also Published As

Publication number Publication date
AU2003226390A1 (en) 2003-11-03
BR0309312A (pt) 2005-02-15
WO2003089711A1 (fr) 2003-10-30
CN1646760A (zh) 2005-07-27
CA2480283A1 (fr) 2003-10-30
JP2005520951A (ja) 2005-07-14
US20030226212A1 (en) 2003-12-11

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