EP1216321A1 - Durable fabric enhancement - Google Patents

Durable fabric enhancement

Info

Publication number
EP1216321A1
EP1216321A1 EP00966918A EP00966918A EP1216321A1 EP 1216321 A1 EP1216321 A1 EP 1216321A1 EP 00966918 A EP00966918 A EP 00966918A EP 00966918 A EP00966918 A EP 00966918A EP 1216321 A1 EP1216321 A1 EP 1216321A1
Authority
EP
European Patent Office
Prior art keywords
wherem
mixtures
formula
fabnc
fabπc
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Withdrawn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
EP00966918A
Other languages
German (de)
French (fr)
Inventor
Mark Robert Sivik
Janet Sue Littig
Ellen Schmidt Baker
Brent Allan Kolb
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 EP1216321A1 publication Critical patent/EP1216321A1/en
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/65812Cyclic phosphazenes [P=N-]n, n>=3
    • C07F9/65815Cyclic phosphazenes [P=N-]n, n>=3 n = 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40Nitrogen atoms
    • C07D251/42One nitrogen atom
    • C07D251/44One nitrogen atom with halogen atoms attached to the two other ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D251/00Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/40Nitrogen atoms
    • C07D251/42One nitrogen atom
    • C07D251/46One nitrogen atom with oxygen or sulfur atoms attached to the two other ring carbon atoms
    • 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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/35Heterocyclic compounds
    • D06M13/355Heterocyclic compounds having six-membered heterocyclic rings
    • 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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/35Heterocyclic compounds
    • D06M13/355Heterocyclic compounds having six-membered heterocyclic rings
    • D06M13/358Triazines
    • 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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/44Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing nitrogen and phosphorus
    • 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
    • D06M2101/04Vegetal fibres
    • D06M2101/06Vegetal fibres cellulosic
    • 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
    • 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
    • D06M2200/50Modified hand or grip properties; Softening compositions
    • 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
    • D06M2400/00Specific information on the treatment or the process itself not provided in D06M23/00-D06M23/18
    • D06M2400/01Creating covalent bondings between the treating agent and the fibre

Definitions

  • the present invention relates to novel compounds which are capable of providing fab ⁇ c having one or more reactive sites, inter aha. cellulosic fab ⁇ c. with one or more durable fab ⁇ c enhancement benefits
  • the benefits of the present mvention are delivered to fabric via reactive backbone, preferably a backbone which comp ⁇ ses one or more s-tnazrne, py ⁇ rmdine, cyclot ⁇ phosphazene umts, or mixtures thereof
  • These backbone umts are capable of reacting with reactive units of fibers, for example, the hydroxyl umts of cellulosic fibers, to provide a durable enhancement benefit, inter aha, softness, anti-static
  • Fabnc has been modified to provide ''permanent press" benefits
  • the process for providing this benefit reacts crosslink g agents with fabnc. typically cellulosic fabnc, which is laid out m a final shape
  • These permanent press processes are typically undertaken under acidic conditions, conditions which can deplete the fab ⁇ c of up to 50% of its inherent strength
  • the present invention meets the aforementioned needs in that it has been surp ⁇ singh discovered that fabric softness and fabric anti-static benefits can be delivered to fabric dunng manufacture of the fab ⁇ c, provided said fab ⁇ c compnse one or more reactive umts Cellulosic fabnc compnses an abundance of free hydroxyl units on the fiber surface and is, therefore, a preferred fabnc for use of the present process
  • the fabnc enhancement systems of the present mvention compnse one or more compounds which compnse a fabnc-reactive heterocychc backbone to which is attached a moiety which delivers a fabric enhancement benefit to fabnc
  • the compounds which comprise the durable enhancement fabnc modification systems or the present invention can be applied to cotton, cotton-like fab ⁇ c, inter aha, rayon, or any reactive-site comprising fab ⁇ c at any point dun
  • the first aspect of the present mvention relates to a manufacturmg process for providmg an enhanced fab ⁇ c benefit, said process compnsmg the steps of contacting fab ⁇ c with a composition in the form of an aqueous emulsion, said composition comp ⁇ smg a) from about 0 1%, preferably from about 1%. more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a cellulose modifying compound accordmg to the present invention, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct ingredients
  • the present mvention further relates to a composition for modifying fabnc, said composition comp ⁇ smg from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a fabnc modifying compound having the formula
  • R is a backbone linkmg umt, each R 1 is independently
  • cyclotnphosphazene umts having the formula vn) and mixtures thereof, wherem R 2 is R 1 or a umt selected from the group consisting of hydrogen. C 1 -C 22 alkyl, phenyl, benzyl, and mixtures thereof, X is -N-. -CH-. and mixtures thereof, the mdex m is from 0 to 5, the mdex n is from 0 to 5, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct ingredients, wherein said composition is in the form of an emulsion
  • the present invention relates to Fab ⁇ c Modifying Compounds described herem which when delivered to fab ⁇ c havmg reactive sites, provides a durable softness or antistatic benefit
  • the present mvention relates to the surp ⁇ smg discovery that fabnc enhancement benefits can be effectively delivered to fab ⁇ c which comprises one or more surface reactive umts.
  • fab ⁇ c which comprises one or more surface reactive umts.
  • surface reactive umts for example, cellulosic matenal, inter aha, cotton, rayon, or mate ⁇ al compnsed of non-cellulosic mate ⁇ al, inter aha, silk
  • the benefits are delivered thereto by one or more fabnc modifying compounds which are capable of reacting with the reactive umts which comprise fabric, for example, the hydroxyl moieties of cellulose, or m a different embodiment, other reactive umts on the surface of wool or silk
  • the fabnc modifying compounds of the present mvention modify the surface of fab ⁇ c in a manner which provides softness benefits to the fabric, benefits which are potentially renewable be the consumer
  • the compounds of the present mvention are applied to fabnc dunng the process of assembling the fibers mto fabric, after the fab ⁇ c has been formed, or after an artifact of manufacture has been made from said fabnc
  • the fabnc modifying compounds of the present mvention are delivered from a composition which is an aqueous emulsion of the modifying compound
  • the process of the present mvention relates to the step of applymg the modifying agent comprising composition to fabnc at a point m the manufacturing process
  • the term "durable” is defined as "a compound which provides a fabnc benefit, inter aha, softness, is applied to fabnc m a manner wherein said compound is covalently linked to the fabnc and does not become detached for reasons other than mechanical loss"
  • a compound accordmg to the present invention which is applied to cellulosic fabric will not transfer to a second surface due to contact with said second surface Instead the compound which provides the benefit remams associated with the fabric surface
  • the term “durable” also connotes the fact that if by a mechamcal process.
  • cellulosic fabric or “cellulosic matenal” is defined as "fibrous cellulose compnsmg-mate ⁇ al denved from native sources, inter aha, cotton, rayon, flax, including the pulp of said sources, inter aha.
  • wood pulp comprising derivatives, non-lrmitmg examples of which mclude cellulose acetates, cellulose ethers' "Cellulosic fabric” or “cellulosic mate ⁇ al” dependmg upon the context is defined as "the raw matenal, inter aha, fibers, or the finished product, inter aha, an article of clothmg"
  • Cellulosic fabric or “cellulosic mate ⁇ al” dependmg upon the context is defined as "the raw matenal, inter aha, fibers, or the finished product, inter aha, an article of clothmg”
  • cellulose fab ⁇ c is used mterchangeably for and is meant to stand equally well for "fabric comp ⁇ smg 100% cotton fiber, and mixtures of cotton fiber and synthetic fibers"
  • the durable fabric enhancement compounds of the present mvention which comprise the fab ⁇ c modifying systems have a modulated reactivity toward fabric surface reactive sites
  • the compounds of the present mvention react with, for example, the hydroxyl moieties which compnse cellulose and provides a rigid link or framework which holds the fab ⁇ c enhancement compounds to the fibers
  • a mono-tnazme compound will have three fabnc reactive sites One site is attached to a fabnc enhancement component (which delivers the durable benefit) leaving two sites available for attachment to cellulosic fabnc
  • the formulator can modulate the relative reactivity of the units toward fabnc
  • fab ⁇ c reactive umt may initially combme with the reactive umts of fiber and the balance of the "differentiated reactivity R 1 fab ⁇ c reactive umts" may remain unreacted Therefore, if the pnmaiy R 1 site of attachment is lost due to mechamcal detachment, a secondary, initially less reactive "fabnc reactive moiety" can be reacted with the fab ⁇ c surface at the instigation of the consumer, for example, durmg ironmg, or by the deliberate application of a "linking catalyst"
  • ohgome ⁇ c is defined "as a umt which comp ⁇ ses more than one fab ⁇ c reactive heterocychc backbone residue per molecule"
  • one s-tnazme ring can compnse up to three reactive sites two of which can be mtended to react with cellulosic mate ⁇ al
  • a compound compnsing two or more, for example, s-tnazme units linked by an R umt as described herem below, is ohgomenc Fabnc Modifymg Compounds
  • compositions of the present mvention comprise and the processes of the present mvention utilize compositions which comprise one or more fabric modifymg compounds havmg the formula
  • R is a backbone linkmg umt wherem each R is independently a umt having the formula
  • R 3 is substituted or unsubstituted C1-C 22 alkylene, -C22 alkenylene, C3-C22 cycloalkylene C 6 -C 22 arylene, C 7 -C 22 alkylarylene. and mixture thereof, preferably R 3 is C 2 -C 6 alkylene, phenylene, C7-C 1 0 alkylarylene, and mixture thereof Y is -0-, NR'-. and mixtures thereof. R is hydrogen, C ⁇ -C alkyl, and mixtures thereof, p is 0 or 1
  • Y is -NH- when each p is 1
  • Each R 1 is mdependently selected from the group consistmg of
  • a fabnc reactive moiety is defined herem as "a umt which facilitates the formation of a covalent bond between the fab ⁇ c modifymg compound and a reactive umt on the surface of fabnc "
  • fabric modifymg compounds or ohgomers which backbones comprise one fabnc benefit R 1 umt, one fabnc reactive R ! unit, and the balance of R 1 umts are fabnc non- reactive moieties which serve as modulating umts not capable of reacting with fabric reactive sites, inter aha, the hydroxyls of cellulosic matenal.
  • each fabnc reactive moiety is mdependently selected from the group consistmg of halogen, thioglycolate. citrate, nicotinate, (4-sulfonylphenyl)amtno. (4-sulfonylphenyl)oxy. and mixtures thereof, more preferably chlorine, (4- sulfonylphenyl)am ⁇ no, (4-sulfonylphenyl)oxy. most preferably chlorine
  • a fabnc non-reactive moiety preferably said fabnc non-reactive moiety is selected from the group consistmg of hydrogen, C 1 -C 22 linear or branched, substituted or unsubstituted alkyl. C3-C 2 2 substituted or unsubstituted cycloalkyl. C 6 -C !8 substituted or unsubstituted aryl.
  • R" can be one or more umts which provide a desired property to the t ⁇ azme, tnazrne ohgomer, pynmidme, pynmidme ohgomer, cyclotnphosphazene. cyclot ⁇ phosphazene ohgomer, or backbones comp ⁇ smg mixtures thereof, inter aha, water solubility, fab ⁇ c substantivity
  • Non-lumtmg examples or R" m clude halogen, -S0 3 M, NH 2 , wherem M is hydrogen or a water soluble cation, preferably sodium ill) a fabnc conditiomng moiety havmg the formula
  • each W is mdependently a quaternized ammo moiety, -N ⁇ or an unquatemized ammo moiety, -N-, R 4 is hydrogen, -C 22 linear or branched alkyl, C2-C 22 lmear or branched alkenyl, C3-C22 cycloalkyl, C7-C 22 alkylenearyl. C3-C 22 heteroaryl, C4-C2 2 alkyleneheteroaryl, and mixtures thereof.
  • Z is a umt which serves to link the ammo mtrogen to the backbone or serves as a link between fabric conditiomng moiety ammo umts, said Z umt are C -C ⁇ 2 linear or branched alkylene, q is 0 or 1 , x is from 1 to 3 , y is from 0 to 5 iv) s-tnazme umts havmg the formula
  • cyclotnphosphazene umts havmg the fo ⁇ nula vn) and mixtures thereof, wherem R 2 is R 1 or a unit selected from the group consistmg of hydrogen, C1-C 22 alkyl, phenyl, benzyl, and mixtures thereof, X is -N-, -CH-. and mixtures thereof, preferably -N-. the index m is from 0 to 5, the mdex n is from 0 to 5
  • the backbone of the ohgomer will be a branched backbone, for example a backbone havmg the general formula
  • R umts are any linking umts as descnbed heremabove. and the remaining R umts are fab ⁇ c reactive or fabnc non-reactive umts as descnbed herem
  • a prefened embodiment of this type of backbone has the formula R 1
  • a non-limiting example of a preferred fabric conditiomng moiety has the formula
  • R 4 is C 8 -C 22 lmear or branched alkyl, C 12 -C 22 linear or branched alkenyl, and mixtures thereof, preferably Cn-Cjg lmear alkyl, C ⁇ 6 -C ⁇ 8 linear alkenyl, and mixtures thereof
  • a further non-lrmitmg example of a preferred fabnc conditiomng moiety has the formula
  • One embodiment of the present invention relates to fabnc modifymg compounds compnsmg one s-tnazme or one pynmidme unit (non-ohgomers). for example, compounds havmg the formula R 1
  • R 1 ⁇ N [(Z) q W(R 4 ) x ] y - (Z) q -W(R 4 ) x
  • m R 1 is selected from the group consistmg of halogen, (4-sulfonyl-phenyl)am ⁇ no, (4- sulfonylphenyl)oxy, and mixtures thereof, preferably the mdex y is equal to 0
  • fabnc modifymg compounds havmg the formula
  • R 1 ⁇ N ⁇ N(R 4 ) 2
  • R 1 is preferably chlorme
  • R 4 is Cn-Cis lmear alkyl, Ci ⁇ -Cis lmear alkenyl, and mixtures thereof, preferably Ci ⁇ - n linear alkyl, Cis lmear alkenyl, and mixtures thereof
  • Another embodrment of the present mvention relates to compounds, compositions compnsmg compounds, or processes utilizing compounds havmg two s-tnazme or pynmidme backbone umts (ohgomers), for example, the prefened compounds having the formula
  • R 3 is C 2 -C 6 alkylene, phenylene. substituted phenylene, and mixtures thereof, at least one R 1 is selected from the group consistmg of halogen. (4-sulfonyl-phenyl)ammo, (4- sulfonylphenyl)oxy, and mixtures thereof, preferably compounds havmg the formula wherem R 1 is halogen, preferably chlorme, R 4 is C ⁇ 2 -C ⁇ 8 lmear alkyl, Ci 6 -Cj 8 lmear alkenyl, and mixtures thereof
  • the present mvention relates to a composition for modifymg cellulose or cellulose comp ⁇ smg fab ⁇ c, said composition compnsmg a) from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%o, preferably to about 10%. more preferably to about 7% by weight, of a cellulose modifymg compound as descnbed herem above, b) from about 0 01%> to about 10% by weight, of a surfactant, c) optionally, from about 0 01%, preferably from about 0 05%, more preferably from about 0 1%.
  • composition is m the form of an emulsion Surfactant
  • compositions of the present mvention which are applied to fabric at the pomt of manufacture by the process of the present invention comp ⁇ ses form about 0 01%, preferably from about 0 1%, more preferably from about 1% to about 10%, preferably to about 7%, more preferably to about 5% by weight, of one or more surfactants
  • said surfactant is a nomomc surfactant selected from the group consistmg of C ⁇ -Cj 8 alkyl ethoxylates, C 6 -Cn alkyl phenol alkoxylates wherem said alkoxylate umts are a mixture of ethyleneoxy and propyleneoxy umts, C 12 -C 18 alcohols, C ⁇ -Cn alkyl phenol condensates with ethylene oxide/propylene oxide block polymers, alkylpolysaccha ⁇ des, polyhydroxy fatty acid amides, and mixtures thereof
  • Non- limiting examples of more prefened surfactants mclude C ⁇ -Cig alkyl e
  • compositions of the present invention comprise from about 0 01%, preferably from about 0 05%. more preferably from about 0 1%, most preferably from about 0 5% to about 2%, preferably to about 1 5%. more preferably to about 1% by weight, of a swelling agent
  • a swelling agent preferably from about 0 01%, preferably from about 0 05%. more preferably from about 0 1%, most preferably from about 0 5% to about 2%, preferably to about 1 5%. more preferably to about 1% by weight, of a swelling agent
  • a swelling agent include urea, sodium hydroxide, and the like
  • compositions of the present invention compnse a fab ⁇ c modifymg compound and a surfactant
  • the balance of the composition may compnse one or more adjunct mgredients as well as earners
  • adjunct mgredients as well as earners
  • compositions of the present mvention optionally comprise from about 0 005%, preferably from about 0 5%. more preferably from about 0 1% to about 1%, preferably to about 0 5%, more preferably to about 0 25%, most preferably to about 0 2% by weight, of one or more crystal growth inhibitors
  • Non-l mitmg examples of carboxyhc compounds which serve as crystal growth rnhibitors mclude glycohc acid, phytic acid, polycarboxyhc acids, polymers and co-polymers of carboxyhc acids and polycarboxyhc acids, and mixtures thereof
  • the inhibitors may be m the acid or salt form
  • the polycarboxyhc acids compnse matenals havmg at least two carboxyhc acid radicals which are separated by not more than two carbon atoms (e g , methylene umts)
  • the polycarboxylates suitable for use m the present invention are further disclosed m U S 3,128,287, U S 3.635,830.
  • polycarboxylates include ether hydroxypolycarboxylates, polyacrylate polymers, copolymers of maleic anhydnde and the ethylene ether or vmyl methyl ethers of acrylic acid Copolymers of 1,3,5-t ⁇ hydroxybenzene, 2, 4, 6-t ⁇ sulphon ⁇ c acid, and carboxymethyloxysuccmic acid are also useful Alkali metal salts of polyacetic acids, for example, ethylenediamine tetraacetic acid and mt ⁇ lotnacetic acid, and the alkali metal salts of polycarboxylates, for example, melhtic acid, succmic acid, oxydisuccinic acid, polymaleic acid, benzene 1,3,5-tricarboxyhc acid, carboxymethyloxysuccmic acid, are suitable for use in the present mvention as crystal growth rnhibitors
  • the polymers and copolymers which are useful as crystal growth inhibitors have a molecular weight which is preferably greater than about 500 daltons to about 100,000 daltons, more preferably to about 50,000 daltons
  • Examples of coinmercially available materials for use as crystal growth inhibitors mclude. polyacrylate polymers Good-Rite® ex BF Goodnch. Acrysol® ex Rohm & Haas. Sokalan® ex BASF, and Norasol® ex Norso Haas Preferred are the Norasol® polyacrylate polymers, more prefened are Norasol® 4 ION (MW 10,000) and Norasol® 440N (MW 4000) which is an ammo phosphomc acid modified polyacrylate polymer, and also more prefened is the acid form of this modified polymer sold as Norasol® QR 784 (MW 4000) ex Norso-Haas
  • Polycarboxylate crystal growth inhibitors mclude citrates, e g , citric acid and soluble salts thereof (particularly sodium salt), 3,3-d ⁇ carboxy-4-oxa-1.6-hexaned ⁇ oates and related compounds further disclosed m U S 4,566,984 incorporated herem by reference, C5-C20 alkyl, C5-C20 alkenyl succimc acid and salts thereof, of which dodecenyl succmate, lauryl succmate, my ⁇ styl succmate, palmityl succmate. 2-dodecenylsuccmate, 2-pentadecenyl succmate. are non-limiting examples Other suitable polycarboxylates are disclosed in U S 4,144,226, U S 3.308.067 and U S 3,723,322, all of which are incorporated herem by reference
  • Orgamc Phosphomc Acids are also smtable for use as crystal growth inhibitors
  • the term "orgamc diphosphomc acid” is defined as "an organo- diphosphomc acid or salt which does not compnse a nitrogen atom"
  • Prefened orgamc diphosphomc acids mclude C ⁇ -C 4 diphosphomc acid, preferably C 2 diphosphomc acid selected from the group consistmg of ethylene diphosphomc acid, ⁇ -hydroxy-2 phenyl ethyl diphosphomc acid, methylene diphosphomc acid, vinyhdene- 1.1 -diphosphomc acid , 1,2-d ⁇ hydroxyethane-l 1- diphosphomc acid, hydroxy-ethane 1,1 diphosphomc acid, the salts thereof, and mixtures thereof More prefened is hydroxyethane-1, 1 -diphosphomc acid (HEDP)
  • compositions of the present mvention may also optionally, but preferably compnse. one or more electrolytes for control of phase stability, viscosity, and or clanty
  • electrolytes for control of phase stability, viscosity, and or clanty
  • the presence of certain electrolytes inter aha calcium chloride, magnesium chloride may be key to insuring initial product clanty and low viscosity, or may affect the dilution viscosity of liquid embodiments, especially isotropic liquid embodiments
  • An electrolyte may be added to the compositions of the present mvention to msure phase stability and prevent the fab ⁇ c modifying compound from "gelling out' or from undergoing an undesirable or unacceptable viscosity mcrease Prevention of gelling or formation of a "swelled", high viscosity solution msures thorough delivery of the fab ⁇ c modifymg composition dunng the process of the process of the
  • the level of electrolyte is also influenced by other factors inter aha the type of fab ⁇ c onto which the composition is deposed, the type of R 1 fab ⁇ c reactive umts and the final pH of the solution, the amount of principal solvent, and the level and type of nomomc surfactant Therefore, the formulator must consider all of the mgredients. namely, fab ⁇ c modifymg compound, nomomc surfactant, and m the case of isotropic liquids, the principal solvent type and level, as well as level and identity of adjunct mgredients before selectmg the type and or level of electrolyte
  • lomzable salts can be used as suitable salts.
  • suitable salts are the hahdes of the Group IA and IIA metals of the Penodic Table of the elements, e g , calcium chlonde, sodium chlonde, potassium bromide, and lithium chlonde
  • the lonizable salts are particularly useful dunng the process of mixing the mgredients to make the compositions herem, and later to obtain the desired viscosity
  • the amount of lonizable salts used depends on the amount of active mgredients used m the compositions and can be adjusted accordmg to the desires of the formulator Typical levels of salts used to control the composition viscosity are from about 20 to about 10,000 parts per million (ppm), preferably from about 20 to about 5,000 ppm. of the composition
  • Alkylene polyammomum salts can be incorporated into the composition to give viscosity control m addition to or in place of the water-soluble, lonizable salts above,
  • these agents can act as scavengers, fo ⁇ ning ion pairs with anionic detergent earned over from the main wash, m the rinse, and on the fabncs.
  • alkylene polyammomum salts include L-lysrne, monohydrochlo ⁇ de and 1.5-d ⁇ ammomum 2-methyl pentane dihydrochlonde Dispersibihty Aids
  • the total level is from 0 1%, preferably from 0 3%, more preferably from 3%, even more preferably from 4%. and most preferably from 5% to 25%, preferably to 17%, more preferably to 15%, most preferably to 13% by weight, of the composition
  • the total level of dispersibihty aid mcludes any amount that may be present as part of another adjunct mgredient
  • Prefened dispersibihty aids are GENAMINE ® and GENAPOL ® ex Cla ⁇ ant
  • a prefened embodiment compnses both a cocoyl ethoxylated amine and a cocoyl ethoxylated alcohol, wherem the ethoxylation is approximately 10, each of which are available as GENAMINE ® and GENAPOL ®
  • a prefened example of the use of this admixture is a composition which compnses, for example, 0 2% GENAMINE ® and 0 1% GENAPOL ® Principal solvent
  • the compositions of the present invention may compnse as a earner a principal solvent
  • the level of principal solvent present m the compositions of the present mvention is typically less than about 95%, preferably less than about 50%, more preferably less than about 25%, most preferably less than about 15% by weight
  • Some embodiments of present mvention may compnse no principal solvent but may substitute mstead a suitable nomomc surfactant as descnbed herem above
  • the principal solvents suitable for use m the present mvention are selected from those havmg a ClogP of from about 0 15 to about 1, preferably from about 0 15 to about 0 64, more preferably from about 0 25 to about 0 62, most preferably from about 0 4 to about 0 6
  • the principal solvent is at least to some degree an asymmetnc molecule, preferably havmg a melting, or solidification pomt which allows the p ⁇ ncipal solvent to be liquid at or near room temperature
  • Low molecular weight principal solvents may be desirable for some embodiments More prefened molecules are highly asymmetncal
  • the present invention relates to a manufactunng process for providmg fab ⁇ c with an enhanced fab ⁇ c benefit, said process compnsmg the steps of contactmg fabnc with a composition m the form of an aqueous emulsion, said composition comprising a) from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a cellulose modifymg compound as descnbed herein above, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct mgredients, wherem said composition is m the form of an emulsion
  • the fab ⁇ c modifying composition was then applied to 14 mch x 12 mch terry cloth sheets compnsmg 86% cotton/14% polyester via MathisTM Padder set at 1 5 rn/mm The amount of composition deposited on a dry weight basis is about 1%
  • the treated terry cloth sheets were then laundered 10 time m a detersive surfact compnsmg laundry detergent composition (Tide ® )
  • the treated sheets exhibited increased softness relative to un treated sheets (control) when measured by expert panelists.

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Abstract

The present invention relates to a manufacturing process for providing fabric with an enhanced fabric benefit, said process comprising the steps of contacting fabric with a composition in the form of an aqueous emulsion, said composition comprising: (a) from about 0.1 % to about 20 % by weight, of a fabric modifying compound having formula (I) wherein R is a backbone linking unit; each R1 is independently (i) a fabric reactive moiety; (ii) a fabric non-reactive moiety; (iii) a fabric conditioning moiety; (iv) s-triazine units having formula (II); (v) pyrimidine units having formula (III); (vi) cyclotriphosphazene units having formula (IV); (vii) and mixtures thereof; wherein R2 is R1 or a unit selected from the group consisting of hydrogen, C¿1?-C22 alkyl, phenyl, benzyl, and mixtures thereof: X is -N-, -CH-, and mixtures thereof; the index m is from 0 to 5, the index n is from 0 to 5; (b) from about 0.01 % to about 10 % by weight, of a surfactant; and (c) the balance carriers and other adjunct ingredients.

Description

DURABLE FABRIC ENHANCEMENT
FIELD OF THE INVENTION
The present invention relates to novel compounds which are capable of providing fabπc having one or more reactive sites, inter aha. cellulosic fabπc. with one or more durable fabπc enhancement benefits The benefits of the present mvention are delivered to fabric via reactive backbone, preferably a backbone which compπses one or more s-tnazrne, pyπrmdine, cyclotπphosphazene umts, or mixtures thereof These backbone umts are capable of reacting with reactive units of fibers, for example, the hydroxyl umts of cellulosic fibers, to provide a durable enhancement benefit, inter aha, softness, anti-static
BACKGROUND OF THE INVENTION
Garments have been compnsed of cotton, wool, and silk fiber since antiquity and cotton contmues to be a fabπc of choice for many reasons uicluding its low maintenance Cotton, a wholly natural fiber, is compnsed of crosslinked cellulose the surface of which compπses an abundance of hydroxyl umts which are chemically reactive In fact, one negative against cotton fabπc is the ability of mateπals which compnse stains to react with the cotton fabnc rather than just become absorbed thereto Cotton fabnc is enhanced by the consumer through the wash when the consumer uses fabnc treatment compositions, most notably, fabric softener compositions which can be delivered via laundry detergent compositions, rinse added compositions, or dryer added compositions Compounds which provide a softness benefit are typically added m the mill by the fabπc or garment manufacturer to make the garment acceptable to consumers at the pomt of purchase However, thses finishes are lost during subsequent laundering andd the benefit is mstead renewably added by the consumer dunng laundering Wool and silk fabnc also compnse reactive moieties, but to a lesser degree
Typically, cotton clothmg which is treated with softness or anti-static agents loose their fimsh after the garment has been worn and/or laundered For clothmg worn several times pnor to a softness renewal treatment in the laundry, anti-static or softness benefits are gradually depleted dunng wearing of the garment
Fabnc has been modified to provide ''permanent press" benefits The process for providing this benefit reacts crosslink g agents with fabnc. typically cellulosic fabnc, which is laid out m a final shape These permanent press processes are typically undertaken under acidic conditions, conditions which can deplete the fabπc of up to 50% of its inherent strength
There is a need m the art for a process which provides fabric softness and/or anti-static benefit under non-acidic conditions There is also a long felt need for a compositions which is capable of being applied at the pomt of manufacture in a process which provides durable fabnc softness and/or antistatic benefits to fabric which compnse one or more reactive moieties There is also a long felt need for compounds which when formulated into compositions and utilized in the above descnbed processes, deliver a durable softness or antistatic benefit to fabnc
SUMMARY OF THE INVENTION
The present invention meets the aforementioned needs in that it has been surpπsingh discovered that fabric softness and fabric anti-static benefits can be delivered to fabric dunng manufacture of the fabπc, provided said fabπc compnse one or more reactive umts Cellulosic fabnc compnses an abundance of free hydroxyl units on the fiber surface and is, therefore, a preferred fabnc for use of the present process The fabnc enhancement systems of the present mvention compnse one or more compounds which compnse a fabnc-reactive heterocychc backbone to which is attached a moiety which delivers a fabric enhancement benefit to fabnc Depending upon the structure of the backbone, there may be present one or more fabric-reactive umts and one or more fabπc enhancement components The compounds which comprise the durable enhancement fabnc modification systems or the present invention can be applied to cotton, cotton-like fabπc, inter aha, rayon, or any reactive-site comprising fabπc at any point dunng the manufactuπng process
The first aspect of the present mvention relates to a manufacturmg process for providmg an enhanced fabπc benefit, said process compnsmg the steps of contacting fabπc with a composition in the form of an aqueous emulsion, said composition compπsmg a) from about 0 1%, preferably from about 1%. more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a cellulose modifying compound accordmg to the present invention, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct ingredients
The present mvention further relates to a composition for modifying fabnc, said composition compπsmg from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a fabnc modifying compound having the formula
wherein R is a backbone linkmg umt, each R1 is independently
I) a fabric reactive moiety, n) a fabπc non-reactive moiety, in) a fabπc conditioning moiety, iv) s-tπazme umts having the formula
v) pyrimidine umts having the formula
vi) cyclotnphosphazene umts having the formula vn) and mixtures thereof, wherem R2 is R1 or a umt selected from the group consisting of hydrogen. C1-C22 alkyl, phenyl, benzyl, and mixtures thereof, X is -N-. -CH-. and mixtures thereof, the mdex m is from 0 to 5, the mdex n is from 0 to 5, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct ingredients, wherein said composition is in the form of an emulsion
In its third aspect, the present invention relates to Fabπc Modifying Compounds described herem which when delivered to fabπc havmg reactive sites, provides a durable softness or antistatic benefit
These and other objects, features, and advantages will become apparent to those of ordinary skill m the art from a reading of the following detailed descnption and the appended claims All percentages, ratios and proportions herein are by weight, unless otherwise specified All temperatures are in degrees Celsius (° C) unless otherwise specified All documents cited are m relevant part, incorporated herem by reference
DETAILED DESCRIPTION OF THE INVENTION
The present mvention relates to the surpπsmg discovery that fabnc enhancement benefits can be effectively delivered to fabπc which comprises one or more surface reactive umts. for example, cellulosic matenal, inter aha, cotton, rayon, or mateπal compnsed of non-cellulosic mateπal, inter aha, silk The benefits are delivered thereto by one or more fabnc modifying compounds which are capable of reacting with the reactive umts which comprise fabric, for example, the hydroxyl moieties of cellulose, or m a different embodiment, other reactive umts on the surface of wool or silk
The fabnc modifying compounds of the present mvention modify the surface of fabπc in a manner which provides softness benefits to the fabric, benefits which are potentially renewable be the consumer The compounds of the present mvention are applied to fabnc dunng the process of assembling the fibers mto fabric, after the fabπc has been formed, or after an artifact of manufacture has been made from said fabnc The fabnc modifying compounds of the present mvention are delivered from a composition which is an aqueous emulsion of the modifying compound The process of the present mvention relates to the step of applymg the modifying agent comprising composition to fabnc at a point m the manufacturing process
For the purposes of the present mvention the term "durable" is defined as "a compound which provides a fabnc benefit, inter aha, softness, is applied to fabnc m a manner wherein said compound is covalently linked to the fabnc and does not become detached for reasons other than mechanical loss" For example, a compound accordmg to the present invention which is applied to cellulosic fabric will not transfer to a second surface due to contact with said second surface Instead the compound which provides the benefit remams associated with the fabric surface In a separate embodiment of the present mvention, which relates to a process for applymg said durable benefits by the consumer, the term "durable" also connotes the fact that if by a mechamcal process. inter aha, wearing of the fabnc, one or more "reactive umts" no longer form a covalent bond with the bulk of the fiber, non-reacted "reactive umts" can be potentially re-activated by the consumer thereby re-bondmg the compound to the fabnc The compounds of the present mvention are applied to fabπc m a manner which is different than "fabric substantive" which relies on the attraction of a matenal for the surface of fabπc
For the purposes of the present mvention the term "cellulosic fabric" or "cellulosic matenal" is defined as "fibrous cellulose compnsmg-mateπal denved from native sources, inter aha, cotton, rayon, flax, including the pulp of said sources, inter aha. wood pulp, cellulose comprising derivatives, non-lrmitmg examples of which mclude cellulose acetates, cellulose ethers' "Cellulosic fabric" or "cellulosic mateπal" dependmg upon the context is defined as "the raw matenal, inter aha, fibers, or the finished product, inter aha, an article of clothmg" The term "cellulose fabπc" is used mterchangeably for and is meant to stand equally well for "fabric compπsmg 100% cotton fiber, and mixtures of cotton fiber and synthetic fibers"
The durable fabric enhancement compounds of the present mvention which comprise the fabπc modifying systems have a modulated reactivity toward fabric surface reactive sites As set forth heremabove, the compounds of the present mvention react with, for example, the hydroxyl moieties which compnse cellulose and provides a rigid link or framework which holds the fabπc enhancement compounds to the fibers For example, a mono-tnazme compound will have three fabnc reactive sites One site is attached to a fabnc enhancement component (which delivers the durable benefit) leaving two sites available for attachment to cellulosic fabnc Also by the choice of fabnc reactive units the formulator can modulate the relative reactivity of the units toward fabnc
In an important embodiment of the present invention which relates to "re-attachmg" the substrates to fabπc by the consumer, m the case wherem an ohgomeπc backbone compnses several "differentiated reactivity R1 fabnc reactive umts". the most chemically reactive, and therefore, fabπc reactive umt, may initially combme with the reactive umts of fiber and the balance of the "differentiated reactivity R1 fabπc reactive umts" may remain unreacted Therefore, if the pnmaiy R1 site of attachment is lost due to mechamcal detachment, a secondary, initially less reactive "fabnc reactive moiety" can be reacted with the fabπc surface at the instigation of the consumer, for example, durmg ironmg, or by the deliberate application of a "linking catalyst"
As described herem below, some of the compounds of the present mvention are oligomeπc For the purposes of the present mvention the term "ohgomeπc" is defined "as a umt which compπses more than one fabπc reactive heterocychc backbone residue per molecule" For example, one s-tnazme ring can compnse up to three reactive sites two of which can be mtended to react with cellulosic mateπal A compound compnsing two or more, for example, s-tnazme units linked by an R umt as described herem below, is ohgomenc Fabnc Modifymg Compounds
The compositions of the present mvention comprise and the processes of the present mvention utilize compositions which comprise one or more fabric modifymg compounds havmg the formula
wherem R is a backbone linkmg umt wherem each R is independently a umt having the formula
— (Y)pR3(Y)p— wherem R3 is substituted or unsubstituted C1-C22 alkylene, -C22 alkenylene, C3-C22 cycloalkylene C6-C22 arylene, C7-C22 alkylarylene. and mixture thereof, preferably R3 is C2-C6 alkylene, phenylene, C7-C10 alkylarylene, and mixture thereof Y is -0-, NR'-. and mixtures thereof. R is hydrogen, Cι-C alkyl, and mixtures thereof, p is 0 or 1 Preferably Y is -NH- when each p is 1 Each R1 is mdependently selected from the group consistmg of
I) a fabnc reactive moiety The term "fabnc reactive moiety" is defined herem as "a umt which facilitates the formation of a covalent bond between the fabπc modifymg compound and a reactive umt on the surface of fabnc " One prefeπed embodiment of the present mvention, as descnbed herein below, relates to fabric modifymg compounds or ohgomers which backbones comprise one fabnc benefit R1 umt, one fabnc reactive R! unit, and the balance of R1 umts are fabnc non- reactive moieties which serve as modulating umts not capable of reacting with fabric reactive sites, inter aha, the hydroxyls of cellulosic matenal. said R1 non- reactive umts do not play any further role m reacting with the fabric fibers once the bond between the fabnc reactive umt and the fiber has been formed Preferably each fabnc reactive moiety is mdependently selected from the group consistmg of halogen, thioglycolate. citrate, nicotinate, (4-sulfonylphenyl)amtno. (4-sulfonylphenyl)oxy. and mixtures thereof, more preferably chlorine, (4- sulfonylphenyl)amιno, (4-sulfonylphenyl)oxy. most preferably chlorine
II) a fabnc non-reactive moiety, preferably said fabnc non-reactive moiety is selected from the group consistmg of hydrogen, C1-C22 linear or branched, substituted or unsubstituted alkyl. C3-C22 substituted or unsubstituted cycloalkyl. C6-C!8 substituted or unsubstituted aryl. C7-C2o substituted or unsubstituted alk lenearyl C2-Cιo substituted or unsubstituted heteroalkyl, C2-C10 substituted or unsubstituted heteroaryl, and mixtures thereof, more preferably hydrogen, C1-C4 lmear or branched alkyl, phenyl, pyπdinyl, and mixtures thereof, most preferably hydrogen, methyl, or mixtures thereof Non-lmuting examples of suitable non-reactive R1 umts are umts havmg the formula
wherem R" can be one or more umts which provide a desired property to the tπazme, tnazrne ohgomer, pynmidme, pynmidme ohgomer, cyclotnphosphazene. cyclotπphosphazene ohgomer, or backbones compπsmg mixtures thereof, inter aha, water solubility, fabπc substantivity Non-lumtmg examples or R" mclude halogen, -S03M, NH2, wherem M is hydrogen or a water soluble cation, preferably sodium ill) a fabnc conditiomng moiety havmg the formula
— [(ZjqWtR4)^- (Z)q- W(R4)X wherem each W is mdependently a quaternized ammo moiety, -N^or an unquatemized ammo moiety, -N-, R4 is hydrogen, -C22 linear or branched alkyl, C2-C22 lmear or branched alkenyl, C3-C22 cycloalkyl, C7-C22 alkylenearyl. C3-C22 heteroaryl, C4-C22 alkyleneheteroaryl, and mixtures thereof. Z is a umt which serves to link the ammo mtrogen to the backbone or serves as a link between fabric conditiomng moiety ammo umts, said Z umt are C -Cι2 linear or branched alkylene, q is 0 or 1 , x is from 1 to 3 , y is from 0 to 5 iv) s-tnazme umts havmg the formula
v) pynmidme umts havmg the formula
vi) cyclotnphosphazene umts havmg the foπnula vn) and mixtures thereof, wherem R2 is R1 or a unit selected from the group consistmg of hydrogen, C1-C22 alkyl, phenyl, benzyl, and mixtures thereof, X is -N-, -CH-. and mixtures thereof, preferably -N-. the index m is from 0 to 5, the mdex n is from 0 to 5
For embodiments wherem R1 umts comprise one or more s-tnazme, pynmidme, or cyclotriphosphazene umts, the backbone of the ohgomer will be a branched backbone, for example a backbone havmg the general formula
wherem R umts are any linking umts as descnbed heremabove. and the remaining R umts are fabπc reactive or fabnc non-reactive umts as descnbed herem A prefened embodiment of this type of backbone has the formula R1
N "N
Cl R 'N' R
N - N N' N
B
Cr N R N R
N ^ N C
R^ ^ N' - R' wherem the "A-nng' tnaz e compπses two fabnc reactive moieties, the "B-πng" tπazme compnses non-reactive moieties, and the two "C-nng" tnazmes compnse R1 umts which deliver fabπc enhancement benefits
A non-limiting example of a preferred fabric conditiomng moiety has the formula
— N(R4)2 wherem R4 is C8-C22 lmear or branched alkyl, C12-C22 linear or branched alkenyl, and mixtures thereof, preferably Cn-Cjg lmear alkyl, Cι6-Cι8 linear alkenyl, and mixtures thereof
A further non-lrmitmg example of a preferred fabnc conditiomng moiety has the formula
— [(Z)qN+(R4)2]> - (Z)q- N÷(R4)3 wherem Z is C2-C6 alkylene, R4 is methyl, benzyl. Cι2-Cι8 lmear alkyl, Cj6-Cι8 linear alkeml. and r xtures thereof, q is 0 or 1, y is 0 or 1, more preferably havmg the formula
— [^(R^ - CZhN÷CR4), wherem Z is ethylene, propylene, or mixtures thereof
One embodiment of the present invention relates to fabnc modifymg compounds compnsmg one s-tnazme or one pynmidme unit (non-ohgomers). for example, compounds havmg the formula R1
N - N
R1^ N [(Z)qW(R4)x]y- (Z)q-W(R4)x wherem R1 is selected from the group consistmg of halogen, (4-sulfonyl-phenyl)amιno, (4- sulfonylphenyl)oxy, and mixtures thereof, preferably the mdex y is equal to 0 Also prefened are fabnc modifymg compounds havmg the formula
R1
N - N
R1^ N^ N(R4)2 wherem R1 is preferably chlorme, R4 is Cn-Cis lmear alkyl, Ciβ-Cis lmear alkenyl, and mixtures thereof, preferably Ciβ- n linear alkyl, Cis lmear alkenyl, and mixtures thereof
Another embodrment of the present mvention relates to compounds, compositions compnsmg compounds, or processes utilizing compounds havmg two s-tnazme or pynmidme backbone umts (ohgomers), for example, the prefened compounds having the formula
R1 R1
N - 'N N' ^N
R1-" "I T " R' N" R1 wherem R has the formula
— NH- R3-NH — wherem R3 is C2-C6 alkylene, phenylene. substituted phenylene, and mixtures thereof, at least one R1 is selected from the group consistmg of halogen. (4-sulfonyl-phenyl)ammo, (4- sulfonylphenyl)oxy, and mixtures thereof, preferably compounds havmg the formula wherem R1 is halogen, preferably chlorme, R4 is Cι2-Cι8 lmear alkyl, Ci6-Cj8 lmear alkenyl, and mixtures thereof
The following is a non-lmutmg example of a prefened fabπc modifying compound accordmg to the present mvention
The following is a non-limiting example of a preferred fabric modifying compound accordmg to the present mvention
wherem M is hydrogen or a salt forming cation
FORMULATIONS
The present mvention relates to a composition for modifymg cellulose or cellulose compπsmg fabπc, said composition compnsmg a) from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%o, preferably to about 10%. more preferably to about 7% by weight, of a cellulose modifymg compound as descnbed herem above, b) from about 0 01%> to about 10% by weight, of a surfactant, c) optionally, from about 0 01%, preferably from about 0 05%, more preferably from about 0 1%. most preferably from about 0 5% to about 2%, preferably to about 1 5%, more preferably to about 1% by weight, of a swelling agent, and b) the balance earners and other adjunct ingredients, wherein said composition is m the form of an emulsion Surfactant
The compositions of the present mvention which are applied to fabric at the pomt of manufacture by the process of the present invention compπses form about 0 01%, preferably from about 0 1%, more preferably from about 1% to about 10%, preferably to about 7%, more preferably to about 5% by weight, of one or more surfactants Preferably said surfactant is a nomomc surfactant selected from the group consistmg of Cι -Cj8 alkyl ethoxylates, C6-Cn alkyl phenol alkoxylates wherem said alkoxylate umts are a mixture of ethyleneoxy and propyleneoxy umts, C12-C18 alcohols, Cβ-Cn alkyl phenol condensates with ethylene oxide/propylene oxide block polymers, alkylpolysacchaπdes, polyhydroxy fatty acid amides, and mixtures thereof Non- limiting examples of more prefened surfactants mclude Cπ-Cig alkyl ethoxylates, inter aha, Neodol® alkyl ethoxylates available ex Shell Swelling Agent
Optionally, but preferably the compositions of the present invention comprise from about 0 01%, preferably from about 0 05%. more preferably from about 0 1%, most preferably from about 0 5% to about 2%, preferably to about 1 5%. more preferably to about 1% by weight, of a swelling agent Although, m general, the nomomc surfactant or carrier may serve to sufficient!} swell the fiber of the fabric bemg treated, the formulator may also mclude an optionally swelling agent Non-limiting examples of swelling agents include urea, sodium hydroxide, and the like
ADJUNCT INGREDIENTS
Aside from the requirement that the compositions of the present invention compnse a fabπc modifymg compound and a surfactant, the balance of the composition may compnse one or more adjunct mgredients as well as earners The following are non-lrmiting examples of carriers and adjunct mgredients Crystal Growth Inhibitor
The compositions of the present mvention optionally comprise from about 0 005%, preferably from about 0 5%. more preferably from about 0 1% to about 1%, preferably to about 0 5%, more preferably to about 0 25%, most preferably to about 0 2% by weight, of one or more crystal growth inhibitors
Carboxyhc Compounds
Non-l mitmg examples of carboxyhc compounds which serve as crystal growth rnhibitors mclude glycohc acid, phytic acid, polycarboxyhc acids, polymers and co-polymers of carboxyhc acids and polycarboxyhc acids, and mixtures thereof The inhibitors may be m the acid or salt form Preferably the polycarboxyhc acids compnse matenals havmg at least two carboxyhc acid radicals which are separated by not more than two carbon atoms (e g , methylene umts) The prefened salt forms mclude alkali metals, lithium, sodium, and potassium, and alkanolammomum The polycarboxylates suitable for use m the present invention are further disclosed m U S 3,128,287, U S 3.635,830. U S 4,663.071, U S 3,923.679, U S 3,835.163, U S 4,158.635. U S 4,120,874 and U S 4,102,903. each of which is mcluded herein by reference
Further suitable polycarboxylates mclude ether hydroxypolycarboxylates, polyacrylate polymers, copolymers of maleic anhydnde and the ethylene ether or vmyl methyl ethers of acrylic acid Copolymers of 1,3,5-tπhydroxybenzene, 2, 4, 6-tπsulphonιc acid, and carboxymethyloxysuccmic acid are also useful Alkali metal salts of polyacetic acids, for example, ethylenediamine tetraacetic acid and mtπlotnacetic acid, and the alkali metal salts of polycarboxylates, for example, melhtic acid, succmic acid, oxydisuccinic acid, polymaleic acid, benzene 1,3,5-tricarboxyhc acid, carboxymethyloxysuccmic acid, are suitable for use in the present mvention as crystal growth rnhibitors
The polymers and copolymers which are useful as crystal growth inhibitors have a molecular weight which is preferably greater than about 500 daltons to about 100,000 daltons, more preferably to about 50,000 daltons
Examples of coinmercially available materials for use as crystal growth inhibitors mclude. polyacrylate polymers Good-Rite® ex BF Goodnch. Acrysol® ex Rohm & Haas. Sokalan® ex BASF, and Norasol® ex Norso Haas Preferred are the Norasol® polyacrylate polymers, more prefened are Norasol® 4 ION (MW 10,000) and Norasol® 440N (MW 4000) which is an ammo phosphomc acid modified polyacrylate polymer, and also more prefened is the acid form of this modified polymer sold as Norasol® QR 784 (MW 4000) ex Norso-Haas
Polycarboxylate crystal growth inhibitors mclude citrates, e g , citric acid and soluble salts thereof (particularly sodium salt), 3,3-dιcarboxy-4-oxa-1.6-hexanedιoates and related compounds further disclosed m U S 4,566,984 incorporated herem by reference, C5-C20 alkyl, C5-C20 alkenyl succimc acid and salts thereof, of which dodecenyl succmate, lauryl succmate, myπstyl succmate, palmityl succmate. 2-dodecenylsuccmate, 2-pentadecenyl succmate. are non-limiting examples Other suitable polycarboxylates are disclosed in U S 4,144,226, U S 3.308.067 and U S 3,723,322, all of which are incorporated herem by reference
Orgamc Phosphomc Acids Orgamc diphosphomc acid are also smtable for use as crystal growth inhibitors For the purposes of the present mvention the term "orgamc diphosphomc acid" is defined as "an organo- diphosphomc acid or salt which does not compnse a nitrogen atom" Prefened orgamc diphosphomc acids mclude Cι-C4 diphosphomc acid, preferably C2 diphosphomc acid selected from the group consistmg of ethylene diphosphomc acid, α-hydroxy-2 phenyl ethyl diphosphomc acid, methylene diphosphomc acid, vinyhdene- 1.1 -diphosphomc acid , 1,2-dιhydroxyethane-l 1- diphosphomc acid, hydroxy-ethane 1,1 diphosphomc acid, the salts thereof, and mixtures thereof More prefened is hydroxyethane-1, 1 -diphosphomc acid (HEDP)
A more prefened phosphomc acid I 2-phosphonobutane-1.2,4-tπcarboxyhc acid (PBTC) available as Bayhibit® AM ex Bayer Electrolyte
The compositions of the present mvention may also optionally, but preferably compnse. one or more electrolytes for control of phase stability, viscosity, and or clanty For example, the presence of certain electrolytes inter aha calcium chloride, magnesium chloride may be key to insuring initial product clanty and low viscosity, or may affect the dilution viscosity of liquid embodiments, especially isotropic liquid embodiments Not wishing to be limited by theory, but only wishing to provide an example of a circumstance wherem the formulator must msure proper dilution viscosity, mcludes the following example An electrolyte may be added to the compositions of the present mvention to msure phase stability and prevent the fabπc modifying compound from "gelling out' or from undergoing an undesirable or unacceptable viscosity mcrease Prevention of gelling or formation of a "swelled", high viscosity solution msures thorough delivery of the fabπc modifymg composition dunng the process of the present mvention
However, those skilled m the art of fabnc softener compositions will recognize that the level of electrolyte is also influenced by other factors inter aha the type of fabπc onto which the composition is deposed, the type of R1 fabπc reactive umts and the final pH of the solution, the amount of principal solvent, and the level and type of nomomc surfactant Therefore, the formulator must consider all of the mgredients. namely, fabπc modifymg compound, nomomc surfactant, and m the case of isotropic liquids, the principal solvent type and level, as well as level and identity of adjunct mgredients before selectmg the type and or level of electrolyte
A wide vaπety of lomzable salts can be used Examples of suitable salts are the hahdes of the Group IA and IIA metals of the Penodic Table of the elements, e g , calcium chlonde, sodium chlonde, potassium bromide, and lithium chlonde The lonizable salts are particularly useful dunng the process of mixing the mgredients to make the compositions herem, and later to obtain the desired viscosity The amount of lonizable salts used depends on the amount of active mgredients used m the compositions and can be adjusted accordmg to the desires of the formulator Typical levels of salts used to control the composition viscosity are from about 20 to about 10,000 parts per million (ppm), preferably from about 20 to about 5,000 ppm. of the composition
Alkylene polyammomum salts can be incorporated into the composition to give viscosity control m addition to or in place of the water-soluble, lonizable salts above, In addition, these agents can act as scavengers, foπning ion pairs with anionic detergent earned over from the main wash, m the rinse, and on the fabncs. and can improve softness performance These agents can stabilized the viscosity over a broader range of temperature, especially at low temperatures, compared to the morgamc electrolytes Specific examples of alkylene polyammomum salts mclude L-lysrne, monohydrochloπde and 1.5-dιammomum 2-methyl pentane dihydrochlonde Dispersibihty Aids
When dispersibihty aids are present, the total level is from 0 1%, preferably from 0 3%, more preferably from 3%, even more preferably from 4%. and most preferably from 5% to 25%, preferably to 17%, more preferably to 15%, most preferably to 13% by weight, of the composition The total level of dispersibihty aid mcludes any amount that may be present as part of another adjunct mgredient
Prefened dispersibihty aids are GENAMINE® and GENAPOL® ex Claπant When PVP is present m the compositions of the present invention, a prefened embodiment compnses both a cocoyl ethoxylated amine and a cocoyl ethoxylated alcohol, wherem the ethoxylation is approximately 10, each of which are available as GENAMINE® and GENAPOL® A prefened example of the use of this admixture is a composition which compnses, for example, 0 2% GENAMINE® and 0 1% GENAPOL® Principal solvent
Although water is the prefened earner of the present mvention, the compositions of the present invention may compnse as a earner a principal solvent The level of principal solvent present m the compositions of the present mvention is typically less than about 95%, preferably less than about 50%, more preferably less than about 25%, most preferably less than about 15% by weight Some embodiments of present mvention may compnse no principal solvent but may substitute mstead a suitable nomomc surfactant as descnbed herem above
When utilized, the principal solvents suitable for use m the present mvention are selected from those havmg a ClogP of from about 0 15 to about 1, preferably from about 0 15 to about 0 64, more preferably from about 0 25 to about 0 62, most preferably from about 0 4 to about 0 6 Preferably the principal solvent is at least to some degree an asymmetnc molecule, preferably havmg a melting, or solidification pomt which allows the pπncipal solvent to be liquid at or near room temperature Low molecular weight principal solvents may be desirable for some embodiments More prefened molecules are highly asymmetncal
PROCESS
The present invention relates to a manufactunng process for providmg fabπc with an enhanced fabπc benefit, said process compnsmg the steps of contactmg fabnc with a composition m the form of an aqueous emulsion, said composition comprising a) from about 0 1%, preferably from about 1%, more preferably from about 3% to about 20%, preferably to about 10%, more preferably to about 7% by weight, of a cellulose modifymg compound as descnbed herein above, b) from about 0 01 % to about 10% by weight, of a surfactant, and c) the balance earners and other adjunct mgredients, wherem said composition is m the form of an emulsion
The following is a non-lumtmg example of a process accordmg to the present mvention l,3-Dιchloro-5-[(dιoleyl)armno]-s-tnazme (14 25 g) and Neodol® 91-8 (0 5 g) are combmed with distilled water (306 69 g) m a high shear mixer and heated to 100° C After coolmg the solution is re-heated to 95° C an additional distilled water (253 07 g) is added while stirring Sodium carbonate (35 16 g) is then added and the mixture is allowed to stir an additional 3 minutes
The fabπc modifying composition was then applied to 14 mch x 12 mch terry cloth sheets compnsmg 86% cotton/14% polyester via Mathis™ Padder set at 1 5 rn/mm The amount of composition deposited on a dry weight basis is about 1% The treated terry cloth sheets were then laundered 10 time m a detersive surfact compnsmg laundry detergent composition (Tide®) The treated sheets exhibited increased softness relative to un treated sheets (control) when measured by expert panelists.

Claims

What is claimed is
A manufactunng process for providmg fabπc with an enhanced fabric benefit, said process compnsmg the steps of contactmg fabnc with a composition m the form of an aqueous emulsion, said composition compnsmg a) from 0 1 % to 20% by weight, of a fabπc modifying compound having the formula
wherem R is a backbone linking unit, each R1 is mdependently
I) a fabnc reactive moiety, n) a fabnc non-reactive moiety, m) a fabnc conditiomng moiety, iv) s-tnazme umts havmg the formula
v) pynmidme umts havmg the formula
vi) cyclotnphosphazene umts havmg the formula
vn) and mixtures thereof. wherem R2 is R1 or a umt selected from the group consistmg of hydrogen. C1-C22 alkyl, phenyl, benzyl, and mixtures thereof, X is -N-, -CH-. and mixtures thereof, the mdex m is from 0 to 5, the mdex n is from 0 to 5, b) from 0 01 % to 10% by weight, of a surfactant, and c) the balance earners and other adjunct mgredients
A process accordmg to Claim 1 wherein each R is mdependently a umt having the formula
— (Y)PR3(Y)P— wherem R3 is C1-C22 alkylene, C1-C22 alkenylene, C3-C22 cycloalkylene. Cg-C22 arylene, C7-C22 alkylarylene, and mixture thereof, Y is -0-, NR'-, and mixtures thereof, R' is hydrogen. Cι-C4 alkyl, and mixtures thereof, p is 0 or 1
A process accordmg to either Claim 1 or 2 wherem R3 is C2-C6 alkylene, phenylene, C7- C10 alkylarylene, and mixture thereof, Y is -NH-, and each p is 1
A process accordmg toany of Claims 1 - 3 wherem said fabπc reactive moiety is mdependently selected from the group consistmg of halogen, thioglycolate, citrate, mcotmate. (4-sulfonylphenyl)armno, (4-sulfonylphenyl)oxy, and mixtures thereof
A process accordmg to any of Claims 1 - 4 wherem said fabric non-reactive moiety is selected from the group consistmg of hydrogen, C1-C22 lmear or branched, substituted or unsubstituted alkyl, C3-C22 substituted or unsubstituted cycloalkyl, C6-Cι8 substituted or unsubstituted aryl, C7-C20 substituted or unsubstituted alkylenearyl, C2-Cι0 substituted or unsubstituted heteroalkyl. C2-C10 substituted or unsubstituted heteroaryl, and mixtures thereof
A process accordmg to any of Claims 1 - 5 wherem said fabnc conditiomng moiety has the formula
— [(Z)qW(R4)x]y- (Z)q-W(R4)x wherem each W is mdependently a quatermzed amme -N4"- or an unquatemized amme -N-, R4 is hydrogen, C1-C22 lmear or branched alkyl, C2-C22 lmear or branched alkenyl. C3-C22 cycloalkyl, C7-C22 alkylenearyl, C3-C22 heteroaryl, C4-C22 alkyleneheteroaryl. and mixtures thereof. Z is C2-C12 alkylene. q is 0 or 1, x is from 1 to 3, y is from 0 to 5
A process accordmg to any of Claims 1 - 6 wherem said fabnc conditiomng moiety has the formula
— N(R4)2 wherem R4 is Cg-C22 lmear or branched alkyl, C12-C22 lmear or branched alkenyl, and mixtures thereof
A process according to any of Claims 1 - 7 wherein said fabric modifymg compound has the formula
R1
N f N r / ^
R1 N [(Z)qW(R4)x] - (Z)q-W(R4)x wherem R1 is selected from the group consistmg of halogen, (4-sulfonyl-phenyl)amιno, (4- sulfonylphenyl)oxy. and mixtures thereof
A process accordmg to any of Claims 1 - 8 wherem said fabnc modifymg compound has the formula wherem R1 is halogen. R4 is Cl2-Ci8 lmear alkyl, Cι6-Cι8 lmear alkenyl. and mixtures thereof
A process according to any of Claims 1 - 9 wherem said fabric modifymg compound has the formula
R1 R1
N - "N N' N
R1' 'N' R "N' RJ wherem R has the formula
— NH- R -NH — wherem R3 is C2-C6 alkylene, phenylene, substituted phenylene. and mixtures thereof, at least one R1 is selected from the group consistmg of halogen, (4-sulfonyl-phenyl)ammo. (4-sulfonylphenyl)oxy. and mixtures thereof
A composition for modifymg cellulosic fabnc. said composition compnsmg a) from 0 1% to 20% by weight, of a fabnc modifymg compound havmg the formula
wherem R is a backbone linking umt. each R1 is mdependently 1) a fabnc reactive moiety, n) a fabnc non-reactive moiety, m) a fabπc conditiomng moiety, iv) s-tnazme units having the formula
v) pynmidme umts havmg the formula
vi) cyclotnphosphazene umts havmg the formula
p
N^ ^N
I I I
P / P-^ 2
R-
R2 R2 vn) and mixtures thereof. wherem R2 is R1 or a umt selected from the group consistmg of hydrogen. C1-C22 alkyl, phenyl, benzyl, and mixtures thereof. X is -N-, -CH-, and mixtures thereof. the mdex m is from 0 to 5, the mdex n is from 0 to 5, b) from 0 01% to 10%) by weight, of a surfactant, and c) the balance earners and other adjunct mgredients
A fabnc modifymg compound havmg the formula wherem R is a backbone linkmg umt, each R1 is mdependently
1) a fabnc reactive moiety, n) a fabnc non-reactive moiety.
111) a fabπc conditioning moiety. iv) s-tnazme units havmg the formula
v) pynmidme umts havmg the formula
vi) cyclotnphosphazene umts havmg the formula
vn) and mixtures thereof, wherem R2 is R1 or a umt selected from the group consistmg of hydrogen. C1-C22 alkyl. phenyl, benzyl, and mixtures thereof, X is -N-, -CH-, and mixtures thereof, the mdex m is from 0 to 5. the mdex n is from 0 to 5
A compound accordmg to Claim 12 wherem said fabπc modifymg compound has the formula
R1
N - 'N
Rl/ ^N/ ^ N(R4)2 wherem R4 is Cι2-Cι8 linear alkyl. Cl6-Cι8 linear alkenyl, and mixtures thereof
A compound accordmg to either Claim 12 or 13 wherem said fabπc modifymg compound has the formula
R1 R1
N' N N' ~N
R1 "N" " R' ^N" wherem R has the formula
— NH— R3-NH — wherem R3 is C2-C6 alkylene, phenylene, substituted phenylene. and mixtures thereof, at least one R1 is selected from the group consistmg of halogen, (4-sulfonyl-phenyl)ammo. (4-sulfonylphenyl)oxy, and mixtures thereof
EP00966918A 1999-09-30 2000-09-27 Durable fabric enhancement Withdrawn EP1216321A1 (en)

Applications Claiming Priority (5)

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US15677999P 1999-09-30 1999-09-30
US15683599P 1999-09-30 1999-09-30
US156779P 1999-09-30
PCT/US2000/026473 WO2001023661A1 (en) 1999-09-30 2000-09-27 Durable fabric enhancement
US156835P 2009-03-02

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EP1216321A1 true EP1216321A1 (en) 2002-06-26

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US8772197B2 (en) * 2007-08-17 2014-07-08 Massachusetts Institute Of Technology Compositions for chemical and biological defense
CN103388214A (en) * 2013-07-26 2013-11-13 吴江市金迪喷织厂 Antistatic fabric fiber
CN103741457B (en) * 2013-12-31 2016-03-16 吴江市七都镇庙港雅迪针织制衣厂 Silk fabric antistatic finishing agent

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CA2384238A1 (en) 2001-04-05
US20020104169A1 (en) 2002-08-08

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