WO2004047779B1 - Polymers containing quaternary ammonium salts - Google Patents

Polymers containing quaternary ammonium salts

Info

Publication number
WO2004047779B1
WO2004047779B1 PCT/US2003/037618 US0337618W WO2004047779B1 WO 2004047779 B1 WO2004047779 B1 WO 2004047779B1 US 0337618 W US0337618 W US 0337618W WO 2004047779 B1 WO2004047779 B1 WO 2004047779B1
Authority
WO
WIPO (PCT)
Prior art keywords
segment
copolymer
bonded
containing organic
linking
Prior art date
Application number
PCT/US2003/037618
Other languages
French (fr)
Other versions
WO2004047779A2 (en
WO2004047779A3 (en
Inventor
Joseph J Fanelli
Jeffrey K Parkinson
Original Assignee
Petroferm Inc
Joseph J Fanelli
Jeffrey K Parkinson
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 Petroferm Inc, Joseph J Fanelli, Jeffrey K Parkinson filed Critical Petroferm Inc
Priority to AU2003295904A priority Critical patent/AU2003295904A1/en
Publication of WO2004047779A2 publication Critical patent/WO2004047779A2/en
Publication of WO2004047779A3 publication Critical patent/WO2004047779A3/en
Publication of WO2004047779B1 publication Critical patent/WO2004047779B1/en

Links

Classifications

    • 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
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3742—Nitrogen containing silicones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0834—Compounds having one or more O-Si linkage
    • C07F7/0838—Compounds with one or more Si-O-Si sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/395—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing phosphorus
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/33—Synthetic macromolecular compounds
    • D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/59—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/22—Agents rendering paper porous, absorbent or bulky
    • D21H21/24—Surfactants
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
    • D21H27/002—Tissue paper; Absorbent paper

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Textile Engineering (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Silicon Polymers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

A copolymer having surface active properties and comprising: a siloxane portion; and at least one N-containing organic portion which has a carbon atom thereof bonded to a silicon atom in the siloxane portion and includes at least one linking nucleophile with a quaternary ammonium segment bonded thereto, and the use of the copolymer in various exemplary applications , such as a wrinkle-releasing composition, a tissue-softening composition, and bodily treating composition.

Claims

AMENDED CLAIMS[Received by the International Bureau on 02 July 2004 (02.07.04) ; original claims 1 - 32, replaced by amended claims 1 - 34]What is claimed is:(Cancelled)A copolymer having the structure: wherein x has a value from about 0 to about 200, each of R1, R2, and R3 can be the same or different and are selected from the group consisting of methyl, OH, H, said N-containing organic portion, and an organic portion having an alkylene segment, apolymeric segment, and optionally a linking nucleophile segment with the proviso thatamong all R1, R2, and R3 groups at least one is said N-containing organic portion, and no more than 60% are selected to be H or OH, and R1, R2, and R3 are selected suchthat -H and -OH do not appear on adjacent silicone atoms.3. The copolymer of claim 2 wherein said N-containing organic portion comprises:(a) an alkylene segment bonded to a silicon atom in the siloxane portion;(b) bonded to a carbon atom in the alkylene segment, a polymeric segment; 50(c) bonded to a carbon atom in the polymeric segment, a linkingnucleophile segment; and(d) a quaternary ammonium segment having a carbon atom therein bondedto the linking nucleophile.4. The copolymer of claim 2 wherein said N-containing organic portion comprises:(a) an alkylene segment bonded to a silicon atom in the siloxane portion;(b) bonded to a carbon atom in the alkylene_segment, a linking nucleophilesegment; and(c) a quaternary ammonium segment having a carbon atom therein bondedto the linking nucleophile.5. The copolymer of claim 3 wherein said N-containing organic portion comprises apolymeric segment of the formula: wherein "z" is 1 to about 200 and when "z" is one, R4 is -H or CH3. and when "z" ismore than one, R4 is selected independently for each occurrence from the groupconsisting of -H and -CH3. 516. The copolymer of Claim 3 wherein "x" is at least about eight and wherein the compound contains no more than about ten N-containing organic portions.7. The copolymer of Claim 3, wherein said linking nucleophile segment contains a moietyselected from the group consisting of amino, amido, phosphate, diamino, anddicarboxylate moieties.8. The copolymer of Claim 2 wherein x has a value from about 1 to about 200, R2 ismethyl, and R1 and R3 are each selected to be an N-containing organic portion.9. The copolymer of Claim 8 wherein said N-containing organic portion comprises an alkylene segment containing a carbon atom bonded to a silicon atom in the siloxaneportion, a polymeric segment bonded to the alkylene segment, a linking nucleophilesegment bonded to the polymeric segment, and a quaternary ammonium segmentbonded to the linking nucleophile segment.10. The copolymer of claim 8 where said N-containing organic portion comprises analkylene segment bonded to a silicon atom in the siloxane portion, a linking nucleophilesegment bonded directly to the alkylene segment and bonded to the linking nucleophilesegment a quaternary ammonium segment. 5211. The copolymer of claim 9 wherein the N-containing organic portion has the structure:FT Ra"Si" — (CH2)3 — O -RCH2)2 — O -CH2— CH — ONu:11wherein "-O-Nu:" is a linking nucleophile segment bonded to a quaternary ammoniumsegment, each of R5 is either the same or different and is selected from the group consisting of -H and -CH3, and "Si" indicates the bonding site at which the N-containingorganic portion is bonded to the siloxane portion of the copolymer.12. The copolymer of Claim 11 , where said linking nucleophile segment contains a functional group selected from the group consisting of amine, amide, phosphate, anddicarboxylate moieties.13. The copolymer of claim 12 wherein x = 13.14. The copolymer of Claim 2, having a quaternary ammonium segment of the structure: wherein each of R1, R2, and R3 is the same or different and is selected from the group consisting of saturated or unsaturated, lmear and branched alkylene having from one toabout 36 carbon atoms, and X is selected from the group consisting of halide, acetate,methosulfate, ethosulfate, and hydroxide.15. A copolymer of the structure : wherein "stearyl" is selected from the group consisting of saturated or unsaturated,linear or branched hydrocarbon moieties having between about 12 and about 20 carbonatoms. 5416. A copolymer of the structure: wherein "stearyl" is selected from the group consisting of saturated or unsaturated,linear or branched hydrocarbon moieties having between about 12 and about 20 carbonatoms. 5517. A copolymer of the structure : wherein "stearyl" is selected from the group consisting of saturated or unsaturated,linear or branched hydrocarbon moieties having between about 12 and about 20 carbonatoms.18. A composition comprising a maj or amount of a carrier and a minor amount of acopolymer of claim 3.19. A composition comprising a major amount of a carrier and a minor amount of acopolymer wmchcomprises:(a) a linear siloxane portion; and 56(b) bonded to each silicon atom terminating said siloxane portion, an N-containinglinear organic portion comprising:(i) a linear alkylene segment bonded to one terminal siliconatom;(ii) polymeric segment comprising a polyalkylene oxide bonded to a carbon of the linear alkylene segment;(iii) a dicarboxylate linking nucleophile segment bonded to thepolymeric segment; and(iv) a quaternary ammonium segment bonded to each linkingnucleophile via an ester bond.20. A composition according to Claim 18 in the form of an aqueous solution of thecopolymer.21. A wrinkle-releasing composition according to Claim 19.22. A tissue-softening composition according to Claim 19. 5723. A bodily treating composition according to Claim 19.24. A composition according to Claim 23 in the form of a shampoo.25. A composition according to Claim 23 in the form of a bubble bath.26. A composition according to Claim 23 in the form of a hair conditioner.27. A method of treating cloth to deter the formation in the cloth of wrinkles or to removewrinkles from the cloth comprising contacting the cloth with a copolymer of Claim 2.28. A method of softening tissue comprising contacting the tissue with a copolymer of Claim 2.29. In a process for the manufacture of tissue in which the tissue is foπned from an aαueousdispersion of fibers by feeding continuously a stream of such aqueous dispersion onto amoving porous support surface, the improvement comprising the use in the aqueousdispersion, in an amount which is effective in softening the feel of the tissue, of acopolymer comprising: a siloxane portion; and at least one N-containing organic portionwhich has a carbon atom thereof bonded to a silicon atom in the siloxane portion andincludes at least one linking nucleophile segment with a quaternary ammonium segmentbonded thereto. 5830. A method of treating the surface of a bodily part to impart thereto a desired propertycomprising treating the surface of the bodily part with a copolymercomprising: asiloxane portion; and at least one N-containing organic portion which has a carbon atom thereof bonded to a silicon atom in the siloxane portion and includes at least one linkingnucleophile segment with a quaternary ammonium segment bonded thereto.31. Tissue including a copolymer comprising: a siloxane portion; and at least one N-containing organic portion which has a carbon atom thereof bonded to a silicon atom in the siloxane portion and includes at least one linking nucleophile segment with aquaternary ammonium segment bonded thereto.32. A method of making the compound of Claim 2 comprising contacting a linkingprecursor with a chlorohydrin containing ammonium moiety under aqueous conditionsat a pH of not less than about 6.33. The copolymer of Claim 2 having a linking nucleophile selected from amide andphosphonate moieties.34. The copolymer of Claim 2 wherein said polymeric segment is polyethylene oxide andsaid linking nucleophile is dicarboxylate. 59STATEMENT UNDER ARTICLE 190.- RULE 46.4The amendments to the claims include incorporation of the elements of claim 1 intoclaims 2, 8, 14, 19, and 27 to 32 which directly or indirectly depended from cancelled claim
1.
Any fee associated with this Amendment should be charged to Deposit Account No.
19-5425. A copy of this Amendment is enclosed for this purpose.
Respectfully submitted,
Dated: July 2. 2004
Figure imgf000012_0001
Registration No. 46,010 Synnestvedt & Lechner LLP 2600 Aramark Tower 1101 Market Street Philadelphia, PA 19107-2950 Telephone: 215-923-4466 Facsimile: 215-923-2189
M:\EFischer\Petroferm Inc\P 24,994 A PCT\ .I.P.O\Art 19 amend showing claim amends.wpd
PCT/US2003/037618 2002-11-22 2003-11-24 Polymers containing quaternary ammonium salts WO2004047779A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003295904A AU2003295904A1 (en) 2002-11-22 2003-11-24 Polymers containing quaternary ammonium salts

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US42844702P 2002-11-22 2002-11-22
US60/428,447 2002-11-22

Publications (3)

Publication Number Publication Date
WO2004047779A2 WO2004047779A2 (en) 2004-06-10
WO2004047779A3 WO2004047779A3 (en) 2004-07-15
WO2004047779B1 true WO2004047779B1 (en) 2004-08-19

Family

ID=32393406

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2003/037618 WO2004047779A2 (en) 2002-11-22 2003-11-24 Polymers containing quaternary ammonium salts

Country Status (2)

Country Link
AU (1) AU2003295904A1 (en)
WO (1) WO2004047779A2 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0526292D0 (en) * 2005-12-23 2006-02-01 Endurocide Ltd A composition for use in the treatment of a surface
GB201102750D0 (en) 2011-02-16 2011-03-30 Dow Corning Foam control composition
RU2615144C2 (en) 2012-02-16 2017-04-04 Дау Корнинг Корпорейшн Granular substances to control foaming for rinsing cycle using siloxane wax
US9198849B2 (en) 2013-07-03 2015-12-01 The Procter & Gamble Company Shampoo composition comprising low viscosity emulsified silicone polymers
GB201314284D0 (en) 2013-08-09 2013-09-25 Dow Corning Cosmetic compositions containing silicones
CN105531005B (en) 2013-08-13 2018-12-28 美国陶氏有机硅公司 The method for forming defoaming agent particle
WO2015047786A1 (en) 2013-09-27 2015-04-02 The Procter & Gamble Company Hair conditioning compositions comprising low viscosity emulsified silicone polymers

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6607717B1 (en) * 2001-10-24 2003-08-19 Dow Corning Corporation Silicon based quaternary ammonium functional compositions and their applications
US6482969B1 (en) * 2001-10-24 2002-11-19 Dow Corning Corporation Silicon based quaternary ammonium functional compositions and methods for making them

Also Published As

Publication number Publication date
AU2003295904A1 (en) 2004-06-18
WO2004047779A2 (en) 2004-06-10
WO2004047779A3 (en) 2004-07-15

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