EP3922704A1 - Wäschepflege- oder geschirrpflegezusammensetzung mit einem poly-alpha-1,6-glucan-derivat - Google Patents

Wäschepflege- oder geschirrpflegezusammensetzung mit einem poly-alpha-1,6-glucan-derivat Download PDF

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Publication number
EP3922704A1
EP3922704A1 EP20180331.9A EP20180331A EP3922704A1 EP 3922704 A1 EP3922704 A1 EP 3922704A1 EP 20180331 A EP20180331 A EP 20180331A EP 3922704 A1 EP3922704 A1 EP 3922704A1
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EP
European Patent Office
Prior art keywords
glucan
group
poly alpha
alpha
composition
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Withdrawn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
EP20180331.9A
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English (en)
French (fr)
Inventor
Gang SI
Mark Robert Sivik
Zheng-zheng HUANG
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 EP3922704A1 publication Critical patent/EP3922704A1/de
Withdrawn legal-status Critical Current

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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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/228—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with phosphorus- or sulfur-containing groups

Definitions

  • the weight average molecular weight can be determined by other techniques such as static light scattering, mass spectrometry especially MALDI-TOF (matrix-assisted laser desorption/ionization time-of-flight), small angle X-ray or neutron scattering, and ultracentrifugation.
  • number average molecular weight refers to the statistical average molecular weight of all the polymer chains in a sample.
  • the number average molecular weight of a polymer can be determined by various colligative methods such as vapor pressure osmometry or end-group determination by spectroscopic methods such as proton NMR, FTIR, or UV-vis.
  • the glycosidic linkage profile of a glucan, dextran, substituted glucan, or substituted dextran can be determined using any method known in the art.
  • a linkage profile can be determined using methods that use nuclear magnetic resonance (NMR) spectroscopy (e.g., 13 C NMR or 1 H NMR). These and other methods that can be used are disclosed in Food Carbohydrates: Chemistry, Physical Properties, and Applications (S. W. Cui, Ed., Chapter 3, S. W. Cui, Structural Analysis of Polysaccharides, Taylor & Francis Group LLC, Boca Raton, FL, 2005 ), which is incorporated herein by reference.
  • NMR nuclear magnetic resonance
  • the poly alpha-1,6-glucan derivatives disclosed herein comprise water-soluble poly alpha-1,6-glucan comprising a backbone of glucose monomer units wherein greater than or equal to 40% of the glucose monomer units are linked via alpha-1,6-glycosidic linkages, and optionally at least 5% of the backbone glucose monomer units have branches via alpha-1,2 and/or alpha-1,3-glycosidic linkages.
  • the backbone of the poly alpha-1,6-glucan derivative can comprise, for example, 0.5%, 1%, 2%, 3%, 4%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, or 60% glucose monomer units which are linked via alpha-1,2, alpha-1,3, and/or alpha-1,4 glycosidic linkages.
  • the poly alpha-1,6-glucan derivative comprises a backbone that is linear (unbranched).
  • an alkenyl group can contain one or more heteroatoms such as oxygen, sulfur, and/or nitrogen within the hydrocarbon chain, for example an alkenyl group can contain a moiety derived from ring-opening of an allyl glycidyl ether.
  • an alkenyl group can contain one or more heteroatoms such as oxygen and/or sulfur within the hydrocarbon chain.
  • the poly alpha-1,6-glucan derivative has a DoS of about 0.20 to about 0.60, at least one linkage moiety is -OSO 2 - and at least one linkage moiety is -O-, and at least one hydrophobic organic group is a methyl, ethyl, phenyl, benzyl, or p-tolyl group.
  • the linkage moiety is - OSO 2 -
  • the DoS is about 0.001 to about 1.5
  • at least one organic group comprises a C 1 to C 18 alkyl group, a hydroxy alkyl group, a carboxy alkyl group, a C 2 to C 18 alkenyl group, a C 2 to C 18 alkynyl group, a benzyl group, a C 6 to C 20 aryl group, a polyether comprising repeat units of (-CH 2 CH 2 O-) and/or (-CH 2 CH(CH 3 )O-) wherein the total number of repeat units is in the range of from 3 to 100, or a combination thereof.
  • the linkage moiety is -OSO 2 -
  • the DoS is about 0.001 to about 1.5
  • at least one organic group comprises a C 1 - C 10 alkyl group, C 1 -C 10 hydroxyl alkyl group, a polyether comprising repeat units of (-CH 2 CH 2 O-) and/or (-CH 2 CH(CH 3 )O-) wherein the total number of repeat units is in the range of from 3 to 100, a benzyl group, or a combination thereof.
  • the linkage moiety is -OSO 2 -
  • the DoS is about 0.001 to about 1.5
  • at least one organic group comprises a C 6 -C 20 aryl group, optionally substituted with alkyl groups.
  • the benzyl group of the benzylating agent can optionally substituted by one or more of halogen, a cyano, an ester, an amide, an ether group, a C 1 to C 6 alkyl group, an aryl group, a C 2 to C 6 alkene group, a C 2 to C 6 alkyne group, or any combination thereof.
  • the polysaccharide derivative is resistant to multiple classes of enzymes, for example, two or more cellulases, proteases, amylases, lipases, mannanases, or combinations thereof. Resistance to any particular enzyme will be defined as having at least 10, 20, 30, 40, 50, 60, 70, 80, 90, 95 or 100% of the materials remaining after treatment with the respective enzyme. The percentage remaining may be determined by measuring the supernatant after enzyme treatment using SEC-HPLC.
  • the assay to measure enzyme resistance can be determined using the following procedure: A sample of the poly alpha-1,6-glucan derivative is added to water in a vial and mixed using a PTFE magnetic stir bar to create a 1 percent by weight aqueous solution.
  • the composition may comprise from about 25% to about 99.99% by weight of the water-soluble carrier, and from about 0.01% to about 30% by weight of the poly alpha-1, 6-glucan ether compound.
  • the particles may further comprise an additional benefit agent, such as a poly alpha-1,6-glucan derivative, a surfactant, a perfume, a conditioning agent (e.g., a quaternary ammonium compound and/or a silicone), or mixtures thereof.
  • the particles may be first particles and may be part of a plurality of particles that further comprise second particles.
  • the plurality of particles may include first particles and second particles, where the particles that comprise the poly alpha-1,6-glucan ether compound are the first particles, and wherein the second particles comprise a different benefit agent, such as perfume, which may be unencapsulated perfume, encapsulated perfume, or a mixture thereof.
  • the particles may be used in combination with a detergent composition, for example concurrently during a wash cycle, or subsequently during a rinse cycle.
  • Suitable enzymes are known in the art and can include, for example, MAXATASE ® , MAXACAL TM , MAXAPEM TM , OPTICLEAN ® , OPTIMASE ® , PROPERASE ® , PURAFECT ® , PURAFECT ® OXP, PURAMAX TM , EXCELLASE TM , PREFERENZ TM proteases (e.g. P100, P110, P280), EFFECTENZ TM proteases (e.g. P1000, P1050, P2000), EXCELLENZ TM proteases (e.g.
  • the compositions can comprise from about 0.0001 % to about 10%, from about 0.01% to about 5%, or even from about 0.1 % to about 3% by weight of the dye transfer inhibiting agent, based on the total weight of the composition.
  • Components that may be included in certain embodiments of a dishwashing detergent composition include, for example, one or more of a phosphate; oxygen- or chlorine-based bleaching agent; non-ionic surfactant; alkaline salt (e.g., metasilicates, alkali metal hydroxides, sodium carbonate); any active enzyme disclosed herein; anti-corrosion agent (e.g., sodium silicate); anti-foaming agent; additives to slow down the removal of glaze and patterns from ceramics; perfume; anti-caking agent (in granular detergent); starch (in tablet-based detergents); gelling agent (in liquid/gel based detergents); and/or sand (powdered detergents).
  • alkaline salt e.g., metasilicates, alkali metal hydroxides, sodium carbonate
  • anti-corrosion agent e.g., sodium silicate
  • anti-foaming agent additives to slow down the removal of glaze and patterns from ceramics
  • perfume anti-caking agent (in
  • the treatment provides a benefit to the substrate, for example improved resistance to soil deposition, improved stain resistance, improved cleaning performance, or any combination thereof.
  • the step of contacting can include wiping or spraying the substrate with the composition.
  • hydrophobic substituent it is typically meant not a hydrophilic substituent.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
EP20180331.9A 2020-06-10 2020-06-16 Wäschepflege- oder geschirrpflegezusammensetzung mit einem poly-alpha-1,6-glucan-derivat Withdrawn EP3922704A1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US202063037016P 2020-06-10 2020-06-10

Publications (1)

Publication Number Publication Date
EP3922704A1 true EP3922704A1 (de) 2021-12-15

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EP20180331.9A Withdrawn EP3922704A1 (de) 2020-06-10 2020-06-16 Wäschepflege- oder geschirrpflegezusammensetzung mit einem poly-alpha-1,6-glucan-derivat

Country Status (1)

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EP (1) EP3922704A1 (de)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4321604A1 (de) 2022-08-08 2024-02-14 The Procter & Gamble Company Textil- und heimpflegezusammensetzung, die ein tensid und ein polyester umfasst
WO2024094803A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024094802A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024094800A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024119298A1 (en) 2022-12-05 2024-06-13 The Procter & Gamble Company Fabric and home care composition comprising a polyalkylenecarbonate compound
EP4386074A1 (de) 2022-12-16 2024-06-19 The Procter & Gamble Company Stoff- und heimpflegezusammensetzung
WO2024129520A1 (en) 2022-12-12 2024-06-20 The Procter & Gamble Company Fabric and home care composition

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6020303A (en) 1996-04-16 2000-02-01 The Procter & Gamble Company Mid-chain branched surfactants
US6060443A (en) 1996-04-16 2000-05-09 The Procter & Gamble Company Mid-chain branched alkyl sulfate surfactants
US20150232785A1 (en) 2014-02-14 2015-08-20 E I Du Pont De Nemours And Company Polysaccharides for viscosity modification
WO2015183714A1 (en) 2014-05-29 2015-12-03 E. I. Du Pont De Nemours And Company Enzymatic synthesis of soluble glucan fiber
WO2017091533A1 (en) 2015-11-26 2017-06-01 E. I. Du Pont De Nemours And Company Polypeptides capable of producing glucans having alpha-1,2 branches and use of the same
US10005850B2 (en) 2013-12-16 2018-06-26 E I Du Pont De Nemours And Company Use of poly alpha-1,3-glucan ethers as viscosity modifiers
US20190202942A1 (en) * 2016-06-13 2019-07-04 E I Du Pont De Nemours And Company Detergent compositions
US20190390138A1 (en) * 2018-06-20 2019-12-26 The Procter & Gamble Company Product comprising polysaccharide derivatives
US20200002646A1 (en) * 2016-12-16 2020-01-02 E I Du Pont De Nemours And Company Amphiphilic polysaccharide derivatives and compositions comprising same

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6020303A (en) 1996-04-16 2000-02-01 The Procter & Gamble Company Mid-chain branched surfactants
US6060443A (en) 1996-04-16 2000-05-09 The Procter & Gamble Company Mid-chain branched alkyl sulfate surfactants
US10005850B2 (en) 2013-12-16 2018-06-26 E I Du Pont De Nemours And Company Use of poly alpha-1,3-glucan ethers as viscosity modifiers
US20150232785A1 (en) 2014-02-14 2015-08-20 E I Du Pont De Nemours And Company Polysaccharides for viscosity modification
WO2015183714A1 (en) 2014-05-29 2015-12-03 E. I. Du Pont De Nemours And Company Enzymatic synthesis of soluble glucan fiber
WO2017091533A1 (en) 2015-11-26 2017-06-01 E. I. Du Pont De Nemours And Company Polypeptides capable of producing glucans having alpha-1,2 branches and use of the same
US20190202942A1 (en) * 2016-06-13 2019-07-04 E I Du Pont De Nemours And Company Detergent compositions
US20200002646A1 (en) * 2016-12-16 2020-01-02 E I Du Pont De Nemours And Company Amphiphilic polysaccharide derivatives and compositions comprising same
US20190390138A1 (en) * 2018-06-20 2019-12-26 The Procter & Gamble Company Product comprising polysaccharide derivatives

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
"Structural Analysis of Polysaccharides", 2005, TAYLOR & FRANCIS GROUP LLC, article "Food Carbohydrates: Chemistry, Physical Properties, and Applications"
LOAN ET AL., MACROMOLECULES, vol. 33, pages 5730 - 5739
NAESSENS ET AL., J. CHEM. TECHNOL. BIOTECHNOL., vol. 80, pages 845 - 860
ONILUDE ET AL., INT. FOOD RES. J., vol. 20, pages 1645 - 1651
SARWAT ET AL., INT. J. BIOL. SCI., vol. 4, pages 379 - 386
VUILLEMIN ET AL., J. BIOL CHEM., vol. 291, 2016, pages 7687 - 7702

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4321604A1 (de) 2022-08-08 2024-02-14 The Procter & Gamble Company Textil- und heimpflegezusammensetzung, die ein tensid und ein polyester umfasst
WO2024036126A1 (en) 2022-08-08 2024-02-15 The Procter & Gamble Company A fabric and home care composition comprising surfactant and a polyester
WO2024094803A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024094802A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024094800A1 (en) 2022-11-04 2024-05-10 The Procter & Gamble Company Fabric and home care composition
WO2024119298A1 (en) 2022-12-05 2024-06-13 The Procter & Gamble Company Fabric and home care composition comprising a polyalkylenecarbonate compound
WO2024129520A1 (en) 2022-12-12 2024-06-20 The Procter & Gamble Company Fabric and home care composition
EP4386074A1 (de) 2022-12-16 2024-06-19 The Procter & Gamble Company Stoff- und heimpflegezusammensetzung

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