WO1999009124A1 - Utilisation de la cellulose phosphorylee dans des compositions detergentes - Google Patents

Utilisation de la cellulose phosphorylee dans des compositions detergentes Download PDF

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Publication number
WO1999009124A1
WO1999009124A1 PCT/EP1998/005124 EP9805124W WO9909124A1 WO 1999009124 A1 WO1999009124 A1 WO 1999009124A1 EP 9805124 W EP9805124 W EP 9805124W WO 9909124 A1 WO9909124 A1 WO 9909124A1
Authority
WO
WIPO (PCT)
Prior art keywords
cellulose
water
phosphorylated
solution
phosphoric acid
Prior art date
Application number
PCT/EP1998/005124
Other languages
English (en)
Inventor
Jan Joseph Hubert Ploumen
Original Assignee
Akzo Nobel N.V.
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 Akzo Nobel N.V. filed Critical Akzo Nobel N.V.
Priority to CA002300323A priority Critical patent/CA2300323A1/fr
Priority to JP2000509791A priority patent/JP2001515124A/ja
Priority to EP98945228A priority patent/EP1003825A1/fr
Publication of WO1999009124A1 publication Critical patent/WO1999009124A1/fr

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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/12—Water-insoluble compounds
    • C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
    • C11D3/1246—Silicates, e.g. diatomaceous earth
    • C11D3/128—Aluminium silicates, e.g. zeolites
    • 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 invention pertains to the use of a water-soluble phosphorylated cellulose in detergent compositions.
  • the invention now provides a water-soluble phosphorylated cellulose for use in detergent compositions which on dissolution in water causes little if any gelling.
  • the invention consists in that the water-soluble phosphorylated cellulose for the known use mentioned in the opening paragraph is obtained by dissolving cellulose in a phosphoric acid-containing solvent to produce a solution 94-100 wt.% of which is composed of the constituents cellulose, phosphoric acid and/or its anhydrides, and water.
  • phosphoric acid in this application refers to all inorganic acids of phosphorus and their mixtures.
  • Orthophosphoric acid is the acid of pentavalent phosphorus, i.e. H 3 PO 4 . Its anhydrous equivalent, i.e., the anhydride, is phosphorus pentoxide (P 2 O ).
  • phosphorus pentoxide P 2 O
  • a series of acids of pentavalent phosphorus having a water- binding capacity in between those of phosphorus pentoxide and orthophosphoric acid e.g., polyphospho c acid (HeP ⁇ , PPA).
  • phosphoric acid and/or its anhydrides and cellulose and/or reaction products of phosphoric acid and cellulose
  • other substances may be present in the solution when preparing phosphorylated cellulose.
  • the solution can be prepared by mixing constituents classifiable into four groups: cellulose, water, inorganic acids of phosphorus including their anhydrides, and other constituents.
  • the "other constituents” may be substances which benefit the processability of the cellulose solution, solvents other than phosphoric acid, or adjuvants (additives), e.g., to counter cellulose degradation as much as possible, or dyes and the like.
  • Cellulose to which phosphorus is bound is also included among the group of constituents making up 94-100 wt.% of the solution.
  • the percentages by weight of cellulose in the solution listed in this patent specification relate to quantities calculated back on the cellulose. This applies in analogous fashion to the quantities of phosphorus mentioned in this specification.
  • US 3,424,545 discloses the use of phosphorylated cotton in an aqueous detergent for home laundering.
  • the phosphorylated cotton was obtained by impregnating "Indianhead” cotton with a solution containing urea and orthophosphoric acid.
  • the resulting phosphorylated cotton which is insoluble in water, was found to function as an effective water-softening agent when used in a detergent as described above.
  • Phosphorylated cellulose obtained by dissolving cellulose in a phosphoric acid-containing solvent to produce a solution 94-100 wt.% of which is composed of the constituents cellulose, phosphoric acid and/or its anhydrides, and water was found to be effective not only as a co-builder, but also as an anti-greying agent or as anti-redeposition agent and dispersant in detergent compositions.
  • co-builders refers in particular to the polymers which are added to detergents which mostly contain zeolite as a builder. Co-builders serve to inhibit the formation and growth of a deposit, e.g., CaCO 3 , on laundered material. The degree of deposit formation is determined by ashing the woven fabric.
  • Detergents for textiles commonly used in Western Europe generally contain 20 - 35 wt.% of zeolite. When used according to the present invention such detergents will contain at most 10 wt.% of phosphorylated cellulose, preferably 1-5 wt.%, more particularly, 2-4 wt %
  • Phosphorylated cellulose obtained by the method described above was found to be especially suitable for use in non-aqueous, i.e. dry detergent compositions (in the form of powder or tablets) It was found that in well- known detergent compositions which contain zeolite among others, this phosphorylated cellulose is especially effective as a co-builder, with a greater effectiveness than well-known co-builders containing polycarboxylic acids and sodium salts. Furthermore, it was found that in such detergent compositions the phosphorylated cellulose is also effective as anti-greying agent or anti- redeposition agent.
  • this phosphorylated cellulose also possesses the favourable property of said constituent's biodegradability.
  • phosphorylated cellulose corresponding to the present invention, which has a content of cellulose-bound phosphorus in the range of 3 to 10 % P, preferably in the range of 4 to 8% P, and a cellulose DP of less than 1000.
  • the cellulose DP is in the range of 100 to 750.
  • Phosphorylated cellulose used according to the invention was found to be suitable for use in detergents for textile products as well as in dishwashing detergents.
  • phosphorylated cellulose For use in powdered detergents preference is given to phosphorylated cellulose in the powder form.
  • phosphorylated cellulose in the form of granules or short fibres (fibrils and/or fibrids) can be employed to this end.
  • Methods for obtaining phosphorylated cellulose in various forms are described in WO 97 30090. Measuring methods
  • the content of cellulose-bound phosphorus can be measured as described in WO 96/06208.
  • the cellulose product is tabletted after being dried in vacuo for some 15 hours at 50°C.
  • an x-ray fluorescent emission spectrometer e.g., a Philips PW 1400 with chromium tube, line: K ⁇ , 50 kV, 50 mA, GE crystal, angle: 141.025, counting time: 50 s
  • the tablet's x-ray fluorescence intensity of phosphorus is then measured.
  • the measured intensity can be converted in a simple manner known to the skilled person to the phosphorus content of the specimen.
  • a laboratory washing machine, make Linitest, is heated to a temperature of 60°C.
  • a standard hard water solution is prepared by dissolving 1 ,56 g of CaCI 2 » 2H 2 O and 1 ,50 g of Na 2 SO in 2 I of demineralised water. - Concentrated basic washing solutions which contain
  • 1 ,25 g of Na 2 CO 3 , 1 , 15 g of NaHCO 3 , 1 ,80 g of water glass 27/8, 1 ,00 g of LABS acid, 1 ,00 g of Elfapur LT 65 SLN, and 12,00 g of zeolite are prepared by dissolving the constituents in 1 I of demineralised water.
  • 50 ml of the basic washing solution is heated to 40°C and the amount of material to be tested is dissolved in it.
  • the following standard washcloths are employed per test setting:
  • the cup is sealed and placed in the Linitest washing machine. - The Linitest washing machine is kept in operation for 30 minutes.
  • the washcloths are wrung out by hand and spread out on a towel.
  • the EMPA 101 standard washcloths are removed after each washing cycle.
  • the washing step is performed 10x, with use being made of a new
  • the amount of residual ash is determined by pyrolising 2 g (m 0 ) of the EMPA 211 washcloths in a china crucible for 1 hour at 900°C. On conclusion of the test the weight of the remaining ash is determined
  • the ash content (in %) is calculated via mj/m 0 x 100%. Greying is measured as the difference in reflectance between treated and untreated washcloths.
  • the washed dishes were also assessed in accordance with DIN 44990.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention se rapporte à l'utilisation dans des compositions détergentes de la cellulose phosphorylée hydrosoluble, obtenue par la dissolution de la cellulose dans un solvant à base d'acide phosphorique, ladite dissolution débouchant sur une solution composée à 94-100 % en poids de cellulose, d'acide phosphorique et/ou de ses anhydrides ainsi que d'eau. Le produit faisant l'objet de cette invention peut s'utiliser dans des détergents pour textiles tout comme dans des détergents à vaisselle.
PCT/EP1998/005124 1997-08-15 1998-08-11 Utilisation de la cellulose phosphorylee dans des compositions detergentes WO1999009124A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
CA002300323A CA2300323A1 (fr) 1997-08-15 1998-08-11 Utilisation de la cellulose phosphorylee dans des compositions detergentes
JP2000509791A JP2001515124A (ja) 1997-08-15 1998-08-11 洗剤組成物におけるホスホリル化セルロースの使用
EP98945228A EP1003825A1 (fr) 1997-08-15 1998-08-11 Utilisation de la cellulose phosphorylee dans des compositions detergentes

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL1006777 1997-08-15
NL1006777 1997-08-15

Publications (1)

Publication Number Publication Date
WO1999009124A1 true WO1999009124A1 (fr) 1999-02-25

Family

ID=19765495

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1998/005124 WO1999009124A1 (fr) 1997-08-15 1998-08-11 Utilisation de la cellulose phosphorylee dans des compositions detergentes

Country Status (5)

Country Link
EP (1) EP1003825A1 (fr)
JP (1) JP2001515124A (fr)
CN (1) CN1266455A (fr)
CA (1) CA2300323A1 (fr)
WO (1) WO1999009124A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7686892B2 (en) 2004-11-19 2010-03-30 The Procter & Gamble Company Whiteness perception compositions
WO2011045195A1 (fr) 2009-10-13 2011-04-21 Unilever Plc Polymères colorants
WO2018085304A1 (fr) 2016-11-01 2018-05-11 The Procter & Gamble Company Leuco-polymères utilisés en tant qu'agents d'azurage dans des compositions d'entretien du linge
WO2018085380A1 (fr) 2016-11-01 2018-05-11 Milliken & Company Leuco-polymères utilisés en tant qu'agents d'azurage dans des compositions d'entretien du linge

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5423058B2 (ja) * 2008-07-03 2014-02-19 株式会社リコー 難燃性樹脂組成物及び成形体
US8481618B2 (en) 2008-07-03 2013-07-09 Ricoh Company, Ltd. Fire retardant resin composition
CN102731800B (zh) * 2012-08-01 2014-01-15 石家庄学院 一种无水磷酸和磷酸酯溶剂及其在纤维素溶解中的应用
CN104893830B (zh) * 2015-06-29 2018-01-30 邓婷 电子器件用显示屏清洗液

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2759924A (en) * 1952-01-02 1956-08-21 Eastman Kodak Co Preparation of cellulose phosphates
US3034911A (en) * 1959-03-25 1962-05-15 Nat Starch Chem Corp Tablet disintegrants
US3424545A (en) * 1966-03-09 1969-01-28 Colgate Palmolive Co Laundering adjunct and method of preparing
GB1472588A (en) * 1973-07-30 1977-05-04 Henkel & Cie Gmbh Washing agents and a process for their preparation
GB1577351A (en) * 1976-04-02 1980-10-22 Henkel Kgaa Oxidation bleaching and washing agents
EP0063399A1 (fr) * 1981-04-22 1982-10-27 THE PROCTER & GAMBLE COMPANY Compositions détergentes granulaires contenant des polymères pelliculaires
WO1996006208A1 (fr) * 1994-08-19 1996-02-29 Akzo Nobel N.V. Solutions a base de cellulose et produits prepares a partir de celles-ci
EP0719783A2 (fr) * 1994-08-11 1996-07-03 Ezaki Glico Co., Ltd. Saccharides phosphorylés et procédé de leur préparation
WO1997030090A1 (fr) * 1996-02-14 1997-08-21 Akzo Nobel N.V. Procede de preparation d'un materiau ayant une forte capacite d'absorption de l'eau et des solutions salines

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2759924A (en) * 1952-01-02 1956-08-21 Eastman Kodak Co Preparation of cellulose phosphates
US3034911A (en) * 1959-03-25 1962-05-15 Nat Starch Chem Corp Tablet disintegrants
US3424545A (en) * 1966-03-09 1969-01-28 Colgate Palmolive Co Laundering adjunct and method of preparing
GB1472588A (en) * 1973-07-30 1977-05-04 Henkel & Cie Gmbh Washing agents and a process for their preparation
GB1577351A (en) * 1976-04-02 1980-10-22 Henkel Kgaa Oxidation bleaching and washing agents
EP0063399A1 (fr) * 1981-04-22 1982-10-27 THE PROCTER & GAMBLE COMPANY Compositions détergentes granulaires contenant des polymères pelliculaires
EP0719783A2 (fr) * 1994-08-11 1996-07-03 Ezaki Glico Co., Ltd. Saccharides phosphorylés et procédé de leur préparation
WO1996006208A1 (fr) * 1994-08-19 1996-02-29 Akzo Nobel N.V. Solutions a base de cellulose et produits prepares a partir de celles-ci
WO1997030090A1 (fr) * 1996-02-14 1997-08-21 Akzo Nobel N.V. Procede de preparation d'un materiau ayant une forte capacite d'absorption de l'eau et des solutions salines

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7686892B2 (en) 2004-11-19 2010-03-30 The Procter & Gamble Company Whiteness perception compositions
US7846268B2 (en) 2004-11-19 2010-12-07 The Procter & Gamble Company Whiteness perception compositions comprising a dye-polymer conjugate
WO2011045195A1 (fr) 2009-10-13 2011-04-21 Unilever Plc Polymères colorants
WO2018085304A1 (fr) 2016-11-01 2018-05-11 The Procter & Gamble Company Leuco-polymères utilisés en tant qu'agents d'azurage dans des compositions d'entretien du linge
WO2018085380A1 (fr) 2016-11-01 2018-05-11 Milliken & Company Leuco-polymères utilisés en tant qu'agents d'azurage dans des compositions d'entretien du linge

Also Published As

Publication number Publication date
CA2300323A1 (fr) 1999-02-25
JP2001515124A (ja) 2001-09-18
CN1266455A (zh) 2000-09-13
EP1003825A1 (fr) 2000-05-31

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