EP0165115A1 - Reinigungsmittelzusammensetzung zum Bleichen durch Photoaktivierung und deren Anwendungsverfahren - Google Patents

Reinigungsmittelzusammensetzung zum Bleichen durch Photoaktivierung und deren Anwendungsverfahren Download PDF

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Publication number
EP0165115A1
EP0165115A1 EP85400885A EP85400885A EP0165115A1 EP 0165115 A1 EP0165115 A1 EP 0165115A1 EP 85400885 A EP85400885 A EP 85400885A EP 85400885 A EP85400885 A EP 85400885A EP 0165115 A1 EP0165115 A1 EP 0165115A1
Authority
EP
European Patent Office
Prior art keywords
composition according
textile
additive
detergent
bleaching
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.)
Granted
Application number
EP85400885A
Other languages
English (en)
French (fr)
Other versions
EP0165115B1 (de
Inventor
Frédéric Ricchiero
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.)
Rhodia Chimie SAS
Original Assignee
Rhone Poulenc Chimie SA
Rhone Poulenc Chimie de Base SA
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
Priority claimed from FR8407469A external-priority patent/FR2564481B1/fr
Priority claimed from FR8505124A external-priority patent/FR2579989A2/fr
Priority claimed from FR8505126A external-priority patent/FR2579990A1/fr
Application filed by Rhone Poulenc Chimie SA, Rhone Poulenc Chimie de Base SA filed Critical Rhone Poulenc Chimie SA
Priority to AT85400885T priority Critical patent/ATE30243T1/de
Publication of EP0165115A1 publication Critical patent/EP0165115A1/de
Application granted granted Critical
Publication of EP0165115B1 publication Critical patent/EP0165115B1/de
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0063Photo- activating compounds

Definitions

  • the present invention relates to a detergent composition for photoactivation bleaching and its method of use.
  • bleaching is understood to mean the elimination of colored stains or stains resistant to the action of the alkaline aqueous medium and of the detergents present in the usual detergents. In addition to this bleaching action, bleaching also includes a disinfectant or antiseptic action in the detergent bath.
  • bleaching is obtained in particular by the addition of perborate to the washing medium.
  • the washing must be carried out at a temperature of 80 to 90 ° C.
  • Sodium hypochlorite can also be used in a cold wash.
  • such a product causes significant deterioration of the fibers.
  • the object of the invention is therefore a bleaching system by photoactivation, which is simple to use, which is effective with respect to soiling while respecting the treated fiber as well as possible, and involving a sensitizer, adsorption on the fiber is completely reversible on rinsing.
  • the detergent composition according to the invention is characterized in that it contains, as a bleaching system by photoactivation, at least one sensitizing agent consisting of a soluble salt or disel of an acid of general formula: in which the hydrogen atoms carried by carbons 1 to 8 may or may not be substituted, in particular by halogens; and an additive of the cyclic tertiary mono, di- or tetramine type.
  • a product belonging to the family of xanthene dyes and more specifically of the fluorescein type is used. As indicated above, these products correspond to the water-soluble salts or disels of the acid of formula (1):
  • the salts will generally be the sodium or potassium salts or disels.
  • the hydrogen atoms carried by the carbons identified 1 to 8 can be substituted in particular by atoms of Cl, Br and I.
  • the products which are particularly suitable for the composition of the invention are those which, corresponding to formula 1, have the property of being adsorbed on the fiber in a reversible manner.
  • they have an absorption spectrum located substantially in the visible light range, that is to say between 400 and 800 nm, more precisely between 400 and 600 nm.
  • M can be an alkali or alkaline earth metal.
  • 1,2-dibromo fluorescein that is to say the dibromo salt or disel of formula 1, 3,4-dibromo fluorescein, ie phloxine tetrabromo-1,2,3,4 tetrachloro-5,6,7,8 fluorescein, diodo-1,2 fluoresceine, diodo-3,4 fluoresceine and tetraiodo-1,2,3,4 têtrachloro-5 , 6,7,8 fluorescein or "Rose Bengal”.
  • 1,2-dibromo fluorescein that is to say the dibromo salt or disel of formula 1, 3,4-dibromo fluorescein, ie phloxine tetrabromo-1,2,3,4 tetrachloro-5,6,7,8 fluorescein, diodo-1,2 fluoresceine, diodo-3,4 fluoresceine and tetraiodo
  • compositions comprising a combination of several sensitizing agents of the type described above.
  • the bleaching system of the invention comprises an additive which, as indicated above, is chosen from the group of cyclic tertiary mono-, di- or tetramines.
  • an additive which, as indicated above, is chosen from the group of cyclic tertiary mono-, di- or tetramines.
  • amines of the above type are used but which are also bridged; by this is meant the amines in which a nitrogen atom is linked transversely to another nitrogen atom or to a carbon atom of the ring.
  • DABCO 1,4 diaza bicyclo - (2,2,2) octane
  • ABCO quinuclidine
  • Another interesting additive is hexamethylenetetramine.
  • Bleaching systems comprising products of the type defined above can be incorporated into a solid or liquid detergent composition.
  • this detergent composition may include a surfactant. It is preferable that this surfactant is anionic or, if a mixture of surfactants is used that there is in this mixture at least one anionic surfactant. Mention may be made, for example, as anionic surfactants which can be used in the context of the invention, of the water-soluble salts of alkyl sulphate.
  • composition may also include a base or "builder" of known type such as, for example, phosphates or polyphosphates of alkali metals soluble in water or else silicates.
  • a base or "builder” of known type such as, for example, phosphates or polyphosphates of alkali metals soluble in water or else silicates.
  • the composition may include any known additive of the arti-nousse type, anti-redepositing, perfumes for example.
  • the proportions of the various constituents of the detergent composition will be chosen such that once the composition has dissolved in the detergent bath, the concentration of sensitizer and in particular of eosin is between approximately 10 -6 M and 10 -5 M. Preferably, this concentration should be located around 2.5 and 10.10 -6 M. For higher values, the sensitizer in too large a quantity can have an internal filtering effect which is detrimental to photoactivation during irradiation of the bath. detergent.
  • the concentration of each sensitizer remains in the range fixed above.
  • the additive concentration must be between 10 M and 10 -1 M. Below 10 -3 M there is no effect. Beyond 10 -1 M, there is no significant gain in money laundering. Preferably, this concentration is located around 10 -2 M.
  • the constituents of the detergent composition will preferably be chosen so that the pH of the detergent bath is between 9 and 11.
  • compositions of the invention can be used in an extremely simple manner.
  • the textile to be treated is first immersed in a detergent bath containing the composition according to the invention.
  • the textile is kept there with stirring at room temperature and in the dark or in ambient light to allow the deposition of the sensitizer.
  • the detergent bath and the textile which is contained there are asleep to a light irradiation in the visible range (400 - 800nm) resulting for example from a halogen quartz lamp.
  • This irradiation can last between 10 and 60 minutes, generally between 10 and 30 minutes. Generally during this irradiation, the temperature of the detergent bath is kept close to ambient.
  • the bath is separated from the textile and the latter is then rinsed with water for a few minutes to remove the sensitizer.
  • a washing bath comprising 3.1 g / l of builder, SDS: 0.1 M, eosin: 0.5.10 -5 M, DABCO: 10 -2 M, pH: 10.6.
  • the dyed strips are finally dried with hot air, ironed between two sheets of filter paper and cut into test pieces.
  • the specimens having a homogeneous dye are selected and stored in the dark.
  • a sample of stained cotton fabric prepared in the above manner and of known reflectance is then introduced into the washing bath and kept under stirring, at room temperature and in the dark, to allow the deposition of eosin.
  • the detergent bath containing the fabric is then irradiated.
  • the light irradiation is ensured by a HEDLER projector type "DE LUXE 2000" equipped with a quartz - halogen lamp 1000 w (CSRAM - HALOGEN SUPERPHOT).
  • the distance between the surface of the detergent bath and the lamp is approximately 30 cm.
  • the irradiation lasts 60 min.
  • the temperature of the detergent bath is maintained at around 25 ° C.
  • the samples are rinsed for 1 hour in 600 ml of permuted water protected from light and then dried between those sheets of filter paper.
  • Example 2 The procedure is the same as in Example 1 with a cotton fabric stained with wine (standard soiling EMPA 114).
  • the irradiation lasts 30 minutes.
  • a washing bath comprising 3.1 g / l of builder, SDS: 0, M, eosin: 0.8 10 -5 M, HMTA: 10 -2 M, p H: 9.8.
  • the irradiation lasts 10 minutes.
  • a washing bath comprising 3.1 g / l of builder, SDS: 0.1 M, respective concentration for each sensitizer: 10 -5 M, DABCO: 10 -2 M.
  • the samples are prepared, washed and analyzed as described in Example 1. However, the irradiation is 20 minutes.
  • a whitening effect greater or close to that obtained with a system with a single sensitizer (as in the case of Examples 2 or 3) is obtained for the same soiling with a shorter irradiation time.
  • Example 2 The procedure is the same as in Example 1 on the same soiling (NESTEA).
  • the sensitizer concentration is 10 -5 M.
  • the irradiation is 30 minutes.
  • the system of the invention provides a bleaching of the same order of magnitude, or even greater than that obtained with a perborate system, with a washing time less in some cases for the wine in particular, and in all cases at a much lower temperature.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP85400885A 1984-05-15 1985-05-07 Reinigungsmittelzusammensetzung zum Bleichen durch Photoaktivierung und deren Anwendungsverfahren Expired EP0165115B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT85400885T ATE30243T1 (de) 1984-05-15 1985-05-07 Reinigungsmittelzusammensetzung zum bleichen durch photoaktivierung und deren anwendungsverfahren.

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
FR8407469 1984-05-15
FR8407469A FR2564481B1 (fr) 1984-05-15 1984-05-15 Composition detergente pour blanchiment par photoactivation et son procede d'utilisation
FR8505124 1985-04-04
FR8505126 1985-04-04
FR8505124A FR2579989A2 (en) 1985-04-04 1985-04-04 Detergent composition for bleaching by photoactivation and its process of use
FR8505126A FR2579990A1 (en) 1985-04-04 1985-04-04 Detergent composition for bleaching by photoactivation based on xanthene dyes and on a tertiary tetramine and its process of use

Publications (2)

Publication Number Publication Date
EP0165115A1 true EP0165115A1 (de) 1985-12-18
EP0165115B1 EP0165115B1 (de) 1987-10-14

Family

ID=27251215

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85400885A Expired EP0165115B1 (de) 1984-05-15 1985-05-07 Reinigungsmittelzusammensetzung zum Bleichen durch Photoaktivierung und deren Anwendungsverfahren

Country Status (10)

Country Link
US (1) US4668418A (de)
EP (1) EP0165115B1 (de)
JP (1) JPS6116999A (de)
DE (1) DE3560774D1 (de)
DK (1) DK158918C (de)
ES (1) ES8608035A1 (de)
FI (1) FI78502C (de)
GR (1) GR851172B (de)
NO (1) NO165204C (de)
PT (1) PT80464B (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5595572A (en) * 1993-02-16 1997-01-21 The Commonwealth Of Australia Commonwealth Scientific And Industrial Research Organization Wool and wool-blend fabric treatment
EP1210078B1 (de) * 1999-08-13 2008-08-27 Provectus Pharmatech, Inc. Verbesserte topische medikamente sowie verfahren zur photodynamischer behandlung von krankheiten
WO2005003277A1 (en) * 2003-06-18 2005-01-13 Unilever Plc Blue and red bleaching compositions
GB0325617D0 (en) * 2003-11-03 2003-12-10 Unilever Plc Red bleaching compositions
AR059155A1 (es) * 2006-01-23 2008-03-12 Procter & Gamble Composiciones que comprenden enzimas y fotoblanqueadores
KR101452947B1 (ko) 2008-03-21 2014-10-21 제이더블유중외제약 주식회사 콘택트렌즈 세척용액 조성물 및 그 제조방법
US9642687B2 (en) 2010-06-15 2017-05-09 The Procter & Gamble Company Methods for whitening teeth
US20150211165A1 (en) * 2014-01-24 2015-07-30 The Procter & Gamble Company Method for Treating Laundry
US20150209808A1 (en) * 2014-01-24 2015-07-30 The Procter & Gamble Company Package for Light Activated Treatment Composition
EP3805346A1 (de) * 2019-10-08 2021-04-14 The Procter & Gamble Company Verfahren zum waschen von stoffen
DE102021213793A1 (de) * 2021-12-03 2023-06-07 Henkel Ag & Co. Kgaa N-substituierte 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzamide als Photoaktivatoren in Waschmitteln

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1372035A (en) * 1971-05-12 1974-10-30 Procter & Gamble Ltd Bleaching process
US3927967A (en) * 1972-06-02 1975-12-23 Procter & Gamble Photoactivated bleaching process and composition

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IE37879B1 (en) * 1972-07-10 1977-11-09 Procter & Gamble Bleaching process
CA1125957A (en) * 1978-01-11 1982-06-22 Nabil Y. Sakkab Composition for combined washing and bleaching of fabrics
IN153407B (de) * 1979-09-28 1984-07-14 Ciba Geigy Ag
JPS5792095A (en) * 1980-12-01 1982-06-08 Kao Corp Bleaching agent composition
DE3169463D1 (en) * 1980-12-22 1985-04-25 Unilever Nv Composition containing a photo-activator for improved bleaching
US4417994A (en) * 1981-01-24 1983-11-29 The Procter & Gamble Company Particulate detergent additive compositions
CH654424A5 (de) * 1983-03-25 1986-02-14 Ciba Geigy Ag Verfahren zur verhinderung des gelierens von konzentrierten waessrigen photoaktivatorloesungen.

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1372035A (en) * 1971-05-12 1974-10-30 Procter & Gamble Ltd Bleaching process
US3927967A (en) * 1972-06-02 1975-12-23 Procter & Gamble Photoactivated bleaching process and composition

Also Published As

Publication number Publication date
GR851172B (de) 1985-11-25
DK212085A (da) 1985-11-16
DK212085D0 (da) 1985-05-14
JPS6116999A (ja) 1986-01-24
FI851920A0 (fi) 1985-05-14
ES543156A0 (es) 1986-06-01
US4668418A (en) 1987-05-26
ES8608035A1 (es) 1986-06-01
DK158918B (da) 1990-07-30
PT80464A (fr) 1985-06-01
PT80464B (fr) 1987-04-13
EP0165115B1 (de) 1987-10-14
NO165204C (no) 1991-01-09
NO851893L (no) 1985-11-18
FI851920A (fi) 1985-11-16
DE3560774D1 (en) 1987-11-19
DK158918C (da) 1991-01-21
FI78502B (fi) 1989-04-28
NO165204B (no) 1990-10-01
FI78502C (fi) 1989-08-10

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