CA1255603A - Hair brightener - Google Patents

Hair brightener

Info

Publication number
CA1255603A
CA1255603A CA000493903A CA493903A CA1255603A CA 1255603 A CA1255603 A CA 1255603A CA 000493903 A CA000493903 A CA 000493903A CA 493903 A CA493903 A CA 493903A CA 1255603 A CA1255603 A CA 1255603A
Authority
CA
Canada
Prior art keywords
hair
composition according
liquid vehicle
compound
formulation
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.)
Expired
Application number
CA000493903A
Other languages
French (fr)
Inventor
Denis Lambert
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.)
LABORATOIRE COSMEPRO Inc
Original Assignee
LABORATOIRE COSMEPRO INC.
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 LABORATOIRE COSMEPRO INC. filed Critical LABORATOIRE COSMEPRO INC.
Priority to CA000493903A priority Critical patent/CA1255603A/en
Application granted granted Critical
Publication of CA1255603A publication Critical patent/CA1255603A/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • A61K2800/434Luminescent, Fluorescent; Optical brighteners; Photosensitizers

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

ABSTRACT

Fluorescent compounds, for example, coumarin deriva-tives are employed to impart a fluorescent or bright quality to hair; the compounds may be employed as ingredients in con-ventional hair treatment compositions, for example, hair washing formulations; an especially preferred fluorescent compound is 7-diethylamino-4-methylcoumarin

Description

'I'his in~lention rela-tes -to nair treatmerlt com~osi'cions and me-thods o-F trea-ting hair.
Fluorescen-t r~Jhitenirlg agents also ]~no-"n as optical brighteners have been ernployed by detergen-t.,1anuLacturers to increase the whi-telless or brightness of clothing ~7nich has been i7ashed ~.7ith such detergents.
Such fluorescent ~Jhitening agen-ts have also been ern-plo-yed in paint com?osi'._ions to increase -the ~,7hiteness or T,7hite pigments such as titaniurn dioxide ~Chelnical Abstrac-ts Vol. 74, 1971, 143399a).
These agents are, in particular, ~luorescent organic cornpounds ~f~hich absorb radiation or light at one waveleng-th or region and emit it a-~- a different wavelength or region. In par-ticular, the absorbed radiation or light excites khe agent to a higher electronic state and then ernits visible radiation in passing to a lower electronic state.
The present invention is rnore especially concerned T.7itn fluorescent organic cornpounds ~17hich absorb inc.ident light in the ~ e rg ~/
.~ ultraviolet region and emit part oE the absorbed ~ as .~
visible li~ht, especiall~ in the blue region o~ the visible spectrum.
In accordance -i7ith the present invention i-t has no~.,7 been found that certain fluorescent organic cornpounds can be employed to impart a fluorescent or "bright" quality to :the hair.
Particular fluorescent compounds emplo~ed in acco.dance .~i-th the invention have a subs-tantivit~ for the ]~eratinaceous substrate o~ hair and -.~ill thus bincl-to -the hair.
The fluorescent organic compounds rna~ be employed in a 3~ variet~ of hair -trea-cment com2ositions including hair washing compositions or shampoos, hair conditiol1ing co~positions, nair setting cornpositions, hair colouring compositiolls and hair 3i9~

~S~3 rinsincJ colnposi-tiorls, in ;~hich case other ac'cive inyrediencs will also be present in tne composition. The ~luorescent or-yanic cornpounds may also be ernployed as the sole active in~Jre-dient in a new class oL hair trea-t.nent compositions eM~loycd solely to iinparc a fluorescent cluality 'co hair.
The invention thus provides hair treatrnen-t composi'cions comprisinc; an accep-table amount o-~ a -;luorescen'c orcJanic com-pound havinc3 a substan-tivity for tne l~era-tinaceous subs'crate or the hair in association with an aeceptable earrier or vehicle.
The invention also provides a method of brightening hair or impartiny a briyhteniny e~feet to hair whieh eomprises applyiny a brighteninc3 amount o~ a fluorescen-t compound or tne invention to hair.
It will be understood that an acce?table amoun-t o~ the compound in the composition is one such thak trea-trnent of the hair ~ith the composition ~ill result in binding of an amount (herein referred to as a briyhtening amount) of the compound to the hair, eE~eetive to aehieve a diseernible and desired fluor-eseent effeet visible to the human eye.
If the eoneentration of the fluorescent eompound is too lo~J, either no discernible effeet will be produeed, or repeated use o-f the eomposi-tion a plurality of times may be required in order to aehieve a discernible eEfeet.
Ir the concentration o~ the fluorescen-t compound is too high the presence of~h~com~ound in the hair may be noticeable and an unsic~htly, unelean appearanee may resul-ti in addition in-ereasing the eoneentration beyond what is required~ inereases the eost unneeessarily.
Generally it is found that a eoncentration o~ about 0.0001% to about 2o~ by ~7eiyht, of fluorescent eom~ound, based on tne JJeiyht of che COlll~OSiCiOII, provides sa-tis~actory results.

preferably the concentra-tion is abouto 005 ^~ to about o 05 ~o~

'~25~6~3 by weight.
It l~Jill be understood.tnat an acceptablc carri2r or vehicle is one ~7hicn is relatively inert, ~7hich -7ill not deleteriously interfere ~7itn the binding of 'che compound 'co 'cne hair and ~i7hich ~7il 1 no-t affect the hair or scalp such chat i-ts applica-tion to a head of hair 70u.1d be harmIul.
Liquid vehicles employed in e,~isting hair treatrnent composi-tions are sui.table for use in ~he compositions OL -the invention. Thus suitable liquid vehicles include hair ~Jashing formulations, hair condit:ioning formulations, hair se-tting formulations, hair colouring formulations and hair rinsing formulations~
It ~ill be understood that ~.7hen the hair treatment composi-tion has a function other than to impart a fluorescent quality to the hair, it will contain othQr ingredients necessary for its function, for e~ample, washing or colouring agents.
A particularly useful class of fluorescent compounds for use in the composition of -the invention are coumarin deri-vatives of formula (r) ~ (I~

~;7rlerein R1, ~2 and R3, ~Ihich may be the same or different are selected from the group consisting of s-traight or branched chain al};yl and nydro~yal,~yl groups of 1 to 6 carbon a-toms.
An especially preferred compound (I) is 7 diethylamino-~-^metllylcoumarin (~ is ~e-thyl, R2 and R3 are ethyl) .7hich e~-hibits the iollo~7ing cnarac-teristics:

~;5~

Ionic Cllarac-Ler: wea;~ly cationic Absori~-tion ma.~imum 375 nn (in et.lanol) Fluorescence ma~imum~ 0 n.n (on wool~
The com30sitions o~ -~he invention may additionall~ con-~ain one o.r more conventional addi-tives selected 7ror.l sur-ace active agents, perIume, colouring substances, inorganic sal'cs, oxidizing agents, reducing agents~ oils, al]~anols, gl~cols, waYes, pol~mers, he.rbal extracts, animal e,~tracts and silicones.
The invention is further illustrated by relerence to the accompanying drawings in which:
FicJ. 1 illustrates graphically the reflectance/emission curve of 7-diethylalnino-4~methylcoumarin on a subs-trate of polyamide fibres.
Fiy. 2 illustrates graphically the increase in the brightness e'-~ect achieved employing a composition in accordance wi-th -the invention, appliecl to a wool substrate.
The invencion is further illustrated b~ rererence to the rollowing Eramples.
EX~lPL~ 1 7-Diethylar.~ino 4 .nethylcoumarin -was added to a wash liquid suitable for wool, in a concentration of 0.0002r'6, by weight. A woollen substrate was washed successively 1 to 15 times in the wash liquid a'c a temperature or about ~0C., each wash being Eor a period of about 15 minutes. Tne brightness oF
the substrate was rated on a scale or 1 to 15 after each wasn.
The brightness scale employed i5 an arbitrary scale quantified .Jith the use of a suitable spectrophotometer.
The results aro shown graphically in Fig. 2, ~Jhic}l SLIOWS a steady increase in brightness during ~he 7irst seven waslles with a less significant increase in brightness being achieved with subse¢uent wasnes.

Claims (16)

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:
1. A hair treatment composition comprising a fluorescent orga-nic compound having a substantivity for the keratinaceous sub-strate of hair, in an amount effective to impart a briyhtening amount to hair, in association with an acceptable carrier or vehicle.
2. A hair treatment composition according to claim 1, wherein said compound is a coumarin derivative of formula (I) (I) wherein R1, R2 and R3, which may be the same or different are selected from the group consisting of straight or branched chain alkyl and hydroxyalkyl groups of 1 to 6 carbon atoms.
3. A hair treatment composition according to claim 1, wherein said compound is 7-diethylamino-4-methylcoumarin.
4. A hair treatment composition comprising about 0.0001.% to about 2%, by weight, of a coumarin derivative of formula (I):

(I) wherein R1, R2 and R3, which may be the same or different are selected from the group consisting of straight or branched chain alkyl and hydroxyalkyl groups of 1 to 6 carbon atoms, in association with an acceptable liquid vehicle.
5. A composition according to claim 4, wherein said liquid vehicle comprises a hair washing formulation.
6. A composition according to claim 4, wherein said liquid vehicle comprises a hair conditioning formulation.
7. A composition according to claim 4, wherein said liquid vehicle comprises a hair setting formulation.
8. A composition according to claim 4, wherein said liquid vehicle comprises a hair colouring formulation.
9. A composition according to claim 4, wherein said liquid vehicle comprises a hair rinsing formulation.
10. A composition according to claim 5, 6 or 7, wherein said coumarin derivative is 7-diethylamino-4-methyl coumarin.
11. A composition according to claim 8 or 9, wherein said coumarin derivative is 7-diethylamino-4-methyl coumarin.
12. A composition according to claim 1, 2 or 4, further in-eluding at least one additive selected from the group consisting of surface active agents, perfume, colouring substances, inor-ganic salts, oxidizing agents, reducing agents, oils, alkanols, glycols, waxes, polymers, herbal extracts, animal extracts and silicones.
13. A Method of brightening hair which comprises applying to said hair a brightening amount of a fluorescent organic compound having a substantivity for the keratinaceous substrate of hair.
14. A method according to claim 13, wherein said com-pound is a coumarin derivative of formula (I):

(I) wherein R1, R2 and R3, which may be the same or different are selected from the group consisting of straight or branched chain alkyl and hydroxyalkyl groups of 1 to 6 carbon atoms.
15. A method according to claim 13, wherein said com-pound is 7-diethylamino-4-methylcoumarin.
16. A composition according to claim 1 or 3, wherein said fluorescent compound is present in an amount of about 0.0001% to about 2%, by weight.
CA000493903A 1985-10-25 1985-10-25 Hair brightener Expired CA1255603A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA000493903A CA1255603A (en) 1985-10-25 1985-10-25 Hair brightener

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA000493903A CA1255603A (en) 1985-10-25 1985-10-25 Hair brightener

Publications (1)

Publication Number Publication Date
CA1255603A true CA1255603A (en) 1989-06-13

Family

ID=4131719

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000493903A Expired CA1255603A (en) 1985-10-25 1985-10-25 Hair brightener

Country Status (1)

Country Link
CA (1) CA1255603A (en)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2741261A1 (en) * 1995-11-17 1997-05-23 Gen Electric METHOD FOR INCREASING HAIR STATUS OR COLOR INTENSITY OF A COSMETIC PRODUCT USING A FLUORESCENT FLAVORING AGENT AND COMPOSITIONS USED THEREIN
WO1999013844A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners which provide uv protection
WO1999013841A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising nonionic and amphoteric optical brighteners
WO1999013843A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising anionic optical brighteners
WO1999013845A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners which alter hair colors
WO1999013833A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and cationic compounds
WO1999013848A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and polymeric suspending agents
WO1999013842A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising cationic optical brighteners
WO1999013834A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and perfume compounds
WO1999013832A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and water-insoluble high molecular weight oily compounds
WO1999013823A2 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and hair conditioning agents
EP1464320A1 (en) * 2003-04-01 2004-10-06 L'oreal Brightening composition comprising a fluorescent dye and a non-associative polymer thickener for human keratinaceous matter
EP1464323A1 (en) * 2003-04-01 2004-10-06 L'oreal Fluorescent dye composition for human keratin fibres
EP1464319A1 (en) * 2003-04-01 2004-10-06 L'oreal Dye for human keratin matter comprising a fluorescent colourant and cationic polymer, and methods for its preparation and use
US7306809B2 (en) * 2002-09-13 2007-12-11 Lipo Chemicals, Inc. Optically activated particles for use in cosmetic compositions
US7736631B2 (en) 2003-04-01 2010-06-15 L'oreal S.A. Cosmetic dye composition with a lightening effect for human keratin materials, comprising at least one fluorescent dye and at least one aminosilicone, and process of dyeing

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2741261A1 (en) * 1995-11-17 1997-05-23 Gen Electric METHOD FOR INCREASING HAIR STATUS OR COLOR INTENSITY OF A COSMETIC PRODUCT USING A FLUORESCENT FLAVORING AGENT AND COMPOSITIONS USED THEREIN
GB2307639A (en) * 1995-11-17 1997-06-04 Gen Electric Fluorescent brightening of cosmetic compositions
GB2307639B (en) * 1995-11-17 1999-07-28 Gen Electric Fluorescent brightening of cosmetic compositions
WO1999013834A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and perfume compounds
WO1999013823A2 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and hair conditioning agents
WO1999013845A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners which alter hair colors
WO1999013833A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and cationic compounds
WO1999013848A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and polymeric suspending agents
WO1999013842A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising cationic optical brighteners
WO1999013822A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and polymeric suspending agents
WO1999013841A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising nonionic and amphoteric optical brighteners
WO1999013832A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners and water-insoluble high molecular weight oily compounds
WO1999013843A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair styling compositions comprising anionic optical brighteners
WO1999013844A1 (en) * 1997-09-17 1999-03-25 The Procter & Gamble Company Hair care compositions comprising optical brighteners which provide uv protection
WO1999013823A3 (en) * 1997-09-17 1999-08-12 Procter & Gamble Hair care compositions comprising optical brighteners and hair conditioning agents
US7306809B2 (en) * 2002-09-13 2007-12-11 Lipo Chemicals, Inc. Optically activated particles for use in cosmetic compositions
EP1464320A1 (en) * 2003-04-01 2004-10-06 L'oreal Brightening composition comprising a fluorescent dye and a non-associative polymer thickener for human keratinaceous matter
EP1464323A1 (en) * 2003-04-01 2004-10-06 L'oreal Fluorescent dye composition for human keratin fibres
EP1464319A1 (en) * 2003-04-01 2004-10-06 L'oreal Dye for human keratin matter comprising a fluorescent colourant and cationic polymer, and methods for its preparation and use
FR2853234A1 (en) * 2003-04-01 2004-10-08 Oreal COLORING COMPOSITION COMPRISING A FLUORESCENT COLORANT AND A NON-ASSOCIATIVE THICKENING POLYMER FOR HUMAN KERATINIC MATERIALS, METHOD AND USE
FR2853230A1 (en) * 2003-04-01 2004-10-08 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A SELF-OXIDABLE COLOR, PROCESS AND USE
FR2853232A1 (en) * 2003-04-01 2004-10-08 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A FLUORESCENT COLORANT AND A CATIONIC POLYMER, METHOD AND USE
US7736631B2 (en) 2003-04-01 2010-06-15 L'oreal S.A. Cosmetic dye composition with a lightening effect for human keratin materials, comprising at least one fluorescent dye and at least one aminosilicone, and process of dyeing

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