CA1049412A - Tinctorial compositions containing oxydation tints and diphenylamines_ - Google Patents

Abstract

The subject of the present invention is dye compositions for keratin fibers comprising at least one leucode derivative of indamine, indoaniline or indophenol and at least one oxidation dye and preferably a paraphenylene diamine, a para-aminophenol, or a pyridine derivative. The diphenylamines entering into the composition correspond to the general formula: in which: -R1 and R4, which are identical or different, each represent a hydrogen or halogen atom, a lower alkyl, lower alkoxy, acylamino or ureido group. -R2 and R3, identical or different, represent a hydrogen atom, a halogen atom, a lower alkyl group, amino lower alkoxy, N-alkylamino, N-hydroxyalkylamino, acylamino, N-carbamylal-kyleamino or ureido; -R5 represents a hydrogen atom, a halogen atom, a lower alkyl or lower alkoxy group; -R6, R7 or R8, identical or different, represent a hydrogen or halogen atom, a lower alkyl or lower alkoxy group; -Y represents a hydroxy or amino group; -Z represents a hydroxy group or a group of formula where R9 and R10, identical or different, represent a hydrogen atom, or a lower alkyl, hydroxyalkyl, carbamylalkyl, aminoalkyl or dialkylaminoalkyl, acylaminoalkyl, alkylsulfonamidoalkyl, arylsulfonamidoalkyl, sulfoalkylalkylalkylalkylalkyl morpholinoalkyl. The disclosure also describes a method of dyeing hair using these compositions. In this way, we obtain shades that could not be obtained by conventional systems, and a much higher brightness of the shades, moreover the unison obtained is remarkable since all the dyes participating in the coloring belong to a homogeneous family.

Description

~ (~ 4941Z
the present application relates to dye compositions containing oxidation dyes and diphenylamilles It is known to use for dyeing 6 keratin fibers and in particular human hair, dye compositions containing ~.
oxidation dyes in the presence of an oxidant.
In the processes using oxidation dyes, prepares the dye composition at the time of application to the hair: ' psr addition of an oxidant such as hydrogen peroxide to an anunoniacal solution one or more oxidation "bases". These are diamines or diaminophenols or aminophenols having amino or hydroxy groups in para or ortho relative to each other such as para phenylenes diamines, para ~:
aminophenols or their derivatives. A mixture of such bases can be used with couplers which are metn diamines, meta aminophenols and. ~.
meta diphenols or derivatives of these compounds, such as meta acetylamino- ~
15 phenols, meta ureido phenols or pyrazolones or py- derivatives. .
ridiniques such as diamino 2,6 pyridine.
In general, such dye mixtures contain almost tou ~ ours oxidation bases such as paratolllèrle diamine and para amlnophenol ct of necks ~ urs such as meta aminophéllol, meta diamino 20 ani.sole and réaorcine. ~::
Oxidation "bases" react in an ammoniacal oxidizing medium with the "couplers" to give rise to dyes conferring on the fi-.
very different shades, depending on the chemical configuration of the two parts tenaires.
. In such a system, the resulting coloration obtained depends essentially "coupling" speeds of the different combinations possible of "bases" and '~ es couplers "in presence.
The introduction of a new "base" and a new "coupler"
which leads to a nuallce, is particularly stable to light and lempempères, or particularly aesthetic in a simple "coupling", does not not necessarily leads to a clear appearance of color or quality expected if the "coupling" speeds, or the oxidation potentials of the very elements of the form which do not allow this "coupling" to take place quickly enough to be visible.
In a number of cases, too, the "basics" and "cou-crying "used is not enough to obtain all the nuances desired such-the that certain nuances ~ reflections, and one is led i ~ use in addition to direct dyes; these direct dyes generally belong to the series of coloran ~ s nitro, of the ben ~ enique series, may also appear.
40 stick to other series. ~.
However, the introduction of these colora) l ~ g presel) to some :
, '~. "..'' :: ' -:
- 1 ~ 494 ~ 2 number of drawbacks characterized by a lack of unison of a light and weather and treatment outfits capillaries different from those of oxidation dyes on the other hand.
We also know that in an ammoniacal oxidizing medium, the "bases" and the "couplers" used give rise to depending on their nature, dyes from the indophenol family, indoanilines and indamines.
The synthesis of these compounds and their leuco derivatives as well that their use for hair dye has already done subject to numerous patents of the plaintiff.
We discovered that by combining in dyeing hair, diphenylamines leuco-derived from indoanilines, indo-phenols, indamines with oxidation dyes, we get nuances that could not be obtained by systems classics, and a significantly higher shade brightness, moreover the unison obtained is remarkable given that all the dyes involved in coloring belong to a family the homogeneous.
The present application relates to compositions tinc-toriales for keratin fibers comprising at least one leuco-derivative of indamine, indoaniline or indophenol and at least one oxidation dye and preferably a paraphenylene diamine a para-aminophenol, or heterocyclic bases.
The diphenylamines entering into the composition according to ~;
the invention correspond to the general formula:
'..' ~ R ~

~ 'Y ~ ~
,,; ,., ~,.

~ ~ -2- ~

94 ~
in which:
-Rl and R ~ identical or different each represents an atom hydrogen, halogen, lower alkyl, alkoxy lower, acylamino or ureido.
-R2 and R3, identical or different, represent a hydro-gene, halogen, lower alkyl, lower alkoxy laughing, amino, N-alkylamino, N-hydroxyalkylamino, acylamino, N-carbamylalkyl ~ nino or ureido. ~ --R5 represents a hydrogen atom, a halogen atom, a group lower alkyl or lower alkoxy.
-R6 ~ R7 or R8 identical or different represent an atom hydrogen, halogen, a lower alkyl group or lower alkoxy.
-Y represents a hydrox ~ or amino group, -2a-4 ~ 12 - ~ représenLe a ~ ro-lpclllellt llydroxy or a ~, roupcmcl- ~ t de forlllule - N where Rg and Rlo identical or dir ~ erents represent a hydlo ~ atom, or an all <yle lower group, llydroxyalkyle, car-bamylalkyle, amilloalkyle or diallcylaminoallcyle, acylamillonlkyle ~ allcylsulfon-ami.dO-allcylc, arylsulrollalllidoallcyle ~ sulroalkyle, pipéridilloallcyle ou mor-pholinocllkyle.
(es diplléllylaMilles can also be entered in the composition in the form of salts.
As parapllenylenediamines which can be used in the compositions according to the invention, there may be mentioned the primary para-phenylene cliamines, secondary and tertiary, optionally substituted on the ben ~ enic ring and preferably those represented by the gel formula N ~ 11 1 ~ 14 in which Rll and 1 ~ 12 identical or different peuvellt signiEier, hydrogen, a groupemellt alkyl it chain straight or branched inllérieur, alkyl mono- or ~:
polyllydroxylé, I) lpérklinoalkyle, carbamylallcyle, ~ iialkyl carbamylallcyle, amino-alkvle, monoallcylaminoallcyle, dialkylaminoallcyle, C ~ J-aminosulfonylalkyle, cnr-boxyallcyle, alkylsulronamidoalkyle, arylsulfonanlidoalkyle, morpllolinoalkyle, ac.ylaminoallcyle, sulfoal! cyle, groups ~ 'in lesq-lels the allcyle radical preferably comprises 1 ~ `n 4 carbon atoms, Rll and R12 po ~ lvarlt equalemellt ~ ormer enseml) le a heterocyclic grouping five or six challolls, t: el tiue morpholine or piperidine.
R13, Rl ~, R15 ~ R16 mean indel) ell (lallmlellt from one another, ~:
a hydrogen or halogen atom, a lower alkyl or alkoxy grouping lower, preferably having 1 to 4 carbon atoms.
llalog ~ can not mean in said compounds fluorine, bromine but `~
of preferential chlorine.
The title of particular compounds which are effective in the compounds:
Sections following 1'invelltioll, we can cite: parapllénylt! lle diamine, para ~
toluylene diamine, methoxy parapllenylene dianiine, ln chloroparapllénylt`ne diamine, dimétilyl-2,6 parapllénylèl diamiile, dinletllyl-2,5 paraphéllylèlle diamine, metllyl-2 methoxy-S parapllellylene diamine, dimetllyl-2,6 metllo-xy-5 parapllenylene diamille, the N, N-dimétllyl parn ~ llyk ~ ne dialllille, metllyl-3 ',' 10494 ~ 2 amino-4 N, N- (diethyl) aniline, N ~ N- (di - () ~ -hytiroxv ~ tllyl) parapllcnyl ~ e dicl-mine, metllyl-3 amino-l ~ N, N- (di- ~) -hydroxyctllvl) allilille, cllloro-3 amino ~
N, N- (di- ~ -hydroxyethyl) anilil, the amino- ~ l N, N- (etllyl, carb; llllylmétllyl) allilisle, 3-methyl-4-amino N, N- (ethyl, carbamylmethyl) alliline, amino- ~ 1 N, N- (ethyl, 5 morpholinoétl-yl) allili [le, metllyl-3 amino- ~ N, N- (ethyl, morpl ~ olinoethyl) alli-line, amino- ~ N, N- (ethyl, acetylaminoétllyl) aniline ~ methyl-3 amino-~ N, N- (ethyl, acetylaminoétllyl) anilille, a ~ nino-4 N, N (el: hyl, mesylaminoethyl aniline, metllyl-3 amino-4 N, N- (ethyl, mesylaminoé (: hyl) aniline, am ~; no-4 N, N- (ethyl, ~ -suiEoethyl) aniline, methyl-3 amino- ~ l N, N- (ethyl, p, -suLfoétllyl) 10 aniline, the N-! (amino-4 ') phenyl / morpholine, N- L (amino-4 ~) phenyl7 pipé
ridine, amino-4, N, N- (etllyl, piperidinoethyl) aniline, methyl-3 amino-4 N-methyl aniline, cllloro-2 amino-4 N, N- (ethyl, sulEonamidomethyl) asliline, chloro-2 amino-4 N- (ethyl) aniline, methyl-2 amino-4 N - (/ ~ -hydroxyethyl) a ni 1 i ne.
15 These paraphenylene diamines can be introcl-lites in the dye composition under free base form or under salified form, by exealple in the form of mono, di- or tri-clllorhydratc or bromllyclrate and sul-fate.
L'armL] es other "bases" of oxytl; ltil) ll, we can quote: the para 20 aminopllenol, 2-methyl amlllo ll pht nol, 3-methyl-4 amino phelloL, 2-chloro 4-amino-phéllol, 3-chloro-4-amino pllénol, 2,6-dimethyl-4 amino-phenol, le- 3,5-dimethyl-4-amino pllénol, 2,3-amino dimethyl- ~ phéllol, dimethyl -2.5 4-amino phenol, 2,5-diamino pyridine, 2-dimethylamino-5 amino pyridine, diethylalllillo-2 am; llo-5 pyridine, methyl-3 amino-7 pllenenorplloline, a-_ _ _. __. ,, _ ............................ .., .. ~ .. ...... ...

2 5 mino-5 indole.
__. _ _ The dye compositions which are the subject of the present application can may additionally contain diphenylamine (s) and one or more bases of oxid ~ tLon, couplers. The couplers that can be used in the following compositions before the invention respond to the gel formula 2 0 ~! 19 R
:: ' 35 in which R17 and R18 are identical or dil ~ E ~ rents, peuvellt sLgniEier llydroxy, -NIIR o ~ R pcut be a hydrogen atom, url groupemenl: acyl, nreido, car-lcoxy, carbamylalkyl, alkyl, dialkylcarbamyl; llkylc, ~ lyclroxyalkyLe; R17 and R18 can also signiEier hydrogen ~ a ~ and allcyle subject q ~ le l ~ -ln within gubstituants R17 and R18 desi81le 0l1 Rlg and R20 peuvellt ..... ~ '. ':
- 4 - ~ ~

, '': ~ i ':,,. , ,,! , ~ L ~ 49 ~ 1L2 denote hydrogen, aLkyle rami ~ ié or 11on, alkoxy, 1 ~ aLoge1le, amino possible-lerme1lt subsiLuté pnr an alkyl group, acyl..lmino, uréi.do.
Among the couplers responds ~ 1 ~ 1 the aforementioned general formula, we notice; 1 more particularly ~ resorcinol, meta-a11li1lop1lénol, leùiamir1o-2, anisole, k! met11yl-2 ureido-5 p11enol, dimet11yl-2.6 a1n: inop1lé1lol, 2-methyl-acetyLnmi1lo - 5 phe1lol, di.methyl-2,6-acetylami.1lo-5 phenol, nmi-no-3 méllloxy-4 p11énol.
I) ~ nu ~ res couplers usable in the following compositions the invention are for example heterocyclic compounds such as in part culier I'llyc1roxy-6 phe1lo1norp1loIine ~ amino-6 plle1lo111o {p11oIine ~ derivatives of pyridine, pyrazolols or diketon compounds.
I..the most useful diketonic compounds in the compositions according to the invention correspond to the formula ~ = 0 ./~
'' C ~ 11'21 ':
C ~ O
dall9 which Rl L and 1 ~ '2 means i.ndépe11da ~ le11t the u1l of the other aL1cyle, of preferably lower alkyl having 1 to ~ 1 carbon atoms, alkoxy, p11enyl, . / ~
- N11 ~> - C0011, -N11 ~
Among the pyrazolones used in the compositions according to the invention, preferential use is made of those which correspond to the formula Cll ~ 1 'Cll' ,,, . 30 0 = CN
NOT

in which X signifies substituted phenyl or n: on, with -S0311 and / or halogen.
For the term 11 alogen, we mean fluorine, bromine and preferably clllore. ..
1, they may also contain dyes other than oxidation dyes and in particular azo dyes, anthraquino-:
niques, nitro derivatives of the benzene series ~ indamines, indoanili-:
nes, and indop11é1lols.
Cosmetic compositions according to the present invention can be wind be in the form of an aqueous or hydroa] .coolique solution of p ~ é-'~,' ~ ' - 5 ~

, ~ 0494 ~ 2 rence etIIanc) liquc, isoI) ropanoligue. Elles pe ~ Ivellt egaleIlleu (: CONTLIIR AULrcs solvallts, preferably ~ lycols, for example ie buLyl-glycol ~ propylene glycol, the monoIllethyllic ester or diethylene ~ lycol.
These compositions can also be presented in the form 5 gels or pancakes.
(the compositions may further contain wetting agents lants or surfactants such as, for example, fatty alcdol sulphates, des ~ h.lIlolalDicIes of acid ~ ras, acids eL alcooIs ~ ras polyoxyétI ~ ylel-és, ac, thickened ents ~ such as carboxyn) étI) yl cellulose, alcohols 10 higher fats, polymers, perfumes, complexing keys, reducers, acization agents (ammonia, ethanolamine, etc.), acidifying agents catioIl (phospIloric acid, lactic acid, acetic acid ~
Among the polymers, we can note the film-forming polymers such as polyvinylpyrroli (Ione, polyvinylpyrrolidone / acetate copolymers 15 vinyl, vinyl acetate copolymers e ~ IU ~ carboxylic acid insa-t ~ lré such as crotolic acid, copolymers resulting from La copolymrris.Itio vinyl acetate, crotonklueIcide and an acrylkIue or metlIQcryli-quc ester, Copolymers ~ resuIttlllt of copoLym ~ risatiolI acétnte ~ Ie vinyl etd'ulIlll vinyl alkyl, resulLaIlt copolymers of copolyIllisation 20 of vinyl acetate, crotonic acid and a vinyl ester of a long carbon chain article or of an allyl or metallic ester of a long carbon chain steel; the copolymers resulting from the copolymerization an ester derived from an unsaturated alcohol and an acicle with a short carbon chain, aci ~ the unsaturated short chain and at least one ester derived from an al-__? 5 cool saturated ~ short carbon chain and an unsaturated acid, the copolymers resulting from the copolymerization of at least one unsaturated ester and at least one unsaturated acid.
Among the preferred resins, mention may be made of polyvinylpyrro-IidolIe having ~ In molecular poicls from 10000 to 70.00 (), acid copolymers 30 crotonic 10%, vinyl acetate 90 ~ / 0 with a molecular weight of 10,000 to 70,000, the polyvinylpyrrolidone (PVP) -vinyl acetate (AV) copolyIllers having a molecular weight of 3 (), 0 (10 to 200,000, the PVl ': AV ratio being between 30:70 and 70:30, the methyl anhydride copolymers methyl vinyl ether In a molar ratio preferably 1: 1 and having a specific viscosity of between 0.1 and 3.5 when measured at 25 ° C. and at a concentration IL ~ in 100 cm of methyl ethyl ketone; monoethyl esters ~ monoisopropyl-esters or monocopolymers of maleic lianllydride and butylvinyl etller, the .
molar ratio of n-random anhydride to butylvinyli ~ ther etanl: 1: 1, the ter-polymers methyl methacrylate (15-25 "/ 0) -stearyl methacrylate (18-28%) -40 ~ climétllyl methacrylate (52-62%), terpolymers aci vinyl tate (75-.. ~:
'~'', - 6 - - ~
.: ::

~ 4941Z ~
85 ~ st ~ arate ~ IIyle (10-20 ~ / O) -aci (allyloxyacetic (3-10 1 / o) ~
The composition of the diphenylamills used may vary between 0.005 and 5 `/ ~ in poi.ds of the composition to ~ a] .e and pr- ~ érelltiellemellten, tre (), () 10 and 3%.
L, e pll of compositions t: inctor: iales Laisant the object of the bre- ~:
vet can vary between 5 and 11; it is preferably between -8 and:.
10, 5. ', I, the dye compositions according to the invelltion are used as usual 1. After adding an oxidant.
~, n concelltratlon based on oxydatioll is between 0.001 and 5% and preferably between 0.03 and 2 / O and that of the coup].
. ,,,,,. ., ~ .. _ between 0, () 01 and 5 / ~ by weight, and ~ the preference between (), 015 i`l 2 / O ~ -.
.
We can mix a part by weight of dye composition with 1 .i 3 p.arties by weight of oxidant. . ,,.:. .; I, e pause time can vary from .5 to ~ iS minutes and pre ~ eren-:.
15 to 30 mi!, ~, l, 'oxy ~ lnnt most often utili.su is the eall oxygélli ~ e, employee .., h a conccntrtlt.Lollco ~ rlse between 2.4 ~, (Uvolullles) and 1) / O t3 () volumes), but you can also use the peroxide llurée, of ~ perseLs (pe ~ ls ~ ate, perbo-,.
missed).
the compositions little ~ ent also be in the form of a aerosol packaging with two compartments.
I, the following examples are intended to illustrate the invention.
tion being understood that they preselltull no limiting character. :. .

, ''.

. . ,. ::
":
'' .., '' ~ '''"'":,' ;
- ..: .. ..
. '''~
.. ..
~.,.

'. - :.
.:.
1 ~. ,.:., 1 ', ~'".' :, ' - 7 - ..
: '.,:, . .

10 ~ 9412 EXAMPLE_N_l `. '':, ', - We prepare the following tinctorial ~ mpos ~:

10 - Paratoluyl ~ ne diamine ,,,. ,,,,,,,,. ,,,,,,.,.,. ,,. ,,,,, ...... 0.5 g *
- Carbamyl methylamino-2 hydroxy-4 N, N- (di ~ -hydro ~ y ethyl) 4-amino-5-methyl diphenylamine., .. ,,,,. ,,,. ,,,,,,,,,,,,,., 0,4 g - Nonyl ph ~ nol oxyéthyI ~ n with 4 mole ~ of ethylene oxide (the ~ brand of c ~ mecropael 334'l by the company ~
Gerland) ,, .. ,,,,,,,., .., ... ,,., ...,.,. ,,. ,,. ,,,,. ,, ..,., .,. 22 g - Nonyl phenol oxyethylen ~ with 9 moles of ethylene oxide ~ brand of CRemecrpael 349ll par. society Gerland) ,,,,,,,. ,,,,,,,,,,,,,, ,,,,,,,,,,,,. ,,, ...... ... ,, .. ,,, .. 22 g -:
20 - Butylglycol ,,.,. ,,,, .. ,,. ,,,. ,,,,,,,,,,,,,,, .. ,,,,, .. ,,, ... 8 g;
- Propyl ~ ne.glycol .., .., ..,. ,,,,,. ,,. ,,,. ,,,. ,,,,. ,,,,. ,,,,, 8 g - Sodium bisulphite. in solution at 35 B ~ um ~ ,,., .. ,, .., .., lg - Ammonia at 22 Baumé ,,,,,,,,,,,,,,. ,,,,,,.,., .. ,,,, ...,. 10 cc - Water qs ,, ... ,,, .. ,,,,,,,,,,,,, .. ,,,,. ,,,,,,.,. ,,,,. ,,, ,, 100 g ~ ,:,.

. . ' ,,,: ''' .,. . ,. ' To 50 g of this composition is added 50 g of hydrogen peroxide at 20 volumes, then we apply the mixture on the ch ~ want; celu ~ ci ~ e presents SOUB form of gel at a pH of 9.8, Rinse and shampoo after a 20-minute break, Obtained on blonde natural hair with 80% white hair a ~ -, ash blonde shade the 'iris' garment ~. The same composition without diphenylamine ~
35 gives, under the same conditions, a natural light blonde,; , ~; :. . .

~ 40; ~ ~ ~
~ ~:,. .
::: ,, ~ - 7 A -~ ~.

~ 04941Z
.. - -. : ...
~ EXAMPLE ~ N 2 :

~,, 'h 0 ~ prepares the following dye composition:
- M ~ thoxy paraphenyl ~ ne diamine ..............., ........ ~ ................. ..... ...... 0, ~ g - Ac ~ 2-tylamino-3,5-dimethyl-4-hydroxy, N- ~ di-p-hydro ~ y ~ th 4-amino diphenylamine ......................! ........ --............ ......... --- 0 ~ 2 - Dimethyl-3,5 ~ ihydroxy-4,4 'diph ~ nylamine ................. ..., ............. . ..... 0.2 - Nonyl phenol oxy ~ thylané with 4 moles of ethylane oxide ~ commercial arch (sold 80U9 la / "Remcopal 33 ~" by Socléte Gerl ~ nd) .........., ...,., ... ,, ... ,,,,,,,. ,, .. ,,, ,,,.,. ,, ...... ~ 2 - Nonyl phenol oxyethylenated with 9 ~ oles of ~ ethylene ~ sold soug ~ commercial arch 1 ~ "Remcopal 349" by Soci ~ te Gerland ~ .................................... 22 - Butylglycol ......., .............. ......, ....., ..., ......... ... ..8 g - Propylene ~ glycol .. ~ .................................... 0 ...... ..8 8 - Bisulfite da sodium in solution at 35 Bau ~. ,, ........................... ... 1 g - A ~ monlaque at 22 Baumé ...., ................., .................... ......, 10 cc - Water qs ................, .............................. .............. .100 g At 50 ~ of this co ~ position, we have ~ 50 ~ dleau oxygen ~ nee to 8 volumes, then we apply the m ~ lan ~ e on the hair, it repeats itself ~ OUB gel form and has a pH of 9.6.
~ prag rinse and shampoo we obtain:
- ~ very light blond hair (d ~ color ~ s) for 5 min break a light ash blonde ~
ur white hair ~ 100% for 15 ~ p break, a grl3 arg ~ nt very bright.
At 50 g of this ~ composition there is 30 S0 ~ of water containing 0, S g of per ~ ammonium ulfate. Melan ~ e ae preaente ~ 80U ~ form of ~ el and has a pH
n -; ~ of 9.8. I ~ edia ~ ement after mixing, apply to hair and con con tate that ~ b ~ ient, after rinsing e ~ shampoo ~ oing:
discolored ur ~ 6 for 5 min of lay time, ~ a pastel shade bei ~ e ashy, ur natural hair ~ blonde ~ 80 / c of hair ~ white, for 15 min 4 ~ ~ temp ~ de ~ pau ~ e, ~ ~ n mata8e du ~ aune.

~ 0494 ~ Z
.

EXAMPLE # 3 ____________ The following dye composition is prepared: - ~
- Paratoluylene diamine ............... .................. 0.5 g - Acetylamino-2 hydroxy_4 N, N- (di- ~ -hydroxy'ethyl) amino 4 'm ~ t ~ yl-5 diphenylamine ................................. 0.3 g - 2-amino-3,5-dimethyl-4-hydroxy, N- (~ thyl, carbamyl methyl) amino-4 'd ~ ph ~ nylamine .................................... 0.6 g - Nonyl phenol oxyethylenated with 4 moles of oxy- ~ "
~ commercial arch of ethylene ~ coated 60U8 la / "Remcopal 334" by Gerland.) ..... ................ .. ..., ........ 22 g - Nonyl phenol ox ~ ethylene with 9 moles of ethylene oxide m commercial street ~ endu ~ ou ~ la / '"Remcopal 349" by the Company ~
'Gerland.) ...............' .............................. ... 22 g ':' - Butylglycol ............................................... ' 8 g - Propylene glycol ........................................... ô g - Sodium bisulphite ~. In solution at 35 Baumé ...---------- 1 g - Ammonia at 22 Baumé .................................... 10 cc '-' ~ - Water qs .............. '.................'..; .......... .. 100 g '~ ~
25 '';''' We have ~ SO SO g of oxygenated water at 8 volumes (2.4 ~ / ~) at 50 g of this composition, then apply the mixture 90 ~ 8 gel form ~ a pH of 10.2 ~ ur hair. '' ~
'After rinsing and shampooing, we get:' 30 '- on blond natural hair ~ for`5 mn of paase a very ~ oli' ~ ' shading ashy ir ~ equi B ~ ccompains d ~ n slight eclalrcisse ~ ent.
50 g of oxygenated water are added at 20 to 50 g of this compound.
tion, pUi8 we apply the mixture, 80U8 gel form, having a pH of 9.8 on ~; ~
dark blonde natural hair with 80% white hair After 3 ~ r. of poor : - ~ 3s ~ Be ~ ~ nissage and ~ shampoo, we obtain an ash blonde shade, tandi ~ -'que la '' same composition 6 years le6 diph ~ nylamines under the same conditions gives a neutral light blonde. '~'' ,. . :. .

~ 40 : ~,:.
. _ 9 -:. :. '' . . .

'' 10494 ~ Z
EXAMPLE # 4 _ _ _ ----:

The following dye composition is prepared: -'' - Para aminophenol, .............., ...., ................... ... 0.4 g - Sulfate te m ~ ta diamino anisole ,,,,,,,.,.,. ,,. ,,,,,, 0.05 g - - Résorcine ,, ........ .., ...., .... ,,, ..,., ...,. ! .......... ... 0.2 g;
- ~ reido-2 hydroxy-4 N, N-dimethylamino-4 'methyl-9 di- ~ i:
phenylamine ........ ,,,,, ...... ,,,, ....... ,,,,. ,,,,, ....., 0.6 g `..
Nonyl phenol oxyethylenated with 4 moles of ethyl oxide ~
maraue de c ~ merce lene (sold SOU8 1 ~ "Remcopal 334" pa ~ la Société Gerland),. ,,,,,,. ,,,,,,,,,,,,,,, ................., 15 g - Nonyl phenol oxyethylene with 9 mole ~ of dlthy oxide-merchant lene (sold under / "Remcopal 349" by the Company Gerland) ,,.,. ,,. ,,.,.,. ,,.,; ,,,.,. ,,,,,. ,,, .., 12 g - Olé acid ~ que ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,.,; ,,, 3 g:
- Trim bromide ~ thyl cetyl ammonium, ....., .....,. ,,,, ..., 3 g . . .
- Copra diethanolamide ,,,,, ..... ,,, ....., .................,. ,,., .... ..7 g ~ -- Ethyl alcohol at 96, ........, ...,., ... ,,,,,,. ,,. ,, .............. .. ... 8 g - Propylene glycol,,.,.,,,.,,,.,.,,,,...... ,.,,............... ... .., ...,. 2 g - Butyl glycol ,,,,,,,,,. ,,. ,,,.,. ,,. ,, .. .., .. ,,,., 5 g - Sodium bisulphite. In 801ution at 35 Baume,. ,,,,,., 1 cc:;
- Ammonlaque at 22 Baumé,. ,,,,,. ,,,,,,,,,,,.,.,., .......,. ,, 12 cc;::
- Water q, 9. p ..................................; ........ ... 100 g, ',;,.
50 g of hydrogen peroxide at 20 volumes are added to 50 g of this compound:
sitlon, puls we apply: mixture in gel form, pr ~ 6entant ~
p ~ of 9.8. ~
After a 30-minute break, rinsing and shampooing, we get ; 35 ~ tieilt; on che ~ them natural dark blond with 80% of hair ~ ancs, a blond ~ golden with reflections: very ~ natural, tandls that with the same composition, in: the ~ same condltlons ~ years 1a diphenylamlne, we get on the hair white too nuance ~ en ~ ref ~ lets roux, ~
After 10 minutes of pauoe on hair dyed with blond ond clalr, we get ~ `40 ~ tlent a nusnce Belgian pastel gold6, ____________. . :

The following dye composition is prepared:
- Para amino phenol ,,,, ..,. ,,,,,,,,,,, ..; .., ... ,, ...., .., 0.4 g - - Metadiamino sulphate anisole, .. ,,,,,,,,,,. ,,,,,,,,, .. O, oS g - R ~ orcine ,,,.,. ,,. ,,,. ,,,,,,,,,,,,,,,,,,,,,,,. ,,,,,,,, 0 , 2 g - Acetylamino-2-hydroxy-4 N, ~ -dimethylamino-4 'diphenyl-amine ~ ,, ~ ,, ~, ~ ,, ~ ,, ~ ,,,,,,,,,. ~ ..,.,., ... ,,, ..., ~ O ,, 0, 4 g - Nonyl phenol oxyethylenated with 4 mole ~ of ethyl oxide ~ ne brand of conunerce (yendu under the / "Remcopal 334" by the Company-tee Gerland), .. ,, ..,. ,, .. ,, .................... .. ,,., ....,. ..... ,,. ,, .., .., 15 g - Nonyl ph ~ oxyethylated nol with 9 moles of ethylene oxide (sold gOuB la / rqUe de ~ e ~ meOrcel 349 "
tee Gerland) ,,,,,, .. ,,., .. ". ,,,,,, ... ,,. ,,,,. ,,,,,,,,,,,, 12 g - Acid olé ~ que ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, ,,,,. 3 g - Trimethyl cetyl ammonium bromide. ,,,.,. ,,,,. ,,,,,. ,,,, 3 g - Copraethanolamide,.; ... ,,,,,,., .. ,,,,,,,,,,,,,,, 7 g - Ethyl alcohol a 96 ,,,,,,,,,,,,,,,, ..,. ,,,, ... ,,,,,,,, ~ g - Propylene glycol ,,,,,,, ... ,,,,,. ,,,,,,,,,,,,, ....,. ,,,,,,, 2 g - Butyl glycol ,,,,,,,,,,. ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, 5 g - Blsulflte of sodium in solution at 35Ba ~ m ~ ,,,,,, --------- 1 cc - Ammonia at 22 Baumé ,,,,,,,,,., ..,. ,,. ,,,. ,,. ,,,,,,,,. ,, 12 cc , - Water q, s, p ,,,,,,,,,,,. ,,,,,, .. ,,. ,, ..,. ,,. ,,. ,,,,,., ,,,,,, 100 g ~.

At 50 g of this composition we have ~ 50 g of oxygen water ~ born at 20 volumea, then apply the melan ~ e ~ ur of ~ bIond natural hair ~, That ~
~ n ~ ~ this is in gel form and has a pH of 9 days, Let psu ~ er ~ mn. After rinsing and shampooing, we obtain a light blonde very natural ~, tandi ~ as the same composition without diphenyl- ~ -amine, in the same condltions3 gives a light blond with red reflections, . ,. ~,, ~,. ,,.,:

; 40 ~ ~ ~

\

~ 049 ~ 1Z
EXAMPLE N ~ 6 .. ::. .

We prepare the following dye comp ~ siiDn:
- Paratoluyene diamine.,; .., ........... ,,. ,,,,,, .., ......, ..... 0.3 g ~ ' , - Para aminophenol. ,,,,, ..., ...., ...... ,,. ,, '., ... ,,,,. ,,,,., 0,2 g '' lO '- Résorcine,. ,,,,,,,,., ...., .......,. ,,,, .... ,,,,. ,, ..' .. , ..... 0.2 g - Meta amino phenol ........, .. ,, ........... ,,,,,, ..... 0.1 8 - 2-acetylamino-3,5-dimethyl-4-hydroxy, N-dimethylamino-4 ';
diphenylamine. ,, .........,., ......; ...... .. ,,,, ..... 0, ~ g ' - Nonyl phenol oxyethylenated with 4 mole ~ s of ethylene oxide - ''' (sold 80u8 the ~ brand of C ~ fc ~ p ~ a ~ 334 "by the Company ~ t ~ ~
Gerland) ...,.,., .. ,,,. ,,,,,,,,,,,,,,,,, ,, ,,,,,.,., ',. ,,,,, ,, 15 g ~ `
- Nonyl phenol oxyethylenated with 9 moles of ethylene oxide '''(sold under the / mar ~ ue d ~ / ~ Remcopal 349 "by the Company Gerland) ,,,,,,,,,,. ,,, ... ,,, ... ,,., ..,., ................ ...............,. ,,,,,,,,,. ,, 12 g ''' - Oleic acid, .. ,,,., ..., .......... ,,, .......... ,,,.,. ,,,, ,,,,,,,,, 3 g - Trimethyl cetyl ammonium bromide,. ,,, ............................. .... ,,,,,, ,,,, 3 æ
- COPrAh diethanolamide, ....................... ......, ......,. ,,,. ,,, ,,,,,,,,,, 7 g - Ethyl alcohol., À, g ~ o ......................... .. ,,,. ,,,,, ..,. ...... .. ,,. ,,,,,,,,. 8 g ' - Propylene glycol.. ,,,,,,,,,.,,... ,........... ,,,,,... ,.,,,,,,, ,,.,. 2 g ' ~ c '- Butyl glycol .. ,,,, ..,., .. ,,, .. ..,., ........ ... ,,, ... ,, ,, .. , ',,,,,,. 5 g - Sodium bisulphite in solutlon at 35 Baum ~ ............................... ..-, ---- 1 CC
- Ammonia at 22 Baumé ...... ......, ......, ................... .. ,,,. .. ~ ,, .. ,, .., ....., 12 cc - Water qs. ,,, .. ,,, ......... ,,,. ,,.,. ,, ...................... ........., ... ,,,,,,,, .. .100 g 30 We have ~ 50 gd ~ hydrogen peroxide at 20 volumes at 50 g of this composition ~, puB is applied the mixture 6aus gel form having a pH of 9.8, on the hair. `.
After rlnc, age and shampoo, one obtains after a period of pauie of 20 mins: ', 35 - on natural blonde hair ~ 80% white hair: a blonde '' ash, - natural hair c ~ light brown: a light light brown, the ashy garment, while the same dye composition without the di- ' phenylamines,. in the same conditions, gives on blonde hair at 80/0 40 white hair, neutral light blonde, '~' ,; ~. ' `` '':

- 12 ~

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, :

1 ~ 494 ~ 2 ::
L ~ _ ~ _7 The following tinc ~ oral composition is prepared:

- Paratoluyl ~ ne ~ amine ................................ 0.3 g - Para aminophenol ..................................... 0.2 g - Resorcin ................................ ~ ........... 0.2 g - Meta aminophenol ..................................... 0.1 g - 3,5-Dimethyl hydroxy-4 ~, N-dimethylamino-4 'di-phenylamine .......................................... 0.8 g - Nonyl phenol oxyethylenated with 4 moles of oxide ~ arch of ~ merc ~:
ethylene ~ sold under / ~ emcopal 334 "by the company Gerland) .......................... 15 g - Nonyl ph ~ nol oxyethylenated with 9 moles of oxide trademark ethylene (sold under the / "Remcopal`
349 "by the Gerland base) .......................... 12 g - Aclde olé ~ que .......................................... 3 g - Trimethyl cetyl ammonium bromide .................... 3 g 2C - Copra diethalonamide ............................... 7 g - 96% ethyl alcohol ..................., ......... ,,. 8 g -- Propylene glycol.............................. ....... . 2 g - Butyl glycol ......, ........................................ ................ 5 g - Blsulfite from ~ odlum in solutlon at 35 Baum ~ ....... 1 `cc - Ammonlaque at 22 Baumé .................................. 12 cc `- Water qs .............................................. 100g ,, We have ~ 50 g of hydrogen peroxide at 20 volumes, at 50 g of this compositlon, then apply the mixture in the form of a gel, 30 having a pH of 9.8, on the hair. ; ~
After rinsing and shampooing, we obtain after a time of 30 min break:
- on a blond natural background ~ at 80 Vh of white hair: a blond ~ ~ -dark ash ~.
35 - on a light chestnut background: a very natural chestnut, . ~:.
'' ~

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~ 0 ~ 94 ~ z while the same dye composition without the diph ~ nylamine: ~
gives under the same conditions on light brown hair, a dark blonde ~
with reflection ~ red.
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~ (~ 494 ~; 2 '' EXAMPLE # 8 .,, '' ~ ,,.
We prepare h ~ mpo ~ dye following:
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- Paratoluy ~ ne diamine .... .... .......................... ............ . 0.5 g - 2-amino dimethy ~ -3.5 hydroxy-4 N, N- (2thy ~ sulfo-ethyl) 4-amino diphenylamine ......................... .... 0.5 g - Cetylstearyl alcohol .................. ............ .... 20 g - Cetyl-st ~ sodium aryl sulfate .......... .. ......... 2 g - Bisullite of 80d ~ um `en s ~ luti ~ na 35 ~ Baum ~ ............................... .. 1 cc - 20% ammonia ........................................... .; ........ 12 cc - Water qBp ......................, ..., ....,., ......, ...... .................. 100 g Add 50 g of hydrogen peroxide at 20 volumes to 50 g of this compound.
position, pUiB the mixture is applied to the hair. This is pr ~ 6ente ;; 80us form of cream, having a pH of 9.8.
After rinsing and shampooing, one obtains for a pause time te 20 mins:
- on dark blond natural hair ~ 80 ZO of white hair, a light brown chestnut with good coverage of white hair ~.
- on natural brown hair ~ 80 ~ /. white hair, a châ-~ tsin`brown moiré
Tandig q ~ ue the same composition without the diphenylamlne gives in the same conditions:
- on ch ~ want natural dark blonde with 80% white hair:
a dark golden blonde , - on natural brown hair ~ 80/0 of white hair: one ch ~
tain à ref} ets coppery gold. - ~ ~
By replacing ~ paratoluylene diamine pr the mixture: ~; -- Pnraphenylene diamine ................. 0.3 g%
- N, N-dimethyl-paraphenylene diamine ... ................ 0.2 g ~ / O
we get for 20 minutes break on dark blonde natural hair ~ to 80% white hair, a light ash pearly ash color.
.-. . ~:; ':' . . . . '::':.

`~ '''.''''' : "

9 ~ 12: ::
~ ::
EXAMPLE # 9 .
5We are preparing the following dye composition:
- Para aminophenol ................. ~ ............................. .............. 0.4 g - Meta diamino anisole sulfate .......................... .................. 0.05 g - Resorcinol ..................., ............................ .................... 0.2 g - 2-acetylamino-trimethyl-2 ', 3.5-hydroxy-4 N, N-ethyl, ~ sylam ~ no ethyl J amino-4 'd; ph ~ nylamin ~ ... _. 0.4 g - Cetylstearyl alcohol ..........., ...........; .............. 30 g - Cetyl- ~ tearyl sodium sulfate .............. ..... ........ . 3 g - Sodium bisulphite in solution at 35 Baum ~ l cc - Ammonia. At 20 ~ / o ............... ........ 20 cc - Water q. 8. p, ............, .., .., ............................. ............ 100 g We have ~ 90 g of hydrogen peroxide at 30 volumes at 30 g of this compound.

tion, then apply the mixture for 40 minutes on natural hair 20 light chestnut. The mixture is a cream, with a pH of 9.5. ~;
After rinsing and shampooing, a very natural light blonde is obtained, while the same composition san ~ diphenylamine gives a blonde clear less well matte than the previous one.
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We prepare the dye comp ~ ion sui ~ anlte:
- Para aminophenol ................ ---------, - s ~ ----- 0-4 g - Metadiamino ani ~ ole sulphate ........................................... . OjO5 g ~ -- Resorcinol ................................................ .................. 0.2 g - Ureido-2 methyl-2 'hydrox ~ thylj earbamyl m ~
thyl ~ a ~ ino-4 'diphenylamine ......................................... 0.4 g - Cetylstearyl alcohol ........................................! .---- 30 g- Cetyl- ~ tearyl sodium sulfate ..............., ........................ 3 g ~;
- Bi ~ ulfite of 60dium in solution at 35 Baum ~ ...; ............. 1 cc ~ -- 20% ammonia ................................ .......... 20 cc ~ :
- ~ to q. ~ .p ........................................ .. ........ 100 g '' We have ~ 90 g of oxygen water ~ born at 30 volumes at 30 g of this compound.
tion, puig we apply the pentant mixture 40 min`on natural hair6 ~; ~
chestnut, This mixture is a cream with a pH of 9.5.
After rinsing and shampooing, we obtain a slightly blond ashy, while with the same composition without 12 diphenylamine, we ob ~
holds a blond with golden reilet ~

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'' The following dye composition is prepared:
- Paratoluylene diamine .......... ......; 0.6g - Acetylamino-2-dimethyl-3,5 dihydroxy-4,4 'hydrochloride d ipheny lamin ................ ........, .... 0.2 g - Acetylamino-2 dimé ~ hyl-2'5 hydrQxy-4 N, N- (ethyl carbamyl-'methyl) amino-4' diphenylamine .................................. 0.4 g ~ '' - Amino-2 hydroxy-4 N, ~ l (di- ~ - hydroxy ethyl) amino-4 'methyl-5 diphenylamine ................................................. 0.5 g - Nonyl phenol oxyethylenated with 4 moles of ethylene oxide; ' d 1 ~ brand of C ~ RemecrOCpael 334 "by the Company -tee Gerland) ............................................... .22 g - Nonylphenol oxyethylenated with 9 moles of ethylene oxide , rnarq; eu of co ~ nerce (sold 'under the /' Remcopal 349 'by the Company Gerland) .., ............................................. .............. 22 g '' - Butylglycol ............; ................................ .8 g - Propylene glycol ......................... .................. 8 g:
- 'Sodium bisulfite. in solutinn at 3 $ ~ Baumé. ~. . . - - -. - - 1 g - Ammonia at 22 Baumé .. '......; .......................... 12 cc - - Water qs .............. '......;......; ................ ... 100 g We have ~ oute 50 g of hydrogen peroxide at 20 volumes at 50 g of this compound -sition, then we ~ pplicate the mixture on the hair ~ lx. This is presented under ~ gel elm and has a pH of 9.8. '' After rinsing and shampooing, 30 minutes of pause i ~ ''' - ~ ur natural blond hair: ~ a very pretty pearly ash blonde.
- on dark blonde natural hair with 80 ~ / o of white hair: '~'"
a dark blond ~ ash ~ é slightly moire, while with the same composition without the diphenylamines, we obtain under the same conditions, on the same hair, neutral nuances ~.
'' 35 ~ ''''' I

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1 ~ 4 ~ 41Z

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We prepare the following dye compost:
, ~
- Paratoluylene diamine ..... ,, ....., ..........., ..., .................. 0.6g - 2-chloro-hydrochloride, 3,5-dimethyl-4,4-dihydroxy -diphenylamine ,, ........., .. ,,,,, .. ,,. ,,,,,,, .. ,, .............. ....... 0.2 g - Amino-2 trimethyl-3 ', S, 5' dihydroxy-4,4 'diphenylamine .. O, 4 g - 2-Amino-3,5-dimethyl-4-hydroxy, N- (di- ~ hydroxy ethyl) amino-4 'diphenylamine ,,,,,,,,. ,,,.,. ,,,,,,,,,, .. ,,,, .. 0.2 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide (sold ~ ou la / mq ~ PRemcopa ~ 334 "by the company,;
; tee Gerland)., .. ,,,,,,. ,,,, .. ,,,,,.. ,,,. ,,,,. ,,, ..... .. ,,,, 22 g - Oxyethylenated nonylphenol with 9 moles of ethylene oxide , trade mark (sold under / "Remcopal 349" by the Company-tee Gerland). ,,,,, .. ,,,,. ,,,,. ,, .. ,,, .. ..,,,,,,,, .. ,,,,,,,, 22 g - Butylglycol,. ,,,,,,.,. ,,,, .............. ......, ............ ., ... ,,,,, 8 g - Propylene glycol.,., ...., .......................... ,,. ,,,, 8 g - Sodium bisulphite ~ um. In solutioll at 35 Baumé ,, ~ ,,,,,,,,, 1 g - Ammonia at 22 Baumé .., .., .. ,, ......; .... 12 cc - Water qs, p ,,, .. ,,,,,,,,,,,,, .., .., ... ,,,, .......... ,, .. . loo g . ~
50 g of hydrogen peroxide are added to 20 volumes to 50 g of this compound.
sition, then the mixture is applied which is present under the gel and having a pH of 9.8, on the hair, After ~ rinsing and shampooing, we obtain for 30 min of temp ~
poor - on light blond natural hair: a very bright golden blonde slightly nacr ~, -- on blond natural hair: a golden 1ilond, while with the ~:
same composition without the diphenylamines, under the same conditions, on the same hair) neutral shades, ~
; ~:

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... .

'' EXAMPLE NO 13 , '. '' 5We prepare the suilvante dye com ~ it ~ n: ~
- Paratoluylene diamine ............................... 1 g '' ~ ';' - 2,5-Dimethyl-4-hydroxy-amino- / ~ 'diph ~ nylamine .... 1 g '- 2,4-Diamino-4'"hydroxy-4-methyl-5 dihydrochloride - diphenylamine ................................ .. o, 4 g - T ~ tramethyl- ~, 6 ', 3,5 dihydro ~ y-4,4' diphenylamine ~, 2g - Nonylphenol oxyëthylén ~ with 4 moles of oxide of ~ - ''' cRnunerce brand thylène (sold SOU8 la / Remcopal 334 "
by Société Gerland) ................................ 15 g - Nonylphenol oxyethylene with 9 moles of oxide of ~ e-brand of co ~ erce thylene (sold 80U8 ~ Remcopal 349 "
by the company Gerland). ., ............................ 12 g - Acid ol ~ $ than ..........., ..., ......., ..., ... ,, ........... .............. 3 g - Trimethyl cetyl ammonium bromide .........., ........ 3 g '''' ..
- Copra diethanolamide ........................... ..... 7 g ~ ~ ' - Ethyl alcohol at 96 ............................. ... '2 g - ButyI glycol ....................................... ....... 5 - Sodium bisulphite in ~ solution at 35 Baumé, ...... .... l cc - Ammonia at 2 ~ Baumé ............................. .... 8 cc - Water q sp '........................................ ... 100 g ~ 5 We add 50 gd ~ hydrogen peroxide at 20 volumes to 50 g of this composltion, then apply the mixture on the hair. This one is a '~'"
gel having a pH of 9.8, '' After a 30-minute break, rinsing and shampooing, we obtain ~
: - on dark blond natural hair: a light brown to '~ ash flounder ~ pearly. '''' on natural brown hair ~ to 80 ~ / o of white hair: a ~ ' '' ch3tain ~ irisë brown b ~ covering, tandi ~ that the same position without the diphenylamines gives, under the same conditions, nuances ~ ' ~ less intense in reflection, and more yellow.

'20 ~
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~ 04941Z
EXAMPLE # 14 ", We prepare the following tinctorial c ~ mposi ~:
. .
- Paratoluylene diamine., .. ,,,,,,,,,,,,,,,,,,,,,,,,,,, 1 g ~ ,:
- Trlmethyl-2 ', 3,5 hydroxy-4 amino-4' diphenylamine. 0.2g - Carbamyl methyl amino-2 dimethyl-2 ', 5 hydroxy-4 amino-4 'diphenylamine ,,,.,. ,,,,, .., ..,. ,, .. ,, .., 0.2 g - Acetylamino-2-methoxy-2 'hydroxy-4 amino-4' methyl-5 diphenylamine .., ......., ..., .., ........... 0.2 g `~
- Acetylamino-2-methoxy-2 'hydroxy-4 amino-4' dimethyl-5.5 'diphenylamine .. ,, .........................., .., .., .., .... 0 , 2 g -- - llreido-2 chloro-2 'dihydroxy-4,4' methyl-5 diphenyl-amine., .. ,, .., .., .. ,,, ... ,,,,,,,., .................... ...., ..., 0.2 g ~
- Nonylphenol oxy ~ ithylene with 4 moles of ethyl oxide, trademark ;
lene (sold under Ia / ~ Remcopal 334 "by Gerland base) .. .., ........................, .......... 15 g - Oxyethylenated nonylphenol with 9 moles of ethyl oxide-lene (sold under the mark of c ~ pR ~ enmecorc ~ i 349 "
Gerland) ,,,, .. ,,., .. ,,,,. ,,,,,,,,,,,,,,,,, 12 g - Olé acid ~ que .......,. ,, ..., ................... ......., ... 3 g - Trimethyl cetyl ammonium bromide., .. ,,,,,,,, 3 g 7d - Diethanolamide from Copra, .. ~ ...... ,, ......... 7 g - 96% ethyl alcohol ..............,., ... ,,,., ..... 2 g- Butyl glycol, .. ,,, .... ....................... ,, .. ,,,, .. ,, .. ,,., .. S g - Sodlum blsulfite in solution ~ 35 Baumé .. ,, .... 1 cc - Ammonlaque at 22 Baumé ..... ,,, .., ... ,,, ... .... ,, ....,. 8 cc - Water q, sp .................., ........, .... ,,. ,,,., .., loo g 50 g of hydrogen peroxide at 20 volumes are added to 50 g of this compound.
sition, then the mixture is applied in the form of a gel and having a pH of 9.8, ~ for hair, After a 30-minute break, followed by a rinse and a shampoo, 35 gets: ~
- on natural hair: light brown: a golden brown chestnut, - on natural hair ~ s ~ chestnut: a very natural dark chestnut, while the same composition without the diphenylamines gives in the same 6 40 conditlons, ~ nuances less ijntensea and more neutral.
~, - 21 -:; i,.;
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- ~

__________ __, . : -We prepare the following for the following dye: -.. ~,,.
- Paratoluylene diamine ,,,,,. ,,. ,,,,,,,.,. ,,. ,,,,,,,,,,, 0.12 g - Para aminophenol,. ,,, .., .. ,,,,, .., .., ',,.,. ,,,,,. I.,. ,,. 0.25 g - Resorcin,. ,,,,,,,. ,,,,,,,,,,., .. ,,.,. ,,,,,,,.,. ,,,,,,,, 0, 06 g - Meta aminophenol ........, ....................., ...., ..., 0.06 g ' - 2-Acetylamino-2-chloro-3,5-dimethyl-4,4-dihydroxy diphenylamine., ',,. ,,,,,,,, .. ,,,,,,,,. ,,,. , ....,., ........................,. 0.4 g '' - 2-Amino-3,5-dimethyl-4-hydroxy, N- ~ yl, ~ -sulfo ~ thyl) 4-amino diphenylamine ........ ~ 0 ~ 2 g - Acetylamino-2-dimethyl-3,5-methoxy-3 'hydroxy-4 N ~
hydroxyethyl) amino-4 'dlphenylamine,. ,,,,,. ,,,,,,,,,,,, 0,2 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide (sold 80u8 la ~ arqUe de CdoenupeRece sociét'ë Gerland) ... ,,. ,, ...... ,,,. ,,,,. ,,,,,,,,,,,,,,.,. 22g 20 '- Nonylphenol oxyethylene with 9 moles of ethylene oxide-trade mark ne (sold under 1 ~ - "Remcopal 349" by the ' ,,. ~.,. ~
Gerland) ,,,,. ,,., .. ,,,. ,,,,,,,,,,,, ....,.,.., 22 g - Butyl glycol ,,,. ,,,,,,. ,,.,., ... ,, .. ,,,. ,, -,. ,,,,. ,,.,. 8 g - Propylene glycol,... ..,,,,,............ ,,,,,,,,.,.... ,,,,,.,,,. ............ 8 g '~' - Sodium blsulfite in solution at 35'Baum ~ i. .......... 1 g '- Ammonlaque at 22 Baume ............... ....... ,, ..... i ~, ...,. ,, 12 cc - Water q, s, p ,,,,,. ,,. ,,; ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, 100 g We add 50 gd ~ hydrogen peroxide ~ 20 vdumes at $ 0 g of this composition sition, pais on app'lique ~ the mixture in the form of gel'et having a pH of 9.8, on the hair, ~ -After rinsing and shampooing, we obtain:
for 30 = n of pau ~ e on hair ~ very light blond natural:
~, a light golden Belgian blonde, ~ ' - for a 15-minute break over bleached hair:
'' a pastel wance ~ ond t ~ while with the same composition tian without the phenylamines, in the same conditions, we get fair blond fair enough.

~ 40 ~
''! '' - 22. .::.
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~ 04941Z
EXEMP ~ IN 16:;
The following dye composition is prepared ~ nte: ~.
-Paratoluylene diamine ........... ~ ............................... 0.2 g -Para aminophenol ....................................... ........ .. O, 3 g.
-Metadiaminoanisole sulfate .......................... .......... 0.2 g. ~
-Resorcine, ............................................. .. ........ 0.3 g:
- Meta aminophenol ............................................... .. 0.1 g ::
-Chloro-2 'dimethyl-2,3-dihydroxy-4,4' diphenylamine ,, ... 0.3 g .. ~
-Acétylamino-2 méthoxy-2 'hydroxy-4 amino-4' methyl-5 '~. .
diphenylamine ........................................... 0.3 g.
-Methoxy-2 'tetramethyl-3,3', 5,5'_hydroxy-4 amino-4 'di-. ~:
phenylamine, ............................................ 0 ~ 4 g -Di.amino-2,4'methyl-5-hydroxy-4 diphenylamine ........... 0.2 g ~ Nonylphenol oxy ~ thyl ~ born with 4 moles of ethylene oxide ..
sold under the trademark "Remcopal 334" by the.:
Gerland company) ........................................ .15 g ~ ... .
-Noylphenol oxyethylenated with 9 moles of ethylene oxide.:
(sold under the trademark "Remcopal 349" by the Gerland company) ........................................ 12 g 20. -Ol Acid ~ that ........................................... 3 g ~.
- Trimethyl cetyl ammonium bromide ..................... 3 g - Copra diethanolamide ................................ 7 g. :
- Ethyl alcohol at 9 ~ .................... ,, ....... ,, 2 g -Butyl glycol ............................................ 5 g ~
- -Sodium bisulphite in solution at 35 Baumé .............. 1 cc; -:
- Ammonia: at 22 Baumé, .................................. 12 cc -Water q, sp ............................................. 100 g.
. ::. . .
. 50 g of hydrogen peroxide at 20 volumes are added to 50 g of .. `:.
this solution, then apply the mixture which is a gel having.
a p of 9.8 on the hair.
~ close rinse ~ age and shampoo, for 20 minutes break on. :
hair, we get ~
: ~ '''.''' 23 ~

- on dark blonde natural hair with 80% of hair ~;
white: a light iridescent brown chestnut.

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10494 ~ 2 - ~ '.,.
- on light brown natural hair: a ch ~ tsin acaJou moir ~ Eras bright, while with the same composition without the diphenyla-mines, under the same conditions, we obtain:
- on dark blond hair: a pearly dark ash blonde.
- on light brown hair: a light brown moire brown.
There is therefore a revival of nuance towards a more reflective warm and brighter.
.

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i \. '', ',, ~ 049412 E ~ E M_ 17 The following dye composition is prepared:
-Paratoluylene diamine .. 0 ................................ 0.2 g -Para aminophenol ........................................ O, 3 g ~ Metadiaminoanisole sulfate ........................... 0.2 g -Resorcine ............................................... 0 , 3 g - Meta aminophenol ........................................ 0 ~ 1 g -Methyl-3-diamino-4,6 N, N-dimethyl hydrochloride-4-amino diphenylamine .................................. 0.1 g -Diamino-2,4-5-methoxy-N, ~ - (ethyl, carbamyl methyl) amino-:
4 'diphenylamine ........................................ OJ 1 g -Noylphenol oxyethylenated with 4 moles of ethylene oxide (sold under the trademark "Remcopal 334" by the Gerland company) ............................... ~ ........ .15 g ~ Nonylph ~ oxyethylenated nol with 9 moles of ethylene oxide. .
(sold under the trademark "Remcopal 349" by the:
Gerland company) ............................... ~ ...... ~ ........ .... 12 g ..... ~
-Ol Acid ~ than ........................................... 3 g .:.:
- Trimethyl cetyl ammonium bromide ..................... 3 g. . .
- Copra diethanolamide ................................ 7 g:
- 96% ethyl alcohol ................................... 2 g -Butyl glycol ............ ~ ................................ S g ~ :.
-Sodium bisulphite in solution at 35 Baumé .............. 1 cc: ~
-Amonia at ~ 2 Baumé ................................... 12 cc::
-Water qs .............................................. 100 g. .
50 g of hydrogen peroxide at 20 volumes are added to 50 g of this solution, then apply the mixture to hair.: .-natural blond fo.ncé. This is a yel with a pH of 9.3. ``
After rin ~ age and shampoo, we obtain for 30 minutes of pause, a light brown with ash reflection, while with ~ a meme. -`
. . -:.
composition without diph ~ nylamines, we obtain an ash blonde.: ~

pearly. .:

.
-25-: ~

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10 ~ 94 ~ L2 .,.

_____________.

We prepare the following tinctorial ion:
- Paratoluyl ~ ne diamine .......................... .. 0.5 g - Acetylamino-2 tétramethyl-3,3 ', 5,5' dihydroxy-4,4 'di-phenylamine ............ i .................................... ........ 0.2 g - Tetramethyl-2 ', 3, 5.5' 4-hydroxy-4-amlno-diphenylamine 0.2 g - ~ ydroxy-4 N, N ~ dimethylamino-4 'diphenylamine ...... 0.2 g;
- Cetylstearyl alcohol, ....................... ....., 20 g - Sodium cetyl stearyl sulfate ..................... .......... 2 g - Sodium bisulphite in ~ 3S9 solution ~ number ......... .......... 1 cc - Ammonia at 22 Baumé .........................., ............ 12 cc - Water q. 9. p .................................., ........... 100 g ::
We add 50 g of hydrogen peroxide at 30 volumes ~ 50 g of this composition.
tion, pUi8 we apply the mixture, which is a presentaf cream, t a pH of 9.6 After rinsing and shampooing, for a 30-minute break, we obtain:
- on natural hair ~ dark blonde with 80% white hair:
! -: a slightly ashy blonde, well covering.
- on natural hair ch ~ tain clalr: a dark blonde ~ very natural, while with the same compositionj we obtain on the same mQme ~ hair, in the same conditions; red reflection nuflnces.

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a ~

r 10 ~ 9 ~ 12 .

_____________, .
The following dye compogit ~ n is prepared:
- Paratoluylene diamine .. ,, ....... ,,,,,, ...., ... ,,,,,. ,,. 0.5 g - Resorcin ..............,. ,,., .......... 0.2 g - Acetylamino-2 trimethyl-3 '? 5.5 '4-hydroxy-4' di-phenylsmine ...... ~, .........................,. ,,, ........... .... .., ... .... (), 3 8 - 2,3-Chloro-2,3-dimethyl-4,4-dihydroxy diphenylamine ,,.,. 0.3 g - Cetylstearyl alcohol ,,,, .., ................................ ,,., ..., 20g ; - Sodium cetyl stearyl sulfate .. ,, ..........., .... ,, ...,. 2 g - Bi ~ ulfite of sodium erL solution with 35 Balm .., -------- 1 cc - Ammonia at 22 Baum ~., ........., .. ,, ..... ,,,. ,,,. ,, .., ... 12 cc - Water qs, p ,,,,,,,,,,,,,, ...., ". ,,,. ,,,,,,,,,,,,,,,,,,,,, ,, 100 g .

We have ~ out loo g of hydrogen peroxide ~ 20 volumes at 50 g of this tion, pUi8 we apply the mixture on natural light brown hair for 40 min, This mixture is presented in the form of a cream having a pH of 9.5, After rinsing and shi ~ mpooing, we obtain a ~ have dark ash, while the same composition without the diphenylamines gives in the me-my conditions Uff dark blond golden golden alder, ::

.
.
. . . . .
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~ 0 ~ 94 ~ LZ:

We prepare the following dye composition ~
-Paratoluylene diamine., .................................. 1 g ~
-Resorcine ................................................ 0.5 g;
-Acetylamino 2-3,5-dimethyl-4-hydroxy, N- ~ ethyl, carba-myl methyl) amino-4 'diphenylamine ....................... 0.3 g ~:.
--P ~ ino-2-dihydroxy-4,4'-methyl-5 diphenylamine ........... 0.2 g:.
-Noylphenol oxyethylenated with 4 moles of ethylene oxide: ~.
(sold under the trademark "Remcopal 33 ~" by the ~.
Gerland company) .......... ~ ................................. 15 g -Noylphenol oxyethylenated with 9 moles of ethylene oxide: ~ -(sold under the trademark "Remcopal 349" by the.:
company ~ Gerland) .......................... ~ ................... ...... 12 g.
-Oleic acid ............................., .., .............. ......... 3 g - Trimethyl cetyl ammonium bromide .......... ........... ............. 3 g . :. ':,::
- Copra diethanolamide ..................... ........... ............. 7 g: ~:
- 96% ethyl alcohol ........, .................................... ... 2 g ~
-Butyl glycol ............................................ ... .......... 5 g ...
-Sodium sulfite in solution at 35 Baumé .................. 1 cc ~
- ~ noniac at 22 Baumé ...................................... 12 cc ~.
-Water qs ............................................... .. 100 g 50 g of hydrogen peroxide at 20 volumes are added to 50 g of this composition then the mixture is applied for 20 ~ n on blonde natural hair with 80% white hair. This mixture is present in the form of a gel having a pH of 9.8.
After rinsing and shampooing, we obtain a dark blonde natural, while the same composition without the diphenylamines,;.
under the same conditions, gives a dark blonde with yellow reflections mast. ~.
'' ~:

.. '''~,.
~ 28-.

: ~ L049 ~ 1Z
EXAMPLE ~ 21 The following dye composition is prepared:
~ Paratoluylene diamine ~ .., .............., ................ 0.6 g -Dimethyl-3,5-dihydroxy-4,4 'diphenylamine ......................... 2 g - ~ oxyethylenated onylphenol with 4 moles of ethylene oxide (sold under the trademark "Remcopal 334" by the Gerland company) ........; ................................ 22 g ~ -- ~ onylphenol oxy ~ thylenated with 9 moles of ethylene oxide (sold under the trademark "Remcopal 349" by the Gerland company) ........-................................ 22 g -Butyl glycol .................................. ............ 8 g -Propylene glycol .............................. ............ 8 g -Sodium bisulphite in solution at 35 Baumé ....................... lcc - Ammonia at 22 Baum ~ ............................................ occ -Water ~ .sp ............................................. ......... 100 g 50 g of hydrogen peroxide at 20 volumes are added to 50 g of ``
this composition, then apply the mixture to natural hair real dark blonde with 80% white hair. We let pause -20 mins. The mixture is in the form of a gel having a pH of 9.8.
After rinsing and shampooing, a clear bLond is obtained with pretty pearly golden reflection, while with the same composition without diphenylamine under the same conditions, we obtain a natural light blonde with very slight warm ash reflection.
The shade obtained is particularly bright and the unison is excellent.
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~ 9412 EXAMPLE N 22 '-'. , ~:.
We prepare the following dye co ~ positl ~ n:
- -- Paratoluyl ~ ne diamine ,,,,,,,. ,,,,,,,,,,,,,,,,,,,,,,, 0.6 g '' - Dim ~ thyl-3,5 dihydroxy-4,4! diphenyllmine ,,,,,,,,,,. 2 g ''' - A ~ 4-dihydroxy-4,4 '5-methyl-diph ~ yJsmine,. ,,,, 1 g ~'' - Nonylphenol oxy ~ thylenated with 4 moles of ethyl oxide- ~ ~
.mark of cRmmer c ~ "~..
lene (sold sou ~ la / Remcopal 334 by la ~ oci ~ té Gerland) ,,,,, ',,,,,,,,,,,, ..,.,. ,,, .. ,,,,,,, 22 g - Nonylphenol oxyethylene with 9 moles'dloxide dl ~ thy- ''' trademark : :
lene (sold under / "Remcopal 349" by Gerland) ... ,,,, ........... .......,. ,,.; ..; ,,,,, 22 g - Butylglycol ......., ..........., ......., .. ,,. ,,,,,,., 8 g - Propylene glycol ,,,,,,., .. ,,,. ,,,,,,.. ,,:. ,,,,,,,. ,,, 8 g - Bisul ~ sodium ite in ~ olution at 35 Baum ~,. ,,,,,,, 1 g - Ammonia at 22 Baumé ............. ...... ,,., ..... ,,,, .... .... 10 cc - Water qs ,,. ,,,,,,,,,.,., .......... ,,,,,., ........ ,, .... ..,. 100g We have ~ 50 g of hydrogen peroxide at 20 volumes at 50 g of this composition, then it is applied to natural hair, dark blond having 80 r / O of white hair, This mixture comes in the form of a gel having a pH of 9.8, leave to pause for 20 minutes, 25 Apr ~ s rinse and shampoo we get a light blonde to ~ oli golden copper reflection, while with the same composition without the diphenylamines>
under the same conditions, we obtain a natural light blonde to very light 1 and hot ash, The shade obtained is particularly bright and unison , 1.
ost excellent, :
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'' --------____.
.
We prepare the following tinctorial component: -- Paratoluylene diamine.,. ,,, ....................... ,,,, ....... ,,,,.,. ,,. OJ6 g - Amino-2 dihydroxy-4,4 ~ methyl-5 dipheny} amine ... ,,,,,, 1 g - Diamino-2? 4 methoxy-hydroxy-4 'dihydrochloride.
diphenylamine, ......., ..... .. ,,. ,,, .. .. ,,,,,,, .. ........ ,, 0.5 g - Nonylph ~ nol oxyethylene with 4 moles of ethylene oxide;
cpmmer mark this (sold sou ~ la / 'Remcopal 334 "by the company-tee Gerland) ,,,,, .. ,,,., ..,. ,,,,,,,,,,. ,,,,,,,,,,,,,,,. ,, 22 g - Nonylphenol oxyethylenated with 9 moles of ethylene oxide trademark (sold under / "Remcopal 349" by the company-lS tee Gerland). ,,. ,,, ......... ,,,,,, .... ,, ..., ..,., .. ,,,. ,,. ... ... 22 g - Butyl glycol ..,., ....................... ..., ...... ,, ....... , ..., ..., .....,. 8 g _ Propylene glycol ...................................... .... 8 'g - Sodium bisulphite in solution dd ~ 35D Baumé ,,,,,. ,,,,, 1 g - Ammonia at 22 Baumé,. ,,,,,,,,. ,,,,,,,,,,,,,,,,,,,,,, 10 cc - Water qs p ,,., ..., ............. ,, .. ,, ........ ,,,,,, .. ,, 100 g ...

50 g of hydrogen peroxide at 20 volumes are added to 50 g of this compound.
sition, pui ~ we apply the mixture on dark blonde natural hair 25 having 80 D / o of white hair. The mixture is in the form of a gel having. ~;
a pH of 9 ~ 8. We leave to pause for 20 minutes.
After rinsing and shampooing, a blond ~ copper-colored reflection '' aca ~ or deep is obtained, while with the same composition without the diphenylamines, ~ ~
under the same conditions, we obtain a natural light blonde ~ very light ~ t ~ -hot ash. ~ -- ~ The shade is particularly bright and the Unison is excellent.
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~ L049412 ..
The following dye compogit ~ n is prepared:

- Paratoluylene diamine .... ,,,,,,,,,,,,,,,., .. ,, ..... 0.6 g - 3,5-Dimethyl-4-hydroxy-4'-amino diphenylamine ,,,,. ,,,,,. 0.5 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide trademark (sold under / "Remcopal 334" by the company Gerland), ......, ... ......... ,, ... ,,,,,,,, ..., ........... ,,,,, 22 g - Nony ~ oxyethYlénén hénol av ~ ic 9 moles of ethylene oxide brand ~ e commerce (sold under the / ~ - "Remcopal 349" by the company-tee Gerland),. ,,,,, ............... ......, .., ... ,,,, .. ,,,,,. ,,,,,, ...... ...., 22 g - Butyl glycol ... ,, ............... ,,,. ,,,, .... ,,,,,. ,,,., 8 g - Propylene glycol ......................................... ...... .8 g - Sodium bisulphite in solution at 35 Baumé,.,., .......... ....... 1 g - Ammonia at 22 Baumé ,, .., ......, ... ,,,,,,,,. ,,,,,,,,,,, 10 cc - Water qs ,,. ,, ..................., ... ,, ......, .......... .............. ..... 100 g , 50 gd ~ oxygen water ~ added at 20 volumes are added to 50 g of this compound.
tion, then apply the melan ~ e in the form of gel and having a pH of 9.8, on dark blonde natural hair, having 80% of hair white, We lalsse pause 20 mn, After rinsing and shampooing, we obtain a light blonde with ash reflection pearly, while with the same composition without diphenylamine in the same conditions, we obtain a natural light blonde with very light ash reflection hot.
The shade obtained is particularly bright and the uni $ one is excellent .- `

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. - ~ 32 -.

: ' 1 ~ 4941Z

______________ , We prepare the following com ~ os ~ dye ion:
- -- Paratoluylene diamine ........., .. ...... ,, ................ 0.12 g - Resorcinol ........................ ..................... 0.06 g - ~ éta aminophénol ................., ....................... 0,064g - Para aminophenol .............. 0.23 g.
- Amino-2-dihydroxy-4,4 'methyl-5 diph ~ nylamine ............ 0.18 g - Dimethyl-3,5 dihydroxy-4,4 'diphenylamine .... ........... 0.18 g - Nonylphen ~ l oxyethylenated with 4 moles of ethyl oxide ~ ne trademark (sold under 1 ~ "Remcopal 334" by the company-tee Gerland) ........................................., .... 22 g Y ma ~ que adVeeccommmelre ~ ed'xYde d ~ ethylène (sold under / "Remcopfll 349" by the company-tee Gerland) ............................................... ... 22g - Butyl glycol ............................................... ... 8 g - Propylene glycol ......................................... 8 g - Sodium bisulphite in solution at 35 Baumé .............. 1 g - Ammonia at 22 Baumé ........., ....................... ,, 12 cc - ~ at qsp .......................................... .... 100 g , We have ~ 50 g of oxygenated water at 20 volumes at 50 g of this composition ~
25 8ition, pUi9 applying the mixture in the form of gel and having i ~
a pH of 9.8, ~ natural hair ur ~ dark blonde ~. We let pause 20 minutes After rinsing and shampooing, we obtain a very ~ oli "light blonde golden ", while with the same composition without the diphenylamines in the same conditions, we obtain a very neutral natural light blonde.
The shade obtained is particularly luminous and presents a very good unison, . .

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10494 ~; 2 EXEMP ~ IN 26 _____________ .
The following ontological composition is prepared:

- Paratoluylane diamine ...,.,., .., .., .., ..., ..... ,, .... 0.035 g - Sulfate de méea diami.no ano ~ ole ..., ... ,, .......................... ,,,,. 0.015 g - Meta amino phenol ...................... ...... .................. ........ ,, 0.015 g - Para aminophenol ....................... ...... .................. ............. 0.5 g - Nitro paraphenylene diamine ............................ ,,,,,,, ........... .. 0.15 g - A ~ ino-2 dihydroxy-4,4 'methyl-5 diph ~ nylamine, ... ,,, 0,80 g - 2,4-diamino-5-hydroxy-4'-hydroxy dihydrochloride - diphenylamine ,,. ,,,., ................ ......, ......,. 0.60 g - Nonylphenol oxyéehyléné aVQC 4 moles of oxide of ethyl-this merchant ne (sold under 1 ~ / ~ "Remcopal 334" by the company ~ ié Gerland) ......., ............ ......, ...., ...., .. ~ ... .. 22g - Nonylphenol oxyethylenated with 9 moles of ethyl oxide;
mark c ~ mmer ce lane (sold qous 1a / '~ emcopal349 "by ~ i Gerland) ......................................... .22 g ... . :
- Butyl glycol ............................................... ..8 g -Propylane glycol ......... ,, ......, ........................... .. 8 g - Sodium bisulphite in solution a 35 Balm ,,. ,,,, 1 g _ ~ Ammonia at 22 Baumé .., ..................................... 12 cc - Water q, s, p ,,,, ......, .., ..............., ...., ..... ,,. .........................., 100 g '''.:
We have ~ 50 g of hydrogen peroxide at 20 volumes at 50 g of this compound.
sition, then apply the mixture presented in ~ gel form ee aya ~ t pH 9.8, on dark blonde natural hair with 80 ~ / 0 of hair whites. We let pause 20 minutes, ~
- After rinsing ~ and shampoolng, we get a light blonde ~ reflection fairly intense coppery mahogany, while with the same composition without the di-phenylamines, under the same conditions, we obtain a light blonde with reflection much lighter copper-colored. ~, The nuance Obeenue with diFhenylamines is ~ gslement much plu8 bright and pre ~ feels better unison.

~ 3 ~ - -'''' ~ ', ~,'' 494 ~

The following dye composition is prepared::
-Paratoluylene diamine .................................... 1 g -Amino-2-dimethyl-3,5 dihydroxy-4,4 'diphenylamine ........ 1.6 g -Tetramethyl-3.3 ', 5.5' hydroxy-4 amino-4 'diphenylamine 0.6 g ~ ~.
-Noylphenol oxyethylenated with 4 moles of o ~ yde of ethylene (sold under the trademark "Remcopa: L 334" by the Gerland company ~ .......................................... 15 g -Noylphenol oxyethylenated with 9 moles of ethylene oxide (sold under the trademark "Remcopal 349" by the Gerland company) .................... ................... 12 g ~ `:
-Ol Acid ~ than ........................................... 3 g - Trimethyl bromide c ~ tyl ammoni ~ ..................... 3 g - Copra diethanolamide ................................ 7 g - 96% ethyl alcohol .................................. 8 g -Propylene glycol ................... ~ .................... 2 g -Purpose ~ 1 glycol ............................................ 5 g -Bisulfite of ~ odium in solution at 35 ~ Baumé ............. 1 cc ~ ~
- Ammonia at 22 Baumé .................................... 12 cc `;
-Water, qs ............................................. 100 g.

50 g of hydrogen peroxide at 20 volumes are added to S0 g of this composition, then apply the mixture presented under gel form and having a pH of 9.8, and allowed to stand for 30 min.
After rinsing and shampooing we obtain:
- on very light bleached blonde hair: a light blonde with copper mahogany reflection,. ; ``
. . .
-on blonde natural hair: a blonde with ash reflection:.:
coppery,.
. .
- on light brown natural hair: a dark blonde to copper ash reflection, ..: ~:
- on natural brown hair: a light brown to `
. ~ ', ~,. ..... ... ..
-35-:

~ 0 ~ 9 ~ 12 copper mahogany reflection.
The same dye composition without the diphenylami- `.
born under the same conditions and on the same hair, gives:
less intense nuances in reflections, and more yellow.

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.

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, S We prepare the following ontinctor comp ~ i ~: ' - Paratoluylene diamine ,,,. ,,. ,,,, ......, ... ,,,,. ,,,,,,,,,,, '1 g - Ureido-2 hydroxy-4 amino-4 'diphenylamine ,, ....., ..... ,, ................ .., 0.5 g '' - Amino-2 dihydroxy-4,4 'methyl-5 diphënylami ~ e, .................,., ...... ,,, 0 ~ 4 g ~
- Diamino-2,4 'dimethyl-3,5 hydroxy-4-diphenylamine,.,.,., R ~ 1 g "'"'.' , '-.
.
- Nonylphenol oxyeth ~ léné with 4 moles of ethylene oxide ma que ~ e cornmer ce (sold 80US a / - Remcopal 33 ~ "by the company ~
tee Gerland) ..,. ,,, .. ..,. ,, ..,. ,,,,. ,,,,,,., .. ,, .. ,, ...., .. .. ,, lS g `
- Oxylethylen nonylphenol ~ with 9 moles of ethylene oxide - `~
trademark : . .
(sold 80U5 la / "Remcopal 349" by the company-tee Gerland) .., ......,. ,, ...., .., ..,., .. ,,,,,,,, .. .., ...... . ..... 12 g - Olé acid ~ que ,,,, ................ ..., ...., .... ,,,,,,,. ,,,, ,. ,,,,,,,,,. ,,,, 3 g ' - Trimethyl cetyl ammonium bromide ... ,, ..,. ,,,,,,,,., .... 3 g - Di ~ thanolamide of Copra .. ,,,,,,. ,,.,. ,, .. ,,,,,,,,,, ................ ..... ,, 7 g ~;
- Ethyl alcohol at 96 ,,,,,,,,,,. ,, .... ,,,,,,,,, .. ,,,,,,, 8 g. ''' - Propylene glycol....... ,........ ,... ,,.,.. ,,.. .,,,,,.... ,,.. ... 2 g '.
- Butyl glycol ..., ..,., .............., ....................... ,,, ......., ...,. S g ' - Sodium bisulphite ~ n solution at 35 Baumé ,, ...... ~ 1 cc - Ammonia at 22 Baumë ...,. ,, ...... ,,,,, ...., .............. ... ,,,., ...... ... 12 cc - Water qs .. ,,,,., .., .., ...., ... ,,. ,,,,,.,. ,,,,,. ,,. ,,, .. .100 g ,. . ,,:,:
; ,; :
50 g of hydrogen peroxide at 20 volumes are added to 50 g of this CompOsitDn ' pui ~ we apply the mixture which is a gel having a pH of 9.8, on hair. ', `` i The product ayan ~ pausél5 mn, we obtain after rinsing and shampooing ~
- on very light blond hair (bleached): an intense purple violet.
- on blond natural hair: a mahogany blond moir ~
t ~ The product having paused 30 min, we get after rinsing ~ age and shampoo: ~ '' - on blond natural hair: a dark purple mahogany blonde. -`
- on natural brown hair, ~ ciair: an iridescent brown chestnut. -- on thatain natural hair: one; moiré mahogany chestnut.
~ '', The same dyeing composition without the diphylamines gives in the same conditions and on the same hair, a shade much less in-; ~
tense in reflections.

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~ (~ 4941Z
EXAMPLE ~ 29 . _ _ The following dye composition is prepared:
-Paratoluylene diamine .................................... 0.2 g -Para aminoph ~ nol,,. ,,,,, ,,,,. ,,,,,,. ,,, .., ,,,.,, 0.3 g -Metadiaminoanlsole sulfate .. ~ ......................... 0.2 g -R ~ witchcraft .............................................. .. 0.3 g - Meta aminophenol ......................................... 0.1 g -Amino-2 dihydroxy-4,4 'methyl-5 diphenylamine ................... 0.4 g -Diamino-2,4-methoxy-5 hydroxy hydrochloride- ~ 'di-phenylamine ..................... ~ ......................... 0, 2 g -Dimethyl-3,5-hydroxy-4-amino 4 'diphenylamine ................... 0.1 g -; :
-Nonyl oxyethyl ~ born with 4 moles of ~ thylene oxide (sold 90il9 the trademark "Remcopal 334" by the company Gerland) .......... ~, .................................... ......... .15 g -Nonylph ~ oxyethylenated nol with 9 moles of ethylene oxide ~.
(sold under the trademark "Remcopal 349" by the . . .
Gerland company) ......................................... 12 g. ~
.::. .
- Acid ol ~ que ............................................ 3 g ~:;
-Tromethyl cetyl ammonium bromide ...................... 3 g:
- Copra diethanolamide ................................. 7 g ::
-Alcohol ~ 96 thylic ............................... ~ 8 g -Propylene glycol ........................... ,........ ,. 2 g.; ~
-Butyl glycol .............................................. 5 g ~ ::
: -Sodium bisulfite in solution at 35 Baumé ................ 1 cc -:
- Ammonia at 22 Baumé ...................... ~ ..... 12 cc -Water qs ~ ..................................... .. 100 g ~::
Add 50g: of oxygen water ~ born at -20 volumes to 50g of this- ~:;:.
: the composition, then apply the mixture which is a gel having :
a pH of 9.8, on the hair e ~ we leave to pause for 30 min. .

We get: ~.
... .
:. -on dark blond natural hair: a brown ~:

-37 ~

~ 494 ~ 2: ::
clear with purple mahogany reflection. ~ -- on natural brown hair: a mahogany brown deep, while with the same composition without ..
diphenylamines, under the same conditions, we obtain:
- on dark blonde natural hair an ounce blonde ~.
iridescent, - on natural brown hair: a brown shade ~:
iridescent brown.

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10494 ~ 2 The following dye composition is prepared:
-Paratoluylene diamine ................................... 0.6 g -Dimethyl-3,5-dihydroxy-4,4 'diphenylamine ~ 2 g -Methoxy-2 'tetramethyl-2,3', 5,5 'hydroxy-4 amino-4' diphenylamine ...................................., ...... 0.5 g -.
- ~ oxyethylenated onylphenol with 4 moles of ethylene oxide (sold under the trademark of "Remcopal 334" by Gerland) .................................... .. 15 g. .
-Noylphenol oxyethylenated with 9 moles of ethylene oxide ~ sold under the trademark "Remcopal 349" by ....
~ oci ~ té Gerland) ......................................... 10 g: .
-Oleic acid ............................................ 15 g - ~ 96% ethyl alcohol ......., ........................... 10 g:
-Propylene glycol ........................................ . 15g -Sulphite sulfite in solution at 35 Baumé .............. 1 cc. ~. .
-Amonia at 22 Baumé ................................... 15 cc.
-Water, qs ~ p. ............................................. 100 g ... ... ~. :

50 g of hydrogen peroxide at 20 volumes are added to 50 g of ~:
this solution, then apply the mixture which is a gel having. .
pH 9.4, on hair.
The product having paused 5 minutes, we obtain after rin ~ age.
and shampoo:.
-on bleached hair (light yellow background): a shade. ~
beige beige pastel. : i .:.
~ e product having; paused 30 min, we obtain after rinsing ~:
and shampoo:
: -on bleached hair: a light beige blonde with reflection copper gold ~.
.
30 ~ -on dark blond natural hair: a reflective bl.
: dor ~, while the same composition without the diph ~ nylamines don-.:
born in the same conditions, a natural blonde.

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'1 ~ 49 ~ 1Z

The following dye composition is prepared:
-Paratoluyene diamine .... ~ ....................................... 0.3 g -Para aminophenol ........ ~ ...................................... ... 0.2 -Resorcine .............................................. .. ....... 0.2 g - Meta aminophenol ....................................... ........ 0.1 g -Acetylamino-2 hydroxy-4 amino-4 'methyl-5 diphenylamine 0.8 g -Methoxy-2 'dimethyl-3,5 hydroxy-4 amino-4' diphen ~ l-amine ................... ~ ............................. .......... 0.5 ~ ' - ~ oxyethylenated onylphenol with 4 moles of ethylene oxide (sold under the trademark "Remcopal 334" by the .:,.
Gerland company) ..................... .......................... .. 15 g -Nonylphenol oxyethylenated with 9 moles of ethylene oxide;

(verldu under the trademark "Remcopal 3 ~ 9" by the .soci ~ té Gerland .......................................... 10 g -Ol Acid ~ that ............................................. 15 g; -- 96% ethyl alcohol, ................................... 10 g -Propylene ylycol .......................................... 15 g -Sodium bisulphite in solution at 35 Baumé ............... 1 cc, - Ammonia at 22 Baumé ................................... lS cc -Water qs .. ~ ............................................ ....... 100 g 50 g of hydrogen peroxide at 20 volumes are added to 50 g of this solution, then we apply the mixture which is a gel having a pH of 9.8 on hair.

The product having stopped for 30 min, we obtain:

- on dark blonde natural hair with 80% white hair:

a dark blonde with a bluish ash reflection.

-on blond natural hair: a light ash brown.

-on natural light brown hair; a natural chestnut bright, while the same dye composition . .
without diphenylamines under the same conditions, gives ~
L
~ -39- ~
,,:. ::,: ~

iO49 ~ 4 ~ 2 - on dark blonde natural hair at 80% white: a light ash blonde, -on natural blonde hair: a slightly ashy blonde.

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1 ~ 4941Z

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The following tinctorial c ~ .lpositDn is prepared:
. .
S - Paratoluylene diamine ........................... ....... lg - ~ reido-2 hydroxy-4 amino-4 'diphenylamine0.5 g - Tetramethyl-3,3 ', 5,5' hydroxy- ~ amino-4 'diphenyl-amine................................................. .. 0.4 g - Cetylstearyl alcohol ............................... 20 g lO - C ~ tyI-st ~ aryl sodium sulfate ........................ 2 g - Sodium bisulphite in solution at 35 Baumé ....... --- l cc - 20% ammonia ......................... ...... .. 12 cc - Water, q. ~ .P ....................................... ... .. loo g lS We get ~ 50 g of oxygenated water ~ e at 20 volumes at 50 g of this position, pui ~ we apply the mixture in the form of cr ~ e having a pH of 9.8 on cbevsYx and left pau ~ e ~ 20 min.
We obtain :
- on dark blond natural hair with 80% white hair ~:
an iridescent brown chestnut.
- on natural brown hair with 80% white goat hair ~: one ~ ch ~ tain darkJ while ~ u'with the same composition without the diphenylamine ~, under the same conditions, we obtain ~ nt:
- on dark blonde natural hair with 80% white hair ~:
a golden blonde, - on natural brown hair with 80% white hair: one reflection châtaln ~ gold-copper, .
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We prepare the following c ~ iipo ~ ffm tînctoriale:
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- Paratoluylene diamine .................................... 0.1 g - Resorcinol ................................................ 0.1g - 3,5-Dimethyl-4-hydroxy-4-amino diphenylamine.! .......... 0.4 g - Cetylstearyl alcohol ................................... ~ 30 g - Sodium cety-stearyl sulfate .............................. 3 g - Ethyl alcohol at 96 ... ............................. 1 g . . .
- Soalum bisulphite in solution at 35 Baumé- - ~ - 1 cc - Ammonia ~ 20% ......................................... 20 cc - Water, qs ............. ......, ......................... 100 g ...
.
90 g of hydrogen peroxide at 30 volumes are added to 30 g of this composition pUi8 we apply the mixture on natural light brown hair, and let it pause for 40 minutes. The mixture is a cream aya ~ a ~ of 9.8.
We obtain, after rinsing and shampooing, a very pretty beige blonde pearly.

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EXEMPI. IN 34 _____________:.
': ~
We are preparing the following competition:

- Paratoluylene diamine ............ ...... 0.15 g - Para aminophenol ....................................... 0.5 g - Metadiaminoaniso sulfate ~ ........................... 0.03 g - Resorcinol .............................................. Q, lg - Meta aminophenol ....................................... 0.08 g - N ~ - ~ (4-hydroxy) phenyl] 3-amino-6-methyl benzoquinone imine ................................................. .. 0.12 g - 2,4-diamino-2,4-methoxy hydrochloride hydro.y- ~ ' diphenylamine ........................................... 0.08 g - Nonylphenyl oxyethylenated with 4 moles of ethyl oxide lène tvendu gou8 la / mark de ~ emmmceOrpc ~ 334 "
Gerland) ..................................... 15 - Oxyethylenated nonylphenol with 9 moles of ethyl oxide-trademark lène tvendu BOU5 1 ~ / "Remcopal 349" by Gerland) ..................................... 12 g - Olé acid ~ que .......................................... 3 g - Trimethyl cetyl ammonium bromide .................... 3 g - Copra diethanolamide ............................... 7 g - Ethyl alcohol at 96 ................................. 8 g ~ - Propylene glycol ....................................... 2 g - Butyl glycol .................................. .......... 5 g - Sodium bisulphite in solution at 35 Baumé ........... 1 cc - Ammonia at 22 Baumé ........................! 12 cc - Water, qs ................................... 100 g 50 g of water containing 1 g of ammonium persulfate are added (mixture carried out just before use), 50 g of this composition, then the mixture which is gel having a pH of 10 is applied to the head. - - ~
After rinsing and shampooing, we obtain:
- for 5 min-pause time: on bleached hair ~ s background yellow --35 ne clear) a very pretty blond very ~ light golden beige.
- for 20 minutes pause time: on dark blond natural hair cé, a very clear nuance, the hue becoming dark blonde with reflection ash mahogany, . ~

10494 ~ L2 - `
50 g of hydrogen peroxide ~ 20 volumes are added to 50 g of this COM-position, pUi8 apply the mixture for 30 min. This one presents itself in the form of a gel having a pH of 9.8.
After rinsing and shampooing, we obtain:
- on dark blonde natural hair: a mahogany reflection blonde very bright golden.
- on light brown natural hair: a dark blonde ~ with reflection copper mahogany.

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~ L049412 - -'' EXAMPLE N 35 _ _ _ The following dye composition is prepared:
- Paratoluylene diamine, .. ,,. ,, ..,.,. ,,,, ... ,,, .., ... ,,.,. 0.6g - Ac ~ tylamino-2 chloro-3 'hydroxy-4 N- (eth ~ l amino-4' 5-methyl diphenylamine. ,,,,. ,,,,,,, .., ... .... .. ,, ,, .., 0.3 g - Acetylamino-2 trimethyl-3, ~ 5 hydroxy-4 ~ I, N- (mesyl-amino-4'-ethylamino diphenylamine. ,,,,,,,,,,. ,,,,,,,,,,,,,,,,. 0.2g - Oxylethylene nonylphenol ~ with 4 moles of ethylene oxide (sold gou6 la ~ arqUe de ~ mmgorpcaq 334 "
tee Gerland)., .. ,,,,,,,,,,,, .., - ..... :,.,. ,,,,,,,,. ,, 22 g - Oxyethylenated nonylphenol with 9 moles of ethylene oxide (d 1 ~ arque de c ~ eemrOcpal 349 "by the company ~
Gerland) ,,,,,,,,,,,,,, .. ,,,,,,,, .... ,,,,,. ,,,,,,,,,,,,,.,. 22g - ~ utyl glycol. ,,,,,,,,,.,.,. ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, 8 g - Propylene glycol. ,, ......................., ...... ,,,., ... 8 g - Bi ~ ul ~ ite of sodium in so: Lution at 85 Baumé .., .., .. ,,., 1 g - Ammonia at 22 Baumé, ..,. ,,,., ~ ,, ... ,,. ,,. ,, ~,. ,, .... 12 cc - Water qs ,,,,,,. ,,,,,, ..., ..,.,. ,,,,,,,,,,,, ....,; ,,.,. ,, 100 8 At 50 g of this composition, we have ~ 50 g of hydrogen peroxide - At 2 ~ volumes, puls the mixture is applied having a pH of 9.8 and presenting ~ OU9 form of gelj on the hair.
After rinsing and shampooing, we obtain:
- the product having pau6é 5 mn: a very light ash blonde on bleached hair ~.
- the product having psused 30 minutes: an ash blonde on a natural background; ~
dark blonde ~ 80 r / ~ white hair, while the same composition without the diphenylamines gives, in the same 6 conditions, - neutral shades 8years reflections, , '"', : ~

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1 ~ 494 ~ 2 -Chloro paraphenylene diamine sulfate ................ 0 0.8 g -3-chloro-4 amino-phenol hydrochloride ................. 0.4 g -Ureido-5-methyl-2-phenol ................................ 0.2 g -nimethyl-2,6 amino-5 phenol ............................. 0,1 g -Picramic acid ........................................ 0.12 -Carbamyl methylamino-2 hydroxy-4 .N, N ~ thyl, ~ -mésyla minoethyl] 4'-amino-5'-methyl diphenylamine ............. 0.04 g ~ ~
-Hydxoxy ethyl amino-2-chloro-2 'dihydroxy-4,4' methyl-5 ~.
diphenylamine ........................................... 0.26 g:
-Sodium lauryl sulfate to 2 moles of ethylene oxide .... 20 g - Copra diethanolamide ................................ 3 g:.
- Derived from meta acrylic acid (sold under the brand Carbopol trade by the company Goodrich ~ ........... 1 g -Ethyl glycol ............................................ 5 gl!
-Monoethanolamine ........................................ 4 g -Water qs ............................................... .. 100 g; ~
~, To 50 g of this solution is added 5 g of urea peroxide at the time of employment. ~.
The mixture is in the form of a thickened liquid ~.
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wetting and having a pH of 10. ~:
Immediately after mixing, apply to hair.
wet.
After a pause time of 15 minutes, rinse and shampoo:
fist, we get on dark blonde natural hair, a pretty light golden brown shade ~.

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~ LI) 49412 EXAMPLE 3 ~.
__________ , - 2,6-Dimethyl dihydrochloride paraphenylene diamine .. 1 g - 2,6-Dimethyl-4-amino phenol ........ ......; ........... 0.6 g - 2,6-methyl-5-acetylamino phenol .. ~ ................. 0.4 g - Resorcinol ............................................. 0.5 g - Hydroxy ethylamino-2 chloro-3 'dihydroxy-4,4' methyl-5 diphenylamine .., ....; ......................... 0.4 g - 3,5-Dimethyl-3 'chloro-4 N, N-dimethylamino-4' diphenylamine .......................................... 0.08 g :
- ~ -aminoethyl amino-2 anthraquinone hydrochloride ... 0.1 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide trademark (sold under / "Remcopal 334" by the company-t ~ erland) .............. ..... ~ .............. 15 g - Oxyethylenated nonylphenol with 9 moles of ethylene oxide 20, mar ~ de ~ ornrnerce (included under / "Remcopal 349" by the company-tee Gerland ~ .............., ................... 12 - Oleic acid ........... ...., ............... 3 g ~ Trimethyl cetyl ammonium bromide .., .......... 3 g - - Copra diethanolamide ..................... 7 g - Ethyl alcohol at 96 ....................; ......... 8 g - Propylene glycol ................. i., ................ 5 g - - Blsul ~ ite de sodium A 35 Baumé ............; ........ 1 cc - Ammonia at 2Z Baum ~ ..............., .............. 15 cc - Water qs ...............................; .......... 100 g ~ \ 50 g of this solution, 50 g of hydrogen peroxide is added to 20 volumes then apply the mixture which has a p ~ l of 9.4, After rinsing and sllampooin ~, we o ~ tLent:
- for a 5-minute break on bleached hair in a golden beige shade;
; 35 - POUF 2 ~ 0 minutes break on natural blond hair ~ l ~ oncéJ une nuan-; this blond` ~ oncé ~ pearly lore.

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To 30 g of this cream solution, 60 g of hydrogen peroxide is added ~ 20 volumes then apply the mixture.
After rinsing and shampooing, a break time of 20 minutes :
- on light brown hair with 80% white hair, we get hold a pearly golden wave I
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- 2-methyl-5-methoxy-paraphenyl dihydrochloride ene diamine ................................. ... .... `...... 0 , 1 g - 4 N amino hydrochloride, N- (ethyl, pip @! Ridinoethyl) aniline .............. '.......................... 0.2 g - Chloro-hydrochloride-3 amino-4 ph ~ nol ... O ................... 0.1 g - 2,6-Dimethyl-5-acetylamino phenol .............................. 0.06 g - 2,6-Dimethyl-5-amino phenol .................................... 0.1 g - Methoxy-2-hydroxy-4 NJN-dimethylamino-4 'diphenylamine ......... 0.08 g lO - Methoxy-4 N- (~ hydroxy ethyl) orthonitroaniline ................ 0.04 g - ' - ~ 'sodium auryl sulfate with 2 moles of ethylene oxide 20 g ~ Copra diethsnolamide ................................. ............ 3 g / a ~ n4r ~ COm ~ ner ~ o: - ~
- Derivative of meta acrylic acid (sold under ~ n ~ from Carbopol by the Goodrich company) ........................ ............ 1 g ' - Ethyl glycol ...... .............................. ........... .5 g - Monoethanolamine ................................. ............... .. 2 g - Water qs ....................................... ....., .. ....... 100 g .
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- To 50 g of this solution, 0.2 g of sodium persulfate is added at the time of employment.
~ e mixture is in the form of a thickened foaming liquid and has a pH of 9.
Immediately after mixing, apply to damp hair.
After a pause time of 15 minutes, rinsing and shampooing, we o ~ -holds a very pretty pearly beige on bleached hair. ' - To 50 g of this solution, 5 g of urea peroxide are added and apply the mixture in the same way as before.
After a pause time of 30 minutes, rinsing and shampooing, we obtain on dark blonde natural hair a b ~ nd with iridescent reflections.
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~ 0 ~ 94 ~ 2 Orl is preparing the following composition:
- Methyl-3-amino-4-hydrochloride N-methyl aniline ... 0.4 g - Chloro-2 amino-4 N sulphate, N- (ethyl, sulphonamido ~ ethyl) aniline ................................................ 0 , 1 g - Meta diaminoanisole sulphate ........................ 0.06 g - Mn aminophenol ........................., ... 0.1 g ~;
- Hydroxy ethyl amino-2, dihydroxy-4,4 'methyl-5 diphenylamine. 0.14 g - Amino-2-methoxy-2 'dimethyl-3,5 hydroxy-4 N, N-dimethylami- ~
no-4 'diphenylamine .. .............; ........... ..... 0.08 g -- Oxyethylenated nonylphenol with 4 moles of ethylene oxide ~ arch of c ~ mmerce. -(sold under li ~ 'Remcopal 334 "by the company Gerland), ..................................... 22 g - Nonylphenol oxyethylenated with 9 moles of ethylene oxide ~ Mark of CRrRlue [lecropael 349n by the company Ger? and) .................................... 22 g - Butyl glycol ..! ................................... 8 g - Propylene glycol ............................. 8 g - Sodium bisulphite in solution at 35 Baumé .. ....... .... 1 cc 20 - Ammonia at 22 Baumé ........................ lO cc - Water qs ................................... 100 g:
. .
- To 50 g of this solution, 50 g of hydrogen peroxide is added to 20 volumes then apply the mixture to damp hair.
After a break time of 30 minutes, we get on natural hair light brown, a dark ash blonde.
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EXE ~ PLE 41 ______,, The following composition is prepared:
- 3-methyl-amino sulfate ~ N, N- (ethylf-mesylaminoethyl) aniline................................................. ... ... ...................... .0.2 g - Amino-4 N, N- (ethyl, carbamyl methyl3 aniline ................... 0.1 g - Para aminophenol ............................................... 0.1g - Diaminoanisole sulphate ..................................... .0.02 g - R ~ sorcine .............................................. ........ 0.16 g - Meta aminoph ~ nol ............................................. .0.1 g - Acetylamino-2 trimethyl-2 ', 3,5 hydroxy-4 N, N- (ethyl ~ mesyl-aminoethyl) amino-4 'diph ~ nylamine ............................ .0.06 g - 2-acetylamino-2 'dimethyl, 5-hydroxy-4 N, N- (ethyl, carbamyl methyl) 4-amino ~ diphenylamine ..................... ........ 0.1 g - Cetyl stearyl alcohol .................................. .... 20 g `~ -90dium cetyl stearyl sulfate ................... 0 .......... .2 g - Sodium bisulphite in solution ~ ion at 35 Baumé .................. .1.4 cc ~ 20% ammonia ................................., ........... .2 cc - Eau'q.sp ........................................ 100 g 20A 30 g of this creamy solution, 60 gd of hydrogen peroxide are added at 20 volumes, the mixture being a pN of 9, then the mixture is applied to the che -want dry.
After rinsing and shampooing, 80% natural hair is obtained white hair ~ a gray shade ~ smeared for a break time of 20 minutes.
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The following composition is prepared:
-4-Chloro-amino-4 N- (ethyl) aniline sulfate ................. 0 ~ 22 g - 2-Methyl-4-amino-sulphate N- (p-hydroxy ~ thyl ~ aniline. 0.08 g - Chloro-hydrochloride-3 amino-4 ph ~ nol ......... .. ... .. 0.1 g - Dim ~ thyl-2,6-acetylamino-5 phenol .... -...................... 0.1 g - Dim ~ thyl-2,6 amino-5 ph ~ nol .................................. 0, 1 g:
- 2,4-Diamino-3-methyl-4-hydroxy diphenylamine. ........ .. 0.16 g - Methoxy-4N ~ -h ~ xy ethyl) orthonitroaniline .................. 0.1 g - Nonyl phenol oxyethylene with 4 moles of ethylene oxide ~ brand of C ~ RmemecrOCpael 334-- by the company ~
Gerland) ......................................... ....., 15 g ^
- Nonyl phenol oxyethylen ~ with 9 moles of ~ thylene oxide: ~
trademark : -(sold under / "Remcopal 349" by the company Gerland) ................................................ .... 12 g - Oleic acid ............................................. 3 g;
- Trimethyl cetylammonium bromide .............,., ......... 3 g - Copra diethanolamide ................................... 7 g - Ethyl alcohol at 96 .................................... 8 g - Propylene glycol ........................................... 2 g - Butyl glycol ... -........................................... .5 g - Sodium bisulphite in solution at 35 Baum ~ ................ 1 cc ~ -_ - 20% ammonia .......................................... 10 cc - Water qs ............................................... .. 100 g To 50 g of this solution is added 50 g of oxygenated water at 20 volu 25. mQS ~ then apply the gelled mixture ~ on damp and dirty hair After rolling and shampoo $ ng, we get on blond natural hair dark, a mahogany blonde moire for a break time of 30 minutes,,. . ' . . '. '';'', , '', ". '',"'~
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10494 ~ 2 EXAMPLE ~ 3 The following composition is prepared:
- Methyl-3 amino-4 N ~ N- (ethyl, / ~ -sulfo ~ thyl) aniline .... 0, ~ g - Amino- ~ N, N- (ethyl, ~ -sulfo ~ thyl) aniline ............. 0.2 g - 3-methyl-4-amino, N- (ethyl, carbamyl methyl) aniline. 0.1 g - Resorcinol .............................................. 0, 2 g - Meta aminophenol ....................................... 0.1 g - Acetylamino-2 dimethyl-2 ', 5 hydroxy-4 N, N- (ethyl ~ mesylamino s ~ -ethyl) 4-amino diphenyl amine ................ ....... 0.06 g - 2-amino-2-chloro-4,4-dihydroxy-5-methyl-diphenylamine .... 0.08 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide 1 ~ brand of ~ memmceorpca ~ 334l ~ by the company Gerland) ...................................... 22 g Y m ~ qéune ~ veecc09rnmoelrecsed'oxide ethyl ~ do (sold under the / "Remcopal 3 ~ 9" by the 80ciét ~
Gerland) ...................................... 22 g - Butyl glycol .................................. 8 g - Propylene glycol .............................. 8 g - Sodium bisulphite in solution at 35 Baumé ... 1 cc - Ammonia at 22 Baumé ....................... 10 cc - Water qs ................................... 100 g '' To 50 g of this solution, 50 g of 20 vol. Hydrogen peroxide is added.
then apply the mixture to damp and dirty hair.
.. ~, After a break time of 30 minutes, we get on hair natural blond, a light ash blonde.
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- Amino-4 N semi-sulfate, N ~ thyl ~ ethyl acetylamino ~ ~, .. - ,;
aniline ...., ............ ,, ..,. ,,,. ,, ..........; ......,., , ........ 0.4 g - Amino-4-methoxy-2 N, ~ _hydroxy ethyl) aniline ................... 0.2 g - Para aminophenol., ............................; ................ 0.4 g - Meta diamino anisole sulfate ................................ 0.02 g - Resorcin ,,, .., ,,,,. ,,,,,.,; ,,,, ............................... 0, 3 g - Ureido-2 dimethyl-2 ', 5 hydroxy-4 N, N (ethyl ~ carbamyl methyl) amino-4 'diphenylamine ......................................... 0.08 g -Acetylamino-2 dimethyl-3,5 chloro-3 'hydroxy-4 N, ~ dimethyl) amino-4 'diphenylamine ........ ,,., .., ..., .... ,, ...... ,,, .. ... ,, 0.06 g ~ Oxyethylenated nonylphenol with 4 moles of ethylene oxide ~ trade brand. .
~ endu sou8 la / "Remcopal 334" by the company Gerl ~ nd). ,,,,,,,,,,,, ... ,,, ...,., ... ,,, .............., , ... ,,,., 15 - Oxyethylenated nonylphenol with 9 moles of ethylene oxide trademark (sold under / / "Remcopal 349" by the company ~;
Gerland) ,,,,,,,,. ,, .., .. .., ... .., ..., ...., .... ,,, .. ,, 12 ~. :
- Oleic acid ,,,,,,,,,,,, .. ,,,,. ,,. ,, .... ,,, ... ,,,,,,,,,,,, 3 - Trimethyl cetyl ammonium bromide ,,,,,,,,,,,,,,,,,,,,,,,,, 3 8 - Di ~ hanolamide from Coprah .............. ...................., 7 8 .`
- Ethyl alcohol at 96 ,,,. ,,,., .. ,,, .. ,,,,,. ,,,,,,.,. ,,,,.,., 8 8 - Propyl ~ ne glycol ................. ,, ..... 5 8:
- Sodium bisulphite at 35 Baumé .. .., .., .... ,,, ... ,,., 1 cc, - Ammonia ~ 22 Baumé .. ,,,,,,, .... ,,,,.,.,.,. ,,,,. ,,,,,,,. 5 cc - Water qs ............................ ..... ...... .... 10 ~ g.

To 50 g of this solution, 50 g of hydrogen peroxide at 20 volumes are added then the gelled mixture is applied to damp ~ and dirty hair.

After rinsing. And shampoo ~ for a break time of 20 minutes, on-ob-fits on natural hair with 80% blond hair, a light natural blond rement ceddr ~ é ~
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- N, N ~ semi-sulfate - hydroxy ethyl ~ paraphenylene diamine ................................................. ..... 0.4 g - Sulfate of 4-amino-2-methyl- N (mesylamino ethyl) aniline ... 0.3 g - Para amino phenol ............................................ 0, 3 g - Meta diamino anisole sulphate .........: .................... 0.04 g- 6-Hydroxy pheno morpholine .... .............................. 0.08 g ~ -_Acetylamin ~ 2-3,5-dimethyl-4-hydroxy, N- ~ di- ~) -hydroxy ethyl) 4-amino diphenylamine ................................. 0.08 g - Ami.no-2-chloro-2 'dihydroxy-4,4' methyl-5 diphenylamine .... 0.04 g - Oxyethylenated nonylphenol with 4 moles of ethylene oxide trade market (sold under the "Remcopal 334" by the company ~: -Gerland) ..., ............................................ ............................ 15 g - Nonylphenol oxyethylen ~ with 9 moles of ethylene oxide trademark (sold 80us 18 / "Remcopal 349 ~ by the company Gerland) ................................................ ............................ 12 g - Oleic acid ............................, ................. 3 g - Trimethyl cetyl ammonium bromide ........................ ..... 3 g - Copra diethanolamide ......... ....; ........................ ~ 7 g - Ethyl alcohol at 96 ..................................... ..... 8 g - Propylene glycol........................................... .... .5 g ~ - Sodium bisulfite at 35 Baumé ........................... .... `L cc Ammonia at 22 Baumé ..................................... .... 10 cc - Water qs ........................: .....................; ..................... g At 50 g of this solution, we add 50 g of oxygen water born at 20 volumes, then apply the mixture on t ~ te.

After rinsing, shampooing for a pause time of 30 minutes, we obtain fits on hair ~ natural dark blond with 70% blond hair, a shade ash blonde ~. ~
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Claims (26)

The embodiments of the invention, about which a exclusive property right or lien is claimed, are defined as follows: 1 Dye composition for human hair characterized by the fact that it comprises at least one oxidation dye and at least one diphenylamine of general formula in which:
-R1 and R4 identical or different each represents an atom hydrogen, halogen, lower alkyl, alkoxy lower, acylamino or ureido, -R2 and R3, identical or different, represent a hydro-gane, halogen, a lower alkyl, lower alkoxy group, amino, N-alkylamino, N-hydroxyalkylamino, acylamino, N-carbamylal-kyle or ureido;
-R5 represents a hydrogen atom, a halogen atom, an al-lower kyle or lower alkoxy;
-R6, R7, R8 identical or different represent a hydro-gene, halogen, lower alkyl or alkoxy group inferior;
- Y represents a hydroxy or amino group;
- Z represents a hydroxy group or where R9 and R10 are identical or different represent a hydrogen atom, or a lower alkyl group, hydroxyalkyl, carbamylalkyl, aminoalkyl, mono or dialkylamino-alkyl, acylaminoalkyle, alkylesulfonamidoalkyle, arylsulfo-amidoalkyl, sulfoalkyl, piperidinoalkyl, morpholinoalkyl or a diphenylamine salt, the oxidation dye being consisting of at least one oxidation base chosen from paraphenylenes diamines, para aminophenols and bases heterocyclic, concentrations for diphenylamines being between 0.005 and 5% by weight, and for the bases oxidation between 0.001 and 5% by weight. 2. Dye composition according to claim 1, characterized by the fact that the paraphenylenes diamines are amines. primary, secondary or tertiary meeting the general formula in which R11 and R12, identical or different, can signify proud, hydrogen, a straight or branched chain alkyl group lower, mono or polyhydroxylated alkyl, piperidinoalkyl, car-bamylalkyl, dialkyl carbamylalkyl, aminoalkyl, monoalkylamino, alkyl, dialkylaminoalkyl, .omega.-aminosulfonylalkyle, carboxyalkyle, alkylsulfonamidoalkyle, arylsulfonamidoalkyle, morpholinoalkyle, acylaminoalkyle, sulfoalkyle groups in which the radical alkyl preferably contains 1 to 4 carbon atoms, R11 and R12 can also form together a heterocyclic group than with five or six links, such as morpholine or piperidine;
R13, R14, R15, and R16 independently mean one on the other, a hydrogen or halogen atom, a group lower alkyl or lower alkoxy, preferably comprising 1 to 4 carbon atoms. 3. Dye composition according to claim 1, charac-terrified by the fact that paraphenylene diamine is chosen in the group consisting of paraphenylene diamine, parato-luylene diamine, methoxy paraphenylene diamine, chloropara-phenylene diamine, 2,6-dimethyl paraphenylene diamine, dimen-2,5-thyl para-phenylene diamine, 2-methyl-5-methoxy para-phenyl do diamine, 2,6-dimethyl-5-methoxy-paraphenylene diamine, N, N-dimethyl paraphenylene diamine, 3-methyl-4-amino N, N- (di-.
thyl) aniline, N, N- (di-.beta.-hydroxyethyl) paraphenylene diamine, 3-methyl-4-amino-N, N- (di-.beta.-hydroxyethyl) aniline, 3-chloro amino-4 N, N- (di-.beta.-hydroxyethyl) aniline, amino-4 N, N- (ethyl, carbamylmethyl) aniline, 3-methyl-4-amino, N- (ethyl, carbamyl methyl) aniline, amino-4 N, N (ethyl, piperidinoalkyl) aniline, 1 ' amino-4 N, N- (ethyl, morpholinoalkyl) aniline, methyl-3 amino-4 N, N- (ethyl, morpholinoethyl) aniline, 4-amino N, N- (ethyl, acetyl-aminoethyl) aniline, 3-methyl-4-amino, N- (ethyl, acetylamino-ethyl) aniline, 4-amino, N- (ethyl, mesylaminoethyl) aniline, methyl-3 amino-4 N, N- (ethyl, mesylaminoethyl) aniline, chloro-2 amino-4 N, N- (ethyl sulfonamidomethyl) aniline amino-4 N, N- (ethyl, .beta.-sulfoethyl) aniline, 3-methyl-4-amino, N- (ethyl, .beta.-sulfoethyl) aniline, N - [(amino-4 ') phenyl] morpholine, N [(amino-4') phenyl] piperidine, 3-methyl-4-amino-N-methyl aniline, chloro-2 amino-4 N- (ethyl) aniline, methyl-2 amino-4 N - (. Beta.-hydroxyethyl) aniline. 4. Dye composition according to claim 1, charac-terrified by the fact that para aminophenol is chosen in the group consisting of: para-aminophenol, 2-methyl-4-amino phenol, 3-methyl-4-amino phenol, 2-chloro-4-amino phenol, chloro-3 amino-4 phenol, dimethyl-2,6 amino-4 phenol, dimethyl-3,5 amino-4 phenol, dimethyl-2,3 amino-4 phenol, 2,5-dimethyl-4-amino phenol. 5. Dye composition according to claim 1, charac-terrified by the fact that the heterocyclic base is chosen in the group consisting of 2,5-diamino pyridine, dimethylamino-2-amino-5 pyridine, diethylamino-2 amino-5 pyridine, methyl-3 amino-7 phenomorpholine, amino-5 indole. 6. Dye composition according to claim 1, charac-terrified by the fact that the diphenylamine salt is chosen in the group consisting of hydrochlorides, hydrobromides and sulfates. 7. Dye composition according to claim 1, charac-terrified by the fact that it also contains diphenylamines and oxidation bases, at least one coupler. 8. Dye composition according to claim 7, charac-terrified by the fact that said couplers correspond to the formula general in which R17 and R18, which may be identical or different, may mean hydroxy -NHR where R can be a hydrogen atom, a acyl, ureido, carbalkoxy, carbamylalkyl, alkyl group, dialkylcarbamylalkyl, hydroxyalkyl; R17 and R18 can also mean hydrogen, alkoxy and alkyl provided that one at least substituents R17 and R18 denote OH. R19 and R20 may denote hydrogen, branched or unbranched alkyl, alkoxy, halogen, amino optionally substituted by an alkyl or acylamino group, ureido. 9. Dye composition according to claim 8, charac-terrified by the fact that the couplers are resorcinol, meta aminophenol, 2,4-diamino anisole, 2-methyl-5 ureido-phenol, 2,6-dimethyl-5-amino phenol, 2-methyl-5-acetylamino phenol, 2,6-dimethyl-5-acetylamino phenol, 3-amino-4-methoxyphenol. 10. Dye composition according to claim 7, charac-terrified by the fact that said couplers are heterogeneous compounds rocyclics such as hydroxy-6 phenomorpholine, amino-6 pheno-morpholine, pyridine derivatives, pyrazolones or diketonic compounds. 11. Dye composition according to any one of claims 1, 3 or 8, characterized in that the composition sition contains direct dyes such as azo, anthra-quinones, nitrates of the benzene series, indamines, indoanilines and indophenols. 12. Dye composition according to any one of Claims 1,3 or 8, characterized in that the colors ants are used in the form of aqueous solutions. 13. Dye composition according to claim 1, charac-terrified by the fact that dyes are used in compositions which are in the form of a solution, a emulsion, dispersion, cream, gel or aerosol. 14. Dye composition according to claim 13, characterized in that the composition contains glycols. 15. Dye composition according to claim 14, characterized in that the glycols are butylylycol, the propylene glycol the monomethyl ester of diethylene glycol. 16. Dye composition according to claim 13, characterized by the fact that the dyes are used in the compositions in the form of hydroalcoholic solutions. 17. Dye composition according to claim 16, characterized in that the hydroalcoholic solution is a solution in ethanol or isopropanol. 18. Dye composition according to one of claims 1, 3 or 8, characterized in that it contains ingredients dients usually used in cosmetics, chosen from the group consisting of thickeners, wetting agents, blowing agents, surfactants, penetration, washing agents, polymers, reducers sequestrants, alkalinizing agents, acidifying agents dification. 19. Dye composition according to claim 1, characterized by the fact that it has a pH between 5 and 11. 20. Dye composition according to one of claims 3 or 8 characterized in that it has a pH understood between 8 and 10. 21. Dye composition according to claim 1, characterized by the fact that it is used in mixture with an oxidant. 22. Dye composition according to claim 21, characterized by the fact that the oxidant used is hydrogen peroxide, urea peroxide, a persulfate, a perborate. 23. Dye composition according to one of claims 1, 3 or 8 characterized in that the concentration of diph nylamine used varies between 0.01 and 3% of the weight of the compound total tion. 24. Dye composition according to claim 8, characterized in that the proportion of the coupler is between 0.001 and 5% by weight. 25. Dye composition according to one of claims 1, 3 or 8, characterized in that the concentration of the oxidation base is between 0.03 and 2% and that of coupler between 0.015 and 2% by weight. 26. Hair dyeing method characterized by the fact impregnate the hair to be dyed with a composition such as defined in one of claims 1, 3 or 8, optionally-ment after adding hydrogen peroxide to this composition in the proportion of 100 to 300% by weight, and only after a time varying between 10 to 40 minutes, the fibers are rinsed and possibly wash with shampoo and rinse.