Language selection

Search

Patent 2189747 Summary

Third-party information liability

Some of the information on this Web page has been provided by external sources. The Government of Canada is not responsible for the accuracy, reliability or currency of the information supplied by external sources. Users wishing to rely upon this information should consult directly with the source of the information. Content provided by external sources is not subject to official languages, privacy and accessibility requirements.

Claims and Abstract availability

Any discrepancies in the text and image of the Claims and Abstract are due to differing posting times. Text of the Claims and Abstract are posted:

  • At the time the application is open to public inspection;
  • At the time of issue of the patent (grant).
(12) Patent Application: (11) CA 2189747
(54) English Title: DYE TRANSFER INHIBITING COMPOSITIONS WITH SPECIFICALLY SELECTED METALLO CATALYSTS
(54) French Title: COMPOSITIONS POUR INHIBER LE TRANSFERT DES COULEURS, CONTENANT DES CATALYSEURS CONSTITUES DE COMPLEXES METALLIQUES SPECIAUX
Status: Dead
Bibliographic Data
(51) International Patent Classification (IPC):
  • C11D 3/28 (2006.01)
  • C11D 3/00 (2006.01)
  • C11D 3/16 (2006.01)
  • C11D 3/34 (2006.01)
  • C11D 3/386 (2006.01)
  • C11D 3/39 (2006.01)
  • C11D 3/395 (2006.01)
(72) Inventors :
  • LABEQUE, REGINE (Belgium)
  • JOHNSTON, JAMES PYOTT (Belgium)
(73) Owners :
  • THE PROCTER & GAMBLE COMPANY (United States of America)
(71) Applicants :
(74) Agent: SIM & MCBURNEY
(74) Associate agent:
(45) Issued:
(86) PCT Filing Date: 1995-04-25
(87) Open to Public Inspection: 1995-11-23
Examination requested: 1996-11-06
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): Yes
(86) PCT Filing Number: PCT/US1995/005035
(87) International Publication Number: WO1995/031526
(85) National Entry: 1996-11-06

(30) Application Priority Data:
Application No. Country/Territory Date
94870078.6 European Patent Office (EPO) 1994-05-11

Abstracts

English Abstract






The present invention relates to inhibiting dye transfer compositions comprising (i) one or more of a specific metallo catalyst selected
from the group of porphyrins and/or phthalocyanines, (D) an efficient amount of bleaching agent.


French Abstract

La présente invention concerne des compositions pour inhiber le transfert de couleurs contenant i) un ou plusieurs catalyseurs métalliques spéciaux, choisis dans le groupe des porphyrines et/ou des phtalocyanines, ii) une quantité efficace d'agent de blanchiment.

Claims

Note: Claims are shown in the official language in which they were submitted.





21

WHAT IS CLAIMED IS:
1. A dye transfer inhibiting composition comprising
i) one or more of a specific metallo catalyst selected from
the group of porphyrins and/or phthalocyanines,
said porphyrins having the formula I


Image

FORMULA I
wherein M is a transition metal capable of sustaining
oxidation, and if desired may also be joined to one or more
axial ligands in addition to the four nitrogen groups, each Y
and Y° is independently H, fluoro or chloro, each R ring is
Image

22

X and X° are independently H or an electronegative group
which is not a water solubilizing group, eg. X and X° are
independently, fluoro,= chloro, bromo, or NO2, X1, X2 and X3
are independently H or an electronegative group, including
water solubilizing electronegative groups, including without
limitation fluoro, chloro, bromo, SO3H, COCH or NO2, subject
to the provisions that
1) when none of X1, X2 and X3 is not a water solubilizing
group, then at least one Y and Y° on each porphyrin ring
is other than H,
2) when Y and Y° are both H, at least one but not more than
two of X1, X2 and X3 is a water solubilizing group, eg.
SO3H or COOH, and at least two of X and X° and the X1, X2
and X3 which are not a water solubilizing group are
independently an electronegative group which is not a
water solubilizing group, e.g. fluoro, chloro, bromo or
NO2, and
3) no more than two of X1, X2 and X3 are water solubilizing
groups, or the water soluble salts thereof in which said
water solubilizing groups are in corresponding water
soluble salt form,
said phthalocyanines having the formula (1)
Image
Formula (1)

23
wherein M is selected from Fe, Cr, Mn, Co, Ru, Rh, Mo,V,
in which at least one of the peripheral carbon atoms in the
1-16 positions of the phthalocyanine nucleus (M Pc) are
unsubstituted or substituted by any combination of atoms or
groups and sulphonated derivatives thereof provide that the
phthalocyanine absorbs electromagnetic radiation at a
wavelength from 650nm to 800nm,
ii) an efficient amount of bleaching agent.
2. A detergent inhibiting composition according to claim 1
wherein the porphyrins have one or more of the following
features:
a) Y and Y° on each porphyrin ring are independently H or
chloro,
b) one of X1, X2 and X3 is SO3H,
c) at least two of X, X°, X1, X2 and X3 are chloro, more
particularly with X and X° being chloro, and
d) M is Mn, Fe.
3. A detergent inhibiting composition according to claim 1
where the phthalocyanine have the formula (2)
M Pc (O-R)aXb(SO3A)d Formula (2)
wherein:
M Pc is a phthalocyanine nucleus as defined in Formula (1);
each R independently is an organic radical;
each X independently is a halogen or hydrogen; the O-R and X
groups being attached to one or more or the 16 peripheral
carbon atoms of the phthaloxyanine nucleus;
A is selected from H, a metal, ammonium or substituted
ammonium as described above;
a is from 1 to 16;
b is from 0 to 15;
d is an average value from 0.1 to 50;
a+b is from 1 to 16.

24
4. A detergent inhibiting composition according to claim 1
where the phthalocyanine have the formula (3)
M Pc (O-R1)aXb Formula (3)
wherein:
M Pc is as defined in Formula (1)
R1 is selected from optionally substituted aryl and
optionally substituted heteroaryl:
X is halogen or H;
a is an integer from 1 to 16;
b is an integer from 0 to 15; and
a+b is equal to 16.
5. A dye transfer inhibiting composition according to claims
1-4 wherein the wash concentration of the metallo catalyst is
from 10-8 to 10-3 molar, preferably from 10-6 to 10-4 molar.
6. A dye transfer inhibiting composition according to claims
1-5 wherein the bleaching agent is selected from an activated
or a non-activated bleach.
7. A dye transfer inhibiting composition according to claims
1-6 which is a detergent additive, in the form of a non-
dusting granule or a liquid.
8. A detergent composition which comprises a dye transfer
inhibiting composition according to any of the preceding
claims further comprising enzymes, surfactants, builders, and
other conventional detergent ingredients.
9. A detergent composition which comprises a dye transfer
inhibiting composition according to any of the preceding
claims further comprising a cellulase.

Description

Note: Descriptions are shown in the official language in which they were submitted.


wo 95/31526 2 1 8 ~ 7 ~ 7 A ~
DYE TRANSFER INHIBITING COMPOSITIONS
WITE3 SPECIFICALLY SELECTED
METALLO CATALYSTS
Field of the Invention
The present invention relates to a composition and a process
for inhibiting dye transfer between fabrics durlng washing.
More in particular, the present invention relates to a
composition and a process for inhibiting dye transfer between
fabrics during washing comprising specifically selected
metallo catalysts.
Background of the Invention
One of the most persistent and troublesome problems arising
during modern fabric laundering operations is the tendency of
some colored fabrics to release dye into the laundering
solutions. The dye is then transferred onto other fabrics
being washed therewith.
One way of overcoming this problem would be to bleach the
fugitive dyes washed out of dyed fabrics before they have the
opportunity to become attached to other articles in the wash.

WO 95~315Z6 2 1 8 9 7 ~ 7 ~ u~ --
suspended or solubilized dyes can to some degree be oxidized
in solution by employing known bleaching agents.
However it is important at the s2me time not to bleach the
dyes actually rP-n~inin~ on the fabrics, that is, not to cause
color damage.
U.S. Patent 4,077,768 describes a process for inhibiting dye
transfer by the use of an oxldlzing bleaching agent together
with a catalytic compound such as iron porphins.
Copending EP Patent Application 91202655. 6 filed October 9,
l99l, relates to dye transfer inhibiting compositions
comprising an enzymatic system capable of generating hydrogen
peroxide and porphin catalysts.
It has now been found that specifically selected metallo
catalysts in the presence of an efficient amount of a quick
releasing bleaching agent are very efficient in preventing dye
trans f er .
Accordingly, a dye transfer inhibiting composition is
provided which exhibits optimum dye transfer inhibiting
properties .
According to another embodiment, the invention provides an
efficient process for ~laundering operations involving colored
f abrics .
Summary of the Invention
The present invention relates to inhibiting dye transfer
compositions comprising
i) one or more of a specific metallo catalyst selected from
the group of porphyrins and/or phthalocyanines,
ii) an efficient amount o~ bleaching agent.
-


W095131526 218~7
Detailed description of the Invention
The term "specific metallo catalysts" herein encompassesone or more of a specific metallo catalyst selected from the
groups of porphyrins and/or phthalocyanines as defined below.
A) porphyrins having the following formula I:
Yo
C==C~ C R
N~
DY
C ~yO R
FORMULA I
wherein M is a transition metal capable of sustaining
oxidation, and if desired may also be joined to one or more
axial ligands in addition to the four nitrogen groups, each Y
and Y is independently H, fluoro or chloro, each R ring is
X~X
Xl ~ X3

Wo 95/31526 2 1 8 9 7 ~ 7 ~,lIL _. --
X and X are independently H OL an electronegative group
which is not a water solubilizing group, eg. X and X are
independently, fluoro, chloro, bromo, ~ or N02, Xl, X2 and X3
are independently H or an electronegative group, including
water solubilizing electronegative groups, including without
limitation fluoro, chIoro, bromo, 503H, COCH or N02, subject
to the provisions that
l) when none of Xl, X2 and X3 is not a water solubilizing
group, then at least one Y and Y on each porphyrin ring
is other than H,
2) when Y and Y are both H, at least one but not more than
two of Xl, X2 and X3 is a water solubilizing group, eg.
S03H or COOH, and at least two of X and X and the Xl, X2
and X3 which are not a water solubilizing group are
independently an electronegative group which is not a
water solubilizing group, e.g. fluoro, chloro, bromo or
N02, and
3) no more than two of Xl, X2 and X3 are water solubilizing
groups, or the water soluble salts thereof in which said
water solubilizing groups are in corresponding water
soluble salt form.
Particular subgroups of the compounds of the foLmula I
are the compounds of the formulae Ia and Ib.
The compounds of ~he formula Ia are those with reference
to the structural formula I in which:
a) at least one of Y and Y on each porphyrin ring is fluoro
or chloro and the other is H, fluoro or chloro,
b) X and X are independently H, fluoro, chloro, bromo or
N02 ~
c) Xl, X2 and X3 are independently H, fluoro, chloro, bromo,
S03H, COOH or N02, provided that no more than two of Xl,
X2 and X3 are S03H or COOH, and
d) M is as above defined.

218974
W095/31526 ~ ~ r~

The compounds of the formula Ib are those with reference
to the structural formula I in which
a) Y and Y are independently H, fluoro or chloro,
b) X and X are independently H, fluoro, chloro, bromo or
N02 ~
c) Xl, X2 and X3 are independently H, fluoro, chloro, bromo,
SO3H, COOH and NO2 with the provisions that i) at least
one but not more than two of Xl, X2 and X3 are SO3H or
COOH, and ii) at least two of X, X, Xl, X2 and X3 is
fluoro, chloro, bromo or NO2, and
d) M is as above defined.
The preferred compounds of the formula Ia have one or
more of the following features:
a) both Y and Y on each porphyrin ring is fluoro or chloroi
b) at least two of X, X, Xl, X2 and X3 are fluoro or chloro,
more particularly with X and X being fluoro or chloro,
and
c) N is Fe, Cr, Mn, Co, Ru, Rh, Mo, V.
More preferred compounds of the formula Ia have one or
more of the following features:
a) both Y and Y on each porphyrin ring is chloro;
b) at least two of X, X, Xl, X2 and X3 are chloro,
more particularly with X and X being chloro, and
c) M is Fe, Mn.
The preferred compounds of the formula Ib have one or
more of the following features:
a) Y and Y on each porphyrin ring is independently H or
chloro;
b) one of Xl, X2 and X3 is SO3H,
c) at least two of X, X, Xl, X2 and X3 are fluoro or chloro,
and
d) M is Fe, Cr, Mn, Co, Ru, Rh, Mo, V.

Wo 95/31S26 ~ t
6 ~ 2 1 ~ q ~
More preferred compounds of the formula Ib have one or
more of the following features:
a) Y and Y on each porphyrin ring are independently H or
chloro,
b) one of X1, X2 and X3 is 503~,
c) at least two of X, X, X1, X2 and X3 are chloro, more
particularly with X and X being chloro, and
d) ~ is ~n, Fe.
Another preferred subclass of the compounds of the
formula Ib are those in which one of Y and yG on each
porphyrin is other than H, more particularly those in which
both Y and Y are fluoro or chloro.
With regard to each R ring as described above, each R
ring will contain the minimum substitution provided for
above, but the positioning and number of substitutions above
the minimum on each R ring may vary. Preferably, each R ring
is the same.
In general, it is preferred that only one of X1, X2 and
X3 is a water solllhili7;n~ group. It is also more
particularly preferred that when one of Y or Y is to be
other than H, that both be other than H.
A subclass of the compounds of the formula Ib described
in application SeriaL No . 039, 566 of April 17, 1987, in which
Y and Y are H, X and X are each chloro, Xl and X2 are H and
R3 is an electronegative group including a water solubili7ing
group is in free acid form and those with and without ligands
such as the chloride ligand form.
The compounds of the invention having SO3H or COOH
groups are water soLuble and the invention also includes such
water soluble compounds in which such groups are in water
soluble salt form with a cation of a base such as an alkali
IlLetal (sodium, potassium or lithium), and ~lk~line earth
metal, or an ammonium cation, preferably an alkali metal or

- =
w0 gsl3ls26 ~ 4 7 F~
ammonium cation Such salt forms may be prepared by reacting
a compound of the formula I with a base by conventional
procedures .
M may be any transition metal which is capable of sustaining
oxidation. Examples of preferred metals include Fe, Cr, Mn,
V, Rh, Ru and Co. Particularly preferred metals are Fe and
Mn. Additionally the metal may be joined to a ligand, The
axial ligands, usually one or two but occasionally more, may
be virtually any group which is capable of forming a single
hydrolysable bond with the M, as known in the art. Examples
of axial ligands by way of illustration only include -OCH3, -
OH, amines, halide ions, particularly chloride, and water.
B) Substituted phthalocyanines in which at least one of the
peripheral carbon atoms in the 1-16 positions of the
phthalocyanine nucleus ~M Pc), as shown in Formula (1)
14~
~N~ 6
9 8----7/

Formula ( 1 )
wherein M is selected from Fe, Cr, Mn, Co, Ru, Rh,
Mo, V
are unsubstituted or substituted by any combination of atoms
or groups and sulphonated derivatives thereof provide that
the phthalocyanine absorbs electromagnetic radiation at a
wavelength from 650nm to 800nm.
In the present phthalocyanines the phthalocyanine
nucleus is complexed with a metal represented by M. Preferred
metals represented by M are Fe, Mn, Co, Rh, Cr, Ru, Mo or V.

Wo 95131526 2 ~ 8 ~ ~ 4 7 ' i P~
In the phthalocyanines used in the present invention
each of the pendant organic radlcals lir~ked via oxygen to the
phthalocyanine nucleus is independently selected from
aromatic, heteroaromatic, aliphatic and alicyclic radicals,
such that any one phthalocyanine nucleus may carry two or
more different organic radicals.
It is preferred that each pendant organic radical is
independently selected from mono- and bi-cyclic aromatic and
heteroaromatic radicals.
Examples of suitable mono- and bi-cyclic aromatic and
heteroaromatic radicals are phenyl, naphthyl, especially
naphth-2-yl, pyridyl, thiophenyl, furanyl, quinolinyl,
thiazolyl, benzothiazolyl and pyrimidyl each of which may be
substituted.
Where the pendant organic radical is an aliphatic or
alicyclic radical it is preferred that it is selected from
Cl_20-alkyl especially Cl_lo alkyl; C2_20 alkenyl especially
C3_10 alkenyl and Cq-8 cycloalkyl especially cyclohexyl, each
of which may be substituted.
Optional substituents for the pendant organic radicals
are preferably selected from Cl_20 alkyl, especially C1_4
alkyl; C1_20 alkoxy, especially Cl_q alkoxy, C1_20 alkenyl,
especially C2-g alkenyl; Cl_20 alkylthio, especially C1_4
alkylthio; C1_20 alkoxycarbonyl, especially C1_4
alkoxycarbonyl; hydroxyC1_4 alkoxy, aryl, especially phenyl;
Cl_4 alkylaryl, especially benzyl; arylthio, especially
phenylthio; halogen, especially fluoro, chloro and bromo; -
CN;-NO2;-CF3;-COR2;-COOR2;-CoNR2R3, -S02R2,-So2NR2R3 and -OR2
in which R2 and R3 are independently selected from -H; alkyl,
especially C1_4 alkyl; aryl, especially phenyl; C1_4
alkylaryl, especially benzyl and -SO3A in which A is H, or a
metal or ammonium ion or substituted ammonium ion.
In the phthalocyanines used in the present invention it
is preferred that from 4 to 16 of the peripheral carbon atoms
are linked via an oxygen atom to a pendant organic radical
and it is especially preferred that all 16 peripheral carbon
atoms are linked via an oxygen atom to a pendant organic
radical .

wo 95/31526 2 ~ 8 9 7 ~ 7
Examples of suitable atoms or groups which can be
attached to any of the remaining peripheral carbon atoms of
the phthalocyanine nucleus are hydrogen, halogen, sulphonate
groups -S03A in which A is H, or a metal or ammonium ion or a
substituted ammonium ion, and any of the pendant organic
radicals described above and hereinafter represented by R. It
is preferred that the atoms or groups attached to the
remaining peripheral carbon atoms are selected from -H, -F, -
CI, -Br, -I, -S03H, -S03Na, -S03K, -So3Li and -S03NH4 or any
combination thereof. It is especially preferred that these
atoms or goups are -H, -CI, -Br, -S03H, -S03Na or -S03NH4.
The sulphonated derivatives of the phthalocyanines used
in the present invention carrying up to 50 S03A groups,
preferably up to 40 S03A groups and more preferably up to 30
S03A groups, which are attached directly to the
phthalocyanine nucleus and/or to the pendant organic radicals
are a preferred group of compounds for the present invention.
In the preferred group the average number of S03A groups
is preferably from 2 to 40 and more preferably from 2 to 30
and especially, preferably 16 to 30. It is also preferred
that for each pendant organic radical there is at least one
S03A group, although each organic radical may carry none, one
or more than one S03A group.
Where A is a metal ion it is preferably an alkali or
;1l k~l inP earth metal ion, especially an alkali metal ion such
as a sodium, potassium or lithium ion. Where A is an ammonium
ion it is preferably +NH4 or a substituted ammonium ion which
Pnh~nrPS the water-solubility of the compound. Examples of
suitable substituted ammonium ions which enhance the water
solubility of the compound are mono, di, tri and tetra alkyl
and hydroxylalkyl ammonium ions in which the alkyl groups
preferably contain from 1 to 4 carbon atoms such as +N~CH3)4;
+N(C2Hs)4; +N(C2H40H)4; +NH3CH3; +NH2(CH3)2 and NH(cH3)3-
The substituted ammonium ion represented by A preferablyhas one fatty alkyl group as described above, the r~ ~inin~
groups being preferably H or Cl_4 alkyl, especially H or
methyl. Suitable ammonium ions include 2-

W09~31526 21~97~7 lo
ethylhexylammonium, 1,1, 3, 3-tetramethylbutylammonium and
3, 5, 5-trimethylhexylammonium.
In compounds of the Formula (l) each of the peripheral
carbon atoms in the 1 to 16 positions of the phthalocyanine
nucleus are attached to a group Y and each Y is independently
selected from -H, halogen, -503A in which A is as
hereinbefore defined, and OR in which R is a pendant organic
radical as hereinbefore defined.
According to a further feature of the present invention
there are provided phthalocyanine compounds of the Formula
(2):
M Pc ~O-R) aXb ~S03A~ d Formula (2)
wherein:
M Pc is a phthalocyanine nucleus as defined in Formula (l);
each R independently is an organic radical;
each X independently is a halogen or hydrogen; the O-R and X
groups being attached to one or more or the 16 peripheral
carbon atoms of the phthaloxyanine nucleus;
A is selected from H, a metal, ammonium or substituted
ammonium as described above;
a is from 1 to 16;
b is from O to 15;
d is an average value from O.1 to 50;
a+b is from 1 to 16;
In phthalocyanines of Formula (2) ~ is any of the metals
descIibed above for M.
In phthalocyanines for Formula ~2) it is especially
preferred that M is Fe, Mn.
In a phthalocyanine of Formula (2) each of the radicals
denoted by R may be c~l e~teri from any of the pendant organic
radicals hereinbefore defined in relation to Formula ~1)
above .
In a phthalocyanine of formula (2) it is preferred that
a is ~rom 4 to 16 and more preferably from 5 to 16. It is
especially preferred that a is 16.
In a phthalocyanine of Formula ~2~ each halogen denoted
by X is preferably ~n~F~r~n~ tly selected from -F, -CI, -Br

7'~7
W095/31526 ,- ~; r~_
11
and -I and it is especially preferred that each halogen
denoted by X is independently -CI or -Br.
In a phthalocyanine of Formula (2 ) it is preferred that
b is from O to 12, and more preferably from O to 11.
When a+b is <16 the rr-~in~l~r of the 16 peripheral carbon
atoms, not carrying a group O-R or X, may carry a sulphonate
group, -S03A or a group represented by R. It is however
preferred that the sum of a+b is 16. It is also preferred
that a is 4, 8, 12 or 16, and especially 8, 12 or 16. -
In phthalocyanines of Formula t2) the metal ion denoted
by A is preferably an alkali or alkaline earth metal ion and
more preferably is selected from lithium, sodium and
potassium ion. It is especially preferred that a is a sodium,
an ammonium ion or hydrogen.
In phthalocyanines of Formula (2) it is preferred that d
is an average value from 2 to 40. It is more preferred that d
is an average value from 2 to 30, especially preferred that d
is an average value from 16 to 30.
According to a further feature of the present invention
there are provided phthalocyanine compounds of the Formula
(3):
M Pc ( ~R1 ) aXb Formula ( 3 )
wherein:
M Pc is as defined in Formula (1)
R1 is selected from opt~.~nally substituted aryl and
optionall ~ substituted heteroaryl;
X is halogen or H;
a is an integer from 1 to 16;
b is an integer from O to 15; and
a+b is e~ual to 16.
Preferred phthalocyanine compounds of formulae (3) are those
( 1 ) wherein
M is selected from Mn, Fe, Co;
X is halogen;
a is 4, 8 or 12; and b is 12, 8 or 4.

WO 95/31526 2 1 8 ~ ~ ~1 7
12
( 2 ) where i n:
M is selected from Mn, Fe, Co, V;
X is halogen;
a is 4, 8 or 12 and b is 12, 8, 4.
( 3 ) where in:
M is selected from Mn, Fe;
X is hydrogen;
a is 8 or 12; and b is 8 or 4.
( 4 ) wherein
M is selected from Fe, Mn, Ni;
a is from 5 to 16; and b is from 11 to 0.
( 5 ) wherein
M is selected from Fe, Mn, Ni;
a is from 1 to 3, and b is from 15 to 3.
( 6 ) wherein
M is selected from Fe, Mn, Co, Ni and V;
X is halogen;
a is from l to 16; and b i5 from 15 to 0.
( 7 ) wherein:
M is selected from Fe, Mn, Co, Ni and V;
a is from 1 to 14; and b is from 15 to 2, provided that
at least one X is H and one X is halogen.
In a phthalocyanine of Formula (3) it is preferred that
each of the radicals denoted by Rl is independently selected
from mono- or bi-cyclic aromatic or heteroaromatic radicals.
Examples of suible aromatic and heteroaromatic radicals are
those described above for R. The radicals denoted by Rl are
more preferably phenyl or naphthyl, especially 2-naphthyl.
Preferred substituents for the Rl group are as described for
R.
In a phthalocyanine of Formula (3) it is preferred that
a is an integer from 4 to 16 and that b is an integer from 12
to 0. It is also preferred that a is 4, 8, 12 or 16, more
especially 8, 12 or 16, and that b is 12, 8, 4 or 0.
In a phthalocyanine of Formula ~3) it is preferred that
the metal denoted by M is Fe, Mn, Co, Cr, Ru, Rh, Mo, V.

7~7 WO 95/31526 . P~ L _.
13
The phthalocyanines can be sulphonated directly on the
Pc nucleus, particularly when any of the 1-16 positions is
unsubstituted (i.e. the 1-16 peripheral carbon atoms carry a
hydrogen atom) or on any of the pendant organic groups R or
Rl, or on both the Pc nucleus and the pendant organic groups.
The preferred molar range of the specifically selected
metallo catalyst of the present invention in the wash is 10-8
molar to 10-3 molar, more preferably 10-6 to 10-4 molar.
An efficient amount of bleaching agent
The dye transfer inhibiting compositions according to the
present invention comprise an efficient amount of bleaching
agent .
According to the present invention, an efficient amount of
bleach is by definition the necessary amount of bleach which
ined with a bleach catalyst leads to a level of dye
oxidation which is between 40% to 100%, preferably 40% to 60%,
more preferred 60% to 80~, most preferred 80%-100% of the
maximu~ (Z) per cent of dye oxidation that can be achieved
under the most optimal conditions det~rmin~-l by those skilled
in the art.
The bleaches suitable for the present invention can be
activated or non-activated bleaches.
Preferably, the bleaches suitable for the present invention
include peroxygen bleaches. Examples of suitable water-soluble
solid peroxygen bleaches include hydrogen peroxide releasing
agents such as hydrogen peroxide, perborates, e.g. perborate
monohydrate, perborate tetrahydrate, persulfates,
percarbonates, peroxydisulfates, perphosphates and
peroxyhydrates. Preferred bleaches are percarbonates and
perborates .

-
Wo95131526 2~8~7 ` P.~ 5
14
The hydrogen peroxide releasing agents can be used in
combination with bleach activatorS such as
tetraacetylethylenediamine ~TAED), nonanoyloxybenzenesulfonate
(NOBS, described in US q, 412, 934), 3, 5, 5-
trimethylhexanoloxybenzenesulfonate ~ISONOBS, described in EP
lZO, 591), or pentaacetylglucose (PAG), which are perhydrolyzed
to form a peracid as the active bleaching species, leading to
improved bleaching effect.
The hydrogen peroxide may also be present by adding an
enzymatic system (i.e. an enzyme and a substrate therefore)
which is capable of generating hydrogen peroxide at the
beginning or during the washing and/or rinsing process. Such
enzymatic systems are disclosed in EP Patent Application
91202655. 6 filed October 9, I991.
Other peroxygen bleaches suitable for the present invention
include organic peroxyacids such as percarboxylic acids.
TQst Method~:
For a given catalyst concentration, temperature and pH, the
following two test methods can be used to estimate the optimum
bleach level that gives the maximum level of dye oxidation,
i.e. Z.
(a) In solution dye bleaching:
In a detergent solution, fix the initial concentration of
dye (e.g. 40 ppm) and catalyst. Record the absorbance
spectrum of this solution using a W-Vis spectrophotometer
according to procedures known to those skilled in the art.
Add a given concentration of bleach (H202, oxone,
percarbonate, perborate, activated bleach, etc. . ) and stir the
solution containing the dye and catalyst. After stirring for
30 min, record again the absorbance spectrum of the solution.
The amount of dye oxidation can then be determined from the
change in the absorbance maximum for the dye. Keeping the
experimental conditions the same, vary the amount of bleach so
as to achieve the maximum dye oxidation.

W095/31526 ~ 7~ 7 - y~

(b) Reduction of dye transfer from fabric to another fabric
In either a washing machine or launderometer, add a known
bleeding fabric and a known uncolored pick-up tracer (e.g.
cotton) to the wash load. After simulating a wash cycle,
determine the amount of dye that has been picked up by the
'cracer according to methods known to those skilled in the art.
Now to separate washing machines, add the same amount of
bleeding fabric and pick-up tracer, a fixed amount of catalyst
and vary the bleach level. Determine the level of dye
transfer onto the pick-up tracers and vary the amount of
bleach as to minimize dye transfer. In this way the most
optimal bleach concentration can be determined.
DETERGENT ADJUNCTS
A wide range of surfactants can be used in the detergent
compositions. A typical listing of anionic, nonionic,
ampholytic and zwitterionic classes, and species of these
surfactants, is given in US Patent 3, 664, 961 issued to Norris
on May 23, 1972.
Mixtures of anionic surfactants are particularly suitable
herein, especially mixtures of sulphonate and sulphate
surfactants in a weight ratio of from 5:1 to 1:2, preferably
from 3:1 to 2:3, more preferably from 3:1 to 1:1. Preferred
sulphonates include alkyl benzene sulphonates having from 9 to
15, especially 11 to 13 carbon atoms in the alkyl radical, and
alpha-sulphonated methyl fatty acid esters in which the fatty
acid is derived from a C12-C18 fatty source preferably from a
C16-C18 fatty source. In each instance the cation is an
alkali metal, preferably sodium. Preferred sulphate
surfactants are alkyl sulphates having from 12 to 18 carbon
atoms in the alkyl radical, optionally in admixture with
ethoxy sulphates having from 10 to 20, preferably 10 to 16
c2rbon atoms in the alkyl radical and an average degree of
ethoxylation of 1 to 6. Examples of preferred alkyl sulphates
herein are tallow alkyl sulphate, coconut alkyl sulphate, and
C14_15 alkyl sulphates. The cation in each instance is again
an alkali metal cation, preferably sodium.

:s
WO95/31526 ~ ~9 ~ 47 r~
16
One class of nonionic surfactants useful in the present
invention are condensates of ethylene oxide with a hydrophobic
moiety to provide a surfactant having 2n average hydrophilic-
lipophilic balance ~HL~3) in the range from 8 to 17, preferably
from 9 . 5 to 13 . 5, more preferably from 10 to 12 . 5 . The
hydrophobic (lipophilic) moiety may be aliphatic or aromatic
in nature and the length of the polyoxyethylene group which is
condensed with any particular hydrophobic group can be readily
adjusted to yield a water-soluble compound having the desired
degree of balance between hydrophilic and hydrophobic
elements .
Especially preferred nonionic surfactants of this type are
the Cg-Cls primary alcohol ethoxylates containing 3-8 moles of
ethylene oxide per mole of alcohol, particularly the C14-C15
primary alcohols containing 6-a moles of ethylene oxide per
mole of alcohol and the C12-C14 primary alcohols containing 3-
5 moles of ethylene oxide per mole of alcohol.
Another class of nonionic surfactants comprises alkyl
polyglucoside compounds of general formula
RO (cnH2no) tZx
wherein Z is a moiety derived from glucose; R is a saturated
hydrophobic alkyl group that contains from 12 to 18 carbon
atoms; t is from 0 to 10 and n is 2 or 3; x is from 1.3 to 4,
the compounds including less than 10% unreacted fatty alcohol
and less than 50% short chain alkyl polyglucosides. Compounds
of this type and their use in detergent are disclosed in EP-B
0 070 077, 0 075 996 and 0 094 118.
Also suitable as nonionic surfactants are poly hydroxy fatty
acid amide surfactants of the formula
R2 - C - N - z
O Rl

wo 95/31526 21 ~ g 7 4 7 r~
wherein Rl is H, or Rl is Cl_4 hydrocarbyl, 2-hydroxy ethyl,
2-hydroxy propyl or a mixture thereof, R2 is Cs_3l
hydrocarbyl, and Z is a polyhydroxyhydrocarbyl having a linear
hydrocarbyl chain with at least 3 hydroxyls directly connected
to the chain, or an alkoxylated derivative thereof.
Preferably, Rl is methyl, R2 is a straight Cll_l5 alkyl or
alkenyl chain such as coconut alkyl or mixtures thereof, and Z
is derived from a reducing sugar such as glucose, fructose,
maltose, lactose, in a reductive amination reaction.
The compositions according to the present invention may
further comprise a builder system. Any conventional builder
system is suitable for use herein including aluminosilicate
materials, silicates, polycarboxylates and fatty acids,
materials such as ethylenediamine tetraacetate, metal ion
sequestrants such as aminopolyphosphonates, particularly
ethylenediamine tetramethylene phosphonic acid and diethylene
triamine pentamethylenephosphonic acid. Though less preferred
for obvious environmental reasons, phosphate builders can also
be used herein.
Suitable builders can be an inorganic ion exchange material,
commonly an inorganic hydrated aluminosilicate material, more
particularly a hydrated synthetic zeolite such as hydrated
zeolite A, X, B or HS.
Another suitable inorganic builder material is layered
silicate, e.g. SKS-6 (Hoechst). SKS-6 is a crystalline
layered silicate consisting of sodium silicate (Na2Si25)-
Suitable polycarboxylates builders for use herein includecitric acid, preferably in the form of a water-soluble salt,
derivatives of succinic acid of the formula R-
CH(COOH)CH2(COOH) wherein R is C10-20 alkyl or alkenyl,
preferably C12-16, or wherein R can be substituted with
hydroxyl, sulfo sulfoxyl or sulfone substituents. Specific
examples include lauryl succinate , myristyl succinate,
palmityl succinate2-dodecenylsuccinate, 2-tetradecenyl
succinate. Succinate builders are preferably used in the form
of their water-soluble salts, including sodium, potassium,
ammonium and alkanolammonium salts.

WO95/31526 218g't~7 18 r~l"
Other suitable polycarboxylates are oxodisuccinates and
mixtures of tartrate monosuccinic and tartrate disuccinic acid
such as described in US 4, 663, 071
~ sper; ~1 l y for the liquid execution herein, suitable fatty
acid builders for use herein are saturated or unsaturated C10-
18 fatty acids, as well as well as the corresponding soaps.
Preferred saturated species have from 12 to 16 carbon atoms
in the alkyl chain. The preferred unsaturated fatty acid is
oleic acid.
Preferred builder systems for use in granular compositions
include a mixture o~ a water-insoluble aluminosilicate builder
such as zeolite A, and a watersoluble carboxylate chelating
agent such as citric a~id.
Other builder materlals that can form part of the builder
system for use in granular compositions the purposes of the
invention include inorganic materials such as alkali metal
carbonates, bicarbonates, silicates, and organic materials
such as the organic phosphonates, amiono polyalkylene
phosphonates and amino polycarboxylates.
Other suitable water-soluble organic salts are the homo- or
co-polymeric acids or their salts, in which the polycarboxylic
acid comprises at least two carboxyl radicals separated from
each other by not more than two carbon atoms.
Polymers of this type are disclosed in G3-A-1, 596, 756.
Examples of such salts are polyacrylates of ~W 2000-5000 and
their copolymers with maleic anhydride, such copolymers having
a molecular weight of from 20, 000 to 70, 000, especially about
40, 000.
Detergency builder salts are normally ~ nrl~ Pci in amounts of
from 10% to 80% by weight of the composition preferably from
20% to 70% and most usually from 30% to 60% by weight.
Other c~ on~nts used in detergent compositions may be
employed, such as bleaches, suds boosting or depressing
agents, enzymes and stabilizers or activators therefor, soil-
suspending agents soil-release agents, optical brighteners,
abrasives, bactericides, tarnish inhibitors, coloring agents,
and perfumes.

~ WO 95/31526 P~
19 2'189747
Especially preferred are combinations with technologies which
also provide a type of color care benefit. Examples of these
technologies are polyvinylpyrrolidone polymers and other
polymers which have dye transfer inhibit~ng properties.
Another example of said technologies are cellulase for color
maintenance/ re j uvenation .
Other examples are polymers disclosed in EP 92870017 . 8 filed
January 31, 1992 and enzyme oxidation scavengers disclosed in
EP 92870018 . 6 filed January 31, 1992. also particularly
suitable are amine base catalyst stabilizers disclosed in EP
92870019.4 filed January 31, 1992.
The detergent compositions according to the invention can be
in liquid, paste or granular forms. Granular compositions
according to the present invention can also be in "compact
form", i.e. they may have a relatively higher density than
conventional granular detergents, i.e. from 550 to 950 g/l; in
such case, the granular detergent compositions according to
the present invention will contain a lower amQunt of
"inorganic filler salt", compared to conventional granular
detergents; typical filler salts are ~l k~l inP earth metal
salts of sulphates and chlorides, typically sodium sulphate;
"compact" detergents typically comprise not more than 10%
filler salt. The liquid compositions according to the present
invention can also be in "concentrated form", in such case,
the liquid detergent compositions according to the present
invention will contain a lower amount of water, compared to
conventional liquid detergents.
~ he present invention also relates to a process for
inhibiting dye transfer from one fabric to another of
solubilized and suspended dyes encountered during fabric
laundering operations involving colored fabrics.
The process comprises contacting fabrics with a laundering
solution as hereinbefore described.
The process of the invention is conveniently carried out in
the course of the washing process. The washing process is
preferably carried out at 5 C to 75 C, ~per;~l ly 20 to 60,

WO95131526 ~ 7~7 - 20 P~
but the polymers are effective at up to 95 C. The pH of the
treatment solution is preferably from 7 to 11, especially from
7.5 to 10.5.
The process and compositions of the invention can also be
us ed ~ ~ddi ~ ive du~inq l~undry ope ra t i ons .

Representative Drawing

Sorry, the representative drawing for patent document number 2189747 was not found.

Administrative Status

For a clearer understanding of the status of the application/patent presented on this page, the site Disclaimer , as well as the definitions for Patent , Administrative Status , Maintenance Fee  and Payment History  should be consulted.

Administrative Status

Title Date
Forecasted Issue Date Unavailable
(86) PCT Filing Date 1995-04-25
(87) PCT Publication Date 1995-11-23
(85) National Entry 1996-11-06
Examination Requested 1996-11-06
Dead Application 2001-11-30

Abandonment History

Abandonment Date Reason Reinstatement Date
2000-11-30 FAILURE TO PAY FINAL FEE
2001-04-25 FAILURE TO PAY APPLICATION MAINTENANCE FEE

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Request for Examination $400.00 1996-11-06
Application Fee $0.00 1996-11-06
Maintenance Fee - Application - New Act 2 1997-04-25 $100.00 1996-11-06
Registration of a document - section 124 $0.00 1997-02-13
Registration of a document - section 124 $0.00 1997-02-13
Maintenance Fee - Application - New Act 3 1998-04-27 $100.00 1998-03-19
Maintenance Fee - Application - New Act 4 1999-04-26 $100.00 1999-03-23
Maintenance Fee - Application - New Act 5 2000-04-25 $150.00 2000-04-25
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
THE PROCTER & GAMBLE COMPANY
Past Owners on Record
JOHNSTON, JAMES PYOTT
LABEQUE, REGINE
PROCTER & GAMBLE COMPANY EUROPEAN TECHNICAL CENTER N.V.
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
Documents

To view selected files, please enter reCAPTCHA code :



To view images, click a link in the Document Description column. To download the documents, select one or more checkboxes in the first column and then click the "Download Selected in PDF format (Zip Archive)" or the "Download Selected as Single PDF" button.

List of published and non-published patent-specific documents on the CPD .

If you have any difficulty accessing content, you can call the Client Service Centre at 1-866-997-1936 or send them an e-mail at CIPO Client Service Centre.


Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Cover Page 1997-04-07 1 13
Abstract 1995-11-23 1 26
Description 1995-11-23 20 559
Claims 1995-11-23 4 81
Description 1999-09-07 23 636
Claims 1999-09-07 4 117
Claims 1997-04-12 4 113
Fees 2000-04-25 1 52
Prosecution-Amendment 1999-09-07 8 252
Prosecution-Amendment 1999-03-04 2 3
Assignment 1996-11-06 12 384
PCT 1996-11-06 9 285
Prosecution-Amendment 1996-10-30 6 177
Fees 1996-11-06 1 72