CA2148005C - Detergent compositions inhibiting dye transfer - Google Patents

Detergent compositions inhibiting dye transfer

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Publication number
CA2148005C
CA2148005C CA002148005A CA2148005A CA2148005C CA 2148005 C CA2148005 C CA 2148005C CA 002148005 A CA002148005 A CA 002148005A CA 2148005 A CA2148005 A CA 2148005A CA 2148005 C CA2148005 C CA 2148005C
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Canada
Prior art keywords
moieties
dye transfer
group
moiety
polyamine
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CA002148005A
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French (fr)
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CA2148005A1 (en
Inventor
Abdennaceur Fredj
James Pyott Johnston
Regine Labeque
Christiaan Arthur Jacques Kamiel Thoen
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Procter and Gamble Co
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Procter and Gamble Co
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0021Dye-stain or dye-transfer inhibiting compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/75Amino oxides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715Polyesters or polycarbonates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3792Amine oxide containing polymers

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The present invention relates to inhibiting dye transfer compositions comprising polyamine N-oxide containing polymers and terephthalate-based polymers.

Description

WO94~10277 l 2 1 ~ 8 0 0 S PCT/US~3/~W36 DETERGENT COMPOSITIONS INHIBITING
DYE TRANSFER

Field of the Invention The present invention relates to a composition and a process for inhibiting dye transfer between fabrics during washing.

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.

~_ 2 One way of overcoming this problem would be to complex or absorb the fugitive dyes washed out of dyed fabrics before they have the opportunity to become attached to other articles in the wash. Polymers have been used within detergent compositions to inhibit dye transfer, such as EP-A-O 102 923, DE-A-2 814 329, FR-A-2 144 721 and EP-265 257.

United States Patent No. 5,478,489 describes dye transfer inhibiting compositions comprising polyamine N-oxides containing polymers.

In addition to dye binding, it is also important to prevent the tendency of some coloured fabrics to release dyes into the wash solution. It has now been found that terephthalate-based soil release polymers when added to said polyamine N-oxide dye transfer inhibiting compositions enhance the overall dye transfer inhibiting performance.

This finding allows the formulation of detergent compositions which are very efficient in preventing colour-bleeding and in eliminating transfer of solubilized or suspended dyes.

According to another embodiment of this invention a process is also provided for laundering operations involving colored fabrics.

Terephthalate-based soil release polymers have also been described in the art, for instance in GB 2 137 221, US 4,116,885, US ,132,680, EP 185 427, EP 199 403, EP 241 985 and EP 241 984.

Summary of the Invention The present invention relates to inhibiting dye transfer composltlons comprlslng A) polyamine N-oxide polymers.
B) terephthalate-based polymers.

~2 ~
2 1 4 8' ~ ~ 5 PCT/US93/09936 Detailed description of the invention The compositions of the present invention comprise as essential elements polyamine N-oxide polymers (A) and a - terephtalate-based polymer (B).

tA) Polyamine N-oxide polymers The polyamine N-oxide polymers contain units having the following structure formula :

Ax I
R

~herein P is a polymerisable unit, whereto the N-O group can be attached to or wherein the N-O group forms part of the polymerisable unit or a combination of both.

O O O
A is NC, CO, C, -O-,-S-, -N- ; x is or O or 1;

R arè aliphatic, ethoxylated aliphatics, aromatic, heterocyclic or alicyclic groups or any combination thereof whereto the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group is part of these groups The N-O group can be represented by the following general structures :

O O
I
(Rl)x -N- (R2)y =N- (Rl)x I

(R3)z W094/10277~ $~ PCT/US93/09936 wherein Rl, R2, R3 are aliphatic groups, aromatic, heterocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or l and wherein the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group forms part of these groups.

The N-O group can be part of the polymerisable unit (P) or can be attached to the polymeric backbone or a combination of both.
Suitable polyamine N-oxides wherein the N-O group forms part of the polymerisable unit comprise polyamine N-oxides wherein R is selected from aliphatic, aromatic, alicyclic or heterocyclic groups.
One class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group forms part of the R-group. Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyrridine, pyrrole, imidazole, pyrrolidine, piperidine and derivatives thereof.
Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group is attached to the R-group.

Other suitable polyamine N-oxides are the polyamine oxides whereto the N-O group is attached to the polymerisable unit.
Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (I) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-0 functional group is part of said R group.
Examples of these classes are polyamine oxides wherein R
is a heterocyclic compound such as pyrridine, pyrrole, imidazole and derivatives thereof.

Another preferred class of polyamine N-oxides are the polyamine oxides having the general formula (I) wherein R
are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-0 functional group is attached to said R
groups.

WO94/10277 2 1 ~ ~ ~ O S PCT/US93/~9~
_ 5 Examples of these classes are polyamine oxides wherein R
groups can be aromatic such as phenyl.

Any polymer backbone can be used as long as the amine oxide polymer formed is water-soluble and has dye transfer inhibiting properties. Examples of suitable polymeric - backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.

The amine N-oxide polymers of the present invention typically have a ratio of amine to the amine N-oxide of 10 : 1 to 1: 1000000. However the amount of amine oxide groups present in the polyamine oxide polymer can be varied by appropriate copolymerization or by appropriate degree of N-oxidation . Preferably, the ratio of amine to amine N-oxide is from 3:1 to 1:1000000. The polymers of the present invention actually encompass random or block copolymers where one monomer type is an amine N-oxide and the other monomer type is an N-oxide or not.

The amine oxide unit of the polyamine N-oxides has a PKa <
10, preferably PKa < 7, more preferred PKa < 6.
The polyamine oxides can be obtained in almost any degree of polymerisation. The degree of polymerisation is not critical provided the material has the desired water-solubility and dye-suspending power.

Typically, the average molecular weight is within the range of 500 to 1000,000 ; more preferred 1000 to 500,000 ; most preferred 5000 to 100,000.

The polyamine N-oxides of the present invention are typically present from 0.01 to 10% , more preferably from 0.05 to 1%, most preferred from 0.05 to 0.5 % by weight of the dye transfer inhibiting composition.

WOg4/10277 ~ PCT/US93/~36 a~ 6 (B) Terephthalate-based soil release polymers It has now surprisingly been found that the overall dye transfer inhibiting performance of detergent compositions comprising polyamine N-oxide polymers can be improved by adding terephtalate-based soil release polymers.

It is believed that the adsorption capa~ity of terephtalate-based soil release polymers onto the fabrics is improved by the polyamine N-oxide polymers. As a result, the soil release polymer adsorbs better onto the surface of the fabrics immersed in the wash solution. It is also believed that the backbone structure is important to the adsorption of the polymers on the fabrics while the end groups confer the soil release properties. The adsorbed polyester then forms a film onto the fabrics which prevents the fabric from bleeding. The said combination of terephthalate-base polymers and polyamine N-oxide containing polymers allows us to formulate dye transfer inhibiting compositions which are very efficient in preventing colour-bleeding and in eliminating transfer of solubilized or suspended dyes.
The compositions according to the present invention comprise from 0.01 % to 10 % by weight of the total dye transfer inhibiting composition, preferably from 0.05 % to 5 ~ of a terephthalate-based soil release polymer. Such soil release polymers have been extensively described in the art , for instance in US 4,116,885, US 4,132,680, EP 185 427, EP 199 403, EP 241 985 and EP 241 984.

Suitable polymers for use herein include polymers of the formula :
X -[(oCH2CH(Y))n(oR5)m H A-Rl-A-R2)u(A-R3-A-R2)v1-- A - R4 - A ~(R50)m(CH(Y)CH20)n~ X

In this formula, the moiety ~(A-R1-A-R2)U(A-R3-A-R2)v~ A-R4-A
forms the oligomer or polymer backbone of the compounds.

W O 94/10277 2 1 ~ PC~r/US93/09g36 ~ 7 O O
The linking A moieties are essentially - C0 - or -OC- moi-eties, i.e. the compounds of the present invention are polyesters.
As used herein, the term "the A moieties are essentially - OC - or - C0 - moieties" refers to compounds where O O
the A moieties consist entirely of moieties - OC - or - C0 -, or o are partially substituted with linking moieties such as - N~ - or CN - (amide), and - OCN - or - N~0 - (urethane). The degree of H H H
partial substitution with these other linking moieties should be such that the soil release properties are not adversely affected to any great extent. Preferably, linking moteties A consist O O
entirely of (i.e., comprise lOOX) moieties - OC - or -C0 -, l.e., o e each A is either - OC - or - C0 -The Rl moieties are essentially 1,4-phenylene mo~eties. As used herein, the term "the Rl moieties are essentially 1,4-phenylene moieties" refers to compounds where the Rl moieties consist entirely of 1,4-phenylene moiet~es, or are part~ally substituted with other ary~ene or alkar~lene moieties, alkylene moieties, alkenylene moieties, or mixt~res the.c~f. Arylene and alkarylene moieties which can be partially subst~tuted for 1,4-phenylene include 1,3-phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-biphenylene, 4,4'-biphenylene and mixtures thereof. Alkylene and alkenylene moieties which can be partially substituted include ethylene, 1,2-propylene, 1,4-butylene, l,S-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octa-methylene, l,4-cyclohexylene, and mixtures thereof.
For the Rl moieties, the degree of partial substitution with moieties other than l,4-phenylene should be such that the soil release properties of the compound are not adversely affected to WO 94/10277 ~ rv' PCI~/US93/09936 any great extent. Generally, the degree of partial substitution which can be tolerated will depend upon the backbone length of the compound, i.e., longer backbones can have greater partial sub-stitution for l,4-phenylene moieties. Usually, compounds where the Rl comprise from about 50 to 100~ 1,4-phenylene moieties (from 0 to about 50X moieties other than 1,4-phenylene) have adequate soil release activity. For example, polyesters made accordlng to the present invention with a 40:60 mole ratio of ~sophthalic (1,3-phenylene) to terephthalic (1,4-phenylene) acid ha~e adequate soil release activity. However, because most polyesters used in fiber making comprise ethylene terephthalate units, it is usually desirable to minimize the degree of partial substitution w~th moieties other than 1,4-phenylene for best soil release activity.
Preferably, the Rl moieties consist entirely of (~.e., compr~se 100~) 1,4-phenylene moieties, i.e. each Rl mo~ety is 1,4-phenyl-ene.
The R2 moieties are essent~ally ethylene mote ff es, or sub-stituted ethylene mo~eties having Cl-C4 alkyl or alkoxy sub-stitutents. As used herein, the tenm ~the R2 mo~et~es are essen-tially ethylene moieties, or subst~tuted ethylene moiet~es hav~ng Cl-C4 alkyl or alkoxy subst~tuents~ refers to compounds of the present invention where the ~2 mo~eties cons~st ent1rely of ethylene, or substituted ethylene mo~et~es, or are partially substituted with other compatible moiet~es. Examples of these other moieties include linear C3-C6 alkylene motet~es such as 1,3-propylene, 1,4-butylene, 1,5-pentylene or 1,6-hexamethylene, 1,2-cycloalkylene mo~eties such as 1,2-cyclohexylene, 1,4-cyclo-alkylene moieties such as 1,4-cyclohexylene and 1,4-dimethylene-cyclohexylene, polyoxyalkylated 1,2-hydroxyalkylenes such as -CH2-CH- , and oxyalkylene moieties such as CH2 ~(CH2CH2~)p X

-CH2CH20CH2CH20CH2CH2- or -CH2cH2~c 2 2 For the R moieties, the degree of partial substitution with these other moieties should be such that the soil release pro-perties of the compounds are not adversely affected to any great W O 94/10277 2 I ~ ~ O OS PC~r/US~3/09936 _ 9 extent. Generally, the degree of partial substitution which can be tolerated will depend upon the backbone length of the compound, i.e., longer backbones can have greater partial substitution.
Usually, compounds where the R2 comprise from about 20 to 100X
ethylene, or substituted ethylene moieties (from 0 to about 80 other compatible moieties) have adequate soil release activity.
For example, polyesters made according to the present invention with a 75:25 mole ratio of diethylene glycol (-CH2CH20CH2CH2-) to ethylene glycol (ethylene) have adequate soil release activity.
However, it is desirable to minimize such partial substitution, especially with oxyalkylene moieties, for best soil release activity. (During the making of polyesters according to the present invention, small amounts of these oxyalkylene moiettes (as dialkylene glycols) are typically formed from glycols in side reactions and are then incorporated into the polyester). Prefer-ably, R2 comprises from about 80 to 100X ethylene, or substituted ethylene moieties, and from 0 to about 20X other compatible moieties.
For the R moieties, suitable ethylene or substituted ethyl-ene moieties include ethylene, 1,2-propylene, 1,2-butylene, 1,2-hexylene, 3-methoxy-1,2-propylene and mixtures theleof.
Preferably, the R moieties are essentially ethylene moieties, 1,2-propylene moieties or mixtures thereof. Inclusion of a greater percentage of ethylene moieties tends to improve the soil release activity of the compounds. Surprisingly, inclusion of a greater percentage of 1,2-propylene moieties tends to improve the water solubility of the compounds.
For the R3 moieties, suitable substituted C2-C18 hydro-carbylene moieties can include substituted C2-C12 alkylene, alkenylene, arylene, alkarylene and like moieties. The substitut-ed alkylene or alkenylene moieties can be l~near, branched, or cyclic. Also, the R3 moieties can be all the same (e.g. all substituted arylene) or a mixture (e.g. a mixture of substituted arylenes and substituted alkylenes). Preferred R3 moieties are those which are substituted 1,3-phenylene moieties.

WO 94/10277 PCI'/US93/09936 The substituted R3 moieties preferably have only one - S03M, -COOM, -o-~-(R50)m(CH(Y)cH2o)n-~-x or -A-~(R2-A-R4-A) ~ (R50)m(CH(Y)CH20)n~t X substituent. M can be H
or any compatible water-soluble cation. Suitable water soluble cations include the water soluble alkali metals such as potassium (K ) and especially sodium (Na ), as well as ammonium (NH4 ).
Also suitable are substituted ammonium cations having the fonmula:
Rl where R1 and R2 are each a Cl-C20 hydrocarbyl group (e.g. alkyl, hydroxyalkyl) or together form a cyclic or heterocyclic ring of from 4 to 6 carbon atoms (e.g. piperidine, morpholine); R3 is a C1-C20 hydrocarbyl group; and R4 is H (ammonium) or a C1-C20 hydrocarbyl group (quat amine). Typical substituted ammonium cationic groups are those where R4 is H (ammonium) or Cl-C4 alkyl, especially methyl (quat amine); Rl is C10-Cl8 alkyl, espec~ally C12-C14 alkyl; and R2 and R3 are each C1-C4 alkyl, especially methyl.
The R3 moieties haYing -A-~(R2-A-R4A)-3-W
-~-(RS0)m(CH(Y)CH20)n-~-X substituents provide branched backbone compounds. R moieties having -A{ (R2-A-R4-A) ~ R -A moieties provide crosslinked backbone compounds. Indeed, syntheses used to make the branched backbone compounds typically provide at least some crosslinked backbone compounds.
The moieties -(RS0)- and -(CH(Y)CH20)- of the moieties -~-(R50)m(CH(Y)CH20)n-~- and -~-(oCH(Y)CH2)~(0R5)m-3- can be mixed together or preferably form blocks of -(R 0)- and -(CH(Y)CH20)-moieties. Preferably, the blocks of -(R50)- moieties are located next to the backbone of the compound. When R5 is the moiety -R2-A-R6-, m is 1; also, the moiety -R2.A-R6- is preferably located next to the backbone of the compound. For R5, the pre-ferred C3-C4 alkylene is C3H6 (propylene); when RS is C3-C4 alkylene, m is preferably from 0 to about S and is most preferably 0. R6 is preferably methylene or 1,4-phenylene. The moiety -(CH(Y)CH20)- preferably comprises at least about 75X by weight of 2 1 ~ PCr/US93/09936 the moiety -~-(RSo)m(CH(Y)CH20)n-3- and most preferably 100X by weight (m is 0).
The Y substituents of each moiety -~(R50)m(CH(Y)CH20)n-~ are the ether moiety -CH2(0CH2CH2)pO-X, or are, more typically, a mixture of this ether moiety and H; p can range from 0 to 100, but is typically 0. When the Y substituents are a mixture, moiety -(CH(Y)CH20)n - can be represented by the following moiety:

~(CHCH20)n(CH2CH20) CH2(0CH2CH2)pO-X

wherein n1 is at least 1 and the sum of n1 + n2 is the value for n. Typically, n1 has an average value of from about 1 to about 10. The moieties -(CHCH20)n - and - (CH2CH20)n-CH2(0CH2CH2)pO x 2 can be mixed together, but typically form blocks of -(C~CH20)n - and -(CH2CH20)n - moieties.

CH2 ( 0CH2CH2 ) pO-X

X can be H, C1-C4 alkyl or -eR7, wherein R7 is C1-C4 alky1. X is preferably methyl or ethyl, and most preferably m~thyl. The value for each n is at least about 6, but is preferably at least about 10. The value for each n usually ranges from about 12 to about 113. Typically, the value for each n is in the range of from about 12 to about 43.
~ he backbone moieties -~-A-Rl-A-R2-~- and -(-A-R3-A-R2-~- can be mixed together or can form blocks of -~-A-Rl-A-R2~L and -~-A-R3-A-R2-~ moieties. It has been found that the value of u + v needs to be at least about 3 in order for the compounds of the present invention to have significant soil release activity. The maximum value for u ~ v is generally determined by the process by which the compound is made, but can range up to about 25, i.e. the WO 94~10277 - ~ PCI'/US93/09936 12 '~

compounds of the present invention are oligomers or low molecular weight polymers. By comparison, polyesters used in fiber making typically have d much higher mo~ecular weight, e.g. have from about ~0 to about 250 ethylene terephthalate units. Typically, the sum of u ~ v ranges from about 3 to about 10 for the compounds of the present invention.
Generally, the larger the u + v value, the less soluble is the compound, especially when the R3 moieties do not have the substituents -COOM or -S03M. Also, as the value for n increases, the value for u + v should be increased so that the compound will deposit better on the fabric during laundering. ~hen the R3 moieties have the substituent -A-~_(R2_ A-R -A) 3w E (RSO)m(CH(Y)CH20)n_~_X (branched backbone compounds) or -A-~-(R2-A-R4-A) ~ R2_A_ (crosslinked backbone compounds), the value for w is typically at least 1 and is determined by the process by which the compound is made. For these branched and crosslinked backbone compounds the value for u + v ~ w is from about 3 to about 25.
Preferred compounds in this class of polymers are block polyesters having the formula:
O O O
{ ( 2CH2)n20cH2FH)nl] t (OC- R1 -CO-R2)u(_~ - R3 -O O O
co R2) ~ oc-~4-co{(IHcH2o)nl(cH2cH2o) wherein the Rl moieties are all 1,4-phenylene moieties; the R2 moieties are essentially ethylene moieties, 1,2-propylene moieties or mixtures thereof; the R3 moieties are all potassium or pre-ferrably sodium 5-sulfo-1,3-phenylene moieties or substituted 1,3-phenylene moieties having the substituent WO 94/10277 PCI/USg3/09g36 - 2~4~QO~

O O O
) i W~~(IHCH2~)n1(CH2CH20)n-~-X at the 5 position; the R moieties are Rl or R3 moieties, or mixtures thereof; each X is ethyl or preferably methyl; each nl is from 1 to about S; the sum of each nl + n2 is from about 12 to about 43;
when w is O, u + v is from about 3 to about 10; when w is at least 1, u + v + w is from about 3 to about 10.
Particularly preferred block polyesters are those hhere v is O, i.e. the linear block polyesters. for these most preferred linear block polyesters, u typically ranges from about 3 to about 8. The most water soluble of these linear block polyesters are those where u is from about 3 to about 5.

Other suitable polymers for use herein include polymers of the formula :
X-E(OCH2CH(Y))n(oR4)m ~ E(A-Rl-A-R2)u(A-Rl-A-R3) - A-Rl-A~(R40~m(CH(Y)CH20)n~ X

In this formula, the moiety -~(A-Rl-A-R2)U(A-Rl-A-R3)V~ A-Rl-A-forms the oligomer or polymer backbone of the compounds. Groups X-~(oCH2CH(Y))n(oR4)m~ and -~(R40)m(CH(Y)CH20)n~}-X are generally connected at the ends of the oligomer/polymer backbone.
O O
Il ~I
The linkins A moieties are essentially - CO - or -OC- moi-eties, i.e. the compounds of the present invention are polyesters.
As used herein, the tenm "the A moieties are O O
essentially - OC - or - CO - moieties" refers to compounds where O O
the A moieties consist entirely of moieties - OC - or - CO -, or WO 94/l~77 Q~ PCI/US93/09936 are partially substituted with linking moieties such as - NC - or O O O H
CN - (amide), and - OYN - or - NCO - (urethane). The degree of H H H
partial substitution with these other linking moieties should be such that the soil release properties are not adversely affected to any great extent. Preferably, linking moieties A consist O O
entirely of ~i.e., comprise 100~) moieties - OC - or -CO -, i.e., O O
each A is either - OC - or - CO -The Rl moieties are essentially 1,4-phenylene moieties. As used herein, the term ~the Rl moiet~es are essentially 1,4-phenylene moieties" refers to compounds where the Rl moieties consist entirely of 1,4-phenylene mo~eties, or are partially substituted with other arylene or alkarylene moiet~es, alkylene moieties, alkenylene moieties, or mixtures thereof. Arylene and alkarylene moieties which can be part~ally substituted for 1,4-phenylene include 1,3-phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-biphenylene, 4,4~-biphenylene and mixtures thereof. Alkylene and alkenylene moiet~es which can be partially substituted include ethylene, 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octa-methylene, 1,4-cyclohexylene, and mixtures thereof.
These other arylene, alkarylene, alkylene and alkenylene moieties can be unsubstituted or can have at least one -S03M,-COOM
or -A-R~ A-Rl-A-R7-o ~ X substituent or at least one moiety -A-R -~A-Rl-A-R -3--A- cross-linked to another R moiety, wherein R7 is the moiety R~ or R3; and w is O or at least 1. Preferably, these substituted Rl moieties have only one -S03M, -COOM or -A-R7 { A-R1-A-R7-o ~ X substituent. M can be H or any compatible water-soluble cation. Suitable water-soluble cations include the water-soluble alkali metals such as potassium (K ) and especiatly sodium (Na ), as well as ammonium (NH4 ). Also suitable are substituted ammonium cations having the formula:

W O 94/10277 P(~r/US93/Og936 15 ~ 0 S

R2 N+ R4 l3 where R1 and R2 are each a C1-C20 hydrocarbyl group (e.g. alkyl, hydroxyalkyl) or together form a cyclic or heterocyclic ring of from 4 to 6 carbon atoms (e.g. piperidine, morpholine); R3 is a C1-C20 hydrocarbyl group; and R4 is H (ammonium) or a C1-C20 hydrocarbyl group (quat amine). Typical substituted ammonium cationic groups are those where R4 is H (ammonium) or Cl-C4 alkyl, especially methyl (quat amine); R1 is C10-Cl8 alkyl, especially C12-C14 alkyl; and R and R are each C1-C4 alkyl, especially methyl.
The R1 moieties having -A-R7-~- A-R1-A-R7-o ~ X substituents provide branched backbone compounds. ~he R1 moieties having -A-R7{ A-R1-A-R7 ~ A- moieties provide cross-linked backbone compounds. Indeed, syntheses used to make the branched bac~bone compounds typically provide at least some cross-linked backbone compounds.
For the R1 moieties, the degree of partial substitution with moieties other than 1,4-phenylene should be such that the soil release properties of the compound are not adversely affected to any great extent. Generally, the degree of partial substitution which can be tolerated will depend upon the backbone length of the compound, i.e., longer backbones can have greater partial sub-stitution for 1,4-phenylene moieties. Usually, compounds where the R comprise from about 50 to 100X 1,4-phenylene moieties (from 0 to about 50X moieties other than 1,4-phenylene) have adequate soil release activity. However, because most polyesters used in fiber making comprise ethylene terephthalate units, it is usually desirable to minimize the degree of partial substitution with moieties other than 1,4-phenylene for best soil release activity.
Preferably, the R1 moieties consist entirely of (i.e., comprise 100g) 1,4-phenylene moieties, i.e. each R1 moiety is 1,4-phenyl-ene.

PCI'/US93/09936 Q~ 16 '-The R2 moieties are essentially substituted ethy1ene moieties having Cl-C~ alkyl or alkoxy substitutents. As used herein, the term "the R moieties are essentially substituted ethylene moie-ties having C1-C4 alkyl or alkoxy substituents" refers to compounds of the present invention where the R2 moieties consist entirely of substituted ethylene moieties, or are partially replaced with other compatible moieties. Examples of these other moieties include linear C2-C6 alkylene moieties such as ethylene, 1,3-propylene, 1,4-butylene, l,S-pentylene or 1,6-hexamethylene, 1,2-cycloalkylene moieties such as 1,2-cyclohexylene, 1,4-cycloalkylene moieties such as 1,4-cyclohexylene and 1,4-dimethylene-cyclohexylene, polyoxyalkylated 1,2-hydroxyalkylenes such as -CH2-C~- , and oxyalkylene moieties such as CH2 0 ( CH2CH20 ) p X

-CH2CH20CH2CH2-.
For the R moieties~ the degree of partial replacement with these other moieties should be such that the soil release and solubility properties of the compounds are not adversely affected to any great extent. Generally, the degree of part1al replacement which can be tolerated will depend upon the soil release and solubility properties desired, the backbone length of the com-pound, (i.e., longer backbones generally can have greater partial replacement), and the type of moiety involved (e.g., greater partial substitution with ethylene moieties generally decreases solubility). Usually, compounds where the R2 com~rise from about 20 to 100~ substituted ethylene moieties (from 0 to about 80X
other compatible moieties) have adequate soil release activity.
However, it is generally desirable to minimize such partial replacement for best soil release activity and solubility properties. (During the making of polyesters according to the present invention, small amounts of oxyalkylene moieties (as dialkylene glycols) can be formed from glycols in side reactions and then incorporated into the polyester). Preferably, R2 com-prises from about 80 to 100~ substituted ethylene moieties, and from 0 to about 20X other compatible moieties. For the R2 W O 94/10277 2 1 ~ P(~r/USg3/09936 17 moieties, suitable substituted ethylene moieties include 1,2-propylene, 1,2-butylene, 3-methoxy-1,2-propylene and mixtures thereof. Preferably, the R2 moieties are essentially 1,2-propylene moieties.
The R moieties are essentially the polyoxyethylene moiety ~(CH2CH20)q~CH2CH2~~ As used herein, the term "the R3 moieties are essentially the polyoxyethylene moiety ~(CH2CH20)q~H2CH2~n refers to compounds of the present invention in which the R
moieties consist entirely of this polyoxyethylene moiety, or further include other compatible moieties. Examples of these other moieties incluce C3-C6 oxyalkylene moieties such as oxy-propylene and oxybutylene, polyoxyalkylene moieties such as polyoxypropylene and polyoxybutylene, and polyoxyalkylated 1,2-hydroxyalkylene oxides such as -OCH2CH-CH20(CH2CH20)p-X .
The degree of inclusion of these other moieties should be such that the soil release properties of the compounds are not ad-versely affected to any great extent. Usually, in compounds of the present invention, the polyoxyethylene moiety comprises from about 50 to 100~ of each R3 moiety. Preferably, the polyoxyethylene moiety comprises from about 90 to lOOX of each R3 moiety. (During the making of polyesters according to the present invention, very small amounts of oxyalkylene mo~eties may be attached to the polyoxyethylene moiety in side reactions and thus incorporated into the R3 moieties).
For the polyoxyethylene moiety, the value fo: q is at least about 9, and is preferably at least about 12. The value for q usually ranges from about 12 to about 180. Typically, the value for q is in the range of from about 12 to about 90.
The moieties -tR40)- and -(CH(Y)CH20)- of the moieties -~-(R O)m(CH(Y)CH2G)n-~- and -~-(oCH(Y)CH2)r(0R4)m-~- can be mixed together or preferably form blocks of -(R 0)- and -(CH(Y)CH20)-moieties. Preferably, the blocks of -(R40)- moieties are located next to the backbone of the compound. ~hen R4 is the moiety -R2-A-R5-, m is 1; also, the moiety -R2-A-R5- is preferably located next to the backbone of the compound. For R4, the WO 94/102~ PCI/US93/09936 preferred C3-C4 a1kylene is C3H6 (propylene); when R4 is C3-C4 alkylene, m is preferably from O to about 10 and is most pre-ferably 0. R5 is preferably methylene or 1,4-phenylene. The moiety -(CH(Y)CH20)- preferably comprises at least about 75~ by weight of the moiety -~-(R40)m(CH(Y)CH20)n-~- and most preferably lOOX by weight (m is 0).
The Y substituents of each moiety [(R50)m(CH(Y)CH20)n] are H, the ether moiety -CH2(0CH2CH2)pO-X, or a mixture of this ether moiety and H; p can range from O to lOO, but is typically 0.
Typically, the Y substituents are all H. ~hen the Y substituents are a mixture of the ether moiety and H, the moiety -(CH(Y)CH20)n-can be represented by the following moiety:

-{(jHCH20)n(CH2CH20)n~-CH2 ( 0CH2CH2 ) pO-X

wherein nl is at least 1 and the sum of nl I n2 is the value for n. Typically, n1 has an average value of from about 1 to about 10. The moieties -(CHCH20)n - and ~(CH2CH2~)n-CH2(0CH2CH2)pO_X
can be mixed together, but typically form blocks of -(fHCH20)n - and ~(CH2CH2~)n2 moieties.

CH2(0CH2CH2 ) pO-X

X can be H, C1-C4 alkyl or -CR7, wherein R7 is Cl-C4 alkyl. X is preferably methyl or ethyl, and most preferably methyl. The value for each n is at least about 6, but is preferably at least about 10. The value for each n usually ranges from about 12 to about 113. Typically, the value for each n is in the range of from about 12 to about 45.
The backbone moieties -~-A-Rl-A-R2-~- and ~ ~ ~ 8 Q ~ 5 PCr/US93/09g36 -~-A-Rl-A-R3-~- can form blocks of -~-A-Rl-A-R ~ and -~-A-RI-A-R3~- moieties but are more typically randomly mixed together. For these backbone moieties, the average value of u can range from about 2 to about 50; the average value of v can range from about 1 to about 20; and the average value of u + v can range from about 3 to about 70. The average values for u, v and u + v are generally determined by the process by which the compound is made. Generally, the larger the average value for v or the smaller the average ~alue for u + v, the more soluble is the compound. Typically, the average value for u is from about 5 to about 20; the average value for v is from about 1 to about 10; and the average value for u + v is from about 6 to about 30. Géner-ally, the ratio of u to v is at least about 1 and is typically from about 1 to about 6.
Preferred compounds in this class of polymers are polyesters having the formula:
O O O O
X-(OCH2CH2)n ~(-OC-Rl-CO-R2-)U (-~-Rl-Co-R3-) O O
-OC-R-CO-~CH2CH20)n-X

wherein each R1 is a 1,4-phenylene moiety; the R2 are essentially 1,2-propyle~e moieties; the R3 are essentially the polyoxyethylene moiety ~(CH2H20)q~CH2CH2~; each X is ethyl or preferably methyl;
each n is from about 12 to about 45; q is from about 12 to about 90; the average value of u is from about 5 to about 20; the average value of v is from about 1 to about 10; the average value of u + v is from about 6 to about 30; the ratio u to v is from about 1 to about 6.

WO 94/10277 PCI~/US93/09936 ~ighly ~referred Dolymers for use ~erein are Dolymers of the formula :
O O
X tOCH2CH2tn tO - C - R1 _ ~ - OR2t O O
~ 0 - C - R1 _ C - Ot ta~2CH2 n in which X can be any suitable capping group, wit~ each X being selected frorn the group consisting of H, and alkyl or acyl groups containing from 1 to about 4 carbon atoms, preferably 1 to 2 carbon atoms, most preferably alkyl. n is sel~ted for water solubility and is a range of values which generally averages from about 10 to about 50, preferably from about 10 to about 25. The selection of u is critical to formùlation in a liquid detergent having a relatively high ionic strength. Tl~ere should be very little material, preferably less than about 10 mol ~, more preferably less than S mol %, most preferably Icss than 1 mol %, in which u is greater than 5. Furtt.&r~.~re there should be at least 20 mol %, preferably at least 40 mol %, of material in which u ranges from 3 to 5.
The R1 moieties are essentially 1,4-phenylene ~ieties. As used herein, the term "the Rl moieties are essentially 1, 4-phenylene moieties" refers to CDm pounds where the Rl moieties consist entirely of t,4-phenylene moieties, or are partially substituted with other arylene or alkarylene moieties, alkylene moieties, alkenylene moieties, or mixtures thereof. Arylene and alkarylene moieties which can be partially substituted for t,4-phenylene include 1,3-phenylene, 1,2-phenylene, WO94/10277 Z ~ 8~ PCI/US~3/09936 1, 8-naphthylene, 1, 4-naphthylene, 2, 2-biphenylene, 4, 4'-biphenylene and mixtures thereof. Alkylene and alkenylene moieties which can be partially substituted include ethylene, 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octamethylene, '1,4-cyclohexylene, and mixtures thereof.
For the R1 moieties, the degree of partial substitution with moieties other than 1 ,4-phenylene should be such that the soil release properties of the compovrd are not adversely afrecled to any great extent. Generally, the degree of partial substitution which can be tolerated will depend upon the ' ackbone length of the compound, i . e ., longer baci~bones can have greater partial substitution for 1, 4 ~ enylene moieties. Usually, compound where the Rl comprise from about 509~ to 100~ enylene moieties (from 0 to about S0~ moieties other than 1,~ ~he.-ylene) have adequate soil release activity. For example, ~oly~sters made according to the present i..~ent;~ with a 40:60 mole ratio of isophthalic (1,3-phenylene) to terepl.tha~ic (1,4-phenylene) acid have adequate soil ~el~ase activity. Il~ e~er, because most polyesters used in fiber making comprise ethylene terephthalate units, it is usually desirable to minimizc the degree of partial substitution with moieties other than 1,~ ~he.~ylene for best soil release activity. Preferably, the Rl moieties consist entirely of (i.e., comprise 100~) l,q phenylene moieties, i.e. each Rl moiety is 1, 4-phenylene.
For the R2 m~ieties, suit~ble ethylene or substituted ethyl-ene moieties include ethylene, 1, 2-propylene, 1, 2-butylene, 1, 2-hexylene, 3-methoxy-1 ,2-propylene and mixtures thereof.
Preferably, the R2 moieties are essentially ethylene moieties, - or, preferably, 1, 2-propylene moietieS or mixtures thereof .
Although inclusion of a greater percentage of ethylene moieties tends to improve the soil release activity of the compounds, the percentage included is limited by water so!ubility. Surprisingly, inclusion of a greater percentage of 1,2-propylene moieties tends to improve the water solubility of the c~ ~unds and consequently ~ ~ ~8~

the ability to formulate isotropic aqueous detergent compositions without significantly harming soil release activity.
For this invention, the use of 1,2-propylene moieties or a similar branched equivalent is extremely important for maximizing incorporation of a substantial percentage of the soil release component in the heavy duty liquid detergent compositions.
Preferably, from about 75% to about 100~, more preferably from about 90% to about 100% of the R2 moieties are 1,2-propylene molet ies .
In general, soil release components which are soluble in cool (15~C) ethanol are also useful in compositions of the invention.
The value for n averages at least about 10, but a distribution of n values is present. The value for each n usually ranges from about 10 to about 50. Preferably, the value for each n averages in the range of from about 10 to about 25.
A preferred process for making the soil release component comprises the step of extracting a polymer having a typical distribution in which a substantial portion comprises a material in which u is equal to or greater than 6 with essentially anhydrous ethanol at low temperatures, e.g. from about 10~C to about 15~C, preferably less than about 13~C. The ethanol soluble fraction is substantially free of the longer polymers and is much easier to incorporate into isotropic heavy duty liquids, especially those with higher builder levels. Although the polymers wherein u is less than about 3 are essentially of no value in providing soil release effects, they can be more easily incorporated than higher u values.
A more preferred process for making the soil release component is by direct synthesis.
A more comprehensive disclosure of the soil release component and methods for making it can be found in Canadian Patent No. 1,315,286, issued March 30, 1993.

~B~

wo g4/10277 2 I ~ 8 Q o 5 pcr/us93/o9936 The most prefe~red polymers for use herein are polymers according to the formula :

O O
X (OCH2CH2)n (O - C - R1 - C - oR2)U
~
(o - C - R1 - C - O) (cH2cH2o)n X

wherein X is methyl, n is 16, R1 is 1,4-phenylene moiety, R2 is 1,2-propylene moiety and u is essentially between 3 and 5.

DETERGENT ADJUNCTS

The present compositions are conveniently used as additives to conventional detergent compositions for use in laundry operations. The present invention also encompasses dye transfer inhibiting compositions which will contain detergent ingredients and thus serve as detergent compositions.
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-C1g 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 r' WO94/102~ PCT/US93/09936 carbon atoms ln 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_1s alkyl sulphates. The cation in each instance is again an alkali metal cation, preferably sodium.
One class of nonionic surfactants useful in the present invention are condensates of ethylene oxide with a hydrophobic moiety to provide a surfactant having an average hydrophilic-lipophilic balance (HLB) 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-C1s primary alcohol ethoxylates containing 3-8 moles of ethylene oxide per mole of alcohol, particularly the C14-C1s primary alcohols containing 6-8 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.

WO94/10277 ~ t~ 8~ q5 PCT~US93/0~36 Also suitable as nonionic surfactants are poly hydroxy fatty acid amide surfactants of the formula R2 - C - N - Z, Il I
O Rl wherein R1 is H, or R1 is C1_4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, R2 is Cs_31 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, R1 is methyl, R2 is a straight C11_1s 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 (Na2Si2Os).
Suitable polycarboxylates builders for use herein include citric 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, WO ~/10~77 Z ~ 26 PCT/US93/~gg~

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.
Other suitable polycarboxylates are oxodisuccinates and mixtures of tartrate monosuccinic and tartrate disuccinic acid such as described in US 4,663,071.
Especially 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 of a water-insoluble aluminosilicate builder such as zeolite A, and a watersoluble carboxylate chelating agent such as citric acid.
Other builder materials 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 GB-A-1,596,756.
Examples of such salts are polyacrylates of MW 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.

WO94/10277 21~ ~ ~ 0 5 PCT/US93/09936 _ 27 Detergency builder salts are normally included 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 components 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.
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 inhibiting properties.
Another example of said technologies are cellulase for color maintenance/ rejuvenation.
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 amount of "inorganic filler salt", compared to conventional granular detergents; typical filler salts are alkaline earth metal salts of sulphates and chlorides, typically sodium sulphate;
"compact" detergents typically comprise nst more than 10%
filler salt. The liquid~compositions according to the present invention can also be in "compact 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.
The 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.

w094/to277 ~4~~~ PCT/US93/~9~

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, especially 20 to 60, 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 used as additive during laundry operations.

The following examples are meant to exemplify compositions of the present invention , but are not necessarily meant to limit or otherwise define the scope of the invention, said scope being determined according to claims which follow.

Example I :

A liquid detergent composition according to the present invention is prepared, having the following composition :

Linear alkylbenzene sulfonate 10 Alkyl sulphate 4 Fatty alcohol (C12-Cls) ethoxylate 12 Fatty acid 10 Oleic acid 4 Citric acid NaOH 3 4 Propanediol 1.5 Ethanol 10 Poly(4-vinylpyridine)-N-oxide 0.3 Therephtalate-based polymer 0.4 Minors up to 100 Example II :

A compact granular detergent composition according to the present invention is prepared, having the following formulation:

WO94/10277 2 1 ~ 5 PCT/US93/0~36 Linear alkyl benzene sulphonate 11.40 Tallow alkyl sulphate 1.80 C4s alkyl sulphate 3.00 C4s alcohol 7 times ethoxylated 4.00 Tallow alcohol 11 times ethoxylated 1.80 Dispersant 0.07 Silicone fluid 0.80 Trisodium citrate 14.00 Citric acid 3.00 Zeolite 32.50 Maleic acid actylic acid copolymer 5.00 DETMPA 1.00 Cellulase ~active protein) 0.03 Alkalase/BAN 0.60 Lipase 0.36 Sodium silicate 2.00 Sodium sulphate 3.50 Glucose 10.00 Poly(4-vinylpyridine)-N-oxide 0.3 Terephtalate-based polymer 0.4 Minors up to 100 Examples III-VI :

The compositions according to the present invention will be further illustrated by the following examples. The following liquid detergent compositions are made by mixing the listed ingredients in the listed proportions (weight %).
These compositions comprise a pH-jump system which consists of polyhydroxy fatty acid amide surfactants and borate and/or propanediol. The compositions are formulated at a pH below 7, preferably at a pH of 6.5. Upon dilution, these formulations ..
provide a wash pH of at least 7.4. This pH-jump allows compositions which are unstable at a certain pH to be formulated at a lower pH. Examples of such compositions are polymer-containing compositions which have a better stability of the polymers at a lower pH. Other advantages of the pH-jump WO94/10277 ~ PCT/US93/ffl 36 system include the improved bleachable stain removal upon pretreatment and lower formulation cost, in that less neutralizing agent is required to obtain a higher pH.

III IV V VI

C12-C1s Alkyl sulfate - 19.0 21.0 C12-C1s Alkyl ethoxylated sulfate23.04.0 4.025.0 C12-C14 N-methyl glucamide 9.0g 0 g og o C12-C14 fatty alcohol ethoxylate 6.06.0 6.06.0 C12-Cl6 Fatty acid 9.06.8 14.014.0 citric acid anhydrous 6.04.5 3.53.5 Diethylene triamine penta methylene phosphonic acid 1.01.0 2.02.0 Monoethanolamine 13.212.7 12.811.0 Propanediol 12.714.5 13.110.0 Ethanol 1.81.8 4.75.4 Enzymes 2.42.4 2.02.0 Terephtalate-based polymer 0.50.5 0.50.5 Polyvinyl pyrrolidone 1.0 1.0 Poly(4-vinylpyridine)-N-oxide 0.5 0.5 Boric acid 2.42.4 2.8 2.8 2-butyl-Octanol 2.02.0 2.0 2.0 DC 3421 R (1) 0.30.4 0.3 0.4 FF 400 R (2) Water & Minors ------up to 100%------(1) DC 3421 is a silicone oil commercially available from Dow Corning. (2) is a silicone glycol emulsifier available from Dow Corning.

Claims (6)

WHAT IS CLAIMED IS:
1. A dye transfer inhibiting composition comprising A) water soluble polyamine N-oxide polymer containing amine oxide units having a pka <10 and the following structure formula:

wherein P is a polymerisable unit, whereto the N-O group can be attached to or wherein the N-O group forms part of the polymerisable unit or a combination of both;
A is , , , -O-, -S-, -N-, x is 0 or 1;
R are aliphatic, ethoxylated aliphatics, aromatic, heterocyclic or alicyclic groups or any combination thereof whereto the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group is part of these groups;

N-O groups having the following general structures:

wherein R1, R2, R3 are aliphatic groups, aromatic, heterocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or 1 and wherein the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group forms part of these groups; and B) 0.01% to 10% by weight of the composition of terephthalate-based soil release polymer.
2. A dye transfer inhibiting composition according to claim 1 wherein the polyamine N-oxide containing polymer is present at levels from 0.01% to 10% by weight of the composition.
3. A dye transfer inhibiting composition according to claim 1 or 2 wherein said terephthalate-based polymer is a polymer according to the formula:

X (OCH2CH2)n (CH2CH2O)n X
wherein X is methyl, n is 16, R1 is 1,4-phenylene moiety, R2 is 1,2-propylene moiety and u is essentially between 3 and 5.
4. A dye transfer inhibiting composition according to claim 1, 2 or 3 wherein the polyamine N-oxide is polyvinylpyridine N-oxide.
5. A dye transfer inhibiting composition according to claim 1, 2, 3 or 4 which is a detergent additive, in the form of a non-dusting granule or a liquid.
6. A detergent composition which comprises a dye transfer inhibiting composition according to claim 1, 2, 3, 4 or 5 further comprising surfactants, builders, enzymes and other detergent ingredients.
CA002148005A 1992-10-27 1993-10-15 Detergent compositions inhibiting dye transfer Expired - Fee Related CA2148005C (en)

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EP92203287A EP0594893B1 (en) 1992-10-27 1992-10-27 Detergent compositions inhibiting dye transfer

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CA3149265A1 (en) * 2019-09-30 2021-04-08 Renae Dianna Fossum Fabric care compositions that include a copolymer and related methods

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KR950704463A (en) 1995-11-20
HU217365B (en) 2000-01-28
AU669029B2 (en) 1996-05-23
CA2148005A1 (en) 1994-05-11
JPH08502547A (en) 1996-03-19
KR100329878B1 (en) 2002-08-08
GR3026078T3 (en) 1998-05-29
PH31042A (en) 1997-12-29
PL175437B1 (en) 1998-12-31
PL308544A1 (en) 1995-08-21
TW276269B (en) 1996-05-21
ATE163036T1 (en) 1998-02-15
ES2111607T3 (en) 1998-03-16
CZ105895A3 (en) 1995-12-13
EP0594893A1 (en) 1994-05-04
EP0594893B1 (en) 1998-02-04
CN1047619C (en) 1999-12-22
BR9307320A (en) 1999-06-01
DE69224385D1 (en) 1998-03-12
CN1089645A (en) 1994-07-20
CZ288208B6 (en) 2001-05-16
MX9306674A (en) 1994-04-29
HUT71958A (en) 1996-02-28
DK0594893T3 (en) 1998-03-02
HU9501189D0 (en) 1995-06-28
DE69224385T2 (en) 1998-08-20
AU5363294A (en) 1994-05-24
WO1994010277A1 (en) 1994-05-11

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