DE2631419A1 - COMPOSITIONS FOR TEXTILE TREATMENT - Google Patents

Description

LAWYERS

DR. JUR. Oin.-CHEM. WALTER BEIT 1 O ι ,, ι;

DR. JUR. ü; '- L-CIiJM. H.-J. WOLfF
CR. JUR. ΗΛ! 3 crik '. Ax

FRAüKFi; RT AM MAJN HIGH?

AL) OONSIKASS S8 ■

Our no. 20 585

Procter S Gamble European Technical Center Strombeek-Bever / Belgium

Compositions for textile treatment

The present invention relates to compositions and a method of treating fabrics in an aqueous bath such as the final rinse after, a Washing process to improve various properties of the textile. .

It was found several years ago that textiles A softer feel can be imparted by treatment in a dilute solution or dispersion certain cationic quaternary ammonium derivatives are made, and there are rinse additives made up for this purpose been brought to market.

The present invention surprisingly makes it possible to obtain substantial additional advantages by using an unusual combination of textile

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tilbehandlungs- or -konditioniermittel brought to application will. These advantages can be individually or in combination as follows: Ease of ironing, awarding antistatic properties, giving the textiles a more pleasant feel, improved dirt release. It it would appear that the finding of "easier ironing" is due to a combination of at least three factors can be attributed, namely that fewer creases have to be removed, that the creases are easier to remove are feasible (e.g. by using less ironing pressure) or that they can be eliminated more completely and that less effort is required to move the iron along the fabric. A "more pleasant one Grip "can be judged consistently by experienced professionals, although it is not easy to pinpoint the sensation or to describe the combination of sensations that led to the more comfortable grip. Anti-' Property rush

static / and improved soil release make it easier to achieve and maintain soil-free fabrics.

The combination of the agents according to the invention provides for the presence of both a cationic compound and a or more long-chain alkyl groups as well as a silicone, as it is defined in more detail below, before.

Silicones have been used to achieve various benefits, for example as water repellants and as "ironing aids", but they are commonly applied to textiles during manufacture or during garment finishing in the form of relatively concentrated dispersions or solutions of silicones either by procedures such as padding or applied by spraying. In other words, the treatments made according to the prior art have a treatment with relatively concentrated, for example 2-3 wt .-% and more _s dispersions or solutions of silicone to ensure that some silicone on the surface of the subject.

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Textiles left behind. Often times, especially the water repellent Treatment, the textiles were then treated with catalysts to allow crosslinking or hardening of the silicone. If normal, commercially available silicones on textiles from diluted aqueous systems are applied, they are not sufficiently substantive, i.e. there is insufficient silicone in the silicone-containing contain diluted residual liquid in the textile material in order to lead to significant effects and therefore are the beneficial effects of silicone on the textile material are very substantially reduced or even absent.

It has now been found, surprisingly, that then when a silicone is introduced into a bath, even at very low concentrations, the certain textile nouns contains cationic textile softeners, and silicone and softeners are used in certain proportions, the silicone together with the textile softener have the tendency to migrate to the surface of the textile material and there noun and is enriched. Thus, a very desirable overall effect can be achieved, the both plasticization benefits and such additional benefits as mentioned above. The latter can be varied by varying the silicone.

The present invention thus provides a composition for textile treatment which has a aqueous dispersion represents the

(a) a textile noun cationic compound from Group of

1) quaternary ammonium textile softener of the general formula

wherein

(i) R and Ry. one straight-chain or one

- 3 -

ß 0 9 8 S 5/1 0 k 8

(ii)

(iii)

(iv)

48239

'Λ. 263U19

branched chain Cp-CpQ-alkyl group; R ₂ and 'R, independently of one another, denote a C -C alkyl or benzyl radical and X denote an anion;
R is a straight or branched chain

Lgruppe represents and '. and R ₇ Z has the meaning given under (i);

ζ together with the nitrogen atom denote a 5- or 6-membered heterocyclic ring and R and R. have the meaning given under (i) above; and
R., Rp and R ₅ , together with the nitrogen atom

Lq the above for

R2 and

a 5- or 6-membered heterocyclic Mean ring and R stands for a straight-chain or branched-chain CLg-Cp ^ -alkyl group;

2) Fabric softener imidazolinium compounds of the general formula

* H H

HC CH

I I

ti

where R _{4 is} hydrogen or a straight-chain or branched-chain Co-C _2t -alkyl group, R ₁ - is a C ^ -C ₄ -alkyl group, Rg is hydrogen or a C ^ -C ₄ ~ alkyl group, Rr _{7 is} a straight-chain or branched-chain ^G 8 ~ ^C 25 alkyl group and X "denotes an anion;

3) Textile softener-substituted polyamine salts of the general formula

A Σλ. * Λ

H ₈ -JT-

12 m

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where R _{fl is} a straight-chain or branched-chain C ₁₀ -C ₂₂ -alkyl group or alkenyl group, R ^ ₀ , Ry.y. and Ryj2, independently of one another, are hydrogen, C ₁ -C ₃ -AlkJl, (C ₂ H ₄ O) H or (C ₅ H ₆ O) H, in which ρ + q <25, Rq is the one for R _Q or that for R -Vi and R ^ ₂ has the meaning given, m symbolizes 0 to 8, η stands for 2 to 6 and (X ~) represents one or more anions which have an overall charge which balances that of the nitrogen atom.

4 ·) Polyalkylenimine salts of the formula

13th

—-R

■ »

where R. ^ is hydrogen or a (C ^ -C ₂ ,) - alkyl group, r is an integer from 2 to 6 and s is not less than 3, while X has the meaning given under 3),

or mixtures of any of the above Components; and

(b) an emulsion of a predominantly linear di- (C - Cc) -alkyl- or C 1-4 alkyl-aryl-siloxane, in which the alkyl groups can be partially or fully fluorinated and which is substituted by cationic nitrogen groups may be, the siloxane having a viscosity of at least 100 cSt. at 25 ° C, contains,

the weight ratio of component (b) to component (a) being in the range from 20: 1 to 1: 500.

"Usually the weight ratio of component is (b) to component (a) in the range from 5: 1 to 1: 100 and it is preferably in the range from about 2: 1 to 1:10, in particular from about 1: 1 to 1: 3-

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Textile nouns, cationic component.

The cationic compounds include those commonly found in fabric softener compositions intended for rinse aid be used. They include quaternary ammonium salts of the general formula

R ₀
τ. | 2

wherein either

(a) Rp and R-, (which can be the same or different) denote methyl, ethyl, propyl or benzyl and either R and R. each denote a straight-chain or branched-chain alkyl group with 12 to 20 carbon atoms or R denotes a straight-chain or branched-chain alkyl group with Represents 18 to 24 carbon atoms and R. represents methyl, ethyl, propyl or benzyl; or

(b) Rp and R ^ together with the nitrogen atom denote a 5- or 6-membered heterocyclic ring and R and R _-1 are defined as given under (a); or

(c) R ^, Rp and R-z together with the nitrogen atom form a 5-membered one or 6-membered heterocyclic ring and R is a straight-chain or branched-chain alkyl group represented with 18 to 24 carbon atoms; and X "represents an anion.

The long chain alkyl groups can be derived from natural fats, e.g., coconut fat, or more preferably Way from sebum, or they can come from petroleum or be of synthetic origin.

In a preferred group of salts of the formula (I), R and R each represent an alkyl group having 16 to 18 carbon atoms, Rp and R ^ each represent methyl and X "means Cl", Br "or OSO ₃ CH ₃ ".

Other anions include nitrite, acetate, and phosphates

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Specific examples "particularly" preferred cationic ones Softening agents include the following:

Tallow trimethyl ammonium chloride, tallow dimethyl (3-tallow alkoxypropyl) ammonium chloride, Tallow dimethyl ammonium chloride, ditallow dimethyl ammonium methyl sulfate, Eicosyltrimethylammonium chloride and dieicosyldimethylammonium chloride.

Examples of other suitable cationic softening agents suitable for use in the invention include the following:

Ditetradecyldimethylammonium chloride, Dipentadecyldimethylammonium chloride, Didodecyl diethylammonium chloride, Didcdecyldipropylammoniumchlorid, Ditetradecyl diethylammonium chloride, Ditetradecyldipropylammonium chloride, ditallow diethylammonium chloride, Ditälgdiprppylammoniumchlorid ,, Tallow dimethylbenzylammonium chloride, Tallow diethylbenzylammonium chloride, Didodecyl diethylammonium acetate, tallow trimethylammonium acetate, Tallow dimethyl benzyl ammonium nitrite and ditallow dipropyl ammonium phosphate.

Other cationic softening agents of formula (I) are "are known and include variations where R and R, - also include a Phenyl radical or a hydroxy-substituted alkyl with 1, 2 or carbon atoms "can mean.

Many other cationic quaternary ammonium plasticizers useful in the invention are known; for example alkyl- [C ^ 2 ~ ^G 20 ^ ~ ^{pyr: i} - ^{dilliumclllori <ie} »

ternary derivatives of amino acids and amino esters.

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Are cationic quaternary imidazolinium compounds also suitable as a plasticizer in the compositions according to the invention. The structure of these compounds is not fully understood, but it is believed that either of these

H H

or

H-C G-H O r t It υ κ c _o i ϊ —N — C R ₇ ^H 4 ( HH
ι ι II
HC CH O i β C ₀ I I ₄ -NC Rt-,
⁵ E ₇ ^E 4

0 _χ 9

(II)

built up

are, where R ^ is hydrogen or alkyl with 8 to 25, preferably at least 15, carbon atoms, Sr alkyl with 1 to 4, preferably 1 or 2, carbon atoms, R ^ - alkyl with 1 to 4 carbon atoms or hydrogen, Rr ₇ Alkyl having 8 to 25, preferably at least 15, carbon atoms and X ~ is an anion, preferably methyl sulfate or chloride. Other suitable anions include bromide, acetate, nitrite and phosphate. Particularly preferred compounds of the formula (II) are those in which both R ^ and Rr _{7 are} alkyl having 16 to 25 (in particular 16 to 18 or 20 to 22) carbon atoms.

Another group of textile nouns is cationic Compounds suitable for use in the present invention are indicated by the following general Characterized formula

5/104!

48239

2631 Al 9

R ₈ -N

^R 1O ^R

i
R.

i (HD

wherein Rg is a straight-chain or branched-chain kyl group or alkenyl group, R ₁₀ , R ₁₁ and R ₁₂ independently of one another are hydrogen, C 1 -C 4 -alkyl, (CpH ^, 0) H or (C-ZH ₆ O) QH

mean, in which ρ + q ^ 25 and in which not all of the radicals R " _n , R" _Λ and R " _{o are} C.-C, -alkyl, R _Q as R _p or as R ₁₀ IR ₁₁ wta ^ ₁ P is defined, m symbolizes 0 to 8, η stands for 2 to 6 and X "" stands for one or more anions with an overall charge that balances that of the nitrogen atoms. (Particularly preferred compounds of this group are the acid salts of diamine compounds, in which m = 0 in the formula III given above.) Particularly preferred compounds

1 1 fertilize within this group are HC ^ .g-alkyl-Ν, ΙΤ, Ν, N, IT -pentamethyl-1,3-propanediamine diacetate and dichloride [ie compounds of the above formula (III), where Rg is C ₁₆ TC _{1 is} ο-alkyl, Rq, R ₁₀ , R ₁₁ and R _{12 are} each methyl, m = 0 and X ~ is Cl or CH ₅ COO-].

Another preferred class of compounds within the above group are the fabric softener polyamine salts, ie those compounds of formula (III) above wherein at least one of the groups on each nitrogen atom is a hydrogen atom. NC ^ -C ^ -alkyl-N, !! ¹ , ¥ ¹ -triethanol-1,3-propanediamine dichloride or diacetate [di a * compound of the general formula (III) given above, wherein Ro is C ₁₆ -C ₁₈ alkyl, Rq and R _{11 is} C ₂ H ^ OH, R ₁₀ and R _{12 are} hydrogen, m = O and X = Cl "or CH ₅ COO"] is an example of this class.

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Acid salts of diamine compounds, as used in the context of the invention, are the addition products, Polygamy are formed when certain acids are attached to the amino radicals of diamines and mono- or diammonium salts form.

The diamine salts can be partially acidified diamine salts (i.e. only one of the nitrogen atoms is quaternized with acid), or fully acidified diamine salts (i.e. both nitrogen atoms are quaternized with acid) .

A variety of acids can be used within the scope of the invention can be used to form the acid salts, as long as the anion of the formed 'diamine acid salt under the conditions when washing the textiles is stable and when washing

+ 9a +
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not bother. Suitable acids include organic and inorganic Acids, such as hydrochloric acid, acetic acid, Sulfuric acid, lactic acid, stearic acid, formic acid, citric acid and a wide variety of other acids. Particularly "preferred acids for the formation of diamine acid salts include acetic acid and hydrochloric acid.

Non-limiting examples of such diamine acid salts include:

(CH ₃ COO)

[R _sebum

[C ₁₂ H ₂₅ 1TH (C ₂ H ₅ ) - (CH ₂ ) ₂ -NH (C ₃ H ₇ ) ₂ ] ⁺⁺ Cl ₂ "and [(C ₈ H ₁₇ )] ⁺⁺ (CH ₃ COO) ₂ ",

in which in the above formulas ßn, _a i _e denotes the alkyl group "which is derived from tallow fatty acid.

Other examples of suitable compounds include those in which the starting diamine is N-tetradecyl-, N-propyl-1,3-propanediamine; Is H-eicosyl-, N, N ¹ , N'-triethyl-Ί, 2-ethanediamine and N-octadecyl-, N, N ', N'-tripropyl-1,3-propanediamine.

The form in which the diamine acid salt is obtained is not critical. The Diaminsäuresalζ can be made from diamines in situ

- ■ 10--

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during the preparation of the aqueous textile treatment compositions formed according to the invention, or it can alternatively, for example as the acid salt, from Sources of trade (e.g. Duomacr ^ T, made by Armor-Hess Co. is sold). Mixtures of the Diamic acid salts can be used as static charge regulating agents in the compositions of the invention will.

The fully acidified diamine salts (i.e. the diacid salts) are particularly preferred as these materials enable the formation of highly stable, clear, aqueous, liquid fabric conditioning compositions allow.

Preferred aqueous fabric conditioning compositions contain diamic acid salts, where R ^ is alkyl of about 16 up to about 18 carbon atoms and Rp, R ^ and R ^, hydrogen or alkyl having from about 1 to about 2 carbon atoms and in which η is 2 or 3 », in particular 3».

Diamic acid salts useful in the invention are commercially available under various trade names available including Duomeens ^ and Duomacs ^ (manufactured from the Pa. Armor-Hess Co.) and Dinozem ^ and Dinoremac ^ (manufactured by CECA / Pierrefitte-Auby). In addition, the starting diamine compounds can be prepared by known processes, such as, for example in U.S. Patent 2,267,205 and U.S. Patent 2,246,524.

Among the polymer compounds represented by the formula (III) Fully substituted, i.e. quaternized, compounds are also included. As stated above, these exist polyquaternary compounds not completely composed of C ^ -C ^ - Alkyl substituent groups, but also have a polyalkeneoxy substitution component which may include polyethenoxy, polypropenoxy, or mixtures of the two, and wherein each Polyalkenoxy chain consists of no more than 25 units.

- 11 -

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Polyalkylenimine salts adhere within the scope of the invention also proven to be valuable. These salts have the general formula

13th

R.

, (IV)

^V R

13th

where R _x ,, represents hydrogen or a C.-CL-alkyl group, r is an integer from 2 to 6, preferably 2 to 4, in particular 2, s is not less than 3 and preferably 6 to 24, while X "has the meaning given above. Preferably R. is methyl and s has a value from" 8 to 16. - "

Silicone component.

The silicone component is an aqueous emulsion of a predominantly linear polydialkyl- or -alkyl-aryl-siloxane, wherein the alkyl groups have 1 to 5 carbon atoms and can be fully or partially fluorinated. Suitable Silicones are polydimethylsiloxanes with a viscosity at 25 ° C in the range from 100 to 200,000 cSt, preferably no more than 120,000 cSt and suitably in the range of about 1000 to about 5000 cSt. Fluorinated silicones that having a viscosity of at least 100 cSt are also useful. .

The combination of a textile substantive quaternary ammonium textile softener compound and a silicone des type given above improves the substantivity of the latter considerable. It is believed that this increased substantivity is due to a "carrier" effect, through which the positively charged textile softener molecules come together with the silicone molecules and cause they migrate to the textile surface. However, attempts have

+ 12 +
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shows that the distribution of this combination on the textile material is not quite optimal, i.e. that certain areas of the textile material contain a high concentration of silicone, while on others there is very little, if any, of it.

However, it has been found that the ionic charge characteristics of the silicone used in the combination "in determining both the extent of deposition and the uniformity of distribution of the silicone and therefore are important for the properties of a textile material treated therewith.

This is illustrated in the table below, which shows the adsorption of various silicone polymers on cotton textile material was measured from a 0.2 wt .-% aqueous solution of the silicone as a function of time.

% By weight adsorbed material according to:

2 10 15 30 minutes

Polydimethylsiloxane, non-ionically emulsified / U = 1000 cSt

Polydimethylsiloxane, cationically emulsified

10 10 10

■ u = 28,000 cSt

to. = 62,500 cSt

α, üJ "_Dipyridinium Polydimethylsiloxane (highly viscous liquid, molecular weight «» 3000)

Amino functional silicone (product DC 929 of the Pa. Dow Corning, which is a highly viscous liquid, and polydimethylsiloxane contains primary and secondary amino groups with a degree of substitution of iv 0.008.)

65 85 86 88 80 100 100 100

86 100 100 100

100 100 100

- 13 -

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It can be seen that silicones are cationic Have character, show an increased tendency to deposit.

Silicones that have been found to be valuable in providing hand grip benefits have predominantly linear character and are preferably polydialkylsiloxanes, in which the alkyl group is mostly Is methyl. Such silicone polymers are often made commercially strong by emulsion polymerization using a acidic or strongly alkaline catalyst in the presence of a nonionic or mixed nonionic-anionic Emulsifier system produced.

When combined with the cationic fabric softener anionically or nonionically emulsified silicone polymers show the tendency to agglomerate in dilute aqueous solution, due to the attraction between the negatively charged or uncharged emulsifier and the positive loaded fabric softeners. In creating a silicone emulsion that has a similar charge as the fabric softener however, there would be a tendency for this effect to be reduced and a further reduction can be expected based on the tendency of the charged silicone droplets to repel one another. -

Thus, within the scope of the present invention, the silicone component comprises a silicone of cationic character, which

(a) a predominantly linear di-Cj-Cc-alkyl- or C-C, -alkyl-aryl-siloxane with a viscosity at 25 C of at least 100 cSt, produced by emulsion polymerization using a cationic surfactant as an emulsifier;

(b) an a, ccz-diquaternized di-Cj-C ^ -alkyl- or C ^ -C ^ - Alkyl aryl siloxane polymer; or

(c) an amino-functional di-C ₁ -C ^ -alkyl- or alkyl-aryl- '

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Siloxane polymer in which the amino group can be substituted and quaternized and in which the degree of substitution is in the range of 0.001 to 0.1, preferably 0.01 to 0.075;
is.

a) Cationic emulsion polymerized siloxanes.

Cationic emulsion-polymerized siloxanes are known and can be produced by strongly alkaline or acidic catalysis of siloxane monomer or monomers in the presence of a cationic emulsifier. In U.S. Patent No. 2,891,920 becomes a common procedure for such polymerizations and Examples 1 to 6 of the patent provide specific information on what is required Reaction conditions. The siloxane monomer can be any di-lower alkylsiloxane such as dimethyl, diethyl, dipropyl or Ethylbutylsiloxane or an alkyl-arylsiloxane such as methylphenylsiloxane or A "thy! phenyl siloxane. The preferred starting material for emulsion polymerization is normally a cyclic trimer or tetramer of the desired one Siloxane.

The emulsifier can be any of a wide range of cationic surfactants, such as:

Aliphatic fatty amines and their derivatives, such as dodecylamine acetate, Octadecylamine acetate, and acetates of the amines of tallow fatty acids; Homologous aromatic amines with fatty chains, such as dodecylaniline; Fatty amides, which differ from aliphatic diamines, such as Undecyliiaidazolin derive; Fatty amines that are derived from disubstituted amines such as oleylamino diethylamine; Derivatives of ethylenediamine; quaternary ammonium compounds, such as dioctadecyldimethylammonium chloride, didodecyldimethylammonium chloride and dihexadecyldimethylammonium chloride; Amide derivatives of amino alcohols, such as ß-hydroxyethylstearyl amide; Amine salts of long chain fatty acids; quaternary ammonium bases that are disubstituted from fatty amides

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'· 4 · 263 H.

Derive diamines, such as oleylbenzylaminoethylenediamine hydrochloride; quaternary ammonium bases of benzimidazolines, such as methylheptadecylbenzimidazole hydrobromide; basic compounds of pyridinium and its derivatives, such as cetylpyridinium chloride; Sulfonium compounds such as octadecyl sulfonium methyl sulfate; betaine quaternary ammonium compounds, such as diethylaminoacetic acid and betaine compounds Octadecyl chloromethyl ether; Ethylenediamine urethanes such as the condensation products of stearic acid and diethylenetriamine; Polyethylene diamines; and polypropanol polyethanol amines.

The emulsifier is usually used in an amount of Oy /% by weight to 10% by weight of the siloxane, in particular 0.5% by weight to J "% by weight, applied.

The catalyst used to polymerize the siloxane is preferably an alkaline catalyst, such as an alkali metal hydroxide or a quaternary ammonium hydroxide of the formula (R °) _Z , N ⁺ OH ~ ". In such ammonium hydroxides, the R ⁰ groups can be hydrogen or alkyl radicals, such as methyl, Ethyl, propyl, butyl, isobutyl, decyl or octadecyl, or aralkyl radicals such as benzyl, or hydroxyalkyl radicals such as hydroxyethyl, hydroxypropyl and hydroxybutyl.

It is most preferred if the catalyst is a quaternary Am τη oniumhydr oxide, the at least one radical having at least 12 carbon atoms in the chain length, such a material also being used as an emulsifying agent serves. Quaternary ammonium salts with long-chain alkyl groups are also preferred as emulsifiers, especially quaternary products with 2 long-chain alkyl radicals and 2 lower alkyl groups such as ditallow dimethylammonium chloride (DTDMAG) commercially available from Armor Chemical Company as Arquad 2HT (Arquad is a registered trademark) is available, and imidazolinium derivatives, such as methyl-C ^ galkylamidoethyl-C ^ g-alkylimidazolinium methosulfate, that in the trade of the 3? a. Ashland Chemical Company as Varisoft

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("Varisoft is a registered rake") is available.

The extent to which the catalyst is used depends on the one used Catalyst type. Acid catalysts will be suitably in high proportions, e.g. 15% by weight or more the aqueous phase of the emulsion. In contrast, alkaline catalysts are used in lower quantities, for example from 0.001% to 10%, preferably from 0.1% to 5% by weight of the siloxane monomer.

Emulsion polymerization of dimethylsiloxane using from DTDMAC as an emulsifier.

In a typical formulation, dichlorodimethylsiloxane is first hydrolyzed to form octamethylcyclotetrasiloxane using the method of Patnode and Wilcock, JACS 68, 1946, pages 358-363. 15 g of this material are then added to a mixture of 131 g of a 1% strength aqueous solution of ditallow dimethylammonium chloride and 3 »75 g of tetrabutylammonium hydroxide in the form of a 40% strength aqueous solution. The mixture is stirred using a Silverson laboratory emulsion mixer while the ingredients are being added and, after the addition is complete, the reaction mixture is kept agitating for an additional 15 minutes using an ultrasonic vibrator. After 18 hours at 80 ⁰ C, the emulsion is neutralized and the polydimethylsiloxane is precipitated from the reaction mixture by adding 500 ml of ethyl alcohol and then dried with further alcohol before heating to 75 ° C is carried out under high vacuum to remove all volatile materials . The viscosity of the silicone is determined to be 22,000 cSt by measuring its flow rate under the action of gravity between two markings in a calibrated tube. The determined time for a given amount to flow down the pipe was taken as the basis for calculating the viscosity using a calibration curve obtained using commercially available

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Silicones "known viscosity" was created.

Using the polymerization technique described above, stable 10% emulsions of polydimethylsiloxane were obtained obtained and equivalent results were obtained, if the .Procedure using cetyltrimethylammonium bromide or the imidazoline derivative from Varisoft 4-75 was repeated as an emulsifier.

b) cc, or-quaternized polysiloxanes.

The production of α, cir-quaternized siloxane polymers can usually be carried out using the procedure described in GB-PS Hr. 1,006,729 described is. This method uses a polysiloxane that is terminated with alkyl halide groups in which the halogen atoms are separated from the nearest silicon atoms by at least 3 carbon atoms, with a tertiary amine underneath Formation of an α, cü "-quaternized siloxane polymer implemented. To provide the polysiloxane starting material, solution polymerization is carried out in the normal manner to produce a Obtain polymer of the appropriate molecular weight, "and the polymerization reaction is carried out by reacting with a ur-haloalkyldimethylsilanol canceled.

The polysiloxane can be a polydi- (CL-C, -alkyl) - or - (C ^ -C _c -alkyl-aryl) -siloxane, preferably polydimethylsiloxane, and the tertiary amine can be any alkylaryl or mixed alkyl and aryl material. Examples include trimethylamine, cetyldimethylamine, pyridine,. Phenyldimethylamine.

Preparation of an α, α ^ -dipyridinium polydimethylsiloxane.

A typical formulation of this class of silicone polymers involves the polymerization of 23.2 grams of octamethyl cyclotetrasiloxane in the presence of 0.9 ml of concentrated sulfuric acid and 2.5 g of 1 ^ -bis ^ -chloropropyltetramethyldisiloxane. The mixture is in a sealed flask

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. 263U19

Shake for 48 hours at room temperature, then add 5 ml of water and shake the flask for 1 more Hour continues. The resulting emulsion is split by adding 50 ml of diethyl ether and the organic Layer is then distilled twice with 30 ml portions of Washed water, dried over sodium bicarbonate and magnesium sulfate and filtered. After evaporation of the filtrate in order to remove the ether, 23 g of a clear oil remain with a viscosity of 100 cSt. Subject examination of the oil by nuclear magnetic resonance analysis shows that this corresponds to a polymer with 36 siloxane units.

10 g of the as indicated above prepared ajttr-bis-O-chloropropyl) -silikons are then placed in 10 ml of pyridine for 36 hours at 120 ⁰ C heated to reflux. Excess pyridine is distilled off under reduced pressure, leaving a brown viscous oil. This is then dissolved in toluene, washed with water and the toluene layer is dried and evaporated to remove the toluene. A value for the proton activity is determined by nuclear magnetic resonance analysis, which corresponds to 70 to 80% of the theoretical uptake of pyridine.

10 % aqueous emulsions of the silicone product are produced by mechanical emulsification, an emulsifying agent based on an ethoxylated linear alcohol (Dobanol 4-5E4, a C. ^ - Cc-liiiear alcohol tetraethoxylate product manufactured by Shell International Chemicals Limited) is used in a proportion of 20 wt .-% of the siloxane.

c) Amino-functional linear polysiloxanes.

Amino-functional linear polysiloxanes can be prepared by the general procedure, the wird.Bei given in British Patent 1,339,906 on page 3 lines 78-108, page 4, lines 1-65 and page 3 ₅ lines 3-14 of this procedure is a Hydrosiloxane with one alkenyl group

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containing tertiary amine reacted in the presence of a platinum catalyst according to the following equation:

H-PtCl, - (Me ₃ SiO) ₂ (SiMe ₂ O) _x (SiMeHO) + yCH ₂ = CHR'IJR ₂ - 2 - == ^

(Me ^ SiO) ₉ (SiMe ₉ O)

χ 10 to 100,

y 1 Ms 20,

R is a methyl, ethyl or phenyl group, R ^{1 is} a direct bond or a divalent organic group that has no aliphatic unsaturation

and contains 1 to 16 carbon atoms, and R "is a divalent organic group free of aliphatic -y tables and 2 to 18 carbon atoms .

contains material atoms,
mean.

The product of the above reaction can then or can be quaternized by further reaction with an alkyl halide by acidification with hydrochloric acid into the hydrochloride being transformed.

Production of polydimethylsiloxane substituted with dimethylaminopropyl groups. ^4th

In a typical preparation, 50 g of dimethyl. methylhydrogensiloxane copolymer containing approximately 76 dimethylsiloxane units and 6 hydromethylsiloxane units dissolved in 50 ml of toluene containing a trace of chloroplatinic acid. The mixture is stirred under nitrogen at 80 ⁰ C, 'wherein 5i18 g Ν, Ν-dimethylallylamine is added dropwise in 10 ml of toluene and the reaction temperature at 80 to 90 ⁰ C; the reaction mixture is then stirred for a further 2 hours and finally cooled. Sodium carbonate is added to neutralize residual acid and the mixture is filtered,

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263H19

what by. Rotary evaporation removes the solvents and leaves a pale yellow, low viscosity liquid. The formation of polydimethylsiloxane, which contains dimethylaminopropyl groups in an amount corresponding to more than 80% of the complete reaction and with a degree of substitution of 0.06, is determined by nuclear magnetic resonance analysis.

20 g of the reaction product are stirred in 100 ml of a mixture of dichloromethane and isopropanol in a ratio of 1: 1 and 1.3 ml of concentrated hydrochloric acid (11.21 molar) in 10 ml of the same solvent mixture are slowly added at room temperature. After evaporation of the solvent a pale colored solid remains and it is determined by nuclear magnetic resonance analysis that this material has a proton ratio which is close to the value expected for the hydrochloride derivative, with no detectable amounts of starting material being present. The siloxane polymer was then taken up in a 10% aqueous emulsion, 20 % based on the weight of the siloxane, of a nonionic emulsifier (Dobanol 45E4, a linear CL ^ -CL, alcohol containing 4 moles of ethylene oxide and made by Shell International Chemicals Limited; Dobanol is a registered trademark).

A similar experimental method as above was used to prepare polydimethylsiloxanes that approximate 40 siloxane units and a degree of substitution of 0.04 or 72 siloxane units and a degree of substitution of 0.015.

The concentration of the aqueous dispersions (this term also includes solutions), the compositions according to of the invention is not critical and is determined by practical considerations. Accordingly, the dispersions should be concentrated enough to avoid unnecessary transportation costs, yet they should be sufficiently watery Phase included to emulsify the silicone component in

- 21 -

609885/1048

48239

Maintain shape, and be flowable enough to be comfortable To enable distribution in a bathroom intended for use. Usually a content of about 1% by weight to 20% by weight, in particular about 3% by weight to 10% by weight of the components (a) and (b) together expedient. Thus, the compositions can take the form of an aqueous dispersion or Solution of comparatively low viscosity (i.e. 200 cSt or below) or a paste, cream or gel to have. The ratio of the siloxane content of component (b) to the quaternary plasticizer of component (a) should im Weight ratio from 20: 1 to 1: 500, usually 5: 1 to 1: 100, preferably 2: 1 to 1:10, and particularly preferably from 1: 1 to 1: 3 ». "

Optional components.

The aqueous dispersions can contain other components, such as nonionic emulsifying agents, in proportions on the order of 1% by weight of the composition used to reduce the dispersion of the usually little to favor soluble cationic plasticizers. A wide range of nonionic emulsifiers can be used for this purpose are used, such as those described in DT-OS 2 5 °° 111 are. It has been found that the use of emulsifying agents is sometimes desirable to aid dispersion of the silicones in the compositions according to the invention, especially when the silicones are relatively high Viscosity can be applied.

Highly preferred optional ingredients include also nonionic textile treatment agents, such as the fatty acid partial esters monohydric or polyhydric alcohols or anhydrides thereof containing 1 to about 8 carbon atoms in the Have alcohol. In these compounds, the fatty acid ester should have at least one, preferably at least 2, fatty acyl groups contain. The alcohol portion of the ester can be ethylene glycol, glycerin, diglycerin, xylitol, sucrose, erythritol,

- 22 - ■
609885/1048

48239

Be pentaerythritol, sorbitol, or sorbitan; Sorbitan esters are particularly preferred.

The fatty acid portion of the ester usually contains a fatty acid having 12 to 22 carbon atoms; typical examples are lauric acid, myristic acid, palmitic acid, Stearic acid and behenic acid.

Among these esters, the glyceryl esters of stearic acid, in particular glyceryl monostearate and the sorbitan fatty acid esters, which are esterified dehydration products of sorbitol are most preferred.

These sorbitan fatty acid esters are described in US patent application by Barford & Benjamin, Serial Fo. 595,632 of July 14 Described in 1975. Fichtionic textile conditioning materials of this type are widely used in amounts of 1 to 10% by weight, preferably 2 to 4% by weight of the composition is used.

Other preferred ingredients include roasted dextrins such as British Gum and White dextrin, and substituted dextrins, such as dextrin phosphates, cationic dextrins and dextrin pyrrolidone carboxylic acid, wherein the degree of substitution is 0.01 to 2.0, preferably 0.05 to 1.5. A preferred cationic dextrin is a white dextrin that is conjugated with glycidyl trimethyl ammonium chloride implemented with adjustment of a degree of substitution in the dextrin molecule of about 0.1 to 1.0 has been. The dextrins are used in proportions from 0.5% to 5% by weight of the compositions, preferably in proportions from 1 wt .-% to 3 wt .-% applied.

Spruce-water, water-miscible solvents can exist; also other viscosity regulating agents such as small amounts of electrolytes. Other optional components include corresponding optical brighteners, fungicides and germicides, dyes and opacifiers, and perfumes.

Preferred compositions within the scope of the present invention contain, based on the weight of the composition, 2 to 4% of a Ditalgdimethylammoniumsalzes _s

- 23 -

6 0 9 8 8 5/1048

1 "to 2 % of a linear polydimethylsiloxane, which has been produced by emulsion polymerization in the presence of a cationic emulsifier, and 1 to 2 % of a cationic roasted dextrin, such as a white dextrin which is mixed with glycidyltrinethylammonium chloride with a degree of substitution of 0.8 to 0, 9. Other example compositions contain 3 to 6 % of an N-stearyl-N-methyl-N'-dimethyl-1,3-propanediamine salt or its fully quaternized derivative, 1 to 2 % of a polydimethylsiloxane with a viscosity from 100 to 3000 cSt polymerized with a nonionic-anionic emulsifier system and 2 to 5% glyceryl monostearate. Optional additional components include 1 to 3 % of an unmodified white dextrin and 2 to 4 % of a quaternary ammonium softener such as DTDMAG.

When used, compositions according to The invention is normally incorporated into an aqueous bath containing the ingredients of the compositions as defined above Proportions at such a concentration that contains about 20 to 1000 parts by weight per million of the components (a) and (b) are taken together, at least 10 parts / million of which is component (b). Preferably contains the bath - about 50 to 200 parts / million of components (a) and (b) taken together, of which at least 15 and. up to 150 parts / million are component (b).

The invention also encompasses a method of treatment of textiles and textiles treated in this way, the method providing for soaking them in such a bath.

The textiles can be soaked in such a bath and then dried on any occasion but it is contemplated that normally the treatment will be the final rinse after a washing process.

The following are several non-limiting ones Compositions described to bring about the invention

- 24 609885/1048

48239

263U19

vivid, and an evaluation was carried out using application the following test procedures:

Application of the product.

Pure test pieces made of cotton or other textiles are treated in a domestic washing machine ". It was either an entire standard load of test pieces was put together, or additional pure textiles were used used in the compilation of the load. The program of the machine was chosen so that the loading less movement (than for a wool wash program) during was subjected to about 20 minutes in a solution of the test product in water, followed by spin drying.

Crease test.

The treated test pieces were compared with a standard set of 8 simulated plastic test pieces with different Degree of emitter (American Association of Textile Chemists and Colourists - three-dimensional, permanent press copies for use in the ATGG test 124). The rating with the number 8 means excellent while the rating with the number 1 contains the worst rating. A rating of 5 "to 7 is about that represents a wrinkle-free state in which a housewife can be expected to find ironing unnecessary.

Test for ease of ironing.

The assessment was carried out by a staff of experts, using a Scheffe analysis to determine the Assessment (stick evaluation units - psu) and a "measure

the

stab ", i.e. the smallest difference / with 95% probability is significant, was used.

Test for the final result.

A viewing preference classified as psu above.

- - 25 -

609885/1048

48239

Λ 263UT9

Test for softness.

A feeling-related preference, classified as psu above.

Drying the textiles.

The "spin dried" test pieces were dried, by hanging them in the laboratory (static drying), or drying them in a tumble dryer.

Example 1: Aqueous dispersions were compared which contained:

(A) Ditallow dimethyl ammonium chloride (DTDMAC) - 6 wt%, equivalent the amount used in commercially available fabric softening products for the additive when rinsing was determined.

(B) DTDMAC 4%; Silicone 2% (T4-2402 - trade name Ea. Dow Corning) according to the present invention. The concentration in the rinse bath was 120 parts per million active component (s). The silicone T4-2402 was an II, neares polydimethylsiloxane with a viscosity of 12,000 cSt at 25 ° C and was in the form of an aqueous Emulsion fed, which was stabilized by a mixture of nonionic and anionic emulsifiers.

Test 1 - static drying.

Wrinkling: No apparent benefit for the

Treatment B versus A.

Ease of

Bügeins: B significantly preferred over A.

due to 1.2 psu.

Bottom line: · B preferred over A due to

0.23 psu (not significant at 95% confidence limit).

Softness: B preferred over A due to

0.5 psu (not significant at 95% confidence limit). - 26 -

609885/1048

4-8239

Test 2 - tumble drying. Rinsing treatment:

Wrinkle rating below: Softness ;: Tea towels: Pillow cases:

program
1 2 2.0 program
1 2 2.0 0.62 water 2.5 3.0 2.2 3.0 -1.85 A. 3.1 3.6 2.6 3.7 +0.83 B. 3.7 3.0 +0.25

These results indicate a significant improvement in wrinkle with some sacrifice Softness, although small compared to the overall softening effect, including the advantage over "Water" is to be understood.

Test 3 - Static Drying Using Others Types of silicones of the IPa. Dow Corning in place of

Chittering

Ease of
Bügeins

Softness (tea towels)

Bottom line

Composition A:

1.9 -0.1

0 +0.1

Composition B with type silicones:

RD emulsion

EF414

FS1265

1.3
-0.4

0
-0.3

1.7
-0.1

-0.5
0

1.8 +0.6

+0.4 +0.1

RD emulsion contained a crosslinked silicone that was not in the The scope of the invention lies.

IT414 is a water-soluble silicone (copolymer outside of the scope of the present invention).

FS1265 is a fluorinated silicone antifoam agent. expected to repel oil and water to some extent.

- 27 -

809885/104 8-

48239 '

■. *! 263U19

Of these three silicones, the RD emulsion and FF414 of little value, FS1265 was the best and generally roughly equivalent to the silicone TF2402 in these tests. of tests 1 and 2.

T e s t 4 -

In another test of ease of ironing, DTDKAC alone became significant (1 psu scale = 0.92), rated preferred over DTDMAC / RD emulsion , rated equal to DTDMAC / FF414, and DTDMAC / FS1265 was rated 1.2 psu preferred to DTDILA-C alone.

Test 5 - polyester / cotton pillowcases, tumble dried.

Chittering;

Rinse treatment composition;

A 6% DTDMAC

B 4% DTDMAC + 2% silicone T4-2402

Test 6 - Soil Release.

Cotton and polyester / cotton (P-C) test pieces "were rinsed in:

(a) water,

(b) a dispersion of 2.8 grams of DTDMAC in 38.7 liters (8 1/2 gallons) of water,

(c) a dispersion of 1.8 g DTDMAC + 0.9 g silicone FS1265 in 38.7 liters of water

subjected, followed by drying and a second, similar treatment. Sets of textiles were then made with dirty motor oil (DMO) or colored olive oil (DOO) by dripping these oils from a pipette (3 drops each Stain) dirty. It was found that the stains were on the test pieces treated with the composition (c) spread more strongly than on the (b)

- 28 -

BO9885 / 1048

Washing Washing Washing program 1 program 2 program 3 3.8 3.9 3.9 4.4 4.1

48239

acted test pieces, but not as much as on the "dummy" pieces from treatment (a).

The pieces were then clamped together with cotton tea towels and placed in a household automatic washing machine using 120 g of one commercially available coarse detergent ["BOLD": (brand name); Hands product from Procter & Gamble Limited] in 20.5 1 Wash liquid washed. They then became pernicious Purity assessed by a staff of experts using Scheffe analysis. In the following indicated results were the textiles which had been pretreated with composition (c) with such that had been treated with water (a) and DTDMAC (b). Positive numerical values give an advantage for the pretreatment with composition (c).

Results Wash at 60 ⁰ G: 1.05 ⁰ G: 1.43 Scale: the Beur
divider Difference (in psu)
against water opposite
(a) DTDMAG
(b) 0.28 0.22 Laundry/
Dirt: 3.18 2.49 1.89 " 0.49 Cotton / DMO 3.51 -1.22. -0.29 0.46 Cotton / DOO 0.91 0.80 P-C / DMO 1.71 0.80 P-C / DOO. Wash at 40 3.19 0.80 Cotton / DMO 2.30 0.40 Cotton / DOO 0.96 0.37 P-G / DMO 1.91 0.80 P-C / DOO

Comparison of the types of silicone.

The effect of a conventional, through, nonionic emulsion polymerization obtained silicone A * was compared with that of 2 cationic silicone polymers B ** and C ***, each on pieces of cotton in a rinse bath at one

- 29 609885/1048

48239 '

Concentration of 0.2% was used. The cotton pieces were dried and then evaluated for ease of ironing, final ironing result, and softness. The results are given below in bar rating units relative to the numbers for Silicone A.

* A was a polydimethylsiloxane with a viscosity of 60,000 cSt made by emulsion polymerization using a mixture of nonionic and anionic emulsifiers.

** B was an amino-functional silicone with a molecular weight of $ «6500, which contained 75 dimethylsiloxane units and 5 & 6 siloxane units in which the methyl group was substituted by a -dl ^ -CHp-CH_N ⁺ Me ₂ HCl ~ group.

*** C was a ct, w - dipyridinium silicone with a molecular weight of 3000 ev.

of B against
about A: C against
about A: Scale: ease
Ironing Ie s +0.8 1.75 1.1 Bracket ^{1113 C} +1.5 +1.03 0.79 Softness +0.7 +0.35 0.78

This test was done in the absence of a cationic plasticizer and demonstrates the benefits of the reinforced ones Separation of the two cationic polymers.

Comparison of cationic plasticizers + silicones of different emulsion types.

A number of aqueous emollient compositions have been used set up as follows (percentages mean% by weight):

I 6% DTDMAC + 3% silicone A;

II 6% DTDMAC + 3 % silicone B;

- 30 609885/1048

482J9

III 6% DTDMAG + 3% of a polydimethylsiloxane with a viscosity of 40,000 cSt, produced by emulsion polymerization with a cationic emulsifier (DTMAC), which is present in an amount of 10 % of the silicone.

Each composition was applied at a concentration of 0.2 % in a rinse stage to treat terry cotton towels, which were then dried and evaluated for softness. The results in bar rating units (psu) are reported below as the advantages of Compositions II and III over Composition I.

II III

+0.8
+0.8

The benchmark for these tests at the 95% confidence limit was 0.8 psu, indicating the composition III has a significant softness advantage over composition I.

Comparison of silicones with different viscosities.

The effect of silicone viscosity on the degree of wrinkle, ease of ironing and the final ironing state of Cotton tea towels treated with compositions of the present invention have been used in a number of Checked polydimethylsiloxanes made by emulsion polymerization using a cationic emulsifier have been.

7 aqueous compositions were made up, each containing 6% DTDMAC and 3 % silicone emulsion polymerized in the presence of 1% silicone-based DTDMAC. The siloxane polymers varied in viscosity from 1000 to 170,000 cSt. The compositions were applied at a concentration of 0.2%

- 31 609885/1048

48239

Ή "'263 U 19-

Textiles applied, with a final rinse treatment in one usual washing program was simulated and the treated fabrics were then air dried and by a Staff judged by professionals. In such an assessment, a difference between textiles is approximately 0.5 Stick rating units (psu) for wrinkle normally detectable by the housewife while regarding the ease of ironing and the final ironing result, a difference in the staff judgment unit between 0.75 and 1 »0 between textiles in general is necessary so that there is a detectable difference,

The results are given below with indexation made with reference to that assessment obtained with a cationically emulsified silicone with a viscosity of 170,000 cSt.

cSt: Wrinkling
Degree: ease
of ironing: Bottom line
of ironing: I7O.OOO 0 0 0 100,000 +0.2 0 +0.5 40,000 +0.3 +0.1 -0.2 20,000. +0.4 +0.8 +1.2 8,000 +0.6 +0.7 +1.7 3.7OO +0.6 +1.1 +2.1 1,000 +0.5 +0.8 +1.3

It can be seen that for these parameters there is an improvement as a function of the decrease in viscosity from 170,000 cSt to a value in the range of 3,000 to 20,000 cSt occurs, with the optimum in the range from 3000 to 8000 cSt. ·. ■

Example 3: A number of compositions according to the invention was set up and tested for ease of ironing, degree of crease, end result and softness, whereby as a standard a commercially available textile softener product, the 5-8% ditallow dimethylammonium chloride

- 32 -

609885/1048

fr.

48239

263H19

contains was used. Positive numbers indicate an advantage for the test product and vice versa. An asterisk makes a significant difference in the 95% confidence limit to expression.

Approach: 1 4th Judgement: 2 3 4th 5 5 • 4 4th N-tallow-N-methyl-N ¹ -
dimethyl-1,3-propane
diamine hydroacetate 2 4th 4th F-Tallow-K-methyl-F ¹ -
dimethyl-1,3-propane
diamine hydrochloride 2. 2 2 2.5 4, GIyc erylmono s t e ar at 2 2 2 92 * Releasil 8 (a not
ionic emulsified
Polydimethylsiloxane
with a viscosity
of 100 cSt)
Lich from the company
Dow Corning 2 3.0 ¹ 02 Not modified
white dextrin +0 , 9 ² 22 * Cationic pyro
dextrin + 0.78 * +0 .82 * + 1.2 * + 1.2 * +0, 24 * Ease of
Bügeins + 0.32 * -0 , 04 * -0.3 * +0.28 +0, Degree of crease , 10 -0.26 * + 0.3 * +0, End result of the
Bügeins +0.3 + 0.56 * +1, Softness

1 = White dextrin available from Pa. Remy, Belgium.

2 = reaction product of glycidyltrimethylammonium chloride

with white dextrin, degree of substitution O ₅ 85

3 = Q2-1070 - A nonionically emulsified polydimethylsiloxane having a viscosity of 350 cSt, available from from Dow Coming.,

- 33 -609885 / 10-48

48239

• * fc · 263V419

It turns out that the compositions according to the invention an improvement in ease of ironing and, with one exception, an improvement in crease grade of textiles before ironing as well as improved end results when ironing. The softness of the treated Textiles were also increased in those cases where this variable was measured.

Example 4 . "

A textile treatment agent (A) was turned off. . 3 parts by weight of DTDMAC

15 parts by weight of an IO $ aqueous emulsion of ^Pol y ^diyne ethylsiloxane having a viscosity of 5,000 cSt, prepared by emulsion polymerization in'Gegenwart 1% DTDMAC-EmulsionsmitteJ., Based on the Siloxangewicht, 1.5 parts by weight of a cationic pyrodextrin from British gum modified by reaction with glycidyltrimethylammonium chloride to a degree of substitution of 0.07, 0.5 part by weight of a non-ionic emulsifier (1: 1 mixture of secondary alcohol ethoxylates; Tergitol 1563 and 1569; manufactured by Union Carbide )

0.35 parts by weight of dye, perfume and optional ingredients 79365 parts by weight of water
compiled.

This agent was made with a commercially available aqueous fabric softener (B) containing 6% DTDMAC for ease of ironing, final result of ironing, anti-wrinkle effect, ie, pre-ironing appearance, softness and physical feel on cotton and polyester / cotton pillowcases, linen / cotton tea towels, and cotton terry towels.

609885/1048

Each product was final rinsed in an automatic wash cycle (60 C; water hardness 21 °) is used. This was followed by spin drying and static drying in the house. The below The results given are given in psu, the worse result being expressed as 0 in each case.

cotton

Pillowcases made

Polyester/

cotton

.Tea towels

Measure measure measure

Lightness B A stab B A stab B A stab

des Bügeins 0.00 1.80 0.26 0.00 1.60 0.73 0.00 0.20 0.9 * 1

0.00 I ₅ IO 0.69 0.00 1.30 0.61 0.00 0.40 0.66

Ironing
Result 0.00 0.72 0, 90 0.00 0.00 0; 0.24 B. A. scale 0.00 0 , 94 0.04 0.00 0, 75 0.26 0.00 ο. 0.42 0.14
0.00 0.00
0.26 O ₃
O ₃ 0.00 1 , 03 effect
against knit
tern 1.85 1.90 3.30 3.85 2.70 , 30
Λ9 2.75 1.25 • 1.35 3.50 3.35 1.35 1.40 , 69 Terry towels , 50 Softness

The physical feeling was expressed in terms of preference of a staff of 20 professionals.

G09885 / 1CM8

No no

B A Advance B A Advance

Cushion cotton 6 ■ 11 3. 6 12 2 covers made of: _{polyester /}

Cotton 7 8 4 9 9 2

Tea towels: 6 12 2 1 16 3

Terry towels: 7 10 3 5 12

It can be seen that Composition A of the present invention has significantly better ironing ease and benefits physical feeling as well as an overall pre-ironing appearance advantage (anti-wrinkle effect) and an equivalent The end result of ironing creates.

609885/1048

Claims (39)

48239 'claims: 1. Composition for textile treatment in shape an aqueous dispersion that (a) a textile noun cationic compound from the group of 1) general quaternary ammonium fabric softener formula wherein (i) R and R ^ are each straight or branched chain C.p-CpQ alkyl group; R ₀ and Rz independently of one another a C - C _x d. 0 -I O Alkyl or benzyl radical and X is an anion; (ii) R is a straight or branched chain C ^ g-Ορ ^, - alkyl group represents and R ^. has the meaning given above for Rp and R, under (i); (iii) Rp and R ^ together with the nitrogen atom form one 5- or 6-membered heterocyclic ring and R and R. denote those given above under (i) Have meaning; and (iv) R ^, Rp and R ^ together with the nitrogen atom denote a 5- or 6-membered heterocyclic ring and R denotes a straight-chain or branched chain C 1-6 alkyl group; 2) Fabric softener imidazolinium compounds of the general formula H H I. I. I. N-
K} S \ HG CH ^έ 7 I. N _n Il X " - 55 - 609885/1048 1-8239 'wherein R ₂ , hydrogen or a straight-chain or branched Cg-C ₂ C -alkyl group, Rr is a C ^ -C ^ -alkyl group, Rg is hydrogen or a C ^ -C ^ -alkyl group, R "is a straight-chain or branched-chain Ca-CpB "* Is an alkyl group and X ~ is an anion; 3) Textile softener-substituted polyamine salts of the general Formula .. - where Rg is a straight-chain or branched C, -QC ₂₂ -alkyl group or alkenyl group, R ^ ₀ > Ry.y, and R ^ ₂ independently of one another hydrogen, C "-C ₂ -alkyl, (C ₀ Hi ₁ O) H or (CJBUO) are H, where ρ + q. <25 means, R _{Q has} the meaning given for Rg or for] Ry.y, and R ^ ₂ , m symbolizes 0 to 8, η stands for 2 to 6 and (X ") represents one or more anions that represent a Have a total charge equal to that of the nitrogen atom; Polyalkylenimine al ze of the formula. R. ^13th 13th 13th wherein R ^ _{5 is} hydrogen or a (C.-C ^ -alkyl group r is an integer from 2 to 6 and s is not less than 3, while X has the meaning given under 3), or mixtures of any of the above ingredients; and + 36 + 609885/1048 48239 263H19 (Jo) an emulsion of a predominantly linear di- (C.-C ₁ -) - alkyl or C.-Cc-alkyl-aryl-siloxane, in which the alkyl groups can be partially or fully fluorinated and which can be substituted by cationic nitrogen groups, wherein the siloxane has a viscosity of at least 100 cSt at 25 ° C, where the weight ratio of component (b) to component (a) ranges from 20: 1 to 1: 500. 2. Composition according to claim 1, characterized in that the weight ratio of component (b) to Component (a) is in the range from 5 = 1 to 1: 100. 3. Composition according to claim 1 or 2, characterized in that the weight ratio of component (b) for component (a) is in the range from 2: 1 to 1:10. 4. Composition according to one of claims 1 to 3 » characterized in that the weight ratio of component (b) to component (a) is in the range from 1: 1 to 1: 3 lies·. 5. Composition according to one of claims 1 to 4, characterized in that component (a) is a di-CL, - C.o-alkyldimethylammonium salt is where the anion is chloride or methosulfate. 6. A composition according to any one of claims 1 to 4, characterized in that component (a) is a CL-C, alkyl-1- (C ^_12-0 I ₈ -alkylamidoäthyl) -2- (C ₁ 2 "C ₁ is g-alkyl) imidazolinium salt, wherein the anion is chloride or methosulfate. 7. Composition according to any one of claims 1 to 4, characterized in that component (a) is a substituted one Is diamine salt. - 37 - 609885/1046 48239 . 8. Composition according to. Claim 7 »characterized in that the diamine salt is a II-C ^ ₆ _. Q-AIl ^ lH ₅ N, IT ^ lT ¹ pentamethyl-1,3-propanediamine salt or a NC ^ g ^ g- U, H ^{/ l} , lT ^ -triethanol-1,3-propanediamine salt, wherein the anion is chloride or acetate. 9. Composition according to one of claims 1 "to 8, characterized in that component Cb) is a linear polydi- (C.-Cc-alkyl) siloxane contains, which by emulsion polymerization using a cationic Emulj gators. has been produced. 10. Composition according to claim 9 »characterized in that that the cationic emulsifier is a cationic surfactant with fabric softening action. 11. Composition according to claim 9 or 10, characterized.-Characterized, that the cationic emulsifier is a quaternary ammonium surfactant with fabric softening action is. 12. The composition according to claim 11, characterized in that the quaternary ammonium surfactant with fabric _{softening action is a di-C x} .gC.g -alkyldimethylammonium salt. 13. Composition according to one of claims 9 "to 12, characterized in that the cationic emulsifier is present in an amount from 0.1% to 10% by weight of the siloxane . . . Composition according to Claim 13, characterized in that the cationic emulsifier is in an amount of 0.5% to 5% by weight of the siloxane is present 15. Composition according to one of Claims 1 to 8, characterized in that component (b) is an <x, ar-diquaternized linear di (C 1 -C 4 alkyl) siloxane polymer. 16. The composition according to claim 15, characterized in that the quaternizing group is an aromatic Contains molecule. ■ t 38 + 609885/104 8. 48239 17 · Composition according to claim. 15 or 16, thereby characterized in that the quaternizing group is pyridine. 18. Composition according to one of claims 1 "to 8, characterized in that component (b) contains a linear-di- (0 _> .-Ce-alkyl) -siloxane polymer, in which 0.001% to 0.1 % of the siloxane units contain an amino substituent group. - 19- Composition according to claim 18, characterized in that the degree of substitution is in the range from 0.01 % to 0.075 % . 20. Composition according to claim 18 or 19, characterized characterized in that the amino group is a tertiary amine or the hydrochloride thereof. ■ · 21. Composition according to any one of claims 1 to 20, characterized in that it is also a non / ionic Contains fabric softening agents. 22. Composition according to claim 21, characterized in that the nonionic fabric softening agent ^G 12- ^C 20 ~ ^{FettaC7lester of a mono- or} polyvalent C ₁ -Oq-Al alcohol. ". ; 23. Composition according to claim 22, characterized in that that the nonionic fabric softener is an ester of ethylene glycol, glycerine, diglycerine, xylitol, Sucrose, pentaerythritol, sorbitol or sorbitan. 24. Composition according to claim 23 »characterized in that. that the nonionic fabric softener contains Glycerine, sorbitan or ethylene glycol esters of stearic acid is. . 25. Composition according to one of claims 21 to 24, characterized in that the nonionic fabric softener is present in an amount from 1 to 10% by weight of the composition is present. 26 Composition according to one of Claims 1 to 25, characterized in that it also consists of Eöstdextrin the white and yellow dextrins as well as British Gums group includes. 48239 27. Composition according to. Claim. 26, characterized in that that the dextrin is a modified dextrin. 28. Composition according to claim 27, characterized in that that the dextrin is a cationic dextrin which has a degree of substitution of 0.01 to 2.0%. 29. Composition according to one of claims 26 to 28, characterized in that the dextrin is in an amount of 0.5% to 5% by weight of the composition is present. 30. Composition according to one of claims 1 to 29 » characterized in that it contains 1% by weight to 20% by weight of the Contains components (a) and (b). 31. Composition according to. Claim. 30, characterized in that that they contain 3% by weight to 10% by weight of components (a) and (b) contains. 32. Composition according to claim 31, characterized in that it, based on the weight of the composition, a) 2 to 4% of ditallow dimethylammonium salt and b) 1 2 % of a linear polydimethylsiloxane with a viscosity of 1000 to 5000 cSt, produced by emulsion polymerization in the presence of a cationic emulsifier. 33. Composition according to claim 32, characterized in that it also contains 1 to 2 % of a white dextrin which has been modified with glycidyltrimethylammonium chloride to set a degree of substitution in the dextrin molecule of 0.1 to 1.0. 34. Composition according to claim 31, characterized in that that they, based on the weight of the composition, a) 3 to 6% of an N-stearyl-N-methyl-N'-dimethyl-1,3-propanediamine acid salt or the quaternized derivative thereof; b) 1 to 2 % of a polydimethylsiloxane having a viscosity of 100 to 3000 cSt; and - 40 609885/1048 48239 ' 263U19 c) contains 2 "to 5 % glyceryl monostearate. Composition according to Claim 34, characterized in that it also contains 2 to 4% by weight of a di-C ₁ -C 4 -alkyldimethylammonium salt. . : ~ 36. Composition according to claim 34 or 35 »characterized in that it contains 1" to 3 % of an unmodified, white dextrin. 37 Composition according to one of Claims 1 to 36, characterized in that it is in the form of a flowable, aqueous dispersion. 38. Composition according to one of claims 1 to 37 »characterized in that it is in the form of a gel, a Paste or cream. . . 39. A method of treating textiles, characterized in that they are soaked in an aqueous bath, containing a composition according to claim 1, wherein the bath 20 to 1000 parts by weight per million of components (a) and (b) contains combined, of which at least 10 parts per million is component (b). " For: Procter & Gamble Eur.opean .Technical · Center. '~ " y / ■': '* V Strömbeeic-ljever- / Belgium (Dr. H. J. Wolff) Lawyer 609885/1 048