HU228798B1 - Fabric softening composition and a method for reducing its unpleasant odour - Google Patents

Description

TEXTI SOFTENING PREPARATION AND PROCEDURE ABMM DANGEROUS ODOR? TO REDUCE tf tftf

BACKGROUND OF THE INVENTION The present invention relates to a process for reducing odor in a composition comprising a cyclic pollol or reduced saccharide, in particular, without affecting the absorbency of the fabric, and having a reduced tendency to produce an unpleasant odor during manufacture, storage or use.

Fabric softener compositions for rinsing are known. However, the disadvantages of conventional fabric softeners are that, although they increase the softness of the fabric, they often simultaneously reduce its absorbency. This means that the fabric's water absorption capacity is reduced. This is particularly unfavorable for towels, where consumers expect your towel to be soft and nonetheless high in absorbency.

WO 98/16538 discloses fabric conditioning compositions comprising liquid or soft solid derivatives of cyclic polyol or reduced saccharide which have good plasticizing properties and retain the absorbency of the fabric.

Detergents containing a saccharide or a reduced saccharide ester in which at least one fatty acid is present are known (EP 0 380 408).

Plasticizers containing polyhydric alcohol esters and cationic cellulose have also been disclosed (Wo S5 / O614).

35255 ~ 222? C / VO / LZs

PGT / G890 / 01 699

Φ

Φ »· φ *« φ ♦ φ <· »φ * · ♦

U.S. Pat. No. 5,447,643 discloses aqueous textile softening compositions containing nonionic surfactant and esters of certain bases with mono-, di- or tri-basic fatty acids.

Textile fabric softening agents containing sugar derivatives containing solid alkyl, alkenyl and / or acyl groups after esterification, in combination with nonionic and cationic emulsifiers, are also known (WO 96/15213).

Liquid or soft solid fabric softeners, such as cyclic substitutes for solving the above difficulty in absorbency, are thus produced using often unsaturated, preferably predominantly unsaturated, fatty acid chains in ether or life functions. However, such preparations may give off an unpleasant odor during manufacture, storage or use. This is obviously highly undesirable.

fabric conditioning compositions comprising a heavy metal complexing agent have been described (WO 37/13628).

WO 98/21774 and WO 98/21715 disclose textual conditioning compositions comprising chelating agents.

A. Textihaconditioning compositions according to WO 96/03461 contain from 1 to 20% by weight of an antioxidant,

It is an object of the present invention to alleviate the above difficulties.

The main advantage of the compositions according to the invention is that they soften the fabric without adversely affecting the smoothness of the fabric and are easy to produce,

95255-2227G / VO / LZS

PCT / GB06 / 01699 ~ 3 and do not release unacceptable odors during manufacture, storage, or use.

Accordingly, the present invention provides a fabric softener composition which

i) a liquid or soft solid derivative of a cyclic polyol or reduced saccharide, wherein 35-100% of the hydroxy sweep in the substituents or saccharide is esterified or etherified, and two or more ester or ether groups of the cyclic balloons or reduced saccharide are independently 8-22 (ii) a release aid and (iii) one or more antioxidants comprising at least one initiator inhibitor and at least one anti-proliferator, wherein (i) and ) with a weight ratio of at least 20: 1

Surprisingly, it has been found that the above compositions provide an unexpected combination of texfiltering action and retention of absorbency, and exhibit improved odor resistance even at elevated temperatures.

In addition, the present invention provides a process for reducing an odor in a composition comprising the above cyclic polyol or reduced saccharide comprising adding at least one initiator inhibitor and at least one anti-fouling agent.

95255-2227C / VO / LZS

PCT / SB0Ö / ÖW99 <· 4 Μ

In the context of the invention, the abbreviation CP'E or RSE is a cyclic substituent or reduced saccharide derivative which results from the esterification or etherification of 35-1.00% of the hydroxy groups in its cyclic substituents or reduced saccharide, wherein the CPE or RSE has two or more ester desires. its ether group is independently linked to a C 8 -C 22 alkyl or C 1 -C 22 chain, of which at least one chain has at least one unsaturated bond.

The CPE or RSE used at 20 ° C according to the invention is essentially non-crystalline. Instead ^c 20 ° C is preferably in a liquid or soft solid state as herein defined.

The liquid or soft solid CPE or RSE according to the invention is derived from the esterification or etherification of the hydroxy groups of the starting cyclic polyol or reduced saccharide by groups with the CPE or RSE in the desired liquid or soft solid state. Such groups typically contain unsaturation, branching, or mixed hybrids.

CPE or RSE typically has at least 3 ester or ether groups or mixtures thereof. Thus it contains 3-8 groups, in particular 3-5 groups. The ester or ether groups of the CPE or RSE are preferably at least two independently linked to an alkyl or alkyl chain of 8 to 22 carbon atoms. C 8 -C 22 alkyl or alkenyl groups may be branched or unbranched.

S5255-22270VO / LZs

PCT / GB0ö / ötS39

Preferably 35-85%, more preferably 40-80%, most preferably 40-70%, preferably 45-70%, of the hydroxyl group is esterified or etherified.

Preferably, the CPE or RSE is at least 35% by weight, so that at least 40% by weight of the esters or higher esters are present.

The CPE or RSE chains represent at least one independently linked ester or ether group containing at least one unsaturated bond. This allows low-cost production of CPE or RSE in liquid or soft solid state. It is preferred that the unsaturated fatty acids associated with the ester / ether moieties are predominantly rapeseed oil, cottonseed oil, soybean, &apos; They are derived from oleic acid, tallow oil, linoleic acid of palmitic acid, strong acid or other unsaturated vegetable fatty acids.

These chains are referred to herein as (GRE or RSE) ester or ether chains.

The ester or ether chains of CPE or RSE are preferably predominantly unsaturated. Preferred variants of CPE or RSE include tertiary esters of sucrose tallow oils with rapeseed oil, oleic acid, soybean oil or gyspacea oil; cellobiose -1 at ra oleate, sucrose z -1 π ol a, sa rose - p anta o 1 e, sucrose hexaoleate, sucrose rapeseed oil tri-, penta- and hexesters with tri-, penta- and hexa-esters of sucrose, soybean oil or cottonseed oil, with a mixture of glucose trioleate, glucose fephraoleate, xylose trioleate, sucrose predominantly in the form of hexa- or tri-unsaturated fatty acids, The most preferred versions of CPE and RSE are e959255-2227C / VO / LZS

PCT / G800 / 01S39

Φ * «φφ * φ * **

Compounds formed with a fatty acid chain containing a Yen unsaturated bond, i.e., where any multiple unsaturated bond is removed by partial hydrogenation. However, it can be used for CPE or RSE based on polyunsaturated fatty acid chains such as sucrose tetralin, provided it is partially hydrogenated. removing the multiple unsaturation.

Most preferred, liquid CPE or RSE is any of the above discussed, where multiple unsaturation is removed by partial hydrogenation.

Preferably, it contains at least 40%, more preferably at least 50%, most preferably at least 60% of the fatty acid chains. In the major case, 85-108%, thus 65-95% of the zsuccinic acid chains contain unsaturated bonds.

CPE is preferred in the practice of the invention. Examples of preferred cyclic planks are the cytosites. Inositol derivatives are particularly preferred.

In the context of the present invention, the term cyclic polyol includes all forms of saccharines. In fact, the use of saccharides is particularly advantageous in the practice of the invention. Preferred sacs for CPE or RSE. Examples thereof are derived from monosaccharides and disaccharides.

Examples of mosaic salts include xylose, arabinose, galactose, fructose, sorbose and glucose. Glucose is particularly preferred. Dosage carbohydrates include but are not limited to maltose, lactose, ceNobiose and sucrose. Sucrose Particularly Preferred An example of a reduced saccharide is sorbitan.

95255-2227CA / O / LZS

PCT / GBQÖ / 01683 jf fcfc-X fcfcfc fc

The CPE in the form of a liquid or a soft solid may be prepared by methods known to those skilled in the art. These include acylation of the cyclic polyol or reduced saccharide with acid chloride. transesterification of cyclic polyols or reduced saccharides with fatty acid esters using a variety of catalysts; acylation of the cyclic hell or reduced saccharide with acid anhydride; and acylation of cyclic hell or reduced saccharide with fatty acids (US 4,386,213 and AU 14,416/86).

Preferably, the CPE or RSE contains at least 3, more preferably at least 4 ester or ether groups. If the CPE is a disacbaride, it preferably contains at least 3 ester or ether groups. Particularly preferred are CPE derivatives which are esters having a degree of esterification of 3 to 5, such as sucrose tri- _; tetra- and pentaesters.

If the cyclic polyol reducing sugar it is advantageous if each ring of the CPE is an ether or an ester contains preferably at position C _s ~. Examples of such compounds include methyl glucose derivatives.

Suitable CPE derivatives include, but are not limited to, esters of alkyl (poly) glycosides, in particular alkyl glucoside esters having a degree of polymerization of 1-2.

In CPE or RSE, the length of unsaturated (and, if present, saturated) carbon chains is 6 to 22, preferably 12 to 22 carbon atoms. It is also possible to introduce one or more C 1 to C 8 chains. however, they are less advantageous.

The liquid or soft solid of the present invention has a CPE or RSE of 20 ° C between solid and liquid

S5255-222? C / VO / TZS

PC T / GB06 / O1 at 99 fc ** T ₂ NMR. a relaxation time · ratio of 50:50 to 0: 100, preferably 43:57 to 0: 100, most preferably 40:60 to 0: 100, such as 20:80 to 0: 100. The T ₂ NMR Relaxation Time Indicator is commonly used to characterize solid-to-liquid ratios for soft solids such as fats and margarines. For the purposes of the present invention, any component having a T ₂ · signal of less than 100 ps is considered a solid component and any component having a T ₂ > 100 ps is considered a liquid component.

For CPE and RSE, prefixes (such as tatra and penta) refer only to the average degree of esterification. The bands exist as a substance from monoester to fully esterified ester. The average degree of esterification is used herein to determine CPE and RSE.

The typical HLR of the CPE or RSE is between 1 and 3.

Preferably, the CPE or RSE is present in the composition in an amount of 0.5 to 50% by weight, more preferably 1 to 30% by weight, more preferably 2 to 25% by weight, such as 2 to 20% by weight, based on the total composition.

The CPE and RSE ingredients used in the formulations include the compounds used in the following examples, which may be sucrose tetraoleate, sucrose pentaerucate, sucrose tetraerucate, and sucrose pentaoleate.

Disconnection in connection with the invention! Defined as an excipient, any material that facilitates the separation of the selected CPE or RSE on the fabric during the washing process.

S52S5-2227C / VO / LZS

PCT / G308 / 018S9

0

000 η β χ ♦ * * * - * X »000« 00 0

000 00 * ♦ *

Disconnection! excipient optional cationic compounds. So cationic surfactants as well as nonionic surfactants, anionic surfactants, polymer separation? excipients or mixtures thereof. Quaternary ammonium compounds have been found to be particularly advantageous. A class of excipients are fabric softening compounds.

Disconnection! the excipient is preferably of a cationic nature. If no cationic surfactant or cationic plasticizer is present, it is preferable that the cationic polymer is detached! excipient is present. Most preferably, detachment! excipient is both cationic and a fabric softener.

Applicable decoupling! a mixture of excipients such as cationic surfactant and nonionic surfactant or fabric softener and polymer separation? mix of excipients ·

Suitable for cationic separation! excipients include water-soluble, single-chain quaternary ammonium compounds. Examples of such chemicals are cetyltrimethylammonium chloride, cetyltrimethylammonium bromide or any of the materials listed in EP 258,923.

However, it is advantageous if the detachment! excipient is a water-insoluble textile softener. Substantially water-insoluble quaternary ammonium compounds containing a single alkyl or alkenylane having an average chain length of at least 20 carbon atoms are particularly preferred. Even more preferred are compounds having a polar head group

95255-222? C / VO / LZs

PCT / GSQQ / öiSSS ♦ Φ ν ta

ΦΧ

Φ

Φ <♦ * «Φ *

♦

Φ * * φ Φ Φ Φ «« «* ΦΦ ** ·« *

W * and two alkyl or alkenyl chains having an average chain length of at least 14 carbon atoms.

Advantageous fabric softener detachment! excipients containing two long alkyl or alkenyl chains having an average chain length of at least 14 carbon atoms. More preferably, each chain has an average chain length of more than 16 carbon atoms. Most preferably, at least 50% of each long-chain alkyl or alkenyl group contains 18 carbon atoms.

It is advantageous to detach the fabric softener! the long chain alkyl or alkenyl groups of the excipient are predominantly straight chain.

Textile plasticizer release excipients used in the compositions of the present invention are molecules that are excellent softeners! provide.

In the context of the present invention, compounds which are substantially insoluble in water are understood to mean compounds having a solubility of less than 1 x 10 ³ % by weight in deionized water at 2.0 ° C. A. Textile Softener Removal! the solubility of the excipients is preferably less than 1 x ⁴ % by weight. Among the fabric softening their release aids solubility in deionised water at 20 * € most preferably 1 x lo 'fömeg ^8% and ^{1% by} weight χ 1 Ö.

Advantageous fabric softener detachment! excipients are quaternary ammonium compounds, preferably variants containing at least one ester linkage.

It is especially advantageous to strip off the fabric softener! water-insoluble quaternary quaternary ammonium-containing material containing two 12-18 carbon S525 & -2227C / VO / LZS pcTZGssö / sol φ * Μ ~

It has an alkyl or alkenyl group which has at least one ester linkage attached to the molecule with a χφφ ♦ *** * atom. More preferably, the quaternary ammonium content material has two ester linkages. Particularly preferred ester-bonded quaternary ammonium fumar material for the present invention is represented by formula (I):

R ^s

R '........ N'ö-- (CH ₂ ) _o -T ~~ -R ² X' (I) (CH ₂ ) _{: 1} -T-FO in which R ⁵ is C 1 -C 4 alkyl-hydroxyalkyl or C 2 -C 4 alkenyl, independently, in each occurrence; R ² is, independently, C 8 -C 28 alkyl or flat; T is -O-O (= O) - or -O (= O) -O-; X 'is any suitable anion; and n is Ö or an integer from 1 to 5 ·.

Preferred compounds in this class of substances include df (tallow oil ^: -oxyethyl> dimethyl ethyl ammonium clone.d) and methyl-Q-isethyl {tallow oil)} -2-hydroxyethylammonium methyl ~.

-sulfate.

A second preferred type of quaternary ammonium-containing material can be represented by Formula II,

OOCR ² (R ') ₃ N ⁺ - (CH ₂ p ....... CH X' (11)

CH ₂ OOCR ²

35255-2227C / VO / L ·

PCT / G3öö / 01 & 93

ΦΦΦΦ χ

φ φ

»4 4 *

««

Φ> * ♦

??????????? X ??? ?????????? ???????? ????????? ???????? ???????? ???????? ????????? ???????????? - ??? wherein ??? R ¹ , R ² and X 'and n represent the corresponding substituents of formula I

For environmental reasons it is advantageous for quaternary ammonium ·· material to be biodegradable.

Preferred materials in this class include, but are not limited to, 1,2-bis (hydrogen pentane-tallow-oxy) -3-thromylammonium-propyl chloride. Such compounds, together with a process for their preparation, are described in the literature (US 4,137 ISO). These materials preferably contain a small amount of the corresponding monoester as described in the literature, for example 1- (hydrogenated tallow oxy) -1-hydroxy-3-methylmethylammonium propane chloride.

Textile softener detachment used in the preparation! the excipients may also be compounds of the formula III,

O 0 R ⁴ ti ::: · (R ³ € ÖkA (. ~ -OC — B — N1 ---- 17% X (ifi)

R ⁶ wherein X is an anion, A is a (ma-n) valence group obtained by the removal of a (m + n) hydroxyl group from an aliphatic pole containing ρ hydroxyl group having a carbon atom to atomic ratio of 1.0 to 3.0 , and each hydroxy group has up to 2 ethylene oxides and / or propylene oxides: m is an integer from 0 to 1 pn; n is an integer from 1 to pm; and p is an integer having a value of at least .2: B is a C 1-4 alkylene or alkylidene group: R ³ , R ⁴ , R ⁶ and R "are independently5255-2227C / VL / LZS

PCT / GB00 / GieS9

En y φ φ φ * * φ φ «φφφ φ φ φ φ φ φ« «« is a linear or branched C 1 -C 48 alkyl or alkenyl group optionally substituted with one or more functional groups and / or interrupted by up to 10 ethylene oxide and / or propylene exide groups or

C Ö Ö = ~ -0 -0 = 0, CN O ~ N = C = O and up to -0-0 chosen substituted with two functional groups chosen from (= 0) -0képietű groups, or R ⁱ¹ and R ¹² in the ring It may form a ring system containing 5 or 6 atoms, provided that the average compound contains at least one C 22-48 R group, or at least two C 16-20 R groups, or at least four C 10-14 R groups. Preferred compounds of this type are disclosed in EP 638 639.

The release aid may thus also comprise a mixture of different textile bedding compounds and a mixture of the compounds of formula (I) and (Π).

The release agent may be a nonionic surfactant, including a nonionic ethoxylated surfactant having an HLB of from 1.0 to 20. It is advantageous if the alkylating powder of the surfactant contains at least 12 carbon atoms.

Suitable polymeric release aids for use in the present invention are cationic and nonionic polymeric release agents. include excipients.

Suitable cationic polymer release aids include cationic guar polymers such as Jaguar polymers (manufactured by Rhodia), cationic cellulose derivatives such as Cequques (manufactured by National

85255-2227C / VO / LZs

PGT / GBÖÖ / G1839

Starch), polymers under the name of Brother (manufactured by Amerchool), cationic starches such as birch starch, among others SoftGeiss and Soivitose, ODA (manufactured by Avefoe), polymeric products under the trade name C * bond Cerestar), cationic polymers such as PCG (manufactured by Allied C-oloids), Flocaid-type polymers (manufactured by National Starch) and cationic chitosan, and derivatives thereof. Cationic polymeric release agents are particularly preferred when no other cationic materials are present in the composition.

Suitable nonionic excipients include Piuronics (BASF), dialkyl-PEG. known cellulose derivatives (GB 213 730), hydroxyethylcellulose, starch and hydrobic modification non-ionic foams, such as Acusol 880/882 (manufactured by Rohm and Haas).

The above mentioned separation! any mixture of excipients may be used.

In fabric softener formulations, CPE or RSE separation! the weight ratio to excipient is preferably 15; 1 to 1:10, more preferably 10: 1 to 1: 5, most preferably 8: 1 to 1: 3.

If a composition is expected to provide particularly high absorbency to the fabric, it is preferable to have CPE or RSE stripping! the weight ratio to excipient is at least 1: 1 (especially if the release agent is a fabric softener compound).

952S5-2227C / VO / LZS

PCT / GS0Ö / 016S9 φ V

When a high-performance exfoliating agent is required, the weight ratio of the exfoliating agent to the CPE or RSE component is at least 2: 3, preferably at least 1: 1.

In order to achieve excellent softness and hydrophobic effect on the fabric, it is preferred that the weight ratio of the textile softener release agent to the CPE or RSE component is from 3: 2 to 1:10, more preferably from 2: 3 to 1:10.

Textile softening compositions contain one or more antioxidants, wherein:. The weight ratio of CPE or RSE component to antioxidant (s) is at least 20: 1.

Preferably, the excipient is present in an amount of from 0.05 to 15% by weight of the total composition, more preferably from 0 to 10% by weight, such as from 0.5 to 7.5% by weight.

antioxidant

Any suitable antioxidant may be used in the invention. Preferably, the antioxidant comprises at least one initiation inhibitor or at least one anti-proliferation agent. Mixtures of these two types of antioxidants have been found to be particularly useful, particularly in reducing medium to long-lasting odors. Any of the antioxidants named in the following examples may be used.

Antioxidants (total) are preferably present in an amount of from 0.0001 to 1% by weight, more preferably from 0.00015 to 0.75% by weight of the total composition, more preferably from 0.002 to 0.5% by weight, such as 0.002 to 0.45% by weight.

.22.27C-95255 / VQA2s ·

PCT / GS00 / O1699

$ 1 ****

It has been found that antioxidant-type antioxidants can effectively inhibit the formation of unpleasant odor in the short and long term, however, a mixture of anti-spreading agent and antioxidant-type antioxidants can surprisingly well reduce the formation of unpleasant odor in the short and long term.

suitable antioxidants of the initiation inhibitor type include, but are not limited to, metal salts of peroxide disruptors (such as sulfides, aryl and alkyl phosphites, certain thiodipropionates, xenates, and dithiophosphates).

Peroxídoi decomposing suitable compounds include, inter alia, (ROzCCHzCHshS compound of formula I, wherein R is -C ₂ H ₂ s., CuH _2S or C UHS? Őszszegképletű group, such compounds can include Irgafos 186 as compound tradename available TNPP (irisznoníltenilfoszfíf) Sandostab P-EPQ and Irgafos P-EPQ When p.eroxide-depleting compounds are used, they are preferably present in an amount of 0.001 to 0.5% by weight, most preferably 0.05 to 0.1% by weight.

Another type of suitable antioxidant of the initiation inhibitory type is a compound complexed with or deactivated by metal ions. Suitable compounds of this type include: Ν, -'-salylcylidene-1,2-propahydramine: oxalibis (benzylidene hydrazide); ethylenediaminetetraacetic acid (EDTA); ethylenediamine-H / N'-succinic acid (EDDS); IM hidroxietíién diamine trieceísav; Nitrile Triacetic acid (NTA); Ethyl tetrapropíonsav-diamine; ethylene diamJn ~ ~ N '~ Dig ulamínsav; 2-hydroxypropylene diamine-IM, N ^! disuccinic; triethylene trlamln-hexaecetsav; dl95255-2227CA / O / LZs

PCT / GB06 / Q1S99 *** ** ethylene triamine pentaacetic acid (DETPA); trans-1,2-diaminocyclohexane-N, Μ, Ν ', NMetraacetic acid; etanoidígHcfn; ethylenediaminetetra-tetracylmethylene phosphonic acid) (EöTMP); 1-Hydroxyethane-1,1-di-phosphonic acid (HEDP): hydroxylethanedimethylene-phosphonic acid: gluconic acid; citric acid, dloxl-succinic acid, isopropyltric acid; oxidiszukclnsav; dipicolinic acid: 4,5-dihydroxy-m-benzenesulfonic acid, 8-hydroxyquinoquinoline; Sodium dstlokarbamát; sodium tetraphenylboron, emmonium-nhrosophenyl-Toxdamine; ethylenediamine monoborobutyric acid (ΈDMS}; iminodibis stone Acid Nettrou; ms {sodium salt of IDS); Learn íszímeülén stake (3,5-di-tert-butyl-UM htdrö'xi hi drocínoarnátijmetán (tradename Irganox 1018), tetrakis [phenoxycarbonyl (3, _{5-ol-4-Square} ~ Buhim hidröXthidrocinnamát) Jmeta;, first 3, _.5-6-one triΓηοΒΡ2,4 ΐΓΐ3ζ (3 ^{ί, 5:} -άΙ 1θΓθ ~ ~ ^Ρυ11Ι-4, -όΐ0ΓθχίόβηζΙ1) οοηζοΙ (Irganox 1330 trade name product) and diethyl tnamín penta (mehlénfoszfonát) (Dequest 2066 product).

Compounds that form complexes with metal ions are preferably present in an amount of from 0.0001 to 0.5, more preferably 0.006 to 0.1% by weight, based on the total composition.

Antioxidant type antioxidants consist primarily of inhibited phenols / polyphenols. These may include compounds commonly used in the food or plastics industry, which may include, but are not limited to, Bulldozed Hydroxy Anise (BHA); butylezeh hydroxytoluene (BHT), tert-butylhydroquinone (TBKQ); tocopherols; tocotrienols; ascorbic acid, ascorbyl palmitate: octyl gallate; propyl gallate; lauryl gallate; N, N ~ ό75ζ (βΗ1 ~ 3 ', 5' ~ όί ~ ΐθΓθ-ΡοΗΙ-4 ~ Γ0ΓθΧί benzoate); coconut-derived S-tH.N-dimethylamino-aminoethyl-S'.S'-di-tert-butyl - ^ '- hydroxybenzoate - N - am I n and 2 - {N - mat I - N - am ί η o) eti I - 3 ', 5' - d í -1 erc - bu 111 - 4 '- b I dro 952SS-2227C / VO / L2s

PCT7GBGÖ / 01SS8 λ xibenzoate; .2 _i 2 ^! methyldebis (4-methyl-6-tert-butylphenyl), 4 _; 4'-Butihane Bis (2-Terbutyl-5-methylphenol): n-Ecdadecyl-3,5-diferobutyl-4-hydroxyhydrocinnamate and 1,1,3,3'-Hys (3 ~ teíc ~ hutíí ~ 4 ~ bröxi ~ -6 - methyl lf eni I) bu tán.

Inhibitor type antioxidants are preferably 0.0001-0.5% by weight of the total composition, more preferably

0.0002-0.05 by weight. most preferably, they are present in an amount of from 0.0002 to 0.02% by weight.

Preferably, the weight ratio of the initiator inhibitor (i) to the anti-proliferator agent (li) is 10: 1 and 1:10, more preferably 10: 1 and 1: 5, more preferably 8: 1 and 1: 1, such as 6: 1. 1 to 1: 1 ven.

The weight ratio of GPE or RSE to total antioxidants is at least 20: 1, preferably at least 50: 1, more preferably at least 75: 1. This weight ratio can reach or even exceed 1500: 1. This weight ratio preferably has an upper limit of 3000: 1, more preferably 2500: 1.

PH of the preparation

The pH of the compositions of the invention is preferably in the range of 1.5 to 7, more preferably in the range of 1.5 to 5.

Other ingredients

The compositions may also contain fatty acids, such as monocarboxylic acids or polymeric carboxylic acids having from 8 to 24 carbon atoms, alkyl or alkenite groups. Saturated fatty acids are preferred, in particular C16-C18 fatty acids derived from hydrogenated tallow.

9S255-2227C / VO / LZS

PCT / G8WÖ1SSS

ss

The composition may include electrolytes, non-aqueous solvents, pR-buffering agents, fragrances, perfume carriers, fluorescents, dyes, hydrotropes, antifoams, antimicrobial agents, polymeric and other viscosity enhancers, enzymes, optical fibers, , anti-shrink agents, anti-seize agents, anti-stain agents, anti-clog agents, antifungal agents, anti-corrosive agents, substances for use in household tissues, antistatic agents, sun-screen agents, anti-fading agents and auxiliary agents selected from the group consisting of .

If the product is a liquid, the presence of viscosity controlling shit may be beneficial. Any viscosity controlling agent for use in conjunction with a mouthwash may be used in the practice of the present invention. Such materials include, but are not limited to, biological polymers such as xanthan gum (Kelco, manufactured by Kelsan and Rhodopol, manufactured by Rhone-Poulenc), guar gum (traded as Jaguar, manufactured by Rhone-Poulenc), starches and cellulose ethers. Synthetic polymers are useful as viscosity regulators, including butyric acid, poly (vinylpyrrolidone) _and polyethylene, carbomers, crosslinked polyacrylamides, such as Acosol 380/882, polyethylene and ethylene glycol.

It is preferred that the compositions are substantially free of bleach. More preferably, the compositions are completely free of bleach.

95255-2227CA / O / L

PCT / GB 00 / 0189S

In addition, degradable polymers and anti-flocculating polymers are also useful as viscosity modifiers.

The compositions may be in any of the forms commonly used in taxol softening compositions, such as powders, pastes, gels, or liquids. Liquids, especially emulsions, are preferred.

The compositions may be prepared by any suitable method. Where the antioxidant, such as the anti-spreading agent, is soluble in oil, the anthloxldant is suitably pre-added together with the CPE or RSE component. If, on the other hand, the antioxidant is water-soluble, such as an Inhibitory agent, especially a metal complexing agent, the inhibitor will typically be added to a preformed emulsion containing the CPE or RSE component,

The invention is illustrated by the following non-limiting examples. Other examples will be apparent to those skilled in the art within the scope of the invention.

1-13. 14-24. examples

In the following, the effect of the antioxidant on the reduction of unpleasant odor during storage of fabric softener compositions containing CPE and release aid ingredients is investigated.

All data given in% refer to the total weight of the formulation and are the amount of active ingredient. 1 and

The formulations of Example 14 are control formulations that do not contain an anoxide. A Ryoto 0-170 k ereske 85255-2227C / VO / LZs

In the product PCT / GB8Q / five8S3, the fatty acids have an carbon content below 85% of unsaturated bonds.

2-13. In preparing the formulations of Example 1, the spread is blocked with an antioxidant of the type known as irganox 1330 or Irganox 1010 in the CPE (Ryofo 0-170) component and added to a separate mixture of a cationic surfactant and water (such as in an amount to make up to 100% by weight of the composition). The resulting composition is mixed with a low shear Heidolph type apparatus to produce an emulsion.

6-13. In this example, an anti-initiation agent type antloxidant (commercially available as Dequest 2066) is added to this emulsion.

14-24. For example, in the preparation of formulations, the cationic surfactant (CTAC) is mixed with water and the CPE (Ryoto 0-170) component is added to the mixture under conditions of high shear to form an emulsion at room temperature.

15 and 22-24. In the preparation of the compositions of Examples 1 to 4, the anti-fouling agent type antloxidant (trade name Irganox 100) is dissolved in the CPE component prior to emulsification. 18-24. In Example 1B, the initiation is added to a barrier-type anthloxidant (Dequest 2080, DTPA or LO 5 sodium ingredient) to the final emulsion.

1-13. 14-24. Formulations according to Examples 1 and 2, respectively

They are listed in Table 2.

952SS-222TG / VO / L2S ·

PCT / G3SÖ / 01S39 * * * · * φ

**

* control ³ sucrose pentaoleate {manufacturer; Mitsubishi-Kagaku Food Corporation) ^b cetHtrimethylammonium chloride as a 25% w / w solution (manufactured by Aldrich) ^c diethylene triamine pentafmethylene phosphonate) (supplied by Solotia) Trade name Irganox 1330 - 1,3,5 -frimefil-2,4,6-1 ^ 52: (3'5'-dMerc-butH-A'-hydroxybenzobenzene) Irganox 1010 - tetrakis [methylene (3,5-di-t butyl 1-4-hydroxyhydrocinnamate methane (the latter two are manufactured by Ciha Geigy).

95255-2227CA / O / LZS

PGT / GBOO / OWSS

Αχ * Φ

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100wt% -h.oz necessary quantity of burning the polyethylene inamín mussel di-N, NN ^f N ^:: N '' ^í -persíaklsz (methylenephosphonic acid fos2for ~) ~ manufactured by Solutia dletdén-triemin pentaacetate ~ manufacturer EEG: Akzo Nobel Iminodium Succinic Sodium Broth - Manufacturer: Bayer • 22270 / VO / LZs

PCT / GB00 / 01S99 »*» χ

Samples were stored at 37-45 ° C in glass-stoppered glass flasks. At the time intervals shown in Tables 3 and 4, the bottles are removed from the containers and samples are examined for the presence of an unpleasant odor (as determined by the amount of rancid grease present). Before each test, the samples were allowed to equilibrate at room temperature. The unpleasant odor is determined at room temperature by detecting the odor from the equilibrated sample and denotes the odor value from 0 to 5. A value of 0 is used if the sample has no detectable rancid odor and a value of 5 is assigned to a very strong rancid odor. Each sample is evaluated by at least 10 individuals and the average score is calculated from the scores they give.

an emulsion was stored at 45 ^U C value indicating rancid fat for 4 weeks, which is one tcmeg.% CTAC and

4.5% by volume of Priolube 1446 (neopentyl glycolide, manufactured by Unicbema) contains ingredients.

1-13. 14-24. For examples, the unpleasant odor values are shown in Tables 3 and 4, respectively.

The following Table 3 shows the results of Table 1-13 in a study at 37-45 ° C for a period of 27 weeks. shows the values of the unpleasant odor determined in the examples.

95255-2227C / $ VCV12

PC'F / G800 / 91699 * * * 0 ♦ 00 * ♦ * '«· * * * * 0 *« »« · 0 0 00

Table 3

inspection

Table 3 (continued)

35255 ~ 2227C / VO / LZs

PCT / GS00 / öW98

· Χ Φ

The results in Table 3 illustrate the addition of antioxidants to reduce unpleasant odor in a sample that is predominantly unsaturated CPE and detach! contains excipients. Where a mixture of antioxidant spreading agent and initiation blocking agent type antioxidant is used, a longer duration of reduction of the unpleasant odor is achieved.

In addition, favorable synergistic results are obtained

0.01% by weight of Inhibition Agent when used in combination with 0.002.25-0.0045% by weight of antifouling agent (see Examples 6-9).

Table 4, with storage at 45 ° C over a 4 week storage period, shows the results of Table 14-24. indicates an appreciable odor.

95255 ~ 2227C / VO / Us

PCT / GSSO / 01 £ 'S3

The results shown in Table 4 show that if the only antioxidant initiation inhibitor present is present, a reduction in the pleasant odor is achieved. Where antl · oxidant propagation inhibitor and initiation inhibitor are present, a significant reduction in unpleasant odor is achieved. This fact is surprising, since no or only slight odor reduction was observed. if the only antioxidant present was an anti-proliferative

Therefore, there is a clear synergistic effect between the anti-propagation agent and the anti-initiation agent.

9525S-2227C / VO / L2S

PCT / GSÖÖ / G1SS9 '* · * * Λ • ** ♦ «„ * ♦ * * X * * * χ * *** »χχ ** ***« «

In the following examples, further formulations are provided which reduce the unpleasant odor in the presence of an anti-fouling agent and an inert inhibitor.

25-34

25-28 in Table 5. In Examples 1 to 4, formulations are prepared by mixing the listed ingredients in water.

Table 5, Component Example Number of Blends with CTAC Ingredient

| cetdfrlmetrl-smmmonlum chloride (CTAC) | 1 | sucrose pentaoleate (Ryote 0-170) | 4 sucrose tetraoleate (oily liquid) sucrose pentaerucate (Ryoto ERj -190, soft liquid) sucrose tetraerucate (Ryotc ER-290, soft liquid)

I Irganox 1010

The ingredients of Irganox 1010, Dequest 2066 and CTAC are described above.

95255-2227C / VO / LZS

PCT / GBÖ0 / 01S9S

- 2I

X φ

* φ φφ '* * φ * ** «» φ. * ». *' *« ίχχ φ

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Ryoto is a manufacturer of products; Mstsublshi-Kagaku Food Corporation.

The next 8-9. The formulations of the Examples shown in Tables 1 to 5 are prepared by heating the ingredients together at 80 ° C and then mixing at high shear rates.

HEQ; 1-bis-hardened tallow oxy) -3-trimethylammonium propane chloride (manufactured by Hoechst)

Table 7 - Mixtures formed with Arquad 2-HT

Arquad 2-HT® Sucrose Fetraoleate (Oily Liquid) Sucrose Pentaerucate (Ryoto ER-190) (Oily Liquid)

95255-2227CzVO / LZs

PCT / G800 / Q16SS

The composition of Example 35 is prepared as an emulsion dispersed in water containing 5% by weight of an active ingredient containing 4.5% by weight of s-saccharose tetraerucate (trade name R-yoto ER-290). liquid), 0.5 wt% CTA-C, 0.01 wt% Deq uest 2068, 0.0045 wt% Irganox 1010 and 0.2 wt% polymer deposition! excipient, as follows:

Example a)

Example b)

Flo-cAid 34 (manufactured by National Starch)

Softgel ODA is a trade name product rf n

The composition of Example 36 was prepared as a mixture of emulsion and dispersion 1.4% (containing a total of 5% active ingredient) of OEEDMA.C and sucrose pentaoleate (Ryoto 0-170) at high temperature. To the resulting mixture were added 0.01% by weight of Dequest 2006 and 0.1% by weight of Irganox 1010.

95255-2227C / VO / LZS

PCI7Ö80Ö / 01899 »« «« «« 00 ♦ · 0 · «« «

Example 37

The present invention provides a complete formulation of a fabric softener: a composition comprising the following ingredients in weight percent by weight:

Genapol C15ö ^a j 1.6 ABS ^b | 0.4 Ryoto 0-170 j 15.4 cationic potato starch ^c 1 2 fragrance additive j 0.96 I preservative I slight heaven well! i dye j slight heaven also i Na-IDS 1 0.01] Irganox 1330 ι - --— ~ - 0,015 ! t

water ja for complete preparation narrow Coconut Alcohol Containing ³ 15 EO Units (Manufacturer:

Clarlant) ^b Sodium salt of dodec-benzenesulfonic acid (manufactured by Aldrich)

Chemical Company) ^; Softgei BDA (manufactured by Avebe).

Example 38

Table 8 shows the solid-liquid ratio determined by the CPE and RSE T _s NMR methods used in the present invention. The ratio is determined at 20 ° C. The table shows the degree of esterification / etherification.

3S2'55-2227CA / O / LZs

PCT / G800 / 91399 φ φ φ Φ Λ

Φ

Φ χ ΧΦΦΦ φ Φ φ χ Φ

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The Ryoto branded products listed in the following table are described in the preceding section.

p .................... new ingredient j solid: f ο 1 y a d 1 secluded at 20 ° C « degree of esterification > on and% physical | form 1 Ryoto 0-170 I 0: 100 1 5/8 62.5% It is a liquid Ryoto ER-290 | 0: 100 j 4/8 50% liquid | Ryoto ER-190 0: 100 j 5/8 50% soft sir  solid material J sucrose 0: 100 | 4/8 50% liquid j -tetraoleate | 1 sucrose 0: 100 [8/8 100% liquid (

-oktaoleát

39-52. example

All formulations shown in Table 9 were prepared as follows. In sucrose, the anti-fouling agent is dissolved in a weight ratio of 99.9: 0.1. This mixture is then melted together with the TEA component and Coco-15EO and has low shear stress.

Add Heidolpb to 80 ° C with stirring. The resulting mixture was stirred for 10 minutes and then cooled to room temperature. If an initiator inhibitor is used, it is added to the final mixture in the form of a 5 wt% side with stirring.

9S2S5-2227C / Compare / 2S

PCT / GS00 / ÖW99 φ «« β * * «« «« «

Φ Φ X ΧΦΦ φ * * Φ ι --------- r

a Tsx & ^a ** s CA saeba »j copper-let- i hraoleát ^b i ί! Coco 15EO new material (Irganox 1010) material (weight% type) new water ^ I 39. } 10.6 I i | 3.8 | 0.1 0.0036 j 0.01 - EDDS * 5 * 5 I 40. I 10.6 [3.6 | 0.1 0.0036 0.01 ~ Dequest 2066 f [ * | 41st ] 10.6 ! 3.8 1 0.1 0.0036 0.01 - Na IDS t * | J 42. | 10.6 1 3.8 j 0.1 0.0038 0.01 - DTPA t · * ·: | 43rd | 10.6 ) 3.8 I 0.1 0.0036 | 0.01 - EDTA * *: i ; 44th I 10.8 1 3.6 | 0.1 0.0036 i 0.01 ~ Dequest 2047® • X} 45th | 10.6 | 3.6 | 0.1 0.0036 - * I i 46th | 7.5 7.5 0.1 0.0075 0.01 - ED OS ---------- j A-j 47th j 7.5 1 7, 5 j ο, ι 1 0.0075 0.01 - Dequest 2068 · * I ). ) 7.5 1 7.5 1 0.1 1 0.0075 | 0.01 - Na IDS * í 49th 7 8} { _vol 1 7.5 | 0.1 L 0, 0075] 0.01 - DTPA * I 50th 7 8 | i; W i r-} [° 1 0, 1 | 0.0075 0.01 - EDTA * 1 - 51st V) Ϊ-2 -.......... f '* ΐ 1 7.5 l 0, 1 0.0075 | 0.01 - Dequest 2047 * Ϊ : 52, T 1 7.5 7.5 | 0.1 L 0.0075 I 5 * 1

Amount required for 100% by weight; No. II (Depend on I aj}} ~ 2 ~ b I dr ο xset amm - Ammonium Methyl · Sulfate (available as 30% by weight Rewoqeil WE18 under the trade name Goldscbmidt, manufacturer: Witco) with a nominal esterification degree of sucrose .SS2SS-2227C / VO / LZs

PCT / G808 / Ö1898 »- ♦ · *

Φ 4> X Φ Φ Φ χ χ χ χ φ φ φ ΦΦ ΦΦ * ΦΦ Ethylene Diamine-N, Hr'-Dibasic Acid (manufactured by Associated Oci eB ^á E Ethylene Diamine Tiacetic Acid (manufactured by Contract Chemicals) for ^this Ethylene Diamine Tephra (Methylene Phosphonate) - manufactured by Solutia

Table 10 shows the results of Table 35-48 after 9 weeks of storage at 45 ° C. summarizes the unpleasant odor values determined for the formulations of Example 3b.

All samples were stored in loosely closed glass flasks at 45 ^° C. Samples are removed from the oven at weekly intervals and allowed to cool to room temperature before evaluation. The unpleasant odor score is determined on a scale of 0 to 5, where the endpoints of the scale are: ~ no unpleasant odor; 5 - Extremely strong odor perceptible, Results obtained: Table 10.

95255-2227C / VOA2S

PCT / GBQ0 / 01699 ♦ 9

The results illustrate that the use of antifouling agent alone in fabric softener compositions can reduce the amount of unpleasant smell over a 9-week period. The use of a mixture of anti-fouling and initiation inhibitors in fabric softener compositions can significantly reduce the odor during the 9-week test period.

Claims (11)

A fabric softening composition comprising a liquid or soft solid derivative of a cyclic pollol or reduced saccharide, wherein 35% to 5% of the hydroxy sweep in the polyol or saccharide is esterified or etherified, the cyclic hell or reduced salt is separated by two or more ester or ether groups. independently attached to a C 8 -C 22 alkyl or alkenyl chain, of which at least one chain has at least one unsaturated s, 95255-22Z7C / VOZLZS • PCT / GBÖÖ / Ö1SS8 Φφφφ φφφφ ii) separation. comprising a burner or antioxidant comprising at least one initiator inhibitor and at least one antioxidant, wherein the weight ratio of components I) and III) is at least 0 4 The composition according to claim 1, wherein the cyclic polyol or the reduced saccharide comprises at least 35% by weight of fatty esters or higher esters. The composition according to claim 1 or 2, wherein 40-8G%, preferably 45-75%, of the hydroxyl groups present in the cyclic polyol or the reduced saccharide are esterified and / or etherified. 4. A composition according to any one of claims 1 to 3, wherein the cyclic polyol or the reduced saccharide contains at least 4 esterified or etherified hydroxyl groups. 5. A composition according to any one of claims 1 to 4 comprising a cyclic polyol or a reduced saccharide derived from a monosaccharide or a disaccharide. 8. 1-5. A composition according to any one of claims 1 to 6, which is a cationic surface treatment agent, a nonionic surface treatment agent, an anionic surface treatment agent, a polymeric deposition agent. excipients, fabric softening compounds and mixtures thereof! selected from the group consisting of excipients. 7. According to claim 8! Preparation containing quaternary ammonium compounds as textile softening compounds. S5255-2227C / VO / LZS PCT / GBW1S8S X Φ Μ ΦΦΦ ΦΦ «« A composition according to any one of claims 1 to 7, comprising from 0.5 to 58% by weight, preferably from 1 to 30% by weight, of cyclic substitutes or reduced saccharides. 9. A composition according to any one of claims 1 to 3, containing 0.0001 to 1% by weight of antioxidant (s). 10. A composition according to any one of claims 1 to 5, which comprises at least 50: 1, preferably at least 75: 1 by weight, relative to the anilxidant (s), a cyclic polyol or reduced saccharide. A composition according to any one of claims 1-10 which is a liquid, preferably an emulsion. 12. A method for reducing an unpleasant odor in a cyclic polyol or reduced saccharide composition according to claim 1, wherein at least one anti-initiation agent and at least one anti-penetration agent are added to the composition.