JP2001521059A - Laundry composition with reduced odor and method for producing the same - Google Patents

Abstract

  (57) [Summary] The present invention relates to a method for producing a laundry detergent and a fabric softening composition with reduced malodor. The present invention comprises the step of combining a laundry detergent or fabric softening composition with an aromatic pro-accord that can gradually release one or more aromatic ingredients that help to mask the odors that may occur. Comprising.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

FIELD OF THE INVENTION

The present invention relates to a laundry detergent, a fabric softening agent and a fabric appearance improving composition with reduced malodor, and a method for producing the composition. The malodor reducing compositions of the present invention comprise an effective amount of a pro-accord material that effectively masks degradation products typical of fabric softener active ingredients.

[0002]

BACKGROUND OF THE INVENTION

Laundry detergent and fabric softener compositions comprise an active ingredient, particularly a surfactant, a diester and a diamine quaternary ammonium compound, all derived from fatty acids. Fatty acids, and materials made from fatty acid sources, especially those having one or more sites of unsaturation, degrade over time due to the effects of oxygen and other factors. Indeed, the "bad" or "unpleasant" odor associated with lard, vegetable oils, etc., which is often unacceptable to humans, is thought to be due to fatty acid degradation.

[0003] Laundry detergent and fabric softener compositions are materials that comprise a fatty acid moiety, even in liquid, rinse-in or base-added (ie, dryer sheet) compositions. Stinks due to decomposition. One proposed improvement is to incorporate perfume or other aromatic ingredients into the composition to mask odors. In order for a material to be effective as a fragrance or fragrance, it must have sufficient volatility to "smell". However, due to the high volatility of the perfume ingredients, the odor-hiding odors of the laundry detergent composition and the fabric softener composition were exhausted long before malodors occurred during storage of the product. I will.

[0004] Furthermore, fabric softener compositions are typically acidic (pH 2.5-5.5), while laundry detergent compositions are alkaline (pH 8 to about 11). Therefore, a masking agent that is effective in one pH region may be ineffective in another region. In addition, the formulator must also consider that the perfume ingredients and the masking agent may have a synergistic effect with other auxiliary ingredients that make up the laundry or fabric conditioning composition. Thus, if a material acts as a masking agent in a fabric softener composition to effectively control malodor, the same material is not always effective in a laundry detergent composition.

[0005] Therefore, there is a need in the art for compounds that mask odors and methods for masking these odors in all types of laundry detergent and fabric softener compositions. Indeed, there is a long-felt need for a method for controlled release of aromatic ingredients or odor masking agents that gives consumers confidence that laundry detergents or fabric softening compositions are still effective.

[0006]

[Background Art]

The following documents relate to the subject of fragrance components. US Patent No. 5,626,852
Suffis et al., Issued May 6, 1997, U.S. Pat. No. 5,232,612.
No. 5, Trinh et al., Issued on Aug. 3, 1996, US Pat. No. 5,506,201, McDermott et al., Issued on Apr. 9, 1996, US Pat. No. 5,378,468.
No. 5,266,592, issued Jan. 3, 1995, Suffis et al.
Grub et al., Promulgated November 30, 1993, U.S. Pat. No. 5,081,11.
No. 1, Akimoto et al., Promulgated January 14, 1992, U.S. Pat. No. 4,994,2.
No. 66, Wells, issued February 19, 1991, U.S. Pat. No. 4,524,018, Yemoto et al., Issued June 18, 1985, U.S. Pat. No. 3,849,326.
Jaggers et al., Promulgated November 19, 1974, U.S. Pat. No. 3,779,9.
No. 32, Jaggers et al., Promulgated on December 18, 1973, Japanese application No. 07-1
No. 79,328, published Jul. 18, 1995, No. 05-230496, 199
Published September 7, 3, International Patent Application No. WO 96/14827, May 2, 1996
Published on 3rd, WO95 / 04,809, published on February 16, 1995, and published on WO95 / 16660, June 22, 1995. In addition, PM Muller, D
. Lamparsky Perfumes Art, Science, & Technology Blackie Academic & Profe
ssional, (New York, 1994) is hereby incorporated by reference.

[0007]

Summary of the Invention

The present invention surprisingly shows that fragrant ingredients help to mask malodor formation in laundry detergent compositions, fabric softener compositions, etc., and that certain pro-accords It has been found that the incorporation into a formulation allows these materials to be released gradually, thus addressing the above needs. Pro-accord is a gradual release of fragrant ingredients that are sufficiently volatile to be aesthetically perceptible and strong enough to mask malodors that may occur under certain storage and use conditions Works in a similar manner. However, since the aromatic material is continuously released over a long period of time by the pro-accord, the pleasant fragrance does not disappear or evaporate like the free fragrance or the aromatic material. In fact, the formulator can design a pro-accord molecule that will continue to release fragrant ingredients over various periods of time by applying the conditions described herein. Also, the aromatic materials that can be released by the pro-accords of the present invention can be all aromatic materials that can be converted into releasable pro-accords, especially aldehydes, ketones, alcohols, terpenes, and esters.

[0008] A first aspect of the present invention is a method of making a laundry detergent composition with reduced malodor generation, comprising: an effective amount of a pro-accord comprising: a) at least about 0.01% by weight, preferably at least about 0.01% by weight; About 0.1 to about 60%, more preferably about 0.1 to about 30%, by weight, of anionic, cationic, nonionic, zwitterionic, amphoteric surfactants, and the like. A detergent surfactant selected from the group consisting of a mixture of (preferably, the surfactant is an anionic surfactant); b) the carrier and auxiliary components that make up the remaining portion, wherein the auxiliary components are Builders, optical brighteners, bleach, bleach accelerators, bleach catalysts, bleach activators, soil release polymers, dye transfer agents, dispersants, enzymes, foam inhibitors, dyes, fragrances, colorants, filler salts, Hydrotropes, enzymes, photoactive , Fluorescent agents, fabric conditioners, hydrolyzable surfactants, preservatives, antioxidants, chelating agents, stabilizers, anti-shrinkage agents, anti-wrinkling agents, bactericides, fungicides, corrosion inhibitors, and the like (A) selected from the group consisting of mixtures of the above.

Another aspect of the present invention is a method of making a fabric softener composition with reduced malodor generation, comprising: an effective amount of a pro-accord comprising: a) at least about 2% by weight, preferably about From 2% by weight, more preferably from about 3 to about 60% by weight, more preferably up to about 40% by weight, of the formula

Embedded imageWherein each R is independently C₁~ C₆Alkyl, C₁~ C₆Hydroxyalkyl
Benzyl, and mixtures thereof;¹Is C₁~ C₂₂Alkyl, C ₃ ~ C₂₂Alkenyl, and mixtures thereof, wherein Q is of the formula

Embedded image Wherein R ² is hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ hydroxyalkyl, and mixtures thereof, and R ³ is hydrogen, C ₁ -C ₄ alkyl, and mixtures thereof. X is an anion compatible with the softening agent, m is 1 to 3 and n is 1 to 4]; b) Carriers and auxiliary components that make up the remainder (the auxiliary components are nonionic fabric softeners, thickeners, soil release agents, fragrances, preservatives, stabilizers, colorants,
Optical brighteners, opacifiers, fabric conditioners, anti-shrinkage agents, anti-wrinkling agents, fabric shrinkage treatment agents, dyeing agents, fungicides, fungicides, corrosion inhibitors, defoamers, cationic charge promoters, and Selected from the group consisting of mixtures thereof) to the fabric softener composition.

The present invention further provides: a) an effective amount of a pro-accord; b) at least about 0.01% by weight, preferably about 0.1 to about 60% by weight, more preferably about 0.1 to about 30% by weight. % Of a detergent surfactant selected from the group consisting of anionic, cationic, nonionic, zwitterionic, amphoteric surfactants, and mixtures thereof (preferably the surfactant). Is an anionic surfactant), c) the carrier and auxiliary components that make up the remainder (the auxiliary components are builders, optical brighteners, bleaches, bleach accelerators, bleach catalysts, bleach activators, Soil release polymer, dye transfer agent, dispersant, enzyme, foam inhibitor, dye, fragrance, colorant, filler salt, hydrotrope, enzyme, photoactivator, fluorescent agent, fabric conditioner, hydrolyzable interface Activator, preservative, antioxidant Detergents, chelating agents, stabilizers, anti-shrinkage agents, anti-wrinkle agents, bactericides, fungicides, corrosion inhibitors, and mixtures thereof). .

The present invention is further directed to a fabric softener composition with reduced malodor generation, comprising: a) an effective amount of a pro-accord; b) at least 2% by weight, preferably from about 2% by weight, and more Preferably about 3 to about 6
0%, more preferably up to about 40% by weight of the formula

Embedded imageWherein each R is independently C₁~ C₆Alkyl, C₁~ C₆Hydroxyalkyl
Benzyl, and mixtures thereof;¹Is C₁~ C₂₂Alkyl, C ₃ ~ C₂₂Alkenyl, and mixtures thereof, wherein Q is of the formula

Embedded image Wherein R ² is hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ hydroxyalkyl, and mixtures thereof, and R ³ is hydrogen, C ₁ -C ₄ alkyl, and mixtures thereof. X is an anion compatible with the softening agent, m is 1 to 3 and n is 1 to 4]; c) Carriers and auxiliary components that make up the remainder (the auxiliary components are nonionic fabric softeners, thickeners, soil release agents, fragrances, preservatives, stabilizers, colorants,
Optical brighteners, opacifiers, fabric conditioners, anti-shrinkage agents, anti-wrinkling agents, fabric shrinkage treatment agents, dyeing agents, fungicides, fungicides, corrosion inhibitors, defoamers, cationic charge promoters, and Selected from the group consisting of mixtures thereof).

[0012] These and other objects, features, and advantages will be apparent to those skilled in the art from a reading of the following detailed description and claims. All percentages and ratios are by weight unless otherwise indicated. Unless otherwise indicated, all temperatures are degrees Celsius (° C). All documents cited are, in relevant part, incorporated herein by reference.

[0013]

DETAILED DESCRIPTION OF THE INVENTION

The present invention relates to a method of making a laundry detergent and fabric softener composition with low or no malodor, the method comprising the steps of: Adding one or more pro-aromatic substances or pro-accords capable of releasing one or more aromatic ingredients to the laundry detergent or fabric softener composition. After formulation, it is not uncommon for laundry detergents and fabric softener compositions to begin to smell bad. While not wishing to be bound by theory, it is often the case that fatty acids, diester quaternary ammonium compounds (DEQA), and other triglyceride compounds are used, especially as starting materials for preparing detersive surfactants. Under certain storage and use conditions, molecules containing these fatty acyl units can be used, especially under the liquid alkaline conditions of certain laundry detergent compositions and the acidic conditions typical of fabric softener formulations. In some cases, oxidation and / or hydrolysis may begin. This is especially true when the fatty acyl unit contains sites of unsaturation. Fatty acids released by this decomposition process may have low odor thresholds and ultimately contain fatty acids with malodor.

This problem is solved by mixing one or more pro-aromatic substances or pro-accords of the invention in addition to all other preferred perfume or fragrance ingredients. Each pro-accord has a distinct and different release rate and aroma or odor, depending on which fragrant ingredient comprises the pro-accord and the structure of the pro-accord. The prescriber has a careful assembly of the pro-accord molecule itself,
Over the normal product turnover period, up to several months, the fragrance can be gradually released into the laundry detergent or fabric softener composition, thus extending the shelf life of the product composition. Further, by formulating a more rapidly released pro-accord with a slower or sustained release pro-accord,
Products can be obtained which have a mixture of different aromas and which emit different levels of aroma. For example, a product can be formulated that initially releases low levels of fragrant ingredients, but breaks down to release high levels of fragrance when the breakdown of the fatty acyl groups becomes more prone to malodor. Certain formulations may use certain delayed release fragrance ingredients to signal an end of suitable shelf life or other product variables.

[0015] Certain pro-fragrances that release their fragrant ingredients after the pro-fragrance or pro-accord has been effectively applied to the fabric surface or, optionally, human skin or hair Sexual substances are prescribed. However, the pro-accords of the present invention gradually release their perfume ingredients while the product is stored in its original container, substantially in its original composition. This sustained release extends the usable shelf life of the laundry and fabric softener compositions. Typically, these products are stable for long periods, in fact far beyond the time at which the first malodor is formed.

[0016] Offensive odor compounds have a very low odor threshold, and the consumer perceives an unpleasant odor even if only a small amount of the substance decomposes to an odorous substance. Many consumers have found that stench, some materials are no longer
It is mistaken as a signal that is no longer valid. Thus, the misunderstanding that laundry or fabric softener compositions due to malodorous substances are "out of shelf life" is solved by the present invention.

The pro-aromatic substances and pro-accords of the present invention can be predisposed to degradation of components after mixing in the final formulation or when activated, for example, leading to the formation of offensive odors If placed in a warehouse where the temperature exceeds the critical temperature limits,
It begins to release fragrant ingredients in a slow, regulated manner.

For the purposes of the present invention, the term “pro-aromatic substance” is defined as “pro-accord designed to release a single aromatic ingredient”, whereas “pro-aromatic substance” The “accord” is a “substance that releases two or more aromatic raw materials”. However, for the purposes of the present invention, certain fragrance releasing materials that serve as "pro-aromatics" in one embodiment may also serve as "pro-accords" in another embodiment, "Pro-aromatic substance" may be used interchangeably with the term "pro-accord", both terms being used alone or collectively to mean all fragrance releasing compounds described collectively. it can.

For the purposes of the present invention, an “aromatic raw material”, alone or in combination with other “aromatic raw materials”, is a compound that imparts an odor, aroma, scent or odor that is considered aesthetically pleasing And preferably the compound has a molecular weight of at least 100 g / mol.

The pro-accord-containing composition of the present invention is capable of releasing a complex perfume fragrance as a whole,
Any kind of pro-code can be included. However, in some cases, the fragrance-releasing pro-accords of the present invention may undergo a chemical modification, thereby producing one or more fragrance ingredients in addition to the fragrance ingredients used to produce the original parent pro-accord. It can also be released. Furthermore, the pro-aromatic substances and pro-accords of the present invention are suitable for providing any kind of fragrance "property" desired by the formulator.

The pro-accord and the pro-aromatic substance releasing the fragrance substance of the present invention are described below.

[0022]Pro-accord and pro-aromatic substances For the purposes of the present invention, the term "substituted" refers to linear alkyl, branched alkyl,
Cyclic alkyl, linear alkenyl, branched alkenyl, cyclic alkenyl, branched alkenyl
Applies to coxy, cyclic alkoxy, alkynyl, and branched alkynyl units
In the same way, "other than a branched chain of carbon atoms, for example, a branched chain of an alkyl unit (for example,
Butyl, isobutyl). Non-limiting examples of "substituents" include hydroxy, C₁~ C₁₂Alkoxy, preferred
Methoxy, C₃~ C₁₂Branched alkoxy, preferably isopropoxy, C₃ ~ C₁₂Cyclic alkoxy, nitrilo, halogen, preferably chloro and bromo
, More preferably chloro, nitro, morpholino, cyano, carboxyl [carbo
Examples of xyl include -CHO, -CO₂ ⁻M⁺, -CO₂R⁹, -CONH₂ , -CONHR⁹, -CONR⁹ ₂(Where R⁹Is C₁~ C₁₂Straight or minute
But not limited to:₃ ⁻M ⁺ , -OSO₃ ⁻M⁺, -N (R¹⁰)₂, And -N⁺(R¹⁰)₃X⁻(This
Where each R¹⁰Is independently hydrogen or C₁~ C₄Alkyl), and
Where M is hydrogen or a water-soluble cation and X is chlorine
, Bromine, iodine, or other water-soluble anions.

For the purposes of the present invention, a substituted or unsubstituted alkyleneoxy unit has the formula

Embedded image Wherein R ⁷ is hydrogen and R ⁸ is hydrogen, methyl, ethyl, and mixtures thereof, and the index x is from 1 to about 10. For the purposes of the present invention, a substituted or unsubstituted alkyleneoxyalkyl has the formula

Embedded image Wherein R ⁷ is hydrogen, C ₁ -C ₁₈ alkyl, C ₁ -C ₄ alkoxy, and mixtures thereof, R ⁸ is hydrogen, methyl, ethyl, and mixtures thereof, and the index x is 1 ~ 10 and the index y is from 2 to about 18).

For the purposes of the present invention, a substituted or unsubstituted aryl unit has the formula

Embedded image A phenyl moiety having the formula

Embedded imageAnd are defined as α and β-naphthyl moieties having Where R⁷And R⁸Is substituted alone or in combination on either ring
Good, R⁷And R⁸Is independently hydrogen, hydroxy, C₁~ C ₆ Alkyl, C₂~ C₆Alkenyl, C₁~ C₄Alkoxy, C₃~ C₆Branch
Lucoxy, nitrile, halogen, nitro, morpholino, cyano, carboxyl (
-CHO, -CO₂ ⁻M⁺, -CO₂R⁹, -CONH₂, -CONHR⁹, −
CONR⁹ ₂, Where R⁹Is C₁~ C₁₂Linear or branched alkyl),
-SO₃ ⁻M⁺, -OSO₃ ⁻M⁺, -N (R¹⁰)₂, And -N⁺(R¹⁰ )₃X⁻(Where each R¹⁰Is independently hydrogen, C₁~ C₄Alkyl, or
Mixtures thereof), and mixtures thereof, R⁷And R⁸Is good
Preferably hydrogen, C₁~ C₆Alkyl, -CO₂ ⁻M⁺, -SO₃ ⁻M⁺, -OS
O₃ ⁻M⁺And mixtures thereof, more preferably R⁷Or R⁸Is water
And the rest is C₁~ C₆And M is hydrogen or a water-soluble cation;
, X is chlorine, bromine, iodine, or other water-soluble anion. Other water-soluble shades
Examples of on include organic substances such as fumarate, succinate, tartrate,
There are inorganic substances such as xalate and the like, for example, sulfate, hydrogen sulfate, phosphate and the like.

For the purposes of the present invention, a substituted or unsubstituted alkylenearyl unit is of the formula

Embedded image(Where R⁷And R⁸Is independently hydrogen, hydroxy, C₁~ C₄ Alkoxy, nitrile, halogen, nitro, carboxyl (—CHO, —CO₂ ⁻ M⁺, -CO₂R⁹, -CONH₂, -CONHR⁹, -CONR⁹ ₂,here
In R⁹Is C₁~ C₁₂Linear or branched alkyl), amino, alkyl
Mino, and mixtures thereof, p is 1 to about 14, and M is hydrogen or water
(Which is a soluble cation).

For the purposes of the present invention, a substituted or unsubstituted alkyleneoxyaryl unit is of the formula

Embedded image(Where R⁷And R⁸Is independently hydrogen, hydroxy, C₁~ C₄ Alkoxy, nitrile, halogen, nitro, carboxyl (—CHO, —CO₂ ⁻ M⁺, -CO₂R⁹, -CONH₂, -CONHR⁹, -CONR⁹ ₂,here
In R⁹Is C₁~ C₁₂Linear or branched alkyl), amino, alkyl
Mino, and mixtures thereof, q is 1 to about 14, and M is hydrogen or water
(Which is a soluble cation).

Β-Ketoester The composition of the present invention has the formula

Embedded image Wherein R is alkoxy derived from an aromatic starting alcohol. Examples of preferred aromatic raw material alcohols include 2,4-dimethyl-3-cyclo-hexene-1-methanol (floralol), 2,4-dimethyl-3-cyclo-hexanemethanol (dihydrofloralol), 5,6 -Dimethyl-1-methylethenylbicyclo [2.2.1] hept-5-ene-2-methanol (arbazole), α, α, -4-trimethyl-3-cyclohexene-1-methanol (α-terpineol) , 2,4,6-
Trimethyl-3-cyclohexene-1-methanol (isocyclogeraniol)
, 4- (1-methylethyl) cyclohexanemethanol (Mayor), α-3,
3-trimethyl-2-norboranemethanol, 1,1-dimethyl-1- (4-methylcyclohex-3-enyl) methanol, ethanol, 2-phenylethanol, 2-cyclohexylethanol, 2- (o-methylphenyl) ) -Ethanol, 2- (m-methylphenyl) ethanol, 2- (p-methylphenyl) ethanol, 6,6-dimethylbicyclo [3.1.1] hept-2-ene-2-ethanol (Nopol), 2- (4-methylphenoxy) ethanol, 3,3-dimethyl - [delta ^{2-.beta.-norbornane} ethanol (Pachominto), 2-methyl-2-
Cyclohexylethanol, 1- (4-isopropylcyclohexyl) ethanol, 1-phenylethanol, 1,1-dimethyl-2-phenylethanol, 1
, 1-dimethyl-2- (4-methylphenyl) ethanol, 1-phenylpropanol, 3-phenylpropanol, 2-phenylpropanol (hydrotropic alcohol), 2- (cyclododecyl) propan-1-ol (hydroxyambrane) ), 2,2-dimethyl-3- (3-methylphenyl) propane-1-
All (Majantol), 2-methyl-3-phenylpropanol, 3-phenyl-2-propen-1-ol (cinnamyl alcohol), 2-methyl-3-
Phenyl-2-propen-1-ol (methylcinnamyl alcohol), α-n
-Pentyl-3-phenyl-2-propen-1-ol (α-amyl-cinnamyl alcohol), ethyl-3-hydroxy-3-phenylpropionate, 2-
(4-methylphenyl) -2-propanol, 3- (4-methylcyclohexa-
3-ene) butanol, 2-methyl-4- (2,2,3-trimethyl-3-cyclopenten-1-yl) butanol, 2-ethyl-4- (2,2,3-trimethylcyclopenta-3- Enyl) -2-buten-1-ol, 3-methyl-2-buten-1-ol, 2-methyl-4- (2,2,3-trimethyl-3-cyclopenten-1-yl) -2-butene -1-ol, ethyl 3-hydroxybutyrate, 4-phenyl-3-buten-2-ol, 2-methyl-4-phenylbutan-2-ol, 4- (4-hydroxyphenyl) butan-2-one , 4- (4-
(Hydroxy-3-methoxyphenyl) butan-2-one, 3-methyl-pentanol, 3-methyl-3-penten-1-ol, 1- (2-propenyl) cyclopentan-1-ol (purinol), 2 -Methyl-4-phenylpentanol
(Pamplefleur), 3-methyl-5-phenylpentanol (phenoxanol)
2-methyl-5-phenylpentanol, 2-methyl-5- (2,3-dimethyltricyclo- [2.2.1.0 ^(2,6) ] hepta-3-yl) -2-pentene -1-ol (Santalol), 4-methyl-1-phenyl-2-pentanol, 5- (2,2,3-trimethyl-3-cyclopentenyl) -3-methylpentan-2-ol (sandalore) , (1-Methyl-bicyclo [2.1.1] hepten-2-yl) -2-methylpent-1-en-3-ol, 3-methyl-1-
Phenylpentan-3-ol, 1,2-dimethyl-3- (1-methylethenyl) cyclopentan-1-ol, 2-isopropyl-5-methyl-2-hexenol, cis-3-hexen-1-ol, trans -2-hexen-1-ol, 2-isopropenyl-4-methyl-4-hexen-1-ol (Lavandulol),
2-ethyl-2-prenyl-3-hexenol, 1-hydroxymethyl-4-isopropenyl-1-cyclohexene (dihydrocuminyl alcohol), 1-methyl-4-isopropenylcyclohex-6-en-2-ol (Carbenol)
, 6-methyl-3-isopropenylcyclohexane-1-ol (dihydrocarbeol), 1-methyl-4-isopropenylcyclohexane-3-ol,
-Iso-propyl-1-methylcyclohexane-3-ol, 4-tert-butylcyclohexanol, 2-tert-butylcyclohexanol, 2-te
rt-butyl-4-methylcyclohexanol (rutanol), 4-isopropyl-cyclohexanol, 4-methyl-1- (1-methylethyl) -3-cyclohexen-1-ol, 2- (5,6,6 -Trimethyl-2-norbornyl)
Cyclohexanol, isobornylcyclohexanol, 3,3,5-trimethylcyclohexanol, 1-methyl-4-isopropylcyclohexane-3-ol, 1-methyl-4-isopropylcyclohexane-8-ol (dihydroterpineol), 1 , 2-Dimethyl-3- (1-methylethyl) -cyclohexane-1-ol, heptanol, 2,4-dimethylheptane-1-ol, 6-
Heptyl-5-hepten-2-ol (isolinalol), 2,4-dimethyl-
2,6-heptanedienol, 6,6-dimethyl-2-oxymethylbicyclo [
3.1.1] hepta-2-ene (mirtenol), 4-methyl-2,4-heptadien-1-ol, 3,4,5,6,6-pentamethyl-2-heptanol,
3,6-dimethyl-3-vinyl-5-hepten-2-ol, 6,6-dimethyl-3-hydroxy-2-methylenebicyclo [3.1.1] -heptane, 1,7,
7-trimethylbicyclo [2.2.1] heptane-2-ol, 2,6-dimethylheptane-2-ol, 2,6,6-trimethylbicyclo [1.3.3] heptane-2-ol, octanol , 2-octenol, 2-methyloctane-2
-Ol, 2-methyl-6-methylene-7-octen-2-ol (myrcenol), 7-methyloctane-1-ol, 3,7-dimethyl-6-octenol, 3,7-dimethyl-7-octenol , 3,7-dimethyl-6-octene-1
-Ol (citronellol), 3,7-dimethyl-2,6-octadiene-1-
All (geraniol), 3,7-dimethyl-2,6-octadien-1-ol (nerol), 3,7-dimethyl-7-methoxyoctane-2-ol (osylol), 3,7-dimethyl-1, 6-octadien-3-ol (linalool), 3,7-dimethyloctane-1-ol (pelargol), 3,7-dimethyloctane-3-ol (tetrahydrolinalool), 2,4-octadien-
1-ol, 3,7-dimethyl-6-octen-3-ol (dihydrolinalool), 2,6-dimethyl-7-octen-2-ol (dihydromyrcenol)
2,6-dimethyl-5,7-octadien-2-ol, 4,7-dimethyl-
4-vinyl-6-octen-3-ol, 3-methyloctane-3-ol, 2
2,6-dimethyloctane-2-ol, 2,6-dimethyloctane-3-ol, 3,6-dimethyloctane-3-ol, 2,6-dimethyl-7-octene-
2-ol, 2,6-dimethyl-3,5-octadien-2-ol (muguol),
3-methyl-1-octen-3-ol, 7-hydroxy-3,7-dimethyloctanal, 3-nonanol, 2,6-nonadien-1-ol, cis-6-nonen-1-ol, 6, 8-dimethylnonan-2-ol, 3- (hydroxymethyl) -2-nonanone, 2-nonen-1-ol, 2,4-nonadien-1-ol, 3,7-dimethyl-1,6-nonadiene- 3-ol, decanol, 9-
Decenol, 2-benzyl-M-dioxa-5-ol, 2-decene-1-ol, 2,4-decadien-1-ol, 4-methyl-3-decene-5-ol,
3,7,9-trimethyl-1,6-decadien-3-ol (isobutyl linalool), undecanol, 2-undecene-1-ol, 10-undecene-1
-Ol, 2-dodecene-1-ol, 2,4-dodecadien-1-ol, 2
, 7,11-Trimethyl-2,6,10-dodecatrien-1-ol (farnesol), 3,7,11-trimethyl-1,6,10-dodecatriene-3-
All (nerolidol), 3,7,11,15-tetramethylhexadec-2-
En-1-ol (phytol), 3,7,11,15-tetramethylhexadec-1-en-3-ol (isophytol), benzyl alcohol, p-methoxybenzyl alcohol (anisyl alcohol), para- Simen-7-ol (
Cuminyl alcohol), 4-methylbenzyl alcohol, 3,4-methylenedioxybenzyl alcohol, methyl salicylate, benzyl salicylate, cis-3-hexenyl salicylate, n-pentyl salicylate, 2-phenylethyl salicylate, n-hexyl salicylate, 2-methyl-5-isopropylphenol, 4-
Ethyl-2-methoxyphenol, 4-allyl-2-methoxyphenol (eugenol), 2-methoxy-4- (1-propenyl) phenol (isoeugenol), 4-allyl-2,6-dimethoxy-phenol, 4- tert-butylphenol, 2-ethoxy-4-methylphenol, 2-methyl-4-vinylphenol, 2-isopropyl-5-methylphenol (thymol), pentyl-ortho-hydroxybenzoate, ethyl 2-hydroxy-benzoate, methyl 2
, 4-Dihydroxy-3,6-dimethylbenzoate, 3-hydroxy-5-methoxy-1-methylbenzene, 2-tert-butyl-4-methyl-1-hydroxybenzene, 1-ethoxy-2-hydroxy-4- Propenylbenzene, 4-
Hydroxytoluene, 4-hydroxy-3-methoxybenzaldehyde, 2-ethoxy-4-hydroxybenzaldehyde, decahydro-2-naphthol, 2,
5,5-trimethyl-octahydro-2-naphthol, 1,3,3-trimethyl-2-norbornanol (fenchol), 3a, 4,5,6,7,7a-hexahydro-2,4-dimethyl-4, 7-methano-1H-inden-5-ol, 3a, 4,5,6,7,7a-hexahydro-3,4-dimethyl-4,7-methano-1H-inden-5-ol, 2-methyl- Examples include, but are not limited to, 2-vinyl-5- (1-hydroxy-1-methylethyl) tetrahydrofuran, β-caryophyllene alcohol, vanillin, ethylvanillin, and mixtures thereof.

More preferably, the aromatic starting alcohol is cis-3-hexen-1-ol, hawthanol [2- (o-methylphenyl) -ethanol, 2-
A mixture of (m-methylphenyl) ethanol and 2- (p-methylphenyl) ethanol], heptane-1-ol, decane-1-ol, 2,4-dimethylcyclohexanemethanol, 4-methylbutan-1-ol, 2,4,6-trimethyl-3-cyclohexene-1-methanol, 4- (1-methylethylketonetyl) cyclohexanemethanol, 3- (hydroxy-methyl) -2-nonanone, octan-1-ol, 3-phenylpropanol, Rhodinol 70 [3,7
-Dimethyl-7-octenol, 3,7-dimethyl-6-octenol mixture]
, 9-decene-1-ol, α-3,3-trimethyl-2-norboranemethanol, 3-cyclohexylpropan-1-ol, 4-methyl-1-phenyl-2
-Pentanol, 3,6-dimethyl-3-vinyl-5-hepten-2-ol,
Phenylethylmethanol, propylbenzylmethanol, 1-methyl-4-isopropenylcyclohexane-3-ol, 4-isopropyl-1-methylcyclohexane-3-ol (menthol), 4-tert-butylcyclohexanol, 2-tert- Butyl-4-methylcyclohexanol, 4-isopropylcyclo-hexanol, trans-decahydro-β-naphthol, 2-ter
t-butylcyclohexanol, 3-phenyl-2-propen-1-ol, 2
, 7,11-Trimethyl-2,6,10-dodecatrien-1-ol, 3,7
-Dimethyl-2,6-octadien-1-ol (geraniol), 3,7-dimethyl-2,6-octadien-1-ol (nerol), 3,7-dimethyl-
1,6-octadien-3-ol (linalool), 3,7-dimethyloctane-3-ol (tetrahydrolinalool), 2,4-octadien-1-ol, 3,7-dimethyl-6-octene-3- All (dihydrolinalool), 2,
6-dimethyl-7-octen-2-ol (dihydromyrcenol), 4-methoxybenzyl alcohol, benzyl alcohol, 4-allyl-2-methoxyphenol, 2-methoxy-4- (1-propenyl) phenol, vanillin , And mixtures thereof.

R ¹ , R ² and R ³ are each independently hydrogen, C ₁ -C ₃₀ substituted or unsubstituted linear alkyl, C ₃ -C ₃₀ substituted or branched unsubstituted _alkyl, substituted of C 3 _{-C 30,} or cyclic unsubstituted _alkyl, substituted of C 2 _{-C 30,} or a linear alkenyl being _{unsubstituted,} the C 3 _{-C 30} substituted or unsubstituted branched alkenyl, C ₃ -C ₃₀ a substituted or unsubstituted cyclic alkenyl,
Linear alkynyl C ₂ -C ₃₀ for the substituted or _{unsubstituted,, C} 3 ~
C ₃₀ substituted or unsubstituted branched alkynyl, C ₆ -C ₃₀ substituted or unsubstituted aryl, C ₂ -C ₂₀ substituted or unsubstituted alkyleneoxy, C ₃ is substituted -C _20, or unsubstituted alkyleneoxy _alkyl, which is substituted C 7 _{-C 20,} or an alkylene unsubstituted _aryl, substituted of C 6 _{-C 20,} or substituted Alkyleneoxyaryl, and mixtures thereof, provided that at least one of R ¹ , R ² or R ³ is a unit having the following formula:

Embedded imageWhere R⁴, R⁵And R⁶Is independently hydrogen, C₁~ C₃₀Replace
Substituted or unsubstituted linear alkyl, C₃~ C₃₀Replaced by
Or unsubstituted branched alkyl, C₃~ C₃₀Replaced or substituted for
Unsubstituted cyclic alkyl, C₁~ C₃₀Replaced or unsubstituted
Straight alkoxy, C₃~ C₃₀Substituted or unsubstituted branch of
Alkoxy, C₃~ C₃₀Substituted or unsubstituted cyclic alkoxy
Si, C₂~ C₃₀A substituted or unsubstituted linear alkenyl of the formula ₃ ~ C₃₀A substituted or unsubstituted branched alkenyl of the formula₃~ C_{3 0} A substituted or unsubstituted cyclic alkenyl of the formula₂~ C₃₀Replace
Substituted or unsubstituted linear alkynyl, C₃~ C₃₀Replaced
Or unsubstituted branched alkynyl, C₆~ C₃₀Replaced, or
Unsubstituted alkylenearyl, C₆~ C₃₀Replaced or substituted for
Aryl which is not⁴, R⁵And R⁶Become one
C₆~ C₃₀Forming a substituted or unsubstituted aryl of
And mixtures thereof.

In a preferred embodiment of the β-ketoester, at least two R ² or R ³ units are hydrogen, and R ⁴ , R ⁵ and R ⁶ units are each hydrogen. In another preferred embodiment, a two of ^R 4, ^{R 5} and ^{R 6} units are hydrogen, linear alkyl and the remaining units are substituted _C 1 _{-C 20} or _{unsubstituted,, C} 3 ~
Is substituted C _20, or unsubstituted branched alkyl, C ₃ -C substituted for _20, or cyclic unsubstituted alkyl, more preferably hexyl, heptyl, octyl, nonanyl, .omega.-hexenyl, .omega. Heptenyl, ω-octenyl, ω-nonenyl, and mixtures thereof. Also, R ⁴ , R ⁵ and R ⁶ together form a C ₆ -C ₃₀ substituted or unsubstituted aryl unit, preferably substituted or unsubstituted phenyl and naphthyl. It is also preferable to do so. Embodiments using R ² and R ³ moieties promotes the release rate of the adhesion or increasing, or aromatic feedstock fabric is preferable.

Examples of ketones that can be released by the β-ketoester pro-accord of the present invention include α
-Damascone, β-damascon, δ-damascon, β-damassenone, muscone, 3,3-dimethylbutanone, methylphenylketone (acetophenone), 4-phenylbutan-2-one (benzylacetone), 2-acetyl −
3,3-dimethylnorbornane (camek dh), 6,7-dihydro-1,1,2,3
, 3-Pentamethyl-4 (5H) indanone (casimerane), 4- (1,3)-
Benzodioxol-5-yl 3-buten-2-one (Casion), 4- (3
4-methylenedioxyphenyl) -2-butanone (dulcinyl), 3-octanone, 6-acetyl-1,2,3,4-tetrahydronaphthalene ketone (floraton
et), ethyl-2-n-hexylacetoacetate (Gelson), 2,6-dimethylundeca-2,6-dien-10-one, 6,10-dimethyl-5,9-undecadien-2-one, 3,3-dimethylcyclohexyl methyl ketone (herba
c), 4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -3-buten-2-one (β-ionone), 4- (2,6,6-trimethyl-2-cyclohexene -1-yl) -3-buten-2-one (α-ionone), 3-methyl-
4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -3-buten-2-one (δ-methylionone), 4- (2,6,6-trimethyl-2-cyclohexen-1-) Yl) -3-methyl-3-buten-2-one (γ-methylionone), 3-methyl-4- (2,6-trimethyl-2-cyclohexen-1-yl) -3-buten-2-one ( irisantheme), 4- (2,3,5-trimethyl-
4-cyclohexen-1-yl) -3-buten-2-one (iriton), 4-methyl (2,5,6,6-tetramethyl-2-cyclohexen-1-yl) -3-
Buten-2-one (α-ionone), 1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-acetonaphthone (isocyclomon e), 7- Acetyl-1,2,3,4,5,6,7,8-octahydro-1,1
, 6,7-Tetramethylnaphthalene (Iso E Super (trade name)), acetyl diisoamylene (Koavone (trade name)), methyl amyl ketone, 2-acetonaphthone cedre-8-enyl methyl ketone (methyl sedrolone) ), 2,3,6-trimethyl-
Cyclohexen-4-yl-1-methylketone (methylcyclocitron), hexahydroacetophenone (methylcyclohexylketone), 6-methyl-3,5
-Heptadien-2-one, 6-methyl-5-hepten-2-one, 2-octanone, 3- (hydroxymethyl) -2-nonanone, 4-acetyl-1,1-dimethyl-6-tert-butylindane (Mask indane), 2,6-dinitro-
3,5-dimethyl-4-acetyl-tert-butylbenzene (mask ketone)
, 1-para-menten-6-ylpropanone (neron), para-methoxyacetophenone (acetoanisole), 6-acetyl-1,1,2,3,3,5-hexamethylindane (Phantolid (trade name)), 7-acetyl-1,1,3,4,4
, 6-hexamethyltetralin (Tonalid (trade name), Musk Plus (trade name)), 5-acetyl-3-isopropyl-1,1,2,6-tetramethylindane (Tra
seolide 70 (trade name)), Methyl-2,6,10-trimethyl-2,5,9-cyclododecatrien-1-ylketone (Trimofix O (trade name)), methyl sedrone (Vertofix Coeur (trade name)) , 4- (4-Hydroxy-3-methoxyphenyl) -2-butanone, cis-jasmon, schitrojasmon, α-ionone, β-ionone, dihydroβ-ionone, 4- (4-hydroxyphenyl) butane-2 -One, l-carvone, 5-cyclohexadecene-1-one, decaton,
2- [2- (4-methyl-3-cyclohexenyl-1-yl) propyl] cyclopentan-2-one, 2-sec-butylcyclohexanone, allylionone,
α-cetone, geranylacetone, 1- (2-methyl-5-isopropyl-2-cyclohexenyl) -1-propanone, acetyldiisoamylene, methylcyclocitron, 4-t-pentylcyclohexanone, pt-butylcyclohexanone , Ot-butylcyclohexanone, menthone, methyl-7,3-dihydro-2
H-1,5-benzodioxepin-3-one, fenchone, methylhydroxynaphthyl ketone, and mixtures thereof, but are not limited thereto.

Examples of preferred pro-aromatic substances constituting the fragrance releasing mechanism of the present invention include 2
, 6-Dimethyl-7-octen-2-yl 3- (4-methoxyphenyl) -3-
Oxopropionate, 2,6-dimethyl-7-octen-2-yl 3- (4-
Nitrophenyl) -3-oxopropionate, 2,6-dimethyl-7-octen-2-yl 3- (β-naphthyl) -3-oxopropionate, 3,7-dimethyl-1,6-octadiene -3-yl 3- (4-methoxyphenyl) -3-oxopropionate, (α, α-4-trimethyl-3-cyclohexenyl) methyl 3- (β-naphthyl) -3-oxopropionate, 3,7-dimethyl-1,
6-octadien-3-yl 3- (α-naphthyl) -3-oxopropionate, cis 3-hexen-1-yl 3- (β-naphthyl) -3-oxopropionate, 9-decene-1 -Yl 3- (β-naphthyl) -3-oxopropionate,
3,7-dimethyl-1,6-octadien-3-yl 3- (nonanyl) -3-oxopropionate, 2,6-dimethyl-7-octen-2-yl 3- (nonanyl) -3-oxo Propionate, 2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate, 3,7-dimethyl-1,6-octadien-3-yl 3-oxo-butyrate, 2,6-dimethyl- 7-octen-2-yl 3- (β
-Naphthyl) -3-oxo-2-methylpropionate, 3,7-dimethyl-1
, 6-Octadien-3-yl 3- (β-naphthyl) -3-oxo-2,2-dimethylpropionate, 3,7-dimethyl-1,6-octadien-3-yl3
-(Β-naphthyl) -3-oxo-2-methylpropionate, 3,7-dimethyl-2,6-octadienyl 3- (β-naphthyl) -3-oxo-propionate, 3,7-dimethyl-2 , 6-octadienyl 3-heptyl-3-oxo-propionate, and mixtures thereof.

Orthoesters Another class of compounds useful as pro-accords of the present invention are those of the formula

Embedded image And typically releases an aromatic raw material component by hydrolysis of the orthoester according to the following formula:

Embedded imageWhere R is hydrogen, C₁~ C₈Linear alkyl, C₄~ C₂₀Branched alkyl, C₆ ~ C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Straight line
Lucenyl, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆~
C₂₀Branched cyclic alkenyl, C₆~ C₂₀Replaced or unsubstituted
Aryl (preferably, the moiety replacing the aryl unit is an alkyl moiety)
And mixtures thereof, preferably R is hydrogen, methyl, ethyl, and
And phenyl. R¹, R²And R³Is independently C₁~ C₂₀Straight line
A branched or substituted alkyl, C₂~ C₂₀Straight, branched
Or substituted alkenyl, C₅~ C₂₀Replaced or replaced
Not cyclic alkyl, C₆~ C₂₀Substituted or unsubstituted ants
, C₂~ C₄₀A substituted or unsubstituted alkyleneoxy,
C₃~ C₄₀Substituted or unsubstituted alkyleneoxyalkyl
 , C₆~ C₄₀A substituted or unsubstituted alkylenearyl of the formula₆~ C₃₂A substituted or unsubstituted aryloxy, C₆~ C ₄₀ A substituted or unsubstituted alkyleneoxyaryl, C₆~
C₄₀Oxyalkylenearyl, and mixtures thereof.

Components which can release orthoesters The hydrolysis of the orthoesters of the present invention releases two components, alcohols and esters. Hydrolysis of the orthoester gives two equivalents of releasable alcohol, preferably a primary or secondary alcohol, and one equivalent of releasable ester. The released ester, when combined with the released alcohol, forms a two-component aromatic accord. For example, trigeranyl orthoformate releases the binary geraniol formate / geranyl.

Preferred esters which are releasable components of the orthoesters of the present invention include geranyl formate, citronellyl formate, phenylethyl formate, phenoxyethyl formate, trans-2-hexenyl formate, cis-3-hexenyl formate, cis formate -6-nonenyl, 9-decenyl formate, 3,5,5-trimethylhexyl formate, 3-methyl-5-phenylpentanyl formate, 6-methylheptane-2-yl formate, 4- (
2,2,6-trimethyl-2-cyclohexen-1-yl) -3-butene-2-
Yl, 3-methyl-5- (2,2,3-trimethyl-3-cyclopentene-formate)
1-yl) -4-penten-2-yl, 4-isopropylcyclohexyleth-2-yl formate, 6,8-dimethylnonan-2-yl formate, decahydro-β-naphthyl, 4-isopropylcyclohexylmethyl formate, formic acid Linalyl, labanduryl formate, citronellyl formate, α-terpinyl formate, nopyr formate, isobornyl formate, bornyl formate, isobornyl formate, guayyl formate, 2-tert-formate
-Butylcyclohexyl, 4-tert-butylcyclohexyl formate, decahydro-β-naphthyl formate, menthyl formate, p-menthanyl formate, neryl formate, cinnamyl formate, ethyl acetate, butyl acetate, isoamyl acetate, hexyl acetate, acetic acid 3
, 5,5-trimethylhexyl, geranyl acetate, citronellyl acetate, phenylethyl acetate, phenoxyethyl acetate, trans-2-hexenyl acetate, cis-acetate
3-hexenyl, cis-6-nonenyl acetate, 9-decenyl acetate, 3-methyl-5-phenylpentanyl acetate, 6-methyl-heptane-2-yl acetate, 4- (acetic acid
2,2,6-trimethyl-2-cyclohexen-1-yl) -3-butene-2-
Yl, 3-methyl-5-acetate (2,2,3-trimethyl-3-cyclopentene-
1-yl) -4-penten-2-yl, decahydro-β-naphthyl acetate, menthyl acetate, benzyl acetate, 4-isopropylcyclohexyleth-2-yl acetate,
6,8-dimethylnonan-2-yl acetate, 1-phenylethyl acetate, 4-isopropylcyclo-hexylmethyl acetate, linalyl acetate, labanduryl acetate, citronellyl acetate, α-terpinyl acetate, nopyryl acetate, isobornyl acetate, bornyl acetate, Isobornyl acetate, guayyl acetate, 2-tert-butylcyclohexyl acetate, 4-tert-butylcyclohexyl acetate, decahydro-β-naphthyl acetate, menthyl acetate, p-menthanyl acetate, neryl acetate, cinnamyl acetate, ethyl propionate, ethyl butyrate, Butyl butyrate, isoamyl butyrate, hexyl butyrate, cis-3-hexenyl butyrate, cis-3-hexenyl isobutyrate, ethyl isovalerate,
2-methyl butyrate, ethyl hexanoate, 2-propenyl hexanoate, ethyl heptanoate, 2-propenyl heptanoate, ethyl octanoate, ethyl 2-trans-4-cis-decadienoate, methyl 2-nonate, benzyl propionate Benzyl isovalerate, phenylethyl isobutyrate, phenylethyl isovalerate, α, α butyrate
-Dimethylphenylethyl, methyl benzoate, hexyl benzoate, benzyl benzoate, ethyl phenylacetate, geranyl phenylacetate, 1-phenylethyl phenylacetate, methyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, propionic acid Geranyl, geranyl isobutyrate, geranyl isovalerate, linalyl propionate, linalyl butyrate, linalyl isobutyrate, citronellyl propionate, citronellyl isobutyrate, citronellyl isovalerate, citronellyl tiglate, allyl 3-cyclohexylpropionate, methyldihydrojasmo Nate, 2-hexyl-3
-Oxocyclopentane-methyl carboxylate, but is not limited thereto.

Examples of suitable alcohols released by hydrolysis of the orthoester pro-accord are the same as the alcohols listed above under the section β-ketoesters.

Examples of the orthoester pro-aromatic substance of the present invention include tris-geranyl orthoformate, tris (cis-3-hexen-1-yl) orthoformate, tris-orthoformate (
(Phenylethyl), bis (citronellyl) ethyl orthoacetate, tris (citronellyl) orthoformate, tris (cis-6-nonenyl) orthoformate, tris (phenoxyethyl) orthoformate, tris (geranyl, neryl) orthoformate (70:30)
Geranyl: neryl), tris orthoformate (9-decenyl), tris orthoformate (
3-methyl-5-phenylpentanyl), tris-orthoformate (6-methylheptane-2-yl), tris-orthoformate ([4- (2,2,6-trimethyl-2-cyclohexane-1-yl)- 3-buten-2-yl], tris orthoformate [3-
Methyl-5- (2,2,3-trimethyl-3-cyclopenten-1-yl) -4
-Penten-2-yl], trismenthyl orthoformate, tris-orthoformate (4-
Isopropylcyclohexylethyl-2-yl), tris-orthoformate (6,8
-Dimethylnonan-2-yl), tris-phenylethyl orthoacetate, tris (cis-3-hexen-1-yl) orthoacetate, tris (cis-6-nonenyl) orthoacetate, tris-citronellyl orthoacetate, orthoacetic acid Bis (geranyl) benzyl, tris (geranyl) acetate, tris (4-isopropylcyclohexylmethyl) orthoacetate, tris (benzyl) orthoacetate, tris (2) orthoacetate
, 6-dimethyl-5-heptenyl), bis (cis-3-hexene-1) orthoacetate
-Yl) amyl, and nerylcitronellylethyl orthobutyrate, but are not limited thereto.

Acetals and Ketals Another class of compounds useful as pro- accords of the present invention are compounds of the formula

Embedded image And the hydrolysis of the acetal and ketal releases one equivalent of an aldehyde or ketone and two equivalents of an alcohol according to the following formula:

Embedded imageWhere R is C₁~ C₂₀Linear alkyl, C₄~ C₂₀Branched alkyl, C₆~ C ₂₀ Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Linear arche
Nil, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆~ C_{2 0} Branched cyclic alkenyl, C₆~ C₂₀Of the substituted or unsubstituted
Reel (preferably, the moiety replacing the aryl unit is an alkyl moiety),
And mixtures thereof. R¹Is hydrogen, R, or has a pro-accord
If ketal, R and R¹Can be combined to form a ring. R²And R³Is German
Stand up, C₅~ C₂₀Linear, branched or substituted alkyl, C₄ ~ C₂₀A linear, branched or substituted alkenyl of the formula₅~ C₂₀of
Substituted or unsubstituted cyclic alkyl, C₆~ C₂₀Replaced
Or unsubstituted aryl, C₂~ C₄₀Replaced or replaced
Not alkyleneoxy, C₃~ C₄₀Replaced or substituted
No alkyleneoxyalkyl, C₆~ C₄₀A substituted or unsubstituted alkylenearyl, C₆~ C₃₂Replaced or substituted
No aryloxy, C₆~ C₄₀Substituted or unsubstituted al
Cyleneoxyaryl, C₆~ C₄₀Oxyalkylenearyl, and it
These are mixtures.

Acetal-Releasable Components The acetal of the present invention has two releasable components, an alcohol and an aldehyde. Hydrolysis of the acetal yields 2 equivalents of releasable alcohol and 1 equivalent of releasable aldehyde. The released aldehyde, when combined with the released alcohol, forms a two-component aromatic accord. For example, bis (cis-3-hexenyl) vanillin acetal releases a binary accord vanillin / cis-3-hexenol.

When R ¹ is hydrogen, the pro-accord can release an aldehyde component. Preferred aldehydes that can be released from the acetal of the present invention include phenylacetaldehyde, p-methylphenylacetaldehyde, p-isopropylphenylacetaldehyde, methylnonylacetaldehyde, phenylpropanal, and 3- (4-t-butylphenyl)-. 2-Methylpropanal (Lil
ial), 3- (4-t-butylphenyl) -propanal (Bourgeonal), 3- (4
-Methoxyphenyl) -2-methylpropanal (Canthoxal), 3- (4-isopropylphenyl) -2-methylpropanal (Cymal), 3- (3,4-methylenedioxyphenyl) -2-methylpropanal (Helional), 3- (4-ethylphenyl) -2,2-dimethylpropanal (Floralozone), phenylbutanal, 3-methyl-5-phenylpentanal, hexanal, trans-2-hexanal, cis-hexase 3-nal, heptanal, cis-4-heptanal, 2-ethyl-2-heptanal, 2,6-dimethyl-5-heptenal (Mel
onal), 2,4-heptadienal, octanal, 2-octenal, 3,7-dimethyloctanal, 3,7-dimethyl-2,6-octadien-1-al, 3,7-dimethyl-1,6-octadiene -3-al, 3,7-dimethyl-6-octenal (citronellal), 3,7-dimethyl-7-hydroxyoctane-1-al (hydroxycitronellal), nonanal, 6-nonenal,
2,4-nonadienal, 2,6-nonadienal, decanal, 2-methyldecanal, 4-decanal, 9-decanal, 2,4-decadienal, undecanal, 2-methyldecanal, 2-methylundecanal, 2 , 6,10-
Trimethyl-9-undecenal (Adoxal), undeca-10-enylaldehyde, undeca-8-enanal, dodecanal, tridecanal, tetradecanal, anisaldehyde, bourgenonal, cinnamaldehyde, α-amylcinnam-aldehyde, α-hexylcinnamaldehyde Methoxy-cinnamaldehyde, isocyclocitral, citronellyloxyaceto-aldehyde, cortexaldehyde, cuminaldehyde, cyclamenaldehyde, floridral, heliotropin, hydrotropinaldehyde, vanillin, ethyl vanillin, benzaldehyde, p-methylbenzaldehyde, 3 , 4-Dimethoxybenzaldehyde, 3- and 4- (4-hydroxy-4-methyl-pentyl) -3-cyclohexene-1-carboxy Aldehyde (Lyral), 2,4- dimethyl-3-cyclohexene-1-carboxaldehyde (Triplal), 1- methyl-3- (4-methylpentyl) -3-cyclohexene carboxaldehyde (Vernaldehyde), p
-Methylphenoxyacetaldehyde (Xi aldehyde), and mixtures thereof, but is not limited thereto.

More preferably, the aldehyde released from the acetal according to the invention is 4-aldehyde
(4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde (Lyral), phenylacetaldehyde, methylnonylacetaldehyde, 2-phenylpropan-1-al (hydrotropaldehyde), 3-phenylprop- 2-en-1-al (cinnamaldehyde), 3-phenyl-
2-pentylprop-2-en-1-al (α-amylcinnamaldehyde)
3-phenyl-2-hexylprop-2-enal (α-hexylcinnamaldehyde), 3- (4-isopropylphenyl) -2-methylpropan-1-al (cyclamenaldehyde), 3- (4-ethylphenyl) ) -2,2-Dimethylpropane-1-al (Floralozone), 3- (4-tert-butylphenyl) -2-methylpropanal, 3- (3,4-methylenedioxyphenyl) -2
-Methylpropane-1-helional, 3- (4-ethylphenyl) -2,
2-dimethylpropanal, 3- (3-isopropylphenyl) butan-1-al (furohydral), 2,6-dimethylhepta-5-en-1-al (mel
onal), n-decanal, n-undecanal, n-dodecanal, 3,7-dimethyl-2,6-octadien-1-al (citral), 4-methoxybenzaldehyde (anisaldehyde), 3-methoxy-4- Hydroxybenzaldehyde (vanillin), 3-ethoxy-4-hydroxybenzaldehyde (ethylvanillin), 3,4-methylenedioxybenzaldehyde (heliotropin),
3,4-dimethoxybenzaldehyde.

Ketal- Releasable Components The acetal of the present invention has two releasable components, alcohols and ketones. By hydrolysis of the ketal, 2
One equivalent of releasable alcohol and one equivalent of releasable ketone are obtained. The released aldehyde, when combined with the released alcohol, forms a two-component aromatic accord. For example, di-linalyl β-ionone releases the binary accordlinalool / β-ionone.

When R ¹ is a moiety other than hydrogen as described above, the pro-accord can release a ketone component. Preferred ketones that can be released from the ketal of the present invention include α-damascon, β-damascon, δ-damascon, β-damassenone, muscone, 6,7-dihydro-1,1,2,3,3- Pentamethyl-4 (
5H) -Indanone (cassilan), cis-jasmon, dihydrojasmon,
α-ionone, β-ionone, dihydro-β-ionone, γ-methylionone,
α-iso-methylionone, 4- (3,4-methylenedioxyphenyl) butan-2-one, 4- (4-hydroxyphenyl) butan-2-one, methyl β-naphthyl ketone, methylseryl ketone, 6 -Acetyl-1,1,2,4,4,7
-Hexamethyltetralin (tonalide), 1-carvone, 5-cyclohexadecene-1-one, acetophenone, decatone, 2- [2- (4-methyl-3-cyclohexenyl-1-yl) propyl] cyclopentane-2 -ON, 2-sec-
Butylcyclohexanone, β-dihydroionone, allylionone, α-iron, α-irizone, acetoanisole, geranylacetone, 1- (2-methyl-5
-Isopropyl-2-cyclohexenyl) -1-propanone, acetyldiisoamylene, methylcyclocitron, 4-t-pentylcyclohexanone, pt-
Butylcyclohexanone, ot-butylcyclohexanone, ethyl amyl ketone, ethyl pentyl ketone, menthone, methyl-7,3-dihydro-2H-1,
Examples include, but are not limited to, 5-benzodioxepin-3-one and fenchon.

More preferably, the ketone released from the ketal of the present invention is α-damascon,
β-damascon, δ-damascon, β-damassenone, muscone, 6,7-dihydro-1,1,2,3,3-pentamethyl-4 (5H) -indanone (cassimeran), cis-jasmon, dihydrojasmon, α -Ionone, β-ionone,
Dihydro-β-ionone, γ-methylionone, α-iso-methylionone,
-(3,4-methylenedioxyphenyl) butan-2-one, 4- (4-hydroxyphenyl) butan-2-one, methyl β-naphthyl ketone, methylseryl ketone, 6-acetyl-1,1, 2,4,4,7-hexamethyltetralin (tonalide), 1-carvone, 5-cyclohexadecene-1-one, and mixtures thereof.

Examples of suitable alcohols released by hydrolysis of the orthoester pro-accord are the same as the alcohols listed above under the section β-ketoesters.

Orthocarbonates Another class of compounds useful as pro- accords of the present invention are those of the formula

Embedded image And the hydrolysis of this ortho ester releases an aromatic raw material according to the following formula:

Embedded image Wherein R ¹ , R ² , R ³ , and R ⁴ are independently C ₁ -C ₂₀ linear, branched, or substituted alkyl, C ₂ -C ₂₀ linear, branched, or substituted. _alkenyl, C 5 _-C substituted for _20, or cyclic unsubstituted alkyl,
Is substituted C ₆ -C _20, or unsubstituted _aryl, substituted of C 2 _{-C 40,} or alkyleneoxy which is not _substituted, is substituted C 3 _{-C 40} or unsubstituted, alkyleneoxyalkyl was substitution of _C 6 _{-C 40,} or an alkylene unsubstituted _aryl, substituted of C 6 _{-C 32,} or aryloxy which is _{unsubstituted,} substituted in the C 6 _{-C 40} , or alkyleneoxy unsubstituted aryl, oxyalkylene aryl C ₆ -C _40, and mixtures thereof. The term “substituted” herein means “a compatible moiety that replaces a hydrogen atom”. Examples of substituents are hydroxy, nitrilo, halogen, nitro, carboxyl (-CHO, _-CO 2 H,
_{-CO 2 R ', - CONH 2} , -CONHR', - CONR '2, where R' is _C 1 _{-C 12} straight or branched alkyl), _amino, C 1 _{-C 12} mono -
And dialkylamino, and mixtures thereof, but are not limited thereto.

In addition to the releasable alcohols listed above for the β-ketoesters, the orthocarbonates of the present invention have the formula

Embedded imageCyclic orthocarbonates comprising at least one diol having
Where R⁸, R⁹, R¹⁰, And R¹¹Is independently hydrogen, C ₁ ~ C₂₀Linear or branched alkyl, C₁~ C₂₀Linear or branched alkenyl
Le, C₁~ C₂₀Linear, branched or cyclic alkylene carboxy, C₁~ C₂₀ Linear, branched or cyclic carboxyalkyl, C₁~ C₂₀Straight or branched
Lucyleneamino, C₁~ C₂₀Linear or branched aminoalkyl, C₁~ C₂₀ Linear, branched or cyclic alkylenecarboxamide, C₁~ C₂₀Straight or
Branched carboxamidoalkyl, formula

Embedded image Wherein R ¹² is hydrogen or methyl, R ¹³ is hydrogen or C ₁ -C ₂ alkyl, n is 0-4, x is 1 to about 20, and y is 0 to about 20 Is an alkyleneoxy having

In addition to the initial release of 2 equivalents of alcohol and 1 equivalent of carbonate according to the above formula, the carbonate pro-aromatic material released from orthocarbonate continues to hydrolyze,

Embedded image Thus, two equivalents of one or more aromatic source alcohols can be further released, thereby releasing up to four equivalents of the aromatic source alcohol per equivalent of the given orthocarbonate. The carbonate pro-aromatics released from orthocarbonate can themselves be fragrant raw materials in addition to being pro-aromatics themselves, and the released carbonates act as fragrant raw materials Is preferred. Orthocarbonates comprising four different fragrant raw materials, in addition to all other aroma properties attributed to carbonates, always produce carbonate, a pro-accord (hydrolyses to release a two-component accord). discharge. Examples of suitable alcohols released by hydrolysis of the orthoester pro-accord are the same as the alcohols listed above under the section β-ketoesters.

The most preferred orthocarbonate pro-accord of the present invention has each of R ¹ , R ² , R ³ , and R ⁴ derived from the aromatic starting alcohol, and
Preferred pro-aromatics have a molecular weight that is at least four times the molecular weight of the lowest "aromatic raw alcohol" comprising the orthocarbonate pro-accord. Furthermore, preferred orthocarbonate pro-accords have a molecular weight of 350 g / mol or more.

Examples of the most preferred orthocarbonate pro-accords of the present invention include tetra-
Geranyl orthocarbonate, tetra-phenylethyl orthocarbonate, tetrakis (3-methyl-5-phenylpentyl) orthocarbonate, tetrakis (cis-3-hexenyl) orthocarbonate, bis (geranyl) bis (cis-3-hexenyl) orthocarbonate , Bis (phenylethyl) bis (cis-
3-hexenyl) orthocarbonate, tetrakis (citronellyl) orthocarbonate, tetrakis (linalyl) orthocarbonate, bis (linalyl) bis (geranyl) orthocarbonate, tetrakis (myrcenyl) orthocarbonate, tetrakis (cinnamyl) orthocarbonate. It is not limited to.

According to the invention, all isomers of the aromatic raw material are also suitable in the present invention, even in the form of pro-aromatic substances or released aromatic raw materials. Where optical isomers are possible, the aromatic raw materials can be formulated as individual chemical isomers or as a racemic mixture in combination. For example, 3,7-dimethyl-6-octen-1-ol, commonly referred to by those skilled in the art as β-citronellol or sefrol, is a pair of optical isomers, R-(+)-β-citronellol and S- ( −)
-Β-citronellol. These materials are each suitable for use as aromatic ingredients in the present invention, individually or as a racemic pair. However, experts in the field of perfumery should not ignore the olfactory differences provided by individual optical isomers, mixtures of optical isomers, or mixtures of positional isomers by using the present invention. For example, carvone, 2-methyl-5- (1-methylethenyl)
-2-Cyclohexen-1-one exists as two isomers, d-carphone and 1-carvone. d-Carbon has a fragrance that is completely different from the l-carvone present in spearmint oil, which is present in the caraway oil. In accordance with the present invention, a pro-aromatic material that releases d-carvone provides a different odor or fragrance than a pro-aromatic material that releases l-carvone. The same applies to 1-carvone. Further, isomers such as cis / trans isomers, for example, nerol (3,7-dimethyl-cis-2,6-octadien-1-ol) and geraniol (3,7-dimethyl-trans-2,6-octadiene). -1-ol), is well known to fragrance specialists, and these two terpenes, which are generally present as a mixture, have different aroma properties. Therefore, when formulating an aromatic feedstock comprising a mixture of isomers such as nerol / geraniol, the formulator must also consider whether different feedstocks have different isomer ratios. Must.

The prescriber is not restricted to generating one type of fragrance, eg, top, middle or base fragrance notes. Rather, a mixture of top notes, a mixture of top and middle notes, or any combination of top, middle, and base notes can be generated in any suitable ratio.

As noted above, experts in the field of fragrance-containing compositions classify fragrances into three categories based on their relative volatility: top, middle and base notes. In addition, aromas are classified by the odors they create, and some of these descriptive terms are ambiguous or relatively specific. For example, "floral" refers to the odor associated with flowers, while the term "lilac" is more specific. Descriptive terms used by experts in the field of perfumery and aroma are, inter alia, "rose", "floral", "green", "citrus", "spicy", "honey" and "mask". The source of these notes is not limited to one chemical category, and alcohol can create "rose,""green," and "mask" aromas, whereas "rose" aromas It can comprise alcohols, ketones, terpenes, aldehydes, and the like.

The top, middle, and base notes each serve a different purpose in blending the fragrance and, when properly formulated, create a “balanced fragrance”. Based on volatility, these notes are described by those skilled in the art as base notes having the longest lasting aroma, middle notes having medium volatility, and top notes being the most volatile . The compositions described below, as well as other compositions selected by the formulator, use the pro-aromatic materials of the present invention to provide an aroma generating system that effectively provides a "balanced aroma." Comprising.

As is apparent to those skilled in the art, descriptive terms related to aesthetic perception, for example, “
The "top", "middle" and "base" notes are relative terms. Aromatic ingredients classified as top notes by one prescriber fall into the same category among most other perfume researchers. The same applies to middle and base notes, but sometimes a prescriber classifies certain aromatic ingredients into middle notes rather than top notes, and vice versa. Does not hurt the usefulness of a particular compound or its absolute identity. Currently, top, middle and base notes are combined in a reproducible manner and are used to produce perfumes, colons, shaving lotions, eau de toilettes, etc. on the skin, which have unique and pleasant odor characteristics. Apart from this pleasant fragrance, the fragrance imparting mechanism used to perfume a laundry detergent composition must meet a number of technical requirements. This mechanism must be strong enough, must be persistent, and must retain its "substantially properties" throughout the period of evaporation and release of the fragrant ingredient. .

The compositions of the present invention comprise at least an effective amount of one or more of the above pro-aromatic substances or pro-accords. An "effective amount" of a pro-accord or pro-
An aromatic substance is defined as "at least about 0.01% by weight, preferably about 0.01 to about 1% by weight.
5% by weight, more preferably about 0.1 to about 5% by weight, most preferably about 0.1 to about 1% by weight of the pro-accord described herein.

A preferred pro-accord is the formula

Embedded image 3,7-dimethyl-1,6-octadien-3-yl 3- (β-naphthyl) -3-oxo-propionate having the formula:

Embedded image Aromatic raw material alcohol having linalool, and formula

Embedded image To release an aromatic starting ketone, methyl naphthyl ketone.

Another example of a pro-accord is tris (phenylethyl) orthoacetate, a material having a “rose” characteristic comprising 2 parts phenylethyl alcohol and 1 part phenylethyl acetate. Expression of component accord

Embedded image Release according to.

Another example of a pro-accord is di-citronellyl benzyl acetate, which is a nitro alcohol / citronellol acetate / citronellyl binary two-component aromatic accord having the “rose” character according to the following formula: It can be released with the benzyl acetate "jasmine" modifier.

Embedded image

Thus, the formulator can generate a single fragrance or complex accord to properly mask malodors that may occur in laundry detergents or fabric softener compositions.

Material Constituents for Laundry and Fabric Conditioning Compositions Surfactant Based The cleaning composition comprises at least about 0.01% by weight of an anionic, cationic,
Surfactants selected from the group consisting of nonionic, amphoteric and zwitterionic surfactants can be included. Preferably, in the solid (i.e., granular) and viscous semi-solid (i.e., gelatinous, paste, etc.) systems of the present invention, the surfactant is preferably from about 0.1-60% by weight of the composition, more preferably 0.1 ~
It is present in an amount of about 30% by weight.

Examples of surfactants useful herein in amounts typically from about 1 to about 55% by weight include:
Conventional C₁₁~ C₁₈Alkylbenzene sulfonate ("LAS") and primary
Class branched chains and random C₁₀~ C₂₀Alkyl sulfate ("AS"), formula
CH₃ (CH₂)_x(CHOSO₃ ⁻M⁺) CH₃And CH₃(CH₂)_y (CHOSO₃ ⁻M⁺) CH₂CH₃C₁₀~ C₁₈Second-class (2,3) Archi
Lusulfate wherein x and (y + 1) are at least about 7, preferably
M is an integer of at least about 9, and M is a cation that confers water solubility, particularly sodium.
Yes], unsaturated sulfates such as oleyl sulfate, C₁₀~ C₁₈A
Alkyl alkoxy sulfate ("AE_XS ", especially EO 1-7 ethoxysa
Rufate), C₁₀~ C₁₈Alkyl alkoxy carboxylate (especially EO
 1-5 ethoxycarboxylate), C_10-18Glycerol ether, C ₁₀ ~ C₁₈Alkyl polyglycosides and their corresponding sulfated polyglycos
Cid, and C₁₂~ C₁₈Although there is an alpha-sulfonated fatty acid ester,
It is not limited to these. If desired, conventional nonionic and amphoteric (ampho)
teric) including surfactants, e.g. so-called narrow peak alkyl ethoxylates
C₁₂~ C₁₈Alkyl ethoxylates ("AE") and C₆~ C₁₂Archi
Phenol alkoxylates (especially ethoxylates and mixed ethoxy / pro
Poxy), C₁₂~ C₁₈Betaine and sulfobetaine ("sultaine"),
C₁₀~ C₁₈Amine oxides and the like can also be included in the overall composition. C₁₀~
C₁₈N-alkyl polyhydroxy fatty acid amides, especially C₁₂~ C₁₈N-meth
Luglucamide is highly preferred. See International Patent No. WO 9,206,154.
Surfactants derived from other sugars include N-alkoxy polyhydroxy fatty acids.
Mid, for example C₁₀~ C₁₈There is N- (3-methoxypropyl) glucamide.
N-propyl to N-hexyl C₁₂~ C₁₈Glucamide can be used for low foaming
. Conventional C₁₀~ C₂₀Soap can also be used. If high foaming is desired,
Branch Chain C₁₀~ C₁₆Soap can also be used. Anionic and nonionic surfactants
Mixtures of sexual agents are particularly useful. Other common useful surfactants are standard textbooks
It is described in.

The anionic surfactant has an organic sulfation reaction having an alkyl group containing about 8 to about 22 carbon atoms in a molecular structure and a group selected from the group consisting of sulfonic acid and sulfate groups. It can be broadly described as a water-soluble salt of the product, especially an alkali metal salt. Important examples of anionic synthetic detergents that can form the surfactant component of the compositions of the present invention (the term alkyl includes the alkyl portion of the higher acyl group) are sodium or potassium alkyl sulfates, especially tallow or coconut. Substances obtained by the sulfation of higher alcohols (C8-18 carbon atoms) produced by reducing the glycerides of oils, sodium or potassium alkylbenzenesulfonates wherein the alkyl group contains from about 9 to about 15 carbon atoms May be aliphatic straight or branched chain.), Sodium alkyl glyceryl ether sulfonates, especially ethers of higher alcohols derived from tallow or coconut oil,
Sodium coconut oil fatty acid monoglyceride sulfate and sulfonate, sodium or potassium salt of sulfate of 1 mole of higher fatty alcohol (eg, tallow or coconut alcohol) and 1-10 moles of ethylene oxide, about 1 to about 10 units per molecule Or a sodium or potassium salt of an alkylphenol ethylene oxide ether sulfate having an alkyl group containing 8 to 12 carbon atoms, a reaction product of a fatty acid derived from coconut oil, and a methyl tauride derived from coconut oil, for example. Sodium or potassium salts of fatty acid amides of the formula: sodium or potassium beta-acetoxy- or beta-acetamide alkanes wherein the alkane has 8 to 22 carbon atoms Is Honeto.

In addition, the formulator may use the secondary alkyl sulfate alone or in combination with other surfactant materials, including sulfated surfactants and other conventional alkyl sulfate surfactants. The difference is illustrated below. Examples of such components are set forth below, but are not limited to:

Conventional primary alkyl sulfates (AS), such as the alkyl sulfates described above, have the general formula ROSO3-M +, where R is typically a linear C8-22 hydrocarbyl group; M is a cation that imparts water solubility. Branched primary alkyl sulphate surfactants having 8 to 20 carbon atoms (i.e. the branched "P
AS ") are also known and are described, for example, in European Patent Application No. 439,316, Smith.
et al., submitted Jan. 21, 1991.

Conventional secondary alkyl sulphate surfactants are surfactants that have a sulphate moiety distributed randomly along the hydrocarbyl “backbone” of the molecule. Such materials, structure _{CH 3} (CH ₂₎ n ^- is represented by ^{_{(CHOSO 3 M +) (CH}} 2) m CH 3, wherein, m and n is an integer of 2 or more, the sum of m + n is Typically about 9-17, where M is a cation that confers water solubility.

The above-mentioned secondary alkyl sulfate is a material produced by adding H ₂ SO ₄ to an olefin. Typical syntheses using alpha olefins and sulfuric acid are described in U.S. Pat. No. 3,234,258, Morris, Feb. 8, 1966, or U.S. Pat. No. 5,075,041, Lutz, Dec. 24, 1991. Promulgated in Japan. U.S. Patent No. 5,349,101; Lutz et al., 199.
U.S. Pat. No. 5,389,277, Prieto, 1995.
See also promulgation on March 14.

Although the preferred surfactants of the present invention are anionic surfactants, other surfactants useful herein are described below. The composition of the present invention comprises at least about 0.01%, preferably at least 0.1%
And more preferably from about 1% to about 30% of a nonionic detergent surfactant. Preferred non-ionic surfactants such as C ₁₂ -C ₁₈ alkyl ethoxylates including the alkyl ethoxylates of the so-called narrow peak ( "AE"
) And _C 6 _{-C 12} alkyl phenol alkoxylates (especially ethoxylates and mixed ethoxy / _propoxy), C 6 _{-C 12} block alkylene oxide condensate of alkyl _phenols, alkylene oxide condensates of C 8 _{-C 22} alkanols and ethylene oxide / propylene, Oxide block polymer (Plur
onic (trade name), BASF Corp.), as well as semi-polar non-ionic materials (eg, amine oxides and phosphine oxides) can be used in the present compositions. These types of surfactants are disclosed in US Pat. No. 3,929,67, which is incorporated herein by reference.
No. 8, Laughlin et al., Promulgated on December 30, 1975.

[0069] Alkyl polysaccharides such as those described in US Pat. No. 4,565,647, Llenado (hereby incorporated by reference) are also preferred nonionic surfactants in the present compositions.

A more preferred nonionic surfactant is a polyhydroxy fatty acid amide having the formula:

Embedded image Wherein R ⁷ is C ₅ -C ₃₁ alkyl, preferably linear C ₇ -C ₁₉ alkyl or alkenyl, more preferably linear C ₉ -C ₁₇ alkyl or alkenyl,
Most preferably straight chain _C 11 _{-C 15} alkyl or alkenyl, or mixtures thereof,, ^{R 8} is selected from _hydrogen, C 1 -C _{4 alkyl,} from the group consisting of C 1 -C ₄ hydroxyalkyl, preferably Methyl or ethyl, more preferably methyl. Q is a polyhydroxyalkyl moiety having an alkyl straight chain with at least three hydroxyls directly attached to the chain, or alkoxylated derivatives thereof; preferred alkoxy is ethoxy or propoxy, and mixtures thereof. is there. Preferred Q is derived from a reducing sugar in a reductive amination reaction. More preferably, Q is a glycityl moiety. Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose. As raw materials, high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup, and the individual sugars described above can be used. These corn syrups can provide a mixture of sugar components for Q. Of course, this does not exclude other suitable raw materials. Q
Is more preferably _{-CH 2 - (CHOH) n -CH} 2 OH-, -CH (CH 2 OH) (CHOH) n-1 -CH 2 OH-, -CH 2 - (CHOH) 2 (CHOR ') _(CHOH) -CH 2 OH-, and is selected from the group consisting of alkoxylated derivatives, where n is an integer from 3 to 5, R 'is a monosaccharide hydrogen or a cyclic or aliphatic. The most preferred substituents on Q moiety, n is 4 glycityls, in particular _{-CH 2 (CHOH) 4 -CH 2} OH.

R ⁷ —CO—N <may be, for example, cocamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmitamide, tallowamide, and the like. R ⁸ can be, for example, methyl, ethyl, propyl, isopropyl, butyl, 2-hydroxyethyl, or 2-hydroxypropyl. Q is 1-deoxyglucityl, 2-deoxyfrucchityl, 1-deoxymultityl, 1-deoxylactyl, 1-deoxygalacticyl, 1-deoxymannicyl, 1-deoxymaltotriotyl, etc. Is fine.

Particularly preferred surfactants of this kind for use in the compositions of the present invention have the above formula, wherein R ⁷ is alkyl (preferably C ₁₁ -C ₁₇ ) and R ⁸ is methyl And Q is 1-deoxyglucityl, alkyl-N-methylglucamide. Surfactants derived from other sugars include N- alkoxy polyhydroxy fatty acid amides, for example _C 10 _~C 18 N- (3- methoxypropyl) glucamide, and. N- propyl ~N- hexyl _C 12 _{-C 18} glucamides can be used for low foaming. Conventional _C 10 _{-C 20} soaps may be used. If high foaming is desired, branched _C 10 _{-C 16} soaps may be used.

Quaternary Ammonium Fabric Softening Active Compound (DEQA) Preferred fabric softening actives of the present invention have the formula:

Embedded image Wherein each R is independently C ₁ -C ₆ alkyl, C ₁ -C ₆ hydroxyalkyl, benzyl, and mixtures thereof, and R ¹ is preferably C ₁₁ -C ₂₂ alkyl, C ₁₁ -C 2 alkyl. C ₂₂ alkenyl, and mixtures thereof, wherein Q is a carbonyl moiety having the formula:

Embedded image Wherein R ² is hydrogen, C ₁ -C ₄ alkyl, preferably hydrogen, and R ³ is C ₁ -C ₄
C ₄ alkyl, preferably hydrogen or methyl, preferably Q has the formula OO ‖ ‖—O—C— or —NH—C—, and X is an anion compatible with the softener. Preferred are strong acid anions such as chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, nitrate, and mixtures thereof, more preferably chloride and methyl sulfate. The anion may have a double charge (but is less preferred), in which case X ^(-) represents half the group. The index m has a value of 1 to 3, and the index n is 1 to 4.
, Preferably 2 or 3, more preferably 2.

The more preferred softener active ingredient of the present invention has the following formula:

Embedded image And the unit having the formula O‖—O—C—R ¹ is a fatty acyl moiety. Suitable fatty acyl moieties for use in the softener active ingredients of the present invention include tallow, vegetable oils and / or partially hydrogenated vegetable oils, especially canola oil, safflower oil, peanut oil, sunflower oil, corn oil Wraps soybean oil, tall oil, rice bran oil).

The R ¹ unit is typically a mixture of straight and branched chains of saturated and unsaturated aliphatic fatty acids, an example of which (canola oil) is shown in Table I below. Table I Fatty acyl units% C14 0.1 C16 5.4 C16: 1 0.4 C18 5.7 C18: 1 67.0 C18: 2 13.5 C18: 3 2.7 C200.5 C20: 14 .6

The formulator can select any of the fatty acyl moieties described above, depending on the desired physical and performance characteristics of the final fabric softener active, or the formulator can provide a source of triglycerides. Can be mixed to form a "suitable mixture". However, as will be apparent to those skilled in the art of fats and oils, the fatty acyl composition will change from harvest to harvest or from one vegetable oil source to another, as in the case of vegetable oils. DEQA made using fatty acids obtained from natural sources is preferred.

In a preferred embodiment of the present invention, at least about 3%, preferably at least about 5%, more preferably at least about 10%, most preferably at least about 15%
A softener active ingredient comprising R ¹ units having C ₁₁ -C ₂₂ alkenyl containing polyalkenyl (polyunsaturated) units, especially olein, linole, linolene.

For the purposes of the present invention, the term “mixed chain fatty acyl unit” comprises alkyl and alkenyl chains having 10 to 22 carbon atoms, including carbonyl carbon atoms, "A mixture of fatty acyl units having 1 to 3 double bonds, preferably with all double bonds in cis configuration". Regard ^{R 1} units of the present invention, at least a significant percentage, such as about 25% to, preferably about 50
From% to about 70%, preferably from about 65%, of the fatty acyl groups are unsaturated. The total amount of fabric softening active comprising polyunsaturated fatty acyl groups is from about 3%, preferably from about 5%, more preferably from about 10% to about 30%, preferably from about 25%, more preferably May be about 18%. As noted above, the cis and trans isomers are preferably combined in a cis / trans ratio of 1: 1, preferably at least 3: 1, more preferably from about 4: 1 to about 50: 1, more preferably about 20: 1. But at least 1: 1
Can be used in

R ¹ units suitable for use in the present invention are preferably those having an iodine value (IV) of the parent fatty acid of from about 20 to more preferably from about 50 to most preferably from about 70 to about 140;
Preferably, it is characterized by a value of up to about 130, more preferably up to about 115. However, the formulator may wish to add an amount of a fatty acid acyl unit having an iodine value outside the above range, depending on the embodiment of the invention to be carried out. For example,
The “cured ingredients” (IV less than or equal to about 10) can be combined with a source of a fatty acid mixture to adjust the properties of the final softener active. In another preferred embodiment of the invention, comprises DEQA having an average iodine value for R ¹ of about 45.

The amine used to prepare the preferred fabric softening actives of the present invention has the formula

Embedded imageWherein R is as defined above, and each Z is independently -OH, -CHR³O
H, -CH (OH) CH₂OH, -NH₂, And mixtures thereof, preferably
-OH, -NH₂, And mixtures thereof, wherein R³Is C ₁ ~ C₄Alkyl, preferably methyl, and the indices m and n are as defined above.
You.

Examples of preferred amines used in forming the DEQA fabric softening actives of the present invention include:

Embedded image However, the present invention is not limited to these.

For the purposes of the present invention, the R moiety introduced during the quaternization step is preferably methyl. formula

Embedded image R is preferably the same moiety (ie, methyl) introduced during the quaternization step. For example, the expression

Embedded image Is preferably a compound of the general formula

Embedded image And quaternized into a softener active ingredient having

In one embodiment of the invention, the precursor amine mixture of the fabric softening active ingredient is not completely quaternized, ie, some of the general formula

Embedded image Is still present in the final softener mixture.

Another embodiment of the present invention is a compound of the formula

Embedded image Wherein not all of the Z units are completely reacted with the fatty acyl moiety, thereby producing one or more unreacted, and thus unconverted, Z A certain amount of amine and / or quaternary ammonium compound remains in the final fabric softener active ingredient mixture having units.

[0085] Examples of preferred softening agent active ingredients of the present invention are given below. N, N-di (tallowyl-oxy-ethyl) -N, N-dimethylammonium chloride, N, N-di (canolyl-oxy-ethyl) -N, N-dimethylammonium chloride, N, N-di ( Tallowyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium chloride, N, N-di (canolyl-oxy-ethyl) -N-methyl, N- (2-hydroxyethyl) ammonium chloride N, N-di (2-tallowyloxy-2-oxo-ethyl) -N, N-dimethylammonium chloride, N, N-di (2-canolyloxy-2-oxo-ethyl) -N, N -Dimethylammonium chloride, N, N-di (2-tallowyloxyethylcarbonyloxyethyl) -N, N-
Dimethylammonium chloride, N, N-di (2-canolyloxyethylcarbonyloxyethyl) -N, N-dimethylammonium chloride, N- (2-tallowoiloxy-2-ethyl) -N- (2- Tallowyloxy-
2-oxoethyl) -N, N-dimethylammonium chloride, N- (2-canolyloxy-2-ethyl) -N- (2-canolyloxy-2-oxoethyl) -N, N-dimethylammonium chloride, N, N , N-tri (tallowyl-oxy-ethyl) -N-methylammonium chloride, N, N, N-tri (canolyl-oxy-ethyl) -N-methylammonium chloride, N- (2-tallowyloxy- 2-oxoethyl) -N- (tallowyl) -N,
N-dimethylammonium chloride, N- (2-canolyloxy-2-oxoethyl) -N- (canolyl) -N, N-
Dimethylammonium chloride, 1,2-ditalyoxy-3-N, N, N-trimethylammoniopropane chloride, and 1,2-dicanolyloxy-3-N, N, N-trimethylammoniopropane chloride , And a mixture of the above active ingredients

Particularly preferred materials are N, N-di (tallowyl-oxy-ethyl) -N, N-dimethylammonium chloride and N, N-di (canolyl-oxy) in which the tallow chain is at least partially unsaturated. -Ethyl) -N, N-dimethylammonium chloride.

The amount of the fabric softening active ingredient present in the composition of the present invention may be at least about 2%, preferably from about 2% to more preferably from about 5% to about 60% by weight of the composition.
, More preferably up to about 40% by weight.

[0088] While mention Examples of useful accessory ingredients laundry composition adjunct ingredients present invention below, not limited thereto. The auxiliary components include builders, optical brighteners, bleach accelerators, bleach catalysts, bleach activators, soil release polymers, dye transfer inhibitors, dispersants, enzymes,
Foam inhibitors, dyes, fragrances, coloring agents, filler salts, hydrotropes, enzymes, photoactivators, fluorescent agents, fabric conditioners, hydrolyzable surfactants, preservatives, antioxidants, chelating agents, Includes stabilizers, anti-shrinkage agents, anti-wrinkle agents, bactericides, fungicides, corrosion inhibitors, and mixtures thereof.

Builder The detergent of the present invention can be blended with the composition of the present invention, if desired, to make it easier to adjust the mineral hardness. Inorganic and organic builders can be used. Builders are typically used in fabric laundering compositions to help remove particulate soil.

The amount of builder will vary greatly depending on the end use of the composition and its desired physical form. When present, the composition typically comprises at least about 1% builder. The formulation typically comprises from about 5 to about 50%, more usually from about 5 to about 30%, by weight of the detergent builder. Granular formulations generally comprise from about 10% to about 80%, more usually from about 15% to about 50%, by weight, of detergent builders. However, higher or lower amounts of builders can also be used.

Inorganic or P-containing detergent builders include alkali metal, ammonium and alkanol ammonium polyphosphates (eg, tripolyphosphates, pyrophosphates, and glassy polymeric metaphosphates), phosphonates, phytic acid , Silicates, carbonates (including bicarbonates and sesquicarbonates), sulfates and aluminosilicates. However, in some areas non-phosphate builders are needed. Importantly, in the presence of so-called "weak" builders such as citric acid (as compared to phosphates) or in so-called "low builders" situations, which can occur with zeolites or layered silicate builders However, the compositions of the present invention function surprisingly effectively.

Examples of silicate builders are alkali metal silicates, in particular those having a SiO ₂ : Na ₂ O ratio of 1.6: 1 to 3.2: 1, and layered silicates ,
For example, layered sodium silicate as described in U.S. Pat. No. 4,664,839, issued May 12, 1987 to HP Rieck. NaSKS-6 is
Hoechst is a commercial name for a crystalline layered silicate (herein generally abbreviated "SKS-6"). Unlike zeolite builders, NaSKS-6 silicate builders do not contain aluminum. NaSKS-6 has the delta _-Na 2 SiO ₅ form of layered silicate. This product is a German patent DE-A-3
, 417, 649 and DE-A-3,742,043. SKS-6 is highly preferred is a layered silicate, other such layered silicates, eg, in the general formula _{NaMSi x O 2x + 1 · yH} 2 O ( wherein, M is sodium for use herein Or hydrogen, and x is 1.9 to
Silicates having a number of 4, preferably 2, and y is a number from 0 to 20, preferably 0) can also be used here. Various other layered silicates available from Hoechst include NaSKS-5, NaSKS-7 and NaSKS-11 in alpha, beta and gamma forms. As described above, here used in the delta _-Na 2 _SiO 5 (NaSKS-6 form) is most preferred. Other silicates, such as magnesium silicate, are also useful and serve as crispening agents in granular formulations, as stabilizers for oxygen bleaches, and as components of foam control systems.

Examples of carbonate builders are described in German Patent Application No. 2,321,001, Jan. 1973
Alkaline earths and alkali metal carbonates, as described in published January 15th.

An aluminosilicate builder is useful in the present invention. Aluminosilicates are very important in most currently available heavy duty granular detergent compositions and are also important builder components in liquid detergent formulations. The aluminosilicate builders, there is a substance having the empirical formula _{[M z (zAlO 2) y} ] · xH 2 O, wherein z and y are integers of at least 6, z to y
Is from 1.0 to about 0.5, and x is an integer from about 15 to about 264.

[0095] Useful aluminosilicate ion exchange materials are commercially available. These aluminosilicates can be crystalline or amorphous in structure and can be natural aluminosilicates or synthetic. A method for producing an aluminosilicate ion exchange material is disclosed in U.S. Pat.
985,669, Krummel et al., Promulgated October 12, 1976. Preferred synthetic crystalline aluminosilicate ion exchange materials useful herein are commercially available under the names zeolite A, zeolite P (B), zeolite MAP and zeolite X. In a particularly preferred embodiment, the crystalline aluminosilicate ion exchange material has the formula _{Na 12 [(AlO 2) 12} (SiO 2) 12] · xH 2 O, wherein, x is from about 20 to about 30, especially It is about 27. This material is called zeolite A. Here, dehydrated zeolite (x = 0 to 10) can also be used. Preferably, the aluminosilicate has a particle diameter of about 0.1 to 10 microns.

[0096] Organic detergent builders useful for the purposes of the present invention include, but are not limited to, a wide variety of polycarboxylate compounds. As used herein, "polycarboxylate" refers to a compound having multiple carboxylate groups, preferably at least three carboxylate groups. The polycarboxylate builder can generally be added to the composition in the form of an acid, but can also be added in the form of a neutralized salt. When used in salt form, preference is given to salts of the alkali metals, for example sodium, potassium and lithium, or alkanolammonium.

[0097] There are various types of useful materials for polycarboxylate builders. An important class of polycarboxylate builders is Berg, US Pat. No. 3,128,28.
7, promulgated on April 7, 1964, and Lambertiet al., US Pat. No. 3,635.
, 830, issued Jan. 18, 1972. U.S. Pat. No. 4,663,071, May 5, 1987, Bush et al.
See also TMS / TDS builder, promulgated in. Suitable ether polycarboxylates include cyclic compounds, especially cycloaliphatic compounds, for example, US Pat. No. 3,923,923.
679, 3,835,163, 4,158,635, 4,120,
874 and 4,102,903.

Other useful detergent builders include ether hydroxy polycarboxylates, copolymers of maleic anhydride and ethylene or vinyl methyl ether, 1,3,5-
Various alkali metal, ammonium and substituted ammonium salts of trihydroxybenzene-2,4,6-trisulfonic acid and carboxymethyloxysuccinic acid, polyacetic acids such as ethylenediaminetetraacetic acid and nitrilotriacetic acid, and melitic acid, succinic acid, Oxydisuccinic acid, polymaleic acid, benzene 1,
There are polycarboxylates, such as 3,5-tricarboxylic acid, carboxymethyloxysuccinic acid, and their soluble salts.

Because citrate builders, such as citric acid and its soluble salts, especially the sodium salt, are available from renewable sources and are biodegradable,
It is a polycarboxylate builder that is particularly important for heavy duty liquid detergent formulations. Citrates can also be used in granular compositions, especially in combination with zeolites and / or layered silicate builders. Oxydisuccinates are also particularly useful in such compositions and combinations.

The detergent compositions of the present invention include US Patent No. 4,566,984, Bush, 1986.
3,3-dicarboxy-4-oxa-1, described in
6-Hexanediate and related compounds are also suitable. Useful succinic acid builders, there is a C ₅ -C ₂₀ alkyl and alkenyl succinic acids and salts thereof. A particularly preferred compound of this type is dodecenyl succinic acid. Specific examples of succinate builder include lauryl succinate, myristyl succinate,
Examples include palmityl succinate, 2-dodecenyl succinate (preferred), and 2-pentadecenyl succinate. Lauryl succinate is a preferred builder of this type and is described in European Patent Application No. 86200600.5 / 0,200,263,198.
Published November 5, 2006.

[0101] Other suitable polycarboxylates are described in US Pat. No. 4,144,226, Crut.
chfield et al., promulgated March 13, 1979, and US Pat. No. 3,308,0.
No. 67, Diehl, promulgated on March 7, 1967. See also Diehl, U.S. Pat. No. 3,723,322.

Fatty acids, such as C ₁₂ -C ₁₈ monocarboxylic acids, may also be incorporated into the composition, alone or in combination with the above builders, especially citrate and / or succinate builders, to enhance builder activity. be able to. The use of such fatty acids
The formulator should take this into account, as it generally results in reduced effervescence.

Where phosphorus-based builders can be used, especially in the formulation of bars used for manual washing, various alkali metal phosphates, such as the well-known sodium tripolyphosphate, sodium pyrophosphate and sodium orthophosphate, , Can be used. Phosphonate builder, for example ethane-1-hydroxy-1,1-
Diphosphonates and other known phosphonates (eg, US Patent No. 3,159,
No. 581, No. 3,213,030, No. 3,422,021, No. 3,400,
148 and 3,422,137) can also be used.

Dispersants The compositions of the present invention may optionally contain at least about 0.1% by weight, preferably about 0% by weight.
. 1 to about 10%, more preferably about 0.5 to about 5% by weight of a water-soluble, substituted or unsubstituted, modified or unmodified polyalkyleneimine dispersant is also provided. Wherein the dispersant comprises a polyamine backbone, preferably the backbone has a molecular weight of about 100 to about 3000 Daltons and has the formula H | | [H ₂ NR] _{n + 1-} [ _n-R] m - [have _n-R] n -NH _2, wherein, R is preferably _C 2 -C ₆ alkylene, m is about 3 to 70, n is from 0 to about 35 And one or more hydrogens of the NH unit of the polyamine skeleton are represented by "
"Substituted", i.e., replaced by a substituent that increases the hydrophobic or hydrophilic dispersibility of the polyamine, preferably one or more of the backbone hydrogens, more preferably all hydrogens, are of the formula-(CH _{2 CHR'O) y (CH 2 CH} 2 O) in x H (wherein, R 'is methyl or ethyl, x and y are preferably from about 0 to about 5
0, wherein x + y is at least 1), and each nitrogen constituting the polyalkyleneimine skeleton is optionally quaternized or -May be "denatured" by oxidation to an oxide.

The polyalkyleneimine dispersants are described in US Pat.
, 597,898, VanderMeer, published July 1, 1986, European Patent Application No. 111,965, Oh and Gosselink, published June 27, 1984, European Patent Application No. 111,984, Gosselink, 1984. Released on June 27,
European Patent Application No. 112,592, Gosselink, published July 4, 1984, U.S. Patent No. 4,548,744, Connor, promulgated October 22, 1985, and U.S. Patent No. 5,565,145, Watson et al., October 15, 1996.
Promulgated in Japan. However, any suitable clay / soil dispersant or anti-redeposition agent can be used in the laundry compositions of the present invention.

Soil Release Agents All of the polymeric soil release agents known to those skilled in the art can be used in the compositions and methods of the present invention, if desired. The characteristic of the polymeric soil release agent is a hydrophilic portion that imparts hydrophilicity to the surface of a hydrophobic fiber, for example, polyester or nylon,
And having hydrophobic parts that adhere to the hydrophobic fibers and remain there until the washing and rinsing cycle is completed, acting as anchors for the hydrophilic parts. This makes it possible to more easily wash the stain generated after the treatment with the soil release agent in a later washing procedure.

When used, soil release agents generally comprise from about 0.01% to about 10.0%, typically from about 0.1% to about 5%, preferably from about 0.2% by weight of the detergent composition. ~ About 3.0% by weight
Is configured.

The following references, all incorporated herein by reference, describe soil release polymers suitable in the present invention. U.S. Pat. No. 3,959,230, Hays, May 25, 1976.
US Provisional Patent No. 3,893,929, Basadur, promulgated July 8, 1975, US Patent No. 4,000,093, Nicol et al., Promulgated December 28, 1976, US Patent No. 4. Gosselink, issued October 27, 1987, U.S. Pat. No. 4,968,451, Scheibel et al., Issued Nov. 6, 1987, U.S. Pat. No. 4,702,857, Gosselink, 1987. U.S. Pat. No. 4,711,730, Gosselink et al., Issued Dec. 8, 1987, U.S. Pat. No. 4,721,580, Gosselink, promulgated Jan. 26, 1988,
U.S. Pat. No. 4,877,896, Maldonado et al., Issued Oct. 31, 1989, U.S. Pat. No. 4,956,447, Gosselink et al., Sep. 1, 1990.
Promulgated 1 day, U.S. Pat. No. 5,415,807, Gosselink et al., May 1995
Published 16 June, European Patent Application No. 0219048, published April 22, 1987 by Kud, et al.

In addition, suitable soil release agents are disclosed in US Pat.
201,824; Violland et al., U.S. Patent No. 4,240,918; Laga
sse et al., U.S. Pat. No. 4,525,524; Tung et al., U.S. Pat.
579,681, Ruppert et al., U.S. Pat. No. 4,240,918, U.S. Pat. No. 4,787,969, U.S. Pat. No. 4,525,524, European Patent 279,134A, 1988 Rhone-Poulenc Chemie, European Patent No. 4
57,205A, BASF (1991), and German Patent 2,335,044, Unilever NV 1974.

[0110] Commercially available soil release agents include ME manufactured by Shin-Etsu Chemical Co., Ltd.
TOLOSE SM100, METOLOSE SM200, SOKALAN type materials available from BASF (Germany), such as SOKALAN HP-22, ZELCON 5126 (from Dupont) and MILEASE T (from ICI)
There is.

Solvents and Carriers The fabric softener compositions of the present invention can be in liquid form and can, therefore, be formulated in an aqueous system or, if desired, in a solvent-water system as a liquid carrier. For a liquid fabric softener comprising a solvent of the present invention, the solvent preferably comprises less than about 40% by weight of the composition, preferably from about 10 to about 35%, more preferably from about 12 to about 25%, More preferably, it comprises about 14 to about 20% by weight. Solvents are selected to minimize the effect of solvent odor in the composition and to give the final composition a low viscosity. For example, isopropyl alcohol is not very effective and has a strong odor. n-Propyl alcohol is more effective but has a pronounced odor. Certain butyl alcohols also have odors, but transparency / stability can be effectively obtained, especially when used as part of a solvent system to minimize those odors. The alcohol is also selected for optimal low temperature stability, ie, the alcohol is a liquid having a reasonably low viscosity up to low temperatures of about 40 ° F. (about 4.4 ° C.), and is translucent, preferably Is transparent, approximately 20 ° F (
Compositions can be formed that can recover after storage at low temperatures (up to about 6.7 ° C.).

The suitability of all major solvents for the formulation of the fabric softener composition of the invention with the required stability, which is liquid-concentrated, preferably transparent, has the required stability is surprisingly selective. Suitable solvents can be selected according to their octanol / water partition coefficient (P). The octanol / water partition coefficient of the primary solvent is the ratio between the equilibrium concentrations of the solvent in octanol and water. The partition coefficient of the main solvent component of the present invention,
It is convenient to express the logarithm for base 10 in the form of logP.

[0113] The logP of many components has been reported, for example, from Daylight Chemical Information
The Pomona92 database, available from Systems, Inc. (Daylight CIS), Irvine, California, describes much, with reference to the original literature. However, logP values can be most conveniently calculated with the "CLOGP" program, also available from Daylight CIS. The program also lists experimental logP values, if they are in the Pomona92 database. "Calculated logP" (ClogP) is based on Hansch and
Leo (A. Leo, Comprehensive Medical Chemistry, Vo
l. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., p. 29
5, Pergamon Press, 1990) can be determined by the fragment approach. The fragment approach takes into account the number and type of atoms, the connectivity of the atoms, and the chemical bonds based on the chemical structure of each component. The choice of the major solvent component useful in the present invention is preferably to use the most reliable and widely used assessment of the ClogP value for this physicochemical property instead of the experimental logP value. . Clog
Other methods that can be used to calculate P include, for example, J. Chem. Inf. Comput. Sci., 27,
21 (1987), the fragment method of Crippen, J. Chem. Inf. Comput. Sci.,
29, 163 (1989), the fragment method of Viswanadhan, and Eur.J. Med.
Chem.-Chim. Theor., 19, 71 (1984). Suitable solvents here have a ClogP of about 0.15 to about 0.64, preferably 0.2
5 to 0.62, more preferably 0.40 to 0.60, selected from solvents,
The solvent is preferably somewhat asymmetric and preferably has a melting or freezing point such that it becomes liquid at or near room temperature. For certain purposes, solvents having low molecular weight and biodegradability are also desirable. Higher asymmetry solvents appear to be highly preferred, while more symmetric solvents having a center of symmetry, such as 1,7-heptanediol or 1,4-bis (hydroxymethyl) cyclohexane,
Although their ClogP values fall within the preferred range, they appear to be unable to provide a substantially transparent composition when used alone.

The main solvents that can be used and whose ClogP falls within the required range are listed below. These main solvents include mono-ol, C6 diol, C7 diol, octanediol isomer, butanediol derivative, trimethylpentanediol isomer, ethylmethylpentanediol isomer, propylpentanediol isomer, dimethylhexanediol isomer , Ethylhexanediol isomer, methylheptanediol isomer, octanediol isomer, nonanediol isomer, alkyl glyceryl ether, di (hydroxyalkyl) ether, and aryl glyceryl ether, aromatic glyceryl ether, alicyclic diol and derivatives , C ₃ C ₇ diol alkoxylated derivatives, aromatic diols, and unsaturated diols. Particularly preferred primary solvents include hexanediol, such as 1,2-hexanediol and 2-ethyl-1,3-hexanediol, and pentanediol, such as 2,2,4-trimethyl-1,3-pentanediol. No.

Fragrance The product of the present invention comprises from about 0.1% to about 60%, preferably from about 1% to about 50%,
No. 5,139,687, Borcher et al., 1;
Issued August 18, 992, and US Pat. No. 5,234,610, Gardlik et.
al., promulgated August 10, 1993, may also include cyclodextrin / perfume inclusion complexes and / or free perfumes. Perfumes are highly preferred, usually have protective properties, and can form complexes with cyclodextrins. Fabric softening products generally include a fragrance to provide olfactory aesthetic properties and / or serve as a signal that the product is effective.

The optional perfume ingredients and compositions of the present invention are conventional materials known in the art. The selection of perfume ingredients or perfume amounts is based solely on aesthetic considerations. Suitable perfume compounds and compositions are described in U.S. Patent No. 4,145,184, Brain and Cummins, March 2, 1979, all of which are incorporated herein by reference.
No. 4,209,417, Whyte, promulgated June 24, 1980, No. 4
No. 5,515,705, Moeddel, promulgated May 7, 1985, and 4,152.
No. 272, Young, promulgated on May 1, 1979. Many of the perfume compositions recognized in the art are relatively adherent to maximize odor effects on the substrate. However, a particular advantage of perfume application with the perfume / cyclodextrin complex is that non-sticky perfumes are also effective.

If the product contains both free and complexed fragrances, the fragrance escaped from the complex contributes to the overall fragrance intensity and gives a long lasting fragrance impression. U.S. Pat. No. 5,234,610, Gardlik / Trinh / Ba, incorporated herein by reference.
By adjusting the levels of free fragrance and fragrance / CD complex as described in nks / Benvegnu, promulgated August 3, 1993, a wide range of timing (release) and / or fragrance identification (properties) was achieved. A unique and unique fragrance profile. The solid, dryer activated fabric conditioning composition is used at the end of the fabric treatment operation when the fabric is clean and there is almost no treatment available to remove the cyclodextrin, thus reducing the cyclodextrin. It is a very preferred method to apply.

Stabilizers Stabilizers may be present in the compositions of the present invention. The term "stabilizer" as used herein includes antioxidants and reducing agents. These materials may have from 0% to about 2%, preferably from about 0.01% to about 0.2%, more preferably from about 0.035% with respect to antioxidants.
% To about 0.1%, and more preferably about 0.01% to about 0.2% for the reducing agent.
It is present in an amount of%. These materials ensure good odor stability under long-term storage conditions for the compositions and the compounds stored in the molten state. Antioxidants and reducing agent stabilizers are particularly important for low scent products (low perfume).

Examples of antioxidants that can be added to the compositions of the present invention include Eastman Chemical Product
, a mixture of ascorbic acid, ascorbic palmitate, propyl gallate, commercially available under the trade names Tenox PG and Tenox S-1 from Eastman Chem.
A mixture of BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole), propyl gallate, and citric acid, commercially available from ical Products, Inc. under the trade name Tenox-6, Sustane BHT from UOP Process Division Butylated hydroxytoluene, commercially available under the trade name Eastman Chemical Produ
t-butyl hydroquinone, commercially available as Tenox TBHQ from cts, Inc., Eastman Chem.
natural tocopherol commercially available as Tenox GT-1 / GT-2 from ical Products, Inc.
And Eastman Chemical Products, commercially available butylated hydroxy anisole as BHA from Inc., long chain esters of gallic acid _(C 8 _{-C 22),} such as dodecyl gallate, Irganox 1010 (trade name), Irganox 1035 (trade name), Irganox B 1171
(Trade name), Irganox 1425 (trade name), Irganox 3114 (trade name), Irganox 3125
(Trade name), and mixtures thereof, preferably Irganox 3125 (trade name), Irga
nox 1425 (trade name), Irganox 3114 (trade name), and mixtures thereof, more preferably Irganox 3125 (trade name) alone or with citric acid and / or other chelating agents such as isopropyl citrate Mixed with commercially available De under the chemical name 1-hydroxyethylidene-1,1-diphosphonic acid (etidronic acid) from Monsanto
quest 2010 (trade name), and Tiron (trade name) commercially available from Kodak under the chemical name of 4,5-dihydroxy-m-benzene-sulfonic acid / sodium salt, and Aldric
From h, commercially available DTPA (trade name) with the chemical name of diethylenetriaminepentaacetic acid can be mentioned.

Concentrating Aids The concentrated compositions of the present invention may be used to increase the concentration and / or to meet higher stability standards depending on the other ingredients, organic and / or inorganic concentrating aids. May be required. Surfactant concentration aids are typically single long chain alkyl cationic surfactants, nonionic surfactants, amine oxides, fatty acids,
Or a mixture thereof, typically from 0 to about 15 of the composition.
Used in% amount.

Inorganic viscosity / dispersibility modifiers that can act like surfactant concentrating aids or increase the effect of surfactant concentrating aids include water-soluble, ionizable salts. Included, and these materials can be optionally incorporated into the compositions of the present invention. A wide range of ionizable salts can be used. Examples of suitable salts are halides of metals of Groups IA and IIA of the Periodic Table of the Elements, such as calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride. The ionizable salt is used during the step of mixing the components to produce the composition of the present invention.
It is particularly useful in obtaining the desired viscosity later. The amount of ionizable salt used depends on the amount of active ingredient used in the composition and can be adjusted as desired by the formulator. Typical amounts of salts used to adjust the viscosity of the composition are from about 20 to about 20,000 ppm, preferably from about 20 to about 11,000 ppm of the composition weight.

Other Auxiliary Components The present invention relates to other auxiliary components commonly used in textile treatment compositions such as colorants, preservatives, optical brighteners, opacifiers, anti-shrinkage agents, anti-wrinkle agents, fabric shrinkage. It can include treating agents, stain removers, bactericides, fungicides, corrosion inhibitors, defoamers, and the like. See WO 97/03169, incorporated herein by reference, for other suitable components useful in fabric softener-containing compositions.

Method of Use The present invention is a process for preparing a laundry detergent composition with reduced malodor generation, comprising the steps of: a) providing an effective amount of pro-accord at a level of at least about 0.01% by weight, preferably about 0.1% by weight; From 1 to about 60%, more preferably from about 0.1 to about 30%, by weight of anionic, cationic, nonionic, zwitterionic, amphoteric surfactants, and mixtures thereof. A detersive surfactant (preferably, the surfactant is an anionic surfactant) selected from the group consisting of: b) a carrier and auxiliary components that make up the remainder (the auxiliary components are builders, optical Brightener, bleach, bleach accelerator, bleach catalyst, bleach activator, soil release polymer, dye transfer agent, dispersant, enzyme, foam inhibitor, dye, fragrance, colorant, filler salt, hydrotrope , Enzymes, photoactivators, Light agents, fabric conditioners, hydrolyzable surfactants, preservatives, antioxidants, chelating agents, stabilizers, anti-shrinkage agents, anti-wrinkling agents, bactericides, fungicides, corrosion inhibitors, and the like. (Selected from the group consisting of mixtures).

The present invention is directed to a method of making a fabric softener composition with reduced malodor generation, comprising: an effective amount of a pro-accord comprising: a) at least about 2% by weight, preferably about 2% by weight; More preferably from about 3 to about 60% by weight, more preferably up to about 40% by weight, of the formula

Embedded imageWherein each R is independently C₁~ C₆Alkyl, C₁~ C₆Hydroxyalkyl
Benzyl, and mixtures thereof;¹Is C₁~ C₂₂Alkyl, C ₃ ~ C₂₂Alkenyl, and mixtures thereof, wherein Q is of the formula

Embedded image Wherein R ² is hydrogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ hydroxyalkyl, and mixtures thereof, and R ³ is hydrogen, C ₁ -C ₄ alkyl, and mixtures thereof. X is an anion compatible with the softening agent, m is 1 to 3 and n is 1 to 4]; b) Carriers and auxiliary components that make up the remainder (the auxiliary components are nonionic fabric softeners, thickeners, soil release agents, fragrances, preservatives, stabilizers, colorants,
Optical brighteners, opacifiers, fabric conditioners, shrinkage inhibitors, wrinkle inhibitors, fabric frizzers, dye removers, bactericides, fungicides, corrosion inhibitors, defoamers, cationic charge promoters and the like A fabric softener composition selected from the group consisting of mixtures of the above.

An “effective amount” of a pro-accord or pro-aromatic substance is “at least about 0.
01% by weight, preferably about 0.01 to about 15% by weight, more preferably about 0.1 to about 15% by weight.
About 5% by weight, most preferably about 0.1 to about 1% by weight, of the pro-
Means accord.

The methods of the present invention can be performed in any manner suitable for the prescriber. For example, if the final form of the composition is sufficient to impart the released fragrance, the fragrance releasing pro-accord may be added at any step in formulating the laundry detergent composition or fabric softening composition. You may.

Example 1 Preparation of 3,7-dimethyl-1,6-octadien-3-yl 3-oxobutyrate 50 equipped with a condenser, argon inlet, dropping funnel, magnetic stirrer and internal thermometer.
In a 0 mL three neck round bottom flask, linalool (100 g, 0.648 mol) and 4
-A mixture of dimethylaminopyridine (0.40 g, 3.20 mmol)
Heat to 55 ° C. Diketene (54.50 g, 0.648 mol) is added dropwise over 30 minutes. During this time the mixture exotherms slightly and turns from yellow to red. 5
After stirring for an additional hour at 0 ° C., the mixture is cooled to room temperature. At this point, NMR
Indicates that the reaction has been completed. The material of this lot is used for the next step. An initial sample from this route is purified by short-time chromatography (eluting with dichloromethane) to give the desired product in 92% yield, almost colorless.

Example 2 Preparation of 2,6-dimethyl-7-octen-2-yl 3-oxobutyrate 10 equipped with a condenser, argon inlet, dropping funnel, magnetic stirrer and internal thermometer.
In a 0 mL three-necked round bottom flask, dimethylmyrcenol (37.88 g, 0.240 g) was added.
Mol) and 4-dimethylaminopyridine (0.16 g, 1.30 mmol) and heat to 50-60 ° C. Diketene (20.16 g, 0.240
Mol) is added dropwise over 15 minutes. During this time the mixture exotherms slightly and turns from yellow to red. After stirring for an additional hour at 50 ° C., the mixture is cooled to room temperature. At this point, NMR indicates that the reaction is complete. The product mixture is purified by short-time chromatography (eluting with dichloromethane) to give the desired product in 95% yield, almost as a colorless oil.

[0129] Example 3 3- (beta-naphthyl) -3-oxo-propionic acid 3,7-dimethyl-1,6-O Kutajien 3-yl manufacturing condenser, argon inlet, addition funnel, magnetic stirrer and internal temperature 30 with total
In a 00 mL 3-neck round bottom flask is charged the crude 3,7-dimethyl-1,6-octadien-3-yl 3-oxobutyrate obtained in the above example (154.51 g, 0.648 mol). Dissolve the contents in 350 mL of dichloromethane, powder calcium hydroxide (
(50.44 g, 0.681 mol). The mixture is stirred at 30 ° C. for 30 minutes and then heated to 40 ° C. 2-Naphthoyl chloride (142.12 g, 0.746
Mol) in 20 mL of dichloromethane is added dropwise over 15 minutes. The mixture is heated at this temperature for 1 hour. Ammonium chloride (36.41 g, 0
. 681 mol) in 250 mL of water is added to the reaction mixture and the pH is adjusted to about 9 with 28% ammonium hydroxide. After stirring at 35 ° C for 30 minutes, 20%
Adjust the pH to about 1 with HCl. Diethyl ether (500 mL) and water (50
Transfer the mixture to a separatory funnel containing 0 mL). The layers were separated and the organic phase was washed with a saturated NaHCO ₃ solution (2 × 500 ml), dehumidified with MgSO ₄ , filtered and concentrated on a rotary evaporator to give a yellow-red oil. At this point, a light yellow solid precipitates out of the mixture. An equal volume of hexane is added and the solid is collected by filtration and dried. The eluate is again concentrated on a rotary evaporator to give a red oil. The oil is taken up in an equal volume of dichloromethane, passed through a plug of silica gel (400 g) and eluted with dichloromethane. The mixture is concentrated on a rotary evaporator and subjected to Kugelrohr distillation (40 ° C., 0.10 mm
Hg, 30 minutes) to give 173.26 g (76.3%) of product.
) Is obtained as a red oil, which is a mixture of linalyl acetoacetate and linalyl (2naphthoyl) acetate in a 1:10 molar ratio. A portion of this material is purified by column chromatography (2.5% ethyl acetate in hexane) to give the desired product as a light yellow oil.

The following composition is an example of a granular detergent composition comprising the fragrance imparting mechanism of the present invention.

[Table 1] 1. U.S. Patent No. 5,415,807, Gosselink, Pan, Kellett and Hall,
Soil release polymer promulgated on May 16, 1995. 2. Pro-accord according to example 1. 3. Pro-accord according to example 3. 4. The total amount of 100% is, for example, optical brightener, fragrance, foam inhibitor,
Fillers including soil dispersants, proteases, lipases, cellulases, chelating agents, dye transfer inhibitors, additional moisture, and CaCO ₃ , talc, silicates, etc.
And a minor component such as

The following compositions are examples of liquid laundry detergent compositions comprising the fragrance imparting mechanism of the present invention.

[Table 2] 1. Shell Oil commercial _C 12 _{-C 13} alkyl E9 ethoxylate from Co.. 2. International Patent No. WO 95/10615, 199 by Genencor International
Bacillus amyloliquefaciens subtilisin, disclosed on April 20, 5th. 3. Derived from Humicola lanuginosa and commercially available from Novo. 4. It is disclosed in WO9510603A and is commercially available from Novo. 5. Pro-accord according to example 3. 6. U.S. Patent No. 4,968,451, Scheibel et al., November 6, 1990.
Terephthalate copolymer by Japan Promulgation.

[0132]

[Table 3] 1. 1. N, N-di (tallow oil-oxy-ethyl) -N, N-dimethylammonium chloride (tallow chains are at least partially unsaturated) 2. N, N-di (canoloyl-oxy-ethyl) -N, N-dimethylammonium chloride N, N-di (2-canolyloxyethylcarbonyloxyethyl) -N, N
-Dimethylammonium chloride4. Pro-accord according to Example 3

[0133]

[Table 4] 1. 1. N, N-di (tallow oil-oxy-ethyl) -N, N-dimethylammonium chloride (tallow chains are at least partially unsaturated) 2. N, N-di (canoloyl-oxy-ethyl) -N, N-dimethylammonium chloride N, N-di (2-canolyloxyethylcarbonyloxyethyl) -N, N
-Dimethylammonium chloride4. Pro-accord according to example 1

[0134]

[Table 5] 1. 1. N, N-di (tallow oil-oxy-ethyl) -N, N-dimethylammonium chloride (tallow chains are at least partially unsaturated) 2. N, N-di (canoloyl-oxy-ethyl) -N, N-dimethylammonium chloride Tris orthoformate (citronellyl)

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) D06M 13/137 D06M 13/137 13/463 13/463 (71) Applicant ONE PROCTER & GANBL E PLAZA, CINCINNATI , OHIO, UNITED STATES OF AMERICA F-term (reference) 4C080 AA04 BB02 BB03 BB04 CC12 HH01 JJ01 KK10 LL09 LL13 MM12 QQ03 4H003 AB03 AB19 AB27 AB31 DA01 EA09 EA12 EA30 EB02 EB01 FA27 4H059 BA15 BA17 BA24 BA25 BA30 BA35 BB02 BB04 BB14 BB18 BB45 DA09 EA32 4L033 AC01 AC02 AC10 AC15 BA09 BA11 BA14 BA45 BA53 BA71 BA85

Claims (10)

[Claims] 1. A process for the manufacture of a laundry detergent composition with reduced generation of malodors, comprising the steps of: a) at least 0.01% by weight, preferably 0.1 to 10% by weight of at least one pro-accord. 60% by weight, more preferably 0.1-30% by weight, selected from the group consisting of anionic, cationic, nonionic, zwitterionic, amphoteric surfactants, and mixtures thereof. A washing surfactant (preferably, the surfactant is an anionic surfactant); b) a carrier and an auxiliary component constituting the remaining portion (the auxiliary component is a builder, an optical brightener, a bleaching agent) , Bleach accelerator, bleach catalyst, bleach activator, soil release polymer, dye transfer agent, dispersant, enzyme, foam inhibitor, dye, fragrance, colorant,
Filler salts, hydrotropes, enzymes, photoactivators, fluorescent agents, fabric conditioners, hydrolyzable surfactants, preservatives, antioxidants, chelating agents, stabilizers, anti-shrinkage agents, anti-wrinkle agents, A fungicide, a fungicide, a corrosion inhibitor, and mixtures thereof). 2. The pro-accord wherein: i) a b-ketoester having the formula:[Wherein, R is alkoxy derived from an aromatic raw material alcohol;¹, R²You
And R³Is independently hydrogen, C₁~ C₃₀Replaced or substituted for
Unmodified linear alkyl, C₃~ C₃₀Replaced or substituted
No branched alkyl, C₃~ C₃₀A substituted or unsubstituted cyclic amine
Luquil, C₂~ C₃₀Substituted or unsubstituted linear alkenyl of
, C₃~ C₃₀A substituted or unsubstituted branched alkenyl of the formula₃~
C₃₀A substituted or unsubstituted cyclic alkenyl of the formula₂~ C₃₀of
Substituted or unsubstituted linear alkynyl, C₃~ C₃₀Replaced by
Branched or unsubstituted branched alkynyl, C₆~ C₃₀Replaced
Or unsubstituted alkylenearyl, C₆~ C₃₀Replaced, or
Unsubstituted aryl, C₂~ C₂₀Replaced or unsubstituted
Alkyleneoxy, C₃~ C₂₀Substituted or unsubstituted al
Cyleneoxyalkyl, C₇~ C₂₀Of the substituted or unsubstituted
Luylene aryl, C₆~ C₂₀Substituted or unsubstituted alkyl
Renoxyaryl, and mixtures thereof, provided that R¹, R²Also
Is R³Is a unit having the following formula. Embedded imageWhere R⁴, R⁵And R⁶Is independently hydrogen, C₁~ C₃₀Replace
Substituted or unsubstituted linear alkyl, C₃~ C₃₀Replaced by
Or unsubstituted branched alkyl, C₃~ C₃₀Replaced or substituted for
Unsubstituted cyclic alkyl, C₁~ C₃₀Replaced or unsubstituted
Straight alkoxy, C₃~ C₃₀Substituted or unsubstituted branch of
Alkoxy, C₃~ C₃₀Substituted or unsubstituted cyclic alkoxy
Si, C₂~ C₃₀A substituted or unsubstituted linear alkenyl of the formula ₃ ~ C₃₀A substituted or unsubstituted branched alkenyl of the formula₃~ C_{3 0} A substituted or unsubstituted cyclic alkenyl of the formula₂~ C₃₀Replace
Substituted or unsubstituted linear alkynyl, C₃~ C₃₀Replaced
Or unsubstituted branched alkynyl, C₆~ C₃₀Replaced, or
An unsubstituted alkylenearyl, or R⁴, R⁵And R⁶ Become one and C₆~ C₃₀Is a substituted or unsubstituted aryl
And mixtures thereof], ii) an orthoester having the formula:(Wherein R is hydrogen, C₁~ C₈Linear alkyl, C₄~ C₂₀Branched alkyl, C ₆ ~ C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Straight line
Alkenyl, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆ ~ C₂₀Branched cyclic alkenyl, C₆~ C₂₀Replaced or substituted
Aryl, and mixtures thereof, wherein R¹, R²And R³Is independent
And C₁~ C₂₀Linear, branched or substituted alkyl, C₂~ C₂₀Straight line
, Branched or substituted alkenyl, C₅~ C₂₀Replaced or replaced
Unsubstituted cyclic alkyl, C₆~ C₂₀Replaced or substituted
No aryl, C₂~ C₄₀Substituted or unsubstituted alkylene
Oxy, C₃~ C₄₀Substituted or unsubstituted alkyleneoxy
Alkyl, C₆~ C₄₀A substituted or unsubstituted alkylene aryl, C₆~ C₃₂Substituted or unsubstituted aryloxy,
C₆~ C₄₀Substituted or unsubstituted alkyleneoxyaryl
, C₆~ C₄₀Oxyalkylenearyl, and mixtures thereof),
iii) Acetals and ketals having the formula:(Where R is C₃~ C₂₀Linear alkyl, C₄~ C₂₀Branched alkyl, C₆~
C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Linear Al
Kenil, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆~ C ₂₀ Branched cyclic alkenyl, C₆~ C₂₀Substituted or unsubstituted
Aryl, and mixtures thereof, wherein R¹Is hydrogen or R;²And
And R³Is each independently C₅~ C₂₀Linear alkyl, C₄~ C₂₀Branch
Alkyl, C₆~ C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~
C₂₀Linear alkenyl, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Annular Al
Kenil, C₆~ C₂₀Branched cyclic alkenyl, C₆~ C₂₀Aryl, C₇~ C_{2 0} Substituted aryls, and mixtures thereof), iv) an orthocarbonate having the formula:(Where R¹, R², R³, And R⁴Is independently C₁~ C₂₀Linear, minute
Branched or substituted alkyl, C₂~ C₂₀Straight, branched, or displaced
Alkenyl, C₅~ C₂₀Substituted or unsubstituted cyclic alkyl
, C₆~ C₂₀Substituted or unsubstituted aryl, C₂~ C₄₀ A substituted or unsubstituted alkyleneoxy, C₃~ C₄₀Replace
Substituted or unsubstituted alkyleneoxyalkyl, C₆~ C₄₀A substituted or unsubstituted alkylenearyl, C₆~ C₃₂Replace
Substituted or unsubstituted aryloxy, C₆~ C₄₀Replaced by
Or unsubstituted alkyleneoxyaryl, C₆~ C₄₀Oxyal
The method according to claim 1, wherein the method is selected from the group consisting of: alkylene aryl, and mixtures thereof), and v) mixtures thereof. 3. The composition according to claim 1, wherein the composition comprises at least 0.01% by weight, preferably 0.01 to 15% by weight.
A method according to claim 1 or 2, comprising more preferably 0.1 to 5% by weight, most preferably 0.1 to 1% by weight of the pro-accord. 4. The composition according to claim 1, wherein said composition comprises at least 0.1% by weight, preferably 0.2 to 10% by weight, more preferably 0.5 to 5% by weight of a polyalkylenimine soil dispersant. dispersing agent is of the formula _{H | | [H 2 n-} R] n + 1 - [n-R] m - in _{[n-R] n -NH 2} [ wherein, R is _C 2 -C ₆ alkylene, m is 3 to 70, and n is 0 to 35
Comprises a backbone having at which, each a hydrogen atom of the backbone, optionally wherein - alkylene in _{^{(R 1 O) x R 2}} ( wherein, ^{R 1} is obtained by linear or branched _C 2 -C ₄ And R ² is hydrogen, C ₁ -C ₄ alkyl, and mixtures thereof, and x is 1-50.
The method according to any one of claims 1 to 3, wherein the method is substituted by an alkyleneoxy unit having the formula: 5. A method for producing a fabric softening agent composition with reduced generation of malodor, comprising an effective amount
A) at least 2% by weight, preferably from 2% by weight, more preferably from 3 to 60% by weight
%, More preferably up to 40% by weight, of the formulaWherein each R is independently C₁~ C₆Alkyl, C₁~ C₆Hydroxyalkyl
Benzyl, and mixtures thereof;¹Is C₁~ C₂₂Alkyl, C ₃ ~ C₂₂Alkenyl, and mixtures thereof, wherein Q is of the formula(Where R²Is hydrogen, C₁~ C₄Alkyl, C₁~ C₄Hydroxyalkyl,
And mixtures thereof, wherein R³Is hydrogen, C₁~ C₄Alkyls, and those
And X is an anion compatible with the softener.
And m is from 1 to 3 and n is from 1 to 4], and b) the carrier and auxiliary components that make up the remainder (the auxiliary components being non-ionic
Fabric softener, concentration aid, stain release agent, fragrance, preservative, stabilizer, colorant
, Optical brightener, opacifier, fabric conditioner, anti-shrinkage agent, anti-wrinkle agent, fabric frizz
Processing agents, dye removers, fungicides, fungicides, corrosion inhibitors, defoamers, cationic charge promotion
A fabric softener composition selected from the group consisting of a fabric softener and a mixture thereof.
Way. 6. The pro-accord wherein: i) a b-keto ester having the formula:[Wherein, R is alkoxy derived from an aromatic raw material alcohol;¹, R²You
And R³Is independently hydrogen, C₁~ C₃₀Replaced or substituted for
Unmodified linear alkyl, C₃~ C₃₀Replaced or substituted
No branched alkyl, C₃~ C₃₀A substituted or unsubstituted cyclic amine
Luquil, C₂~ C₃₀Substituted or unsubstituted linear alkenyl of
, C₃~ C₃₀A substituted or unsubstituted branched alkenyl of the formula₃~
C₃₀A substituted or unsubstituted cyclic alkenyl of the formula₂~ C₃₀of
Substituted or unsubstituted linear alkynyl, C₃~ C₃₀Replaced by
Branched or unsubstituted branched alkynyl, C₆~ C₃₀Replaced
Or unsubstituted alkylenearyl, C₆~ C₃₀Replaced, or
Unsubstituted aryl, C₂~ C₂₀Replaced or unsubstituted
Alkyleneoxy, C₃~ C₂₀Substituted or unsubstituted al
Cyleneoxyalkyl, C₇~ C₂₀Of the substituted or unsubstituted
Luylene aryl, C₆~ C₂₀Substituted or unsubstituted alkyl
Renoxyaryl, and mixtures thereof, provided that R¹, R²Also
Is R³Is a unit having the following formula. Embedded image[Wherein, R⁴, R⁵And R⁶Is independently hydrogen, C₁~ C₃₀Substituted or unsubstituted linear alkyl, C₃~ C₃₀Replaced
Or unsubstituted branched alkyl, C₃~ C₃₀Replaced or replaced
Unsubstituted cyclic alkyl, C₁~ C₃₀Replaced or substituted
No linear alkoxy, C₃~ C₃₀Replaced or unsubstituted
Ki alkoxy, C₃~ C₃₀Substituted or unsubstituted cyclic alcohols
Kissi, C₂~ C₃₀Substituted or unsubstituted linear alkenyl,
C₃~ C₃₀A substituted or unsubstituted branched alkenyl of the formula₃~ C ₃₀ A substituted or unsubstituted cyclic alkenyl of the formula₂~ C₃₀Place
Substituted or unsubstituted linear alkynyl, C₃~ C₃₀Is replaced
Branched or unsubstituted branched alkynyl, C₆~ C₃₀Replaced, also
Is an unsubstituted alkylenearyl, or R⁴, R⁵And R ⁶ Become one and C₆~ C₃₀Substituted or unsubstituted aryl of
And ii) an orthoester having the formula:(Wherein R is hydrogen, C₁~ C₈Linear alkyl, C₄~ C₂₀Branched alkyl, C ₆ ~ C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Straight line
Alkenyl, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆ ~ C₂₀Branched cyclic alkenyl, C₆~ C₂₀Replaced or substituted
Aryl, and mixtures thereof, wherein R¹, R²And R³Is independent
And C₁~ C₂₀Linear, branched or substituted alkyl, C₂~ C₂₀Straight line
, Branched or substituted alkenyl, C₅~ C₂₀Replaced or replaced
Unsubstituted cyclic alkyl, C₆~ C₂₀Replaced or substituted
No aryl, C₂~ C₄₀Substituted or unsubstituted alkylene
Oxy, C₃~ C₄₀Substituted or unsubstituted alkyleneoxy
Alkyl, C₆~ C₄₀A substituted or unsubstituted alkylene aryl, C₆~ C₃₂Substituted or unsubstituted aryloxy,
C₆~ C₄₀Substituted or unsubstituted alkyleneoxyaryl
, C₆~ C₄₀Oxyalkylenearyl, and mixtures thereof),
iii) Acetals and ketals having the formula:(Where R is C₃~ C₂₀Linear alkyl, C₄~ C₂₀Branched alkyl, C₆~
C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~ C₂₀Linear Al
Kenil, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Cyclic alkenyl, C₆~ C ₂₀ Branched cyclic alkenyl, C₆~ C₂₀Substituted or unsubstituted
Aryl, and mixtures thereof, wherein R¹Is hydrogen or R;²And
And R³Is each independently C₅~ C₂₀Linear alkyl, C₄~ C₂₀Branch
Alkyl, C₆~ C₂₀Cyclic alkyl, C₆~ C₂₀Branched cyclic alkyl, C₆~
C₂₀Linear alkenyl, C₆~ C₂₀Branched alkenyl, C₆~ C₂₀Annular Al
Kenil, C₆~ C₂₀Branched cyclic alkenyl, C₆~ C₂₀Aryl, C₇~ C_{2 0} Iv) an orthocarbonate having the formula:(Where R¹, R², R³, And R⁴Is independently C₁~ C₂₀Linear, minute
Branched or substituted alkyl, C₂~ C₂₀Straight, branched, or displaced
Alkenyl, C₅~ C₂₀Substituted or unsubstituted cyclic alkyl
, C₆~ C₂₀Substituted or unsubstituted aryl, C₂~ C₄₀ A substituted or unsubstituted alkyleneoxy, C₃~ C₄₀Replace
Substituted or unsubstituted alkyleneoxyalkyl, C₆~ C₄₀A substituted or unsubstituted alkylenearyl, C₆~ C₃₂Replace
Substituted or unsubstituted aryloxy, C₆~ C₄₀Replaced by
Or unsubstituted alkyleneoxyaryl, C₆~ C₄₀Oxyal
6. The method of claim 5, wherein the compound is selected from the group consisting of: 7. The composition according to claim 1, wherein the composition comprises at least 0.01% by weight, preferably 0.01 to 15% by weight.
7. The method according to claim 5 or 6, comprising more preferably from 0.1 to 5% by weight, most preferably from 0.1 to 1% by weight of the pro-accord. 8. The method according to claim 5, wherein the composition further comprises a solvent having a ClogP of 0.15 to 0.64. 9. An effective amount of a pro-accord, b) at least 0.01%, preferably 0.1-60%, more preferably 0.1-30% by weight of an anionic, cationic A cleaning surfactant selected from the group consisting of ionic, nonionic, zwitterionic, amphoteric, and mixtures thereof (preferably, the surfactant is an anionic surfactant; C) the carrier and auxiliary components that make up the remainder (the auxiliary components are builders, optical brighteners, bleach, bleach accelerators, bleach catalysts, bleach activators, soil release polymers, dye transfer agents) , Dispersants, enzymes, foam inhibitors, dyes, fragrances, colorants, filler salts, hydrotropes, enzymes, photoactivators, fluorescent agents, fabric conditioners, hydrolyzable surfactants, preservatives, antioxidants Agent, chelating agent, stable Selected from the group consisting of anti-shrinkage agents, anti-wrinkle agents, bactericides, fungicides, corrosion inhibitors, and mixtures thereof. Detergent composition. 10. A fabric softener composition with reduced malodor generation, comprising: a) an effective amount of a pro-accord; b) at least 2% by weight, preferably 2% by weight, more preferably 3% by weight. 60 weight
%, More preferably up to 40% by weight, of the formulaWherein each R is independently C₁~ C₆Alkyl, C₁~ C₆Hydroxyalkyl
Benzyl, and mixtures thereof;¹Is C₁~ C₂₂Alkyl, C ₃ ~ C₂₂Alkenyl, and mixtures thereof, wherein Q is of the formula(Where R²Is hydrogen, C₁~ C₄Alkyl, C₁~ C₄Hydroxyalkyl,
And mixtures thereof, wherein R³Is hydrogen, C₁~ C₄Alkyls, and those
And X is an anion compatible with the softener.
And m is from 1 to 3 and n is from 1 to 4], and c) the carrier and auxiliary components that make up the remainder, wherein the auxiliary components are nonionic
System fabric softener, concentration aid, stain release agent, fragrance, preservative, stabilizer, colorant,
Optical brightener, opacifier, fabric conditioner, anti-shrinkage agent, anti-wrinkle agent, fabric shrinkage
Chemicals, dye removers, fungicides, fungicides, corrosion inhibitors, defoamers, cationic charge promoters
, And mixtures thereof.)