MXPA99011915A - Process for improving the odor of commercial solvent used in fabric softening compositions - Google Patents

Abstract

El 2,2,4-trimetil-1.3-pentanodiol disponible comercialmente se procesa mediante reducción, hidrogenación, recristalización, tratamiento con intercambio iónico, destilación fraccionada, tratamiento con base, extracción acuosa, vacuoextracción, burbujeo de nitrógeno, combinaciones de los mismos para mejorar su olor mediante la reducción de las concentraciones en fase gaseosa de materiales odoríferos que se encuentran típicamente en el 2,2,4-trimetil-1,3-pentanodiol disponible comercialmente;el 2,2,4-trimetil-1,3-pentanodiol resultante que tiene un olor mejorado se utiliza en diversas composiciones suavizadoras de telas.

Description

PROCEDURE TO IMPROVE THE SMELL OF COMMERCIAL SOLVENT USED IN SOFTENING COMPOSITIONS OF FABRICS TECHNICAL FIELD The present invention relates to methods for improving the odor of certain commercially available solvents and the resulting compositions. Specifically, procedures are provided to improve the odor of commercially available 2,2,4-trimeti-1, 3-pentanediol and resulting compositions that solve previously unnoticed problems, particularly for liquid transparent or translucent fabric softening compositions. .

BACKGROUND OF THE INVENTION As a well-known compound, 2,2,4-trimethyl-1,3-pentanediol is used in a variety of contexts. For example, 2,2,4-trimethyl-1,3-pentanediol has been used in surface coating and in unsaturated polyester resins, as an intermediate for synthetic lubricants and polyurethane elastomers and foams, and as part of mixtures of glycol to improve the solubility of rosin in inks. See KIRK-OTHMER ENCYCLOPEDIA OF CHEMICAL TECHNOLOGY (3d ed., 1978). As used in such industrial products, the offensive odor typically associated with commercially available 2,2,4-trimethyl-1,3-pentanediol does not adversely affect the acceptability of such products when incorporated therein, since The acceptance capacity of these products does not depend in large part on the product's odor. It has recently been found that 2,2,4-trimethyl-1,3-pentanediol is a useful solvent in consumer products such as fabric softening compositions. See Trinh et al., PCT patent application Nos. WO9703169-A1 and WO9703170-A1, both published on January 30, 1997, said documents are hereby incorporated by reference. In consumer products such as fabric softeners, the acceptability of the product depends largely on the pleasing smell of the product. However, a problem with using 2,2,4-trimethyl-1,3-pentanediol as a solvent in consumer products refers to the offensive odor typically associated with commercially available 2,2,4-trimethi-1,3-pentanediol. . Consumer products containing commercially available 2,2,4-trimethyl-1,3-pentanediol typically suffer from unacceptable odor problems which are related to the use of 2,2,4-trimethyl-1,3-pentanediol. Therefore, the industry, especially the consumer products industry continues to look for ways to incorporate 2,2,4-trimethyl-1,3-pentanediol commercially available in consumer products, particularly fabric softening products, without the products suffer from unacceptable odor problems related to the use of 2,2,4-trimethyl-1,3-pentanediol. It has now been discovered that commercially available 2,2,4-trimethyl-1,3-pentanediol can be processed in such a way that its offensive odor is significantly reduced and therefore can be used in a consumer product, especially softening products. of fabrics, without imparting an unacceptable odor effect to the product.

BRIEF DESCRIPTION OF THE INVENTION The present invention relates to processes for improving the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol by reducing the gas phase concentrations of one or more odoriferous materials typically found in 2,2,4-trimethyl- 1,3-pentanediol commercially available. The methods used in the present invention to reduce the gas phase concentrations of odoriferous materials typically found in commercially available 2,2,4-trimethyl-1,3-pentanediol include, but are not limited to, reduction, hydrogenation, recrystallization, treatment ion exchange, fractional distillation, base treatment, aqueous extraction, vacuum extraction, nitrogen bubbling and combinations of the methods described herein. The present invention also encompasses compositions resulting from the processes described herein for removing commercially available odoriferous materials of commercially available 2,2,4-trimethyl-1,3-pentanediol. In addition, the present invention relates to fabric softening compositions containing commercially available 2,2,4-trimethyl-1,3-pentanediol which has been processed in accordance with the present invention.

DETAILED DESCRIPTION OF THE INVENTION I. Commercial 2,2,4-Trimethyl-1,3-pentanediol having improved odor The compound 2,2,4-trimethyl-1,3-pentanediol is commercially available from Eastman Chemical Company. As a commercial material, 2,2,4-trimethyl-1,3-pentanediol typically contains one or more odoriferous materials that have been found to contribute to the offensive odor normally associated with 2,2,4-trimethyl-1,3-pentanediol. commercially available Specifically, it has been found that commercially available 2,2,4-trimethyl-1,3-pentanediol contains one or more odoriferous materials, including, but not limited to: isobutyl aldehyde, isobutyric acid, 2,2,4- trimethyl-3-keto-pentanol, 2,2,4-trimethyl-3-keto-pentanol isobutyrate, diisobutyl ketone, 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate and mixtures of said odoriferous materials. The odoriferous materials described herein are characterized as having offensive and / or repulsive odors. Isobutyl aldehyde has been described as having a "pungent, extremely diffusive, pungent, and undiluted, unpleasant, sour, and repulsive odor." See Steffen Arctander, PERFUME AND FLAVOR CHEMICALS, Vol. I, No. 548 (1969). It has been described that isobutyric acid has a "sour (acid) diffusive and potent smell, slightly less repulsive and less amorphous than that of n-butyric acid". See Steffen Arctander, PERFUME AND FLAVOR CHEMICALS, Vol. I, No. 550 (1969). It has been reported that diisopropyl ketone has a "pungent, ethereal, fruity, diffusive and potent odor". See Steffen Arctander, PERFUME AND FLAVOR CHEMICALS, Vol. 1, No. 1090 (1969). The 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate compound is available from Eastman Chemical Company under the tradename Texanol®. This 2,2,4-trimethyl-1,3-pentanediol monoester is used as a co-adjuvant in flat, low-gloss latex paint formulations. See KIRK-OTHMER ENCYCLOPEDIA OF CHEMICAL TECHNOLOGY (3d ed., 1978). A "solvent" odor is typically associated with commercially available Texanol® due to the impurities found in the commercial material. However, as a pure substance, the 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate has a more acceptable odor thanks to its low volatility resulting from its high molecular weight. It is preferable to significantly reduce the gas phase concentrations of at least one or more of these odoriferous materials found in commercially available 2,2,4-trimethyl-1,3-pentanediol to improve the odor of 2,2,4. -trimethyl-1, 3-pentanediol commercially available. As a result of reducing the gas phase concentrations of one or more of these odoriferous materials, consumer products containing 2,2,4-trimethyI-1,3-pentanediol will typically achieve more acceptable odor characteristics. The "gas phase concentration" of odoriferous material is defined by measuring the level of odoriferous material in an overhead space over a sample of 2,2,4-trimethyl-1,3-pentanediol containing odoriferous materials. Chromatograms are generated using an upper space sample of 105 mL over about 2 grams of sample. The upper space sample is trapped on a solid absorbent and is thermally desorbed on a column directly by means of cryo-focusing at about -100 ° C. The identification of the materials is based on the peaks of the chromatograms. The gas phase concentration of each odoriferous material found in a typical commercially available 2,2,4-trimethyl-1,3-pentanedioi and in a typical sample of the invention is as follows: Approximate concentration of impurities in upper space Chemical identification Concentration in aase phase (ua / L Sample Sample Sample Decreased by the typical commercial invention typical of the typical invention of the invention invention # 1 # 2 # 3 Isobutyl aldehyde > 17 0.1 0.1 0.2 Isobutyric acid > 8 0.1 < 0.1 0.1 2,2,4-Trimethyl-3-keto-pentanol > 20 0.2 0.1 0.1 2,2,4-Trimethyl-3-isobutyrate > 2 < 0.1 < 0.1 < 0.1 keto-pentanol Diisopropyl ketone 1 0.1 0.1 < 0.1 2,2,4-1 Monoisobutyrate < 0.1 < 0.1 < 0.1 trimethyl-1,3-pentanediol Increased by the invention Isobutanol 3 > 17 > 19 > 26 Isobutyl isobutyrate 9 > 10 > 12 > 22 The acceptable gas phase concentrations of each odoriferous material are as follows: the isobutyl aldehyde should represent less than about 15, preferably less than about 10, most preferably less than about 5 and more preferably less than about 1 microgram per liter (μg / L); the isobutyric acid should represent less than about 7, preferably less than about 4, and more preferably less than about 1 micrograms per liter (μg / L); 2,2,4-trimethyl-3-keto-pentanol should represent less than about 19, preferably less than about 10 and more preferably less than about 1 micrograms per liter (μg / L); the isobutyrate of 2,2,4-trimethyl-3-keto-pentanoi should represent less than about 2, preferably less than about 1.5, and most preferably less than about 1 micrograms per liter (μg / L); the diisopropyl ketone should represent less than about 3, preferably less than about 2, and most preferably less than about 1 micrograms per liter (μg / L); the 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate should represent less than about 3, preferably less than about 2, and most preferably less than about 1 microgram per liter (μg / L). The gas phase concentration levels provide a better odor than commercially available 2,2,4-trimethyl-1,3-pentanediol. The decrease in the gas phase concentration of the above odoriferous materials by certain methods results in the increase in the phase concentration of other materials, such as isobutanol and isobutyl isobutyrate. It has been described that isobutanol has a "stifling and cough-provoking odor unless it is diluted, then a little mild, chemical, sweet, but strong." See Steffen Arctander, PERFUME AND FLAVOR CHEMICAL, Vol. 1, No. 390 (1969). Isobutyl isobutyrate has an odor described as a "sweet-fruity diffusive-ethereal odor, but also somewhat strong pineapple-like, cooler, but less characteristic (a fruit type not described) than other isomers." Occasionally used for industrial masking. repulsive, phenolic, cresilic odors, "chemical" odors, solvent odors, etc. The relatively low boiling point (and high vapor pressure at room temperature) of this ester makes it particularly suitable for such purposes ". See Steffen Arctander, PERFUME AND FLAVOR CHEMICAL, Vol. 1, No. 419 (1969). It is especially novel and not obvious to process commercially available 2,2,4-trimethyl-1,3-pentanediol so that the gas phase concentrations of certain odoriferous materials such as isobutyl aldehyde and butyratebutyrate, while increasing, are decreased. gaseous phase concentrations of other materials, such as sobutanol and isobutyl isobutyrate, which surprisingly results in a general improvement in the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol. It is also novel and not obvious to process commercially available 2,2,4-trimethyl-1,3-pentanediol as described herein and to use 2,2,4-trimethyl-1,3-pentanediol having improved odor in consumer products, such as fabric softeners, to achieve a more acceptable product odor. It is surprising that an increase in the gas phase concentration of isobutanol, together with a decrease in the gas phase concentration of odoriferous materials, particularly isobutyl aldehyde and isobutyric acid, will result in a general improvement in the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol. This is especially unexpected when considering the typically offensive odor associated with isobutanol. The theory is established, although not intended to be limited by theory, than the combined positive effect of reducing the gas phase concentrations of odoriferous materials such as isobutyl aldehyde, isobutyric acid and diisopropyl ketone, together with a masking effect of increasing the concentration of isobutyl isobutyrate gas, will overcome any negative effects of increasing the gas phase concentration of isobutanol, which will result in a commercially available 2,2,4-trimethyl-1,3-pentanediol with a much better improved odor. The theory is also established, although not intended to be limited by the theory, that it is important to incorporate 2,2,4-trimethyl-1,3-pentanediol having an improved odor in a fabric softening composition having a low pH . This is important because it is believed that the low pH of the fabric softening composition reduces the tendency of any ester, such as isobutyl isobutyrate, to hydrolyse over time to form isobutyric acid, which would have a negative effect on odor of the composition.

II. Process for improving odor of commercial 2,2,4-trimethyl-1,3-pentanediol Reduction is an effective method for improving the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol. For maximum odor improvement, the reduction of 2,2,4-trimethyl-1,3-pentanediol can be achieved by treating it with sodium borohydride as a reducing agent. Any of the different forms of sodium borohydride can be used. For example, powdered sodium borohydride, pellets, granules or aqueous solution may be used in combination with a base stabilizing agent such as sodium hydroxide. Potassium borohydride or other metal borohydrides can also be used. The amount of sodium borohydride used to reduce commercially available 2,2,4-trimethyl-1,3-pentanediol is 0.05% to 5%, preferably 0.2% to 2%, and most preferably 0.5% to 1.5%, by weight of 2,2,4-trimethyl-1,3-pentanediol. The commercially available 2,2,4-trimethy1,3-pentanediol can also be reduced by catalytically hydrogenating it to improve its odor. The hydrogenation of 2,2,4-trimethyl-1,3-pentanediol is preferably carried out using hydrogen and a hydrogenation catalyst, including, but not limited to, palladium, nickel, copper, platinum and copper chromite catalysts, or combinations of said catalysts. This can be achieved either in an intermittent or continuous hydrogenation process. The catalyst can be made suspension or used in a fixed bed. Other catalytic hydrogenation processes are described in Robert J. Peterson. HYDROGENATION CATALYSTS (1977), incorporated herein by reference. The recrystallization of commercially available 2,2,4-trimethyl-1,3-pentanediol is another effective way to remove odoriferous materials. A recrystallization process that is preferred includes collecting 2,2,4-trimethyl-1,3-pentanediol in hexane to form a solution, optionally treating the solution with activated charcoal, crystallizing 2,2,4-trimethyl-1, 3-pentanediol of hexane, and then evaporate the hexane solvent. Another recrystallization procedure that is most preferred includes collecting 2,2,4-trimethyl-1,3-pentanediol in hexane to form a solution, treating the solution with an ion exchange resin, crystallizing 2,2,4-trimethyl. -1, 3-pentanediol of hexane, extract it with an aqueous solution, dry it over sodium sulfate and then evaporate the hexane solvent. Other recrystallization procedures are described in Robert H. Perry & Cecil H. Chilton, CHEMICAL ENGINEERS "HANDBOOK 17-8 to 17-25 (5th ed., 1973), hereby incorporated herein by reference The present invention also includes the fractional distillation of 2,2,4-trimethyl-1. , 3-pentanediol commercially available to remove at least one odoriferous material Fractional distillation can be carried out either in a continuous or intermittent feed mode, with the resulting 2,2,4-trimethyl-1,3-pentanediol either as an upper or side stream, a fractional distillation procedure typically results in a light fraction, a middle fraction and a heavy fraction, where the average fraction of 2,2,4-trimethyl-1,3-pentanediol has an improved odor The odor of fractionally distilled 2,2,4-trimethyl-1,3-pentanediyl can be further improved by reducing or hydrogenation of fractionally distilled 2,2,4-trimethyl-13-pentanediol using the reduction or hydrogenation agents described in the present. Fractional distillation procedures are also described in Robert H. Perry & Cecil H. Chilton, CHEMICAL ENGINEERS 'HANDBOOK 13-1 to 13-60 (5th ed. 1973), incoforated herein as a reference.

A base treatment process can also improve the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol. A treatment method with a base useful for the present invention includes adding a solution containing a base, such as sodium hydroxide, sodium carbonate or 25% sodium methoxide, and a solvent, such as methanol or water, to 2,2,4-trimethyl-1,3-pentanediol to form an alkaline liquid mixture. The alkaline mixture is then heated to reflux the solvent. An acid such as hydrochloric acid is added to the alkaline mixture to adjust the pH and create a neutral liquid mixture. The neutral liquid mixture is then fractionally distilled to form a light fraction, a middle fraction and a heavy fraction. The resulting medium and heavy fractions of 2,2,4-trimethyl-1,3-pentanediol have an improved odor. The odor of the 2,2,4-trimethyl-1,3-pentanediol processed according to any of the methods described above can be further improved by aqueous extraction, which can be carried out either in a continuous or intermittent operation. A countercurrent column can be used for continuous aqueous extractions. Aqueous extractions alone can improve the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol, but it is preferred to use aqueous extractions in combination with one or more methods described herein. The aqueous extraction steps may also incorporate a base, such as sodium hydroxide or sodium carbonate, to further improve the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol.

Vacuum extraction will also improve the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol. It is preferred that the vacuum extraction be used in combination with at least one or more of the methods described herein. Another method includes the bubbling with nitrogen of molten 2,2,4-trimethyl-1,3-pentanediol to decrease the gas phase concentration of odoriferous materials. Although this process per se is not as effective as the previously described procedures, nitrogen bubbling may be useful as a final step of odor enhancement in combination with at least one or more of the aforementioned processes. The bubbling of nitrogen can aid in the removal of the solvent odor from a recrystallization process. The present invention also encompasses improving the odor of commercially available 2,2,4-trimethyl-1,3-pentanediol by a combination of the processes described herein. Preferred embodiments of the present invention are described in the examples provided below. It is preferred that the odoriferous materials found in the commercially available 2,2,4-trimethyl-1,3-pentanediol not be reduced by alkoxylation because the alkoxylated materials will change the nature of 2,2,4-trimethyl-1,3-pentanediol . As described in PCT Application No. WO9703169-A1, incorporated herein by reference, alkoxylation changes the ClogP of 2,2,4-trimethyl-1,3-pentanediol. lll. Fabric softening compositions A. Other solvents The commercially available 2,2,4-trimethyl-1,3-pentanediol having an improved odor of the present invention can be used as a major solvent in liquid fabric softening compositions, such as those described in the PCT applications. Nos. WO9703169-A1 and WO9703170-A1; incorporated herein by way of reference above. It can also be used in said compositions as part of a mixture of other suitable solvents to form a main solvent system. For the transparent fabric softening compositions of the present invention, the main solvent typically represents less than about 40%, preferably about 5% to about 35%, most preferably about 1% to about 25%, and even most preferably about from 12% to about 18% by weight of the composition. Said main solvent is selected to minimize the impact of the odor of the solvent in the composition and to provide a low viscosity to the final composition. For example, isopropyl alcohol is not very effective and has a strong odor. N-propyl alcohol is more effective, but it also has a distinctive odor. Various butyl alcohols also have odors but can be used for effective clarity / stability, especially when used as part of a main solvent system to minimize odor. The alcohols are also selected for optimum stability at low temperatures, i.e., which are capable of forming compositions that are liquid with low acceptable viscosities, and translucent, preferably transparent, up to about 4.4 ° C and that are capable of recovering after storage. up to approximately 6.7 ° C. The suitability of any major solvent for the formulation of the liquid fabric softener compositions, concentrated and preferably transparent of the present with the necessary stability is surprisingly selective. Suitable solvents can be selected based on their octanol / water separation coefficient (P). The octanol / water separation coefficient of a principal solvent is the ratio between its equilibrium concentration in octanol and in water. The separation coefficients of the main solvent ingredients of this invention are conveniently given in the form of their logarithm to the base 10, logP. The logP of many ingredients has been reported; for example, the Pomona92 database, available from Daylight Chemical Information Systems, Inc. (Dylight CIS), Irvine, California, contains many, along with quotes from the original literature. However, the logP values are calculated in the most convenient way by the "CLOGP" program also available from Daylight CIS. This program also lists experimental logP values when they are available in the Pomona92 database. The "calculated logP" (ClogP) is determined by the fragment approach of Hansch and Leo (cf., A. Leo in Comprehensive Medicinal Chemistry, Vol. 4. C. Hansch, P.G.

Sammens, J. B. Taylor and C. A. Ramsden, Eds., P. 295, Pergamon Press, 1990, incorporated herein by reference). The fragment approach is based on the chemical structure of each ingredient, and takes into account the numbers and types of atoms, the connectivity of the atoms and the chemical bond. The ClogP values, which are the most reliable and widely used calculations for this physicochemical property, are preferably used in place of the experimental logP values in the selection of the major solvent ingredients that are useful in the present invention. Other methods that can be used to calculate ClogP include, for example, the Crippen fragmentation method as described in J. Chem. Inf. Comput. Sci., 27, 21 (1987); the method of fragmentation of Viswanadhan as described in J. Chem. Inf. Comput. Sci, 29, 163 (1989) and the Broto method as described in Eur. J. Med. Cem. - Chim. Theor., 19, 71 (1984). The main solvents herein are selected from those having a ClogP of from about 0.15 to about 0.64, preferably from about 0.25 to about 0.62 and most preferably from about 0.40 to about 0.60, said main solvent being preferably asymmetric, and preferably having a point of fusion, or solidification, which allows it to be liquid at or near room temperature. Solvents that have a low molecular weight and are biodegradable are also desirable for some purposes. The most asymmetric solvents appear to be very desirable, while highly symmetrical solvents, which have a center of symmetry, such as 1,7-heptanediol or 1,4-bis (hydroxymethyl) cyclohexane, appear to be unable to provide the essentially transparent compositions when used alone, even though their ClogP values are on the preferred scale. The most suitable principal solvent can be selected by determining whether the composition containing about 27% di (oleioyloxyethyl) dimethylammonium chloride, about 16-20% principal solvent and about 4-6% ethanol remains clear during storage at about 4.4. ° C and recovers from being frozen at approximately -18 ° C. When there is an insufficient amount of principal solvent, for example 2,2,4-trimethyl-1,3-pentanediol having improved odor of the present invention, the ethoxylated, diethoxylated or triethoxylated derivatives of 2,2,4-trimethyl- 1,3-pentanediol; 2-ethyl-1, 3-hexanediol and / or ethoxylates of 2-ethyl-1,3-hexanediol (1-3) and / or mixtures thereof, to provide a transparent product, or even to provide a stable product, other solvents can be added, preferably 1,4-cyclohexanedimethanol. The typical principal solvent, in addition to the 2,2,4-trimethyl-1,3-pentanediol having improved odor of the present invention, is preferably selected from the group consisting of: I. mono-oles that include: a. n-propanol; and / or b. 2-butanol and / or 2-methyl-2-propanol; II. hexanediol isomers including: 2,3-dimethyl-2,3-butanediol; 2,3-dimethyl-1,2-butanediol; 3,3-dimethyl-1,2-butanediol; 2-methyl-2,3-pentanediol; 3-methyl-2,3-pentanediol; 4-methyI-2,3-pentanediol; 2,3-hexanediol; 3,4-hexanediol; 2-ethyl-1,2-butanediol; 2-methyl-1,2-pentanediol; 3-methyl-1,2-pentanediol; 4-methyl-1,2-pentanediol and / or 1,2-hexanediol; III. isomers of heptanediol including: 2-butyl-1,3-propanediol; 2,2-diethyl-1,3-propanediol; 2- (1-methylpropyl) -1,3-propanediol; 2- (2-methylpropyl) -1,3-propanediol; 2-methyl-2-propyl-1,3-propanediol; 2,3,3-trimethyl-1,2-butanediol; 2-ethyl-2-methyl-1,4-butanediol; 2-ethyl-3-methyl-1,4-butanediol; 2-propyl-1,4-butanediol; 2-isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol; 2,3-dimethyl-1,5-pentanediol; 2,4-dimethyl-1,5-pentanediol; 3,3-dimethyl-1,5-pentanediol; 2,3-dimethyl-2,3-pentanediol; 2,4-dimethyl-2,3-pentanediol; 3,4-dimethyl-2,3-pentanediol; 4,4-dimethyl-2,3-pentanediol; 2,3-dimethyl-3,4-pentanediol; 2-ethyl-1, 5-pentanediol; 2-methyl-1,6-hexanediol; 3-methyl-1,6-hexanediol; 2-methyl-2,3-hexanediol; 3-methyl-2,3-hexanediol; 4-methyl-2,3-hexanediol; 5-methyI-2,3-hexanediol; 2-methyl-3,4-hexanediol; 3-methyl-3,4-hexanediol; 1,3-heptanediol; 1,4-heptanediol; 1,5-heptanediol and / or 1,6-heptanediol; IV. octanodiol isomers including: 2- (2-methylbutyl) -1,3-propanediol; 2- (1,1-dimethylpropyl) -1,3-propanediol; 2- (1,2-dimethylpropyl) -1,3-propanediol; 2- (1-ethylpropyl) -1,3-propanediol; 2- (1-methylbutyl) -1,3-propanediol; 2- (2,2-dimethylpropyl) -1,3-propanediol; 2- (3-methylbutyl) -1,3-propanediol; 2-butyl-2-methyl-1,3-propanediol; 2-ethyl-2-isopropyl-1,3-propanediol; 2-ethyl-2-propyl-1,3-propanediol; 2-methyl-2- (1-methylpropyl) -1,3-propanediol; 2-methyl-2- (2-methylpropyl) -1,3-propanediol; 2-tertiary butyl-2-methyl-1,3-propanediol; 2,2-diethyl-1,3-butanediol; 2- (1-methylpropyl) -1,3-butanediol; 2-butyl-1,3-butanediol; 2-ethyl-2,3-dimethyl-1,3-butanediol; 2- (1,1-dimethylethyl) -1,3-butanediol; 2- (2-methylpropyl) -1, 3-butanediol; 2-methyl-2-isopropyl-1,3-butanediol; 2-methyI-2-propyl-1,3-butanediol; 3-methyl-2-isopropyl-1,3-butanediol; 3-methyl-2-propyl-1,3-butanediol; 2,2-diethyl-1,4-butanediol; 2-methyl-2-propyl-1,4-butanediol; 2- (1-methyIpropyl) -1,4-butanediol; 2-ethyl-2,3-dimethyl-1,4-butanediol; 2-ethyl-3,3-dimethyl-1,4-butanediol; 2- (1,1-dimethylethyl) -1,4-butanediol; 2- (2-methylpropyl) -1,4-butanediol; 2-methyl-3-propyl-1,4-butanediol; 3-methyI-2-isopropyI-1,4-butanediol; 2,2,3-trimethyl-1,3-pentanediol; 2,2,4-trimethyI-1,3-pentanediol; 2,3,4-trimethyl-1,3-pentanediol; 2,4,4-trimethyl-1,3-pentanediol; 3,4,4-trimethyI-1,3-pentanediol; 2,2,3-trimethyl-1,4-pentanediol; 2,2,4-trimetii-1,4-pentanediol; 2,3,3-trimethyl-1,4-pentanediol; 2,3,4-trimethyl-1,4-pentanediol; 3,3,4-trimethyl-1,4-pentanediol; 2,2,3-trimethyl-1,5-pentanediol; 2,2,4-trimethyl-1,5-pentanediol; 2,3,3-trimethyl-1,5-pentanediol; 2,3,4-trimethyl-1,5-pentanediol; 2,3,3-trimethyl-2,4-pentanediol; 2,3,4-trimethyl-2,4-pentanediol; 2-ethyl-2-methyl-1,3-pentanediol; 2-ethyl-3-methyl-1,3-pentanediol; 2-ethyl-4-methyl-1,3-pentanediol; 3-ethyl-2-methyl-1,3-pentanediol; 2-ethyl-2-methyl! -1,4-pentanediol; 2-ethyl-3-methyl-1,4-pentanediol; 2-ethyl-4-methyl-1,4-pentanediol; 3-ethyl-2-methyl-1,4-pentanediol; 3-ethyl-3-methyl-1,4-pentanediol; 2-ethyl-2-methyl-1,5-pentanediol; 2-ethyl-3-methyl-1,5-pentanediol; 2-ethyl-4-methyl-1,5-pentanediol; 3-ethyl-3-methyl-1,5-pentanediol; 3-ethyl-2-methyl-2,4-pentanediol; 2-isopropyl-1,3-pentanediol; 2-propyl-1,3-pentanediol; 2-isopropyl-1,4-pentanediol; 2-propyl-1,4-pentanediol; 3-isopropyl-1,4-pentanediol; 2-isopropyl-1,5-pentanediol; 3-propyl-2,4-pentanediol; 2,2-dimethyI-1,3-hexanediol; 2,3-dimetii-1,3-hexanediol; 2,4-dimethyl-1,3-hexanediol; 2,5-dimethyl-1,3-hexanediol; 3,4-dimethyl-1,3-hexanediol; 3,5-dimethyl-1,3-hexanediol; 4,5-dimethyl-1,3-hexanediol; 2,2-dimethyl-1,4-hexanediol; 2,3-dimethyl-1,4-hexanediol; 2,4-dimethyl-1,4-hexanediol; 2,5-dimethyl-1,4-hexanediol; 3,3-dimethyl-1,4-hexanediol; 3,4-dimethyl-1,4-hexanediol; 3,5-dimethyl-1,4-hexanediol; 4,4-dimethyl-1,3-hexanediol; 4,5-dimethyl-1,4-hexanediol; 5,5-dimethyl-1,4-hexanediol; 2,2-dimethyl-1,5-hexanediol; 2,3-dimethyl-1,5-hexanediol; 2,4-dimethyl-1,5-hexanediol; 2,5-dimethyl-1,5-hexanediol; 3,3-dimethyl-1,5-hexanediol; 3,4-dimethyl-1,5-hexanediol; 3,5-dimethyl-1,5-hexanediol; 4,5-dimethyl-1,5-hexanediol; 2,2-dimethyl-1,6-hexanediol; 2,3-dimethyl-1,6-hexanediol; 2,4-dimethyl-1,6-hexanediol; 2,5-dimethyl-1,6-hexanediol; 3,3-dimethyl-1,6-hexanediol; 3,4-dimethyl-1,6-hexanediol; 2,3-dimethyl-2,4-hexanediol; 2,4-dimethyl-2,4-hexanediol; 2,5-dimethyl-2,4-hexanediol; 3,3-dimethyl-2,4-hexanediol; 3,4-dimethyl-2,4-hexanediol; 3,5-dimethyl-2,4-hexanediol; 4,5-dimethyl-2,4-hexanediol; 5,5-dimethyl-2,4-hexanediol; 2,3-dimethyl-2,5-hexanediol; 2,4-dimethyl-2,5-hexanediol; 2,5-dimethyl-2,5-hexanediol; 3,3-dimethyl-2,5-hexanediol; 3,4-dimethyl-2,5-hexanediol; 3,3-dimethyl-2,6-hexanediol; 2-ethyl-1,3-hexanediol; 4-ethyl-1,3-hexanediol; 2-etii-1,4-hexanediol; 4-ethyl-1,4-hexanediol; 2-ethyl-1, 5-hexanediol; 3-ethyl-2,4-hexanediol; 4-ethyl-2,4-hexanediol; 3-ethyl-2,5-hexanediol; 2-methyl-1,3-heptanediol; 3-methyl-1,3-heptanediol; 4-methyl-1,3-heptanediol; 5-methyl-1,3-heptanediol; 6-methyl-1,3-heptanediol; 2-methyl-1,4-heptanediol; 3-methyl-1,4-heptanediol; 4-methyl-1,4-heptanediol; 5-methyl-1,4-heptanediol; 6-methyl-1,4-heptanediol; 2-methyl-1,5-heptanediol; 3-methyl-1,5-heptanediol; 4-methyl-1, 5-heptanediol; 5-methyl-1,5-heptanediol; 6-methyl-1,5-heptanediol; 2-methyl-1, 6-heptanediol; 3-methyl-1,6-heptanediol; 4-methyl-1,6-heptanediol; 5-methyl-1,6-heptanediol; 6-methyl-1, 6-heptanediol; 2-methyl-2,4-heptanediol; 3-methyl-2,4-heptanediol; 4-methyl-2,4-heptanediol; 5-methyl-2,4-heptanediol; 6-methyl-2,4-heptanediol; 2-methyl-2,5-heptanediol; 3-methyl-2,5-heptanediol; 4-methyl-2,5-heptanediol; 5-methyl-2,5-heptanediol; 6-methyl-2,5-heptanediol; 6-methyl-2,5-heptanediol; 2-methyl-2,6-heptanediol; 3-methyI-2,6-heptanediol; 4-methyl-2,6-heptanediol; 3-methyl-3,4-heptanediol; 2-methyl-3,5-heptanediol; 3-methyl-3,5-heptanediol; 4-methyl-3,5-heptanediol; 2,4-octanediol; 2,5-octanediol; 2,6-octanediol; 2,7-octanodium !; 3,5-octanediol and / or 3,6-octanediol; V. nonanodiol isomers including: 2,3,3,4-trimethyl-2,4-pentanediol; 3-tertiary butyl-2,4-pentanediol; 2,5,5-trimethyl-2,4-hexanediol; 2,4-hexanediol, 3,3,4-trimethyl-2,4-hexanediol; 3,3,5-trimethyl-2,4-hexanediol; 3,5,5-trimethyl-2,4-hexanediol; 4,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-hexanediol and / or 3,3,5-trimethyl-2,5-hexanediol. SAW. Glyceryl ethers and / or dihydroxyalkyl ethers including: 3- (n-pentyloxy) -1,2-propanoidol; 3- (2-pentyloxy) -1,2-propanediol; 3- (3-pentyloxy) -1,2-propanediol; 3- (2-methyI-1-butyloxy) -1,2-propanediol, 3- (iso-amyloxy) -1,2-propanediol, 3- (3-methyl-2-butyloxy) -1,2-propanediol, 3- (cyclohexyloxy) -1,2-propanediol; 3- (1-cyclohex-1-enyloxy) -1,2-propanediol; 2- (pentyloxy) -1,3-propanediol; 2- (2-pentyloxy) -1,3-propanediol; 2- (3-pentyloxy) -1,3-propanediol, 2- (2-methyl-1-butyloxy) -1,3-propanediol; 2- (iso-amyloxy) -1,3-propanediol; 2- (3-methyl-2-butyloxy) -1,3-propanediol, 2- (cyclohexyloxy) -1,3-propanediol; 2- (1-cyclohex-1-eneloxy); 3- (Butyloxy) -1,2-propanediol, triethoxylated; 3- (butyloxy) -, 1,2-propanediol, 3- (butyloxy) -, tetraethoxylated; 3- (Butyloxy) -1,2-propanediol hexaetoxylated; 3- (butyloxy) -heptaethoxylate; 3- (Butyloxy) -1,2-propanediol octaethoxylated; 3- (Butyloxy) -1,2-propanediol, nonaethoxylated; 3- (Butyloxy) -1,2-propanediol, monopropoxylated; 3- (Butyloxy) -1,2-propanediol, dibutylexylated; 3- (Butyloxy) -1,2-propanediol, tributyleneoxylated; 3-phenoxy-1,2-propanediol; 3-benzyloxy-1,2-propanediol; 3- (2-phenylethyloxy) -1,2-propanediol; 3- (1-phenyl-2-propanyloxy) -1,2-propanediol; 2-phenyloxy-1,3-propanediol; 2- (m-cresyloxy) -1,3-propanediol; 2- (p-cresyloxy) -1,3-propanediol; -benzyloxy-1,3-propanediol; 2- (2-phenylethyloxy) -1,3-propanediol, 2- (1-phenylethyloxy) -1,3-propanediol; bis (2-hydroxybutyl) ether and / or bis (2-hydroxycyclopentyl) ether.) saturated and unsaturated alicyclic diols and their derivatives including: a) saturated diols and their derivatives, including: 1-isopropyl-1, 2- cyclobutanediol; 3-ethyl-4-methyl-1,2-cyclobutanediol; 3-propyl-1,2-cyclobutanediol; 3-isopropyl-1,2-cyclobutanediol; 1-etiI-1, 2-cyclopentanediol; 1,2-dimethyl-1,2-cyclopentanediol; 1,4-dimethyl-1,2-cyclopentanediol; 2,4,5-trimethyl-1,3-cyclopentanediol; 3,3-dimethyl-1,2-cyclopentanediol; 3,4-dimethyl-1,2-cyclopentanediol; 3,5-dimethyl-1-2-cyclopentanediol; 3-ethyl-1,2-cyclopentanediol; 4,4-dimethyl-1,2-cyclopentanediol; 4-ethyl-1,2-cyclopentanediol; 1,1-bis (hydroxymethyl) cyclohexane; 1,2-bis (hydroxymethyl) cyclohexane; 1,2-dimethyl-1,3-cyclohexanediol; 1,3-bis (hydroxymethyl) cyclohexane; 1,3-dimethyl-1,3-cyclohexanediol; 1,6-dimethyl-1,3-cyclohexanediol; 1-hydroxy-cyclohexaneethanol; 1- hydroxy-cyclohexanemethanol; 1-ethyl-1, 3-cyclokohexanodium; 1-methyl-1,2-cyclohexanediol; 2,2-dimethyI-1,3-cyclokohexanediol; 2,3-dimethyl-1,4-cyclohexanediol; 2,4-dimethyl-1,3-cyclohexanediol; 2,5-dimethyl-1,3-cyclohexanediol; 2,6-dimethyl-1,4-cyclohexanediol; 2-ethyl-1,3-cyclohexanediol; 2-hydroxycyclohexaneethanol; 2-hydroxyethyl-1-cyclohexanol; 2-hydroxymethylcyclohexanol; 3-hydroxyethyl-1-cylcohexanol; 3-hydroxycyclohexaneethanol; 3-hydroxymethylcyclohexanol; 3-methyl-1,2-cyclohexanediol; 4,4-dimethyl-1,3-cyclohexanediol; 4,5-dimethyl-1,3-cyclohexanediol; 4,6-dimethyl-1,3-cyclohexanediol; 4-ethyl-1,3-cyclohexanediol; 4-hydroxyethyl-1-cyclohexanol; 4-hydroxymethylcyclohexanol; 4-methyl-1,2-cydohexanediol; 5,5-dimethyl-1,3-cyclohexanediol; 5-ethyl-1,3-cyclohexanediol, 1,2-cycloheptanediol; 2-methyl-1,3-cycloheptanediol; 2-methyl-1,4-cycloheptanediol; 4-methyl-1,3-cycloheptanediol; 5-methyl-1,3-cycloheptanediol; 5-methyl-1,4-cycloheptanediol; 6-methyl-1,4-cyclopentanediol; 1,3-cyclooctanediol; 1,4-cyclooctanediol; 1,5-cyclooctandiol; 1,2-cyclohexanediol diethoxylate; 1,2-cydohexanediol, triethoxylated; 1,2-cyclohexanediol tetraethoxylate; 1,2-cyclohexanediol pentaethoxylated, 1,2-cyclohexanediol, hexaethoxylated; 1,2-cyclohexanediol heptaethoxylated; 1, 2-cyclohexanediol octaethoxylated, 1,2-cyclohexanediol nonaethoxylate; 1,2-cyclohexanediol monopropyloxylated; 1,2-cydohexanediol, monobutyleneoxylated; 1, 2-dibutyleneoxylated cyclohexanediol; and / or tributyleneoxylated 1,2-cyclohexanediol, and b) unsaturated alicyclic diols including: 1-ethenyl-2-ethyl-1,2-cyclobutanediol; 1, 2,3,4-tetramethyl-3-cyclobutene-1,2-diol; 3,4-diethyl-3-cyclobutene-1,2-diol; 3- (1,1-dimethylethyl) -3-cyclobutene-1,2-diol, 3-butyl-3-cyclobutene-1,2-diol; 1,2-dimethyl-4-methylene-1,2-cyclopentanediol; 1-ethyl-3-methylene-1,2-cyclopentanediol; 4- (1 -propenyl) -1,2-cyclopentanediol; 1-ethyl-3-methyl-3-cyclopentene-1,2-diol; 1-ethenyl-1, 2-cyclohexanediol; 1-methyl-3-methylene-1,2-cyclohexanediol; 1-methyl-4-methylene-1,2-cydohexanediol; 3-ethenyl-1,2-cyclohexanediol; 4-ethenyl-1,2-cyclohexanediol; 2,6-dimethyl-3-cyclohexane-1,2-diol; 6,6-dimethyl-3-cyclohexane-1,2-diol; 3,6-dimethyl-4-cyclohexane-1,2-diol; 4,5-dimethyl-4-cyclohexane-1,2-diol; 3-cyclooctene-1,2-diol; 4-cyclooctene-1,2-diol and / or 5-cyclooctene-1,2-diol. VIII. Alkoxylated derivatives of C3..8 diols [in the following description, "EO" means polyethoxylated, ie, - (CH2CH2?) NH; Me-En means methyl-blocked polyethoxylates - (CH2CH2?) NCH3; "2 (Me-En)" means 2 Me-En groups needed; "PO" means polypropoxylated, - (CH (CH3) CH2?) NH; "BO" means polybutyleneoxy groups, (CH (CH2CH3) CH2?) NH; and "n-BO" means poly (n-butyleneoxy) or poly (tetramethylene) oxy - (CH2CH2CH2?) nH groups. The use of the term "(Cx)" herein refers to the number of carbon atoms in the base material that is alkoxylated]. including: 1. 1, 2-propanediol 2 (Me-E- | _4); 1,2-propanediol PO4; 1,2-propanediol, 2-methy1- (Me-E4_- | rj); 1,2-propanediol, 2-methyl-2 (Me-E <); 1,2-propanediol, 2-methyl-P 3; 1,2-propanediol, 2-methyl-BO- |; 1,3-propanediol 2 (Me-Eß-d): 1,3-propanediol PO5.6; 1,3-propanediol, 2-2-diethyl-E- | _7; 1,3-propanediol, 2,2-diethyl-PO- |; 1,3-propanediol, 2,2-diethyl-n-BO- | _2; 1, 3-propanediol, 2,2-dimethyl-2 (Me E-j_2); 1,3-propanediol, 2,2-dimethyl-P? 3_4; 1,3-propanediol, 2- (1-methylpropyl) -E- | _7; 1,3-propanediol, 2- (1-methylpropyl) -PO ^; 1,3-Propanediol, 2- (1, Methylpropyl) -n-BO -? _ 2; 1,3-propanediol, 2- (2-methylpropyl) -E -? _ 7; 1,3-propanediol, 2- (2-methylpropyl) -PO "?; 1,3-propanediol; 2- (2-methylpropyl) -n-BO1.2; 1,3-propanediol, 2-ethyl- (Me Eß-io); 1,3-propanediol, 2-ethyl-2 (Me E- |); 1,3-propanediol, 2-ethyl-P 3; 1,3-propanediol, 2-ethyl-2-methyl- (Me Ep_g); 1,3-propanediol, 2-ethyl-2-methyl-P 2 ', 1,3-propanediol, 2-ethyl-2-methyl-BO- |; 1,3-propahodiol, 2-isopropyl- (MeE? _6); 1,3-propanediol, 2-isopropyl-P 2; 1,3-propanediol, 2-isopropyl-BO? , 1,3-propanediol, 2-methyl-2 (Me E2-5); 1,3-propanediol, 2-methyl-P? 4_5; 1,3-propanediol, 2-methyl-B 2; 1-3, propanediol, 2-methyI-2-isopropyl-E2-9; 1,3-propanediol, 2-methyl-2-isopropyl-PO- |; 1,3-propanediol, 2-methyl-2-isopropyl-n-BO- | _3; 1,3-propanediol, 2-methyl-2-propyl-E? _ 7; 1,3-propanediol, 2-methyl-2-propyl-PO-?; 1,3-propanediol, 2-methyl-2-isopropyl-n-BO- | _3; 1,3-propanediol, 2-methyl-2-propyl-E? _7; 1,3-propanediol, 2-methyl-2-propyl-PO ^; 1,3-propanediol, 2-methyl-2-propyl-n-BO- | _2; 1,3-propanediol, 2-propyl- (Me E- | _4); 1,3-propanediol, 2-propyl-P 2; 1,3-propanediol, 2-propyl-BOi; 2. 1,2-butanediol (Me E2.8); 1,2-butanediol PO2-3; 1,2-butanediol BO-j; 1,2-butanediol, 2,3-dimethyl-E- | _6; 1,2-butanediol, 2,3-dimethyl-n-BO- | _2; n-BO -? _ 2; 1,2-butanediol, 2-ethyl-E-j_3; 1,2-butanediol, 2-ethyl-BO ?; 1,2-butanediol, 2-methyl- (Me E1.2); 1,2-butanediol, 2-methyl-PO ?; 1,2-butanediol, 3,3-dimetiI-E? _6; 1,2-butanediol, 3,3, -dimethyl-BO? _2; 1,2-butanediol, 3-methyl- (Me E- | _2); 1,2-butanediol, 3-methyl-PO; 1,3-butanediol 2 (Me E3_6); 1,3-butanediol PO5; 1,3-butanediol BO2; 1,3-butanediol, 2,2,3-trimethyl- (Me E1..3); 1,3-butanediol, 2,2,3-trimethyl-PO < [_2; 1,3-butanediol, 2,2-dimethyl- (Me E3.8); 1,3-butanediol, 2,2-dimethyl-P 3; 1,3-butanediol, 2,3-dimethyl- (Me E3.8); 1,3-butanediol, 2,3-dimethyl-P03; 1,3-butanediol, 2-ethyl- (Me E- | _6); 1,3-butanediol, 2-ethyl-P? 2_3; 1,3-butanediol, 2-ethyl-BO ?; 1,3,5-butanediol, 2-ethyl-2-methyl- (Me E-); 1,3-butanediol, 2-ethyl-2-methyl-PO?; 1,3-butanediol, 2-etiI-2-methyl-n-B? 2_4; 1,3-butanediol, 2-ethyl-3-methyl- (Me E- |); 1,3-butanediol, 2-ethyl-3-methyl-PO ?; 1,3-butanediol, 2-ethyl-3-methylene-n-B02-4; 1,3-butanediol, 2-isopropyl- (Me E- |); 1,3-butanediol, 2-isopropyl-PO ?; 1,3-butanediol, 2-isopropyl-n-B? 2_4; 1,3-butanediol, 2-methyl-2 (Me E? _3); 1,3-butanediol, 2-methyl-P 4; 1,3-butanediol, 2-propyI-E2-g; 1,3-butanediol, 2-propyl-PO- |; 1,3-butanediol, 2-propyl-n-BO? _3; 1,3-butanediol, 3-methyl-2 (Me E ^ _3); 1,3-butanediol, 3-methyl-P? 4, 1,4-butanediol 2 (Me E2-4); 1,4-butanediol P ?4_5¡ 1,4-butanediol BO2; 1,4-butanediol, 2,2,3-trimethyl-E2-9; 1,4-butanediol, 2,2,3-trimethyl-PO-j, 1,4-butanediol, 2,2,3-trimethyl-n-BO- | _3; 1,4-butanediol, 2,2-dimethyl- (Me E6-6); 1,4-butanediol, 2,2-dimethyl-PO2; 1,4-butanediol, 2,2-dimethyl-BO ?; 1,4-butanediol, 2,3-dimethyl- (Me E < \ -Q); 1,4-butanediol, 2,3-dimethyl-P 2; 1,4-butanediol, 2,3-dimethyl-BO ?; 1,4-butanediol, 2-ethyl- (Me E-1.4); 1,4-butanediol, 2-ethyl-P 2; 1,4-butanediol, 2-ethyl-BO- |; 1,4-butanediol, 2-ethyl-2-methyl-E? _7; 1,4-butanediol, 2-ethyl-2-methyl-PO1; 1,4-butanediol, 2-ethyl-2-methyl-n-BO-j_2; 1,4-butanediol, 2-ethyl-3-metiI E ^.?; 1,4-butanediol, 2-ethyl-3-methyl-PO ?; 1,4-butanediol, 2-ethyl-3-methyl-n-BO? _2; 1,4-butanediol, 2-isopropyI-E? _7; 1,4-butanediol, 2-isopropyl-PO?; 1,4-butanediol, 2-isopropyl-n-BO -? _ 2; 1,4-butanediol, 2-methyl- (Me Eß-io): 1,4-butanediol, 2-methyl-2 (Me E- |); 1,4-butanediol, 2-methyl-P 3; 1,4-butanediol, 2-propyl-n-BO? _2-, 1,4-butanediol, 3-ethyl-1-methyl-E2_9; 1,4-butanediol, 3-ethyl-1-methyl-PO-j; 1,4-butanediol, 3-ethyl-1-methyl-n-BO? _3; 2,3-butanediol (Me E- | _6); 2,3-butanediol 2 (Me E-i); 2,3-butanediol P? 3_4; 2,3-butanediol BOi; 2,3-butanediol, 2,3-dimethyl-E3.g; 2,3-butanediol, 2,3-dimetiI-PO- ?; 2,3-butanediol, 2,3-dimethyl-BO-). 3; 2,3-butanediol, 2-methyl- (Me E1.5); 2,3-butanediol, 2-methyl-2P? 2; 2,3-butanediol, 2-methyl-n-BO ?; 2,3-butanediol, 2-methyl-BO- |; 3.1, 2-pentanediol E3.10; 1,2-pentanediol, PO- |; 1,2-pentanediol, n-B02-3; 1,2-pentanediol, 2-methyl E1..3; 1,2-pentanediol, 2-methyl n-BO- |; 1,2-pentanediol, 2-methyl BO-j; 1,2-pentanediol, 3-methyl E1.3; 1,2-pentanediol, 3-methyl n-BO-j; 1,2-pentanediol, 3-methyl BO1; 1,2-pentanediol, 4-methyl E1..3; 1-2-pentanediol, 4-methyl n-BO ^; 1-2-pentanediol, 4-methyl BO- |; 1,3-pentanediol 2 (Me-E-γ 2); 1,3-pentanediol P? 3_4; 1,3-pentanediol, 2,2-dimethyl- (Me-E?); 1,3-pentanediol, 2,2-dimethyl PO- |; 1,3-pentanediol, 2-2-dimethyl-n-B? 2-4; 1,3-pentanediol, 2,3-dimethyl (Me-E-j); 1,3-pentanediol, 2,3-dimethyl-PO- ?; 1,3-pentanediol, 2,3-dimethyl-n-B02-4; 1,3-pentanediol, 2,4-dimethyl- (Me E- |); 1,3-pentanediol, 2,4-dimethyl-PO- |, 1,3-pentanediol, 2,4-dimethyl-n-B? 2-4; 1,3-pentanediol, 2-ethyl-E2-g; 1,3-pentanediol, 2-ethyl-PO-j; 1,3-pentanediol, 2-ethyl-n-BO- | _3; 1,3-pentanediol, 2-methyl-2 (Me-E <| 6); 1,3-pentanedioi, 2-methyl-P02_3; 1,3-pentanediol, 2-methyl-n-BO- |; i 3_pentanediol, 2-methyl-BO- |; 1,3-pentanediol, 3,4-dimethyl-PO- |; 1,3-pentanediol 3,4-dimethyl-n-B? 2_4; 1,3-pentanediol, 3-methyl-2 (Me-E -? _ 6); 1,3-pentanediol, 3-methyl-P? 2_3; 1,3-pentanediol, 3-methyl-BO-j; 1,3-pentanediol, 4,4-dimethyl- (Me-E-j); 1,3-pentanediol, 4,4-dimethyl-PO-j; 1,3-pentanediol, 4,4-dimethyl-n-B 2 2-4; 1,3-pentanediol, 4-methyl-2 (Me-E-1-6); 1,3-pentanediol, 4-methyl-P? 2_3; 1,3-pentanediol, 4-methyl-BO-; 1,4-pentanediol, 1 (Me-E- | _2); 1,4-pentanediol P ?3_4¡ 1,4-pentanediol, 2,2-dimethyl- (Me-E?); 1,4-pentanediol, 2,2, -dimethyl-PO-1; 1,4-pentanediol, 2,2-dimethyl-n-B? 2-4; 1,4-pentanediol, 2,3-dimethyl- (Me-E- |); 1,4-pentanediol, 2,3-dimethyl-PO-j; 1,4-pentanediol, 2,3-dimethyl-n-B? 2-4; 1,4-pentanediol, 2,4-dimethyl- (Me-E- |); 1,4-pentanediol, 2,4-dimethyl-PO ?; 1,4-pentanediol, 2,4-dimethyl-n-B? 2_4; 1,4-pentanediol, 2-methyl- (Me-E-1-6); 1,4-pentanediol, 2-methyl-P? 2-3; 1,4-pentanediol, 2-methyl-n-BO ?; 1,4-pentanediol, 2-methyl-BO-j; 1,4-pentanediol, 3,3, -dimethyl- (Me-E- |); 1,4-pentanediol, 3,3, -dimethyl-PO ?; 1,4-pentanediol, 3,3, -dimethyl-n-B02-4; 1,4-pentanediol, 3,4-dimethyl- (Me-E- |); 1,4-pentanediol, 3,4-dimethyl-PO- |; 1,4-pentanediol, 3,4-dimethyl-n-B02-4; 1,4-pentanediol, 3-methyl-2 (Me-E- | _6); 1,4-pentanediol, 3-methyl-P? 2-3; 1,4-pentanediol, 3-methyl-BO- ?; 1,4-pentanediol, 4-methyl-2 (Me-E-? _ 6); 1,4-pentanediol, 4-methyl-P? 2_3; 1,4-pentanediol, 4-methyl-BO- |; 1, 5-pentanediol, (Me-E4_? O): 1,5-pentanediol PO3; 1,5-pentanediol, 2,2-dimethyl-E? _7; 1, 5-pentanediol, 2,2-dimethyl-PO- |; 1,5-pentanediol, 2,2-dimethyl-n-BO -? _ 2; 1,5-pentanediol, 2,3-dimethyl-E? _7; 1,5-pentanediol, 2,3-dimethyl-PO-j; 1, 5-pentanediol, 2,3-dimethyl-n-BO -? _ 2; 1,5-pentanediol, 2,4-dimethyl-E < | _7; 1, 5-pentanediol, 2,4-dimethyl-PO?; 1,5-pentanediol, 2,4-dimethyl-n-BO? _2; 1,5-pentanediol, 2-ethyl-E- | _5; 1,5-pentanediol, 2-ethyl-n-BO -? _ 2; 1,5-pentanediol, 2-methyl- (Me-E- | _4); 1,5-pentanediol, 2-methyl-PO 2; 1,5-pentanediol, 3,3-dimethyl-E-γ 7; 1, 5-pentanedioi, 3,3-dimethyl PO-j; 1,5-pentanediol, 3,3-dimethyl-n-BO < | _2; 1,5-pentanediol, 3-methyl- (Me-E-? _ 4); 1,5-pentanediol, 3-methyl-P02; 2,3-pentanedioI, (Me-E- | _3); 2,3-pentanediol, PO2; 2,3-pentanediol, 2-methyl-E? _7; 2,3-pentanediol, 2-methyl-PO- | 2,3-pentanediol, 2-methyl-n-BO -? _ 2; 2,3-pentanediol, 3-methyl-E- | _7; 2,3-pentanediol, 3-methyl-n-PO-? _ 2; 2,3-pentanediol, 3-methyl-n-BO- | _2; 2,3-pentanediol, 4-methyl-E? _7; 2,3-pentanediol, 4-methyl-PO-]; 2,3-pentanediol, 4-methyl-n-BO -? _ 2; 2,4-pentanediol, 2 (Me-E? ^); 2,4-pentanediol PO4; 2,4-pentanediol, 2,3-dimethyl- (Me-E-? _ 4); 2,4-pentanediol, 2,3-dimethyl-P 2; 2,4-pentanediol, 2,4-dimethyl- (Me-E- | _4); 2,4-pentanediol, 2,4-dimethyl-P 2; 2,4-pentanediol, 2-methyl- (Me-E5_-jo) '. 2,4-pentanediol, 2-methyl-P 3; 2,4-pentanediol, 3,3-dimethyl- (Me-E- | 4); 2,4-pentanediol, 3,3-dimethyl-P 2; 2,4-pentanediol, 3-methyl- (Me-E5_? O); 2,4-pentanediol, 3-methyl-P 3; 4. 1, 3-hexanediol (Me-E <| 5); 1, 3-hexanediol PO2; 1, 3-hexanediol BO- |; 1,3-hexanediol, 2-methyl-E2-g; 1, 3-hexanediol, 2-methyl-PO?; 1, 3-hexanediol, 2-methyl-n-BO-1-3; 1,3-hexanediol, 2-methyl-BO-j; 1,3-hexanediol, 3-methyl-E2-g; 1,3-hexanediol, 3-methyl-PO- |; 1,3-hexanediol, 3-methyl-n-BO? _3; 1,3-hexanediol, 4-methyl-E2-g; 1,3-hexanediol, 4-methyl-PO_?; 1,3-hexanediol, 4-methyl-n-BO? _3; ' 1,3-hexanediol, 5-methyl-E2-g; 1,3-hexanediol, 5-methyl-PO-1; 1,3-hexanediol, 5-methyl-n-BO- | _3; 1,4-hexanediol (Me-E <| 5); 1,4-hexanediol PO2; 1,4-hexanediol BO- |; 1,4-hexanediol, 2-methyl-E2_9 1,4-hexanediol, 2-methyl-PO-j; 1,4-hexanediol, 2-methyl-n-BO -? _ 3; 1,4-hexanediol, 3-methyl-E2-g; 1,4-hexanediol, 3-methyI-PO-]; 1,4-hexanediol, 3-methyl-n-BO- | _3, 14-hexanediol, 4-methyI-E2_9; 1,4-hexanediol, 4-methyl-PO- |; 1,4-hexanediol, 4-methyl-n-BO-j_3; 1,4-hexanediol, 5-methyl-E2-g; 1,4-hexanediol, 5-methyl-PO ?; 1,4-hexanediol, 5-methyl-n-BO? _3; 1,5-hexanediol (Me-E? _5); 1,5-hexanediol PO2; 1, 5-hexanediol BO-j; 1,5-hexanediol, 2-methyl-E2_9; 1,5-hexanediol, 2-methyl-PO-j; 1,5-hexanediol, 2-methyl-n-BO? _3; 1,5-hexanediol, 3-methyl-E2-g; 1, 5-hexanediol, 3-methyl-PO- |; 1,5-hexanediol, 3-methyl-n-BO- | _3; 1,5-hexanediol, 4-methyl-E2-g; 1,5-hexanediol, 4-methyl-PO < ? 1,5-hexanediol, 4-methyl-n-BO- | _3; 1,5-hexanediol, 5-methyl-E2-g; 1,5-hexanediol, 5-methyl-PO- |; 1,5-hexanediol, 5-methyl-n-BO- | _3; 1,6-hexanediol (Me-E <| 2); 1, 6-hexanediol PO1.2; 1, 6-hexanediol n-B04; 1,6-hexanediol, 2-methyl-E? _5; 1,6-hexadodiol, 2-methyl-n-BO- | _2; 1,6-hexanediol, 3-methyl-E-1.5; 1,6-hexanediol, 3, methyl-N-BO- | _2; 2,3-hexanediol, E-μs; 2,3-hexanediol n-BO-j; 2,3-hexanediol BO ^; 2,4-hexanediol (Me-E3_s); 2,4-hexanediol PO3; 2,4-hexanediol, 2-methyl- (Me-E < / _2); 2-4hexanodiol 2-methyl-PO? _2! 2,4-hexanediol, 3-methyl- (Me-E < / _2); 2,4-hexanediol 3-methyl-PO? _2; 2,4-hexanediol, 4-methyl- (Me-E? _2); 2,4-hexanediol 4-methyl-PO- | _2; 2,4-hexanediol, 5-methyi- (Me-E- | _2); 2,4-hexanediol 5-methyl-PO-j_2; 2,5-hexanediol (Me-E3_8); 2,5-hexanediol PO3; 2,5-hexanediol, 2-methyl- (Me-E? _2); 2,5-hexanediol 2-methyl-PO- | _2; 2,5-hexanediol, 3-methyI- (Me-E? _2); 2,5-hexanediol 3-methyl-PO- | _2; 3,4-hexanediol EO-j.s; 3,4-hexanediol n-BO ^; 3,4-hexanediol BO-j; 5. 1, 3-heptanediol E- | _7; 1, 3-heptanediol PO- |; 1,3-heptanediol n-BO- | _2; 1, 4-heptanediol PO ^; 1, 4-heptanediol n-BO? _2¡ 1, 5-heptanediol ^ .j; 1,5-heptanediol PO ^; 1, 5-heptanediol n-BO? _2; 1, 6-heptanediol E- | _7; 1, 6-heptanediol PO- |; 1, 6-heptanediol n-BO- | _2; 1, 7-heptanediol E < | _2; 1, 7-heptanediol n-BO-j; 2,4-heptanediol E3.10; 2,4-heptanediol (Me-E-j); 2,4-heptanediol PO-j; 2,4-heptanediol n-B 3; 2,5-heptanediol E3_-J O; 2,5-heptanediol (Me-E-j); 2,5-heptanediol PO-j; 2,5-heptanedioi n-B 3; 2,6-heptanediol E3..10; 2,6-heptanediol (Me-E- |); 2,6-heptanediol PO < ?; 2,6-heptanediol n-B? 3¡ 3,5-heptanediol E3 < \ Q; 3,5-heptanediol (Me-E-i); 3,5-heptanediol PO-J; 3,5-heptanediol n-B03; 6. 1, 3-butanediol, 3-methyl-2-isopropyl-PO; 2,4-pentanediol, 2,3,3-trimethyl-E2-5; 2,4-hexanediol, 2,4-dimethyl-E2-5; 2,4-hexanediol, 2,4-dimethyl-E2-5; 2,4-hexanediol; 2,5-dimethyl-E2_5; 2,4-hexanediol, 3,3-dimethyl-E2-5; 2,4-hexanediol, 3,4-dimethyl-E2_5; 2,4-hexanediol, 3,5-dimethyl-E2_5; 2,4-hexanediol, 4,5-dimethyl-E2_5; 2,4-hexanediol, 5,5-dimethyl-E2-5; 2,5-hexanediol, 2,3-dimethyl-E2-5; 2,5-hexanediol, 2,4-dimethyl-E2-5; 2,5-hexanediol, 2,5-dimethyl-E2-5; 2,5-hexanediol, 3,3-dimethyl-E2-5; 2,5-hexanediol, 3,4-dimethyl-E2_5; 3,5-heptanediol, 3-methyl-E2_5; 1,3-butanediol, 2,2-diethyl-n-BO- | _2; 2,4-hexanediol, 2,3-dimethyl-n-BO- | _2¡ 2,4-hexanediol, 2,4-dimethyl-n-BO- | _2; 2,4-hexanediol, 3,3-dimethyl-n-BO1.2; 2,4-hexanediol, 3,4-dimethyl-n-BO- | _2; 2,4-hexanediol, 3,5-dimethyl-n-BO- | .2-, 2,4-hexanediol, 4,5-dimethyl-n-BO? _2; 2,4-hexanediol, 5, 5-dimethyl-, n-BO-j_2; 2,5-hexanediol, 2,3-dimethyl-n-BO- | _2; 2,5-hexanediol, 2,4-dimethyl-n-BO? _2; 2,5-hexanediol, 2,5-dimethyl-n-BO < ?_2; 2,5-hexanediol, 3,3-dimethyl-n-BO- | _2; 2,5-hexanediol, 3,4-dimethyl-n-BO- | _2; 3,5-heptanediol, 3-methyl-n-BO? _2; 1,3-polypaniol, 2- (1, 2-dimethylpropyl) -n-BO; 1,3-butanediol, 2-ethyl-2,3-dimethyl-n-BO; 1,3-butanediol, 2-methyl-2-isopropyl-n-BO; 1,4-butanediol, 3-methyl-2-isopropyl-n-BO; 1,3-pentanediol, 2,2,3-timethyl-n-BO; 1,3-pentanediol, 2,2,4-trimethyl-n-BO; 1,3-pentanediol, 2,4,4-trimethyl-n-BO; 1,3-pentanediol, 3,4,4-trimethyl-n-BO; 1,4-pentanediol, 2,2,3-trimethyl-n-BO; 1,4-pentanediol, 2,2,4-trimethyl-n-BO; 1,4-pentanediol, 2,3,3-trimethyl-n-BO; 1,4-pentanediol, 3,3,4-trimethyl-n-BO; 2,4-pentanediol, 2,3,4-trimethyl-n-BO, 2,4-hexanediol, 4-ethi-n-BO; 2,4-heptanediol, 2-methyl-n-BO; 2,4-heptanediol, 3-methyl-n-BO; 2,4-heptanediol, 4-methyl-n-BO; 2,4-heptanediol, 5-methyl-n-BO; 2,4-heptanediol, 6-methyl-n-BO; 2,5-heptanediol, 2-methyl-n-BO; 2,5-heptanediol, 2-methyl-n-BO; 2,5-heptanediol, 3-methyl-n-BO; 2,5-heptanediol, 4-methyl-n-BO; 2,5-heptanediol, 5-methyl-n-BO; 2,5-heptanediol, 6-methyl-n-BO; 2,6-heptanediol, 2-metii-n-BO; 2,6-heptanediol, 3-methyl-n-BO; 2,6-heptanediol, 4-methyl-n-BO; 3,5-heptanediol, 2-methyl-n-BO; 1,3-propanediol, 2- (1,2-dimethylpropyl) -E? _3; 1,3-butanediol, 2-methyl-2-isopropyl-E < | _3; 1,4-butanediol, 3-methyl-2-isopropyl-E- | _3; 1,3-pentanediol, 2,2,3-trimethyl-E < | _3; 1,3-pentanediol, 2,2,4-trimethyl-Ei 3; 1,3-pentanediol, 2,4,4-trimethyl-E? _3; pentanediol, 3,4,4-trimethyl-E? _3; 1,4-pentanediol, 2,2,3-trimethyl-E? _3; 1, 4-pentanediol, 1, 3,3-trimethyl-E- | .3; 1,4-pentanediol, 3,3,4-trimethyl-E- | _3; 2,4-pentanediol, 2,3,4-trimethyl-E? _3; 2,4-hexanediol, 4-ethyl-E < | _3; 2,4-heptanediol, 2-methyl-E- | _3; 2,4-heptanediol, 3-methyl-E- | _3; 2,4-heptanediol, 4-methyl-E ^ _3; 2,4-heptanediol, 5-methyl-E < | _3; 2,4-heptanediol, 6-methyl-E- | _3; 2,5-heptanediol, 2-methyl-E-1.3; 2,5-heptanediol, 3-methyl-E- | _3; 2,5-histanediol, 4-methyl-E- | _3; 2,5-heptanediol, 5-methyl-E? _3; 2,5-heptanediol, 6-methyl-E- | _3; 2,6-heptanediol, 2-methyl-E- | _3; 2,6-heptanediol, 3-methyl-E- | _3; 2,6-heptanediol, 4-methyl-E- | _3; and / or 3,5-heptanediol, 2-methyl-E? _3; and 7. mixtures thereof; IX. aromatic diols including: 1-phenyl-1,2-ethanediol; 1-phenyl-1,2-propanediol; 2-phenyl-1,2-propanediol; 1- (3-methylphenyl) -1,3-propanediol; 1- (4-methylphenii) -1,3-propanediol; 2-methyl-1-phenyl-1,3-propanediol; 1-phenyl-1,3-buranediol; 3-phenyl-1,3-butanediol; 1, phenyl-1,4-butanediol; 2-phenyl-1,4-butanediol; and / or 1-phenyl-2,3-butanediol; X. The principal solvents are homologous, or analogous, to the above structures wherein one or more CH2 groups are added, while, for each added CH2 group, two hydrogen atoms are removed from adjacent carbon atoms in the molecule to form a carbon-carbon double bond, thus maintaining the number of hydrogen atoms in the constant of the molecule, including the following: 2,3-di-3-propenyl-1,3-propanediol, 2- (1-pentenyl) -1,3-propanediol, 2- (2-methyl-2-propenyl) -2- (2-propenyl-1,3-propanediol, 2- (3-methyl-1-butenyl) -1,3-propanediol, 2- (4-pentenyl) -1,3-propanediol, 2-ethyl-2- (2-methyl-2-propeniI) -1,3-propanediol, 3-ethyl-2- (2-propeniI) -1, 3-propanediol, 2-methyl-2- (3-methyl-3-butenyl) -1, 3-propanediol, 2- (2-diallyl-1,3-butanediol, 2- (1-ethyl-1-propenyl) -1, 3-butanediol, 2- (2-butenyl) -2-methyl-1,3-butanediol, 2- (3-methyl-2-butenyl) -1, 3-butanediol, 2-ethyl-2- ( 2-propenyl) -1,3-butanediol, 2-methyl-2- (1-methyl-2-propenyl) -1,4-butanedium, 2,3-bis (1-methylethylidene) -1,4-butanedium, 2- (3-methyl-2-butenii) -3-methylene-2-butene-1,4-diol, 2- (1, 1 - dimethylpropyl) -2-butene-1,4-diol, 2- (1-methylpropyl-2-butene-1,4-diol, 2-butyl-1,3-pentanediol, 2-ethenyl-3-ethyl-; 1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1,4-pentanediol, 3-methyl-2- (2-propenyl) -1,5-pentanediol, 2- (2-propenyl) -1, 5-pentanediol, 2-ethylidene-3-methyl-1, 5-pentanedio, 2-propylenedi-2,4-pentanediol, 3-ethylidene-2,4-dimethyl-4-pentene-1,3-diol, 2- (1,1-dimethylethyl) -4-pentene-1,3-diol, 2-ethyl-2,3-dimethyl-1-4-hexanediol, 4-ethyl-2-methylene-1,5-hexadiene-3, 4-diol, 2,3,5-trimethyl-1,5-hexadiene-3,4-di, 5-ethyl-3-methyl-1,5-hexanediol, 2- (1-methyletenyl) -1,6- hexanediol, 2-ethenyl-1-hexene-3,4-diol, 5,5-dimethyl-1-hexene-3,4-diol, 5,5-dimethyl-2-hexene-1, 5-diol, 4- ethenyl-2,5-dimethyl-3-hexene-1,6-diol, 2-ethenyl-2,5-dimethyl-3-hexene-1,6-diol, e-ethyl-3-hexene-1, 6 diol, 3,4-dimethyl-4-hexene-2,3-diol, 2,5-dimethyl-4-hexene-2,3-diol, 3,4-dimethyl-5-hexene-1,3-dio, 3- (2-propenyl) -5-hexene-2,3-diol, 2,3-dimethyl-5-hexene-2,3-diol, 3,4-dimethyl-5-hexene-2,3-diol, 3,5-dimethyl-5-hexene-2,4-dio, 3-ethenyl-2,5-dimethyl-1,4-heptanediol, 6-methyl-5-methylene-1,5-heptadiene-3,4- diol, 2,3-dimethyl-1,5-heptadiene-3, 4-diosl, 2,5-dimethyl-1,5-heptadiene-3,4-diol, 3,5-dimethyl-1,7-heptanediol, 2,6-bis (methylene-1,7-heptanediol, 4- methylene-1-heptene-3,5-diol, 2,4-dimethyl-1-heptene-3,5-diol, 2,6-dimethyl-1-heptene-3,5-diol, 3-ethenyl-5- methyl-1-heptene-3,5-diol, 6,6-dimethyl-2,4-heptadiene-2,6-diol, 4,6-dimethyl-2,5-heptadiene-1,7-diol, 4, 4-dimethyl-2,6-heptadiene-1,4-diol, 2,5,5-trimethyl-2-heptene-1,4-diol, 5,6-dimethyl-2-heptene-1,5-diol, 5-ethyl-1, 5-diol, 5-ethyl-2-heptene-1,7-diol, 2-methyl-3-heptene-1, 5-diol, 4,6-dimethyl-3-heptene-1,7-diol, 3-methyI-6-methylene-3-heptene-2,5-diol, 2,4-dimethyl-3-hepten-2 , 5-diol, 2,5-dimethyl-3-heptene-2,6-dioI, 2,6-dimethyl-3-heptene-2,6-diol, 4-6-dimethyl-5-heptene-1, 3 -diol, 2,4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,4-diol, 2,6-dimethyl-5-heptene-1,4-diol , 3,6-dimethyl-5-heptene-2,4-diol, 2,3-dimethyl-6-heptene-1,3-diol, 2,2-dimethyl-6-heptene-1,4-diol, 4 - (2-propenyl) -6-heptene-1,4-diol, 5,6-dimethyl-6-heptene-1,5-diol, 2,4-dimethyl-6-heptene-1,5-diol, 2 -ethyl-6-methyl-6-heptene-2,4-diol, 4- (2-propenyl) -6-heptene-2,4-diol, 5,5-dimethyl-6-heptene-2,5-diol , 4,6-dimethyl-6-heptene-2,5-diol, 5-ethenyl-4-methyl-1,3-octanediol, 2-methylene-1,6-octadiene-3,5-diol, 2,6 -dimethyl-1, 6-octadiene-3,5-diol, 3,7-dimethyl-1,7-octadiene-3,6-diol, 2,6-dimethyl-1,7-octadiene-3,6-diol , 2,7-dimethyl-1, 7-octadiene-3,6-diol, 3,6-dimethyl-1-octene-3, β-diol, 3-ethenyl-2,4,6-octatriene-1, 8 -diol, 2,7-dimethyl-2,4-octadiene-1, 7-diol, 3,7-dimethyl-2,5-octadiene-1, 7- diol, 2,6-dimethyl-2,5-octadiene-1, 7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol, 3,7-dimethyl- (rosiridol) -2, 6-Octadiene-1, 8-diol, 2-methyl-2,7-octadiene-1,4-diol, 3,7-dimethyl-2,7-octadiene-1, 5-diol, 2,6-dimethyl- 2,7-Octadiene-1,6-diol, 2,6-dimethyl- (8-hydroxylinalool) 2,7-octadiene-1,6-diol, 2,7-dimethyl-2-octene-1,4-diol 2-octene-1, 7-diol 2-octene-1, 7-diol, 2-methyl-6-methyl-3,5-octadiene-1,7-diol, 3,7-dimethyl-3,5-octadiene -3,7-diol, 2,7-dimethyl-3,5-octanediol, 4-methylene-3,7-octadiene-1,6-diol, 2,6-dimethyl-3,7-octadiene-2,5 -diol, 2,7-dimethyl-3,7-octadiene-2,6-diol, 2,6-dimethyl-3-octene-1,5-diol, 4-methyl-3-octene-1, 5 -diol, 5-methyl-4,6-octadiene-1,3-diol, 2,2-dimethyl-4,7-octadiene-2,3-diol, 2,6-dimethyl-4,7-octadiene-2 , 6-2,6-diol, 2,6-dimethyl-4-octene-1,6-diol, 7-methyl-2,7-bis (methylene) -2-methylene-5,7-octadiene-1, 4-diol 2,7-dimethyl-5,7-octadiene-1,4-diol, 7-methyl-5-octene-1,3-diol 6-octene-1,3-diol, 7-methyl-6-octene -1,4-diol, 7-methyl-6-octene-1,5-diol 6-octene-1,5-diol, 7- methyl-6-octene-3,5-dioi, 2-methyl-6-octene-3,5-diol 4-methyl-7-octene-1,3-diol, 2-methyl-7-octene-1, 3 -diol, 4-methyl 7-octene-1,3-diol, 7-methyl-7-octene-1,5-diol 7-octene-1,6-diol 7-octene-1,6-diol, 5- methyI-7-octene-2,4-diol, 2-methyl-6-methylene-7-octene-2,5-diol, 7-methyl-7-octene-3,5-diol, 2-methyl-1- noneno-3,5-diol 1 -noneno-3,7-diol 3-nonene-2,5-diol 4,6-nonadien-1,3-diol 8-methyl-4-nonene-2,8-diol 6 , 8-nonadien-1, 5-diol 7-nonene-2,4-diol 8-nonene-2,4-diol 8-nonene-2,5-diol 1,9-decadiene-3,8-diol and / or 1, 9-decadiene-4,6-diol and XI. mixtures of them; The transparent fabric softening compositions described herein may optionally, but preferably contain: (1) an effective amount, sufficient to provide clarity, of low molecular weight water-soluble solvents such as ethanol, isopropanol, propylene glycol, 1,3-propanediol , propylene carbonate, etc., said water-soluble solvents being at a level that will not form transparent compositions by themselves; (2) optional, but preferably, from 0% to about 15%, preferably from about 0.1% to about 8% and more preferably from about 0.2% to about 5% perfume; (3) optionally, from 0% to about 2%, preferably from about 0.01% to about 0.2% and most preferably from about 0.035% to about 0.1% of stabilizer; and (4) optionally, an effective amount for improving clarity, of water-soluble calcium and / or magnesium salt, preferably chloride. The rest of the composition is typically water. Preferably, the fabric softening compositions herein are aqueous, translucent or clear, preferably transparent, compositions containing from about 3% to about 95%, preferably from about 10% to about 80%, most preferably about 30% by weight. about 70% and even most preferably about 40% to about 60%, of water, and about 5% to about 40%, preferably about 7% to about 35%, most preferably about 10% to about 25% and even very preferably about 12% to about 18%, of the main alcohol solvent. These preferred products (compositions) are not translucent or transparent without the main solvent. The amount of principal solvent used to render the compositions translucent or transparent is preferably more than 50%, most preferably more than about 60% and even most preferably more than about 75% of the total organic solvent present. The major solvents are desirably maintained at the lowest levels that provide acceptable clarity / stability in the present fabric softening compositions. The presence of water exerts an important effect on the need for the main solvents to achieve the clarity of these compositions. The higher the water content, the higher the level of the main solvent (in relation to the level of softening active) that is required to achieve product clarity. Conversely, the lower the water content, the less main solvent is required (in relation to the level of softening active). Thus, at low water levels of from about 3% to about 15%, the weight ratio of softening active to principal solvent is preferably from about 55:45 to about 85:15, most preferably about 60:40 to approximately 80:20. At water levels of from about 15% to about 70%, the weight ratio of softening active to principal solvent is preferably from about 45:55 to about 70:30, most preferably around 55:45 to about 70:30. However, at high water levels of about 70% to about 80%, the weight ratio of softening active to principal solvent is preferably about 30:70 to about 55:45, most preferably about 35:65 to about 45:55 At higher water levels, the weight ratios of softening active to principal solvent should be even higher.

B. Fabric Softening Active An essential component of the fabric softening compositions described herein is a biodegradable fabric softening active in a ratio of about 15% to about 50%, preferably about 16% to about 35%, more preferably about 17% to about 30%, by weight of the composition, which is selected from the compounds identified hereinafter, and mixtures thereof. The active fabric softener used can be highly unsaturated and / or branched and is preferably biodegradable. The unsaturated compounds should have at least about 3%, for example, about 3% to about 30% of polyunsaturated groups containing softening active. Normally, polyunsaturated groups would not be desired in the active ones, since they tend to be much more unstable than even the monounsaturated groups. The presence of these highly unsaturated materials makes it highly desirable, and for the highest levels of polyunsaturation, essential, that the active and / or softening compositions of highly unsaturated and / or branched fabrics contain antibacterial, antioxidant and / or reducing materials, for protect assets from degradation. The long chain hydrocarbon groups may also comprise branched chains, for example, isostearic acid, for at least part of the groups. The total active represented by the branched chain groups, when present, is typically from about 1% to about 100%, preferably about 10% to about 70%, most preferably about 20% about 50%.

(A) Denster quaternary ammonium fabric softening active compound (DEQA) (1) The first type of DEQA preferably comprises, as the main active, compounds of the formula: (1) wherein each substituent R is an alkyl or hydroxyalkyl group of C- | -Cg, short chain, preferably C-1-C3, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and similar, benzyl or mixtures thereof; each m is 2 or 3; each n is from 1 to approximately 4; each Y is -O- (O) C-, -C (O) -O-, - (R) N- (O) C- or -C (O) -N (R) -; the sum of the carbons in each R1, plus one when Y is -O- (O) C- or - (R) N- (O) C-, is C12-C22. preferably C14-C20. with each R ^ being a hydrocarbyl, or substituted hydrocarbyl group, including straight or branched chain alkyls. Preferably, the softening active contains alkyl, mono-unsaturated alkylene and polyunsaturated alkylene groups, representing the softening active containing alkylene polyunsaturated groups of at least about 3%, for example, about 3% to about 30% by weight of the total fabric softening active present, (as used herein, the "percentage of softening active" that contains a certain group R1 is based on taking a percentage of the total asset based on the percentage of which a certain group R1 is, of the total R1 groups present). The Iodine Value (hereinafter referred to as IV) of the parent fatty acids of this group R1 is preferably from about 60 to about 140, most preferably from about 70 to about 130 and more preferably from about 75 to about 15, on average . It is believed that the assets comprising unsaturated R1 groups represent about 50% to about 100%, most preferably about 55% to about 95%, and even most preferably about 60% to about 90%, by weight of the total active present . The assets comprising polyunsaturated R1 groups represent at least about 3%, preferably at least about 5% and most preferably at least about 10%, and still more preferably at least about 15% by weight of the active totals present. These polyunsaturated groups are necessary to provide optimum viscosity stability, especially after freezing and thawing. The higher the level of polyunsaturated R1 groups in the active substances, the lower the level of active substances that comprise unsaturated R1 groups. The above counterion X (-) can be any anion compatible with softener, preferably the anion of a strong acid, for example chloride, bromide, methylsulfate, sulfate, nitrate and the like, most preferably chloride. These biodegradable quaternary ammonium fabric softening compositions preferably contain the C (O) R group which is derived mainly from unsaturated fatty acids, e.g., oleic acid, polyunsaturated fatty acids and / or saturated fatty acids, and / or acids. partially hydrogenated fatty acids derived from natural sources, for example, animal fat derivatives, vegetable oils and / or partially hydrogenated vegetable oils, such as canola oil, safflower oil, sunflower oil, peanut oil, corn oil, oil of soy, tallow oil, rice bran oil, etc. In other preferred embodiments, the fatty acids have the following approximate distributions: Acyl group DEQA1 DEQA DEQA DEQA4 DEQA3 qraso C12 trace trail 0 0 0 C14 3 3 0 0 0 C16 4 4 5 5 5 C18 0 0 5 6 6 C14: 1 3 3 0 0 0 C16: 1 11 7 0 0 3 C18: 1 74 73 71 68 67 C18: 2 4 8 8 11 1 1 C18: 3 0 1 1 2 2 C20: 1 0 0 2 2 2 C20 and more 0 0 2 0 0 Unknown 0 0 6 6 7 Total 99 99 100 100 102 IV 86-90 88-95 99 100 95 cis / trans (C18: 1) 20-30 20-30 4 5 5 TPU 4 9 10 13 13 Non-limiting examples of DEQA's are as follows: Acra qraso group DEQA ™ DEQAT 1 qraso C14 0 1 C16 11 25 C18 4 20 C14: 1 0 0 C16: 1 1 0 C18: 1 27 45 C18: 2 50 6 C18: 3 7 0 Unknown 0 3 Total 100 100 IV 125 -138 100 cis / trans (C18: 1) Not available 7 TPU 57 6 The DEQAl0 is prepared from a fatty acid of soybean, and the DEQA 1 is prepared from a slightly hydrogenated tallow fatty acid. It is preferred that at least a majority of the fatty acyl groups be unsaturated, for example, about 50% to 100%, preferably about 55% to about 95%, most preferably about 60% to about 90%, and that the total level of active containing polyunsaturated fatty acyl groups (TPU) is from about 3% to about 30%, preferably from about 5% to about 25%, most preferably from about 10% to about 18%. The cis / trans ratio for the unsaturated fatty acyl groups is important, with a cis / trans ratio of 1: 1 to about 50: 1, the minimum being 1: 1, preferably at least 3: 1 and more preferably about 4 : 1 to approximately 20: 1.

Unsaturated fatty acyl groups, including the preferred polyunsaturates, surprisingly provide effective smoothing, but also provide better rewet characteristics, adequate antistatic characteristics, and superior recovery after freezing and thawing. Highly unsaturated materials are also easier to formulate to create concentrated premixes that keep their viscosity low and are therefore easier to process, for example, pump, mix, etc. These materials are highly unsaturated with only a small amount of solvent that is normally associated with said materials, ie, from about 5% to about 20%, preferably about 8% to about 25%, most preferably about 10% to about 20% by weight of the total softener / solvent mixture are also easier to formulate to create concentrated and stable dispersion compositions of the present invention, even at ambient temperatures. This ability to process assets at low temperatures is especially important for polyunsaturated groups, since it minimizes degradation. Additional protection against degradation can be provided when the softening compounds and compositions contain antioxidants and / or effective reducing agents as described hereinafter. It will be understood that the substituents R and R1 can be optionally substituted with various groups such as alkoxy or hydroxyl groups, as long as the R1 groups maintain their basically hydrophobic character. Preferred compounds can be considered variations of biodegradable diester of ditallowdimethylammonium chloride (hereinafter referred to as "DTDMAC"), which is a widely used fabric softener. A long chain DEQA that is preferred is DEQA prepared from sources containing high levels of polyunsaturation, ie, N, N-di (acyl-oxyethyl) -N, N-dimethylammonium chloride, wherein the acyl is derived from fatty acids that contain sufficient polyunsaturation. As used herein, when the diester is specified, it may include the monoester that is present. Preferably, at least about 80% of DEQA is in the diester form, and from 0% to about 20% can be monoester of DEQA (e.g., in formula (1), m is 2 and a group YR1 is either "H" or "C- (O) -OH"). For smoothing, under zero or low detergency laundry conditions, the percentage of monoester should be as low as possible, preferably not more than about 5%. However, under conditions of high presence of anionic detergent surfactant or builder, some monoesters or monoamides may be preferred. The overall ratios of diester to monoester, or diamide to monoamide, are from about 100: 1 to about 2: 1, preferably about 50: 1 to about 5: 1, most preferably about 13: 1 to about 8: 1. . Under conditions of high detergency, the di / monoester ratio is preferably about 1 1: 1. The level of monoester, or monoamide, present can be controlled in the manufacture of DEQA. The above compounds, used as the biodegradable softening material of quaternized ester-amine or amido-amine in the practice of this invention, can be prepared using standard reaction chemistry. In a synthesis of a diester variation of DTDMAC, an amine of the formula RN (CH2CH2OH) 2 is esterified in both hydroxyl groups with an acid chloride of the formula R1C (O) CI, and then quatemized with an alkyl halide, RX, to produce the desired reaction product (wherein R and R1 are as defined hereinabove). However, it will be appreciated by those skilled in the chemical arts that this ester-amine reaction sequence allows a wide selection of agents to be prepared. Another DEQA softening active which is preferred and suitable for the formulation of the concentrated and liquid fabric softening compositions of the present invention, has the formula (1) above, wherein a R group is a hydroxyalkyl group of C 1-4, or polyalkoxy group, preferably one wherein a R group is a hydroxyethyl group. An example of said active hydroxyethyl ester is di (acyloxyethyl) (2-hydroxyethyl) methylammonium methylsulfate, wherein the acyl is derived from the fatty acids described hereinbefore. Another example of this type of DEQA is derived from the same fatty acid as DEQA1, and is referred to hereinafter as DEQA8. (2) A second type of DEQA asset has the general formula: wherein each Y, R, R1 and X (_> has the same meanings as above. Such compounds include those having the formula: [CH3] 3 N (+) [CH2CH (CH2OC [O] R1) OC (O R1] Cl wherein each R is a methyl or ethyl group, and preferably each R is on the scale of C-? 5 to C19.As used herein, when the diester is specified, it may include the monoester which The amount of monoester that may be present is the same as in DEQA (1) .These types of agent and general methods of making them are described in US Patent No. 4,137,180, Naik et al., issued 30. of June 1979, which is incorporated herein by reference, An example of an DEQA of the formula (2) which is preferred is the active softener of quaternary ammonium fabrics of "propyl" ester having the formula chloride of 1,2-di (acyloxy) -3-trimethylaminopropropane, wherein the acyl is the same as that of DEQA5, and is referred to hereinafter in the I like you as DEQA9. (3) A third type of DEQA softening active has the general formula: [RC (O) OC2H4] nN + (R1) mX "wherein each R in a compound is a C6-C22 hydrocarbyl group, preferably having an IV from about 70 to about 140 based on the IV of the equivalent fatty acid with the cis / trans ratio being preferably as described above, n is a number from 1 to three in the weight average in any mixture of compounds, each R1 in a compound is an alkyl or hydroxyalkyl group of C? -3, the total of n and the number of groups R1 which are hydroxyethyl groups is equal to 3, n + m is equal to 4 and X is anion compatible with softener, preferably methyl sulfate Preferably, the cis: trans isomer ratio of the fatty acid (of the C18: 1 component) is at least about 1: 1, preferably about 2: 1, most preferably 3: 1 and even more preferably about 4. : 1 or more: Fabric softening compounds biodegradab Those which are preferred from the third type of DEQA softening active described hereinabove comprise the quaternary ammonium salt, the quaternized ammonium salt being a quaternized condensation product between: a) a fraction of saturated or unsaturated fatty acids, linear or branched, or derivatives of said acids, said fatty acids or derivatives each possessing a hydrocarbon chain in which the number of atoms is between 5 and 21, and b) triethanolamine, further characterized in that said condensation product has a value acid, measured by titration of the condensation product with a normal KOH solution against a phenolphthalein indicator, of less than about 6.5. The acid value is preferably less than, or equal to, about 5, most preferably less than about 3. In fact, the lower the acid value, the better yield of softness will be obtained. The acid value is determined by titration of the condensation product with a standard KOH solution against a phenolphthalein indicator in accordance with ISO # 53402. The acid value is expressed as mg KOH / g of the condensation product. For an optimum smoothness benefit, it is preferred that the reactants are present in a molar ratio of fatty acid to triethanolamine fraction from about 1: 1 to about 2.5: 1. It has also been found that the optimum softness performance is also affected by the high detergency laundry conditions, and very especially by the presence of the anionic surfactant in the solution in which the softening composition is used. In fact, the presence of the anionic surfactant that normally comes out of the wash will interact with the softening compound, thereby reducing its performance. In this way, depending on the conditions of use, the molar ratio of fatty acid / triethanolamine can be critical. Consequently, when no rinse occurs between the wash cycle and the rinse cycle containing the softening compound, a high amount of anionic surfactant will be included in the rinse cycle containing the softening compound. In this case, it has been found that a molar ratio of fatty acid / triethanolamine fraction from about 1.4: 1 to about 1.8: 1 is preferred. For a high amount of anionic surfactant, it is intended that the presence of the anionic surfactant in the rinse cycle at a level such that the molar ratio of anionic surfactant / cationic softening compound of the invention is at least approximately 1/10. Thus, according to another aspect of the invention, there is provided a method for treating fabrics comprising the step of contacting the fabrics in an aqueous medium containing a softening compound of the invention or a softening composition thereof. the molar ratio of fatty acid / triethanolamine in the softening compound is from about 1.4: 1 to about 1.8: 1, preferably about 1.5: 1, and the aqueous medium comprises a molar ratio of anionic surfactant to said softening compound of the invention of at least about 1: 10. When, on the other hand, an intermediate rinse cycle occurs between the wash cycle and the subsequent rinse cycle, less anionic surfactant, ie, less than about 1:10 of a molar ratio of anionic surfactant to cationic compound of the invention will be included then. Accordingly, a fatty acid / triethanolamine molar ratio of about 1.8: 1 to about 2.2: 1 has been found to be preferred. For this, in another aspect of the invention a method for treating fabrics is provided, comprising the step of contacting the fabrics in an aqueous medium containing the softening compound of the invention or the softening composition thereof, wherein the molar ratio of fatty acid / triethanolamine in the softening compound is from about 1.8: 1 to about 2: 1, preferably about 2.0: 1 and the aqueous medium comprises a molar ratio of anionic surfactant to said softening compound of the invention of less of about 1: 10. In a preferred embodiment of the invention, the fatty acid fraction and triethanolamine are present in a molar ratio of about 1: 1 to about 2.5: 1. The DEQA active ingredients described hereinabove may contain a low level of the fatty acids which may be an unreacted starting material and / or by-product of any partial degradation, i.e., hydrolysis, of the softening actives in the compositions finished. It is preferred that the level of free fatty acid be low, preferably less than about 10%, most preferably less than about 5%, by weight of the softening active. Other less biodegradable fabric softeners that may also be used herein, at least in part, are described, at least generically, for basic structures, in the U.S. Patents. Nos. 3,861, 870, Edwards and Diehl; 4,308,151, Cambre; 3,886,076, Bernardino; 4,233,164, Davis; 4,401, 578, Verbruggen; 3,974,076, Wiersema and Rieke; and 4,237,016, Rudkin, Clint, and Young, all of these patents are incorporated herein by reference. Other fabric softening agents are further described in the U.S.A. No. 4,661, 269, issued April 28, 1987 to Toan Trinh, Errol H. Wahl, Donal M. Swartley and Ronald L. Hemingway, said patent being incorporated herein by reference. Other primary fabric softening actives which may be used in the fabric softening compositions described herein are those which are highly unsaturated versions of the traditional softening actives, ie, double long chain alkyl nitrogen derivatives, normally cationic materials, such as dialkyldimethylammonium chloride and imidazolinium compounds as described hereinafter. As described in more detail hereinafter and below, more biodegradable fabric softening compounds may be present. Examples of such fabric softeners can be found in the U.S. Patents. Nos. 3,408,361, Mannheimer, issued October 29, 1968; 4,709,045, Kubo et al., Issued November 24, 1987; 4,233,451, Pracht et al., Issued November 1, 1980; 4,127,489, Pracht et al., Issued November 28, 1979; 3,689,424, Berg et al., Issued September 5, 1972; 4,128,485, Baumann et al., Issued December 5, 1978; 4,161, 604, Elster et al., Issued July 17, 1979; 4,189,593, Wechsler et al., Issued February 19, 1980; and 4,339,391, Hoffman et al., issued July 13, 1982, said patents being incorporated herein by reference. Accordingly, the fabric softening actives used in the present invention may also comprise a majority of the compounds as follows: (4) active softener having the formula: R4-mN (+) - R1m A 'wherein each m is 2 or 3, each R1 is a hydrocarbyl, or substituted hydrocarbyl substituent of preferably C-? -C2o, but not more than one being about C-? 2 and then the other is at least about 16, preferably C alquilo or C2o alkyl or alkenyl (unsaturated alkyl, including polyunsaturated alkyl, also sometimes known as "alkylene") "), most preferably C12-C-? β alkyl or alkenyl. and wherein the Iodine Value of a fatty acid containing this group R is from about 70 to about 140, most preferably from about 80 to about 130; and more preferably from about 90 to about 15, with a cis / trans ratio of from about 1: 1 to about 50: 1, the minimum being 1: 1, preferably from about 2: 1 to about 40: 1, most preferably around from 3: 1 to about 30: 1, and even very preferably from about 4: 1 to about 20: 1; each R1 may also preferably be a branched-chain C-C22 alkyl group, preferably a branched-chain C16-C18 group; each R is H or a short chain, preferably C 1 -C 3 alkyl or hydroxyalkyl group, for example, methyl (more preferred), ethyl, propyl, hydroxyethyl and the like, benzyl or (R 2 O) 2-4 H; and A "is an anion compatible with softener, preferably, chloride, bromide, methylsuiphatic, ethylsultate, sulfate and nitrate, most preferably chloride and methylsulfate; (5) active softener having the formula: wherein each R, R1 and A "has the definitions given above, each R2 is an alkylene group of C1-6, preferably an ethylene group, and G is an oxygen atom or a group -NR-; (6) active softener which has the formula wherein R, R and G are as defined above; (7) reaction products of branched chain and / or substantially unsaturated higher fatty acids with dialkylenetriamines in, for example, a molecular ratio of about 2: 1, said reaction products containing compounds of the formula: R 1 -C (O) - NH-R2-NH-R3-NH-C (Q) -R1 wherein R1, R2 are as defined above, and each R3 is an alkylene group of C6-6, preferably an ethylene group; (8) active softener that has the formula: [R1- C (O) -NR- R2-N (R) 2- R3- NR- C (O) -R1] + A "wherein R, R1, R2, R3 and A" are as defined above; (9) the reaction product of a substantially unsaturated and / or branched chain fatty acid with hydroxyalkylalkylene diamines in a molecular ratio of about 2: 1, said reaction products contain compounds of the formula: R1-C (O) -NH-R2-N (R3OH) -C (O) -R1 wherein R1, R2 and R3 are as defined above; (10) active softener that has the formula: wherein R, R1, R2 and A "are defined as above, and (11) mixtures thereof Examples of the compound (4) are dialkylenedimethylamine salts such as dicanoladimethylammonium chloride, dicanladimethylammonium methylisulfate, dichloride (partially soya) hydrogenated, cis / trans ratio of about 4: 1) dimethylammonium, dioleyldimethylammonium chloride, di-diallyldimethylammonium chloride and di (canola) dimethylammonium are preferred. An example of commercially available dialklenedimethylammonium salts that can be used in the present invention is available dioleyldimethylammonium chloride from Witco Corporation under the trade name Adogen® 472. An example of compound 5 is 1-methyl-1-oleyl amidoethyl-2-oleylimidazolinium methylisulfate, wherein R 1 is a hydrocarbon group of Ci5-C? 7 aliphatic acyclic, R2 is an ethylene group, G is an NH group, R5 is a methyl group and A "is a methylisulfate anion, commercially available from Witco Corporation under the tradename Varisoft® 3690. An example of compound 6 is 1-oleylamidoethyl-2-oleylimidazoline wherein R 1 is an acyclic and aliphatic C 5 -C 7 hydrocarbon group, R 2 is an ethylene group and It's an NH group. An example of compound 7 are the reaction products of oleic acids with diethientriamine in a molecular ratio of about 2: 1, said mixture of reaction product containing N, N "-dioleoidiethylenetriamine with the formula: R1-C (O) -NH-CH2CH2-NH-CH2-CH2-NH-C (O) -R1 wherein R1-C (O) is an oleoyl group of a commercially available oleic acid derived from a vegetable or animal source such as Emersol® 223LL or Emersol® 7021, available from Henkel Corporation, and R2 and R3 are divalent ethylene groups. An example of compound 8 is a fatty diamidoamine-based softener having the formula: [R1-C (O) -NH-CH2CH2-N (CH3) (CH2CH2? H) -CH2CH2-NH-C (O) -R1 ] + CH3S? 4-wherein R1-C (O) is an oleoyl group, commercially available from Witco Corporation under the trade name Varisoft® 222LT. In example of compound 9 are reaction products of oleic acids N-2-hydroxyethylethylenediamine in a molecular ratio of about 2: 1, said mixture of reaction product contains a compound of the formula: R1-C (0) -NH-CH2CH2 -N (CH2CH2? H) -C (0) -R1 wherein R1-C (O) is an oleoyl group of a commercially available oleic acid derived from a vegetable or animal source, such as Emersol® 223LL or Emersol® 7021, available from Henkel Corporation. An example of compound 10 is the dicutane compound having the formula: wherein R1 is derived from oleic acid, and the compound is available from the Witco Company. The softening actives of previous individual fabrics can be used individually or as mixtures. One type of optional but highly desirable cationic compound that can be used in combination with the above softening actives are the compounds containing a long chain acyclic Cs-C22 hydrocarbon group, selected from the group consisting of: (12) quaternary ammonium salts acyclics having the formula: [R1- (R5) 2 -R6] + A "wherein R5 and R6 are alkyl or hydroxyalkyl groups of C? -C, and R1 and A" are defined as hereinbefore; (13) substituted imidazolinium salts having the formula: wherein R7 is hydrogen or a saturated C1-C4 alkyl or hydroxyalkyl group, and R1 and A "are as defined herein above; (14) substituted imidazolinium salts having the formula: wherein R5 is an alkyl or hydroxyalkyl group of C1-C4, and R1, R2 and A "are as defined above; (15) alkylpyridinium salts having the formula: wherein R 4 is an acyclic and aliphatic Cs-C22 hydrocarbon group and A "is an anion, and (16) alkanamide alkamide pyridinium salts having the formula: wherein R1, R2 and A "are as defined hereinbefore, and mixtures thereof Examples of compound 12 are the monoalkenyltrimethylammonium salts such as monooleyltrimethylammonium chloride, monocanetrimethylammonium chloride and soyatrimethylammonium chloride. Monooleyltrimethylammonium chloride and chloride are preferred. Other examples of compound 12 are soyatrimethylammonium chloride available from Witco Corporation under the trade name Adogen® 415, erucyltrimethylammonium chloride wherein R1 is a C22 hydrocarbyl group derived from a natural source, soyadimethylethylammonium ethiisulfate wherein R1 is a C? 6-C? 8 hydrocarbon group, R5 is a methyl group, R6 is an ethyl group and A "is an etiisulfate anion, and methyl bis (2-hydroxyethyl) oleylammonium chloride wherein R1 is a hydrocarbyl group de Cie, R5 is a 2-hydroxyethyl group and R6 is a methyl group. An example of compound 14 is 1-ethyl-1- (2-hydroxyethyl) -2-isoheptadecylimidazolinium ethiisulfate wherein R1 is a C1-hydrocarbyl group, R2 is an ethylene group, R5 is an ethyl group and A "is an anion of etiisulfate.

[In preferred quaternary ammonium fabric softening compounds, and especially DEQAs, - (O) CR1 is derived from unsaturated fatty acid, for example, oleic acid, and / or fatty acids and / or partially hydrogenated fatty acids, derivatives of animal fats, vegetable oils and / or partially hydrogenated vegetable oils, such as: canola oil; safflower oil; peanut oil; sunflower oil; soy oil; corn oil, wood oil; rice bran oil; etc.]. [As used herein, active softeners of biodegradable fabrics containing ester linkages are referred to as "DEQA", which includes diester, triester and monoester compounds containing one to three, preferably two long chain hydrophobic groups. The corresponding amide softening actives and mixed ester-amide softening actives may also contain from one to three, preferably two, long chain hydrophobic groups. These fabric softening actives have the characteristics that they can be processed by conventional mixing means at room temperature, at least in the presence of about 15% solvent C as described herein].

Anion A In the cationic nitrogen salts herein, anion A ", which is any anion compatible with softener, provides electrical neutrality.Almost commonly, the anion used to provide electrical neutrality in these salts provides a strong acid, especially A halide, such as chloride, bromide or iodide, however, other anions, such as methylisulfate, etiisulfate, acetate, formate, sulfate, carbonate and the like can be used, and chloride and methylisulfate are preferred as anion A.

C. Optional Ingredients 1. Perfume The fabric softening compositions of the present invention may contain any perfume compatible with fabric softener. Suitable perfumes are described in the U.S. patent. 5,500,138, Bacon et al., Issued March 19, 1996, said patent being incorporated herein by reference. The perfume is optionally present at a level of from 0% to about 10%, preferably from about 0.1% to about 5% and more preferably from about 0.2% to about 3% by weight of the finished composition. An advantage of this invention is that the perfume can be preferably added in the premix to simplify the preparation of the finished dispersion compositions and to improve the deposition of said perfume on the fabrics. The premix can be added to water containing the necessary amount of water, preferably mineral acid, most preferably HCl, to create the finished composition as described hereinafter. 2. Stabilizers Stabilizers are highly desirable, and even essential, in fabric softening compositions and optionally, the raw material of this invention. The term "stabilizer", as used herein, includes antioxidants and reducing agents. These agents are present in the final composition at a level of from 0% to about 2%, preferably from about 0.01% to about 0.2%, most preferably from about 0.035% to about 0.1% for antioxidants, and more preferably about 0.01% to approximately 0.2% for reducing agents. For the premix, the levels are adjusted depending on the concentrations of the softening active in the premix and in the finished composition. These ensure adequate odor stability under long-term storage conditions. Antioxidant stabilizers and reducing agents are especially critical for products without aroma or low aroma (without or with low perfume content). Examples of antioxidants that can be added to the fabric softening compositions of this invention include a mixture of ascorbic acid, ascorbic palmitate and propylgalate, available from Eastman Chemical Products, Inc., under the trade names Tenox® PG and Tenox® S-1; a mixture of BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole), propylgalate and citric acid, available from Eastman Chemical Products, Inc., under the trade name Tenox®-6; butylated hydroxytoluene available from UOP Process Division under the trade name Sustane® BHT; tertiary butylhydroquinone, Eastman Chemical Products, Inc., as Tenox® TBHQ; natural tocopherols, Eastman Chemical Products, Inc., as Tenox® GT-1 / GT-2; and butylated hydroxyanisole, Eastman Chemical Products, Inc., as BHA; long chain esters (C8-C22) of gallic acid, e.g., dodecylgalate; Irganox® 1010; Irganox® 1035; Irganox® B 1 171; Irganox® 1425; Irganox® 31 14; Irganox® 3125 and mixtures thereof; preferably Irganox® 3125, Irganox® 1425, Irganox® 31 14 and mixtures thereof; most preferably Irganox® 3125 alone or mixed with citric acid and / or other chelating agents such as isopropyl citrate, Dequest® 2010, available from Monsanto with a chemical name of 1-hydroxyethylidene-1,1-diphosphonic acid (etidronic acid) and Pull ®, available from Kodak with a chemical name of 4,5-dihydroxy-m-benzenesulfonic acid / sodium salt and DTPA®, available from Aldrich with a chemical name of diethylenetriaminepentaacetic acid. 1. Polishes The fabric softening compositions herein can also optionally contain about 0.005% to 5% by weight of certain types of hydrophilic optical brighteners that also provide a dye transfer inhibiting action. If used, the compositions herein will preferably comprise from about 0.001% to 1% by weight of said optical brighteners. The hydrophilic optical brighteners useful in the present invention are those having the structural formula: wherein R-j is selected from anilino, N-2-bis-hydroxyethyl and NH-2-hydroxyethyl; R 2 is selected from N-2-bis-hydroxyethyl, N-2-hydroxyethyl-N-methylamino, morphino, chloro and amino; and M is a salt-forming cation such as sodium or potassium. When in the previous formula, R- | is anilino, R2 is N-2-bis-hydroxyethyl and M is a cation such as sodium diol, the brightener is acid 4,4 ', bs [(4-anilino-6- (N-2-bis-hydroxy)] ethyl) -s-triazin-2-yl) amino] -2,2'-stilbenedisulfonic acid and disodium salt. This particular brightener species is commercially marketed under the trade name Tinopal-UNPA-GX by Ciba-Geigy Corporation. Tinopal-UNPA-GX® is the preferred hydrophilic optical brightener useful in the compositions herein. When in the above formula R1 is anilino, R2 is N-2-hydroxyethyl-N-2-methylamino and M is a cation such as sodiol, the brightener is the disodium salt of 4,4'-bis [4- anilino-6- (N-2-hydroxyethyl-N-methylamino) -s-triazin ^ -i aminoj ^^ '- stilbene isulfonic This particular brightener is commercially marketed under the trade name Tinopal 5BM-GX® by Ciba-Geigy Corporation.

When in the above formula R1 is anilino, R2 is morphino and M is a cation such as sodiol, the brightener is the sodium salt of 4,4'-bis [(4-anilino-6-morphino-s-triazin- 2-yl) amino] 2,2'-stilbenedisulfonic acid. This particular kind of brightener is sold commercially under the trade name Tinopal AMS-GX® by Ciba-Geigy Corporation. 4. Dispersion Ability Aids The fabric softening compositions of the present invention may optionally contain dispersion aids, eg, those selected from the group consisting of long single chain cationic quaternary alkyl ammonium compounds, chain alkylamine oxides individual long and mixtures thereof, to assist in the formation of the finished fabric softening compositions. When said dispersion capability aid is present, it is typically at a total level of about 2% to about 25%, preferably about 3% about 17%, most preferably about 4% to, about 15% and even more preferably about 5% to about 13%, by weight of the composition. These materials can be added as part of the fabric softening raw material (I), or added as a separate component. The total dispersion capacity auxiliary level includes any quantity that may be present as part of the component (I). to. Mono alkyl cationic quaternary ammonium compound When the mono alkyl cationic quaternary ammonium compound is present, it is typically at a level of from about 2% to about 25%, preferably about 3% to about 17%, most preferably about from 4% to about 15% and still more preferably from about 5% to about 13% by weight of the composition, the mono alkyl cationic quaternary ammonium compound being at least at an effective level. Said monoalkyl cationic quaternary ammonium compounds useful in the present invention are preferably quaternary ammonium salts of the general formula: [R4N + (R5) 3] X- wherein R4 is a C8-C22 alkyl or alkenyl group. preferably an alkyl or alkenyl group of C ^ o-Cis; most preferably an alkyl or C10-C14 alkenyl or C-i? -Ci s; each R§ is an alkyl group of C ^ -CQ or substituted alkyl (e.g., hydroxyalkyl), preferably Cj-C3 alkyl group, e.g., methyl (most preferred), ethyl, propyl and the like, a benzyl group, hydrogen, a polyethoxylated chain with from about 2 to about 20 oxyethylene units, preferably about 2.5 to about 13 oxyethylene units, most preferably about 3 to about 10 oxyethylene units and mixtures thereof; and X "is as defined above for formula (I).

Especially preferred dispersion aids are monolauriitrimethylammonium chloride and monosebotrimethylammonium chloride, available from Witco under the trade name Varisoft® 471 and monooleyltrimethylammonium chloride, available from Witco under the tradename Varisoft® 417. The group R ^ may also be attached to the cationic nitrogen atom by means of a group containing one or more ester linking groups, amide, ether, amine, etc., which may be desirable for an increased concentration capacity of component (I), etc. Such linking groups are preferably within about 1 to about 3 carbon atoms of the nitrogen atom. The monoalkyl cationic quaternary ammonium compounds also include the alkylcholine esters of Cs-C22- Preferred dispersion aids of this type have the formula: RC (O) -O-CH2CH2N + (R) 3X- in where R1, R and X "are as defined above. Highly preferred dispersion aids include C-12-C14 coconut ester and C-jß-Ci sebum choline ester. Single long chain biodegradable alkyl dispersion containing an ester linkage in the long chains are described in U.S. Patent No. 4,840,738, Hardy and Walley, issued June 20, 1989, said patent being incorporated herein by reference.

When the dispersion capability auxiliary comprises alkyl choline esters, preferably the compositions also contain a small amount, preferably about 2% to about 5% by weight of the composition, of an organic acid. Organic acids are described in European Patent Application No. 404,471, Machin et al., Published December 27, 1990, supra, which is hereby incorporated by reference. Preferably, the organic acid is selected from the group consisting of glycolic acid, acetic acid, citric acid and mixtures thereof. The ethoxylated quaternary ammonium compounds which can serve as the dispersion aids auxiliary include ethyl bismic acid (polyethoxyethanol) alkylammonium with 17 moles of ethylene oxide, available under the tradename Variquat® 66 from Sherex Chemical Company; polyethylene glycol (15) oleammonium chloride, available under the tradename Ethoquad® 0/25 from Akzo; and polyethylene glycol (15) cocoammonium chloride, available under the tradename Ethoquad® C / 25 from Akzo. Although the main function of the dispersion capability aid is to increase the dispersion capacity of the ester softener, preferably the dispersion aids also have smoothing properties to promote the softening performance of the composition. Therefore, preferably, the liquid detergent compositions are essentially free of non-nitrogenous ethoxylated nonionic dispersion aids that will decrease the overall softening performance of the compositions. Likewise, quaternary compounds having only a single long alkyl chain can protect the cationic softener from interacting with anionic surfactants and / or builders found in the rinse coming from the wash solution. b. Amine Oxides Suitable amine oxides include those with an alkyl or hydroxyalkyl portion of about 8 to about 22 carbon atoms, preferably about 10 to about 18 carbon atoms, most preferably about 8 to about 14 carbon atoms and two alkyl portions selected from the group consisting of alkyl groups and hydroxyalkyl groups with from about 1 to about 3 carbon atoms. Examples include dimethyloctylamine oxide, diethyldecylamine oxide, bis- (2-hydroxyethyl) dodecylamine oxide, dimethyldodecylamine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, dimethyl-2-hydroxyoctadecylamine oxide and fatty coconut alkyl dimethyl amine oxide.

. Dirt releasing agent In the present invention, an optional dirt release agent may be added, especially to the finished fabric softening compositions. The addition of the soil release agent can occur in combination with the premix, in combination with the acid / water seat, before or after the addition of the electrolyte and after the final composition has been made. The composition may contain from 0% to about 10%, preferably from 0.2% to about 5% of a soil release agent. The concentration in the premix is adjusted to provide the desired final concentration. Preferably, said soil release agent is a polymer. Polymeric soil release agents useful in the present invention include copolymer blocks of terephthalate and polyethylene oxide or polypropylene oxide and the like. A preferred dye releasing agent is a copolymer having blocks of terephthalate and polyethylene oxide. In very specific form, these polymers comprise repeating units of ethylene terephthalate and polyethylene oxide at a molar ratio of ethylene terephthalate units to polyethylene terephthalate units from 25:75 to about 35:65.said polyethylene oxide terephthalate contains polyethylene oxide blocks having molecular weights of from about 300 to about 2000. The molecular weight of this polymeric soil release agent is in the range of about 5,000 to about 55,000. Another polymeric soil release agent that is preferred is a crystallizable polyester with repeating units of ethylene terephthalate units containing from about 10% to about 15% by weight of ethylene terephthalate units together with about 10% to about 50% by weight of polyoxyethylene terephthalate units, derived from a polyoxyethylene glycol of molecular weight from about 300 to about 6,000, and the molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymer compound is between 2: 1 and 6: 1. Examples of this polymer include commercially available materials such as Zelcon 4780® (from Dupont) and Milease T® (from ICI). Highly preferred soiling agents are polymers of the generic formula: O O O O I I! II II X- (OCH2CH2) p (0-C-R14-C-OR15) u (0-C-R14-OC-0) (CH2CH20-) n-X wherein each X can be a suitable block end group, with each X typically being selected from groups consisting of H and alkyl or acyl groups containing from about 1 to about 4 carbon atoms, p is selected for water solubility and generally is from about 6 to about 113, preferably from about 20 to about 50; u is critical for the formulation in a liquid composition having a relatively high ionic strength. There must be very little material in which u is greater than 10. Moreover, there must be at least 20%, preferably at least 40% material in which u varies from about 3 to about 5. The portions R14 are essentially 1, 4-phenylene portions.

As used herein, the term "R 4 portions are essentially 1,4-phenylene portions" refers to compounds in which the R 4 portions consist entirely of 1,4-phenylene portions or are partially substituted with other portions arylene or alkarylene, alkylene portions, alkenylene portions or mixtures thereof. The arylene and alkarylene portions that can be partially substituted by 1,4-phenylene include 1,3-phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-diphenylene, 4,4 -biphenylene and mixtures thereof. The alkylene and alkenylene portions that may be partially substituted include 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octamethylene, 1,4 -cyclohexylene and mixtures thereof. For the R14 portions, the degree of partial substitution with portions other than 1,4-phenylene should be such that the dirt release properties of the compound are not adversely affected to any degree. Generally, the degree of partial substitution that can be tolerated will depend on the length of the base structure of the compound, i.e., the longer base structures may have a greater partial substitution for the 1,4-phenylene portions. Typically, compounds in which Rl4 comprises from about 50% to about 100% 1,4-phenylene portions (from 0% to about 50% portions other than 1,4-phenylene) have adequate soil release activity . For example, polyesters made with a 40:60 molar ratio of isophthalic acid (1,3-phenylene) to terephthalic acid (1,4-phenylene) have suitable soil release activity. However, because most of the polyesters used in the fiber manufacture comprise ethylene terephthalate units, it is usually desirable to minimize the degree of partial substitution with portions other than 1,4-phenylene for better release activity. of dirt. Preferably, the R 4 portions consist entirely of (i.e., comprise 100%) 1,4-phenylene portions, that is, each R 14 portion is 1,4-phenylene. For the R 5 portions, suitable ethylene or substituted ethylene portions include ethylene, 1,2-propylene, 1,2-butylene, 1,2-hexylene, 3-methoxy-1,2-propylene and mixtures thereof. Preferably, the R15 portions are essentially ethylene portions, 1,2-propylene portions or mixtures thereof. The inclusion of a higher percentage of ethylene portions tends to improve the dirt release activity of the compounds. Surprisingly, the inclusion of a higher percentage of 1,2-propylene portions tends to improve the water solubility of the compounds. Therefore, the use of 1, 2-propylene or a similar branched equivalent portions is desirable for the incorporation of any substantial portion of the soil release component in the liquid fabric softening compositions. Preferably, about 75% to about 100% are 1, 2-propylene portions. The value for each p is at least about 6 and preferably at least about 10. The value for n normally varies from about 12 to about 1 13. Typically, the value for each p is on the scale of about 12. to about 43. A more complete description of soil release agents is found in the US patents Nos. 4,661, 267, Decker, Konig, Straathof and Gosselink, issued on April 28, 1987; 4.71 1, 730, Gosselink and Diehl, issued on December 8, 1987; 4,749,596, Evans, Huntington, Stewart, Wolf and Zimmerer, issued June 7, 1988; 4,818,569, Trinh, Gosselink and Rattinger, issued April 4, 1989; 4,877,896, Maldonado, Trinh and Gosselink, issued on October 31, 1989; 4,956,447, Gosselink et al., Issued September 1, 1990 and 4,976,879, Maldonado, Trinh and Gosselink, issued December 1, 1990, all of these patents are hereby incorporated by reference. These soil release agents can also act as soap-based dispersants. 6. Soapy Cream Dispersant In the present invention, fabric softening compositions may also contain a soapy cream dispersant other than the soil release agent, and be heated to a temperature at or above the melting point of the components. Soapy cream dispersants are desirable components of the finished fabric softening compositions herein. The soap-based dispersants of the present are formed by highly ethoxylating hydrophobic materials. The hydrophobic material can be a fatty alcohol, fatty acid, fatty amine, fatty acid amide, amine oxide, quaternary ammonium compound, or the hydrophobic portions used to form soil release polymers. Preferred soap-based dispersants are highly ethoxylated, e.g., more than about 17, preferably more than about 25, most preferably more than about 40 moles of ethylene oxide per molecule on average, with the oxide portion being polyethylene from about 76% to about 97%, preferably about 81% to about 94% of the total molecular weight. The level of soap scum dispersant is sufficient to maintain the soapy cream at an acceptable level, preferably not noticeable by the consumer, under the conditions of use, but not sufficient to adversely affect the smoothing. For certain purposes it is desirable that there is no soapy cream. Depending on the amount of anionic or non-ionic detergent, etc., used in the wash cycle of a typical washing procedure, the efficiency of the rinse steps before the introduction of the compositions herein and the hardness of the water, the amount of anionic or nonionic detergent surfactant and builder (especially phosphates and zeolites) trapped in the fabric (clothes) will vary. Normally the minimum amount of soap-based dispersant should be used to avoid adversely affecting the softening properties. Typically, the soap cream dispersion requires at least about 2%, preferably at least about 4% (at least 6% and preferably at least 10% to avoid soap cream as much as possible) based on the level of the soap. active softener. However, at levels of about 10% (relative to the softening material) or more, there is a risk of the loss of product smoothing efficiency, especially when the fabrics contain high proportions of nonionic surfactant which has been absorbed during the washing operation. The soap-based dispersants that are preferred are: Brij 700®; Varonic U-250®; Genapol T-500®; Genapol T-800®; Plurafac A-79® and Neodol 25-50®. 7. Bactericides Examples of bactericides used in the softening compositions of this invention include glutaraldehyde, formaldehyde, 2-bromo-2-nitro-propane-1,3-diol sold by Inolex Chemicals, located in Philadelphia, Pennsylvania, under the trade name Bronopol and a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one sold by Rohm and Haas. Company under the trade name Kathon CG / ICP®. Typical levels of bactericides used in the present dispersion compositions are from about 1 to about 1,000 ppm by weight of the agent. 8. Chelating Agents The finished dispersion compositions and methods herein may optionally employ one or more copper and / or nickel chelating agents ("chelators"). Said water-soluble chelating agents can be selected from the group consisting of aminocarboxylates, aminophosphonates, polyfunctionally substituted aromatic chelating agents and mixtures thereof, all as defined hereinafter. The whiteness and / or brightness of the fabrics is substantially improved or restored by means of said chelating agents, and the stability of the materials in the compositions is improved. Aminocarboxylates useful as chelating agents herein include ethylenediaminetetraacetates (EDTA), N-hydroxyethylenediaminetriacetates, nitrilotriacetates (NTA), ethylenediaminetetrapropionates, ethylenediamine-N'-diglutamates, 2-hydroxypropylenediamine-N'-disuccinates, triethylenetetraaminohexacetates, diethylenetriaminepentaacetates (DETPA) and ethanoldiglicines, including their water-soluble salts such as alkali metal, ammonium and substituted ammonium salts thereof and mixtures thereof. Aminophosphonates are also optionally suitable for use as chelating agents in the compositions when at least low levels of total phosphorus are allowed in the detergent compositions, and include ethylenediaminetetrakis (methylenephosphonates), diethylenetriamine-N, N, N ', N ", N "-pentakis (methane-phosphonate) (DETMP) and 1-hydroxyethane-1,1-diphosphonate (HEDP). Preferably, these aminophosphonates do not contain alkyl or alkenyl groups with more than about 6 carbon atoms. Chelating agents are typically used in the present rinse procedure at levels of about 2 ppm to about 25 ppm, during soaking periods of 1 minute to several hours. The EDDS chelator that is preferred and used in this (also known as ethylene diamine-N.N'-disuccinate) is the material described in the US patent. 4,704,233, mentioned hereinabove, and has the formula (shown in free acid form): As described in the patent, EDDS can be prepared using maleic anhydride and ethylenediamine. The biodegradable [S, S] isomer of the EDDS that is preferred can be prepared by reacting L-aspartic acid with 1,2-dibromoethane. EDDS has advantages over other chelators because it is effective in chelating both copper and nickel cations, is available in a biodegradable form and does not contain phosphorus. The EDDS used herein as a chelator is typically in its salt form, ie, wherein one or more of the four acid hydrogens is replaced by an M water-soluble cation, such as sodium, potassium, ammonium, triethanolammonium. and similar. As indicated above, the EDDS chelator is also typically used in the present rinsing process at levels of about 2 ppm to about 25 ppm during soaking periods of 1 minute to several hours. At certain pH's, EDDS is preferably used in combination with zinc cations. As can be seen from the foregoing, a wide variety of chelators can be used herein. In fact, simple polycarboxylates such as citrate, oxydisuccinate and the like can also be used, although such chelators are not as effective as aminocarboxylates and phosphonates, on a weight basis. Consequently, use levels can be adjusted to take into account different degrees of chelation effectiveness. Chelators of the present will preferably have a stability constant (of the fully ionized chelator) for copper ions of at least about 5, preferably at least about 7. Typically, the chelating agents will comprise from about 0.5% to about 10%, most preferably about 0.75% to about 5%, by weight of the compositions herein. Preferred chelators include DETMP, DETPA, NTA, EDDS and mixtures thereof. 9. Optional Modifiers of Viscosity / Dispersibility Relatively concentrated fabric softening compositions can be prepared containing the unsaturated diester quaternary ammonium compounds herein that are stable without the addition of concentration aids. However, the fabric softening compositions of the present invention may require organic and / or inorganic concentrating aids to obtain still higher concentrations and / or to satisfy higher stability parameters depending on the other ingredients. These dispersion aids that typically can be viscosity modifiers may be necessary, or preferred, to ensure stability under extreme conditions when particular levels of softening active are used. The surfactant concentration aids are typically selected from the group consisting of (1) individual long chain alkyl cationic surfactants; (2) nonionic surfactants; (3) amine oxides; (4) fatty acids and (5) mixtures thereof. These auxiliaries are described in the co-pending application of P &G Serial No. 08/461, 207, filed June 5, 1995, Wahl et al., Specifically on page 14, line 12 to page 20, line 12, which is incorporated herein by way of reference.

. Chlorine scrubbers Chlorine is used in many parts of the world to clean water. To ensure that the water is safe, a small residual amount, typically around 1 to 2 parts per million (ppm), of chlorine in the water is left. At least approximately 10% of US households have approximately 2 ppm or more of chlorine in their tap water at some point. It has been found that this small amount of chlorine in tap water can also contribute to the fading or color changes of some fabric dyes. In this way, the fading of fabric colors induced by chlorine over time may be the result of the presence of residual chlorine in the rinse water. Consequently, in addition to the chelator, the present invention also preferably employs a chlorine scrubber. In addition, the use of such chlorine scrubbers provides a secondary benefit thanks to its ability to eliminate or reduce the chlorine odor in fabrics. Chlorine scrubbers are materials that react with chlorine, or with chlorine-generating materials, such as hypochlorite, to eliminate or reduce the bleaching activity of chlorine materials. For color fidelity purposes, it is generally adequate to incorporate sufficient chlorine scrubber to neutralize approximately 1-10 ppm of chlorine in the rinse water, typically to neutralize at least about 1 ppm in the rinse water. For the further elimination or reduction of chlorine odor in the fabrics resulting from the use of a chlorine bleach in the wash, the compositions should contain sufficient chlorine scavenger to neutralize at least about 10 ppm in the rinse water. Said compositions according to the present invention provide about 0.1 ppm to about 40 ppm, preferably about 0.2 ppm to about 20 ppm, and most preferably about 0.3 ppm to about 10 ppm of chlorine scavenger to an average rinse bath. Suitable levels of chlorine scavengers in the compositions of the present invention range from about 0.01% to about 10%, preferably about 0.02% to about 5%, most preferably about 0.03% to about 4%, by weight of the composition total. If both the cation and the anion of the scrubber react with chlorine, which is desirable, the level can be adjusted to react with an equivalent amount of available chlorine. Non-limiting examples of chlorine scrubbers include primary and secondary amines, including primary and secondary fatty amines; ammonium salts, for example, chloride, sulfate; amine-functional polymers; amino acid homopolymers with amino groups and their salts, such as polyarginine, polyhistidine; amino acid copolymers with amino groups and their salts; amino acids and their salts, preferably those having more than one amino group per molecule, such as arginine, histidine, not including lysine reducing anions such as sulfite, bisulfite, thiosulfate, nitrite; antioxidants such as ascorbiato, carbamate, phenols and mixtures thereof. Ammonium chloride is an inexpensive chlorine scrubber that is preferred to be used herein. Other useful chlorine scavengers include water-soluble and low molecular weight low volatility primary and secondary amines, for example, monoethanolamine, diethanolamine, tris (hydroxymethyl) amine, hexamethylenetetramine. Suitable amine-functional chlorine scavenging polymers include: water-soluble polyethylene imines, polyamines, polyvinylamines, polyaminamides and polyacrylamides. The polymers that are preferred are polyethyleneimines, the polyamines and polyamineamides. The polyethylene amines that are preferred have a molecular weight of less than about 2,000, very pr 2,000, most preferably about 200 to about 1,500. 11. Dye transfer inhibitors The compositions of the present invention can also include one or more materials effective to inhibit the transfer of dyes from one fabric to another during the rinsing process. In general, said dye transfer inhibiting agents include polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, manganese phthalocyanine, peroxidases and mixtures thereof. If used, these agents typically comprise from about 0.01% to about 10% by weight of the composition, preferably from about 0.01% to about 5%, and most preferably from about 0.05% to about 2%. Very specifically, the preferred polyamine N-oxide polymers for use herein contain units having the following structural formula: R-Ax-P; wherein P is a polymerizable unit to which a N-O group can be attached or the N-O group can be part of the polymerizable unit or the N-O group can be attached to both units; A is one of the following structures: -NC (O) -, -C (O) O-, -S-, -O-, -N =; x is 0 or 1; and R is aliphatic, aliphatic, ethoxylated, aromatic, heterocyclic or alicyclic groups or any combination thereof to which the nitrogen of the N-O group can be attached or the N-O group is part of these groups. Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyridine, pyrrole, imidazole, pyrroline, piperidine and derivatives thereof. The N-O group can be represented by the following general structures: O (R?) X? N (R2) y; = N- (Ri) x (R3) z where R «| , R2, R3 are aliphatic, aromatic, heterocyclic or alicyclic groups or combinations thereof; x, y and z are 0 or 1; and the nitrogen of the N-O group can be attached or forms part of any of the aforementioned groups. The amine oxide unit of the polyamine N-oxides has a pKa < 10, preferably pKa < 7, very preferably still pKa < 6. Any polymer base structure can be used as long as the amine oxide polymer formed is soluble in water and has dye transfer inhibiting properties. Examples of suitable polymeric base structures are polyvinyl, polyalkylene, polyester, polyether, polyamide, polyimide, polyacrylate and mixtures thereof. These polymers include random or block copolymers wherein one type of monomer is an amine N-oxide and the other type of monomer is an N-oxide. The amine N-oxide polymers typically have an amine to amine N-oxide ratio of 10: 1 to 1: 1,000,000. However, the number of amine oxide groups present in the polyamine oxide polymer can be varied by appropriate copolymerization or by an appropriate degree of N-oxidation. Polyamine oxides can be obtained in almost any degree of polymerization. Typically, the average molecular weight is within the range of 500 to 1, 000,000; very preferred from 1,000 to 500,000; even more preferred 5,000 to 100,000. This preferred class of materials can be referred to as "PVNO". The most preferred polyamine N-oxide useful in the detergent compositions herein is the poly-4-vinylpyridine N-oxide having an average molecular weight of about 50,000 and an amine to amine N-oxide ratio of about 1: 4 Polymer copolymers of N-vinylporrolidone and N-vinyiimidazole (known as "PVPVI") are also preferred for use herein. Preferably, the PVPVI has an average molecular weight in the range of 5,000 to 1,000,000, most preferably 5,000 to 200,000 and most preferably even 10,000 to 20,000. (The average molecular weight scale is determined by light scattering as described in Barth, and other Chemical Analysis, Vol. 1 13. "Modern Methods of Polymer Characterization", the descriptions of which are incorporated herein by reference). PVPVI copolymers typically have a molar ratio of N-vinylimidazole to N-vinylpyrrolidone from 1: 1 to 0.2: 1, preferably from 0.8: 1 to 0.3: 1, most preferably from 0.6: 1 to 0.4: 1. These copolymers can be either linear or branched. The compositions of the present invention may also employ a polyvinylpyrrolidone ("PVP") having an average molecular weight of from about 5,000 to about 400,000, preferably from about 5,000 to about 200,000, and most preferably still from about 5,000 to about 50,000. . The PVP's are known to those skilled in the field of detergents; see, for example, EP-A-262,897 and EP-A-256,696, incorporated herein by reference. The PVP-containing compositions may also contain polyethylene glycol ("PEG") having an average molecular weight of from about 500 to about 100,000, preferably from about 1,000 to about 10,000. Preferably, the ratio of PEG to PVP on a basis of ppm assorted in wash solutions is from about 2: 1 to about 50: 1, and most preferably from about 3: 1 to about 10: 1. The compositions herein may also optionally contain about 0.005% to 5% by weight of certain types of hydrophilic optical brighteners that also provide a dye transfer inhibiting action. If used, the compositions herein will preferably comprise from about 0.001% to 1% by weight of said optical brighteners. The hydrophilic optical brighteners useful in the present invention are those having the structural formula: where R- | it is selected from anilino, N-2-bis-hydroxyethyl and NH-2-hydroxyethyl; R 2 is selected from N-2-bis-hydroxyethyl, N-2-hydroxyethyl-N-methylamino, morphino, chloro and amino; and M is a salt-forming cation such as sodium or potassium. When in the previous formula, R- | it is anilino, R2 is N-2-bis-hydroxyethyl and M is a cation such as sodiol, the brightener is acid 4,4,, bis [(4-anilino-6- (N-2-bis-hydroxyethyl) -s -triazin-2-yl) amino] -2,2, -stilbenedisulfonic acid and disodium salt. This particular brightener species is commercially marketed under the trade name Tinopal-UNPA-GX® by Ciba-Geigy Corporation. Tinopal-UNPA-GX® is the preferred hydrophilic optical brightener useful in the compositions herein. When in the above formula R1 is anilino, R2 is N-2-hydroxyethyl-N-2-methylamino and M is a cation such as sodiol, the brightener is the disodium salt of 4,4'-bis [4- anilino-6- (N-2-hydroxyethyl-N-methylamino) -s-triazin-2-yl) amino] -2,2'-stilbenedisulfonic acid. This particular brightener species is traded commercially under the trade name Tinopal 5BM-GX® by Ciba-Geigy Corporation. When in the above formula R1 is anilino, R2 is morphino and M is a cation such as sodiol, the brightener is the sodium salt of 4,4'-bis [(4-anilino-6-morphyl) -s- triazin-2-yl) amino] 2,2'-stilbenedisulfonic acid. This particular kind of brightener is sold commercially under the trade name Tinopal AMS-GX® by Ciba-Geigy Corporation.

The specific optical brightener species selected for use in the present invention provides especially effective dye transfer inhibition performance benefits when used in combination with the selected polymeric dye transfer inhibiting agents described above. The combination of said selected polymeric materials (e.g., PVNO and / or PVPVI) with said selected optical brighteners (e.g., Tinopal UNPA-GX, Tinopal 5BM-GX and / or Tinopal AMS-GX) provides inhibition of Dye transfer significantly better in aqueous solutions than either of these two components when used alone. Without being limited to the theory, it is believed that such brighteners work in this manner because they have high affinity for fabrics in the aqueous solution and therefore they deposit relatively quickly on these fabrics. The degree to which the brighteners are deposited on the fabrics in the solution can be defined by a parameter called "exhaustion coefficient". The coefficient of depletion is in general the ratio of a) the polishing material deposited on the cloth to b) the initial polish concentration in the washing liquid. Brighteners with relatively high depletion coefficients are most suitable for inhibiting dye transfer in the context of the present invention. Of course, it will be appreciated that other types of conventional optical brightener compounds may optionally be present in the compositions herein to provide conventional "brightness" benefits to the fabrics, rather than a true dye transfer inhibiting effect. 12. Other optional ingredients The finished dispersion compositions of the present invention may include optional components conventionally used in dispersion compositions for the treatment of fabrics, for example: colorants; conservatives; surfactants; anti-shrinkage agents; fabric tightening agents; stain removal agents; germicides; fungicides; antioxidants such as butylated hydroxytoluene; anticorrosion agents and the like. Particularly preferred ingredients include water-soluble calcium and / or magnesium compounds, which provide additional stability. The chloride salts are preferred, but salts of acetate, nitrate, etc. can be used. The level of said calcium and / or magnesium salts is from 0% to about 2%, preferably about 0.05% to about 0.5%, most preferably about 0.1% to about 0.25%. these materials are desirably added to the water and / or acid (water seat) used to prepare the finished dispersion compositions to help adjust the finished viscosity. The present invention may also include other compatible ingredients, including those as described in copending applications Serial Nos. 08 / 372,068, filed on June 12, 1995, Rusche et al.; 08 / 372,490, filed January 12, 1995, Sha and others; and 08 / 277,558, filed July 19, 1994, Hartmen et al., incorporated herein by reference. The following examples illustrate the methods and compositions resulting from the present invention, but are not intended to be limiting thereof. All parts, percentages, proportions and relationships herein are by weight unless otherwise indicated, and all numerical values are approximations based on normal confidence limits.

EXAMPLE 1 Approximately 25 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are placed in a 100 mL beaker placed on a hot plate with a magnetic stirrer. The 2,2,4-trimethyl-1,3-pentanediol is heated to about 65 ° C and once it becomes liquid it is stirred using a magnetic stirring rod. Then about 0.25 g of powdered sodium borohydride is gradually added to the beaker for a period of about 10 minutes. Sodium borohydride dissolves at approximately 5 minutes. Stirring is continued for an additional hour before allowing the treated 2,2,4-trimethyl-1,3-pentanediol to cool to room temperature. The resulting 2,2,4-trimethyl-1,3-pentanediol has a low and unobjectionable odor.

EXAMPLE 2 Approximately 150 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol (liquid) are placed in a Parr autoclave of 300 mL equipped with a mechanical stirrer, external thermocouple electric heater, pressure gauge and supply line of hydrogen. Approximately 0.75 grams of 10% palladium on carbon catalyst is added to the liquid 2,2,4-trimethyl-1,3-pentanediol. The autoclave is sealed and agitation is initiated. The autoclave is then purged carefully with hydrogen. Then approximately 14.06 kg / cm 2 nanometer pressure of hydrogen is applied to the autoclave. The contents of the autoclave are then heated to approximately 65 ° C. The hydrogen pressure is then adjusted and maintained at approximately 21.09 kg / cm 2 nanometer for six hours. After approximately six hours, the autoclave is cooled and vented. The palladium on carbon catalyst is immediately filtered off liquid 2,2,4-trimethyl-1,3-pentanediol. The resulting 2,2,4-trimethyl-1,3-pentanediol has a low and harmless odor.

EXAMPLE 3 Approximately 150 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol (liquid) are placed in a Parr autoclave of 300 mL equipped with a mechanical stirrer, external electric heater, thermocouple, pressure gauge and line hydrogen supply. Approximately 0.08 grams of Raney nickel is added to liquid 2,2,4-trimethyl-1,3-pentanediol. The autoclave is sealed and agitation is initiated. The autoclave is then carefully purged with hydrogen. Approximately 14.06 kg / cm2 nanometer pressure of hydrogen is applied to the autoclave. The contents of the autoclave are then heated to approximately 65 ° C. The hydrogen pressure is then adjusted and maintained at approximately 21.09 kg / cm 2 nanometer for six hours. After approximately six hours, the autoclave is cooled and vented. The Raney nickel catalyst is filtered immediately after liquid 2,2,4-trimethyl-1,3-pentanediol. The resulting 2,2,4-trimethyl-1,3-pentanediol has a low and harmless odor.

EXAMPLE 4 Approximately 41.25 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are placed in a 400 mL beaker. Approximately 100 mL of water is added to the vessel, and the contents thereof are heated in a steam bath until the 2,2,4-trimethyl-1,3-pentanediol is dissolved and a solution is formed. The solution is stirred vigorously to form a cloudy solution, which is optionally separated into 2 layers, the upper layer being 2,2,4-trimethyl-1,3-pentanediol and the lower layer being water. The top layer is decanted in approximately 50 mL of hexane to form a new solution. Approximately 23 grams of activated carbon is added to the new solution while the solution is still hot. The solution is then filtered while still hot using a Whatman 40 paper. The filtered solution is then allowed to cool to room temperature. The filtered solution is then cooled a few degrees below room temperature by placing it in a refrigerator. Approximately 20 minutes after large crystals form, the hexane is decanted from the crystals in a second 400 mL beaker. The crystals are then rinsed with a few milliliters of hexane and added to the second beaker. After about 20 minutes more crystals are formed in the second vessel. The hexane is decanted from these crystals in a third vessel. The crystals in the first two vessels are then dissolved in approximately 50 mL of hexane by heating, and allowed to cool to room temperature to form crystals. The hexane is decanted from the resulting crystals. The residual hexane is then removed by freeze drying. The resulting 2,2,4-trimethyl-1,3-pentanediol has a low and unobjectionable odor.

EXAMPLE 5 Approximately 2500 grams of commercially available 2,2,4-trimethyl-1, 3-pentanediol are placed in a 5-liter, three-necked flask equipped with a heating mantle, thermometer, a distillation column with 5 sieve trays and hot water condenser. Some boiling stones are added to the flask. A vacuum is then applied to reduce the pressure in the flask to approximately 0.5 mmHg. The contents of the flask are then heated using the heating cover. The first condensate is observed when the temperature of the vessel reaches around 102 ° C, with a vapor temperature of about 81 ° C. Approximately 450 grams of the distillate is initially collected, which is known as the light fraction. The collection of an average fraction starts when the temperature of the container is approximately 120 ° C, with a vapor temperature of approximately 104 ° C and a pressure of approximately 2.4 mmHg. The collection of the middle fraction is concluded after collecting approximately 1560 grams of the distilled material. The flask is then cooled and the remaining heavy fraction decanted. The average fraction of 2,2,4-trimethyl-1,3-pentanediol has a low and unobjectionable odor, while the odor of light and heavy fractions is pungent.

EXAMPLE 6 Approximately 200 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are placed in a 500 mL 3-necked flask equipped with a heating jacket, reflux condenser and thermometer. The 2,2,4-trimethyl-1,3-pentanediol is then heated to about 90 ° C to melt (liquidify) 2,2,4-trimethyl-1,3-pentanediol. Then some boiling stones are added, along with about 3.4 grams of a 25% sodium methoxide solution (in methanol) and about 20 grams of methanol. The mixture is then heated to about 80 ° C to reflux the methanol. After one hour at reflux temperature, hydrochloric acid is gradually added to adjust the pH of the mixture to about 7. The neutralized mixture is then fractionally distilled according to example 5. The distillation produces a medium fraction and a heavy fraction of 2,2,4-trimethyl-1,3-pentanediol having a low and unobjectionable odor, and a light fraction of 2,2,4-trimethyl-1,3-pentanediol having an intense and offensive odor.

EXAMPLE 7 Approximately 2500 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are fractionally distilled according to Example 5. About 20 grams of the average distillation fraction are treated with approximately 0.20 grams of sodium borohydride. according to example 1. The odor of the average distillation fraction of example 5 is further improved.

EXAMPLE 8 Approximately 2500 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are fractionally distilled according to example 5. Approximately 150 grams of the middle distillation fraction are then catalytically hydrogenated in a Parr autoclave of 300 mL of according to example 2 or 3. The odor of the average distillation fraction of example 5 is further improved.

EXAMPLE 9 Approximately 25 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are treated with sodium borohydride according to Example 1. Using a separatory funnel, a portion of 2,2,4-trimethyl-1 , 3-pentanediol treated with borohydride is extracted twice with an equal volume of a hot solution (~ 80 ° C) of 0.1 N hydrochloric acid and then once with an equal volume of warm deionized water (~ 80 ° C). The resulting 2,2,4-trimethyl-1,3-pentanediol contains about 11% moisture and has an improved odor compared to the 2,2,4-trimethyl-1,3-pentanediol of Example 1 treated with borohydride.

EXAMPLE 10 Approximately 2500 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are fractionally distilled according to Example 5. Approximately 25 grams of the average distillation fraction are then reduced by treating them with sodium borohydride in accordance with Example 1. The odor of the middle distillation fraction of Example 5 is further improved. EXAMPLE 11 Approximately 150 grams of commercially available 2,2,4-trimethyl-1,3-pentanediol are hydrogenated according to Example 2 or 3. Using a separatory funnel, a portion of 2,2,4-trimethyl-1,3 Hydrogenated pentane diol is extracted 3 successive times with an equal volume of warm deionized water (~ 80 ° C), using fresh water each time. The resulting 2,2,4-trimethyl-1,3-pentanediol contains about 1 1% moisture and has an improved odor compared to the hydrogenated 2,2,4-trimethyl-1,3-pentanediol of Example 2 or 3 .

EXAMPLE 12 Approximately 150 grams of commercially available molten (liquid) 2,2,4-trimethyl-1,3-pentanediol are catalytically hydrogenated according to Example 2 or 3. Using a separating funnel, a portion of the 2,2,4- The catalytically hydrogenated trimethyl-1, 3-pentanediol is extracted 3 successive times with an equal volume of warm deionized water (~ 80 ° C), using fresh water each time. The resulting 2,2,4-trimethyl-1,3-pentanediol contains about 11% moisture and has an improved odor compared to the catalytically hydrogenated 2,2,4-trimethyl-1,3-pentanediol of Example 2 or 3. The following non-limiting examples A, B, C, D and E show liquid fabric softener products, transparent or translucent with acceptable viscosity, containing the commercially available 2,2,4-trimethyl-1,3-pentanediol having improved odor according to the present invention.

EXAMPLES A. B. C. D V E In the following fabric softening compositions, the identifications of the abbreviated components have the following meanings: FSA1: N, N-di (acyl-oxyethyl) -N, N-dimethylammonium chloride, (Active fabric softener) where the fatty acyl group is derived from canola oil FSA2: N, N-di (acyl-oxyethyl) -N, N- (fabric softening active) dimethyl ammonium methylsulfate, where the acyl group fatty acid is derived from canola oil TMPD: commercial 2,2,4-trimethyl-1,3-pentanediol having an improved odor according to the present invention CHDM: 1,4-cyclohexanedimethanol The compositions of Examples A, B, C , D and E below are made by first preparing an oil seat of fabric softening active at room temperature. The active fabric softener can be heated, if necessary, until melting if the softening active is not fluid at room temperature. The fabric softener active is mixed using an IKA RW 25® mixer for about 2 to about 5 minutes at about 150 rpm. Separately, an acid / water seat is prepared by mixing the HCl with deionized water (DI) at room temperature. If the fabric softening active and / or the main solvent is not fluid at room temperature and requires heating, the acid / water seat should also be heated to a suitable temperature, for example, about 38 ° C and maintaining said temperature with a water bath. The main solvents (melted at suitable temperatures if their melting points are above room temperature) are added to the premix of fabric softener and said premix is mixed for about 5 minutes. The acid / water seat is then added to the premix of fabric softener and mixed for about 20 to about 30 minutes or until the composition is clear and homogeneous. The composition is allowed to cool in air to room temperature.

For commercial purposes, the above compositions of examples A, B, C, D and E are introduced into containers, specifically bottles, and very specifically transparent bottles (although translucent bottles can be used), made of polypropylene (although it can be replaced by glass, orientated polyethylene, etc.), the bottle having a light blue tint to compensate for any yellow color that is present, or that could develop during storage (although for clear times and perfectly transparent products transparent containers can be used without dye or with other dyes), and with an absorber of ultraviolet light in the bottle to minimize the effects of ultraviolet light on the materials inside, especially the highly unsaturated assets (the absorbers can also be on the surface). The general effect of the clarity and the container being to demonstrate the clarity of the compositions, in this way assure the consumer of the quality of the product. The clarity and odor of fabric softener are critical for acceptance, especially when higher levels of fabric softener are present.

Claims (1)

NOVELTY OF THE INVENTION CLAIMS 1. - A method for improving the odor of a material consisting essentially of 2,2,3-trimethyl-1,3-pentanediol and a minor amount of at least one odoriferous material selected from the group consisting of isobutyl aldehyde, isobutyric acid , 2,2,4-trimethyl-3-keto-pentanol, 2,2,4-trimethyl-3-keto-pentanol isobutyrate, diisopropyl ketone, 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate and mixtures thereof, which comprises treating said 2,2,4-trimethyl-1,3-pentanediol by a method selected from the group consisting of reduction, optionally with sodium borohydride; hydrogenation; recrystallization; ion exchange treatment; fractional distillation; base treatment; aqueous extraction; vacuum extraction; nitrogen bubbling and combinations thereof, to reduce the gas phase concentration of at least one of said odoriferous materials and improve the odor of said material. 2. A method according to claim 1, further characterized in that said method further comprises one or more aqueous extraction steps and / or nitrogen bubbling step and / or vacuum extraction step. 3. A process according to any of claims 1 or 2, further characterized in that said method comprises hydrogenating said material by treating it with hydrogen and a hydrogenation catalyst selected from the group consisting of palladium, nickel, copper, platinum, copper chromite and mixtures thereof. 4. A method according to any of claims 1 to 3, further characterized in that said method comprises: a) adding an organic solvent, optionally comprising hexane, to said material, which contains isobutyric acid, to form a liquid solution; b) treating said liquid solution with an ion exchange resin; c) crystallize said material; d) extracting said material with an aqueous solution to remove said isobutyric acid; e) drying said material and f) evaporating said organic solvent. 5. A method according to any of claims 1 to 4, further characterized in that said method comprises fractionally distilling said material to form a light fraction, a middle fraction and a heavy fraction, wherein said middle fraction is optionally hydrogenated by treating said middle fraction with hydrogen and a hydrogenation catalyst selected from the group consisting of palladium, nickel, copper, platinum, copper chromite and mixtures thereof; and / or said middle fraction is reduced by treating said middle fraction with sodium borohydride; and / or said middle fraction is treated by one or more aqueous extraction steps, and / or nitrogen bubbling step and / or vacuum extraction step, said middle fraction having an improved odor. 6. - A method according to any of claims 1 - 3, further characterized in that said method comprises: a) adding a solution containing a base, optionally sodium methoxide and / or sodium hydroxide, and / or sodium carbonate, and a solvent, optionally methanol and / or water, to said material to form an alkaline liquid mixture; b) heating said alkaline liquid mixture to reflux said solvent; c) adding an acid, optionally hydrochloric acid, to said alkaline liquid mixture to adjust the pH of said alkaline liquid mixture and creating a neutral liquid mixture and d) fractionally distilling said neutral liquid mixture to form a light pressure, a middle fraction and a fraction heavy, where said middle fraction and said heavy fraction have improved odor. 7. A process according to claim 6, further characterized in that said middle fraction is optionally hydrogenated by treating said middle fraction with hydrogen and a hydrogenation catalyst selected from the group consisting of palladium, nickel, copper, platinum, copper chromite and mixtures of them; and / or said middle fraction is reduced by treating said middle fraction with sodium borohydride; and / or said middle fraction is treated by one or more aqueous extraction steps, and / or nitrogen bubbling step and / or vacuum extraction step, said middle fraction having an improving odor. 8. A composition consisting essentially of 2,2,4-trimethyl-1,3-pentanediol, said composition contains very low and non-objectionable levels, under conditions of use, of an odoriferous material selected from the group consisting of aldehyde isobutyl, isobutyric acid and mixtures thereof, optionally wherein said isobutyl aldehyde is optionally at a gas phase concentration of less than about 15, or, optionally, less than about 8, or, optionally, less than about 1, micrograms per liter; and said isobutyric acid is optionally at a gas phase concentration of less than about 7, optionally less than about 1, micrograms per liter; said composition also optionally contains one or more of: 2,2,4-trimethyI-3-keto-pentanoi; 2,2,4-trimethyl-3-keto-pentanol isobutyrate; diisopropyl ketone; 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate and mixtures thereof, said composition being optionally obtained according to any of the methods according to claims 1-7. 9. A composition according to claim 8, further characterized in that the concentration in gas phase of each of the following odoriferous materials is as follows: the isobutyl aldehyde should represent less than about 15, optionally 1 1, 8 0 1 , micrograms per liter; the isobutyric acid should represent less than about 7, optionally 4 or 1, micrograms per liter; 2,2,4-trimethyl-3-keto-pentanoi should represent less than about 19, optionally 9 or 1, micrograms per liter; the isobutyrate of 2,2,4-trimethyl-3-keto-pentanol should represent less than about 2, optionally

1. 5 or 1, micrograms per liter; the diisopropyl ketone should represent less than about 3, optionally 2 or 1, micrograms per liter; and / or the 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate should represent less than about 3, optionally 2 or 1, micrograms per liter. 10.- Concentrated and transparent fabric softening compositions comprising: a) about 2% to about 40%, optionally about 5% to about 40% or about 7% to about 35%, or about 10% to about 25%, by weight of the fabric softening composition, of the composition according to claim 8 or 9; b) about 2% to about 75%, optionally about 8% to about 70%, or about 13% to about 65%, or about 18% to about 40%, by weight of the fabric softening composition, an active fabric softener; and c) water, optionally about 3% to about 95%, or about 10% to about 80%, or about 30% to about 70%, by weight of the fabric softening composition. 11. The composition according to claim 10, further comprising: a) an effective amount, sufficient to improve clarity, of an auxiliary solvent selected from the group consisting of 1,4-cyclohexanedimethanol, 2-ethyl-1, 3-hexanediol, a water-soluble solvent of low molecular weight, and mixtures thereof, said auxiliary solvent being at a level that will not form clear compositions when used alone; b) optionally about 0.1% to about 8% of a perfume; c) optionally about 0.01% to about 0.2% of a stabilizer; and d) optionally an effective amount for improving clarity, of a water soluble calcium and / or magnesium salt.