JP2009161593A - Washing composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a washing composition excellent in perfuming effect to fibrous products etc., and capable of perfuming by a designed scent tone. <P>SOLUTION: This wash composition contains a perfume composition containing (a) a glyceryl monoether and/or polyglyceryl monoether expressed by general formula (I) and also (b) 10 to 50 mass% perfume component having a <3.0 (logP) water-octanol distribution coefficient and a >0.01 mmHg (1.33 kPa) vapor pressure at 20°C. R-O-(C<SB>3</SB>H<SB>6</SB>O<SB>2</SB>)<SB>n</SB>-H (I) [wherein, R is a 6-22C hydrocarbon group; and (n) is a number of 1 to 7]. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a laundry composition for use in a textile washing process.

  Recently, in accordance with consumer demand, laundry compositions that appeal to the scent of detergents, finishing agents (softeners, glues, scenting agents, etc.) used in the washing process of textile products such as clothing have been sold. Yes.

  Sustained release such as addition of a retention agent, use of inclusion compounds (Patent Document 1), use of microcapsule preparation (Patent Document 2), use of a fragrance precursor (Patent Document 3), etc. Techniques related to sex have been known. However, these are merely methods for controlling the volatilization rate of the fragrance component over time or methods for suppressing rapid volatilization during heating. Since the laundry composition used in the washing step is diluted with a large amount of water and used, most of the fragrance components are drained together with water, and the fragrance cannot be sufficiently left in the textile.

  As techniques for leaving a fragrance in a textile product in a washing process, use of amide carboxylic acid (Patent Document 4), use of a hydrophobic fragrance (Patent Documents 5, 6, 7), and the like are known. However, in these methods, although the hydrophobic fragrance component can remain in the fiber product, the hydrophilic fragrance component is drained together with water, and the hydrophilic fragrance component cannot be sufficiently left in the fiber product.

In general, the fragrance component that gives a fresh fragrance called a top note is a hydrophilic fragrance component, and even if a fragrance component with a unity fragrance is obtained as a laundry composition, the hydrophilic fragrance component is In addition, since it is drained together, the fragrance tone (particularly the fragrance tone after drying) remaining in the textile product is different from the fragrance tone as the laundry composition, which gives the user a sense of incongruity. For this reason, in order to make the fragrance tone as a laundry composition and the fragrance tone remaining in the textile product similar, it has been a great restriction on the development of the fragrance composition. Moreover, it was difficult to make the fragrance tone (especially the fragrance tone after drying) remaining in the textile product after the washing process into a fresh fragrance tone.
Japanese Patent Laid-Open No. 01-19397 Special table 2003-504490 gazette Japanese translation of PCT publication No. 2003-511823 Japanese Patent Laid-Open No. 10-45553 JP 2007-124444 A JP 2007-45964 JP 2007-247101 A

  The subject of this invention is providing the composition for washing | cleaning which is excellent in the fragrance | flavor effect to textiles etc., and can be fragrance | flavored with the designed fragrance | tone.

The present invention relates to a laundry composition containing the following component (a) and component (b).
(A) Component: Polyglyceryl monoether represented by general formula (I)
R—O— (C ₃ H ₆ O ₂ ) _n —H (I)
(In the formula, R is a hydrocarbon group having 6 to 22 carbon atoms, n is the degree of condensation of glycerin, and represents an integer.)
(B) component: a fragrance composition containing 10 to 50% by mass of a fragrance component (b1) having a water / octanol partition coefficient (log P) of less than 3.0 and a vapor pressure at 20 ° C. exceeding 0.01 mmHg (1.33 kPa) object

  Moreover, this invention relates to the processing method of the textiles which contact the textiles with the liquid composition which contains the laundry composition of the said invention and water, and (a) component content is 0.1-1000 ppm. .

  The present invention also relates to a method for flavoring a textile product, which comprises contacting the textile composition with a liquid composition containing the laundry composition of the present invention and water and having a component (a) content of 0.1 to 1000 ppm. About.

  ADVANTAGE OF THE INVENTION According to this invention, the composition for washing | cleaning which is excellent in the fragrance | flavor effect to textiles etc. and can be fragrance | flavored with the designed incense tone is obtained. That is, a fresh fragrance can be left after washing textiles such as clothes. This also makes it easy to approximate the scent of the laundry composition to the scent of the textile after washing (especially the scent after drying).

<Laundry composition>
[(A) component]
The component (a) of the present invention is a polyglyceryl ether represented by the general formula (I), and glyceryl monoether, polyglyceryl monoether, or a combination thereof (hereinafter referred to as “glyceryl monoether, etc.”) ).

  R in the general formula (I) may be linear, branched, saturated or unsaturated, and is preferably an alkyl group having 6 to 22, more preferably 12 to 14, particularly 12 carbon atoms.

  The component (a) has a total ratio of 40% by mass or more of glyceryl monoether or the like in which R in the general formula (I) is an alkyl group having 12 to 14 carbon atoms, particularly 12 and 14 carbon atoms. More preferably, it is 70% by mass or more, further 90% by mass or more, and most preferably 95% by mass or more.

  The component (a) preferably has n in the general formula (I) of 3 to 5. In addition, since (a) component consists of only one in which n in general formula (I) consists of a single thing, since it is easy to crystallize, especially the solubility to water at low temperature is inferior, As a result, the fragrance property of a fragrance | flavor component Shows a tendency to decrease. On the other hand, when the component (a) includes a plurality of glyceryl monoethers having different n in the general formula (I), crystallization is suppressed, so that high solubility is exhibited even at a low temperature. Residual fragrance is obtained. Accordingly, the component (a) is preferably composed of a plurality of glyceryl monoethers or the like having different n in the general formula (I), particularly n is 3 to 5, and n = 3 and 4, n = 3 and 5 , N = 4 and 5, or n = 3, 4 and 5 containing glyceryl monoether and the like are more preferable, and those containing n = 3, 4 and 5 glyceryl monoether and the like are particularly preferable.

  In the component (a), the compound of the general formula (I) having a condensation degree n = 3 to 5 is preferably contained in an amount of 20% by mass or more.

  N in the general formula (I) is most preferably n = 4 from the viewpoint of detergency, and in the component (a), the ratio of glyceryl monoether or the like where n = 4 is 10% by mass or more and 15% by mass or more. 20% by mass or more, and particularly preferably 30% by mass or more.

  Further, the ratio of glyceryl monoether or the like in which n in the general formula (I) is 1 or 2 may be preferably less than 50% by mass, and more preferably 35% by mass or less. In addition, in the component (a), the content of glyceryl monoether or the like where n is 1 may be preferably less than 30% by mass, and more preferably 20% by mass or less.

  The component (a) is preferably a glyceryl monoether or the like in which R in the general formula (I) is an alkyl group having 12 and / or 14 carbon atoms and n is 3 to 5, and the ratio is 40 It is preferable from a viewpoint of low-temperature solubility that it is more than the mass%. The ratio is more preferably 50% by mass or more, still more preferably 60% by mass or more, particularly preferably 70% by mass or more, and most preferably 80% by mass or more. From the viewpoint of low temperature cleaning performance, the upper limit is preferably 99% by mass or less, more preferably 95% by mass or less, still more preferably 90% by mass or less, and particularly preferably 85% by mass or less.

  (A) Component is 99 mass% of the total ratio of the polyglyceryl monoether whose R in general formula (I) is a C12 and / or C14 alkyl group, and n is 3-5. In the case of the following, the solubility at a low temperature is remarkably improved. Generally, the lower the content, the better the solubility at a low temperature. However, since the persistence of the fragrance component tends to decrease, the above-described lower limit and upper limit ranges are preferable.

  The component (a) is composed of glyceryl monoether or the like (a-1) in which R in the general formula (I) is an alkyl group having 12 carbon atoms and n is 3 to 5, and R in the general formula (I) is It is preferable that both of glyceryl monoether etc. (a-2) etc. which are C14 alkyl groups and n is 3-5 are included. Furthermore, it is preferable that the component (a-1) and the component (a-2) each contain a plurality of glyceryl monoethers having different n values, particularly n = 3, 4, 5 glyceryl monoethers, etc. . The total ratio of the component (a-1) and the component (a-2) in the component (a) is 20% by mass or more based on the whole polyglycerol represented by the general formula (I), or It is preferable that it is 40 mass% or more with respect to the total amount of the compound whose condensation degree n of glycerol in General formula (I) is 1-7.

  The mass ratio of the degree of condensation n of glycerin constituting the component (a) [mass ratio in the component (a)] can be determined from area% of the gas chromatography (GC) method.

  The component (a) of the present invention can be obtained, for example, by reacting a predetermined amount of 2,3-epoxy-1-propanol (glycidol) with an alcohol having 6 to 22 carbon atoms in the presence of an alkali catalyst. Moreover, it can also manufacture by the method as described in Paragraphs 0007-0011 of Unexamined-Japanese-Patent No. 2000-160190.

  In addition, when using what glyceryl monoether of n = 3-5 in general formula (I) in a predetermined ratio is used, condensation of a predetermined range is carried out by refine | purifying a reaction material as needed. Degree of compound can be obtained.

  For example, n = 1, 2 in the general formula (I) can be distilled off by distillation under reduced pressure. By reducing the components of n = 1, 2, the proportion of 3-5 molar components can be increased. Although there is no limitation in a distillation apparatus, these components can be isolate | separated efficiently by performing thin film distillation. The optimum distillation temperature varies greatly depending on the degree of vacuum. When the degree of vacuum is 0.13 kPa, it is 150 ° C. or higher and 300 ° C. or lower, preferably 170 ° C. or higher and 300 ° C. or lower, and more preferably 200 ° C. or higher and 300 ° C. or lower. When distillation is performed at a temperature of 300 ° C. or higher, quality deterioration such as coloring may occur.

  In addition, for example, when removing those having a high degree of condensation in the general formula (I) (those having a large n), separation by a column can be performed. Separation by a column can be used to remove n = 1, 2 components by devising conditions.

  In the composition of the present invention, the content of the component (a) is preferably from 0.1 to 50% by mass, more preferably from 0.3 to 40% by mass, from the viewpoints of solubility and the residual fragrance of the fragrance component. 5-30 mass% is still more preferable, and 1-25 mass% is especially preferable.

[Component (b)]
The component (b) of the present invention contains the following (b1) component, and if necessary, the perfume component (b2).
(B1) Component: Fragrance component having a water / octanol partition coefficient (log P) of less than 3.0 and a vapor pressure at 20 ° C. exceeding 0.01 mmHg (1.33 kPa) (b2) Component: Water / octanol partition coefficient ( log P) is not less than 3.0 and the vapor pressure at 20 ° C. is not more than 0.01 mmHg (1.33 kPa).

  The component (b1) is a fragrance component that is relatively easy to evaporate, and normally, these fragrance components are unlikely to remain in clothing after washing or softening treatment. On the other hand, the component (b2) is a fragrance component that is relatively difficult to evaporate and that is likely to remain in the clothes after washing and softening treatment and has residual fragrance properties. However, even if the component (b2) is left on the clothing, the fragrance is bad, and the scent is extremely limited.

  Therefore, in the present invention, the component (b1) can be made to remain aroma by using the component (a). This solves the problems such as the conventional bad fragrance and limited fragrance types, and various fragrances with good fragrance are obtained by harmony of the components (b1) and (b2). It came to be able to. Moreover, you may contain fragrance | flavor components other than (b1) component and (b2) component.

  Here, Log P is a coefficient indicating the affinity of an organic compound for water and 1-octanol. 1-octanol / water partition coefficient P is a distribution equilibrium when a trace amount of compound is dissolved as a solute in a two-liquid solvent of 1-octanol and water, and is a ratio of the equilibrium concentration of the compound in each solvent. It is common to show them in the form of their logarithm logP for the base 10.

  Log P values of many compounds are reported, and many values are listed in a database available from Daylight Chemical Information Systems, Inc. (Daylight CIS), and can be referred to. When there is no measured log P value, it is most convenient to calculate with the program “CLOGP” available from Daylight CIS. This program outputs the value of “calculated logP (ClogP)” calculated by the Hansch, Leo fragment approach together with the measured logP value, if any.

  The component (b1) has a vapor pressure at 20 ° C. of more than 0.01 mmHg (1.33 kPa), preferably 0.02 to 2 mmHg (2.67 to 267 kPa), particularly preferably from the point that a fragrant fragrance remains. Is 0.05 to 1 mmHg (6.67 to 133 kPa).

  The component (b2) has a vapor pressure at 20 ° C. of 0.01 mmHg (1.33 kPa) or less, preferably 0.001 to 0.01 mmHg (0.133 to 1.33 kPa), particularly from the viewpoint of sustainability of the fragrance. Preferably, it is 0.001 to 0.005 mmHg (0.133 to 0.667 kPa).

  Specific examples of the component (b1) are shown in Tables 1a to 1c. As the component (b1), rose oxide, manzanate, linalool, geraniol, nerol, terpineol, methyl salicylate, ethyl phenylacetate, cis-3-hexenyl acetate, styrylyl acetate, benzyl acetate, benzaldehyde, isoamyl acetate, phenylethyl acetate, l-carvone and maltol are preferred.

Specific examples of the component (b2) are shown in Tables 2a to 2c. As the component (b2), in particular, pentalide, cedolyl methyl ether, patchouli alcohol, vetiberyl acetate, hexylcinnamic aldehyde, citronellol, citonellyl acetate, cis-3-hexenyl salicylate, ethylene brushate, acetyl cedrene, benzyl cinnamate, Cashmelan, lyrial, α-ionone, β-yonone, α-damascon, β-damascon, and thymol are preferred.

  In the component (b), the content of the component (b1) is 10 to 50% by mass, preferably 20 to 45% by mass, and more preferably 30 to 40% by mass. Further, in the component (b), the content of the component (b2) is preferably 10 to 60% by mass, more preferably 30 to 60% by mass, still more preferably 35 to 55% by mass, and still more preferably 40 to 50% by mass. %contains. This range is desirable from the viewpoint of obtaining a good residual fragrance property of the component (b) (a good fragrance and a good fragrance remains).

  In the composition of the present invention, the mass ratio of the component (a) / the component (b) is preferably 1/1 to 500/1, more preferably 2/1 to 400/1, from the viewpoint of residual fragrance. 1 to 300/1 is more preferable.

[Other ingredients]
The composition of the present invention can contain a surfactant other than the component (a). Examples of the surfactant include an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, and a cationic surfactant.

  Anionic surfactants include higher alcohol sulfates, higher alcohol ethoxylate sulfates, alkylbenzene sulfonates, paraffin sulfonates, α-olefin sulfonates, α-sulfo fatty acid salts or esters thereof. A salt or a fatty acid salt is mentioned. In particular, linear alkylbenzene sulfonates having 10 to 18 (preferably 12 to 14) carbon atoms in the alkyl chain and α-sulfo fatty acid alkyl ester salts having 10 to 20 carbon atoms are preferred. Further, examples of the counter ion include alkali metals, alkaline earth metals, ammonia, alkanolamines, and the like.

  Examples of the nonionic surfactant include ethylene oxide (hereinafter referred to as “EO”) adducts of higher alcohols, or EO / propylene oxide (hereinafter referred to as “PO”) adducts, fatty acid alkanolamides, alkyl (poly) glycosides, and the like. . In particular, an EO 1 to 10 mol adduct of an alcohol having 10 to 16 carbon atoms is preferable in terms of removal of sebum soil, hard water resistance, and biodegradability.

  As the cationic surfactant, an amine salt or a quaternary ammonium salt can be used. Particularly, di-long-chain alkyl type quaternary ammonium salts are suitable, and the alkyl group may contain a linking group such as -COO-, -OCO-, -NHCO-, -CONH-.

  Examples of amphoteric surfactants include carbobetaine type and sulfobetaine type amphoteric surfactants.

  In addition, it can contain components capable of imparting characteristic properties as a laundry composition, such as detergents, finishing agents (softeners, glues, scenting agents, etc.).

  Further, the present invention can be achieved by adding the component (a) and the component (b) of the present invention to a laundry composition such as a conventionally known detergent and finishing agent (softener, paste, fragrance, etc.). It can be set as the composition of this.

  The laundry composition of the present invention is preferably intended for textile products such as clothing and bedding. Moreover, the laundry composition of the present invention can be applied as a laundry composition such as a detergent composition, a softener composition, and a paste composition. The laundry composition of the present invention can also be used as a flavoring composition.

[Treatment method for textile products]
The method for treating textile products such as clothes with the laundry composition of the present invention is not particularly limited, and is similar to conventionally known detergents, finishes (softeners, glues, scenting agents, etc.) and the like. It can be processed.

  A liquid containing the laundry composition of the present invention and water in terms of the remaining fragrance of the fragrance component in the textile product after the washing process (particularly after drying), and the content of the component (a) is 0.1 to 1000 ppm It is preferred to contact the composition with a textile product. In that case, the ratio (mass ratio) between the liquid composition and the fiber product is preferably fiber product / liquid composition = 1000/1 to 1000/50.

[Flavoring method for textile products]
The method for flavoring textiles such as clothes with the laundry composition of the present invention is not particularly limited, and is similar to conventionally known detergents, finishing agents (softeners, glues, scenting agents, etc.) and the like. Can be processed.

  A liquid containing the laundry composition of the present invention and water in terms of the remaining fragrance of the fragrance component in the textile product after the washing process (particularly after drying), and the content of the component (a) is 0.1 to 1000 ppm It is preferred to contact the composition with a textile product. In that case, the ratio (mass ratio) between the liquid composition and the fiber product is preferably fiber product / liquid composition = 1000/1 to 1000/100.

<Perfume composition>
The fragrance | flavor component was prepared so that it might become a composition of Table 3a, 3b, and the fragrance | flavor compositions 1-4 were obtained.

<Synthesis Method of Glyceryl Monoether (1)>
Lauryl alcohol 93.2 g (0.50 mol) and lanthanum triflate 2.94 g (0.0050 mol) were placed in a 300 mL four-necked flask and heated to 90 ° C. with stirring under a nitrogen stream. Next, 148.16 g (2.0 mol) of glycidol was added dropwise over 24 hours while maintaining the temperature, and stirring was continued for 2 hours to obtain 251.5 g of a reaction product. As a result of analyzing the obtained reaction product by gas chromatography, the glycidol conversion rate was 99.9% or more, lauryl alcohol 6.0 mass%, and the content of polyglycerin was 2.2 mass%. In the obtained lauryl polyglyceryl ether, the proportion of glycerin having a condensation degree n of 3 to 5 was 43.3% by mass relative to the total of those having n of 1 to 7. Further, the content of n = 1-7 lauryl polyglyceryl ether was 60.2% by mass, and that having a condensation degree of 8 mol or more was 31.6% by mass. Therefore, the product [glyceryl monoether (1)] confirmed a plurality of compounds having different glycerin condensation degrees n, and any of those having n of 3 to 5 was included.

<Method of fiber treatment with detergent composition>
The following raw materials were mixed so as to have the composition shown in Table 4 to obtain detergent compositions 6 of Examples and Comparative Examples. 26.7g of this composition and 2kg of underwear (Gunze YG) are put into a fully automatic washing machine made by National, NA-F70AP2 type, water level is small (40L), standard course (7 minutes for washing, 2 times water rinsing, 4 minutes for dehydration) ). After drying for 12 hours under conditions of a temperature of 25 ° C. and a humidity of 65% rh, the fragrance intensity of the fragrance and the presence or absence of the change of the fragrance were evaluated by the following methods. The results are shown in Table 4. The components used in Table 4 are as follows.

AS: EMAL 0 manufactured by Kao Corporation was used.
Ethoxylate nonion (1): Emulgen 108 manufactured by Kao Corporation having an alkyl chain length of 12 carbon atoms and an EO average addition mole number of 6 was used.
Zeolite: A-type zeolite having an average particle size of 3 μm, manufactured by Zeobuilder Co., Ltd. was used.
Sodium carbonate (dense ash): manufactured by Central Glass Co., Ltd. was used.
Sodium sulfate: Anhydrous bow glass manufactured by Shikoku Kasei Co., Ltd. was used.

<Method of fiber treatment with finishing composition>
The raw materials were mixed so that the compositions shown in Table 5 were obtained, and finishing compositions of Examples and Comparative Examples were obtained. 26.7g of commercially available detergent (Kao Co., Ltd., Attack) and 2kg of underwear (Gunze Co., Ltd., Gunze YG) were put into a fully automatic washing machine made by National, NA-F70AP2, and a small amount of water level (40L), standard course ( Washing was performed by washing for 7 minutes, rinsing with water twice, dehydration for 4 minutes). At this time, 15 g of the finishing composition was charged at the same time as the second rinsing was started. After drying for 12 hours under conditions of a temperature of 25 ° C. and a humidity of 65% rh, the fragrance intensity of the fragrance and the presence or absence of the change of the fragrance were evaluated by the following methods. The results are shown in Table 5. The components used in Table 5 are as follows.

Cation: Triethanolamine ester compound, ethoxylate nonion using tetranyl AT7590 manufactured by Kao Corporation SA (2): Emulgen 108K manufactured by Kao Corporation having an alkyl chain length of 12 carbon atoms and an EO average addition mole number of 8 Was used.

<Evaluation method of fragrance intensity of fragrance>
The underwear treated by the above method was performed by 10 panelists. The sensory evaluation regarding the intensity of the fragrance was performed in the following six stages. 0 (not smelling), 1 (smelling faintly), 2 (smelling), 3 (obviously smelling), 4 (smelling strongly), 5 (smelling very strongly). The score was expressed as an average value of 10 people.

<Evaluation method for presence or absence of fragrance change>
Compare the incense tone of the detergent composition or finish composition with the incense tone of the underwear after washing and drying. Scores were added, and evaluation was made with 5 points or more being equivalent (◯) and less than 5 points being different (x).

<Detergency evaluation>
As a result of JISK3362 (laundry washing test using a standard detergent), it was confirmed that all of the examples and comparative examples had higher detergency than the standard detergent.

Claims (6)

A laundry composition comprising the following components (a) and (b):
(A) Component: Polyglyceryl monoether represented by general formula (I)
R—O— (C ₃ H ₆ O ₂ ) _n —H (I)
(In the formula, R is a hydrocarbon group having 6 to 22 carbon atoms, n is the degree of condensation of glycerin, and represents an integer.)
(B) component: a fragrance composition containing 10 to 50% by mass of a fragrance component (b1) having a water / octanol partition coefficient (log P) of less than 3.0 and a vapor pressure at 20 ° C. exceeding 0.01 mmHg (1.33 kPa) object In the component (a), R is an alkyl group having 12 and / or 14 carbon atoms, and the ratio of the glycerin condensation degree n is 3 to 5, and the glycerin condensation degree in the general formula (I) The laundry composition according to claim 1, wherein n is 40% by mass or more based on the total amount of the compounds having 1 to 7. The laundry composition according to claim 1 or 2, wherein the mass ratio of (a) component / (b) component is from 1/1 to 500/1. (B) 10-60 mass% of fragrance | flavor component (b2) whose water-octanol partition coefficient (logP) is 3.0 or more and whose vapor pressure in 20 degreeC is 0.01 mmHg (1.33 kPa) or less in (b) component. The laundry composition according to any one of claims 1 to 3. The processing method of the textile product which contains the laundry composition and water in any one of Claims 1-4, and makes the textile composition contact the liquid composition whose content of (a) component is 0.1-1000 ppm. A method for flavoring a textile product, comprising bringing the liquid composition containing the laundry composition according to any one of claims 1 to 4 and water (a) having a content of 0.1 to 1000 ppm into contact with the textile product.