JP2006336139A - Transparent or translucent liquid softener composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a transparent or translucent liquid softener composition developing no turbidity even under long-term storage at low temperatures (lower than 0°C) and good in softening ability and water absorption. <P>SOLUTION: The transparent or translucent liquid softener composition contains (a) 5-30 mass% of a compound of general formula (1): R<SP>11</SP>R<SP>12</SP>R<SP>13</SP>R<SP>14</SP>N<SP>+</SP>X<SP>-</SP>(wherein, R<SP>11</SP>, R<SP>12</SP>and R<SP>13</SP>are each a 14-26C saturated hydrocarbon group or an unsaturated hydrocarbon group having one or more double bonds which is divided via an ester group into parts, or a 1-3C alkyl or the like, wherein based on the total number of moles of the above saturated hydrocarbon groups and the unsaturated hydrocarbon groups, the proportion of the saturated hydrocarbon groups is 0.1-12%, and the proportion of the unsaturated hydrocarbon groups is 75-90% with the cis/trans ratio being (85:15) to (99.9:0.1), the proportion of the unsaturated hydrocarbon groups each having two or more double bonds is 5-15%, and the proportion of the saturated hydrocarbons derived from ≥18C saturated fatty acids is 0.1-5%; R<SP>14</SP>is H, a 1-3C alkyl or the like; and X<SP>-</SP>is an anionic group) and (b) 5-30 mass% of an organic solvent with log P being -0.5 to 1.5. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to a transparent or translucent liquid softener composition.

  Liquid softener compositions having a transparent appearance are known, and in Patent Documents 1 to 6, addition of an organic solvent, an electrolyte, a surfactant, or the like having a specific log P is necessary for producing a transparent liquid softener composition. Techniques using agents are disclosed. Moreover, it is already known that a transparent liquid softening agent composition contains a quaternary ammonium compound having an ester group as a main base. Patent Documents 7 to 11 disclose that the composition is divided by an ester group. When a quaternary ammonium compound having a chain hydrocarbon group is used, a quaternary ammonium compound having a saturated hydrocarbon group and an unsaturated hydrocarbon group at a certain ratio is disclosed.

For example, Patent Document 7 discloses that a fiber product treated with a softener composition containing dimethyldi- (acyloxyisopropyl) -ammonium chloride (a quaternary ammonium compound) having an acyl group derived from rapeseed oil fatty acid has high hygroscopicity. It is described to show. Further, in Patent Document 8, similarly, in the quaternary ammonium salt having a long-chain alkyl ester group for the effect of maintaining water absorption, the content of saturated alkyl and unsaturated alkyl is 2:98 to 30:70, preferably Is described as 5:95 to 15:85. Patent Document 10 describes a fabric softening technique using a quaternary ammonium ester compound, and the best softening performance can be obtained when 20 to less than 75% of the hydrocarbon substituents are unsaturated. Are listed. In order to improve the flexibility performance and the water absorption performance as described above, a technique in which a saturated group and an unsaturated group are used in combination as a hydrocarbon group of a raw fatty acid is known. Patent Document 9 and Patent Document 11 show excellent rewetability in biodegradable fabric softener compounds and show improved stability under long-term storage conditions at room temperature and below room temperature (precipitation, gelation, In order to recover after freezing and obtain stable viscosity characteristics, the content of the soft active ingredient having polyunsaturated alkyl groups is at least 3% by weight, preferably 15%, in the total soft active ingredient It is described that such performance can be obtained by setting the weight% or more. Thus, it is disclosed that in the quaternary ammonium salt having a long-chain hydrocarbon group that is separated by an ester group, the above characteristics can be obtained by having an unsaturated group in the hydrocarbon group.
JP-T-2001-515151 JP 2001-524614 A JP-T-2001-524616 JP-T-2002-505391 Japanese Patent Laid-Open No. 2004-60079 JP 2004-232163 A JP 62-243877 A Japanese Patent No. 2956274 Japanese National Patent Publication No. 11-509277 Japanese National Patent Publication No. 11-511497 JP 2003-183981 A

  A transparent or translucent liquid softener composition is required to maintain its aesthetic appearance transparent or translucent in a wide temperature environment from high temperature to low temperature, and in particular, the appearance must be transparent or translucent. It is suitable to be filled in a transparent plastic container so that it can be visually observed, but when stored for a long time at high or low temperature, it will be separated and garbled, so it is stabilized to suppress it There was a problem that the manufacturing cost increased because a large amount of the agent had to be added.

  When a transparent or translucent liquid softener composition was prepared using a quaternary ammonium compound having an ester group based on an unsaturated fatty acid in accordance with the technique described in the above-mentioned patent document, The subject that the cloudy white and white cotton-like appearance defect were exhibited in the long-term storage occurred.

  Accordingly, the problem to be solved by the present invention is a transparent or translucent liquid softener composition containing a quaternary ammonium compound excellent in flexibility and water absorption, and at a low temperature of 0 ° C. or lower. An object of the present invention is to provide a softener composition that does not cause appearance defects (deterioration of transparency) even when stored.

  In the present invention, the term “transparent or translucent” means that when a quartz cell having an optical path length of 10 mm is used and ion-exchanged water is added to the control side cell, the light transmittance at a wavelength of 660 nm is 30% or more. Say something.

  In the quaternary ammonium compound having a hydrocarbon group separated by an ester group, the present inventors have two saturated hydrocarbon groups, unsaturated hydrocarbon groups having one double bond, and two double bonds. It has been found that the above problem can be solved by controlling the ratio of the unsaturated hydrocarbon group having the above to a specific range and using it together with an organic solvent having a specific logP.

  Further, the present inventors have found that the quaternary ammonium compound precursor in which the ratio of the saturated hydrocarbon group is controlled within a specific range can undergo a quaternization reaction even in the absence of a solvent. Since a quaternization reaction at a lower temperature is possible, it has been found that the generation of impurities can be suppressed and the problem of appearance defects can be further improved.

The present invention contains the following component (a) and component (b) as means for solving the problem, the content of component (a) is 5 to 30% by mass, and the content of component (b) is 5 to 30% by mass. %, A transparent or translucent liquid softener composition is provided.
(A): Compound represented by the general formula (1)

[Where,
R ¹¹ , R ¹² and R ¹³ are each independently a C 14-26 saturated hydrocarbon group or an unsaturated hydrocarbon group having one or more double bonds separated by an ester group, Or it is a C1-C3 alkyl group or a C1-C3 hydroxyalkyl group. Further, among R ¹¹ , R ¹² and R ¹³ , the total number of moles of the saturated hydrocarbon group separated by the ester group and the unsaturated hydrocarbon group having one or more double bonds is divided by the ester group. The ratio of the saturated hydrocarbon group is 0.1 to 12 mol%, the ratio of the unsaturated hydrocarbon group having one double bond divided by the ester group is 75 to 90 mol%, and The cis / trans molar ratio is 85.0 / 15.0 to 99.9 / 0.1, and the proportion of unsaturated hydrocarbon groups having two or more double bonds separated by an ester group is 5 to 5. The ratio of the saturated hydrocarbon group which is 15 mol% and is further divided by an ester group derived from a saturated fatty acid having 18 or more carbon atoms is 0.1 to 5 mol%.
R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms.
X ⁻ is an anionic group. ]
(B): an organic solvent having a log P of −0.5 to 1.5 Further, in the present invention, the component (a) is a compound represented by the following general formula (2) using an alkylating agent in the absence of a solvent. The transparent or translucent liquid softener composition obtained by the quaternization reaction is provided.

[Wherein, R ¹¹ , R ¹² and R ¹³ have the same meaning as described above. ]

  The transparent or translucent liquid softener composition of the present invention does not cause white turbidity even during long-term storage at a low temperature (0 ° C. or lower) and is excellent in storage stability.

[(A) component]
The component (a) of the present invention is a compound represented by the above general formula (1). In the general formula (1), R ¹¹ , R ¹² and R ¹³ have the above-mentioned meanings. From the viewpoint of maintaining storage stability, R ¹¹ , R ¹² and R ¹³ are separated by an ester group. The ratio of the saturated hydrocarbon group divided by the ester group to the total number of moles of the hydrocarbon group and the unsaturated hydrocarbon group having one or more double bonds is 0.1 to 12 mol%. 3 to 11 mol%, preferably 5 to 10 mol%, more preferably 6 to 10 mol%, most preferably 7 to 10 mol%.

Moreover, the ratio of the unsaturated hydrocarbon group having one double bond separated by an ester group is divided by the ester group among R ¹¹ , R ¹² and R ¹³ from the viewpoint of maintaining storage stability. 75 to 90 mol%, preferably 76 to 88 mol%, and 77 to 87 mol%, based on the total number of moles of the saturated hydrocarbon group and the unsaturated hydrocarbon group having one or more double bonds. More preferred is 78 to 86 mol%. The molar ratio of cis / trans of the unsaturated hydrocarbon group having one double bond is 85.0 / 15.0 to 99.9 / 0.1 from the viewpoint of maintaining transparency and storage stability. 86.0 / 14.0 to 99.9 / 0.1 are preferable, and 87.0 / 13.0 to 99.9 / 0.1 are more preferable.

Furthermore, the proportion of unsaturated hydrocarbon groups having two or more double bonds separated by an ester group is divided by the ester group among R ¹¹ , R ¹² and R ¹³ from the viewpoint of maintaining storage stability. 5 to 15 mol%, preferably 6 to 14 mol%, and preferably 7 to 13 mol% with respect to the total number of moles of the saturated hydrocarbon group and the unsaturated hydrocarbon group having one or more double bonds. Further preferred.

In addition, the proportion of saturated hydrocarbon groups that are derived from saturated fatty acids having 18 or more carbon atoms and separated by ester groups is the ester group among R ¹¹ , R ^12, and R ¹³ from the viewpoint of low-temperature stability. It is 0.1-5 mol% with respect to the total number of moles of the saturated hydrocarbon group and the unsaturated hydrocarbon group having one or more double bonds, preferably 0.2-4 mol%. 0.3 to 4 mol% is more preferable, and 0.5 to 4 mol% is particularly preferable.

In general formula (1), X ^-, as the anionic group represented a halogen ion, sulfate ion, include an alkyl sulfate ion such as 1 to 3 fatty acid or carbon atoms to 12 carbon atoms, a halogen ion, carbon A C 1-3 alkyl sulfate ion is preferred.

The component (a) of the present invention can be produced by subjecting the compound represented by the general formula (2) to a quaternization reaction using an alkylating agent. The compound represented by the general formula (2) is carbonized with a fatty acid or a fatty acid lower alkyl (alkyl group having 1 to 3 carbon atoms) ester so that R ¹¹ , R ¹² and R ¹³ have the above preferred composition. The composition of the hydrogen group is selected, and a specific number of moles of raw fatty acid or fatty acid lower alkyl (alkyl group having 1 to 3 carbon atoms) having such a composition and the corresponding alkanolamine are subjected to dehydration esterification or transesterification It can be produced by reacting.

  Examples of the alkanolamine include a dialkylmonoalkanolamine (preferably dimethylmonoethanolamine or dimethylmonopropanolamine), a monoalkyldialkanolamine (preferably methyldiethanolamine or methyldipropanolamine), or a trialkanolamine (preferably triethanol). Amine or tripropanolamine), but is not limited thereto. A particularly preferred alkanolamine is trialkanolamine.

  In order to obtain a fatty acid or a fatty acid lower alkyl ester having the above-mentioned preferred hydrocarbon composition, it cannot be achieved simply by using a fatty acid as commonly known in oil and fat manuals, etc., but isomerization reaction of unsaturated bonds, or those Can be obtained by mixing the fatty acids.

  Further, in order to control the content of unsaturated hydrocarbon groups having two or more double bonds in the raw fatty acid or fatty acid lower alkyl ester, for example, crystallization as described in JP-A-4-306296 A method of distilling methyl ester as described in JP-A-6-41578, a selective hydrogenation reaction as described in JP-A-8-99036, and the like can be performed.

  In the esterification reaction or transesterification reaction, the molar ratio of the fatty acid or fatty acid lower alkyl ester to the hydroxy group of the alkanolamine is preferably 0.3: 1.0 to 1.2: 1.0, 0.5: 1 0.0-1.0: 1.0 is more preferable.

  Examples of the alkylating agent used in the quaternization reaction of the compound represented by the general formula (2) include dialkyl sulfuric acid (alkyl group having 1 to 3 carbon atoms) and alkyl halide (alkyl group having 1 to 3 carbon atoms). Etc.

  In addition, the quaternization reaction using an alkylating agent can be synthesized even in the presence of a solvent (for example, ethanol). However, from the viewpoint of maintaining the transparency of the synthesized product and / or suppressing the generation of impurities, it can be synthesized in the absence of a solvent. It is more preferable to synthesize.

[Component (b)]
The component (b) of the present invention is an organic solvent having a log P of -0.5 to 1.5, preferably -0.3 to 1.5. Here, logP 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 relative to 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), etc., 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 fragment approach is based on the chemical structure of the compound and takes into account the number of atoms and the type of chemical bond (cf. A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., P.295, Pergamon Press, 1990). Since this ClogP value is currently the most general and reliable estimate, it can be used in place of the actual logP value when selecting a compound. In the present invention, if there is a measured value of logP, the ClogP value calculated by the program CLOGP v4.01 is used when there is no measured value.

  Examples of the organic solvent having a log P of -0.5 to 1.5 as the component (b) of the present invention include 2,2,4-trimethyl-1,3-pentanediol, 2,2-dimethyl-1,3- Propanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol, 2-methyl-2,4-pentanediol, polyoxyethylene monobutyl ether having an average addition mole number of 1 to 3, average addition mole number of 1 to 3 One or more alcohols selected from the group consisting of polyoxypropylene monobutyl ether, polyoxypropylene monopropyl ether having an average addition mole number of 1 to 3, and polyoxyethylene monophenyl ether having an average addition mole number of 1 to 4 An organic solvent is mentioned.

  In one embodiment, the component (b) of the present invention is preferably polyoxyethylene monophenyl ether having an average addition mole number of 1 to 4 or 2-methyl-2,4-pentanediol from the viewpoint of maintaining transparency. More preferred component (b) is polyoxyethylene monophenyl ether having an average addition mole number of 1 to 4.

[Other ingredients]
The softener composition of the present invention can contain a fatty acid (hereinafter referred to as component (c)) having an iodine value of 30 to 300 and a carbon number of 12 to 26. The iodine value of the component (c) is preferably 50 to 200, more preferably 70 to 180. Moreover, 16-22 are preferable.

  Specific examples of the component (c) include Linderic acid, Tuzuic acid, Fizeteric acid, Myristoleic acid, Palmitoleic acid, Oleic acid, Elaidic acid, Linoleic acid, Linolenic acid, Petroceric acid, Vaxenoic acid, Gadelic acid Examples thereof include unsaturated fatty acids such as gondrenic acid, cetreic acid, erucic acid, brassic acid, ceracolic acid and ximenoic acid, and these can be used alone or as a mixture of two or more thereof.

  As the component (c), a mixed fatty acid obtained by saponifying animal and vegetable oils can be used. For example, animal oil such as beef tallow, lard, fish oil, or palm oil, sunflower oil, soybean oil, rapeseed oil, safflower Mention may be made of fatty acids obtained by saponifying vegetable oils such as oil, cottonseed oil, corn oil and olive oil. The fatty acid composition derived from these animal and vegetable oils can be referred to the new edition fatty acid chemistry (edited by Jiro Hirano et al., First edition in September 1981, published by Koshobo, page 5 Table 1.1.3). In addition, in this specification, when using 2 or more types of fatty acids, the iodine value of a fatty acid means the iodine value of the said 2 or more types of mixed fatty acid.

  Component (c) is, for example, crystallization as described in JP-A-4-306296, a method of distilling methyl ester as described in JP-A-6-41578, or JP-A-8- The ratio of fatty acids containing two or more carbon-carbon unsaturated bonds can be controlled by a selective hydrogenation reaction or the like described in Japanese Patent No. 99036.

  The preferred fatty acid of component (c) of the present invention is one or more unsaturated fatty acids selected from the group consisting of oleic acid, elaidic acid and linoleic acid.

  Furthermore, the fatty acid of (c) component of this invention can use the mixed fatty acid of a saturated fatty acid and an unsaturated fatty acid. In one embodiment, the fatty acid of component (c) of the present invention is oleic acid 20 to 95% by mass, elaidic acid 0.1 to 30% by mass, linoleic acid 2 to 70% by mass, and stearic acid. A mixed fatty acid containing 0.1 to 5% by mass and 0.1 to 12% by mass of palmitic acid is preferable, in particular, 70 to 90% by mass of oleic acid, 0.1 to 10% by mass of elaidic acid, A mixed fatty acid containing linoleic acid in an amount of 5 to 15% by mass, stearic acid in an amount of 0.5 to 4% by mass, and palmitic acid in an amount of 0.5 to 7% by mass is preferable from the viewpoint of improving the softening effect and storage stability. .

  From the viewpoint of storage stability, the fatty acid of component (c) of the present invention has a cis / trans molar ratio of 85.0 / 15.0 to 99.9 / 0.1, preferably 87.0 / 13.0-99.9 / 0.1.

  The liquid softening agent composition of the present invention contains water (hereinafter referred to as component (d)). Water from which hardness components such as calcium and magnesium present in trace amounts and heavy metals such as iron are removed is preferable, and ion-exchanged water or distilled water can be used. A small amount of chlorine may be contained for the purpose of sterilizing or sterilizing water.

  The liquid softener composition of the present invention preferably further contains a nonionic surfactant (hereinafter referred to as component (e)) from the viewpoint of improving storage stability.

  (E) As a component, the polyoxyethylene alkyl ether which has a C8-C20 alkyl group or alkenyl group is preferable, and especially the nonionic surfactant represented by following General formula (3) is favorable.

R ³¹ -E-[(R ³² O) _d -R ³³ ] _e (3)
[Wherein R ³¹ is an alkyl group or alkenyl group having 8 to 18 carbon atoms, preferably 8 to 16 carbon atoms. R ³² is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group. R ³³ is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom. d represents a number of 2 to 100, preferably 4 to 80, more preferably 5 to 60, and particularly preferably 6 to 40. E is -O-, -COO-, -CON <or -N <, e is 1 when E is -O- or -COO-, and e is E when -CON <or -N <. Is 2. ]
Specific examples of the compound represented by the general formula (3) include compounds represented by the following formulas (3-1) to (3-4).

R ³¹ —O— (C ₂ H ₄ O) _f —H (3-1)
[Wherein R ³¹ represents the above-mentioned meaning. f is a number of 8 to 100, preferably 10 to 60. ]
_{^{R 31 -O- (C 2 H 4}} O) g - (C 3 H 6 O) h -H (3-2)
[Wherein R ³¹ represents the above-mentioned meaning. g and h are each independently a number of 2 to 40, preferably 5 to 40, and (C ₂ H ₄ O) and (C ₃ H ₆ O) may be random or block adducts. ]

[Wherein R ³¹ represents the above-mentioned meaning. p, q, r and s are each independently a number of 0 to 40, p + q + r + s is a number of 5 to 60, preferably 5 to 40, and (C ₂ H ₄ O) and (C ₃ H ₆ O) May be random or block adducts. R ³⁴ and R ³⁵ are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms].

The liquid softening agent composition of the present invention preferably further contains a metal sequestering agent (hereinafter referred to as component (f)) from the viewpoint of improving storage stability. Specifically, examples of the component (f) include the following compounds.
(1) Phosphate compounds such as phytic acid or salts thereof (preferably alkali metal salts or alkanolamine salts).
(2) Ethane-1,1-diphosphonic acid, ethane-1,1,2-triphosphonic acid, ethane-1-hydroxy-1,1-diphosphonic acid, ethanehydroxy-1,1,2-triphosphonic acid, ethane- Phosphonic acids such as 1,2-dicarboxy-1,2-diphosphonic acid and methanehydroxyphosphonic acid or salts thereof (preferably alkali metal salts or alkanolamine salts).
(3) Phosphonocarboxylic acid such as 2-phosphonobutane-1,2-dicarboxylic acid, 1-phosphonobutane-2,3,4-tricarboxylic acid, α-methylphosphonosuccinic acid or a salt thereof (preferably an alkali metal Salt or alkanolamine salt).
(4) Amino acids such as aspartic acid, glutamic acid and glycine or salts thereof (preferably alkali metal salts or alkanolamine salts).
(5) Nitrilotriacetic acid, iminodiacetic acid, ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, glycol etherdiaminetetraacetic acid, hydroxyethyliminodiacetic acid, triethylenetetraaminehexaacetic acid, diencoric acid, alkylglycine-N, N-diacetic acid Aminopolyacetic acid such as aspartic acid-N, N-diacetic acid, serine-N, N-diacetic acid, glutamic acid diacetic acid, ethylenediaminesuccinic acid, or a salt thereof (preferably an alkali metal salt or an alkanolamine salt).
(6) Organic acids such as diglycolic acid, oxydisuccinic acid, carboxymethyloxysuccinic acid, citric acid, lactic acid, tartaric acid, oxalic acid, malic acid, oxydisuccinic acid, gluconic acid, carboxymethyl succinic acid, carboxymethyl tartaric acid or the like Salt (preferably an alkali metal salt or an alkanolamine salt).
(7) Aminopoly (methylenephosphonic acid) or a salt thereof (preferably an alkali metal salt or alkanolamine salt), or polyethylenepolyamine poly (methylenephosphonic acid) or a salt thereof (preferably an alkali metal salt or alkanolamine salt).

  Among these, the component (f) is preferably at least one selected from the groups (2), (5), and (6), and at least one selected from the groups (2) and (5). Species are more preferred. Particularly preferred component (f) is ethane-1-hydroxy-1,1-diphosphonic acid and / or ethylenediaminetetraacetic acid from the viewpoint of improving storage stability.

  The liquid softening agent composition of the present invention can further contain an inorganic salt (hereinafter referred to as component (g)). As the inorganic salt, sodium sulfate, sodium chloride, calcium chloride, magnesium chloride and the like are preferable from the viewpoint of storage stability. However, the liquid softening agent composition of the present invention may further contain sodium salt, potassium salt and the like contained in a surfactant such as fatty acid salts in addition to the inorganic salt.

  The liquid softener composition of the present invention further contains an ester compound (hereinafter referred to as component (h)) of a saturated or unsaturated fatty acid having 8 to 22 carbon atoms and a polyhydric alcohol for the purpose of improving storage stability. However, it is necessary to pay attention to the type and content in order to obtain a transparent appearance. Examples of the compound that can be blended include triglyceride, diglyceride, monoglyceride, mono-, di-, or tri-esters of pentaerythritol, sorbitan esters, and the like.

  The liquid softening agent composition of the present invention may further contain an organic solvent other than the component (b) (hereinafter referred to as component (i)). Specifically, the component (i) is an organic solvent selected from ethanol, isopropanol, glycerin, ethylene glycol, propylene glycol and the like, and ethanol is particularly preferable from the point of smell. In this invention, a fragrance | flavor and dye can be suitably contained from a point of palatability as other components.

[Liquid softener composition]
The liquid softening agent composition of the present invention can be obtained by mixing the above-described components so as to have the following contents.

  Content of (a) component in a composition is 5-30 mass% from a viewpoint of improving a softness | flexibility performance, Preferably it is 10-28 mass%, More preferably, it is 15-25 mass%. (B) Content of a component is 5-30 mass% from a viewpoint of an improvement of storage stability, Preferably it is 6-25 mass%, More preferably, it is 7-23 mass%.

  Component (c) is optional, but from the viewpoint of improving the softening effect and storage stability, it is preferably 0.05 to 10% by mass, more preferably 0.3 to 7% by mass, and still more preferably 0.5 to 5%. % By mass, particularly preferably 0.5 to 4% by mass. Although the component (e) is optional, it is preferably from 0.5 to 10% by mass, more preferably from 0.8 to 8% by mass, and particularly preferably from 1 to 8% by mass from the viewpoints of storage stability improvement effect and flexibility improvement effect. 5% by mass. Although the component (f) is optional, it is preferably 50 to 2000 ppm (mass basis), more preferably 50 to 1000 ppm, and particularly preferably 50 to 500 ppm from the viewpoint of the effect of improving storage stability. The component (g) is preferably 0.01 to 5% by mass, particularly preferably 0.02 to 3% by mass.

  The component (h) and component (i) are also preferably contained from the viewpoint of storage stability, and the component (h) is preferably 0.01 to 5% by mass, particularly preferably 0.02 to 2% in the composition. It is preferable to contain 3% by mass and component (i) preferably 0.01 to 5% by mass, particularly preferably 0.02 to 3% by mass.

  Below, the synthesis example of (a) component and the comparative quaternary ammonium salt is shown.

Synthesis example 1
Having the composition shown in Table 1, the dehydration condensation according to a standard method iodine value 90gI ₂ / 100g, the raw material fatty acid value of 1 201MgKOH / g and triethanolamine in a reaction molar ratio 1.85 / 1 (fatty acid / triethanolamine) Reaction was performed and the condensate was obtained. Next, in the absence of a solvent, 0.95 equivalent of dimethylsulfuric acid was used for this condensate, and quaternization was performed according to a conventional method, followed by dilution with ethanol, whereby a quaternary containing 10% ethanol. An ammonium salt mixture was obtained.

Synthesis example 2
Synthesis example using raw material fatty acid ₂ having the composition of Table 1 and iodine value of 90 gI 2/100 g and acid value of 199 mgKOH / g and triethanolamine in a reaction molar ratio of 1.95 / 1 (fatty acid / triethanolamine) The same operation as 1 was performed to obtain a quaternary ammonium salt mixture containing 10% of ethanol.

Synthesis example 3
Having the composition shown in Table 1, using an iodine value 92gI ₂ / 100g, and a raw material fatty 3 acid value 201MgKOH / g triethanolamine at a reaction molar ratio 1.85 / 1 (fatty acid / triethanolamine), Synthesis Example The same operation as 1 was performed to obtain a quaternary ammonium salt mixture containing 10% of ethanol.

The compounding components used in the examples are summarized below.
(A) Component (a-1): Quaternary ammonium salt mixture obtained in Synthesis Example 1 Comparative quaternary ammonium salt (a′-1): Quaternary ammonium salt mixture obtained in Synthesis Example 2 (A′-2): quaternary ammonium salt mixture obtained in Synthesis Example 3 (b) component (b-1): phenoxyethanol (b-2): polyoxyethylene (average number of moles added 3) monophenyl ether (B-3): 2-methyl-2,4-pentanediol (b-4): 1,4-cyclohexanedimethanol (b-5): diethylene glycol monobutyl ether and other components (c-1): sunflower oil A mixed fatty acid having the following composition obtained by saponification and selective hydrogenation reaction (3.5% by mass of palmitic acid, 4% by mass of stearic acid, 80% by mass of oleic acid, 0.5% by mass of elaidic acid, Lumpur acid 10 wt%, other 2% by weight)
(C-2): Mixed fatty acid having the following composition obtained by saponifying beef tallow and performing a selective hydrogenation reaction (0.8% by mass of palmitic acid, 2.0% by mass of stearic acid, 80% by mass of oleic acid) , Elaidic acid 10 mass%, linoleic acid 2 mass%, other 5.2 mass%)
(E-1): polyoxyethylene (average addition mole number 23) monolauryl ether (e-2): polyoxyethylene (average addition mole number 8) monoalkyl (C9-10) ether (f-1): ethylenediamine 4 Acetic acid (g-1): Sodium sulfate (g-2): Magnesium chloride (h-1): Dehydration condensate of oleic acid and sorbitan. The molar ratio of oleic acid / sorbitan is 3/1.
(I-1): Ethanol Example 1
Using the components shown in Table 2, a liquid softener composition was prepared by the following method, and the stability was evaluated by the following method. The results are shown in Table 2.

<Method for Preparing Liquid Softener Composition>
A 300 mL beaker was charged with 95% of the amount of ion-exchanged water necessary for the finished mass of the softening agent composition to be 200 g, and the temperature was raised to 60 ° C. in a water bath. While stirring with a turbine-type stirring blade having three stirring blades each having a length of 2 cm (300 r / m), the required amounts of component (b) and component (e) were dissolved. Next, the mixture (40 degreeC) which mixed the required amount (a) component, (c) component, and (h) component previously was added. After stirring for 5 minutes, component (f), component (g) and component (i) were added sequentially, and after stirring for 5 minutes, the pH was adjusted to the target with 35% aqueous hydrochloric acid and 48% aqueous sodium hydroxide, An amount of ion-exchanged water at 60 ° C. necessary for the finished mass was added. Thereafter, the mixture was stirred for 10 minutes, the beaker was transferred to a water bath containing 5 ° C. water, and cooled to 20 ° C. while stirring. In addition, pH shown in Table 2 described pH after cooling (20 degreeC).

<Stability evaluation method>
The appearance of the liquid softener composition immediately after production and the appearance of the liquid softener composition after storage at 0 ° C. for 20 days were visually observed and evaluated according to the following criteria.

Evaluation criteria (appearance)
○… Transparent or translucent △… Slightly cloudy ×… Separated or cloudy

Claims (2)

A transparent or translucent liquid containing the following component (a) and component (b), wherein the content of component (a) is 5 to 30% by mass, and the content of component (b) is 5 to 30% by mass. Softener composition.
(A): Compound represented by the general formula (1)

[Where,
R ¹¹ , R ¹² and R ¹³ are each independently a C 14-26 saturated hydrocarbon group or an unsaturated hydrocarbon group having one or more double bonds separated by an ester group, Or it is a C1-C3 alkyl group or a C1-C3 hydroxyalkyl group. Further, among R ¹¹ , R ¹² and R ¹³ , the total number of moles of the saturated hydrocarbon group separated by the ester group and the unsaturated hydrocarbon group having one or more double bonds is divided by the ester group. The ratio of the saturated hydrocarbon group is 0.1 to 12 mol%, the ratio of the unsaturated hydrocarbon group having one double bond divided by the ester group is 75 to 90 mol%, and The cis / trans molar ratio is 85.0 / 15.0 to 99.9 / 0.1, and the proportion of unsaturated hydrocarbon groups having two or more double bonds separated by an ester group is 5 to 5. The ratio of the saturated hydrocarbon group which is 15 mol% and is further divided by an ester group derived from a saturated fatty acid having 18 or more carbon atoms is 0.1 to 5 mol%.
R ¹⁴ is a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 3 carbon atoms.
X ⁻ is an anionic group. ]
(B): an organic solvent having a log P of -0.5 to 1.5 Transparent or according to claim 1, wherein the component (a) is obtained by subjecting a compound represented by the following general formula (2) to a quaternization reaction using an alkylating agent in the absence of a solvent. Translucent liquid softener composition.

[Wherein R ¹¹ , R ¹² and R ¹³ have the same meaning as in claim 1. ]