JP3212175B2 - Softener composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a softener composition,
In particular, the present invention relates to a softener composition that has a good softening effect and does not reduce the water absorbing ability of fibers.

[0002]

2. Description of the Related Art Conventionally, as a softener composition for imparting flexibility to clothes after washing, a composition mainly comprising a dilong-chain alkyldi-short-chain alkyl quaternary ammonium salt has been generally used. . However, this is considered as one of the causes of river pollution due to poor biodegradability. For this reason, attempts have been made to improve biodegradability by using a quaternary ammonium salt having a long-chain alkyl ester group (JP-A-63-6168). However, this ester type quaternary ammonium salt has a problem in that the water absorbing ability of natural fibers is reduced.

[0003]

SUMMARY OF THE INVENTION The present invention is to provide a softener composition which has an excellent softening effect and which can be maintained well without lowering the water absorption of natural fibers.

[0004]

The softener composition of the present invention comprises the following components (a) and (b): (a) / (b)
In a weight ratio of 30/1 to 3/1. (A) A neutralized dilong-chain tertiary amine having two long-chain hydrocarbon groups, at least one of which is interrupted by an ester group, and having an iodine value of 30 to 100. (B) C12-C2 having an iodine value of 30-300.
2 fatty acids or salts thereof.

[0005]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The neutralized di-long-chain tertiary amine component (a) has two long-chain hydrocarbon groups, one of which is a long-chain hydrocarbon group interrupted by an ester. Are used alone or in combination of two or more. The iodine value of this dilong chain amine is 30 to 100, preferably 40 to 9
Must be 0. As such a di-long-chain amine, compounds represented by the following formulas 1 to 3 (general formulas I-1 to I-7) are used.

[0006]

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[0007]

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[0008]

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In the above general formula, R ₁ CO- and R ₃ CO- are usually saturated higher fatty acids such as stearic acid and palmitic acid,
Decomposes and purifies unsaturated higher fatty acids such as oleic acid, elaidic acid, linoleic acid, and linolenic acid, and natural oils such as tallow, lard, palm oil, palm kernel oil, soybean oil, safflower oil, sunflower oil, and olive oil. It is derived from fatty acids obtained by, among these, oleic acid, stearic acid, tallow fatty acid, hardened tallow fatty acid, palm oil fatty acid,
Preferred are hardened palm oil fatty acids, palm kernel oil fatty acids, and hardened palm kernel oil fatty acids. Incidentally, as the unsaturated higher fatty acid, even if the stereoisomer is cis or trans,
Alternatively, a mixture of both may be used.
The ratio of the trans form is 25 / 75-100 / 0 (weight ratio)
It is preferred that

[0010] R ₁ and R ₃ may be the same or different.
R ₂ and R ₄ are an alkylene group having 1 to 4 carbon atoms, specifically, a methylene group, an ethylene group, a propylene group, and a butylene group, which may be linear or branched. R ₇ is an alkyl or alkenyl group having 12 to 24 carbon atoms, preferably 16 to 22 carbon atoms, such as a lauryl group, a myristyl group, a palmityl group, a stearyl group, an oleyl group, a linole group, and a linolenic group; Is a hydrocarbyl group.

In the present invention, the term "hydrocarbyl group" means an alkyl group or an alkenyl group separated by an ester group or an amide group represented by the following formula (4).

[0012]

Embedded image (R ₁₁ : alkyl group or alkenyl group R ₁₂ : alkylene group or alkenylene group, provided that R ₁₁
And R ₁₂ have a total carbon number of 15 to 24, and R ₁₂ preferably has a carbon number of 1 to 4. )

R ₅ and R ₆ may be the same or different and each is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, specifically, a methyl group, an ethyl group,
Examples thereof include a propyl group, a hydroxymethyl group, a hydroxyethyl group, and a hydroxypropyl group, and a methyl group, an ethyl group, and a hydroxyethyl group are particularly preferable. X ⁻ is an anion, and specific examples thereof include halogen atom anions such as chlorine, bromine and iodine, and sulfate anions represented by R ₁₃ SO ₄ . Here, R ₁₃ has 1 carbon atom
To 3 alkyl groups, and a methyl group is particularly preferable.

In the aforementioned general formulas (I-1 to I-7), R ₁ COO— or R ₃ COO— is replaced by R ₁ ′ O
CO- or a quaternary ammonium salt of reverse ester type is replaced by R ₃ 'OCO- can be used. R
₁ ', R _3' is preferably a carbon number of alkyl or alkenyl group of 16-22. Specific examples of the compound of the general formula (I-1) include di (oleoyloxyethyl) methylamine, oleoyloxyethylelaidyloxyethylmethylamine, di (oleoyloxybutyl) methylamine, di (oleoyloxy) (Oxyisopropyl) methylamine and the like.

Specific examples of the compound of the general formula (I-2) include stearyl (oleoyloxyethyl) methylamine, elaidyl (palmitoyloxyethyl) methylamine, oleyl (stearoyloxyisopropyl) methylamine, and palmityl (oleoyl). Oxybutyl) butylamine, oleoylaminoethyl (oleoyloxyethyl) methylamine, hardened tallow aminomethyl (oleoyloxymethyl) methylamine, and the like. Here, the hardened tallow aminomethyl is RCONHCH ₂ −
(RCO- is a hardened tallow fatty acid residue).

Specific examples of the compound of the formula (I-3) include 1-oleoyloxyethyl-2-oleoyloxyethyl-4,5-dihydroimidazoline and 1-linoleyloxyethyl-2-elaidyl. Oxyethyl-4,
5-dihydroimidazoline and the like. The general formula (I
Specific examples of the compound of -4) include 1-oleoyloxyethyl-2-oleyl-4,5-dihydroimidazoline and 1-elaidyloxypropyl-2-oleyl-
4,5-dihydroimidazoline and the like.

Specific examples of the compound of the general formula (I-5) include 1-tallow aminoethyl-2-oleoyloxyethyl-4,5-dihydroimidazoline, 1-tallow aminoethyl-palmitoyloxypropyl-4, 5-dihydroimidazoline and the like. Here, the tallow-aminoethyl, RCONHC ₂ H ₄ - (RCO- is tallow fatty acid residue) refers to.

Specific examples of the compound of the general formula (I-6) include 1,1-dioleoyloxyethyl-3-dimethylaminopropane, 1-oleoyloxyethyl-1-stearoyloxyisopropyl-3-dimethyl Aminopropane and the like. Specific examples of the compound of the general formula (I-7) include 1-stearyl-1-oleoyloxyethyl-3-dimethylaminopropane, 1-oleyl-
1-oleoyloxyethyl-3-dimethylaminopropane and the like.

The above long-chain amine is neutralized with a commonly used acid. Examples of the acid include inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, and organic acids such as benzoic acid, citric acid, and high-molecular acrylic acid. (A) The di-long chain tertiary amine is suitably blended in the softener composition of the present invention in an amount of 3 to 30% by weight, and preferably 5 to 15% by weight. The component (b) has an iodine value of 30 to 300, preferably 50 to 200, and a carbon number of 12 to 22,
Preferably, 14 to 18 fatty acids and / or salts thereof are used. Here, as the salt, an alkali metal salt of a fatty acid, an alkanolamine salt, a lower alkylamine salt, an ammonium salt or the like is used. Specific examples of the component (b) include oleic acid, elaidic acid, erucic acid, sodium oleate, ammonium tallow fatty acid, potassium fatty acid palm oil, and the like. These may be used alone or in combination of two or more. Can be blended.

In the present invention, by specifying the iodine value and the mixing ratio of the component (a) and the component (b),
It exhibits an excellent flexibility-imparting effect on chemical fibers as compared with the case where the component or the component (b) is used alone, and does not impair the water absorption of natural fibers such as cotton. When the iodine value of either the component (a) or the component (b) is lower than the value defined in the claims, the flexibility is good but the water absorption is reduced. On the other hand, the component (a) or (b)
When the iodine value of any of the components is larger than the range defined in the claims, the softening effect is not exhibited. The component (a) and the component (b) are (a) / (b) = 30/1 to 1 by weight.
It is blended in the softener composition in a ratio of 3/1, preferably 25/1 to 4/1. When the ratio exceeds 30/1, the water absorption decreases, whereas when the ratio is less than 3/1, the effect of imparting flexibility is extremely reduced, which is not preferable.

The softener composition of the present invention may contain, as other optional components in addition to the above-mentioned components, known components usually added to the softener composition within a range not to impair the effects of the present invention. . Optional components include, for example, quaternary ammonium salts such as di-long-chain alkyl di-short-chain alkyl quaternary ammonium salts, higher fatty acids such as stearic acid, partial esterified products of 2-ethylhexanoic acid with glycerin or pentaerythritol, Nonionic surfactants such as higher fatty acids, higher alcohols or alkylene oxide adducts of monoalkylamines, salt, ammonium chloride,
Water-soluble salts such as calcium chloride, magnesium chloride and potassium chloride, solvents such as ethyl alcohol, isopropyl alcohol, ethylene glycol, propylene glycol, isoprene glycol and hexylene glycol, urea, bactericides, antioxidants, dyes, pigments and silicones Kind,
Examples include hydrocarbons, cellulose derivatives, ultraviolet absorbers, optical brighteners, and fragrances.

[0022]

According to the present invention, (a) a di-long chain amine neutralized product having a specific iodine value and having a long chain hydrocarbon group interrupted by an ester group, and (b) a specific iodine value And a salt thereof in a specific ratio to form a softener composition, thereby exhibiting an excellent softening effect on chemical fibers without impairing the water absorption of natural fibers such as cotton.

[0023]

EXAMPLES The present invention will be specifically described below with reference to examples and comparative examples. Prior to this, an evaluation method adopted in the examples will be described.

(1) Softening treatment method A commercially available cotton detergent "Hitop" is used, using a commercially available cotton towel as cotton and an acrylic jersey as chemical fiber.
After washing twice with an electric two-tub washing machine (commercial products, manufactured by Lion Corporation), it was sufficiently rinsed with tap water at room temperature, and this was used as a test cloth. Next, a softener composition was added to 30 liters of tap water at 25 ° C. so that the total amount of the components (a) and (b) was 1 g to form a uniform solution. Each test cloth was immersed in this solution at a bath ratio of 30 and the ratio of cotton towel to acrylic jersey at 7/3, treated for 3 minutes, and then dehydrated for 2 minutes. After the cloth thus treated was air-dried, the cloth was allowed to stand at 25 ° C. and 65% RH for 24 hours and used for an evaluation test.

(2) Evaluation method of flexibility A pair of comparison was carried out using a fabric treated with a softener composition containing dimethyldistearyl quaternary ammonium chloride as a softener base, and evaluated according to the following criteria. +2: softer than control +1: slightly softer than control 0: same as control -1: slightly softer than control -2: softer than control

(3) Water Absorbency Evaluation Method Finished cotton towels are subjected to JIS L 1096
The sample was cut into 2 cm × 15 cm, immersed in pure water (25 ° C.) colored with a blue dye for 5 mm, and the height (mm) of water rising for 5 minutes was measured.

Examples 1 to 6 Liquid softener compositions containing the soft bases shown in Table 2 using the (a) component shown in Table 1 below and the fatty acid (salt) of the (b) component. Was prepared and the flexibility was evaluated. The results are shown in Table 2.

[0028]

Table 1: Soft base (a) component (di long chain amine) Symbol Compound name Cation 1 Di (oleoyloxymethyl) methylamine hydrochloride Cation 2 Stearyl (oleoyloxyethyl) methylamine sulfate Cation 3 1-stearoyloxyethyl-2-oleoyloxyethyl-4,5-dihydroimidazoline hydrochloride cation 4 1-elaidyloxypropyl-2-oleyl-4,5-dihydroimidazoline hydrochloride cation 5 stearylaminomethyl ( Oleoyloxymethyl) methylamine hydrochloride cation 6 stearyl (stearoyloxyethyl) methylamine hydrochloride (for comparison) cation 7 dimethyl distearyl quaternary ammonium chloride (control)

[0029]

TABLE 2 sets base composition and the evaluation results based Ingredient Evaluation Results (a) Component (b) Component flexibility of Yo of yo (a) / (b) A priming if U if U heavy wood click water was iodine compound-containing weight cotton Li property name value name value ratio Le (mm) example 1 cationic 1 82 oleic acid 90 5/1 0 0 90 Comparative Reii cationic 1 82 oleic acid 90 1/1 -2 -2 100 Comparative Example B Cation 1 82 Stearic acid 0 5/1 0 0 55 Example 2 Cation 2 45 Elaidic acid 90 10/1 0 +1 80 Comparative example C Cation 60 Oleic acid 90 5/1 0 +1 55 Example 3 Cation 3 37 Linoleic acid 181 5/1 0 0 90 Example 4 Cation 3 37 Erucic acid 75 5/1 0 0 80 Comparative example 2 Cation 3 37 Erucic acid 75 100/1 0 0 45 Example 5 Cation 4 81 Olein Acid 90 10/1 0 0 80 Example 6 cation 5 41 Oleic acid 90 5/1 0 +1 75 Control cation 7 0 − − − 0 0 40

────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-4-327270 (JP, A) JP-A-4-174770 (JP, A) JP-A-4-257372 (JP, A) JP-A-2- 269874 (JP, A) JP-A-60-17171 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) D06M 13/00-13/535

Claims (1)

(57) [Claims] 1. The following components (a) and (b):
A softener composition characterized by containing (a) / (b) in a weight ratio of 30/1 to 3/1. (A) a neutralized dilong-chain tertiary amine having two long-chain hydrocarbon groups, at least one of which is interrupted by an ester group, and having an iodine value of 30 to 100, (b) iodine 12 to 2 carbon atoms having a valence of 30 to 300
2 fatty acids or salts thereof