JPH04333667A - Liquid softening agent composition - Google Patents

Abstract

PURPOSE:To obtain a liquid softening agent composition, composed of a specific quaternary ammonium salt, capable of imparting excellent softness and antistatic properties to various clothes, excellent in water absorbing and holding properties and having good biodegradability. CONSTITUTION:A liquid softening agent composition containing a quaternary ammonium salt, expressed by the formula {R<1> and R<2> are 11-23C saturated or unsaturated alkyl group; the total alkyl groups in R<1> and R<2> are within the range of (2:98)-(30:70) weight ratio of the saturated alkyl group : unsaturated alkyl group; R and R are 1-4C alkyl or hydroxyalkyl; R<5> and R<6> are CmH2m. [(m) 18 2-4]; X<-> is anion; (n) is 1-4} and having ester bonds as a base material for the softening agent. The resultant softening agent composition is capable of imparting excellent softness and antistatic properties to various fibers by its application. This softening agent composition is excellent in water absorbing and holding effects and improved in biodegradability.

Description

[Detailed description of the invention]

0001

[Field of Industrial Application] The present invention relates to a liquid fabric softener composition that is effective in imparting flexibility and antistatic properties to various types of clothing, has an excellent water absorption retention effect, and has good biodegradability. .

0002

[Prior art and problems to be solved by the invention] Conventionally,
Various liquid fabric softener compositions are used to impart flexibility and antistatic properties to clothing after laundering. These softener compositions include di-long-chain alkyl di-short-chain alkyl quaternary
Generally, the main component is a grade ammonium salt. However, although the fabric softener composition containing this di-long-chain alkyl di-short-chain alkyl quaternary ammonium salt can impart a good softening effect and antistatic effect to various types of clothing, it also reduces the water absorption of the clothing. It has the disadvantage of lowering the Furthermore, it is considered to be a cause of river pollution due to its poor biodegradability.

On the other hand, recently, quaternary ammonium salts having a long-chain alkyl ester group with 12 to 22 carbon atoms have been attracting attention as a main component of softener compositions due to their good biodegradability (Japanese Patent Application Laid-open No. 63-6168), the softener composition containing this quaternary ammonium salt also has a good softening effect, etc., like the above-mentioned softener composition.
It is not satisfactory in terms of water absorption retention.

[0004]Therefore, it is desired to develop a liquid softener composition that has excellent water absorbency retaining effects and biodegradability in addition to imparting flexibility and antistatic properties.

[0005]

[Means and Effects for Solving the Problems] In view of the above circumstances, the present inventors have made extensive studies and found that a quaternary ammonium salt having a specific ester bond represented by the following general formula (I) has a softening agent group. By using it as an agent, it is possible to impart good flexibility and antistatic properties to various types of clothing, and it is also possible to retain water well without reducing the water absorbency of the clothing.Moreover, it has excellent biodegradability and does not cause environmental pollution. The inventors have discovered that it is possible to obtain a liquid softener composition with almost no problems, leading to the present invention.

[0006]

[Formula 2] [However, in the formula, R1 and R2 are each a saturated or unsaturated alkyl group having 11 to 23 carbon atoms, and the total alkyl group of R1 and R2 is saturated alkyl group:unsaturated alkyl group (weight ratio) is in the range of 2:98 to 30:70. Also, R3
, R4 are each an alkyl group or hydroxyalkyl group having 1 to 4 carbon atoms, R5 and R6 are each CmH2m (however, m=2 to 4), X- is an anion, and n is 1 to 4
is the number of ]

The present invention will be explained in more detail below. The liquid softener composition of the present invention contains a quaternary ammonium salt represented by the following general formula (I) as a softener base.

[0008]

[C3]

Here, R1 and R2 in the above formula (I) are each a saturated or unsaturated alkyl group having 11 to 23 carbon atoms, preferably 15 to 21 carbon atoms, such as R1-CO, R
The group represented by 2-CO is usually unsaturated higher fatty acids such as oleic acid, elaidic acid, linoleic acid, and linoleic acid, saturated higher fatty acids such as stearic acid and palmitic acid, beef tallow,
Pork fat, palm oil, soybean oil, safflower oil, sunflower oil,
Fatty acids obtained by decomposing and refining natural fats and oils such as olive oil, and those derived from these hydrogenated fatty acids, especially oleic acid, elaidic acid, stearic acid, beef tallow fatty acid, hydrogenated beef tallow fatty acid, and palm oil fatty acid. ,
Mixtures of hydrogenated palm oil fatty acids are preferred. In addition, the stereoisomeric structure of the unsaturated higher fatty acid may be cis or trans, or a mixture of the two, but especially those with a cis/trans ratio of 25 to 100/0.
It is preferable that it is 75.

Furthermore, the total alkyl groups of R1 and R2 have a saturated alkyl group:unsaturated alkyl group (weight ratio) of 2:98 to
30:70, preferably 5:95 to 15:85,
If the content ratio of saturated alkyl groups is more than 30/70, the water absorption retention effect of the softener composition will be poor and the object of the present invention cannot be achieved.

[0011] Furthermore, R3 and R4 each have 1 to 4 carbon atoms.
An alkyl group or hydroxyalkyl group, specific examples include methyl group, ethyl group, propyl group, butyl group, hydroxymethyl group, hydroxyethyl group, hydroxypropyl group, and hydroxybutyl group, but especially methyl group, Ethyl group and hydroxyethyl group are preferably used. R5 and R6 are each CmH2m (however, m=2
It is an alkylene group represented by ~4), and specifically includes an ethylene group, a propylene group, and a butylene group, and may be linear or branched.

Furthermore, X- is an anion, specifically a halogen atom anion such as chlorine, bromine, iodine, R7S
O4 (R7 is an alkyl group having 1 to 3 carbon atoms, specific examples include methyl group, ethyl group, and propyl group,
Particularly suitable is a methyl group. ) are exemplified.

Such quaternary ammonium salts of formula (I) include di(stearoyloxyethyl)dimethyl quaternary ammonium chloride, di(stearoyloxybutyl)dimethyl quaternary ammonium chloride, di(oleoyloxyethyl) Dimethyl quaternary ammonium chloride, di(palmitoyloxyethyl) dimethyl quaternary ammonium methosulfate, di(stearoyloxyisopropyl) dimethyl quaternary ammonium chloride, di(oleoyloxybutyl) dimethyl quaternary ammonium chloride, di(oleoyloxyisopropyl) )
Dimethyl quaternary ammonium methosulfate, di(elaidioyloxyethyl)dimethyl quaternary ammonium chloride, (stearoyloxyethyl)(oleoyloxyethyl)dimethyl quaternary ammonium chloride,
(stearoyloxyisopropyl) (oleoyloxyisopropyl) dimethyl quaternary ammonium methosulfate, (palmitoyloxyethyl) (oleoyloxyethyl) dimethyl quaternary ammonium chloride, (
Examples include (stearoyloxyisopropyl) (elaidioyloxyisopropyl) dimethyl quaternary ammonium methosulfate, (stearoyloxybutyl) (oleoyloxybutyl) dimethyl quaternary ammonium chloride, and when one of these is used alone, You may also use a mixture of two or more types.

Further, the quaternary ammonium salt of the above formula (I) can be prepared by, for example, esterifying or transesterifying a higher fatty acid or a higher fatty acid ester with a corresponding (polyoxyalkylene) alkanolamine, and then subjecting it to a quaternization reaction. Although R
As a method for adjusting the ratio of saturated alkyl groups/unsaturated alkyl groups of the total alkyl groups of 1 and R2 to the above specific weight ratio, in the above production method, higher fatty acids or higher fatty acid esters are mixed in advance to a specific weight ratio. However, when preparing the composition, two or more types of compounds of formula (I) are mixed and the alkyl groups are adjusted to the above-mentioned specific weight ratio range as described above. You can.

[0015] The amount of the quaternary ammonium salt of formula (I) is 0.5 to 30% (weight%, the same applies hereinafter) of the entire composition.
In particular, it is preferably 3 to 20%, and the blending amount is 0.
If it is less than 5%, the flexibility imparting effect may be inferior;
If it exceeds 0%, the softener composition may gel and may not be a uniform composition.

Furthermore, it is preferable that the composition of the present invention has a pH of 1 to 5, particularly 2 to 4. Therefore, if necessary, an organic or inorganic acid or alkaline acid which is commonly used as a pH adjuster may be used. It is preferable to adjust the pH using a compound or the like. Examples of pH adjusting agents include hydrochloric acid, sulfuric acid, inorganic compounds such as alkali metal hydroxides, alkali metal carbonates, and alkali metal silicates, phosphoric acid, polycarboxylic acids, polymer carboxylic acids, polymer acrylic acids, and organic compounds. Examples include organic compounds such as amine compounds.

[0017] In addition to the above-mentioned essential components, the liquid softener composition of the present invention may contain other optional components, such as known components that are usually incorporated into softener compositions, within the range that does not impede the effects of the present invention. can. Optional components include, for example, known softener bases other than the quaternary ammonium salt of the above formula (I) (for example, di-long-chain alkyl di-short-chain alkyl quaternary ammonium salts, etc.), higher-grade softeners such as stearic acid, oleic acid, etc. fatty acids, ethylene oxide adducts of stearyl alcohol,
Ethylene oxide adduct of beef tallow amine, ethylene oxide adduct of stearyl monoethanolamide, ethylene oxide adduct of octylphenol, ethylene oxide adduct of beef tallow fatty acid, ethylene oxide adduct of oleyl alcohol, alcohol having 11 to 22 carbon atoms of ethylene oxide adduct of oleylamine, A nonionic surfactant in which an alkylene oxide is added to a compound selected from amines, alkanolamides, and fatty acids at an average addition mole number of 30 to 150 (the amount of this nonionic surfactant is 0.05 to 30% of the entire composition, especially 0.1~2
(preferably 0%), surfactants such as nonionic surfactants such as partial esters of 2-ethylhexanoic acid and glycerin or pentaerythtol, water-soluble salts such as common salt, ammonium chloride, calcium chloride, etc. Solvents such as ethyl alcohol, isopropyl alcohol, propylene glycol, ethylene glycol, urea, disinfectants,
Antioxidants, pigments, dyes, silicones, hydrocarbons, cellulose derivatives, ultraviolet absorbers, optical brighteners, fragrances and the like can be mentioned. The amounts of these optional components can be set to normal amounts within a range that does not impede the effects of the present invention.

[0018]

Effects of the Invention The liquid softener composition of the present invention not only has good flexibility and antistatic properties, but also has an excellent water absorbency retention effect, and is also excellent in biodegradability, so there is no problem of environmental pollution. rare. Therefore, the composition of the present invention can be widely used in various types of clothing.

[0019]

[Examples] The present invention will be specifically explained below with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. In addition, all % in each example is weight %.

[0020]Each example was evaluated by the following method. Evaluation of flexibility, antistatic property, and water absorption: (1) Finishing method Commercially available cotton towels, cotton knitted cloth, and acrylic cloth were treated with commercially available laundry detergent "Hi-Top" (trade name, manufactured by Lion Corporation).
After washing the cloth twice at 50° C. using an electric washing machine, the cloth was thoroughly rinsed with tap water at room temperature, and this was used as a test cloth.

Next, the softener composition was added to 30 liters of tap water at 25°C as the amount of quaternary ammonium salt added.
g to make a homogeneous solution. Each test cloth was immersed in this solution at a bath ratio of 30 times, treated for 3 minutes, and then dehydrated for 2 minutes. After air-drying the fabrics treated in this way, the cotton towels and cotton knitted fabrics for softness and water absorption evaluation were heated at 25°C.
The acrylic cloth for antistatic evaluation was left at 20°C and 55% RH for 24 hours.
It was left to stand for a period of time and used for each evaluation test. (2) Softness evaluation method A pairwise comparison was made using a fabric treated with a fabric softener composition (comparative example) containing dimethyldicured beef tallow ammonium chloride as a fabric softener base shown in Table 1, and evaluated using the following criteria. did. +2: Softer than the control +1: Slightly softer than the control 0: Same as the control -1: Slightly softer than the control -2: Softer than the control (3) Antistatic property evaluation method Using a static neostometer (manufactured by Shishido Shokai) The acrylic cloth was charged with an applied voltage of 7 KV and a target distance of 20 mm, and the half-life (seconds) after the voltage was removed was measured. (4) Water absorbency evaluation method according to JIS L 1096-1979, 2cm x
Pure water (25cm) colored with ink on a 15cm cotton knitted cloth
℃), and the height of water rising in 5 minutes was measured.

[Examples 1 and 2, Comparative Example] Aqueous softener dispersion compositions shown in Table 1 were prepared, and their flexibility, antistatic properties, and water absorption properties were evaluated using the methods described above. The results are also listed in Table 1.

[0023]

[Table 1]

From the results in Table 1, it was confirmed that the liquid softener compositions of the present invention (Examples 1 and 2) are excellent in imparting flexibility and antistatic properties, and are also excellent in imparting water absorption properties. Ta. Moreover, the biodegradability was also good.

Claims (1)

[Claims] 1. A liquid softener composition comprising a quaternary ammonium salt represented by the following general formula (I). [Formula 1] [However, in the formula, R1 and R2 are each a saturated or unsaturated alkyl group having 11 to 23 carbon atoms, and the total alkyl group of R1 and R2 is saturated alkyl group: unsaturated alkyl group (weight ratio) is in the range of 2:98 to 30:70. Also, R3
, R4 are each an alkyl group or hydroxyalkyl group having 1 to 4 carbon atoms, R5 and R6 are each CmH2m (however, m = 2 to 4), X- is an anion, and n is 1 to 4
is the number of ]