JPS6039476A - Fiber softening composition - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a fabric softener composition, and more particularly to a fabric softener composition that is highly water-soluble or dispersible in water, and has excellent flexibility and absorption performance. It is.

Conventionally, many compounds have been used for the flexible side of fibers, including fatty acid amides, fatty acid alkylolamides, fatty acid polyamides, and their quaternized products, as well as fatty acid amide ethylamine, fatty acid amide ethyl hydroxyamine, and these compounds. There are urea condensates, epichlorohydrin adducts, acetic anhydride adducts, fatty acid amide ethylamine (β-hydroxyalkyl) amine, fatty acid amide ethylhydroxyethyl (β-hydroxyalkyl) amine, and the like. Also, examples of compounds having an imidacillin ring include fatty acid amide imidazolium ammonium salts. In this way, many compounds are used as fabric softener compositions, but all of these compounds are quaternized, neutralized, salt-formed, alkylene Measures such as the introduction of oxides are being taken. However, none of them become water-soluble, and their hydrophilic groups remain at the level of being emulsified and dispersed. However, for those with poor emulsifying and dispersing properties, a hydrophilic emulsifier is used as an auxiliary agent to improve the emulsifying and dispersing properties.

In addition, there are reports of fabric softener compositions using water-soluble compositions, and there are also examples of them being sold, but all of these have softness as well as detergency and emulsifying properties. , its performance as a softener is not sufficient. Furthermore, the components of many softener compositions that impart flexibility to fibers are poorly water-soluble, and most of them are dispersed in water or barely dispersed in water. Therefore, as a product, one must always pay attention to the stability of the emulsion dispersion in water.

In addition, there are reports on compounds having an imidacillin ring, but all of them have extremely poor dispersibility in water and require the same treatment as described above or the use of an emulsifying dispersant. It has the same drawbacks as the conventional one. In addition, polyalkylene polyamine is used as the amine used in this process, and even if the content of imidacillin rings is increased, the solubility in water is not improved. , or the addition of alkylene oxide.

There are also reports on the use of aminoalkylalkylolamines as amines, but this type of amine is known to be less likely to form heterocycles than polyalkylenepolyamines, and also has poor solubility in water. It has similar problems. In order to improve these points, the problem can be solved if the flexibility-imparting component itself is water-soluble.

Focusing on these problems, the present inventors first developed a method using a compound obtained by reacting a reaction product of a fatty acid and an aminoalkylalkylolamine with a dialkyl sulfuric acid, thereby improving the flexibility of the conventional method. The patent claims that a composition with higher water solubility can be obtained. As a result of further investigation, it was found that in order to increase the water solubility of the compound of the previous application, it was necessary to include a compound having a heterocycle in the product. To be more specific, when unsaturated fatty acids such as oleic acid are used as fatty acids, they can maintain solubility in water even if they do not contain compounds having heterocycles, but when using saturated fatty acids with long chains longer than myristic acid, In the case of fatty acids containing compounds, it has been found that those containing compounds having a heterocycle are water-soluble. In addition to being highly water soluble, the softener component of the present invention improves the poor flexibility ability of conventional water-soluble softener compositions.

The softener component used here can be obtained as follows.

General formula (A), (B), (C) R+C0OH1,2,91,---(A)H2N(
CH2) / NH(CH2) -OH-1-1-1-
0,-(B)(CHi(CHz) n504...
・・・・・・・・・・・・・・・(C) (However, R in the formula
+ is an alkyl group having 13 to 17 carbon atoms, %l is 2 or 3, m
represents an integer of 1 to 3, and n represents 0 or 1. ) Among the 4 and 8 compounds represented by (A) and CB), first prepare (A):
(B) =1. O: A compound obtained by reacting a compound of general formula (C) with a reaction product containing a compound having at least 1096 heterocyclic structures obtained by reacting at a molar ratio of 0.8 to 15. This is a highly water-soluble fabric softener composition used as the main component. The compound having a heterocyclic ring used herein is one having a 5-membered or 6-membered heterocyclic ring.

The fatty acid represented by the general formula (A) used herein is a fatty acid having an alkyl group having 13 to 17 carbon atoms, examples of which include lauric acid, myristic acid, valmitic acid, and stearic acid. I get hurt. These fatty acids can be used alone or in combination. Further, examples of the amine represented by the general formula (B) include aminoethylethanolamine, aminopropylpropanolamine, aminoethylmethanolamine, aminoethylpropanolamine, and the like. Further, dimethyl sulfate and diethyl sulfate are used as the dialkyl sulfate represented by the general formula (C).

The compound used in this application is produced by the following method. A fatty acid of general formula (A) and an amine of general formula (B) were placed in a reactor, such as a flask, and heated to 140 ml under a nitrogen gas stream.
The reaction is carried out at ~220° C. for 3 to 15 hours, and the produced water is removed.

Next, after cooling to 60 to 70°C, the dialkyl sulfuric acid of general formula (C) is added dropwise at 60 to 70°C, and reacted for 1 to 2 hours. The reaction product is added to warm water at 70 to 80° C. with stirring, and the concentration is adjusted to a specified level to obtain the fabric softener composition of the present invention.

The softener composition of the present application is transparently soluble or almost transparently soluble in water, and in order to be soluble in water, the reaction product must contain at least 61096 heterocycles. It is necessary for the compound to be contained, and the fact that it contains at least 1096 heterocycles can be determined by measuring the amine value. That is, the total amine value of the reaction product of (A) and (B) is measured, and the content of heterocycle (hereinafter referred to as the "drop rate") is calculated from both values. If the cyclization rate determined in this way is 10% or more, the reaction product obtained by reacting (C) with the reaction product of (A) and (B) will be resistant to water at room temperature. dissolves transparently in most cases.

Even if the cyclization rate is 10% or more, depending on the composition of the fatty acid used, the product may be slightly opaque when dissolved in water.
For example, by adding a small amount of ethanol, propatool, ethylene glycol, etc., it becomes transparent.

However, this degree of turbidity has little effect on performance and can be used as is if it is not a concern.

If the cyclization rate is 1096 or less, the turbidity of the aqueous solution becomes thick (
Therefore, if the dispersion stability against water is good, the flexibility will not deteriorate, but if it becomes cloudy overall, the performance will decrease and there will be a tendency for instability. The reaction product obtained in this way is dissolved in water to make a product, and it is further diluted to treat the fibers, but due to its high solubility in water,
The long-term product stability is good, so there is no need for further treatment to improve emulsification and dispersion, and at the same time, there is no need to use emulsification and dispersion agents, and the manufacturing process can be simplified. There is.

Furthermore, the flexibility of the fibers treated with the aqueous solution of the composition of the present application is extremely good, and has performance at least equivalent to that of conventional softener compositions. Also.

The reaction product used in the composition of the present application can be used alone by being dissolved in water, but it can also be used as a component of a fiber treatment agent. It can also be used as a softening agent for the textile industry, as an antistatic agent, as a water absorbing agent, and in combination with household lifts or cleaning agents.

The present application will be explained below using examples.

〔Example]〕

In a 5nl four-eye flask equipped with a temperature M1, a stirrer, and a nitrogen gas inlet tube, 2560 g (9 mol) of stearic acid,
Add 936g (9 moles) of iamininoethylethanolamine and heat from 140℃ to 220℃ while blowing nitrogen gas.
It took 46 hours to raise the temperature, then reacted at 220℃ for 3 hours to distill off the water produced, cooled to 60"C, and added diethyl sulfuric acid 1388f at a temperature of 60 to 70℃ for 1 hour. The reaction was completed by stirring for another 30 minutes, and the cyclization rate was 26.396. Into a beaker 31 equipped with a stirrer was added 285°C of warm water at 70 to 80°C. 150 g of the reaction product obtained above was added thereto, stirred at 70 to 80°C for 30 minutes, and then immediately cooled to room temperature.

This aqueous solution was clear at room temperature.

[Comparative Example 1] 1991 g of stearic acid (7 mol χr minoethylethanolamine 52 (H') (5 mol) was put into a 5e four-eye flask equipped with a stirrer and a nitrogen gas inlet tube at a temperature of 51, and the raw gas was added. After raising the temperature from 140°C to 220°C over 4 hours while blowing, the reaction was carried out at 220°C for 3 hours, the water produced was distilled out, and then cooled to 60°C, diethyl sulfate 18
6f was added dropwise over a period of 1 hour at a temperature of 60 to 70°C, and stirring was continued for an additional 30 minutes at the same temperature of 4°C to complete the reaction. The cyclization rate was 19.596.

289!M of water at 70-80"C was placed in a 3/3 beaker equipped with a stirrer, and 05g of the 5-reacted acid obtained above was added thereto, stirred for 30 minutes, and then immediately cooled to room temperature. .

This aqueous solution was opaque at room temperature.

[Example 2] In a 51-meter flask equipped with a thermometer, a stirrer, and a nitrogen gas inlet tube, hydrogenated beef tallow fatty acid (neutralization value 204.0, increased melting point 61.2°C) 192°C M (7 mol), After adding 66% of aminoethylpropanolamine and raising the temperature from 140°C to 220°C over 4 hours while blowing nitrogen gas, the mixture was reacted at 220°C for 3 hours, the water produced was distilled off, and then cooled to 60°C. dimethyl sulfate 5
30f was added dropwise over a period of 1 hour at a temperature of 60 to 70°C, and stirring was continued for an additional 30 minutes to complete the reaction. The cyclization rate was 38:396.

2820 fl of hot water at 70 to 80°C was placed in a beaker 31 equipped with a stirrer, 180 f of the reaction product obtained above was added thereto, stirred at the same temperature for 30 minutes, and then immediately cooled to room temperature.

This aqueous solution was clear at room temperature.

[Comparative Example 2] Hydrogenated beef tallow fatty acid (Example 2 &L;) was placed in a 51 four-piece flask equipped with a thermometer, stirrer, and nitrogen gas inlet tube.
Add 1925F (7 mol) and aminoethylethanolamine 11449 (11 mol), raise the temperature from 140°C to 220°C over 4 hours while blowing nitrogen gas, and then react at 220°C for 9 hours to form a product. After distilling water, 60
Cool to ℃ and add diethyl sulfuric acid 23139 to a temperature of 60~
After dropping at 80℃ for 1 hour, it was added at the same temperature for 3 more hours.
Stirring was continued for 0 minutes to complete the reaction.

The cyclization rate was 487%.

Pour 70-80℃ hot water 28809 into a beaker equipped with a stirrer, and add the reaction product 1 obtained above to it.
After adding 20 g of the mixture and stirring at the same temperature for 30 minutes, the mixture was immediately cooled to room temperature.

Although this aqueous solution was transparent at room temperature, the composition was significantly colored and had the disadvantage of being unusable as a product.

[Example 3] Stearic acid 256 (1 (9 moles)) and aminoethylethanolamine 936F (9 moles) were boiled in a 51-liter flask equipped with a stirrer and a nitrogen gas inlet tube at a temperature of 81, and N2 gas was blown. From 140℃ to 22
Page 013 After raising the temperature to 4 hours, reacting at the same temperature for 4 hours to distill off the water produced, cool to 60 degrees Celsius, and add diethyl sulfuric acid, 1388 1/1 at a temperature of 60 to 70 degrees Celsius. After the dropwise addition took some time, the reaction was continued for another 30 minutes at the same temperature to complete the reaction. The cyclization rate was 48.2%.

After putting 2850 g of hot water at 70 to 80°C into a No. 31 beaker equipped with a stirrer, 150 g of the above-mentioned compound was added, and the mixture was heated at the same temperature. The mixture was stirred for 30 minutes at ℃ and immediately cooled to room temperature.

This aqueous solution was clear at room temperature.

[Example 4] Stearic acid 2560f (9 mol) and aminoethylethanolamine 936fI (9 mol) were placed in a 51-meter flask equipped with a thermometer, stirrer, and nitrogen gas inlet tube, and heated to 140°C while blowing nitrogen gas. After raising the temperature from 220°C to 220°C over a period of 4 hours, the mixture was reacted at 220°C for 3 hours, the water produced was distilled off, and then cooled to ω°C.

Diethyl sulfate 1388 1 was added dropwise over 1 hour at a temperature of 60 to 70°C, and stirring was continued for an additional minute at the same temperature to complete the reaction. The cyclization rate is 10. It was 5%.

2850 ml of hot water at 70°C was added to a 31 beaker equipped with a stirrer, and the reaction product 1509 obtained above was added thereto, stirred at the same temperature for 30 minutes, and then immediately cooled to room temperature.

This aqueous solution was translucent at room temperature, but became transparent when 2% (wt) of ethanol was added to the aqueous solution.

[Example 5] A cotton towel, a cotton knitted cloth, and an acrylic knitted cloth were treated under the following conditions and their flexibility was measured. However, the cloth should be prepared in advance with polyoxyethylene (9 mol), nonylphenol ether 0.05966i-W-4, soda ash 0.
After washing with 196@# bath ratio 30:1 for 15 minutes, rinsing with running water for more than 6 hours and air drying before use.

Processing conditions Composition: In addition to Examples and Comparative Examples, commercially available household soft
(A), (B), and (C) were added and compared.

Treatment liquid concentration: 0.067% Mixed bath ratio: 30/1 Water temperature: 25°C Water: Tap water (hardness 301) 9m% Ca cos conversion) Immersion = 3 minutes Squeezing rate: Cotton towel 90-10096 , cotton knitted cloth 9
0-100%, acrylic knitted fabric 30-4096 Drying: Air drying (relative humidity 40-50%) An untreated fabric was used as a blank test for comparison.

The results are shown in Table 1.

The tests shown in Table 1 were conducted as follows.

1 Flexibility: The fabric treated under the above conditions was handled and the flexibility was determined by Ox.

The judgment criteria are as follows.

◎: Extremely good texture O: Good texture △: Slightly poor texture
m, cut in the weft direction 213, soak the tip 5mm of the 2ca part in the weft direction in pure water for 5 minutes, measure the height of water that rises when absorbed by the cloth (mm), and measure the water height of the blank test cloth. is set as 100% and expressed as a percentage of this.

Table-1 Procedural amendment form value format) %formula% 1.Display of the incident 1981 Patent Application No. 147043 2, Title of Invention 3. Person who makes corrections 4. Date of amendment order 1) In the specification, the additional relationship column is amended as follows.

Added "Additional relationships" after page 16, line 18.

Additional Relationship This invention is disclosed in Patent Application No. 102487 of 1982,
The following general formula IAI, IB), IcIR+ COOH・
・・・・fA+ ■12N(CH2)PNH(CH2)mOH・・・・・・
(B) [CHa(CH2)n)2so4--・Ic)(
However, R + in the formula is an alkyl group having 13 to 21 carbon atoms,
or an alkenyl group, l represents 2 or 3, m represents an integer of 1 to 3, and n represents 0 or 1. ), among the compounds shown in
First, fAI and +BI are fAI: (Bl = 1.0
A fabric softener composition using as a main component a highly water-soluble compound obtained by reacting the resulting reaction product with a compound represented by the general formula (C1) at a molar ratio of =077 to 15. In the step of producing the reaction product of fAl and fB+ in the invention of
This invention is of a fabric softener composition whose main component is a compound obtained by reacting it with fcl, and which satisfies the requirements of Article 31, Item 1 of the Patent Law.

Claims (1)

[Claims] 1. The following general formulas (A), (B), (C) R+C0OH
・・・・・・・・・・・・・・・・・・(A) H2N (C
Ht)/NH(CHt)mOH-・----(B)(
CHs (CR2)')* S 04------ (C
) (in the formula, R1 is an alkyl group having 13 to 17 carbon atoms, l is 2 or 3, m is an integer of 1 to 3, and n is 0 or 1). First of all, (A) and (
B) to (A) : (B) =1. O: 0.8-1.
Using a compound obtained by reacting a compound of general formula (C) with a reaction product containing a compound having at least 1096 heterocyclic structures obtained by reacting at a molar ratio of 5 to 5 as a main component. Characteristic fabric softener composition.