JPH04361667A - Fiber-treating agent - Google Patents

Abstract

PURPOSE:To obtain a treating agent capable of imparting a fiber with soft feeling and flame-retardancy by mixing an organopoly siloxane containing a specific aminoalkyl group with a phosphoric acid monoester. CONSTITUTION:The objective treating agent is produced by mixing (A) an organopolysiloxane containing aminoalkyl group and expressed by formula I (R<1> is univalent hydrocarbon group, hydroxyl group or alkoxy; R<2> is univalent hydrocarbon group; R<3> is bivalent hydrocarbon group; R<4> is H or univalent hydrocarbon group; a is 1-10; b is 0-3; m is 10-10,000; n is 0-400) and (B) a phosphoric acid monoester of formula II (R<5> is univalent hydrocarbon group) at a ratio of 1/(3-0.5). Various fiber products such as natural and synthetic fibers can be imparted with soft feeling as well as high flame-retardancy by applying the treating agent to the fiber products.

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention is a fiber treatment agent, particularly an organopolysiloxane-based fiber treatment agent for imparting flexibility and flame retardancy to natural fibers, synthetic fibers, yarns, fabrics, cotton, etc. This invention relates to fiber treatment agents.

0002

[Prior Art] It is known to use amino-modified organopolysiloxane as a fiber treatment agent for imparting a soft texture to fibers (Japanese Patent Publication No. 48-1480).
No., JP-A-49-69999, JP-A-54-4361
7, Japanese Patent Publication No. 59-26707), the fiber materials treated with these have the disadvantage that although the softening effect is improved, the combustibility is also increased.

0003

[Problems to be Solved by the Invention] Therefore, fiber treatment agents that impart flexibility and flame retardant effects to fibers have also been developed.
Regarding this, amino-modified organopolysiloxane (see JP-A-53-98499), phosphorus-modified organopolysiloxane (JP-A-62-61219, JP-A-6)
1-278561 and JP-A-61-278562), but these have the disadvantage of insufficient flexibility and flame retardant effects, and various flame retardants have been proposed. Phosphorus compounds have also been proposed (see Japanese Patent Publication No. 47-24200), but they have the disadvantage that the texture of fiber materials treated with these compounds deteriorates.

0004

[Means for Solving the Problems] The present invention relates to a fiber treatment agent that solves the above disadvantages and drawbacks, and is composed of A) the general formula

[Chemical formula 3] (where R1 is a group selected from a monovalent hydrocarbon group, a hydroxyl group, and an alkoxy group, R2 is a monovalent hydrocarbon group, R3 is a divalent hydrocarbon group, and R4 is a hydrogen atom or a monovalent hydrocarbon group) group, a
is an integer from 1 to 10, b is an integer from 0 to 3, m is a positive number with an average number of 10 to 10,000, and n is an average number of 0.1 to 4.
Aminoalkyl group-containing organopolysiloxane represented by (a positive number of 00), (B) general formula

It is characterized by being formed by mixing a phosphoric acid monoester represented by the following formula (wherein R5 is a monovalent hydrocarbon group).

That is, as a result of various studies aimed at developing a fiber treatment agent that imparts flexibility and flame retardancy to fiber materials, the present inventors found that an aminoalkyl group-containing organopolysiloxane represented by the above general formula (1) and the above general formula (2)
It has been found that when fibers are treated with a mixture with a phosphoric acid monoester shown in The present invention was completed by conducting research on the types of aminoalkyl group-containing organopolysiloxanes and phosphoric acid monoesters and their blending ratio. This will be explained in further detail below.

[0006]

[Function] The present invention relates to a fiber treatment agent for imparting a soft texture and a flame retardant effect to fibers, which comprises an aminoalkyl group-containing organopolysiloxane represented by the above-mentioned general formula (1) and the above-mentioned general formula (1). It is formed by mixing with a phosphoric acid monoester represented by formula (2).

The aminoalkyl group-containing organopolysiloxane as component (A) constituting the fiber treatment agent of the present invention has the following general formula (1):

embedded image R1 is an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group, an octyl group, a decyl group, a dodecyl group, a tetradecyl group, an octadecyl group, a vinyl group, an allyl group. Alkenyl groups such as phenyl groups, aryl groups such as tolyl groups, monovalent hydrocarbon groups having 1 to 20 carbon atoms such as cycloalkyl groups such as cyclohexyl groups, hydroxyl groups, methoxy groups, ethoxy groups, propoxy groups, etc. A group selected from alkoxy groups, R2 is the same monovalent hydrocarbon group as the monovalent hydrocarbon group in R1, and preferably 50% or more of the same type or two or more are methyl groups, R3 is -CH2CH2- , -CH2CH2
CH2-, , -CH2CH2CH2CH2-, -CH
2CH2-φ-, preferably -CH
2CH2CH2- is a divalent hydrocarbon group, R4 is a hydrogen atom or the same 1 as the monovalent hydrocarbon group in R1
a is an integer of 1 to 10, preferably 2 to 6, b is an integer of 0 to 3, preferably 0 or 1, m is an average value of 10 to 10,000,
n is a positive number with an average number of 0.1 to 400.

[0008] Furthermore, B) constituting the fiber treatment agent of the present invention
The phosphoric acid monoester as a component has the following general formula (2)

[Chemical formula 6], and this R5 is a monovalent hydrocarbon group having 1 to 20 carbon atoms similar to the monovalent hydrocarbon group in R1 described above, preferably an alkyl group, particularly preferably a dodecyl group. It is something.

The fiber treatment agent of the present invention has the above general formula (1
) is a mixture of A) aminoalkyl group-containing organopolysiloxane represented by formula (2) and B) phosphoric acid monoester represented by general formula (2), but the weight ratio of the two is less than 1/3. So, 1 is less flexible.
If it is larger than /0.5, the flame retardant effect will be poor, so it is preferable to set it within the range of 1/3 to 1/0.5.

[0010] The fiber treatment agent of the present invention is A) as described above.
It is said to be a mixture of aminoalkyl group-containing organopolysiloxane and B) phosphoric acid monoester, but when these are mixed, some or all of the amino groups of the aminoalkyl group-containing organopolysiloxane are converted into aminophosphoric acid monoester salt. :

[Chemical 7]

[Chemical 8] This may increase the viscosity of the organopolysiloxane and make it difficult to handle. It is preferable to mix them after diluting them with a solvent, or emulsify and disperse them separately in water using a surfactant to form an emulsion, and then mix them.

The fiber treatment agent of the present invention thus obtained may be used as it is, but if necessary, other fiber treatment chemicals such as water repellent chemicals may be added to the extent that the properties thereof are not impaired. Agents, anti-wrinkle agents, antistatic agents, etc. may be added.

[0012] The treatment of fibers with the fiber treatment agent of the present invention is as follows:
This fiber treatment agent was diluted with an appropriate solvent to adjust the desired concentration, or it was emulsified and dispersed in water using a surfactant to form an emulsion, and then diluted with water to adjust the desired concentration. Afterwards, the textile product can be immersed in this treatment solution, or it can be applied to the textile product by roll coating, spraying, etc., and then it can be dried. Although there is no particular restriction on the amount, it is usually about 0.1 to 10% by weight based on the fiber product.

The fiber treatment agent of the present invention can be applied to various fibers, including natural fibers or textile products such as cotton, hemp, silk, and wool, synthetic fibers such as polyester, nylon, and acrylonitrile. It can be applied to either fibers or textile products. However, this is not limited to these fibers and textile products, but is effective for all fibers and textile products.

[0014]

[Examples] Next, as the fiber treatment agent of the present invention and comparative examples, synthesis examples and comparative synthesis examples in which fiber treatment agents were manufactured, and examples and comparative examples of the present invention will be given. Synthesis Examples 1-3 Formula

An aminoalkyl group-containing organopolysiloxane represented by the following formula:

A solution is prepared by diluting each of the phosphoric acid monoester represented by formula 10 with tetrahydrofuran to 10% by weight, and the organopolysiloxane and phosphoric acid monoester are mixed in a weight ratio of 1/2 and 1/3. , 1/0.5,
A mixed solution of both polysiloxane was prepared by adjusting the concentration of polysiloxane to 2% by weight using tetrahydrofuran (
(hereinafter abbreviated as fiber treatment agents A, B, and C)

Synthesis example 4 formula

[Chemical formula 11] The aminoalkyl group-containing organopolysiloxane represented by the formula and the phosphoric acid monoester used in Synthesis Examples 1 to 3,
Fiber treatment was carried out in the same manner as in Synthesis Examples 1 to 3 by adjusting the mixing weight ratio of organopolysiloxane and phosphoric acid monoester to 1/2 and the concentration of organopolysiloxane to 2% by weight using tetrahydrofuran. I made drug D.

Comparative Synthesis Examples 1 to 2 Fiber treatment agent E was prepared by adjusting only the aminoalkyl group-containing organopolysiloxane used in Synthesis Examples 1 to 3 using tetrahydrofuran so that its concentration was 2% by weight. Fiber treatment agent F was prepared by adjusting only the phosphoric acid monoester used in Synthesis Examples 1 to 3 to a concentration of 2% by weight using tetrahydrofuran.

Comparative Synthesis Examples 3 to 4 The aminoalkyl group-containing organopolysiloxane used in Synthesis Examples 1 to 3 was mixed with the phosphoric acid monoester in a weight ratio of 1/0.3 or 1/4. Fiber treatment agents G and H were prepared by adjusting the concentration to 2% by weight using tetrahydrofuran.

Comparative synthesis example 5 formula

[Chemical formula 12] When the concentration of phosphorus-modified organopolysiloxane is 2
Fiber treatment agent J was prepared by adjusting the weight percent using toluene.

Examples 1-4, Comparative Examples 1-5 Fiber treatment agents A- obtained in the above-mentioned Synthesis Examples 1-4 and Comparative Synthesis Examples 1-5
Add a polyester cloth (20 x 15c) to this solution using
m) was soaked, squeezed with a roll to a squeezing rate of 100%, and heat treated at 100 °C for 2 minutes and then at 120 °C for 2 minutes.The flexibility of this cloth was evaluated by touch. Next, this cloth was placed on a wire mesh inclined at 45 degrees, and the left and right sides of the cloth were fixed to the wire mesh, and then the center of the bottom edge of the cloth was ignited for 6 seconds with a match. When the combustibility was examined by measuring the average value (length x width cm), the results shown in Table 1 below were obtained.

[0020]

[Table 1]

As described above, the treatment using only aminoalkyl group-containing organopolysiloxane (Comparative Example 1) has good flexibility but high flammability, and the treatment using only phosphoric acid monoester (Comparative Example 2) has poor flammability. However, it was confirmed that the fiber treatment agent of the present invention gave good results with a good balance between flexibility and flame retardancy.

[0022]

[Effects of the Invention] The present invention relates to a fiber treatment agent, which, as mentioned above, consists of A) an aminoalkyl group-containing organopolysiloxane represented by the general formula (1) and B) an organopolysiloxane represented by the general formula (2). It is characterized by being mixed with a phosphoric acid monoester, and when treated with this, the fibers have the advantage of being given both a soft feel and a flame retardant effect.

Claims (2)

[Claims] Claim 1: (A) General formula [Formula 1] (where R1 is a group selected from a monovalent hydrocarbon group, a hydroxyl group, and an alkoxy group, R2 is a monovalent hydrocarbon group, and R3 is a divalent hydrocarbon group) , R4 is a hydrogen atom or a monovalent hydrocarbon group, a
is an integer from 1 to 10, b is an integer from 0 to 3, m is a positive number with an average number of 10 to 10,000, and n is an average number of 0.1 to 4.
(B) a phosphoric acid monoester represented by the general formula [Chemical formula 2] (where R5 is a monovalent hydrocarbon group); A fiber treatment agent characterized by: [Claim 2] The mixing weight ratio of aminoalkyl group-containing organopolysiloxane and phosphoric acid monoester is 1/3 to 1/3.
The fiber treatment agent according to claim 1, which has a ratio of 1/0.5.