JPH07305278A - Treating agent for synthetic fiber - Google Patents

Abstract

PURPOSE:To obtain a treating agent capable of imparting synthetic fiber with excellent smoothness and repulsion without causing yellowing by immersion treatment, by combining an aminosiloxane containing a prescribed group at the side chain with an aminoalkoxysilane in a specific ratio. CONSTITUTION:(A) 99.9-95 pts. wt. of an organosiloxane of formula I [R<1> is a 1-10C monofunctional hydrocarbon; R<2> is H or a 1-20C monofunctional hydrocarbon; R'' is a group of formula II (R<4> and R<5> are each H or a 1-20C monofunctional hydrocarbon; (a) is 0$<=a$<=4); (m) and (n) are 100<=m<=3,000, 0.2<=n<=15 and 0.001<n/m+n<=0.021] is mixed with (B) 0.1-5 pts.wt. of an organosilane of formula III (R<7> and R<8> are each a 1-10C monofunctional hydrocarbon; R<9> is as shown for R<3>; (b) and (c) are: b=1 or 2, c=2 or 3 and b+c=3) or its partial hydrolyzate and prepared to give the objective treating agent for synthetic fiber capable of imparting synthetic fiber with excellent smoothness and repulsion, especially fiber for batting of polyester short fiber when subjected to immersion treatment.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a treating agent for synthetic fibers, and more particularly to a treating agent for imparting good smoothness and repulsion property to synthetic fibers for batting.

[0002]

2. Description of the Related Art Synthetic fibers such as polyester fiber and acrylic fiber for wadding are required to have good smoothness and repulsion property. Agents have been proposed. For example, a treating agent obtained by combining a high degree of polymerization dimethylpolysiloxane and an aminoalkoxysilane (see Japanese Patent Publication No. 51-37996),
Treatment agent by combination of epoxy siloxane and aminoalkoxysilane (see Japanese Patent Publication Nos. 53-19715 and 53-19716), treatment agent by combination of aminosiloxane, epoxysiloxane and aminoalkoxysilane (Japanese Patent Publication No.
58-1231) are known. All of these give good smoothness to the synthetic fiber wadding, but have the drawback of yellowing due to heat during processing. Further, a treating agent (see JP-A-62-276090) which combines an aminosiloxane with an epoxysilane or an epoxy compound does not cause yellowing of treated cotton, but the effect of imparting smoothness is insufficient. Further, a treating agent by a combination of aminosiloxane and an alkoxysilane (see Japanese Patent Publication No. 58-17310), a treating agent by a combination of aminosiloxane, terminal hydroxymethylsiloxane and an alkoxysilane (see Japanese Patent Publication No. 61-15191). In, there is no problem of yellowing when epoxy silane is used as the alkoxy silane, but the smoothness is not sufficiently imparted, and when amino silane is used, good smoothness and repulsion can be imparted.
There was a drawback that the treated cotton turned yellow.

[0003]

As described above, the treatment agent comprising a combination of aminosiloxane and alkoxysilane can impart good smoothness and repulsion without yellowing treated cotton. None had both characteristics. The present invention has been made in order to provide a satisfactory treatment agent by taking advantage of the fact that good smoothness and repulsion can be imparted by improving the problem of yellowing in the combination of aminosiloxane and aminoalkoxysilane. Is.

[0004]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have used aminosiloxanes having a specific structure and combined aminosiloxanes and aminoalkoxysilanes in a limited ratio. It was found that a treatment agent capable of imparting good smoothness and repulsion property to the treated cotton can be obtained without yellowing the treated cotton.

That is, the present invention relates to an organosiloxane (A) represented by the following general formula 1: 99.9 to 95 parts by weight.

[Chemical 2] [In the formula, R ¹ is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R ² is a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and R ³ is a formula- _{^{R 4 - (NHCH 2 CH 2}} ) a NR 5 R
⁶ (In the formula, R ⁴ is a divalent hydrocarbon group having 1 to 10 carbon atoms, R ⁵ and R ⁶
Is a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, a is a group represented by 0 ≦ a ≦ 4), m and n are 100 ≦ m ≦ 3000,
0.2 ≦ n ≦ 15 and 0.001 <n / (m + n) ≦ 0.02], and organosilane (B) represented by the following general formula 2 or a partial hydrolyzate thereof: 0.1 to 5 parts by weight (R ⁷ ) _b (R ⁸ O) _c SiR ⁹ ... 2 (wherein R ⁷ and R ⁸ are monovalent hydrocarbon groups having 1 to 10 carbon atoms, R ⁹ is the same as R ^{3 described above} , b and c are b = 0 or 1, c = 2 or 3 and b + c = 3).

The present invention will be described in detail below. The organosiloxane (A) used in the present invention is represented by the above general formula 1. R ¹ in the formula is a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a dodecyl group, a tetradecyl group, a hexadecyl group, an alkyl group such as octadecyl group,
Alkyl group such as vinyl group, allyl group, aryl group such as phenyl group, tolyl group, cycloalkyl group such as cyclohexyl group, or part or all of hydrogen atoms bonded to carbon atoms of these groups are halogen atom, cyano group. It is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, which is the same or different and is selected from a chloromethyl group, a trifluoropropyl group, a cyanoethyl group and the like substituted with a group or the like.
However, it is preferable that 90 mol% or more of R ¹ is a methyl group from the viewpoint of texture.

R ² is a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, which is the same as R ¹ described above. R ²
Is preferably a hydrogen atom or a small group such as a methyl group, an ethyl group or a propyl group from the viewpoint of reactivity for imparting repulsion, and more preferably a hydrogen atom. R ³ is the formula -R ⁴ -
(NHCH ₂ CH ₂ ) _a Shown by NR ⁵ R ⁶ , and because of its effect and availability,
R ⁴ is a divalent hydrocarbon group having 1 to 10 carbon atoms such as a methylene group, an ethylene group, a propylene group and a butylene group, and R ⁵ and R ⁶
Is a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms similar to R ^{1 described above,} and a is 0 ≦ a ≦ 4.

Further, in the ratio of m and n, 0.001 <n
/(M+n)≦0.02, which means that n / (m + n) is 0.
If it is larger than 02, yellowing of treated cotton will be severe and 0.0
If it is 01 or less, the smoothness of the treated cotton becomes insufficient, and thus this range is required. Preferably 0.002 <n / (m +
n) ≦ 0.01. If m is less than 100, the smoothness-imparting effect is poor, and if it is more than 3000, it becomes difficult to handle, for example, it becomes difficult to make an emulsion at the time of use, and therefore 100 ≦ m ≦ 3000. Preferably 300 ≦ m ≦ 10
00. Molecules with n = 0 may be mixed, but if n is less than 0.2, the smoothness-imparting effect will be poor, and if it is greater than 15, yellowing will tend to occur, so 0.2 ≦ n ≦ 15. Preferably 1 ≦ n ≦ 5.

The organosilane (B) is represented by the above general formula 2. In the formula, R ⁷ and R ⁸ are 1 to 10 carbon atoms such as methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group and nonyl group.
It is a valent hydrocarbon group, and R ⁸ is preferably a small group such as a methyl group, an ethyl group or a propyl group from the viewpoint of reactivity. R ⁹ is a group represented by the formula —R ⁴ — (NHCH ₂ CH ₂ ) _a NR ⁵ R ⁶ which is the same as R ^{3 described} above.

Further, the compounding ratio of the organosiloxane (A) and the organosilane (B) is (A) / (B) = 99.9 /
It is 0.1-95.0 / 5.0. If this value is larger than 99.9 / 0.1, the resilience and smoothness will be insufficient, and if it is smaller than 95.0 / 5.0, the yellowing will be severe, so that it must be within the range of 99.9 / 0.1 to 95.0 / 5.0.

Organosiloxane (A) described above
Although both the organosilane (B) and the organosilane (B) can be produced by known methods, specific examples of the organosiloxane (A) include

[Chemical 3] (M and n in the formula are the same as described above) and the like. It is also possible to use the organosiloxane (A) in which the amino group is blocked with an epoxy compound such as glycidyl alcohol in order to further reduce yellowing.

Specific examples of the organosilane (B) include:

[Chemical 4] And so on.

When various fibers are treated with the treating agent of the present invention, the treating agent is diluted with a suitable solvent to adjust to a desired concentration, or emulsified in water with a surfactant. After being dispersed and made into an emulsion form, it may be diluted with water to adjust to a desired concentration, adhered to the fibers by means of dipping, spraying or the like, dried and heat-treated. As the surfactant used when emulsifying, nonionic surfactants such as polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ether and sorbitan fatty acid ester, and cationic surfactants such as quaternary ammonium salt. And so on. There is no particular limitation on the amount of adhesion, but normally 0.1 to 5% by weight or so with respect to the fiber is sufficient.

The treating agent of the present invention contains the above-mentioned organosiloxane (A) and organosilane (B) as essential components, but within a range that does not impair the effect,
It is also possible to add a catalyst for promoting the reaction between the component (A) and the component (B), or a chemical agent for fibers such as a wrinkle-proofing agent, a flame retardant and an antistatic agent.

[0015]

EXAMPLES Next, preparation of organosiloxane emulsions as reference examples, examples and comparative examples will be described. In addition,% in an example shows weight%. Reference Example (Preparation of Organosiloxane Emulsion) The following six types of organosiloxane emulsions were prepared.

[Chemical 5]

Emulsion (a) Using 300 g of organosiloxane (a) as an emulsifier, 25 g of polyoxyethylene nonylphenyl ether (6 mol adduct of ethylene oxide) was emulsified and dispersed in 675 g of water using a planetary mixer, and 5 g of acetic acid was added. The pH was adjusted to 4 with to obtain an emulsion (a). Emulsion (b) Using 300 g of organosiloxane (b) as an emulsifier, 60 g of polyoxyethylene tridecyl ether (10 mol of ethylene oxide adduct), and 640 g of water using a homomixer.
It was emulsified and dispersed therein, and the pH was adjusted to 5 with 5 g of acetic acid to obtain an emulsion (b). Emulsion (c) Organosiloxane (c) 300 g as an emulsifier, polyoxyethylene tridecyl ether (ethylene oxide 10 mol adduct) 60 g, and a homomixer to prepare water 640 g.
The mixture was emulsified and dispersed therein, and the pH was adjusted to 5 with 2 g of acetic acid to obtain an emulsion (c).

Emulsion (d) Using 300 g of organosiloxane (d) as an emulsifier, 60 g of polyoxyethylene tridecyl ether (addition product of 10 mol of ethylene oxide), and using a homomixer, 640 g of water.
The resulting mixture was emulsified and dispersed therein, and the pH was adjusted to 5 with 11 g of acetic acid to obtain an emulsion (d). Emulsion (e) Using 300 g of organosiloxane (e) as an emulsifier, 60 g of polyoxyethylene tridecyl ether (10 mol of ethylene oxide adduct), and 640 g of water using a homomixer.
It was emulsified and dispersed therein, and the pH was adjusted to 5 with 2 g of acetic acid to obtain an emulsion (e). Emulsion (f) Using 300 g of organosiloxane (f) as an emulsifier, 13 g of polyoxyethylene octyl phenyl ether (3 mol adduct of ethylene oxide) and 22 g of polyoxyethylene nonyl phenyl ether (60 mol adduct of ethylene oxide) were used with a planetary mixer. It was then emulsified and dispersed in 665 g of water to obtain an emulsion (f).

Examples 1 to 6 and Comparative Examples 1 to 6 Each of the above emulsions had the composition shown in Table 1 and the active ingredient.
A 1.5% treatment bath was prepared, and 6 denier × 64 mm polyester staple cotton was dipped, and then the wet pickup was squeezed to 33% by a centrifugal dehydrator, followed by heat treatment at 150 ° C. for 20 minutes. In addition, the organosilane (P) in Table 1
~ (T) is shown by the following formula.

[Chemical 6]

The treated cotton obtained was evaluated by touch for smoothness and repulsion, and for yellowing, it was further tested at 200 ° C. for 30 days.
The appearance after heating for a minute was visually evaluated. The results are as shown in Table 1. The evaluation criteria are as follows. Smoothness ◯: Very slippery feeling △: Well slippery feeling ×: Almost non-slip feeling Repulsion 〇: Very repulsive feeling △: Very repulsive feeling ×: Almost no repulsion feeling ○ Yellowing 〇: No yellowing at all △: hardly yellowed ×: yellowed

[0020]

[Table 1]

From the above results, when organosiloxane having a reactive group at the terminal and having amino content in a specific range and aminosilane in a specific ratio are used, excellent smoothness, repulsion property and non-yellowing property are obtained. It is understood that there is.

[0022]

Industrial Applicability According to the present invention, there is provided a treating agent which, in the combination of aminosiloxane and aminoalkoxysilane, is capable of imparting good smoothness and repulsion to synthetic fibers without yellowing. The treating agent of the present invention is particularly suitable for treating synthetic fibers for cotton wool.

Claims (2)

[Claims] 1. An organosiloxane (A) represented by the following general formula 1: 99.9 to 95 parts by weight. [In the formula, R ¹ is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R ² is a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and R ³ is a formula- _{^{R 4 - (NHCH 2 CH 2}} ) a NR 5 R
⁶ (In the formula, R ⁴ is a divalent hydrocarbon group having 1 to 10 carbon atoms, R ⁵ and R ⁶
Is a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, a is a group represented by 0 ≦ a ≦ 4), m and n are 100 ≦ m ≦ 3000,
0.2 ≦ n ≦ 15 and 0.001 <n / (m + n) ≦ 0.02], and organosilane (B) represented by the following general formula 2 or a partial hydrolyzate thereof: 0.1 to 5 parts by weight (R ⁷ ) _b (R ⁸ O) _c SiR ⁹ ... 2 (wherein R ⁷ and R ⁸ are monovalent hydrocarbon groups having 1 to 10 carbon atoms, R ⁹ is the same as R ^{3 described above} , b and c are b = 0 or 1, c = 2 or 3 and b + c = 3). 2. The treatment agent for synthetic fibers according to claim 1, wherein R ² is a hydrogen atom.