JP2002003731A - Thermoplastic resin composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a thermoplastic resin composition capable of imparting sufficient hygroscopicity, etc., to a thermoplastic resin without deteriorating various characteristics of the thermoplastic resin and keeping the characteristics (hygroscopicity, etc.), over a long period (in other word, having excellent durability). SOLUTION: The thermoplastic resin composition contains a thermoplastic resin having at least one kind of functional group selected from carboxy group, hydroxy group and amino group and a vinylpyrrolidone copolymer having a functional group reactive with the functional group of the thermoplastic resin. The functional group of the vinylpyrrolidone copolymer is at least one kind of group selected from oxazoline group, oxazine group, epoxy group, carboxy group, amino group, acid anhydride group and isocyanate group.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a thermoplastic resin composition suitably used for producing various kinds of clothing such as innerwear, sportswear, socks, etc., which require moisture absorption.

[0002]

2. Description of the Related Art In general, various kinds of clothing such as innerwear (underwear), sportswear, and socks are manufactured using synthetic fibers such as polyamide (nylon) fibers. However, the synthetic fibers are inferior in hygroscopicity to natural fibers such as cotton fibers. Therefore, for example, sportswear using synthetic fibers has poor sweat absorption,
There is a problem that uncomfortable feeling such as sticky feeling and uneven feeling occurs when worn.

Therefore, various studies have hitherto been made to improve the hygroscopicity of synthetic fibers. For example, JP-A-7-150414 discloses a polyamide fiber obtained by blending (adding, kneading or mixing) polyvinylpyrrolidone which is a hydrophilic polymer.

[0004]

However, since the polyamide and polyvinylpyrrolidone have different chemical properties from each other and are not well-adapted to each other, in the above-mentioned conventional construction, when the clothes are repeatedly washed, the polyamide fibers are converted from the polyamide fibers. Polyvinylpyrrolidone drops off gradually, and the hygroscopicity decreases. That is, clothing made of polyamide fiber containing polyvinyl pyrrolidone has a problem that durability is inferior in terms of hygroscopicity. therefore,
Various properties (eg, mechanical strength, abrasion resistance, flexibility, gloss, dyeability, dimensional stability, texture, etc.) of thermoplastic resins such as polyamide used as fibers.
Thermoplastic resin material which can impart sufficient hygroscopicity and the like to the thermoplastic resin and maintain its characteristics (hygroscopicity and the like) for a long period of time without impairing the thermoplastic resin (Thermoplastic resin composition) is required.

The present invention has been made in view of the above-mentioned conventional problems, and has as its object to suitably produce, for example, various garments such as innerwear, sportswear, and socks that require moisture absorption. Thermoplastic resin composition used,
That is, it is possible to impart sufficient hygroscopicity and the like to the thermoplastic resin without impairing various characteristics of the thermoplastic resin, and to maintain the characteristics (hygroscopicity and the like) for a long period of time. An object of the present invention is to provide a thermoplastic resin composition (excellent in durability).

[0006]

The thermoplastic resin composition of the present invention has at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group and an amino group in order to solve the above-mentioned problems. It is characterized by containing a thermoplastic resin and a vinylpyrrolidone copolymer having a functional group capable of reacting with the functional group of the thermoplastic resin.

Further, in order to solve the above-mentioned problems, the thermoplastic resin composition of the present invention has a structure in which the functional group of the vinylpyrrolidone copolymer has an oxazoline group, an oxazine group, an epoxy group, a carboxyl group, an amino group. , An acid anhydride group, and an isocyanate group. In addition, in order to solve the above-mentioned problems, the thermoplastic resin composition of the present invention is characterized in that the vinylpyrrolidone copolymer is an N-vinyl-2-pyrrolidone / maleic anhydride copolymer,
It is at least one copolymer selected from the group consisting of vinyl-2-pyrrolidone / methacrylic acid copolymer and N-vinyl-2-pyrrolidone / 2-isopropenyl-2-oxazoline copolymer. And

In order to solve the above-mentioned problems, the method for producing a thermoplastic resin composition according to the present invention provides a thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group and an amino group. And a vinylpyrrolidone copolymer having a functional group capable of reacting with the functional group of the thermoplastic resin.

[0009] In order to solve the above-mentioned problems, the moisture-absorbing modifier of the present invention has a carboxyl group contained in a thermoplastic resin,
A hydroxyl group, and an oxazoline group, an oxazine group, an epoxy group, a carboxyl group, an amino group, an acid anhydride group, and a group capable of reacting with at least one functional group selected from the group consisting of an amino group. It is characterized by containing a vinylpyrrolidone copolymer having at least one selected functional group.

[0010]

DESCRIPTION OF THE PREFERRED EMBODIMENTS One embodiment of the present invention will be described below. The thermoplastic resin composition according to the present invention,
A carboxyl group, a hydroxyl group, and a thermoplastic resin having at least one functional group selected from the group consisting of an amino group, and a vinylpyrrolidone copolymer having a functional group capable of reacting with the functional group of the thermoplastic resin. It is a configuration including. The functional group of the vinylpyrrolidone copolymer is at least one functional group selected from the group consisting of an oxazoline group, an oxazine group, an epoxy group, a carboxyl group, an amino group, an acid anhydride group, and an isocyanate group. There is a certain configuration.

Among the thermoplastic resins having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group and an amino group, specific examples of the thermoplastic resin having at least a carboxyl group include, for example, polyethylene Thermoplastic polyesters such as terephthalate and polybutylene terephthalate; various acid-modified resins such as acid-modified polyethylene; and the like. More specifically, examples of the acid-modified resin include, for example, unsaturated monocarboxylic acids (eg, acrylic acid, methacrylic acid, etc.), unsaturated dicarboxylic acids (eg, maleic acid, itaconic acid, citraconic acid, 2-norbornene) Copolymers obtained by copolymerizing a monomer composition containing an acid group-containing monomer such as -5,6-dicarboxylic acid as a copolymer component (for example, ethylene-acrylic acid copolymer, acid-modified acrylonitrile- A styrene (AS) resin or the like); a modified polyolefin such as a maleic anhydride-modified polyolefin, which has been acid-modified by graft copolymerization of the above-mentioned acid group-containing monomer;
Acid-modified polyphenylene ether (PPE) resin; and the like.

Specific examples of the thermoplastic resin having at least a hydroxyl group include the thermoplastic polyesters exemplified above; aromatic polycarbonates obtained by reacting dihydric phenol with phosgene, diphenyl carbonate and the like. Polycarbonate; for example,
2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxymethylbenzyl acrylate, 2-hydroxyethyl methacrylate,
A copolymer obtained by copolymerizing a monomer composition containing a hydroxyl group-containing monomer such as -hydroxypropyl methacrylate or 4-hydroxymethylbenzyl methacrylate as a copolymerization component; and the like.

The thermoplastic resin having at least an amino group includes, for example, nylon 6
Polyamides such as (6-nylon), nylon 66, 6/66 copolymer nylon, nylon 46, nylon 12, and the like;
For example, it is obtained by copolymerizing a monomer composition containing an amino group-containing monomer such as acrylamide, methacrylamide, acrylamine, aminomethyl methacrylate, aminoethyl methacrylate, aminopropyl methacrylate, or aminostyrene as a copolymerization component. Copolymer; and the like.

The thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group and an amino group (hereinafter simply referred to as a thermoplastic resin) may be used alone. Alternatively, two or more kinds may be used in combination. Among the thermoplastic resins exemplified above, polyethylene terephthalate, maleic anhydride-modified polyolefin, and nylon 6 are more preferred.
The method for producing the thermoplastic resin is not particularly limited.

A vinylpyrrolidone copolymer having a functional group capable of reacting with a functional group of a thermoplastic resin (hereinafter referred to as a reactive group) is obtained by reacting vinylpyrrolidone such as N-vinyl-2-pyrrolidone with the above-mentioned reactive group. Group-containing monomer (hereinafter, referred to as
(Hereinafter referred to as a reactive group-containing monomer).

Specific examples of the reactive group include an oxazoline group, an oxazine group, an epoxy group, a carboxyl group, an amino group, an acid anhydride group and an isocyanate group. Among the reactive groups exemplified above, an oxazoline group, a carboxyl group and an acid anhydride group are more preferred, and an acid anhydride group is even more preferred. Therefore, the reactive group-containing monomer refers to a monomer having at least one type of reactive group.

Among the reactive group-containing monomers, monomers having at least an oxazoline group include, for example, 2-vinyl-2-oxazoline, 5-methyl-2
-Vinyl-2-oxazoline, 4,4-dimethyl-2-
Vinyl-2-oxazoline, 2-isopropenyl-2-
Vinyl oxazolines such as oxazoline and 4,4-dimethyl-2-isopropenyl-2-oxazoline. Further, among the reactive group-containing monomers, as the monomer having at least the oxazoline group, specifically, for example, 4,4-dimethyl-2-vinyl-5,5-dihydro-4H-1, Vinyl oxazines such as 3-oxazine and 4,4,6-trimethyl-2-vinyl-5,6-dihydro-4H-1,3-oxazine. Among the above exemplified monomers, 2-isopropenyl-2-oxazoline is more preferred because it shows particularly good reactivity and is easily available.

Specific examples of the monomer having at least an epoxy group include glycidyl acrylate, glycidyl methacrylate, mono (di) glycidyl maleate, and mono (di) glycidyl itaconate. Glycidyl esters of saturated mono (di) carboxylic acid; glycidyl ethers such as allyl glycidyl ether; and the like. Among the above exemplified monomers, glycidyl acrylate and glycidyl methacrylate are more preferred.

Specific examples of the monomer having at least a carboxyl group include unsaturated monocarboxylic acids such as acrylic acid and methacrylic acid; maleic acid, itaconic acid, citraconic acid and 2-norbornene-5. , 6-
Unsaturated dicarboxylic acids such as dicarboxylic acids; and the like. Of the monomers exemplified above, acrylic acid and methacrylic acid are more preferred.

Examples of the monomer having at least an amino group include, for example, acrylamide, methacrylamide, acrylamine, aminomethyl methacrylate, aminoethyl methacrylate, aminopropyl methacrylate, aminostyrene and the like. No.

Further, specific examples of the monomer having at least an acid anhydride group include maleic anhydride, itaconic anhydride, and phthalic anhydride. Of the above exemplified monomers, maleic anhydride is more preferred. Specific examples of the monomer having at least an isocyanate group include unsaturated esters of isocyanic acid.

As the reactive group-containing monomer, only one kind may be used, or two or more kinds may be used in combination. Of the reactive group-containing monomers exemplified above, maleic anhydride, methacrylic acid and 2-isopropenyl-2-oxazoline are particularly preferred. Therefore, the vinylpyrrolidone copolymer includes N-vinyl-2-pyrrolidone / maleic anhydride copolymer, N-vinyl-2-pyrrolidone / methacrylic acid copolymer, and N-vinyl-2-pyrrolidone / 2- Isopropenyl-2-oxazoline copolymer is particularly preferred.

The lower limit of the ratio of the reactive group-containing monomer in the monomer composition containing vinylpyrrolidone and the reactive group-containing monomer is preferably 0.1% by weight,
It is more preferably 0.5% by weight, while the upper limit is preferably 20% by weight, more preferably 10% by weight. The proportion of vinylpyrrolidone in the monomer composition may be 50% by weight or more. In addition, the above-mentioned monomer composition may be further copolymerized with vinylpyrrolidone and / or a reactive group-containing monomer, if necessary, within a range not to impair the object of the present invention. May be included.

A method for producing a vinylpyrrolidone copolymer having a reactive group (hereinafter simply referred to as a vinylpyrrolidone copolymer), that is, a method for polymerizing the above monomer composition, is not particularly limited, and is conventionally known. Various polymerization methods,
For example, a solution polymerization method, an emulsion polymerization method, a suspension polymerization method, a bulk polymerization method, and the like can be employed, but it is more preferable to employ a solution polymerization method.

Specific examples of the polymerization initiator used in the above polymerization method include cumene hydroperoxide, diisopropylbenzene hydroperoxide, di-t-butyl peroxide, lauroyl peroxide, benzoyl peroxide, and the like. t-butyl peroxyisopropyl carbonate, t-amyl peroxyisopropyl carbonate, t-amyl peroxy-
Organic peroxides such as 2-ethylhexanoate; 2,2 ′
And azo compounds (azo-based initiators) such as azobisisobutyronitrile; and radical initiators such as, but are not particularly limited to. One of these polymerization initiators may be used alone, or two or more thereof may be used in combination. The amount of the polymerization initiator may be appropriately set according to the composition of the monomer composition, polymerization conditions, and the like.

The polymerization conditions such as the reaction temperature and the reaction time may be appropriately set according to the composition of the monomer composition and the type of the polymerization initiator. In addition, various additives can be added during the polymerization. The weight average molecular weight (Mw) of the vinylpyrrolidone copolymer is not particularly limited.
About 000 to 5,000,000 is suitable.

As the solvent used in the above solution polymerization method, specifically, for example, toluene, xylene,
Aromatic hydrocarbons such as ethylbenzene; acetates such as ethyl acetate, propyl acetate and butyl acetate; ketones such as methyl ethyl ketone and methyl isobutyl ketone; aliphatic alcohols such as isobutyl alcohol; ethylene glycol monomethyl ether and ethylene glycol mono Alkylene glycol monoalkyl ethers such as ethyl ether and diethylene glycol monoethyl ether; and the like, but are not particularly limited.
These solvents may be used alone or in combination of two or more.

When the monomer composition is polymerized by using the solution polymerization method, a method of taking out a vinylpyrrolidone copolymer as a polymer from the reaction solution is as follows.
Specifically, for example, the reaction solution is poured into a solvent (poor solvent) such as hexane in which the vinylpyrrolidone copolymer does not dissolve, and the copolymer is precipitated (precipitated). ) By filtration and drying; introducing the reaction solution into a so-called volatile separation / removal device such as a twin-screw extruder equipped with a vent, and removing the volatile components (unreacted monomers and solvent, etc.) from the reaction solution. Various methods such as a method for separating a polymer can be employed, but are not particularly limited. Of the above exemplified methods, a method using a poor solvent is simple, but from an industrial viewpoint, a method using a volatile separation / removal apparatus is more desirable. The above-mentioned vinylpyrrolidone copolymer can be suitably used as a moisture-absorbing modifier for improving the moisture-absorbing properties of a thermoplastic resin.

The thermoplastic resin composition can be obtained by mixing (kneading) the above-mentioned thermoplastic resin and a vinylpyrrolidone copolymer. The ratio of the vinylpyrrolidone copolymer to the thermoplastic resin may be set according to the intended use of the thermoplastic resin composition to be obtained, and is not particularly limited. The pyrrolidone copolymer may be added in the range of 0.1 to 20 parts by weight.

In general, when the above-mentioned thermoplastic resin composition is used, the thermoplastic resin and the vinylpyrrolidone copolymer are kneaded, more preferably melt-kneaded, and the fibrous material is formed by an appropriate method. Alternatively, it is formed into a desired shape. The method for producing the thermoplastic resin composition, that is, the method for kneading the thermoplastic resin and the vinylpyrrolidone copolymer is not particularly limited, but specifically, for example, a thermoplastic resin and a vinylpyrrolidone copolymer The pre-blend may be pre-blended with a mixer such as an omni mixer, and then the mixture may be kneaded at once with a kneader. In addition, the order of charging the thermoplastic resin and the vinylpyrrolidone copolymer during kneading may be such that the two may be simultaneously charged into the kneading machine, the latter may be charged after the former has been charged, or the latter may be charged. After that, the former may be input. When kneading the thermoplastic resin and the vinylpyrrolidone copolymer, various additives such as a matting agent, a pigment, a light stabilizer, a heat stabilizer, an antioxidant, and a dye improver, as necessary. Can also be blended.

Specific examples of the above-mentioned kneader include extruders such as a single-screw extruder and a twin-screw extruder (the screw rotation direction is the same direction or a different direction); a pressure kneader; However, there is no particular limitation. When kneading the thermoplastic resin composition with a kneader, it is more preferable to perform melt kneading by heating the thermoplastic resin composition to, for example, a temperature higher than the softening temperature of the thermoplastic resin.

The following mechanism is considered as a reason that the thermoplastic resin composition according to the present invention is excellent in durability. That is, for example, when the thermoplastic resin is a polyamide and the vinylpyrrolidone copolymer has an acid anhydride group,
By performing the melt kneading, the amino group of the polyamide reacts with the acid anhydride group of the vinylpyrrolidone copolymer, and the vinylpyrrolidone copolymer chemically bonds to the polyamide. By the above mechanism, the garment made of the polyamide fiber has sufficient hygroscopicity, and the vinylpyrrolidone copolymer is prevented from falling off even after repeated washing, so that the hygroscopicity can be maintained for a long time. (Excellent in durability). The present invention should not be limited based on the description of the above mechanism.

As described above, the thermoplastic resin composition according to the present invention has various properties (for example, mechanical strength, abrasion resistance, flexibility, glossiness, dyeability,
The thermoplastic resin can be given sufficient hygroscopicity without impairing dimensional stability, texture, etc., and its properties (hygroscopicity, etc.) can be maintained for a long time (durability). Are better). Therefore, the thermoplastic resin composition has sufficient hygroscopicity and the like, and even after repeated washing, its properties can be maintained for a long time.
For example, it is suitably used for manufacturing various types of clothing such as innerwear (underwear), sportswear, and socks.

The thermoplastic resin composition according to the present invention can be processed into fibers. In addition, for example, extrusion molding, compression molding, blow molding, injection molding, stretch molding, or other molding methods may be used. It can be processed into various shapes.
For example, by molding the thermoplastic resin composition obtained by extrusion kneading using an injection molding machine, various molded products such as plate-shaped molded products can be obtained. Alternatively, the thermoplastic resin composition may be supplied to an extruder, melt-plasticized, and then extruded and stretched by a die or the like to form a film.
When the thermoplastic resin composition according to the present invention is processed into various molded articles and films, various physical properties such as excellent printability and antistatic property, pigment dispersibility, excellent dispersion and adhesion of fillers, and the like are obtained. It has been modified to a suitable state.

[0035]

The present invention will be described in more detail with reference to the following Examples and Comparative Examples, but the present invention is not limited thereto. In the examples and comparative examples, "parts" indicates "parts by weight".

Example 1 A reflux condenser, a temperature sensor,
The inside of the reaction vessel equipped with a gas inlet tube, three dropping devices, and a stirring device was sufficiently replaced with nitrogen gas. Subsequently, methyl ethyl ketone 4 as a solvent was placed in the reaction vessel.
0 parts and 20 parts of N-vinyl-2-pyrrolidone were charged. The first dropping device was charged with 9.7 parts of N-vinyl-2-pyrrolidone, and the second dropping device was charged with 0.3 parts of maleic anhydride as a monomer having a reactive group and 15 parts of methyl ethyl ketone. And a third dropping device was charged with V-65 as a polymerization initiator (azo-based initiator).
A solution prepared by dissolving 0.15 part (trade name, manufactured by Wako Pure Chemical Industries, Ltd.) in 15 parts of methyl ethyl ketone was charged.

Thereafter, the temperature of the solution in the reaction vessel was raised to 70 ° C. with stirring, and the above-mentioned solutions and the like were simultaneously dropped from the above three dropping devices over 3 hours at the same temperature. After completion of the dropwise addition, the mixture was further reacted (aged) for 2 hours to obtain a pale yellow copolymer solution.

The obtained copolymer solution was poured into a large amount of hexane (poor solvent) to precipitate (precipitate) the copolymer, and the precipitate (copolymer) was separated by filtration and dried. Thus, an N-vinyl-2-pyrrolidone / maleic anhydride copolymer (hereinafter, referred to as VP-MAH) was obtained.

Next, 15 parts of the above VP-MAH and 85 parts of nylon 6 as a thermoplastic resin (manufactured by Toray Industries, Inc., trade name; Amilan CM1017, hereinafter referred to as PA) were combined with Labo Plastomill (Toyo Seiki Co., Ltd.). The mixture was melt-kneaded at 250 ° C. for 5 minutes using the same to make a thermoplastic resin composition.

The mass of the obtained thermoplastic resin composition was
The film was formed by hot pressing at 0 ° C. and 150 kg / cm ² for a predetermined time. 20 ×
Test pieces were prepared by cutting into strips of 60 mm, and the maximum moisture absorption, the standard moisture absorption, the difference in moisture absorption, and the dissolution rate of the thermoplastic resin composition were measured. The measuring method is as follows. Table 1 summarizes the measurement results.

(Maximum Moisture Absorption, Standard Moisture Absorption, Difference in Moisture Absorption) A test piece was weighed with a glass lid (tare weight W ₀ (g)).
, And left in a dryer at 110 ° C. for 2 hours with the lid open to dry the test piece. Thereafter, the weighing bottle is allowed to cool in a desiccator for 30 minutes while the weighing bottle is sealed (the lid is closed), and the total weight W ₁ (g) of the weighing bottle is measured. Next, with the lid of the weighing bottle containing the test piece open,
It is left for 24 hours in a thermo-hygrostat adjusted to 0 ° C. and 65% RH. Thereafter, the weighing bottle was sealed (the lid was closed).
In this state, the mixture is left to cool in a desiccator for 30 minutes, and the total weight W ₂ (g) of the weighing bottle is measured.

Then, the weighing bottle containing the test piece is left open for 24 hours in a thermo-hygrostat adjusted to 30 ° C. and 90% RH with the lid opened. Thereafter, the total weight W ₃ (g) of the weighing bottle is measured with the weighing bottle sealed (with the lid closed). From the above respective weights, the following equation is used: Maximum moisture absorption (%) = {(W ₃ −W ₁ ) / (W ₁ −W ₀ )} × 100 Standard moisture absorption (%) = {(W ₂ −W ₁ ) / (W ₁ −W ₀ )｝ × 100 Moisture absorption difference (%) = Maximum moisture absorption—Standard moisture absorption The maximum moisture absorption, the standard moisture absorption, and the moisture absorption difference are determined.

(Dissolution rate) The tare weight W ₀ (g) and the total weight W ₁ (g) are measured by performing the same operation as described above. Next, with the lid of the weighing bottle containing the test piece open, 1
Pour into boiling water at 00 ° C and boil for 15 minutes. Take out the weighing bottle, put the lid open at 110 ° C in a dryer,
Let stand for 2 hours to dry test specimens. Then, with the weighing bottle sealed (with the lid closed), 3 g in the desiccator.
It is left to cool for 0 minutes, and the total weight W ₄ (g) of the weighing bottle is measured.
From the above weights, the following formula, elution rate (%) = [{(W ₁ −W ₀ ) − (W ₄ −W ₀ )}}.
/ (W ₁ −W ₀ )] × 100, the elution rate of the vinylpyrrolidone copolymer is determined.

Example 2 Reflux cooler, temperature sensor,
The inside of the reaction vessel equipped with a gas introduction pipe, a dropping device, and a stirring device was sufficiently replaced with nitrogen gas. Subsequently, 55 parts of methyl ethyl ketone, 27 parts of N-vinyl-2-pyrrolidone, and 3 parts of methacrylic acid as a reactive group-containing monomer were charged into the reaction vessel. In addition, 0.15 part of V-65 (same as above) was added to methyl ethyl ketone 15
The solution dissolved in the part was charged.

Thereafter, the temperature of the solution in the reaction vessel was raised to 70 ° C. while stirring, and the solution was dropped at the same temperature from the dropping device over 3 hours. After completion of the dropwise addition, the mixture was further reacted (aged) for 2 hours to obtain a pale yellow copolymer solution.

The obtained copolymer solution was treated in the same manner as in Example 1 to obtain an N-vinyl-2-pyrrolidone / methacrylic acid copolymer (hereinafter referred to as VP-MAA).
I got Next, by using 15 parts of the above VP-MAA and performing the same operation as in Example 1, a thermoplastic resin composition was obtained and a test piece was prepared. Then, the maximum moisture absorption and the like were measured using the test piece. Table 1 summarizes the measurement results.

Example 3 The same reaction and treatment as in Example 2 were carried out except that 3 parts of 2-isopropenyl-2-oxazoline was used as the reactive group-containing monomer instead of methacrylic acid. As a result, an N-vinyl-2-pyrrolidone / 2-isopropenyl-2-oxazoline copolymer (hereinafter referred to as VP-IPO) was obtained.

Next, 15 parts of the above VP-IPO and polyethylene terephthalate as a thermoplastic resin (trade name; Bellpet PB-1, manufactured by Kaneguchi Chemical Co., Ltd .;
Using 85 parts of ET) and the same operation as in Example 1, a thermoplastic resin composition was obtained and a test piece was prepared. Then, the maximum moisture absorption and the like were measured using the test piece. Table 1 summarizes the measurement results.

Example 4 VP-I obtained in Example 3
15 parts of PO and a maleic anhydride-modified polyolefin as a thermoplastic resin (trade name, manufactured by Sanyo Chemical Industries, Ltd .;
Umex 1001, hereinafter referred to as PP-MAH) 8
By performing the same operation as in Example 1 using 5 parts, a thermoplastic resin composition was obtained and a test piece was prepared. Then, the maximum moisture absorption and the like were measured using the test piece. Table 1 summarizes the measurement results.

[Comparative Examples 1-4] VP-MAH, VP-M
Instead of AA and VP-IPO, polyvinylpyrrolidone (trade name; K-30, manufactured by Wako Pure Chemical Industries, Ltd.)
Example 1 was repeated except that 15 parts were used.
By performing the same operations as in Nos. To 4, a thermoplastic resin composition for comparison was obtained and a test piece was prepared. And
Using the test piece, the maximum moisture absorption and the like were measured. Table 1 summarizes the measurement results.

[0051]

[Table 1]

[0052]

As described above, the thermoplastic resin composition of the present invention comprises a thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group, and an amino group; And a vinylpyrrolidone copolymer having a functional group capable of reacting with the functional group of the resin.

Therefore, since the thermoplastic resin and the vinylpyrrolidone copolymer are chemically bonded, various properties (for example, mechanical strength, abrasion resistance,
The thermoplastic resin can be provided with sufficient hygroscopicity without impairing flexibility, glossiness, dyeability, dimensional stability, texture, etc., and its characteristics (hygroscopicity, etc.) can be maintained for a long time. Can be maintained (excellent in durability). That is,
This has the effect of providing a thermoplastic resin composition having excellent hygroscopicity and the like. The thermoplastic resin composition,
Since it has sufficient moisture absorption and the like, its characteristics can be maintained for a long time even after repeated washing, so that it is suitable for producing various kinds of clothing such as innerwear (underwear), sportswear, socks and the like. Can be used.

Further, in the thermoplastic resin composition of the present invention, as described above, the functional group of the vinylpyrrolidone copolymer has an oxazoline group, an oxazine group, an epoxy group,
The structure is at least one functional group selected from the group consisting of a carboxyl group, an amino group, an acid anhydride group, and an isocyanate group. Further, the vinylpyrrolidone copolymer is an N-vinyl-2-pyrrolidone / maleic anhydride copolymer, an N-vinyl-2-pyrrolidone / methacrylic acid copolymer, or an N-vinyl-2-pyrrolidone / 2
-Isopropenyl-2-oxazoline copolymer is at least one copolymer selected from the group consisting of: Thereby, there is an effect that a thermoplastic resin composition having more excellent hygroscopicity and the like can be provided.

Further, the method for producing the thermoplastic resin composition of the present invention comprises, as described above, a thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group, and an amino group; A vinylpyrrolidone copolymer having a functional group capable of reacting with the above-mentioned functional group of the thermoplastic resin is kneaded.

Therefore, there is an effect that a method for producing a thermoplastic resin composition having excellent hygroscopicity can be provided.

As described above, the moisture-absorbing modifier of the present invention
Carboxyl group of a thermoplastic resin, hydroxyl group, and can react with at least one functional group selected from the group consisting of amino group, oxazoline group, oxazine group, epoxy group, carboxyl group, amino group, acid anhydride group, And a vinylpyrrolidone copolymer having at least one functional group selected from the group consisting of isocyanate groups.

Since the vinylpyrrolidone copolymer is chemically bonded to the thermoplastic resin, it is necessary to improve (modify) the hygroscopic property of the thermoplastic resin without impairing various characteristics of the thermoplastic resin. Can be. Thereby, there is an effect that it is possible to provide a moisture-absorbing modifier that improves the moisture-absorbing property of the thermoplastic resin.

Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat II (Reference) // D01F 6/90 311 D01F 6/90 311D (C08F 226/10 (C08F 226/10 222: 06) 222: 06) (C08F 226/10 (C08F 226/10 220: 06) 220: 06) (C08F 226/10 (C08F 226/10 226: 06) 226: 06) F term (reference) 4J002 AA03W AA05W AA06W BB08W BB21W BC10W BE04X BG01X BG07W BG07X BG10W BG12W BH00X BJ00X CD19X CF06W CF07W CG00W CL00W 4J100 AJ02Q AK32Q AQ08P AQ15Q CA04 JA15 4L035 EE05 LC02

Claims (5)

[Claims] 1. A thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group, and an amino group, and a vinyl having a functional group capable of reacting with the functional group of the thermoplastic resin. A thermoplastic resin composition comprising a pyrrolidone copolymer. 2. The functional group of the vinylpyrrolidone copolymer is an oxazoline group, an oxazine group, an epoxy group,
The thermoplastic resin composition according to claim 1, wherein the thermoplastic resin composition is at least one functional group selected from the group consisting of a carboxyl group, an amino group, an acid anhydride group, and an isocyanate group. 3. The method according to claim 1, wherein the vinylpyrrolidone copolymer is an N-vinyl-2-pyrrolidone / maleic anhydride copolymer,
It is at least one copolymer selected from the group consisting of vinyl-2-pyrrolidone / methacrylic acid copolymer and N-vinyl-2-pyrrolidone / 2-isopropenyl-2-oxazoline copolymer. The thermoplastic resin composition according to claim 1 or 2, wherein 4. A thermoplastic resin having at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group, and an amino group, and a vinyl having a functional group capable of reacting with the functional group of the thermoplastic resin. A method for producing a thermoplastic resin composition, comprising kneading a pyrrolidone copolymer. 5. An oxazoline group, an oxazine group, an epoxy group, a carboxyl group, an amino group, which can react with at least one functional group selected from the group consisting of a carboxyl group, a hydroxyl group and an amino group of a thermoplastic resin. A hygroscopic modifier comprising a vinylpyrrolidone copolymer having at least one functional group selected from the group consisting of an acid anhydride group and an isocyanate group.