JPH062282A - Dyeing of polyester - Google Patents

Abstract

PURPOSE:To obtain a polyester fiber having excellent dyeability and alkali resistance while keeping the characteristic excellent properties of polyester by copolymerizing a specific diol component to a polyethylene terephthalate. CONSTITUTION:A polyester having an intrinsic viscosity of 0.5-0.8 is produced by copolymerizing terephthalic acid, ethylene glycol and a 2,2-alkyl-substituted 1,3-propanediol compound. The fiber or film produced from the polyester keeps the characteristic excellent properties of polyester and exhibits improved dyeability and high alkali resistance which cannot be attained by the conventional process. The propanediol component is used at a molar ratio of 3-40 based on the total diol component and the alkyl group is preferably selected from ethyl, propyl, butyl and pentyl.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a method for dyeing polyester. More specifically, the present invention relates to a method for dyeing polyester such as fibers or films which are excellent in dyeability and alkali resistance and have the original excellent properties of polyester.

[0002]

BACKGROUND OF THE INVENTION Polyester, especially polyethylene terephthalate, is a fiber that utilizes its excellent physical and chemical properties.
Widely used for dyeing films and other uses.

[0003]

However, polyethylene terephthalate does not have good dyeability, and in order to dye it with a disperse dye to a sufficient extent, it must be dyed at a high temperature of about 130 ° C. or higher. Equipment is required, and there are problems in terms of productivity, operability, safety, etc.

Various methods for improving the dyeability of polyethylene terephthalate have been proposed. The most typical method is a method in which a 5-metal sulfoisophthalic acid component (hereinafter referred to as SIP) is copolymerized with polyester to make it dyeable with a basic dye. However, when a large amount of SIP is copolymerized, there is a problem that the alkali resistance is lowered and the applications of fibers, films and the like are limited, and further, SIP is expensive and the cost is increased.

Other methods are known in which a carrier is used during dyeing, but they have drawbacks such as requiring a special carrier and difficulty in post-treatment of the dyeing solution.

An object of the present invention is to solve the above-mentioned problems of the prior art and to provide a method for dyeing polyester which enables more easy dyeing.

[0007]

As a result of intensive studies, the present inventors have found that a polyester dyeing method using a specific 2,2-alkyl-substituted-1,3-propanediol solves the above problems. The inventors have found that they exhibit excellent effects and have completed the present invention. That is, the gist of the present invention is terephthalic acid, ethylene glycol and 2,2
A method for dyeing polyester, which comprises copolymerizing an alkyl-substituted-1,3-propanediol-containing material. Furthermore, 2,2-alkyl substitution in A) diol component
The molar ratio of 1,3-propanediol is 3-40, B) 2.
The alkyl of the 2-alkyl-substituted-1,3-propanediol is selected from the group consisting of an ethyl group, a propyl group, a butyl group and a pentyl group, and the intrinsic viscosity of the C) polyester is 0.
The dyeing method for a polyester as described above, which comprises dyeing with a disperse dye D) at 5 to 0.8.

The diol component of the polyester of the present invention is
A specific diol component, consisting of ethylene glycol and 2,2-alkyl-substituted-1,3-propanediol. This specific diol is 2,2-in the diol component.
Alkyl-substituted-1,3-propanediol molar ratio 3 to
40 is preferable, and when the molar ratio of 2,2-alkyl-substituted-1,3-propanediol is less than 3, the effect of improving the dyeability is poor, and when the molar ratio exceeds 40, the original strength and dimensional stability of polyethylene terephthalate, etc. It is not preferable because it deteriorates many excellent properties. 2,2-alkyl substitution-
The 1,3-propanediol is preferably one whose alkyl is selected from the group consisting of an ethyl group, a propyl group, a butyl group and a pentyl group, and specifically, 2,2-diethyl-1,3-propanediol. (Hereinafter referred to as DMP), 2-butyl-2-ethyl-1,3-propanediol (hereinafter referred to as DMH), and 2-pentyl-2-propyl-1,3-propanediol (hereinafter referred to as DMN). You can do it. These can be used alone or in any combination depending on the purpose of use.

The polyester in the present invention can be used as another component of the terephthalic acid, ethylene glycol and 2,2-alkyl-substituted-1,3-propanediol-containing material as long as its characteristics are not significantly changed. Polycarboxylic acid such as trimellitic acid, adipic acid and sebacic acid, diethylene glycol, triethylene glycol, polyethylene glycol, polypropylene glycol, pentaerythritol, bisphenol A, polyol such as hydroquinone and the like may be contained as a copolymerization component.

As the method for polymerizing the polyester in the present invention, various ordinary methods can be used. For example, a method in which a dimethyl ester of a dicarboxylic acid and a diol are transesterified to distill off methanol, and then polycondensation is performed under a high vacuum while gradually reducing the pressure, or an esterification reaction of the dicarboxylic acid and the diol is generated. After distilling water off, the pressure is gradually reduced and the polycondensation is performed under high vacuum, or when dimethyl ester of dicarboxylic acid and dicarboxylic acid are used as raw materials, transesterification of dimethyl ester of dicarboxylic acid and diol is performed. Further, there is a method in which dicarboxylic acid is further added to carry out an esterification reaction, and then polycondensation is carried out under high vacuum. As the transesterification catalyst, manganese acetate, calcium acetate, zinc acetate or the like can be used, and as the polycondensation catalyst, known ones such as antimony trioxide, germanium oxide, dibutyltin oxide or titanium tetrabutoxide can be used.

Phosphorus compounds such as trimethyl phosphate and triphenyl phosphate, and hindered phenol compounds such as Irganox 1010 may be used as the stabilizer. Further, it may contain a matting agent and other additives. Various conditions such as a polymerization method, a catalyst and a stabilizer are not limited to the above-mentioned examples.

The intrinsic viscosity of the polyester in the present invention is preferably 0.5 to 0.8, more preferably 0.55 to 0.
75 is preferred. If the intrinsic viscosity is less than 0.5, it is difficult to obtain a fiber film having sufficient strength. On the other hand, if the intrinsic viscosity exceeds 0.8, the melt viscosity becomes so high that the spinning film molding becomes difficult, which is not preferable.

Presently, for dyeing navy color and black color with disperse dyes having excellent light fastness for interior materials for automobiles, a main color blue dye is used by blending anthraquinone dye for light color. However, if an azo-based dye is used in part, the amount of the dye used is significantly increased and the cost becomes very high if a dark hue is to be obtained. According to the dyeing method of the present invention, the amount of dye used in a dark color can be small, and the cost merit is extremely large.

[0014]

According to the present invention, a dyeing method for a polyester, characterized in that terephthalic acid, ethylene glycol and a 2,2-alkyl-substituted-1,3-propanediol-containing material are copolymerized, Polyester, which has excellent alkali resistance and is beautifully dyed, has originally excellent properties and is useful as a molded product such as a fiber or a film.

[0015]

EXAMPLES The present invention will be described in detail with reference to examples. In the examples, characteristic values and the like were measured as follows.

(1) Molar ratio of diol component in polyester The molar ratio of the diol component was determined by measuring the nuclear magnetic resonance spectrum.

(2) Intrinsic viscosity Phenol / tetrachloroethane (6/4) was used as a solvent and the viscosity was measured at 30 ° C. and calculated by extrapolation.

(3) Strength, Elongation Electronic universal testing machine CAT Y-500B manufactured by Yonekura Seisakusho Co., Ltd.
Using H, sample length 20mm, width 5mm, pulling speed 2
It was measured at 0 mm / min.

(4) Dyeability The film was placed in a dyeing bath of 1,4-diaminoanthraquinone disperse dye (1 g / 300 ml H ₂ O) at 80 ° C., and after 24 hours, a part of the film was sampled to obtain ο-chloro. It was dissolved in phenol and the amount of adsorption was colorimetrically determined.

(5) Alkali resistance The film was cut into 2 × 2 cm pieces and reacted in a 10% NaOH aqueous solution at 80 ° C. for 4 hours to determine the weight loss.

Examples and Comparative Examples Dimethyl terephthalate (DMT) and DMT were mixed with 2,2-alkyl-substituted-1,3-propanediol in an amount 1.3 times the molar ratio shown in [Table 1]. Zinc acetate was used as a catalyst in an amount of 7.0 × 10 ⁻⁴ mol / mol of an acid component and antimony trioxide was 2.5 × 10 ⁻⁴ mol / mol of an acid component and heated at 200 to 205 ° C. for 1 hour under a nitrogen stream. Next, ethylene glycol (EG) was added so that the total amount of diol was in a molar ratio of 1: 5 with respect to DMT, and the mixture was further heated for 2 hours. Then, the mixture was heated at 270 to 275 ° C. for 1 hour to distill off excess diol, and further polycondensed under a reduced pressure of about 0.3 to 0.5 torr at 280 to 285 ° C. so as to have a predetermined intrinsic viscosity.

The obtained polyester was melted, extruded from a T-die and rapidly cooled with a casting roller at 5 ° C. to obtain an unstretched film having a thickness of about 100 μ. This unstretched film is heated at 100 ° C. using a tenter type simultaneous biaxial stretching device.
At a draw ratio of 3.0 times length and 3.0 times width,
A constant length heat treatment was performed at 0 ° C. to obtain a stretched film having a width of 400 mm. The characteristic values of the obtained film are shown in [Table 1]. As shown in Table 1, it was confirmed that the specific 2,2-alkyl-substituted-1,3-propanediol had a remarkable dyeing-improving effect.

[0023]

[Table 1]

Claims (2)

[Claims] 1. A method for dyeing polyester, which comprises copolymerizing terephthalic acid, ethylene glycol and a 2,2-alkyl-substituted-1,3-propanediol-containing material. 2. A) The molar ratio of 2,2-alkyl-substituted-1,3-propanediol in the diol component is 3 to 40, B).
The alkyl of 2,2-alkyl-substituted-1,3-propanediol is selected from the group consisting of ethyl group, propyl group, butyl group and pentyl group, and C) polyester has an intrinsic viscosity of 0.5 to 0.8, The method for dyeing polyester according to claim 1, wherein D) is dyed with a disperse dye.